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Aromatic amine compound and preparation method, organic electroluminescent device and display device

A technology for display devices and compounds, which is applied in the field of organic electroluminescent devices and display devices, aromatic amine compounds and their preparation, can solve problems such as insufficiently high refractive index, poor light extraction effect, and easy to affect the light emission of light-emitting layer materials, and achieve Increased refractive index, high glass transition temperature, and improved light extraction efficiency

Active Publication Date: 2022-05-20
JILIN OPTICAL & ELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, the existing materials used for the capping layer have insufficient refractive index, which leads to poor light extraction effect and easily affects the light emission of the light-emitting layer material in areas such as blue light.

Method used

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  • Aromatic amine compound and preparation method, organic electroluminescent device and display device
  • Aromatic amine compound and preparation method, organic electroluminescent device and display device
  • Aromatic amine compound and preparation method, organic electroluminescent device and display device

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Effect test

Embodiment 1

[0064] This embodiment provides an aromatic amine compound, the method of preparation thereof is as follows:

[0065]

[0066] Step 1:

[0067] After adding the chemical formula reactant A-1 (50 mmol) and the reactant B-1 (40 mmol) to the reaction vessel in the toluene, Pd was added under a nitrogen atmosphere 2 (dba) 3 (0.5mmol)、P(t-Bu) 3(2.5mmol)、t-BuONa110mmol)。 After addition, the reaction temperature was slowly warmed to 110 ° C, and the mixture was stirred for 10 h. Using diatomaceous earth while hot filtration, remove salts and catalysts, the filtrate is cooled to room temperature, then distilled water is added to the filtrate for washing, the organic phase is retained after separation, and the aqueous phase is extracted with ethyl acetate. The combined organic layer is then dried using magnesium sulfate and the solvent is removed using a rotary evaporator. Then, with a volume ratio of 1:5 dichloromethane: petroleum ether as the eluent, the remaining substances were purif...

Embodiment 2

[0071] This embodiment provides an aromatic amine compound, the method of preparation thereof is as follows:

[0072]

[0073] Step 1:

[0074] After adding the reactants of the chemical formula A-20 (50 mmol) and the reactants B-20 (40 mmol) in the reaction vessel after dissolving in toluene, Pd was added under a nitrogen atmosphere 2 (dba) 3 (0.5mmol)、P(t-Bu) 3(2.5mmol)、t-BuONa110mmol)。 After addition, the reaction temperature was slowly warmed to 110 ° C, and the mixture was stirred for 10 h. Using diatomaceous earth while hot filtration, remove salts and catalysts, the filtrate is cooled to room temperature, then distilled water is added to the filtrate for washing, the organic phase is retained after separation, and the aqueous phase is extracted with ethyl acetate. The combined organic layer is then dried using magnesium sulfate and the solvent is removed using a rotary evaporator. Then, with a volume ratio of 1:5 dichloromethane: petroleum ether as the eluent, the remaini...

Embodiment 3

[0078] This embodiment provides an aromatic amine compound, the method of preparation thereof is as follows:

[0079]

[0080] Step 1:

[0081] After the reaction formula A-40 (50 mmol) and the reactant B-40 (40 mmol) were added to the reaction vessel after being dissolved in toluene, Pd was added under a nitrogen atmosphere 2 (dba) 3 (0.5mmol)、P(t-Bu) 3(2.5mmol)、t-BuONa110mmol)。 After addition, the reaction temperature was slowly warmed to 110 ° C, and the mixture was stirred for 10 h. Using diatomaceous earth while hot filtration, remove salts and catalysts, the filtrate is cooled to room temperature, then distilled water is added to the filtrate for washing, the organic phase is retained after separation, and the aqueous phase is extracted with ethyl acetate. The combined organic layer is then dried using magnesium sulfate and the solvent is removed using a rotary evaporator. Then, with a volume ratio of 1:5 dichloromethane: petroleum ether as the eluent, the remaining substa...

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Abstract

The invention discloses an aromatic amine compound, a preparation method, an organic electroluminescent device and a display device, and belongs to the technical field of chemistry and organic light-emitting materials. The general structural formula of the aromatic amine compound is: in the formula, X 1 、X 2 、X 3 、X 4 Any one selected from C, N, O, S, and not all C; Ar 1 、Ar 2 、Ar 3 、Ar 4 Independently represent substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted condensed ring, substituted or unsubstituted spirocyclic, monocyclic or aliphatic formed by linking adjacent substituents Either an aromatic ring or an aromatic ring. The arylamine compound provided by the present invention contains arylamine and a five-membered heterocyclic structure, has a high glass transition temperature and a steric hindrance effect, thus has excellent film stability, and has a high refractive index in the visible light field. After the capping layer of the OLED device, the light extraction efficiency of the OLED device can be effectively improved.

Description

Technical field [0001] The present invention relates to the technical field of chemical and organic luminescent materials, specifically an aromatic amine compound and preparation method, organic electroluminescent devices and display devices. Background [0002] Organic Light Emission Diodes (OLED) devices can be used instead of liquid crystal displays and fluorescent lighting to manufacture display devices and lighting products. Specifically, OLED devices can be widely used in smartphones, tablets and TVs. [0003] Existing OLED devices generally include anode, cathode, organic layer located between the anode and cathode, and capping layer (CPL) located on the outside of the cathode; the organic layer includes functional structures such as the light-emitting layer. Among them, the cap layer can play a role in improving the efficiency of light removal, thereby improving the luminous efficiency of the device. [0004] However, the existing materials for the cap layer have a refrac...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D327/04C07D271/107C07D235/18C07D285/12C07D233/64C07D413/10C07D413/14C07D413/04C07D263/57C07D411/10C07D405/10C07D417/10C07D413/12C09K11/06H01L51/52
CPCC07D327/04C07D271/107C07D235/18C07D285/12C07D233/64C07D413/10C07D413/14C07D413/04C07D263/57C07D411/10C07D405/10C07D417/10C07D413/12C09K11/06C09K2211/1011C09K2211/1014C09K2211/1029C09K2211/1033C09K2211/1044C09K2211/1048C09K2211/1051C09K2211/1088C09K2211/1092C09K2211/1096H10K85/615H10K85/631H10K85/653H10K85/636H10K85/626H10K85/633H10K85/654H10K85/655H10K85/6565H10K85/657H10K85/6572H10K50/844H10K50/858
Inventor 张雪张鹤马晓宇汪康黄悦王永光徐佳楠
Owner JILIN OPTICAL & ELECTRONICS MATERIALS
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