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Hydrolyzable Poly(β-Thioether Ester Ketal) Thermosets via Acyclic Ketal Monomers.

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Hydrolytically degradable poly(β-thioether ester ketal) thermosets are synthesized via radical-mediated thiol-ene photopolymerization using three novel dialkene acyclic ketal monomers and a mercaptopropionate based tetrafunctional thiol. For all thermoset compositions investigated,… Click to show full abstract

Hydrolytically degradable poly(β-thioether ester ketal) thermosets are synthesized via radical-mediated thiol-ene photopolymerization using three novel dialkene acyclic ketal monomers and a mercaptopropionate based tetrafunctional thiol. For all thermoset compositions investigated, degradation behavior is highly tunable based on the structure of the incorporated ketal and pH. Complete degradation of the thermosets is observed upon exposure to acidic and neutral pH, and under high humidity conditions. Polymer networks comprised of crosslink junctions based on acyclic dimethyl ketals degrade the quickest, whereas networks containing acyclic cyclohexyl ketals undergo hydrolytic degradation on a longer timescale. Thermomechanical analysis revealed low glass transition temperatures and moduli typical of thioether-based thermosets. This article is protected by copyright. All rights reserved.

Keywords: acyclic ketal; ester ketal; thioether ester; thioether; poly thioether; ketal thermosets

Journal Title: Macromolecular rapid communications
Year Published: 2022

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