Oxidative desulfurization of fuels using ionic liquids: A review? ?
Hua Zhao, Gary A. Baker
Oxidative desulfurization of fuels using ionic liquids: A review? ?
Extractive oxidation, wherein aromatic sulfur-containing compounds are extracted and subsequently oxidized to their corresponding sulfones, has proven to be one of the most effective desulfurization methods for producing ultra-low sulfur content fuels. As non-volatile and highly designable solvents, ionic liquids (ILs) have attracted considerable attention for the oxidative desulfurization of fuels. In this review, we systematically discuss the utility of ILs in catalytic and extractive oxidation, including their role as extractant, catalyst, or both. We also discuss the challenges facing the use of ILs in this regard, including their relatively high cost and excessive viscosity, as well as their efficiency and stability as catalyst.
oxidative desulfurization / ionic liquids / extraction / fuels / petroleum / polyoxometalates
[1] |
Harrison R M, Yin J. Particulate matter in the atmosphere: Which particle properties are important for its effects on health? Science of the Total Environment, 2000, 249(1-3): 85–101
|
[2] |
Matsumoto S, Ikeda Y, Suzuki H, Ogai M, Miyoshi N. NOx storage-reduction catalyst for automotive exhaust with improved tolerance against sulfur poisoning. Applied Catalysis B: Environmental, 2000, 25(2-3): 115–124
|
[3] |
Kulkarni P S, Afonso C A M. Deep desulfurization of diesel fuel using ionic liquids: Current status and future challenges. Green Chemistry, 2010, 12(7): 1139–1149
|
[4] |
Babich I V, Moulijn J A. Science and technology of novel processes for deep desulfurization of oil refinery streams: A review. Fuel, 2003, 82(6): 607–631
|
[5] |
Song C. An overview of new approaches to deep desulfurization for ultra-clean gasoline, diesel fuel and jet fuel. Catalysis Today, 2003, 86(1-4): 211–263
|
[6] |
Baeza P, Aguila G, Gracia F, Araya P. Desulfurization by adsorption with copper supported on zirconia. Catalysis Communications, 2008, 9(5): 751–755
|
[7] |
Ma X, Sakanishi K, Mochida I. Hydrodesulfurization reactivities of various sulfur compounds in diesel fuel. Industrial & Engineering Chemistry Research, 1994, 33(2): 218–222
|
[8] |
Kwak C, Lee J J, Bae J S, Choi K, Moon S H. Hydrodesulfurization of DBT, 4-MDBT, and 4,6-DMDBT on fluorinated CoMoS/Al2O3 catalysts. Applied Catalysis A, General, 2000, 200(1-2): 233–242
|
[9] |
Gochi Y, Ornelas C, Paraguay F, Fuentes S, Alvarez L, Rico J L, Alonso-Núñez G. Effect of sulfidation on Mo-W-Ni trimetallic catalysts in the HDS of DBT. Catalysis Today, 2005, 107-108: 531–536
|
[10] |
Wasserscheid P, Welton T. Ionic Liquids in Synthesis, 2nd ed. Weinheim: Wiley-VCH, 2008
|
[11] |
Jain N, Kumar A, Chauhan S, Chauhan S M S. Chemical and biochemical transformations in ionic liquids. Tetrahedron, 2005, 61(5): 1015–1060
|
[12] |
Zhao H, Malhotra S V. Applications of ionic liquids in organic synthesis. Aldrichimica Acta, 2002, 35(3): 75–83
|
[13] |
Endres F, Welton T. Inorganic synthesis. In: Wasserscheid P, Welton T, eds. Ionic Liquids in Synthesis. Weinheim: Wiley-VCH, 2003, 289–318
|
[14] |
van Rantwijk F, Sheldon R A. Biocatalysis in ionic liquids. Chemical Reviews, 2007, 107(6): 2757–2785
|
[15] |
Moniruzzaman M, Nakashima K, Kamiya N, Goto M. Recent advances of enzymatic reactions in ionic liquids. Biochemical Engineering Journal, 2010, 48(3): 295–314
|
[16] |
Kubisa P. Application of ionic liquids as solvents for polymerization processes. Progress in Polymer Science, 2004, 29(1): 3–12
|
[17] |
Brennecke J F, Maginn E J. Purification of gas with liquid ionic compounds. US Patent, 6 579 343
|
[18] |
Zhao H. Innovative applications of ionic liquids as ‘green’ engineering liquids. Chemical Engineering Communications, 2006, 193(12): 1660–1677
|
[19] |
Francisco M, Arce A, Soto A. Ionic liquids on desulfurization of fuel oils. Fluid Phase Equilibria, 2010, 294(1-2): 39–48
|
[20] |
Eßer J, Wasserscheid P, Jess A. Deep desulfurization of oil refinery streams by extraction with ionic liquids. Green Chemistry, 2004, 6: 316–322
|
[21] |
Abro R, Abdeltawab A A, Al-Deyab S S, Yu G, Qazi A B, Gao S, Chen X. A review of extractive desulfurization of fuel oils using ionic liquids. RSC Advances, 2014, 4(67): 35302–35317
|
[22] |
Bosmann A, Datsevich L, Jess A, Lauter A, Schmitz C, Wasserscheid P. Deep desulfurization of diesel fuel by extraction with ionic liquids. Chemical Communications, 2001, (23): 2494–2495
|
[23] |
Zhang S, Zhang Q, Zhang Z C. Extractive desulfurization and denitrogenation of fuels using ionic liquids. Industrial & Engineering Chemistry Research, 2004, 43(2): 614–622
|
[24] |
Jochen E, Wasserscheid P, Jess A. Deep desulfurization of oil refinery streams by extraction with ionic liquids. Green Chemistry, 2004, 6(7): 316–322
|
[25] |
Huang C, Chen B, Zhang J, Liu Z, Li Y. Desulfurization of gasoline by extraction with new ionic liquids. Energy & Fuels, 2004, 18(6): 1862–1864
|
[26] |
O'Rear D J, Boudreau L C, Driver M S, Munson C L. Removal of mercaptans from hydrocarbon streams using ionic liquids. WO 2002034863 A1, 2002-<month>05</month>-<day>02</day>
|
[27] |
Alonso L, Arce A, Francisco M, Rodríguez O, Soto A. Gasoline desulfurization using extraction with [C8mim][BF4] ionic liquid. AIChE Journal. American Institute of Chemical Engineers, 2007, 53(12): 3108–3115
|
[28] |
Hansmeier A R, Meindersma G W, de Haan A B. Desulfurization and denitrogenation of gasoline and diesel fuels by means of ionic liquids. Green Chemistry, 2011, 13(7): 1907–1913
|
[29] |
Asumana C, Yu G, Guan Y, Yang S, Zhou S, Chen X. Extractive denitrogenation of fuel oils with dicyanamide-based ionic liquids. Green Chemistry, 2011, 13(11): 3300–3305
|
[30] |
García-Gutiérrez J L, Lozano I P, Hernández-Pérez F, Laredo G C, Jimenez-Cruz F R. R & D in Oxidative Desulfurization of Fuels Technologies: From Chemistry to Patents. Recent Patents on Chemical Engineering, 2012, 5(3): 174–196
|
[31] |
Asumana C, Yu G, Li X, Zhao J, Liu G, Chen X. Extractive desulfurization of fuel oils with low-viscosity dicyanamide-based ionic liquids. Green Chemistry, 2010, 12(11): 2030–2037
|
[32] |
Maity U, Basu J K, Sengupta S. Performance study of extraction and oxidation-extraction coupling processes in the removal of thiophenic compounds. Fuel Processing Technology, 2014, 121: 119–124
|
[33] |
Jiang W, Zhu W, Li H, Chao Y, Xun S, Chang Y, Liu H, Zhao Z. Mechanism and optimization for oxidative desulfurization of fuels catalyzed by Fenton-like catalysts in hydrophobic ionic liquid. Journal of Molecular Catalysis A Chemical, 2014, 382: 8–14
|
[34] |
Zhao D, Wang Y, Duan E, Zhang J. Oxidation desulfurization of fuel using pyridinium-based ionic liquids as phase-transfer catalysts. Fuel Processing Technology, 2010, 91(12): 1803–1806
|
[35] |
Gao H, Luo M, Xing J, Wu Y, Li Y, Li W, Liu Q, Liu H. Desulfurization of fuel by extraction with pyridinium-based ionic liquids. Industrial & Engineering Chemistry Research, 2008, 47(21): 8384–8388
|
[36] |
Gao H, Li Y, Wu Y, Luo M, Li Q, Xing J, Liu H. Extractive desulfurization of fuel using 3-methylpyridinium-based ionic liquids. Energy & Fuels, 2009, 23(5): 2690–2694
|
[37] |
Zhao D, Wang J, Zhou E. Oxidative desulfurization of diesel fuel using a Brønsted acid room temperature ionic liquid in the presence of H2O2. Green Chemistry, 2007, 9(11): 1219–1222
|
[38] |
Li F, Liu R, Wen J, Zhao D, Sun Z, Liu Y. Desulfurization of dibenzothiophene by chemical oxidation and solvent extraction with Me3NCH2C6H5Cl·2ZnCl2 ionic liquid. Green Chemistry, 2009, 11(6): 883–888
|
[39] |
Zhu W, Li H, Gu Q, Wu P, Zhu G, Yan Y, Chen G. Kinetics and mechanism for oxidative desulfurization of fuels catalyzed by peroxo-molybdenum amino acid complexes in water-immiscible ionic liquids. Journal of Molecular Catalysis A Chemical, 2011, 336(1-2): 16–22
|
[40] |
Lü H, Deng C, Ren W, Yang X. Oxidative desulfurization of model diesel using [(C4H9)4N]6Mo7O24 as a catalyst in ionic liquids. Fuel Processing Technology, 2014, 119: 87–91
|
[41] |
Ge J, Zhou Y, Yang Y, Xue M. The deep oxidative desulfurization of fuels catalyzed by surfactant-type octamolybdate in acidic ionic liquids. Petroleum Science and Technology, 2014, 32(1): 116–123
|
[42] |
Li H, Jiang X, Zhu W, Lu J, Shu H, Yan Y. Deep oxidative desulfurization of fuel oils catalyzed by decatungstates in the ionic liquid of [Bmim]PF6. Industrial & Engineering Chemistry Research, 2009, 48(19): 9034–9039
|
[43] |
Ding Y, Zhu W, Li H, Jiang W, Zhang M, Duan Y, Chang Y. Catalytic oxidative desulfurization with a hexatungstate/aqueous H2O2/ionic liquid emulsion system. Green Chemistry, 2011, 13(5): 1210–1216
|
[44] |
Xu J, Zhao S, Chen W, Wang M, Song Y. Highly efficient extraction and oxidative desulfurization system using Na7H2LaW10O36·32H2O in [bmim]BF4 at room temperature. Chemistry (Weinheim an der Bergstrasse, Germany), 2012, 18(15): 4775–4781
|
[45] |
Li H, He L, Lu J, Zhu W, Jiang X, Wang Y, Yan Y. Deep oxidative desulfurization of fuels catalyzed by phosphotungstic acid in ionic liquids at room temperature. Energy & Fuels, 2009, 23(3): 1354–1357
|
[46] |
Huang W, Zhu W, Li H, Shi H, Zhu G, Liu H, Chen G. Heteropolyanion-based ionic liquid for deep desulfurization of fuels in ionic liquids. Industrial & Engineering Chemistry Research, 2010, 49(19): 8998–9003
|
[47] |
Xu D, Zhu W, Li H, Zhang J, Zou F, Shi H, Yan Y. Oxidative desulfurization of fuels catalyzed by V2O5 in ionic liquids at room temperature. Energy & Fuels, 2009, 23(12): 5929–5933
|
[48] |
Zhu W, Xu D, Li H, Ding Y, Zhang M, Liu H, Chao Y. Oxidative desulfurization of dibenzothiophene catalyzed by VO(acac)2 in ionic liquids at room temperature. Petroleum Science and Technology, 2013, 31(14): 1447–1453
|
[49] |
Rhule J T, Hill C L, Judd D A, Schinazi R F. Polyoxometalates in medicine. Chemical Reviews, 1998, 98(1): 327–358
|
[50] |
Zhu W, Li H, Jiang X, Yan Y, Lu J, Xia J. Oxidative desulfurization of fuels catalyzed by peroxotungsten and peroxomolybdenum complexes in ionic liquids. Energy & Fuels, 2007, 21(5): 2514–2516
|
[51] |
Zhu W, Li H, Jiang X, Yan Y, Lu J, He L, Xia J. Commercially available molybdic compound-catalyzed ultra-deep desulfurization of fuels in ionic liquids. Green Chemistry, 2008, 10(6): 641–646
|
[52] |
He L, Li H, Zhu W, Guo J, Jiang X, Lu J, Yan Y. Deep oxidative desulfurization of fuels using peroxophosphomolybdate catalysts in ionic liquids. Industrial & Engineering Chemistry Research, 2008, 47(18): 6890–6895
|
[53] |
Zhu G, Zhu W, Li H, Huang W, Jiang Y, Ding Y, Jiang W. Kinetics for oxidation of dibenzothiophene catalyzed by Keggin-based heteropoly acids/H2O2 in [bmim]BF4. Petroleum Science and Technology, 2012, 30(23): 2407–2416
|
[54] |
Shao B, Shi L, Meng X. Deep desulfurization of 4,6-dimethyldienzothiophene by an ionic liquids extraction coupled with catalytic oxidation with a molybdic compound. Industrial & Engineering Chemistry Research, 2014, 53(16): 6655–6663
|
[55] |
Liu D, Gui J, Ding J, Ma J, Lee J, Sun Z. Oxidation of dibenzothiophene catalyzed by Na2WO4 in a halogen-free ionic liquid. Reaction Kinetics, Mechanisms and Catalysis, 2011, 104(1): 111–123
|
[56] |
Chao Y, Li H, Zhu W, Zhu G, Yan Y. Deep oxidative desulfurization of dibenzothiophene in simulated diesel with tungstate and H2O2 in ionic liquids. Petroleum Science and Technology, 2010, 28(12): 1242–1249
|
[57] |
Chuang L, Huang J, Lo W, Wei G. Deep desulfurization of light oil through extraction and oxidation processes using H2O2/tungstophosphoric acid in room-temperature ionic liquids. Journal of the Chilean Chemical Society, 2012, 59(3): 324–330
|
[58] |
Zhang B, Jiang Z, Li J, Zhang Y, Lin F, Liu Y, Li C. Catalytic oxidation of thiophene and its derivatives via dual activation for ultra-deep desulfurization of fuels. Journal of Catalysis, 2012, 287: 5–12
|
[59] |
Zhang M, Zhu W, Xun S, Li H, Gu Q, Zhao Z, Wang Q. Deep oxidative desulfurization of dibenzothiophene with POM-based hybrid materials in ionic liquids. Chemical Engineering Journal, 2013, 220: 328–336
|
[60] |
Liu D, Gui J, Liu D, Peng X, Yang S, Sun Z. Deep oxidative desulfurization of real diesel catalyzed by Na2WO4 in ionic liquid. Energy Resour. Part A, 2013, 35(1): 1–8
|
[61] |
Ge J, Zhou Y, Yang Y, Gao Q, Wu X, Sun Q. The deep oxidative desulfurization of fuels using Na2WO4·2H2O in acidic ionic liquids. Petroleum Science and Technology, 2013, 31(21): 2280–2286
CrossRef
Google scholar
|
[62] |
Xu Y, Zhou J, Zhou T, Chao Y, Yan S, Jiang X, Chen X, Zhu W, Li H. Extraction joined with adsorption and catalytic oxidation of dibenzothiophene with commercially available tungsten carbide. Key Engineering Materials, 2014, 575-576: 539–542
CrossRef
Google scholar
|
[63] |
Chen Y, Zhao S, Song Y. An efficient heterogeneous catalyst based on highly dispersed Na7H2LaW10O36·32H2O nanoparticles on mesoporous silica for deep desulfurization. Applied Catalysis A, General, 2013, 466: 307–314
CrossRef
Google scholar
|
[64] |
Mota A, Butenko N, Hallett J P, Correia I. Application of VIVO(acac)2 type complexes in the desulfurization of fuels with ionic liquids. Catalysis Today, 2012, 196(1): 119–125
CrossRef
Google scholar
|
[65] |
Ge J, Zhou Y, Yang Y, Xue M. Catalytic oxidative desulfurization of gasoline using vanadium (V)-substituted polyoxometalate/H2O2/ionic liquid emulsion system. China Petroleum Processing and Petrochemical Technology, 2012, 14(1): 25–31
|
[66] |
Zhou M, Meng W, Li Y, Wang Q, Li X, Zang S. Extractive and catalytic oxidative desulfurization of gasoline by methyltrioxorhenium in ionic liquids. Energy & Fuels, 2014, 28(1): 516–521
CrossRef
Google scholar
|
[67] |
Lo W H, Yang H Y, Wei G T. One-pot desulfurization of light oils by chemical oxidation and solvent extraction with room-temperature ionic liquids. Green Chemistry, 2003, 5(5): 639–642
CrossRef
Google scholar
|
[68] |
Taha M F, Atikah N, Chong F K, Shaharun M S. Oxidative desulfurization of dibenzothiophene from model oil using ionic liquids as extracting agent. AIP Conference Proceedings, 2012, 1482: 258–262
CrossRef
Google scholar
|
[69] |
Rodríguez-Cabo B, Rodríguez H, Rodil E, Arce A, Soto A. Extractive and oxidative-extractive desulfurization of fuels with ionic liquids. Fuel, 2014, 117: 882–889
CrossRef
Google scholar
|
[70] |
Zhao D, Sun Z, Li F, Liu R, Shan H. Oxidative desulfurization of thiophene catalyzed by (C4H9)4NBr·2C6H11NO coordinated ionic liquid. Energy & Fuels, 2008, 22(5): 3065–3069
CrossRef
Google scholar
|
[71] |
Zhao D, Sun Z, Li F, Shan H. Optimization of oxidative desulfurization of dibenzothiophene using a coordinated ionic liquid as catalytic solvent. Petroleum Science and Technology, 2009, 27(17): 1907–1918
CrossRef
Google scholar
|
[72] |
Nejad N F, Shams E, Amini M K. Ionic liquid-based extraction of sulfur compounds from gasoline as a complementary process to oxidative desulfurization. Petroleum Science and Technology, 2014, 32(13): 1537–1544
CrossRef
Google scholar
|
[73] |
Cheng S, Yen T F. Use of ionic liquids as phase-transfer catalysis for deep oxygenative desulfurization. Energy & Fuels, 2008, 22(2): 1400–1401
CrossRef
Google scholar
|
[74] |
Liang W, Zhang S, Li H, Zhang G. Oxidative desulfurization of simulated gasoline catalyzed by acetic acid-based ionic liquids at room temperature. Fuel Processing Technology, 2013, 109: 27–31
CrossRef
Google scholar
|
[75] |
Lü H, Wang S, Deng C, Ren W G B, Guo B. Oxidative desulfurization of model diesel via dual activation by aprotic ionic liquid. Journal of Hazardous Materials, 2014, 279: 220–225
CrossRef
Google scholar
|
[76] |
Zhang J, Zhu W, Li H, Jiang W, Jiang Y, Huang W, Yan Y. Deep oxidative desulfurization of fuels by Fenton-like reagent in ionic liquids. Green Chemistry, 2009, 11(11): 1801–1807
CrossRef
Google scholar
|
[77] |
Xiong J, Zhu W, Li H, Xu Y, Jiang W, Xun S, Liu H, Zhao Z. Immobilized Fenton-like ionic liquid: Catalytic performance for oxidative desulfurization. AIChE Journal. American Institute of Chemical Engineers, 2013, 59(12): 4696–4704
CrossRef
Google scholar
|
[78] |
Ding W, Zhu W, Xiong J, Yang L, Wei A, Zhang M, Li H. Novel heterogeneous iron-based redox ionic liquid supported on SBA-15 for deep oxidative desulfurization of fuels. Chemical Engineering Journal, 2015, 266: 213–221
CrossRef
Google scholar
|
[79] |
Wang J, Guo Q, Zhang C, Li K. One-pot extractive and oxidative desulfurization of liquid fuels with molecular oxygen in ionic liquids. RSC Advances, 2014, 4(104): 59885–59889
CrossRef
Google scholar
|
[80] |
Jiang W, Zhu W, Chang Y, Li H, Chao Y, Xiong J, Liu H, Yin S. Oxidation of aromatic sulfur compounds catalyzed by organic hexacyanoferrates in ionic liquids with a low concentration of H2O2 as an oxidant. Energy & Fuels, 2014, 28(4): 2754–2760
CrossRef
Google scholar
|
[81] |
Zhang J, Li J, Ren T, Hu Y, Ge J, Zhao D. Oxidative desulfurization of dibenzothiophene based on air and cobalt phthalocyanine in an ionic liquid. RSC Advances, 2014, 4(7): 3206–3210
CrossRef
Google scholar
|
[82] |
Lu L, Cheng S, Gao J, Gao G, He M. Deep oxidative desulfurization of fuels catalyzed by ionic liquid in the presence of H2O2. Energy & Fuels, 2007, 21(1): 383–384
CrossRef
Google scholar
|
[83] |
Zhao D, Wang Y, Duan E. Oxidative desulfurization of fuel oil by pyridinium-based ionic liquids. Molecules (Basel, Switzerland), 2009, 14(11): 4351–4357
CrossRef
Google scholar
|
[84] |
Fang D, Wang Q, Liu Y, Xia L, Zang S. High-efficient oxidation-extraction desulfurization process by ionic liquid 1-butyl-3-methyl-imidazolium trifluoroacetic acid. Energy & Fuels, 2014, 28(10): 6677–6682
CrossRef
Google scholar
|
[85] |
Lissner E, de Souza W F, Ferrera B, Dupont J. Oxidative desulfurization of fuels with task-specific ionic liquids. ChemSusChem, 2009, 2(10): 962–964
CrossRef
Google scholar
|
[86] |
Li F, Kou C, Sun Z, Hao Y, Liu R, Zhao D. Deep extractive and oxidative desulfurization of dibenzothiophene with C5H9NO·SnCl2 coordinated ionic liquid. Journal of Hazardous materials, 2012, 205-206: 164–170
|
[87] |
Seeberger A, Jess A. Desulfurization of diesel oil by selective oxidation and extraction of sulfur compounds by ionic liquids—a contribution to a competitive process design. Green Chemistry, 2010, 12(4): 602–608
CrossRef
Google scholar
|
[88] |
Wilfred C D, Salleh M Z M, Abdul Mutalib M I. Desulfurization of oxidized diesel using ionic liquids. AIP Conference Proceedings, 2014, 1621: 197–201
CrossRef
Google scholar
|
[89] |
Zhuang J, Hu B, Tan J, Jin X. Deep oxidative desulfurization of dibenzothiophene with molybdovanadophosphoric heteropolyacid-based catalysts. Transition Metal Chemistry, 2014, 39(2): 213–220
CrossRef
Google scholar
|
[90] |
Zhang J W A, Li X, Ma X. Oxidative desulfurization of dibenzothiophene and diesel over [Bmim]3PMo12O40. Journal of Catalysis, 2011, 279(2): 269–275
CrossRef
Google scholar
|
[91] |
Zhu W, Huang W, Li H, Zhang M, Jiang W, Chen G, Han C. Polyoxometalate-based ionic liquids as catalysts for deep desulfurization of fuels. Fuel Processing Technology, 2011, 92(10): 1842–1848
CrossRef
Google scholar
|
[92] |
Tang L, Luo G, Kang L, Zhu M, Dai B. A novel [Bmim]PW/HMS catalyst with high catalytic performance for the oxidative desulfurization process. Korean Journal of Chemical Engineering, 2013, 30(2): 314–320
CrossRef
Google scholar
|
[93] |
Zhang H, Gao J, Meng H, Li C. Removal of thiophenic sulfurs using an extractive oxidative desulfurization process with three new phosphotungstate catalysts. Industrial & Engineering Chemistry Research, 2012, 51(19): 6658–6665
CrossRef
Google scholar
|
[94] |
Ribeiro S, Barbosa A D S, Gomes A C, Pillinger M, Gonçalves I S, Cunha-Silva L, Balula S S. Catalytic oxidative desulfurization systems based on Keggin phosphotungstate and metal-organic framework MIL-101. Fuel Processing Technology, 2013, 116: 350–357
CrossRef
Google scholar
|
[95] |
Chen Y, Zhang F, Fang Y, Zhu X, Zhen W, Wang R, Ma J. Phosphotungstic acid containing ionic liquid immobilized on magnetic mesoporous silica rod catalyst for the oxidation of dibenzothiophene with H2O2. Catalysis Communications, 2013, 38: 54–58
CrossRef
Google scholar
|
[96] |
Rafiee E, Eavani S. Organic-inorganic polyoxometalate based salts as thermoregulatedphase-separable catalysts for selective oxidation of thioethers andthiophenes and deep desulfurization of model fuels. Journal of Molecular Catalysis A Chemical, 2013, 380: 18–27
CrossRef
Google scholar
|
[97] |
Zhang M, Zhu W, Li H, Xun S, Ding W, Liu J, Zhao Z, Wang Q. One-pot synthesis, characterization and desulfurization of functional mesoporous W-MCM-41 from POM-based ionic liquids. Chemical Engineering Journal, 2014, 243: 386–393
CrossRef
Google scholar
|
[98] |
Wang M, Wu Q, Li H, Zhao Y, Jiao Q. Oxidative desulfurization of dibenzothiophene catalyzed by polyoxometalate-based ionic liquid. Advanced Materials Research, 2014, 1033-1034: 65–69
CrossRef
Google scholar
|
[99] |
Xiong J, Zhu W, Ding W, Yang L, Chao Y, Li H, Zhu F, Li H. Phosphotungstic acid immobilized on ionic liquid-modified SBA-15: Efficient hydrophobic heterogeneous catalyst for oxidative desulfurization in fuel. Industrial & Engineering Chemistry Research, 2014, 53(51): 19895–19904
CrossRef
Google scholar
|
[100] |
Zhou X, Chen W, Song Y. Superhydrophobic polyoxometalate/calixarene inorganic-organic hybrid materials with highly efficient desulfurization ability. European Journal of Inorganic Chemistry, 2014, 2014: 812–817
|
[101] |
Gu Q, Zhu W, Xun S, Chang Y, Xiong J, Zhang M, Jiang W, Zhu F, Li H. Preparation of highly dispersed tungsten species within mesoporous silica by ionic liquid and their enhanced catalytic activity for oxidative desulfurization. Fuel, 2014, 117: 667–673
CrossRef
Google scholar
|
[102] |
Zhu W, Dai B, Wu P, Chao Y, Xiong J, Xun S, Li H, Li H. Graphene-analogue hexagonal BN supported with tungsten-based ionic liquid for oxidative desulfurization of fuels. ACS Sustainable Chemistry & Engineering, 2015, 3(1): 186–194
CrossRef
Google scholar
|
[103] |
Li J, Hu B, Hu C. Deep desulfurization of fuels by heteropolyanion-based ionic liquid. Bulletin of the Korean Chemical Society, 2013, 34(1): 225–230
CrossRef
Google scholar
|
[104] |
Wu J, Gao Y, Zhang W, Tan Y, Tang A, Men Y, Tang B. Deep desulfurization by oxidation using an active ionic liquid-supported Zr metal-organic framework as catalyst. Applied Organometallic Chemistry, 2015, 29(2): 96–100
CrossRef
Google scholar
|
[105] |
Zhu W, Zhu G, Li H, Chao Y, Chang Y, Chen G, Han C. Oxidative desulfurization of fuel catalyzed by metal-based surfactant-type ionic liquids. Journal of Molecular Catalysis A Chemical, 2011, 347(1-2): 8–14
CrossRef
Google scholar
|
[106] |
Ge J, Zhou Y, Yang Y, Xue M. Catalytic oxidative desulfurization of gasoline using ionic liquid emulsion system. Industrial & Engineering Chemistry Research, 2011, 50(24): 13686–13692
CrossRef
Google scholar
|
[107] |
Zhu W, Ding Y, Li H, Qin J, Chao Y, Xiong J, Xu Y, Liu H. Application of a self-emulsifiable task-specific ionic liquid in oxidative desulfurization of fuels. RSC Advances, 2013, 3(12): 3893–3898
CrossRef
Google scholar
|
[108] |
Zhu W, Zhu G, Li H, Chao Y, Zhang M, Du D, Wang Q, Zhao Z. Catalytic kinetics of oxidative desulfurization with surfactant-type polyoxometalate-based ionic liquids. Fuel Processing Technology, 2013, 106: 70–76
CrossRef
Google scholar
|
[109] |
Xu J, Zhao S, Ji Y, Song Y. Deep desulfurization by amphiphilic lanthanide-containing polyoxometalates in ionic-liquid emulsion systems under mild conditions. Chemistry (Weinheim an der Bergstrasse, Germany), 2013, 19(2): 709–715
CrossRef
Google scholar
|
[110] |
Lü H, Ren W, Wang H, Wang Y, Chen W, Suo Z. Deep desulfurization of diesel by ionic liquid extraction coupled with catalytic oxidation using an Anderson-type catalyst [(C4H9)4N]4NiMo6O24H6. Applied Catalysis A, General, 2013, 453: 376–382
CrossRef
Google scholar
|
[111] |
Gui J, Liu D, Sun Z, Liu D, Min D, Song B, Peng X. Deep oxidative desulfurization with task-specific ionic liquids: An experimental and computational study. Journal of Molecular Catalysis A Chemical, 2010, 331(1-2): 64–70
CrossRef
Google scholar
|
[112] |
Liu D, Gui J, Park Y, Yang S, Gao Y, Peng X, Sun Z. Deep removal of sulfur from real diesel by catalytic oxidation with halogen-free ionic liquid. Korean Journal of Chemical Engineering, 2012, 29(1): 49–53
CrossRef
Google scholar
|
[113] |
Gao H, Guo C, Xing J, Zhao J, Liu H. Extraction and oxidative desulfurization of diesel fuel catalyzed by a Brønsted acidic ionic liquid at room temperature. Green Chemistry, 2010, 12(7): 1220–1224
CrossRef
Google scholar
|
[114] |
Chi Y, Li C, Jiao Q, Liu Q, Yan P, Liu X, Urs W B. Desulfurization by oxidation combined with extraction using acidic room-temperature ionic liquids. Green Chemistry, 2011, 13(5): 1224–1229
CrossRef
Google scholar
|
[115] |
Yu G, Zhao J, Song D, Asumana C, Zhang X, Chen X. Deep oxidative desulfurization of diesel fuels by acidic ionic liquids. Industrial & Engineering Chemistry Research, 2011, 50(20): 11690–11697
CrossRef
Google scholar
|
[116] |
Chen X, Song D, Asumana C, Yu G. Deep oxidative desulfurization of diesel fuels by Lewis acidic ionic liquids based on 1-n-butyl-3-methylimidazolium metal chloride. Journal of Molecular Catalysis A Chemical, 2012, 359: 8–13
CrossRef
Google scholar
|
[117] |
Zhang C, Pan X, Wang F, Liu X. Extraction-oxidation desulfurization by pyridinium-based task-specific ionic liquids. Fuel, 2012, 102: 580–584
CrossRef
Google scholar
|
[118] |
Chen X, Guan Y, Abdeltawab A A, Al-Deyab S S, Yuan X, Wang C, Yu G. Using functional acidic ionic liquids as both extractant and catalyst in oxidative desulfurization of diesel fuel: An investigation of real feedstock. Fuel, 2015, 146: 6–12
CrossRef
Google scholar
|
[119] |
Li H, Zhu W, Wang Y, Zhang J, Lu J, Yan Y. Deep oxidative desulfurization of fuels in redox ionic liquids based on iron chloride. Green Chemistry, 2009, 11(6): 810–815
CrossRef
Google scholar
|
[120] |
Jiang Y, Zhu W, Li H, Yin S, Liu H, Xie Q. Oxidative desulfurization of fuels catalyzed by Fenton-like ionic liquids at room temperature. ChemSusChem, 2011, 4(3): 399–403
CrossRef
Google scholar
|
[121] |
Jiang W, Zhu W, Li H, Xiong J, Xun S, Zhao Z, Wang Q. Deep oxidative desulfurization of fuels catalyzed by magnetic Fenton-like hybrid catalysts in ionic liquids. RSC Advances, 2013, 3(7): 2355–2361
CrossRef
Google scholar
|
[122] |
Nie Y, Dong Y, Bai L, Dong H, Zhang X. Fast oxidative desulfurization of fuel oil using dialkylpyridinium tetrachloroferrates ionic liquids. Fuel, 2013, 103: 997–1002
CrossRef
Google scholar
|
[123] |
Zhu W, Wu P, Yang L, Chang Y, Chao Y, Li H, Jiang Y, Jiang W, Xun S. Pyridinium-based temperature-responsive magnetic ionic liquid for oxidative desulfurization of fuels. Chemical Engineering Journal, 2013, 229: 250–256
CrossRef
Google scholar
|
[124] |
Dong Y, Nie Y, Zhou Q. Highly efficient oxidative desulfurization of fuels by Lewis acidic ionic liquids based on iron chloride. Chemical Engineering & Technology, 2013, 36(3): 435–442
CrossRef
Google scholar
|
[125] |
Jiang W, Zhu W, Li H, Xue J, Xiong J, Chang Y, Liu H, Zhao Z. Fast oxidative removal of refractory aromatic sulfur compounds by a magnetic ionic liquid. Chemical Engineering & Technology, 2014, 37(1): 36–42
CrossRef
Google scholar
|
[126] |
Nie Y, Gong X, Gao H, Zhang X, Zhang S. Simultaneous desulfurization and denitrogen of liquid fuels using two functionalized group ionic liquids. Science China. Chemistry, 2014, 57(12): 1766–1773
CrossRef
Google scholar
|
[127] |
Yu F, Wang Y, Liu C, Xie C, Yu S. Oxidative desulfurization of fuels catalyzed by ammonium oxidative-thermoregulated bifunctional ionic liquids. Chemical Engineering Journal, 2014, 255: 372–376
CrossRef
Google scholar
|
[128] |
Yu F, Liu C, Xie C, Yuan B, Bu T, Yu S. Synthesis and property of imidazolium oxidative-thermoregulated ionic liquids. Chinese Science Bulletin, 2014, 59(34): 4705–4711
CrossRef
Google scholar
|
[129] |
Wang J, Zhao D, Li K. Oxidative desulfurization of dibenzothiophene using ozone and hydrogen peroxide in ionic liquid. Energy & Fuels, 2010, 24(4): 2527–2529
CrossRef
Google scholar
|
[130] |
Ma C, Dai B, Xu C, Liu P, Qi L, Ban L. Deep oxidative desulfurization of model fuel via dielectric barrier discharge plasma oxidation using MnO2 catalysts and combination of ionic liquid extraction. Catalysis Today, 2013, 211: 84–89
CrossRef
Google scholar
|
[131] |
Ban L, Liu P, Ma C, Dai B. Deep desulfurization of diesel fuels with plasma/air as oxidizing medium, diperiodatocuprate (III) as catalyzer and ionic liquid as extraction solvent. Plasma Science and Technology, 2013, 15(12): 1226–1231
CrossRef
Google scholar
|
[132] |
Ma C, Dai B, Liu P, Zhou N, Shi A, Ban L, Chen H. Deep oxidative desulfurization of model fuel using ozone generated by dielectric barrier discharge plasma combined with ionic liquid extraction. Journal of Industrial and Engineering Chemistry, 2014, 20(5): 2769–2774
CrossRef
Google scholar
|
[133] |
Li F, Liu R, Sun Z. Photocatalytic oxidative desulfurization of gasoline by TiO2 in [bmim]Cu2Cl3 ionic liquid. China Petroleum Processing and Petrochemical Technology, 2008, 9(4): 53–57
|
[134] |
Zhao Y, Hao Y, Li F. Photocatalytic oxidation desulfurization of fuel using nano-TiO2 in ionic liquid. Advanced Materials Research, 2011, 282-283: 599–602
CrossRef
Google scholar
|
[135] |
Wang X, Li F, Liu J, Kou C, Zhao Y, Hao Y, Zhao D. Preparation of TiO2 in ionic liquid via microwave radiation and in situ photocatalytic oxidative desulfurization of diesel oil. Energy & Fuels, 2012, 26: 6777–6782
|
[136] |
Wang T, Zhao D, Sun Z, Li F, Song Y, Kou C. One-step oxidative desulfurization of dibenzothiophene using cyclohexanone peroxide in N-alkyl-imidazolium-based ionic liquid extraction systems. Petroleum Science and Technology, 2011, 30(4): 385–392
CrossRef
Google scholar
|
[137] |
Zhao D, Liu R, Wang J, Liu B. Photochemical oxidation-ionic liquid extraction coupling technique in deep desulphurization of light oil. Energy & Fuels, 2008, 22(2): 1100–1103
CrossRef
Google scholar
|
[138] |
Zhu W, Xu Y, Li H, Dai B, Xu H, Wang C, Chao Y, Liu H. Photocatalytic oxidative desulfurization of dibenzothiophene catalyzed by amorphous TiO2 in ionic liquid. Korean Journal of Chemical Engineering, 2014, 31(2): 211–217
CrossRef
Google scholar
|
[139] |
Zaid H F M, Kait C F, Abdul Mutalib M I. Integrated photooxidative-extractive desulfurization system for fuel oil using Cu, Fe and Cu-Fe/ TiO2 and eutectic based ionic liquids: Effect of calcination temperature and duration. AIP Conference Proceedings, 2014, 1621: 231–236
CrossRef
Google scholar
|
[140] |
Ferreira J P, Viveiros R, Lourenço A, da Silva M S, Rosatella A, Casimiro T, Afonso C A M. Integrated desulfurization of diesel by combination of metal-free oxidation and product removal by molecularly imprinted polymers. RSC Advances, 2014, 4(98): 54948–54952
CrossRef
Google scholar
|
[141] |
Xu H, Han Z, Zhang D, Liu C. Theoretical elucidation of the dual role of [hmim]BF4 ionic liquid as catalyst and extractant in the oxidative desulfurization of dibenzothiophene. Journal of Molecular Catalysis A Chemical, 2015, 398: 297–303
CrossRef
Google scholar
|
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