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Hole transport material with excellent performance and organic electroluminescent device containing hole transport material

A hole transport material and luminescent technology, which is applied in the direction of electric solid devices, electrical components, organic chemistry, etc., can solve the problems of destroying the interface contact of the hole transport layer, destroying the uniformity of the film, and reducing the life of the device, so as to improve the hole The effect of increasing the hole migration rate, reducing energy consumption, and reducing the driving voltage

Pending Publication Date: 2021-05-04
NANJING TOPTO MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This crystallization will destroy the uniformity of the film, and at the same time destroy the good interfacial contact between the hole transport layer, the anode and the organic layer, resulting in a decrease in the lifetime of the device

Method used

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  • Hole transport material with excellent performance and organic electroluminescent device containing hole transport material
  • Hole transport material with excellent performance and organic electroluminescent device containing hole transport material
  • Hole transport material with excellent performance and organic electroluminescent device containing hole transport material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054]

[0055] The preparation method of the hole transport material (3) is as follows:

[0056] (1)

[0057]

[0058]Under nitrogen protection, compound 1-a (1.0g, 295.15g / mol, 3.4mmol), 1-b (1.1eq, 0.3g, 80.80.13g / mol, 3.74mmol) was dissolved in dioxane (20ml) , then KHMDS (2.5eq, 8.51mmol) 0.5M toluene solution (17ml) was slowly added dropwise, the temperature was raised to 90°C for 25h, cooled, the reaction solution was filtered, the filtrate was rotary evaporated, and purified by column chromatography to obtain compound 1-c (0.76g, yield 72.3%), MS (EI): 308 (M + );

[0059] (2)

[0060]

[0061] Under nitrogen protection, compound 1-c (0.6g, 309.20g / mol, 1.95mmol), compound 1-d (1.1eq, 0.69g, 321.41g / mol, 2.14mmol), sodium tert-butoxide (1.1eq, 0.21g, 96.1g / mol, 2.14mmol), tris(dibenzylideneacetone)dipalladium (0.05eq, 0.089g, 915g / mol, 0.097mmol), tri-tert-butylphosphine (0.05eq, 0.02g, 202.32 g / mol, 0.097mol), toluene (12ml) was added to the reaction fla...

Embodiment 2

[0063]

[0064] The preparation method of the hole transport material (10) is as follows:

[0065]

[0066] Under nitrogen protection, compound 2-a (1g, 309.20g / mol, 3.25mmol), compound 2-b (1.1eq, 1.29g, 361.48g / mol, 3.57mmol), sodium tert-butoxide (1.1eq, 0.34 g, 96.1g / mol, 3.57mmol), tris(dibenzylideneacetone)dipalladium (0.05eq, 0.15g, 915g / mol, 0.16mmol), tri-tert-butylphosphine (0.05eq, 0.032g, 202.32g / mol, 0.16mol), toluene (20ml) were added in the reaction flask, after the addition was completed, the temperature was raised to reflux for 5 hours, after the reaction was completed, the temperature was lowered to room temperature, and 20ml of water was added and stirred for 15 minutes to obtain the filtrate, which was filtered through diatomaceous earth The organic phase was obtained by liquid separation, and the organic phase was dried with anhydrous magnesium sulfate and then spin-dried, and purified by column chromatography to obtain a hole transport material (10...

Embodiment 3

[0068]

[0069] The preparation method of hole transport material (16) is as follows:

[0070]

[0071] Under nitrogen protection, compound 3-a (1g, 309.20g / mol, 3.25mmol), compound 3-b (1.1eq, 1.46g, 410.51g / mol, 3.57mmol), sodium tert-butoxide (1.1eq, 0.34 g, 96.1g / mol, 3.57mmol), tris(dibenzylideneacetone)dipalladium (0.05eq, 0.15g, 915g / mol, 0.16mmol), tri-tert-butylphosphine (0.05eq, 0.032g, 202.32g / mol, 0.16mol), toluene (20ml) were added in the reaction flask, after the addition was completed, the temperature was raised to reflux for 5 hours, after the reaction was completed, the temperature was lowered to room temperature, and 20ml of water was added and stirred for 15 minutes to obtain the filtrate, which was filtered through diatomaceous earth The organic phase was obtained by liquid separation, and the organic phase was dried with anhydrous magnesium sulfate and then spin-dried, and purified by column chromatography to obtain a hole transport material (16) (1...

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Abstract

The invention discloses a hole transport material with excellent performance and an organic electroluminescent device containing the hole transport material, the structural formula of the hole transport material is shown in the specification, in the structural formula, R1 and R2 are respectively and independently substituted or unsubstituted C6-C30 aromatic alkyl and substituted or unsubstituted C5-C30 heteroaromatic alkyl; Ar is substituted or unsubstituted C6-C30 aromatic alkyl; when the hole transport material is applied to the organic electroluminescent device, the luminous efficiency is improved to a certain extent under the same current density, the starting voltage of the device is reduced, the power consumption of the device is relatively reduced, and the service life of the device is correspondingly prolonged.

Description

technical field [0001] The invention relates to the field of organic electroluminescent materials, in particular to a hole transport material with excellent performance and an organic electroluminescent device containing the material. Background technique [0002] Organic light-emitting devices (organic light-emitting devices), also known as organic light-emitting diodes (organic light-emitting diodes), referred to as OLEDs, is an all-solid-state flat-panel display technology developed in the 1980s. Organic electroluminescence refers to the phenomenon that organic semiconductor materials emit light through carrier injection, transport, recombination to form excitons and exciton decay under the drive of an electric field. Displays made according to this light-emitting principle are called OLEDs. [0003] In OLEDs, the function of the hole transport layer is to improve the transport efficiency of holes in the device and block electrons in the light-emitting layer to achieve th...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/61C07C209/10C07D209/86C07D209/88C07D307/91H01L51/50H01L51/54
CPCC07C211/61C07D307/91C07D209/86C07D209/88C07C2603/94C07C2603/18H10K85/622H10K85/615H10K85/624H10K85/636H10K85/633H10K85/6574H10K85/6572H10K50/15
Inventor 钱超许军
Owner NANJING TOPTO MATERIALS CO LTD
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