Čes. slov. farm. 2006, 55(4):175-180
Properties of Benzethonium Chloride in Micellar Solutions and the Effect of Added Sodium Chloride
- 1 Univerzita Komenského v Bratislave, Farmaceutická fakulta, Katedra fyzikálnej chémie liečiv
- 2 Univerzita Komenského v Bratislave, Farmaceutická fakulta, Katedra farmaceutickej analýzy a nukleárnej farmácie
Aqueous solutions of the antimicrobially effective quaternary ammonium salt benzethonium chloride (hyamine 1622) were studied using UV spectrophotometry and partially conductometry. The spectra of micellar solutions of benzethonium chloride revealed a concentration-dependent bathochromic and hyperchromic shift of a weak UV absorption band in the region 250-300 nm. This served to elaborate the spectrophotometric determination of the critical micellar concentration (CMC) of benzethonium chloride and the concentration of free benzethonium cations in micellar solutions without an addition of NaCl and with a constant addition of NaCl 0.003, 0.1 and 0.15 mol/l. Premicellar associations were not observed and in NaCl-free solutions CMC 0.0028 mol/l was spectrophotometrically determined. An addition of NaCl resulted in an increased hyperchromic effect and strengthening of micellization, manifested by a more than ten-times decrease in the CMC as well as the concentration of free benzethonium cations in micellar solutions. The courses of the determined concentrations of free benzethonium cations in the solutions both without and with the presence of NaCl were quite similar; their maximal values were always just a little higher than the corresponding CMC and with a further growth of the total concentration of benzethonium chloride there was, on the other hand, a marked decrease in the concentration of its free cations in micellar solution. Possible effects of a decreased concentration of free benzethonium cations due to an added electrolyte on antimicrobial activity and formation of ionic pairs are discussed.
Keywords: benzethonium chloride; cationic surfactant; micellar solutions; spectrophotometry; conductometry
Received: January 15, 2006; Accepted: May 22, 2006; Published: April 1, 2006 Show citation
References
- Fredell, D. L.: In Cationic Surfactants: Analytical and Biological Evaluation. Surfactants Science Series 53 (Cross, J., Singer, E. J., eds.), New York, Marcel Dekker, 1994, s. 31.
- Kopecký, F.: Pharmazie, 1996; 51, 135-144.
Go to original source...
- Wong, Y.-L., Curfman, C. L., Doncel, G. F. et al.: Tetrahedron, 2002; 58, 45-54.
Go to original source...
- Moroi, Y.: Micelles: Theoretical and Applied Aspects. New York, Plenum Press, 1992.
Go to original source...
- Paradies, H. H., Hinze, U., Thies, M.: Ber. Bunsen-Ges. Phys. Chem., 1994; 98, 715-725.
Go to original source...
- Paradies, H. H., Hinze, U., Thies, M.: Ber. Bunsen-Ges. Phys. Chem., 1994; 98, 938-946.
Go to original source...
- Griffiths, P. C., Paul, A., Heenan, R. K. et al.: J. Phys. Chem. B, 2004; 108, 3810-3816.
Go to original source...
- Varade, D., Joshi, T., Aswal, V. K. et al.: Colloids Surfaces A, 2005; 259, 95-101.
Go to original source...
- Kubíček, V., Němcová K.: Dyes Pigments, 2006; 68, 183 až 189.
- Sedmíková, A., Gasparič, J.: Čes. slov. Farm., 1996; 45, 132-138.
- Němcová, I., Čermáková, L.: Tenside Surf. Det., 1994; 31, 331-336.
Go to original source...
- Kopecký, F., Vojteková, M., Kováčová, S., Juríčeková, M.: Collect. Czech. Chem. Commun., 2004; 69, 384-396.
Go to original source...
- Kale, K. M., Cussler, E. L., Evans, D. F.: J. Solution Chem., 1982; 11, 581-592.
Go to original source...
- Chakraborty, H., Sarkar, M.: J. Colloid Interface Sci., 2005; 292, 265-270.
Go to original source...
Go to PubMed...
- Williams, D. H., Fleming, I.: Spectroscopic Methods in Organic Chemistry. 4. vydání, New York, McGraw-Hill, 1987.
- Sommer, L.: Analytical Absorption Spectrophotometry in the Visible and Ultraviolet Region. The Principles. Budapest, Akadémiai Kiadó, 1989, s. 121.
- Reichardt, Ch.: Solvents and Solvent Effects in Organic Chemistry. 2. vydání. Weinheim, VCH Verlagsgesellschaft, 1990, kap. 6.
- Tomlinson, E., Brown, M. R. W., Davis, S. S.: J. Med. Chem., 1977; 20, 1277-1282.
Go to original source...
Go to PubMed...