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Triarylamine hole transport material and preparation method thereof

A hole-transporting material, triarylamine technology, applied in luminescent materials, chemical instruments and methods, semiconductor/solid-state device manufacturing, etc., can solve problems affecting device life and performance, easy crystallization, and low film morphological stability. The effect of improving stability, good stability and reducing energy barrier

Inactive Publication Date: 2011-09-21
HEBEI DELONGTAI CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Because aromatic amine materials have low ionization tendency, are easy to form cationic radicals (holes), and can be formed into films by vacuum evaporation, they are a kind of hole transport materials with excellent carrier mobility properties, but existing Most of the aromatic amine materials have a highly symmetrical structure, which makes the morphological stability of the film very low and easy to crystallize, thus affecting the life and performance of the device.

Method used

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  • Triarylamine hole transport material and preparation method thereof
  • Triarylamine hole transport material and preparation method thereof
  • Triarylamine hole transport material and preparation method thereof

Examples

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Embodiment 1

[0017] The triarylamine hole transport material compound of the present invention:

[0018]

[0019] The method for preparing the R group at the N position as a phenyl group is as follows:

[0020] (1) Take N,N-diphenylamine as raw material and carry out Ullmann reaction with p-bromoiodobenzene under certain conditions to synthesize N,N'-diphenyl-N,N'-bis(4-bromobenzene) Group)-1,1'-biphenyl-4,4'-diamine.

[0021] The specific preparation method is:

[0022] a) In a 1L four-necked flask, add 200 grams of acetic acid, 400 ml of water, 150 grams of sulfuric acid, and 0.4 mol of diphenylamine. Stir and cool down to 5 degrees, slowly add 0.2mol of potassium dichromate saturated aqueous solution dropwise, after the dropwise addition is complete, stir at this temperature for half an hour, then filter and wash, the crude product is recrystallized with dimethylformamide and toluene. 20 g (HPLC: 98.5%) of N,N-diphenylamine, a white-like fine product.

[0023] The specific synthesis route is a...

Embodiment 2

[0042] The triarylamine hole transport material compound of the present invention:

[0043]

[0044] The R group at the N position is the preparation method of alkylbenzene, which is basically the same as the preparation method of Example 1, except that the raw material N,N-diphenylamine in step (1) is used as alkylbenzene biphenyl. Diamine substitution.

[0045] The advantages of the triarylamine hole transport material and the preparation method thereof of the present invention are as follows:

[0046] 1. The triarylamine hole transport material of the present invention has changed the disadvantages of low crystallinity of conventional hole transport materials, and the material is not conducive to crystallization. It can form a better amorphous state during the evaporation process, which is conducive to film shape. The appearance is flat, which improves the coating yield and reduces the cost.

[0047] 2. The catalyst used in the preparation method of the triarylamine hole transport...

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Abstract

The invention provides a high-stability triarylamine hole transport material capable of providing brightness efficiency and service life of a device, and a preparation method thereof. The triarylamine hole transport material provided by the invention comprises a compound N,N'-diphenyl-N,N'-di(4-(9H-carbazolyl)biphenyl)-1,1'-biphenyl-4,4'-diamine. Since the inside of the triarylamine hole transport material does not contain a high-symmetry structure and can enhance the amorphous stability of the film, the triarylamine hole transport material can enhance the transport rate of the holes in the device and effectively obstruct electrons to the inside of the luminescent layer when being used as a hole transport layer in an organic electroluminescent device, thereby implementing the maximum compounding of the current carrier, reducing the energy barrier of the holes in the implantation process and further improving the brightness efficiency and service life of the device.

Description

Technical field [0001] The invention relates to an organic light emitting material and a preparation method thereof, in particular to a triarylamine hole transport material and a preparation method thereof. Background technique [0002] At present, organic electroluminescent devices are more and more widely used in flat-panel color displays. Since Kodak's Tang CW successfully realized low-drive luminescence using double-layer organic devices, researchers have made a lot of progress in the field of organic electroluminescent materials. It can be said that light-emitting devices have entered the eve of commercialization of large-screen displays. [0003] At present, the focus of hole materials research is on improving the luminous efficiency and increasing the stability of the device, while reducing the hole injection barrier of hole transport materials and increasing the carrier mobility are an important means to improve luminous efficiency. At the same time, A large number of stud...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D209/86H01L51/50H01L51/54
Inventor 刘宝军孙英杰
Owner HEBEI DELONGTAI CHEM
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