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Dibromomaleimide end functional polymers by RAFT polymerization without the need of protecting groups

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Robin, Mathew P., Jones, Mathew W., Haddleton, David M. and O'Reilly, Rachel K.. (2012) Dibromomaleimide end functional polymers by RAFT polymerization without the need of protecting groups. ACS Macro Letters, Vol.1 . pp. 222-226. ISSN 2161-1653

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Abstract

Polymers bearing the dibromomaleimide (DBM) group as a functional chain end have been synthesized by RAFT polymerization. A DBM functional chain transfer agent (CTA) was utilized to afford well-defined PtBA, PMA, and PTEGA, without the requirement of protecting group chemistry. It was found that RAFT polymerization of NIPAM and styrene with this CTA was severely retarded/inhibited which is ascribed to their relatively low propagation rate constants compared to acrylates. This observation is accounted for by a reversible trapping of propagating radicals by the DBM group in RAFT polymerizations using a monomer with low kp. However, further attempts to synthesize DBM-terminated PtBA and PMA by ATRP using an analogous initiator were unsuccessful, and broad PDI were observed. Furthermore, highly efficient postpolymerization functionalization of DBM-terminated PMA produced by RAFT, with the model compound thiophenol was also demonstrated.

Item Type: Journal Article
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Science > Chemistry
Library of Congress Subject Headings (LCSH): Polymerization, Polymers, Protective groups (Chemistry)
Journal or Publication Title: ACS Macro Letters
Publisher: American Chemical Society
ISSN: 2161-1653
Official Date: 2012
Dates:
DateEvent
2012Published
Volume: Vol.1
Page Range: pp. 222-226
Identification Number: 10.1021/mz200164x
Status: Peer Reviewed
Publication Status: Published
Funder: Engineering and Physical Sciences Research Council (EPSRC), University of Warwick
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URI: http://wrap.warwick.ac.uk/id/eprint/40488

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