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Arylamine derivative, and preparation method and application thereof

A technology of derivatives and aromatic amines, applied in the field of organic electroluminescent devices, to achieve low driving voltage, suitable thermal stability, and improve performance parameters

Inactive Publication Date: 2018-12-28
JILIN OPTICAL & ELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although there are reports of long-life organic electroluminescent elements, the above-mentioned problems are still not completely and effectively solved.

Method used

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  • Arylamine derivative, and preparation method and application thereof
  • Arylamine derivative, and preparation method and application thereof
  • Arylamine derivative, and preparation method and application thereof

Examples

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preparation example Construction

[0067] The application also provides the preparation method of the arylamine derivative, specifically:

[0068] reacting the compound having the structure of formula (IV) with the compound having the structure of formula (V) under the action of a catalyst and an alkali metal salt to obtain an arylamine derivative having the structure of formula (I);

[0069]

[0070] Wherein, X is selected from N-Ar 1 , O or S;

[0071] R 1 ~R 8 Each independently selected from hydrogen, deuterium, halogen, cyano, hydroxyl, nitro, substituted or unsubstituted C1~C20 alkyl, substituted or unsubstituted C6~C30 aryl, substituted or unsubstituted C2~ C30 heteroaryl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C6-C20 aryloxy, substituted or unsubstituted C3-C40 silyloxy, substituted or unsubstituted C1-C20 acyl, substituted or unsubstituted C2-C20 alkoxycarbonyl, substituted or unsubstituted C2-C20 acyloxy, substituted or unsubstituted C2-C20 amido, substituted or ...

Embodiment 1

[0089] In a nitrogen atmosphere, 10.0g (11.7mmol) of intermediate M-3-1-1, 3.38g (14.04mmol) of 2-chloro-4-phenylquinazoline and 0.135g (0.12mmol) of (Triphenylphosphine) palladium is put into the flask and dissolved in the mixed solvent of 250ml of toluene, ethanol and water (volume ratio 3:1:1); then, the aqueous solution of potassium carbonate of 6g (43.6mmol) is added to the above reaction After the reaction, the reactant was extracted with ethyl acetate, and the extracted product was dried with magnesium sulfite and filtered; then, the filtered product was concentrated under reduced pressure, and silica gel column chromatography (developing agent ratio: Petroleum ether / dichloromethane=3:1) purified the concentrated product to obtain 9.38 g of compound 15 (yield=86%), mass spectrum: theoretical value 931.37, measured value 931.35. Above-mentioned reaction process is specifically as follows:

[0090]

Embodiment 2

[0092] The preparation method is the same as in Example 1, except that M-3-1-1 is replaced by M-3-1-2, 2-chloro-4-phenylquinazoline is replaced by 4-bromobiphenyl, and finally 8.55 g of compound 31 was obtained (yield=83%), mass spectrum: theoretical value 880.36, measured value 880.34. The reaction process is specifically as follows:

[0093]

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Abstract

The invention provides an arylamine derivative. The compound is used for an organic light-emitting diode and a display device comprising the organic light-emitting diode. At least one layer of the organic light-emitting diode and particularly a hole transport layer contain an arylamine derivative represented by a formula (I), so that the organic light-emitting diode has suitable thermal stability,a low driving voltage, a long service life and high luminous efficiency.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescent devices, in particular to an aromatic amine derivative, its preparation method and application. Background technique [0002] The organic electroluminescence element is a self-luminous element utilizing the principle that a fluorescent substance emits light by recombination energy of holes injected from the anode and electrons injected from the cathode by applying an electric field. The structure of the organic electroluminescent element is specifically: an anode, a cathode and an organic layer between them. In order to improve the efficiency and stability of organic electroluminescent elements, organic material layers include multiple layers with different materials, such as hole injection layer (HIL), hole transport layer (HTL), light emitting layer, electron transport layer (ETL) and electron injection layer (EIL). [0003] In such an organic light emitting diode, when a vo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/86C07D307/91C07D333/76C07D401/14C07D403/14C07D405/14C07D409/14H01L51/54
CPCC07D209/86C07D307/91C07D333/76C07D401/14C07D403/14C07D405/14C07D409/14H10K85/631H10K85/654H10K85/6576H10K85/6574H10K85/6572
Inventor 马晓宇汪康王进政王铁王世凯李文军王辉
Owner JILIN OPTICAL & ELECTRONICS MATERIALS
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