Nitrogen-Embedded Multi-Resonance Heteroaromatics with Prolonged Homogeneous Hexatomic Rings

Angew Chem Int Ed Engl. 2022 Mar 28;61(14):e202117181. doi: 10.1002/anie.202117181. Epub 2022 Feb 15.

Abstract

Nitrogen-containing polycyclic heteroaromatics have exhibited fascinating multi-resonance (MR) characteristics for efficient narrowband emission, but strategies to bathochromic shift their emissions while maintaining the narrow bandwidths remain exclusive. Here, homogeneous hexatomic rings are introduced into nitrogen-embedded MR skeletons to prolong the π-conjugation length for low-energy electronic transitions while retaining the non-bonding character of the remaining parts. The proof-of-the-concept emitters exhibit near unity photoluminescence quantum yields with peaks at 598 nm and 620 nm and small full-width-at-half-maximums of 28 nm and 31 nm, respectively. Optimal organic light-emitting diodes exhibit a high external quantum efficiency of 18.2 %, negligible efficiency roll-off, and ultra-long lifetime with negligible degradation at an initial luminance of 10 000 cd m-2 after 94 hours.

Keywords: Bathochromic Shift; Device Stability; Homogeneous Hexatomic Rings; Multiple Resonance; Narrow Energy Gap.