2-[2-[6-[2-(4,5-dicyano-1-hexylimidazol-2-yl)ethenyl]-9-hexylcarbazol-3-yl]ethenyl]-1-hexylimidazole-4,5-dicarbonitrile | 1111808-55-9

• 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: 2-[2-[6-[2-(4,5-dicyano-1-hexylimidazol-2-yl)ethenyl]-9-hexylcarbazol-3-yl]ethenyl]-1-hexylimidazole-4,5-dicarbonitrile
• CAS: 1111808-55-9
• 化学式: C₄₄H₄₉N₉
• 分子量: 703.933
• InChiKey: XCJUBLNKMHOEEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.76
• 重原子数：
  53.0
• 可旋转键数：
  19.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  135.73
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  3,6-二溴9-己基-9H-咔唑 、 1-hexyl-2-vinyl-1H-imidazole-4,5-dicarbonitrile 在 二(三叔丁基膦)钯 、 dicyclohexylmethylamine 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以76%的产率得到2-[2-[6-[2-(4,5-dicyano-1-hexylimidazol-2-yl)ethenyl]-9-hexylcarbazol-3-yl]ethenyl]-1-hexylimidazole-4,5-dicarbonitrile
  参考文献：
  名称：

  Electron-Accepting Conjugated Materials Based on 2-Vinyl-4,5-dicyanoimidazoles for Application in Organic Electronics

  摘要：

  We report the Heck coupling of 2-vinyl-4,5-dicyanoimidazole (vinazene) with selected di- and trihalo aromatics in an effort to prepare linear and branched electron-accepting conjugated materials for application in organic electronics. By selecting the suitable halo-aromatic moiety, it is possible to tune the HOMO-LUMO energy levels, absorption, and emission properties for a specific application. In this regard, materials with strong photoluminescence from blue -> green -> red are reported that may have potential application in organic light-emitting diodes (OLEDs). Furthermore, derivatives with strong absorption in the-visible spectrum, coupled with favorable HOMO-LUMO levels, have been used to prepare promising organic photovoltaic devices (OPVs) when combined with commercially available semiconducting donor polymers.

  DOI：

  10.1021/jo802720m