JP2008504419A5 - - Google Patents
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- Publication number
- JP2008504419A5 JP2008504419A5 JP2007518531A JP2007518531A JP2008504419A5 JP 2008504419 A5 JP2008504419 A5 JP 2008504419A5 JP 2007518531 A JP2007518531 A JP 2007518531A JP 2007518531 A JP2007518531 A JP 2007518531A JP 2008504419 A5 JP2008504419 A5 JP 2008504419A5
- Authority
- JP
- Japan
- Prior art keywords
- vinyl
- monomer
- methacrylate
- hydrogel material
- silicone hydrogel
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000178 monomer Substances 0.000 claims 73
- 229920002554 vinyl polymer Polymers 0.000 claims 62
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 50
- 229920001296 polysiloxane Polymers 0.000 claims 40
- 239000000017 hydrogel Substances 0.000 claims 35
- 239000000463 material Substances 0.000 claims 35
- 239000000203 mixture Substances 0.000 claims 31
- -1 alkyl methacrylate Chemical compound 0.000 claims 28
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims 12
- 239000004205 dimethyl polysiloxane Substances 0.000 claims 12
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims 12
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 8
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims 8
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 8
- 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 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 8
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims 8
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 claims 8
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 claims 8
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims 8
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims 8
- 239000007983 Tris buffer Substances 0.000 claims 8
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims 8
- 238000013329 compounding Methods 0.000 claims 8
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims 8
- 230000035699 permeability Effects 0.000 claims 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 7
- 230000010220 ion permeability Effects 0.000 claims 7
- 229910052760 oxygen Inorganic materials 0.000 claims 7
- 239000001301 oxygen Substances 0.000 claims 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims 6
- 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 4
- 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 4
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 claims 4
- 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 4
- 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 4
- DXIJHCSGLOHNES-UHFFFAOYSA-N 3,3-dimethylbut-1-enylbenzene Chemical compound CC(C)(C)C=CC1=CC=CC=C1 DXIJHCSGLOHNES-UHFFFAOYSA-N 0.000 claims 4
- 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 4
- 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 4
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims 4
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 claims 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims 4
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims 4
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims 4
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims 4
- 125000005250 alkyl acrylate group Chemical group 0.000 claims 4
- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 claims 4
- 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 4
- 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 4
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 4
- 238000009792 diffusion process Methods 0.000 claims 4
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims 4
- 238000009472 formulation Methods 0.000 claims 4
- 230000009477 glass transition Effects 0.000 claims 4
- 239000002555 ionophore Substances 0.000 claims 4
- 230000000236 ionophoric effect Effects 0.000 claims 4
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 claims 4
- 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 4
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 claims 4
- 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 4
- 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 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
- 150000001875 compounds Chemical class 0.000 claims 3
- 229920001577 copolymer Polymers 0.000 claims 3
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 claims 3
- 125000002348 vinylic group Chemical group 0.000 claims 3
- 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 2
- 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 2
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 claims 2
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 claims 2
- 230000002209 hydrophobic effect Effects 0.000 claims 2
- 229940119545 isobornyl methacrylate Drugs 0.000 claims 2
- 238000002715 modification method Methods 0.000 claims 2
- 230000002708 enhancing effect Effects 0.000 claims 1
- 230000005660 hydrophilic surface Effects 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| 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 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2008504419A JP2008504419A (ja) | 2008-02-14 |
| JP2008504419A5 true JP2008504419A5 (https=) | 2008-08-07 |
Family
ID=34956072
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007518531A Pending JP2008504419A (ja) | 2004-06-30 | 2005-06-29 | 室温で旋盤加工性のあるシリコーンヒドロゲル |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20060004165A1 (https=) |
| EP (1) | EP1763547B1 (https=) |
| JP (1) | JP2008504419A (https=) |
| AT (1) | ATE508150T1 (https=) |
| CA (1) | CA2560228C (https=) |
| DE (1) | DE602005027840D1 (https=) |
| WO (1) | WO2006002897A1 (https=) |
Families Citing this family (22)
| 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 |
| US7951897B2 (en) * | 2007-01-26 | 2011-05-31 | Bausch & Lomb Incorporated | Synthesis of cationic siloxane prepolymers |
| EP2209824B1 (en) * | 2007-11-16 | 2012-08-08 | Rhodia, Inc. | High definition printing with waterborne inks on non-porous substrates |
| US20090244479A1 (en) * | 2008-03-31 | 2009-10-01 | Diana Zanini | Tinted silicone ophthalmic devices, processes and polymers used in the preparation of same |
| US8440738B2 (en) | 2008-07-09 | 2013-05-14 | Timothy Higgs | Silicone hydrogels and methods of manufacture |
| US7939579B1 (en) | 2008-07-09 | 2011-05-10 | Contamac Limited | 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 |
| WO2011071790A1 (en) * | 2009-12-07 | 2011-06-16 | Novartis Ag | Methods for increasing the ion permeability of contact lenses |
| MX2014007203A (es) | 2011-12-14 | 2015-04-14 | Semprus Biosciences Corp | Proceso de imbibicion para modificacion de superficie de lente de contacto. |
| US9004682B2 (en) | 2011-12-14 | 2015-04-14 | Semprus Biosciences Corporation | Surface modified contact lenses |
| EP2791214A4 (en) | 2011-12-14 | 2015-11-04 | Semprus Biosciences Corp | REDOX PROCESS FOR CONTACT LENS MODIFICATION |
| EP2791211A4 (en) | 2011-12-14 | 2015-08-05 | Semprus Biosciences Corp | MULTI-STAGE UV PROCESS FOR CREATING CONTACT LENSES WITH MODIFIED SURFACE |
| MX2014007211A (es) | 2011-12-14 | 2015-04-14 | Semprus Biosciences Corp | Lente de contacto de hidrogel de silicona modificada usando oxidantes de lantanido o de metal de transicion. |
| EP2807198A1 (en) | 2012-01-27 | 2014-12-03 | 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 |
| US20180169905A1 (en) | 2016-12-16 | 2018-06-21 | Coopervision International Holding Company, Lp | Contact Lenses With Incorporated Components |
| US20240417517A1 (en) * | 2021-10-15 | 2024-12-19 | Shin-Etsu Chemical Co., Ltd. | Organopolysiloxane having perfluoropolyether block and (meth)acryloyl group, and production method therefor |
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| US20050055091A1 (en) * | 2003-09-08 | 2005-03-10 | Yu-Chin Lai | Process for making silicone intraocular lens with blue light absorption properties |
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-
2005
- 2005-06-08 US US11/148,104 patent/US20060004165A1/en not_active Abandoned
- 2005-06-29 CA CA2560228A patent/CA2560228C/en not_active Expired - Fee Related
- 2005-06-29 AT AT05770095T patent/ATE508150T1/de not_active IP Right Cessation
- 2005-06-29 WO PCT/EP2005/007009 patent/WO2006002897A1/en not_active Ceased
- 2005-06-29 JP JP2007518531A patent/JP2008504419A/ja active Pending
- 2005-06-29 DE DE602005027840T patent/DE602005027840D1/de not_active Expired - Lifetime
- 2005-06-29 EP EP05770095A patent/EP1763547B1/en not_active Ceased
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