CN-121085908-B - Aromatic amine compound, mixture, organic light-emitting device, and display panel

Abstract

The embodiment of the application discloses an arylamine compound, a mixture, an organic light-emitting device and a display panel. The aromatic amine compound is selected from 、 、 Any one of the structural formulas is shown. The aromatic amine compound contains multi-element condensed heterocyclic rings, namely benzo [ k ] oxygen/thioxanthene or benzo [4,5-bcd ] furan/thiophene, has higher refractive index in a visible light region, and can obviously improve the light extraction efficiency when being applied to a light extraction layer of an electronic device, thereby realizing the optimization of the device performance.

Inventors

• YAN XIAOLIN
• PU MINGRUI
• Guo Haolang
• HE RUIFENG
• SONG JINGYAO

Assignees

• 广州华睿光电材料有限公司

Dates

Publication Date

20260512

Application Date

20251113

Claims (7)

1. 1. An aromatic amine compound, characterized in that the aromatic amine compound is selected from compounds represented by any one of the structural formulas (1) to (2): X is selected from oxygen atom or sulfur atom, ar 1 is selected from any one of the following groups: , l1 is selected from one of single bond, divalent phenyl and divalent pyridyl, L 2 is selected from divalent phenyl, L 3 is selected from one of single bond, divalent phenyl, divalent benzoxazolyl and divalent bivalent biphenyl, ar 2 is selected from phenyl, benzoxazolyl, benzothiazolyl, and other groups, O-phenanthroline, naphthobenzofuranyl, o-phenanthroline, o-naphthacene, o-one of phenanthrobenzofuranyl groups; representing the ligation site.
2. 2. The arylamine compound according to claim 1, wherein said L 3 is independently selected from a single bond or any one of the following groups: 。
3. 3. The arylamine compound according to claim 1, wherein said Ar 2 is selected from any one of the following groups: 。
4. 4. an aromatic amine compound, characterized in that the aromatic amine compound is selected from any one of the following compounds: 。
5. 5. A mixture comprising at least one aromatic amine compound according to any one of claims 1 to 4, and an organic functional material selected from at least one of a hole injecting material, a hole transporting material, a light emitting auxiliary material, an electron transporting material, an electron injecting material, an electron blocking material, a hole blocking material, an organic light emitting guest material, and an organic host material.
6. 6. An organic light emitting device, characterized in that the organic light emitting device comprises: an anode; a cathode disposed opposite the anode; an organic functional layer between the anode and the cathode, the organic functional layer including a light emitting layer, and A light extraction layer located on a side of the cathode remote from the organic functional layer, the light extraction layer comprising the aromatic amine compound according to any one of claims 1 to 4, or the light extraction layer comprising the mixture according to claim 5.
7. 7. A display panel comprising the organic light-emitting device according to claim 6.

Description

Aromatic amine compound, mixture, organic light-emitting device, and display panel Technical Field The application relates to the technical field of display, in particular to an arylamine compound, a mixture, an organic light-emitting device and a display panel. Background An Organic Light-Emitting Diode (OLED) display device is an advanced self-luminous display technology that generates excitons by transfer and recombination of carriers between different functional layers, and the excitons emit Light through an Organic compound or a metal complex with high quantum efficiency. OLED technology is distinguished by its advantages of self-luminescence, high brightness, high efficiency, high contrast, and fast response time. In recent years, the luminous efficiency of OLED diodes has been significantly improved, and the internal quantum efficiency has been approaching the theoretical limit. Therefore, it becomes a key to further improve the device stability and current efficiency to improve the light extraction efficiency. For example, by optimizing the stacking of the emissive layer metal complex and the matching of refractive indices between the functional layers, light extraction efficiency can be effectively improved. In 2001, hunt et al have studied to cover the surface of a metal cathode with an organic or inorganic compound layer about 50 nm thick to enhance device performance by precisely controlling thickness and refractive index. In 2003 Riel et al tried to vapor-deposit an inorganic compound ZnSe of high refractive index (n=2.6) on the cathode, and to improve light extraction efficiency by utilizing the difference in refractive index between functional layers. However, the use of inorganic materials in OLED devices is limited due to their high evaporation temperatures and slow evaporation rates. Therefore, there is a need to develop new light extraction layer materials to expand their application in OLEDs. Disclosure of Invention The application provides an aromatic amine compound, a mixture, an organic light-emitting device and a display panel, wherein the aromatic amine compound has low extinction coefficient and high refractive index in a visible light region, and when the aromatic amine compound is applied to a light extraction layer of an electronic device, the light extraction efficiency can be remarkably improved, so that the optimization of the device performance is realized. The application provides an arylamine compound, which is a compound shown in any one of the structural formulas (1) to (3): ar 1 is selected from ; Wherein Z is the same or different at each occurrence and Z is selected from CH or a nitrogen atom, X, Y are independently selected from an oxygen atom or a sulfur atom; L1, L 2 and L 3 are independently selected from one or more of a single bond, a substituted or unsubstituted aromatic group having 6 to 25 ring atoms, a substituted or unsubstituted heteroaromatic group having 5 to 25 ring atoms; Ar 2 is selected from one or more of a hydrogen atom, a substituted or unsubstituted aromatic group having 6-25 ring atoms, a substituted or unsubstituted heteroaromatic group having 5-25 ring atoms; when the aromatic group and/or the heteroaromatic group is substituted, the substituent is selected from one or more of an aromatic group with 6-25 ring atoms and a heteroaromatic group with 5-25 ring atoms; when the aromatic amine compound contains a heteroaromatic group, the heteroatom in the heteroaromatic group is selected from one or more of nitrogen atom, oxygen atom and sulfur atom; representing the ligation site. The second aspect of the application provides a mixture comprising at least one aromatic amine compound and an organic functional material, wherein the organic functional material is at least one selected from a hole injection material, a hole transport material, a light-emitting auxiliary material, an electron transport material, an electron injection material, an electron blocking material, a hole blocking material, an organic light-emitting guest material and an organic host material. A third aspect of the present application provides an organic light emitting device comprising: an anode; a cathode disposed opposite the anode; an organic functional layer between the anode and the cathode, the organic functional layer including a light emitting layer, and And a light extraction layer located on a side of the cathode remote from the organic functional layer, the light extraction layer comprising the above aromatic amine compound, or the light extraction layer comprising the above mixture. A fourth aspect of the present application provides a display panel comprising the above-described organic light emitting device. The application provides an arylamine compound, a mixture, an organic light emitting device and a display panel. The aromatic amine compound contains multiple condensed heterocycles, namely benzo [ k ] oxy/thioxanthene or benzo [4,5-bcd ] furan/thiophene, has