The epoxidized group, also known as the oxirane group, can be considered as one of the most crucial rings in chemistry. Due to the high ring strain and the polarization of the C–O bond in this three-membered ring, several reactions can be carried out. One can see such a functional group as a crucial intermediate in fuels, polymers, materials, fine chemistry, etc. Literature covering the topic of epoxidation, including the catalytic aspect, is vast. No review articles have been written on the catalytic synthesis of short size, intermediate and macro-molecules to the best of our knowledge. To fill this gap, this manuscript reviews the main catalytic findings for the production of ethylene and propylene oxides, epichlorohydrin and epoxidized vegetable oil. We have selected these three epoxidized molecules because they are the most studied and produced. The following catalytic systems will be considered: homogeneous, heterogeneous and enzymatic catalysis.
A heterogeneous catalyst for producing epoxidized vegetable oils, an important intermediate in the production of non-isocyanate polyurethanes, is essential for product separation and for decreasing the side-reaction, i.e., ring-opening reaction, via the Prileschajew method. The development of reliable kinetic models considering key variables for both phases and the mass transfer phenomena is missing in the literature. The reaction pathway for the ring-opening reaction is also under debate. Therefore, we studied the kinetics of epoxidation of cottonseed oil by perpropionic acid over the solid acid catalyst amberlite IR-120. An in-depth kinetic model was developed by using Bayesian inference. The reaction pathway for the ring opening was investigated. Propionic acid, a weak acid, allows for a decrease in the oxirane ring-opening side reaction.
In this study, tigernut oil was extracted from tigernut meal by subcritical n-butane extraction with the assistance of microwave pretreatment. Effects of microwave pulse duration, particle size of tigernut meal, and subcritical extraction variables (temperature, time, solid-liquid ratio, number of extraction cycles) on extraction efficiency were examined by single-factor experiments and Response Surface Methodology (RSM) modeling. The results indicate that microwaving (560 W, 6 min) significantly increased the subcritical extraction efficiency. The variation of extraction yield could be interpreted as a nonlinear function of extraction time, temperature and liquid-solid ratio. Changing the independent variables could affect the oil extraction efficiency. The subcritical extraction of tigernut oil with a liquid-solid ratio of 3.62 kg/(kg of tigernut meal) at a temperature of 52℃ for 32 min after three extraction cycles produced the most oil, and a maximum yield (24.736%) of tigernut oil was achieved. The ratio of unsaturated to saturated fatty acids (4.68 UFA/SFA), low acid value (3.30 mg KOH/g oil), low peroxide value (0.28 meq.kg–1), and preponderance of oleic acid indicate a high-quality oil. To describe the extraction kinetics, a modified Brunner’s mathematical model was used. The model fit the experimental data well over the entire operating range, and the explanation coefficient exceeds 96%. Our results can be used to develop an optimized method for subcritical fluid extraction of tigernut oil and can move industry further toward implementing microwave-assisted subcritical extraction in oil processing.