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Issue 1, 2014
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RAFT copolymerization of acid chloride-containing monomers

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Controlled copolymerization of acryloyl chloride (AC), methacryloyl chloride (MAC), and vinylbenzoyl chloride (VBC) with styrene via the reversible addition–fragmentation chain transfer (RAFT) process was investigated. Copolymerization was conducted in 1,4-dioxane at 60 °C using azobisisobutyronitrile as an initiator and S-1-dodecyl-S′-(R,R′-dimethyl-R′′-acetic acid) trithiocarbonate as a chain transfer agent (CTA). The reactive copolymer was obtained by precipitating in hexanes. Methyl ester analogues of the reactive polymers were obtained by precipitating in methanol for analytical purposes and their 1H nuclear magnetic resonance spectroscopy and size exclusion chromatography analyses indicated that the best control was achieved for P(S-co-VBC) produced by copolymerization of styrene and VBC. Kinetics of the copolymerization of styrene and VBC was consistent with the RAFT mechanism. Reactive block polymers consisting of the P(S-co-VBC) block were also readily prepared using a macromolecular chain transfer agent. P(S-co-VBC) was successfully functionalized by reaction with alcohols or amines to form ester or amide linkages demonstrating its utility for the postpolymerization modification approach.

Graphical abstract: RAFT copolymerization of acid chloride-containing monomers

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The article was received on 03 Jul 2013, accepted on 07 Aug 2013 and first published on 27 Aug 2013

Article type: Paper
DOI: 10.1039/C3PY00867C
Citation: Polym. Chem., 2014,5, 213-219

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    RAFT copolymerization of acid chloride-containing monomers

    M. Seo and M. A. Hillmyer, Polym. Chem., 2014, 5, 213
    DOI: 10.1039/C3PY00867C

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