Citation: Teng-Jie Ren, Juan Zhang, Yan-Hui Hu, Jun-Pan Li, Meng-Shuai Liu, Di-Shun Zhao. Extractive desulfurization of fuel oil with metal-based ionic liquids[J]. Chinese Chemical Letters, ;2015, 26(9): 1169-1173. doi: 10.1016/j.cclet.2015.05.023
-
Several metal-based ionic liquids (ILs) were synthesized and used as extractants for the desulfurization of dibenzothiophene (DBT) in simulated fuel oil. The effects of several anion and metal ions, n(ILs)/n(metal) as mole ratio, VIL/Voil and extractive times on the removal ratio of DBT were investigated in detail. The results showed that [BMIM]HSO4/FeCl3(BMIM was short for 1-butyl-3-methyl imidazole) was superior to the other ILs for the extractive desulfurization. A total of 100% of DBT was removed at room temperature in 5 min with V[BMIM]HSO4=FeCl3=Voil=1:1. The extractive activity of [BMIM]HSO4/FeCl3 IL did not change almost after five runs. Extractive desulfurization of different sulfur compounds and commercial diesel fuel oil were also examined. The removal ratios of the sulfur compounds as the reaction substrates were all over 90% and the sulfur content of commercial diesel oil decreased to 120 ppm from 12,400 ppm.
-
-
[1]
[1] D.S. Zhao, J.L. Wang, E.P. Zhou, Oxidative desulfurization of diesel fuel using a Brønsted acid room temperature ionic liquid in the presence of H2O2, Green Chem. 9(2007) 1219-1222.
-
[2]
[2] H.M. Li, W.S. Zhu, Y. Wang, et al., Deep oxidative desulfurization of fuels in redox ionic liquids based on iron chloride, Green Chem. 11(2009) 810-815.
-
[3]
[3] D.S. Zhao, Y.N. Wang, E.H. Duan, J. Zhang, Oxidation desulfurization of fuel using pyridinium-based ionic liquids as phase-transfer catalysts, Fuel Process. Technol. 91(2010) 1803-1806.
-
[4]
[4] H.Y. Lü, J.B. Gao, Z.X. Jiang, et al., Ultra-deep desulfurization of diesel by selective oxidation with [C18H37N(CH3)3]4[H2NaPW10O36] catalyst assembled in emulsion droplets, J. Catal. 239(2006) 369-375.
-
[5]
[5] L.N. He, H.M. Li, W.S. Zhu, et al., Deep oxidative desulfurization of fuels using peroxophosphomolybdate catalysts in ionic liquids, Ind. Eng. Chem. Res. 47(2008) 6890-6895.
-
[6]
[6] F.T. Li, R.H. Liu, J.H. Wen, et al., Desulfurization of dibenzothiophene by chemical oxidation and solvent extraction with Me3NCH2C6H5Cl·2ZnCl2 ionic liquid, Green Chem. 11(2009) 883-888.
-
[7]
[7] S. Dhir, R. Uppaluri, M.K. Purkait, Oxidative desulfurization:kinetic modeling, J. Hazard. Mater. 161(2009) 1360-1368.
-
[8]
[8] J. Zhang, A.J. Wang, X. Li, X.H. Ma, Oxidative desulfurization of dibenzothiophene and diesel over [Bmim]3PMo12O40, J. Catal. 279(2011) 269-275.
-
[9]
[9] A.E.S. Choi, S. Roces, N. Dugos, et al., Optimization of ultrasound-assisted oxidative desulfurization of model sulfur compounds using commercial ferrate (VI), J. Taiwan Inst. Chem. Eng. 45(2014) 2935-2942.
-
[10]
[10] K. Kirimura, T. Furuya, Y. Nishii, et al., Biodesulfurization of dibenzothiophene and its derivatives through the selective cleavage of carbon-sulfur bonds by a moderately thermophilic bacterim Bacillus subtilis WU-S2B, J. Biosci. Bioeng. 91(2001) 262-266.
-
[11]
[11] L.Z. Zhai, Q. Zhong, C. He, J. Wang, Hydroxyl ammonium ionic liquids synthesized by water-bath microwave:synthesis and desulfurization, J. Hazard. Mater. 161(2009) 1360-1368.
-
[12]
[12] C. Asumana, G.R. Yu, X. Li, et al., Extractive desulfurization of fuel oils with lowviscosity dicyanamide-based ionic liquids, Green Chem. 12(2010) 2030-2037.
-
[13]
[13] W.N.A.W. Mokhtar, W.A.W.A. Bakar, R. Ali, A.A.A. Kadir, Deep desulfurization of model diesel by extraction with N,N-dimethylformamide:optimization by Box-Behnken design, J. Taiwan Inst. Chem. Eng. 45(2014) 1542-1548.
-
[14]
[14] A. Srivastav, V.C. Srivastava, Adsorptive desulfurization by activated alumina, J. Hazard. Mater. 170(2009) 1133-1140.
-
[15]
[15] J.L. Wang, D.S. Zhao, K.X. Li, Oxidative desulfurization of dibenzothiophene using ozone and hydrogen peroxide in ionic liquid, Energy Fuels 24(2010) 2527-2529.
-
[16]
[16] A. Bösmann, L. Datsevich, A. Jess, et al., Deep desulfurization of diesel fuel by extraction with ionic liquids, Chem. Commun. (2001) 2494-2495.
-
[17]
[17] Y. Nie, C.X. Li, A.J. Sun,H.Meng, Z.H.Wang, Extractive desulfurization of gasoline using imidazolium-based phosphoric ionic liquids, Energy Fuels 20(2006) 2083-2087.
-
[18]
[18] J.L. Wang, D.S. Zhao, E.P. Zhou, Z. Dong, Desulfurization of gasoline by extraction with N-alkyl-pyridinium-based ionic liquids, J. Fuel Chem. Technol. 35(2007) 293-296.
-
[19]
[19] S.Q. Zhang, Z.C. Zhang, Novel properties of ionic liquids in selective sulfur removal from fuels at room temperature, Green Chem. 4(2002) 376-379.
-
[20]
[20] B.-M. Su, S.G. Zhang, Z.C. Zhang, Structural elucidation of thiophene interaction with ionic liquids by multinuclear NMR spectroscopy, J. Phys. Chem. B 108(2004) 19510-19517.
-
[21]
[21] I.J.B. Lin, C.S. Vasam, Metal-containing ionic liquids and ionic liquid crystals based on imidazolium moiety, J. Organomet. Chem. 690(2005) 3498-3512.
-
[22]
[22] C.M. Zhong, T. Sasaki, A. Jimbo-Kobayashi, et al., Syntheses, structures, and properties of a series of metal ion-containing dialkylimidazolium ionic liquids, Bull. Chem. Soc. Jpn. 80(2007) 2365-2374.
-
[23]
[23] S.G. Zhang, Q.L. Zhang, Z.C. Zhang, Extractive desulfurization and denitrogenation of fuels using ionic liquids, Ind. Eng. Chem. Res. 43(2004) 614-622.
-
[24]
[24] C.P. Huang, B.H. Chen, J. Zhang, Z.C. Liu, Y.X. Li, Desulfurization of gasoline by extraction with new ionic liquids, Energy Fuels 18(2004) 1862-1864.
-
[25]
[25] N.H. Ko, J.S. Lee, E.S. Huh, et al., Extractive desulfurization using Fe-containing ionic liquids, Energy Fuels 22(2008) 1687-1690.
-
[26]
[26] G. Neeraj, L.K. Goverdhan, S. Jasvinder, Enhancing nucleophilicity in ionic liquid [bmim]HSO4:a recyclable media and catalyst for the halogenation of alcohols, J. Mol. Catal. A:Chem. 302(2009) 11-14.
-
[27]
[27] D. Kogelnig, A. Stojanovic, F. Jirsa, et al., Transport and separation of iron (III) from nickel (II) with the ionic liquid trihexyl (tetradecyl) phosphonium chloride, Sep. Purif. Technol. 72(2010) 56-60.
-
[28]
[28] Y.Q. Jiang, W.S. Zhu, H.M. Li, et al., Oxidative desulfurization of fuels catalyzed by Fenton-Like ionic liquids at room temperature, ChemSusChem 4(2011) 399-403.
-
[29]
[29] F.T. Li, Y. Liu, Z.M. Sun, et al., Deep extractive desulfurization of gasoline with XEt3NHCl3FeCl3 ionic liquids, Energy Fuels 24(2010) 4285-4289.
-
[30]
[30] L. Alonso, A. Arce, M. Francisco, O. Rodríguez, A. Soto, Gasoline desulfurization using extraction with [C8mim][BF4] ionic liquid, AIChE J. 53(2007) 3108-3115.
-
[1]
-
-
[1]
Hao-Cong Li , Ming Zhang , Qiyan Lv , Kai Sun , Xiao-Lan Chen , Lingbo Qu , Bing Yu . Homogeneous catalysis and heterogeneous separation: Ionic liquids as recyclable photocatalysts for hydroacylation of olefins. Chinese Chemical Letters, 2025, 36(2): 110579-. doi: 10.1016/j.cclet.2024.110579
-
[2]
Jiajia Wang , XinXin Ge , Yajing Xiang , Xiaoliang Qi , Ying Li , Hangbin Xu , Erya Cai , Chaofan Zhang , Yulong Lan , Xiaojing Chen , Yizuo Shi , Zhangping Li , Jianliang Shen . An ionic liquid functionalized sericin hydrogel for drug-resistant bacteria-infected diabetic wound healing. Chinese Chemical Letters, 2025, 36(2): 109819-. doi: 10.1016/j.cclet.2024.109819
-
[3]
Luyu Zhang , Zirong Dong , Shuai Yu , Guangyue Li , Weiwen Kong , Wenjuan Liu , Haisheng He , Yi Lu , Wei Wu , Jianping Qi . Ionic liquid-based in situ dynamically self-assembled cationic lipid nanocomplexes (CLNs) for enhanced intranasal siRNA delivery. Chinese Chemical Letters, 2024, 35(7): 109101-. doi: 10.1016/j.cclet.2023.109101
-
[4]
Xiaofei NIU , Ke WANG , Fengyan SONG , Shuyan YU . Self-assembly of [Pd6(L)4]8+-type macrocyclic complexes for fluorescent sensing of HSO3-. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1233-1242. doi: 10.11862/CJIC.20240057
-
[5]
Lu Huang , Jiang Wang , Hong Jiang , Lanfang Chen , Huanwen Chen . On-line determination of selenium compounds in tea infusion by extractive electrospray ionization mass spectrometry combined with a heating reaction device. Chinese Chemical Letters, 2025, 36(1): 109896-. doi: 10.1016/j.cclet.2024.109896
-
[6]
Haiyan Lu , Jiayue Ye , Yiping Wei , Hua Zhang , Konstantin Chingin , Vladimir Frankevich , Huanwen Chen . Tracing molecular margins of lung cancer by internal extractive electrospray ionization mass spectrometry. Chinese Chemical Letters, 2025, 36(2): 110077-. doi: 10.1016/j.cclet.2024.110077
-
[7]
Yixia Zhang , Caili Xue , Yunpeng Zhang , Qi Zhang , Kai Zhang , Yulin Liu , Zhaohui Shan , Wu Qiu , Gang Chen , Na Li , Hulin Zhang , Jiang Zhao , Da-Peng Yang . Cocktail effect of ionic patch driven by triboelectric nanogenerator for diabetic wound healing. Chinese Chemical Letters, 2024, 35(8): 109196-. doi: 10.1016/j.cclet.2023.109196
-
[8]
Pei Cao , Yilan Wang , Lejian Yu , Miao Wang , Liming Zhao , Xu Hou . Dynamic asymmetric mechanical responsive carbon nanotube fiber for ionic logic gate. Chinese Chemical Letters, 2024, 35(6): 109421-. doi: 10.1016/j.cclet.2023.109421
-
[9]
Qiangwei Wang , Huijiao Liu , Mengjie Wang , Haojie Zhang , Jianda Xie , Xuanwei Hu , Shiming Zhou , Weitai Wu . Observation of high ionic conductivity of polyelectrolyte microgels in salt-free solutions. Chinese Chemical Letters, 2024, 35(4): 108743-. doi: 10.1016/j.cclet.2023.108743
-
[10]
Xiao-Ya Yuan , Cong-Cong Wang , Bing Yu . Recent advances in FeCl3-photocatalyzed organic reactions via hydrogen-atom transfer. Chinese Chemical Letters, 2024, 35(9): 109517-. doi: 10.1016/j.cclet.2024.109517
-
[11]
Tong Zhang , Xiaojing Liang , Licheng Wang , Shuai Wang , Xiaoxiao Liu , Yong Guo . An ionic liquid assisted hydrogel functionalized silica stationary phase for mixed-mode liquid chromatography. Chinese Chemical Letters, 2025, 36(1): 109889-. doi: 10.1016/j.cclet.2024.109889
-
[12]
Congyan Liu , Xueyao Zhou , Fei Ye , Bin Jiang , Bo Liu . Confined electric field in nano-sized channels of ionic porous framework towards unique adsorption selectivity. Chinese Chemical Letters, 2025, 36(2): 109969-. doi: 10.1016/j.cclet.2024.109969
-
[13]
Zhenyu Hu , Zhenchun Yang , Shiqi Zeng , Kun Wang , Lina Li , Chun Hu , Yubao Zhao . Cationic surface polarization centers on ionic carbon nitride for efficient solar-driven H2O2 production and pollutant abatement. Chinese Chemical Letters, 2024, 35(10): 109526-. doi: 10.1016/j.cclet.2024.109526
-
[14]
Gregorio F. Ortiz . Some facets of the Mg/Na3VCr0.5Fe0.5(PO4)3 battery. Chinese Chemical Letters, 2024, 35(10): 109391-. doi: 10.1016/j.cclet.2023.109391
-
[15]
Shiyi WANG , Chaolong CHEN , Xiangjian KONG , Lansun ZHENG , Lasheng LONG . Polynuclear lanthanide compound [Ce4ⅢCe6Ⅳ(μ3-O)4(μ4-O)4(acac)14(CH3O)6]·2CH3OH for the hydroboration of amides to amine. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 88-96. doi: 10.11862/CJIC.20240342
-
[16]
Hong-Tao Ji , Yu-Han Lu , Yan-Ting Liu , Yu-Lin Huang , Jiang-Feng Tian , Feng Liu , Yan-Yan Zeng , Hai-Yan Yang , Yong-Hong Zhang , Wei-Min He . Nd@C3N4-photoredox/chlorine dual catalyzed synthesis and evaluation of antitumor activities of 4-alkylated sulfonyl ketimines. Chinese Chemical Letters, 2025, 36(2): 110568-. doi: 10.1016/j.cclet.2024.110568
-
[17]
Ruofan Yin , Zhaoxin Guo , Rui Liu , Xian-Sen Tao . Ultrafast synthesis of Na3V2(PO4)3 cathode for high performance sodium-ion batteries. Chinese Chemical Letters, 2025, 36(2): 109643-. doi: 10.1016/j.cclet.2024.109643
-
[18]
Kai Han , Guohui Dong , Ishaaq Saeed , Tingting Dong , Chenyang Xiao . Morphology and photocatalytic tetracycline degradation of g-C3N4 optimized by the coal gangue. Chinese Journal of Structural Chemistry, 2024, 43(2): 100208-100208. doi: 10.1016/j.cjsc.2023.100208
-
[19]
Yan ZHAO , Xiaokang JIANG , Zhonghui LI , Jiaxu WANG , Hengwei ZHOU , Hai GUO . Preparation and fluorescence properties of Eu3+-doped CaLaGaO4 red-emitting phosphors. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1861-1868. doi: 10.11862/CJIC.20240242
-
[20]
Xuejiao Wang , Suiying Dong , Kezhen Qi , Vadim Popkov , Xianglin Xiang . Photocatalytic CO2 Reduction by Modified g-C3N4. Acta Physico-Chimica Sinica, 2024, 40(12): 2408005-. doi: 10.3866/PKU.WHXB202408005
-
[1]
Metrics
- PDF Downloads(0)
- Abstract views(609)
- HTML views(4)