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

Yuta Nakane, Takashi Takeda, Norihisa Hoshino, Ken Ichi Sakai, Tomoyuki Akutagawa

Research output: Contribution to journalArticle

5 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)16249-16255
Number of pages7
JournalJournal of Physical Chemistry C
Volume122
Issue number28
DOIs
Publication statusPublished - 2018 Jul 19

ASJC Scopus subject areas

  • Electronic, Optical and Magnetic Materials
  • Energy(all)
  • Physical and Theoretical Chemistry
  • Surfaces, Coatings and Films

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