We studied the methyltrioxorhenium (MTO)-CH 2 Cl 2 /H 2 O 2 biphasic system for epoxidizing soybean oil. The reactions were optimized (reactant ratio, time, and temperature), which resulted in a better performance (higher conversion and selectivity) than those described in the literature. Total doublebond conversion and 95% selectivity were obtained in 2 h at room temperature. Furthermore, it was possible to reach desired epoxidation degrees by changing the oxidant and MTO amounts. The rhenium-epoxidized soybean oil remained stable in the absence of stabilizers for up to 30 d when stored at mild conditions.

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Hybrid organic-inorganic films were prepared using four different hydroxylated soybean oils (HSO) or epoxidized soybean oil as organic precursor and tetraethyl orthosilicate (TEOS) as inorganic precursor in a mass ratio of HSO:TEOS of 90:10. The films were macroscopically homogeneous and were characterized by swelling and extraction in solvent, thermogravimetric analysis (TGA), scanning electron microscopy (SEM) including energy dispersive spectroscopy (EDX), adhesion and hardness. Their properties varied as a function of the number of OH groups present in the HSO. The best hybrid system was HSOF198/TEOS, with an OH value of 198 mg of KOH/ g, which presents lower swelling coefficient, very good adhesion on aluminium surface and good hardness.

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