Tailored Design of π-Extended Multi-Resonance Organoboron using Indolo[3,2-b]Indole as a Multi-Nitrogen Bridge

Angew Chem Int Ed Engl. 2023 Nov 27;62(48):e202313254. doi: 10.1002/anie.202313254. Epub 2023 Oct 20.

Abstract

Extending the π-skeletons of multi-resonance (MR) organoboron emitters can feasibly modulate their optoelectronic properties. Here, we first adopt the indolo[3,2-b]indole (32bID) segment as a multi-nitrogen bridge and develop a high-efficiency π-extended narrowband green emitter. This moiety establishes not only a high-yield one-shot multiple Bora-Friedel-Crafts reaction towards a π-extended MR skeleton, but a compact N-ethylene-N motif for a red-shifted narrowband emission. An emission peak at 524 nm, a small full width at half maximum of 25 nm and a high photoluminescence quantum yield of 96 % are concurrently obtained in dilute toluene. The extended molecular plane also results in a large horizontal emitting dipole orientation ratio of 87 %. A maximum external quantum efficiency (EQE) of 36.6 % and a maximum power efficiency of 135.2 lm/W are thereafter recorded for the corresponding device, also allowing a low efficiency roll-off with EQEs of 34.5 % and 28.1 % at luminance of 1,000 cd/m2 and 10,000 cd/m2 , respectively.

Keywords: Green Emitters; Indoloindole; Multiple Resonance; Organic Light-Emitting Diodes.