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Enhanced selectivity to benzaldehyde in the liquid phase oxidation of benzyl alcohol using nanocrystalline ZSM-5 zeolite catalyst

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Abstract

In the present paper, nanocrystalline hierarchical ZSM-5 zeolites were successfully synthesized by the hydrothermal method in the presence of tetrapropylammonium hydroxide as a single template with the gel composition of 58SiO2:Al2O3:20TPAOH:1,500H2O. The prepared zeolite catalysts were characterized by X-ray diffraction (XRD), Fourier transform infrared (FTIR) spectroscopy, Nitrogen adsorption–desorption (BET), scanning electron microscopy (SEM) and high resolution transmission electron microscopy (HR-TEM) techniques. The formation of pure and highly crystalline ZSM-5 zeolite phase is confirmed by XRD. The IR vibration band at 550 cm−1 is assigned to the double 5-rings of MFI-type zeolites. N2 adsorption–desorption isotherms showed that the synthesized product had high BET surface area and possessed composite pore structures with both micro and mesopores. The catalytic performance of hierarchical ZSM-5 zeolite was investigated in the selective oxidation of benzyl alcohol (BzOH) with hydrogen peroxide (H2O2) under mild conditions. The results showed that the conversion of BzOH and the selectivity to benzaldehyde were about 94 and about 99 % respectively, when using 0.08 g ZSM-5 catalyst with acetonitrile as the solvent and H2O2 as the oxidant at 90 °C. This catalyst can be retrieved and reprocessed for five times without a significant loss in its activity and selectivity.

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References

  1. R.V. Sharma, K.K. Soni, A.K. Dalai, Catal. Commun. 29, 87 (2012)

    Article  CAS  Google Scholar 

  2. Y. Pérez, R. Ballesteros, M. Fajardo, I. Sierra, I. del Hierro, J. Mol. Catal. A Chem. 352, 45 (2012)

    Article  Google Scholar 

  3. S. Ajaikumar, A. Pandurangan, J. Mol. Catal. A Chem. 290, 35 (2008)

    Article  CAS  Google Scholar 

  4. Y. Yu, B. Lu, X. Wang, J. Zhao, X. Wang, Q. Cai, Chem. Eng. J. 162, 738 (2010)

    Article  CAS  Google Scholar 

  5. S. Sueto, A. Nishiyama, H. Tsuruya, M. Masai, J. Chem. Soc. Faraday Trans. 93, 659 (1997)

    Article  CAS  Google Scholar 

  6. R. Sumathi, K. Johnson, B. Viswanathan, T.K. Varadarajan, Appl. Catal. A 172, 15 (1998)

    Article  CAS  Google Scholar 

  7. N. Idaka, S. Nishiyama, S. Tsuruya, Phys. Chem. Chem. Phys. 3, 1918 (2001)

    Article  CAS  Google Scholar 

  8. H. Kim, J.C. Jung, D.R. Park, H. Lee, J. Lee, S.H. Lee, S.-H. Baeck, K.-Y. Lee, J. Yi, I.K. Song, Catal. Today 132, 58 (2008)

    Article  CAS  Google Scholar 

  9. J. Fan, Y. Dai, Y. Li, N. Zheng, J. Guo, X. Yan, G.D. Stucky, J. Am. Chem. Soc. 131, 15568 (2009)

    Article  CAS  Google Scholar 

  10. V.R. Choudhary, D.K. Dumbre, V.S. Narkhede, S.K. Jana, Catal. Lett. 86, 229 (2003)

    Article  CAS  Google Scholar 

  11. A. Jia, L.-L. Lou, C. Zhang, Y. Zhang, S. Liu, J. Mol. Catal. A Chem. 306, 123 (2009)

    Article  CAS  Google Scholar 

  12. C. Venturello, M. Gambaro, J. Org. Chem. 56, 5924 (1991)

    Article  CAS  Google Scholar 

  13. K. Sato, M. Aoki, J. Takagi, K. Zimmermann, R. Noyori, Bull. Chem. Soc. Jpn 72, 2287 (1999)

    Article  CAS  Google Scholar 

  14. G.D. Yadav, C.K. Mistry, J. Mol. Catal. A Chem. 172, 135 (2001)

    Article  CAS  Google Scholar 

  15. G.C. Behera, K.M. Parida, Appl. Catal. A 413, 245 (2012)

    Article  Google Scholar 

  16. Z. Chen, J. Xu, Z. Ren, Y. He, G. Xiao, J. Solid State Chem. 205, 134 (2013)

    Article  CAS  Google Scholar 

  17. C.Y. Ma, B.J. Dou, J.J. Li, J. Cheng, Q. Hu, Z.P. Hao, S.Z. Qiao, Appl. Catal. B 92, 202 (2009)

    Article  CAS  Google Scholar 

  18. E.M. Flanigen, in Studies in Surface Science and Catalysis, ed. by H. van Bekkum, E.M. Flanigen, P.A. Jacobs, J.C. Jansen (Elsevier Science B. V, Amsterdam, 2001), p. 11

    Google Scholar 

  19. A. Corma, Chem. Rev. 95, 559 (1995)

    Article  CAS  Google Scholar 

  20. J.C. Groen, L.A.A. Peffer, J.A. Moulijn, J. Pérez-Ramırez, Microporous Mesoporous Mater. 69, 29 (2004)

    Article  CAS  Google Scholar 

  21. M. Hartmann, Angew. Chem. Int. Ed. Engl. 43, 5880 (2004)

    Article  CAS  Google Scholar 

  22. S. Lopez-Orozco, A. Inayat, A. Schwab, T. Selvam, W. Schwieger, Adv. Mater. 23, 2602 (2011)

    Article  CAS  Google Scholar 

  23. K. Egeblad, C.H. Christensen, M. Kustova, C.H. Christensen, Chem. Mater. 20, 946 (2007)

    Article  Google Scholar 

  24. Y. Ni, A. Sun, X. Wu, G. Hai, J. Hu, T. Li, G. Li, Microporous Mesoporous Mater. 143, 435 (2011)

    Article  CAS  Google Scholar 

  25. A. Becheri, M. Dürr, P.L. Nostro, P. Baglioni, J. Nanopart. Res. 10, 679 (2008)

    Article  CAS  Google Scholar 

  26. Y.-P. Guo, H.-J. Wang, Y.-J. Guo, L.-H. Guo, L.-F. Chu, C.-X. Guo, Chem. Eng. J. 166, 391 (2011)

    Article  CAS  Google Scholar 

  27. N. Chu, J. Yang, C. Li, J. Cui, Q. Zhao, X. Yin, J. Lu, J. Wang, Microporous Mesoporous Mater. 118, 169 (2009)

    Article  CAS  Google Scholar 

  28. L. Xu, S. Wu, J. Guan, H. Wang, Y. Ma, K. Song, H. Xu, H. Xing, C. Xu, Z. Wang, Q. Kan, Catal. Commun. 9, 1272 (2008)

    Article  CAS  Google Scholar 

  29. C. Fernandez, I. Stan, J.P. Gilson, K. Thomas, A. Vicente, A. Bonilla, J. Perez-Ramirez, Chemistry 16, 6224 (2010)

    Article  CAS  Google Scholar 

  30. Y.-Y. Wang, G.-Q. Gin, X.-Y. Guo, Microporous Mesoporous Mater. 118, 302 (2009)

    Article  CAS  Google Scholar 

  31. F. Adam, W.-T. Ooi, Appl. Catal. A 445, 252 (2012)

    Article  Google Scholar 

  32. M.P. Chaudhari, S.B. Sawant, Chem. Eng. J. 106, 111 (2005)

    Article  CAS  Google Scholar 

  33. Z. Hai, L. Ying, Z. Xungao, Chin. J. Catal. 32, 1693 (2011)

    Article  Google Scholar 

  34. V. Mahdavi, H.R. Hasheminasa, S. Abdollahi, J. Chin. Chem. Soc. 57, 189 (2010)

    Article  CAS  Google Scholar 

  35. C. Ragupathi, J.J. Vijaya, S. Narayanan, L.J. Kennedy, S. Ramakrishna, Chin. J. Catal. 34, 1951 (2013)

    Article  CAS  Google Scholar 

  36. M. Niva, N. Katada, K. Okumura, in Characterization and Design of Zeolite Catalysts : Solid Acidity, Shape Selectivity and Loading Properties (Springer, 2010), p. 9

  37. S. Endud, K.L. Wong, Microporous Mesoporous Mater. 101, 256 (2007)

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors are thankful to Prof. B. Viswanathan, NCCR, IIT-Madras for providing laboratory and characterization facilities to carry out this work.

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Correspondence to J. Judith Vijaya.

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Narayanan, S., Judith Vijaya, J., Sivasanker, S. et al. Enhanced selectivity to benzaldehyde in the liquid phase oxidation of benzyl alcohol using nanocrystalline ZSM-5 zeolite catalyst. J Porous Mater 21, 633–641 (2014). https://doi.org/10.1007/s10934-014-9809-4

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  • DOI: https://doi.org/10.1007/s10934-014-9809-4

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