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Organic light-emitting material, manufacturing method thereof and OLED device

A technology of light-emitting materials and manufacturing methods, which are applied in the fields of light-emitting materials, organic chemistry, electric solid-state devices, etc., can solve the problem that the characteristics of red organic light-emitting materials cannot meet application requirements, and achieve good charge stability, good light-emitting properties, and improved use. effect of life

Pending Publication Date: 2022-06-03
EVERDISPLAY OPTRONICS (SHANGHAI) CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] In view of this, the application provides an organic luminescent material to solve the problem that the characteristics of the existing red organic luminescent material cannot meet the application requirements

Method used

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  • Organic light-emitting material, manufacturing method thereof and OLED device
  • Organic light-emitting material, manufacturing method thereof and OLED device
  • Organic light-emitting material, manufacturing method thereof and OLED device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0081] First, under nitrogen protection, 3-bromobenzene-1,2-dione and 10-phenoxazine were added to dried toluene, and a trace amount of palladium acetate was added as a catalyst, and then an appropriate amount of tri-tert-butyl was added. base phosphorus and cesium carbonate, the resulting mixed solution is heated to 80-120° C., and stirred for 12-36 hours to complete the reaction. Preferably, the resulting mixed solution is heated to 110°C and stirred for 24 hours to complete the reaction.

[0082] After the reaction is completed, it is cooled to room temperature, the organic phase is washed five times with water first, then once with saturated sodium chloride solution, and then dried with anhydrous magnesium sulfate, and then the solvent in the organic phase is removed, and the obtained residue is passed through two processes. Subsequent recrystallization and purification obtain an intermediate having the structure represented by formula I-1.

[0083] Then, the intermediate...

Embodiment 2

[0088] First, under nitrogen protection, 3-bromobenzene-1,2-dione and 10-phenoxazine were added to dried toluene, and a trace amount of palladium acetate was added as a catalyst, and then an appropriate amount of tri-tert-butyl was added. base phosphorus and cesium carbonate, the resulting mixed solution is heated to 80-120° C., and stirred for 12-36 hours to complete the reaction. Preferably, the resulting mixed solution is heated to 90°C and stirred for 24 hours to complete the reaction.

[0089] After the reaction is completed, it is cooled to room temperature, the organic phase is washed five times with water first, then once with saturated sodium chloride solution, and then dried with anhydrous magnesium sulfate, and then the solvent in the organic phase is removed, and the obtained residue is passed through two processes. Subsequent recrystallization and purification obtain an intermediate having the structure represented by formula I-1.

[0090] Afterwards, the interme...

Embodiment 3

[0095] First, under nitrogen protection, add 3-bromobenzene-1,2-dione and 10-phenothiazine to a mixture of dioxane and water, add a trace amount of palladium acetate as a catalyst, and then add an appropriate amount of of tri-tert-butylphosphorus and potassium carbonate, the resulting mixed solution is heated to 80-120° C., and stirred for 12-36 hours to complete the reaction. Preferably, the resulting mixed solution is heated to 90°C and stirred for 24 hours to complete the reaction.

[0096] After the reaction is completed, it is cooled to room temperature, the organic phase is washed five times with water first, then once with saturated sodium chloride solution, and then dried with anhydrous magnesium sulfate, and then the solvent in the organic phase is removed, and the obtained residue is passed through two processes. Subsequent recrystallization and purification yields an intermediate having the structure represented by formula I-2.

[0097] Then, the intermediate and 4...

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Abstract

The invention provides an organic light-emitting material, a manufacturing method thereof and an OLED device, the organic light-emitting material comprises a nitrogen-containing polycyclic aromatic compound, the nitrogen-containing polycyclic aromatic compound takes azaanthracene as a core, and the structural formula of the nitrogen-containing polycyclic aromatic compound is as shown in the formula 1. According to the organic light-emitting material, the manufacturing method thereof and the OLED device provided by the invention, the nitrogen-containing polycyclic aromatic compound is synthesized, and the nitrogen-containing polycyclic aromatic compound has good light-emitting characteristic and charge stability, so that the organic light-emitting material not only can achieve saturated dark red color, but also can achieve high light-emitting efficiency. And the luminous efficiency can be prevented from being obviously reduced along with the increase of the current density, so that the reliability of the OLED device is improved.

Description

technical field [0001] The present application relates to the technical field of organic light-emitting materials, and in particular, to an organic light-emitting material, a manufacturing method thereof, and an OLED device. Background technique [0002] Organic electroluminescent devices (Organic Light-Emitting Diodes, OLED for short) have attracted extensive attention from academia and industry due to their advantages of high brightness, low driving voltage, light weight, and can be used for large-area flexible displays and low processing costs. , become the first choice for future display technology. [0003] According to the different light-emitting principles, organic electroluminescent materials can be divided into two categories: fluorescence and phosphorescence. Since phosphorescent materials can utilize singlet and triplet excitons at the same time, theoretically, the internal quantum efficiency of the device can reach 100%, which has greater advantages. The devel...

Claims

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Application Information

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IPC IPC(8): C07D413/04C07D413/14C07D417/04C07D417/14C07D471/14C09K11/06H01L51/54H01L51/50
CPCC07D413/04C07D471/14C07D417/14C07D413/14C07D417/04C09K11/06C09K2211/1033C09K2211/1037C09K2211/1074C09K2211/1029C09K2211/1044H10K85/654H10K85/657H10K85/6572H10K50/11Y02E10/549
Inventor 牛汝洁
Owner EVERDISPLAY OPTRONICS (SHANGHAI) CO LTD