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Issue 4, 2014
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Vanillin, a promising biobased building-block for monomer synthesis

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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.

Graphical abstract: Vanillin, a promising biobased building-block for monomer synthesis

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Article information


Submitted
23 Dec 2013
Accepted
18 Feb 2014
First published
18 Feb 2014

Green Chem., 2014,16, 1987-1998
Article type
Paper
Author version available

Vanillin, a promising biobased building-block for monomer synthesis

M. Fache, E. Darroman, V. Besse, R. Auvergne, S. Caillol and B. Boutevin, Green Chem., 2014, 16, 1987
DOI: 10.1039/C3GC42613K

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