WO2004064618B1 - Methods for making oxidation resistant polymeric material - Google Patents

Methods for making oxidation resistant polymeric material

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Publication number
WO2004064618B1
WO2004064618B1 PCT/US2004/000857 US2004000857W WO2004064618B1 WO 2004064618 B1 WO2004064618 B1 WO 2004064618B1 US 2004000857 W US2004000857 W US 2004000857W WO 2004064618 B1 WO2004064618 B1 WO 2004064618B1
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WO
WIPO (PCT)
Prior art keywords
medical implant
polymeric material
antioxidant
forming
linked
Prior art date
Application number
PCT/US2004/000857
Other languages
French (fr)
Other versions
WO2004064618A3 (en
WO2004064618A2 (en
Inventor
Orhun K Muratoglu
Stephen H Spiegelberg
Original Assignee
Massachusetts Gen Hospital
Cambridge Polymer Group Inc
Orhun K Muratoglu
Stephen H Spiegelberg
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Massachusetts Gen Hospital, Cambridge Polymer Group Inc, Orhun K Muratoglu, Stephen H Spiegelberg filed Critical Massachusetts Gen Hospital
Priority to CA 2513538 priority Critical patent/CA2513538C/en
Priority to JP2006500941A priority patent/JP5122126B2/en
Priority to EP04702484.9A priority patent/EP1596755B1/en
Priority to AU2004206826A priority patent/AU2004206826B8/en
Publication of WO2004064618A2 publication Critical patent/WO2004064618A2/en
Publication of WO2004064618A3 publication Critical patent/WO2004064618A3/en
Publication of WO2004064618B1 publication Critical patent/WO2004064618B1/en

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C35/00—Heating, cooling or curing, e.g. crosslinking or vulcanising; Apparatus therefor
    • B29C35/02—Heating or curing, e.g. crosslinking or vulcanizing during moulding, e.g. in a mould
    • B29C35/08—Heating or curing, e.g. crosslinking or vulcanizing during moulding, e.g. in a mould by wave energy or particle radiation
    • B29C35/0805—Heating or curing, e.g. crosslinking or vulcanizing during moulding, e.g. in a mould by wave energy or particle radiation using electromagnetic radiation
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/14—Macromolecular materials
    • A61L27/16—Macromolecular materials obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
    • A61L27/505—Stabilizers
    • 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
    • A61L29/04—Macromolecular materials
    • A61L29/041—Macromolecular materials obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • 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
    • A61L29/143—Stabilizers
    • 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
    • A61L31/04—Macromolecular materials
    • A61L31/048—Macromolecular materials obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • 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
    • A61L31/143—Stabilizers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C43/00—Compression moulding, i.e. applying external pressure to flow the moulding material; Apparatus therefor
    • B29C43/003—Compression moulding, i.e. applying external pressure to flow the moulding material; Apparatus therefor characterised by the choice of material
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/28—Treatment by wave energy or particle radiation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/005—Stabilisers against oxidation, heat, light, ozone
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/15—Heterocyclic compounds having oxygen in the ring
    • C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
    • C08K5/1545—Six-membered rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/04—Homopolymers or copolymers of ethene
    • C08L23/06—Polyethene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2312/00—Crosslinking
    • C08L2312/06—Crosslinking by radiation
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T29/00—Metal working
    • Y10T29/49—Method of mechanical manufacture
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T29/00—Metal working
    • Y10T29/49—Method of mechanical manufacture
    • Y10T29/49995—Shaping one-piece blank by removing material
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31855—Of addition polymer from unsaturated monomers

Abstract

The present invention relates to methods for making oxidation resistant medical devices that comprise polymeric materials, for example, ultra-high molecular weight polyethylene (UHMWPE). The invention also provides methods of making antioxidant-doped medical implants, for example, doping of medical devices containing cross-linked UHMWPE with vitamin E by diffusion and materials used therein.

Claims

AMENDED CLAIMS[received by the International Bureau on 25 May 2005 (25.05.05); Claims 1-8, 11-68, and 71-79 unchanged ; claims 9-10 and 69-70 amended; claims 80-104 added; (10 pages)]
1. A method of making a medical implant comprising: a) providing a polymeric material; b) consolidating the polymeric material; c) irradiating the consolidated polymeric material with ionizing radiation, thereby forming a consolidated and cross-linked polymeric material; d) machining the consolidated and cross-linked polymeric material, thereby forming a medical implant; and e) doping the medical implant with an antioxidant by diffusion, thereby forming an antioxidant-doped cross-linked medical implant.
2. The method of claim 1, wherein the antioxidant-doped medical implant is packaged and sterilized by ionizing radiation or gas sterilization, thereby forming a sterile and cross-linked medical implant.
3. The method of claim 1, wherein the polymeric material is compression molded to another piece or a medical implant, thereby forming an interface or an interlocked hybrid material.
4. The method of claim 1, wherein the consolidated polymeric material is compression molded to another piece, thereby forming an interface and an interlocked hybrid material.
5. The method of claim 1, wherein the doping is carried out by soaking the medical implant in the antioxidant for about an hour or about 16 hours.
6. The method of claim 1, wherein the antioxidant is heated to about 100°C and the doping is carried out at 100°C.
7. The method of claim 1, wherein the antioxidant is heated to about room temperature amd the doping is carried out at room temperature.
8. The method according to claim 1, wherein the cross-linked polymeric material is annealed at a temperature below the melt or above the melt of the consolidated and cross-linked polymeric material.
9. The method according to claim 1, wherein the polymeric material is a polyolefm, a polypropylene, a polyamide, a poly ether ketone, or a mixture thereof. 57
10. The method according to claim 9, wherein the polyolefln is selected from a group consisting of a low-density polyethylene, high-density polyethylene, linear low-density polyethylene, ultra- high molecular weight polyethylene (UHMWPE), or a mixture thereof.
11. The method according to claim 1, wherein the implant comprises medical devices selected from the group consisting of acetabular liner, shoulder glenoid, patellar component, finger joint component, ankle joint component, elbow joint component, wrist joint component, toe joint component, bipolar hip replacements, tibial knee insert, tibial knee inserts with reinforcing metallic and polyethylene posts, intervertebral discs, sutures, tendons, heart valves, stents, vascular grafts.
12. The method according to claim 1, wherein the polymeric material is polymeric resin powder, polymeric flakes, polymeric particles, or the like, or a mixture thereof.
13. The method according to claim 1, wherein the irradiation is carried out in an atmosphere containing between about 1% and about 22% oxygen.
14. The method according to claim I, wherein the irradiation is carried out in an inert atmosphere, wherein the inert atmosphere contains gas selected from the group consisting of nitrogen, argon, helium, neon, or the like, or a combination thereof.
15. The method according to claim 1, wherein the irradiation is carried out in a vacuum.
16. The method according to claim 1, wherein the cross-linked polymeric material is heated in an atmosphere containing between about 1% and about 22% oxygen.
17. The method according to claim 1, wherein the radiation dose is between about 25 and about 1000 kGy.
18. The method according to claim 1, wherein the radiation dose is about 65 kGy, about 75 kGy, or about 100 kGy.
19. The method according to claim 1, wherein the radiation is a gamma irradiation.
20. The method according to claim 1, wherein the radiation is an electron beam, irradiation.
21. The method according to claim 1, wherein reduction of free radicals in the cross-linked polymeric material is achieved by heating the polymeric material in contact with a non-oxidizing medium. 58
22. The method according to claim 1, wherein reduction of free radicals in the cross-linked polymeric material is achieved by contacting with a non-oxidizing medium and heating the medium to above the melting temperature of the cross-linked polymeric material.
23. The method according to claim 22, wherein the non-oxidizing medium is an inert gas.
24. The method according to claim 22, wherein the non-oxidizing medium is an inert fluid.
25. The method according to claim 22, wherein the medium is a polyunsaturated hydrocarbon selected from the group consisting of: acetylenic hydrocarbons such as acetylene; conjugated or unconjugated olefmic hydrocarbons such as butadiene and (meth)acrylate monomers; and sulphur monochloride with chloro-tri-fluoroethylene (CTFE) or acetylene.
26. The method according to claim 1, wherein reduction of free radicals in the cross-linked polymeric material is achieved by heating the polymeric material to above the melting point of the cross-linked polymeric material.
27. The method of claim 1, wherein the medical implant is soaked in a solution, of about 50% by weight, of the antioxidant in ethanol.
28. The method of claim 1, wherein the medical implant is diffused with an antioxidant in a supercritical fluid.
29. The method of claim 28, wherein the supercritical fluid is C02.
30. The method according to claim 1, wherein the antioxidant is vitamin E.
31. The method according to claim 1 , wherein the antioxidant is α-tocopherol.
32. The method of claim 1, wherein the medical implant is a non-permanent medical device.
33. The method of claim 32, wherein the non-permanent medical device is a catheter, a balloon catheter, a tubing, an intravenous tubing, or a suture.
34. A method of making a medical implant comprising: a) providing a polymeric material; b) consolidating the polymeric material; c) machining the consolidated polymeric material, thereby forming a medical implant; d) irradiating the medical implant with ionizing radiation, thereby forming a cross-linked medical implant; and 59 e) doping the medical implant with an antioxidant by diffusion, thereby forming an antioxidant-doped cross-linked medical implant.
35. The method of claim 34, wherein the irradiated and antioxidant-doped medical implant is packaged and sterilized by ionizing radiation or gas sterilization, thereby forming a sterile and cross-linked medical implant.
36. The method of claim 34, wherein the polymeric material is compression molded to another piece or a medical implant, thereby forming an interface or an interlocked hybrid material.
37. The method of claim 34, wherein the consolidated polymeric material is compression molded to another piece, thereby forming an interface and an interlocked hybrid material.
38. The method of claim 34, wherein the doping is carried out by soaking the medical implant in vitamin E for about an hour or about 16 hours.
39. The method of claim 38, wherein the vitamin E is heated to about 100°C and the doping is carried out at 100°C.
40. The method of claim 38, wherein the vitamin E is heated to about room temperature and the doping is carried out at room temperature.
41. A method of making a medical implant comprising: a) providing a polymeric material; b) consolidating the polymeric material; c) doping the consolidated polymeric material with an antioxidant by diffusion; d) machining the antioxidant doped polymeric material, thereby forming an antioxidant doped polymeric material; and e) irradiating the antioxidant doped cross-linked polymeric material by ionizing radiation, . thereby forming an antioxidant doped cross-linked medical implant.
42. The method of claim 41, wherein the irradiated and antioxidant-doped medical implant is packaged and sterilized by ionizing radiation or gas sterilization, thereby forming a sterile and cross-linked medical implant.
43. The method of claim 41, wherein the polymeric material is compression molded to another piece or a medical implant, thereby forming an interface or an interlocked hybrid material. 60
44. The method of claim 41, wherein the consolidated polymeric material iε compression molded to another piece, thereby forming an interface and an interlocked hybrid material.
45. The method of claim 41, wherein the doping is carried out by soaking the medical implant in vitamin E for about an hour or about 16 hours.
46. The method of claim 45, wherein the vitamin E is heated to about 100°C and the doping is carried out at 100°C.
47. The method of claim 45, wherein the vitamin E is heated to about room temperature and the doping is carried out at room temperature.
48. A method of making a medical implant comprising: a) providing a polymeric material; b) consolidating the polymeric material; c) doping the consolidated polymeric material with an antioxidant by diffusion; d) irradiating the antioxidant doped polymeric material by ionizing radiation, thereby forming an antioxidant doped cross-linked polymeric material; and e) machining the cross-linked polymeric material, thereby forming an antioxidant doped cross-linked medical implant.
49. The method of claim 48, wherein the irradiated and antioxidant-doped medical implant is packaged and sterilized by ionizing radiation or gas sterilization, thereby forming a sterile and cross-linked medical implant.
50. The method of claim 48, wherein the polymeric material is compression molded to another piece or a medical implant, thereby forming an interface or an interlocked hybrid material.
51. The method of claim 48, wherein the consolidated polymeric material is compression molded to another piece, thereby forming an interface and an interlocked hybrid material.
52. The method of claim 48, wherein the doping is carried out by soaking the medical implant in vitamin E for about an hour or about 16 hours.
53. The method of claim 52, wherein the vitamin E is heated to about 100°C and the doping is carried out at 100°C.
54. The method of claim 52, wherein the vitamin E is heated to about room temperature εind the doping is carried out at room temperature.
55. A method of making a medical implant comprising: a) providing a polymeric material; b) consolidating the polymeric material; c) machining the consolidated polymeric material, thereby forming a medical implant; d) doping the medical implant with an antioxidant by diffusion, thereby forming an antioxidant doped medical implant; e) packaging the medical implant; and f) irradiating the packaged medical implant by ionizing radiation, thereby forming an antioxidant doped cross-linked and sterile medical implant.
56. The method of claim 55, wherein the polymeric material is compression molded to another piece or a medical implant, thereby forming an interface or an interlocked hybrid material.
57. The method of claim 55, wherein the radiation dose is between about 25 kGy and about 150 kGy.
58. The method of claim 55, wherein the consolidated polymeric material is compression molded to another piece, thereby forming an interface and an interlocked hybrid material.
59. The method of claim 55, wherein the doping is carried out by soaking the medical implant in vitamin E for about an hour or about 16 hours.
60. The method of claim 59, wherein the vitamin E is heated to about 100°C and the doping is carried out at 100°C.
61. The method of claim 59, wherein the vitamin E is heated to about room temperature εind the doping is carried out at room temperature.
62. A method of making a medical implant comprising: a) providing a polymeric material; b) compression molding the polymeric material, thereby forming a medical implant; c) doping the medical implant with an antioxidant by diffusion, thereby forming an antioxidant doped medical implant; d) packaging the medical implant; and 62 e) irradiating the packaged medical implant by ionizing radiation, thereby forming an antioxidant doped cross-linked and sterile medical implant.
63. The method of claim 62, wherein the polymeric material is compression molded to another piece or a medical implant, thereby forming an interface or an interlocked hybrid material. ' •
64. The method of claim 62, wherein the radiation dose is between about 25 kGy and about 150 kGy.
65. The method of claim 62, wherein the doping is carried out by soaking the medical implant in vitamin E for about an hour or about 16 hours.
66. The method of claim 65, wherein the vitamin E is heated to about 100°C and the doping is carried out at 100°C.
67. The method of claim 65, wherein the vitamin E is heated to about room temperature and the doping is carried out at room temperature.
68. The method according to claim 62, wherein the interlocked hybrid material is annealed at a temperature below the melt or above the melt of the cross-linked polymeric material.
69. The method according to claim 62, wherein the polymeric material is a polyolef , a polypropylene, a polyamide, a poly ether ketone, or a mixture thereof.
70. The method according to claim 69, wherein the polyolefin is selected from a group consisting of a low-density polyethylene, high-density polyethylene, linear low-density polyethylene, ultra- high molecular weight polyethylene (UHMWPE), or a mixture thereof.
71. The method according to claim 62, wherein the implant comprises medical devices selected from the group consisting of acetabular liner, shoulder glenoid, patellar component, finger joint component, ankle joint component, elbow joint component, wrist joint component, toe joint component, bipolar hip replacements, tibial knee insert, tibial knee inserts with reinforcing metallic and polyethylene posts, intervertebral discs, sutures, tendons, heart valves, stents, vascular grafts.
72. The method according to claim 62, wherein the polymeric material is polymeric resin powder, polymeric flakes, polymeric particles, or the like, or a mixture thereof.
73. The method according to claim 62, wherein the piece is metallic or non metallic.
74. The method according to claim 62, wherein the piece is a metal, a ceramic, or a polymer. 63
75. The method according to claim 62, wherein the interface is a metal-polymer.
76. The method according to claim 62, wherein the interface is a metal-ceramic.
77. A method of making a medical implant comprising: a) providing a consolidated polymeric material; b) irradiating the consolidated polymeric material with ionizing radiation, thereby forming a consolidated and cross-linked polymeric material; c) machining the consolidated and cross-linked polymeric material, thereby forming a medical implant; and d) doping the medical implant with an antioxidant by diffusion, thereby forming an antioxidant-doped cross-linked medical implant.
78. A polymeric material containing detectable residual free radicals, wherein the polymeric material is non-oxidizing and cross-linked.
79. A medical implant comprising non-oxidizing cross-linked polymeric material containing detectable residual free radicals.
80. A method of making a medical implant comprising: a) providing a consolidated polymeric material; b) machining the consolidated polymeric material, thereby forming a medical implant; c) irradiating the medical implant with ionizing radiation, thereby forming a cross-linked medical implant; d) doping the medical implant with an antioxidant, thereby forming an antioxidant-doped cross-linked medical implant; e) annealing antioxidant-doped cross-linked medical implant at a temperature below the melting point of the polymeric material; f) packaging the medical implant; and e) sterilizing the packaged medical implant by ionizing radiation or gas sterilization, thereby forming an antioxidant-doped cross-linked and sterile medical implant.
81. The method according to claim 80, wherein the radiation is an electron beam or a gamma irradiation.
82. The method according to claim 80, wherein the radiation dose is between about 25 and about 1000 kGy.
83. The method according to claim 80, wherein the radiation dose is about 75 kGy or about 100 kGy.
84. The method according to claim 80, wherein the antioxidant is α-tocopherol,
85. The method according to claim 80, wherein the antioxidant is vitamin E.
86. The method of claim 80, wherein the medical implant is doped by immersing in α- tocopherol.
87. The method of claim 80, wherein the doping is emiied out by imiiici aiiig the uiudlυαl implant in α-tocopherol at room temperature to a temperature below the melting point of the polymeric material for at least one minute to about 16 hours.
88. The method of claim 80, wherein the doping is carried out by immersing the medical implant in α-tocopherol at about 120°C for at least one minute, about two hours, or about four hours.
89. The method of claim 80, wherein the antioxidant-doped cross-linked medical implant is annealed in contact with air or an inert atmosphere at room temperature to a temperature below the melting point of the polymeric material for at least one minute to about 16 hours.
90. The method of claim 80, wherein the antioxidant-doped cross-linked medical implant is annealed in contact with air or an inert atmosphere at about 120°C for at least one minute, about two hours, or for about four hours.
91. The method of claim 90, wherein the inert atmosphere contains gas selected from the group consisting of nitrogen, argon, helium, neon, or the like, or a combination thereof.
92. The method of claim 80, wherein the antioxidant-doped cross-linked medical implant is annealed in contact with air or argon gas at about 120°C for at least one minute, about two hours, or about four hours.
93. The method according to claim 80, wherein the polymeric material is a polyolefm, a polypropylene, a polyamide, a poly ether ketone, or a mixture thereof.
94. The method according to claim 93, wherein the polyolefm is selected from a group consisting of a low-density polyethylene, high-density polyethylene, linear low-density polyethylene, ultra- high molecular weight polyethylene (UHMWPE), or a mixture thereof. 65
95. The method according to claim 80, wherein the implant comprises medical devices selected from the group consisting of acetabular liner, shoulder glenoid, patellar component, finger joint component, ankle joint component, elbow joint component, wrist joint component, toe joint component, bipolar hip replacements, tibial knee insert, tibial knee inserts with reinforcing metallic and polyethylene posts, intervertebral discs, sutures, tendons, heart valves, stents, vascular grafts.
96. The method according to claim 80, wherein the polymeric material is polymeric resin powder, polymeric flakes, polymeric particles, or the like, or a mixture thereof.
97. The method of claim 80, wherein the polymeric material is compression molded to εmother piece or a medical implant, thereby forming an interface or an interlocked hybrid material.
98. The method of claim 80, wherein the consolidated polymeric material is compression molded to another piece, thereby forming an interface and an interlocked hybrid material.
99. The method according to claim 80, wherein the irradiation is carried out in an atmosphere containing between about 1% and about 22% oxygen.
100. The method according to claim 80, wherein the irradiation is carried out in an inert atmosphere, wherein the inert atmosphere contains gas selected from the group consisting of nitrogen, argon, helium, neon, or the like, or a combination thereof.
101. The method according to claim 80, wherein the irradiation is carried out in a vacuum,
102. The method according to claim 80, wherein the cross-linked polymeric material is heated in an atmosphere containing between about 1% and about 22% oxygen.
103. The method of claim 80, wherein the medical implant is a non-permanent medical device.
104. The method of claim 103, wherein the non-permanent medical device is a catheter, a balloon catheter, a tubing, an intravenous tubing, or a suture.
PCT/US2004/000857 2003-01-16 2004-01-15 Methods for making oxidation resistant polymeric material WO2004064618A2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CA 2513538 CA2513538C (en) 2003-01-16 2004-01-15 Methods for making oxidation resistant polymeric material
JP2006500941A JP5122126B2 (en) 2003-01-16 2004-01-15 Method for producing oxidation-resistant polymer material
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