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Method for preparing double hydrophilic thermo-sensitive polymer nano micelles

A nano-micelle and polymer technology, applied in the field of nano-micelle preparation, can solve the problems of industrialization difficulties, complex preparation process of stimuli-responsive polymers, high experimental conditions, etc., achieving less time-consuming, large-scale production and operation simple effect

Inactive Publication Date: 2014-01-08
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The current research literature and patents, stimuli-responsive polymers have shortcomings such as complex preparation process, high experimental conditions, and difficulties in industrialization.

Method used

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  • Method for preparing double hydrophilic thermo-sensitive polymer nano micelles
  • Method for preparing double hydrophilic thermo-sensitive polymer nano micelles
  • Method for preparing double hydrophilic thermo-sensitive polymer nano micelles

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] (1) Synthesis of divinyl adipate:

[0037] Mix 14g of adipic acid with 80mL of vinyl acetate, add 0.2g of copper sulfate catalyst, and react at 70°C to obtain 16g of divinyl adipate, with a yield of 81%;

[0038] (2) Enzymatic synthesis of polymerizable glucose divinyl adipate:

[0039] Add 13.14g of divinyl adipate (0.066mol), 3.96g of glucose, 1.0g of subtilisin and 100mL of anhydrous pyridine into a 250mL Erlenmeyer flask, and put it in a constant temperature shaking incubator at 50°C for 4 days at a speed of 210rpm . The reaction process was qualitatively monitored by thin-layer chromatography (TLC), and the developing solvent was ethyl acetate / methanol / water (volume ratio 17:3:1), and I 2 color. After the reaction was finished, the subtilisin was removed by filtration and most of the pyridine was removed by distillation under reduced pressure, and the crude product was purified by column chromatography, the eluent was pure ethyl acetate, and the developer was et...

Embodiment 2

[0041] Add 3.96g of N-isopropylacrylamide, 2.34g of glucose divinyl adipate and 0.126g of AIBN into a flask equipped with a magnetic stirring rotor and an adapter, completely dissolve in 5mL of DMF, seal it, and repeatedly evacuate it. After several times of nitrogen, the reaction system was placed at 60°C under the protection of nitrogen and stirred for 24 hours. After that, the viscous colorless and transparent polymer solution obtained from the reaction was precipitated in a large amount of ether, and the ether was poured out, and the white solid precipitate was again Dissolve in a small amount of ethanol, repeatedly precipitate and dissolve until all unreacted monomers are washed out, and dry in a vacuum oven at 37°C for 24 hours to obtain a white solid powder. 10 g of the obtained polymer powder was weighed and dissolved in 10 mL of double-distilled water, and after complete dissolution, freeze-dried to obtain polymer micelles.

Embodiment 3

[0043]Add 7.92g of N-isopropylacrylamide, 2.34g of glucose divinyl adipate and 0.206g of AIBN into a flask equipped with a magnetic stirring rotor and an adapter, dissolve it completely in 10mL of DMF, seal it, and repeatedly evacuate it. After several times of nitrogen, the reaction system was placed at 60°C under the protection of nitrogen and stirred for 24 hours. After that, the viscous colorless and transparent polymer solution obtained from the reaction was precipitated in a large amount of ether, and the ether was poured out, and the white solid precipitate was again Dissolve in a small amount of ethanol, repeatedly precipitate and dissolve until all unreacted monomers are washed out, and dry in a vacuum oven at 37°C for 24 hours to obtain a white solid powder. 10 g of the obtained polymer powder was weighed and dissolved in 10 mL of double-distilled water, and after complete dissolution, freeze-dried to obtain polymer micelles.

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Abstract

The invention relates to a method for preparing double hydrophilic thermo-sensitive polymer nano micelles. The method comprises the following steps of: (1) preparing aliphatic diacid divinyl ester, dissolving the aliphatic diacid divinyl ester and glucose into an organic solvent, adding bacillus subtilis alkaline protease or lipase LipaseAY30 to synthesize a polymerizable glucose-containing hydrophilic monomer, dissolving the polymerizable glucose-containing hydrophilic monomer, an N-isopropyl acrylamide monomer and an initiator into an organic solvent, performing polymerization reaction to obtain a polymer, repeatedly precipitating, and drying the obtained precipitate in vacuum to obtain a full hydrophilic random copolymer; and (2) dissolving the full hydrophilic random copolymer into double distilled water, performing freeze drying after full dissolution and uniform dispersion, and thus obtaining the nano micelles. The method is simple, mild in reaction conditions, easy and convenient to operate and easy to industrialize; and the obtained double hydrophilic thermo-sensitive polymer nano micelles can be applied in the fields of medicament targeting delivery, gene therapy, crystal control growth regulators, nano reactors and the like.

Description

technical field [0001] The invention belongs to the field of preparation of nano micelles, and in particular relates to a preparation method of double hydrophilic thermosensitive polymer nano micelles. Background technique [0002] Polymer micelles are nanoparticles self-assembled in water by amphiphilic polymers. The particle size range is usually between 10 and 100 nm. The hydrophilic end of the polymer forms the outer shell of the micelles, and the hydrophobic end forms The inner core of micelles constitutes a hydrophobic microenvironment, which can greatly improve the compatibilization effect of water-insoluble molecules. For example, in biomedicine, polymer micelles have good tissue permeability due to their small particle size, especially enriched in tumor or inflammatory areas, so micelles have a natural passive targeting effect, and can also escape from the human body to a certain extent. Phagocytosis by the reticuloendothelial system has the property of long-term c...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F220/54C08F218/14C08J3/05C08J3/12C12P19/44A61K47/32A61K48/00
Inventor 朱利民娄少峰权静张婳田利强张培培
Owner DONGHUA UNIV
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