Catalytic conversion of bio-oil to oxygen-containing fuels by acid-catalyzed reaction with olefins and alcohols over silica sulfuric acid

Energies

Volumn 6, Issue 9, 2013, Pages 4531-4550

  Zhang, Zhijun ^a,b   Sui, Shujuan ^a   Wang, Fengqiang ^a   Wang, Qingwen ^a   Pittman Jr , Charles U ^b  

^a NORTHEAST FORESTRY UNIVERSITY   (China)

^b MISSISSIPPI STATE UNIVERSITY   (United States)

Author keywords

Alcohol; Olefin; Oxygen containing fuels; Real bio oil upgrading; Silica sulfuric acid

Indexed keywords

ALCOHOL FUELS; ALCOHOLS; BIOFUELS; CATALYST ACTIVITY; FOURIER TRANSFORM INFRARED SPECTROSCOPY; FUELS; GAS CHROMATOGRAPHY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SILICA; SULFURIC ACID;

ACID-CATALYZED REACTIONS; BIO OIL; CATALYTIC CONVERSION; FOURIER TRANSFORM INFRA RED (FTIR) SPECTROSCOPY; GAS CHROMATOGRAPHY-MASS SPECTROMETRIES (GC-MS); HYDROCARBON SOLUBILITY; PROTON NUCLEAR MAGNETIC RESONANCE; SILICA SULFURIC ACIDS;

OLEFINS;

EID: 84885463655     PISSN: None     EISSN: 19961073     Source Type: Journal    
DOI: 10.3390/en6094531     Document Type: Article

References (38)

1. Butt, D. Thermochemical Processing of Agroforestry Biomass for Furans, Phenols, Cellulose and Essential Oils; RIRDC Publication: Melbourne, Australia, 2006.
2. Amidon, T.E.; Wood, C.D.; Shupe, A.M.; Wang, Y.; Graves, M.; Liu, S.J. Biorefinery: Conversion of woody biomass to chemicals, energy and materials. J. Biobased Mater. Bioenergy 2008, 2, 100-120.
3. Huber, G.W.; Iborra, S.; Corma, A. Synthesis of transportation fuels from biomass: Chemistry, catalysts, and engineering. Chem. Rev. 2006, 106, 4044-4098.
4. Ragauskas, A.J.; Williams, C.K.; Davison, B.H.; Britovsek, G.; Cairney, J.; Eckeret, C.A.; Frederick, W.J., Jr.; Hallett, J.P.; Leak, D.J.; Liotta, C.L.; et al. The path forward for biofuels and biomaterials. Science 2006, 311, 484-489.
5. Mohan, D.; Pittman, C.U., Jr.; Steele, P.H. Pyrolysis of wood/biomass for bio-oil: A critical review. Energy Fuels 2006, 20, 848-889.
6. Diebold, J.P. A Review of the Chemical and Physical Mechanisms of the Storage Stability of Fast Pyrolysis Bio-Oils. In Fast Pyrolysis of Biomass: A Handbook; CPL Scientific Publishing: Newbury, UK, 2000; Volume 2, pp. 243-292.
7. Elliot, D.C.; Hart, T.R.; Neuenschwander, G.G.; Rotness, L.J.; Zacher, A.H. Catalytic hydroprocessing of biomass fast pyrolysis bio-oil to produce hydrocarbon products. Environ. Prog. Sustain. Energy 2009, 28, 441-449.
8. Vispute, T.P.; Zhang, H.; Sanna, A.; Xiao, R.; Huber, G.W. Renewable chemical commodity feedstocks from integrated catalytic processing of pyrolysis oils. Science 2010, 330, 1222-1227.
9. Venderbosch, R.H.; Prins, W. Fast pyrolysis technology development. Biofuels Bioprod. Biorefining 2010, 4, 178-208.
10. Mortensen, P.M.; Grunwaldt, J.-D.; Jensen, P.A.; Knudsen, K.G.; Jensen, A.D. A review of catalytic upgrading of bio-oil to engine fuels. Appl. Catal. A Gen. 2011, 407, 1-19.
11. Bulushev, D.A.; Ross, J.R.H. Catalysis for conversion of biomass to fuels via pyrolysis and gasification: A review. Catal. Today 2011, 171, 1-13.
12. Bridgwater, A.V. Review of fast pyrolysis of biomass and product upgrading. Biomass Bioenergy 2012, 38, 68-94.
13. Hu, X.; Gunawan, R.; Mourant, D.; Wang, Y.; Lievens, C.; Chaiwat, W.; Wu, L.P.; Li, C.Z. Esterification of bio-oil from mallee (Eucalyptus loxophleba ssp. gratiae) leaves with a solid acid catalyst: Conversion of the cyclic ether and terpenoids into hydrocarbons. Bioresour. Technol. 2012, 123, 249-255.
14. Sanna, A.; Andrésen, J.M. Bio-oil deoxygenation by catalytic pyrolysis: New catalysts for the conversion of biomass into densified and deoxygenated bio-oil. ChemSusChem 2012, 5, 1944-1957.
15. Wang, Z.; Lu, Q.; Zhang, Y.; Zhu, X.F. Catalytic fast pyrolysis of cellulose to prepare levoglucosenone using sulfated zirconia. ChemSusChem 2011, 4, 79-84.
16. Wan, Y.Q.; Chen, P.; Zhang, B.; Yang, C.; Liu, Y.; Lin, X.; Ruan, R. Microwave-assisted pyrolysis of biomass: Catalysts to improve product selectivity. J. Anal. Appl. Pyrolysis 2009, 86, 161-167.
17. Wang, Y.; He, T.; Liu, K.; Wu, J.; Fang, Y. From biomass to advanced bio-fuel by catalyticpyrolysis/hydro-processing: hydrodeoxygenation of bio-oil derived from biomass catalytic pyrolysis. Bioresour. Technol. 2012, 108, 280-284.
18. Zabeti, M.; Nguyen, T.S.; Lefferts, L.; Heeres, H.J.; Seshan, K. In situ catalytic pyrolysis of lignocellulose using alkali-modified amorphous silica alumina. Bioresour. Technol. 2012, 118, 374-381.
19. Thangalazhy-Gopakumar, S.; Adhikari, S.; Chattanathan, S.A.; Gupta, R.B. Catalytic pyrolysis of green algae for hydrocarbon production using H+ZSM-5 catalyst. Bioresour. Technol. 2012, 118, 150-157.
20. Dickerson, T.; Soria, J. Catalytic fast pyrolysis: A review. Energies 2013, 6, 514-538.
21. Lu, Q.; Zhang, Z.F.; Dong, C.Q.; Zhu, X.F. Catalytic upgrading of biomass fast pyrolysis vapors with nano metal oxides: An analytical Py-GC/MS study. Energies 2010, 3, 1805-1820.
22. Yang, X.L.; Chatterjee, S.; Zhang, Z.J.; Zhu, X.F.; Pittman, C.U., Jr. Reactions of phenol, water, acetic acid, methanol, and 2-hydroxymethylfuran with olefins as models for bio-oil upgrading. Ind. Eng. Chem. Res. 2010, 49, 2003-2013.
23. Zhang, Z.J.; Wang, Q.W.; Yang, X.L.; Chatterjee, S.; Pittman, C.U., Jr. Sulfonic acid resin-catalyzed addition of phenols, carboxylic acids, and water to olefins: Model reactions for catalytic upgrading of bio-oil. Bioresour. Technol. 2010, 101, 3685-3695.
24. Zhang, Z.J.; Wang, Q.W.; Tripathi, P.; Pittman, C.U., Jr. Catalytic upgrading of bio-oil using 1-octene and 1-butanol over sulfonic acid resin catalysts. Green Chem. 2011, 13, 940-949.
25. Cheng, C.L.; Chien, L.J.; Lee, W.J.; Che, P.Y.; Chen, B.Y.; Chang, J.S. High yield bio-butanol production by solvent-producing bacterial microflora. Bioresour. Technol. 2012, 113, 58-64.
26. Okuhara, T. Water-tolerant solid acid catalysts. Chem. Rev. 2002, 102, 3641-3666.
27. Harmer, M.A.; Sun, Q. Solid acid catalysis using ion-exchange resins. Appl. Catal. A 2001, 221, 45-62.
28. Minakata, S.; Komatsu, M. Organic reactions on silica in water. Chem. Rev. 2009, 109, 711-724.
29. Zhang, Z.J.; Sui, S.J.; Tan, S.; Wang, Q.W.; Pittman, C.U., Jr. Catalytic conversion of bio-oil to oxygen-containing fuels by simultaneous reactions with 1-butanol and 1-octene over solid acids: Model compound studies and reaction pathways. Bioresour. Technol. 2012, 130, 789-792.
30. Ingram, L.; Mohan, D.; Bricka, M.; Steele, P.; Strobel, D.; Crocker, D.; Mitchell, B.; Mohammad, J.; Cantrell, K.; Pittman, C.U., Jr. Pyrolysis of wood and bark in an auger reactor: Physical properties and chemical analysis of the produced bio-oils. Energy Fuels 2008, 22, 614-625.
31. Zhang, Z.J.; Pittman, C.U., Jr.; Sui, S.J.; Sun, J.P.; Wang, Q.W. Catalytic upgrading of bio-oil by reacting with olefins and alcohols over solid acids: Reaction paths via model compound studies. Energies 2013, 6, 1568-1589.
32. Boucher, M.E.; Chaala, A.; Pakdel, H.; Roy, C. Bio-oils obtained by vacuum pyrolysis of softwood bark as a liquid fuel for gas turbines. Part II: Stability and ageing of bio-oil and its blends with methanol and a pyrolytic aqueous phase. Biomass Bioenergy 2000, 19, 351-361.
33. Weingarten, R.; Cho, J.; Xing, R.; Conner, W.C., Jr.; Huber, G.W. Kinetics and reaction engineering of levulinic acid production from aqueous glucose solutions. ChemSusChem 2012, 5, 1280-1290.
34. Jiang, X.X.; Naoko, E.; Zhong, Z.P. Fuel properties of bio-oil/bio-diesel mixture characterized by TG, FTIR and 1H NMR. Korean J. Chem. Eng. 2011, 28, 133-137.
35. Pokorna, E.; Postelmans, N.; Jenicek, P.; Schreurs, S.; Carleer, R.; Yperman, J. Study of bio-oils and solids from flash pyrolysis of sewage sludges. Fuel 2009, 88, 1344-1350.
36. Pittman, C.U., Jr.; Mohan, D.; Eseyin, A.; Li, Q.; Ingram, L.; Hassan, E.M.; Mitchell, B.; Guo, H.; Steele, P.H. Characterization of bio-oils produced from fast pyrolysis of corn stalks in an auger reactor. Energy Fuels 2012, 26, 3816-3825.
37. Garcìa-Pérez, M.; Chaala, A.; Pakdel, H.; Kretschmer, D.; Rodrigue, D.; Roy, C. Multiphase structure of bio-oils. Energy Fuels 2006, 20, 364-375.
38. Standard Test Method for Determination of Water in Liquid Petroleum Products by Karl Fischer Reagent (Withdraw 2000); Withdrawn Standard: ASTM D 1744-92; American Society for Testing and Materials Publications: West Conshohocken, PA, USA, 1992.