Synthesis, fastness properties, color assessment and antimicrobial activity of some azo reactive dyes having pyrazole moiety

• Some new azo dye derivatives having pyrazole moiety were prepared and evaluated as reactive dyes.
• The color fastness and colorimetric properties of the prepared dyes were measured.
• The results revealed that the dyes have good to moderate affinity to cotton fiber.
• The biological screening showed that most of the tested compounds display promising antimicrobial activities.

Some new azo dye derivatives having pyrazole and trichlorotriazine moieties were synthesized and were evaluated as reactive dyes for the exhaust dyeing of cotton fiber. The title dyes 5a–c were synthesized from reactions of diazonium salts of 3-substituted-1-phenyl-5-aminopyrazoles 2a–c with 6-amino-7-hydroxy-2-naphthalenesulfonic acid, 4-amino-5-hydroxynaphthalene-2,7-disulfonic acid and/or cyanuric chloride. Other reactive dyes 7a–f were synthesized from reaction of cyanuric chloride and 4-arylazo-3-substituted-1-phenyl-5-aminopyrazoles 6a–f. The synthesized dyes were applied to cotton fiber and their color fastness to light, washing, perspiration, and rubbing were also measured. The dyes showed good to moderate affinity to cotton fiber. The biological screening showed that most of the tested compounds display promising antimicrobial activities against the tested microorganisms.

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