Phase equilibrium calculations in aqueous and nonaqueous mixtures of sugars and sugar derivatives with a group-contribution model

Industrial and Engineering Chemistry Research

Volumn 43, Issue 26, 2004, Pages 8391-8399

  Tsavas, Panagiotis ^a   Voutsas, Epaminondas ^a   Magoulas, Kostis ^a   Tassios, Dimitrios ^a  

^a NATIONAL TECHNICAL UNIVERSITY OF ATHENS   (Greece)

Author keywords

[No Author keywords available]

Indexed keywords

BINARY MIXTURES; ENZYMES; ESTERIFICATION; ESTERS; FATTY ACIDS; PHASE EQUILIBRIA;

AQUEOUS MIXTURES; ASYMMETRIC SYSTEMS; NONAQUEOUS MIXTURES;

SUGAR (SUCROSE);

ACID; CARBOHYDRATE DERIVATIVE; ESTER; SUGAR;

EQUILIBRIUM;

AQUEOUS SOLUTION; ARTICLE; COMBINATORIAL CHEMISTRY; COMPARTMENT MODEL; ESTERIFICATION; MODEL; PARTICLE SIZE; REACTION ANALYSIS;

EID: 11144294174     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie049353n     Document Type: Article

References (51)

1. Watanabe, T. Sucrose Fatty Acid Esters: Past, Present and Future. Foods Food Ingredients J. Jpn. 1999, 180, 18.
2. Montgomery, R. Development of biobased products. Bioresour. Technol. 2004, 91, 1.
3. Riva, S. Biocatalytic modification of natural products. Curr. Opin. Chem. Biol. 2001, 5, 106.
4. Soultani, S.; Engasser, J. M.; Ghoul, M. Effect of acyl donor chain length and sugar/acyl donor molar ratio on enzymatic synthesis of fatty acid fructose esters. J. Mol. Catal. B: Enzym. 2001, 11, 725.
5. Flores, V. M.; Naraghi, K.; Engasser, J. M.; Halling, P. J. Influence of glucose solubility and dissolution rate on the kinetics of lipase catalyzed synthesis of glucose laureate in 2-methyl-2-butanol. Biotechnol. Bioeng. 2002, 78, 815.
6. Akoh, C. C.; Swanson, B. G. Carbohydrate Polyesters as Fat Substitutes; Marcel Dekker: New York, 1994.
7. Tsuzuki, W.; Kitamura, Y.; Suzuki, T.; Kobayashi, S. Synthesis of sugar fatty acid esters by modified lipase. Biotechnol. Bioeng. 1989, 64, 267.
8. Degn, P.; Pedersen, L.; Zimmermann, W. Lipase-catalyzed synthesis of glucose fatty acid esters in tert-butyl alcohol, Biotechnol. Lett. 1999, 21, 275.
9. Acros, J.; A. Bernabe M.; Otero, C. Quantitative Enzymatic Production of 6-O-Acylglucose Esters. Biotechnol. Bioeng. 1998, 57, 505.
10. Le Maguer, M. In Physical Chemistry of Foods: Thermodynamics and Vapor/Liquid Equilibria; Schwartzberg, H. G., Hartel, R. W., Eds.; Marcel Dekker: New York, 1992; p 1.
11. Achard C.; Gros J. B.; Dussap, C. G. Prédiction de l'activité de l'eau, des températures d'ébullition et de congélation de solutions aqueuses de sucres par un modèle UNIFAC. Cah. Sci. 1992, 10, 93.
12. Cattè, M.; Dussap, C. G.; Gros, J. B. A physical chemical UNIFAC model for aqueous solutions of sugars. Fluid Phase Equilib. 1985, 96, 1.
13. Peres, A. M.; Macedo, E. A., Thermodynamic properties of sugars in aqueous solutions: Correlation and prediction using a modified UNIQUAC model. Fluid Phase Equilib. 1996, 123, 71.
14. Ferreira, O.; Brignole, E. A.; Macedo, E. A., Phase Equilibria in Sugar Solutions Using the A-UNIFAC Model. Ind. Eng. Chem. Res. 2003, 42, 6212.
15. Spiliotis, N.; Tassios, D. A UNIFAC model for phase equilibrium calculations in aqueous and nonaqueous sugar solutions. Fluid Phase Equilib. 2000, 173, 39.
16. Spiliotis, N. Recovery and Purification of Sugar Fatty Esters Produced Through Enzymatic Esterification. Ph.D. Dissertation, National Technical University of Athens, Athens, Greece, 2000.
17. Abrams, D. S. and Prausnitz, J. M. Statistical thermodynamics of liquid mixtures: A new expression of excess Gibbs energy of partly or completely miscible systems. AIChE J. 1975, 21, 116.
18. Larsen, B. L.; Rasmussen, P.; Fredenslund, Aa. A modified UNIFAC Group Contribution Model for Prediction of Phase Equilibria and Heat of Mixtures. Ind. Eng. Chem. Res. 1987, 26, 2274.
19. Magnussen, T.; Rasmussen, P.; Fredenslund, Aa. UNIFAC Parameters Table for Liquid-Liquid Equilibria. Ind. Eng. Chem. Process Des. Dev. 1981, 20, 331.
20. Tsavas, P.; Polydorou, S.; Voutsas, E. C.; Magoulas, K. G.; Naraghi, K.; Halling, P. J. Sucrose Solubility in Mixtures of Water, Ester, and Acid. J. Chem. Eng. Data 2002, 47, 807.
21. Tsavas, P.; Polydorou, S.; Faflia, I.; Voutsas, E. C.; Tassios, D.; Naraghi, K.; Flores, M. V.; Halling, P. J.; Engasser, J. M.; Ghoul, M.; Chamouleau, F.; Ferrer, M.; Ferrer, F. J. Solubility of Glucose in Mixtures Containing 2-Methyl-2-butanol, Dimethyl Sulfoxide, Acids, Esters, and Water. J. Chem. Eng. Data 2002, 47, 513.
22. Voutsas, E. C.; Tsavas, P.; Magoulas, K.; Tassios, D.; Ferrer, M.; Plou, F. J.; Ballesteros, A. Solubility Mesurements of Fatty Acid Glucose Esters and Sucrose Esters in 2-Methyl-2-butanol and Mixtures of 2-Methyl-2-butanol with Dimethyl Sulfoxide. J. Chem. Eng. Data 2002, 47, 1517.
23. Ferro Fontan, C.; Chirife, J. The evaluation of water activity in aqueous solutions from freezing point depressions. J. Food Technol. 1981, 16, 21.
24. Daubert, T. E.; Danner, R. P. Data Compilation Tables of Properties of Pure Compounds. AIChE J. 1994, 13, 91.
25. Golberg, R. N.; Tewari, Y. B. Thermodynamic and Transport Properties of Carbohydrates and Their Monophosphates: The Pentose and Hexoses. Phys. Chem. Ref. Data 1989, 2, 809.
26. Verstraeten, L. M. J. D-Fructose and Its Derivatives. Adv. Carbohydr. Chem. 1967, 22, 230.
27. Durrete, Ph. L.; Horton, D. Conformational analysis of sugar and their derivatives. Adv. Carbohydr. Chem. 1971, 26, 49.
28. Flood, A. E.; Johns, M. R.; White, E. T. Mutarotation of D-fructose in aqueous-ethanolic solutions and its influence on crystallization. Carbohydr. Res. 1996, 288, 45.
29. Michaels, S. S.; Van Kreveld, A. Influence of additives on growth rates in lactose crystals. Neth. Milk Dairy J. 1966, 20, 163.
30. Gmehling J.; Li, J.; Shiller, M. A Modified UNIFAC Model. 2. Present Parameters Matrix and Results for Different Thermodynamic Properties. Ind. Eng. Chem. Res. 1993, 32, 178.
31. http://ttpl.chemeng.ntua.gr/Tsavas.htm (accessed Oct 2004).
32. Reamy, A.; Schweizer, T. F. Thermal Behaviour of Carbohydrates studied by Heat Flow Conductivity. J. Therm. Anal. 1983, 28, 95.
33. Gabas, N.; Laguerie, C. Communication to European Symposium on Computer Aided Process Engineering-ESCAPE 2, Toulouse, France, Oct 5-7, 1992.
34. Roos, Y. Melting and Glass Transitions of Low Molecular Weight Carbohydrates. Carbohydr. Res. 1993, 238, 39.
35. Neau, S. H.; Flynn, G. L. Solid and Liquid Heat Capacities of n-Alkyl Para-aminobenzoates Near the Melting Point. Pharm. Res. 1990, 7, 1157.
36. Spiliotis, N.; Voutsas, E.; Magoulas, K.; Tassios, D. Recovery of Fructose Laurate Produced through Enzymatic Esterification. Sep. Purif. Technol. 2000, 19, 229.
37. Cooke, S. A.; Jónsdóttir, S. Ó.; Westh, P. Phase Equilibria of Carbohydrates: The Study of a Series of Glucose Oligomers from Glucose to Maltopentaose in Aqueous Solutions. Experimental and Predicted Data Using Various UNIQUAC/UNIFAC Models. Fluid Phase Equilib. 2002, 194-197, 947.
38. Peres, A. M.; Macedo, E. A. Solid Liquid Equilibrium of Sugars in Mixed Solvents. Entropie 1997, 202/203, 1.
39. Young, F. E. D-Glucose-Water Phase Diagram. J. Phys. Chem. 1957, 61, 1956.
40. Abed, Y.; Gabas, N.; Delia, M. L.; Bounahmidi, T. Measurement of liquid-solid equilibrium in ternary systems of water-sucrose-glucose and water-sucrose-fructose and predictions using UNIFAC. Fluid Phase Equilib. 1992, 73, 175.
41. Tsavas, P.; Faflia, I.; Voutsas, E.; Magoulas, K.; Tassios, D. Phase Equilibrium in Mixtures Containing Sugars and Sugaresters: Experimental Measurements and Correlation/Prediction. In 18th ESAT; Kütna Chora, Czech Republic, 2000.
42. Bockstanz, G. L.; Buffa, M.; Lira, C. T. Solubilities of anhydrous a-glucose in ethanol/water mixtures. J. Chem. Eng. Data 1989, 34, 426.
43. Flood, A. E.; Puasga, S. Refractive Index, Viscosity and Solubility at 30 °C and Densities at 25 °C for the System Fructose + Glucose + Ethanol + Water. J. Chem. Eng. Data 2000, 45, 902.
44. Gabas, N.; Carillon, Th.; Hiquily, N. Solubilities of D-xylose and D-mannose in water-ethanol mixtures at 25 °C. J. Chem. Eng. Data 1988, 33, 128.
45. Young, F. E.; Jones, F. T. Sucrose Hydrates. The Sucrose-Water Phase Diagram. J. Phys. Chem. 1949, 53, 1334.
46. Peres, A. M.; Macedo, E. A. Phase Equilibria of D-Glucose and Sucrose in Mixed Solvents. Carbohdr. Res. 1997, 303, 135.
47. Haeseler, V. G.; Luca, S. F.; Misselhorn, K. Löslichkeit von Saccharose in Alcohol-Wasser Mischungen. Branntweinwirtschaft 1968, 108, 405.
48. Flood, A. E.; Addai-Mensah, J.; Johns, M. R.; White, E. T. Refractive Index, Viscosity, Density, and Solubility in the System Fructose + Ethanol + Water at 30, 40, and 50 °C. J. Chem. Eng. Data 1996, 41, 418.
49. Leo, A.; Hansch, C.; Elkins, D. Partition coefficients and their uses. Chem. Rev. 1971, 71, 525.
50. Ruegg, M.; Blanc, B. The Water Activity of Honey and Real Sugar Solutions. Lebensm.-Wiss.-Technol. 1981, 14, 1.
51. Fontain, C. F.; Chirife, J.; Boquet, R. Water Activity in Multicomponent Non-Electrolyte Solutions. J. Food Technol. 1981, 18, 553.