Polymers based on benzodiones

A compound of formula A1-YA3-y15oA4-Y16pA5-Y17qA2 (III), wherein Y, Y15, Y16 and Y17 are each independently a group of formula

• o is 0, or 1, p is 0, or 1, q is 0, or 1;
• A1 and A2 are each independently a group of formula Ar1aAr2bAr3c-R10,
• A3, A4 and A5 are each independently a group of formula *Ar4kAr5lAr6rAr7z*,
• k is 1, 2, or 3;
• 1 is 0, 1, 2, or 3;
• r is 0, 1, 2, or 3;
• z is 0, 1, 2, or 3;
• R10is hydrogen, halogen, cyano, C1-C25alkyl, C1-C25alkyl which is substituted by E and/or interrupted by D,
• COO—C1-C18alkyl, C4-C18cycloalkyl group, C4-C18cycloalkyl group, which is substituted by G, C2-C18alkenyl, C2-C18alkynyl, C1-C18thioalkoxy, C1-C18alkoxy, C1-C18alkoxy which is substituted by E and/or interrupted by D, C7-C25aralkyl, C7-C25aralkyl, which is substituted by G, or a group of formulae IVa to IVm,
• wherein R22 to R26 and R29 to R58 are each independently of H, halogen, cyano, C1-C25alkyl, C1-C25alkyl which is substituted by E and/or interrupted by D, C6-C24aryl, C6-C24aryl which is substituted by G, C2-C20heteroaryl, C2-C20heteroaryl which is substituted by G, a C4-C18cycloalkyl group, a C4-C18cycloalkyl group, which is substituted by G, C2-C18alkenyl, C2-C18alkynyl, C1-C18alkoxy, C1-C18alkoxy which is substituted by E and/or interrupted by D, C7-C25aralkyl, or C7-C25aralkyl, which is substituted by G;
• R27 and R28 are each independently hydrogen, C1-C25alkyl, halogen, cyano or C7-C25aralkyl, or R27 and R28 together represent alkylene or alkenylene which may be both bonded via oxygen and/or sulfur to the thienyl residue and which may both have up to 25 carbon atoms;
• R59 is hydrogen, C6-C18aryl;
• C6-C18aryl which is substituted by C1-C18alkyl, or C1-C18alkoxy;
• or C1-C25alkyl, which may optionally be interrupted by an oxygen or sulphur atom;
• or C7-C25arylalkyl;
• D is —CO—, —COO—, —S—, —O—, or —NR112—;
• E is C1-C8thioalkoxy, C1-C8alkoxy, CN, —NR112R113, —CONR112R113, or halogen;
• G is E, or C1-C18alkyl;
• R112and R113 are each independently H;
• C6-C18aryl;
• C6-C18aryl which is substituted by C1-C18alkyl, or C1-C18alkoxy;
• Cl-C18alkyl;
• or C1-C18alkyl which is interrupted by —O—;
• R214 and R215 are each independently hydrogen, C1-C18alkyl, C6-C24aryl, C2-C20heteroaryl, —CN or COOR216;
• R216 is C1-C25alkyl, C1-C25haloalkyl, C7-C25arylalkyl, C6-C24aryl or C2-C20heteroaryl;
• Ar4, Ar5, Ar6 and Ar7 have independently of each other the meaning of Ar1, or are independently of each other a group of formula XVa, XVb, XVc, XVd, XVe, XVf, XVg, XVh, XVI, or XVII:
• wherein
• a is 1, 2, or 3;
• b is 0, 1, 2, or 3;
• c is 0, 1, 2, or 3;
• U1 is O, S, or NR1;
• U2 is O, S, or NR2;
• T1 and T2 are each independently hydrogen, halogen, hydroxyl, cyano, —COOR103, —OCOR103, —NR112COR103, —CONR112R113, —OR103′, —SR103′, —SOR103′, —SO2R103′, —NR112SO2R103′, —NR112R113, C1-C25alkyl, which may be substituted by E and/or interrupted by D, C5-C12cycloalkyl, which can be substituted one to three times with C1-C8alkyl and/or C1-C8alkoxy;
• C7-C25arylalkyl, C6-C24aryl, C6-C24aryl which is substituted by G, C2-C20heteroaryl, or C2-C20heteroaryl which is substituted by G;
• R1 and R2 may be the same or different and are each independently selected from hydrogen, a C1-C100alkyl group which can optionally be substituted with C1-C12alkyl, C1-C12alkoxy, halogen, C5-C12cycloalkyl, nitro, cyano, vinyl, allyl, C6-C24aryl, C2-C20heteroaryl, a silyl group, or a siloxanyl group;
• and/or can optionally be interrupted by —O—, —S—, —NR39—, CONR39—, NR39CO—, —COO—, —CO— or —OCO—,
• a C2-C100alkenyl group which can optionally be substituted with C1-C12alkyl, C1-C 12alkoxy, halogen, C5-C12cycloalkyl, nitro, cyano, vinyl, allyl, C6-C24aryl, C2-C20heteroaryl, a silyl group, or a siloxanyl group;
• and/or can optionally be interrupted by —O—, —S—, —NR39—, CONR39—, NR39CO—, —COO—, —CO— or —OCO—,
• a C3-C100alkinyl group which can optionally be substituted with C1-C12alkyl, C1-C12alkoxy, halogen, C5-C12cycloalkyl, nitro, cyano, vinyl, allyl, C6-C24aryl, C2-C20heteroaryl, a silyl group, or a siloxanyl group;
• and/or can optionally be interrupted by —O—, —S—, —NR39—, CONR39—, NR39CO—, —COO—, —CO— or —OCO—,
• a C3-C12cycloalkyl group which can optionally be substituted with C1-C12alkyl, C1-C12alkoxy, halogen, C5-C12cycloalkyl, nitro, cyano, vinyl, allyl, C6-C24aryl, C2-C20heteroaryl, a silyl group, or a siloxanyl group;
• and/or can optionally be interrupted by —O—, —S—, —NR39—, CONR39—, NR39CO—, —COO—, —CO— or —OCO—,
• a C6-C24aryl group which can optionally be substituted with C1-C12alkyl, C1-C12alkoxy, halogen, C5-C12cycloalkyl, nitro, cyano, vinyl, allyl, C6-C,24aryl, C2-C20heteroaryl, a silyl group, or a siloxanyl group,
• a C2-C20heteroaryl group which can optionally be substituted with C1-C12alkyl, C1-C12alkoxy, halogen, C5-C12cycloalkyl, nitro, cyano, vinyl, allyl, C6-C24aryl, C2-C20heteroaryl, a silyl group, or a siloxanyl group,
• a —CO—C1-C18alkyl group, a —CO—C5-C12cycloalkyl group, or —COO—C1-C18alkyl group;
• R39 is hydrogen, C1-C18alkyl, C1-C18haloalkyl, C7-C25arylalkyl, or C1-C18alkanoyl,
• R103 and R103′ are each independently C1-C100alkyl, C1-C25alkyl substituted by E and/or interrupted with D, C7-C25arylalkyl, C6-C24aryl, C6-C24aryl which is substituted by G, C2-C20heteroaryl, or C2-C20heteroaryl which is substituted by G, Arl is
• wherein
• X is —O—, —S—, —NR8—, —Si(R11)(R11′)—, —Ge(R11)(R11′)—, —C(R7)(R7′)—, —C(═O)—, —C(═CR104R104′)—,
• Ar2 Ar3 have independently of each other the meaning of Ar1, or are independently of each other
• wherein
• X1 is S, O, NR107—, —Si(R117)(R117′)—, —Ge(R117)(R117′)—, —C(R106)(R109)—, —C(═O)—, —C(═CR104R104′)—,
• R3 and R3′ are each independently hydrogen, halogen, halogenated C1-C25alkyl, cyano, C1-C25alkyl, which may optionally be interrupted by an oxygen or sulphur atom;
• C7-C25arylalkyl, or C1-C25alkoxy;
• R104 and R104′ are each independently hydrogen, cyano, COOR103, a C1-C25alkyl group, or C6-C24aryl or C2-C20heteroaryl;
• R4, R4′, R5, R5′, R6, and R6′ are each independently hydrogen, halogen, halogenated C1-C25alkyl, cyano, C1-C25alkyl, which may optionally be interrupted by an oxygen, or sulphur atom;
• C7-C25arylalkyl, or C1-C25alkoxy;
• R7, R7′, R9 and R9′ are each independently hydrogen, C1-C25alkyl, which may optionally be interrupted by an oxygen, or sulphur atom;
• or C7-C25arylalkyl;
• R8 and R8′ are each independently hydrogen, C6-C18aryl;
• C6-C18aryl which is substituted by C1-C18alkyl, or C1-C18alkoxy;
• or C1-C25alkyl, which may optionally be interrupted by an oxygen or sulphur atom;
• or C7-C25arylalkyl;
• R11 and R11′ are each independently C1-C25alkyl group, which can be substituted with C1-C8alkyl and/or C1-C8alkoxy;
• R12 and R12′ are each independently hydrogen, halogen, cyano, C1-C25alkyl, which may optionally be interrupted by an oxygen, or sulphur atom, C1-C25alkoxy, C7-C25arylalkyl, or R13, wherein R13 is a C1-C10alkyl group, or a tri(C1-C8alkyl)silyl group;
• R104 and R104′ are each independently hydrogen, C1-C18alkyl, C6-C10aryl, which may optionally be substituted by G, or C2-C8heteroaryl, which may optionally be substituted by G;
• R105, R105′, R106 and R106′ are each independently hydrogen, halogen, cyano, C1-C25alkyl, which may optionally be interrupted by an oxygen or sulphur atom;
• C7-C25arylalkyl, or C1-C18alkoxy;
• R107 is hydrogen, C7-C25arylalkyl, C6-C18aryl;
• C6-C18aryl which is substituted by C1-C18alkyl, or C1-C18alkoxy;
• C1-C18perfluoroalkyl;
• C1-C25alkyl, which may be interrupted by —O—, or —S—;
• or —COOR103;
• R108 and R109 are each independently H, C1-C25alkyl, C1-C25alkyl, which is substituted by E and/or interrupted by D, C7-C25arylalkyl, C6-C24aryl, C6-C24aryl which is substituted by G, C2-C20heteroaryl, C2-C20heteroaryl which is substituted by G, C2-C18alkenyl, C2-C18alkynyl, C1-C18alkoxy, C1-C18alkoxy which is substituted by E and/or interrupted by D, or C7-C25aralkyl, or
• R108 and R109 together form a group of formula ═CR110R111, wherein
• R110 and R111 are each independently H, C1-C18alkyl, C1-C18alkyl which is substituted by E and/or interrupted by D, C6-C24aryl, C6-C24aryl which is substituted by G, or C2-C20heteroaryl, or C2-C20heteroaryl which is substituted by G, or
• R108 and R109 together form a five or six membered ring, which optionally can be substituted by C1-C18alkyl, C1-C18alkyl which is substituted by E and/or interrupted by D, C6C24aryl, C6-C24aryl which is substituted by G, C2-C20heteroaryl, C2-C20heteroaryl which is substituted by G, C2-C18alkenyl, C2-C18alkynyl, C1-C18alkoxy, C1-C18alkoxy which is substituted by E and/or interrupted by D, or C7-C25aralkyl,
• R112 and R113 are each independently H;
• C6-C18aryl;
• C6-C18aryl which is substituted by C1-C18alkyl, or C1-C18alkoxy;
• C1-C18alkyl;
• or C1-C18alkyl which is interrupted by —O—,
• R114 is C1-C25alkyl, which may optionally be interrupted by an oxygen, or sulphur atom,
• R115 and R115′ are each independently hydrogen, halogen, cyano, C1-C25alkyl, which may optionally be interrupted by an oxygen, or sulphur atom, C1-C25alkoxy, C7-C25arylalkyl, or R116, wherein R116 is a C1-C10alkyl group, or a tri(C1-C8alkyl)silyl group;
• R117 and R117′ are each independently C1-C,25alkyl group, which can be substituted one to three times with C1-C8alkyl and/or C1-C8alkoxy;
• R118, R119, R120 and R121 are each independently hydrogen, halogen, halogenated C1-C25alkyl, cyano, C1-C25alkyl, which may optionally be interrupted by an oxygen or sulphur atom;
• C7-C25arylalkyl, or C1-C25alkoxy;
• and
• R122 and R122′ are each independently hydrogen, C6-C18aryl;
• C6-C18aryl which is substituted by C1-C18alkyl, or C1-C18alkoxy;
• or C1-C25alkyl, which may optionally be interrupted by an oxygen or sulphur atom;
• or C7-C25arylalkyl.

A compound of formula X2Ar3cAr2bAr1aYAr1′a′Ar2′b′Ar3′c′X2′(V), wherein Y is a group of formula

• a is 1, 2, or 3, a′ is 1, 2, or 3;
• b is 0, 1, 2, or 3;
• b′ is 0, 1, 2, or 3;
• c is 0, 1, 2, or 3;
• c′ is 0, 1, 2, or 3;
• U1 is O, S, or NR1;
• U2 is O, S, or NR2;
• T1 and T2 are each independently hydrogen, halogen, hydroxyl, cyano, —COOR103, —OCOR103, —NR112COR103, —CONR112R113, —OR103′, —SR103′, —SOR103′, —SO2R103′, —NR112SO2R103′, —NR112R113, C1-C25alkyl, which may be substituted by E and/or interrupted by D, C5-C12cycloalkyl, which can be substituted one to three times with C1-C8alkyl and/or C1-C8alkoxy;
• C7-C25arylalkyl, C6-C24aryl which is substituted by G, C2-C20heteroaryl, or C2-C20heteroaryl which is substituted by G;
• R1 and R2 may be the same or different and are each independently selected from hydrogen, a C1-C100alkyl group which can optionally be substituted with C1-C12alkyl, C1-C12alkoxy, halogen, C5-C12cycloalkyl, nitro, cyano, vinyl, allyl, C6-C24aryl, C2C20heteroaryl, a silyl group, or a siloxanyl group;
• and/or can optionally be interrupted by —O—, —S—, —NR39—, CONR39—, NR39CO—, —COO—, —CO— or —OCO—,
• a C2-C100alkenyl group which can optionally be substituted with C1-C12alkyl, C1-C12alkoxy, halogen, C5-C12cycloalkyl, nitro, cyano, vinyl, allyl, C6-C24aryl, C2-C20heteroaryl, a silyl group, or a siloxanyl group;
• and/or can optionally be interrupted by —O—, —S—, —NR39—, CONR39—, NR39CO—, —COO—, —CO— or —OCO—,
• a C3-C100alkinyl group which can optionally be substituted with C1-C12alkyl, C1-C12alkoxy, halogen, C5-C12cycloalkyl, nitro, cyano, vinyl, allyl, C6-C24aryl, C2-C20heteroaryl, a silyl group, or a siloxanyl group;
• and/or can optionally be interrupted by —O—, —S—, —NR39—, CONR39—, NR39CO—, —COO—, —CO— or —OCO—,
• a C3-C12cycloalkyl group which can optionally be substituted with C1-C12alkyl, C1-C12 alkoxy, halogen, C5-C12cycloalkyl, nitro, cyano, vinyl, allyl, C6-C24aryl, C2-C20heteroaryl, a silyl group, or a siloxanyl group;
• and/or can optionally be interrupted by —O—, —S—, —NR39—, CONR39—, NR39CO—, —COO—, —CO— or —OCO—,
• a C6-C24aryl group which can optionally be substituted with C1-C12alkyl, C1-C12alkoxy, halogen, C5-C12cycloalkyl, nitro, cyano, vinyl, allyl, C6-C24aryl, C2-C20heteroaryl, a silyl group, or a siloxanyl group,
• a C2-C20heteroaryl group which can optionally be substituted with C1-C12alkyl, C1-C12alkoxy, halogen, C5-C12cycloalkyl, nitro, cyano, vinyl, allyl, C6-C24aryl, C2-C20heteroaryl, a silyl group, or a siloxanyl group;
• a —CO—C1-C18alkyl group, a —CO—C5-C12cycloalkyl group, or —COO—C1-C18alkyl group;
• R39 is hydrogen, C1-C18alkyl, C1-C18haloalkyl, C7-C25arylalkyl, or C1-C18alkanoyl;
• R103 and R103′ are each independently C1-C100alkyl, C1-C25alkyl substituted by E and/or interrupted with D, C7-C25arylalkyl, C6-C24aryl, C6-C24aryl which is substituted by G, C2-C20heteroaryl, or C2-C20heteroaryl which is substituted by G;
• Ar1 and Ar1′ are each independently
• wherein
• X is —O—, —S—, —NR8—, —Si(R11)(R11′)—, —Ge(R11)(R11′)—, —C(R7)(R7′)—, —C(═O)—, —C(═CR104R104′)—,
• Ar2, Ar2′, Ar3 and Ar3′ have independently of each other the meaning of Ar1, or are independently of each other
• wherein
• X1 is S, O, NR107—, —Si(R117)(R117′)—, —Ge(R117) (R117′)—, —C(R106)(R109)—, —C(═O)—, —C(═CR104R104′)—,
• R3 and R3′ are each independently hydrogen, halogen, halogenated C1-C25alkyl, cyano, C1-C25alkyl, which may optionally be interrupted by an oxygen or sulphur atom;
• C7-C25arylalkyl, or C1-C25alkoxy;
• R104 and R104′ are each independently hydrogen, cyano, COOR103, a C1-C25alkyl group, or C6-C24aryl or C2-C20heteroaryl;
• R4, R4′, R5, R5′, R6, and R6′ are each independently hydrogen, halogen, halogenated C1-C25alkyl, cyano, C1-C25alkyl, which may optionally be interrupted by an oxygen or sulphur atom;
• C7-C25arylalkyl, or C1-C25alkoxy;
• R7, R7′, R9 and R9′ are each independently hydrogen, C1-C25alkyl, which may optionally be interrupted by an oxygen, or sulphur atom;
• or C7-C25arylalkyl;
• R8 and R8′ are each independently hydrogen, C6-C18aryl;
• C6-C18aryl which is substituted by C1-C18alkyl, or C1-C18alkoxy;
• or C1-C25alkyl, which may optionally be interrupted by an oxygen or sulphur atom;
• or C7-C25arylalkyl;
• R11 and R11′ are each independently C1-C25alkyl group, which can be substituted with C1-C8alkyl and/or C1-C8alkoxy;
• R12 and R12′ are each independently hydrogen, halogen, cyano, C1-C25alkyl, which may optionally be interrupted by an oxygen, or sulphur atom, C1-C25alkoxy, C7-C25arylalkyl, or R13, wherein R13 is a C1-C10alkyl group, or a tri(C1-C8alkyl)silyl group;
• R104 and R104′ are each independently hydrogen, C1-C18alkyl, C6-C10aryl, which may optionally be substituted by G, or C2-C8heteroaryl, which may optionally be substituted by G;
• R105, R105′, R106 and R106′ are each independently hydrogen, halogen, cyano, C1-C25alkyl, which may optionally be interrupted by an oxygen or sulphur atom;
• C7-C25arylalkyl, or C1-C18alkoxy;
• R107 is hydrogen, C7-C25arylalkyl, C6-C18aryl;
• C6-C18aryl which is substituted by C1-C18alkyl, or C1-C18alkoxy;
• C1-C18perfluoroalkyl;
• C1-C25alkyl, which may be interrupted by —O—, or —S—;
• or —COOR103;
• R108 and R109 are each independently H, C1-C25alkyl, C1-C25alkyl which is substituted by E and/or interrupted by D, C7-C25arylalkyl, C6-C24aryl, C6-C24aryl which is substituted by G, C2-C20heteroaryl, C2-C20heteroaryl which is substituted by G, C2-C18alkenyl, C2-C18alkynyl, C1-C18alkoxy, C1-C18alkoxy which is substituted by E and/or interrupted by D, or C7-C25aralkyl, or
• R108 and R109 together form a group of formula ═CR110R111, wherein
• R110 and R111 are each independently H, C1-C18alkyl, C1-C18alkyl which is substituted by E and/or interrupted by D, C6-C24aryl, C6-C24aryl which is substituted by G, or C2-C20heteroaryl, or C2-C20heteroaryl which is substituted by G, or
• R108 and R109 together form a five or six membered ring, which optionally can be substituted by C1-C18alkyl, C1-C18alkyl which is substituted by E and/or interrupted by D, C6-C24aryl, C6-C24aryl which is substituted by G, C2-C20heteroaryl, C2-C20heteroaryl which is substituted by G, C2-C18alkenyl, C2-C18alkynyl, C1-C18alkoxy, C1-C18alkoxy which is substituted by E and/or interrupted by D, or C7-C18aralkyl;
• D is —CO—, —COO—, —S—, —O—, or —NR112—;
• E is C1-C8thioalkoxy, C1-C8alkoxy, CN, —NR112R113, —CONR112R113, or halogen;
• G is E, or C1-C18alkyl;
• R112 and R113 are each independently H;
• C6-C18aryl;
• C6-C18aryl which is substituted by C1-C18alkyl, or C1-C18alkoxy;
• C1-C18alkyl;
• or C1-C18alkyl which is interrupted by —O—,
• R114 is C1-C25alkyl, which may optionally be interrupted by an oxygen, or sulphur atom;
• R115 and R115′ are each independently hydrogen, halogen, cyano, C1-C25alkyl, which may optionally be interrupted by an oxygen, or sulphur atom, C1-C25alkoxy, C7-C25arylalkyl, or R116 , wherein R116 is a C1-C10alkyl group, or a tri(C1-C8alkyl)silyl group;
• R117 and R117′ are each independently C1-C25alkyl group, which can be substituted one to three times with C1-C8alkyl and/or C1-C8alkoxy;
• R118, R119, R120 and R121 are each independently hydrogen, halogen, halogenated C1-C25alkyl, cyano, C1-C25alkyl, which may optionally be interrupted by an oxygen or sulphur atom;
• C7-C25arylalkyl, or C1-C25alkoxy;
• R122 and R122′ are each independently hydrogen, C6-C18aryl;
• C6-C18aryl which is substituted by C1-C18alkyl, or C1-C18alkoxy;
• or C1-C25alkyl, which may optionally be interrupted by an oxygen or sulphur atom;
• or C7-C25arylalky;
• and
• X2 and X2′ are each independently halogen, ZnX12, —SnR207R208R209, wherein R207, R208 and R209 are identical or different and are each independently H or C1-C6alkyl, wherein two radicals optionally form a common ring and these radicals are optionally branched or unbranched and X12 is a halogen atom;
• or —OS(O)2CF3, —OS(O)2-aryl, —OS(O)2CH3, —B(OH)2, —B(OY1)2,
• —BF4Na, or —BF4K, wherein Y1 is independently in each occurrence a C1-C10alkyl group and Y2 is independently in each occurrence a C2-C10alkylene group and Y13 and Y14 are each independently hydrogen, or a C1-C10alkyl group.