Abstract
N-Phenylated polyamine was synthesized by the solution polycondensation of α,α′-dibromo-p-xylene with aniline, α,α′-dianilino-p-xylene, and their trimethylsilyl derivatives in N-methyl-2-pyrrolidone at 150°C in the presence of potassium bicarbonate as an acid acceptor. Among the amines employed, α,α′-dianilino-p-xylene gave the polyamine having the highest inherent viscosity of 0.3 dl g−1. The effects of reaction medium, acid acceptor, reaction temperature, and reaction time were studied. The N-phenylated polyamine was amorphous and soluble in chloroform and sym-tetrachloroethane. The polymer had a glass transition temperature of 110°C, and was stable up to 280°C in air. The polyamine gave a violet-colored polymer when treated with 4,4′-bis(dimethylamino)benzophenone in the presence of phosphoryl chloride in refluxing dioxane. Also, the polymer formed an insoluble product when reacted with carbon tetrabromide in dioxane solution under ultraviolet light irradiation.
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Padmanaban, M., Oishi, Y., Kakimoto, Ma. et al. Synthesis and Reactions of N-Phenylated Polyamine Derived from α,α′-Dibromo-p-xylene and Aniline. Polym J 21, 577–583 (1989). https://doi.org/10.1295/polymj.21.577
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DOI: https://doi.org/10.1295/polymj.21.577