CN114652900A - Hydrophilic antibacterial and anti-protein adhesion catheter, and preparation method and application thereof - Google Patents
Hydrophilic antibacterial and anti-protein adhesion catheter, and preparation method and application thereof Download PDFInfo
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- CN114652900A CN114652900A CN202210187265.1A CN202210187265A CN114652900A CN 114652900 A CN114652900 A CN 114652900A CN 202210187265 A CN202210187265 A CN 202210187265A CN 114652900 A CN114652900 A CN 114652900A
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- catheter
- hydrophilic
- photoinitiator
- antibacterial
- polyvinyl acetate
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- 238000002360 preparation method Methods 0.000 title abstract description 9
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- 238000000576 coating method Methods 0.000 claims abstract description 47
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- 239000000017 hydrogel Substances 0.000 claims abstract description 46
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- 238000000034 method Methods 0.000 claims abstract description 6
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- 238000001035 drying Methods 0.000 claims description 18
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 16
- 239000011837 N,N-methylenebisacrylamide Substances 0.000 claims description 16
- 238000004140 cleaning Methods 0.000 claims description 16
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 claims description 16
- XKMZOFXGLBYJLS-UHFFFAOYSA-L zinc;prop-2-enoate Chemical compound [Zn+2].[O-]C(=O)C=C.[O-]C(=O)C=C XKMZOFXGLBYJLS-UHFFFAOYSA-L 0.000 claims description 16
- ZSZRUEAFVQITHH-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)ethyl 2-(trimethylazaniumyl)ethyl phosphate Chemical compound CC(=C)C(=O)OCCOP([O-])(=O)OCC[N+](C)(C)C ZSZRUEAFVQITHH-UHFFFAOYSA-N 0.000 claims description 13
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- 238000004519 manufacturing process Methods 0.000 claims description 8
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- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 claims description 4
- -1 poly 2-acrylamide-2-methylpropanesulfonic acid sodium salt Chemical class 0.000 claims description 3
- PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 claims description 2
- PIZHFBODNLEQBL-UHFFFAOYSA-N 2,2-diethoxy-1-phenylethanone Chemical compound CCOC(OCC)C(=O)C1=CC=CC=C1 PIZHFBODNLEQBL-UHFFFAOYSA-N 0.000 claims description 2
- HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 claims description 2
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 claims description 2
- HFCUBKYHMMPGBY-UHFFFAOYSA-N 2-methoxyethyl prop-2-enoate Chemical compound COCCOC(=O)C=C HFCUBKYHMMPGBY-UHFFFAOYSA-N 0.000 claims description 2
- SJNNZXIPFSRUJB-UHFFFAOYSA-N 4-[2-[2-[2-(4-formylphenoxy)ethoxy]ethoxy]ethoxy]benzaldehyde Chemical compound C1=CC(C=O)=CC=C1OCCOCCOCCOC1=CC=C(C=O)C=C1 SJNNZXIPFSRUJB-UHFFFAOYSA-N 0.000 claims description 2
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims description 2
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- 229960002130 benzoin Drugs 0.000 claims description 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 2
- 239000012965 benzophenone Substances 0.000 claims description 2
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims description 2
- 235000019382 gum benzoic Nutrition 0.000 claims description 2
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- WFKDPJRCBCBQNT-UHFFFAOYSA-N n,2-dimethylprop-2-enamide Chemical compound CNC(=O)C(C)=C WFKDPJRCBCBQNT-UHFFFAOYSA-N 0.000 claims description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
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- FJANPTQNXLPMKX-UHFFFAOYSA-N CC(C)(C[Na])NC(=O)C=C Chemical compound CC(C)(C[Na])NC(=O)C=C FJANPTQNXLPMKX-UHFFFAOYSA-N 0.000 description 8
- 229910052708 sodium Inorganic materials 0.000 description 4
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- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 3
- 241000588724 Escherichia coli Species 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- 241000191967 Staphylococcus aureus Species 0.000 description 3
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- 108090000623 proteins and genes Proteins 0.000 description 3
- 238000004381 surface treatment Methods 0.000 description 3
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- 108091003079 Bovine Serum Albumin Proteins 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 208000007536 Thrombosis Diseases 0.000 description 1
- 206010048038 Wound infection Diseases 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
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Images
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
- A61L29/00—Materials for catheters, medical tubing, cannulae, or endoscopes or for coating catheters
- A61L29/08—Materials for coatings
- A61L29/085—Macromolecular 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
- A61L29/00—Materials for catheters, medical tubing, cannulae, or endoscopes or for coating catheters
- A61L29/14—Materials characterised by their function or physical properties, e.g. lubricating compositions
- A61L29/145—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
- A61L29/00—Materials for catheters, medical tubing, cannulae, or endoscopes or for coating catheters
- A61L29/14—Materials characterised by their function or physical properties, e.g. lubricating compositions
- A61L29/16—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
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/10—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing inorganic materials
- A61L2300/102—Metals or metal compounds, e.g. salts such as bicarbonates, carbonates, oxides, zeolites, silicates
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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
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/10—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing inorganic materials
- A61L2300/102—Metals or metal compounds, e.g. salts such as bicarbonates, carbonates, oxides, zeolites, silicates
- A61L2300/104—Silver, e.g. silver sulfadiazine
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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
- 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
- A61L2300/404—Biocides, antimicrobial agents, antiseptic 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
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/60—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a special physical form
- A61L2300/606—Coatings
- A61L2300/608—Coatings having two or more layers
Abstract
The invention discloses a hydrophilic antibacterial and anti-protein adhesion catheter, a preparation method and application thereof. The catheter comprises a catheter and a coating coated on the catheter, and belongs to the technical field of medical material surface modification; the coating has a double-layer structure, the inner layer of the coating and the layer coated on the catheter are polyvinyl acetate physical coating layers containing the photoinitiator, and the outer layer of the polyvinyl acetate physical coating layers containing the photoinitiator is a hydrophilic, antibacterial and anti-protein adhesion hydrogel layer. The preparation method comprises the steps of covering the surface of the catheter with a polyvinyl acetate layer containing a photoinitiator, then covering the surface of the catheter with a monomer layer, and finally obtaining the hydrophilic antibacterial and anti-protein adhesion catheter with a hydrophilic layer on the surface through ultraviolet light curing and water washing. The invention has simple operation, firm combination of the coating, good biocompatibility and excellent lubricating property; in addition, the hydrophilic antibacterial and anti-adhesion catheter prepared by the method can be used as a medical catheter and has wide application prospect.
Description
Technical Field
The invention belongs to the technical field of medical material surface modification, and relates to a hydrophilic, anti-protein adhesion and anti-bacterial hydrogel coating-covered hydrophilic, anti-protein adhesion and anti-bacterial catheter, a preparation method and application thereof.
Background
The medical catheter has excellent biological inertia, excellent mechanical property and chemical stability, small stimulation reaction to human tissues and no toxicity, so the medical catheter has wide medical application and can be used as equipment for long-term implantation and short-term retention in vivo, such as catheters, stomach tubes, venous catheters, dialysis tubes, endoscope glass fiber protective sleeves and catheters. However, the highly hydrophobic surface of the conventional medical catheter easily absorbs proteins, bacteria and some biological cells, causing problems of wound infection, inflammation, thrombosis and the like. And the friction coefficient is relatively large, and the surface lubricity is poor. When the catheter, which is not lubricated, is inserted into or withdrawn from the patient, the patient is very painful and even scrapes the contacting body tissue.
Surface hydrophilic modification is an effective way to improve the anti-adhesion properties of catheters. The traditional surface modification methods such as oxygen plasma, ultraviolet light and corona discharge are simple, but the method is expensive, the operation conditions are harsh, the surface performance of the treated conduit is unstable, and the surface of the conduit gradually loses hydrophilicity and returns to a hydrophobic state again. The physical bonding technologies such as spraying, dipping, vacuum deposition and the like can improve the hydrophilicity of the catheter to a certain extent, but because the surface energy of the catheter is low, the coating and the catheter are not firmly combined, the coating is easy to fall off or the surface is damaged, and the hydrophilic effect is not durable. Hydrogels are the best choice for medical devices to contact the human body due to their soft, moist nature. The hydrogel coating substrate has the advantages of providing lubricity, biocompatibility and antifouling performance, and simultaneously keeping the original characteristics of rigidity, strength, toughness and the like of the substrate. At present, silanization bridging is carried out on the surface of the medical catheter, so that stronger connection between hydrogel and silicon rubber can be generated. However, it remains a challenge to produce hydrogel coated medical catheters with synergistic antimicrobial and anti-fouling properties.
Disclosure of Invention
The purpose of the invention is as follows: the invention aims to provide a preparation method and application of a medical (hydrophilic antibacterial and anti-protein adhesion) catheter surface hydrogel coating.
The technical scheme is as follows: the invention relates to a hydrophilic antibacterial and anti-adhesion catheter, which comprises a catheter and a coating arranged on the surface of the catheter,
the coating comprises a polyvinyl acetate layer which is coated on the first inner layer of the surface of the conduit and has the thickness of 0.1-10 microns,
and a hydrogel layer with a thickness of 10-500 microns coated on the second outer layer of the surface of the catheter.
Furthermore, the catheter is made of one of polyurethane, polyvinyl chloride, silicon rubber and polyester.
Further, a preparation method of the hydrophilic antibacterial and anti-protein adhesion catheter comprises the following specific operation steps:
(1) preparing acetone or butanone solution containing photoinitiator and polyvinyl acetate;
soaking the catheter into the prepared solution for 30-120 minutes, taking out the catheter, and placing the catheter in a drying box for drying to remove the solvent, so that a polyvinyl acetate layer containing a photoinitiator is covered on the surface of the catheter;
(2) preparing a mixed solution mixed with a hydrophilic monomer, an anti-adhesion monomer, an antibacterial monomer, gel particles and a cross-linking agent, immersing the catheter with a polyvinyl acetate layer containing a photoinitiator on the surface into the mixed solution for soaking for 30-180 minutes, taking out the catheter and performing ultraviolet curing for 1-8 hours, thereby forming a hydrogel coating on the surface of the catheter;
(3) and soaking the catheter with the hydrogel coating formed on the surface in water for cleaning for 5-20 minutes to remove unreacted monomers, and finally obtaining the hydrophilic antibacterial and anti-protein adhesion catheter.
Further, in the step (1), the photoinitiator is one of benzophenone, benzoin, diethoxyacetophenone and 2-hydroxy-2-methyl propiophenone.
Further, in the step (1), the molecular weight of the polyvinyl acetate is 1 to 100 ten thousand.
Further, in the step (1), the concentration of the photoinitiator is 0.1 to 5 percent, and the concentration of the polyvinyl acetate is 0.5 to 20 percent
Further, in the step (2), the hydrophilic monomer is one or a mixture of two of N, N' -dimethylacrylamide, acrylamide, polyvinyl alcohol and ethylene glycol methyl ether acrylate;
the anti-adhesion monomer is one of 2-methacryloyloxyethyl phosphorylcholine, 3- [ [2- (methacryloyloxy) ethyl ] dimethyl ammonium ] propionate, acrylamide ethyl-N, N '-dimethyl-N-propanesulfonic acid amine salt and methacryloyloxyethyl-N, N' -dimethyl-N-propanesulfonic acid amine salt;
the antibacterial monomer is one of zinc acrylate or silver acrylate;
the gel particles are poly 2-acrylamide-2-methylpropanesulfonic acid sodium salt;
the cross-linking agent is any one of N, N-methylene bisacrylamide, 1, 5-hexadiene, ethylene glycol dimethacrylate, triethylene glycol dimethacrylate and trimethylolpropane trimethacrylate.
Further, the mass ratio of the hydrophilic monomer, the anti-adhesion monomer, the antibacterial monomer, the gel particles and the cross-linking agent is as follows: 50-150: 3-9: 30-80: 2-10: 0.02.
Furthermore, the hydrophilic antibacterial and anti-protein adhesion catheter is applied to the manufacture of medical catheters, namely the application method of the prepared hydrophilic modified catheter can be used for manufacturing medical catheters such as breathing catheters and various monitoring nutrient injection and drainage tubes for treatment and nursing.
Has the advantages that: compared with the prior art, the invention has the characteristics that: 1. the medical catheter surface coating has a double-layer structure, the inner layer is a polyvinyl acetate coating layer containing a photoinitiator, the polyvinyl acetate coating layer can be firmly combined on the surface of the catheter, and the photoinitiator can initiate the graft polymerization of hydrogel; the outer layer is a hydrophilic, antibacterial and protein adhesion resistant hydrogel layer which can form a chemical bond with the polyvinyl acetate coating layer so as to firmly anchor the hydrophilic coating layer; 2. the hydrophilic coating is hydrogel generated by copolymerization of acrylamide, a zwitterionic monomer, an antibacterial monomer and gel particles, a large number of hydrogen bonds can be formed among molecular chains, a hydration layer is formed, excellent hydrophilic performance is given to the surface of the catheter, the zwitterions can prevent biological tissues such as proteins from being adsorbed on the surface of the silicone tube, common pathogenic bacteria such as staphylococcus aureus and escherichia coli can be effectively killed by the antibacterial agent, and the gel particles can improve the tensile property of the hydrogel; 3. the preparation method of the invention has simple operation, firm combination of the coating, good biocompatibility and excellent lubricating property, and has wide application prospect in the aspects of manufacturing medical catheters such as breathing catheters, various monitoring nutrient injection and drainage tubes for treatment and nursing, and the like.
Drawings
FIG. 1 is a flow chart of the preparation of the present invention.
Detailed Description
The invention is further described with reference to the following figures and examples.
Comparative example 1
The silica gel tube was cleaned with a mixed solution of ethanol and isopropanol without subsequent hydrophilic modification.
Example 1
(1) Preparing an acetone solution with the photoinitiator concentration of 1% and the polyvinyl acetate concentration of 1%, immersing the silicone rubber catheter into the solution for 30 minutes, taking out the silicone rubber catheter, and drying the silicone rubber catheter in a vacuum drying oven to enable the surface of the silicone rubber catheter to be adhered with a polyvinyl acetate layer containing the photoinitiator;
(2) preparing a hydrogel monomer mixed solution with a certain concentration, dissolving 2.84g of acrylamide, 0.0062g N, N-methylene bisacrylamide and 0.15g of poly 2-acrylamido-2-methyl propyl sodium sulfonate gel particles in 8g of distilled water, and dissolving 1.18g of 2-methacryloyloxyethyl phosphorylcholine and 0.083g of zinc acrylate in 2g of dimethyl sulfoxide solution; then mixing the two solutions evenly, and oscillating for 10 minutes by ultrasonic; immersing the catheter coated with the photoinitiator in the monomer mixed solution for 30 minutes, taking out the catheter, placing the catheter in an ultraviolet curing box for curing for 8 hours, and forming a layer of hydrogel coating on the surface of the silicone rubber tube;
(3) and soaking the surface-treated silicone rubber tube into a deionized water solution for cleaning for 10 minutes, removing unreacted monomers, and obtaining a firm hydrophilic lubricating coating on the surface of the silicone rubber tube.
Example 2
(1) Preparing a mixed acetone solution with photoinitiator concentration of 2% and polyvinyl acetate concentration of 1%, immersing a polyvinyl chloride conduit into the solution for 30 minutes, taking out the polyvinyl chloride conduit, and drying the polyvinyl chloride conduit in a vacuum drying oven to enable the surface of the polyvinyl acetate conduit to be adhered with a polyvinyl acetate layer containing the photoinitiator;
(2) preparing a hydrogel monomer mixed solution with a certain concentration, dissolving 2.84g of acrylamide, 0.0062g N, N-methylene bisacrylamide and 0.3g of poly 2-acrylamido-2-methyl propyl sodium sulfonate gel particles in 8g of distilled water, and dissolving 1.18g of 2-methacryloyloxyethyl phosphorylcholine and 0.083g of zinc acrylate in 2g of dimethyl sulfoxide solution; then mixing the two solutions evenly, and oscillating for 10 minutes by ultrasonic; soaking the pipe coated with the photoinitiator in the monomer mixed solution for 30 minutes, taking out the pipe, placing the pipe in an ultraviolet curing box for curing for 8 hours, and forming a hydrogel coating on the surface of the polyvinyl chloride pipe;
(3) and soaking the surface-treated silicone rubber tube into a deionized water solution for cleaning for 10 minutes, removing unreacted monomers, and obtaining a firm hydrophilic lubricating coating on the surface of the polyvinyl chloride catheter.
Example 3
(1) Preparing butanone solution with the photoinitiator concentration of 3% and the polyvinyl acetate concentration of 1%, immersing the polyurethane catheter into the solution for 30 minutes, taking out the polyurethane catheter, and drying the polyurethane catheter in a vacuum drying oven to enable the surface of the polyurethane catheter to be adhered with a polyvinyl acetate layer containing the photoinitiator;
(2) preparing a hydrogel monomer mixed solution with a certain concentration, dissolving 2.84g of acrylamide, 0.0062g N, N-methylene bisacrylamide and 0.15g of sodium poly-2-acrylamido-2-methylpropanesulfonate gel particles in 8g of distilled water, and dissolving 1.18g of 3- [ [2- (methacryloyloxy) ethyl ] dimethyl ammonium ] propionate salt and 0.083g of zinc acrylate in 2g of dimethyl sulfoxide solution; then mixing the two solutions evenly, and oscillating for 10 minutes by ultrasonic; soaking the catheter coated with the photoinitiator in the monomer mixed solution for 30 minutes, taking out the catheter, placing the catheter in an ultraviolet curing box for curing for 8 hours, and forming a hydrogel coating on the surface of the polyurethane catheter;
(3) and soaking the polyurethane catheter subjected to surface treatment in a deionized water solution for cleaning for 10 minutes, removing unreacted monomers, and obtaining a firm hydrophilic lubricating coating on the surface of the polyurethane catheter.
Example 4
(1) Preparing an acetone solution with the photoinitiator concentration of 2% and the polyvinyl acetate concentration of 5%, immersing the polyester catheter into the solution for 30 minutes, taking out the polyester catheter, and drying the polyester catheter in a vacuum drying oven to enable the surface of the polyester catheter to be adhered with a polyvinyl acetate layer containing the photoinitiator;
(2) preparing a hydrogel monomer mixed solution with a certain concentration, dissolving 2.84g of acrylamide, 0.0062g N, N-methylene bisacrylamide and 0.15g of sodium poly-2-acrylamido-2-methylpropanesulfonate gel particles in 8g of distilled water, and dissolving 1.18g of acrylamido ethyl-N, N' -dimethyl-N-propanesulfonic acid amine salt and 0.083g of zinc acrylate in 2g of dimethyl sulfoxide solution; then mixing the two solutions evenly, and oscillating for 10 minutes by ultrasonic; immersing the catheter coated with the photoinitiator in the monomer mixed solution for 30 minutes, taking out the catheter, placing the catheter in an ultraviolet curing box for curing for 8 hours, and forming a hydrogel coating on the surface of the polyester catheter;
(3) and soaking the polyester catheter subjected to surface treatment in a deionized water solution for cleaning for 10 minutes to remove unreacted monomers, thereby obtaining a firm hydrophilic lubricating coating on the surface of the polyester catheter.
Example 5
(1) Preparing an acetone solution with the photoinitiator concentration of 2% and the polyvinyl acetate concentration of 10%, immersing the silicone rubber catheter into the solution for 30 minutes, taking out the silicone rubber catheter, and drying the silicone rubber catheter in a vacuum drying oven to enable the surface of the silicone rubber catheter to be adhered with a polyvinyl acetate layer containing the photoinitiator;
(2) preparing a hydrogel monomer mixed solution with a certain concentration, dissolving 2.84g of acrylamide, 0.0062g N, N-methylene bisacrylamide and 0.15g of poly 2-acrylamido-2-methyl sodium propanesulfonate gel particles in 8g of distilled water, and dissolving 1.18g of 2-methacryloyloxyethyl phosphorylcholine and 0.083g of zinc acrylate in 2g of dimethyl sulfoxide solution; then mixing the two solutions evenly, and oscillating for 10 minutes by ultrasonic; soaking the catheter coated with the photoinitiator in the monomer mixed solution for 30 minutes, taking out the catheter, placing the catheter in an ultraviolet curing box for curing for 8 hours, and forming a hydrogel coating on the surface of the silicone rubber tube;
(3) and soaking the surface-treated silicone rubber tube into a deionized water solution for cleaning for 10 minutes, removing unreacted monomers, and obtaining a firm hydrophilic lubricating coating on the surface of the silicone rubber tube.
Example 6
(1) Preparing an acetone solution with the photoinitiator concentration of 2% and the polyvinyl acetate concentration of 5%, immersing the silicone rubber tube into the solution for 60 minutes, taking out the silicone rubber tube, and drying the silicone rubber tube in a vacuum drying oven to enable the surface of the silicone rubber tube to be adhered with a polyvinyl acetate layer containing the photoinitiator;
(2) preparing a hydrogel monomer mixed solution with a certain concentration, dissolving 2.84g of acrylamide, 0.0062g N, N-methylene bisacrylamide and 0.15g of sodium poly-2-acrylamido-2-methylpropanesulfonate gel particles in 8g of distilled water, and dissolving 1.18g of methacryloyloxyethyl-N, N' -dimethyl-N-propanesulfonate amine salt and 0.083g of zinc acrylate in 2g of dimethyl sulfoxide solution; then mixing the two solutions evenly, and oscillating for 10 minutes by ultrasonic; immersing the catheter coated with the photoinitiator in the monomer mixed solution for 30 minutes, taking out the catheter, placing the catheter in an ultraviolet curing box for curing for 8 hours, and forming a layer of hydrogel coating on the surface of the silicone rubber tube;
(3) and soaking the surface-treated silicone rubber tube into a deionized water solution for cleaning for 10 minutes, removing unreacted monomers, and obtaining a firm hydrophilic lubricating coating on the surface of the silicone rubber tube.
Example 7
(1) Preparing acetone solution with 2% of photoinitiator concentration and 5% of polyvinyl acetate concentration, immersing the silicone rubber tube in the solution for 30 minutes, taking out the silicone rubber tube, and drying the silicone rubber tube in a vacuum drying oven to adhere a polyvinyl acetate layer containing the photoinitiator on the surface of the silicone rubber tube;
(2) preparing a hydrogel monomer mixed solution with a certain concentration, dissolving 1.42g of acrylamide, 0.0031g N, N-methylene bisacrylamide and 0.15g of poly 2-acrylamide-2-methyl propyl sodium sulfonate gel particles in 8g of distilled water, and dissolving 1.18g of 2-methacryloyloxyethyl phosphorylcholine and 0.083g of zinc acrylate in 2g of dimethyl sulfoxide solution; then mixing the two solutions evenly, and oscillating for 10 minutes by ultrasonic; soaking the catheter coated with the photoinitiator in the monomer mixed solution for 30 minutes, taking out the catheter, placing the catheter in an ultraviolet curing box for curing for 8 hours, and forming a hydrogel coating on the surface of the silicone rubber tube;
(3) and soaking the silicone rubber tube subjected to surface treatment into deionized water solution for cleaning for 10 minutes, removing unreacted monomers, and obtaining a firm hydrophilic lubricating coating on the surface of the silicone rubber tube.
Example 8
(1) Preparing an acetone solution with the photoinitiator concentration of 2% and the polyvinyl acetate concentration of 5%, immersing the silicone rubber tube into the solution for 30 minutes, taking out the silicone rubber tube, and drying the silicone rubber tube in a vacuum drying oven to enable the surface of the silicone rubber tube to be adhered with a polyvinyl acetate layer containing the photoinitiator;
(2) preparing a hydrogel monomer mixed solution with a certain concentration, dissolving 2.84g of acrylamide, 0.0062g N, N-methylene bisacrylamide and 0.15g of poly 2-acrylamido-2-methyl propyl sodium sulfonate gel particles in 8g of distilled water, and dissolving 0.39g of 2-methacryloyloxyethyl phosphorylcholine and 0.083g of zinc acrylate in 2g of dimethyl sulfoxide solution; then mixing the two solutions evenly, and oscillating for 10 minutes by ultrasonic; soaking the catheter coated with the photoinitiator in the monomer mixed solution for 30 minutes, taking out the catheter, placing the catheter in an ultraviolet curing box for curing for 8 hours, and forming a hydrogel coating on the surface of the silicone rubber tube;
(3) and soaking the surface-treated silicone rubber tube into a deionized water solution for cleaning for 10 minutes, removing unreacted monomers, and obtaining a firm hydrophilic lubricating coating on the surface of the silicone rubber tube.
Example 9
(1) Preparing an acetone solution with the photoinitiator concentration of 2% and the polyvinyl acetate concentration of 5%, immersing the silicone rubber tube into the solution for 30 minutes, taking out the silicone rubber tube, and drying the silicone rubber tube in a vacuum drying oven to enable the surface of the silicone rubber tube to be adhered with a polyvinyl acetate layer containing the photoinitiator;
(2) preparing a hydrogel monomer mixed solution with a certain concentration, dissolving 2.84g of acrylamide, 0.0062g N, N-methylene bisacrylamide and 0.15g of poly 2-acrylamido-2-methyl propyl sodium sulfonate gel particles in 8g of distilled water, and dissolving 0.59g of 2-methacryloyloxyethyl phosphorylcholine and 0.083g of zinc acrylate in 2g of dimethyl sulfoxide solution; then mixing the two solutions evenly, and oscillating for 10 minutes by ultrasonic; soaking the catheter coated with the photoinitiator in the monomer mixed solution for 30 minutes, taking out the catheter, placing the catheter in an ultraviolet curing box for curing for 8 hours, and forming a hydrogel coating on the surface of the silicone rubber tube;
(3) and soaking the surface-treated silicone rubber tube into a deionized water solution for cleaning for 10 minutes, removing unreacted monomers, and obtaining a firm hydrophilic lubricating coating on the surface of the silicone rubber tube.
Example 10
(1) Preparing butanone solution with 2% of photoinitiator concentration and 5% of polyvinyl acetate concentration, immersing the silicone rubber tube in the solution for 30 minutes, taking out the silicone rubber tube, and drying the silicone rubber tube in a vacuum drying oven to enable the surface of the silicone rubber tube to be adhered with a polyvinyl acetate layer containing the photoinitiator;
(2) preparing a hydrogel monomer mixed solution with a certain concentration, dissolving 2.84g of acrylamide, 0.0062g N, N-methylene bisacrylamide and 0.15g of poly 2-acrylamido-2-methyl propyl sodium sulfonate gel particles in 8g of distilled water, and dissolving 1.77g of 2-methacryloyloxyethyl phosphorylcholine and 0.083g of zinc acrylate in 2g of dimethyl sulfoxide solution; then mixing the two solutions evenly, and oscillating for 10 minutes by ultrasonic; immersing the catheter coated with the photoinitiator in the monomer mixed solution for 30 minutes, taking out the catheter, placing the catheter in an ultraviolet curing box for curing for 8 hours, and forming a layer of hydrogel coating on the surface of the silicone rubber tube;
(3) and soaking the surface-treated silicone rubber tube into a deionized water solution for cleaning for 10 minutes, removing unreacted monomers, and obtaining a firm hydrophilic lubricating coating on the surface of the silicone rubber tube.
Example 11
(1) Preparing butanone solution with 2% of photoinitiator concentration and 5% of polyvinyl acetate concentration, immersing the silicone rubber tube in the solution for 30 minutes, taking out the silicone rubber tube, and drying the silicone rubber tube in a vacuum drying oven to enable the surface of the silicone rubber tube to be adhered with a polyvinyl acetate layer containing the photoinitiator;
(2) preparing a hydrogel monomer mixed solution with a certain concentration, dissolving 2.84g of acrylamide, 0.0062g N, N-methylene bisacrylamide and 0.15g of poly 2-acrylamido-2-methyl propyl sodium sulfonate gel particles in 8g of distilled water, and dissolving 1.18g of 2-methacryloyloxyethyl phosphorylcholine and 0.0692g of zinc acrylate in 2g of dimethyl sulfoxide solution; then mixing the two solutions evenly, and oscillating for 10 minutes by ultrasonic; immersing the catheter coated with the photoinitiator in the monomer mixed solution for 30 minutes, taking out the catheter, placing the catheter in an ultraviolet curing box for curing for 8 hours, and forming a layer of hydrogel coating on the surface of the silicone rubber tube;
(3) and soaking the surface-treated silicone rubber tube into a deionized water solution for cleaning for 10 minutes, removing unreacted monomers, and obtaining a firm hydrophilic lubricating coating on the surface of the silicone rubber tube.
Example 12
(1) Preparing butanone solution with 2% of photoinitiator concentration and 5% of polyvinyl acetate concentration, immersing the silicone rubber tube in the solution for 30 minutes, taking out the silicone rubber tube, and drying the silicone rubber tube in a vacuum drying oven to enable the surface of the silicone rubber tube to be adhered with a polyvinyl acetate layer containing the photoinitiator;
(2) preparing a hydrogel monomer mixed solution with a certain concentration, dissolving 2.84g of acrylamide, 0.0062g N, N-methylene bisacrylamide and 0.15g of poly 2-acrylamido-2-methyl propyl sodium sulfonate gel particles in 8g of distilled water, and dissolving 1.18g of 2-methacryloyloxyethyl phosphorylcholine and 0.1038g of zinc acrylate in 2g of dimethyl sulfoxide solution; then mixing the two solutions evenly, and oscillating for 10 minutes by ultrasonic; soaking the catheter coated with the photoinitiator in the monomer mixed solution for 30 minutes, taking out the catheter, placing the catheter in an ultraviolet curing box for curing for 8 hours, and forming a hydrogel coating on the surface of the silicone rubber tube;
(3) and soaking the surface-treated silicone rubber tube into a deionized water solution for cleaning for 10 minutes, removing unreacted monomers, and obtaining a firm hydrophilic lubricating coating on the surface of the silicone rubber tube.
Example 13
(1) Preparing butanone solution with 2% of photoinitiator concentration and 5% of polyvinyl acetate concentration, immersing the silicone rubber tube in the solution for 30 minutes, taking out the silicone rubber tube, and drying the silicone rubber tube in a vacuum drying oven to enable the surface of the silicone rubber tube to be adhered with a polyvinyl acetate layer containing the photoinitiator.
(2) Preparing a hydrogel monomer mixed solution with a certain concentration, dissolving 2.84g of acrylamide, 0.0062g N, N-methylene bisacrylamide and 0.15g of poly 2-acrylamido-2-methyl propyl sodium sulfonate gel particles in 8g of distilled water, and dissolving 1.18g of 2-methacryloyloxyethyl phosphorylcholine and 0.2075g of zinc acrylate in 2g of dimethyl sulfoxide solution; then mixing the two solutions evenly, and oscillating for 10 minutes by ultrasonic; soaking the catheter coated with the photoinitiator in the monomer mixed solution for 30 minutes, taking out the catheter, placing the catheter in an ultraviolet curing box for curing for 8 hours, and forming a hydrogel coating on the surface of the silicone rubber tube;
(3) and soaking the surface-treated silicone rubber tube into a deionized water solution for cleaning for 10 minutes, removing unreacted monomers, and obtaining a firm hydrophilic lubricating coating on the surface of the silicone rubber tube.
Example 14
(1) Preparing butanone solution with 2% of photoinitiator concentration and 5% of polyvinyl acetate concentration, immersing the silicone rubber tube in the solution for 30 minutes, taking out the silicone rubber tube, and drying the silicone rubber tube in a vacuum drying oven to enable the surface of the silicone rubber tube to be adhered with a polyvinyl acetate layer containing the photoinitiator;
(2) preparing a hydrogel monomer mixed solution with a certain concentration, dissolving 2.84g of acrylamide, 0.0062g N, N-methylene-bis-acrylamide and 0.15g of poly 2-acrylamido-2-methyl sodium propanesulfonate gel particles in 8g of distilled water, and dissolving 1.18g of 2-methacryloyloxyethyl phosphorylcholine and 0.415g of zinc acrylate in 2g of dimethyl sulfoxide solution; then mixing the two solutions evenly, and oscillating for 10 minutes by ultrasonic; immersing the catheter coated with the photoinitiator in the monomer mixed solution for 30 minutes, taking out the catheter, placing the catheter in an ultraviolet curing box for curing for 8 hours, and forming a layer of hydrogel coating on the surface of the silicone rubber tube;
(3) and soaking the surface-treated silicone rubber tube into a deionized water solution for cleaning for 10 minutes, removing unreacted monomers, and obtaining a firm hydrophilic lubricating coating on the surface of the silicone rubber tube.
Example 15
And (3) performance testing: the invention performs contact angle, relative protein adsorption rate (bovine serum albumin), cytotoxicity (mouse fibroblast), and bacteriostasis rate tests (staphylococcus aureus, escherichia coli) on examples 1-14 and comparative example 1, and the results are shown in table 1:
TABLE 1 test results
As can be seen from the table 1, after the hydrogel is coated, the surface hydrophilic performance of the silicone rubber tube is greatly improved, the adsorption rate of bovine serum albumin is obviously reduced, and staphylococcus aureus and escherichia coli can be effectively killed.
The above is only a preferred embodiment of the present invention, and the protection scope of the present invention is not limited to the above-mentioned embodiments, and all technical solutions belonging to the idea of the present invention belong to the protection scope of the present invention. It should be noted that modifications and embellishments within the scope of the invention may be made by those skilled in the art without departing from the principle of the invention.
Claims (9)
1. A hydrophilic antibacterial and anti-adhesion catheter is characterized by comprising a catheter and a coating arranged on the surface of the catheter,
the coating comprises a polyvinyl acetate layer which is coated on the first inner layer of the surface of the conduit and has the thickness of 0.1-10 microns,
and a hydrogel layer with a thickness of 10-500 microns coated on the second outer layer of the surface of the catheter.
2. A hydrophilic antimicrobial and anti-adhesion catheter as defined in claim 1,
the catheter is made of one of polyurethane, polyvinyl chloride, silicon rubber and polyester.
3. The method for preparing a hydrophilic, antibacterial and anti-protein adhesion catheter according to claims 1-2, characterized in that the specific operating steps are as follows:
(1) preparing acetone or butanone solution containing photoinitiator and polyvinyl acetate;
soaking the catheter into the prepared solution for 30-120 minutes, taking out the catheter, and placing the catheter in a drying box for drying to remove the solvent, so that a polyvinyl acetate layer containing a photoinitiator is covered on the surface of the catheter;
(2) preparing a mixed solution mixed with a hydrophilic monomer, an anti-adhesion monomer, an antibacterial monomer, gel particles and a cross-linking agent, immersing the catheter with a polyvinyl acetate layer containing a photoinitiator on the surface into the mixed solution for soaking for 30-180 minutes, taking out the catheter and curing for 1-8 hours by ultraviolet light, thereby forming a hydrogel coating on the surface of the catheter;
(3) and soaking the catheter with the hydrogel coating formed on the surface in water for cleaning for 5-20 minutes to remove unreacted monomers, and finally obtaining the hydrophilic antibacterial and anti-protein adhesion catheter.
4. The method of manufacturing a hydrophilic antibacterial and protein adhesion-resistant catheter according to claim 3,
in the step (1), the photoinitiator is one of benzophenone, benzoin, diethoxyacetophenone and 2-hydroxy-2-methyl propiophenone.
5. The method of claim 3, wherein the hydrophilic antimicrobial and protein adhesion-resistant catheter is prepared by a method comprising the steps of,
in the step (1), the molecular weight of the polyvinyl acetate is 1 to 100 ten thousand.
6. The method of manufacturing a hydrophilic antibacterial and protein adhesion-resistant catheter according to claim 3,
in the step (1), the concentration of the photoinitiator is 0.1-5%, and the concentration of polyvinyl acetate is 0.5-20%.
7. The method of manufacturing a hydrophilic antibacterial and protein adhesion-resistant catheter according to claim 3,
in the step (2), the hydrophilic monomer is one or a mixture of two of N, N' -dimethylacrylamide, acrylamide, polyvinyl alcohol and ethylene glycol methyl ether acrylate;
the anti-adhesion monomer is one of 2-methacryloyloxyethyl phosphorylcholine, 3- [ [2- (methacryloyloxy) ethyl ] dimethyl ammonium ] propionate, acrylamide ethyl-N, N '-dimethyl-N-propanesulfonic acid amine salt and methacryloyloxyethyl-N, N' -dimethyl-N-propanesulfonic acid amine salt;
the antibacterial monomer is one of zinc acrylate or silver acrylate;
the gel particles are poly 2-acrylamide-2-methylpropanesulfonic acid sodium salt;
the cross-linking agent is any one of N, N-methylene bisacrylamide, 1, 5-hexadiene, ethylene glycol dimethacrylate, triethylene glycol dimethacrylate and trimethylolpropane trimethacrylate.
8. The method of manufacturing a hydrophilic antibacterial and protein adhesion-resistant catheter according to claim 3,
the mass ratio of the hydrophilic monomer to the anti-adhesion monomer to the antibacterial monomer to the gel particles to the cross-linking agent is as follows: 50-150: 3-9: 30-80: 2-10: 0.02.
9. Use of the hydrophilic antimicrobial and anti-protein adhesion catheter prepared according to claims 1-8 in the manufacture of a medical catheter.
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| CN117447754A (en) * | 2023-12-25 | 2024-01-26 | 湖南精涂医疗科技有限公司 | Medical silica gel surface modified polymer coating and preparation method and application thereof |
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