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High-molecular iron (III) chelating agent based on 3-hydroxyl-4-pyridinone compounds and preparation method thereof

A pyridone and compound technology, applied in the field of polymer materials, can solve the problems of complicated synthesis steps, insoluble and infusible, small iron (III) chelation capacity, etc., and achieves the effects of simple process, convenient purification, and convenient industrial production.

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

AI Technical Summary

Problems solved by technology

[0006] The present invention aims to provide a kind of macromolecular iron (III) chelating agent based on 3-hydroxyl-4-pyridone compound and preparation method thereof, the glycidyl methacrylate containing epoxy group is polymerized by free radical Obtain polyglycidyl ether methacrylate, and then undergo a ring-opening reaction between the amine group of the 3-hydroxyl-4-pyridone compound and epoxy, and graft it to the polymer molecular chain to obtain 3-hydroxyl-4 -The high molecular weight iron (III) chelating agent of pyridone compounds, to solve the current problems such as insoluble and infusible high molecular weight iron (III) chelating agent, iron (III) chelating capacity is small, complex steps, etc.

Method used

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  • High-molecular iron (III) chelating agent based on 3-hydroxyl-4-pyridinone compounds and preparation method thereof
  • High-molecular iron (III) chelating agent based on 3-hydroxyl-4-pyridinone compounds and preparation method thereof
  • High-molecular iron (III) chelating agent based on 3-hydroxyl-4-pyridinone compounds and preparation method thereof

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Experimental program
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Embodiment 1

[0033] The preparation process of polymer iron (III) chelating agent in the present embodiment is as follows:

[0034] 1. Free radical polymerization

[0035] Add 1.292g of glycidyl ether methacrylate, 29.965mg of 2-cyano-2-propylbenzodisulfide and 6.916mg of azobisisobutyronitrile into a 25mL one-necked bottle, and then add 1.2mL of anhydrous toluene as a solvent , after removing oxygen (the process of removing oxygen is to first cool the one-necked bottle in liquid nitrogen for 5-10 minutes, take it out of the liquid nitrogen and use an oil pump to evacuate it for 1-2 minutes, then pass in nitrogen protection, repeat the above operation three times) React in a nitrogen atmosphere at 62°C for 6 hours, add 10 times the volume of anhydrous toluene in cold ether (-20°C, use dry ice for 20min) to settle, centrifuge (4000 rpm) and filter and dry to remove unreacted methyl groups Glycidyl ether acrylate monomer; add an equal volume of N,N-dimethylformamide to dissolve the polymer,...

Embodiment 2

[0043] The preparation process of polymer iron (III) chelating agent in the present embodiment is as follows:

[0044] 1. Free radical polymerization

[0045] 0.932g glycidyl ether methacrylate, 18×10 -2 g2-cyano-2-propylbenzodisulfide and 42.53mg of azobisisobutyronitrile were added to a 25mL single-necked bottle, then 0.87mL of anhydrous toluene was added as a solvent, after removing oxygen (the process of removing oxygen was first Cool the one-mouth bottle in liquid nitrogen for 5-10 minutes, take it out of the liquid nitrogen and use an oil pump to evacuate it for 1-2 minutes, then pass through nitrogen protection, repeat the above operation three times) react at 62°C for 3 hours in a nitrogen atmosphere, add 10 times the volume of anhydrous toluene in cold ether (-20°C, refrigerated with dry ice for 20 minutes) to settle, centrifuged (4000 rpm) and filtered to dry to remove unreacted glycidyl ether methacrylate monomer; then add anhydrous Dissolve the polymer in N,N-dim...

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Abstract

The invention discloses a high-molecular iron (III) chelating agent based on 3-hydroxyl-4-pyridinone compounds and a preparation method thereof. The method comprises the following steps: subjecting epoxy-group-containing glycidyl methacrylate to free radical polymerization so as to obtain poly(glycidyl methacrylate), then adding amine-group-containing 3-hydroxyl-4-pyridinone compounds and then carrying out ring-opening reaction with epoxy groups, and carrying out covalent attachment to a side chain of poly(glycidyl methacrylate) so as to obtain the high-molecular iron (III) chelating agent. The preparation method provided by the invention avoids other side reaction and has the advantages of mild reaction conditions, safe production, simple process, convenient purification, high yield (the maximum being 100%) and facilitation to industrial production. Meanwhile, the problems like insolubility, infusibility, small iron (III) chelate capacity of a conventional high-molecular iron (III) chelating agent are solved, wherein the maximum of the chelating capacity of a ferric ion can reach to 1196 [mu]mol / g.

Description

1. Technical field [0001] The invention relates to an iron (III) chelating agent and a preparation method thereof, in particular to a polymer iron (III) chelating agent based on 3-hydroxy-4-pyridone compounds and a preparation method thereof, belonging to the polymer field of materials technology. 2. Background technology [0002] Macromolecular iron chelators have attracted more and more attention, and have certain application research in medicine. Polymer iron chelating agents are widely used in the fields of water treatment, pollution control, metal ion recovery, active packaging and analytical chemistry. In recent years, it has also been reported that the application of polymer iron chelating agent materials in biomedicine. Iron is a very important element for living organisms. In theory, the capture of iron will have a certain application prospect in the treatment of microbial infectious diseases. ENREF9 polymer iron chelator can also be used as an effective drug for...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F120/32C08F8/32C08F8/30C02F1/66C02F1/56
Inventor 张兴元李军配杨树罗伯特·海德孔小乐文森索·阿巴特张国庆
Owner UNIV OF SCI & TECH OF CHINA
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