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Synthesis, characterization, solvatochromic study, and application of new heterocyclic monoazo acid dyes

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Abstract Heterocyclic amines were diazotized and coupled with 8-anilinonaphthalene-1-sulfonic acid magnesium salt to synthesize some new heterocyclic monoazo dyes, showing ammonium-azonium tautomerism. The structures of the dyes were characterized by… Click to show full abstract

Abstract Heterocyclic amines were diazotized and coupled with 8-anilinonaphthalene-1-sulfonic acid magnesium salt to synthesize some new heterocyclic monoazo dyes, showing ammonium-azonium tautomerism. The structures of the dyes were characterized by 1H‐NMR, MALDI, FTIR, and UV–Visible spectroscopy. The solvatochromic behavior of the dyes was assessed in solvents of different polarities. Ammonium-azonium tautomerism was also investigated, and the dyes were found to exist as a mixture of tautomers. In addition, the effect of acid on the visible absorption spectra, and the tautomeric equilibrium was also reported. The resultant dyes were applied on silk at 1/1 standard depth, and were checked for different fastness properties.

Keywords: heterocyclic monoazo; synthesis characterization; new heterocyclic; study application; characterization solvatochromic; solvatochromic study

Journal Title: Journal of Molecular Liquids
Year Published: 2019

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