A density-dependent solute solubility parameter for correlating solubilities in supercritical fluids

Industrial and Engineering Chemistry Research

Volumn 37, Issue 9, 1998, Pages 3786-3792

  Guigard, Selma E ^a   Stiver, Warren H ^a  

^a UNIVERSITY OF GUELPH   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

CORRELATION METHODS; DENSITY (SPECIFIC GRAVITY); SOLUBILITY;

AVERAGE ABSOLUTE RELATIVE DEVIATION (AARD);

SUPERCRITICAL FLUIDS;

SOLUBILITY; SUPERCRITICAL FLUID;

EID: 0032172495     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie9702946     Document Type: Article

References (54)

1. Aldrich Chemical Co. Catalog Handbook of Fine Chemicals; Aldrich Chemical Co. Inc.: Milwaukee, WI, 1994.
2. Bartle, K. D.; Clifford, A. A.; Jafar, S. A.; Shilstone, G. F. Solubility of Solids and Liquids of Low Volatility in Supercritical Carbon Dioxide. J. Phys. Chem. Réf. Data 1991, 20, 713-756.
3. Barton, A. F. M. CRC Handbook of Solubility Parameters and Other Cohesion Parameters, 2nd ed.; CRC Press: Boca Raton, FL, 1991.
4. Brennecke, J. F.; Eckert, C. A. Phase Equilibria for Supercritical Fluid Process Design. AIChE J. 1989, 35, 1409-1427.
5. Chang, H.; Morrell, D. G. Solubilities of Methoxy-1-tetralone and Methyl Nitrobenzoate Isomers and Their Mixtures in Supercritical Carbon Dioxide. J. Chem. Eng. Data 1985, 30, 74-78.
6. Chrastil, J. Solubility of Solids and Liquids in Supercritical Gases. J. Phys. Chem. 1982, 56, 3016-3021.
7. Cross, W., Jr.; Akgerman, A.; Erkey, C. Determination of MetalChelate Complex Solubilities in Supercritical Carbon Dioxide. Ind. Eng. Chem. Res. 1996, 35, 1765-1770.
8. Daubert, T. E.; Danner, R. P. Physical and Thermodynamic Properties of Pure Chemicals; Hemisphere Publishing Corp.: New York, 1989.
9. Diepen, G. A. M.; Scheffer, F. E. C. The Solubility of Naphthalene in Supercritical Ethylene. J. Am. Chem. Soc. 1948, 70, 4085-4089.
10. Diepen, G. A. M.; Scheffer, F. E. C. The Solubility of Naphthalene in Supercritical Ethylene II. J. Phys. Chem. 1953, 57, 575-577.
11. Dobbs, J. M.; Wong, J. M.; Johnston, K. P. Nonpolar Co-Solvents for Solubility Enhancement in Supercritical Fluid Carbon Dioxide. J. Chem. Eng. Data 1986, 31, 303-308.
12. Dobbs, J. M.; Wong, J. M.; Lahiere, R. J.; Johnston, K. P. Modification of Supercritical Phase Behaviour Using Polar Cosolvents. Ind. Eng. Chem. Res. 1987, 26, 56-65.
13. Ebeling, H.; Franck, E. U. Spectroscopic Determination of Caffeine Solubility in Supercritical Carbon Dioxide. Ber. Bunsen-Ges. Phys. Chem. 1984, 88, 862-865.
14. Fedors, R. F. A Method for Estimating both the Solubility Parameters and Molar Volumes of Liquids. Polym. Eng. Sci. 1974a, 14, 147-154.
15. Fedors, R. F. A Method for Estimating both the Solubility Parameters and Molar Volumes of Liquids. Supplement. Polym. Eng. Sci. 1974b, 14, 472.
16. Giddings, J. C. High-Pressure Gas Chromatography of Nonvolatile Species. Science 1968, 162, 67-73.
17. Gurdial, G. S.; Foster, N. R. Solubility of o-Hydroxybenzoic Acid in Supercritical Carbon Dioxide. Ind. Eng. Chem. Res. 1991, 30, 575-580.
18. Hampson, J. W. A Recirculating Equilibrium Procedure for Determining Organic Compound Solubility in Supercritical Fluids. Anthracene in Carbon Dioxide. J. Chem. Eng. Data 1996, 41, 97-100.
19. Hildebrand, J. H.; Scott, R. L. The Solubility of Nonelectrolytes, 3rd ed.; Reinhold Publishing Corp.: New York, 1950.
20. International Union of Pure and Applied Chemistry Thermodynamic Tables Project. In International Thermodynamic Tables of the Fluid State Volume 2, Ethylene; Angus, S., Armstrong, B., de Reuck, K. M., Eds.; Pergamon Press Ltd.: Oxford, England, 1972.
21. International Union of Pure and Applied Chemistry Thermodynamic Tables Project. In International Thermodynamic Tables of the Fluid State Volume 3, Carbon Dioxide; Angus, S., Armstrong, B., de Reuck, K. M., Eds.; Pergamon Press Ltd.: Oxford, England, 1976.
22. International Union of Pure and Applied Chemistry Thermodynamic Tables Project. In International Thermodynamic Tables of the Fluid State Volume 10, Ethylene; de Reuck, K M., Angus, S., Cole, W. A., Craven, R. J. B., Wakeham, W. A., Eds.; Blackwell Scientific Publications: Oxford, England, 1988.
23. Johannsen, M.; Brunner, G. Solubilities of the Xanthines Caffeine, Theophylline and Theobromine in Supercritical Carbon Dioxide. Fluid Phase Equilibr. 1994, 95, 215-226.
24. Johnston, K. P.; Eckert, C. A. An Analytical Carnahan-Stirlingvan der Waals Model for the Solubility of Hydrocarbon Solids in Supercritical Fluids. AIChE J. 1981, 27, 773-779.
25. Johnston, K. P.; Ziger, D. H.; Eckert, C. A. Solubilities of Hydrocarbon Solids in Supercritical Fluids. The Augmented van der Waals Treatment. Ind. Eng. Chem. Fundam. 1982, 21, 191-197. (Note: Phenanthrene data from this reference has not been used as it is a factor of 100 lower than from other sources.)
26. Johnston, K. P.; Peck, D. G.; Kim, S. Modeling Supercritical Mixtures: How Predictive is it? Ind. Eng. Chem. Res. 1989, 28, 1115-1125.
27. Kershaw, J. R. Supercritical Fluids in Coal Processing. J. Supercrit. Fluids 1989, 2, 34-45.
28. Koshimura, H. Effect of Substituants on the Solubilities of AlkylSubstituted /î-Diketone Copper Chelates. J. Inorg. Nucl. Chem. 1976, 38, 1705-1712.
29. Kumar, S. K.; Johnston, K. P. Modelling Solubility of Solids in Supercritical Fluids with Density as the Independent Variable. J. Supercrit. Fluids 1988, 1, 15-22.
30. Kurnik, R. T.; Holla, S. J.; Reid, R. C. Solubility of Solids in Supercritical Carbon Dioxide and Ethylene. J. Chem. Eng. Data 1981, 26, 47-51.
31. Lagalante, A. F.; Hansen, B. N.; Bruno, T. J. Solubilities of Copper(II) and Chromium(III) β-Diketonates in Supercritical Carbon Dioxide. Inorg. Chem. 1995, 34, 5781-5785.
32. Lamb, D. M.; Barbara, T. M.; Jonas, J. NMR Study of Solid Naphthalene Solubilities in Supercritical Carbon Dioxide near the Upper Critical End Point. J. Phys. Chem. 1986, 90, 4210-4215.
33. Li, S.; Varadarajan, G. S.; Hartland, S. Solubilities of Theobromine and Caffeine in Supercritical Carbon Dioxide: Correlation with Density Based Models. Fluid Phase Equilibr. 1991, 68, 263-280.
34. Lide, D. R., Ed. CRC Handbook of Chemistry and Physics, 73rd ed.; CRC Press: Boca Raton, FL, 1993.
35. Liu, G.; Nagahama, K. Solubility of Organic Solid Mixture in Supercritical Fluids. J. Supercrit. Fluids 1996, 9, 152-160.
36. Mackay, D.; Shiu, W. Y.; Ma, K. C. Illustrated Handbook of the Physical-Chemical Properties and Environmental Fate for Organic Chemicals, Volume II; Lewis Publishers: Chelsea, MI, 1992.
37. Macnaughton, S. J.; Foster, N. R. Solubility of DDT and 2,4-D in Supercritical Carbon Dioxide and Supercritical Carbon Dioxide Saturated with Water. Ind. Eng. Chem. Res. 1994, 33, 2757-2763.
38. Masuoka, H.; Yorizane, M. Solubility of Solid Naphthalene in Gaseous Ethylene at High Pressures. J. Chem. Eng. Jpn. 1982, 15, 5-10.
39. McHugh, M. A.; Krukonis, V. J. Supercritical Fluid Extraction: Principles and Practice; Butterworth-Heinemann: Stoneham, MA, 1994.
40. McHugh, M. A.; Paulaitis, M. E. Solid Solubilities of Naphthalene and Biphenyl in Supercritical Carbon Dioxide. J. Chem. Eng. Data 1980, 25, 326-329.
41. M'Hamdi, R.; Bocquet, J. F.; Chhor, K.; Pommier, C. Solubility and Decomposition Studies on Metal Chelates in Supercrit. Fluids for Ceramic Precursor Powders Synthesis. J. Supercrit. Fluids 1991, 4, 55-59.
42. Mitra, S.; Wilson, N. K. An Empirical Method to Predict Solubility in Supercritical Fluids. J. Chromatogr. Sci. 1991, 29, 305-309.
43. Mitra, S.; Chen, J. W.; Viswanath, D. S. Solubility and Partial Molar Volumes of Heavy Aromatic Hydrocarbons in Supercritical CO2- J. Chem. Eng. Data 1988, 33, 35-37.
44. Mukhopadhyay, M.; Rao, G. V. R. Thermodynamic Modelling for Supercritical Fluid Process Design. Ind. Eng. Chem. Res. 1993, 32, 922-930.
45. Prausnitz, J. M.; Lichtenthaler, R. N.; Gomes de Azevedo, E. Molecular Thermodynamics of Fluid-Phase Equilibria, 2nd ed.; Prentice Hall, Inc.: Engelwood Cliffs, NJ, 1986.
46. Schmitt, W. J.; Reid, R. C. The Influence of the Solvent Gas on Solubility and Selectivity in Supercritical Extraction. In Supercritical Fluid Technology; Penninger, J. M. L., Radosz, M., McHugh, M., Krukonis, V. J., Eds.; Elsevier: New York, 1985; p 123.
47. Schmitt, W. J.; Reid, R. C. Solubility of Monofunctional Organic Solids in Chemically Diverse Supercritical Fluids. J. Chem. Eng. Data 1986, 31, 204-212.
48. Sunol, A. K.; Beyer, G. H. Mechanism of Supercritical Extraction of Coal. Ind. Eng. Chem. Res. 1990, 29, 842-849.
49. Sychev, V. V.; Vasserman, A. A.; Kozlov, A. D.; Zagoruchenko, V. A.; Spiridonov, G. A.; Tsymarny, V. A. Thermodynamic Properties of Ethane; Hemisphere Publishing Corp.: Washington, DC, 1987.
50. Tsekhanskaya, Y. V.; lomtev, M. B.; Mushkina, E. V. Solubility of Naphthalene in Ethylene and Carbon Dioxide under Pressure. RUSS. J. Phys. Chem. 1964, 38, 1173-1176.
51. van Leer, R. A.; Paulaitis, M. E. Solubilities of Phenol and Chlorinated Phenols in Supercritical Carbon Dioxide. J. Chem. Eng. Data 1980, 25, 257-259.
52. Wai, G. M.; Wang, S.; Yu, J. Solubility Parameters and Solubilities of Metal Dithiocarbamates in Supercritical Carbon Dioxide. Anal. Chem. 1996, 68, 3516-3519.
53. Yazdi, A. V.; Beckman, E. J. Design, Synthesis and Evaluation of Novel, Highly COa-Soluble Chelating Agents for Removal of Metals. Ind. Eng. Chem. Res. 1996, 35, 3644-3652.
54. Ziger, D. H.; Eckert, C. A. Correlation and Prediction of SolidSupercritical Fluid Phase Equilibria. Ind. Eng. Chem. Process Des. Dev. 1983, 22, 582-586.