Self-assembly of molecules is a spontaneous process where the formation of supramolecular structures is the result of weak non-covalent interactions. In recent years, there has been an increase in the number of studies focusing on the interactions of synthesized azo dyes with different types of surfactants, for which changes in the UV-VIS spectrum indicate the existence of intermolecular interactions that lead to the formation of supramolecular assemblies (aggregates). Among those previously mentioned, amphiphilic dyes that act as acid-base indicators are quite prominent while their application is found not only in industrial processes, but also in biomedical research as potential agents in the transfer of drugs. In this work, amphiphilic derivatives of the methyl red indicator were synthesized by substitution of the alkyl chain with 6 and 12 C atoms. The synthetic route was optimized by changing the parameters of the reaction and the solvent used in the purification. The properties of the new compounds were also tested in the aqueous medium with respect to concentration and pH. The photophysical properties of the compounds were investigated by measuring the UV-VIS spectrum, while the process of self-assembly was characterized by dynamic light scattering technique and pendant drop tensiometry. Potential applications of new compounds were tested by their binding at the surface of hydrophobized glass slides. Shifts in the absorption spectra indicated the presence of aggregates in the aqueous solution, as well as the lack of pH-dependence of absorption by the prepared suspensions. By measuring the size of the aggregates and comparing the values of their hydrodynamic diameters, it was evidenced that the synthesized compounds aggregate into vesicles whose size does not significantly depend on the concentration. The size of the vesicles formed by the two synthesized compounds, measured within a prolonged time period, point to a difference in the stability, whereby the vesicles formed by the compound with a shorter hydrocarbon chain, exhibit an establishment of a thermodynamic equilibrium in a shorter period of time. From the surface tension and potentiometric titration measurements, a non-ionic character of the compounds was established, whereby these compounds only minimally (compound 2) or not at all (compound 1) reduce the surface tension at the air/water interface. The results of the potentiometric titration and the UV/VIS spectrophotometry denounce the hypothesis that the new derivatives could act as pH indicators. Nevertheless, the observed increased binding of these compounds at the surface of hydrophobized glass, point to the perspective of development of similar compounds with an application in the field of functional surfaces.