N,N'-di(2,6-diisipropylphenyl)-1,7-nonafluorobutylperylene-3,4:9,10-tetracarboxylic acid bisimide

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: N,N'-di(2,6-diisipropylphenyl)-1,7-nonafluorobutylperylene-3,4:9,10-tetracarboxylic acid bisimide
• 英文别名: N,N'-Bis(2,6-diisopropylphenyl)-1,7-bis(nonafluorobutyl)perylene-3,4:9,10-bisdicarbimide；7,18-bis[2,6-di(propan-2-yl)phenyl]-11,22-bis(1,1,2,2,3,3,4,4,4-nonafluorobutyl)-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2,4,9,11,13(23),14,16(24),20,25-decaene-6,8,17,19-tetrone
• 化学式: C₅₆H₄₀F₁₈N₂O₄
• 分子量: 1146.92
• InChiKey: XGNGDRYAVGJMFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.1
• 重原子数：
  80
• 可旋转键数：
  12
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  74.8
• 氢给体数：
  0
• 氢受体数：
  22

反应信息

• 作为产物：
  描述：

  全氟碘代丁烷 、 1,7-二溴代苝二酰亚胺 在 copper bronze 作用下， 以 二甲基亚砜 为溶剂， 反应 8.75h， 以90%的产率得到N,N'-di(2,6-diisipropylphenyl)-1,7-nonafluorobutylperylene-3,4:9,10-tetracarboxylic acid bisimide
  参考文献：
  名称：

  Air-Stable n-Type Semiconductor:  Core-Perfluoroalkylated Perylene Bisimides

  摘要：

  A series of core-perfluoroalkylated perylene bisimides (PBls) have been efficiently synthesized by copper-mediated perfluoroalkylation of dibrominated PBIs. Their aromatic cores are highly twisted due to the steric encumbrance in the bay regions as revealed by single-crystal X-ray analysis. The organic field-effect transistors (OFETs) incorporating these new n-type semiconductors show remarkable air-stability and good field effect mobility.

  DOI：

  10.1021/ol703046w

文献信息

• Direct Functionalization of Polycyclic Aromatics via Radical Perfluoroalkylation
  作者：Yan Li、Cheng Li、Wan Yue、Wei Jiang、Ralf Kopecek、Jianqiang Qu、Zhaohui Wang

  DOI：10.1021/ol1007197

  日期：2010.5.21

  Direct functionalization of electron-deficient and electron-rich polycyclic aromatics via copper-mediated radical perfluoroalkylation was achieved in high yields.
• Air-Stable n-Type Semiconductor:  Core-Perfluoroalkylated Perylene Bisimides
  作者：Yan Li、Lin Tan、Zhaohui Wang、Hualei Qian、Yubai Shi、Wenping Hu

  DOI：10.1021/ol703046w

  日期：2008.2.1

  A series of core-perfluoroalkylated perylene bisimides (PBls) have been efficiently synthesized by copper-mediated perfluoroalkylation of dibrominated PBIs. Their aromatic cores are highly twisted due to the steric encumbrance in the bay regions as revealed by single-crystal X-ray analysis. The organic field-effect transistors (OFETs) incorporating these new n-type semiconductors show remarkable air-stability and good field effect mobility.