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Indole compound, preparing method thereof and organic light-emitting device comprising same

A technology of organic light-emitting devices and indole compounds, which is applied in the field of light-emitting materials and can solve problems such as performance differences

Inactive Publication Date: 2019-06-28
JILIN OPTICAL & ELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, for the collocation of OLED devices with different structures, the photoelectric functional materials used have strong selectivity, and the performance of the same material in devices with different structures may be completely different.

Method used

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  • Indole compound, preparing method thereof and organic light-emitting device comprising same
  • Indole compound, preparing method thereof and organic light-emitting device comprising same
  • Indole compound, preparing method thereof and organic light-emitting device comprising same

Examples

Experimental program
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preparation example 1

[0063] Synthesis of Compound 1

[0064]

[0065] a) Material A-1 (50 mmol) and material B (50 mmol) were dissolved in 300 mL of dry toluene in a 500 mL round bottom flask under nitrogen atmosphere. Sodium tert-butoxide (100 mmol) and 2-dicyclohexylphosphine-2,4,6-triisopropylbiphenyl (10 mmol) were then added to the flask, followed by palladium acetate (2.5 mmol). The reaction was heated to 100°C and stirred for 10 hours. After the reaction, the temperature was lowered to room temperature, the salt and catalyst were removed, the toluene was concentrated, and 200 mL of ethanol was used for recrystallization to obtain intermediate C-1 (16.56 g, 41 mmol yield: 82%).

[0066] b) After intermediate C-1 (40mmol) and intermediate D-1 (40mmol) were completely dissolved in a mixed solution of 150mL toluene and 50mL tetrahydrofuran in a 500mL round bottom flask, p-toluenesulfonic acid (80mmol) was added thereto, The resultant was heated to 50°C and stirred for 2 hours. After the ...

preparation example 2

[0068] Synthesis of Compound 7

[0069]

[0070] Compound 7 was prepared according to the synthesis method of Compound 1 in Preparation 1, except that Intermediate F-7 was used instead of Intermediate F-1. Compound 7 was obtained (yield: 82%). ESI-MS (m / z) (M+): theoretical value 577.24, found value 577.54.

preparation example 3

[0071] Synthesis of Compound 15

[0072]

[0073] Compound 15 was prepared according to the synthesis method of Compound 1 in Preparation 1, except that Intermediate F-15 was used instead of Intermediate F-1. Compound 15 was obtained (yield: 80%). ESI-MS (m / z) (M+): The theoretical value is 642.27, and the measured value is 642.37.

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Abstract

The invention relates to the technical field of light-emitting materials, in particular to an indole compound, a preparing method thereof and an organic light-emitting device comprising the same. Thestructural formula of the indole compound is shown in a chemical formula I. The indole compound can be applied to manufacturing of the OLED. Particularly, the efficiency, voltage, brightness and service life of the organic light-emitting device prepared from a main body material with the indole compound as a light-emitting layer are all greatly improved compared with those of known OLED materials,and particularly, loss of the service life of the device is greatly relieved. The preparing method of the indole compound is simple, feasible, high in yield and easy to industrialize.

Description

technical field [0001] The invention relates to the technical field of light-emitting materials, in particular to an indole compound, a preparation method thereof and an organic light-emitting device containing the compound. Background technique [0002] The organic light emitting phenomenon refers to a phenomenon in which electrical energy is converted into light energy using an organic material. An organic light emitting device utilizing the organic light emitting phenomenon generally has a structure including an anode, a cathode, and an organic material layer therebetween. [0003] The organic material layer is formed as a multilayer structure of different materials to improve the efficiency and stability of the organic light emitting device, for example, it may be formed of a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, an electron injection layer, and the like. In such an organic light-emitting device structure, whe...

Claims

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Application Information

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IPC IPC(8): C07D491/052C07D495/04C07D209/58C07D471/04C07D487/04C07D519/00H01L51/50H01L51/54
Inventor 汪康李文军王钊孙毅毕岩姚明明杨冰马晓宇
Owner JILIN OPTICAL & ELECTRONICS MATERIALS