Abstract

AbstractThe copolymerization of aziridines and cyclic imides was studied. Aziridines copolymerized alternately with cyclic imides to give crystalline polyamides. Ethylenimine and succinimide copolymerized to nylon 2,4, melting near 300°C., without any catalyst. Similarly, the corresponding crystalline polyamides were obtained from the systems of 1,2‐propylenimine–succinimide, ethylenimine–glutarimide, and ethylenimine–phthalimide. The copolymerization of aziridines and cyclic imides in the presence of BF3OEt2 gave a copolymer which was rich in aziridine units, whereas, the addition of triethylamine had no influence on the copolymer composition. A mechanism of copolymerization was proposed based on the facts that N‐tetramethylenesuccinamide was obtained by the reaction of pyrrolidine and succinimide, N‐acetylethylenimine reacted with acetamide to yield N,N′‐diacetylethylenediamine and that the rate of this copolymerization was dependent on the electrophilicity of imide.

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