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Asymmetrically substituted diphenyl pyridine compound as well as preparation and application thereof

A technology of diphenylpyridine and compounds, which is applied in the field of organic small molecule photoelectric functional materials, can solve the problems of unfavorable OLED device field application, reduced solubility of organic electron transport materials, and influence of glass transition temperature, etc., and achieves high film form The effects of appearance stability, simple structure and preparation, high decomposition temperature and glass transition temperature

Active Publication Date: 2021-02-05
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in order to enhance electron mobility, the enhanced conjugation or intermolecular force of ETMs is often increased, which will cause the solubility of organic electron transport materials to decrease, making purification difficult; at the same time, trace residues from reaction raw materials, intermediates or by-products Halogenated impurities will greatly endanger the stability of OLED
[0003] In addition, there is also a trade-off relationship between the glass transition temperature and electron mobility. The improvement of mobility usually requires the enhancement of conjugation or intermolecular forces, which makes the material easy to crystallize and affects the glass transition temperature, which is not conducive to the practical application in the field of OLED devices.

Method used

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  • Asymmetrically substituted diphenyl pyridine compound as well as preparation and application thereof
  • Asymmetrically substituted diphenyl pyridine compound as well as preparation and application thereof
  • Asymmetrically substituted diphenyl pyridine compound as well as preparation and application thereof

Examples

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Embodiment 1

[0046] An asymmetrically substituted diphenylpyridine compound electron transport material Phen-2PhPy-TRZ with high decomposition temperature and high glass transition temperature, its structure:

[0047]

[0048] The synthesis steps of the asymmetrically substituted diphenylpyridine compound Phen-2PhPy-TRZ described in this example are as follows:

[0049] Step 1: Preparation of 2,6-bis(3-bromophenyl)pyridine (1)

[0050] in N 2 Under atmosphere, 2,6-dibromopyridine (2g, 8.4mmol), 3-bromophenylboronic acid (3,37g, 16.8mmol), K 2 CO 3 Aqueous solution (30ml, 2M), ethanol and toluene (80ml) were mixed in a three-necked flask to obtain a mixed solution, and N 2 20min, then quickly add Pd(PPh 3 ) 4 (100mg, 0.42mmol), heated to 82°C and reacted for 12h. After completion of the reaction, cool to room temperature, remove the solvent in the product by distillation under reduced pressure, add dichloromethane and distilled water to separate the organic layer and extract the w...

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Abstract

The invention belongs to the technical field of organic small molecule photoelectric functional materials, and discloses an asymmetrically substituted diphenyl pyridine compound as well as preparationand application thereof. The asymmetrically substituted diphenyl pyridine compound is one or more of a formula I and a formula II. The invention also discloses a preparation method of the asymmetrically substituted diphenyl pyridine compound. The asymmetrically substituted diphenyl pyridine compound is used for preparing an organic electron transport material. The organic electron transport material comprises one or more of the asymmetrically substituted diphenyl pyridine compounds. The asymmetrically substituted diphenyl pyridine compound provided by the invention has high decomposition temperature and glass transition temperature, is suitable for high-stability devices, is easy to remove bromine-containing raw materials and intermediates, and is beneficial to long-term stable operationof OLEDs. As an organic electron transport material, the compound can improve the efficiency of photoelectric devices. As an organic small-molecule electron transport material, the compound disclosedby the invention is applied to the photoelectric devices.

Description

technical field [0001] The invention belongs to the technical field of organic small molecule photoelectric functional materials, and relates to electron transport materials, in particular to asymmetrically substituted diphenylpyridine compounds and their preparation and application. The asymmetrically substituted diphenylpyridine compound is used as an electron transport material, has a high thermal decomposition temperature and a glass transition temperature, and is applied to an electron transport layer of an optoelectronic device such as a high-performance organic light emitting diode. Background technique [0002] Organic light-emitting diodes (OLEDs) consist of electrodes, a charge-transport layer, and an emissive layer. Generally, the hole mobility of organic hole transport materials is higher than the electron mobility of organic electron transport materials (ETMs), and their application in OLED devices will cause device carrier imbalance, which is not conducive to t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/04H01L51/50H01L51/54
CPCC07D471/04H10K85/6572H10K50/165H10K50/16
Inventor 朱旭辉王林叶陈玲玲彭俊彪曹镛
Owner SOUTH CHINA UNIV OF TECH
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