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Aromatic amine derivative and organic electroluminescent device thereof

A luminescent and electromechanical technology, applied in the field of aromatic amine compounds and organic electroluminescent devices, can solve the problems of easy crystallization and high glass transition temperature of compounds

Active Publication Date: 2016-05-11
SHANGHAI PHICHEM MATERIAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The aromatic amine derivatives provided by the present invention have a symmetrical structure and are easy to synthesize; the high molecular weight makes the compound have a high glass transition temperature and good stability, and can well overcome the problem that common symmetrical compounds are easy to crystallize

Method used

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  • Aromatic amine derivative and organic electroluminescent device thereof
  • Aromatic amine derivative and organic electroluminescent device thereof
  • Aromatic amine derivative and organic electroluminescent device thereof

Examples

Experimental program
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Effect test

Embodiment 2

[0079] Intermediate Synthesis Example 2 (Synthesis of Intermediate M2)

[0080]

[0081] Under nitrogen protection, add 1mmol 2,2"-dimethyl-4,4"-dibromo-1,1':4',1"-terphenyl, 1mmol bis(p-terphenyl) to 50ml o-xylene solvent ) amine, 0.05% mmol of palladium acetate, 0.2 mmol tert-butylphosphine, 15 mmol sodium tert-butoxide, reacted at 100° C. for 4 hours, added 50 ml of water after cooling down to room temperature, extracted the organic layer, added methanol to the organic layer to precipitate Solid, recrystallized from toluene to give white powder, which is M2.

Embodiment 3

[0082] Intermediate synthesis embodiment 3 (synthesis of intermediate M3)

[0083]

[0084] Under nitrogen protection, add 1mmol 2,2"-difluoro-4,4"-dibromo-1,1':4',1"-terphenyl, 1mmol bis(p-terphenyl) to 50ml o-xylene solvent Amine, 0.05% mmol of palladium acetate, 0.2 mmol of tert-butylphosphine, 15 mmol of sodium tert-butoxide, react at 100°C for 4 hours, add 50 ml of water after cooling down to room temperature, extract the organic layer, add methanol to the organic layer to precipitate a solid , Recrystallized from toluene to give white powder, which is M3.

[0085] Intermediate synthesis embodiment 4 (synthesis of intermediate M4)

[0086]

[0087] Under nitrogen protection, add 1mmol 2,2'-difluoro-4,4"-dibromo-1,1':4',1"-terphenyl, 1mmol bis(p-terphenyl) to 50ml o-xylene solvent Amine, 0.05% mmol of palladium acetate, 0.2 mmol of tert-butylphosphine, 15 mmol of sodium tert-butoxide, react at 100°C for 4 hours, add 50 ml of water after cooling down to room tempera...

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Abstract

The invention provides an aromatic amine derivative with a general formula I structure. The aromatic amine derivative provided by the invention has a symmetric structure and is easy to synthesize. With a high molecular weight, the compound can have high glass transition temperature and good stability, and can well overcome the problem that common symmetric compounds are easy to crystallize. The invention also provides a synthesis method of the aromatic amine derivative and an organic electroluminescent device. An organic film that is composed of one or more layers and at least contains a luminescent layer is clamped between the negative electrode and the positive electrode. At least one layer of the organic film serves as an individual component or mixture component and contains the aromatic amine compound. The aromatic amine compound involved in the invention can be used as a hole transporting material or luminescent material in the organic electroluminescent device. (general formula I).

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescent materials, and relates to an aromatic amine compound and an organic electroluminescent device using the compound. Background technique [0002] An organic electroluminescent device (organic EL device) is a self-luminous device that uses the principle that the holes injected from the anode and the electrons injected from the cathode recombine to cause the material to emit light after an electric field is applied. [0003] When organic electroluminescent devices work in a high-temperature environment, there will be adverse phenomena such as changes in luminous color, reduced luminous efficiency, increased driving voltage, and shortened device life. In order to solve these problems, it is necessary to increase the glass transition temperature (Tg) of the material. Because aromatic amine compounds have low ionization energy, nitrogen atoms have a strong electron-donating ability, a...

Claims

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Application Information

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IPC IPC(8): C07C211/54C07C211/56C07C209/60C07C255/58C07C253/30H01L51/54H01L51/52
CPCC07C255/58C07C209/60C07C211/54C07C211/56C07C253/30H10K50/11
Inventor 黄达孙艳雪谭玉东
Owner SHANGHAI PHICHEM MATERIAL CO LTD
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