Aromatic heterocyclic compound, preparation method thereof and organic electroluminescence device

A technology of compounds and aromatic heterocycles, applied in the field of organic optoelectronic materials

Inactive Publication Date: 2016-06-22
JILIN OPTICAL & ELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, with the rapid development of optoelectronic communication and multimedia fields in recent years, the performance requirements for light-emitting devices such as luminous efficiency and service life are getting higher and higher. The above-mentioned traditional electron transport layer materials have become a bottleneck restricting the development of the industry.

Method used

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  • Aromatic heterocyclic compound, preparation method thereof and organic electroluminescence device
  • Aromatic heterocyclic compound, preparation method thereof and organic electroluminescence device
  • Aromatic heterocyclic compound, preparation method thereof and organic electroluminescence device

Examples

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preparation example Construction

[0113] The present invention also provides a method for preparing the above aromatic heterocyclic compound, comprising:

[0114] L 1 When it is 0, the compound shown in formula (III) is reacted with the compound shown in formula (IV) and the compound shown in formula (V) to obtain the aromatic heterocyclic compound shown in formula (I);

[0115] or L 1 When it is 1, the compound shown in the formula (III) is reacted with the compound shown in the formula (IV), the compound shown in the formula (V), and the compound shown in the formula (VI), to obtain the compound shown in the formula (I) aromatic heterocyclic compounds;

[0116] Y 1 -R 1 Formula (IV); Y 1 -R 2 Formula (V); Y 1 -R 3 Formula (Ⅵ);

[0117]

[0118] in,

[0119] x a 、X b 、X c 、X d Independently preferably -C-Br, -C-Cl or -N;

[0120] Y 1 Preferably -B(OH) 2 , boron compound group, -NH-R 1 or -NH 2 In the present invention, the boron compound group refers to the boron compound, the remainin...

Embodiment 1

[0156] Preparation of intermediate methyl 2-(6-chloropyrazine-2-carbonyl)benzoate (A-1)

[0157]

[0158] Dissolve 2-bromo-6-chloropyrazine (19.3g, 0.1mol) in 300mL of anhydrous ether, in a dry ice bath at -78°C, under nitrogen protection, add 44mL of BuLi (2.5M), stir the reaction for 1 hour, then add Dimethyl phthalate (19.4 g, 0.1 mol) was reacted for 2 hours, then gradually raised to room temperature, and water was added to terminate the reaction. Post-treatment process: the system is separated, the water layer is separated, the water layer is extracted once with ethyl acetate, the organic layer is combined and the organic solvent is spin-dried, and the column is separated with dichloromethane:petroleum ether=9:1 (volume ratio). A white solid (A-1) (16.6 g, y (yield) = 60%) was obtained.

Embodiment 2

[0160] Synthesis of Intermediates A-2~A-28:

[0161] According to the synthesis method of intermediate A-1 in Example 1 above, the compounds shown in Table 1 were prepared with the same molar ratio. Table 1 is a summary of the reaction substances, generated substances and yields of Example 2 of the present invention.

[0162] Table 1 Example 2 of the present invention reaction substance, generated substance and yield summary

[0163]

[0164]

[0165]

[0166]

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Abstract

The invention discloses an aromatic heterocyclic compound with a structure shown in the formula (I). R1, R2 and R3 are introduced to benzo(g) quinoxaline, benzo(g) quinolone, benzo(g) isoquinoline and other structures, and the electron density, the upward skill and the compound performance can be improved, so that the aromatic heterocyclic compound shown in the formula (I) can be applied as a good electron transporting material, and an organic electroluminescence device prepared from the aromatic heterocyclic compound has the characteristics of higher brightness, higher heat resistance, long service life, higher light emitting efficiency and the like.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an aromatic heterocyclic compound, a preparation method thereof and an organic electroluminescent device. Background technique [0002] An organic electroluminescent device (OLED) is a new type of flat display device, generally composed of two opposing electrodes and at least one layer of organic light-emitting compound interposed between the two electrodes. That is, the device is composed of transparent ITO anode, hole injection layer (TIL), hole transport layer (HTL), light emitting layer (EL), hole blocking layer (HBL), electron transport layer (ETL), electron injection layer (EIL) and cathode formation, 1-2 organic layers can be omitted as needed. The mechanism of action is that a voltage is formed between the two electrodes, while electrons are injected from the cathode, and holes are injected from the anode on the other side. The electrons and holes...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D241/38C07D401/14C07D401/04C07D403/10C07D221/08C07D401/10C07D405/04C07D409/04C07D471/04C07D403/14C07D413/14C07D417/14C07D403/04H01L51/54
CPCC07D221/08C07D241/38C07D401/04C07D401/10C07D401/14C07D403/04C07D403/10C07D403/14C07D405/04C07D409/04C07D413/14C07D417/14C07D471/04H10K85/653H10K85/655H10K85/656H10K85/654H10K85/6572Y02E10/549
Inventor 高春吉王士凯王钊秦翠英尹恩心崔敦洙
Owner JILIN OPTICAL & ELECTRONICS MATERIALS
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