1,5-dihexyl-3,7-dithiophen-2-yl-1H,5H-pyrrolo[2,3-f ]indole-2,6-dione

• 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: 1,5-dihexyl-3,7-dithiophen-2-yl-1H,5H-pyrrolo[2,3-f ]indole-2,6-dione
• 英文别名: 1,5-Dihexyl-3,7-dithiophen-2-ylpyrrolo[2,3-f]indole-2,6-dione；1,5-dihexyl-3,7-dithiophen-2-ylpyrrolo[2,3-f]indole-2,6-dione
• 化学式: C₃₀H₃₄N₂O₂S₂
• 分子量: 518.744
• InChiKey: BFVKZPMUKFYBBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  36
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  97.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,5-dihexyl-3,7-dithiophen-2-yl-1H,5H-pyrrolo[2,3-f ]indole-2,6-dione 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 以84%的产率得到1,5-Dihexyl-3,7-di-(5-bromothiophen-2-yl)-1H,5H-pyrrolo[2,3-f]indole-2,6-dione
  参考文献：
  名称：

  Dithienylbenzodipyrrolidone: New Acceptor for Donor–Acceptor Low Band Gap Polymers

  摘要：

  An analogue of DPP, dithienylbenzodipyrrolidone (DTBDPD), was successfully synthesized. Several D-A copolymers, with different electron donating capability donor unit (fluorene, difluorene, dithienosilole, and dithienopyrrole) and DTBDPD acceptor, were prepared by means of Suzuki and Stille coupling reaction. The optical and electrochemical properties were demonstrated through UV-vis-NIR absorption and cyclic voltammetry (CV). All polymers showed near-infrared or even infrared absorption and deeper LUMO levels, as low as -3.80 eV.

  DOI：

  10.1021/ma400008h
• 作为产物：
  描述：

  N,N'-dihexylbenzene-1,4-diamine 在 4-二甲氨基吡啶 、 aluminum (III) chloride 、 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 偶氮二异丁腈 、 sodium iodide 作用下， 以 四氢呋喃 、 四氯化碳 、 甲苯 、 乙腈 为溶剂， 反应 37.83h， 生成 1,5-dihexyl-3,7-dithiophen-2-yl-1H,5H-pyrrolo[2,3-f ]indole-2,6-dione
  参考文献：
  名称：

  Dithienylbenzodipyrrolidone: New Acceptor for Donor–Acceptor Low Band Gap Polymers

  摘要：

  An analogue of DPP, dithienylbenzodipyrrolidone (DTBDPD), was successfully synthesized. Several D-A copolymers, with different electron donating capability donor unit (fluorene, difluorene, dithienosilole, and dithienopyrrole) and DTBDPD acceptor, were prepared by means of Suzuki and Stille coupling reaction. The optical and electrochemical properties were demonstrated through UV-vis-NIR absorption and cyclic voltammetry (CV). All polymers showed near-infrared or even infrared absorption and deeper LUMO levels, as low as -3.80 eV.

  DOI：

  10.1021/ma400008h

文献信息

• BENZODIPYRROLIDONES AND THEIR POLYMERS: SYNTHESIS AND APPLICATIONS FOR ORGANIC ELECTRONICS AND OPTOELECTRONICS
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：US20130264552A1

  公开（公告）日：2013-10-10

  Disclosed is the synthesis of benzodipyrrolidone and their polymers and small molecules for electronic and optoelectronic applications. Also disclosed are devices that incorporate such polymers and small molecules.

  本发明公开了合成苯二吡咯烷酮及其聚合物和小分子用于电子和光电应用的方法。还公开了包含这些聚合物和小分子的器件。
• US9379335B2
  申请人：——

  公开号：US9379335B2

  公开（公告）日：2016-06-28
• Dithienylbenzodipyrrolidone: New Acceptor for Donor–Acceptor Low Band Gap Polymers
  作者：Weibin Cui、Fred Wudl

  DOI：10.1021/ma400008h

  日期：2013.9.24

  An analogue of DPP, dithienylbenzodipyrrolidone (DTBDPD), was successfully synthesized. Several D-A copolymers, with different electron donating capability donor unit (fluorene, difluorene, dithienosilole, and dithienopyrrole) and DTBDPD acceptor, were prepared by means of Suzuki and Stille coupling reaction. The optical and electrochemical properties were demonstrated through UV-vis-NIR absorption and cyclic voltammetry (CV). All polymers showed near-infrared or even infrared absorption and deeper LUMO levels, as low as -3.80 eV.