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Published on: February 5, 2020
Sugar-Based Polyesters: From Glux-Diol Synthesis to Its Enzymatic Polymerization
Federico Acciaretti1, Andrea Pasquale2, Giacomo Lombardo2
1Department of Biotechnology and Biosciences, University of Milano-Bicocca, Piazza della Scienza 2, Milano I-20126, Italy.
Researchers synthesized a novel sugar-based monomer, glux-diol, and polymerized it into biobased polyesters using enzymatic catalysis. These sustainable materials show excellent thermal stability, offering a promising alternative to conventional plastics.
Area of Science:
- Green Chemistry
- Polymer Science
- Biocatalysis
Background:
- Developing sustainable polymers from renewable resources is crucial for reducing environmental impact.
- Sugar derivatives offer a promising platform for creating novel biobased materials.
- Efficient synthesis and purification of monomers are key challenges in biobased polymer production.
Purpose of the Study:
- To detail the synthesis of 2,4:3,5-di-O-methylene-d-glucitol (glux-diol) from d-glucono-1,5-lactone.
- To explore the biocatalytic polymerization of glux-diol with various diesters to produce biobased polyesters.
- To characterize the properties, particularly thermal stability, of the resulting polyesters.
Main Methods:
- Synthesis of glux-diol involving protection with paraformaldehyde, Fischer esterification, and LiAlH4 reduction.
- Development of a new purification method to remove inorganic salt byproducts.
- Enzymatic copolymerization using Candida antarctica lipase B in a green solvent (Cygnet 2.0).
Main Results:
- Successfully synthesized and purified glux-diol, a bicyclic acetal derivative of d-glucose.
- Produced biobased polyesters with number-average molecular weights (Mn) ranging from 900 to 2200 g mol-1.
- Achieved high thermal stabilities for the polyesters, between 391 °C and 419 °C.
Conclusions:
- The integrated approach of sugar functionalization and biocatalysis provides an efficient route to novel biobased polyesters.
- The synthesized polyesters exhibit excellent thermal properties, making them suitable for various applications.
- This work presents a sustainable pathway for producing high-performance polymers from renewable resources.
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