Abstract
The ring-opening polymerization of 1-β-cyanoethyl azetidine was investigated in bulk and in solution. The bulk polymerization of 1-β-cyanoethylazetidine proceeded with cationic initiators such as methyl tosylate and 3-hydroxy-1-propane sulfonic acid sultone at 60°C, and a white powdery polymer was obtained. In the solution polymerization, the polymerization rate was found to be fast in high polar solvents such as acetonitrile, and an almost quantitative yield was obtained after about 24 hr at 40°C. The structure of the polymer obtained was confirmed by IR and NMR spectra, and was established as follows:
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For example, W. G. Barb, J. Chem. Soc., 1955, 2564.
T. Kagiya and Y. Sumida, Bull. Chem. Soc. Jpn., 41, 767 (1968).
S. Hashimoto, T. Yamashita, and M. Ono, Kobunshi Ronbunshu, 33, 83 (1976).
E. H. Shacht and E. J. Goethals, Makromol. Chem., 175, 3447 (1974).
E. F. Rasvodovskii et al., J. Macromol. Sci., A8, 241 (1974).
E. H. Shacht and E. J. Goethals, Makromol. Chem., 167, 155 (1973).
S. Hashimoto and T. Yamashita, presented at the 29th Annual Meeting of the Chemical Society of Japan, April 1976; to be submitted for publication.
H. Wadsworth, J. Org. Chem., 32, 1184 (1967).
Teng-yueh Chen, H. Kato, and M. Ohta, Bull. Chem. Soc. Jpn., 40, 1964 (1967).
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Hashimoto, S., Yamashita, T. & Hino, J. Ring-Opening Polymerization of 1-Substituted Azetidine. I. Polymerization of 1-β-Cyanoethylazetidine with Cationic Initiators. Polym J 9, 19–22 (1977). https://doi.org/10.1295/polymj.9.19
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DOI: https://doi.org/10.1295/polymj.9.19