Compound, organic photoelectric device and electronic equipment

A technology of 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 reduction, electron transport performance reduction, etc., to achieve current Efficiency improvement, device lifetime improvement, and the effect of improving the ability of electron injection and transport

Active Publication Date: 2020-04-21
WUHAN TIANMA MICRO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

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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  • Compound, organic photoelectric device and electronic equipment
  • Compound, organic photoelectric device and electronic equipment
  • Compound, organic photoelectric device and electronic equipment

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 electronic equipment. The compound has a structure shown as a formula I in the specification. The compound provided by the invention simultaneously contains adamantane and a group A containing N-hetero, the composition of adamantane is chair-form conformational cyclohexane, and the whole ring system has symmetry and rigiditycharacteristics, which is beneficial to reduce the sublimation temperature and lower the glass-transition temperature; phenanthroline, pyridine, pyrimidine or triazine and the like are excellent electron-deficient planar groups, and the groups enable molecules to tend to be planar and are matched with adamantane, so that stacking and electron coupling of the molecules are facilitated. Therefore, the compound provided by the invention has an appropriate HOMO value and a relatively low LUMO value, can improve the electron injection and transmission capability, has relatively high triplet state energy level ET, high electron mobility, excellent thermal stability and film stability, and is beneficial to improve the 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 Applications(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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