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Organic light-emitting compound, preparation method thereof and device

A technology of organic light-emitting devices and light-emitting compounds, applied in the fields of silicon organic compounds, organic chemistry, chemical instruments and methods, etc., can solve problems such as different performances

Inactive Publication Date: 2019-07-05
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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  • Organic light-emitting compound, preparation method thereof and device
  • Organic light-emitting compound, preparation method thereof and device
  • Organic light-emitting compound, preparation method thereof and device

Examples

Experimental program
Comparison scheme
Effect test

preparation example 1

[0075] Synthesis of Compound G-1 and Compound 1

[0076] 1) Synthesis of Compound G-1

[0077]

[0078]a) Material A-1 (14.0 g, 50 mmol) and material B (9.8 g, 50 mmol) were dissolved in 300 mL of dry toluene in a 500 mL round bottom flask under nitrogen atmosphere. Then sodium tert-butoxide (9.6g, 100mmol) and 2-dicyclohexylphosphine-2,4,6-triisopropylbiphenyl (4.76g, 10mmol) were added to the flask, followed by palladium acetate (0.56g, 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 the catalyst were removed, the toluene was concentrated, and 200 mL of ethanol was used for recrystallization to obtain intermediate C-1 (16.83 g, yield: 85%).

[0079] b) Intermediate C-1 (15.0g, 37.88mmol) and Intermediate D-1 (7.42g, 37.88mmol) were completely dissolved in a mixed solution of 150mL toluene and 50mL tetrahydrofuran in a 500mL round bottom flask, and then added p-tolu...

preparation example 2

[0085] Synthesis of Compound 7

[0086]

[0087] 1) Prepare intermediate G-7 according to the synthesis method of intermediate G-1 in Preparation Example 1, except that intermediates A-7, C-7, and E-7 are used instead of A-1, C-1, and E -1.

[0088]

[0089] 2) Compound 7 was prepared according to the synthesis method of Compound 1 in Preparation Example 1, except that intermediates G-7 and H-7 were used instead of intermediates G-1 and H-1. Compound 7 (14.73 g, yield: 79%) was obtained. ESI-MS(m / z)(M+): theoretical value is 676.25, measured value is 676.55

preparation example 3

[0090] Synthesis of Compound 23

[0091]

[0092] Intermediate G-23 was prepared according to the synthesis method of intermediate G-1 in Preparation Example 1, except that intermediates A-23, C-23, E-23, and F-23 were used instead of A-1 and C-1 , E-1, F-1.

[0093]

[0094] 2) Compound 23 was prepared according to the synthesis method of Compound 1 in Preparation Example 1, except that intermediates G-23 and H-23 were used instead of intermediates G-1 and H-1. Compound 23 (16.22 g, yield: 83%) was obtained. ESI-MS (m / z) (M+): The theoretical value is 651.22, and the measured value is 651.37.

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Abstract

The invention relates to the technical field of light-emitting materials, in particular to an organic light-emitting compound, a preparation method thereof and a device. The structural formula of theorganic light-emitting compound is shown in the chemical formula 1, and the organic light-emitting compound can be used as a material of an organic material layer of the organic light-emitting device.By means of the advantages of the organic light-emitting compound in the organic light-emitting device that the efficiency, low driving voltage and / or the application life can be improved, speciallywhen the device prepared from the organic light-emitting compound serving as the light-emitting layer main body material is compared with a device comparison example 1, the efficiency, voltage, brightness and lifetime are greatly improved compared with a known OLED material, and especially the lifetime attenuation of the device is greatly improved. The preparation method of the organic luminescentcompound is simple and easy to implement,theyield is high, and industrialization is easy.

Description

technical field [0001] The invention relates to the technical field of luminescent materials, in particular to an organic luminescent compound, a preparation method and a device thereof. 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, when a voltage is applied between two ele...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/048C07D471/04C07D519/00C07D495/04C07F7/08C09K11/06H01L51/50H01L51/54
CPCC07D491/048C07D471/04C07D519/00C07D495/04C07F7/0816C09K11/06C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1029C09K2211/1044C09K2211/1088C09K2211/1092C09K2211/1096H10K85/615H10K85/625H10K85/624H10K85/657H10K85/6572H10K85/6574H10K85/6576H10K85/40H10K50/11
Inventor 汪康王永光姜晓晨王钊王进政孙峰李贺马晓宇
Owner JILIN OPTICAL & ELECTRONICS MATERIALS