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ESIPT Fluorescent Chromism and Conformational Change of 3-(2-Benzothiazolyl)-4-hydroxy-benzenesulfonic acid by Amine Sorption

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Sulfonic acid (−SO3H)-substituted 2-(2′-hydroxyphenyl)benzothiazole (1) was designed as a new solid-state ESIPT (excited-state intramolecular proton transfer) fluorescent chromic molecule that responds to various types of organic bases and amines as… Click to show full abstract

Sulfonic acid (−SO3H)-substituted 2-(2′-hydroxyphenyl)benzothiazole (1) was designed as a new solid-state ESIPT (excited-state intramolecular proton transfer) fluorescent chromic molecule that responds to various types of organic bases and amines as a sensing device of biologically important molecules such as ammonia and histamine. Crystal 1 exhibited a reversible adsorption–desorption behavior with pyridine, aniline, thiazole, quinoline, ammonia, propylamine, octylamine, diethylamine, 1,4-diaminobutane, histamine, and other compounds. The sorption behavior of these compounds induced the fluorescent chromism of crystal 1 from non-ESIPT weak blue, to ESIPT strong green, and finally to non-ESIPT strong green emissions, which applied to the solid-state sensing devices for biologically important organic bases and amines.

Keywords: esipt; chromism conformational; fluorescent chromism; esipt fluorescent; acid

Journal Title: Journal of Physical Chemistry C
Year Published: 2018

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