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New Schiff base chromophores composed of salicylaldehyde and naphthalimide derivatives for ion sensor applications

Yan, Han, Zhong, Kailiang, Lu, Yun
Analytical methods 2019 v.11 no.28 pp. 3597-3607
fluorescence, hydroxybenzaldehyde, magnesium, mass spectrometry, metal ions, nuclear magnetic resonance spectroscopy, schiff bases, wavelengths
New Schiff base chromophores with salicylaldehyde and naphthalimide structures were synthesized and characterized using IR, ¹H NMR, ¹³C NMR and HRMS. They all exhibited obvious solid-state fluorescence features because of their inherent twisted structures, and some of them showed high selectivity and sensitivity for Mg²⁺ detection due to the dual contributions of excited-state intramolecular proton transfer and an aggregation-induced emission effect. For these new Schiff base chromophores, it was found that adjusting the substituents with different electronic properties on the salicylaldehyde unit could fine-tune their range of emission wavelengths and photophysical properties. Also, changing the chain length based on the –N–NC– structure could influence their response to metal ions. The research results provide valuable information and ideas on the molecular design of novel fluorescence materials and related specific applications.