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Hyaluronic acid crosslinked gel as well as preparation method and application thereof

A technology of hyaluronic acid and cross-linked gel, applied in medical science, prosthesis, tissue regeneration, etc., can solve the problems of unfavorable industrialization, difficult quantification of cross-linking degree, no obvious advantages, etc. The effect of gel properties

Inactive Publication Date: 2017-01-04
BEIJING DATSING BIO TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the secondary cross-linking is achieved through the network interpenetration of hyaluronic acid, and the degree of cross-linking is difficult to quantify, so it is not conducive to large-scale industrialization
In addition, the secondary cross-linking technology disclosed in this patent uses the same cross-linking agent, so there is no obvious advantage in reducing the amount of cross-linking agent used

Method used

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  • Hyaluronic acid crosslinked gel as well as preparation method and application thereof
  • Hyaluronic acid crosslinked gel as well as preparation method and application thereof
  • Hyaluronic acid crosslinked gel as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Follow the steps below to prepare sodium hyaluronate cross-linked gel:

[0048] (1) Dissolve sodium hyaluronate with a molecular weight of 1 million Daltons in purified water to prepare a solution with a concentration of 1.5%, stir to fully dissolve sodium hyaluronate; slowly drop Add 2-chloro-1-methylpyridinium iodide (CMPI) so that the molar ratio of CMPI to sodium hyaluronate is 1:50, stir and mix thoroughly, and let stand at room temperature for 12 hours; use a dialysis bag to carry out the mixed solution Dialysis, regular replacement of purified water for dialysis, removal of CMPI, freeze-drying to obtain self-crosslinked products;

[0049] (2) Dissolving the self-crosslinking product in 0.5% NaOH to prepare a 4% solution. After heating to 40°C, the cross-linking agent 1,4-butanediol diglycidyl ether (BDDE) was slowly added dropwise, so that the molar ratio of added BDDE to initial sodium hyaluronate was 1:100. After fully stirring, let stand for 12 hours, remove...

Embodiment 2

[0051] Follow the steps below to prepare sodium hyaluronate cross-linked gel:

[0052] (1) Dissolve sodium hyaluronate with a molecular weight of 1 million Daltons in purified water to prepare a solution with a concentration of 2%, stir to fully dissolve sodium hyaluronate; slowly drop Add 2-chloro-1-methylpyridinium iodide (CMPI) so that the molar ratio of CMPI to sodium hyaluronate is 1:100. After fully stirring and mixing, let stand at room temperature for 12 hours; use a dialysis bag to carry out the mixed solution Dialysis, regular replacement of purified water for dialysis, removal of CMPI, freeze-drying to obtain self-crosslinked products;

[0053] (2) Dissolving the self-crosslinking product in 0.5% HCl to prepare a 4% solution. Slowly add carbodiimide (EDC) dropwise, so that the molar ratio of EDC and initial sodium hyaluronate is 1:80, stir well and let it stand for 12 hours; use ethanol for precipitation, and put the precipitated product into a dialysis bag for dia...

Embodiment 3

[0055] Follow the steps below to prepare sodium hyaluronate cross-linked gel:

[0056] (1) Dissolve sodium hyaluronate with a molecular weight of 1 million Daltons in 0.5% NaOH to prepare a solution with a concentration of 4%, stir to fully dissolve sodium hyaluronate; Slowly add 1,4-butanediol diglycidyl ether (BDDE) dropwise into the sodium hyaluronate solution, so that the molar ratio of BDDE to sodium hyaluronate is 1:100, stir well, stir at 50°C for 5h; ethanol Precipitate to remove unreacted cross-linking agent, dry to obtain cross-linked product;

[0057] (2) Dissolve the cross-linked product in purified water, configure it as a 1% solution, and slowly add 2-chloro-1-methylpyridinium iodide (CMPI) dropwise to the solution to make the CMPI and sodium hyaluronate The molar ratio is 1:50. After fully stirring and mixing, let stand at room temperature for 12 hours; use a dialysis bag to dialyze the mixed solution, replace the purified water for dialysis once regularly, rem...

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Abstract

The invention relates to a preparation method of hyaluronic acid crosslinked gel. The method comprises steps as follows: hyaluronic acid or a salt solution thereof is taken as a raw material, a self-crosslinking reaction and an intermolecular crosslinking reaction with a crosslinking agent are performed under the action of a self-crosslinking catalyst, and the sequence of the self-crosslinking reaction and the intermolecular crosslinking reaction is not limited. According to the method, a conventional hyaluronic acid crosslinking technology is combined with a self-crosslinking process, the consumption of the conventional crosslinking agent is effectively reduced, the hyaluronic acid shows excellent gel performance under the use condition that the conventional crosslinking agent is reduced, the hyaluronic acid gel prepared with the method can meet physical and chemical properties and biocompatibility required by tissue filling.

Description

technical field [0001] The invention relates to the field of high molecular polymers, in particular to a hyaluronic acid cross-linked gel and its preparation method and application. Background technique [0002] Hyaluronic acid is a heteropolysaccharide composed of alternating residues of D-glucuronic acid and N-acetyl-D-glucosamine. Under normal physiological conditions in the body, the carboxyl group on the uronic acid molecule of hyaluronic acid combines with sodium ions in the body to form sodium hyaluronate. The unique molecular structure and physical and chemical properties enable sodium hyaluronate to display a variety of important physiological functions in the body, such as promoting fibroblast proliferation, cardiovascular formation, lubricating joints, and promoting wound healing. [0003] Unmodified sodium hyaluronate is easily degraded by hyaluronidase in the body, and the degradation and absorption speed is relatively fast, which affects its clinical applicati...

Claims

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Application Information

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IPC IPC(8): C08J3/24C08J3/075C08L5/08A61L27/20A61L27/52
CPCC08J3/24A61L27/20A61L27/52A61L2430/34C08J3/075C08J2305/08C08K5/06C08K5/29C08L2312/00C08L5/08
Inventor 袁源张玉兰张婷婷李湘杰李次会
Owner BEIJING DATSING BIO TECH
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