Solvent dependent photophysical properties and near-infrared solid-state excited state intramolecular proton transfer (ESIPT) fluorescence of 2,4,6-trisbenzothiazolylphenol
Publication type: Journal Article
Publication date: 2016-02-01
scimago Q2
wos Q1
SJR: 0.680
CiteScore: 8.5
Impact factor: 4.2
ISSN: 01437208, 18733743
General Chemical Engineering
Process Chemistry and Technology
Abstract
A new excited-state intramolecular proton transfer (ESIPT) fluorophore, 2,4,6-trisbenzothiazolylphenol (4), was synthesized and its photophysical properties were studied with steady state absorption and emission spectroscopy as well as time-dependent density functional theory calculation. It was found that 4 showed solvent dependent absorption and fluorescence emission. In the nonpolar solvents, ESIPT occurred and only keto tautomer emission at 570 nm was observed, whereas an emission at 510 nm from the deprotonated anion species was observed in polar solvents. With addition of fluoride, the keto emission was quenched, whereas the anion emission was drastically enhanced, making a ratiometric fluorescence sensing of fluoride achievable. In solid state, 4 showed a fluorescence emission at 605 nm, which is longer than those of 2,4-dibenzothiazolylphenol (575 nm) and 4-methyl-2,6-dibenzothiazolylphenol (592 nm) respectively. Thus, the color tuning of solid state ESIPT emission were achieved from green to yellow and near-infrared by extending of the π-conjugation.
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Zhang X., Liu J. Y. Solvent dependent photophysical properties and near-infrared solid-state excited state intramolecular proton transfer (ESIPT) fluorescence of 2,4,6-trisbenzothiazolylphenol // Dyes and Pigments. 2016. Vol. 125. pp. 80-88.
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Zhang X., Liu J. Y. Solvent dependent photophysical properties and near-infrared solid-state excited state intramolecular proton transfer (ESIPT) fluorescence of 2,4,6-trisbenzothiazolylphenol // Dyes and Pigments. 2016. Vol. 125. pp. 80-88.
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TY - JOUR
DO - 10.1016/j.dyepig.2015.10.002
UR - https://doi.org/10.1016/j.dyepig.2015.10.002
TI - Solvent dependent photophysical properties and near-infrared solid-state excited state intramolecular proton transfer (ESIPT) fluorescence of 2,4,6-trisbenzothiazolylphenol
T2 - Dyes and Pigments
AU - Zhang, Xuan
AU - Liu, Jing Yun
PY - 2016
DA - 2016/02/01
PB - Elsevier
SP - 80-88
VL - 125
SN - 0143-7208
SN - 1873-3743
ER -
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@article{2016_Zhang,
author = {Xuan Zhang and Jing Yun Liu},
title = {Solvent dependent photophysical properties and near-infrared solid-state excited state intramolecular proton transfer (ESIPT) fluorescence of 2,4,6-trisbenzothiazolylphenol},
journal = {Dyes and Pigments},
year = {2016},
volume = {125},
publisher = {Elsevier},
month = {feb},
url = {https://doi.org/10.1016/j.dyepig.2015.10.002},
pages = {80--88},
doi = {10.1016/j.dyepig.2015.10.002}
}