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Microparticle HZSM-5 zeolite as highly active catalyst for the hydration of cyclohexene to cyclohexanol

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Abstract

Microparticle HZSM-5 zeolite (MPZ) has been prepared without employing any organic templates, and used as a catalyst for the hydration of cyclohexene to synthesize cyclohexanol. MPZ exhibits better catalytic performance and superior settlement separation property than those of commercial HZSM-5 prepared by the traditional method using an organic template. The stability of MPZ has been investigated for a 1200-h test, and the regenerated performance of MPZ has also been investigated. The results show that although MPZ was reused for five recycles, the high cyclohexene conversion of 9.6 % and the high cyclohexanol selectivity of 96.8 % are still attained after the fifth regeneration. FT-IR, XRD and N2 adsorption–desorption characterizations show that coke deposit on the surface and in the channels of MPZ is the main reason for the deactivation. ICP-AES, SEM–EDS and NH3-TPD characterizations indicate that hydrothermal dealumination reduces the strong acidity and accelerates the catalyst deactivation. The spent catalyst by regeneration with H2O2 could be recovered to its initial high catalytic activity, due to the restored appropriate channels and exposed active sites.

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References

  1. J. Li, L.H. Yang, F. Li, W. Xue, Y.J. Wang, Reac. Kinet. Mech. Cat. 114, 173 (2015)

    Article  CAS  Google Scholar 

  2. M. Misonoa, T. Inui, Catal. Today 51, 369 (1999)

    Article  Google Scholar 

  3. R.A. Imam, H. Freund, R.P.M. Guit, C. Fellay, R.J. Meier, K. Sundmacher, Org. Process Res. Dev. 17, 343 (2013)

    Article  Google Scholar 

  4. X.L. Shan, Z.M. Cheng, Y.J. Li, Chem. Eng. Data 56, 4310 (2011)

    Article  CAS  Google Scholar 

  5. T. Okuhara, Catal. Today 73, 167 (2002)

    Article  CAS  Google Scholar 

  6. F. Adam, P. Retnam, A. Iqbal, Appl. Catal. A: Gen. 357, 93 (2009)

    Article  CAS  Google Scholar 

  7. Y. Izum, Catal. Today 33, 371 (1997)

    Article  Google Scholar 

  8. D.R. Fang, J.Y. Lu, H.M. Zhang, J. Li, Y.Y. Wang, Chem. Res. Chin. Univ. 29, 743 (2013)

    Article  CAS  Google Scholar 

  9. H. Ishida, Catal. Surv. Jpn. 1, 241 (1997)

    Article  CAS  Google Scholar 

  10. T. Okuhara, Chem. Rev. 102, 3641 (2002)

    Article  CAS  Google Scholar 

  11. B.C. Chen, B.Y. Yu, Y.L. Lin, H.P. Huang, I.L. Chien, Ind. Eng. Chem. Res. 53, 7079 (2014)

    Article  CAS  Google Scholar 

  12. A. Katariya, H. Freund, K. Sundmacher, Ind. Eng. Chem. Res. 48, 9534 (2009)

    Article  CAS  Google Scholar 

  13. F. Steyer, K. Sundmacher, Ind. Eng. Chem. Res. 46, 1099 (2007)

    Article  CAS  Google Scholar 

  14. F. Steyer, H. Freund, K. Sundmacher, Ind. Eng. Chem. Res. 47, 9581 (2008)

    Article  CAS  Google Scholar 

  15. H. Zhang, S.M. Mahajani, M.M. Sharma, T. Sridhar, Chem. Eng. Sci. 57, 315 (2002)

    Article  CAS  Google Scholar 

  16. F. Yang, G.W. Chen, H.Q. Li, X.W. Guo, X.S. Wang, Chin. J. Catal. 27, 459 (2006)

    CAS  Google Scholar 

  17. M. Kucera, M. Kralik, M. Matas, P. Hudec, M. Hronec, Collect. Czech Chem. Commun. 60, 498 (1995)

    Article  CAS  Google Scholar 

  18. N. Danilina, F. Krumeich, S.A. Castelanelli, J.A. Bokhoven, J. Phys. Chem. C 114, 6640 (2010)

    Article  CAS  Google Scholar 

  19. Y. Tang, B.J. Li, N. Zhang, S.L. Wang, Y.Q. Wen, P. Jin, X.Y. Wang, CrystEngComm 14, 3854 (2012)

    Article  CAS  Google Scholar 

  20. J.K. Reddy, K. Motokura, T. Koyama, A. Miyaji, T. Baba, J. Catal. 289, 53 (2012)

    Article  CAS  Google Scholar 

  21. T. Xue, L. Chen, Y.M. Wang, M.Y. He, Micropor. Mesopor. Mater. 156, 97 (2012)

    Article  CAS  Google Scholar 

  22. N. Ren, J. Bronić, S. Bosnar, M.D. Sikirić, T.A. Jelić, J.J. Mao, B. Subotić, CrystEngComm 15, 5032 (2013)

    Article  CAS  Google Scholar 

  23. B. Li, B. Sun, X.F. Qian, W. Li, Z.X. Wu, Z.K. Sun, M.H. Qiao, M. Duke, D.Y. Zhao, J. Am. Chem. Soc. 135, 1181 (2013)

    Article  CAS  Google Scholar 

  24. X.J. Cheng, X.S. Wang, H.Y. Long, Micropor. Mesopor. Mater. 119, 171 (2009)

    Article  CAS  Google Scholar 

  25. Y.S. Tao, H. Kanoh, L. Abrams, K. Kaneko, Chem. Rev. 106, 896 (2006)

    Article  CAS  Google Scholar 

  26. J.L. Jiang, Y. Yang, C.S. Duanmu, Y. Xu, L.D. Feng, X. Gu, J. Chen, Micropor. Mesopor. Mater. 163, 11 (2012)

    Article  CAS  Google Scholar 

  27. K. Moller, B. Yilmaz, R.M. Jacubinas, U. Muller, T. Bein, J. Am. Chem. Soc. 133, 5284 (2011)

    Article  CAS  Google Scholar 

  28. A.A. Rownaghi, F. Rezaei, J. Hedlund, Micropor. Mesopor. Mater. 151, 26 (2012)

    Article  CAS  Google Scholar 

  29. A.A. Rownaghi, J. Hedlund, Ind. Eng. Chem. Res. 50, 11872 (2011)

    Article  CAS  Google Scholar 

  30. S. Ilias, A. Bhan, ACS Catal. 3, 18 (2013)

    Article  CAS  Google Scholar 

  31. A. Cormaa, J. Mengual, P.J. Miguel, Appl. Catal. A: Gen. 421–422, 121 (2012)

    Article  Google Scholar 

  32. F. Wang, M. Luo, W.D. Xiao, X.X. Cheng, Y.C. Long, Appl. Catal. A: Gen. 393, 161 (2011)

    Article  CAS  Google Scholar 

  33. J. Zhou, Z.L. Hua, Z.C. Liu, W. Wu, Y. Zhu, J.L. Shi, ACS Catal. 1, 287 (2011)

    Article  CAS  Google Scholar 

  34. N. Viswanadham, J.K. Gupta, G.M. Dhar, M.O. Garg, Energy Fuel. 20, 1806 (2006)

    Article  CAS  Google Scholar 

  35. Z.P. Huo, X.Y. Xu, Z. Lü, J.O. Song, M.Y. He, Z.F. Li, Q. Wang, L.J. Yan, Micropor. Mesopor. Mater. 158, 137 (2012)

    Article  CAS  Google Scholar 

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Acknowledgments

We gratefully acknowledge the Innovation Fund for Elitists of Henan Province, China (No. 0221001200), the Talent Training Joint Fund of NSFC-Henan (No. U1204203), the China Postdoctoral Science Foundation (No. 2012M511121) and the National Natural Science Foundation of China (No. 21072046).

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Correspondence to Xiangyu Wang.

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Wang, S., Li, C., Wen, Y. et al. Microparticle HZSM-5 zeolite as highly active catalyst for the hydration of cyclohexene to cyclohexanol. Res Chem Intermed 42, 8131–8142 (2016). https://doi.org/10.1007/s11164-016-2584-x

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  • DOI: https://doi.org/10.1007/s11164-016-2584-x

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