WO1985004679A1 - Tinting contact lenses - Google Patents

Tinting contact lenses Download PDF

Info

Publication number
WO1985004679A1
WO1985004679A1 PCT/US1985/000584 US8500584W WO8504679A1 WO 1985004679 A1 WO1985004679 A1 WO 1985004679A1 US 8500584 W US8500584 W US 8500584W WO 8504679 A1 WO8504679 A1 WO 8504679A1
Authority
WO
WIPO (PCT)
Prior art keywords
lens
dye
colorant
pattern
vat
Prior art date
Application number
PCT/US1985/000584
Other languages
English (en)
French (fr)
Inventor
Melvin E. Kamen
Original Assignee
Barnes-Hind, 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 Barnes-Hind, Inc. filed Critical Barnes-Hind, Inc.
Publication of WO1985004679A1 publication Critical patent/WO1985004679A1/en

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29DPRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D11/00Producing optical elements, e.g. lenses or prisms
    • B29D11/00865Applying coatings; tinting; colouring
    • B29D11/00894Applying coatings; tinting; colouring colouring or tinting
    • B29D11/00903Applying coatings; tinting; colouring colouring or tinting on the surface
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41MPRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M1/00Inking and printing with a printer's forme
    • B41M1/26Printing on other surfaces than ordinary paper
    • B41M1/30Printing on other surfaces than ordinary paper on organic plastics, horn or similar materials
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41MPRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M1/00Inking and printing with a printer's forme
    • B41M1/40Printing on bodies of particular shapes, e.g. golf balls, candles, wine corks
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41MPRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M3/00Printing processes to produce particular kinds of printed work, e.g. patterns
    • B41M3/003Printing processes to produce particular kinds of printed work, e.g. patterns on optical devices, e.g. lens elements; for the production of optical devices
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/001Special chemical aspects of printing textile materials
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/003Transfer printing
    • GPHYSICS
    • G02OPTICS
    • G02CSPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
    • G02C7/00Optical parts
    • G02C7/02Lenses; Lens systems ; Methods of designing lenses
    • G02C7/021Lenses; Lens systems ; Methods of designing lenses with pattern for identification or with cosmetic or therapeutic effects
    • GPHYSICS
    • G02OPTICS
    • G02CSPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
    • G02C7/00Optical parts
    • G02C7/02Lenses; Lens systems ; Methods of designing lenses
    • G02C7/04Contact lenses for the eyes
    • G02C7/046Contact lenses having an iris pattern

Definitions

  • the Figure depicts a normal human eye, to show the non-uniformity of the color pattern formed by the iris.
  • Another satisfactory, though less preferred, method is silk-screening, using conventional screen materials.
  • the desired pattern is formed on the screen, by combining numerous very small openings in the screen.
  • the colorant is forced through this pattern onto the lens using a wiper blade.
  • Suitable lens materials are cellulosics, such as cellulose acetate butyrate, which like the hydroxyl-containing polymers, has a reactive bond or site with which a "reactive" dye (discussed below) can react.
  • the hydroxyl-bearing polymers and copolymers are generally hydrophilic, that is, they absorb water and are worn as "soft" contact lenses in the hydrated state, though they are manufactured in the hard, unhydrated state. Lenses made of these materials can be tinted by the present invention in either the hard or hydrated state, although if they are hydrated they should be blotted lightly so that the aqueous solution in which they have been hydrated is not dripping or running off the surface of the lens.
  • SUBSTITUTE SHEET Soft contact lenses are commercially available in the above polymers and copolymers.
  • the copolymers are generally cross-linked with a minor amount less than 1 wt. % of a cross-linking agent such as divinyl benzene, 1,1,1-trimethylolpropane trimethacrylate, ethylene glycol dimethacrylate, ethylene bis (oxyethylene)dimethacrylate, ethylene dimethacrylate, or 2-ethyl-2-hydroxymethyl-l,3- propanediol trimethacrylate.
  • a cross-linking agent such as divinyl benzene, 1,1,1-trimethylolpropane trimethacrylate, ethylene glycol dimethacrylate, ethylene bis (oxyethylene)dimethacrylate, ethylene dimethacrylate, or 2-ethyl-2-hydroxymethyl-l,3- propanediol trimethacrylate.
  • the viscosity should be high enough so that if a layer of the colorant is deposited on a smooth plate which is inclined at a 45° angle, the colorant does not flow down the plate.
  • the alginate can comprise 10-40 wt. % of the colorant.
  • Optional preferred additives to the colorant include a color-penetration improving agent such as thiodiethylene glycol; and a hygroscopic agent such as urea.
  • Colorants containing vat dyes or thermosetting dyes are formulated from water, thickener such as alginate, and an alkaline agent, with urea as an optional hygroscopic agent following the same criteria discussed above for reactive dyes.
  • Sodium hydroxide and sodium hydrosulfite are preferred vat dye alkaline reagents.
  • the amount of dye is not critical and can be adjusted in accordance with the intensity desired in the finished lens.
  • the dye can comprise about 1-15 wt. % of the colorant, and usually about 5-10 wt. %.
  • the pattern which the colorant has assumed on the lens can be inspected.
  • An advantage of this invention is that if the pattern has a defect or is otherwise unsatisfactory for any reason, it can simply be washed off and the lens returned to be recolored.
  • the preferred pattern on the contact lens is a ring of color, leaving the central region of the lens uncolored.
  • the uncolored central area can be about 3.85 to about 4.20 millimeters in diameter, to equal the size of the wearer's pupillary opening.
  • the colored area can have an outside diameter of about 9.60 to about 10.40 millimeters, to cover the wearer's iris. The portion of the lens outside the colored area remains clear.
  • the figure depicts a normal human eye and indicates the non-uniformity of the pattern of color in the iris.
  • the color of the general background areas 1 frequently differ slightly from the color that appears to be concentrated in filament-like areas 2 which radiate approximately radially from the pupil.
  • flecks or highlights 3 can appear randomly in the iris as well.
  • a pattern of this type can be readily reproduced by the process of this invention, by photographing a human eye and transforming the photographed image via conventional photoresist techniques into a detailed pattern in the etched plate of an indirect gravure, or onto the pad of a flexographic printer or a silk screen. Then, by successive applications of colorants containing dyes which have been selected and/or blended to match the desired colors for the various portions of the iris, the lens can be printed with a pattern which matches the actual patterns of the human iris.
  • This invention can also be utilized to tint the entire surface of a contact or ophthalmic lens.
  • functional coatings can be applied in the same manner such as photochromic and scratch-resistant compounds and ultraviolet absorbers.

Landscapes

  • Engineering & Computer Science (AREA)
  • Ophthalmology & Optometry (AREA)
  • Health & Medical Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Textile Engineering (AREA)
  • General Health & Medical Sciences (AREA)
  • Manufacturing & Machinery (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Mechanical Engineering (AREA)
  • Eyeglasses (AREA)
  • Coloring (AREA)
  • Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
  • Non-Portable Lighting Devices Or Systems Thereof (AREA)
PCT/US1985/000584 1984-04-06 1985-04-03 Tinting contact lenses WO1985004679A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US59779184A 1984-04-06 1984-04-06
US597,791 1984-04-06

Publications (1)

Publication Number Publication Date
WO1985004679A1 true WO1985004679A1 (en) 1985-10-24

Family

ID=24392936

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1985/000584 WO1985004679A1 (en) 1984-04-06 1985-04-03 Tinting contact lenses

Country Status (4)

Country Link
EP (1) EP0177606A4 (it)
AU (1) AU4219085A (it)
IT (1) IT1184407B (it)
WO (1) WO1985004679A1 (it)

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0262832A2 (en) * 1986-09-16 1988-04-06 Med Optics Corp. Method and system for tinting contact lenses
EP0297758A2 (en) * 1987-06-23 1989-01-04 Med Optics Corporation Coloured contact lens and methods for the production thereof
FR2622984A1 (fr) * 1987-11-09 1989-05-12 Charles Ayache Lentille de contact formant filtre solaire
EP0367471A2 (en) * 1988-11-01 1990-05-09 Pilkington Visioncare Holdings, Inc. Method for tinting hydrophilic plastic articles
EP0390443A1 (en) * 1989-03-28 1990-10-03 Pilkington Barnes Hind, Inc. Novel colored lens
WO1991006886A1 (en) * 1989-11-01 1991-05-16 Schering Corporation Colored contact lens having very natural appearance
US5034166A (en) * 1988-07-21 1991-07-23 Allergan, Inc. Method of molding a colored contact lens
JPH04265710A (ja) * 1990-10-30 1992-09-21 Pilkington Visioncare Inc コンタクトレンズの製造方法
US5266077A (en) * 1992-11-09 1993-11-30 Ciba-Geigy Corporation Method for tinting a hydrophilic contact lens
WO1995034024A1 (en) * 1994-06-09 1995-12-14 Zeneca Limited Printing process
EP0581783B1 (en) * 1991-03-22 1996-02-14 Mjs Scientific Limited Method of tinting hydrogel soft contact lens
US6149842A (en) * 1998-11-12 2000-11-21 Novartis Ag Methods and compositions for manufacturing tinted ophthalmic lenses
EP1142938A1 (en) * 1998-11-26 2001-10-10 Mitsui Chemicals, Inc. Dyed molding
US6827440B2 (en) 2000-01-03 2004-12-07 Wesley Jessen Company Colored contact lens with a more natural appearance
EP1645296A1 (de) * 2004-09-29 2006-04-12 Stefan Kloth Aufbewahrungs-, Reinigungs- und/oder Pflegelösung für Kontaktlinsen, Farbstoff und Verfahren zum Einfärben von Kontaktlinsen

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2845374A1 (de) * 1977-10-18 1979-04-19 Hoya Lens Corp Verfahren zum bedrucken von weichen kontaktlinsen
US4238524A (en) * 1978-03-06 1980-12-09 American Optical Corporation Process for identification marking clear plastic articles
GB1583492A (en) * 1976-06-24 1981-01-28 Toppan Printing Co Ltd Method of dyeing or printing hydrogel resin
US4257692A (en) * 1977-10-14 1981-03-24 Essilor International "Cie Generale D'optique Method of marking ophthalmic lenses of organic material and lenses so marked
US4286957A (en) * 1979-01-10 1981-09-01 Essilor International "Cie Generale D'optique" Process of integrating a photochromic substance into an ophthalmic lens and a photochromic lens of organic material
US4447474A (en) * 1982-08-30 1984-05-08 Neefe Charles W Method of selectively tinting soft contact lenses
US4457761A (en) * 1983-02-16 1984-07-03 Precision Cosmet Co., Inc. Method and apparatus for marking contact lenses
US4468229A (en) * 1981-08-12 1984-08-28 Ciba-Geigy Corporation Tinted contact lenses and a method for their preparation with reactive dyes
US4494954A (en) * 1981-12-16 1985-01-22 Japan Synthetic Rubber Co., Ltd. Process for producing colored contact lens

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1583492A (en) * 1976-06-24 1981-01-28 Toppan Printing Co Ltd Method of dyeing or printing hydrogel resin
US4257692A (en) * 1977-10-14 1981-03-24 Essilor International "Cie Generale D'optique Method of marking ophthalmic lenses of organic material and lenses so marked
DE2845374A1 (de) * 1977-10-18 1979-04-19 Hoya Lens Corp Verfahren zum bedrucken von weichen kontaktlinsen
US4238524A (en) * 1978-03-06 1980-12-09 American Optical Corporation Process for identification marking clear plastic articles
US4286957A (en) * 1979-01-10 1981-09-01 Essilor International "Cie Generale D'optique" Process of integrating a photochromic substance into an ophthalmic lens and a photochromic lens of organic material
US4286957B1 (it) * 1979-01-10 1991-08-13 Essilor Int
US4468229A (en) * 1981-08-12 1984-08-28 Ciba-Geigy Corporation Tinted contact lenses and a method for their preparation with reactive dyes
US4494954A (en) * 1981-12-16 1985-01-22 Japan Synthetic Rubber Co., Ltd. Process for producing colored contact lens
US4447474A (en) * 1982-08-30 1984-05-08 Neefe Charles W Method of selectively tinting soft contact lenses
US4457761A (en) * 1983-02-16 1984-07-03 Precision Cosmet Co., Inc. Method and apparatus for marking contact lenses

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP0177606A4 *

Cited By (32)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0262832A3 (en) * 1986-09-16 1989-09-06 Med Optics Corp. Method and system for tinting contact lenses
EP0262832A2 (en) * 1986-09-16 1988-04-06 Med Optics Corp. Method and system for tinting contact lenses
EP0297758A3 (en) * 1987-06-23 1989-06-21 Med Optics Corporation Coloured contact lens and methods for the production thereof
US4946269A (en) * 1987-06-23 1990-08-07 Med Optics Corporation Colored contact lens
EP0297758A2 (en) * 1987-06-23 1989-01-04 Med Optics Corporation Coloured contact lens and methods for the production thereof
FR2622984A1 (fr) * 1987-11-09 1989-05-12 Charles Ayache Lentille de contact formant filtre solaire
US5034166A (en) * 1988-07-21 1991-07-23 Allergan, Inc. Method of molding a colored contact lens
US5120121A (en) * 1988-07-21 1992-06-09 Allergan, Inc. Colored lens
EP0367471A2 (en) * 1988-11-01 1990-05-09 Pilkington Visioncare Holdings, Inc. Method for tinting hydrophilic plastic articles
EP0367471A3 (en) * 1988-11-01 1991-05-08 Pilkington Visioncare Holdings, Inc. Method for tinting hydrophilic plastic articles
AU627237B2 (en) * 1988-11-01 1992-08-20 Pilkington Visioncare Holdings Inc. Method for tinting hydrophilic plastic articles
AU633890B2 (en) * 1989-03-28 1993-02-11 Novartis Ag Novel colored lens
EP0390443A1 (en) * 1989-03-28 1990-10-03 Pilkington Barnes Hind, Inc. Novel colored lens
US6523953B2 (en) 1989-11-01 2003-02-25 Novartis Ag Colored contact lens having very natural appearance
US6929367B2 (en) 1989-11-01 2005-08-16 Novartis Ag Colored contact lens having very natural appearance
WO1991006886A1 (en) * 1989-11-01 1991-05-16 Schering Corporation Colored contact lens having very natural appearance
US6494575B1 (en) 1989-11-01 2002-12-17 Wesley-Jessen Corporation Colored contact lens having very natural appearance
JPH04265710A (ja) * 1990-10-30 1992-09-21 Pilkington Visioncare Inc コンタクトレンズの製造方法
EP0581783B1 (en) * 1991-03-22 1996-02-14 Mjs Scientific Limited Method of tinting hydrogel soft contact lens
US5266077A (en) * 1992-11-09 1993-11-30 Ciba-Geigy Corporation Method for tinting a hydrophilic contact lens
EP0615852A1 (en) * 1992-11-09 1994-09-21 Ciba-Geigy Ag Method for tinting a hydrophilic contact lens
US5972544A (en) * 1994-06-09 1999-10-26 Zeneca Limited Printing process
US6331204B1 (en) 1994-06-09 2001-12-18 Avecia Limited Printing ink composition
WO1995034024A1 (en) * 1994-06-09 1995-12-14 Zeneca Limited Printing process
US6149842A (en) * 1998-11-12 2000-11-21 Novartis Ag Methods and compositions for manufacturing tinted ophthalmic lenses
EP1142938A4 (en) * 1998-11-26 2006-04-12 Mitsui Chemicals Inc DYED FORM OBJECT
EP1142938A1 (en) * 1998-11-26 2001-10-10 Mitsui Chemicals, Inc. Dyed molding
US6827440B2 (en) 2000-01-03 2004-12-07 Wesley Jessen Company Colored contact lens with a more natural appearance
US7210778B2 (en) 2000-01-03 2007-05-01 Wesley Jessen Corporation Colored contact lens with a more natural appearance
US7438412B2 (en) 2000-01-03 2008-10-21 Novartis Ag Colored contact lens with a more natural appearance
US7837323B2 (en) 2000-01-03 2010-11-23 Novartis Ag Colored contact lens with a more natural appearance
EP1645296A1 (de) * 2004-09-29 2006-04-12 Stefan Kloth Aufbewahrungs-, Reinigungs- und/oder Pflegelösung für Kontaktlinsen, Farbstoff und Verfahren zum Einfärben von Kontaktlinsen

Also Published As

Publication number Publication date
IT1184407B (it) 1987-10-28
IT8520283A0 (it) 1985-04-09
EP0177606A1 (en) 1986-04-16
EP0177606A4 (en) 1988-02-08
AU4219085A (en) 1985-11-01

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