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B,N‐Embedded Hetero[9]helicene Toward Highly Efficient Circularly Polarized Electroluminescence

Wei‐Chen Guo, Wenlong Zhao, Ke‐Ke Tan, Meng Li, Chuan‐Feng Chen

2024Angewandte Chemie International Edition138 citationsDOIOpen Access PDF

Abstract

Abstract The intrinsic helical π‐conjugated skeleton makes helicenes highly promising for circularly polarized electroluminescence (CPEL). Generally, carbon helicenes undergo low external quantum efficiency (EQE), while the incorporation of a multi‐resonance thermally activated delayed fluorescence (MR‐TADF) BN structure has led to an improvement. However, the reported B,N‐embedded helicenes all show low electroluminescence dissymmetry factors ( g EL ), typically around 1×10 −3 . Therefore, the development of B,N‐embedded helicenes with both a high EQE and g EL value is crucial for achieving highly efficient CPEL. Herein, a facile approach to synthesize B,N‐embedded hetero[9]helicenes, BN[9]H , is presented. BN[9]H shows a bright photoluminescence with a maximum at 578 nm with a high luminescence dissymmetry factor (| g lum |) up to 5.8×10 −3 , attributed to its inherited MR‐TADF property and intrinsic helical skeleton. Furthermore, circularly polarized OLED devices incorporating BN[9]H as an emitter show a maximum EQE of 35.5 %, a small full width at half‐maximum of 48 nm, and, more importantly, a high |g EL | value of 6.2×10 −3 . The Q‐factor (|EQE×g EL |) of CP‐OLEDs is determined to be 2.2×10 −3 , which is the highest among helicene analogues. This work provides a new approach for the synthesis of higher helicenes and paves a new way for the construction of highly efficient CPEL materials.

Topics & Concepts

HeliceneElectroluminescenceMaterials scienceCircular polarizationOptoelectronicsOpticsPhysicsNanotechnologyQuantum mechanicsLayer (electronics)MoleculeMicrostripSynthesis and Properties of Aromatic CompoundsLuminescence and Fluorescent MaterialsOrganic Electronics and Photovoltaics