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Facile synthesis of monodispersed Pd nanocatalysts decorated on graphene oxide for reduction of nitroaromatics in aqueous solution

  • Kaiqiang Zhang
  • Kootak Hong
  • Jun Min Suh
  • Tae Hyung Lee
  • Ohkyung Kwon
  • Mohammadreza Shokouhimehr
  • Ho Won Jang
Article
  • 44 Downloads

Abstract

We synthesized the reproducible heterogeneous catalyst of graphene oxide (GO)-supported palladium nanoparticles (NPs) via a simple and green process. The structure, morphology and physicochemical properties of the synthesized heterogeneous catalyst were characterized by the latest techniques such as high-resolution transmission electron microscopy (TEM), scanning TEM, energy-dispersive X-ray spectroscopy, X-ray diffraction analysis, and X-ray photoelectron spectroscopy. The GO-supported Pd NPs (Pd/GO nanocatalyst) exhibited excellent catalytic activity for the reduction of nitroaromatics to aminoaromatics in aqueous sodium borohydride. The nitroaromatics were converted to corresponding aminoaromatics with high yields (up to 99%) using Pd/GO nanocatalyst in aqueous solution. The hybrid heterogeneous catalyst showed 83% of conversion after six cycles in the reduction of nitrobenzene to aminobenzene. These features ensured the high catalytic activity of the introduced graphene oxide supported Pd nanocatalysts.

Graphical abstract

Keywords

Graphene oxide Nanocatalyst Nitroaromatic Palladium Reduction 

Notes

Acknowledgements

This research was financially supported by the New and Renewable Energy Core Technology Program of the Korea Institute of Energy Technology Evaluation and Planning (KETEP) funded by the Ministry of Trade, Industry & Energy, Republic of Korea (No. 20143030031430). This work also supported in part by the Energy Efficiency and Resources Core Technology Program of the KETEP granted financial resource from the Ministry of Trade, Industry and Energy, Republic of Korea (No. 20152020106100).

Compliance with ethical standards

Conflicts of interest

The Authors declare that they have no conflict of interest.

References

  1. 1.
    H.U. Blaser, C. Malan, B. Pugin, F. Spindler, H. Steiner, M. Studer, Adv. Synth. Catal. 345, 103 (2003)CrossRefGoogle Scholar
  2. 2.
    O. Verho, K.P.J. Gustaffson, A. Nagendiran, C.W. Tai, ChemCatChem 6, 3153 (2014)CrossRefGoogle Scholar
  3. 3.
    R.J. Rahaim, R.E. Maleczka, Org. Lett. 7, 5087 (2005)CrossRefGoogle Scholar
  4. 4.
    F.A. Westerhaus, R.V. Jagadeesh, G. Wienhofer, M.M. Pohl, J. Radnik, A.E. Surkus, J. Rabeah, K. Junge, H. Junge, M. Nielsen, Nat. Chem. 5, 527 (2013)CrossRefGoogle Scholar
  5. 5.
    M. Shokouhimehr, T. Kim, S.W. Jun, K. Shin, Y. Jang, B.H. Kim, J. Kim, T. Hyeon, Appl. Catal. A 476, 133 (2014)CrossRefGoogle Scholar
  6. 6.
    M. Shokouhimehr, J.E. Lee, S.I. Han, T. Hyeon, Chem. Commun. 49, 4779 (2013)CrossRefGoogle Scholar
  7. 7.
    Z. Dong, X. Le, Y. Liu, C. Dong, J. Ma, J. Mater. Chem. A 2, 18775 (2014)CrossRefGoogle Scholar
  8. 8.
    Z. Dong, X. Le, X. Li, W. Zhang, C. Dong, J. Ma, Appl. Catal. B-Environ. 158, 129 (2014)CrossRefGoogle Scholar
  9. 9.
    F. Zaera, Chem. Soc. Rev. 42, 2746 (2013)CrossRefGoogle Scholar
  10. 10.
    M. Shokouhimehr, Catalysts 5, 534 (2015)CrossRefGoogle Scholar
  11. 11.
    A. Kim, S. Abdolhosseini, S.M. Rafiaei, M. Shokouhimehr, Energy Environ. Focus 4, 18 (2015)CrossRefGoogle Scholar
  12. 12.
    X. Cui, Y. Long, X. Zhou, G. Yu, J. Yang, M. Yuan, J. Ma, Z. Dong, Green Chem. 20, 1121 (2018)CrossRefGoogle Scholar
  13. 13.
    S. Sharma, D. Bhattacherjee, P. Das, Adv. Synth. Catal. 360, 2131 (2018)CrossRefGoogle Scholar
  14. 14.
    E. Yilmaz, M. Soylak, J. Iran. Chem. Soc. 14, 2503 (2017)CrossRefGoogle Scholar
  15. 15.
    P. Zhang, X. Yang, H. Peng, D. Liu, L. Lu, J. Wei, J. Gui, Catal. Commun. 100, 214 (2017)CrossRefGoogle Scholar
  16. 16.
    E. Yilmaz, Y. Tut, O. Turkoglu, M. Soylak, J. Iran. Chem. Soc. 15, 1721 (2018)CrossRefGoogle Scholar
  17. 17.
    A.M. Tafesh, J. Weiguny, Chem. Rev. 96, 2035 (1996)CrossRefGoogle Scholar
  18. 18.
    H. Wu, L. Zhuo, Q. He, X. Liao, B. Shi, Appl. Catal. A 366, 44 (2009)CrossRefGoogle Scholar
  19. 19.
    K.J. Datta, A.K. Rathi, P. Kumar, J. Kaslik, I. Medrik, V. Ranc, R.S. Varma, R. Zboril, M.B. Gawande, Sci Rep. 7, 11585 (2017)CrossRefGoogle Scholar
  20. 20.
    H. Li, Z. Zhu, J. Liu, S. Xie, H. Li, J. Mater. Chem. 20, 4366 (2010)CrossRefGoogle Scholar
  21. 21.
    M. Shokouhimehr, J.H. Kim, Y.S. Lee, Synlett 4, 618 (2006)Google Scholar
  22. 22.
    M. Shokouhimehr, K.Y. Shin, J.S. Lee, M.J. Hackett, S.W. Jun, M.H. Oh, J. Jang, T. Hyeon, J. Mater. Chem. A 2, 7593 (2014)CrossRefGoogle Scholar
  23. 23.
    M.B. Gawande, P. Branco, R.S. Varma, Chem. Soc. Rev. 42, 3371 (2013)CrossRefGoogle Scholar
  24. 24.
    M.J. Allen, V.C. Tung, R.B. Kaner, Chem. Rev. 110, 132 (2009)CrossRefGoogle Scholar
  25. 25.
    A.K. Geim, Science 324, 1530 (2009)CrossRefGoogle Scholar
  26. 26.
    S. Moussa, A.R. Siamaki, B.F. Gupton, M.S. El-Shall, ACS Catal. 2, 145 (2012)CrossRefGoogle Scholar
  27. 27.
    A.R. Siamaki, A.E.R.S. Khder, V. Abdelsayed, M.S.E. Shall, B.F. Gupton, J. Catal. 279, 1 (2011)CrossRefGoogle Scholar
  28. 28.
    M. Gomez-Martinez, E. Buxaderas, I.M. Pastor, D.A. Alonso, J. Mol. Catal. A Chem. 404, 1 (2015)CrossRefGoogle Scholar
  29. 29.
    W.S. Hummers, R.E. Offeman, J. Am. Chem. Soc. 80, 1339 (1958)CrossRefGoogle Scholar
  30. 30.
    M.M.D. Anna, S. Intini, G. Romanazzi, A. Rizzuti, C. Leonelli, F. Piccinni, P. Mastrorilli, J. Mol. Catal. A: Chem. 395, 307 (2014)CrossRefGoogle Scholar
  31. 31.
    A. Krogul-Sobczak, P. Kasperska, G. Litwinienko, Catal. Commun. 104, 86 (2018)CrossRefGoogle Scholar
  32. 32.
    S.S. Kotha, N. Sharma, G. Sekar, Tetrahedron Lett. 57, 1410 (2016)CrossRefGoogle Scholar
  33. 33.
    Q. Hu, X. Liu, L. Tang, D. Min, T. Shi, W. Zhang, RSC Adv. 7, 7964 (2017)CrossRefGoogle Scholar
  34. 34.
    M.M. Ayad, W.A. Amer, M.G. Kotp, Mol. Catal. 439, 72 (2017)CrossRefGoogle Scholar
  35. 35.
    W. Wang, Y. Xi, S. Zhang, X. Liu, M. Haruta, J. Huang, Catalysts 8, 60 (2018)CrossRefGoogle Scholar
  36. 36.
    E. Menumerov, R.A. Hughes, S. Neretina, Nano Lett. 16, 7791 (2016)CrossRefGoogle Scholar
  37. 37.
    Z. Wu, X. Yuan, H. Zhong, H. Wang, G. Zeng, X. Chen, H. Wang, L. Zhang, J. Shao, Sci. Rep. 6, 25638 (2016)CrossRefGoogle Scholar
  38. 38.
    M. Shokouhimehr, M.S. Asl, B. Mazinani, Res. Chem. Intermed. 44, 1617 (2018)CrossRefGoogle Scholar
  39. 39.
    A. Haghighatzadeh, B. Mazinani, M. Shokouhimehr, L. Samiee, Desalin. Water Treat. 92, 145 (2018)CrossRefGoogle Scholar
  40. 40.
    Y. Du, H. Chen, R. Chen, N. Xu, Appl. Catal. A Gen. 277, 259 (2004)CrossRefGoogle Scholar
  41. 41.
    J. Huang, T. Jiang, H. Gao, B. Han, Z. Liu, W. Wu, Y. Chang, G. Zhao, Angew. Chem. Int. Ed. 43, 1397 (2004)CrossRefGoogle Scholar
  42. 42.
    R. Kuwano, M. Kashiwabara, Org. Lett. 8, 2653 (2006)CrossRefGoogle Scholar
  43. 43.
    M. Shokouhimehr, K. Hong, T.H. Lee, C.W. Moon, S.-P. Hong, K. Zhang, J.M. Suh, K.S. Choi, R.S. Varma, H.W. Jang, Green Chem. 20, 3809 (2018)CrossRefGoogle Scholar
  44. 44.
    Z. Dong, X. Le, C. Dong, W. Zhang, X. Li, J. Ma, Apply. Catal. B Environ. 162, 372 (2015)CrossRefGoogle Scholar
  45. 45.
    S. Lebaschi, M. Hekmati, H. Veisi, J. Colloid Inter. Sci. 485, 223 (2017)CrossRefGoogle Scholar
  46. 46.
    V. Kalarivalappil, C.M. Divya, W. Wunderlich, S.C. Pillai, S.J. Hinder, M. Nageri, V. Kumar, B.K. Vijayan, Catal. Lett. 146, 474 (2016)CrossRefGoogle Scholar
  47. 47.
    H. Goksu, New J. Chem. 39, 8498 (2015)CrossRefGoogle Scholar
  48. 48.
    R. Ma, Y. Kim, D.A. Reddy, T.K. Kim, Ceram. Int. 41, 12432 (2015)CrossRefGoogle Scholar

Copyright information

© Springer Nature B.V. 2018

Authors and Affiliations

  • Kaiqiang Zhang
    • 1
  • Kootak Hong
    • 1
  • Jun Min Suh
    • 1
  • Tae Hyung Lee
    • 1
  • Ohkyung Kwon
    • 2
  • Mohammadreza Shokouhimehr
    • 1
  • Ho Won Jang
    • 1
  1. 1.Department of Materials Science and Engineering, Research Institute of Advanced MaterialsSeoul National UniversitySeoulRepublic of Korea
  2. 2.National Instrumentation Center for Environmental ManagementSeoul National UniversitySeoulRepublic of Korea

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