Compound and OLED (organic light emitting device) using same

A compound and selected technology, applied in the direction of electro-solid devices, electrical components, light-emitting materials, etc., can solve the problems of low device efficiency, undeveloped organic electroluminescent device compounds, and poor carrier balance.

Inactive Publication Date: 2019-07-12
BEIJING ETERNAL MATERIAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in the compound disclosed in Patent Document 3, the terpyridine is directly connected to the triazine compound, and its electron-withdrawing property is too strong, so there are defects that lead to poor carrier balance and low device efficiency.
[0010] In summary, compounds that can make organic electroluminescent devices have all the characteristics they need have not yet been developed.

Method used

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  • Compound and OLED (organic light emitting device) using same
  • Compound and OLED (organic light emitting device) using same
  • Compound and OLED (organic light emitting device) using same

Examples

Experimental program
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Effect test

Synthetic example

[0079] compound synthesis

[0080] The compounds of the present invention can be obtained by the following two synthetic routes.

[0081]

[0082]

[0083]

[0084]

[0085] By substituting different ones of the aforementioned group A (which is sometimes referred to in the art as boronic acid), different target compounds can be obtained. It should be noted that Suzuki coupling is used in the above synthesis method, but is not limited to this coupling method. Those skilled in the art can choose other methods, such as Stille coupling method, Grignard reagent method, Kumada-Tamao and other known methods.

[0086] Specifically, synthesis methods of representative compounds A2, A5, A6, A11 and A29 of the present invention are shown below.

Synthetic example 1

[0087]

[0088]

[0089] Add 39.3g (173mmol) of 4-bromodibenzothiophene, 30g (157mmol) of phenylboronic acid, 0.9g (0.785mmol, 0.5%) of tetrakis(triphenylphosphine palladium), 1500mL of toluene, 1000mL of ethanol, carbonic acid 43.3 g (314 mmol) of potassium and 1000 mL of water were reacted at 80° C. for 3.5 hours. After the reaction is complete, stop the reaction. After cooling to room temperature and filtering, the obtained solid was purified by recrystallization in toluene to obtain a white powder.

[0090] in N 2 Added 36g (190mmol) of 4-phenyl-dibenzothiophene and 2500mL THF under protection, cooled the temperature to -40°C with liquid nitrogen in an ice ethanol bath, clarified the reaction solution, and began to dropwise add 95mL (228mmol) of n-butyllithium ). No obvious temperature rise was observed during the dropwise addition, the color of the reaction solution became darker to reddish brown, and a small amount of solid precipitated out. When 1 / 2 of the n-bu...

Synthetic example 2

[0095]

[0096]

[0097] Add 39.3 g (173 mmol) of 3-bromodibenzothiophene, 30 g (157 mmol) of 4-pyridineboronic acid, 0.9 g (0.785 mmol, 0.5%) of tetrakis(triphenylphosphine palladium), 1500 mL of toluene, and 1000 mL of ethanol into the reaction flask , 43.3 g (314 mmol) of potassium carbonate, and 1000 mL of water were reacted at 80° C. for 3.5 hours. After the reaction is complete, stop the reaction. After cooling to room temperature and filtering, the obtained solid was purified by recrystallization in toluene to obtain a white powder.

[0098] in N 2 Add 36g (190mmol) 3-(4-pyridine)-dibenzothiophene and 2500mL THF under protection, cool down to -40°C with liquid nitrogen in an ice ethanol bath, clarify the reaction solution, and start adding 95mL of n-butyllithium dropwise (228 mmol). No obvious temperature rise was observed during the dropwise addition, the color of the reaction solution became darker to reddish brown, and a small amount of solid precipitated out...

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PUM

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Abstract

The invention provides a compound shown in general formula (I), wherein L is selected from single bond, C6-C30 substituted or unsubstituted aryl and C3-C30 substituted or unsubstituted heteroaryl; R is hydrogen, C1-C20 alkyl, C6-C30 substituted or unsubstituted aryl, C3-C30 substituted or unsubstituted heteroaryl and disubstituted amino. The invention further provides an OLED comprising the compound.

Description

technical field [0001] The invention relates to a novel compound and the application of the compound in organic electroluminescent devices. Background technique [0002] Organic electroluminescent display (hereinafter referred to as OLED) has a series of advantages such as self-luminescence, low-voltage DC drive, full curing, wide viewing angle, light weight, simple composition and process, etc. Compared with liquid crystal display, organic electroluminescent display It does not require a backlight source, has a large viewing angle and low power, and its response speed can reach 1000 times that of a liquid crystal display, but its manufacturing cost is lower than that of a liquid crystal display with the same resolution. Therefore, organic electroluminescent devices have broad application prospects. [0003] With the continuous advancement of OLED technology in the two fields of lighting and display, the research on high-efficiency organic materials that affect the performan...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D409/14C07D495/04C07D471/04C09K11/06H01L51/50H01L51/54
CPCC07D409/14C07D495/04C07D471/04C09K11/06C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1029C09K2211/1092H10K85/622H10K85/636H10K85/633H10K85/615H10K85/631H10K85/654H10K85/657H10K85/6572H10K50/12
Inventor 邢其锋李之洋杜倩任雪艳
Owner BEIJING ETERNAL MATERIAL TECH
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