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Hole injection material for organic light-emitting device, as well as preparation method and application thereof

A technology of hole injection materials and electroluminescent devices, which is applied in the fields of electrical solid devices, semiconductor/solid device manufacturing, electrical components, etc. It can solve the problems of large film roughness, achieve good thermal stability, and reduce energy consumption for preparation , Improve the effect of organic solubility

Inactive Publication Date: 2013-09-25
SOUTH UNIVERSITY OF SCIENCE AND TECHNOLOGY OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The purpose of the present invention is to overcome the problem that the excessive crystallization of the traditional phthalocyanine molecular film causes the film roughness to be too large

Method used

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  • Hole injection material for organic light-emitting device, as well as preparation method and application thereof
  • Hole injection material for organic light-emitting device, as well as preparation method and application thereof
  • Hole injection material for organic light-emitting device, as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Dissolve 8 g of raw material 4-methylphthalonitrile in 300 ml of carbon tetrachloride, add 10 g of bromosuccinimide and 10 mg of benzoyl peroxide.

[0029] The prepared solution was heated to reflux for 12 hours, and then carbon tetrachloride was distilled for repeated use.

[0030] The remaining solvent was evaporated to dryness with a rotary evaporator, and the obtained raw material was dried under vacuum and dissolved in 150 ml of tetrahydrofuran, and 7.5 g of triphenylphosphine was added, heated at 40 °C for 8 hours, cooled to room temperature, added with 150 ml of ether, filtered through The formed solid matter was washed with diethyl ether, and the obtained product was recrystallized with a dichloromethane / hexane mixed solvent to obtain 4-phosphorus bromide phthalonitrile.

[0031]Dissolve 4-phosphorus bromide phthalonitrile in 10 ml of formaldehyde aqueous solution (38%), add 0.5 g of potassium carbonate at 0 °C, the reactant quickly becomes colorless, and the 4-...

Embodiment 2

[0035] Carry out according to the mode of embodiment 1, difference is to replace cupric chloride with zinc chloride.

Embodiment 3

[0037] Carry out according to the mode of embodiment 1, difference is to replace cupric chloride with nickel chloride.

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Abstract

The invention relates to a hole injection material for an organic light-emitting device. During a material synthesis process, a straight-chain paraffin group is introduced in the alpha-site of the traditional phthalocyanine ring structure, and different metal substituted ions are used at the centre of the phthalocyanine ring. The hole injection material disclosed by the invention is obtained by performing alkyl substitution on the alpha-site of metal phthalocyanine, simple and convenient to synthesize and purify, and easy to industrially produce in a large scale. Moreover, the pi-conjugated system accumulation of material molecules after film-forming is enhanced, and the carrier migration rate of the material is increased by modifying the interaction force among alkyl groups; a part of isomers can be formed during a synthesis process of alpha-tetra-alkyl substituted phthalocyanine, so that the defect of too high film roughness caused by excessive crystallization during the traditional phthalocyanine molecule film-forming process can be prevented.

Description

technical field [0001] The invention relates to a material for an organic electroluminescent device, in particular to a hole injection material for a high-performance organic electroluminescent device. The invention also relates to the preparation method of the hole injection material and its application in organic electroluminescent devices. Background technique [0002] According to the working characteristics of organic electroluminescent devices (OLEDs) (see figure 1 ), the organic electroluminescence process is completed by the following steps: (1) carrier injection, electrons and holes are injected from the cathode and anode to the organic functional thin film layer between the inner sides of the electrodes; (2) carrier migration, Carriers migrate from the electron transport layer ETL and the hole transport layer HTL to the light-emitting layer ELL; (3) the generation of excitons, holes and electrons meet in the light-emitting layer ELL, and bind each other to genera...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D487/22H01L51/54
CPCC07D487/22H10K85/311H10K50/17
Inventor 许宗祥
Owner SOUTH UNIVERSITY OF SCIENCE AND TECHNOLOGY OF CHINA
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