Triarylated amine derivative and organic electroluminescence device with same

A technology of derivatives and triarylamines, applied in the field of triarylamine derivatives and their organic electroluminescent devices, can solve the problems of unsatisfactory luminescence characteristics and achieve good hole transport performance, long service life and high luminescence Effect of Efficiency and Luminous Brightness

Inactive Publication Date: 2018-07-31
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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  • Triarylated amine derivative and organic electroluminescence device with same
  • Triarylated amine derivative and organic electroluminescence device with same
  • Triarylated amine derivative and organic electroluminescence device with same

Examples

Experimental program
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Effect test

preparation example Construction

[0086] (1) Preparation of Intermediate A

[0087]

[0088] Preparation of Intermediate A-1

[0089] Add compound I-1 (22.7g, 105mmol), compound a (30.0g, 100mmol), Pd(PPh 3 ) 4(2.31g, 2mmol), toluene (300ml), aqueous sodium carbonate solution (2M, 150ml), and stirred at reflux for 8 hours. After cooling the above reaction solution to room temperature, extract it with toluene, combine the organic phases, wash the organic phases with saturated brine, dry and concentrate the organic phases, and perform column chromatography with silica gel as the stationary phase to obtain intermediate A- 1 (26.1 g, 72%).

[0090] Preparation of Intermediate A-2

[0091] Compound A-1 (24.2g, 70mmol) and dry dichloromethane (200ml) were successively added into the flask, and the reaction system was cooled to 0°C. Join BBr 3 (22.0g, 88mmol), then stirred at room temperature for 24 hours. After the reaction, the solution was cooled to -78°C, carefully deactivated with methanol, and then de...

Embodiment 1

[0157] Preparation of compound TM1

[0158]

[0159] In the round bottom flask, add compound X-1 (9.1g, 37.5mmol), compound C (11.1g, 37.5mmol), t-BuONa (5.4g, 56.25mmol) and, Pd 2 (dba) 3 (0.686g, 0.75mmol) and sonicated toluene (200mL), followed by the addition of P(t-Bu) dissolved in toluene (3mL) 3 (0.36g, 1.8mmol), refluxed overnight under the protection of nitrogen, after the reaction solution was cooled to room temperature, treated with ethyl acetate and water, and the obtained organic layer was washed with MgSO 4 Drying, solvent removal under reduced pressure, obtain the crude product of intermediate Y-1, take silica gel as stationary phase, dichloromethane / hexane is eluent, crude product is carried out column chromatography, obtains intermediate Y-1 (11.2g ,65%);

[0160] Under nitrogen protection, intermediate Y-1 (11.5g, 25.0mmol), compound C (7.4g, 25mmol), t-BuONa (4.2g, 37.5mmol), Pd 2 (dba) 3 (0.28g, 0.5mmol), sonicated toluene (300ml) and P(t-Bu) dissol...

Embodiment 2

[0162]

[0163] In the round bottom flask, add compound X-2 (12.0g, 37.5mmol), compound A (11.1g, 37.5mmol), t-BuONa (5.4g, 56.25mmol) and, Pd 2 (dba) 3 (0.686g, 0.75mmol) and sonicated toluene (200mL), followed by the addition of P(t-Bu) dissolved in toluene (3mL) 3 (0.36g, 1.8mmol), refluxed overnight under the protection of nitrogen, after the reaction solution was cooled to room temperature, treated with ethyl acetate and water, and the obtained organic layer was washed with MgSO 4 Drying, solvent removal under reduced pressure, obtain the crude product of intermediate Y-2, take silica gel as stationary phase, dichloromethane / hexane is eluent, crude product is carried out column chromatography, obtains intermediate Y-2 (13.4g ,67%);

[0164] Under nitrogen protection, intermediate Y-2 (13.4g, 25.0mmol), compound A (7.4g, 25mmol), t-BuONa (4.2g, 37.5mmol), Pd 2 (dba) 3 (0.28g, 0.5mmol), sonicated toluene (300ml) and P(t-Bu) dissolved in toluene (2ml) 3 (0.24g, 1.2mm...

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Abstract

The invention discloses a triarylated amine derivative and an organic electroluminescence device with the same, and relates to the technical field of organic photoelectric materials. The triarylated amine derivative has a large conjugated system, thereby having high hole mobility and presenting good hole transmissibility; in addition, the triarylated amine derivative has high thermal stability anddissolubility and is beneficial for material film forming. The organic electroluminescence device comprises a cathode, an anode and one or more organic matter layers. The organic matter layers are located between the cathode and the anode. At least one of the organic matter layers contains the triarylated amine derivative. The organic electroluminescence device has low driving voltages, high light-emitting efficiency, light-emitting luminance and long service life.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a triarylamine derivative and an organic electroluminescence device thereof. Background technique [0002] Organic optoelectronic materials are organic materials with photon and electron generation, conversion and transport properties. At present, organic photoelectric materials have been applied to organic light-emitting 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, f...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/77C07D333/50C07D409/12C07D519/00C07D495/04C07D493/04C07D491/048C07D307/91C07D333/76H01L51/50H01L51/54
CPCC07D307/77C07D307/91C07D333/50C07D333/76C07D409/12C07D491/048C07D493/04C07D495/04C07D519/00H10K85/622H10K85/626H10K85/6576H10K85/6574H10K85/657H10K50/15
Inventor 杜明珠孙敬
Owner CHANGCHUN HYPERIONS TECH CO LTD
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