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A pair of 1,8‐naphthalimides (NPIs) were designed and successfully synthesized through embellishing amino‐containing NPI with 4‐diethylaminosalicyladehyde and 4‐diethylaminobenzaldehyde, respectively. Their structures were fully confirmed by 1 H/ 13 C NMR, HR‐MS and FT‐IR spectroscopic studies. Their photophysical properties were systematically investigated in different solvents of varied polarity, in THF/water mixtures with varying water fractions ( f w ), and in THF solvent with varying concentrations of NPIs. It inferred that the distinct differences in emission between two NPIs during self‐assembled process could be ascribed that the hydroxyl‐containing NPI allowed the excited‐state intramolecular proton transfer process between ‐OH and CH=N units in the aggregation state. Interestingly, the solid of 4‐diethylaminosalicyladehyde‐functionalized NPI exhibited multi‐stimuli‐responsive fluorescence changes involving mechanofluorochromism and HCl/NH 3 vapor stimulus‐induced conversion. However, no remarkable change was observed in the photoluminescence (PL) spectra for the solid of 4‐diethylaminobenzaldehyde‐functionalized NPI under the stimuli of mechanical force and organic solvent.
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Chen et al. (2024) studied this question.
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