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Compound, hole transport material and organic electroluminescent device

A compound and an independent technology, applied in the field of organic light-emitting display, can solve the problems that restrict the display function and development of OLED display devices, the efficiency and life cannot be balanced, and the hole migration rate is low, so as to achieve good thermodynamic stability and good luminous efficiency , The effect of simple and easy preparation process

Active Publication Date: 2020-12-25
YANTAI XIANHUA CHEM TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the hole transport materials currently used in OLEDs can achieve low hole migration rates, poor energy level matching with adjacent layers, and cannot take into account both efficiency and life, which seriously restricts the display of OLED display devices. function and development

Method used

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  • Compound, hole transport material and organic electroluminescent device
  • Compound, hole transport material and organic electroluminescent device
  • Compound, hole transport material and organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example 1

[0095] Synthesis Example 1: Synthesis of Compound A1

[0096]

[0097] Add 100mmol of 2-boronic acid methyl benzoate, 100mmol of 2-bromo-4-chlorophenol, 41.4g of potassium carbonate (300mmol), 800ml of tetrahydrofuran (THF) and 200ml of water in the reaction flask, and add 1mol% tetrahydrofuran (THF) (Triphenylphosphine) palladium (Pd(PPh 3 ) 4 ). React at 120°C for 12h. After the reaction was completed, the reaction was stopped, the reactant was cooled to room temperature, water was added, and the organic phase was concentrated to obtain a white solid, which was filtered and washed with water. The obtained solid was recrystallized and purified with toluene to obtain a white powder M1. Among them, Pd(PPh 3 ) 4 The added amount of 2-bromo-4-chlorophenol is 1mol%.

[0098] Add 100mmol of M1 and 200ml of THF into the reaction flask, add 220mmol of methylmagnesium bromide dropwise at 0°C, after the dropwise addition is completed, rise to room temperature and react for 12h...

Synthetic example 2

[0105] Synthesis Example 2: Synthesis of Compound A5

[0106]

[0107] Add 100mmol of 2-boronic acid methyl benzoate, 100mmol of 2-bromo-4-chlorophenol, 41.4g of potassium carbonate (300mmol), 800ml of THF and 200ml of water, and add 1mol% of Pd(PPh 3 ) 4 . React at 120°C for 12h. After the reaction was completed, the reaction was stopped, the reactant was cooled to room temperature, water was added, and the organic phase was concentrated to obtain a white solid, which was filtered and washed with water. The obtained solid was recrystallized and purified with toluene to obtain a white powder M1. Among them, Pd(PPh 3 ) 4 The added amount of 2-bromo-4-chlorophenol is 1mol%.

[0108] Add 100mmol of M1 and 200ml of THF into the reaction flask, add 220mmol of methylmagnesium bromide dropwise at 0°C, after the dropwise addition is completed, rise to room temperature and react for 12h. After the reaction is complete, water is added, the organic phase is separated and concent...

Synthetic example 3

[0115] Synthesis Example 3: Synthesis of Compound A7

[0116]

[0117] Add 100mmol of 2-boronic acid methyl benzoate, 100mmol of 2-bromo-4-chlorophenol, 41.4g of potassium carbonate (300mmol), 800ml of tetrahydrofuran (THF) and 200ml of water in the reaction flask, and add 1mol% tetrahydrofuran (THF) (Triphenylphosphine) palladium (Pd(PPh 3 ) 4 ). React at 120°C for 12h. After the reaction was completed, the reaction was stopped, the reactant was cooled to room temperature, water was added, and the organic phase was concentrated to obtain a white solid, which was filtered and washed with water. The obtained solid was recrystallized and purified with toluene to obtain a white powder M1. Among them, Pd(PPh 3 ) 4 The added amount of 2-bromo-4-chlorophenol is 1mol%.

[0118] Add 100mmol of M1 and 200ml of THF into the reaction flask, add 220mmol of methylmagnesium bromide dropwise at 0°C, after the dropwise addition is completed, rise to room temperature and react for 12h...

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Abstract

The invention provides a compound shown as a general formula (I), which can be used for a hole transport material. The compound has a parent structure of difluorene substituted arylamine, is high in bond energy between atoms, has good thermal stability, is beneficial to intermolecular solid accumulation, is strong in hole transition capability, and can effectively reduce device voltage and prolongthe service life of the material when being used as a hole transport material. The invention further provides an organic light-emitting device and a display device containing the compound shown in the general formula (I).

Description

technical field [0001] The invention relates to the technical field of organic light-emitting display, in particular to a compound, a hole transport material and an organic electroluminescent device. Background technique [0002] Electroluminescence (EL) refers to the phenomenon that luminescent materials emit light under the action of an electric field and are excited by current and electric field. It is a luminescence process that directly converts electrical energy into light energy. Organic electroluminescent display (hereinafter referred to as OLED) has a series of advantages such as self-luminescence, low-voltage DC drive, full curing, wide viewing angle, light weight, simple composition and process, etc. Compared with liquid crystal display, organic electroluminescent display is not It requires a backlight source, has a large viewing angle and low power, and its response speed can reach 1000 times that of a liquid crystal display, but its manufacturing cost is lower t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/61C07D307/91C07D333/76C07D209/88C07D209/86H01L51/50H01L51/54
CPCC07C211/61C07D307/91C07D333/76C07D209/88C07D209/86H10K85/615H10K85/636H10K85/633H10K85/6576H10K85/6574H10K85/6572H10K50/15
Inventor 邢其锋丰佩川孙志武胡灵峰陈跃陈雪波马艳
Owner YANTAI XIANHUA CHEM TECH CO LTD
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