Catalyzed ring opening of epoxides: Application to bioplasticizers synthesis

International audienceThe ring opening of mono, di or tri-substituted epoxides by acetic anhydride to corresponding diacetates is catalyzed by weak bases such as hydrotalcite in the carbonated form. This reaction is performed at 423 K without solvent and the solid catalyst is reused after simple regeneration for 4 runs with constant conversion. Ring-opening of methyl oleate epoxide leads to the formation of useful diacetate methyl oleate. Starting from vegetable oils, polyacetate derivatives are prepared in three catalytic steps (methanolysis, epoxidation then ring opening). Plastisol was prepared by mixing these products with PVC and their rheological properties were evaluated. The recorded data show that they can act as bioplasticizer with similar behaviour as phthalate reference. (c) 2010 Elsevier B.V. All rights reserved