Skip to main content
Log in

Determination and thermodynamic modeling of solid–liquid phase equilibrium for the 2,4,6-trimethylphenol and 2,5-dimethylphenol binary system

  • Published:
Journal of Thermal Analysis and Calorimetry Aims and scope Submit manuscript

Abstract

The solid–liquid phase equilibrium for binary system of 2,4,6-trimethylphenol (TMP) and 2,5-dimethylphenol (DMP) was built by differential scanning calorimeter under atmospheric pressure (101.3 kPa). Two thermodynamic models of Wilson and NRTL were employed to correlate and calculate the experimental data for the system. The mean-root-square error values are 0.1924 and 0.2204. The residual sums of square values are 0.4810 and 0.6315, respectively. Values \( R^{2} \) are all larger than 0.9995. The pure TMP, pure DMP and the mixture of them were confirmed by gas chromatography, Raman spectrometer and X-ray diffraction before and after the determination. In addition, the specific heat (Cp) of solid TMP and DMP between 285.15 and 335.15 K and liquid TMP and DMP between 353.15 and 403.15 K were determined at atmospheric pressure.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8

Similar content being viewed by others

References

  1. Sun X, Judeh ZM, Ali BF, Solhe F, Alshahateet SF. A facile synthesis of 3,5-dimethyl-4-hydroxybenzaldehyde via copper-mediated selective oxidation of 2,4,6-trimethylphenol. Catal Today. 2008;131:423–6.

    Article  CAS  Google Scholar 

  2. Li K-T, Liu P-Y. Oxidation of 2,4,6-trimethylphenol using iron-based catalysts. Appl Catal A. 2004;272:167–74.

    Article  CAS  Google Scholar 

  3. Minella M, Merlo MP, Maurino V, Minero C, Vione D. Transformation of 2,4,6-trimethylphenol and furfuryl alcohol, photosensitized by Aldrich humic acids subject to different filtration procedures. Chemosphere. 2013;90:306–11.

    Article  CAS  PubMed  Google Scholar 

  4. Xiu J. Research on the Synthesis of 2,5-Xylenol. Fine Chem. 1998;15:47–9.

    CAS  Google Scholar 

  5. Yao Y, Shi W. Preparation of 2,5-dimethylphenol. Chin J Pharm. 1993;24:470.

    Google Scholar 

  6. Wang X, Zhang T, Li B, He M, Shi H. Research on the Preparation of 2,5-xylenol by Catalytic Hydroxylation. J Mol Catal (China). 2011;25:244–9.

    CAS  Google Scholar 

  7. Wang X. Graphic synthetic routes of gemfibrozil. Chin J Pharm. 1990;21:188–9.

    Google Scholar 

  8. Yan W, Yan C, Jianyue X. Study on purify and distillation of 2,4/2,5-dimethylphenol. Technol Dev Chem Ind. 2011;40:7–10.

    CAS  Google Scholar 

  9. Zhong W, Cao G. Advances in research and application of melt crystallization technology. Sino-glob Energy. 2010;15:95–9.

    CAS  Google Scholar 

  10. Jia C, Yin Q, Zhang M, Wang J. Purification of fluorene by melt crystallization. J Chem Ind Eng (China). 2007;58:2266–9.

    CAS  Google Scholar 

  11. Li Q, Zhang W. Melt crystallization technology and its application. Chem Prod Technol. 2013;20:29–31.

    Google Scholar 

  12. Feng X, Li Z, Wang Y. The research of melt crystallization technology application. Fine Spec Chem. 2012;20:42–5.

    CAS  Google Scholar 

  13. Trache D, Khimeche K, Benelmir R, Dahmani A. DSC measurement and prediction of phase diagrams for binary mixtures of energetic materials’ stabilizers. Thermochim Acta. 2013;565:8–16.

    Article  CAS  Google Scholar 

  14. Takiyama H, Suzuki H, Uchida H, Matsuoka M. Determination of solid–liquid phase equilibria by using measured DSC curves. Fluid Phase Equilib. 2002;194–197:1107–17.

    Article  Google Scholar 

  15. Coutinho JAP, Ruffier-Meray V. A new method for measuring solid–liquid equilibrium phase diagrams using calorimetry. Fluid Phase Equilib. 1998;148:147–60.

    Article  CAS  Google Scholar 

  16. Khimeche K, Dahmani A. Measurement and prediction of (solid + liquid) equilibria of (alkanediamine + biphenyl) mixtures. J Chem Thermodyn. 2006;38:1192–8.

    Article  CAS  Google Scholar 

  17. 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 

  18. Salamon B, Kapała J, Rycerz L, Szczygieł I. Phase equilibria in the SmCl3-TlCl pseudobinary system. J Therm Anal Calorim. 2016;126:807–14.

    Article  CAS  Google Scholar 

  19. Leitner J, Jurik S. DSC study and thermodynamic modelling of the system paracetamol-o-acetylsalicylic acid. J Therm Anal Calorim. 2017;130:1735–40.

    Article  CAS  Google Scholar 

  20. Rai RN. Priyanka Pandey, U. S. Rai. Phase diagram and thermal properties of organic analogues of nonmetal–nonmetal systems. J Therm Anal Calorim. 2016;124:35–42.

    Article  CAS  Google Scholar 

  21. Piotrowska D, Znamierowska T, Szczygieł I. Phase equilibria in the ErPO4–KPO3 system. J Therm Anal Calorim. 2016;123:1383–9.

    Article  CAS  Google Scholar 

  22. Boudouh I, Hafsaoui SL, Mahmoud R, Barkat D. Measurement and prediction of solid–liquid phase equilibria for systems containing biphenyl in binary solution with long-chain n-alkanes. J Therm Anal Calorim. 2016;125:793–801.

    Article  CAS  Google Scholar 

  23. Li R, Lin L, Feng W, Jiayu X, Cunbin D, Zhao H. Determination and correlation of solid-liquid phase equilibrium and phase diagram for multicomponent system of mixed dibasic acids. (III)Ternary system of succinic acid + glutaric acid + ethanol system. J Chem Thermodyn. 2017;107:8–17.

    Article  CAS  Google Scholar 

  24. Zarei H, Bohloor F, Omidi A. Excess molar enthalpies of ethane-1,2-diamine plus primary and secondary alkanols (C1–C4) and correlation with Redlich-Kister, Wilson, NRTL and UNIQUAC models at T = 298 K. J Chem Thermodyn. 2017;107:163–9.

    Article  CAS  Google Scholar 

  25. Zarei H, Omidi A. Experimental study on the calorimetric data of 2-butoxyethanol with aliphatic alcohols (C1–C4) and correlation with the Wilson, NRTL and UNIQUAC models at T = 298 K. J Chem Thermodyn. 2016;103:30–5.

    Article  CAS  Google Scholar 

  26. Ravipaty S, Sclafani AG, Fonslow BR, Chesney DJ. Solubilities of substituted phenols in supercritical carbon dioxide. J Chem Eng Data. 2006;51:1310–5.

    Article  CAS  Google Scholar 

  27. Acree WE Jr. Thermodynamic properties of organic compounds: enthalpy of fusion and melting point temperature compilation. Thermochim Acta. 1991;189:37–56.

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This work was supported by the Yangtze Scholars and Innovative Research Team in Chinese University (IRT-17R81) and the Innovative Research Team of Tianjin Municipal Education Commission (TD12-5004).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Xiaoyu Zhao.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Wang, Y., Wang, J., Zhao, X. et al. Determination and thermodynamic modeling of solid–liquid phase equilibrium for the 2,4,6-trimethylphenol and 2,5-dimethylphenol binary system. J Therm Anal Calorim 132, 1923–1931 (2018). https://doi.org/10.1007/s10973-018-7117-y

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10973-018-7117-y

Keywords

Navigation