一种基于香豆素的酸致变色着色剂的设计与合成。
Design and synthesis of a coumarin-based acidichromic colorant.
作者信息
Lin Shih-Lun, Kuo Pei-Yu, Yang Ding-Yah
机构信息
Department of Chemistry and Center for Nanoscience and Technology, Tunghai University, 181, Taichung-Kang Rd. Sec.3, Taichung, Taiwan 407.
出版信息
Molecules. 2007 Jul 6;12(7):1316-24. doi: 10.3390/12071316.
This paper describes the fine-tuning of the acidichromic properties of a coumarin-containing colorant 1 by incorporation of electron-donating and electron-withdrawing substituents on the coumarin moiety. Colorant 1 can undergo two distinct and reversible color changes under both strongly acidic and basic conditions, but not in the presence of gaseous ammonia. The results indicated that the bromo-substituted compound 5b changes from red to yellow when exposed to gaseous ammonia, both in solution and on polycarbonate film, suggesting that an electron-withdrawing group at the 7-position of the coumarin moiety made the enolic hydrogen on 5b more susceptible to deprotonation by a base than in the unsubstituted compound 1.
本文描述了通过在香豆素部分引入供电子和吸电子取代基来微调含香豆素着色剂1的酸致变色特性。着色剂1在强酸性和碱性条件下均可发生两种不同的可逆颜色变化，但在气态氨存在下则不会。结果表明，溴取代化合物5b在溶液中和聚碳酸酯薄膜上暴露于气态氨时会从红色变为黄色，这表明香豆素部分7位上的吸电子基团使5b上的烯醇式氢比未取代的化合物1更易被碱去质子化。
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