Separation and structural characterization of lignin from hybrid poplar based on complete dissolution in DMSO/LiCl

Separation Science and Technology

Volumn 45, Issue 16, 2010, Pages 2497-2506

  Zhang, Xueming ^a   Yuan, Tongqi ^a   Peng, Feng ^b   Xu, Feng ^a   Sun, Runcang ^a,b  

^a BEIJING FORESTRY UNIVERSITY   (China)

^b SOUTH CHINA UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

DMSO LiCL; Lignin separation; Poplar; Wood dissolution

Indexed keywords

BALL-MILLED; COMPLETE DISSOLUTION; DMSO/LICL; ETHER BOND; GUAIACYL; HYBRID POPLAR; LIGNIN FRACTION; LITHIUM CHLORIDE; MOLAR RATIO; NMR TECHNIQUES; P-COUMARIC ACID; P-HYDROXYBENZOIC ACID; PHYSICOCHEMICAL PROPERTY; POPLAR; STRUCTURAL CHARACTERIZATION; STRUCTURAL FEATURE; WET CHEMICAL ANALYSIS;

CHEMICAL ANALYSIS; CHLORINE COMPOUNDS; DIMETHYL SULFOXIDE; DISSOLUTION; ETHERS; LIGNIN; LITHIUM;

WOOD;

CHEMICAL ANALYSIS; CHLORINE COMPOUNDS; DIMETHYL SULFOXIDE; DISSOLVING; ETHERS; LIGNINS; LITHIUM CHLORIDE; POPULUS; SEPARATION; WOOD;

EID: 79955127486     PISSN: 01496395     EISSN: 15205754     Source Type: Journal    
DOI: 10.1080/01496391003793892     Document Type: Article

References (44)

1. Ragauskas, A.J.; Williams, C.K.; Davison, B.H.; Britovsek, G.; Cairney, J.; Eckert, C.A.; Frederick, W.J.; Hallett, J.P.; Leak, D.J.; Liotta, C.L.; Mielenz, J.R.; Murphy, R.; Templer, R.; Tschaplinski, T. (2006) The path forward for biofuels and biomaterials. Science, 311: 484-489.
2. Grabber, J.H. (2005) How do lignin composition, structure, and cross-linking affect degradability? a review of cell wall model studies. Crop Sci., 45: 820-831.
3. Liyama, K.; Lam, T.B.T.; Stone, B.A. (1994) Covalent cross-links in the cell wall. Plant Physiol., 104: 315-320.
4. Christiernin, M.; Ohlsson, A.B.; Berglund, T.; Henriksson, G. (2005) Lignin isolated from primary walls of hybrid aspen cell cultures indicates significant differences in lignin structure between primary and secondary cell wall. Plant Physiol. Biochem., 43: 777-785.
5. Holtman, K.M.; Chang, H.M.; Kadla, J.F. (2007) An NMR comparison of the whole lignin from milled wood, MWL, and REL dissolved by the DMSO/NMI procedure. J. Wood Chem. Technol., 27: 179-200.
6. Björkman, A. (1957) Studies on finely divided wood. part 5. the effect of milling. Svensk Papperstid., 60: 329-335.
7. Hon, D.N.S. (1983) Mechanochemical reactions of lignocellulosic materials. J. Appl. Polym. Sci., 37: 461-481.
8. Ikeda, T.; Holtman, K.; Kadla, J.F.; Chang, H.M.; Jameel, H. (2002) Studies on the effect of ball milling on lignin structure using a modified DFRC method. J. Agric. Food Chem., 50: 129-135.
9. Hu, Z.; Yeh, T.F.; Chang, H.M.; Matsumoto, Y.; Kadla, J.F. (2006) Elucidation of the structure of cellulolytic enzyme lignin. Holzforschung, 60: 389-397.
10. Stewart, J.J.; Kadla, J.F.; Mansfield, S.D. (2006) The influence of lignin chemistry and ultrastructure on the pulping efficiency of clonal poplar (Populus tremuloides Michx.). Holzforschung, 60: 111-122.
11. Lu, F.; Ralph, J. (2003) Non-degradative dissolution and acetylation of ball-milled plant cell walls: High-resolution solution-state NMR. Plant J., 35: 535-544.
12. Ralph, J.; Lu, F. (2004) Cryoprobe 3D NMR of acetylated ball milled pine cell walls. Org. Biomol. Chem., 2: 2714-2715.
13. Fasching, M.; Schröder, P.; Wollboldt, R.P.; Weber, H.K.; Sixta, H. (2008) A new and facile method for isolation of lignin from wood based on complete wood dissolution. Holzforschung, 62: 15-23.
14. Wang, Z.G.; Yokoyama, T.; Chang, H.M.; Matsumoto, Y. (2009) Dissolution of beech and spruce milled woods in LiCl/DMSO. J. Agric. Food Chem., 57: 6167-6170.
15. Earle, M.J.; Seddon, K.R. (2000) Ionic liquids. Green solvents for the future. Pure. Appl. Chem., 72: 1391-1398.
16. Zhao, D.B.; Wu, M.; Kou, Y.; Min, E. (2002) Ionic liquids: applications in catalysis. Catal. Today, 74: 157-189.
17. Joglekar, H.G.; Rahman, I.; Kulkarni, B.D. (2007) The path ahead for ionic liquids. Chem. Eng. Technol., 30: 819-828.
18. Sievers, C.; Valenzuela-Olarte, M.B.; Marzialetti, T.; Musin, I.; Agrawal, P.K.; Jones, C.W. (2009) Ionic-liquid-phase hydrolysis of pine wood. Ind. Eng. Chem. Res., 48: 1277-1286.
19. Xie, H.L.; Shi, T.J. (2006) Wood liquefaction by ionic liquids. Holzforschung, 60: 509-512.
20. Kilpeläinen, I.; Xie, H.; King, A.; Granstrom, M.; Heikkinen, S.; Argyropoulos, D.S. (2007) Dissolution of wood in ionic liquids. J. Agric. Food Chem., 55: 9142-9148.
21. Zhao, H.; Jones, C.L.; Baker, G.A.; Xia, S.Q.; Olubajo, O.; Person, V.N. (2009) Regenerating cellulose from ionic liquids for an accelerated enzymatic hydrolysis. J. Biotech., 139: 47-54.
22. Zavrel, M.; Bross, D.; Funke, M.; Büchs, J.; Spiess, A.C. (2009) High-throughput screening for ionic liquids dissolving (lingo-) cellulose. Bioresour. Technol., 100: 2580-2587.
23. Pu, Y.Q.; Jiang, N.; Ragauskas, A.J. (2007) Ionic liquids as a green solvent for lignin. J. Wood Chem. Technol., 27: 23-33.
24. 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) Extraction of lignin from lignocellulose at atmospheric pressure using alkylbenzenesulfonate ionic liquid. Green Chem., 11: 339-345.
25. Zhang, Y.H.P.; Ding, S.Y.; Mielenz, J.R.; Cui, J.B.; Elander, R.T.; Laser, M.; Himmel, M.E.; Mcmillan, J.R.; Lynd, L.R. (2007) Fractionating recalcitrant lignocellulose at modest reaction conditions. Biotechnol. Bioeng., 97: 214-223.
26. Sun, R.C.; Tomkinson, J. (2001) Fractional separation and physico-chemical analysis of lignins from the black liquor of oil palm trunk fibre pulping. Sep. Purif. Technol., 24: 529-539.
27. Yuan, T.Q.; He, J.; Xu, F.; Sun, R.C. (2009) Fractionation and physico-chemical analysis of degraded lignins from the black liquor of Eucalyptus pellita KP-AQ pulping. Polym. Degrad. Stab., 94: 1142-1150.
28. Nadji, H.; Diouf, P.N.; Benaboura, A.; Bedard, Y.; Riedl, B.; Stevanovic, T. (2009) Comparative study of lignins isolated from Alfa grass (Stipa tenacissima L.). Bioresour. Technol., 100: 3585-3592.
29. Petrus, L.; Gray, D.G.; Bemiller, J.N. (1995) Homogeneous alkylation of cellulose in lithium chloride/dimethyl sulfoxide solvent with dimsylsodium activation. A proposal for the mechanism of cellulose dissolution in LiCl/Me2SO. Carbohydr. Res., 268: 319-323.
30. Striegel, A.M. (1997) Theory and applications of DMAc/LiCl in the analysis of polysaccharides. Carbohydr. Polym., 34: 267-274.
31. Gabrielii, I.; Gatenholm, P.; Glasser, W.G.; Jain, R.K.; Kenne, L. (2000) Separation, characterization and hydrogel-formation of hemicellulose from poplar wood. Carbohydr. Polym., 43: 367-374.
32. Sun, R.C.; Tomkinson, J.; Sun, X.F.; Wang, N.J. (2000) Fractional isolation and physico-chemical characterization of alkali-soluble lignins from fast-growing poplar wood. Polymer, 41: 8409-8417.
33. Ö nnerud, H.; Gellerstedt, G. (2003) Inhomogeneities in the chemical structure of hardwood lignins. Holzforschung, 57: 255-265.
34. Marchessault, R.H.; Coulombe, S.; Morikawa, H.; Robert, D. (1982) Characterization of poplar exploded wood lignin. Can. J. Chem., 60: 2372-2382.
35. Sun, R.C.; Sun, X.F.; Fowler, P.; Tomkinson, J. (2002) Structural and physico-chemical characterization of lignins solubilized during alkaline peroxide treatment of barley straw. Eur. Polym. J., 38:1399-1407.
36. Sun, R.C.; Tomkinson, J.; Zhu, W.; Wang, S.Q. (2000) Delignification of maize stems by peroxymonosulfuric acid, peroxyformic acid, peracetic acid, and hydrogen peroxide. 1. physicochemical and structural characterization of the solubilized lignins. J. Agric. Food Chem., 48: 1253-1262.
37. Faix, O. (1991) Classification of lignins from different botanical origins by FT-IR spectroscopy. Holzforschung, 45: 21-27.
38. Marques, A.V.; Pereira, H.; Rodrigues, J.; Meier, D.; Faix, O. (2006) Isolation and comparative characterization of Björkman lignin from the saponified cork of Douglas-fir bark. J. Anal. Appl. Pyrolysis, 77: 169-176.
39. Nimz, H.H.; Robert, D.; Faix, O.; Nemr, M. (1981) Carbon-13 NMR spectra of lignins, 8 structural differences between lignins of hardwoods, softwoods, grasses and compression wood. Holzforschung, 35: 16-26.
40. Lapierre, C.; Lallemand, J.Y.; Monties, B. (1982) Evidence of poplar lignin heterogeneity by combination of 13C and 1H NMR spectroscopy. Holzforschung, 36: 275-282.
41. Ä mmälahti, E.; Brunow, G.; Bardet, M.; Robert, D.; Kilpeläinen, I. (1998) Identification of side-chain structures in a poplar lignin using three-dimensional HMQC-HOHAHA NMR spectroscopy. J. Agric. Food Chem., 46: 5113-5117.
42. Jahan, M.S.; Chowdhury, D.A.N.; Islam, M.K.; Moeiz, S.M.I. (2007) Characterization of lignin isolated from some nonwood available in Bangladesh. Bioresour. Technol., 98: 465-469.
43. Tai, D.S.; Terazawa, M.; Chen, C.L.; Chang, H.M. (1990) Lignin bodegradation products from birch wood by phanerochaete chrysosporium. part 1. fractionation of methanol-extractive and characterization of ether-insoluble low-molecular-weight fraction. Holzforschung, 44: 185-190.
44. Lapierre, C.; Monties, B.; Guittet, E.; Lallemand, J.Y. (1984) Photosynthetically 13C-labelled poplar lignins: 13C NMR experiments. Holzforschung, 38: 333-342.