Solubilities of oxygenated aromatic solids in pressurized hot water

Journal of Chemical and Engineering Data

Volumn 54, Issue 5, 2009, Pages 1457-1461

  Karásek, Pavel ^a   Planeta, Josef ^a   Roth, Michal ^a  

^a INSTITUTE OF ANALYTICAL CHEMISTRY   (Czech Republic)

Author keywords

[No Author keywords available]

Indexed keywords

ANTHRONE; AQUEOUS SOLUBILITY; AQUEOUS SOLUTIONS; DYNAMIC METHOD; GAS CHROMATOGRAPHY/MASS SPECTROMETRY; HOT WATER; MOLE FRACTION; PHENANTHRENEQUINONE; RELATIVE RATES; SOLUTE SOLUBILITY; THIOXANTHONE;

KETONES; SOLUBILITY; WATER;

MELTING POINT;

EID: 67849099201     PISSN: 00219568     EISSN: None     Source Type: Journal    
DOI: 10.1021/je800707x     Document Type: Article

References (39)

1. Alwani, Z.; Schneider, G. M. Phase Equilibria, Critical Phenomena, and PVT-Data in Binary Mixtures of Water with Aromatic Hydrocarbons up to 420 °C and 2200 bar (in German). Ber. Bunsen-Ges. Phys. Chem. 1969, 73, 294-301.
2. Shaw, R. W.; Brill, T. B.; Clifford, A. A.; Eckert, C. A.; Franck, E. U. Supercritical Water: A Medium for Chemistry. Chem. Eng. News 1991, 69, 26-39.
3. Schneider, G. M. Aqueous solutions at pressures up to 2 GPa: gasgas equilibria, closed loops, high-pressure immiscibility, salt effects and related phenomena. Phys. Chem. Chem. Phys. 2002, 4, 845-852.
4. Weingartner, H.; Franck, E. U. Supercritical Water as a Solvent. Angew. Chem., Int. Ed. 2005, 44, 2672-2692.
5. Brunner, E.; Thies, M. C; Schneider, G. M. Fluid mixtures at high pressures: Phase behavior and critical phenomena for binary mixtures of water with aromatic hydrocarbons. J. Supercrit. Fluids 2006, 39, 160-173.
6. Kruse, A.; Dinjus, E. Hot compressed water as reaction medium and reactant: Properties and synthesis reactions. J. Supercrit. Fluids 2007, 39, 362-380.
7. Lu, J.; Brown, J. S.; Boughner, E. C; Liotta, C. L.; Eckert, C. A. Solvatochromic Characterization of Near-Critical Water as a Benign Reaction Medium. Ind. Eng. Chem. Res. 2002, 41, 2835-2841.
8. Eckert, C. A.; Liotta, C. L.; Bush, D.; Brown, J. S.; Hallett, J. P. Sustainable Reactions in Tunable Solvents. J. Phys. Chem. B 2004, 108, 18108-18118.
9. Rössling, G. L.; Franck, E. U. Solubility of Anthracene in Dense Gases and Liquids to 200 °C and 2000 bar. Ber. Bunsen-Ges. Phys. Chem. 1983, 87, 882-890.
10. Sanders, N. D. Visual Observation of the Solubility of Heavy Hydrocarbons in Near-Critical Water. Ind. Eng. Chem. Fundam. 1986, 25, 169-171.
11. Miller, D. J.; Hawthorne, S. B. Method for Determining the Solubilities of Hydrophobic Organics in Subcritical Water. Anal. Chem. 1998, 70, 1618-1621.
12. Miller, D. J.; Hawthorne, S. B.; Gizir, A. M.; Clifford, A. A. Solubility of Polycyclic Aromatic Hydrocarbons in Subcritical Water from 298 to 498 K. J. Chem. Eng. Data 1998, 43, 1043-1047.
13. Andersson, T. A.; Hartonen, K. M.; Riekkola, M.-L. Solubility of Acenaphthene, Anthracene, and Pyrene in Water At 50 to 300 °C. J. Chem. Eng. Data 2005, 50, 1177-1183.
14. Karasek, P.; Planeta, J.; Roth, M. Solubility of Solid Polycyclic Aromatic Hydrocarbons in Pressurized Hot Water at Temperatures from 313 K to the Melting Point. J. Chem. Eng. Data 2006, 51, 616-622.
15. Karásek, P.; Planeta, J.; Roth, M. Solubilities of Triptycene, 9-Phenylanthracene, 9,10-Dimethylanthracene, and 2-Methylanthracene in Pressurized Hot Water at Temperatures from 313 K to the Melting Point. J. Chem. Eng. Data 2008, 53, 160-164.
16. Karásek, P.; Planeta, J.; Roth, M. Aqueous solubility data for pressurized hot water extraction for solid heterocyclic analogs of anthracene, phenanthrene and fluorene. J. Chromatogr. A 2007, 1140, 195-204.
17. Karásek, P.; Planeta, J.; Roth, M. : Solubilities of Adamantane and Diamantane in Pressurized Hot Water. J. Chem. Eng. Data 2008, 53, 816-819.
18. Karásek, P.; Planeta, J.; Roth, M. Solubility of Solid Polycyclic Aromatic Hydrocarbons in Pressurized Hot Water: Correlation with Pure Component Properties. Ind. Eng. Chem. Res. 2006, 45, 4454-4460.
19. Karásek, P.; Planeta, J.; Roth, M. Simple First-Order Group Contribution Scheme for Solubilities of Solid Polycyclic Aromatic Hydrocarbons and Solid Polycyclic Aromatic Heterocycles in Pressurized Hot Water. Ind. Eng. Chem. Res. 2008, 47, 620-626.
20. Chirico, R. D.; Frenkel, M.; Diky, V. V.; Marsh, K. N.; Wilhoit, R. C. ThermoML - An XML-Based Approach for Storage and Exchange of Experimental and Critically Evaluated Thermophysical and Thermochemical Property Data. 2. Uncertainties. J. Chem. Eng. Data 2003, 48, 1344-1359.
21. Electronic Statistics Textbook; StatSoft, Inc.: Tulsa (OK), USA, 1999; http://www.statsoft.com/textbook/stathome.html.
22. Tester, J. W.; Modell, M. Thermodynamics and Its Applications; Prentice Hall: Upper Saddle River, NJ, 1997; Chapter 9, pp 318-387.
23. Prausnitz, J. M.; Lichtenthaler, R. N.; Gomes de Azevedo, E. Molecular Thermodynamics of Fluid-Phase Equilibria; Prentice Hall: Upper Saddle River, NJ, 1999; Chapter 6, pp 213-305.
24. Stovall, D. M.; Acree, W. E.; Abraham, M. H. Solubility of 9-fluorenone, thianthrene and xanthene in organic solvents. Fluid Phase Equilib. 2005, 232, 113-121.
25. Prausnitz, J. M.; Lichtenthaler, R. N.; Gomes de Azevedo, E. Molecular Thermodynamics of Fluid-Phase Equilibria; Prentice Hall: Upper Saddle River, NJ, 1999; Chapter 11, pp 638-641.
26. Pappa, G. D.; Voutsas, E. C; Magoulas, K.; Tassios, D. P. Estimation of the Differential Molar Heat Capacities of Organic Compounds at Their Melting Point. Ind. Eng. Chem. Res. 2005, 44, 3799-3806.
27. Spencer, C. F.; Adler, S. B. A Critical Review of Equations for Predicting Saturated Liquid Density. J. Chem. Eng Data 1978, 23, 82-89.
28. Joback, K. G.; Reid, R. C. Estimation of Pure-Component Properties from Group-Contributions. Chem. Eng. Commun. 1987, 57, 233-243.
29. Poling, B. E.; Prausnitz, J. M.; O'Connell, J. P. The Properties of Gases and Liquids, 5th ed.; McGraw-Hill: New York, 2001; pp, C.1 - C.4.
30. Goodman, B. T.; Wilding, W. V.; Oscarson, J. L.; Rowley, R. L. : A Note on the Relationship between Organic Solid Density and Liquid Density at the Triple Point. J. Chem. Eng. Data 2004, 49, 1512-1514.
31. Acree, W. E. Thermodynamic Properties of Organic Compounds: Enthalpy of Fusion and Melting Point Temperature Compilation. Thermochim Acta 1991, 189, 37-56.
32. Coon, J. E.; Sediawan, W. B.; Auwaerter, J. E.; McLaughlin, E. Solubilities of Families of Heterocyclic Polynuclear Aromatics in Organic Solvents and Their Mixtures. J. Solution Chem. 1988, 17, 519-534.
33. Sabbah, R.; El Watik, L. Thermodynamic Study of Anthrone, Coumarin and Phenazine. J. Therm. Anal. 1992, 38, 803-809.
34. Pitt, D. A.; Smyth, C. P. Microwave Absorption and Molecular Structure in Liquids. XXVII. The Mutual Viscosities and Dielectric Relaxation Times of Several Polar Aromatic Compounds in Solution. J. Am. Chem. Soc. 1959, 81, 783-786.
35. Sabbah, R.; El Watik, L. Thermodynamic study of two simple molecules encountered as products of the pyrolysis of coal: chromone and xanthone (in French). Bull. Soc. Chim. Fr. 1988, 626-630.
36. Joback, K. G.; Reid, R. C. Estimation of Pure-Component Properties from Group-Contributions. Chem. Eng. Commun. 1987, 57, 233-243.
37. Sabbah, R.; El Watik, L. Thermodynamic Study of Acridone and Thioxanthone (in French). Can. J. Chem. 1992, 70, 24-28.
38. Domalski, E. S.; Hearing, E. D. Heat Capacities and Entropies of Organic Compounds in the Condensed Phase, Vol. 3. J. Phys. Chem. Ref. Data 1996, 25, 1-525.
39. Linstrom, P. J.; Mallard, W. G., Eds. NIST Chemistry WebBook, NIST Standard Reference Database Number 69, June 2005; National Institute of Standards and Technology, Gaithersburg, MD, 20899(http://webbook.nist.gov); Database accessed on August 22, 2008.