2-[2-[4-[4-[2-[4,5-dicyano-1-(2-ethylhexyl)imidazol-2-yl]ethenyl]phenyl]phenyl]ethenyl]-1-(2-ethylhexyl)imidazole-4,5-dicarbonitrile | 936924-23-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[2-[4-[4-[2-[4,5-dicyano-1-(2-ethylhexyl)imidazol-2-yl]ethenyl]phenyl]phenyl]ethenyl]-1-(2-ethylhexyl)imidazole-4,5-dicarbonitrile
• CAS: 936924-23-1
• 化学式: C₄₂H₄₆N₈
• 分子量: 662.881
• InChiKey: FYODMPGXBLLMKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.01
• 重原子数：
  50.0
• 可旋转键数：
  17.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  130.8
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  1-(2-ethylhexyl)-2-vinyl-4,5-dicyanoimidazole 、 4,4'-二溴联苯 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41%的产率得到2-[2-[4-[4-[2-[4,5-dicyano-1-(2-ethylhexyl)imidazol-2-yl]ethenyl]phenyl]phenyl]ethenyl]-1-(2-ethylhexyl)imidazole-4,5-dicarbonitrile
  参考文献：
  名称：

  N-type conjugated materials based on 2-vinyl-4,5-dicyanoimidazoles and their use in organic photovoltaics

  摘要：

  提供了基于2-乙烯基-4,5-二氰基咪唑基团的新型n-型共轭化合物，通过乙烯基与芳香基团共轭连接。还提供了包含这些新型化合物的薄膜和光伏器件，以及合成这些化合物的方法。

  公开号：

  US20090032106A1

文献信息

• Electron-Accepting Conjugated Materials Based on 2-Vinyl-4,5-dicyanoimidazoles for Application in Organic Electronics
  作者：Richard Y. C. Shin、Prashant Sonar、Pei Sann Siew、Zhi-Kuan Chen、Alan Sellinger

  DOI：10.1021/jo802720m

  日期：2009.5.1

  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.