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Exploration of a New Solvatochromic Dye Bearing the Excited-State Intramolecular Proton Transfer Functionality

Title
Exploration of a New Solvatochromic Dye Bearing the Excited-State Intramolecular Proton Transfer Functionality
Authors
Koh M.Kim W.-S.Lee M.
Ewha Authors
이민영김원석
SCOPUS Author ID
이민영scopus; 김원석scopus
Issue Date
2016
Journal Title
Bulletin of the Korean Chemical Society
ISSN
0253-2964JCR Link
Keywords
DABPBenzofuranCharge transferElectron transferSolvatochromism
Publisher
Korean Chemical Society
Indexed
SCI; SCIE; SCOPUS; KCI WOS scopus
Abstract
In an effort to explore a multifunctional dye, we investigated the spectroscopic properties of a benzofuran-based fluorophore, ( E )-3-(6-(diethylamino) benzofuran-2-yl)-1-(2-hydroxyphenyl)prop-2-en-1-one (DABP). We found that DABP shows a strong solvatrochromic effect in aprotic solvents and the excited-state intramolecular proton transfer (ESIPT) in protic solvents. We measured the fluorescence lifetime of DABP in different solvents and discovered that its lifetime decreases dramatically because of strong hydrogen bonding. One remarkable feature of the DABP emission is its high sensitivity to water content. We utilized this property to detect amyloid oligomers and observed that DABP is highly sensitive toward early-stage amyloid aggregates. © 2016 Korean Chemical Society, Seoul & Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
DOI
10.1002/bkcs.10723
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자연과학대학 > 화학·나노과학전공 > Journal papers
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