Levoglucosenone-derived synthesis of bio-based solvents and polyesters

Warne, Cicely M., Fadlallah, Sami, Whitwood, Adrian C. , Sherwood, James, Mouterde, Louis M. M., Allais, Florent, Guebitz, Georg M., McElroy, Con and Pellis, Alessandro (2023) Levoglucosenone-derived synthesis of bio-based solvents and polyesters. Green Chemistry Letters and Reviews, 16 (1). ISSN 1751-8253

Full content URL: https://doi.org/10.1080/17518253.2022.2154573

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Item Type:Article
Item Status:Live Archive


Polyesters are important materials with a wide range of applications, but there has been increasing concern over their sustainability. One example is the need for safer, bio-derived solvents to replace those currently in use for the polymer’s synthesis and processing. In this work, several variants of the bio-based cellulose/levoglucosenone derived solvent Cyrene, namely the ketal derivatives dioxolane Cygnet, dioxane Cygnet and dioxepane Cygnet were synthesized and tested as media for enzymatic polycondensation reactions using bio-based building blocks. Dioxolane Cygnet and dioxepane Cygnet were found to be suitable solvents for enzymatic polycondensation reactions, with dioxolane Cygnet being the preferred solvent, yielding polymers with a Mn >22 kDa. In addition, these solvents were tested in the biocatalyzed synthesis of levoglucosenone-based polyesters. The alternative solvents gave superior yields to those previously observed, demonstrating the versatility of these solvents in enzymatic polycondensation reactions, representing the first synthetic polymer-solvent system fully derived from cellulose.

Keywords:Sustainable polyesters, green solvents, enzymatic catalysis, green polymer chemistry
Subjects:F Physical Sciences > F100 Chemistry
Divisions:College of Science > School of Chemistry
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ID Code:54717
Deposited On:30 May 2023 15:28

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