EP2736546A1 - Medizinische vorrichtung mit einer befeuchteten wasserabweisenden beschichtung - Google Patents
Medizinische vorrichtung mit einer befeuchteten wasserabweisenden beschichtungInfo
- Publication number
- EP2736546A1 EP2736546A1 EP12740180.0A EP12740180A EP2736546A1 EP 2736546 A1 EP2736546 A1 EP 2736546A1 EP 12740180 A EP12740180 A EP 12740180A EP 2736546 A1 EP2736546 A1 EP 2736546A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- wetting agent
- medical device
- coating
- hydrophilic polymer
- hydrophilic
- 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.)
- Withdrawn
Links
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
- B65D—CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
- B65D81/00—Containers, packaging elements, or packages, for contents presenting particular transport or storage problems, or adapted to be used for non-packaging purposes after removal of contents
- B65D81/24—Adaptations for preventing deterioration or decay of contents; Applications to the container or packaging material of food preservatives, fungicides, pesticides or animal repellants
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
- B65B—MACHINES, APPARATUS OR DEVICES FOR, OR METHODS OF, PACKAGING ARTICLES OR MATERIALS; UNPACKING
- B65B5/00—Packaging individual articles in containers or receptacles, e.g. bags, sacks, boxes, cartons, cans, jars
- B65B5/04—Packaging single articles
-
- 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
- A61L2400/10—Materials for lubricating medical devices
Definitions
- the invention is directed to the use of a wetting agent having a boiling point higher than 100 °C and a viscosity lower than 500 mPa.s, wherein the wetting agent can comprise water in an amount between 0 and 4.9 wt% based on the total weight of the wetting agent for the lubrication of a hydrophilic polymer coating.
- the invention further relates to a medical device comprising a hydrophilic polymer coating that is wetted by a wetting agent having boiling point higher than 100 °C and a viscosity lower than 500 mPa.s, wherein the wetting agent can comprise water in an amount between 0 and 4.9 wt% based on the total weight of the wetting agent, a method for the preparation of a medical device and a package comprising a medical device.
- cardiovascular catheters, syringes, and membranes need to have a lubricant applied to the outer and/or inner surface to facilitate insertion into and removal from the body and/or to facilitate drainage of fluids from the body.
- Lubricious properties are also required so as to minimize soft tissue damage upon insertion or removal.
- such medical devices may have a hydrophilic surface coating or layer which becomes lubricious and attains low-friction properties upon wetting, i.e. applying a wetting fluid for a certain time period prior to insertion of the device into the body of a patient.
- a coating or layer which becomes lubricious after wetting is hereinafter referred to as a hydrophilic coating.
- a coating obtained after wetting is hereinafter referred to as a lubricious coating.
- lubricious is defined as having a smooth or slippery surface.
- wetting fluids water, water- containing mixtures further comprising one or more organic solvents and/or one or more dissolved components, such as salts.
- a wetting fluid can also be a body fluid or a saline solution having (approximately) physiological osmolarity.
- the medical devices can be wetted (and thereby become lubricious) immediately prior to use.
- medical devices with a hydrophilic coating have been introduced that are sterile-packaged in a package that contains enough wetting fluid to keep the coating wetted (and thus lubricious).
- WO-0405909A1 discloses the use of plasticizers in a cross-linked hydrophilic coating of a hydrophilic polymer on a substrate. The plasticizers form part of the polymer solution that is applied to the substrate. After application the polymer solution is dried and cured.
- the substrate can be a medical device, such as a catheter, guide wire or endoscope.
- the medical devices that are coated with the hydrophilic coating are wetted with water before use on a patient.
- the plasticizers have the effect that a hydrophilic coating is provided showing high abrasion resistance and low friction coefficient when wet.
- EP-1809345A1 discloses a medical device having a wetted hydrophilic coating comprising a coating composition containing a hydrophilic polymer and a wetting agent comprising water and one or more lubricant(s).
- the wetting agent comprises one or more lubricants in a total amount between 0.1 and 95 % by weight.
- the medical devices have a low friction surface, have an extended dry-out period and do not drip or have a reduced tendency to drip.
- hydrophilic coatings have the disadvantage that water is used for the lubrication of the hydrophilic coatings.
- water By using water as the main component in a wetting agent the hydrophilic coating will dry out and will thus not be lubricous for a long time.
- the hydrophilic coating will usually not be lubricous anymore within a time period of 15 minutes after wetting or after removal of a medical device from the package.
- a wetting agent having a boiling point higher than 100 °C and a viscosity lower than 500 mPa.s wherein the wetting agent can comprise water in an amount between 0 and 4.9 wt% based on the total weight of the wetting agent can be used for the lubrication of a hydrophilic polymer coating on a substrate, where after the lubricious hydrophilic coating will stay lubricous for a time period that is much longer than 15 minutes.
- a further advantage is that the lubricious hydrophilic coatings do not drip.
- the wetting agent has a boiling point higher than 100 °C, preferably higher than 200 °C.
- the boiling point is determined at ambient pressure.
- a high boiling point of the wetting agent corresponds to a low amount of evaporation of the wetting agent from the lubricous hydrophilic coating. This means that the hydrophilic coating will remain lubricous for a longer time.
- the wetting agent can be one liquid or a mixture of liquids.
- the wetting agent can comprise water, but only in a minor amount.
- the amount of water in the wetting agent is at most 4.9 weight% based on the total weight of wetting agent.
- the amount of water preferably is lower than 4 weight%, more preferably lower than 1 weight%.
- the wetting agent has a viscosity lower than 500 mPa.s. This is determined by at a temperature of 25 °C on a viscometer according to ASTM D445.
- the viscosity of water is 1 mPa.s.
- the viscosity of the wetting agent is preferably below 100 mPa.s.
- the viscosity of the wetting agent is preferably higher than 1 mPa.s; more preferably higher than 5 mPa.s.
- a low viscosity of the wetting agent corresponds to a low amount of friction between the lubricious hydrophilic coating and another surface.
- the wetting agent preferably comprises at least one hydroxyl group. More preferably, the wetting agent can be chosen from the group consisting of glycerol esters, glycerol ethers, glycols, glycolesters and glycolethers. Examples of wetting agents are glycerol, monoacetin, diacetin and diacetone alcohol.
- the wetting agents are used for the lubrication of a hydrophilic polymer coating.
- the hydrophilic coating may be any coating which comprises a hydrophilic medium that absorbs and/or adsorbs the wetting agent. This can be any coating comprising hydrophilic polymers, an antimicrobial coating, a non-fouling coating or a drug eluting coating.
- a hydrophilic polymer coating comprises a hydrophilic polymer capable of providing hydrophilicity to the coating, which polymer may be synthetic or bio-derived and can be blends or copolymers of both.
- Suitable hydrophilic polymers include but are not limited to poly(lactams), for example polyvinylpyrollidone (PVP), polyurethanes, homo- and copolymers of acrylic and methacrylic acid, polyvinyl alcohol, polyvinylethers, maleic anhydride based copolymers, polyesters, vinylamines, polyethyleneimines, polyethyleneoxides, poly(carboxylic acids), polyamides, polyanhydrides, polyphosphazenes, cellulosics, for example methyl cellulose, carboxymethyl cellulose, hydroxymethyl cellulose, and hydroxypropylcellulose, heparin, dextran, polysacharrides, for example chitosan, hyaluronic acid, alginates, gelatin, and chitin, polyester
- polypeptides polypeptides, short chain peptides, proteins, and oligonucleotides.
- the hydrophilic polymer coating comprises poly(lactams), for example polyvinylpyrollidone (PVP), polyurethanes, homo- and copolymers of acrylic and methacrylic acid, polyvinyl alcohol, polyvinylethers, maleic anhydride based copolymers, polyesters, vinylamines, polyethyleneimines or polyethyleneoxides. More preferably the hydrophilic polymer coating comprises polyvinylpyrrolidone (PVP).
- PVP polyvinylpyrollidone
- the hydrophilic polymer has a molecular weight in the range of about 8,000 to about 5,000,000 g/mol, preferably in the range of about 20,000 to about 3,000,000 g/mol and more preferably in the range of about 200,000 to about 2,000,000 g/mol.
- the hydrophilic polymer may be used in the coating in more than 1 wt%, for example more than 5 wt%, or more than 50 wt%, based on the total weight of the dry coating.
- the hydrophilic polymer can be present up to 99 wt%, or up to 95 %, based on the total weight of the dry coating.
- the hydrophilic polymer may for instance be a prepolymer, i.e. a polymer comprising one or more polymerisable groups, in particular one or more radically polymerisable groups such as one or more vinyl groups.
- a prepolymer having an average number of polymerisable groups per molecule of more than 1 is in particular suitable.
- the average number of reactive groups is at least 1 .2, more preferably at least 1 .5, in particular at least 2.0.
- the average number of groups is up to 64, more preferably in the range of up to 15, in particular in the range of up to 8, more in particular up to 7.
- polymerisable groups may be cured in the presence of a photo-initiator, in particular by the formation of grafts when the formulation is exposed to light.
- the hydrophilic coating composition may be in the form of a solution or a dispersion comprising a liquid medium.
- a liquid medium that allows application of the hydrophilic coating formulation on a surface would suffice.
- liquid media are alcohols, like methanol, ethanol, propanol, butanol or respective isomers and aqueous mixtures thereof or acetone, methylethyl ketone, tetrahydrofuran, dichloromethane, toluene, and aqueous mixtures or emulsions thereof.
- the hydrophilic coating composition according to the invention may additionally include various additives includes conventional ingredients like pigments, dyes, dispersing and stabilising agents (usually surfactants or emulsifiers), rheology control agents, flow-promoting agents, extenders, defoaming agents, plasticisers, thickeners, heat stabilisers, levelling agents, anti-cratering agents, fillers, sedimentation inhibitors, UV absorbers, antioxidants, organic co-solvents, wetting agents, fungicides, bacteriocides, anti-freeze agents, coalescents, waxes and the like introduced at any stage of the production process or subsequently.
- the hydrophilic coating can be coated on a substrate which may be selected from a range of geometries and materials.
- the substrate may have a texture, such as porous, non-porous, smooth, rough, even or uneven.
- the substrate supports the hydrophilic coating on its surface.
- the hydrophilic coating can be on all areas of the substrate or on selected areas.
- the hydrophilic coating can be applied to a variety of physical forms, including films, sheets, rods, tubes, molded parts (regular or irregular shape), fibers, fabrics, and particulates.
- Suitable surfaces are surfaces that provide the desired properties such as porosity, hydrophobicity, hydrophilicity, colorisability, strength, flexibility, permeability, elongation, abrasion resistance and tear resistance. Examples of suitable surfaces are for instance surfaces that consist of or comprise metals, plastics, ceramics, glass and/or composites.
- the hydrophilic coating may be applied directly to the said surfaces or may be applied to a pretreated or coated surface. The pretreatment or coating can be designed to aid adhesion of the
- hydrophilic coating to the substrate.
- the hydrophilic polymer coating is coated on a medical device.
- the medical device can be an implantable device or an extracorporeal device.
- the devices can be of short-term temporary use or of long-term permanent
- suitable devices are those that are typically used to provide for medical therapy and/or diagnostics in heart rhythm disorders, heart failure, valve disease, vascular disease, diabetes, neurological diseases and disorders, orthopedics, neurosurgery, oncology, ophthalmology, and ENT surgery.
- Suitable examples of medical devices include, but are not limited to, a stent, stent graft, anastomotic connector, synthetic patch, lead, electrode, needle, guide wire, catheter, sensor, surgical instrument, angioplasty balloon, wound drain, shunt, tubing, infusion sleeve, urethral insert, pellet, implant, blood oxygenator, pump, vascular graft, vascular access port, heart valve, annuloplasty ring, suture, surgical clip, surgical staple, pacemaker, implantable defibrillator, neurostimulator, orthopedic device, cerebrospinal fluid shunt, implantable drug pump, spinal cage, artificial disc, replacement device for nucleus pulposus, ear tube, intraocular lens and any tubing used in minimally invasive surgery.
- Devices that are particularly suited to be used in the present invention include medical devices or components such as catheters, for example intermittent catheters, guidewires, stents, syringes, metal and plastic implants, contact lenses and medical tubing.
- the hydrophilic polymer coating can be applied to the substrate by for example dip-coating. Other methods of application include spray, wash, vapor deposition, brush, roller and other methods known in the art.
- the hydrophilic polymer coating may have one or more layers.
- One layer may be a primer layer useful for attaching the coating layer to the medical device.
- the invention is further related to a method for the preparation of a medical device comprising the steps of:
- wetting agent with a boiling point higher than 100 °C and a viscosity lower than 500 mPa.s, wherein the wetting agent can comprise water in an amount between 0 and 4.9 wt% based on the total weight of the wetting agent,
- the hydrophilic polymer coating on the medical device must be wetted by the wetting agent.
- the term "wetted” is generally known in the art and - in a broad sense - means "containing a wetting agent”. In particular the term is used herein to describe a coating that contains sufficient wetting agent to be lubricious.
- a lubricious coating has a Coefficient of Friction (COF), as defined below, lower than 0.15.
- COF Coefficient of Friction
- concentration of the wetting agent usually a wetted coating contains at least 10 wt. % of wetting agent, based on the dry weight of the coating, preferably at least 50 wt. %, based on the dry weight of the coating, more preferably at least 100 wt. % based on the dry weight of the coating.
- an uptake of wetting agent of about 300-500 wt. % is feasible.
- a lubricious coating is obtained with a dry-out time longer than 15 minutes as determined on the Harland Friction tester.
- the dry-out time is the duration of the coating remaining lubricious after the device has been taken out of the wetting agent wherein it has been stored and wetted or after the device has been taken out of the package wherein it has been stored in a wetted condition. Dry-out time can be determined by measuring the coefficient of friction as a function of time the catheter had been exposed to air on the Harland Friction tester. The dry-out time is the point in time wherein the coefficient of friction reaches a value of 0.2 or higher, or in a stricter test 0.15 or higher. The protocol is as indicated in the Examples.
- a lubricious hydrophilic coating is obtained with a coefficient of friction lower than 0.20 as determined on the Harland Friction tester.
- a coating is considered lubricious if it has a friction as measured on a Harland FTS Friction Tester of 0.20 or less at a clamp-force of 100 g and a pull speed of 1 cm/s, preferably of 0.15 or less.
- the protocol is as indicated in the Examples.
- the medical device is sterilized. Sterilization can be achieved by applying the proper combinations of heat, chemicals and/or irradiation.
- Heat sterilization can be performed in an autoclave, wherein steam is heated to 120-135 °C.
- the medical device is for instance contacted with ethylene oxide (EtO), ozone or hydrogen peroxide.
- Sterilization by irradiation can, for instance, be performed by electron beam, x-ray or gamma ray irradiation.
- the hydrophilic coating and or the wetting agent may comprise additives that protect the coating against a detrimental effect of radicals formed during sterilization.
- additives are for example aliphatic compounds, alicyclic compounds and/or antioxidants.
- any aliphatic stabilising compound and/or alicyclic stabilising compound may be used, in particular any such compound that is physiologically allowable and preferably non-toxic in the used concentration.
- a stabilising compound with a relatively low molecular weight is particularly suitable, such as a compound with a molecular weight of less than
- a low molecular weight compound may have one or more of the following advantages, compared to a compound having a higher molecular weight:
- Particularly preferred aliphatic and/or alicyclic stabilising compounds include alcohols, ethers, aldehydes, ketones, amides, esters, thiols, thioesters, organic acids and combinations thereof.
- Highly preferred are (saturated) aliphatic compounds selected from the group consisting of (saturated) aliphatic alcohols, ethers, aldehydes, ketones amides, esters, thiols, thioesters, organic acids and combinations thereof.
- Preferred alcohols include alkylene glycols, such as diethyleneglycol, triethyleneglycol, tetraethyleneglycol, propyleneglycol, dipropyleneglycol,
- triprolyeneglycol (low molecular) ethoxylated or propoxylated alcohols and/or amines like ethanolamine, diethanolamine, triethanolamine, polyethylene glycol (PEG), in particular polyalkylene glycols having a Mw up to about 600 g/mol lower aliphatic alcohols - in particular C1 -C8 alcohols, more in particular C2-C4 alcohol, such as isopropanol, ethanol, 1 -propanol and 1 -butanol - and combinations thereof. Good results have further been achieved with a carbohydrate, in particular a
- monosaccharide more in particular glucose.
- Preferred ethers include polyalkylene glycols, such as PEG.
- Suitable aldehydes include C1 -C8 aldehydes.
- Preferred aldehydes include formaldehyde, acetaldehyde and butanal.
- Suitable ketones include C3-C8 ketones.
- Preferred ketones include acetone and methylethylketone.
- Suitable organic acids include C1 -C8 organic acids.
- Preferred organic acids include formic acid.
- the invention is further directed to a package containing a medical device or a part of a medical device comprising a lubricated hydrophilic coating, which package is impermeable to vapor.
- the package can, for instance, be made of plastic or aluminum foil.
- the package can contain additional wetting agent.
- the package comprises a medical device that is sterilized.
- the primer formulation was prepared by dissolving the components below in ethanol.
- Irgacure 2959 (supplied by Sigma Aldrich) 0.20 % (w/w)
- the hydrophilic coating formulation was prepared by dissolving the components below in a water/ethanol mixture 1 :1 based on weight. Weight%
- PVC tubes with a diameter of 14 Fr and a length of 30 cm were coated on a Harland PCX coater 175/24.
- the PVC tubes were first dip- coated with the primer coating formulation and cured according the dip protocol for the primer in table 1 . Subsequently the hydrophilic coating formulation was applied and cured according the dip protocol for the hydrophilic coating. Temperature and humidity during application were respectively 21 °C +1-2 °C and 40% +/- 15%.
- the Harland PCX coater/175/24 was equipped with a Harland Medical systems UVM 400 lamp. Intensity of the lamps of the Harland PCX
- coater/175/24 was on average 60 mW/cm 2 and was measured using a Solatell Sola Sensor 1 equipped with an International Light detector SED005#989, Input Optic:
- the tubes were dipped in the wetting agent, immersed for 2 minutes and thereafter extracted from the wetting agent with a speed of 1 cm/s.
- the wetted coatings were evaluated directly after removal from the wetting agent.
- the viscosity of a wetting agent was determined on a viscometer according to ASTM D445 at a temperature of 25 °C. Lubricity test
- HFT Harland FTS5000 Friction Tester
- test description was inserted when "run test” was activated.
- a sample was fastened in the sample holder..
- the transport of the tester was moved to the desired position and the protocol was activated by pushing "start”.
- the data were saved after finishing.
- the sample holder was removed from the tester and subsequently the catheter was removed from the holder.
- the measured coefficient of friction (COF) is used to rate the performance of the coating.
- the COF is defined as the measured friction ⁇ clamp force.
- the COF was determined on a sample after 10, 15 and 30 minutes of drying. The drying time started directly after removal of the sample from the wetting agent.
- a C0FO.15 is judged as good.
- a COF between 0.15 and 0.20 is judged as too high; a COF>0.20 is judged as bad.
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- Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Food Science & Technology (AREA)
- Materials For Medical Uses (AREA)
- Paints Or Removers (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP12740180.0A EP2736546A1 (de) | 2011-07-29 | 2012-07-27 | Medizinische vorrichtung mit einer befeuchteten wasserabweisenden beschichtung |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201161513021P | 2011-07-29 | 2011-07-29 | |
EP11175951 | 2011-07-29 | ||
PCT/EP2012/064820 WO2013017547A1 (en) | 2011-07-29 | 2012-07-27 | Medical device comprising a wetted hydrophilic coating |
EP12740180.0A EP2736546A1 (de) | 2011-07-29 | 2012-07-27 | Medizinische vorrichtung mit einer befeuchteten wasserabweisenden beschichtung |
Publications (1)
Publication Number | Publication Date |
---|---|
EP2736546A1 true EP2736546A1 (de) | 2014-06-04 |
Family
ID=47628651
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP12740180.0A Withdrawn EP2736546A1 (de) | 2011-07-29 | 2012-07-27 | Medizinische vorrichtung mit einer befeuchteten wasserabweisenden beschichtung |
Country Status (4)
Country | Link |
---|---|
US (1) | US20140190846A1 (de) |
EP (1) | EP2736546A1 (de) |
CN (1) | CN103561789A (de) |
WO (1) | WO2013017547A1 (de) |
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US11951219B2 (en) | 2017-01-20 | 2024-04-09 | Hollister Incorporated | Method for sterilizing a substrate having a hydrophilic coating and sterilized substrates |
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US9458536B2 (en) | 2009-07-02 | 2016-10-04 | Sio2 Medical Products, Inc. | PECVD coating methods for capped syringes, cartridges and other articles |
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WO2007065720A2 (en) | 2005-12-09 | 2007-06-14 | Dsm Ip Assets B.V. | Hydrophilic coating composition for urinary catheter |
EP2277554B1 (de) * | 2008-05-16 | 2018-03-28 | Terumo Kabushiki Kaisha | Verfahren zur strahlungssterilisierung von medizinischen geräten mit einer hydrophilen polymerbeschichtung |
CN102065918B (zh) * | 2008-06-16 | 2014-04-09 | 科洛普拉斯特公司 | 用于辐射灭菌的亲水性涂层的缓冲膨胀介质 |
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2012
- 2012-07-27 US US14/115,920 patent/US20140190846A1/en not_active Abandoned
- 2012-07-27 EP EP12740180.0A patent/EP2736546A1/de not_active Withdrawn
- 2012-07-27 CN CN201280025917.6A patent/CN103561789A/zh active Pending
- 2012-07-27 WO PCT/EP2012/064820 patent/WO2013017547A1/en active Application Filing
Non-Patent Citations (1)
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See references of WO2013017547A1 * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US11951219B2 (en) | 2017-01-20 | 2024-04-09 | Hollister Incorporated | Method for sterilizing a substrate having a hydrophilic coating and sterilized substrates |
Also Published As
Publication number | Publication date |
---|---|
WO2013017547A1 (en) | 2013-02-07 |
US20140190846A1 (en) | 2014-07-10 |
CN103561789A (zh) | 2014-02-05 |
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