Skip to main content
Log in

Zeolite-Y encapsulated metal complexes of cobalt(II) as catalyst for the hydroxylation of phenol

  • Published:
Reaction Kinetics, Mechanisms and Catalysis Aims and scope Submit manuscript

Abstract

The hydroxylation of phenol was investigated using cobalt(II) complexes of bidentate ligands including N,N′-ethylenebis(salicylideneamine)(salen), N,N′-propylenbis(salicylideneamine)(salpn) and N,N′-phenylenebis(salicylideneamine)(salophen) encapsulated in zeolite-Y. The catalysts were characterized by Fourier transform infrared and X-ray diffraction analyses to confirm the complex encapsulation. These complexes catalyze the liquid-phase hydroxylation of phenol, through H2O2, to catechol and hydroquinone as major and minor products, respectively. The activities of all prepared catalysts were tested for the oxidation of phenol and hydrogen peroxide. The overall reaction conditions were optimized to get maximum hydroxylation gain to consider the concentration of substrate and oxidant, amount of catalyst, and the reaction temperature. The zeolite encapsulated complexes of cobalt(II) were found to be catalytically active toward the hydroxilation of phenol. Under the optimized reaction conditions, [Co-(salen)]-Y showed the highest conversion, about 43 %, after 6 h which was followed by [Co-(salpn)]-Y with 39 % conversion and [Co-(salophen)]-Y showing the lowest efficiency with 35 % conversion. The hydroxylation of phenol without catalyst and with Co/zeolite-Y catalyst showed poor results.

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.

Fig. 1
Scheme 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6

Similar content being viewed by others

References

  1. Bowers C, Dutta PK (1990) J Catal 122:271–279

    Article  CAS  Google Scholar 

  2. Knops-Gerrits P-P, De Vos D, Thibault-Starzyk F, Jacobs PA (1994) Nature 369:543–546

    Article  CAS  Google Scholar 

  3. Agarwal DD, Bhatnagar RP, Jain R, Srivastava S (1990) J Chem Soc Perkin Trans 2:989–992

    Article  Google Scholar 

  4. Maurya MR, Chandrakar AK, Chand S (2007) J Mol Catal A 274:192–201

    Article  CAS  Google Scholar 

  5. Nethravathi BP, Reddy KR, Mahendra KN (2014) J Porous Mater 21:285–291

    Article  CAS  Google Scholar 

  6. Maurya M, Saklani H, Kumar A, Chand S (2004) Catal Lett 93:121–127

    Article  CAS  Google Scholar 

  7. Seelan S, Sinha AK (2003) Appl Cat A 238:201–209

    Article  CAS  Google Scholar 

  8. Nethravathi B, Mahendra K (2010) J Porous Mater 17:107–113

    Article  CAS  Google Scholar 

  9. Nethravathi BP, Mahendra KN, Reddy KR (2011) J Porous Mater 18:389–397

    Article  CAS  Google Scholar 

  10. Sheldon RA, van Santen RA (1995) Catalytic oxidation: principles and applications: a course of the Netherlands Institute for Catalysis Research (NIOK). World Scientific, Singapore

    Book  Google Scholar 

  11. Arpe HJ (1999) Industrial organic chemicals: starting materials and intermediates—An Ullmann’s Encyclopedia. Wiley, New York

    Google Scholar 

  12. Maurya MR, Titinchi SJJ, Chand S (2004) J Mol Catal A 214:257–264

    Article  CAS  Google Scholar 

  13. Maurya M, Titinchi SJ, Chand S (2003) Catal Lett 89:219–227

    Article  CAS  Google Scholar 

  14. Maurya M, Kumar M, Titinchi SJ, Abbo H, Chand S (2003) Catal Lett 86:97–105

    Article  CAS  Google Scholar 

  15. Maurya MR, Titinchi SJJ, Chand S, Mishra IM (2002) J Mol Catal A 180:201–209

    Article  CAS  Google Scholar 

  16. Jacob CR, Varkey SP, Ratnasamy P (1998) Microporous Mesoporous Mater 22:465–474

    Article  CAS  Google Scholar 

  17. Maumy M, Capdevielle P (1996) J Mol Catal A 113:159–166

    Article  CAS  Google Scholar 

  18. Bania KK, Bharali D, Viswanathan B, Deka RC (2012) Inorg Chem 51:1657–1674

    Article  CAS  Google Scholar 

  19. Sophiphun O, Demir D, Föttinger K, Rupprechter G, Loiha S, Neramittagapong A, Prayoonpokarach S, Wittayakun J (2016) Reac Kinet Mech Cat 117:705–713

    Article  CAS  Google Scholar 

  20. Sophiphun O, Föttinger K, Loiha S, Neramittagapong A, Prayoonpokarach S, Rupprechter G, Wittayakun J (2015) Reac Kinet Mech Cat 116:549–561

    Article  CAS  Google Scholar 

  21. Peyrovi MH, Mahdavi V, Salehi MA, Mahmoodian R (2005) Catal Commun 6:476–479

    Article  CAS  Google Scholar 

  22. Alizadeh M, Farzaneh F, Ghandi M (2003) J Mol Catal A 194:283–287

    Article  CAS  Google Scholar 

  23. Güneş A, Bayraktar O, Yılmaz S (2006) Ind Eng Chem Res 45:54–61

    Article  Google Scholar 

  24. Maurya MR, Titinchi SJJ, Chand S (2003) J Mol Catal A 193:165–176

    Article  CAS  Google Scholar 

  25. Joseph T, Sajanikumari CS, Deshpande SS, Gopinathan S (1999) Indian J Chem Sect A 38:792–796

    Google Scholar 

  26. Hailu SL, Nair BU, Redi-Abshiro M, Aravindhan R, Diaz I, Tessema M (2015) RSC Adv 5:88636–88645

    Article  CAS  Google Scholar 

  27. Hosseini-Ghazvini SMB, Safari P, Mobinikhaledi A, Zendehdel M (2015) Reac Kinet Mech Cat 115:703–718

    Article  CAS  Google Scholar 

  28. Salavati-Niasari M, Bazarganipour M (2006) Catal Commun 7:336–343

    Article  CAS  Google Scholar 

  29. Maurya MR, Singh B, Adão P, Avecilla F, Costa Pessoa J (2007) Eur J Inorg Chem 2007:5720–5734

    Article  Google Scholar 

  30. Mobinikhaledi A, Zendehdel M, Safari P (2014) J Porous Mater 21:565–577

    Article  CAS  Google Scholar 

  31. Mugo JN, Mapolie SF, van Wyk JL (2010) Inorg Chim Acta 363:2643–2651

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors are grateful to the financial support from the Islamic Azad University, South Tehran branch. This study has been done under the format of project research “Zeolite-Y encapsulated metal complexes of Cobalt(II) as catalyst for the hydroxylation of phenol”.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Z. Khodadadi.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Khodadadi, Z., Mahmoudian, R. Zeolite-Y encapsulated metal complexes of cobalt(II) as catalyst for the hydroxylation of phenol. Reac Kinet Mech Cat 119, 685–697 (2016). https://doi.org/10.1007/s11144-016-1072-z

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11144-016-1072-z

Keywords

Navigation