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US 8,796,672 B2Granted
Perylene-imide semiconductor polymers
AssigneesPolyera Corporation, BASF SE
InventorsAntonio Facchetti, He Yan, Zhihua Chen, Marcel Kastler, Florian Doetz
Life of this patent
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Abstract
Disclosed are new semiconductor materials prepared from perylene-imide copolymers. Such polymers can exhibit high n-type carrier mobility and/or good current modulation characteristics. In addition, the compounds of the present teachings can possess certain processing advantages such as solution-processability and/or good stability at ambient conditions.
Claims5
A polymer selected from the formula:
- wherein:
- R1 and R2 independently are selected from H, a C1-40 alkyl group, a C2-40 alkenyl group, a C1-40 haloalkyl group, and an organic group comprising 1-4 cyclic moieties, wherein:
- each of the C1-40 alkyl group, the C2-40 alkenyl group, and the C1-40 haloalkyl group can be optionally substituted with 1-10 substituents independently selected from a halogen, —CN, NO2, OH, —NH2, —NH(C1-20 alkyl), —N(C1-20 alkyl)2, —S(O)2OH, —CHO, —C(O)—C1-20 alkyl, —C(O)OH, —C(O)—OC1-20 alkyl, —C(O)NH2, —C(O)NH—C1-20 alkyl, —C(O)N(C1-20 alkyl)2, —OC1-20 alkyl, —SiH3, —SiH(C1-20 alkyl)2, —SiH2(C1-20 alkyl), and —Si(C1-20 alkyl)3;
- each of the C1-40 alkyl group, the C2-40 alkenyl group, and the C1-40 haloalkyl group can be covalently bonded to the imide nitrogen atom via an optional linker;
- and
- each of the 1-4 cyclic moieties in the organic group can be the same or different, can be covalently bonded to each other or the imide nitrogen via an optional linker, and can be optionally substituted with 1-5 substituents independently selected from a halogen, oxo, —CN, NO2, OH, ═C(CN)2, —NH2, —NH(C1-20 alkyl), —N(C1-20 alkyl)2, —S(O)2OH, —CHO, —C(O)OH, —C(O)—C1-20 alkyl, —C(O)—OC1-20 alkyl, —C(O)NH2, —C(O)NH—C1-20 alkyl, —C(O)N(C1-20 alkyl)2, —SiH3, —SiH(C1-20 alkyl)2, —SiH2(C1-20 alkyl), —Si(C1-20 alkyl)3, —O—C1-20 alkyl, —O—C1-20 alkenyl, —O—C1-20 haloalkyl, a C1-20 alkyl group, a C1-20 alkenyl group, and a C1-20 haloalkyl group;
- R3 and R4, at each occurrence, are independently selected from a) H, b) halogen, c) —CN, d) —NO2, e) —OH, f) —CHO, g) —C(O)—C1-10 alkyl, h) —C(O)—C6-14 aryl, i) —C(O)OH, j) —C(O)—OC1-10 alkyl, k) —C(O)—OC6-14 aryl, l) —C(O)NH2, m) —C(O)NH—C1-10 alkyl, n) —C(O)N(C1-10 alkyl)2, o) —C(O)NH—C6-14 aryl, p) —C(O)N(C1-10 alkyl)-C6-14 aryl, q) —C(O)N(C6-14 aryl)2, r) a C1-40 alkyl group, s) a C2-40 alkenyl group, t) a C2-40alkynyl group, u) a C1-40 alkoxy group, v) a C1-40 alkylthio group, and w) a C1-40 haloalkyl group;
- U is a conjugated linear or polycyclic linker;
- m is 1, 2, 3, 4, 5 or 6;
- x is a real number and 0<x<1;
- and
- n is an integer between 4 and 1,000.
9 more elements
Dependencies are inferred from the claim text.