JP2015528831A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2015528831A5 JP2015528831A5 JP2015517331A JP2015517331A JP2015528831A5 JP 2015528831 A5 JP2015528831 A5 JP 2015528831A5 JP 2015517331 A JP2015517331 A JP 2015517331A JP 2015517331 A JP2015517331 A JP 2015517331A JP 2015528831 A5 JP2015528831 A5 JP 2015528831A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- acid
- azetidinium
- meth
- amino
- 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
- 239000000178 monomer Substances 0.000 claims 39
- 229920002554 vinyl polymer Polymers 0.000 claims 29
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 27
- HONIICLYMWZJFZ-UHFFFAOYSA-O azetidin-1-ium Chemical compound C1C[NH2+]C1 HONIICLYMWZJFZ-UHFFFAOYSA-O 0.000 claims 26
- 229920001577 copolymer Polymers 0.000 claims 24
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 17
- 239000000017 hydrogel Substances 0.000 claims 17
- 229920001296 polysiloxane Polymers 0.000 claims 16
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 16
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 14
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 claims 12
- -1 alkane amines Chemical class 0.000 claims 11
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims 9
- 239000007795 chemical reaction product Substances 0.000 claims 8
- 238000000034 method Methods 0.000 claims 8
- 239000004593 Epoxy Substances 0.000 claims 7
- 239000011248 coating agent Substances 0.000 claims 7
- 238000000576 coating method Methods 0.000 claims 7
- 125000000217 alkyl group Chemical group 0.000 claims 6
- 238000004873 anchoring Methods 0.000 claims 6
- 238000005859 coupling reaction Methods 0.000 claims 6
- 229920000642 polymer Polymers 0.000 claims 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims 5
- 125000003277 amino group Chemical group 0.000 claims 5
- HONIICLYMWZJFZ-UHFFFAOYSA-N azetidine Chemical group C1CNC1 HONIICLYMWZJFZ-UHFFFAOYSA-N 0.000 claims 5
- UYMKPFRHYYNDTL-UHFFFAOYSA-N ethenamine Chemical compound NC=C UYMKPFRHYYNDTL-UHFFFAOYSA-N 0.000 claims 5
- 125000000524 functional group Chemical group 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 5
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 4
- 125000002947 alkylene group Chemical group 0.000 claims 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 3
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 3
- 125000005529 alkyleneoxy group Chemical group 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- 230000008878 coupling Effects 0.000 claims 3
- 238000010168 coupling process Methods 0.000 claims 3
- 238000004132 cross linking Methods 0.000 claims 3
- 238000010438 heat treatment Methods 0.000 claims 3
- 150000002431 hydrogen Chemical class 0.000 claims 3
- 229920001477 hydrophilic polymer Polymers 0.000 claims 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 3
- 239000011976 maleic acid Substances 0.000 claims 3
- 239000000463 material Substances 0.000 claims 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims 3
- XVOUMQNXTGKGMA-OWOJBTEDSA-N (E)-glutaconic acid Chemical compound OC(=O)C\C=C\C(O)=O XVOUMQNXTGKGMA-OWOJBTEDSA-N 0.000 claims 2
- 239000001124 (E)-prop-1-ene-1,2,3-tricarboxylic acid Substances 0.000 claims 2
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 claims 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims 2
- ONPJWQSDZCGSQM-UHFFFAOYSA-N 2-phenylprop-2-enoic acid Chemical compound OC(=O)C(=C)C1=CC=CC=C1 ONPJWQSDZCGSQM-UHFFFAOYSA-N 0.000 claims 2
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 claims 2
- UIERETOOQGIECD-UHFFFAOYSA-N Angelic acid Natural products CC=C(C)C(O)=O UIERETOOQGIECD-UHFFFAOYSA-N 0.000 claims 2
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 claims 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 2
- 229940091181 aconitic acid Drugs 0.000 claims 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims 2
- UIERETOOQGIECD-ARJAWSKDSA-N angelic acid Chemical compound C\C=C(\C)C(O)=O UIERETOOQGIECD-ARJAWSKDSA-N 0.000 claims 2
- 239000007864 aqueous solution Substances 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 229930016911 cinnamic acid Natural products 0.000 claims 2
- 235000013985 cinnamic acid Nutrition 0.000 claims 2
- 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 2
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 claims 2
- 229940018557 citraconic acid Drugs 0.000 claims 2
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 claims 2
- 125000003700 epoxy group Chemical group 0.000 claims 2
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 claims 2
- 239000001530 fumaric acid Substances 0.000 claims 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 claims 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims 2
- 238000004806 packaging method and process Methods 0.000 claims 2
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims 2
- 239000000243 solution Substances 0.000 claims 2
- 239000004334 sorbic acid Substances 0.000 claims 2
- 235000010199 sorbic acid Nutrition 0.000 claims 2
- 229940075582 sorbic acid Drugs 0.000 claims 2
- GTZCVFVGUGFEME-UHFFFAOYSA-N trans-aconitic acid Natural products OC(=O)CC(C(O)=O)=CC(O)=O GTZCVFVGUGFEME-UHFFFAOYSA-N 0.000 claims 2
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 claims 2
- KYCOIDGIICTSNH-BTVCFUMJSA-N (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanal;prop-2-enoic acid Chemical compound OC(=O)C=C.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O KYCOIDGIICTSNH-BTVCFUMJSA-N 0.000 claims 1
- VZPULCFQAMRUMH-UHFFFAOYSA-N 1-ethyl-3-methylidenepyrrolidin-2-one Chemical compound CCN1CCC(=C)C1=O VZPULCFQAMRUMH-UHFFFAOYSA-N 0.000 claims 1
- CXNYYQBHNJHBNH-UHFFFAOYSA-N 1-ethyl-5-methylidenepyrrolidin-2-one Chemical compound CCN1C(=C)CCC1=O CXNYYQBHNJHBNH-UHFFFAOYSA-N 0.000 claims 1
- AFXKUUDFKHVAGI-UHFFFAOYSA-N 1-methyl-3-methylidenepyrrolidin-2-one Chemical compound CN1CCC(=C)C1=O AFXKUUDFKHVAGI-UHFFFAOYSA-N 0.000 claims 1
- ZZDBHIVVDUTWJC-UHFFFAOYSA-N 1-methyl-5-methylidenepyrrolidin-2-one Chemical compound CN1C(=C)CCC1=O ZZDBHIVVDUTWJC-UHFFFAOYSA-N 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
- WROUWQQRXUBECT-UHFFFAOYSA-N 2-ethylacrylic acid Chemical compound CCC(=C)C(O)=O WROUWQQRXUBECT-UHFFFAOYSA-N 0.000 claims 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 1
- HEBDGRTWECSNNT-UHFFFAOYSA-N 2-methylidenepentanoic acid Chemical compound CCCC(=C)C(O)=O HEBDGRTWECSNNT-UHFFFAOYSA-N 0.000 claims 1
- XVUWMCJNMDQXKX-UHFFFAOYSA-N 5-ethyl-3-methylidenepyrrolidin-2-one Chemical compound CCC1CC(=C)C(=O)N1 XVUWMCJNMDQXKX-UHFFFAOYSA-N 0.000 claims 1
- VDORPYPVQAFLTR-UHFFFAOYSA-N 5-methyl-3-methylidenepyrrolidin-2-one Chemical compound CC1CC(=C)C(=O)N1 VDORPYPVQAFLTR-UHFFFAOYSA-N 0.000 claims 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims 1
- HEBKCHPVOIAQTA-QWWZWVQMSA-N D-arabinitol Chemical compound OC[C@@H](O)C(O)[C@H](O)CO HEBKCHPVOIAQTA-QWWZWVQMSA-N 0.000 claims 1
- FBPFZTCFMRRESA-ZXXMMSQZSA-N D-iditol Chemical compound OC[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-ZXXMMSQZSA-N 0.000 claims 1
- 239000004386 Erythritol Substances 0.000 claims 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 claims 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 claims 1
- 229930091371 Fructose Natural products 0.000 claims 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims 1
- 239000005715 Fructose Substances 0.000 claims 1
- SQUHHTBVTRBESD-UHFFFAOYSA-N Hexa-Ac-myo-Inositol Natural products CC(=O)OC1C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O SQUHHTBVTRBESD-UHFFFAOYSA-N 0.000 claims 1
- SKCKOFZKJLZSFA-UHFFFAOYSA-N L-Gulomethylit Natural products CC(O)C(O)C(O)C(O)CO SKCKOFZKJLZSFA-UHFFFAOYSA-N 0.000 claims 1
- 229930195725 Mannitol Natural products 0.000 claims 1
- 229920002845 Poly(methacrylic acid) Polymers 0.000 claims 1
- 239000002202 Polyethylene glycol Substances 0.000 claims 1
- 229920002125 Sokalan® Polymers 0.000 claims 1
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000003623 enhancer Substances 0.000 claims 1
- 230000002708 enhancing effect Effects 0.000 claims 1
- 235000019414 erythritol Nutrition 0.000 claims 1
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 claims 1
- 229940009714 erythritol Drugs 0.000 claims 1
- SKCKOFZKJLZSFA-FSIIMWSLSA-N fucitol Chemical compound C[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO SKCKOFZKJLZSFA-FSIIMWSLSA-N 0.000 claims 1
- FBPFZTCFMRRESA-GUCUJZIJSA-N galactitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-GUCUJZIJSA-N 0.000 claims 1
- 229930182830 galactose Natural products 0.000 claims 1
- 229920001519 homopolymer Polymers 0.000 claims 1
- CDAISMWEOUEBRE-GPIVLXJGSA-N inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 claims 1
- 229960000367 inositol Drugs 0.000 claims 1
- 239000000594 mannitol Substances 0.000 claims 1
- 235000010355 mannitol Nutrition 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
- HNEGQIOMVPPMNR-UHFFFAOYSA-N methylfumaric acid Natural products OC(=O)C(C)=CC(O)=O HNEGQIOMVPPMNR-UHFFFAOYSA-N 0.000 claims 1
- 239000000203 mixture Substances 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
- ZEMHQYNMVKDBFJ-UHFFFAOYSA-N n-(3-hydroxypropyl)prop-2-enamide Chemical compound OCCCNC(=O)C=C ZEMHQYNMVKDBFJ-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
- RQAKESSLMFZVMC-UHFFFAOYSA-N n-ethenylacetamide Chemical compound CC(=O)NC=C RQAKESSLMFZVMC-UHFFFAOYSA-N 0.000 claims 1
- ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical compound C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 claims 1
- KYKIFKUTBWKKRE-UHFFFAOYSA-N n-ethenylpropan-2-amine Chemical compound CC(C)NC=C KYKIFKUTBWKKRE-UHFFFAOYSA-N 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 229910052760 oxygen Inorganic materials 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
- 229920000141 poly(maleic anhydride) Polymers 0.000 claims 1
- 239000004584 polyacrylic acid Substances 0.000 claims 1
- 229920001223 polyethylene glycol Polymers 0.000 claims 1
- 229920001444 polymaleic acid Polymers 0.000 claims 1
- 239000002861 polymer material Substances 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- 239000002987 primer (paints) Substances 0.000 claims 1
- 239000000047 product Substances 0.000 claims 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 claims 1
- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 claims 1
- 239000000377 silicon dioxide Substances 0.000 claims 1
- 239000000600 sorbitol Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 239000000811 xylitol Substances 0.000 claims 1
- 235000010447 xylitol Nutrition 0.000 claims 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 claims 1
- 229960002675 xylitol Drugs 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261659592P | 2012-06-14 | 2012-06-14 | |
| US61/659,592 | 2012-06-14 | ||
| PCT/US2013/044938 WO2013188274A2 (en) | 2012-06-14 | 2013-06-10 | Azetidinium-containing copolymers and uses thereof |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017154402A Division JP6469188B2 (ja) | 2012-06-14 | 2017-08-09 | アゼチジニウム含有コポリマー及びこれらの使用 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015528831A JP2015528831A (ja) | 2015-10-01 |
| JP2015528831A5 true JP2015528831A5 (cg-RX-API-DMAC7.html) | 2016-06-30 |
| JP6306576B2 JP6306576B2 (ja) | 2018-04-04 |
Family
ID=48672835
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015517331A Active JP6306576B2 (ja) | 2012-06-14 | 2013-06-10 | アゼチジニウム含有コポリマー及びこれらの使用 |
| JP2017154402A Active JP6469188B2 (ja) | 2012-06-14 | 2017-08-09 | アゼチジニウム含有コポリマー及びこれらの使用 |
| JP2019004130A Active JP6763983B2 (ja) | 2012-06-14 | 2019-01-15 | アゼチジニウム含有コポリマー及びこれらの使用 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017154402A Active JP6469188B2 (ja) | 2012-06-14 | 2017-08-09 | アゼチジニウム含有コポリマー及びこれらの使用 |
| JP2019004130A Active JP6763983B2 (ja) | 2012-06-14 | 2019-01-15 | アゼチジニウム含有コポリマー及びこれらの使用 |
Country Status (16)
| Country | Link |
|---|---|
| US (3) | US9422447B2 (cg-RX-API-DMAC7.html) |
| EP (1) | EP2861413B1 (cg-RX-API-DMAC7.html) |
| JP (3) | JP6306576B2 (cg-RX-API-DMAC7.html) |
| KR (1) | KR102051174B1 (cg-RX-API-DMAC7.html) |
| CN (1) | CN104364070B (cg-RX-API-DMAC7.html) |
| AU (1) | AU2013274549B2 (cg-RX-API-DMAC7.html) |
| BR (1) | BR112014028700B1 (cg-RX-API-DMAC7.html) |
| CA (1) | CA2870333C (cg-RX-API-DMAC7.html) |
| IN (1) | IN2014DN09755A (cg-RX-API-DMAC7.html) |
| MX (1) | MX366036B (cg-RX-API-DMAC7.html) |
| MY (1) | MY168781A (cg-RX-API-DMAC7.html) |
| NZ (1) | NZ700848A (cg-RX-API-DMAC7.html) |
| RU (1) | RU2647728C2 (cg-RX-API-DMAC7.html) |
| SG (1) | SG11201407327VA (cg-RX-API-DMAC7.html) |
| TW (1) | TWI555761B (cg-RX-API-DMAC7.html) |
| WO (1) | WO2013188274A2 (cg-RX-API-DMAC7.html) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104837612B (zh) * | 2012-12-11 | 2017-08-25 | 诺华股份有限公司 | 将涂层施加于硅酮水凝胶透镜上的方法 |
| WO2016032940A1 (en) * | 2014-08-26 | 2016-03-03 | Novartis Ag | Poly(oxazoline-co-ethyleneimine)-epichlorohydrin copolymers and uses thereof |
| KR101947421B1 (ko) * | 2014-10-20 | 2019-02-14 | (주)엘지하우시스 | 표면코팅용 수성 조성물 및 이를 적용한 자동차용 시트 |
| EP3268804B1 (en) * | 2015-03-11 | 2020-11-04 | University of Florida Research Foundation, Inc. | Mesh size control of lubrication in gemini hydrogels |
| JP6680870B2 (ja) * | 2015-09-04 | 2020-04-15 | アルコン インク． | その上に耐久性潤滑性コーティングを有するソフトシリコーン医療デバイス |
| US10449740B2 (en) | 2015-12-15 | 2019-10-22 | Novartis Ag | Method for applying stable coating on silicone hydrogel contact lenses |
| EP3515993B1 (en) | 2016-09-20 | 2021-11-10 | Alcon Inc. | Method for producing a water-soluble thermally-crosslinkable polymeric material |
| HUE053707T2 (hu) | 2016-09-20 | 2021-07-28 | Alcon Inc | Színezett hidrogél kontaktlencsék rajtuk síkosító bevonattal |
| WO2018055491A1 (en) | 2016-09-20 | 2018-03-29 | Novartis Ag | Process for producing contact lenses with durable lubricious coatings thereon |
| EP3516430B1 (en) * | 2016-09-20 | 2021-02-17 | Alcon Inc. | Hydrogel contact lenses with lubricious coating thereon |
| US10618986B2 (en) | 2016-10-19 | 2020-04-14 | Alcon Inc. | Hydrophilic copolymer with pendant thiol groups |
| US10287370B2 (en) | 2016-10-19 | 2019-05-14 | Novartis Ag | Hydrophilic copolymer with one thiol-containing terminal group |
| SG11201902351YA (en) | 2016-10-26 | 2019-05-30 | Novartis Ag | Soft contact lenses with a lubricious coating covalently-attached thereon |
| TWI607768B (zh) * | 2017-03-31 | 2017-12-11 | 晶碩光學股份有限公司 | 隱形眼鏡用組成物及隱形眼鏡的保養方法 |
| WO2019016695A1 (en) | 2017-07-18 | 2019-01-24 | Novartis Ag | POLY (METH) ACRYLAMIDE COPOLYMERS CONTAINING PHOSPHORYLCHOLINE |
| CN110831990B (zh) * | 2017-07-18 | 2022-02-01 | 爱尔康公司 | 带有羧基封端侧链的基于聚(甲基)丙烯酰胺的共聚物 |
| KR20240169143A (ko) | 2017-12-13 | 2024-12-02 | 알콘 인코포레이티드 | 한 주 및 한 달 착용용 워터 그래디언트 콘택트 렌즈 |
| WO2019198034A1 (en) | 2018-04-13 | 2019-10-17 | Alcon Inc. | Evaluation method for the coverage of a coating on a contact lens surface |
| WO2020115570A1 (en) | 2018-12-03 | 2020-06-11 | Alcon Inc. | Method for making coated silicone hydrogel contact lenses |
| MY208051A (en) | 2018-12-03 | 2025-04-11 | Alcon Inc | Method for producing coated silicone hydrogel contact lenses |
| US11648583B2 (en) | 2019-04-10 | 2023-05-16 | Alcon Inc. | Method for producing coated contact lenses |
| US12072556B2 (en) | 2019-11-04 | 2024-08-27 | Alcon Inc. | Contact lenses with surfaces having different softness |
| CN111205462B (zh) * | 2020-01-10 | 2021-03-30 | 山东大学 | 一种含全氟环丁基芳基醚结构硅树脂的制备方法 |
| TWI803920B (zh) | 2020-07-28 | 2023-06-01 | 瑞士商愛爾康公司 | 塗層接觸鏡片及其製備方法 |
| CN113150225B (zh) * | 2021-05-11 | 2022-01-04 | 西南石油大学 | 双功能配体、3d聚合物分子刷及其制备方法 |
| EP4396617A1 (en) | 2021-09-01 | 2024-07-10 | Alcon Inc. | A method for producing wettable silicone hydrogel contact lenses |
| US20240280834A1 (en) | 2023-02-02 | 2024-08-22 | Alcon Inc. | Water gradient silicone hydrogel contact lenses |
| TW202441215A (zh) | 2023-02-27 | 2024-10-16 | 瑞士商愛爾康公司 | 用於生產可潤濕矽酮水凝膠接觸鏡片之方法 |
| WO2024211100A2 (en) * | 2023-04-07 | 2024-10-10 | Enchroma, Inc. | Contact lenses with pva film |
| WO2024241239A1 (en) | 2023-05-25 | 2024-11-28 | Alcon Inc. | Coated silicone hydrogel contact lenses and method for making the same |
Family Cites Families (50)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL128305C (cg-RX-API-DMAC7.html) | 1963-09-11 | |||
| FR2402525A1 (fr) | 1977-09-12 | 1979-04-06 | Toray Industries | Procede de fabrication de compositions de lentilles de contact molles et nouveaux produits ainsi obtenus |
| US4341887A (en) | 1980-03-07 | 1982-07-27 | Petrolite Corporation | Azetidinium salts and polymers and copolymers thereof |
| US4485236A (en) | 1982-09-27 | 1984-11-27 | Minnesota Mining And Manufacturing Company | Azlactone-functional compounds |
| DE69212102T2 (de) | 1991-10-14 | 1996-11-21 | Nobuo Nakabayashi | Behandlungslotion für Kontaktlinsen |
| IL106922A (en) | 1992-09-14 | 1998-08-16 | Novartis Ag | Composite materials with one or more wettable surfaces and process for their preparation |
| TW272976B (cg-RX-API-DMAC7.html) | 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 |
| US5760100B1 (en) | 1994-09-06 | 2000-11-14 | Ciba Vision Corp | Extended wear ophthalmic lens |
| US5510004A (en) * | 1994-12-01 | 1996-04-23 | Hercules Incorporated | Azetidinium polymers for improving wet strength of paper |
| TW353086B (en) | 1994-12-30 | 1999-02-21 | Novartis Ag | Method for multistep coating of a surface |
| 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 |
| HU220971B1 (hu) * | 1997-04-03 | 2002-07-29 | BIOREX Kutató és Fejlesztő Rt. | Eljárás 0-(3-amino-2-hidroxi-propil)-hidroximsav-halogenidek előállítására |
| US6451871B1 (en) | 1998-11-25 | 2002-09-17 | Novartis Ag | Methods of modifying surface characteristics |
| US6367929B1 (en) * | 1998-03-02 | 2002-04-09 | Johnson & Johnson Vision Care, Inc. | Hydrogel with internal wetting agent |
| US7052131B2 (en) | 2001-09-10 | 2006-05-30 | J&J Vision Care, Inc. | Biomedical devices containing internal wetting agents |
| US6822016B2 (en) | 2001-09-10 | 2004-11-23 | Johnson & Johnson Vision Care, Inc. | Biomedical devices containing internal wetting agents |
| TW473488B (en) | 1998-04-30 | 2002-01-21 | Novartis Ag | Composite materials, biomedical articles formed thereof and process for their manufacture |
| US6500481B1 (en) | 1998-06-11 | 2002-12-31 | Johnson & Johnson Vision Care, Inc. | Biomedical devices with amid-containing coatings |
| US6440571B1 (en) | 1999-05-20 | 2002-08-27 | Bausch & Lomb Incorporated | Surface treatment of silicone medical devices with reactive hydrophilic polymers |
| JP2001163932A (ja) | 1999-10-27 | 2001-06-19 | Novartis Ag | 材料表面を改質する方法 |
| JP2001163933A (ja) | 1999-10-27 | 2001-06-19 | Novartis Ag | 材料表面を改質する方法 |
| JP2001158813A (ja) | 1999-10-27 | 2001-06-12 | Novartis Ag | 材料表面を被覆する方法 |
| US6793973B2 (en) | 2000-02-04 | 2004-09-21 | Novartis Ag | Single-dip process for achieving a layer-by-layer-like coating |
| US6719929B2 (en) | 2000-02-04 | 2004-04-13 | Novartis Ag | Method for modifying a surface |
| JP4043789B2 (ja) | 2001-01-24 | 2008-02-06 | ノバルティス アクチエンゲゼルシャフト | 表面を修飾するための方法 |
| US6835410B2 (en) | 2001-05-21 | 2004-12-28 | Novartis Ag | Bottle-brush type coatings with entangled hydrophilic polymer |
| JP2003066381A (ja) | 2001-05-23 | 2003-03-05 | Novartis Ag | 流体で物品を処理するためのシステム及び方法 |
| TW200407367A (en) | 2001-11-13 | 2004-05-16 | Novartis Ag | Method for modifying the surface of biomedical articles |
| TWI255224B (en) | 2002-01-09 | 2006-05-21 | Novartis Ag | Polymeric articles having a lubricious coating and method for making the same |
| GB0201165D0 (en) | 2002-01-18 | 2002-03-06 | Unilever Plc | Azetidinium modidfied poymers and fabric treatment composition |
| US6926965B2 (en) | 2002-09-11 | 2005-08-09 | Novartis Ag | LbL-coated medical device and method for making the same |
| US6896926B2 (en) | 2002-09-11 | 2005-05-24 | Novartis Ag | Method for applying an LbL coating onto a medical device |
| JP2007505189A (ja) * | 2003-09-08 | 2007-03-08 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | インクジェットインク、インクセットおよび印刷の方法 |
| US7550519B2 (en) * | 2004-04-21 | 2009-06-23 | Novartis Ag | Curable colored inks for making colored silicone hydrogel lenses |
| US7249848B2 (en) | 2004-09-30 | 2007-07-31 | Johnson & Johnson Vision Care, Inc. | Wettable hydrogels comprising reactive, hydrophilic, polymeric internal wetting agents |
| WO2007064594A2 (en) | 2005-11-29 | 2007-06-07 | Bausch & Lomb Incorporated | New coatings on ophthalmic lenses |
| US8044112B2 (en) | 2006-03-30 | 2011-10-25 | Novartis Ag | Method for applying a coating onto a silicone hydrogel lens |
| US7858000B2 (en) | 2006-06-08 | 2010-12-28 | Novartis Ag | Method of making silicone hydrogel contact lenses |
| US20080142038A1 (en) | 2006-12-15 | 2008-06-19 | Bausch & Lomb Incorporated | Surface treatment of medical devices |
| DE602007010979D1 (de) | 2006-12-21 | 2011-01-13 | Novartis Ag | Verfahren zur beschichtung von kontaktlinsen |
| EP2122390B1 (en) | 2007-02-09 | 2011-11-02 | Novartis AG | Cross-linkable polyionic coatings for contact lenses |
| US20090145091A1 (en) | 2007-12-11 | 2009-06-11 | Richard Connolly | Method for treating ophthalmic lenses |
| US20090145086A1 (en) | 2007-12-11 | 2009-06-11 | Reynolds Ger M | Method for treating ophthalmic lenses |
| EP2234798B1 (en) | 2008-01-23 | 2012-03-28 | Novartis AG | Method for coating silicone hydrogels |
| CN102015954B (zh) * | 2008-04-08 | 2013-11-13 | Lg化学株式会社 | 粘合剂组合物以及使用该粘合剂组合物的光学膜 |
| 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 |
| TWI836373B (zh) * | 2010-07-30 | 2024-03-21 | 瑞士商愛爾康公司 | 水合隱形鏡片 |
| US9244195B2 (en) | 2011-06-09 | 2016-01-26 | Novartis Ag | Silicone hydrogel lenses with nano-textured surfaces |
| WO2013166547A1 (en) * | 2012-05-08 | 2013-11-14 | Protego Medical Pty Limited | Apparatus for covering an exposed end of a severed sternum |
-
2013
- 2013-06-10 WO PCT/US2013/044938 patent/WO2013188274A2/en not_active Ceased
- 2013-06-10 AU AU2013274549A patent/AU2013274549B2/en not_active Ceased
- 2013-06-10 MX MX2014015424A patent/MX366036B/es active IP Right Grant
- 2013-06-10 SG SG11201407327VA patent/SG11201407327VA/en unknown
- 2013-06-10 US US13/913,734 patent/US9422447B2/en active Active
- 2013-06-10 CA CA2870333A patent/CA2870333C/en active Active
- 2013-06-10 BR BR112014028700-7A patent/BR112014028700B1/pt not_active IP Right Cessation
- 2013-06-10 RU RU2014151562A patent/RU2647728C2/ru active
- 2013-06-10 MY MYPI2014002859A patent/MY168781A/en unknown
- 2013-06-10 EP EP13731005.8A patent/EP2861413B1/en active Active
- 2013-06-10 CN CN201380031139.6A patent/CN104364070B/zh active Active
- 2013-06-10 NZ NZ700848A patent/NZ700848A/en not_active IP Right Cessation
- 2013-06-10 JP JP2015517331A patent/JP6306576B2/ja active Active
- 2013-06-10 KR KR1020157000331A patent/KR102051174B1/ko active Active
- 2013-06-13 TW TW102120950A patent/TWI555761B/zh active
-
2014
- 2014-11-18 IN IN9755DEN2014 patent/IN2014DN09755A/en unknown
-
2016
- 2016-07-21 US US15/216,125 patent/US10100219B2/en active Active
-
2017
- 2017-08-09 JP JP2017154402A patent/JP6469188B2/ja active Active
-
2018
- 2018-08-08 US US16/057,867 patent/US10611923B2/en active Active
-
2019
- 2019-01-15 JP JP2019004130A patent/JP6763983B2/ja active Active