Lipase-catalysed polycondensation of ...
Document type :
Article dans une revue scientifique: Article original
DOI :
Permalink :
Title :
Lipase-catalysed polycondensation of levulinic acid derived diol-diamide monomers: access to new poly(ester-co-amide)s
Author(s) :
Meimoun, Julie [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Bernhard, Yann [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Pelinski, Lydie [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Bousquet, Till [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Pellegrini, Sylvain [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Raquez, Jean-Marie [Auteur]
De Winter, Julien [Auteur]
Gerbaux, Pascal [Auteur]
Cazaux, Frederic [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
Tahon, Jean-Francois [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
Gaucher, Valerie [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
CHENAL, Thomas [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Huret, Audrey [Auteur]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Zinck, Philippe [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Bernhard, Yann [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Pelinski, Lydie [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Bousquet, Till [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Pellegrini, Sylvain [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Raquez, Jean-Marie [Auteur]
De Winter, Julien [Auteur]
Gerbaux, Pascal [Auteur]
Cazaux, Frederic [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
Tahon, Jean-Francois [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
Gaucher, Valerie [Auteur]
Unité Matériaux et Transformations (UMET) - UMR 8207
CHENAL, Thomas [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Huret, Audrey [Auteur]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Zinck, Philippe [Auteur]
Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181
Journal title :
Polymer Chemistry
Abbreviated title :
Polym. Chem.
Volume number :
11
Pages :
7506-7514
Publisher :
Royal Society of Chemistry (RSC)
Publication date :
2020-11-12
ISSN :
1759-9954
English keyword(s) :
Poly(ester amide)s
enzymatic-synthesis
renewable resources
polyester synthesis
polymers
polymerization
polyamides
solvent
conversion
resolution
enzymatic-synthesis
renewable resources
polyester synthesis
polymers
polymerization
polyamides
solvent
conversion
resolution
HAL domain(s) :
Chimie/Polymères
English abstract : [en]
Research toward bio-based polymers is an expanding field due to environmental concerns. A library of new aliphatic diol-diamide monomers with different chain lengths between the two amido groups was synthesized from ...
Show more >Research toward bio-based polymers is an expanding field due to environmental concerns. A library of new aliphatic diol-diamide monomers with different chain lengths between the two amido groups was synthesized from sustainable levulinic acid and various linear aliphatic diamines (C2–C10). The monomers were prepared by diacylation of the diamines followed by reduction of the ketones to alcohols. These secondary diols were successfully recognized by an enzyme and polymerised in solution through a lipase-catalysed polycondensation. Poly(ester-co-amide)s with number-average molecular weights (Mn) in the range of 1300–7200 g mol−1 were obtained, with dispersities between 1.5 and 1.8. An improvement of the Mn value was observed upon increasing the monomer chain length. The variation of the aliphatic diol allows modulating the thermal properties of the final polymers. The glass transition temperatures were found to be between −23 °C and 0 °C. The polymers containing a long aliphatic segment (C8–C10) were able to crystallize (melting temperature of 90–97 °C). TGA analyses showed that the ester linkages degrade at lower temperatures than the amide bonds. The stability of the latter was found to be higher when the number of methylene units increased from 2 (355 °C) to 10 (378 °C). This kind of biopolymer could be used as a drug delivery system or for tissue engineering applications.Show less >
Show more >Research toward bio-based polymers is an expanding field due to environmental concerns. A library of new aliphatic diol-diamide monomers with different chain lengths between the two amido groups was synthesized from sustainable levulinic acid and various linear aliphatic diamines (C2–C10). The monomers were prepared by diacylation of the diamines followed by reduction of the ketones to alcohols. These secondary diols were successfully recognized by an enzyme and polymerised in solution through a lipase-catalysed polycondensation. Poly(ester-co-amide)s with number-average molecular weights (Mn) in the range of 1300–7200 g mol−1 were obtained, with dispersities between 1.5 and 1.8. An improvement of the Mn value was observed upon increasing the monomer chain length. The variation of the aliphatic diol allows modulating the thermal properties of the final polymers. The glass transition temperatures were found to be between −23 °C and 0 °C. The polymers containing a long aliphatic segment (C8–C10) were able to crystallize (melting temperature of 90–97 °C). TGA analyses showed that the ester linkages degrade at lower temperatures than the amide bonds. The stability of the latter was found to be higher when the number of methylene units increased from 2 (355 °C) to 10 (378 °C). This kind of biopolymer could be used as a drug delivery system or for tissue engineering applications.Show less >
Language :
Anglais
Peer reviewed article :
Oui
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) :
Catalyse et synthèse éco-compatible (CASECO)
Submission date :
2021-05-21T12:58:42Z
2021-06-03T07:07:22Z
2022-06-27T14:27:11Z
2021-06-03T07:07:22Z
2022-06-27T14:27:11Z
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