Dyeing and fastness properties of a series of 4-fluorosulfonylphenylazo-5-pyrazolone dyes on polyester were investigated in this study. The 4-nitrophenylazo-5-pyrazolone dyes were also synthesized to compare their dyeing and fastness properties on polyester with those of fluorosulfonyl-substituted analogues. The substantivity of 4-arylazo-5-pyrazolone derivatives containing a p-fluorosulfonyl group in the diazo component was lower than that of their nitro analogues which have a higher extinction coefficient and higher affinity because of the polar nitro group. They showed relatively hypsochromic color and lower chroma on polyester compared with their nitro analogues because of the relatively weaker electron-accepting power of the fluorosulfonyl group compared to the nitro group. Disperse dyeing of polyester with 4-fluorosulfonylphenylazo-5-pyrazolone disperse dyes achieved high color fastness and reduces the adverse environmental impact of the dyeing process by providing the option of performing alkali clearing instead of reductive clearing, which has high biological oxygen demand when discharged into the dyeing effluent and generates carcinogenic aromatic amines.
Keywords: 4-arylazo-5-pyrazolone dyes; alkali clearing; build-up properties; fastness properties; fluorosulfonyl group; polyester.