KR20000022235A - 모폴로지가 조절된 양친매성 세그먼트 공중합체 및 이로부터제조된 콘택트 렌즈를 포함하는 안과장치 - Google Patents
모폴로지가 조절된 양친매성 세그먼트 공중합체 및 이로부터제조된 콘택트 렌즈를 포함하는 안과장치Info
- Publication number
- KR20000022235A KR20000022235A KR1019980710655A KR19980710655A KR20000022235A KR 20000022235 A KR20000022235 A KR 20000022235A KR 1019980710655 A KR1019980710655 A KR 1019980710655A KR 19980710655 A KR19980710655 A KR 19980710655A KR 20000022235 A KR20000022235 A KR 20000022235A
- Authority
- KR
- South Korea
- Prior art keywords
- segment
- copolymer
- formula
- lens
- alkyl
- 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.)
- Withdrawn
Links
- 229920001577 copolymer Polymers 0.000 title claims abstract description 121
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 79
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 78
- 239000001301 oxygen Substances 0.000 claims abstract description 78
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 78
- 230000035699 permeability Effects 0.000 claims abstract description 44
- 238000000034 method Methods 0.000 claims abstract description 29
- 238000000465 moulding Methods 0.000 claims abstract description 24
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 24
- 229920000642 polymer Polymers 0.000 claims description 85
- -1 polysiloxane Polymers 0.000 claims description 62
- 239000000178 monomer Substances 0.000 claims description 55
- 125000000217 alkyl group Chemical group 0.000 claims description 52
- 125000004432 carbon atom Chemical group C* 0.000 claims description 41
- 230000002209 hydrophobic effect Effects 0.000 claims description 33
- 239000007943 implant Substances 0.000 claims description 29
- 125000003342 alkenyl group Chemical group 0.000 claims description 24
- 239000003999 initiator Substances 0.000 claims description 20
- 210000004087 cornea Anatomy 0.000 claims description 16
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims description 15
- 229920001296 polysiloxane Polymers 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 14
- 229910052736 halogen Inorganic materials 0.000 claims description 14
- 150000002367 halogens Chemical class 0.000 claims description 14
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 14
- 239000001257 hydrogen Substances 0.000 claims description 13
- 229910052739 hydrogen Inorganic materials 0.000 claims description 13
- RBQRWNWVPQDTJJ-UHFFFAOYSA-N methacryloyloxyethyl isocyanate Chemical compound CC(=C)C(=O)OCCN=C=O RBQRWNWVPQDTJJ-UHFFFAOYSA-N 0.000 claims description 13
- 229920002554 vinyl polymer Polymers 0.000 claims description 13
- GUXJXWKCUUWCLX-UHFFFAOYSA-N 2-methyl-2-oxazoline Chemical compound CC1=NCCO1 GUXJXWKCUUWCLX-UHFFFAOYSA-N 0.000 claims description 12
- 238000004519 manufacturing process Methods 0.000 claims description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 11
- 239000005062 Polybutadiene Substances 0.000 claims description 11
- 125000002947 alkylene group Chemical group 0.000 claims description 11
- 229920002857 polybutadiene Polymers 0.000 claims description 11
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical group CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 10
- 239000004971 Cross linker Substances 0.000 claims description 9
- 150000002148 esters Chemical class 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 125000002091 cationic group Chemical group 0.000 claims description 8
- 238000000576 coating method Methods 0.000 claims description 8
- 239000003431 cross linking reagent Substances 0.000 claims description 8
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 8
- 125000002348 vinylic group Chemical group 0.000 claims description 8
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 7
- 150000004292 cyclic ethers Chemical class 0.000 claims description 7
- 239000007789 gas Substances 0.000 claims description 7
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims description 7
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 claims description 6
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 6
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 claims description 6
- 229920000570 polyether Polymers 0.000 claims description 6
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 5
- 239000011248 coating agent Substances 0.000 claims description 5
- 238000010559 graft polymerization reaction Methods 0.000 claims description 5
- 125000002768 hydroxyalkyl group Chemical group 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
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 5
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical group COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 4
- 150000003926 acrylamides Chemical class 0.000 claims description 4
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 4
- 125000000732 arylene group Chemical group 0.000 claims description 4
- 238000004581 coalescence Methods 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 229920002492 poly(sulfone) Polymers 0.000 claims description 4
- 229920001195 polyisoprene Polymers 0.000 claims description 4
- 125000005415 substituted alkoxy group Chemical group 0.000 claims description 4
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 claims description 3
- QNRMTGGDHLBXQZ-UHFFFAOYSA-N buta-1,2-diene Chemical compound CC=C=C QNRMTGGDHLBXQZ-UHFFFAOYSA-N 0.000 claims description 3
- 230000008569 process Effects 0.000 claims description 3
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 claims description 2
- GXZPMXGRNUXGHN-UHFFFAOYSA-N 1-ethenoxy-2-methoxyethane Chemical compound COCCOC=C GXZPMXGRNUXGHN-UHFFFAOYSA-N 0.000 claims description 2
- BVTJGGGYKAMDBN-UHFFFAOYSA-N Dioxetane Chemical compound C1COO1 BVTJGGGYKAMDBN-UHFFFAOYSA-N 0.000 claims description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 2
- 125000005103 alkyl silyl group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 125000005087 alkynylcarbonyl group Chemical group 0.000 claims description 2
- 125000005018 aryl alkenyl group Chemical group 0.000 claims description 2
- 125000003180 beta-lactone group Chemical group 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000004966 cyanoalkyl group Chemical group 0.000 claims description 2
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 claims description 2
- 125000001153 fluoro group Chemical group F* 0.000 claims description 2
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 2
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical group COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 claims description 2
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 2
- 125000004665 trialkylsilyl group Chemical group 0.000 claims description 2
- 150000003952 β-lactams Chemical class 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims 3
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 claims 1
- ADTJCNMCEVKJQM-UHFFFAOYSA-N 2-(2-ethoxyethoxymethyl)oxirane Chemical compound CCOCCOCC1CO1 ADTJCNMCEVKJQM-UHFFFAOYSA-N 0.000 claims 1
- PAWVJRPRVYDHLQ-UHFFFAOYSA-N 2-(4,5-dihydro-1,3-oxazol-2-yl)ethanol Chemical compound OCCC1=NCCO1 PAWVJRPRVYDHLQ-UHFFFAOYSA-N 0.000 claims 1
- JJRUAPNVLBABCN-UHFFFAOYSA-N 2-(ethenoxymethyl)oxirane Chemical compound C=COCC1CO1 JJRUAPNVLBABCN-UHFFFAOYSA-N 0.000 claims 1
- LKMJVFRMDSNFRT-UHFFFAOYSA-N 2-(methoxymethyl)oxirane Chemical group COCC1CO1 LKMJVFRMDSNFRT-UHFFFAOYSA-N 0.000 claims 1
- APZBIEHZUCEYNW-UHFFFAOYSA-N 4,5-dihydro-1,3-oxazol-2-ylmethanol Chemical compound OCC1=NCCO1 APZBIEHZUCEYNW-UHFFFAOYSA-N 0.000 claims 1
- 239000007983 Tris buffer Substances 0.000 claims 1
- 125000003566 oxetanyl group Chemical group 0.000 claims 1
- 238000004132 cross linking Methods 0.000 abstract description 14
- 230000007774 longterm Effects 0.000 abstract description 5
- 239000000047 product Substances 0.000 description 84
- 239000000203 mixture Substances 0.000 description 56
- 239000000243 solution Substances 0.000 description 56
- 239000000463 material Substances 0.000 description 55
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 51
- 150000002500 ions Chemical class 0.000 description 42
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 33
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 33
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 27
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 27
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 24
- 239000002904 solvent Substances 0.000 description 23
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 20
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 20
- 230000010220 ion permeability Effects 0.000 description 20
- 229920001400 block copolymer Polymers 0.000 description 19
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 238000009792 diffusion process Methods 0.000 description 16
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 15
- 230000003287 optical effect Effects 0.000 description 15
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 14
- WJKHJLXJJJATHN-UHFFFAOYSA-N triflic anhydride Chemical compound FC(F)(F)S(=O)(=O)OS(=O)(=O)C(F)(F)F WJKHJLXJJJATHN-UHFFFAOYSA-N 0.000 description 14
- 238000009472 formulation Methods 0.000 description 13
- 238000002360 preparation method Methods 0.000 description 13
- 210000001519 tissue Anatomy 0.000 description 13
- 238000004448 titration Methods 0.000 description 13
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 12
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 12
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 12
- 239000010408 film Substances 0.000 description 12
- 230000004907 flux Effects 0.000 description 12
- 239000011521 glass Substances 0.000 description 12
- 239000003921 oil Substances 0.000 description 12
- 235000019198 oils Nutrition 0.000 description 12
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 12
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 11
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 11
- 239000012975 dibutyltin dilaurate Substances 0.000 description 11
- 239000004205 dimethyl polysiloxane Substances 0.000 description 11
- 150000003254 radicals Chemical class 0.000 description 11
- 210000004027 cell Anatomy 0.000 description 10
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 10
- 238000005160 1H NMR spectroscopy Methods 0.000 description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 9
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 9
- 238000005259 measurement Methods 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
- 238000010521 absorption reaction Methods 0.000 description 8
- 230000005540 biological transmission Effects 0.000 description 8
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 8
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 8
- 239000012530 fluid Substances 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 7
- 238000007334 copolymerization reaction Methods 0.000 description 7
- 238000012937 correction Methods 0.000 description 7
- 229920006037 cross link polymer Polymers 0.000 description 7
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 238000012546 transfer Methods 0.000 description 7
- OISVCGZHLKNMSJ-UHFFFAOYSA-N 2,6-dimethylpyridine Chemical compound CC1=CC=CC(C)=N1 OISVCGZHLKNMSJ-UHFFFAOYSA-N 0.000 description 6
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- 229910052786 argon Inorganic materials 0.000 description 6
- 125000000524 functional group Chemical group 0.000 description 6
- 230000033001 locomotion Effects 0.000 description 6
- 239000012528 membrane Substances 0.000 description 6
- 239000002808 molecular sieve Substances 0.000 description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
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- 102000004169 proteins and genes Human genes 0.000 description 6
- 108090000623 proteins and genes Proteins 0.000 description 6
- 238000010992 reflux Methods 0.000 description 6
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 239000000725 suspension Substances 0.000 description 6
- 230000008961 swelling Effects 0.000 description 6
- 229920000428 triblock copolymer Polymers 0.000 description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- 229940044192 2-hydroxyethyl methacrylate Drugs 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 150000002009 diols Chemical class 0.000 description 5
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- 239000012299 nitrogen atmosphere Substances 0.000 description 5
- 239000010702 perfluoropolyether Substances 0.000 description 5
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- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 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 description 4
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 4
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- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 4
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- 150000001993 dienes Chemical class 0.000 description 4
- 239000012632 extractable Substances 0.000 description 4
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- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 4
- 229920000765 poly(2-oxazolines) Polymers 0.000 description 4
- 230000000379 polymerizing effect Effects 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 description 4
- 239000010409 thin film Substances 0.000 description 4
- 125000002827 triflate group Chemical group FC(S(=O)(=O)O*)(F)F 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 125000005250 alkyl acrylate group Chemical group 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 230000010261 cell growth Effects 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 238000007872 degassing Methods 0.000 description 3
- 239000008367 deionised water Substances 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 150000002170 ethers Chemical class 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 3
- 238000007306 functionalization reaction Methods 0.000 description 3
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- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
- G02B1/041—Lenses
- G02B1/043—Contact lenses
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
-
- 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
- Y10S525/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S525/937—Utility as body contact e.g. implant, contact lens or I.U.D.
Landscapes
- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Eyeglasses (AREA)
- Silicon Polymers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Polyethers (AREA)
- Graft Or Block Polymers (AREA)
- Polyurethanes Or Polyureas (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Prostheses (AREA)
- Materials For Medical Uses (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US8/671,278 | 1996-06-27 | ||
| US08/671,278 US5807944A (en) | 1996-06-27 | 1996-06-27 | Amphiphilic, segmented copolymer of controlled morphology and ophthalmic devices including contact lenses made therefrom |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20000022235A true KR20000022235A (ko) | 2000-04-25 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019980710655A Withdrawn KR20000022235A (ko) | 1996-06-27 | 1997-06-19 | 모폴로지가 조절된 양친매성 세그먼트 공중합체 및 이로부터제조된 콘택트 렌즈를 포함하는 안과장치 |
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| EP (1) | EP0907668B1 (enExample) |
| JP (1) | JP4191800B2 (enExample) |
| KR (1) | KR20000022235A (enExample) |
| AR (1) | AR007478A1 (enExample) |
| AT (1) | ATE205861T1 (enExample) |
| AU (1) | AU718813B2 (enExample) |
| BR (1) | BR9710001A (enExample) |
| CA (1) | CA2256749A1 (enExample) |
| CZ (1) | CZ427098A3 (enExample) |
| DE (1) | DE69706852T2 (enExample) |
| ES (1) | ES2167752T3 (enExample) |
| HU (1) | HUP9902276A3 (enExample) |
| ID (1) | ID19404A (enExample) |
| IL (1) | IL127300A0 (enExample) |
| NO (1) | NO985637D0 (enExample) |
| NZ (1) | NZ332982A (enExample) |
| PL (1) | PL330549A1 (enExample) |
| TW (1) | TW419487B (enExample) |
| WO (1) | WO1997049740A1 (enExample) |
| ZA (1) | ZA975674B (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU717979B2 (en) * | 1996-03-27 | 2000-04-06 | Biocure, Inc. | Process for manufacture of a porous polymer from a mixture |
| US6200589B1 (en) * | 1996-09-13 | 2001-03-13 | The University Of Akron | Biological implants of semipermeable amphiphilic membranes |
| PE65999A1 (es) * | 1997-09-02 | 1999-07-27 | Novartis Ag | Proceso para la fabricacion de un articulo moldeado |
| US6943203B2 (en) | 1998-03-02 | 2005-09-13 | Johnson & Johnson Vision Care, Inc. | Soft contact lenses |
| US6849671B2 (en) | 1998-03-02 | 2005-02-01 | Johnson & Johnson Vision Care, Inc. | Contact lenses |
| US20030040790A1 (en) | 1998-04-15 | 2003-02-27 | Furst Joseph G. | Stent coating |
| US20020099438A1 (en) | 1998-04-15 | 2002-07-25 | Furst Joseph G. | Irradiated stent coating |
| US7967855B2 (en) | 1998-07-27 | 2011-06-28 | Icon Interventional Systems, Inc. | Coated medical device |
| US8070796B2 (en) | 1998-07-27 | 2011-12-06 | Icon Interventional Systems, Inc. | Thrombosis inhibiting graft |
| US6039913A (en) * | 1998-08-27 | 2000-03-21 | Novartis Ag | Process for the manufacture of an ophthalmic molding |
| AR024237A1 (es) * | 1998-12-21 | 2002-09-25 | Novartis Ag | Copolimeros en bloque anfifilicos, procedimiento y precursores para su preparacion, y articulo moldeado obtenible a partir de los mismos |
| US6444776B1 (en) * | 1998-12-21 | 2002-09-03 | Novartis Ag | Organic polymers |
| DE60014611T2 (de) * | 1999-03-30 | 2006-02-23 | Novartis Ag | Organische verbindungen |
| DE19943427A1 (de) * | 1999-09-08 | 2001-03-15 | Beiersdorf Ag | Haarkosmetische Zubereitungen auf der Grundlage von siliconmodifizierten sulfonierten Kammpolymeren und Pflegewirkstoffen |
| JP2001163933A (ja) | 1999-10-27 | 2001-06-19 | Novartis Ag | 材料表面を改質する方法 |
| EP1095965B1 (en) * | 1999-10-27 | 2005-02-09 | Novartis AG | Process for the modification of a material surface |
| US6365171B1 (en) | 1999-11-04 | 2002-04-02 | The University Of Akron | Amphiphilic networks, implantable immunoisolatory devices and methods of preparation |
| US6916488B1 (en) | 1999-11-05 | 2005-07-12 | Biocure, Inc. | Amphiphilic polymeric vesicles |
| ATE427743T1 (de) | 1999-11-15 | 2009-04-15 | Biocure Inc | Auf aussere bedingungen ansprechende polymere hohle partikel |
| US6649722B2 (en) * | 1999-12-10 | 2003-11-18 | Novartis Ag | Contact lens |
| AU753853B2 (en) | 1999-12-14 | 2002-10-31 | Teikoku Seiyaku Co., Ltd | Drugs for relieving hemicrania |
| WO2001044861A1 (en) * | 1999-12-16 | 2001-06-21 | Asahikasei Aime Co., Ltd. | Soft contact lens capable of being worn for a long period |
| JP2001201723A (ja) * | 2000-01-18 | 2001-07-27 | Asahi Kasei Aimii Kk | 連続装用ソフトコンタクトレンズ |
| US7521519B1 (en) | 2000-03-14 | 2009-04-21 | Novartis Ag | Organic compounds |
| WO2001088025A1 (en) * | 2000-05-16 | 2001-11-22 | Biocure, Inc. | Membranes formed from amphiphilic copolymers |
| US6861123B2 (en) * | 2000-12-01 | 2005-03-01 | Johnson & Johnson Vision Care, Inc. | Silicone hydrogel contact lens |
| US20040151755A1 (en) * | 2000-12-21 | 2004-08-05 | Osman Rathore | Antimicrobial lenses displaying extended efficacy, processes to prepare them and methods of their use |
| US6749721B2 (en) | 2000-12-22 | 2004-06-15 | Kimberly-Clark Worldwide, Inc. | Process for incorporating poorly substantive paper modifying agents into a paper sheet via wet end addition |
| EP1227120B1 (en) | 2001-01-24 | 2013-12-25 | Novartis AG | Process for modifying a surface |
| US20020133889A1 (en) * | 2001-02-23 | 2002-09-26 | Molock Frank F. | Colorants for use in tinted contact lenses and methods for their production |
| DE10115106A1 (de) * | 2001-03-27 | 2002-10-10 | Bayer Ag | Blockcopolymerisat auf Basis von konjugierten Diolefinen und polaren Monomeren |
| US6528584B2 (en) | 2001-04-12 | 2003-03-04 | The University Of Akron | Multi-component polymeric networks containing poly(ethylene glycol) |
| JP4152193B2 (ja) * | 2001-04-27 | 2008-09-17 | アイセンス・アクチエンゲゼルシャフト | 血中グルコース濃度計測装置 |
| US8740973B2 (en) | 2001-10-26 | 2014-06-03 | Icon Medical Corp. | Polymer biodegradable medical device |
| US20050258408A1 (en) * | 2001-12-20 | 2005-11-24 | Molock Frank F | Photochromic contact lenses and methods for their production |
| US8016881B2 (en) * | 2002-07-31 | 2011-09-13 | Icon Interventional Systems, Inc. | Sutures and surgical staples for anastamoses, wound closures, and surgical closures |
| US20040150788A1 (en) | 2002-11-22 | 2004-08-05 | Ann-Margret Andersson | Antimicrobial lenses, processes to prepare them and methods of their use |
| AU2003298626A1 (en) * | 2002-11-12 | 2004-06-03 | The Polymer Technology Group Incorporated | Control of polymer surface molecular architecture via amphipathic endgroups |
| US6916402B2 (en) | 2002-12-23 | 2005-07-12 | Kimberly-Clark Worldwide, Inc. | Process for bonding chemical additives on to substrates containing cellulosic materials and products thereof |
| JP3799025B2 (ja) * | 2003-03-18 | 2006-07-19 | Ｔｄｋ株式会社 | 光情報媒体の評価方法 |
| CA2430185A1 (en) * | 2003-05-28 | 2004-11-28 | Heather D. Sheardown | Ophthalmic biomaterials and preparation thereof |
| DE10343794A1 (de) * | 2003-09-22 | 2005-04-14 | Universität Freiburg | Aktivierung und Stabilisierung empfindlicher Katalysatoren in amphiphilen Netzwerken |
| US20050070661A1 (en) * | 2003-09-30 | 2005-03-31 | Frank Molock | Methods of preparing ophthalmic devices |
| US7416737B2 (en) * | 2003-11-18 | 2008-08-26 | Johnson & Johnson Vision Care, Inc. | Antimicrobial lenses, processes to prepare them and methods of their use |
| US20050273146A1 (en) * | 2003-12-24 | 2005-12-08 | Synecor, Llc | Liquid perfluoropolymers and medical applications incorporating same |
| US20050271794A1 (en) * | 2003-12-24 | 2005-12-08 | Synecor, Llc | Liquid perfluoropolymers and medical and cosmetic applications incorporating same |
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| HUP9902276A2 (hu) | 1999-10-28 |
| IL127300A0 (en) | 1999-09-22 |
| NO985637L (no) | 1998-12-03 |
| PL330549A1 (en) | 1999-05-24 |
| ATE205861T1 (de) | 2001-10-15 |
| JP2000512677A (ja) | 2000-09-26 |
| ES2167752T3 (es) | 2002-05-16 |
| TW419487B (en) | 2001-01-21 |
| DE69706852T2 (de) | 2002-04-11 |
| EP0907668A1 (en) | 1999-04-14 |
| DE69706852D1 (de) | 2001-10-25 |
| ID19404A (id) | 1998-07-09 |
| AR007478A1 (es) | 1999-10-27 |
| NZ332982A (en) | 2000-04-28 |
| EP0907668B1 (en) | 2001-09-19 |
| US5807944A (en) | 1998-09-15 |
| BR9710001A (pt) | 1999-08-10 |
| HUP9902276A3 (en) | 1999-11-29 |
| NO985637D0 (no) | 1998-12-03 |
| AU718813B2 (en) | 2000-04-20 |
| CZ427098A3 (cs) | 1999-03-17 |
| ZA975674B (en) | 1997-12-29 |
| WO1997049740A1 (en) | 1997-12-31 |
| JP4191800B2 (ja) | 2008-12-03 |
| AU3261397A (en) | 1998-01-14 |
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