glycerol ether; hydroformylation; polyurethane; telomerization; Physical and Theoretical Chemistry; Polymers and Plastics; Materials Chemistry
Abstract :
[en] A new polyurethane with unsaturated pendent chains is described and chemically derivatized. By employing the palladium-catalyzed 1,3-butadiene telomerization reaction with solketal followed by a deprotection step of the ketal group using sulfonic acid resins, a diol derived from glycerol was prepared in pure form. The resulting diol was used as a comonomer and polymerized with either toluene diisocyanate (TDI) or hexamethylene diisocyanate (HMDI) under controlled conditions in DMF, yielding polyurethanes (PUs) with molecular weights ranging from 6500 to 34,000 g/mol. The study shows that the PUs' characteristics are significantly influenced by the NCO/OH ratio, catalyst loading, and reaction medium. Thermal analyses indicate that TDI-based PUs exhibit higher glass transition temperatures compared to HMDI-based PUs. Furthermore, hydroformylation reactions were performed to convert the double bonds of the PU side chains introduced thanks to the telomerization reaction into pending aldehyde groups. The newly synthesized PUs were characterized using 1H NMR and FT-IR spectroscopy, confirming the successful formation and functionalization of the polymers.
Disciplines :
Chemistry
Author, co-author :
Al Souki, Eyad; Univ. Lille, CNRS, Centrale Lille, Univ. Artois, UMR 8181—UCCS—Unité de Catalyse et Chimie du Solide, Lille, France
Meimoun, Julie; Univ. Lille, CNRS, Centrale Lille, Univ. Artois, UMR 8181—UCCS—Unité de Catalyse et Chimie du Solide, Lille, France
Drelon, Mathieu; Univ. Lille, CNRS, Centrale Lille, Univ. Artois, UMR 8181—UCCS—Unité de Catalyse et Chimie du Solide, Lille, France
Suisse, Isabelle; Univ. Lille, CNRS, Centrale Lille, Univ. Artois, UMR 8181—UCCS—Unité de Catalyse et Chimie du Solide, Lille, France
De Winter, Julien ; Université de Mons - UMONS > Faculté des Sciences > Service de Synthèse et spectrométrie de masse organiques
Zinck, Philippe; Univ. Lille, CNRS, Centrale Lille, Univ. Artois, UMR 8181—UCCS—Unité de Catalyse et Chimie du Solide, Lille, France
Sauthier, Mathieu ; Univ. Lille, CNRS, Centrale Lille, Univ. Artois, UMR 8181—UCCS—Unité de Catalyse et Chimie du Solide, Lille, France
Language :
English
Title :
Synthesis and Post-Functionalization of New Polyurethanes From Glycerol Monoether
S836 - Synthèse et spectrométrie de masse organiques
Research institute :
Matériaux
Funders :
Centre National de la Recherche Scientifique
Funding text :
We acknowledge the Minist\u00E8re de l'Enseignement Sup\u00E9rieur de la Recherche et de l'Innovation and the Centre National de la Recherche Scientifique for their financial support, the MONOPOLE project from R\u00E9gion Hauts\u2010de\u2010France (STIMuLE Partenariat) for E. Al Souki's fellowship, as well as C\u00E9line Delabre for the GC analyses and Aur\u00E9lie Malfait for SEC analyses.This work was supported by the state as part of the \u201CProgramme d'Investissement d'Avenir\u201D under reference ANR 15\u2010CE07\u20100018\u201001 H2CAT, Minist\u00E8re de l'Enseignement Sup\u00E9rieur de la Recherche et de l'Innovation, and Centre National de la Recherche Scientifique. Funding:
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