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    Dithienobenzo-thieno[3,2-B]thiophene-copolymer and its use as high performance solution processable semiconducting polymer
    1.
    发明授权
    Dithienobenzo-thieno[3,2-B]thiophene-copolymer and its use as high performance solution processable semiconducting polymer 有权

    公开(公告)号：US08389670B2

    公开(公告)日：2013-03-05

    申请号：US13511890

    申请日：2010-11-29

    申请人： Marcel Kastler ,  Silke Annika Koehler ,  Klaus Muellen ,  Ralph Rieger

    发明人： Marcel Kastler ,  Silke Annika Koehler ,  Klaus Muellen ,  Ralph Rieger

    IPC分类号： C08G75/00

    CPC分类号： H01L51/0043 ,  C08G61/126 ,  C08G2261/124 ,  C08G2261/3223 ,  C08G2261/3243 ,  C08G2261/414 ,  C08G2261/92 ,  H01L51/0036 ,  H01L51/0558 ,  Y02E10/549

    摘要： Dithienobenzo-thieno[3,2-b]thiophene-copolymers of the formula (I) wherein: pi is a monocyclic or polycyclic moiety optionally substituted with 1-4 Ra groups, wherein Ra, at each occurrence, is independently hydrogen or a) a halogen, b) —(CN, c) —NO2, d) oxo, e) —OH, f) ═C(Rb)2; g) a C1-20 alkyl group, h) a C2-20 alkenyl group, i) a C2-20 alkynyl group, j) a C1-20 alkoxy group, k) a C1-20 alkylthio group, l) a C1-20 haloalkyl group, m) a —Y—C3-10 cycloalkyl group, n) a —Y—C6-14 aryl group, o) a —Y-3-12 membered cycloheteroalkyl group, or p) a —Y-5-14 membered heteroaryl group, wherein each of the C1-20 alkyl group, the C2-20 alkenyl group, the C2-20 alkynyl group, the C3-10 cycloalkyl group, the C6-14 aryl or haloaryl group, the 3-12 membered cycloheteroalkyl group, and the 5-14 membered heteroaryl group is optionally substituted with 1-4 Rb groups; Y, at each occurrence, is independently a divalent C1-6 alkyl group, a divalent C1-6 haloalkyl group, or a covalent bond; and R1, R2, R3, at each occurrence, are independently H, a halogen, CN, a C1-30 alkyl group, a C2-30 alkenyl group, a C1-30 haloalkyl group, a C2-30 alkynyl group, a C1-30 alkoxy group, a C(O)—C1-20 alkyl group, a C(O)—OC1-20 alkyl group, a Y—C3-10 cycloalkyl group, a —Y-3-12 membered cycloheteroalkyl group, each optionally substituted with 1-5 substituents selected from a halogen, —CN, a C1-6 alkyl group, a C1-6 alkoxy group, and a C1-6 haloalkyl group, -L-Ar1, -L-Ar1—Ar1, -L-Ar1—R4, or -L-Ar1—Ar1—R4 and Y, at each occurrence, is independently a divalent C1-6 alkyl group, a divalent C1-6 haloalkyl group, or a covalent bond; n=0, 1, 2; and o=1-1000.

    DITHIENOBENZO-THIENO[3,2-B]THIOPHENE-COPOLYMER AND ITS USE AS HIGH PERFORMANCE SOLUTION PROCESSABLE SEMICONDUCTING POLYMER
    2.
    发明申请
    DITHIENOBENZO-THIENO[3,2-B]THIOPHENE-COPOLYMER AND ITS USE AS HIGH PERFORMANCE SOLUTION PROCESSABLE SEMICONDUCTING POLYMER 有权

    公开(公告)号：US20120289672A1

    公开(公告)日：2012-11-15

    申请号：US13511890

    申请日：2010-11-29

    申请人： Marcel Kastler ,  Silke Annika Koehler ,  Klaus Muellen ,  Ralph Rieger

    发明人： Marcel Kastler ,  Silke Annika Koehler ,  Klaus Muellen ,  Ralph Rieger

    IPC分类号： C08G75/00 ,  H01L51/40 ,  H01B1/12

    CPC分类号： H01L51/0043 ,  C08G61/126 ,  C08G2261/124 ,  C08G2261/3223 ,  C08G2261/3243 ,  C08G2261/414 ,  C08G2261/92 ,  H01L51/0036 ,  H01L51/0558 ,  Y02E10/549

    摘要： Dithienobenzo-thieno[3,2-b]thiophene-copolymers of the formula (I) wherein: pi is a monocyclic or polycyclic moiety optionally substituted with 1-4 Ra groups, wherein Ra, at each occurrence, is independently hydrogen or a) a halogen, b) —(CN, c) —NO2, d) oxo, e) —OH, f) ═C(Rb)2; g) a C1-20 alkyl group, h) a C2-20 alkenyl group, i) a C2-20 alkynyl group, j) a C1-20 alkoxy group, k) a C1-20 alkylthio group, l) a C1-20 haloalkyl group, m) a —Y—C3-10 cycloalkyl group, n) a —Y—C6-14 aryl group, o) a —Y-3-12 membered cycloheteroalkyl group, or p) a —Y-5-14 membered heteroaryl group, wherein each of the C1-20 alkyl group, the C2-20 alkenyl group, the C2-20 alkynyl group, the C3-10 cycloalkyl group, the C6-14 aryl or haloaryl group, the 3-12 membered cycloheteroalkyl group, and the 5-14 membered heteroaryl group is optionally substituted with 1-4 Rb groups; Y, at each occurrence, is independently a divalent C1-6 alkyl group, a divalent C1-6 haloalkyl group, or a covalent bond; and R1, R2, R3, at each occurrence, are independently H, a halogen, CN, a C1-30 alkyl group, a C2-30 alkenyl group, a C1-30 haloalkyl group, a C2-30 alkynyl group, a C1-30 alkoxy group, a C(O)—C1-20 alkyl group, a C(O)—OC1-20 alkyl group, a Y—C3-10 cycloalkyl group, a —Y-3-12 membered cycloheteroalkyl group, each optionally substituted with 1-5 substituents selected from a halogen, —CN, a C1-6 alkyl group, a C1-6 alkoxy group, and a C1-6 haloalkyl group, -L-Ar1, -L-Ar1-—Ar1, -L-Ar1—R4, or -L-Ar1—Ar1—R4 and Y, at each occurrence, is independently a divalent C1-6 alkyl group, a divalent C1-6 haloalkyl group, or a covalent bond; n=0, 1, 2; and o=1-1000.

    POLY(5,5'-BIS(THIOPHEN-2-YL)-BENZO[2,1-B;3,4-B']DITHIOPHENE) AND ITS USE AS HIGH PERFORMANCE SOLUTION PROCESSABLE SEMICONDUCTING POLYMER
    3.
    发明申请
    POLY(5,5'-BIS(THIOPHEN-2-YL)-BENZO[2,1-B;3,4-B']DITHIOPHENE) AND ITS USE AS HIGH PERFORMANCE SOLUTION PROCESSABLE SEMICONDUCTING POLYMER 有权
    POLY（5,5'-双（噻吩-2-基） - 苯并[2,1-B; 3,4-B']二苯基），并且可用作高性能溶液可处理的半导体聚合物

    公开(公告)号：US20110168264A1

    公开(公告)日：2011-07-14

    申请号：US13002392

    申请日：2009-06-25

    申请人： Marcel Kastler ,  Silke Koehler ,  Klaus Muellen ,  Miaoyin Liu ,  Dirk Beckmann ,  Ralph Rieger

    发明人： Marcel Kastler ,  Silke Koehler ,  Klaus Muellen ,  Miaoyin Liu ,  Dirk Beckmann ,  Ralph Rieger

    IPC分类号： H01L51/46 ,  H01L51/30 ,  H01L51/54 ,  C08G75/06 ,  C08L81/02

    CPC分类号： H01L51/0036 ,  C07D495/04 ,  C08G61/126 ,  H01B1/127 ,  H01L51/0043 ,  H01L51/0074 ,  H01L51/0541 ,  H01L51/0545 ,  Y02E10/549

    摘要： Poly(5,5′-bis(thiophen-2-yl)-benzo[2,1-b;3,4-b′]dithiophene) comprising as repeating units the group of the formula (I) wherein R is independently selected from a) a C1-2O alkyl group, b) a C2-20 alkenyl group, c) a C2-20 alkynyl group, d) a C1-20 alkoxy group, e) a —Y—C3-10 cycloalkyl group, f) a —Y—C6-14 aryl group, g) a —Y-3-12 membered cycloheteroalkyl group, or h) a —Y-5-14 membered het-eroaryl group, wherein each of the C1-20 alkyl group, the C2-20 alkenyl group, the C2-20 alkynyl group, the C3-10 cycloalkyl group, the C6-14 aryl group, the 3-12 membered cycloheteroalkyl group, and the 5-14 membered heteroaryl group is optionally substituted with 1-4 R1 groups, R1 is independently selected from a) a S(O)m—C1-20 alkyl group, b) a S(O)m—OC1-20 alkyl group, c) a S(O)m—OC6-14 aryl group, d) a C(O)—OC1-20 alkyl group, e) a C(O)—OC6-14 aryl group, f) a C1-20 alkyl group, g) a C2-20 alkenyl group, h) a C2-20 alkynyl group, i) a C1-20 alkoxy group, j) a C3-10 cycloalkyl group, k) a C6-14 aryl group, I) a 3-12 membered cycloheteroalkyl group, or m) a 5-14 membered heteroaryl group, Y is independently selected from a divalent C1-6 alkyl group, or a covalent bond; and m is independently selected from 0, 1, or 2, and having a number average molecular weight Mn in the range of from 5,000 to 200,000 g/mol.

    摘要翻译： 包括作为重复单元的式（I）基团，其中R独立地被选择的聚（5,5'-双（噻吩-2-基） - 苯并[2,1-b; 3,4-b']二噻吩） 从a）C1-2O烷基，b）C2-20烯基，c）C2-20炔基，d）C1-20烷氧基，e）-Y-C3-10环烷基，f ）a -Y-C 6-14芳基，g）-Y-3-12元环杂烷基，或h）-Y-5-14元环芳基，其中每个C 1-20烷基， C2-20烯基，C2-20炔基，C3-10环烷基，C6-14芳基，3-12元环杂烷基和5-14元杂芳基任选被1- 4个R 1基团，R 1独立地选自a）S（O）m -C 1-20烷基，b）S（O）m OC 1-7-20烷基，c）S（O）m OC 1-6 - 14芳基，d）C（O）-OC1-20烷基，e）C（O）-OC6-14芳基，f）C1-20烷基，g）C2-20烯基， h）C 20-20炔基，i）C 1-20烷氧基，j）C 3-10环烷基 烷叉基，k）C 6-14芳基，I）3-12元环杂烷基或m）5-14元杂芳基，Y独立地选自二价C 1-6烷基或共价键 ; m独立地选自0,1或2，数均分子量Mn在5,000至200,000g / mol的范围内。

    Poly(5,5′bis(thiophen-2-yl)-benzo[2,1-b;3,4-b′]dithiophene) and its use as high performance solution processable semiconducting polymer
    4.
    发明授权
    Poly(5,5′bis(thiophen-2-yl)-benzo[2,1-b;3,4-b′]dithiophene) and its use as high performance solution processable semiconducting polymer 有权
    聚（5,5'-双（噻吩-2-基） - 苯并[2,1-b; 3,4-b']二噻吩）及其作为高性能溶液可加工半导体聚合物

    公开(公告)号：US08598304B2

    公开(公告)日：2013-12-03

    申请号：US13002392

    申请日：2009-06-25

    申请人： Marcel Kastler ,  Silke Koehler ,  Klaus Muellen ,  Miaoyin Liu ,  Dirk Beckmann ,  Ralph Rieger

    发明人： Marcel Kastler ,  Silke Koehler ,  Klaus Muellen ,  Miaoyin Liu ,  Dirk Beckmann ,  Ralph Rieger

    IPC分类号： C08G75/00

    CPC分类号： H01L51/0036 ,  C07D495/04 ,  C08G61/126 ,  H01B1/127 ,  H01L51/0043 ,  H01L51/0074 ,  H01L51/0541 ,  H01L51/0545 ,  Y02E10/549

    摘要： Poly(5,5′-bis(thiophen-2-yl)-benzo[2,1-b;3,4-b′]dithiophene) comprising as repeating units the group of the formula (I) wherein R is independently selected from a) a C1-20 alkyl group, b) a C2-20 alkenyl group, c) a C2-20 alkynyl group, d) a C1-20 alkoxy group, e) a —Y—C3-10 cycloalkyl group, f) a —Y—C6-14 aryl group, g) a —Y-3-12 membered cycloheteroalkyl group, or h) a —Y-5-14 membered heteroaryl group, wherein each of the C1-20 alkyl group, the C2-20 alkenyl group, the C2-20 alkynyl group, the C3-10 cycloalkyl group, the C6-14 aryl group, the 3-12 membered cycloheteroalkyl group, and the 5-14 membered heteroaryl group is optionally substituted with 1-4 R1 groups, R1 is independently selected from a) a S(O)m—C1-20 alkyl group, b) a S(O)m—OC1-20 alkyl group, c) a S(O)m—OC6-14 aryl group, d) a C(O)—OC1-20 alkyl group, e) a C(O)—OC6-14 aryl group, f) a C1-20 alkyl group, g) a C2-20 alkenyl group, h) a C2-20 alkynyl group, i) a C1-20 alkoxy group, j) a C3-10 cycloalkyl group, k) a C6-14 aryl group, l) a 3-12 membered cycloheteroalkyl group, or m) a 5-14 membered heteroaryl group, Y is independently selected from a divalent C1-6 alkyl group, or a covalent bond; and m is independently selected from 0, 1, or 2, and having a number average molecular weight Mn in the range of from 5,000 to 200,000 g/mol.

    摘要翻译： 包括作为重复单元的式（I）基团，其中R独立地被选择的聚（5,5'-双（噻吩-2-基） - 苯并[2,1-b; 3,4-b']二噻吩） 从a）C 1-20烷基，b）C 2-20烯基，c）C 2-20炔基，d）C 1-20烷氧基，e）-Y-C 3-10环烷基，f ）-Y-C 6-14芳基，g）a -Y-3-12元环杂烷基，或h）-Y-5-14元杂芳基，其中C 1-20烷基，C 2 -20链烯基，C2-20炔基，C3-10环烷基，C6-14芳基，3-12元环杂烷基和5-14元杂芳基任选被1-4个R1 基团，R 1独立地选自a）S（O）m -C 1-20烷基，b）S（O）m OC 1-7-20烷基，c）S（O）m -C 0-6-14芳基 基团，d）C（O）-OC 1-20烷基，e）C（O）-OC 6-14芳基，f）C 1-20烷基，g）C 2-20烯基，h） C 20-20炔基，i）C 1-20烷氧基，j）C 3-10环烷基，k）C 6-14 芳基，l）3-12元环杂烷基，或m）5-14元杂芳基，Y独立地选自二价C 1-6烷基或共价键; m独立地选自0,1或2，数均分子量Mn在5,000至200,000g / mol的范围内。