Abstract
Carbon dioxide and N-phenylethylenimine were allowed to copolymerize using a Brönsted acid such as phenol or acetic acid to give a white powder, melting at 160–270°C, with a carbon dioxide content of 2.90–20.5 mol %. The content of carbon dioxide in the copolymer increased with carbon dioxide in the feed, while the melting point decreased. The infrared spectrum of the copolymer showed the characteristic peak of urethane linkage. 3-Phenyl-oxazolidone-2, which might be produced by the reaction of carbon dioxide and N-phenylethylenimine, did not react with carbon dioxide or N-phenylethylenimine and was not contained in the copolymer. Carbon dioxide did not react with poly(N-phenylethylenimine) or phenol. From the facts mentioned above, it was concluded that the formation of urethane linkage was due to the copolymerization of carbon dioxide and N-phenylethylenimine. From ultraviolet spectroscopic analysis of the mixture of carbon dioxide and N-phenylethylenimine, an appreciable interaction between two monomers was observed. From the experimental data on the monomer composition in the feed and copolymer, the apparent monomer reactivity ratios were evaluated. On the basis of these results, the probable mechanism of the copolymerization via a complex of carbon dioxide and N-phenylethylenimine was proposed.
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Kagiya, T., Matsuda, T. Copolymerization of Carbon Dioxide and N-Phenylethylenimine. Polym J 2, 398–406 (1971). https://doi.org/10.1295/polymj.2.398
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DOI: https://doi.org/10.1295/polymj.2.398