Sarih, Norfatirah Muhamad and Ciupa, Alexander and Moss, Stephen and Myers, Peter and Slater, Anna Grace and Abdullah, Zanariah and Tajuddin, Hairul Anuar and Maher, Simon (2020) Furo[3,2-c]coumarin-derived Fe3+ Selective Fluorescence Sensor: Synthesis, Fluorescence Study and Application to Water Analysis. Scientific Reports, 10 (1). p. 7421. ISSN 2045-2322, DOI https://doi.org/10.1038/s41598-020-63262-7.
Full text not available from this repository.Abstract
Furocoumarin (furo[3,2-c]coumarin) derivatives have been synthesized from single step, high yielding (82–92%) chemistry involving a 4-hydroxycoumarin 4 + 1 cycloaddition reaction. They are characterized by FTIR, 1H-NMR, and, for the first time, a comprehensive UV-Vis and fluorescence spectroscopy study has been carried out to determine if these compounds can serve as useful sensors. Based on the fluorescence data, the most promising furocoumarin derivative (2-(cyclohexylamino)-3-phenyl-4H-furo[3,2-c]chromen-4-one, FH), exhibits strong fluorescence (ФF = 0.48) with long fluorescence lifetime (5.6 ns) and large Stokes’ shift, suggesting FH could be used as a novel fluorescent chemosensor. FH exhibits a highly selective, sensitive and instant turn-off fluorescence response to Fe3+ over other metal ions which was attributed to a charge transfer mechanism. Selectivity was demonstrated against 13 other competing metal ions (Na+, K+, Mg2+, Ca2+, Mn2+, Fe2+, Al3+, Ni2+, Cu2+, Zn2+, Co2+, Pb2+ and Ru3+) and aqueous compatibility was demonstrated in 10% MeOH-H2O solution. The FH sensor coordinates Fe3+ in a 1:2 stoichiometry with a binding constant, Ka = 5.25 × 103 M−1. This novel sensor has a limit of detection of 1.93 µM, below that of the US environmental protection agency guidelines (5.37 µM), with a linear dynamic range of ~28 (~2–30 µM) and an R2 value of 0.9975. As an exemplar application we demonstrate the potential of this sensor for the rapid measurement of Fe3+ in mineral and tap water samples demonstrating the real-world application of FH as a “turn off” fluorescence sensor. © 2020, The Author(s).
Item Type: | Article |
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Funders: | University of Malaya, MyBrain15 (MyPhD), FRGS grant (FP070-2018A), Faculty Program - Research University Grant (GPF048B-2018), UMRG grant (RG340-15AFR), postgraduate grant (PG356-2016A), Materials Innovation Factory for access to FLS1000 and Cary 5000 instruments |
Uncontrolled Keywords: | Chemosensor 1; Rhodamine; Cupric Ion |
Subjects: | Q Science > Q Science (General) Q Science > QD Chemistry |
Divisions: | Faculty of Science > Department of Chemistry |
Depositing User: | Ms. Juhaida Abd Rahim |
Date Deposited: | 17 Jul 2020 03:49 |
Last Modified: | 17 Jul 2020 03:49 |
URI: | http://eprints.um.edu.my/id/eprint/25126 |
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