Two-Phase Beckmann Rearrangement of Cyclohexanone Oxime under Milder Conditions in Cyclohexane

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An innovative green process of producing ε-caprolactam (CPL) was proposed by integrating ammoximation and Beckmann rearrangement effectively. As a second part of the new process, two-phase (liquid-liquid) Beckmann rearrangement of cyclohexanone oxime to caprolactam was carried out using solution of oxime-cyclohexane as reactant instead of melting oxime in conventional route. The experimental results indicated that a relatively high yield of CPL can be achieved with much less oleum under milder reaction conditions in comparison with conventional technology. Furthermore, preliminary work on the quality of CPL, characterized by D value, was also performed. It was found that molar ratio of acid to oxime had a great impact on D value while the influences of other parameters were less important.

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Advanced Materials Research (Volumes 634-638)

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145-151

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January 2013

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© 2013 Trans Tech Publications Ltd. All Rights Reserved

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[1] Othmer. K: Encyclopedia of chemical technology( John Wiley&Sons, America 1992).

Google Scholar

[2] Chen.N. L: Solvents Handbook ( Chemistry Industry Press, China 2002). (In Chinese).

Google Scholar

[3] Wei.W. D: Encyclopedia of Organic Chemicals( Chemistry Industry Press, China 1999). (In Chinese).

Google Scholar

[4] Wu. J, Li. Z and Luo H.A. Chemical Industry and Engineering Process, Vol. 22(2003), p.1172. (In Chinese).

Google Scholar

[5] Sun. J. H,Mao.W. Chemical Engineer, Vol. 1(2009) , p.38(In Chinese).

Google Scholar

[6] Tang.L. X, Ji.J.L. Chemical Engineer, Vol. 11 (2008) , p.36(In Chinese).

Google Scholar

[7] Cellini. F, Gervasutti. V and Tancorra. R, U.S. Patent 4, 789, 741(1988).

Google Scholar

[8] Fuchs. H, Neubauer. G and Oostvogela. J. U.S. Patent 5, 264, 571(1993).

Google Scholar

[9] W.J. Wassen, G. Geottsch U.S. Patent 4, 081, 442(1978).

Google Scholar

[10] Brand. U, Schmitz. R and Deuker. E. U.S. Patent 4, 806, 638(1989).

Google Scholar

[11] K. Chaudhari, B. Rajaram and A.J. Chandwdkar. J. Mol. Catal. A, Vol. 177(2002), p.247.

Google Scholar

[12] Holger. K, Roger. G and Jens.W. Chemical Engineering&Technology, Vol. 24(2001), p.150.

Google Scholar

[13] Hiroshi, Ichihashi, Hiroshi, Sato. Appl. Catal. A, Vol. 221 (2001) , p.359.

Google Scholar

[14] Tamabe. K, Holdench. W. F. Appl. Catal A, Vol. 181(1999) , p.399.

Google Scholar

[15] Mao. D. S, Lu. G. Z and Chen. Q.L. Petrochemical Technolog, Vol. 30(2001) , p.152. (In Chinese).

Google Scholar

[16] J. F. Bengoa, N. G. Gallegos, S. G. Marchetti. Microporous. Mesoporous. Mater, Vol. 24 (1998), p.163.

Google Scholar

[17] Luo. H. A, Wu. J and Liu. G.Q. C.N. Patent, 1, 939, 897(2007). (In Chinese).

Google Scholar

[18] Chen. D.F. China Synthetic Fiber Industry, Vol. 15(1992), p.44. (In Chinese).

Google Scholar

[19] P. Cavalieri d'Oro, R. Bagatin and A Caimi. The international Chemical Engineering Conference, Frankfurt, Germany, Vol. 6(1992), p.2.

Google Scholar

[20] Wu. J, Li. Z and Luo. H.A. Journal of South China University of Technology, Vol. 13(2006), p.383 . (In Chinese).

Google Scholar

[21] Peng. J. J, Tang. L.C. China Synthetic Fiber Industry, Vol. 1(1999), p.38.

Google Scholar

[22] Cheng. S. B, Sun. B and Wang, E.Q. C.N. Patent, 101, 070, 298(2007).

Google Scholar

[23] L.G. Jodra, A. Romero and F. Garcla-Ochoa. Ind. Eng. Chem. Prod. Res. Dev, Vol. 20(1981), p.562.

Google Scholar

[24] Arturo. R, Pedro. Y and Aurora. S. Ind. Eng. Chem. Res, Vol. 42 (2003), p.3654.

Google Scholar

[25] Arturo. R, Aurora. S, Pedro. Y. Ind. Eng. Chem. Res, Vol. 43 (2004) , p.1557.

Google Scholar