CN114524952A - Preparation method of high-adhesion natural eggshell membrane chitosan hydrogel - Google Patents
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- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
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- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
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- A61L27/20—Polysaccharides
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/36—Materials for grafts or prostheses or for coating grafts or prostheses containing ingredients of undetermined constitution or reaction products thereof, e.g. transplant tissue, natural bone, extracellular matrix
- A61L27/3604—Materials for grafts or prostheses or for coating grafts or prostheses containing ingredients of undetermined constitution or reaction products thereof, e.g. transplant tissue, natural bone, extracellular matrix characterised by the human or animal origin of the biological material, e.g. hair, fascia, fish scales, silk, shellac, pericardium, pleura, renal tissue, amniotic membrane, parenchymal tissue, fetal tissue, muscle tissue, fat tissue, enamel
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- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
- A61L27/52—Hydrogels or hydrocolloids
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0024—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Glucans; (beta-1,3)-D-Glucans, e.g. paramylon, coriolan, sclerotan, pachyman, callose, scleroglucan, schizophyllan, laminaran, lentinan or curdlan; (beta-1,6)-D-Glucans, e.g. pustulan; (beta-1,4)-D-Glucans; (beta-1,3)(beta-1,4)-D-Glucans, e.g. lichenan; Derivatives thereof
- C08B37/0027—2-Acetamido-2-deoxy-beta-glucans; Derivatives thereof
- C08B37/003—Chitin, i.e. 2-acetamido-2-deoxy-(beta-1,4)-D-glucan or N-acetyl-beta-1,4-D-glucosamine; Chitosan, i.e. deacetylated product of chitin or (beta-1,4)-D-glucosamine; Derivatives thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2400/00—Materials characterised by their function or physical properties
- A61L2400/04—Materials for stopping bleeding
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2305/00—Characterised by the use of polysaccharides or of their derivatives not provided for in groups C08J2301/00 or C08J2303/00
- C08J2305/08—Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
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- C—CHEMISTRY; METALLURGY
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- C08J2499/00—Characterised by the use of natural macromolecular compounds or of derivatives thereof not provided for in groups C08J2401/00 - C08J2407/00 or C08J2489/00 - C08J2497/00
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Abstract
The invention belongs to a medical hydrogel tissue engineering material, and discloses a preparation method of high-adhesion natural eggshell membrane chitosan hydrogel. The preparation method comprises the steps of utilizing 3- (3, 4-dihydroxyphenyl) propionic acid and p-carboxybenzaldehyde modified chitosan, adding a natural eggshell membrane, and preparing HCA-pCBA-CS self-repairable high-adhesion hydrogel, namely the self-repairable natural eggshell membrane chitosan hydrogel with high adhesion.
Description
Technical Field
The invention belongs to a medical hydrogel tissue engineering material, and relates to a preparation method of high-adhesion natural eggshell membrane chitosan hydrogel.
Background
The skin plays an indispensable role in protecting various organs of a human body and resisting external adverse factors and the like, the skin is very easy to suffer from physical injuries such as burn, trauma, scratch and the like to cause bleeding, and the human body forms clot on the wound surface through blood platelets and blood coagulation factors, so that the aim of stopping bleeding is fulfilled. Common bandages, band-aids and the like in life have poor viscosity and poor expansibility, so that the practical application of the bandages, the band-aids and the like is limited. In recent years, hydrogel with a unique three-dimensional structure is widely applied as a wound dressing, the porous three-dimensional network structure is beneficial to the diffusion and permeation of liquid molecules, and the moist environment is beneficial to wound healing. The chitosan has the characteristics of biocompatibility, biodegradability, hemostasis, antibacterial property and the like, and is widely applied to the preparation of hydrogel materials, and the chitosan hydrogel has self-repairing performance and adhesiveness and is widely used as a hemostatic material. However, the chitosan hydrogel synthesized from natural materials has poor mechanical properties, which limits its clinical application. While the traditional synthetic polymer hydrogel has good performances of water absorption and swelling, mechanical strength and the like, but has poor biocompatibility and cytotoxicity.
Disclosure of Invention
In view of the above, the invention aims to provide a preparation method of a high-adhesion natural eggshell membrane chitosan hydrogel, which is characterized in that 3- (3, 4-dihydroxyphenyl) propionic acid and p-carboxybenzaldehyde modified chitosan are added into a natural eggshell membrane to prepare the HCA-pCBA-CS self-repairable high-adhesion hydrogel, and the hydrogel has certain mechanical strength, and is simple and effective in preparation method and simple and convenient to operate.
The invention provides a preparation method of high-adhesion natural eggshell membrane chitosan hydrogel, which comprises the following steps:
s1, dissolving chitosan by using acetic acid to obtain a chitosan solution, dissolving p-carboxybenzaldehyde by using absolute ethyl alcohol to obtain a p-carboxybenzaldehyde solution, dripping a mixed solution of EDC and NHS into the p-carboxybenzaldehyde solution, reacting at a low temperature for 15-30 minutes, dripping the chitosan solution, and reacting at the low temperature for 30 minutes to obtain a reaction solution;
s2, dripping a 3- (3, 4-dihydroxyphenyl) propionic acid solution into the reaction solution, dripping a mixed solution of EDC and NHS into the reaction solution, reacting for half an hour at a low temperature, vacuumizing, protecting with nitrogen, reacting for 8-12h under an oxygen-free low-temperature condition, dialyzing for 3 days, and freeze-drying to obtain purified HCA-pCBA-CS;
s3, soaking the eggshell membrane in a sodium periodate solution, reacting for 8-12h in the dark, and grinding the eggshell membrane into powder by using liquid nitrogen to obtain oxidized eggshell membrane powder;
s4, dissolving HCA-pCBA-CS and the oxidized eggshell membrane powder in deionized water, stirring and standing to obtain the high-adhesion natural eggshell membrane chitosan hydrogel.
Further, in step S1, the concentration of the acetic acid solution is 20 μ L/mL; the concentration of the chitosan solution is 5-10 mg/mL; the concentration of the p-carboxybenzaldehyde solution is 5-10 mg/mL.
Further, in step S1, the ratio of the chitosan solution, the p-carboxybenzaldehyde solution, and the mixed solution of EDC and NHS is 100mL:5mL:3 mL.
Furthermore, in the mixed solution of EDC and NHS, the concentration of EDC is 172.5-345mg/mL, and the concentration of NHS is 57.5-115 mg/mL.
Further, in step S2, the concentration of the 3- (3, 4-dihydroxyphenyl) propionic acid solution is 44-88 mg/mL.
Further, in step S2, the dosage ratio of the 3- (3, 4-dihydroxyphenyl) propionic acid solution to the mixed solution of EDC and NHS is 5mL:3 mL.
Further, in step S2, the dialysis specifically includes: dialyzed against 0.01M aqueous sodium chloride for 3 days.
Further, in step S3, the concentration of the sodium periodate solution is 35 mg/mL.
Further, in step S4, HCA-pCBA-CS is added in an amount of 30-50mg and the eggshell membrane powder is added in an amount of 1-2mg per 1mL of deionized water.
Compared with the prior art, the invention has the following advantages:
(1) based on a self-assembly technology, the hydrogel is endowed with self-repairing, high-adhesion and stretchable functions through a dynamic reversible Schiff base bond among 3- (3, 4-dihydroxyphenyl) propionic acid, p-carboxybenzaldehyde and chitosan;
(2) the addition of the natural material of the oxidized eggshell membrane enhances the mechanical property of the hydrogel;
(3) the method is simple and effective, and is simple and convenient to operate;
(4) the preparation device is simple and does not need special equipment;
(5) the self-repairing stretchable high-adhesion hydrogel prepared by the method disclosed by the invention has a good self-repairing effect, has the functions of high adhesion, stretchability, hemostasis and the like, and has a good application prospect in the field of tissue engineering.
Drawings
FIG. 1 is a schematic diagram of a high-adhesion natural eggshell membrane chitosan hydrogel prepared in example 1;
FIG. 2 is a schematic self-repairing diagram of the chitosan hydrogel with high adhesion natural eggshell membrane prepared in example 1;
fig. 3 is a schematic adhesion diagram of the high-adhesion natural eggshell membrane chitosan hydrogel prepared in example 1.
Detailed Description
For a further understanding of the invention, preferred embodiments of the invention are described below in conjunction with the examples, but it should be understood that these descriptions are included merely to further illustrate the features and advantages of the invention and are not intended to limit the invention to the claims.
Example 1
1) Dissolving 1g of chitosan in 100mL of 20 mu L/mL acetic acid to obtain a chitosan solution with the concentration of 10mg/mL, dissolving 100mg of p-carboxybenzaldehyde in 10mL of absolute ethanol to obtain a p-carboxybenzaldehyde solution with the concentration of 10mg/mL, dripping 3mL of a mixed solution of 345mg/mL EDC and 115mg/mL NHS into the p-carboxybenzaldehyde solution, reacting at a low temperature for 15-30 minutes, dripping the chitosan solution, and reacting at the low temperature for 30 minutes to obtain a reaction solution;
2) dripping 5mL of 88mg/mL 3- (3, 4-dihydroxyphenyl) propionic acid solution into the reaction solution, dripping 3mL of mixed solution of 230mg/mL EDC and 115mg/mL NHS into the reaction solution, reacting at low temperature for half an hour, vacuumizing, reacting under the protection of nitrogen for 8-12h under the condition of oxygen-free low temperature, dialyzing for 3 days by using 0.01M sodium chloride aqueous solution, and freeze-drying to obtain purified HCA-pCBA-CS;
3) soaking the eggshell membrane in 40mL of 35mg/mL sodium periodate solution, reacting for 8-12h in the dark, and grinding the eggshell membrane into powder by using liquid nitrogen to obtain oxidized eggshell membrane powder;
4) dissolving 30mg of HCA-pCBA-CS and 1mg of oxidized eggshell membrane powder in 1mL of deionized water, stirring and standing to obtain the high-adhesion natural eggshell membrane chitosan hydrogel as shown in figure 1.
Half of the prepared high-adhesion natural eggshell membrane chitosan hydrogel is respectively dyed with ink, then the half is put together, and finally the high-adhesion natural eggshell membrane chitosan hydrogel is self-repaired into a complete block and can be lifted by tweezers, and the specific process is shown in figure 2.
The prepared high-adhesion natural eggshell membrane chitosan hydrogel is adhered to the lung, the liver, the heart, the test tube cover, the rubber and the gauze of a mouse, the adhesion condition is shown in figure 3, the upper row of the adhered materials in the figure is the lung, the liver and the heart of the mouse respectively from left to right, and the lower row of the adhered materials is the test tube cover, the rubber and the gauze respectively from left to right, and the adhesion force is good as shown in figure 3.
Example 2
1) Dissolving 0.5g of chitosan in 100mL of 20 mu L/mL acetic acid to obtain a chitosan solution with the concentration of 5mg/mL, dissolving 50mg of p-carboxybenzaldehyde in 10mL of absolute ethanol to obtain a p-carboxybenzaldehyde solution with the concentration of 5mg/mL, dripping 3mL of a mixed solution of 172.5mg/mL EDC and 57.5mg/mL NHS into the p-carboxybenzaldehyde solution, reacting at a low temperature for 15-30 minutes, dripping the chitosan solution, and reacting at the low temperature for 30 minutes to obtain a reaction solution;
2) dripping 5mL of 3- (3, 4-dihydroxyphenyl) propionic acid solution 44mg/mL into the reaction solution, dripping 3mL of mixed solution of EDC 115mg/mL and NHS 57.5mg/mL into the reaction solution, reacting at low temperature for half an hour, vacuumizing, reacting under nitrogen protection for 8-12h under oxygen-free low temperature condition, dialyzing with 0.01M sodium chloride aqueous solution for 3 days, and freeze-drying to obtain purified HCA-pCBA-CS;
3) soaking the eggshell membrane in 20mL of 35mg/mL sodium periodate solution, reacting for 8-12h in the dark, and grinding the eggshell membrane into powder by using liquid nitrogen to obtain oxidized eggshell membrane powder;
4) dissolving 30mg of HCA-pCBA-CS and 1mg of oxidized eggshell membrane powder in 1mL of deionized water, stirring and standing to obtain the high-adhesion natural eggshell membrane chitosan hydrogel.
Example 3
1) Dissolving 1g of chitosan in 100mL of 20 mu L/mL acetic acid to obtain a chitosan solution with the concentration of 10mg/mL, dissolving p-carboxybenzaldehyde in 10mL of absolute ethanol to obtain a p-carboxybenzaldehyde solution with the concentration of 10mg/mL, dripping 3mL of a mixed solution of 345mg/mL EDC and 115mg/mL NHS into the p-carboxybenzaldehyde solution, reacting at a low temperature for 15-30 minutes, dripping the chitosan solution, and reacting at the low temperature for 30 minutes to obtain a reaction solution;
2) dripping 5mL of 88mg/mL 3- (3, 4-dihydroxyphenyl) propionic acid solution into the reaction solution, dripping 3mL of mixed solution of 230mg/mL EDC and 115mg/mL NHS into the reaction solution, reacting at low temperature for half an hour, vacuumizing, reacting under the protection of nitrogen for 8-12h under the condition of oxygen-free low temperature, dialyzing for 3 days by using 0.01M sodium chloride aqueous solution, and freeze-drying to obtain purified HCA-pCBA-CS;
3) soaking the eggshell membrane in 20mL of 35mg/mL sodium periodate solution, reacting for 8-12h in the dark, and grinding the eggshell membrane into powder by using liquid nitrogen to obtain oxidized eggshell membrane powder;
4) dissolving 50mg of HCA-pCBA-CS and 2mg of oxidized eggshell membrane powder in 1mL of deionized water, stirring and standing to obtain the high-adhesion natural eggshell membrane chitosan hydrogel.
The above detailed description of the method for preparing a highly adhesive natural eggshell membrane chitosan hydrogel according to the present invention is provided herein by way of specific examples to illustrate the principles and embodiments of the present invention, and the above examples are only provided to help understand the method of the present invention and its core ideas, including the best mode, and also to enable any person skilled in the art to practice the present invention, including making and using any device or system, and performing any method in combination. It should be noted that, for those skilled in the art, it is possible to make various improvements and modifications to the present invention without departing from the principle of the present invention, and those improvements and modifications also fall within the scope of the claims of the present invention. The scope of the invention is defined by the claims and may include other embodiments that occur to those skilled in the art. Such other embodiments are intended to be within the scope of the claims if they have structural elements that do not differ from the literal language of the claims, or if they include equivalent structural elements with insubstantial differences from the literal languages of the claims.
Claims (10)
1. A preparation method of high-adhesion natural eggshell membrane chitosan hydrogel is characterized by comprising the following steps:
s1, dissolving chitosan by using acetic acid to obtain a chitosan solution, dissolving p-carboxybenzaldehyde by using absolute ethyl alcohol to obtain a p-carboxybenzaldehyde solution, dripping a mixed solution of EDC and NHS into the p-carboxybenzaldehyde solution, reacting at a low temperature for 15-30 minutes, dripping the chitosan solution, and reacting at the low temperature for 30 minutes to obtain a reaction solution;
s2, dripping a 3- (3, 4-dihydroxyphenyl) propionic acid solution into the reaction solution, dripping a mixed solution of EDC and NHS into the reaction solution, reacting for half an hour at a low temperature, vacuumizing, protecting with nitrogen, reacting for 8-12h under an oxygen-free low-temperature condition, dialyzing for 3 days, and freeze-drying to obtain purified HCA-pCBA-CS;
s3, soaking the eggshell membrane in a sodium periodate solution, reacting for 8-12h in the dark, and grinding the eggshell membrane into powder by using liquid nitrogen to obtain oxidized eggshell membrane powder;
s4, dissolving HCA-pCBA-CS and the oxidized eggshell membrane powder in deionized water, stirring and standing to obtain the high-adhesion natural eggshell membrane chitosan hydrogel.
2. The method according to claim 1, wherein in step S1, the concentration of the acetic acid solution is 20 μ L/mL; the concentration of the chitosan solution is 5-10 mg/mL; the concentration of the p-carboxybenzaldehyde solution is 5-10 mg/mL.
3. The method according to claim 1, wherein the chitosan solution, the p-carboxybenzaldehyde solution and the mixed solution of EDC and NHS are used in a ratio of 100mL:5mL:3mL in step S1.
4. The method of claim 1, wherein in step S1, the mixed solution of EDC and NHS has a EDC concentration of 172.5-345mg/mL and a NHS concentration of 57.5-115 mg/mL.
5. The method of claim 1, wherein in step S2, the mixed solution of EDC and NHS has EDC concentration of 115-230mg/mL and NHS concentration of 57.5-115 mg/mL.
6. The method of claim 5, wherein in step S2, the concentration of the solution of 3- (3, 4-dihydroxyphenyl) propionic acid is 44-88 mg/mL.
7. The method of claim 6, wherein in step S2, the ratio of the 3- (3, 4-dihydroxyphenyl) propionic acid solution to the mixed solution of EDC and NHS is 5mL:3 mL.
8. The method according to claim 1, wherein in step S2, the dialysis is specifically: dialyzed against 0.01M aqueous sodium chloride for 3 days.
9. The method according to claim 1, wherein in step S3, the concentration of the sodium periodate solution is 35 mg/mL.
10. The method of claim 1, wherein the HCA-pCBA-CS is added in an amount of 30-50mg and the oxidized eggshell membrane powder is added in an amount of 1-2mg per 1mL of deionized water in step S4.
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| CN101829545A (en) * | 2010-05-12 | 2010-09-15 | 北京航空航天大学 | Heavy metal biological adsorbent using eggshell membrane as matrix and preparation method thereof |
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| CN111228040A (en) * | 2020-01-08 | 2020-06-05 | 河南亚都实业有限公司 | Absorbable anti-adhesion dressing and preparation method thereof |
| CN113248737A (en) * | 2021-06-11 | 2021-08-13 | 南通大学 | Preparation method of self-repairing antibacterial hydrogel |
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| CN101829545A (en) * | 2010-05-12 | 2010-09-15 | 北京航空航天大学 | Heavy metal biological adsorbent using eggshell membrane as matrix and preparation method thereof |
| CN107966560A (en) * | 2017-11-22 | 2018-04-27 | 江南大学 | A kind of preparation method of the immunosensor based on chitosan-gold hybrid particle |
| CN111228040A (en) * | 2020-01-08 | 2020-06-05 | 河南亚都实业有限公司 | Absorbable anti-adhesion dressing and preparation method thereof |
| CN113248737A (en) * | 2021-06-11 | 2021-08-13 | 南通大学 | Preparation method of self-repairing antibacterial hydrogel |
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