Skip to main content
SpringerLink
Log in

Synthesis of para-Dichlorobenzene by Chlorobenzene Chlorination on NaY Zeolite Heterogeneous Catalyst

  • Organic Synthesis and Industrial Organic Chemistry
  • Published:
Russian Journal of Applied Chemistry Aims and scope Submit manuscript

Abstract

A selective procedure for p-dichlorobenzene synthesis, yielding p-dichlorobenzene and 1,2,4-trichlorobenzene free of isomeric dichlorobenzenes, was suggested. The chlorination was performed in two steps: with feeding chlorine in an equimolar amount relative to chlorobenzene in the first step and with feeding a small (1.3–1.5-fold) excess of chlorine in the second step. NaY zeolite with the mean particle size of 3–6 μm was used as the heterogeneous chlorination catalyst. The possibility of regeneration and multiple use of the heterogeneous catalyst was demonstrated.

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

Fig. 1.
Fig. 2.

REFERENCES

  1. Patent CN 103819307 А, Publ. 2014.

  2. Patent US 4740641 A, Publ. 1988.

  3. Patent US 4849560 A, Publ. 1989.

  4. Miyake, T., Sekizawa, K., Hironaka, T., Nakano, M., Fujii, S., and Tsutsumi, Y., Stud. Surf. Sci. Catal., 1986, vol. 28, pp. 747–754. https://doi.org/10.1016/S0167-2991(09)60943-5

    Article  CAS  Google Scholar 

  5. Patent US 5093293 А, Publ. 1992.

  6. Patent US 5001290, Publ. 1991.

  7. Patent CN 1259506 A, Publ. 2012.

  8. Patent CN 101580456 B, Publ. 2012.

  9. Wolfgang, L., Adv. Mater. Sci. Eng., 2014, vol. 2014, ID 724248, pp. 1–20. https://doi.org/10.1155/2014/724248

    Article  CAS  Google Scholar 

  10. Patent US 4300004 А, Publ. 1981.

  11. Patent EP 0231133 B, Publ. 1987.

  12. Patent JP S5777631 A, Publ. 1982.

  13. Patent US 4740641 A, Publ. 1988.

  14. Patent US 4777305 A, Publ. 1987.

  15. Patent US 4724269 A, Publ. 1988.

  16. Patent EP 0118851 A1, Publ. 1984.

  17. Takahashi, T. and Kai, T., Stud. Surf. Sci. Catal., 1994, vol. 83, pp. 1989–1996. https://doi.org/10.1016/S0167-2991(08)63759-3

    Article  Google Scholar 

  18. Zanaveskin, L.N., Alferova, E.A., and Shvets, V.F., Khim. Prom–st. Segodnya, 2009, no. 3, pp. 9–16.

    Google Scholar 

  19. Pardillos, J., Brunel, D., Coq, B., Massiani, P., de Menorval, L.C., and Figueras, F., J. Am. Chem. Soc., 1990, vol. 112, no. 4, pp. 1313–1318. https://doi.org/10.1021/ja00160a002

    Article  CAS  Google Scholar 

  20. Coq, B., Pardillos, J., and Figueras, F., Appl. Catal., 1990, vol. 62, no. 1, pp. 281–294. https://doi.org/10.1016/S0166-9834(00)82252-6

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. AhmadullinS Science and Technologies, Kazan, 420029, Tatarstan, Russia

    R. M. Akhmadullin, L. I. Musin, I. N. Litvinova & A. G. Akhmadullina

  2. Inzhekhim Engineering and Implementation Center, Kazan, 420049, Tatarstan, Russia

    A. V. Rakov & S. A. Irdinkin

  3. Kazan Federal University, Kazan, 420008, Tatarstan, Russia

    I. S. Antipin

Authors
  1. R. M. Akhmadullin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. V. Rakov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. L. I. Musin
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. S. A. Irdinkin
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. I. N. Litvinova
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. I. S. Antipin
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. A. G. Akhmadullina
    View author publications

    You can also search for this author in PubMed Google Scholar

Contributions

R.M. Akhamdullin: development of the article concept, formulation of goals of the study; A.V. Rakov: determination and calculation of the internal surface area, of the pore size, and of the zeolite particle size by laser diffraction; zeolite sample preparation; L.I. Musin: manuscript preparation, literature analysis; S.A. Irdinkin: chlorination experiments; I.N. Litvinova: gas-chromatographic analysis; I.S. Antipin: development of the article concept, formulation of goals of the study; A.G. Akhmadullina: analysis and systematization of the results obtained, formulation of conclusions.

Corresponding author

Correspondence to L. I. Musin.

Ethics declarations

The authors declare that they have no conflict of interest.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Akhmadullin, R.M., Rakov, A.V., Musin, L.I. et al. Synthesis of para-Dichlorobenzene by Chlorobenzene Chlorination on NaY Zeolite Heterogeneous Catalyst. Russ J Appl Chem 95, 1347–1353 (2022). https://doi.org/10.1134/S1070427222090099

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070427222090099

Keywords:

Search

Navigation