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Issue 8, 2011
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Functional poly(vinylidene fluoride) copolymer membranesvia surface-initiated thiol–ene click reactions

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Abstract

Thermally induced graft copolymerization of allyl methacrylate (AMA) from ozone-preactivated poly(vinylidene fluoride) (PVDF) chains was first carried out in N-methyl-2-pyrrolidone (NMP) solution to produce the PVDF-g-PAMA copolymers. The PVDF-g-PAMA copolymers were cast, by phase inversion in an aqueous medium, into microporous membranes with enriched allyl groups on the membrane and pore surfaces. The pendant allyl groups in the PAMA side chains allowed the thiol–ene click grafting of thiol-functionalized moieties on the membrane surface. Thermally initiated thiol–ene click reaction with 3-mercaptopropionic acid (MPA) produced the PVDF-g-P[AMA-comb-MPA] membrane which exhibited a pH-responsive permeation behavior, with the most drastic change in permeation rate of the aqueous media being observed between pH 2 and 4. The PVDF-g-P[AMA-comb-DMAPS] membrane was synthesized via UV-initiated thiol–ene click reaction of 1,6-hexanedithiol (HDT) with the PVDF-g-PAMA membranes, using 2,2-dimethoxy-2-phenylacetophenone (DMPA) as the photoinitiator, followed by thiol-Michael addition reaction of the zwitterionic molecules, N,N′-dimethyl-(methylmethacryloyl ethyl) ammonium propanesulfonate (DMAPS). A significant reduction in microbial adhesion was observed on the PVDF-g-P[AMA-comb-DMAPS] membrane in a flow chamber, in comparison to the pristine hydrophobic PVDF membrane.

Graphical abstract: Functional poly(vinylidene fluoride) copolymer membranesvia surface-initiated thiol–ene click reactions

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Publication details

The article was received on 10 Mar 2011, accepted on 03 May 2011 and first published on 27 May 2011


Article type: Paper
DOI: 10.1039/C1PY00106J
Polym. Chem., 2011,2, 1849-1858

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    Functional poly(vinylidene fluoride) copolymer membranesvia surface-initiated thiol–ene click reactions

    T. Cai, R. Wang, K. G. Neoh and E. T. Kang, Polym. Chem., 2011, 2, 1849
    DOI: 10.1039/C1PY00106J

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