Abstract
In recent years, ionic liquids (ILs) have been confirmed to be efficient and green solvent for treatment of cellulosic biomass toward subsequent bioprocess. However, few attempts have been made to use mixed ILs as solvent to treat cellulose. In order to expand the scope of IL and mixed ILs used for cellulose treatment, we developed mixed ionic liquids as reagent to treat cellulose. Subsequently, the treated cellulose and treatment process were assessed by measuring the indexes of cellulose in and after treatment process. As a result, mixed ILs combination 1-methyl-3-methylimidazolium dimethylphosphate ([DMIM][DMP]) and 1-ethyl-3-ethylimidazoliumbisulfate ([EMIM][HSO4]) were selected as a candidate reagent for cellulose treatment. Unlike some other studies, not only outermost surface of cellulose was changed, but structure of cellulose was destroyed and converted into 3–6 μm particles, resulting in almost complete enzymatic hydrolysis of treated cellulose within 12 h. In addition, the initial rate of enzymatic hydrolysis of cellulose treated by candidate mixed ILs was 56.3 times that of water-treated cellulose (control). It was demonstrated that intact structure of cellulose was destroyed by mixed ionic liquids treatment and resulted in a new framework that greatly improved enzymatic hydrolysis, which opened a new way for efficient enzyme conversion of cellulosic biomass.
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Abbreviations
- FT-IR:
-
Fourier transform infrared spectroscopy
- SEM:
-
Scanning electron microscope
References
Bernardo JR, Gírio FM, Łukasik RM (2019) The effect of the chemical character of ionic liquids on biomass pre-treatment and posterior enzymatic hydrolysis. Molecules 24:1–17. https://doi.org/10.3390/molecules24040808
Chen YW, Lee HV (2020) Recent progress in homogeneous Lewis acid catalysts for the transformation of hemicellulose and cellulose into valuable chemicals, fuels, and nanocellulose. Rev Chem Eng 36(2):215–235. https://doi.org/10.1515/revce-2017-0071
Dadi AP, Varanasi S, Schall CA (2006) Enhancement of cellulose saccharification kinetics using an ionic liquid pretreatment step. Biotechnol Bioeng 95:904–910. https://doi.org/10.1002/bit.21047
De Melo RP, Marques MF, Navard P, Duque NP (2017) Degradation studies and mechanical properties of treated curauá fibers and microcrystalline cellulose in composites with polyamide 6. J Compos Mater 51(25):3481–3489. https://doi.org/10.1177/0021998317690446
Feng YY, Li Q, Kang G, Ji G, Tang Y, Tu J (2014) Aqueous two-phase/reverse micelle continuous process for recycling and simultaneous purification of polar ionic liquid from enzymatic hydrolysate. J Chem Technol Biot 91(2):394–399. https://doi.org/10.1002/jctb.4587
Haldar D, Purkait MK (2020) Lignocellulosic conversion into value-added products: a review. Process Biochem 89:110–133. https://doi.org/10.1016/j.procbio.2019.10.001
Houfani AA, Anders N, Spiess AC, Baldrian P, Benallaoua S (2020) Insights from enzymatic degradation of cellulose and hemicellulose to fermentable sugars—a review. Biomass Bioenergy 134:105481. https://doi.org/10.1016/j.biombioe.2020.105481
Huang X, Yamasaki K, Kudo S, Sperry J, Hayashi J (2020) Influence of ionic liquid type on porous carbon formation during the ionothermal pyrolysis of cellulose. J Anal Appl Pyrol 145:104728. https://doi.org/10.1016/j.jaap.2019.104728
Hurtubise FG, Krassig H (1960) Classification of fine structural characteristics in cellulose by Infared Spectroscopy. Use of potassium bromide pellet technique. Anal Chem 32:177–181. https://doi.org/10.1021/ac60158a010
Jang SK, Lee JH, Jung CD, Yu JH, Choi JW, Choi IG, Kim H (2020) High yield solvent extraction of hydrothermal and ball-milling treated lignin prior to enzymatic hydrolysis for co-valorization of lignin and cellulose in Miscanthus sacchariflorus. Fuel 269:117428. https://doi.org/10.1016/j.fuel.2020.117428
Jiang LQ, Liu QL, Lin Y, Xu FX, Zhang X, Zhao ZL, Li HB (2020) Impact of ball-milling and ionic liquid pretreatments on pyrolysis kinetics and behaviors of crystalline cellulose. Bioresour Technol 305:123044. https://doi.org/10.1016/j.biortech.2020.123044
Kim S, Seo AY, Lee TG (2020) Functionalized cellulose to remove surfactants from cosmetic products in wastewater. Carbohyd Polym 236:116010. https://doi.org/10.1016/j.carbpol.2020.116010
Li Q, He YC, Xian M, Jun G, Xu X, Yang JM, Li LZ (2009) Improving enzymatic hydrolysis of wheat straw using ionic liquid 1-ethyl-3-methyl imidazolium diethyl phosphate pretreatment. Bioresour Technol 100(14):3570–3575. https://doi.org/10.1016/j.biortech.2009.02.040
Li Q, Jiang X, He Y, Li LZ, Xian M, Yang J (2010) Evaluation of the biocompatibile ionic liquid 1-methyl-3-methylimidazolium dimethylphosphite pretreatment of corn cob for improved saccharification. Appl Microbiol Biotechnol 87:117–126. https://doi.org/10.1007/s00253-010-2484-8
Li DQ, Jinfeng W, Xi L, Wu C, Xiongwei D, Bin T, Xungai W (2019) One-step firing of cellulose fiber and ceramic precursors for functional electro-thermal composites. Mater Des 181:107941–107949. https://doi.org/10.1016/j.matdes.2019.107941
Liu ZH, Li Longfei, Liu Cheng, Airong Xu (2017) Saccharification of cellulose in the ionic liquids and glucose recovery. Renew Energy 106:99–102. https://doi.org/10.1016/j.renene
Lv W, Liao YH, Zhu YT, Liu J, Zhu CH, Wang CG, Xu Y, Zhang Q, Chen GY, Ma LL (2020) The effect of Ru/C and MgCl2 on the cleavage of inter- and intra-molecular linkages during cornstalk hydrolysis residue valorization. Cellulose 27(2):799–823. https://doi.org/10.1007/s10570-019-02799-x
Michud A, Hummel M, Haward S, Sixta H (2015) Monitoring of cellulose depolymerization in 1-ethyl-3-methylimidazolium acetate by shear and elongational rheology. Carbohyd Polym 117:355–363. https://doi.org/10.1016/j.carbpol.2014.09.075
Miller GL (1959) Use of dinitrosalicylic acid reagent for determination of reducing sugar. Anal Chem 31:426–428. https://doi.org/10.1021/ac60147a030
Nelson N (1944) A photometric adaptation of the Somogyi method for the determination of glucose. J Biol Chem 153:375–380. https://doi.org/10.1017/S0009840X00101660
Nelson ML, O’Connor RT (1964a) Relation of certain infrared bands to cellulose crystallinity and crystal lattice type. Part II. A new infrared ratio for estimation of crystallinity in celluloses I and II. J Appl Polym Sci 8:1325–1341. https://doi.org/10.1002/app.1964.070080323
Nelson ML, O’Connor RT (1964b) Relation of certain infrared bands to cellulose crystallinity and crystal latticed type. Part I. Spectra of lattice types I, II, III and of amorphous cellulose. J Appl Polym Sci 8:1311–1324. https://doi.org/10.1002/app.1964.070080323
Nie Y, Li C, Sun A, Meng H, Wang Z (2006) Extractive desulfurization of gasoline using imidazolium-based phosphoric ionic liquids. Energy Fuels 20:2083–2087. https://doi.org/10.1021/ef060170i
O’Connor RT, DuPré EF, Mitcham D (1958) Applications of Infrared Absorption Spectroscopy to investigations of cotton and modified cottons: part I: physical and crystalline modifications and oxidation. Text Res J 28:382–392. https://doi.org/10.1177/004051755802800702
Pala H, Mota M, Gama FM (2007) Enzymatic depolymerisation of cellulose. Carbohydr Polym 68:101–108. https://doi.org/10.1016/j.carbpol.2006.07.015
Ratnasari DK, Horn A, Brunner T, Yang WH, Jonsson PG (2019) The thermal degradation of lignocellulose biomass with an acid leaching pre-treatment using a H-ZSM-5/Al-MCM-41 catalyst mixture. Fuel 257:1160861–1160868. https://doi.org/10.1016/j.fuel.2019.116086
Raut DG, Sundman O, Su W, Virtanen P, Sugano Y, Kordas K, Mikkola JP (2015) A morpholinium ionic liquid for cellulose dissolution. Carbohydr Polym 130:18–25. https://doi.org/10.1016/j.carbpol.2015.04.032
Saqib AAN, John Whitney P (2006) Role of fragmentation activity in cellulose hydrolysis. Int Biodeterior Biodegrad 58:180–185. https://doi.org/10.1016/j.ibiod.2006.06.007
Shah TA, Ullah R (2019) Pretreatment of wheat straw with ligninolytic fungi for increased biogas productivity. Int J Environ Sci Technol 16(11):7497–7508. https://doi.org/10.1007/s13762-019-02277-8
Sievers DA, Kuhn EM, Tucker MP, McMillan JD (2017) Effects of dilute-acid pretreatment conditions on filtration performance of corn stover hydrolyzate. Bioresour Technol 243:474–480. https://doi.org/10.1016/j.biortech.2017.06.144
Sirvio JA, Hyypio K, Asaadi S, Junka K, Liimatainen H (2020) High-strength cellulose nanofibers produced via swelling pretreatment based on a choline chloride-imidazole deep eutectic solvent. Green Chem 22(5):1763–1775. https://doi.org/10.1039/c9gc04119b
Tan XY, Chen L, Li XX, Xie FW (2019) Effect of anti-solvents on the characteristics of regenerated cellulose from 1-ethyl-3-methylimidazolium acetate ionic liquid. Int J Biol Macromol 124:314–320. https://doi.org/10.1016/j.ijbiomac.2018.11.138
Tang S, Baker GA, Ravula S, Jones JE, Zhao H (2012) PEG-functionalized ionic liquids for cellulose dissolution and saccharification. Green Chem 14:2922–2932. https://doi.org/10.1039/C2GC35631G
Ten E, Vermerris W (2013) Functionalized polymers from lignocellulosic biomass: state of the art. Polymers 5:600–642. https://doi.org/10.3390/polym5020600
Ullah H, Hélder AS, Khan T (2016) Applications of bacterial cellulose in food, cosmetics and drug delivery. Cellulose 23(4):2291–2314. https://doi.org/10.1007/s10570-016-0986-y
Van Wyk JPH (1997) Cellulase adsorption-desorption and cellulose saccharification during enzymatic hydrolysis of cellulose materials. Biotechnol Lett 19:775–778. https://doi.org/10.1023/a:1018392326999
Xu JK, Dai L, Zhang CT, Gui Y, Yuan L, Lei Y, Fan BA (2020) Ionic liquid-aided hydrothermal treatment of lignocellulose for the synergistic outputs of carbon dots and enhanced enzymatic hydrolysis. Bioresour Technol 305:123043. https://doi.org/10.1016/j.biortech.2020.123043
Yang F, Li L, Li Q, Tan WQ, Liu W, Xian M (2010) Enhancement of enzymatic in situ saccharification of cellulose in aqueous-ionic liquid media by ultrasonic intensification. Carbohydr Polym 81:311–316. https://doi.org/10.1016/j.carbpol.2010.02.031
Zhu SY, Xu J, Cheng Z, Kuang YS, Wu QQ, Wang B, Gao WH, Zeng JS, Li J, Chen KF (2020) Catalytic transformation of cellulose into short rod-like cellulose nanofibers and platform chemicals over lignin-based solid acid. Appl Catal B Environ 268:118732. https://doi.org/10.1016/j.apcatb.2020.118732
Acknowledgements
The authors would like to acknowledge the research grant provided by the Postdoctoral Science Foundation of China (2013M541644), Postdoctoral Science Foundation of Jiangsu Province (1302128C) and Jiangsu Overseas Research & Training Program for University Prominent Young & Middle-aged Teachers and Presidents.
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Li, Q., Ji, G., Chen, Y. et al. Efficient enzymatic hydrolysis of cellulose treated by mixed ionic liquids. Chem. Pap. 74, 3481–3490 (2020). https://doi.org/10.1007/s11696-020-01176-4
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DOI: https://doi.org/10.1007/s11696-020-01176-4