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Method for preparing hydrogel through using imine oligomer as cross-linking agent

A technology of cross-linking agent and polyimine, which is applied in the field of cross-linked polymers to prepare hydrogels, which can solve problems such as local temperature rise, tissue or cell damage, etc.

Inactive Publication Date: 2016-11-09
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The photocrosslinking reaction requires photosensitizers and long-term irradiation, which will cause local temperature rise and damage the surrounding tissues or cells

Method used

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  • Method for preparing hydrogel through using imine oligomer as cross-linking agent
  • Method for preparing hydrogel through using imine oligomer as cross-linking agent
  • Method for preparing hydrogel through using imine oligomer as cross-linking agent

Examples

Experimental program
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Effect test

Embodiment 1

[0030] (1) Prepare dialdehyde solution

[0031] Dissolve 0.103 g of terephthalaldehyde in 1 mL of absolute ethanol at room temperature, with a mass fraction of aldehydes of 10.4%, and mix well at room temperature for later use;

[0032] (2) Preparation of oligoimine crosslinking agent

[0033] Take 100 μL of spermidine, drop it into terephthalaldehyde ethanol solution, mix until clear, the molar ratio of aldehyde groups in terephthalaldehyde to amino groups in spermidine is 1.2:1, react at room temperature for 30 seconds, An oligomeric imine crosslinking agent was prepared.

[0034] (3) Oligoimine cross-linked hydrogel

[0035] The prepared oligoimine cross-linking agent was added dropwise to 1 mL of acetic acid aqueous solution of chitosan with a mass fraction of 2% (the volume fraction of acetic acid in the acetic acid aqueous solution was 1%), and the cross-linking agent and the polymer passed through The imine bond is bonded to form a hydrogel, and the reaction time is ...

Embodiment 2

[0037] (1) Prepare dialdehyde solution

[0038] Dissolve 0.103 g of terephthalaldehyde in 1 mL of absolute ethanol at room temperature, with a mass fraction of aldehydes of 10.4%, and mix well at room temperature for later use;

[0039] (2) Preparation of oligoimine crosslinking agent

[0040] Take 100 μL of spermidine, drop it into terephthalaldehyde ethanol solution, mix until clear, the molar ratio of aldehyde groups in terephthalaldehyde to amino groups in spermidine is 1.2:1, react at room temperature for 30 seconds, An oligomeric imine crosslinking agent was prepared.

[0041] (3) Oligoimine cross-linked hydrogel

[0042]The prepared oligoimine cross-linking agent was added dropwise to 1 mL of chitosan lithium hydroxide / potassium hydroxide / urea solution with a mass fraction of 2% (lithium hydroxide, potassium hydroxide in 100 g alkali solution , urea, and water are 4.5g: 7g: 8g: 80.5g respectively), the cross-linking agent and the macromolecule are bonded by imine bon...

Embodiment 3

[0044] (1) Prepare dialdehyde solution

[0045] Dissolve 0.128 g of terephthalaldehyde in 1 mL of absolute ethanol at room temperature, the mass fraction of aldehydes is 12.92%, and mix well at room temperature for later use;

[0046] (2) Preparation of oligoimine crosslinking agent

[0047] Take 100 μL of spermidine, drop it into terephthalaldehyde ethanol solution, mix until clear, the molar ratio of aldehyde groups in terephthalaldehyde to amino groups in spermidine is 1.5:1, react at room temperature for 30 seconds, An oligomeric imine crosslinking agent was prepared.

[0048] (3) Oligoimine cross-linked hydrogel

[0049] The prepared oligoimine cross-linking agent was added dropwise to 1 mL of acetic acid aqueous solution of chitosan with a mass fraction of 2% (the volume fraction of acetic acid in the acetic acid aqueous solution was 1%), and the cross-linking agent and the polymer passed through The imine bond is bonded to form a hydrogel, and the reaction time is 30...

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Abstract

A method for preparing hydrogel through using imine oligomer as a cross-linking agent belongs to the technical field of medical polymeric materials. The method comprises the following steps: preparing the imine oligomer cross-linking agent through using an imidization reaction (also called a Schiff base reaction) of dialdehyde (or polyaldehyde) and aliphatic diamine (or polyamine), and forming the hydrogel through using an imidization reaction of the cross-linking agent and a polymer, wherein the aliphatic diamine (or polyamine) comprises active molecules widely existing in organisms, such as spermidine capable of preventing cell apoptosis; the dialdehyde (or polyaldehyde) can be a dialdehyde (or polyaldehyde) molecule with good biocompatibility; and the polymer can be a polymer containing a plurality of amino groups or aldehyde groups. The imidization reactions have the advantages of fast speed and mild reaction conditions, so the preparation method has the advantages of simplicity in operation, fast shaping, low cost, guaranteeing of good mechanical performances of the hydrogel, and avoiding of biological toxicity brought by introduction of micro-molecules or unnecessary components.

Description

technical field [0001] The invention belongs to the technical field of medical polymer materials, and in particular relates to a method for preparing hydrogel by cross-linking polymers by using oligoimine containing bioactive molecules as a cross-linking agent. Background technique [0002] Commonly used bifunctional small molecule cross-linking agents in the preparation of chitosan hydrogel include glutaraldehyde, diglycidyl ether, diisocyanate, acrylate, etc. Compared with physical gels, these hydrogels cross-linked by small molecules often have improved mechanical properties, but these small-molecule cross-links are often poorly biocompatible, and some of them are even toxic. It has been reported that genipin is a biocompatible small molecule cross-linking agent, which can efficiently cross-link with polymers containing amino groups, and its toxicity is far less than that of glutaraldehyde, but genipin itself prone to self-aggregation. [0003] In order not to introduce...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08J3/075C08J3/24C08K5/29C08L5/08
CPCC08J3/075C08J3/24C08K5/29C08L2201/54C08L2312/00C08L5/08
Inventor 刘镇宁梁嵩李瑞洁鲁博吕燕婷孙航李家亿卢国龙
Owner JILIN UNIV
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