影像科学与光化学 ›› 1992, Vol. 10 ›› Issue (4): 297-303.DOI: 10.7517/j.issn.1674-0475.1992.04.297

• 研究论文 • 上一篇    下一篇

羟基喹啉偶氮类化合物的互变异构与顺反异构的研究

郑九天, 吴世康   

  1. 中国科学院感光化学研究所, 北京 100101
  • 收稿日期:1991-03-21 修回日期:1991-07-10 出版日期:1992-11-20 发布日期:1992-11-20
  • 通讯作者: 吴世康
  • 基金资助:
    国家自然科学基金

A STUDY ON THE TAUTOMERIC EQUILIBRIUM OF HYDRO-XY-OUINOLINE AZO-COMPOUNDS

ZHENG JIU-TIAN, WU SHI-KANG   

  1. Institute of Photographic Chemistry, Acadcmia Sinica, Beijing 100101, P. R. China
  • Received:1991-03-21 Revised:1991-07-10 Online:1992-11-20 Published:1992-11-20

摘要: 本工作合成了数种带不同取代苯基的羟基喹啉偶氮类化合物。对它们在不同溶剂。不同酸碱度溶液中的偶氮式及腙式间互变异构平衡进行了研究。苯环上不同取代基的引入可引起平衡发生变化。拉电子基的引入有利于腙式结构的形成,而推电子基的引入则对偶氮的生成影响不大。此外,工作中还发现:羟基喹啉偶氮化合物在光照下存在着以偶氮顺-反异构化反应为主的变化过程。

关键词: 互变异构平衡, 羟基喹啉偶氮化合物, 顺-反异构化, 非水酸碱指示剂

Abstract: In this work, several kinds of 4-substituted phenyl azo-5-(8-hydroxyquinoline) compounds have been synthesized.The tautomeric equilibrium between the azo type and the hydrazone type of these compounds in different solvents and different acidity has also been studied.The introduction of an electron withdrawing group will facilitate the hydrazone formation.On the contrary, in the case of introduction of.electron-repulsive substitute no effect can be observed.In addition, it was found that under irradiation the main process of the excited state of these compounds is azo-cis/trans isomerization reaction rather than tautomerization.

Key words: tautomeric equilibrium, hydroxyquinoline-azo compound, cis/trans isomeri-zation, non-aqueous acid/base indicator