Journal
SENSORS AND ACTUATORS B-CHEMICAL
Volume 231, Issue -, Pages 293-301Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.snb.2016.03.033
Keywords
Pyrene excimer emission; Imidazolium; 2,4,6-TNP; Quenching; Aqueous media
Funding
- Basic Science Research Program through the National Research Foundation of Korea (NRF) - Ministry of Science, ICT and Future Planning [2013R1A1A2006777]
- BK21
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Pyrene-appended imidazolium salts (1-3) were synthesized for sensing 2,4,6-trinitrophenol (TNP); the salts selectively and sensitively detected TNP in a pH 7.4 PBS-DMSO (99.5:0.5 v/v) solution. The binding of TNP to probe 3 completely quenched its green excimer emission because of the loss of n-n interactions between the pyrene rings and energy transfer from electron-rich pyrene to electron-deficient TNP. Probe 3 showed the highest association constant with TNP (K-a = 8.34 x 10(6) M-1) in a 1:2 stoichiometry; the limit of detection (LOD) of TNP in a pH 7.4 PBS-DMSO (99.5:0.5 v/v) solution was 10 nM. Probe 3 also detected TNP in tap water and river water with an LOD of 10 nM and a good association constant; the calculated LOD was 0.067 ppb. Filter paper strips coated with 3 detected TNP in an aqueous solution. The interactions of TNP with probes 1-3 were investigated by UV-vis, fluorescence, and H-1 NMR spectroscopies as well as density functional theory calculations. (C) 2016 Elsevier B.V. All rights reserved.
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