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2016 | OriginalPaper | Chapter

3. Ionic Liquids for Extraction Processes in Refinery-Related Applications

Author : Ana Soto

Published in: Ionic Liquids for Better Separation Processes

Publisher: Springer Berlin Heidelberg

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Abstract

Ionic liquids are being investigated to improve many of the petrochemical industry stages, ranging from the extraction of crude oil from wells to the obtaining of added value products. The goal is to get more efficient, safe and environmentally benign processes. In this chapter, the possible role of ionic liquids to improve the extraction units in refinery-related applications is considered. These salts are being tested to improve the current separation processes of refineries (deasphalting, metal removal, aromatics extraction, etc.) or as alternatives to other processes (desulfurisation, denitrogenation, etc.). The most recent studies are considering the possibility of using ionic liquids for enhanced oil recovery, for instance, the recovery of bitumen from oil sands or the use of surfactant ionic liquids in chemical oil recovery. Most of the studies consist, at this moment, of only theoretical research. However, it is expected that they become an industrial reality, as it has been the case with the Hycapure-Hg process for mercury removal from natural gas.

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Literature
1.
go back to reference Devold H (2013) Oil and gas production handbook. An introduction to oil and gas production, transport, refining and petrochemical industry, 3rd edn. ABB, Oslo Devold H (2013) Oil and gas production handbook. An introduction to oil and gas production, transport, refining and petrochemical industry, 3rd edn. ABB, Oslo
2.
go back to reference McKetta JJ (1992) Petroleum processing handbook. Marcel Dekker, New York McKetta JJ (1992) Petroleum processing handbook. Marcel Dekker, New York
3.
go back to reference Painter P, Williams P, Mannebach E, Lupinsky A (2014) Analogue ionic liquids for the separation and recovery of hydrocarbons from particulate matter US Patent 0054200 A1 Painter P, Williams P, Mannebach E, Lupinsky A (2014) Analogue ionic liquids for the separation and recovery of hydrocarbons from particulate matter US Patent 0054200 A1
4.
go back to reference Painter P, Williams P, Mannebach E (2010) Recovery of bitumen from oil or tar sands using ionic liquids. Energy Fuel 24:1094–1098CrossRef Painter P, Williams P, Mannebach E (2010) Recovery of bitumen from oil or tar sands using ionic liquids. Energy Fuel 24:1094–1098CrossRef
5.
go back to reference Painter P, Williams P, Lupinsky A (2010) Recovery of bitumen from Utah tar sands using ionic liquids. Energy Fuel 24:5081–5088CrossRef Painter P, Williams P, Lupinsky A (2010) Recovery of bitumen from Utah tar sands using ionic liquids. Energy Fuel 24:5081–5088CrossRef
6.
go back to reference Thomas S (2008) Enhanced oil recovery. An overview. Oil Gas Sci Technol 63:9–59CrossRef Thomas S (2008) Enhanced oil recovery. An overview. Oil Gas Sci Technol 63:9–59CrossRef
7.
go back to reference Sheng JJ (2011) Modern chemical enhanced oil recovery. Theory and practice. Elsevier, Amsterdam Sheng JJ (2011) Modern chemical enhanced oil recovery. Theory and practice. Elsevier, Amsterdam
8.
go back to reference Speight JG (2009) Enhanced oil recovery methods for heavy oil and tar sands. GULF Publishing Company, Houston Speight JG (2009) Enhanced oil recovery methods for heavy oil and tar sands. GULF Publishing Company, Houston
9.
go back to reference Santanna VC, Silva ACM, Lopes HM, Sampaio-Neto FA (2013) Microemulsion flow in porous medium for enhanced oil recovery. J Petrol Sci Eng 105:116–120CrossRef Santanna VC, Silva ACM, Lopes HM, Sampaio-Neto FA (2013) Microemulsion flow in porous medium for enhanced oil recovery. J Petrol Sci Eng 105:116–120CrossRef
10.
go back to reference Collins IR, Earle MJ, Exton SP, Plechkova NV, Seddon KR (2006) Ionic liquids and uses thereof. WO Patent 111712 A2 Collins IR, Earle MJ, Exton SP, Plechkova NV, Seddon KR (2006) Ionic liquids and uses thereof. WO Patent 111712 A2
11.
go back to reference Hezave AZ, Dorostkar S, Ayatollahi S, Nabipour M, Hemmateenejad B (2013) Investigating the effect of ionic liquid (1-dodecyl-3-methylimidazolium chloride ([C12mim][Cl])) on the water/oil interfacial tension as a novel surfactant. Colloid Surf: Physicochem Eng Asp 421:63–71CrossRef Hezave AZ, Dorostkar S, Ayatollahi S, Nabipour M, Hemmateenejad B (2013) Investigating the effect of ionic liquid (1-dodecyl-3-methylimidazolium chloride ([C12mim][Cl])) on the water/oil interfacial tension as a novel surfactant. Colloid Surf: Physicochem Eng Asp 421:63–71CrossRef
12.
go back to reference Hezave AZ, Dorostkar S, Ayatollahi S, Nabipour M, Hemmateenejad B (2013) Dynamic interfacial tension behavior between heavy crude oil and ionic liquid solution (1-dodecyl-3-methylimidazolium chloride ([C12mim][Cl]) + distilled or saline water/heavy crude oil) as a new surfactant. J Mol Liq 187:83–89CrossRef Hezave AZ, Dorostkar S, Ayatollahi S, Nabipour M, Hemmateenejad B (2013) Dynamic interfacial tension behavior between heavy crude oil and ionic liquid solution (1-dodecyl-3-methylimidazolium chloride ([C12mim][Cl]) + distilled or saline water/heavy crude oil) as a new surfactant. J Mol Liq 187:83–89CrossRef
13.
go back to reference Hezave AZ, Dorostkar S, Ayatollahi S, Nabipour M, Hemmateenejad B (2013) Effect of different families (imidazolium and pyridinium) of ionic liquids-based surfactant on interfacial tension of water/crude oil system. Fluid Phase Equilib 360:139–145CrossRef Hezave AZ, Dorostkar S, Ayatollahi S, Nabipour M, Hemmateenejad B (2013) Effect of different families (imidazolium and pyridinium) of ionic liquids-based surfactant on interfacial tension of water/crude oil system. Fluid Phase Equilib 360:139–145CrossRef
14.
go back to reference Benzagouta MS, AlNashef IM, Karnanda W, Al-Khidir K (2013) Ionic liquids as novel surfactants for potential use in enhanced oil recovery. Korean J Chem Eng 30:2108–2117CrossRef Benzagouta MS, AlNashef IM, Karnanda W, Al-Khidir K (2013) Ionic liquids as novel surfactants for potential use in enhanced oil recovery. Korean J Chem Eng 30:2108–2117CrossRef
15.
go back to reference Bin-Dahbag MS, Al Quraishi AA, Benzagouta MS, Kinawy MM, Al Nashef IM, AI-Mushaegeh E (2014) Experimental study of use of ionic liquids in enhanced oil recovery. J Pet Environ Biotechnol 4:165–172 Bin-Dahbag MS, Al Quraishi AA, Benzagouta MS, Kinawy MM, Al Nashef IM, AI-Mushaegeh E (2014) Experimental study of use of ionic liquids in enhanced oil recovery. J Pet Environ Biotechnol 4:165–172
16.
go back to reference Lago S, Rodríguez H, Khoshkbarchi MK, Soto A, Arce A (2012) Enhanced oil recovery using the ionic liquid trihexyl(tetradecyl)phosphonium chloride: phase behaviour and properties. RSC Adv 2:9392–9397CrossRef Lago S, Rodríguez H, Khoshkbarchi MK, Soto A, Arce A (2012) Enhanced oil recovery using the ionic liquid trihexyl(tetradecyl)phosphonium chloride: phase behaviour and properties. RSC Adv 2:9392–9397CrossRef
17.
go back to reference Lago S, Francisco M, Soto A, Arce A (2013) Enhanced oil recovery with the ionic liquid trihexyl(tetradecyl)phosphonium chloride: a phase equilibria study at 75 °C. Energy Fuel 27:5806–5810CrossRef Lago S, Francisco M, Soto A, Arce A (2013) Enhanced oil recovery with the ionic liquid trihexyl(tetradecyl)phosphonium chloride: a phase equilibria study at 75 °C. Energy Fuel 27:5806–5810CrossRef
18.
go back to reference Spinelli LS, Aquino AS, Pires RV, Barboza EM, Louvisse AMT, Lucas EF (2007) Influence of polymer bases on the synergistic effects obtained from mixtures of additives in the petroleum industry: performance and residue formation. J Petrol Sci Eng 58:111–118CrossRef Spinelli LS, Aquino AS, Pires RV, Barboza EM, Louvisse AMT, Lucas EF (2007) Influence of polymer bases on the synergistic effects obtained from mixtures of additives in the petroleum industry: performance and residue formation. J Petrol Sci Eng 58:111–118CrossRef
19.
go back to reference Flores-Oropeza EA, Castro-Sotelo LV, López-Ortega A, Hernández-Cortez JG, Álvarez-Ramírez F, Vázquez-Moreno FS, Estrada-Martínez A, Lozada y Cassou M (2012) Dehydrating and desalting median, heavy and extra-heavy oils using ionic liquids and their formulations US Patent 0255886 A1 Flores-Oropeza EA, Castro-Sotelo LV, López-Ortega A, Hernández-Cortez JG, Álvarez-Ramírez F, Vázquez-Moreno FS, Estrada-Martínez A, Lozada y Cassou M (2012) Dehydrating and desalting median, heavy and extra-heavy oils using ionic liquids and their formulations US Patent 0255886 A1
20.
go back to reference Guzmán-Lucero D, Flores P, Rojo T, Martínez-Palou R (2010) Ionic liquids as demulsifiers of water-in-crude oil emulsions: study of the microwave effect. Energy Fuel 24:3610–3615CrossRef Guzmán-Lucero D, Flores P, Rojo T, Martínez-Palou R (2010) Ionic liquids as demulsifiers of water-in-crude oil emulsions: study of the microwave effect. Energy Fuel 24:3610–3615CrossRef
21.
go back to reference Meindersma GW, de Haan AB (2013) Separation processes with ionic liquids. In: Plechkova NV, Seddon KR (eds) Ionic liquids unCoiled. Critical expert overviews. Wiley, Hoboken Meindersma GW, de Haan AB (2013) Separation processes with ionic liquids. In: Plechkova NV, Seddon KR (eds) Ionic liquids unCoiled. Critical expert overviews. Wiley, Hoboken
22.
go back to reference Anderson K, Hussain A, Atkins M, Basar J (2014) A process for desalting crude oil. WO Patent 016425 A1 Anderson K, Hussain A, Atkins M, Basar J (2014) A process for desalting crude oil. WO Patent 016425 A1
23.
go back to reference Serban M, Bhattacharyya A, Mezza BJ, Vanden Bussche KM, Nicholas CP, Bennion WK (2011) Process for removing metals from crude oil. WO Patent 090610 A2 Serban M, Bhattacharyya A, Mezza BJ, Vanden Bussche KM, Nicholas CP, Bennion WK (2011) Process for removing metals from crude oil. WO Patent 090610 A2
24.
go back to reference Abai M, Atkins MP, Cheun KY, Holbrey J, Nockemann P, Seddon KR, Srinivasan G, Zou Y (2012) Process for removing metals from hydrocarbons. WO Patent 046057 A2 Abai M, Atkins MP, Cheun KY, Holbrey J, Nockemann P, Seddon KR, Srinivasan G, Zou Y (2012) Process for removing metals from hydrocarbons. WO Patent 046057 A2
25.
go back to reference European Commission (2003) Integrated pollution prevention and control. Reference document on best available techniques for mineral oil and gas refineries. European Commission (2003) Integrated pollution prevention and control. Reference document on best available techniques for mineral oil and gas refineries.
26.
go back to reference Forestiere A, Cadours R, Vallee C (2011) Ether production method involving alcohol separation by an ionic liquid. US Patent 0021847 A1 Forestiere A, Cadours R, Vallee C (2011) Ether production method involving alcohol separation by an ionic liquid. US Patent 0021847 A1
27.
go back to reference Arce A, Rodríguez H, Soto A (2006) Purification of ethyl tert-butyl ether from its mixtures with ethanol by using an ionic liquid. Chem Eng J 115:219–223CrossRef Arce A, Rodríguez H, Soto A (2006) Purification of ethyl tert-butyl ether from its mixtures with ethanol by using an ionic liquid. Chem Eng J 115:219–223CrossRef
28.
go back to reference Arce A, Rodríguez H, Soto A (2006) Effect of anion fluorination in 1-ethyl-3-methylimidazolium as solvent for the liquid extraction of ethanol from ethyl tert-butyl ether. Fluid Phase Equilib 242:164–168CrossRef Arce A, Rodríguez H, Soto A (2006) Effect of anion fluorination in 1-ethyl-3-methylimidazolium as solvent for the liquid extraction of ethanol from ethyl tert-butyl ether. Fluid Phase Equilib 242:164–168CrossRef
29.
go back to reference Arce A, Rodríguez H, Soto A (2007) Use of a green and cheap ionic liquid to purify gasoline octane boosters. Green Chem 9:247–253CrossRef Arce A, Rodríguez H, Soto A (2007) Use of a green and cheap ionic liquid to purify gasoline octane boosters. Green Chem 9:247–253CrossRef
30.
go back to reference Azizov AHO, Aliyeva RVG, Bagirova SRG, Kalbaliyeva ESG, Amanullayeva CIG, Azizbeili HRG, Mammadi RZG (2010) Method of selective purification of alkyl-tert-alkyl ethers by ionic liquid. WO Patent 040191 A2 Azizov AHO, Aliyeva RVG, Bagirova SRG, Kalbaliyeva ESG, Amanullayeva CIG, Azizbeili HRG, Mammadi RZG (2010) Method of selective purification of alkyl-tert-alkyl ethers by ionic liquid. WO Patent 040191 A2
31.
go back to reference Wauquier JP (2000) Petroleum refining 2. Separation processes. Technip (IFP Publications), Paris Wauquier JP (2000) Petroleum refining 2. Separation processes. Technip (IFP Publications), Paris
32.
go back to reference Harmsen GJ, De With J (2011) Process for separation of aromatic compounds from a mixture. WO Patent 026975 A1 Harmsen GJ, De With J (2011) Process for separation of aromatic compounds from a mixture. WO Patent 026975 A1
33.
go back to reference Ferreira AR, Freire MG, Ribeiro JC, Lopes FM, Crespo JG, Countinho JAP (2012) Overview of the liquid-liquid equilibria of ternary systems composed of ionic liquid and aromatic and aliphatic hydrocarbons, and their modeling by COSMO-RS. Ind Eng Chem Res 51:3483–3507CrossRef Ferreira AR, Freire MG, Ribeiro JC, Lopes FM, Crespo JG, Countinho JAP (2012) Overview of the liquid-liquid equilibria of ternary systems composed of ionic liquid and aromatic and aliphatic hydrocarbons, and their modeling by COSMO-RS. Ind Eng Chem Res 51:3483–3507CrossRef
34.
go back to reference Meindersma GW, de Haan AB (2012) Cyano-containing ionic liquids for the extraction of aromatic hydrocarbons from an aromatic/aliphatic mixture. Sci China Chem 55:1488–1499CrossRef Meindersma GW, de Haan AB (2012) Cyano-containing ionic liquids for the extraction of aromatic hydrocarbons from an aromatic/aliphatic mixture. Sci China Chem 55:1488–1499CrossRef
35.
go back to reference Chen J, Duan LP, Mi JG, Fei WY, Li ZC (2000) Liquid-liquid equilibria of multi-component systems including n-hexane, n-octane, benzene, toluene, xylene and sulfolane at 298.15 K and atmospheric pressure. Fluid Phase Equilib 173:109–119CrossRef Chen J, Duan LP, Mi JG, Fei WY, Li ZC (2000) Liquid-liquid equilibria of multi-component systems including n-hexane, n-octane, benzene, toluene, xylene and sulfolane at 298.15 K and atmospheric pressure. Fluid Phase Equilib 173:109–119CrossRef
36.
go back to reference Arce A, Earle MJ, Rodríguez H, Seddon KR (2007) Separation of aromatic hydrocarbons from alkanes using the ionic liquid 1-ethyl-3-methylimidazolium bis{(trifluoromethyl)sulfonyl}amide. Green Chem 9:70–74CrossRef Arce A, Earle MJ, Rodríguez H, Seddon KR (2007) Separation of aromatic hydrocarbons from alkanes using the ionic liquid 1-ethyl-3-methylimidazolium bis{(trifluoromethyl)sulfonyl}amide. Green Chem 9:70–74CrossRef
37.
go back to reference Arce A, Earle MJ, Rodríguez H, Seddon KR (2007) Separation of benzene and hexane by solvent extraction with 1-alkyl-3-methylimidazolium bis{(trifluoromethyl)sulfonyl}amide ionic liquids: effect of the alkyl-substituent length. J Phys Chem B 111:4732–4736CrossRef Arce A, Earle MJ, Rodríguez H, Seddon KR (2007) Separation of benzene and hexane by solvent extraction with 1-alkyl-3-methylimidazolium bis{(trifluoromethyl)sulfonyl}amide ionic liquids: effect of the alkyl-substituent length. J Phys Chem B 111:4732–4736CrossRef
38.
go back to reference González EJ, Calvar N, González NB, Domínguez A (2009) (Liquid + liquid) equilibria for ternary mixtures of (alkane + benzene + [EMpy][ESO4]) at several temperatures and atmospheric pressure. J Chem Thermodyn 41:1215–1221CrossRef González EJ, Calvar N, González NB, Domínguez A (2009) (Liquid + liquid) equilibria for ternary mixtures of (alkane + benzene + [EMpy][ESO4]) at several temperatures and atmospheric pressure. J Chem Thermodyn 41:1215–1221CrossRef
39.
go back to reference Ashcroft SJ, Clayton AD, Shearn RB (1982) Liquid-liquid equilibriums for three ternary and six quaternary systems containing sulfolane, n-heptane, toluene, 2-propanol, and water at 303.15 K. J Chem Eng Data 27:148–151CrossRef Ashcroft SJ, Clayton AD, Shearn RB (1982) Liquid-liquid equilibriums for three ternary and six quaternary systems containing sulfolane, n-heptane, toluene, 2-propanol, and water at 303.15 K. J Chem Eng Data 27:148–151CrossRef
40.
go back to reference Meindersma GW, Simons BTJ, de Haan AB (2011) Physical properties of 3-methyl-N-butylpyridinium tetracyanoborate and 1-butyl-1-methylpyrrolidinium tetracyanoborate and ternary LLE data of [3-mebupy]B(CN)4 with an aromatic and an aliphatic hydrocarbon at T = 303.2 K and 328.2 K and p = 0.1 MPa. J Chem Thermodyn 43:1628–1640CrossRef Meindersma GW, Simons BTJ, de Haan AB (2011) Physical properties of 3-methyl-N-butylpyridinium tetracyanoborate and 1-butyl-1-methylpyrrolidinium tetracyanoborate and ternary LLE data of [3-mebupy]B(CN)4 with an aromatic and an aliphatic hydrocarbon at T = 303.2 K and 328.2 K and p = 0.1 MPa. J Chem Thermodyn 43:1628–1640CrossRef
41.
go back to reference Hansmeier AR, Ruiz MM, Meindersma GW, de Haan AB (2010) Liquid−liquid equilibria for the three ternary systems (3-Methyl-N-butylpyridinium Dicyanamide + Toluene + Heptane), (1-Butyl-3-methylimidazolium Dicyanamide + Toluene + Heptane) and (1-Butyl-3-methylimidazolium Thiocyanate + Toluene + Heptane) at T = (313.15 and 348.15) K and p = 0.1 MPa. J Chem Eng Data 55:708–713CrossRef Hansmeier AR, Ruiz MM, Meindersma GW, de Haan AB (2010) Liquid−liquid equilibria for the three ternary systems (3-Methyl-N-butylpyridinium Dicyanamide + Toluene + Heptane), (1-Butyl-3-methylimidazolium Dicyanamide + Toluene + Heptane) and (1-Butyl-3-methylimidazolium Thiocyanate + Toluene + Heptane) at T = (313.15 and 348.15) K and p = 0.1 MPa. J Chem Eng Data 55:708–713CrossRef
42.
go back to reference Meindersma GW, van Acker T, de Haan AB (2011) Physical properties of 3-methyl-N-butylpyridinium tricyanomethanide and ternary LLE data with an aromatic and an aliphatic hydrocarbon at T = (303.2 and 328.2) K and p = 0.1 MPa. Fluid Phase Equilib 307:30–36CrossRef Meindersma GW, van Acker T, de Haan AB (2011) Physical properties of 3-methyl-N-butylpyridinium tricyanomethanide and ternary LLE data with an aromatic and an aliphatic hydrocarbon at T = (303.2 and 328.2) K and p = 0.1 MPa. Fluid Phase Equilib 307:30–36CrossRef
43.
go back to reference Bhattacharyya A, Serban M, Mezza BJ, Vanden Bussche KM, Nicholas CP, Kocal JA, Bennion WK (2011) Process for removing sulfur from vacuum gas oil. WO Patent 090611 A2 Bhattacharyya A, Serban M, Mezza BJ, Vanden Bussche KM, Nicholas CP, Kocal JA, Bennion WK (2011) Process for removing sulfur from vacuum gas oil. WO Patent 090611 A2
44.
go back to reference Koseoglu OR, Al-Hajji A (2011) Ionic liquid desulfurization process incorporated in a low pressure separator. WO Patent 119807 A1 Koseoglu OR, Al-Hajji A (2011) Ionic liquid desulfurization process incorporated in a low pressure separator. WO Patent 119807 A1
45.
go back to reference Koseoglu OR, Al-Hajji A (2011) Ionic liquid desulfurization process incorporated in a contact vessel. WO Patent 119807 A1 Koseoglu OR, Al-Hajji A (2011) Ionic liquid desulfurization process incorporated in a contact vessel. WO Patent 119807 A1
46.
go back to reference Mello MDE, He Z, Verma A, Yeh S, Zhan BZ, Zhou Z (2012) Treatment of a hydrocarbon feed. WO Patent 015589 A2 Mello MDE, He Z, Verma A, Yeh S, Zhan BZ, Zhou Z (2012) Treatment of a hydrocarbon feed. WO Patent 015589 A2
47.
go back to reference Kulkarni PS, Afonso CAM (2010) Deep desulfurization of diesel fuel using ionic liquids: current status and future challenges. Green Chem 12:1139–1149CrossRef Kulkarni PS, Afonso CAM (2010) Deep desulfurization of diesel fuel using ionic liquids: current status and future challenges. Green Chem 12:1139–1149CrossRef
48.
go back to reference Kowsary E (2013) Recent advances in the science and technology of desulfurization of diesel fuel using ionic liquids. In: Kadokawa J (ed) Ionic liquids – new aspects for the future. InTech, Croatia Kowsary E (2013) Recent advances in the science and technology of desulfurization of diesel fuel using ionic liquids. In: Kadokawa J (ed) Ionic liquids – new aspects for the future. InTech, Croatia
49.
go back to reference Holbrey JD, López-Martín I, Rothenberg G, Seddon KR, Silvero G, Zheng X (2008) Desulfurisation of oils using ionic liquids: selection of cationic and anionic components to enhance extraction efficiency. Green Chem 10:87–92CrossRef Holbrey JD, López-Martín I, Rothenberg G, Seddon KR, Silvero G, Zheng X (2008) Desulfurisation of oils using ionic liquids: selection of cationic and anionic components to enhance extraction efficiency. Green Chem 10:87–92CrossRef
50.
go back to reference Alonso L, Arce A, Francisco M, Soto A (2008) Thiophene separation from aliphatic hydrocarbons using the 1-ethyl-3-methylimidazolium ethylsulfate ionic liquid. Fluid Phase Equilib 270:97–102CrossRef Alonso L, Arce A, Francisco M, Soto A (2008) Thiophene separation from aliphatic hydrocarbons using the 1-ethyl-3-methylimidazolium ethylsulfate ionic liquid. Fluid Phase Equilib 270:97–102CrossRef
51.
go back to reference Alonso L, Arce A, Francisco M, Rodríguez O, Soto A (2007) Liquid-liquid equilibria for systems composed by 1-methyl-3-octylimidazolium tetrafluoroborate ionic liquid, thiophene and n-hexane or cyclohexane. J Chem Eng Data 52:1729–1732CrossRef Alonso L, Arce A, Francisco M, Rodríguez O, Soto A (2007) Liquid-liquid equilibria for systems composed by 1-methyl-3-octylimidazolium tetrafluoroborate ionic liquid, thiophene and n-hexane or cyclohexane. J Chem Eng Data 52:1729–1732CrossRef
52.
go back to reference Rodríguez-Cabo B, Francisco M, Soto A, Arce A (2012) Hexyl dimethylpyridinium ionic liquids for desulfurization of fuels. Effect of the position of the alkyl side chains. Fluid Phase Equilib 314:107–112CrossRef Rodríguez-Cabo B, Francisco M, Soto A, Arce A (2012) Hexyl dimethylpyridinium ionic liquids for desulfurization of fuels. Effect of the position of the alkyl side chains. Fluid Phase Equilib 314:107–112CrossRef
53.
go back to reference Mokhtarani B, Mansourzareh H, Reza-Mortaheb H (2014) Phase behavior of nitrate based ionic liquids with thiophene and alkanes. Ind Eng Chem Res 53:1256–1261CrossRef Mokhtarani B, Mansourzareh H, Reza-Mortaheb H (2014) Phase behavior of nitrate based ionic liquids with thiophene and alkanes. Ind Eng Chem Res 53:1256–1261CrossRef
54.
go back to reference Rodríguez-Cabo B, Soto A, Arce A (2013) Desulfurization of fuels by liquid-liquid extraction with 1-ethyl-3-methylimidazolium ionic liquids. Fluid Phase Equilib 356:126–135CrossRef Rodríguez-Cabo B, Soto A, Arce A (2013) Desulfurization of fuels by liquid-liquid extraction with 1-ethyl-3-methylimidazolium ionic liquids. Fluid Phase Equilib 356:126–135CrossRef
55.
go back to reference Rodríguez-Cabo B, Rodríguez H, Rodil E, Arce A, Soto A (2014) Extractive and oxidative-extractive desulfurization of fuels with ionic liquids. Fuel 117A:882–889CrossRef Rodríguez-Cabo B, Rodríguez H, Rodil E, Arce A, Soto A (2014) Extractive and oxidative-extractive desulfurization of fuels with ionic liquids. Fuel 117A:882–889CrossRef
56.
go back to reference Billimoria RM, Francisco MA, Siskin M (2008) Upgrading of of heavy hydrocarbons by the separation of asphaltenes using ionic liquids. WO Patent 124042 A1 Billimoria RM, Francisco MA, Siskin M (2008) Upgrading of of heavy hydrocarbons by the separation of asphaltenes using ionic liquids. WO Patent 124042 A1
57.
go back to reference Liu Y, Hu Y, Wang H, Xu C, Ji D, Sun Y, Guo T (2005) Ionic liquids: novel solvents for petroleum asphaltenes. Chin J Chem Eng 13:564–567 Liu Y, Hu Y, Wang H, Xu C, Ji D, Sun Y, Guo T (2005) Ionic liquids: novel solvents for petroleum asphaltenes. Chin J Chem Eng 13:564–567
Metadata
Title
Ionic Liquids for Extraction Processes in Refinery-Related Applications
Author
Ana Soto
Copyright Year
2016
Publisher
Springer Berlin Heidelberg
DOI
https://doi.org/10.1007/978-3-662-48520-0_3