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Aromatic amine compound, mixture, composition and organic electronic device

A compound and aromatic amine technology, applied in the field of organic electroluminescence, can solve problems affecting device life, low transition temperature, device degradation, etc., achieve high electrochemical stability, prolong device life, and reduce driving voltage.

Pending Publication Date: 2021-12-21
GUANGZHOU CHINARAY OPTOELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, the luminous efficiency and service life of OLED devices need to be further improved, because OLEDs, as current-driven devices, are in a state of high current density during operation, and the material is prone to Joule heating, which leads to device degradation, especially between the anode and the hole transport layer.
The glass transition temperature of commonly used hole transport materials is low, and the accumulation of Joule heat will lead to changes in the morphology of the film, and will accelerate the decomposition of the material, thereby affecting the life of the device
In addition, the hole mobility of organic semiconductor materials is generally higher than the electron mobility, resulting in an unbalanced hole-electron transport that affects the luminous efficiency of the device.

Method used

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  • Aromatic amine compound, mixture, composition and organic electronic device
  • Aromatic amine compound, mixture, composition and organic electronic device
  • Aromatic amine compound, mixture, composition and organic electronic device

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Experimental program
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Effect test

specific Embodiment

[0132] 1. Compound Synthesis

[0133]

[0134]

Embodiment 1

[0135] Embodiment 1: the synthesis of compound A

[0136]

[0137] Compound 1 (0.1mol), Compound 2 (0.2mol), Pd(dba) 2 1.72g (0.003mol), t-Bu 3P17.2mL (0.009mol), NatOBu 38.44g (0.4mol) was dissolved in 500mL of anhydrous toluene, stirred and reacted at 90°C for 3 hours. Cool to room temperature, add water to terminate the reaction, add ethyl acetate to extract, collect the organic phase, dry the organic phase with anhydrous magnesium sulfate, filter, spin to dry the solvent, separate and purify using silica gel chromatography, the mobile phase is petroleum ether, and obtain 72.6g Embodiment A, productive rate 87%. MS: m / z found 835.08 g / mol.

Embodiment 2

[0138] Embodiment 2: the synthesis of compound B

[0139]

[0140] (1) Synthesis of Intermediate 5

[0141] Compound 3 (0.1mol), compound 4 (0.1mol), Pd(dba) 2 1.72g (0.003mol), t-Bu 3 P17.2mL (0.009mol), NatOBu 19.22g (0.2mol) was dissolved in 500mL of anhydrous toluene, stirred and reacted at 90°C for 3 hours. Cool to room temperature, add water to terminate the reaction, add ethyl acetate to extract, collect the organic phase, dry the organic phase with anhydrous magnesium sulfate, filter, spin to dry the solvent, separate and purify using silica gel chromatography, the mobile phase is petroleum ether / dichloromethane Mixed solvent (V PE :V DCM =10:1), to obtain 20.9g of intermediate 5, yield 58%. MS: m / z found 259.31 g / mol.

[0142] (2) Synthesis of Compound B

[0143] Similar to the synthetic steps of compound A, the difference is that compound 2 is replaced by intermediate 5, and finally compound B is obtained. MS: m / z found 863.05 g / mol.

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Abstract

The invention relates to an aromatic amine compound, a mixture, a composition and an organic electronic device. The aromatic amine compound has a structure as shown in a formula (1), shows excellent hole transport property and stability, can be used as a hole transport layer material in an organic electroluminescent device, and can be used for reducing driving voltage, improving electroluminescent efficiency and prolonging the service life of the device.

Description

[0001] This application claims the priority of the Chinese patent application with the application number 202010566378.3 and the title of the invention "An aromatic amine compound and its application in organic electronic devices" submitted to the China Patent Office on June 19, 2020, the entire content of which Incorporated in this application by reference. technical field [0002] The invention relates to the technical field of organic electroluminescence, in particular to an aromatic amine compound, a mixture, a composition and an organic electronic device. Background technique [0003] Organic light-emitting diodes (OLEDs) have great potential for applications in optoelectronic devices such as flat panel displays and lighting due to their wide variety, low manufacturing cost, and good optical and electrical properties. [0004] The organic electroluminescence phenomenon refers to the phenomenon of converting electrical energy into light energy by using organic substances...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/61C07D307/91C07D333/76C07D209/88C07D209/86C07C255/58C07C211/54C09K11/06H01L51/50H01L51/54
CPCC07C211/61C07D307/91C07D333/76C07D209/88C07D209/86C07C255/58C07C211/54C09K11/06C09K2211/1011C09K2211/1014C09K2211/1029C09K2211/1088C09K2211/1092H10K85/615H10K85/631H10K85/636H10K85/626H10K85/633H10K85/6576H10K85/6574H10K85/6572H10K50/15
Inventor 谭甲辉胡洁董泽斌
Owner GUANGZHOU CHINARAY OPTOELECTRONICS MATERIALS