Organic compounds and application thereof

An organic compound, unsubstituted technology, applied in organic chemistry, chemical instruments and methods, luminescent materials, etc., can solve problems such as mismatch between electrons and holes, efficiency roll-off, shortened life, etc., to achieve improved life and good thermal stability High performance, key energy

Active Publication Date: 2020-02-11
YANTAI XIANHUA CHEM TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Currently used phosphorescent host materials often have a single carrier transport capability, such as hole transport hosts and electron transport hosts. However, a single carrier transport capability will cause a mismatch between electrons and holes in the light-emitting layer. , resulting in severe efficiency roll-off and shortened life

Method used

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  • Organic compounds and application thereof
  • Organic compounds and application thereof
  • Organic compounds and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] The synthesis of compound A1, the reaction equation is as follows:

[0033]

[0034] The synthesis method is as follows:

[0035] (1) In the reaction flask, add 25.6g (100mmol) 5,8-dihydroindolo(2,3-c)carbazole, 1,3-pyrimidine-5-(4-bromobenzene) 16.5g (100mmol ), Pd 2 (dba) 3 0.9g (0.785mmol, 0.5%), toluene 1500mL and sodium tert-butoxide 40g (300mmol), react at 100°C for 5h; stop the reaction after the reaction is completed, and cool the reactant to room temperature, add water, and extract with ethyl acetate, Concentration, organic phase column chromatography, the resulting solid was purified by recrystallization from toluene to obtain a white powder M1;

[0036] (2) Add 40.8g (100mmol) M1, 30.8g (100mmol) of 4-bromo-3-phenylbiphenyl, Pd 2 (dba) 3 0.9g (0.785mmol, 0.5%), xylene 1000mL and sodium tert-butoxide 40g (300mmol), react at 140°C for 12h; stop the reaction after the reaction is complete, and cool the reactant to room temperature, add water, and extract...

Embodiment 2

[0039]The synthesis of compound A3, reaction equation is as follows:

[0040]

[0041] The synthesis method is as follows:

[0042] (1) In the reaction flask, add 25.6g (100mmol) 5,8-dihydroindolo(2,3-c)carbazole, 3-bromonaphthyridine (100mmol), Pd 2 (dba) 3 0.9g (0.785mmol, 0.5%), toluene 1500mL and sodium tert-butoxide 40g (300mmol), react at 100°C for 5h; stop the reaction after the reaction is completed, and cool the reactant to room temperature, add water, and extract with ethyl acetate, Concentration, organic phase column chromatography, the resulting solid was purified by recrystallization from toluene to obtain a white powder M1;

[0043] (2) Add 40.8g (100mmol) M1, 30.8g (100mmol) of 4-bromo-3-phenylbiphenyl, Pd 2 (dba) 3 0.9g (0.785mmol, 0.5%), xylene 1000mL and sodium tert-butoxide 40g (300mmol), react at 140°C for 12h; stop the reaction after the reaction is complete, and cool the reactant to room temperature, add water, and extract with ethyl acetate , con...

Embodiment 3

[0046] The synthesis of compound A8, reaction equation is as follows:

[0047]

[0048] The synthesis method is as follows:

[0049] (1) In the reaction flask, add 25.6g (100mmol) of 5,8-dihydroindolo(2,3-c)carbazole, 38g (100mmol) of 4-bromo-(3-biphenyl)biphenyl, PD 2 (dba) 3 0.9g (0.785mmol, 0.5%), xylene 1000mL and sodium tert-butoxide 40g (300mmol), react at 140°C for 5h; stop the reaction after the reaction is completed, and cool the reactant to room temperature, add water, and extract with ethyl acetate , concentrated, organic phase column chromatography, and the obtained solid was purified by recrystallization in toluene to obtain a white powder M1;

[0050] (2) Add M1 (100mmol), 2-chloro-4,6-diphenyltriazine (100mmol), potassium carbonate 40g (300mmol) and DMF 500mL to the reaction flask and react at 140°C for 5h; stop the reaction after the reaction is completed , and the reactant was cooled to room temperature, water was added, a solid was precipitated, filter...

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PUM

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Abstract

The invention belongs to the technical field of organic photoelectric materials, and particularly relates to organic compounds and an application thereof. The compounds have the parent structure of indolocarbazole, have high in bond energy between atoms, have good thermal stability, and are beneficial to solid accumulation between molecules; and great steric hindrance between the parent nucleus structure and a substituent group at the ortho-position of the phenyl-substituted position of the indolocarbazole derivative has an obvious protection effect on a central N atom, so that the indolocarbazole derivative is of significance to prolonging the service life of a luminescent material. A preparation technology of the organic compounds has the advantages of simplicity, easiness in implementation, easily available raw materials, and suitableness for mass production and amplification. The compounds are suitable for being used as a light emitting layer in an OLED device.

Description

technical field [0001] The invention belongs to the technical field of organic photoelectric materials, and in particular relates to a class of organic compounds and applications thereof. Background technique [0002] Electroluminescence (EL) refers to the phenomenon that luminescent materials emit light under the action of an electric field and are excited by current and electric field. It is a luminescence process that directly converts electrical energy into light energy. 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 is not It requires 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 ...

Claims

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Application Information

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IPC IPC(8): C07D487/04C07D519/00C09K11/06H01L51/50H01L51/54
CPCC07D487/04C07D519/00C09K11/06C09K2211/1044C09K2211/1029C09K2211/1059C09K2211/1088C09K2211/1092H10K85/636H10K85/654H10K85/6576H10K85/6574H10K85/6572H10K50/11
Inventor 邢其锋丰佩川陈跃胡灵峰陈义丽
Owner YANTAI XIANHUA CHEM TECH CO LTD
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