International audienc

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Highly reactive (bis) 6-membered cyclic carbonates (b6CC) were prepared from fatty acid derivatives. Isocyanate free poly(hydroxyurethane)s were then synthesized and characterized.

Novel fatty acid-based bis 5-membered carbonates for a non-isocyante route to polyurethanes.

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-This manuscript is dedicated to the literature on vegetable oil-based polyurethanes via the isocyanate/alcohol route. A lot of efforts have been made to replace petroleum-based resources. Among renewable resources, vegetable oils present various advantages going from their availability to the large range of possible chemical modifications they permit. Firstly, the vegetable oil chemical composition and the main commercially available vegetable oil precursors are exposed. Concerning vegetable oils-based polyurethanes, research groups first focused on cross-linked systems directly from triglycerides then on thermoplastic ones from fatty acids or fatty acid methyl esters. This manuscript focuses on thermoplastic PUs and underlines the literature about the introduction of hydroxyl groups and isocyanate functions onto triglycerides and fatty acid derivatives. Besides, in a view to the isocyanate/alcohol approach, vegetable oil-based thermoplastic PUs and corresponding diols and diisocyanates are described in details.Keywords: Polyurethanes / bio-based / vegetable oils / fatty acid / diol / di-isocyanate Résumé -Huiles végétales : une source de polyols pour les matériaux en polyuréthane. Cet article fait un état de l'art de la synthèse de polyuréthanes issus des huiles végétales par la voie alcool/isocyanate. De nombreux efforts ont été réalisés pour remplacer les ressources pétrolières. Parmi les ressources renouvelables, les huiles végétales représentent de nombreux avantages liés à leur disponibilité et aux nombreuses possibilités de modification chimique qu'elles offrent. Dans cet article, les principales huiles, leur composition, et les principaux précurseurs commercialisés issus des huiles végétales sont d'abord présentés. Concernant les PUs issus des huiles végétales, les travaux portent d'une part sur des réseaux tridimensionnels directement à partir des triglycérides et, d'autre part, sur des PUs thermoplastiques à partir des acides gras et de leurs dérivés. Les méthodes d'introduction de fonctions alcool et isocyanate sur les triglycérides et acides gras sont présentées puis la synthèse de PUs thermoplastiques par la voie alcool/isocyanate est discutée de façon détaillée. Mots clés :Polyuréthanes / bio-sourcé / huiles végétales / acide gras / diol / di-isocyanate.

Fatty acid derivatives, viz, methyl oleate and methyl 10‐undecenoate were systematically explored to obtain a set of monomers with defined functionality. More specifically, AB‐type self‐condensable monomers containing hydroxyl‐acyl azide functionality and diols with pre‐formed ester linkage were synthesized. A series of polyurethanes was prepared using two methods: (i) AB‐type self‐polycondensation reaction of hydroxyl‐acyl azide moiety, and (ii) polymerization of diols with isophorone diisocyanate and methylene diphenyl diisocyanate. The diols were also reacted with a bio‐sourced diester using organocatalyst to obtain a set of polyesters. The obtained polyurethanes and polyesters were thoroughly analyzed with fourier‐transformed infrared, nuclear magnetic resonance, size exclusion chromatography, differential scanning calorimetry and thermogravimetric analysis experiments. The polymers displayed amorphous to semi‐crystalline behaviors with regard to the structure of the monomers. Both, polyurethanes and polyesters displayed a good thermal stability with no significant weight loss below 200°C.