Chinese Journal of Applied Chemistry

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Synthesis and Application of a Special Colorant Used in Preparing Yellow Polyurethane Elastic Membrane

YIN Zhigang*, GUO Haiyan, QIAN Hengyu, ZHANG Tongyan, QIN Jinwan, ZHANG Yingjun   

  1. (School of Material & Chemical Engineering,Zhengzhou University of Light Industry,Zhengzhou 450002,China)
  • Received:2013-11-15 Revised:2014-01-09 Published:2014-08-10 Online:2014-08-10
  • About author:YIN Zhigang, professor; Tel: 0371-86609673; E-mail: yinck@263.net; Research interests: Synthesis and application of functional organic intermediates.

Abstract: The nitrochlorobenzene(a mixture of o-nitrochlorobenzene and p-nitrochlorobenzene) made by mononitrating chlorobenzene using mixed acid was transformed into 2,4-dinitro-chlorobenzene at the ratio of n(nitrochlorobenzene)∶n(nitric acid)∶n(sulfuric acid)=1.00∶1.10~1.15∶2.20, and at (100±5) ℃ for 65~75 min. The resulting compound was then attacked by nuceophilic diethanol amine in ethyl acetate at the ratio of n(2,4-dinitrochloro benzene)∶n(diethanol amine)=1.00∶2.20 and at 65~70 ℃ for 4 h to give N,N-bis(β-hydroxyethyl)-2,4-dinitroaniline, of which the chemical structure was determined by melting point measurement, IR, and NMR. The final product was transferred into a yellow polyurethane elastic membrane when mixed with other diols in a certain proportion, and then by reacting with diisocyanate. The performance of the designed target molecule is better than that of the corresponding reaction dyes from Japan or Korea, but comparable to that from Milken Co. Ltd. USA by investigating the color fastness, tensile strength, and breaking elongation of polyurethane elastic membrane.

Key words: polyurethane elastic membrane, dinitrochlorobenzene, N,N-bis(&, beta, -hydroxyethyl)-dinitroaniline, synthesis, color shift

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