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A hole-transporting host material and its preparation method and its application in the preparation of organic electroluminescent devices

A technology for electroluminescent devices and host materials, which is applied in the manufacture of electro-solid devices, semiconductor devices, semiconductor/solid-state devices, etc. Efficiency attenuation and other problems, to achieve the effect of good hole transport capacity, reduce instability factors, and improve stability

Active Publication Date: 2022-07-26
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, the current working life of devices based on exciplex hosts generally fails to meet the requirements of commercial applications, especially for thermally activated delayed fluorescence guest materials. Device performance and lifespan also need to be further optimized and improved
The main problem of the exciplex host material is that the persistent high-energy excitons and high-density carriers in the working process of the device make the unstable P-type host material face the risk of molecular chemical bond breakage and material aging attenuation, which makes the Device brightness and efficiency degradation

Method used

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  • A hole-transporting host material and its preparation method and its application in the preparation of organic electroluminescent devices
  • A hole-transporting host material and its preparation method and its application in the preparation of organic electroluminescent devices
  • A hole-transporting host material and its preparation method and its application in the preparation of organic electroluminescent devices

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Experimental program
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Effect test

Embodiment 1

[0049] A hole-transporting host material H 1 The preparation includes the following preparation steps:

[0050] Intermediate M 4 The reaction formula is as follows:

[0051]

[0052] The specific reaction steps are as follows:

[0053] Intermediate M 1 Synthesis: in a 250mL there-necked flask of nitrogen atmosphere, 10g (59.8mmol) carbazole, 16.93g (71.77mmol) o-dibromobenzene, 3g (0.016mmol) cuprous oxide, 41.32g (299mmol) potassium carbonate, 2.16 g (11.96 mmol) 1,10-phenanthroline was mixed well and dissolved in 100 ml of dimethylformamide solution. The system was heated to 155°C and the reaction was stirred for 24 hours. After the reaction was completed, after the system was cooled to room temperature, it was diluted with about 250 ml of dichloromethane solution, and then the salts in the system were removed by suction filtration under reduced pressure. The organic solvent obtained by suction filtration was evaporated under reduced pressure to remove excess solven...

Embodiment 2

[0062] A hole-transporting host material H 2 The preparation includes the following preparation steps:

[0063] Hole-transporting host material H 2 The synthetic reaction formula is as follows:

[0064]

[0065] The specific reaction steps are as follows:

[0066] with the hole-transporting host material H 1 compared to the synthesis reaction, the difference is that the intermediate M 3 Replaced with an equivalent amount of 2-(4-bromophenyl)-1-phenyl-1H-phenanthro[9,10-d]imidazole, other raw materials and steps are the same as the hole transport host material H 1 synthesis reaction. Finally, the hole-transporting host material H is obtained. 2 , the yield is 65%. H 2 Molecular formula: C 58 H 35 N 3 ; Molecular weight: m / z: 773.28; Elemental analysis results are: C, 90.01; H, 4.56; N, 5.43. .

Embodiment 3

[0068] A hole-transporting host material H 3 The preparation includes the following preparation steps:

[0069] Intermediate M 6 The reaction formula is as follows:

[0070]

[0071] The specific reaction steps are as follows:

[0072] Intermediate M 5 Synthesis of: in a 250mL there-necked flask under nitrogen atmosphere, 6.6g of 2-(methylthio)phenylboronic acid (38.9mmol), 10.0g of 5-chloro-3-iodopyridine-2-2-amine (38.9g mmol), 16.3 g of potassium borate (117 mmol) were fully dissolved in 180 mL of tetrahydrofuran and 60 mL of distilled water blend solution and stirred uniformly. Under full nitrogen protection, 1.26 g (1.17 mmol) of tetrakis(triphenylphosphine) palladium was added to the system, and the mixture was heated under reflux for 24 hours. The system was then cooled to room temperature and extracted with ethyl acetate and distilled water. The organic layer was dried over anhydrous magnesium sulfate and evaporated in vacuo to give crude product which was pur...

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Abstract

The invention belongs to the technical field of organic optoelectronic materials, and discloses a hole-transporting host material, a preparation method thereof, and an application in preparing an organic electroluminescence device. The hole-transporting host material has the structural formula represented by formula (I). The hole-transporting material of the present invention has good hole-transporting ability, and can be applied to the hole layer of an organic electroluminescent device or combined with an electron-transporting material to form an excimer complex as the light-emitting layer or the host material in the light-emitting layer, achieve high device efficiency. The hole transport material of the present invention has high stability, can be applied to the host of the excimer complex, and effectively realizes an electroluminescent device with a long life.

Description

technical field [0001] The invention belongs to the technical field of organic optoelectronic materials, and in particular relates to a hole-transporting host material, a preparation method thereof, and an application in preparing an organic electroluminescence device. Background technique [0002] Organic electroluminescent devices (Organic Light-Emitting Diode, OLED) have attracted much attention due to their advantages in practical applications, such as lightness, thinness, energy saving, self-luminescence, and wide color gamut, which are superior to traditional display technologies. After more than 30 years of rapid development, OLED has gradually become the forefront of display technology and has been successfully applied to small and medium-sized display products such as notebook computers, smart phones, and smart bracelets. But up to now, OLED has not completely replaced the traditional display technology, one of the reasons is the insufficient performance of organic ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D471/10C07D519/00C09K11/06H01L51/50H01L51/54
CPCC07D471/10C07D519/00C09K11/06C09K2211/1029C09K2211/1037C09K2211/1051C09K2211/1044H10K85/624H10K85/6572H10K85/657H10K50/12H10K50/155
Inventor 苏仕健梁秋敏刘坤坤王志恒李伟
Owner SOUTH CHINA UNIV OF TECH
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