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Compound based on biphenylamine and application thereof as well as organic electroluminescent device

A dibenzidine and compound technology, applied in the field of organic electroluminescent materials, can solve the problems of high preparation energy consumption, affect device efficiency, poor thermal stability, etc., and achieve high luminous efficiency, high luminous purity, and good thermal stability. Effect

Inactive Publication Date: 2018-11-23
SHANGHIA TAOE CHEM TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Traditional hole injection materials, such as copperphthalocyanine (CuPc), are slow to degrade, consume high energy for preparation, are not conducive to environmental protection, and they absorb light, which affects the efficiency of devices
The original hole transport materials such as NPB have poor thermal stability, which also greatly affects the life of the device.

Method used

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  • Compound based on biphenylamine and application thereof as well as organic electroluminescent device
  • Compound based on biphenylamine and application thereof as well as organic electroluminescent device
  • Compound based on biphenylamine and application thereof as well as organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Synthetic route of compound 4

[0046]

[0047] The synthetic method of compound 4

[0048] In the flask, add 4-methyl-N-(4-methyl[1,1'-biphenyl]-3-yl)-[1,1'-biphenyl]-3-amine (3g, 8.6mmol), 9,9-diphenyl-2-bromofluorene (3.4g, 8.6mmol), sodium tert-butoxide (2g, 20mmol), palladium acetate (0.1g), X-phos (0.3g), toluene (30 mL), heated to reflux under nitrogen protection for 5 hours, cooled, and the solvent was removed. The crude product was purified by column chromatography to obtain 4.5 g with a yield of 79%.

[0049] The synthesis method of other examples is consistent with that of compound 4, all of which use diphenylidine as a raw material, and then react with other brominated compounds, as shown in Table 1 below:

[0050] Table 1

[0051]

Embodiment 6-10

[0053] Fabrication of Organic Electroluminescent Devices

[0054] Preparation of OLEDs using the compounds of the Examples

[0055] First, the transparent conductive ITO glass substrate 110 (with anode 120 on it) (China CSG Group Co., Ltd.) is washed in sequence with deionized water, ethanol, acetone and deionized water, and then treated with oxygen plasma for 30 seconds.

[0056] Then, PEDOT:PSS (polyethylenedioxythiophene-poly(styrene sulfonate)) with a thickness of 45 nm was spin-coated on the ITO as the hole injection layer 130, and dried at 150° C. for 30 minutes.

[0057] Then, the compound of the present invention was vapor-deposited as the hole transport material 140 on the hole injection layer to a thickness of 40 nm.

[0058] Then, a luminescent layer 150 with a thickness of 30nm is evaporated on the electron blocking layer, wherein CBP is the host luminescent material, and the weight ratio is 8% of Ir(ppy) 3 As a phosphorescent doping guest material.

[0059] The...

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PUM

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Abstract

The invention provides a compound based on biphenylamine. The compound has the following structural formula: the formula is shown in the description. The compound has relatively good thermal stability, high light-emitting efficiency and high light-emitting purity and can be applied to the fields of organic electroluminescent devices, solar cells, organic thin film transistors or organic photoreceptors; the organic electroluminescent device produced by adopting the compound based on the biphenylamine has the advantages of good electroluminescent efficiency, excellent color purity and long service life.

Description

technical field [0001] The invention relates to the field of organic electroluminescent materials, in particular to a compound based on diphenylidine and its application, and also relates to an organic electroluminescent device. Background technique [0002] Organic electroluminescent devices (OLEDs) are devices prepared by depositing a layer of organic materials between two metal electrodes by spin coating or vacuum evaporation. A classic three-layer organic electroluminescent device includes a hole transport layer, emissive layer and electron transport layer. The holes generated by the anode are combined with the electrons generated by the cathode through the hole transport layer to form excitons in the light emitting layer through the hole transport layer, and then emit light. Organic electroluminescent devices can be adjusted to emit various required lights by changing the material of the light-emitting layer as required. [0003] As a new type of display technology, o...

Claims

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Application Information

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IPC IPC(8): C07C211/61C07D307/91C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07C211/61C07D307/91C07C2603/18C09K2211/1011C09K2211/1007C09K2211/1088H10K85/624H10K85/626H10K85/615H10K85/6574H10K50/15H10K50/16H10K50/18H10K50/11Y02E10/549
Inventor 黄锦海
Owner SHANGHIA TAOE CHEM TECH CO LTD
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