ZA200007285B - Polymerizable hydrophilic ultraviolet light absorbing monomers. - Google Patents
Polymerizable hydrophilic ultraviolet light absorbing monomers. Download PDFInfo
- Publication number
- ZA200007285B ZA200007285B ZA200007285A ZA200007285A ZA200007285B ZA 200007285 B ZA200007285 B ZA 200007285B ZA 200007285 A ZA200007285 A ZA 200007285A ZA 200007285 A ZA200007285 A ZA 200007285A ZA 200007285 B ZA200007285 B ZA 200007285B
- Authority
- ZA
- South Africa
- Prior art keywords
- hydrogel
- methacrylate
- acrylate
- hydroxy
- benzotriazole
- Prior art date
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- 239000000178 monomer Substances 0.000 title claims description 23
- 239000000017 hydrogel Substances 0.000 claims description 75
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 27
- 229920001577 copolymer Polymers 0.000 claims description 23
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- -1 vinyl-substituted amides Chemical class 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- 230000031700 light absorption Effects 0.000 claims description 10
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims description 9
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- PAYXBBRCWFVOSN-UHFFFAOYSA-N 2-[2-[3-(benzotriazol-2-yl)-4-hydroxyphenyl]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 PAYXBBRCWFVOSN-UHFFFAOYSA-N 0.000 claims description 7
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims description 7
- GDNVRXIKNUKDJX-UHFFFAOYSA-N CC(=C)C(=O)OCCOCc1ccc(O)c(c1)-n1nc2ccccc2n1 Chemical compound CC(=C)C(=O)OCCOCc1ccc(O)c(c1)-n1nc2ccccc2n1 GDNVRXIKNUKDJX-UHFFFAOYSA-N 0.000 claims description 7
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical class CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 6
- 229910052736 halogen Chemical group 0.000 claims description 5
- 150000002367 halogens Chemical group 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 229940088644 n,n-dimethylacrylamide Drugs 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
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 4
- 239000003431 cross linking reagent Substances 0.000 claims description 4
- JMMVHMOAIMOMOF-UHFFFAOYSA-N (4-prop-2-enoyloxyphenyl) prop-2-enoate Chemical compound C=CC(=O)OC1=CC=C(OC(=O)C=C)C=C1 JMMVHMOAIMOMOF-UHFFFAOYSA-N 0.000 claims description 3
- JWUZTVZYEWXPMA-UHFFFAOYSA-N 1,4-bis(ethenyl)imidazole Chemical compound C=CC1=CN(C=C)C=N1 JWUZTVZYEWXPMA-UHFFFAOYSA-N 0.000 claims description 3
- OSOFUOXRZXWNAG-UHFFFAOYSA-N 1,5-bis(ethenyl)imidazole Chemical compound C=CC1=CN=CN1C=C OSOFUOXRZXWNAG-UHFFFAOYSA-N 0.000 claims description 3
- NEBBLNDVSSWJLL-UHFFFAOYSA-N 2,3-bis(2-methylprop-2-enoyloxy)propyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(OC(=O)C(C)=C)COC(=O)C(C)=C NEBBLNDVSSWJLL-UHFFFAOYSA-N 0.000 claims description 3
- FCMUPMSEVHVOSE-UHFFFAOYSA-N 2,3-bis(ethenyl)pyridine Chemical compound C=CC1=CC=CN=C1C=C FCMUPMSEVHVOSE-UHFFFAOYSA-N 0.000 claims description 3
- QGVNJBPLNRZKOX-UHFFFAOYSA-N 2,5-bis(ethenyl)pyrazine Chemical compound C=CC1=CN=C(C=C)C=N1 QGVNJBPLNRZKOX-UHFFFAOYSA-N 0.000 claims description 3
- HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 claims description 3
- HTWRFCRQSLVESJ-UHFFFAOYSA-N 3-(2-methylprop-2-enoyloxy)propyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCOC(=O)C(C)=C HTWRFCRQSLVESJ-UHFFFAOYSA-N 0.000 claims description 3
- GFLJTEHFZZNCTR-UHFFFAOYSA-N 3-prop-2-enoyloxypropyl prop-2-enoate Chemical compound C=CC(=O)OCCCOC(=O)C=C GFLJTEHFZZNCTR-UHFFFAOYSA-N 0.000 claims description 3
- PFYHKVQTYNQKQY-UHFFFAOYSA-N 4,6-bis(ethenyl)pyrimidine Chemical compound C=CC1=CC(C=C)=NC=N1 PFYHKVQTYNQKQY-UHFFFAOYSA-N 0.000 claims description 3
- SAPGBCWOQLHKKZ-UHFFFAOYSA-N 6-(2-methylprop-2-enoyloxy)hexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCCCOC(=O)C(C)=C SAPGBCWOQLHKKZ-UHFFFAOYSA-N 0.000 claims description 3
- 150000003926 acrylamides Chemical class 0.000 claims description 3
- 150000001252 acrylic acid derivatives Chemical group 0.000 claims description 3
- 230000005540 biological transmission Effects 0.000 claims description 3
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims description 3
- NJLPWLHBSPZUAS-UHFFFAOYSA-N n-[8-(prop-2-enoylamino)octyl]prop-2-enamide Chemical compound C=CC(=O)NCCCCCCCCNC(=O)C=C NJLPWLHBSPZUAS-UHFFFAOYSA-N 0.000 claims description 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 3
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 2
- XLPJNCYCZORXHG-UHFFFAOYSA-N 1-morpholin-4-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCOCC1 XLPJNCYCZORXHG-UHFFFAOYSA-N 0.000 claims description 2
- MNZNJOQNLFEAKG-UHFFFAOYSA-N 2-morpholin-4-ylethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCN1CCOCC1 MNZNJOQNLFEAKG-UHFFFAOYSA-N 0.000 claims description 2
- DPZYLEIWHTWHCU-UHFFFAOYSA-N 3-ethenylpyridine Chemical compound C=CC1=CC=CN=C1 DPZYLEIWHTWHCU-UHFFFAOYSA-N 0.000 claims description 2
- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 claims description 2
- JANUDBLANRHSLI-UHFFFAOYSA-N 5-butyl-1,3,4-oxadiazol-2-amine Chemical compound CCCCC1=NN=C(N)O1 JANUDBLANRHSLI-UHFFFAOYSA-N 0.000 claims description 2
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 2
- 239000007983 Tris buffer Substances 0.000 claims description 2
- DWXAVNJYFLGAEF-UHFFFAOYSA-N furan-2-ylmethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CO1 DWXAVNJYFLGAEF-UHFFFAOYSA-N 0.000 claims description 2
- WNUPGDZWJCHVAF-UHFFFAOYSA-N n-(hydroxymethyl)-n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)N(CO)C(=O)C=C WNUPGDZWJCHVAF-UHFFFAOYSA-N 0.000 claims description 2
- PNLUGRYDUHRLOF-UHFFFAOYSA-N n-ethenyl-n-methylacetamide Chemical compound C=CN(C)C(C)=O PNLUGRYDUHRLOF-UHFFFAOYSA-N 0.000 claims description 2
- CNPHCSFIDKZQAK-UHFFFAOYSA-N n-prop-2-enylprop-2-enamide Chemical compound C=CCNC(=O)C=C CNPHCSFIDKZQAK-UHFFFAOYSA-N 0.000 claims description 2
- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 claims description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 2
- 229920002554 vinyl polymer Polymers 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 125000004432 carbon atom Chemical group C* 0.000 claims 4
- 229920001519 homopolymer Polymers 0.000 claims 4
- LRZPQLZONWIQOJ-UHFFFAOYSA-N 10-(2-methylprop-2-enoyloxy)decyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCCCCCCCOC(=O)C(C)=C LRZPQLZONWIQOJ-UHFFFAOYSA-N 0.000 claims 2
- HYQASEVIBPSPMK-UHFFFAOYSA-N 12-(2-methylprop-2-enoyloxy)dodecyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCCCCCCCCCOC(=O)C(C)=C HYQASEVIBPSPMK-UHFFFAOYSA-N 0.000 claims 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical group COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims 2
- ZMLXKXHICXTSDM-UHFFFAOYSA-N n-[1,2-dihydroxy-2-(prop-2-enoylamino)ethyl]prop-2-enamide Chemical compound C=CC(=O)NC(O)C(O)NC(=O)C=C ZMLXKXHICXTSDM-UHFFFAOYSA-N 0.000 claims 2
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 claims 1
- VOCDJQSAMZARGX-UHFFFAOYSA-N 1-ethenylpyrrolidine-2,5-dione Chemical compound C=CN1C(=O)CCC1=O VOCDJQSAMZARGX-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
- OWPUOLBODXJOKH-UHFFFAOYSA-N 2,3-dihydroxypropyl prop-2-enoate Chemical compound OCC(O)COC(=O)C=C OWPUOLBODXJOKH-UHFFFAOYSA-N 0.000 claims 1
- FTALTLPZDVFJSS-UHFFFAOYSA-N 2-(2-ethoxyethoxy)ethyl prop-2-enoate Chemical compound CCOCCOCCOC(=O)C=C FTALTLPZDVFJSS-UHFFFAOYSA-N 0.000 claims 1
- XVTPGZQPUZSUKS-UHFFFAOYSA-N 2-(2-oxopyrrolidin-1-yl)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCN1CCCC1=O XVTPGZQPUZSUKS-UHFFFAOYSA-N 0.000 claims 1
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 claims 1
- 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 1
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 claims 1
- IEVADDDOVGMCSI-UHFFFAOYSA-N 2-hydroxybutyl 2-methylprop-2-enoate Chemical compound CCC(O)COC(=O)C(C)=C IEVADDDOVGMCSI-UHFFFAOYSA-N 0.000 claims 1
- YICILWNDMQTUIY-UHFFFAOYSA-N 2-methylidenepentanamide Chemical compound CCCC(=C)C(N)=O YICILWNDMQTUIY-UHFFFAOYSA-N 0.000 claims 1
- CEXQWAAGPPNOQF-UHFFFAOYSA-N 2-phenoxyethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOC1=CC=CC=C1 CEXQWAAGPPNOQF-UHFFFAOYSA-N 0.000 claims 1
- RZVINYQDSSQUKO-UHFFFAOYSA-N 2-phenoxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC1=CC=CC=C1 RZVINYQDSSQUKO-UHFFFAOYSA-N 0.000 claims 1
- WWJCRUKUIQRCGP-UHFFFAOYSA-N 3-(dimethylamino)propyl 2-methylprop-2-enoate Chemical compound CN(C)CCCOC(=O)C(C)=C WWJCRUKUIQRCGP-UHFFFAOYSA-N 0.000 claims 1
- UFQHFMGRRVQFNA-UHFFFAOYSA-N 3-(dimethylamino)propyl prop-2-enoate Chemical compound CN(C)CCCOC(=O)C=C UFQHFMGRRVQFNA-UHFFFAOYSA-N 0.000 claims 1
- DMQYPVOQAARSNF-UHFFFAOYSA-N 3-[2,3-bis(3-prop-2-enoyloxypropoxy)propoxy]propyl prop-2-enoate Chemical compound C=CC(=O)OCCCOCC(OCCCOC(=O)C=C)COCCCOC(=O)C=C DMQYPVOQAARSNF-UHFFFAOYSA-N 0.000 claims 1
- DTYXUWCJYMNDQD-UHFFFAOYSA-N 3-ethenylpyridazine Chemical compound C=CC1=CC=CN=N1 DTYXUWCJYMNDQD-UHFFFAOYSA-N 0.000 claims 1
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 claims 1
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims 1
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 claims 1
- UMKWZZPKADNTRP-UHFFFAOYSA-N 4-ethenylpyrimidine Chemical compound C=CC1=CC=NC=N1 UMKWZZPKADNTRP-UHFFFAOYSA-N 0.000 claims 1
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 claims 1
- QUAMMXIRDIIGDJ-UHFFFAOYSA-N 5-ethenyl-4-methyl-1,3-thiazole Chemical compound CC=1N=CSC=1C=C QUAMMXIRDIIGDJ-UHFFFAOYSA-N 0.000 claims 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 claims 1
- 150000002391 heterocyclic compounds Chemical class 0.000 claims 1
- LNCPIMCVTKXXOY-UHFFFAOYSA-N hexyl 2-methylprop-2-enoate Chemical compound CCCCCCOC(=O)C(C)=C LNCPIMCVTKXXOY-UHFFFAOYSA-N 0.000 claims 1
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 claims 1
- WFKDPJRCBCBQNT-UHFFFAOYSA-N n,2-dimethylprop-2-enamide Chemical compound CNC(=O)C(C)=C WFKDPJRCBCBQNT-UHFFFAOYSA-N 0.000 claims 1
- OVHHHVAVHBHXAK-UHFFFAOYSA-N n,n-diethylprop-2-enamide Chemical compound CCN(CC)C(=O)C=C OVHHHVAVHBHXAK-UHFFFAOYSA-N 0.000 claims 1
- OKPYIWASQZGASP-UHFFFAOYSA-N n-(2-hydroxypropyl)-2-methylprop-2-enamide Chemical compound CC(O)CNC(=O)C(C)=C OKPYIWASQZGASP-UHFFFAOYSA-N 0.000 claims 1
- DNTMQTKDNSEIFO-UHFFFAOYSA-N n-(hydroxymethyl)-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCO DNTMQTKDNSEIFO-UHFFFAOYSA-N 0.000 claims 1
- YRVUCYWJQFRCOB-UHFFFAOYSA-N n-butylprop-2-enamide Chemical compound CCCCNC(=O)C=C YRVUCYWJQFRCOB-UHFFFAOYSA-N 0.000 claims 1
- ZOTWHNWBICCBPC-UHFFFAOYSA-N n-ethyl-n-methylprop-2-enamide Chemical compound CCN(C)C(=O)C=C ZOTWHNWBICCBPC-UHFFFAOYSA-N 0.000 claims 1
- SWPMNMYLORDLJE-UHFFFAOYSA-N n-ethylprop-2-enamide Chemical compound CCNC(=O)C=C SWPMNMYLORDLJE-UHFFFAOYSA-N 0.000 claims 1
- ABUMECXPQVMMIN-UHFFFAOYSA-N n-heptylprop-2-enamide Chemical compound CCCCCCCNC(=O)C=C ABUMECXPQVMMIN-UHFFFAOYSA-N 0.000 claims 1
- GCGQYJSQINRKQL-UHFFFAOYSA-N n-hexylprop-2-enamide Chemical compound CCCCCCNC(=O)C=C GCGQYJSQINRKQL-UHFFFAOYSA-N 0.000 claims 1
- AWGZKFQMWZYCHF-UHFFFAOYSA-N n-octylprop-2-enamide Chemical compound CCCCCCCCNC(=O)C=C AWGZKFQMWZYCHF-UHFFFAOYSA-N 0.000 claims 1
- GLVMTPQMPUWELB-UHFFFAOYSA-N n-pentylprop-2-enamide Chemical compound CCCCCNC(=O)C=C GLVMTPQMPUWELB-UHFFFAOYSA-N 0.000 claims 1
- WDFKEEALECCKTJ-UHFFFAOYSA-N n-propylprop-2-enamide Chemical compound CCCNC(=O)C=C WDFKEEALECCKTJ-UHFFFAOYSA-N 0.000 claims 1
- GYDSPAVLTMAXHT-UHFFFAOYSA-N pentyl 2-methylprop-2-enoate Chemical compound CCCCCOC(=O)C(C)=C GYDSPAVLTMAXHT-UHFFFAOYSA-N 0.000 claims 1
- ULDDEWDFUNBUCM-UHFFFAOYSA-N pentyl prop-2-enoate Chemical compound CCCCCOC(=O)C=C ULDDEWDFUNBUCM-UHFFFAOYSA-N 0.000 claims 1
- WRAQQYDMVSCOTE-UHFFFAOYSA-N phenyl prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1 WRAQQYDMVSCOTE-UHFFFAOYSA-N 0.000 claims 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 claims 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 claims 1
- 210000000695 crystalline len Anatomy 0.000 description 52
- 241000219739 Lens Species 0.000 description 25
- 239000006096 absorbing agent Substances 0.000 description 22
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 18
- 230000003287 optical effect Effects 0.000 description 14
- 239000000463 material Substances 0.000 description 13
- 150000001875 compounds Chemical class 0.000 description 12
- 230000002209 hydrophobic effect Effects 0.000 description 12
- 229920000642 polymer Polymers 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 231100000252 nontoxic Toxicity 0.000 description 8
- 230000003000 nontoxic effect Effects 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 238000010521 absorption reaction Methods 0.000 description 7
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 125000003545 alkoxy group Chemical group 0.000 description 6
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 6
- 238000000926 separation method Methods 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
- 125000002947 alkylene group Chemical group 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000004132 cross linking Methods 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 239000003708 ampul Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000012044 organic layer Substances 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 229920006037 cross link polymer Polymers 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 230000006872 improvement Effects 0.000 description 3
- 239000012633 leachable Substances 0.000 description 3
- VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000010792 warming Methods 0.000 description 3
- UAWDOKJYUYMAPG-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4-[2-(2-hydroxyethoxy)ethyl]phenol Chemical compound OCCOCCC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 UAWDOKJYUYMAPG-UHFFFAOYSA-N 0.000 description 2
- XVMSFILGAMDHEY-UHFFFAOYSA-N 6-(4-aminophenyl)sulfonylpyridin-3-amine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=N1 XVMSFILGAMDHEY-UHFFFAOYSA-N 0.000 description 2
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- 239000004971 Cross linker Substances 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000036760 body temperature Effects 0.000 description 2
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 238000012937 correction Methods 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 230000002939 deleterious effect Effects 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 230000035876 healing Effects 0.000 description 2
- 230000036571 hydration Effects 0.000 description 2
- 238000006703 hydration reaction Methods 0.000 description 2
- 239000005457 ice water Substances 0.000 description 2
- 239000007943 implant Substances 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 208000014674 injury Diseases 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 239000006193 liquid solution Substances 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 2
- 235000019341 magnesium sulphate Nutrition 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 238000005096 rolling process Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000001356 surgical procedure Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 238000002604 ultrasonography Methods 0.000 description 2
- JMCRDEBJJPRTPV-OWOJBTEDSA-N (e)-ethene-1,2-diol Chemical group O\C=C\O JMCRDEBJJPRTPV-OWOJBTEDSA-N 0.000 description 1
- VCYCUECVHJJFIQ-UHFFFAOYSA-N 2-[3-(benzotriazol-2-yl)-4-hydroxyphenyl]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 VCYCUECVHJJFIQ-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical class OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- FYWBYXUSHOLVIO-UHFFFAOYSA-N C(C=C)(=O)OC1=CC=CC=C1.CN(C)CCCC(C(=O)N)=C Chemical compound C(C=C)(=O)OC1=CC=CC=C1.CN(C)CCCC(C(=O)N)=C FYWBYXUSHOLVIO-UHFFFAOYSA-N 0.000 description 1
- XMVPBYJYDXWYSO-UHFFFAOYSA-N C(C=C)(=O)OCC(O)CO.C(C)N(C(C=C)=O)CC.C(C=C)(=O)OCCCCO.CN(C(C=C)=O)C.C(C=C)(=O)OCCCO Chemical compound C(C=C)(=O)OCC(O)CO.C(C)N(C(C=C)=O)CC.C(C=C)(=O)OCCCCO.CN(C(C=C)=O)C.C(C=C)(=O)OCCCO XMVPBYJYDXWYSO-UHFFFAOYSA-N 0.000 description 1
- SKKAWBHVYBXNDG-UHFFFAOYSA-N CNC(C(=C)C)=O.C(C=C)(=O)OCCOC1=CC=CC=C1.C(C)N(C(C=C)=O)C Chemical compound CNC(C(=C)C)=O.C(C=C)(=O)OCCOC1=CC=CC=C1.C(C)N(C(C=C)=O)C SKKAWBHVYBXNDG-UHFFFAOYSA-N 0.000 description 1
- 208000002177 Cataract Diseases 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 208000027418 Wounds and injury Diseases 0.000 description 1
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 201000009310 astigmatism Diseases 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 210000004087 cornea Anatomy 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000002513 implantation Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 210000001525 retina Anatomy 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 230000008733 trauma Effects 0.000 description 1
- 239000005051 trimethylchlorosilane Substances 0.000 description 1
- 230000004304 visual acuity Effects 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
- C07D249/18—Benzotriazoles
-
- 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
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
- C08F20/36—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate containing oxygen in addition to the carboxy oxygen, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S524/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S524/916—Hydrogel compositions
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US09/075,753 US6036891A (en) | 1998-05-11 | 1998-05-11 | Polymerizable hydrophilic ultraviolet light absorbing monomers |
Publications (1)
Publication Number | Publication Date |
---|---|
ZA200007285B true ZA200007285B (en) | 2002-10-08 |
Family
ID=22127776
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ZA200007285A ZA200007285B (en) | 1998-05-11 | 2000-12-08 | Polymerizable hydrophilic ultraviolet light absorbing monomers. |
Country Status (17)
Country | Link |
---|---|
US (1) | US6036891A (de) |
EP (1) | EP1077952B1 (de) |
JP (1) | JP4347523B2 (de) |
KR (1) | KR20010071228A (de) |
CN (1) | CN1186330C (de) |
AT (1) | ATE254113T1 (de) |
AU (1) | AU754155B2 (de) |
BR (1) | BR9910358A (de) |
CA (1) | CA2328912A1 (de) |
DE (1) | DE69912766T2 (de) |
DK (1) | DK1077952T3 (de) |
ES (1) | ES2211085T3 (de) |
NZ (1) | NZ507496A (de) |
PT (1) | PT1077952E (de) |
TR (1) | TR200003336T2 (de) |
WO (1) | WO1999058507A1 (de) |
ZA (1) | ZA200007285B (de) |
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US6329485B1 (en) * | 1998-12-11 | 2001-12-11 | Bausch & Lomb Incorporated | High refractive index hydrogel compositions for ophthalmic implants |
JP4149068B2 (ja) * | 1999-03-02 | 2008-09-10 | 株式会社メニコン | 眼用レンズ材料 |
US20030223954A1 (en) * | 2002-05-31 | 2003-12-04 | Ruscio Dominic V. | Polymeric materials for use as photoablatable inlays |
US6737448B2 (en) * | 2002-06-03 | 2004-05-18 | Staar Surgical Company | High refractive index, optically clear and soft hydrophobic acrylamide copolymers |
US20040056371A1 (en) * | 2002-09-25 | 2004-03-25 | Medennium, Inc. | Method of manufacturing ophthalmic lenses made from hydrophobic acrylic polymers |
ES2262033T3 (es) | 2003-01-09 | 2006-11-16 | Alcon, Inc. | Absorvedores de luz uv con doble funcion para materiales de lentes oftalmicas. |
WO2006015490A1 (en) * | 2004-08-13 | 2006-02-16 | Ottawa Health Research Institute | Ophthalmic devices and related methods and compositions |
US9322958B2 (en) | 2004-08-27 | 2016-04-26 | Coopervision International Holding Company, Lp | Silicone hydrogel contact lenses |
WO2006026474A2 (en) * | 2004-08-27 | 2006-03-09 | Asahikasei Aime Co. Ltd. | Silicone hydrogel contact lenses |
US20060115516A1 (en) | 2004-11-22 | 2006-06-01 | Pearson Jason C | Copolymerizable methine and anthraquinone compounds and articles containing them |
US20060197067A1 (en) * | 2005-03-04 | 2006-09-07 | Erning Xia | Radiation-absorbing materials, ophthalmic compositions containing same, and method of treating ophthalmic devices |
US20070092830A1 (en) * | 2005-10-24 | 2007-04-26 | Bausch & Lomb Incorporated | Polymeric radiation-absorbing materials and ophthalmic devices comprising same |
EP1792923B1 (de) * | 2005-12-01 | 2011-03-30 | CORONIS GmbH | Polymerzusammensetzung mit hohem Brechungsindex |
TWI435915B (zh) * | 2007-08-09 | 2014-05-01 | Alcon Inc | 含有吸收紫外光(uv)及短波長可見光二者的發色團之眼科鏡體材料(一) |
US7915322B2 (en) * | 2008-04-30 | 2011-03-29 | Everlight Usa, Inc. | Polymerizable water-soluble or alcohol-soluble ultraviolet absorber |
CA2771138C (en) * | 2009-09-15 | 2016-01-19 | Novartis Ag | Prepolymers suitable for making ultra-violet absorbing contact lenses |
CN102883681A (zh) * | 2010-03-04 | 2013-01-16 | 安伦科技股份有限公司 | 用于形成和修改透镜的系统及由此形成的透镜 |
CN102219877A (zh) * | 2010-04-16 | 2011-10-19 | 品青企业股份有限公司 | 具紫外线吸收官能基的高分子微粒及含该高分子微粒的化妆料 |
CN103026267B (zh) * | 2010-04-29 | 2015-04-29 | 诺华公司 | 具有uv吸收剂和蓝光生色团的组合的眼内透镜 |
MX349540B (es) | 2010-07-30 | 2017-08-02 | Novartis Ag * | Prepolímeros de polisiloxano anfifílicos y usos de los mismos. |
US8835525B2 (en) | 2010-10-06 | 2014-09-16 | Novartis Ag | Chain-extended polysiloxane crosslinkers with dangling hydrophilic polymer chains |
MY159784A (en) | 2010-10-06 | 2017-01-31 | Novartis Ag | Water-processable silicone-containing prepolymers and uses therof |
JP5784131B2 (ja) | 2010-10-06 | 2015-09-24 | ノバルティス アーゲー | ペンダント親水性基を持つ重合しうる鎖延長ポリシロキサン |
CN102382237B (zh) * | 2011-08-12 | 2013-07-10 | 北京自然美光学有限公司 | 一种防辐射滤光隐形眼镜及其制造方法 |
EP2766750B1 (de) * | 2011-10-12 | 2016-02-03 | Novartis AG | Verfahren zur herstellung uv-licht-absorbierender brillengläser mit einer beschichtung |
CN104736258A (zh) | 2012-08-23 | 2015-06-24 | 拜尔材料科学股份公司 | 有机uv吸收剂在塑料基底上的气相沉积 |
WO2014039495A1 (en) | 2012-09-05 | 2014-03-13 | University Of Miami | Novel keratoprosthesis, and system and method of corneal repair using same |
HUE031702T2 (en) * | 2012-12-17 | 2017-07-28 | Novartis Ag | A method for producing improved UV absorbing ophthalmic lenses |
CN106470673B (zh) * | 2014-02-25 | 2020-01-31 | 奥库利维公司 | 用于鼻泪刺激的聚合物制剂 |
BR112017001751A2 (pt) * | 2014-07-30 | 2017-11-21 | Tiger Coatings Gbmh & Co Kg | agente de revestimento curável por uv com melhor resistência à luz solar |
SG11201707589SA (en) | 2014-09-09 | 2017-10-30 | Staar Surgical Co | Ophthalmic implants with extended depth of field and enhanced distance visual acuity |
WO2016100190A1 (en) * | 2014-12-16 | 2016-06-23 | Novartis Ag | Low-water content acrylate-acrylamide copolymers for ophthalmic devices |
KR101704546B1 (ko) * | 2015-06-19 | 2017-02-08 | 연세대학교 산학협력단 | 양친성 고분자를 포함하는 다공성 필름 및 이의 제조방법 |
CA3011630C (en) * | 2016-01-21 | 2022-08-30 | Rohm And Haas Company | Polymer dispersion for durable coating, and the coating comprising the same |
KR102328526B1 (ko) | 2016-03-09 | 2021-11-17 | 스타 서지컬 컴퍼니 | 확장된 피사계 심도 및 향상된 원거리 시력의 안과용 임플란트 |
BR112021002881A2 (pt) | 2018-08-17 | 2021-05-11 | Staar Surgical Company | composição polimérica exibindo nanogradiente de índice de refração |
WO2020118361A1 (en) | 2018-12-10 | 2020-06-18 | Commonwealth Scientific And Industrial Research Organisation | Uv absorbing ocular lens |
CN114058142B (zh) * | 2020-08-04 | 2023-05-12 | 浙江省化工研究院有限公司 | 一种透明含氟聚合物薄膜 |
CN114775279B (zh) * | 2022-06-20 | 2022-09-09 | 河南源宏高分子新材料有限公司 | 一种抗静电阻燃的聚酯材料 |
DE102022125341B3 (de) | 2022-09-30 | 2024-01-04 | Carl Zeiss Meditec Ag | Ophthalmologische Zusammensetzung mit mehreren Comonomergruppen und ophthalmologische Linse |
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NZ208751A (en) * | 1983-07-11 | 1987-04-30 | Iolab Corp | 2-hydroxy-5-acrylyloxyalkylphenyl-2h-benzotriazole derivatives and polymers and copolymers thereof and use as uv absorbing additives in polymer compositions |
US4528311A (en) * | 1983-07-11 | 1985-07-09 | Iolab Corporation | Ultraviolet absorbing polymers comprising 2-hydroxy-5-acrylyloxyphenyl-2H-benzotriazoles |
US4611061A (en) * | 1984-03-26 | 1986-09-09 | Iolab Corporation | 2'-hydroxy-5'-(hydroxyalkyl)phenyl-2H-benzotriazoles |
US5135965A (en) * | 1984-12-18 | 1992-08-04 | T. R. Developments, Ltd. | Hydrogel-forming polymers used in intraocular lenses |
US4716234A (en) * | 1986-12-01 | 1987-12-29 | Iolab Corporation | Ultraviolet absorbing polymers comprising 2-(2'-hydroxy-5'-acryloyloxyalkoxyphenyl)-2H-benzotriazole |
US5384235A (en) * | 1992-07-01 | 1995-01-24 | Eastman Kodak Company | Photographic elements incorporating polymeric ultraviolet absorbers |
JPH08151415A (ja) * | 1994-09-29 | 1996-06-11 | Otsuka Chem Co Ltd | 耐候性組成物 |
JP3672370B2 (ja) * | 1996-02-29 | 2005-07-20 | 株式会社メニコン | 重合性基を有しない紫外線吸収性ポリマーを含む眼用レンズ材料及びその製造方法 |
JP3655061B2 (ja) * | 1997-07-31 | 2005-06-02 | 株式会社ニデック | 紫外線吸収性基材 |
JPH11286569A (ja) * | 1998-04-01 | 1999-10-19 | Nippon Shokubai Co Ltd | 樹脂組成物 |
-
1998
- 1998-05-11 US US09/075,753 patent/US6036891A/en not_active Expired - Lifetime
-
1999
- 1999-05-05 KR KR1020007012524A patent/KR20010071228A/ko not_active Application Discontinuation
- 1999-05-05 BR BR9910358-3A patent/BR9910358A/pt not_active Application Discontinuation
- 1999-05-05 CA CA002328912A patent/CA2328912A1/en not_active Abandoned
- 1999-05-05 EP EP99922824A patent/EP1077952B1/de not_active Expired - Lifetime
- 1999-05-05 JP JP2000548311A patent/JP4347523B2/ja not_active Expired - Lifetime
- 1999-05-05 ES ES99922824T patent/ES2211085T3/es not_active Expired - Lifetime
- 1999-05-05 AU AU39731/99A patent/AU754155B2/en not_active Ceased
- 1999-05-05 AT AT99922824T patent/ATE254113T1/de not_active IP Right Cessation
- 1999-05-05 DK DK99922824T patent/DK1077952T3/da active
- 1999-05-05 TR TR2000/03336T patent/TR200003336T2/xx unknown
- 1999-05-05 CN CNB998060232A patent/CN1186330C/zh not_active Expired - Fee Related
- 1999-05-05 DE DE69912766T patent/DE69912766T2/de not_active Expired - Lifetime
- 1999-05-05 WO PCT/US1999/009961 patent/WO1999058507A1/en not_active Application Discontinuation
- 1999-05-05 NZ NZ507496A patent/NZ507496A/xx unknown
- 1999-05-05 PT PT99922824T patent/PT1077952E/pt unknown
-
2000
- 2000-12-08 ZA ZA200007285A patent/ZA200007285B/en unknown
Also Published As
Publication number | Publication date |
---|---|
PT1077952E (pt) | 2004-03-31 |
DE69912766T2 (de) | 2004-09-30 |
DK1077952T3 (da) | 2004-03-29 |
ES2211085T3 (es) | 2004-07-01 |
TR200003336T2 (tr) | 2001-02-21 |
EP1077952A1 (de) | 2001-02-28 |
WO1999058507A1 (en) | 1999-11-18 |
BR9910358A (pt) | 2001-01-23 |
EP1077952A4 (de) | 2001-08-22 |
JP4347523B2 (ja) | 2009-10-21 |
AU754155B2 (en) | 2002-11-07 |
US6036891A (en) | 2000-03-14 |
EP1077952B1 (de) | 2003-11-12 |
JP2002514662A (ja) | 2002-05-21 |
DE69912766D1 (de) | 2003-12-18 |
KR20010071228A (ko) | 2001-07-28 |
CN1300283A (zh) | 2001-06-20 |
CN1186330C (zh) | 2005-01-26 |
NZ507496A (en) | 2002-09-27 |
AU3973199A (en) | 1999-11-29 |
ATE254113T1 (de) | 2003-11-15 |
CA2328912A1 (en) | 1999-11-18 |
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