K. Takenaka, Satomi Kawamoto, M. Miya
Jul 1, 2010
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Influential Citations
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Journal
Polymer International
Abstract
The presence of a bulky substituent at the 2-position of 1,3-butadiene derivatives is known to affect the polymerization behavior and microstructure of the resulting polymers. Free-radical polymerization of 2-triethoxysilyl-1,3-butadiene (1) was carried out under various conditions, and its polymerization behavior was compared with that of 2-triethoxymethyl- and other silyl-substituted butadienes. A sticky polymer of high 1,4-structure () was obtained in moderate yield by 2,2′-azobisisobutyronitrile (AIBN)-initiated polymerization. A smaller amount of Diels–Alder dimer was formed compared with the case of other silyl-substituted butadienes. The rate of polymerization (Rp) was found to be Rp = k[AIBN]0.5[1]1.2, and the overall activation energy for polymerization was determined to be 117 kJ mol−1. The monomer reactivity ratios in copolymerization with styrene were r1 = 2.65 and rst = 0.26. The glass transition temperature of the polymer of 1 was found to be −78 °C. Free-radical polymerization of 1 proceeded smoothly to give the corresponding 1,4-polydiene. The 1,4-E content of the polymer was less compared with that of poly(2-triethoxymethyl-1,3-butadiene) and poly(2-triisopropoxysilyl-1,3-butadiene) prepared under similar conditions. Copyright © 2010 Society of Chemical Industry