A Simple Molecular Design Strategy for Luminescent Radicals to Achieve Near-Infrared Emission.

The spin-allowed doublet emission of luminescent radicals has recently attracted significant attention. However, the spectral range of most reported luminescent radical emitters and their corresponding organic light-emitting diodes (OLEDs) is confined to the red and deep red regions, with only a few extending to the near-infrared region, specifically in the context of an emission peak exceeding 800 nm. Herein, a luminescent radical, 2-(4-(bis(2,4,6-trichlorophenyl)methyl radical)-3,5-dichlorophenyl)-4-phenyl-4-thieno[3,2-]indole (TTM-2PTI), with NIR emission peaking at 830 nm in toluene, was obtained through attaching a 4-phenyl-4-thieno[3,2-]indole group to the TTM radical core. An organic light-emitting diode (OLED) utilizing TTM-2PTI as the emitter exhibits electroluminescence (EL) emission peaking at 870 nm, which is the longest EL wavelength among the doublet-emissive near-infrared (NIR) OLEDs. This work provides a simple molecular design strategy to achieve NIR emission of radicals by leveraging the lower steric hindrance and electron-donating ability of thiophene.