Novel azobenzene-based photosensitive mesogens with lactate chiral units were synthesized. In order to modify the rate of the thermal Z–E isomerization of these compounds, small lateral substituents were introduced into their core in the proximity of the azo group. The influence of lateral substitution on the kinetics of the Z–E isomerization, mesomorphic behaviour, and UV-Vis absorption spectra was studied. It was found that the position of the substituents in the azobenzene core significantly affects the rate of their thermal isomerization. The stability of Z-isomers of several studied compounds is comparable to that of compounds with complex molecular structures designed for optical data storage. Although lateral substitution influences the breadth/length ratio of the core, liquid-crystalline properties of the studied materials have been preserved.
New photosensitive liquid crystalline compounds with a specific molecular structure have been designed in order to use them as functional dopants for organic photovoltaic devices.
14 June 2016 in Journal of Polymer Science Part A: Polymer Chemistry
Novel photosensitive azobenzene-containing substances with sorbitol- and lactate-based chiral fragments were synthesized to serve as chiral-photochromic dopants in cholesteric mixtures. Owing to the presence of chlorine or methyl lateral substituents in the azobenzene fragment of the dopants, the photoinduced Z-form of their molecules is highly stable. The photooptical properties of the prepared cholesteric mixtures were studied and it was shown that UV-irradiation of the planarly-oriented films results in a shift of the selective light reflection wavelength to a long-wavelength spectral region due to E–Z isomerization of the azobenzene moieties. This process is thermally and photooptically reversible and the rate of blue-light-induced helix twisting is comparable with the rate of the untwisting process, whereas the thermal relaxation completes only after ca. 40 days at room temperature (for a chlorine-substituted chiral-photochromic dopant). It was found that this value is almost two orders of magnitude less in comparison with the non-substituted chiral-photochromic dopant also studied in this work. The obtained results demonstrate the promising properties of the synthesized compounds for creation of novel photoswitchable cholesteric materials.