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Published on: June 9, 2023
A Methoxyamine-Protecting Group for Organic Radical Battery Materials-An Alternative Approach
Kai-Anders Hansen1, Lewis C Chambers1, Matthias Eing1,2
1Soft Matter Materials Laboratory, Centre for Materials Science, School of Chemistry and Physics, Queensland University of Technology (QUT), 2 George Street, Brisbane, QLD, 4000, Australia.
Abstract:
An alternative synthetic route towards the widely employed electroactive poly(TEMPO methacrylate) (PTMA) via a thermally robust methoxyamine-protecting group is demonstrated herein. Protection of the radical moiety of hydroxy-TEMPO with a methyl functionality and subsequent esterification with methacrylic anhydride allows the high-yielding formation of the novel monomer methyl-TEMPO methacrylate (MTMA). The polymerization of MTMA to poly(MTMA) (PMTMA) is investigated via free radical polymerization and reversible addition-fragmentation chain-transfer polymerization (RAFT), a reversible-deactivation radical polymerization technique. Cleavage of the temperature-stable methoxyamine functionality by oxidative treatment of PMTMA with meta-chloroperbenzoic acid (mCPBA) releases the electroactive PTMA. The redox activity of PTMA was confirmed by cyclic voltammetry in lithium-ion coin cells.
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