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Methionine segmented copolymer, preparation method of methionine segmented copolymer and hydrogel

A technology of block copolymer and methionine, applied in the field of polyamino acid, can solve problems such as lack of pertinence, and achieve the effects of simple preparation method, simple and easy-to-obtain raw materials, and responsive release.

Active Publication Date: 2015-08-12
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The polyamino acid temperature-sensitive hydrogels that have been reported so far are generally stable in properties, but they lack responsiveness to the microenvironment of human tissues, such as oxidation responsiveness, making their applications less targeted and unable to better play their role as in-situ carriers. the role of

Method used

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  • Methionine segmented copolymer, preparation method of methionine segmented copolymer and hydrogel
  • Methionine segmented copolymer, preparation method of methionine segmented copolymer and hydrogel
  • Methionine segmented copolymer, preparation method of methionine segmented copolymer and hydrogel

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preparation example Construction

[0054] The present invention provides a method for preparing a methionine block copolymer described in the above technical scheme, comprising the following steps:

[0055] polymerizing the polymer and L-methionine-N-carboxylic acid internal anhydride to obtain a methionine block copolymer;

[0056] The polymer has a structure of formula IV or a structure of formula V:

[0057]

[0058] In the present invention, the polymer has a structure of formula IV or a structure of formula V:

[0059]

[0060] In formula IV, the m is the degree of polymerization, 10≤m≤227. In a specific embodiment of the present invention, the molecular weight of the polymer having the structure of formula IV is 2000 g / mol, 750 g / mol, 5000 g / mol or 10000 g / mol.

[0061]In Formula V, the n is the degree of polymerization, 10≤n≤226. In a specific embodiment of the present invention, the molecular weight of the polymer having the structure of formula V is 2000 g / mol, 750 g / mol, 5000 g / mol or 10000 g...

Embodiment 1

[0107] Dissolve 10g of polyethylene glycol monomethyl ether with a number average molecular weight of 750 and toluene in 100mL of dry dichloromethane, add 9.3mL of triethylamine and 20.6mL of methanesulfonyl chloride to the solution, and react for 72 hours Afterwards, the reaction solution was concentrated, settled with ether, filtered, washed, and dried to obtain polyethylene glycol monomethyl ether methanesulfonate. Dissolve the obtained methylsulfonic acid polyethylene glycol monomethyl ether and an equal amount of ammonium chloride in 300 mL of ammonia water for ammonolysis reaction. After reacting for 72 hours, extract the reaction solution with dichloromethane and wash with saturated sodium chloride solution. , after drying, settle with ether, filter, and dry to obtain end-aminated polyethylene glycol monomethyl ether with a molecular weight of 750.

[0108] Azeotrope 1.5 g of aminated polyethylene glycol monomethyl ether with a number average molecular weight of 750 and...

Embodiment 2

[0111] Dissolve 10g of polyethylene glycol monomethyl ether with a number average molecular weight of 2000 and toluene in 100mL of dry dichloromethane, add 3.5mL of triethylamine and 7.7mL of methylsulfonyl chloride to the solution, and react for 72 hours Afterwards, the reaction solution was concentrated, settled with ether, filtered, washed, and dried to obtain polyethylene glycol monomethyl ether methanesulfonate. Dissolve the obtained methylsulfonic acid polyethylene glycol monomethyl ether and an equal amount of ammonium chloride in 300 mL of ammonia water for ammonolysis reaction. After reacting for 72 hours, extract the reaction solution with dichloromethane and wash with saturated sodium chloride solution. , after drying, settle with ether, filter, and dry to obtain end-aminated polyethylene glycol monomethyl ether with a molecular weight of 2,000.

[0112] Azeotrope 2g of aminated polyethylene glycol monomethyl ether with a number average molecular weight of 2000 and ...

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Abstract

The invention provides a methionine segmented copolymer, a preparation method of the methionine segmented copolymer and hydrogel. The methionine segmented copolymer comprises a first polymer block and a second polymer block. The first polymer block has a structure shown in the formula I or II. The second polymer block has a structure shown in the formula III. The second polymer block of the methionine segmented copolymer has oxidation responsiveness. After side chain oxidation, the hydrophilic-hydrophobic property of methionine segmented copolymer is changed from hydrophobicity to hydrophilicity, the structure and properties of the prepared hydrogel are further changed and the hydrogel has oxidation responsiveness. Through control of degrees of polymerization of the first polymer block and the second polymer block, the methionine segmented copolymers with different molecular weight are obtained so that temperature sensitive hydrogel products with different phase-transition temperatures are formed. Through hydrogel responsiveness, the hydrogel produces protection effects on cells at high density active oxygen positions and realizes medicine molecule responsive release.

Description

technical field [0001] The invention belongs to the technical field of polyamino acids, and in particular relates to a methionine block copolymer, a preparation method thereof and a hydrogel. Background technique [0002] Temperature-sensitive polymer hydrogel has unique solution-gel transition characteristics, and when its transition temperature is close to body temperature, it can be used as a scaffold for tissue repair and an in-situ drug release carrier. At low temperature, the aqueous solution of polymer materials has relatively good fluidity, which can be easily mixed with cells or drug molecules. When injected into the body, due to the increase in temperature, the solution turns into a gel, so that cells or drug molecules are embedded into the gel. The gel formed at the injection site serves as a scaffold for embedding cell growth, which can be matched with the surrounding damaged tissue to achieve material exchange with the surrounding tissue and achieve the purpose...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G69/10C08G65/48
Inventor 贺超良徐清华肖春生陈学思
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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