A kind of oled material and its application in organic electroluminescence device

An electroluminescent device, organic technology, applied in the fields of electro-solid devices, organic chemistry, luminescent materials, etc., can solve the problems of affecting the service life of materials, destruction of film uniformity, low glass transition temperature, etc., and achieve high glass transition temperature. , not easy to crystallize, high thermal stability effect

Active Publication Date: 2021-05-14
北京燕化集联光电技术有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The organic hole transport materials currently reported are generally small in molecular weight and have a low glass transition temperature. During the use of the material, repeated charging and discharging will easily crystallize the material and destroy the uniformity of the film, thus affecting the service life of the material.

Method used

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  • A kind of oled material and its application in organic electroluminescence device
  • A kind of oled material and its application in organic electroluminescence device
  • A kind of oled material and its application in organic electroluminescence device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0065](Compound II-1-4) synthesis

[0066]The synthetic route is as follows:

[0067]

[0068]Synthesis of Compound II-1-4

[0069]1 liters of three flasks, mixing magnetic stirring, nitrogen gas replacement sequentially (0.378 mol) (4- (9H-carbazole-9-yl) phenyl) boric acid 60.27 g (purity 99%, 0.21 mol) And 100 ml of toluene. 0.5 g of PD132 was sequentially added after the nitrogen replacement. After completion, heating heated to 80 ° C. It was initially added to a solution of 44 g of compound P1 (purity 99%, 0.1 mol) and 100 ml of toluene, and the temperature was controlled from 75-90 ° C. Cooling to room temperature, add 100 ml of deionized hydrolysis, stirring for 10 minutes, filtration, and the filter cake was purged with DMF a few times, and 60.36 g of pale yellow solid was filtered, purity 99%, yield 79%.

[0070]Product MS (M / E): 523; Element Analysis (C38Hide21NO2: Theoretical value C: 87.17%, H: 4.04%, N: 2.68%, o: 6.11%; measured value C: 87.16%, H: 4.05%, N: 2.68%, o: 6.11%.

Embodiment 2

[0072](Compound II-1-14) synthesis

[0073]The synthetic route is as follows:

[0074]

[0075]Synthesis of Compound II-1-14

[0076]1 liters of three flasks, mixing magnetic stirring, nitrogen gas replacement sequentially add 40.07 g (0.378 mol), (5-phenyl-5H-benzo [b] carbazole-3-yl) boric acid 70.77 g (purity 99%) , 0.21 mol) and 100 ml of toluene. 0.5 g of PD132 was sequentially added after the nitrogen replacement. After completion, heating heated to 80 ° C. It was initially added to a solution of 44 g of compound P1 (purity 99%, 0.1 mol) and 100 ml of toluene, and the temperature was controlled from 75-90 ° C. Cooling to room temperature, add 100 mL of deionized water hydrolysis, stirring for 10 minutes, filtered, and the filter cake was repeatedly cooked several times, filtered to give 46.41 g of light yellow solid, purity 99%, yield 81%.

[0077]Product MS (M / E): 573; Element Analysis (C42Hide23NO2: Theoretical value C: 87.94%, H: 4.04%, N: 2.44%, o: 5.58%; measured value C: 87.93%, H: 4...

Embodiment 3

[0079](Compound II-1-19) synthesis

[0080]The synthetic route is as follows:

[0081]

[0082]Synthesis of Compound II-1-19

[0083]1 liter three-mouth bottle, mixing magnetic stirring, 40.07 g (0.378 mol) of sodium carbonate, (9-phenyl-9H-dibenzene [A, C] carbazole-11-yl) boric acid 81.27 g The purity was 99%, 0.21 mol) and 100 ml of toluene. 0.5 g of PD132 was sequentially added after the nitrogen replacement. After completion, heating heated to 80 ° C. It was initially added to a solution of 44 g of compound P1 (purity 99%, 0.1 mol) and 100 ml of toluene, and the temperature was controlled from 75-90 ° C. Cooling to room temperature, add 100 mL of deionized hydrolysis, stirring for 10 minutes, filtration, and filter cake with DMF. Cooked several times, filtered to give 49.84 g of pale yellow solid, purity 99%, yield 80%.

[0084]Product MS (M / E): 623; Element Analysis (C46Hide25NO2: Theory value C: 88.58%; H: 4.04%; N: 2.25%; o: 5.13%; measured value C: 88.57%; H: 4.05%; N: 2.25%; o: 5.13%.

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PUM

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Abstract

The present invention relates to an OLED material, which has any structure as shown in general formulas I-III. The OLED material provided by the invention is a compound centered on per-peridonne, with high T1 energy level, narrow band gap and shallow highest occupied molecular orbital (HOMO) energy level. Xanthene and xanthene are easily sublimated and stable in the air without oxidative decomposition. It has high thermal stability and high glass transition temperature in air. By introducing groups with relatively large steric hindrance, this type of luminescent material is not easy to crystallize and quench, and has good film-forming properties. As a preferred solution of the present invention, the OLED material is used as a hole-transporting material of the hole-transporting layer.

Description

Technical field[0001]The present invention relates to the field of organic electroluminescent display, and more particularly to an OLED material and its application in an organic electroluminescent device.Background technique[0002]An organic electroluminescence (OLED) material has great research value and beautiful application prospects in the field of information display materials, organic photoelectronics. With the development of multimedia information technology, the performance of flat-panel display devices is getting higher and higher. At present, the main display technologies are plasma display devices, field emission display devices, and organic electroluminescence display devices (OLEDs). Among them, OLED has a series of advantages of self-illuminating, low voltage DC drive, full curing, wide viewing angle, rich in color, OLED does not require backlight, wider perspective, low power consumption, and its response speed is 1000 times the liquid crystal display device, therefor...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D493/06C09K11/06H01L51/50H01L51/54
CPCC07D493/06C09K11/06C09K2211/1088C09K2211/1029H10K85/6574H10K85/6572H10K50/15
Inventor 段陆萌范洪涛黄春雪杭德余梁现丽李仲庆曹占广刘阳班全志李继响罗忠林呼建军
Owner 北京燕化集联光电技术有限公司
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