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Measurement and prediction of solid–liquid phase equilibria for systems containing biphenyl in binary solution with long-chain n-alkanes

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An Erratum to this article was published on 30 April 2016

Abstract

Solid–liquid equilibria of the n-alkanes (n-octadecane, n-eicosane, n-tetracosane, n-pentacosane, n-triacontane) in biphenyl were measured by DSC 7 (Perkin-Elmer). It was found that all systems are simple eutectic. The solubility of the biphenyl in n-alkanes was studied in the temperature range 301–370 K. The experimental results were correlated using modified UNIFAC (Larsen and Gmehling versions) and ideal models. Good representation of solubility diagrams was obtained using partly readjusted UNIFAC parameters of Larsen version. Taking into account the large range of applicability of UNIFAC and the predictions of the activity coefficients for many other components in different classes of mixtures, we can conclude that the new experimental data for the systems mentioned in this work should be included in the database used by UNIFAC in order to evaluate better interaction parameters and to improve predictions.

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References

  1. Jennings DW, Weispfennig K. Experimental solubility data of various n-alkane waxes: effects of alkane chain length, alkane odd versus even carbon number structures and solvent chemistry on solubility. Fluid Phase Equilib. 2005;227:27–35.

    Article  CAS  Google Scholar 

  2. Burger ED, Perkins TK, Striegler JH. Studies of wax deposition in the trans. Alaska pipeline. J Petroleum Technol. 1981;33:1075–86.

    Article  CAS  Google Scholar 

  3. Rønningsen HP, Bjørndal B, Hansen AB, Pedersen WB. Wax precipitation from North Sea oils. 1. Crystallization and dissolution temperature, and Newtonian and non-Newtonian flow properties. Energy Fuels. 1991;5:895–908.

    Article  Google Scholar 

  4. Hammami A, Raines MA. Paraffin deposition from crude oils: comparison of laboratory results to field data. SPE J. 1999;4(1):9–18.

    Article  Google Scholar 

  5. Coutinho JAP, Edmonds B, Moorwood T, Szczepanski R, Zhang X. Reliable wax predictions for flow assurance. Energy Fuels. 2006;20:1081–8.

    Article  CAS  Google Scholar 

  6. Djordjevic NM. Solubilities of polycyclic aromatic hydrocarbon solids in n-octadecane. Thermochim Acta. 1991;177:109–18.

    Article  CAS  Google Scholar 

  7. Aoulmi A, Bouroukba M, Solimando R, Rogalski M. Thermodynamics of mixtures formed by polycyclic aromatic hydrocarbons with long chain alkanes. Fluid Phase Equilib. 1995;110:283–97.

    Article  CAS  Google Scholar 

  8. Mahmoud R, Solimando R, Rogalski M. Solid–liquid equilibria of systems containing pyrene and long chain normal-alkanes. Fluid Phase Equilib. 1998;148:139–46.

    Article  CAS  Google Scholar 

  9. Mahmoud R, Solimando R, Bouroukba M, Rogalski M. Solid–liquid equilibrium and excess enthalpy measurements in binary dibenzofuran or xanthene + normal long-chain alkane systems. J Chem Eng Data. 2000;45:433–6.

    Article  CAS  Google Scholar 

  10. Hafsaoui SL, Mahmoud R. Solid-liquid equilibria of binary systems containing n-tetracosane with naphthalene or dibenzofuran prediction with UNIFAC model. J Therm Anal Calorim. 2007;88:565–70.

    Article  CAS  Google Scholar 

  11. Larsen BL, Rasmussen P, Fredenslund A. A modified UNIFAC group-contribution model for prediction of phase equilibria and heats of mixing. Ind Eng Chem Res. 1987;26:2274–86.

    Article  CAS  Google Scholar 

  12. Weidlich U, Gmehling J. A modified UNIFAC model. 1. Prediction of VLE, hE, and γ. Ind Eng Chem Res. 1987;26:1372–81.

    Article  CAS  Google Scholar 

  13. Gmehling J, Li J, Schiller M. A modified UNIFAC model. 2. Present parameter matrix and results for different thermodynamic properties. Ind Eng Chem Res. 1993;32:178–93.

    Article  CAS  Google Scholar 

  14. Kniaz K. Influence of size and shape effects on the solubility of hydrocarbons: the role of the combinatorial entropy. Fluid Phase Equilib. 1991;68:35–46.

    Article  CAS  Google Scholar 

  15. Khimeche K, Boumrah Y, Benziane M, Dahmani A. Solid–liquid equilibria and purity determination for binary n-alkane + naphthalene systems. Thermochim Acta. 2006;444:166–72.

    Article  CAS  Google Scholar 

  16. Benziane M, Khimeche K, Dahmani A, Nezar S, Trache D. Experimental determination and prediction of (solid + liquid) phase equilibria for binary mixtures of heavy alkanes and fatty acids. Mol Phys. 2012;110:1383–9.

    Article  CAS  Google Scholar 

  17. Company JC. Mesure et interprétation des équilibres de cristallisation de solutions de paraffines lourdes et d’hydrocarbures aromatiques. Chem Eng Sci. 1973;28:318–23.

    Article  CAS  Google Scholar 

  18. Mondieig D, Rajabalee F, Metivaud V, Oonk HAJ, Cuevas-Diarte MA. n-Alkane binary molecular alloys. Chem Mater. 2004;16:786–98.

    Article  CAS  Google Scholar 

  19. Cabaleiro D, Gracia-Fernandez C, Lugo L. (Solid + liquid) phase equilibria and heat capacity of (diphenyl ether + biphenyl) mixtures used as thermal energy storage materials. J Chem Thermodyn. 2014;74:43–50.

    Article  CAS  Google Scholar 

  20. Praunitz JM, Lichtenthaler RN, Azevedo EG. Molecular thermodynamics of fluid phase equilibria. 2nd ed. Engelwood Cliffs: Prentice-Hall; 1986.

    Google Scholar 

  21. Nelder JA, Mead R. A simplex method for function minimization. Comp. J. 1965;7:308–13.

    Article  Google Scholar 

  22. Domanska U, González JA. Thermodynamics of branched alcohols II. Solid–liquid equilibria for systems containing tert-butanol and long-chain n-alkanes. Experimental results and comparison with DISQUAC predictions. Fluid Phase Equilib. 1998;147:251–70.

    Article  CAS  Google Scholar 

  23. Domanska U, Szurgocinska M, González JA. Thermodynamics of binary mixtures containing organic carbonates Part XI. SLE measurements for systems of diethyl carbonate with long n-alkanes: comparison with DISQUAC and modified UNIFAC predictions. Fluid Phase Equilib. 2001;190:15–31.

    Article  CAS  Google Scholar 

  24. Hammami A, Mehrotra AK. Thermal behaviour of polymorphic n-alkanes: effect of cooling rate on the major transition temperatures. Fuel. 1995;74:96–101.

    Article  CAS  Google Scholar 

  25. Dirand M, Chevallier V, Provost E, Bouroukba M, Petitjean D. Multicomponent paraffin waxes and petroleum solid deposits: structural and thermodynamic state. Fuel. 1998;77:1253–60.

    Article  CAS  Google Scholar 

  26. Chevallier V, Bouroukba M, Petitjean D, Barth D, Dupuis P, Dirand M. Temperatures and enthalpies of solid-solid and melting transitions of the odd-numbered n-alkanes C21, C23, C25, C27, and C29. J Chem Eng Data. 2001;46:1114–22.

    Article  CAS  Google Scholar 

  27. Roblès L, Mondieig D, Haget Y, Cuevas-Diarte MA. Mise au point sur le comportement énergétique et cristallographique des n-alcanes. II. Série de C22H46 à C27H56. J Chim Phys Phys Chim Biol. 1998;95:92–111.

    Article  Google Scholar 

  28. Briard AJ, Bouroukba M, Petitjean D, Hubert N, Dirand M. Experimental enthalpy increments from the solid phases to the liquid phase of homologous n-alkane series (C18 to C38 and C41, C44, C46, C50, C54, and C60). J Chem Eng Data. 2003;48:497–513.

    Article  CAS  Google Scholar 

  29. Gioia-Lobbia G, Vitali G. Crystallization curves for binary mixtures of alkanes, acids, and alcohols. J Chem Eng Data. 1984;29:16–8.

    Article  CAS  Google Scholar 

  30. Dirand M, Achour-Boudjema Z. Structural evolution versus temperature of the βo phase of the n-eicosane/n-docosane system : rotator transitions. J Mol Struct. 1996;375:243–8.

    CAS  Google Scholar 

  31. Dirand M, Bouroukba M, Briard AJ, Chevallier V, Petitjean D, Corriou JP. Temperatures and enthalpies of solid + solid and solid + liquid transitions of n-alkanes. J Chem Therm. 2002;34:1255–77.

    Article  CAS  Google Scholar 

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Correspondence to Issam Boudouh.

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Boudouh, I., Hafsaoui, S.L., Mahmoud, R. et al. Measurement and prediction of solid–liquid phase equilibria for systems containing biphenyl in binary solution with long-chain n-alkanes. J Therm Anal Calorim 125, 793–801 (2016). https://doi.org/10.1007/s10973-016-5407-9

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