Abstract
O-Acyl-hydroxy-L-prolines containing acetyl, butyryl, hexanoyl, dodecanoyl, and benzoyl groups were synthesized and polymerized. Acylations took place in methanesulfonic acid with anhydrides and/or acyl chlorides. It was possible to obtain N-carboxylic acid anhydrides (NCA’s) by phosgene and subsequent silver oxide-charcoal treatment from these hydroxy-L-proline derivatives. These were polymerized in various solvent systems with triethylamine as the initiator. The intrinsic viscosity of these polymers in dichloroacetic acid was found to be 0.75 to 0.23. They were characterized by IR spectra, solubility in organic solvents and film forming ability. Introduction of various acyl groups to the poly(hydroxy-L-proline)s very strongly affected these physicochemical characteristics.
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Kawasaki, T., Komai, T. Poly(O-acyl-hydroxy-L-proline) I. Synthesis and Polymerization of O-Acetyl-, Butyryl-, Hexanoyl-, Dodecanoyl-, and Benzoyl-hydroxy-L-proline. Polym J 15, 743–751 (1983). https://doi.org/10.1295/polymj.15.743
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DOI: https://doi.org/10.1295/polymj.15.743