Compound, display panel and display device

A display panel and compound technology, applied in the field of OLED, can solve problems such as the difficulty in developing doped materials, achieve the effects of widening the exciton recombination region, high glass transition temperature and thermal stability, and reducing intermolecular concentration quenching

Active Publication Date: 2021-01-26
WUHAN TIANMA MICRO ELECTRONICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the current research status, the commercialization of heavy metal phosphorescent doping materials is mature, and it is difficult to develop alternative doping materials

Method used

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  • Compound, display panel and display device
  • Compound, display panel and display device
  • Compound, display panel and display device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment approach

[0025] According to one embodiment of the compound of the present invention, the compound has the structures shown in formula 1-1 to formula 1-6:

[0026]

[0027] According to one embodiment of the compound of the present invention, the compound is selected from the compounds represented by formula 1-1 to formula 1-4.

[0028] Further, the compound is selected from the compounds represented by formula 1-1, formula 1-3 or 1-4. Formulas 1-1, 1-3, 1-4, such connection methods may make it easier to form intramolecular and intermolecular C-H...N bonds, so that the easily broken carbon-nitrogen (C-N) bonds are strengthened, and the bonds of the molecules are dissociated The energy may be improved, making it more stable in the preparation of the device, which is beneficial to improving the life of the device.

[0029] According to one embodiment of the compound of the present invention, R 1 and R 2 each independently selected from any of the following groups:

[0030]

[0...

Embodiment 1

[0071] Preparation of Compound 1

[0072]

[0073] step 1)

[0074]

[0075] Under nitrogen atmosphere, add reactant a-1 (5mmol) to 60mL anhydrous tetrahydrofuran (THF), add n-BuLi (5mmol) dropwise at -78°C, and keep it at -78°C Reaction for 2h; Compound A (5mmol) was dissolved in anhydrous THF, then added dropwise to the reaction solution, continued low temperature reaction for 1h, then warmed up to room temperature for overnight reaction. Treat that reaction finishes, add a small amount of water to quench, add dichloromethane / water (DCM / H 2 O) for extraction, the organic phase was collected and washed with anhydrous Na 2 SO 4 Dry, collect the filtrate by suction filtration, and spin off the solvent to obtain the crude product.

[0076] The above crude product was added to 30 mL of acetic acid under nitrogen, stirred and heated, and refluxed at 120° C. for 2 h, then 3 mL of hydrochloric acid was added, and heated at this temperature for 12 h. After the reaction was...

Embodiment 2

[0097] Preparation of Compound 2

[0098]

[0099]

[0100] The difference between the preparation method of this compound 2 and Example 1 is that the reactant 1 in the step (5) of Example 1 is replaced with an equimolar amount of reactant 2, and other raw materials, reaction steps and reaction conditions are the same as those in Example 1. 1 was the same, and compound 2 was finally obtained (yield 78%).

[0101] MALDI-TOF: m / z: Calculated: C 72 h 44 N 4 o 2 S: 1028.32, measured value: 1028.51.

[0102] Compound elemental analysis results: Calculated value: C 72 h 44 N 4 o 2 S (%): C 84.02, H 4.31, N 5.44; test value: C 84.01, H 4.30, N 5.46.

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Abstract

The present invention belongs to the technical field of OLEDs, and provides a compound represented by a chemical formula 1, where X is selected from an oxygen atom, a sulfur atom, -C (RaRb)-, -N (Ra)-, -PO (Ph)-, -PS (Ph)-, -SO2-, -Si (RaRb)-, or X and, together with an adjacent carbon atom, forms a single bond; Ra and Rb are independently a C6-C30 aryl group, a C2-C30 heteroaryl group, a C1-C20 alkyl/alkoxy/alkylthio group, a C3-C20 cycloalkyl group; X1-X8 are independently and respectively selected from a carbon atom or a nitrogen atom; L1 and L2 are independently selected from the group consisting of a covalent single bond, a C6-C30 arylene group, and a C3-C30 heteroarylene group; R1 and R2 are independently selected from the group consisting of a hydrogen atom, a C1-C20 alkyl group, aC1-C20 alkoxy group, a C1-C20 alkylthio group, a C3-C20 cyclic alkyl group, a C6-C40 aryl group, and a C3-C40 heteroaryl group; and n1 and n2 are 0, 1, 2, 3. The compound provided by the invention hasa D-A-D type structure, can transmit electrons and holes at the same time, is beneficial to broadening an exciton recombination region, and the device efficiency is improved. The spiro structure effectively reduces the intermolecular effect, is beneficial to reducing the crystallinity of the compound, and improves the stability of the device. The invention further provides a display panel and a display device.

Description

technical field [0001] The invention belongs to the technical field of OLEDs, and in particular relates to a compound, a display panel and a display device containing the compound. Background technique [0002] Organic electroluminescent display (OLED), as a new generation of display technology, has the advantages of ultra-thin, self-luminous, wide viewing angle, fast response, high luminous efficiency, good temperature adaptability, simple production process, low driving voltage, low energy consumption, etc. It has been widely used in industries such as flat panel display, flexible display, solid state lighting and vehicle display. [0003] According to the mechanism of light emission, the light emitted by OLED devices can be divided into two types: electroluminescence and electrophosphorescence. Fluorescence is the light emitted by the radiative decay transition of singlet excitons, and phosphorescence is the light emitted by the radiative decay of triplet excitons to the...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D409/14C07D519/00C07D335/04C07D417/14C07D413/14C07D495/10C09K11/06H01L51/50H01L51/54
CPCC07D409/14C07D519/00C07D335/04C07D417/14C07D413/14C07D495/10C09K11/06C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1022C09K2211/1029C09K2211/1033C09K2211/1037C09K2211/1044C09K2211/1059C09K2211/1088C09K2211/1092H10K85/626H10K85/636H10K85/633H10K85/615H10K85/631H10K85/654H10K85/6576H10K85/6574H10K85/657H10K85/6572H10K50/12H10K50/11H10K2101/10
Inventor 冉佺高威张磊代文朋李侠
Owner WUHAN TIANMA MICRO ELECTRONICS CO LTD
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