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Title:   Author  item
                                            Doll, Kenneth

                                                         - *Ken*item
                                            SHARMA, BRAJENDRA - PENN STATE UNIVERSITYitem
                                            Erhan, Sevim
  Submitted to: United States-Japan Cooperative Program in Natural Resources
                                    Publication Type: Abstract Only
                                    Publication Acceptance Date: 7/2/2008
                                    Publication  Date: 8/24/2008
                                    Citation: Doll, K.M., Sharma, B.K., Erhan, S.Z. 2008. Synthesis of lubrication fluids and surfactant precursors from soybean oil [abstract]. United States-Japan Cooperative Program in Natural Resources. p. 124-125.Interpretive Summary:
                                Technical Abstract: Starting with soybean oil or soybean oil derived methyl oleate, a variety of compounds have been synthesized.  The epoxidation of oleochemicals is a simple way to use the unsaturation naturally available in the vegetable oil and convert it into a variety of other useful chemicals.  Epoxidized methyl oleate (EMO) can be reacted with simple carboxylic acids under relatively mild conditions, without the use of a catalyst.  The reaction parameters of this reaction have been studied and an Arrhenius activation energy of 66.7 kJ mol-1 has been calculated.  The resultant fluids have physical properties which make them useful in the lubrication industry.  For example, the cloud point and pour point of a material made from EMO and octanoic acid are -33 and -31 deg C respectively.  They have also been shown to reduce the measured coefficient of friction in a testing system from 0.4, all the way down to 0.1.  The fluids are effective, even at a concentration of only 0.01M.  A similar reaction of EMO can be undertaken using a ketone and phosphoric acid catalyst.  The resultant acetal (ketal) is of interest as a pH degradable surfactant where calculations show a molar volume change of 75 cm3 is possible upon hydrolysis.  These are a couple of areas in which oleochemicals can have a positive impact in the replacement of petroleum in the future.


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