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A kind of preparation method of linear polyethylene glycol-dendrimer poly(thioether-amine) block copolymer

A technology of block copolymer and polyethylene glycol monomethyl ether, applied in the field of organic polymers, can solve the problems of high cost, many synthesis steps, long time, etc., and achieve simple steps, clear molecular structure and mild reaction conditions. Effect

Active Publication Date: 2019-08-16
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Linear-dendritic structure polymers refer to a class of artificially synthesized polymers that are connected to dendritic polymers at one or both ends of the linear polymers. This molecule combines linear segments with entangled molecular chains and dense dendritic Units are combined so that they have unique topological configurations and functionalities, especially in self-assembly. By regulating the length of the linear chain and the size, shape, chemical structure and surface functional groups of the dendritic unit, the linear Type-dendritic structure polymers can form assemblies of various shapes such as micelles, vesicles, fibers, and porous sheets, and exhibit stimuli responsiveness to light, pH, temperature, redox, and enzymes. Nowadays, Linear-dendritic copolymers have become a new type of building block for the preparation of various nano / micro-structured functional colloids, and have great potential application value in the fields of biomolecular diagnosis, drug / gene delivery, and tissue engineering scaffolds. However, limited Due to the limitation of synthetic methods, most of the current linear-dendritic polymers have many synthesis steps, long time and high cost, and the preparation of monodisperse, high-algebra linear-dendritic polymers is still a challenge. Therefore, exploring The synthesis method and functionalization of linear-dendritic polymers have important research value and significance.

Method used

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  • A kind of preparation method of linear polyethylene glycol-dendrimer poly(thioether-amine) block copolymer
  • A kind of preparation method of linear polyethylene glycol-dendrimer poly(thioether-amine) block copolymer
  • A kind of preparation method of linear polyethylene glycol-dendrimer poly(thioether-amine) block copolymer

Examples

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Embodiment example 1

[0024] A linear-dendritic block copolymer was prepared using PEG1000, methacryloyl chloride, mercaptoethylamine, and glycidyl methacrylate as raw materials.

[0025] (1) Preparation of the initiator nucleus G0: Take PEG1000 (20g) and dissolve it in dichloromethane (100mL), wait for it to dissolve completely at 0°C, and use a constant pressure dropping funnel to dissolve methacryloyl chloride ( 2.5 g) was added dropwise to the mixture to react for 24 hours. After the reaction, the resulting product was separated by basic alumina column chromatography, and eluted with dichloromethane as the eluent. The obtained filtrate was concentrated and precipitated in ether for 3 times, and then vacuum-dried overnight to obtain 19 g of white powdery solid.

[0026] (2) Preparation of the 0.5th generation linear-dendritic block copolymer (G0.5): take the G0 product (15g), dissolve it in dimethyl sulfoxide (75mL), and mix mercaptoethylamine with stirring (2.17g) was added to the mixture and ...

Embodiment example 2

[0033] A linear-dendritic block copolymer was prepared using PEG1000, methacrylic anhydride, mercaptoethylamine, and glycidyl methacrylate as raw materials.

[0034](1) Preparation of initiating nucleus G0: Dissolve PEG1000 (20g) in dichloromethane (100mL), wait for it to dissolve completely at room temperature, and use a constant pressure dropping funnel to dissolve methacrylic anhydride (3.7g) under stirring conditions ) was added dropwise in the mixture to react for 24h. After the reaction, the product obtained was separated by basic alumina column chromatography, and dichloromethane was used as the eluent for elution, and the obtained filtrate was concentrated and precipitated in ether for 3 times. It was then vacuum dried overnight to obtain 18 g of a white powdery solid.

[0035] (2) Preparation of the 0.5th generation linear-dendritic block copolymer (G0.5): get the G0 (15g) product, dissolve it in dimethyl sulfoxide (75mL), and mix mercaptoethylamine with stirring (2....

Embodiment example 3

[0042] A linear-dendritic block copolymer was prepared using PEG2000, methacrylic anhydride, mercaptoethylamine, and glycidyl methacrylate as raw materials.

[0043] (1) Preparation of initiating nucleus G0: Take PEG2000 (20g) and dissolve it in 100mL of dichloromethane, and wait for it to dissolve completely at room temperature. Added dropwise to the mixture to react for 24 hours. After the reaction, the resulting product was separated by basic alumina column chromatography and eluted with dichloromethane as the eluent. The obtained filtrate was concentrated and precipitated in ether for 3 times, and then vacuum After drying overnight, 17 g of a white powdery solid was obtained.

[0044] (2) Preparation of the 0.5th generation linear-dendritic block copolymer (G0.5): get the G0 (15g) product, dissolve it in dimethyl sulfoxide (75mL), and mix mercaptoethylamine with stirring (1.12g) was added to the mixture and reacted at room temperature for 2h. After the reaction, the obta...

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Abstract

The invention relates to a preparation method of a linear polyethylene glycol-dendritic poly (thioether-amine) block copolymer. The preparation method is characterized by comprising the following steps: utilizing linear polyethylene glycol monomethyl ether to sequentially react with methacryloyl chloride (methacrylic anhydride), a sulphur amine compound and glycidyl methacrylate and preparing the linear polyethylene glycol-dendritic poly (thioether-amine) block copolymer through an end divergent synthesis method; repeating the above reaction steps and preparing linear-dendritic block copolymers with different algebras and molecular weights. In the linear-dendritic block copolymer prepared by the preparation method provided by the invention, a linear polyethylene glycol component is good in biological compatibility, a dendritic poly (thioether-amine) component contains hydroxyl, amino or methacrylate and other various reactive groups, the chemical composition and a molecular structure are definite, and a selective group is utilized for reaction, so that the integrated functional modification on pharmaceutical molecules, medical imaging probes and the like can be realized.

Description

technical field [0001] The invention relates to a preparation method of a linear polyethylene glycol-dendrimer poly(thioether-amine) block copolymer, belonging to the field of organic macromolecules. Background technique [0002] Dendritic macromolecules refer to macromolecules whose structure is similar to that of a tree, starting from the core and repeatedly branching outwards. The structure of dendrimers is generally spherical, but also elliptical and conical. At present, dendrimers have become a research hotspot in the field of polymer chemistry. Dendritic macromolecules have the following characteristics: 1. Regular, refined and highly symmetrical structure; 2. The volume, shape and functional groups of molecules can be precisely controlled; 3. Monodisperse molecular weight distribution; 4. High density of surface functional groups ;5. Spherical molecules are tight on the outside and loose on the inside, and the internal cavity can be adjusted. Therefore, it has uniq...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G83/00C08G75/04
CPCC08G75/04C08G83/002
Inventor 刘兴亮肖鑫刘欣欣李小杰
Owner JIANGNAN UNIV