Abstract
Polymerizations of (S)- and (RS)-propylene oxides were carried out with various organotin-alkyl phosphate condensates derived from dibutyltin oxide (Bu2SnO) and tributyl phosphate (Bu3PO4) as initiators. Regioirregularity of poly((S)-(−)-propylene oxide) was studied by 13C NMR spectroscopy based on revised peak assignments. The results suggest the presence of alternating irregular units as well as isolated ones, in contrast with poly((S)-(−)-propylene oxide)s formed with ZnEt2-H2O and AlEt3-H2O-(acetylacetone), in which only isolated irregular units exist. The benzene-hexane insoluble fraction of poly((RS)-propylene oxide) initiated with Bu2SnO-Bu3PO4 (1:2) condensate, which was insoluble in a variety of organic solvents, had isotactic diad of 94% and isotactic triad of 91%. The reactivity of Bu2SnO-Bu3PO4 (1:2) condensate was higher than that of Bu2SnO-Bu3PO4 (1:4) condensate or Bu2SnO-Bu3PO4 (1:1) condensate. Among the Bu2SnO-Bu3PO4 (1:2) condensates, high molecular weight condensate showed higher reactivity than the low molecular weight one.
Similar content being viewed by others
Log in or create a free account to read this content
Gain free access to this article, as well as selected content from this journal and more on nature.com
or
References
E. J. Vandenberg, J. Polym. Sci., A-1, 7, 525 (1969).
K. E. Steller, Am. Chem. Soc. Symp. Ser., 6, 136 (1975).
A. Dworak, Makromol. Chem., Rapid Commun., 6, 665 (1985).
H. N. Cheng and D. A. Smith, J. Appl. Polym. Sci., 34, 909 (1987).
N. Oguni, K. Lee, and H. Tani, Macromolecules, 5, 819 (1972).
N. Oguni, S. Watanabe, M. Maki, and H. Tani, Macromolecules, 6, 195 (1973).
T. Uryu, H. Shimazu, and K. Matsuzaki, J. Polym. Sci., 11, 275 (1973).
M. Ishimori, K. Tsukigawa, T. Nakada, and T. Tsuruta, J. Macromol. Sci., Chem., 11, 379 (1977).
N. Oguni, S. Shinohara, and K. Lee, Polym. J., 11, 755 (1979).
H. C. W. M. Buys, H. G. J. Overmas, and J. G. Naltes, “Coordination Polymerization,” C. C. Price and E. J. Vanderberg, Ed., Plenum Publishing Corporation, New York, N.Y., 1983, pp 75–93.
T. Nakata, “Coordination Polymerization,” C. C. Price and E. J. Vandenberg, Ed., Plenum Publishing Corporation, New York, N.Y., 1983, pp 55–74.
K. Miura, T. Kitayama, K. Hatada, and T. Nakata, Polym. J., 22, 671 (1990).
T. Nakata and K. Kawamata, Osaka Soda Co., Ltd., U.S. Patent 3,773,694 (Nov. 20, 1973).
V. Schurig, J. Chromatogr., 441, 135 (1988).
E. J. Vandenberg, “Kirk-Othmer: Encyclopedia of Chemical Technology,” Vol. 8, 3rd ed, 1979, pp 568–582.
F. C. Schilling and A. E. Tonelli, Macromolecules, 19, 1337 (1986).
K. Miura, T. Kitayama, K. Hatada, and T. Nakata, Polym. J., 25, 697 (1993).
T. Iijima, Y. Sakamoto, and H. Kakiuchi, J. Polym. Sci., Polym. Chem., 26, 3189 (1988).
M. Ishimori, O. Nakasugi, N. Takeda, and T. Tsuruta, Makromol. Chem., 115, 103 (1968).
S. Inoue, T. Tsuruta, and J. Furukawa, Makromol. Chem., 79, 34 (1964).
S. Inoue, I. Tsukuma, M. Kawaguchi, and J. Furukawa, Makromol. Chem., 103, 151 (1967).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Miura, K., Kitayama, T., Hatada, K. et al. 13C NMR Study of Poly(propylene oxide)s Prepared with Organotin-Alkyl Phosphate Condensates of Various Degrees of Condensation. Polym J 25, 685–696 (1993). https://doi.org/10.1295/polymj.25.685
Issue date:
DOI: https://doi.org/10.1295/polymj.25.685