From heterocyclic hydrazone to hydrazone-azomethine dyes: Solvent and pH induced hydrazone and azo-keto transformation for a family of pyrazolone-based heterocyclic dyes

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• 作者：Jiao Geng^a ; ^{gengjiao@nju.edu.cn} ; Dan Xu^a ; ^{dellarish@aliyun.com} ; Fei-Fan Chang^a ; ^{290802666@qq.com} ; Tao Tao^b ; ^{taotao@nuist.edu.cn} ; Wei Huang^a ; ^{whuang@nju.edu.cn}
• 关键词：Heterocyclic dye ; Hydrazone-azomethine dye ; Solvatochromism ; Tautomerism ; Pyrazolone ; Crystal structure
• 刊名：Dyes and Pigments
• 出版年：2017
• 出版时间：February 2017
• 年：2017
• 卷：137
• 期：Complete
• 页码：101-110
• 全文大小：2695 K
• 卷排序：137

文摘

A series of pyrazolone-based hydrazone and hydrazone-azomethine dyes is prepared. Hydrazone ⇌⇌ azo-keto transfer is verified by solvatochromism and acid-base titration. Hydrazone-azomethine dyes show significant bathochromic shifts of 27–85 nm. A representative crystal structures for full heterocyclic hydrazone dye is described.