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Simulation of the Degradation of Cyclic Ketene Acetal and Vinyl-Based Copolymers Synthesized via a Radical Process: Influence of the Reactivity Ratios on the Degradability Properties

Didier Gigmes 1 Paul H. M. van Steenberge 2 Didier Siri 1 Dagmar R. d'Hooge 3 Yohann Guillaneuf 1 Catherine Lefay 1
1 ICR - Institut de Chimie Radicalaire
2 Ghent University Hospital
3 UGENT - Universiteit Gent = Ghent University [Belgium]
Abstract : The radical copolymerization of vinyl and cyclic ketene acetal (CKA) monomers is a promising way to prepare degradable vinyl polymers. The reactivity of the comonomer pair is known to be dependent of the vinyl monomer structure that requires to play with experimental conditions (feed ratio, overall monomer conversion, etc.) to target a desired cumulative (average) copolymer composition. Even if the materials are completely degradable, there is no information about the homogeneity of the degraded products. This theoretical study, using kinetic Monte Carlo simulations, allows simulating degradation at the molecular level. It is shown that disparate reactivity ratios (styrene/CKA, etc.) and also a composition drift at high conversion can lead to an inhomogeneous degraded product compared to systems with similar reactivity ratios (vinyl ether/CKA, etc.). The use of reversible deactivation radical polymerization techniques does not influence the final degraded prod ucts and is only useful for the design of advanced macromolecular architectures before degradation.
Keywords : 2-methylene-1 3-dioxepane biomedical applications caprolactone chemistry cyclic ketene acetal degradable polymers kinetic Monte Carlo simulation limitations model-based design polyesters polymers radical ring-opening polymerization reactivity ratio ring-opening polymerization
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https://hal-amu.archives-ouvertes.fr/hal-02091853
Contributor : Didier Gigmes Connect in order to contact the contributor
Submitted on : Saturday, April 6, 2019 - 5:15:42 PM
Last modification on : Tuesday, January 4, 2022 - 5:04:57 AM

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Didier Gigmes, Paul H. M. van Steenberge, Didier Siri, Dagmar R. d'Hooge, Yohann Guillaneuf, et al.. Simulation of the Degradation of Cyclic Ketene Acetal and Vinyl-Based Copolymers Synthesized via a Radical Process: Influence of the Reactivity Ratios on the Degradability Properties. Macromolecular Rapid Communications, Wiley-VCH Verlag, 2018, 39 (19), pp.1800193. ⟨10.1002/marc.201800193⟩. ⟨hal-02091853⟩

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