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Azo monomer and polymer with third order non-linear optical property

A technology of third-order nonlinearity and optical properties, which is applied in the field of polymer preparation by atom transfer radical polymerization, can solve the problems of low content of functional groups and influence on polymer performance, and achieve controllable molecular weight and narrow molecular weight distribution , good film-forming effect

Active Publication Date: 2007-08-08
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The object of the present invention is to provide a kind of azo compound with excellent third-order nonlinear optical properties, and provide a polymer using it as a monomer to solve the problem of low functional group content in the polymer chain caused by the grafting rate. As for the problem of polymer properties being affected

Method used

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  • Azo monomer and polymer with third order non-linear optical property
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  • Azo monomer and polymer with third order non-linear optical property

Examples

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Effect test

Embodiment 1

[0032] Take 2-3g of p-nitroaniline to prepare hydrochloride solution, cool in an ice bath, add dropwise 10g of 15-20% sodium nitrite aqueous solution, and react under ice bath for half an hour to obtain p-nitroaniline diazonium salt solution. Take 2 g of phenol and 2 g of sodium hydroxide, add 100 g of water and stir to dissolve, cool in an ice bath, add the above diazonium salt solution dropwise, and react in an ice bath for 4 hours. Filter and wash with plenty of water to obtain p-nitroazo intermediate. The third-order nonlinear susceptibility coefficient of a sample of this intermediate measured by four-wave mixing method is 4.87×10 -12 esu.

[0033] Take 2-3g of p-nitroazo intermediate, dissolve it in 40ml of tetrahydrofuran, add 2ml of triethylamine, and stir evenly under ice bath. Take 1-2 g of acryloyl chloride and slowly add it dropwise to the above solution, react in ice bath for 1 hour, then continue to stir at room temperature for 4 hours. The reaction solution w...

Embodiment 2

[0037] Take 2-3g of p-methoxyaniline to make hydrochloride solution, put it in ice bath to cool, add dropwise 10g of 15-20% sodium nitrite aqueous solution, and react under ice bath for half an hour to obtain p-methoxyaniline diazonium salt solution. Take 2 g of phenol and 2 g of sodium hydroxide, add 80-100 g of water and stir to dissolve, cool in an ice bath, add the above diazonium salt solution dropwise, and react in an ice bath for 4 hours. Filtration and washing with a large amount of deionized water gave p-methoxyazo intermediate. The third-order nonlinear susceptibility coefficient of a sample of this intermediate measured by four-wave mixing method is 4.16×10 -12 esu.

[0038] Take 2-3g of p-methoxyazo intermediate, dissolve it in 20-30ml tetrahydrofuran, add 2-3ml triethylamine, and stir evenly under ice bath. Take 1-2 g of acryloyl chloride and slowly add it dropwise to the above solution, react in ice bath for 1 hour, then continue to stir at room temperature for ...

Embodiment 3

[0042] Take 3-4g of p-bromoaniline to prepare hydrochloride solution, cool in an ice bath, add dropwise 10g of 15-20% sodium nitrite aqueous solution, and react under ice bath for half an hour to obtain p-bromoaniline diazonium salt solution. Take 2 g of phenol and 2 g of sodium hydroxide, add 80-100 g of water to dissolve, cool in an ice bath, add the above diazonium salt solution dropwise, and react in an ice bath for 4 hours. Filtration and washing with a large amount of deionized water gave p-bromoazo intermediate. The third-order nonlinear susceptibility coefficient of a sample of this intermediate measured by four-wave mixing method is 4.36×10 -12 esu.

[0043] Take 3-4g of p-bromoazo intermediate, dissolve it in 30-40ml tetrahydrofuran, add 2-3ml triethylamine, and stir well under ice bath. Take 1-2 g of acryloyl chloride and slowly add it dropwise to the above solution, react in ice bath for 1 hour, then stir at room temperature for 4 hours. The reaction solution wa...

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Abstract

The invention discloses an azo-monomer and polymer with third order non-linear optical property, which is characterized by the following: reacting subsistent benzeneamine and phenol through diazo-coupling reaction to obtain azo intermediate; reacting with (methyl) acryloyl chloride to obtain acrylate monomer with functional azo group; adopting atom transfer free radical polymerization (ATRP) method to obtain azo lateral-chain typed polymer.

Description

technical field [0001] The invention relates to an azo compound and its polymer, in particular to an azo compound with third-order nonlinear optical characteristics and its polymer, and a method for preparing the polymer by atom transfer radical polymerization. Background technique [0002] In recent years, the research of polymer nonlinear optical materials has attracted more and more attention. Because compared with inorganic and organic nonlinear optical materials, polymers have unique advantages. In addition to inheriting the advantages of organic small molecule nonlinear optical materials, such as large nonlinear optical coefficient, fast response speed, and low DC dielectric constant, etc. , because its molecular chains are connected by covalent bonds, the material has high mechanical strength, good chemical stability, and excellent processing performance, and can be made into various shapes according to the requirements of use, such as films, sheets, fibers, etc. [...

Claims

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Application Information

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IPC IPC(8): C07C245/06C08F120/34
Inventor 路建美李娜君徐庆锋夏雪伟
Owner SUZHOU UNIV
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