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Compound and organic electroluminescent device containing same

A compound and electroluminescence technology, applied in the field of compounds and organic electroluminescence devices, can solve the problems of carrier mismatch and affect the luminescence performance of the device, and achieve the effect of reducing energy level difference, avoiding interface luminescence phenomenon and good stability

Active Publication Date: 2020-09-08
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the different transport speeds of holes and electrons, the carrier mismatch in the light-emitting layer will affect the light-emitting performance of the device.

Method used

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  • Compound and organic electroluminescent device containing same
  • Compound and organic electroluminescent device containing same
  • Compound and organic electroluminescent device containing same

Examples

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preparation example Construction

[0086] The preparation method of the compound of the present invention can be prepared by a conventional coupling reaction in the art, for example, it can be prepared by the following synthetic route, but the present invention is not limited thereto:

[0087]

[0088] Compound (A) and containing Ar 1 A Buchwald reaction occurs to the aromatic amine compound to obtain the intermediate (A-1); the intermediate (A-1) undergoes a Buchwald reaction with a bromide containing a group M, and finally the target compound formula (I) is obtained;

[0089] Contains Ar 2 、Ar 3 bromide with Ar 4 、Ar 5 The aromatic amine compound undergoes a Buchwald reaction to obtain an intermediate (A-2); the intermediate (A-2) undergoes a Buchwald reaction with a bromide containing a group M to finally obtain the target compound formula (II).

[0090] Wherein, the bromide containing group M can be prepared through the following synthetic route, but the present invention is not limited thereto:

[...

Embodiment 1

[0111] Embodiment 1: the preparation of compound 1

[0112]

[0113] Aniline (9.41 g, 101 mmol) and paraformaldehyde (6.18 g, 206 mmol) were added in batches to trifluoroacetic acid (200 mL) with stirring, and stirred at -15°C for 20 min. Cooled to room temperature, stirred for 48 h, and then the above mixture was slowly added to the stirred mixture (composed of ice and ammonia solution) at 0°C. The resulting mixture was extracted with dichloromethane, dried over magnesium sulfate, and concentrated in vacuo. The residue was purified by column chromatography (dichloromethane / ethyl acetate, 95:5) to obtain (8.53 g, 38.4 mmol) intermediate (B-1) with a yield of 76%.

[0114] Intermediate B-1 (7.78g, 35mmol) and NBS (7.48g, 42mmol) were dissolved in DMF solution, stirred at 0°C for 15min, warmed to room temperature, and stirred for 92h. After the resulting mixture was extracted with dichloromethane, the organic phase was washed with water, dried over magnesium sulfate, concen...

Embodiment 2

[0118] Embodiment 2: the preparation of compound 2

[0119] The aniline was replaced by an equimolar amount of o-toluidine, and the other steps were the same as in Example 1 to obtain compound 2.

[0120] Mass Spectrum m / z: 609.42 (calculated: 609.31). Theoretical element content (%)C 44 h 39 N 3 : C, 86.66; H, 6.45; N, 6.89. Measured element content (%): C, 86.79; H, 6.46; N, 6.93. The above results confirmed that the obtained product was the target product.

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Abstract

The invention provides a compound and an organic electroluminescent device containing the compound, and relates to the technical field of organic electroluminescence. According to the compound provided by the invention, pi-pi accumulation between molecules can be reduced, and the compound as a light-emitting auxiliary layer material can reduce the energy level difference between a light-emitting layer and an anode interface, favorably realizes charge balance in the light-emitting layer, and has high glass transition temperature and thermal stability; and electrons can be effectively preventedfrom diffusing from the light-emitting layer to the hole transport layer so as to achieve charge balance in the light-emitting layer, and excitons are limited in the light-emitting layer so as to avoid an interface light-emitting phenomenon. The invention further provides an organic electroluminescent device which has high light-emitting efficiency and excellent service life performance.

Description

technical field [0001] The invention relates to the technical field of organic electroluminescence, in particular to a compound and an organic electroluminescence device comprising the compound. Background technique [0002] Organic Light-Emitting Diode (OLED) is an all-solid-state light-emitting device with high brightness, high contrast, high definition, wide viewing angle, wide color gamut, ultra-thin, ultra-light, low power consumption, wide Temperature, self-illumination, high luminous efficiency, short response time, transparency, flexibility, etc., have been commercialized in the fields of mobile phones, TVs, and micro-displays. Potential new display technology. [0003] The light-emitting mechanism of organic electroluminescent devices is: apply a voltage between the anode and the cathode, electrons are injected from the cathode side, holes are injected from the anode side, and the two combine to form excitons in the light-emitting layer, and the excitons are regene...

Claims

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Application Information

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IPC IPC(8): C07D487/08C09K11/06H01L51/54H01L51/50
CPCC07D487/08C09K11/06C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1029C09K2211/1044C09K2211/1088C09K2211/1092H10K85/624H10K85/622H10K85/615H10K85/626H10K85/6576H10K85/6574H10K85/6572H10K50/11
Inventor 杜明珠刘辉鲁秋邵钰杰苗玉鹤
Owner CHANGCHUN HYPERIONS TECH CO LTD