Synthetic upcycling of polyacrylates through organocatalyzed post-polymerization modification† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc02574b
نویسندگان
چکیده
The direct transformation of commercially available commodity polyacrylates into value-added materials was achieved. We demonstrate how 1,5,7-triazabicyclo[4.4.0]dec-5-ene, serving as a nucleophilic catalyst, can be used to catalyze acyl substitution reactions of acrylic polymers in the presence of alcohol and amine nucleophiles. Furthermore, we found that organocatalytic transesterification exhibits high selectivity towards sterically unhindered esters, thus providing a new route towards site-selective acyl substitution of macromolecular materials. Combining this methodology with reversible-deactivation radical polymerization (RDRP) techniques such as reversible addition-fragmentation chain-transfer (RAFT) polymerization allowed for the precise functionalization of sterically-differentiated acrylic copolymers and polymeric chain ends. We envision this approach to expedite functional polymer synthesis and provide access to functional macromolecules prepared from inexpensive, hydrolytically-stable polymeric precursors.
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Shanghai Key Laboratory of Green Chemi Chemistry and Molecular Engineering, Eas Zhongshan Road, Shanghai 200062, P. R. C Center for High Pressure Science and Tech Road, Shanghai 201203, P. R. China. E-mai State Key Laboratory of Superhard Materia Changchun, Jilin 130012, P. R. China † Electronic supplementary information bond data. CCDC 1428498. For ESI and electronic format see DOI: 10.1039/c6...
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