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Boron-containing organic electroluminescent material, preparation method and application thereof

An electroluminescent material and organic technology, applied in the fields of luminescent materials, organic chemistry, silicon-organic compounds, etc., can solve the problems of low device life and efficiency, immature blue light-emitting devices, etc., and achieve the improvement of current efficiency and device life, Good prospects for industrialization and the effect of increasing the three-dimensional structure of space

Inactive Publication Date: 2019-07-05
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In order to realize full-color display, light-emitting devices of red, green, and blue colors are required respectively. Compared with red light devices and green light devices, blue light-emitting devices are not mature enough, and the device life and efficiency are low

Method used

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  • Boron-containing organic electroluminescent material, preparation method and application thereof
  • Boron-containing organic electroluminescent material, preparation method and application thereof
  • Boron-containing organic electroluminescent material, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] The preparation of embodiment 1 compound C01

[0052]

[0053]Preparation of intermediate C01-A: Dissolve 1-bromodiphenyl ether (2.49g, 0.01mol) in 100mL of dry tetrahydrofuran, under nitrogen protection, when the internal temperature of the system drops to -75°C, slowly add 4.8mL of Butyllithium n-hexane solution (2.5mol / L), after dropping, react at -75°C for 2 hours, after keeping warm, add 9,9-dimethyl-5H, 9H-quinoline [3,2,1-de ] acridone solid (2.80g, 0.009mol), add and heat preservation reaction for 2h, heat preservation is completed, continue heat preservation reaction at room temperature for 2h, then drop 70g of dilute hydrochloric acid with a mass concentration of 10%, stir for 1h, separate liquids, collect the organic phase, Remove the solvent to obtain 5 g of oil; then add 60 g of glacial acetic acid and 1.0 g of concentrated hydrochloric acid with a concentration of 36.5 wt % to the obtained oil, heat up to reflux, keep the temperature for 5 hours, cool d...

Embodiment 2

[0056] The preparation of embodiment 2 compound C04

[0057]

[0058] The preparation method of compound C04 is the same as the preparation of compound C01 in Example 1, and the difference is: adopt 4-bromobiphenyl (2.33g, 0.01mol) to replace bromobenzene (1.57g, 0.01mol) in Example 1, three The amount of boron bromide in methylene chloride was increased from 50 mL to 70 mL to obtain compound C04, 2.52 g of off-white solid powder, with a yield of 40.3%.

[0059] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 46 h 32 BNO, theoretical value 625.2577, test value 625.5514.

Embodiment 3

[0060] The preparation of embodiment 3 compound C07

[0061]

[0062] The preparation method of compound C07 is the same as the preparation of compound C01 in Example 1, the difference is that: 4-chloro-2,6-diphenylpyridine (2.66g, 0.01mol) is used to replace bromobenzene (1.57 g, 0.01mol), the amount of boron tribromide dichloromethane solution increased from 50mL to 80mL, to obtain compound C07, 3.16g off-white solid powder, yield 45.0%.

[0063] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 51 h 35 BN 2 O, theoretical value 702.2842, test value 702.4426.

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Abstract

The invention relates to a boron-containing organic electroluminescent material, a preparation method and application thereof and belongs to the technical field of organic electroluminescence. The novel boron-containing organic electroluminescent material is synthesized through a multi-step buckle reaction, and molecules have a suitable molecular weight (400-1200), a wider energy gap (3.5-4.0eV) and a higher glass transition temperature Tg (120 DEG C or above) and is suitable for use as a light-emitting layer main material. A manufactured organic electroluminescent device has higher current efficiency and longer device life.

Description

technical field [0001] The invention relates to a boron-containing organic electroluminescence material, a preparation method and an application thereof, belonging to the technical field of organic electroluminescence. Background technique [0002] Organic electroluminescent diodes (OLEDs) were produced in the 1980s. They have many advantages such as self-illumination, wide viewing angle, fast response speed, and flexible display, which make them the most favorable competitors for the next generation of flat panel display technology. , has received great attention from people, and after more than 20 years of development, the technology has gradually matured. [0003] At present, organic electroluminescent technology is mainly used in two fields, namely full-color display and white lighting. Commodities based on OLED display technology have gradually realized industrialization. This technique is widely used. [0004] Materials used in organic electroluminescent devices main...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F5/02C07F7/08C07F9/6568C09K11/06H01L51/50H01L51/54
CPCC07F5/02C07F7/0816C07F9/65685C09K11/06C09K2211/1007C09K2211/1029C09K2211/104C09K2211/1096H10K85/322H10K85/657H10K85/40H10K50/12
Inventor 高树坤张江峰盛磊李鹏马永洁秦余虎
Owner VALIANT CO LTD
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