Abstract
Organic luminogens capable of excited state intramolecular electron transfer (ESIPT) have drawn prodigious attraction due to their enhanced emission in solid-state. A novel Schiff base molecule, 3,5-dibromo-2-hydroxybenzylidenenicotinohydrazide (DHN) exhibited stimuli-induced reversible fluorescence switching and selective binding propensity towards zinc in aqueous media, and the concentration-dependent studies showed a limit of detection of 9.135 nM. DHN was found to be weakly fluorescent in polar solvents with a quantum yield ranging between 0.0365 and 0.0789 but exhibited a very strong fluorescence in solid state (λexc = 370 nm) due to aggregation induced emission (AIE). The ESIPT fluorophore renders significant reversible halochromic properties in solution and solid-state. In addition, utilizing the solid-state fluorescence, we have prepared PVA-probe green-emitting composite films, which can be used for the on-site detection of Zn2+ in aqueous media. The practical applicability of DHN was proven by detecting Zn2+ in real drug samples. Finally, the ESIPT fluorophore was used for fluorescent imaging of intracellular zinc in the cells acquired from the nervous tissue of rats (N2a). The investigations carried out highlight the versatility of ESIPT Schiff bases used for the development of multi-responsive fluorescent materials for selective sensing of metal ions in both solid and solution states.
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