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Metal complex, organic electroluminescence device and application

A technology of metal complexes and metals, applied in luminescent materials, organic chemistry, indium organic compounds, etc., can solve the problems of reducing the quantum yield of the red light system, low luminous quantum efficiency, and aggravating the quenching of phosphors, achieving easy sublimation Purification, broad market prospects, good thermal stability

Active Publication Date: 2021-08-06
BEIJING BAYI SPACE LCD MATERIALS TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, the current red phosphorescent materials still have the problems of low luminescence quantum efficiency and poor stability.
The main reason for this situation is that there is a strong π-π bond interaction in the system of the red light material, and there is a strong charge transfer characteristic between the ligands, so that there are more non-radiative particles in the narrow band gap. Relaxation channel, which intensifies the quenching of the phosphor and reduces the quantum yield of the red system

Method used

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  • Metal complex, organic electroluminescence device and application
  • Metal complex, organic electroluminescence device and application
  • Metal complex, organic electroluminescence device and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0129] The preparation method of compound LA140, comprises the steps:

[0130] Step 1: Preparation of Compound Int.-1

[0131]

[0132]3.5g (20.0mmol) of 4-chlorothieno[3,2-d]pyrimidine was dissolved in 60mL of toluene, and under nitrogen protection, 3.6g (24.0mmol) of 3,5-dimethylphenylboronic acid and 6.4 g (60.0mmol) of anhydrous sodium carbonate and 231.0mg (0.2mmol) of Pd (PPh 3 ) 4 Catalyst, add 30mL of ethanol and 20mL of water, heat up to reflux and stir for 12 hours, then cool down to room temperature, extract with ethyl acetate, dry the organic phase with anhydrous sodium sulfate, filter, concentrate and dry under reduced pressure, and separate with a silica gel column Purification gave 2.5 g of a yellow oily substance of compound Int.-1 as an intermediate.

[0133] The second step: the preparation of compound Int.-2

[0134]

[0135] Take 5.0g (20.8mmol) of the intermediate Int.-1 prepared in the first step above and dissolve it in 100mL of dry THF. n-But...

Embodiment 2

[0146] The preparation method of compound LA293, comprises the steps:

[0147] The first step: preparation of compound Int.-5

[0148]

[0149] Take 5.0g (12.6mmol) of intermediate Int.-3, 60mL of water and 2.0g (50.0mmol) of sodium hydroxide prepared in the third step in Example 1, stir and react at room temperature for 2 hours, and add dropwise 3.0N Dilute hydrochloric acid aqueous solution was adjusted to acidity, extracted with ethyl acetate, dried, filtered, and the filtrate was concentrated and dried under reduced pressure to obtain 4.0 g of compound Int.-5 as an intermediate as a brown solid.

[0150] The second step: the preparation of compound Int.-6

[0151]

[0152] Take 50 mL of trifluoromethanesulfonic acid, add 1.0 g of concentrated sulfuric acid, add 4.0 g (10.9 mmol) of the intermediate Int.-5 prepared in the previous step, heat up to 100 ° C and stir for 5 hours, cool to room temperature, and react The liquid was poured into 250 g of crushed ice, filte...

Embodiment 3

[0157] The preparation method of compound LA263, comprises the steps:

[0158] The first step: preparation of compound Int.-7

[0159]

[0160] Referring to the preparation method of the third step of Example 1, the ethyl 2-bromothiophene-3-carboxylate in the third step of Example 1 was replaced with ethyl o-bromobenzoate to prepare the intermediate compound Int.-7, yellow solid.

[0161] The second step: the preparation of compound Int.-8

[0162]

[0163] Referring to the preparation method of the first step of Example 2, Int.-3 in the first step of Example 2 was replaced by Int.-7 to prepare the intermediate compound Int.-8, a yellow solid.

[0164] The third step: preparation of compound LA263

[0165]

[0166] Referring to the preparation method in the second step of Example 2, Int.-5 in the second step of Example 2 was replaced by Int.-8 to prepare compound LA263, a yellow solid.

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Abstract

The invention relates to a metal complex, an organic electroluminescence device and application. The metal complex disclosed by the invention can be used for preparing a red phosphorescent material with high luminous efficiency, an organic electroluminescent material prepared from the metal complex disclosed by the invention is good in thermal stability, and the metal complex disclosed by the invention is easy to prepare, sublimate and purify and has a very wide market prospect; besides, according to the organic light-emitting device prepared by taking the metal complex as an organic light-emitting layer, the organic light-emitting device of which the electroluminescence is green to red phosphorescence and the light-emitting efficiency is improved can be obtained, and the organic light-emitting device prepared by utilizing the metal complex is good in thermal stability.

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescence, and in particular relates to a metal complex, an organic electroluminescence device and its application. Background technique [0002] Organic electroluminescent materials are divided into two categories: organic electroluminescent materials and organic electrophosphorescent materials. Among organic electrophosphorescent materials, organic electrogreen phosphorescent materials are the earliest studied and the most mature type of materials. In 2004, Hino et al. produced phosphorescent devices by spin coating, and the maximum external quantum efficiency was 29cd / A. Adachi et al. (ppy) 2 Ir(acac) was doped into TAZ, and HMTPD was used as the hole transport layer to obtain a green device with a maximum external quantum efficiency of 20% and an energy efficiency of 65lm / W. [0003] However, the current red phosphorescent materials still have the problems of low luminescence quan...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/54H01L51/50
CPCC07F15/0033C09K11/06C09K2211/185H10K85/625H10K85/622H10K85/655H10K85/626H10K85/615H10K85/654H10K85/6576H10K85/6574H10K85/6572H10K85/657H10K85/342H10K50/11
Inventor 曹建华董智超边坤刘殿君王振宇赵雅妮程鸿浩
Owner BEIJING BAYI SPACE LCD MATERIALS TECH
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