Abstract
A new catalytic route was reported for the epoxidation of soybean oil (SBO) with tert-butyl hydroperoxide (TBHP, 65 wt. %) as the clean oxidant over manganese (III) tetraphenylporphyrin chloride (Mn (TPP) Cl) catalyst without carboxylic acid. Effect of tetraphenylporphyrin chloride with various metals (Mn, Fe, Co, Ni and Zn) on SBO epoxidation has been investigated. As biomimetic catalysts, the optimum reaction temperature of the system existed for catalytic activity, which was about 40 °C. The optimum reaction time was 6 h and the suitable promoter was pyrrole considering various factors. The suitable oxidant was TBHP of 65 wt. %. A mechanism for SBO epoxidation was discussed, and a role for high-valent metal peroxide intermediate with double bond directly as part of this mechanism was proposed, which was verified by in situ UV-Vis spectroscopy. The optimized reaction conditions were acquired.
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