Azabiphenyl organic compound, display panel and display device

A technology for display panels and organic layers, applied in organic chemistry, electric solid devices, semiconductor devices, etc., can solve the problems of intermolecular close packing, high refractive index, and luminous efficiency, etc., and achieve high vitrification. Effect of transition temperature, improvement of luminous efficiency, and improvement of light extraction efficiency

Active Publication Date: 2021-06-29
WUHAN TIANMA MICRO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the refractive index of the existing CPL materials is generally below 1.9, which cannot meet the requirements of high refractive index; amine derivatives with a specific structure with high refractive index and the use of materials that meet specific parameters improve the light extraction efficiency, but there is no solution. The problem of luminous efficiency (especially for blue light emitting elements)
In order to increase the molecular density and achieve high thermal stability of the materials in the prior art, the molecular structure is designed to be large and loose, and the molecules cannot be tightly packed, resulting in too many holes in the molecular gel during evaporation. Poor coverage

Method used

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  • Azabiphenyl organic compound, display panel and display device
  • Azabiphenyl organic compound, display panel and display device
  • Azabiphenyl organic compound, display panel and display device

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Experimental program
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Embodiment approach

[0036] According to one embodiment of the present invention, the azabiphenyl organic compound is selected from any one of the following structures:

[0037]

[0038] According to one embodiment of the present invention, in the chemical formula I, X 1 -X 4 One of the nitrogen atoms, or, X 1 -X 4 Two of them are nitrogen atoms.

[0039] According to one embodiment of the present invention, in the chemical formula I, X 1 and x 3 are the same atoms, or, X 2 and x 4 are the same atoms.

[0040] According to one embodiment of the present invention, in the chemical formula I, R 1 , R 2 , R 3 , R 4 are the same substituents. This symmetrical structure achieves better refractive index and transmittance.

[0041] According to one embodiment of the present invention, in the chemical formula I, Ar 1 、Ar 2 、Ar 3 、Ar 4 are the same substituents. This symmetrical structure achieves better refractive index and transmittance.

[0042] According to one embodiment of the pr...

Embodiment 1

[0084] The synthetic route of compound CP2:

[0085]

[0086] In a 250ml three-necked flask, under the protection of nitrogen, in 150ml DMF, sequentially add raw material intermediate M1 (0.025mol), intermediate M5 (0.012mol) and palladium acetate (0.0003mol), mix and stir, and then add K 3 PO 4 (0.045mol) aqueous solution, reflux reaction at a temperature of 130°C for 10h. Naturally cool to room temperature, after the reaction is over, add 100mL deionized water, then drop a few drops of 2M HCl, extract with dichloromethane, collect the organic phase, and wash with anhydrous Na 2 SO 4 Dry processing. The dried solution was filtered, and the solvent was removed by a rotary evaporator to obtain a crude product. The crude product was purified by silica gel column chromatography, and finally purified to obtain the product CP2.

[0087] Compound CP2 elemental analysis result (molecular formula C 53 h 33 N 5 ): Theoretical values: C, 86.04; H, 4.50; N, 9.47. Test values:...

Embodiment 2

[0089] The synthetic route of compound CP4:

[0090]

[0091] In a 250ml three-necked flask, under the protection of nitrogen, in 150ml DMF, sequentially add raw material intermediate M1 (0.025mol), intermediate M5 (0.012mol) and palladium acetate (0.0003mol), mix and stir, and then add K 3 PO 4 (0.045mol) aqueous solution, reflux reaction at a temperature of 130°C for 10h. Naturally cool to room temperature, after the reaction is over, add 100mL deionized water, then drop a few drops of 2M HCl, extract with dichloromethane, collect the organic phase, and wash with anhydrous Na 2 SO 4 Dry processing. The dried solution was filtered, and the solvent was removed by a rotary evaporator to obtain a crude product. The crude product was purified by silica gel column chromatography, and finally purified to obtain the product CP4.

[0092] Compound CP4 element analysis result (molecular formula C 49 h 29 N 9 ): Theoretical: C, 79.12; H, 3.93; N, 16.95. Test values: C, 79.1...

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Abstract

The present application relates to the field of organic electroluminescent materials, in particular to a novel azabiphenyl organic compound, a display panel and a display device. The azabiphenyl organic compound has the structure shown below: the compound of the present invention can be applied to the capping layer, hole transport layer, electron transport layer and light-emitting layer of organic light-emitting devices, which can improve the performance of top-emitting organic photoelectric devices. Light extraction efficiency and luminous efficiency (especially the most effective for blue light pixels), alleviate the angle dependence of OLED device light emission (most effective for red / green light pixels), and effectively block water and oxygen in the external environment to protect the OLED display panel Not corroded by water and oxygen.

Description

technical field [0001] The present application relates to the field of organic electroluminescence materials, in particular to a novel azabiphenyl organic compound, and a display panel and a display device comprising the azabiphenyl organic compound. Background technique [0002] After decades of development, OLED has come a long way. Although its internal quantum efficiency is close to 100%, its external quantum efficiency is only about 20%. Most of the light is confined inside the light-emitting device due to factors such as substrate mode loss, surface plasmon loss, and waveguide effect, resulting in a large amount of energy loss. [0003] In top-emitting devices, an organic capping layer (CappingLayer, CPL) is usually evaporated on the semi-transparent metal electrode Al to adjust the optical interference distance, suppress the reflection of external light, and suppress the extinction caused by the movement of surface plasmons, thereby improving the light intensity. Ex...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D401/14C07D519/00H01L51/52H01L51/54
CPCC07D401/14C07D519/00H10K85/626H10K85/654H10K85/6572H10K50/858H10K50/844
Inventor 张磊高威朱晴牛晶华安平
Owner WUHAN TIANMA MICRO ELECTRONICS CO LTD
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