Improving GC-PPC-SAFT equation of state for LLE of hydrocarbons and oxygenated compounds with water

Fluid Phase Equilibria

Volumn 372, Issue , 2014, Pages 113-125

  Nguyen, Thanh Binh ^a,b   De Hemptinne, Jean Charles ^b   Creton, Benoit ^b   Kontogeorgis, Georgios M ^c  

^a Danang University of Technology   (Viet Nam)

^b IFP ENERGIES NOUVELLES   (France)

^c TECHNICAL UNIVERSITY OF DENMARK   (Denmark)

Author keywords

Binary interaction parameter; GC PPC SAFT; Group contribution; LLE; Oxygenated compounds

Indexed keywords

ALCOHOLS; EQUATIONS OF STATE; KETONES; SOLUBILITY;

BINARY INTERACTION PARAMETER; GC-PPC-SAFT; GROUP CONTRIBUTIONS; LLE; OXYGENATED COMPOUNDS;

ASSOCIATION REACTIONS;

EID: 84899825675     PISSN: 03783812     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.fluid.2014.03.028     Document Type: Article

References (96)

1. Huber G.W., Iborra S., Corman A. Synthesis of transportation fuels from biomass: chemistry, catalysts, and engineering. Chem. Rev. 2006, 106:4044-4098.
2. Garcia-Perez M., Chaala A., Pakdel H., Kretschmer D., Roy C. Characterization of bio-oils in chemical families. Biomass Bioenergy 2007, 31:222-242.
3. Georgeton G.K., Smith R.L., Teja A.S. Application of cubic equations of state to polar fluids and fluid mixtures. Equations of State 1986, 434-451. American Chemical Society.
4. Voutsas E., Coutsikos P., Kontogeorgis G. Equations of state with emphasis on excess gibbs energy mixing rules. Computer Aided Property Estimation for Process and Product Design 2004, 434-451. Elsevier, Amsterdam.
5. Huron M.J., Vidal J. New mixing rules in simple equations of state for representing vapour-liquid equilibria of strongly non-ideal mixtures. Fluid Phase Equilib. 1979, 3:255-271.
6. Vidal J. Mixing rules and excess properties in cubic equations of state. Chem. Eng. Sci. 1978, 33:787-791.
7. Wilson G.M. Vapor-liquid equilibrium. XI. A new expression for the excess free energy of mixing. J. Am. Chem. Soc. 1964, 86:127-130.
8. Renon H., Prausnitz J.M. Local composition in thermodynamic excess functions for liquid mixtures. AIChE J. 1968, 14:135-144.
9. Abrams D.S., Prausnitz J.M. Statistical thermodynamics of mixtures: a new expression for the excess Gibbs free energy of partly or completely miscible systems. AIChE J. 1975, 21:116-128.
10. Fredenslund A., Jones R.L., Prausnitz J.M. Group contribution estimation of activity coefficients in nonideal liquid mixtures. AIChE J. 1975, 21:1089-1099.
11. Vidal J. Thermodynamics: Applications in Chemical Engineering and the Petroleum Industry 2003, Editions Technip.
12. Orbey H., Sandler S.I. Vapor-Liquid Equilibria: Cubic Equations of State and Their Mixing Rules 1998, Cambridge University Press, Cambridge, UK.
13. Kontogeorgis G.M., Folas G.K. Thermodynamic Models for Industrial Applications: From Classical and Advanced Mixing Rules to Association Theories 2010, Wiley.
14. E models - what have we learned?. Ind. Eng. Chem. Res. 2012, 51:4119-4142.
15. Wei Y.S., Sadus R.J. Equation of state for the calculation of fluid phase equilibria. AIChE J. 2000, 46:169.
16. Escobedo-Alvarado G.N., Sandler S.I. Study of EOS-G(ex) mixing rules for liquid-liquid equilibria. AIChE J. 1998, 44:1178-1187.
17. Ohta T., Todoriki H., Yamada T. Representation of liquid-liquid equilibria at low and high pressures using the EOS-GE mixing rules. Fluid Phase Equilib. 2004, 225:23-27.
18. Knudsen K., Stenby E.H., Andersen J.G. Modelling the influence of pressure on the phase behavior of systems containing water oil and nonionic surfactants. Fluid Phase Equilib. 1994, 93:55-74.
19. Rudolph E.S.J., Langeveld J.H., de Loos T., de Swaan Arons J. Phase behaviour of water+nonionic surfactant systems: experiments and modelling applying the Peng-Robinson equation of state with the Wong-Sandler mixing rules and the UNIQUAC gE-model. Fluid Phase Equilib. 2000, 173:81-96.
20. Ikonomou G.D., Donohue M.D. Thermodynamics of hydrogen-bonded molecules: the associated perturbed anisotropic chain theory. AIChE J. 1986, 32:1716-1725.
21. Gros H.P., Bottini S., Brignole E.A. A group contribution equation of state for associating mixtures. Fluid Phase Equilib. 1996, 116:537-544.
22. Chapman W.G., Gubbins K.E., Jackson G., Radosz M. SAFT: equation-of-state solution model for associating fluids. Fluid Phase Equilib. 1989, 52:31-38.
23. Chapman W.G., Gubbins K.E., Jackson G., Radosz M. New reference equation of state for associating liquids. Ind. Eng. Chem. Res. 1990, 29:1709-1721.
24. Kontogeorgis G.M., Voutsas E.C., Yakoumis I.V., Tassios D.P. An equation of state for associating fluids. Ind. Eng. Chem. Res. 1996, 35:4310-4318.
25. Tsivintzelis I., Grenner A., Economou I.G., Kontogeorgis G.M. Evaluation of the nonrandom hydrogen bonding (NRHB) theory and the simplified perturbed-chain-statistical associating fluid theory (sPC-SAFT). 2. Liquid-liquid equilibria and prediction of monomer fraction in hydrogen bonding systems. Ind. Eng. Chem. Res. 2008, 47:5651-5659.
26. Pereda S., Awan J.A., Mohammadi A.H., Valtz A., Coquelet C., Brignole E.A., Richon D. Solubility of hydrocarbons in water: experimental measurements and modeling using a group contribution with association equation of state (GCA-EoS). Fluid Phase Equilib. 2009, 275:52-59.
27. Soria T.M., S+ínchez F.A., Pereda S., Bottini S.B. Modeling alcohol+water+hydrocarbon mixtures with the group contribution with association equation of state GCA-EoS. Fluid Phase Equilib. 2010, 296:116-124.
28. Yakoumis I.V., Kontogeorgis G.M., Voutsas E.C., Hendriks E.M., Tassios D.P. Prediction of phase equilibria in binary aqueous systems containing alkanes, cycloalkanes, and alkenes with the cubic-plus-association equation of state. Ind. Eng. Chem. Res. 1998, 37:4175-4182.
29. Kontogeorgis M. Ten years with the CPA (Cubic-Plus-Association) equation of state. Part 2. Cross-associating and multicomponent systems. Ind. Eng. Chem. Res. 2006, 45:4869-4878.
30. Oliveira M.B., Coutinho J.A.P., Queimada A.J. Mutual solubilities of hydrocarbons and water with the CPA EoS. Fluid Phase Equilib. 2007, 258:58-66.
31. Oliveira M.B., Varanda F.R., Marrucho I.M., Queimada A.J., Coutinho J.A.P. Prediction of water solubility in biodiesel with the CPA equation of state. Ind. Eng. Chem. Res. 2008, 47:4278-4285.
32. Oliveira M.B., Pratas M.J., Queimada A.J., Coutinho J.A.P. Another look at the water solubility in biodiesels: Further experimental measurements and prediction with the CPA EoS. Fuel 2012, 97:843-847.
33. Galindo A., Whitehead P.J., Jackson G., Burgess A.N. Predicting the high-pressure phase equilibria of water plus n-alkanes using a simplified SAFT theory with transferable intermolecular interaction parameters. J. Phys. Chem. 1996, 100:6781-6792.
34. McCabe C., Galindo A., Cummings P.T. Anomalies in the solubility of alkanes in near-critical water. J. Phys. Chem. B 2003, 107:12307-12314.
35. Vega L.F., Llovell F., Blas F.J. Capturing the solubility minima of n-alkanes in water by Soft-SAFT. J. Phys. Chem. B 2009, 113:7621-7630.
36. Patel N., Paricaud P., Galindo A., Maitland G. Prediction of the salting out effect of strong electrolytes on water+alkane solutions. Ind. Eng. Chem. Res. 2003, 42:3809-3823.
37. 2S), using group contribution polar perturbed-chain statistical associating fluid theory. Ind. Eng. Chem. Res. 2011, 50:7467-7483.
38. Garcia-Lisbona M.N., Galindo A., Jackson G., Burgess A.N. An examination of the cloud curves of liquid-liquid immiscibility in aqueous solutions of alkyl polyoxyethylene surfactants using the SAFT-HS approach with transferable parameters. J. Am. Chem. Soc. 1998, 120:4191-4199.
39. Pedrosa N., Pamies J.C., Coutinho J.A.P., Marrucho I.M., Vega L.F. Phase equilibria of ethylene glycol oligomers and their mixtures. Ind. Eng. Chem. Res. 2005, 44:7027-7037.
40. Pedrosa N., Vega L.F., Coutinho J.A.P., Marrucho I.M. Modeling the phase equilibria of poly (ethylene glycol) binary mixtures with soft-SAFT EoS. Ind. Eng. Chem. Res. 2007, 46:4678-4685.
41. Huang S.H., Radosz M. Equation of state for small, large, polydisperse and associating molecules. Ind. Eng. Chem. Res. 1990, 29:2284-2294.
42. Fu Y.H., Sandler K.E. A simplified SAFT equation of state for associating compounds and mixtures. Ind. Eng. Chem. Res. 1995, 34. 1897.
43. Kraska T., Gubbins K.E. Phase equilibria calculations with a modified SAFT equation of state: 1. Pure alkanes, alcohols and water. Fluid Phase Equilib. 1996, 35:4727-4737.
44. Kraska T., Gubbins K.E. Phase equilibria calculations with a modified SAFT equation of state: 2.Binary mixtures of n-alkanes, 1-alcohols and water. Fluid Phase Equilib. 1996, 35:4738-4746.
45. Blas F.J., Vega L.F. Prediction of binary and ternary diagrams using the statistical associating fluids theory (SAFT) equation of state. Ind. Eng. Chem. Res. 1998, 37:660-674.
46. Gil-Villegas A., Galindo A., Whitehead P.J., Mills S.J., Jackson G., Burgess A.N. Statistical associating fluid theory for chain molecules with attractive potentials of variable range. J. Chem. Phys. 1997, 106:4168-4186.
47. Gross J., Sadowski G. Perturbed-chain SAFT: an equation of state based on a perturbation theory for chain molecules. Ind. Eng. Chem. Res. 2001, 40:1244-1260.
48. von Solms N., Michelsen M.L., Kontogeorgis G.M. Computational and physical performance of a modified PC-SAFT equation of state for highly asymmetric and associating mixtures. Ind. Eng. Chem. Res. 2003, 42:1098-1105.
49. Karakatsani E.K., Kontogeorgis G.M., Economou I.G. Evaluation of the truncated perturbed chain-polar statistical associating fluid theory for complex mixture fluid phase equilibria. Ind. Eng. Chem. Res. 2006, 45:6063-6074.
50. Nguyen-Huynh D., Passarello J.P., Tobaly P., de Hemptinne J.C. Application of GC-SAFT EOS to polar systems using a segment approach. Fluid Phase Equilib. 2008, 264:62-75.
51. de Hemptinne J.C., Ledanois J.M., Mougin P., Barreau A. Select Thermodynamic Models for Process Simulation: A Practical Guide Using a Three Steps Methodology 2012, Technip.
52. Tan S.P., Adidharma H., Radosz M. Recent advances and applications of statistical associating fluid theory. Ind. Eng. Chem. Res. 2008, 47:8063-8082.
53. Chapman W.G., Sauer S.G., Ting D., Ghosh A. Phase behavior applications of SAFT based equations of state - from associating fluids to polydisperse, polar copolymers. Fluid Phase Equilib. 2004, 217:137-143.
54. Karakatsani E.K., Economou I.G. Perturbed chain-statistical associating fluid theory extended to dipolar and quadrupolar molecular fluids. J. Phys. Chem. B 2006, 110:9252-9261.
55. Jog P., Chapman W.G. Application of Wertheim's thermodynamic perturbation theory to dipolar hard sphere chains. Mol. Phys. 1999, 97:307-319.
56. Tumakaka F., Sadowski G. Application of the perturbed-chain SAFT equation of state to polar systems. Fluid Phase Equilib. 2004, 217:233-239.
57. Economou I.G. Statistical associating fluid theory: a succesful model for the calculation of thermodynamic and Phase equilibrium properties of complex mixtures. Ind. Eng. Chem. Res. 2002, 41:953-962.
58. Muller E.A., Gubbins K.E. Molecular-based equations of state for associating fluids: a review of SAFT and related approaches. Ind. Eng. Chem. Res. 2001, 40:2193-2211.
59. Nguyen T.B., de Hemptinne J.C., Creton B., Kontogeorgis G.M. GC-PPC-SAFT equation of state for VLE and LLE of hydrocarbons and oxygenated compounds. sensitivity analysis. Ind. Eng. Chem. Res. 2013, 52:7014-7029.
60. Tamouza S., Passarello J.P., Tobaly P., de Hemptinne J.C. Group contribution method with SAFT EOS applied to vapor liquid equilibria of various hydrocarbon series. Fluid Phase Equilib. 2004, 222-223:67-76.
61. Schnabel T., Vrabec J., Hasse H. Unlike Lennard-Jones parameters for vapor-liquid equilibria. J. Mol. Liq. 2007, 135:170-178.
62. Haslam A.J., Galindo A., Jackson G. Prediction of binary intermolecular potential parameters for use in modelling fluid mixtures. Fluid Phase Equilib. 2008, 266:105-128.
63. 2+n-alkane, methane+n-alkane, and ethane+n-alkane systems. Ind. Eng. Chem. Res. 2008, 47:8847-8858.
64. 2S. Ind. Eng. Chem. Res. 2008, 47:8859-8868.
65. Hudson G.H., McCoubrey J.C. Intermolecular forces between unlike molecules. A more complete form of the comining rules. Trans. Faraday Soc. 1960, 56:761.
66. Rozmus J., de Hemptinne J.C., Mougin P. Application of GC-PPC-SAFT EoS to amine mixtures with a predictive approach. Fluid Phase Equilib. 2011, 303:15-30.
67. Held C., Prinz A., Wallmeyer V., Sadowski G. Measuring and modeling alcohol/salt systems. Chem. Eng. Sci. 2012, 68:328-339.
68. Nann A., Held C., Sadowski G. Liquid-liquid equilibria of 1-butanol/water/IL systems. Ind. Eng. Chem. Res. 2013, 52:18472-18481.
69. Santos A., Lopez de Haro M., Yuste S.B. Equation of state of nonadditive d-dimensional hard-sphere mixtures. J. Chem. Phys. 2005, 122. 024514.
70. Paricaud P. Phase equilibria in polydisperse nonadditive hard-sphere systems. Phys. Rev. E 2008, 78. 021202.
71. Tamouza S., Passarello J.P., Tobaly P., de Hemptinne J.C. Application to binary mixtures of a group contribution SAFT EOS. Fluid Phase Equilib. 2005, 228-229:409-419.
72. Boublik T. Hard sphere equation of state. J. Chem. Phys. 1970, 53:471-473.
73. Mansoori G.A., Carnahan N.F., Starling K.E., Leland T.W.J. Equilibrium thermodynamic properties of the mixture of hard spheres. J. Chem. Phys. 1971, 54:1523-1525.
74. Barker J.A., Henderson D. Perturbation theory and equation of state for fluids: the square well potential. J. Chem. Phys. 1967, 47:2856-2861.
75. Jackson G., Chapman W.G., Gubbins K.E. Phase equilibria of associating fluids: Spherical molecules with multiple bonding sites. Mol. Phys. 1988, 65:1-31.
76. Gubbins K.E., Twu C.H. Thermodynamics of polyatomic fluid mixtures - 1. Theory. Chem. Eng. Sci. 1978, 33:863-878.
77. de Hemptinne J.C., Mougin P., Barreau A., Ruffine L., Tamouza S., Inchekel R. Application to petroleum engineering of statistical thermodynamics - based equations of state. Oil Gas Sci. Technol. 2006, 61:363-386.
78. Derawi S.O., Kontogeorgis G.M., Michelsen M.L., Stenby E.H. Extension of the cubic-plus-association equation of state to glycol-water cross-associating systems. Ind. Eng. Chem. Res. 2003, 42:1470-1477.
79. Wolbach J.P., Sandler S.I. Using molecular orbital calculations to describe the phase behavior of cross-associating mixtures. Ind. Eng. Chem. Res. 1998, 37:2917-2928.
80. Detherm Thermophysical properties of pure substances and mixtures, version 2011.3 2011.
81. 2S), using group contribution polar perturbed-chain statistical associating fluid theory. Ind. Eng. Chem. Res. 2011, 50:7467-7483.
82. Maczynski A., Shaw D.G., Goral M., Wisniewska-Goclowska B. IUPAC-NIST solubility data series. 82. Alcohols with water-revised and updated: Part 5. C-8-C-17 alcohols with water. J. Phys. Chem. Ref. Data 2007, 36:685-731.
83. Maczynski A., Shaw D.G., Goral M., Wisniewska-Goclowska B. IUPAC-NIST solubility data series. 86. Ethers and ketones with water. Part 4. C-4 and C-5 ketones with water. J. Phys. Chem. Ref. Data 2008, 37:1517-1574.
84. Maczynski A., Shaw D.G., Goral M., Wisniewska-Goclowska B. IUPAC-NIST solubility data series. 86. Ethers and ketones with water. Part 6. C-7-C-12 ketones with water. J. Phys. Chem. Ref. Data 2008, 37:1611-1653.
85. Voutsas E.C., Tassios D.P. Prediction of infinite-dilution activity coefficients in binary mixtures with UNIFAC. a critical evaluation. Ind. Eng. Chem. Res. 1996, 35:1438-1445.
86. Gerber R.P., Soares R.d. Prediction of infinite-dilution activity coefficients using UNIFAC and COSMO-SAC variants. Ind. Eng. Chem. Res. 2010, 49:7488-7496.
87. Abraham M.H., Chadha H.S., Whiting G.S., Mitchell R.C. Hydrogen bonding.32. An analysis of water-octanol and water-alkane partitioning and the δlogp parameter of seller. J. Pharm. Sci. 1994, 83:1085-1100.
88. Spafiu F., Mischie A., Ionita P., Beteringhe A., Constantinescu T., Babalan A.T. New alternatives for estimating the octanol/water partition coefficient and water solubility for volatile organic compounds using GLC data (Kovàst retention indices). ARKIVOC 2009, 2009:174-194.
89. McAuliffe C. Solubility in water of paraffin, cycloparaffin, olefin, acetylene, cycloolefin, and aromatic hydrocarbons. J. Phys. Chem. 1966, 70:1267-1275.
90. Rytting J.H., Huston L.P., Higuchi T. Thermodynamic group contributions for hydroxyl, amino, and methylene groups. J. Pharm. Sci. 1978, 67:615-618.
91. Price L.C. Aqueous solubility of petroleum as applied to its origin and primary migration. Am. Assoc. Pet. Geol. Bull. 1976, 60:213-244.
92. Tu M., Fei D., Liu Y., Wang J. Phase equilibrium for partially miscible system of octane-water. Gaoxiao Huaxue Gongcheng Xuebao 1998, 12:325-330.
93. Tolls J., van Dijk J., Verbruggen E.J.M., Hermens J.L.M., Loeprecht B., Schüürmann G. Aqueous solubility-molecular size relationships: a mechanistic case study using C10- to C19-alkanes. J. Phys. Chem. A 2002, 106:2760-2765.
94. Nelson H.D., de Ligny C.L. The determination of the solubilities of some n-alkanes in water at different temperatures, by means of gas chromatography. Recl. Trav. Chim. Pays-Bas 1968, 87:528-544.
95. Krasnoshchekova R.Ya., Gubergrits M.Ya. Solubility of paraffin hydrocarbons in fresh and salt water. Neftekhiniya 1973, 13:885-888.
96. Rowley J.R., Wilding W., Oscarson V.J.L., Yang Y., Giles N.F. DIPPR (R) Data Compilation of Pure Chemical Properties. Design Institute for Physical Properties Data (DIPPR-AIChE) 2011.