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Solvent-dependent and visible light-activated NIR photochromic dithienylethene modified by difluoroboron β-diketonates as fluorescent turn-on pH sensor

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Abstract The development of near-infrared (NIR) photochromic materials, particularly activated by visible light, are of increasing interest for their potential application in photoresponsive optoelectronics and functional bio-materials. Here, a novel… Click to show full abstract

Abstract The development of near-infrared (NIR) photochromic materials, particularly activated by visible light, are of increasing interest for their potential application in photoresponsive optoelectronics and functional bio-materials. Here, a novel D-DTE-A type dithienylethene NDB, which was modified by difluoroboron β-diketonate (BF2bdk) and dimethylphenylamine (DMPA) moieties, has been developed. It exhibited solvent-dependent photophysical properties before irradiation, and the visible light-triggered NIR photochromic behavior with solvent-dependent features was only observed in Toluene. Moreover, it displayed intense fluorescent turn-on acid-sensing properties in less polar solvent [Toluene, Dichloromethane (DCM) and Ethyl acetate (EA)] through the blockage of photoinduced electron transfer (PET) effect. Specially, NDB with photochromic inactivity in DCM could perform a unique gated photochromism in the presence of TFA/TEA.

Keywords: visible light; dithienylethene; solvent dependent; modified difluoroboron; nir photochromic; fluorescent turn

Journal Title: Dyes and Pigments
Year Published: 2019

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