Experimental Study and Modeling of Phase Equilibrium of the Methanol-Tripalmitin System: Application to Palm Oil Transesterification with Supercritical Methanol

Industrial and Engineering Chemistry Research

Volumn 55, Issue 18, 2016, Pages 5190-5199

  Sakdasri, Winatta ^a   Sawangkeaw, Ruengwit ^a   Medina Gonzalez, Yaocihuatl ^b   Camy, Séverine ^b   Condoret, Jean Stéphane ^b   Ngamprasertsith, Somkiat ^a  

^a CHULALONGKORN UNIVERSITY   (Thailand)

^b CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

BINARY MIXTURES; DRUG PRODUCTS; EQUATIONS OF STATE; FREE ENERGY; GIBBS FREE ENERGY; METHANOL; MIXING; OIL SHALE; PALM OIL; TRANSESTERIFICATION;

COMPARATIVE MODELING; EXCESS GIBBS FREE ENERGY; FLUID-PHASE EQUILIBRIUM; PENG-ROBINSON EQUATION OF STATE; SUPERCRITICAL METHANOL; THERMODYNAMIC MODEL; UNIVERSAL FUNCTIONAL ACTIVITY COEFFICIENTS; UNIVERSAL QUASI CHEMICALS;

PHASE EQUILIBRIA;

EID: 84969528891     PISSN: 08885885     EISSN: 15205045     Source Type: Journal    
DOI: 10.1021/acs.iecr.5b04588     Document Type: Article

References (42)

1. Saka, S.; Kusdiana, D. Biodiesel fuel from rapeseed oil as prepared in supercritical methanol Fuel 2001, 80, 225 10.1016/S0016-2361(00)00083-1
2. Kusdiana, D.; Saka, S. Effects of water on biodiesel fuel production by supercritical methanol treatment Bioresour. Technol. 2004, 91, 289 10.1016/S0960-8524(03)00201-3
3. Xin, J.; Imahara, H.; Saka, S. Oxidation stability of biodiesel fuel as prepared by supercritical methanol Fuel 2008, 87, 1807 10.1016/j.fuel.2007.12.014
4. Demirbaş, A. Biodiesel fuels from vegetable oils via catalytic and non-catalytic supercritical alcohol transesterifications and other methods: A survey Energy Convers. Manage. 2003, 44, 2093 10.1016/S0196-8904(02)00234-0
5. Tang, Z.; Du, Z.; Min, E.; Gao, L.; Jiang, T.; Han, B. Phase equilibria of methanol-triolein system at elevated temperature and pressure Fluid Phase Equilib. 2006, 239, 8 10.1016/j.fluid.2005.10.010
6. Shimoyama, Y.; Iwai, Y.; Jin, B. S.; Hirayama, T.; Arai, Y. Measurement and correlation of vapor-liquid equilibria for methanol + methyl laurate and methanol + methyl myristate systems near critical temperature of methanol Fluid Phase Equilib. 2007, 257, 217 10.1016/j.fluid.2007.01.034
7. Fang, T.; Shimoyama, Y.; Abeta, T.; Iwai, Y.; Sasaki, M.; Goto, M. Phase equilibria for the mixtures of supercritical methanol+ C18 methyl esters and supercritical methanol+ α-tocopherol J. Supercrit. Fluids 2008, 47, 140 10.1016/j.supflu.2008.07.020
8. Glišić, S.; Montoya, O.; Orlović, A.; Skala, D. Vapor-liquid equilibria of triglycerides-methanol mixtures and their influence on the biodiesel synthesis under supercritical conditions of methanol J. Serb. Chem. Soc. 2007, 72, 13 10.2298/JSC0701013G
9. Anikeev, V.; Stepanov, D.; Yermakova, A. Thermodynamics of Phase and Chemical Equilibrium in the Processes of Biodiesel Fuel Synthesis in Subcritical and Supercritical Methanol Ind. Eng. Chem. Res. 2012, 51, 4783 10.1021/ie202379u
10. Shimoyama, Y.; Abeta, T.; Zhao, L.; Iwai, Y. Measurement and calculation of vapor-liquid equilibria for methanol + glycerol and ethanol + glycerol systems at 493-573 K Fluid Phase Equilib. 2009, 284, 64 10.1016/j.fluid.2009.06.010
11. Sawangkeaw, R.; Satayanon, W.; Bunyakiat, K.; Camy, S.; Condoret, J.-S.; Ngamprasertsith, S. Continuous Production of Biodiesel with Supercritical Methanol: A Simple Compressible Flow Model for Tubular Reactors Int. J. Chem. React. Eng. 2011, 9, 9 10.2202/1542-6580.2758
12. Shinoj, S.; Visvanathan, R.; Panigrahi, S.; Kochubabu, M. Oil palm fiber (OPF) and its composites: A review Ind. Crops Prod. 2011, 33, 7 10.1016/j.indcrop.2010.09.009
13. Sallee, E. M. AOCS Methods Ce 2-66, Ca 2a-47, and Cd 1-25. In Official Methods and Recommended Practices of the American Oil Chemists' Society, 6th Edition; AOCS Press: Champaign, IL, 2010.
14. Brunner, G. Gas Extraction: An Introduction to Fundamentals of Supercritical Fluids and the Application to Separation Processes; Springer: New York, 1994.
15. 2 J. Supercrit. Fluids 2003, 25, 19 10.1016/S0896-8446(02)00087-6
16. Sakdasri, W.; Sawangkeaw, R.; Ngamprasertsith, S. Continuous production of biofuel from refined and used palm olein oil with supercritical methanol at a low molar ratio Energy Convers. Manage. 2015, 103, 934 10.1016/j.enconman.2015.07.027
17. Velez, A.; Hegel, P.; Mabe, G.; Brignole, E. A. Density and Conversion in Biodiesel Production with Supercritical Methanol Ind. Eng. Chem. Res. 2010, 49, 7666 10.1021/ie100670r
18. Velez, A.; Pereda, S.; Brignole, E. A. Isochoric lines and determination of phase transitions in supercritical reactors J. Supercrit. Fluids 2010, 55, 643 10.1016/j.supflu.2010.09.033
19. Hegel, P.; Mabe, G.; Pereda, S.; Brignole, E. A. Phase Transitions in a Biodiesel Reactor Using Supercritical Methanol Ind. Eng. Chem. Res. 2007, 46, 6360 10.1021/ie070299v
20. Esteban, B.; Riba, J.-R.; Baquero, G.; Rius, A.; Puig, R. Temperature dependence of density and viscosity of vegetable oils Biomass Bioenergy 2012, 42, 164 10.1016/j.biombioe.2012.03.007
21. 2 J. Supercrit. Fluids 2012, 63, 52 10.1016/j.supflu.2011.12.015
22. Oparin, R.; Tassaing, T.; Danten, Y.; Besnard, M. Structural evolution of aqueous NaCl solutions dissolved in supercritical carbon dioxide under isobaric heating by mid and near infrared spectroscopy J. Chem. Phys. 2005, 122, 094505 10.1063/1.1858440
23. 2/glycerol system: Experimental data by in situ FT-IR spectroscopy and thermodynamic modeling J. Supercrit. Fluids 2013, 73, 97 10.1016/j.supflu.2012.11.012
24. Peng, D.-Y.; Robinson, D. B. A new two-constant equation of state Ind. Eng. Chem. Fundam. 1976, 15, 59 10.1021/i160057a011
25. Baudouin, O.; Dechelotte, S.; Guittard, P.; Vacher, A. Simulis® Thermodynamics: An open framework for users and developers Comput.-Aided Chem. Eng. 2008, 25, 635 10.1016/S1570-7946(08)80111-3
26. Kontogeorgis, G. M.; Folas, G. K. Thermodynamic Models for Industrial Applications: From Classical and Advanced Mixing Rules to Association Theories; John Wiley & Sons: New York, 2009.
27. Espinosa, S.; Fornari, T.; Bottini, S. B.; Brignole, E. A. Phase equilibria in mixtures of fatty oils and derivatives with near critical fluids using the GC-EOS model J. Supercrit. Fluids 2002, 23, 91 10.1016/S0896-8446(02)00025-6
28. Hegel, P.; Andreatta, A.; Pereda, S.; Bottini, S.; Brignole, E. A. High pressure phase equilibria of supercritical alcohols with triglycerides, fatty esters and cosolvents Fluid Phase Equilib. 2008, 266, 31 10.1016/j.fluid.2008.01.016
29. Richard, D.; Brien, O. Fats and Oils, Formulating and Processing for Applications; CRC Press: Boca Raton, FL, 2004.
30. Sales-Cruz, M.; Aca-Aca, G.; Sánchez-Daza, O.; López-Arenas, T. Predicting critical properties, density and viscosity of fatty acids, triacylglycerols and methyl esters by group contribution methods. In Proceedings of the 20th European Symposium on Computer Aided Process Engineering; Elsevier BV: Amsterdam, 2010.
31. Casas, A.; Rodríguez, J. F.; del Peso, G. L.; Rodríguez, R.; Vicente, G.; Carrero, A. Liquid-Liquid Phase Equilibria for Soybean Oil Methanolysis: Experimental, Modeling, and Data Prediction Ind. Eng. Chem. Res. 2014, 53, 3731 10.1021/ie403927c
32. Likozar, B.; Levec, J. Transesterification of canola, palm, peanut, soybean and sunflower oil with methanol, ethanol, isopropanol, butanol and tert-butanol to biodiesel: Modelling of chemical equilibrium, reaction kinetics and mass transfer based on fatty acid composition Appl. Energy 2014, 123, 108 10.1016/j.apenergy.2014.02.046
33. Likozar, B.; Levec, J. Effect of process conditions on equilibrium, reaction kinetics and mass transfer for triglyceride transesterification to biodiesel: Experimental and modeling based on fatty acid composition Fuel Process. Technol. 2014, 122, 30 10.1016/j.fuproc.2014.01.017
34. Likozar, B.; Pohar, A.; Levec, J. Transesterification of oil to biodiesel in a continuous tubular reactor with static mixers: Modelling reaction kinetics, mass transfer, scale-up and optimization considering fatty acid composition Fuel Process. Technol. 2016, 142, 326 10.1016/j.fuproc.2015.10.035
35. Xu, J.; Liu, Q.; Yan, T.; Wang, Y.; Fang, T. Vapor-Liquid Equilibrium for Methanol + Methyl Palmitate near the Critical Temperature of Methanol J. Chem. Eng. Data 2016, 61, 1229 10.1021/acs.jced.5b00865
36. Sawangkeaw, R.; Teeravitud, S.; Piumsomboon, P.; Ngamprasertsith, S. Biofuel production from crude palm oil with supercritical alcohols: Comparative LCA studies Bioresour. Technol. 2012, 120, 6 10.1016/j.biortech.2012.06.014
37. Valle, P.; Velez, A.; Hegel, P.; Mabe, G.; Brignole, E. A. Biodiesel production using supercritical alcohols with a non-edible vegetable oil in a batch reactor J. Supercrit. Fluids 2010, 54, 61 10.1016/j.supflu.2010.03.009
38. Haynes, W. M. CRC Handbook of Chemistry and Physics; CRC Press: Boca Raton, FL, 2013.
39. Barrufet, M. A.; Eubank, P. T. New physical constraints for fluid mixture equations of state and mixture combining rules Fluid Phase Equilib. 1987, 37, 223 10.1016/0378-3812(87)80053-5
40. Anitescu, G.; Deshpande, A.; Tavlarides, L. L. Integrated Technology for Supercritical Biodiesel Production and Power Cogeneration Energy Fuels 2008, 22, 1391 10.1021/ef700727p
41. Magnussen, T.; Rasmussen, P.; Fredenslund, A. UNIFAC parameter table for prediction of liquid-liquid equilibriums Ind. Eng. Chem. Process Des. Dev. 1981, 20, 331 10.1021/i200013a024
42. Simon, R. H. M. Estimation of critical properties of organic compounds by the method of group contributions. A. L. Lyderren. Engineering Experiment Station Report 3. College of Engineering, University of Wisconsin, Madison, Wisconsin (1955). 22 pages AIChE J. 1956, 2, 12S 10.1002/aic.690020328