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Received January 16, 2013
Accepted February 11, 2013
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This is an Open-Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/bync/3.0) which permits
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Selective oxidation of refractory sulfur compounds for the production of low sulfur transportation fuel
Kwang-Eun Jeong†
Tae-Wan Kim
Joo-Wan Kim
Ho-Jeong Chae
Chul-Ung Kim
Young-Kwon Park1
Soon-Yong Jeong
Green Chemistry Research Division, Korea Research Institute of Chemical Technology, Daejeon 305-600, Korea 1Graduate School of Energy and Environmental System Engineering, University of Seoul, Seoul 130-743, Korea
Korean Journal of Chemical Engineering, March 2013, 30(3), 509-517(9), 10.1007/s11814-013-0025-8
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Abstract
The current technologies for achieving low sulfur in diesel fuel are based on hydrotreating, which requires high temperature, high pressure and excessive supply of hydrogen. Oxidative desulfurization (ODS) is considered one of the promising new methods for super deep desulfurization, which could be carried out under very mild conditions (atmospheric pressure, <100 ℃) without consumption of hydrogen. In this paper, development status of ODS process_x000D_
by major licensors are described as well as general concepts of ODS reaction. In addition, the ODS process has been categorized into single phasic and biphasic system according to the oxidants involved. Recent trends in both systems are reviewed in detail and future work is also proposed.
Keywords
References
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Campos-Martin JM, Blanco-Brieva G, Fierro JLG, Angew.Chem., Int. Ed., 45, 6962 (2006)
ZANNIKOS F, LOIS E, STOURNAS S, Fuel Process. Technol., 42(1), 35 (1995)
Shiraishi Y, Tachibana K, Hirai T, Komasawa I, Ind. Eng. Chem. Res., 41(17), 4362 (2002)
De Filippis P, Scarsella M, Energy Fuels, 17(6), 1452 (2003)
Ali SH, Hamad DM, Albusairi BH, Fahim MA, Energy Fuels., 23, 5986 (2009)
Shiraishi Y, Hara H, Hirai T, Komasawa I, Ind. Eng. Chem. Res., 38(4), 1589 (1999)
Hirai T, Shiraishi Y, Ogawa K, Komasawa I, Ind. Eng. Chem. Res., 36(3), 530 (1997)
Yazu K, Furuya T, Miki K, Ukegawa K, Chem. Lett., 32(10), 920 (2003)
Al-Shahrani F, Xiao TC, Llewellyn SA, Barri S, Jiang Z, Shi HH, Martinie G, Green MLH, Appl. Catal. B: Environ., 73(3-4), 311 (2007)
Hao L, Benxian S, Zhou X, Pet. Sci. Technol., 23, 991 (2005)
Chen LJ, Guo SH, Zhao DS, Chin. J. Chem. Eng., 15(4), 520 (2007)
de Souza WF, Guimaraes LR, Guerreiro MC, Oliveira LCA, Appl. Catal. A: Gen., 360(2), 205 (2009)
Yu G, Lu S, Chen H, Zhu Z, Carbon., 43, 2285 (2005)
Yu G, Lu S, Chen H, Zhu Z, Energy Fuels., 19, 447 (2004)
Zhou XL, Tan Q, Yu GX, Chen LF, Wang JA, Novaro O, Kinet. Catal., 50, 543 (2009)
Borah D, Baruah MK, Haque I, Fuel., 80, 1475 (2001)
Te M, Fairbridge C, Ring Z, Appl. Catal. A: Gen., 219(1-2), 267 (2001)
Yazu K, Yamamoto Y, Furuya T, Miki K, Ukegawa K, Energy Fuels, 15(6), 1535 (2001)
Wang R, Zhang GF, Zhao HX, Catal. Today, 149(1-2), 117 (2010)
Mondal S, Hangun-Balkir Y, Alexandrova L, Link D, Howard B, Zandhuis P, Cugini A, Horwitz CP, Collins TJ, Catal. Today, 116(4), 554 (2006)
Lai J, Luo G, Pet. Sci. Technol., 24, 1357 (2006)
Shen J, Li HP, Zhao H, Pet. Sci. Technol., 26, 2182 (2008)
Jiang X, Li HM, Zhu WS, He LN, Shu HM, Lu JD, Fuel, 88(3), 431 (2009)
Huang D, Zhai Z, Lu YC, Yang LM, Luo GS, Ind. Eng. Chem. Res., 46(5), 1447 (2007)
Komintarachat C, Trakarnpruk W, Ind. Eng. Chem. Res., 45(6), 1853 (2006)
Mei H, Mei BW, Yen TF, Fuel, 82(4), 405 (2003)
Huang D, Wang YJ, Yang LM, Luo GS, Ind. Eng. Chem. Res., 45(6), 1880 (2006)
Etemadi O, Yen TF, Energy Fuels, 21(4), 2250 (2007)
Campos-Martin JM, Capel-Sanchez MC, Fierro JLG, Green Chem., 6, 557 (2004)
Lu HY, Gao JB, Jiang ZX, Jing F, Yano YX, Wang G, Li C, J. Catal., 239(2), 369 (2006)
Huang D, Lu YC, Wang YJ, Yang L, Luo GS, Ind. Eng. Chem. Res., 47(11), 3870 (2008)
Li C, Jiang Z, Gao J, Yang Y, Wang S, Tian F, Sun F, Sun X, Ying P, Han C, Chem.-A Eur. J., 10, 2277 (2004)
Chica A, Corma A, Domine ME, J. Catal., 242(2), 299 (2006)
Liu D, Gui J, Park YK, Yang S, Gao Y, Peng X, Sun Z, Korean J. Chem. Eng., 29(1), 49 (2012)
Tang L, Luo G, Kang L, Zhu M, Dai B, Korean J. Chem. Eng., 30(2), 314 (2013)
Otsuki S, Nonaka T, Qian W, Ishihara A, Kabe T, Sekiyu Gakkaishi., 44, 18 (2001)
Kocal JA, Process for the desulfurization of a hydrocarbonaceous oil, UOP LLC, US Patent 6,277,271 (2001)
Kocal JA, Brandvold TA, Removal of sulfur-containing compounds from liquid hydrocarbon streams, UOP LLC, US Patent 6,368,495 (2002)
Karas LJ, Han YZ, Leyshon DW, Organosulfur oxidation process, Lyondell, US Patent 2,004,178,122 (2004)
Han YZ, Leyshon DW, Desulfurization process, Lyondell, US Patent 2,005,109,677 (2005)
Li JY, Zhou XR, Zhao DF, Zhao CX, J. Fuel Chem. Technol., 34, 249 (2006)
Zhou XR, Zhao CX, Yang JZ, Zhang SF, Energy Fuels, 21(1), 7 (2007)
Kyle EL, Jennifer LV, Oxidative desulfurization using a titanium (IV) catalyst and organohydroperoxides, US Patent 8,283,498 (2012)
Hulea V, Fajula F, Bousquet J, J. Catal., 198(2), 179 (2001)
Ishihara A, Wang DH, Dumeignil F, Amano H, Qian EWH, Kabe T, Appl. Catal. A: Gen., 279(1-2), 279 (2005)
Prasad VVDN, Jeong KE, Chae HJ, Kim CU, Jeong SY, Catal. Commun., 9, 1966 (2008)
Chica A, Gatti G, Moden B, Marchese L, Iglesia E, Chem.-A Eur. J., 12, 1960 (2006)
Sharipov AK, Nigmatullin VR, Chem. Tech. Fuels Oils, 41(4), 309 (2005)
Jeong KE, Chae HJ, Kim CU, Jeong SY, Ahn WS, Solid State Phenom., 135, 88 (2008)
Kim J, Bhattacharjee S, Jeong KE, Jeong SY, Ahn WS, Chem. Commun., 3904 (2009)
Cedeno-Caero L, Gomez-Bernal H, Fraustro-Cuevas A, Guerra-Gomez HD, Cuevas-Garcia R, Catal. Today., 133-135, 244 (2008)
Shiraishi Y, Hirai T, Komasawa I, Ind. Eng. Chem. Res., 37(1), 203 (1998)
Fang Y, Hu H, Catal. Commun., 8, 817 (2007)
Jeong KE, Cho CS, Chae HJ, Kim CU, Jeong SY, J.Nanosci. Nanotechnol., 10, 3547 (2010)
Gao G, Cheng S, An Y, Si X, Fu X, Liu Y, Zhang H, Wu P, He MY, ChemCatChem., 2, 459 (2010)
Song H, Li G, Wang X, Micropor. Mesopor. Mater., 120, 346 (2009)
Kong LY, Li G, Wang XS, Catal. Today, 93-95, 341 (2004)
Capel-Sanchez MC, Campos-Martin JM, Fierro JLG, Energ. Environ. Sci., 3, 328 (2010)
Yang ST, Jeong KE, Jeong SY, Ahn WS, Mater. Res. Bull., 47(12), 4398 (2012)
Wu P, Komatsu T, Yashima T, J. Phys. Chem., 100(24), 10316 (1996)
Diaz-Cabanas MJ, Villaescusa LA, Camblor MA, Chem.Commun., 761 (2000)
Cheng S, Liu Y, Gao J, Wang L, Liu X, Gao G, Wu P, He M, Chinese J. Catal., 27, 547 (2006)
Bal R, Chaudhari K, Srinivas D, Sivasanker S, Ratnasamy P, J. Mol. Catal. A-Chem., 162(1-2), 199 (2000)
Capel-Sanchez MC, Blanco-Brieva G, Campos-Martin JM, de Frutos MP, Wen W, Rodriguez JA, Fierro JLG, Langmuir, 25(12), 7148 (2009)
Berube F, Khadhraoui A, Janicke MT, Kleitz F, Kaliaguine S, Ind. Eng. Chem. Res., 49(15), 6977 (2010)
Brub F, Nohair B, Kleitz F, Kaliaguine S, Chem. Mater., 22, 1988 (2010)
Caero LC, Navarro JF, Gutierrez-Alejandre A, Catal. Today, 116(4), 562 (2006)
Shephard DS, Zhou W, Maschmeyer T, Matters JM, Roper CL, Parsons S, Johnson BFG, Duer MJ, Angew. Chem., Int. Ed., 37, 2719 (1998)
Koyano KA, Tatsumi T, Tanaka Y, Nakata S, J. Phys. Chem. B, 101(46), 9436 (1997)
Subba Rao YV, De Vos DE, Bein T, Jacobs PA, Chem.Commun., 355 (1997)
Sutra P, Brunel D, Chem. Commun., 2485 (1996)
Li XF, Gao HX, Jin GJ, Chen L, Ding L, Yang HY, Chen QL, J. Mol. Struct., 872, 10 (2008)
Anwander R, Nagl I, Widenmeyer M, Engelhardt G, Groeger O, Palm C, Roser T, J. Phys. Chem. B, 104(15), 3532 (2000)
Kim TW, Jeong KE, Chae HJ, Kim CU, Jeong SY, Kim GR, Oh SH, Ryu JW, Kim DW, Kim YW, KR Patent 0-2010-0089590 (2010)
Cho CS, Jeong KE, Chae HJ, Kim CU, Jeong SY, Oh SG, Korean Chem. Eng. Res., 46(5), 845 (2008)
