Vanillin, a promising biobased building-block for monomer synthesis

Maxence Fache (1) , Emilie Darroman (1) , Vincent Besse (1) , Rémi Auvergne (1) , Sylvain Caillol (1) , Bernard Boutevin (1)

1 ICGM ICMMM - Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier

Vanillin was used as a renewable building-block to develop a platform of 22 biobased compounds for polymer chemistry. Vanillin-derived biobased monomers bearing epoxy, cyclic carbonates, allyl, amine, alcohol and carboxylic acid moieties were synthesized. They can be used, among many others, in epoxy, polyester, polyurethanes, and Non-Isocyanate PolyUrethanes (NIPU) polymer synthesis. The epoxy-functionalized compounds were synthesized under solvent-free conditions and are original biobased aromatic epoxy monomers. Cyclic carbonates were prepared through a catalytic reaction between epoxy compounds and CO2. Thiol-ene reactions allowed the functionalization of allylated compounds with amines, acids and alcohols. The amine-functionalized compounds are, to our knowledge, the first non-aliphatic biobased amine hardeners, usable either in epoxy or NIPU materials.

Domaines: Polymères

Maxence Fache, Emilie Darroman, Vincent Besse, Rémi Auvergne, Sylvain Caillol, et al.. Vanillin, a promising biobased building-block for monomer synthesis. Green Chemistry, 2014, 16, pp.1987-1998. ⟨10.1039/C3GC42613K⟩. ⟨hal-00965278⟩