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A kind of hyperbranched modified azobenzene and preparation method thereof

A technology for the modification of azobenzene, which is applied in the field of hyperbranched modified azobenzene and its preparation, can solve problems such as the difficulty of adopting simple and efficient preparation methods, and achieve rich sources of raw materials, wide applicability, and improved Orientation stability and effect on mechanical properties

Active Publication Date: 2016-09-28
JIANGSU YINBAO AGRI SCI RES INST CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] It can be seen from the above prior art that the current azobenzene modification technology can basically only introduce azobenzene groups into chain polymers, and it is difficult to adopt a simple and efficient preparation method. On the basis of the original good photochromism of nitrobenzene, a large number of active reactive groups are introduced at the same time

Method used

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  • A kind of hyperbranched modified azobenzene and preparation method thereof
  • A kind of hyperbranched modified azobenzene and preparation method thereof
  • A kind of hyperbranched modified azobenzene and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0041] 1. In a three-necked flask, add 27.5g 3-glycidoxypropyltrimethoxysilane, 23.6g 3-methacryloxypropyltrimethoxysilane, 55mL absolute ethanol, magnetically stirred, N 2 Under protection, the temperature was raised to 65°C, and refluxed and condensed at this temperature. 5.82g of distilled water was added dropwise, and a certain amount of sodium hydroxide was added to control the pH of the system to 11, and the rotating speed was 150 rpm, stirring and holding for 4.5 hours. After the reaction is completed, vacuum distillation is carried out at 80°C to obtain a mixed hydrolysis hyperbranched system. The structural formula is shown in Figure 5 ,among them

[0042]

[0043] 2. Weigh 13.5g of mixed hydrolysis hyperbranched system into a three-necked flask, and add 31mL of absolute ethanol, magnetically stir to form a uniform solution, dropwise add 18mL of anhydrous ethanol solution with 1.4g of 4-aminoazobenzene dissolved, React at 60°C for 68 hours. After the reaction is over, ...

Embodiment 2

[0059] 1. Add 20g 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 15g vinyltrimethoxysilane, 40mL absolute ethanol in a three-necked flask, magnetically stir, N 2 The temperature was raised to 40°C under protection, and refluxed and condensed at this temperature. 4g of distilled water was added dropwise, and a certain amount of sodium hydroxide was added to control the pH of the system to 9, and the rotating speed was 200 rpm, stirring and holding for 2 hours. After the reaction is completed, vacuum distillation is carried out at 80°C to obtain a mixed hydrolysis hyperbranched system. The structural formula is shown in Figure 5 ,among them

[0060] 2. Weigh 8g of mixed hydrolysis hyperbranched system into a three-necked flask, and add 22mL of absolute ethanol, magnetically stir to form a uniform solution, dropwise add 12mL of ethanol solution with 0.5g of p-diaminoazobenzene, 40℃ React for 72 hours. After the reaction is over, the reaction solution is distilled under reduced pre...

Embodiment 3

[0063] 1. In a three-necked flask, add 30g 3-glycidoxypropyltrimethoxysilane, 25g 3-methacryloxypropyltrimethoxysilane, 60mL absolute ethanol, magnetically stir, N 2 Under protection, the temperature was raised to 70°C, and refluxed and condensed at this temperature. 6g of distilled water was added dropwise, and a certain amount of sodium hydroxide was added to control the pH of the system to 11, and the rotation speed was 100 revolutions / min, stirring and maintaining for 5 hours. After the reaction is over, vacuum distillation is carried out at 70°C to obtain a mixed hydrolysis hyperbranched system. The structural formula is shown in Figure 5 ,among them

[0064]

[0065] 2. Weigh 14g of the mixed hydrolysis hyperbranched system into a three-necked flask, and add 32mL of absolute ethanol, magnetically stir to form a uniform solution, dropwise add 20mL of ethanol solution with 1.5g of symmetric diphenylcarbazone , React at 70°C for 10 hours. After the reaction is over, the reac...

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Abstract

The invention discloses a hyperbranched modified azobenzene and a preparation method thereof. The preparation method of the hyperbranched modified azobenzene comprises the following steps: taking epoxy group-containing trialkoxysilane, vinyl group-containing trialkoxysilane and anhydrous ethanol, mixing, heating under the protection of N2 to 40-70DEG C, carrying out reflux condensation, adding distilled water, adding sodium hydroxide to control the pH value of the obtained system in a range of 9-11, carrying out stirring heat insulation for 2-5h, and carrying out reduced pressure distillation to obtain a mixed hydrolyzed hyperbranched system; and taking the mixed hydrolyzed hyperbranched system, adding anhydrous ethanol, stirring to form a uniform solution, adding an azobenzene-containing ethanol solution, reacting at 40-70DEG C for 10-72h, and carrying out reduced pressure distillation on a reaction liquid to obtain the hyperbranched modified azobenzene. The hyperbranched modified azobenzene reserves the good photochromism of azobenzene, contains a large amount of active reaction groups, and has huge application prospects in further modification, novel material development and the like.

Description

Technical field [0001] The invention belongs to the field of material synthesis, and relates to a hyperbranched modified azobenzene and a preparation method thereof. Background technique [0002] Azobenzene is a compound with a typical chromophore and can undergo conformational changes with changes in external conditions. The azo chromophore undergoes a reversible cis-trans isomerization reaction under the action of light, which brings characteristics such as photo-dichroism, photo-induced phase change, and photo-induced molecular mass transfer to polymer materials, which can be used in optical switches , Optical storage, electro-optic modulators and integrated optoelectronic materials. Due to its potential application value, a large number of researches on the introduction of azobenzene into the polymer chain have been carried out one after another, and good experimental and application effects have been achieved. Azo polymer materials have received widespread attention as imp...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G77/388C08G77/20C08G77/14C08G77/26C08F283/12C08F220/14C08F220/18C09K9/02
Inventor 徐磊虞利俊唐玉邦
Owner JIANGSU YINBAO AGRI SCI RES INST CO LTD