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Biomass-Derived Degradable Polymers via Alternating Ring-Opening Metathesis Polymerization of Exo-Oxanorbornenes and Cyclic Enol Ethers

Hao Sun, Tarek Ibrahim, Angelo Ritacco, Katie L. Durkee

2023ACS Macro Letters14 citationsDOI

Abstract

Degradable polymers made via ring-opening metathesis polymerization (ROMP) hold tremendous promise as eco-friendly materials. However, most of the ROMP monomers are derived from petroleum resources, which are typically considered less sustainable compared to biomass. Herein, we present a synthetic strategy to degradable polymers by harnessing alternating ROMP of biomass-based cyclic olefin monomers including exo-oxanorbornenes and cyclic enol ethers. A library of well-defined poly(enol ether)s with modular structures, tunable glass transition temperatures, and controlled molecular weights was achieved, demonstrating the versatility of this approach. Most importantly, the resulting copolymers exhibit high degrees of alternation, rendering their backbones fully degradable under acidic conditions.

Topics & Concepts

ROMPRing-opening metathesis polymerisationMaterials sciencePolymerizationMonomerPolymerMetathesisCopolymerGrubbs' catalystPolymer chemistryEnolRing-opening polymerizationOrganic chemistryChemical engineeringChemistryCatalysisComposite materialEngineeringSynthetic Organic Chemistry MethodsCarbon dioxide utilization in catalysisbiodegradable polymer synthesis and properties
Biomass-Derived Degradable Polymers via Alternating Ring-Opening Metathesis Polymerization of Exo-Oxanorbornenes and Cyclic Enol Ethers | Litcius