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Epoxidation of n-Hexene and Cyclohexene over Titanium-Containing Catalysts
School of Chemical Engineering and Institute of Chemical Processes, Seoul National University, Kwanak-Ku, Seoul 151-742, Korea
hkrhee@snu.ac.kr
Korean Journal of Chemical Engineering, January 2000, 17(1), 76-80(5), 10.1007/BF02789257
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Abstract
TS-1, Ti-beta and Ti-MCM-41 molecular sieves have been prepared by direct hydrothermal synthesis method and applied to the epoxidation of n-hexene and cyclohexene with H2O2 under mild conditions. Ti-beta with extremely low Al content was synthesized by using a seed method to suppress the formation of diol produced by Bronsted acid sites present in Ti-beta. It was also found that a large amount of by-products (1-ol and 1-one) formed over hydrophilic Ti-MCM-41. We further modified Ti-MCM-41 by silylation with bis(trimethylsilyl) trifluouroacetamide (BSTFA). Among these catalysts, the Ti-beta with low content of Al enhanced the yield of epoxide and suppressed the formation of diol markedly. The sily lated Ti-MCM-41 reduced the formation of by-products and promoted the yields of epoxide significantly. Based on experimental results, a reaction mechanism with two parallel and competitive reactions was proposed.
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Camblor MA, Corma A, Perez-Pariente J, Zeolites, 13, 82 (1993)
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D'Amore MB, Schwarz S, Chem. Commun., 121 (1999)
Deo G, Turek AM, Wachs IE, Zeolites, 13, 365 (1993)
DeMan AJM, Joachim S, J. Phys. Chem., 100(12), 5025 (1996)
Grorge WO, Mcintyre PS, "Infrared Spectroscopy," ed. Mowthorpe, David J., Wiley-Interscience, Chichester, Chapter 7 (1987)
Jorda E, Tuel A, Tsissier R, Kervennal J, Zeolites, 19, 238 (1997)
Kang KK, Park CH, Ahn WS, Catal. Lett., 59(1), 45 (1999)
Koyano KA, Tatsumi T, Microporous Mater., 10, 259 (1997)
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Ramaswamy AV, Sivasanker S, Catal. Lett., 22, 239 (1993)
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Tuel A, Zeolites, 15, 236 (1995)
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VanderWaal JC, Lin P, Rigutto MS, vanBekkum H, Stud. Surf. Sci. Catal., 105, 1093 (1996)
