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Synthesis and Properties of Novel Aromatic Azo Compounds from Hydroxyazobenzene and Cyanuric Chloride
Authors:Weiwei Li  Dongmei Xu  Zhilan Zhang  Ying Xu
Affiliation:1. College of Chemistry, Chemical Engineering and Materials Science, National Engineering Laboratory for Modern Silk, Key Laboratory of Organic Synthesis of Jiangsu Province, Jiangsu Key Laboratory of Advanced Functional Polymer Design and Application, Soochow University, Suzhou, Jiangsu 215123, China;2. Testing and Analysis Center, Soochow University, Suzhou, Jiangsu 215123, China
Abstract:A new series of aromatic azo compounds with one, two, three and five azobenzene units were facilely constructed by dehydrochlorination reaction between p‐hydroxyazobenzene, 4,4′‐dihydroxyazobenzene and cyanuric chloride under very mild conditions. Their solubility, crystallinity, thermostability, UV‐vis absorption properties and photoisomerization behaviors were carefully examined. When the number of azobenzene unit grew, the solubility of the synthesized compounds basically decreased, the crystallinity of the synthesized compounds firstly rose then dropped, while the thermostability and UV‐vis absorption ability of the synthesized compounds greatly improved. All the aromatic azo compounds exhibited typical reversible photoisomerization behaviors and were expected to be applied in photosensitive material areas.
Keywords:azo compound  solubility  crystallinity  thermostability  photochemistry
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