1,2-bis-(4-aminophenoxy)-3,3,4,4,5,5-hexafluorocyclopent-1-ene | 127270-87-5

• 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: 1,2-bis-(4-aminophenoxy)-3,3,4,4,5,5-hexafluorocyclopent-1-ene
• 英文别名: 1,2-Bis(4-aminophenoxy)-3,3,4,4,5,5-hexafluoro-1-cyclopentene；4-[2-(4-aminophenoxy)-3,3,4,4,5,5-hexafluorocyclopenten-1-yl]oxyaniline
• CAS: 127270-87-5
• 化学式: C₁₇H₁₂F₆N₂O₂
• 分子量: 390.285
• InChiKey: CGNWVBKTXFANNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  70.5
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 4-氟苯酚 、 1,2-bis-(4-aminophenoxy)-3,3,4,4,5,5-hexafluorocyclopent-1-ene 以 1,4-二氧六环 为溶剂， 反应 6.5h， 以83%的产率得到
  参考文献：
  名称：

  Synthesis and Characterization of Partially Fluorinated Polybenzoxazine Resins Utilizing Octafluorocyclopentene as a Versatile Building Block

  摘要：

  Two new fluorinated diamine-based benzoxazines using octafluorocyclopentene (OFCP) as a building block have been developed. Monomers were synthesized via two distinct synthetic procedures utilizing the facile nucleophilic addition elimination reaction of OFCP with phenols amenable to a multigram scale-up. The structure elucidation of both monomers was confirmed by H-1, F-19, and C-13 NMR, ATR-FTIR, and high-resolution mass spectrometry. Benzoxazine networks were prepared by a thermally mediated ring-opening polymerization. ATR-FTIR analysis was utilized to monitor the ring-opening reaction of the monomers. The resulting two cured resins exhibit the combined excellent properties of low dielectric constants (k = 3.2-2.6), excellent thermal stability, and high char yields which are suitable for many applications such as flame-resistant materials as well as aerospace and microelectronic industries.

  DOI：

  10.1021/acs.macromol.5b01014
• 作为产物：
  描述：

  1,2-bis-(2,4,5-trichlorophenoxy)-3,3,4,4,5,5-hexafluorocyclopent-1-ene 在 氢气 作用下， 以 1,4-二氧六环 、 aluminum nickel 为溶剂， 以91.8%的产率得到1,2-bis-(4-aminophenoxy)-3,3,4,4,5,5-hexafluorocyclopent-1-ene
  参考文献：
  名称：

  Fluorinated bisaryloxy-substituted alkenes, process for their

  摘要：

  新的含氟双芳氧基取代烯烃是通过取代酚与全氟烷烯的反应制备的，并可用作电气绝缘剂。

  公开号：

  US04990633A1

文献信息

• NEGELE, MICHAEL;BIELEFELDT, DIETMAR;HIMMLER, THOMAS;MARHOLD, ALBRECHT
  作者：NEGELE, MICHAEL、BIELEFELDT, DIETMAR、HIMMLER, THOMAS、MARHOLD, ALBRECHT

  DOI：——

  日期：——
• Fluorierte Bis-aryloxy-substituierte Alkene, Verfahren zu deren Herstellung und deren Verwendung
  申请人：BAYER AG

  公开号：EP0343441B1

  公开（公告）日：1993-03-24
• US4990633A
  申请人：——

  公开号：US4990633A

  公开（公告）日：1991-02-05
• Fluorinated bisaryloxy-substituted alkenes, process for their
  申请人：Bayer Aktiengesellschaft

  公开号：US04990633A1

  公开（公告）日：1991-02-05

  New fluorinated bisaryloxy-substituted alkenes are prepared by reaction of substituted phenols with perhaloalkenes and can be used as electrical insulating agents.

  新的含氟双芳氧基取代烯烃是通过取代酚与全氟烷烯的反应制备的，并可用作电气绝缘剂。
• Synthesis and Characterization of Partially Fluorinated Polybenzoxazine Resins Utilizing Octafluorocyclopentene as a Versatile Building Block
  作者：Jingbo Wu、Yang Xi、Gregory T. McCandless、Yinhuan Xie、Remya Menon、Yash Patel、Duck Joo Yang、Scott T. Iacono、Bruce M. Novak

  DOI：10.1021/acs.macromol.5b01014

  日期：2015.9.8

  Two new fluorinated diamine-based benzoxazines using octafluorocyclopentene (OFCP) as a building block have been developed. Monomers were synthesized via two distinct synthetic procedures utilizing the facile nucleophilic addition elimination reaction of OFCP with phenols amenable to a multigram scale-up. The structure elucidation of both monomers was confirmed by H-1, F-19, and C-13 NMR, ATR-FTIR, and high-resolution mass spectrometry. Benzoxazine networks were prepared by a thermally mediated ring-opening polymerization. ATR-FTIR analysis was utilized to monitor the ring-opening reaction of the monomers. The resulting two cured resins exhibit the combined excellent properties of low dielectric constants (k = 3.2-2.6), excellent thermal stability, and high char yields which are suitable for many applications such as flame-resistant materials as well as aerospace and microelectronic industries.