Vanillin, a promising biobased building-block for monomer synthesis

Literature Information

Publication Date 2014-02-18
DOI 10.1039/C3GC42613K
Impact Factor 10.182
Authors

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


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Abstract

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.

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