WO1985004679A1 - Tinting contact lenses - Google Patents
Tinting contact lenses Download PDFInfo
- 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
Links
- 239000003086 colorant Substances 0.000 claims abstract description 69
- 239000000975 dye Substances 0.000 claims description 65
- 238000000034 method Methods 0.000 claims description 28
- 239000000463 material Substances 0.000 claims description 16
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 11
- 239000000049 pigment Substances 0.000 claims description 9
- 229920000642 polymer Polymers 0.000 claims description 9
- 239000000985 reactive dye Substances 0.000 claims description 9
- 229920001577 copolymer Polymers 0.000 claims description 8
- 229920001187 thermosetting polymer Polymers 0.000 claims description 7
- 239000000984 vat dye Substances 0.000 claims description 7
- 238000000576 coating method Methods 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 238000005406 washing Methods 0.000 claims description 5
- -1 Reactive Yellow 15 Chemical compound 0.000 claims description 4
- 238000003825 pressing Methods 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 3
- WXQMFIJLJLLQIS-UHFFFAOYSA-N reactive blue 21 Chemical compound [Cu+2].C1=CC(S(=O)(=O)CCO)=CC=C1NS(=O)(=O)C1=CC=C2C([N-]3)=NC(C=4C5=CC=C(C=4)S(O)(=O)=O)=NC5=NC(C=4C5=CC=C(C=4)S(O)(=O)=O)=NC5=NC([N-]4)=C(C=C(C=C5)S(O)(=O)=O)C5=C4N=C3C2=C1 WXQMFIJLJLLQIS-UHFFFAOYSA-N 0.000 claims description 3
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 2
- INOIOAWTVPHTCJ-UHFFFAOYSA-N 6-acetamido-4-hydroxy-3-[[4-(2-sulfooxyethylsulfonyl)phenyl]diazenyl]naphthalene-2-sulfonic acid Chemical compound CC(=O)NC1=CC=C2C=C(C(N=NC3=CC=C(C=C3)S(=O)(=O)CCOS(O)(=O)=O)=C(O)C2=C1)S(O)(=O)=O INOIOAWTVPHTCJ-UHFFFAOYSA-N 0.000 claims description 2
- FHNINJWBTRXEBC-UHFFFAOYSA-N Sudan III Chemical compound OC1=CC=C2C=CC=CC2=C1N=NC(C=C1)=CC=C1N=NC1=CC=CC=C1 FHNINJWBTRXEBC-UHFFFAOYSA-N 0.000 claims description 2
- 229940051157 d&c yellow no. 11 Drugs 0.000 claims description 2
- TVRGPOFMYCMNRB-UHFFFAOYSA-N quinizarine green ss Chemical compound C1=CC(C)=CC=C1NC(C=1C(=O)C2=CC=CC=C2C(=O)C=11)=CC=C1NC1=CC=C(C)C=C1 TVRGPOFMYCMNRB-UHFFFAOYSA-N 0.000 claims description 2
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 claims description 2
- HFIYIRIMGZMCPC-YOLJWEMLSA-J remazole black-GR Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]S(=O)(=O)C1=CC2=CC(S([O-])(=O)=O)=C(\N=N\C=3C=CC(=CC=3)S(=O)(=O)CCOS([O-])(=O)=O)C(O)=C2C(N)=C1\N=N\C1=CC=C(S(=O)(=O)CCOS([O-])(=O)=O)C=C1 HFIYIRIMGZMCPC-YOLJWEMLSA-J 0.000 claims description 2
- 229940099373 sudan iii Drugs 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- JWCZMLAAXGKRNJ-UHFFFAOYSA-N 2-[[2,5-diethoxy-4-(4-ethylphenyl)sulfanylphenyl]diazenyl]cyclohexane-1,3,5-trione Chemical compound C(C)OC1=C(C=C(C(=C1)SC1=CC=C(C=C1)CC)OCC)N=NC1C(CC(CC1=O)=O)=O JWCZMLAAXGKRNJ-UHFFFAOYSA-N 0.000 claims 1
- 238000007639 printing Methods 0.000 abstract description 9
- 230000000873 masking effect Effects 0.000 abstract description 3
- 102100026735 Coagulation factor VIII Human genes 0.000 description 9
- 101000911390 Homo sapiens Coagulation factor VIII Proteins 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 9
- 239000002562 thickening agent Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 6
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical group O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 5
- 229940072056 alginate Drugs 0.000 description 5
- 235000010443 alginic acid Nutrition 0.000 description 5
- 229920000615 alginic acid Polymers 0.000 description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 239000004202 carbamide Substances 0.000 description 3
- 238000004040 coloring Methods 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 230000001179 pupillary effect Effects 0.000 description 3
- 235000017557 sodium bicarbonate Nutrition 0.000 description 3
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- 235000017550 sodium carbonate Nutrition 0.000 description 3
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- QRIMLDXJAPZHJE-UHFFFAOYSA-N 2,3-dihydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(O)CO QRIMLDXJAPZHJE-UHFFFAOYSA-N 0.000 description 2
- 229920002574 CR-39 Polymers 0.000 description 2
- 229920001875 Ebonite Polymers 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- 229920006217 cellulose acetate butyrate Polymers 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 238000007598 dipping method Methods 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 2
- 239000003230 hygroscopic agent Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 229920002379 silicone rubber Polymers 0.000 description 2
- 239000004945 silicone rubber Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 2
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 1
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
- NNWNNQTUZYVQRK-UHFFFAOYSA-N 5-bromo-1h-pyrrolo[2,3-c]pyridine-2-carboxylic acid Chemical compound BrC1=NC=C2NC(C(=O)O)=CC2=C1 NNWNNQTUZYVQRK-UHFFFAOYSA-N 0.000 description 1
- NUXLDNTZFXDNBA-UHFFFAOYSA-N 6-bromo-2-methyl-4h-1,4-benzoxazin-3-one Chemical compound C1=C(Br)C=C2NC(=O)C(C)OC2=C1 NUXLDNTZFXDNBA-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 206010015946 Eye irritation Diseases 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- DGOBMKYRQHEFGQ-UHFFFAOYSA-L acid green 5 Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C=CC(=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 DGOBMKYRQHEFGQ-UHFFFAOYSA-L 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- IRERQBUNZFJFGC-UHFFFAOYSA-L azure blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[S-]S[S-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] IRERQBUNZFJFGC-UHFFFAOYSA-L 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 229920005549 butyl rubber Polymers 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
- 231100000013 eye irritation Toxicity 0.000 description 1
- 238000007647 flexography Methods 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- PZNXLZZWWBSQQK-UHFFFAOYSA-N n-(5-benzamido-9,10-dioxoanthracen-1-yl)benzamide Chemical compound C=1C=CC=CC=1C(=O)NC(C=1C(=O)C2=CC=C3)=CC=CC=1C(=O)C2=C3NC(=O)C1=CC=CC=C1 PZNXLZZWWBSQQK-UHFFFAOYSA-N 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920002120 photoresistant polymer Polymers 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 210000001747 pupil Anatomy 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000003678 scratch resistant effect Effects 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
- 230000001131 transforming effect Effects 0.000 description 1
- 235000013799 ultramarine blue Nutrition 0.000 description 1
- UGCDBQWJXSAYIL-UHFFFAOYSA-N vat blue 6 Chemical compound O=C1C2=CC=CC=C2C(=O)C(C=C2Cl)=C1C1=C2NC2=C(C(=O)C=3C(=CC=CC=3)C3=O)C3=CC(Cl)=C2N1 UGCDBQWJXSAYIL-UHFFFAOYSA-N 0.000 description 1
- DCYIADGZPJOOFN-UHFFFAOYSA-N vat brown 1 Chemical compound C1=CC=C2C(=O)C3=CC=C4C(C5=C(C6=C7C(C8=CC=CC=C8C6=O)=O)NC6=C8C(=O)C9=CC=CC=C9C(C8=CC=C65)=O)=C7NC4=C3C(=O)C2=C1 DCYIADGZPJOOFN-UHFFFAOYSA-N 0.000 description 1
- JXUKQCUPTNLTCS-UHFFFAOYSA-N vat green 1 Chemical compound C1=CC=C[C]2C(=O)C(C3=C45)=CC=C4C(C4=C67)=CC=C7C(=O)[C]7C=CC=CC7=C6C=C(OC)C4=C5C(OC)=CC3=C21 JXUKQCUPTNLTCS-UHFFFAOYSA-N 0.000 description 1
- XMDMAACDNUUUHQ-UHFFFAOYSA-N vat orange 1 Chemical compound C1=CC(C2=O)=C3C4=C1C1=CC=CC=C1C(=O)C4=CC=C3C1=C2C(Br)=CC=C1Br XMDMAACDNUUUHQ-UHFFFAOYSA-N 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
Classifications
-
- 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
- B29D11/00894—Applying coatings; tinting; colouring colouring or tinting
- B29D11/00903—Applying coatings; tinting; colouring colouring or tinting on the surface
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M1/00—Inking and printing with a printer's forme
- B41M1/26—Printing on other surfaces than ordinary paper
- B41M1/30—Printing on other surfaces than ordinary paper on organic plastics, horn or similar materials
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M1/00—Inking and printing with a printer's forme
- B41M1/40—Printing on bodies of particular shapes, e.g. golf balls, candles, wine corks
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M3/00—Printing processes to produce particular kinds of printed work, e.g. patterns
- B41M3/003—Printing processes to produce particular kinds of printed work, e.g. patterns on optical devices, e.g. lens elements; for the production of optical devices
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/001—Special chemical aspects of printing textile materials
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/003—Transfer printing
-
- G—PHYSICS
- G02—OPTICS
- G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
- G02C7/00—Optical parts
- G02C7/02—Lenses; Lens systems ; Methods of designing lenses
- G02C7/021—Lenses; Lens systems ; Methods of designing lenses with pattern for identification or with cosmetic or therapeutic effects
-
- G—PHYSICS
- G02—OPTICS
- G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
- G02C7/00—Optical parts
- G02C7/02—Lenses; Lens systems ; Methods of designing lenses
- G02C7/04—Contact lenses for the eyes
- G02C7/046—Contact 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.
Abstract
Contact lenses and other lenses are tinted in any predetermined pattern without masking any portions of the lens by forming the pattern before applying it to the lens. Preferably the colorant is formed into the pattern on a printing pad or equivalent means.
Description
TINTING CONTACT LENSES
BACKGROUND OF THE INVENTION
The present invention relates to coloring lenses, such as ophthalmic lenses and particularly hard and soft contact lenses. Past known attempts have included painting or printing a colored central portion onto a soft contact lens, fabricating the lens from two distinct pieces, the central one of which is colored (U.S. Patent No. 4,252,421) or masking selected areas of the lens and dipping it in its entirety into the coloring agent.
It is desirable to color a lens so that its central portion is clear, thereby providing the wearer with vision that is not impeded by coloring over the pupillary opening. Providing colorant around, but not in, the pupillary opening requires for aesthetic reasons a precise line between the colored and uncolored areas, without bleeding of the colorant into the uncolored area. Achieving -this precision has up to now been difficult and time-consuming, which has worked against the widespread availability of low-cost, rapidly produced colored lenses.
SUMMARY OF THE INVENTION
In its broadest aspect, the present invention is a method for applying a dye to an ophthalmic, corneal contact, or intraocular lens, in a predetermined pattern, which comprises forming a colorant containing said dye into said pattern before applying it to the lens, then contacting the colorant with the lens while it is in said pattern, and then fixing the dye to said lens. No masking of portions of the lens, or equivalent expedients, are necessary.
In a preferred embodiment, the present invention provides colored lenses in a process which includes the steps of
SUBSTITUTE SHEET
(a) applying the colorant in a predetermined pattern onto a pad means;
(i) pressing the pad means against a surface of the lens to transfer the colorant to the lens in said pattern;
(c) heating the colored lens under conditions effective to fix the dye into the lens; and then, if necessary,
(d) washing the lens to remove residual colorant material from the surface of the lens.
DESCRIPTION OF THE DRAWINGS
The Figure depicts a normal human eye, to show the non-uniformity of the color pattern formed by the iris.
DESCRIPTION OF THE PREFERRED EMBODIMENTS
A. Application methods
The preferred method for applying the colorant to the lens is indirect gravure. In this method, the desired pattern is etched into a preferably horizontal metal plate, to one to two thousandths of an inch in depth. Colorant is filled into the etched pattern, for instance, by washing the plate with the colorant and wiping off the plate with a doctor blade, thereby leaving colorant only in the etched area. A printing pad is then pressed temporarily against the pattern, so that all the colorant is transferred to the pad. The pad is then temporarily pressed against the surface of the lens sufficiently so that all the colorant in the desired pattern comes in contact with the lens and thereby transfers to the lens.
Preferred pads are elastomeric, more preferably silicone rubber, or neoprene (polychlorobutadiene), polybutadiene, polyisoprene, styrene-butadiene rubber, butyl rubber, nitrile rubber, ethylene-propylene
SUBSTITUTE SHEET
copolymer, or polyurethanes. The elastomer should be chemically inert to the colorant. The pad should be soft enough so that it can deform in shape as it is pressed against the metal plate, and against the entire curved surface being colored without fracturing the lens, but hard enough to retain its shape when at rest. Shore hardness values of about 1 to about 18 are satisfactory. The end portion of the pad which transfers the colorant should approximate the shape of the lens being marked; thus, for a- contact lens the end of the pad should be a hemisphere or a paraboloid having a circular cross-section. The pad is preferably a solid elastomeric body, but can be hollow.
Alternatively, the pad can be a cylinder which is rolled across the colorant on the etched plate, and then rolled across the lens to transfer the colorant to the lens. The pad can also be made of harder material, such as hard rubber, provided that the printing surface matches the contour of the lens surface being colored so that when the pad is pressed against the lens surface all of the colorant contacts the lens. Likewise, the plate in which the pattern of colorant is initially formed is contoured to match the surface of the pad, so that all the colorant can be picked up by the pad when it is pressed against the plate.
Each lens can be mounted individually on a chuck or spindle, or a series of lenses on a conveyor can be passed through the printing station where they are colored.
A satisfactory machine is available through Tampoprint America, Inc., Schaumburg, Illinois. This machine quickly repeats the steps of filling colorant in the desired pattern into an etched portion of a flat plate while a silicone rubber pad alternates between one station at which it is pressed against the plate to pick up the pattern, and a second station at which it presses against
SUBSTITUTE SHEET
an object (such as a lens) fixed to a spindle to transfer the pattern to the object.
Another satisfactory coloring method is flexography. A "negative" of the desired pattern is formed on the raised areas of a printing pad (in much the same manner as a conventional "rubber stamp", date stamp, and the like) by cutting away those portions of the pad which are not to form part of the pattern. Colorant is then applied to the pattern only, for instance by rolling a colorant-loaded roller across the pad or by dipping the pad into a pan of colorant. The pad is then pressed against the lens surface.
The pad can be made of the same range of elastomeric materials as disclosed above for the indirect gravure method. Alternatively, the flexographic pad can be made of stiffer material (e.g. hard rubber) if the pad is given a curve which closely approximates the surface of the lens being colored.
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.
Jet-printing of the lens surface is also considered within the scope of this invention. The colorant is sprayed through a number of closely spaced small-diameter orifices which are arrayed in the desired pattern and which are spaced just far enough from the lens surface so that after the colorant has been sprayed and is moving toward the lens surface, the individual sprays of colorant merge to form a continuous band defining the desired pattern (which then hits the lens surface). Another technique employs as the pad means a strip of paper or an equivalent carrier on which the pattern is formed, preferably by a thermosetting dye.
SUBSTITUTE SHEET
B. Lens materials The present invention is applicable to a wide range of lens materials. Particularly preferred are polymers which possess free hydroxyl groups, such as HEMA
(2-hydroxyethyl- ethacrylate),
2,3-dihydroxypropylmethacrylate, and other hydroxylated monomers, and copolymers of HEMA or such other monomers with one, two, or more other monomers such as:
HEMA/N-vinyl pyrrolidone
2,3-dihydroxypropylmethacrylate/methyl methacrylate
HEMA/N-(l,l-dimethyl-3-oxobutyl)acrylamide/methacrylic acid
HEMA/N-vinylpyrrolidone/methyl methacrylate
HEMA/methacrylic acid
HEMA/2-ethoxyethylmethacrylate
HEMA/methacrylic acid/N-vinylpyrrolidone
HEMA/methacrylic acid/isobutyl methacrylate
Other preferred 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.
Other lens materials which can be treated by this invention include poly(methylmethacrylate), which many hard contact lenses are made from, and copolymers thereof, and allyl diglycol carbonate (known under its trade name "CR-39"), silicones, silicone acrylates, and polycarbonates.
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. C. Colorants
As used herein the term "colorant" is intended to mean a dye or pigment, that is, the agent which actually imparts color to the' lens or combinations of dyes or pigments, plus the one or more solvents, vehicles, carriers, thickeners, and other auxiliary agents with which the dye or pigment is blended. The following discussion begins with a description of dyes.
The most preferred dyes are those known as "reactive" dyes. A reactive dye is defined as one which reacts chemically with the substrate to which it is applied. Such dyes generally include an easily displaced halogen atom, sulfone group, or sulfonyl group. In the present invention, such dyes are the preferred ones to use with .lens materials which contain hydroxyl groups (such as hydroxyethylmethacrylate and copolymers thereof, and cellulosics such as cellulose acetate butyrate).
Particularly preferred reactive dyes include these: Reactive Black 5: 4-amino-5-hydroxy-3,6-bis( (4-
( (sulfoox )ethyl)-sulfonyl)-phenyl)azo)- 2,7-naphthalenedisulfonic acid, tetrasodium salt. Reactive Blue 21: copper-(29H,3lH-phthalocyaninato(2-)-
N(29),N(30),N(31),N(32))-,sulfo((4- ((2-sulfoox )ethyl)sulfonyl)phenyl)- amino)-sulfonyl(CAS registry Number 73049-92-0).
SUBSTITUTE SHEET
- 1 - Reactive Orange 78: 7-acetylamino-4-hydroxy-3-( (4-( (2-
(sulfooxy)ethyl)sulfonyl)phenyl)azo)- 2-naphthalene-sulfonic acid Reactive Yellow 15: 4-(4,5-dihydro-4-( (2-methoxy-5-methyl-
4-( (2-(sulfooxy)ethyl)sulfonyl)phenyl)- azo)-3-methyl-5-oxo-lH-pyrazol-l-yl)- benzene-sulfonic acid These dyes are available in the U.S. from BASF Wyandotte Corp., Parsippany, New Jersey, and American Hoechst Corp., Charlotte, North Carolina. Other reactive dyes having the above characteristics will readily occur to the practitioner; a source which identifies such dyes is the Color Index, which is the standard reference in this field. The ability of these dyes to bond chemically to the lens polymer greatly reduces the risk that the dye would be removed from the lens by washing or by normal wear in the eye.
Another class of"dyes which are highly suitable for use in this invention are the vat dyes. These dyes do not react with the lens but nonetheless penetrate into the lens and are retained therein, when the dye is dissolved in water under alkaline conditions. Examples of satisfactory vat dyes include:
16,23-dihydronaphtho(2,3-a:2' ,3'-i)naphth(2* ,
3' :6,7)indolo(2,3-c)-carbazole-5,10,15,17, 22,24-hexone (Vat Brown No. 1) N,N'-(9,10-dihydro-9,10-dioxo-l,5-anthracene- diyDbisbenzamide (Vat Yellow No. 3) 7,16-dichloro-6,15-dihydr0-5,9,14,18-anthra- zinetetrone (Vat Blue No. 6) 16,17-dimethoxydinaphtho(1,2,3-cd:3',2* ,1•-1m)- perylene-5,10-dione (Vat Green No. 1) Dibromodibenzo(b,def)chrysene-7,14-dione
(Vat Orange No. 1) 6,6l-diethoxy-2,2'-(3H,3'H)bibenzo(b) thiophene-3,3'-dione (Vat Orange No. 5)
UBSTI UTE SHEET
These are available from dye suppliers.
Another class of dyes is the thermosetting dyes. These become fixed in the lens material by the application of heat. Examples include (numbers are references to the dye's entry in the Color Index): Yellow 54; Yellow 230; Red 60; Orange 25; Blue 95; and Blue 352. These are available from dye suppliers.
As mentioned above, the dye is blended with other components to make up the colorant that is applied to the lens.
The reactive dye is mixed with water, an alkaline agent, and a thickener. The alkaline agent can be sodium carbonate, sodium bicarbonate, or soda ash. The amount must be effective to raise the pH ehough so that the dye and lens react together. A satisfactory amount is about 15-30 grams of soda ash per kilogram of colorant, preferably 20-25 g/kg. A highly satisfactory thickener is an alginate,- such as sodium alginate, or a finely divided montmorillonite clay. The amount should be effective to adjust the viscosity of the colorant to about 1000-3000 centipoise so that the colorant does not drip or run when it is on the printing pad or on the lens. Preferably, 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. Generally, 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.
SUBSTITUTE SHEET
In the colorants described herein, the amount of dye is not critical and can be adjusted in accordance with the intensity desired in the finished lens. As a general guide, though, the dye can comprise about 1-15 wt. % of the colorant, and usually about 5-10 wt. %.
If a hydrated hydrophilic contact lens is being colored, the lens is preferably hydrated with a solution which contains up to 1-2 wt. % of sodium bicarbonate or equivalent alkaline agent to promote the reaction of the dye and polymer.
Another class of dyes is oil-soluble dyes, which are formulated into the colorant by dissolving them in an organic or silicone oil. No alkaline agent is necessary; the colorant is otherwise thickened as taught above. Examples of such dyes are D&C Yellow No. 11, D&C Red No. 17, D&C Green No. 6, and 2-( (2,5-diethoxy-4- ( (methylphenyDthio)phenyl)azo)-l,3,5-benzenetrione. D. Fixing the colorant
When the colorant has been applied to the lens, 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.
After the colorant has been placed onto the lens in the desired pattern, the lens-colorant combination is treated to fix the dye into the lens. In each type of aye the fixing is preferably accomplished by applying heat. With a reactive dye, the object is to cause the dye to react with the polymer's -OH groups. The combination is heated in a current of hot air at 150°C for 3 to 5 minutes, or at 190°C for about 1 minute; alternatively, the combination is heated in saturated or supersaturated steam for about 20-60 seconds at 100-110°C. With a vat dye, the colorant is left on the lens for about 5 to about 30 minutes, at a temperature of 20°C to 100°C. The
SUBSTITUTE SHEET
colorant with a thermosetting dye or oil-soluble dye is heated to 125-150°C for about 2 to about 6 minutes.
The lens is then washed with water or a weak acid such as acetic or citric, and with solvents for the dye, thickener, and other agents (if any) of the colorant. The object is to remove all material which remains on the surface of the lens. The dyes discussed and applied as taught hereinabove actually penetrate into the lens, so the washing step will not remove the desired color.
If the dye is a thermosetting dye which has been applied onto a paper strip or equivalent pad means, the dye can be transferred from the strip to the lens by pressing the strip against the lens and heating this combination to 100-250°C for 5 to 30 minutes, whereby the. dye sublimes into the lens material.
E. Patterns
The preferred pattern on the contact lens is a ring of color, leaving the central region of the lens uncolored. For instance, 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.
It will be appreciated, though, that patterns more complex than a simple band of uniform intensity can be applied using this invention. By varying the contours of the etched portion of the gravure plate, for instance, an uneven appearance can be given to the pattern on the lens, and if a series of colors are printed one on top of the other on the same lens, using varied printing plates or pads, an uneven and multi-colored effect can be created. By combining features such as these, the practitioner can approximate the appearance of the natural human iris, which of course, can have minute streaks or
SUBSTITUTE SHEET
spots of unevenness in shade and intensity.
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. In addition, 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.
It will also be recognized that the present invention can be employed to apply colorants which are coatings or films, and in which there is a pigment instead of a dye. In the case of coatings, conventional film-forming agents such as nitrocellulose can be used in admixture with a desired dye or pigment. The pigment must be reduced to an extremely fine sub-micron particle size, to avoid eye irritation. Pigments include (phthalocyaninato(2-) )copper, red iron oxide, and ultramarine blue. The above embodiments, in which the dye is permitted to penetrate into the lens and nothing remains on the lens surface, are preferred, especially for contact lenses.
Examples of colorants which can be employed in this invention are (all amounts in grams):
SUBSTITUTE: SHEET
With reactive dyes: A B C D Stock thickener (4 wt. % alginate: 7 8855 785 785 785
96 wt. % deionized water) Sodium bicarbonate 25 25 25 25 Thiodiethylene glycol ("Glyezine") 45 45 45 45 Urea .50 150 150 150
Reactive Blue 21 10 — — — Reactive Black 5 - 10
Reactive Yellow 15 10
Reactive Orange 78 10
With vat dyes E G H
Stock thickener (4 wt. % alginate: 955 955 955 955
96 wt. % deionized water) Sodium bicarbonate 25 25 25 25 Vat Blue 6 10 — — —
Vat Brown 1 10
Vat Yellow 3 * 10
Vat Green 1 10
This invention can also be utilized to tint the entire surface of a contact or ophthalmic lens. In addition, functional coatings can be applied in the same manner such as photochromic and scratch-resistant compounds and ultraviolet absorbers.
SUBSTITUTE SHEET
Claims
1. The method of applying a dye in a predetermined pattern to an artificial lens, which comprises forming a colorant containing said dye into said pattern before applying it to the lens, then contacting the colorant with the lens while it is in said pattern, and then fixing the dye in the colorant to said lens.
2. The method of claim 1 comprising the steps of
(a) applying the colorant in said predetermined pattern onto a pad means;
(b) pressing the pad means against the lens to transfer the colorant to the lens in said pattern;
(c) heating the colored lens under conditions effective to fix the dye into the lens; and then, if necessary,
(d) washing the lens to remove residual colorant material from the surface "of the lens.
3. The method of claim 2 wherein the pad means is an elastomeric body, having a smooth surface, and the colorant is applied to said body by forming the colorant into said pattern on a plate means and pressing the elastomeric body against said colorant in said pattern.
4. The method of claim 2 wherein a surface of said pad means has raised portions defining said pattern and portions which are not raised, and colorant is applied to said raised portions.
5. The method of claim 1 wherein said lens is a contact lens.
6. The method of claim 5 wherein said pattern comprises a circular uncolored area surrounded by a concentric, circular colored area.
7. The method of claim 6 wherein said colored area is of one color of uniform intensity.
8. The method of claim 6 wherein said colored area contains a plurality of colors.
SUBSTITUTE SHEET
9. The method of claim 2 wherein steps (a), (b), (c) and (d) are carried out a second time using a different pattern or a dye of a different color.
10. The method of claim 1 wherein the dye is selected from the group consisting of reactive dyes, vat dyes, and thermoset dyes, oil-soluble dyes, and pigments.
11. The method of claim 1 wherein the dye is a reactive dye and the lens is made of a polymer or copoly er having free hydroxyl groups.
12. The method of claim 11 wherein the lens is a polymer or copolymer of hydroxyethylmethacrylate.
13. The method of claim 11 wherein the dye is selected from the group consisting of Reactive Black 5, Reactive Blue 21, Reactive Yellow 15, Reactive Orange 78, and mixtures thereof.
14. The method of claim 10 wherein the dye is a dye selected from the group consisting of D&C Yellow No. 11, D&C Red No. 17, Vat Brown No. 1, Vat Yellow No. 3, Vat Blue No. 6, Vat Green No. 1, Vat Orange No. 1, Vat Orange No. 5, D&C Green No. 6, 2-( (2,5-diethoxy-4-( (4- ethylphenyl)thio)phenyl)azo)-1,3,5-benzenetrione, and mixtures thereof.
15. The method of claim 10 wherein the dye is a thermosetting dye selected from the group consisting of Yellow 54, Yellow 230, Red 60, Orange 25, Blue 95, and Blue 352.
16. A colored artificial lens containing within the lens material one or more dyes which have been applied in accordance with the method of claim 1.
17. An artificial lens containing a coating or film which has been applied in accordance with the method of claim 1.
18. A lens according to claim 17 wherein the coating or film contains a dye or pigment.
SUBSTITUTE SHEET
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 (en) |
AU (1) | AU4219085A (en) |
IT (1) | IT1184407B (en) |
WO (1) | WO1985004679A1 (en) |
Cited By (15)
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---|---|---|---|---|
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 (en) * | 1987-11-09 | 1989-05-12 | Charles Ayache | Contact lens forming a solar filter |
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 (en) * | 1990-10-30 | 1992-09-21 | Pilkington Visioncare Inc | Manufacture of contact lens |
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 (en) * | 2004-09-29 | 2006-04-12 | Stefan Kloth | Contact lens storage-, cleaning-, and care solution, dye and method for dyeing contact lenses |
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US7438412B2 (en) | 2000-01-03 | 2008-10-21 | Novartis Ag | Colored contact lens with a more natural appearance |
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Also Published As
Publication number | Publication date |
---|---|
EP0177606A1 (en) | 1986-04-16 |
IT1184407B (en) | 1987-10-28 |
IT8520283A0 (en) | 1985-04-09 |
EP0177606A4 (en) | 1988-02-08 |
AU4219085A (en) | 1985-11-01 |
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