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Isohexide and Sorbitol-Derived, Enzymatically Synthesized Renewable Polyesters with Enhanced Tg
Liliana Gustini1,2, Cristina Lavilla1, Antxon Martínez de Ilarduya3
1Laboratory of Physical Chemistry, Eindhoven University of Technology , P.O. Box 513, 5600 MB Eindhoven, The Netherlands.
Biomacromolecules
|September 17, 2016
Summary
Sugar-based polyesters were synthesized using enzymatic catalysis. Incorporating rigid isohexide units enhanced thermal properties and coating hardness, demonstrating potential for sustainable materials.
Area of Science:
- Polymer Chemistry
- Green Chemistry
- Materials Science
Background:
- Development of sustainable polymers from renewable resources is crucial.
- Sugar-based polyesters offer potential as alternatives to petroleum-based plastics.
- Enhancing thermal and mechanical properties of bio-based polyesters is an ongoing challenge.
Purpose of the Study:
- To synthesize sugar-based polyesters using solvent-free enzymatic catalysis.
- To investigate the effect of incorporating rigid isohexide units (isomannide and isoidide) on polyester properties.
- To evaluate the performance of these polyesters in solvent-borne coatings.
Main Methods:
- Lipase-catalyzed polycondensation of sorbitol with isohexide derivatives (isomannide and isoidide dimethyl ester) under solvent-free conditions.
- Characterization of polyester thermal properties, including glass transition temperature (Tg).
- Preparation and evaluation of solvent-borne coatings by cross-linking polyester polyols with polyisocyanates.
Main Results:
- Sugar-based polyesters with pendant hydroxyl groups and rigid bicyclic isohexide units were successfully synthesized.
- Incorporation of isohexides significantly enhanced the glass transition temperature (Tg) compared to sorbitol-only polyesters.
- Polyesters derived from isoidide diester showed a more flexible character, while isomannide incorporation led to greater rigidity.
- Coatings formulated with these sugar-based polyester polyols exhibited improved hardness due to increased polyester rigidity.
Conclusions:
- Enzymatic catalysis provides a viable route for synthesizing functional sugar-based polyesters.
- Isohexide units effectively enhance the thermal stability and rigidity of the polyester backbone.
- These bio-based polyester polyols are promising building blocks for high-performance, sustainable coatings.
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