Green light thermally activated delayed fluorescent material and its preparation method, organic electroluminescent device

A technology of thermally activated delayed and fluorescent materials, used in luminescent materials, electric solid devices, chemical instruments and methods, etc., can solve the problem of lack of heavy metal Ir complexes, achieve fast crossing constant, increase luminous efficiency, low single or triple line The effect of energy level difference

Active Publication Date: 2021-06-01
WUHAN CHINA STAR OPTOELECTRONICS SEMICON DISPLAY TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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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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  • Green light thermally activated delayed fluorescent material and its preparation method, organic electroluminescent device
  • Green light thermally activated delayed fluorescent material and its preparation method, organic electroluminescent device
  • Green light thermally activated delayed fluorescent material and its preparation method, organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Embodiment 1 provides a method for preparing a green-light thermally activated delayed fluorescent material, comprising the following steps: putting a compound containing a bispyridine group, a nitrogen-containing aromatic compound, and a catalyst into a reaction vessel to form a first mixed solution, At least one fluorine atom is connected to the bispyridine group; the reaction vessel is evacuated with argon, and an alcohol compound and a first solvent are added to the reaction vessel to obtain a second mixed solution; the The second mixed solution was heated to 120° C. and reacted for 24 hours, then cooled to form a third mixed solution; the third mixed solution was poured into the second solvent to form a fourth mixed solution; dichloromethane was used to prepare the fourth mixed solution performing three extractions and merging the organic phases to obtain a target compound solution; performing column chromatography separation and purification on the target compound ...

Embodiment 2

[0044] Embodiment 2 provides a preparation method of a green light heat-activated delayed fluorescent material. The difference from Embodiment 1 is that the compound of the bispyridine group is 4,8-bis(4-bromo-2,5- Dimethylphenyl)-2,3,6,7-tetrafluoro-1,5-naphthyridine, the nitrogen-containing aromatic compound is phenoxazine (2.20 g, 12 mmol).

[0045] Through the preparation method of Example 2, 2.3 g of green powder was finally obtained, with a yield of 60%. The specific chemical reaction equation is as follows:

[0046]

Embodiment 3

[0049] Embodiment 3 provides a preparation method of a green-light heat-activated delayed fluorescent material. The difference from Embodiment 1 is that the compound of the bispyridine group is 4,8-bis(4-bromo-2,5- Dimethylphenyl)-2,3,6,7-tetrafluoro-1,5-naphthyridine; the nitrogen-containing aromatic compound is 9,9'-dimethylacridine (2.51g, 12mmol) .

[0050] Through the preparation method of Example 3, 2.5 g of green powder was finally obtained, with a yield of 61%. The specific chemical reaction equation is as follows:

[0051]

[0052] By preparing the green light thermally activated delayed fluorescent molecular material through the synthesis method provided by the invention, the green light thermally activated delayed fluorescent molecular material can be effectively synthesized, and at the same time, the synthesis efficiency can be improved. Wherein, embodiment 3 is the best embodiment, and productive rate is the highest.

[0053] In order to verify whether the ch...

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Abstract

The invention provides a thermally activated delayed fluorescent molecular material and its preparation method, and an organic electroluminescent device. On the basis of a bispyridine structure, four fluorine atoms are connected to enhance its electron-absorbing ability, and then adjusted by different electron-donating groups. The strength of the charge transfer of the overall molecular structure, and finally synthesized a series of green thermally activated delayed fluorescent materials with lower single triplet energy gap, high luminous efficiency and fast reverse intersystem crossing constant, and at the same time realized electron donating The fine-tuning of the electron-donating ability of the group enables fine-tuning of the spectrum, effectively increasing the luminous efficiency of the material, and at the same time studying the influence of the strength of the charge transfer state on the performance of the material. The organic electroluminescent device of the present invention adopts the green light thermally activated delayed fluorescent molecular material prepared by the present invention, and has high luminous efficiency and long service life.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a green light thermally activated delayed fluorescent material, a preparation method thereof, and an organic electroluminescent device. Background technique [0002] Organic light-emitting diodes (organic light-emitting diodes, OLED) do not need a backlight source for 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, as well as huge application prospects, have attracted the attention of many researchers. In OLEDs, the dominant light-emitting guest material is crucial. The luminescent guest materials used in early OLEDs are fluorescent materials. Since the ratio of singlet and triplet excitons in OLEDs is 1:3, the theoretical int...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D471/04C09K11/06H01L51/50H01L51/54
CPCC07D471/04C09K11/06C09K2211/1029H10K85/657H10K85/6572
Inventor 罗佳佳
Owner WUHAN CHINA STAR OPTOELECTRONICS SEMICON DISPLAY TECH CO LTD
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