Cellulose

pp 1–13 | Cite as

The effect of difference in chemical composition between cellulose and lignin on carbon based solid acids applied for cellulose hydrolysis

  • Yehui Li
  • Shuguang Shen
  • Chunyan Wang
  • Xin Peng
  • Shujuan Yuan
Original Paper
  • 16 Downloads

Abstract

Carbon based solid acids (CSAs) were prepared from cellulose and lignin at different carbonization temperatures and applied to hydrolysis of cellulose, which is of great significance for the multiple utilization of biomass. The structure and performance of cellulose based solid acids (CCSAs) and lignin based solid acids (LCSAs) were investigated by TG-DTG, XRD, FT-IR, XPS, elemental analysis, titration methods, etc. And immersion enthalpy was introduced into estimating the hydrophilicity of CSAs. The results show that the optimum carbonization temperature varies for raw material, and the optimum carbonization temperatures of cellulose and lignin are 683 and 653 K respectively. The adsorption capacities of CCSAs and LCSAs may not only be related to phenolic OH density, but may also relate to alkyl side chains and aromatic frameworks. Compared with LCSAs, the CCSAs possess higher immersion enthalpy, indicating that the CCSAs are more easily accessible to substrate, which contributes to hydrolysis. The hydrolysis activities of CCSAs are always higher than those of LCSAs, which may be due to a higher –SO3H groups densities and better accessibility between substrate and acid sites for CCSAs. These are determined by a big difference in the chemical composition between cellulose and lignin.

Keywords

Cellulose Lignin Carbon based solid acid Cellulose hydrolysis 

Notes

Acknowledgments

This work was supported by National Natural Science Foundation of China (21576181).

References

  1. Davoodnia A, Mahjoobin R, Tavakoli-Hoseini N (2014) A facile, green, one-pot synthesis of amidoalkyl naphthols under solvent-free conditions catalyzed by a carbon-based solid acid. Chin J Catal 35:490–495CrossRefGoogle Scholar
  2. Dhepe PL, Fukuoka A (2008) Cellulose conversion under heterogeneous catalysis. Chemsuschem 1:969–975CrossRefGoogle Scholar
  3. Fu Z-W, Wan H, Hu X-S, Cui Q, Guan G-F (2012) Preparation and catalytic performance of a carbon-based solid acid catalyst with high specific surface area. React Kinet Mech Cat 107:203–213CrossRefGoogle Scholar
  4. Fukuhara K, Nakajima K, Kitano M, Kato H, Hayashi S, Hara M (2011) Structure and catalysis of cellulose-derived amorphous carbon bearing SO3H groups. Chemsuschem 4:778–784CrossRefGoogle Scholar
  5. Gan L, Zhu J, Lv L (2017) Cellulose hydrolysis catalyzed by highly acidic lignin-derived carbonaceous catalyst synthesized via hydrothermal carbonization. Cellulose 24:5327–5339CrossRefGoogle Scholar
  6. Gani A, Naruse I (2007) Effect of cellulose and lignin content on pyrolysis and combustion characteristics for several types of biomass. Renew Energ 32:649–661CrossRefGoogle Scholar
  7. Guo Q (2011) Preparation, structural characterization and catalytic performance of solid acid catalyst from bagasse. Beijing: South China University of Technology, pp 21–58Google Scholar
  8. Guo F, Fang Z, Zhou T-J (2012) Conversion of fructose and glucose into 5-hydroxymethylfurfural with lignin-derived carbonaceous catalyst under microwave irradiation in dimethyl sulfoxide-ionic liquid mixtures. Bioresour Technol 112:313–318CrossRefGoogle Scholar
  9. Hu S, Jiang F, Hsieh Y-L (2015) 1D lignin-based solid acid catalysts for cellulose hydrolysis to glucose and nanocellulose. ACS Sustain Chem Eng 3:2566–2574CrossRefGoogle Scholar
  10. Ishimaru K, Hata T, Bronsveld P, Meier D, Imamura Y (2007) Spectroscopic analysis of carbonization behavior of wood, cellulose and lignin. J Mater Sci 42:122–129CrossRefGoogle Scholar
  11. Kitano M, Arai K, Kodama A, Kousaka T, Nakajima K, Hayashi S, Hara M (2009a) Preparation of a sulfonated porous carbon catalyst with high specific surface area. Catal Lett 131:242–249CrossRefGoogle Scholar
  12. Kitano M, Yamaguchi D, Suganuma S, Nakajima K, Kato H, Hayashi S, Hara M (2009b) Adsorption-enhanced hydrolysis of beta-1,4-glucan on graphene-based amorphous carbon bearing SO3H, COOH, and OH groups. Langmuir 25:5068–5075CrossRefGoogle Scholar
  13. Li L, Chen Z, Zhong H, Wang R (2014) Urea-based porous organic frameworks: effective supports for catalysis in neat water. Chemistry 20:3050–3060CrossRefGoogle Scholar
  14. Liang F, Song Y, Huang C, Zhang J, Chen B (2013) Preparation and performance evaluation of a lignin-based solid acid from acid hydrolysis lignin. Catal Commun 40:93–97CrossRefGoogle Scholar
  15. Lin Y-C, Huber GW (2009) The critical role of heterogeneous catalysis in lignocellulosic biomass conversion. Energ Environ Sci 2:68–80CrossRefGoogle Scholar
  16. Liu T, Li Z, Li W, Shi C, Wang Y (2013) Preparation and characterization of biomass carbon-based solid acid catalyst for the esterification of oleic acid with methanol. Bioresour Technol 133:618–621CrossRefGoogle Scholar
  17. Liu X-Y, Liu S-Y, Fan M-Q, Zhang L (2017) Decrease of hydrophilicity of lignite using CTAB: effects of adsorption differences of surfactant onto mineral composition and functional groups. Fuel 197:474–481CrossRefGoogle Scholar
  18. 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 99:8752–8758CrossRefGoogle Scholar
  19. Lu L, Sahajwalla V, Kong C, Harris D (2001) Quantitative X-ray diffraction analysis and its application to various coals. Carbon 39:1821–1833CrossRefGoogle Scholar
  20. Miller GL (1959) Use of dinitrosalicylic acid reagent for determination of reducing sugar. Anal Chem 31:426–428CrossRefGoogle Scholar
  21. Nakhate AV, Yadav GD (2016) Synthesis and characterization of sulfonated carbon-based graphene oxide monolith by solvothermal carbonization for esterification and unsymmetrical ether formation. ACS Sustain Chem Eng 4:1963–1973CrossRefGoogle Scholar
  22. Nata IF, Irawan C, Mardina P, Lee C-K (2015) Carbon-based strong solid acid for cornstarch hydrolysis. J Solid State Chem 230:163–168CrossRefGoogle Scholar
  23. Ngaosuwan K, Goodwin JG, Prasertdham P (2016) A green sulfonated carbon-based catalyst derived from coffee residue for esterification. Renew Energ 86:262–269CrossRefGoogle Scholar
  24. Onda A, Ochi T, Yanagisawa K (2008) Selective hydrolysis of cellulose into glucose over solid acid catalysts. Green Chem 10:1033CrossRefGoogle Scholar
  25. Ordomsky VV, Sushkevich VL, Schouten JC, van der Schaaf J, Nijhuis TA (2013) Glucose dehydration to 5-hydroxymethylfurfural over phosphate catalysts. J Catal 300:37–46CrossRefGoogle Scholar
  26. Peng X, Shen S, Wang C, Li T, Li Y, Yuan S, Wen X (2017) Influence of relative proportions of cellulose and lignin on carbon-based solid acid for cellulose hydrolysis. Mol Catal 442:133–139CrossRefGoogle Scholar
  27. Sakamoto T, Hasunuma T, Hori Y, Yamada R, Kondo A (2012) Direct ethanol production from hemicellulosic materials of rice straw by use of an engineered yeast strain codisplaying three types of hemicellulolytic enzymes on the surface of xylose-utilizing Saccharomyces cerevisiae cells. J Biotechnol 158:203–210CrossRefGoogle Scholar
  28. Salame II, Bandosz TJ (2001) Surface chemistry of activated carbons: combining the results of temperature-programmed desorption, boehm, and potentiometric titrations. J Colloid Interface Sci 240:252–258CrossRefGoogle Scholar
  29. Shen S-G, Wang C-Y, Cai B, Li H-M, Han Y, Wang T, Qin H-F (2013) Heterogeneous hydrolysis of cellulose into glucose over phenolic residue-derived solid acid. Fuel 113:644–649CrossRefGoogle Scholar
  30. Shen S-G, Cai B, Wang C-Y, Li H-M, Dai G, Qin H-F (2014) Preparation of a novel carbon-based solid acid from cocarbonized starch and polyvinyl chloride for cellulose hydrolysis. Appl Catal A Gen 473:70–74CrossRefGoogle Scholar
  31. Sonibare OO, Haeger T, Foley SF (2010) Structural characterization of Nigerian coals by X-ray diffraction, Raman and FTIR spectroscopy. Energy 35:5347–5353CrossRefGoogle Scholar
  32. Suganuma S, Nakajima K, Kitano M, Yamaguchi D, Kato H, Hayashi S (2008) Hydrolysis of cellulose by amorphous carbon bearing SO3H, COOH, and OH groups. J Am Chem Soc 130:12787–12793CrossRefGoogle Scholar
  33. Suganuma S, Nakajima K, Kitano M, Hayashi S, Hara M (2012) sp3-Linked amorphous carbon with sulfonic acid groups as a heterogeneous acid catalyst. Chemsuschem 5:1841–1846CrossRefGoogle Scholar
  34. Sun Z, Tao M, Zhao Q, Guang H, Shi T, Wang X (2015) A highly active willow-derived sulfonated carbon material with macroporous structure for production of glucose. Cellulose 22:675–682CrossRefGoogle Scholar
  35. Tian D, Hu J, Bao J, Chandra RP, Saddler JN, Lu C (2017) Lignin valorization: lignin nanoparticles as high-value bio-additive for multifunctional nanocomposites. Biotechnol Biofuels 10:192CrossRefGoogle Scholar
  36. Truss RW, Wood B, Rasch R (2016) Quantitative surface analysis of hemp fibers using XPS, conventional and low voltage in-lens SEM. J Appl Polym Sci 133:9CrossRefGoogle Scholar
  37. Tyczkowski J, Krawczyk I, Woźniak B, Martin-Martinez JM (2009) Low-pressure plasma chlorination of styrene-butadiene block copolymer for improved adhesion to polyurethane adhesives. Eur Polym J 45:1826–1835CrossRefGoogle Scholar
  38. Wei S, Kumar V, Banker GS (1996) Phosphoric acid mediated depolymerization and decrystallization of cellulose-preparation of low crystallinity cellulose-a new pharmaceutical excipient. Int J Pharmaceut 142:175–181CrossRefGoogle Scholar
  39. Wu R-N (2009) Preparation and catalytic performance of carbon-based solid acid catalyst from biomass materials. Beijing: Dalian University of Technology pp 32–58Google Scholar
  40. Yamaguchi D, Kitano M, Suganuma S, Nakajima K, Kato H, Hara M (2009) Hydrolysis of cellulose by a solid acid catalyst under optimal reaction conditions. J Phys Chem C 113:3181–3188CrossRefGoogle Scholar
  41. Yang H-Q, Yan R, Chen H-P, Lee DH, Zheng C-G (2007) Characteristics of hemicellulose, cellulose and lignin pyrolysis. Fuel 86:1781–1788CrossRefGoogle Scholar
  42. Yang Z-G et al (2013) Dilute-acid conversion of cotton straw to sugars and levulinic acid via 2-stage hydrolysis. Ind Crop Prod 46:205–209CrossRefGoogle Scholar
  43. Zhang X-C, Zhang Z, Wang F, Wang Y-H, Song Q, Xu J (2013) Lignosulfonate-based heterogeneous sulfonic acid catalyst for hydrolyzing glycosidic bonds of polysaccharides. J Mol Catal A-Chem 377:102–107CrossRefGoogle Scholar
  44. Zhang C et al (2014) Biochar sulfonic acid immobilized chlorozincate ionic liquid: an efficiently biomimetic and reusable catalyst for hydrolysis of cellulose and bamboo under microwave irradiation. Cellulose 21:1227–1237CrossRefGoogle Scholar
  45. Zhu J, Gan L, Li B, Yang X (2016) Synthesis and characteristics of lignin-derived solid acid catalysts for microcrystalline cellulose hydrolysis. Korean J Chem Eng 34:110–117CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media B.V., part of Springer Nature 2018

Authors and Affiliations

  1. 1.College of Chemistry and Chemical EngineeringTaiyuan University of TechnologyTaiyuanChina

Personalised recommendations