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Free radical nano-capture material and preparation method thereof

A free radical and nanotechnology, applied in the field of functional polymer materials, can solve the problems of poor water solubility and limited application of ordinary polyphenolic polymer compounds, and achieve the effect of simple preparation method and significant capture effect

Active Publication Date: 2015-11-11
XIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to provide a free radical nano-capture material, which enriches the selection of antioxidants in applications and solves the problem of poor water solubility of ordinary polyphenolic polymers and limited application in vivo

Method used

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  • Free radical nano-capture material and preparation method thereof
  • Free radical nano-capture material and preparation method thereof
  • Free radical nano-capture material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Step 1: Take 14.12g of phenol and 10.96g of formaldehyde (37% aqueous solution) respectively, mix them evenly, add 1.10g of dihydrate oxalic acid, at 80-85°C, mechanically stir for 1.5h to obtain novolac resin; The obtained novolac resin was precipitated and purified twice in a mixed solvent of 25.20g petroleum ether and 7.89g ethanol, and dried in vacuum at 70°C for more than one week to obtain a dry phenolic resin; 0.50g of the obtained phenolic resin was dissolved in 2.37g of acetone and poured into it Add 0.70g propyne bromide, 0.65g anhydrous potassium carbonate, 0.005g benzyltriethylammonium chloride and 0.016g potassium iodide, remove oxygen through freeze-thaw-cycle operation, react at 60°C for 20h, and the substitution rate is 90% (NMR test) of alkyne functionalized novolac;

[0031] Step 2: Dissolve 1.00g of polyethylene glycol monomethyl ether (MW=500) and 1.14g of p-toluenesulfonyl chloride in 6.22g of tetrahydrofuran, add 0.607g of anhydrous triethylamine, ...

Embodiment 2

[0034] Step 1: take 0.50g example 1 gained phenolic resin and dissolve in 2.37g acetone, and add 0.35g propyne bromide and 0.33g anhydrous potassium carbonate, 0.005g benzyltriethylammonium chloride, 0.016g potassium iodide, Oxygen was removed by freeze-thaw-cycle operation, reacted at 60°C for 20 hours, and alkynyl-functionalized novolac with a substitution rate of 47% (NMR test) was obtained;

[0035] Step 2: Dissolve 8.00g of polyethylene glycol monomethyl ether (MW=500) and 9.15g of p-toluenesulfonyl chloride in 49.78g of tetrahydrofuran, add 4.86g of anhydrous triethylamine, and react at room temperature for 10 hours to obtain an intermediate product ; After the obtained intermediate product was purified by column chromatography, 0.50 g of the purified polyethylene glycol intermediate product was dissolved in 1.89 g of N,N-dimethylformamide, and 0.15 g of sodium azide was added to mix, and the mixture was prepared at 110° C. After reacting for 10 h, and precipitating the ...

Embodiment 3

[0038] Step 1: take 0.50g example 1 gained phenolic resin and dissolve in 2.37g acetone, and add 2.81g propyne bromide and 2.60g anhydrous potassium carbonate, 0.005g benzyltriethylammonium chloride, 0.016g potassium iodide, Oxygen removal by freeze-thaw-cycle operation, reaction at 60°C for 20h, and alkynyl-functionalized novolac with a substitution rate of 100% (NMR test);

[0039] Step 2: Weigh 8.00g polyethylene glycol monomethyl ether (MW=350) and 13.07g p-toluenesulfonyl chloride, dissolve in 49.78g tetrahydrofuran, add 7.00g anhydrous triethylamine, and react at room temperature for 10h to obtain an intermediate product; after the obtained intermediate product was purified by column chromatography, 2.00 g of the purified polyethylene glycol intermediate product was taken and dissolved in 7.55 g of N,N-dimethylformamide, 0.97 g of sodium azide was added to mix, and the mixture was heated at 110°C. The reaction was continued for 10 h, and the reaction product was precipitat...

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Abstract

The invention discloses a free radical nano-capture material. The free radical nano-capture material is amphiphilic phenol. The chemical composition general formula of the free radical nano-capture material is (C6H5OH)na-(C6H5O-PEG)nb and the structural formula of the free radical nano-capture material is shown in the description. According to the invention, linear phenol is prepared through acid catalysis, alkynyl functional groups are introduced to a phenolic chain through propargyl bromide, alkynyl and azide groupa chemically reacts through click by using methoxypolyethylene glycol with azide groups at the terminal, and finally, the nanoscale free radical nano-capture material-amphiphilic phenol is obtained; a preparation method provided by the invention is simple, the prepared free radical nano-capture material can form micelle in water and reserved phenolic hydroxyl of the free radical nano-capture material has an obvious capture effect on free radicals.

Description

technical field [0001] The invention belongs to the technical field of functionalized polymer materials, and in particular relates to a free radical nano capture material, and also relates to a preparation method of the capture material. Background technique [0002] Reactive Oxygen Species (Reactive Oxygen Species) free radicals, such as hydroxyl free radicals, are metabolites in the human body, and their chemical properties are very active. Under normal circumstances, they are in dynamic equilibrium with antioxidant molecules, and their concentration is very low. When this balance is broken, it will cause damage to the body, which is closely related to the occurrence of many dysfunctions and diseases in the body, and triggers a series of diseases, such as inflammation, tumors, and aging. Excessive free radicals can cause lipid peroxidation in organs and tissues, further leading to damage to the function of various organs, causing a series of complications such as diabetes ...

Claims

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Application Information

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IPC IPC(8): C08G81/00C08G8/30C08G65/48
Inventor 张乾王玥
Owner XIAN UNIV OF TECH
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