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Reversible addition–fragmentation chain transfer polymerization of alkyl‐2‐cyanoacrylates: An assessment of livingness
Authors:Cormac Duffy  Marisa Phelan  Per B Zetterlund  Fawaz Aldabbagh
Institution:1. School of Chemistry, National University of Ireland Galway, Galway, Ireland;2. Henkel Ireland Operations & Research Limited, Whitestown, Dublin, Ireland;3. Centre for Advanced Macromolecular Design (CAMD), School of Chemical Engineering, The University of New South Wales, Sydney, NSW, Australia
Abstract:Alkyl 2‐cyanoacrylates (CAs) are primarily used as instant adhesives, including those sold under the Loctite brand. The adhesive action can be inhibited with acid stabilizers allowing radical polymerization to be employed. The following article details the first attempted controlled/living radical polymerization of alkyl CAs: Reversible addition fragmentation chain transfer (RAFT) polymerization mediated by a poly(methyl methacrylate) dithiobenzoate macroRAFT agent for three different CA monomers (ethyl 2‐cyanoacrylate, n‐butyl 2‐cyanoacrylate, and 2‐phenylethyl cyanoacrylate) allowed the preparation of the first block copolymers of this challenging but commercially important monomer class. Nevertheless, GPC with UV detection indicated significant loss of the RAFT end‐group for all three CAs limiting control/living character. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017 , 55, 1397–1408
Keywords:adhesives  block copolymers  living polymerization  macroRAFT  UV‐vis spectroscopy
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