JP2008504419A - 室温で旋盤加工性のあるシリコーンヒドロゲル - Google Patents
室温で旋盤加工性のあるシリコーンヒドロゲル Download PDFInfo
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- JP2008504419A JP2008504419A JP2007518531A JP2007518531A JP2008504419A JP 2008504419 A JP2008504419 A JP 2008504419A JP 2007518531 A JP2007518531 A JP 2007518531A JP 2007518531 A JP2007518531 A JP 2007518531A JP 2008504419 A JP2008504419 A JP 2008504419A
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- Prior art keywords
- vinyl
- methacrylate
- monomer
- hydrogel material
- silicone hydrogel
- Prior art date
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- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 133
- 239000000017 hydrogel Substances 0.000 title claims abstract description 100
- 239000000463 material Substances 0.000 claims abstract description 133
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 80
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 79
- 239000001301 oxygen Substances 0.000 claims abstract description 79
- 230000035699 permeability Effects 0.000 claims abstract description 53
- 239000000178 monomer Substances 0.000 claims description 185
- 239000000203 mixture Substances 0.000 claims description 141
- 229920002554 vinyl polymer Polymers 0.000 claims description 139
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 122
- -1 alkyl methacrylate Chemical compound 0.000 claims description 61
- 238000009472 formulation Methods 0.000 claims description 59
- 230000010220 ion permeability Effects 0.000 claims description 34
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 32
- 238000000034 method Methods 0.000 claims description 31
- 230000009477 glass transition Effects 0.000 claims description 21
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 21
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 20
- 239000007983 Tris buffer Substances 0.000 claims description 19
- 238000009792 diffusion process Methods 0.000 claims description 19
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 18
- 238000013329 compounding Methods 0.000 claims description 15
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 14
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 claims description 13
- DXIJHCSGLOHNES-UHFFFAOYSA-N 3,3-dimethylbut-1-enylbenzene Chemical compound CC(C)(C)C=CC1=CC=CC=C1 DXIJHCSGLOHNES-UHFFFAOYSA-N 0.000 claims description 13
- 229920001577 copolymer Polymers 0.000 claims description 13
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- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 12
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims description 12
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 11
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 10
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 10
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 10
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 claims description 10
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 10
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 claims description 8
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 8
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 7
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims description 7
- CORMBJOFDGICKF-UHFFFAOYSA-N 1,3,5-trimethoxy 2-vinyl benzene Natural products COC1=CC(OC)=C(C=C)C(OC)=C1 CORMBJOFDGICKF-UHFFFAOYSA-N 0.000 claims description 5
- LVJZCPNIJXVIAT-UHFFFAOYSA-N 1-ethenyl-2,3,4,5,6-pentafluorobenzene Chemical compound FC1=C(F)C(F)=C(C=C)C(F)=C1F LVJZCPNIJXVIAT-UHFFFAOYSA-N 0.000 claims description 5
- QRIMLDXJAPZHJE-UHFFFAOYSA-N 2,3-dihydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(O)CO QRIMLDXJAPZHJE-UHFFFAOYSA-N 0.000 claims description 5
- PDELBHCVXBSVPJ-UHFFFAOYSA-N 2-ethenyl-1,3,5-trimethylbenzene Chemical compound CC1=CC(C)=C(C=C)C(C)=C1 PDELBHCVXBSVPJ-UHFFFAOYSA-N 0.000 claims description 5
- ZIFLDVXQTMSDJE-UHFFFAOYSA-N 3-[[dimethyl-[3-(2-methylprop-2-enoyloxy)propyl]silyl]oxy-dimethylsilyl]propyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC[Si](C)(C)O[Si](C)(C)CCCOC(=O)C(C)=C ZIFLDVXQTMSDJE-UHFFFAOYSA-N 0.000 claims description 5
- NWBTXZPDTSKZJU-UHFFFAOYSA-N 3-[dimethyl(trimethylsilyloxy)silyl]propyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC[Si](C)(C)O[Si](C)(C)C NWBTXZPDTSKZJU-UHFFFAOYSA-N 0.000 claims description 5
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 5
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 5
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 5
- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 5
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 5
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 5
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 5
- 230000005660 hydrophilic surface Effects 0.000 claims description 5
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 claims description 5
- DQCSJGUXTUJMAA-UHFFFAOYSA-N n,n-dimethylmethanamine;2-hydroxypropyl 2-methylprop-2-enoate;hydrochloride Chemical compound Cl.CN(C)C.CC(O)COC(=O)C(C)=C DQCSJGUXTUJMAA-UHFFFAOYSA-N 0.000 claims description 5
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 claims description 5
- 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 claims description 5
- DCBBWYIVFRLKCD-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-2-methylprop-2-enamide Chemical compound CN(C)CCNC(=O)C(C)=C DCBBWYIVFRLKCD-UHFFFAOYSA-N 0.000 claims description 5
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 claims description 5
- 125000002348 vinylic group Chemical group 0.000 claims description 5
- 238000002715 modification method Methods 0.000 claims description 4
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 claims description 3
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical group C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 claims description 3
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 claims description 3
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 claims description 3
- 229940119545 isobornyl methacrylate Drugs 0.000 claims description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims 8
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 claims 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims 4
- 239000002555 ionophore Substances 0.000 claims 4
- 230000000236 ionophoric effect Effects 0.000 claims 4
- 229910052710 silicon Inorganic materials 0.000 claims 4
- 239000010703 silicon Substances 0.000 claims 4
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
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- QYZFTMMPKCOTAN-UHFFFAOYSA-N n-[2-(2-hydroxyethylamino)ethyl]-2-[[1-[2-(2-hydroxyethylamino)ethylamino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCNCCO QYZFTMMPKCOTAN-UHFFFAOYSA-N 0.000 description 1
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- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- FZGSCNQUWMMDIG-UHFFFAOYSA-N phenyl(phosphanyl)methanone Chemical compound PC(=O)C1=CC=CC=C1 FZGSCNQUWMMDIG-UHFFFAOYSA-N 0.000 description 1
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- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
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- 229960004889 salicylic acid Drugs 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- MNCGMVDMOKPCSQ-UHFFFAOYSA-M sodium;2-phenylethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=CC1=CC=CC=C1 MNCGMVDMOKPCSQ-UHFFFAOYSA-M 0.000 description 1
- BWYYYTVSBPRQCN-UHFFFAOYSA-M sodium;ethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=C BWYYYTVSBPRQCN-UHFFFAOYSA-M 0.000 description 1
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Classifications
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Optics & Photonics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Physics & Mathematics (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Eyeglasses (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Colloid Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (2)
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| US58399404P | 2004-06-30 | 2004-06-30 | |
| PCT/EP2005/007009 WO2006002897A1 (en) | 2004-06-30 | 2005-06-29 | Silicone hydrogels with lathability at room temperature |
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| JP2008504419A true JP2008504419A (ja) | 2008-02-14 |
| JP2008504419A5 JP2008504419A5 (enExample) | 2008-08-07 |
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|---|---|
| US (1) | US20060004165A1 (enExample) |
| EP (1) | EP1763547B1 (enExample) |
| JP (1) | JP2008504419A (enExample) |
| AT (1) | ATE508150T1 (enExample) |
| CA (1) | CA2560228C (enExample) |
| DE (1) | DE602005027840D1 (enExample) |
| WO (1) | WO2006002897A1 (enExample) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010516873A (ja) * | 2007-01-26 | 2010-05-20 | ボシュ・アンド・ロム・インコーポレイテッド | カチオン性シロキサンプレポリマーの改良合成法 |
| JP2011519431A (ja) * | 2008-03-31 | 2011-07-07 | ジョンソン・アンド・ジョンソン・ビジョン・ケア・インコーポレイテッド | 着色シリコーン製眼科用デバイス、その調製に用いられるプロセス及びポリマー |
| JP7179729B2 (ja) | 2016-12-16 | 2022-11-29 | クーパーヴィジョン インターナショナル リミテッド | 組込み構成要素を有するコンタクトレンズ |
| JPWO2023063037A1 (enExample) * | 2021-10-15 | 2023-04-20 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102004052515B4 (de) | 2004-10-22 | 2019-01-03 | Aesculap Ag | Chirurgische Schere und Verfahren zum Herstellen einer chirurgischen Schere |
| WO2009065004A2 (en) * | 2007-11-16 | 2009-05-22 | Rhodia, Inc. | High definition printing with waterborne inks on non-porous substrates |
| US7939579B1 (en) | 2008-07-09 | 2011-05-10 | Contamac Limited | Hydrogels and methods of manufacture |
| US8440738B2 (en) | 2008-07-09 | 2013-05-14 | Timothy Higgs | Silicone hydrogels and methods of manufacture |
| US20100109176A1 (en) | 2008-11-03 | 2010-05-06 | Chris Davison | Machined lens molds and methods for making and using same |
| CN102639636A (zh) * | 2009-12-07 | 2012-08-15 | 诺瓦提斯公司 | 用于增加接触透镜的离子传输率的方法 |
| WO2013090790A1 (en) | 2011-12-14 | 2013-06-20 | Semprus Biosciences Corp. | Silicone hydrogel contact lens modified using lanthanide or transition metal oxidants |
| MX2014007205A (es) | 2011-12-14 | 2015-04-14 | Semprus Biosciences Corp | Procesos de redox para modificacion de lente de contacto. |
| CA2859195C (en) | 2011-12-14 | 2016-09-27 | Semprus Biosciences Corp. | Imbibing process for contact lens surface modification |
| EP2791223A4 (en) * | 2011-12-14 | 2015-11-18 | Semprus Biosciences Corp | SURFACE MODIFIED CONTACT LENSES |
| EP2791211A4 (en) | 2011-12-14 | 2015-08-05 | Semprus Biosciences Corp | MULTI-STAGE UV PROCESS FOR CREATING CONTACT LENSES WITH MODIFIED SURFACE |
| WO2013110911A1 (en) | 2012-01-27 | 2013-08-01 | Contamac Limited | Silicone hydrogels and methods for manufacture |
| JP6351384B2 (ja) * | 2014-06-03 | 2018-07-04 | 株式会社メニコン | コンタクトレンズおよびその製造方法 |
| JP6351385B2 (ja) * | 2014-06-03 | 2018-07-04 | 株式会社メニコン | コンタクトレンズの製造方法 |
| CN105440226B (zh) * | 2014-08-15 | 2017-10-27 | 望隼科技股份有限公司 | 含硅水胶隐形眼镜及含硅水胶的制作方法 |
| TWI612093B (zh) * | 2014-08-15 | 2018-01-21 | 望隼科技股份有限公司 | 含矽水膠隱形眼鏡及含矽水膠之製法 |
| US10029432B2 (en) | 2014-11-12 | 2018-07-24 | Coopervision International Holding Company, Lp | Methods for making ophthalmic lenses with an axis positioning system |
| US10309671B2 (en) * | 2016-07-08 | 2019-06-04 | Aqua Zone Comfort LLC | Systems and methods for heating and cooling a facility |
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| JPH05506687A (ja) * | 1990-04-10 | 1993-09-30 | パーミアブル・テクノロジーズ・インク | 新規なシリコーン含有ポリマー及び酸素透過性コンタクトレンズ |
| JPH06279559A (ja) * | 1982-10-12 | 1994-10-04 | Ciba Geigy Ag | シリコーン含有ポリマーからなるコンタクトレンズ |
| JPH10221651A (ja) * | 1997-02-03 | 1998-08-21 | Seed:Kk | コンタクトレンズ |
| JPH11502949A (ja) * | 1995-04-04 | 1999-03-09 | ノバルティス アクチエンゲゼルシャフト | 長期装着用の眼のレンズ |
| JP2003516562A (ja) * | 1999-12-10 | 2003-05-13 | ウェズリー ジェッセン コーポレイション | コンタクトレンズ |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
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- 2005-06-29 JP JP2007518531A patent/JP2008504419A/ja active Pending
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010516873A (ja) * | 2007-01-26 | 2010-05-20 | ボシュ・アンド・ロム・インコーポレイテッド | カチオン性シロキサンプレポリマーの改良合成法 |
| JP2011519431A (ja) * | 2008-03-31 | 2011-07-07 | ジョンソン・アンド・ジョンソン・ビジョン・ケア・インコーポレイテッド | 着色シリコーン製眼科用デバイス、その調製に用いられるプロセス及びポリマー |
| JP7179729B2 (ja) | 2016-12-16 | 2022-11-29 | クーパーヴィジョン インターナショナル リミテッド | 組込み構成要素を有するコンタクトレンズ |
| JPWO2023063037A1 (enExample) * | 2021-10-15 | 2023-04-20 | ||
| WO2023063037A1 (ja) * | 2021-10-15 | 2023-04-20 | 信越化学工業株式会社 | パーフルオロポリエーテルブロックと（メタ）アクリロイル基とを有するオルガノポリシロキサン、及びその製造方法 |
| JP7636130B2 (ja) | 2021-10-15 | 2025-02-26 | 信越化学工業株式会社 | パーフルオロポリエーテルブロックと（メタ）アクリロイル基とを有するオルガノポリシロキサン、及びその製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1763547A1 (en) | 2007-03-21 |
| EP1763547B1 (en) | 2011-05-04 |
| WO2006002897A1 (en) | 2006-01-12 |
| DE602005027840D1 (de) | 2011-06-16 |
| US20060004165A1 (en) | 2006-01-05 |
| CA2560228C (en) | 2013-05-21 |
| ATE508150T1 (de) | 2011-05-15 |
| CA2560228A1 (en) | 2006-01-12 |
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