Article ID Journal Published Year Pages File Type
27361 Journal of Photochemistry and Photobiology A: Chemistry 2011 4 Pages PDF
Abstract

An anthracene-amino acid system with two carboxyl groups has been designed and synthesized as a new class of fluorescence PET (photo-induced electron transfer) sensor for detection of water in organic solvents. An enhancement in fluorescence is observed with increasing water content in 1,4-dioxane, THF, acetonitrile and ethanol, which is attributable to the suppression of PET by the intramolecular proton transfer of the carboxyl proton to the amino group. The detection limit and quantitation limit are, respectively, 0.1 and 0.3 wt% for 1,4-dioxane, 0.4 and 1.2 wt% for THF, 0.1 and 0.3 wt% for acetonitrile and 0.1 and 0.3 wt% for ethanol.

Graphical abstractAn anthracene-amino acid system with two carboxyl groups has been designed and synthesized as a new class of fluorescence PET (photo-induced electron transfer) sensor for detection of water in organic solvents.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► We have developed a new fluorescence PET sensor 4 for water based on anthracene-amino acid. ► An enhancement in fluorescence is observed with increasing water content in organic solvents of 4. ► The intramolecular proton transfer of the carboxyl proton to the amino group suppresses PET. ► An addition of water to the solution of 4 causes a formation of fluorescent zwitterionic structure. ► The detection limit of 4 is, respectively, 0.1 and 0.3 wt% for both 1,4-dioxane and acetonitrile.

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Physical Sciences and Engineering Chemical Engineering Bioengineering
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