Gold nanoparticles supported on cellulose aerogel as a new efficient catalyst for epoxidation of styrene

Abstract

A new efficient heterogeneous catalyst was introduced for the epoxidation of styrene. The catalyst was obtained from deposition of gold nanoparticles on the cellulose aerogel. The catalyst was characterized with XRD, TGA, EDX, BET, FAAS and SEM. High yield and excellent selectivity were achieved for the epoxidation of styrene in solvent-free conditions at room temperature using H2O2 as a green oxidant during 1 h. The reaction has some advantages such as solvent-free and mild reaction conditions, low catalyst loading, high yield, excellent selectivity, green oxidant and short reaction duration. In addition, the catalyst is recyclable and applicable for six times without decrease in yield.

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References

  1. 1.

    H.D. Gesser, P.C. Goswami, Chem. Rev. 89, 765–788 (1989)

    CAS  Article  Google Scholar 

  2. 2.

    N. Husing, U. Schubert, Angew. Chem. Int. Ed. 37, 22–45 (1998)

    CAS  Article  Google Scholar 

  3. 3.

    A.C. Pierre, G.M. Pajonk, Chem. Rev. 102, 4243–4265 (2002)

    CAS  Article  Google Scholar 

  4. 4.

    Q.Y. Mi, S.R. Ma, J. Yu, J.S. He, J. Zhang, ACS Sustain. Chem. Eng. 4, 656–660 (2016)

    CAS  Article  Google Scholar 

  5. 5.

    S.C. Laha, R. Kumar, J. Catal. 204, 64–70 (2001)

    CAS  Article  Google Scholar 

  6. 6.

    D. Mitchell, T.M. Koenig, Synth. Commun. 25, 1231–1238 (1995)

    CAS  Article  Google Scholar 

  7. 7.

    Q. Gu, D. Han, L. Shi, Q. Sun, J. Nat. Gas Chem. 21, 452–459 (2012)

    CAS  Article  Google Scholar 

  8. 8.

    D. Mandelli, M.C. Avan Vliet, R.A. Sheldon, U. Schuchardt, Appl. Catal. A Gen. 219, 209–213 (2001)

    CAS  Article  Google Scholar 

  9. 9.

    X.L. Bian, Q.M. Gu, L. Shi, Q. Sun, Chin. J. Catal. 32, 682–687 (2011)

    CAS  Google Scholar 

  10. 10.

    C.D. Pina, E. Falletta, M. Rossi, Chem. Soc. Rev. 41, 350–369 (2012)

    Article  Google Scholar 

  11. 11.

    Y. Jin, D. Zhuang, N. Yu, H. Zhao, Y. Ding, L. Qin, J. Liu, D. Yin, H. Qiu, Z. Fu, D. Yin, Microporous Mesoporous Mater. 126, 159–165 (2009)

    CAS  Article  Google Scholar 

  12. 12.

    V.R. Choudhary, D.K. Dumbre, N.S. Patil, B.S. Uphade, S.K. Bhargava, J. Catal. 300, 217–224 (2013)

    CAS  Article  Google Scholar 

  13. 13.

    M. Saikia, V. Kaichev, L. Saikia, RSC Adv. 6, 106856–106865 (2016)

    CAS  Article  Google Scholar 

  14. 14.

    Y. Habibi, L.A. Lucia, O.J. Rojas, Chem. Rev. 110, 3479–3500 (2010)

    CAS  Article  Google Scholar 

  15. 15.

    K.R. Reddy, N.S. Kumar, Synlett 2246–2250 (2006)

  16. 16.

    C.M. Cirtiu, A.F. Dunlop-Brière, A. Moores, Green Chem. 13, 288–291 (2011)

    CAS  Article  Google Scholar 

  17. 17.

    S. Keshipour, S. Shojaei, A. Shaabani, Cellulose 20, 973–980 (2013)

    CAS  Article  Google Scholar 

  18. 18.

    S. Keshipour, A. Shaabani, Appl. Organomet. Chem. 28, 116–119 (2014)

    CAS  Article  Google Scholar 

  19. 19.

    A. Shaabani, S. Keshipour, M. Hamidzad, M. Seyyedhamzeh, J. Chem. Sci. 126, 111–115 (2014)

    CAS  Article  Google Scholar 

  20. 20.

    A. Shaabani, S. Keshipour, M. Hamidzad, S. Shaabani, J. Mol. Catal. A Chem. 395, 494–499 (2014)

    CAS  Article  Google Scholar 

  21. 21.

    V. Sharma, K. Park, M. Srinivasarao, Mater. Sci. Eng. R Rep. 65, 1–38 (2009)

    Article  Google Scholar 

  22. 22.

    X. Zhang, G. Wang, M. Yang, Y. Luan, W. Dong, R. Dang, Catal. Sci. Technol. 4, 3082–3089 (2014)

    CAS  Article  Google Scholar 

  23. 23.

    J. Liu, F. Wang, S. Qi, Z. Gu, G. Wu, New J. Chem. 37, 769–774 (2013)

    CAS  Article  Google Scholar 

  24. 24.

    D.H. Zhang, H.B. Li, G.D. Lia, J.S. Chen, Dalton Trans. 10527–10533 (2009)

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Acknowledgements

We gratefully acknowledge financial support from the Research Council of Urmia University.

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Correspondence to Sajjad Keshipour.

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Keshipour, S., Khezerloo, M. Gold nanoparticles supported on cellulose aerogel as a new efficient catalyst for epoxidation of styrene. J IRAN CHEM SOC 14, 1107–1112 (2017). https://doi.org/10.1007/s13738-017-1060-x

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Keywords

  • Cellulose aerogel
  • Epoxidation
  • Styrene oxide
  • Gold nanoparticles
  • Heterogeneous catalyst