POLYMERS BASED ON BENZODIONES

摘要

The present invention relates to polymers comprising one or more (repeating) unit(s) of the formula (I), and compounds of formula (III), wherein Y, Y15, Y16 and Y17 are independently of each other a group of formula (A), (B) or (C) and their use as IR absorber, organic semiconductor in organic devices, especially in organic photovoltaics and photodiodes, or in a device containing a diode and/or an organic field effect transistor. The polymers and compounds according to the invention can have excellent solubility in organic solvents and excellent film-forming properties. In addition, high efficiency of energy conversion, excellent field-effect mobility, good on/off current ratios and/or excellent stability can be observed, when the polymers and compounds according to the invention are used in organic field effect transistors, organic photovoltaics and photodiodes.;

主权项

1. A polymer, comprising a unit of formula
Ar3cAr2bAr1aYAr1′a′Ar2′b′Ar3′c′ (I), 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, 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-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-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-C24aryl, C2-C20heteroaryl, a silyl group, or a siloxanyl group, a C2-C20heteroaryl group which can optionally be substituted with 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 or wherein X1 is S, O, NR107—, —Si(R117)(R117′)—, —Ge(R117)(R117′)—, —C(R106)(R109)—, —C(═CR104R104′)—, R3 and R3′ are each independently hydrogen, halogen, halogenated C1-C25alkyl, especially CF3, cyano, C1-C25alkyl, especially C3-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, especially CF3, cyano, C1-C25alkyl, especially C3-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-C25aralkyl; 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, especially C3-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; 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.