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A kind of 2,6-diaryl naphthalene compound and preparation method thereof

A compound, diaryl technology, applied in the field of organic semiconductors, achieves the effects of strong practicability, simple synthetic route, and low synthetic cost

Active Publication Date: 2016-02-03
HANGZHOU NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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  • A kind of 2,6-diaryl naphthalene compound and preparation method thereof
  • A kind of 2,6-diaryl naphthalene compound and preparation method thereof
  • A kind of 2,6-diaryl naphthalene compound and preparation method thereof

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Embodiment 1

[0030] A kind of preparation method of 2,6-diaryl naphthalene compound, this preparation method comprises the following steps:

[0031] (1) Under anhydrous and oxygen-free low temperature conditions, halogenated aromatic hydrocarbons are reacted with boric esters to obtain aryl borates; the reaction is carried out in tetrahydrofuran; (the specific reaction process adopts the basic parameters of this type of compound in the art to carry out )

[0032] The specific preparation process is as follows: first, under the protection of nitrogen, under the low temperature condition of -78°C, react halogenated aromatic hydrocarbons with organolithium reagents (n-butyllithium or tert-butyllithium) to generate aryllithium salts, and then add Isopropanol pinacol borate, after reacting for 24 hours, completed the reaction to obtain aryl borate, and the structural formula of said aryl borate was:

[0033]

[0034] In the aryl borate, R is an aryl group.

[0035] The amount of solvent us...

Embodiment 2

[0042] A kind of preparation method of 2,6-diaryl naphthalene compound, this preparation method comprises the following steps:

[0043] (1) Under anhydrous and oxygen-free low temperature conditions, halogenated aromatic hydrocarbons are reacted with boric esters to obtain aryl borates; the reaction is carried out in tetrahydrofuran; (the specific reaction process adopts the basic parameters of this type of compound in the art to carry out )

[0044] The specific preparation process is as follows: first, under the protection of nitrogen, under the low temperature condition of -78°C, react halogenated aromatic hydrocarbons with organolithium reagents (n-butyllithium or tert-butyllithium) to generate aryllithium salts, and then add Isopropanol pinacol borate, after reacting for 24 hours, completed the reaction to obtain aryl borate, and the structural formula of said aryl borate was:

[0045]

[0046] In the aryl borate, R is an aryl group.

[0047] The amount of solvent us...

Embodiment 3

[0054] A kind of preparation method of 2,6-diaryl naphthalene compound, this preparation method comprises the following steps:

[0055] (1) Under anhydrous and oxygen-free low temperature conditions, halogenated aromatic hydrocarbons are reacted with boric esters to obtain aryl borates; the reaction is carried out in tetrahydrofuran; (the specific reaction process adopts the basic parameters of this type of compound in the art to carry out )

[0056] The specific preparation process is as follows: first, under the protection of nitrogen, under the low temperature condition of -78°C, react halogenated aromatic hydrocarbons with organolithium reagents (n-butyllithium or tert-butyllithium) to generate aryllithium salts, and then add Isopropanol pinacol borate, after reacting for 24 hours, completed the reaction to obtain aryl borate, and the structural formula of said aryl borate was:

[0057]

[0058] In the aryl borate, R is an aryl group.

[0059] The amount of solvent us...

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Abstract

The invention relates to the technical field of organic semiconductors, in particular to a 2,6-diarylnaphthalene compound and a preparation method thereof. reaction to obtain aryl borate; (2) in the presence of a catalyst, mix 2,6-dibromonaphthalene and aryl borate to carry out Suzuki reaction, and obtain 2,6-diaryl borate after the reaction is completed Naphthalene compounds.

Description

technical field [0001] The invention relates to the technical field of organic semiconductors, in particular to a 2,6-diarylnaphthalene compound and a preparation method thereof. Background technique [0002] In recent years, the development of organic semiconductors has been extremely rapid, and their application potential in optoelectronic and electronic devices is extremely wide. At present, the main application fields of organic semiconductors include organic photoconductors, organic electroluminescent diodes, organic solar cells, organic field effect transistors, photodetection and sensors etc. [0003] The organic semiconductor material plays a key role in the organic field effect transistor device. According to the carrier transport characteristics, it can be divided into p-type and n-type materials, and the carriers are holes and electrons respectively. Among them, p-type materials, represented by pentacene, developed earlier. However, it cannot be used for practic...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D333/54H01L51/30
CPCC07D333/54H10K85/615H10K85/6576
Inventor 高建华杨成东王英峰郝望龙邹素芬张海霞谢辉
Owner HANGZHOU NORMAL UNIVERSITY