Table of Contents
International Journal of Carbohydrate Chemistry
Volume 2012, Article ID 948652, 6 pages
http://dx.doi.org/10.1155/2012/948652
Research Article

Brönsted Acidic Ionic Liquid 1-(1-Propylsulfonic)-3-methylimidazolium-Chloride Catalyzed Hydrolysisof D-Cellobiose in Aqueous Medium

Department of Chemistry, Prairie View A&M University, Prairie View, TX 77446, USA

Received 29 December 2011; Accepted 7 February 2012

Academic Editor: Yuriy A. Knirel

Copyright © 2012 Ananda S. Amarasekara and Bernard Wiredu. 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. J. Goettemoeller and A. Goettemoeller, Sustainable Ethanol: Biofuels, Biorefineries, Cellulosic Biomass, Flex-fuel Vehicles, and Sustainable Farming for Energy Independence, Prairie Oak, Maryville, Mo, USA, 2007.
  2. R. Katzen and D. J. Schell, Biorefineries—Industrial Processes and Products, vol. 1, Wiley-VCH, Weinheim, Germany, 2006, edited by B. Kamm, P.R. Gruber, M. Kamm.
  3. C. Wyman, Handbook on Bioethanol: Production and Utilization, Taylor & Francis, Washington, DC, USA, 1996.
  4. G. W. Huber, S. Iborra, and A. Corma, “Synthesis of transportation fuels from biomass: chemistry, catalysts, and engineering,” Chemical Reviews, vol. 106, no. 9, pp. 4044–4098, 2006. View at Publisher · View at Google Scholar · View at Scopus
  5. M. Balat and H. Balat, “Recent trends in global production and utilization of bio-ethanol fuel,” Applied Energy, vol. 86, no. 11, pp. 2273–2282, 2009. View at Publisher · View at Google Scholar · View at Scopus
  6. R. K. Sukumaran, R. R. Singhania, G. M. Mathew, and A. Pandey, “Cellulase production using biomass feed stock and its application in lignocellulose saccharification for bio-ethanol production,” Renewable Energy, vol. 34, no. 2, pp. 421–424, 2009. View at Publisher · View at Google Scholar · View at Scopus
  7. P. Lenihan, A. Orozco, E. O'Neill, M. N. M. Ahmad, D. W. Rooney, and G. M. Walker, “Dilute acid hydrolysis of lignocellulosic biomass,” Chemical Engineering Journal, vol. 156, no. 2, pp. 395–403, 2010. View at Publisher · View at Google Scholar · View at Scopus
  8. G. Sanchez, L. Pilcher, C. Roslander, T. Modig, M. Galbe, and G. Liden, “Dilute-acid hydrolysis for fermentation of the Bolivian straw material Paja Brava,” Bioresource Technology, vol. 93, no. 3, pp. 249–256, 2004. View at Publisher · View at Google Scholar · View at Scopus
  9. Q. Xiang, Y. Y. Lee, and R. W. Torget, “Kinetics of glucose decomposition during dilute-acid hydrolysis of lignocellulosic biomass,” Applied Biochemistry and Biotechnology, vol. 113, pp. 1127–1138, 2004. View at Google Scholar · View at Scopus
  10. T. Sato, S. Marukane, T. Narutomi, and T. Akao, “High rate performance of a lithium polymer battery using a novel ionic liquid polymer composite,” Journal of Power Sources, vol. 164, no. 1, pp. 390–396, 2007. View at Publisher · View at Google Scholar · View at Scopus
  11. A. S. Amarasekara and P. Shanbhag, “Synthesis and characterization of polymeric ionic liquid poly(imidazolium chloride-1,3-diylbutane-1,4-diyl),” Polymer Bulletin, vol. 67, no. 4, pp. 623–629, 2011. View at Publisher · View at Google Scholar
  12. A. S. Amarasekara, B. Callis, and B. Wiredu, “Synthesis and characterization of branched polymeric ionic liquids with imidazolium chloride segments,” Polymer Bulletin, vol. 68, no. 4, pp. 901–908, 2011. View at Publisher · View at Google Scholar
  13. H. Olivier-Bourbigou, L. Magna, and D. Morvan, “Ionic liquids and catalysis: recent progress from knowledge to applications,” Applied Catalysis A, vol. 373, no. 1-2, pp. 1–56, 2010. View at Publisher · View at Google Scholar · View at Scopus
  14. R. P. Swatloski, S. K. Spear, J. D. Holbrey, and R. D. Rogers, “Dissolution of cellose with ionic liquids,” Journal of the American Chemical Society, vol. 124, no. 18, pp. 4974–4975, 2002. View at Publisher · View at Google Scholar · View at Scopus
  15. C. Li and Z. K. Zhao, “Efficient acid-catalyzed hydrolysis of cellulose in ionic liquid,” Advanced Synthesis and Catalysis, vol. 349, no. 11-12, pp. 1847–1850, 2007. View at Publisher · View at Google Scholar · View at Scopus
  16. C. Li, Q. Wang, and Z. K. Zhao, “Acid in ionic liquid: an efficient system for hydrolysis of lignocellulose,” Green Chemistry, vol. 10, no. 2, pp. 177–182, 2008. View at Publisher · View at Google Scholar · View at Scopus
  17. R. Rinaldi, R. Palkovits, and F. Schüth, “Depolymerization of cellulose using solid catalysts in ionic liquids,” Angewandte Chemie—International Edition, vol. 47, no. 42, pp. 8047–8050, 2008. View at Publisher · View at Google Scholar · View at Scopus
  18. Z. Zhang and Z. K. Zhao, “Solid acid and microwave-assisted hydrolysis of cellulose in ionic liquid,” Carbohydrate Research, vol. 344, no. 15, pp. 2069–2072, 2009. View at Publisher · View at Google Scholar · View at Scopus
  19. S. J. Kim, A. A. Dwiatmoko, J. W. Choi, Y. W. Suh, D. J. Suh, and M. Oh, “Cellulose pretreatment with 1-n-butyl-3-methylimidazolium chloride for solid acid-catalyzed hydrolysis,” Bioresource Technology, vol. 101, no. 21, pp. 8273–8279, 2010. View at Publisher · View at Google Scholar · View at Scopus
  20. A. S. Amarasekara and O. S. Owereh, “Synthesis of a sulfonic acid functionalized acidic ionic liquid modified silica catalyst and applications in the hydrolysis of cellulose,” Catalysis Communications, vol. 11, no. 13, pp. 1072–1075, 2010. View at Publisher · View at Google Scholar · View at Scopus
  21. A. S. Amarasekara and O. S. Owereh, “Hydrolysis and decomposition of cellulose in bronösted acidic ionic liquids under mild conditions,” Industrial and Engineering Chemistry Research, vol. 48, no. 22, pp. 10152–10155, 2009. View at Publisher · View at Google Scholar · View at Scopus
  22. A. S. Amarasekara and B. Wiredu, “Degradation of cellulose in dilute aqueous solutions of acidic ionic liquid 1-(1-propylsulfonic)-3-methylimidazolium chloride, and p-toluenesulfonic acid at moderate temperatures and pressures,” Industrial and Engineering Chemistry Research, vol. 50, no. 21, pp. 12276–12280, 2011. View at Publisher · View at Google Scholar
  23. A. A. Dwiatmoko, J. W. Choi, D. J. Suh, Y.-W. Suh, and H. H. Kung, “Understanding the role of halogen-containing ionic liquids in the hydrolysis of cellobiose catalyzed by acid resins,” Applied Catalysis A, vol. 387, no. 1-2, pp. 209–214, 2010. View at Publisher · View at Google Scholar · View at Scopus
  24. Q. Yang, Z. Wei, H. Xing, and Q. Ren, “Brönsted acidic ionic liquids as novel catalysts for the hydrolyzation of soybean isoflavone glycosides,” Catalysis Communications, vol. 9, no. 6, pp. 1307–1311, 2008. View at Publisher · View at Google Scholar · View at Scopus
  25. G. Y. Zhu, R. Wang, G. H. Liu, L. Q. Xu, B. Zhang, and X. Q. Wu, “Synthesis of multi-hydroxyl and sulfonyl dual-functionalized room temperature ionic liquids,” Chinese Chemical Letters, vol. 18, no. 6, pp. 633–635, 2007. View at Publisher · View at Google Scholar · View at Scopus
  26. H. U. Bergmeyer and E. Bernt, “Glucose determination with glucose oxidase and peroxidase,” in Methods of Enzymatic Analysis, H. U. Bergmeyer, Ed., pp. 1205–1212, Academic Press, New York, NY, USA, 1974. View at Google Scholar
  27. D. A. T. Southgate, Determination of Food Carbohydrates, Applied Science Publishers, London, UK, 1961.
  28. L. Kupiainen, J. Ahola, and J. Tanskanen, “Comparison of formic and sulfuric acids as a glucose decomposition catalyst,” Industrial and Engineering Chemistry Research, vol. 49, no. 18, pp. 8444–8449, 2010. View at Publisher · View at Google Scholar · View at Scopus
  29. J. L. Oscarson, R. M. Izatt, P. R. Brown, Z. Pawlak, S. E. Gillespie, and J. J. Christensen, “Thermodynamic quantities for the interaction of SO42 with H+ and Na+ in aqueous solution from 150 to 320°C,” Journal of Solution Chemistry, vol. 17, no. 9, pp. 841–863, 1988. View at Publisher · View at Google Scholar · View at Scopus
  30. J. Zhang, H. Zhang, J. Wu, J. Zhang, J. He, and J. Xiang, “NMR spectroscopic studies of cellobiose solvation in EmimAc aimed to understand the dissolution mechanism of cellulose in ionic liquids,” Physical Chemistry Chemical Physics, vol. 12, no. 8, pp. 1941–1947, 2010. View at Publisher · View at Google Scholar · View at Scopus
  31. Q. Xiang, Y. Y. Lee, and R. W. Torget, “Kinetics of glucose decomposition during dilute-acid hydrolysis of lignocellulosic biomass,” Applied Biochemistry and Biotechnology A, vol. 115, no. 1–3, pp. 1127–1138, 2004. View at Publisher · View at Google Scholar · View at Scopus
  32. X. Huang, H. Duan, and S. A. Barringer, “Effects of buffer and temperature on formation of furan, acetic acid and formic acid from carbohydrate model systems,” LWT—Food Science and Technology, vol. 44, no. 8, pp. 1761–1765, 2011. View at Publisher · View at Google Scholar
  33. M. U. Roslund, P. Tähtinen, M. Niemitz, and R. Sjöholm, “Complete assignments of the 1H and 13C chemical shifts and JH,H coupling constants in NMR spectra of D-glucopyranose and all D-glucopyranosyl-D-glucopyranosides,” Carbohydrate Research, vol. 343, no. 1, pp. 101–112, 2008. View at Publisher · View at Google Scholar · View at Scopus