Epoxy Monomers Obtained From Castor Oil Using A Toxicity-free Catalytic System

Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)In order to obtain monomers from vegetable source, the castor oil epoxidation process was investigated. The catalytic system used in this work, H2O2/alumina/ethyl acetate, can be considered as a green system, free of heavy metals and toxic solvents. These characteristics make the system appropriate for the purpose of this study since they increase the probabilities of obtaining a biomaterial with the desired specifications regarding toxicity. Reaction conditions of castor oil epoxidation were optimized using methyl ricinoleate as a model compound. In order to identify the operating region, it was developed an experimental design 2(3) with 17 assays (6 axial points and central point in triplicate) in which, methyl ricinoleate, hydrogen peroxide and catalyst initial quantities in the reaction mixture were the studied variables. The system showed great efficiency with 100% of selectivity in the methyl ricinoleate epoxide production. In optimized conditions, it showed conversion of 99% in 6 h. It was obtained a conversion of 94%, an epoxidation percentage of 84 and a selectivity of 89% toward the epoxides for the castor oil epoxidation. These results show the efficacy of the catalytic system used in this work. Epoxidized castor oil structure was confirmed by FTIR, Raman and H-1 NMR techniques. (C) 2016 Elsevier B.V. All rights reserved.426550556State of Sao Paulo Research Foundation (Fundacao de Amparo a Pesquisa do Estado de Sao Paulo, FAPESP) [2008/57860-3, 2009/16480-6]Brazilian National Council on Scientific and Technological Development (Conselho Nacional de Desenvolvimento Cientifico e Tecnologico, CNPq, Brazil) [573661/2008-1]National Institute of Science and Technology In Biofabrication (INCT-BIOFABRIS)CNPqFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq