Abstract
(S)-2-Methylbutyl propenyl ether was polymerized into polymers with various stereoregularities by BF3O(C2H5)2 at low temperature. The relation between the optical activity and the stereoregularity of poly[(S)-2-methylbutyl propenyl ether], which has an asymmetric carbon in γ-position with respect to the principal chain, was studied in various solvents. The increase of the optical activity of the poly(propenyl ether) with the increase of the stereoregularity was observed in a cyclohexane solution. On the other hand, for poly[(S)-2-methylbutyl vinyl ether], which has no β-methyl group on the principal chain, the optical activity was independent of the stereoregularity. This difference between the poly (propenyl ether) and the poly (vinyl ether) is undoubtedly related to the presence of a β-methyl group on the principal chain, which makes the principal chain more rigid. These results suggest the possibility that the stereoregular poly(propenyl ether) takes a specific conformation in solution.
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Hirokawa, Y., Higashimura, T. Cationic Polymerization of (S)-2-Methylbutyl Propenyl Ether and Optical Rotatory Properties of Its Polymer in Solutino. Polym J 8, 525–530 (1976). https://doi.org/10.1295/polymj.8.525
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DOI: https://doi.org/10.1295/polymj.8.525