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High T(g) bio-based aliphatic polyesters from bicyclic D-mannitol.

Cristina Lavilla¹, Abdelilah Alla, Antxon Martínez de Ilarduya

¹Departament d'Enginyeria Química, Universitat Politècnica de Catalunya, ETSEIB, Diagonal 647, 08028 Barcelona, Spain.

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Summary

A novel bio-based polyester derived from 2,4:3,5-di-O-methylene-d-mannitol (Manx) offers enhanced stiffness and biodegradability. This new polyester exhibits high thermal stability and tunable properties, making it suitable for demanding applications.

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Area of Science:

Polymer Chemistry
Materials Science
Biotechnology

Background:

2,4:3,5-di-O-methylene-d-mannitol (Manx) is a carbohydrate-derived diol.
Manx offers advantages over isosorbide in polyester synthesis, including higher reactivity and stereoregular polymer production.
Bio-based polymers are increasingly important for sustainable materials.

Purpose of the Study:

To synthesize and characterize novel aliphatic polyesters using Manx.
To investigate the properties of Manx-based homopolyesters (PManxS) and copolyesters (PBxManxyS).
To evaluate the biodegradability and mechanical properties of these new polyesters.

Main Methods:

Polycondensation in the melt using dimethyl succinate and Manx.
Synthesis of a homopolyester (PManxS) and random copolyesters (PBxManxyS) with 1,4-butanediol.
Characterization of thermal stability, glass transition temperature (Tg), elastic modulus, and enzymatic degradation.

Main Results:

A fully bio-based homopolyester (PManxS) with high thermal stability, Tg of 68 °C, and high elastic modulus was synthesized.
Random copolyesters (PBxManxyS) with tunable Tg values (-29 to +51 °C) were produced.
PManxS showed enhanced sensitivity to lipases, and PBxManxyS degraded faster than PBS, indicating good biodegradability.

Conclusions:

Manx is a promising monomer for creating stiff, high-performance, and biodegradable aliphatic polyesters.
The synthesized polyesters offer a tunable range of properties for various applications.
These bio-based polyesters represent a sustainable alternative to conventional plastics.