Skip to main content
Log in

Hydrothermal synthesis of tin containing mesoporous silicas and their catalytic performance over Baeyer–Villiger oxidation of cyclohexanone to ε-caprolactone: comparison of Sn/MCM-41 and Sn/SBA-15

  • Published:
Journal of Porous Materials Aims and scope Submit manuscript

Abstract

In this work, a series of tin containing mesoporous silicas (Sn/MCM-41 and Sn/SBA-15) were prepared by a one-pot hydrothermal method and their physical and chemical properties were characterized by various techniques such as powder X-ray diffraction, nitrogen adsorption–desorption and transmission electron microscopy. Among these catalysts, Sn/SBA-15(50) exhibited the highest catalytic activity for Baeyer–Villiger oxidation of cyclohexanone to ε-crolactone using hydrogen peroxide (H2O2) as the green oxidant. The best methodology was to carry out the reaction in 1,4-dioxane under 10 wt% Sn/SBA-15 catalyst of 0.1 mol cyclohexanone at 70 °C for 4 h, and a molar ratio cyclohexanone: oxidant of 1:3. Furthermore, this heterogeneous mesoporous Sn/SBA-15 catalyst was reusable without any appreciable loss in activity and selectivity after three cycles.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8

Similar content being viewed by others

References

  1. G.J. Brink, I.W.C.E. Arends, R.A. Sheldon, Chem. Rev. 104, 4105 (2004)

    Article  CAS  Google Scholar 

  2. P.J. Pan, Y. Inoue, Prog. Polym. Sci. 34, 605 (2009)

    Article  CAS  Google Scholar 

  3. G.D. García-Olaiz, K.A. Montoya-Villegas, A. Licea-Claverie, N.A. Cortez-Lemus, React. Fuct. Polym. 88, 16 (2015)

    Article  Google Scholar 

  4. C.J. Sanchidrian, J.R. Ruiz, Tetrahedron 64, 2011 (2008)

    Article  Google Scholar 

  5. A. Corma, L.T. Nemeth, M. Renz, S. Valencia, Nature 412, 423 (2001)

    Article  CAS  Google Scholar 

  6. A. Corma, M.T. Navarro, M. Renz, J. Cat. 219, 242 (2003)

    Article  CAS  Google Scholar 

  7. R. Raja, J.M. Thomas, G. Sankar, Chem. Commun. 525 (1999). doi:10.1039/A900080A

  8. J.M. Thomas, R. Raja, Chem. Commun. 675 (2001). doi:10.1039/B100369K

  9. M. Lenarda, M. Ros, M. Casagrande, L. Storaro, R. Ganzerla, Inorg. Chim. Acta 349, 195 (2003)

    Article  CAS  Google Scholar 

  10. L.J. Davies, P. McMorn, D. Bethell, P.C.B. Page, F. King, F.E. Hancok, G.J. Utchings, J. Mol. Catal. A: Chem. 165, 243 (2001)

    Article  CAS  Google Scholar 

  11. I. Nekoksova, N. Zilkova, J. Cejka, Stud. Surf. Sci. Catal. 158, 1589 (2005)

    Article  Google Scholar 

  12. I. Nowak, A. Feliczak, I. Nekoksova, J. Cejk, Appl. Catal. A 321, 40 (2007)

    Article  CAS  Google Scholar 

  13. M. Sasidharan, Y. Kiyozumi, N.K. Mal, M. Paul, P.R. Rajamohanan, A. Bhaumik Micropo. Mesopo. Mater. 126, 234 (2009)

    Article  CAS  Google Scholar 

  14. S. Rana, S. Mallick, K.M. Parida, J. Porous Mater. 19, 397 (2012)

    Article  CAS  Google Scholar 

  15. G.F. Ma, Z.H. Ma, Z.F. Zhang, Z.W. Yang, Z.Q. Lei, J. Porous Mater. 19, 597 (2012)

    Article  CAS  Google Scholar 

  16. Z.Q. Lei, G.F. Ma, C. Jia, Catal. Commun. 8, 305 (2007)

    Article  CAS  Google Scholar 

  17. U.R. Pillai, E.S. Demessie, J. Mol. Catal. A: Chem. 191, 93 (2003)

    Article  CAS  Google Scholar 

  18. J.C. Sanchidrian, J.M. Hidalgo, R. Llamas, J.R. Ruiz, Appl. Catal. A: Gen. 312, 86 (2006)

    Article  Google Scholar 

  19. J.X. Li, Y.Y. Le, W.L. Dai, H.X. Li, K.N. Fan, Catal. Commun. 9, 1334 (2008)

    Article  CAS  Google Scholar 

  20. R.A. Steffen, S. Teixeira, J. Sepulveda, R. Rinaldi, U. Schuchardt, J. Mol. Catal. A: Chem. 287, 41 (2008)

    Article  CAS  Google Scholar 

  21. R. Llamas, C.J. Sanchidrian, J.R. Ruiz, Appl. Catal. B: Environ. 72, 18 (2007)

    Article  CAS  Google Scholar 

  22. L.H. Zhu, M.H. Cao, H. Zhou, N.W. Zhang, J.B. Zheng, Y.H. Li, B.H. Chen, Catal. Lett. 144, 1188 (2014)

    Article  CAS  Google Scholar 

  23. M.S. Graca, R.O. Rocha, M. Cristina, T. Amador, Catal. Lett. 144, 1197 (2014)

    Article  Google Scholar 

  24. J. Zang, Y.J. Ding, Y.P. Pei, J. Liu, R.H. Lin, L. Yan, T. Liu, Y. Lu, Reac. Kinet. Mech. Cat. 112, 159 (2014)

    Article  CAS  Google Scholar 

  25. J. Fischer, F. Holderich, Appl. Catal. A: Gen. 180, 435 (1999)

    Article  CAS  Google Scholar 

  26. C.L. Li, Z.W. Yang, S. Wu, Z.Q. Lei, React. Funct. Polym. 67, 53 (2007)

    Article  CAS  Google Scholar 

  27. C.L. Li, J.Q. Wang, Z.W. Yang, Z.G. Hu, Z.Q. Lei, Catal. Commun. 8, 1202 (2007)

    Article  CAS  Google Scholar 

  28. G. Chavez, J.A. Rasmussen, M. Janssen, G. Mamo, R.H. Kaul, R.A. Sheldon, Top. Catal. 57, 349 (2014)

    Article  CAS  Google Scholar 

  29. P. Fattahpour, M.S. Arabi, M.M. Khodaei, K. Bahrami, J. Porous Mater. 22, 211 (2015)

    Article  CAS  Google Scholar 

  30. D. Zhao, J. Feng, Q. Huo, N. Melosh, G.H. Fredrickson, B.F. Chmelka, G.D. Stucky, Science 279, 548 (1998)

    Article  CAS  Google Scholar 

  31. P.P. Samuel, S. Shylesh, A.P. Singh, J. Mol. Catal. A: Chem. 266, 11 (2007)

    Article  CAS  Google Scholar 

  32. N.I. Cuello, V.R. Elías, C.E.R. Torres, M.E. Crivello, M.I. Oliva, G.A. Eimer, Micropor. Mesopor. Mater. 203, 106 (2015)

    Article  CAS  Google Scholar 

  33. V. Elías, E. Sabre, K. Sapag, S. Casuscelli, G. Eimer, Appl. Catal. A 413, 280 (2012)

    Article  Google Scholar 

  34. K.S.W. King, D.H. Everett, R.A.W. Haul, L. Moscow, R.A. Pierotti, J. Rouquerol, T. Siemieniewska, Pure Appl. Chem. 57, 603 (1985)

    Google Scholar 

  35. K. Choi, R. Wakabayashi, T. Tatsumi, T. Yokoi, K. Kuroda, J. Colloid Interface Sci. 359, 240 (2011)

    Article  CAS  Google Scholar 

  36. Y. Xu, G. Zhou, C. Wu, T. Li, H. Song, Solid State Sci. 13, 867 (2011)

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work was supported by Project Funded by the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD), the Fundamental Research Funds for the Central Universities (NS2015062), the Funding for Outstanding Doctoral Dissertation in NUAA (BCXJ13-11), and the Funding of Jiangsu Innovation Program for Graduate Education (KYLX_0264).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Tian Chen.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Chen, T., Wang, B., Li, Y. et al. Hydrothermal synthesis of tin containing mesoporous silicas and their catalytic performance over Baeyer–Villiger oxidation of cyclohexanone to ε-caprolactone: comparison of Sn/MCM-41 and Sn/SBA-15. J Porous Mater 22, 949–957 (2015). https://doi.org/10.1007/s10934-015-9968-y

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10934-015-9968-y

Keywords

Navigation