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Termination of Living Anionic Polymerization of Butyl Acrylate with α‐(Chloromethyl)acrylate for End‐Functionalization and Application to the Evaluation of Monomer Reactivity
Authors:Yasuhiro Kohsaka  Shoya Ishihara  Tatsuki Kitayama
Institution:1. Faculty of Textile Science and Technology, Shinshu University, Udeda, Nagano, Japan;2. Department of Chemistry, Graduate School of Engineering Science, Osaka University, Toyonaka, Osaka, Japan
Abstract:Anionic polymerization of n‐butyl acrylate (nBA) in toluene initiated with a binary initiator, isopropyl α‐lithioisobutyrate/ethylaluminum bis(2,6‐di‐tert‐butylphenoxide) at ?60 °C, is terminated with ethyl α‐(chloromethyl)acrylate (ECMA) to afford a poly(nBA) possessing an acryloyl group at the terminal with 80% of termination efficiency. The reactivity of nBA against a polymer anion of methyl methacrylate formed under identical conditions is estimated relative to the termination with ECMA by reacting a mixture of nBA and ECMA followed by 1H NMR spectroscopic chain‐end analysis; the relative reactivity of nBA is found 80 times or more higher than ECMA.
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Keywords:α  ‐substituted acrylate  anionic polymerization  end‐functional polymer  relative reactivity  terminator
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