A Deep‐Blue‐Emitting Heteroatom‐Doped MR‐TADF Nonacene for High‐Performance Organic Light‐Emitting Diodes**

Suresh, Subeesh Madayanad; Zhang, Le; Hall, David; Si, Changfeng; Ricci, Gaetano; Matulaitis, Tomas; Slawin, Alexandra M. Z.; Warriner, Stuart; Olivier, Yoann; Samuel, Ifor D. W.; Zysman‐Colman, Eli

doi:10.1002/ange.202215522

Cited by 9 publications

(7 citation statements)

References 37 publications

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“…At about the same time as Hatakeyama et al , Zysman-Calman et al independently reported the synthesis of ladder-type deep-blue MR compounds NBONacene and MesBDIDOBNA-N using a protocol which can be categorized as sequential multiple borylations (Scheme 38). 253,254 One-pot borylation afforded p MDBA-Br in 73% yield, with subsequent coupling giving the final borylation precursors in 47% and 57% yields, respectively. One-shot borylation was performed with excess BBr 3 , and the R2BBr species generated in situ were trapped with a Grignard reagent to afford the target compounds, NBONacene and MesB-DIDOBNA-N , in 45% and 74% yields, respectively.…”

Section: One-shot Borylationmentioning

confidence: 99%

Organoboron-based multiple-resonance emitters: synthesis, structure–property correlations, and prospects

Mamada,

Hayakawa,

Ochi

et al. 2024

Chem. Soc. Rev.

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Section: One-shot Borylationmentioning

confidence: 99%

Organoboron-based multiple-resonance emitters: synthesis, structure–property correlations, and prospects

Mamada,

Hayakawa,

Ochi

et al. 2024

Chem. Soc. Rev.

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“…Firstly, the investigation of π-extended MR-TADF molecules containing more than three boron atoms has been relatively limited due to constraints in molecular design and synthesis 19 . Secondly, as delineated in Scheme S1, current examples primarily concentrate on linearly extended skeletons 15,[20][21][22] , with a scarcity of research on molecules featuring diverse topologies, where V-DABNA, ω-DABNA and some derivatives stand as rare exceptions [23][24][25] . Consequently, elucidating the structure-property relationship among higher-order B,N-motifs remains challenging, thereby hindering the development of advanced emitters.…”

Section: Introductionmentioning

confidence: 99%

Topological Structure Optimization of B,N-Doped Nanographenes for Deep-Blue Emitters

Yang,

Cao,

Huang

et al. 2024

Preprint

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B,N-doped nanographenes have been actively studied as blue dopants for OLEDs because of the triplet-exciton harvesting capability and narrowband emission, but their inefficient reverse intersystem crossing (RISC) is a bottleneck for practical applications. The construction of π-extended frameworks is recognized as a general strategy to simultaneously accelerate the RISC process and enhance color purity. However, the influence of topological structure on photophysical properties remains poorly understood. We hereby design three deep-blue, quadruple-borylated nanographenes with isomeric skeletons, and shows a critical dependence of molecular conformation and electronic structure on topology. These compounds, consisting of fused dimers with variable linking sites, range from negatively curved to quasi-planar conformations. Our combined theoretical and experimental analyses indicate that enhanced planarity can facilitate the resonance effect, promote charge transfer delocalization, and increase structural rigidity. Compared to the curved counterparts, the planarized emitter demonstrates multi-dimensional improvement in photophysical properties, achieving an ultranarrow emission spectrum with a full-width at half maximum of 13 nm/0.07 eV and a large RISC rate constant of 2.7×106 s−1. A high external quantum efficiency of 30.4% under a luminance of 1000 cd m–2 at color coordinates of (0.127, 0.078) is achieved in device without employing additional sensitizer. These findings establish new and unforeseen design guidelines for constructing high-performance narrowband emitters toward ultrahigh-definition displays.

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“…5,6 However, a signi cant hurdle for the development of MR-TADF materials lies in their slow spin-ip process. [7][8][9][10][11] Most MR-TADF structures exhibit comparable locally excited (LE) features in their singlet and triplet excited states. 12 According to El-Sayed's rule, 13 the spin-orbit coupling (SOC) matrix element between singlet and triplet states with the same type of orbital is vanishingly tiny, making this spin ipping ( 1 LE→ 3 LE) in MR-TADF structures forbidden.…”

Section: Introductionmentioning

confidence: 99%

Highly efficient pure-blue organic light-emitting diodes based on rationally designed heterocyclic phenophosphazinine-containing emitters

Huo,

Xing,

Wang

et al. 2024

Preprint

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Multi-resonance thermally activated delayed fluorophores have been actively studied for high-resolution photonic applications due to their exceptional color purity. However, these compounds encounter challenges associated with the inefficient spin-flip process, compromising device performance. Herein, we designed and synthesized two pure-blue emitters based on an organoboron multi-resonance core, incorporating a conformationally flexible donor, 10-phenyl-5H-phenophosphazinine 10-oxide (or sulfide). This design concept selectively modifies the orbital type of high-lying excited states to a charge transfer configuration while simultaneously providing the necessary conformational freedom to enhance the density of excited states without sacrificing color purity. We show that the different embedded phosphorus motifs (phosphine oxide/sulfide) of the donor can finely tune the electronic structure and conformational freedom, resulting in an accelerated spin-flip process through intense spin-vibronic coupling, achieving over a 27-fold increase in the reverse intersystem crossing rate compared to the parent multi-resonance emitter. Utilizing these new emitters, we achieved high-performance pure blue organic light-emitting diodes, showcasing a top-tier external quantum efficiency of 37.6% with reduced efficiency roll-offs. This proposed strategy not only challenges the conventional notion that flexible electron-donors are undesirable for constructing narrowband emitters but also offers a new pathway for designing efficient narrow-spectrum blue organic light-emitting diodes.

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A Deep‐Blue‐Emitting Heteroatom‐Doped MR‐TADF Nonacene for High‐Performance Organic Light‐Emitting Diodes**

Cited by 9 publications

References 37 publications

Organoboron-based multiple-resonance emitters: synthesis, structure–property correlations, and prospects

Organoboron-based multiple-resonance emitters: synthesis, structure–property correlations, and prospects

Topological Structure Optimization of B,N-Doped Nanographenes for Deep-Blue Emitters

Highly efficient pure-blue organic light-emitting diodes based on rationally designed heterocyclic phenophosphazinine-containing emitters

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