Preparation method of zwitterionic hydrogel, cross-linking agent and polymer for preventing postoperative adhesion

A zwitterion, anti-adhesion technology, applied in the directions of surgery, pharmaceutical formulations, drug delivery, etc., can solve the problems of inconvenient clinical operability of anti-adhesion materials, poor anti-adhesion effect, hidden dangers of biological safety, etc., and achieve excellent anti-adhesion effect, Excellent anti-protein performance, convenient operation effect

Active Publication Date: 2019-10-29
TIANJIN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to provide a novel zwitterionic hydrogel, a crosslinking agent, and a polymer preparation method to solve the defects of current anti-adhesion materials such as inconvenient clinical operability, poor anti-adhesion effect, and potential biological safety hazards. And use it as an anti-adhesion material in the field of post-operative anti-adhesion

Method used

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  • Preparation method of zwitterionic hydrogel, cross-linking agent and polymer for preventing postoperative adhesion
  • Preparation method of zwitterionic hydrogel, cross-linking agent and polymer for preventing postoperative adhesion
  • Preparation method of zwitterionic hydrogel, cross-linking agent and polymer for preventing postoperative adhesion

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Experimental program
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Effect test

Embodiment 1

[0030] Embodiment 1: the preparation of zwitterionic cross-linking agent

[0031] (1) Dissolve N-methyldiethanolamine and anhydrous triethylamine in anhydrous dichloromethane at a molar ratio of 1:2, stir evenly in an ice-water bath, and then dissolve acryloyl chloride dissolved in dichloromethane Add it dropwise into the reaction vessel, and the molar ratio of N-methyldiethanolamine to acryloyl chloride is 1:2. The solution was stirred under an ice-water bath for 0.5 hours and then transferred to room temperature for 6 hours. The mixed product was filtered and rotary evaporated to obtain a crude product, which was then washed with acid, alkali and water in turn to obtain a yellow liquid.

[0032] (2) Dissolve the monomer obtained in step (1) in acetone, and stir evenly under an ice-water bath, then add dropwise the acetone solution containing 1,3-propane sultone, 1,3-propane sultone The molar ratio to the monomer obtained in step (1) is 1:1. After stirring evenly under an i...

Embodiment 2

[0033] Embodiment 2: the preparation of zwitterionic cross-linking agent

[0034] (1) Dissolve N-methyldiethanolamine and anhydrous triethylamine in anhydrous dichloromethane at a molar ratio of 1:2.4, stir evenly under an ice-water bath, and then dissolve the acryloyl chloride dissolved in dichloromethane one by one Add it dropwise into a three-necked flask, and the molar ratio of N-methyldiethanolamine to acryloyl chloride is 1:2.4. The solution was stirred for 2 hours in an ice-water bath and then transferred to room temperature for 24 hours. The mixed product was filtered and rotary evaporated to obtain a crude product, which was then washed with acid, alkali and water in turn to obtain a yellow liquid.

[0035] (2) Dissolve the monomer obtained in step (1) in acetone, and stir evenly under an ice-water bath, then add dropwise the acetone solution containing 1,3-propane sultone, 1,3-propane sultone The monomer molar ratio obtained with step (1) is 1:1.2. Stir evenly in ...

Embodiment 3

[0036] Embodiment 3: the preparation of zwitterionic cross-linking agent

[0037] (1) Dissolve N-methyldiethanolamine and anhydrous triethylamine in anhydrous dichloromethane at a molar ratio of 1:4, stir evenly under an ice-water bath, and then dissolve acryloyl chloride dissolved in dichloromethane one by one Add it dropwise into a three-necked flask, and the molar ratio of N-methyldiethanolamine to acryloyl chloride is 1:4. The solution was stirred evenly under an ice-water bath and then transferred to room temperature for 48 hours of reaction. The mixed product was filtered and rotary evaporated to obtain a crude product, which was then washed with acid, alkali and water in turn to obtain a yellow liquid.

[0038] (2) Dissolve the monomer obtained in step (1) in acetone, and stir evenly under an ice-water bath, then add dropwise the acetone solution containing 1,3-propane sultone, 1,3-propane sultone The monomer molar ratio obtained with step (1) is 1:2. Stir evenly in ...

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Abstract

The invention relates to a zwitterionic cross-linking agent, a zwitterionic polymer and a zwitterionic injectable hydrogel for preventing postoperative adhesion, and a preparation method of the cross-linking agent, the polymer and the hydrogel. The method comprises the following steps of: subjecting N-methyl diethanolamine to acylation and ring-opening addition so as to synthesize the zwitterioniccross-linking agent with double bonds at two ends; subjecting a zwitterionic compound monomer and a disulfide bond monomer to free radical polymerization and disulfide bond reduction reaction so as to obtain the zwitterionic polymer with a sulfhydryl group in a side chain; and then respectively dissolving the cross-linking agent and the polymer in a phosphate buffer solution, and performing 'thiol-ene' addition reaction to obtain the zwitterionic injectable hydrogel. The prepared zwitterionic cross-linking agent and the zwitterionic polymer have excellent anti-protein performance, and the corresponding zwitterionic injectable hydrogel formed by the zwitterionic cross-linking agent and the zwitterionic polymer has better biocompatibility and anti-cell adhesion, and can be used as an anti-adhesion material for preventing postoperative adhesion.

Description

technical field [0001] The invention relates to a preparation method of a zwitterionic hydrogel, a crosslinking agent and a polymer used for postoperative anti-adhesion, and belongs to the field of biomedical materials. Background technique [0002] Postoperative adhesion has become a ubiquitous medical problem, and its incidence rate is as high as 93%. Even if the patient undergoes adhesiolysis after the occurrence of adhesion, the probability of recurrence of adhesion has exceeded 50%. Postoperative adhesions can cause serious complications, such as intestinal obstruction, female infertility, and long-term unbearable pain. Adhesions will not only increase the financial and mental burden of the patient, but re-operation at the adhesion will not only prolong the anesthesia, operation and recovery time, but also cause additional risks to the patient, such as blood loss, visceral damage, and even intestinal resection . [0003] At present, in order to slow down the occurrenc...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61L31/04A61L31/14C08F220/38C08F220/58C08F230/02
CPCA61L31/048A61L31/145A61L31/14C08F220/38C08F220/58C08F230/02A61L2400/06C08F220/382C08F220/585C08L43/02
Inventor 李俊杰姚芳莲郭旗孙红
Owner TIANJIN UNIV
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