Well-controlled polymerization of 2-azidoethyl methacrylate at near room temperature and click functionalization

Authors

  • Yu Li,

    1. NYS Center for Polymer Synthesis, Department of Chemistry and Chemical Biology, Rensselaer Polytechnic Institute, Troy, New York 12180
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  • Junwei Yang,

    1. NYS Center for Polymer Synthesis, Department of Chemistry and Chemical Biology, Rensselaer Polytechnic Institute, Troy, New York 12180
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  • Brian C. Benicewicz

    Corresponding author
    1. NYS Center for Polymer Synthesis, Department of Chemistry and Chemical Biology, Rensselaer Polytechnic Institute, Troy, New York 12180
    • NYS Center for Polymer Synthesis, Department of Chemistry and Chemical Biology, Rensselaer Polytechnic Institute, Troy, New York 12180
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Abstract

A functional monomer with a pendant azide moiety, 2-azidoethyl methacrylate (AzMA), was polymerized via reversible addition-fragmentation chain transfer (RAFT) polymerization with excellent control over the molecular weight distribution (PDI = 1.05–1.15). The subsequent copper-catalyzed Huisgen 1,3-dipolar cycloadditions of phenyl acetylene with polyAzMA was achieved at room temperature with high conversion. The resulting functional polymer exhibited identical 1H NMR and IR spectra with the polymer of the same molecular structure but prepared by a prefunctionalization approach, confirming the retention of the azide side chains during the RAFT polymerization of AzMA. © 2007 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 4300–4308, 2007

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