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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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
Subjects:	Q Science > QD Chemistry
Divisions:	Faculty of Science, Engineering and Medicine > 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:	Date Event 14 November 2015 Published 2 September 2015 Available 29 August 2015 Accepted 23 July 2015 Submitted
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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