Abstract

New N-monosubstituted diaminomaleonitrile-based azo-azomethine dyes have been synthesized in order to develop colorimetric sensors for detection of biologically important anions in aqueous media. Importantly, the reported sensor decorated with strong electron-withdrawing group can detect inorganic fluoride in water even at 0.037ppm level, which is lower than WHO permissible level (below 1ppm). Successfully, the prepared dyes were used for qualitative and quantitative detection of inorganic fluoride in toothpaste and mouthwash. The anion recognition mechanism was also investigated by detailed UV–Vis and 1H NMR experiments. The detailed 1H NMR experiments corroborated that anion recognition is based on the deprotonation phenomenon.

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