WO2005110507A1 - ガイドワイヤ - Google Patents
ガイドワイヤ Download PDFInfo
- Publication number
- WO2005110507A1 WO2005110507A1 PCT/JP2005/006064 JP2005006064W WO2005110507A1 WO 2005110507 A1 WO2005110507 A1 WO 2005110507A1 JP 2005006064 W JP2005006064 W JP 2005006064W WO 2005110507 A1 WO2005110507 A1 WO 2005110507A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- functional group
- group
- guide wire
- primer
- metal
- Prior art date
Links
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
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
- A61M25/00—Catheters; Hollow probes
- A61M25/01—Introducing, guiding, advancing, emplacing or holding catheters
- A61M25/09—Guide wires
Definitions
- the present invention has a hydrophilic polymer film firmly adhered to the surface of a metal guide wire, and has excellent durability in which the polymer film does not easily peel off from the metal surface in an in vivo environment.
- a guidewire is used to insert a catheter into a body lumen such as a blood vessel, bile duct, urethra, trachea, esophagus, and other organs so that the catheter can accurately reach a target site in the lumen.
- a thin line that serves as a guide.
- Patent Document 1 JP-A-8-238319
- Patent Document 2 Japanese Patent Application Laid-Open No. 2001-129074
- an object of the present invention is to provide a guide having a hydrophilic polymer film firmly adhered to the surface of a guide wire, and maintaining the lubricity and the high flexibility required at the distal end portion of the guide wire. Is to provide wires.
- the inventors of the present invention have conducted intensive studies to solve the above-mentioned problems, and as a result, the surface of a metal guide wire was roughly coated with a specific primer, followed by coating with a hydrophilic polymer film. It has been found that the polymer coating adheres firmly to the metal guide wire, and that the durability of the adhesive in an in vivo environment is significantly improved while maintaining flexibility. It was completed.
- the present invention provides at least one kind of an adhesive organic compound in which a hydrophilic polymer film has a functional group capable of chemically adsorbing at least one metal and at least one reactive functional group in a molecule.
- the present invention provides a guidewire characterized by being adhered to the surface of a guidewire via a primer layer containing the same.
- a metal guide wire is formed by winding one end (distal end) of a highly elastic metal wire such as stainless steel or a nickel-titanium alloy into a tipper shape and tapering it, and is wound around the distal end. Consists of a coil spring. Most of the coil spring is usually made of stainless steel, but about 2 cm at the forefront is made of an alloy such as platinum, gold, iridium, tungsten, tantalum or the like in order to provide radiopacity. In coating the primer, it is necessary to clean the metal surface in order to maximize the effect of enhancing the adhesion of the primer. As the cleaning method, a method used industrially is suitably used. That is, water washing, steam washing, solvent washing, mechanical polishing, chemical polishing, plasma washing, and ultraviolet (UV) Z ozone washing.
- UV ultraviolet
- the specific primer used in the present invention is an adhesive organic compound having a functional group capable of chemically adsorbing to at least one metal and at least one reactive functional group in a molecule (hereinafter referred to as "adhesive organic compound"). (Referred to as a compound) as an essential component, to which additives described later such as volatile organic solvents are added as required.
- adhesive organic compound a functional group capable of chemically adsorbing to a metal
- adsorptive functional group refers to a functional group that strongly adsorbs to the metal surface and has an effect of significantly increasing the adhesion between the polymer film and the metal.
- a functional group having an acidic hydroxyl group (excluding those containing an i-atom) and a functional group containing an i-atom correspond to this group.
- a functional group having an acidic hydroxyl group examples include a phosphoric acid monoester group, a phosphoric acid diester group, a phosphonic acid group, a phosphonic acid monoester group, and a carboxy group.
- those having a particularly high adhesion-enhancing effect include a phosphoric acid monoester group and a phosphonic acid group having a chemical structure in which two acidic hydroxyl groups are bonded to the same phosphorus atom, and an ortho-position of a benzene ring.
- the functional group containing a zeo atom include a mercapto group, a thio group, a dithio group, a thiocarbonyl group, a thiocarboxyl group, and a dithiocarboxy group.
- the functional groups having particularly high adhesion-enhancing effects include mercapto groups, dithio groups, and dithiocarboxy groups.
- the reactive functional group referred to in the present invention is a functional group capable of forming a chemical bond by reacting with the monomer, oligomer or / and polymer used in the present invention, and specifically, a (meth) atalylyl group And a polymerizable group such as a vinyl group, an amino group, an amide group, an epoxy group, an isocyanate group, an acid chloride group, an acid anhydride group, an aldehyde group, a hydroxyl group, a mercapto group, an azide group, and a trialkoxysilyl group.
- the number of adsorptive functional groups in one molecule of the adhesive organic compound is:! To 5,000, preferably:!
- the number of carbon atoms of the adhesive organic compound is in the range of 2 to 10000, but is more preferably 3 to 500.
- the adsorptive functional groups chemisorb onto the metal surface of the guidewire, while the reactive functional groups form chemical bonds between the components of the primer and / or with the polymer coating deposited on the primer. Bring.
- Suitable adhesive organic compounds include 4-methacryloyloxyshethyl trimellitic acid, 11-methacryloyloxy 1,1,1-pandecanedicarboxylic acid, arylphosphonic acid, and 10-methacryloyloxy.
- the primer contains additives such as monomers, prepolymers, polymers, silane coupling agents, crosslinking agents, volatile solvents, surfactants, and polymerization initiators as necessary. Are combined.
- the amount of the adhesive organic compound in the primer is from 0.001 to 100% by weight, preferably from 0.01 to 100% by weight.
- the functional group having an acidic hydroxyl group is composed of iron, nickel, and covanolate.
- an adhesive organic compound having a functional group having an acidic hydroxyl group is applied to the core wire of a guide wire made of stainless steel or Z and a nickel-titanium alloy and a coil spring, and an X-ray containing platinum and gold as main components is applied.
- an adhesive organic compound having a functional group containing a zeo atom it is preferable to apply an adhesive organic compound having a functional group containing a zeo atom.
- a suitable mixing ratio of the two adhesive organic compounds is in the range of 0.01: 1 to 1: 0.01.
- the primer is coated on the guide wire by a method such as dipping, spin coating, spraying, primer impregnated sponge coating, and the like.
- the thickness of the coated primer is less than 0.1 mm, preferably less than 0.05 mm, more preferably less than 0.01 mm, most preferably less than 0.001 mm and greater than 1 nm. Therefore, it is necessary to select the composition of the primer and the coating method so as to form a thin film covering the guide wire surface without unevenness. For example, after coating the primer, it is possible to wash away the excess primer with a solvent and leave only the adhesive organic compound chemically adsorbed on the metal surface. If the primer contains a solvent, it must be dried.
- the primer can be polymerized and cured by a method such as heating, UV irradiation, or electron beam irradiation.
- a hydrophilic polymer is preferable for the purpose of minimizing frictional resistance from the inner wall of the lumen and the inner wall of the catheter.
- the hydrophilic polymer according to the present invention is a polymer having a water absorption of 5% by weight or more in a humid environment.
- the hydrophilic polymer film is formed by coating the polymer as a solution.A method in which the monomer or Z and prepolymer which constitute the polymer are coated on the surface of the guidewire and converted into a polymer by polymerization or / and crosslinking reaction. But It is formed.
- hydrophilic polymer for coating a polymer used for medical applications is also suitably used in the present invention. Specifically, polyvinylinolepyrrolidone, polyvinyl alcohol, polyethylene glycol, polyacryloleamide, polyacrylic acid, sodium polyacrylate, poly (2-hydroxyethyl methacrylate), maleic anhydride copolymer , Ethylene-vinyl alcohol copolymer, 2-methacryloyloxyshethyl phosphorylcholine homo- or copolymer, (2-hydroxyethyl methacrylate) -styrene block copolymer, various synthetic polypeptides, collagen, Hyanuronic acid, cellulosic polymers, and mixtures thereof.
- a maleic anhydride copolymer is particularly preferred in view of the binding property with the primer and the lubricity in a wet environment.
- Specific examples of the polymer include methyl vinyl ether / maleic anhydride copolymer, ethylene / maleic anhydride copolymer, isoprene / maleic anhydride copolymer, styrene / maleic anhydride copolymer, and acid anhydride ring of these copolymers. May be partially opened with alcohol or / and water.
- These polymers are usually dissolved or dispersed in a volatile solvent and are used as a dilute solution of 10% by weight or less, preferably 5% by weight or less, more preferably 2% by weight or less, on the surface of the primer-treated guidewire. To be coated.
- monomers and prepolymers used for coating include: 2 hydroxyethyl (meth) acrylate, polyethylene glycol mono (meth) acrylate, polyethylene glycol di (meth) acrylate, and monomethoxy polyethylene glycol.
- Mono (meta) factory 2 hydroxyethyl (meth) acrylate, polyethylene glycol mono (meth) acrylate, polyethylene glycol di (meth) acrylate, and monomethoxy polyethylene glycol.
- Examples include pyrrolidone, 2-butylpyridine, (meth) acrylic acid, (meth) acrylamide, and sodium 2-acrylamide-2-methylpropanesulfonate. These monomers and prepolymers are coated on a guidewire as a single or multiple component liquid composition. If necessary, additives such as a non-hydrophilic monomer, a crosslinking agent, a volatile solvent, a surfactant, and a polymerization initiator are added to the composition.
- additives such as a non-hydrophilic monomer, a crosslinking agent, a volatile solvent, a surfactant, and a polymerization initiator are added to the composition.
- the solution can be coated on the guidewire surface by dipping, spin coating, a hydrophilic polymer solution impregnated sponge or spraying method, and the solvent is air-dried or air-dried after coating. Force drying (heating, decompression) And can be removed. The reaction starts and accelerates because the hydrophilic polymer reacts with the reactive functional group of the primer component (adhesive organic compound and added carotenoid, for example, monomer) to form a chemical bond and adhere firmly to the guide wire surface. Heating the coating layer or
- the composition is coated.
- the composition contains a solvent, the solvent is removed once by natural drying or forced drying (heating and reduced pressure), and then heating and / or irradiation with energy rays are performed.
- the thickness of the hydrophilic polymer film is usually 0.00001 to 0.1 mm, preferably 0.0001 to 0.05 mm, more preferably 0.001 to 0.025 mm, and the desired film thickness can be achieved by repeating one to several times of coating. .
- the present invention it is of course possible to apply a hydrophilic polymer coating to the entire guide wire, but practically only the distal end l to 40 cm (particularly the coil spring portion) is used. Coating with a hydrophilic polymer is preferred in terms of guidewire operability.
- the former after the coil spring is fixed to the distal end, the core wire of the guide wire and the coil spring are simultaneously coated.
- the coil spring before mounting or the ultra-fine wire before forming into a coil is coated, and the coated coil spring is mounted on the core wire and fixed.
- the guide wire of the present invention has a hydrophilic polymer thin film firmly adhered to the surface thereof, so that the movement in the body lumen is smooth and the flexibility of the coil spring is maintained. Therefore, the operability is very excellent. Therefore, it is easy for the practitioner to handle. For the patient, there is less pain when inserting the guide wire. Injuries to the inner wall of the lumen are less likely to occur after surgery due to inflammation.
- FIG. 1 is a view showing an example of a guide wire according to an embodiment.
- FIG. 2 is an enlarged cross-sectional view of the coil portion of FIG.
- One embodiment capable of maximizing the effects of the present invention is as follows. That is, the surface of the metal guide wire to be coated with the polymer film is cleaned with, for example, steam or a chlorine-based organic solvent to remove dirt. A clean surface is coated with a primer solution in which an adhesive organic compound is dissolved at O.flO wt% concentration, and the solvent is dried and removed. If necessary, wash away excess primer with a solvent, and then coat a solution of a hydrophilic polymer having a functional group capable of reacting with the reactive functional group of the adhesive organic compound (concentration: 0.05 to 5% by weight). Then, the substrate is left under a condition for promoting the reaction between the functional groups (eg, light irradiation, heating) for a while to complete the chemical bond between the polymer film and the primer.
- a primer solution in which an adhesive organic compound is dissolved at O.flO wt% concentration
- concentration 0.05 to 5% by weight
- FIGS. 1 and 2 show examples of the structure of the guide wire 2.
- the total length of the guide wire 2 is, for example, about 2 m
- the core wire 4 has a tapered portion 6 having a length of about 20 cm at the end, and is surrounded by a noble metal coil 8.
- Line 4, for example, is brazed.
- the diameter of the coil 8 is, for example, 0.3 to 0.4 mm
- the diameter of the thin wire 14 for the coil 8 is, for example, 0.05 to 0.1 mm.
- the coil 8 is for facilitating the insertion of the guide wire 2, and the embodiment without the coil will be described below. When the coil 8 is provided, as shown in FIG.
- the surface of the fine wire 14 of the coil 8 is covered with a primer layer 16, which is further covered with a hydrophilic polymer layer 18.
- a gap is left between the fine wires 14 of the coil 8 so that the coil 8 can be deformed when inserted.
- the core wire 4 does not need to be covered with the primer layer 16 or the hydrophilic polymer layer 18.
- the tapered portion 6 is covered with the lower primer layer 16 and the upper hydrophilic polymer layer 18.
- the core wire was immersed for 5 seconds, immediately pulled up vertically from the solution, lightly drained, and then placed in a quartz glass container. Light from a metal halide lamp (50W x 4) was applied for 5 minutes in four directions in vacuum to cure the coating solution and leave it as it was under vacuum. Six hours later, the core wire was taken out of the vacuum glass container, immersed in water, and allowed to stand for 1 hour. Then, one end of the core wire was strongly picked in water with the abdomen of the thumb and forefinger. In this state, the core wire was pulled back and forth between the fingers 10 times, but the polymer film did not peel off.
- a hydrophilic polymer film was formed on the surface of the core wire under the same processing conditions as in Example 1 except that the primer treatment was omitted.
- the core wire was immersed in water for 1 hour. After that, the core wire was strongly picked in water with the abdomen of the thumb and forefinger, and when one end of the core wire was pulled back and forth between the fingers ten times, the hydrophilic coating was peeled off.
- a SUS316 core wire having a length of 150 mm was immersed, allowed to stand at room temperature for 1 hour, taken out, and dried in a dry nitrogen stream at 80 ° C for 1 hour.
- the core wire was dipped in a 2% by weight acetone solution (hydrophilic polymer coating solution) of polyethylene glycol (molecular weight: 20,000) for 5 seconds, immediately pulled up vertically from the solution, and lightly drained.
- Heat treatment was performed in dry nitrogen for 3 hours to complete the coating of the polymer film.
- the core wire was immersed in water for 1 hour, and then the core wire was strongly picked with the thumb and forefinger in the water, and one end of the core wire was pulled back and forth between the fingers 10 times in this state. Did not peel off.
- 10-mercaptodecyl meth Tari rates 1 weight 0/0 acetone containing solution (primer) A platinum wire having a diameter of 0.35 mm and a length of 150 mm was immersed therein, allowed to stand at room temperature for 1 hour, taken out and air-dried.
- Methyl vinyl ether A maleic anhydride copolymer (GANTREZ AN169: trade name) was prepared by adding the above primer to a 1% by weight methylethylketone solution (hydrophilic polymer coating solution) of a derivative in which 55% of the anhydride rings were esterified with ethanol.
- the treated core wire was immersed for 5 seconds, immediately pulled up vertically from the solution, lightly drained, and air-dried under a nitrogen atmosphere for 1 hour. Next, the film was placed in an oven at 130 ° C. and heat-treated for 1 hour to complete the film formation.
- the core wire was immersed in water for 1 hour, and then strongly picked in water with the thumb and forefinger belly. In this state, one end of the core wire was pulled back and forth between the fingers 10 times, but the polymer film did not peel off.
- a SUS316 guide wire (length) is used. (1750mm, diameter 0.35mm, tip 200mm made of platinum alloy coil) immerse 310mm in the distal end, leave it at room temperature for 1 hour, remove it and dry at 80 ° C. Dry for 30 minutes in dry air. Thereafter, the distal end of the guide wire was washed away under running water to remove excess primer components, and then dried again in dry air at 80 ° C for 30 minutes to complete the primer treatment.
- a 1% by weight methylethyl ketone solution of a derivative of methylbutyl ether-maleic anhydride copolymer (GANTREZ AN169: trade name) in which 55% of the anhydride rings were esterified with ethanol was prepared.
- the distal end (length: 300 mm) of the primer wire treated with the primer was immersed in this solution for 5 seconds, immediately pulled up vertically from the solution, lightly drained, and air-dried under a nitrogen atmosphere for 1 hour. Next, the film was placed in an oven at 130 ° C. and heat-treated for 1 hour, thereby completing the film formation.
- the core wire was immersed in water for one hour, and then the core wire was strongly picked in water with the abdomen of the thumb and forefinger.
- Example 1 a hydrophilic polymer coating was formed on the core wire surface under the same processing conditions except that ⁇ -methacryloxypropyltrimethoxysilane was used instead of 10-methacryloyloxydecyl dihydrogen phosphate. Formed. The core wire was immersed in water for 1 hour. After that, the core wire was strongly picked in water with the abdomen of the thumb and forefinger, and when one end of the core wire was pulled back and forth between the fingers 10 times, the hydrophilic coating was peeled off.
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- Health & Medical Sciences (AREA)
- Heart & Thoracic Surgery (AREA)
- Surgery (AREA)
- Vascular Medicine (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Media Introduction/Drainage Providing Device (AREA)
- Materials For Medical Uses (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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JP2004173235A JP2007267757A (ja) | 2004-05-14 | 2004-05-14 | ガイドワイヤ |
JP2004-173235 | 2004-05-14 |
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WO2005110507A1 true WO2005110507A1 (ja) | 2005-11-24 |
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PCT/JP2005/006064 WO2005110507A1 (ja) | 2004-05-14 | 2005-03-30 | ガイドワイヤ |
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WO (1) | WO2005110507A1 (ja) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102264402A (zh) * | 2009-01-28 | 2011-11-30 | 泰尔茂株式会社 | 湿润时表面具有润滑性的医疗用具 |
JP2012070978A (ja) * | 2010-09-29 | 2012-04-12 | Terumo Corp | ガイドワイヤ |
CN102264403B (zh) * | 2009-01-28 | 2015-06-03 | 泰尔茂株式会社 | 湿润时表面具有润滑性的医疗用具 |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP5669035B2 (ja) * | 2009-11-24 | 2015-02-12 | 株式会社 ティーアールエス | 潤滑性表面を有する医療用具 |
Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS58173175A (ja) * | 1982-04-05 | 1983-10-12 | Kuraray Co Ltd | 歯科用接着剤 |
JPS59138283A (ja) * | 1983-01-28 | 1984-08-08 | Kuraray Co Ltd | 接着剤 |
JPS59140276A (ja) * | 1983-01-31 | 1984-08-11 | Kuraray Co Ltd | 新規な接着剤 |
JPS60241448A (ja) * | 1984-05-15 | 1985-11-30 | 鐘淵化学工業株式会社 | 医療用具の製法 |
JPH04144567A (ja) * | 1990-10-04 | 1992-05-19 | Terumo Corp | 医療用具 |
JPH07275366A (ja) * | 1994-01-28 | 1995-10-24 | Terumo Corp | ガイドワイヤー |
JPH11116900A (ja) * | 1997-10-21 | 1999-04-27 | Tokuyama Corp | 接着性組成物 |
JP2001129074A (ja) * | 1999-11-08 | 2001-05-15 | Asahi Intecc Co Ltd | 潤滑性ガイディングカテーテルおよびスプリングガイドワイヤ |
JP2002172159A (ja) * | 2000-12-07 | 2002-06-18 | Terumo Corp | 体内埋め込み医療器具 |
-
2004
- 2004-05-14 JP JP2004173235A patent/JP2007267757A/ja active Pending
-
2005
- 2005-03-30 WO PCT/JP2005/006064 patent/WO2005110507A1/ja active Application Filing
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS58173175A (ja) * | 1982-04-05 | 1983-10-12 | Kuraray Co Ltd | 歯科用接着剤 |
JPS59138283A (ja) * | 1983-01-28 | 1984-08-08 | Kuraray Co Ltd | 接着剤 |
JPS59140276A (ja) * | 1983-01-31 | 1984-08-11 | Kuraray Co Ltd | 新規な接着剤 |
JPS60241448A (ja) * | 1984-05-15 | 1985-11-30 | 鐘淵化学工業株式会社 | 医療用具の製法 |
JPH04144567A (ja) * | 1990-10-04 | 1992-05-19 | Terumo Corp | 医療用具 |
JPH07275366A (ja) * | 1994-01-28 | 1995-10-24 | Terumo Corp | ガイドワイヤー |
JPH11116900A (ja) * | 1997-10-21 | 1999-04-27 | Tokuyama Corp | 接着性組成物 |
JP2001129074A (ja) * | 1999-11-08 | 2001-05-15 | Asahi Intecc Co Ltd | 潤滑性ガイディングカテーテルおよびスプリングガイドワイヤ |
JP2002172159A (ja) * | 2000-12-07 | 2002-06-18 | Terumo Corp | 体内埋め込み医療器具 |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102264402A (zh) * | 2009-01-28 | 2011-11-30 | 泰尔茂株式会社 | 湿润时表面具有润滑性的医疗用具 |
EP2392362A4 (en) * | 2009-01-28 | 2014-03-19 | Terumo Corp | MEDICAL DEVICE WITH LUBRICATING SURFACE ON HUMIDIFICATION |
AU2010209003B2 (en) * | 2009-01-28 | 2015-02-05 | Terumo Kabushiki Kaisha | Medical device having surface lubricity in wet state |
CN102264403B (zh) * | 2009-01-28 | 2015-06-03 | 泰尔茂株式会社 | 湿润时表面具有润滑性的医疗用具 |
JP2012070978A (ja) * | 2010-09-29 | 2012-04-12 | Terumo Corp | ガイドワイヤ |
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