Abstract
A feasible approach was developed to quickly hydrolyze microcrystalline cellulose (MCC) into glucose using a new carbon-based solid catalyst (CSC). The catalysts possessed the structure of mesoporous carbon with weak acidic carboxylic and phenolic groups. 83.94% yield of glucose was achieved at 200 °C for 50 min using mixed ball milling of MCC and CSC. The catalysts showed excellent recyclability and catalytic activity after five cycles.
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Luterbacher JS, Alonso DM, Dumesic JA (2014) Targeted chemical upgrading of lignocellulosic biomass to platform molecules. Green Chem 16:4816–4838
Rackemann DW, Doherty WOS (2011) The conversion of lignocellulosics to levulinic acid. Biofuels Bioprod Bior 5:198–214
Agarwal B, Kailasam K, Sangwan RS, Elumalai S (2018) Traversing the history of solid catalysts for heterogeneous synthesis of 5-hydroxymethylfurfural from carbohydrate sugars: a review. Renew Sust Energy Rev 82:2408–2425
Resch MG, Donohoe BS, Baker JO, Decker SR, Bayer EA, Beckham GT, Himmel ME (2013) Fungal cellulases and complexed cellulosomal enzymes exhibit synergistic mechanisms in cellulose deconstruction. Renew Sust Energ Rev 6:1858–1867
Hasunuma T, Okazaki F, Okai N, Hara KY, Ishii J, Kondo A (2013) A review of enzymes and microbes for lignocellulosic biorefinery and the possibility of their application to consolidated bioprocessing technology. Bioresour Technol 135:513–522
Lenihan P, Orozco A, O’Neill E, Ahmad MNM, Rooney DW, Walker GM (2010) Dilute acid hydrolysis of lignocellulosic biomass. Chem Eng J 156:395–403
Pang Q, Wang LQ, Yang H, Jia LS, Pan XW, Qiu CC (2014) Cellulose-derived carbon bearing –Cl and –SO3H groups as a highly selective catalyst for the hydrolysis of cellulose to glucose. RSC Adv 4:41212–41218
Tian J, Wang JH, Zhao S, Jiang CY, Zhang X, Wang XH (2010) Hydrolysis of cellulose by the heteropoly acid H3PW12O40. Cellulose 17:587–594
Tong DS, Xia X, Luo XP, Wu LM, Lin CX, Yu WH, Zhou CH, Zhong ZK (2013) Catalytic hydrolysis of cellulose to reducing sugar over acid-activated montmorillonite catalysts. Appl Clay Sci 74:147–153
Zhou LP, Liu Z, Shi MT, Du SS, Su YL, Yang XM, Xu J (2013) Sulfonated hierarchical H-USY zeolite for efficient hydrolysis of hemicellulose/cellulose. Carbohydr Polym 98:146–151
Onda A, Ochi T, Yanagisawa K (2008) Selective hydrolysis of cellulose into glucose over solid acid catalysts. Green Chem 10:1033–1037
Hu SL, Smith TJ, Lou WY, Zong MH (2014) Correction to efficient hydrolysis of cellulose over a novel sucralose-derived solid acid with cellulose-binding and catalytic sites. J Agric Food Chem 62:1905–1911
Hu L, Lin L, Wu Z, Zhou SY, Liu SJ (2015) Chemocatalytic hydrolysis of cellulose into glucose over solid acid catalysts. Appl Catal B: Environ 174–175:225–243
Ran S, Song XL, Sun RC, Jiang JX (2011) Effect of lignin content on enzymatic hydrolysis of furfural residues. BioResources 6:317–328
Kobayashi H, Yabushita M, Komanoya T, Hara K, Fukuoka A (2013) High-yielding one-pot synthesis of glucose from cellulose using simple activated carbons and trace hydrochloric acid. ACS Catal 3:581–587
Su J, Mo Q, Feng S, Qi X (2018) Efficient hydrolysis of cellulose to glucose in water by agricultural residue-derived solid acid catalyst. Cellulose 25:17–22
French AD (2014) Idealized powder diffraction patterns for cellulose polymorphs. Cellulose 21:885–896
Boehm HP (2002) Surface oxides on carbon and their analysis: a critical assessment. Carbon 40:145–149
Deng AJ, Ren JL, Wang WJ, Li HL, Lin QX, Yan YH, Sun RC, Liu GL (2016) Production of xylo-sugars from corncob by oxalic acid-assisted ball milling and microwave-induced hydrothermal treatments. Ind Crop Prod 79:137–145
Zhu JD, Gan LH, Li BX, Xin Y (2017) Synthesis and characteristics of lignin-derived solid acid catalysts for microcrystalline cellulose hydrolysis. Korean J Chem Eng 34:110–117
Shrotri A, Kobayashi H, Fukuoka A (2016) Mechanochemical synthesis of a carboxylated carbon catalyst and its application in cellulose hydrolysis. ChemCatChem 8:1059–1064
Shrotri A, Kobayashi H, Fukuoka A (2016) Air oxidation of activated carbon to synthesize a biomimetic catalyst for hydrolysis of cellulose. ChemSusChem 9:1299–1303
Cao LC, Yu IKM, Chen SS, Tsang DCW, Wang L, Xiong XN, Zhang SC, Ok YS, Kwon EE, Song H, Poon CS (2018) Production of 5-hydroxymethylfurfural from starch-rich food waste catalyzed by sulfonated biochar. Bioresour Technol 252:76–82
Shen F, Guo TM, Bai CX, Qiu M, Qi XH (2018) Hydrolysis of cellulose with one-pot synthesized sulfonated carbonaceous solid acid. Fuel Process Technol 169:244–247
Cheng BG, Wang XH, Lin QX, Zhang X, Meng L, Sun RC, Xin FX, Ren JL (2018) New understandings of the relationship and initial formation mechanism for pseudo-lignin, humins, and acid-induced hydrothermal carbon. J Agric Food Chem 66:11981–11989
Li CZ, Qian W, Zhao ZK (2008) Acid in ionic liquid: an efficient system for hydrolysis of lignocellulose. Green Chem 10:177–182
Yang ZZ, Huang RL, Qi W, Tong LP, Su RX, He ZM (2015) Hydrolysis of cellulose by sulfonated magnetic reduced graphene oxide. Chem Eng J 15:90–98
Li S, Pan XJ (2012) Hydrolysis of cellulose by cellulase-mimetic solid catalyst. Energy Environ Sci 5:6889–6894
Sun BZ, Peng GG, Lian D, Xu AH, Li XX (2015) Pretreatment by NaOH swelling and then HCl regeneration to enhance the acid hydrolysis of cellulose to glucose. Bioresour Technol 196:454–458
Pang JF, Wang AQ, Zheng MY, Zhang T (2010) Hydrolysis of cellulose into glucose over carbons sulfonated at elevated temperatures. Chem Commun 46:6935–6937
Lin QX, Zhang CH, Wang XH, Cheng BG, Mai N, Ren JL (2018) Impact of activation on properties of carbon-based solid acid catalysts for the hydrothermal conversion of xylose and hemicelluloses. Catal Today 319:31–40
Fuente E, Menéndez JA, Díez MA, Suárez D, Montes-Morán MA (2003) Infrared spectroscopy of carbon materials: a quantum chemical study of model compounds. J Phys Chem B 107:6350–6359
Moreno-Castilla C, López-Ramón MV, Carrasco-Marı́n F (2000) Changes in surface chemistry of activated carbons by wet oxidation. Carbon 38:1995–2001
Kastner JR, Miller J, Geller DP, Locklin J, Keith LH, Johnson T (2012) Catalytic esterification of fatty acids using solid acid catalysts generated from biochar and activated carbon. Catal Today 190:122–132
Dinesh M, Pittman CU, Mark B, Fran S, Ben Javeed M, Steele PH, Alexandre-Franco MF, Vicente GS, Henry G (2007) Sorption of arsenic, cadmium, and lead by chars produced from fast pyrolysis of wood and bark during bio-oil production. J Colloid Interf Sci 310:57–73
Liu Z, Zhang FS, Wu J (2010) Characterization and application of chars produced from pinewood pyrolysis and hydrothermal treatment. Fuel 89:510–514
Jiang YJ, Li XT, Cao Q, Mu XD (2011) Acid functionalized, highly dispersed carbonaceous spheres: an effective solid acid for hydrolysis of polysaccharides. J Nanopart Res 13:463–469
Suganuma S, Nakajima K, Kitano M, Yamaguchi D, Kato H, Hayashi S, Hara M (2008) Hydrolysis of cellulose by amorphous carbon bearing SO3H, COOH, and OH groups. J Am Chem Soc 130:12787
Ferrari AC, Basko DM (2013) Raman spectroscopy as a versatile tool for studying the properties of graphene. Nat Nanotechnol 8:235–246
Ferrari AC, Robertson J (2000) Interpretation of Raman spectra of disordered and amorphous carbon. Phys Rev B 61:14095–14107
Hult EL, Larsson PT, Iversen T (2000) A comparative CP/MAS 13C-NMR study of cellulose structure in spruce wood and kraft pulp. Cellulose 7:35–55
Scott KN (1972) Carbon-13 nuclear magnetic resonance of biologically important aromatic acids. I. Chemical shifts of benzoic acid and derivatives. J Am Chem Soc 94:8564–8568
Holtman KM, Chang HM, Jameel H, Kadla JF (2006) Quantitative 13C NMR characterization of milled wood lignins isolated by different milling techniques. J Wood Chem Technol 26:21–34
Kobayashi H, Komanoya T, Hara K, Fukuoka A (2010) Water-tolerant mesoporous-carbon-supported ruthenium catalysts for the hydrolysis of cellulose to glucose. ChemSusChem 3:440–443
Mission EGG, Quitain AT, Sasaki M, Kida T (2017) Synergizing graphene oxide with microwave irradiation for efficient cellulose depolymerization into glucose. Green Chem 19:3831–3843
Acknowledgements
This work was supported by grants from the Program for National Natural Science Foundation of China (Nos. 21576103 and 31700506), the Guangdong Program for Support of Top-notch Young Professionals (No. 2016TQ03Z585), Natural Science Foundation of Guangdong Province, China (No. 2017A030310550), and the Fundamental Research Funds for the Central Universities of SCUT (Nos. 2019PY17 and 2019PY13).
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Wang, X., Wu, X., Guo, K. et al. Efficient Microwave-Assisted Hydrolysis of Microcrystalline Cellulose into Glucose Using New Carbon-Based Solid Catalysts. Catal Lett 150, 138–149 (2020). https://doi.org/10.1007/s10562-019-02912-6
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DOI: https://doi.org/10.1007/s10562-019-02912-6