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Syndiotactic‐specific radical polymerization of N‐isopropylacrylamide in toluene at low temperatures in the presence of silyl alcohols
Authors:Tomohiro Hirano  Takahiro Kamikubo  Koichi Ute
Affiliation:Department of Chemical Science and Technology, Institute of Technology and Science, University of Tokushima, 2‐1 Minamijosanjima, Tokushima 770‐8506, Japan
Abstract:The radical polymerization of N‐isopropylacrylamide was carried out in toluene at low temperatures in the presence of silyl alcohols, such as triethylsilanol. Poly(N‐isopropylacrylamide) with a racemo dyad content of 75% was obtained at ? 80 °C with a 4:1 triethylsilanol to monomer ratio loading. NMR analysis suggests that the mechanism for syndiotactic induction, in the presence of silyl alcohols, may be similar to that observed with alkyl alcohols. In this case, a 1:2 complex formation, via hydrogen bonding interactions, leads to the induction of syndiotactic specificity. Copyright © 2012 Society of Chemical Industry
Keywords:hydrogen bonding  N‐isopropylacrylamide  radical polymerization  stereospecific polymerization  syndiotactic
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