O,O'-succinyldi(2-acetonaphthone oxime)

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: O,O'-succinyldi(2-acetonaphthone oxime)
• 英文别名: bis[(E)-1-naphthalen-2-ylethylideneamino] butanedioate
• 化学式: C₂₈H₂₄N₂O₄
• 分子量: 452.51
• InChiKey: LZBPAJYNTODSFV-CZYCKNNWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  77.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  O,O'-succinyldi(2-acetonaphthone oxime) 在 二苯甲酮 作用下， 以 solid matrix 为溶剂， 反应 1.0h， 以90%的产率得到乙二胺
  参考文献：
  名称：

  Photo-initiated and thermal curing of epoxides by the use of photo-base generators bearing acyloxyimino groups

  摘要：

  对来自苯乙酮肟、苯甲酮肟、芴酮肟和2-乙酰基萘酮肟的O-酰氧肟进行光解生成胺，并研究由生成的胺对环氧树脂的固化。它们在聚苯乙烯薄膜中在366nm下的光解量子产率取决于它们的结构，具有苯基或萘基的双官能团的产率非常高，分别为0.88和0.76。在聚合物基质中生成的胺的产率高于溶液中的产率。具有萘基的O-酰氧肟的产率约为90%，高于具有苯基的产率。虽然生成的胺对聚（甲基丙烯酸甘油酯）是有效的光交联剂，但对环氧树脂（低聚物）的固化效果不佳。另一方面，通过光解含有酰氧肟基团的共聚物获得的玻璃化转变温度低于室温的聚合物胺，被发现对环氧树脂是有效的光交联剂。关键词：光碱发生剂，酰氧肟基团，光引发和热固化，聚（甲基丙烯酸甘油酯），环氧树脂。

  DOI：

  10.1139/v95-237

文献信息

• Photo-initiated and thermal curing of epoxides by the use of photo-base generators bearing acyloxyimino groups
  作者：Ken-ichi Ito、Yoshitaka Shigeru、Yu-uichi Kawata、Katsuhiko Ito、Masahiro Tsunooka

  DOI：10.1139/v95-237

  日期：1995.11.1

  The formation of amines by the photolysis of O-acyloximes derived from acetophenone oxime, benzophenone oxime, fluorenone oxime, and 2-acetonaphthone oxime and the curing of epoxides by the resulting amines were investigated. The quantum yields of their photolysis at 366 nm in polystyrene films depend on their structures, and those for bifunctional ones bearing phenyl or naphthyl moieties were found to be very high, at 0.88 and 0.76, respectively. The yields of the resulting amines in polymer matrices were higher than those in solution. The yields for O-acyloximes bearing a naphthyl moiety were ca. 90% and higher than for those bearing a phenyl moiety. Although the resulting amines were efficient photo-cross-linkers for poly(glycidyl methacrylate), they were not effective for curing of epoxy resins (oligomers). On the other hand, polymer amines with a glass transition temperature lower than room temperature, which were obtained by the photolysis of copolymers bearing acyloxyimino groups, were found to be effective photo-cross-linkers for the epoxy resins. Keywords: photo-base generator, acyloxyimino group, photo-initiated and thermal curing, poly(glycidyl methacrylate), epoxy resin.

  对来自苯乙酮肟、苯甲酮肟、芴酮肟和2-乙酰基萘酮肟的O-酰氧肟进行光解生成胺，并研究由生成的胺对环氧树脂的固化。它们在聚苯乙烯薄膜中在366nm下的光解量子产率取决于它们的结构，具有苯基或萘基的双官能团的产率非常高，分别为0.88和0.76。在聚合物基质中生成的胺的产率高于溶液中的产率。具有萘基的O-酰氧肟的产率约为90%，高于具有苯基的产率。虽然生成的胺对聚（甲基丙烯酸甘油酯）是有效的光交联剂，但对环氧树脂（低聚物）的固化效果不佳。另一方面，通过光解含有酰氧肟基团的共聚物获得的玻璃化转变温度低于室温的聚合物胺，被发现对环氧树脂是有效的光交联剂。关键词：光碱发生剂，酰氧肟基团，光引发和热固化，聚（甲基丙烯酸甘油酯），环氧树脂。