Abstract
Systematic data on the aggregation behavior of novel 3-hydroxypiperidinium surfactants in aqueous solutions were obtained. The ability of the surfactants to solubilize hydrophobic compounds, including the Orange OT dye and biologically active flavonoid quercetin, was characterized. The maximally achieved limiting content of these substances in micellar solutions of 3-hydroxypiperidinium surfactants is by two to three times higher than that in solutions of their non-functionalized analogs. The solubility of quercetin depends on the pH of the medium, and the highest effect observed on going from water to micellar solutions of the studied surfactants reaches two orders of magnitude.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
K. R. Lange, Surfactants: A Practical Handbook, Hanser Publishers, Munich, 1999, 237 pp.
Th. F. Tadros, Applied Surfactants: Principles and Application, Wiley-VCH, Weinheim, 2005, 634 pp.
D. Myers, Surfactant Science and Technology, John Wiley and Sons, Hoboken, New Jersey 2006, 380 pp.
S. Abbott, Surfactant Science. Principles and Practice, DEStech Publishing Inc, Lancaster, Pennsylvania, 2017, 198 pp.
V. Pandey, S. Kohli, Crit. Rev. Ther. Drug Carrier Syst., 2018, 35, 99.
E. E. Badr, Adv. Appl. Sci Res., 2017, 8, 81.
E. A. Vasilieva, S. S. Lukashenko, A. D. Voloshina, A. S. Strobikina, L. A. Vasileva, L. Y. Zakharova, Russ. Chem. Bull., 2018, 67, 1280.
A. B. Mirgorodskaya, S. S. Lukashenko, E. I. Yatskevich, N. V. Kulik, A. D. Voloshina, D. B. Kudryavtsev, A. R. Panteleeva, V. V. Zobov, L. Ya. Zakharova, A. I. Konovalov, Prot. Met. Phys. Chem. Surf., 2014, 50, 538.
Zh. Zhang, H. Wang, W. Shen, J. Chem. Eng. Data, 2013, 58, 2326.
W.-Sh. Liu, Ch.-H. Wang, J.-F. Sun, G.-G. Hou, Y.-P. Wang, R.-J. Qu, Chem. Biol. Drug Des., 2015, 85, 91.
E. I. Yackevich, A. B. Mirgorodskaya, S. S. Lukashenko, L. Ya. Zakharova, Russ. Chem. Bull., 2014, 63, 1801.
A. B. Mirgorodskaya, F. G. Valeeva, S. S. Lukashenko, T. M. Prokopieva, T. M. Zubareva, V. A. Mikhailov, L. Y. Zakharova, J. Mol. Liq., 2018, 250, 229.
O. Kaczerewska, B. Brycki, I. Ribosa, F. Comelles, M. T. Garcia, J. Ind. Eng. Chem., 2018, 59, 141.
V. L. Klimova, Osnovnye mikrometody analiza organicheskikh soedinenii [The Main Methods for Analysis of Organic Compounds], Khimiya, Moscow, 1974, 224 pp. (in Russian).
Yu. Zhao, X. Yue, X. Wang, D. Huang, X. Chen, Colloids Surf., A, 2012, 412, 90.
A. I. Rusanov, Mitselloobrazovanie v rastvorakh poverkhnostno-aktivnykh veshchestv [Micelle Formation in Solutions of Surfactants], Khimiya, St. Petersburg, 1992, 280 pp. (in Russian).
L. Ya. Zakharova, R. R. Kashapov, T. N. Pashirova, A. B. Mirgorodskaya, O. G. Sinyashin, Mendeleev Commun., 2016, 26, 457.
M. Pisárcik, F. Devínsky, M. Pupák, Open Chem., 2015, 13, 922.
H. Schott, J. Phys. Chem., 1966, 70, 2966.
M. H. Alimohammadi, S. Javadian, H. Gharibi, A. R. Tehrani Bagha, M. R. Alavijeh, K. Kakaei, J. Chem. Thermodyn., 2011, 43, 1349.
A. N. Chebotarev, D. V. Snigur, J. Anal. Chem., 2015, 70, 55.
I. G. Zenkevich, A. Yu. Eshchenko, S. V. Makarova, A. G. Vitenberg, Yu. G. Dobryakov, V. A. Utsal, Molecules, 2007, 12
Author information
Authors and Affiliations
Corresponding author
Additional information
Dedicated to Academician of the Russian Academy of Sciences A. I. Konovalov on the occasion of his 85th birthday.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 0328–0333, February, 2019.
Rights and permissions
About this article
Cite this article
Mirgorodskaya, A.B., Kushnazarova, R.A., Lukashenko, S.S. et al. Aggregation behavior and solubilization properties of 3-hydroxypiperidinium surfactants. Russ Chem Bull 68, 328–333 (2019). https://doi.org/10.1007/s11172-019-2388-4
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11172-019-2388-4