JP2015503125A5 - - Google Patents
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- Publication number
- JP2015503125A5 JP2015503125A5 JP2014546057A JP2014546057A JP2015503125A5 JP 2015503125 A5 JP2015503125 A5 JP 2015503125A5 JP 2014546057 A JP2014546057 A JP 2014546057A JP 2014546057 A JP2014546057 A JP 2014546057A JP 2015503125 A5 JP2015503125 A5 JP 2015503125A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- pyrrolidone
- methylene
- contact lens
- acid
- 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.)
- Granted
Links
- 239000011248 coating agent Substances 0.000 claims description 23
- 238000000576 coating method Methods 0.000 claims description 23
- 229920001477 hydrophilic polymer Polymers 0.000 claims description 18
- 229920001577 copolymer Polymers 0.000 claims description 17
- 239000000463 material Substances 0.000 claims description 15
- 239000000178 monomer Substances 0.000 claims description 13
- 229920002554 vinyl polymer Polymers 0.000 claims description 13
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 11
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 6
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 6
- 229920002873 Polyethylenimine Polymers 0.000 claims description 6
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 6
- 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 4
- 229920002518 Polyallylamine hydrochloride Polymers 0.000 claims description 4
- VZPULCFQAMRUMH-UHFFFAOYSA-N 1-ethyl-3-methylidenepyrrolidin-2-one Chemical compound CCN1CCC(=C)C1=O VZPULCFQAMRUMH-UHFFFAOYSA-N 0.000 claims description 3
- CXNYYQBHNJHBNH-UHFFFAOYSA-N 1-ethyl-5-methylidenepyrrolidin-2-one Chemical compound CCN1C(=C)CCC1=O CXNYYQBHNJHBNH-UHFFFAOYSA-N 0.000 claims description 3
- AFXKUUDFKHVAGI-UHFFFAOYSA-N 1-methyl-3-methylidenepyrrolidin-2-one Chemical compound CN1CCC(=C)C1=O AFXKUUDFKHVAGI-UHFFFAOYSA-N 0.000 claims description 3
- ZZDBHIVVDUTWJC-UHFFFAOYSA-N 1-methyl-5-methylidenepyrrolidin-2-one Chemical compound CN1C(=C)CCC1=O ZZDBHIVVDUTWJC-UHFFFAOYSA-N 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 3
- XVUWMCJNMDQXKX-UHFFFAOYSA-N 5-ethyl-3-methylidenepyrrolidin-2-one Chemical compound CCC1CC(=C)C(=O)N1 XVUWMCJNMDQXKX-UHFFFAOYSA-N 0.000 claims description 3
- VDORPYPVQAFLTR-UHFFFAOYSA-N 5-methyl-3-methylidenepyrrolidin-2-one Chemical compound CC1CC(=C)C(=O)N1 VDORPYPVQAFLTR-UHFFFAOYSA-N 0.000 claims description 3
- 239000002202 Polyethylene glycol Substances 0.000 claims description 3
- ZEMHQYNMVKDBFJ-UHFFFAOYSA-N n-(3-hydroxypropyl)prop-2-enamide Chemical compound OCCCNC(=O)C=C ZEMHQYNMVKDBFJ-UHFFFAOYSA-N 0.000 claims description 3
- RQAKESSLMFZVMC-UHFFFAOYSA-N n-ethenylacetamide Chemical compound CC(=O)NC=C RQAKESSLMFZVMC-UHFFFAOYSA-N 0.000 claims description 3
- ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical compound C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 claims description 3
- KYKIFKUTBWKKRE-UHFFFAOYSA-N n-ethenylpropan-2-amine Chemical compound CC(C)NC=C KYKIFKUTBWKKRE-UHFFFAOYSA-N 0.000 claims description 3
- 229920001223 polyethylene glycol Polymers 0.000 claims description 3
- 150000003254 radicals Chemical class 0.000 claims description 3
- KEMYALYETOKJCG-UHFFFAOYSA-N 1-butyl-3-methylidenepyrrolidin-2-one Chemical compound CCCCN1CCC(=C)C1=O KEMYALYETOKJCG-UHFFFAOYSA-N 0.000 claims description 2
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 claims description 2
- WZAPDMOCOACDGU-UHFFFAOYSA-N 1-tert-butyl-3-methylidenepyrrolidin-2-one Chemical compound CC(C)(C)N1CCC(=C)C1=O WZAPDMOCOACDGU-UHFFFAOYSA-N 0.000 claims description 2
- WHNPOQXWAMXPTA-UHFFFAOYSA-N 3-methylbut-2-enamide Chemical compound CC(C)=CC(N)=O WHNPOQXWAMXPTA-UHFFFAOYSA-N 0.000 claims description 2
- ACOUENYDWAONBH-UHFFFAOYSA-N 3-methylidene-1-propan-2-ylpyrrolidin-2-one Chemical compound CC(C)N1CCC(=C)C1=O ACOUENYDWAONBH-UHFFFAOYSA-N 0.000 claims description 2
- XVGZUJYMDCFKIZ-UHFFFAOYSA-N 3-methylidene-1-propylpyrrolidin-2-one Chemical compound CCCN1CCC(=C)C1=O XVGZUJYMDCFKIZ-UHFFFAOYSA-N 0.000 claims description 2
- RRUNPGIXAGEPSW-UHFFFAOYSA-N 5-methylidene-1-propylpyrrolidin-2-one Chemical compound CCCN1C(=C)CCC1=O RRUNPGIXAGEPSW-UHFFFAOYSA-N 0.000 claims description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 2
- 229920002845 Poly(methacrylic acid) Polymers 0.000 claims description 2
- 229920002125 Sokalan® Polymers 0.000 claims description 2
- 238000007156 chain growth polymerization reaction Methods 0.000 claims description 2
- 229920001519 homopolymer Polymers 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- QRWZCJXEAOZAAW-UHFFFAOYSA-N n,n,2-trimethylprop-2-enamide Chemical compound CN(C)C(=O)C(C)=C QRWZCJXEAOZAAW-UHFFFAOYSA-N 0.000 claims description 2
- 239000004584 polyacrylic acid Substances 0.000 claims description 2
- 125000000524 functional group Chemical group 0.000 claims 14
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 13
- 229920000642 polymer Polymers 0.000 claims 9
- 125000003700 epoxy group Chemical group 0.000 claims 8
- HONIICLYMWZJFZ-UHFFFAOYSA-N azetidine Chemical group C1CNC1 HONIICLYMWZJFZ-UHFFFAOYSA-N 0.000 claims 7
- 125000004069 aziridinyl group Chemical group 0.000 claims 6
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims 6
- IEJPPSMHUUQABK-UHFFFAOYSA-N 2,4-diphenyl-4h-1,3-oxazol-5-one Chemical group O=C1OC(C=2C=CC=CC=2)=NC1C1=CC=CC=C1 IEJPPSMHUUQABK-UHFFFAOYSA-N 0.000 claims 5
- 125000003277 amino group Chemical group 0.000 claims 5
- 239000002861 polymer material Substances 0.000 claims 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 4
- -1 polydimethylsiloxane Polymers 0.000 claims 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 4
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims 4
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims 3
- 238000005859 coupling reaction Methods 0.000 claims 3
- 239000000017 hydrogel Substances 0.000 claims 3
- 230000002209 hydrophobic effect Effects 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 3
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims 2
- 239000007822 coupling agent Substances 0.000 claims 2
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims 2
- 229920001296 polysiloxane Polymers 0.000 claims 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 2
- 125000005389 trialkylsiloxy group Chemical group 0.000 claims 2
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 claims 2
- XVOUMQNXTGKGMA-OWOJBTEDSA-N (E)-glutaconic acid Chemical compound OC(=O)C\C=C\C(O)=O XVOUMQNXTGKGMA-OWOJBTEDSA-N 0.000 claims 1
- 239000001124 (E)-prop-1-ene-1,2,3-tricarboxylic acid Substances 0.000 claims 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 claims 1
- 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 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims 1
- NEYTXADIGVEHQD-UHFFFAOYSA-N 2-hydroxy-2-(prop-2-enoylamino)acetic acid Chemical compound OC(=O)C(O)NC(=O)C=C NEYTXADIGVEHQD-UHFFFAOYSA-N 0.000 claims 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 1
- ONPJWQSDZCGSQM-UHFFFAOYSA-N 2-phenylprop-2-enoic acid Chemical compound OC(=O)C(=C)C1=CC=CC=C1 ONPJWQSDZCGSQM-UHFFFAOYSA-N 0.000 claims 1
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 claims 1
- UIERETOOQGIECD-UHFFFAOYSA-N Angelic acid Natural products CC=C(C)C(O)=O UIERETOOQGIECD-UHFFFAOYSA-N 0.000 claims 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 claims 1
- 102000004190 Enzymes Human genes 0.000 claims 1
- 108090000790 Enzymes Proteins 0.000 claims 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 claims 1
- OHLUUHNLEMFGTQ-UHFFFAOYSA-N N-methylacetamide Chemical compound CNC(C)=O OHLUUHNLEMFGTQ-UHFFFAOYSA-N 0.000 claims 1
- 239000004952 Polyamide Substances 0.000 claims 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 1
- 239000007983 Tris buffer Substances 0.000 claims 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims 1
- 229940091181 aconitic acid Drugs 0.000 claims 1
- UIERETOOQGIECD-ARJAWSKDSA-N angelic acid Chemical compound C\C=C(\C)C(O)=O UIERETOOQGIECD-ARJAWSKDSA-N 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- HONIICLYMWZJFZ-UHFFFAOYSA-O azetidin-1-ium Chemical compound C1C[NH2+]C1 HONIICLYMWZJFZ-UHFFFAOYSA-O 0.000 claims 1
- 229920001400 block copolymer Polymers 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 238000004587 chromatography analysis Methods 0.000 claims 1
- 229930016911 cinnamic acid Natural products 0.000 claims 1
- 235000013985 cinnamic acid Nutrition 0.000 claims 1
- GTZCVFVGUGFEME-IWQZZHSRSA-N cis-aconitic acid Chemical compound OC(=O)C\C(C(O)=O)=C\C(O)=O GTZCVFVGUGFEME-IWQZZHSRSA-N 0.000 claims 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 claims 1
- 229940018557 citraconic acid Drugs 0.000 claims 1
- 230000008878 coupling Effects 0.000 claims 1
- 238000010168 coupling process Methods 0.000 claims 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 claims 1
- 238000009792 diffusion process Methods 0.000 claims 1
- 239000004205 dimethyl polysiloxane Substances 0.000 claims 1
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 claims 1
- 239000001530 fumaric acid Substances 0.000 claims 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 1
- 239000011976 maleic acid Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- HNEGQIOMVPPMNR-NSCUHMNNSA-N mesaconic acid Chemical compound OC(=O)C(/C)=C/C(O)=O HNEGQIOMVPPMNR-NSCUHMNNSA-N 0.000 claims 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 claims 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims 1
- HNEGQIOMVPPMNR-UHFFFAOYSA-N methylfumaric acid Natural products OC(=O)C(C)=CC(O)=O HNEGQIOMVPPMNR-UHFFFAOYSA-N 0.000 claims 1
- UUORTJUPDJJXST-UHFFFAOYSA-N n-(2-hydroxyethyl)prop-2-enamide Chemical compound OCCNC(=O)C=C UUORTJUPDJJXST-UHFFFAOYSA-N 0.000 claims 1
- MVBJSQCJPSRKSW-UHFFFAOYSA-N n-[1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]prop-2-enamide Chemical compound OCC(CO)(CO)NC(=O)C=C MVBJSQCJPSRKSW-UHFFFAOYSA-N 0.000 claims 1
- PNLUGRYDUHRLOF-UHFFFAOYSA-N n-ethenyl-n-methylacetamide Chemical compound C=CN(C)C(C)=O PNLUGRYDUHRLOF-UHFFFAOYSA-N 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 230000035699 permeability Effects 0.000 claims 1
- YHHSONZFOIEMCP-UHFFFAOYSA-O phosphocholine Chemical compound C[N+](C)(C)CCOP(O)(O)=O YHHSONZFOIEMCP-UHFFFAOYSA-O 0.000 claims 1
- 229950004354 phosphorylcholine Drugs 0.000 claims 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims 1
- 229920002647 polyamide Polymers 0.000 claims 1
- 229920000768 polyamine Polymers 0.000 claims 1
- 229920001748 polybutylene Polymers 0.000 claims 1
- 229920001451 polypropylene glycol Polymers 0.000 claims 1
- 229920002451 polyvinyl alcohol Polymers 0.000 claims 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 claims 1
- 239000004334 sorbic acid Substances 0.000 claims 1
- 235000010199 sorbic acid Nutrition 0.000 claims 1
- 229940075582 sorbic acid Drugs 0.000 claims 1
- 125000001302 tertiary amino group Chemical group 0.000 claims 1
- GTZCVFVGUGFEME-UHFFFAOYSA-N trans-aconitic acid Natural products OC(=O)CC(C(O)=O)=CC(O)=O GTZCVFVGUGFEME-UHFFFAOYSA-N 0.000 claims 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 230000003442 weekly effect Effects 0.000 claims 1
- YNQNQJPLBDEVRW-UHFFFAOYSA-N 5-methylidene-1-propan-2-ylpyrrolidin-2-one Chemical compound CC(C)N1C(=C)CCC1=O YNQNQJPLBDEVRW-UHFFFAOYSA-N 0.000 description 1
- LRSCEVQEEBMAHN-UHFFFAOYSA-N n-methylbut-3-enamide Chemical compound CNC(=O)CC=C LRSCEVQEEBMAHN-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161568232P | 2011-12-08 | 2011-12-08 | |
| US61/568,232 | 2011-12-08 | ||
| PCT/US2012/068146 WO2013086119A2 (en) | 2011-12-08 | 2012-12-06 | Contact lenses with enzymatically degradable coatings thereon |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015503125A JP2015503125A (ja) | 2015-01-29 |
| JP2015503125A5 true JP2015503125A5 (enExample) | 2016-01-28 |
| JP6181071B2 JP6181071B2 (ja) | 2017-08-16 |
Family
ID=47425299
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014546057A Active JP6181071B2 (ja) | 2011-12-08 | 2012-12-06 | 酵素的に分解可能なコーティングをその上に有するコンタクトレンズ |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US9261626B2 (enExample) |
| EP (1) | EP2788797B1 (enExample) |
| JP (1) | JP6181071B2 (enExample) |
| CA (1) | CA2857181C (enExample) |
| WO (1) | WO2013086119A2 (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20160175457A1 (en) * | 2013-09-12 | 2016-06-23 | Dsm Ip Assets B.V. | Ocular device |
| GB2622890A (en) * | 2022-09-27 | 2024-04-03 | Coopervision Int Ltd | Sustained fatty acid release from contact lens |
| US12153287B2 (en) | 2022-09-27 | 2024-11-26 | Coopervision International Limited | Sustained fatty acid release from contact lens |
Family Cites Families (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL128305C (enExample) | 1963-09-11 | |||
| DE2839249A1 (de) | 1977-09-12 | 1979-03-22 | Toray Industries | Verfahren zur herstellung einer weichen kontaktlinse und ausgangsloesung zur durchfuehrung des verfahrens |
| US4444711A (en) | 1981-12-21 | 1984-04-24 | Husky Injection Molding Systems Ltd. | Method of operating a two-shot injection-molding machine |
| US4460534A (en) | 1982-09-07 | 1984-07-17 | International Business Machines Corporation | Two-shot injection molding |
| US4485236A (en) | 1982-09-27 | 1984-11-27 | Minnesota Mining And Manufacturing Company | Azlactone-functional compounds |
| US5159360A (en) * | 1990-07-17 | 1992-10-27 | Kingston Technologies, Inc. | Contact lens with pre-determined useful life |
| JPH04359951A (ja) * | 1991-06-07 | 1992-12-14 | Unitika Chem Kk | 形状崩壊時間の制御可能なヒドロゲル成形体とその製造方法 |
| DE69212102T2 (de) | 1991-10-14 | 1996-11-21 | Nobuo Nakabayashi | Behandlungslotion für Kontaktlinsen |
| US6800225B1 (en) | 1994-07-14 | 2004-10-05 | Novartis Ag | Process and device for the manufacture of mouldings and mouldings manufactured in accordance with that process |
| TW272976B (enExample) | 1993-08-06 | 1996-03-21 | Ciba Geigy Ag | |
| GB9321714D0 (en) | 1993-10-21 | 1993-12-15 | Sandoz Ltd | Improvements in or relating to organic compounds |
| US5894002A (en) | 1993-12-13 | 1999-04-13 | Ciba Vision Corporation | Process and apparatus for the manufacture of a contact lens |
| US5843346A (en) | 1994-06-30 | 1998-12-01 | Polymer Technology Corporation | Method of cast molding contact lenses |
| US5760100B1 (en) | 1994-09-06 | 2000-11-14 | Ciba Vision Corp | Extended wear ophthalmic lens |
| US5583463A (en) | 1995-05-30 | 1996-12-10 | Micron Technology, Inc. | Redundant row fuse bank circuit |
| AR009439A1 (es) | 1996-12-23 | 2000-04-12 | Novartis Ag | Un articulo que comprende un sustrato con un recubrimiento polimerico primario que porta grupos reactivos predominantemente en su superficie, unmetodo para preparar dicho articulo, un articulo que posee un recubrimiento de tipo hibrido y una lente de contacto |
| TW429327B (en) | 1997-10-21 | 2001-04-11 | Novartis Ag | Single mould alignment |
| AU751861B2 (en) * | 1998-02-23 | 2002-08-29 | Massachusetts Institute Of Technology | Biodegradable shape memory polymers |
| US6440571B1 (en) * | 1999-05-20 | 2002-08-27 | Bausch & Lomb Incorporated | Surface treatment of silicone medical devices with reactive hydrophilic polymers |
| US7060288B2 (en) * | 2001-02-28 | 2006-06-13 | Timothy Charles Hughes | Biomedical devices |
| GB0201165D0 (en) | 2002-01-18 | 2002-03-06 | Unilever Plc | Azetidinium modidfied poymers and fabric treatment composition |
| US20040116564A1 (en) | 2002-11-27 | 2004-06-17 | Devlin Brian Gerrard | Stabilization of poly(oxyalkylene) containing polymeric materials |
| US7384590B2 (en) | 2002-12-17 | 2008-06-10 | Novartis Ag | System and method for curing polymeric moldings |
| US7387759B2 (en) | 2002-12-17 | 2008-06-17 | Novartis Ag | System and method for curing polymeric moldings having a masking collar |
| GB0620685D0 (en) * | 2006-10-18 | 2006-11-29 | Controlled Therapeutics Sct | Bioresorbable polymers |
| JP2010527401A (ja) * | 2007-05-14 | 2010-08-12 | タイコ ヘルスケア グループ リミテッド パートナーシップ | 抗菌材料および被膜 |
| GB0919459D0 (en) * | 2009-11-06 | 2009-12-23 | Ocutec Ltd | Polymer for contact lenses |
| HUE049309T2 (hu) * | 2009-11-04 | 2020-09-28 | Alcon Inc | Szilikon hidrogél lencse ojtott hidrofil bevonattal |
| TWI483996B (zh) | 2009-12-08 | 2015-05-11 | Novartis Ag | 具有共價貼合塗層之聚矽氧水凝膠鏡片 |
-
2012
- 2012-12-06 EP EP12805503.5A patent/EP2788797B1/en active Active
- 2012-12-06 WO PCT/US2012/068146 patent/WO2013086119A2/en not_active Ceased
- 2012-12-06 US US13/706,737 patent/US9261626B2/en active Active
- 2012-12-06 CA CA2857181A patent/CA2857181C/en active Active
- 2012-12-06 JP JP2014546057A patent/JP6181071B2/ja active Active
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