Chinese Journal of Applied Chemistry ›› 2017, Vol. 34 ›› Issue (6): 649-655.DOI: 10.11944/j.issn.1000-0518.2017.06.160394

• Full Papers • Previous Articles     Next Articles

Synthesis of a Polymerizable Dye Monomer and Its Application in Dyeing Polyurethane Leather

YIN Zhigang(),LIU Zhenzhen,QIAN Hengyu,WANG Zaifeng,ZHAO Xile,PENG Lifang,YUAN Qi   

  1. School of Material and Chemical Engineering,Zhengzhou University of Light Industry,Zhengzhou 450002,China
  • Received:2016-09-28 Accepted:2017-02-12 Published:2017-05-31 Online:2017-05-31
  • Contact: YIN Zhigang
  • Supported by:
    Supported by National Undergraduate Innovation and Entrepreneurship Training Program(No.201410462028, No.2015005), Zhengzhou University of Light Industry, The Fourth Batch of College Students Innovative Experimental Project funds(No.2015005)

Abstract:

In order to solve poor color fastness and serious color transfer of the traditional color polyurethane leather because of weak interaction(intermolecular force) between polyurethane and color base. A kind of reactive color diol was synthesized as follows:p-aminoacetanilide with a yield of 85% was prepared by acylation of p-phenylenediamine with acetic anhydride in tetrahydrofuran at 0~5 ℃ for 15 h, during which the molar ratio of p-phenylenediamine to acetic anhydride was 1.00∶0.95. Then its diazonium salt was coupled with an excess molar fraction of 5% N-phenyl-diethanolamine to obtain 4-acetylamino-4'-N,N-dihydroxyethylamino azobenzene with yield of 82%. The reactive color diol was mixed with polyester or polyether diol in different proportions, followed by prepolymering, chain extension with diisocyanate to form polyurethane resin color paste whose crack-growth rate, relative breaking strength, and color transfer are 443%, 125.5 g and 21.4 μg, respectively, when spreaded into a film. And those of the similar film obtained from import diol are 442.2%, 125.3 g and 29.2 μg, respectively, indicating that the synthetic color diol is superior to the imported product.

Key words: p-phenylenediamine, acetylation, diazo coupling reaction, azo-compound, red polyurethane, color transfer