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Synlett 2021; 32(05): 497-501
DOI: 10.1055/s-0037-1610764
DOI: 10.1055/s-0037-1610764
cluster
The Power of Transition Metals: An Unending Well-Spring of New Reactivity
Advances in Internal Plasticization of PVC: Copper-Mediated Atom-Transfer Radical Polymerization from PVC Defect Sites To Form Acrylate Graft Copolymers
We gratefully acknowledge research funding from the National Science Foundation (DMR-1404550).
Dedicated to Barry Trost: celebrating a lifetime of exploring the beauty of transition-metal catalysis in organic synthesis.
Abstract
Internally plasticized PVC copolymers were prepared by grafting PVC with butyl acrylate and 2-(2-ethoxyethoxy)ethyl acrylate by atom-transfer radical polymerization, resulting in well-behaved polymers with a wide range of glass transition temperatures (–54 °C to 54 °C). When the grafted side chains made up more than 50% of the polymer by weight, the glass transition temperatures were below 0 °C. The covalent attachment of the plasticizing grafts requires one simple procedure starting from commercial PVC, making this strategy an industrially relevant and environmentally friendly alternative to the use of conventional small-molecule plasticizers.
Key words
polyvinyl chloride - copper catalysis - atom-transfer radical polymerization - graft copolymerization - butyl acrylate - ethoxyethoxyethyl acrylateSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610764.
- Supporting Information
Publication History
Received: 07 December 2020
Accepted: 15 January 2021
Article published online:
12 February 2021
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