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Organic compound, mixture comprising same, composition and organic electronic device

A technology for organic electronic devices and organic compounds, applied in the field of electroluminescent materials, can solve the problems of low fluorescence quantum yield, fast roll-off of efficiency, and low lifespan, and achieve the effects of high efficiency, low manufacturing cost, and long lifespan

Active Publication Date: 2019-03-08
GUANGZHOU CHINARAY OPTOELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] In view of the deficiencies in the prior art above, the purpose of the present invention is to provide an organic compound, a composition containing it, an organic electronic device and its application, aiming at solving the problems of high cost and low efficiency under high brightness of the existing electrophosphorescent materials. The problem of fast drop and low lifespan, and solve the problem of low fluorescence quantum yield of TADF organic light-emitting materials

Method used

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  • Organic compound, mixture comprising same, composition and organic electronic device
  • Organic compound, mixture comprising same, composition and organic electronic device
  • Organic compound, mixture comprising same, composition and organic electronic device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0176]

[0177] 4,4'-bis(5-phenyl-11-indole[3,2-b]carbazolyl)benzene

[0178] Add 2.6g, 10mmol indolo[3,2-b]carbazole, 1.6g, 10mmol bromobenzene, 6.9g, 50mmol potassium carbonate, 0.26g, 1mmol18-crown-6, 0.3g to a 50ml three-necked flask, 1.5mmol cuprous iodide and 100ml o-dichlorobenzene, in N 2 In the atmosphere, react at 140°C, follow the progress of the reaction by TLC, and cool down to room temperature after the reaction is completed. Pour the reaction solution into water, wash to remove K 2 CO 3 , and then suction filtered to obtain a solid product, which was washed with dichloromethane. Recrystallized with ethanol to obtain 3 g of the product 5-phenylindole[3,2-b]carbazole.

[0179] Add 1.6g of the intermediate obtained in the above steps, 5.4mmol 5-phenylindole[3,2-b]carbazole into a 50ml three-necked flask, and simultaneously add 0.65g, 2.5mmol 1,4-dibromobenzene, 3.5g, 25mmol potassium carbonate, 0.13g, 0.5mmol of 18-crown-6, 0.15g, 0.75mmol cuprous iodide an...

Embodiment 2

[0181]

[0182] 4,4’-bis(5-(3,5-diphenylbenzene)-11-H-indole[3,2-b]carbazolyl)terphenyl

[0183] Add 2.6g, 10mmol indolo[3,2-B]carbazole, 3.1g, 10mmol3,5-diphenylbromobenzene, 6.9g, 50mmol potassium carbonate, 0.26g, 1mmol18-crown ether into a 50ml three-necked flask -6, 0.3g, 1.5mmol cuprous iodide and 100ml o-dichlorobenzene, in N 2 In the atmosphere, react at 140°C, follow the progress of the reaction by TLC, and cool down to room temperature after the reaction is completed. Pour the reaction solution into water, wash to remove K 2 CO 3 , and then suction filtered to obtain a solid product, which was washed with dichloromethane. Recrystallized with ethanol to obtain 4 g of the product 5-(3,5-diphenylphenyl)indole[3,2-b]carbazole.

[0184] 2.0g of the intermediate obtained in the above steps, 5.4mmol 5-(3,5-diphenylphenyl)indole[3,2-b]carbazole was added to a 50ml three-necked flask, and 0.89g, 2.5mmol4 -Bromo 4'-iodobiphenyl, 3.5g, 25mmol potassium carbonate, 0.13g,...

Embodiment 3

[0186]

[0187] 5,11-bis(4"-((5-(3,5-diphenylphenyl)indole[3,2-b]carbyl)-11-terphenyl)indole[3,2 -b] carbazole

[0188] In this example, the synthesis steps of the intermediate 5-(3,5-diphenylphenyl)indole[3,2-b]carbazole are exactly the same as those in Example 2.

[0189] The synthesis steps of another intermediate 5,11-bis(4"-bromobitriphenyl)indole[3,2-b]carbazole used in this example are as follows:

[0190] Add 2.6g, 10mmol indolo[3,2-b]carbazole, 8.7g, 20mmol4-bromo-4"-iodo-terphenyl, 6.9g, 50mmol potassium carbonate, 0.26g, 1mmol18- Crown ether-6, 0.3g, 1.5mmol cuprous iodide and 100ml o-dichlorobenzene, in N 2 In the atmosphere, react at 140° C. for 36 hours, track the progress of the reaction by TLC, and cool down to room temperature after the reaction is completed. Pour the reaction solution into water, wash to remove K 2 CO 3 , and then suction filtered to obtain a solid product, which was washed with dichloromethane. Recrystallized with acetone to obtain ...

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Abstract

An organic compound, including the organic compound mixture, composition and organic electronic device. The organic compound has structural formula (1), wherein

Description

technical field [0001] The invention relates to the field of electroluminescent materials, in particular to an organic compound with thermally excited delayed fluorescence, a mixture thereof, a composition and an organic electronic device. Background technique [0002] Due to the diversity in synthesis of organic semiconductor materials, relatively low fabrication cost, and their excellent optical and electrical properties, organic light-emitting diodes (OLEDs) have great potential for applications in optoelectronic devices such as flat panel displays and lighting. [0003] In order to improve the luminous efficiency of organic light-emitting diodes, various light-emitting material systems based on fluorescence and phosphorescence have been developed. Organic light-emitting diodes using fluorescent materials have the characteristics of high reliability, but their internal electroluminescence quantum The efficiency is limited to 25% because of the 1:3 branching ratio of the s...

Claims

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Application Information

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IPC IPC(8): H01L51/54H01L51/46H01L51/30
CPCC07D487/04C09K11/06H10K85/6572H10K85/657H10K50/11H10K2101/30H10K2101/20H10K2101/10C09K2211/1018
Inventor 潘君友黄宏
Owner GUANGZHOU CHINARAY OPTOELECTRONICS MATERIALS
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