Post-polymerization modification of polymethacrylates enabled by keto–enol tautomerization
2020
We report a post-polymerization modification strategy to functionalize methacrylic copolymers through enol-ester transesterification. A new monomer, vinyl methacryloxy acetate (VMAc), containing both enol-ester and methacryloyl functionality, was successfully copolymerized with methyl methacrylate (MMA) by selective reversible addition–fragmentation chain transfer (RAFT) polymerization. Post-polymerization modification of pendent enol esters proceeded through an “irreversible” transesterification process, driven by the low nucleophilicity of the tautomerization product, to result in high conversion under mild conditions.
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