A series of fluorenone-carbazole based regioisomers as bipolar host materials for efficient organic light emitting diodes

Fei, Xiyu; Zhang, Yijie; Liu, Xiang-Yang; Fung, Man‐Keung; Fan, Jian

doi:10.1016/j.tet.2019.03.034

Cited by 9 publications

(10 citation statements)

References 57 publications

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“…The excellent optical properties of fluorenone based materials make them perfect candidates to develop new organic light-emitting diodes (OLEDs). [115] Four fluorenone-carbazole based regioisomers have been synthesized and used as host materials for red OLEDs. The effects of different connection configurations on the optoelectronic properties, charge transport capability and device performance were investigated.…”

Section: Organic Light-emitting Diodesmentioning

confidence: 99%

“…Various efforts were devoted to accomplish a drastic blue-shift of the absorption/ emission into the UV range. In their work Goel et al, demonstrate that fluorenones can be converted from green to blue light emitting fluorenones by appropriate positioning of nitrileacceptor and amine-acceptor and chromophoric groups onto [115] Copyright 2019, Elsevier.…”

Section: Organic Light-emitting Diodesmentioning

confidence: 99%

mentioning

confidence: 99%

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Nonlinear Optical Properties and Applications of Fluorenone Molecular Materials

Semin

Duan

et al. 2021

Advanced Optical Materials

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Fluorenone molecular materials provide an excellent platform to engineer new materials that are very promising for photonic and optoelectronic applications, such as very efficient optical second harmonic (SHG) and terahertz (THz) generation, light emitting diodes, biomarkers, solar cells, and sensors. More recently, there have been a lot of research efforts dedicated towards the nonlinear optical (NLO) properties of these fluorenone materials because of their unique combination of chemical, structural, and optical properties. This review addresses the state of the art of this very interesting and potent class of molecular materials. In particular, the NLO susceptibilities, their potential for optical SHG and THz generation and their two‐photon luminescence properties and how to optimize these by rational design are reviewed. Flexibility and easiness of modification of their molecular properties combined with their structural polymorphism enable a variety of applications. Perspectives and future research directions for these fluorenone materials are also presented.

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Section: Organic Light-emitting Diodesmentioning

confidence: 99%

Section: Organic Light-emitting Diodesmentioning

confidence: 99%

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Nonlinear Optical Properties and Applications of Fluorenone Molecular Materials

Semin

Duan

et al. 2021

Advanced Optical Materials

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“…Firstly, the starting materials, benzene‐1,2‐diamine and 6‐bromopicolinaldehyde were mixed under slightly acidic conditions to yield the intermediate 2‐(6‐bromopyridin‐2‐yl)‐1 H ‐benzo[ d ]imidazole ( 1 ). Secondly, the ligand 9‐(4‐(6‐(1 H ‐benzo[ d ]imidazol‐2‐yl)pyridin‐2‐yl)phenyl)‐9 H ‐carbazole ( 2 ) and 9‐(3‐(6‐(1 H ‐benzo[ d ]imidazol‐2‐yl)pyridin‐2‐yl)phenyl)‐9 H ‐carbazole ( 3 ) were prepared by treating 1 with the corresponding phenylcarbazole boric acid (4‐ and 3‐positions) via classical Pd‐catalyzed Suzuki‐Miyaura coupling reaction according to literature procedure . Finally, the complexes B1PCz and B1MCz could be obtained by treating the ligand 2 or 3 with boron trifluoride etherate (BF3⋅Et2O) using triethylamine (Et 3 N) or ethyldiisopropylamine (DIEA) as base .…”

Section: Resultsmentioning

confidence: 99%

“…9‐(4‐(6‐(1 H ‐benzo[ d ]imidazol‐2‐yl)pyridin‐2‐yl)phenyl)‐9 H ‐carbazole ( 2 ) and 9‐(3‐(6‐(1 H ‐benzo[ d ]imidazol‐2‐yl)pyridin‐2‐yl)phenyl)‐9 H ‐carbazole ( 3 ) were synthesized from a procedure reported earlier, except that 1 and the corresponding phenylcarbazole boric acid compounds as the reagents.…”

Section: Methodsmentioning

confidence: 99%

Four‐Coordinate Organoboron Platforms for Efficient Red Phosphorescent Organic Light‐Emitting Diodes

et al. 2019

Self Cite

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So far both three‐ and four‐coordinate organoboron compounds have been widely applied in organic light‐emitting diode (OLED) materials. However, the use of four‐coordinate organoboron compounds as host materials is rarely reported. In this work, two new four‐coordinate organoboron compounds, namely 8‐(4‐(9H‐carbazol‐9‐yl)phenyl)‐6,6‐difluoro‐6H‐6λ4,7λ4‐benzo[4′,5′]imidazo[1′,2′:3,4][1,3,2]diazaborolo[1,5‐a]pyridine (B1PCz) and 8‐(3‐(9H‐carbazol‐9‐yl)phenyl)‐6,6‐difluoro‐6H‐6λ4,7λ4‐benzo[4′,5′]imidazo[1′,2′:3,4][1,3,2]diazaborolo[1,5‐a]pyridine (B1MCz), were successfully designed, synthesized, and fully characterized. The red OLEDs using B1PCz and B1MCz as host materials achieved relatively high device performance with a maximum external quantum efficiency of 14.8 % and 11.8 %, respectively. These results will expand the scope of organoboron compounds for OLED materials and reveal the great potential of four‐coordinate organoboron materials.

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2,3‐Disubstituted Fluorene Scaffold for Efficient Green Phosphorescent Organic Light‐Emitting Diodes

Wei

Yang

Liu

et al. 2022

Chemistry A European J

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Fluorene is a classic three-membered polycyclic aromatic hydrocarbon, and it has been widely used in optoelectronic devices. Here we explore a simple and efficient strategy for the derivatization at the 2-and 3-positions in fluorene unit. By introducing different types of substituents, we design two pairs of 2,3-disubstituted fluorene isomers and use them as host materials for phosphorescent organic lightemitting diodes (PHOLEDs). The green PHOLEDs hosted by these fluorene derivatives realize high external quantum efficiencies (EQE) over 20 % with low efficiency roll-off. Particularly, the devices hosted by 2TRz3TPA and 2TPA3TRz achieve nearly 24 % EQE and 104 lm W À 1 power efficiency. These results clearly demonstrate that the 2,3-disubstituted fluorene platforms are potentially useful for constructing host materials.

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A series of fluorenone-carbazole based regioisomers as bipolar host materials for efficient organic light emitting diodes

Cited by 9 publications

References 57 publications

Nonlinear Optical Properties and Applications of Fluorenone Molecular Materials

Nonlinear Optical Properties and Applications of Fluorenone Molecular Materials

Four‐Coordinate Organoboron Platforms for Efficient Red Phosphorescent Organic Light‐Emitting Diodes

2,3‐Disubstituted Fluorene Scaffold for Efficient Green Phosphorescent Organic Light‐Emitting Diodes

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