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Preparation method of light/pH-sensitive amphiphilic azobenzene polymer micelles

A technology of amphiphilic polymers and polymers, applied in medical preparations with non-active ingredients, medical preparations containing active ingredients, pharmaceutical formulations, etc., to achieve the effect of broad application prospects

Inactive Publication Date: 2013-07-10
UNIV OF SCI & TECH BEIJING
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In recent years, polymers with pH and photoresponsiveness have been reported, but combining polymers with pH and photoresponsiveness at the same time to form a polymer micelle with dual response to pH and light has rarely been reported. With the development of smart materials, more and more polymer materials with multiple responses and well-defined structures have received the attention of researchers in this field.

Method used

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  • Preparation method of light/pH-sensitive amphiphilic azobenzene polymer micelles
  • Preparation method of light/pH-sensitive amphiphilic azobenzene polymer micelles
  • Preparation method of light/pH-sensitive amphiphilic azobenzene polymer micelles

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Embodiment 1

[0035] Preparation of m-trifluorotoluene azophenol: m-trifluoromethylaniline (3.22g, 2.47ml, 0.02mol) was mixed with concentrated hydrochloric acid (36%, 6ml) and deionized water (12ml) to make a paste, and the temperature was controlled around 0°. Slowly add a cold solution of sodium nitrite (0.0202mol, 1.394g) dropwise under stirring, stir until the solution turns the starch potassium iodide blue, add a small amount of urea to destroy the excess sodium nitrite, filter the product, and take the filtrate to cool for later use. Phenol (1.88g, 0.02mol) was dissolved in sodium hydroxide (1.2g, 0.03mol) aqueous solution (10ml). After the dissolution was completed, the pH was adjusted to about 10 with dilute hydrochloric acid, and the temperature was controlled at about 0°. The aforementioned diazonium salt solution was added dropwise into the phenol solution, and during the dropwise addition, the pH was kept at about 10 by adjusting with saturated sodium carbonate solution. Conti...

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Abstract

A preparation method of light / pH-sensitive amphiphilic azobenzene polymer micelles belongs to a field of functional polymer materials. The method comprises performing a radical polymerization for polymerizable monomer acrylic acid chloride to synthesize polypropylene chloride, using m-trifluoromethylaniline and phenol as raw materials to prepare m-trifluoromethylphenol containing azo groups, reacting the m-trifluoromethylphenol with 2-bromoethanol to synthesize 3-trifluoromethyl-4-ethanol oxygroup azobenzene, grafting the azo groups to the polypropylene chloride through an esterification reaction, hydrolyzing to obtain the amphiphilic polymer simultaneously containing the azo groups and carboxyl, and preparing the polymer into light / pH-sensitive polymer micelles through a micellization process. The polymer micelles are stable under a room temperature, and can be loaded with Nile red and other hydrophobic molecules; and the morphology of the micelles can be changed through ultraviolet irradiation and pH value adjusting, so that the loaded molecules can be released from the micelle. The polymer micelle not only has light responsiveness, but also has pH responsiveness, and has wide application prospect in fields of drug controlled release.

Description

technical field [0001] The invention belongs to the field of macromolecular materials, and in particular relates to the synthesis of light and pH amphiphilic polymers and the preparation method of polymer self-assembled nano micelles. Background technique [0002] Polymer micelles are molecular aggregates of nano-core-shell structure formed by self-assembly of amphiphilic polymers in selective solvents. It is generally composed of a hydrophobic chain and a hydrophilic chain, in which the hydrophobic segment forms the micelle core, and the hydrophilic segment forms the micelle shell, and the hydrophobic core can be used to embed drugs. [0003] Compared with other drug carriers, polymer micellar drug carriers have many unique properties: for example, the drug is protected by the micellar shell, which overcomes the non-intentional uptake of the reticuloendothelial system or the absorption of tissues such as liver and spleen; nanoscale aggregation The polymer micelles have enh...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08J3/00C08F220/02C08F8/12A61K47/32A61K9/107A61K31/538
Inventor 王国杰冯宁韩国祥
Owner UNIV OF SCI & TECH BEIJING
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