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Aromatic amine derivative and organic electroluminescent device thereof

An electroluminescent device, aromatic amine technology, applied in the direction of electro-solid devices, electrical components, organic chemistry, etc., can solve the problem of unable to provide satisfactory light-emitting characteristics, to improve the glass transition temperature and thermal stability, low Effect of driving voltage, large rigid structure

Active Publication Date: 2018-12-04
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For the hole transport layer, the traditionally used materials usually cannot provide satisfactory luminescent properties. Therefore, it is still necessary to design new hole transport materials with better performance to improve the performance of organic electroluminescent devices.

Method used

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  • Aromatic amine derivative and organic electroluminescent device thereof
  • Aromatic amine derivative and organic electroluminescent device thereof
  • Aromatic amine derivative and organic electroluminescent device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0080] Embodiment 1: the preparation of compound TM5

[0081] Preparation of Compound A1:

[0082]

[0083] Under argon protection, 5-chloro-1H-indole-2-boronic acid (10.2g, 52.3mmol), iodobenzene (21.3g, 104.7mmol), CuI (5g, 26.2mmol), CuI (5g, 26.2mmol) and Ethylenediamine (1.8ml, 26.2mmol), Cs 2 CO 3 (51.2g, 157.0mmol) and toluene (250ml), the reaction mixture was stirred for one day. The organic phase was extracted with ethyl acetate, the organic phase was concentrated and purified by column chromatography to obtain compound a1 (7.1 g, 50%).

[0084] Under argon protection, 8-bromo-1-naphthylamine (13.3g, 60.0mmol), compound a1 (17.9g, 66mmol), NaOH (7.2g, 180mmol), Pd(PPh 3 ) 4 (3.47g, 3mmol) and THF / H 2 O (80ml / 40ml), the reaction mixture was stirred at 80°C for 12 hours. After the reaction was completed, it was cooled to room temperature, extracted with toluene, and the organic phases were combined. The organic phase was washed with saturated brine, and the org...

Embodiment 2

[0097] Embodiment 2: the preparation of compound TM13

[0098] The iodobenzene in Example 1 was replaced by equimolar 1-ethyl-4-iodobenzene, and the other steps were the same as in Example 1 to obtain compound TM13 (6.6 g, 75%). Mass spectrum m / z: theoretical value: 875.13; found value: 877.31. Theoretical element content (%)C 64 h 50 N 4 :, 87.84; H, 5.76; N, 6.40; Measured element content (%): , 87.81; H, 5.83; N, 6.36. The above results confirmed that the obtained product was the target product.

[0099]

Embodiment 3

[0100] Embodiment 3: the preparation of compound TM61

[0101] The diphenylamine in Example 1 was replaced by equimolar N-phenyl-4-benzidine, and other steps were the same as in Example 1 to obtain compound TM61 (6.4 g, 72%). Mass spectrum m / z: theoretical value: 895.12; found value: 896.73. Theoretical element content (%)C 66 h 46 N 4 : C, 88.56; H, 5.18; N, 6.26; Measured element content (%): C, 88.54; H, 5.23; N, 6.23. The above results confirmed that the obtained product was the target product.

[0102]

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Abstract

The invention discloses an aromatic amine derivative and an organic electroluminescent device thereof, which relate to the technical field of an organic photoelectric material. The aromatic amine derivative of the present invention is an electron-rich system and has a large conjugated structure, has high hole mobility, and exhibits good hole transmission properties. The aromatic amine derivative of the present invention has a large conjugated structure due to introduction of large volume groups, effectively improves the glass transition temperature and thermal stability of the material, and isfavorable for material film formation. The organic electroluminescent device of the present invention comprises an anode, a cathode and one or more organic layers, the organic layer is located between the anode and the cathode, and at least one of the organic layers contains the aromatic amine derivative. The organic electroluminescent device has lower driving voltage, higher luminous efficiencyand luminous luminance, and has a longer service life.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an aromatic amine derivative and an organic electroluminescent device. Background technique [0002] Organic optoelectronic materials are organic materials with photon and electron generation, conversion and transport properties. Currently, organic photoelectric materials have been applied to organic electroluminescent devices (Organic Light-Emitting Diode, OLED). OLED refers to a device in which organic photoelectric materials emit light under the action of current or electric field, which can directly convert electrical energy into light energy. In recent years, OLED as a new generation of flat panel display and solid-state lighting technology is receiving more and more attention. Compared with liquid crystal display technology, OLED is more and more used in the field of display and lighting due to its low power consumption, active light emission, fast...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/54C07C211/58C07D209/08C07D209/80C07D209/88C07D307/77C07D307/91C07D405/12C07D409/12C07D471/04C07D471/06C07D491/06C07D495/06C07D519/00H01L51/54
CPCC07C211/54C07C211/58C07D209/08C07D209/80C07D209/88C07D307/77C07D307/91C07D405/12C07D409/12C07D471/04C07D471/06C07D491/06C07D495/06C07D519/00H10K85/615H10K85/622H10K85/631H10K85/636H10K85/633H10K85/654H10K85/657H10K85/6576H10K85/6574H10K85/6572
Inventor 周雯庭蔡辉
Owner CHANGCHUN HYPERIONS TECH CO LTD
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