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Hyaluronic acid derivative self-crosslinking hydrogel with oxidized hydroxyethyl cellulose as crosslinking agent and preparation method thereof

A technology of hydroxyethyl cellulose and oxidized hydroxyethyl, which is applied in the field of polymer chemistry, can solve the problems of limiting the practical application of hyaluronic acid, cytotoxicity, and high pH sensitivity, and achieve sustainable development and high water swelling Good performance and biocompatibility

Active Publication Date: 2020-01-14
WUHAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the absorption rate of hyaluronic acid in the body is too fast, it is easy to diffuse in the tissue, the residence time is short, and it is difficult to exist stably, which greatly limits the practical application of hyaluronic acid. Therefore, functional modification of hyaluronic acid is required , expand its scope of application and maximize its value
The current reports on hyaluronic acid hydrogels are mainly formed by chemical cross-linking with small molecule cross-linking agents, which generally have problems such as low mechanical strength, uneven network structure, and poor controllability of degradation rate, especially for small molecule cross-linking agents. The combination agent has certain cytotoxicity
However, the use of some oxidized polysaccharides as cross-linking agents has the disadvantages of poor hydrogel stability, high pH sensitivity, high viscosity of cross-linking agents, inconvenient handling, and polar groups contained in them are prone to irritating reactions to the body.

Method used

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  • Hyaluronic acid derivative self-crosslinking hydrogel with oxidized hydroxyethyl cellulose as crosslinking agent and preparation method thereof
  • Hyaluronic acid derivative self-crosslinking hydrogel with oxidized hydroxyethyl cellulose as crosslinking agent and preparation method thereof
  • Hyaluronic acid derivative self-crosslinking hydrogel with oxidized hydroxyethyl cellulose as crosslinking agent and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0037] Preparation of oxidized hydroxyethyl cellulose: 3g of hydroxyethyl cellulose was dissolved in 300mL of distilled water: ethanol = 1:1 (v / v) mixed solvent, 2.7g of sodium periodate was dissolved in 50ml of distilled water, in 4 The reaction was kept at ℃ for 24 hours in the dark, and 5 mL of ethylene glycol was added and stirred for 60 minutes to terminate the reaction, and then purified to obtain oxyethyl cellulose. After measurement, the oxidation degree of oxidized hydroxyethyl cellulose is 68.5%, and the relative molecular weight is 113,000, which is basically unchanged compared with hydroxyethyl cellulose, and is much higher than the 39,000 of conventional oxidation system. The infrared spectrum of the oxidized hydroxyethyl cellulose by infrared characterization is shown in figure 1 Compared with hydroxyethyl cellulose, oxidized hydroxyethyl cellulose has a new absorption peak at the wavelength of 1734.8, which is attributed to the stretching vibration absorption peak...

Embodiment 2

[0039] Preparation of oxidized hydroxyethyl cellulose: 3g of hydroxyethyl cellulose was dissolved in 300mL of distilled water: ethanol = 1:1 (v / v) mixed solvent, 1.8g of sodium periodate was dissolved in 50ml of distilled water, in 4 The reaction was kept at ℃ for 24 hours in the dark, and 5 mL of ethylene glycol was added and stirred for 60 minutes to terminate the reaction, and then purified to obtain oxidized hydroxyethyl cellulose. After measurement, the oxidation degree of oxidized hydroxyethyl cellulose is 48.7%, and the relative molecular mass is 134,000, which is basically unchanged compared with hydroxyethyl cellulose, and is much higher than the 70,000 of conventional oxidation system.

Embodiment 3

[0041] Preparation of oxidized hydroxyethyl cellulose: 3g of hydroxyethyl cellulose was dissolved in 300mL of distilled water: ethanol = 1:1 (v / v) mixed solvent, 0.9g of sodium periodate was dissolved in 50ml of distilled water, in 4 The reaction was kept at ℃ for 24 hours in the dark, and 5 mL of ethylene glycol was added and stirred for 60 minutes to terminate the reaction, and then purified to obtain oxyethyl cellulose. After measurement, the oxidation degree of oxidized hydroxyethyl cellulose is 30%, and the relative molecular mass is 157,000, which is basically unchanged compared with hydroxyethyl cellulose, and is much higher than the 82,000 of the conventional oxidation system.

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Abstract

The invention belongs to the field of high polymer chemistry, and in particular relates to hyaluronic acid self-crosslinking hydrogel taking oxidized hydroxyethyl cellulose as a crosslinking agent, and a preparation method thereof. The hydrogel is prepared by taking oxidized hydroxyethyl cellulose and aminated hyaluronic acid as raw materials; the prepared hydrogel has high free water content and high swelling property, overcomes the defect that a polar group easily generates stimulus response on an organism, has the characteristics of high water-absorbing and swelling property, rapid hemostasis, high biocompatibility and the like, and particularly exerts high coagulant property, rapid gelation time and high swelling property; and according to the hydrogel, the maximal swelling property reaches 265 percent, the rapidest gelation time reaches 5 seconds, the minimal clotting index BCI is 0.034, and complete clotting can be realized within 5 minutes. The preparation method is simple to operate and favorable for industrialized large-scale production.

Description

Technical field [0001] The invention belongs to the field of polymer chemistry, and specifically relates to a hyaluronic acid derivative self-crosslinking hydrogel using oxidized hydroxyethyl cellulose as a crosslinking agent and a preparation method thereof. Background technique [0002] Hydrogel is a polymer material that can swell in water but is insoluble in water. It forms a three-dimensional network structure through intermolecular cross-linking, and its molecular chain has hydrophilic groups. It is generally believed that hydrogels have good biocompatibility because they contain a large amount of water, which is very similar to body tissues filled with aqueous liquids. With the development of modern technology, hydrogels have many applications in the fields of controlled drug release, tissue engineering, and organ regeneration. Electrospinning is an emerging technology. Its product is a nanofiber network structure with extremely high porosity and surface area. It can simu...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08J3/24C08J3/075C08L5/08A61L26/00
CPCA61L26/0023A61L26/008A61L2400/04C08J3/075C08J3/244C08J2305/08C08L1/284C08L5/08
Inventor 樊李红刘良岭饶孜锲柳梦
Owner WUHAN UNIV OF TECH
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