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Multiblock sequence-controlled glycopolymers via Cu(0)-LRP following efficient thiol–halogen, thiol–epoxy and CuAAC reactions

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Zhang, Qiang, Anastasaki, Athina, Li, Guang-Zhao, Haddleton, Alice J., Wilson, Paul and Haddleton, David M. (2014) Multiblock sequence-controlled glycopolymers via Cu(0)-LRP following efficient thiol–halogen, thiol–epoxy and CuAAC reactions. Polymer Chemistry, 5 (12). p. 3876. doi:10.1039/c4py00320a ISSN 1759-9954.

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Official URL: http://dx.doi.org/10.1039/C4PY00320A

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Abstract

The combination of copper(0) mediated living radical polymerization (Cu(0)-LRP) with thiol–halogen, thiol–epoxy and copper catalysed alkyne azide coupling (CuAAC) click chemistry has been employed to give a new route to multiblock sequence-controlled glycopolymers. Multiblock poly(glycidyl acrylate)-co-(acrylic acid 3-trimethylsilanyl-prop-2-ynyl ester) (poly(GA)-co-(TMSPA)) were obtained by Cu(0)-LRP in DMSO at ambient temperature via iterative monomer addition whereby the sequence of the multi blocks is attained in a designed way. Thiol–halogen and thiol–epoxy reaction of poly(GA) have been exploited, which suggested a preference for the reaction of the halogen rather than the epoxide for the thiol with triethyl amine as catalyst. The obtained multiblock poly(GA)-co-(TMSPA) were then used for sequential thiol–halogen, thiol–epoxy and CuAAC reactions to build functional glycopolymers in defined sequence.

Item Type: Journal Article
Divisions: Faculty of Science, Engineering and Medicine > Science > Chemistry
Journal or Publication Title: Polymer Chemistry
Publisher: Royal Society of Chemistry
ISSN: 1759-9954
Official Date: 21 June 2014
Dates:
DateEvent
21 June 2014Published
27 March 2014Available
26 March 2014Accepted
5 March 2014Submitted
Volume: 5
Number: 12
Page Range: p. 3876
DOI: 10.1039/c4py00320a
Status: Peer Reviewed
Publication Status: Published
Access rights to Published version: Restricted or Subscription Access

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