A compound, organic optoelectronic device and electronic device

A technology for organic optoelectronic devices and electronic equipment, applied in organic chemistry, circuits, electrical components, etc., can solve the problems of device electron and hole mobility imbalance, device efficiency and life decline, and exciton formation efficiency. Effects of improved current efficiency, improved device lifetime, improved ability to inject and transport electrons

Active Publication Date: 2021-11-23
WUHAN TIANMA MICRO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Once the electron transport material is crystallized, the intermolecular charge transition mechanism will be different from the normal operation of the amorphous film mechanism, resulting in a decrease in the performance of electron transport, resulting in an imbalance in the mobility of electrons and holes in the entire device, and the formation of excitons. The efficiency is greatly reduced, and the formation of excitons will be concentrated at the interface between the electron transport layer and the light-emitting layer, resulting in a serious decrease in device efficiency and lifetime

Method used

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  • A compound, organic optoelectronic device and electronic device
  • A compound, organic optoelectronic device and electronic device
  • A compound, organic optoelectronic device and electronic device

Examples

Experimental program
Comparison scheme
Effect test

preparation example 1

[0088] Synthesis of Preparation Example 1 Compound P1

[0089]

[0090] (1) In a 250mL round bottom flask, mix P1-1 (15mmol) and potassium acetate (40mmol) with dry 1,4-dioxane (60mL), Pd(PPh 3 ) 2 Cl 2 (0.4mmol) and pinacol diboronate (35mmol) 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.

[0091] (2) In a 250mL round bottom flask, P1-2 (10mmol), 2-chloro-4,6-diphenyl-1,3,5-triazine (25mmol) and Pd(PPh 3 ) 4 (0.3mmol) was added to a mixture of toluene (30mL) / ethanol (20mL) and potassium carbonate (12mmol) aqueous solution (10mL), and the reaction was refluxed under nitrogen atmosp...

preparation example 2

[0094] Synthesis of Preparation Example 2 Compound P2

[0095]

[0096] (1) In a 250mL round bottom flask, mix P2-1 (15mmol) and potassium acetate (20mmol) with dry 1,4-dioxane (60mL), Pd(PPh 3 ) 2 Cl 2 (0.4mmol) and pinacol diboronate (20mmol) 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 P2-2.

[0097] (2) In a 250mL round bottom flask, P2-2 (10mmol), 2-chloro-4,6-diphenyl-1,3,5-triazine (15mmol) and Pd(PPh 3 ) 4 (0.3mmol) was added to a mixture of toluene (30mL) / ethanol (20mL) and potassium carbonate (12mmol) aqueous solution (10mL), and the reaction was refluxed under nitrogen atmosph...

preparation example 3

[0100] Synthesis of Preparation Example 3 Compound P7

[0101]

[0102] (1) In a 250mL round bottom flask, mix P7-1 (15mmol) and potassium acetate (40mmol) with dry 1,4-dioxane (60mL), Pd(PPh 3 ) 2 Cl 2 (0.4mmol) and pinacol diboronate (35mmol) 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.

[0103] (2) In a 250mL round bottom flask, P7-2 (10mmol), 2-chloro-4,6-diphenyl-1,3,5-triazine (25mmol) and Pd(PPh 3 ) 4 (0.3mmol) was added to a mixture of toluene (30mL) / ethanol (20mL) and potassium carbonate (12mmol) aqueous solution (10mL), and the reaction was refluxed under nitrogen atmos...

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Abstract

The invention relates to a compound, an organic photoelectric device and an electronic device, the compound has a structure represented by formula I. The compound provided by the present invention contains adamantane and N-hetero-containing group A at the same time. The unit composition of adamantane is cyclohexane in a chair configuration. The entire ring system has symmetry and rigidity, which is beneficial to reduce the sublimation temperature and reduce the Transition temperature; o-phenanthroline, pyridine, pyrimidine or triazine are excellent electron-deficient planar groups, which make molecules tend to be planar, and coordinate with adamantane, which is beneficial to molecular stacking and electronic coupling. Therefore, the compound of the present invention has suitable HOMO and lower LUMO value, can improve the ability of electron injection and transport, and has higher triplet energy level E T , high electron mobility, excellent thermal stability and film stability are beneficial to improve device performance.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescence, in particular to a compound, an organic photoelectric device and electronic equipment. Background technique [0002] The electron transport material used in conventional organic electroluminescent (OLED) devices is Alq 3 , but Alq 3 The electron mobility is relatively low (about l0 -6 cm 2 / Vs), which makes the electron transport and hole transport of the device unbalanced. With the commercialization and practical application of electroluminescent devices, people hope to obtain electron transport layer (ETL) materials with higher transmission efficiency and better performance. In this field, researchers have done a lot of exploratory work. [0003] There are many electron transport materials used in the market, such as batho-phenanthroline (BPhen), bathocuproine (BCP) and 3,3'-[5'-[3-(3-pyridyl )phenyl][1,1':3',1"-terphenyl]-3,3"-diyl]dipyridine (TmPyPB), which can genera...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D251/24C07D401/04C07D403/04C07D405/04C07D405/10C07D409/04C07D471/04H01L51/54
CPCC07D251/24C07D471/04C07D401/04C07D405/10C07D405/04C07D403/04C07D409/04H10K85/653H10K85/626H10K85/655H10K85/615H10K85/654H10K85/6572
Inventor 代文朋高威牛晶华张磊
Owner WUHAN TIANMA MICRO ELECTRONICS CO LTD
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