OXIDATIVE EPOXIDATION OF OLEOX AND VEGETABLE OILS

Abstract

We have studied the oxidative epoxidation product of ethoxylated oleic acid (oleox) and tonnage vegetable oils: sunflower, corn, rapeseed and flax. The oxidation was carried out using hydrogen peroxide, peracetic acid and performic, which were obtained in situ using the appropriate acids and concentrated aqueous solution of hydrogen peroxide. The kinetics of oxidation was evaluated on the accumulation of the peroxide compounds, the iodine value and the number of refractive index. The final oxidation products were examined for the content of epoxy and aldehyde groups. It was shown that at the epoxidation of oleox with superoxide acids the intermediates of formic acid formed and loss faster than similar products of acetic acid. It is reflected on the character of changes in the values of iodine and peroxide value at the initial step of the process. As a result of the decomposition of the hydroperoxide derivatives the oleox aldehydes and epoxides are formed. The total content of oxidation products is changed from 3.71 to 3.84 %. It was experimentally shown that the oleox oxidation at temperatures of 55 and 65 °C did not substantially affect the dynamics of change in the number of iodine. The content of aldehyde groups in the oxidation products obtained at these temperatures is reduced. It was concluded that the oleox oxidation necessary to carry out at temperatures above 45-50 °C. It allows to obtaine the maximum content of reactive groups in the modified product. At vegetable oils oxidation study, it was found that the linseed oil has the highest oxidation rate, which contains the greatest amount of linolenic acid (46%), that probably initiates the oxidation processes. The degree of epoxidation of vegetable oils is much lower than that of oleox, probably due to a high degree of oxidation of unsaturated bonds in oils containing large amounts of polyunsaturated acids, which are the "catalysts" of the oxidation process. Relatively high levels of aldehyde and epoxy groups in sunflower oil oxidation products allows us to speak about the prospects of getting on its base materials for tanning fat.Forcitation:Chursin V.I. Oxidative epoxidation of oleox and vegetable oils. Izv. Vyssh. Uchebn. Zaved. Khim. Khim. Tekhnol. 2017. V. 60. N 3. P. 83-89.