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Third order non-linear optical material monomer, its polymer and production

A third-order nonlinear, optical material technology, applied in the field of atom transfer radical polymerization to prepare the polymer, to achieve the effects of good solubility and film-forming properties, controllable molecular weight, and high third-order nonlinear polarizability coefficient

Active Publication Date: 2007-06-06
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But so far, there is no report of azo side chain type homopolymers with controllable molecular weight and excellent third-order nonlinear optical properties obtained through atom transfer radical polymerization.

Method used

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  • Third order non-linear optical material monomer, its polymer and production
  • Third order non-linear optical material monomer, its polymer and production
  • Third order non-linear optical material monomer, its polymer and production

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] 1. Take 2-3g of p-nitroaniline to make hydrochloride solution, put it in an ice bath to cool, add dropwise 10g of 15-20% sodium nitrite aqueous solution, and react in an ice bath for half an hour to obtain p-nitroaniline diazonium salt solution. Take 3~5g of N,N-ethylhydroxyethylaniline, 3~5g of sodium hydroxide, add 50~100g of water, stir to dissolve, put it in an ice bath to cool, and add diazo at a rate of about one drop every 2-4 seconds Salt solution, continue to react for 0.5 to 1 hour after the dropwise addition, and keep warm for 4 to 8 hours. The reaction solution was suction filtered and washed with a large amount of deionized water to obtain the azo intermediate. The third-order nonlinear susceptibility coefficient of the intermediate is measured by four-wave mixing method to be 6.1~6.3×10 -11 esu.

[0030] 2. Take 3-4 g of the above p-nitroazo intermediate, dissolve it in 40-50 ml of tetrahydrofuran, add 2-3 ml of triethylamine, and stir evenly under ice ...

Embodiment 2

[0034] 1. Take 2-3g of p-methoxyaniline to make hydrochloride, put it in an 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 3~5g of N,N-ethylhydroxyethylaniline, 3~5g of sodium hydroxide, add 50~100g of water and stir to dissolve, cool in an ice bath, add the above diazonium salt solution dropwise, and continue the reaction for 0.5 ~1 hour, keep warm for 4~8 hours. The reaction solution was suction-filtered and washed with a large amount of deionized water to obtain a p-methoxyazo intermediate. The third-order nonlinear susceptibility coefficient of the intermediate was measured by four-wave mixing method to be 4.2~4.4×10 -11 esu.

[0035] 2. Take 3-4g of p-methoxyazo intermediate, dissolve it in 20-30ml of tetrahydrofuran, add 2-3ml of triethylamine, and stir evenly under ice bath. Take 1-2 g of acryloyl chloride and slowly add it dropwise to th...

Embodiment 3

[0039] 1. Take 2-3g of p-chloroaniline to make a hydrochloride solution, put it in an ice bath to cool, add dropwise 10g of 15-20% sodium nitrite aqueous solution, and react in an ice bath for half an hour to obtain a p-chloroaniline diazonium salt solution. Take 3~5g of N,N-ethylhydroxyethylaniline, 3~5g of sodium hydroxide, add 50~100g of water and stir to dissolve, cool in an ice bath, add the above diazonium salt solution dropwise, and continue the reaction for 0.5 ~1 hour, keep warm for 4~8 hours. The reaction solution was suction filtered and washed with a large amount of deionized water to obtain the p-chloroazo intermediate. The third-order nonlinear susceptibility coefficient of a sample of this intermediate measured by four-wave mixing method is 4.5~4.7×10 -11 esu.

[0040] 2. Take 3-4g of p-chloroazo intermediate, dissolve it in 30-40ml of tetrahydrofuran, add 2-3ml of triethylamine, and stir evenly under ice bath. Take 1-2 g of acryloyl chloride and slowly add i...

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Abstract

This invention discloses a kind of the azo monomer has intramolecularly push-and-pull electron structure and its polymer three order nonlinear optics material, after azo-coupler reaction of substituent aniline and N, N- ethyl hydroxyl ethyl aniline gaining the azo midbody, and reacts with (methyl) chlorine chloride then gains the crylic acid ester monomer with the functionality azo base group, and using the atom free radical polymerization (ATRP) method get the azo side chain type polymer whose molecule chain forms the push-and-pull electron structure. The polymer has good three order nonlinear optics functions and fairly good film function.

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 properties and its polymer, and a method for preparing the polymer by atom transfer radical polymerization. Background technique [0002] The azo compound molecule contains an azo group (-N=N-), which has a long conjugated system and good electron mobility, which is conducive to the generation of nonlinear optical effects, especially the azoarene compound has a long π electron co- In the yoke system, the molecule has good internal charge mobility under the action of an electric field, and the energy of the excited state of the electron is low, thus showing high second-order and third-order nonlinear optical activity. Therefore, azo compounds are an important class of organic low-molecular third-order nonlinear optical materials. [0003] Azo compounds with push-pull electronic structures have attra...

Claims

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Application Information

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IPC IPC(8): G02F1/355G02F1/361G02F1/35
Inventor 路建美李娜君徐庆锋夏雪伟
Owner SUZHOU UNIV
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