Čes. slov. farm. 2014, 63(1):22-25 | DOI: 10.36290/csf.2014.005

Study of local anaesthetics: Part 204. Determination of critical micelle concentrations of selected derivatives of pyrrolidino-m-alkoxyphenylcarbamic acid using pyrene as a probe

Jana Gališinová^*, Fils Andriamainty, Jozef Čižmárik, Eva Kontseková, Ivan Malík

Univerzita Komenského v Bratislave, Farmaceutická fakulta, Katedra farmaceutickej chémie, Bratislava, Slovenská republika

The critical micelle concentrations of the studied derivatives of pyrrolidino-m-alkoxyphenylcarbamic acid in aqueous media at 25 °C were determined using the UV/VIS absorption spectroscopy method with pyrene as a probe. In the absorption spectra of the derivatives and pyrene, there were examined unmasked pyrene peaks, at wavelength of 336 and 320 nm for VIII Z, XIV Z and XVII Z, and in addition at 308 nm for XXIX Z. The critical micelle concentrations were defined from the plots of the sum of the unmasked pyrene peaks against the surfactant concentration that had a sigmoidal character of Boltzmann type. The cmc values of the derivatives were exponentially dependent on the number of carbons in the hydrophobic chain. From the plot of ln (cmc) against the number of carbons n with the equation ln (cmc) = -0.146-0.691n, the value of the Gibbs free energy of transfer of each methylene group of the alkoxychain from the aqueous phase into the internal hydrophobic volume of micelle was also defined: δΔG(CH₂) = (-0.691 ± 0.023)RT. Building on the obtained results, the spherical micelle forming in the solution can be assumed.

Keywords: derivatives of pyrrolidino-m-alkoxyphenylcarbamic acid; critical micelle concentration; pyrene absorption; sigmoidal-Boltzmann equation

Received: November 4, 2013; Accepted: December 13, 2013; Published: January 1, 2014  Show citation