Abstract
Three basic ionic liquids (BILs), 1,3-dimethyl-imidazole dimethyl phosphate([MMIM][DMP]), 1-butyl-3methylimidazolium acetate([BMIM][Ac]) and 1-ethyl-3-methylimidazolium acetate([EMIM][Ac]), were applied to the pretreatment of eucalyptus biomass under microwave conditions with the decreasing alkalinity order of [EMIM][Ac] > [BMIM][Ac] > [MMIM][DMP]. The results showed that the alkalinity of ionic liquids has great effects on the pretreatment of biomass; the greater the alkalinity is, the more capable are the ionic liquids to dissolve hemicellulose, and [MMIM][DMP] with moderately weak alkalinity has a uniquely stronger ability to remove lignin from biomass. Dissolved lignin could easily be separated by using the acetone/water (1:1, v/v), and [MMIM][DMP] pretreatment can extract 41.8% of the total amount of eucalyptus lignin, of which [BMIM][Ac] and [EMIM][Ac] recovered 18.2% and 10.7% of the total amount of raw lignin, respectively. The untreated and ILs-treated eucalyptus samples were characterized by FTIR, XRD, TGA and SEM. Lower thermal stability and changes in crystal structure were observed after pretreatments.
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References
Alonso DM, Bond JQ, Dumesic JA (2010) Catalytic conversion of biomass to biofuels. Green Chem 12(9):1493–1513. https://doi.org/10.1039/C004654J
Bak JS, Ko JK, Choi IG, Park YC, Seo JH, Kim KH (2009) Fungal pretreatment of lignocellulose by Phanerochaete chrysosporium to produce ethanol from rice straw. Biotechnol Bioeng 104(3):471. https://doi.org/10.1002/bit.22423
Bhat MA (2010) Electrochemical investigations in Imidazolium based ionic liquids, Pune. Master’s thesis, University of Pune, Pune, India
Brandt A, Gräsvik J, Hallett JP, Welton T (2013) Deconstruction of lignocellulosic biomass with ionic liquids. Green Chem 15(3):550–583. https://doi.org/10.1039/C2GC36364J
Carneiro AP, Rodríguez O, Macedo EA (2016) Dissolution and fractionation of nut shells in ionic liquids. Bioresour Technol 227:188. https://doi.org/10.1016/j.biortech.2016.11.112
Chen Q, Kishimoto T, Hamada M, Nakajima N (2013) Dissolution and acetylation of ball-milled lignocellulosic biomass in ionic liquids at room temperature: application to nuclear magnetic resonance analysis of cell-wall components. Holzforschung 67(1):25–32. https://doi.org/10.1515/hf-2012-0037
Chen T, Li Y, Xu J, Hou Y (2016) Dissolution of eucalyptus powder with alkaline ionic liquid [Mmim]DMP under microwave conditions. Bioresources. https://doi.org/10.15376/biores.11.4.9710-9722
Da CLA, João KG, Rubik DF, Bogel-Łukasik E, Duarte LC, Andreaus J, Bogel-Łukasik R (2013) Pre-treatment of lignocellulosic biomass using ionic liquids: wheat straw fractionation. Bioresour Technol 142(8):198. https://doi.org/10.1016/j.biortech.2013.05.032
Earle MJ, Seddon KR (2009) Ionic liquids. Green solvents for the future. Pure Appl Chem 72(7):10–25. https://doi.org/10.4236/jep.2011.26091
Fang Y, Li LZ, Qiang L, Tan WQ, Wei L, Mo X (2010) Enhancement of enzymatic in situ saccharification of cellulose in aqueous-ionic liquid media by ultrasonic intensification. Carbohydr Polym 81(2):311–316. https://doi.org/10.1016/j.carbpol.2010.02.031
Fort DA, Remsing RC, Swatloski RP, Moyna P, Moyna G, Rogers RD (2007) Can ionic liquids dissolve wood? Processing and analysis of lignocellulosic materials with 1-n-butyl-3-methylimidazolium chloride. Green Chem 9(1):63–69. https://doi.org/10.1039/B607614A
Fu D, Mazza G, Tamaki Y (2010) Lignin extraction from straw by ionic liquids and enzymatic hydrolysis of the cellulosic residues. J Agric Food Chem 58(5):2915. https://doi.org/10.1021/jf903616y
Gräsvik J, Winestrand S, Normark M, Jönsson LJ, Mikkola JP (2014) Evaluation of four ionic liquids for pretreatment of lignocellulosic biomass. BMC Biotechnol 14(1):1–11. https://doi.org/10.1021/jf903616y
Hou Q, Li W, Ju M, Le L, Yu C, Qian Y, Wang J (2015) Separation of polysaccharides from rice husk and wheat bran using solvent system consisting of BMIMOAc and DMI. Carbohydr Polym 133:517. https://doi.org/10.1016/j.carbpol.2015.07.059
Labbé N, Rials TG, Kelley SS, Cheng ZM, Kim JY, Li Y (2005) FT-IR imaging and pyrolysis-molecular beam mass spectrometry: new tools to investigate wood tissues. Wood Sci Technol 39(1):61–76. https://doi.org/10.1007/s00226-004-0274-0
Leskinen T, King AWT, Kilpeläinen I, Argyropoulos DS (2013) Fractionation of lignocellulosic materials using ionic liquids: part 2. Effect of particle size on the mechanisms of fractionation. Ind Eng Chem Res 52(11):3958–3966. https://doi.org/10.1021/ie302896n
Li WZ, Ju MT, Wang YN, Liu L, Jiang Y (2013) Separation and recovery of cellulose from Zoysia japonica by 1-allyl-3-methylimidazolium chloride. Carbohydr Polym 92(1):228–235
Liu C, Li Y, Hou Y (2018) Basicity characterization of imidazolyl ionic liquids and their application for biomass dissolution. Int J Chem Eng. https://doi.org/10.1155/2018/7501659
Lopes AMDC, João KG, Bogel-Łukasik E, Roseiro LB, Bogel-Łukasik R (2013a) Pretreatment and fractionation of wheat straw using various ionic liquids. J Agric Food Chem 61(33):7874
Lopes AMDC, João KG, Morais ARC, Bogel-Łukasik E, Bogel-Łukasik R (2013b) Ionic liquids as a tool for lignocellulosic biomass fractionation. Sustain Chem Process 1(1):3. https://doi.org/10.1186/2043-7129-1-3
Messali M, Aouad MR, Ali AS, Rezki N, Hadda TB, Hammouti B (2014) Synthesis, characterization, and POM analysis of novel bioactive imidazolium-based ionic liquids. Med Chem Res 24(4):1387–1395. https://doi.org/10.1007/s00044-014-1211-x
Moniruzzaman M, Ono T (2013) Separation and characterization of cellulose fibers from cypress wood treated with ionic liquid prior to laccase treatment. Bioresour Technol 127(1):132. https://doi.org/10.1016/j.biortech.2012.09.113
Moniruzzaman M, Kamiya N, Goto M (2010) Ionic liquid based microemulsion with pharmaceutically accepted components: formulation and potential applications. J Colloid Interface Sci 352(1):136. https://doi.org/10.1016/j.jcis.2010.08.035
Muhammad N, Elsheikh YA, Mutalib MIA, Bazmi AA, Khan RA, Khan H, Rafiq S, Man Z, Khan I (2015) An overview of the role of ionic liquids in biodiesel reactions. J Ind Eng Chem 21(1):1–10. https://doi.org/10.1016/j.jiec.2014.01.046
Sheldon R (2001) Catalytic reactions in ionic liquids. Chem Commun 23(23):2399–2407. https://doi.org/10.1016/B978-0-12-802027-2.00004-2
Song HB (2012) The study of basic ionic liquid: synthesis, characterization and application in the catalytic reactions. Master’s thesis, South China University of Technology, Guangzhou, China
Swatloski RP, Spear SK, Holbrey JD, Rogers RD (2002) Dissolution of cellulose [correction of cellose] with ionic liquids. J Am Chem Soc 124(18):4974. https://doi.org/10.1021/ja025790m
Tadesse H, Luque R (2011) Advances in biomass pretreatment using ionic liquids. An overview. Energy Environ Sci 4(10):3913–3929. https://doi.org/10.1039/C0EE00667J
TAPPI (1991) Useful methods, UM 250, 1991. Acid-soluble lignin in wood and pulp. TAPPI Press, Nocross, GA, USA
TAPPI (1998) T222om 98, 1998. Acid-insoluble lignin in wood and pulp. TAPPI Press, Nocross, GA, USA
Wise LE, Murphy M, D’Addieco AA (1946) Chlorite holocellulose, its fraction, and bearing on summative wood analysis and studies on the hemicellulose. Paper 122(6):35
Wu M, Liu JK, Yan ZY, Wang B, Zhang XM, Xu F, Sun RC (2016) Efficient recovery and structural characterization of lignin from cotton stalk based on a biorefinery process using a γ-valerolactone/water system. RSC Adv 6(8):6196–6204. https://doi.org/10.1039/c5ra23095k
Zainan NH, Alam MZ, Alkhatib MF (2011) Production of sugar by hydrolysis of empty fruit bunches using palm oil mill effluent (POME) based cellulases: optimization study. Afr J Biotechnol 10(81):18722–18727. https://doi.org/10.5897/AJB11.2744
Acknowledgements
The authors are grateful for the support of National key R & D project of China (Grant No. 2017YFB0307901) and Natural Science Foundation of China (Grant No. 21476091). The authors also appreciate the financial support from the Science and Technology Planning Project of Guangdong Province (Grant No. 2015A020215009) and the Science and Technology Planning Project of Foshan in Guangdong Province (Grant No. 2015AG10011).
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Liu, C., Li, Y. & Hou, Y. Effects of alkalinity of ionic liquids on the structure of biomass in pretreatment process. Wood Sci Technol 53, 177–189 (2019). https://doi.org/10.1007/s00226-018-1066-2
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DOI: https://doi.org/10.1007/s00226-018-1066-2