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Nitrogen-containing compound and electronic component and electronic device containing it

A nitrogen compound and chemical bond technology is applied in the fields of nitrogen-containing compounds and electronic components and electronic devices containing them to achieve the effects of improving electron transport performance, increasing polarity and high bond energy

Active Publication Date: 2021-11-30
SHAANXI LIGHTE OPTOELECTRONICS MATERIAL CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the existing organic electroluminescent devices, the most important problem is life and efficiency. With the large area of ​​the display, the driving voltage is also increased, and the luminous efficiency and power efficiency also need to be improved, and a certain service life must be guaranteed. Therefore, organic materials must solve these efficiency or lifetime problems, and it is necessary to continuously develop new materials for organic light-emitting devices with high efficiency, long life, and suitable for mass production.

Method used

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  • Nitrogen-containing compound and electronic component and electronic device containing it
  • Nitrogen-containing compound and electronic component and electronic device containing it
  • Nitrogen-containing compound and electronic component and electronic device containing it

Examples

Experimental program
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Effect test

preparation example 1

[0167] Preparation Example 1: Synthesis of Compound 67

[0168] (1) Synthesis of reactant B-1

[0169]

[0170] Nitrogen gas (0.100L / min) was introduced into the three-necked flask equipped with mechanical stirring, thermometer and spherical condenser for 15 minutes, and 2-bromo-6-nitrophenol (50.0g, 229.3mmol), benzyl alcohol (29.76 g, 275.2mmol), 1,1'-bis(diphenylphosphino)ferrocene (3.71g, 6.8mmol) and xylene (500mL) started stirring and heating, when the temperature rose to 125-135°C, reflux reaction 36h, stop stirring and heating after the reaction is completed, and start to process the reaction when the temperature drops to room temperature; add toluene and water to extract the reaction solution, combine the organic phase, dry the organic layer with anhydrous magnesium sulfate, filter, and concentrate; use dichloromethane The crude product was purified by silica gel column chromatography / n-heptane system to obtain solid compound reactant B-1 (40.23 g, 64%).

[0171]...

preparation example 28

[0192] Preparation 28: Synthesis of Compound 257

[0193] (1) Synthesis of intermediate Sub 1-II-A11

[0194]

[0195] Nitrogen (0.100L / min) was introduced into a three-neck flask equipped with mechanical stirring, a thermometer, and a spherical condenser for replacement for 15 minutes, and 2,5-dichlorobenzoxazole (35.0 g, 186.1 mmol) was added (reactant B- 15), 2-naphthylboronic acid (32.0, 186.1mmol) (reactant A-8), potassium carbonate (64.3g, 465.4mmol), tetrakis (triphenylphosphine) palladium (4.3g, 3.7mmol), tetrabutyl Ammonium bromide (1.2 g, 3.72 mmol), and a mixed solvent of toluene (280 mL), ethanol (70 mL) and water (70 mL) was added. Start stirring and heating, wait until the temperature rises to 75-80°C, reflux for 15 hours, and cool to room temperature after the reaction is completed. Extract and separate the organic phase with toluene and water, wash with water until neutral, dry the organic phase with anhydrous magnesium sulfate, filter and concentrate the ...

preparation example 38

[0205] Preparation 38: Synthesis of Compound 121

[0206] (1) Synthesis of intermediate Sub A-19

[0207]

[0208] Nitrogen (0.100L / min) was passed into a three-necked flask equipped with mechanical stirring, a thermometer, and a spherical condenser for replacement for 15 minutes, and indo[2,3-A]carbazole (50.0 g, 195.1 mmol), bromobenzene ( 27.5g, 175.5mmol) (reactant D-1), Pd 2 (dba) 3 (3.5g, 3.9mmol), tri-tert-butylphosphine (1.6g, 7.8mmol), sodium tert-butoxide (41.2g, 429.2mmol), xylene (500mL). Start stirring and heating, wait until the temperature rises to 135-145 ° C, reflux reaction for 10 h, after the reaction is completed, cool to room temperature. Add toluene and water to extract the reaction solution, use anhydrous magnesium sulfate to dry the organic phase, filter and concentrate the filtrate by distillation under reduced pressure, and use dichloromethane / n-heptane system to carry out silica gel column chromatography on the crude product to obtain the solid...

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Abstract

The application provides a nitrogen-containing compound and its electronic components and electronic devices, which belong to the technical field of organic electroluminescence. The nitrogen-containing compound provided by this application has polycyclic conjugation characteristics, fused indolocarbazole parent structure, high bond energy between atoms, good thermal stability, and is conducive to solid-state accumulation between molecules. In electroluminescent devices, it is shown as a light-emitting layer material with a long lifetime. A structure consisting of a benzoxazole or benzothiazole group and a nitrogen-containing group (triazine, pyridine, and pyrimidine) connected through the core structure of the fused aromatic ring; this combination makes this part of the structure have a high dipole moment, thereby increasing the polarity of the material. When the nitrogen-containing compound of the present application is used as a light-emitting layer material of an organic electroluminescence device, the electron transport performance of the device will be effectively improved, and the luminous efficiency and service life of the device will be improved.

Description

technical field [0001] The present application relates to the technical field of organic electroluminescence, in particular, to a nitrogen-containing compound and electronic components and electronic devices containing it. Background technique [0002] As a new generation of display technology, organic electroluminescent materials (OLED) have the advantages of ultra-thin, self-luminous, wide viewing angle, fast response, high luminous efficiency, good temperature adaptability, simple production process, low driving voltage, and low energy consumption. It has been widely used in industries such as flat panel display, flexible display, solid state lighting and vehicle display. [0003] The organic light emitting phenomenon refers to a phenomenon in which electrical energy is converted into light energy using an organic material. An organic light emitting device utilizing the organic light emitting phenomenon generally has a structure including an anode, a cathode, and an orga...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D487/04C09K11/06H01L51/54
CPCC07D487/04C09K11/06C09K2211/1044C09K2211/1059C09K2211/1033C09K2211/1029C09K2211/1088C09K2211/1092C09K2211/1037H10K85/654H10K85/657H10K85/6574H10K85/6576H10K85/6572H10K50/11H10K85/615H10K85/622H10K85/624H10K85/656Y02E10/549C07B2200/05C07D519/00
Inventor 马天天张孔燕李昕轩郑奕奕
Owner SHAANXI LIGHTE OPTOELECTRONICS MATERIAL CO LTD
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