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Second-order non-linear optical polyphosphazene connecting sulfuryl-azo chromophor lateral group, and preparing method and use thereof

A second-order nonlinear, sulfone-based azo technology, applied in the direction of organic dyes, etc., can solve the problems of no indole chromophore, no visible, no polyphosphazene, etc., and achieves convenient purification, mild reaction conditions, and simple synthesis. Effect

Inactive Publication Date: 2005-11-23
WUHAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is no report about the indole chromophore with sulfone group as the acceptor so far, and there is no report about the polymer with sulfone indole chromophore group; Any report of polyphosphazenes with side groups of sulfone-based azo chromophores

Method used

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  • Second-order non-linear optical polyphosphazene connecting sulfuryl-azo chromophor lateral group, and preparing method and use thereof
  • Second-order non-linear optical polyphosphazene connecting sulfuryl-azo chromophor lateral group, and preparing method and use thereof
  • Second-order non-linear optical polyphosphazene connecting sulfuryl-azo chromophor lateral group, and preparing method and use thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Embodiment 1: R is an indole group, R' is an indole group and an ethoxy group, when m is 2, and when x is 0.21, the synthetic route is as follows:

[0016]

[0017]

[0018] The synthesis method is:

[0019] Dissolve p-ethylsulfonylaniline (2.79g, 0.015mol) in 9.90g of 40% fluoboric acid (about 0.045mol), cool in an ice bath to 0-5°C, and slowly add sodium nitrite (1.04g, 0.015mol) was dissolved in 4mL of water, and the reaction temperature was controlled below 5°C. After reacting for half an hour, quickly filter with suction, and the filter cake was repeatedly washed several times with cold absolute ethanol and absolute ether, and after drying, 4.05 g of light yellow powder was obtained, which was p-ethylsulfonylaniline diazonium fluoroborate, and the yield was 95%, put it in the refrigerator for later use.

[0020] Put N-(2-hydroxyethyl)indole and sodium hydride in a Schlenk tube, add tetrahydrofuran, and then react at 50°C for 10 hours to obtain a tetrahydrof...

Embodiment 2

[0023] R is an indole group, R' is a carbazole group, an indole group and an ethoxyl group, m is 2, and when x is 0.07, the synthetic route is as follows:

[0024]

[0025] The synthesis method is: polyphosphazene 3 can be prepared by reacting N-(2-hydroxyethyl)indole, N-(2-hydroxyethyl)carbazole and sodium ethylate with polydichlorophosphazene, and its preparation method and implementation The preparation method of polyphosphazene 1 in Example 1 is generally similar. Weigh 0.16 g of polyphosphazene 3, put it into a test tube, add 1.2 ml of N-methylpyrrolidone, stir at room temperature until the polymer is completely dissolved, and put it in an ice bath. Phenyl phenyldiazonium fluoroborate, reacted under ice bath conditions for 8 hours, then added 0.2 g of anhydrous K 2 CO 3 , keep the ice bath condition, continue to stir for one hour, filter, wash the reaction test tube with tetrahydrofuran, collect the filtrate, remove the tetrahydrofuran under reduced pressure, add 40 ...

Embodiment 3

[0027] R is an indole group, R' is a carbazole group, an indole group and an ethoxyl group, m is 2, and when x is 0.12, the synthetic route is as follows:

[0028]

[0029] The synthesis method is as follows: Weigh 0.16 g of polyphosphazene 3, put it into a test tube, add 1.2 ml of N-methylpyrrolidone, stir at room temperature until the polymer is completely dissolved, and put it in an ice bath. After the temperature of the solution drops to 0°C, add 100 mg of The newly prepared p-nitrophenyl diazonium fluoroborate was reacted for 8 hours under ice-bath conditions, and then 0.23 g of anhydrous K was added2 CO 3 , keep the ice bath condition, continue to stir for one hour, filter, wash the reaction test tube with tetrahydrofuran, collect the filtrate, remove the tetrahydrofuran under reduced pressure, add 40 ml of methanol, an orange-red precipitate can be obtained, filter, collect the orange-red solid, and wash with methanol Several times, vacuum drying at 40°C, the orange-...

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Abstract

The invention relates to a second-order nonlinear optical polyhosphazene linked with sulfuryl azo chromophore, containing anilino group or indyl group. It uses polyhosphazene high molecule with indyl group or anilino group linked on the side chain to react with ethyl-sulfuryl anilino diazo fluoborate or paraoctyl-sulfuryl anilino diazo fluoborate to obtain the high molecular compound. It has higher second-order nonlinear optical performance and good synthetic performance, able to be practically applied to remote communication, data storage, phase conjugation, etc.

Description

technical field [0001] The invention relates to a second-order nonlinear optical polyphosphazene polymer material connected with a sulfone-based azo chromophore, a preparation method and application thereof. Background technique [0002] In the past century, traditional carbon chain polymers have developed rapidly. The development and application of various carbon chain polymers have caused great changes in people's lifestyles, but the limitations of carbon chain polymers have gradually emerged. It is shown that it cannot meet the needs of all practical applications. Due to its special physical and chemical properties and unique characteristics that carbon chain polymers do not have, inorganic main chain polymers have attracted scientists' strong interest and research enthusiasm. Among them, polyphosphazene has attracted much attention. Its main chain is composed of alternating nitrogen and phosphorus atoms connected by single and double bonds, and each phosphorus atom has...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G79/025C09B69/10
Inventor 李振秦金贵
Owner WUHAN UNIV
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