Table of Contents Author Guidelines Submit a Manuscript
Journal of Chemistry
Volume 2018 (2018), Article ID 2018743, 9 pages
https://doi.org/10.1155/2018/2018743
Research Article

Alkaline Ionic Liquid Modified Pd/C Catalyst as an Efficient Catalyst for Oxidation of 5-Hydroxymethylfurfural

School of Food and Biological Engineering, Jiangsu University, Zhenjiang 212013, China

Correspondence should be addressed to Zou Bin; nc.ude.sju@9002uoznib

Received 27 October 2017; Accepted 13 February 2018; Published 2 April 2018

Academic Editor: Bartolo Gabriele

Copyright © 2018 Zou Bin et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. A. Corma Canos, S. Iborra, and A. Velty, “Chemical routes for the transformation of biomass into chemicals,” Chemical Reviews, vol. 107, no. 6, pp. 2411–2502, 2007. View at Publisher · View at Google Scholar · View at Scopus
  2. S. De, B. Saha, and R. Luque, “Hydrodeoxygenation processes: Advances on catalytic transformations of biomass-derived platform chemicals into hydrocarbon fuels,” Bioresource Technology, vol. 178, pp. 108–118, 2015. View at Publisher · View at Google Scholar · View at Scopus
  3. J. B. Binder and R. T. Raines, “Simple chemical transformation of lignocellulosic biomass into furans for fuels and chemicals,” Journal of the American Chemical Society, vol. 131, no. 5, pp. 1979–1985, 2009. View at Publisher · View at Google Scholar · View at Scopus
  4. Y. Jiang, W. Chen, Y. Sun et al., “One-pot conversion of biomass-derived carbohydrates into 5-[(formyloxy)methyl]furfural: A novel alternative platform chemical,” Industrial Crops and Products, vol. 83, pp. 408–413, 2016. View at Publisher · View at Google Scholar · View at Scopus
  5. C. Cai, Q. Liu, J. Tan, T. Wang, Q. Zhang, and L. Ma, “Conversion of Cellulose to 5-Hydroxymethylfurfural using Inorganic Acidic Catalysts in the Presence of Pressurized Water Steam,” Bioresources, vol. 12, no. 1, 2016. View at Publisher · View at Google Scholar
  6. S. Hu, Z. Zhang, J. Song, Y. Zhou, and B. Han, “Efficient conversion of glucose into 5-hydroxymethylfurfural catalyzed by a common Lewis acid SnCl4 in an ionic liquid,” Green Chemistry, vol. 11, no. 11, pp. 1746–1749, 2009. View at Publisher · View at Google Scholar · View at Scopus
  7. Z. Zhang and Z. K. Zhao, “Microwave-assisted conversion of lignocellulosic biomass into furans in ionic liquid,” Bioresource Technology, vol. 101, no. 3, pp. 1111–1114, 2010. View at Publisher · View at Google Scholar · View at Scopus
  8. W. Li, Z. Xu, T. Zhang et al., “Catalytic conversion of biomass-derived carbohydrates into 5-hydroxymethylfurfural using a strong solid acid catalyst in aqueous γ-valerolactone,” Bioresources, vol. 11, no. 3, pp. 5839–5853, 2016. View at Publisher · View at Google Scholar · View at Scopus
  9. L. Hu, L. Lin, Z. Wu, S. Zhou, and S. Liu, “Recent advances in catalytic transformation of biomass-derived 5-hydroxymethylfurfural into the innovative fuels and chemicals,” Renewable & Sustainable Energy Reviews, vol. 74, pp. 230–257, 2017. View at Publisher · View at Google Scholar · View at Scopus
  10. O. Casanova, S. Iborra, and A. Corma, “Chemicals from biomass: Etherification of 5-hydroxymethyl-2-furfural (HMF) into 5,5(oxy-bis(methylene))bis-2-furfural (OBMF) with solid catalysts,” Journal of Catalysis, vol. 275, no. 2, pp. 236–242, 2010. View at Publisher · View at Google Scholar · View at Scopus
  11. S. P. Verevkin, V. N. Emel'yanenko, E. N. Stepurko, R. V. Ralys, D. H. Zaitsau, and A. Stark, “Biomass-derived platform chemicals: Thermodynamic studies on the conversion of 5-hydroxymethylfurfural into bulk intermediates,” Industrial & Engineering Chemistry Research, vol. 48, no. 22, pp. 10087–10093, 2009. View at Publisher · View at Google Scholar · View at Scopus
  12. J. Keskiväli, P. Wrigstedt, K. Lagerblom, and T. Repo, “One-step Pd/C and Eu(OTf)3 catalyzed hydrodeoxygenation of branched C11 and C12 biomass-based furans to the corresponding alkanes,” Applied Catalysis A: General, vol. 534, pp. 40–45, 2017. View at Publisher · View at Google Scholar · View at Scopus
  13. N. Jacquel, R. Saint-Loup, J.-P. Pascault, A. Rousseau, and F. Fenouillot, “Bio-based alternatives in the synthesis of aliphatic-aromatic polyesters dedicated to biodegradable film applications,” Polymer (United Kingdom), vol. 59, pp. 234–242, 2015. View at Publisher · View at Google Scholar · View at Scopus
  14. D. Yan, J. Xin, C. Shi et al., “Base-free conversion of 5-hydroxymethylfurfural to 2,5-furandicarboxylic acid in ionic liquids,” Chemical Engineering Journal, vol. 323, pp. 473–482, 2017. View at Publisher · View at Google Scholar · View at Scopus
  15. T. Miura, H. Kakinuma, T. Kawano, and H. Matsuhisa, “Preparation of furan-2,5-dicarboxylic acid by oxidizing furan ring compounds,” U.S. Patent. US-7411078, 2008.
  16. B. Saha, S. S. Dutta, and M. M. Abu-Omar, “Aerobic oxidation of 5-hydroxylmethylfurfural with homogeneous and nanoparticulate catalysts,” Catalysis Science & Technology, vol. 2, no. 1, pp. 79–81, 2011. View at Google Scholar
  17. W. Niu, D. Wang, G. Yang et al., “Pt nanoparticles loaded on reduced graphene oxide as an effective catalyst for the direct oxidation of 5-hydroxymethylfurfural (HMF) to produce 2,5-furandicarboxylic acid (FDCA) under mild conditions,” Bulletin of the Chemical Society of Japan, vol. 87, no. 10, pp. 1124–1129, 2014. View at Publisher · View at Google Scholar · View at Scopus
  18. D. K. Mishra, H. J. Lee, J. Kim et al., “MnCo2O4 spinel supported ruthenium catalyst for air-oxidation of HMF to FDCA under aqueous phase and base-free conditions,” Green Chemistry, vol. 19, no. 7, pp. 1619–1623, 2017. View at Publisher · View at Google Scholar · View at Scopus
  19. O. Casanova, S. Iborra, and A. Corma, “Biomass into chemicals: aerobic oxidation of 5-hydroxymethyl-2-furfural into 2,5-furandicarboxylic acid with gold nanoparticle catalysts,” ChemSusChem, vol. 2, no. 12, pp. 1138–1144, 2009. View at Publisher · View at Google Scholar · View at Scopus
  20. Z. Zhang, J. Zhen, B. Liu, K. Lv, and K. Deng, “Selective aerobic oxidation of the biomass-derived precursor 5-hydroxymethylfurfural to 2,5-furandicarboxylic acid under mild conditions over a magnetic palladium nanocatalyst,” Green Chemistry, vol. 17, no. 2, pp. 1308–1317, 2015. View at Publisher · View at Google Scholar · View at Scopus
  21. Y. Xu, H. Bai, G. Lu, C. Li, and G. Shi, “Flexible graphene films via the filtration of water-soluble noncovalent functionalized graphene sheets,” Journal of the American Chemical Society, vol. 130, no. 18, pp. 5856-5857, 2008. View at Publisher · View at Google Scholar · View at Scopus
  22. K. S. Kim, P. Tarakeshwar, and J. Y. Lee, “Molecular clusters of π-systems: theoretical studies of structures, spectra, and origin of interaction energies,” Chemical Reviews, vol. 100, no. 11, pp. 4145–4185, 2000. View at Publisher · View at Google Scholar · View at Scopus
  23. S. E. Davis, L. R. Houk, E. C. Tamargo, A. K. Datye, and R. J. Davis, “Oxidation of 5-hydroxymethylfurfural over supported Pt, Pd and Au catalysts,” Catalysis Today, vol. 160, no. 1, pp. 55–60, 2011. View at Publisher · View at Google Scholar · View at Scopus
  24. J. Nie, J. Xie, and H. Liu, “Activated carbon-supported ruthenium as an efficient catalyst for selective aerobic oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran,” Chinese Journal of Catalysis, vol. 34, no. 5, pp. 871–875, 2013. View at Publisher · View at Google Scholar
  25. X. Wan, C. Zhou, J. Chen et al., “Base-free aerobic oxidation of 5-hydroxymethyl-furfural to 2,5-furandicarboxylic acid in water catalyzed by functionalized carbon nanotube-supported Au–Pd alloy nanoparticles,” ACS Catalysis, vol. 4, no. 7, pp. 2175–2185, 2014. View at Publisher · View at Google Scholar · View at Scopus
  26. B. N. Zope, S. E. Davis, and R. J. Davis, “Influence of reaction conditions on diacid formation during Au-catalyzed oxidation of glycerol and hydroxymethylfurfural,” Topics in Catalysis, vol. 55, no. 1-2, pp. 24–32, 2012. View at Publisher · View at Google Scholar · View at Scopus
  27. P. J. Dyson, M. C. Grossel, N. Srinivasan et al., “Organometallic synthesis in ambient temperature chloroaluminate(III) ionic liquids. Ligand exchange reactions of ferrocene,” Journal of the Chemical Society - Dalton Transactions, no. 19, pp. 3465–3469, 1997. View at Google Scholar · View at Scopus
  28. B. Liu, Y. Ren, and Z. Zhang, “Aerobic oxidation of 5-hydroxymethylfurfural into 2,5-furandicarboxylic acid in water under mild conditions,” Green Chemistry, vol. 17, no. 3, pp. 1610–1617, 2015. View at Publisher · View at Google Scholar · View at Scopus
  29. Y.-M. Lu, H.-Z. Zhu, W.-G. Li, B. Hu, and S.-H. Yu, “Size-controllable palladium nanoparticles immobilized on carbon nanospheres for nitroaromatic hydrogenation,” Journal of Materials Chemistry A, vol. 1, no. 11, pp. 3783–3788, 2013. View at Publisher · View at Google Scholar · View at Scopus
  30. N. Mei, B. Liu, J. Zheng, K. Lv, D. G. Tang, and Z. H. Zhang, “A novel magnetic palladium catalyst for the mild aerobic oxidation of 5-hydroxymethylfurfural into 2, 5-furandicarboxylic acid in water,” Catalysis Science Technology, vol. 5, no. 6, pp. 3194–3202, 2015. View at Publisher · View at Google Scholar
  31. G. D. Yadav and R. V. Sharma, “Biomass derived chemicals: Environmentally benign process for oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran by using nano-fibrous Ag-OMS-2-catalyst,” Applied Catalysis B: Environmental, vol. 147, pp. 293–301, 2014. View at Publisher · View at Google Scholar · View at Scopus
  32. Z. Zhang, Z. Yuan, D. Tang, Y. Ren, K. Lv, and B. Liu, “Iron oxide encapsulated by ruthenium hydroxyapatite as heterogeneous catalyst for the synthesis of 2,5-diformylfuran,” ChemSusChem, vol. 7, no. 12, pp. 3496–3504, 2014. View at Publisher · View at Google Scholar · View at Scopus
  33. R. R. Sever and T. W. Root, “DFT study of solvent coordination effects on titanium-based epoxidation catalysts. Part one: Formation of the titanium hydroperoxo intermediate,” The Journal of Physical Chemistry B, vol. 107, no. 17, pp. 4080–4089, 2003. View at Publisher · View at Google Scholar · View at Scopus
  34. K. R. Vuyyuru and P. Strasser, “Oxidation of biomass derived 5-hydroxymethylfurfural using heterogeneous and electrochemical catalysis,” Catalysis Today, vol. 195, no. 1, pp. 144–154, 2012. View at Publisher · View at Google Scholar · View at Scopus
  35. L. Gao, K. Deng, J. Zheng, B. Liu, and Z. Zhang, “Efficient oxidation of biomass derived 5-hydroxymethylfurfural into 2,5-furandicarboxylic acid catalyzed by Merrifield resin supported cobalt porphyrin,” Chemical Engineering Journal, vol. 270, pp. 444–449, 2015. View at Publisher · View at Google Scholar · View at Scopus
  36. L. Ardemani, G. Cibin, A. J. Dent et al., “Solid base catalysed 5-HMF oxidation to 2,5-FDCA over Au/hydrotalcites: fact or fiction?” Chemical Science, vol. 6, no. 8, pp. 4940–4945, 2015. View at Publisher · View at Google Scholar · View at Scopus