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Preparation method and application of quadruple-responsiveness block micelle

A responsive, micellar technology, which is applied in the field of preparation of quadruple responsive block micelles, can solve the problem that the precise regulation of polymer substances does not achieve the desired effect, and achieve the effect of broad application prospects

Inactive Publication Date: 2014-10-01
UNIV OF SCI & TECH BEIJING
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] At present, the research on the precise regulation of the behavior of polymer substances has not yet achieved the desired effect.
At the same time, for polymer materials with quadruple responsiveness, especially the quadruple responsive polymer micelle system that combines temperature response, pH response, reduction response and photoresponse has not yet appeared.

Method used

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  • Preparation method and application of quadruple-responsiveness block micelle
  • Preparation method and application of quadruple-responsiveness block micelle
  • Preparation method and application of quadruple-responsiveness block micelle

Examples

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example 1

[0041] Step 1: Preparation of 2-hydroxy-2'-(bromoisobutyryl)ethyl disulfide: Mix 4.62 g of 2-hydroxyethyl disulfide, 4 mL of triethylamine, and 100 mL of dry THF to dry round bottom flask and placed in an ice water bath. 4. A solution of 598 g of 2-bromoisobutyryl bromide in 40 ml of tetrahydrofuran was gradually added dropwise to a round bottom flask, the entire reaction system was protected by nitrogen, and stirred at room temperature for 16 hours. After the reaction is over, remove triethylamine hydrochloride, spin off tetrahydrofuran, dissolve in dichloromethane, wash once with aqueous sodium hydroxide solution in a separatory funnel to make it alkaline, and then wash with deionized water until neutral. , to obtain the organic layer. The organic solution was dried overnight with anhydrous magnesium sulfate to obtain a crude product, and purified 2-hydroxy-2'-(bromoisobutyryl)ethyl disulfide was obtained by silica gel column chromatography.

[0042] Step 2: Preparation of...

example 2

[0048] Step 1: Preparation of 2-hydroxy-2'-(bromoisobutyryl)ethyl disulfide: Mix 2-hydroxyethyl disulfide, triethylamine, and dry THF into a dry round bottom flask, and Place in ice water bath. The tetrahydrofuran solution of 2-bromoisobutyryl bromide was gradually added dropwise to the round bottom flask, the whole reaction system was protected by nitrogen, and stirred at room temperature for 24 hours. After the reaction is over, remove triethylamine hydrochloride, spin off tetrahydrofuran, dissolve in dichloromethane, wash once with aqueous sodium hydroxide solution in a separatory funnel to make it alkaline, and then wash with deionized water until neutral. , to obtain the organic layer. The organic solution was dried overnight with anhydrous magnesium sulfate to obtain a crude product, which was subjected to silica gel column chromatography with an eluent of diethyl ether and n-hexane (3 / 7 V / V) to obtain pure 2-hydroxy-2'-(bromoisobutyl acyl) ethyl disulfide. Wherein th...

Embodiment 3

[0055] Step 1: Preparation of 2-hydroxy-2'-(bromoisobutyryl)ethyl disulfide: Mix 2-hydroxyethyl disulfide, triethylamine, and dry THF into a dry round bottom flask, and Place in ice water bath. The tetrahydrofuran solution of 2-bromoisobutyryl bromide was gradually added dropwise to the round bottom flask, the whole reaction system was protected by nitrogen, and stirred at room temperature for 24 hours. After the reaction is over, remove triethylamine hydrochloride, spin off tetrahydrofuran, dissolve in dichloromethane, wash once with aqueous sodium hydroxide solution in a separatory funnel to make it alkaline, and then wash with deionized water until neutral. , to obtain the organic layer. The organic solution was dried overnight with anhydrous magnesium sulfate to obtain a crude product, which was subjected to silica gel column chromatography with an eluent of diethyl ether and n-hexane (3 / 7 V / V) to obtain pure 2-hydroxy-2'-(bromoisobutyl acyl) ethyl disulfide. Wherein th...

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Abstract

The invention discloses a preparation method and an application of a novel quadruple-responsiveness (temperature, pH, reduction and photo-response) block polymer micelle. The preparation method of the novel quadruple-responsiveness block polymer micelle comprises the following steps: enabling an atom transfer radical polymer to react for two times so as to prepare a poly(2-nitryl benzyl methyl acrylate)-block-poly(dimethylaminoethyl methacrylate) (PNBM-SS-PDMAEMA) amphiphilic block copolymer, wherein the polymer is capable of self-assembling in water to form a nano-micelle and also capable of loading hydrophobic micromolecules (for example, nile red). The structure of the self-assembled micelle is capable of obviously changing in the presence of ultraviolet radiation, reducing agent dithiothreitol, temperature regulation and pH stimulation; and different synergetic stimulations are capable of regulating dynamic release processes of guest molecules. The polymer micelle has temperature response, pH response, reduction response and photo-response and also has a wide application prospect in the field of controlled release.

Description

[0001] technical field [0002] The invention belongs to the technical field of polymer materials, and relates to the preparation and application of a quadruple-responsive block micelle responsive to temperature, pH, reduction and light. [0003] Background technique [0004] In recent years, responsive polymers have attracted widespread attention of researchers, mainly due to the fact that smart polymers can cause changes in the conformation of polymer molecular chains when the external environment changes, making this material further develop a relatively large Rapid response to external environmental stimuli through physical or chemical changes. Many single- or double-responsive polymer systems have been designed, but biological processes based on macromolecules such as proteins, nucleic acids, and polysaccharides are often complex, making it necessary to design a multiple-response system. [0005] At present, the research on the precise regulation of the behavior of po...

Claims

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Application Information

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IPC IPC(8): C08F293/00C08F220/34C08F220/36C08J3/11A61K47/32
Inventor 王国杰曹自权吴昊董杰
Owner UNIV OF SCI & TECH BEIJING
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