Controlling the synthesis of degradable vinyl polymers by xanthate-mediated polymerization

Craig A. Bell, Guillaume G. Hedir, Rachel K. O'Reilly, Andrew P. Dove

Research output: Contribution to journalArticlepeer-review

26 Citations (Scopus)
100 Downloads (Pure)


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).
Original languageEnglish
Pages (from-to)7447-7454
Number of pages8
JournalPolymer Chemistry
Issue number42
Early online date2 Sept 2015
Publication statusPublished - 14 Nov 2015


Dive into the research topics of 'Controlling the synthesis of degradable vinyl polymers by xanthate-mediated polymerization'. Together they form a unique fingerprint.

Cite this