1.Key Laboratory of Advanced
Textile Materials and Manufacturing Technology, Ministry of Education,
Zhejiang Sci-tech University, Hangzhou 310018, China; 2.State Key Laboratory
of Fine Chemicals, Dalian University of Technology, Dalian 116012,
China;
Abstract：A series of phenylazo-β-naphthol-containing sulfonamide disperse dyes were prepared from C.I. Acid Orange 7 by successive reactions of chlorination and amination, and their chemical structures were characterized by FTIR, 1H NMR, and mass spectrometry. The dyes were applied to coloring of knitted fabrics from fine denier polypropylene fibers by exhaust dyeing and their optimal dyeing conditions, such as dyebath pH, dyeing temperature, dyeing time, and dye concentration were investigated in detail. Then, dye exhaustion, color strength, and color fastnesses of the dyes on the fibers were assessed and summarized. In view of dye exhaustion and color strength of the sulfonamide dyes on fine denier PP fabrics, 90°C was selected as the best dyeing temperature at dye concentration below or equal to 3.0% owf. For achieving higher color strength, 130°C was the better choice when the dye concentration was above 3.0% owf. The sulfonamide dyes, especially secondary sulfonamide dyes, exhibited superior dye exhaustion and color fastnesses to washing, sublimation, and rubbing on fine denier PP fabrics in comparison to C.I. Solvent Yellow 14 bearing the same chromophore but without sulfonamide group.
Naguib H F, Aly R O, Sabaa M W, Mokhtar S M. Gamma radiation induced graft copolymerization of vinylimidazole-acrylicacid onto polypropylene films. Polym Testing, 2003, 22(7): 825–830 doi: 10.1016/S0142-9418(03)00018-7
Burkinshaw S M, Froehling P E, Mignanelli M. The effect of hyperbranchedpolymers on the dyeing of polypropylene fibres. Dyes Pigm, 2002, 53(3): 229–235 doi: 10.1016/S0143-7208(02)00006-2
Seves A, Testa G, Marcandalli B, Bergamasco L, Munaretto G, Beltrame P L. Inducing water bath dyeabilityin polypropylenic fibers by their blending with polyamide 6. Dyes Pigm, 1997, 35(4): 367–373 doi: 10.1016/S0143-7208(96)00109-X
Kotek R, Afshari M, Gupta B S, Kish M H, Jung D. Polypropylenealloy filaments dyeable with disperse dyes. Color Technol, 2004, 120: 26–29 doi: 10.1111/j.1478-4408.2004.tb00202.x
Zhang S, Liu J, Yang J. Synthesis of p-phenylsulfonylalkylaminoazopyridone yellow dyes andapplications for polypropene fibers. DyestuffIndustry, 2002, 39(2): 10–13
Zhang S, Liu J, Yang J. Synthesis of p-phenylsulfonylalkylaminoazo-2-naphthol orange dyes andtheir applications on polypropene fiber. Dyestuff Industry, 2002, 39(3): 18–19
Cui Z, Zhang S, Yang J, Tang L. Sulfonylchlorination of sulfonate-containing naphthol azo compounds. Frontiers of Chemistry in China, 2008, 3(4): 425–431 doi: 10.1007/s11458-008-0076-2
Yang J. Analysis and Anatomy of Dyes. Beijing: Chemical Industry Press, 1989, 360 (in Chinese)
Yang Y, Huda S. Dyeing conditionsand their effects on mechanical properties of polylactide fabric. AATCC Review, 2003, 3, 56–61
Tian Y, Wu Z, Zhang S, Wang G. Azohydrazonetautomerism of 1-phenylazonaphthalene derivatives. Journal of Chemical Industry and Engineering, 1995, 46(2): 152–157
Nermin E. Synthesis of some hetarylazopyrazolone dyes and solventeffects on their absorption spectra. DyesPigm, 1999, 44(1): 41–48 doi: 10.1016/S0143-7208(99)00066-2
Woicke N, Keuerleber M, Hegemann B, Eyerer P. Three-dimensional thermorheological behavior of isotacticpolypropylene across glass transition temperature. J Appl Polym Sci, 2004, 94(3): 877–880 doi: 10.1002/app.20875
