CN112745452A - Interpenetrating polymer network hydrogel, preparation and application thereof - Google Patents

Interpenetrating polymer network hydrogel, preparation and application thereof Download PDF

Info

Publication number
CN112745452A
CN112745452A CN201911041169.0A CN201911041169A CN112745452A CN 112745452 A CN112745452 A CN 112745452A CN 201911041169 A CN201911041169 A CN 201911041169A CN 112745452 A CN112745452 A CN 112745452A
Authority
CN
China
Prior art keywords
hydrogel
polymeric layer
acrylate
colloid
layer
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN201911041169.0A
Other languages
Chinese (zh)
Inventor
谢孟佑
陈诗薇
杨秀峯
李桓诚
刘晔渠
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Easting Biotech Co ltd
Original Assignee
Easting Biotech Co ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Easting Biotech Co ltd filed Critical Easting Biotech Co ltd
Priority to CN201911041169.0A priority Critical patent/CN112745452A/en
Publication of CN112745452A publication Critical patent/CN112745452A/en
Pending legal-status Critical Current

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/20—Esters of polyhydric alcohols or phenols, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/32—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers, poly(meth)acrylates, or polyvinyl pyrrolidone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
    • A61K9/7023—Transdermal patches and similar drug-containing composite devices, e.g. cataplasms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/46—Polymerisation initiated by wave energy or particle radiation
    • C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/52—Amides or imides
    • C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
    • C08F220/58—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Dermatology (AREA)
  • Inorganic Chemistry (AREA)
  • Medicinal Preparation (AREA)

Abstract

The invention discloses an Interpenetrating Polymer Network (IPN) hydrogel supported herbal extract, and preparation and application thereof. The Interpenetrating Polymer Network (IPN) hydrogel has a cross-linked network structure with micropores and macropores and a reinforced colloid structure, and the colloid has good hydrophilicity and high biocompatibility. In addition, the invention is subsequently applied to the development of a hydrogel patch and a preparation method, the hydrogel patch is formed by combining a bidirectional elastic non-woven fabric, a hydrogel containing an extract and a cover film layer, and the problem that the common patch generates an allergy phenomenon is solved.

Description

Interpenetrating polymer network hydrogel, preparation and application thereof
Technical Field
The invention relates to an interpenetrating network biomacromolecule hydrogel and a preparation method thereof, belonging to the field of biomedical materials.
Background
The biological macromolecule hydrogel is a three-dimensional cross-linked network which is mainly composed of natural substances such as protein molecules, polysaccharide molecules and the like and can swell in water and keep a large amount of water. The biomacromolecule hydrogel has rich water environment, good biocompatibility and viscoelasticity similar to a biological tissue structure, can provide a good transmission channel for diffusion of nutrient substances and bioactive substances, and has excellent water absorption, water retention and bionic properties, so that the biomacromolecule hydrogel can be widely applied to biomedical materials and tissue engineering and can be used as a tissue filling material, a drug controlled release carrier, artificial skin, artificial cartilage, a tissue engineering scaffold material and the like. However, the mechanical strength of hydrogels, especially biomacromolecule hydrogels, is generally low, which severely restricts the practical application of the hydrogels in artificial skin, artificial cartilage, and tissue engineering scaffold materials.
The traditional pasting structure is composed of natural plant fibers or animal hair substances, such as gauze, cotton pads, wool, various kinds of oil gauze and the like, and the pasting structure is only a temporary covering material and needs to be replaced within a certain time. However, these wound dressing structures are likely to stick to the wound during replacement, and therefore, when the dressing structure is removed, new epithelial cells or a wound that has gradually healed may be torn together, which causes pain to the user and is quite disadvantageous to natural recovery of the wound.
Interpenetrating network hydrogels are a unique class of network interpenetrating polymers formed by the physical or chemical cross-linking and entanglement of two or more polymers. Two polymers with different functions can form stable combination through the form of network interpenetration, thereby realizing the complementation of the performances between the components; the interface of the device has the structural characteristics of interpenetrating and bidirectional continuity, and the like, and the device can generate special synergistic effect on performance or function. The phase morphology of these systems is relatively stable to environmental changes compared to block copolymers, since it is fixed by crosslinking. The preparation of interpenetrating networks is therefore one of the most efficient methods for increasing the strength of hydrogels.
In order to overcome the poor mechanical strength of the biological macromolecular hydrogel, the problem of mechanical strength is solved by utilizing the structure of an interpenetrating network, and the release time of the drug can be prolonged, the hydrogel material used in the invention is a methacrylic acid monomer (HEMA) special for contact lenses as a main monomer, and the structure of a colloid is improved and the drug system is evaluated by adjusting the composition of the monomer.
Disclosure of Invention
The invention aims to provide a high-strength biological macromolecular hydrogel and a preparation method thereof, wherein the hydrogel has excellent mechanical properties and biocompatibility. In addition, the invention is subsequently applied to the development of the hydrogel patch and the preparation method, and the hydrogel patch is combined by the bidirectional elastic non-woven fabric, the hydrogel containing the extract and the cover film layer, thereby solving the problem that the common patch can generate allergy.
IPN (interpenetrating polymer network) is a state or structure of a crosslinked polymer, which is synthesized directly from at least one monomer or crosslinked with another monomer by means of a selective crosslinking agent, and the monomers of the polymer are not covalently bonded to each other, and can be separated only in the case of chemical bond destruction.
According to the invention, the ethylenically unsaturated monomer is used as the material of the IPN hydrogel, and the structure, the drug release capacity and the water absorption property of the IPN hydrogel are improved according to different monomer types.
The invention comprises at least two polymeric layers and a cross-linking agent, wherein the monomers used in the polymeric layers are ethylenically unsaturated monomers.
The ethylenically unsaturated monomer used in the IPN hydrogel of the present invention is selected from the group consisting of hydroxyethyl acrylate (HEA), hydroxyethyl methacrylate (HEMA), 2-hydroxypropyl acrylate (2-HPA), 2-hydroxypropyl methacrylate (2-HPMA), 3-hydroxypropyl acrylate (3-HPA), 3-hydroxypropyl methacrylate (3-HPMA), 2, 3-dihydroxypropyl acrylate, 2, 3-dihydroxypropyl methacrylate, 1, 3-diacryloylglycerol, 1, 3-dimethacryloyl glycerol, trimethylolpropane monoacrylate, trimethylolpropane monomethacrylate, trimethylolpropane diacrylate and trimethylolpropane dimethacrylate, 2-acrylamido-2-methyl-1-propanesulfonic Acid (AMPS) And (4) grouping.
In a preferred embodiment, the IPN hydrogel is prepared by using hydroxyethyl methacrylate (HEMA) and 2-acrylamido-2-methyl-1-propanesulfonic Acid (AMPS) as main monomers and adding a photoinitiator.
Wherein the photoinitiator comprises alpha-ketoglutaric acid (alpha-KGA) or 2, 2-Diethoxyacetophenone (DEAP) or 2-hydroxy-2-methyl-1-phenyl-1-propanone (HMPP).
The pH value of the hydrogel is 6.5-8.0.
In a preferred embodiment, the pH of the hydrogel of the present invention is 7.4 to 7.8.
Before the AMPS monomer is used, NaOH is used for neutralization, the prepared pre-polymerization solution is subjected to pH value measurement, and is subjected to polymerization reaction after pH value regulation and control are performed by weak acid or weak base.
The hydrogel can be used for biomedical application, firstly, the hydrogel is not sticky to wounds, has high absorption, water locking and moisturizing effects, can maintain a moist balanced environment, can accelerate wound healing, is semitransparent, can be observed and changed if penetrating fluid seeps out, and is more breathable and moisture permeable compared with the pressure-sensitive adhesive sold on the market in a comfortable manner.
Drawings
FIG. 1 is a schematic view of the crosslinking method of the present invention.
FIG. 2 shows the preparation principle of the present invention.
Fig. 3 is a schematic structural diagram of the present invention.
FIG. 4 is a graph showing the release profile of the hydrophilic agent according to the present invention.
FIG. 5 is a graph showing the release profile of the lipophilic substance of the present invention.
Description of the symbols
1-HEMA
2-AMPS
3-photoinitiators
4-crosslinking agents
5-first layer of colloid
6-second layer colloid.
Detailed Description
Example 1
As shown in fig. 1, the photoinitiator generates free radicals after being irradiated by ultraviolet light, and the free radicals attack vinyl groups on the unit bodies or the cross-linking agent, so that the unit bodies or the cross-linking agent generate new free radicals, and when the generated free radicals continuously contact the unit bodies, continuous chain growth reaction is initiated to gradually form macromolecules. Wherein, one cross-linking agent monomer has more than two vinyl groups, and when the more than two vinyl groups respectively form free radicals, the two vinyl groups are connected with two different polymer chains to form a cross-linking reaction.
As shown in fig. 2 and 3, the preparation method of the interpenetrating network biomolecule hydrogel of the invention comprises the following steps: hydroxyethyl methacrylate (HEMA) (1) and 2-acrylamido-2-methyl-1-propanesulfonic Acid (AMPS) (2) are dissolved in water according to a specific proportion, then a photoinitiator alpha-ketoglutaric acid (alpha-KGA) (3) and a cross-linking agent (4) N, N' -methylene bisacrylamide (NMBA) are added in sequence, and after uniform mixing, the mixture is injected into a glass mold prepared in advance by a needle cylinder; and (3) placing the mould under an ultraviolet light source for photopolymerization. After a period of light exposure, the mold is removed and disassembled to obtain a first layer of hydrogel. Preparing another mixed solution of HEMA, AMPS, alpha-KGA and NMBA with a specific concentration ratio, soaking the first layer of colloid (5) into the mixed solution to swell the first layer of colloid, and placing the first layer of colloid into an ultraviolet light source to carry out photopolymerization reaction on the second layer of colloid (6) after the first layer of colloid is completely swelled. And after the reaction is finished, obtaining the target interpenetrating network gel.
Table one shows the ratio of the weight of the monomer and the cross-linking agent at different concentrations of the IPN colloid in the implementation of the present invention. The manufacturing process comprises the following steps: dissolving neutralized AMPS and HEMA into a solvent according to the composition proportion of the table I, sequentially adding a crosslinking agent NMBA and a photoinitiator alpha-KGA, uniformly mixing, adjusting the concentration to a target value, injecting into a glass mold by a needle cylinder, and carrying out photopolymerization reaction under an ultraviolet light source. And after the reaction is finished, removing the mold to obtain a first layer of colloid. The neutralized AMPS, HEMA, NMBA, and α -KGA were then formulated into a second layer of colloidal solution according to the ratio of table one. And immersing the first layer of colloid into the second layer of colloid solution for swelling, taking out after complete swelling, and placing under an ultraviolet light source for carrying out second photopolymerization. And obtaining the cross-linked hydrogel of the interpenetrating network after the reaction is finished.
< TABLE I >
Figure 369595DEST_PATH_IMAGE001
Drug release test procedure of the invention
Hydrophilic drug delivery
And after the first layer of colloid is finished, subsequently immersing the first layer of colloid into the second layer of colloid solution for swelling, mixing the second layer of colloid solution with the medicine, taking out the second layer of colloid solution after the second layer of colloid solution is completely swelled, and placing the second layer of colloid solution under an ultraviolet light source for carrying out second photopolymerization reaction.
And (3) placing the hydrogel containing the medicine into the sustained-release solution for medicine release test, and sampling the sustained-release solution within a fixed time.
Samples were taken over a fixed period of time and the release concentrations were measured, with the sampling periods being 30 minutes, 60 minutes, 90 minutes, 180 minutes, 8 hours, 24 hours, 48 hours and 72 hours, respectively.
The concentration of the subsequent drug is analyzed by high performance liquid chromatography, the water-based drug is released by caffeine, and the absorption wavelength of the caffeine is 272nm for measurement.
As shown in FIG. 4, caffeine is a water-soluble compound, and it is found from the release curve that the amount of caffeine released in water is 40% or more.
Lipophilic drug delivery
And after the first layer of colloid is finished, subsequently immersing the first layer of colloid into the second layer of colloid solution for swelling, mixing the second layer of colloid solution with the medicine, taking out the second layer of colloid solution after the second layer of colloid solution is completely swelled, and placing the second layer of colloid solution under an ultraviolet light source for carrying out second photopolymerization reaction.
And (3) placing the hydrogel containing the medicine into the sustained-release solution for medicine release test, and sampling the sustained-release solution within a fixed time.
Sampling and measuring the release concentration within a fixed time, wherein the sampling time is respectively 15 minutes, 30 minutes, 45 minutes, 60 minutes, 90 minutes, 120 minutes and 180 minutes.
The subsequent concentration of the medicine is analyzed by high performance liquid chromatography, and the oily medicine is measured by selecting an oily dye with the absorption wavelength of 210 nm.
As shown in fig. 5, the release amount of the oily dye in the hydrogel carrier was 3% or more, as seen from the release curve.
The above-mentioned embodiments are merely exemplary to illustrate the efficacy of the present invention and to illustrate the technical features of the present invention, but not to limit the scope of the present invention. Any changes or arrangements which can be easily made by those skilled in the art without departing from the technical principle and spirit of the present invention shall fall within the scope of the present invention. Accordingly, the scope of the invention is as set forth in the following claims.

Claims (10)

1. An interpenetrating network biomolecule hydrogel, comprising:
a first polymeric layer; and
a second polymeric layer;
wherein the first polymeric layer and the second polymeric layer are each polymerized from at least one ethylenically unsaturated monomer via an alkaline treatment, and the first polymeric layer and the second polymeric layer are formed into an interleaved polymeric layer by the passage of a crosslinking agent and a photoinitiator;
and the pH value of the hydrogel is 6.5-8.0.
2. The hydrogel of claim 1, wherein the ethylenically unsaturated monomer is selected from the group consisting of hydroxyethyl acrylate (HEA), hydroxyethyl methacrylate (HEMA), 2-hydroxypropyl acrylate (2-HPA), 2-hydroxypropyl methacrylate (2-HPMA), 3-hydroxypropyl acrylate (3-HPA), 3-hydroxypropyl methacrylate (3-HPMA), 2, 3-dihydroxypropyl acrylate, 2, 3-dihydroxypropyl methacrylate, 1, 3-diacryloyl glycerol, 1, 3-dimethacryloyl glycerol, trimethylolpropane monoacrylate, trimethylolpropane monomethacrylate, trimethylolpropane diacrylate, trimethylolpropane dimethacrylate, and mixtures thereof, 2-acrylamido-2-methyl-1-propanesulfonic Acid (AMPS), or a combination thereof.
3. The hydrogel of claim 2, wherein the ethylenically unsaturated monomers are hydroxyethyl methacrylate (HEMA) and 2-acrylamido-2-methyl-1-propanesulfonic Acid (AMPS).
4. The hydrogel of claim 1, wherein the photoinitiator comprises alpha-ketoglutaric acid (alpha-KGA), 2-Diethoxyacetophenone (DEAP), or 2-hydroxy-2-methyl-1-phenyl-1-propanone (HMPP).
5. The hydrogel of claim 1, wherein the cross-linking agent is selected from the group consisting of N, N' -methylene-bisacrylamide (NMBA), ethylene glycol di (meth) acrylate, 1, 4-diacryloylpiperazine (PDA), glutaraldehyde, epichlorohydrin, or combinations thereof.
6. A hydrogel according to claim 1 or 5 wherein the crosslinker is a photocrosslinker.
7. The hydrogel of claim 6, wherein the cross-linking agent is N, N' -methylene-bisacrylamide (NMBA).
8. The hydrogel of claim 1, wherein the pH is 7.4-7.8.
9. The hydrogel according to claim 1, wherein the hydrogel hydrophilic agent release rate is at least 40% or more.
10. The hydrogel according to claim 1, wherein the release rate of lipophilic substance from the hydrogel is 3% or more.
CN201911041169.0A 2019-10-30 2019-10-30 Interpenetrating polymer network hydrogel, preparation and application thereof Pending CN112745452A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201911041169.0A CN112745452A (en) 2019-10-30 2019-10-30 Interpenetrating polymer network hydrogel, preparation and application thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201911041169.0A CN112745452A (en) 2019-10-30 2019-10-30 Interpenetrating polymer network hydrogel, preparation and application thereof

Publications (1)

Publication Number Publication Date
CN112745452A true CN112745452A (en) 2021-05-04

Family

ID=75640320

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201911041169.0A Pending CN112745452A (en) 2019-10-30 2019-10-30 Interpenetrating polymer network hydrogel, preparation and application thereof

Country Status (1)

Country Link
CN (1) CN112745452A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI796890B (en) * 2021-12-22 2023-03-21 寶泓生醫股份有限公司 Transdermal formulation containing cannabidiol

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7176247B1 (en) * 2003-06-27 2007-02-13 The United States Of America As Represented By The Secretary Of The Army Interpenetrating polymer network
WO2008100617A1 (en) * 2007-02-16 2008-08-21 The Board Of Trustees Of The Leland Stanford Junior University Strain-hardened interpenetrating polymer network hydrogel
WO2009099210A1 (en) * 2008-02-08 2009-08-13 Mitsubishi Rayon Co., Ltd. Hydrogel and process for producing the same
CN101790456A (en) * 2007-08-27 2010-07-28 3M创新有限公司 Polymer gel structure and method for producing same
CN103113700A (en) * 2013-01-18 2013-05-22 盐城工学院 Hydrogel wound surface dressing with interpenetrating polymer network structure and preparation method thereof

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7176247B1 (en) * 2003-06-27 2007-02-13 The United States Of America As Represented By The Secretary Of The Army Interpenetrating polymer network
WO2008100617A1 (en) * 2007-02-16 2008-08-21 The Board Of Trustees Of The Leland Stanford Junior University Strain-hardened interpenetrating polymer network hydrogel
CN101790456A (en) * 2007-08-27 2010-07-28 3M创新有限公司 Polymer gel structure and method for producing same
WO2009099210A1 (en) * 2008-02-08 2009-08-13 Mitsubishi Rayon Co., Ltd. Hydrogel and process for producing the same
CN103113700A (en) * 2013-01-18 2013-05-22 盐城工学院 Hydrogel wound surface dressing with interpenetrating polymer network structure and preparation method thereof

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI796890B (en) * 2021-12-22 2023-03-21 寶泓生醫股份有限公司 Transdermal formulation containing cannabidiol

Similar Documents

Publication Publication Date Title
EP3815659A1 (en) Ipn hydrogel for preparation and application
CN110240712B (en) High-tensile, high-viscosity and self-healing double-network hydrogel for tissue adhesion and preparation method and application thereof
US11235083B2 (en) Composite hydrogel and metal silicate wound healing material
CN110917392B (en) Hemostatic and antibacterial hydrogel with adhesiveness and preparation method thereof
Gibas et al. Synthetic polymer hydrogels for biomedical applications
Nho et al. Preparation and properties of PVA/PVP hydrogels containing chitosan by radiation
JP6456285B2 (en) Selective polymerizable composition and method of use in vivo
JPS6236702B2 (en)
Mishra et al. Preparation, properties and application of hydrogels: a review
WO2009134414A2 (en) Devices for the treatment of wounds and methods and kits thereof
CN105367712A (en) Composite hydrogel and preparation method thereof
CN112999412B (en) Hydrogel dressing for wound healing and preparation method thereof
KR20070010572A (en) Method for the preparation of hydrogels for wound dressing using radiation irradiation
US20040105880A1 (en) Interpenetrating polymer network
Rosiak et al. Radiation formation of hydrogels for biomedical application
CN105228658A (en) A kind of medical dressing hydrogel compound fabric and its preparation method and application
CN113842495A (en) Adhesive nanofiber hydrogel dressing capable of being peeled off as required and preparation method thereof
CN112023109A (en) Self-repairing hemostatic film capable of being adhered and preparation method thereof
Woerly Hydrogels for neural tissue reconstruction and transplantation
KR101303284B1 (en) Hydrogel having hyaluronic acid and condroitin sulfate and manufacturing method thereof
CN112745452A (en) Interpenetrating polymer network hydrogel, preparation and application thereof
CN108210992A (en) A kind of preparation method of the medical aquogel eluted and its aerogel dressing
GB2431104A (en) Microgel particles grafted to a substrate
KR102120954B1 (en) Amphiphilic hydrogel-fabric composite hemostatic wound dressings prepared by utilizing a biocompatible organic solvent
KR102400716B1 (en) Hydrogel complex, manufacturing method thereof and transdermal patch using the same

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
WD01 Invention patent application deemed withdrawn after publication

Application publication date: 20210504

WD01 Invention patent application deemed withdrawn after publication