Skip to main content

Advertisement

SpringerLink
Log in

Green synthesis of dihydroxybenzene from phenol with hydrogen peroxide catalyzed by iron modified FSM-16

  • Published:
Research on Chemical Intermediates Aims and scope Submit manuscript

Abstract

Catechol and hydroquinone are very important fine chemical intermediate products, which have a wide range of applications. The hydroxylation of phenol with hydrogen peroxide to produce dihydroxybenzene is a mild and environmental friendly route. In this work, FSM-16 modified by iron (Fe/FSM-16) is used as a catalyst. With Fe content of 5% (wt), phenol to H2O2 ratio of 3:1, reaction temperature of 60 °C, catalyst amount of 0.1 g and reaction time of 6 h, phenol conversion of 29.1% and dihydroxybenzene selectivity (catechol/hydroquinone = 1.6) of 93.5% are achieved. The results are close to that of TS-1 which is used in industry production and shows good prospects for industrial applications. The characterizations revealed that the Fe/FSM-16 could be reusable and stable.

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
Fig. 3
Fig. 4

Similar content being viewed by others

References

  1. T. Atoguchi, T. Kanougi, J. Mol. Catal. A Chem. 222, 253 (2004)

    Article  CAS  Google Scholar 

  2. A. Thangaraj, R. Kumar, P. Ratnanasmy, J. Catal. 131, 294 (1991)

    Article  CAS  Google Scholar 

  3. X.B. Ma, S.P. Wang, J.L. Gong, X. Yang, G.H. Xu, J. Mol. Catal. A Chem. 222, 183 (2004)

    Article  CAS  Google Scholar 

  4. L. Hai, T.Y. Zhang, X. Zhang, G.H. Zhang, B. Li, S. Jiang, X.Y. Ma, Catal. Commun. 101, 93 (2017)

    Article  CAS  Google Scholar 

  5. Y. Shao, H.H. Chen, Chem. Eng. Res. Des. 132, 57 (2018)

    Article  CAS  Google Scholar 

  6. N. Inchaurrondo, C.P. Ramos, G. Žerjav, J. Font, A. Pintar, P. Haure, Micropor. Mesopor. Mater. 239, 396 (2017)

    Article  CAS  Google Scholar 

  7. S. Pithakratanayothin, R. Tongsri, T. Chaisuwan, S. Wongkasemjit, Mater. Chem. Phys. 181, 452 (2016)

    Article  CAS  Google Scholar 

  8. W.J. Zhang, Y.Z. Wang, Y. Shen, M.J. Xie, X.F. Guo, Micropor. Mesopor. Mater. 226, 278 (2016)

    Article  CAS  Google Scholar 

  9. O. Amadine, Y. Essamlali, A. Fihri, M. Larzek, M. Zahouily, RSC Adv. 7, 12586 (2017)

    Article  CAS  Google Scholar 

  10. A. Kessouri, B. Boukoussa, A. Bengueddach, R. Hammcha, Res. Chem. Intermed. 44, 2475 (2018)

    Article  CAS  Google Scholar 

  11. G.Q. Wu, J.H. Xiao, L. Zhang, W.J. Wang, Y.P. Hong, H.J. Huang, Y. Jiang, L. Li, C.R. Wang, RSC Adv. 6, 101071 (2016)

    Article  CAS  Google Scholar 

  12. D.X.M. Vargas, J.R.D.L. Rosa, S.A. Iyoob, C.J. Lucio-Ortiz, F.J.C. Córdoba, C.D. Garcia, Appl. Catal. A Gen. 506, 44 (2015)

    Article  CAS  Google Scholar 

  13. K. Pamin, J. Połtowicz, M. Prończuk, S. Basąg, J. Maciejewska, J. Kryściak-Czerwenk, R. Tokarz-Sobieraj, Catal. Today 257, 80 (2015)

    Article  CAS  Google Scholar 

  14. C.T. Kresge, M.E. Leonowicz, W.J. Roth, J.C. Vartuli, J.S. Back, Nature 359, 710 (1992)

    Article  CAS  Google Scholar 

  15. O. Jakdetchai, N. Takayama, T. Nakajima, Kinet. Catal. 46, 56 (2005)

    CAS  Google Scholar 

  16. S. Inagaki, Y. Fukushimaa, K. Kurodab, J. Chem. Soc. Chem. Commun. 46, 680 (1993)

    Article  Google Scholar 

  17. T. Yamamoto, T. Tanaka, T. Funabiki, J. Phys. Chem. B 102, 5830 (1998)

    Article  CAS  Google Scholar 

  18. D.R.C. Huybrechts, P.L. Buskens, P.A. Jacobs, J. Mol. Catal. 71, 129 (1992)

    Article  CAS  Google Scholar 

  19. B.J. Aronson, C.F. Blanford, A. Stein, Chem. Mater. 9, 2842 (1997)

    Article  CAS  Google Scholar 

  20. L.P. Zhoua, Z. Liu, Y.Q. Bai, T.L. Lu, X.M. Yang, J. Xu, J. Energy Chem. 25, 141 (2016)

    Article  Google Scholar 

  21. M.M. Mohameda, N.A. Eissab, Mater. Res. Bull. 38, 1993 (2003)

    Article  CAS  Google Scholar 

  22. W.Q. Pang, J.H. Yu, Q.S. Huo, J.S. Chen, in Zeolite and Porous Material Chemistry, ed. by R.R. Xu (Science Press, Beijing, 2004), p. 146

    Google Scholar 

Download references

Acknowledgements

The work was financially supported by the National Nature Science Foundation of China under the grant NSFC. Nos. 21103078, 21003069.

Author information

Authors and Affiliations

  1. School of Chemistry and Material Science, College of Chemistry, Chemical Engineering and Environmental Engineering, Liaoning Shihua University, Fushun, 113001, Liaoning, China

    Guanhua Luo, Yujuan Jiao, Xuechuan Lv, Xiaofan Zhang & Xiaohan Gao

Authors
  1. Guanhua Luo
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Yujuan Jiao
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Xuechuan Lv
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Xiaofan Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Xiaohan Gao
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Xiaohan Gao.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Luo, G., Jiao, Y., Lv, X. et al. Green synthesis of dihydroxybenzene from phenol with hydrogen peroxide catalyzed by iron modified FSM-16. Res Chem Intermed 44, 5377–5387 (2018). https://doi.org/10.1007/s11164-018-3428-7

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11164-018-3428-7

Keywords

Search

Navigation