US Patent No. 10,367,143

ORGANIC SEMICONDUCTING COMPOUNDS


Patent No. 10,367,143
Issue Date July 30, 2019
Title Organic Semiconducting Compounds
Inventorship Lana Nanson, Southampton (GB)
Nicolas Blouin, Darmstadt (DE)
Assignee MERCK PATENT GMBH, Darmstadt (DE)

Claim of US Patent No. 10,367,143

1. A compound comprising one or more divalent units of formula I
wherein
R1 on each occurrence identically or differently, denotes H or straight chain, branched or cyclic alkyl group with 1 to 30 C atoms in which one or more non-adjacent CH2 groups are optionally replaced, in each case independently from one another, by —O—, —S—, —C(O)—, —C(O)O—, —O—C(O)—, —O—CO(O)—O—, —SO2—, —SO3—, —NR0—, —SiR0R00—, —CF2—, —CR0?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 optionally replaced by F, Cl, Br, I or CN, or denotes monocyclic or polycyclic aryl or heteroaryl, each of which is optionally substituted with one or more groups RS and has 4 to 30 ring atoms
X is O or S,
A1 denotes a
group,A2 denotes a group from the following formulae:

wherein V is on each occurrence identically or differently CR1 or N, W is O, S, NR1, C(R1)(R2), Si(R1)(R2), C?C(R1)(R2), C?O or Se, R1 has the meanings given above, and R4 and R5 independently of each other have one of the meanings given for R1,
A3 denotes a group selected from the following formulae:

wherein V is on each occurrence identically or differently CR1 or N, W is O, S, NR1, C(R1)(R2), Si(R1)(R2), C?C(R1)(R2), C?O or Se, R1 has the meanings given above, and R6, R7, R8 and R9 independently of each other have one of the meanings given for R1,
RS denotes, on each occurrence identically or differently, F, Br, Cl, —CN, —NC, —NCO, —NCS, —OCN, —SCN, —C(O)NR0R00, —C(O)X0, —C(O)R0, —C(O)OR0, —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,
R1, R00 independently of each other denote H or optionally substituted C1-40 carbyl or hydrocarbyl,
Y1, Y2 independently of each other denote H, F, Cl or CN,
X0 denotes halogen,
r, s are independently of each other 0, 1, 2, 3 or 4.