Ternary brush polymer with amphipathy and pH value responsiveness, and nanoporous capsules

A nanoporous vesicle and responsive technology, applied in the field of self-assembled polymer materials, can solve problems such as difficult removal of copper ions, achieve the effect of improving reaction rate and efficiency, and improving safety

Active Publication Date: 2016-07-20
国科广化(南雄)新材料研究院有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, copper ions are more difficult to remove at the end of polymer synthesis
Therefore, there are certain defects in the traditional grafting method.

Method used

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  • Ternary brush polymer with amphipathy and pH value responsiveness, and nanoporous capsules
  • Ternary brush polymer with amphipathy and pH value responsiveness, and nanoporous capsules

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Example 1: Preparation of amphiphilic pH-responsive ternary molecular brushes by mercapto-epoxy click chemistry

[0035] (1) Synthesis of PGMA main chain

[0036] Take 1 part of ethyl 2-bromoisobutyrate initiator, 200 parts of glycidyl methacrylate (GMA), 100 parts of diphenyl ether, 1 part of CuBr and 1 part of N,N,N',N',N" - Pentamethyldiethylenetriamine (PMDETA), carry out ATRP reaction at room temperature under the protection of nitrogen, and obtain polyglycidyl methacrylate (PGMA) with a degree of polymerization (DP) of 120 after reaction for 1 h.

[0037] (2) Synthesis of side chains

[0038] Synthesis of hydrophilic side chains: 100 parts of monomethoxypolyethylene glycol (Mn=5000) and 200 parts of thionyl chloride were reacted for 24 hours under nitrogen protection. After the reaction was completed, distilled under reduced pressure to obtain chloromonomethoxypolyethylene glycol. Take 20 parts of monochloromonomethoxypolyethylene glycol, 120 parts of thiourea,...

Embodiment 2

[0045] Embodiment 2: Preparation of amphiphilic pH value responsive ternary molecular brush by mercapto-epoxy click chemistry

[0046] (1) Synthesis of PGA main chain

[0047] Take 1 part of ethyl 2-bromoisobutyrate initiator, 200 parts of glycidyl acrylate (GA), 100 parts of diphenyl ether, 1 part of CuBr and 1 part of N, N, N', N', N"-5 Methyldiethylenetriamine (PMDETA) was subjected to ATRP reaction at room temperature under the protection of nitrogen, and polyglycidyl methacrylate (PGA) with a degree of polymerization (DP) of 120 was obtained after reaction for 1 h.

[0048] (2) Synthesis of side chains

[0049] Synthesis of hydrophilic side chains: 100 parts of monomethoxypolyethylene glycol (Mn=5000) and 200 parts of thionyl chloride were reacted for 24 hours under nitrogen protection. After the reaction was completed, distilled under reduced pressure to obtain chloromonomethoxypolyethylene glycol. Take 20 parts of monochloromonomethoxypolyethylene glycol, 120 parts o...

example 3

[0056] Example 3: Preparation of amphiphilic pH-responsive ternary molecular brushes by mercapto-epoxy click chemistry

[0057] (1) Synthesis of PGMA main chain

[0058] Take 1 part of ethyl 2-bromoisobutyrate initiator, 200 parts of glycidyl methacrylate (GMA), 100 parts of diphenyl ether, 1 part of CuBr and 1 part of N,N,N',N',N" -Pentamethyldiethylenetriamine (PMDETA), carry out ATRP reaction at room temperature under the protection of nitrogen, and obtain polyglycidyl methacrylate (PGMA) with a degree of polymerization (DP) of 120 after reacting for 7 hours.

[0059] (2) Synthesis of side chains

[0060] Synthesis of hydrophilic side chains: 100 parts of monomethoxypolyethylene glycol (Mn=5000) and 200 parts of thionyl chloride were reacted for 24 hours under nitrogen protection. After the reaction was completed, distilled under reduced pressure to obtain chloromonomethoxypolyethylene glycol. Take 20 parts of monochloromonomethoxypolyethylene glycol, 120 parts of thiour...

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Abstract

The invention belongs to the field of self-assembly high molecular materials, and discloses a ternary brush polymer with amphipathy, and a nanoporous capsule constructed by the ternary brush polymer. The polymer is prepared through the following steps: (1) synthesizing a main chain so as to obtain a main-chain polymer; (2) synthesizing a side chain, and in the synthesizing process, introducing a functional group or performing functionalization on the synthesized side chain, so as to obtain a hydrophilic side-chain polymer with pH value responsiveness and adopting a photo-crosslinking structure; (3) mixing the main chain with the corresponding hydrophilic oleophylic side chain adopting the photo-crosslinking structure, wherein each unit functional group of the main chain and the corresponding hydrophilic oleophylic side chain adopting the photo-crosslinking structure can be subjected to a chemical reaction, and performing a one-step reaction in the presence of a catalyst so as to obtain the ternary molecule brush polymer with the amphipathy and the pH value responsiveness. According to the ternary brush polymer disclosed by the invention, sulfydryl-epoxy click chemistry is adopted, and Cu ionic catalysts are avoided, so that great convenience is brought for post-treatment of the reaction, the reaction rate and the reaction efficiency are both improved, and besides, the safety of the process for preparing nanovesicles is improved.

Description

technical field [0001] The invention belongs to the field of self-assembled polymer materials, in particular to an amphiphilic pH value responsive ternary brush polymer and nanoporous capsules constructed therefrom. Background technique [0002] Polymer drug carriers can be obtained by methods such as emulsion polymerization, polymer self-assembly or surface modification of nanomaterials. It can be applied to the encapsulation and in vivo transportation of drugs, nucleic acids, and proteins. Since nanoparticles have an EPR effect (enhanced permeability and retention effect) in the human body, the related research on polymer drug carrier nanoparticles as targeted drug carriers has attracted extensive attention. Currently common polymer drug carriers include nanovesicles, polymer micelles, dendrimers or hyperbranched macromolecules, and emulsion polymer particles. [0003] Among them, nanovesicles have the advantages of being nano-sized hollow structures, having a high speci...

Claims

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Application Information

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IPC IPC(8): C08G81/02C08G65/48C08F120/32C08F120/34C08F120/28C08F8/04
CPCC08F8/04C08F120/28C08F120/32C08F120/34C08G65/48C08G81/025
Inventor 胡继文宋骏刘锋莫杨妙涂圆圆林树东胡美龙
Owner 国科广化(南雄)新材料研究院有限公司
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