Synthesis and Study of Photoresponsible Amphiphile Containing an Azobenzene Moiety

            Lenka Filipová^ 1,2), Peter Štacko^ 1), Petr Slavíček^ 3), Petr Klán^ 1,2)

^1)      Department of Chemistry and ^2) RECETOX, Faculty of Science, Masaryk University, Kamenice
                    5, 625 00 Brno, Czech Republic, (filipova.lenca@gmail.com)

     ^2)         Department of Chemistry, University of Chemistry and Technology, Technická 5,

                            ^3)         166 28 Prague 6, Czech Republic


Recently, our group has examined the formation and physico-chemical properties of reverse micelles
in a ternary water/CTAB/chloroform system at room^1 and sub-zero temperatures.^2 The aim of this
new study was to create photoresponsible reverse micelles from amphiphilic molecules that contain
an azobenzene moiety and to study their properties when the N=N group undergoes a photoinduced E/Z
isomerization.

The physico-chemical properties of the synthesized amphiphile and its ability to form reverse
micelles in the all-trans configuration were investigated using NMR and UV-vis spectrometry, and
the critical micelle concentration was determined. The E/Z photoisomerization and the corresponding
reverse thermal isomerization at different temperatures, and its effect on the character of reverse
micelles and encapsulated water, will be discussed.



[1] Klíčová Ľ., Šebej P., Štacko P., Filippov S. K., Bogomolova A., Padilla M., Klán P., Langmuir
2012, 28, 15185-15192.

[2] Klíčová Ľ., Muchová E., Šebej P., Slavíček P., Klán P., Langmuir 2015, 31, 8284-8293.