Epoxidation of cyclohexene with oxygen in ultrasound airlift loop reactor

Abstract

Abstract: Epoxidation of cyclohexene to cyclohexene oxide was studied in a new type reactor—the ultrasound airlift loop reactor. The influences of ultrasound intensity, molar ratio of isobutyraldehyde to cyclohexene and oxygen gas flow rate on the conversion of cyclohexene and selectivity of cyclohexene oxide were investigated and discussed, and the optimal operation condition was found, under which 95.2% conversion of cyclohexene and 90.7% selectivity of cyclohexene oxide were achieved. The ultrasonic airlift loop reactor utilizes the synergistic effect of sonochemsitry and higher oxygen transfer rate. Possible reaction mechanisms were outlined and the reason of ultrasound promotion of epoxidation reactionwas analyzed.

Key words: airlift loop reactor, ultrasound, epoxidation, cyclohexene, oxygen

摘要： Epoxidation of cyclohexene to cyclohexene oxide was studied in a new type reactor—the ultrasound airlift loop reactor. The influences of ultrasound intensity, molar ratio of isobutyraldehyde to cyclohexene and oxygen gas flow rate on the conversion of cyclohexene and selectivity of cyclohexene oxide were investigated and discussed, and the optimal operation condition was found, under which 95.2% conversion of cyclohexene and 90.7% selectivity of cyclohexene oxide were achieved. The ultrasonic airlift loop reactor utilizes the synergistic effect of sonochemsitry and higher oxygen transfer rate. Possible reaction mechanisms were outlined and the reason of ultrasound promotion of epoxidation reactionwas analyzed.

关键词: airlift loop reactor;ultrasound;epoxidation;cyclohexene;oxygen

ZHANGPing,YANGMei,LÜ,Xiaoping. Epoxidation of cyclohexene with oxygen in ultrasound airlift loop reactor[J]. .

张萍, 杨梅, 吕效平. 超声内环流气升式反应器中环己烯环氧化反应的研究[J]. CIESC Journal.

References

1    Gao, H., Angelici, R.J., “Epoxidation of olefins by mo-lecular oxygen over supported metal heterogeneous catalysts”, Syn. Commun., 30(7), 1239—1247(2000).
2    Kapoor, M.P., Sinha, A.K., Seelan, S., Inagaki, S., Tsubota, S., Yoshida, H., Haruta, M., “Hydrophobicity induced vapor-phase oxidation of propene over gold supported on titanium incorporated hybrid mesoporous silsesquioxane”, Chem. Commun., (23), 2902—2903(2002).
3    Sinha, A.K., Seelan, S., Tsubota, S., Haruta, M., “A three-dimensional mesoporous titanosilicate support for gold nanoparticles: Vapor-phase epoxidation of propene with high conversion”, Angew. Chem. Int. Ed., 43(12), 1546—1548(2004).
4    Hashemi, M.M., Khoshabro, D.K., “Epoxidation of ter-minal olefins by oxygen catalysed by a mixture of man-ganese and cobalt slats of p-aminobenzoic acid supported on silica gel”, J. Chem. Res., S(10), 662—663(2003).
5    Haber, J., Klosowski, M., Poltowicz, J., “Co-oxidation of styrene and iso-butyraldehyde in the presence of polyani-line-supported metalloporphyrins”, J. Mol. Catal. A: Chem., 201, 167—178(2003).
6    Maayan , G., Neumann, R., “Direct aerobic epoxidation of alkenes catalyzed by metal nanoparticles stabilized by the H5PV2Mo10O40 polyoxometalate”, Chem. Commun., (36), 4595—4597(2005).
7    Wen, J.P., Wang, C.L., Qiao, P., “The preparation of 2-chloro-5-methylpyridine in airlift loop reactor”, Chem. Eng. J., 95, 33—36(2003).
8    Nakao, K., Kiefner, A., Furumoto, K., “Production of gluconic acid with immobilized glucose oxides in airlift reactors”, Chem. Eng. Sci., 52, 4127—4133(1997).
9    Wen, J.P., Wang, C.L., Qiao, P., “The preparation of 2-chloro-5-chloromethylpyridine in an airlift loop reac-tor”, Chin. J. Chem. Eng., 11(5), 608—610(2003).
10    Tang, L.X., Lu, X.P., “Determination of ultrasonic pres-sure in ultrasonic airlift reactor”, Journal of Chemical Industry and Engineering, 23(6), 24—26(2002). (in Chinese)
11    Tang, L.X., Han, P.F., Lu, X.P., “Experimental study of mass transfer characteristics in ultrasonic airlift reactor”, Journal of Chemical Engineering of Chinese Universities, 17(3), 243—247(2003). (in Chinese)
12    Kong, L.M., Gu, H.P., Lu, X.P., “Application of ultra-sonic internal loop airlift reactor in removal of phenol from water”, Environmental Protection of Chemical In-dustry, 24(6), 462—466(2004) . (in Chinese)
13    Xu, N., Lu, X.P., Wang, Y.R., “Study on pentaclorophe-nol ion solution degradation in air lift sonochemical re-actor”, Journal of Nanjing University of Technology, 27(3), 26—28,57(2005) . (in Chinese)
14    Yasuda, K., Tachi, M., Bando, Y., Nakamura, M., “Effect of liquid mixing on decomposition rate of organic mate-rials in aqueous solution by ultrasonic irradiation”, Yosui to Haisui, 42(2), 127—131(2000).
15    Zhang, P., Yang, M., Lu, X.P., “The synthesis of ε-caprolactone in ultrasonic airlift loop reactor”, Petro-chemical Technology, 35(1), 20—24(2006). (in Chinese)

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Epoxidation of cyclohexene with oxygen in ultrasound airlift loop reactor

超声内环流气升式反应器中环己烯环氧化反应的研究

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