CSIRO Publishing blank image blank image blank image blank imageBooksblank image blank image blank image blank imageJournalsblank image blank image blank image blank imageAbout Usblank image blank image blank image blank imageShopping Cartblank image blank image blank image You are here: Journals > Australian Journal of Chemistry   
Australian Journal of Chemistry
Journal Banner
  An international journal for chemical science
 
blank image Search
 
blank image blank image
blank image
 
  Advanced Search
   

Journal Home
About the Journal
Editorial Board
Contacts
For Advertisers
Content
Online Early
Current Issue
Just Accepted
All Issues
Virtual Issues
Special Issues
Research Fronts
Sample Issue
Covers
For Authors
General Information
Notice to Authors
Submit Article
Open Access
For Referees
Referee Guidelines
Review Article
For Subscribers
Subscription Prices
Customer Service
Print Publication Dates

blue arrow e-Alerts
blank image
Subscribe to our Email Alert or RSS feeds for the latest journal papers.

red arrow Connect with us
blank image
facebook twitter youtube

Affiliated with RACI

Royal Australian Chemical Institute
Royal Australian
Chemical Institute


 

Article << Previous     |     Next >>   Contents Vol 65(11)

Ionic Liquids for Lignin Processing: Dissolution, Isolation, and Conversion

Md. Mokarrom Hossain A and Leigh Aldous A B

A School of Chemistry, The University of New South Wales, Sydney, NSW 2052, Australia.
B Corresponding author. Email: l.aldous@unsw.edu.au

Australian Journal of Chemistry 65(11) 1465-1477 http://dx.doi.org/10.1071/CH12324
Submitted: 8 July 2012  Accepted: 31 July 2012   Published: 17 September 2012


 
PDF (1.5 MB) $25
 Export Citation
 Print
  
Abstract

We present a review on the multifunctional use of ionic liquids with respect to lignin processing. In a biorefinery context, lignocellulosics could be used to provide sustainable sources of fuels such as bioethanol, and feedstock molecules for the chemical industry such as phenols and other aromatics. However, separation of lignin from cellulose and hemicellulose is a vital step. Ionic liquids can dissolve extensive quantities of biomass, and even be designed to be multifunctional solvents. We highlight the use of ionic liquids in selectively or non-selectively dissolving lignin, the depolymerization reactions that have been attempted on lignin in ionic liquids, and the effect ionic liquids have been observed to have on such processes. Finally, we present some of the challenges and issues that must be addressed before the informed and large-scale application of ionic liquids can be realized for lignin processing.





References

[1]  R. W. Bentley, Energ. Policy 2002, 30, 189.
         | CrossRef |

[2]  R. A. Kerr, Science 1998, 281, 1129.
         | CrossRef | CAS |

[3]  J. H. Clark, F. E. I. Deswarte, T. J. Farmer, Biofuel. Bioprod. Bior. 2009, 3, 72.
         | CrossRef | CAS |

[4]  B. Brehmer, R. M. Boom, J. Sanders, Chem. Eng. Res. Des. 2009, 87, 1103.
         | CrossRef | CAS |

[5]  G. W. Crabtree, N. S. Lewis, Phys. Today 2007, 60, 37.
         | CrossRef | CAS |

[6]  A. Stark, Energ. Environ. Sci. 2011, 4, 19.
         | CrossRef | CAS |

[7]  Y. Q. Pu, N. Jiang, A. J. Ragauskas, J. Wood Chem. Technol. 2007, 27, 23.
         | CrossRef | CAS |

[8]  A. J. Ragauskas, C. K. Williams, B. H. Davison, G. Britovsek, J. Cairney, C. A. Eckert, W. J. Frederick, J. P. Hallett, D. J. Leak, C. L. Liotta, J. R. Mielenz, R. Murphy, R. Templer, T. Tschaplinski, Science 2006, 311, 484.
         | CrossRef | CAS |

[9]  J.-Y. Kim, E.-J. Shin, I.-Y. Eom, K. Won, Y. H. Kim, D. Choi, I.-G. Choi, J. W. Choi, Bioresour. Technol. 2011, 102, 9020.
         | CrossRef | CAS |

[10]  S. S. Y. Tan, D. R. MacFarlane, Top. Curr. Chem. 2009, 290, 311.
         | CrossRef | CAS |

[11]  J. O. Metzger, C. Bicke, O. Faix, W. Tuszynski, R. Angermann, M. Karas, K. Strupat, Angew. Chem. Int. Ed. 1992, 31, 762.
         | CrossRef |

[12]  B. J. Cox, S. Jia, Z. C. Zhang, J. G. Ekerdt, Polym. Degrad. Stabil. 2011, 96, 426.
         | CrossRef | CAS |

[13]  J. Zakzeski, P. C. A. Bruijnincx, A. L. Jongerius, B. M. Weckhuysen, Chem. Rev. 2010, 110, 3552.
         | CrossRef | CAS |

[14]  J. B. Binder, M. J. Gray, J. F. White, Z. C. Zhang, J. E. Holladay, Biomass Bioenerg. 2009, 33, 1122.
         | CrossRef | CAS |

[15]  P. Weerachanchai, S. S. J. Leong, M. W. Chang, C. B. Ching, J.-M. Lee, Bioresour. Technol. 2012, 111, 453.
         | CrossRef | CAS |

[16]  A. Brandt, J. P. Hallett, D. J. Leak, R. J. Murphy, T. Welton, Green Chem. 2010, 12, 672.
         | CrossRef | CAS |

[17]  S. H. Lee, T. V. Doherty, R. J. Linhardt, J. S. Dordick, Biotechnol. Bioeng. 2009, 102, 1368.
         | CrossRef | CAS |

[18]  X.-D. Hou, T. J. Smith, N. Li, M.-H. Zong, Biotechnol. Bioeng. 2012, 109, 2484.
         | CrossRef | CAS |

[19]  D. Fu, G. Mazza, Y. Tamaki, J. Agric. Food Chem. 2010, 58, 2915.
         | CrossRef | CAS |

[20]  K. M. DeAngelis, M. Allgaier, Y. Chavarria, J. L. Fortney, P. Hugenholtz, B. Simmons, K. Sublette, W. L. Silver, T. C. Hazen, PLoS ONE 2011, 6, e19306.
         | CrossRef | CAS |

[21]  C. Chapple, M. Ladisch, R. Meilan, Nat. Biotechnol. 2007, 25, 746.
         | CrossRef | CAS |

[22]  A. Casas, J. Palomar, M. V. Alonso, M. Oliet, S. Omar, F. Rodriguez, Ind. Crops Prod. 2012, 37, 155.
         | CrossRef | CAS |

[23]  B. Li, J. Asikkala, I. Filpponen, D. S. Argyropoulos, Ind. Eng. Chem. Res. 2010, 49, 2477.
         | CrossRef | CAS |

[24]  L. E. Barrosse-Antle, A. M. Bond, R. G. Compton, A. M. O’Mahony, E. I. Rogers, D. S. Silvester, Chem. Asian J. 2010, 5, 202.
         | CrossRef | CAS |

[25]  N. Sun, X. Jiang, M. L. Maxim, A. Metlen, R. D. Rogers, ChemSusChem 2011, 4, 65.
         | CrossRef | CAS |

[26]  S. S. Y. Tan, D. R. MacFarlane, J. Upfal, L. A. Edye, W. O. S. Doherty, A. F. Patti, J. M. Pringle, J. L. Scott, Green Chem. 2009, 11, 339.
         | CrossRef | CAS |

[27]  R. P. Swatloski, S. K. Spear, J. D. Holbrey, R. D. Rogers, J. Am. Chem. Soc. 2002, 124, 4974.
         | CrossRef | CAS |

[28]  N. Sun, H. Rodriguez, M. Rahman, R. D. Rogers, Chem. Commun. 2011, 1405.
         | CrossRef | CAS |

[29]  D. A. Fort, R. C. Remsing, R. P. Swatloski, P. Moyna, G. Moyna, R. D. Rogers, Green Chem. 2007, 9, 63.
         | CrossRef | CAS |

[30]  N. Sun, M. Rahman, Y. Qin, M. L. Maxim, H. Rodriguez, R. D. Rogers, Green Chem. 2009, 11, 646.
         | CrossRef | CAS |

[31]  L. Wei, K. Li, Y. Ma, X. Hou, Ind. Crops Prod. 2012, 37, 227.
         | CrossRef | CAS |

[32]  A. P. Dadi, S. Varanasi, C. A. Schall, Biotechnol. Bioeng. 2006, 95, 904.
         | CrossRef | CAS |

[33]  I. Kilpelainen, H. Xie, A. King, M. Granstrom, S. Heikkinen, D. S. Argyropoulos, J. Agric. Food Chem. 2007, 55, 9142.
         | CrossRef |

[34]  A. Pinkert, K. N. Marsh, S. S. Pang, M. P. Staiger, Chem. Rev. 2009, 109, 6712.
         | CrossRef | CAS |

[35]  S. D. Zhu, Y. X. Wu, Q. M. Chen, Z. N. Yu, C. W. Wang, S. W. Jin, Y. G. Ding, G. Wu, Green Chem. 2006, 8, 325.
         | CrossRef | CAS |

[36]  D. C. Dibble, C. L. Li, L. Sun, A. George, A. R. L. Cheng, O. P. Cetinkol, P. Benke, B. M. Holmes, S. Singh, B. A. Simmons, Green Chem. 2011, 13, 3255.
         | CrossRef | CAS |

[37]  W. Lan, C. F. Liu, R. G. Sun, J. Agric. Food Chem. 2011, 59, 8691.
         | CrossRef | CAS |

[38]  N. Muhammad, Z. Man, M. Bustam Khalil, Eur. J. Wood Wood Prod. 2012, 70, 125.
         | CrossRef | CAS |

[39]  M. Mora-Pale, L. Meli, T. V. Doherty, R. J. Linhardt, J. S. Dordick, Biotechnol. Bioeng. 2011, 108, 1229.
         | CrossRef | CAS |

[40]  P. Mäki-Arvela, I. Anugwom, P. Virtanen, R. Sjoeholm, J. P. Mikkola, Ind. Crops Prod. 2010, 32, 175.
         | CrossRef |

[41]  H. Wang, G. Gurau, R. D. Rogers, Chem. Soc. Rev. 2012, 41, 1519.
         | CrossRef | CAS |

[42]  L. Moens, N. Khan, in Green Industrial Applications of Ionic Liquids (Eds R. D. Rogers, K. R. Seddon, S. V. Volkov) 2002, pp. 157–171 (Kluwer Academic: Dordrecht).

[43]  S. Singh, B. A. Simmons, K. P. Vogel, Biotechnol. Bioeng. 2009, 104, 68.
         | CrossRef | CAS |

[44]  T. G. A. Youngs, C. Hardacre, J. D. Holbrey, J. Phys. Chem. B 2007, 111, 13765.
         | CrossRef | CAS |

[45]  T. G. A. Youngs, J. D. Holbrey, C. L. Mullan, S. E. Norman, M. C. Lagunas, C. D’Agostino, M. D. Mantle, L. F. Gladden, D. T. Bowron, C. Hardacre, Chem. Sci. 2011, 2, 1594.
         | CrossRef | CAS |

[46]  G. Cheng, P. Varanasi, C. L. Li, H. B. Liu, Y. B. Menichenko, B. A. Simmons, M. S. Kent, S. Singh, Biomacromolecules 2011, 12, 933.
         | CrossRef | CAS |

[47]  M. Balakshin, E. Capanema, H. Gracz, H. M. Chang, H. Jameel, Planta 2011, 233, 1097.
         | CrossRef | CAS |

[48]  A. Pinkert, D. F. Goeke, K. N. Marsh, S. Pang, Green Chem. 2011, 13, 3124.
         | CrossRef | CAS |

[49]  F. Guo, Z. Fang, T.-J. Zhou, Bioresour. Technol. 2012, 112, 313.
         | CrossRef | CAS |

[50]  J. Zakzeski, A. L. Jongerius, B. M. Weckhuysen, Green Chem. 2010, 12, 1225.
         | CrossRef | CAS |

[51]  Q. Xin, K. Pfeiffer, J. M. Prausnitz, D. S. Clark, H. W. Blanch, Biotechnol. Bioeng. 2012, 109, 346.
         | CrossRef | CAS |

[52]  A. George, K. Tran, T. J. Morgan, P. I. Benke, C. Berrueco, E. Lorente, B. C. Wu, J. D. Keasling, B. A. Simmons, B. M. Holmes, Green Chem. 2011, 13, 3375.
         | CrossRef | CAS |

[53]  A. Casas, M. V. Alonso, M. Oliet, E. Rojo, F. Rodriguez, J. Chem. Technol. Biot. 2012, 87, 472.
         | CrossRef | CAS |

[54]  L. M. Kline, D. G. Hayes, A. R. Womac, N. Labbe, Bioresources 2010, 5, 1366.
         | CAS |

[55]  S. Padmanabhan, E. Zaia, K. Wu, H. W. Blanch, D. S. Clark, A. T. Bell, J. M. Prausnitz, Sep. Sci. Technol. 2012, 47, 370.
         | CrossRef | CAS |

[56]  M. Zavrel, D. Bross, M. Funke, J. Buchs, A. C. Spiess, Bioresour. Technol. 2009, 100, 2580.
         | CrossRef | CAS |

[57]  J. D. Holbrey, W. M. Reichert, M. Nieuwenhuyzen, O. Sheppard, C. Hardacre, R. D. Rogers, Chem. Commun. 2003, 476.
         | CrossRef | CAS |

[58]  H. Lateef, S. Grimes, P. Kewcharoenwong, B. Feinberg, J. Chem. Technol. Biot. 2009, 84, 1818.
         | CrossRef | CAS |

[59]  S. Q. Han, J. L. Li, S. D. Zhu, R. Chen, Y. X. Wu, X. Y. Zhang, Z. N. Yu, Bioresources 2009, 4, 825.
         | CAS |

[60]  C. Froschauer, M. Hummel, G. Laus, H. Schottenberger, H. Sixta, H. K. Weber, G. Zuckerstatter, Biomacromolecules 2012, 13, 1973.
         | CrossRef | CAS |

[61]  O. A. El Seoud, A. Koschella, L. C. Fidale, S. Dorn, T. Heinze, Biomacromolecules 2007, 8, 2629.
         | CrossRef | CAS |

[62]  A. Brandt, M. J. Ray, T. Q. To, D. J. Leak, R. J. Murphy, T. Welton, Green Chem. 2011, 13, 2489.
         | CrossRef | CAS |

[63]  J. G. Lynam, R. M. Toufiq, V. R. Vasquez, C. J. Coronella, Bioresour. Technol. 2012, 114, 629.
         | CrossRef | CAS |

[64]  C. Sievers, M. B. Valenzuela-Olarte, T. Marzialetti, I. Musin, P. K. Agrawal, C. W. Jones, Ind. Eng. Chem. Res. 2009, 48, 1277.
         | CrossRef | CAS |

[65]  C. Li, Q. Wang, Z. K. Zhao, Green Chem. 2008, 10, 177.
         | CrossRef | CAS |

[66]  J. B. Binder, R. T. Raines, Proc. Natl. Acad. Sci. USA 2010, 107, 4516.
         | CrossRef | CAS |

[67]  B. Li, I. Filpponen, D. S. Argyropoulos, Ind. Eng. Chem. Res. 2010, 49, 3126.
         | CrossRef | CAS |

[68]  H. Yu, J. Hu, J. Fan, J. Chang, Ind. Eng. Chem. Res. 2012, 51, 3452.
         | CrossRef | CAS |

[69]  W. Y. Li, N. Sun, B. Stoner, X. Y. Jiang, X. M. Lu, R. D. Rogers, Green Chem. 2011, 13, 2038.
         | CrossRef | CAS |

[70]  D. Diedericks, E. van Rensburg, M. D. Garcia-Aparicio, J. F. Gorgens, Biotechnol. Progr. 2012, 28, 76.
         | CrossRef | CAS |

[71]  A. Brandt, J. K. Erickson, J. P. Hallett, R. J. Murphy, A. Potthast, M. J. Ray, T. Rosenau, M. Schrems, T. Welton, Green Chem. 2012, 14, 1079.
         | CrossRef | CAS |

[72]  Khudyakov J. I.D’haeseleer P.Borglin S. E.DeAngelis K. M.Woo H.Lindquist E. A.Hazen T. C.Simmons B. A.Thelen M. P. Proc. Natl. Acad. Sci. USA 2012. 10.1073/PNAS.1112750109

[73]  E. Reichert, R. Wintringer, D. A. Volmer, R. Hempelmann, Phys. Chem. Chem. Phys. 2012, 14, 5214.
         | CrossRef | CAS |

[74]  S. Y. Jia, B. J. Cox, X. W. Guo, Z. C. Zhang, J. G. Ekerdt, Ind. Eng. Chem. Res. 2011, 50, 849.
         | CrossRef | CAS |

[75]  S. Kubo, K. Hashida, T. Yamada, S. Hishiyama, K. Magara, M. Kishino, H. Ohno, S. Hosoya, J. Wood Chem. Technol. 2008, 28, 84.
         | CrossRef | CAS |

[76]  J. Zakzeski, P. C. A. Bruijnincx, B. M. Weckhuysen, Green Chem. 2011, 13, 671.
         | CrossRef | CAS |

[77]  K. Stärk, N. Taccardi, A. Bosmann, P. Wasserscheid, ChemSusChem 2010, 3, 719.
         | CrossRef |

[78]  C. Zhao, H. Z. Wang, N. Yan, C. X. Xiao, X. D. Mu, P. J. Dyson, Y. Kou, J. Catal. 2007, 250, 33.
         | CrossRef | CAS |

[79]  X. D. Mu, J. Q. Meng, Z. C. Li, Y. Kou, J. Am. Chem. Soc. 2005, 127, 9694.
         | CrossRef | CAS |

[80]  N. Yan, Y. A. Yuan, R. Dykeman, Y. A. Kou, P. J. Dyson, Angew. Chem. Int. Ed. 2010, 49, 5549.
         | CrossRef | CAS |

[81]  A. C. Chen, E. I. Rogers, R. G. Compton, Electroanal. 2010, 22, 1037.
         | CrossRef | CAS |

[82]  A. M. O’Mahony, D. S. Silvester, L. Aldous, C. Hardacre, R. G. Compton, J. Chem. Eng. Data 2008, 53, 2884.
         | CrossRef | CAS |

[83]  The California Energy Commission, Energy Almanac – Estimated 2012 Gasoline Price Breakdown & Margins Details 2012. Available at http://energyalmanac.ca.gov/gasoline/margins/index.php [Verified 7 July 2012]


   
Subscriber Login
Username:
Password:  

 


    
Legal & Privacy | Contact Us | Help

CSIRO

© CSIRO 1996-2014