Here, we report a new photosensitive metal–organic framework (MOF) that was constructed via the modification of UiO-66-NH2 with diarylethene molecules (DAE, 4-(5-Methoxy-1,2-dimethyl-1H-indol-3-yl)-3-(2,5-dimethylthiophen-3-yl)-4-furan-2,5-dione). The material that was obtained was a highly crystalline porous compound. The photoresponse of the modified MOF was observed via UV–Vis and IR spectroscopy. Most of the DAE molecules inside of the UiO-66-pores had an open conformation after synthesis. However, the equilibrium was able to be shifted further toward an open conformation using visible light irradiation with a wavelength of 520 nm. Conversely, UV-light with a wavelength of 450 nm initiated the transformation of the photoresponsive moieties inside of the pores to a closed modification. We have shown that this transformation could be used to stimulate hydrogen adsorption–desorption processes. Specifically, visible light irradiation increased the H2 capacity of modified MOF, while UV-light decreased it. A similar hybrid material with DAE moieties in the UiO-66 scaffold was applied for hydrogen storage for the first time. Additionally, the obtained results are promising for smart H2 storage that is able to be managed via light stimuli.
Ninhydrin oxime and mercaptoalkanoic acids in the presence of trifluoroacetic acid form 2,2′-spiranes incorporating indane-1,3-dione and 3-hydroxy-1,3-thiazolidin-4-one or 3-hydroxytetrahydro-1,3-thiazin-4-one moieties. On heating in acetic anhydride, the same reactants undergo replacement of oxime hydroxy group by sulfur thus affording thiooxime-containing alkanoic acids.