3,7-bis(5-bromothiophen-2-yl)-1,5-bis(2-octyldodecyl)pyrrolo[2,3-f]indole-2,6(1H,5H)-dione | 1429381-00-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3,7-bis(5-bromothiophen-2-yl)-1,5-bis(2-octyldodecyl)pyrrolo[2,3-f]indole-2,6(1H,5H)-dione
• 英文别名: 3,7-Bis(5-bromothiophen-2-yl)-1,5-bis(2-octyldodecyl)pyrrolo[2,3-f]indole-2,6-dione；3,7-bis(5-bromothiophen-2-yl)-1,5-bis(2-octyldodecyl)pyrrolo[2,3-f]indole-2,6-dione
• CAS: 1429381-00-9
• 化学式: C₅₈H₈₈Br₂N₂O₂S₂
• 分子量: 1069.29
• InChiKey: NKIRGJXWSLARNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  23.3
• 重原子数：
  66
• 可旋转键数：
  38
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  97.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N,N'-(1,4-phenylene)bis(2-hydroxy-N-(2-octyldodecyl)acetamide) 在 N-溴代丁二酰亚胺(NBS) 、 ammonium cerium (IV) nitrate 、 草酰氯 、 水 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 74.5h， 生成 3,7-bis(5-bromothiophen-2-yl)-1,5-bis(2-octyldodecyl)pyrrolo[2,3-f]indole-2,6(1H,5H)-dione
  参考文献：
  名称：

  BPTs: thiophene-flanked benzodipyrrolidone conjugated polymers for ambipolar organic transistors

  摘要：

  合成了一系列新型的以噻吩为夹层的苯并二吡咯烷酮（BPT）为基础的交替共聚物，并对其光学和电学性能进行了评估。BPT单元促进了共轭平面聚合物骨架的形成，其低带隙主要归因于较低的LUMO能级。与噻吩共聚合表现出良好的平衡的双极有机场效应晶体管性能，电子和孔的迁移率分别为0.1和0.2 cm² V⁻¹ s⁻¹。

  DOI：

  10.1039/c3cc40811f

文献信息

• POLYMERS BASED ON BENZODIONES
  申请人：BASF SE

  公开号：US20140302637A1

  公开（公告）日：2014-10-09

  The present invention relates to polymers comprising one or more (repeating) unit(s) of the formula (I), and compounds of formula (III), wherein Y, Y 15 , Y 16 and Y 17 are independently of each other a group of formula (A), (B) or (C) and their use as IR absorber, organic semiconductor in organic devices, especially in organic photovoltaics and photodiodes, or in a device containing a diode and/or an organic field effect transistor. The polymers and compounds according to the invention can 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 and compounds according to the invention are used in organic field effect transistors, organic photovoltaics and photodiodes.
• US9240551B2
  申请人：——

  公开号：US9240551B2

  公开（公告）日：2016-01-19
• [EN] POLYMERS BASED ON BENZODIONES<br/>[FR] POLYMÈRES À BASE DE BENZODIONES
  申请人：BASF SE

  公开号：WO2013050401A2

  公开（公告）日：2013-04-11

  The present invention relates to polymers comprising one or more (repeating) unit(s) of the formula (I), and compounds of formula (III), wherein Y, Y15, Y16 and Y17 are independently of each other a group of formula (A), (B) or (C) and their use as IR absorber, organic semiconductor in organic devices, especially in organic photovoltaics and photodiodes, or in a device containing a diode and/or an organic field effect transistor. The polymers and compounds according to the invention can 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 and compounds according to the invention are used in organic field effect transistors, organic photovoltaics and photodiodes.
• BPTs: thiophene-flanked benzodipyrrolidone conjugated polymers for ambipolar organic transistors
  作者：Joseph W. Rumer、Matthew Levick、Sheng-Yao Dai、Stephan Rossbauer、Zhenggang Huang、Laure Biniek、Thomas D. Anthopoulos、James R. Durrant、David J. Procter、Iain McCulloch

  DOI：10.1039/c3cc40811f

  日期：——

  A series of novel thiophene-flanked benzodipyrrolidone (BPT)-based alternating copolymers are synthesised, their optical and electrical properties evaluated. The BPT unit promotes a conjugated, planar polymer backbone, with a low bandgap, primarily due to low lying LUMO energy levels. Copolymerisation with thiophene exhibits well balanced ambipolar organic field-effect transistor performance, with electron and hole mobilities 0.1 and 0.2 cm2 V−1 s−1, respectively.

  合成了一系列新型的以噻吩为夹层的苯并二吡咯烷酮（BPT）为基础的交替共聚物，并对其光学和电学性能进行了评估。BPT单元促进了共轭平面聚合物骨架的形成，其低带隙主要归因于较低的LUMO能级。与噻吩共聚合表现出良好的平衡的双极有机场效应晶体管性能，电子和孔的迁移率分别为0.1和0.2 cm² V⁻¹ s⁻¹。