Abstract

Dual hydrogen bonded Schiff base containing unsymmetrical double proton transfer sites, one with imine bond (CN) and hydroxyl group (OH), and the other with benzimidazole and hydroxyl groups has been successfully synthesized. Probe 1 displayed intramolecular charge transfer and acts as a potential sensor for Al3+ and HSO4- ions. Probe 1 displayed two absorption peaks at 325 nm and 340 nm and an emission band at 435 nm upon excitation at 340 nm. Probe 1 behaves as a fluorescence “turn-on” chemosensor for both Al3+ and HSO4- ions in H2O-CH3OH solvent system. The proposed method allows the determination of Al3+ and HSO4- ions up to 39 nM and 23 nM at emission wavelength 385 nm and 390 nm, respectively. The binding behavior of probe 1 towards these ions is determined by the Job’s plot method and 1H NMR titrations. Probe 1 is used to construct a molecular keypad lock where the absorbance channel can be opened only in the presence of the correct sequence. Further, it is used for the quantitative determination of HSO4- ion in different real-field water samples.

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