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Highly Reactive Cyclic Carbonates with a Fused Ring toward Functionalizable and Recyclable Polycarbonates

Wei Zhang, Jiang Dai, Yan‐Chen Wu, Jia-Xuan Chen, Si‐Yi Shan, Zhongzheng Cai, Jian‐Bo Zhu

2022ACS Macro Letters118 citationsDOI

Abstract

Monomer design plays an important role in the development of polymers with desired thermal properties and chemical recyclability. Here we prepared a class of seven-membered ring carbonates containing trans-cyclohexyl fused rings. These monomers showed excellent activity for ring-opening polymerization (ROP) with turnover frequency (TOF) up to 6 × 105 h–1 and catalyst loading down to 50 ppm, which yielded high-molecular-weight polycarbonates (Mn up to 673 kg/mol) with great thermostability (Td > 300 °C). Ultimately, the resulting polycarbonates can completely depolymerize into their corresponding cyclic dimers that can repolymerize to synthesize the starting polymers in moderate yields, demonstrating a potential route to achieve chemical recycling. Postfunctionalization of the unsaturated polycarbonate was conducted through cross-linking reaction and “click” reaction under UV irradiation.

Topics & Concepts

PolycarbonateMonomerThermostabilityPolymerPolymerizationPolymer chemistryRing (chemistry)Materials scienceMaleimideRing-opening polymerizationCatalysisChemical engineeringChemistryOrganic chemistryComposite materialEngineeringEnzymebiodegradable polymer synthesis and propertiesCarbon dioxide utilization in catalysisAdvanced Polymer Synthesis and Characterization
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