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Preparation method and use of modified nitrogen-oxygen free radical polymerization inhibitor

A technology of nitroxide free radical and polymerization inhibitor, which is applied in the field of organic synthesis catalysis/inhibition, can solve the problems of affecting the polymerization inhibitory effect of the polymerization inhibitor and the difficulty of removing the high-efficiency polymerization inhibitor, and achieve the effect of convenient removal.

Active Publication Date: 2019-03-19
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The nitroxide free radical polymer brush is a loaded heterogeneous polymerization inhibitor. Since the reaction system is a liquid phase system, the polymerization inhibitor can only have a polymerization inhibitory effect at the solid-liquid phase interface, thereby Greatly affected the inhibitory effect of the polymerization inhibitor
[0006] Therefore this area needs to develop a kind of simple and effective method, solves the difficult problem of removal of high-efficiency polymerization inhibitor at present

Method used

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  • Preparation method and use of modified nitrogen-oxygen free radical polymerization inhibitor
  • Preparation method and use of modified nitrogen-oxygen free radical polymerization inhibitor

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] (1) Weigh 10g of sodium alginate with a molecular weight of 5000 and dissolve it in double distilled water, stir evenly, the system is in a completely dissolved state, slowly add HCl dropwise to the system, adjust the pH value to 4, and then pour the solution into ethanol : HCl=96:4 (v / v), the solid was collected by filtration, the obtained solid was washed with ethanol, and dried to obtain alginic acid solid.

[0059] (2) Take 5 g of alginic acid solid and disperse it in double distilled water, neutralize it with tetrabutylammonium hydroxide, finally adjust the pH value of the system to 6.5, and freeze-dry to obtain tetrabutyl alginate, an oil-soluble polysaccharide.

[0060] (3) Take 5g of tetrabutyl alginate, an oil-soluble polysaccharide, and dissolve it in 10ml of dimethylformamide solution, stir to dissolve it completely, then add 50mg of 2-chloro-1-methyliodopyridine, and place in an ice-water bath (0°C), catalyzed for 1 h under nitrogen. Then the temperature wa...

Embodiment 2

[0063] (1) Weigh 30g of sodium alginate with a molecular weight of 10,000 and dissolve it in double distilled water, stir evenly, the system is in a completely dissolved state, slowly add sulfuric acid to the system, adjust the pH value to 5, and then pour the solution into ethanol : HCl=90:10 (v / v), the solid was collected by filtration, the obtained solid was washed with methanol, and dried to obtain alginic acid solid.

[0064] (2) Take 20 g of alginic acid solid and disperse it in double distilled water, neutralize it with tetramethylammonium hydroxide, finally adjust the pH value of the system to 7.5, and freeze-dry to obtain tetramethyl alginate, an oil-soluble polysaccharide.

[0065] (3) Take 25g of tetramethyl alginate, an oil-soluble polysaccharide, and dissolve it in 25ml of diethylformamide solution, stir to dissolve it completely, then add 5g of 2-chloro-1-methyliodopyridine, and place in an ice-water bath (0°C), catalyzed for 1 h under nitrogen. Then the tempera...

Embodiment 3

[0073] (1) Weigh 50g of sodium alginate with a molecular weight of 12000 and dissolve it in double distilled water, stir evenly, the system is in a completely dissolved state, slowly add nitric acid dropwise to the system, adjust the pH to 4.5, and then pour the solution into ethanol : HCl=98:2 (v / v), the solid was collected by filtration, the obtained solid was washed with propanol, and dried to obtain alginic acid solid.

[0074] (2) Take 40 g of alginic acid solid and disperse it in double distilled water, neutralize it with tetraethylammonium hydroxide, finally adjust the pH value of the system to 7, and freeze-dry to obtain tetraethyl alginate, an oil-soluble polysaccharide.

[0075] (3) Take 30g of oil-soluble polysaccharide alginic acid tetramethyl salt, dissolve it in 30ml of diethylformamide solution, stir to make it dissolve completely, then add 2.1g of 2-chloro-1-methyl iodopyridine, in ice Water bath (0°C), catalyzed under nitrogen for 1h. Then the temperature was...

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Abstract

The invention relates to a preparation method and use of a modified nitrogen-oxygen free radical polymerization inhibitor. The modified nitrogen-oxygen free radical polymerization inhibitor is prepared in the following steps: preparing oil-soluble polysaccharide by adopting natural polysaccharide macromolecular sodium alginate as a main chain structure, modifying the nitrogen-oxygen free radical polymerization inhibitor onto the main chain of the oily polysaccharide by virtue of one-step esterification to finally obtain the modified nitrogen-oxygen free radical polymerization inhibitor. The modified nitrogen-oxygen free radical polymerization inhibitor is suitable for a special acrylate reaction system adopting an olefinic acid addition process. By adopting the polymerization inhibitor, onone hand, the polymerization of the raw material and product can be effectively inhibited, and on the other hand, the product and the polymerization inhibitor can be efficiently separated by using asimple method, so that the application prospect is good.

Description

technical field [0001] The invention relates to the field of organic synthesis catalysis / polymerization inhibition, in particular to a preparation method and application of a modified nitroxide radical polymerization inhibitor. Background technique [0002] Acrylic acid and esters are a kind of monomers containing double bonds. Due to their special chemical structure, they are very easy to polymerize during the reaction process. In order to effectively prevent the polymerization of monomers during the production process, a certain amount of polymerization inhibitors will be added to the reaction system to prevent polymerization from pre-laboratory research to industrial production. [0003] At present, there are many types of polymerization inhibitors in industry, including molecular polymerization inhibitors, such as p-tert-butylcatechol, phenothiazine, and tris(N-nitroso-N-phenylhydroxylamine) aluminum, etc., which have stable and free Radical inhibitors, such as 4-hydrox...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/04C08F2/40
CPCC08B37/0084C08F2/40
Inventor 郭华鞠昌迅王明永孙双翼郑京涛陆国太黎源
Owner WANHUA CHEM GRP CO LTD
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