Abstract
Uncross- and cross-linked polyoxetanes having a pendant hydrophilic primary amino group at the terminal of the –CH2O(CH2−)n−− spacers, where n=4 and 6, were prepared. Their prepolymers were obtained by the BF3-initiated cationic ring-opening polymerization of oxetanes having the corresponding pendant phthalimido group at the C-3 position of the oxetane ring. In this polymerization a bisoxetane or an oxetane having the hydrophobic pendant was used as a cross-linking agent or a comonomer modifying the degree of hydrophilicity. The pendant phthalimide of the prepolymers was reduced with hydrazine in ethanol at 40°C to give the pendant amine of the product polymers. The characterization of the phthalimide- and amine-containing polyoxetanes was also performed to know their structures and qualities. The analogous oxetane with the phthalimidomethyl pendant at the C-3 position gave a tricyclic product via an intramolecular nucleophilic attack of the phthalimido oxygen atom on the methylene carbon atom of the oxetane ring.
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Motoi, M., Sekizawa, S., Asakura, K. et al. Preparation and Characterization of Polyoxetane Resins Having a Primary Amino Group at the Side Chain-End through Moderately Long Spacer Arms. Polym J 25, 1283–1294 (1993). https://doi.org/10.1295/polymj.25.1283
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DOI: https://doi.org/10.1295/polymj.25.1283