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Organic material, preparation method thereof and application of organic material in electroluminescent devices

A technology of organic materials and light-emitting devices, applied in the field of organic electroluminescence display, can solve the problems of affecting the service life of materials, destruction of film uniformity, low glass transition temperature, etc., to achieve good film stability and improve carrier transmission efficiency. , the effect of high hole mobility

Inactive Publication Date: 2019-04-12
北京燕化集联光电技术有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The organic hole transport materials currently reported are generally small in molecular weight and have a low glass transition temperature. During the use of the material, repeated charging and discharging will easily crystallize the material and destroy the uniformity of the film, thus affecting the service life of the material.

Method used

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  • Organic material, preparation method thereof and application of organic material in electroluminescent devices
  • Organic material, preparation method thereof and application of organic material in electroluminescent devices
  • Organic material, preparation method thereof and application of organic material in electroluminescent devices

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] Synthesis of (Compound 1)

[0050] The synthetic route is as follows:

[0051]

[0052] Compound 1

[0053] 1) Synthesis of compound 1-2

[0054] 1000ml three-necked flask, equipped with magnetic stirring, after argon replacement, add 46.1g (0.48mol) of sodium tert-butoxide, 27.94g (purity 99%, 0.3mol) of 2-aniline, and 67.25g of 3-bromo-9-toluene Base-9H-carbazole (purity 99%, 0.2 mol) and toluene 400ml. After argon replacement again, 3 ml of tri-tert-butylphosphine and 0.46 g of tris(diphenylbenzylacetone)dipalladium were added in sequence. After the addition, start stirring and heat up to 100°C, and control the temperature at 100-110°C for 5 hours. After cooling down to 30°C, the filtrate was obtained by suction filtration through a silica gel column, and the filtrate was rotary evaporated, dissolved in dichloromethane, washed twice with 4mol / L hydrochloric acid solution, separated, dried with anhydrous sodium sulfate, suction filtered, and rotary evaporated...

Embodiment 2

[0059] Synthesis of (Compound 2)

[0060] The synthetic route is as follows:

[0061]

[0062] Compound 2

[0063] 1) Synthesis of compound 2-1

[0064] 1000 ml three-necked flask, equipped with magnetic stirring, after argon replacement, add 46.1 g (0.48 mol) of sodium tert-butoxide, 27.94 g (purity 99%, 0.3 mol) of 2-aniline, and 67.25 g of 3-bromo-9-benzene Base-9H-carbazole (purity 99%, 0.2 mol) and xylene 400ml. After argon replacement again, 3 ml of tri-tert-butylphosphine and 0.46 g of tris(diphenylbenzylacetone)dipalladium were added in sequence. After the addition, start stirring and heat up to 110°C, and control the temperature at 110-120°C for 5 hours. After cooling down to 30°C, the filtrate was obtained by suction filtration through a silica gel column, and the filtrate was rotary evaporated, dissolved in dichloromethane, washed twice with 4mol / L hydrochloric acid solution, separated, dried with anhydrous sodium sulfate, suction filtered, and rotary evapora...

Embodiment 3

[0069] Synthesis of (Compound 3)

[0070] The synthetic route is as follows:

[0071]

[0072] Compound 3

[0073] 1) Synthesis of compound 3-1

[0074] 1000 ml three-necked flask, equipped with magnetic stirring, after argon replacement, add 46.1 g (0.48 mol) of sodium tert-butoxide, 27.94 g (purity 99%, 0.3 mol) of 2-aniline, and 67.25 g of 6-bromo-1-methyl phenyl-9-phenyl-9H-carbazole (purity 99%, 0.2 mol) and toluene 400ml. After argon replacement again, 3 ml of tri-tert-butylphosphine and 0.46 g of tris(diphenylbenzylacetone)dipalladium were added in sequence. After the addition, start stirring and heat up to 100°C, and control the temperature at 100-110°C for 5 hours. After cooling down to 30°C, the filtrate was obtained by suction filtration through a silica gel column, and the filtrate was rotary evaporated, dissolved in dichloromethane, washed twice with 4mol / L hydrochloric acid solution, separated, dried with anhydrous sodium sulfate, suction filtered, and r...

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Abstract

The invention relates to the technical field of organic electroluminescence display, and particularly relates to an organic material, a preparation method thereof and an application of the organic material in electroluminescent devices. The organic material has a structure as shown in a general formula I. The organic material with the structure has high hole mobility, good film stability, proper molecular energy level and high glass transition temperature, transmission efficiency of carriers and luminous efficiency of the devices can be improved, and the organic material can be applied to thefield of organic electroluminescence to be used as a hole transmission material.

Description

technical field [0001] The invention relates to a novel organic material and its application in organic electroluminescence devices, belonging to the technical field of organic electroluminescence display. Background technique [0002] The application of organic electroluminescent (OLED) materials in information display materials, organic optoelectronic materials and other fields has great research value and bright application prospects. With the development of multimedia information technology, the performance requirements of flat panel display devices are getting higher and higher. At present, the main display technologies include plasma display devices, field emission display devices and organic electroluminescent display devices (OLED). Among them, OLED has a series of advantages such as self-luminescence, low-voltage DC drive, full curing, wide viewing angle, and rich colors. Compared with liquid crystal display devices, OLED does not require a backlight, has a wider v...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/88C07D471/04H01L51/50H01L51/54
CPCC07D209/88C07D471/04H10K85/615H10K85/622H10K85/624H10K85/6572H10K50/15
Inventor 李小赢程丹丹曹占广黄春雪郭林林段陆萌班全志杭德余李继响李仲庆
Owner 北京燕化集联光电技术有限公司
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