US Pat. No. 9,345,742

AMINOSTATIN DERIVATIVES FOR THE TREATMENT OF ARTHROSIS

MERCK PATENT GMBH, Darms...

1. A compound selected from the following compounds:
a.) methyl (S)-2-((2S,3S)-2-{(3S,4S)-3-amino-4-[(S)-2-((S)-2-tert-butoxy-carbonylamino-4-methylpentanoylamino)butyrylamino]-5-phenyl-pentanoyl
amino}-3-methylpentanoylamino)-3-methylbutyrate

b.) methyl (S)-2-((2S,3S)-2-{(3S,4S)-3-amino-4-[(S)-2-((S)-2-amino-4-methylpentanoylamino)butyrylamino]-5-phenylpentanoylamino}-3-methylpentanoylamino)-3-methylbutyrate
c.) methyl (S)-2-((2S,3S)-2-{(3S,4S)-3-amino-4-[(S)-4-methyl-2-(3-methyl-butyrylamino)pentanoylamino]-5-phenylpentanoylamino}-3-methylpentanoylamino)-3-methylbutyrate
d.) methyl (S)-2-[(2S,3S)-2-((3S,4S)-3-amino-4-{(S)-2-[(S)-4-methyl-2-(3-methylbutyrylamino)pentanoylamino]-1-oxobutylamino}-5-phenylpentanoyl-amino)-3-methylpentanoylamino]-3-methylbutyrate
c.) methyl (S)-2-[(2S,3S)-2-((3S,4S)-3-amino-4-{(S)-3-methyl-2-[2-(3-trifluoromethoxyphenyl)acetylamino]butyrylamino}-5-phenylpentanoyl-amino)-3-methylpentanoylamino]-3-methylbutyrate
f.) methyl (S)-2-[(2S,3S)-2-((3S,4S)-3-amino-4-{(S)-3-methyl-2-[2-(naphthalen-1-yloxy)acetylamino]butyrylamino}-5-phenylpentanoylamino)-3-methylpentanoylamino]-3-methylbutyrate
g.) methyl (S)-2-[(2S,3S)-2-((3S,4S)-3-amino-4-{(S)-2-[2-(3-methane-sulfonylaminophenyl)acetylamino]-3-methylbutyrylamino}-5-phenyl-pentanoylamino)-3-methylpentanoylamino]-3-methylbutyrate
h.) methyl (S)-2-[(2S,3S)-2-((3S,4S)-3-amino-4-{(S)-3-methyl-2-[(S)-4-methyl-2-(3-methylbutyrylamino)pentanoylamino]-1-oxobutylamino}-5-phenylpentanoylamino)-3-methylpentanoylamino]-3-methylbutyrate
i.) methyl (S)-2-[(2S,3S)-2-((3S,4S)-3-amino-4-{(S)-2-[(S)-4-methyl-2-(3-methylbutyrylamino)pentanoylamino]-3-phenylpropionylamino}-5-phenylpentanoylamino)-3-methylpentanoylamino]-3-methylbutyrate
j.) ethyl 1-[(2S,3S)-2-((S)-3-(S)-amino-4-{(S)-3-methyl-2-[(S)-4-methyl-2-(3-methylbutyrylamino)pentanoylamino]butyrylamino}-5-phenylpentanoyl-amino)-3-methylpentanoylamino]cyclopropanecarboxylate
k.) methyl (2S,3S)-2-[(S)-2-((S)-3-(S)-amino-4-{(S)-3-methyl-2-[(S)-4-methyl-2-(3-methylbutyrylamino)pentanoylamino]butyrylamino}-5-phenylpentanoylamino)-3-methyl-1-(S)-oxopentylamino]-3-methylpentanoate
l.) methyl (S)-2-[(2S,3S)-2-((S)-3-(S)-amino-4-{(S)-3-methyl-2-[(S)-4-methyl-2-(3-methylbutyrylamino)pentanoylamino]butyrylamino}-5-phenyl-pentanoylamino)-3-methylpentanoylamino]-4-methylpentanoate
m.) methyl (S)-2-((2S,3S)-2-{(3S,4S)-3-amino-4-[(S)-2-((S)-2-tert-butoxy-carbonylamino-4-methylpentanoylamino)-3-methylbutyrylamino]-5-phenylpentanoylamino}-3-methylpentanoylamino)-3-methylbutyrate
n.) methyl (S)-2-((2S,3S)-2-{(3S,4S)-3-amino-4-[(S)-3-methyl-2-(3-phenyl-propionylamino)butyrylamino]-5-phenylpentanoylamino}-3-methylpentanoylamino)-3-methylbutyrate
o.) methyl (S)-2-[(2S,3S)-2-((3S,4S)-3-amino-4-{(S)-4-methyl-2-[(S)-4-methyl-2-(3-methylbutyrylamino)pentanoylamino]pentanoylamino}-5-phenylpentanoylamino)-3-methylpentanoylamino]-3-methylbutyrate
p.) methyl (S)-2-[(2S,3S)-2-((3S,4S)-3-amino-4-{(S)-3-methyl-2-[(S)-2-(3-methylbutyrylamino)-3-phenylpropionylamino]butyrylamino}-5-phenyl-pentanoylamino)-3-methylpentanoylamino]-3-methylbutyrate
q.) methyl (S)-2-((2S,3S)-2-{(3S,4S)-3-amino-4-[(S)-2-((S)-2-tert-butoxy-carbonylamino-3-phenylpropionylamino)-3-methylbutyrylamino]-5-phenyl-pentanoylamino}-3-methylpentanoylamino)-3-methylbutyrate
r.) methyl (S)-2-((2S,3S)-2-{(3S,4S)-3-amino-4-[(S)-2-((S)-2-amino-3-phenylpropionylamino)-3-methylbutyrylamino]-5-phenylpentanoylamino}-3-methylpentanoylamino)-3-methylbutyrate
s.) methyl (S)-2-[(2S,3S)-2-((3S,4S)-3-amino-4-{(S)-2-[2-(2,4-dichloro-phenoxy)acetylamino]-3-methylbutyrylamino}-5-phenylpentanoylamino)-3-methylpentanoylamino]-3-methylbutyrate
t.) (S)-2-[(2S,3S)-2-((3S,4S)-3-amino-4-{(S)-3-methyl-2-[(S)-4-methyl-2-(3-methylbutyrylamino)pentanoylamino]butyrylamino}-5-phenylpentanoyl-amino)-3-methylpentanoylamino]-3-methylbutyric
acid

u.) N-((1S,2S)-2-methyl-1-phenethylcarbamoylbutyl)-(S)-3-amino-4-{(S)—(S)-3-methyl-2-[(S)-4-methyl-2-(3-methylbutyrylamino)pentanoyl-amino]butyrylamino}-5-phenylpentanamide
v.) N-[(1S,2S)-2-methyl-1-(pyridin-3-ylcarbamoyl)butyl]-(S)-3-amino-4-{(S)—(S)-3-methyl-2-[(S)-4-methyl-2-(3-methylbutyrylamino)pentanoyl-amino]butyrylamino}-5-phenylpentanamide
w.) methyl (S)-2-((2S,3S)-2-{(3S,4S)-3-amino-4-[(R)-2-((S)-2-amino-3-phenylpropionylamino)-3-methylbutyrylamino]-5-phenylpentanoylamino}-3-methylpentanoylamino)-3-methylbutyrate
x.) N-[(1S,2S)-2-methyl-1-(1-methyl-1H-pyrazol-3-ylcarbamoyl)butyll]-(S)-3-amino-4-{(S)—(S)-3-methyl-2-[(S)-4-methyl-2-(3-methylbutyrylamino)-pentanoylamino]butyrylamino}-5-phenylpentanamide
y.) N-((1S,2S)-1-benzylcarbamoyl-2-methylbutyl)-(S)-3-amino-4-{(S)—(S)-3-methyl-2-[(S)-4-methyl-2-(3-methylbutyryl amino)pentanoylamino]butyryl-amino}-5-phenylpentanamide
z.) N-[(1S,2S)-1-(cyclopropylmethylcarbamoyl)-2-methylbutyl]-(S)-3-(S)-amino-4-{(S)-3-methyl-2-[(S)-4-methyl-2-(3-methylbutyrylamino)pentanoyl-amino]butyrylamino}-5-phenylpentanamide
aa.) methyl (S)-2-[(2S,3S)-2-((3S,4S)-3-amino-4-{(S)-3,3-dimethyl-2-[(S)-4-methyl-2-(3-methylbutyrylamino)pentanoylamino]butyrylamino}-5-phenyl-pentanoylamino)-3-methylpentanoylamino]-3-methylbutyrate
bb.) (S)-2-[(2S,3S)-2-((3S,4S)-3-amino-4-{(S)-3-methyl-2-[2-(3-trifluoromethoxy-phenyl)acctylamino]butyrylamino}-5-phenylpentanoylamino)-3-methylpentanoylamino]-3-methylbutyric
acid

cc.) (S)-2-[(2S,3S)-2-((3S)-3-amino-4-{(S)-3-methyl-2-[(S)-2-(3-methyl-butyrylamino)-3-phenylpropionylamino]-1-oxobutylamino}-5-phenyl-pentanoylamino)-3-methylpentanoylamino]-3-methylbutyric
acid

dd.) N-[(1S,2S)-1-((S)-1-hydroxymethyl-2-methylpropylcarbamoyl)-2-methylbutyl]-(S)-3-(S)-amino-4-{(S)-3-methyl-2-[(S)-4-methyl-2-(3-methyl-butyrylamino)pentanoylamino]butyrylamino}-5-phenylpentanamide
ee.) N-[(1S,2S)-2-methyl-1-(3-methylbutylcarbamoyl)butyl]-(S)-3-(S)-amino-4-{(S)-3-methyl-2-[2-(3-trifluoromethoxyphenyl)acetylamino]butyrylamino}-5-phenylpentanamide
ff.) (S)-2-[(2S,3S)-2-((3S,4S)-3-amino-4-{(1S,4S)-3-methyl-2-[2-(3-trifluoromethoxyphenyl)acetylamino[pentanoylamino}-5-phenyl-pentanoylamino)-3-methylpentanoylamino]-3-methylbutyric
acid

gg.) N-[(1S,2S)-1-(1-ethylpropylcarbamoyl)-2-methylbutyl]-(S)-3-(S)-amino-4-{(S)-3-methyl-2-[(S)-4-methyl-2-(3-methylbutyrylamino)pentanoyl-amino]butyrylamino}-5-phenylpentanamide
hh.) N-{(2S,3S)-1-[1-((S)-hydroxymethyl)-2-methylpropylcarbamoyl]-2-methylbutyl}-3-(S)-amino-4-{(S)-(2S,3S)-3-methyl-2-[2-(3-trifluoromethoxy-phenyl)acetylamino]pentanoylamino}-5-phenylpentanamide
ii.) N-[(1S,2S)-1-((S)-1-hydroxymethyl-2-methylpropylcarbamoyl)-2-methylbutyl]-(S)-3-(S)-amino-4-{(S)-3-methyl-2-[(S)-2-(3-methylbutyryl-amino)-3-phenylpropionylamino]butyrylamino}-5-phenylpentanamide
jj.) N-[(1S,2S)-1-(1-ethylpropylcarbamoyl)-2-methylbutyl]-(S)-3-(S)-amino-4-{(S)-3-methyl-2-[(S)-4-methyl-2-(3-phenylpropionylamino)pentanoylamino]-1-oxobutylamino}-5-phenylpentanamide
kk.) N-[(1S,2S)-1-(1-ethylpropylcarbamoyl)-2-methylbutyl]-(S)-3-(S)-amino-4-{(S)-2-[(S)-2-(3,3-dimethylbutyrylamino)-4-methylpentanoylamino]-3-methyl-1-oxobutylamino}-5-phenylpentanamide
ll.) (S)-2-[(2S,3S)-2-((S)-3-(S)-amino-4-{(S)-3-methyl-2-[(S)-4-methyl-2-(3-phenylpropionylamino)pentanoylamino]-1-oxobutylamino}-5-phenyl-pentanoylamino)-3-methylpentanoylaminol]-3-methylbutyric
acid

mm.) (S)-2-[(2S,3S)-2-((S)-3-(S)-amino-4-{(S)-3-methyl-2-[(S)-4-methyl-2-(4-trifluoromethoxybenzoylamino)pentanoylamino]-1-oxobutylamino}-5-phenylpentanoylamino)-3-methylpentanoylamino]-3-methylbutyric
acid

nn.) (S)-2-((2S,3S)-2-{(S)-3-(S)-amino-4-[(S)-3-methyl-2-((S)-4-methyl-2-phenylacetylaminopentanoylamino)-1-oxobutylamino]-5-phenylpentanoyl-amino}-3-methylpentanoylamino)-3-methylbutyric
acid

oo.) N—[(S)-1-(1-{(S)—(S)-2-(S)-amino-1-benzyl-3-[(1S,2S)-1-(1-ethyl-propylcarbamoyl)-2-methylbutylcarbamoyl]propylcarbamoyl}-2-methylpropylcarbamoyl)-3-methylbutyl]-4-trifluoromethoxybenzamide
pp.) (S)-2-[(2S,3S)-2-((S)-3-(S)-amino-4-{(S)-2-[(S)-2-(3,3-dimethylbutyryl-amino)-4-methylpentanoylamino]-3-methyl-1-oxobutylamino}-5-phenyl-pentanoylamino)-3-methylpentanoylamino]-3-methylbutyric
acid

qq.) (S)-2-((2S,3S)-2-{(S)-3-(S)-amino-4-[(S)-3-methyl-2-((S)-4-methyl-2-pentanoylaminopentanoylamino)-1-oxobutylamino]-5-phenylpentanoyl-amino}-3-methylpentanoylamino)-3-methylbutyric
acid

rr.) N-[(1S,2S)-1-(1-ethylpropylcarbamoyl)-2-methylbutyl]-(S)-3-(S)-amino-4-[(S)-3-methyl-2-((S)-4-methyl-2-phenylacctylaminopentanoylamino)-1-oxobutylamino]-5-phenylpentanamide
ss.) N-[(1S,2S)-1-(1-ethylpropylcarbamoyl)-2-methylbutyl]-(S)-3-(S)-amino-4-[(S)-3-methyl-2-((S)-4-methyl-2-pentanoylaminopentanoylamino)-1-oxobutylamino]-5-phenylpentanamide
and physiologically acceptable salts, derivatives, solvates, prodrugs and stereoisomers thereof, including mixtures thereof
in all ratios.

US Pat. No. 9,133,395

POLYMERIZABLE COMPOUNDS AND THE USE THEREOF IN LIQUID-CRYSTAL DISPLAYS

MERCK PATENT GMBH, Darms...

1. A liquid crystalline medium comprising at least one compound of formula I

wherein
A1, A3 independently of each other denote 1,4-phenylene, naphthalene-1,4-diyl or naphthalene-2,6-diyl, wherein in all of these groups
one or more CH groups may optionally be replaced by N,

A2 denotes 1,4-phenylene, naphthalene-1,4-diyl or naphthalene-2,6-diyl, wherein in all of these groups one or more CH groups
may optionally be replaced by N, cyclohexane-1,4-diyl, wherein one or more non-adjacent CH2-groups may optionally be replaced by O and/or S, 1,4-cyclohexenylene, bicyclo[1.1.1]pentane-1,3-diyl, bicyclo[2.2.2]octane-1,4-diyl,
spiro[3.3]heptane-2,6-diyl, piperidine-1,4-diyl, decahydronaphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, indane-2,5-diyl
or octahydro-4,7-methano-indane-2,5-diyl, wherein all of these groups are unsubstituted or mono- or polysubstituted by L,

L denotes P—, P-Sp-, OH, CH2OH, F, Cl, Br, I, —CN, —NO2, —NCO, —NCS, —OCN, —SCN, —C(?O)N(Rx)2, —C(?O)Y1, —C(?O)Rx, —N(Rx)2, optionally substituted silyl, optionally substituted aryl or heteroaryl having 5 to 20 ring atoms, or straight-chain or
branched alkyl having 1 to 25 C atoms, in which alkyl moities, in addition, one or more non-adjacent CH2 groups may optionally each be replaced, independently of one another, by —C(R00)?C(R000)—, —C?C, —N(R00)—, —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O— in such a way that O and/or S atoms are not linked directly to one another, and
in which, in addition, one or more H atoms may be replaced by F, Cl, CN, P— or P-Sp-,

R00 and R000 each, independently of one another, denote H or alkyl having 1 to 12 C atoms,

P1, P2 and P3 independently of each other denote a polymerizable group,

Sp1, Sp2, Sp3 independently of each other denote a spacer group or a single bond,

Y1 is halogen,

Rx denotes P—, P-Sp-, H, halogen, straight chain, branched or cyclic alkyl having 1 to 25 C atoms, wherein one or more non-adjacent
CH2-groups are optionally replaced by —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O— in such a manner that O- and/or S-atoms are not
directly connected with each other, and wherein one or more H atoms are optionally replaced by F, Cl, P— or P-Sp-; or Rx denotes optionally substituted aryl, aryloxy, heteroaryl or heteroaryloxy having 5 to 20 ring atoms,

X1, X2, X3 independently of each other denote O, S, —C(O)—, —OC(O)—, —C(O)O—, —CF2O—, or a single bond,

n is 0, 1 or 2,
m and o are independently of each other 1 or 2, and
t is 0, 1, 2 or 3.

US Pat. No. 9,249,114

THIAZOLE DERIVATIVES

Merck Patent GmbH, Darms...

1. A compound of formula I

wherein:
X denotes CONH2,

Y denotes S,
R denotes Ar or Het,
R1 denotes phenyl,

Ar denotes phenyl, biphenyl or naphtyl, each of which is unsubstituted or mono-, di- or trisubstituted by Hal, A, Het1, (CH2)nHet2, (CH2)nOR5, (CH2)nN(R5)2, NO2, CN, (CH2)nCOOR5, (CH2)nCON(R5)2, CONH(CH2)qNHCOOA?, CON[R5(CH2)nHet1], NR5COA, NHCOOA, NR5SO2A, COR5, SO2Het2, SO2N(R5)2 or S(O)pA,

Het denotes furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, pyridyl, pyrimidinyl, triazolyl,
tetrazolyl, thiadiazole, pyridazinyl, pyrazinyl, indolyl, isoindolyl, benzimidazolyl, indazolyl, quinolyl, 1,3-benzodioxolyl,
benzothiophenyl, benzofuranyl or imidazopyridyl, each of which is unsubstituted or mono-, di- or trisubstituted by A, COA,
(CH2)pHet1, (CH2)pHet2, OH, OA, OAr, Hal, (CH2)pN(R5)2, NO2, CN, (CH2)pCOOR5, (CH2)pCON(R5)2, NR5COA, (CH2)pCOHet2 or (CH2)pphenyl,

Het1 denotes pyridyl, which is unsubstitued or monosubstituted by A,

Het2 denotes pyrrolidinyl, piperidinyl, morpholinyl or piperazinyl, each of which is unsubstitued or monosubstituted by OH, COOA?,
CON(R5)2, COA or A,

A? denotes unbranched or branched alkyl having 1-6 C atoms, in which 1-7 H atoms may be replaced by F,
A denotes unbranched or branched alkyl having 1-10 C atoms, in which one or two non-adjacent CH and/or CH2 groups may be replaced by N, O, S atoms and/or by —CH?CH— groups and/or in addition 1-7 H atoms may be replaced by F,

R5 denotes H or unbranched or branched alkyl having 1-6 C atoms, in which 1-7 H atoms may be replaced by F,

Hal denotes F, Cl, Br or I,
n denotes 0, 1, 2, 3, 4 or 5,
P denotes 0, 1 or 2,
q denotes 1, 2, 3 or 4,
and pharmaceutically usable salts, tautomers and stereoisomers thereof.

US Pat. No. 9,347,002

LIQUID-CRYSTALLINE MEDIUM

Merck Patent GmbH, Darms...

1. Liquid-crystalline medium based on a mixture of polar compounds, characterised in that it comprises
a) at least one compound of the formula I,

in which
R1 and R1* each, independently of one another, denote a straight chain alkyl or straight chain alkoxy radical having 1 to 15 C atoms,
where, in addition, one or more CH2 groups in these radicals may each be replaced, independently of one another, by —C?C—, —CF2O—, —CH?CH—,

—O—, —CO—O—, —O—CO— in such a way that O atoms are not linked directly to one another, and in which, in addition, one or more
H atoms may be replaced by halogen, and
L1, L2 and L3 each, independently of one another, denote F, Cl, CF3, OCF3 or CHF2 and

b) one or more compounds selected from the group of the compounds of the formulae IIA, IIB and IIC,

in which
R2A, R2B and R2C each, independently of one another, denote H, an alkyl radical having up to 15 C atoms which is unsubstituted, monosubstituted
by CN or CF3 or at least monosubstituted by halogen, where, in addition, one or more CH2 groups in these radicals may be replaced by —O—, —S—,

—C?C—, —CF2O—, —OCF2—, —OC—O— or —O—CO— in such a way that O atoms are not linked directly to one another,
L1-4 each, independently of one another, denote F or Cl,

Z2 and Z2? each, independently of one another, denote a single bond, —CH2CH2—, —CH?CH—, —CF2O—, —OCF2—, —CH2O—, —OCH2—, —COO—, —OCO—, —C2F4—, —CF?CF—, —CH?CHCH2O—,

p denotes 1 or 2,
q denotes 0 or 1, and
v denotes 1 to 6.

US Pat. No. 9,090,822

POLYMERIZABLE COMPOUNDS AND THE USE THEREOF IN LIQUID CRYSTAL DISPLAYS

MERCK PATENT GMBH, Darms...

1. An LC medium or a PSA LC display which contains said medium, wherein said medium comprises one or more polymerizable compounds
selected from formula I

in which the individual radicals have the following meanings:
Pa, Pb each, independently of one another, denote a polymerizable group,

Sp on each occurrence, identically or differently, denotes —(CH2)p1—, —(CH2)p1—O—, —(CH2)p1—O—CO— or —(CH2)p1—O—CO—O—, in which p1 denotes an integer from 1 to 12, where these groups are linked to Pa or Pb in such a way that O atoms are not directly adjacent,

L1, L2, L3 each, independently of one another, denote F or Cl, one or more of the radicals L1, L2 and L3 also denotes fully or partially fluorinated alkyl or alkoxy having 1, 2 or 3 C atoms, Pa or Pa-Sp-, where at least one of the radicals L1, L2 and L3 denotes F or Cl,

r1, r2, r3 each, independently of one another, denote 0, 1, 2, 3 or 4 where r1+r2+r3?1, and
s1, s2 each, independently of one another, denote 0 or 1, wherein at least one of s1 or s2 is 1 and the other is 0.

US Pat. No. 9,187,469

MORPHOLINYLBENZOTRIAZINES FOR USE IN CANCER THERAPY

Merck Patent GmbH, Darms...

1. Compounds of formula (I)

wherein
R1 denotes Het1 or Ar;

R2, R3, are each independently Y or OY, or together denote —O—(CH2)n—;

each R4 independently denotes A or (CH2)n—OA;

L denotes —CR2R3—, a single bond, —(CH2)n—, —CH(Hal)-, —C(Hal)2-, —(CH2)nCH(OY)—, —(CH2)nCO—, —(CH2)nNH—, —(CH2)nCONY2—, —NYCO—, —NHCO—NH—, —NR4CO—, —NYSO2—, —C(?NR4)—, —C(?NCN)—, —CY(NY2)—, —CY(CN)—, —CY(O—(CH2)nCN)—, —CY(Het2)- or —CY(O—(CH2)nHet2)-;

each Y independently denotes H or A;
each A independently denotes unbranched or branched alkyl having 1-10 C atoms, in which 1-7 H atoms may be replaced by Hal;
each Cyc independently denotes cyclic alkyl having 3-7 C atoms, in which 1-4 H atoms may be replaced by Hal;
each Ar independently denotes phenyl which is unsubstituted or mono- or disubstituted by Hal, (CH2)pOY, R4, (CH2)pOR4, COOY, NY2, NYCOY and/or CN;

each Het1 independently denotes mono- or bicyclic heteroaryl having 2-9 C atoms and 1-4 N, O and/or S atoms, which may be unsubstituted
or mono- or disubstituted by Hal, (CH2)pOY, R4, (CH2)pOR4, ?O, COOY, NY2, NYCOY, CONY2, Cyc, Het2 and/or CN;

each Het2 independently denotes a monocyclic saturated heterocycle having 2-7 C atoms and 1-4 N, O and/or S atoms, which may be unsubstituted
or monosubstituted by A;

each Hal independently denotes F, Cl, Br or I;
m denotes 0, 1 or 2; and
each n, p, independently denotes 0, 1, 2, 3, 4 or 5,
and/or physiologically acceptable salts, tautomers and/or stereoisomers thereof, including mixtures thereof in all ratios.

US Pat. No. 9,234,136

LIQUID-CRYSTALLINE MEDIUM

MERCK PATENT GMBH, Darms...

1. A liquid-crystalline medium comprising a mixture of polar compounds having a negative dielectric anisotropy and at least
one self-aligning additive of the formula 1A to 1D,

in which
R1A, R1B and R1C each, independently of one another, denote halogen, an alkyl or alkoxy radical having 1 to 15 C atoms, where, in addition,
one or more CH2 groups in these radicals may each be replaced, independently of one another, by —C?C—, —CF2O—, —CH?CH—,

—CO—O—, —O—CO— in such a way that O atoms are not linked directly to one another, and in which, in addition, one or more H
atoms may be replaced by halogen,
R1D H, halogen, an alkyl or alkoxy radical having 1 to 15 C atoms, where, in addition, one or more CH2 groups in these radicals may each be replaced, independently of one another, by —C?C—, —CF2O—, —CH?CH—, —CO—O—, —O—CO—

in such a way that O atoms are not linked directly to one another, and in which, in addition, one or more H atoms may be replaced
by halogen,
denotes

L1 to L12 each, independently of one another, denote H, F, Cl, CF3, CHF2 or alkyl with 1-5 carbon atoms, preferably F or alkyl,

m 0, 1, 2, 3, 4, 5 or 6, andu, v, w, x, y and z each, independently denote 0 or 1.

US Pat. No. 9,403,849

ORGANIC ELECTROLUMINESCENT DEVICE AND BORIC ACID AND BORINIC ACID DERIVATIVES USED THEREIN

Merck Patent GmbH, (DE)

1. A compound of formulae (30), (31), (32), or (33)

wherein
B is a boron atom;
X is, identically or differently on each occurrence, OR2, SR2, N(R2)2, NHR2, or OBAr2;

Y is, identically or differently on each occurrence, Ar or X;
Ar is, identically or differently on each occurrence, an aromatic or heteroaromatic ring system having 5 to 40 aromatic ring
atoms optionally substituted by one or more R1;

R1 is, identically or differently on each occurrence, F, Cl, Br, I, CN, a straight-chain alkyl, alkoxy, or thioalkoxy chain having
up to 40 C atoms optionally substituted by R3, or a branched or cyclic alkyl, alkoxy, or thioalkoxy chain having 3 to 40 C atoms, optionally substituted by R3, wherein one or more non-adjacent C atoms of said straight-chain, branched, or cyclic alkyl, alkoxy, or thioalkoxy chain
is optionally replaced by N—R3, O, S, CO, O—CO—O, CO—O, —CR3?CR3—, or —C?C— and wherein one or more H atoms of said straight-chain, branched, or cyclic alkyl, alkoxy, or thioalkoxy chain
is optionally replaced by F, Cl, Br, I, CN, or an aromatic or heteroaromatic ring system having 5 to 40 aromatic ring atoms
optionally substituted by one or more R3, or a combination of two, three or four of these systems; and wherein two or more R1 optionally define a mono- or polycyclic, aliphatic, or aromatic ring system;

R2 is, identically or differently on each occurrence, a straight-chain alkyl chain having up to 40 C atoms optionally substituted
by R3 or a branched or cyclic alkyl chain having 3 to 40 C atoms optionally substituted by R3; wherein one or more non-adjacent C atoms is optionally replaced by N—R3, O, S, CO, O—CO—O, CO—O, —CR3?CR3—, or —C?C—, with the proviso that a heteroatom is not bonded directly to the oxygen or sulfur or nitrogen of the group X
or Y; and wherein one or more H atoms is optionally replaced by F, Cl, Br, I, CN, or an aromatic or heteroaromatic ring system
having 5 to 40 aromatic ring atoms optionally substituted by one or more radicals R3, or a combination of two, three or four of these systems; and wherein two or more radicals R2 optionally define a mono- or polycyclic, aliphatic, or aromatic ring system;

R3 is, identically or differently on each occurrence, H or an aliphatic or aromatic hydrocarbon radical having up to 20 C atoms;

DCy is, identically or differently on each occurrence, a cyclic group which contains at least one donor atom via which the
cyclic group is bonded to the metal and which is optionally substituted with one or more R1; and wherein DCy is bonded to CCy via at least one covalent bond;

CCy is, identically or differently on each occurrence, a cyclic group which contains a carbon atom via which the cyclic group
is bonded to the metal and which is optionally substituted with one or more R1; and wherein CCy is bonded to DCy via at least one covalent bond;

A is, identically or differently on each occurrence, a monoanionic ligand which chelates in a bidentate manner;
z is, identically or differently on each occurrence, 0, 1, 2, 3, 4, 5, or 6, with the proviso that at least one z in each
complex is an integer other than 0, and with the proviso that z cannot be an integer greater than the maximum number of substitutable
hydrogen atoms on the corresponding ring DCy or CCy.

US Pat. No. 9,339,503

TETRAHYDRO-QUINAZOLINONE DERIVATIVES AS TANK AND PARP INHIBITORS

MERCK PATENT GMBH, Darms...

3. A medicament composition comprising at least one compound according to claim 1 or a pharmaceutically acceptable solvate, salt, tautomer or stereoisomer thereof, including mixtures thereof in all ratios,
and a pharmaceutically acceptable carrier, excipient or vehicle.

US Pat. No. 9,190,622

HYBRID AMBIPOLAR TFTS

Merck Patent GmbH, Darms...

1. An electronic device comprising arranged on a substrate (5):
(a) a semiconductor body comprising a layer (1) which is either a n-type or a p-type layer, and a layer (2), which is either a n-type or a p-type layer, wherein one of both layers (1) and (2) is a n-type and the other one a p-type layer in which the p-type layer ((1) or (2)) comprises at least one organic hole transport material (HTM); and

(b) a first electrode (4); and

(c) an insulating layer A (6) interposed between the semiconductor body and the first electrode;

(d) a second electrode (3) which is in contact with the semiconductor body; and

(e) a third electrode (7) which is in contact with the semiconductor body but is detached from the second electrode;

characterized in that
(1) the n-type layer comprises an inorganic n-type semiconductor material and the said at least one organic hole transport
material has a lowest unoccupied molecule orbital (LUMO) at an energy level higher than ?2.7 eV; and/or

(2) the semiconductor body further comprises an insulating layer B (8) interposed between the n-type layer and the p-type layer.

US Pat. No. 9,174,995

PYRROLOTRIAZINONE DERIVATIVES

MERCK PATENT GMBH, Darms...


and pharmaceutically acceptable solvates, salts, tautomers and stereoisomers thereof, including mixtures thereof in all ratios.
US Pat. No. 9,117,964

PREPARATION OF SEMICONDUCTOR FILMS

Merck Patent GmbH, Darms...

1. A process for preparing a semiconductor, comprising
a. combining precursors comprising one or more metal complexes and a chalcogen source,
wherein the chalcogen is Se, S or Te,
wherein at least one metal complex comprises one or more ligands from the class of oximates, and
wherein the precursors comprise as metals in the metal complexes copper and/or indium and/or gallium, and
b. the combined precursors are decomposed by heating and/or radiation with formation of the semiconductor.

US Pat. No. 9,355,867

PROCESS FOR THE PRODUCTION OF SOLAR CELLS HAVING A LOCAL BACK SURFACE FIELD (LBSF)

Merck Patent GmbH, Darms...

1. A process for producing a solar cell having a local back surface field, comprising etching in one etching step a phosphosilicate
glass layer and an underlying silicon layer by a printed-on etching paste, and back surface polishing and back surface edge
insulating in one step by an alkaline etching paste.

US Pat. No. 9,212,260

POLYMERS OF 8,9-DIHYDROBENZO[DEF]CARBAZOLE AND THEIR USE AS ORGANIC SEMICONDUCTORS

MERCK PATENT GMBH, Darms...

1. A polymer of formula I

wherein
A is on each occurrence identically or differently a group of formula II

R is on each occurrence identically or differently H, halogen, a straight-chain, branched or cyclic alkyl with 1 to 35 C atoms,
in which one or more non-adjacent C atoms are optionally replaced by —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O—, —CR0?CR00— or —C?C— and in which one or more H atoms are optionally replaced by F, Cl, Br, I or CN, or R is an aryl, heteroaryl, aryloxy
or heteroaryloxy group having 2 to 40 C atoms, and R is optionally substituted by one or more non-aromatic groups R1,

R0 and R00 are independently of each other H or an optionally substituted carbyl or hydrocarbyl group optionally comprising one or more
hetero atoms,

Ar is on each occurrence identically or differently —CY1?CY2—, —C?C— or an aryl or heteroaryl group that is optionally substituted by one or more groups R or R1,

Y1 and Y2 are independently of each other H, F, Cl or CN,

R1 is on each occurrence identically or differently H, halogen, —CN, —NC, —NCO, —NCS, —OCN, —SCN, —C(?O)NR0R00, —C(?O)X0, —C(?O)R0, —NH2, —NR0R00, —SH, —SR0, —SO3H, —SO2R0, —OH, —NO2, —CF3, —SF5, optionally substituted silyl, carbyl or hydrocarbyl with 1 to 40 C atoms that is optionally substituted and optionally comprises
one or more hetero atoms, or P-Sp-,

P is a polymerizable group,
Sp is a spacer group or a single bond,
X0 is halogen,

L has on each occurrence identically or differently one of the meanings given for R or R1,

r is 0, 1 or 2,
x is on each occurrence identically or differently 0 or 1, wherein in at least one repeating unit [(A)x-(Ar)y] x is 1,

y is on each occurrence identically or differently 0 or 1,
n is an integer >1.
US Pat. No. 9,346,838

PROCESS FOR THE PREPARATION OF TRIS(PERFLUOROALKYL)PHOSPHINE OXIDES AND BIS(PERFLUOROALKYL)PHOSPHINIC ACIDS

Merck Patent GmbH, Darms...

1. A process for the preparation of compounds of formula (I)
(CxF2x+1)nP(O)(F)3-n  (I)

or of compounds of the formula (I) and compounds of formula (II)
(CxF2x+1)2P(O)(OH)  (II)

where, in the formulae (I) and (II), x is 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12 and n=2 or 3, comprising reacting at least
compounds of formula (III)

(CxF2x+1)nP(F)5-n  (III),

where x and n have one of the meanings indicated above,
with non-metal oxides, semimetal oxides or organic compounds containing basic oxygen residues, said compounds containing basic
oxygen residues being triphenylphoshine oxide (Ph3PO), tetramethylurea, ethylene carbonate or dimethyl carbonate, where the reaction is optionally carried out in the presence
of water.

US Pat. No. 9,199,972

MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES

Merck Patent GmbH, (DE)

11. An electronic device which comprises the compound according to claim 1.

US Pat. No. 9,193,905

DEVICES FOR HIGH-FREQUENCY TECHNOLOGY, LIQUID-CRYSTALLINE MEDIA AND COMPOUNDS

Merck Patent GmbH, Darms...

1. Device for high-frequency technology or for the microwave region and millimeter wave region of the electromagnetic spectrum
comprising
an antenna, and
a liquid-crystal medium comprising a component A, wherein said component A comprises one or more compounds of formula I,
wherein
R11 and R12, independently of one another, denote halogen, unfluorinated alkyl or fluorinated alkyl or unfluorinated alkoxy or fluorinated
alkoxy, each having 1 to 15 C atoms, or unfluorinated alkenyl or fluorinated alkenyl, unfluorinated alkenyloxy or unfluorinated
alkoxyalkyl or fluorinated alkoxyalkyl, each having 2 to 15 C atoms, in which, in addition, one or more “—CH2-” groups may
be replaced, independently of one another, by cycloalkyl having 3 to 6 C atoms, and alternatively, in addition, one of R11 and R12 or both R11 and R12 denote H,

L11 to L14 on each appearance, in each case independently of one another, denote H, alkyl having 1 to 15 C atoms, F or Cl, and

P denotes an integer in the range from 6 to 15.

US Pat. No. 9,181,289

METAL COMPLEXES

Merck Patent GmbH, (DE)

1. A compound of the formula (1)
[M(L)n(L?)m]wx+(anion)yz?  formula (1)

where the compound of the general formula (1) contains a moiety M(L)n of the formula (2):


where the following applies to the symbols and indices used:
M is a metal;
Y is on each occurrence, identically or differently, C or N; a double bond may in each case also be present between the two
atoms Y or between the adjacent atoms Y and A which are bonded in Cy1, or between the two atoms Y or the adjacent atoms Y
and A which are bonded in Cy2;

Cy1 is selected from the structures of the following formulae (3) to (26):

where E stands, identically or differently on each occurrence, for S, O or NR;
where * indicates the position of the coordination to the metal;
where # indicates the bond to Cy2 or to X in the ligand L;
Z is, identically or differently on each occurrence, C(?O), C(?S), CR2, NR, O, S, PR or P(?O)R, where at least one group Z is equal to C(?O), C(?S), CR2 or P(?O)R if Cy1 represents a five-membered ring;

Cy2 is on each occurrence, identically or differently, Cy1 or is on each occurrence, identically or differently, an aryl or
heteroaryl group together with the group A and the two groups Y, where both groups Y in Cy2 stand for C if Cy2 stands for
a six-membered aryl or heteroaryl ring group; Cy2 here optionally is substituted by one or more radicals R;

A is on each occurrence, identically or differently, C or N;
X is on each occurrence, identically or differently, CR or N;
R is on each occurrence, identically or differently, H, D, F, Cl, Br, I, N(R1)2, P(R1)2, CN, NO2, Si(R1)3, B(OR1)2, C(?O)R1, P(?O)(R1)2, S(?O)R1, S(?O)2R1, OSO2R1, OH, SH, O?, S?, N(R1)?, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or a straight-chain alkenyl or alkynyl group having
2 to 40 C atoms or a branched or cyclic alkyl, alkenyl, alkynyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, each of
which optionally is substituted by one or more radicals R1, where one or more non-adjacent CH2 groups optionally is replaced by R1C?CR1, C?C, Si(R1)2, Ge(R1)2, Sn(R1)2, C?O, C?S, C?Se, C?NR1, P(?O)(R1), SO, SO2, NR1, O, S or CONR1 and where one or more H atoms optionally is replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which in each case be optionally substituted
by one or more radicals R1, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which optionally is substituted by one or more
radicals R1, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which
optionally is substituted by one or more radicals R1; two or more adjacent radicals R here may also form a mono- or polycyclic, aliphatic, aromatic and/or benzo-fused ring system
with one another;

R1 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, N(R2)2, CN, NO2, Si(R2)3, B(OR2)2, C(?O)R2, P(—O)(R2)2, S(?O)R2, S(?O)2R2, OSO2R2, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or a straight-chain alkenyl or alkynyl group having
2 to 40 C atoms or a branched or cyclic alkyl, alkenyl, alkynyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, each of
which optionally is substituted by one or more radicals R2, where one or more non-adjacent CH2 groups optionally is replaced by R2C?CR2, C?C, Si(R2)2, Ge(R2)2, Sn(R2)2, C?O, C?S, C?Se, C?NR2, P(?O)(R2), SO, SO2, NR2, O, S or CONR2 and where one or more H atoms optionally is replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by
one or more radicals R2, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which optionally is substituted by one or more
radicals R2, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which
optionally is substituted by one or more radicals R2; two or more adjacent radicals R1 here may form a mono- or polycyclic, aliphatic or aromatic ring system with one another;

R2 is on each occurrence, identically or differently, H, D, F or an aliphatic, aromatic and/or heteroaromatic organic radical
having 1 to 20 C atoms, in which, in addition, one or more H atoms optionally is replaced by D or F; two or more substituents
R2 here may also form a mono- or polycyclic, aliphatic or aromatic ring system with one another;

L? is, identically or differently on each occurrence, any desired co-ligand;
anion is anion;
n is 1, 2 or 3;
m is 0, 1, 2, 3 or 4;
w is 1, 2 or 3;
x, y, z are on each occurrence, identically or differently, 0, 1, 2 or 3, where (w·x)=(y·z);a plurality of ligands L here may also be linked to one another or L optionally is linked to L? via any desired bridge V and
thus form a tridentate, tetradentate, pentadentate or hexadentate ligand system.

US Pat. No. 9,383,621

ELECTROPHORETIC FLUIDS

Merck Patent GmbH, Darms...

1. An electrophoretic fluid comprising a solvent or solvent mixture and at least two sets of colored polymer particles having
different colours, wherein the two sets of particles each comprise monomer units with at least one polymerizable dye, and
the two sets of colored polymer particles have the same electric charge sign and electrophoretic mobilities within 25% of
each other, and wherein the particles of the at least two sets of particles having different colours behave as a single set
of particles moving like a single set of particles in an electrical field.

US Pat. No. 9,217,006

MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES

Merck Patent GmbH, Darms...

12. A compound of formula I

wherein
M is Pt2+,

Ar is, identically or differently on each occurrence, an aromatic or heteroaromatic ring system having 5 to 10 aromatic ring
atoms, which may be substituted by a plurality of radicals R,

Y is, identically or differently on each occurrence, C or N, with the proviso that always either two C atoms and two N atoms
are always bonded to the metal,

X is, identically or differently on each occurrence, a divalent group selected from

 or combinations thereof, or an aromatic or heteroaromatic ring system having 5 to 15 aromatic ring atoms, selected from

 which is optionally substituted by one or more radicals R, or combinations thereof,
R is, identically or differently on each occurrence, N(Ar1)2, CN, a straight-chain alkyl group having 1 to 3 C atoms, or an aromatic or heteroaromatic ring system having 5 to 10 aromatic
ring atoms, which may in each case be substituted by one or more radicals R2,

R1 is, identically or differently on each occurrence, H, D, CN, an alkyl group having 1 to 10 C atoms, or an aromatic or heteroaromatic
ring system having 5 to 10 aromatic ring atoms, which may in each case be substituted by one or more radicals R2,

R2 is, identically or differently on each occurrence, H, F, CN or an aliphatic, aromatic and/or heteroaromatic hydrocarbon radical
having 1 to 10 C atoms, where two or more substituents R2 may also form a mono- or polycyclic aliphatic or aromatic ring system with one another, and

Ar1 is, identically or differently on each occurrence, an aromatic or heteroaromatic ring system having 5 to 40 aromatic ring
atoms, which may be substituted by one or more non-aromatic radicals R,

n is on each occurrence, identically or differently, 0 or 1, with the proviso that exactly one n=1, and where, for n=0, a
hydrogen or a radical R or Ar is bonded instead of the X concerned.

US Pat. No. 9,437,828

ELECTROLUMINESCENT DEVICE USING AZOMETHINE-LITHIUM-COMPLEX AS ELECTRON INJECTION LAYER

Merck Patent GmbH, Darms...

1. A compound of the formula

wherein
R1 is a 1-5 ring aryl, aralkyl or heteroaryl group which is optionally substituted with one or more C1-C4 alkyl, alkoxy or cyano;

R2 and R3 together form a 1-5 ring aryl, aralkyl or heteroaryl group which is optionally substituted with C1-C4 alkyl, alkoxy or cyano;

R4 is hydrogen, C1-C4 alkyl or aryl; and

Ar is monocyclic, bicyclic or tricyclic aryl or heteroaryl which is optionally substituted with one or more C1-C4-alkyl or alkoxy groups.

US Pat. No. 9,388,339

LIQUID-CRYSTALLINE MEDIUM, METHOD FOR THE STABILIZATION THEREOF, AND LIQUID-CRYSTAL DISPLAY

MERCK PATENT GmbH, Darms...

1. A liquid-crystalline medium comprising
a) one or more compounds of formula I

in which
n denotes 1, 2, 3 or 4,
m denotes (4-n),

denotes an organic radical having 4 bonding sites,
Z11 and Z12, independently of one another, denote —O—, —(C?O)—, —(N—R14)— or a single bond, but do not both simultaneously denote —O—,

r and s, independently of one another, denote 0 or 1,
Y11 to Y14 each, independently of one another, denote alkyl having 1 to 4 C atoms and alternatively, also independently of one another,
one or both of the pairs (Y11 and Y12) and (Y13 and Y14) together denote a divalent group having 3 to 6 C atoms,

R11 denotes O—R13, O• or OH,

R12 on each occurrence, independently of one another, denotes H, F, OR14, NR14R15, a straight-chain or branched alkyl chain having 1-20 C atoms, in which one —CH2— group or a plurality of —CH2— groups may be replaced by —O— or —C(?O)—, but two adjacent —CH2— groups cannot be replaced by —O—, or denotes a hydrocarbon radical which contains a cycloalkyl or alkylcycloalkyl unit,
and in which one —CH2— group or a plurality of —CH2— groups may be replaced by —O— or —C(?O)—, but two adjacent —CH2— groups cannot be replaced by —O—, and in which one H atom or a plurality of H atoms may be replaced by OR14, N(R14)(R15) or R16, or denotes an aromatic or heteroaromatic hydrocarbon radical, in which one H atom or a plurality of H atoms may be replaced
by OR14, N(R14)(R15) or R16,

R13 on each occurrence, independently of one another, denotes a straight-chain or branched alkyl chain having 1-20 C atoms, in
which one —CH2— group or a plurality of —CH2— groups may be replaced by —O— or —C(?O)—, but two adjacent —CH2— groups cannot be replaced by —O—, or denotes a hydrocarbon radical which contains a cycloalkyl or alkylcycloalkyl unit,
and in which one —CH2— group or a plurality of —CH2— groups may be replaced by —O— or —C(?O)—, but two adjacent —CH2— groups cannot be replaced by —O—, and in which one H atom or a plurality of H atoms may be replaced by OR14, N(R14)(R15) or R16, or denotes an aromatic or heteroaromatic hydrocarbon radical, in which one H atom or a plurality of H atoms may be replaced
by OR14, N(R14)(R15) or R16, or can be


(1,4-cyclohexylene), in which one or more —CH2— groups may be replaced by —O—, —CO— or —NR14—, or an acetophenyl, isopropyl or 3-heptyl radical,

R14 on each occurrence, independently of one another, denotes a straight-chain or branched alkyl or acyl group having 1 to 10
C atoms or an aromatic hydrocarbon or carboxyl radical having 6-12 C atoms,

R15 on each occurrence, independently of one another, denotes a straight-chain or branched alkyl or acyl group having 1 to 10
C atoms or an aromatic hydrocarbon or carboxyl radical having 6-12 C atoms,

R16 on each occurrence, independently of one another, denotes a straight-chain or branched alkyl group having 1 to 10 C atoms,
in which one —CH2— group or a plurality of —CH2— groups may be replaced by —O— or —C(?O)—, but two adjacent —CH2— groups cannot be replaced by —O—,

with the provisos that,
in the case where n=1, R11=O• and

—[Z11-]r-[Z12]s—=—O—, —(CO)—O—, —O—(CO)—, —O—(CO)—O—, —NR14— or —NR14—(CO)—,


does not denote
a straight-chain or branched alkyl having 1 to 10 C atoms,
cycloalkyl, cycloalkylalkyl or alkylcycloalkyl,
and
in the case where n=2 and R11=O—R13,

R13 does not denote n-C1-9-alkyl, and

Compounds of the formula

are excluded from formula 1,
b) one or more compounds of the formula III-O

in which
R31 denotes an unsubstituted alkyl radical having 1 to 7 C atoms,

R32 denotes an unsubstituted alkyl radical having 1 to 7 C atoms or an unsubstituted alkoxy radical having 1 to 6 C atoms, and

i denotes 0 or 1.

US Pat. No. 9,298,094

COMPOSITION FOR FORMING FINE PATTERN AND METHOD FOR FORMING FINED PATTERN USING SAME

MERCK PATENT GMBH, Darms...

1. A composition for forming a superfine pattern, comprising pure water and a water-soluble resin represented by the following
formula (1):
—Xp—Yq—Zr—  (1)
wherein
X, Y and Z are repeating units of

 respectively;
p, q and r are numbers of polymerization ratios of said repeating units X, Y and Z, respectively, provided that they satisfy
the conditions of 0.60?p+r?0.95 and 0.05?q?0.40 and that each repeating unit may combine with each other either randomly or
to form a block;

a in said repeating unit X or Y is an integer of 0 or 1;
L in said repeating unit Y is a divalent linking group selected from the group consisting of
—N?CH—,
—NH—CHR0—,

—NH—CH2—CHR0— and

—NH—CHR0—CH2—

where R0 is selected from the group consisting of —H, —CH3, —COOH, —CH2COOH, —CH(CH3)2 and —COOC2H5;

Ar in said repeating unit Y is a group represented by the following formula:

where b is an integer of 0 to 5; c is an integer of 0 to 5?b; R1 is an organic group comprising elements selected from the group consisting of carbon, nitrogen, oxygen and fluorine; in the
case where b is 2 or more, two R1s may combine with each other to form a ring structure; and R2 is an acid group selected from the group consisting of —COOH, —CH2COOH, —CH(CH3)COOH, —OCH2COOH, —SO3H and —OH;

said repeating unit Y contains at least one acid group; and
each of said repeating units X and Y may be a combination of repeating units having different structures, respectively and
further where r is non-zero and the Z unit is present.

US Pat. No. 9,340,730

LIQUID CRYSTALLINE MEDIUM

Merck Patent GmbH, Rueil...

1. A liquid-crystalline medium based on a mixture of polar compounds having negative dielectric anisotropy (??), which has
a value for the ratio ?1/?n2 in the range 6-45 Pa·s with a clearing point of >60° C. and a ?? of ??2.3, and comprises the following components A), B),
C) and D)
A) at least one compound of formula

and
B) one or more compounds having negative dielectric anisotropy, which are not the compounds under component A),
and
C) at least one compound of formulae O-2 to O-11

in which
R1 and R2 each, independently of one another, denote an alkyl radical having up to 15 C atoms;

and
D) >20% by weight of a compound of formula CC-3-V

US Pat. No. 9,187,456

MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES

Merck Patent GmbH, Darms...

15. An electronic device comprising at least one compound of claim 1, wherein said electronic device is an organic electroluminescent device, wherein the at least one compound of claim 1 is employed as matrix material for fluorescent or phosphorescent compounds in an emitting layer.

US Pat. No. 9,416,133

HYDROPYRROLOPYRROLE DERIVATIVES FOR USE AS FATTY ACID SYNTHASE INHIBITORS

MERCK PATENT GMBH, Darms...

1. A compound of formula I
wherein
R1 denotes A or Cyc,

R2 denotes H,

R denotes Het,
X1, X2, X3, X4 each, independently of one another, denote CH or N,

A denotes unbranched or branched alkyl with 1-6 C-atoms, wherein 1-5 H-atoms are each optionally replaced by F,
Cyc denotes cycloalkyl with 3-7 C-atoms,
Het denotes furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyridyl, pyrimidinyl,
triazolyl, tetrazolyl, oxadiazolyl, thiadiazolyl, pyridazinyl, pyrazinyl, benzoxazolyl, benzothiazolyl, benzimidazolyl, benzotriazolyl,
indolyl, benzo-1,3-dioxolyl, benzodioxanyl, benzothiadiazolyl, indazolyl, benzofuranyl, quinolyl or isoquinolyl, which is
unsubstituted or mono-or disubstituted by Hal or A,

Hal denotes F, Cl, Br or I,
n1, n2, n3, n4 each denote 1,
with the proviso that only one or two of X1, X2, X3, X4 may denote N, or

a pharmaceutically acceptable salt, tautomers or stereoisomer thereof, including mixtures thereof.

US Pat. No. 9,371,483

SWITCH ELEMENT COMPRISING A LIQUID-CRYSTALLINE MEDIUM

MERCK PATENT GMBH, Darms...

1. A switch element, that is thermoresponsive and that switches between a less transmissive state for radiant energy and a
more transmissive state for radiant energy, comprising in said element a liquid-crystalline medium, which comprises one or
more compounds of formula (I)

where
R11, R12 are on each occurrence, identically or differently, are F, Cl, CN, NCS, R1—O—CO—, R1—CO—O—, an alkyl, alkoxy or thioalkoxy group having 1 to 10 C atoms or an alkenyl, alkenyloxy or thioalkenyloxy group having
2 to 10 C atoms, where one or more H atoms in the groups mentioned above may be replaced by F or Cl, and where one or more
CH2 groups in the groups mentioned above may be replaced by O, S, —O—CO— or —CO—O—; and where

R1 is, identically or differently on each occurrence, an alkyl or an alkenyl group having 1 to 10 C atoms, in which one or more
H atoms may be replaced by F or Cl; and


are
and
Z11 is —CO—O— or —O—CO—,

said liquid-crystalline medium having a clearing point lower than 50° C.

US Pat. No. 9,181,482

LIQUID-CRYSTAL DISPLAY

Merck Patent GmbH, Darms...

1. A liquid-crystal (LC) medium comprising:
one or more compounds of the formula I

in which the individual radicals have the following meanings:
Ra and Rb denote P-Sp-, H, F, Cl, Br, I, —CN, —NO2, —NCO, —NCS, —OCN, —SCN, SF5 or straight-chain or branched alkyl having 1 to 25 C atoms, in which, in addition, one or more non-adjacent CH2 groups may each be replaced, independently of one another, by —C(R00)?C(R000)—, —C?C—, —N(R)—, —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O— in such a way that O and/or S atoms are not linked directly to
one another, and in which, in addition, one or more H atoms may be replaced by F, Cl, Br, I, CN or P-Sp-, where at least one
of the radicals Ra and Rb denotes or contains a group P-Sp-,

P on each occurrence, identically or differently, denotes a polymerisable group selected from vinyloxy, acrylate, methacrylate,
fluoroacrylate, chloroacrylate, oxetane and epoxide groups,

Sp on each occurrence, identically or differently, denotes a spacer group or a single bond,
R00 and R000 each, independently of one another, denote H or alkyl having 1 to 12 C atoms,

L on each occurrence, identically or differently, denotes an unpolymerisable group selected from F, Cl, —CN and straight-chain
or branched alkyl having 1 to 25 carbon atoms, in which, in addition, one or more non-adjacent CH2 groups may each be replaced, independently of one another, by —C(R00)?C(R000)—, —C?C—, —N(R00)—, —O—, —S—, —CO—, —CO—O—, —O—CO—, or —O—CO—O— in such a way that O and/or S atoms are not linked directly to one another,
and in which, in addition, one or more H atoms may be replaced by F, Cl, Br, I or CN,

s on each occurrence, identically or differently, denotes 0, 1, 2 or 3, and
t denotes 0, 1 or 2, provided that one or both of s and t are ?1,
with the proviso that the following compounds are excluded:

in which Sp denotes a spacer group, and P, L, s and t have the meaning indicated above; and
one or more compounds of the following formula:

in which the individual radicals have the following meanings:

 denotes


 denotes

R3 and R4 each, independently of one another, denote alkyl having 1 to 12 C atoms, in which, in addition, one or two non-adjacent CH2 groups may be replaced by —O—, —CH?CH—, —CO—, —OCO— or —COO— in such a way that O atoms are not linked directly to one another,
and

Zy denoted —CH2CH2—, —CH?CH—, —CF2O—, —OCF2—, —CH2O—, —OCH2—, —COO—, —OCO—, —C2F4—, —CF?CF— or a single bond.

US Pat. No. 9,044,409

USE OF CHROMEN-4-ONE DERIVATIVES

Merck Patent GmbH, Darms...

1. A method for reducing or suppressing skin unevenness, wrinkles, fine lines, rough skin or large-pored skin, comprising
applying to the skin or hair of a human patient at least one compound of formula Ia

or a salt thereof,
with the proviso that said human is not suffering from pigment defects of the skin.

US Pat. No. 9,356,242

ORGANIC ELECTROLUMINESCENT DEVICE

Merck Patent GmbH, Darms...

1. An organic electroluminescent device comprising, in this sequence:
anode, phosphorescent emitter layer 1, phosphorescent emitter layer 2, which is in direct contact with said phosphorescent emitter layer 1, a charge-generation layer, blue-emitting layer, and cathode, wherein said phosphorescent emitter layer 1 comprises a hole-conducting matrix material and two different phosphorescent emitters wherein one phosphorescent emitter
is a shorter-wave phosphorescent emitter and one phosphorescent emitter is a longer-wave phosphorescent emitter, and said
phosphorescent emitter layer 2 comprises an electron-conducting matrix material and a phosphorescent emitter, wherein the phosphorescent emitter of emitter
layer 2 has the same emission maximum as the shorter-wave phosphorescent emitter of emitter layer 1, wherein said device is a white-emitting, tandem organic electroluminescent device.

US Pat. No. 9,315,517

IMIDAZOL-PIPERIDINYL DERIVATIVES AS MODULATORS OF KINASE ACTIVITY

Merck Patent GmbH, Darms...

1. A compound of formula (I),

or a pharmaceutically acceptable salt, tautomer, or stereoisomer, thereof,
wherein:
X1 is N or CH,

X2 is CH2 or NH,

X3 is CH2 or CO,

X4 is O, CH2 or NH,

R1 is Ar, Het, or unbranched or branched alkyl with 1-10 C-atoms, each of which is substituted by 1-6 of Hal, A, phenyl, CON(R3)2, COOR3, NHCOA, NHSO2A, CHO, COA, SO2N(R3)2, SO2A, [C(R3)2]pOR3, [C(R3)2]pN(R3)2 and/or [C(R3)2]pCN;

R2 is [C(R3)2]pHet1 or A,

each R3 is independently H or alkyl with 1, 2, 3, or 4 C-atoms,

Ar is phenyl which is unsubstituted or mono-, di- or trisubstituted by Hal, A, phenyl, CON(R3)2, COOR3, NHCOA, NHSO2A, CHO, COA, SO2N(R3)2, SO2A, [C(R3)2]pOR3, [C(R3)2]pN(R3)2 and/or [C(R3)2]pCN,

Het is furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, triazolyl, tetrazolyl,
pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, indolyl, isoindolyl, benzimidazolyl, indazolyl or quinolyl, which is unsubstituted
or mono-, di- or trisubstituted by Hal, A, [C(R3)2]pOR3, [C(R3)2]pN(R3)2, NO2, CN, [C(R3)2]pCOOR3, CON(R3)2, NR3COA, NR3SO2A, SO2N(R3)2, S(O)mA and/or O[C(R3)2]qN(R3)2,

Het1 is dihydropyrrolyl, pyrrolidinyl, azetidinyl, oxetanyl, tetrahydroimidazolyl, dihydropyrazolyl, tetrahydropyrazolyl, tetrahydrofuranyl,
dihydropyridyl, tetrahydropyridyl, piperidinyl, azepanyl, morpholinyl, hexahydropyridazinyl, hexahydropyrimidinyl, [1,3]dioxolanyl,
tetrahydropyranyl, pyridyl or piperazinyl, which is unsubstituted or mono- or disubstituted by A,

each A is independently unbranched or branched alkyl with 1-10 C-atoms, wherein one or two non-adjacent CH- and/or CH2-groups may be replaced by N-, O- and/or S-atoms and wherein 1-7 H-atoms may be replaced by F or Cl,

each Hal is independently F, Cl, Br or I,
each m is independently 0, 1 or 2,
each n is independently 0, 1 or 2,
each p is independently 0, 1, 2, 3 or 4,
each q is independently 2, 3 or 4,
with the proviso, that compounds are excluded wherein
X2=NH, X3=CO and n=0.

US Pat. No. 9,175,123

GATE INSULATOR LAYER FOR ORGANIC ELECTRONIC DEVICES

Merck Patent GmbH, Darms...

1. A gate insulator layer that is in direct contact with an organic semiconductor layer in an organic electronic device, said
gate insulator layer consisting essentially of a polycycloolefinic polymer said polycycloolefinic polymer comprising a first
type of repeating unit of formula I:

where Z is selected from —CH2—, —CH2—CH2— or —O—,

m is an integer from 0 to 5, and
each of R1, R2, R3 and R4 are independently selected from H, a C1 to C25 hydrocarbyl, a C1 to C25 halohydrocarbyl or a C1 to C25 perhalocarbyl group or one of R1, R2, R3 and R4 has a pendant crosslinkable group.

US Pat. No. 9,139,765

ORGANIC ELECTROLUMINESCENT DEVICE

Merck Patent GmbH, (DE)

1. An organoelectroluminescent device comprising at least one compound of formula (1?),
wherein:
R is, identically or differently on each occurrence an aromatic or heteroaromatic ring system having 5 to 24 aromatic ring
atoms optionally substituted by one or more radicals R2, or two or more substituents R together with the phosphorous atom to which they are bonded optionally define a mono- or polycyclic
aliphatic or aromatic ring system with one another;

R1 is, identically or differently on each occurrence, H, N(Ar1)2, CN, a straight-chain alkyl or alkoxy, group having 1 to 40 C atoms, or a branched or cyclic alkyl or alkoxy, group having
3 to 40 C atoms, each of which is optionally substituted by one or more radicals R2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms optionally substituted by one or more radicals
R2, an aryloxy or heteroaryloxy group having 5 to 40 aromatic ring atoms optionally substituted by one or more radicals R2;

R2 is selected from the group consisting of H, CN, aliphatic hydrocarbon radicals having 1 to 20 C atoms, and aromatic or heteroaromatic
ring systems having 5 to 30 aromatic ring atoms, and wherein two or more adjacent substituents R2 optionally form a mono- or polycyclic, aliphatic, aromatic, or heteroaromatic ring system with one another.

US Pat. No. 9,324,961

ORGANIC ELECTROLUMINESCENT DEVICE

Merck Patent GmbH, (DE)

1. Organic electroluminescent device having an emission maximum of ?570 nm comprising, in this sequence, an anode, an electron-blocking
layer (EBL), a phosphorescent emission layer (EML) which comprises at least one phosphorescent compound and at least one matrix
material, where the total concentration of all phosphorescent compounds is <10% by vol., a hole-blocking layer (HBL) and a
cathode, where the electroluminescent device comprises no aluminium metal complex between the emitting layer and the cathode,
characterised in that the following applies to the layers:
a) HOMO(EBL)?HOMO(EML)?0.4 eV;
b) LUMO(EML)?LUMO(HBL)?0.4 eV;
c) HOMO of all matrix materials of the EML??6.0 eV; and
d) LUMO(EML)??2.5 eV;where HOMO(EBL) represents the HOMO of the material of the electron-blocking layer, HOMO(EML) represents the HOMO of the matrix
material of the emission layer, LUMO(EML) represents the LUMO of the matrix material of the emission layer and LUMO(HBL) represents
the LUMO of the material of the hole-blocking layer;wherein the HOMO and LUMO values are determined via quantum chemical calculations by performing energy calculations to arrive
at values for HOMO HEh or LUMO LEh based on optimised geometry, and calibrating HOMO and LUMO values by the calculations below:
HOMO(eV)=((HEh*27.212)?0.9899)/1.1206

LUMO(eV)=((LEh*27.212)?2.0041)/1.385.

US Pat. No. 9,067,938

PYRAZOLOPYRIDINONE DERIVATIVES AS LPA RECEPTOR ANTAGONISTS

Merck Patent GmbH, Darms...

1. A method for modulating an LPA receptor 2, said method comprising modulating said receptor with a compound according to
formula (I):
wherein:
R1 denotes aryl, heteroaryl, cycloalkyl, heterocyclyl, arylalkyl, heteroarylalkyl, cycloalkylalkyl or heterocyclylalkyl, which
in each case is unsubstituted or substituted with one or more substituents selected from alkyl, cycloalkyl, cycloalkylalkyl,
heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, halogen, —F, —Cl, —Br, —I, —CN, —CF3, —N3, —NH2, —NHZ1, —NZ2Z3, —NO2, —OH, —OCF3, —SH, —O—SO3H, —OP(O)(OH)2, —CHO, —COOH, —C(O)NH2, —SO3H, —P(O)(OH)2, —C(O)—Z4, —C(O)O—Z5, —C(O)NH—Z6, —C(O)NZ7Z8, —O—Z9, —O(—Z10—O)a—H, —O(—Z11—O)b—Z12, —OC(O)—Z13, —OC(O)—O—Z14, —OC(O)—NHZ15, —O—C(O)—NZ16Z17, —OP(O)(OZ18)(OZ19), —OSi(Z20)(Z21)(Z22), —OS(O2)—Z23, —NHC(O)—NH2, —NHC(O)—Z24, —NZ25C(O)—Z26, —NH—C(O)—O—Z27, —NH—C(O)—NH—Z28, —NH—C(O)—NZ29Z30, —NZ31—C(O)—O—Z32, —NZ33—C(O)—NH—Z34, —NZ35—C(O)—NZ36Z37,
—NHS(O2)—Z38, —NZ39S(O2)—Z40, —S—Z41, —S(O)—Z42, —S(O2)—Z43, —S(O2)NH—Z44, —S(O2)NZ45Z46, —S(O2)O—Z47, —P(O)(OZ48)(OZ49), —Si(Z50)(Z51)(Z52), —C(NH)—NH2, —C(NZ53)—NH2, —C(NH)—NHZ54, —C(NH)—NZ55Z56, —C(NZ57)—NHZ58, —C(NZ59)—NZ60Z61, —NH—C(O)—NH—O—Z62, —NH—C(O)—NZ63—O—Z64, —NZ65—C(O)—NZ66—O—Z67,
—N(—C(O)—NH—O—Z68)2, —N(—C(O)—NZ69—O—Z70)2, —N(—C(O)—NH—O—Z71)(—C(O)—NZ72—O—Z73), —C(S)—Z74, —C(S)—O—Z75, —C(S)—NH—Z76, —C(S)—NZ77Z78, —C(O)—NH—O—Z79, —C(O)—NZ80—O—Z81,
—C(S)—NH—O—Z82, —C(S)—NZ83—O—Z84, —C(O)—NH—NH—Z85, —C(O)—NH—NZ86Z87, —C(O)—NZ88—NZ89Z90, —C(S)—NH—NH—Z91, —C(S)—NH—NZ92Z93,
—C(S)—NZ94—NZ95Z96, —C(O)—C(O)—O—Z97, —C(O)—C(O)—NH2, —C(O)—C(O)—NHZ98, —C(O)—C(O)—NZ99Z100, —C(S)—C(O)—O—Z101, —C(O)—C(S)—O—Z102, —C(S)—C(S)—O—Z103, —C(S)—C(O)—NH2, —C(S)—C(O)—NHZ104, —C(S)—C(O)—NZ105Z106, —C(S)—C(S)—NH2, —C(S)—C(S)—NHZ107, —C(S)—C(S)—NZ108Z109, —C(O)—C(S)—NH2, —C(O)—C(S)—NHZ110, —C(O)—C(S)—NZ111Z112;

Z1, Z2, Z3, Z4, Z5, Z6, Z7, Z8, Z9, Z10, Z11, Z12, Z13, Z14, Z15, Z16, Z17, Z18, Z19, Z20, Z21, Z22, Z23, Z24, Z25, Z26, Z27,
Z28, Z29, Z30, Z31, Z32, Z33, Z34, Z35, Z36, Z37, Z38, Z39, Z40, Z41, Z42, Z43, Z44, Z45, Z46, Z47, Z48, Z49, Z50, Z51, Z52,
Z53, Z54, Z55, Z56, Z57, Z58, Z59, Z60, Z61, Z62, Z63, Z64, Z65, Z66, Z67, Z68, Z69, Z70, Z71, Z72, Z73, Z74, Z75, Z76, Z77,
Z78, Z79, Z80, Z81, Z82, Z83, Z84, Z85, Z86, Z87, Z88, Z89, Z90, Z91, Z92, Z93, Z94, Z95, Z96, Z97, Z98, Z99, Z100, Z101,
Z102, Z103, Z104, Z105, Z106, Z107, Z108, Z109, Z110, Z111, Z112 are each, independently from each other, selected from alkyl,
cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, arylalkyl, heteroaryl, and heteroarylalkyl, and wherein
alternatively Z7, Z8 and/or Z16, Z17 and/or Z29, Z30 and/or Z36, Z37 and/or Z45, Z46 and/or Z55, Z56 and/or Z60, Z61 and/or
Z77, Z78 and/or Z86, Z87 and/or Z89, Z90 and/or Z92, Z93 and/or Z95, Z96 and/or Z99, Z100 and/or Z105, Z106 and/or Z108, Z109
and/or Z111, Z112 can each, respectively, together form a heterocyclyl;

a is 1, 2, 3, 4, or 5;
b is 1, 2, 3, 4, or 5;
R2 denotes H or alkyl;

R3 denotes H or alkyl;

R4, R5 independently from each other denote H, alkyl, OH-alkyl, alkoxy, halogen, F, Cl, Br, I, CN, NHR, NH2, NR2, S-alkyl or NH-alkyl-OH;

R independently from each other denotes alkyl, aryl, heteroaryl, cycloalkyl or heterocyclyl;
R4 and R5 together can also form cycloalkyl or heterocyclyl;

R6 denotes H;

X denotes O;and the physiologically acceptable salts, tautomers and stereoisomers thereof, including mixtures thereof in all ratios,with the proviso that the following compound is excluded from formula (I):

US Pat. No. 9,376,433

(AZA-)ISOQUINOLINONE DERIVATIVES

Merck Patent GmbH, Darms...


or a pharmaceutically acceptable solvate, salt, tautomer or stereoisomer thereof, or a mixture thereof in all ratios.

US Pat. No. 9,287,052

ADDITIVES FOR DYE-SENSITIZED SOLAR CELLS

Merck Patent GmbH, Darms...

1. A dye-sensitized solar cell comprising at least one compound of formula I

wherein
R1, R2, R3 are independently selected at each occurrence from:

straight-chain or branched alkyl with 1 to 20 C atoms, which can be substituted by at least one R; or
aryl with 6 to 10 C atoms, which can be substituted by at least one R,
or
R1, R2 and R3 are fused to form a heteroaromatic ring structure in which 1, 2 or 3 N atoms or 1N atom and 1 S or 1 O atom are present which
ring can be substituted by at least one R,

or
R1 and R2 are fused to form a heteroaliphatic ring structure in which 1, 2 or 3 N atoms or 1N atom and 1 S or 1 O atom are present which
ring can be substituted by at least one R and R3 is straight-chain or branched alkyl with 1 to 20 C atoms or fused to form a tricyclic structure containing at least 1 N atom
and in which a second or third N atom of the heteroaliphatic ring structure or tricyclic ring structure may be substituted
by —O? and a straight-chain or branched alkyl with 1 to 20 C-atoms;

wherein a straight-chain or branched alkyl group having 1 to 20 C atoms is upon each occurrence independently selected from
the group consisting of methyl, ethyl, propyl, isopropyl, n-butyl, sec.-butyl, tert.-butyl, 1-(2,2-dimethyl)-propyl, pentyl,
hexyl, heptyl, octyl, x-methylbutyl with x being 1; 2 or 3 x-methylpentyl with x being 1; 2; 3 or 4 x-methylhexyl with x being
1; 2; 3; 4 or 5, x-ethylpentyl with x being 1, 2 or 3 x-ethylhexyl with x being 1; 2; 3 or 4 n-nonyl, n-decyl, n-undecyl,
n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, n-heptadecyl, n-octadecyl, n-nonadecyl and n-eicosyl, which can be substituted
by at least one R; and

R is independently: Hal; CN; C(O)H; straight-chain or branched alkyl with 1 to 20 C atoms, which alkyl can be substituted
by cycloalkyl having 5 to 6 C atoms or aryl having 6 to 10 C atoms in which the aryl group may be substituted by straight-chain
or branched alkyl groups or alkoxy groups with 1 to 4 C atoms or by heteroaryl having 5 or 6 C atoms; straight-chain or branched
alkenyl with 2 to 20 C atoms, which alkenyl can be substituted by aryl having 6 to 10 C atoms in which the aryl group may
be substituted by straight-chain or branched alkyl groups with 1 to 4 C atoms; cycloalkyl having 5 or 6 C atoms; straight-chain
or branched hydroxyalkyl with 1 to 20 C atoms; straight-chain or branched alkoxy with 1 to 20 C atoms, which alkoxy can be
substituted by aryl having 6 to 10 C atoms; straight-chain or branched alkylthio with 1 to 20 C atoms; aryl with 6 to 10 C
atoms in which the aryl group may be substituted by straight-chain or branched alkyl groups or alkoxy groups with 1 to 4 C
atoms or by heteroaryl having 5 or 6 C atoms; heteroaryl with 5 to 10 C atoms in which a N atom of the heteroaryl group may
be substituted by —O?; aryloxy with 6 to 10 C atoms; arylthio with 6 to 10 C atoms; straight-chain or branched alkylamino; or dialkylamino with
1 to 20 C atoms; and

Hal is F, Cl, Br or I;
including all tautomeric or stereoisomeric forms thereof.
US Pat. No. 9,091,674

MEANS AND METHOD FOR DETERMINING CHEMICAL OXYGEN DEMAND

Merck Patent GmbH, Darms...

1. Method for the determination of the Chemical Oxygen Demand (COD) content in chloride-containing samples by
a) expulsion of chloride ions from a sample by treatment with sulfuric acid
b) mixing of at least some of the sample obtained from step a), with a reagent solution comprising
0.1 to 2.5% (w/w) potassium dichromate (K2Cr2O7)

0.1 to 2% (w/w) silver sulfate (Ag2SO4)

optionally mercury(II) sulfate (HgSO4)

water
sulfuric acid
characterised in that the sulfuric acid content of the reagent solution is between 20 and 50% (w/w) and the reagent solution
is prepared by mixing solutions which comprise:

at least one solution which contains at least potassium dichromate and water, but no silver sulfate and no mercury(II) sulfate,
and

a solution which contains at least silver sulfate and sulfuric acid, but no mercury sulfate and no potassium dichromate
c) incubation of a mixture from step b) for at least 20 minutes at a temperature above 100° C.
d) photometric determination of the COD content of the mixture from c).

US Pat. No. 9,379,323

COMPOSITION HAVING IMPROVED PERFORMANCE

Merck Patent GmbH, Darms...

1. A coating or printing ink composition for the preparation of an OLED, wherein the composition comprises one or more phosphorescent
compounds and/or charge transporting materials having a molecular weight of at most 5000 g/mol, and a solvent blend of two
or more organic solvents that includes one solvent with a viscosity at 25° C. in the range of 30 to 500 mPas and the boiling
point of the solvent is at most 400° C., and another solvent with a viscosity at 25° C. of less than 10 mPas, wherein the
concentration of the phosphorescent compounds, and/or charge transporting materials in the coating or printing ink composition
is between 0.01 and 20% by weight, based on total weight of the solvent blend, and the phosphorescent compounds are selected
from one or more compounds of formulae (1) to (4):

where
DCy is, identically or differently on each occurrence, a cyclic group which contains at least one donor atom, preferably nitrogen,
carbon in the form of a carbene or phosphorus, via which the cyclic group is bonded to the metal, and which may in turn carry
one or more substituents R1; the groups DCy and CCy are connected to one another via a covalent bond;

CCy is, identically or differently on each occurrence, a cyclic group which contains a carbon atom via which the cyclic group
is bonded to the metal and which may in turn carry one or more substituents R1;

A is, identically or differently on each occurrence, a monoanionic, bidentate chelating ligand, preferably a diketonate ligand;
R1 are identically or differently at each instance, and are F, Cl, Br, I, NO2, CN, a straight-chain, branched or cyclic alkyl or alkoxy group having from 1 to 20 carbon atoms, in which one or more nonadjacent
CH2 groups may be replaced by —O—, —S—, —NR2—, —CONR2—, —CO—O—, —C?O—, —CH?CH— or —C?C—, and in which one or more hydrogen atoms may be replaced by F, or an aryl or heteroaryl
group which has from 4 to 14 carbon atoms and may be substituted by one or more nonaromatic R1 radicals, and a plurality of substituents R1, either on the same ring or on the two different rings, may together in turn form a mono- or polycyclic, aliphatic or aromatic
ring system; and

R2 are identically or differently at each instance, and are a straight-chain, branched or cyclic alkyl or alkoxy group having
from 1 to 20 carbon atoms, in which one or more nonadjacent CH2 groups may be replaced by —O—, —S—, —CO—O—, —C?O—, —CH?CH— or —C?C—, and in which one or more hydrogen atoms may be replaced
by F, or an aryl or heteroaryl group which has from 4 to 14 carbon atoms and may be substituted by one or more nonaromatic
R1 radicals.

US Pat. No. 9,368,726

POLYMERS CONTAINING STRUCTURAL UNITS WHICH HAVE ELECTRON-TRANSPORT PROPERTIES

Merck Patent GmbH, (DE)

1. A compound of the following formula (VIII):

where the symbols and indices used have the following meaning:
W and W? are selected, independently of one another, from the group consisting of halogen, O-tosylate, O-triflate, O—SO2R4, B(OR4)2 and Sn(R4)3,

where R4 is selected on each occurrence, independently of one another, from the group consisting of H, an aliphatic hydrocarbon radical
having 1 to 20 C atoms and an aromatic hydro-carbon radical having 6 to 20 ring atoms, and where two or more radicals R4 may also form an aliphatic ring system with one another; and

X is selected from NR1, C(R1)2—C(R1)2, CR1?CR1 and


Y1 and Y2 are each selected, independently of one another, from C(R1)2, NR1, C(R1)2—C(R1)2, CR1?CR1 and a single bond, but with the proviso that either Y1 or Y2 is a single bond,

R1 is in each case selected, independently of one another, from II, D, F, Cl, Br, I, N(Ar1)2, C(?O)Ar1, P(?O)Ar12, S(?O)Ar1, S(?O)2Ar1, CR2?CR2Ar1, CN, NO2, Si(R2)3, B(OR2)2, OSO2R2, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms, a branched or cyclic alkyl, alkoxy or thioalkoxy
group having 3 to 40 C atoms, each of which is optionally substituted by one or more radicals R2, where one or more non-adjacent CH2 groups is optionally replaced by R2C?CR2, C?C, Si(R2)2, Ge(R2)2, Sn(R2)2, C?O, C?S, C?Se, C?NR2, P(?O)(R2), SO, SO2, NR2, O, S or CONR2 and where one or more H atoms is optionally replaced by F, Cl, Br, I, CN or NO2, an aryl, aryloxy, heteroaryl or heteroaryloxy group having 5 to 40 C atoms, which is optionally substituted by one or more
non-aromatic radicals R1, where, in addition, two or more radicals, R1 may form an aliphatic or aromatic, mono- or polycyclic ring system with one another, or an electron-transport unit R3, but with the proviso that at least one of the radicals R1 is an electron-transport unit R3,

Ar1 is selected on each occurrence, in each case independently of one another, from an aryl or heteroaryl group or an aromatic
or heteroaromatic ring system,

R2 is in each case, independently of one another, H, an aliphatic hydrocarbon radical having 1 to 20 C atoms or an aromatic hydrocarbon
radical having 6 to 20 C atoms, where two or more radicals R2 may also form a ring system with one another,

R3 is an electron-transport unit,

n is in each case, independently of one another, 1, 2, 3 or 4, and
m is 1.
US Pat. No. 9,328,326

METHOD FOR ISOLATING CELLS

MERCK PATENT GMBH, Darms...

1. A method for isolating viable cells with cell walls from a complex sample comprising:
a) providing a complex sample,
b) incubating said complex sample at 25° C. to 70° C. for at least 20 minutes with a lysis solution comprising:
at least one chaotrope in a concentration between 50 mM to 10M, that is urea, guanidine HCl, guanidine thiocyanate, guanidium
thiosulfate, thiourea, sodium thiocyanate potassium thiocyanate, sodium iodide, sodium perchlorate or a combinations thereof

a buffer having a pH of 6 to 10 and
0.01% to 5% of at least one anionic, non-ionic and/or zwitterionic detergent until dissolution of said complex sample to form
a mixture,

c) subjecting the resultant mixture consisting of said complex sample and said lysis solution from incubation and dissolution
step b) to a centrifugation or a filtration and isolating viable cells with cell walls from the resultant mixture whereby
said viable cells with cell walls are retained on a filter after the filtration or retained in a pellet after the centrifugation.

US Pat. No. 9,269,917

ORGANIC ELECTROLUMINESCENT DEVICE

Merck Patent GmbH, (DE)

1. Organic electroluminescent device having an emission maximum of ?570 nm comprising, in this sequence, an anode, an electron-blocking
layer (EBL), a phosphorescent emission layer (EML) which comprises at least one phosphorescent compound and at least one matrix
material, where the total concentration of all phosphorescent compounds is <10% by vol., a hole-blocking layer (HBL) and a
cathode, where the electroluminescent device comprises no aluminium metal complex between the emitting layer and the cathode,
characterised in that the following applies to the layers:
a) HOMO(EBL)?HOMO(EML)?0.4 eV;
b) LUMO(EML)?LUMO(HBL)?0.4 eV;
c) HOMO of all matrix materials of the EML??6.0 eV; and
d) LUMO(EML)??2.5 eV;where HOMO(EBL) represents the HOMO of the material of the electron-blocking layer, HOMO(EML) represents the HOMO of the matrix
material of the emission layer, LUMO(EML) represents the LUMO of the matrix material of the emission layer and LUMO(HBL) represents
the LUMO of the material of the hole-blocking layer;wherein the HOMO and LUMO values are determined via quantum chemical calculations by performing energy calculations to arrive
at values for HOMO HEh or LUMO LEh based on optimised geometry, and calibrating HOMO and LUMO values by the calculations below:
HOMO(eV)=((HEh*27.212)?0.9899)/1.1206

LUMO(eV)=((LEh*27.212)?2.0041)/1.385.

US Pat. No. 9,390,864

ADDITIVES FOR DYE-SENSITIZED SOLAR CELLS

MERCK PATENT GMBH, Darms...

1. An electrolyte formulation comprising at least one compound of formula I:

in which Ra, Rb, Rc, Rd and Re independently of each other are H, F, Cl or straight-chain or branched alkyl with 1 to 20 C atoms which optionally may be
partially or fully fluorinated or chlorinated,

n is 1, 2, 3 or 4, and
m is 1, 2, 3 or 4,together with a redox active species.

US Pat. No. 9,267,078

LIQUID CRYSTALLINE MEDIUM

Merck Patent GmbH, Darms...

1. A liquid-crystalline medium based on a mixture of polar compounds having negative dielectric anisotropy (??), which has
a value for the ratio ?1/?n2 in the range 6-45 Pa·s with a clearing point of >60° C. and a ?? of ??2.3, and comprises
at least 10% by weight of at least one compound of formula B-4

in which
alkyl each, independently of one another, denote a straight-chain alkyl radical having 1-6 C atoms;
and
at least two compounds of formulae IA, IB and/or II

in which
R1 and R2 each, independently of one another, denote H, an alkyl or alkenyl radical having up to 15 C atoms which is unsubstituted,
monosubstituted by CN or CF3 or at least monosubstituted by halogen, in which one or more CH2 groups are each, independently of one another, optionally replaced by —O—, —S—,

—C?C—, —CF2O—, —CO—, —CO—O—, —O—CO— or —O—CO—O— in such a way that O atoms are not linked directly to one another, and
v denotes 1 to 6,
and wherein at least one of conditions A) or B) applies:
condition A):
the liquid-crystalline medium comprises one or more compounds of the following formulae To-1 and To-2

in which
R denotes H, an alkyl or alkenyl radical having up to 15 C atoms which is unsubstituted, monosubstituted by CN or CF3 or at least monosubstituted by halogen, in which one or more CH2 groups are optionally replaced by —O—, —S—,

—C?—, —OCF2—, —CF2O—, —OC—O— or —O—CO— in such a way that O atoms are not linked directly to one another, and alkyl denotes a straight-chain
alkyl radical having 1-6 C atoms condition B):
the liquid-crystalline medium comprises one or more compounds of formulae N-1 to N-5

in which
R1 and R2 each, independently of one another, have the above-mentioned meanings and

Z, Z1 and Z2 each, independently of one another, denote —C2H4—, —CH?CH—, —(CH2)4—, —(CH2)3O—, —O(CH2)3—, —CH?CHCH2CH2—, —CH2CH2CH?CH—, —CH2O—, —OCH2—, —COO—, —OCO—, —C2F4—, —CF?CF—, —CF?CH—, —CH?CF—, —CH2— or a single bond.

US Pat. No. 9,379,330

MATERIALS FOR ELECTRONIC DEVICES

Merck Patent GmbH, (DE)

1. An electronic device comprising anode, cathode and at least one organic layer, characterised in that the organic layer
comprises at least one compound of the following formulae (I) or (III)

where the following applies to the symbols occurring:
X is on each occurrence, identically or differently, C?O, C?S, C?NR1, C(R1)2, C(R1)2—C(R1)2, CR1?CR1, Si(R1)2, NR1, PR1, P(?O)R1, O, S, SO or SO2;

L is a divalent, or in the case of k=3, 4, 5 or 6 a tri-, tetra-, penta- or hexavalent group respectively, selected from C?O,
C?NR1, Si(R1)2, P(?O)(R1), SO, SO2, alkylene groups having 1 to 20 C atoms, alkenylene or alkynylene groups having 2 to 20 C atoms, where, in the case of the
groups mentioned, one or more CH2 groups is optionally replaced by Si(R1)2, O, S, C?O, C?NR1, C?O—O, C?O—NR1, NR1, P(?O)(R1), SO or SO2 and where one or more H atoms in the above-mentioned groups is optionally replaced by D, F, Cl, Br, I, CN or NO2, aromatic or heteroaromatic ring systems having 5 to 60 aromatic ring atoms, each of which is optionally substituted by one
or more radicals R1, and any combinations of 1, 2, 3, 4 or 5 identical or different groups selected from the above-mentioned groups; or L is
a single bond, where k in this case must be equal to 2;

R0 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, C(?O)R1, OSO2R1, COOR1, CON(R1)2, a straight-chain alkyl group having 1 to 40 C atoms or a branched or cyclic alkyl group having 3 to 40 C atoms or an alkenyl
or alkynyl group having 2 to 40 C atoms, where the above-mentioned groups may each be substituted by one or more radicals
R1 and where one or more CH2 groups in the above-mentioned groups is optionally replaced by Si(R1)2, Ge(R1)2, Sn(R1)2, C?O, C?S, C?Se, C?NR1, P(?O)(R1), SO, SO2, NR1, —O—, —S—, —COO— or —CONR1— and where one or more H atoms in the above-mentioned groups is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by
one or more radicals R1, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
radicals R1, or a combination of these systems, furthermore, two or more adjacent radicals R0 is optionally linked to one another here and form an aliphatic or aromatic ring, or a radical R0 is optionally linked to an adjacent radical R via a single bond or a divalent group Y and form an aliphatic or aromatic ring;

R is equal to C(?O)R1, OSO2R1, COOR1, CON(R1)2, a straight-chain alkyl group having 1 to 40 C atoms or a branched or cyclic alkyl group having 3 to 40 C atoms or an alkenyl
or alkynyl group having 2 to 40 C atoms, where the above-mentioned groups may each be substituted by one or more radicals
R1 and where one or more CH2 groups in the above-mentioned groups is optionally replaced by Si(R1)2, Ge(R1)2, Sn(R1)2, C?O, C?S, C?Se, C?NR1, P(?O)(R1), SO, SO2, NR1, —O—, —S—, —COO— or —CONR1— and where one or more II atoms in the above-mentioned groups is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by
one or more radicals R1, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
radicals R1, or a combination of these systems, where furthermore the radical R is optionally linked to one or more adjacent radicals
R0 via a single bond or a divalent group Y;

Y is on each occurrence, identically or differently, a divalent group selected from C?O, C?S, C?NR1, C(R1)2, Si(R1)2, NR1, PR1, P(?O)R1, O, S, SO and SO2;

R1 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, CHO, N(R2)2, C(?O)R2, P(?O)(R2)2, S(?O)R2, S(?O)2R2, CN, NO2, Si(R2)3, B(OR2)2, OSO2R2, OH, COOR2, CON(R2)2, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl
group having 3 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms, where the above-mentioned groups may each
be substituted by one or more radicals R2 and where one or more CH2 groups in the above-mentioned groups is optionally replaced by Si(R2)2, Ge(R2)2, Sn(R2)2, C?O, C?S, C?Se, C?NR2, P(?O)(R2), SO, SO2, NR2, —O—, —S—, —COO— or —CONR2— and where one or more H atoms in the above-mentioned groups is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by
one or more radicals R2, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
radicals R2, or a combination of these systems, where two or more radicals R1 is optionally linked to one another and may form an aliphatic or aromatic ring;

R2 is, identically or differently on each occurrence, H, D, F or an aliphatic, aromatic and/or heteroaromatic organic radical
having 1 to 20 C atoms, in which, in addition, one or more H atoms is optionally replaced by D or F; two or more substituents
R2 here may also be linked to one another and form an aliphatic or aromatic ring; and

k is equal to 2, 3, 4, 5 or 6.

US Pat. No. 9,356,243

MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES

Merck Patent GmbH, Darms...

1. An electronic device comprising a compound of the formula (1)

where the following applies to the symbols and indices used:
X is C?O, C(R)2, O, S, C?S, SO or SO2;

Y is C;
W is on each occurrence, identically or differently, CR or N, with the proviso that not more than three groups W in a ring
stand for N, and with the further proviso that W?C if a group E is bonded to this group W;

Z is, identically or differently on each occurrence, CR or N; or two adjacent groups Z stand for a group of the formula (2)

in which the dashed bonds indicate the linking of this unit;
E is, identically or differently on each occurrence, a single bond, C(R)2, NR, O, S, C?O, C?S, C?NR, C?C(R)2, Si(R)2, BR, PR, P(?O)R, SO or SO2;
Ar is a group of one of the following formulae (7), (8), (9) or (10):

wherein the dashed bond indicates the link to N, # indicates the position of the link to X, * indicates the position of the
link to E if a group E is present, and W and V stands for NR, O or S, wherein W is equal to C if a group E is bonded at this
position; and wherein a maximum of one symbol W per ring stands for N and the remaining symbols W per ring stand for CR;

A is R if m=n=0, and is an aryl or heteroaryl group having 5 to 30 aromatic ring atoms, which may in each case be substituted
by R, or a group —CR?CR—, —CR?N— or —N?N— if an index m or n=1 and the other index m or n=0, or is an aryl or heteroaryl group
having 5 to 30 aromatic ring atoms, which may in each case be substituted by R, if the indices m=n=1;

R is selected on each occurrence, identically or differently, from H, D, F, Cl, Br, I, CN, NO2, N(Ar1)2, N(R1)2, C(?O)Ar1, P(?O)(Ar1)2, a straight-chain alkyl or thioalkyl group having 1 to 40 C atoms or a branched or cyclic alkyl or thioalkyl group having
3 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms, each of which is optionally substituted by one or more
radicals R1, where one or more non-adjacent CH2 groups is optionally replaced by R1C?CR1, C?C, Si(R1)2, Ge(R1)2, Sn(R1)2, C?O, C?S, C?Se, C?NR1, P(?O)(R1), SO, SO2, NR1, O, S or CONR1 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring system having 5 to 80 aromatic ring atoms, which is optionally in each case be substituted
by one or more radicals R1, an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals
R1, or a combination of these systems, where two or more adjacent substituents R may optionally form a monocyclic or polycyclic,
aliphatic, aromatic or heteroaromatic ring system, which is optionally substituted by one or more radicals R1;

R1 is selected on each occurrence, identically or differently, is H, D, F, Cl, Br, I, CN, NO2, N(Ar1)2, N(R2)2, C(?O)Ar, C(?O)R2, P(?O)(Ar1)2, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl
group having 3 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms, each of which is optionally substituted
by one or more radicals R2, where one or more non-adjacent CH2 groups is optionally replaced by R2C?CR2, C?C, Si(R2)2, Ge(R2)2, Sn(R2)2, C?O, C?S, C?Se, C?NR2, P(?O)(R2), SO, SO2, NR2, O, S or CONR2 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which is optionally in each case be substituted
by one or more radicals R2, an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals
R2, or a combination of these systems, where two or more adjacent substituents R may optionally form a monocyclic or polycyclic,
aliphatic, aromatic or heteroaromatic ring system, which is optionally substituted by one or more radicals R2;

R2 is selected from the group consisting of H, D, F, CN, an aliphatic hydrocarbon radical having 1 to 20 C atoms, an aromatic
or heteroaromatic ring system having 5 to 30 aromatic ring atoms, in which one or more H atoms is optionally replaced by D,
F, Cl, Br, I or CN, where two or more adjacent substituents R2 may form a mono- or polycyclic, aliphatic, aromatic or heteroaromatic ring system with one another;

Ar1 is on each occurrence, identically or differently, an aromatic or heteroaromatic ring system having 5-30 aromatic ring atoms,
which is optionally substituted by one or more non-aromatic radicals R2; two radicals Ar1 which are bonded to the same N atom or P atom may also be bridged to one another here by a single bond or a bridge selected
from N(R2), C(R2)2 or O;

m is 0;
n is 0 or 1, where, for n=0, a group R instead of the group E is bonded to A;
p is 1;
wherein said heteroaryl groups and heteroaromatic ring systems contain at least one heteroatom selected from the group consisting
of N, O, and S.

US Pat. No. 9,120,969

LIQUID CRYSTAL MEDIUM AND LIQUID CRYSTAL DISPLAY

Merck Patent GmbH, Darms...

1. Mesogenic medium exhibiting a blue phase, comprising at least one compound of formula I-A

wherein
R1 is alkyl with 1 to 9 C-atoms, which is straight chain or branched, unsubstituted, mono- or poly-substituted by F, Cl or CN,
and in which one or more CH2 groups are optionally replaced, in each case independently from one another, by —O—, —S—, —NR01—, —SiR01R02—, —CO—, —COO—, —OCO—, —OCO—O—, —S—CO—, —CO—S—, —CY01?CY02— or —C?C— in such a manner that O and/or S atoms are not linked directly to one another,

L11 and L12 are, independently of each other, H or F,

Y01 and Y02 are, independently of each other, F, Cl or CN, and alternatively one of them may be H, and

R01 and R02 are, independently of each other, H or alkyl with 1 to 12 C-atoms.

US Pat. No. 9,478,762

ORGANIC ELECTROLUMINESCENT DEVICE

Merck Patent GmbH, (DE)

1. A mixture comprising
(a) a compound A which contains at least one phosphorescent emitter unit, and
(b) a compound B which contains at least one emitting unit,
wherein
compound A is a polymer which comprises in the side chain a hole injection/hole transport unit that is triarylamine, benzidine,
tetraaryl-paraphenylenediamine, triarylphosphine, phenothiazine, phenoxazine, dihydrophenazine, thianthrene, dibenzo-para-dioxin,
phenoxathiyne, carbazole, azulene, thiophene, pyrrole or furan derivatives or further O-, S- or N-containing heterocycles
having a high highest occupied molecular orbital (HOMO)

and compound B is a low molecular weight compound having a molecular weight of less than 4000 g/mol and in which the at least
one emitting unit of compound B is a phosphorescent emitter unit

wherein the phosphorescence emitter units are compounds which comprise copper, molybdenum, tungsten, rhenium, ruthenium, osmium,
rhodium, iridium, palladium, platinum, silver, gold or europium.

US Pat. No. 9,334,260

MATERIALS FOR ELECTRONIC DEVICES

Merck Patent GmbH, Darms...

1. A compound of formula (II-1a)

where the symbols and indices occurring are defined as follows:
Ar2 is on each occurrence, identically or differently, an aromatic ring system having 6 to 30 aromatic ring atoms, which is optionally
substituted by one or more radicals R1;

Ar3 is on each occurrence, identically or differently, a heteroaromatic ring system having 5 to 30 aromatic ring atoms, which
is optionally substituted by one or more radicals R1;

X is selected on each occurrence, identically or differently, and is —B(R1)—, —N(R1)—, —P(R1)—, —P(R1)3—, —P(?O)(R1)—, —C(R1)2—, —Si(R1)2—, C?O, C?NR1, C?C(R1)2, —O—, —S—, —Se—, —S(?O)— or —S(?O)2—;

Y is on each occurrence, identically or differently, CRCz or N, or is C if a group X or Ar1 or Ar3 or Cz is bonded to this group;

Z is on each occurrence N;
x is on each occurrence, identically or differently, 0 or 1, where, in the case where x=0, the two groups bonded to the group
X in question are bonded directly to one another;

R1, RHetAr and RCz are on each occurrence, identically or differently, H, D, F, Cl, Br, I, N(R2)2, CN, NO2, Si(R2)3, B(OR2)2, C(?O)R2, P(?O)(R2)2, S(?O)2R2, OSO2R2, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or a straight-chain alkenyl or alkynyl group having
2 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, each of which is optionally
substituted by one or more radicals R2, where one or more CH2 groups is optionally replaced by —R2C?CR2—, —Si(R2)2—, —Ge(R2)2—, —Sn(R2)2—, C?O, C?S, C?Se, C?NR2, —P(?O)(R2)—, —S(?O)—, —S(?O)2—, —N(R2)—, —O—, —S—, —C(?O)O— or —C(?O)NR2—, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which is optionally in each case be substituted
by one or more radicals R2, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
radicals R2, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or
more radicals R2; two or more substituents R1, RHetAr or RCz here is optionally linked to one another and may optionally form a mono- or polycyclic aliphatic, aromatic or heteroaromatic
ring system;

R2 is on each occurrence, identically or differently, H, D or an aliphatic, aromatic or heteroaromatic organic radical having
1 to 20 C atoms, in which, in addition, one or more H atoms is optionally replaced by D or F; two or more radicals R2 here is optionally linked to one another and may optionally form a mono- or polycyclic aliphatic, aromatic or heteroaromatic
ring system.

US Pat. No. 9,273,029

PYRIDINE-AND PYRAZINE DERIVATIVES

Merck Patent GmbH, Darms...

1. Compounds of the formula I

in which:
X denotes CH,
R denotes Ar or Het,
R1 denotes furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, para-pyridyl, pyrimidyl, pyridazinyl,
indolyl, isoindolyl, benzimid-azolyl, indazolyl, quinolyl, 1,3-benzodioxolyl, benzothiophenyl, benzofuranyl, imidazopyridyl
or furo[3,2-b]pyridyl, each of which is unsubstituted or mono- or disubstituted by Hal, A, OR5, CN, COOA, COOH, CON(R5)2 and/or NR5COA?,

Ar denotes phenyl, biphenyl or naphtyl, each of which is unsubstituted or mono-, di- or trisubstituted by Hal, A, Het1, (CH2)nOR5, (CH2)nN(R5)2, NO2, CN, (CH2)nCOOR5, CON(R5)2, CONH(CH2)qNHCOOA?, CON[R5(CH2)nHet1], NR5COA, NHCOOA, NR5SO2A, COR5, SO2Het2, SO2N(R5)2 and/or S(O)pA,

Het denotes furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, pyridyl, pyrimidinyl, triazolyl,
tetrazolyl, thiadiazole, pyridazinyl, pyrazinyl, indolyl, isoindolyl, benzimidazolyl, indazolyl, quinolyl, 1,3-benzo-dioxolyl,
benzothiophenyl, benzofuranyl or imidazopyridyl, each of which is unsubstituted or mono-, di- or trisubstituted by A, COA,
(CH2)pHet2, OH, OA, Hal, (CH2)pN(R5)2, NO2, CN, (CH2)pCOOR5, (CH2)pCON(R5)2, NR5COA, (CH2)pCOHet2 and/or (CH2)pphenyl,

Het1 denotes furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, pyridyl, pyrimidinyl, triazolyl,
tetrazolyl, thiadiazole, pyridazinyl, pyrazinyl, each of which is unsubstituted or mono-, di- or trisubstituted by A, OH,
OA, Hal, CN and/or (CH2)pCOOR5,

Het2 denotes dihydropyrrolyl, pyrrolidinyl, tetrahydroimidazolyl, dihydropyrazolyl, tetrahydropyrazolyl, dihydropyridyl, tetrahydropyridyl,
piperidinyl, morpholinyl, hexahydropyridazinyl, hexahydropyrimidinyl, [1,3]dioxolanyl, piperazinyl, each of which is unsubstituted
or monosubstituted by OH and/or A,

A? denotes unbranched or branched alkyl having 1-6 C atoms, in which 1-7 H atoms may be replaced by F,
A denotes unbranched or branched alkyl having 1-10 C atoms, in which one or two non-adjacent CH and/or CH2 groups may be replaced by N, O, S atoms and/or by —CH?CH— groups and/or in addition 1-7 H atoms may be replaced by F,

R5 denotes H or unbranched or branched alkyl having 1-6 C atoms, in which 1-7 H atoms may be replaced by F,

Hal denotes F, Cl, Br or I,
n denotes 0, 1, 2, 3 or 4,
p denotes 0, 1 or 2,
q denotes 1, 2, 3 or 4,
and pharmaceutically usable salts, tautomers and stereoisomers thereof, including mixtures thereof in all ratios.
US Pat. No. 9,246,118

ORGANIC ELECTROLUMINESCENT DEVICE

Merck Patent GmbH, (DE)

1. An organic electroluminescent device which comprises an emitting layer which consists of a mixture of at least two materials
A and B in an unequal mixing ratio, where the concentration of material A is lower than the concentration of material B, and
which comprises an additional layer which is a non-luminous layer and which consists of a mixture of the same materials A
and B as the emitting layer, wherein material A, which has the lower proportion of the two materials in the emitting layer,
is present in a higher proportion than material B in this additional layer, wherein the material A has a concentration of
less than 30% by vol. in the emitting layer and the material B has a proportion of greater than 70% by vol. in the emitting
layer,
wherein the proportion of material A in the additional layer which comprises the same materials A and B as the emitting layer
is greater than 80% by vol. and in that the proportion of material B is less than 20% by vol. and

wherein the material B is a compound of the following formula (8):
Ar4-Ant-Ar4  formula (8)

where R1 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, CHO, C(?O)Ar3, P(?O)(Ar3)2, S(?O)Ar3, S(?O)2Ar3, CR2?CR2Ar3, CN, NO2, Si(R2)3, B(OR2)2, B(R2)2, B(N(R2)2)2, OSO2R2, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or a straight-chain alkenyl or alkynyl group having
2 to 40 C atoms or a branched or cyclic alkyl, alkenyl, alkynyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, each of
which may be substituted by one or more radicals R2, where one or more non-adjacent CH2 groups may be replaced by R2C?CR2, C?C, Si(R2)2, Ge(R2)2, Sn(R2)2, C?O, C?S, C?Se, C?NR2, P(?O)(R2), SO, SO2, NR2, O, S or CONR2 and where one or more H atoms may be replaced by F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by
one or more radicals R2, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals
R2, or a combination of these systems; two or more adjacent substituents R1 here may also form a mono- or polycyclic, aliphatic or aromatic ring system with one another;

Ar3 is on each occurrence, identically or differently, an aromatic or heteroaromatic ring system having 5 to 40 aromatic ring
atoms, which may be substituted by one or more radicals R2;

R2 is on each occurrence, identically or differently, H, D, CN or an aliphatic, aromatic and/or heteroaromatic hydrocarbon radical
having 1 to 20 C atoms, in which, in addition, H atoms may be replaced by F; two or more adjacent substituents R2 here may also form a mono- or polycyclic, aliphatic or aromatic ring system with one another

and the following applies to the other symbols used:
Ant stands for an anthracene group which is substituted in the 9- and 10-position by the groups Ar4 and which may furthermore be substituted by one or more substituents R1;

Ar4 is, identically or differently on each occurrence, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring
atoms, which may be substituted by one or more radicals R1.

US Pat. No. 9,102,675

3-CYANOARYL-1H-PYRROLO[2,3-B] PYRIDINE DERIVATIVES

MERCK PATENT GMBH, Darms...

1. A compound of formula I
in which
X denotes CH or N,
R1 denotes H, A or Cyc,

R2 denotes O[C(R6)2]nHet1 or O[C(R6)2]nCyc,

R3 denotes O[C(R6)2]nHet2, Ar or Het2,

R4 denotes H or OR6,

R5 denotes H or OR6,

R6 denotes H or methyl,

Het1 denotes dihydropyrrolyl, pyrrolidinyl, azetidinyl, oxetanyl, tetrahydroimidazolyl, dihydropyrazolyl, tetrahydropyrazolyl,
tetrahydrofuranyl, dihydropyridyl, tetrahydro-pyridyl, piperidinyl, morpholinyl, hexahydropyridazinyl, hexahydropyrimidinyl,
1,3-dioxolanyl, tetrahydropyranyl or piperazinyl, each of which is unsubstituted or monosubstituted by S(O)nA, S(O)nAr, or A,

Het2 denotes dihydropyrrolyl, pyrrolidinyl, azetidinyl, tetrahydroimidazolyl, tetra-hydrofuranyl, dihydropyrazolyl, tetrahydropyrazolyl,
dihydropyridyl, tetrahydropyridyl, dihydropyranyl, tetrahydropyranyl, piperidinyl, morpholinyl, hexa-hydropyridazinyl, hexahydropyrimidinyl,
1,3-dioxolanyl, piperazinyl, furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, triazolyl,
tetrazolyl, pyridyl, pyrimidyl, pyridazinyl, indolyl, isoindolyl, benzimidazolyl, indazolyl, quinolyl, 1,3-benzodioxolyl,
benzothiophenyl, benzofuranyl, imidazopyridyl or furo[3,2-b]pyridyl, each of which is unsubstituted or mono- or disubstituted
by A, [C(R6)2]pOR6, or [C(R6)2]pHet1,

Ar denotes phenyl or naphthyl, each of which is unsubstituted or monosubstituted by [C(R6)2]pHet1 or CN,

A denotes unbranched or branched alkyl having 1-8 C atoms, in which one or two non-adjacent CH and/or CH2 groups may each be replaced by N or O atoms and/or, in addition, 1-7 H atoms may each be replaced by F or Cl,

Cyc denotes cyclic alkyl having 3, 4, 5, 6 or 7 C atoms which is unsubstituted or monosubstituted by CN or A,
Hal denotes F, Cl, Br or I,
m denotes 1, 2 or 3,
n denotes 0, 1 or 2, and
p denotes 0, 1, 2, 3 or 4, or a pharmaceutically usable salt, tautomer or stereoisomer thereof, including mixtures thereof
in all ratios.

US Pat. No. 9,385,335

ORGANIC ELECTROLUMINESCENT DEVICE

Merck Patent GmbH, (DE)

1. Organic electroluminescent device having an emission maximum of ?570 nm comprising, in this sequence, an anode, an electron-blocking
layer (EBL), a phosphorescent emission layer (EML) which comprises at least one phosphorescent compound and at least one matrix
material, where the total concentration of all phosphorescent compounds is <10% by vol., a hole-blocking layer (HBL) and a
cathode, where the electroluminescent device comprises no aluminium metal complex between the emitting layer and the cathode,
characterised in that the following applies to the layers:
a) HOMO(EBL)?HOMO(EML)?0.4 eV;
b) LUMO(EML)?LUMO(HBL)?0.4 eV;
c) HOMO of all matrix materials of the EML??6.0 eV; and
d) LUMO(EML)??2.5 eV;where HOMO(EBL) represents the HOMO of the material of the electron-blocking layer, HOMO(EML) represents the HOMO of the matrix
material of the emission layer, LUMO(EML) represents the LUMO of the matrix material of the emission layer and LUMO(HBL) represents
the LUMO of the material of the hole-blocking layer;wherein the HOMO and LUMO values are determined via quantum chemical calculations by performing energy calculations to arrive
at values for HOMO HEh or LUMO LEh based on optimised geometry, and calibrating HOMO and LUMO values by the calculations below:
HOMO(eV)=((HEh*27.212)?0.9899)/1.1206

LUMO(eV)=((LEh*27.212)?2.0041)/1.385.

US Pat. No. 9,120,970

LIQUID CRYSTALLINE MEDIA AND LIQUID CRYSTAL DISPLAYS WITH A POLYMER-STABILIZED HOMEOTROPIC ORIENTATION

MERCK PATENT GMBH, Darms...

1. A liquid-crystal medium comprising:
a low-molecular-weight liquid-crystalline component having negative dielectric anisotropy with a value ????1.5,
a polymerizable or polymerized component, and
a component (N) comprising particles having a mass of at least 450 Da, where the particles contain one or more organic polar
anchor groups, and

where the polymerized component is obtainable by polymerization of said polymerizable component.
US Pat. No. 9,238,651

1-H-PYRROLO[2,3-B]PYRIDINE DERIVATIVES

MERCK PATENT GMBH, Darms...


or a pharmaceutically acceptable salt, tautomer or stereoisomer thereof.

US Pat. No. 9,376,426

PYRIDAZINONE DERIVATIVES

Merck Patent GmbH, Darms...

1. A method for the treatment of a solid tumor cancer of: the stomach, the kidneys, the head and neck, the oesophagus, the
thyroid, the intestines, the liver, the brain, the urogenital tract, the lung, the pancreas, the colon or the breast; comprising
administering to a host in need thereof a Met kinase inhibiting effective amount of a compound of formula I

in which
D denotes a five- or six-membered unsaturated or aromatic heterocycle having 1 to 3 N, O and/or S atoms, which may be unsubstituted
or mono-, di- or trisubstituted by Hal and/or A,

R1 denotes OH, OA, O[C(R5)2]nAr, O[C(R5)2]nHet, O[C(R5)2]pN(R5)2, N(R5)2, NR5[C(R5)2]nAr, NR5[C(R5)2]nHet, NR5[C(R5)2]pN(R5)2, COOR5, CON(R5)2, CONR5[C(R5)2]pN(R5)2, CONR5[C(R5)2]pOR5, CONR5[C(R5)2]nHet, COHet or COA,

R2 denotes H, A, Hal, OH, OA, N(R5)2, N?CR5N(R5)2, SR5, NO2, CN, COOR5, CON(R5)2, NR5COA, NR5SO2A, SO2N(R5)2, S(O)mA, [C(R5)2]nN(R5)2, [C(R5)2]nHet, O[C(R5)2]pN(R5)2, O[C(R5)2]nHet, S[C(R5)2]pN(R5)2, S[C(R5)2]nHet, NR5[C(R5)2]pN(R5)2, —NR5[C(R5)2]nHet, NHCON(R5)2, NHCONH[C(R5)2]pN(R5)2, NHCONH[C(R5)2]nHet, NHCO[C(R5)2]p—N(R5)2, NHCO[C(R5)2]nHet, CON(R5)2, CONR5[C(R5)2]pN(R5)2, CONR5[C(R5)2]nHet, COHet, COA, O[C(R5)2]nNR5COZ, O[C(R5)2]nNR2COHet1, O[C(R5)2]nCyc[C(R5)2]nN(R5)2, O[C(R5)2]nCyc[C(R5)2]nOR5, O[C(R5)2]nCyc[C(R5)2]nHet1,

O[C(R5)2]nCR5 (NR5)2COOR5, O[C(R5)2]nNR5CO[C(R5)2]nNR5COA, O[C(R5)2]nNR5COOA, O[C(R5)2]nCO—NR5-A, O[C(R5)2]nCO—NR5-[C(R5)2]nHet1, O[C(R5)2]nCONH2, O[C(R5)2]nCONHA, O[C(R5)2]nCONA2, O[C(R5)2]nCO—NR5-[C(R2)2]nN(R5)2 or OCOA,
Z denotes CR5(NR5)2CR5(OR5)A,

R3 denotes H or A,

R4 denotes H, A or Hal,

R5 denotes H or A?,

A denotes unbranched or branched alkyl having 1-10 C atoms,
in which 1-7 H atoms may be replaced by OH, F, Cl and/or Br, and/or in which one or two CH2 groups may be replaced by O, NH, S, SO, SO2 and/or CH?CH groups,

or
cyclic alkyl having 3-7 C atoms, in which 1-7 H atoms may be replaced by OH, F, Cl and/or Br,
A? denotes unbranched or branched alkyl having 1-6 C atoms, in which 1-5 H atoms may be replaced by F,
Cyc denotes cycloalkylene having 3-7 C atoms,
Ar denotes phenyl, naphthyl or biphenyl, each of which is unsubstituted or mono-, di- or trisubstituted by Hal, A, OR5, N(R5)2, SR5, NO2, CN, COOR5, CON(R5)2, NRSCOA, NR5SO2A, SO2N(R5)2, S(O)mA, CO-Het1, [C(R5)2]nN(R5)2, [C(R5)2]nHet1, O[C(R5)2]p—N(R5)2, O[C(R5)2]nHet1, NHCOOA, NHCON(R5)2, NHCOO[C(R5)2]pN(R5)2, NHCOO[C(R5)2]nHet1, NHCONH[C(R5)2]pN(R5)2, NHCONH[C(R5)2]nHet1, OCONH[C(R5)2]pN(R5)2 and/or OCONH[C(R5)2]nHet1,

Het denotes a mono-, bi- or tricyclic saturated, unsaturated or aromatic heterocycle having 1 to 4 N, O and/or S atoms, which
may be unsubstituted or mono-, di- or trisubstituted by Hal, A, OR5, N(R5)2, SR5, NO2, CN, COOR5, CON(R5)2, NRSCOA, NR5SO2A, SO2N(R5)2, S(O)mA, CO-Het1, [C(R5)2]nN(R5)2, [C(R5)2]nHet1, O[C(R5)2]pN(R5)2, O[C(R5)2]nHet1, NHCOOA, NHCON(R5)2, NHCOO[C(R5)2]pN(R5)2, NHCOO[C(R5)2]nHet1, NHCONH[C(R5)2]pN(R5)2, NHCONH[C(R5)2]nHet1, OCONH[C(R5)2]pN(R5)2, OCONH[C(R5)2]nHet1, CO-Het1, CHO, COA, ?S, ?NH, ?NA and/or ?O (carbonyl oxygen),

Het1 denotes a monocyclic saturated heterocycle having 1 to 2 N and/or O atoms, which may be mono- or disubstituted by A, OA, OH,
Hal and/or ?O (carbonyl oxygen),

Hal denotes F, Cl, Br or I,
m denotes 0, 1 or 2,
n denotes 0, 1, 2, 3 or 4,
p denotes 2, 3, 4, 5, or 6,
q denotes 1, 2, 3, 4 or 5,
or a pharmaceutically usable salt, tautomer or stereoisomer thereof, including mixtures thereof in all ratios.
US Pat. No. 9,252,383

CATHODE COATING

Merck Patent Gmbh, (DE)

1. An electroluminescent device which comprises sequentially:
(i) a transparent anode;
(ii) a layer of a hole transporting material;
(iii) a layer of an electroluminescent material;
(iv) a layer of an electron transporting material,
(v) an electron injection layer distinct from the layer of electroluminescent material and also from the layer of electron
transporting material, the electron injection layer consisting essentially of an oligomer of a substituted lithium quinolate
having one or more substituents selected from the group consisting of C1-C4 alkyl, monocyclic aryl and aralk-(C1-C4)-yl, subject to the proviso that not more than one substituent is C2-C4 alkyl or aralk-(C1-C4)-yl, and

(vi) a metal cathode.

US Pat. No. 9,448,485

COMPOSITION FOR FORMING FINE RESIST PATTERN AND PATTERN FORMING METHOD USING SAME

MERCK PATENT GMBH, Darms...

1. A method for forming a miniaturized negative resist pattern, comprising the steps of
coating a semiconductor substrate with a chemically amplified photoresist composition, to form a photoresist layer;
exposing to light said semiconductor substrate coated with said photoresist layer;
developing said photoresist layer with an organic solvent developer after said exposing step, to form a photoresist pattern;
coating said photoresist pattern with a fine pattern-forming composition comprising: a polymer comprising a repeating unit
having a structure of the following formula (A), (B) or (C):

andan inorganic acid,a solvent,where the fine pattern-forming composition has a pH of 2 to 11;
heating the coated photoresist pattern, and
washing to remove excess of the fine pattern-forming composition.
US Pat. No. 9,151,743

USE OF EEF1A AS BIOMARKER AND A METHOD OF SCREENING METAP2 INHIBITORS

MERCK PATENT GMBH, Darms...

1. A method for identifying a compound that has methionine aminopeptidase 2 (MetAP2)-dependent anti-proliferative activity,
anti-angiogenic activity or anti-tumor activity, comprising
(a) incubating a cellular system that expresses MetAP2 and eukaryotic translation elongation factor 1 alpha (EEF1A) with a
compound that is exogenous in origin to the cellular system, wherein the system is selected from the group consisting of single
cells, cell cultures, tissues, organs and mammals, and

(b) directly detecting EEF1A with an N-terminal methionine residue (MetEEF1A) in a sample of the cellular system of step (a)
and in a sample of a negative control system by use of isoelectric-focusing electrophoresis (IEF), optionally followed by
Edman sequence analysis, or mass spectrometry,

whereby a statistically significant increase in the presence of MetEEF1A in the test system as compared to the negative control
system indicates that the N-terminal methionine of MetEEF1A is not cleaved in the test system by MetAP2, and the test compound
is identified as having MetAP2 inhibitory activity, and

(c) selecting the compound identified in (b) for further in vitro analysis.
US Pat. No. 9,234,135

LIQUID-CRYSTALLINE MEDIUM AND LIQUID-CRYSTAL DISPLAYS

MERCK PATENT GMBH, Darms...

1. A liquid-crystal medium comprising:
a low-molecular-weight liquid-crystalline component having positive dielectric anisotropy with a value ???1.5, and
a component (N) comprising particles having a mass of at least 450 Da, where the particles contain one or more organic polar
anchor groups.

US Pat. No. 9,308,205

POLYMORPHIC FORMS OF 3-(1-{3-[5-(1-METHYL-PIPERIDIN-4-YLMETHOXY)-PYRIMIDIN-2-YL]-BENZYL}-6-OXO-1,6-DIHYDRO-PYRDAZIN-3-YL)-BENZONITRILE HYDROCHLORIDE SALT AND PROCESSES OF MANUFACTURING THEREOF

MERCK PATENT GMBH, Darms...


and
a therapeutically effective amount of at least one additional pharmaceutically active substance selected from C225 and Erlotinib.
US Pat. No. 9,120,804

8-SUBSTITUTED 2-AMINO-[1,2,4] TRIAZOLO [1, 5-A] PYRAZINES AS SYK TRYROSINE KINASE INHIBITORS AND GCN2 SERIN KINASE INHIBITORS

Merck Patent GmbH, Darms...


and pharmaceutically acceptable solvates, salts, tautomers and stereoisomers thereof, including mixtures thereof in all ratios.

US Pat. No. 9,246,103

POLYMERS AND OLIGOMERS WITH FUNCTIONALIZED SIDE GROUPS

Merck Patent GmbH, (DE)

1. A conjugated oligomer or polymer comprising at least one unit of Formula (192)

where A is a spacer that is not N-substituted;
Ae is an electron transporting group,

Ah is an hole transporting group,

Aem is an emissive group,

B is a backbone group,
0 0 0 0?n4<1.
US Pat. No. 9,175,021

PROCESS FOR THE PREPARATION OF PERFLUOROALKYLCYANO- OR PERFLUOROALKYLCYANOFLUOROBORATES

MERCK PATENT GMBH, Darms...

1. A salt of formula III
Ma+[B(Rf)(CN)x(F)y]a?  III,

where
Ma+ is a lithium, potassium, sodium, caesium or rubidium salt,

Rf denotes a linear or branched perfluorinated alkyl group having 1 to 4 C atoms, C6F5, C6H5, partially fluorinated phenyl, or phenyl which is mono- or disubstituted by a perfluoroalkyl group having 1 to 4 C atoms,
where the perfluoroalkyl group is selected independently of one another,

a is 1,
x is 1, 2 or 3,
y is 0, 1 or 2, where 0 is excluded for Rf=C6H5, and

x+y is 3.
US Pat. No. 9,150,687

ELECTRONIC DEVICES CONTAINING ORGANIC SEMI-CONDUCTORS

Merck Patent GmbH, Darms...

1. An electronic device comprising at least one organic semiconductor with less than 20 ppm of each of fluorine, chlorine,
bromine, and iodine, with the proviso that this restriction applies to fluorine only when fluorine is not a constituent part
of the chemical structure of the organic semiconductor, and having an energy gap between conduction and valence bands between
1.0 eV and 3.5 eV, wherein said electronic device is selected from the group consisting of organic or polymeric light-emitting
diodes and light-emitting electrochemical cells.

US Pat. No. 9,212,309

LIQUID CRYSTALLINE MEDIUM AND LIQUID CRYSTALLINE DISPLAY

Merck Patent GmbH, Darms...

1. Liquid-crystal medium, wherein the medium comprises
one or more compounds of formula I

in which
R1 denotes alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy having 1 to 7 C atoms, alkenyl, alkenyloxy, alkoxyalkyl or
fluorinated alkenyl having 2 to 7 C atoms,

L11 denotes H, L12 denotes H or F, and L13 denotes F, or

L11 denotes F, L12 denotes F and L13 denotes F, and

X1 denotes F, Cl, —CFH2, —CF2H, —CF3, —OCF2H or —OCF3.

US Pat. No. 9,368,761

COMPOSITIONS COMPRISING ORGANIC SEMICONDUCTING COMPOUNDS

Merck Patent GmbH, (DE)

1. A composition comprising one or more organic semiconducting compounds (OSC), one or more organic solvents, and one or more
additives that decrease the surface tension of the composition (wetting agents), wherein said wetting agent is volatile and
is not capable of chemically reacting with the organic semiconducting compounds wherein said organic solvent is a naphthalene
derivative, an alkyl naphthalene, a dihydronaphthalene derivative, a tetrahydronaphthalene derivative, an aromatic ester,
an aromatic ketone, an alkyl ketone, a heteroaromatic solvent, an aniline derivative or mixtures of these compounds and the
organic semiconducting compound is an organic phosphorescent compound which emits light and in addition contains at least
one atom having an atomic number greater than 38 and wherein said wetting agent is methyl siloxane having 6 to 20 carbon atoms,
C7-C14 alkane, C7 C14 akene, C7-C14 alkyne, alcohol having 7 to 14 carbon atoms, fluoro ether having 7 to 14 carbon atoms, fluoro ester having 7 to 14 carbon
atoms or fluoro ketone having 7 to 14 carbon atoms, wherein the difference of the boiling point of the wetting agent and the
organic solvent is in the range of ?20° to 20° C.

US Pat. No. 9,331,290

METAL COMPLEXES

Merck Patent GmbH, (DE)

1. A compound of the formula (1),
M(L)n(L?)m  formula (1)

where the compound contains a moiety M(L)n, of the formula (2):


where the following applies to the symbols and indices used:
M is a metal;
Y is on each occurrence, identically or differently, C or N, with the proviso that precisely one symbol Y in each ligand stands
for N and the other two symbols Y stand for C;

X is on each occurrence, identically or differently, CR or N;
R is on each occurrence, identically or differently, H, D, F, Cl, Br, I, N(R1)2, CN, NO2, OH, COOH, C(?O)N(R1)2, Si(R1)3, B(OR1)2, C(?O)R1, P(?O)(R1)2, S(?O)R1, S(?O)2R1, OSO2R1, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 20 C atoms or an alkenyl or alkynyl group having 2 to 20
C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 20 C atoms, each of which is optionally substituted
by one or more radicals R1, where one or more non-adjacent CH2 groups is optionally replaced by R1C?CR1, C?C, Si(R1)2, C?O, NR1, O, S or CONR1 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I or CN, or an aromatic or heteroaromatic ring system
having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R1, or an aryloxy or heteroaryloxy group having 5 to 40 aromatic ring atoms, which is optionally substituted by one or more
radicals R1, or an aralkyl or heteroaralkyl group having 5 to 40 aromatic ring atoms, which is optionally substituted by one or more
radicals R1, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which
is optionally substituted by one or more radicals R1; two adjacent radicals R here may also form a mono- or polycyclic, and/or aliphatic ring system with one another, with the
proviso that the two adjacent radicals R do not form a benzo-fused ring system;

R1 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, N(R2)2, CN, NO2, Si(R2)3, B(OR2)2, C(?O)R2, P(?O)(R2)2, S(?O)R2, S(?O)2R2, OSO2R2, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 20 C atoms or an alkenyl or alkynyl group having 2 to 20
C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 20 C atoms, each of which is optionally substituted
by one or more radicals R2, where one or more non-adjacent CH2 groups is optionally replaced by R2C?CR2, C?C, Si(R2)2, C?O, NR2, O, S or CONR2 and where one or more H atoms is optionally replaced by D, F, CI, Br, I, CN, or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by
one or more radicals R2, or an aryloxy or heteroaryloxy group having 5 to 40 aromatic ring atoms, which is optionally substituted by one or more
radicals R2, or an aralkyl or heteroaralkyl group having 5 to 40 aromatic ring atoms, which is optionally substituted by one or more
radicals R2, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which
is optionally substituted by one or more radicals R2; two adjacent radicals R1 here may also form a mono- or polycyclic, aliphatic, aromatic and/or benzo-fused ring system with one another;

R2 is on each occurrence, identically or differently, H, D, F or an aliphatic, aromatic and/or heteroaromatic hydrocarbon radical
having 1 to 20 C atoms, in which, in addition, one or more H atoms is optionally replaced by F; two or more substituents R2 here may also form a mono- or polycyclic aliphatic ring system with one another;

L? is, identically or differently on each occurrence, a co-ligand;
n is 1, 2 or 3;
m is 0, 1, 2, 3 or 4;
a plurality of ligands L here may also be linked to one another or L is optionally linked to L? via any desired bridge V and
thus form a tridentate, tetradentate, pentadentate or hexadentate ligand system and/or a substituent R may additionally be
coordinated to the metal;

the following compounds are excluded from the invention:

US Pat. No. 9,557,573

THREE DIMENSIONAL DISPLAY SYSTEM

Merck Patent GmbH, Darms...

1. A light emitting device comprising an array of pixels and an electrode arrangement, wherein said array of pixels comprises
pixels of first and second groups comprising first and second pluralities of light emitting nanorods aligned along first and
second predetermined axes respectively, the axes being substantially perpendicular to each other, and the pixels of said array
are associated with a plurality of electrode elements of said electrode arrangement thereby enabling modulation of optical
emission of one or more pixels separately from one or more other pixels of said pixel array by controllable application of
an electric field, the device being therefore configured and operable as an active pixel emitter.

US Pat. No. 9,279,082

POLYMERISABLE COMPOUNDS AND THE USE THEREOF IN LIQUID-CRYSTAL DISPLAYS

Merck Patent GmbH, Darms...

1. A liquid crystalline mixture comprising at least two liquid crystalline compounds, at least one of which is a compound
of formula I

in which the individual radicals have the following meanings:
G denotes —CM=CRc—CO—, —CO—CRc?CM-, —CRc=CM-CO— or —CO—CM=CRc—

M denotes —X2-A4-(Z2-A3)n2-Rb,

A1-4 each, independently of one another, and on each occurrence identically or differently, denote an aromatic, heteroaromatic,
alicyclic or heterocyclic group, preferably having 4 to 25 C atoms, which may also contain fused rings, and which is optionally
mono- or polysubstituted by L, and A2 and A4 may also denote a single bond,

X1 and X2 each, independently of one another, and on each occurrence identically or differently, denote —O—, —S—, —CO—, —CO—O—, —O—CO—,
—O—CO—O— or a single bond,

Z1 and Z2 each, independently of one another, and on each occurrence identically or differently, denote —O—, —S—, —CO—, —CO—O—, —O—CO—,
—O—CO—O—, —OCH2—, —CH2O—, —SCH2—, —CH2S—, —CF2O—, —OCF2—, —CF2S—, —SCF2—, —(CH2)n3—, —CF2CH2—, —CH2CF2—, —(CF2)n3—, —CH?CH—, —CF?CF—, —CH?CF—, —CF?CH—, —C?C—, —CH?CH—CO—O—, —O—CO—CH?CH—, —CH2—CH2—CO—O—, —O—CO—CH2—CH2—, —CR0R00— or a single bond,

Ra-c each, independently of one another, and on each occurrence identically or differently, denote P, P-Sp-, H, OH, F, Cl, Br,
I, —CN, —NO2, —NCO, —NCS, —OCN, —SCN, SF5 or straight-chain or branched alkyl having 1 to 25 C atoms, in which, in addition, one or more non-adjacent CH2 groups may each be replaced, independently of one another, by —C(R00)=C(R000)-, —C?C—, —N(R00)-, —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O— in such a way that O and/or S atoms are not linked directly to one another, and
in which, in addition, one or more H atoms may be replaced by F, Cl, Br, I, CN or P-Sp-,

wherein at least two of the radicals Ra denote or contain a group P or P-Sp-,

P denotes on each occurrence, identically or differently, a polymerisable group,
Sp denotes on each occurrence, identically or differently, a spacer group or a single bond,
R00 and R000 each, independently of one another, denote H or alkyl having 1 to 12 C atoms,

L denotes on each occurrence, identically or differently, P-Sp-, H, OH, CH2OH, halogen, SF5, NO2, a carbon group or hydrocarbon group,

n1 and n2 each, independently of one another, denote 0, 1, 2 or 3,
n3 denotes 1, 2, 3 or 4,
x denotes 2, 3 or 4,
in liquid-crystal (LC) media and LC displays.
US Pat. No. 9,182,615

PARTICLES FOR ELECTROPHORETIC DISPLAYS

Merck Patent GmbH, (DE) ...

1. Polymer particles comprising monomer units of a) at least one polymerizable ionic liquid which has a melting point below
373 K and is of the formula
X—R—C+A?,

wherein
X is a polymerizable group,
R is a spacer group,
C+ is a cation, and

A? is a borate, imide, phosphate, sulfonate, succinate, naphthenate or carboxylate;

b) at least one monomer,
c) optionally at least one polymerizable dye, and
d) optionally at least one crosslinking co-monomer.
US Pat. No. 9,078,929

?-POLYLYSINE CONJUGATES AND THE USE THEREOF

Merck Patent GmbH, Darms...

1. A conjugate comprising at least one compound carrying carboxyl groups and an oligomer which consists of 10 to 1000 peptidically
linked monomer units and which is either built up from more than 50% (based on the total number of monomer units) of ?-lysine
monomer units or comprises at least 10 successive monomer units which are built up from at least 70% (based on the number
of such successive monomer units) of ?-lysine monomer units,
wherein the conjugate contains from 3 to 6 compounds carrying carboxyl groups per 10 monomer units,
wherein, in the oligomer, said ?-lysine monomer units are bonded via the ?-amino group of their side chain, such that the
oligomer is unbranched,

wherein, in the compound carrying carboxyl groups, the proportion of carboxyl groups by molecular weight is greater than 30%
and

wherein at least one compound carrying carboxyl groups which is conjugated to the oligomer contains two or more free carboxyl
groups.

US Pat. No. 9,373,801

FLAVANTHRENE DERIVATIVES AND THEIR USE AS ORGANIC SEMICONDUCTORS

MERCK PATENT GMBH, Darms...

1. A compound of formula I

wherein the individual groups have the following meanings
R1 and R2 independently of each other denote —C?C—R3,

R3 is an optionally substituted alkyl, silyl or germyl group, or an aryl or heteroaryl group with 1 to 20 ring atoms which
is unsubstituted or substituted by one or more groups L

X1 to X6 independently of each other, and on each occurrence identically or differently, denote H or have one of the meanings given
for L,

L is selected from P-Sp-, F, Cl, Br, I, —OH, —CN, —NO2, —NCO, —NCS, —OCN, —SCN, —C(?O)NR0R00, —C(?O)X0, —C(?O)R0, —NR0R00, C(?O)OH, optionally substituted silyl or germyl, optionally substituted aryl or heteroaryl having 4 to 20 ring atoms, straight
chain, branched or cyclic alkyl, which is optionally substituted, alkoxy, oxaalkyl or thioalkyl with 1 to 20, preferably 1
to 12 C atoms which is unsubstituted or substituted with one or more F or Cl atoms or OH groups, and straight chain, branched
or cyclic alkenyl, alkynyl, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy with 2 to 30, preferably
2 to 12 C atoms which is unsubstituted or substituted with one or more F or Cl atoms or OH groups,

P is a polymerisable group,
Sp is a spacer group or a single bond,
X0 is halogen,

R0, R00 independently of each other denote H or alkyl with 1 to 20 C-atoms,

Y0, Y00 independently of each other denote H, F, Cl or CN.

US Pat. No. 9,590,178

CONJUGATED POLYMERS

MERCK PATENT GMBH, Darms...

1. A polymer comprising one or more divalent units of formula I

wherein
X1, X2, X3, X4 denote independently of each other, and on each occurrence identically or differently O or S,

R1, R2 denote independently of each other, a straight-chain or branched alkyl with 1 to 20 C atoms, which is unsubstituted or substituted
by one or more F atoms, and

R3, R4 denote independently of each other, and on each occurrence identically or differently, H, halogen, or an optionally substituted
carbyl or hydrocarbyl group, wherein one or more C atoms are each optionally replaced by a hetero atom.

US Pat. No. 9,206,351

MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES

Merck Patent GmbH, Darms...

1. A compound of formulae (6), (7), (8), (9), or (10)

wherein
X is, identically or differently on each occurrence, C, P(Ar), or P(Ar-Y);
Ar is, identically or differently on each occurrence an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring
atoms optionally substituted by one or more radicals R1, wherein Ar contains phenyl and/or naphthyl groups, but no larger condensed aromatic systems;

R1 is, identically or differently on each occurrence, H, F, N(Ar1)2, CN, NO2, Si(R2)3, B(OR2)2, C(?O)Ar1, P(?O)(Ar1)2, CR2?CR2(Ar1), a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms optionally substituted by one or more radicals
R2, a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 C atoms optionally substituted by one or more radicals
R2, wherein one or more non-adjacent CH2 groups of said straight-chain alkyl, alkoxy, or thioalkoxy group or said branched or cyclic alkyl, alkoxy, or thioalkoxy group
is optionally replaced by R2C?CR2, Si(R2)2, C?O, P(?O)(R2), SO, SO2, NR2, O, S, or CONR2 and wherein one or more H atoms of said straight-chain alkyl, alkoxy, or thioalkoxy group or said branched or cyclic alkyl,
alkoxy, or thioalkoxy group is optionally replaced by F, an aromatic or heteroaromatic ring system having 5 to 60 aromatic
ring atoms, which is optionally substituted by one or more radicals R2, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
radicals R2, or a combination of these systems;

Ar1 is, identically or differently on each occurrence, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring
atoms, which is optionally substituted by one or more radicals R2;

R2 is, identically or differently on each occurrence, H, F, or an aliphatic, aromatic, and/or heteroaromatic hydrocarbon radical
having 1 to 20 C atoms, wherein H atoms are optionally replaced by F; and wherein two or more substituents R2 optionally define a mono- or polycyclic aliphatic or aromatic ring system with one another;

Y is, identically or differently on each occurrence, in formulae (7), (8) and (9), a group of formula (2) or formula (3),
and in formulae (6) and (10), a group of formula (2)


wherein said group of formula (2) is linked to Ar via any position and said group of formula (3) is linked to Ar via N, wherein
R1 is as defined above and:

E is O, S, N(R1), P(R1), P(?O)R1, C(R1)2, Si(R1)2, or a single bond;

Ar2 is, identically or differently on each occurrence, an aryl or heteroaryl group having 5 to 20 aromatic ring atoms or a triarylamine
group having 15 to 30 aromatic ring atoms, each of which is optionally substituted by one or more radicals R1, with the proviso that at least one substituent R1 is an alkyl or silyl group and is present on at least one Ar2 group;

p is, identically or differently on each occurrence, 0, 1, 2, 3 or, 4;
q is 0 or 1, wherein q is 0 if said group of formula (2) is bonded to Ar via the nitrogen and q is 1 if said group of formula
(2) is bonded to Ar via an atom other than the nitrogen;

with the proviso that the group Ar which is bonded to X and to Y is not continuously conjugated if said compound has precisely
one carbonyl function; and

n is, identically or differently on each occurrence, is 1, 2, 3, 4, or 5.

US Pat. No. 9,175,219

COMPOUNDS FOR A LIQUID CRYSTALLINE MEDIUM AND USE THEREOF FOR HIGH FREQUENCY COMPONENTS

Merck Patent GmbH, Darms...

1. A component for a high-frequency product comprising a compound of formula I
R1—(A1—Z1)m—A2—Z2?A3?pZ3—A4—(Z5—A5)n—R2  I

in which
A1, A2, A3, A4, A5 each, independently of one another, denote

a) 1,4-phenylene, in which one or more CH groups may be replaced by N, or a 2,6-naphthylene group of the formula

b) a radical from the group thiophene-2,5-diyl, furan-2,5-diyl or a group of the formula
or
c) trans-1,4-cyclohexylene or cyclohexenylene, in which, one or two non-adjacent CH2 groups may be replaced by —O— and/or —S—, and in which H may be replaced by F, 1,4-bicyclo[2.2.2]octylene, cyclobutane-1,3-diyl
or spiro[3.3]heptane-2,6-diyl,

and in which, groups a), b) and c),
one or more H atoms may also be substituted by a group as defined for L,
where one or more of the groups A2, A3 and A4 denote a group of the formula


L independently denotes branched or unbranched alkyl having 1 to 12 C atoms, alkenyl or alkynyl having 2 to 12 C atoms, in
which in each case, independently of one another, one or more hydrogen atoms may be replaced by F or Cl and one or more —CH2— groups may be replaced by O , or denotes C3-C6 cycloalkyl or C3-C6 cycloalkenyl, F, Cl, Br, CN, NCS, SCN or SF5,

Z2, Z3 independently denote —C?C— or


Y1, Y2, independently of one another, denote H, F, Cl, C1-C10 alkyl,

Z1, Z5, independently of one another, denote a single bond, —C?C—, —CH?CH—, —CH2O—, —(CO)O—, —CF2O—, —CF2CF2—, —CH2CF2—, —CH2CH2—, —(CH2)4—, —CH?CF— or —CF?CF—, where asymmetrical bridges may be oriented to both sides,

R1 and R2, independently of one another, denote a halogenated or unsubstituted alkyl radical having 1 to 15 C atoms, where one or more
CH2 groups in these radicals may each be replaced, independently of one another, by —C?C—, —CH?CH—, —CF?CF—, —CF?CH—, —CH?CF—,
—(CO)—, —S— or —O— in such a way that S or O atoms are not linked directly to one another,

or denote F, Cl, Br, CN, CF3, OCF3, —NCS or SF5,

R2 also denotes H,

m, n, independently of one another, denote 0, 1 or 2, and
p denotes 1 or 2.

US Pat. No. 9,156,939

POLYMER CONTAINING ALDEHYDE GROUPS, REACTION AND CROSSLINKING OF THIS POLYMER, CROSSLINKED POLYMER, AND ELECTROLUMINESCENT DEVICE COMPRISING THIS POLYMER

Merck Patent GmbH, Darms...

1. A process for the preparation of a crosslinked polymer which comprises the following steps:
(a) providing a polymer which comprises at least one structural unit of the following formula (I):

wherein at least one representative from Ar and Ar? contains an aldehyde group,
where the symbols and indices used have the following meanings:
Ar and Ar? represent, independently of one another, a substituted or unsubstituted, mono- or polycyclic, aromatic or heteroaromatic
ring system;

X represents a covalent single bond or a straight-chain, branched or cyclic C1-10-alkylene, C1-10-alkenylene or C1-10-alkynylene group, in which one or more H atoms is optionally replaced by F and in which one or more CH2 groups is optionally replaced by O, NH or S; and

n is 1, 2, 3 or 4; and
the dashed lines represent bonds to the next structural unit of the polymer;
(b) conversion of the aldehyde groups into vinyl groups or alkenyl groups; and
(c) crosslinking of the polymer.

US Pat. No. 9,543,523

CYCLOHEXADIENE FULLERENE DERIVATIVES

MERCK PATENT GMBH, Darms...

1. A compound of formula I
wherein
Cn is a fullerene composed of n carbon atoms, optionally with one or more atoms trapped inside,

Adduct is a secondary adduct or a combination of secondary adducts appended to the fullerene Cn with any connectivity,

m is 0, an integer ?1, or a non-integer >0,
o is an integer ?1,
R1, R2, R3, R4 independently of each other denote H, halogen, CN, R5 or R6,

R5 denotes a saturated or unsaturated, non-aromatic carbo- or heterocyclic group, or an aryl, heteroaryl, aryloxy or heteroaryloxy
group, wherein each of the aforementioned groups has 3 to 20 ring atoms, is mono- or polycyclic, does optionally contain fused
rings, and is optionally substituted by one or more halogen atoms or CN groups, or by one or more identical or different groups
R6,

R6 denotes an alkyl group with 1 to 30 C atoms, which is straight-chain, branched or cyclic, and in which one or more CH2 groups are each optionally replaced by —O—, —S—, —C(?O)—, —C(?S)—, —C(?O)—O—, —O—C(?O)—, —NR0—, —C(?O)—NR0—, —NR0—C(?O)—, —SiR0R00—, —CF2—, —CHR0?CR00—, —CY1?CY2— or —C?C— in such a manner that O and/or S atoms are not linked directly to one another, and in which one or more H atoms
are each optionally replaced by F, Cl, Br, I or CN,

Y1 and Y2 denote independently of each other H, F, Cl or CN, and

R0 and R00 denote independently of each other H or an optionally substituted carbyl or hydrocarbyl group with 1 to 40 C atoms,

wherein at least one of R1, R2, R3 and R4 denotes R5 that is substituted by one or more groups R6 as defined above, which have at least 3 C atoms wherein at least one CH2 group is optionally replaced by —O—, —S—, —C(?O)—, —C(?S)—, —C(?O)—O—, —O—C(?O)—, —NR0—, —SiR0R00—, —CF2—, —CHR0?CR00—, —CY1?CY2— or —C?C—.

US Pat. No. 9,499,474

PROCESS FOR PRODUCING ARYLAMINES

Merck Patent GmbH, Darms...

1. A process for the preparation of a compound containing at least one arylamino group, the process comprising at least one
palladium-catalysed coupling reaction between an amino compound, and an aryl compound, Ar—(X)n, in the presence of a base having a pKa value based on dimethyl sulfoxide of at least 33, the process indicated by the following reaction scheme

and the amino compound is of the formula

wherein:
Ar is an aromatic ring system having 10 to 30 aromatic ring atoms, optionally substituted by one or more radicals R1, and includes a condensed aromatic ring system of at least two aromatic rings condensed with one another, where the one ring
is condensed onto the other ring in an ortho-position to the bond to the amine nitrogen;

E is, identically or differently on each occurrence, selected from a single bond, C(R1)2, C?O, Si(R1)2, NR1, O, and S;

R is, identically or differently on each occurrence, selected from H, a straight-chain alkyl group having 1 to 20 C atoms
or a branched or cyclic alkyl group having 3 to 20 C atoms or an alkenyl or alkynyl group having 2 to 20 C atoms, optionally
substituted by one or more radicals R1 and where one or more CH2 groups in the above-mentioned groups are optionally replaced by —R1C?CR1—, —C?C—, Si(R1)2, C?O, C?S, C?NR1, —C(?O)O—, —C(?O)NR1—, NR1, P(?O)(R1), —O—, —S—, SO, or SO2, and where one or more H atoms in the above-mentioned groups are optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aryl group having 5 to 60 aromatic ring atoms, optionally substituted by one or more radicals R1,

where at least one R is an aryl group with a substituent R1 in the ortho-position to the bond to the nitrogen atom, or at least one R is an aryl group with a condensed-on ring in the
ortho-position to the bond to the nitrogen atom, and

where radicals R are optionally linked to one another to define a ring, and where not more than one group R on a nitrogen
atom is equal to H;

R1 is, identically or differently on each occurrence, selected from H, D, F, Cl, Br, I, B(OR2)2, CHO, C(?O)R2, CR2?C(R2)2, CN, C(?O)OR2, C(?O)N(R2)2, Si(R2)3, N(R2)2, NO2, P(?O)(R2)2, OSO2R2, OR2, S(?O)R2, S(?O)2R2, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 20 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl
group having 3 to 20 C atoms or an alkenyl or alkynyl group having 2 to 20 C atoms, each optionally substituted by one or
more radicals R2 and where one or more CH2 groups in the above-mentioned groups are optionally replaced by —R2C?CR2—, —C?C—, Si(R2)2, C?O, C?S, C?NR2, —C(?O)O—, —C(?O)NR2—, NR2, P(?O)(R2), —O—, —S—, SO, or SO2, and where one or more H atoms in the above-mentioned groups are optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic ring system having 5 to 30 aromatic ring atoms, which may in each case be substituted by one or more radicals
R2, or an aryloxy group having 5 to 30 aromatic ring atoms, optionally substituted by one or more radicals R2, where two or more radicals R1 are optionally linked to one another to define a ring;

R2 is, identically or differently on each occurrence, H, D, F, or an aliphatic, aromatic, or heteroaromatic organic radical having
1 to 20 C atoms, wherein one or more H atoms are optionally replaced by D or F; two or more substituents R2 are optionally linked to one another to define a ring;

X is, identically or differently on each occurrence, a leaving group;
k is, identically or differently on each occurrence, 0 or 1, wherein, if k=zero, the group E is not present; and
n is a value of 1 to 10.

US Pat. No. 9,287,504

SEMICONDUCTING POLYMERS

Merck Patent GmbH, Darms...

1. A polymer comprising in said polymer identical or different repeating units of formula I

wherein the asterisks indicate a link to neighboring groups, and the polymer is a conjugated polymer,
X is O, S or NRx,

R is, on each occurrence identically or differently, H, F, Cl, Br, I, CN, or straight-chain, branched or cyclic alkyl with
1 to 35 C atoms, in which one or more non-adjacent C atoms are optionally replaced by —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O—,
—CR0?CR00— or —C?C— and in which one or more H atoms are optionally replaced by F, Cl, Br, I or CN, or denote aryl, heteroaryl, aryloxy,
heteroaryloxy, arylcarbonyl, heteroarylcarbonyl, arylcarbonyloxy, heteroarylcarbonyloxy, aryloxycarbonyl or heteroaryloxycarbonyl
having 4 to 30 ring atoms that is unsubstituted or substituted by one or more non-aromatic groups R1,

Rx is on each occurrence identically or differently straight-chain, branched or cyclic alkyl with 1 to 30 C atoms, in which one
or more non-adjacent C atoms are optionally replaced by —O—, —S—, —CO—, —CO—O—, —O—CO—, O—CO—O—, —CR0?CR00— or —C?C— and in which one or more H atoms are optionally replaced by F, Cl, Br, I or CN,

R0 and R00 are independently of each other H or optionally substituted carbyl or hydrocarbyl optionally comprising one or more hetero
atoms,

R1 is on each occurrence identically or differently H, halogen, —CN, —NC, —NCO, —NCS, —OCN, —SCN, —C(?O)NR0R00, —C(?O)X0, —C(?O)R0, —NH2, —NR0R00, —SH, —SR0, —SO3H, —SO2R0, —OH, —NO2, —CF3, —SF5, optionally substituted silyl, carbyl or hydrocarbyl with 1 to 40 C atoms that is optionally substituted and optionally comprises
one or more hetero atoms, or P-Sp-,

P is a polymerizable or crosslinkable group,
Sp is a spacer group or a single bond,
X0 is halogen.

US Pat. No. 9,249,140

BICYCLIC HETEROAROMATIC COMPOUNDS

MERCK PATENT GMBH, Darms...


or a pharmaceutically usable salt, tautomer or stereoisomer thereof, or a mixture, in any ratio, of any of: the compound,
a pharmaceutically usable salt thereof, a tautomer thereof and/or a stereoisomer thereof.

US Pat. No. 9,388,142

QUINAZOLINONE DERIVATIVES AS PARP INHIBITORS

MERCK PATENT GMBH, Darms...


or a pharmaceutically acceptable salt, tautomer or stereoisomer thereof.

US Pat. No. 9,082,990

COMPLEX COMPOUNDS HAVING A LIGAND CONTAINING AN N DONOR AND A P DONOR AND THE USE THEREOF IN THE OPTO-ELECTRONIC FIELD

Merck Patent GmbH, (DE)

13. A process for the generation of light of a certain wavelength, comprising the step of providing a polynuclear metal complex
compound having a ligand of the formula I

in which
the carbons C1 and C2 are part of an aromatic or non-aromatic ring system F1,

P and N are phosphorus and nitrogen,
R3 and R4 are, independently of one another, hydrogen or an alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkynyl, cycloalkynyl, alkylcycloalkyl,
heteroalkyl, heterocycloalkyl, heteroalkylcycloalkyl, aryl, heteroaryl, aralkyl or heteroaralkyl radical having up to 40 C
atoms, and

R1 and R2 are, independently of one another, an atom or radical from the group comprising hydrogen, halogen, R—, RO—, RS—, RCO—, RCOO—,
RNH—, R2N—, RCONR— and —Si(R)X(OR)3-X, where R=an alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkynyl, cycloalkynyl, alkylcycloalkyl, heteroalkyl, heterocycloalkyl,
heteroalkylcycloalkyl, aryl, heteroaryl, aralkyl or heteroaralkyl radical having up to 40 C atoms and X=1, 2 or 3.

US Pat. No. 9,808,535

CONJUGATES FOR PROTECTION FROM NEPHROTOXIC ACTIVE SUBSTANCES

MERCK PATENT GMBH, Darms...

1. A conjugate containing at least one kidney-selective carrier molecule and at least one active compound which has a protective
action for the kidney against nephrotoxic active compounds,
wherein the at least one kidney-selective carrier molecule is
an oligopeptide comprising multiple monomeric peptides comprising more than 50% (based on the number of amino acid units)
of sequence sections selected from the group consisting of -(KKEEE)-, -(RREEE)-, -(KKKEEE)- and -(KKKEE)-, wherein

(i) the peptide or oligopeptide overall has a chain length of 15 to 100 amino acid units;
(ii) the peptide or oligopeptide comprises at least 50% (based on the number of amino acid units) of amino acids K and E,
or R and E, respectively; and

(iii) the oligopeptide comprises at least 3 consecutive sequence sections; wherein the at least one active compound is selected
from the group consisting of lipoic acid, resveratrol, caffeic acid, luteolin, quercetin, rutin, cyanidin, xanthohumol, ascorbic
acid, nicotinic acid, amifostin, alliin, thiols, tocopherols, carotinoids, butylhydroxytoluene (BHT), pifithrin-?, pifithrin-?,
MDL 28170 and NS3694, and combinations thereof.

US Pat. No. 9,433,673

SILICON DIOXIDE NANOPARTICLES AND THE USE THEREOF FOR VACCINATION

MERCK PATENT GMBH, Darms...

1. A method for the activation of the immune system of a patient in need thereof and providing an adjuvant immune response,
comprising parenterally administering to a patient in need thereof, monodisperse nanoparticles of silicon dioxide, where the
nanoparticles have a diameter of 5 to 50 nm and are free of additional adjuvants.

US Pat. No. 9,331,281

BANK STRUCTURES FOR ORGANIC ELECTRONIC DEVICES

Merck Patent GmbH, Darms...

1. An organic electronic device comprising a substrate in contact with one or more bank structures, wherein said bank structures
comprise a polycycloolefinic polymer that includes one or more distinct types of repeating units of formula I

wherein Z is selected from —CH2—, —CH2—CH2— or —O—, m is an integer from 0 to 5, each of R1, R2, R3 and R4 are independently selected from H, a C1 to C25 hydrocarbyl, a C1 to C25 halohydrocarbyl or a C1 to C25 perhalocarbyl group, wherein the substrate has a higher surface energy than the one or more bank structures that include the
polycycloolefinic polymer.

US Pat. No. 9,238,739

EFFECT PIGMENTS

Merck Patent GmbH, Darms...

1. Effect pigments comprising: a flake-form substrate; a coating on one or more sides of the substrate of one or more transparent,
semi-transparent and/or opaque layers comprising metal oxides, metal oxide hydrates, metal suboxides, metals, metal fluorides,
metal nitrides, metal oxynitrides or mixtures of these materials; and an outer organic coating, wherein the organic coating
contains fluoroalkyl groups and hydrophilic aminoalkyl groups and the organic coating contains at least one siloxane and/or
at least one silane.
US Pat. No. 9,517,977

MATERIALS FOR ELECTRONIC DEVICES

Merck Patent GmbH, Darms...

16. A compound of the general formula (I)
Z—(Y)n
where
Z is terphenyl, triphenylene, spirobifluorene, benzophenanthrene, fluoranthene, benzanthracene, or a heteroaryl group having
15 to 40 aromatic ring atoms, which is optionally substituted by one or more radicals R,

Y, identically or differently on each occurrence, represents a phenyl, tolyl, biphenyl, terphenyl, diphenyltriazinyl, pyridinyl,
each of which carries two or more deuterium atoms and no further substituents apart from deuterium and hydrogen;

n can adopt a value from 1 to 15;
R is identically or differently on each occurrence, represent H, D, F, Cl, Br, I, CN, Si(R2)3, NO2 or a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40
C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, each of which is optionally substituted
by one or more radicals R2, where one or more adjacent or non-adjacent CH2 groups is optionally replaced by —C?C—, —R2C?CR2—, Si(R2)2, C?O, C?S, C?Se, C?NR2, P(?O)(R2), SO, SO2, NR2, O, S, C(?O)O or C(?O)NR2, or an aromatic or heteroaromatic ring system having 5 to 60 ring atoms, which may in each case be substituted by one or
more radicals R2; two or more substituents R or R1 on the group Z and/or on one or more of the groups Y is optionally linked to one another and optionally form a mono- or polycyclic
aliphatic, aromatic or heteroaromatic ring system, wherein the group R does not represent a deuterium atom; and

R2 on each occurrence, identically or differently, represents H, D or an aliphatic, aromatic or heteroaromatic organic radical
having 1 to 20 C atoms, in which, in addition, one or more H atoms is optionally replaced by D or F.

US Pat. No. 9,388,338

LIQUID CRYSTAL MIXTURE

Merck Patent GmbH, Darms...

1. A liquid crystal mixture comprising a compound of formula (I)

wherein
R1 is H or a linear or branched alkyl group of 1 to 20 C atoms, or a linear or branched alkenyl group of 2 to 20 C atoms, wherein
in either case optionally one —CH2— group is replaced by cyclohexylen-1,4-diyl, or one or two —CH2— groups optionally are replaced by —O—, if non-adjacent to N, or by —C(?O)—, or —Si(CH3)2—, and/or one or more H of the alkyl or alkenyl group optionally is replaced by F or CH3;

R2 stands for

a) F,
b) a linear or branched alkyl group of 1 to 20 C atoms, or a linear or branched alkenyl group of 2 to 20 C atoms, wherein
in either case one or two —CH2— groups optionally are replaced by —O—, —C(?O)O—, or —Si(CH3)2—, and/or one or more H of the alkyl or alkenyl group is replaced by F or CH3,

c) a radical

wherein independently from the respective meanings in (I)
R3, R4, R5, R6 are, independently from another, an alkyl group of 1 to 8 C atoms;

M1, M2 represent, independently from another, a single bond, —OC(?O)—, —C(?O)O—, —OCH2—, or —NH—;

A is
i) —C(?Y)—, wherein Y is CH—Z, wherein Z is phenylen-1,4-diyl, optionally substituted by one to three halogen atoms, alkyl
or alkyloxy groups of 1 to 4 C atoms, with the proviso that M1 and M2 are —C(?O)O— and —OC(?O)—,

ii) —CHY—, wherein Y is CH2—Z, wherein Z is phenylen-1,4-diyl, optionally substituted by one to three halogen atoms, alkyl or alkyloxy groups of 1 to
4 C atoms, with the proviso that M1 and M2 are —C(?O)O— and —OC(?O)—,

iii)

wherein
p and q are 0, 1 or 2, wherein the sum of p+q is 1;
M3 is a single bond or —OC(?O)—, —C(?O)O—, —OCH2—, —CH2O—, —C?C—, —CH2CH2—, or —CH2CH2CH2CH2—;


are, independently from another, phenylen-1,4-diyl, which is optionally substituted by one, two or three F, or cyclohexan-1,4-diyl,
which is optionally substituted by one CN, CH3 or F, or pyrimidin-2,5-diyl, which is optionally substituted by one F, pyridine-2,5-diyl, which is optionally substituted
by one F, or naphthalene-2,6-diyl, which is optionally substituted by one, two or three F, or 1,2,3,4-tetrahydronaphthalene-2,6-diyl,
wherein the aromatic ring is optionally substituted by one, two or three F, or decahydronaphthalene-2,6-diyl, or indane-2,5(6)-diyl,
or fluorene-2,7-diyl, or phenanthrene-2,7-diyl, or 9,10-dihydrophenanthrene-2,7-diyl, or (1,3,4)thiadiazol-2,5-diyl, or (1,3)thiazol,2,5-diyl,
or (1,3)thiazol-2,4-diyl, or thiophen-2,4-diyl, or thiophen-2,5-diyl, or (1,3)dioxan-2,5-diyl, or piperidin-1,4-diyl, or piperazin-1,4-diyl;

X is H, OH, a linear or branched alkyl or alkyloxy group of 1 to 20 C atoms, wherein one or two —CH2— groups are optionally replaced by —O—, —C(?O)O—, or —Si(CH3)2—, and optionally one or more H are replaced by F or CH3; and

m is 0 or 1; or
X and M1-(A)m-M2-R2 together are

a) a ring of 4 to 16 members, optionally substituted by an alkyl radical of 1 to 15 C atoms,
b) a combination of two either directly linked or spiro-linked rings of, independently from another, 4 to 16 members, optionally
substituted by an alkyl radical of 1 to 15 C atoms, wherein the rings, independently from another, are carbocycles or carbocycles
comprising B, N, O or S heteroatoms.

US Pat. No. 9,379,326

SELECTIVE ETCHING OF A MATRIX COMPRISING SILVER NANO WIRES

MERCK PATENT GMBH, Darms...

1. A method for selective etching of a polymer matrix comprising silver nanowires and/or carbon nano tubes on a plastic or
glass substructure, said method comprising:
a) printing an acidic based etching paste onto the surface of a substrate formed of a composite material comprising said polymer
matrix with silver nanowires and/or carbon nano tubes and said plastic or glass substructure, wherein said etching paste comprises
an etchant selected from NH4HF2 NH4F, HF, and HBF4,

b) etching for a predetermined period of time, with or without heating, and
c) cleaning said substrate.

US Pat. No. 9,296,948

MESOGENIC COMPOUNDS, LIQUID-CRYSTALLINE MEDIA AND COMPONENTS FOR HIGH-FREQUENCY TECHNOLOGY

MERCK PATENT GMBH, Darms...

1. Liquid-crystal medium which comprises a component A which comprises one or more compounds selected from the compounds of
the formulae IA-1 to IA-3
in which
L1 denotes halogen,

R11 to R13, independently of one another, denote unfluorinated alkyl or unfluorinated alkoxy, each having 1 to 15 C atoms, unfluorinated
alkenyl, unfluorinated alkenyloxy or unfluorinated alkoxyalkyl, each having 2 to 15 C atoms, or cycloalkyl, alkylcycloalkyl,
cycloalkenyl, alkylcycloalkenyl, alkylcycloalkylalkyl or alkylcycloalkenylalkyl, each having up to 15 C atoms, provided that
R13 is not unfluorinated alkoxy, and which optionally comprises one or more compounds of the formula IB


in which

 denotes one of the following groups:

R11? to R14?, independently of one another, denote unfluorinated alkyl or unfluorinated alkoxy, each having 1 to 15 C atoms, unfluorinated
alkenyl, unfluorinated alkenyloxy or unfluorinated alkoxyalkyl, each having 2 to 15 C atoms, or cycloalkyl, alkylcycloalkyl,
cycloalkenyl, alkylcycloalkenyl, alkylcycloalkylalkyl or alkylcycloalkenylalkyl, each having up to 15 C atoms, and alternatively
one of R13? and R14? or both also denote H.

US Pat. No. 9,139,763

SURFACE-MODIFIED PHOSPHORS

MERCK PATENT GMBH, Darms...

1. Surface-modified phosphor particles comprising luminescent particles which in turn comprise at least one luminescent compound
that is (Ca,Sr,Ba)2SiO4 or other silicates, in each case individually or mixtures thereof with one or more activator ions,
wherein both at least one metal, transition-metal or semimetal oxide layer and an organic coating are applied to the luminescent
particles, and wherein the organic coating comprises at least one alkoxysilane, polyorganosilaxane or mixtures thereof.

US Pat. No. 9,051,233

COMPOUNDS FOR ELECTRONIC DEVICES

Merck Patent GmbH, Darms...

5. An organic electronic device comprising at least one organic layer comprising at least one compound of claim 1.
US Pat. No. 9,944,778

MICROSPHERES

Merck Patent GmbH, Darms...

1. A composition comprising microsphere core-shell particles dispersed in a polyolefin carrier, wherein the core of each of the microsphere core-shell particles contains only one laser absorber which is Bi2O3 or BiOCl and contains at least one non-olefinic polymer compound, and the shell of each of the microsphere core-shell particles contains at least one compatibilizer,which compatibilizer is
a functionalized polymer that is a copolymer of ethylene and glycidyl methacrylate (ethylene-GMA), or
a grafted polyolefin, or
styrene-ethylene/butylene-styrene (SEBS), and
wherein the laser absorber represents 20-90 wt. % of the microsphere.

US Pat. No. 9,434,882

LIQUID-CRYSTALLINE MEDIUM AND ELECTRO-OPTICAL DISPLAY

MERCK PATENT GMBH, Darms...

1. A liquid-crystalline-medium having a nematic phase and negative dielectric anisotropy which comprises
a) a compound of the formula I

and
b) one or more compounds of the formula II

in which
R21 denotes an unsubstituted alkyl radical having 1 to 7 C atoms or an unsubstituted alkenyl radical having 2 to 7 C atoms, and

R22 denotes an unsubstituted alkenyl radical having 2 to 7 C atoms, wherein said formula II includes 37% or more of a compound
of formula CC-n-V


in which n is 3 or,
wherein the total concentration of the compounds of the formula CC-n-V, in the medium as a whole is 37% to 44%
and
c) one or more compounds of the formula III-1 to III-4

in which
R31 denotes an unsubstituted alkyl radical having 1 to 7 C atoms,

R32 denotes an unsubstituted alkyl radical having 1 to 7 C atoms, or an unsubstituted alkoxy radical having 1 to 6 C atoms, and

m, n and o each, independently of one another, denote 0 or 1 and
wherein at least one of said compounds is a compound of formula III-2.

US Pat. No. 9,394,406

POLYMERS CONTAINING SUBSTITUTED BENZODITHIOPHENE UNITS, BLENDS COMPRISING THESE POLYMERS, AND DEVICES COMPRISING THESE POLYMERS OR BLENDS

Merck Patent GmbH, Darms...

1. A copolymer comprising structural units of general formula (I)

and an aromatic structural unit selected from the group consisting of 4,5-dihydropyrene derivatives, 4,5,9,10-tetrahydropyrene
derivatives, fluorene derivatives, 9,9?-spirobifluorene derivatives, phenanthrene derivatives, 9,10-dihydrophenanthrene derivatives,
5,7-dihydrodibenzoxepine derivatives and cis- and trans-indenofluorene derivatives,
wherein:X and Y are on each occurrence independently selected from naphthyl, anthracenyl, phenanthrenyl, dihydrophenanthrenyl, biphenyl,
terphenyl, fluorenyl, spirobifluorenyl, cis- or trans-indenofluorenyl, truxenyl, isotruxenyl, spirotruxenyl, spiroisotruxenyl,
carbazolyl, pyridinyl, quinolinyl, or isoquinolinyl, wherein one or more H atoms are optionally replaced by R, and wherein
one of the two groups X or Y is optionally R;R is identically or differently on each occurrence D, F, Cl, Br, I, N(Ar1)2, C(?O)Ar1, P(?O)Ar12, S(?O)Ar1, S(?O)2Ar1, CR1?CR1Ar1, CN, NO2, Si(R1)3, B(OR1)2, OSO2R1, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms, or a branched or cyclic alkyl, alkoxy or thioalkoxy
group having 3 to 40 C atoms, each of which is optionally substituted by one or more radicals R1, wherein one or more non-adjacent CH2 groups is optionally replaced by R1C?CR1, C?C, Si(R1)2, Ge(R1)2, Sn(R1)2, C?O, C?S, C?Se, C?NR1, P(?O)(R1), SO, SO2, NR1, O, S, or CONR1, and wherein one or more H atoms is optionally replaced by F, Cl, Br, I, CN, or NO2;Ar1 is identically or differently on each occurrence an aryl or heteroaryl group or an aromatic or heteroaromatic ring system;
andR1 is identically or differently on each occurrence H, an aliphatic hydrocarbon radical having 1 to 20 C atoms, or an aromatic
hydrocarbon radical having 6 to 20 C atoms;wherein the H atom present in each case in one or both of the thiophene rings is optionally replaced by R; and wherein the
dashed lines, represent the bonds to the adjacent structural units in the copolymer.

US Pat. No. 9,388,053

ANHYDROUS SODIUM CARBONATE HAVING A LOW PORE CONTENT

Merck Patent GmbH, Darms...

1. Crystalline sodium carbonate, which crystalline sodium carbonate:
is an anhydrous product,
is a highly pure product shown by a sodium carbonate content of not less than 99.5% determined acidimetrically,
consists of particles having a smooth surface structure and a low pore content shown by a BET pore volume of about 0.0013
cm3/g or less,

has a drying loss after preparation of not more than 0.2% by weight, and
has a BET surface area of less than 1 m2/g.

US Pat. No. 9,284,300

PYRIDAZINONE DERIVATIVES

Merck Patent GmbH, Darms...

1. A pharmaceutical composition comprising a pharmaceutically acceptable carrier and a compound of formula I or a pharmaceutically
acceptable solvate, salt, tautomer or stereoisomer thereof in an amount of 0.5 mg to 1 g per unit dosage, wherein the pharmaceutical
composition is in the form of one or more dosage units,
in which
R1 denotes Ar or Het,

R2 denotes pyrimidinyl, which is unsubstituted or mono-, di- or trisubstituted by Hal, A, [C(R3)2]nOR3, N?CR3N(R3)2, SR3, NO2, CN, COOR3, CON(R3)2, NR3COA, NR3SO2A, SO2N(R3)2, S(O)mA, [C(R3)2]nN(R3)2, [C(R3)2]nHet, O[C(R3)2]pOR3, O[C(R3)2]nN(R3)2,O[C(R3)2]nC?C[C(R3)2]nN(R3)2, O[C(R3)2]nN+O?(R3)2, O[C(R3)2]nHet, S[C(R3)2]nN(R3)2, S[C(R3)2]nHet, NR3[C(R3)2]nN(R3)2, NR3[C(R3)2]nHet, NHCON(R3)2, NHCONH[C(R3)2]nN(R3)2, NHCONH[C(R3)2]nHet, [C(R3)2]nNHCO[C(R3)2]nN(R3)2, [C(R3)2]nNHCO[C(R3)2]nHet, CON(R3)2, CONR3[C(R3)2]nN(R3)2, CONR3[C(R3)2]nNR3COOA, CONR3[C(R3)2]nOR3, CONR3[C(R3)2]nHet, COHet, COA, CH?CH—COOR3, CH?CH—N(R3)2 and/or ?O,

R3 denotes H or A,

R4, R4? each, independently of one another, denote H, Hal, A, OR3, CN, COOR3, CON(R3)2, NR3COA, NR3SO2A, SO2N(R3)2 or S(O)m,A,

Ar denotes phenyl, naphthyl or biphenyl, each of which is unsubstituted or mono-, di- or trisubstituted by Hal, A, [C(R3)2]nOR3, [C(R3)2]nN(R3)2, SR3, NO2, CN, COOR3, CON(R3)2, NR3COA, NR3SO2A, SO2N(R3)2, S(O)m,A, CO—Het, Het,O[C(R3)2]n?N(R3)2, O[C(R3)2]nHet, NHCOOA, NHCON(R3)2, NHCOO[C(R3)2]nN(R3)2, NHCOO[C(R3)2]nHet, NHCONH[C(R3)2]nN(R3)2, NHCONH[C(R3)2]nHet, OCONH[C(R3)2]nN(R3)2, OCONH[C(R3)2]nHet, CONR3[C(R3)2]nN(R3)2, CONR3[C(R3)2]nHet and/or COA,

Het denotes a mono-, bi- or tricyclic saturated, unsaturated or aromatic heterocycle having 1 to 4 N, O and/or S atoms, which
is unsubstituted or mono-, di-, tri-, tetra- or penta-substituted by Hal, A, [C(R3)2]nOR3, [C(R3)2]nN(R3)2, SR3, NO2, CN, COOR3, CON(R3)2, NR3COA, NR3SO2A, SO2N(R3)2, S(O)m,A, CO—Het1, [C(R3)2]nHet1, O[C(R3)2]nN(R3)2, O[C(R3)2]nHet1, NHCOOA, NHCON(R3)2, NHCOO[C(R3)2]nN(R3)2, NHCOO[C(R3)2]nHet1, NHCONH[C(R3)2]nN(R3)2, NHCONH[C(R3)2]nHet1, OCONH[C(R3)2]nN(R3)2, OCONH[C(R3)2]nHet1, CO—Het1, CHO, COA, ?S, ?NH, ?NA and/or ?O and where a ring nitrogen is optionally oxidized,

Het1 denotes a monocyclic saturated heterocycle having 1 to 2 N and/or O atoms, which is unsubstituted or mono- or disubstituted
by A, OA, OH, Hal and/or ?O,

A denotes unbranched or branched alkyl having 1-10 C atoms, in which 1-7 H atoms are optionally replaced by F and/or in which
one or two non-adjacent CH2 groups are optionally replaced by O, NH, S, SO, SO2 and/or by CH?CH groups, or cyclic alkyl having 3-7 C atoms,

Hal denotes F, Cl, Br or I,
m denotes 0, 1 or 2,
n denotes 0, 1, 2, 3 or 4, and
p denotes 1, 2, 3 or 4.

US Pat. No. 9,657,222

SILICATE PHOSPHORS

MERCK PATENT GMBH, Darms...

1. A compound of the formula I
(BaySr1?y)Zr1?xHfxSi3O9  (I),

where x is in the range from 0 to 1 and, independently thereof, y is in the range from 0 to 1,
wherein some of the Zr or Hf ions have been replaced by Eu3+ ions, Sm3+ ions or Pr3+ ions, and an amount of alkali-metal ions equivalent to the Eu3+ ions, Sm3+ ions or Pr3+ ions is present for charge compensation.

US Pat. No. 9,481,826

ELECTRONIC DEVICE COMPRISING METAL COMPLEXES

Merck Patent GmbH, (DE)

1. An electronic device comprising at least one metal complex of formula (4), (5), (6), (6a) or (7):

wherein Y is, identically or differently on each occurrence, an optionally substituted atom selected from C, N or P wherein
the substituent, which is optionally present might also be coordinated to the metal M;

L1 is, identically or differently on each occurrence, a mono-, bi-, tri-, tetra-, penta-, or hexadentate ligand;
n is, identically or differently on each occurrence, 0, 1 or 2, where n=0 means that the group Y is not present and a single
bond is present between two E;

p is 0, 1, 2, or 3,
M is a transition metal or a main-group metal from the third main group;
D is, identically or differently on each occurrence, C or N;
E is, identically or differently on. each occurrence, C or N;
Ar is, identically or differently on each occurrence, a group which forms an aryl or heteroaryl group having 5 to 14 aromatic
ring atoms together with the group E—D—E and is optionally substituted by one or more radicals R;

R is, identically or differently on each occurrence, H, deuterium, F, CI, Br, I, N(R2)2, CN, NO2, Si(R2)3, B(OR2)2, C(?O)R2, P(?O)(R2)2, S(?O)R2, S(?O)2R2, OSO2R2, a straight-chain alkyl, alkoxy, or thioalkoxy group having 1 to 40 C atoms optionally substituted by one or more radicals
R2, a straight-chain alkenyl or alkynyl group having 2 to 40 C atoms optionally substituted by one or more radicals R2, a branched or cyclic alkyl, alkenyl, alkynyl, alkoxy; or thioalkoxy group having 3 to 40 C atoms optionally substituted
by one or more radicals R2, wherein one or more non-adjacent CH2 groups of said straight-chain alkyl, alkoxy, thioalkoxy group, said straight-chain alkenyl or alkynyl group, and said branched
or cyclic alkyl, alkenyl, alkynyl, alkoxy, or thioalkoxy group is optionally replaced by R2C?CR2 , C?C, Si(R2)2, Ge(R2)2, Sn(R2)2, C?O, C?S, C?Se, C?NR2, P(?O)(R2), SO, SO2, NR2, O, S, or CONR2, and wherein one or more H atoms of said straight-chain alkyl, alkoxy, thioalkoxy group, said straight- chain alkenyl or
alkynyl group, and said branched or cyclic alkyl, alkenyl, alkynyl, alkoxy, or thioalkoxy group is optionally replaced by
F, Cl, Br, I, CN, or NO2, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms optionally substituted by one or more radicals
R2, an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms optionally substituted by one or more radicals R2, a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms optionally
substituted by one or more radicals R2, or a combination of these systems; and wherein two or more R optionally define a mono- or polycyclic, aliphatic, aromatic,
and/or benzo-fused ring system with one another;

R2 is, identically or differently on each occurrence, H, F, or an aliphatic, aromatic, and/or heteroaromatic radical having 1
to 20 C atoms, wherein one or more H atoms is optionally replaced by F; and wherein two or more R2 optionally define a mono- or polycyclic, aliphatic, or aromatic ring system with one another;

Z is, identically or differently on each occurrence, C?, CR1, N, or P;

R1 is, identically or differently on each occurrence, R or a group L2;

L2 is, identically or differently on each occurrence, a donor group having 1 to 40 C atoms, which optionally forms a further
bond or coordination to M and is optionally substituted by one or more radicals R; and

m is 2, 3, or 4.

US Pat. No. 9,469,667

METAL COMPLEXES

Merck Patent GmbH, (DE)

1. A compound of the formula (1),
[M(L)n(L?)m]wx+/x?[A]yz?/z+  formula (1)

where the compound of the general formula (1) contains a moiety M(L)n of the formula (2):


where the following applies to the symbols and indices used:
M is a transition metal;
Q is on each occurrence, identically or differently, N;
X is on each occurrence, identically or differently, CR or N;
Y is on each occurrence, identically or differently, a substituted or unsubstituted diatomic bridge containing, as bridge
atoms, two atoms selected, identically or differently on each occurrence, from the group consisting of C, N, O, S, Si or P;

W is on each occurrence, identically or differently, CR?CR or CR?N;
Z is C;
R is on each occurrence, identically or differently, H, D, F, Cl, Br, I, N(R1)2, CN, NO2, OH, COOH, C(?O)N(R1)2, Si(R1)3, B(OR1)2, C(?O)R1, P(?O)(R1)2, S(?O)R1, S(?O)2R1, OSO2R1, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 20 C atoms or an alkenyl or alkynyl group having 2 to 20
C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 20 C atoms, each of which is optionally substituted
by one or more radicals R1, where one or more non-adjacent CH2 groups is optionally replaced by R1C?CR1, C?C, Si(R1)2, C?O, NR1, O, S or CONR1 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I or CN, or an aromatic or heteroaromatic ring system
having 5 to 60 aromatic ring atoms, which optionally in each case be substituted by one or more radicals R1, or an aryloxy or heteroaryloxy group having 5 to 40 aromatic ring atoms, which is optionally substituted by one or more
radicals R1, or an aralkyl or heteroaralkyl group having 5 to 40 aromatic ring atoms, which is optionally substituted by one or more
radicals R1, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which
is optionally substituted by one or more radicals R1; two adjacent radicals R here may also form a mono- or polycyclic, aliphatic, aromatic or heteroaromatic ring system with
one another;

R1 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, N(R2)2, CN, NO2, Si(R2)3, B(OR2)2, C(?O)R2, P(?O)(R2)2, S(?O)R2, S(?O)2R2, OSO2R2, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 20 C atoms or an alkenyl or alkynyl group having 2 to 20
C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 20 C atoms, each of which is optionally substituted
by one or more radicals R2, where one or more non-adjacent CH2 groups is optionally replaced by R2C?CR2, C?C, Si(R2)2, C?O, NR2, O, S or CONR2 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by
one or more radicals R2, or an aryloxy or heteroaryloxy group having 5 to 40 aromatic ring atoms, which is optionally substituted by one or more
radicals R2, or an aralkyl or heteroaralkyl group having 5 to 40 aromatic ring atoms, which is optionally substituted by one or more
radicals R2, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which
is optionally substituted by one or more radicals R2; two or more adjacent radicals R2 here may form a mono- or polycyclic, aliphatic ring system with one another;

R2 is on each occurrence, identically or differently, H, D, F or an aliphatic, aromatic and/or heteroaromatic hydrocarbon radical
having 1 to 20 C atoms, in which, in addition, one or more H atoms is optionally replaced by F; two or more substituents R2 here may also form a mono- or polycyclic, aliphatic ring system with one another;

L? is, identically or differently on each occurrence, any desired co-ligand;
A is a counterion;
n is 1, 2 or 3;
m is 0, 1, 2, 3 or 4;
w is 1, 2 or 3;
x, y, z are on each occurrence, identically or differently, 0, 1, 2 or 3; where (w·x)=(y·z);
a plurality of ligands L here may also be linked to one another or L is optionally linked to L? via any desired bridge V and
thus form a tridentate, tetradentate, pentadentate or hexadentate ligand system;

furthermore, a substituent R may also additionally be coordinated to the metal.

US Pat. No. 9,461,249

COMPOUNDS FOR ORGANIC ELECTRONIC DEVICES

Merck Patent GmbH, Darms...

1. A compound of the formula

where the following applies to the symbols and indices used:
Ar1, Ar2 and Ar3 are on each occurrence, identically or differently, an aryl group having 6 to 24 ring atoms, or a heteroaryl group having
5 to 24 ring atoms, each of which may be substituted by one or more radicals R1;

Ar4, Ar5, Ar6 and Ar7 are on each occurrence, identically or differently, an aromatic ring system having 6 to 40 ring atoms, or a heteroaromatic
ring system having 5 to 40 ring atoms, which may be substituted by one or more radicals R1;

E is on each occurrence, identically or differently, a single bond, N(R1), O, S, C(R1)2, Si(R1)2 or B(R1);

R1 is on each occurrence, identically or differently, H, F, Cl, Br, I, CN, NO2, Si(R2)3, B(OR2)2, a straight-chain alkyl, alkoxy or thioalkoxy group having 3 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy
group having 3 to 40 C atoms, each of which may be substituted by one or more radicals R2, where one or more non-adjacent CH2 groups may be replaced by —R2C?CR2—, —C?C—, Si(R2)2, Ge(R2)2, Sn(R2)2, C?O, C?S, C?Se, C?NR2, —O—, —S—, —COO— or —CONR2— and where one or more H atoms may be replaced by F, CI, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 40 aromatic ring atoms, which may be substituted by one or more
non-aromatic radicals R1, or an aryloxy or heteroaryloxy group having 5 to 40 aromatic ring atoms, which may be substituted by one or more non-aromatic
radicals R1, or a combination of these systems; two or more substituents R1 here may also form a mono- or polycyclic ring system with one another;

R2 is on each occurrence, identically or differently, H or an aliphatic or aromatic hydrocarbon radical having 1 to 20 C atoms;

X1 is a bridge which, with Ar1 and Ar2, defines a cyclic system selected from C(R1)2, Si(R1)2O or S;

X2 and X3 are on each occurrence, identically or differently, a bridge which, with Ar2 or Ar3, defines a cyclic ring system selected from C(R1)2, Si(R1)2, S or N(R1);

one of the two indices n and o is equal to 1, and the other one of the two indices n and o is equal to 0;
n=0 and o=0 here mean that two H or R1 are present instead of the bridge;

t is on each occurrence, identically or differently, 0 or 1, where t=0 means that R1 radicals are bonded instead of the group E.

US Pat. No. 9,453,058

VARIANTS OF THE MAJOR ALLERGEN PHL P 1 FROM TIMOTHY GRASS

Merck Patent GmbH, Darms...

1. A polypeptide variant of a wild type major allergen Phl p 1 from timothy grass, consisting essentially of
(a) the amino acid sequence of SEQ ID NO:2, which consists of the wild type major allergen Phl p 1 having a single cysteine
(Cys) amino acid substitution A236C, or

(b) the amino acid sequence of SEQ ID NO:2, but having the wild type A236 amino acid and a single Cys amino acid substitution
at any other amino acid from amino acid position 140 to 240 of SEQ ID NO:2,
and optionally further consisting of a histidine (His) tag for purification purposes.

US Pat. No. 9,376,622

LIQUID-CRYSTALLINE MEDIUM

Merck Patent GmbH, Darms...

1. A liquid-crystalline medium, comprising one or more compounds of formula I,

in which
R1 denotes a halogenated or unsubstituted alkyl or alkoxy radical having 1 to 15 C atoms, in which one or more CH2 groups are optionally replaced, independently of one another, by —C?C—, —CF2O—, —CH?CH—,


 —O—, —CO—O— or —O—CO— in such a way that O atoms are not linked directly to one another,
X1 denotes F, Cl, CN, SF5, SCN, NCS, a halogenated alkyl radical, a halogenated alkenyl radical, a halogenated alkoxy radical or a halogenated alkenyloxy
radical, each having up to 6 C atoms,

X is C—H or N, and
Y1 and Y2 each, independently of one another, denote H or F.

US Pat. No. 9,373,807

RADIATIVE FIBERS

Merck Patent GmbH, Darms...

1. An organic electroluminescent device, wherein the device is an organic light emitting electrochemical cell (OLEC) comprising
at least one ionic specie of formula (Kn+)a(Am?)b, wherein K+ is a cation, A? is an anion, and either K+ or A? is an organic emissive material, where n, m, a and b are independently selected from the integers 1, 2 or 3, and n*a?m*b=0,
and the OLEC has the form of a fiber (OLEFC).

US Pat. No. 9,206,352

FORMULATION AND METHOD FOR PREPARATION OF ORGANIC ELECTRONIC DEVICES

Merck Patent GmbH, Darms...

1. Formulation comprising one or more organic semiconducting compounds (OSC), and one or more organic solvents, wherein:
one or more organic semiconducting compound has a molecular weight of 2000 g/mol or less and is of the formula P6:
wherein
n is an integer >1,
R on each occurrence identically or differently denotes H, F, Cl, Br, I, CN, a straight-chain, branched or cyclic alkyl group
having from 1 to 40 C atoms, in which one or more C atoms are optionally replaced by O, S, O—CO, CO—O, O—CO—O, CR0?CR0 or C?C such that O— and/or S-atoms are not linked directly to each other, and in which one or more H atoms are optionally
replaced by F, Cl, Br, I or CN, or denotes an aryl or heteroaryl group having from 4 to 20 ring atoms that is unsubstituted
or substituted by one or more non-aromatic groups Rs, and wherein one or more groups R may also form a mono- or polycyclic aliphatic or aromatic ring system with one another
and/or with the ring to which they are attached,

Rs on each occurrence identically or differently denotes F, Cl, Br, I, CN, Sn(R00)3, Si(R00)3 or B(R00)2 a straight-chain, branched or cyclic alkyl group having from 1 to 25 C atoms, in which one or more C atoms are optionally
replaced by O, S, O—CO, CO—O, O—CO—O, CR0?CR0, C?C such that O—and/or S-atoms are not linked directly to each other, and in which one or more H atoms are optionally replaced
by F, Cl, Br, I or CN, or Rs denotes an aryl or heteroaryl group having from 4 to 20 ring atoms that is unsubstituted or substituted by one or more non-aromatic
groups Rs, and wherein one or more groups Rs may also form a ring system with one another and/or with R,

R0 on each occurrence identically or differently denotes H, F, Cl, CN, alkyl having from 1 to 12 C atoms or aryl or heteroaryl
having from 4 to 10 ring atoms,

R00 on each occurrence identically or differently denotes H or an aliphatic or aromatic hydrocarbon group having from 1 to 20
C atoms, wherein two groups R00 may also form a ring together with the hetero atom (Sn, Si or B) to which they are attached,

the formulation has a viscosity at 25° C. of less than 15 mPas and
the boiling point of one or more organic solvent is at most 400° C.

US Pat. No. 9,184,317

ELECTRODE CONTAINING A POLYMER AND AN ADDITIVE

MERCK PATENT GMBH, Darms...

1. An article, comprising:
a first electrode;
a second electrode comprising a material and a grid, wherein the grid is at least partially embedded in the material, the
material comprising first, second, and third layers, in which

the first layer comprises a first polymer,
the second layer comprises an electrically conductive additive selected from the group consisting of metals, alloys, metal
oxides, and combinations thereof, wherein the additive is in the shape selected from the group consisting of tubes, rods and
needles, and wherein the additive has an average length to width aspect ratio of at least 5, the second layer is between the
first layer and the grid,

the third layer comprises a second polymer different from the first polymer, wherein the second polymer comprises an electrically
insulating polymer, and the third layer is between the second layer and the grid, wherein the grid is in electrical contact
with the electrically conductive additive and

a photoactive layer between the first and second electrodes, wherein the material of the second electrode is between the grid
of the second electrode and the photoactive layer, the photoactive layer comprising an electron donor material and an electron
acceptor material,

wherein the article is configured as a photovoltaic cell.

US Pat. No. 9,157,025

PHOSPHOR MIXTURES COMPRISING EUROPIUM-DOPED ORTHO-SILICATES

MERCK PATENT GMBH, Darms...

1. A phosphor mixture comprising three or more silicate phosphors of the formula I
BawSrxCaySiO4:zEu  (I),

in which all indices w, x, y and z are independent of one another, with the condition that within one compound the indices
w, x, y and z add up to 2 (w+x+y+z=2),

and in which one or more silicate phosphors emit green light, one or more silicate phosphors emit yellow light and one or
more silicate phosphors emit orange light and in which the weight ratio of green phosphor to yellow phosphor to orange phosphor
is 1.8-2.5:0.8-1.3:1.8-2.5,

the green-emitting phosphor is Baw1Srx1SiO4: z1 Eu, where w1=0.80 to 1.85; x1=0.10 to 1.25 and z1=0.05 to 0.20,

the yellow-emitting phosphor is Baw2Srx2Cay2SiO4: z2 Eu, where w2=0.10 to 0.80; x2=1.0 to 1.80; y2=0.0 to 0.2 and z2=0.05 to 0.20,

the orange-emitting phosphor is Baw3Srx3Cay3SiO4; z3Eu, where w3=0.03 to 0.10; x3=0.90 to 1.50; y3=0.20 to 0.80 and z3=0.05 to 0.20.

US Pat. No. 9,073,947

COMPOSITIONS AND METHODS FOR THE PRODUCTION OF PYRIMIDINE AND PYRIDINE COMPOUNDS WITH BTK INHIBITORY ACTIVITY

Merck Patent GmbH, Darms...

1. A compound of formula I

wherein
X denotes N,
R1 denotes NH2, or CONH2,

R2 denotes Hal, Ar1 or Het1,

R3 denotes NR5[C(R5)2]nHet2, Het2, O[C(R5)2]nHet2, NR5(CH2)pNR5R6, O(CH2)pNR5R6 or NR5(CH2)pCR7R8NR5R6,

R4 denotes H, CH3 or NH2,

R5 is each independently H or alkyl having 1, 2, 3 or 4 C atoms,

R6 is each independently N(R5)2CH2CH?CHCONH, Het3CH2CH?CHCONH, CH2?CHCONH(CH2)n, Het4(CH2)nCOHet3-diyl-CH2CH?CHCONH, HC?CCO, CH3C?CCO, CH2?CH—CO, CH2?C(CH3)CONH, CH3CH?CHCONH(CH2)n, N?CCR7R8CONH(CH2)n, Het4NH(CH2)pCOHet3-diyl -CH2CH?CHCONH, Het4(CH2)pCONH(CH2CH2O)p(CH2)pCOHet3-diyl-CH2CH?CHCONH, CH2?CHSO2, ACH?CHCO, CH3CH?CHCO, Het4(CH2)pCONH(CH2)pHet3-diyl-CH2CH?CHCONH, Ar3CH?CHSO2, CH2?CHSO2NH or N(R5)CH2CH?CHCO,

R7, R8 denote together alkylene having 2, 3, 4, or 5 C atoms,

Ar1 denotes phenyl or naphthyl, each of which is unsubstituted or mono-, di- or trisubstituted by R6, Hal, (CH2)nNH2, CONHAr3, (CH2)nNHCOA, O(CH2)nAr3, OCyc, A, COHet3, OA and/or OHet3 (CH2),

Ar3 is each independently phenyl, which is unsubstituted or mono-, di- or trisubstituted by OH, OA, Hal, CN and/or A,

Het1 denotes a mono- or bicyclic saturated, unsaturated or aromatic heterocycle having 1 to 4 N, O and/or S atoms, which may be
unsubstituted or mono-, di- or trisubstituted by R6, O(CH2)nAr3 and/or (CH2)nAr3,

Het2 is each independently a mono- or bicyclic saturated heterocycle having 1 to 4 N, O and/or S atoms, which may be unsubstituted
or mono-, di- or trisubstituted by R6, Het3, CycSO2, OH, Hal, COOH, OA, COA, COHet3, CycCO, SO2 and/or ?O,

Het3 is each independently a monocyclic unsaturated, saturated or aromatic heterocycle having 1 to 4 N, O and/or S atoms, which
may be unsubstituted or mono-, di- or trisubstituted by Hal, A and/or ?O,

Het4 is each independently a bi- or tricyclic unsaturated, saturated or aromatic heterocycle having 1 to 4 N, O and/or S atoms,
which may be unsubstituted or mono-, di-, tri- or tetrasubstituted by A, NO2, Hal and/or ?O,

Cyc is each independently cyclic alkyl having 3, 4, 5 or 6 C atoms, which is unsubstituted, monosubstituted or disubstituted
by R6 and/or OH and which may comprise a double bond,

A is each independently unbranched or branched alkyl having 1-10 C atoms, in which 1-7 H atoms may be replaced by F and/or
Cl and/or in which one or two non-adjacent CH2 and/or CH-groups may be replaced by O, NH and/or by N,

Hal is each independently F, Cl, Br or I,
n is each independently 0, 1, 2, 3 or 4,
p is each independently 1, 2, 3, 4, 5 or 6,
and pharmaceutically usable salts, tautomers and stereoisomers thereof, including mixtures thereof in all ratios.

US Pat. No. 9,324,954

MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES

Merck Patent GmbH, (DE)

19. A process for the preparation of the compound according to claim 1, comprising the reaction steps:
a) synthesis of an optionally substituted phenylpyrimidine derivative which contains a reactive leaving groups on the phenyl
group in the meta-position or in the ortho-position to the pyrimidine; and

b) coupling of this phenylpyrimidine derivative to a carbazole derivative.
US Pat. No. 9,309,297

DNA SEQUENCE, AND RECOMBINANT PREPARATION OF GROUP 4 MAJOR ALLERGENS FROM CEREALS

MERCK PATENT GMBH, Darms...

1. An isolated DNA molecule comprising a nucleic acid sequence encoding a polypeptide selected from the group consisting of
SEQ ID NO: 2, SEQ ID NO: 4, SEQ ID NO: 6, SEQ ID NO: 8 and SEQ ID NO: 10, wherein said nucleic acid sequence has been codon-optimized
for expression of the polypeptide in a host cell that is not a cell of Secale cereale Hordeum vulgare or Triticum aestivum.
US Pat. No. 9,220,771

PEPTIDE FOR USE IN THE TREATMENT OF BREAST CANCER AND/OR BONE METASTASES

MERCK PATENT GMBH, Darms...

1. A method of treating bone metastasis in a subject, comprising administering to said subject a Peptide of the formula Cyclo-(Arg-Gly-Asp-DPhe-NMe-Val)
and/or the pharmaceutically acceptable, solvates and/or salts thereof, and one or more cancer therapeutic agents, selected
from the group consisting of: osteoclast activity modulating agents.

US Pat. No. 9,212,198

METAL COMPLEXES

Merck Patent GmbH, Darms...

1. A compound of the formula (1)
M(L)n(L?)m  formula (1)

where the compound contains a moiety M(L)n of the formula (2) or formula (3):


where the following applies to the symbols and indices used:
M is a metal selected from the group consisting of iridium, rhodium, platinum and palladium;
X and X1 are, identically or differently on each occurrence, CR1 or N;

Q is, identically or differently on each occurrence, R1C?CR1, R1C?N, O, S, Se or NR1;

V is, identically or differently on each occurrence, O, S, Se or NR1;

Y is, identically or differently on each occurrence, a single bond or a divalent group selected from C(R1)2, C(?O), O, S, SO, SO2, NR1, PR1 or P(?O)R1;

R is selected from the groups of the following formulae (8) to (24):

R1 is, identically or differently on each occurrence, H, D, F, Cl, Br, I, N(R2)2, CN, NO2, Si(R2)3, B(OR2)2, C(?O)R2, P(?O)(R2)2, S(?O)R2, S(?O)2R2, OSO2R2, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or a straight-chain alkenyl or alkynyl group having
2 to 40 C atoms or a branched or cyclic alkyl, alkenyl, alkynyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, each of
which is optionally substituted by one or more radicals R2, where one or more non-adjacent CH2 groups is optionally replaced by R2C?CR2, C?C, Si(R2)2, Ge(R2)2, Sn(R2)2, C?O, C?S, C?Se, C?NR2, P(?O)(R2), SO, SO2, NR2, O, S or CONR2 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
radicals R2, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which
is optionally substituted by one or more radicals R2, or a combination of two or more of these groups;

R2 is, identically or differently on each occurrence, H, D, F, Cl, Br, I, N(R3)2, CN, NO2, Si(R3)3, B(OR3)2, C(?O)R3, P(?O)(R3)2, S(?O)R3, S(?O)2R3, OSO2R3, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or a straight-chain alkenyl or alkynyl group having
2 to 40 C atoms or a branched or cyclic alkyl, alkenyl, alkynyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, each of
which is optionally substituted by one or more radicals R3, where one or more non-adjacent CH2 groups is optionally replaced by R3C?CR3, C?C, Si(R3)2, Ge(R3)2, Sn(R3)2, C?O, C?S, C?Se, C?NR3, P(?O)(R3), SO, SO2, NR3, O, S or CONR3 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, each of which is optionally substituted
by one or more radicals R3, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
radicals R3, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which
is optionally substituted by one or more radicals R3, or a combination of two or more of these groups; or two or more adjacent radicals R2 optionally form a mono- or polycyclic, aliphatic or aromatic ring system with one another;

R3 is, identically or differently on each occurrence, H, D, F or an aliphatic, aromatic and/or heteroaromatic hydrocarbon radical
having 1 to 20 C atoms, in which, in addition, one or more H atoms is optionally replaced by F; two or more substituents R3 here optionally form a mono- or polycyclic, aliphatic or aromatic ring system with one another;

R4 is, identically or differently on each occurrence, H or D;

L? is, identically or differently on each occurrence, a co-ligand;
n is 1, 2 or 3 when M is iridium or rhodium and is 1 or 2 when M is platinum or palladium;
m is 0, 1, 2, 3 or 4; and
optionally a plurality of ligands L linked to one another or linked to L? via bridge Z to form a tridentate, tetradentate,
pentadentate or hexadentate ligand system.

US Pat. No. 9,146,467

COATING COMPOSITIONS

MERCK PATENT GMBH, Darms...

1. A positive bottom photoimageable antireflective coating composition which is capable of being developed with an aqueous
alkali developer wherein the antireflective coating composition comprises a polymer, wherein the polymer contains at least
one unit with a hydroxyl, and/or a carboxyl group and at least one recurring unit with an absorbing chromophore;
a vinyl ether terminated crosslinking agent;
and one or more compounds having the formula
PAG-(-L-OH)p
where PAG is a photoacid generator; and where each L is a direct bond; p is 2 to 6 and further where the photoacid generator
is selected from the group consisting of

(i) onium salts selected from the group consisting of formula (P1a), (P1b), (P1c) (P1d), (P1e), (P1f) and (P1g),
(ii) diazomethane derivatives,
(iii) glyoxime derivatives),
(iv) bissulfone derivatives,
(v) sulfonic acid esters of N-hydroxyimide compounds,
(vi) ?-ketosulfonic acid derivatives,
(vii) disulfone derivatives,
(viii) nitrobenzylsulfonate derivatives,
(ix) sulfonate derivatives,
(x) benzyloxysulfonylbenzene derivatives,
and mixtures thereof;

wherein Ar is an unsubstituted aryl group of 6 to 20 carbon atoms; R10b and R10c independently represent, aryl groups of 6 to 20 carbon atoms, and A31 is an anion,


wherein, Ar is as defined above, R12a and R12b independently represent aryl groups of 6 to 20 carbon atoms, R13 is selected from the group consisting of a straight, branched and cyclic alkylene group of 1 to 10 carbon atoms optionally
containing one or more O atoms,


wherein Ar is as defined above, R10b and R10c are independently defined as above and X?2 is a Q-R500—SO3?, where Q is selected from 31 O3S, or ?O2C and where R500 is a group selected from linear or branched alkyl, cycloalkyl, aryl, or combinations thereof, where the alkyl, cycloalkyl,
and aryl groups are unsubstituted or substituted by one or more groups selected from the group consisting of halogen, unsubstituted
or substituted alkyl, unsubstituted or substituted C1-8 perfluoroalkyl, hydroxyl, cyano, sulfate, and nitro,


wherein each R10b is independently defined as above; b and c are independently 0 to 4.

US Pat. No. 9,120,805

SUBSTITUTED PYRROLO[1,2-A]PYRAZIN-1-ONES AND PYRAZOLO[1,5-A]PYRAZIN-4-ONES AS INHIBITORS OF TANKYRASE AND POLY(ADP-RIBOSE)POLYMERASE ACTIVITY

Merck Patent GmbH, Darms...

11. A medicament composition comprising at least one compound according to formula I of claim 1 or a pharmaceutically acceptable salt, tautomer or stereoisomer thereof, including mixtures thereof in all ratios, and optionally
a pharmaceutically acceptable carrier, excipient or vehicle.

US Pat. No. 9,118,022

ORGANIC ELECTROLUMINESCENT DEVICE

Merck Patent GmbH, Darms...

1. An organic electroluminescent device comprising at least one compound of the formula (1) or formula (2),

where the following applies to the symbols and indices used:
X is on each occurrence, identically or differently, CR or N, with the proviso that a maximum of two groups X which are bonded
directly to one another stand for N;

R is selected on each occurrence, identically or differently, from the group consisting of H, D, F, Cl, Br, I, CN, NO2, N(Ar)2, N(R2)2, C(?O)Ar, C(?O)R2, P(?O)(Ar)2, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl
group having 3 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms, each of which may be substituted by one
or more radicals R2, where one or more non-adjacent CH2 groups may be replaced by R2C?CR2, Si(R2)2, Ge(R2)2, Sn(R2)2, C?O, C?S, C?Se, C?NR2, P(?O)(R2), SO, SO2, NR2, O, S or CONR2 and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring system having 5 to 80 aromatic ring atoms, which may in each case be substituted by one
or more radicals R2, an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R2, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals
R2, wherein at least one group R in the compound of formula (1) is not equal to H or D;

R1 is selected on each occurrence, identically or differently, from the group consisting of H, D, F, Cl, Br, I, CN, NO2, N(Ar)2, N(R2)2, C(?O)Ar, C(?O)R2, P(?O)(Ar)2, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl
group having 3 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms, each of which may be substituted by one
or more radicals R2, where one or more non-adjacent CH2 groups may be replaced by R2C?CR2, Si(R2)2, Ge(R2)2, Sn(R2)2, C?O, C?S, C?Se, C?NR2, P(?O)(R2), SO, SO2, NR2, O, S or CONR2 and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring system having 5 to 80 aromatic ring atoms, which may in each case be substituted by one
or more radicals R2, an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R2, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals
R2;

Ar1 is, identically or differently on each occurrence, a divalent aryl or heteroaryl group having 5 to 18 C atoms, which may be
substituted by one or more radicals R2;

R2 is selected on each occurrence, identically or differently, from the group consisting of H, D, F, Cl, Br, I, CN, NO2, N(Ar)2, N(R3)2, C(?O)Ar, C(?O)R3, P(?O)(Ar)2, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl
group having 3 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms, each of which may be substituted by one
or more radicals R3, where one or more non-adjacent CH2 groups may be replaced by R3C?CR3, C?C, Si(R3)2, Ge(R3)2, Sn(R3)2, C?O, C?S, C?Se, C?NR3, P(?O)(R3), SO, SO2, NR3, O, S or CONR3 and where one or more H atoms may be replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by one
or more radicals R3, an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which may be substituted by one or more radicals R3, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms;

Ar is on each occurrence, identically or differently, an aromatic or heteroaromatic ring system having 5-30 aromatic ring
atoms, which may be substituted by one or more non-aromatic radicals R3; two radicals Ar here which are bonded to the same N atom or P atom may also be bridged to one another by a single bond or
a bridge selected from N(R3), C(R3)2, O or S;

R3 is selected from the group consisting of H, D, F, CN, an aliphatic hydrocarbon radical having 1 to 20 C atoms, an aromatic
or heteroaromatic ring system having 5 to 30 aromatic ring atoms, in which one or more H atoms may be replaced by D, F, Cl,
Br, I or CN;

q is on each occurrence, identically or differently, 0, 1, 2 or 3;
and wherein the compound of the formula (1) or formula (2) is employed as matrix material for a fluorescent or phosphorescent
compound in an emitting layer and/or in that the compound of the formula (1) or formula (2) is employed as electron-transport
material in an electron-transport or electron-injection layer and/or in that the compound of the formula (1) or formula (2)
is employed in a hole-blocking layer and/or in that the compound of the formula (1) or formula (2) is employed in a hole-transport
layer or in a hole-injection layer or in an electron-blocking layer or exciton-blocking layer.

US Pat. No. 9,080,099

FLUORINE-BRIDGED ASSOCIATIONS FOR OPTOELECTRONIC APPLICATIONS

Merck Patent GmbH, Darms...

1. A fluorine-bridged associate consisting of
an oligomer or polymer containing fluorine radicals which are bonded to the oligomer or polymer backbone, and
up to three types of functional units in the backbone which differ with respect to function and are selected from the group
consisting of a hole-transport and/or hole-injection unit, an electron-transport and/or electron-injection unit and an emitter
unit, and

one to three types of compounds containing a fluorine radical which differ with respect to function and are selected from
a hole-transport and/or hole-injection unit, an electron-transport and/or electron-injection unit and an emitter unit

wherein
the fluorine radicals have the general formula CxHyFz, where x?1, y?0 and z?1, and no, one or more CH2 groups, which may also be adjacent, may be replaced by O, S, Se, Te, Si(R1)2, Ge(R1)2, NR1, PR1, CO, P(R1)O, where R1 is on each occurrence, identically or differently, a straight-chain, branched or cyclic alkyl, alkenyl, alkynyl, aryl, arylalkyl,
arylalkenyl, arylalkynyl, heteroaryl or heteroalkyl group, where, in addition, one or more non-adjacent C atoms in the non-aromatic
moieties may be replaced by O, S, COO, OCO, with the proviso that two radicals R1 may also form ring systems with one another,

the emitter unit is a triplet emitter which contains Ru, Os, Ir, Pd or Pt,
the oligomer or polymer backbone contains an electron-transport and/or electron-injection unit and the fluorine-bridged associate
contains a hole-transport and/or hole-injection unit and/or an emitter unit as compound(s) containing a fluorine radical,

the oligomer or polymer backbone contains a hole-transport and/or hole-injection unit and an electron-transport and/or electron-injection
unit and the fluorine-bridged associate contains an emitter unit as compound(s) containing a fluorine radical, or

the oligomer or polymer backbone contains a hole-transport and/or hole-injection unit and an emitter unit and the fluorine-bridged
associate contains an electron-transport and/or electron-injection unit as compound(s) containing a fluorine radical,

and wherein the electron-transport and/or electron-injection unit is selected from the group consisting of optionally substituted
pyridines, pyrimidines, pyridazines, pyrazines, pyrenes, perylenes, anthracenes, benzanthracenes, oxadiazoles, quinolines,
phenazines, benzimidazoles, ketones, phosphine oxides, sulfoxides, triazines, triarylboranes, and benzophenone.

US Pat. No. 9,072,784

METHOD FOR STABILISING PHARMACEUTICAL ADMINISTRATION FORMS COMPRISING MICROORGANISMS

Merck Patent GmbH, Darms...

1. A method for stabilising a solid pharmaceutical administration form comprising at least one living microorganism culture,
said method comprising introducing said solid pharmaceutical administration form into packaging in the inner wall(s) of which
at least one channel former is embedded together with at least one absorbent over at least part of the area.

US Pat. No. 9,812,643

MATERIALS FOR ELECTRONIC DEVICES

Merck Patent GmbH, Darms...

1. A compound of formula (I)

wherein:
Ar1 is


which is substituted by at least one radical RA at a position ortho to the nitrogen, and which Ar1-1 is optionally further substituted by one or more radicals RA or R1, and

 X is, identically or differently on each occurrence, CRA or CR1, wherein at least one group X per formula must be CRA, wherein the dashed line on the left denotes the bond from the group Ar1 to the carbazole group and the dashed line on the right denotes the bond from the group Ar1 to the nitrogen atom;

Ar2 is an aromatic in system having 6 to 12 aromatic ring atoms, optionally substituted by one or more radicals R1;

RA is, identically or differently on each occurrence, a straight-chain alkyl group having 1 to 8 C atoms, or a branched alkyl
group having 3 to 8 C atoms, each of which is optionally substituted by one or more radicals R3;

R1 is, identically or differently on each occurrence, H, D, a straight-chain alkyl group having 1 to 20 C atoms or a branched
or cyclic alkyl group having 3 to 20 C atoms, each of which is optionally substituted by one or more radicals R3, or an aromatic or heteroaromatic ring system having 5 to 20 aromatic ring atoms, optionally substituted by one or more radicals
R3;

R3 is, identically or differently on each occurrence, H, D, F or an aliphatic, aromatic and/or heteroaromatic organic radical
haying 1 to 20 C atoms, in which, in addition, one or more H atoms are optionally replaced by D or F; two or more substituents
R3 optionally define an aliphatic or aromatic ring;

and where a group R1 is optionally bonded to any of the free positions of the aromatic rings in formula (I).

US Pat. No. 9,365,585

SEMICONDUCTING POLYMERS

Merck Patent GmbH, Darms...

1. Conjugated polymer of formula II

wherein
A is on each occurrence identically or differently a repeating unit of formula I,

wherein
one of X1 and X2 is selected from S, Se and O, and the other is selected from CH, CRx, and N,

one of X3 and X4 is selected from S, Se and O, and the other is selected from CH, CRx, and N,
R on each occurrence identically or differently denotes primary alkyl with 1 to 30 C atoms, secondary alkyl with 3 to 30 C
atoms, or tertiary alkyl with 4 to 30 C atoms, wherein in all these groups one or more H atoms are optionally replaced by
F, or —CO—Ry, —CO—O—Ry, or —O—CO—Ry, wherein RN is straight-chain, branched or cyclic alkyl with 1 to 30 C atoms, in which one or more non-adjacent C atoms are
optionally replaced by —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O—, —CR0?CR00— or —C?C— and in which one or more H atoms are optionally replaced by F, Cl, Br, I or CN, or Ry is aryl or heteroaryl having 2 to 30 C atoms that is unsubstituted or substituted by one or more non-aromatic groups R1 as defined below,
Rx is on each occurrence identically or differently straight-chain, branched or cyclic alkyl with 1 to 15 C atoms, in which one
or more non-adjacent C atoms are optionally replaced by —O—, —S—, —CO—, —CO—O—, —O—CO—O—, —CR0?CR00— or —C?C— and in which one or more H atoms are optionally replaced by F, Cl, Br, I or CN,

R0 and R00 are independently of each other H or optionally substituted carbyl or hydrocarbyl optionally comprising one or more hetero
atoms,

R1 is on each occurrence identically or differently H, halogen, —CN, —NC, —NCO, —NCS, —OCN, —SCN, —C(?O)NR0R00, —C(?O)X0, —C(?O)R0, —NH2, —NR0R00, —SH, —SR0, —SO3H, —SO2R0, —OH, —NO2, —CF3, —SF5, optionally substituted silyl, carbyl or hydrocarbyl with 1 to 40 C atoms that is optionally substituted and optionally comprises
one or more hetero atoms, or P-Sp-,

P is a polymerisable group,
Sp is a spacer group or a single bond,
X0 is halogen

Ar is on each occurrence identically or differently optionally substituted aryl or heteroaryl,
Y1 and Y2 are independently of each other H, F, Cl or CN,

m is on each occurrence identically or differently 1, 2 or 3,
x is on each occurrence identically or differently 0 or 1, wherein in at least one sub-unit ((Ar)y-(A)x) x is 1,

y is on each occurrence identically or differently 0 or 1,
n is an integer >1.

US Pat. No. 9,306,172

ANTHRA[2,3-B:7,6-B']DITHIOPHENE DERIVATIVES AND THEIR USE AS ORGANIC SEMICONDUCTORS

MERCK PATENT GMBH, Darms...

1. A compound of formula I

wherein
one of Y1 and Y2 is —CH? or ?CH— and the other is —X—,

one of Y3 and Y4 is —CH? or ?CH— and the other is —X—,

X is —O—, —S—, —Se— or —NR0—,

R1 and R2 independently of each other denote:

straight chain, branched or cyclic alkyl with 1 to 20 C-atoms, which is unsubstituted or substituted by one or more groups
L, and wherein one or more non-adjacent CH2 groups are optionally replaced, in each case independently from one another, by —O—, —S—, —NR0—, —SiR0R00—, —CY0?CY0— or —C?C— in such a manner that O and/or S atoms are not linked directly to one another;

or denote aryl or heteroaryl with 4 to 20 ring atoms which is unsubstituted or substituted by one or more groups L,
Ar1 and Ar2 independently of each other denote aryl or heteroaryl which is selected from the group consisting of: furan; thiophene; selenophene;
N-pyrrole; pyrimidine; thiazole; thiadiazole; oxazole; oxadiazole; selenazole; bi-, tri- or tetracyclic groups containing
one or more of the aforementioned rings and optionally containing one or more benzene rings, wherein the individual rings
are connected by single bonds or fused with each other; thieno[3,2-b]thiophene; dithieno[3,2-b:2?,3?-d]thiophene; selenopheno[3,2-b]selenophene-2,5-diyl;
selenopheno[2,3-b]selenophene-2,5-diyl; selenopheno[3,2-b]thiophene-2,5-diyl; selenopheno[2,3-b]thiophene-2,5-diyl; benzo[1,2-b:4,5-b?]dithiophene-2,6-diyl;
2,2-dithiophene; 2,2-diselenophene; dithieno[3,2-b:2?,3?-d]silole-5,5-diyl; 4H-cyclopenta[2,1-b:3,4-b?]dithiophene-2,6-diyl;
benzo[b]thiophene; benzo[b]selenophene; benzooxazole; benzothiazole; and benzoselenazole; wherein all the aforementioned groups
are unsubstituted, or substituted with one or more groups L,

L is selected from P-Sp-, F, Cl, Br, I, —OH, —CN, —NO2, —NCO, —NCS, —OCN, —SCN, —C(?O)NR0R00, —C(?O)X0, —C(?O)R0, —NR0R00, C(?O)OH, optionally substituted silyl or germyl, optionally substituted aryl or heteroaryl having 4 to 20 ring atoms, straight
chain, branched or cyclic alkyl, alkoxy, oxaalkyl or thioalkyl with 1 to 20 C atoms which is unsubstituted or substituted
with one or more F or Cl atoms or OH groups, and straight chain, branched or cyclic alkenyl, alkynyl, alkylcarbonyl, alkoxycarbonyl,
alkylcarbonyloxy or alkoxycarbonyloxy with 2 to 20 C atoms which is unsubstituted or substituted with one or more F or Cl
atoms or OH groups,

P is a polymerisable group,
Sp is a spacer group or a single bond,
X0 is halogen,

R0 and R00 independently of each other denote H or alkyl with 1 to 20 C-atoms,

Y0 and Y00 independently of each other denote H, F, Cl or CN,

m is 1 or 2,
n is 1 or 2.

US Pat. No. 9,283,225

PYRIDO-PYRIMIDINE DERIVATIVES

Merck Patent GmbH, Darms...

13. A medicament comprising at least one compound of the formula I according to claim 1 or pharmaceutically usable salts, tautomers and stereoisomers thereof and optionally excipients or adjuvants.

US Pat. No. 9,200,156

POLYMER BLENDS AND THEIR USE IN ORGANIC LIGHT EMITTING DEVICES

Merck Patent GmbH, (DE)

1. A polymer blend comprising
a first polymer comprising a hole transporting unit comprising a group B and a group Ah, wherein Ah is a group having hole transport property;

a second polymer comprising an electron transporting unit comprising a group B and a group Ae, wherein Ae is a group having electron transport property, and an exciton formation unit comprising a group B and a group Aex, wherein Aex is a group having exciton formation property, and optionally comprising one or more further emissive and/or exciton formation
units;

wherein the group B denotes, independently of one another, identical or different backbone groups;
wherein the first polymer comprises one or more identical or different groups of formula (II) as hole transporting groups
Ah

wherein
Y is N, P, P?O, PF2, P?S, As, As?O, As?S, Sb, Sb?O, or Sb?S,

Ar1 is identically or differently, independently if in different repeat units, a single bond or an optionally substituted mononuclear
or polynuclear aryl group;

Ar2 is identically or differently, independently if in different repeat units, an optionally substituted mononuclear or polynuclear
aryl group;

Ar3 is identically or differently, independently if in different repeat units, an optionally substituted mononuclear or polynuclear
aryl group, which may be optionally substituted by a bridging group linking different chain residues of formula (II); and

m is 1, 2, or 3; and
wherein the ratio of groups of formula (II) in the first polymer is from 10 to 80 mol %;
wherein the second polymer comprises one or more identical or different groups of formula (I) as electron transporting groups
Ae

wherein
A, B, and B? are, independently of each other, and in the case of multiple occurrences, independently of one another, a divalent
group selected from the group consisting of —CR1R2—, —NR1—, —PR1—, —O—, —S—, —SO—, —SO2—, —CO—, —CS—, —CSe—, —P(?O)R1—, —P(?S)R1—, and —SiR1R2—;

R1 and R2 are, identically or differently, independently of each other, H, halogen, —CN, —NC, —NCO, —NCS, —OCN, —SCN, —C(?O)NR0R00, —C(?O)X, —C(?O)R0, —NH2, —NR0R00, —SH, —SR0, —SO3H, —SO2R0, —OH, —NO2, —CF3, —SF5, optionally substituted silyl, or carbyl or hydrocarbyl having 1 to 40 C atoms, wherein said carbyl or hydrocarbyl are optionally
substituted and optionally comprise one or more hetero atoms;

X is halogen;
R0 and R00 are, independently of each other, H or an optionally substituted carbyl or hydrocarbyl group optionally comprising one or
more hetero atoms;

g and h are, independently, 0 or 1, wherein when g is 0, h is 1 and when g is 1, h is 0;
m is an integer greater than or equal to 1;
Ar1 and Ar2 are, independently of each other, a mono- or polynuclear aryl or heteroaryl optionally substituted;

a and b are, independently of each other, 0 or 1;
wherein the ratio of groups of formula (I) in the second polymer is from 1 to 95 mol %;
wherein the second polymer comprises one or more identical or different groups of formula (II) as exciton formation groups
Aex

wherein
Y is N, P, P?O, PF2, P?S, As, As?O, As?S, Sb, Sb?O, or Sb?S,

Ar1 is identically or differently, independently if in different repeat units, a single bond or an optionally substituted mononuclear
or polynuclear aryl group;

Ar2 is identically or differently, independently if in different repeat units, an optionally substituted mononuclear or polynuclear
aryl group;

Ar3 is identically or differently, independently if in different repeat units, an optionally substituted mononuclear or polynuclear
aryl group, which may be optionally substituted by a bridging group linking different chain residues of formula (II); and

m is 1, 2, or 3; and
wherein the ratio of groups of formula (II) in the second polymer is from 0.01 to 10 mol %;
with the proviso that a blend that comprises (1) a polymer comprising substituted or unsubstituted fluorene and triarylamine
units and (2) a polymer comprising substituted or unsubstituted fluorene and benzothiadiazole units is excluded;

wherein each of said units has a HOMO and a LUMO;
wherein the difference between the HOMO and the LUMO of each unit constitutes an energy gap;
wherein the HOMO and LUMO of said hole transporting unit comprising groups B and Ah is based on a trimer of structure -B-Ah-B-, the HOMO and LUMO of said electron transporting unit comprising groups B and Ae is based on a trimer of structure -B-Ae-B-, and the HOMO and LUMO of said exciton formation unit comprising groups B and Aex is based on a trimer of structure -B-Aex-B-;

wherein the HOMO of both trimers -B-Ah-B- and -B-Aex-B- are at least 0.2 eV higher than the HOMO of -B-Ae-B-.

US Pat. No. 9,133,119

COMPOUNDS FOR ELECTRONIC DEVICES

Merck Patent GmbH, (DE)

1. A compound of the formula (II)

where the following applies to the symbols and indices occurring:
Y is on each occurrence, identically or differently, a single bond or C(R2) and

precisely one group Y represents a single bond and precisely one further group Y is C(R2)2;

T2 is a single bond;

Ph is a phenyl group, which is optionally substituted by one or more radicals R1;

R1 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, CHO, C(?O)R3, P(?O)(R3)2, S(?O)R3, S(?O)2R3, CR3?C(R3)2, CN, NO2, Si(R3)3, B(OR3)2, OSO2R3, OH, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl
group having 3 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms, each of which is optionally substituted
by one or more radicals R3, where one or more non-adjacent CH2 groups is optionally replaced by R3C?CR3, C?C, Si(R3)2, Ge(R3)2, Sn(R3)2, C?O, C?S, C?Se, C?NR3, P(?O)(R3), SO, SO2, NR3, O, S or CONR3 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or a mono- or polycyclic aromatic or ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted
by one or more non-aromatic radicals R3, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
non-aromatic radicals R3, or a combination of these systems, where two or more radicals R1 and/or R2 is optionally linked to one another and may form a mono- or polycyclic, aliphatic or aromatic ring system;

R2 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, CHO, N(R3)2, C(?O)R3, P(?O)(R3)2, S(?O)R3, S(?O)2R3, CR3?C(R3)2, CN, NO2, Si(R3)3, B(OR3)2, OSO2R3, OH, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl
group having 3 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms, each of which is optionally substituted
by one or more radicals R3, where one or more non-adjacent CH2 groups is optionally replaced by R3C?CR3, C?C, Si(R3)2, Ge(R3)2, Sn(R3)2, C?O, C?S, C?Se, C?NR3, P(?O)(R3), SO, SO2, NR3, O, S or CONR3 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or a mono- or polycyclic aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case
be substituted by one or more non-aromatic radicals R3, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
non-aromatic radicals R3, or a combination of these systems, where two or more radicals R1 and/or R2 is optionally linked to one another and may form a mono- or polycyclic, aliphatic or aromatic ring system;

R3 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, CHO, N(R4)2, C(?O)R4, P(?O)(R4)2, S(?O)R4, S(?0)2R4, CR4?C(R4)2, CN, NO2, Si(R4)3, B(OR4)2, OSO2R4, OH, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl
group having 3 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms, each of which is optionally substituted
by one or more radicals R4, where one or more non-adjacent CH2 groups is optionally replaced by R4C?CR4, C?C, Si(R4)2, Ge(R4)2, Sn(R4)2, C?O, C?S, C?Se, C?NR4, P(?O)(R4), SO, SO2, NR4, O, S or CONR4 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or a mono- or polycyclic aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case
be substituted by one or more non-aromatic radicals R4, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
non-aromatic radicals R4, or a combination of these systems, where two or more radicals R3 is optionally linked to one another and may form a mono- or polycyclic, aliphatic or aromatic ring system;

R4 is on each occurrence, identically or differently, H, D, F or an aliphatic, aromatic and/or heteroaromatic organic radical
having 1 to 20 C atoms, in which, in addition, one or more H atoms is optionally replaced by D or F; two or more identical
or different substituents R4 here may also be linked to one another and may form a mono- or polycyclic, aliphatic or aromatic ring system;

n is on each occurrence, identically or differently, 0 or 1, where the sum of the values of n is equal to 1 and where, for
n=0, a group R? is bonded instead of a group Y;

m2 is 0 or 1, where, for m2=0, a group R1 is bonded instead of a group T2;

where the following structures are excluded:

and where not more than one group R1 which represents a group of the formula —N(R3)2, where R3 is an aryl group, is optionally bonded to a single triarylamine group in formula (I).

US Pat. No. 9,115,088

ANTI-MALARIAL AGENTS

MERCK PATENT GMBH, Darms...

1. A compound of formula I

wherein R1, R2, R3 R4, R5, R6, R7 and R8 are independently of each other selected from: H, Cl or F; wherein the pyrrolidinyl, morpholinyl or thiomorpholinyl dioxide
heterocyclic groups are independently optionally substituted by one or more Cl, F or —(C1-C3) alkyl groups; and

wherein X is —O— or —SO2—;

or a pharmaceutically acceptable salt, hydrate, solvate, or polymorph thereof.

US Pat. No. 9,099,655

COMPOSITION COMPRISING AT LEAST ONE EMITTER COMPOUND AND AT LEAST ONE POLYMER HAVING CONJUGATION-INTERRUPTING UNITS

Merck Patent GmbH, (DE)

1. Composition comprising at least one triplet emitter compound and at least one polymer used as matrix material for the triplet
emitter compound, characterised in that the polymer comprises at least one structural unit of the general formula I,
where the following applies to the symbols and indices used:
A is on each occurrence, independently of one another, a conjugation-interrupting unit selected from the group consisting
of A-1d to A1p,

where Ar1, Ar2 and Ar3 each, independently of one another, denote an aromatic or heteroaromatic group having 5 to 60 ring atoms, two of the radicals
R1 to R4 or one of the radicals R1 to R4 and one of the groups Ar1, Ar2 and Ar3 form a bond to FG in the general formula I or FG1 in the general formula Ia and a further structural unit, which may be identical to or different from the structural unit of
the formula I, and/or R1, R2, R3 and R4 each, independently of one another, denote alkylene, cycloalkylene, alkylsilylene,
silylene, arylsilylene, alkylalkoxyalkylene, arylalkoxyalkylene, alkylthioalkylene, phosphine, phosphine oxide, sulfone, alkylenesulfone,
sulfone oxide, alkylene sulfone oxide, where the alkylene group in each case has, independently of one another, 1 to 12 C
atoms and where one or more H atoms may be replaced by F, Cl, Br, I, alkyl, heteroalkyl, cycloalkyl, an aryl or heteroaryl
group,
FG is on each occurrence, independently of one another, an opto-electronic functional group, and
n is greater than 1.

US Pat. No. 9,090,532

ORGANIC ELECTROLUMINESCENT DEVICE

Merck Patent GmbH, (DE)

10. A process for the production of the organic electroluminescent device according to claim 1, which comprises applying one or more layers by means of a sublimation process or in that one or more layers are applied
by means of the OVPD (organic vapour phase deposition) process or with the aid of carrier-gas sublimation or in that one or
more layers are produced from solution or by means of any desired printing process.
US Pat. No. 10,072,092

METHODS OF USE OF ANTI-CD19 ANTIBODIES WITH REDUCED IMMUNOGENICITY

Merck Patent GmbH, Darms...

1. A method of treating a patient having B-cell lymphoma or an autoimmune disease, the method comprising the step of administering to a patient a therapeutically effective amount of an anti-CD19 antibody comprising a variable domain comprising:a heavy chain variable region comprising the amino acid sequence of SEQ ID NO:13 with an amino acid substitution at one or more residues corresponding to Gln5, Arg19, Leu20, Arg40, Gln43, Lys65, Ser85, Ser88, and Val93; and
a light chain variable region comprising the amino acid sequence of SEQ ID NO:25 with an amino acid substitution at one or more residues corresponding to Ile10, Met11, Val19, Ser51, and Leu53.

US Pat. No. 10,032,989

SPIROBIFLUORENE DERIVATIVE-BASED MATERIALS FOR ELECTRONIC DEVICES

Merck Patent GmbH, (DE)

1. A compound of the formula (I)
which is optionally substituted at one or more positions shown as unsubstituted in the base structure of formula (I) by one R1 radical each; and
which has the following definitions of the variables:
Y is selected from a single bond, O, S and Se;
Z is selected from O, S and Se;
E is the same or different at each instance and is a single bond or an aromatic or heteroaromatic ring system which has 6 to 30 aromatic ring atoms and is optionally substituted by one or more R2 radicals;
A is the same or different at each instance and is a group of the formula (A1), (A2) or (A3) which is bonded via the bond marked with #;

wherein
N is a nitrogen atom,
Ar2 is the same or different at each instance and is an aromatic or heteroaromatic ring system which has 6 to 30 aromatic ring atoms and is optionally substituted by one or more R2 radicals;
X is the same or different at each instance and is a single bond or a group selected from BR2, C(R2)2, Si(R2)2, C?O, O, S, S?O, SO2, NR2, PR2 and P(?O)R2;
R1 is the same or different at each instance and is selected from H, D, F, C(?O)R3, CN, Si(R3)3, P(?O)(R3)2, OR3, S(?O)R3, S(?O)2R3, straight-chain alkyl or alkoxy groups having 1 to 20 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms; where two or more R1 radicals is optionally joined to one another and optionally forms a ring; where the alkyl, alkoxy, alkenyl and alkynyl groups mentioned and the aromatic ring systems and heteroaromatic ring systems mentioned optionally each is substituted by one or more R3 radicals; and where one or more CH2 groups in the alkyl, alkoxy, alkenyl and alkynyl groups mentioned is optionally replaced by —R3C?CR3—, —C?C—, Si(R3)2, C?O, C?NR3, —C(?O)O—, —C(?O)NR3—, NR3, P(?O)(R3), —O—, —S—, SO or SO2;
R2 is the same or different at each instance and is selected from H, D, F, C(?O)R3, CN, Si(R3)3, N(R3)2, P(?O)(R3)2, OR3, S(?O)R3, S(?O)2R3, straight-chain alkyl or alkoxy groups having 1 to 20 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms; where two or more R2 radicals is optionally joined to one another and optionally forms a ring; where the alkyl, alkoxy, alkenyl and alkynyl groups mentioned and the aromatic ring systems and heteroaromatic ring systems mentioned optionally each is substituted by one or more R3 radicals; and where one or more CH2 groups in the alkyl, alkoxy, alkenyl and alkynyl groups mentioned is optionally replaced by —R3C?CR3—, —C?C—, Si(R3)2, C?O, C?NR3, —C(?O)NR3—, NR3, P(?O)(R3), —O—, —S—, SO or SO2;
R3 is the same or different at each instance and is selected from H, D, F, C(?O)R4, CN, Si(R4)3, N(R4)2, P(?O)(R4)2, OR4, S(?O)R4, S(?O)2R4, straight-chain alkyl or alkoxy groups having 1 to 20 carbon atoms, branched or cyclic alkyl or alkoxy groups having 3 to 20 carbon atoms, alkenyl or alkynyl groups having 2 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms, and heteroaromatic ring systems having 5 to 40 aromatic ring atoms; where two or more R1 or R2 radicals is optionally joined to one another and optionally forms a ring; where the alkyl, alkoxy, alkenyl and alkynyl groups mentioned and the aromatic ring systems and heteroaromatic ring systems mentioned optionally each is substituted by one or more R4 radicals; and where one or more CH2 groups in the alkyl, alkoxy, alkenyl and alkynyl groups mentioned is optionally replaced by —R4C?CR4—, —C?C—, Si(R4)2, C?O, C?NR4, —C(?O)O—, —C(?O)NR4—, NR4, P(?O)(R4), —O—, —S—, SO or SO2;
R4 is the same or different at each instance and is selected from H, D, F, CN, alkyl groups having 1 to 20 carbon atoms, aromatic ring systems having 6 to 40 aromatic ring atoms and heteroaromatic ring systems having 5 to 40 aromatic ring atoms; where two or more R4 radicals is optionally joined to one another and optionally forms a ring; and where the alkyl groups, aromatic ring systems and heteroaromatic ring systems mentioned is optionally substituted by F or CN;
q is the same or different at each instance and is 0 or 1, where at least one q in formula (A2) is 1;
a, b, c, and d are the same or different at each instance and are 0 or 1, where at least one of the indices a, b, c and d is 1, and where, in the case that one or more of the indices a, b, c and d are 0, an R1 group is attached at the position in question.

US Pat. No. 9,634,268

ELECTRONIC DEVICE COMPRISING METAL COMPLEXES

Merck Patent GmbH, Darms...

1. An electronic device comprising an anode, a cathode and at least one compound of the formula (1)

containing a metal M coordinated to a ligand L of the formula (2)

where the following applies to the symbols and indices used:M is selected from Cu(I), Ag(I), Au(I), Ni(0), or Pd(0);a is 0 and V is N or P, and V is coordinated to M through an electron lone pair, ora is 1 and V is not coordinated to M, and is selected from B, BR?, CR, CO?, SiR, NR+, or P(?O); or V is a cyclic group of one of the formulae (31) to (34)
Y is, identically or differently on each occurrence, a divalent group selected from CR2, BR, SiR2, NR, PR, P(?O)R, O or S;b is 1;L1 is selected from the groups of the formulae (3) to (30):
X is on each occurrence, identically or differently, CR or N;D is on each occurrence, identically or differently, O?, S?, NR?, PR?, NR2, PR2, COO?, SO3?, —C(?O)R, —CR(?NR) or —N(?CR2);
and the groups are coordinated to the metal M via the position denoted by *; the position denoted by # indicates the position
at which the part-ligand is bonded to Y or to V, and the position denoted by (#) indicates the position at which the part-ligand
is optionally bonded to Y or to L4, and if a further bond of this type to Y or to L4 is present, the corresponding symbol
X(#) is C, and there is no group R bonded to the symbol N(#) in the formulae (7), (8), (9), (21) and (23);
L2 and L3 are selected, identically or differently on each occurrence, from the group consisting of —NR2, —NR?, —N?C(R1)2, —PR2, —PR(OR), P(OR)2, —S?, —SR and L1;L4 is a carbon monoxide, nitrogen monoxide, alkyl cyanide, aryl cyanide, alkyl isocyanide, aryl isocyanide, amine, halophosphine,
trialkylphosphine, triarylphosphine, alkylarylphosphine, phosphite, arsine, stibene, neutral or anionic nitrogen-containing
heterocycles, carbene, hydride, deuteride, F?, Cl?, Br?, alkylacetylide, arylacetylide, cyanide, cyanate, isocyanate, thiocyanate, isothiocyanate, aliphatic or aromatic alcoholate,
aliphatic or aromatic thioalcoholates, amide, carboxylate, or
wherein, in formula (56), X and D are as defined for formulae (3) to (30), * indicates the position of the coordination to
M, and the position denoted by (#) indicates the position at which L4 is optionally bonded, optionally via —(Y)n—, one of the part-ligands L1, L2 and L3 and if L4 is bonded to the part-ligand L1, L2 or L3 directly or through Yn, the corresponding symbol X(#) is C;n is on each occurrence, identically or differently, 0, 1 or 2;R is on each occurrence, identically or differently, H, D, F, Cl, Br, I, N(R1)2, CN, NO2, OH, Si(R1)3, B(OR1)2, C(?O)R1, P(?O)(R1)2, S(?O)R?, S(?O)2R1, OSO2R1, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy
group having 3 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms, each of which is optionally substituted
by one or more radicals R1, where one or more non-adjacent CH2 groups is optionally replaced by R1C?CR1, C?C, Si(R1)2, Ge(R1)2, Sn(R1)2, C?O, C?S, C?Se, C?NR1, P(?O)(R1), SO, SO2, NR1, O, S or CONR1 and where one or more H atoms is optionally replaced by F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by
one or more radicals R1, or an aryloxy, heteroaryloxy, aralkyl or heteroaryalkyl group having 5 to 60 aromatic ring atoms, which may be substituted
by one or more radicals R1, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which
is optionally substituted by one or more radicals R1; two or more substituents R here may also form a mono- or polycyclic, aliphatic, aromatic, heteroaromatic and/or benzo-fused
ring system with one another;R1 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, N(R2)2, CN, NO2, OH, Si(R2)3, B(OR2)2, C(?O)R2, P(?O)(R2)2, S(?O)R2, S(?O)2R2, OSO2R2, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy
group having 3 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms, each of which may be substituted by one
or more radicals R2, where one or more non-adjacent CH2 groups is optionally replaced by R2C?CR2, C?C, Si(R2)2, Ge(R2)2, Sn(R2)2, C?O, C?S, C?Se, C?NR2, P(?O)(R2), SO, SO2, NR2, O, S or CONR2 and where one or more H atoms is optionally replaced by F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by
one or more radicals R2, or an aryloxy, heteroaryloxy, aralkyl or heteroaryalkyl group having 5 to 60 aromatic ring atoms, which is optionally substituted
by one or more radicals R2, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which
is optionally substituted by one or more radicals R2; two or more substituents R1 here may also form a mono- or polycyclic, aliphatic, aromatic, heteroaromatic and/or benzo-fused ring system with one another;R2 is on each occurrence, identically or differently, H, D, F, or an aliphatic, aromatic or heteroaromatic radical having 1 to
20 C atoms, in which, in addition, one or more H atoms is optionally replaced by F; two or more substituents R2 here may also form a mono- or polycyclic, aliphatic, aromatic, heteroaromatic and/or benzo-fused ring system with one another.

US Pat. No. 9,493,451

AMINE DERIVATIVES AS POTASSIUM CHANNEL BLOCKERS

Bionomics Limited, Theba...

1. A compound represented by the following Formula:

wherein
X is an alkylene group having 1 to 6 carbon atoms optionally substituted with 1 or 2 substituents selected from fluoro or
C1-C6-alkyl,

Q is a single bond,
U is cycloalkenyl, heterocyclyl or heteroaryl, each of the above groups being optionally substituted with 1 to 3 substituents
selected from Hal, NO2, CN, —SO2—C1-C6-alkyl, —S—C1-C6-alkyl, NMe2, C1-C6-alkyl, —C(O)O—C1-C6-alkyl, O—C1-C6-alkyl, —(CH2)m—O—C1-C6-alkyl, —C1-C6-halo-alkyl, or a 5-6-membered heteroaromatic group being optionally substituted by Hal,

V is an aryl group optionally substituted with 1 to 3 substituents selected from Hal, NO2, CN, SO2—C1-C6 alkyl, NMe2, C1-C6-alkyl, O—C1-C6-alkyl, —(CH2)m—O—C1-C6-alkyl, —C1-C6-halo-alkyl, O—C1-C6-halo-alkyl or a 5-6-membered heteroaromatic group,

T denotes phenyl, triazolyl, thiazolyl, oxazolyl, oxadiazolyl, or pyrazolyl,
R1 is Hal, —C1-C6-alkyl, O—C1-C6-alkyl, —(CH2)m—O—C1-C6-alkyl, O—C1-C6-halo-alkyl, —(CH2)m—O—C1-C6-halo-alkyl, —SO2—C1-C6-alkyl, —(CH2)m—SO2—C1-C6-alkyl, —SO2—C1-C6-halo-alkyl, —(CH2)m—SO2—C1-C6-halo-alkyl, —SO2-3-8-cycloalkyl, —(CH2)m—SO2-3-8-cycloalkyl, cyano or —C1-C6-halo-alkyl,

R2 and R2? are independently from one another H, Hal, —C1-C6-alkyl, —O—C1-C6-alkyl, —(CH2)m—O—C1-C6-alkyl, O—C1-C6-halo-alkyl, —(CH2)m—O—C1-C6-halo-alkyl, —SO2—C1-C6-alkyl, —(CH2)m—SO2—C1-C6-alkyl, —SO2—C1-C6-halo-alkyl, —(CH2)m—SO2—C1-C6-halo-alkyl, —SO2-3-8-cycloalkyl, —(CH2)m—SO2-3-8-cycloalkyl, —C1-C6-halo-alkyl, or

R1 and R2 are linked to form with the ring T to which they are attached a 7-12-membered fused heterocyclyl or 7-12-membered fused cycloalkyl,
each of which may be optionally substituted with 1 to 3 Hal, —C1-C6-halo-alkyl, NO2, CN, C1-C6-alkyl, —(CH2)m—O—C1-C6-alkyl, or —O—C1-C6-alkyl,

R3 is C1-C6-alkyl, C1-C6-haloalkyl, —(CH2)m—O—C1-C6-alkyl, or —(CH2)m—O—C1-C6-haloalkyl; a 3-8-membered cycloalkyl group, optionally substituted with 1 to 3 substituents independently selected from Hal,
—C1-C6-halo-alkyl, or C1-C6-alkyl; or a 3-8-membered heterocyclic group, optionally substituted with 1 to 3 substituents independently selected from
Hal, —C1-C6-halo-alkyl, NO2, CN, C1-C6-alkyl, —(CH2)m—O—C1-C6-alkyl, —(CH2)m—SO2—C1-C6-alkyl, —SO2—C1-C6-alkyl, —O—C1-C6-alkyl, —(CH2)m—O—C1-C6-halo-alkyl, —(CH2)m—SO2—C1-C6-halo-alkyl, —SO2—C1-C6-halo-alkyl, —O—C1-C6-halo-alkyl, —C(O)—C1-C6-alkyl, or —C(O)O—C1-C6-alkyl,

R4 denotes H, C1-C6-alkyl, or forms together with R3 a 3-8-membered cycloalkyl ring, optionally substituted with Hal, —C1-C6-halo-alkyl, NO2, CN, C1-C6-alkyl, —(CH2)m—O—C1-C6-alkyl, —O—C1-C6-alkyl, —C(O)—C1-C6-alkyl, or —C(O)O—C1-C6-alkyl,

m is selected from 1, 2, 3 or 4, preferably 1 or 2,
Hal is F, Cl, Br, or I,
or a pharmaceutically acceptable salts thereof, or an enantiomeric mixture of 2 enantiomers in all ratios, and/or as a mixture
of diastereoisomers in all ratios.

US Pat. No. 9,487,702

LIQUID CRYSTAL MEDIUM

MERCK PATENT GMBH, Darms...

1. A liquid crystal (LC) medium comprising one or more polymerizable compounds of formula I

in which the individual radicals have the following meanings
m is 0 or 1,
P1, P2, P3 independently of each other denote a polymerizable group,

Sp1, Sp2, Sp3 independently of each other denote a spacer group or a single bond, wherein at least one of Sp1, Sp2 and Sp3 is different from a single bond,

L denotes P-Sp-, F, Cl, Br, I, —CN, —NO2, —NCO, —NCS, —OCN,—SCN, —C(?O)N(Rx)2, —C(?O)Y1, —C(?O)Rx, —N(Rx)2, optionally substituted silyl, optionally substituted aryl or heteroaryl having 5 to 20 ring atoms, or straight-chain or
branched alkyl having 1 to 25, particularly preferably 1 to 10, C atoms, in which, in addition, one or more non-adjacent CH2 groups are each optionally replaced, independently of one another, by —C(R00)?C(R000)—, —C?C—,—N(R00)—, —O—,—S—,—CO—, —CO—O—,O—CO—,or —O—CO—O—in such a way that O and/or S atoms are not linked directly to one another, and
in which, in addition, one or more H atoms are each optionally replaced by F, Cl, CN or P-Sp-,

Y1 is halogen,

R00 and R000 each, independently of one another, denote H or alkyl having 1 to 12 C atoms,

r is 0, 1, 2 or 3,
Rx denotes P-Sp-, H, halogen, straight chain, branched or cyclic alkyl having 1 to 25 C atoms, wherein one or more non-adjacent
CH2—groups are each optionally replaced by —O—, —S—, —CO—, —CO—O—, —O—CO—, or —O—CO—O— in such a manner that O—and/or S-atoms
are not directly connected with each other, and wherein one or more H atoms are each optionally replaced by F, Cl or P-Sp-,
optionally substituted aryl, aryloxy, heteroaryl or heteroaryloxy having 5 to 20 ring atoms,

P has one of the meanings given for P1,

Sp has one of the meanings given for Sp1 or Sp2; and

further comprising one or more mesogenic or liquid crystalline compounds comprising an alkenyl group.

US Pat. No. 9,382,253

METAL COMPLEXES

Merck Patent GmbH, Darms...

1. A compound of the formula (1),
M(L)n(L?)m  formula (1)
containing a moiety M(L)n of the formula (2) or formula (3):

where the following applies to the symbols and indices used:
M is a metal;
X is selected on each occurrence, identically or differently, from the group consisting of C and N; all X here together represent
a 14 ? electron system;

R1 to R7 is on each occurrence, identically or differently, a polymerisable group PG or H, D, F, Cl, Br, I, N(R8)2, CN, NO2, Si(R8)3, B(OR8)2, C(?O)R8, P(?O)(R8)2, S(?O)R8, S(?O)2R8, OSO2R8, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or an alkenyl, alkynyl or imine group having 2
to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, where the above-mentioned
alkyl, alkoxy, thioalkoxy, alkenyl, alkynyl and imine groups may each be substituted by one or more radicals R8, where one or more non-adjacent CH2 groups is optionally replaced by R8C?CR8, Si(R8)2, Ge(R8)2, Sn(R8)2, C?O, C?S, C?Se, C?NR8, P(?O)(R8), SO, SO2, NR8, O, S or CONR8 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which is optionally in each case be substituted
by one or more radicals R8, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
radicals R8, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
radicals R8, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which
is optionally substituted by one or more radicals R8; R1 and R2 and/or R2 and R3 and/or R4 and R5 and/or R5 and R6 and/or R6 and R7 here may also form a mono- or polycyclic, aliphatic, aromatic and/or benzo-fused ring system with one another; furthermore,
R3 and R4 may form a mono- or polycyclic, in each case aliphatic ring system with one another;

with the proviso that R1, R2, R3, R4, R5, R6 or R7 represents a free electron pair if the group X to which this radical R1, R2, R3, R4, R5, R6 or R7 is bonded is a nitrogen atom having a saturated valence;
R8 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, N(R9)2, CN, NO2, Si(R9)3, B(OR9)2, C(?O)R9, P(?O)(R9)2, S(?O)R9, S(?O)2R9, OSO2R9, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40
C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, each of which is optionally substituted
by one or more radicals R9, where one or more non-adjacent CH2 groups is optionally replaced by R9C?CR9, C?C, Si(R9)2, Ge(R9)2, Sn(R9)2, C?O, C?S, C?Se, C?NR9, P(?O)(R9), SO, SO2, NR9, O, S or CONR9 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which is optionally in each case be substituted
by one or more radicals R9, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
radicals R9, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
radicals R8, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which
is optionally substituted by one or more radicals R9; two or more adjacent radicals R8 here may form a mono- or polycyclic, aliphatic or aromatic ring system with one another;R9 is on each occurrence, identically or differently, H, D, F, CN or an aliphatic, aromatic and/or heteroaromatic hydrocarbon
radical having 1 to 20 C atoms, in which, in addition, one or more H atoms is optionally replaced by D or F; two or more substituents
R9 here optionally forms a mono- or polycyclic, aliphatic or aromatic ring system with one another;PG is a polymerisable group, with the proviso that the polymerisable group is not selected from Cl, Br, I and B(OR8)2; and furthermore with the proviso that, if one or more of the radicals R1 to R7 as polymerisable group PG are selected from an alkenyl or an alkynyl group, it is a terminal alkenyl or alkynyl group having
3 to 40 C atoms, where individual CH2 groups or individual H atoms may also be replaced by the groups mentioned above in the case of R1 to R7; and furthermore with the proviso that, if one or more of the radicals R1 to R7 as polymerisable group PG is selected from a group Si(R8)3, R8 stands either for Cl or for an alkoxy group having 1 to 40 C atoms;
L? is, identically or differently on each occurrence, a co-ligand;
n is 1, 2 or 3;
m is 0, 1, 2, 3 or 4;a plurality of ligands L here may also be linked to one another or L is optionally linked to L? via a single bond or a bridge
V and thus form a tridentate, tetradentate, pentadentate or hexadentate ligand system;
wherein at least one of the radicals R1 to R7 and/or at least one radical on the ligand stands for a polymerisable group PG.

US Pat. No. 9,385,337

NANOCRYSTALS ON FIBERS

Merck Patent GmbH, Darms...

1. An electroluminescent fiber comprising an emissive layer (EML) and at least one nanocrystal, which is either electrically
neutral or ionic, wherein the fiber is an organic light emitting electrochemical cell (OLEC, LEC, LEEC) comprising at least
one mobile ionic species in the EML, and wherein the nanocrystal is selected from mono-dispersive quantum dot or mono-dispersive
nanorod.

US Pat. No. 9,255,223

POLYMERIZABLE COMPOUNDS AND LIQUID CRYSTAL MEDIA

Merck Patent GmbH, Darms...

1. A compound of formula I

in which
X1 denotes


R1 denotes a group -Sp-P,

R2 denotes a radical -Sp-P, a halogenated or unsubstituted alkyl radical having 1 to 15 C atoms, in which one or more CH2 groups are each optionally replaced, independently of one another, by —C?C—, —CH?CH—, —(CO)O—, —O(CO)—, —(CO)— or —O— in such
a way that 0 atoms are not linked directly to one another, F, Cl, Br, CN, SCN, NCS or SF5,

where if m=0, X1 does not contain a group -Sp-P,

R3 independently is defined like R2 or denotes H,

A1, A2 and A3 each, independently of one another, denote:

a) trans-1,4-cyclohexylene or cyclohexenylene, in which one or more non-adjacent CH2 groups are optionally replaced by —O— and/or —S— and in which H is optionally replaced by F,

b) 1,4-phenylene, in which one or two CH groups are optionally replaced by N and in which one or more H atoms are optionally
replaced by Br, Cl, F, CN, methyl, methoxy or a mono- or polyfluorinated methyl or methoxy group, or

c) bicyclo[1.1.1]pentane-1,3-diyl, bicyclo[2.2.2]octane-1,4-diyl, spiro[3.3]heptane-2,6-diyl, tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl,
tetrahydrofuran-2,5-diyl, cyclobut-1,3-diyl, piperidine-1,4-diyl, thiophene-2,5-diyl, selenophene-2,5-diyl,


in which one or more hydrogen atoms are optionally substituted by F, CN, SCN, NCS, SF5, CH2F, CHF2, CF3, OCH2F, OCHF2 or OCF3, one or more double bonds are optionally replaced by single bonds, one or more CH groups are optionally replaced by N,

M denotes —O—, —S—, —CH2—, —CHY— or —CYY1—,

Y and Y1 denote Cl, F, CN, OCF3 or CF3,

Z1, Z2, Z3
and Z4 each, independently of one another, denote

a single bond, —O—, —CH2—, —O(CO)CH2, —CH2O—, —CH2OCH2—, —(CO)O—, —CF2O—, —CH2CH2CF2O—, —CF2CF2—, —CH2CF2-, —CH2CH2-, —(CH2)4—, —CH?CH—, —CH?CF—, —CF?CF— or —C?C—, where asymmetrical groups may be oriented in either direction,

m denotes 0, 1, 2 or 3,
n denotes 0, 1, 2 or 3,
q denotes 0, 1, 2 or 3,
P denotes CH2?CW1—COO—, CH2?CW1—CO—,

CH2?CW2—(O)k3—, CH2?CW1—CO—NH—, CH3—CH?CH—O—, (CH2?CH)2CH—OCO—, (CH2?CH—CH2)2CH—OCO—, (CH2?CH)2CH—O—, (CH2?CH—CH2)2N—, (CH2?CH—CH2)2N—CO—, HS—CW2W3—, HO—CW2W3—NH—, CH2?CH—(COO)k1-Phe-(O)k2—, CH2?CH—(CO)k1-Phe-(O)k2—, Phe-CH?CH—, OCN— or W4W5W6Si—,
W1 denotes H, F, Cl, CN, CF3, phenyl or alkyl having 1 to 5 C atoms,

W2 and W3 each, independently of one another, denote H or alkyl having 1 to 5 C atoms, W4, W5
and W6 each, independently of one another, denote Cl, oxaalkyl or oxacarbonylalkyl having 1 to 5 C atoms,

W7 and W8 each, independently of one another, denote H, Cl or alkyl having 1 to 5 C atoms,

Phe denotes 1,4-phenylene, which is optionally substituted by one or more radicals L,
L denotes F, Cl, CN, NO2, CH3, C2H5, OCH3, OC2H5, COCH3, COC2H5, COOCH3, COOC2H5, CF3, OCF3, OCHF2, OC2F5 or phenyl,

k1 and k2 each, independently of one another, denote 0 or 1,

k3 denotes 1,

Sp denotes Sp?-X,
Sp? denotes alkylene having 1 to 24 C atoms, which is optionally mono- or poly-substituted by F, Cl, Br, I or CN and in which
one or more non-adjacent CH2 groups are each optionally replaced, independently of one another, by —O—, —S—, —NH—, —NR0—, —SiR00R000—, —CO—, —(CO)O—, —O(CO)—, —O(CO)O—, —S(CO)—, —(CO)S—, —NR00—CO—O—, —O—CO—NR00—, —NR00—CO—NR00—, —CH?CH— or —C?C— in such a way that O and/or S atoms are not linked directly to one another,

X denotes —O—, —S—, —CO—, —(CO)O—, —O(CO)—, —O(CO)O—, —CO—NR00—, —NR00—CO—, —NR00—CO—NR00—, —OCH2—, —CH2O—, —(CH2)2—O—, —SCH2—, —CH2S—, —CF2O—, —OCF2—, —CF2S—, —SCF2—, —CF2CH2—, —CH2CF2—, —CF2CF2—, —CH?N—, —N?CH—, —N?N—, —CH?CR0—, —CY2?CY3—, —C?C—, —CH?CH—(CO)O—, —O(CO)—CH?CH— or a single bond,

R0, R00 and R000 each, independently of one another, denote H or alkyl having 1 to 12 C atoms, and

Y2 and Y3 each, independently of one another, denote H, F, Cl or CN.

US Pat. No. 9,238,775

SWITCH ELEMENT COMPRISING A LIQUID-CRYSTALLINE MEDIUM

MERCK PATENT GMBH, Darms...

1. A switch element that is thermoresponsive and is capable of switching between a less transmissive state for radiant energy
and a more transmissive state for radiant energy, said switch element comprising:
a liquid-crystalline medium, which comprises one or more compounds of formula (I)
where
R11 is H, F, Cl, CN, NCS, R1—O—CO—, R1—CO—O—, an alkyl, alkoxy or thioalkoxy group having 1 to 10 C atoms, or an alkenyl, alkenyloxy or thioalkenyloxy group having
2 to 10 C atoms, where one or more H atoms in the groups mentioned above are each optionally replaced by F, Cl, or CN, and
where one or more CH2 groups in the groups mentioned above are each optionally replaced by O, S, —O—CO— or —CO—O—;

R12 is selected from F, Cl, alkyl and alkoxy groups having 1 to 10 C atoms, and alkenyl and alkenyloxy groups having 2 to 10 C
atoms, with the proviso that in the above-mentioned groups one or more H atoms are replaced by F or Cl;

R1 is, identically or differently on each occurrence, an alkyl or an alkenyl group having 1 to 10 C atoms, in which one or more
H atoms are each optionally replaced by F or Cl;

are selected from
is selected from

X is on each occurrence, identically or differently, F, Cl, Br, CN or an alkyl, alkoxy or thioalkoxy group having 1 to 10
C atoms, where one or more H atoms in the groups mentioned above are each optionally replaced by F or Cl and where one or
more CH2 groups are each optionally replaced by O or S;

Y is on each occurrence, identically or differently, selected from H and X; and
Z11 and Z12 are, identically or differently, selected from CO—O—, —O—CO—, —CF2O—, —OCF2—, —OCH2—, —CH2O—, —CH2CH2— and a single bond,

wherein said liquid crystalline medium has a phase transition temperature between 20° C. and 50° C., and
wherein said switch element is suitable for the regulation of radiant energy flow between an interior space and the environment.

US Pat. No. 9,236,571

POLYMER MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES

Merck Patent GmbH, Darms...

1. A polymer which comprises at least one structural unit of the following formula (I) in the side chains

where the dashed line represents the connection to the polymer backbone, and the other symbols and indices used have the following
meanings:

L is on each occurrence, identically or differently, a single covalent bond or a straight-chain alkylene group having 1 to
20 C atoms or a branched or cyclic alkylene group having 3 to 20 C atoms, each of which is optionally substituted by one or
more radicals R1, where one or more non-adjacent CH2 groups is optionally replaced by R2C?CR2, C?C, Si(R2)2, Ge(R2)2, Sn(R2)2, C?O, C?S, C?Se, C?NR2, P(?O)(R2), SO, SO2, NR2, O, S or CONR2 and where one or more H atoms is optionally replaced by F, Cl, Br, I, CN or NO2;

Ar1 is on each occurrence, identically or differently, a divalent, mono- or polycyclic, aromatic or heteroaromatic ring system
having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R1;

Ar2 is on each occurrence, identically or differently, a mono- or polycyclic, aromatic or heteroaromatic ring system having 5
to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R1;

Q is —X(?O)— group;
m is 1, 2 or 3;
l is 0, 1, 2 or 3;
s is 1;
R1 is on each occurrence, identically or differently, D, F, Cl, Br, I, N(Ar3)2, CN, NO2, Si(R2)3, B(OR2)2, C(?O)Ar3, P(?O)(Ar3)2, S(?O)Ar3, S(?O)2Ar3, —CR2?CR2(Ar3), tosylate, triflate, OSO2R2, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy
group having 3 to 40 C atoms, each of which is optionally substituted by one or more radicals R2, where one or more non-adjacent CH2 groups is optionally replaced by R2C?CR2, C?C, Si(R2)2, Ge(R2)2, Sn(R2)2, C?O, C?S, C?Se, C?NR2, P(?O)(R2), SO, SO2, NR2, O, S or CONR2 and where one or more H atoms is optionally replaced by F, Cl, Br, I, CN or NO2, or a combination of these systems; where two or more adjacent substituents R1 may also be linked to one another via a single covalent bond or a divalent group Z;

X is selected from the group consisting of C, P(Ar4), S and SO;

R2 is on each occurrence, identically or differently, a straight-chain alkyl group having 1 to 20 C atoms or a branched or cyclic
alkyl group having 3 to 20 C atoms, where one or more non-adjacent CH2 groups is optionally replaced by NH, O or S and where one or more H atoms is optionally replaced by F, or a mono- or polycyclic,
aromatic or heteroaromatic ring system having 5 to 20 aromatic ring atoms, which optionally in each case be substituted by
one or more radicals R3; where two or more substituents R2 may also be linked to one another via a single covalent bond or a divalent group Z;

R3 is on each occurrence, identically or differently, a straight-chain alkyl group having 1 to 20 C atoms or a branched or cyclic
alkyl group having 3 to 20 C atoms, where one or more non-adjacent CH2 groups is optionally replaced by NH, O or S and where one or more H atoms is optionally replaced by F; where two or more substituents
R3 may also be linked to one another via a single covalent bond or a divalent group Z;

Ar3 and Ar4 are on each occurrence, identically or differently, a mono- or polycyclic, aromatic or heteroaromatic ring system having 5
to 60 aromatic ring atoms, which is optionally substituted by one or more radicals R3;

Z represents a divalent group —(CR42)q—;

q is equal to 1, 2, 3, 4 or 5;
R4 is on each occurrence, identically or differently, a straight-chain alkyl group having 1 to 20 C atoms or a branched or cyclic
alkyl group having 3 to 20 C atoms, where one or more non-adjacent CH2 groups is optionally replaced by NH, O or S and where one or more H atoms is optionally replaced by F.

US Pat. No. 9,236,578

ORGANIC ELECTROLUMINESCENT DEVICE

Merck Patent GmbH, (DE)

1. An organic electroluminescent device comprising anode, cathode and at least one emitting layer which comprises at least
one phosphorescent compound A and at least one compound B, wherein the following relationships (1) or the following relationships
(2) apply to compounds A and B:
T1(B)??E, where ?E=|HOMO(A)|?|LUMO(B)|;  a)

T1(A)??E, where ?E=|HOMO(A)|?|LUMO(B)|;  b)

|HOMO(B)|>|HOMO(A)|; and  c)

|LUMO(B)|>|LUMO(A)|;  d) (1)
or
T1(B)??E, where ?E=|HOMO(B)|?|LUMO(A)|;  a)

T1(A)??E, where ?E=|HOMO(B)|?|LUMO(A)|;  b)

|LUMO(A)|>|LUMO(B)|; and  c)

|HOMO(A)|>|HOMO(B)|;  d) (2)

where T1(A) or T1(B) each represents the lowest triplet energy in eV of compound A or B respectively;

and where HOMO(A) or HOMO(B) each represents the energy level of the HOMO in eV relative to vacuum of compound A or B respectively;
and where LUMO(A) or LUMO(B) each represents the energy level of the LUMO in eV relative to vacuum of compound A or B respectively;
the following materials are excluded from the invention as compound B:

US Pat. No. 9,221,770

COMPOUNDS HAVING ELECTRON TRANSPORT PROPERTIES, THEIR PREPARATION AND USE

Merck Patent GmbH, Darms...

6. An optical light emitting device having a first electrode, at least one electron transporting layer consisting of a compound
of the formula I or III, or consisting of a mixture of a compound of the formula I or III and another electron transport material,
or consisting of a mixture of a compound of the formula I or III and an n-doped donor type organic molecule,
wherein
M represents Cu or a lanthanide;
X represents oxygen or sulphur;
m and p are independently 0 to 4;
q is 1 to 4, depending on the valence of M;
R1 and R2 independently represent C1 to C4 alkyl or alkoxy, fluorine-substituted alkyl or alkoxy, fluoroalkyl, fluoroalkoxy, cycloalkyl or cycloalkoxy, aryl, heteroaryl,
fluoro, cyano, aryl or heteroaryl substituted with one or more groups selected from C1 to C4 alkyl or alkoxy, fluorine-substituted alkyl or alkoxy, fluoroalkyl, fluoroalkoxy, fluoro or cyano, or when m or p is 2 to
4 represents fused cycloalkyl, aryl or heteroaryl which in turn is optionally substituted with one or more groups selected
from C1 to C4 alkyl or alkoxy, fluorine-substituted alkyl or alkoxy, fluoroalkyl, fluoroalkoxy, fluoro or cyano; and

R3 and R4 independently represent C1 to C4 alkyl, cyclopentyl, cyclohexyl, aryl or heteroaryl, the aryl or heteroaryl substituents optionally being substituted with
one or more groups selected from C1to C4 alkyl or alkoxy, fluorine-substituted alkyl or alkoxy, fluoroalkyl, fluoroalkoxy, fluoro or cyano, and a second electrode.

US Pat. No. 9,186,459

AUTO-INJECTOR FOR EPINEPHRINE INJECTION

MERCK PATENT GMBH, Darms...

1. A reloadable auto injector for adrenaline injection, the auto injector comprising:
a housing for accommodation of a syringe with a needle, the syringe being movably positioned in the housing between a first
position in which position the needle is accommodated inside the housing and a second position in which position the needle
protrudes outside the housing,

a plunger rod configured to be advanced in the syringe for delivering at least one dose of medicament,
a plunger rod tube having a plurality of deflectable locking members configured to interact with a plunger rod stop to normally
lock the plunger rod to the plunger rod tube,

a syringe driver configured to apply a force to the syringe thereby moving the syringe from the first position to the second
position, the syringe driver being further configured to advance the plunger rod tube with the plunger rod to the second position,

a plunger rod driver being configured to apply a force to the plunger rod to advance the plunger rod in the syringe for delivering
one dose of medicament upon unlocking of each of the plurality of deflectable locking members,

a reload mechanism configured to retract the syringe from the second position to the first position and reload the syringe
driver to allow a repeated activation of the syringe driver,

wherein the reload mechanism is configured to unlock a first deflectable locking member of the plurality of deflectable locking
members upon a first movement of the syringe from the first position to the second position to thereby release the plunger
rod from the plunger rod tube for delivering a first dose of medicament, and unlock a second deflectable locking member of
the plurality of deflectable locking members upon a second movement of the syringe from the first position to the second position
to thereby release the plunger rod from the plunger rod tube for delivering a second dose of medicament,

wherein the reload mechanism is configured to receive an operator input to activate the auto injector for a further injection,
wherein the reload mechanism has a first opening configured to be aligned with the first deflectable locking member when the
plunger rod tube is advanced to the second position a first time and a second opening configured to be aligned with the second
deflectable locking member when the plunger rod tube is advanced to the second position a second time.

US Pat. No. 9,175,132

POLYMERS COMPRISING STRUCTURAL UNITS WHICH CONTAIN ALKYLALKOXY GROUPS, BLENDS COMPRISING THESE POLYMERS, AND OPTO-ELECTRONIC DEVICES COMPRISING THESE POLYMERS AND BLENDS

Merck Patent GmbH, (DE)

1. A polymer comprising, as structural unit Z, an aromatic or heteroaromatic ring system, where at least one H atom of said
aromatic or heteroaromatic ring system is substituted by an alkylalkoxy group A which is bonded to said aromatic or heteroaromatic
ring system via a C atom of the alkylalkoxy group and where said aromatic or heteroaromatic ring system is substituted by
one or more substituents R1 wherein
R1 is in each case, independently of one another, a bond to a further structural unit or denotes H, D, F, Cl, Br, I, N(R2)2, N(Ar)2, C(?O)Ar, P(?O)Ar2, S(?O)Ar, S(?O)2Ar, CR2?CR2Ar, CN, NO2, Si(R2)3, B(OR2)2, OSO2R2, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy
group having 3 to 40 C atoms, each of which is optionally substituted by one or more radicals R2, where one or more non-adjacent CH2 groups is optionally replaced by R2C?CR2, Si(R2)2, Ge(R2)2, Sn(R2)2, C?O, C?S, C?Se, C?NR2, P(?O)(R2), SO, SO2, NR2, O, S or CONR2 and where one or more H atoms is optionally replaced by F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 40 aromatic ring atoms, which optionally in each case is substituted
by one or more radicals R2, or an aryloxy or heteroaryloxy group having 5 to 40 aromatic ring atoms, which is optionally substituted by one or more
radicals R2, or a combination of these systems; where, in addition, two or more substituents R optionally forms a mono- or polycyclic,
aliphatic or aromatic ring system with one another, and

R2 is in each case, independently of one another, H or an aliphatic or aromatic hydrocarbon radical having 1 to 20 C atoms and
wherein the alkylalkoxy group A is bonded to the aromatic or heteroaromatic ring system via an aromatic or heteroaromatic
group Ar,

and wherein the structural unit Z is selected from the group consisting of substituted or unsubstituted trans-indenofluorene,
benzo-trans-indenofluorene, dibenzo-trans-indenofluorene, cis-indenofluorene, benzo-cis-indenofluorene, dibenzo-cis-indenofluorene,
spirobifluorene, dihydrophenanthrene, phenanthrene, dibenzofuran, benzofluorene, benzochromene, dibenzooxepine and anthracene
and wherein, the alkylalkoxy group A conforms to the formula —Arn—(CR2)m—O—(CR2)0—Ox—(CR2)p—CR3, in which R can adopt, independently of one another, identically or differently, one of the meanings indicated for R1 and in which individual CR2 groups is optionally replaced by alkenyl, alkynyl, aryl or heteroaryl groups, n?0, m>0, o?0, x is 0 and p?0.

US Pat. No. 9,152,006

PARTICLES FOR ELECTROPHORETIC DISPLAYS

Merck Patent GmbH, Darms...

1. Polymer particles for use in electrophoretic devices comprising monomer units of a) at least one polymerisable dye, b)
at least one monomer, c) optionally at least one charged co-monomer, and d) optionally at least one crosslinking co-monomer,
wherein dyes of Formula (1) are used
wherein
X1, X2, and X3 are, independently of one another, H or an electron-withdrawing group;

R1 and R2 are, independently of one another, groups of the structure L1-Y1, L2-Y2, or linear, branched, or cyclic alkyl groups;

R3 and R4 are, independently of one another, groups of the structure L3-Y3, L4-Y4, or linear, branched, or cyclic, substituted or unsubstituted alkyl groups, where one or more non-adjacent carbon atoms are
optionally replaced by O, S, and/or N;

L1, L2, L3, and L4 are, independently of one another, linear or branched, substituted or unsubstituted alkylene groups, where one or more non-adjacent
carbon atoms are optionally replaced by O, S, and/or N;

Y1, Y2, Y3, and Y4 are, independently of one another, polymerisable groups;

R? is a linear or branched alkyl group, OR5, H, NHCOR6, or NHSO2R7;

R? is OR5, H, or NHCOR6,

R5, R6, and R7 are, independently of one another, linear or branched alkyl groups; and
wherein at least one of R1, R2, R3, and R4, is a polymerisable group and at least one of X1, X2, and X3, is an electron-withdrawing group.

US Pat. No. 9,153,784

CONJUGATED POLYMERS

MERCK PATENT GMBH, Darms...

1. A polymer selected from the following formulae:

wherein
Rx and Ry are each H or straight-chain, branched or cyclic alkyl with 1 to 30 C atoms, in which one or more non-adjacent C atoms are
each optionally replaced by —O—, —S—, —C(O)—, —C(O)—O—, —O—C(O)—, O—C(O)—O—, —CH?CH— or —C?C— and in which one or more H atoms
are each optionally replaced by F, Cl, Br, I or CN;

R1 and R2 are each selected from straight-chain, branched or cyclic alkyl with 1 to 35 C atoms, in which one or more non-adjacent C
atoms are each optionally replaced by —O—, —S—, —C(O)—, —C(O)—O—, —O—C(O)—, —O—C(O)—O—, —CR0?CR00— or —C?C— and in which one or more H atoms are each optionally replaced by F, Cl, Br, I or CN, or denote aryl, heteroaryl,
aryloxy, heteroaryloxy, arylcarbonyl, heteroarylcarbonyl, arylcarbonyloxy, heteroarylcarbonyloxy, aryloxycarbonyl or heteroaryloxycarbonyl
having 4 to 30 ring atoms which in each case is unsubstituted or substituted by one or more non-aromatic groups R3;

R3 is on each occurrence, identically or differently, F, Br, Cl, —CN, —NC, —NCO, —NCS, —OCN, —SCN, —C(O)NR0R00, —C(O)X0, —C(O)R0, —NH2, —NR0R00, —SH, —SR0, —SO3H, —SO2R0, —OH, —NO2, —CF3, —SF5, optionally substituted silyl, carbyl or hydrocarbyl with 1 to 40 C atoms that is optionally substituted and optionally comprises
one or more hetero atoms, or P-Sp-;

R0 and R00 are independently of each other H or optionally substituted C1-40 carbyl or hydrocarbyl;

P is a polymerizable or crosslinkable group;
Sp is a spacer group or a single bond;
X0 is halogen; and

n is an integer >1.

US Pat. No. 9,145,392

IMIDAZOLE AMINES AS MODULATORS OF KINASE ACTIVITY

Merck Patent GmbH, Darms...

1. A compound of Formula (I):

and pharmaceutically acceptable salts, solvates, or solvates of salts, wherein:
R1 is Hal, LA, OH, O(LA), NH2 and/or NH(LA), N(LA)2, NO2, CN, OCN, SCN, COOH, COO(LA), CONH2, CONH(LA), CON(LA)2, NHCO(LA), NHCONH(LA), NHCONH2, NHSO2(LA), CHO, CO(LA), SO2NH2, SO2 (LA), or a mono- or bicyclic, aliphatic or aromatic homo- or heterocycle having 0, 1, 2, 3 or 4 N, S and/or O atoms and 4,
5 or 6, 7, 8, 9, or 10 skeleton atoms which may be unsubstituted or, independently of one another, mono-, di- or trisubstituted
by Hal, LA, OH, O(LA), NH2 and/or NH(LA), N(LA)2, NO2, CN, OCN, SCN, COOH, COO(LA), CONH2, CONH(LA), CON(LA)2, NHCO(LA), NHCONH(LA), NHCONH2, NHSO2(LA), CHO, CO(LA), SO2NH2, SO2 (LA) and/or SO2Hal or an unbranched or branched linear or cyclic alkyl having 1, 2, 3 , 4, 5, 6, 7 or 8 C atoms, in which one or two CH2 groups may be replaced by an O atom and/or by an —NH—, NH(LA), —CO—, —NHCO— or —CH?CH— group, and/or in which a CH group may
be replaced by —N—;

R2 is H, NH2, NH(LA), N(LA)2 or NHCO(LA);

R3 is N or CH;

R4 is H, an unbranched or branched linear or mono- or bicyclic alkyl group having 1, 2, 3, 4, 5, 6, 7, 8 or 9 C atoms, in which
one or two CH2 groups may be replaced by an —O—,—NH—, group, and/or in which one or two CH groups may be replaced by —N—,

and/or in which 1, 2 or 3 H atoms may be replaced by Hal or OH,
R5 is a monocyclic aromatic or aliphatic homo- or heterocycle having 0, 1 or 2 N, S and/or O atoms and 5 or 6 skeleton atoms
which may be unsubstituted or, independently of one another, mono-, di- or trisubstituted by Hal, LA, OH, O(LA), NH2 and/or NH(LA), N(LA)2, NO2, CN, OCN, SCN, COOH, COO(LA), CONH2, CONH(LA), CON(LA)2, NHCO(LA), NHCONH(LA), NHCONH2, NHSO2(LA), CHO, CO(LA), SO2NH2, SO2(LA);

Hal is F, CI, Br or I, and
LA is an unbranched or branched, saturated or partially unstaturated, linear hydrocarbon chain having 1, 2, 3 or 4 C atoms,
wherein 1, 2 or 3 H atoms may be replaced by Hal.

US Pat. No. 9,073,944

CYCLIC DIAMINOPYRIMIDINE DERIVATIVES

Merck Patent GmbH, Darms...

1. A compound of formula I

in which:

 denotes phenylen or 2,3-dihydro-indo-1,6-diyl, each of which is unsubstituted or monosubstituted by OA,
X denotes Hal,
Y denotes alkyl having 1, 2, 3 or 4 C atoms,
L1 denotes (CH2)nNR1CO, (CH2)n, NH(CH2)n, OCH2CHOH, NHCO(CH2)n, CO(CH2)nNR1, CONR2, (CH2)n, CONR1, O(CH2)pCONR1, NR1CONR3CHR4CONR1, SO2NR1(CH2)pCONR1 or O(CH2)pNR1CO,

L2 denotes O(CH2)p, (CH2)nNR1CO, O(CH2)pNR1CO, CHR5NR1CO or CHR3NR4CO,

each R1 is independently H or methyl,

R2 denotes piperidinyl, piperazinyl, pyrrolidinyl, morpholinyl, 2,3-dihydro-pyrazolyl, 1,2-dihydro-pyridyl or tetrahydropyranyl,
each of which is unsubstituted or mono- or disubstituted by A and/or ?O,

R3 and R4 together denote independently at each instance an alkylene chain having 2,3 or 4 CH2 groups,

R5 denotes A or benzyl,

each A is independently an unbranched or branched alkyl having 1-10 C atoms, in which 1-7 H atoms may be replaced by F and/or
in which one or two non-adjacent CH and/or CH2 groups may be replaced by O or N,

Hal denotes F, Cl, Br or I,
each n is independently 0, 1, 2, 3 or 4,
each p is independently 1, 2, 3 or 4,
or pharmaceutically acceptable salts, tautomers and stereoisomers thereof, including mixtures thereof in all ratios.

US Pat. No. 10,072,210

LIQUID-CRYSTALLINE MEDIUM AND LIQUID-CRYSTAL DISPLAY COMPRISING THE SAME

MERCK PATENT GMBH, Darms...

1. A liquid-crystalline medium having a nematic phase and a dielectric anisotropy (??) of 0.5 or more, said medium having(a) a dielectric constant perpendicular to the director (??) in the range of 2 or more to 8 or less and at the same time a ratio of the dielectric constant perpendicular to the director (??) to the dielectric anisotropy (??), (??/??), of 1.0 or more,
or
(b) a dielectric constant perpendicular to the director (??) of 8 or more and a dielectric anisotropy (??) of 26 or less; andwherein said medium comprises one or more compounds having a high dielectric constant perpendicular to the director (??) and a high average dielectric constant (?av.), which are compounds of formula I,
in which
denotes
denotes
n denotes 0 or 1,
R11 and R12 independently of each other denote alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy, each having 1 to 7 C atoms, alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl having 2 to 7 C atoms, and R11 alternatively denotes R1 and R12 alternatively denotes X1,
R1 denotes alkyl, alkoxy, fluorinated alkyl or fluorinated alkoxy having 1 to 7 C atoms, alkenyl, alkenyloxy, alkoxyalkyl or fluorinated alkenyl having 2 to 7 C atoms, and
X1 denotes F, Cl, fluorinated alkyl, fluorinated alkenyl, fluorinated alkoxy or fluorinated alkenyloxy, the latter four groups having 1 to 4 C atoms.

US Pat. No. 9,475,990

LIQUID CRYSTAL MEDIUM AND LIQUID CRYSTAL DISPLAY

MERCK PATENT GMBH, Darms...

1. A mesogenic medium exhibiting a blue phase, comprising one or more compounds of formula M-I or M-II

and one or more compounds of formula I

wherein
R0* is F, CF3 or CN,

L0 is F,

R0 is alkyl, which is straight chain or branched, is unsubstituted, mono- or poly-substituted by F, Cl or CN, and in which one
or more CH2 groups are optionally replaced, in each case independently from one another, by —O—, —S—, —NR01—, —SiR01R02—, —CO—, —COO—, —OCO—, —OCO—O—, —S—CO—, —CO—S—, —CY01?CY02— or —C?C— in such a manner that O and/or S atoms are not linked directly to one another,

Y01 and Y02 are, independently of each other, F, Cl or CN, and alternatively one of them may be H,

R01 and R02 are, independently of each other, H or alkyl with 1 to 12 C-atoms

L1 is H or F, and

R1 is alkyl, which is straight chain or branched, is unsubstituted, mono- or poly-substituted by F, Cl or CN, and in which one
or more CH2 groups are optionally replaced, in each case independently from one another, by —O—, —S—, —NR01—, —SiR01R02—, —CO—, —COO—, —OCO—, —OCO—O—, —S—CO—, —CO—S—, —CY01?CY02— or —C?C— in such a manner that O and/or S atoms are not linked directly to one another.

US Pat. No. 9,461,255

LIGHT EMITTING COMPOUNDS

Merck Patent GmbH, Darms...

1. A cyclometallated organometallic light emitting complex having a first tridentate ligand portion coordinated with a first
metal and a second tridentate ligand portion coordinated with a second metal, the complex having a structure according to
Formula (IV):

wherein:
A is selected from the group consisting of pyrimidine, and wherein W1 and W2 are the nitrogen atoms of said pyrimidine ring;

wherein M1 and M2 are each iridium;

wherein G1 and G2 represent first and second aromatic moieties respectively and Z3 is one or more bonds by which the first aromatic moiety G1 is joined to the second aromatic moiety G2 and

wherein G3 and G4 represent first and second aromatic moieties respectively and Z6 is one or more bonds by which the first aromatic moiety G3 is joined to the second aromatic moiety G4;

wherein X1, X2 and W1 are coordinated to metal atom M1;

wherein Y1, Y2 and W2 are coordinated to metal atom M2;

wherein at least one of atoms X1 and X2 is connected to said metal atom M1 via an organometallic bond and/or wherein at least one of atoms Y1 and Y2 is connected to said metal atom M2 via an organometallic bond; wherein each of X1, X2, Y1 and Y2 is independently carbon or nitrogen;

Z1 and Z2 are one or more bonds;

T1 and T2 are auxiliary ligands in which m and n are 0 or an integer sufficient to satisfy the respective coordination requirements
of M1 and M2, and where m and n are 2 or more, each respective auxiliary ligand may be the same or different.

US Pat. No. 9,425,398

COMPLEX COMPOUNDS HAVING ANIONIC LIGANDS CONTAINING TWO P DONORS AND THE USE THEREOF IN THE OPTO-ELECTRONIC FIELD

Merck Patent GmbH, Darms...

1. An electronic device comprising a metal complex compound having at least one anionic ligand containing two P donors, having
the formula I

in which
R1 to R4 are, independently of one another, an atom or radical from the group comprising hydrogen, a halogen, R—, RO—, RS—, RCO—, RCOO—,
RNH—, R2N—, RCONR— and —Si(R)X(OR)3-X, where R=a C1-C40-hydrocarbon and X=1, 2 or 3, and

E is a carbon or a boron atom, where
if E is a carbon atom, an atom or radical from the group with hydrogen, halogen, —CN, R—, RO—, RS—, RCO—, RCOO—, RNH—, R2N—, RCONR— and —Si(R)X(OR)3-X, where R=the C1-C40-hydrocarbon and X=1, 2 or 3, is optionally bonded to the carbon, and

if E is a boron atom, two radicals from the group with halogen, R—, RO—, RS—, RCO—, RCOO—, RNH—, R2N—, RCONR— and —Si(R)X(OR)3-X, where R =the C1-C40-hydrocarbon and X=1, 2 or 3, are optionally bonded to the boron.

US Pat. No. 9,343,683

COMPOUNDS FOR ELECTRONIC DEVICES

Merck Patent GmbH, Darms...

1. An electroluminescent device comprising a hole-transport material, matrix material, or emitter material, the material including
at least one compound of formula (I),

wherein:
X is, identically or differently on each occurrence, CH or CR1, with the provisos that at least two groups X per aromatic 6-membered ring is CR1, and X is C when Y is bonded to X;

Y is, identically or differently on each occurrence, a single bond, O, S, C(R3)2, or NR3;

R is, identically or differently on each occurrence, H, D, CHO, C(?O)R3, P(?O)(R3)2, S(?O)R3, S(?O)2R3, CN, NO2, Si(R3)3, B(OR3)2, OSO2R3, OH, COOR3, CON(R3)2, a straight-chain alkyl group having 1 to 4 C atoms or a branched or cyclic alkyl group having 3 to 40 C atoms or an alkenyl
or alkynyl group having 2 to 40 C atoms, wherein one or more methylene groups in the alkyl, alkenyl and alkynyl groups are
optionally replaced by Si(R3)2, C?O, C?S, C?Se, C?NR3, P(?O)(R3), SO, SO2, NR3, —O—, —S—, —COO— or —CONR3— and the above-mentioned alkyl, alkenyl and alkynyl groups are optionally substituted by one or more groups R3, or an aromatic ring system having 6 to 60 aromatic ring atoms or heteroaromatic ring system having 5 to 60 aromatic ring
atoms, which in each case is optionally substituted by one or more non-aromatic radicals R3, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
non-aromatic radicals R3, or a combination of these systems, wherein two radicals R optionally define an aliphatic or aromatic ring system;

R1 is, identically or differently on each occurrence, a straight-chain alkyl group having 1 to 8 C atoms or a branched or cyclic
alkyl group having 3 to 8 C;

R2 is, identically or differently on each occurrence, H, D, F, Cl, Br, I, CHO, N(Ar)2, N(R3)2, C(?O)R3, P(?O)(R3)2, S(?O)R3, S(?O)2R3, CR3?C(R3)2, CN, NO2, Si(R3)3, B(OR3)2, OSO2R3, OH, COOR3, CON(R3)2, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl
group having 3 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms, each of which is optionally substituted
by one or more radicals R3, wherein one or more non-adjacent methylene groups are optionally replaced by Si(R3)2, C?O, C?S, C?Se, C?NR3, P(?O)(R3), SO, SO2, NR3, —O—, —S—, —COO— or —CONR3— and wherein one or more H atoms are optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic ring system having 6 to 60 aromatic ring atoms or heteroaromatic ring system having 5 to 60 aromatic ring
atoms, which in each case is optionally substituted by one or more non-aromatic radicals R3, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
non-aromatic radicals R3, or a combination of these systems, wherein two or more radicals R2 optionally define an aliphatic or aromatic ring system;

R3 is, identically or differently on each occurrence, H, D, F, Cl, Br, I, CHO, N(R4)2, C(?O)R4, P(?O)(R4)2, S(?O)R4, S(?O)2R4, CR4?C(R4)2, CN, NO2, Si(R4)3, B(OR4)2, OSO2R4, OH, COOR4, CON(R4)2, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl
group having 3 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms, each of which is optionally substituted
by one or more radicals R4, wherein one or more non-adjacent methylene groups are optionally replaced by Si(R4)2, C?S, C?Se, C—NR4, P(?O)(R4), SO, SO2, NR4, —O—, —S—, —COO— or —CONR4— and wherein one or more H atoms are optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic ring system having 6 to 60 aromatic ring atoms or heteroaromatic ring system having 5 to 60 aromatic ring
atoms, which in each case is optionally substituted by one or more non-aromatic radicals R4, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
non-aromatic radicals R4, or a combination of these systems, wherein two or more radicals R3 optionally define an aliphatic or aromatic ring system;

R4 is, identically or differently on each occurrence, H, D, F or an aliphatic, aromatic, and/or heteroaromatic organic radical
having 1 to 20 C atoms, wherein one or more H atoms are optionally replaced by D or F; and wherein two or more identical or
different substituents R4 optionally define an aliphatic or aromatic ring system;

Ar is, identically or differently on each occurrence, an aryl or heteroaryl group having 5 to 60 aromatic C atoms, and optionally
substituted by one or more radicals R3;

n is, identically or differently on each occurrence, 0 or 1, wherein when n=0 the group Y in question is not present.
US Pat. No. 9,309,272

METAL OXIDE PARTICLES AFTERTREATED WITH ORGANIC PHOSPHORUS COMPOUNDS

MERCK PATENT GMBH, Darms...

1. A method for the stabilization of a cosmetic composition comprising a cosmetically suitable carrier and/or at least one
cosmetic adjuvant and dihydroxyacetone or a derivative of dihydroxyacetone, the method comprising adding to the cosmetic composition
metal oxide particles and/or metal hydroxide particles having a primary particle size according to the Scherrer method in
the range from 5 nm to 100 nm, wherein said particles have been treated with an organic phosphorus compound selected from:
hydroxyalkyldiphosphonic acids; alkylphosphonic acids, which may be substituted by at least one COOH group; aminoalkylenephosphonic
acids; or organic phosphoric acid esters or salts thereof.
US Pat. No. 9,289,427

POLYMORPHIC FORMS OF 3-(1-{3-[5-(1-METHYL-PIPERIDIN-4-YLMETHOXY)-PYRIMIDIN-2-YL]-BENZYL}-6-OXO-1,6-DIHYDRO-PYRIDAZIN-3-HYDROCHLORIDE SALT AND PROCESSES OF MANUFACTURING THEREOF

MERCK PATENT GMBH, Darms...


or
(b) the hydrochloride anhydrate of the compound 3-(1-{3-[5-(1-methyl-piperidin-4-ylmethoxy)-pyrimidin-2-yl]-benzyl}-6-oxo-1,6-dihydro-pyridazin-3-yl)-benzonitrile.

US Pat. No. 9,250,179

GONIOPHOTOMETRIC MEASUREMENT METHOD FOR THE CHARACTERIZATION OF PIGMENTS AND FILLERS

Merck Patent GmbH, Darms...

1. Goniochromatic measurement method for the determination of the luminance of particles having a particle size of 0.1-500
?m, comprising: incorporating the particles into a transparent medium and applying the medium with the particles to a dark
support or applying the particles in powder form to a dark support; and then illuminating the particles on the support from
a fixed angle relative to the plane of the support, and measuring the back-scattered light at multiple different angles along
a semicircle extending above the plane of the dark support.

US Pat. No. 9,252,372

COMPLEXES FOR USE IN OPTOELECTRONIC COMPONENTS

Merck Patent GmbH, (DE)

5. An organic electroluminescent device comprising a luminescent metal complex which has a ?E separation between the lowest
triplet state and the higher singlet state of between 50 cm?1 and 500 cm?1, wherein the metal complex is a binuclear complex, and wherein the binuclear metal complex has the general formula I-VIII:

where:
M, M? are, identically or differently on each occurrence, Rh(I), Ir(I), Pd(II), Pt(II) or Au(III);
D?D is, identically or differently on each occurrence, a bidentate ligand containing the donor atoms D;
L1-L6 is, identically or differently on each occurrence, a monodentate ligand

n is the charge of the complex and is ?4, ?3, ?2, ?1, 0, 1, 2, 3, 4, 5, 6.

US Pat. No. 9,199,962

SUBSTITUTED AZAHETEROCYCLES FOR THE TREATMENT OF CANCER

Merck Patent GmbH, Darms...

1. A compound of Formula (V)

or its stereoisomers or tautomers, or pharmaceutically acceptable salts of each of the foregoing, wherein
R1?, R1? are each independently H, A, Hal, Cyc, or CO(Cyc),

R2 is H, or Q1-(C(LA)H)n-Q2,

R3 is H, A, or -LA-Cyc

A is unbranched or branched linear or cyclic alkyl having 1, 2, 3, 4 or 5 C atoms, in which one CH2 group may be replaced by an O or S atom and/or by an —NH—, —CO—, —NHCOO—, —NHCONH—, —CONH—, —NHCO—, —CH?CH—, —N?CH— or —CH?N—
group, and in which 1-5 H atoms may be replaced by Hal, and in which one CH group may be replaced by N, and in which one CH3 group may be replaced by CN,

Hal is F, CI, Br or I ,
Cyc is a monocyclic, non-aromatic or aromatic, homo- or heterocycle having 0, 1 or 2, N, O and/or S atoms and 4, 5 or 6 skeleton
atoms, which is independently of one another, mono- or disubstituted by Hal, LA, OH, carbonyl oxygen, SH, O(LA), NH2, NH(LA), N(LA)2, NO2, CN, OCN, SCN, COOH, COO(LA), CONH2, CONH(LA), CON(LA)2, NHCO(LA), NHCONH(LA), NHCONH2, NHSO2(LA), CHO, CO(LA), SO2NH2, SO2(LA) and/or SO2Hal,

Q1 is —NH—, —O—, —COO—, —CONH—, or a bond,

Q2 is NH2, NH(LA), N(LA)2, CONH2, CONH(LA), CON(LA)2, COOH, COO(LA), Cyc, or CO(Cyc),

n is 0, 1, 2, 3 or 4,
Ar is a mono- or bicyclic aromatic homo- or heterocycle having 0, 1, 2, 3 or 4 N, O and/or S atoms and 5, 6, 7, 8, 9, or 10
skeleton atoms, which is independently of one another, mono-, di- or trisubstituted by Hal, A, OH, SH, OA, NH2, NHA, NA2, NO2, CN, OCN, SCN, COOH, CONH2, CONHA, CONA2, NHCOA, NHCONHA, NHCONH2, NHSO2A, CHO, COA, SO2NH2, SO2A, SO2Hal and/or (X)m, -Cyc,

and in which a ring N-atom may be substituted by an O-atom to form an N-oxide group,
and in which in the case of a bicyclic ring system one ring may be aromatic, and the other ring non-aromatic,
X is CH2, NH, or O,

m is 0 or 1,and
LA is H, or unbranched or branched linear alkyl having 1, 2 or 3 or 4 C atoms, wherein 1, 2 or 3 H atoms may be replaced by
Hal.

US Pat. No. 9,169,282

METAL COMPLEXES

Merck Patent GmbH, Darms...

29. A compound of the formula (1)
M(L)n(L?)m  formula (1)

containing a moiety M(L)n selected from the structures of the foimulae (9) to (12), (14)-(17), (25), (26) or (31) to (77):


where the following applies to the symbols and indices used:
M is selected from the group consisting of iridium, platinum, copper and gold;
R1 to R7 are on each occurrence, identically or differently, H, D, F, Cl, Br, I, N(R8)2, CN, NO2, Si(R8)3, B(OR8)2, C(?O)R8, P(?O)(R8)2, S(?O)R8, S(?O)2R8, OSO2R8, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40
C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, each of which is optionally substituted
by one or more radicals R8, where one or more non-adjacent CH2 groups is optionally replaced by R8C?CR8, C?C, Si(R8)2, Ge(R8)2, Sn(R8)2, C?O, C?S, C?Se, C?NR8, P(?O)(R8), SO, SO2, NR8, O, S or CONR8 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by
one or more radicals R8, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
radicals R8, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
radicals R8, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which
is optionally substituted by one or more radicals R8; R1 and R2 and/or R2 and R3 and/or R4 and R5 and/or R5 and R6 and/or R6 and R7 here optionally forms a mono- or polycyclic, aliphatic, aromatic and/or benzo-fused ring system with one another; furthermore,
R3 and R4 optionally form a mono- or polycyclic, aliphatic ring system with one another;

with the proviso that R1 to R7 represent a free electron pair if the group X to which these radicals R1 to R7 are bonded is a nitrogen atom with a saturated valence;

R8 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, N(R9)2, CN, NO2, Si(R9)3, B(OR9)2, C(?O)R9, P(?O)(R9)2, S(?O)R9, S(?O)2R9, OSO2R9, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40
C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, each of which is optionally substituted
by one or more radicals R9, where one or more non-adjacent CH2 groups is optionally replaced by R9C?CR9, C?C, Si(R9)2, Ge(R9)2, Sn(R9)2, C?O, C?S, C?Se, C?NR9, P(?O)(R9), SO, SO2, NR9, O, S or CONR9 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which optionally in each case be substituted
by one or more radicals R9, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
radicals R9, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
radicals R9, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which
is optionally substituted by one or more radicals R9; two or more adjacent radicals R8 here may form a mono- or polycyclic, aliphatic or aromatic ring system with one another;

R9 is on each occurrence, identically or differently, H, D, F or an aliphatic, aromatic and/or heteroaromatic hydrocarbon radical
having 1 to 20 C atoms, in which, in addition, one or more H atoms is optionally replaced by F; two or more substituents R9 here may also form a mono- or polycyclic, aliphatic or aromatic ring system with one another;

L? is, identically or differently on each occurrence, any desired co-ligand;
n is 1, 2, 3 or 4;
m is 0, 1, 2, 3, 4, 5 or 6;
a plurality of ligands L here may also be linked to one another or L is optionally linked to L? via any desired bridge V,
thus forming a tridentate, tetradentate, pentadentate or hexadentate ligand system, and

wherein the compounds of fommla (1) are uncharged.

US Pat. No. 9,598,637

PHOSPHORUS-CONTAINING METAL COMPLEXES

Merck Patent GmbH, Darms...

9. A process for the therapy and/or diagnosis of diseases and/or cosmetic conditions which comprises utilizing the electronic
device according to claim 1.

US Pat. No. 9,492,681

DEVICE AND METHOD FOR TREATMENT OF CELLS AND CELL TISSUE

Merck Patent GmbH, Darms...

1. A cell and/or cell tissue treatment device, comprising at least one light source selected from the group consisting of
an organic light emitting electrochemical cell (OLEC) and a light emitting electrochemical cell including at least one quantum
dot (QD-LEC).

US Pat. No. 9,425,409

MATERIALS FOR ELECTRONIC DEVICES

Merck Patent GmbH, (DE)

1. A compound of the formula (I-1a), (I-1b), (I-1c), (I-1d), (I-2a), (I-2b), (I-2c), (I-2d), (I-3b) or (I-3d)

R1 is H, D, F, Cl, Br, I, CHO, N(R3)2, C(?O)R3, P(?O)(R3)2, S(?O)R3, S(?O)2R3, CR3?C(R3)2, CN, NO2, Si(R3)3, B(OR3)2, OS(?O)2R3, SO3H, C(?O)OR3, OR3, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl
group having 3 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms, each of which is optionally substituted
by one or more radicals R3, where one or more non-adjacent CH2 groups is optionally replaced by —R3C?CR3—, —C?C—, Si(R3)2, Ge(R3)2, Sn(R3)2, C?O, C?S, C?Se, C?NR3, P(?O)(R3), S?O, S(?O)2, NR3, —O—, —S— or C(?O)NR3 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, and where, furthermore, R1 is optionally linked to a group R2 bonded in the 1,3-position adjacent to R1 and may form a mono- or polycyclic, aliphatic or aromatic ring system;

R2 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, CHO, N(R3)2, C(?O)R3, P(?O)(R3)2, S(?O)R3, S(?O)2R3, CR3?C(R3)2, CN, NO2, Si(R3)3, B(OR3)2, OS(?O)2R3, SO3H, C(?O)OR3, OR3, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl
group having 3 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40 C atoms, each of which is optionally substituted
by one or more radicals R3, where one or more non-adjacent CH2 groups is optionally replaced by —R3C?CR3—, —C?C—, Si(R3)2, Ge(R3)2, Sn(R3)2, C?O, C?S, C?Se, C?NR3, P(?O)(R3), S?O, S(?O)2, NR3, —O—, —S— or C(?O)NR3 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by
one or more radicals R3, and which is optionally condensed with the ring to which it is bonded, or an aryloxy or heteroaryloxy group having 5 to
60 aromatic ring atoms, which is optionally substituted by one or more radicals R3, or a combination of these systems, where two or more radicals R2 is optionally linked to one another and may form a mono- or polycyclic, aliphatic or aromatic ring system,

R3 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, CHO, N(R4)2, C(?O)R4, P(?O)(R4)2, S(?O)R4, S(?O)2R4, CR4?C(R4)2, CN, NO2, Si(R4)3, B(OR4)2, OS(?O)2R4, SO3H, C(?O)OR4, OR4, a straight-chain alkyl, alkoxy or thioalkyl group having 1 to 20 C atoms or a branched or cyclic alkyl, alkoxy or thioalkyl
group having 3 to 20 C atoms or an alkenyl or alkynyl group having 2 to 20 C atoms, each of which is optionally substituted
by one or more radicals R4, where one or more non-adjacent CH2 groups is optionally replaced by —R4C?CR4—, —C?C—, Si(R4)2, Ge(R4)2, Sn(R4)2, C?O, C?S, C?Se, C?NR4, P(?O)(R4), S?O, S(?O)2, NR4, —O—, —S— or C(?O)NR4 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, which may in each case be substituted by
one or more radicals R4, or an aryloxy or heteroaryloxy group having 5 to 30 aromatic ring atoms, which is optionally substituted by one or more
radicals R4, or a combination of these systems, where two or more radicals R3 is optionally linked to one another and may form a mono- or polycyclic, aliphatic or aromatic ring system,

R4 is on each occurrence, identically or differently, H, D, F or an aliphatic, aromatic and/or heteroaromatic organic radical
having 1 to 20 C atoms, in which, in addition, one or more H atoms is optionally replaced by D or F; two or more identical
or different substituents R4 here may also be linked to one another and form a mono- or polycyclic, aliphatic or aromatic ring system;

X is on each occurrence, identically or differently, CR3 or N, with the proviso that not more than two adjacent X are simultaneously equal to N;

and where at least one radical R2 must be selected from the group comprising

aromatic or heteroaromatic ring systems having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or
more radicals R3 and which is optionally condensed with the ring to which they are bonded, and

fully conjugated alkenyl or alkynyl groups having 2 to 40 C atoms, which is optionally substituted by one or more radicals
R3.

US Pat. No. 9,409,883

MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES

Merck Patent GmbH, Darms...

1. A compound of the general formula (1) or (2),
where the symbols and indices used have the following meanings:
G is, identically or differently on each occurrence, a group of the following formula (a), (b) or (c):

Q is, identically or differently on each occurrence, a N or CR3,

V is selected from the group consisting of O, S, N, CR4 and NR4, with the proviso that, if V is equal to O, S or NR4, R3 represents a non-bonding electron pair;

the two dashed bonds in formula (a) and (b) mean that one of the bonds is a single covalent bond and the other is a double
covalent bond;

R1 is selected identically or differently on each occurrence, from the group defined for R2, R3 or R4; where one R1 is not present, and the quinoline unit is bonded to Y2 at this position;

R2, R3 and R4 are, identically or differently on each occurrence, a H, D, F, Cl, Br, I, CHO, N(Ar1)2, C(?O)Ar1, P(?O)(Ar1)2, S(?O)Ar1, S(?O)2Ar1, CR5?CR5Ar1, CN, NO2, Si(R5)3, B(OAr1)2, B(OR5)2, OSO2R5, OH, a saturated or unsaturated, straight-chain, branched or cyclic C1-40-alkyl group, C1-40-alkoxy group or C1-40-thioalkyl group, each of which is optionally substituted by one or more radicals R5, where one or more non-adjacent CH2 groups is optionally replaced by R5C?CR5, Si(R5)2, Ge(R5)2, Sn(R3)2, C?O, C?S, C?Se, C?NR5, P(?O)(R5), SO, SO2, NR5, O, S or CONR5, and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which is optionally substituted by one or
more radicals R6, an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more radicals
R6, and a combination of these systems; where one of the substituents R2, R3 or R4 is not present on the group G, and the group G is bonded to Y1 at this position;

W is, identically or differently on each occurrence, an O, S or NRB, where R8 is selected from the group defined for R2, R3 or R4;

Y1 and Y2 are each, independently of one another, either not present, so that the groups bonded thereto are linked directly to one another
by a single covalent bond, or are a saturated, linear, branched or cyclic C1-40-alkyl group or an aromatic or heteroaromatic ring system having 5 to 60 ring atoms, which is optionally substituted by one
or more radicals R6;

Ar is an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which is optionally substituted by one
or more radicals R9, where R9 is selected from the group defined for R2, R3 or R4;

Ar1 is, identically or differently on each occurrence, an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring
atoms, which is optionally substituted by one or more radicals R7, where, in addition, two radicals Ar1 which are bonded to the same nitrogen or phosphorus atom is optionally linked to one another by a single bond or a bridge
selected from the group consisting of B(R7), C(R7)2, Si(R7)2, C?O, C?NR7, C?C(R7)2, O, S, S?O, SO2, N(R7), P(R7) and P(?O)R7;

R5 is, identically or differently on each occurrence, a H, D, a saturated or unsaturated, linear, branched or cyclic C1-20-alkyl group, in which one or more H atoms is optionally replaced by D or F, or an aromatic or heteroaromatic ring system
having 5 to 20 ring atoms, in which one or more H atoms is optionally replaced by F, and which is optionally substituted by
one or more radicals R6;

R6 is, identically or differently on each occurrence, a H, D, F, Cl, Br, I, CHO, N(Ar1)2, C(?O)Ar1, P(?O)(Ar1)2, S(?O)Ar1, S(?O)2Ar1, CR7?CR7Ar1, CN, NO2, Si(R7)3, B(OAr1)2, B(OR7)2, OSO2R7, OH, or a saturated or unsaturated, straight-chain, branched or cyclic C1-40-alkyl group, C1-40-alkoxy group or C1-40-thioalkyl group, each of which is optionally substituted by one or more radicals R7, where one or more non-adjacent CH2 groups is optionally replaced by R7C?CR7, C?C, Si(R7)2, Ge(R7)2, Sn(R7)2, C?O, C?S, C?Se, C?NR7, P(?O)(R7), SO, SO2, NR7, O, S or CONR7, and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2;

R7 is identically or differently on each occurrence, a H, D, a saturated or unsaturated, linear, branched or cyclic C1-20-alkyl group, in which one or more H atoms is optionally replaced by F or D, and an aromatic or heteroaromatic ring system
having 5 to 20 ring atoms, in which one or more H atoms is optionally replaced by F or D;

M is, identically or differently on each occurrence, a metal selected from Li, Al or Zr;
L? is, identically or differently on each occurrence, a monodentate or bidentate ligand;
m is, identically or differently on each occurrence, 0, 1, 2, 3 or 4, with the proviso that at least one index m is >0;
n is 1, 2, 3 or 4;
r is 1, 2, 3 or 4;
k is, identically or differently on each occurrence, 0, 1, 2, 3, 4, 5 or 6; and
l is 0, 1, 2, 3, 4, 5 or 6.

US Pat. No. 9,315,729

POLYMERIZABLE COMPOUNDS AND THEIR USE IN LIQUID CRYSTAL MEDIA AND LIQUID CRYSTAL DISPLAYS

Merck Patent GmbH, Darms...

1. A compounds of formula I
Pa-(Spa)s1-(A1-Z1)n1-A2-Q1-A3-(Z4-A4)n2-(Spb)s2-Pb  I
in which the individual radicals have the following meanings:
Pa denotes a polymerisable group,

Pb denotes a polymerisable group, H or F,

Spa, Spb each, independently of one another, denote a spacer group,

s1, s2 each, independently of one another, denote 0 or 1,
n1 denotes 0 or 1,
n2 denotes 0,
Q1 denotes —CF2O—,

Z1, Z4 each, independendently of one another, denote a single bond, —CF2O—, —OCF2—, —CH2O—, —OCH2—, —(CO)O—, —O(CO)—, —(CH2)4—, —CH2CH2—, —CF2—CF2—, —CF2—CH2—, —CH2—CF2—, —CH?CH—, —CF?CF—, —CF?CH—, —(CH2)3O—, —O(CH2)3—, —CH?CF—, —C?C—, —O—, —CH2—, —(CH2)3—, or —CF2—,

where Z1 and Q1 or Z4 and Q1 do not simultaneously denote —CF2O—,

A2 denotes


A3 denotes


and
A1, A4
each, independently of one another, denotes a radical selected from the following groups:
a) the group consisting of 1,4-phenylene and 1,3-phenylene, in which, in addition, one or two CH groups may each be replaced
by N and in which, in addition, one or more H atoms may each be replaced by L,

b) the group consisting of trans-1,4-cyclohexylene, 1,4-cyclohexenylene and 1,4?-bicyclohexylene, in which, in addition, one
or more non-adjacent CH2 groups may each be replaced by —O— or —S— and in which, in addition, one or more H atoms may each be replaced by F or Cl,

c) the group consisting of tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl, tetrahydrofuran-2,5-diyl, cyclobutane-1,3-diyl,
piperidine-1,4-diyl, thiophene-2,5-diyl and selenophene-2,5-diyl, each of which may, in addition, be mono- or polysubstituted
by L, and

d) the group consisting of saturated, partially unsaturated or fully unsaturated, and optionally substituted, polycyclic radicals
having 5 to 20 cyclic C atoms, one or more of which may also be replaced by heteroatoms,

where, in addition, one or more H atoms in these radicals may each be replaced by L, and/or one or more double bonds may each
be replaced by single bonds, and/or one or more CH groups may each be replaced by N,

L on each occurrence, identically or differently, denotes F, Cl, CN, SCN, SF5 or straight-chain or branched, in each case optionally fluorinated alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy
or alkoxycarbonyloxy having up to 12 C atoms.

US Pat. No. 9,315,617

CROSSLINKABLE AND CROSSLINKED POLYMERS, METHOD FOR THE PRODUCTION THEREOF, AND USE THEREOF

Merck Patent GmbH, Darms...

1. Polymer containing at least one structural unit of the general formula I,

wherein
Z is an aromatic or an heteroaromatic ring system, optionally substituted by one or more radical R, wherein the aromatic or
heteroaromatic ring system is selected from the group consisting of benzene, naphthalene, anthracene, phenanthrene, pyrene,
chrysene, perylene, fluoranthene, naphthacene, pentacene, benzopyrene, biphenyl, biphenylene, terphenyl, terphenylene, fluorene,
spirobifluorene, dihydrophenanthrene, dihydropyrene, tetrahydropyrene, cis- or trans-indenofluorene, truxene, isotruxene,
spirotruxene, spiroisotruxene, furan, benzofuran, isobenzofuran, dibenzofuran, thiophene, benzothiophene, isobenzothiophene,
dibenzothiophene, pyrrole, indole, isoindole, pyridine, quinoline, isoquinoline, acridine, phenanthridine, benzo-5,6-quinoline,
benzo-6,7-quinoline, benzo-7,8-quinoline, phenothiazine, phenoxazine, pyrazole, indazole, imidazole, benzimidazole, naphthimidazole,
phenanthrimidazole, pyridimidazole, pyrazinimidazole, quinoxalinimidazole, oxazole, benzoxazole, naphthoxazole, anthroxazole,
phenanthroxazole, isoxazole, 1,2-thiazole, 1,3-thiazole, benzothiazole, pyridazine, benzopyridazine, pyrimidine, benzopyrimidine,
quinoxaline, 1,5-diazaanthracene, 2,7-diazapyrene, 2,3-diazapyrene, 1,6-diazapyrene, 1,8-diazapyrene, 4,5-diazapyrene, 4,5,9,10-tetraazaperylene,
pyrazine, phenazine, fluorubin, naphthyridine, azacarbazole, benzocarboline, phenanthroline, 1,2,3-triazole, 1,2,4-triazole,
benzotriazole, 1,2,3-oxadiazole, 1,2,4-oxadiazole, 1,2,5-oxadiazole, 1,3,4-oxadiazole, 1,2,3-thiadiazole, 1,2,4-thiadiazole,
1,2,5-thiadiazole, 1,3,4-thiadiazole, 1,3,5-triazine, 1,2,4-triazine, 1,2,3-triazine, tetrazole, 1,2,4,5-tetrazine, 1,2,3,4-tetrazine,
1,2,3,5-tetrazine, purine, pteridine, indolizine, benzothiadiazole, benzanthrene, benzanthracene, rubicene and triphenylene,

R is selected on each occurrence, independently of one another, from F, Cl, Br, I, N(Ar)2, N(R2)2, CN, NO2, Si(R2)3, B(OR2)2, C(?O)Ar, C(?O)R2, P(?O)(Ar)2, P(?O)(R2)2, S(?O)Ar, S(?O)R2, S(?O)2Ar, S(?O)2R2, CR2?CR2Ar, OSO2R2, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy
group having 3 to 40 C atoms, each of which optionally substituted by one or more radicals R2, where in the straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or in the branched or cyclic alkyl,
alkoxy or thioalkoxy group having 3 to 40 C atoms one or more non-adjacent CH2 groups optionally replaced by R2C?CR2, C?C, Si(R2)2, Ge(R2)2, Sn(R2)2, C?O, C?S, C?Se, C?NR2, P(?O)(R2), SO, SO2, NR2, O, S or CONR2 and where in the straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or in the branched or cyclic alkyl,
alkoxy or thioalkoxy group having 3 to 40 C atoms one or more H atoms optionally replaced by F, Cl, Br, I, CN or NO2, where two or more substituents R optionally form a mono- or polycyclic, or aromatic ring system with one another, where
R2 is in each case, independently of one another, H or an aliphatic or aromatic hydrocarbon radical having 1 to 20 C atoms,

X is selected from a direct bond, a linear or branched alkylene group having 1 to 20 C atoms, in which one or more non-adjacent
CH2 groups are optionally replaced by —O—, —S—, —NH—, —N(CH3)—, —N—CO—, —N—CO—O—, —N—CO—, N, —CO—, —O—CO—, —S—CO—, —O—COO—, —CO—S—, —CO—O—, —CH(halogen)-, —CH(CN)—, —CH?CH— or —C?C—,
or a cyclic alkyl group,

Ar1 and Ar2
are an optionally substituted aryl or an optionally substituted heteroaryl group, which are optionally linked to one another,
Q is a crosslinkable group,
R1 is a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy
group having 3 to 40 C atoms or a silyl group or substituted keto group having 1 to 40 C atoms, or an optionally substituted
aromatic or heteroaromatic ring system having 5 to 60 ring atoms, or an aryloxy or heteroaryloxy group having 5 to 60 ring
atoms, or a combination of these systems, or Ar2, where one or more H atoms is optionally replaced by fluorine,

n is 1, 2, 3 or 4, and
the dashed lines represent the linking in the polymer,
wherein if n=1 or if Z=fluorene and n=2, X is not a direct bond.

US Pat. No. 9,231,220

SUBSTITUTED TETRAARYLBENZENES

Merck Patent GmbH, Darms...

1. An electronic device comprising at least one compound of the formula (1)

where the following applies to the symbols and indices used:
X is on each occurrence N;
Y is on each occurrence CR1;

n is 0 or 1, where, if n is equal to 1, the n substituents Z are bonded to Y?CR1 and in each case have replaced the radical R1 here;

m is 0 or 1, where, if m is equal to 1, the m substituents Z are bonded to Y?CR1 and in each case have replaced the radical R1 here;

o is 0 or 1, where, if o is equal to 1, the o substituents Z are bonded to Y?CR1 and in each case have replaced the radical R1 here;

p is 0 or 1, where, if p is equal to 1, the p substituents Z are bonded to Y?CR1 and in each case have replaced the radical R1 here;

where the following condition must be satisfied: m+n+o+p=1, 2, 3 or 4;
and where at least one of the rings A, B, C or D must be substituted by a substituent Z in the meta position;
R1 is, identically or differently on each occurrence, H, D, F, Cl, Br, I, N(R2)2, CN, NO2, Si(R2)3, B(OR2)2, C(?O)R2, P(?O)(R2)2, S(?O)R2, S(?O)2R2, OSO2R2, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or a straight-chain alkenyl or alkynyl group having
2 to 40 C atoms or a branched or cyclic alkyl, alkenyl, alkynyl, alkoxy, alkylalkoxy or thioalkoxy group having 3 to 40 C
atoms, each of which is optionally substituted by one or more radicals R2, where one or more non-adjacent CH2 groups is optionally replaced by R2C?CR2, C?C, Si(R2)2, Ge(R2)2, Sn(R2)2, C?O, C?S, C?Se, C?NR2, P(?O)(R2), SO, SO2, NR2, O, S or CONR2 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by
one or more radicals R2, or an aryloxy, arylalkoxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by
one or more radicals R2, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which
is optionally substituted by one or more radicals R2, or a combination of two or more of these groups or a crosslinkable group Q;

R2 is, identically or differently on each occurrence, H, D, F, Cl, Br, I, N(R3)2, CN, NO2, Si(R3)3, B(OR3)2, C(?O)R3, P(?O)(R3)2, S(?O)R3, S(?O)2R3, OSO2R3, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or a straight-chain alkenyl or alkynyl group having
2 to 40 C atoms or a branched or cyclic alkyl, alkenyl, alkynyl, alkoxy, alkylalkoxy or thioalkoxy group having 3 to 40 C
atoms, each of which is optionally substituted by one or more radicals R3, where one or more non-adjacent CH2 groups is optionally replaced by R3C?CR3, C?C, Si(R3)2, Ge(R3)2, Sn(R3)2, C?O, C?S, C?Se, C?NR3, P(?O)(R3), SO, SO2, NR3, O, S or CONR3 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which may in each case be substituted by
one or more radicals R3, or an aryloxy, arylalkoxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by
one or more radicals R3, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which
is optionally substituted by one or more radicals R3, or a combination of two or more of these groups; two or more adjacent radicals R2 here may form a mono- or polycyclic, aliphatic or aromatic ring system with one another;

R3 is, identically or differently on each occurrence, H, D, F or an aliphatic, aromatic and/or heteroaromatic hydrocarbon radical
having 1 to 20 C atoms, in which, in addition, one or more H atoms is optionally replaced by F; two or more substituents R3 here may also form a mono- or polycyclic, aliphatic or aromatic ring system with one another; and

Z is on each occurrence, identically or differently, R1, with the proviso that at least one of the radicals Z must be an aromatic or heteroaromatic group having 5 to 60 aromatic
ring atoms.

US Pat. No. 9,193,902

ORGANIC ELECTROLUMINESCENT DEVICE

Merck Patent GmbH, (DE)

1. A compound of the general formula (1):
(S-A)n-T  formula (1),

where the symbols and indices used have the following meaning:
S is on each occurrence, independently of one another, a monovalent group which includes a fluorescent emitter unit;
T is an n-valent group which includes a phosphorescent emitter unit;A represents on each occurrence, independently of one another, a divalent unit selected from the group consisting of divalent
units of the general formulae (240) to (254),

where Ar1, Ar2 and Ar3 each, independently of one another, denote a mono- or polycyclic aromatic unit having 6 to 20 ring atoms or a mono- or polycyclic
heteroaromatic unit having 5 to 20 ring atoms, two of the radicals R1 to R4 or one of the radicals R1 to R4 and one of the groups Ar1, Ar2 and Ar3 have a bond to S or T of the compound of the general formula (1), and where R1, R2, R3 and R4 each, independently of one another, denote alkyl(ene), cycloalkyl(ene), alkylsilyl(ene), silyl(ene), arylsilyl(ene), alkylalkoxy-alkyl(ene),
arylalkoxyalkyl(ene), alkylthioalkyl(ene), phosphine, phosphine oxide, sulfone, alkylene sulfone, sulfone oxide, alkylene
sulfone oxide, where the alkylene group in each case, independently of one another, has 1 to 12 C atoms and where one or more
H atoms may be replaced by F, Cl, Br, I, alkyl or cycloalkyl, where one or more CH2 is optionally replaced by a heteroatom or an aromatic or heteroaromatic hydrocarbon radical having 5 to 20 aromatic ring atoms;

n is 1, 2, 3, 4, or 5;
wherein the phosphorescent emitter unit is a metal-ligand coordination compound which includes a metal selected from the group
consisting of Ir, Zn, Cu, Os, Ru, Pd, Pt, Re, Au, Mo, W, Rh and Eu and a ligand selected from the group consisting of formulae
(34) through (39) and (34a) through (39a)

where:R is identical or different on each occurrence and is selected from the group consisting of alkyl(ene), cycloalkyl(ene), alkylsilyl(ene),
silyl(ene), arylsilyl(ene), alkylalkoxyalkyl(ene), arylalkoxyalkyl(ene), alkylthio-alkyl(ene), phosphine, phosphine oxide,
sulfone, alkylene sulfone, sulfoxide and alkylene sulfoxide, where the alkylene group in each case has, independently of one
another, 1 to 12 C atoms and where one or more H atoms is optionally replaced by F, Cl, Br, I, alkyl or cycloalkyl, where
one or more CH2 is optionally replaced by NH, O or S, or an aromatic or heteroaromatic hydrocarbon radical having 5 to 20 aromatic ring atoms;m is on each occurrence, independently of one another, 0, 1, 2, 3 or 4;n is on each occurrence, independently of one another, 0, 1, or 2;o is on each occurrence, independently of one another, 0, 1, 2 or 3;
wherein S is selected from the group consisting of styrylamine, indenofluorene, tetracene, xanthene, perylene, phenylene,
fluorene, arylpyrene, arylenevinylene, rubrene, coumarine, rhodamine, quinacridone, dicyanomethylenepyran, thiopyran, polymethine,
pyrylium and thiapyrylium salts, periflanthene, indenoperylene, bis(azinyl)imineboron compounds, bis(azinyl)methine compounds,
carbostyryl compounds, monostyrylamines, distyrylamines, tristyrylamines, tetrastyrylamines, styrylphosphines, styryl ethers,
arylamines, indenofluorenamines and indenofluorenediamines, benzoindenofluorenamines, benzoindenofluorenediamines, dibenzoindenofluorenamines,
dibenzoindenofluorenediamines, substituted or unsubstituted tristilbenamines, distyrylbenzene and distyrylbiphenyl, triarylamines,
naphthalene, anthracene, tetracene, periflanthene, indenoperylene, phenanthrene, perylene, pyrene, chrysene, decacyclene,
coronene, tetraphenylcyclopentadiene, pentaphenylcyclopentadiene, fluorene, spirofluorene, pyran, oxazone, benzoxazole, benzothiazole,
benzimidazole, pyrazine, cinnamic acid esters, diketopyrrolopyrrole, acridone, and combinations thereof.

US Pat. No. 9,178,166

CONJUGATED POLYMERS

MERCK PATENT GMBH, Darms...

1. A polymer comprising:
at least one unit of formula I

 wherein
A is an optionally substituted, benzofused heteroaryl moiety comprising 1-6 heteroatoms selected from the group consisting
of N, O, S, P, Si, Se, As, Te, and Ge, wherein the benzofused heteroaryl moiety is selected from the group consisting of

formula B1a, formula B1b, formula B1c, formula B2a, formula B2b, and formula B3a,

 R1 and R2 are the same or different, and are independently selected from H or halogen,

R3, R4, R5, R6, R7 are the same or different, and are independently selected from H, halogen, C1-C30 straight-chain, branched or cyclic alkyl moieties, in which one or more non-adjacent CH2 groups are optionally replaced by —O—, —S—, —C(O)—, —C(S)—, —C(O)—O—, —O—C(O)—, —NR0—, —SiR0R00—, —CF2—, —CHR0?CR00—, —CY1?CY2— or —C?C— so that O and/or S atoms are not linked directly to one another, and one or more H atoms are optionally replaced
by F, Cl, Br, I or CN, or aryl, heteroaryl, aryloxy or heteroaryloxy with 4 to 20 ring atoms that are optionally substituted
by halogen or substituted or unsubstituted C1-C30 straight-chain, branched or cyclic alkyl moieties,

Y1 and Y2 are the same or different, and are independently selected from H, F, Cl or CN,

R0 and R00 are the same or different, and are independently selected from H or optionally substituted C1-C40 carbyl or hydrocarbyl moieties.

US Pat. No. 9,169,438

COMPOUNDS OF LIQUID CRYSTALLINE MEDIUM AND USE THEREOF FOR HIGH-FREQUENCY COMPONENTS

Merck Patent GmbH, Darms...

1. A compound of the formula I
in which
R1 denotes branched or unbranched alkyl having 1 to 15 C atoms or branched or unbranched alkenyl having 2 to 15 C atoms, where,
in addition, one or more non-adjacent —CH2— groups in these radicals may be replaced by —O— and/or one or more H atoms may be replaced by halogen atoms,


L11 is branched or unbranched alkyl having 1 to 12 C atoms, branched or unbranched alkenyl or alkynyl having 2 to 12 C atoms,
where, in addition, one or more non-adjacent —CH2— groups in these radicals may be replaced by —O—, or denote substituted or unsubstituted cycloalkyl, cycloalkenyl, substituted
or unsubstituted phenyl, substituted or unsubstituted arylethynyl,


 and

 on each occurrence, independently of one another, denote
an aromatic or heteroaromatic ring system, in which, in addition, one or two CH groups may be replaced by N, and where the
ring systems are optionally substituted by the substituents L11,

or denote a cycloaliphatic ring system, in which, in addition, one or two non-adjacent —CH2— groups may be replaced by —O— and/or —S—,

or denote 1,4-cyclohexenylene or 1,4-bicyclooctylene,
Zll on each occurrence, independently of one another, denotes a single bond, —C?C—, —CF?CF—, —CH?CH—, —OCF2—, —CH2—CH2— or —OCH2—,

n denotes an integer in the range from 0 to 3.

US Pat. No. 9,159,499

ADDITIVES FOR DYE-SENSITIZED SOLAR CELLS

Merck Patent GmbH, Darms...

1. A dye-sensitized solar cell comprising a dye-sensitized electrode and an electrolyte comprising at least one compound of
formula I

in which
Ra, Rb, Rc , Rd and Re independently of each other are H, F, Cl or straight-chain or branched alkyl with 1 to 20 C atoms which optionally may be
partially or fully fluorinated or chlorinated,

n is 1, 2, 3 or 4,
m is 1, 2, 3 or 4.

US Pat. No. 9,149,738

CHROMATOGRAPHY METHOD

Merck Patent GmbH, Darms...

1. A method of purifying target molecules from one or more impurities in a sample, the method comprising the steps of:
a) providing at least three separation units having the same chromatography matrix which are connected so that liquid can
at least flow from one separation unit to the subsequent one and from the last to the first separation unit, so that the at
least three separation units are connected for a circle of flow between them;

b) feeding the sample to a first separation unit wherein the sample is at a first pH and conductivity enabling the target
molecules to be bound to the chromatography matrix in this separation unit, said separation unit is, for at least part of
the loading time, in fluid communication with the next separation unit in the circle so that target molecules not bound to
the chromatography matrix in said first separation unit bind to the chromatography matrix in the next separation unit, and,
at the same time as said feeding steps, at least washing, eluting and re-equilibrating one separation unit different from
the separation unit that is being loaded and from the one that is in fluid communication with the separation unit that is
being loaded;

c) switching the feed to the next separation unit;
d) feeding the sample on the next separation unit wherein the sample is at a pH and conductivity enabling the target molecules
to be bound to the chromatography matrix in said next separation unit, said next separation unit is, for at least part of
the loading time, in fluid communication with the separation unit after the next one in the circle so that target molecules
not bound to said next separation unit bind to the chromatography matrix in the separation unit after the next, and, at the
same time at least washing, eluting and/or re-equilibrating one separation unit different from the separation unit that is
being loaded and from the one that is in fluid communication with the separation unit that is being loaded;

e) repeating steps c) and d) one or more times;
wherein the feed is continuous into at least one of the separation units and has a velocity above 800 cm/h and wherein the
chromatography matrix of the separation units comprises particles with a diameter between 40 and 200 ?m and with pore diameters
in the range between 50 nm and 200 nm.

US Pat. No. 9,123,895

PHOTOVOLTAIC CELL WITH THIAZOLE-CONTAINING POLYMER

Merck Patent GmbH, Darms...

1. An article, comprising:
a first electrode;
a second electrode; and
a photoactive material disposed between the first and second electrodes, the photoactive material comprising a polymer including
a first comonomer repeat unit and a second comonomer repeat unit different from the first comonomer repeat unit;

wherein the first comonomer repeat unit comprises a thiazole moiety; the second comonomer repeat unit is not a thiophene moiety
or a fluorene moiety; and the article is configured as a photovoltaic cell.

US Pat. No. 9,673,402

PLATINUM METAL COMPLEXES WITH DIVALENT GROUPS BRIDGING TWO LIGANDS

Merck Patent GmbH, (DE)

1. A compound of formula (1),

where L1 stands, identically or differently on each occurrence, for a part-ligand of the following formula (2),


where the dashed bond indicates the bond to V, * denotes the position of the coordination to M and the following applies to
the symbols and indices used:

M is Pt;
V is for NR7 or O wherein when V is selected from NR7, L1 and L2 are directly bonded to N,

R7 is of the formula (39) or (40)


where the dashed bond represents the bond to the nitrogen atom,
X is on each occurrence, identically or differently, C or N, where all X in the part-ligand of the formula (2) together form
a 14? electron system, with the proviso that at least two groups X and at most 6 groups X in each part-ligand of the formula
(2) stand for N;

R1 to R6 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, N(R8)2, CN, NO2, Si(R8)3, B(OR8)2, C(?O)R8, P(?O)(R8)2, S(?O)R8, S(?O)2R8, OSO2R8, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40
C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, each of which is optionally substituted
by one or more radicals R8, where one or more non-adjacent CH2 groups is optionally replaced by R8C?CR8,C?C, Si(R8)2, C?O, C?S, C?NR8, P(?O)(R8), SO, SO2, NR8, O, S or CONR8 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I or CN, or an aromatic or heteroaromatic ring system
having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R8, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
radicals R8, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
radicals R8, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which
is optionally substituted by one or more radicals R8; R4 and R5 and/or R5 and R6 and/or R1 and R7 here may also form a mono- or polycyclic, aliphatic, aromatic and/or benzo-fused ring system with one another; furthermore,
R2 and R3 may form a mono- or polycyclic, aliphatic ring system with one another; with the proviso that R1 to R6 represents a free electron pair if the group X to which this radical R1 to R6 is bonded is a nitrogen atom with a saturated valence;

R8 is on each occurrence, identically or differently, H, D, F, Cl, Br, I, N(R9)2, CN, NO2, Si(R9)3, B(OR9)2, C(?O)R9, P(?O)(R9)2, S(?O) R9, S(?O)2R9, OSO2R9, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms or an alkenyl or alkynyl group having 2 to 40
C atoms or a branched or cyclic alkyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, each of which is optionally substituted
by one or more radicals R9, where one or more non-adjacent CH2 groups is optionally replaced by R9C?CR9, C?C, Si(R9)2, C?O, C?S, C?NR9, P(?O)(R9), SO, SO2, NR9, O, S or CONR9 and where one or more H atoms is optionally replaced by D, F, Cl, Br, I or CN, or an aromatic or heteroaromatic ring system
having 5 to 60 aromatic ring atoms, which may in each case be substituted by one or more radicals R9, or an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
radicals R9, or an aralkyl or heteroaralkyl group having 5 to 60 aromatic ring atoms, which is optionally substituted by one or more
radicals R9, or a diarylamino group, diheteroarylarnino group or arylheleroarylamino group having 10 to 40 aromatic ring atoms, which
is optionally substituted by one or more radicals R9; two or more adjacent radicals R8 here may form a mono- or polycyclic, aliphatic or aromatic ring system with one another;

R9 is on each occurrence, identically or differently, H, D, F or an aliphatic, aromatic and/or heteroaromatic hydrocarbon radical
having 1 to 20 C atoms, in which, in addition, one or more H atoms is optionally replaced by F; two or more substituents R9 here may also form a mono- or polycyclic, aliphatic or aromatic ring system with one another;

L2 is a bidentate part-ligand which is bonded to V;

n is 1 or 2; and
m is (2?n).

US Pat. No. 9,499,508

2-PYRONES

MERCK PATENT GMBH, Darms...

1. A method for treating human skin or hair for reducing or combating cellulite or signs of cellulite and/or for reducing
local fat accumulation and/or for combating time- and/or light-induced ageing processes of the skin or hair which comprises
applying to human skin and/or hair at least one compound of the formula (I), which compound is active for achieving one or
more of the above effects,

where
R1 stands for a straight-chain or branched C1- to C20-alkyl group,

R2 stands for
H or
straight-chain or branched C1- to C20-alkyl group,

R4 stands for
H,
straight-chain or branched C1- to C20-alkyl group or

straight-chain or branched C2- to C20-alkenyl group having one or more double bonds,

R3 stands for a radical selected from
H,
straight-chain or branched C1- to C20-alkyl group,

straight-chain or branched C2- to C20-alkenyl group having one or more double bonds, where the alkenyl group may also be substituted by one or more saturated or
unsaturated C3- to C12-cycloalkyl groups,

straight-chain or branched C2- to C20-alkynyl group having one or more triple bonds,

saturated or unsaturated C3- to C12-cycloalkyl group, where the rings may in each case also be bridged by —(CH2)n— groups where n=1 to 3,

an acyl radical of the formula —C(?O)—R6,
R6 stands for
straight-chain or branched C1- to C20-alkyl group,

a radical of the formula (II)

in which X stands for straight-chain or branched C1- to C6-alkylene or straight-chain or branched C2- to C6-alkenylene and the radicals R5 are selected, independently of one another, from H, OH, straight-chain or branched C1- to C6-alkyl or straight-chain or branched O—(C1- to C6-alkyl).

US Pat. No. 9,502,658

FULLERENE DERIVATIVES AND RELATED MATERIALS, METHODS, AND DEVICES

NANO-C, INC., Westwood, ...

1. A compound of formula I

wherein
Cn is a fullerene composed of n carbon atoms, optionally with one or more atoms trapped inside,

Adduct is a secondary adduct, or a combination of secondary adducts, appended to the fullerene Cn,

m is the number of secondary adducts appended to the fullerene Cn, and is 0, an integer ?1, or a non-integer >0,

o is an integer ?1,
R1 to R8 independently of each other,

denote H or a straight-chain, branched or cyclic alkyl group with 1 to 50 C atoms, in which one or more CH2 groups are optionally replaced by —O—, —S—, —C(?O)—, —C(?S)—, —C(?O)—O—, —O—C(?O)—, —S(O)2—, —NR0—, —SiR0R00—, —CF2—, —CHR0?CR00—, —CY1?CY2—or —C?C—in such a manner that O and/or S atoms are not linked directly to one another, or one or more CH2 or CH3 groups are replaced by a cationic group or an anionic group, and in which one or more H atoms are optionally replaced by F,
Cl, Br, I or CN, or R1 to R8 denote a non-aromatic carbo-or heterocyclic group that is saturated or unsaturated, or an aryl or heteroaryl group, wherein
each of the aforementioned cyclic groups has 3 to 20 ring atoms, is mono-or polycyclic, contains fused and/or unfused rings,
and is optionally substituted by one or more groups RS,

R0 and R00 denote H or an optionally substituted carbyl or hydrocarbyl group with 1 to 40 C atoms,

Y1 and Y2 are independently of each other H, F, CI or CN,

RS denotes halogen or a straight-chain, branched or cyclic alkyl moiety with 1 to 30 C atoms, in which one or more CH2 groups are optionally replaced by —O—, —S—, —C(O)—, —C(S)—, —C(O)—O—, —O—C(O)—, —S(O)2—, —NR0—, —SiR0R00—, —CF2—,

characterized in that in formula I at least one of R5 and R7 is different from H and at least one of R6 and R8 is different from H, and wherein those groups R5, R6, R7 and R8 which are different from H are selected from C1-C50 optionally substituted alkyl groups.

US Pat. No. 9,409,914

TRIAZOLO[4,5-D]PYRIMIDINE DERIVATIVES

Merck Patent GmbH, Darms...

16. A medicament comprising at least one compound of the formula I of claim 1 and/or pharmaceutically acceptable salts, solvates and stereoisomers thereof, including mixtures thereof in all ratios, and
at least one further medicament active ingredient.

US Pat. No. 9,399,623

QUINOLINE DERIVATIVES AND THEIR USE IN NEURODEGENERATIVE DISEASES

Merck Patent GmbH, Darms...

1. A compound of formula I,

or a pharmaceutically acceptable salt thereof, wherein:
R1 is hydrogen, C1-6 aliphatic, C5-10 aryl, a 3-8 membered saturated or partially unsaturated carbocyclic ring, a 3-7 membered heterocylic ring having 1-4 heteroatoms
independently selected from nitrogen, oxygen, or sulfur, a 5-6 membered monocyclic heteroaryl ring having 1-4 heteroatoms
independently selected from nitrogen, oxygen, or sulfur, a fused 7-10 membered bicyclic saturated, partially unsaturated ring,
aryl, or heteroaryl ring; each of which is optionally substituted by 1-5 of RA; or R1 is —OR, —SR, —CN, —NO2, —SO2R, —SOR, —C(O)R, —CO2R, —C(O)N(R)2, —NRC(O)R, —NRC(O)N(R)2, —NRSO2R, or —N(R)2;

each RA is independently —R, halogen, -haloalkyl, -hydroxyalkyl, —OR, —SR, —CN, —NO2, —SO2R, —SOR, —C(O)R, —CO2R, —C(O)N(R)2, —NRC(O)R, —NRC(O)N(R)2, —NRSO2R, or —N(R)2;

wherein when R1 is a 3-7 membered heterocylic ring having 1-4 nitrogen, wherein one nitrogen is attached to the quinoline ring, then RA is —R, halogen, -haloalkyl, -hydroxyalkyl, —SR, —CN, —NO2, —SO2R, —SOR, —C(O)R, —CO2R, —C(O)N(R)2, —NRC(O)R, —NRC(O)N(R)2, —NRSO2R, or —N(R)2;

wherein when R1 is a 3-7 membered heterocylic ring having 1-4 nitrogen, wherein one nitrogen is attached to the quinoline ring, and RA is —OR, then at least one R2 is halogen;

Z is O, S, SO2, SO, C(O), CO2, C(O)N(R), NRC(O), NRC(O)N(R), NRSO2, or N(R);

Ring A is a 3-8 membered saturated or partially unsaturated carbocyclic ring, or a 3-7 membered heterocylic ring having 1-4
heteroatoms independently selected from nitrogen, oxygen, or sulfur;

each R2 is independently —R, halogen, -haloalkyl, —OR, —SR, —CN, —NO2, —SO2R, —SOR, —C(O)R, —CO2R, —C(O)N(R)2, —NRC(O)R, —NRC(O)N(R)2, —NRSO2R, or —N(R)2; or two R2 groups on the same atom are taken together with the atom to which they are attached to form a C3-10 aryl, a 3-8 membered saturated or partially unsaturated carbocyclic ring, a 3-7 membered heterocylic ring having 1-4 heteroatoms
independently selected from nitrogen, oxygen, or sulfur, or a 5-6 membered monocyclic heteroaryl ring having 1-4 heteroatoms
independently selected from nitrogen, oxygen, or sulfur; each of which is optionally substituted;

each R is independently hydrogen, C1-6 aliphatic, C3-10 aryl, a 3-8 membered saturated or partially unsaturated carbocyclic ring, a 3-7 membered heterocylic ring having 1-4 heteroatoms
independently selected from nitrogen, oxygen, or sulfur, or a 5-6 membered monocyclic heteroaryl ring having 1-4 heteroatoms
independently selected from nitrogen, oxygen, or sulfur; each of which is optionally substituted; or

two R groups on the same atom are taken together with the atom to which they are attached to form a C3-10 aryl, a 3-8 membered saturated or partially unsaturated carbocyclic ring, a 3-7 membered heterocylic ring having 1-4 heteroatoms
independently selected from nitrogen, oxygen, or sulfur, or a 5-6 membered monocyclic heteroaryl ring having 1-4 heteroatoms
independently selected from nitrogen, oxygen, or sulfur; each of which is optionally substituted;

m is 0, 1, or 2; and
n is 1, 2, 3, 4, or 5;
wherein, at least one of RA or R2 is halogen or haloalkyl, or at least one R2 is —OR; and

wherein, the following compounds are excluded:
6-chloro-N-{[(1S,3S)-1-hydroxy-3-methylcyclohexyl]methyl}-2-[(3S)-3-hydroxypyrrolidin-1-yl]quinoline-5-carboxamide;
6-chloro-N-{[(1S,3S)-1-hydroxy-3-methylcyclohexyl]methyl}-2-[(3R)-3-hydroxypyrrolidin-1-yl]quinoline-5-carboxamide;
6-chloro-N-{[(1S,3S)-1-hydroxy-3-methylcyclohexyl]methyl}-2-(4-hydroxypiperidin-1-yl]quinoline-5-carboxamide; and
6-chloro-N-{[(1S,3S)-1-hydroxy-3-methylcyclohexyl]methyl}-2-(3-hydroxy-3-methylpyrrolidin-1-yl]quinoline-5-carboxamide.
US Pat. No. 9,303,098

CE(IV)-INITIATED GRAFT POLYMERISATION ON POLYMERS CONTAINING NO HYDROXYL GROUPS

MERCK PATENT GMBH, Darms...

1. A process for preparing a chromatography material, comprising
a) dissolving a hydrophilic vinyl monomer in water, which is optionally mixed with further monomers,
b) mixing the resultant solution with an organic, polymeric base material that is free from OH groups on the surface in such
a way that 0.05 to 100 mol of total monomer are present per liter of sedimented polymer material,

c) adding cerium(IV) salt dissolved in mineral acid to the resultant suspension, causing a pH of 0-5, and
d) graft polymerizing the reaction mixture over a period of 0.5 to 72 hours.