WO2008124825A3 - An antioxidant stabilized crosslinked ultra-high molecular weight polyethylene for medical device applications - Google Patents

An antioxidant stabilized crosslinked ultra-high molecular weight polyethylene for medical device applications Download PDF

Info

Publication number
WO2008124825A3
WO2008124825A3 PCT/US2008/059909 US2008059909W WO2008124825A3 WO 2008124825 A3 WO2008124825 A3 WO 2008124825A3 US 2008059909 W US2008059909 W US 2008059909W WO 2008124825 A3 WO2008124825 A3 WO 2008124825A3
Authority
WO
WIPO (PCT)
Prior art keywords
uhmwpe
antioxidant
molecular weight
medical device
high molecular
Prior art date
Application number
PCT/US2008/059909
Other languages
French (fr)
Other versions
WO2008124825A2 (en
Inventor
Dirk Pletcher
Hallie E. Brinkerhuff
Werner Schneider
Ray Gsell
Toni Rowe
Alicia Rufner
John Knight
Original Assignee
Zimmer, Inc.
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 Zimmer, Inc. filed Critical Zimmer, Inc.
Priority to AT08745507T priority Critical patent/ATE544476T1/en
Priority to EP12167580.5A priority patent/EP2564882B1/en
Priority to AU2008236996A priority patent/AU2008236996B2/en
Priority to JP2010503206A priority patent/JP2010523805A/en
Priority to CA2678459A priority patent/CA2678459C/en
Priority to ES08745507T priority patent/ES2378721T3/en
Priority to EP12167581.3A priority patent/EP2578248B1/en
Priority to EP08745507A priority patent/EP2150285B1/en
Publication of WO2008124825A2 publication Critical patent/WO2008124825A2/en
Publication of WO2008124825A3 publication Critical patent/WO2008124825A3/en

Links

Classifications

    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
    • A61B17/00—Surgical instruments, devices or methods, e.g. tourniquets
    • A61B17/56—Surgical instruments or methods for treatment of bones or joints; Devices specially adapted therefor
    • A61B17/58—Surgical instruments or methods for treatment of bones or joints; Devices specially adapted therefor for osteosynthesis, e.g. bone plates, screws, setting implements or the like
    • A61B17/68—Internal fixation devices, including fasteners and spinal fixators, even if a part thereof projects from the skin
    • A61B17/80—Cortical plates, i.e. bone plates; Instruments for holding or positioning cortical plates, or for compressing bones attached to cortical plates
    • A61B17/8085—Cortical plates, i.e. bone plates; Instruments for holding or positioning cortical plates, or for compressing bones attached to cortical plates with pliable or malleable elements or having a mesh-like structure, e.g. small strips
    • 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
    • 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
    • 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
    • C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
    • 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
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
    • C08J2323/26—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers modified by chemical after-treatment
    • 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
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31—Surface property or characteristic of web, sheet or block
    • 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
    • Y10T428/31—Surface property or characteristic of web, sheet or block
    • Y10T428/315—Surface modified glass [e.g., tempered, strengthened, etc.]

Abstract

An antioxidant combined with UHMWPE prior to subjecting the UHMWPE to crosslinking irradiation. In one exemplary embodiment, the antioxidant is tocopherol. After the antioxidant is combined with the UHMWPE, the resulting blend may be formed into slabs, bar stock, and/or incorporated into a substrate, such as a metal, for example. The resulting product may then be subjected to crosslinking irradiation. In one exemplary embodiment, the UHMWPE blend is preheated prior to subjecting the same to crosslinking irradiation. Once irradiated, the UHMWPE blended product may be machined, packaged, and sterilized in accordance with conventional techniques.
PCT/US2008/059909 2007-04-10 2008-04-10 An antioxidant stabilized crosslinked ultra-high molecular weight polyethylene for medical device applications WO2008124825A2 (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
AT08745507T ATE544476T1 (en) 2007-04-10 2008-04-10 ANTIOXIDANT STABILIZED CROSS-LINKED ULTRA HIGH MOLECULAR POLYETHYLENE FOR MEDICAL DEVICE APPLICATIONS
EP12167580.5A EP2564882B1 (en) 2007-04-10 2008-04-10 An antioxidant stabilized crosslinked ultra-high molecular weight polyethylene for medical device applications
AU2008236996A AU2008236996B2 (en) 2007-04-10 2008-04-10 An antioxidant stabilized crosslinked ultra-high molecular weight polyethylene for medical device applications
JP2010503206A JP2010523805A (en) 2007-04-10 2008-04-10 Antioxidant stabilized cross-linked ultra high molecular weight polyethylene for medical device applications
CA2678459A CA2678459C (en) 2007-04-10 2008-04-10 An antioxidant stabilized crosslinked ultra-high molecular weight polyethylene for medical device applications
ES08745507T ES2378721T3 (en) 2007-04-10 2008-04-10 Ultra high molecular weight crosslinked polyethylene stabilized by antioxidants for applications in medical devices
EP12167581.3A EP2578248B1 (en) 2007-04-10 2008-04-10 An antioxidant stabilized crosslinked ultra-high molecular weight polyethylene for medical device applications
EP08745507A EP2150285B1 (en) 2007-04-10 2008-04-10 An antioxidant stabilized crosslinked ultra-high molecular weight polyethylene for medical device applications

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US92273807P 2007-04-10 2007-04-10
US60/922,738 2007-04-10

Publications (2)

Publication Number Publication Date
WO2008124825A2 WO2008124825A2 (en) 2008-10-16
WO2008124825A3 true WO2008124825A3 (en) 2009-12-17

Family

ID=39540499

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2008/059909 WO2008124825A2 (en) 2007-04-10 2008-04-10 An antioxidant stabilized crosslinked ultra-high molecular weight polyethylene for medical device applications

Country Status (8)

Country Link
US (6) US20080319137A1 (en)
EP (4) EP2564882B1 (en)
JP (1) JP2010523805A (en)
AT (1) ATE544476T1 (en)
AU (1) AU2008236996B2 (en)
CA (1) CA2678459C (en)
ES (2) ES2378721T3 (en)
WO (1) WO2008124825A2 (en)

Families Citing this family (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8563623B2 (en) 1996-02-13 2013-10-22 The General Hospital Corporation Radiation melt treated ultra high molecular weight polyethylene prosthetic devices
US8865788B2 (en) * 1996-02-13 2014-10-21 The General Hospital Corporation Radiation and melt treated ultra high molecular weight polyethylene prosthetic devices
EP2664299A1 (en) * 2003-01-16 2013-11-20 Massachusetts General Hospital Methods For Making Oxidation Resistant Polymeric Material
ES2396794T3 (en) 2005-08-18 2013-02-27 Zimmer Gmbh Ultra-high molecular weight polyethylene articles and methods for forming ultra-high molecular weight polyethylene articles
EP2564882B1 (en) 2007-04-10 2021-05-19 Zimmer, Inc. An antioxidant stabilized crosslinked ultra-high molecular weight polyethylene for medical device applications
US8664290B2 (en) 2007-04-10 2014-03-04 Zimmer, Inc. Antioxidant stabilized crosslinked ultra-high molecular weight polyethylene for medical device applications
JP6223653B2 (en) * 2007-09-04 2017-11-01 スミス・アンド・ネフュー・オルソペディクス・アーゲー Ultra high molecular weight polyethylene for joint surfaces
WO2009097412A2 (en) 2008-01-30 2009-08-06 Zimmer, Inc. Othopedic component of low stiffness
US8586667B2 (en) * 2008-05-13 2013-11-19 Smith & Nephew Orthopaedics Ag Oxidation resistant highly-crosslinked UHMWPE
US8133436B2 (en) 2008-08-05 2012-03-13 Howmedica Osteonics Corp. Polyethylene cross-linked with an anthocyanin
EP2346941A1 (en) 2008-11-20 2011-07-27 Zimmer GmbH Polyethylene materials
WO2010096771A2 (en) * 2009-02-20 2010-08-26 The General Hospital Corporation Dba High temperature melting
US8771369B2 (en) * 2009-03-31 2014-07-08 Zimmer, Inc. Surface modification of ultrahigh molecular weight polyethylene
US20120070600A1 (en) * 2009-05-20 2012-03-22 Muratoglu Orhun K Metods of preventing oxidation
DE102009023651B4 (en) * 2009-05-26 2021-07-01 Aesculap Ag Process for the production of a polyethylene doped with a stabilizer and use of a polyethylene produced by this process
MX348463B (en) 2009-11-11 2017-06-14 Borealis Ag Crosslinkable polymer composition and cable with advantageous electrical properties.
GB0922339D0 (en) 2009-12-21 2010-02-03 Mcminn Derek J W Acetabular cup prothesis and introducer thereof
MX2012011777A (en) * 2010-04-14 2012-12-17 Borealis Ag Crosslinkable polymer composition and cable with advantageous electrical properties.
US8399535B2 (en) 2010-06-10 2013-03-19 Zimmer, Inc. Polymer [[s]] compositions including an antioxidant
EP2635316A1 (en) 2010-11-03 2013-09-11 Zimmer, Inc. Polymer articles having chemically bonded agents and methods of making the same
US20120109301A1 (en) 2010-11-03 2012-05-03 Zimmer, Inc. Modified Polymeric Materials And Methods Of Modifying Polymeric Materials
KR102025299B1 (en) 2010-12-13 2019-09-25 사이텍 테크놀러지 코포레이션 Processing additives and uses of same in rotational molding
US11267951B2 (en) 2010-12-13 2022-03-08 Cytec Technology Corp. Stabilizer compositions containing substituted chroman compounds and methods of use
EP2578606B2 (en) * 2011-10-04 2019-08-28 Borealis AG Process for the production of polyolefins wherein an antioxidant is fed to the reaction mixture during the process
KR102214704B1 (en) * 2012-06-13 2021-02-10 사이텍 테크놀러지 코포레이션 Stabilizer compositions containing substituted chroman compounds and methods of use
DE102013100529A1 (en) * 2013-01-18 2014-07-24 Bredent Gmbh & Co. Kg Anchoring element and method of manufacture
WO2015050851A1 (en) 2013-10-01 2015-04-09 Zimmer, Inc. Polymer compositions comprising one or more protected antioxidants
CA2927056A1 (en) 2013-10-17 2015-04-23 The General Hospital Corporation Peroxide cross-linking and high temperature melting
WO2015095790A1 (en) * 2013-12-20 2015-06-25 The Brigham And Women's Hospital, Inc. Ductile crosslinked polymers and methods of making the same
EP3116941A1 (en) 2014-03-12 2017-01-18 Zimmer, Inc. Melt-stabilized ultra high molecular weight polyethylene and method of making the same
US20150266210A1 (en) * 2014-03-21 2015-09-24 Howmedica Osteonics Corp. Annealing method for cross-linked polyethylene
WO2016090084A1 (en) * 2014-12-03 2016-06-09 Zimmer, Inc. Antioxidant-infused ultra high molecular weight polyethylene
CN107667137A (en) * 2015-03-25 2018-02-06 捷迈有限公司 The ultra-high molecular weight polyethylene of melt stability
CN105173970B (en) * 2015-09-29 2017-11-28 上海化工研究院有限公司 A kind of ultra-high molecular weight polyethylene elevator sliding guide shoe shoe guide and preparation method thereof
EP3544724A4 (en) 2016-11-22 2020-10-14 Elektrofi, Inc Particles comprising a therapeutic or diagnostic agent and suspensions and methods of use thereof
JP2018131533A (en) * 2017-02-15 2018-08-23 オリンパス株式会社 Paint for medical equipment, and medical equipment
JP6340448B1 (en) * 2017-03-21 2018-06-06 旭化成株式会社 Polyethylene polymer powder and method for producing the same
EP3658612A4 (en) * 2017-07-25 2021-06-02 Elektrofi, Inc. Formation of particles including agents
US11667762B2 (en) 2017-08-29 2023-06-06 The General Hospital Corporation UV-initiated reactions in polymeric materials
CN108411495B (en) * 2018-02-07 2020-08-11 清华大学 Osteoinductive membrane and preparation method thereof
JP7131931B2 (en) * 2018-03-15 2022-09-06 三井化学株式会社 Method for producing olefin polymer
WO2020160323A2 (en) 2019-01-31 2020-08-06 Elektrofi, Inc. Particle formation and morphology
AU2020344675A1 (en) 2019-09-13 2022-03-31 Elektrofi, Inc. Compositions and methods for the delivery of therapeutic biologics for treatment of disease
DE102021103016A1 (en) * 2021-02-09 2022-08-11 Aesculap Ag Process for the production of a sliding surface element, sliding surface element and knee joint endoprosthesis

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001080778A1 (en) * 2000-04-27 2001-11-01 The Orthopaedic Hospital Oxidation-resistant and wear-resistant polyethylenes for human joint replacements and methods for making them
WO2004064618A2 (en) * 2003-01-16 2004-08-05 Massachusetts General Hospital Methods for making oxidation resistant polymeric material
WO2004101009A1 (en) * 2003-05-19 2004-11-25 Klaus Lederer Crosslinked, ultrahigh molecular weight polyethylene (uhmw-pe)
WO2007019874A1 (en) * 2005-08-18 2007-02-22 Zimmer Gmbh Ultra high molecular weight polyethylene articles and methods of forming ultra high molecular weight polyethylene articles
WO2008113388A1 (en) * 2007-03-20 2008-09-25 Plus Orthopedics Ag Oxidation resistant highly-crosslinked uhmwpe

Family Cites Families (116)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CS221403B1 (en) 1981-12-23 1983-04-29 Bretislav Dolezel Method of hygienic faultless stabilization of the polyolefine against thermooxidation and photooxidation degradation
CS221405B1 (en) 1981-12-23 1983-04-29 Ludmila Adamirova Method of hygienically harmless stabilization of the polyolefine against degradation by ionizing radiation
WO1989000755A1 (en) 1986-01-14 1989-01-26 Raychem Corporation Conductive polymer composition
US5308549A (en) 1991-11-12 1994-05-03 Hoffmann-La Roche Inc. Stabilizers for thermo plastic materials
US5282861A (en) 1992-03-11 1994-02-01 Ultramet Open cell tantalum structures for cancellous bone implants and cell and tissue receptors
US5414049A (en) * 1993-06-01 1995-05-09 Howmedica Inc. Non-oxidizing polymeric medical implant
US5559167A (en) 1993-07-22 1996-09-24 General Electric Company Gamma irradiated thermoplastics and articles
AU7634094A (en) 1993-08-20 1995-03-21 Smith & Nephew Richards Inc. Self-reinforced ultra-high molecular weight polyethylene composites
DE69423661T2 (en) 1993-12-28 2000-11-23 Dainippon Printing Co Ltd Thermal transfer recording layer using a specific dye
TW317568B (en) 1994-04-13 1997-10-11 Ciba Sc Holding Ag
US20050125074A1 (en) * 1995-01-20 2005-06-09 Ronald Salovey Crosslinking of polyethylene for low wear using radiation and thermal treatments
CA2166450C (en) * 1995-01-20 2008-03-25 Ronald Salovey Chemically crosslinked ultrahigh molecular weight polyethylene for artificial human joints
US5879398A (en) 1995-02-14 1999-03-09 Zimmer, Inc. Acetabular cup
US5577368A (en) * 1995-04-03 1996-11-26 Johnson & Johnson Professional, Inc. Method for improving wear resistance of polymeric bioimplantable components
US6087559A (en) 1995-06-07 2000-07-11 Pioneer Hi-Bred International, Inc. Plant cells and plants transformed with Streptococcus mutans genes encoding wild-type or mutant glucosyltransferase B enzymes
WO1997014725A1 (en) * 1995-10-18 1997-04-24 Chisso Corporation Olefin (co)polymer composition, process for producing the same, catalyst for (co)polymerizing olefin, and process for producing the same
KR100288854B1 (en) * 1995-12-01 2001-09-17 고토 기치 Resin molding
US8563623B2 (en) * 1996-02-13 2013-10-22 The General Hospital Corporation Radiation melt treated ultra high molecular weight polyethylene prosthetic devices
ATE300964T1 (en) 1996-02-13 2005-08-15 Massachusetts Inst Technology RADIATED AND MELT-TREATED ULTRA HIGH MOLECULAR POLYETHYLENE PROSTHESES
US20020156536A1 (en) * 1996-02-13 2002-10-24 Harris William H. Polyethylene hip joint prosthesis with extended range of motion
US5879400A (en) * 1996-02-13 1999-03-09 Massachusetts Institute Of Technology Melt-irradiated ultra high molecular weight polyethylene prosthetic devices
US8865788B2 (en) * 1996-02-13 2014-10-21 The General Hospital Corporation Radiation and melt treated ultra high molecular weight polyethylene prosthetic devices
US5753182A (en) * 1996-02-14 1998-05-19 Biomet, Inc. Method for reducing the number of free radicals present in ultrahigh molecular weight polyethylene orthopedic components
US5721334A (en) 1996-02-16 1998-02-24 Newyork Society For The Ruptured And Crippled Maintaining The Hospital For Special Surgery Process for producing ultra-high molecular weight low modulus polyethylene shaped articles via controlled pressure and temperature and compositions and articles produced therefrom
US6087553A (en) * 1996-02-26 2000-07-11 Implex Corporation Implantable metallic open-celled lattice/polyethylene composite material and devices
US6228900B1 (en) * 1996-07-09 2001-05-08 The Orthopaedic Hospital And University Of Southern California Crosslinking of polyethylene for low wear using radiation and thermal treatments
JP2000514481A (en) * 1996-07-09 2000-10-31 ザ オーソピーディック ホスピタル Crosslinking of low wear polyethylene using radiation and heat treatment
US5827904A (en) * 1996-09-27 1998-10-27 Hahn; David Medical implant composition
US6017975A (en) * 1996-10-02 2000-01-25 Saum; Kenneth Ashley Process for medical implant of cross-linked ultrahigh molecular weight polyethylene having improved balance of wear properties and oxidation resistance
EP0972800A4 (en) * 1997-04-02 2004-06-16 Chisso Corp Modified olefin (co)polymer composition, process for preparing the same, and modified olefin (co)polymer composition molding
JP4315261B2 (en) 1998-02-25 2009-08-19 ナカシマメディカル株式会社 Sliding member for artificial joint and manufacturing method
US6692679B1 (en) * 1998-06-10 2004-02-17 Depuy Orthopaedics, Inc. Cross-linked molded plastic bearings
CN1308623A (en) 1998-07-06 2001-08-15 伊斯曼化学公司 Method of production of vitamin E
US6204257B1 (en) 1998-08-07 2001-03-20 Universtiy Of Kansas Water soluble prodrugs of hindered alcohols
EP0995449A1 (en) * 1998-10-21 2000-04-26 Sulzer Orthopädie AG UHMW-polyethylene for implants
SE9900519D0 (en) * 1999-02-17 1999-02-17 Lars Lidgren A method for the preparation of UHMWPE doped with an antioxidant and an implant made thereof
JP2003500174A (en) * 1999-05-27 2003-01-07 フアルマシア・コーポレーシヨン Biomaterials modified with superoxide dismutase mimics
US6245276B1 (en) * 1999-06-08 2001-06-12 Depuy Orthopaedics, Inc. Method for molding a cross-linked preform
US6627141B2 (en) * 1999-06-08 2003-09-30 Depuy Orthopaedics, Inc. Method for molding a cross-linked preform
US6432349B1 (en) * 1999-06-29 2002-08-13 Zimmer, Inc. Process of making an articulating bearing surface
US6184265B1 (en) * 1999-07-29 2001-02-06 Depuy Orthopaedics, Inc. Low temperature pressure stabilization of implant component
US6365089B1 (en) 1999-09-24 2002-04-02 Zimmer, Inc. Method for crosslinking UHMWPE in an orthopaedic implant
US6620198B2 (en) * 1999-10-07 2003-09-16 Exactech, Inc. Composite bearing inserts for total knee joints
US6664317B2 (en) * 2000-02-18 2003-12-16 Ciba Specialty Chemicals Corporation Stabilized gamma irradiated polyolefins
US6391390B1 (en) 2000-03-22 2002-05-21 Basf Corporation Curable coating composition with improved durability
US6503439B1 (en) * 2000-06-15 2003-01-07 Albert H. Burstein Process for forming shaped articles of ultra high molecular weight polyethylene suitable for use as a prosthetic device or a component thereof
US6558794B1 (en) * 2000-06-26 2003-05-06 Technology Assessment & Transfer, Inc. Ceramic particulate reinforced orthopedic implants
AU2001287574A1 (en) 2000-06-30 2002-01-08 Ingenium Pharmaceuticals Ag Human g protein-coupled receptor igpcr20, and uses thereof
US6818172B2 (en) * 2000-09-29 2004-11-16 Depuy Products, Inc. Oriented, cross-linked UHMWPE molding for orthopaedic applications
US7205339B2 (en) * 2000-12-12 2007-04-17 Massachusetts General Hospital Selective controlled manipulation of polymers
US6547828B2 (en) * 2001-02-23 2003-04-15 Smith & Nephew, Inc. Cross-linked ultra-high molecular weight polyethylene for medical implant use
EP2258760B1 (en) * 2001-09-25 2014-06-25 ExxonMobil Chemical Patents Inc. Plasticised polyvinyl chloride
US8524884B2 (en) * 2001-10-30 2013-09-03 Colorado State University Research Foundation Outer layer material having entanglement of hydrophobic polymer hostblended with a maleated hydrophobic polymer co-host, and hydrophilic polymer guest
EP1467854A4 (en) 2001-12-12 2007-01-10 Depuy Products Inc Orthopaedic device and method for making same
US6852772B2 (en) * 2002-01-04 2005-02-08 Massachusetts Gerneral Hospital High modulus crosslinked polyethylene with reduced residual free radical concentration prepared below the melt
US7595074B2 (en) 2002-04-05 2009-09-29 University Of Massachusetts Lowell Polymeric antioxidants
AU2003262390A1 (en) * 2002-04-19 2003-11-03 Gammatron (Pty) Ltd Method of increasing the hydrostatic stress strength of a polymer
WO2004000159A2 (en) * 2002-06-21 2003-12-31 Massachusetts General Hospital Metal back or mesh crosslinking
WO2004009690A2 (en) * 2002-07-18 2004-01-29 Exxonmobil Chemical Patents Inc. Ultraviolet radiation stabilized polyolefins
US8337968B2 (en) 2002-09-11 2012-12-25 Boston Scientific Scimed, Inc. Radiation sterilized medical devices comprising radiation sensitive polymers
US6976999B2 (en) 2002-11-19 2005-12-20 Zimmer Technology, Inc. Prosthetic device and method of making the same
US6933026B2 (en) * 2003-02-06 2005-08-23 Aradgim Corporation Method to reduce damage caused by irradiation of halogenated polymers
US6853772B2 (en) * 2003-05-13 2005-02-08 3M Innovative Properties Company Fiber grating writing interferometer with continuous wavelength tuning and chirp capability
US20040265165A1 (en) 2003-06-30 2004-12-30 Depuy Products, Inc. Free radical quench process for irradiated ultrahigh molecular weight polyethylene
US7214764B2 (en) * 2003-06-30 2007-05-08 Depuy Products, Inc. Free radical quench process for irradiated ultrahigh molecular weight polyethylene
JP2005054145A (en) 2003-08-07 2005-03-03 Mitsubishi Gas Chem Co Inc (meth)acrylate resin cured material having gas barrier property, coating, adhesive and film
US7205051B2 (en) * 2003-09-30 2007-04-17 Depuy Products, Inc. Medical implant or medical implant part
US7034097B2 (en) * 2004-01-13 2006-04-25 Lexmark International, Inc. Polyurethane elastomers with combination of curatives
EP1720485B8 (en) * 2004-02-03 2016-10-12 The General Hospital Corporation Highly crystalline cross-linked oxidation-resistant polyethylene
US7833452B2 (en) * 2004-05-11 2010-11-16 The General Hospital Corporation Method for making oxidation resistant polymeric material
US7384430B2 (en) * 2004-06-30 2008-06-10 Depuy Products, Inc. Low crystalline polymeric material for orthopaedic implants and an associated method
US7344672B2 (en) * 2004-10-07 2008-03-18 Biomet Manufacturing Corp. Solid state deformation processing of crosslinked high molecular weight polymeric materials
US7235592B2 (en) * 2004-10-12 2007-06-26 Zimmer Gmbh PVA hydrogel
GB0422666D0 (en) 2004-10-12 2004-11-10 Benoist Girard Sas Prosthetic acetabular cups
US7335697B2 (en) * 2004-12-23 2008-02-26 Depuy Products, Inc. Polymer composition comprising cross-linked polyethylene and methods for making the same
US7435372B2 (en) * 2005-03-31 2008-10-14 Zimmer, Inc. Liquid bath annealing of polymers for orthopaedic implants
EP1888136A2 (en) * 2005-05-18 2008-02-20 The General Hospital Corporation doing business as Massachusetts General Hospital Hydrogels and hydrogel particles
AU2012203503B2 (en) 2005-08-18 2014-01-30 Zimmer Gmbh Ultra high molecular weight polyethylene articles and methods of forming ultra high molecular weight polyethylene articles
US8461225B2 (en) * 2005-08-22 2013-06-11 The General Hospital Corporation Oxidation resistant homogenized polymeric material
EP2441781A1 (en) * 2005-08-22 2012-04-18 The General Hospital Corporation d/b/a Massachusetts General Hospital Highly crystalline polyethylene
JP2009504898A (en) 2005-08-22 2009-02-05 ザ ジェネラル ホスピタル コーポレイション ディー ビー エイ マサチューセッツ ジェネラル ホスピタル Abrasion-resistant highly cross-linked polyethylene manufactured below the melting temperature
US20070077268A1 (en) * 2005-09-30 2007-04-05 Depuy Products, Inc. Hydrophobic carrier modified implants for beneficial agent delivery
EP1966293A1 (en) * 2005-10-27 2008-09-10 Polnox Corporation Stabilized polyolefin compositions
US7705176B2 (en) 2005-10-27 2010-04-27 Polnox Corporation Macromolecular antioxidants based on sterically hindered phenols and phosphites
US7615075B2 (en) * 2005-11-04 2009-11-10 Rush University Medical Center Plastic implant impregnated with a degradation protector
WO2007056561A2 (en) 2005-11-09 2007-05-18 Liquidia Technologies, Inc. Medical device, materials, and methods
US7635725B2 (en) 2006-02-21 2009-12-22 The Brigham And Women's Hospital, Inc. Crosslinked polymers
US20070232762A1 (en) * 2006-03-31 2007-10-04 Depuy Products, Inc. Bearing material of medical implant having reduced wear rate and method for reducing wear rate
US20070239283A1 (en) 2006-04-11 2007-10-11 Berger Richard A Acetabular cup conversion ring
CA2653200A1 (en) * 2006-05-25 2007-12-06 The General Hospital Corporation Anti-cross-linking agents and methods for inhibiting cross-linking of injectable hydrogel formulations
ITMI20061375A1 (en) * 2006-07-14 2008-01-15 Fabio Conteduca SYNTHETIC MAINTENANCE WITH REDUCED OXIDABILITY AND RELATIVE PREPARATION PROCESS
JP4902455B2 (en) 2006-08-01 2012-03-21 東レ東燃機能膜合同会社 Polyolefin multilayer microporous membrane, method for producing the same, battery separator and battery
DE602007009345D1 (en) 2006-08-25 2010-11-04 Depuy Products Inc Material for carrying a medical implant
JP2010508405A (en) 2006-10-30 2010-03-18 スミス アンド ネフュー オーソペディックス アーゲー Method involving polyethylene cross-linking or using cross-linked polyethylene
US7966043B2 (en) 2006-12-09 2011-06-21 Cisco Technology, Inc. Method for creating multiple-input-multiple-output channel with beamforming using signals transmitted from single transmit antenna
ATE555636T1 (en) 2007-01-25 2012-05-15 Gen Hospital Corp METHOD FOR PRODUCING OXIDATION-RESISTANT CROSS-LINKED POLYMER MATERIAL
WO2008101116A1 (en) 2007-02-14 2008-08-21 Brigham And Women's Hospital, Inc. Crosslinked polymers and methods of making the same
AU2008222967B2 (en) * 2007-03-02 2012-12-13 Cambridge Polymer Group, Inc. Cross-linking of antioxidant-containing polymers
US8664290B2 (en) 2007-04-10 2014-03-04 Zimmer, Inc. Antioxidant stabilized crosslinked ultra-high molecular weight polyethylene for medical device applications
EP2564882B1 (en) * 2007-04-10 2021-05-19 Zimmer, Inc. An antioxidant stabilized crosslinked ultra-high molecular weight polyethylene for medical device applications
US8641959B2 (en) * 2007-07-27 2014-02-04 Biomet Manufacturing, Llc Antioxidant doping of crosslinked polymers to form non-eluting bearing components
JP6223653B2 (en) 2007-09-04 2017-11-01 スミス・アンド・ネフュー・オルソペディクス・アーゲー Ultra high molecular weight polyethylene for joint surfaces
US20100292374A1 (en) 2007-10-05 2010-11-18 Anuj Bellare Crosslinked polymers and methods of making the same
WO2009060043A2 (en) 2007-11-06 2009-05-14 Dsm Ip Assets Bv Process for producing high molecular weight polyethylene
WO2009097412A2 (en) * 2008-01-30 2009-08-06 Zimmer, Inc. Othopedic component of low stiffness
US7806064B2 (en) 2008-03-12 2010-10-05 Wellman John G Friction reducing pollution control system for marine vehicles
GB0812890D0 (en) 2008-07-11 2008-08-20 Smith & Nephew Orthopaedics Ag Compositions and methods of making compositions
EP2346941A1 (en) * 2008-11-20 2011-07-27 Zimmer GmbH Polyethylene materials
KR101740743B1 (en) 2009-05-04 2017-06-08 스미스 앤드 네퓨, 인크. Synergistic effects of blending multiple additives in uhmwpe
US20120070600A1 (en) 2009-05-20 2012-03-22 Muratoglu Orhun K Metods of preventing oxidation
US8399535B2 (en) 2010-06-10 2013-03-19 Zimmer, Inc. Polymer [[s]] compositions including an antioxidant
US9370602B2 (en) 2010-12-06 2016-06-21 Zimmer, Inc. Crosslinked polymers including one or more antioxidants, methods for making same and methods for selecting antioxidants
JP5735443B2 (en) 2012-03-06 2015-06-17 ジンマー ゲーエムベーハー Ultra high molecular weight polyethylene article and method of forming ultra high molecular weight polyethylene article
EP3116941A1 (en) 2014-03-12 2017-01-18 Zimmer, Inc. Melt-stabilized ultra high molecular weight polyethylene and method of making the same
WO2016090084A1 (en) 2014-12-03 2016-06-09 Zimmer, Inc. Antioxidant-infused ultra high molecular weight polyethylene
JP5969637B2 (en) 2015-01-30 2016-08-17 ジンマー ゲーエムベーハー Ultra high molecular weight polyethylene article and method of forming ultra high molecular weight polyethylene article

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001080778A1 (en) * 2000-04-27 2001-11-01 The Orthopaedic Hospital Oxidation-resistant and wear-resistant polyethylenes for human joint replacements and methods for making them
WO2004064618A2 (en) * 2003-01-16 2004-08-05 Massachusetts General Hospital Methods for making oxidation resistant polymeric material
WO2004101009A1 (en) * 2003-05-19 2004-11-25 Klaus Lederer Crosslinked, ultrahigh molecular weight polyethylene (uhmw-pe)
WO2007019874A1 (en) * 2005-08-18 2007-02-22 Zimmer Gmbh Ultra high molecular weight polyethylene articles and methods of forming ultra high molecular weight polyethylene articles
WO2008113388A1 (en) * 2007-03-20 2008-09-25 Plus Orthopedics Ag Oxidation resistant highly-crosslinked uhmwpe

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
PARTH M; AUST N; LEDERER K: "STUDIES ON THE EFFECT OF ELECTRON BEAM RADIATION ON THE MOLECULAR STRUCTURE OF ULTRA-HIGH MOLECULAR WEIGHT POLYETHYLENE UNDER THE INFLUENCE OF ALPHA-TOCOPHEROL WITH RESPECT TO ITS APPLICATION IN MEDICAL IMPLANTS", JOURNAL OF MATERIALS SCIENCE. MATERIALS IN MEDICINE, CHAPMAN AND HALL, LONDON, GB, vol. 13, no. 10, 1 January 2002 (2002-01-01), pages 917 - 931, XP008053056, ISSN: 0957-4530 *

Also Published As

Publication number Publication date
US8178594B2 (en) 2012-05-15
US20110133371A1 (en) 2011-06-09
EP2564882B1 (en) 2021-05-19
US20100029858A1 (en) 2010-02-04
EP2578248A1 (en) 2013-04-10
US8129440B2 (en) 2012-03-06
EP2578248B1 (en) 2021-05-19
US9926432B2 (en) 2018-03-27
CA2678459A1 (en) 2008-10-16
EP2486948A1 (en) 2012-08-15
EP2150285A2 (en) 2010-02-10
US20080319137A1 (en) 2008-12-25
US20120157591A1 (en) 2012-06-21
US20140194935A1 (en) 2014-07-10
US9265545B2 (en) 2016-02-23
ES2378721T3 (en) 2012-04-17
AU2008236996B2 (en) 2012-11-08
WO2008124825A2 (en) 2008-10-16
JP2010523805A (en) 2010-07-15
US8669299B2 (en) 2014-03-11
US20160145416A1 (en) 2016-05-26
EP2150285B1 (en) 2012-02-08
EP2486948B1 (en) 2018-02-21
AU2008236996A1 (en) 2008-10-16
ATE544476T1 (en) 2012-02-15
CA2678459C (en) 2016-05-24
EP2564882A1 (en) 2013-03-06
ES2662102T3 (en) 2018-04-05

Similar Documents

Publication Publication Date Title
WO2008124825A3 (en) An antioxidant stabilized crosslinked ultra-high molecular weight polyethylene for medical device applications
WO2009032909A3 (en) Ultra high molecular weight polyethylene for bearing surfaces
WO2010129514A3 (en) Synergistic effects of blending multiple additives in uhmwpe
WO2007127006A3 (en) Sterilization methods and systems
MX2013006924A (en) Photochromic compounds and compositions.
MX2013006922A (en) Photochromic compounds and compositions.
WO2011006263A8 (en) Antibacterial oral composition
WO2006060235A3 (en) Bioabsorbable, biobeneficial, tyrosine-based polymers for use in drug eluting stent coatings
WO2007061874A3 (en) Methods and compositions for use in treating cancer
WO2007021657A3 (en) Orthopaedic fixation clamp and method
WO2007030266A3 (en) Nitric oxide-releasing polymers derived from modified polyimines
WO2007062381A3 (en) Hydrophobic elastomeric polymer chemistry device for inhibiting the growth of onychomycosis and urushiol-induced allergic contact dermatitis
EP1845105A4 (en) Modified exendins and uses thereof
WO2009132174A3 (en) Methods and compositions for improving the nutritional content of mushrooms and fungi
EP2030615A3 (en) Ribonucleotide reductase inhibitors for use in the treatment or prevention of neuroinflammatory or autoimmune diseases
WO2007067697A3 (en) Methods of bonding or modifying hydrogels using irradiation
ATE539771T1 (en) PLASMA COATING/STERILIZATION DEVICE
WO2007050294A3 (en) Liquid dosage forms having enteric properties of delayed and then sustained release
EP1546136A4 (en) Benzopyran derivatives substituted with secondary amines including imidazole, their preparation and pharmaceutical compositions containing them
WO2016153925A8 (en) Melt-stabilized ultra high molecular weight polyethylene
SA515370174B1 (en) High strength polyethylene products and a process for preparation thereof
WO2009158371A8 (en) Inhibitors of akt activity
WO2009139598A3 (en) Heat-shrinkable polyester film
WO2012068376A3 (en) Keratin compositions for treatment of bone deficiency or injury
MX2011006254A (en) Skin lightening compositions with acetylcholinesterase inhibitors.

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 08745507

Country of ref document: EP

Kind code of ref document: A2

WWE Wipo information: entry into national phase

Ref document number: 2008236996

Country of ref document: AU

WWE Wipo information: entry into national phase

Ref document number: 2678459

Country of ref document: CA

ENP Entry into the national phase

Ref document number: 2008236996

Country of ref document: AU

Date of ref document: 20080410

Kind code of ref document: A

ENP Entry into the national phase

Ref document number: 2010503206

Country of ref document: JP

Kind code of ref document: A

NENP Non-entry into the national phase

Ref country code: DE

WWE Wipo information: entry into national phase

Ref document number: 2008745507

Country of ref document: EP