Fractionation of Lignocellulosic Materials with Ionic Liquids. 1. Effect of Mechanical Treatment
Abstract
The selective precipitation of wood dissolved in 1-allyl-3-methylimidazolium chloride ([amim]Cl) with a nonsolvent is a straightforward method for fractionating lignocellulosic components. In this study we have solvated and precipitated fractions of pulverized Norway spruce ( Picea abies ) and Eucalyptus grandis wood. This was achieved by agitating and heating the lignocellulosic materials in [amim]Cl followed by precipitation using nonsolvents, such as acetonitrile (MeCN) and water. Water was also used to extract material, which was determined to be high molecular weight galactoglucomannan. Products were analyzed by benzoylation followed by size-exclusion chromatography (SEC) and IR. It was found that the selectivity of precipitation was not significantly dependent upon the chemical composition of the precipitating components. The efficiency of precipitation was found to be dependent upon molecular weight, with the dissolved higher molecular weight and partially soluble wood components precipitating first. Moreover, when coarse sawdust samples were fractionated, the selective dissolution of cellulose from the fiber was observed, which allowed for the regeneration of a fraction of delignified and bleachable cellulose. Additionally, finely milled softwood samples, with demonstrated narrowly distributed low molecular weights, did not efficiently fractionate most likely due to the presence of an extensive lignin–carbohydrate complex (LCC) network.
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The functional group of the anion determined the effect on lignin fragmentation rather than its size, while the cation did not play a significant role.
“The functional group of the anion determined the effect rather than its size, while the cation did not play a significant role.”
From Deconstruction of lignocellulosic biomass with ionic liquids (2013) · cites this paper as [134]
The order of molecular weight reduction of lignins by ionic liquids was sulfates > lactate > acetate > chloride > phosphates.
“The order of molecular weight reduction was sulfates > lactate > acetate > chloride > phosphates.”
From Deconstruction of lignocellulosic biomass with ionic liquids (2013) · cites this paper as [134]
Cites
Sun, N., Rahman, M., Qin, Y., Maxim, M. L., Rodríguez, H., & Rogers, R. D. (2009) · Green Chemistry · doi:10.1039/b822702k · Cited by 988 · see citing works
Dissolution of Wood in Ionic Liquids
Kilpeläinen, I., Xie, H., King, A. W. T., Granström, M., Heikkinen, S., & Argyropoulos, D. S. (2007) · Journal of Agricultural and Food Chemistry · doi:10.1021/jf071692e · Cited by 943 · see citing works
Self-citationLee, S. H., Doherty, T. V., Linhardt, R. J., & Dordick, J. S. (2008) · Biotechnology and Bioengineering · doi:10.1002/bit.22179 · Cited by 942 · see citing works
Fort, D. A., Remsing, R. C., Swatloski, R. P., Moyna, P., Moyna, G., & Rogers, R. D. (2006) · Green Chemistry · doi:10.1039/b607614a · Cited by 815 · see citing works
Homogeneous Acetylation of Cellulose in a New Ionic Liquid
Wu, J., Zhang, J., Zhang, H., He, J., Ren, Q., & Guo, M. (2004) · Biomacromolecules · doi:10.1021/bm034398d · Cited by 648 · see citing works
Tan, S. S. Y., MacFarlane, D. R., Upfal, J., Edye, L. A., Doherty, W. O. S., Patti, A. F., Pringle, J. M., & Scott, J. L. (2009) · Green Chemistry · doi:10.1039/b815310h · Cited by 429 · see citing works
Isolation and characterization of galactoglucomannan from spruce ( Picea abies )
Lundqvist, J., Teleman, A., Junel, L., Zacchi, G., Dahlman, O., Tjerneld, F., & Stålbrand, H. (2002) · Carbohydrate Polymers · doi:10.1016/s0144-8617(01)00210-7 · Cited by 251 · see citing works
Toward a Better Understanding of the Lignin Isolation Process from Wood
Guerra, A., Filpponen, I., Lucia, L. A., Saquing, C. D., Baumberger, S., & Argyropoulos, D. S. (2006) · Journal of Agricultural and Food Chemistry · doi:10.1021/jf060722v · Cited by 242 · see citing works
Self-citationAbe, M., Fukaya, Y., & Ohno, H. (2010) · Green Chemistry · doi:10.1039/c003976d · Cited by 166 · see citing works
Lawoko, M., Henriksson, G., & Gellerstedt, G. (2006) · Holzforschung · doi:10.1515/hf.2006.025 · Cited by 164 · see citing works
Understanding the impact of ionic liquid pretreatment on eucalyptus
Çetinkol, Ö. P., Dibble, D. C., Cheng, G., Kent, M. S., Knierim, B., Auer, M., Wemmer, D. E., Pelton, J. G., Melnichenko, Y. B., Ralph, J., et al. (2010) · Biofuels · doi:10.4155/bfs.09.5 · Cited by 135 · see citing works
Jacobs, A., & Dahlman, O. (2001) · Biomacromolecules · doi:10.1021/bm010050b · Cited by 127 · see citing works
Lateef, H., Grimes, S. M., Kewcharoenwong, P., & Feinberg, B. J. (2009) · Journal of Chemical Technology & Biotechnology · doi:10.1002/jctb.2251 · Cited by 111 · see citing works
Guerra, A., Gaspar, A. R., Contreras, S., Lucia, L. A., Crestini, C., & Argyropoulos, D. S. (2007) · Phytochemistry · doi:10.1016/j.phytochem.2007.05.026 · Cited by 111 · see citing works
Self-citationMechanolysis of Glucose-Based Polysaccharides As Studied by Electron Spin Resonance
Kuzuya, M., Yamauchi, Y., & Kondo, S. (1999) · The Journal of Physical Chemistry B · doi:10.1021/jp984278d · Cited by 93 · see citing works
Characterization of cellulose by SEC-MALLS
Schult, T., Hjerde, T., Optun, O. I., Kleppe, P. J., & Moe, S. T. (2002) · Cellulose · doi:10.1023/a:1020139409903 · Cited by 74 · see citing works
In Situ Determination of Lignin Phenolics and Wood Solubility in Imidazolium Chlorides Using31P NMR
King, A. W. T., Zoia, L., Filpponen, I., Olszewska, A., Xie, H., Kilpeläinen, I., & Argyropoulos, D. S. (2009) · Journal of Agricultural and Food Chemistry · doi:10.1021/jf901095w · Cited by 73 · see citing works
Self-citationInfluence of the carbohydrate composition on the molecular weight distribution of kraft pulps
Sjöholm, E. (2000) · Carbohydrate Polymers · doi:10.1016/s0144-8617(99)00066-1 · Cited by 73 · see citing works
Zoia, L., King, A., & Argyropoulos, D. (2011) · Journal of Agricultural and Food Chemistry · doi:10.1021/jf103615e · Cited by 62 · see citing works
Self-citationSize exclusion chromatography of cellulose in LiCl/N,N-dimethylacetamide
Strlič, M., & Kolar, J. (2003) · Journal of Biochemical and Biophysical Methods · doi:10.1016/s0165-022x(03)00064-2 · Cited by 62 · see citing works
SEC-MALLS analysis of softwood kraft pulp using LiCl/1,3-dimethyl-2-imidazolidinone as an eluent
Yanagisawa, M., Shibata, I., & Isogai, A. (2005) · Cellulose · doi:10.1007/s10570-004-0866-8 · Cited by 48 · see citing works
Lignin-carbohydrate bonds in a lignin-carbohydrate complex isolated from spruce
Iversen, T. (1985) · Wood Science and Technology · doi:10.1007/bf00392053 · Cited by 46 · see citing works
Nakamura, A., Miyafuji, H., & Saka, S. (2010) · Journal of Wood Science · doi:10.1007/s10086-009-1081-x · Cited by 36 · see citing works
Eremeeva, T. (2003) · Journal of Biochemical and Biophysical Methods · doi:10.1016/s0165-022x(03)00063-0 · Cited by 31 · see citing works
Sjöholm, E., Gustafsson, K., & Colmsjö, A. (1999) · Journal of Liquid Chromatography & Related Technologies · doi:10.1081/jlc-100101759 · Cited by 28 · see citing works
Sjöholm, E., Gustafsson, K., & Colmsjö, A. L. (1999) · Journal of Liquid Chromatography & Related Technologies · doi:10.1081/jlc-100102063 · Cited by 15 · see citing works
Mechanism of the mechanical degradation of cellulose
Ott, R. L. (1964) · Journal of Polymer Science Part A General Papers · doi:10.1002/pol.1964.100020232 · Cited by 11 · see citing works
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Hou, Q., Ju, M., Li, W., Liu, L., Chen, Y., & Yang, Q. (2017) · Molecules · doi:10.3390/molecules22030490 · Cited by 201 · see citing works
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Carvalho, A. V. A., Lopes, A. M. D. C., & Bogel‐Łukasik, R. (2015) · RSC Advances · doi:10.1039/c5ra07159c · Cited by 88 · see citing works
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Holding, A. J., Parviainen, A., Kilpeläinen, I., Soto, A., King, A. W. T., & Rodríguez, H. (2017) · RSC Advances · doi:10.1039/c7ra01662j · Cited by 51 · see citing works
Self-citationOn the solubility of wood in non-derivatising ionic liquids
Kyllönen, L., Parviainen, A., Deb, S., Lawoko, M., Gorlov, M., Kilpeläinen, I., & King, A. W. T. (2013) · Green Chemistry · doi:10.1039/c3gc41273c · Cited by 37 · see citing works
Self-citationFast and highly efficient acetylation of xylans in ionic liquid systems
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Ando, D., Nakatsubo, F., Takano, T., & Yano, H. (2015) · Holzforschung · doi:10.1515/hf-2015-0112 · Cited by 6 · see citing works
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Abu-Eishah, S. I. (2015) · InTech eBooks · doi:10.5772/59079 · Cited by 4 · see citing works
García, V., Valkama, H., Sliz, R., King, A. W. T., Myllylä, R. A., Kilpeläinen, I., & Keiski, R. L. (2013) · Journal of Membrane Science · doi:10.1016/j.memsci.2013.05.010 · Cited by 3 · see citing works
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- Authors
- Leskinen, T., King, A. W. T., Kilpeläinen, I., & Argyropoulos, D. S.
- Affiliations
- University of Helsinki (FI)
- Corresponding author
- Argyropoulos, Dimitris S.
- Venue
- Industrial & Engineering Chemistry Research
- Publisher
- American Chemical Society (ACS)
- Published
- 2011-10-21
- Volume
- 50
- Issue
- 22
- Pages
- 12349-12357
- ISSN
- 0888-5885 (ISSN-L)
- 1520-5045
- OpenAlex
- W2327007122
- Cited by
- 31
- References
- 27
- Citations by year
- 2022: 2 · 2021: 1 · 2019: 2 · 2018: 2 · 2017: 5 · 2016: 2 · 2015: 4 · 2014: 1 · 2013: 10 · 2012: 2
- FWCI
- 2.46
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Industrial & Engineering Chemistry Research (publishedVersion)
- Funders
- Tekes
- Topics
- Physical Sciences › Engineering › Biomedical Engineering › Lignin and Wood Chemistry
- Physical Sciences › Materials Science › Biomaterials › Advanced Cellulose Research Studies
- Physical Sciences › Engineering › Biomedical Engineering › Biofuel production and bioconversion
- Keywords
- lignocellulose fractionation, ionic liquids, 1-allyl-3-methylimidazolium chloride, selective precipitation, mechanical treatment, wood dissolution, Norway spruce, Eucalyptus grandis, galactoglucomannan, cellulose dissolution, lignin-carbohydrate complexes, molecular weight distribution, acetonitrile precipitation
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