Abstract
The current world energy crisis and increasing environmental concerns over global climate change from combusting fossil fuel are driving researchers into a new route to produce fuels via sustainable resource to meet the demands of human. In recent years, deoxygenation as an alternative method has been applied in the production of hydrocarbon fuels, particularly via the deoxygenation of fatty acids and triglycerides from seed oils and fats, producing hydrocarbon fuels entirely fungible with fossil fuels. The deoxygenation of biobased feedstock to fuel-like hydrocarbons is critically reviewed in this article. The review mainly discusses the use of feedstock, innovation of catalysts, and the reaction mechanism involved in the production of hydrocarbon fuels via deoxygenation progress.
Similar content being viewed by others
References
Li HJ, Li LL, Zhang R et al (2014) Fractional pyrolysis of Cyanobacteria from water blooms over HZSM-5 for high quality bio-oil production. J Energy Chem 23:732–741
Qiang LU, Zhu XF, Li WZ et al (2009) On-line catalytic upgrading of biomass fast pyrolysis products. Chin Sci Bull 54:1941–1948
Taufiqurrahmi N, Bhatia S (2011) Catalytic cracking of edible and non-edible oils for the production of biofuels. Energy Environ Sci 4:1087–1112
Li XQ, Tong DM, Hu CW (2015) Efficient production of biodiesel from both esterification and transesterification over supported SO4 2−-MoO3-ZrO2-Nd2O3/SiO2 catalysts. J Energy Chem 24:463–471
Li J, Liu J, Ren L et al (2014) Selective oxidation of ethane to aldehydes over SBA-15 supported molybdenum catalyst. J Energy Chem 23:609–615
Immer JG, Kelly MJ, Lamb HH (2010) Catalytic reaction pathways in liquid-phase deoxygenation of C18 free fatty acids. Appl Catal A Gen 375:134–139
Peng BX, Zhao C, Kasakov S et al (2013) Manipulating catalytic pathways: deoxygenation of palmitic acid on multifunctional catalysts. Chem Eur J 19:4732–4741
Gosselink RW, Hollak SAW, Chang SW et al (2013) Reaction pathways for the deoxygenation of vegetable oils and related model compounds. ChemSusChem 9:1576–1594
Liu YH, Yao L, Xin H et al (2015) The production of diesel-like hydrocarbons from palmitic acid over HZSM-22 supported nickel phosphide catalysts. Appl Catal B Environ 174–175:504–514
Kubickova I, Snare M, Eranen K et al (2005) Hydrocarbons for diesel fuel via decarboxylation of vegetable oils. Catal Today 106:197–200
Nivetha S, Roy DV (2013) Effect of natural and synthetic antioxidants on oxidative stability of FAMEs obtained from hevea brasiliensis. J Energy Chem 22:935–941
Boda L, Onyestyák G, Solt H et al (2010) Catalytic hydroconversion of tricaprylin and caprylic acid as model reaction for biofuel production from triglycerides. Appl Catal A Gen 374:158–169
Zhen B, Jiao QZ, Wu Q et al (2014) Catalytic performance of acidic ionic liquid-functionalized silica in biodiesel production. J Energy Chem 23:97–104
Morgan T, Grubb D, Santillan-Jimenez E et al (2010) Conversion of triglycerides to hydrocarbons over supported metal catalysts. Top Catal 53:820–829
Şenol Oİ, Viljava TR, Krause AOI (2005) Hydrodeoxygenation of methyl esters on sulphided NiMo/γ–Al2O3 and CoMo/γ–Al2O3 catalysts. Catal Today 100:331–335
Chen JX, Shi H, Li L et al (2014) Deoxygenation of methyl laurate as a model compound to hydrocarbons on transition metal phosphide catalysts. Appl Catal B Environ 144:870–884
Intarapong P, Iangthanarat S, Phanthong P et al (2013) Activity and basic properties of KOH/mordenite for transesterification of palm oil. J Energy Chem 22:690–700
Peroni M, Mancino G, Baráth E et al (2016) Bulk and γ-Al2O3-supported Ni2P and MoP for hydrodeoxygenation of palmitic acid. Appl Catal B Environ 180:301–311
Yang YX, Ochoa-Hernandez C, O’Shea VAD et al (2012) Ni2P/SBA-15 as a hydrodeoxygenation catalyst with enhanced selectivity for the conversion of methyl oleate inton-octadecane. ACS Catal 2:592–598
Snare M, Kubickova I, Maki-Arvela P et al (2008) Catalytic deoxygenation of unsaturated renewable feedstocks for production of diesel fuel hydrocarbons. Fuel 87:933–945
Kwon KC, Mayfield H, Marolla T et al (2011) Catalytic deoxygenation of liquid biomass for hydrocarbon fuels. Renew Energy 36:907–915
Monnier J, Sulimma H, Dalai A et al (2010) Hydrodeoxygenation of oleic acid and canola oil over alumina-supported metal nitrides. Appl Catal A Gen 382:176–180
Madsen AT, Ahmed EH, Christensen CH et al (2011) Hydrodeoxygenation of waste fat for diesel production: study on model feed with Pt/alumina catalyst. Fuel 90:3433–3438
He Z, Wang XQ (2014) Required catalytic properties for alkane production from carboxylic acids: hydrodeoxygenation of acetic acid. J Energy Chem 22:883–894
Hari TK, Yaakob Z (2015) CoFe/γ-gamma catalyst for the hydrotreatment of fatty acid methyl esters (FAME). Chem Lett 44:1237–1239
Bezergianni S, Dimitriadis A, Kalogianni A et al (2012) The conversion of stearic acid by deoxygenation progress over M/Al2O3 (with M = Ni, Pt, Cu and Pd) catalysts. J Phys Chem 86:1199–1203
Simakova IL, Simakova OA, Romanenko AV et al (2008) Hydrogenation of vegetable oils over pd on nanocomposite carbon catalysts. Ind Eng Chem Res 47:7219–7225
Simakova I, Rozmysłowicz B, Simakova O et al (2011) Catalytic deoxygenation of C18 fatty acids over mesoporous Pd/C catalyst for synthesis of biofuels. Top Catal 54:460–466
Han JX, Sun H, Ding YQ et al (2010) Palladium-catalyzed decarboxylation of higher aliphatic esters: towards a new protocol to the second generation biodiesel production. Green Chem 12:463–467
Al-Sabawi M, Chen J (2012) Hydroprocessing of biomass-derived oils and their blends with petroleum feedstocks: a review. Energy Fuels 26:5373–5399
Kubicka D, Kaluza L (2010) Deoxygenation of vegetable oils over sulfided Ni, Mo and NiMo catalysts. Appl Catal A Gen 372:199–208
Šimáček P, Kubička D, Kubičková I et al (2011) Premium quality renewable diesel fuel by hydroprocessing of sunflower oil. Fuel 90:2473–2479
Priecel P, Kubicka D, Capek L et al (2011) The role of Ni species in the deoxygenation of rapeseed oil over NiMo-alumina catalysts. Appl Catal A Gen 397:127–137
Simacek P, Kubicka D, Sebor G et al (2010) Fuel properties of hydroprocessed rapeseed oil. Fuel 89:611–615
Botas JA, Serrano DP, García A et al (2014) Catalytic conversion of rapeseed oil for the production of raw chemicals, fuels and carbon nanotubes over Ni-modified nanocrystalline and hierarchical ZSM-5. Appl Catal B Environ 145:205–215
Botas JA, Serrano DP, Garcia A et al (2012) Catalytic conversion of rapeseed oil into raw chemicals and fuels over Ni- and Mo-modified nanocrystalline ZSM-5 zeolite. Catal Today 195:59–70
Al Alwan B, Salley SO, Ng KYS (2014) Hydrocracking of DDGS corn oil over transition metal carbides supported on Al-SBA-15: effect of fractional sum of metal electronegativities. Appl Catal A Gen 48:558–566
Gong S, Shinozaki A, Shi M et al (2012) Hydrotreating of jatropha oil over alumina based catalysts. Energy Fuels 26:2394–2399
Liu S, Zhu Q, Guan Q et al (2015) Bio-aviation fuel production from hydroprocessing castor oil promoted by the nickel-based bifunctional catalysts. Bioresour Technol 183:93–100
Wang C, Tian Z, Wang L et al (2012) One-step hydrotreatment of vegetable oil to produce high quality diesel-range alkanes. ChemSusChem 51:974–1983
Duan JZ, Han JX, Sun H et al (2012) Diesel-like hydrocarbons obtained by direct hydrodeoxygenation of sunflower oil over Pd/Al-SBA-15 catalysts. Catal Commun 17:76–80
Han JX, Duan JZ, Chen P et al (2011) Nanostructured molybdenum carbides supported on carbon nanotubes as efficient catalysts for one-step hydrodeoxygenation and isomerization of vegetable oils. Green Chem 13:2561
Achten WMJ, Verchot L, Franken YJ et al (2008) Jatropha bio-diesel production and use. Biomass Bioenergy 32:1063–1084
Gong SF, Shinozaki A, Qian WE (2012) Role of support in hydrotreatment of jatropha oil over sulfided NiMo catalysts. Ind Eng Chem Res 51:13953–13960
Zhang Y, Dube MA, McLean DD et al (2003) Biodiesel production from waste cooking oil: 2. Economic assessment and sensitivity analysis. Bioresour Technol 90:229–240
Bezergianni S, Kalogianni A, Dimitriadis A (2012) Catalyst evaluation for waste cooking oil hydroprocessing. Fuel 93:638–641
Bezergianni S, Dimitriadis A, Kalogianni A et al (2011) Toward hydrotreating of waste cooking oil for biodiesel production. Effect of pressure, H2/oil ratio, and liquid hourly space velocity. Ind Eng Chem Res 50:3874–3879
Bezergianni S, Dimitriadis A, Sfetsas T et al (2010) Hydrotreating of waste cooking oil for biodiesel production. Part II: effect of temperature on hydrocarbon composition. Bioresour Technol 101:7658–7660
Bezergianni S, Dimitriadis A, Kalogianni A et al (2010) Hydrotreating of waste cooking oil for biodiesel production. Part I: effect of temperature on product yields and heteroatom removal. Bioresour Technol 101:6651–6656
Bezergianni S, Kalogianni A (2009) Hydrocracking of used cooking oil for biofuels production. Bioresour Technol 100:3927–3932
Peng BX, Yuan XQ, Zhao C et al (2012) Stabilizing catalytic pathways via redundancy: selective reduction of microalgae oil to alkanes. J Am Chem Soc 134:9400–9405
Kim YS, Yun GN, Lee YK (2014) Novel Ni2P/zeolite catalysts for naphthalene hydrocracking to BTX. Catal Commun 45:133–138
Bui P, Cecilia JA, Oyama ST et al (2012) Studies of the synthesis of transition metal phosphides and their activity in the of a biofuel model compound. J Catal 294:184–198
Victoria ML, Whiffen, Kevin JS et al (2012) The influence of citric acid on the synthesis and activity of high surface area MoP for the hydrodeoxygenation of 4-methylphenol. Appl Catal A Gen 419–420:111–125
Moon JS, Lee YK (2015) Support effects of Ni2P catalysts on the hydrodeoxygenation of guaiacol: in situ XAFS studies. Top Catal 58:211–218
Oyama ST, Gott T, Zhao H et al (2009) Transition metal phosphide hydroprocessing catalysts: a review. Catal Today 143:94–107
Fu J, Lu X, Savage PE (2011) Hydrothermal decarboxylation and hydrogenation of fatty acids over Pt/C. ChemSusChem 4:481–486
Na J, Yi B, Han J et al (2012) Deoxygenation of microalgal oil into hydrocarbon with precious metal catalysts: optimization of reaction conditions and supports. Energy 47:25–30
Sun K, Wilson AR, Thompson ST et al (2015) Catalytic deoxygenation of octanoic acid over supported palladium: effects of particle size and alloying with gold. ACS Catal 5:1939–1948
Chen R, Xie Y, Zhou Y et al (2014) Production of hydrogen-rich gas and multi-walled carbon nanotubes from ethanol decomposition over molybdenum modified Ni/MgO catalysts. J Energy Chem 23:244–250
Siew KW, Lee HC, Gimbun J et al (2014) Characterization of La-promoted Ni/Al2O3 catalysts for hydrogen production from glycerol dry reforming. J Energy Chem 23:15–21
Alipour Z, Rezaei M, Meshkani F (2014) Effect of Ni loadings on the activity and coke formation of MgO-modified Ni/Al2O3 nanocatalyst in dry reforming of methane. J Energy Chem 23:633–638
Liu Y, Sotelo-Boyas R, Murata K et al (2011) Hydrotreatment of vegetable oils to produce bio-hydrogenated diesel and liquefied petroleum gas fuel over catalysts containing sulfided Ni–Mo and solid acids. Energy Fuels 25:4675–4685
Hernandez-Paredes J, Glossman-Mitnik D, Esparza-Ponce HE et al (2008) Band structure, optical properties and infrared spectrum of glycine-sodium nitrate crystal. J Mol Struct 875:295–301
Ruiz PE, Frederick BG, De Sisto WJ et al (2012) Guaiacol hydrodeoxygenation on MoS2 catalysts: influence of activated carbon supports. Catal Commun 27:44–48
Kubicka D, Bejblova M, Vlk J (2009) Conversion of vegetable oils into hydrocarbons over CoMo/MCM-41 catalysts. Top Catal 53:168–178
Kubicka D, Horacek J (2011) Deactivation of HDS catalysts in deoxygenation of vegetable oils. Appl Catal A Gen 394:9–17
Veriansyah B, Han JY, Kim SK et al (2012) Production of renewable diesel by hydroprocessing of soybean oil: effect of catalysts. Fuel 94:578–585
Oyama S (2003) Novel catalysts for advanced hydroprocessing: transition metal phosphides. J Catal 216:343–352
Lee YK, Shu Y, Oyama ST (2007) Active phase of a nickel phosphide (Ni2P) catalyst supported on KUSY zeolite for the hydrodesulfurization of 4,6-DMDBT. Appl Catal A Gen 322:191–204
Oyama ST, Gott T, Asakura K et al (2009) In situ FTIR and XANES studies of thiophene hydrodesulfurization on Ni2P/MCM-41. J Catal 268:209–222
Zhao H, Oyama S, Freund HJ et al (2015) Nature of active sites in Ni2P hydrotreating catalysts as probed by iron substitution. Appl Catal B Environ 164:204–216
Moon JS, Kim EG, Lee YK (2014) Active sites of Ni2P/SiO2 catalyst for hydrodeoxygenation of guaiacol: a joint XAFS and DFT study. J Catal 311:144–152
Berenblyum AS, Podoplelova TA, Shamsiev RS et al (2011) On the mechanism of catalytic conversion of fatty acids into hydrocarbons in the presence of palladium catalysts on alumina. Pet Chem 51:336–341
Acknowledgments
This work was supported by the National Natural Science Foundation of China (21303109) and the Application Foundation Program of Sichuan Province (2013JY0007).
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
Conflict of interest
The authors declare that they have no conflict of interest.
About this article
Cite this article
Li, D., Xin, H., Du, X. et al. Recent advances for the production of hydrocarbon biofuel via deoxygenation progress. Sci. Bull. 60, 2096–2106 (2015). https://doi.org/10.1007/s11434-015-0971-0
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11434-015-0971-0