Skip to main content
SpringerLink
Log in

Kinetics of esterification and hydrolysis in the n-propanol + acetic acid + n-propyl acetate + water system in homogeneous and heterogeneous composition areas

  • Published:
Theoretical Foundations of Chemical Engineering Aims and scope Submit manuscript

Abstract

The reaction kinetics of esterification-hydrolysis in the n-propanol + acetic acid + n-propyl acetate + water system is considered. The phase state of the reaction mixture-homogeneous or two-phase-can change in the course of reaction due to the occurrence of a splitting region. For the analysis of the behavior of the system under these conditions, experimental data on the reaction kinetics were obtained at 293.15 K for both the homogeneous and heterogeneous regions of compositions. The evolution of the reaction system in time with the simultaneous occurrence of a chemical process and interphase mass transfer is also considered.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Serafimov, L.A., Timofeev, S.V., Pisarenko, Yu.A., and Solokhin, A.V., Tekhnologiya osnovnogo organicheskogo sinteza: Sovmeshchennye protsessy (Basic Organic Synthesis Engineering: Combined Processes), Moscow: Khimiya, 1993.

    Google Scholar 

  2. Serafimov, L.A., Pisarenko, Y.A., and Kulov, N.N., Coupling chemical reaction with distillation: thermodynamic analysis and practical applications, Chem. Eng. Sci., 1999, vol. 54, pp. 1383–1388.

    Article  CAS  Google Scholar 

  3. Pisarenko, Y.A., Serafimov, L.A., Cardona, C.A., Efremov, D.L., and Shuwalov, A.S., Reactive distillation design: analysis of the process statics, Rev. Chem. Eng., 2001, vol. 17, pp. 253–325.

    Article  CAS  Google Scholar 

  4. Timofeev, V.S., Serafimov, L.A., and Timoshenko, A.V., Printsipy tekhnologii osnovnogo organicheskogo i neftekhimicheskogo sinteza (Principles of Basic Organic and Petrochemical Synthesis Engineering), Moscow: Vysshaya Shkola, 2010.

    Google Scholar 

  5. Serafimov, L.A. and Frolkova, A.K., Fundamental principle of concentration-field redistribution between separation regions as a basis for the design of technological systems, Theor. Found. Chem. Eng., 1997, vol. 31, pp. 159–166.

    CAS  Google Scholar 

  6. Balashov, M.I., Physicochemical foundations and technological principles of the organization of reactive distillation processes, Extended Abstract of Doctoral (Eng.) Dissertation, Moscow: Moscow Inst. of Fine Chemical Technology, 1980.

    Google Scholar 

  7. Pisarenko, Yu.A., Development of theoretical foundations of analysis of steady-state regimes of reactionmass transfer processes, Extended Abstract of Doctoral (Eng.) Dissertation, Moscow: Moscow State Academy of Fine Chemical Technologies, 1997.

    Google Scholar 

  8. Zharov, V.T. and Pervukhin, O.K., Structure diagram of liquid-vapor equilibrium in a system with chemical interaction. 2. Methanol formic acid methylformatewater system, Zh. Fiz. Khim., 1972, vol. 46, pp. 1970–1973.

    CAS  Google Scholar 

  9. Gorovits, B.I., Toikka, A.M., Pisarenko, Yu.A., and Serafimov, L.A., Thermodynamics of heterogeneous systems with chemical interaction, Theor. Found. Chem. Eng., 2006, vol. 40, pp. 239–244.

    Article  CAS  Google Scholar 

  10. Toikka, A.M., Toikka, M.A., Pisarenko, Yu.A., and Serafimov, L.A., Vapor-liquid equilibria in systems with etherification reaction, Theor. Found. Chem. Eng., 2009, vol. 43, pp. 129–142.

    Article  CAS  Google Scholar 

  11. Pervukhin, O.K., Certain problems of thermodynamics of open systems with chemical-reaction, Zh. Fiz. Khim., 1991, vol. 65, pp. 2891–2899.

    CAS  Google Scholar 

  12. Zharov, V.T., On the thermodynamics of liquid-vapor equilibrium and evaporation in reactive systems, in Voprosy termodinamiki geterogennykh sistem i teorii poverkhnostnykh yavlenii (Topics in the Thermodynamics of Heterogeneous Systems and Surface Effect Theory), Storonkin, A.V. and Zharov, V.T., Eds., Leningrad: Leningr. Gos. Univ., 1973.

    Google Scholar 

  13. Doraiswamy, L., Organic Synthesis Engineering New York: Oxford Univ. Press, 2001.

    Google Scholar 

  14. Wasewar, K.L., Pangarkar, V.G., Heesink, A.B.M., and Versteeg, G.F., Intensification of enzymatic conversion of glucose to lactic acid by reactive extraction, Chem. Eng. Sci., 2003, vol. 58, pp. 3385–3393.

    Article  CAS  Google Scholar 

  15. Wasewar, K.L., Heesink, A.B.M., Versteeg, G.F., and Pangarkar, V.G., Equilibria and kinetics for reactive extraction of lactic acid using Alamine 336 in decanol, J. Chem. Technol. Biotechnol., 2002, vol. 77, pp. 1068–1075.

    Article  CAS  Google Scholar 

  16. Chong, M.F., Chen, J., Oh, P.P., and Chen, Z.-S., Modeling study of chemical phase equilibrium of canola oil transesterification in a CSTR, Chem. Eng. Sci., 2013, vol. 87, pp. 371–380.

    Article  CAS  Google Scholar 

  17. Toikka, M.A., Liquid-liquid equilibrium, critical states, and chemical equilibrium in separating reactive systems, Cand. Sci. (Chem.) Dissertation, St. Petersburg: St. Petersburg State Univ., 2010.

    Google Scholar 

  18. Kocherbitov, V.V. and Toikka, A.M., Liquid-vapor equilibrium in the acetic acid-n-propyl alcohol-water system at 313.15 K, Russ. J. Appl. Chem., 1997, vol. 70, pp. 1691–1695.

    Google Scholar 

  19. Toikka A.M., Gorban, Y.P., Ivanova, Z.V., and Kocherbitov, V.V., Liquid-vapor, liquid-liquid, and liquidliquid-vapor phase equilibria in water-acetic acidpropyl acetate system at 313.15 K, Russ. J. Appl. Chem., 1997, vol. 70, pp. 41–43.

    Google Scholar 

  20. Kocherbitov, V.V. and Toikka, A.M., Liquid-vapor and liquid-liquid phase equilibria in the system acetic acid-n-propanol-water-n-propyl acetate at 313.15 K, Russ. J. Appl. Chem., 1999, vol. 72, pp. 1706–1708.

    Google Scholar 

  21. Toikka, M.A., Gorovits, B.I., and Toikka, A.M., Solubility in the system constituted by acetic acid, n-propanol, water, and n-propyl acetate, Russ. J. Appl. Chem., 2008, vol. 81, pp. 223–230.

    Article  CAS  Google Scholar 

  22. Toikka, M.A., Tsvetov, N.S., and Toikka, A.M., Splitting of the liquid solution and the compositions of liquid phases in the water-n-propanol-n-propyl acetate system at 293.15, 303.15, and 313.15 K, Theor. Found. Chem. Eng., 2011, vol. 45, pp. 429–435.

    Article  CAS  Google Scholar 

  23. Toikka, M.A., Tsvetov, N.S., and Toikka, A.M., Experimental study of chemical equilibrium and vapor-liquid equilibrium calculation for chemical-equilibrium states of the n-propanol-acetic acid-n-propyl acetate-water system, Theor. Found. Chem. Eng., 2013, vol. 47, pp. 554–562.

    Article  CAS  Google Scholar 

  24. Bart, H., Kaltenbrunner, W., and Landschutzer, H., Kinetics of esterification of acetic acid with propyl alcohol by heterogeneous catalysis, Int. J. Chem. Kinet., 1996, vol. 28, pp. 649–656.

    Article  CAS  Google Scholar 

  25. Tsvetov, N.S., Pervukhin, O.K., and Toikka, A.M., Esterification kinetics in the n-propanol-acetic acid-n-propyl acetate-water system in the liquid-liquid separation region at 293.15 K, Vestn. S.-Peterburg. Gos. Univ., Ser. 4: Fiz., Khim., 2014, no. 1, pp. 84–93.

    Google Scholar 

  26. Emanuel’, N.M. and Knorre, D.G., Kurs khimicheskoi kinetiki (Chemical Kinetics), Moscow: Vysshaya Shkola, 1984.

    Google Scholar 

  27. NIST Chemistry WebBook. NIST Standard Reference Database, No. 69, Linstrom, P.J. and Mallard, W.G., Eds., Gaithersburg, Md.: National Institute of Standards and Technology http://webbook.nist.gov

  28. Huang, Y.-S., Sundmacher, K., Tulashie, S., and Schlunder, E.-U., Theoretical and experimental study on residue curve maps of propyl acetate synthesis reaction, Chem. Eng. Sci., 2005, vol. 60, pp. 3363–3371.

    Article  CAS  Google Scholar 

  29. Wyczesany, A., Chemical equilibrium constants in esterification of acetic acid with C1-C5 alcohols in the liquid phase, Chem. Process Eng., 2009, vol. 30, pp. 243–265.

    CAS  Google Scholar 

  30. Ingold, G.K., Structure and Mechanism in Organic Chemistry, London: Cornell Univ., 1969, 2nd ed.

    Google Scholar 

  31. Belousov, V.P. and Panov, M.Yu., Termodinamika vodnykh rastvorov neelektrolitov (Thermodynamics of Aqueous Nonelectrolyte Solutions), Moscow: Khimiya, 1983.

    Google Scholar 

  32. Piiskop, S., Hagu, H., Jarv, J., Salmar, S., and Tuulmets, A., Sonification effects on ester hydrolysis in alcohol-water mixtures, Proc. Estonian Acad. Sci. Chem., 2007, vol. 56, pp. 199–206.

    CAS  Google Scholar 

  33. Van’t Hoff, J.H., études de dynamique chimique, Amsterdam: Mü, 1884.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. St. Petersburg State University, Universitetskii pr. 26, Petrodvorets, 198504, Russia

    N. S. Tsvetov, O. K. Pervukhin & A. M. Toikka

Authors
  1. N. S. Tsvetov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. O. K. Pervukhin
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. A. M. Toikka
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to N. S. Tsvetov.

Additional information

Original Russian Text © N.S. Tsvetov, O.K. Pervukhin, A.M. Toikka, 2015, published in Teoreticheskie Osnovy Khimicheskoi Tekhnologii, 2015, Vol. 49, No. 3, pp. 312–321.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Tsvetov, N.S., Pervukhin, O.K. & Toikka, A.M. Kinetics of esterification and hydrolysis in the n-propanol + acetic acid + n-propyl acetate + water system in homogeneous and heterogeneous composition areas. Theor Found Chem Eng 49, 297–305 (2015). https://doi.org/10.1134/S0040579515030148

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0040579515030148

Keywords

Search

Navigation