Lipase-Catalyzed Synthesis of Biobased ...
Document type :
Article dans une revue scientifique: Article original
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Title :
Lipase-Catalyzed Synthesis of Biobased Polyesters Containing Levoglucosan Units
Author(s) :
Bassut, Jonathan [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Nasr, Kifah [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Stoclet, Gregory [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
Bria, Marc [Auteur]
Centre Commun de Mesure de RMN
Raquez, Jean-Marie [Auteur]
Université de Mons / University of Mons [UMONS]
Huret, Audrey [Auteur]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
UCCS Équipe Catalyse et synthèse éco-compatible
Wojcieszak, Robert [Auteur]
UCCS Équipe Valorisation des alcanes et de la biomasse
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Zinck, Philippe [Auteur]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
UCCS Équipe Catalyse et synthèse éco-compatible
Itabaiana Junior, Ivaldo [Auteur]
Universidade Federal Fluminense [Rio de Janeiro] [UFF]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Bassut, Jonathan [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Nasr, Kifah [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Stoclet, Gregory [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
Bria, Marc [Auteur]
Centre Commun de Mesure de RMN
Raquez, Jean-Marie [Auteur]
Université de Mons / University of Mons [UMONS]
Huret, Audrey [Auteur]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
UCCS Équipe Catalyse et synthèse éco-compatible
Wojcieszak, Robert [Auteur]
UCCS Équipe Valorisation des alcanes et de la biomasse
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Zinck, Philippe [Auteur]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
UCCS Équipe Catalyse et synthèse éco-compatible
Itabaiana Junior, Ivaldo [Auteur]
Universidade Federal Fluminense [Rio de Janeiro] [UFF]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Bassut, Jonathan [Auteur]
Journal title :
ACS Sustainable Chemistry & Engineering
Abbreviated title :
ACS Sustain. Chem. Eng.
Volume number :
10
Pages :
16845–16852
Publisher :
ACS Publications
Publication date :
2022-12-19
ISSN :
2168-0485
English keyword(s) :
polymers
polymerization
lipases
levoglucosan
biomass
polymerization
lipases
levoglucosan
biomass
HAL domain(s) :
Chimie/Polymères
Chimie/Matériaux
Chimie/Catalyse
Chimie/Matériaux
Chimie/Catalyse
English abstract : [en]
Levoglucosan (LGA) is an anhydrous pyrolytic sugar that has gained increasing attention in recent years. The highest focus on the conversion of LGA and other anhydro carbohydrates obtained from cellulose aims at the ...
Show more >Levoglucosan (LGA) is an anhydrous pyrolytic sugar that has gained increasing attention in recent years. The highest focus on the conversion of LGA and other anhydro carbohydrates obtained from cellulose aims at the valorization of these molecules and their application in multiple fields such as chemical and pharmaceutical industries. LGA presents a rigid structure with three hydroxyl groups on a pyranose ring, making it a promising building block for the synthesis of bio-based thermoplastic polymers with pending OH groups as soon as a regioselective polymerization is reached. In this work, a lipase-catalyzed series of LGA-containing terpolymers were synthesized for the first time via regioselective transesterification in two-stage polymerization. LGA was reacted with diethyl adipate/sebacate and α,ω-diols to give terpolymers with up to 35% of LGA content (related to the α,ω-diol content), number-average molecular weights (Mn) of up to 7900 g·mol–1, and up to 94% yield. It was observed that the amount of LGA in the polymer structure affects the crystallinity, hydrophilicity, and melting point of the polymers. We also evaluated the effect of LGA loading and the comonomer’s size on yields, molecular weight, and the incorporation of LGA in the polymer structure. High loads of LGA lead to a decrease in the yield, but a higher molecular weight and higher extent of LGA incorporation in the polymer can be obtained.Show less >
Show more >Levoglucosan (LGA) is an anhydrous pyrolytic sugar that has gained increasing attention in recent years. The highest focus on the conversion of LGA and other anhydro carbohydrates obtained from cellulose aims at the valorization of these molecules and their application in multiple fields such as chemical and pharmaceutical industries. LGA presents a rigid structure with three hydroxyl groups on a pyranose ring, making it a promising building block for the synthesis of bio-based thermoplastic polymers with pending OH groups as soon as a regioselective polymerization is reached. In this work, a lipase-catalyzed series of LGA-containing terpolymers were synthesized for the first time via regioselective transesterification in two-stage polymerization. LGA was reacted with diethyl adipate/sebacate and α,ω-diols to give terpolymers with up to 35% of LGA content (related to the α,ω-diol content), number-average molecular weights (Mn) of up to 7900 g·mol–1, and up to 94% yield. It was observed that the amount of LGA in the polymer structure affects the crystallinity, hydrophilicity, and melting point of the polymers. We also evaluated the effect of LGA loading and the comonomer’s size on yields, molecular weight, and the incorporation of LGA in the polymer structure. High loads of LGA lead to a decrease in the yield, but a higher molecular weight and higher extent of LGA incorporation in the polymer can be obtained.Show less >
Language :
Anglais
Audience :
Internationale
Popular science :
Non
Administrative institution(s) :
Université de Lille
CNRS
Centrale Lille
ENSCL
Univ. Artois
CNRS
Centrale Lille
ENSCL
Univ. Artois
Collections :
Research team(s) :
Ingénierie des Systèmes Polymères
Catalyse et synthèse éco-compatible (CASECO)
Valorisation des alcanes et de la biomasse (VAALBIO)
Catalyse et synthèse éco-compatible (CASECO)
Valorisation des alcanes et de la biomasse (VAALBIO)
Submission date :
2023-05-04T00:34:40Z
2023-05-12T12:55:51Z
2023-11-13T19:58:40Z
2023-05-12T12:55:51Z
2023-11-13T19:58:40Z
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