Three different types of benzyl ester were synthesized from vegetable oils (i.e., coconut oil, palm oil, and soybean oil). They were then utilized in styrene butadiene rubber (SBR) compound reinforced with carbon black. First, the benzyl esters were investigated by varying the molar ratio of fatty acids in vegetable oil to benzyl alcohol, the catalyst concentration, the reaction time, and the reaction temperature, observing the yield of benzyl ester. Then SBR was compounded with the benzyl esters, observing cure characteristics, mechanical properties, and morphologies of the SBR compounds, with the control compound containing conventional aromatic oil. The highest 96% yield of benzyl ester was obtained with palm oil fatty acid. Furthermore, the benzyl ester oils consumed less energy during processing but gave comparable carbon black dispersion, in comparison with the conventional aromatic oil. C

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Benzyl esters of fatty acids based on three types of vegetable oils (i.e., coconut, palm, and soybean oils) were in-house prepared. They were used as alternative rubber processing oil to replace conventional aromatic oil which has been banned by European community since December 2009. Fatty acids were first prepared by hydrolysis of vegetable oils and thereafter esterified with benzyl alcohol in the presence of sulfuric acid as a catalyst. The reaction based on molar ratio of fatty acid:benzyl alcohol:sulfuric acid was set at 1.5:1.0:0.05 gave yield of benzyl esters higher than 80%. Rubber compounds containing different types of benzyl ester were prepared according to the standard formulation of ASTM 3184. It was found that the processing oil in the form of benzyl esters is possible to use instead of aromatic oil in rubber formulation. Various parameters and properties include mixing energy, Mooney viscosity, curing, mechanical and dynamic mechanical properties of rubber compounds and vulcanizates have been investigated.

Protection Protection O 0345 Low-Temperature Syntheses of Thioketals from Enol Ethers and Carbonyl Compounds. -Carbonyl compounds and enol ethers are converted into the corresponding thioketals using TmsOTf as a stoichiometric reagent. -(MARTEL, A.; CHEWCHANWUTTIWONG, S.; DUJARDIN*, G.; BROWN, E.; Tetrahedron Lett.