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通过外向氧杂降冰片烯与环状烯醇醚的交替开环易位聚合制备生物质衍生的可降解聚合物

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

作者信息

Sun Hao, Ibrahim Tarek, Ritacco Angelo, Durkee Katie

机构信息

Department of Chemistry and Chemical & Biomedical Engineering, Tagliatela College of Engineering, University of New Haven, West Haven, Connecticut 06516, United States.

出版信息

ACS Macro Lett. 2023 Dec 19;12(12):1642-1647. doi: 10.1021/acsmacrolett.3c00608. Epub 2023 Nov 20.

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.

摘要

通过开环易位聚合(ROMP)制备的可降解聚合物作为环保材料具有巨大的潜力。然而,大多数ROMP单体都来源于石油资源,与生物质相比,石油资源通常被认为可持续性较差。在此,我们提出了一种合成可降解聚合物的策略,即利用基于生物质的环状烯烃单体(包括外环氧降冰片烯和环状烯醇醚)进行交替ROMP。我们制备了一系列结构明确、具有模块化结构、玻璃化转变温度可调且分子量可控的聚(烯醇醚),证明了该方法的通用性。最重要的是,所得共聚物具有高度的交替性,使其主链在酸性条件下可完全降解。

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