Abstract
Methylvinylthiosilanes, (CH3)4−nSi(SCH=CH2)n (n=1—3), were first synthesized by the reaction of the corresponding methylchlorosilanes and vinylthiomagnesium bromide.All these vinylthiosilanes were found polymerizable by a radical initiator. The radical polymerization of di- and trivinylthiosilanes seemed to involve cyclopolymerization. The rate of radical homopolymerization was found to be almost independent of the number of the vinylthio group.There was no significant difference between trimethylvinylthiosilane and vinylthiocarbon compounds in radical copolymerizability. The cationic polymerization did not give high-molecular-weight products.A radical homopolymer of trimethylvinylthiosilane was converted into poly(vinyl-mercaptan) by methanolysis.
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References
S. Murahashi, S. Nozakura, and M. Sumi, J. Polym. Sci., Part B, 3, 245 (1965).
C. G. Overberger and H. Ashkenasy, J. Org. Chem., 25, 1648 (1960).
C. G. Overberger and H. Ashkenasy, J. Am. Chem. Soc., 82, 4357 (1960).
M. M. Brubaker, U.S. Patent 2378535 (1945).
C. G. Overberger, J. Am. Chem. Soc., 86, 3402 (1964).
C. W. N. Cumper, A. Melnikoff, E. F. Mooney, and A. I. Vogel, J. Chem. Soc., Sect. B, 874 (1966).
M. Furue, Dr. Sci. Thesis, Osaka University, 1969.
S. G. Matsoyan, J. Polym. Sci., 52, 189 (1961).
S. G. Matsoyan and A. A. Soakyan, Polym. Sci. USSR, 3, 921 (1961).
C. G. Overberger, Makromol. Chem., 64, 126 (1963).
T. Otsu and H. Inoue, J. Makromol. Sci., Chem., A4, 35 (1970).
W. N. Cumper, A. Melnikoff, and A. I. Vogel., J. Chem. Soc., Sect. A, 242 (1966).
C. G. Overberger, H. Biletch, and R. G. Nickerson, J. Polym. Sci., 27, 381 (1958).
C. C. Price and J. Jomlefer, J. Am. Chem. Soc., 72, 14 (1950).
L. J. Young, J. Polym. Sci., 27, 381 (1958).
C. G. Overberger, Chem. Ind. (London), 24 (1968).
H. E. Ramsden and N. J. Metuchen, U.S. Patent 2921964 (1960).
K. C. Frisch and R. B. Young, U.S. Patent 2671099 (1954).
C. Eaborn, J. Chem. Soc., 3077 (1950).
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Nozakura, Si., Yamamoto, Y. & Murahashi, S. Synthesis and Polymerization of Methylvinylthiosilanes. Polym J 5, 55–61 (1973). https://doi.org/10.1295/polymj.5.55
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DOI: https://doi.org/10.1295/polymj.5.55
