Reversible addition–fragmentation chain transfer polymerization of 2-chloro-1,3-butadiene

Pullan, Nikki, Liu, Max and Topham, Paul D. (2013). Reversible addition–fragmentation chain transfer polymerization of 2-chloro-1,3-butadiene. Polymer Chemistry, 4 (7), pp. 2272-2277.

Abstract

Controlled polymerization of 2-chloro-1,3-butadiene using reversible addition–fragmentation chain transfer (RAFT) polymerization has been demonstrated for the first time. 2-Chloro-1,3-butadiene, more commonly known as chloroprene, has significant industrial relevance as a crosslinked rubber, with uses ranging from adhesives to integral automotive components. However, problems surrounding the inherent toxicity of the lifecycle of the thiourea-vulcanized rubber have led to the need for control over the synthesis of poly(2-chloro-1,3-butadiene). To this end, four chain transfer agents in two different solvents have been trialed and the kinetics are discussed. 2-Cyano-2-propylbenzodithioate (CPD) is shown to polymerize 2-chloro-1,3-butadiene in THF, using AIBN as an initiator, with complete control over the target molecular weight, producing polymers with low polydispersities (Mw/Mn < 1.25 in all cases).

Publication DOI: https://doi.org/10.1039/C3PY21151G
Divisions: Engineering & Applied Sciences > Chemical Engineering & Applied Chemistry
Additional Information: Creative Commons attribution Funding: Pera Technology, the European Commission and the EPSRC (Robinson Brothers Ltd). and through funding as part of the Framework Programme 7 SafeRubber project (243756). Electronic supplementary information (ESI) available: Scheme showing CB synthesis, GPC traces taken periodically throughout each RAFT polymerization and spectral data for PCB synthesized using CPD CTA. See DOI: 10.1039/c3py21151g
Uncontrolled Keywords: Polymers and Plastics,Organic Chemistry,Biochemistry,Biomedical Engineering,Bioengineering
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Published Date: 2013-04-07
Authors: Pullan, Nikki
Liu, Max
Topham, Paul D. ( 0000-0003-4152-6976)

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