Thiophene and diethylaminophenol-based "turn-on" fluorescence chemosensor for detection of Al3+ and F- in a near-perfect aqueous solution

被引:46
|
作者
Jeong, Ha Young [1 ,2 ]
Lee, Seong Youl [1 ,2 ]
Han, Jiyeon [3 ]
Lim, Mi Hee [3 ]
Kim, Cheal [1 ,2 ]
机构
[1] Seoul Natl Univ Sci & Technol, Dept Fine Chem, Seoul 139743, South Korea
[2] Seoul Natl Univ Sci & Technol, Dept Interdisciplinary Bio IT Mat, Seoul 139743, South Korea
[3] Ulsan Natl Inst Sci & Technol UNIST, Dept Chem, Ulsan 44919, South Korea
关键词
Aluminum; Fluoride; Fluorometric; Theoretical calculations; Cell imaging; SIMULTANEOUS BIOIMAGING RECOGNITION; COLORIMETRIC SENSOR; ANION RECOGNITION; ALUMINUM TOXICITY; SCHIFF-BASE; RESULTANT COMPLEX; SECONDARY SENSOR; LIVING CELLS; IONS; ENERGY;
D O I
10.1016/j.tet.2017.03.069
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new fluorescent sensor 1, based on thiophene and diethylaminophenol moieties, has been synthesized and its binding capabilities for metal-ion and anion recognition were investigated. The sensor I showed turn-on' fluorescence in the presence of Al3+ and F-. The sensing behaviors of 1 with Al3+ and F- were studied by using photophysical experiments, H-1 NMR titration, and ESI-mass spectrometry analysis. The detection limits for the analysis of Al3+ and F- were found to be 0.41 mu M and 1436 mu M, respectively, which are below the WHO guidelines for drinking water (7.41 mu M for Al3+ and 79 mu M for F-). Moreover, turn-on fluorescence of 1 toward Al3+ and F- caused by intramolecular charge transfer (ICT) was well explained by density functional theory (DFT) calculations. Importantly, 1 could be used to detect Al3+ in the living cells. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2690 / 2697
页数:8
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