Abstract

A visible “off-on-off” fluorescent chemosensor N′,N′-bis(-(2-hydroxynaphthalen-1-yl)methylene)-1,10-phenanthroline-2,9-dicarbohydrazide (L, OFF) was developed for the sequential detection of Al3+ (ON) and picric acid (PA, OFF) in DMSO-H2O (7:3, v/v) media. The sensor (L) form a 1:2 complex with Al3+ (L-Al3+) which resulted in the significant fluorescence enhancement at 544 nm due to the chelation enhanced fluorescence (CHEF) effect. The fluorescence of L-Al3+ complex was quenched in the presence of PA by quenching mode and magnitude of quenching constant was 6.45 × 107 M−1. The sensitivity L and L-Al3+ towards the detection of Al3+ and PA can be possible down to 1.91 nM and 96.3 nM, respectively. The coordination modes of the sensor were further studied by various spectroscopic techniques such as 1H NMR, mass and DFT studies. The developed sensor was applied for the practical application, determining Al3+ in pharmaceutical and water samples.

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