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Controlled radical polymerization of vinyl ketones using visible light

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Abstract

Herein we report the photoinduced electron transfer–reversible addition–fragmentation chain transfer (PET-RAFT) polymerization of a range of vinyl ketone monomers including methyl, ethyl and phenyl derivatives, using Eosin Y as an organic photoredox catalyst and visible light. The protocol is amenable to a range of conditions and facilitates controlled polymerization in the presence of air and even in the absence of catalyst. This approach is versatile and scalable as demonstrated by the multi-gram scale synthesis of poly(vinyl ketones) with increased polymerization rates being achieved upon the addition of triethylamine as a reducing agent. High chain-end fidelity was demonstrated by ESI-MS and 1H NMR with successful chain extension yielding a library of novel diblock copolymers.

Graphical abstract: Controlled radical polymerization of vinyl ketones using visible light

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Publication details

The article was received on 10 Apr 2017, accepted on 01 May 2017 and first published on 09 May 2017


Article type: Paper
DOI: 10.1039/C7PY00617A
Citation: Polym. Chem., 2017, Advance Article
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    Controlled radical polymerization of vinyl ketones using visible light

    I. Lee, E. H. Discekici, A. Anastasaki, J. R. de Alaniz and C. J. Hawker, Polym. Chem., 2017, Advance Article , DOI: 10.1039/C7PY00617A

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