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Synthesis, Tautomeric Structure, Dyeing Characteristics, and Antimicrobial Activity of Novel 4-(2-Arylazophenyl)-3-(2-hydroxyphenyl)-1- phenyl-2-pyrazolin-5-ones

M. A. Metwally|S. I. El-Desouky|모아즈모하메드압두|S. A. Bondock
대한화학회|2012.02|대한화학회지 (Journal of the Korean Chemical Society)|제56권 제1호|pp. 82-91

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참고문헌

키워드

Azo-hydrazone tautomerismDisperse dyes
주제분류화학

초록

Novel azopyrazolin-5-one dyes 4a-f were synthesized by the regioselective reaction of phenylhydrazine with 2,3,4-chromantrione-3-arylhydrazones 2a-f. The acid dissociation constants pKa for the series prepared were determined and correlated by the Hammett equation. The results of such correlation together with the spectral data indicated that the studied compounds exist predominantly in the hydrazone keto structure, (D) as the Z-configuration. The dyes were applied to polyester fabrics, affording orange-yellow shades and assessments of their dyeing performance are considered. Further,the compounds 4a-f were screened for their antimicrobial activity against various microorganisms.

Abstract

Novel azopyrazolin-5-one dyes 4a-f were synthesized by the regioselective reaction of phenylhydrazine with 2,3,4-chromantrione-3-arylhydrazones 2a-f. The acid dissociation constants pKa for the series prepared were determined and correlated by the Hammett equation. The results of such correlation together with the spectral data indicated that the studied compounds exist predominantly in the hydrazone keto structure, (D) as the Z-configuration. The dyes were applied to polyester fabrics, affording orange-yellow shades and assessments of their dyeing performance are considered. Further,the compounds 4a-f were screened for their antimicrobial activity against various microorganisms.

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