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Compound, organic light-emitting device and display device

A compound and connection position technology, applied in the field of organic electroluminescence, can solve the problems of device electron and hole mobility imbalance, device efficiency and lifetime reduction, electron transport performance reduction, etc., to avoid degradation or attenuation, low driving voltage , excellent film stability and uniformity

Inactive Publication Date: 2020-01-03
SHANGHAI TIANMA AM OLED
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Once the electron transport material is crystallized, the charge transition mechanism between molecules will be different from the normal operation of the amorphous film mechanism, resulting in a decrease in the performance of electron transport, making the electron and hole mobility of the entire device unbalanced, and the exciton formation efficiency is greatly improved. Reduced, and the formation of excitons will be concentrated at the interface between the electron transport layer and the light-emitting layer, resulting in a serious decrease in device efficiency and lifetime

Method used

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  • Compound, organic light-emitting device and display device
  • Compound, organic light-emitting device and display device
  • Compound, organic light-emitting device and display device

Examples

Experimental program
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Embodiment approach

[0084] According to one embodiment of the present invention, the compound has the structure shown in formula (I-1),

[0085]

[0086] Among them, X 1 -X 3 Each independently selected from N atom or C atom; L 1 -L 3 each independently selected from substituted or unsubstituted C5-C40 aryl, substituted or unsubstituted C3-C40 heteroaryl; r, s, t each independently selected from 0 or 1; Y selected from N atom, O atom or S atom.

[0087] According to an embodiment of the present invention, r, s, and t are all 0.

[0088] According to one embodiment of the present invention, R 1 -R 9 Each independently selected from substituted or unsubstituted C5-C40 aryl, substituted or unsubstituted C3-C40 heteroaryl, substituents selected from C1-C10 alkyl, C3-C10 cycloalkyl, C2-C10 Any one of alkenyl, C1-C6 alkoxy, halogen, cyano, C6-C30 single-ring aromatic hydrocarbon or condensed-ring aromatic hydrocarbon group, C3-C30 single-ring heteroaromatic hydrocarbon or condensed-ring heter...

preparation example 1

[0104] Preparation of Preparation Example 1 Compound HB01

[0105]

[0106] The preparation method is as follows:

[0107] (1) Preparation of compound HB01-1:

[0108] In a 250 mL round bottom flask, 1,3-dibromo-5-iodobenzene (10 mmol), copper iodide (15 mmol), potassium tert-butoxide (65 mmol), 1,2-diaminocyclohexane (12 mmol) and 2-phenyl-1H-benzimidazole (25mmol) were added to dry 1,4-dioxane (150mL), refluxed under nitrogen atmosphere for 48 hours, the obtained intermediate was cooled to room temperature, added to water, It was then filtered through a pad of celite, and the filtrate was extracted with dichloromethane, then washed with water, and dried over anhydrous magnesium sulfate. After filtration and evaporation, the crude product was purified by silica gel column chromatography to obtain intermediate product HB01-1.

[0109] (2) Preparation of compound HB01:

[0110] In a 250 mL round bottom flask, the intermediate product HB03-1, copper iodide (15 mmol), potas...

preparation example 2

[0112] Preparation of Preparation Example 2 Compound HB18

[0113]

[0114] The preparation method is as follows:

[0115] (1) Preparation of compound HB18-1:

[0116] In a 250 mL round bottom flask, 1,3-dibromo-5-iodobenzene (10 mmol), 1-benzonitrile-2-boronate-benzimidazole (22 mmol) and Pd(PPh 3 )4 (0.3mmol) was added to a mixture of toluene (30mL) / ethanol (20mL) and potassium carbonate (12mmol) aqueous solution (10mL), and refluxed under nitrogen atmosphere for 12h. The resulting mixture was cooled to room temperature, added to water, and filtered through a pad of celite. The filtrate was extracted with dichloromethane, washed with water, and dried over anhydrous magnesium sulfate. After filtration and evaporation, the crude product was purified by silica gel column chromatography The final product HB18-1 was obtained.

[0117] (2) Preparation of compound HB18:

[0118] In a 250 mL round bottom flask, the intermediate product HB18-1, copper iodide (15 mmol), potassi...

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Abstract

The invention relates to the technical field of organic electroluminescence, and especially relates to a compound, an organic light-emitting device and a display device. The compound has a structure represented by formula (I).

Description

technical field [0001] The invention relates to the technical field of organic electroluminescence, in particular to a compound, an organic electroluminescence device and a display device. Background technique [0002] The currently widely used electron transport materials, such as batho-phenanthroline (BPhen), bathocuproine (BCP) and TmPyPB, can generally meet the market demand for organic electroluminescent panels, but their glass The transition temperature is low, generally less than 85°C. When the device is running, the Joule heat generated will lead to molecular degradation and molecular structure changes, resulting in lower panel efficiency and poor thermal stability. At the same time, the symmetry of this molecular structure is very regular, and it is easy to crystallize after a long time. Once the electron transport material is crystallized, the charge transition mechanism between molecules will be different from the normal operation of the amorphous film mechanism,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D403/14C07D405/14C07D409/14H01L51/54
CPCC07D403/14C07D405/14C07D409/14H10K85/6574H10K85/6572H10K50/18H10K85/654H10K85/657
Inventor 张磊高威代文朋牛晶华
Owner SHANGHAI TIANMA AM OLED
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