3,3',5,5'-tetrabromo-4,4'-bis(dodecyl)-2,2'-bithiophene | 1187970-22-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 3,3',5,5'-tetrabromo-4,4'-bis(dodecyl)-2,2'-bithiophene
• 英文别名: 2,4-Dibromo-5-(3,5-dibromo-4-dodecylthiophen-2-yl)-3-dodecylthiophene
• CAS: 1187970-22-4
• 化学式: C₃₂H₅₀Br₄S₂
• 分子量: 818.497
• InChiKey: FKGZCVUFNVXIFY-UHFFFAOYSA-N

物化性质

• 沸点：
  643.8±50.0 °C(Predicted)
• 密度：
  1.377±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  18.8
• 重原子数：
  38
• 可旋转键数：
  23
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,3',5,5'-tetrabromo-4,4'-bis(dodecyl)-2,2'-bithiophene 在 正丁基锂 作用下， 以 四氢呋喃 、 正庚烷 为溶剂， 反应 4.25h， 生成 5,11-Dihexyl-4,12-bis(trimethylsilyl)-8-oxa-3,13-dithiatricyclo[8.3.0.02,6]trideca-1(10),2(6),4,11-tetraene-7,9-dione
  参考文献：
  名称：

  Substituted oligo- or polythiophenes

  摘要：

  描述了一种制备取代2,2'-二硫代苯的方法，该方法包括步骤(a)、(c)和可选步骤(b)和(d)：a)将具有以下结构式的化合物与适当的有机锂化合物发生反应，优选为Li-烷基或Li-烷基胺；b)可选地将锂与从Mg1、Zn和Cu中选择的另一金属进行交换；c)将在步骤(a)或(b)中获得的金属化中间体与适当的亲电试剂发生反应，该亲电试剂为CO2或醛（加成反应），或化合物Y'-R17或Y'-R18-Z（取代反应），其中R17和R18如权利要求1所定义；并可选地d)修改在步骤(c)中获得的产物，例如通过引入一个或多个共轭基团Y环闭合在适当的一价残基R17之间，交换或延伸功能基团或取代基团，例如在R17或R18中的羰基加成或羰基取代。所得产物，包括或对应的聚合物，是优秀的导电材料

  公开号：

  US08436208B2
• 作为产物：
  描述：

  5,5'-二溴-2,2'-联噻吩 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 、 溴 、 溶剂黄146 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 、 氯仿 为溶剂， 反应 18.0h， 生成 3,3',5,5'-tetrabromo-4,4'-bis(dodecyl)-2,2'-bithiophene
  参考文献：
  名称：

  Substituted oligo- or polythiophenes

  摘要：

  描述了一种制备取代2,2'-二硫代苯的方法，该方法包括步骤(a)、(c)和可选步骤(b)和(d)：a)将具有以下结构式的化合物与适当的有机锂化合物发生反应，优选为Li-烷基或Li-烷基胺；b)可选地将锂与从Mg1、Zn和Cu中选择的另一金属进行交换；c)将在步骤(a)或(b)中获得的金属化中间体与适当的亲电试剂发生反应，该亲电试剂为CO2或醛（加成反应），或化合物Y'-R17或Y'-R18-Z（取代反应），其中R17和R18如权利要求1所定义；并可选地d)修改在步骤(c)中获得的产物，例如通过引入一个或多个共轭基团Y环闭合在适当的一价残基R17之间，交换或延伸功能基团或取代基团，例如在R17或R18中的羰基加成或羰基取代。所得产物，包括或对应的聚合物，是优秀的导电材料

  公开号：

  US08436208B2

文献信息

• Near Infrared Absorbing Soluble Poly(cyclopenta[2,1-b:3,4-b′]dithiophen-4-one)vinylene Polymers Exhibiting High Hole and Electron Mobilities in Ambient Air
  作者：Zhuping Fei、Xiang Gao、Jeremy Smith、Pichaya Pattanasattayavong、Ester Buchaca Domingo、Natalie Stingelin、Scott E Watkins、Thomas D. Anthopoulos、R. Joseph Kline、Martin Heeney

  DOI：10.1021/cm303166z

  日期：2013.1.8

  transistor performance, with average saturated mobilities of 0.5 cm2 V–1 s–1 for holes and 0.12 cm2 V–1 s–1 for electrons. The ambipolar transistors operate in both the hole and electron transport regimes in ambient air. Prolonged exposure to ambient atmosphere leads to a gradual loss of the electron transport behavior, with little change observed in the p-type mobility.

  我们报告了两个新的环戊[2,1-b：3,4-b']二噻吩-4-酮单体的合成，这些单体在外围的3,5位含有增溶的烷基。在Stille偶合条件下用（E）-1，2，2-双（三丁基锡烷基）-乙烯聚合提供了第一个报道的可溶性聚（环戊二噻吩-4-酮）亚乙烯基实例。所得聚合物吸收近红外光，最大薄膜吸收率约为815 nm，光学带隙为1.25 eV。该聚合物表现出有前途的双极场效应晶体管的性能，以0.5厘米平均饱和迁移率2 V -1小号-1空穴和0.12厘米2  V -1小号-1电子。双极晶体管在环境空气中的空穴和电子传输机制中均起作用。长时间暴露于环境大气中会导致电子传输行为逐渐丧失，而p型迁移率几乎没有变化。
• Comparative Optoelectronic Study between Copolymers of Peripherally Alkylated Dithienosilole and Dithienogermole
  作者：Zhuping Fei、Youngju Kim、Jeremy Smith、Ester Buchaca Domingo、Natalie Stingelin、Martyn A. McLachlan、Kigook Song、Thomas D. Anthopoulos、Martin Heeney

  DOI：10.1021/ma202374c

  日期：2012.1.24

  Here we report a simple methodology for the synthesis of dithienosilole and dithienogermole monomers in which the necessary solubilizing long chain alkyl groups are incorporated into the peripheral 3,5-positions of the fused ring. We report four novel monomers in which methyl or butyl groups are attached to the bridging Si and Ge atom. Copolymers with bithiophene were synthesized by a Stifle polymerization in high molecular weight. We report the optical, electrical, electrochemical and morphological properties of the resulting polymers. We find that the nature of the bridging heteroatom (Si or Ge) has only a minor influence on these properties, whereas the nature of the alkyl chain attached to the bridging atom is found to have a much larger effect.
• DIKETOPYRROLOPYRROLE POLYMERS FOR USE IN ORGANIC SEMICONDUCTOR DEVICES
  申请人：Dueggeli Mathias

  公开号：US20120071617A1

  公开（公告）日：2012-03-22

  The present invention relates to polymers comprising one or more (repeating) unit(s) of the formula A polymer, comprising (repeating) unit(s) of the formula (1) and (2), wherein A is a repeating unit of the formula (I), and —COM 1 - is a repeating unit of formula (3), or (4), 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.
• POLYCYCLIC DITHIOPHENES
  申请人：BASF SE

  公开号：US20160104849A1

  公开（公告）日：2016-04-14

  The present invention relates to novel compounds of the formula wherein R 1 and R 1 ′ independently of each other are H or a substituent, halogen or SiR 6 R 4 R 5 ; R 2 and R 2 ′ may be the same or different and are selected from C 1 -C 25 alkyl, C 3 -C 12 cycloalkyl, C 2 -C 25 alkenyl, C 2 -C 25 alkynyl, C 4 -C 25 aryl, C 5 -C 25 alkylaryl or C 5 -C 25 aralkyl, each of which is unsubstituted or substituted, and under conditions as defined in claim 1, R 2 and/or R2′ may also be halogen or hydrogen; X is a divalent linking group selected from Y and Y′ independently are selected from n and p independently range from 0 to 6; where further symbols are as defined in claim 1, and to corresponding oligomers and (co)polymers.
• US8436208B2
  申请人：——

  公开号：US8436208B2

  公开（公告）日：2013-05-07