EP2513014A1 - Oberflächenkonditionierung zur verbesserung der knochenzementadhäsion an keramischen substraten - Google Patents

Oberflächenkonditionierung zur verbesserung der knochenzementadhäsion an keramischen substraten

Info

Publication number
EP2513014A1
EP2513014A1 EP10798305A EP10798305A EP2513014A1 EP 2513014 A1 EP2513014 A1 EP 2513014A1 EP 10798305 A EP10798305 A EP 10798305A EP 10798305 A EP10798305 A EP 10798305A EP 2513014 A1 EP2513014 A1 EP 2513014A1
Authority
EP
European Patent Office
Prior art keywords
ceramic substrate
silane coupling
coupling agent
substrate according
ceramic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP10798305A
Other languages
German (de)
English (en)
French (fr)
Inventor
Stefan Berger
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ceramtec GmbH
Original Assignee
Ceramtec GmbH
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 Ceramtec GmbH filed Critical Ceramtec GmbH
Publication of EP2513014A1 publication Critical patent/EP2513014A1/de
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
    • C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
    • C04B41/46—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements with organic materials
    • C04B41/49—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes
    • C04B41/4905—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon
    • C04B41/4922—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon applied to the substrate as monomers, i.e. as organosilanes RnSiX4-n, e.g. alkyltrialkoxysilane, dialkyldialkoxysilane
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
    • C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
    • C04B41/46—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements with organic materials
    • C04B41/49—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61F—FILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
    • A61F2/00—Filters implantable into blood vessels; Prostheses, i.e. artificial substitutes or replacements for parts of the body; Appliances for connecting them with the body; Devices providing patency to, or preventing collapsing of, tubular structures of the body, e.g. stents
    • A61F2/02—Prostheses implantable into the body
    • A61F2/30—Joints
    • A61F2/30767—Special external or bone-contacting surface, e.g. coating for improving bone ingrowth
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/28—Materials for coating prostheses
    • A61L27/34—Macromolecular materials
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L29/00—Materials for catheters, medical tubing, cannulae, or endoscopes or for coating catheters
    • A61L29/08—Materials for coatings
    • A61L29/085—Macromolecular materials
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • 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
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
    • C04B41/009—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone characterised by the material treated
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
    • C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
    • C04B41/52—Multiple coating or impregnating multiple coating or impregnating with the same composition or with compositions only differing in the concentration of the constituents, is classified as single coating or impregnation
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
    • C04B41/80—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone of only ceramics
    • C04B41/81—Coating or impregnation
    • C04B41/82—Coating or impregnation with organic materials
    • C04B41/84—Compounds having one or more carbon-to-metal of carbon-to-silicon linkages
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
    • C04B41/80—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone of only ceramics
    • C04B41/81—Coating or impregnation
    • C04B41/89—Coating or impregnation for obtaining at least two superposed coatings having different compositions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2400/00—Materials characterised by their function or physical properties
    • A61L2400/18—Modification of implant surfaces in order to improve biocompatibility, cell growth, fixation of biomolecules, e.g. plasma treatment
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B2111/00—Mortars, concrete or artificial stone or mixtures to prepare them, characterised by specific function, property or use
    • C04B2111/00474—Uses not provided for elsewhere in C04B2111/00
    • C04B2111/00836—Uses not provided for elsewhere in C04B2111/00 for medical or dental applications
    • 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]
    • Y10T428/31652—Of asbestos
    • Y10T428/31663—As siloxane, silicone or silane

Definitions

  • the present invention relates to a ceramic substrate whose surface is modified to improve bone cement adhesion.
  • the aim of the surface modification of ceramic substrates to be used as implants, for example, is to improve the adhesion of commercially available bone cements based on polymethyl methacrylate (PMMA) in order to obtain a high bond strength between substrate material and cement.
  • EP 1202702 B1 discloses a method in which the cement adhesion to an implant can be improved by a three-layer coating system on the implant.
  • the three-layer system consists of (i) a silicate layer (S1O2), (ii) a silane coupling agent and (iii) a preservative polymeric overcoat.
  • the application of the SiO 2 layer is mandatory in order to ensure the connection of the silane coupling agent to the preconditioned surface.
  • Object of the present invention was to provide a simplified compared to the prior art surface conditioning for improving the bone cement adhesion to ceramic substrates to be used, for example, as implants. This object is achieved by a substrate having the features of the main claim. Preferred embodiments are characterized in the subclaims.
  • ceramic substrates which have sufficient hydroxyl groups (OH groups) on their surface for example aluminum oxide ceramics, zirconium oxide ceramics and mixed ceramics of different zirconium oxide and aluminum oxide compositions, can be directly modified with appropriately selected and suitable silane coupling agents.
  • OH groups hydroxyl groups
  • suitable Silanhaftvernn ittler are certain silanes, preferably methoxy, ethoxy and / or chlorosilanes. These silanes react with the OH groups of the substrate surface, resulting in a covalent bond between the silane and the substrate.
  • a sterile silane coupling agent which, on the one hand, reacts with the OH groups of the substrate surface and, on the other hand, has at least one reactive group, ie the monomeric component (methyl methacrylate). of the bone cement can react.
  • Sterile silane coupling agents with reactive acrylate or methacrylate groups have proved to be preferred according to the invention for this purpose.
  • the surface preconditioned by means of suitable and sterile silane coupling agent can be brought into contact with commercially available bone cement immediately after application of the sterile silane coupling agent, resulting in a chemical reaction between the acrylate or methacrylate groups of the sterile silane coupling agent with the monomeric com
  • bone bonds form covalent bonds that ensure a strong bond between substrate and cement.
  • this composite also arises under moist conditions, for example in aqueous media.
  • cover layers based on Methyl methacrylate, polymethylnethacrylate, BisGMA (bisphenol A-glycidyl dimethacrylate), TEGDMA (ethylene glycol dimethacrylate), phenolic resins, and / or mixtures of these components.
  • the reactive double bonds contained in the protective layers react with the double bonds of the silane coupling agent so that the silane coupling agent can no longer be physically and chemically contaminated.
  • the substrate preconditioned with the adhesive and the protective layer preconditioned on the substrate may be sterilized by suitable methods and packaged in a sterile manner. Such sterilized and packaged substrates are protected against contamination and can be stored or transported for several months without loss of quality.
  • the polymeric cover layer is activated by applying bone cement to the substrate surface preconditioned with a silicone filler and the outer layer, resulting in alloying of the polymeric cover layer into the polymer network of the bone cement. This results in adherent, even in aqueous medium resistant connections between bone cement and substrate material.
  • the present invention thus relates to a ceramic substrate in which the surface of the substrate is modified with a silane coupling agent.
  • the substrate has hydroxyl groups (OH groups) on its surface;
  • the substrate is an alumina ceramic, a zirconia ceramic or a mixed ceramic of different composition of zirconia and alumina;
  • the silane coupling agent is a silane that forms a covalent bond with the OH groups of the substrate surface;
  • the silane coupling agent is selected from sterile silane coupling agents;
  • the silane coupling agent is selected from methoxy, ethoxy and / or chlorosilanes;
  • the sterile silane coupling agent reacts on the one hand with the OH groups of the substrate surface and on the other hand at least one reactive
  • the present invention furthermore relates to a ceramic substrate in which the substrate surface preconditioned with a silane coupling agent additionally has a polymeric covering layer which, after complete polymerization, fulfills a protective function of the substrate surface.
  • a ceramic substrate according to the invention with a polymeric cover layer, in which the cover layer is based on methyl methacrylate, polymethyl methacrylate, BisGMA, TEGDMA, phenolic resins and / or mixtures of these components.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Ceramic Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Materials Engineering (AREA)
  • Structural Engineering (AREA)
  • Organic Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Vascular Medicine (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Transplantation (AREA)
  • Dermatology (AREA)
  • Medicinal Chemistry (AREA)
  • Surgery (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Cardiology (AREA)
  • Biomedical Technology (AREA)
  • Materials For Medical Uses (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Prostheses (AREA)
EP10798305A 2009-12-17 2010-12-16 Oberflächenkonditionierung zur verbesserung der knochenzementadhäsion an keramischen substraten Withdrawn EP2513014A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102009054871 2009-12-17
PCT/EP2010/070000 WO2011083024A1 (de) 2009-12-17 2010-12-16 Oberflächenkonditionierung zur verbesserung der knochenzementadhäsion an keramischen substraten

Publications (1)

Publication Number Publication Date
EP2513014A1 true EP2513014A1 (de) 2012-10-24

Family

ID=43707944

Family Applications (1)

Application Number Title Priority Date Filing Date
EP10798305A Withdrawn EP2513014A1 (de) 2009-12-17 2010-12-16 Oberflächenkonditionierung zur verbesserung der knochenzementadhäsion an keramischen substraten

Country Status (11)

Country Link
US (1) US20120258320A1 (ja)
EP (1) EP2513014A1 (ja)
JP (1) JP2013514105A (ja)
KR (1) KR20120105030A (ja)
CN (1) CN102753503B (ja)
AU (1) AU2010340894B2 (ja)
BR (1) BR112012014794A2 (ja)
CA (1) CA2784967A1 (ja)
DE (1) DE102010063301A1 (ja)
RU (1) RU2593841C2 (ja)
WO (1) WO2011083024A1 (ja)

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US10543662B2 (en) 2012-02-08 2020-01-28 Corning Incorporated Device modified substrate article and methods for making
US9340443B2 (en) 2012-12-13 2016-05-17 Corning Incorporated Bulk annealing of glass sheets
KR20150095822A (ko) * 2012-12-13 2015-08-21 코닝 인코포레이티드 유리 및 유리 물품의 제조 방법
US10014177B2 (en) 2012-12-13 2018-07-03 Corning Incorporated Methods for processing electronic devices
US10086584B2 (en) 2012-12-13 2018-10-02 Corning Incorporated Glass articles and methods for controlled bonding of glass sheets with carriers
TWI617437B (zh) 2012-12-13 2018-03-11 康寧公司 促進控制薄片與載體間接合之處理
US10510576B2 (en) 2013-10-14 2019-12-17 Corning Incorporated Carrier-bonding methods and articles for semiconductor and interposer processing
EP3099483B1 (en) 2014-01-27 2022-06-01 Corning Incorporated Articles and methods for controlled bonding of thin sheets with carriers
KR20160145062A (ko) 2014-04-09 2016-12-19 코닝 인코포레이티드 디바이스 변경된 기판 물품 및 제조 방법
WO2016187186A1 (en) 2015-05-19 2016-11-24 Corning Incorporated Articles and methods for bonding sheets with carriers
CN117534339A (zh) 2015-06-26 2024-02-09 康宁股份有限公司 包含板材和载体的方法和制品
TW202216444A (zh) 2016-08-30 2022-05-01 美商康寧公司 用於片材接合的矽氧烷電漿聚合物
TWI821867B (zh) 2016-08-31 2023-11-11 美商康寧公司 具以可控制式黏結的薄片之製品及製作其之方法
CN111372772A (zh) 2017-08-18 2020-07-03 康宁股份有限公司 使用聚阳离子聚合物的临时结合
US11331692B2 (en) 2017-12-15 2022-05-17 Corning Incorporated Methods for treating a substrate and method for making articles comprising bonded sheets

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Also Published As

Publication number Publication date
RU2593841C2 (ru) 2016-08-10
CN102753503A (zh) 2012-10-24
WO2011083024A1 (de) 2011-07-14
DE102010063301A1 (de) 2011-06-22
RU2012129863A (ru) 2014-01-27
BR112012014794A2 (pt) 2016-06-21
KR20120105030A (ko) 2012-09-24
CA2784967A1 (en) 2011-07-14
US20120258320A1 (en) 2012-10-11
AU2010340894B2 (en) 2014-11-20
CN102753503B (zh) 2016-06-22
JP2013514105A (ja) 2013-04-25
AU2010340894A1 (en) 2012-08-02

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