WO1997041180A1 - Composition d'encre d'imprimerie a base d'eau et destinee a un tampon - Google Patents

Composition d'encre d'imprimerie a base d'eau et destinee a un tampon Download PDF

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Publication number
WO1997041180A1
WO1997041180A1 PCT/US1997/006805 US9706805W WO9741180A1 WO 1997041180 A1 WO1997041180 A1 WO 1997041180A1 US 9706805 W US9706805 W US 9706805W WO 9741180 A1 WO9741180 A1 WO 9741180A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
article
coating
group
mixtures
Prior art date
Application number
PCT/US1997/006805
Other languages
English (en)
Inventor
Sunder Ram
Anthony Mccarthy
Herbert Graf
Original Assignee
Sola International, 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 Sola International, Inc. filed Critical Sola International, Inc.
Priority to AU27404/97A priority Critical patent/AU2740497A/en
Priority to BR9709203-7A priority patent/BR9709203A/pt
Priority to EP97921341A priority patent/EP0898601A1/fr
Publication of WO1997041180A1 publication Critical patent/WO1997041180A1/fr

Links

Classifications

    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/10Optical coatings produced by application to, or surface treatment of, optical elements
    • CCHEMISTRY; METALLURGY
    • C03GLASS; MINERAL OR SLAG WOOL
    • C03CCHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C17/00Surface treatment of glass, not in the form of fibres or filaments, by coating
    • C03C17/006Surface treatment of glass, not in the form of fibres or filaments, by coating with materials of composite character
    • C03C17/008Surface treatment of glass, not in the form of fibres or filaments, by coating with materials of composite character comprising a mixture of materials covered by two or more of the groups C03C17/02, C03C17/06, C03C17/22 and C03C17/28
    • C03C17/009Mixtures of organic and inorganic materials, e.g. ormosils and ormocers
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00Inks
    • C09D11/02Printing inks
    • CCHEMISTRY; METALLURGY
    • C03GLASS; MINERAL OR SLAG WOOL
    • C03CCHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C2218/00Methods for coating glass
    • C03C2218/30Aspects of methods for coating glass not covered above
    • C03C2218/355Temporary coating

Definitions

  • the present invention relates generally to a transfer-pad printing ink composition preferably comprising a waterborne vinyl resin, an opacifier, a release agent, a dispersant and a colorant.
  • the ink composition is particularly suited for use with silicone rubber transfer pads to print alphanumeric patterns on curved or spherical articles such as ophthalmic lenses.
  • the ink formulation is compatible with the pad surface so the pad precisely transfers the design to a surface that is receptive to the ink which is removable with water.
  • Pad or transfer-pad printing is a well established method for transferring ink in the form of a thin design to a shaped surface such as one having a rounded or otherwise irregular contour. This technique differs from traditional printing in that it does not rely on a typeface in transferring the design.
  • Pad printing has been used commercially for many applications such as (1) printing patterns on light bulbs, watch faces, and golf balls, (2) printing circuits on dielectric substrates, (3) imprinting bar codes, and (4) marking glass or plastic ophthalmic lenses for subsequent identification in prescription-filling optical laboratories.
  • transfer-pad printing systems available. For example, systems are obtainable from Trans Tech America, Inc., Schaumberg, IL.
  • Transfer-pad printing devices are described, for example, in 4,060,031, 4,282,807, 4,615,266, 4,779,531 , 4,803,922 and 4,856,670. Though these systems are automated and geared to accurately transfer the pattern from a printing block (cliche), which contains the ink design to be transferred, a critical step in the process involves accurately picking up the ink design from the cliche, without altering the design as it lays on the pad prior to transfer to a receiving surface. Reproducing the design on a cliche on a substrate depends upon the ability of the ink composition deposited in the cliche to effectively wet the surface of the transfer-pad.
  • WO 92/20005 described a modified transfer-pad printing composition comprising either a latex or a solution coating composition which includes a monomeric or polymeric hydroxylated and/or carboxylated surface active wetting agent.
  • organic solvent-based inks Following transfer of the ink composition, printing is complete when the ink dries to form the design.
  • some commercially available organic solvent-based inks must be dried and cured at elevated temperatures.
  • the volatile organic compounds in organic solvent-based inks raise environmental concerns not only because of their presence but also because acetone or another organic solvent is required to remove the print thereby further aggravating the problem.
  • organic solvent-based inks cause a phenomenon referred to as "ghosting," where the ink composition leaves an impression on the surface of a plastic substrate after the ink (e.g., design) has been wiped off.
  • the present invention is based in part on the discovery of a transfer-pad aqueous ink composition comprising a marking ink in a waterborne vinyl resin dispersion that is compatible with pad surfaces including those made of silicone rubber.
  • the ink composition in the shape of an alphanumeric or any geometric pattern, can be precisely imprinted on the pad surface; thereafter, the design can be precisely transferred to another surface that is receptive to the ink.
  • the invention is directed to an aqueous coating composition suitable for use in " transfer-pad printing that comprises a water soluble polymer; an opacifier; and a dispersant.
  • the soluble polymer is a vinyl resin and the ink composition includes a colorant to enhance the appearance of the finished pattern.
  • the composition includes a release agent.
  • the invention is directed to a transfer-pad printing method of printing a pattern of a liquid coating from a cliche to a substrate surface wherein the liquid coating comprises the above described aqueous ink composition.
  • the invention is directed to articles including, for example, ophthalmic lenses, fabricated by this process.
  • the inventive aqueous ink composition does not include an organic solvent which avoids the hazards associated with organic solvent-based inks.
  • the inventive ink composition overcomes the deficiencies of conventional aqueous ink compositions which have not been satisfactory. Specifically, prior art aqueous inks tend to bead up on the silicone rubber pad surface thereby breaking up the design sufficiently so that the resultant imprinted product is a poor replica of the original design.
  • conventional aqueous marking ink solutions generally form very light and not well defined imprints that lack body and substance. For these reasons they fail to meet the requirements of a precision manufacturing environment where readability, clarity, abrasion resistance, sturdiness and moisture resistance are necessary.
  • a feature of the inventive water-dispersible ink is that it can dry at room temperature (about 22°-25°C) in only a few seconds, or less time when air assisted, to form good quality, well-defined prints that are comparable to those formed from organic solvent-based inks.
  • the prints are also abrasion resistant so that articles (e.g., ophthalmic lenses) that are imprinted can be safely packaged and shipped.
  • Another feature of the invention is that the imprinted ink marks can be readily removed by wiping with cold water.
  • the aqueous ink composition can imprint patterns on ophthalmic lenses that are uncoated, coated for abrasion resistance and/or anti-reflectivity.
  • Plastic lenses are often coated with, for example, films derived from polysiloxane, acrylate, epoxy, or urethane based compounds for abrasion resistance and with multilayer films comprising silica, titania and/or niobia for anti-reflectivity.
  • the invention is directed to water-based ink compositions for marking irregular surfaces.
  • the ink compositions can be employed to imprint any article which can be imprinted by transfer-pad printing.
  • the invention will be illustrated with printing on ophthalmic lenses.
  • the markings are used in the production of lens products. Specifically, the markings identify reference points on a lens, e.g., fitting cross, prism point, near measurement etc., which guide laboratory personnel in grinding, polishing and otherwise fitting the prescription to that required for the final eyeglass product.
  • Ophthalmic lenses are fabricated from materials having superior structural and optical properties. Crystalline quartz, fused silica, soda-lime silicate glass, and plastics such as from polymers based on allyl diglycol carbonate monomers (available as CR-39TM from PPG Industries, Inc., Hartford, CT), diacrylate or dimethacrylate compounds as described in U.S. Patents 5,373,033 and 4,912, 185, both incorporated herein, and which are available as SPECTRALITETM from Sola Optical USA, Inc. Petalu a, CA, and polycarbonates such as LEXANTM, available from General Electric Co., are preferred substrate materials for ophthalmic lenses (including sunglasses). Preferred ophthalmic lenses also include laminated lenses that are fabricated by bonding two lens wafers (i.e., a front wafer and a back wafer) together with a transparent adhesive. Laminated lens wafers are described, for example, in
  • Suitable substrates further include glass ophthalmic lenses, as described, for instance, in U.S. Patents 3,899,315 and 3,899,314, both of which are inco ⁇ orated herein.
  • the term "lens" refers to both single integral body and laminated types.
  • the lens can be uncoated or coated for abrasion resistance or antireflectivity.
  • Ophthalmic lenses, particularly plastic ones, that are coated with a polymeric abrasion or scratch resistance coating that may be about 1 ⁇ m to about 12 ⁇ m thick are also suitable substrates.
  • the thickness of the polymeric scratch resistance coating will depend, in part, on the substrate material. Generally, plastic materials such as polycarbonates will require thicker coatings.
  • Suitable lenses may also have an antireflection coating which refers to a substantially transparent multilayer film that is applied to optical systems (e.g., surfaces thereof) to substantially eliminate reflection over a relatively wide portion of the visible spectrum, and thereby increase the transmission of light and reduce surface reflectance.
  • anti-reflection coatings include multilayer films comprising alternating high and low refractive index materials (e.g., metal oxides) as described, for instance, in U.S. Patents 3,432,225, 3,565,509, 4,022,947, and 5,332,618, all of which are inco ⁇ orated herein.
  • the thickness of the AR coating will depend on the thickness of each individual layer in the multilayer film and the total number of layers in the multilayer film.
  • the AR coating can include any number of layers.
  • the AR coating for the ophthalmic lens has about 3 to about 12 layers, more preferably about 4 to about 7 layers, and most preferably about 4 layers.
  • the AR coating is about 100 to about 750 nm thick.
  • the AR coating is preferably about 220 to about 500 nm thick.
  • a suitable anti-reflection coating is described in U.S. Patent Application Serial No. 08/487,365 by Machol, entitled “Anti-reflection Coating", of common assignee, filed on June 7, 1995, which is inco ⁇ orated herein. However, before describing the invention in further detail, the following terms will be defined.
  • soluble polymer refers to suitable water soluble polymers that are compatible with the other components of the ink composition to form an aqueous polymer mixture which produces a polymer composition with the other components impregnated therein when the mixture is dried.
  • Soluble polymers include, for example, suitable urethanes, acrylates, epoxies, cellulose, and vinyl derivatives.
  • polyurethanes available as NEOREZ from Zeneca Resins, Wilmington, MA
  • styrene acrylates available as JONCRYL from Johnson Wax Co., Racine, WI
  • hydroxypropylcellulose available as KLUCELTM
  • cellulosic polymers available as AMBERGUMTM both from Aqualon Co., Wilmington, DE
  • aqueous vinyl polymer mixtures that are available under the designations AW850, AW 100, AW870, AW875 and WBV 100 from Union Carbide, Danbury, CT.
  • Preferred soluble polymers are thermoplastic.
  • Preferred soluble polymers for the ink composition comprise vinyl resins which are vinyl polymers or copolymers that are soluble in water at room temperature.
  • the vinyl resin is a vinyl chloride copolymer.
  • Suitable vinyl chloride copolymers are available as a waterborne vinyl dispersant such as, for example, the UCAR waterborne vinyls (available from Union Carbide, Danbury, CT).
  • a preferred waterborne vinyl resin dispersion is AW-850 , which contains about 40% solids, is available from Union Carbide.
  • the soluble polymer typically comprises from about 10% to about 30%, preferably about 15% to 25%, and more preferably about 20% to 25% of the ink composition when first formulated, that is, prior to drying. (All percentages herein are on a weight basis).
  • Another preferred waterborne vinyl resin dispersion is WBV 100 which contains about 50% solids. This soluble polymer comprises from about 10% to 30%, preferably about 15% to 25%, and more preferably 20% to 25% of the ink formulation.
  • opacifier refers to any suitable substance that imparts strength, durability and/or sha ⁇ ness to the design or pattern created on a substrate surface when the ink composition has dried. In addition, it appears that the opacifying agent also improves the consistency and texture of the ink so that it can be readily transferred from the cliche to the articles surface by the transfer pad.
  • Preferred opacifiers are inorganic materials such, for example, titanium dioxide, aluminum oxides, aluminum silicates, and silica. Titanium dioxide is preferred because it is less abrasive and creates superior appearing, well-defined designs and marks.
  • the TiO 2 opacifier creates a white background which enhances the color of the colorant.
  • the opacifying agent typically comprises from about 5% to 45%, preferably from about 5% to 30%, and more preferably from about 10% to 20% of the aqueous ink composition.
  • the term "dispersant" refers to any suitable substance which acts as a wetting agent to disperse the ink components especially the opacifier (and colorant which is optional) to form an aqueous mixture wherein the undissolved fine solid particles are uniformly distributed and separated.
  • Preferred dispersants include, for example, water-reducible alkyds, acrylics, polyesters, epoxies, and mixtures thereof.
  • DISPERSE-AYD W-22TM (available from Daniel Products, Jersey City, N.J.) is a preferred dispersant.
  • the dispersant typically comprises from about 0.5% to 5.5%, preferably from about 1% to 5%, and more preferably from about 1 % to 2.5% of the aqueous ink composition.
  • release agent refers to any suitable substance that acts as a lubricant to render the aqueous ink composition more readily transferable from the cliche to the silicone rubber transfer pad and from the pad to the substrate (e.g., lens) surface. Silicone rubber material is described, for example, in WO 92/20005. Suitable release agents include, for example, silicone fluids. A preferred release agent is a silicone fluid available as SF1 188 from General Electric Co., Waterford, NY. The release agent typically comprises from about 10% to 30%, preferably from about 12.5% to 27.5% and more preferably about 15% to 20% of the aqueous ink composition.
  • colorant refers to suitable substances which impart color to another material or mixture. Colorants are used as desired to render uniqueness to the mark, e.g., "color coding.” In addition, colorants provide improved legibility with surface saver tapes in lens surfacing process. Colorants typically comprise either nonsoluble inorganic and soluble organic dyes. Preferred colorants include Erioglaucine (turquoise blue) and Tartrazine (yellow) both available from Aldrich Chemical Co., Milwaukee, WI. When present, the colorant comprises from about 0.25% to 7.5%, preferably from about 0.5% to 5%, and more preferably from about 0.5% to 2.5% of the ink composition.
  • the inventive ink composition can be employed in conventional transfer-pad devices which typically comprise a silicone rubber pad for transferring an ink pattern from a cliche ink source and printing the design onto the surface of an article (e.g., lens surface). Excess ink is removed from the cliche with a doctor blade.
  • the aqueous ink composition comprises about 20% to 50% water, preferably about 25% to 45%, and more preferably about 35% to 45%.
  • the composition is thixotropic and has a viscosity of about 1,000 cp to 20,000 cp, preferably about 5,000 cp to 15,000 cp, and more preferably about 7,500 cp to about 12,500 cp at room temperature.
  • Example 1 To 54.3 g of AW850 (soluble polymer) add 10.81 g of de ⁇ ionized water under stir. To this add 1.63 g of DISPERS-AYD W22 (dispersant). 0.81 g Erioglaucine and 0.1 1 g Tartrazine (colorants) are then added and the mixture is stirred for 15 minutes. Next add 14.12 g of titanium dioxide and continue stirring for a further 2 hours. Finally, add 18.19 g of the SFI 188 (release agent) and stir for 2 more hours. This formulation achieves a teal colored ink.
  • AW850 soluble polymer
  • Example 2 The same mixing procedure as Example 1 except replace the AW850 with 54.3 g of WBV1 10.
  • Example 3 To 60.88 g of AW875 add 1.79 g of DISPERS-AYD W22 under stir. 0.9 g Erioglaucine and 0.1 1 g Tartrazine are then added and the mixture is stirred for 15 minutes. Next add 15.92 g of titanium dioxide and continue stirring for a further 2 hours. Finally, add 20.52 g of the SFI 188 and stir for 2 more hours. The formulation achieves a teal colored ink.
  • Example 4 To 64.31 g of AW875 add 1.29 g of DISPERS-AYD
  • Example 5 The same mixing procedure as Example 4 except replace the AW850 with 64.31 g of WBV 1 10.
  • Example 6 The same mixing procedure as Example 4 except replace the AW850 with 64.31 g of AW875.
  • the markings on the surfaces of the lenses formed when the ink composition dried. At room temperature, drying occurred within a few seconds or less when air is blown on the aqueous ink composition. The markings were easily removable with water.

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  • Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Composite Materials (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Geochemistry & Mineralogy (AREA)
  • Wood Science & Technology (AREA)
  • Inorganic Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Eyeglasses (AREA)

Abstract

L'invention concerne une composition aqueuse d'encre d'imprimerie pour tampon de report, contenant les quantités requises d'un poylmère soluble dans l'eau, d'un opacifiant, d'un dispersant et, éventuellement, d'un colorant et/ou d'un agent de libération. Cette composition se prête particulièrement à une utilisation avec des tampons de report en caoutchouc de silicone qui permettent d'imprimer des motifs alphanumériques sur des surfaces courbes ou sphériques telles que des verres ophtalmiques.
PCT/US1997/006805 1996-04-30 1997-04-29 Composition d'encre d'imprimerie a base d'eau et destinee a un tampon WO1997041180A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
AU27404/97A AU2740497A (en) 1996-04-30 1997-04-29 Water-based pad printing ink composition
BR9709203-7A BR9709203A (pt) 1996-04-30 1997-04-29 Composição de tinta de impressão à base de águapara almofada
EP97921341A EP0898601A1 (fr) 1996-04-30 1997-04-29 Composition d'encre d'imprimerie a base d'eau et destinee a un tampon

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US1655996P 1996-04-30 1996-04-30
US60/016,559 1996-04-30

Publications (1)

Publication Number Publication Date
WO1997041180A1 true WO1997041180A1 (fr) 1997-11-06

Family

ID=21777755

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1997/006805 WO1997041180A1 (fr) 1996-04-30 1997-04-29 Composition d'encre d'imprimerie a base d'eau et destinee a un tampon

Country Status (5)

Country Link
EP (1) EP0898601A1 (fr)
AU (1) AU2740497A (fr)
BR (1) BR9709203A (fr)
CA (1) CA2253277A1 (fr)
WO (1) WO1997041180A1 (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7329695B2 (en) 2002-09-03 2008-02-12 Novartis Ag Ink formulations and uses thereof
US7354959B2 (en) 2004-07-28 2008-04-08 Novartis Ag Water-based inks for hydrogel lenses
US8147728B2 (en) 2004-04-01 2012-04-03 Novartis Ag Pad transfer printing of silicone hydrogel lenses using colored ink
US10041656B2 (en) 2015-06-17 2018-08-07 Xmark Holding Llc Hue-modifying wrap for a light bulb
US11389570B2 (en) 2015-12-22 2022-07-19 Access Vascular, Inc. High strength biomedical materials
US11577008B2 (en) 2017-06-21 2023-02-14 Access Vascular, Inc. High strength porous materials incorporating water soluble polymers
US11992627B2 (en) 2020-06-30 2024-05-28 Access Vascular, Inc. Articles comprising markings and related methods

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5523335A (en) * 1994-10-17 1996-06-04 Henkel Corporation Printing inks and related laminates and processes

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5523335A (en) * 1994-10-17 1996-06-04 Henkel Corporation Printing inks and related laminates and processes

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7329695B2 (en) 2002-09-03 2008-02-12 Novartis Ag Ink formulations and uses thereof
US8147728B2 (en) 2004-04-01 2012-04-03 Novartis Ag Pad transfer printing of silicone hydrogel lenses using colored ink
US8920873B2 (en) 2004-04-01 2014-12-30 Novartis Ag Colored ink for pad transfer printing of silicone hydrogel lenses
US9880324B2 (en) 2004-04-01 2018-01-30 Novartis Ag Colored ink for pad transfer printing of silicone hydrogel lenses
US7354959B2 (en) 2004-07-28 2008-04-08 Novartis Ag Water-based inks for hydrogel lenses
US10041656B2 (en) 2015-06-17 2018-08-07 Xmark Holding Llc Hue-modifying wrap for a light bulb
US11389570B2 (en) 2015-12-22 2022-07-19 Access Vascular, Inc. High strength biomedical materials
US11577008B2 (en) 2017-06-21 2023-02-14 Access Vascular, Inc. High strength porous materials incorporating water soluble polymers
US11992627B2 (en) 2020-06-30 2024-05-28 Access Vascular, Inc. Articles comprising markings and related methods

Also Published As

Publication number Publication date
CA2253277A1 (fr) 1997-11-06
EP0898601A1 (fr) 1999-03-03
BR9709203A (pt) 2001-11-27
AU2740497A (en) 1997-11-19

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