Barlow, Tammie R., Brendel, Johannes C. and Perrier, Sébastien (2016) Poly(bromoethyl acrylate) : a reactive precursor for the synthesis of functional RAFT materials. Macromolecules, 49 (17). pp. 6203-6212. doi:10.1021/acs.macromol.6b00721

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Abstract

Postpolymerization modification has become a powerful tool to create a diversity of functional materials. However, simple nucleophilic substitution reactions on halogenated monomers remains relatively unexplored. Here we report the synthesis of poly(bromoethyl acrylate) (pBEA) by reversible addition–fragmentation chain transfer (RAFT) polymerization to generate a highly reactive polymer precursor for postpolymerization nucleophilic substitution. RAFT polymerization of BEA generated well-defined homopolymers and block copolymers over a range of molecular weights. The alkylbromine-containing homopolymer and block copolymer precursors were readily substituted by a range of nucleophiles in good to excellent conversion under mild and efficient reaction conditions without the need of additional catalysts. The broad range of nucleophilic species that are compatible with this postmodification strategy enables facile synthesis of complex functionalities, from permanently charged polyanions to hydrophobic polythioethers to glycopolymers.

Item Type:	Journal Article
Subjects:	Q Science > QD Chemistry
Divisions:	Faculty of Science > Chemistry
Library of Congress Subject Headings (LCSH):	Addition polymerization, Polymers, Fragmentation reactions, Acrylates
Journal or Publication Title:	Macromolecules
Publisher:	American Chemical Society
ISSN:	0024-9297
Official Date:	1 September 2016
Dates:	Date Event 1 September 2016 Published 1 September 2016 Accepted 30 June 2016 Modified 7 April 2016 Submitted
Date of first compliant deposit:	14 November 2016
Volume:	49
Number:	17
Page Range:	pp. 6203-6212
DOI:	10.1021/acs.macromol.6b00721
Status:	Peer Reviewed
Publication Status:	Published
Funder:	Royal Society (Great Britain). Wolfson Research Merit Award (RSWRMA), Monash-Warwick Alliance, Deutsche Forschungsgemeinschaft (DFG)
Grant number:	WM130055 (RSWRMA), BR 4905/1-1 (DFG)

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