Epimerization and chain scission of polylactides in the presence of an organic base, TBD
| Autor: | Jean-Marie Raquez, Marc Bria, Nicolas Merle, Julien De Winter, Audrey Favrelle-Huret, Rosica Mincheva, Philippe Zinck, Julie Meimoun, Grégory Stoclet |
|---|---|
| Přispěvatelé: | Université de Lille, CNRS, Centrale Lille, ENSCL, Univ. Artois, Unité de Catalyse et Chimie du Solide - UMR 8181 [UCCS], Unité Matériaux et Transformations - UMR 8207 [UMET], Unité de Catalyse et Chimie du Solide - UMR 8181 (UCCS), Centrale Lille Institut (CLIL)-Université d'Artois (UA)-Centrale Lille-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Lille, Unité Matériaux et Transformations - UMR 8207 (UMET), Institut de Chimie du CNRS (INC)-Université de Lille-Centre National de la Recherche Scientifique (CNRS)-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE)-Centrale Lille Institut (CLIL), Université de Mons (UMons), Centre d'Innovation et de Recherche en Matériaux Polymères (CIRMAP), Université d'Artois (UA)-Centrale Lille-Institut de Chimie du CNRS (INC)-Université de Lille-Centre National de la Recherche Scientifique (CNRS), Centrale Lille-Institut de Chimie du CNRS (INC)-Université de Lille-Centre National de la Recherche Scientifique (CNRS)-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE) |
| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
Polymers and Plastics
Racemization Infrared spectroscopy 02 engineering and technology 010402 general chemistry Polylactide 01 natural sciences chemistry.chemical_compound Nucleophile Epimerization Polymer chemistry Materials Chemistry chemistry.chemical_classification Plastic recycling Lactide Chain scission Organocatalysis Polymer 021001 nanoscience & nanotechnology Condensed Matter Physics MALDI-TOF Mass Spectrometry Toluene 0104 chemical sciences [CHIM.POLY]Chemical Sciences/Polymers chemistry Mechanics of Materials Epimer 0210 nano-technology |
| Zdroj: | Polymer Degradation and Stability Polymer Degradation and Stability, Elsevier, 2020, 181, pp.109188. ⟨10.1016/j.polymdegradstab.2020.109188⟩ Polymer Degradation and Stability, 2020, 181, pp.109188. ⟨10.1016/j.polymdegradstab.2020.109188⟩ |
| ISSN: | 0141-3910 1873-2321 |
| DOI: | 10.1016/j.polymdegradstab.2020.109188⟩ |
| Popis: | The epimerization of polylactide is reported in the presence of 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) at 105°C in toluene. The extent of the reaction depends on the amount of TBD introduced and the reaction time. Up to ca. 46% D units can be formed starting from poly(L-lactide) in the presence of 5 mol% TBD. The epimerization rate is slightly higher for D-stereoisomers vs. L-stereoisomers. From the decrease of the number-average molecular weight observed, a concomitant chain scission reaction is observed. A possible mechanism based on a nucleophilic attack of TBD is proposed based on NMR analyses, notably DOSY, MALDI ToF mass spectrometry and IR spectroscopy. The implications of the work in the field of polymer synthesis and chemical recycling of polylactide are discussed. 181;109188 |
| Databáze: | OpenAIRE |
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