Oxadiazoles are a class of heterocyclic aromatic compounds with the molecular formula C2H2N2O, which have special biological activities and thermodynamic properties. Five-membered heterocyclic moieties composed of three or two heteroatoms are of great interest to researchers because these compounds show significant therapeutic potential. These heterocycles can serve as a building block for the development of novel molecular structures.
The two N atoms in Benzothiadiazole could possibly form intermolecular hydrogen bonding, leading to a more planar backbone. Benzothiadiazole is a strong electron-accepting molecular fragment. By fusing it with thiazole donor-acceptor dyes, near-infrared fluorescence was created. The benzothiadiazole ring is a useful n-type building block for designing electron-transport materials for organic and polymer light-emitting diodes (LEDs). Arene- and heteroarene-fused thiadiazoles have also found use in the design of low-band-gap materials for the construction of organic field-effect transmitters (OFETs), as stable organic radicals, and as one or two photon-absorbing materials for the design of nonlinear near-infrared (NIR) dyes. Benzothiadiazoles acting as the electron-accepting cores have been incorporated into dendrimer-type light-harvesting materials.