发明名称 Dyketopyrrolopyrrole polymers for use in organic semiconductor devices
摘要 The present invention relates to polymers comprising one or more (repeating) unit(s) of the formula; or a polymer of formula ; and their use as organic semiconductor in organic devices, especially in organic photovoltaics (solar cells) and photodiodes, or in a device containing a diode and/or an organic field effect transistor. The polymers according to the invention 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 according to the invention are used in organic field effect transistors, organic photovoltaics (solar cells) and photodiodes.
申请公布号 US9221943(B2) 申请公布日期 2015.12.29
申请号 US201113109327 申请日期 2011.05.17
申请人 BASF SE 发明人 Hayoz Pascal;Düggeli Mathias;Chebotareva Natalia;Aebischer Olivier Frédéric
分类号 C08G14/06;C08G61/12;B82Y10/00;C08F232/08;C08F234/04;C09K11/06;H01L51/00;H05B33/14;C09B69/10;H01L51/05;H01L51/42 主分类号 C08G14/06
代理机构 代理人 Costales Shruti
主权项 1. A polymer comprising one or more (repeating) unit(s) of the formulaor a polymer of formulawherein x=0.995 to 0.005, y=0.005 to 0.995, and wherein x+y=1, r=0.985 to 0.005, s=0.005 to 0.985, t=0.985 to 0.005, u=0.005 to 0.985, and wherein r+s+t+u=1, A is a group of formula wherein R1 and R2 are independently of each other a C1-C36alkyl group, R104 is a C1-C25alkyl group, which may optionally be interrupted by one or more oxygen or sulphur atoms, and R116 is H, or C1-C25alkyl; or C1-C25alkyl which is interrupted by —O—, or —S—, B, D and E are independently of each other a group of formula wherein r is 0, or 1, z is 0, or 1, a is an integer of 1 to 5, g is an integer of 1, or 2, h is an integer of 1, or 2, i is 0, or an integer of 1, or 2, j is 0, or an integer of 1, or 2, k is 0, or an integer of 1, or 2, l is 0, or an integer of 1, or 2, R1′ and R2′ have independently of each other the meaning of R1, Ar8, Ar8′, Ar9, Ar9′, Ar10 and Ar10′ have independently of each other the meaning of Ar2, Ar2 isor have the meaning of Ar1, Ar1 is wherein one of X3 and X4 is N and the other is CR99, R99, R104 and R104′ are independently of each other hydrogen, halogen, F, or a C1-C25alkyl group, a C4-C25alkyl, which may optionally be interrupted by one or more oxygen or sulphur atoms, C7-C25arylalkyl, or a C1-C25alkoxy group, R105, R105′, R106 and R106′ are independently of each other hydrogen, halogen, C1-C25alkyl, which may optionally be interrupted by one or more oxygen or sulphur atoms; C7-C25arylalkyl, or C1-C18alkoxy, R107 is C7-C25arylalkyl, C6-C18aryl; C6-C18aryl which is substituted by C1-C18alkyl, C1-C18perfluoroalkyl, or C1-C18alkoxy; C1-C25alkyl; C1-C25alkyl which is interrupted by —O—, or —S—; or —COOR119; R116 is hydrogen, C7-C25arylalkyl, C6-C18aryl; C6-C18aryl which is substituted by C1-C18alkyl, C1-C18perfluoroalkyl, or C1-C18alkoxy; C1-C25alkyl; C1-C25alkyl which is interrupted by —O—, or —S—; or —COOR119; R119 is 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, or C7-C25aralkyl, R108 and R109 are independently of each other 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 independently of each other 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, and R112 and R113 are independently of each other H; C6-C18aryl; C6-C18aryl which is substituted by C1-C18alkyl, or C1-C18alkoxy; C1-C18alkyl; or C1-C18alkyl which is interrupted by —O—, Ar4, Ar5, Ar6 and Ar7 are independently of each other a group of formulawherein one of X5 and X6 is N and the other is CR14, Ar20 is an arylene group, or a heteroarylene group, each of which may optionally be substituted, R118 has the meaning of R116, R12 and R12′ are independently of each other hydrogen, halogen, C1-C25alkyl, which may optionally be interrupted by one, or more oxygen, or sulphur atoms, C1-C25alkoxy, C7-C25arylalkyl, R13 is a C1-C10alkyl group, or a tri(C1-C8alkyl)silyl group, R14, R14′, R15, R15′, R17 and R17′ are independently of each other H, or a C1-C25alkyl group, which may optionally be interrupted by one or more oxygen atoms; R18 and R18′ independently of each other hydrogen, halogen, C1-C25alkyl, which may optionally be interrupted by one or more oxygen or sulphur atoms, C7-C25aralkyl, or C1-C25alkoxy; R19 is hydrogen, C7-C25aralkyl, C6-C18aryl; C6-C18aryl which is substituted by C1-C18alkyl, or C1-C18alkoxy; or C1-C25alkyl, which may optionally be interrupted by one or more oxygen or sulphur atoms; R20 and R20′ are independently of each other hydrogen, C7-C25aralkyl, C1-C25alkyl, which may optionally be interrupted by one, or more oxygen, or sulphur atoms, X7 is —O—, —S—, —NR115—, —Si(R117)(R117′)—, C(R120)(R120′), —C(═O)—, X8 is —O—, or —NR15—; R100 and R100′ are independently of each other H, F, C1-C18alkyl which is interrupted by O, C1-C18alkoxy, C1-C18alkoxy which is interrupted by O, C1-C18perfluoroalkyl, C6-C24aryl, which may optionally be substituted one to three times with C1-C8alkyl and/or C1-C8alkoxy, C2-C20heteroaryl, which may optionally be substituted one to three times with C1-C8alkyl and/or C1-C8alkoxy; R303, R304, R305 and R306 are independently of each other H, F, C1-C18alkyl, C1-C18alkyl which is interrupted by O, C1-C18alkoxy, C1-C18alkoxy which is interrupted by O, C1-C18 perfluoroalkyl, C6-C24aryl, which may optionally be substituted one to three times with C1-C8alkyl and/or C1-C8alkoxy, C2-C20heteroaryl, which may optionally be substituted one to three times with C1-C8alkyl and/or C1-C8alkoxy; R307 and R308 are independently of each other H, or C1-C25alkyl, which may optionally be interrupted by one or more oxygen or sulphur atoms; R309, R310, R311 and R312 are independently of each other H, C1-C25alkoxy, or C1-C25alkyl, which may optionally be interrupted by one or more oxygen or sulphur atoms; R101 and R101′ are independently of each other H, F, C1-C18alkyl, C1-C18alkyl which is interrupted by O, C1-C18alkoxy, C1-C18alkoxy which is interrupted by O, C1-C18perfluoroalkyl, C6-C24aryl, which may optionally be substituted one to three times with C1-C8alkyl and/or C1-C8alkoxy, C2-C20heteroaryl, which may optionally be substituted one to three times with C1-C8alkyl and/or C1-C8alkoxy; R102 and R102′ are independently of each other H, halogen, C1-C25alkyl, which may optionally be interrupted by one or more oxygen or sulphur atoms; C7-C25arylalkyl, or C1-C25alkoxy; R103 and R103′ are independently of each other hydrogen, halogen, C1-C25alkyl, which may optionally be interrupted by one or more oxygen or sulphur atoms; C6-C24aryl, which may optionally be substituted one to three times with C1-C8alkyl and/or C1-C8alkoxy; C7-C25arylalkyl, CN, or C1-C25alkoxy; or R103 and R103′ together form a ring, R115 and R115′ are independently of each other hydrogen, C6-C18aryl; C6-C18aryl which is substituted by C1-C18alkyl, or C1-C18alkoxy; C1-C25alkyl, which may optionally be interrupted by one or more oxygen or sulphur atoms; or C7-C25arylalkyl, R117 and R117′ are independently of each other C1-C35alkyl group, C7-C25arylalkyl, or a phenyl group, which optionally can be substituted one to three times with C1-C8alkyl and/or C1-C8alkoxy, R120 and R120′ are independently of each other hydrogen, C1-C35alkyl, which may optionally be interrupted by one, or more oxygen, or sulphur atoms; or C7-C25arylalkyl, R121 is H, C1-C18alkyl, which may optionally be interrupted by one or more oxygen or sulphur atoms, C1-C18perfluoroalkyl, C6-C24aryl, which may optionally be substituted one to three times with C1-C8alkyl and/or C1-C8alkoxy; C2-C20heteroaryl, which may optionally be substituted one to three times with C1-C8alkyl and/or C1-C8alkoxy; or CN, wherein the polymer of formula I, formula II, or formula III has a polydispersibility of 1.1 to 3.0.
地址 Ludwigshafen DE