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Thermally activated delayed fluorescent material, preparation method and electroluminescent device

A technology of heat-activated delayed and fluorescent materials, applied in the direction of luminescent materials, electric solid devices, chemical instruments and methods, etc., can solve the problems of lack of heavy metal Ir complexes, etc., and achieve high efficiency, high luminous efficiency, and increased luminous efficiency.

Active Publication Date: 2022-04-26
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 to heavy metal Ir complexes.

Method used

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  • Thermally activated delayed fluorescent material, preparation method and electroluminescent device
  • Thermally activated delayed fluorescent material, preparation method and electroluminescent device
  • Thermally activated delayed fluorescent material, preparation method and electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] Synthetic fluorescent material compound 1, the synthetic route is as follows:

[0052]

[0053] Add the electron acceptor (A) raw material 1 into the 100mL two-necked bottle (Proportioning 2.41g, concentration 5mmol), electron donor (D) diphenylamine (proportioning 2.03g, concentration 12mmol), palladium acetate (Pd(OAc) 2 ) (ratio 90mg, concentration 0.4mmol) and tri-tert-butylphosphine tetrafluoroborate ((t-Bu) 3 HPBF 4 ) (proportioning 0.34g, concentration 1.2mmol); then, add NaOt-Bu (proportioning 1.16g, concentration 12mmol) in the glove box, under argon atmosphere, inject 60mL of toluene that removes water and oxygen in advance, in React at 120°C for 24 hours, cool to room temperature; then, pour the reaction solution into 200 mL of ice water, extract three times with dichloromethane, combine the organic phases, spin into silica gel; add dichloromethane and n-hexane for column chromatography separation and purification, two The ratio (volume ratio) of met...

Embodiment 2

[0055] Synthetic fluorescent material compound 2, the synthetic route is as follows:

[0056]

[0057] Add the electron acceptor (A) raw material 1 into the 100mL two-necked bottle (Proportioning 2.41g, concentration 5mmol), electron donor (D) carbazole (proportioning 2.00g, concentration 12mmol), palladium acetate ((Pd(OAc) 2 ) (ratio 90mg, concentration 0.4mmol) and tri-tert-butylphosphine tetrafluoroborate ((t-Bu) 3 HPBF 4 ) (proportioning 0.34g, concentration 1.2mmol), then, in the glove box, add NaOt-Bu (proportioning 1.16g, concentration 12mmol), under argon atmosphere, inject 60mL of toluene that removes water and oxygen in advance, in React at 120°C for 24 hours, cool to room temperature; pour the reaction liquid into 200mL ice water, extract three times with dichloromethane, combine the organic phases, spin into silica gel; add dichloromethane and n-hexane for column chromatography separation and purification, dichloromethane The ratio (volume ratio) to n-hex...

Embodiment 3

[0059] Synthetic fluorescent material compound 3, the synthetic route is as follows:

[0060]

[0061] Add the electron acceptor (A) raw material 1 into the 100mL two-necked bottle (Proportioning 2.41g, concentration 5mmol), electron donor (D) phenoxazine (proportioning 2.2g, concentration 12mmol), palladium acetate ((Pd(OAc) 2 ) (ratio 90mg, concentration 0.4mmol) and tri-tert-butylphosphine tetrafluoroborate ((t-Bu) 3 HPBF 4 ) (proportioning 0.34g, concentration 1.2mmol), then, in the glove box, add NaOt-Bu (proportioning 1.16g, concentration 12mmol), under argon atmosphere, inject 60mL of toluene that removes water and oxygen in advance, in React at 120°C for 24 hours, cool to room temperature; pour the reaction liquid into 200mL ice water, extract three times with dichloromethane, combine the organic phases, spin into silica gel; add dichloromethane and n-hexane for column chromatography separation and purification, dichloromethane The ratio (volume ratio) to n-he...

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Abstract

The invention provides an improved heat-activated delayed fluorescent material, a preparation method and a fluorescent device. The electron donor and the electron acceptor in the fluorescent material are connected through a dibenzo eight-membered ring, and replaced by an electron-withdrawing group F and a cyano group , and then connect different electron-donating units, synthesized a series of blue-light thermally activated delayed fluorescent materials with lower single-triplet energy level difference, high luminous efficiency, and fast reverse intersystem crossing constant, and realized the electron-donating unit at the same time The fine-tuning of the structure enables the fine-tuning of the spectrum to realize the synthesis of ultrafast reverse intersystem crossing rate, high luminous efficiency TADF material and its application in light-emitting devices.

Description

technical field [0001] The invention relates to the field of optoelectronic technology, in particular to a thermally activated delayed fluorescent material, a preparation method and an electroluminescent device. Background technique [0002] Organic light-emitting diodes (organic light-emitting diodes, OLEDs), which have active light emission without backlight, 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, as well as huge application prospects, have attracted the attention of many researchers. In OLEDs, the dominant light-emitting guest material is crucial. [0003] The luminescent guest 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 (IQE) of OLEDs base...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C253/30C07C255/47C07D209/86C07D265/38C09K11/06H01L51/54H01L51/50
CPCC07C255/47C07D209/86C07D265/38C09K11/06C09K2211/1011C09K2211/1029C09K2211/1033H10K85/615H10K85/633H10K85/657H10K85/6572H10K50/11
Inventor 罗佳佳
Owner WUHAN CHINA STAR OPTOELECTRONICS SEMICON DISPLAY TECH CO LTD