A new fluorescent supramolecular self-assembly gelator (1) based on naphthalimide derivative with a tetrazole group was designed and synthesized, which could respond multiple analytes.
A series of supramolecular self-assembly gelators (N-4, N-12, and N-18) were designed and synthesized. N-12 and N-18 could gelate some single or mixed solvents. Microbelts and nanofibers were obtained in the self-assembly process. The hydrophobic xerogel N-18 film surface had water contact angles of 119−148.5°. Interestingly, these compounds exhibited solvatochromism properties, and compound N-18 had ratiometric detection ability toward organic amines with a detection limit for triethylamine (TEA) of 2.23 × 10 −6 M. At the same time, compound N-18 in solution and the organogel state could distinguish aromatic amines and fatty amines through its fluorescence changing. These compounds exhibited a specific pH-dependence fluorescence behavior in the the pH value range of 3−11. Compound N-4 was successfully applied to bioimaging for quantitative monitoring of pH change in cell. This work provides a new window for the preparation of self-assembly for sensitive detection organic amines and pH probes for accurate intracellular pH mapping and quantifying.
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