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Adsorption of Natural 3-Phenylpropenic Acids on Highly Dispersed Alumina Surface

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Abstract

It has been shown that adsorption of 3-phenylpropenic (cinnamic), 3-(4-hydroxyphenyl)propenic (coumaric), and 3-(3-methoxy-4-hydroxyphenyl)propenic (ferulic) acids on the surface of highly dispersed alumina is characterized by L-type isotherms according to the Giles classification. The maximum adsorption values (~3.3 × 10–4 mol/g), as well as dissociation constants (pKCOOH = 4.5 ± 0.1), are almost equal for all acids, thereby suggesting that their molecules are identically bound to the adsorbent surface via carboxyl groups. The pH dependences of the adsorption of cinnamic, coumaric, and ferulic acids are described by dome-shaped curves, and the positions of their maxima in the pH scale coincide with the thermodynamic constants of carboxyl group dissociation. A linear correlation found between the adsorption values of 3-phenylpropenic acids and their hydrophobicity parameters log P indicates a noticeable contribution of hydrophobic interactions to the adsorption of the acids on the surface of highly dispersed alumina.

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REFERENCES

  1. El-Seedi, H.R., El-Said, A.M., Khalifa, S.A., et al., J. Agric. Food Chem., 2012, vol. 60, p. 10877.

    Article  CAS  Google Scholar 

  2. Balasundram, N., Sundram, K., and Samman, S., Food Chem., 2006, vol. 99, p. 191.

    Article  CAS  Google Scholar 

  3. Razzaghi-Asl, N., Garrido, J., Khazraei, H., et al., Curr. Med. Chem., 2013, vol. 20, p. 4436.

    Article  CAS  Google Scholar 

  4. Yashin, Ya.I., Ryzhnev, V.Yu., Yashin, A.Ya., and Chernousova, N.I., Prirodnye antioksidanty. Soderzhanie v pishchevykh produktakh i vliyanie ikh na zdo-rov’e i starenie cheloveka (Natural Antioxidants. Content in Food and Their Impact on Human Health and Aging), Moscow: TransLit, 2009.

  5. Yashin, A.Ya., Sorbts. Khromatogr. Protsessy, 2014, vol. 14, p. 419.

    CAS  Google Scholar 

  6. Fizicheskaya khimiya lignina (Physical Chemistry of Lignin), Bogolitsyn, K.G. and Lunin, V.V., Eds., Arkhangelsk: Arkhang. Gos. Tekh. Univ., 2009.

  7. Arceusz, A., Wesolowski, M., and Konieczynski, P., Nat. Prod. Commun., 2013, vol. 8, p. 1821.

    CAS  PubMed  Google Scholar 

  8. Zeng, H., Liu, Z., Zhao, S., et al., J. Sep. Sci., 2016, vol. 39, p. 3806.

    Article  CAS  Google Scholar 

  9. Shil’ko, E.A., Milevskaya, V.V., Temerdashev, Z.A., and Kiseleva, N.V., Anal. Kontrol, 2018, vol. 22, p. 303.

    Google Scholar 

  10. Silva, M., Castellanos, L., and Ottens, M., Ind. Eng. Chem. Res., 2018, vol. 57, p. 5359.

    Article  CAS  Google Scholar 

  11. Dávila-Guzman, N.E., Cerino-Córdova, F.J., Diaz-Flores, P.E., et al., Chem. Eng. J., 2012, vol. 183, p. 112.

    Article  Google Scholar 

  12. Simon, V., Thuret, A., Candy, L., et al., Chem. Eng. J., 2015, vol. 280, p. 748.

    Article  CAS  Google Scholar 

  13. Thiel, A., Tippkötter, N., Suck, K., et al., Eng. Life Sci., 2013, vol. 13, p. 239.

    Article  CAS  Google Scholar 

  14. Anastas, P.T. and Warner, J.C., Green Chemistry: Theory and Practice, Oxford: Oxford Univ. Press, 2000.

    Google Scholar 

  15. Eldin, A.B., Ismaiel, O.A., Hassan, W.E., and Shalaby, A.A., J. Anal. Chem., 2016, vol. 71, p. 861.

    Article  CAS  Google Scholar 

  16. Pogorelyi, V.K., Barvinchenko, V.N., Pakhlov, E.M., and Smirnova, O.V., Colloid J., 2005, vol. 67, p. 172.

    Article  CAS  Google Scholar 

  17. Dovbii, O.A., Kazakova, O.A., and Lipkovskaya, N.A., Colloid J., 2006, vol. 68, p. 707.

    Article  CAS  Google Scholar 

  18. Pogorelyi, V.K., Kazakova, O.A., Barvinchenko, V.N., et al., Colloid J., 2007, vol. 69, p. 203.

    Article  CAS  Google Scholar 

  19. Chukin, G.D., Stroenie oksida alyuminiya i katalizato-rov gidroobesserivaniya. Mekhanizmy reaktsii (Structure of Aluminum Oxide and Hydrodesulfurization Catalysts), Moscow: Printa, 2010.

  20. Tikhomirova, T.I., Kubyshev, S.S, and Ivanov, A.V., Russ. J. Phys. Chem. A, 2013, vol. 87, p. 1357.

    CAS  Google Scholar 

  21. Jiang, L., Gao, L., and Liu, Y., Colloids Surf. A, 2002, vol. 211, p. 165.

    Article  CAS  Google Scholar 

  22. Bernshtein, I.Ya. and Kaminskii, Yu.L., Spektrofotometricheskii analiz v organicheskoi khimii (Spectrophotometric Analysis in Organic Chemistry), Leningrad: Khimiya, 1986.

  23. Barvinchenko, V.N., Lipkovskaya, N.A., Kulik, T.V., and Kartel’, N.T., Colloid J., 2019, vol. 81, p. 1.

    Article  CAS  Google Scholar 

  24. Westall, J.C. and Hohl, H., Adv. Colloid Interface Sci., 1980, vol. 12, p. 265.

    Article  CAS  Google Scholar 

  25. Tombácz, E. and Szekeres, M., Langmuir, 2001, vol. 17, p. 1411.

    Article  Google Scholar 

  26. Tombácz, E., Szekeres, M., and Klumpp, E., Langmuir, 2001, vol. 17, p. 1420.

    Article  Google Scholar 

  27. Giles, C.H., MacEwan, T.H., Nakhwa, S.N., and Smith, D., J. Chem. Soc., 1960, vol. 10, p. 3973.

    Article  Google Scholar 

  28. Chemical Information Resources from the National Library of Medicine. http://sis.nlm.nih.gov/chemical.html.

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Correspondence to N. A. Lipkovskaya.

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Translated by A. Kirilin

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Barvinchenko, V.N., Lipkovskaya, N.A. Adsorption of Natural 3-Phenylpropenic Acids on Highly Dispersed Alumina Surface. Colloid J 83, 183–188 (2021). https://doi.org/10.1134/S1061933X21020022

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  • DOI: https://doi.org/10.1134/S1061933X21020022

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