Skip to main content
Log in

Synthesis and characterization of novel bifunctional mesoporous silica catalyst and its scope for one-pot deacetalization–knoevenagel reaction

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

Abstract

Bifunctional (both sulfonic and amine functionalized) mesoporous silica catalysts were prepared by hydrothermal method. (3-[2-(2-amino ethyl amino) ethyl amino] propyl trimethoxysilane) and (3-mercaptopropyl) trimethoxysilane respectively were used as amine and sulfonic sources. The synthesised bifunctional materials were fully characterized by BET, P-XRD, 29Si CPMAS-NMR, FTIR, XPS and SEM spectral analysis. FTIR and NMR results endorse the successful grafting of organic amines and sulfonic group by surface silanol of silica. The presence of of N and S groups in the catalyst material was confirmed by the XPS spectra. Catalytic activity of the bifunctional material was tested for one-pot deacetalization–knoevenagel reaction, which gave excellent yield (95 %). Catalyst is reusable with little loss of activity up to 4 runs (<6 %).

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.

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Fig. 9
Scheme 2

Similar content being viewed by others

References

  1. M. E. Davis, R. J. Davis, (ISBN, New York, ISBN 0-07-245007-X, 2003) 133

  2. K.R. Kloetstra, V. Bekkum, J. Chem. Soc. Chem. Commun. 10, 1005–1006 (1995)

    Article  Google Scholar 

  3. Y.V. SubbaRao, D.E. De Vos, P.A. Jacobs, Angew. Chem. Int. Ed. Engl. 36, 2661 (1997)

    Article  Google Scholar 

  4. K. KoteswaraRao, M. Gravelle, J. Sanchez, F. Figueras, J. Catal. 173, 115 (1998)

    Article  Google Scholar 

  5. F. Cavani, F. Trifiro, A. Vaccari, Catal. Today 11, 173 (1991)

    Article  CAS  Google Scholar 

  6. M. Lakshmi Kantam, B. M. Choudary, C.Venkat Reddy, K. KoteswaraRao, F. Figueras, J. Chem. Soc. Chem. Commun. 1033 (1998)

  7. N. Keller, R. Vieira, J.M. Nhut, C. Pham-Huu, M.J. Ledoux, J. Braz. Chem. Soc. 16(2), 202 (2005)

    Article  CAS  Google Scholar 

  8. Y. Ren, B. Yue, M. Gu, H. He, Materials 3, 764 (2010)

    Article  CAS  Google Scholar 

  9. C. Sanchez, B. Julia´n, P. Belleville, M. Popall, J. Mater. Chem. 15, 3559 (2005)

    Article  CAS  Google Scholar 

  10. A. Stein, Adv. Mater. 15, 763 (2003)

    Article  CAS  Google Scholar 

  11. I.K. Mbaraka, D.R. Radu, V.S.-Y. Lin, J. Catal. 219, 329 (2003)

    Article  CAS  Google Scholar 

  12. X.G. Wang, C.-C. Chen, S.-Y. Chen, Y. Mou, S. Cheng, Appl. Catal. A. Gen. 281, 47 (2005)

    Article  CAS  Google Scholar 

  13. K.Y. Ho, G. McKay, K.L. Yeung, Langmuir 19, 3019 (2002)

    Article  Google Scholar 

  14. T. Yamamoto, T. Tanaka, T. Funabiki, S. Yoshida, J. Phys. Chem. B 102, 5830 (1998)

    Article  CAS  Google Scholar 

  15. X. Feng, G.E. Fryxell, L.Q. Wang, A.Y. Kim, J. Liu, K.M. Kemner, Science 276, 923 (1997)

    Article  CAS  Google Scholar 

  16. L. Mercier, T.J. Pinnavaia, Environ. Sci. Technol. 32, 2749 (1998)

    Article  CAS  Google Scholar 

  17. R.I. Nooney, M. Kalyanaraman, G. Kennedy, E.J. Maginn, Langmuir 17, 528 (2001)

    Article  CAS  Google Scholar 

  18. J.F. Diaz, K.J. Balkus, F. Bedioui, V. Kurshev, L. Kevan, Chem. Mater. 9, 61 (1997)

    Article  CAS  Google Scholar 

  19. V.S.-Y. Lin, C.-Y. Lai, J. Huang, S.-A. Song, S. Xu, J. Am. Chem. Soc. 123, 11510 (2001)

    Article  CAS  Google Scholar 

  20. W.H. Zhang, X.B. Lu, J.H. Xiu, Z.L. Hua, L.X. Zhang, M. Robertson, J.L. Shi, D.S. Yan, J.D. Holmes, Adv. Funct. Mater. 14(6), 544 (2004)

    Article  CAS  Google Scholar 

  21. L.Y. Shi, Y.M. Wang, A. Ji, L. Gao, Y. Wang, J. Mater. Chem. 15, 1392 (2005)

    Article  CAS  Google Scholar 

  22. P. Li, X. Zhang, Y.J. Chen, T.Y. Bai, H.Z. Lian, X. Hu, RSC. Adv 4, 49421 (2014)

    Article  CAS  Google Scholar 

  23. W. Xu, Q. Gao, Y. Xu, D. Wu, Y. Sun, W. Shen, F. Deng, J. Solid State Chem. 181(10), 2837 (2008)

    Article  CAS  Google Scholar 

  24. Y. Peng, J. Wang, J. Long, G. Liu, Catal. commu 15(1), 10 (2011)

    Article  CAS  Google Scholar 

  25. A.K. Sinha, N. Sharma, A. Shard, A. Sharma, R. Kumar, U.K. Sharma, Indian J. Chem. 1771 (2009)

  26. B.J. Saikia, G.K. Parthasarathy, J. Mod. Phys 1, 206 (2010)

    Article  CAS  Google Scholar 

  27. K.M. Parida, D. Rath, J. Mol. Catal. A: Chem. 310, 93 (2009)

    Article  CAS  Google Scholar 

  28. S. Brunauer, L.S. Deming, E. Deming, E. Teller, J. Am. Chem. Soc. 62, 1723 (1940)

    Article  CAS  Google Scholar 

  29. H. Yang, G. Zhang, X. Hong, Y. Zhu, J. Mol. Cat. A 210, 143 (2004)

    Article  CAS  Google Scholar 

  30. H. Moulder, W. F. Stickle, P. E. Sobol, K. D. Bomden, X-ray photoelectron Spectrosc. J. Chast. (1992)

  31. L. Zhang, J. Liu, J. Yang, Q. Yang, C. Li, Microporous Mesoporous Mater. 109, 172 (2008)

    Article  CAS  Google Scholar 

  32. F. Shang, J. Sun, S. Wu, Y. Yang, Q. Kan, J. Guan, Microporous Mesoporous Mater. 134, 44 (2010)

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors are grateful to the School of Chemistry & Physics and the College of Agriculture, Engineering & Science, University of KwaZulu-Natal, Westville campus, Durban, South Africa for the facilities and financial support.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Sreekantha B. Jonnalagadda.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Rana, S., Maddila, S., Pagadala, R. et al. Synthesis and characterization of novel bifunctional mesoporous silica catalyst and its scope for one-pot deacetalization–knoevenagel reaction. J Porous Mater 22, 353–360 (2015). https://doi.org/10.1007/s10934-014-9903-7

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10934-014-9903-7

Keywords

Navigation