Synthesis of hyperbranched degradable polymers by atom transfer radical (Co)polymerization of inimers with ester or disulfide groups

Authors

  • Nicolay V. Tsarevsky,

    1. Department of Chemistry, Carnegie Mellon University, 4400 Fifth Avenue, Pittsburgh, Pennsylvania 15213
    Current affiliation:
    1. ATRP Solutions, Inc., 166 N. Dithridge Street, Suite G4, Pittsburgh, Pennsylvania 15213
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  • Jinyu Huang,

    1. Department of Chemistry, Carnegie Mellon University, 4400 Fifth Avenue, Pittsburgh, Pennsylvania 15213
    Current affiliation:
    1. Ciba Vision, 11460 Johns Creek Parkway, Duluth, Georgia 30097
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  • Krzysztof Matyjaszewski

    Corresponding author
    1. Department of Chemistry, Carnegie Mellon University, 4400 Fifth Avenue, Pittsburgh, Pennsylvania 15213
    • Department of Chemistry, Carnegie Mellon University, Pittsburgh, Pennsylvania 15213
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Abstract

Degradable hyperbranched polymers with multiple alkyl halide chain ends were synthesized by the atom transfer radical polymerization of inimers containing ester (2-(2′-bromopropionyloxy)ethyl acrylate) or disulfide (2-(2′-bromoisobutyryloxy)ethyl 2′′-methacryloyloxyethyl disulfide) groups. Both the homo- and copolymerizations (with styrene in the former case and methyl methacrylate in the latter) were studied. The hyperbranched polymers derived from the ester-type inimer were hydrolytically degradable under basic conditions, whereas those derived from the disulfide-containing inimer could be efficiently degraded in the presence of reducing agents such as tributylphosphine. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2009

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