2-[4-[[4-[二(2-羟基乙基)氨基]苯基]-氰基亚甲基]-2,3,5,6-四氟环己-2,5-二烯-1-亚基]丙二腈 | 287922-15-0

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物 - 醌二甲烷类
• 中文名称: 2-[4-[[4-[二(2-羟基乙基)氨基]苯基]-氰基亚甲基]-2,3,5,6-四氟环己-2,5-二烯-1-亚基]丙二腈
• 英文名称: {4-[{4-[Bis(2-hydroxyethyl)amino]phenyl}(cyano)methylidene]-2,3,5,6-tetrafluorocyclohexa-2,5-dien-1-ylidene}propanedinitrile
• 英文别名: 2-[4-[[4-[bis(2-hydroxyethyl)amino]phenyl]-cyanomethylidene]-2,3,5,6-tetrafluorocyclohexa-2,5-dien-1-ylidene]propanedinitrile
• CAS: 287922-15-0
• 化学式: C₂₁H₁₄F₄N₄O₂
• 分子量: 430.361
• InChiKey: JUARBIKBZRCWNI-UHFFFAOYSA-N

物化性质

• 熔点：
  128-136 °C(lit.)
• 沸点：
  229.8±40.0 °C(Predicted)
• 密度：
  1.48±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  115
• 氢给体数：
  2
• 氢受体数：
  10

安全信息

• 危险品标志：
  Xi

反应信息

• 作为产物：
  描述：

  N,N-二羟乙基苯胺 、 2,3,5,6-四氟-7,7',8,8'-四氰二甲基对苯醌 以 氯苯 为溶剂， 反应 24.0h， 以45%的产率得到2-[4-[[4-[二(2-羟基乙基)氨基]苯基]-氰基亚甲基]-2,3,5,6-四氟环己-2,5-二烯-1-亚基]丙二腈
  参考文献：
  名称：

  Synthesis and optical properties of new tricyano-p-quinodimethane dyes: molecular and polymeric systems

  摘要：

  The reaction of N,N-bis(2-hydroxyethyl)aniline 1 with tetracyano-p-quinodimethane (TCNQ) 2 yields the photochromic red chromophore 3 [lambda(max) (acetone/dichloromethane) 497 nm] which upon UV irradiation is converted into the blue zwitterionic form 3' (lambda(max) 680 nm) by a novel intramolecular charge transfer process involving a D-quinoid-aryl-A-->D+-aryl-quinoid-A(-) conversion. The analogous process occurs in the polyimide derived system 8. Different products are isolated from reactions of 1 with the stronger electron accepters TCNQBr(2) and TCNQF(4). (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00610-9

文献信息

• Synthesis and optical properties of new tricyano-p-quinodimethane dyes: molecular and polymeric systems
  作者：Naveed A Zaidi、Martin R Bryce、Graham H Cross

  DOI：10.1016/s0040-4039(00)00610-9

  日期：2000.6

  The reaction of N,N-bis(2-hydroxyethyl)aniline 1 with tetracyano-p-quinodimethane (TCNQ) 2 yields the photochromic red chromophore 3 [lambda(max) (acetone/dichloromethane) 497 nm] which upon UV irradiation is converted into the blue zwitterionic form 3' (lambda(max) 680 nm) by a novel intramolecular charge transfer process involving a D-quinoid-aryl-A-->D+-aryl-quinoid-A(-) conversion. The analogous process occurs in the polyimide derived system 8. Different products are isolated from reactions of 1 with the stronger electron accepters TCNQBr(2) and TCNQF(4). (C) 2000 Elsevier Science Ltd. All rights reserved.