TWI477560B - 隱形眼鏡材料、隱形眼鏡的製造方法與由此方法所製造出之隱形眼鏡 - Google Patents
隱形眼鏡材料、隱形眼鏡的製造方法與由此方法所製造出之隱形眼鏡 Download PDFInfo
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- TWI477560B TWI477560B TW102104757A TW102104757A TWI477560B TW I477560 B TWI477560 B TW I477560B TW 102104757 A TW102104757 A TW 102104757A TW 102104757 A TW102104757 A TW 102104757A TW I477560 B TWI477560 B TW I477560B
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- 229960002130 benzoin Drugs 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
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- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
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- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
- C08F230/08—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions 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; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
- C08L83/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
- C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
- C08G77/388—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing nitrogen
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- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Eyeglasses (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Dispersion Chemistry (AREA)
- Materials For Medical Uses (AREA)
- Silicon Polymers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| TW102104757A TWI477560B (zh) | 2013-02-07 | 2013-02-07 | 隱形眼鏡材料、隱形眼鏡的製造方法與由此方法所製造出之隱形眼鏡 |
| US13/845,114 US8952080B2 (en) | 2013-02-07 | 2013-03-18 | Material for contact lenses, method for manufacturing contact lenses and contact lenses obtained thereby |
| EP13186017.3A EP2765165B1 (en) | 2013-02-07 | 2013-09-25 | Material for contact lenses, method for manufacturing contact lenses and contact lenses obtained thereby |
| JP2013255889A JP5882979B2 (ja) | 2013-02-07 | 2013-12-11 | コンタクトレンズの材料、コンタクトレンズの製造方法およびこの方法により製造されるコンタクトレンズ |
| US14/583,184 US9086528B2 (en) | 2013-02-07 | 2014-12-25 | Material for contact lenses, method for manufacturing contact lenses and contact lenses obtained thereby |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| TW102104757A TWI477560B (zh) | 2013-02-07 | 2013-02-07 | 隱形眼鏡材料、隱形眼鏡的製造方法與由此方法所製造出之隱形眼鏡 |
Publications (2)
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| TW201431965A TW201431965A (zh) | 2014-08-16 |
| TWI477560B true TWI477560B (zh) | 2015-03-21 |
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| US (2) | US8952080B2 (enExample) |
| EP (1) | EP2765165B1 (enExample) |
| JP (1) | JP5882979B2 (enExample) |
| TW (1) | TWI477560B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI807804B (zh) * | 2022-04-28 | 2023-07-01 | 昱嘉科技股份有限公司 | 高透氧矽水膠組成物、使用高透氧矽水膠組成物製作的隱形眼鏡及其製作方法 |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012118686A2 (en) * | 2011-02-28 | 2012-09-07 | Coopervision International Holding Company, Lp | Silicone hydrogel contact lenses |
| US9360594B2 (en) * | 2011-02-28 | 2016-06-07 | Coopervision International Holding Company, Lp | High water content silicone hydrogel contact lenses |
| TWI459071B (zh) | 2011-09-02 | 2014-11-01 | Benq Materials Corp | 隱形眼鏡材料、隱形眼鏡的製造方法與由此方法所製造出之隱形眼鏡 |
| US9221939B2 (en) * | 2013-06-14 | 2015-12-29 | Benq Materials Corporation | Fluoro-containing ether monomer for fabricating contact lenses, contact lenses materials and contact lenses obtained therefrom |
| US11859099B2 (en) | 2015-06-01 | 2024-01-02 | Ndsu Research Foundation | Amphiphilic siloxane-polyurethane fouling-release coatings and uses thereof |
| WO2016196565A2 (en) * | 2015-06-01 | 2016-12-08 | Ndsu Research Foundation | Amphiphilic siloxane- polyurethane fouling-release coatings and uses thereof |
| TWI545158B (zh) * | 2015-06-18 | 2016-08-11 | 明基材料股份有限公司 | 隱形眼鏡材料、隱形眼鏡及其製造方法 |
| EP3325541A4 (en) * | 2015-07-23 | 2019-04-17 | The University of North Carolina at Chapel Hill | SOLVENT-FREE SUPERWEAR AND SUPERELASTIC MATERIALS |
| US20180244855A1 (en) * | 2015-08-31 | 2018-08-30 | Byk-Chemie, Gmbh | Copolymers containing polysiloxane macromonomer units, process of their preparation and their use in coating compositions and polymeric moulding compounds |
| US12298602B2 (en) | 2015-09-15 | 2025-05-13 | Largan Medical Co., Ltd. | Multifocal contact lens and contact lens product |
| US10845622B2 (en) | 2015-09-15 | 2020-11-24 | Largan Medical Co., Ltd. | Multifocal contact lens and contact lens product |
| TWI663431B (zh) * | 2016-09-02 | 2019-06-21 | 星歐光學股份有限公司 | 隱形眼鏡產品 |
| TW201827854A (zh) * | 2017-01-20 | 2018-08-01 | 鴻海精密工業股份有限公司 | 眼用鏡片材料及眼用鏡片 |
| EP4481478A3 (en) | 2017-06-07 | 2025-03-26 | Alcon Inc. | Silicone hydrogel contact lenses |
| US10843422B2 (en) | 2017-06-07 | 2020-11-24 | Alcon, Inc. | Method for producing silicone hydrogel contact lenses |
| AU2018279285B2 (en) | 2017-06-07 | 2020-12-17 | Alcon Inc. | Silicone hydrogel contact lenses |
| US10406095B2 (en) | 2017-09-15 | 2019-09-10 | Grant Industries, Inc. | Compositions and methods for protecting bleached hair and enhanced oxidative hair coloring |
| US11760839B2 (en) | 2019-11-26 | 2023-09-19 | Dow Silicones Corporation | Processes for making polysiloxazanes and using same for producing amino-functional polyorganosiloxanes |
| CN112795047A (zh) * | 2020-12-30 | 2021-05-14 | 江苏视准医疗器械有限公司 | 一种硅水胶镜片的配方及其加工工艺 |
| CN112831050B (zh) * | 2020-12-31 | 2022-06-17 | 江苏海伦隐形眼镜有限公司 | 单封端有机硅氧烷大分子单体、硅水凝胶、角膜接触镜及制备方法 |
| TWI775271B (zh) * | 2021-01-13 | 2022-08-21 | 創元光學股份有限公司 | 用於製造隱形眼鏡的材料以及其隱形眼鏡 |
| JP7483649B2 (ja) * | 2021-03-17 | 2024-05-15 | 信越化学工業株式会社 | シロキサン化合物及びその製造方法 |
| JP7411598B2 (ja) * | 2021-03-17 | 2024-01-11 | 信越化学工業株式会社 | シロキサン化合物及びその製造方法 |
| CN113248719B (zh) * | 2021-04-19 | 2022-10-21 | 江苏海伦隐形眼镜有限公司 | 单封端有机硅氧烷齐聚物、硅水凝胶、角膜接触镜及制备方法 |
| US11899289B2 (en) | 2021-05-04 | 2024-02-13 | Khalifa University of Science and Technology | Contact lens for treating color vision deficiency and method of manufacturing same |
| US12140820B2 (en) | 2021-05-04 | 2024-11-12 | Khalifa University of Science and Technology | Method of manufacturing contact lens for treating color vision deficiency |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4153641A (en) * | 1977-07-25 | 1979-05-08 | Bausch & Lomb Incorporated | Polysiloxane composition and contact lens |
| TW491951B (en) * | 2000-02-24 | 2002-06-21 | Hoya Healthcare Corp | Materials for contact lenses comprising a macromer having the polysiloxane structure in the side chain |
| CN101479324A (zh) * | 2006-06-30 | 2009-07-08 | 博士伦公司 | 羧基M2Dx-型硅氧烷基单体 |
| TW201239451A (en) * | 2011-02-28 | 2012-10-01 | Coopervision Int Holding Co Lp | Silicone hydrogel contact lenses having acceptable levels of energy loss |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4327203A (en) * | 1981-02-26 | 1982-04-27 | Bausch & Lomb Incorporated | Polysiloxane with cycloalkyl modifier composition and biomedical devices |
| US4355147A (en) * | 1981-02-26 | 1982-10-19 | Bausch & Lomb Incorporated | Polysiloxane with polycyclic modifier composition and biomedical devices |
| US4910277A (en) * | 1988-02-09 | 1990-03-20 | Bambury Ronald E | Hydrophilic oxygen permeable polymers |
| US6822016B2 (en) * | 2001-09-10 | 2004-11-23 | Johnson & Johnson Vision Care, Inc. | Biomedical devices containing internal wetting agents |
| DE60043907D1 (de) * | 1999-10-07 | 2010-04-08 | Johnson & Johnson Vision Care | Weiche Kontaktlinsen |
| US7176268B2 (en) * | 2003-12-05 | 2007-02-13 | Bausch & Lomb Incorporated | Prepolymers for improved surface modification of contact lenses |
| US8490782B2 (en) * | 2007-10-23 | 2013-07-23 | Bausch & Lomb Incorporated | Packaging solutions |
| TWI459071B (zh) * | 2011-09-02 | 2014-11-01 | Benq Materials Corp | 隱形眼鏡材料、隱形眼鏡的製造方法與由此方法所製造出之隱形眼鏡 |
-
2013
- 2013-02-07 TW TW102104757A patent/TWI477560B/zh active
- 2013-03-18 US US13/845,114 patent/US8952080B2/en active Active
- 2013-09-25 EP EP13186017.3A patent/EP2765165B1/en active Active
- 2013-12-11 JP JP2013255889A patent/JP5882979B2/ja active Active
-
2014
- 2014-12-25 US US14/583,184 patent/US9086528B2/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4153641A (en) * | 1977-07-25 | 1979-05-08 | Bausch & Lomb Incorporated | Polysiloxane composition and contact lens |
| TW491951B (en) * | 2000-02-24 | 2002-06-21 | Hoya Healthcare Corp | Materials for contact lenses comprising a macromer having the polysiloxane structure in the side chain |
| CN101479324A (zh) * | 2006-06-30 | 2009-07-08 | 博士伦公司 | 羧基M2Dx-型硅氧烷基单体 |
| TW201239451A (en) * | 2011-02-28 | 2012-10-01 | Coopervision Int Holding Co Lp | Silicone hydrogel contact lenses having acceptable levels of energy loss |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI807804B (zh) * | 2022-04-28 | 2023-07-01 | 昱嘉科技股份有限公司 | 高透氧矽水膠組成物、使用高透氧矽水膠組成物製作的隱形眼鏡及其製作方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| US20150111983A1 (en) | 2015-04-23 |
| JP2014153710A (ja) | 2014-08-25 |
| EP2765165B1 (en) | 2015-06-17 |
| TW201431965A (zh) | 2014-08-16 |
| EP2765165A1 (en) | 2014-08-13 |
| US9086528B2 (en) | 2015-07-21 |
| JP5882979B2 (ja) | 2016-03-09 |
| US20140221523A1 (en) | 2014-08-07 |
| US8952080B2 (en) | 2015-02-10 |
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