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Sustainable polyesters via direct functionalization of lignocellulosic sugars

Nature chemistry, 2022-09, Vol.14 (9), p.976-984 [Peer Reviewed Journal]

The Author(s), under exclusive licence to Springer Nature Limited 2022. ;ISSN: 1755-4330 ;EISSN: 1755-4349 ;DOI: 10.1038/s41557-022-00974-5

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Title:
Sustainable polyesters via direct functionalization of lignocellulosic sugars
Author: Manker, Lorenz P ; Dick, Graham R ; Demongeot, Adrien ; Hedou, Maxime A ; Rayroud, Christèle ; Rambert, Thibault ; Jones, Marie J ; Sulaeva, Irina ; Vieli, Mariella ; Leterrier, Yves ; Potthast, Antje ; Maréchal, François ; Michaud, Véronique ; Klok, Harm-Anton ; Luterbacher, Jeremy S
Subjects: Acetals ; Biodegradation ; Biomass ; Bioplastics ; Carbohydrates ; Competitive materials ; Depolymerization ; Diesters ; Diols ; Extrusion molding ; Fractionation ; Glass transition temperature ; Glyoxylic acid ; Injection molding ; Lignocellulose ; Material properties ; Mechanical properties ; Methanolysis ; Plastics ; Polyester resins ; Polyesters ; Precursors ; Room temperature ; Sugars ; Thermoforming ; Three dimensional printing ; Water vapor
Is Part Of: Nature chemistry, 2022-09, Vol.14 (9), p.976-984
Description: The development of sustainable plastics from abundant renewable feedstocks has been limited by the complexity and efficiency of their production, as well as their lack of competitive material properties. Here we demonstrate the direct transformation of the hemicellulosic fraction of non-edible biomass into a tricyclic diester plastic precursor at 83% yield (95% from commercial xylose) during integrated plant fractionation with glyoxylic acid. Melt polycondensation of the resulting diester with a range of aliphatic diols led to amorphous polyesters (Mn = 30–60 kDa) with high glass transition temperatures (72–100 °C), tough mechanical properties (ultimate tensile strengths of 63–77 MPa, tensile moduli of 2,000–2,500 MPa and elongations at break of 50–80%) and strong gas barriers (oxygen transmission rates (100 µm) of 11–24 cc m−2 day−1 bar−1 and water vapour transmission rates (100 µm) of 25–36 g m−2 day−1) that could be processed by injection moulding, thermoforming, twin-screw extrusion and three-dimensional printing. Although standardized biodegradation studies still need to be performed, the inherently degradable nature of these materials facilitated their chemical recycling via methanolysis at 64 °C, and eventual depolymerization in room-temperature water. Functionalizing an intact carbohydrate core with acetals allows for the dramatically simplified production of a plastic precursor directly during the initial fractionation of non-edible biomass. When polymerized, the rigid and polar carbohydrate core also leads to bioplastics with competitive material and end-of life properties.
Publisher: London: Nature Publishing Group
Language: English
Identifier: ISSN: 1755-4330
EISSN: 1755-4349
DOI: 10.1038/s41557-022-00974-5
Source: ProQuest Central

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Sustainable polyesters via direct functionalization of lignocellulosic sugars

The Author(s), under exclusive licence to Springer Nature Limited 2022. ;ISSN: 1755-4330 ;EISSN: 1755-4349 ;DOI: 10.1038/s41557-022-00974-5

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