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Organic material and application thereof in organic electroluminescence device (OELD)

An organic material, electromechanical technology, applied in the field of organic electroluminescence display, can solve the problems of reducing the cost of OLED, disadvantage, increasing the complexity of the device manufacturing process, etc.

Active Publication Date: 2012-10-24
TSINGHUA UNIV +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Devices based on this hybrid electron transport layer have improved efficiency and lifetime, but increase the complexity of the device manufacturing process, which is not conducive to reducing the cost of OLEDs

Method used

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  • Organic material and application thereof in organic electroluminescence device (OELD)
  • Organic material and application thereof in organic electroluminescence device (OELD)
  • Organic material and application thereof in organic electroluminescence device (OELD)

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0093] Preparation of intermediates:

[0094] Synthesis of 9,10-(3,5-dibromophenyl)anthracene

[0095]

[0096] Under argon protection, 31.5g of 1,3,5-tribromobenzene (molecular weight 314.80, 0.1mol) and 500ml of THF (first dried with KOH, then refluxed with Na for 12 hours) were successively added into a reaction flask. Equipped with a magnetic stirrer, cool down to -78°C in acetone well, keep the temperature, add 40ml of BuLi (2.5mol / L) dropwise, finish dripping in 30 minutes, raise the temperature to -40°C, then cool down to -78°C, add 10.5g Anthraquinone (molecular weight 210.23, 0.05mol), naturally warmed to room temperature, removed the ice bath, stirred at room temperature for 30 minutes, then added 300ml of deionized water, stirred for 30 minutes, separated, dried with magnesium sulfate for 6 hours, and evaporated to dryness of the organic phase to obtain a brown color The solid was separated by column chromatography (silica gel, developing solvent: hexane) to obt...

Embodiment 1

[0105] Embodiment 1: the synthesis of compound 1-1

[0106]

[0107] Under argon protection, add (A-2) 4.88g (molecular weight 488.21, 0.01mol), 3-pyridine boric acid 3.69g (molecular weight 122.92, 0.03mol), 0.107g gram of palladium chloride (molecular weight 177.4, 0.0006mol in total), 0.3144g triphenylphosphine (molecular weight 262, 0.0012mol in total), 8.28g potassium carbonate, 100ml toluene, 80ml 95% ethanol, 100ml water. Stir and heat up to reflux, and monitor the reaction process with a TLC plate. After reacting for 6 hours, the temperature was lowered slightly, 100ml of toluene was added, the catalyst was removed by filtration, and the solid was washed with 20ml of toluene. The liquid was separated, the organic layer was washed with water, and the aqueous layer was extracted once with dichloromethane. The organic layers were combined, dried with magnesium sulfate and evaporated to dryness, separated by column chromatography (silica gel, developer: n-hexane:ethyl...

Embodiment 2

[0109] Embodiment 2: the synthesis of compound 1-3

[0110]

[0111] Under argon protection, add (A-2) 4.88g (molecular weight 488.21, 0.01mol), 4-pyridine boric acid 3.69g (molecular weight 122.92, 0.03mol), 0.107g gram of palladium chloride (molecular weight 177.4, 0.0006mol in total), 0.3144g triphenylphosphine (molecular weight 262, 0.0012mol in total), 8.28g potassium carbonate, 100ml toluene, 80ml 95% ethanol, 100ml water. Stir and heat up to reflux, and monitor the reaction process with a TLC plate. After reacting for 6 hours, the temperature was lowered slightly, 100ml of toluene was added, the catalyst was removed by filtration, and the solid was washed with 20ml of toluene. The liquid was separated, the organic layer was washed with water, and the aqueous layer was extracted once with dichloromethane. The organic layers were combined, dried with magnesium sulfate and evaporated to dryness, separated by column chromatography (silica gel, developer: n-hexane:ethyl...

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Abstract

The invention relates to an organic material and an organic electroluminescence device (OELD) containing the organic material. The general formula of the structure of the material is shown on the right, wherein, R1-R4 are respectively and independently selected from hydrogen atoms, alkyl with 1-4 carbon atoms, cycloalkane with 5-8 carbon atoms, aromatic groups with 6-24 carbon atoms and heterocyclic aromatic groups with 5-24 carbon atoms; R5 is selected from condensed ring aromatic groups with 6-24 carbon atoms or heterocyclic aromatic groups with 5-24 carbon atoms. The organic material of the invention can be used as an electron transport layer in the OELD.

Description

technical field [0001] The invention relates to a novel organic material and its application in organic electroluminescence devices, belonging to the technical field of organic electroluminescence display. Background technique [0002] The electron transport material traditionally used in electroluminescent devices is Alq 3 , but Alq 3 The electron mobility is relatively low (about 10 -6 cm 2 / Vs). In order to improve the electron transport performance of electroluminescent devices, researchers have done a lot of exploratory research work. In the U.S. patents (publication numbers US 2006 / 0204784 and US 2007 / 0048545), Kodak mentioned a hybrid electron transport layer, using a material with a low LUMO energy level and another electron transport material with a low light-up voltage and other Materials such as metal materials are doped. Devices based on this hybrid electron transport layer have improved efficiency and lifetime, but increase the complexity of the device man...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D213/04C07F7/10H01L51/54
Inventor 邱勇李银奎陈晓伟
Owner TSINGHUA UNIV