2,2′-[(2,2′,3,3′,5,5′,6,6′-octafluorobiphenyl-4,4′-diyl)bis(oxy)]dianiline | 68090-61-9

• 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′-[(2,2′,3,3′,5,5′,6,6′-octafluorobiphenyl-4,4′-diyl)bis(oxy)]dianiline
• 英文别名: 4.4'-Bis(o-Aminophenoxy)octafluorbiphenyl；2-[4-[4-(2-Aminophenoxy)-2,3,5,6-tetrafluorophenyl]-2,3,5,6-tetrafluorophenoxy]aniline
• CAS: 68090-61-9
• 化学式: C₂₄H₁₂F₈N₂O₂
• 分子量: 512.359
• InChiKey: BOVAWILJABLMQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.5
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  N-乙基-N-羟乙基苯胺 、 2,2′-[(2,2′,3,3′,5,5′,6,6′-octafluorobiphenyl-4,4′-diyl)bis(oxy)]dianiline 在 盐酸 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 4.0h， 以84%的产率得到2-[ethyl(4-{(E)-[2-({4'-[2-((E)-{4-[ethyl(2-hydroxyethyl)amino]phenyl}diazenyl)phenoxy]-2,2',3,3',5,5',6,6'-octafluorobiphenyl-4-yl}oxy)phenyl]diazenyl}phenyl)amino]ethanol
  参考文献：
  名称：

  Synthesis and properties of hydroxylated core-fluorinated diamines and polyurethanes based on them with azobenzene nonlinear optical chromophores in the backbone

  摘要：

  We report on the synthesis of core-fluorinated phenylene- and biphenyldianilines, which was accomplished by diazotization reaction of diamines followed by coupling of the obtained diazonium salts with 2-[ethyl(phenyl)aminol-ethanol. Two types of core-fluorinated aromatic units were used in a molecular design of azo-chromophore monomers with enhanced second order nonlinear optical (NLO) properties: octafluorobiphenyl (OFB) and tetrafluorobenzene (TFB) ones. Polymerization of the monomers was performed to obtain polyurethanes with azo-chromophores in the main chain. Comparison of physical and optical properties of these polymers reveals that the main factor influencing the observed NLO activity of the latter is the inherent isomery of the macromolecular chains rather than a variation of the structure of electron-accepting groups. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2013.09.053