Synthesis of polyfunctional glycerol esters: lipase-catalyzed esterification of glycerol with diesters
The enzymatic esterification of glycerol with dicarboxylic acids or esters was studied to produce mono- and/or diesterified glycerol adducts. Such materials are useful synthons in the synthesis of biodegradable polymers and surfactants. In this work two strategies were studied for preparing these prepolymeric glycerol derivatives: the lipase-catalyzed esterification of free glycerol with diacids or esters and the reaction of supported or protected glycerol with diesters. For example, reaction of isopropylidene glycerol with dimethyl sebacate gave a >95% yield of isopropylidene glycerol-monomethyl sebacate ester. Reaction of glycerol supported on silica with dimethyl adipate gave a 40% yield of glycerol-monomethyl adipate ester. Best yields of glycerol-mono- and diesters (70% and 10%, respectively) were obtained by direct esterification of free glycerol with a diester in a solvent-free system containing small amounts of water (<4%).
| Main Authors: | , , , |
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| Format: | article biblioteca |
| Language: | eng |
| Published: |
Wiley
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| Subjects: | 000 - Autres thèmes, |
| Online Access: | http://agritrop.cirad.fr/579962/ http://agritrop.cirad.fr/579962/1/Villeneuve%20Foglia%20et%20al%20JAOCS%201998.pdf |
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