Donor and acceptor interlock by a planar indolo[3,2,1-<i>jk</i>]carbazole for a suppressed non-radiative mechanism in thermally activated delayed fluorescent emitters

Patil, Vilas Venunath; Park, Yun Hwan; Lee, Jun Yeob

doi:10.1039/d0tc03534c

Cited by 7 publications

(3 citation statements)

References 40 publications

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“…Intermediate compound 1 was synthesized by reacting 3-bromo-9 H -carbazole with 1-(chloromethyl)-4-vinylbenzene under a basic atmosphere using sodium hydride. Compounds 2a–c were prepared with reference to a synthesis method published in the literature. − …”

Section: Resultsmentioning

confidence: 99%

“…2,2′,2″-(1,3,5-Benzinetriyl)-tris(1-phenyl-1- H -benzimidazole) (TPBi) as an electron transporting material was purchased from ENanoTec Co., Ltd. The intermediate compounds 2a (2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolo[3,2,1- jk ]carbazole), 2b (9-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9 H -carbazole), and 2c ( N , N -diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline) were synthesized according to the literature. − …”

Section: Methodsmentioning

confidence: 99%

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Customized Orthogonal Solvent System with Various Hole-Transporting Polymers for Highly Reproducible Solution-Processable Organic Light-Emitting Diodes

Cho

Kwon

et al. 2022

ACS Appl. Mater. Interfaces

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Recently, various hosts and emitters for solution-processable thermally activated delayed fluorescence organic lightemitting diodes (TADF-OLEDs) have been developed. However, a few studies have been conducted on hole transport materials (HTMs) with differentiated solubility characteristics for manufacturing multilayer OLEDs using a solution process. Here, three new hole transport (HT) styrene polymers, PICz, PPBCz, and PTPCz, were synthesized by radical polymerization. Each of the polymers exhibited increases in their highest occupied molecular orbital (HOMO) levels and better hole-transporting abilities than poly(9vinylcarbazole) (PVK) as a reference HT polymer. Furthermore, the three HT polymers exhibited different solubilities in toluene. Therefore, it was not possible to use a toluene solution to prepare the emitting layer (EML). To overcome this problem, ethyl acetate (EA), in which the three HT polymers are insoluble, was used as an orthogonal solvent to prepare an EML solution. In EAsolution-processed green-emitting TADF-OLEDs, the three HT-polymer-based devices displayed somewhat low turn-on voltages of 2.8 V and high external quantum efficiencies (EQEs) of >23%. These values are superior to those of a device with a PVK-HT layer. In addition, the devices manufactured with the EA solution showed high-performance reproducibility owing to the stable formation of each layer. In this study, we removed the HTM solubility constraint by dramatically changing the solvent for preparing the EML solution and provided an efficient strategy for the fabrication of OLED devices via solution processes in the future.

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Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Customized Orthogonal Solvent System with Various Hole-Transporting Polymers for Highly Reproducible Solution-Processable Organic Light-Emitting Diodes

Cho

Kwon

et al. 2022

ACS Appl. Mater. Interfaces

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“…In those PhOLEDs, the recombination region is broadened, which ultimately improves performance with high efficiency [ 6 ], extends the working lifetime [ 7 ] and gives optimum color purity [ 8 ]. Indolo[3,2,1- jk ]carbazole (ICz) is widely investigated as an excellent acceptor of electro-luminescent function materials, such as thermally activated delayed fluorescence (TADF) emitters and sensitizers [ 9 , 10 , 11 , 12 , 13 , 14 , 15 , 16 , 17 , 18 , 19 , 20 , 21 ]. However, it is rarely considered as a host despite its excellent hole and electron transport capabilities due to its multi-resonance property [ 18 ].…”

Section: Introductionmentioning

confidence: 99%

Multi-Resonant Indolo[3,2,1-jk]carbazole-Based Host for Blue Phosphorescent Organic Light-Emitting Diodes

Yuan

Song

et al. 2023

Molecules

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In organic light-emitting diodes, positive and negative charge carriers mostly migrate at different rates. This could result in excitons formed in the EML often migrating to the vicinity of the hole transport layer and the electron transport layer. To address this, it is important to design high-quality multi-resonance hosts that can balance the migration rate of carriers. Here, we report two newly developed multi-resonance hosts, m-ICzPBI and o-ICzPBI. The hosts contain an indolo[3,2,1-jk]carbazole (ICz) motif, which functionalized as either a donor or an acceptor unit. The hosts exhibit extremely high molecular rigidity and thermal stability. Devices A and B were constructed using FIrpic as a phosphorescent emitter with m-ICzPBI or o-ICzPBI as a host. Device A achieved high maximum values of EQE, PE and CE of 13.4%, 24.8 lm W−1 and 31.6 cd A−1, respectively, and low efficiency roll-off at 5000 cd m−2 of 8.6%, 10.6 lm W−1 and 20.3 cd A−1, respectively.

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Indolocarbazole Derivatives for Highly Efficient Organic Light‐Emitting Diodes

Patil,

Hong,

Lee

2024

Advanced Energy Materials

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Since the discovery of the organic light‐emitting diode (OLED), scientists worldwide have dedicated extensive efforts to enhance the efficiency and reliability of devices, striving for superior performance. Various molecular structures have undergone structural modifications to assess their suitability in achieving the desired outcomes. This review focuses on indolo[3,2,1‐jk]carbazole (ICz), a building block that has garnered considerable attention within the OLED community. The rigid and fused ICz core induces a multiresonance effect through an alternating distribution of frontier molecular orbitals. Notably, ICz‐based thermally activated delayed fluorescence emitters exhibit a full width at half maximum below 20 nm, ensuring high color purity, and boast an external quantum efficiency above 30%, comparable to state‐of‐the‐art narrow‐emitting boron–nitrogen‐type materials. Furthermore, the ICz core is a building block in host and metal complexes, enhancing stability, efficiency, and color purity. Consequently, the ICz core is promising as a central component in host and emitters, improving OLED device performance. This review aims to succinctly summarize studies on ICz‐based organic materials within the OLED field, offering insights into future perspectives regarding developing and applying ICz‐derived organic compounds.

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Donor and acceptor interlock by a planar indolo[3,2,1-jk]carbazole for a suppressed non-radiative mechanism in thermally activated delayed fluorescent emitters

Abstract: In this work, we report a novel molecular structure of the thermally activated delayed fluorescence (TADF) emitters with the donor-acceptor structure interlocked by a planar indolo[3,2,1-jk]carbazole (ICz) unit to suppress...

Cited by 7 publications

References 40 publications

Customized Orthogonal Solvent System with Various Hole-Transporting Polymers for Highly Reproducible Solution-Processable Organic Light-Emitting Diodes

Customized Orthogonal Solvent System with Various Hole-Transporting Polymers for Highly Reproducible Solution-Processable Organic Light-Emitting Diodes

Multi-Resonant Indolo[3,2,1-jk]carbazole-Based Host for Blue Phosphorescent Organic Light-Emitting Diodes

Indolocarbazole Derivatives for Highly Efficient Organic Light‐Emitting Diodes

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