Prediction of phase equilibria for binary and ternary mixtures involving tert-butyl methyl ether and tert-amyl methyl ether

Industrial and Engineering Chemistry Research

Volumn 39, Issue 3, 2000, Pages 767-774

  Coto, Baudilio ^a   Pando, Concepción ^b   Renuncio, Juan A R ^b  

^a UNIVERSIDAD REY JUAN CARLOS   (Spain)

^b UNIVERSIDAD COMPLUTENSE DE MADRID   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOLS; BENZENE; BINARY MIXTURES; ENTHALPY; ETHERS; MATHEMATICAL MODELS; OLEFINS; PARAFFINS;

DIMETHYLETHYL METHYL ETHER; DIMETHYLPROPYL METHYL ETHER; TERT AMYL METHYL ETHER; TERT BUTYL METHYL ETHER;

PHASE EQUILIBRIA;

ALCOHOL DERIVATIVE; ALKANE DERIVATIVE; ALKENE DERIVATIVE; BENZENE DERIVATIVE; ETHER DERIVATIVE; TERT AMYL METHYL ETHER; TERT BUTYL METHYL ETHER; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; ENTHALPY; EQUILIBRIUM CONSTANT; LIQUID; MODEL; PHASE TRANSITION; PREDICTION; VAPOR;

EID: 0034081920     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie990397j     Document Type: Article

References (62)

1. Marsh, K. N.; Niamskul, P.; Gmehling, J.; Bölts, R. Review of thermophysical property measurements on mixtures containing MTBE, TAME, and other ethers with nonpolar solvents. Fluid Phase Equllib. 1999, 156, 207-227.
2. Abrams, D. S.; Prausnitz, J. M. Statistical thermodynamics of liquid mixtures. A new expression for the excess Gibbs energy of partly and completely miscible systems. AIChE J. 1975, 21, 116-128.
3. Fredenslund, A.; Gmehling, J.; Rasmussen, P. Vapor-liquid equilibria using UNIFAC; Elsevier: Amsterdam, The Netherlands, 1977.
4. Hansen, H. K.; Rasmussen, P.; Fredenslund, A.; Schiller, M.; Gmehling, J. Vapor-Liquid Equilibria by UNIFAC Group Contribution. 5. Revision and Extension. Ind. Eng. Chem. Res. 1991, 30, 2352-2355.
5. Larsen, B. L.; Rasmussen, P.; Fredenslund, A. Modified UNIFAC group-contribution model for prediction of phase equilibria and heats of mixing. Ind. Eng. Chem. Res. 1987, 26, 2274-2286.
6. ∞. Ind. Eng. Chem. Res. 1987, 26, 1372-1381.
7. Gmehling, J.; Jiding, L.; Schiller, M. A Modified UNIFAC Model. 2. Present Parameter Matrix and Results for Different Thermodynamic Properties. Ind. Eng. Chem. Res. 1993, 32, 178-193.
8. Pividal, K. A.; Sterner, C.; Sandler, S. I.; Orbey, H. Vapor-liquid equilibrium from infinite dilution coefficients: measurement and prediction of oxygenated fuel additives with alkanes. Fluid Phase Equilib. 1992, 72, 227-249.
9. Soave, G. S.; Sama, S.; Oliveras, M. I. A new method for the prediction of VLE and thermodynamic properties. Preliminary results with alkane-ether-alkanol systems. Fluid Phase Equilib. 1999, 156, 35-50.
10. Vetere, A.; Miracca, I.; Cianci, F. Correlation and prediction of the vapor-liquid equilibria of the binary and ternary systems involved in MTBE syntesis. Fluid Phase Equilib. 1993, 90, 189-203.
11. Heintz, A.; Lichtenthaler, R. N. Calorimetric investigations on ordered structures in alkane mixtures. Ber. Bunsen-Ges. Phys. Chem. 1977, 81, 921-925.
12. Kimura, F.; Benson, G. C.; Halpin, C. J. Excess Enthalpies of Binary Mixtures of n-Heptane with Hexane Isomers. Fluid Phase Equilib. 1983, 11, 245-250.
13. Heintz, A.; Lichtenthaler, R. N. Excess enthalpies of liquid alkane mixtures at pressures up to 500 bar. I. Experimental results. Ber. Bunsen-Ges. Phys. Chem. 1980, 84, 727-732.
14. Burchfield, T. E.; Bertrand, G. L. Thermochemical investigations of nearly ideal binary solvents. II. Standard heats of solution in systems of nonspecific interactions. J. Solution Chem. 1975, 4, 205-214.
15. Zhu, S.; Shen, S.; Benson, G. C.; Lu, B. C.-Y. Excess molar enthalpies of methyl tert-butyl ether + (cyclohexane or 2,3-dimethylbutane) + n-decane ternary mixtures at 298.15 K. Thermochim. Acta 1994, 235, 161-169.
16. Wang, L.; Benson, G. C.; Lu, B. C.-Y. Excess molar enthalpies of methyl tert-butyl ether + n-hexane + (n-decane or n-dodecane) ternary mixtures at 298.15 K. Thermochim. Acta 1993, 213, 83-93.
17. Tusel-Langer, E.; Garcia Alonso, J. M.; Villamanan Olfos, M. A.; Lichtenthaler, R. N. Excess enthalpies of mixtures containing n-heptane, methanol and methyl tert-butyl ether (MTBE). J. Solution Chem. 1991, 20, 153-163.
18. Zhu, S.; Shen, S.; Benson, G. C.; Lu, B. C.-Y. Excess enthalpies of (ethanol or 1-propanol) + Methyl tert-Butyl Ether + n-Octane Ternary Mixtures at 298.15 K. Fluid Phase Equilib. 1994, 94, 217-226.
19. 6 Hydrocarbon at 298.15 K. J. Chem. Eng. Data 1994, 39, 302-303.
20. E of binary mixtures containing alkanes, methanol and tert-amyl-methyl ether (TAME). Thermochim. Acta 1996, 271, 49-58.
21. Tong, Z.; Benson, G. C.; Wang, L. L.; Lu, B. C.-Y. Excess Enthalpies of Ternary Mixtures Consisting of a Normal Alkane, Methyl tert-Butyl Ether, and tert-Amyl Methyl Ether. J. Chem. Eng. Data 1996, 41, 865-869.
22. Letcher, T. M.; Sack, J. The excess enthalpy of mixing of some hydrocarbon mixtures. J. S. Afr. Chem. Inst. 1975, 28, 316-320.
23. McFall, T. A.; Post, M. E.; Christensen, J. J.; Izatt, R. M. The excess enthalpies of (1-butene + methyl tert-butyl ether), (1,3-butadiene + propene), and (carbon disulfide + methanol) as functions of temperature. J. Chem. Thermodyn. 1982, 14 509-515.
24. Letcher, T.; Domanska, U. Excess molar enthalpies of (2,2,4-trimethylpentane, or 1-heptene, or 1-hexene, or toluene + methyl 1,1-dimethylethyl ether) and of (1-heptene, or 1-hexene, or toluene + 1,1-dimethylpropyl ether) at the temperatures 298.15 and 308.15 K. J. Chem. Thermodyn. 1997, 29, 721-730.
25. Nicolaides, G. L.; Eckert, C. A. Experimental Heats of Mixing of Some Miscible and Partially Miscible Nonelectrolyte Systems. J. Chem. Eng. Data, 1978, 23, 152-156.
26. Karvo, M. Thermodynamic properties of binary and ternary mixtures containing sulfolane. V. Excess enthalpies of cyclohexane + benzene, cyclohexane + toluene, benzene + sulfolane and toluene + sulfolane. J. Chem. Thermodyn. 1980, 12, 635-639.
27. Battler, J. R.; Rowley, R. L. Excess enthalpies between 293 and 323 K for constituent binaries of ternary mixtures exhibiting partial miscibility. J. Chem. Thermodyn. 1985, 17, 719-732.
28. Nagata, I. Excess enthalpies for (1,1-dimethylethyl methyl ether + benzene) and (methanol + 1,1-dimethylethyl methyl ether + benzene) at the temperature 298.15 K. J. Chem. Thermodyn. 1994, 26, 779-783.
29. Letcher, T. M.; Govender, P. U. Excess Molar Enthalpies of an Alkanol + a Branched Chain Ether at the Temperature 298.15 K. J. Chem. Eng. Data 1995, 40, 997-1000.
30. Ragaini, V.; Santi, R.; Carrà, S. Vapor-liquid equilibrium and heat of mixing of the ethylenediamine-benzene system. Lincei-Rend. Sc. Fis. Mater, e Nat. 1968, 45, 540-549.
31. Savini, C. G.; Winterhalter, D. R.; Van Ness, H. C. Heats of mixing of partially miscible systems: methanol-n-hexane and methanol-n-heptane. J. Chem. Eng. Data 1965, 10, 171-172.
32. Pflug, H. D.; Pope, A. E.; Benson, G. C. Heats of mixing of normal alcohols at 25 °C. J. Chem. Eng. Data 1968, 13, 408-410.
33. Lozano, L. M.; Montero, E. A.; Martin, M. C.; Villamañan, M. A. Vapor-liquid equilibria of binary mixtures containing methyl tert-butyl ether (MTBE) and/or substitution hydrocarbons at 298.15 and 313.15 K. Fluid Phase Equilib. 1995, 110, 219-230.
34. Wisniak, J.; Fishman, E.; Shachar, M.; Zeroni, I.; Reich, R.; Segura, H. Phase Equilibria in the Systems Hexane + Heptane and Methyl 1,1-Dimethylethyl ether + Hexane + Heptane. J. Chem. Eng. Data 1997, 42, 458-462.
35. Leslie, E. H.; Carr, A. R. Vapor Pressure of Organic Solutions. An Application of Dühring's Rule to Calculation of Equilibrium Diagrams. Ind. Eng. Chem. 1925, 17, 810-817.
36. Wisniak, J.; Embon, G.; Shafir, R.; Segura, H.; Reich, R. Isobaric Vapor-Liquid Equilibria in the Systems Methyl 1,1-Dimethylethyl Ether + Octane and Heptane + Octane. J. Chem. Eng. Data 1997, 42, 1191-1194.
37. E for methyl tert-butyl ether-benzene-cyclohexane at 313.15 K. Fluid Phase Equilib. 1997, 133, 163-172.
38. Mössner, F.; Coto, B.; Pando, C.; Renuncio, J. A. R. Vapor-Liquid Equilibrium of Binary Mixtures of n-Heptane with 1,1-Dimethylpropyl Methyl Ether and 1,1-Dimethylethyl Methyl Ether. Ber. Bunsen-Ges. Phys. Chem. 1997, 101, 1146-1153.
39. Chamorro, C. R.; Segovia, J. J.; Martin, M. C.; Montero, E. A.; Villamañan, M. A. Phase Equilibrium Properties of Binary and Ternary Systems Containing tert-Amy\ Methyl Ether (TAME) as Oxygenate Additive and Gasoline Substitution Hydrocarbons at 313.15 K. Fluid Phase Equilib. 1999, 156, 73-87.
40. Giles, N. F.; Wilson, H. L.; Wilding, W. V. Phase Equilibrium Measurements on Twelve Binary Mixtures. J. Chem. Eng. Data 1996, 41, 1223-1238.
41. Arce, A.; Martinez-Ageitos, J.; Soto, A. VLE Measurements of Binary Mixtures of Methanol, Ethanol, 2-Methoxy-2-methyl-propane, and 2-Methoxy-2-methylbutane at 101.32 kPa. J. Chem. Eng. Data 1996, 41, 718-723.
42. Segovia, J. J.; Martin, M. C.; Chamorro, C. R.; Villamañan, M. A. Vapor-liquid equilibrium of Ternary Mixtures Containing Methyl tert-Butyl Ether/n-Heptane/Cyclohexane and Methyl tert-Butyl Ether/Cyclohexane/1-Hexene at 313.15 K. J. Chem. Eng. Data 1998, 43, 1021-1026.
43. Oscarson, J. L.; Lundell, S. O.; Cunningham, J. R. Phase Equilibria for Ten Binary Systems. AIChE Symp. Ser. 256 1987, 83, 1-17.
44. Wisniak, J.; Fishman, E.; Shaulitch, R. Phase Equilibria in the Systems Oxolane + Octane and Methyl 1,1-Dimethylethyl Ether + Hex-1-ene. J. Chem. Eng. Data 1998, 43, 304-306.
45. Bennett, A.; Lamm, S.; Orbey, H.; Sandler, S. I. Vapor-Liquid Equilibria of Hydrocarbons and Fuel Oxygenates. 2. J. Chem. Eng. Data 1993, 38, 263-269.
46. Segovia, J. J.; Martin, M. C.; Chamorro, C. R.; Villamañan, M. A. Thermodynamics of octane enhancing additives in gasolines: vapor-liquid equilibrium of the ternary mixtures methyl tert-butyl ether/n-heptane/benzene and methyl tert-buty\ ether/ benzene/1-hexene at 313.15 K. J. Chem. Eng. Data 1998, 43, 1014-1020.
47. Reich, R.; Cartes, M.; Wisniak, J.; Segura, H. Phase Equilibria in the Systems Methyl 1,1-Dimethylethyl Ether + Benzene and + Toluene. J. Chem. Eng. Data 1998, 43, 299-303.
48. 4) Mixtures at 323.15 and 333.15 K. J. Chem. Eng. Data 1997, 42, 517-522.
49. Ohta, T.; Ishio, M.; Yamada, T. (Vapour + liquid) equilibria in (ethanol + 1,1-dimethylpropyl methyl ether) and (methanol + ethanol + 1,1-dimethylpropyl methyl ether) at T = 333.15 K. J. Chem. Thermodyn. 1998, 30, 1081-1086.
50. Boublikova, L.; Lu, B. C. Y. Isothermal vapor-liquid equilibriums for the ethanol-n-octane system. J. Appl. Chem. 1969, 19, 89-92.
51. Goto, B.; Wiesenberg, R.; Pando, C.; Rubio, R. G.; Renuncio, J. A. R. Vapor-Liquid Equilibrium for the Methanol-tert-Butyl Methyl Ether (MTBE) System. Ber. Bunsen-Ges. Phys. Chem. 1996, 100, 482-489.
52. Goto, B.; Mössner, F.; Pando, C.; Rubio, R. G.; Renuncio, J. A. R. Bulk and surface properties for the methanol-1,1-dimethylpropyl methyl ether and methanol-1,1-dimethylethyl methyl ether systems. J. Chem. Soc., Faraday Trans. 1996, 92, 4435-4440.
53. Mössner, F.; Coto, B.; Pando, C.; Rubio, R. G.; Renuncio, J. A. R. Vapor-Liquid Equilibrium for Methanol + 1,1-Dimethylpropyl Methyl Ether at (288.15, 308.15, and 328.15) K. J. Chem. Eng. Data 1996, 41, 537-542.
54. Benedict, M.; Johnson, C. A.; Solomon, E.; Rubin, L. C. Separation of toluene from paraffins by azeotropic distillation with methanol. Trans. Am. Inst. Chem. Eng. 1945, 1, 371-392.
55. 7-8 hydrocarbons of different classes. Zh. Fiz. Khim. 1975, 49, 1844-1846.
56. Amer, H. H.; Paxton, R. R.; Van Winkle, M. Methanol-Ethanol-Acetone. Vapor-Liquid Equilibria. Ind. Eng. Chem. 1956, 48, 142-146.
57. Coto, B.; Pando, C.; Renuncio, J. A. R. Prediction of vapor-liquid equilibrium from excess enthalpy data for binary ether + n-alkane or cyclohexane mixtures. J. Solution Chem. 1992, 21, 667-681.
58. Wisniak, J.; Fishman, E.; Shaulitch, R.; Reich, R.; Segura, H. Phase Equilibria in the ternary System methyl 1,1-dimethyl-ethyl ether + hexane + octane. J. Chem. Eng. Data 1998, 43, 307-311.
59. Wisniak, J.; Embon, G.; Shafir, R.; Reich, R.; Segura, H. Phase Equilibria in the Ternary System Methyl 1,1-Dimethylethyl Ether + Heptane + Octane. Phys. Chem. Liq. 1999, in press.
60. Hiaki, T.; Tatsuhana, K.; Tsuji, T.; Hongo, M. Isobaric Vapor-Liquid Equilibria for 2-Methoxy-2-Methyl Propane + Ethanol + Octane and Constituent Binary Systems at 101.3 kPa. J. Chem. Eng. Data 1999, 44, 323-327.
61. Segovia, J. J.; Martin, M. C.; Chamorro, C. R.; Villamañan, M. A. Excess thermodynamic properties of binary and ternary mixtures containing methyl 1,1-dimethylethyl ether (MTBE), n-heptane, and methanol at T = 313.15 K. J. Chem. Thermodyn. 1999, 31, 1231-1246.
62. Chamorro, C. R.; Segovia, J. J.; Martin, M. C.; Villamañan, M. A. Experimental investigation of the vapor-liquid equilibrium at 313.15 K of the ternary system tert-amylmethyl ether (TAME) + n-heptane + methanol. Fluid Phase Equilib. 1999, 165, 197-208.