Comparison between Viscoelastic Properties of Aliphatic Alcohols and Their Fluoro-Substituted Analogs

Authors

  • L.A. Bulavin Taras Shevchenko National University of Kyiv, Institute for Safety Problems of Nuclear Power Plants, Nat. Acad. Sci. of Ukraine
  • Yu.L. Zabulonov Institute of Environmental Geochemistry, Nat. Acad. Sci. of Ukraine
  • A.M. Hetalo V.G. Korolenko National Pedagogical University of Poltava
  • L.O. Matyash V.G. Korolenko National Pedagogical University of Poltava
  • S.O. Samoilenko Poltava State Medical University
  • O.V. Khorolskyi V.G. Korolenko National Pedagogical University of Poltava
  • Ye.G. Rudnikov Taras Shevchenko National University of Kyiv, National Technical University of Ukraine ”Igor Sikorsky Kyiv Polytechnic Institute”

DOI:

https://doi.org/10.15407/ujpe70.3.191

Keywords:

fluoro-substitutional alcohols, water, hydrogen peroxide, shear viscosity, sound speed, artificial neural networks

Abstract

The viscoelastic properties of liquid aliphatic alcohols (propanol-1, pentanol-1, and heptanol-1) have been compared with the properties of their fluoro-substituted analogs. Experimental data on the density, kinematic viscosity, and sound velocity of the liquids, as well as their critical and van der Waals parameters simulated by artificial neural networks, are used. The comparison of the properties of indicated alcohols with those of water, where there is a continuous network of hydrogen bonds, and hydrogen peroxide, where there are hydrogen bonds, but not their network, shows that the change in the physical properties after the fluoro-substitution is associated with the density of hydrogen bonds in the liquid.

References

1. L.M. Yagupolsky. Aromatic And Heterocyclic Compounds with Fluorine-Containing Substituents (Naukova Dumka, 1988) (in Ukrainian).

2. P. Kirsch. Modern Fluoroorganic Chemistry: Synthesis, Reactivity, Applications (Wiley-VCH Verlag GmbH & Co., 2004).

https://doi.org/10.1002/352760393X

3. Current Fluoroorganic Chemistry: New Synthetic Directions, Technologies, Materials, and Biological Applications. Edited by V.A. Soloshonok, K. Mikami, T. Yamazaki, J.T. Welch, J.F. Honek (American Chemical Society, 2007).

4. S. Bhattacharjya, J. Venkatraman, P. Balaram, A. Kumar. Fluoroalcohols as structure modifiers in peptides and proteins: hexafluoroacetone hydrate stabilizes a helical conformation of melittin at low pH. J. Peptide Res. 54, 100 (1999).

https://doi.org/10.1034/j.1399-3011.1999.00088.x

5. D. O'Hagan, C. Schaffrath, S.L. Cobb, J.T.G. Hamilton, C.D. Murphy. Biosynthesis of an organofluorine molecule. Nature 416, 279 (2002).

https://doi.org/10.1038/416279a

6. K. Gast, A. Siemer, D. Zirwer, G. Damaschun. Fluoroalcohol-induced structural changes of proteins: some aspects of cosolvent-protein interactions. Eur. Biophys. J. 30, 273 (2001).

https://doi.org/10.1007/s002490100148

7. M. Zhang, T. Peyear, I. Patmanidis, D.V. Greathouse, S.J. Marrink, O.S. Andersen, H.I. Ing'olfsson. fluorosubstituted alcohols' effects on lipid bilayer properties. Biophys. J. 115, 679 (2018).

https://doi.org/10.1016/j.bpj.2018.07.010

8. L.A. Bulavin, A.M. Getalo, O.P. Rudenko, O.V. Khorolskyi. Influence of fluorination on the physical properties of normal aliphatic alcohols. Ukr. J. Phys. 60, 428 (2015).

https://doi.org/10.15407/ujpe60.05.0428

9. A.M. Hetalo, O.P. Rudenko, O.V. Khorolskyi, S.O. Samoilenko, L.A. Bulavin. Temperature dependence of the bulk elasticity modulus of aliphatic alcohols and their fluorosubstituted analogs. Ukr. J. Phys. 63, 134 (2018).

https://doi.org/10.15407/ujpe63.2.134

10. A.M. Hetalo, O.V. Khorolskyi, S.A. Stetsenko, S.O. Samoilenko, O.S. Svechnikova. Similar behavior of rheological properties and the evaluation of the melting temperatures of fluorosubstituted aliphatic alcohols. Ukr. J. Phys. 65, 419 (2020).

https://doi.org/10.15407/ujpe65.5.419

11. L.A. Bulavin, O.V. Khorolskyi. Concentration dependences of macromolecular sizes in aqueous solutions of albumins. Ukr. J. Phys. 65, 619 (2020).

https://doi.org/10.15407/ujpe65.7.619

12. L.A. Bulavin, K.V. Cherevko, O.V. Khorolskyi, O.S. Svechnikova, Yu.F. Zabashta. Mechanism of protofibril formation in aqueous collagen solutions. AIP Advances 14, 115116 (2024).

https://doi.org/10.1063/5.0238555

13. O.V. Khorolskyi. The nature of viscosity of polyvinyl alcohol solutions in dimethyl sulfoxide and water. Ukr. J. Phys. 62, 858 (2017).

https://doi.org/10.15407/ujpe62.10.0858

14. O.A. Kyzyma, T. Kyrey, M.V. Avdeev, M.V. Korobov, L.A. Bulavin, V.L. Aksenov. Non-reversible solvatochromismin N-methyl-2-pyrrolidone/toluene mixed solutions of fullerene C60. Chem. Phys. Lett. 556, 178 (2013).

https://doi.org/10.1016/j.cplett.2012.11.040

15. A. Oleinikova, L. Bulavin, V. Pipich. Critical anomaly of shear viscosity in a mixture with an ionic impurity. Chem. Phys. Lett. 278, 121 (1997).

https://doi.org/10.1016/S0009-2614(97)00945-7

16. V.F. Korolovych, A. Erwin, A. Stryutsky, H. Lee, W.T. Heller, V.V. Shevchenko, L.A. Bulavin, V.V. Tsukruk. Thermally responsive hyperbranched poly(ionic liquid)s: assembly and phase transformations. Macromolecules 51, 4923 (2018).

https://doi.org/10.1021/acs.macromol.8b00845

17. O.P. Rudenko, V.S. Sperkach. Experimental Methods For Determining Sound Absorption In Liquids: Methodological Recommendations For Students Of Physical Specialties At Pedagogical Universities (Poltava, 1992) (in Ukrainian).

18. Refprop Database, NIST. https://www.nist.gov/programsprojects/reference-fluid-thermodynamic-and-transportproperties-database-refprop.

19. ThermodataEngine Database, NIST. https://trc.nist.gov/tde.html.

20. WTT Database, NIST. https://wtt-pro.nist.gov/wtt-pro/.

21. MiniRefprop Database, NIST. https://trc.nist.gov/ refprop/MINIREF/MINIREF.HTM.

22. SRD69 Database, Thermophysical Properties of Fluid Systems, Peter Linstrom (2017), NIST Chemistry WebBook - SRD 69, National Institute of Standards and Technology. (Accessed 2023-04-20, https://webbook.nist.gov/chemistry/fluid).

23. I.H. Bell, J. Wronski, S. Quoilin, V. Lemort. Pure and Pseudo-pure Fluid Thermophysical Property Evaluation and the Open-Source Thermophysical Property Library CoolProp. Ind. Eng. Chem. Res. 53, 2498 (2014).

https://doi.org/10.1021/ie4033999

24. V. Diky, J.P. O'Connell, J. Abildskov, K. Kroenlein, M. Frenkel. Representation and validation of liquid densities for pure compounds and mixtures. J. Chem. Eng. Data 60, 3545 (2015).

https://doi.org/10.1021/acs.jced.5b00477

25. J.G. Hayden, J.P. O'Connell. A generalized method for predicting second virial coefficients. Ind. Eng. Chem. Process Des. Dev. 14, 209 (1975).

https://doi.org/10.1021/i260055a003

26. P.M. Kessel'man. Modification of the cell model and the equation of state of liquids. J. Eng. Phys. 54, 50 (1988).

https://doi.org/10.1007/BF00870226

27. B.E. Poling, J.M. Prausnitz, J.P. O'Connell. The Properties of Gases and Liquids (McGraw-Hill Professional, 2000) [ISBN: 0070116822].

28. Sh. Wang, H. Xiang, B. Han. The modification and generalization of BWR equation. Fluid Phase Equilibr. 181 (1-2), 71 (2001).

https://doi.org/10.1016/S0378-3812(01)00359-4

29. H.G. Rackett. Equation of state for saturated liquids. J. Chem. Eng. Data 15, 514 (1970).

https://doi.org/10.1021/je60047a012

30. R.D. Gunn, T. Yamada. A corresponding states correlation of saturated liquid volumes. AIChE J 17, 1341 (1971).

https://doi.org/10.1002/aic.690170613

31. M.M. Aalto, K.I. Keskinen. Liquid densities at high pressures. Fluid Phase Equilibr. 166, 183 (1999).

https://doi.org/10.1016/S0378-3812(99)00300-3

32. A. Letsou, L.I. Stiel. Viscosity of saturated nonpolar liquids at elevated pressures. AIChE J 19, 409 (1973).

https://doi.org/10.1002/aic.690190241

33. K.G. Joback, R.C. Reid. Estimation of pure component properties from group contributions. Chem. Eng. Commun. 57, 233 (1987).

https://doi.org/10.1080/00986448708960487

34. R.C. Reid, J.M. Prausnitz, B.E. Poling. The Properties of Gases and Liquids (McGraw-Hill, 1987).

35. MOL-Instincts Database, ChemEssen. https://www.molinstincts.com/(0001-iyf6; 0001-ixac, 0000-2izr, 0000-133h, 0000-2dco, 0001-polj, 0001-qd78, 0001-pv4l).

36. ChemRTP Database, ChemEssen. http://www.chemrtp.com/ (XLYOFNOQVPJJNP-UHFFFAOYSA-N; MHAJPDPJQMAIIY-UHFFFAOYSA-N; BDERNNFJNOPAEC-UHFFFAOYSA-N; AMQJEAYHLZJPGS-UHFFFAOYSA-N; BBMCTIGTTCKYKF-UHFFFAOYSA-N; NBUKAOOFKZFCGD-UHFFFAOYSA-N; JUGSKHLZINSXPQ-UHFFFAOYSA-N; BYKNGMLDSIEFFG-UHFFFAOYSA-N).

37. I.I. Novikov. Thermodynamic similarity and prediction of the properties and characteristics of substances and processes. J. Eng. Phys. 53, 1227 (1987).

https://doi.org/10.1007/BF00871080

38. H.W. Xiang. The Corresponding-States Principle and Its Practice. Thermodynamic, Transport and Surface Properties of Fluids (Elsevier Science, 2005).

https://doi.org/10.1016/B978-044452062-3/50005-1

39. M.Z. Southard, D.W. Green. Perry's Chemical Engineers' Handbook (Mcgraw-Hill Education, 2019).

40. C. Yaws. Thermophysical Properties of Chemicals and Hydrocarbons (Gulf Professional Publishing, 2014).

41. L.D. Landau, E.M. Lifshitz. Statistical Physics (Elsevier, 1980).

Published

2025-03-19

Issue

Section

Physics of liquids and liquid systems, biophysics and medical physics

How to Cite

Comparison between Viscoelastic Properties of Aliphatic Alcohols and Their Fluoro-Substituted Analogs. (2025). Ukrainian Journal of Physics, 70(3), 191. https://doi.org/10.15407/ujpe70.3.191

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