Advances in phase equilibrium engineering of supercritical reactors

Journal of Supercritical Fluids

Volumn 47, Issue 3, 2009, Pages 336-343

  Pereda, S ^a   Brignole, E A ^a   Bottini, S B ^a  

^a UNIVERSIDAD NACIONAL DEL SUR   (Argentina)

Author keywords

Phase equilibria; Supercritical reactors

Indexed keywords

FISCHER-TROPSCH SYNTHESIS;

AND MODELING; PHASE CONDITIONS; PROCESS OUTPUTS; SUPERCRITICAL REACTIONS; SUPERCRITICAL REACTORS;

PHASE EQUILIBRIA;

EID: 58149354187     PISSN: 08968446     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.supflu.2008.10.010     Document Type: Review

References (79)

1. Baiker A. Supercritical fluids in heterogeneous catalysis. Chem. Rev. 99 (1999) 453-474
2. Härröd M., Macher M.B., van den Hark S., Møller P., Bertucco A., and Vetter G. 9.3 Hydrogenation under supercritical single-phase conditions. Industrial Chemistry Library vol. 9 (2001), Elsevier Science B.V. pp. 496-508
3. Wandeler R., and Baiker A. In situ monitoring of heterogeneously catalyzed reactions under supercritical conditions. Chimia 53 (1999) 566-569
4. Pereda S., Bottini S.B., and Brignole E.A. Phase equilibrium engineering of supercritical hydrogenation reactors. AIChE J. 48 (2002) 2635-2645
5. Pereda S., Bottini S.B., and Brignole E.A. Supercritical fluids and phase behavior in heterogeneous gas-liquid catalytic reactions. Appl. Catal. A 281 (2005) 129-137
6. van Konynenburg P.H., and Scott R.L. Critical phenomena and phase equilibria in binary van der Waals mixtures. Phil. Trans. A 298 (1980) 495-540
7. Luks K.D. The occurrence and measurement of multiphase equilibria behaviour. Fluid Phase Equilibr. 29 (1986) 209-224
8. Cismondi M., and Michelsen M.L. Global phase equilibrium calculations: critical points, critical end points and liquid-liquid-vapor equilibrium in binary mixtures. J. Supercrit. Fluids 39 (2007) 287-295
9. 2. J. Supercrit. Fluids 25 (2003) 19-32
10. Dahl S., and Michelsen M.L. High-pressure vapor-liquid equilibrium with a UNIFAC-based equation of state. AIChE J. 36 (1990) 1829-1836
11. Andreatta A.E., Casas L.M., Hegel P., Bottini S.B., and Brignole E.A. Phase equilibria in ternary mixtures of methyl oleate, glycerol, and methanol. Ind. Eng. Chem. Res. 47 (2008) 5157-5164
12. Hegel P., Andreatta A., Pereda S., Bottini S., and Brignole E.A. High pressure phase equilibria of supercritical alcohols with triglycerides, fatty esters and cosolvents. Fluid Phase Equilibr. 266 (2008) 31-37
13. Gros H.P., Bottini S.B., and Brignole E.A. A group contribution equation of state for associating mixtures. Fluid Phase Equilibr. 116 (1996) 537-544
14. Hu T., Qin Z., Wang G., Hou X., and Wang J. Critical properties of the reacting mixture in the esterification of acetic acid with ethanol. J. Chem. Eng. Data 49 (2004) 1809-1814
15. Ji X.F., Qin Z.F., Wang G.F., Dong M., Hou X.L., and Wang J.G. Critical temperatures and pressures of the reacting mixture in the acylation of anisole with acetic anhydride. J. Chem. Eng. Data 51 (2006) 1156-1160
16. Ke J., George M.W., Poliakoff M., Han B., and Yan H. How does the critical point change during the hydrogenation of propene in supercritical carbon dioxide?. J. Phys. Chem. B 106 (2002) 4496-4502
17. Rovetto L.J., Bottini S.B., Brignole E.A., and Peters C.J. Supercritical hydrogenation processes Experimental results on the fluid phase behavior of binary and ternary mixtures of hydrogen, propane and tripalmitin. J. Supercrit. Fluids 25 (2003) 165-176
18. Rovetto L.J., Bottini S.B., and Peters C.J. Phase equilibrium data on binary and ternary mixtures of methyl palmitate, hydrogen and propane. J. Supercrit. Fluids 31 (2004) 111-121
19. Rovetto L.J., Bottini S.B., Brignole E.A., and Peters C.J. Supercritical hydrogenolysis of fatty acid methyl esters: phase equilibrium measurements on selected binary and ternary systems. J. Supercrit. Fluids 35 (2005) 182-196
20. Pereda S., Rovetto L., Bottini S., and Brignole E. Phase-equilibrium modeling in the hydrogenation of vegetable oils and derivatives. J. Am. Oil Chem. Soc. 83 (2006) 461-467
21. Li J.F., Qin Z.F., Wang G.F., Dong M., and Wang J.G. Critical temperatures and pressures of several binary and ternary mixtures concerning the alkylation of 2-methylpropane with 1-butene in the presence of methane or carbon dioxide. J. Chem. Eng. Data 52 (2007) 1736-1740
22. Wang G., Qin Z., Liu J., Tian Z., Hou X., and Wang J. Critical properties of the reacting mixture in the alkylation of benzene with propene. Ind. Eng. Chem. Res. 42 (2003) 6531-6535
23. Zhang R., Qin Z., Wang G., Dong M., Hou X., and Wang J. Critical properties of the reacting mixture in the selective oxidation of cyclohexane by oxygen in the presence of carbon dioxide. J. Chem. Eng. Data 50 (2005) 1414-1418
24. Yermakova A., and Anikeev V.I. Thermodynamic calculations in the modeling of multiphase processes and reactors. Ind. Eng. Chem. Res. 39 (2000) 1453-1472
25. Jiang T., Zhenshan H., Buxing H., Liang G., Zhimin L., Jun H., and Guanying Y. Fluid Phase Equilibr. 215 (2004) 85-89
26. Caravati M., Grunwaldt J.D., and Baiker A. Benzyl alcohol oxidation in supercritical carbon dioxide: spectroscopic insight into phase behaviour and reaction mechanism. PCCP 7 (2005) 278-285
27. 2: a beneficial medium for heterogeneously catalyzed oxidation reactions. Appl. Catal. A 298 (2006) 50-56
28. Schneider M.S., Grunwaldt J.D., Burgi T., and Baiker A. High pressure view-cell for simultaneous in situ infrared spectroscopy and phase behavior monitoring of multiphase chemical reactions. Rev. Sci. Instrum. 74 (2003) 4121-4128
29. Grunwaldt J.D., Caravati M., Ramin M., and Baiker A. Probing active sites during palladium-catalyzed alcohol oxidation in "supercritical" carbon dioxide. Catal. Lett. 90 (2003) 221-229
30. Grunwaldt J.D., and Baiker A. In situ spectroscopic investigation of heterogeneous catalysts and reaction media at high pressure. PCCP 7 (2005) 3526-3539
31. Martin A., Kant M., Klein H., Jackstell R., and Beller M. Investigations on thermodynamic properties of hydroaminomethylation reaction mixtures at high pressures. J. Supercrit. Fluids 42 (2007) 325-329
32. Novitskiy A., Hou M., Pérez E., Ke J., Wu W., and Poliakoff M. A new continuous method to perform quick phase equilibrium measurements at high pressures and temperatures. 11th European Meeting on Supercritical Fluids, Conference Proceedings (2008)
33. Wu W., Ke J., and Poliakoff M. New design of fiber-optic reflectometer for determining the phase boundary of multicomponent fluid mixtures at high pressures and high temperatures. Rev. Sci. Instrum. 77 (2006) 023903-23904
34. 2 "without gases". Green Chem. 7 (2005) 357-361
35. Chouchi D., Gourgouillon D., Courel M., Vital J., and Nunes da Ponte M. The influence of phase behavior on reactions at supercritical conditions: the hydrogenation of α-pinene. Ind. Eng. Chem. Res. 40 (2001) 2551-2554
36. Burgener M., Ferri D., Grunwaldt J.D., Mallat T., and Baiker A. Supercritical carbon dioxide: an inert solvent for catalytic hydrogenation?. J. Phys. Chem. B 109 (2005) 16794-16800
37. Chatterjee A., Chatterjee M., Ikushima Y., and Mizukami F. The role of solvent on selective hydrogenation of conjugated and isolated CC of Citral (3,7-dimethyl 2,6-octadienal)-a self-consistent reaction field study. Chem. Phys. Lett. 395 (2004) 143-149
38. 2 and conventional solvents in continuous and batch reactors. Appl. Catal. A 268 (2004) 1-8
39. 2 medium. Ind. Eng. Chem. Res. 42 (2003) 6688-6696
40. Wandeler R., Künzle N., Schneider M.S., Mallat T., and Baiker A. Continuous enantioselective hydrogenation of ethyl pyruvate in "supercritical" ethane: relation between phase behavior and catalytic performance. J. Catal. 200 (2001) 377-388
41. van den Hark S., and Härröd M. Hydrogenation of oleochemicals at supercritical single-phase conditions: influence of hydrogen and substrate concentrations on the process. Appl. Catal. A 210 (2001) 207-215
42. 3 catalysts in single-phase conditions using supercritical propane. Appl. Catal. A 313 (2006) 177-188
43. Piqueras C.A., Tonetto G., Bottini S., and Damiani D.E. Sunflower oil hydrogenation on Pt catalysts: comparison between conventional process and homogeneous phase operation using supercritical propane. Catal. Today 133 (2008) 836-841
44. Ramírez E., Recasens F., Fernández M., and Larrayoz M.A. Sunflower oil hydrogenation on Pd/C in SC propane in a continuous recycle reactor. AIChE J. 50 (2004) 1545-1555
45. Yokota K., Hanakata Y., and Fujimoto K. Supercritical phase Fischer-Tropsch synthesis. Chem. Eng. Sci. 45 (1990)
46. Linghu W.-S., Li X.-H., and Fujimoto K. Supercritical and near-critical Fischer-Tropsch synthesis: effects of solvents. J. Fuel Chem. Technol. 35 (2007) 51-56
47. Tsubaki N., Yoshii K., and Fujimoto K. Anti-ASF distribution of Fischer-Tropsch hydrocarbons in supercritical-phase reactions. J. Catal. 207 (2002) 371-375
48. Tsubaki N., and Fujimoto K. Product control in Fischer-Tropsch synthesis. Fuel Process. Technol. 62 (2000) 173-186
49. Linghu W., Li X., Asami K., and Fujimoto K. Process design and solvent recycle for the supercritical Fischer-Tropsch synthesis. Energy Fuels 20 (2006) 7-10
50. Bochniak D.J., and Subramaniam B. Fischer-Tropsch synthesis in near-critical n-hexane: pressure-tuning effects. AIChE J. 44 (1998) 1889-18961
51. 3 catalyst in supercritical media. Chem. Eng. Technol. 31 (2008) 525-536
52. Ermakova A., Anikeev V., and Froment G. Supercritical Fischer-Tropsch synthesis: the effect of nonideality of the reaction mixture on the reaction rate. Theor. Found. Chem. Eng. 34 (2000) 180-188
53. Elbashir N.O., and Roberts C.B. Enhanced incorporation of α-olefins in the Fischer-Tropsch synthesis chain-growth process over an alumina-supported cobalt catalyst in near-critical and supercritical hexane media. Ind. Eng. Chem. Res. 44 (2005) 505-521
54. Huang X., Elbashir N.O., and Roberts C.B. Supercritical solvent effects on hydrocarbon product distributions from Fischer-Tropsch synthesis over an alumina-supported cobalt catalyst. Ind. Eng. Chem. Res. 43 (2004) 6369-6381
55. Armbruster U., Martin A., Smejkal Q., and Kosslick H. Heterogeneously catalysed partial oxidation of cyclohexane in supercritical carbon dioxide. Appl. Catal. A 265 (2004) 237-246
56. Zhang R., Qin Z., Dong M., Wang G., and Wang J. Selective oxidation of cyclohexane in supercritical carbon dioxide over CoAPO-5 molecular sieves. Catal. Today 110 (2005) 351-356
57. Mallat T., and Baiker A. Oxidation of alcohols with molecular oxygen on solid catalysts. Chem. Rev. 104 (2004) 3037-3058
58. Jenzer G., Schneider M.S., Wandeler R., Mallat T., and Baiker A. Palladium-catalyzed oxidation of octyl alcohols in "supercritical" carbon dioxide. J. Catal. 199 (2001) 141-148
59. Jenzer G., Mallat T., and Baiker A. Continuous oxidation of benzyl alcohol in "supercritical" carbon dioxide. Catal. Lett. 73 (2001) 5-8
60. Caravati M., Grunwaldt J.D., and Baiker A. Selective oxidation of benzyl alcohol to benzaldehyde in "supercritical" carbon dioxide. Catal. Today 91-92 (2004) 1-5
61. Burgener M., Tyszewski T., Ferri D., Mallat T., and Baiker A. Palladium-catalyzed oxidation of geraniol in dense carbon dioxide. Appl. Catal. A 299 (2006) 66-72
62. Steele A.M., Zhu J., and Tsang S.C. Noble metal catalysed aerial oxidation of alcohols to aldehydes in supercritical carbon dioxide. Catal. Lett. 73 (2001) 9-13
63. Tsang S.C., Zhu J., Steele A.M., and Meric P. Partial aerial oxidation of nonpolar alcohols over Teflon-modified noble metal catalysts in supercritical carbon dioxide. J. Catal. 226 (2004) 435-442
64. 3. J. Catal. 240 (2006) 126-136
65. Saka S., and Kusdiana D. Biodiesel fuel from rapeseed oil as prepared in supercritical methanol. Fuel 80 (2001) 225-231
66. Cao W., Han H., and Zhang J. Preparation of biodiesel from soybean oil using supercritical methanol and co-solvent. Fuel 84 (2005) 347-351
67. Hegel P., Mabe G., Pereda S., and Brignole E.A. Phase transitions in a biodiesel reactor using supercritical methanol. Ind. Eng. Chem. Res. 46 (2007) 6360-6365
68. Bogdan V.I., Klimenko T.A., Kustov L.M., and Kazanskii V.B. Supercritical n-butane isomerization. Kinet. Catal. 45 (2004) 890-893
69. Bogdan V.I., and Kazanskii V.B. Isobutane alkylation with butenes and the oligomerization of C-4 olefins in supercritical reagents. Kinet. Catal. 46 (2005) 834-838
70. Du Y., Cai F., Kong D.L., and He L.N. Organic solvent-free process for the synthesis of propylene carbonate from supercritical carbon dioxide and propylene oxide catalyzed by insoluble ion exchange resins. Green Chem. 7 (2005) 518-523
71. Ballivet-Tkatchenko D., Chambrey S., Keiski R., Ligabue R., Plasseraud L., Richard P., and Turunen H. Direct synthesis of dimethyl carbonate with supercritical carbon dioxide: characterization of a key organotin oxide intermediate. Catal. Today 115 (2006) 80-87
72. Fischer A., Maciejewski M., Burgi T., Mallat T., and Baiker A. Cobalt-catalyzed amination of 1,3-propanediol: effects of catalyst promotion and use of supercritical ammonia as solvent and reactant. J. Catal. 183 (1999) 373-383
73. 2. J. Phys. Chem. A 105 (2001) 9427-9435
74. Glaser R., and Weitkamp J. Supercritical carbon dioxide as a reaction medium for the zeolite-catalyzed alkylation of naphthalene. Ind. Eng. Chem. Res. 42 (2003) 6294-6302
75. Jessop P.G., DeHaai S., and Wynne D.C. Carbon dioxide gas accelerates solvent-less synthesis. Chem. Commun. 8 (2000) 693-694
76. Jessop P.J., Eckert C.A., Liotta C.L., Bonilla T.J., Brown J.S., Brown R.A., Pollet P., Thomas C.A., Wheeler C., and Wynne D. Catalysis using supercritical or subcritical inert gases under split-phase conditions. ACS Symposium Series, 819 (2002) 97-112
77. 2. Macromolecules 37 (2004) 8239-8248
78. 2-induced miscibility of florous and organic solvents for recycling homogeneous catalysts. Ind. Eng. Chem. Res. 43 (2004) 4827-4832
79. Keskin S., Kayrak-Talay D., Akmann U., and Hortaçsu O. A review of ionic liquids towards supercritical fluid applications. J. Supercrit. Fluids 43 (2007) 150-180