Understanding the impact of ionic liquid pretreatment on eucalyptus

• Demirbas A. Biofuels sources, biofuel policy, nbiofuel economy and global biofuel projections. Energy Convers. Manag.49(8),2106–2116 (2008).
   Web of Science ®Google Scholar
• Farrell AE, Plevin RJ, Turner BT, Jones AD, O’Hare M, Kammen DM. Ethanol can contribute to energy and environmental goals. Science311(5760),506–508 (2006).
   PubMed Web of Science ®Google Scholar
• Hahn-Hagerdal B, Galbe M, Gorwa-Grauslund MF, Liden G, Zacchi G. Bio-ethanol – the fuel of tomorrow from the residues of today. Trends Biotechnol.24(12),549–556 (2006).
   PubMed Web of Science ®Google Scholar
• Hu G, Heitmann JA, Rojas OJ. Feedstock pretreatment strategies for producing ethanol from wood, bark, and forest residues. BioResources3(1),270–294 (2008).
   Web of Science ®Google Scholar
• Wyman CE. Biomass ethanol: technical nprogress, opportunities, and commercial challenges. Ann. Rev. Energy Environ.24,189–226 (1999).
   Google Scholar
• Galbe M, Zacchi G. Pretreatment of lignocellulosic materials for efficient bioethanol production. In: Biofuels. Springer-Verlag Berlin, Berlin, Germany 41–65 (2007).
   Google Scholar
• Sierra R, Smith A, Granda C, Holtzapple MT. Producing fuels and chemicals from lignocellulosic biomass. Chem. Eng. Progr.104(8),S10–S18 (2008).
   Google Scholar
• Himmel ME, Ding SY, Johnson DK et al. Biomass recalcitrance: engineering plants and enzymes for biofuels production. Science315(5813),804–807 (2007).
   PubMed Web of Science ®Google Scholar
• Lee SH, Doherty TV, Linhardt RJ, Dordick JS. Ionic liquid-mediated selective extraction of lignin from wood leading to enhanced enzymatic cellulose hydrolysis. Biotechnol. Bioeng.102(5),1368–1376 (2009).
   PubMed Web of Science ®Google Scholar
• Mosier N, Wyman C, Dale B et al. Features of promising technologies for pretreatment of lignocellulosic biomass. Bioresour. Technol.96(6),673–686 (2005).
   PubMed Web of Science ®Google Scholar
• Yang B, Wyman CE. Pretreatment: the key to n n unlocking low-cost cellulosic ethanol. Biofuels Bioprod. Biorefin. Biofpr.2(1),26–40 (2008).
   Web of Science ®Google Scholar
• Chakar FS, Ragauskas AJ. Review of current and future softwood kraft lignin process chemistry. Ind. Crop. Prod.20(2),131–141 (2004).
   Web of Science ®Google Scholar
• Sun N, Rahman M, Qin Y, Maxim ML, Rodriguez H, Rogers RD. Complete dissolution and partial delignification of wood in the ionic liquid 1-ethyl-3-methylimidazolium acetate. Green Chem.11(5),646–655 (2009).
   Web of Science ®Google Scholar
• Dadi AP, Varanasi S, Schall CA. Enhancement of cellulose saccharification kinetics using an ionic liquid pretreatment step. Biotechnol. Bioeng.95(5),904–910 (2006).
   PubMed Web of Science ®Google Scholar
• Kuo CH, Lee CK. Enhancement of enzymatic saccharification of cellulose by cellulose dissolution pretreatments. Carbohydr. Polym.77(1),41–46 (2009).
   Web of Science ®Google Scholar
• Li Q, He YC, Xian M et al. Improving enzymatic hydrolysis of wheat straw using ionic liquid 1-ethyl-3-methyl imidazolium diethyl phosphate pretreatment. Bioresour. Technol.100(14),3570–3575 (2009).
   PubMed Web of Science ®Google Scholar
• Ohno H, Fukaya Y. Task specific ionic liquids for cellulose technology. Chem. Lett.38(1),2–7 (2009).
   Web of Science ®Google Scholar
• Sievers C, Valenzuela-Olarte MB, Marzialetti T, Musin D, Agrawal PK, Jones CW. Ionic-liquid-phase hydrolysis of pine wood. Industr. Eng. Chem. Res.48(3),1277–1286 (2009).
   Web of Science ®Google Scholar
• Zavrel M, Bross D, Funke M, Buchs J, Spiess AC. High-throughput screening for ionic liquids dissolving (ligno-)cellulose. Bioresour. Technol.100(9),2580–2587 (2009).
   PubMed Web of Science ®Google Scholar
• Zhao H, Jones CIL, Baker GA, Xia S, Olubajo O, Person VN. Regenerating cellulose from ionic liquids for an accelerated enzymatic hydrolysis. J. Biotechnol.139(1),47–54 (2009).
   PubMed Web of Science ®Google Scholar
• Zhu SD, Wu YX, Chen QM et al. Dissolution of cellulose with ionic liquids and its application: a mini-review. Green Chem.8(4),325–327 (2006).
   Web of Science ®Google Scholar
• Fort DA, Remsing RC, Swatloski RP, Moyna P, Moyna G, Rogers RD. Can ionic liquids dissolve wood? Processing and analysis of lignocellulosic materials with 1- N-butyl-3-methylimidazolium chloride. Green Chem.9(1),63–69 (2007).
   Web of Science ®Google Scholar
• Kilpelainen I, Xie H, King A, Granstrom M, Heikkinen S, Argyropoulos DS. Dissolution of wood in ionic liquids. J. Agric. Food Chem.55(22),9142–9148 (2007).
   PubMed Web of Science ®Google Scholar
• Singh S, Simmons BA, Vogel KP. Visualization of biomass solubilization and cellulose regeneration during ionic liquid pretreatment of switchgrass. Biotechnol. Bioeng.104(1),68–75 (2009).
   PubMed Web of Science ®Google Scholar
• Kim H, Ralph JTA. Solution-state 2D NMR of ball-milled plant cell wall gels in DMSO-d6. Bioenerg. Res.1(1),10 (2008).
   Google Scholar
• Goddard TD, Kneller DG. SPARKY 3. (University of California, San Francisco, CA, USA).
   Google Scholar
• Segal L, Creely JJ, Martin AEJ, Conrad CM. An empirical method for estimating the degree of crystallinity of native cellulose using the X-ray diffractometer. Textile Res. J.29(10),786–794 (1959).
   Google Scholar
• Thygesen A, Oddershede J, Lilholt H, Thomsen AB, Stahl K. On the determination of crystallinity and cellulose content in plant fibres. Cellulose12(6),563–576 (2005).
   Web of Science ®Google Scholar
• Yoshida M, Liu Y, Uchida S et al. Effects of cellulose crystallinity, hemicellulose, and lignin on the enzymatic hydrolysis of Miscanthus sinensis to monosaccharides. Biosci. Biotechnol. Biochem.72(3),805–810 (2008).
   PubMed Web of Science ®Google Scholar
• Ikeda T, Holtman K, Kadla JF, Chang HM, Jameel H. Studies on the effect of ball milling on lignin structure using a modified DFRC method. J. Agric. Food Chem.50(1),129–135 (2002).
   PubMed Web of Science ®Google Scholar
• Maurer A, Fengel D. On the origin of milled wood lignin. 1. The influence of ball-milling on the structure of wood cell-walls and the solubility of lignin. Holzforschung46(5),417–423 (1992).
   Web of Science ®Google Scholar
• Muller G, Bartholme M, Kharazipour A, Polle A. FTIR-ATR spectroscopic analysis of changes in fiber properties during insulating fiberboard manufacture of beech wood. Wood Fiber Sci.40(4),532–543 (2008).
   Web of Science ®Google Scholar
• Pandey KK, Pitman AJ. FTIR studies of the changes in wood chemistry following decay by brown-rot and white-rot fungi. Int. Biodeterior. Biodegrad.52(3),151–160 (2003).
   Web of Science ®Google Scholar
• Popescu CM, Popescu MC, Singurel G, Vasile C, Argyropoulos DS, Willfor S. Spectral characterization of eucalyptus wood. Appl. Spectrosc.61(11),1168–1177 (2007).
   PubMed Web of Science ®Google Scholar
• Howell C, Hastrup ACS, Goodell B, Jellison J. Temporal changes in wood crystalline cellulose during degradation by brown rot fungi. Int. Biodeterior. Biodegrad.63(4),414–419 (2009).
   Web of Science ®Google Scholar
• O’Sullivan AC. Cellulose: the structure slowly unravels. Cellulose4(3),173–207 (1997).
   Web of Science ®Google Scholar
• Broseta D, Barre L, Vizika O, Shahidzadeh N, Guilbaud JP, Lyonnard S. Capillary condensation in a fractal porous medium. Phys. Rev. Lett.86(23),5313–5316 (2001).
   PubMed Web of Science ®Google Scholar
• Crawshaw J, Cameron RE. A small angle X-ray scattering study of pore structure in Tencel (R) cellulose fibres and the effects of physical treatments. Polymer41(12),4691–4698 (2000).
   Web of Science ®Google Scholar
• Ishii D, Tatsumi D, Matsumoto T. Effect of solvent exchange on the supramolecular structure, the molecular mobility and the dissolution behavior of cellulose in LiCl/DMAc. Carbohydr. Res.343(5),919–928 (2008).
   PubMed Web of Science ®Google Scholar
• Jungnikl K, Paris O, Fratzl P, Burgert I. The implication of chemical extraction treatments on the cell wall nanostructure of softwood. Cellulose15(3),407–418 (2008).
   Web of Science ®Google Scholar
• Bale HD, Schmidt PW. Small-angle X-ray scattering investigation of submicroscopic porosity with fractal properties. Phys. Rev. Lett.53(6),596–599 (1984).
   Web of Science ®Google Scholar
• Bjorkman A. Isolation of lignin from finely divided wood with neutral solvents. Nature174(4440),1057–1058 (1954).
   Web of Science ®Google Scholar
• Rencoret J, Marques G, Gutierrez A, Nieto L, Martinez AT, Del Rio JC. HSQC-NMR analysis of lignin in woody ( Eucalyptus globulus and Picea abies) and non-woody ( Agave sisalana) ball-milled plant materials at the gel state. Holzforschung63(6),691–698 (2009).
   Web of Science ®Google Scholar
• Lu FC, Ralph J. Detection and determination of p-coumaroylated units in lignins. J. Agric. Food Chem.47(5),1988–1992 (1999).
   PubMed Web of Science ®Google Scholar
• Martinez AT, Rencoret J, Marques G et al. Monolignol acylation and lignin structure in some nonwoody plants: a 2D NMR study. Phytochemistry69(16),2831–2843 (2008).
   PubMed Web of Science ®Google Scholar
• Ralph J. An unusual lignin from kenaf. J. Nat. Prod.59(4),341–342 (1996).
   Web of Science ®Google Scholar
• Lu FC, Ralph J. Non-degradative dissolution and acetylation of ball-milled plant cell walls: high-resolution solution-state NMR. Plant J.35(4),535–544 (2003).
   PubMed Web of Science ®Google Scholar
• Guerra A, Elissetche JP, Norambuena M et al. Influence of lignin structural features on Eucalyptus globulus kraft pulping. Industr. Eng. Chem. Res.47(22),8542–8549 (2008).
   Web of Science ®Google Scholar
• Guerra A, Lucia LA, Argyropoulos DS. Isolation and characterization of lignins from Eucalyptus grandis Hill ex Maiden and Eucalyptus globulus L. by enzymatic mild acidolysis (EMAL). Holzforschung62(1),24–30 (2008).
   Web of Science ®Google Scholar
• Gutierrez A, del Rio JC, Ibarra D et al. Enzymatic removal of free and conjugated sterols forming pitch deposits in environmentally sound bleaching of eucalyptus paper pulp. Environ. Sci. Technol.40(10),3416–3422 (2006).
   PubMed Web of Science ®Google Scholar
• Ibarra D, Chavez MI, Rencoret J et al. Lignin modification during Eucalyptus globulus kraft pulping followed by totally chlorine-free bleaching: a two-dimensional nuclear magnetic resonance, Fourier transform infrared, and pyrolysis-gas chromatography/mass spectrometry study. J. Agric. Food Chem.55(9),3477–3490 (2007).
   PubMed Web of Science ®Google Scholar
• Leschinsky M, Zuckerstatter G, Weber HK, Patt R, Sixta H. Effect of autohydrolysis of Eucalyptus globulus wood on lignin structure. Part 1: comparison of different lignin fractions formed during water prehydrolysis. Holzforschung62(6),645–652 (2008).
   Web of Science ®Google Scholar
• Rencoret J, Marques G, Gutierrez A et al. Structural characterization of milled wood lignins from different eucalypt species. Holzforschung62(5),514–526 (2008).
   Web of Science ®Google Scholar
• Bunzel M, Ralph J. NMR characterization of lignins isolated from fruit and vegetable insoluble dietary fiber. J. Agric. Food Chem.54(21),8352–8361 (2006).
   PubMed Web of Science ®Google Scholar
• Ibarra D, Chavez MI, Rencoret J et al. Structural modification of eucalypt pulp lignin in a totally chlorine-free bleaching sequence including a laccase-mediator stage. Holzforschung61(6),634–646 (2007).
   Web of Science ®Google Scholar
• Yelle DJ, Ralph J, Frihart CR. Characterization of nonderivatized plant cell walls using high-resolution solution-state NMR spectroscopy. Magn. Reson. Chem.46(6),508–517 (2008).
   PubMed Web of Science ®Google Scholar
• Guerra A, Filpponen I, Lucia LA, Saquing C, Baumberger S, Argyropoulos DS. Toward a better understanding of the lignin isolation process from wood. J. Agric. Food Chem.54(16),5939–5947 (2006).
   PubMed Web of Science ®Google Scholar
• Ona T, Sonoda T, Ito K, Shibata M. Effect of alkali extraction on the lignin monomeric composition in Eucalyptus. J. Wood Sci.46(5),410–413 (2000).
   Web of Science ®Google Scholar
• Kuo CH, Lee CK. Enhanced enzymatic hydrolysis of sugarcane bagasse by N-methylmorpholine- N-oxide pretreatment. Bioresour. Technol.100(2),866–871 (2009).
   PubMed Web of Science ®Google Scholar
• Chang VS, Holtzapple MT. Fundamental factors affecting biomass enzymatic reactivity. Appl. Biochem. Biotechnol.84–86,5–37 (2000).
   PubMed Web of Science ®Google Scholar
• Grohmann K, Mitchell DJ, Himmel ME, Dale BE, Schroeder HA. The role of ester groups in resistance of plant cell wall polysaccharides to enzymatic hydrolysis. Appl. Biochem. Biotechnol.20–21,45–61 (1989).
   Web of Science ®Google Scholar
• Jeoh T, Ishizawa CI, Davis MF, Himmel ME, Adney WS, Johnson DK. Cellulase digestibility of pretreated biomass is limited by cellulose accessibility. Biotechnol. Bioeng.98(1),112–122 (2007).
   PubMed Web of Science ®Google Scholar
• Kabel MA, Bos G, Zeevalking J, Voragen AGJ, Schols HA. Effect of pretreatment severity on xylan solubility and enzymatic breakdown of the remaining cellulose from wheat straw. Bioresour. Technol.98(10),2034–2042 (2007).
   PubMed Web of Science ®Google Scholar
• Kim S, Holtzapple MT. Effect of structural features on enzyme digestibility of corn stover. Bioresour. Technol.97(4),583–591 (2006).
   PubMed Web of Science ®Google Scholar
• Kumar R, Wyman CE. Cellulase adsorption and relationship to features of corn stover solids produced by leading pretreatments. Biotechnol. Bioeng.103(2),252–267 (2009).
   PubMed Web of Science ®Google Scholar
• Ralph J, Marita JM, Ralph SA et al.Advances in Lignocellulosics Characterization. Argyropoulos DS (Ed.). TAPPI Press, Atlanta, GA, USA, 55–108 (1999).
   Google Scholar
• Lu F, Ralph J. Novel tetrahydrofuran structures derived from β–β-coupling reactions involving sinapyl acetate in Kenaf lignins. Org. Biomol. Chem.6,3681–3694 (2008).
   PubMed Web of Science ®Google Scholar
• Ralph J, Lundquist K, Brunow G et al. Lignins: natural polymers from oxidative coupling of 4-hydroxyphenylpropanoids. Phytochem. Revs.3,29–60 (2004).
   Google Scholar

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