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Application of dehydroabietic acid based arylamine compound as hole transport material

A hole transport material and technology of abietic acid-based arylamine, which is applied to high-efficiency dehydroabietate-based arylamine compound hole transport material and the application field of organic electroluminescent devices, and can solve problems such as short lifespan of organic light-emitting diodes , to achieve the effect of good film stability, excellent performance and good thermal stability

Active Publication Date: 2013-05-01
INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, organic light-emitting diodes have a short lifespan, so methods to extend the lifespan of OLED materials have attracted widespread attention in recent years.

Method used

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  • Application of dehydroabietic acid based arylamine compound as hole transport material
  • Application of dehydroabietic acid based arylamine compound as hole transport material
  • Application of dehydroabietic acid based arylamine compound as hole transport material

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preparation example Construction

[0039] The synthetic method of the compound of the present invention comprises the following methods: in the presence of nitrogen, with

[0040] and bromide R 1 Br is the starting material, palladium acetate is the catalyst, organic base and organic phosphine are the co-catalysts, and the C-N coupling reaction is carried out in an organic solvent to obtain the dehydroabietic acid diarylamine compound (II), and then the dehydroabietic acid diarylamine compound (II) is Aromatic amine compounds and bromides R 2 Br undergoes C-N coupling reaction to obtain dehydroabietic acid-based triarylamine compound (Ⅲ)

[0041] 13-amine-deisopropyl dehydroabietic acid methyl ester used in the present invention, 12-amine-dehydroabietic acid methyl ester, 14-amine-dehydroabietic acid methyl ester are to be raw material with dehydroabietic acid, through Ester, nitration, reduction reaction, according to the method of literature [M.A.Esteves, N....Narender, J....Nat....Prod....64(2001)761--76...

Embodiment 1

[0050] The organic electroluminescence thin film device (1) prepared by the above method has a structure of

[0051] ITO / L1(50nm) / Alq3(50nm) / LiF(0.8nm) / Al(80nm), invented bright blue light (peak wavelength is 366nm), the maximum luminous brightness exceeds 6200cd / m 2 ; When the operating voltage is 8.8V, the maximum luminous efficiency is 3.2cd / A.

Embodiment 2

[0053] The organic electroluminescent thin film device (2) prepared by the above method has a structure of

[0054] ITO / L6(50nm) / Alq3(50nm) / LiF(0.8nm) / Al(80nm), invented bright blue light (peak wavelength is 376nm), the maximum luminous brightness exceeds 8872cd / m 2 ; When the operating voltage is 8.8V, the maximum luminous efficiency is 2.4cd / A.

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Abstract

The invention discloses an application of dehydroabietic acid based arylamine as a hole transport material. The compound is constructed based on an aromatic ring. A structural formula of the compound is as Formula (I) as shown in the specification, wherein R1 is one of -H, methoxyl and methyl, and R2 is one of phenyl, quinolyl, naphthyl, anthryl, xenyl, and aryl with electron donating substituents or electron-withdrawing substituents. The hole transport material has very good thermostability, and very high hole transport efficiency, and a thin film can maintain an amorphous state for a long time after vacuum film forming. The molecule material can be applied to an organic electroluminescence device.

Description

technical field [0001] The invention belongs to the technical field of organic functional molecular materials and organic light-emitting materials, and in particular relates to a class of high-efficiency dehydroabietic acid-based arylamine compound hole transport materials and its application in organic electroluminescent devices. Background technique [0002] Organic Light Emitting Diodes (OLEDs) have attracted widespread attention due to their broad application prospects in flat panel color displays. OLED light-emitting and display devices are usually multi-layer composite materials, which usually include cathode, anode, light-emitting material, light-emitting layer doping material, electron injection / transport / blocking material and hole transport / blocking material, etc. In 1987, researchers such as Tang first designed OLED devices using triarylamine compounds as hole transport materials (HTM) ([1] CW Tang, et al., ApplPhysLett, 1987, 51, 913). In recent years, triarylami...

Claims

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Application Information

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IPC IPC(8): C07C229/50C07C227/18C09K11/06H01L51/54
Inventor 高宏宋湛谦商士斌王丹宋杰
Owner INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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