Synthesis and Characterization of 4-(2-hydroxyphenoxy) phthalic nitrile

Abstract

Abstract. 4-(2-hydroxyphenoxy) phthalic nitrile was prepared by the nucleophilic substitution reaction of catechol and 4-nitro phthalic nitrile in DMF with the existence of N 2 and K 2 CO 3 . The optimal reaction conditions were obtained as follows: the mole ratio of catechol, K 2 CO 3 and 4-nitro phthalic nitrile is 2:1:1, with the quality of the solute concentration of 0.222g/mL and reaction temperature 80°C. Consequently, the yield of final product reached 87.64%, and the structure of the 4-(2-hydroxyphenoxy) phthalic nitrile was characterized by IR, 1 H NMR and DSC. IntroductionWith the development of aerospace industry, the high-temperature resistant resin matrix composites have attracted a lot of attentions owing to their promising applications in aerospace manufacturing. Among the wide range of high-temperature resistant resin matrix composites, nitrile resin matrix composites, which possess excellent mechanical property, high-temperature resistance, abrasion resistance, flame resistance and high char yield, are widely applied in the preparation of new-style equipment [1][2]. Therefore, many researchers [3][4][5][6][7][8][9][10][11] have focused on their research of phthalic nitrile. Besides, a lot of researches [12][13][14][15] showed that phenol hydroxyl could improve the self-catalyzed property of phthalic nitrile monomer. However, at present, many researches about this resin monomer are mainly at the stage of laboratory research. One important reason is the lack of basic data for extensive industrial application. In this paper, we used the catechol and 4-nitro phthalic nitrile to synthesize 4-(2-hydroxyphenoxy) phthalic nitrile, and the structure was characterized by