Capturing thermodynamic behavior of ionic liquid systems: Correlations with the SWCF-VR equation

Industrial and Engineering Chemistry Research

Volumn 51, Issue 7, 2012, Pages 3137-3148

  He, Changchun ^a   Li, Jinlong ^b   Peng, Changjun ^a   Liu, Honglai ^a   Hu, Ying ^a  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

^b P R China   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ALKANOLS; BINARY INTERACTION PARAMETER; BINARY SYSTEMS; CROSS-ASSOCIATION; ENTHALPY OF VAPORIZATION; EQUATION OF STATE; FLUID-PHASE; GAS LIQUIDS; LIQUID DENSITY; LIQUID LIQUID EQUILIBRIUM; LIQUID SYSTEM; LOW PRESSURES; MASS FRACTION; MIXING RULES; MOLECULAR PARAMETERS; MULTIPOLAR INTERACTION; SQUARE-WELL CHAINS; THEORETICAL RESULT; THERMODYNAMIC BEHAVIORS; VAPOR-LIQUID EQUILIBRIUM; VOLATILE FLUIDS; WATER-RICH PHASE;

CARBON DIOXIDE; EQUATIONS OF STATE; FLUIDS; HYDROGEN BONDS; IONIC LIQUIDS; TEMPERATURE;

BINARY MIXTURES;

EID: 84863115201     PISSN: 08885885     EISSN: 15205045     Source Type: Journal    
DOI: 10.1021/ie202237e     Document Type: Article

References (74)

1. Welton, T. Room-temperature ionic liquids. Solvents for synthesis and catalysis Chem. Rev. 1999, 99, 2071-2084
2. Wasserschied, P. Ionic liquids - New "solutions" for transition metal catalysis Angew. Chem., Int. Ed. 2000, 39, 3772-3789
3. Davis, J. H.; Fox, P. A. From Curiosities to Commodities: Ionic Liquids Begin the Transition Chem. Commun. 2003, 1209-1212 (Pubitemid 36648959)
4. Welton, T. Ionic Liquids in Catalysis Coord. Chem. Rev. 2004, 248, 2459-2477
5. Forsyth, S. A.; Pringle, J. M.; MacFarlane, D. R. Ionic Liquids - An Overview Aust. J. Chem. 2004, 57, 113-119
6. Earle, M. J.; Esperança, J. M. S. S.; Gilea, M. A.; Canongia Lopes, J. N.; Rebelo, L. P. N; Magee, J. W.; Seddon, K. R.; Widegren, J. A. The distillation and volatility of ionic liquids Nature 2006, 439, 831-834 (Pubitemid 43256743)
7. Kulkarni, P. S.; Branco, L. C.; Crespo, J. G.; Cristiana Nunes, M.; Raymundo, A.; Afonso, C. A. M. Comparison of physicochemical properties of new ionic liquids based on imidazolium, quaternary ammonium, and guanidinium cations Chem. - Eur. J. 2007, 13, 8478-8488 (Pubitemid 47608882)
8. Olivier-Bourbigou, H.; Magna, L. Ionic Liquids: Perspectives for organic and catalytic reactions J. Mol. Catal. A: Chem 2002, 182-183, 419-437 (Pubitemid 34606094)
9. Mehnert, C. P.; Cook, R. A.; Dispenziere, N. C.; Afeworki, M. Supported ionic liquid catalysis - A new concept for homogeneous hydroformylation catalysis J. Am. Chem. Soc. 2002, 124, 12932-12933 (Pubitemid 35247089)
10. Mehnert, C. P.; Mozeleski, E. J.; Cook, R. A. Supported ionic liquid catalysis investigated for hydrogenation reactions Chem. Commun. 2002, 3010-3011 (Pubitemid 36044160)
11. Valkenberg, M. H.; DeCastro, C.; Hölderich, W. F. Immobilisation of ionic liquids on solid supports Green Chem. 2002, 4, 88-93
12. 2 capture by a task-specific ionic liquid J. Am. Chem. Soc. 2002, 124, 926-927 (Pubitemid 34130976)
13. Arce, A.; Marchiaro, A.; Rodríguez, O.; Soto, A. Essential oil terpenless by extraction using organic solvents or ionic liquids AIChE J. 2006, 52, 2089-2097 (Pubitemid 43837610)
14. Dietz, M. L. Ionic liquid as extraction solvents: where do we stand? Sep. Sci. Technol. 2006, 41, 2047-2063 (Pubitemid 44100545)
15. Swatloski, R. P.; Spear, S. K.; Holbrey, J. D.; Rogers, R. D. Dissolution of cellose with ionic liquids J. Am. Chem. Soc. 2002, 124, 4974-4975 (Pubitemid 34495887)
16. Seddon, K. R. Ionic liquids for clean technology J. Chem. Tech. Biotechnol 1997, 68, 351-356 (Pubitemid 27170814)
17. Adams, J. C.; Earle, J. M.; Seddon, R. K. Catalytic cracking reactions of polyethylene to light alkanes in ionic liquids Green Chem. 2000, 2, 21-23
18. Antonietti, M.; Kuang, D.; Smarsly, B.; Zhou, Y. Ionic liquids for the convenient synthesis of functional nanoparticles and other inorganic nanostructures Angew. Chem., Int. Ed. 2004, 43, 4988-4992 (Pubitemid 39330761)
19. Zhang, Y.; Shen, Y.; Yuan, J.; Han, D.; Wang, Z.; Zhang, Q.; Niu, L. Design and synthesis of multifunctional materials based on an ionic-liquid backbone Angew. Chem., Int. Ed. 2006, 45, 5867-5870 (Pubitemid 44368832)
20. Ye, C.; Liu, W.; Chen, Y.; Yu, L. Room-temperature ionic liquids: a novel versatile lubricant Chem. Commun. 2001, 2244-2245 (Pubitemid 33052124)
21. François, Y.; Varenne, A.; Juillerat, E.; Villemin, D.; Gareil, P. Evaluation of chiral ionic liquids as additives to cyclodextrins for enantiomeric separations by capillary electrophoresis J. Chromatogr. A 2007, 1155, 134-141 (Pubitemid 46898404)
22. Shariati, A.; Peters, C. J. High-pressure phase behavior of systems with ionic liquids: measurements and modeling of the binary system fluoroform + 1-ethyl-3-methylimidazolium hexafluorophosphate J. Supercrit. Fluids 2003, 25, 109-117
23. 6] AIChE J. 2006, 52, 3952-3957 (Pubitemid 44672161)
24. 6] mixtures studied with the volumetric method J. Phys. Chem. B 2006, 110, 14436-14443 (Pubitemid 44188009)
25. 2N] J. Phys. Chem. B 2007, 111, 2070-2074 (Pubitemid 46456203)
26. 4] Ind. Eng. Chem. Res. 2005, 44, 4453-4464 (Pubitemid 40809790)
27. Wang, T.; Peng, C.; Liu, H.; Hu, Y. Description of the pVT behavior of ionic liquids and the solubility of gases in ionic liquids using an equation of state Fluid Phase Equilib. 2006, 250, 150-157 (Pubitemid 44827551)
28. Wang, T.; Peng, C.; Liu, H.; Hu, Y.; Jiang, J. Equation of state for the vapor-liquid equilibria of binary systems containing imidazolium-based ionic liquids Ind. Eng. Chem. Res. 2007, 46, 4323-4329 (Pubitemid 46982444)
29. Hu, Y.; Liu, H.; Prausnitz, J. M. Equation of state for fluids containing chainlike molecules J. Chem. Phys. 1996, 104, 396-404 (Pubitemid 126748333)
30. Xu, X.; Peng, C.; Liu, H.; Hu, Y. Modeling pVT properties and phase equilibria for systems containing ionic liquids using a new lattice-fluid equation of state Ind. Eng. Chem. Res. 2009, 48, 11189-11201
31. Li, J.; He, Q.; He, C.; Peng, C.; Liu, H. Representation of phase behavior of ionic liquids using the equation of state for square-well chain fluids with variable range Chin. J. Chem. Eng. 2009, 17, 983-989
32. Breure, B.; Bottini, S. B.; Witkamp, G. J.; Peters, C. J. Thermodynamic modeling of the phase behavior of binary systems of ionic liquids and carbon dioxide with the group contribution equation of state J. Phys. Chem. B 2007, 111, 14265-14270
33. Kato, R.; Krummen, M.; Gmehling, J. Measurement and correlation of vapor-liquid equilibria and excess enthalpies of binary systems containing ionic Liquids and hydrocarbons Fluid Phase Equilib. 2004, 224, 47-54 (Pubitemid 39164678)
34. Kroon, M. C.; Karakatsani, E. K.; Economou, I. G.; Witkamp, G. J.; Peters, C. J. Modeling of the carbon dioxide solubility in imidazolium-based ionic liquids with the tPC-PSAFT equation of state J. Phys. Chem. B 2006, 110, 9262-9269 (Pubitemid 43829022)
35. Karakatsani, E. K.; Economou, I. G.; Kroon, M. C.; Peters, C. J.; Witkamp, G. J. tPC-PSAFT modeling of gas solubility in imidazolium-based ionic liquids J. Phys. Chem. C 2007, 111, 15487-15492 (Pubitemid 350097611)
36. 2 in ionic liquids by a simple model J. Phys. Chem. C 2007, 111, 16028-16034 (Pubitemid 350097672)
37. Pàmies, J. C. Bulk and interfacial properties of chain fluids. A molecular modelling approach. Ph.D. Thesis, Universitat Rovira i Virgili, Tarragona, Spain, 2003.
38. 2N] ionic liquids J. Phys. Chem. B 2008, 112, 15398-15406
39. 2N] ionic liquids: Predictions from the soft-SAFT equation J. Phys. Chem. B 2011, 115, 4387-4398
40. Ji, X.; Adidharma, H. Thermodynamic modeling of ionic liquid density with heterosegmented statistical associating fluid theory Chem. Eng. Sci. 2009, 64, 1985-1992
41. 2 solubility in ionic liquid with heterosegmented statistical associating fluid theory Fluid Phase Equilib. 2010, 293, 141-150
42. J Li, J.; He, C.; Peng, C.; Liu, H.; Hu, Y.; Paricaud, P. Modeling of the thermodynamic properties of aqueous ionic liquid solutions with an equation of state for square-well chain fluid with variable range Ind. Eng. Chem. Res. 2011, 50, 7027-7040
43. Barker, J. A.; Henderson, D. Perturbation theory and equation of state for fluids: The square-well potential J. Chem. Phys. 1967, 47, 2856-2861
44. Chiew, Y. Percus-Yevick integral equation theory for athermal hard-sphere chains. II. Average intermolecular correlation functions Mol. Phys. 1991, 73, 359-373
45. Li, J.; He., H.; Peng, C.; Liu, H.; Hu, Y. Equation of state for square-well chain molecules with variable range. I: Application for pure substances Fluid Phase Equilib. 2009, 286, 8-16
46. Li, J.; Tong, M.; Peng, C.; Liu, H.; Hu, Y. Equation of state for square-well chain molecules with variable range II. Extension to mixtures Fluid Phase Equilib. 2009, 287, 52-63
47. Li, J.; Peng, C.; Liu, H. Modeling vapor-liquid equilibrium of refrigerants using an equation of state for square-well chain fluids with variable range CIESC J 2009, 60, 545-552
48. He, C.; Li, J.; Ma, J.; Peng, C.; Liu, H.; Hu, Y. Equation of state for square-well chain molecules with variable range, extension to associating fluids Fluid Phase Equilib. 2011, 302, 139-152
49. Liu, H.; Hu, Y. Equation of state for systems containing chainlike molecules Ind. Eng. Chem. Res. 1998, 37, 3058-3066 (Pubitemid 128718082)
50. Rowlinson, J. S.; Swinton, F. L. Liquids and liquid mixtures, 3 rd ed.; Butterworths monographs in chemistry; Butterworth Scientific: London, 1982.
51. Dong, K.; Zhang, S.; Wang, D.; Yao, X. Hydrogen bonds in imidazolium ionic liquids J. Phys. Chem. A 2006, 110, 9775-9782 (Pubitemid 44318466)
52. Jodry, J. J.; Mikami, K. New chiral imidazolium ionic liquids: 3D-network of hydrogen bonding Tetrahedron Lett. 2004, 45, 4429-4431 (Pubitemid 38610358)
53. Gardas, R. L.; Freire, M. G.; Carvalho, P. J.; Marrucho, I. M.; Fonseca, I. M. A.; Ferreira, A. G. M.; Coutinho, J. A. P. PT measurements of imidazolium-based ionic liquids J. Chem. Eng. Data 2007, 52, 1881-1888
54. Krummen, M.; Wasserscheid, P.; Gmehling, J. Measurement of activity coefficients at infinite dilution in ionic liquids using the dilutor technique J. Chem. Eng. Data 2002, 47, 1411-1417 (Pubitemid 35458133)
55. 2] J. Chem. Eng. Data 2006, 51, 2009-2015 (Pubitemid 44812561)
56. 2] J. Chem. Thermodyn. 2005, 37, 888-899 (Pubitemid 41013996)
57. Tome, L. I. N.; Carvalho, P. J.; Freire, M. G.; Marrucho, I. M.; Fonseca, I. M. A.; Ferreira, A. G. M.; Coutinho, J. A. P.; Gardas, R. L. Measurements and correlation of high-pressure densities of imidazolium-based ionic liquids J. Chem. Eng. Data 2008, 53, 1914-1921
58. -]) and analysis with the Sanchez-Lacombe equation of state Fluid Phase Equilib. 2008, 264, 147-155
59. Paulechka, Y. U.; Zaitsau, D. H.; Kabo, G. J.; Strechan, A. A. Vapor pressure and thermal stability of ionic liquid1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)amide Thermochim. Acta 2005, 439, 158-160 (Pubitemid 41688367)
60. Zaitsau, D. H.; Kabo, G. J.; Strechan, A. A.; Paulechka, Y. U.; Tschersich, A.; Verevkin, S. P.; Heintz, A. Experimental vapor pressures of 1-alkyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imides and a correlation scheme for estimation of vaporization enthalpies of ionic liquids J. Phys. Chem. A 2006, 110, 7303-7306 (Pubitemid 43953031)
61. Valderrama, J. O.; Robles, P. A. Critical properties, normal boiling temperatures, and acentric factors of fifty ionic liquids Ind. Eng. Chem. Res. 2007, 46, 1338-1344 (Pubitemid 46353310)
62. Poling, B. E.; Thomson, G. H.; Friend, D. G.; Rowley, R. L; Wilding, W. V. Physical and chemical data, 8 th ed; Perry's chemical engineers' book; McGraw-Hill: New York, 2008; section 2.
63. Safarov, J.; Verevkin, S. P.; Bich, E.; Heintz., A. Vapor pressures and activity coefficients of n -alcohols and benzene in binary mixtures with 1-methyl-3-butylimidazolium octyl sulfate and 1-methyl-3-octylimidazolium tetrafluoroborate J. Chem. Eng. Data 2006, 51, 518-525
64. Cabaço, M. I.; Longelin, S.; Danten, Y.; Besnard, M. Transient dimer formation in supercritical carbon dioxide as seen from Raman scattering J. Chem. Phys. 2008, 128, 074507
65. Hutchings, J. W.; Fuller, K. L.; Heitz, M. P.; Hoffmann, M. M. Surprisingly high solubility of the ionic liquid trihexyltetradecylphosphonium chloride in dense carbon dioxide Green Chem. 2005, 7, 475-478 (Pubitemid 40874656)
66. Costantini, M.; Toussaint, V. A.; Shariati, A.; Peters, C. J.; Kikic, I. High-pressure phase behavior of systems with ionic liquids: Part IV. Binary system carbon dioxide + 1-hexyl-3-methylimidazolium tetrafluoroborate J. Chem. Eng. Data 2005, 50, 52-55 (Pubitemid 40122503)
67. Gutkowski, K. I.; Shariati, A.; Peters, C. J. High-pressure phase behavior of the binary ionic liquid system 1-octyl-3-methylimidazolium tetrafluoroborate + carbon dioxide J. Supercrit. Fluids 2006, 39, 187-191 (Pubitemid 44642341)
68. Kroon, M. C.; Shariati, A.; Costantini, M.; van Spronsen, J.; Witkamp, G. J.; Sheldon, R. A.; Peters, C. J. High-pressure phase behavior of systems with Ionic liquids: Part V. The binary system carbon dioxide + 1-butyl-3- methylimidazolium tetrafluoroborate J. Chem. Eng. Data 2005, 50, 173-176 (Pubitemid 40122525)
69. Shariati, A.; Gutkowski, K.; Peters, C. J. Comparison of the phase behavior of some selected binary systems with ionic liquids AIChE J. 2005, 51, 1532-1540 (Pubitemid 40771310)
70. Shariati, A.; Peters, C. J. High-pressure phase behavior of systems with ionic liquids: Part III. The binary system carbon dioxide + 1-hexyl-3- methylimidazolium hexafluorophosphate J. Supercrit. Fluids 2004, 30, 139-144
71. Shariati, A.; Peters, C. J. High-pressure phase behavior of systems with ionic liquids: II. The binary system carbon dioxide + 1-ethyl-3- methylimidazolium hexafluorophosphate J. Supercrit. Fluids 2004, 29, 43-48
72. Shin, E.-K.; Lee, B.-C.; Lim, J. S. High-pressure solubilities of carbon dioxide in ionic liquids: 1-Alkyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide J. Supercrit. Fluids 2008, 45, 282-292
73. Heintz, A.; Lehmann, J. K.; Wertz, C. Thermodynamic properties of mixtures containing ionic liquids. 3. Liquid-liquid equilibria of binary mixtures of 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide with propan-1-ol, butan-1-ol, and pentan-1-ol J. Chem. Eng. Data 2003, 48, 472-474
74. xmim][BF4] (x = 6, 8) ionic liquids Fluid Phase Equilib. 2010, 296, 184-191