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Molecules 2007, 12(7), 1316-1324; doi:10.3390/12071316
Article

Design and Synthesis of a Coumarin-based Acidichromic Colorant

,  and *
Department of Chemistry and Center for Nanoscience and Technology, Tunghai University, 181, Taichung-Kang Rd. Sec.3, Taichung, Taiwan 407
* Author to whom correspondence should be addressed.
Received: 6 June 2007 / Revised: 1 July 2007 / Accepted: 1 July 2007 / Published: 6 July 2007
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Abstract

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.
Keywords: Coumarin; triketone; acidichromism; gas sensor; acid-base sensor Coumarin; triketone; acidichromism; gas sensor; acid-base sensor
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Lin, S.-L.; Kuo, P.-Y.; Yang, D.-Y. Design and Synthesis of a Coumarin-based Acidichromic Colorant. Molecules 2007, 12, 1316-1324.

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