Ring-opening metathesis polymerization of biomass-derived levoglucosenol
- 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 100kgmol(-1) 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 degrees C. In analogy to polysaccharides, polylevoglucosenol degrades slowly in an acidic environment.
Author details: | Tapas DebsharmaORCiDGND, Felix Nicolas BehrendtORCiDGND, Andre LaschewskyORCiDGND, Helmut SchlaadORCiDGND |
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DOI: | https://doi.org/10.1002/anie.201814501 |
ISSN: | 1433-7851 |
ISSN: | 1521-3773 |
Pubmed ID: | https://pubmed.ncbi.nlm.nih.gov/30835937 |
Title of parent work (English): | Angewandte Chemie : a journal of the Gesellschaft Deutscher Chemiker |
Publisher: | Wiley-VCH |
Place of publishing: | Weinheim |
Publication type: | Article |
Language: | English |
Date of first publication: | 2019/03/05 |
Publication year: | 2019 |
Release date: | 2021/02/08 |
Tag: | degradable polymers; metathesis; ring-opening polymerization; sustainable chemistry; thermoplastics |
Volume: | 58 |
Issue: | 20 |
Number of pages: | 4 |
First page: | 6718 |
Last Page: | 6721 |
Funding institution: | Potsdam Graduate School (PoGS); University of Potsdam |
Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
DDC classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
Peer review: | Referiert |