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Compound, display panel and display device

A compound and connection position technology, applied in the field of organic electroluminescent materials, can solve problems such as energy loss, achieve small extinction coefficient, improve light extraction efficiency, and improve luminous efficiency

Inactive Publication Date: 2020-05-08
WUHAN TIANMA MICRO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

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

Method used

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  • Compound, display panel and display device
  • Compound, display panel and display device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0145]

[0146](1) In a 250ml round bottom flask, compound 2-1 (15mmol), diethyl malonate (35mmol) and sodium ethoxide (15mmol) were added to dry ethanol (100ml), under nitrogen atmosphere, temperature React at 78°C for 12 hours, add the obtained intermediate mixed solution into water, then filter through a pad of diatomaceous earth, extract the filtrate with dichloromethane, then wash with water, and dry with anhydrous magnesium sulfate, filter and evaporate , the crude product was purified by silica gel column chromatography to obtain the intermediate compound 3-1.

[0147] (2) In a 250ml round bottom flask, add compound 3-1 (15mmol), diethylphenylamine (15mol) to dry POCl 3 (100ml), under nitrogen atmosphere, the temperature is 6.0 hours under the condition of 120 ℃, and the obtained intermediate mixed solution is added in water, then filtered through a diatomaceous earth pad, and the filtrate is extracted with dichloromethane, then washed with water, and After drying o...

Embodiment 2

[0153]

[0154] In a 250ml round bottom flask, 9-anthraceneboronic acid pinacol ester (20mmol), compound 5-1 (10mmol) and Pd(PPh 3 ) 4 (0.3mmol) was added to a mixture of toluene (30ml) / ethanol (20ml) and potassium carbonate (12mmol) aqueous solution (10ml), and the reaction was refluxed under nitrogen atmosphere for 12h. The resulting mixture was cooled to room temperature, added to water, and filtered through a pad of celite. The filtrate was extracted with dichloromethane, washed with water, and dried over anhydrous magnesium sulfate. After filtration and evaporation, the crude The product yielded the final product Compound P3.

[0155] 1 H NMR (400MHz, CDCl 3 )δ8.27 (s, 2H), 7.91-7.58 (m, 21H), 7.54 (d, J = 8.4Hz, 4H), 7.28 (s, 1H), 7.26-7.24 (m, 4H);

[0156] Characterization results: elemental analysis results of compound P3 (molecular formula C 54 h 32 N 2 ): theoretical value: C, 91.53; H, 4.52; N, 3.95. Test values: C, 91.53; H, 4.52; N, 3.95. ESI-MS (m / z)...

Embodiment 3

[0158]

[0159] In a 250ml round bottom flask, 9-phenanthrene borate pinacol ester (20mmol), compound 5-1 (10mmol) and Pd(PPh 3 ) 4 (0.3mmol) was added to a mixture of toluene (30ml) / ethanol (20ml) and potassium carbonate (12mmol) aqueous solution (10ml), and the reaction was refluxed under nitrogen atmosphere for 12h. The resulting mixture was cooled to room temperature, added to water, and filtered through a pad of celite. The filtrate was extracted with dichloromethane, washed with water, and dried over anhydrous magnesium sulfate. After filtration and evaporation, the crude The product yielded the final product Compound P8.

[0160] 1 H NMR (400MHz, CDCl 3 )δ8.93-7.82 (m, 16H), 7.93 (s, 2H), 7.91-7.58 (m, 5H), 7.54 (d, J = 8.4Hz, 4H), 7.28 (s, 1H), 7.26-7.24 (m,4H);

[0161] Characterization results: elemental analysis results of compound P8 (molecular formula C 54 h 32 N 2 ): theoretical value: C, 91.53; H, 4.52; N, 3.95. Test values: C, 91.53; H, 4.52; N, 3.9...

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Abstract

The invention discloses a compound. The structure of the compound is shown as the following general formula, wherein definitions of substituent groups in the formula are shown in the specification. The compound provided by the invention can be used as a CPL cap layer, has a relatively high refractive index, and can effectively improve the external quantum efficiency of an organic photoelectric device.

Description

technical field [0001] The present application relates to the field of organic electroluminescent materials, in particular to a compound, a display panel and a display device. 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 the top-emitting device, an organic capping layer (CappingLayer, CPL) is deposited on the translucent 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 extraction of light. Efficiency, improve luminous efficiency. [0004] OLED has high requirements on the...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D239/26C07D401/14C07D403/04C07D405/14C07D409/14C07D491/048C07D495/04C09K11/06H01L51/54
CPCC07D239/26C07D401/14C07D409/14C07D405/14C07D403/04C07D495/04C07D491/048C09K11/06C09K2211/1007C09K2211/1011C09K2211/1044C09K2211/1088C09K2211/1092C09K2211/1029C09K2211/1033C09K2211/1037H10K85/626H10K85/654H10K85/6576H10K85/6574H10K85/657H10K85/6572
Inventor 代文朋牛晶华高威张磊
Owner WUHAN TIANMA MICRO ELECTRONICS CO LTD
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