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ARS Home Midwest Area Peoria, Illinois National Center for Agricultural Utilization Research Functional Foods Research Research Publications at this Location





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Research Project: Improved Utilization of Low-Value Oilseed Press Cakes and Pulses for Health-Promoting Food Ingredients and Biobased Products Location:
                                Functional Foods Research Title:   Author  item
                                            Kenar, James

                                                         - *Jim*item
                                            Cermak, Steven

                                                         - *Steve*item
                                            Doll, Kenneth

                                                         - *Ken*item
                                            Isbell, Terry
  Submitted to: Meeting Abstract
                                    Publication Type: Abstract Only
                                    Publication Acceptance Date: 5/1/2016
                                    Publication  Date: 5/4/2016
                                    Citation: Kenar, J.A., Cermak, S.C., Doll, K.M., Isbell, T. 2016. Synthesis and characterization of estolides containing epoxy and cyclic carbonate groups [abstract]. American Oil Chemists' Society.Interpretive Summary:
                                Technical Abstract: The unsaturated sites in 2-ethylhexyl estolides were converted into 5-membered cyclic carbonate groups utilizing a two-step process. First, epoxidation of the alkene bonds was accomplished using formic acid and hydrogen peroxide. The epoxidized estolide material was then reacted with supercritical carbon dioxide in the presence of tetrabutylammonium bromide catalyst to produce the cyclic carbonate moiety. The epoxidized intermediate and the carbonated estolides were characterized by FTIR and both 1H and 13C NMR spectroscopies. The signals at 1807 cm-1 and d 82 ppm in the FTIR and 13C NMR spectra, respectively, confirmed the desired cyclic carbonate was produced. The carbonated estolide exhibited a dynamic viscosity at 25 oC of 172 mPa•s as compared to 155 mPa•s for the estolide starting material.


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