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Segmented copolymer, preparation method thereof and hydrogel

A block copolymer and hydrogel technology, applied in the field of biomedical polymer materials, can solve the problem that injectable hydrogels do not have electrical activity and so on

Active Publication Date: 2012-09-12
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, none of the temperature-sensitive injectable hydrogels prepared so far are electroactive.

Method used

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  • Segmented copolymer, preparation method thereof and hydrogel
  • Segmented copolymer, preparation method thereof and hydrogel
  • Segmented copolymer, preparation method thereof and hydrogel

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preparation example Construction

[0051] The invention discloses a preparation method of a block copolymer, comprising the following steps:

[0052] A) Under anaerobic conditions, N-isopropylacrylamide, methacrylic acid, polyethylene glycol monomethyl ether methacrylate and 2-methylene-1,3-dioxepane were induced Under the action of an agent, a polymerization reaction occurs in an organic solvent to obtain an intermediate;

[0053] B) The intermediate in the step A) is condensed with the compound having the structure of formula (VI) under the action of a coupling agent in an organic solvent to obtain a block copolymer; the block copolymer includes The A block with the structure of formula (I), the B block with the structure of formula (II), the C block with the structure of formula (III), the D block with the structure of formula (IV) and the block with the structure of formula (V) E block;

[0054]

[0055]

[0056] In formula (I), x is the degree of polymerization, 20≤x≤200, preferably 50≤x≤150;

[0...

Embodiment 1

[0080]Add 3.68g (0.02mol) of N-methyl-1,4-p-phenylenediamine into a mixture dissolved in 100mL of acetone, 100mL of water and 25mL of concentrated hydrochloric acid, and freeze to 0°C. Then weigh 4.56g (0.02mol) of ammonium persulfate and dissolve it in 50mL of 1mol / L HCl, slowly drop the ammonium persulfate solution into the mixed solution under ice bath, and control the dropping time to 0.5h. Ammonium was completely dropped into the mixed solution and then reacted for 3 hours. After the reaction was completed, the solid was obtained by filtration, and then the solid was washed with 0.6mol / L HCl and acetone successively, and then counter-doped with 0.5mol / L ammonia water, and finally the solid was washed with water three times to neutrality, and then vacuum-dried after freeze-drying to obtain The compound of formula (VI-a) has a yield of 80%.

[0081] The obtained compound is detected, and the results can be found in figure 1 , figure 1 The matrix-assisted laser desorption...

Embodiment 2

[0083] Add 3.5g N-methyl-1,4-p-phenylenediamine and 2.6g N,N-diphenyl-1,4-p-phenylenediamine in N,N-dimethylformamide, 15mL water , 15mL of concentrated hydrochloric acid mixture, frozen to 0 ℃. Then weigh 2.28g (0.01mol) of ammonium persulfate and dissolve it in 50mL of 1mol / L HCl, slowly drop the ammonium persulfate solution into the mixture under ice bath, control the dropping time to 0.5h, and flow the acid Ammonium was completely dropped into the mixed solution and then reacted for 1 h. After the reaction, the product was poured into 700mL of water for precipitation, filtered, washed three times with 0.1mol / L HCl, then washed three times with water, then counter-doped with 0.1mol / L ammonia water, and finally washed with water three times until neutral, after lyophilization After vacuum drying, the compound with the structure of formula (VI-b) was obtained with a yield of 80%.

[0084] The obtained compound was detected by matrix-assisted laser desorption time-of-flight ...

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Abstract

The invention provides a segmented copolymer which comprises an A block having a structure shown in formula (I), a B block having a structure shown in formula (II), a C block having a structure shown in formula (III), a D block having a structure shown in formula (IV) and an E block having a structure shown in formula (V). The invention also provides a preparation method of the segmented copolymer, comprising the following steps of: under anaerobic condition, carrying out a polymerization reaction on N-isopropyl acrylamide, methacrylic acid, methacrylic acid ethylene glycol monomethyle ether and 2-methlene-1,3-dioxo-cycloheptane in an organic solvent under the action of an initiator, so as to obtain a midbody; and carrying out condensation reaction on the midbody and the compound having a structure shown in formula (VI) in an organic solvent under the action of a coupling agent, so as to obtain a segmented copolymer. The invention also provides a hydrogel of the segmented copolymer. The segmented copolymer has temperature sensitivity and electric activity, and the hydrogel of the segmented copolymer has the characteristics of temperature sensitivity, electric activity, water solubility, injectability, degradation and the like.

Description

technical field [0001] The invention relates to the field of biomedical polymer materials, in particular to block copolymers, their preparation methods and hydrogels. Background technique [0002] Electroactive materials, such as metal nanoparticles, carbon nanotubes, graphene, conductive polymers, etc., have been used in the field of biomedicine since the 1980s. Among many electroactive materials, conductive polymers are more likely to be widely used in the medical field due to their advantages such as easy synthesis and low price. Reactions in organisms are all related to electron transfer, and cells are sensitive to electrical signals. Therefore, the introduction of conductive polymers can regulate cell adhesion, growth, differentiation, and apoptosis, and can be applied in the field of tissue engineering (River TJ etc., Adv Funct Mater 2002;12:33–37., Huang LH etc., Biomaterials. 2007;28:1741-1751.). Conductive polymers can also change the assembly structure through do...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F220/54C08F220/28C08F220/06C08F290/06C08F8/32C08L33/24C08J3/075
Inventor 陈学思崔海涛刘亚栋庄秀丽
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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