Skip to main content
SpringerLink
Log in

Synthesis of N-methylaniline over molecular sieve catalysts

  • Published:
Petroleum Chemistry Aims and scope Submit manuscript

Abstract

The preparation of N-methylaniline in two various processes: alkylation of aniline with methanol and hydroalkylation of nitrobenzene with methanol has been studied. Bifunctional molecular sieves containing metal copper as the hydrogenating component and zeolites BEA, MOR, MFI, FAU (Y) and mesoporous material MCM-41 as an alkylating component were used as catalysts. It has been shown that the modification of samples with copper nitrate increases the number of Lewis acid sites and decreases the number of Brønsted acid sites as copper embeds into cation exchange positions. It has been determined that the catalyst modification with copper increases the activity and enhances the selectivity towards N-alkylated products.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. C. Martínez and A. Corma, Coord. Chem. Rev. 255, 1558 (2011).

    Article  Google Scholar 

  2. C. Perego and P. Ingallina, Catal. Today 73, 3 (2002).

    Article  CAS  Google Scholar 

  3. T. Odedairo and S. Al-Khattaf, Catal. Today 204, 73 (2013).

    Article  CAS  Google Scholar 

  4. W. Xu, S. J. Miller, P. K. Agrawal, and C. W. Joneset, Appl. Catal., A 459, 114 (2013).

    Article  CAS  Google Scholar 

  5. I. B. Borodina, E. B. Pomakhina, Ts. M. Ramishvili, O. A. Ponomareva, A. I. Rebrov, I. I. Ivanova, Russ. J. Phys. Chem. 80, 892 (2006).

    Article  CAS  Google Scholar 

  6. M. E. Sad, H. A. Duarte, C. L. Padro, and C. R. Apesteguia, Appl. Catal., A 486, 77 (2014).

    Article  CAS  Google Scholar 

  7. I. I. Ivanova, O. A. Ponomoreva, E. B. Pomakhina, et al., Stud. Surf. Sci. Catal. 142, 659 (2002).

    Article  Google Scholar 

  8. P. S. Niphadkar, P. N. Joshi, H. R. Gurav, et al., Catal. Lett. 133, 175 (2009).

    Article  CAS  Google Scholar 

  9. R. Luque, J. M. Campelo, D. Luna, et al., J. Mol. Catal. A: Chem. 269, 190 (2007).

    Article  CAS  Google Scholar 

  10. V. D. Stytsenko, Tao Do Huu, and V. A. Vinokurov, Kinet. Catal. 46, 367 (2005).

    Article  Google Scholar 

  11. K. Nishamol, K. S. Rahna, and S. Sugunan, J. Mol. Catal. A: Chem. 209, 89 (2004).

    Article  CAS  Google Scholar 

  12. R. George, K. George, and S. Sugunan, Bull. Chem. React. Eng. Catal. 9, 39 (2014).

    Article  CAS  Google Scholar 

  13. F. M. Bautista, J. M. Campelo, A. Garcia, et al., Appl. Catal., A 166, 39 (1998).

    Article  CAS  Google Scholar 

  14. R. C. Mordi, J. Dwyer, and R. Fields, J. Catal. 143, 627 (1993).

    Article  CAS  Google Scholar 

  15. R. A. Shaikh, P. S. Singh, R. Bandyopadhyay, et al., Stud. Surf. Sci. Catal. 113, 637 (1998).

    Article  CAS  Google Scholar 

  16. P. R. H. P. Rao, P. Massiani, and D. Barthomeuf, Stud. Surf. Sci. Catal. 98, 287 (1995).

    Article  CAS  Google Scholar 

  17. M. J. Gracia-Trujillo, M. J. Jurado-Pescuezo, M. D. Gracia-Serrano, et al., Stud. Surf. Sci. Catal. 174, 1331 (2008).

    Article  Google Scholar 

  18. M. V. Belova, O. A. Ponomareva, and I. I. Ivanova, Pet. Chem. 54, 438 (2014).

    Article  CAS  Google Scholar 

  19. Handbook of Heterogeneous Catalytic Hydrogenation for Organic Synthesis, Ed. by S. Nishimura (Wiley–VCH, Weinheim, 2001), p. 332.

    Google Scholar 

  20. C. Kresge, M. Leonowicz, W. Roth, et al., Nature 359 (6397), 710 (1992).

    Article  CAS  Google Scholar 

  21. C. Baerlocher and L. B. McCusker, Database of Zeolite Structures. http://www.izastructure.org/databases/.

  22. S. S. R. Putluru, A. Riisager, and R. Fehrmann, Appl. Catal., B 101, 183 (2011).

    Article  CAS  Google Scholar 

  23. J. Engeldinger, C. Domke, M. Richter, and U. Bentrup, Appl. Catal., A 382, 303 (2010).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Moscow State University, Moscow, Russia

    M. V. Belova, O. A. Ponomareva & I. I. Ivanova

  2. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Moscow, Russia

    O. A. Ponomareva & I. I. Ivanova

Authors
  1. M. V. Belova
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. O. A. Ponomareva
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. I. I. Ivanova
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to M. V. Belova.

Additional information

Original Russian Text © M.V. Belova, O.A. Ponomareva, I.I. Ivanova, 2016, published in Neftekhimiya, 2016, Vol. 56, No. 3, pp. 222–227.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Belova, M.V., Ponomareva, O.A. & Ivanova, I.I. Synthesis of N-methylaniline over molecular sieve catalysts. Pet. Chem. 56, 205–210 (2016). https://doi.org/10.1134/S0965544116030038

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0965544116030038

Keywords

Search

Navigation