Synthesis of Michael Acceptor Ionomers of Poly(4-Sulfonated Styrene-co-Poly(ethylene Glycol) Methyl Ether Acrylate)

Steevens N. S. Alconcel; Gregory N. Grover; Nicholas M. Matsumoto; Heather D. Maynard

doi:10.1071/CH09398

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Synthesis of Michael Acceptor Ionomers of Poly(4-Sulfonated Styrene-co-Poly(ethylene Glycol) Methyl Ether Acrylate)

Steevens N. S. Alconcel ^A , Gregory N. Grover ^A , Nicholas M. Matsumoto ^A and Heather D. Maynard ^A ^B

+ Author Affiliations

- Author Affiliations

^A Department of Chemistry and Biochemistry and California NanoSystems Institute, University of California, Los Angeles, 607 Charles E. Young Drive South, Los Angeles, CA 90095-1569, USA.

^B Corresponding author. Email: maynard@chem.ucla.edu

Australian Journal of Chemistry 62(11) 1496-1500 https://doi.org/10.1071/CH09398
Submitted: 22 July 2009 Accepted: 27 October 2009 Published: 20 November 2009

Abstract

Ionomers containing sodium 4-styrene sulfonate (4SS) and poly(ethylene glycol) methyl ether acrylate (PEGA) were synthesized by reversible addition–fragmentation chain transfer (RAFT) polymerization. The polymerization was mediated by 1-phenylethyl dithiobenzoate chain transfer agent in a dimethylformamide/water solvent system. Well-defined copolymers of pPEGA-co-4SS were produced with molecular weights ranging from 10 to 40 kDa and polydispersity indices of 1.06–1.18 by gel permeation chromatography against monodisperse poly(methyl methacrylate) standards. After polymerization, the dithioester was reduced and trapped in situ with divinyl sulfone to produce a well-defined, semitelechelic pPEGA-co-4SS Michael acceptor polymer. UV-visible, infrared, and ¹H NMR spectroscopy confirmed that the integrity of the polymer backbone was maintained and that the vinyl sulfone was successfully incorporated at the chain end.

This research was funded by the National Science Foundation (CHE-0809832). S.N.S.A. thanks the NIH sponsored Chemistry and Biology Interface (CBI) Training Program. G.N.G. thanks the Christopher S. Foote Graduate Research Fellowship in Organic Chemistry and the NIH Biotechnology Training Grant. N.M.M. thanks the UC LEADS program. H.D.M. thanks the Alfred P. Sloan Foundation for additional funding.

References

Synthesis of Michael Acceptor Ionomers of Poly(4-Sulfonated Styrene-co-Poly(ethylene Glycol) Methyl Ether Acrylate)

Abstract

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