2,6-dibromo-4,4'-bis(8-bromooctyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2,6-dibromo-4,4'-bis(8-bromooctyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene
• 英文别名: 4,10-Dibromo-7,7-bis(8-bromooctyl)-3,11-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene；4,10-dibromo-7,7-bis(8-bromooctyl)-3,11-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene
• 化学式: C₂₅H₃₄Br₄S₂
• 分子量: 718.293
• InChiKey: OIEROQUXRZWHLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.2
• 重原子数：
  31
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 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：

  2,6-dibromo-4,4'-bis(8-bromooctyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene 在 [(2-di-tert-butylphosphino-2′,4′,6′-triisopropyl-1, 1′-biphenyl)-2-(2′-amino-1,1′-biphenyl)] palladium(II) methanesulfonate 、 sodium hydride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 mineral oil 为溶剂， 反应 12.5h， 生成
  参考文献：
  名称：

  用于有机电子产品的具有良好空气稳定性和高导电性的自掺杂n型醌型化合物

  摘要：

  闭壳醌型主链已被用来开发具有高电导率和良好空气稳定性的自掺杂n型导电分子（Q n Ns）。发现从氨基到醌型主链的分子间电子转移导致自掺杂。将 Q n Ns 作为有机太阳能电池的阴极中间层 (CIL) 应用，可实现高达 18.2% 的出色功率转换效率 (PCE)。

  DOI：

  10.1002/anie.202307856
• 作为产物：
  描述：

  4,4'-bis-(8-bromoctyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以89 %的产率得到2,6-dibromo-4,4'-bis(8-bromooctyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene
  参考文献：
  名称：

  用于有机电子产品的具有良好空气稳定性和高导电性的自掺杂n型醌型化合物

  摘要：

  闭壳醌型主链已被用来开发具有高电导率和良好空气稳定性的自掺杂n型导电分子（Q n Ns）。发现从氨基到醌型主链的分子间电子转移导致自掺杂。将 Q n Ns 作为有机太阳能电池的阴极中间层 (CIL) 应用，可实现高达 18.2% 的出色功率转换效率 (PCE)。

  DOI：

  10.1002/anie.202307856

文献信息

• Highly efficient and facile alkylation of 4H-cyclopenta-[2,1-b:3,4-b′]dithiophene in water
  作者：Telugu Bhim Raju、Peddaboodi Gopikrishna、Parameswar Krishnan Iyer

  DOI：10.1039/c4ra08119f

  日期：——

  A facile and highly economical methodology for the dialkylation of 4H-cyclopenta-[2,1-b:3,4-b′]dithiophene is reported.

  报道了一种简便且高度经济的方法，用于对4H-环戊-[2,1-b:3,4-b′]二硫杂苯进行二烷基化。
• PI-ELECTRON CONJUGATED BLOCK COPOLYMER AND PHOTOELECTRIC CONVERSION ELEMENT
  申请人：Inagaki Takuya

  公开号：US20140084220A1

  公开（公告）日：2014-03-27

  Provided is a conjugated block copolymer that is capable of morphology control and that can achieve superior conversion efficiency. A π-electron conjugated block copolymer contiguously or non-contiguously bonding polymer block (A) involving a monomer unit having in a portion of a chemical structure at least one heteroaryl skeleton selected from a thiophene, a fluorine, a carbazole, a dibenzosilole and a dibenzogermole; and a polymer block (B) involving a monomer unit similarly having at least one heteroaryl skeleton; wherein the polymer block (A) comprises a homopolymer block of a monomer unit having a substituent R nA that is an alkoxy group or an alkyl group having 1-18 carbon atoms, and the polymer block (B) comprises a copolymer block of at least two different each other types of monomer units having substituent R nB selected from an alkoxy group or an alkyl group having 1-18 carbon atoms, which may be substituted with an alkoxy group, a halogen atom, a hydroxyl group, an amino group, a thiole group, a silyl group, an ester group, an aryl group, hetero aryl group.

  提供的是一种共轭嵌段共聚物，能够控制形态并实现更高的转化效率。该共轭嵌段共聚物由连续或非连续键合的聚合物块（A）和聚合物块（B）组成，聚合物块（A）包括至少在化学结构的一部分中具有来自噻吩、氟、咔唑、二苯基硅烷和二苯基锗烷中至少一个杂环骨架的单体单元，其中聚合物块（A）包括单体单元的同源聚合物块，该单体单元具有取代基RnA，该取代基为具有1-18个碳原子的烷氧基或烷基，并且聚合物块（B）包括至少两种不同类型的单体单元的共聚物块，该单体单元具有取代基RnB，该取代基为具有1-18个碳原子的烷氧基或烷基，可以用烷氧基、卤素原子、羟基、氨基、硫醇基、硅基、酯基、芳基、杂芳基进行取代。
• ELECTRON CONJUGATED BLOCK COPOLYMER AND PHOTOELECTRIC CONVERSION ELEMENT
  申请人：Kuraray Co., Ltd.

  公开号：EP2706077A1

  公开（公告）日：2014-03-12

  Provided is a conjugated block copolymer that is capable of morphology control and that can achieve superior conversion efficiency. A π-electron conjugated block copolymer contiguously or non-contiguously bonding polymer block (A) involving a monomer unit having in a portion of a chemical structure at least one heteroaryl skeleton selected from a thiophene, a fluorine, a carbazole, a dibenzosilole and a dibenzogermole; and a polymer block (B) involving a monomer unit similarly having at least one heteroaryl skeleton; wherein the polymer block (A) comprises a homopolymer block of a monomer unit having a substituent RnA that is an alkoxy group or an alkyl group having 1 - 18 carbon atoms, and the polymer block (B) comprises a copolymer block of at least two different from each other types of monomer units having substituent RnB selected from an alkoxy group or an alkyl group having 1 - 18 carbon atoms, which may be substituted with an alkoxy group, a halogen atom, a hydroxyl group, an amino group, a thiole group, a silyl group, an ester group, an aryl group, hetero aryl group.

  本发明提供了一种共轭嵌段共聚物，该共聚物能够进行形态控制，并能实现优异的转换效率。一种π-电子共轭嵌段共聚物毗连或非毗连键合聚合物嵌段（A），涉及在部分化学结构中具有至少一个杂芳基骨架的单体单元，该杂芳基骨架选自噻吩、氟、咔唑、二苯并硅唑和二苯并锗；以及涉及同样具有至少一个杂芳基骨架的单体单元的聚合物嵌段（B）；其中聚合物嵌段(A)包括具有取代基 RnA 的单体单元的均聚物嵌段，取代基 RnA 为烷氧基或具有 1-18 个碳原子的烷基，聚合物嵌段(B)包括至少两种不同类型的单体单元的共聚物嵌段，取代基 RnB 选自烷氧基或具有 1-18 个碳原子的烷基、可被烷氧基、卤素原子、羟基、氨基、巯基、硅基、酯基、芳基、杂芳基取代。
• BLOCK COPOLYMER AND PHOTOELECTRIC CONVERSION ELEMENT
  申请人：Kuraray Co., Ltd.

  公开号：EP2692760A1

  公开（公告）日：2014-02-05

  Provide are: a conjugated block copolymer capable of increasing the amount of optical absorption by a photoelectric conversion active layer and controlling the morphology thereof and capable of achieving excellent photoelectric conversion efficiency; and a photoelectric conversion element comprising a composition including an electron accepting material and this kind of conjugated block polymer. A π-electron conjugated block copolymer comprising: a polymer block (A) which involving a monomer unit having at least one heteroaryl skeleton selected from the group consisting of a fused π-conjugated skeleton, a fluorene, a carbazole, a dibenzosilole and a dibenzogermole containing at least one thiophene ring in a part of a chemical structure thereof; and a polymer block (B) involving a monomer unit of a thiophene-2,5-diyl group having a substituent at least at a 3-position thereof.

  提供：一种共轭嵌段聚合物，能够增加光电转换活性层的光吸收量并控制其形态，从而实现优异的光电转换效率；以及一种光电转换元件，其组成包括电子接受材料和这种共轭嵌段聚合物。一种π电子共轭嵌段聚合物，包括聚合物嵌段(A)，其单体单元至少具有一个杂芳基骨架，该杂芳骨架选自熔融π-共轭骨架、芴、咔唑、二苯并硅唑和二苯并锗醚组成的组；以及聚合物嵌段(B)，其单体单元为噻吩-2,5-二基，至少在其 3 位具有取代基。
• Self‐Doped n‐Type Quinoidal Compounds with Good Air Stability and High Electrical Conductivity for Organic Electronics
  作者：Cheng Wang、Yi Yang、Linlin Lin、Bowei Xu、Jianhui Hou、Yunfeng Deng、Yanhou Geng

  DOI：10.1002/anie.202307856

  日期：2023.8.28

  backbone has been used to develop self-doped n-type conductive molecules (QnNs) with high electrical conductivities and good air stability. Intermolecular electron transfer from the amino groups to the quinoidal backbone was found to result in the self-doping. Applying the QnNs as the cathode interlayer (CIL) in organic solar cells led to an outstanding power conversion efficiency (PCE) of up to 18.2 %.

  闭壳醌型主链已被用来开发具有高电导率和良好空气稳定性的自掺杂n型导电分子（Q n Ns）。发现从氨基到醌型主链的分子间电子转移导致自掺杂。将 Q n Ns 作为有机太阳能电池的阴极中间层 (CIL) 应用，可实现高达 18.2% 的出色功率转换效率 (PCE)。