Dark blue thermal activation delayed fluorescence material and production method thereof as well as electroluminescent device

A technology of thermally activated delayed and fluorescent materials, applied in chemical instruments and methods, luminescent materials, electro-solid devices, etc. The effect of the small dark blue emission

Inactive Publication Date: 2019-08-02
WUHAN CHINA STAR OPTOELECTRONICS SEMICON DISPLAY TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, TADF materials that meet the above conditions are still relatively scarce compared with phosphorescent heavy metal complex materials, and there are very few TADF materials in the dark blue field where phosphorescent heavy metal complex materials need to be broken through.

Method used

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  • Dark blue thermal activation delayed fluorescence material and production method thereof as well as electroluminescent device
  • Dark blue thermal activation delayed fluorescence material and production method thereof as well as electroluminescent device
  • Dark blue thermal activation delayed fluorescence material and production method thereof as well as electroluminescent device

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046]

[0047] The specific steps of synthesizing the dark blue thermally activated delayed fluorescent material as formula (1) are as follows:

[0048] The first mixed solution preparation step, wherein, in this implementation, the raw material of the first electron-donating group (4-carbazolephenylboronic acid, 2.87g, 10mmol) and 2,-6-dibromo-4-picoline nitrogen oxide (2.67g, 10mmol) and catalysts (K2CO3, 2.76g, 20mmol and Pd(PPh3)4, 0.575g, 0.5mmol) were placed in the reaction vessel, pumped through three times, and injected with deoxygenated acetonitrile under argon atmosphere. Glyme (100ml), followed by reflux reaction at 85°C for 12 hours to obtain the first mixed solution, which included 4-carbazolephenylboronic acid and 2,-6-dibromo- The intermediate (2-bromo-4-methyl-6-(4-carbazolephenyl)-pyridine nitroxide) formed by the reaction of 4-methylpyridine nitroxide.

[0049] In the first extraction step, the first mixed solution was cooled to room temperature and pour...

Embodiment 2

[0060]

[0061] The specific steps of synthesizing the dark blue thermally activated delayed fluorescent material as formula (2) are as follows:

[0062] The first mixed solution preparation step, wherein, in this implementation, the raw material of the first electron-donating group (4-(3,6-dimethylcarbazole)-phenylboronic acid, 3.15g, 10mmol) and 2,-6-di Bromo-4-picoline nitrogen oxide (2.67g, 10mmol) and catalyst (K2CO3, 2.76g, 20mmol and Pd(PPh3)4, 0.575g, 0.5mmol) were placed in the reaction vessel, pumped through three times, under argon Ethylene glycol dimethyl ether (100ml) that had been deoxygenated in advance was injected under air atmosphere, and then reflux reaction was carried out at 85 degrees Celsius for 12 hours to obtain the first mixed solution, which included 4-(3, The intermediate (2-bromo-4-methyl-6-(4-(3 ,6-Dimethylcarbazole)-phenyl)-pyridine nitroxide).

[0063] In the first extraction step, the first mixed solution was cooled to room temperature and...

Embodiment 3

[0074]

[0075] The specific steps of synthesizing the dark blue thermally activated delayed fluorescent material as formula (3) are as follows:

[0076] The first mixed solution preparation step, wherein, in this implementation, the raw material of the first electron-donating group (4-(3,6-diphenylcarbazole)-phenylboronic acid, 4.39g, 10mmol) and 2,-6-bis Bromo-4-picoline nitrogen oxide (2.67g, 10mmol) and catalyst (K2CO3, 2.76g, 20mmol and Pd(PPh3)4, 0.575g, 0.5mmol) were placed in the reaction vessel, pumped through three times, under argon Ethylene glycol dimethyl ether (100ml) that had been deoxygenated in advance was injected under air atmosphere, and then reflux reaction was carried out at 85 degrees Celsius for 12 hours to obtain the first mixed solution, which included 4-(3, The intermediate (2-bromo-4-methyl-6-(4-(3 ,6-Dimethylcarbazole)-phenyl)-pyridine nitroxide).

[0077]In the first extraction step, the first mixed solution was cooled to room temperature and...

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Abstract

The invention discloses a dark blue thermal activation delayed fluorescence material and a production method thereof as well as an electroluminescent device. According to the invention, a series of dark blue TADF materials with high yield and high PLQY are synthesized by ingenious molecular design; the dark blue TADF material has high yield and is synthesized by simple steps. in addition, the darkblue TADF material is used as an object of an electroluminescent device luminescent layer, a series of electroluminescent devices with high luminance, high production efficiency and long service lifeare developed.

Description

technical field [0001] The invention relates to a technology in the field of display, in particular to a dark blue thermally activated delayed luminescence material, a manufacturing method thereof, and an electroluminescence device. Background technique [0002] Organic light-emitting diodes (organic light-emitting diodes, OLEDs) do not need a backlight source for their active light emission, high luminous efficiency, large viewing angle, fast response speed, wide temperature range, relatively simple production and processing technology, and low driving voltage. , low energy consumption, lighter and thinner, flexible display and other advantages and huge application prospects have attracted the attention of many researchers. In OLEDs, luminescent guest materials are crucial. The light-emitting object material used in early OLEDs is fluorescent materials. Since the ratio of singlet and triplet excitons in OLEDs is 1:3, the theoretical internal quantum efficiency (internal qu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D401/14H01L51/50H01L51/54
CPCC09K11/06C07D401/14C09K2211/1007C09K2211/1029H10K85/654H10K85/6572H10K50/11
Inventor 罗佳佳张曲
Owner WUHAN CHINA STAR OPTOELECTRONICS SEMICON DISPLAY TECH CO LTD
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