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Thianthrene compound, display panel and display device

A display panel and compound technology, applied in organic chemistry, chemical instruments and methods, luminescent materials, etc., can solve the problems of large refractive index difference, high light extraction efficiency, and insufficient refractive index, and achieve extended length and red shift of absorption spectrum Inconspicuous, index-raising effect

Active Publication Date: 2018-12-28
WUHAN TIANMA MICRO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, in the case of applying Alq3 to a blue light-emitting device, there is a problem that the color purity decreases
[0008] The existing problems of CPL materials include: (1) the refractive index is not high enough, and the light extraction effect is not good enough; (2) the difference of the refractive index measured in the respective wavelength regions of blue light, green light and red light is relatively large
Therefore, all light in a light-emitting device that emits blue, green, and red light cannot simultaneously achieve high light extraction efficiency

Method used

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  • Thianthrene compound, display panel and display device
  • Thianthrene compound, display panel and display device
  • Thianthrene compound, display panel and display device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0087] Synthesis of Compound P1

[0088]

[0089] Weigh S1 (10mmol) into a 100mL two-necked flask, add 30mL nitrogen degassed toluene to dissolve S1, one of the ports is connected to a constant pressure dropping funnel, and nitrogen replaces the gas in the reaction system. Weigh NBS (10.5mmol), add 20mL of toluene to dissolve it, and add the toluene solution of NBS to the toluene solution of S9 dropwise through the dropping funnel at 0°C under the condition of protecting from light, and after stirring for 2h, slowly Warm to room temperature and stir overnight. After the reaction was completed, 50 mL of deionized water was added to quench the reaction, extracted with dichloromethane (100 mL × 3), and the organic phase was collected and washed with anhydrous Na 2 SO 4 Dry processing. After filtration, the solvent was distilled off under reduced pressure with a rotary evaporator to obtain a crude product. The crude product was purified by gradient elution of silica gel col...

Embodiment 2

[0100] Synthesis of Compound P3

[0101]

[0102] Under nitrogen protection, weigh compounds S6 (25mmol), S7 (25mmol), [Pd2(dba)3] CHCl3 (0.5mmol) and HP(tBu) 3 ·BF 4 (1.0mmol), was added to a 250mL two-necked flask. Inject 100mL of toluene into the two-necked flask (pass N in advance 2 15min to remove oxygen), and then add 12mL of K with a concentration of 1M dropwise 2 CO 3 Aqueous solution (pass N in advance 2 15min to remove oxygen), and stirred overnight at room temperature. After the reaction was completed, 100 mL of deionized water was added, followed by 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 obtained solid S8 (20.5 mmol, yield 78%).

[0103] MALDI-TOF MS: C 18 h 10 Br 2 S ...

Embodiment 3

[0110] Synthesis of Compound P13

[0111]

[0112] Put S2 (10.0mmol), S9 (10.5mmol), tris(dibenzylideneacetone)dipalladium (0) (0.05mmol), sodium tert-butoxide (14mmol), tert-butylphosphine (0.2mmol) into 50mL three ports In the flask, while stirring, degassing and nitrogen replacement were rapidly repeated 3 times, and 20 mL of toluene was added through a syringe. The mixture was heated to reflux for 3 hours under nitrogen flow. After the reaction, water was added to the reaction solution left to cool to room temperature, extracted with dichloromethane, and washed with saturated brine. After drying the organic layer with anhydrous sodium sulfate, the solvent was distilled off and purified by column chromatography to obtain intermediate S10 (7.2 mmol, yield 72%).

[0113] MALDI-TOF MS: C 30 h 22 N 2 S 4 , calculated m / z: 538.1; tested: 538.4.

[0114]Elemental Analysis Calculated: C, 66.88; H, 4.12; N, 5.20; S, 23.81; Tested: C, 66.90; H, 4.15; N, 5.18;

[0115] ...

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Abstract

The invention provides a thianthrene compound with a structure represented by the formula (I) in the description. Ar1 and Ar2 are independently selected from any one of a single bond, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted anthryl, substituted or unsubstituted phenanthryl, substituted or unsubstituted acenaphthylene and substitutedor unsubstituted heteroaromatic ring; m is 0 or 1; D1 and D2 are independently selected from aryl or heteroaryl, and Ar2 and Ar3 are independently selected from aryl or heteroaryl. The thianthrene compound contains sulfur element and has high polarizability, and a material with high refractive index is obtained; the sulfur atom has good polarizability and high electron richness, so that the fusedring organic compound material has good charge transport properties and electron donating properties and is quite applicable as a capping layer (cathode cap layer, CPL) material.

Description

technical field [0001] The present invention relates to the technical field of organic electroluminescent materials, in particular to a thianthrene compound, a display panel and a display device containing the thianthrene compound. Background technique [0002] According to the direction in which the organic light emitting layer emits light, the OLED display can be classified into a bottom emission OLED display and a top emission OLED display. In a bottom emission OLED display, light is emitted toward a substrate, a reflective electrode is formed on an organic light emitting layer, and a transparent electrode is formed below the organic light emitting layer. If the OLED display is an active matrix OLED display, the thin film transistors formed therein partially do not transmit light, resulting in a reduced light emitting area. In a top-emitting OLED display, a transparent electrode is formed above the organic light-emitting layer, and a reflective electrode is formed below ...

Claims

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Application Information

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IPC IPC(8): C07D339/08C07D409/14C07D417/14C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D339/08C07D409/14C07D417/14C09K2211/1037C09K2211/1044C09K2211/1029C09K2211/1011C09K2211/1007C09K2211/1014C09K2211/1092C09K2211/1088H10K85/624H10K85/626H10K85/615H10K85/6576H10K85/6574H10K85/657H10K85/6572H10K50/11
Inventor 高威张磊朱晴牛晶华安平黄高军
Owner WUHAN TIANMA MICRO ELECTRONICS CO LTD
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