Organic compound and application thereof

A technology of organic compounds and compounds, applied in organic chemistry, electrical solid devices, semiconductor devices, etc., can solve problems such as blocked entrances, difficult to control evaporation rate, small molecular weight, etc., to maintain injection and movement capabilities, and suppress drift drives Effect of voltage rise and suppression of metal movement

Pending Publication Date: 2021-12-03
WUHAN TIANMA MICRO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In order to receive electrons from the cathode, a quantum-calculated LUMO energy of about 1.6-2.2eV is required. Compared with single-coordinated or non-coordinated electron-transport layer materials, double-coordinated electron-transport layer materials have stronger stability. and longer lifespan, but further improvements are needed in terms of lifespan
In the prior art, the most used double coordination compound is mainly o-phenanthroline (Phenanthroline). Because of its small molecular weight, it is difficult to control the evaporation rate, and it has a planar molecular structure, and the intermolecular attraction is large. During the process, it may block the entrance of the crucible or cause a lot of material to accumulate on the baffle on the inner wall of the cavity, which is not conducive to the production process

Method used

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  • Organic compound and application thereof
  • Organic compound and application thereof
  • Organic compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0085] The synthesis of organic compound P1, its structure is as follows:

[0086]

[0087] Its preparation method specifically comprises the following steps:

[0088]

[0089] 1) In a 100 mL round bottom flask, mix P1-1 (15 mmol) and potassium acetate (30 mmol) with dry 1,4-dioxane (60 mL), Pd(PPh 3 ) 2 Cl 2 (0.50 mmol) and pinacol diboronate (35 mmol) were mixed, and stirred at 90° C. under a nitrogen atmosphere for 48 hours. The resulting intermediate was cooled to room temperature, added to water, and filtered through a pad of celite. The filtrate was extracted with dichloromethane, washed with water, and dried over anhydrous magnesium sulfate. After filtration and evaporation, the crude product was purified by silica gel column chromatography. The product yields intermediate P1-2.

[0090] 2) In a 100 mL round bottom flask, mix P1-2 (15 mmol), P1-3 (15 mmol) and potassium carbonate (30 mmol) with dry THF (60 mL), NiCl 2 (dppe) (0.50 mmol) was mixed and stirred ...

Embodiment 2

[0096] The synthesis of organic compound P7, its structure is as follows:

[0097]

[0098] Its preparation method specifically comprises the following steps:

[0099]

[0100] 1) In a 100 mL round bottom flask, mix P7-1 (15 mmol) and potassium acetate (30 mmol) with dry 1,4-dioxane (60 mL), Pd(PPh 3 ) 2 Cl 2 (0.50 mmol) and pinacol diboronate (35 mmol) were mixed, and stirred at 90° C. under a nitrogen atmosphere for 48 hours. The resulting intermediate was cooled to room temperature, added to water, and filtered through a pad of celite. The filtrate was extracted with dichloromethane, washed with water, and dried over anhydrous magnesium sulfate. After filtration and evaporation, the crude product was purified by silica gel column chromatography. The product yielded intermediate P7-2.

[0101] 2) In a 100 mL round bottom flask, mix P7-2 (15 mmol), P7-3 (15 mmol) and potassium carbonate (30 mmol) with dry THF (60 mL), NiCl 2 (dppe) (0.50 mmol) was mixed and stirred...

Embodiment 3

[0107] The synthesis of organic compound P44, its structure is as follows:

[0108]

[0109] Its preparation method specifically comprises the following steps:

[0110]

[0111] 1) In a 100 mL round bottom flask, mix P44-1 (15 mmol) and potassium acetate (30 mmol) with dry 1,4-dioxane (60 mL), Pd(PPh 3 ) 2 Cl 2 (0.50 mmol) and pinacol diboronate (35 mmol) were mixed, and stirred at 90° C. under a nitrogen atmosphere for 48 hours. The resulting intermediate was cooled to room temperature, added to water, and filtered through a pad of celite. The filtrate was extracted with dichloromethane, washed with water, and dried over anhydrous magnesium sulfate. After filtration and evaporation, the crude product was purified by silica gel column chromatography. The product yielded intermediate P44-2.

[0112] 2) In a 100 mL round bottom flask, mix P44-2 (15 mmol), P44-3 (15 mmol) and potassium carbonate (30 mmol) with dry THF (60 mL), NiCl 2 (dppe) (0.50 mmol) was mixed and st...

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Abstract

The invention provides an organic compound and an application thereof, the compound structure provided by the invention can be stably combined with metal or a metal organic complex, and metal movement during device driving is inhibited, so that the injection and movement capability of charges is maintained, and the rising of drift driving voltage and the reduction of the service life of the device are inhibited.

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescence, and relates to an organic compound and its application. Background technique [0002] In organic electroluminescent devices, the stability of the electron transport layer is related to the efficiency and service life of the entire device, and the materials used for the electron transport layer should avoid absorbing visible light. In order to receive electrons from the cathode, a quantum-calculated LUMO energy of about 1.6-2.2eV is required. Compared with single-coordinated or non-coordinated electron-transport layer materials, double-coordinated electron-transport layer materials have stronger stability. Sex and longer life, but life also needs further improvement. In the prior art, the most used double coordination compound is mainly o-phenanthroline (Phenanthroline). Due to its small molecular weight, it is difficult to control the evaporation rate, and it has a planar mol...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D519/00H01L51/54H01L51/50
CPCC07D519/00H10K85/636H10K85/6565H10K85/654H10K85/6574H10K85/657H10K85/6572H10K50/16
Inventor 高威代文朋张磊翟露冉佺黄高军
Owner WUHAN TIANMA MICRO ELECTRONICS CO LTD
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