CN109260519A - A kind of adhesive type hydrogel and its preparation method and application - Google Patents
A kind of adhesive type hydrogel and its preparation method and application Download PDFInfo
- Publication number
- CN109260519A CN109260519A CN201811087128.0A CN201811087128A CN109260519A CN 109260519 A CN109260519 A CN 109260519A CN 201811087128 A CN201811087128 A CN 201811087128A CN 109260519 A CN109260519 A CN 109260519A
- Authority
- CN
- China
- Prior art keywords
- hydrogel
- chitosan
- particle
- adhesive type
- nano
- 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.)
- Granted
Links
- 239000000017 hydrogel Substances 0.000 title claims abstract description 108
- 239000000853 adhesive Substances 0.000 title claims abstract description 43
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 43
- 238000002360 preparation method Methods 0.000 title claims abstract description 21
- 229920001661 Chitosan Polymers 0.000 claims abstract description 52
- 239000002105 nanoparticle Substances 0.000 claims abstract description 47
- 229920000642 polymer Polymers 0.000 claims abstract description 36
- 239000000463 material Substances 0.000 claims abstract description 26
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 19
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 19
- 229920002521 macromolecule Polymers 0.000 claims abstract description 15
- 229920000151 polyglycol Polymers 0.000 claims abstract description 8
- 239000010695 polyglycol Substances 0.000 claims abstract description 8
- 206010007710 Cartilage injury Diseases 0.000 claims abstract description 6
- 230000006798 recombination Effects 0.000 claims abstract description 4
- 238000005215 recombination Methods 0.000 claims abstract description 4
- -1 aldehyde radical Chemical class 0.000 claims description 23
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 18
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 15
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 15
- 239000008367 deionised water Substances 0.000 claims description 13
- 229910021641 deionized water Inorganic materials 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims description 12
- 229910052588 hydroxylapatite Inorganic materials 0.000 claims description 8
- XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 claims description 8
- 102000008186 Collagen Human genes 0.000 claims description 6
- 108010035532 Collagen Proteins 0.000 claims description 6
- 108010010803 Gelatin Proteins 0.000 claims description 6
- NQTADLQHYWFPDB-UHFFFAOYSA-N N-Hydroxysuccinimide Chemical compound ON1C(=O)CCC1=O NQTADLQHYWFPDB-UHFFFAOYSA-N 0.000 claims description 6
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 6
- 229920001436 collagen Polymers 0.000 claims description 6
- 239000008273 gelatin Substances 0.000 claims description 6
- 229920000159 gelatin Polymers 0.000 claims description 6
- 235000019322 gelatine Nutrition 0.000 claims description 6
- 235000011852 gelatine desserts Nutrition 0.000 claims description 6
- 235000012239 silicon dioxide Nutrition 0.000 claims description 6
- 239000000377 silicon dioxide Substances 0.000 claims description 6
- 238000006116 polymerization reaction Methods 0.000 claims description 5
- 150000004676 glycans Chemical class 0.000 claims 1
- 210000000845 cartilage Anatomy 0.000 abstract description 5
- 210000001519 tissue Anatomy 0.000 abstract description 5
- 238000000034 method Methods 0.000 abstract description 4
- 230000008569 process Effects 0.000 abstract description 2
- 229920002799 BoPET Polymers 0.000 description 10
- 239000002245 particle Substances 0.000 description 8
- 238000003825 pressing Methods 0.000 description 8
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 6
- 238000012512 characterization method Methods 0.000 description 5
- 229920000139 polyethylene terephthalate Polymers 0.000 description 5
- 239000005020 polyethylene terephthalate Substances 0.000 description 5
- GOUHYARYYWKXHS-UHFFFAOYSA-N 4-formylbenzoic acid Chemical compound OC(=O)C1=CC=C(C=O)C=C1 GOUHYARYYWKXHS-UHFFFAOYSA-N 0.000 description 4
- FPQQSJJWHUJYPU-UHFFFAOYSA-N 3-(dimethylamino)propyliminomethylidene-ethylazanium;chloride Chemical compound Cl.CCN=C=NCCCN(C)C FPQQSJJWHUJYPU-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000003292 glue Substances 0.000 description 3
- BXGTVNLGPMZLAZ-UHFFFAOYSA-N n'-ethylmethanediimine;hydrochloride Chemical compound Cl.CCN=C=N BXGTVNLGPMZLAZ-UHFFFAOYSA-N 0.000 description 3
- 239000005543 nano-size silicon particle Substances 0.000 description 3
- 241000209094 Oryza Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 230000001464 adherent effect Effects 0.000 description 2
- 235000013339 cereals Nutrition 0.000 description 2
- 229920006037 cross link polymer Polymers 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 2
- 206010061762 Chondropathy Diseases 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 210000001188 articular cartilage Anatomy 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000007767 bonding agent Substances 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000012024 dehydrating agents Substances 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000009881 electrostatic interaction Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003102 growth factor Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 230000021715 photosynthesis, light harvesting Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000004393 prognosis Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229960002317 succinimide Drugs 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
Classifications
-
- 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
- A61L27/14—Macromolecular materials
- A61L27/20—Polysaccharides
-
- 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
- A61K47/02—Inorganic compounds
-
- 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
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
-
- 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
- A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
-
- 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
- A61K47/42—Proteins; Polypeptides; Degradation products thereof; Derivatives thereof, e.g. albumin, gelatin or zein
-
- 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
- A61L27/02—Inorganic materials
- A61L27/025—Other specific inorganic materials not covered by A61L27/04 - A61L27/12
-
- 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
- A61L27/02—Inorganic materials
- A61L27/04—Metals or alloys
- A61L27/047—Other specific metals or alloys not covered by A61L27/042 - A61L27/045 or A61L27/06
-
- 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
- A61L27/02—Inorganic materials
- A61L27/12—Phosphorus-containing materials, e.g. apatite
-
- 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
- A61L27/14—Macromolecular materials
- A61L27/18—Macromolecular materials obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- A61L27/14—Macromolecular materials
- A61L27/22—Polypeptides or derivatives thereof, e.g. degradation products
- A61L27/222—Gelatin
-
- 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
- A61L27/14—Macromolecular materials
- A61L27/22—Polypeptides or derivatives thereof, e.g. degradation products
- A61L27/24—Collagen
-
- 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
- A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
-
- 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
- A61L27/50—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
-
- 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
- A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
- A61L27/54—Biologically active materials, e.g. therapeutic substances
-
- 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
- A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
- A61L27/56—Porous materials, e.g. foams or sponges
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/04—Drugs for skeletal disorders for non-specific disorders of the connective tissue
-
- 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
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
- A61L2300/412—Tissue-regenerating or healing or proliferative agents
-
- 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
- A61L2400/12—Nanosized materials, e.g. nanofibres, nanoparticles, nanowires, nanotubes; Nanostructured surfaces
-
- 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
- A61L2430/00—Materials or treatment for tissue regeneration
- A61L2430/06—Materials or treatment for tissue regeneration for cartilage reconstruction, e.g. meniscus
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Transplantation (AREA)
- Inorganic Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biomedical Technology (AREA)
- Dispersion Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biophysics (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Physical Education & Sports Medicine (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Molecular Biology (AREA)
- Materials For Medical Uses (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
A kind of adhesive type hydrogel and its preparation method and application, the invention belongs to hydrogel field, it is in order to solve the problems, such as that hydrogel mechanical strength in cartilage tissue engineered application process not enough, is easily lost from tissue.Invention adhesives type hydrogel is the surface recombination bridge joint polymer in hybridized hydrogel, wherein hybridized hydrogel is hydridization organic/inorganic nano particle in the hydrogel of the derivative and polyethylene glycol crosslinked in chitosan or chitosan, and the bridge joint polymer includes biological macromolecule material and inorganic nano-particle.Preparation method: one, chitosan solution and polyglycol solution mixing obtain hydrogel；Two, biological macromolecule material solution and inorganic nano-particle are mixed, obtains bridge joint polymer；Three, the viscous surface for being pressed in hydrogel of bridge joint polymer.The timbering material that adhesive type hydrogel of the present invention is used to prepare in cartilage damage reparation makes it have excellent mechanical property and adhesive strength due to the addition of inorganic nano-particle.
Description
Technical field
The invention belongs to hydrogel fields, in particular to a kind of to have strongly adherent hydrogel and its preparation in wet structure and answer
With.
Background technique
Currently, more and more due to moving improper caused cartilage damage.In addition, excessively walking and long-term weight bearing is also
The common inducement of bone articular cartilage defect.Articular cartilage is once damage, itself cannot be repaired, and prognosis is bad, without special efficacy
Treatment method.Currently, the treatment that cartilage tissue engineered research is cartilage damage brings great hope.Organizational project
Three basic elements are timbering material, seed cell and growth factor.Current timbering material is easily lost from tissue site, sternly
Weight limits the clinical application of timbering material.Therefore, developing one kind, to have strongly adherent timbering material extremely urgent.
Recently " Science " reports a kind of novel strong bonding agent, which has bridge joint polymer surfaces and can
With two layers of hydrogel matrix formation of dissipation energy, the former is obtained with the bridge joint polymer with amino and coupling agent treatment stromal surface
It arrives, and is interpenetrated using electrostatic interaction, covalent bond and physics and make it have strong adhesive capacity, the latter passes through hysteresis effect
Amplified energy dissipation (Li J, Celiz AD, Yang J, Yang Q, Wamala I, Whyte W, Seo BR, Vasilyev NV,
Vlassak JJ,Suo Z,Mooney DJ.Tough adhesives for diverse wet
surfaces.Science.2017；357(6349):378.).This two layers synergistic effect makes the adhesive in the viscous of wetted surface
It is attached to reach 1000J m-2More than, hence it is evident that be higher than existing adhesive, but its there is also mechanical strength not enough, easily from tissue be lost
The problem of.
Summary of the invention
The purpose of the present invention is to solve cartilage tissue engineered at present timbering material water-setting adhesivities and mechanical property
Contradiction between optimization solves what hydrogel mechanical strength in cartilage tissue engineered application process not enough, was easily lost from tissue
Problem, and a kind of adhesive type hydrogel is provided and its preparation method and application.
Invention adhesives type hydrogel is surface recombination (introducing) the bridge joint polymer in hybridized hydrogel, wherein hydridization
Hydrogel be in the hydrogel of the derivative and polyethylene glycol crosslinked in chitosan or chitosan hydridization organic/inorganic nano particle and
It obtains；The polyethylene glycol is the polyethylene glycol that end group is aldehyde radical；The bridge joint polymer includes large biological molecule material
Material and inorganic nano-particle；Wherein biological macromolecule material is chitosan, the derivative of chitosan, gelatin or collagen；
The inorganic nano-particle is Nano particles of silicon dioxide, hydroxyapatite nano particle, aluminium oxide nano grain
Son or nano silver.
The preparation method of invention adhesives type hydrogel follows these steps to realize:
One, the derivative of chitosan or chitosan is dissolved in deionized water, obtains chitosan solution, be aldehyde radical by end group
Polyethylene glycol be dissolved in deionized water, add inorganic nano-particle, obtain polyglycol solution, chitosan solution and poly- second
Glycol solution mixes, and obtains hydrogel；
Two, biological macromolecule material solution and inorganic nano-particle are mixed, bridge joint polymer is obtained after being sufficiently stirred；
Three, bridge joint polymer is added to the surface of hydrogel, obtains adhesive type hydrogel after viscous pressure；
Wherein the inorganic nano-particle is Nano particles of silicon dioxide, hydroxyapatite nano particle, aluminium oxide are received
Rice corpuscles or nano silver；
Biological macromolecule material described in step 2 is chitosan, the derivative of chitosan, gelatin or collagen.
Application of the present invention using adhesive type hydrogel as timbering material in cartilage damage reparation.
Compared with prior art, invention adhesives type hydrogel and preparation method thereof includes that following advantages and technology are imitated
Fruit:
1, subject hydrogel has strong viscosity, effect of the viscosity mainly due to bridging polymer；
2, hydrogel of the invention has excellent mechanical property, and mechanical property is mainly due to inorganic nano-particle
Hybridism；
3, hydrogel hierarchical design of the invention can improve the mechanical property and viscosity of hydrogel simultaneously；
4, hydrogel of the invention has porous structure, can be used as pharmaceutical carrier；
5, hydrogel good biocompatibility of the invention can coat the reparation that seed cell carries out cartilage defect；
6, the inorganic nano-particle in present invention bridge joint polymer can be used as crosslinking agent, cross-linked polymer, so that polymerization
Active force between object molecule is more closely, effective to improve viscosity.
Specific embodiment
Specific embodiment 1: present embodiment adhesive type hydrogel is the surface recombination (introducing) in hybridized hydrogel
Polymer is bridged, wherein hybridized hydrogel is miscellaneous in the hydrogel of the derivative and polyethylene glycol crosslinked in chitosan or chitosan
Change obtained from organic/inorganic nano particle；The polyethylene glycol is the polyethylene glycol that end group is aldehyde radical；The bridge joint polymerization
Object includes biological macromolecule material and inorganic nano-particle；Wherein biological macromolecule material be chitosan, chitosan derivative,
Gelatin or collagen；
The inorganic nano-particle is Nano particles of silicon dioxide, hydroxyapatite nano particle, aluminium oxide nano grain
Son or nano silver.
Present embodiment end group be aldehyde radical polyethylene glycol can directly be synthesized by RAFT, can also by polyethylene glycol with contain
What the small molecule compound of aldehyde radical was reacted.Small molecule compound containing aldehyde radical includes p -carboxybenzaldehyde etc..
Inorganic nano-particle is added in present embodiment hybridized hydrogel, inorganic nano-particle is embedded in the three-dimensional of hydrogel
In network structure, the three-dimensional structure of hydrogel is more closely knit, improves the mechanical property of hydrogel.Bridge inorganic nano in polymer
The action principle of particle: the inorganic nano-particle in bridge joint polymer can be used as crosslinking agent, cross-linked polymer, so that polymer
Active force between molecule is more closely, effective to improve viscosity.
Specific embodiment 2: the present embodiment is different from the first embodiment in that the derivative of the chitosan
For carboxymethyl chitosan or hydroxyethyl chitosan.
Specific embodiment 3: the present embodiment is different from the first and the second embodiment in that the polyethylene glycol
Molecular weight is 500~10k Da.
Specific embodiment 4: the inorganic nano unlike one of present embodiment and specific embodiment one to three
The partial size of particle is 10~100 nanometers.
Specific embodiment 5: the preparation method of present embodiment adhesive type hydrogel follows these steps to implement:
One, the derivative of chitosan or chitosan is dissolved in deionized water, obtains chitosan solution, be aldehyde radical by end group
Polyethylene glycol be dissolved in deionized water, add inorganic nano-particle, obtain polyglycol solution, chitosan solution and poly- second
Glycol solution mixes, and obtains hydrogel；
Two, biological macromolecule material solution and inorganic nano-particle are mixed, bridge joint polymer is obtained after being sufficiently stirred；
Three, bridge joint polymer is added to the surface of hydrogel, obtains adhesive type hydrogel after viscous pressure；
Wherein the inorganic nano-particle is Nano particles of silicon dioxide, hydroxyapatite nano particle, aluminium oxide are received
Rice corpuscles or nano silver；
Biological macromolecule material described in step 2 is chitosan, the derivative of chitosan, gelatin or collagen.
Specific embodiment 6: present embodiment and polyglycol solution in step 1 unlike specific embodiment five
Concentration be 0.5wt%~5wt%.
Specific embodiment 7: present embodiment is unlike specific embodiment five or six in step 1 in hydrogel
The concentration of inorganic nano-particle is 5wt%~10wt%.
Specific embodiment 8: being bridged in step 2 unlike one of present embodiment and specific embodiment five to seven
The concentration of inorganic nano-particle is 5wt%~10wt% in polymer.
Specific embodiment 9: being bridged in step 2 unlike one of present embodiment and specific embodiment five to eight
The concentration of biological macromolecule material is 10~50mg/mL in polymer.
Specific embodiment 10: being bridged in step 2 unlike one of present embodiment and specific embodiment five to nine
Also contain n-hydroxysuccinimide (NHS) and inferior amine salt hydrochlorate (EDC) in polymer.
N-hydroxysuccinimide in present embodiment is as catalyst, and inferior amine salt hydrochlorate is as dehydrating agent.
Specific embodiment 11: present embodiment bridges N- hydroxyl in polymer unlike specific embodiment ten
(end) concentration of succinimide (NHS) is 6~12mg/mL, 1- (3- dimethylamino-propyl) -3- ethyl-carbodiimide hydrochloride
(EDC) (end) concentration is 6~12mg/mL.
Specific embodiment 12: present embodiment using adhesive type hydrogel described in specific embodiment one as
Application of the timbering material in cartilage damage reparation.
Embodiment one: the preparation method of the present embodiment adhesive type hydrogel follows these steps to implement:
One, hydroxyethyl chitosan is dissolved in deionized water, obtains hydroxyethyl chitosan solution (40mg/mL, 20kDa),
The polyethylene glycol that p -carboxybenzaldehyde blocks is dissolved in deionized water, the nano-silicon dioxide particle of 10wt% is added
(9nm), mixing 3min obtain polyglycol solution (60mg/mL, 5kDa), and chitosan solution and polyglycol solution mix,
Obtain hydrogel；
Two, the nano-silicon dioxide particle of 10wt% is added into hydroxyethyl chitosan (40mg/mL, 20kDa) solution
After mixing, 12h is sufficiently stirred in (9nm), obtains bridge joint polymer；
Three, bridge joint polymer is added to the surface of hydrogel, obtains adhesive type hydrogel after pressing 1min.
The mechanical property of hydrogel is measured with rheometer.The rheological behaviour of hydrogel is in TA AR2000ex stress
It is tested in control rheometer (TA Instruments, USA), fixture is the parallel-plate that diameter is 20mm.By what is prepared
Hydrogel solution is added rapidly to be preheated on 37 DEG C of plate, gap width 1mm.Detect elasticity modulus (G') and loss modulus
The function of (G ") at any time characterizes the gelatination property of preparation.The G ' of the hydrogel of the embodiment is 859Pa.
The viscosity characterization of hydrogel is by bonding polyethylene terephthalate film (PET film) come what is be measured.
Prepared cohesive hydrogel is sliced, length and width, thick respectively 50mm, 10mm and 4mm.PET film also uses identical size,
Bond area is 20mm2.After pressing 1min after bonding, to be tested on INSTRON tensilometer, initial distance is 20mm,
Tensile speed is 5mm/min.The adhesive strength of the cohesive hydrogel of the embodiment is 412kPa.
Embodiment two: the preparation method of the present embodiment adhesive type hydrogel follows these steps to implement:
One, hydroxyethyl chitosan is dissolved in deionized water, dilute acetic acid solution is added and adjusts pH, obtains chitosan solution
The polyethylene glycol that end group is aldehyde radical is dissolved in deionized water, adds 10wt%'s by (100mg/mL, 10kDa, pH=6.5)
Nano alumina particles (25nm), mixing 1min obtain polyglycol solution (100mg/mL, 1kDa), chitosan solution and poly- second
Glycol solution mixes, and obtains hydrogel；
Two, n-hydroxysuccinimide (NHS) and 1- are added into chitosan (10mg/mL, 10kDa, pH6.5) solution
(3- dimethylamino-propyl) -3- ethyl-carbodiimide hydrochloride (EDC), adds the nano alumina particles of 10wt%
After mixing, 12h is sufficiently stirred in (25nm), obtains bridge joint polymer, and the concentration for bridging hydroxyethyl chitosan in polymer is
12mg/mL, the concentration of n-hydroxysuccinimide are 12mg/mL, 1- (3- dimethylamino-propyl) -3- ethyl carbodiimide hydrochloride
The concentration of salt is 12mg/mL；
Three, bridge joint polymer is added to the surface of hydrogel, obtains adhesive type hydrogel after pressing 1min.
The mechanical property of hydrogel is measured with rheometer.The rheological behaviour of hydrogel is in TA AR2000ex stress
It is tested in control rheometer (TA Instruments, USA), fixture is the parallel-plate that diameter is 20mm.By what is prepared
Hydrogel solution is added rapidly to be preheated on 37 DEG C of plate, gap width 1mm.Detect elasticity modulus (G') and loss modulus
The function of (G ") at any time characterizes the gelatination property of preparation.The G ' of the hydrogel of the embodiment is 1350Pa.
The viscosity characterization of hydrogel is by bonding polyethylene terephthalate film (PET film) come what is be measured.
Prepared cohesive hydrogel is sliced, length and width, thick respectively 50mm, 10mm and 4mm.PET film also uses identical size,
Bond area is 20mm2.After pressing 1min after bonding, to be tested on INSTRON tensilometer, initial distance is 20mm,
Tensile speed is 5mm/min.The adhesive strength of the cohesive hydrogel of the embodiment is 363kPa.
Comparative example one: it is not introduced into bridge joint polymer
Hydroxyethyl chitosan solution (60mg/mL, 80k Da) is respectively configured with deionized water and end group is the poly- second of aldehyde radical
Glycol solution (100mg/mL, 2k Da), adds the nanometer hydroxyapatite (25nm) of 5wt%, and mixing 1min forms water-setting
Glue.
The mechanical property of hydrogel is measured with rheometer.The rheological behaviour of hydrogel is in TA AR2000ex stress
It is tested in control rheometer (TA Instruments, USA), fixture is the parallel-plate that diameter is 20mm.By what is prepared
Hydrogel solution is added rapidly to be preheated on 37 DEG C of plate, gap width 1mm.Detect elasticity modulus (G') and loss modulus
The function of (G ") at any time characterizes the gelatination property of preparation.The G ' of the hydrogel of the embodiment is 1096Pa.
The viscosity characterization of hydrogel is by bonding polyethylene terephthalate film (PET film) come what is be measured.
Prepared cohesive hydrogel is sliced, length and width, thick respectively 50mm, 10mm and 4mm.PET film also uses identical size,
Bond area is 20mm2.After pressing 1min after bonding, to be tested on INSTRON tensilometer, initial distance is 20mm,
Tensile speed is 5mm/min.The adhesive strength of the cohesive hydrogel of the embodiment is 0.6kPa, does not have adhesion property substantially.
Comparative example two: inorganic nano-particle is not introduced into bridge joint polymer
Hydroxyethyl chitosan solution (60mg/mL, 80k Da) is respectively configured with deionized water and end group is the poly- second of aldehyde radical
Glycol solution (100mg/mL, 2k Da), adds the nanometer hydroxyapatite (25nm) of 5wt%, and mixing 1min forms water-setting
Glue.
Bridging polymer is that hydroxyethyl chitosan solution (final concentration of 12mg/mL, 80k Da) is spare.
The viscosity characterization of hydrogel is by bonding polyethylene terephthalate film (PET film) come what is be measured.
Prepared cohesive hydrogel is sliced, length and width, thick respectively 50mm, 10mm and 4mm.PET film also uses identical size,
Bond area is 20mm2.After pressing 1min after bonding, to be tested on INSTRON tensilometer, initial distance is 20mm,
Tensile speed is 5mm/min.The adhesive strength of the cohesive hydrogel of the embodiment is 92kPa, has certain viscosity, but phase
For the bridge joint polymer containing inorganic nano-particle, viscosity is substantially reduced.
Comparative example three: hybridized nanometer particle is not introduced into hydrogel
Hydroxyethyl chitosan solution (60mg/mL, 80k Da) is respectively configured with deionized water and end group is the poly- second of aldehyde radical
Glycol solution (100mg/mL, 2k Da), mixing 1min form hydrogel；
The nano-silicon dioxide particle of 10wt% is added into hydroxyethyl chitosan (12mg/mL, 80k Da) solution
After mixing, 12h is sufficiently stirred in (9nm), obtains bridge joint polymer.
Prepared bridge joint polymer is added to the surface of hydrogel, pressing 1min can be obtained adhesive type water-setting
Glue.
The mechanical property of hydrogel is measured with rheometer.The rheological behaviour of hydrogel is in TA AR2000ex stress
It is tested in control rheometer (TA Instruments, USA), fixture is the parallel-plate that diameter is 20mm.By what is prepared
Hydrogel solution is added rapidly to be preheated on 37 DEG C of plate, gap width 1mm.Detect elasticity modulus (G') and loss modulus
The function of (G ") at any time characterizes the gelatination property of preparation.The G ' of the hydrogel of the embodiment is 521Pa.
The viscosity characterization of hydrogel is by bonding polyethylene terephthalate film (PET film) come what is be measured.
Prepared cohesive hydrogel is sliced, length and width, thick respectively 50mm, 10mm and 4mm.PET film also uses identical size,
Bond area is 20mm2.After pressing 1min after bonding, to be tested on INSTRON tensilometer, initial distance is 20mm,
Tensile speed is 5mm/min.The adhesive strength of the cohesive hydrogel of the embodiment is 193kPa, has excellent tissue adhension
Property, but mechanical property is weaker.
Claims (10)
1. adhesive type hydrogel, it is characterised in that the adhesive type hydrogel be hybridized hydrogel surface recombination bridge joint it is poly-
Close object；Wherein hybridized hydrogel be in the hydrogel of the derivative and polyethylene glycol crosslinked in chitosan or chitosan hydridization whether there is or not
Obtained from machine nanoparticle；The polyethylene glycol is the polyethylene glycol that end group is aldehyde radical；The bridge joint polymer includes
Biological macromolecule material and inorganic nano-particle；Wherein biological macromolecule material be chitosan, the derivative of chitosan, gelatin or
Collagen；
The inorganic nano-particle be Nano particles of silicon dioxide, hydroxyapatite nano particle, alumina nanoparticles or
Nano silver.
2. adhesive type hydrogel according to claim 1, it is characterised in that the derivative of the chitosan is carboxylic first
Base enclosure glycan or hydroxyethyl chitosan.
3. adhesive type hydrogel according to claim 1, it is characterised in that the molecular weight of the polyethylene glycol is 500
~10k Da.
4. adhesive type hydrogel according to claim 1, it is characterised in that the partial size of the inorganic nano-particle is 10
~100 nanometers.
5. the preparation method of adhesive type hydrogel, it is characterised in that the preparation method is to follow these steps to realize:
One, the derivative of chitosan or chitosan is dissolved in deionized water, obtains chitosan solution, be the poly- of aldehyde radical by end group
Ethylene glycol is dissolved in deionized water, adds inorganic nano-particle, obtains polyglycol solution, chitosan solution and polyethylene glycol
Solution mixes, and obtains hydrogel；
Two, biological macromolecule material solution and inorganic nano-particle are mixed, bridge joint polymer is obtained after being sufficiently stirred；
Three, bridge joint polymer is added to the surface of hydrogel, obtains adhesive type hydrogel after viscous pressure；
Wherein the inorganic nano-particle is Nano particles of silicon dioxide, hydroxyapatite nano particle, aluminium oxide nano grain
Son or nano silver；
Biological macromolecule material described in step 2 is chitosan, the derivative of chitosan, gelatin or collagen.
6. the preparation method of adhesive type hydrogel according to claim 1, it is characterised in that in step 1 in hydrogel
The concentration of inorganic nano-particle is 5wt%~10wt%.
7. the preparation method of adhesive type hydrogel according to claim 1, it is characterised in that bridge polymerization in step 2
The concentration of inorganic nano-particle is 5wt%~10wt% in object.
8. the preparation method of adhesive type hydrogel according to claim 1, it is characterised in that bridge polymerization in step 2
The concentration of biological macromolecule material is 10~50mg/mL in object.
9. the preparation method of adhesive type hydrogel according to claim 1, it is characterised in that bridge polymerization in step 2
Also contain n-hydroxysuccinimide and inferior amine salt hydrochlorate in object.
10. the application of adhesive type hydrogel as described in claim 1, it is characterised in that using adhesive type hydrogel as branch
Application of the frame material in cartilage damage reparation.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811087128.0A CN109260519B (en) | 2018-09-18 | 2018-09-18 | Adhesive type hydrogel and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811087128.0A CN109260519B (en) | 2018-09-18 | 2018-09-18 | Adhesive type hydrogel and preparation method and application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN109260519A true CN109260519A (en) | 2019-01-25 |
| CN109260519B CN109260519B (en) | 2021-02-09 |
Family
ID=65196936
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201811087128.0A Active CN109260519B (en) | 2018-09-18 | 2018-09-18 | Adhesive type hydrogel and preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN109260519B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109836596A (en) * | 2019-03-04 | 2019-06-04 | 湖北工业大学 | The high-intensitive preparation method with the amylopectin composite hydrogel of high adherency of strong hydrogen bonding effect |
| CN110448734A (en) * | 2019-09-03 | 2019-11-15 | 深圳市第二人民医院 | The preparation method of composite drug-loaded delivery materials based on hydrogel and liposome |
| CN111773429A (en) * | 2020-01-09 | 2020-10-16 | 中国科学院长春应用化学研究所 | Hydrogel dressing and preparation method thereof, multifunctional nano composite dressing and preparation method and application thereof |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002062404A2 (en) * | 2001-02-02 | 2002-08-15 | Regeneration Technologies, Inc. | Closure of ruptured tissue and bulking of tissue |
| CN105315385A (en) * | 2014-07-30 | 2016-02-10 | 孟宪军 | Wound binding agent with chitosan derivative hydrogel as raw material |
| CN105358183A (en) * | 2013-01-31 | 2016-02-24 | 爱尔兰国立高威大学 | Polymer adhesive |
| CN107028872A (en) * | 2015-07-21 | 2017-08-11 | 中国科学院化学研究所 | A kind of composite aquogel, its preparation method and application |
| CN108314790A (en) * | 2018-03-16 | 2018-07-24 | 东华大学 | A kind of photo-crosslinking thio chitosan-polyethylene glycol methacrylate-styrene polymer hydrogel and preparation method thereof for tissue adhesive |
-
2018
- 2018-09-18 CN CN201811087128.0A patent/CN109260519B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002062404A2 (en) * | 2001-02-02 | 2002-08-15 | Regeneration Technologies, Inc. | Closure of ruptured tissue and bulking of tissue |
| CN105358183A (en) * | 2013-01-31 | 2016-02-24 | 爱尔兰国立高威大学 | Polymer adhesive |
| CN105315385A (en) * | 2014-07-30 | 2016-02-10 | 孟宪军 | Wound binding agent with chitosan derivative hydrogel as raw material |
| CN107028872A (en) * | 2015-07-21 | 2017-08-11 | 中国科学院化学研究所 | A kind of composite aquogel, its preparation method and application |
| CN108314790A (en) * | 2018-03-16 | 2018-07-24 | 东华大学 | A kind of photo-crosslinking thio chitosan-polyethylene glycol methacrylate-styrene polymer hydrogel and preparation method thereof for tissue adhesive |
Non-Patent Citations (1)
| Title |
|---|
| EUGENE LIH: "Rapidly curable chitosan–PEG hydrogels as tissue adhesives for hemostasis and wound healing", 《ACTA BIOMATERIALIA》 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109836596A (en) * | 2019-03-04 | 2019-06-04 | 湖北工业大学 | The high-intensitive preparation method with the amylopectin composite hydrogel of high adherency of strong hydrogen bonding effect |
| CN109836596B (en) * | 2019-03-04 | 2021-11-02 | 湖北工业大学 | Preparation method of amylopectin composite hydrogel with strong hydrogen bonding effect, high strength and high adhesion |
| CN110448734A (en) * | 2019-09-03 | 2019-11-15 | 深圳市第二人民医院 | The preparation method of composite drug-loaded delivery materials based on hydrogel and liposome |
| CN111773429A (en) * | 2020-01-09 | 2020-10-16 | 中国科学院长春应用化学研究所 | Hydrogel dressing and preparation method thereof, multifunctional nano composite dressing and preparation method and application thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN109260519B (en) | 2021-02-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US10653813B2 (en) | Reinforced adhesive complex coacervates and methods of making and using thereof | |
| Rajabi et al. | An adhesive and injectable nanocomposite hydrogel of thiolated gelatin/gelatin methacrylate/Laponite® as a potential surgical sealant | |
| Cai et al. | Polypeptide-based self-healing hydrogels: Design and biomedical applications | |
| CN109260519A (en) | A kind of adhesive type hydrogel and its preparation method and application | |
| US9421300B2 (en) | Simple coacervates and methods of use thereof | |
| Gao et al. | ZnO nanoparticles as an antimicrobial tissue adhesive for skin wound closure | |
| Balakrishnan et al. | Self-crosslinked oxidized alginate/gelatin hydrogel as injectable, adhesive biomimetic scaffolds for cartilage regeneration | |
| KR101783308B1 (en) | Injectable tissue adhesive hydrogels including gamma cyclodextrins and biomedical use thereof | |
| US20140220082A1 (en) | Adhesive complex coacervates and methods of making and using thereof | |
| EP2817013B1 (en) | Antimicrobial compositions, the preparation and use thereof | |
| WO2021077540A1 (en) | Ductile adhesive wet tissue hydrogel dressing box, preparation method therefor and use thereof | |
| Tan et al. | Injectable hyaluronic acid/hydroxyapatite composite hydrogels as cell carriers for bone repair | |
| US20130273145A1 (en) | Compositions, the preparation and use thereof | |
| Pinkas et al. | Effect of hemostatic agents on properties of gelatin–alginate soft tissue adhesives | |
| O'Connor et al. | Dextran hydrogels by crosslinking with amino acid diamines and their viscoelastic properties | |
| Teng et al. | A glycosylated and catechol-crosslinked ε-polylysine hydrogel: Simple preparation and excellent wound hemostasis and healing properties | |
| CN115536919A (en) | Modified chitosan adhesive hydrogel and preparation method and application thereof | |
| Mehrabi et al. | Evaluation of inherent properties of the carboxymethyl cellulose (CMC) for potential application in tissue engineering focusing on bone regeneration | |
| Chung et al. | Tough hydrogels: toughening mechanisms and their utilization in stretchable electronics and in regenerative medicines | |
| CN108853597A (en) | A kind of cohesive hydrogel and its preparation and application | |
| CN113999630A (en) | Adhesive and preparation method and application thereof | |
| CN117159802B (en) | Responsive hydrogel and preparation method and application thereof | |
| Chen et al. | Universal adhesion using mussel foot protein inspired hydrogel with dynamic interpenetration for topological entanglement | |
| AU2011258511A1 (en) | Reinforced adhesive complex coacervates and methods of making and using thereof | |
| CN117285746A (en) | Curing agent based on click chemistry reaction and in-situ gel |
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 | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| TR01 | Transfer of patent right | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20231201 Address after: 518172, 28H, Building 5, Mingzhu Yuan, Longzhu Garden, Buji Street, Longgang District, Shenzhen City, Guangdong Province Patentee after: Shenzhen Bogang Technology Service Center Address before: 518116 28h, building 5, Longzhu garden, Longgang District, Shenzhen City, Guangdong Province Patentee before: Zhu Feiyan |
|
| TR01 | Transfer of patent right | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20240116 Address after: Room 2217, Media Building, No. 39 Sunshine Road, Zhengding District, China (Hebei) Pilot Free Trade Zone, Shijiazhuang City, Hebei Province, 050000 Patentee after: Hebei Pujiang Biotechnology Co.,Ltd. Address before: 518172, 28H, Building 5, Mingzhu Yuan, Longzhu Garden, Buji Street, Longgang District, Shenzhen City, Guangdong Province Patentee before: Shenzhen Bogang Technology Service Center |