Solubilities of a 1,4-bis(alkylamino)-9,10-anthraquinone series in compressed carbon dioxide

Journal of Chemical and Engineering Data

Volumn 53, Issue 10, 2008, Pages 2356-2371

  Kautz, Cornelia B ^b   Schneider, Gerhard M ^b   Shim, Jae Jin ^c   Wagner, Björn ^d   Tuma, Dirk ^a  

^a Rheinland Pfälzische Technische Universität Kaiserslautern Landau   (Germany)

^b RUHR UNIVERSITY BOCHUM   (Germany)

^c Yeungnam University   (South Korea)

^d AALEN UNIVERSITY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; CARBON DIOXIDE; EXPERIMENTS; ISOMERS; KETONES; ORGANIC POLYMERS; TERNARY SYSTEMS;

ADJUSTABLE PARAMETERS; ALKYL GROUPS; ALKYLAMINO GROUPS; DATA SETS; DISPERSE DYES; EMPIRICAL DENSITIES; EQUILIBRIUM CONCENTRATIONS; EXPERIMENTAL CONDITIONS; HIGHER TEMPERATURES; HOMOLOGOUS SERIES; SOLUBILITY BEHAVIORS; SUBSTITUTED COMPOUNDS; SUBSTITUTED DERIVATIVES; VIS SPECTROSCOPIES;

SOLUBILITY;

EID: 55349091737     PISSN: 00219568     EISSN: None     Source Type: Journal    
DOI: 10.1021/je800252z     Document Type: Article

References (41)

1. 2 medium. Macromol. Symp. 2005, 229, 150-159.
2. Park, M.-W.; Bae, H.-K. Dye distribution in supercritical dyeing with carbon dioxide. J. Supercrit. Fluids 2002, 22, 65-73.
3. 2 dyeing. J. Ind. Textiles 2001, 31, 43-56.
4. 2O up to 180 MPa. J. Supercrit. Fluids 1995, 8, 100-106.
5. 3 up to 180 MPa. J. Supercrit. Fluids 1996, 9, 12-18.
6. Schneider, G. M.; Kautz, C. B.; Tuma, D. High-pressure investigations on the solubility of synthetic and natural dyestuffs in supercritical gases by VIS-spectroscopy up to 180 MPa. In High Pressure Chemical Engineering. Process Technology Proceedings 12; Rudolf von Rohr, Ph., Trepp, C., Eds.; Elsevier: Amsterdam, 1996; pp 259-264.
7. Tuma, D.; Schneider, G. M. High-pressure solubility of disperse dyes in near- and supercritical fluids: measurements up to 100 MPa by a static method. J. Supercrit. Fluids 1998, 13, 37-42.
8. Tuma, D.; Schneider, G. M. Determination of the solubilities of dyestuffs in near- and supercritical fluids by a static method up to 180 MPa. Fluid Phase Equilib. 1999, 158-160, 743-757.
9. Tuma, D.; Wagner, B.; Schneider, G. M. Comparative solubility investigations of anthraquinone disperse dyes in near- and supercritical fluids. Fluid Phase Equilib. 2001, 182, 133-143.
10. Kraska, T.; Leonhard, K. O.; Tuma, D.; Schneider, G. M. Correlation of the solubility of low-volatile organic compounds in near- and supercritical fluids. Part I: applications to adamantane and β-carotene. J. Supercrit. Fluids 2002, 23, 209-224.
11. Kraska, T.; Jurtzik, J.; Tuma, D.; Schneider, G. M. Correlation of the solubility of low-volatile organic compounds in near- and supercritical fluids. Russ. J. Phys. Chem. 2003, 77, S51-S57.
12. Tuma, D.; Wagner, B.; Schneider, G. M. High-pressure solubility measurement of solids in near- and supercritical fluids. In Supercritical Fluids as Solvents and Reaction Media; Brunner, G., Ed.; Elsevier: Amsterdam, San Diego, Oxford, London, 2004; pp 121-146.
13. Kraska, T.; Tuma, D. High-pressure phase equilibria in binary and ternary mixtures with one near- or supercritical and one high-molecular component. New insights for application and theory. J. Mater. Sci. 2006, 41, 1547-1556.
14. Kautz, C. B.; Wagner, B.; Schneider, G. M. High-pressure solubility of 1,4-bis-(n-alkylamino)-9,10-anthraquinones in near- and supercritical carbon dioxide. J. Supercrit. Fluids 1998, 13, 43-47.
15. Wagner, B.; Kautz, C. B.; Schneider, G. M. Investigations on the solubility of anthraquinone dyes in supercritical carbon dioxide by a flow method. Fluid Phase Equilib. 1999, 158-160, 707-712.
16. Kraska, T.; Leonhard, K. O.; Tuma, D.; Schneider, G. M. Correlation of the solubility of low-volatile organic compounds in near- and supercritical fluids. Part D. Applications to Disperse Red 60 and two disubstituted anthraquinones. Fluid Phase Equilib. 2002, 194-197, 469-482.
17. Kautz, C. B. Fluidchromatographiscne Untersuchungen (SFC) an organischen Substanzen mit überkritischem Kohlendioxid: Bestimmung der Kapazitätsverhältnisse von Polyphenylen und substituierten Benzolderivaten sowie spektroskopische Löslichkeitsuntersuchungen an Anthrachinonfarbstoffen bis 20 MPa. Doctoral Thesis (ScD), University of Bochum, 1996; Cuvillier Göttingen, 1997.
18. Wagner, B. Untersuchungen zur Löslichkeit von Anthrachinonfarbstoffen in nah- und überkritischem Kohlendioxid mit einer Strömungsmethode bis 20 MPa. Doctoral Thesis (ScD), University of Bochum, 1998.
19. Chrastil, J. Solubility of solids and liquids in supercritical gases. J. Phys. Chem. 1982, 86, 3016-3021.
20. Sung, H.-D.; Shim, J.-J. Solubility of C. I. Disperse Red 60 and C. I. Disperse Blue 60 in supercritical carbon dioxide. J. Chem. Eng. Data 1999, 44, 985-989.
21. Safa Özcan, A.; Clifford, A. A.; Battle, K. D.; Lewis, D. M. Solubility of disperse dyes in supercritical carbon dioxide. J. Chem. Eng. Data 1997, 42, 590-592.
22. 2. Ind. Eng. Chem. Res. 1988, 27, 1551-1553.
23. Méndez-Santiago, J.; Teja, A. S. The solubility of solids in supercritical fluids. Fluid Phase Equilib. 1999, 158-160, 501-510.
24. Wagner, B.; Nishioka, M.; Tuma, D.; Maiwald, M.; Schneider, G. M. Sample purification for spectroscopic high-pressure investigations by dynamic supercritical fluid extraction. J. Supercrit. Fluids 1999, 16, 157-165.
25. Maiwald, M. Solvatochromie in überkritischen Fluiden. Doctoral Thesis (ScD), University of Bochum, 1997; Cuvillier: Göttingen, 1997.
26. Span, R.; Wagner, W. A new equation of state for carbon dioxide covering the fluid region from the triple-point temperature to 1100 K at pressures up to 800 MPa. J. Phys. Chem. Ref. Data 1996, 25, 1509-1596.
27. Wagner, W.; Overhoff, U. ThermoFluids Version 1.0 (Build 1.0.0); Springer: Berlin, 2006.
28. Hammam, H.; Sivik, B. Phase behavior of some pure lipids in supercritical carbon dioxide. J. Supercrit. Fluids 1993, 6, 223-227.
29. 2 for novel melt dispersion micronization process. J. Mol. Liq. 2007, 131-132, 53-59.
30. Haarhaus, U. Spektroskopische Hochdruckuntersuchungen zur Löslichkeitsbestimmung von Dispersionsfarbstoffen in überkritischen Gasen bei Drücken bis zu 2 kbar und Temperaturen zwischen 300 und 410 K. Doctoral Thesis (ScD), University of Bochum, 1992; Shaker: Aachen, 1992.
31. Tuma, D.; Wagner, B.; Schneider, G. M. Temperature, pressure and density dependencies of the solubilities of low-volatility organic compounds in compressed gases. Part I. Solution energies from solubility data for disperse dyestuffs up to 20 MPa. Phys. Chem. Chem. Phys. 2002, 4, 968-973.
32. Gupta, R. B.; Shim, J.-J. Solubility in Supercritical Carbon Dioxide; CRC Press: Boca Raton, London, New York, 2007.
33. Chimowitz, E. H.; Pennisi, K. J. Process synthesis concepts for supercritical gas extraction in the crossover region. AIChE J. 1986, 32, 1665-1676.
34. Joung, S. N.; Yoo, K.-P. Solubility of disperse anthraquinone and azo dyes in supercritical carbon dioxide at 313.15 to 393.15 K and from 10 to 25 MPa. J. Chem. Eng. Data 1998, 43, 9-12.
35. Gordillo, M. D.; Pereyra, C.; Martïnez de la Ossa, E. J. Measurement and correlation of solubility of Disperse Blue 14 in supercritical carbon dioxide. J. Supercrit. Fluids 2003, 27, 31-37.
36. Tamura, K.; Shinoda, T. Binary and ternary solubilities of disperse dyes and their blend in supercritical carbon dioxide. Fluid Phase Equilib. 2004, 219, 25-32.
37. Tabata, I.; Lyu, J.; Cho, S.; Tominaga, T.; Hori, T. Relationship between the solubility of disperse dyes and the equilibrium dye adsorption in supercritical fluid dyeing. Color Technol. 2001, 111, 346-351.
38. Haselow, J. S.; Han, S. J.; Greenkorn, R. A.; Chao, K. C. Equation of state for supercritical extraction. In Equations of State. Theories and Applications. ACS Symp. Ser. 300; Chao, K. C., Robinson, R. L., Eds.; American Chemical Society: Washington DC, 1986; pp 156-178.
39. Gómez-Prieto, M. S.; Caja, M. M.; Santa-María, G. Solubility in supercritical carbon dioxide of the predominant carotenes of tomato skin. J. Am. Oil Chem. Soc. 2002, 79, 897-902.
40. Miller, D. J.; Hawthorne, S. B.; Clifford, A. A.; Zhu, S. Solubility of polycyclic aromatic hydrocarbons in supercritical carbon dioxide from 313 to 523 K and pressures from 100 to 450 bar. J. Chem. Eng. Data 1996, 41, 779-786.
41. Datye, K. V.; Kangle, P. J.; Milićević, B. Experimentelle Beiträge zur Phänomenologie der Färbung von Polyestersubstraten mit Dispersionsfarbstoffen bei Temperaturen von 200 °C. Textilveredlung 1967, 2, 263-274.