ArticleACS macro letters2023
Radical Ring Opening Polymerization of Cyclic Ketene Acetals Derived From d-Glucal.
Article in ACS macro letters, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed.
- Poly(vinyl butyral)-Like Polymers by the Radical Copolymerization of Vinyl Acetate and Glycerol-Derived Vinyl Ethers with Cyclic Acetal Substituents.Biomacromolecules · 2026Article
- Design of a Chitinase-Responsive, Depolymerizable Petroleum-Derived Polymer for Circular and Antifouling Materials.ACS applied polymer materials · 2026Article
- Degradable Vinyl-Based Polymers by Radical Ring-Opening Polymerization: A User Guide.ACS polymers Au · 2026Article
- Nanoprecipitation and Drug Delivery with PMTC: Toward Biomedical Application of Polyesters from Radical Ring-Opening Polymerization.Macromolecular bioscience · 2026Article
- Butyl Acrylate/2-Methylene-1,3-Dioxepane/Vinyl Acetate Emulsion Terpolymerization: Incorporating Backbone Degradable Linkages into Adhesive Applications.ChemSusChem · 2025Article
- Polysulfones Prepared by Radical Ring-Opening Polymerization of Cyclic Sulfolane Derivatives: Density Functional Theory Calculations, Synthesis, Structure, and Polymer Reactions.Materials (Basel, Switzerland) · 2025Article
Corrections and comments
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Authors and funding
4 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
A cyclic ketene acetal (CKA) derived from d-glucal was synthesized, and its polymerization using free radicals has been investigated. NMR analysis of the resulting polymers revealed the formation of polyacetal-polyester copolymers, with up to 78% of ester linkages formed by radical ring-opening polymerization (rROP). Conversely, the polymerization of the monomer-saturated analogue only produced acetal linkages, demonstrating that the alkene functionality within the d-glucal pyranose ring is essential to promote ring-opening and ester formation, likely via the stabilization of an allyl radical. The thermal properties of the polymers were linked to the ratio of the ester and acetal linkages. Copolymerization with methyl methacrylate (MMA) afforded statistically PMMA-rich copolymers (66-98%) with linkages prone to hydrolytic degradation and decreased glass-transition temperatures. The retention of the pseudoglucal alkene function offers opportunities to functionalize further these bioderived (co)polymers.
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Registered trials
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