Abstract
AbstractRedox switches are applied in various fields of research, including molecular lifts, electronic devices and sensors. Switching the absorbance between UV and Vis/NIR by redox processes is of interest for applications in light harvesting or biomedicine. Here, we present a series of push‐pull benzothiadiazole derivatives with high fluorescence quantum yields in solution and in the crystalline solid state. Spectroelectrochemical analysis reveals the switching of UV‐absorption in the neutral state to Vis/NIR absorption in the reduced state. We identify the partial irreversibility of the switching process, which appears to be reversible on the cyclic voltammetry timescale.
Highlights
The class of benzothiadiazoles (BTD) bears tunable absorption and emission features
BTDs are synthetically accessible from o-phenylenediamine derivatives as starting materials
Those applications involve redox processes, there are few publications where the BTD unit was considered as a redox switch.[16]
Summary
Philipp Rietsch+,[a] Sebastian Sobottka+,[b] Katrin Hoffmann,[c] Pascal Hildebrandt,[a]. Redox switches are applied in various fields of research, including molecular lifts, electronic devices and sensors. Switching the absorbance between UV and Vis/NIR by redox processes is of interest for applications in light harvesting or biomedicine. The class of benzothiadiazoles (BTD) bears tunable absorption and emission features. Their bandgap and orbital energies can be adjusted making those fluorophores attractive for fundamental photophysical research. BTDs are synthetically accessible from o-phenylenediamine derivatives as starting materials. Materials,[5,6,7] polymers with defined electronic and optical properties,[8,9,10] in sensory metal-organic frameworks,[11] solar cells[12] or in field-effect transistors (FET).[13] BTDs [a] P.
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