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生物质衍生左旋葡庚糖醇的开环复分解聚合反应。

Ring-Opening Metathesis Polymerization of Biomass-Derived Levoglucosenol.

机构信息

Institute of Chemistry, University of Potsdam, Karl-Liebknecht-Straße 24-25, Potsdam, 14476, Germany.

Fraunhofer Institute of Applied Polymer Research IAP, Geiselbergstraße 69, 14476, Potsdam, Germany.

出版信息

Angew Chem Int Ed Engl. 2019 May 13;58(20):6718-6721. doi: 10.1002/anie.201814501. Epub 2019 Apr 4.

DOI:10.1002/anie.201814501
PMID:30835937
Abstract

The readily available cellulose-derived bicyclic compound levoglucosenol was polymerized through ring-opening metathesis polymerization (ROMP) to yield polylevoglucosenol as a novel type of biomass-derived thermoplastic polyacetal, which, unlike polysaccharides, contains cyclic as well as linear segments in its main chain. High-molar-mass polyacetals with apparent weight-average molar masses of up to 100 kg mol and dispersities of approximately 2 were produced despite the non-living/controlled character of the polymerization due to irreversible deactivation or termination of the catalyst/active chain ends. The resulting highly functionalized polyacetals are glassy in bulk with a glass transition temperature of around 100 °C. In analogy to polysaccharides, polylevoglucosenol degrades slowly in an acidic environment.

摘要

易得的纤维素衍生双环化合物左旋葡聚糖醇通过开环易位聚合(ROMP)聚合生成聚左旋葡聚糖醇,这是一种新型的生物质衍生热塑性聚缩醛,与多糖不同,其主链中既有环状又有线性片段。尽管聚合是非活性/可控的,但由于催化剂/活性链末端的不可逆失活或终止,仍可得到具有高达 100kg/mol 左右的表观重均分子量和约 2 的分散度的高分子量聚缩醛。所得的高度官能化的聚缩醛在本体中呈玻璃态,玻璃化转变温度约为 100°C。与多糖类似,聚左旋葡聚糖醇在酸性环境中缓慢降解。

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