WO2005102675A2 - Curable colored inks for making colored silicone hydrogel lenses - Google Patents
Curable colored inks for making colored silicone hydrogel lenses Download PDFInfo
- Publication number
- WO2005102675A2 WO2005102675A2 PCT/EP2005/004247 EP2005004247W WO2005102675A2 WO 2005102675 A2 WO2005102675 A2 WO 2005102675A2 EP 2005004247 W EP2005004247 W EP 2005004247W WO 2005102675 A2 WO2005102675 A2 WO 2005102675A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- group
- lens
- groups
- lower alkyl
- ink
- Prior art date
Links
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- 239000000017 hydrogel Substances 0.000 title claims abstract description 64
- 239000000976 ink Substances 0.000 title description 143
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- 239000011230 binding agent Substances 0.000 claims abstract description 93
- 239000000178 monomer Substances 0.000 claims abstract description 70
- 238000000034 method Methods 0.000 claims abstract description 67
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- 125000000217 alkyl group Chemical group 0.000 claims description 58
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- 229940075894 denatured ethanol Drugs 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- ZHQXGMHMKLHOHN-UHFFFAOYSA-N dimethyl-propyl-trimethylsilyloxysilane Chemical compound CCC[Si](C)(C)O[Si](C)(C)C ZHQXGMHMKLHOHN-UHFFFAOYSA-N 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 238000010017 direct printing Methods 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- OUHONEIDEVTEIG-UHFFFAOYSA-N ethyl(methoxy)silane Chemical compound CC[SiH2]OC OUHONEIDEVTEIG-UHFFFAOYSA-N 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
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- 230000005251 gamma ray Effects 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- ZEKANFGSDXODPD-UHFFFAOYSA-N glyphosate-isopropylammonium Chemical compound CC(C)N.OC(=O)CNCP(O)(O)=O ZEKANFGSDXODPD-UHFFFAOYSA-N 0.000 description 1
- 230000007407 health benefit Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- YQDVBKMIBJKWOA-UHFFFAOYSA-N hydron;trimethoxy(propyl)silane;chloride Chemical compound Cl.CCC[Si](OC)(OC)OC YQDVBKMIBJKWOA-UHFFFAOYSA-N 0.000 description 1
- 230000001976 improved effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 229910001867 inorganic solvent Inorganic materials 0.000 description 1
- 239000003049 inorganic solvent Substances 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 150000002605 large molecules Chemical class 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 125000005641 methacryl group Chemical group 0.000 description 1
- OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 238000005935 nucleophilic addition reaction Methods 0.000 description 1
- 230000033116 oxidation-reduction process Effects 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- SOQBVABWOPYFQZ-UHFFFAOYSA-N oxygen(2-);titanium(4+) Chemical class [O-2].[O-2].[Ti+4] SOQBVABWOPYFQZ-UHFFFAOYSA-N 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 238000000016 photochemical curing Methods 0.000 description 1
- 239000003504 photosensitizing agent Substances 0.000 description 1
- 229920000052 poly(p-xylylene) Polymers 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 238000010944 pre-mature reactiony Methods 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 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 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- LJFWQNJLLOFIJK-UHFFFAOYSA-N solvent violet 13 Chemical compound C1=CC(C)=CC=C1NC1=CC=C(O)C2=C1C(=O)C1=CC=CC=C1C2=O LJFWQNJLLOFIJK-UHFFFAOYSA-N 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000011787 zinc oxide 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
- B29D11/00009—Production of simple or compound lenses
- B29D11/00038—Production of contact lenses
-
- 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
- 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
- B29D11/00923—Applying coatings; tinting; colouring on lens surfaces for colouring or tinting
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/0427—Coating with only one layer of a composition containing a polymer binder
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/043—Improving the adhesiveness of the coatings per se, e.g. forming primers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/056—Forming hydrophilic coatings
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING 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
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
- G02B1/041—Lenses
- G02B1/043—Contact lenses
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2383/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen, or carbon only; Derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2483/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen, or carbon only; Derivatives of such polymers
Abstract
Description
Claims
Priority Applications (11)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2005800128220A CN1947033B (en) | 2004-04-21 | 2005-04-20 | Curable colored inks for making colored silicone hydrogel lenses |
BRPI0510086-0A BRPI0510086B1 (en) | 2004-04-21 | 2005-04-20 | INK FOR PRODUCTION OF COLORED CONTACT LENS |
CA2561788A CA2561788C (en) | 2004-04-21 | 2005-04-20 | Curable colored inks for making colored silicone hydrogel lenses |
DK05731971.7T DK1756625T3 (en) | 2004-04-21 | 2005-04-20 | Cured ink for producing colored silicone hydrogel lenses |
PL05731971T PL1756625T3 (en) | 2004-04-21 | 2005-04-20 | Curable colored inks for making colored silicone hydrogel lenses |
EP05731971.7A EP1756625B1 (en) | 2004-04-21 | 2005-04-20 | Curable colored inks for making colored silicone hydrogel lenses |
MXPA06012125A MXPA06012125A (en) | 2004-04-21 | 2005-04-20 | Curable colored inks for making colored silicone hydrogel lenses. |
JP2007508839A JP5014981B2 (en) | 2004-04-21 | 2005-04-20 | Curable colored ink for the production of colored silicone hydrogel lenses |
AU2005234905A AU2005234905B2 (en) | 2004-04-21 | 2005-04-20 | Curable colored inks for making colored silicone hydrogel lenses |
ES05731971.7T ES2498971T3 (en) | 2004-04-21 | 2005-04-20 | Curable colored inks to make colored silicone hydrogel lenses |
NO20065310A NO342082B1 (en) | 2004-04-21 | 2006-11-20 | HARDENABLE, COLORED BLACKS FOR MAKING COLORED SILICON HYDRO LENSES |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US56402404P | 2004-04-21 | 2004-04-21 | |
US60/564024 | 2004-04-21 |
Publications (2)
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WO2005102675A2 true WO2005102675A2 (en) | 2005-11-03 |
WO2005102675A3 WO2005102675A3 (en) | 2006-03-30 |
Family
ID=34955947
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2005/004247 WO2005102675A2 (en) | 2004-04-21 | 2005-04-20 | Curable colored inks for making colored silicone hydrogel lenses |
Country Status (15)
Country | Link |
---|---|
US (3) | US7550519B2 (en) |
EP (1) | EP1756625B1 (en) |
JP (1) | JP5014981B2 (en) |
CN (1) | CN1947033B (en) |
AU (1) | AU2005234905B2 (en) |
BR (1) | BRPI0510086B1 (en) |
CA (1) | CA2561788C (en) |
DK (1) | DK1756625T3 (en) |
ES (1) | ES2498971T3 (en) |
MX (1) | MXPA06012125A (en) |
NO (1) | NO342082B1 (en) |
PL (1) | PL1756625T3 (en) |
PT (1) | PT1756625E (en) |
WO (1) | WO2005102675A2 (en) |
ZA (1) | ZA200608022B (en) |
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US10914967B2 (en) | 2013-05-08 | 2021-02-09 | Menicon Singapore Pte Ltd. | Systems and methods for printing on a contact lens |
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Also Published As
Publication number | Publication date |
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DK1756625T3 (en) | 2014-08-11 |
EP1756625A2 (en) | 2007-02-28 |
BRPI0510086B1 (en) | 2019-04-24 |
CA2561788A1 (en) | 2005-11-03 |
BRPI0510086A (en) | 2007-10-16 |
JP5014981B2 (en) | 2012-08-29 |
WO2005102675A3 (en) | 2006-03-30 |
AU2005234905A1 (en) | 2005-11-03 |
US20050237483A1 (en) | 2005-10-27 |
PL1756625T3 (en) | 2014-11-28 |
ES2498971T3 (en) | 2014-09-26 |
NO342082B1 (en) | 2018-03-19 |
US8622543B2 (en) | 2014-01-07 |
JP2007538113A (en) | 2007-12-27 |
MXPA06012125A (en) | 2007-01-17 |
ZA200608022B (en) | 2008-07-30 |
EP1756625B1 (en) | 2014-06-04 |
NO20065310L (en) | 2007-01-22 |
US20140039086A1 (en) | 2014-02-06 |
US20090252868A1 (en) | 2009-10-08 |
CN1947033B (en) | 2013-07-10 |
US7550519B2 (en) | 2009-06-23 |
PT1756625E (en) | 2014-09-03 |
CA2561788C (en) | 2013-05-21 |
CN1947033A (en) | 2007-04-11 |
AU2005234905B2 (en) | 2008-07-31 |
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