Levoglucosenone-derived synthesis of bio-based solvents and polyesters
ABSTRACTPolyesters 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 v...
| Main Authors: | , , , , , , , , |
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| Format: | Article |
| Language: | English |
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Taylor & Francis Group
2023-01-01
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| Series: | Green Chemistry Letters and Reviews |
| Subjects: | |
| Online Access: | https://www.tandfonline.com/doi/10.1080/17518253.2022.2154573 |
| _version_ | 1827632347438120960 |
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| author | Cicely M. Warne Sami Fadlallah Adrian C. Whitwood James Sherwood Louis M. M. Mouterde Florent Allais Georg M. Guebitz Con R. McElroy Alessandro Pellis |
| author_facet | Cicely M. Warne Sami Fadlallah Adrian C. Whitwood James Sherwood Louis M. M. Mouterde Florent Allais Georg M. Guebitz Con R. McElroy Alessandro Pellis |
| author_sort | Cicely M. Warne |
| collection | DOAJ |
| description | ABSTRACTPolyesters 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. |
| first_indexed | 2024-03-09T14:34:51Z |
| format | Article |
| id | doaj.art-a219fa8d8d264c50b6b778b8ff156d91 |
| institution | Directory Open Access Journal |
| issn | 1751-8253 1751-7192 |
| language | English |
| last_indexed | 2024-03-09T14:34:51Z |
| publishDate | 2023-01-01 |
| publisher | Taylor & Francis Group |
| record_format | Article |
| series | Green Chemistry Letters and Reviews |
| spelling | doaj.art-a219fa8d8d264c50b6b778b8ff156d912023-11-27T14:52:10ZengTaylor & Francis GroupGreen Chemistry Letters and Reviews1751-82531751-71922023-01-0116110.1080/17518253.2022.2154573Levoglucosenone-derived synthesis of bio-based solvents and polyestersCicely M. Warne0Sami Fadlallah1Adrian C. Whitwood2James Sherwood3Louis M. M. Mouterde4Florent Allais5Georg M. Guebitz6Con R. McElroy7Alessandro Pellis8ACIB GmbH, Graz, AustriaURD Agro-Biotechnologies Industrielles (ABI), CEBB, AgroParisTech, Pomacle, FranceDepartment of Chemistry, University of York, York, UKDepartment of Chemistry, University of York, York, UKURD Agro-Biotechnologies Industrielles (ABI), CEBB, AgroParisTech, Pomacle, FranceURD Agro-Biotechnologies Industrielles (ABI), CEBB, AgroParisTech, Pomacle, FranceACIB GmbH, Graz, AustriaDepartment of Chemistry, University of York, York, UKACIB GmbH, Graz, AustriaABSTRACTPolyesters 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.https://www.tandfonline.com/doi/10.1080/17518253.2022.2154573Sustainable polyestersgreen solventsenzymatic catalysisgreen polymer chemistry |
| spellingShingle | Cicely M. Warne Sami Fadlallah Adrian C. Whitwood James Sherwood Louis M. M. Mouterde Florent Allais Georg M. Guebitz Con R. McElroy Alessandro Pellis Levoglucosenone-derived synthesis of bio-based solvents and polyesters Green Chemistry Letters and Reviews Sustainable polyesters green solvents enzymatic catalysis green polymer chemistry |
| title | Levoglucosenone-derived synthesis of bio-based solvents and polyesters |
| title_full | Levoglucosenone-derived synthesis of bio-based solvents and polyesters |
| title_fullStr | Levoglucosenone-derived synthesis of bio-based solvents and polyesters |
| title_full_unstemmed | Levoglucosenone-derived synthesis of bio-based solvents and polyesters |
| title_short | Levoglucosenone-derived synthesis of bio-based solvents and polyesters |
| title_sort | levoglucosenone derived synthesis of bio based solvents and polyesters |
| topic | Sustainable polyesters green solvents enzymatic catalysis green polymer chemistry |
| url | https://www.tandfonline.com/doi/10.1080/17518253.2022.2154573 |
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