Organic semiconductors based on statistical copolymers

Statistical copolymers of general Formula I:

• wherein m and j are the average number of repeat units of A and B such that:
• m=0.1-0.9,
• j=1−m,
• Q=10-50000;
• X and Z are independently selected from H, CN, F, Cl, Br, and CO2CH3,
• A and B are independently selected from hole transporting groups and electron transporting groups and are statistically distributed along the polymer chain wherein the hole transporting groups are given by Formula II:
• where Ar1 is connected to the polymer backbone and is selected from 1,2-phenylene, 1,3-phenylene, 1,4-phenylene, 4,4′-biphenylene, 1,4-naphthylene and 2,6-naphthylene, and C and D are independently selected from groups of structure Ar2, where Ar2 is selected from phenyl, biphenyl, 1-naphthyl and 2-naphthyl, and Ar2 is optionally substituted with one or two groups independently selected from OR, NRR′, and N(Ar3)2, where R and R′ denote C1 to C6 alkyl groups and Ar3 is selected from phenyl, biphenyl, 1-naphthyl and 2-naphthyl and Ar3 is optionally substituted with one or two groups independently selected from OR, N(Ar3)2, and NRR′;
• and the electron transporting groups are given by Formula III:
• Z1—E1—[—Z2—E2—]n—Z3 Formula III
• where Z1 is connected to the polymer backbone and E1 and E2 are chosen from
• where F, G and H are independently chosen in each ring from CH and N, and Q is chosen in each ring from S, O, NR″, CHR″, CR″R″, CH═CH, N═N, N═CH and N═CR″, wherein Z1 and Z2 are single bonds or a group Ar4 which is selected from 1,2-phenylene, 1,3-phenylene, 1,4-phenylene, 4,4′-biphenylene, 1,4-naphthylene and 2,6-naphthylene, Z3 is a phenyl, naphthyl or biphenyl group optionally substituted in one or two positions with C1 to C6 alkyl, R″ is chosen from C1 to C6 alkyl groups and aryl groups and n=0, 1 or 2.

A statistical copolymer obtained by the polymerization of hole transporting groups of general Formula II

• where Ar1 is connected to the polymer backbone and is selected from 1,2-phenylene, 1,3-phenylene, 1,4-phenylene, 4,4′-biphenylene, 1,4-naphthylene and 2,6-naphthylene, and C and D are independently selected from groups of structure Ar2, where Ar2 is selected from phenyl, biphenyl, 1-naphthyl and 2-naphthyl, and Ar2 is optionally substituted with one or two groups independently selected from OR, NRR′, and N(Ar3)2, where R and R′ denote C1 to C6 alkyl groups and Ar3 is selected from phenyl, biphenyl, 1-naphthyl and 2-naphthyl and Ar3 may be optionally substituted with one or two groups independently selected from OR, N(Ar3)2 and NRR′;
• and electron transporting groups of general Formula III
• Z1—E1—[—Z2—E2—]n—Z3 Formula III
• where Z1 is connected to the polymer backbone and E1 and E2 are chosen from
• where F, G, and H are independently chosen in each ring from CH and N, and Q is chosen in each ring from S, O, NR″, CHR″, CR″R″, CH═CH, N═N, N═CH and N═CR″, wherein Z1 and Z2 are single bonds or a group Ar4 which is selected from 1,2-phenylene, 1,3-phenylene, 1,4-phenylene, 4,4′-biphenylene, 1,4-naphthylene and 2,6-naphthylene, Z3 is a phenyl, naphthyl or biphenyl group optionally substituted in one or two positions with C1 to C6 alkyl, R″ is chosen from C1 to C6 alkyl groups and aryl groups and n=0, 1 or 2,
• such that the hole transporting groups and electron transporting groups are statistically distributed along the polymer chain and the degree of polymerisation polymerization of the statistical copolymer is 10-50000.