Chemo-enzymatic functionalization of gallic and vanillic acids: synthesis of bio-based epoxy resins prepolymers

Aouf Chabinez, Lecomte Jérôme, Villeneuve Pierre, Dubreucq Eric, Fulcrand Hélène. 2012. Chemo-enzymatic functionalization of gallic and vanillic acids: synthesis of bio-based epoxy resins prepolymers. Green Chemistry, 14 (8) : 2328-2336.

https://doi.org/10.1039/c2gc35558b

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Quartile : Q1, Sujet : CHEMISTRY, MULTIDISCIPLINARY

Résumé : The chemo-enzymatic epoxidation of allylated gallic and vanillic acids with lipase B from Candida antarctica and aqueous hydrogen peroxide in the presence of caprylic acid was investigated. The use of 1 molar eq of caprylic acid and 1.8-2 molar eq of H2O2 per allylic double bond led to a high degree of conversion to epoxides (89% yield for allylated gallic acid and 87% yield for allylated vanillic acid) comparatively to the hazardous peracid mCPBA (1.5-3.2 molar eq per double bond allowed 75-85% yield). The epoxidized products obtained could be used in the formulation of novel bio-based epoxy resins.

Mots-clés Agrovoc : tannin, acide vanillique, Candida, biosynthèse, composé époxy, biocatalyseur, composé phénolique

Mots-clés complémentaires : Candida antarctica

Classification Agris : Q60 - Traitement des produits agricoles non alimentaires
000 - Autres thèmes

Champ stratégique Cirad : Hors axes (2005-2013)

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