WO2015096875A1 - Procédé de revêtement de surfaces de lentilles - Google Patents

Procédé de revêtement de surfaces de lentilles Download PDF

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Publication number
WO2015096875A1
WO2015096875A1 PCT/EP2014/002760 EP2014002760W WO2015096875A1 WO 2015096875 A1 WO2015096875 A1 WO 2015096875A1 EP 2014002760 W EP2014002760 W EP 2014002760W WO 2015096875 A1 WO2015096875 A1 WO 2015096875A1
Authority
WO
WIPO (PCT)
Prior art keywords
lens
gas
coating
workpiece
acrylic acid
Prior art date
Application number
PCT/EP2014/002760
Other languages
English (en)
Inventor
Martin GÖRNE
Thomas Kordick
Original Assignee
Lenswista Ag
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
Priority claimed from PCT/EP2014/000278 external-priority patent/WO2014064299A1/fr
Application filed by Lenswista Ag filed Critical Lenswista Ag
Publication of WO2015096875A1 publication Critical patent/WO2015096875A1/fr

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • 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
    • A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/14—Macromolecular materials
    • A61L27/18—Macromolecular materials obtained otherwise than 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
    • A61L29/08—Materials for coatings
    • A61L29/085—Macromolecular materials
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D11/00—Producing optical elements, e.g. lenses or prisms
    • B29D11/00865—Applying coatings; tinting; colouring
    • 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
    • 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
    • A61L2430/00—Materials or treatment for tissue regeneration
    • A61L2430/16—Materials or treatment for tissue regeneration for reconstruction of eye parts, e.g. intraocular lens, cornea
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D1/00—Processes for applying liquids or other fluent materials
    • B05D1/62—Plasma-deposition of organic layers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D2201/00—Polymeric substrate or laminate
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D5/00—Processes for applying liquids or other fluent materials to surfaces to obtain special surface effects, finishes or structures
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D11/00—Producing optical elements, e.g. lenses or prisms
    • B29D11/00009—Production of simple or compound lenses

Definitions

  • a biocompatible hydrophilation of surfaces of polymeric biomaterials may be achieved by a modification of the polymeric surface by means of plasma oxidation, as described e.g. in the international application WO 99/57177. It turned out,
  • the gas used in step (a) of the process for generating the high frequency plasma contains the first gas in an amount corresponding to a partial pressure of less than one tenth of the partial pressure of the inert gas, so that an efficient cleaning and activating of the lens surface is ensured.
  • this step is essentially dispensed with, and there is no initial plasma treatment step in the absence of the first gas, or with less than 10 % of the total gas pressure being due to the polymerisable monomers.
  • in the initial plasma treatment not less than one part in eight, or one part in six of the total gas pressure is due to the partial pressure of the monomers.
  • the lenses are silicone lenses, e.g. meniscus lenses.
  • the hydrophilizing surface coating of these lenses, provided by the process, is comprised of a PAA-layer with an average thickness of about 5 ⁇ to about 40 pm.
  • the recipient 10 loaded with the one or more workpieces is initially evacuated by means of pumps (not shown), preferably to a pressure of maximally 10" 4 mbar (10 mPa).
  • the interior 15 of the recipient is flooded with an inert gas, preferably argon, while continually pumping, wherein the flow of the inert gas is adjusted to the pumping speed that in the interior 15 of the recipient 10 a constant gas pressure is maintained.
  • the inert gas 31 is supplied to the recipient from an inert gas source 21.
  • the Argon gas pressure is about 25 mTorr (ca. 3,33 Pa).
  • a high voltage generator is switched on, whereby an inert gas plasma is created which surrounds the workpieces 90.
  • the plasma cleans the lens surfaces by removing substances adsorbed thereto and further results in an activation of the lens surfaces by forming ions and free radicals beneficial for the subsequent polymerisation process.
  • an initial plasma application step in the absence of a reactive gas component is dispensible, and shall not be applied, accordingly.
  • a coating material gas made up of biocompatible, polymerizable carboxy group- containing monomers in the vapour phase is admixed to the inert gas in the recipient 10.
  • the carboxy group-containing monomers may preferably be acrylic acid or an acrylic acid precursor, such as e. g. (meth)acrylic acid anhydride.
  • the partial pressure P e SG °f me nrst coating material gas in some embodiments is at least one quarter of, and maximally twice the partial pressure iQ of the inert gas.
  • the actual pre- coating process is initiated through starting the plasma generator, whereby acrylic acid monomers excited in the plasma attach to the potentially activated workpiece surface and, in the further course, form a poly(acrylic acid) layer.
  • This plasma enhanced pre-coating phase is maintained until a desired coating thickness is reached.
  • the growth of the coating may be monitored by means of the coating application measuring device 14. In principle, coatings with thicknesses of up to 30 ⁇ may be applied, wherein a respective coating process is terminated once the coating application measuring device 14 indicates the achievement of the desired coating thickness within a given tolerance of e. g. 0.5 to 4 A.
  • pre-coatings with thicknesses in the range of as low as about 0.5 to 4 nm have proven suitable. In dependence of the coating thickness to be achieved, the pre-coating phase may take less than 10 minutes, less than 3 minutes or less than 1 minute.
  • the gas supply is preferably maintained unchanged during the plasma coating. The pre- coating process may be terminated by switching off the plasma generator.
  • the coating is applied to the finished lens surface after its removal from the molding tool through combined PECVD (pre-coating) and CVD (follow-up coating), wherein PECVD indicates “Plasma-Enhanced CVD” and CVD means "Chemical Vapor Deposition” (i.e., without or essentially without action of a plasma).

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Transplantation (AREA)
  • Medicinal Chemistry (AREA)
  • Dermatology (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Manufacturing & Machinery (AREA)
  • Ophthalmology & Optometry (AREA)
  • Mechanical Engineering (AREA)
  • Materials For Medical Uses (AREA)
  • Eyeglasses (AREA)
  • Medicinal Preparation (AREA)

Abstract

L'invention concerne un procédé pour l'hydrophilisation de surfaces d'une pièce à usiner de type lentille ménisque, qui comprend les étapes consistant à appliquer un pré-revêtement par dépôt chimique en phase vapeur assisté par plasma (PECVD) (S2) sur les surfaces de lentille, et à appliquer un revêtement secondaire par dépôt chimique en phase vapeur (CVD) (S3) sur les surfaces de lentille pré-revêtues. Une lentille ménisque comprend un corps hydrophobe constitué de silicone, à la surface duquel est située une couche hydrophile en polyacrylate, ladite couche étant une couche PECVD/CVD et ayant un angle de contact avec l'eau inférieur à 10°.
PCT/EP2014/002760 2013-12-27 2014-10-13 Procédé de revêtement de surfaces de lentilles WO2015096875A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
PK925/2013 2013-12-27
PK92513 2013-12-27
EPPCT/EP2014/000278 2014-02-03
PCT/EP2014/000278 WO2014064299A1 (fr) 2013-02-01 2014-02-03 Lentille intraoculaire revêtue et son procédé de fabrication

Publications (1)

Publication Number Publication Date
WO2015096875A1 true WO2015096875A1 (fr) 2015-07-02

Family

ID=53477603

Family Applications (2)

Application Number Title Priority Date Filing Date
PCT/EP2014/002760 WO2015096875A1 (fr) 2013-12-27 2014-10-13 Procédé de revêtement de surfaces de lentilles
PCT/EP2014/002782 WO2015096876A1 (fr) 2013-12-27 2014-10-15 Utilisation d'acide acrylique pour le revêtement hydrophile d'un dispositif technique médical

Family Applications After (1)

Application Number Title Priority Date Filing Date
PCT/EP2014/002782 WO2015096876A1 (fr) 2013-12-27 2014-10-15 Utilisation d'acide acrylique pour le revêtement hydrophile d'un dispositif technique médical

Country Status (3)

Country Link
AR (1) AR098957A1 (fr)
TW (1) TW201533107A (fr)
WO (2) WO2015096875A1 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3320986B1 (fr) 2016-11-09 2020-07-01 Europlasma NV Revêtements hydrophiles, multifonctionnels ultraminces avec une excellente stabilité et durabilité

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5080924A (en) 1989-04-24 1992-01-14 Drexel University Method of making biocompatible, surface modified materials
WO1999057177A1 (fr) 1998-05-05 1999-11-11 Bausch & Lomb Incorporated Traitement au plasma d'une surface de lentille de contact en hydrogel contenant du silicone
US6355046B2 (en) 1997-03-07 2002-03-12 Canon Staar Co., Inc. Inserting device for deformable intraocular lens
WO2007062864A2 (fr) 2005-12-01 2007-06-07 Coronis Gmbh Composition polymère à haut indice de réfraction
WO2013083855A1 (fr) 2012-02-01 2013-06-13 Lenswista Ag Lentille de contact
EP2623215A1 (fr) * 2012-02-01 2013-08-07 Bioenergy Capital AG Revêtement par plasma hydrophile
EP2705859A1 (fr) * 2013-02-01 2014-03-12 LensWista AG Lentille intraoculaire revêtue et sa fabrication
EP2792379A1 (fr) * 2013-04-15 2014-10-22 Phrontier S.A.R.L. Appareil médical doté d'un revêtement intérieur hydrophile

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8802603B2 (en) * 2010-06-17 2014-08-12 Becton, Dickinson And Company Medical components having coated surfaces exhibiting low friction and low reactivity
US9878101B2 (en) 2010-11-12 2018-01-30 Sio2 Medical Products, Inc. Cyclic olefin polymer vessels and vessel coating methods
DE102011108787A1 (de) 2011-07-29 2013-01-31 Fresenius Medical Care Deutschland Gmbh Medizinischer Port, Blutschlauch zur Verwendung bei einer extrakorporalen Blutbehandlung sowie medizinische Behandlungsvorrichtung
EP2623133B1 (fr) * 2012-02-01 2014-04-02 Bioenergy Capital AG Matrice d'implant à base d'un mélange polymère
JP2016507298A (ja) * 2013-02-01 2016-03-10 レンズウィスタ エージー コーティングが施された眼球レンズ及びその製造

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5080924A (en) 1989-04-24 1992-01-14 Drexel University Method of making biocompatible, surface modified materials
US6355046B2 (en) 1997-03-07 2002-03-12 Canon Staar Co., Inc. Inserting device for deformable intraocular lens
WO1999057177A1 (fr) 1998-05-05 1999-11-11 Bausch & Lomb Incorporated Traitement au plasma d'une surface de lentille de contact en hydrogel contenant du silicone
WO2007062864A2 (fr) 2005-12-01 2007-06-07 Coronis Gmbh Composition polymère à haut indice de réfraction
WO2013083855A1 (fr) 2012-02-01 2013-06-13 Lenswista Ag Lentille de contact
EP2623215A1 (fr) * 2012-02-01 2013-08-07 Bioenergy Capital AG Revêtement par plasma hydrophile
EP2705859A1 (fr) * 2013-02-01 2014-03-12 LensWista AG Lentille intraoculaire revêtue et sa fabrication
EP2792379A1 (fr) * 2013-04-15 2014-10-22 Phrontier S.A.R.L. Appareil médical doté d'un revêtement intérieur hydrophile

Also Published As

Publication number Publication date
TW201533107A (zh) 2015-09-01
WO2015096876A1 (fr) 2015-07-02
AR098957A1 (es) 2016-06-22

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