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    DITHIENOBENZO-THIENO[3,2-B]THIOPHENE-COPOLYMER AND ITS USE AS HIGH PERFORMANCE SOLUTION PROCESSABLE SEMICONDUCTING POLYMER
    1.
    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.

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

    PROCESS FOR PREPARING REGIOREGULAR POLY-(3-SUBSTITUTED) THIOPHENES, SELENOPHENES, THIAZOLES AND SELENAZOLES
    5.
    发明申请
    PROCESS FOR PREPARING REGIOREGULAR POLY-(3-SUBSTITUTED) THIOPHENES, SELENOPHENES, THIAZOLES AND SELENAZOLES 失效
    制备邻苯二酚（3-取代的）噻吩，苯丙烯，噻唑和精油的方法

    公开(公告)号：US20120088900A1

    公开(公告)日：2012-04-12

    申请号：US13378069

    申请日：2010-06-14

    申请人： Marcel Kastler ,  Silke Annika Koehler

    发明人： Marcel Kastler ,  Silke Annika Koehler

    IPC分类号： C08G75/00

    CPC分类号： H01B1/127 ,  C08G61/123 ,  C08G61/126 ,  C08G2261/3223 ,  C08G2261/3225 ,  C08G2261/3229 ,  C08G2261/323 ,  C08G2261/416 ,  C08G2261/417 ,  H01L51/0036

    摘要： A process for preparing a regioregular homopolymer or copolymer of 3-substituted thiophene, 3-substituted selenophene, 3-substituted thiazol or 3-substituted selenazol by a) reacting a 3-substituted 2,5-dihalothiophene, 2,5-dihaloselenophene, 2,5-dihalothiazol or 2,5-dihaloselenazol with reactive zinc, magnesium and/or an organomagnesium halide to give an organozinc or organomagnesium intermediate containing one halozinc or one halomagnesium group, b) bringing the organozinc or the organomagnesium intermediate into contact with a Ni(II), Ni(O), Pd(II) or Pd(O) catalyst to initiate the polymerization reaction, and c) polymerizing the organozinc or the organomagnesium intermediate to give a regioregular head-to-tail homopolymer or copolymer of 3-substituted thiophene, 3-substituted selenophene, 3-substituted thiazol or 3-substituted selenazol characterized in that the polymerization reaction is carried out at a temperature rising from a lower temperature T1 to a higher temperature T2 during a time t1, wherein T1 is in the range of from −40 to 5 ° C. and T2 is in the range of from −20 to 40 ° C., wherein T2−T1 is at least 10 ° C. and the average rate of increase (T2−T1)/t1 is in the range of from 0.05 ° C/min to 1 ° C/min.

    摘要翻译： 制备3-取代噻吩，3-取代的硒吩，3-取代的噻唑或3-取代的硒吩的区域性均聚物或共聚物的方法，通过以下步骤a）使3-取代的2,5-二卤代噻吩，2,5-二卤代硒吩，2 ，5-二卤噻唑或2,5-二卤代硒唑与反应性锌，镁和/或有机卤化镁反应，得到含有一个卤素或一个卤代镁基团的有机锌或有机镁中间体，b）使有机锌或有机镁中间体与Ni （II），Ni（O），Pd（II）或Pd（O）催化剂以引发聚合反应，以及c）使有机锌或有机镁中间体聚合，得到区域性的头 - 尾均聚物或3- 取代噻吩，3-取代硒吩，3-取代噻唑或3-取代硒吩，其特征在于聚合反应在从较低温度T1升高至更高温度T2 dur的温度下进行 时间t1，其中T1在-40至5℃的范围内，T2在-20至40℃的范围内，其中T2-T1至少为10℃，平均值为 增加率（T2-T1）/ t1在0.05℃/分钟至1℃/分钟的范围内。

    Process for preparing regioregular poly-(3-substituted) thiophenes, selenophenes, thiazoles and selenazoles
    10.
    发明授权
    Process for preparing regioregular poly-(3-substituted) thiophenes, selenophenes, thiazoles and selenazoles 失效
    制备区域性聚（3-取代）噻吩，硒吩，噻唑和硒唑的方法

    公开(公告)号：US08653227B2

    公开(公告)日：2014-02-18

    申请号：US13378069

    申请日：2010-06-14

    申请人： Marcel Kastler ,  Silke Annika Koehler

    发明人： Marcel Kastler ,  Silke Annika Koehler

    IPC分类号： C08G75/00

    CPC分类号： H01B1/127 ,  C08G61/123 ,  C08G61/126 ,  C08G2261/3223 ,  C08G2261/3225 ,  C08G2261/3229 ,  C08G2261/323 ,  C08G2261/416 ,  C08G2261/417 ,  H01L51/0036

    摘要： A process for preparing a regioregular homopolymer or copolymer of 3-substituted thiophene, 3-substituted selenophene, 3-substituted thiazol or 3-substituted selenazol by a) reacting a 3-substituted 2,5-dihalothiophene, 2,5-dihaloselenophene, 2,5-dihalothiazol or 2,5-dihaloselenazol with reactive zinc, magnesium and/or an organomagnesium halide to give an organozinc or organomagnesium intermediate containing one halozinc or one halomagnesium group, b) bringing the organozinc or the organomagnesium intermediate into contact with a Ni(II), Ni(O), Pd(II) or Pd(0) catalyst to initiate the polymerization reaction, and c) polymerizing the organozinc or the organomagnesium intermediate to give a regioregular head-to-tail homopolymer or copolymer of 3-substituted thiophene, 3-substituted selenophene, 3-substituted thiazol or 3-substituted selenazol characterized in that the polymerization reaction is carried out at a temperature rising from a lower temperature T1 to a higher temperature T2 during a time t1, wherein T1 is in the range of from −40 to 5° C. and T2 is in the range of from −20 to 40° C., wherein T2−T1 is at least 10° C. and the average rate of increase (T2−T1)/t1 is in the range of from 0.05° C./min to 1° C./min.

    摘要翻译： 制备3-取代噻吩，3-取代的硒吩，3-取代的噻唑或3-取代的硒吩的区域性均聚物或共聚物的方法，通过以下步骤a）使3-取代的2,5-二卤代噻吩，2,5-二卤代硒吩，2 ，5-二卤噻唑或2,5-二卤代硒唑与反应性锌，镁和/或有机卤化镁反应，得到含有一个卤素或一个卤代镁基团的有机锌或有机镁中间体，b）使有机锌或有机镁中间体与Ni （II），Ni（O），Pd（II）或Pd（O）催化剂以引发聚合反应，和c）使有机锌或有机镁中间体聚合，得到区域性的头 - 尾均聚物或3- 取代噻吩，3-取代硒吩，3-取代噻唑或3-取代硒吩，其特征在于聚合反应在从较低温度T1升高至更高温度T2 dur的温度下进行 时间t1，其中T1在-40至5℃的范围内，T2在-20至40℃的范围内，其中T2-T1至少为10℃，平均值为 增加率（T2-T1）/ t1在0.05℃/分钟至1℃/分钟的范围内。