Abstract
Racemic and (S)-propylene oxides were polymerized with a condensate of dibutyltin oxide and tributyl phosphate in the presence of a small amount of CH3OH or CD3OD, and end groups and irregular linkage in the polymers were analyzed by 1H and 2H NMR spectroscopy. Two types of methoxy group were found at the initiating end (left end) of the polymer chains, which formed through the α- and β-cleavages of the oxirane ring by the addition of methoxide anion. The terminating ends (right end) of all the polymer chains are secondary alcoholic structure. The contents of tail-to-tail linkage in the polymers were found to be only 0.5–1.5 units per chain. The results reveal that the addition of CH3O anion prefers the β-cleavage and the propagation proceeds mostly via the β-cleavage.
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References
P. E. Ebert and C. C. Price, J. Polym. Sci., 34, 157 (1959).
N. Oguni, K. Lee, and H. Tani, Macromolecules, 5, 819 (1972).
T. Iijima, Y. Sakamoto, and H. Kakiuchi, J. Polym. Sci., A, Polym. Chem., 26, 3189 (1988).
L. E. St. Pierre and C. C. Price, J. Am. Chem. Soc., 78, 3432 (1956).
C. C. Price and M. Osgan, J. Am. Chem. Soc., 78, 4787 (1956).
E. J. Vandenberg, J. Polym. Sci., A-1, 7, 525 (1969).
N. Oguni, S. Watanabe, M. Maki, and H. Tani, Macromolecules, 6, 195 (1973).
H. C. W. M. Buys, H. G. J. Overmars, and J. G. Naltes, “Coordination Polymerization,” C. C. Price and E. J. Vanderberg Ed., Plenum Publishing Corporation, New York, 1983, pp 75-93.
T. Nakata, “Coordination Polymerization,” C. C. Price and E. J. Vanderberg, Ed., Plenum Publishing Corporation, New York, 1983, pp 55-74.
U.S. Patent 3,773, 694 (Nov. 20, 1973) ( T. Nakata and K. Kawamata, Osaka Soda Co., Ltd.).
K. Miura, T. Kitayama, K. Hatada, and T. Nakata, to be published.
R. De Vos and E. J. Goethals, Polym. Bull., 15, 547 (1986).
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Miura, K., Kitayama, T., Hatada, K. et al. 1H and 2H NMR Analyses of Poly(propylene oxide) Prepared with Organotin-Alkyl Phosphate Condensate in the Presence of Methanol or Methanol-d4. Polym J 22, 671–680 (1990). https://doi.org/10.1295/polymj.22.671
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DOI: https://doi.org/10.1295/polymj.22.671
