Skip to main content
SpringerLink
Log in

Catalytic conversion of cellulose into 5-hydroxymethylfurfural over chromium trichloride in ionic liquid

  • Catalysis, Reaction Engineering
  • Published:
Korean Journal of Chemical Engineering Aims and scope Submit manuscript

Abstract

An efficient method for converting cellulose into 5-hydroxymethylfurfural (5-HMF) using an inexpensive ionic liquid tetrabutylammonium chloride (TBAC) and relatively low-toxicity catalyst of chromium (III) trichloride (CrCl3·6H2O) was developed. The effects of hydrochloric acid loading, catalyst dosage, reaction temperature and time on the yield of 5-HMF were surveyed to achieve optimal reaction conditions. A 5-HMF yield of 43.7% was obtained within 90 min at 140 °C using oil-bath heating. Glucose and starch were also investigated as feedstock to produce 5-HMF in TBAC/CrCl3·6H2O system, in which the 5-HMF yield was considerable. After 5-HMF was extracted, TBAC/CrCl3·6H2O could be used for several runs.

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

Similar content being viewed by others

References

  1. S. Morales-delaRosa, J.M. Campos-Martin and J. L. G. Fierro, Chem. Eng. J., 181, 538 (2012).

    Article  Google Scholar 

  2. S. Dutta, RSC Adv., 33, 12575 (2012).

    Article  Google Scholar 

  3. X. C. Guo, Q. Cao, Y. J. Jiang, J. Guan, X.Y. Wang and X. D. Mu, Carbohydr. Res., 351, 35 (2012).

    Article  CAS  Google Scholar 

  4. Y. Lin and S. Tanaka, Microbiol. Biotechnol., 69, 627 (2006).

    Article  CAS  Google Scholar 

  5. J. A. Chun, J.W. Lee, Y.B. Yi, S. S. Hong and C.H. Chung, Korean J. Chem. Eng., 27(3), 930 (2010).

    Article  CAS  Google Scholar 

  6. T. S. Hansen, J. M. Woodley and A. Riisager, Carbohydr. Res., 344, 2568 (2009).

    Article  CAS  Google Scholar 

  7. S. Yu, H. M. Brown, X.W. Huang, X. D. Zhou, J. E. Amonette and Z. C. Zhang, Appl. Catal. A: Gen., 361, 117 (2009).

    Article  Google Scholar 

  8. J. Tian, J. H. Wang, S. Zhao, C.Y. Jiang, X. Zhang and X. H. Wang, Cellulose, 17, 587 (2010).

    Article  CAS  Google Scholar 

  9. L. L. Zhou, R. J. Liang, Z.W. Ma, T. H. Wu and Y. Wu, Bioresour. Technol., 129, 450 (2013).

    Article  CAS  Google Scholar 

  10. M.X. Tan, L. Zhao and Y.G. Zhang, Biomass Bioenergy, 35, 1367 (2011).

    Article  CAS  Google Scholar 

  11. F. L. Yang, Q. S. Liu, X. F. Bai and Y.G. Du, Bioresour. Technol., 102, 3424 (2011).

    Article  CAS  Google Scholar 

  12. J. N. Chheda, Y. Román-Leshkov and J. A. Dumesic, Green Chem., 9, 342 (2007).

    Article  CAS  Google Scholar 

  13. M. Sasaki, Z. Fang, Y. Fukushima, T. Adschiri and K. Arai, Ind. Eng. Chem. Res., 39, 2883 (2000).

    Article  CAS  Google Scholar 

  14. Z. H. Zhang and Z. K. Zhao, Bioresour. Technol., 101, 1111 (2010).

    Article  CAS  Google Scholar 

  15. R. D. Rogers and K. R. Seddon, Science, 302, 792 (2003).

    Article  Google Scholar 

  16. X. J. Wang, H. Q. Li, Y. Cao and Q. Tang, Bioresour. Technol., 102, 7959 (2011).

    Article  CAS  Google Scholar 

  17. R. P. Swatloski, S. K. Spear, J. D. Holbrey and R. D. Rogers, J. Am. Chem. Soc., 124, 4974 (2002).

    Article  CAS  Google Scholar 

  18. B. Liu, Z. H. Zhang and Z. K. Zhao, Chem. Eng. J., 215–216, 517 (2013).

    Article  Google Scholar 

  19. L. Hu, Y. Sun and L. Lin, Ind. Eng. Chem. Res., 51, 1099 (2012).

    Article  CAS  Google Scholar 

  20. P. Wang, H. B. Yu, S. H. Zhan and S. Q. Wang, Bioresour. Technol., 102, 4179 (2011).

    Article  CAS  Google Scholar 

  21. C. Z. Li, Z. K. Zhao, A. Q. Wang, M.Y. Zheng and T. Zhang, Carbohydr. Res., 345, 1846 (2010).

    Article  CAS  Google Scholar 

  22. H. Zhao, J. E. Holladay, H. Brown and Z. C. Zhang, Science, 316, 1597 (2007).

    Article  CAS  Google Scholar 

  23. Q. Cao, X. C. Guo, S.X. Yao, J. Guan, X.Y. Wang, X. D. Mu and D. K. Zhang, Carbohydr. Res., 346, 956 (2011).

    Article  CAS  Google Scholar 

  24. L. Hu, Y. Sun, L. Lin and S. J. Liu, J. Taiwan Inst. Chem. E., 43, 718 (2012).

    Article  CAS  Google Scholar 

  25. Y. M. Zhang, E. A. Pidko and E. J.M. Hensen, Chem. Eur. J., 17, 5281 (2011).

    Article  CAS  Google Scholar 

  26. J. N. Chheda, Y. Roman-Leshkov and J. A. Dumesic, Green Chem., 9, 342 (2007).

    Article  CAS  Google Scholar 

  27. C. Z. Li and Z. K. Zhao, Adv. Synth. Catal., 349, 1847 (2007).

    Article  CAS  Google Scholar 

  28. J. Horvat, B. Klai, B. Metelko and V. Sunjic, Tetrahedron Lett., 26, 2111 (1985).

    Article  CAS  Google Scholar 

  29. C. Moreau, R. Durand, S. Razigade, J. Duhamet, P. Faugeras, P. Rivalier, P. Ros and G. Avignon, Appl. Catal. A-Gen., 145, 211 (1996).

    Article  CAS  Google Scholar 

  30. T. Ståhlberg, S. Rodriguez-Rodriguez, P. Fristrup and A. Riisager, Chem. Eur. J., 17, 1456 (2011).

    Article  Google Scholar 

  31. X. H. Qi, M. Watanabe, T.M. Aida and R. L. Smith, Catal. Commun., 9, 2244 (2008).

    Article  CAS  Google Scholar 

  32. A. S. Amarasekara and C. C. Ebede, Bioresour. Technol., 100, 5301 (2009).

    Article  CAS  Google Scholar 

  33. C.Y. Fan, H.Y. Guan, H. Zhang, J. H. Wang, S. T. Wang and X. H. Wang, Biomass Bioenergy, 35, 2659 (2011).

    Article  CAS  Google Scholar 

  34. X. H. Qi, M. Watanabe, T. M. Aida and R. L. Smith, Green Chem., 11, 1327 (2009).

    Article  CAS  Google Scholar 

  35. X. H. Qi, M. Watanabe, T. M. Aida and R.L. Smith, ChemSusChem, 3, 1071 (2010).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Beijing Key Laboratory of Membrane Science and Technology, College of Chemical Engineering, Beijing University of Chemical Technology, Beijing, 100029, P. R. China

    Shui Wang, Yizhen Du, Wenqian Zhang, Xiaowei Cheng & Jidong Wang

Authors
  1. Shui Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Yizhen Du
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Wenqian Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Xiaowei Cheng
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Jidong Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Jidong Wang.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Wang, S., Du, Y., Zhang, W. et al. Catalytic conversion of cellulose into 5-hydroxymethylfurfural over chromium trichloride in ionic liquid. Korean J. Chem. Eng. 31, 1786–1791 (2014). https://doi.org/10.1007/s11814-014-0138-8

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11814-014-0138-8

Keywords

Search

Navigation