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Issue 48, 2019
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Copper mediated RDRP of thioacrylates and their combination with acrylates and acrylamides

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Abstract

Thioacrylates are a novel class of monomers that have been shown to be polymerisable. However, knowledge of their polymerisation behaviour in metal mediated radical polymerisation is limited, although the thioester functionality allows efficient post modifications. In this report, findings on the polymerisation of thioacrylates via SET-LRP conditions are presented. In a set of carefully monitored optimisation reactions, low conversions were observed when CuBr2 was employed, which is due to the complexation of the thioester with Cu catalyst. Nevertheless, once CuBr2 is replaced with an iron based deactivator, full conversion for the homopolymerisation of ethyl thioacrylate is achieved. In a next step, the polymerisation conditions for an ethyl thioacrylate and a methyl acrylate block copolymer are optimised. The obtained block copolymer was subjected to an amidation reaction to obtain an all-acrylic copolymer, consisting of an acrylate, a thioacrylate and an acrylamide.

Graphical abstract: Copper mediated RDRP of thioacrylates and their combination with acrylates and acrylamides

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Supplementary files

Article information


Submitted
08 Oct 2019
Accepted
13 Nov 2019
First published
13 Nov 2019

Polym. Chem., 2019,10, 6622-6629
Article type
Paper

Copper mediated RDRP of thioacrylates and their combination with acrylates and acrylamides

S. Aksakal, V. P. Beyer, R. Aksakal and C. R. Becer, Polym. Chem., 2019, 10, 6622
DOI: 10.1039/C9PY01518C

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