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Organic compound and application thereof

A technology of organic compounds and chemical bonds, used in organic chemistry, electric solid devices, semiconductor devices, etc., can solve the problems of insufficient material mobility, high device voltage, and life to be improved, etc., to achieve high migration efficiency, extended service life, The effect of good thermodynamic stability

Pending Publication Date: 2020-05-22
YANTAI XIANHUA CHEM TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] CN102558121A reports a class of aromatic amine compounds with fused rings of carbazole as hole transport materials, but the mobility of the material is not high enough, the device voltage is high, and the life expectancy needs to be improved

Method used

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  • Organic compound and application thereof
  • Organic compound and application thereof
  • Organic compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] The synthesis of compound A1, the reaction equation is as follows:

[0032]

[0033] The synthesis method is as follows:

[0034] (1) In the reaction flask, add dibenzofuran-4-boronic acid (100mmol), 2-iodo-5-bromonitrobenzene (100mmol), 0.9g (0.785mmol, 0.5%) tetrakistriphenylphosphine palladium, Toluene 500mL, ethanol 200mL, water 200mL and potassium carbonate 40g (300mmol) were reacted at 100°C for 8h; after the reaction was completed, the reaction was stopped; cooled to room temperature, the organic phase was separated, concentrated, and silica gel column chromatography to obtain yellow powder M1;

[0035] (2) Add M1 (100mmol), triphenylphosphine (100mmol) and o-dichlorobenzene 1000mL into the reaction flask, heat to reflux, react for 12h, concentrate the reaction solution, and separate the intermediate M2 by column chromatography;

[0036] (3) In the reaction flask, add M2 (100mmol), iodobenzene (105mmol), CuI (1%), 1,10-phenanthroline (1%), xylene 800mL and po...

Embodiment 2

[0040] The synthesis of compound A6, reaction equation is as follows:

[0041]

[0042] The synthesis method is as follows:

[0043] (1) In the reaction flask, add dibenzothiophene-1-boronic acid (100mmol), 2-iodo-5-bromonitrobenzene (100mmol), 0.9g (0.785mmol, 0.5%) tetrakistriphenylphosphine palladium, Toluene 500mL, ethanol 200mL, water 200mL and potassium carbonate 40g (300mmol) were reacted at 100°C for 8h; after the reaction was completed, the reaction was stopped; cooled to room temperature, the organic phase was separated, concentrated, and silica gel column chromatography to obtain yellow powder M1;

[0044] (2) Add M1 (100mmol), triphenylphosphine (100mmol) and o-dichlorobenzene 1000mL into the reaction flask, heat to reflux, react for 12h, concentrate the reaction solution, and separate the intermediate M2 by column chromatography;

[0045] (3) In the reaction flask, add M2 (100mmol), iodobenzene (105mmol), CuI (1%), 1,10-phenanthroline (1%), xylene 800mL and po...

Embodiment 3

[0049] The synthesis of compound A10, the reaction equation is as follows:

[0050]

[0051] The synthesis method is as follows:

[0052] (1) In the reaction flask, add N-phenylcarbazole-4-boronic acid (100mmol), 2-iodo-5-bromonitrobenzene (100mmol), 0.9g (0.785mmol, 0.5%) tetrakistriphenylphosphine Palladium, toluene 500mL, ethanol 200mL, water 200mL and potassium carbonate 40g (300mmol), react at 100°C for 8h; after the reaction is completed, stop the reaction; cool to room temperature, separate the organic phase, concentrate, and perform silica gel column chromatography to obtain yellow powder M1;

[0053] (2) Add M1 (100mmol), triphenylphosphine (100mmol) and o-dichlorobenzene 1000mL into the reaction flask, heat to reflux, react for 12h, concentrate the reaction solution, and separate the intermediate M2 by column chromatography;

[0054] (3) In the reaction flask, add M2 (100mmol), iodobenzene (105mmol), CuI (1%), 1,10-phenanthroline (1%), xylene 800mL and potassium ...

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Abstract

The invention belongs to the technical field of organic photoelectric materials, and particularly relates to an organic compound and application thereof. The compound disclosed by the invention has apyridine or pyridine derivative substituted triarylamine structure; the triarylamine structure has very high migration efficiency on holes; meanwhile, the pyridine or pyridine derivative substituted compound can properly reduce the HOMO energy level of the compound and improve the turn-on voltage under low brightness, and plays an important role in voltage collocation of red, green and blue devices. The compound can maintain good thermodynamic stability and has a good effect on prolonging the service lifetime of materials. The compound is suitable for use as a hole transport layer in OLED devices.

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] 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 needs a backlight source, has a large viewing angle, 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 major fields of lighting and display, people pay more attention to...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/048C07D495/04C07D498/04C07D513/04C07D401/12C07D401/14C07D405/14C07D409/14C07D487/04H01L51/54
CPCC07D491/048C07D495/04C07D498/04C07D513/04C07D401/12C07D401/14C07D405/14C07D409/14C07D487/04H10K85/622H10K85/615H10K85/654H10K85/6576H10K85/657H10K85/6574H10K85/6572
Inventor 邢其锋刘永祥单宏斌辛乐民胡灵峰陈跃陈义丽
Owner YANTAI XIANHUA CHEM TECH CO LTD
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