Oxime metathesis: tuneable and versatile chemistry for dynamic networks.

Autor:	Pettazzoni L; Department of Chemistry, Sapienza Università di Roma Piazzale Aldo Moro 5 00185 Rome Italy., Ximenis M; POLYMAT University of the Basque Country UPV/EHU Joxe Mari Korta Center, Avda. Tolosa 72 20018 Donostia-San Sebastian Spain haritz.sardon@ehu.eus., Leonelli F; Department of Chemistry, Sapienza Università di Roma Piazzale Aldo Moro 5 00185 Rome Italy., Vozzolo G; POLYMAT University of the Basque Country UPV/EHU Joxe Mari Korta Center, Avda. Tolosa 72 20018 Donostia-San Sebastian Spain haritz.sardon@ehu.eus., Bodo E; Department of Chemistry, Sapienza Università di Roma Piazzale Aldo Moro 5 00185 Rome Italy., Elizalde F; POLYMAT University of the Basque Country UPV/EHU Joxe Mari Korta Center, Avda. Tolosa 72 20018 Donostia-San Sebastian Spain haritz.sardon@ehu.eus., Sardon H; POLYMAT University of the Basque Country UPV/EHU Joxe Mari Korta Center, Avda. Tolosa 72 20018 Donostia-San Sebastian Spain haritz.sardon@ehu.eus.; Department of Polymers and Advanced Materials: Physics, Chemistry and Technology, Faculty of Chemistry, University of the Basque Country. UPV/EHU Donostia-San Sebastián 20018 Spain.
Jazyk:	angličtina
Zdroj:	Chemical science [Chem Sci] 2023 Dec 29; Vol. 15 (7), pp. 2359-2364. Date of Electronic Publication: 2023 Dec 29 (Print Publication: 2024).
DOI:	10.1039/d3sc06011j
Abstrakt:	Oxime chemistry has emerged as a versatile tool for use in a wide range of applications. In particular, the combination of oximes with esters and urethanes has enabled the realisation of Covalent Adaptable Networks (CANs) with improved and tunable dynamic properties. Nevertheless, an exclusively oxime-based chemistry has not yet been explored in the fabrication of CANs. In this work, we investigate the mechanism of the acid-catalysed dynamic exchange of oximes. We propose a metathesis mechanism that is well supported by both experimental and computational studies, which highlight the importance of the substituent effect on the exchange reaction kinetics. Then, as a proof of concept, we incorporate oxime groups into a cross-linked polymeric material and demonstrate the ability of oxime-based polymers to be reprocessed under acid catalysis while maintaining their structural integrity. Competing Interests: There are no conflicts to declare. (This journal is © The Royal Society of Chemistry.)
Databáze:	MEDLINE
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