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Aromatic amine derivatives and their organic electroluminescent devices

A compound and general formula technology, applied in the field of organic electroluminescent materials, can solve the problems of easy crystallization and high glass transition temperature of compounds

Active Publication Date: 2018-03-23
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 derivatives and their organic electroluminescent devices
  • Aromatic amine derivatives and their organic electroluminescent devices
  • Aromatic amine derivatives and their organic electroluminescent devices

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 2

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

[0080]

[0081] Under nitrogen protection conditions, add 1mmol 2,2"-dimethyl-4,4"-dibromo-1,1':4',1"-terphenyl, 1mmol bis(p-terphenyl) to 50ml o-xylene solvent Phenyl)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, and added methanol to the organic layer A solid was precipitated and recrystallized from toluene to obtain a white powder, which was 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 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, 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 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...

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Abstract

The present invention provides a kind of aromatic amine derivative with general formula I structure, and this kind of aromatic amine derivative provided by the present invention is symmetrical in structure, is easy to synthesize; Higher molecular weight makes the glass transition temperature of compound high, and stability is good, can be very Well overcome the problem that common symmetric compounds are easy to crystallize, and the present invention also provides the synthetic method of described aromatic amine derivative simultaneously, and a kind of organic electroluminescent device, it is sandwiched between cathode and anode by An organic thin film composed of one or more layers, at least one layer of the organic thin film contains the above-mentioned aromatic amine compound as a single component or a mixture component. The aromatic amine compound in the present invention can be used as a hole-transporting material or a light-emitting material in an organic electroluminescent element.

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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Patent Type & Authority Patents(China)
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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