Abstract
A novel willow-based solid acid catalyst was successfully prepared through sulfonation of pencil refill. This solid acid catalyst bearing SO3H and COOH groups shows macroporous structure, which is more suitable for conversion of cellulose into glucose, resulting in 78.0 % conversion and 65.0 % glucose yield at 160 °C for 8 h reaction time. Its activity was comparable to other carbon sulfonated acid catalysts made from pure starch or glucose, respectively, due to its acidic property as well as macroporous structure. Additionally, the willow-derived catalyst could be repeatedly employed for at least three cycles while retaining around 89 % of its original activity, exhibiting excellent operational stability. These results clearly show that use of this willow-derived catalyst is an economic, ecofriendly, and promising approach for production of glucose from cellulose and may open wide applications.
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Chheda JN, Huber GW, Dumesic JA (2007) Liquid-phase catalytic processing of biomass-derived oxygenated hydrocarbons to fuels and chemicals. Angew Chem Int Ed 46:7164–7183
Darmstadt H, Pantea D, Summchen L, Roland U, Kaliaguine S, Roy C (2000) Surface and bulk chemistry of charcoal obtained by vacuum pyrolysis of bark: influence of feedstock moisture content. J Anal Appl Pyrolysis 53:1–17
Darmstadt H, Roy C, Kaliaguine S, Choi S, Ryoo R (2002) Surface chemistry of ordered mesoporous carbons. Carbon 40:2673–2683
Fan LT, Gharpuray MM, Lee YH (1987) Cellulose hydrolysis biotechnology monographs, vol 3. Springer, Berlin, pp 57–68
Fukuhara K, Nakajima K, Kitano MI, Kato H, Hayashi S, Hara M (2011) Structure and catalysis of cellulose-derived amorphous carbon bearing SO3H groups. ChemSusChem 4:778–784
Guo HX, Qi XH, Li LY, Richard L, Smith J (2012) Hydrolysis of cellulose over functionalized glucose-derived carbon catalyst in ionic liquid. Bioresour Technol 116:355–359
Hara M (2010) Biomass conversion by a solid acid catalyst. Energy Environ Sci 3:601–607
Huber GW, Iborra S, Corma A (2006) Synthesis of transportation fuels from biomass: chemistry, catalysts, and engineering. Chem Rev 106:4044–4098
Ishimaru K, Hata T, Bronsveld P, Meier D, Imamura Y (2007) Spectroscopic analysis of carbonization behavior of wood, cellulose and lignin. J Mater Sci 42:122–129
Jiang YJ, Li XT, Wang XC, Meng LQ, Wang HS, Peng GM, Wang XY, Mu XD (2012) Effective saccharification of lignocellulosic biomass over hydrolysis residue derived solid acid under microwave irradiation. Green Chem 14:2162–2167
Lai DM, Deng L, Li J, Liao B, Guo QX, Fu Y (2011) Hydrolysis of cellulose into glucose by magnetic solid acid. ChemSusChem 4:55–58
Li XT, Jiang YJ, Shuai L, Wang LL, Meng LQ, Mu XD (2012) Sulfonated copolymers with SO3H and COOH groups for the hydrolysis of polysaccharides. J Mater Chem 22:1283–1289
Lou WY, Zong MH, Duan ZQ (2008) Efficient production of biodiesel from high free fatty acid-containing waste oils using various carbohydrate-derived solid acid catalysts. Bioresour Technol 99:8752–8758
Lou WY, Guo Q, Chen WJ, Zong MH, Wu H, Smith TJ (2012) A highly active bagasse-derived solid acid catalyst with properties suitable for production of biodiesel. ChemSusChem 5:1533–1541
Miller GL (1959) Use of dinitrosalicylic acid reagent for determination of reducing sugar. Anal Chem 31:426–428
Nakajima K, Hara M (2012) Amorphous carbon with SO3H groups as a solid Brønsted acid catalyst. ACS Catal 2:1296–1304
Okamura M, Takagaki A, Toda M, Kondo JN, Domen K, Tatsumi T, Hara M, Hayashi S (2006) Acid-catalyzed reactions on flexible polycyclic aromatic carbon in amorphous carbon. Chem Mater 18:3039–3045
Onda A, Ochi T, Yanagisawa K (2008) Selective hydrolysis of cellulose into glucose over solid acid catalysts. Green Chem 10:1033–1037
Onda A, Ochi T, Yanagisawa K (2009) Hydrolysis of cellulose selectively into glucose over sulfonated activated-carbon catalyst under hydrothermal conditions. Top Catal 52:801–807
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
Proctor A, Sherwood PMA (1982) X-ray photoelectron spectroscopic studies of carbon fibre surfaces. III—Industrially treated fibres and the effect of heat and exposure to oxygen. Surf Interface Anal 4:212
Rinaldi R, Schüth F (2009a) Acid hydrolysis of cellulose as the entry point into biorefinery schemes. ChemSusChem 2:1096–1107
Rinaldi R, Schüth F (2009b) Design of solid catalysts for the conversion of biomass. Energy Environ Sci 2:610–626
Saeman JF (1945) Kinetics of wood saccharification-hydrolysis of cellulose and decomposition of sugars in dilute acid at high temperature. Ind Eng Chem 37:43–52
Sasaki M, Zhen F, Fukushima Y, Adschiri T, Arai K (2000) Dissolution and hydrolysis of cellulose in subcritical and supercritical water. Ind Eng Chem Res 39:2883–2890
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 130:12787–12793
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
Torget RW, Kim JS, Lee YY (2000) Fundamental aspects of dilute acid hydrolysis/fractionation kinetics of hardwood carbohydrates, 1. Cellulose hydrolysis. Ind Eng Chem Res 39:2817–2825
Vyver SV, Peng L, Geboers J, Schepers H, Clippel F, Gommes CJ, Goderis B, Jacobs PA, Sels BF (2010) Sulfonated silica/carbon nanocomposites as novel catalysts for hydrolysis of cellulose to glucose. Green Chem 12:1560–1563
Wu YY, Fu ZH, Yin DL, Xu Q, Liu FL, Lu CL, Mao LQ (2010) Microwave-assisted hydrolysis of crystalline cellulose catalyzed by biomass char sulfonic acids. Green Chem 12:696–700
Xie YM, Sherwood PMA (1990) X-ray photoelectron-spectroscopic studies of carbon fiber surfaces. 11. Differences in the surface chemistry and bulk structure of different carbon fibers based on poly(acrylonitrile) and pitch and comparison with various graphite samples. Chem Mater 2:293
Zhang C, Fu ZH, Liu YC, Dai BH, Zou YH, Gong XL, Wang YL, Deng XL, Wu HT, Xu Q, Steven KR, Yin D (2012) Ionic liquid-functionalized biochar sulfonic acid as a biomimetic catalyst for hydrolysis of cellulose and bamboo under microwave irradiation. Green Chem 14:1928–1934
Zhao Y, Lu WJ, Wang HT (2009) Supercritical hydrolysis of cellulose for oligosaccharide production in combined technology. Chem Eng J 150:411–417
Zong MH, Duan ZQ, Lou WY, Smith TJ, Wu H (2007) Preparation of a sugar catalyst and its use for highly efficient production of biodiesel. Green Chem 9:434–437
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This work was supported by the National Natural Science Foundation of China (51078066, 51102042), the Fundamental Research Funds for the Central Universities (10JCXK011), and the major projects of Jilin Provincial Science and Technology Department (201105001, 20140204085GX).
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Sun, Z., Tao, M., Zhao, Q. et al. A highly active willow-derived sulfonated carbon material with macroporous structure for production of glucose. Cellulose 22, 675–682 (2015). https://doi.org/10.1007/s10570-014-0540-8
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DOI: https://doi.org/10.1007/s10570-014-0540-8