An alternative path for the preparation of triacetylcellulose (TAC) from unrefined biomass Palm Empty Fruit Bunch (EFB) has been found with environmental benefits. The method comprises separation and regeneration of cellulose from lignocellulosic biomass dissolved in ionic liquid BMIMCl, and also modification of cellulose to TAC. The triacetylcellulose with a degree of substitution of 2.93 was obtained by the reaction of acetic anhydride at 55 。 C with drastically reducing number of steps currently required to produce this derivative from raw materials itself. TAC was characterized using NMR analysis. The triacetate cellulose is typically used for the creation of fibers and film base.
KeywordsIonic LiquidPalm Empty Fruit Bunch (EFB)Triacetylcellulose (TAC)
Ragauskas, A.J., Williams, C.K. and Davison, B.H. (2006) The Path Forward for Biofuels and Biomaterials. Science, 311, 484-488. http://dx.doi.org/10.1126/science.1114736
Sun, N., Rodríguez, H., Rahman, M. and Rogers, R.D. (2011) Where Are Ionic Liquid Strategies Most Suited in the Pursuit of Chemicals and Energy from Lignocellulosic Biomass? Chemical Communications, 47, 1405-1421. http://dx.doi.org/10.1039/c0cc03990j
Huang, Y.-B. and Fu, Y. (2013) Hydrolysis of Cellulose to Glucose by Solid Acid Catalysts. Green Chemistry, 15, 1095-1111. http://dx.doi.org/10.1039/c3gc40136g
Konur, O. (2012) The Scientometric Evaluation of the Research on the Production of Bioenergy from Biomass. Biomass and Bioenergy, 47, 504-515. http://dx.doi.org/10.1016/j.biombioe.2012.09.047
Uemura Y., Omar, W., Othman, N.A., Yusup, S. and Tsutsui, T. (2013) Torrefaction of Oil Palm EFB in the Presence of Oxygen. Fuel, 103, 156-160. http://dx.doi.org/10.1016/j.fuel.2011.11.018
Liebert, T. and Heinze, T. (2008) Interaction of Ionic Liquids with Polysaccharides 5. Solvents and Reaction Media for the Modification of Cellulose. BioResources, 3, 576-601.
Fan, X., Liu, Z.-T. and Liu, Z.-W. (2010) Preparation and Application of Cellulose Triacetate Microspheres. Journal of Hazardous Materials, 177, 452-457. http://dx.doi.org/10.1016/j.jhazmat.2009.12.054
Meireles, C.S., Filho, G.R., Ferreira Jr., M.F., Cerqueira, D.A., Assuncao, R.M.N., Ribeiro, E.A.M., Poletto, P. and Zeni, M. (2010) Characterization of Asymmetric Membranes of Cellulose Acetate from Biomass: Newspaper and Mango Seed. Carbohydrate Polymers, 80, 954-961. http://dx.doi.org/10.1016/j.carbpol.2010.01.012
Biswas, A., Saha, B.C., Lawton, J.W., Shogren, R.L. and Willett, J.L. (2006) Process for Obtaining Cellulose Acetate from Agricultural By-Products. Carbohydrate Polymers, 64, 134-137. http://dx.doi.org/10.1016/j.carbpol.2005.11.002
Fan, X.S., Liu, Z.-W., Lu, J. and Liu, Z.-T. (2009) Cellulose Triacetate Optical Film Preparation from Ramie Fiber. Industrial Engineering Chemistry Research, 48, 6212-6215. http://dx.doi.org/10.1021/ie801703x
Xie, H., King, A., Kilpelainen, I., Granstrom, M. and Argyropoulos, D.S. (2007) Thorough Chemical Modification of Wood-Based Lignocellulosic Materials in Ionic Liquids. Biomacromolecules, 8, 3740-3748.
Gericke, M., Fardim, P. and Heinze, T. (2012) Ionic Liquids—Promising but Challenging Solvents for Homogeneous Derivatization of Cellulose. Molecules, 17, 7458-7502. http://dx.doi.org/10.3390/molecules17067458
Swatloski, R.P., Spear, S.K., Holbrey, J.D. and Rogers, R.D. (2002) Dissolution of Cellulose with Ionic Liquids. Journal of the American Chemical Society, 124, 4974-4975. http://dx.doi.org/10.1021/ja025790m
Brandt, A., Grasvik, J., Hallett, J.P. and Welton, T. (2013) Deconstruction of Lignocellulosic Biomass with Ionic Liquids. Green Chemistry, 15, 550-583. http://dx.doi.org/10.1039/c2gc36364j
Groff, D., George, A., Sun, N., Sathitsuksanoh, N., Bokinsky, G., Simmons, B.A., Holmes, B.M. and Keasling, J.D. (2013) Acid Enhanced Ionic Liquid Pretreatment of Biomass. Green Chemistry, 15, 1264-1267. http://dx.doi.org/10.1039/c3gc37086k
Li, C. and Zhao, Z.K. (2007) Efficient Acid-Catalyzed Hydrolysis of Cellulose in Ionic Liquid. Advanced Synthesis & Catalysis, 349, 1847-1850. http://dx.doi.org/10.1002/adsc.200700259
Qi, H., Yang, Q., Zhang, L., Liebert, T. and Heinze, T. (2011) The Dissolution of Cellulose in NaOH-Based Aqueous System by Two-Step Process. Cellulose, 18, 237-245. http://dx.doi.org/10.1007/s10570-010-9477-8
El Seoud, O.A., Koschella, A., Fidale, L.C., Dorn, S. and Heinze, T. (2007) Applications of Ionic Liquids in Carbohydrate Chemistry: A Window of Opportunities. Biomacromolecules, 8, 2629-2647. http://dx.doi.org/10.1021/bm070062i
Rantwijk, F. and Sheldon, R.A. (2007) Biocatalysis in Ionic Liquids. Chemical Reviews, 107, 2757-2785. http://dx.doi.org/10.1021/cr050946x
Zhang, H., Wu, J., Zhang, J. and He, J. (2005) 1-Allyl-3-methylimidazolium Chloride Room Temperature Ionic Liquid: A New and Powerful Nonderivatizing Solvent for Cellulose. Macromolecules, 38, 8272-8277. http://dx.doi.org/10.1021/ma0505676
Filho, G.R., Monteiro, D.S., Meireles, C.S., Assuncao, R.M.N., Cerqueira, D.A., Barud, H.S., Ribeiro, S.J.L. and Messadeq, Y. (2008) Synthesis and Characterization of Cellulose Acetate Produced from Recycled Newspaper. Carbohydrate Polymers, 73, 74-82. http://dx.doi.org/10.1016/j.carbpol.2007.11.010
Barud, H.S., Araújo Jr., A.M., Santos, D.B., Assuncao, R.M.N., Meireles, C.S., Cerqueira, D.A., Filho, G.R., Ribeiro, C.A., Messaddeq, Y. and Ribeiro, S.J.L. (2008) Thermal Behavior of Cellulose Acetate Produced from Homogeneous Acetylation of Bacterial Cellulose. Thermochimica Acta, 471, 61-69. http://dx.doi.org/10.1016/j.tca.2008.02.009
Saha, B.C., Iten, L.B., Cotta, M.A. and Wu, Y.V. (2005) Dilute Acid Pretreatment, Enzymatic Saccharification, and Fermentation of Rice Hulls to Ethanol. Biotechnology Progress, 21, 816-822. http://dx.doi.org/10.1021/bp049564n
Saha, B.C. (2004) Lignocellulose Biodegradation and Applications in Biotechnology. In: Saha, B.C. and Hayashi, K., Eds., Lignocellulose Biodegradation, American Chemical Society, Washington DC, 1-34. http://dx.doi.org/10.1021/bk-2004-0889