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Controlling the synthesis of degradable vinyl polymers by xanthate-mediated polymerization
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Bell, Craig A., Hedir, Guillaume, O'Reilly, Rachel K. and Dove, Andrew P. (2015) Controlling the synthesis of degradable vinyl polymers by xanthate-mediated polymerization. Polymer Chemistry, 6 (42). pp. 7447-7454. c5py01156f. doi:10.1039/c5py01156f
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Official URL: http://dx.doi.org/10.1039/C5PY01156F
Abstract
The copolymerization of vinyl acetate (VAc) and 2-methylene-1,3-dioxepane (MDO), as well as the homopolymerization of MDO in the presence of a p-methoxyphenyl xanthate chain transfer agent (CTA) is reported and comparison of the homopolymerization of MDO with other known xanthates was also investigated. In depth investigation showed loss of the xanthate functionality was a result of Z-group fragmentation leading to the formation of carbonodithioate groups, as confirmed by 13C NMR spectroscopy. The use of the xanthate with a substituted phenyl Z-group drastically reduces fragmentation through the Z-group and hence significantly increases chain-end retention during the polymerization using the RAFT/MADIX technique. Post-polymerization modification of the chain-end of poly(MDO) was achieved by in situ aminolysis and base-catalyzed Michael addition of propargyl methacrylate onto the terminal thiol to form alkyne functional poly(MDO).
| Item Type: | Journal Article | ||||||||||
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| Subjects: | Q Science > QD Chemistry | ||||||||||
| Divisions: | Faculty of Science > Chemistry | ||||||||||
| Library of Congress Subject Headings (LCSH): | Vinyl polymers, Biodegradable plastics, Polymerization | ||||||||||
| Journal or Publication Title: | Polymer Chemistry | ||||||||||
| Publisher: | Royal Society of Chemistry | ||||||||||
| ISSN: | 1759-9954 | ||||||||||
| Official Date: | 14 November 2015 | ||||||||||
| Dates: |
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| Volume: | 6 | ||||||||||
| Number: | 42 | ||||||||||
| Number of Pages: | 8 | ||||||||||
| Page Range: | pp. 7447-7454 | ||||||||||
| Article Number: | c5py01156f | ||||||||||
| DOI: | 10.1039/c5py01156f | ||||||||||
| Status: | Peer Reviewed | ||||||||||
| Publication Status: | Published | ||||||||||
| Access rights to Published version: | Open Access | ||||||||||
| Funder: | University of Warwick, BP (Firm), Royal Society (Great Britain), British Academy (BA), Engineering and Physical Sciences Research Council (EPSRC), National Health and Medical Research Council (Australia) (NHMRC) |
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