From Petrochemical Polyurethanes to Biobased Polyhydroxyurethanes

Nohra, Bassam; Candy, Laure; Blanco, Jean‐François; Guerin, C.; Raoul, Yann; Mouloungui, Zéphirin

doi:10.1021/ma400197c

Cited by 356 publications

(323 citation statements)

References 113 publications

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“…Routes to obtain polyurethanes without isocyanates exist, by using cyclic carbonate groups and diamines, but amazingly, these have been used with synthetic and not natural polyols (Rokicki and Piotrowska 2002;Nohra et al 2013). Only recently, successful attempts to produce polyurethanes not only from natural polyols but also without any use of isocyanates have appeared in the literature (Thebault et al 2014a, b).…”

Section: Hard Plastics and Flexible Films From Wood And Bark Extractimentioning

confidence: 99%

Wood products and green chemistry

Pizzi

2016

Annals of Forest Science

163

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& Key message Green chemistry for and from wood has developed numerous industrial products, namely biosourced, green wood adhesives and preservatives, foams, composite matrices, laminates, hard and flexible plastics, flexible films, and abrasive grinding discs, and their number is still growing. & Introduction This review addresses (1) the elimination of toxic aldehydes from the most common wood panel adhesive, the one based on urea, itself a natural product, (2) biosourced adhesives derived from wood or other vegetable matter and used for wood products, and (3) wood and bark tannin-based foams, natural fiber composites using tannin matrices, paper surface laminates and continuous high-pressure paper laminates using tannin-furanics, hard plastics based on tanninfuranic materials and some of their applications, flexible biosourced tannin-furanic films, and biosourced wood preservatives.

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Section: Hard Plastics and Flexible Films From Wood And Bark Extractimentioning

confidence: 99%

Wood products and green chemistry

Pizzi

2016

Annals of Forest Science

163

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“…4. Commonly used strategies to introduce OH groups into triglycerides and thus prepare polyols (Pfister et al, 2011;Nohra et al, 2013). petrochemical resources. This wide range of polyols brings PUs a plethora of different properties, making them suitable in many fields of applications (Engels et al, 2013).…”

Section: Derivatization Of Fatty Acid Derivatives To Thermoplastic Pumentioning

confidence: 99%

Vegetable oils: a source of polyols for polyurethane materials

Maisonneuve

Chollet

Grau

et al. 2016

OCL

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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.

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“…Fatty acids are a rich source of monomers that can be chemically functionalized to make biosourced polymers, such as diacids, polyacids, diols, polyols, diamines, polyamines, hydroxy acids, amino acids, polyaldehydes, vinyl compounds and polyurethanes [30]. Indeed, polyurethanes are one of the most promising area of interest of functionalized VOs/fatty acids and there are different synthesis routes for polyols at research or commercial stage, such as transesterification, hydroformylation, ozonolysis and thiol-ene coupling [30,31]. There is a great variety of fatty acids (and consequently, a great variety of possible monomers) and this opens opportunities to polymers having new and enhanced properties.…”

Section: Use Of Fatty Acids As a Platform For Green Chemicalsmentioning

confidence: 99%

“…Regarding synthesis of VO-based products, toxic and hazardous co-reactants are still needed in some cases (e.g., isocyanate in the production of polyurethanes from VOs [31]). The use of hazardous solvents, the energy consumption, the cost and the by-products generation must be considered as well.…”

Section: Synthesis Routes and Performance Of New Chemicalsmentioning

confidence: 99%

Beyond biofuels: economic opportunities, recent advances and challenges in property modeling for vegetable oils

Santos

Gerbaud

Roux

2014

Green Processing and Synthesis

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Despite the greater attention given to biofuels application in the literature, there are many economic and environmental drivers to use vegetables oils (VOs) as a renewable feedstock for other applications. These drivers are discussed in the present work and the technological challenges imposed by this shift towards new VOs uses are also discussed. They are mainly associated to the reaction routes issues, the performance regarding enduser properties, experimental procedures and property prediction models. The need for more holistic approaches (life cycle analysis) is briefly discussed and the potential benefits arising from new computer-aided tools are highlighted as well.

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From Petrochemical Polyurethanes to Biobased Polyhydroxyurethanes

Abstract: OATAO is an open access repository that collects the work of Toulouse researchers and makes it freely available over the web where possible.

Cited by 356 publications

References 113 publications

Wood products and green chemistry

Wood products and green chemistry

Vegetable oils: a source of polyols for polyurethane materials

Beyond biofuels: economic opportunities, recent advances and challenges in property modeling for vegetable oils

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