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Organic electroluminescent compound, preparation method thereof and organic electroluminescent device

A technology of luminescence and compounds, applied in the field of organic electroluminescent compounds and their preparation, and organic electroluminescent devices, which can solve the problems of reducing device performance and achieve the effects of reducing performance, improving thermal stability and solvent resistance

Inactive Publication Date: 2021-10-29
JIHUA LAB
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The main purpose of the present invention is to provide an organic electroluminescent compound and its preparation method and an organic electroluminescent device. Linked molecules to solve the technical problem of mutual dissolution and mixing between the functional layers of the existing OLED devices during solution processing, thereby reducing the performance of the device

Method used

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  • Organic electroluminescent compound, preparation method thereof and organic electroluminescent device
  • Organic electroluminescent compound, preparation method thereof and organic electroluminescent device
  • Organic electroluminescent compound, preparation method thereof and organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0180] Preparation of organic electroluminescent compound M1:

[0181] ;

[0182] ;

[0183] ;

[0184] .

[0185] Preparation of Intermediate A1: Add 4-bromocarbazole (10 mmol), pinacol diborate (5 mmol), potassium carbonate (10 mmol) and THF (ie Tetrahydrofuran, 50 ml), heated to reflux for 24h. After the reaction, the reaction solution was filtered, then extracted and separated, and then the reaction solution was separated and purified with a silica gel chromatographic column, and the product was collected by rotary evaporation to remove the solvent, and finally vacuum-dried at room temperature for 12 h to obtain intermediate A1, weighed, and the yield was About 84%.

[0186] Preparation of Intermediate A2: Under nitrogen atmosphere, Intermediate A1 (10 mmol), 4'-bromo-3-iodo-1,1'biphenyl (9.78 mmol), potassium carbonate ( 20 mmol), copper powder (40 mmol) and DMF (that is, N,N-dimethylformamide, 50 ml), heated to reflux for 18h. After the reaction, the react...

Embodiment 2

[0190] Preparation of organic electroluminescent compound M2:

[0191] ;

[0192] ;

[0193] .

[0194] Preparation of Intermediate B1: Add 3,3'-bicarbazole (9.78 mmol), 4'-bromo-3-iodo-1,1'biphenyl (9.78 mmol), potassium carbonate (20 mmol), copper powder (40 mmol) and DMF (50 ml), heated to reflux for 18h. After the reaction, the reaction solution was filtered, then extracted and separated, and then the reaction solution was separated and purified with a silica gel chromatography column, and the product was collected by rotary evaporation to remove the solvent, and finally vacuum-dried at room temperature for 12 hours to obtain intermediate B1, weighed, and the yield was About 80%.

[0195] Preparation of intermediate B2: Add intermediate B1 (8 mmol), triisopropyl borate (8 mmol), n-butyllithium (8 mmol) and THF (50 ml) to a 100 ml two-necked flask under nitrogen atmosphere , heated to reflux for 12h. After the reaction, the reaction solution was filtered, then e...

Embodiment 3

[0198] Preparation of organic electroluminescent compound M8:

[0199] ;

[0200] ;

[0201] .

[0202] Preparation of intermediate C1: Add 3,3'-tert-butyl-6,6'-bicarbazole (10 mmol), 4'-bromo-3-iodo -1,1'biphenyl (10 mmol), potassium carbonate (20 mmol), copper powder (40 mmol) and DMF (50 ml), heated to reflux for 18h. After the reaction, the reaction solution was filtered, then extracted and separated, and then the reaction solution was separated and purified with a silica gel chromatographic column, and the product was collected by rotary evaporation to remove the solvent, and finally vacuum-dried at room temperature for 12 h to obtain intermediate C1, weighed, and the yield was About 77%.

[0203] Preparation of intermediate C2: Add intermediate C1 (8 mmol), triisopropyl borate (8 mmol), n-butyllithium (8 mmol) and THF (50 ml), heated to reflux for 12h. After the reaction, the reaction solution was filtered, then extracted and separated, and then the reaction ...

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Abstract

The invention relates to the technical field of organic photoelectric materials, and discloses an organic electroluminescent compound, a preparation method thereof and an organic electroluminescent device. The organic electroluminescent compound is based on dicarbazole and derivatives thereof as a core, and the tail end of the organic electroluminescent compound is provided with vinyl capable of being subjected to a cross-linking reaction; the compound is applied to a hole transport layer and / or a light-emitting layer of the organic electroluminescent device, when the organic electroluminescent device is prepared by utilizing a solution processing method, crosslinking groups are subjected to chemical reaction and are mutually crosslinked after being heated, so that the thermal stability and the solvent resistance of the film are improved; and mutual dissolution and mixing among the functional layers of the organic electroluminescent device in the solution processing process are avoided.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an organic electroluminescence compound, a preparation method thereof and an organic electroluminescence device. Background technique [0002] With the rapid development of Internet technology and semiconductor technology, flat panel display technology has gradually become the main way for people to obtain information, and organic electroluminescent devices (OLEDs), which are the current mainstream display technology, have also received more attention and development. Due to its advantages of thinness, flexibility, solid-state self-luminescence, wide viewing angle and easy preparation, OLED technology has become an important part of full-color display and future solid-state lighting technology. [0003] The solution processing method to prepare OLED devices has the advantages of high material utilization rate, low equipment and environmental requirements, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/86C07D209/88C09K11/06H01L51/50H01L51/54
CPCC07D209/86C07D209/88C09K11/06C09K2211/1014C09K2211/1029H10K85/6572H10K50/15H10K50/11
Inventor 庄旭鸣毕海梁宝炎梁洁王悦
Owner JIHUA LAB
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