Abstract
Thermal oxidation of poly(1-trimethylsilylprop-1-yne) was studied by IR spectroscopy in the 20—245 °C temperature interval. In the 20—160 °C temperature range, the reaction proceeds predominantly at the C—Me group as revealed by the decrease in the intensity of the bands of the methyl group bound to the C atom and the appearance of the bands of the hydroperoxide and methylene groups. The decomposition of hydroperoxides produces aldehydes and ethers. At 160—200 °C, oxidation occurs via two routes: at the C—Me and C=C groups, while the Me3Si group remains unchanged. At 230—240 °C, the rate of the reaction occurring at the C=C bond is higher than the rates of the processes involving the MeC and Me3Si groups. The relative content of the structural units was calculated for the samples oxidized at different temperatures. Plausible mechanisms of thermal oxidation of poly(1-trimethylsilylprop-1-yne) were considered on the basis of the data obtained.
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T. Masuda, E. Isobe, T. Higashimura, and K. Takada, J. Am. Chem. Soc., 1983, 105, 7473.
A. K. Bokarev, V. V. Volkov, N. E. Kalyuzhnyi, E. G. Litvinova, V. S. Khotimskii, and Yu. P. Yampol´skii, Dokl. Akad. Nauk, 1989, 305, 117 [Dokl. Chem., 1989 (Engl. Transl.)].
Y. Fujii, Y. Fusaoka, M. Aoyama, E. Imazu, and H. Iwatani, Preprints, 6th Intern. Symp. "Synthetic Membranes in Science and Industry," DECHEMA, Frankfurt an Main, 1989, 71.
V. M. Polikarpov, E. E. Antipov, I. V. Razumovskaya, I. S. Bryantseva, E. G. Litvinova, M. V. Chirkova, Yu. M. Korolev, V. S. Khotimskii, and E. M. Antipov, Vysokomol. Soedin., Ser. A, 2002, 44, 577 [Polym. Sci., Ser. A, 2002, 44, 343 (Engl. Transl.)].
T. Masuda, B.-Z. Tang, T. Higashimura, and H. Yamaoka, Macromolecules, 1985, 18, 2369.
J. C. W. Chien, L. C. Dickinson, and X. Yang, Macromolecules, 1983, 16, 1287.
V. S. Khotimskii, M. V. Chirkova, E. G. Litvinova, A. I. Rebrov, and E. M. Antipov, Vysokomol. Soedin., Ser. ?, 2001, 43, 949 [Polym. Sci., Ser. A, 2001, 43, 577 (Engl. Transl.)].
J. C. W. Chien, E. J. Vandenberg, and H. Jabloner, J. Polym. Sci., Part A-1, 1968, 6, 381.
O. D. Shreve, M. R. Heether, H. B. Knight, and D. Swern, Anal. Chem., 1951, 23, 282.
L. J. Bellamy, The Infrared Spectra of Complex Molecules, Methuen & Co. LTD, London; J. Wiley and Sons, New York, 1954.
O. D. Shreve, M. R. Heether, H. B. Knight, and D. Swern, Anal. Chem., 1951, 23, 277.
J. H. Adams, J. Polym. Sci., Part A-1, 1970, 8, 1077.
Yu. A. Shlyapnikov, S. G. Kiryushkin, and A. P. Mar´in, Antiokislitel´naya stabilizatsiya polimerov [Antioxidative Stabilization of Polymers], Khimiya, Moscow, 1986 (in Russian).
Oxygen Compounds, Ed. J. F. Stoddart, in Comprehensive Organic Chemistry, Eds. D. Barton and W. D. Ollis, 1, Pergamon Press, Oxford-New York-Toronto-Sydney-Paris-Frankfurt, 1979.
S. B. Clough, X. F. Sun, S. K. Tripathy, and G. L. Baker, Macromolecules, 1991, 24, 4264.
J. R. Fried and D. K. Goyal, J. Polym. Sci., Part B: Polym. Phys., 1998, 36, 519.
N. M. Emanuel´ and A. L. Buchachenko, Khimicheskaya fizika molekulyarnogo razrusheniya i stabilizatsii polimerov [Chemical Physics of Molecular Destruction and Stabilization of Polymers], Nauka, Moscow, 1988, 368 pp. (in Russian).
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Khodzhaeva, V.L., Zaikin, V.G. & Khotimskii, V.S. Thermal oxidation of poly(1-trimethylsilylprop-1-yne) studied by IR spectroscopy. Russian Chemical Bulletin 52, 1333–1339 (2003). https://doi.org/10.1023/A:1024818909303
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DOI: https://doi.org/10.1023/A:1024818909303