Chemo-enzymatic functionalization of gallic and vanillic acids: synthesis of bio-based epoxy resins prepolymers
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.
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| Main Authors: | , , , , |
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| Format: | article biblioteca |
| Language: | eng |
| Subjects: | Q60 - Traitement des produits agricoles non alimentaires, 000 - Autres thèmes, tannin, acide vanillique, Candida, biosynthèse, composé époxy, biocatalyseur, composé phénolique, http://aims.fao.org/aos/agrovoc/c_7606, http://aims.fao.org/aos/agrovoc/c_34141, http://aims.fao.org/aos/agrovoc/c_1247, http://aims.fao.org/aos/agrovoc/c_928, http://aims.fao.org/aos/agrovoc/c_36773, http://aims.fao.org/aos/agrovoc/c_27460, http://aims.fao.org/aos/agrovoc/c_5772, |
| Online Access: | http://agritrop.cirad.fr/564874/ http://agritrop.cirad.fr/564874/1/document_564874.pdf |
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| Summary: | 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. |
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