Benzimidazo[1,2-a]benzimidazole derivatives for electronic applications

A compound of the formula

• wherein
• R1, R2, R3, R4, R5, R6 and R7 are independently selected from the group consisting of H;
• a C1-C25 alkyl group, which can optionally be substituted by E and/or interrupted by D;
• a C6-C24 aryl group, which can optionally be substituted by G;
• and a C2-C30 heteroaryl group, which can optionally be substituted by G;
• X1 is a group of formula -(A1)o-(A2)p-(A3)q-(A4)r-R16′,
• o is 0 or 1, p is 0 or 1, q is 0 or 1, r is 0 or 1,
• A1, A2, A3 and A4 are independently selected from the group consisting of a C6-C24 arylene group, which can optionally be substituted by G, and a C2-C30 heteroarylene group, which can optionally be substituted by G;
• wherein
• the groups A1, A2, A3 and A4 may be interrupted by a group —(SiR17R18)—;
• X2 is a group of formula -(A5)v-(A6)s-(A7)t-(A8)u-R15, —NR10R11;
• or Si(R12)(R13)(R14);
• v is 0 or 1, s is 0 or 1, t is 0 or 1, u is 0 or 1,
• A5, A6, A7 and A8 are independently selected from the group consisting of a C6-C24 arylene group, which can optionally be substituted by G, and a C2-C30 heteroarylene group, which can optionally be substituted by G;
• wherein
• the groups A5, A6, A7 and A8 may be interrupted by a group —(SiR17R18)—;
• R10 and R11 are independently selected from the group consisting of a C6-C24 aryl group, which can optionally be substituted by G;
• and a C2-C30 heteroaryl group, which can optionally be substituted by G;
• or R10 and R11 together with the nitrogen atom to which they are bonded form a heteroaromatic ring, or ring system;
• R12, R13 and R14 are independently selected from the group consisting of a C1-C25alkyl group, which can optionally be substituted by E and/or interrupted by D;
• C6-C24aryl group, which can optionally be substituted by G;
• and a C2-C30heteroaryl group, which can optionally be substituted by G;
• R15 is a C6-C24aryl group, which can optionally be substituted by G;
• or a C2-C30 heteroaryl group, which can optionally be substituted by G;
• R16′ is a C6-C24aryl group, which can optionally be substituted by G;
• or a C2-C30 heteroaryl group, which can optionally be substituted by G;
• R17 and R18 are independently selected from the group consisting of a C1-C25 alkyl group, and a C6-C24aryl group, which can optionally be substituted by a C1-C25 alkyl;
• D is —CO—, —COO—, —S—, —SO—, —SO2—, —O—, —NR65—, —SiR70R71—, —POR72—, —CR63═CR64—, or —C≡C—,
• E is —OR69, —SR69, —NR65R66, —COR68, —COOR67, —CONR65R66, —CN, or halogen,
• G is E;
• a C1-C18 alkyl group;
• a C6-C24 aryl group;
• a C6-C24 aryl group, which is substituted by F, C1-C18 alkyl, or C1-C18 alkyl which is interrupted by O;
• a C2-C30 heteroaryl group;
• or a C2-C30 heteroaryl group, which is substituted by F, C1-C18 alkyl, or C1-C18 alkyl which is interrupted by O;
• R63 and R64 are independently selected from the group consisting of H, C6-C18 aryl;
• C6-C18 aryl which is substituted by C1-C18 alkyl or C1-C18 alkoxy;
• C1-C18 alkyl;
• and C1-C18 alkyl which is interrupted by —O—;
• R65 and R66 are independently selected from the group consisting of a C6-C18 aryl group;
• a C6-C18 aryl which is substituted by C1-C18 alkyl or C1-C18 alkoxy;
• a C1-C18 alkyl group;
• and a C1-C18 alkyl group, which is interrupted by —O—;
• or
• R65 and R66 together form a five or six membered ring,
• R67 is a C6-C18 aryl group;
• a C6-C18 aryl group, which is substituted by C1-C18 alkyl or C1-C18 alkoxy;
• a C1-C18 alkyl group;
• or a C1-C18 alkyl group, which is interrupted by —O—,
• R68 is H;
• a C6-C18 aryl group;
• a C6-C18 aryl group, which is substituted by C1-C18 alkyl or C1-C18 alkoxy;
• a C1-C18 alkyl group;
• or a C1-C18 alkyl group, which is interrupted by —O—,
• R69 is a C6-C18 aryl;
• a C6-C18 aryl, which is substituted by C1-C18 alkyl or C1-C18 alkoxy;
• a C1-C18 alkyl group;
• or a C1-C18 alkyl group, which is interrupted by —O—,
• R70 and R71 are independently selected from the group consisting of a C1-C18 alkyl group, a C6-C18 aryl group, and a C6-C18 aryl group, which is substituted by C1-C18 alkyl, and
• R72 is a C1-C18 alkyl group, a C6-C18 aryl group, or a C6-C18 aryl group, which is substituted by C1-C18 alkyl
• provided that X1 comprises at least one C2-C30 heteroarylene or C2-C30 heteroaryl group.