JP6952355B2 - コンタクトレンズ用ゾル−ゲルコーティング - Google Patents
コンタクトレンズ用ゾル−ゲルコーティング Download PDFInfo
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- JP6952355B2 JP6952355B2 JP2018563404A JP2018563404A JP6952355B2 JP 6952355 B2 JP6952355 B2 JP 6952355B2 JP 2018563404 A JP2018563404 A JP 2018563404A JP 2018563404 A JP2018563404 A JP 2018563404A JP 6952355 B2 JP6952355 B2 JP 6952355B2
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- silicone hydrogel
- hydrogel contact
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- 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
- C09D183/00—Coating compositions based on 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; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
- C09D183/08—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
- 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
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
- C08F290/068—Polysiloxanes
-
- 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
- C08J7/056—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
- C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
- C09D151/08—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C09D151/085—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds on to polysiloxanes
-
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
-
- 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
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
- G02B1/18—Coatings for keeping optical surfaces clean, e.g. hydrophobic or photo-catalytic films
-
- 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
- G02C7/049—Contact lenses having special fitting or structural features achieved by special materials or material structures
-
- 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
- C08J2383/04—Polysiloxanes
-
- 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
- C08J2383/04—Polysiloxanes
- C08J2383/08—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
- 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
- C08J2483/04—Polysiloxanes
- C08J2483/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/65—Additives macromolecular
-
- G—PHYSICS
- G02—OPTICS
- G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
- G02C2202/00—Generic optical aspects applicable to one or more of the subgroups of G02C7/00
- G02C2202/16—Laminated or compound lenses
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- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Optics & Photonics (AREA)
- General Physics & Mathematics (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Ophthalmology & Optometry (AREA)
- General Health & Medical Sciences (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Silicon Polymers (AREA)
- Eyeglasses (AREA)
Description
本願は、2016年2月23日に出願された「Sol−Gel Coatings for Siloxane−containing Contact Lenses」と題する米国仮特許出願第62/298,573号、および2016年3月29日に出願された「Sol−Gel Coatings for Siloxane−containing Contact Lenses」と題する米国仮特許出願第62/314,566号の出願の優先権および利益を主張するものであり、その明細書および特許請求の範囲は、参照により本明細書に組み込まれる。
本明細書に開示している方法に従って調製した、2%固体含量のエタノール溶液に加水分解テトラエトキシシランを80%、加水分解3−グリシドキシプロピルトリメトキシシランを20%含有するナノゲルを、等モル量のアミノプロピル末端シロキサン(1000cSt)と混合し、30分間反応させた。シロキサン含有コンタクトレンズを改質ナノゲル溶液に1分間浸漬し、清浄な脱イオン水溶液に1分間移し、次いで緩衝液に移した。
ポリ(アミノプロピルメチル−コ−ジメチルシロキサン)(120cSt)のエタノール溶液にシロキサン含有コンタクトレンズを1分間浸漬した。1%固形分含量エタノール溶液に加水分解テトラエトキシシランを90%、加水分解3−グリシドキシプロピルトリメトキシシランを10%含有するナノゲルを、シロキサンのアミノプロピル基に等モルで添加し、5分間反応させた。その後、レンズを清浄な脱イオン水に1分間移し、次いで緩衝溶液に移した。
本明細書に開示している方法に従って調製した、2%固体含量のエタノール溶液に加水分解テトラエトキシシランを90%、加水分解メタクリロキシプロピルトリメトキシシランを10%含有するナノゲルを、等モル量のメタクリルオキシプロピル末端シロキサン(70cSt)と混合した。シロキサン含有コンタクトレンズを改質ナノゲル溶液に1分間浸漬し、清浄な脱イオン水溶液に1分間移し、次いで0.01%AIBNを含有する溶液に移した。この溶液に中圧水銀ランプで30秒間照射してコーティングを架橋させた。
本明細書に開示している方法に従って調製した、2%固体含量のエタノール溶液に加水分解テトラエトキシシランを90%、加水分解メタクリロキシプロピルトリメトキシシランを10%含有しているナノゲルを、等モル量のメタクリルオキシプロピル末端シロキサン(70cSt)と混合した。シロキサン含有コンタクトレンズを改質ナノゲル溶液に1分間浸漬し、清浄な脱イオン水溶液に1分間移し、次いで0.01%AIBNを含有する溶液に移した。その後、この溶液を30分間・120℃に加熱してコーティングを架橋させ、内容物を滅菌した。
実施例1で調製したコーティングしたコンタクトレンズを、1滴の(1N)HClを含む2.5mLの脱イオン(DI)水中で、30分間・120℃に加熱した。測定した接触角は加熱後も変化しなかった。
実施例1で調製したコーティングしたコンタクトレンズを、5%NaCl(1N)および1滴の(1N)HClを含む2.5mLのDI水中で、30分間・120℃に加熱した。測定した接触角は加熱後も変化しなかった。
実施例1で調製したコーティングしたコンタクトレンズを、2.5mlの10mmolのTRIS緩衝液中で、30分間・120℃に加熱した。加熱後、接触角はわずかに約5度増加した。
Claims (17)
- 親水性シリコーンヒドロゲルコンタクトレンズであって、
疎水性結合剤にそれぞれ官能化された親水性ゾル−ゲル粒子を含むコーティングを備え、
前記親水性シリコーンヒドロゲルコンタクトレンズの表面は、前記コーティングによるコーティングの前に、疎水性領域及び親水性領域を含んでおり、
前記コーティングは、前記疎水性領域にのみ結合されている、
親水性シリコーンヒドロゲルコンタクトレンズ。 - 前記コーティングは、1ミクロン未満の厚さを有する、請求項1に記載の親水性シリコーンヒドロゲルコンタクトレンズ。
- 前記コーティングは、50〜500nmの厚さを有する、請求項2に記載の親水性シリコーンヒドロゲルコンタクトレンズ。
- 前記疎水性領域の表面はシロキサンを含む、請求項1に記載の親水性シリコーンヒドロゲルコンタクトレンズ。
- 前記シロキサンはポリメチルシロキサン樹脂を含む、請求項4に記載の親水性シリコーンヒドロゲルコンタクトレンズ。
- 前記コーティングは溶液から前記疎水性領域に堆積されたものであった、請求項1に記載の親水性シリコーンヒドロゲルコンタクトレンズ。
- 前記親水性シリコーンヒドロゲルコンタクトレンズは、周囲温度よりも高い温度に加熱された場合に損傷される、請求項1に記載の親水性シリコーンヒドロゲルコンタクトレンズ。
- 酸性溶液の中で保管される請求項1に記載の親水性シリコーンヒドロゲルコンタクトレンズ。
- 前記酸性溶液は、低pH蒸留水、又は、低pH生理食塩水を含む、請求項8に記載の親水性シリコーンヒドロゲルコンタクトレンズ。
- 前記コーティングは、前記酸性溶液中で周囲温度より高い温度に加熱されたときに未改質のままである、請求項8に記載の親水性シリコーンヒドロゲルコンタクトレンズ。
- 前記コーティングは、前記酸性溶液中で120℃に加熱されたときに未改質のままである、請求項10に記載の親水性シリコーンヒドロゲルコンタクトレンズ。
- 前記コーティングの接触角は、前記酸性溶液中での加熱後に、5度未満増加する、請求項8に記載の親水性シリコーンヒドロゲルコンタクトレンズ。
- 前記親水性ゾル−ゲル粒子は、前記疎水性結合剤を介して前記疎水性領域に結合されている、
請求項1に記載の親水性シリコーンヒドロゲルコンタクトレンズ。 - 前記疎水性結合剤は、シリコーン化合物を含む、
請求項1に記載の親水性シリコーンヒドロゲルコンタクトレンズ。 - 前記疎水性結合剤は、1つ以上の官能基を含む、
請求項1に記載の親水性シリコーンヒドロゲルコンタクトレンズ。 - 前記1つ以上の官能基は、ヒドリド基、アミノ基、アミン基、ヒドロキシル基、エポキシ基、ビニル基、アクリレート基およびメルカプト基からなる群からそれぞれ選択される、
請求項15に記載の親水性シリコーンヒドロゲルコンタクトレンズ。 - 前記親水性ゾル−ゲル粒子は、エポキシ基、カルボン酸基、ビニル基、アクリレート基、またはアミノ基からなる群からそれぞれ選択される1つ以上の官能基を含む金属アルコキシド前駆体に由来する、
請求項1に記載の親水性シリコーンヒドロゲルコンタクトレンズ。
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201662298573P | 2016-02-23 | 2016-02-23 | |
US62/298,573 | 2016-02-23 | ||
US201662314566P | 2016-03-29 | 2016-03-29 | |
US62/314,566 | 2016-03-29 | ||
PCT/US2017/019128 WO2017147292A1 (en) | 2016-02-23 | 2017-02-23 | Sol-gel coatings for contact lenses |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2019505857A JP2019505857A (ja) | 2019-02-28 |
JP6952355B2 true JP6952355B2 (ja) | 2021-10-20 |
Family
ID=59629711
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2018563404A Active JP6952355B2 (ja) | 2016-02-23 | 2017-02-23 | コンタクトレンズ用ゾル−ゲルコーティング |
Country Status (4)
Country | Link |
---|---|
US (1) | US20170240770A1 (ja) |
EP (1) | EP3420385B1 (ja) |
JP (1) | JP6952355B2 (ja) |
WO (1) | WO2017147292A1 (ja) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10139521B2 (en) * | 2016-04-20 | 2018-11-27 | Coopervision International Holding Company, Lp | Silicone elastomer-hydrogel hybrid contact lenses |
MX2018011652A (es) * | 2016-04-20 | 2019-06-24 | Coopervision Int Holding Co Lp | Lentes de contacto hibridos de hidrogel de silicona-elastomero de silicona. |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3637416A (en) * | 1970-02-04 | 1972-01-25 | Mbt Corp | Method of treating synthetic plastic and elastomeric materials and articles produced thereby |
EP0075004A1 (en) * | 1981-03-24 | 1983-03-30 | McCARRY, John D. | Silicone methacrylate hydrogels for contact lenses |
US5789476A (en) * | 1995-03-03 | 1998-08-04 | Seiko Epson Corporation | Film-forming coating solution and synthetic resin lens |
US6126733A (en) | 1997-10-31 | 2000-10-03 | Alliedsignal Inc. | Alcohol based precursors for producing nanoporous silica thin films |
JP2002504399A (ja) * | 1997-11-12 | 2002-02-12 | ボシュ・アンド・ロム・インコーポレイテッド | アルカリ炭酸塩を含有する水溶液を用いたコンタクトレンズの処理 |
DE19900492A1 (de) * | 1999-01-08 | 2000-07-13 | Creavis Tech & Innovation Gmbh | Hydrophilierungsverfahren für polymere Substrate |
US7071274B2 (en) * | 2001-03-30 | 2006-07-04 | Johnson & Johnson Vision Care, Inc. | Monomer, polymer, and ocular lens and contact lens each obtained therefrom |
JP4058977B2 (ja) * | 2001-03-30 | 2008-03-12 | 東レ株式会社 | ポリマー、それを用いた眼用レンズおよびコンタクトレンズ |
TWI248530B (en) * | 2004-07-19 | 2006-02-01 | Innova Vision Inc | Color contact lens having hologram and manufacturing method thereof |
KR100836732B1 (ko) * | 2005-12-01 | 2008-06-10 | 주식회사 엘지화학 | 중굴절 및 고굴절 실록산계 피복 조성물 |
JP2007072417A (ja) * | 2005-09-08 | 2007-03-22 | E Brain:Kk | コンタクトレンズ用液剤 |
WO2008055085A1 (en) * | 2006-10-30 | 2008-05-08 | Novartis Ag | Method for applying a coating onto a silicone hydrogel lens |
US8385998B2 (en) * | 2008-10-24 | 2013-02-26 | Jin Zhang | Contact lens integrated with a biosensor for the detection of glucose and other components in tears |
US20130323295A1 (en) * | 2011-12-08 | 2013-12-05 | Johnson & Johnson Vision Care, Inc. | Monomer systems with dispersed silicone-based engineered particles |
-
2017
- 2017-02-23 US US15/440,776 patent/US20170240770A1/en not_active Abandoned
- 2017-02-23 WO PCT/US2017/019128 patent/WO2017147292A1/en active Application Filing
- 2017-02-23 JP JP2018563404A patent/JP6952355B2/ja active Active
- 2017-02-23 EP EP17757206.2A patent/EP3420385B1/en active Active
Also Published As
Publication number | Publication date |
---|---|
KR20180117164A (ko) | 2018-10-26 |
EP3420385B1 (en) | 2022-04-20 |
WO2017147292A1 (en) | 2017-08-31 |
US20170240770A1 (en) | 2017-08-24 |
JP2019505857A (ja) | 2019-02-28 |
EP3420385A4 (en) | 2019-10-30 |
EP3420385A1 (en) | 2019-01-02 |
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