Monomers and polymers from plant oils via click chemistry reactions

Abstract

As a consequence of the depleting of fossil reserves and environmental issues, today, plant oils and fatty acids derived therefrom have a respectable status within the polymer chemistry community. However, maximizing the benefits of these renewable feedstocks requires the utilization of sustainable and efficient chemical transformations. The emergence of click chemistry concept and especially the renaissance of thiol‐ene addition reaction have had an impact on the way to make plant oil‐derived polymers. This highlight discusses the applicability and success of thiol‐ene addition and other click reactions in the transformation of oleochemicals into monomers and polymers. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013

New aromatic amine based on cardanol giving new biobased epoxy networks with cardanol

“…Some works have been already reported on the synthesis of biobased amines, from aromatic renewable resources such as vanillin derivatives [10], or from aliphatic renewable resources [32] such as polyene [33], grapeseed oil [19] and castor oil derivatives [34]. However, literature essentially reports molecular di-amines or poly-amine polymers, therefore we targeted herein the synthesis of molecular biobased poly-amines in order to obtain reactive molecular amine able to cross-link polymers.…”

“…However, the use of formol is hazardous as it is a carcinogenic reactant and the non-functionalization of the aliphatic chain conduct to a limited amine since the functionality is not very high, one primary amine and two secondary amines, so the aliphatic would act like a plasticizer in the epoxy resins. The thiol-ene chemistry (TEC) is a very powerful synthesis method to obtain biobased amine, like with grapeseed oil [19] or plant oils [20]. Thiol-ene reactions are the most suitable reaction for preparing these types of molecule since they can be proceeded under mild conditions including radical pathway, as thermal [21] or radiation decomposition [22], catalytic processes mediated by nucleophiles, acids, bases [23,24], or less commonly, via supramolecular catalysis in water using bcyclodextrin [25].…”

Vinylsulfide‐Containing Polyesters and Copolyesters from Fatty Acids: Thiol‐yne Monomer Synthesis and Thiol‐ene Functionalization

“…Moreover, metathesis and thiol-ene reactions have been used to prepare linear and hyperbranched polyols and hydroxy esters for polyester production. [16][17][18][19][20] The derivatization reaction of fatty acids by thiolyne coupling (TYC) is a convenient approach to prepare ω-hydroxy fatty acids. The ability of an acetylene group to accept one or two thiols rapidly, without any metallic catalyst, is used as a powerful tool for creating highly functional polymer structures.…”

Synthesis and characterization of isosorbide-based α,ω-dihydroxyethersulfone oligomers

“…[1][2][3][4] Many studies reported the synthesis of functional monomers and oligomers based on isosorbide (IS), which belongs to 1,4;3,6-dianhydrohexitols, [5][6][7][8] known as renewable and sustainable OH-functional monomers. [9][10][11][12] The scope of this study is the synthesis of new bio-based dihydroxy functional oligomers of polyethersulfones (PES) based on IS as precursor of biomaterials. The choice of PES is owing to their good thermal and chemical stabilities, oxidation resistance, and remarkable mechanical characteristics.…”