DE60201889T2 - Verfahren zur herstellung antimikrobieller polymeroberflächen - Google Patents
Verfahren zur herstellung antimikrobieller polymeroberflächen Download PDFInfo
- Publication number
- DE60201889T2 DE60201889T2 DE60201889T DE60201889T DE60201889T2 DE 60201889 T2 DE60201889 T2 DE 60201889T2 DE 60201889 T DE60201889 T DE 60201889T DE 60201889 T DE60201889 T DE 60201889T DE 60201889 T2 DE60201889 T2 DE 60201889T2
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- Germany
- Prior art keywords
- silver
- group
- mixtures
- polymer
- photoinitiator
- 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.)
- Expired - Lifetime
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- 238000004519 manufacturing process Methods 0.000 title claims 3
- 229920002118 antimicrobial polymer Polymers 0.000 title description 4
- 238000000034 method Methods 0.000 claims abstract description 68
- 238000000576 coating method Methods 0.000 claims abstract description 48
- 229910052709 silver Inorganic materials 0.000 claims abstract description 45
- 239000004332 silver Substances 0.000 claims abstract description 45
- 229920000642 polymer Polymers 0.000 claims abstract description 38
- 239000000463 material Substances 0.000 claims abstract description 37
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims abstract description 35
- 239000000178 monomer Substances 0.000 claims abstract description 34
- 239000011248 coating agent Substances 0.000 claims abstract description 32
- 239000000017 hydrogel Substances 0.000 claims abstract description 27
- 230000000845 anti-microbial effect Effects 0.000 claims abstract description 24
- GGCZERPQGJTIQP-UHFFFAOYSA-N sodium;9,10-dioxoanthracene-2-sulfonic acid Chemical compound [Na+].C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 GGCZERPQGJTIQP-UHFFFAOYSA-N 0.000 claims abstract description 17
- 238000010526 radical polymerization reaction Methods 0.000 claims abstract 3
- 229920001296 polysiloxane Polymers 0.000 claims description 51
- 239000000243 solution Substances 0.000 claims description 44
- 239000000203 mixture Substances 0.000 claims description 28
- -1 polytetrafluoroethylene Polymers 0.000 claims description 27
- 229920000058 polyacrylate Polymers 0.000 claims description 20
- LMEWRZSPCQHBOB-UHFFFAOYSA-M silver;2-hydroxypropanoate Chemical compound [Ag+].CC(O)C([O-])=O LMEWRZSPCQHBOB-UHFFFAOYSA-M 0.000 claims description 20
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 19
- 239000002861 polymer material Substances 0.000 claims description 17
- 230000008569 process Effects 0.000 claims description 13
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 12
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 claims description 12
- 229910021607 Silver chloride Inorganic materials 0.000 claims description 10
- 229920002635 polyurethane Polymers 0.000 claims description 10
- 239000004814 polyurethane Substances 0.000 claims description 10
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 claims description 10
- CYDQOEWLBCCFJZ-UHFFFAOYSA-N 4-(4-fluorophenyl)oxane-4-carboxylic acid Chemical compound C=1C=C(F)C=CC=1C1(C(=O)O)CCOCC1 CYDQOEWLBCCFJZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000002131 composite material Substances 0.000 claims description 8
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- 238000007654 immersion Methods 0.000 claims description 6
- 239000007943 implant Substances 0.000 claims description 6
- 229910001961 silver nitrate Inorganic materials 0.000 claims description 6
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 claims description 5
- 229920000728 polyester Polymers 0.000 claims description 5
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- ZXSQEZNORDWBGZ-UHFFFAOYSA-N 1,3-dihydropyrrolo[2,3-b]pyridin-2-one Chemical compound C1=CN=C2NC(=O)CC2=C1 ZXSQEZNORDWBGZ-UHFFFAOYSA-N 0.000 claims description 4
- JKFYKCYQEWQPTM-UHFFFAOYSA-N 2-azaniumyl-2-(4-fluorophenyl)acetate Chemical compound OC(=O)C(N)C1=CC=C(F)C=C1 JKFYKCYQEWQPTM-UHFFFAOYSA-N 0.000 claims description 4
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 claims description 4
- IRQWEODKXLDORP-UHFFFAOYSA-N 4-ethenylbenzoic acid Chemical compound OC(=O)C1=CC=C(C=C)C=C1 IRQWEODKXLDORP-UHFFFAOYSA-N 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
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- 229920002492 poly(sulfone) Polymers 0.000 claims description 4
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- CQLFBEKRDQMJLZ-UHFFFAOYSA-M silver acetate Chemical compound [Ag+].CC([O-])=O CQLFBEKRDQMJLZ-UHFFFAOYSA-M 0.000 claims description 4
- 229940071536 silver acetate Drugs 0.000 claims description 4
- LKZMBDSASOBTPN-UHFFFAOYSA-L silver carbonate Substances [Ag].[O-]C([O-])=O LKZMBDSASOBTPN-UHFFFAOYSA-L 0.000 claims description 4
- 229910001958 silver carbonate Inorganic materials 0.000 claims description 4
- YSVXTGDPTJIEIX-UHFFFAOYSA-M silver iodate Chemical compound [Ag+].[O-]I(=O)=O YSVXTGDPTJIEIX-UHFFFAOYSA-M 0.000 claims description 4
- 229940045105 silver iodide Drugs 0.000 claims description 4
- FJOLTQXXWSRAIX-UHFFFAOYSA-K silver phosphate Chemical compound [Ag+].[Ag+].[Ag+].[O-]P([O-])([O-])=O FJOLTQXXWSRAIX-UHFFFAOYSA-K 0.000 claims description 4
- 229940019931 silver phosphate Drugs 0.000 claims description 4
- 229910000161 silver phosphate Inorganic materials 0.000 claims description 4
- 229960003600 silver sulfadiazine Drugs 0.000 claims description 4
- UEJSSZHHYBHCEL-UHFFFAOYSA-N silver(1+) sulfadiazinate Chemical compound [Ag+].C1=CC(N)=CC=C1S(=O)(=O)[N-]C1=NC=CC=N1 UEJSSZHHYBHCEL-UHFFFAOYSA-N 0.000 claims description 4
- CLDWGXZGFUNWKB-UHFFFAOYSA-M silver;benzoate Chemical compound [Ag+].[O-]C(=O)C1=CC=CC=C1 CLDWGXZGFUNWKB-UHFFFAOYSA-M 0.000 claims description 4
- MNMYRUHURLPFQW-UHFFFAOYSA-M silver;dodecanoate Chemical compound [Ag+].CCCCCCCCCCCC([O-])=O MNMYRUHURLPFQW-UHFFFAOYSA-M 0.000 claims description 4
- LTYHQUJGIQUHMS-UHFFFAOYSA-M silver;hexadecanoate Chemical compound [Ag+].CCCCCCCCCCCCCCCC([O-])=O LTYHQUJGIQUHMS-UHFFFAOYSA-M 0.000 claims description 4
- 244000028419 Styrax benzoin Species 0.000 claims description 3
- 235000000126 Styrax benzoin Nutrition 0.000 claims description 3
- 235000008411 Sumatra benzointree Nutrition 0.000 claims description 3
- WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical compound C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 claims description 3
- 150000001768 cations Chemical class 0.000 claims description 3
- 238000007598 dipping method Methods 0.000 claims description 3
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 claims description 3
- 235000019800 disodium phosphate Nutrition 0.000 claims description 3
- 229910000397 disodium phosphate Inorganic materials 0.000 claims description 3
- 235000019382 gum benzoic Nutrition 0.000 claims description 3
- 239000001509 sodium citrate Substances 0.000 claims description 3
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 claims description 3
- 235000011083 sodium citrates Nutrition 0.000 claims description 3
- 239000001488 sodium phosphate Substances 0.000 claims description 3
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 2
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- 229910000396 dipotassium phosphate Inorganic materials 0.000 claims description 2
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- QEEAPRPFLLJWCF-UHFFFAOYSA-K potassium citrate (anhydrous) Chemical compound [K+].[K+].[K+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O QEEAPRPFLLJWCF-UHFFFAOYSA-K 0.000 claims description 2
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- 229960003085 meticillin Drugs 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 239000004005 microsphere Substances 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000006011 modification reaction Methods 0.000 description 1
- 239000002077 nanosphere Substances 0.000 description 1
- 125000006501 nitrophenyl group Chemical group 0.000 description 1
- 230000000399 orthopedic effect Effects 0.000 description 1
- OTCVAHKKMMUFAY-UHFFFAOYSA-N oxosilver Chemical class [Ag]=O OTCVAHKKMMUFAY-UHFFFAOYSA-N 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- PHZLMBHDXVLRIX-UHFFFAOYSA-M potassium lactate Chemical compound [K+].CC(O)C([O-])=O PHZLMBHDXVLRIX-UHFFFAOYSA-M 0.000 description 1
- 239000001521 potassium lactate Substances 0.000 description 1
- 235000011085 potassium lactate Nutrition 0.000 description 1
- 229960001304 potassium lactate Drugs 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920000260 silastic Polymers 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000004447 silicone coating Substances 0.000 description 1
- 229940100890 silver compound Drugs 0.000 description 1
- 150000003379 silver compounds Chemical class 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
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- 235000010234 sodium benzoate Nutrition 0.000 description 1
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Classifications
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- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
- A61L31/08—Materials for coatings
- A61L31/10—Macromolecular materials
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/28—Materials for coating prostheses
- A61L27/34—Macromolecular materials
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/50—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
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- A—HUMAN NECESSITIES
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- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L29/00—Materials for catheters, medical tubing, cannulae, or endoscopes or for coating catheters
- A61L29/08—Materials for coatings
- A61L29/085—Macromolecular materials
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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
- 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
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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
- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
- A61L31/14—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
- A61L31/16—Biologically active materials, e.g. therapeutic substances
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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
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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
- A61L2300/60—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a special physical form
- A61L2300/606—Coatings
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
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- Animal Behavior & Ethology (AREA)
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- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
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- Engineering & Computer Science (AREA)
- Dermatology (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Transplantation (AREA)
- Vascular Medicine (AREA)
- Heart & Thoracic Surgery (AREA)
- Surgery (AREA)
- Materials For Medical Uses (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
- Prostheses (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US27170201P | 2001-02-28 | 2001-02-28 | |
| US271702P | 2001-02-28 | ||
| PCT/CA2002/000246 WO2002070022A2 (en) | 2001-02-28 | 2002-02-26 | Method of making anti-microbial polymeric surfaces |
Publications (2)
| Publication Number | Publication Date |
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| DE60201889D1 DE60201889D1 (de) | 2004-12-16 |
| DE60201889T2 true DE60201889T2 (de) | 2006-04-06 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60201889T Expired - Lifetime DE60201889T2 (de) | 2001-02-28 | 2002-02-26 | Verfahren zur herstellung antimikrobieller polymeroberflächen |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US8840927B2 (enExample) |
| EP (1) | EP1363684B1 (enExample) |
| JP (3) | JP2004528418A (enExample) |
| AT (1) | ATE281849T1 (enExample) |
| AU (1) | AU2002235694B2 (enExample) |
| CA (1) | CA2438491C (enExample) |
| DE (1) | DE60201889T2 (enExample) |
| WO (1) | WO2002070022A2 (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102012016590A1 (de) | 2012-08-14 | 2014-02-20 | Gmbu E.V., Fachsektion Dresden | Bakterienabweisende Beschichtung und Vefahren zur Herstellung |
| DE102013006185A1 (de) | 2013-04-04 | 2014-10-09 | Gmbu E.V., Fachsektion Dresden | Bakterienabweisendes Material und Verfahren zur Herstellung |
| DE102013013908A1 (de) | 2013-08-12 | 2015-02-12 | Gmbu E.V., Fachsektion Dresden | Bakterienabweisende Beschichtung und Verfahren zur Herstellung |
Families Citing this family (95)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8177762B2 (en) | 1998-12-07 | 2012-05-15 | C. R. Bard, Inc. | Septum including at least one identifiable feature, access ports including same, and related methods |
| JP3866579B2 (ja) * | 2002-01-25 | 2007-01-10 | 富士フイルムホールディングス株式会社 | 薄層金属膜 |
| US6981877B2 (en) * | 2002-02-19 | 2006-01-03 | Mti Microfuel Cells Inc. | Simplified direct oxidation fuel cell system |
| US20030195610A1 (en) | 2002-04-04 | 2003-10-16 | Herrmann Robert A. | Processes for producing polymer coatings through surface polymerization |
| US20060280785A1 (en) * | 2004-08-11 | 2006-12-14 | Easterly Clay E | Biocidal materials for treatment against pathogens |
| US20060068024A1 (en) * | 2004-09-27 | 2006-03-30 | Schroeder Kurt M | Antimicrobial silver halide composition |
| US7947022B2 (en) | 2005-03-04 | 2011-05-24 | C. R. Bard, Inc. | Access port identification systems and methods |
| JP5484674B2 (ja) | 2005-03-04 | 2014-05-07 | シー・アール・バード・インコーポレーテッド | アクセスポートおよびその識別方法 |
| US9474888B2 (en) | 2005-03-04 | 2016-10-25 | C. R. Bard, Inc. | Implantable access port including a sandwiched radiopaque insert |
| US8029482B2 (en) | 2005-03-04 | 2011-10-04 | C. R. Bard, Inc. | Systems and methods for radiographically identifying an access port |
| EP2281589A3 (en) * | 2005-03-17 | 2011-08-31 | Impactcare ApS | An article to be inserted in a body cavity having electrically connected electrode materials |
| US10307581B2 (en) | 2005-04-27 | 2019-06-04 | C. R. Bard, Inc. | Reinforced septum for an implantable medical device |
| WO2006116613A1 (en) | 2005-04-27 | 2006-11-02 | C.R. Bard, Inc. | Infusion apparatuses |
| EP2324880B1 (en) | 2005-04-27 | 2014-12-24 | C.R. Bard, Inc. | Infusion apparatuses provided with septum |
| WO2007002705A2 (en) * | 2005-06-24 | 2007-01-04 | Inframat Corporation | Antimicrobial hydrogel, method op manufacture and its use |
| US8828077B2 (en) * | 2006-03-15 | 2014-09-09 | Medinol Ltd. | Flat process of preparing drug eluting stents |
| US10188826B2 (en) * | 2006-09-29 | 2019-01-29 | Covidien Lp | Catheters including antimicrobial sleeve and methods of making catheters |
| JP5117702B2 (ja) * | 2006-10-12 | 2013-01-16 | 日本コヴィディエン株式会社 | 医療用具および医療用具の製造方法 |
| US9642986B2 (en) | 2006-11-08 | 2017-05-09 | C. R. Bard, Inc. | Resource information key for an insertable medical device |
| US9265912B2 (en) | 2006-11-08 | 2016-02-23 | C. R. Bard, Inc. | Indicia informative of characteristics of insertable medical devices |
| US7939578B2 (en) * | 2007-02-23 | 2011-05-10 | 3M Innovative Properties Company | Polymeric fibers and methods of making |
| US8513322B2 (en) * | 2007-05-31 | 2013-08-20 | 3M Innovative Properties Company | Polymeric beads and methods of making polymeric beads |
| AU2008281278B2 (en) * | 2007-08-02 | 2012-08-09 | Covalon Technologies Ltd. | Antimicrobial photo-stable coating composition |
| DE102007036685A1 (de) | 2007-08-03 | 2009-02-05 | Innora Gmbh | Verbesserte arzneimittelbeschichtete Medizinprodukte deren Herstellung und Verwendung |
| KR101104123B1 (ko) | 2007-08-09 | 2012-01-13 | (주) 파루 | 은 나노 젤을 이용한 전도성 잉크 제조 |
| US8377852B2 (en) * | 2007-10-26 | 2013-02-19 | Dow Corning Corporation | Method of preparing a substrate with a composition including an organoborane initiator |
| US9579496B2 (en) | 2007-11-07 | 2017-02-28 | C. R. Bard, Inc. | Radiopaque and septum-based indicators for a multi-lumen implantable port |
| JP5676271B2 (ja) * | 2007-12-12 | 2015-02-25 | スリーエム イノベイティブ プロパティズ カンパニー | 成形された高分子材料の製造方法 |
| CL2009000560A1 (es) | 2008-03-11 | 2010-02-19 | Univ Duke | Un metodo para endurecer un medio endurecible por radiacion que comprende colocar una composicion dentro de un objeto para ser endurecido, la aplicacion de al menos uno elegido entre rayos x, rayos gama o haz de electrones a traves del objeto y dentro de la composicion. |
| US20090246258A1 (en) * | 2008-03-28 | 2009-10-01 | Piyush Shukla | Antimicrobial and odor adsorbing textile |
| CN102065848A (zh) * | 2008-04-21 | 2011-05-18 | 3M创新有限公司 | 释放一氧化一氮的组合物、装置和方法 |
| CN102131836B (zh) * | 2008-06-26 | 2014-10-22 | 南达科塔大学 | 抗菌聚合物及涂料 |
| JP5508414B2 (ja) * | 2008-07-14 | 2014-05-28 | スリーエム イノベイティブ プロパティズ カンパニー | ヒドロゲル高濃縮クリーニング剤からのクリーニング溶液の作製方法及びパッケージ化された高濃縮クリーニング剤 |
| EP2346553B1 (en) | 2008-10-31 | 2022-01-19 | C.R. Bard, Inc. | Systems and methods for identifying an access port |
| US8932271B2 (en) | 2008-11-13 | 2015-01-13 | C. R. Bard, Inc. | Implantable medical devices including septum-based indicators |
| US11890443B2 (en) | 2008-11-13 | 2024-02-06 | C. R. Bard, Inc. | Implantable medical devices including septum-based indicators |
| EP2373270B8 (en) | 2009-01-07 | 2023-04-12 | entrotech life sciences, inc. | Chlorhexidine-containing antimicrobial laminates |
| US20100174245A1 (en) * | 2009-01-08 | 2010-07-08 | Ward Dean Halverson | System for pretreating the lumen of a catheter |
| US20100247600A1 (en) * | 2009-03-24 | 2010-09-30 | Warsaw Orthopedic, Inc. | Therapeutic drug eluting implant cover and method of making the same |
| US9078712B2 (en) | 2009-04-15 | 2015-07-14 | Warsaw Orthopedic, Inc. | Preformed drug-eluting device to be affixed to an anterior spinal plate |
| US9414864B2 (en) | 2009-04-15 | 2016-08-16 | Warsaw Orthopedic, Inc. | Anterior spinal plate with preformed drug-eluting device affixed thereto |
| EP2851399B1 (en) | 2009-09-29 | 2017-08-16 | Covalon Technologies Inc. | System and method for coating medical devices |
| WO2011062750A1 (en) | 2009-11-17 | 2011-05-26 | C. R. Bard, Inc. | Overmolded access port including anchoring and identification features |
| US20120258313A1 (en) * | 2009-12-21 | 2012-10-11 | Jie Wen | Coating agents and coated articles |
| WO2011076924A1 (en) | 2009-12-23 | 2011-06-30 | Dsm Ip Assets B.V. | Method to activate silicone rubber surfaces |
| WO2011157758A1 (de) * | 2010-06-15 | 2011-12-22 | Innotere Gmbh | Knochenimplantat, enthaltend einen magnesiumhaltigen metallischen werkstoff mit verminderter korrosionsrate und verfahren und set zu dessen herstellung |
| USD682416S1 (en) | 2010-12-30 | 2013-05-14 | C. R. Bard, Inc. | Implantable access port |
| USD676955S1 (en) | 2010-12-30 | 2013-02-26 | C. R. Bard, Inc. | Implantable access port |
| JP5690631B2 (ja) | 2011-03-30 | 2015-03-25 | 日本コヴィディエン株式会社 | 潤滑性を有する医療用具およびその製造方法 |
| EP2716669B1 (en) * | 2011-06-03 | 2018-11-07 | Sumitomo Rubber Industries, Ltd. | Tire and gasket for syringes |
| US8697112B2 (en) * | 2011-07-08 | 2014-04-15 | Covalon Technologies | Method for treating a surface with a coating comprising a microencapsulated therapeutic agent and device with treated surface |
| RU2487146C1 (ru) * | 2011-11-14 | 2013-07-10 | Государственное Научное Учреждение "Институт Физики Имени Б.И. Степанова Национальной Академии Наук Беларуси" | Способ получения поверхностно-привитого полимера на поверхности полимерной пленки |
| JP5763565B2 (ja) * | 2012-02-02 | 2015-08-12 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
| US9352119B2 (en) | 2012-05-15 | 2016-05-31 | Becton, Dickinson And Company | Blood control IV catheter with antimicrobial properties |
| JP5812935B2 (ja) | 2012-05-16 | 2015-11-17 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
| WO2014012171A1 (en) * | 2012-07-19 | 2014-01-23 | Innovotech, Inc. | Anti-microbial gel formulations containing a silver (i) periodate |
| JP6063167B2 (ja) * | 2012-08-02 | 2017-01-18 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
| US9579486B2 (en) | 2012-08-22 | 2017-02-28 | Becton, Dickinson And Company | Blood control IV catheter with antimicrobial properties |
| JP5977120B2 (ja) * | 2012-08-31 | 2016-08-24 | 住友ゴム工業株式会社 | 摺動性弾性体の作成方法及び摺動性弾性体 |
| WO2014038688A1 (ja) * | 2012-09-10 | 2014-03-13 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
| JP5620456B2 (ja) | 2012-11-20 | 2014-11-05 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
| JP6053482B2 (ja) * | 2012-11-30 | 2016-12-27 | 住友ゴム工業株式会社 | 注射器用ガスケットの製造方法 |
| JP6105292B2 (ja) | 2013-01-07 | 2017-03-29 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
| US9695323B2 (en) * | 2013-02-13 | 2017-07-04 | Becton, Dickinson And Company | UV curable solventless antimicrobial compositions |
| US9750928B2 (en) | 2013-02-13 | 2017-09-05 | Becton, Dickinson And Company | Blood control IV catheter with stationary septum activator |
| JP5816222B2 (ja) | 2013-04-25 | 2015-11-18 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
| JP6108615B2 (ja) * | 2013-05-28 | 2017-04-05 | 住友ゴム工業株式会社 | 接着方法及び表面改質弾性体 |
| JP5797239B2 (ja) * | 2013-06-11 | 2015-10-21 | 住友ゴム工業株式会社 | 立体形状物の表面改質方法及び注射器用ガスケット |
| WO2014203668A1 (ja) | 2013-06-20 | 2014-12-24 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質体 |
| JP5820489B2 (ja) | 2014-01-06 | 2015-11-24 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
| US11039615B2 (en) | 2014-04-18 | 2021-06-22 | Entrotech Life Sciences, Inc. | Methods of processing chlorhexidine-containing polymerizable compositions and antimicrobial articles formed thereby |
| US9675793B2 (en) | 2014-04-23 | 2017-06-13 | Becton, Dickinson And Company | Catheter tubing with extraluminal antimicrobial coating |
| US9789279B2 (en) | 2014-04-23 | 2017-10-17 | Becton, Dickinson And Company | Antimicrobial obturator for use with vascular access devices |
| US10376686B2 (en) | 2014-04-23 | 2019-08-13 | Becton, Dickinson And Company | Antimicrobial caps for medical connectors |
| US10232088B2 (en) | 2014-07-08 | 2019-03-19 | Becton, Dickinson And Company | Antimicrobial coating forming kink resistant feature on a vascular access device |
| KR101675883B1 (ko) * | 2014-07-08 | 2016-11-14 | 주식회사 엠아이텍 | 스텐트 제조방법 |
| JP6338504B2 (ja) | 2014-10-02 | 2018-06-06 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
| CN117838375A (zh) | 2015-03-19 | 2024-04-09 | 南洋理工大学 | 支架组件和制备支架组件的方法 |
| US9872938B2 (en) * | 2015-05-22 | 2018-01-23 | Orthobond, Inc. | Methods, compositions and techniques for polydimethylsiloxane surface modifications |
| JP6181710B2 (ja) * | 2015-06-19 | 2017-08-16 | 住友ゴム工業株式会社 | カテーテルの製造方法 |
| JP6613692B2 (ja) * | 2015-08-03 | 2019-12-04 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
| JP6551022B2 (ja) | 2015-08-03 | 2019-07-31 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質体 |
| US10493244B2 (en) | 2015-10-28 | 2019-12-03 | Becton, Dickinson And Company | Extension tubing strain relief |
| US10744233B2 (en) | 2016-02-24 | 2020-08-18 | Innovative Surface Technologies, Inc. | Crystallization inhibitor compositions for implantable urological devices |
| LT3484535T (lt) | 2016-07-14 | 2022-02-10 | Hollister Incorporated | Higieninės medicininės priemonės, turinčios hidrofilinę dangą, ir jos suformavimo būdai |
| AU2018241528A1 (en) | 2017-03-29 | 2019-10-17 | Covalon Technologies Ltd. | Coating compositions, polymeric coatings, and methods |
| KR102101936B1 (ko) * | 2017-10-19 | 2020-04-17 | 서울대학교병원 | 의료용 임플란트 표면 개질용 조성물 및 그에 의해 표면 개질된 의료용 임플란트 |
| WO2020017534A1 (ja) * | 2018-07-17 | 2020-01-23 | 富士フイルム株式会社 | 挿入補助チューブ用組成物、挿入補助チューブ、挿入補助チューブと内視鏡とのセット、及び内視鏡装置、並びに挿入補助チューブの製造方法 |
| CN108904868A (zh) * | 2018-08-13 | 2018-11-30 | 安徽创孚医疗科技有限公司 | 一种双联抗菌及抗凝敷料的制备方法 |
| CN114206512A (zh) | 2019-06-14 | 2022-03-18 | 科发龙技术公司 | 经涂覆的装置和相关方法 |
| CN110804201A (zh) * | 2019-11-18 | 2020-02-18 | 中国科学院兰州化学物理研究所 | 一种水凝胶润滑导管及其制备方法 |
| CN115066292B (zh) | 2019-12-17 | 2025-09-26 | 科发龙技术公司 | 涂覆器件的反应器以及相关系统和方法 |
| WO2021191141A1 (en) * | 2020-03-26 | 2021-09-30 | Heiq Materials Ag | Antiviral surface coating for metal and plastic surfaces |
| WO2021198338A1 (de) * | 2020-04-02 | 2021-10-07 | Montanuniversität Leoben | Gegenstand mit einer bioziden beschichtung, verfahren zur beschichtung eines gegenstands und verwendung einer bioziden beschichtung |
| CN114099789A (zh) * | 2021-11-10 | 2022-03-01 | 西北工业大学 | 近红外光引发快速灭菌的润滑抗黏附弹性材料及制备方法 |
Family Cites Families (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5578027A (en) | 1978-12-08 | 1980-06-12 | Kansai Paint Co Ltd | Surface modification of high polymer base material |
| SE430695B (sv) * | 1982-04-22 | 1983-12-05 | Astra Meditec Ab | Forfarande for framstellning av en hydrofil beleggning samt enligt forfarandet framstellda medicinska artiklar |
| US4603152A (en) * | 1982-11-05 | 1986-07-29 | Baxter Travenol Laboratories, Inc. | Antimicrobial compositions |
| JPS59164342A (ja) * | 1983-03-08 | 1984-09-17 | Toyobo Co Ltd | 合成高分子成形品の処理法 |
| US5410016A (en) * | 1990-10-15 | 1995-04-25 | Board Of Regents, The University Of Texas System | Photopolymerizable biodegradable hydrogels as tissue contacting materials and controlled-release carriers |
| US5160790A (en) * | 1990-11-01 | 1992-11-03 | C. R. Bard, Inc. | Lubricious hydrogel coatings |
| JPH04236242A (ja) * | 1991-01-18 | 1992-08-25 | Mitsubishi Rayon Co Ltd | 成形物及びその製造方法 |
| JP2907575B2 (ja) | 1991-04-05 | 1999-06-21 | 三菱製紙株式会社 | 抗菌性フィルムおよびその製造方法 |
| US5232748A (en) * | 1991-10-21 | 1993-08-03 | Polymer Research Corp. Of America | Method of grafting polymerizable monomers onto substrates |
| JPH05184665A (ja) * | 1992-01-10 | 1993-07-27 | Nissho Corp | 医療用ガイドワイヤー |
| JP3233677B2 (ja) | 1992-05-11 | 2001-11-26 | テルモ株式会社 | 表面重合により表面改質された医療用具 |
| JP3294335B2 (ja) * | 1992-10-07 | 2002-06-24 | テルモ株式会社 | 結晶性高分子材料の改質方法 |
| US5344455A (en) | 1992-10-30 | 1994-09-06 | Medtronic, Inc. | Graft polymer articles having bioactive surfaces |
| US5800373A (en) * | 1995-03-23 | 1998-09-01 | Focal, Inc. | Initiator priming for improved adherence of gels to substrates |
| US5788687A (en) * | 1994-02-01 | 1998-08-04 | Caphco, Inc | Compositions and devices for controlled release of active ingredients |
| US5662960A (en) * | 1995-02-01 | 1997-09-02 | Schneider (Usa) Inc. | Process for producing slippery, tenaciously adhering hydrogel coatings containing a polyurethane-urea polymer hydrogel commingled with a poly (n-vinylpyrrolidone) polymer hydrogel |
| US5620738A (en) * | 1995-06-07 | 1997-04-15 | Union Carbide Chemicals & Plastics Technology Corporation | Non-reactive lubicious coating process |
| US6132765A (en) * | 1996-04-12 | 2000-10-17 | Uroteq Inc. | Drug delivery via therapeutic hydrogels |
| US5885566A (en) | 1996-09-25 | 1999-03-23 | University Of Florida | Surface modified surgical instruments, medical devices, implants, contact lenses and the like |
| EP0860213A3 (de) | 1997-01-03 | 2002-10-16 | Therapol SA | Bioaktive Beschichtung von Oberflächen |
| US5997517A (en) * | 1997-01-27 | 1999-12-07 | Sts Biopolymers, Inc. | Bonding layers for medical device surface coatings |
| EP0872512B1 (de) * | 1997-04-14 | 2001-05-09 | Degussa AG | Verfahren zur Modifizierung der Oberfläche von Polymersubstraten durch Pfropfpolymerisation |
| JPH11290449A (ja) * | 1998-04-08 | 1999-10-26 | Toyobo Co Ltd | 抗菌性導尿カテーテル |
| EP0893164A2 (de) | 1997-06-28 | 1999-01-27 | Hüls Aktiengesellschaft | Bioaktive Beschichtung von Oberflächen unter Mitverwendung von Vernetzern |
| US6221425B1 (en) * | 1998-01-30 | 2001-04-24 | Advanced Cardiovascular Systems, Inc. | Lubricious hydrophilic coating for an intracorporeal medical device |
| TW473488B (en) * | 1998-04-30 | 2002-01-21 | Novartis Ag | Composite materials, biomedical articles formed thereof and process for their manufacture |
| AU5153399A (en) | 1998-08-14 | 2000-03-06 | Coloplast A/S | Stabilised compositions having antibacterial activity |
| US6358557B1 (en) * | 1999-09-10 | 2002-03-19 | Sts Biopolymers, Inc. | Graft polymerization of substrate surfaces |
| CA2348398C (en) * | 1999-09-22 | 2007-11-20 | Surmodics, Inc. | Water-soluble coating agents bearing initiator groups and coating process |
| US6716895B1 (en) * | 1999-12-15 | 2004-04-06 | C.R. Bard, Inc. | Polymer compositions containing colloids of silver salts |
| US7348055B2 (en) * | 2001-12-21 | 2008-03-25 | Surmodics, Inc. | Reagent and method for providing coatings on surfaces |
| KR20100015886A (ko) | 2007-04-23 | 2010-02-12 | 사노피-아벤티스 | Ｐ2ｙ12 길항제로서의 퀴놀린-카복스아미드 유도체 |
| JP5184665B2 (ja) | 2011-02-22 | 2013-04-17 | 京セラ株式会社 | 送信装置及び送信方法 |
-
2002
- 2002-02-26 AU AU2002235694A patent/AU2002235694B2/en not_active Ceased
- 2002-02-26 US US10/468,438 patent/US8840927B2/en not_active Expired - Fee Related
- 2002-02-26 WO PCT/CA2002/000246 patent/WO2002070022A2/en not_active Ceased
- 2002-02-26 EP EP02702198A patent/EP1363684B1/en not_active Expired - Lifetime
- 2002-02-26 JP JP2002569193A patent/JP2004528418A/ja not_active Withdrawn
- 2002-02-26 CA CA2438491A patent/CA2438491C/en not_active Expired - Lifetime
- 2002-02-26 DE DE60201889T patent/DE60201889T2/de not_active Expired - Lifetime
- 2002-02-26 AT AT02702198T patent/ATE281849T1/de not_active IP Right Cessation
- 2002-02-27 US US10/083,737 patent/US6808738B2/en not_active Expired - Lifetime
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2008
- 2008-02-12 JP JP2008030333A patent/JP2008174751A/ja active Pending
- 2008-10-16 JP JP2008267643A patent/JP5064350B2/ja not_active Expired - Lifetime
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102012016590A1 (de) | 2012-08-14 | 2014-02-20 | Gmbu E.V., Fachsektion Dresden | Bakterienabweisende Beschichtung und Vefahren zur Herstellung |
| DE102013006185A1 (de) | 2013-04-04 | 2014-10-09 | Gmbu E.V., Fachsektion Dresden | Bakterienabweisendes Material und Verfahren zur Herstellung |
| DE102013013908A1 (de) | 2013-08-12 | 2015-02-12 | Gmbu E.V., Fachsektion Dresden | Bakterienabweisende Beschichtung und Verfahren zur Herstellung |
Also Published As
| Publication number | Publication date |
|---|---|
| DE60201889D1 (de) | 2004-12-16 |
| JP2009030074A (ja) | 2009-02-12 |
| ATE281849T1 (de) | 2004-11-15 |
| AU2002235694B2 (en) | 2007-06-14 |
| WO2002070022A2 (en) | 2002-09-12 |
| JP2004528418A (ja) | 2004-09-16 |
| JP2008174751A (ja) | 2008-07-31 |
| CA2438491A1 (en) | 2002-09-12 |
| US6808738B2 (en) | 2004-10-26 |
| US8840927B2 (en) | 2014-09-23 |
| JP5064350B2 (ja) | 2012-10-31 |
| EP1363684B1 (en) | 2004-11-10 |
| CA2438491C (en) | 2012-11-27 |
| EP1363684A2 (en) | 2003-11-26 |
| US20040086568A1 (en) | 2004-05-06 |
| WO2002070022A3 (en) | 2003-01-16 |
| US20020161065A1 (en) | 2002-10-31 |
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