Organic semiconductor compositions

A Polycyclic Aromatic Hydrocarbon Copolymer (PAHC) comprising at least one polyacene monomer unit having the Formula (A) and at least one monomer unit having the Formula (B):

• R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13 and R14, which may be the same or different, independently represents hydrogen;
• a branched or unbranched, substituted or unsubstituted C1-C40 alkyl group;
• a branched or unbranched, substituted or unsubstituted C2-C40 alkenyl group;
• a branched or unbranched, substituted or unsubstituted C2-C40 alkynyl group;
• an optionally substituted C3-C40 cycloalkyl group;
• an optionally substituted C6-C40 aryl group;
• an optionally substituted C1-C40 heterocyclic group;
• an optionally substituted C1-C40 heteroaryl group;
• an optionally substituted C1-C40 alkoxy group;
• an optionally substituted C6-C40 aryloxy group;
• an optionally substituted C7-C40 alkylaryloxy group;
• an optionally substituted C2-C40 alkoxycarbonyl group;
• an optionally substituted C7-C40 aryloxycarbonyl group;
• a cyano group (—CN);
• a carbamoyl group (—C(═O)NR15R16);a carbonyl group (—C(═O)—R17);
• a carboxyl group (—CO2R18) a cyanate group (—OCN);
• an isocyano group (—NC);
• an isocyanate group (—NCO);
• a thiocyanate group (—SCN) or a thioisocyanate group (—NCS);
• an optionally substituted amino group;
• a hydroxy group;
• a nitro group;
• a CF3 group;
• a halo group (Cl, Br, F, I);
• —SR19;
• —SO3H;
• —SO2R20;
• —SF5;
• an optionally substituted silyl group;
• a C2-C10 alkynyl group substituted with a —SiH2R22 group, a C2-C10 alkynyl substituted with a —SiHR22R23 group, or a C2-C10 alkynyl moiety substituted with a —Si(R22)x(R23)y(R24)z group;
• wherein each R22 group is independently selected from the group consisting of a branched or unbranched, substituted or unsubstituted C1-C10 alkyl group, a branched or unbranched, substituted or unsubstituted C2-C10 alkynyl group, a substituted or unsubstituted C2-C20 cycloalkyl group, a substituted or unsubstituted C2-C10 alkenyl group, and a substituted or unsubstituted C6-C20 cycloalkylalkylene group;
• each R23 group is independently selected from the group consisting of a branched or unbranched, substituted or unsubstituted C1-C10 alkyl group, a branched or unbranched, substituted or unsubstituted C2-C10 alkynyl group, a substituted or unsubstituted C2-C10 alkenyl group, a substituted or unsubstituted C2-C20 cycloalkyl group, and a substituted or unsubstituted C6-C20 cycloalkylalkylene group;
• R24 is independently selected from the group consisting of hydrogen, a branched or unbranched, substituted or unsubstituted C2-C10 alkynyl group, a substituted or unsubstituted C2-C20 cycloalkyl group, a substituted or unsubstituted C6-C20 cycloalkylalkylene group, a substituted C5-C20 aryl group, a substituted or unsubstituted C6-C20 arylalkylene group, an acetyl group, a substituted or unsubstituted C3-C20 heterocyclic ring comprising at least one of O, N, S and Se in the ring;
• wherein x_=_1 or 2;
• y=1 or 2;
• z_=_0 or 1;
• and (x+y+z)_=_3;
• wherein each of R15, R16, R18, R19 and R20 independently represent H or optionally substituted C1-C40 carbyl or hydrocarbyl group optionally comprising one or more heteroatoms;
• wherein R17 represents a halogen atom, H or optionally substituted C1-C40 carbyl or C1-C40 hydrocarbyl group optionally comprising one or more heteroatoms;
• wherein k and 1 are independently 1 or 2;
• wherein n′=1 to 3;
• wherein each —* in formula (B) represents a bond to another monomer unit;
• wherein at least one of each pair of R2/R3 and R9/R10 are a bond, represented by —*, to another monomer unit;
• wherein R1′, R2′, R3′, and R4′ which may be the same or different, each independently represents hydrogen;
• a branched or unbranched, substituted or unsubstituted C1-C40 alkyl group;
• a branched or unbranched, substituted or unsubstituted C2-C40 alkenyl group;
• a branched or unbranched, substituted or unsubstituted C2-C40 alkynyl group;
• an optionally substituted C3-C40 cycloalkyl group;
• an optionally substituted C6-C40 aryl group;
• an optionally substituted C1-C40 heterocyclic group;
• an optionally substituted C1-C40 heteroaryl group;
• an optionally substituted C1-C40 alkoxy group;
• an optionally substituted C6-C40 aryloxy group;
• an optionally substituted C7-C40 alkylaryloxy group;
• an optionally substituted C2-C40 alkoxycarbonyl group;
• an optionally substituted C7-C40 aryloxycarbonyl group;
• a cyano group (—CN);
• a carbamoyl group (—C(═O)NR15R16);
• a carbonyl group (—C(═O)—R17);
• a carboxyl group (—CO2R18) a cyanate group (—OCN);
• an isocyano group (—NC);
• an isocyanate group (—NCO);
• a thiocyanate group (—SCN) or a thioisocyanate group (—NCS);
• an optionally substituted amino group;
• a hydroxy group;
• a nitro group;
• a CF3 group;
• a halo group (Cl, Br, F, I);
• —SR19;
• —SO3H;
• —SO2R20;
• —SF5;
• or an optionally substituted silyl group;
• and
• wherein the PAHC is a random copolymer.