JPH11502894A - ポリシロキサン−含有ペルフルオロアルキルエーテル、並びにその製法及び用途 - Google Patents
ポリシロキサン−含有ペルフルオロアルキルエーテル、並びにその製法及び用途Info
- Publication number
- JPH11502894A JPH11502894A JP52992596A JP52992596A JPH11502894A JP H11502894 A JPH11502894 A JP H11502894A JP 52992596 A JP52992596 A JP 52992596A JP 52992596 A JP52992596 A JP 52992596A JP H11502894 A JPH11502894 A JP H11502894A
- Authority
- JP
- Japan
- Prior art keywords
- independently
- macromer
- carbon atoms
- segment
- alkylene
- 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
- -1 Polysiloxane Polymers 0.000 title abstract description 44
- 238000002360 preparation method Methods 0.000 title description 8
- 229920001296 polysiloxane Polymers 0.000 title description 4
- 229920000642 polymer Polymers 0.000 claims abstract description 108
- 239000007943 implant Substances 0.000 claims abstract description 32
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 29
- 125000004432 carbon atom Chemical group C* 0.000 claims description 117
- 125000002947 alkylene group Chemical group 0.000 claims description 99
- 125000000217 alkyl group Chemical group 0.000 claims description 57
- 239000000203 mixture Substances 0.000 claims description 46
- 239000012634 fragment Substances 0.000 claims description 40
- 239000000178 monomer Substances 0.000 claims description 40
- 229920006395 saturated elastomer Polymers 0.000 claims description 31
- 125000003342 alkenyl group Chemical group 0.000 claims description 30
- 125000000732 arylene group Chemical group 0.000 claims description 30
- 125000002723 alicyclic group Chemical group 0.000 claims description 28
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 26
- 150000001875 compounds Chemical class 0.000 claims description 23
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 22
- 230000002209 hydrophobic effect Effects 0.000 claims description 20
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 17
- 230000003287 optical effect Effects 0.000 claims description 17
- 239000001301 oxygen Substances 0.000 claims description 17
- 229910052760 oxygen Inorganic materials 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 238000006243 chemical reaction Methods 0.000 claims description 14
- 239000007789 gas Substances 0.000 claims description 14
- 238000004519 manufacturing process Methods 0.000 claims description 14
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 14
- 229910052786 argon Inorganic materials 0.000 claims description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 11
- 229910052757 nitrogen Inorganic materials 0.000 claims description 11
- 238000000576 coating method Methods 0.000 claims description 9
- 239000012530 fluid Substances 0.000 claims description 9
- 210000004087 cornea Anatomy 0.000 claims description 8
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 7
- 229920006037 cross link polymer Polymers 0.000 claims description 7
- 238000009832 plasma treatment Methods 0.000 claims description 7
- 229920002554 vinyl polymer Polymers 0.000 claims description 7
- 239000011248 coating agent Substances 0.000 claims description 6
- 125000000524 functional group Chemical group 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 239000011148 porous material Substances 0.000 claims description 6
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 230000010261 cell growth Effects 0.000 claims description 5
- 125000005442 diisocyanate group Chemical group 0.000 claims description 5
- 239000000758 substrate Substances 0.000 claims description 5
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 4
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 4
- 125000005024 alkenyl aryl group Chemical group 0.000 claims description 4
- 230000021164 cell adhesion Effects 0.000 claims description 4
- 239000007806 chemical reaction intermediate Substances 0.000 claims description 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 4
- 150000002170 ethers Chemical class 0.000 claims description 4
- 230000001588 bifunctional effect Effects 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 claims description 3
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 125000001424 substituent group Chemical group 0.000 claims description 3
- 125000004966 cyanoalkyl group Chemical group 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical group 0.000 claims description 2
- DQCSJGUXTUJMAA-UHFFFAOYSA-N n,n-dimethylmethanamine;2-hydroxypropyl 2-methylprop-2-enoate;hydrochloride Chemical compound Cl.CN(C)C.CC(O)COC(=O)C(C)=C DQCSJGUXTUJMAA-UHFFFAOYSA-N 0.000 claims description 2
- 150000002894 organic compounds Chemical class 0.000 claims description 2
- 230000000007 visual effect Effects 0.000 claims description 2
- 241000124008 Mammalia Species 0.000 claims 1
- 230000012010 growth Effects 0.000 claims 1
- 230000009599 head growth Effects 0.000 claims 1
- 239000004615 ingredient Substances 0.000 claims 1
- 150000002678 macrocyclic compounds Chemical class 0.000 claims 1
- 239000011159 matrix material Substances 0.000 claims 1
- 230000001737 promoting effect Effects 0.000 claims 1
- 235000004252 protein component Nutrition 0.000 claims 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 28
- 125000002348 vinylic group Chemical group 0.000 abstract description 5
- 230000008569 process Effects 0.000 abstract description 2
- 239000000463 material Substances 0.000 description 24
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 23
- 239000000243 solution Substances 0.000 description 21
- IUVCFHHAEHNCFT-INIZCTEOSA-N 2-[(1s)-1-[4-amino-3-(3-fluoro-4-propan-2-yloxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]ethyl]-6-fluoro-3-(3-fluorophenyl)chromen-4-one Chemical compound C1=C(F)C(OC(C)C)=CC=C1C(C1=C(N)N=CN=C11)=NN1[C@@H](C)C1=C(C=2C=C(F)C=CC=2)C(=O)C2=CC(F)=CC=C2O1 IUVCFHHAEHNCFT-INIZCTEOSA-N 0.000 description 19
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- WHNPOQXWAMXPTA-UHFFFAOYSA-N 3-methylbut-2-enamide Chemical compound CC(C)=CC(N)=O WHNPOQXWAMXPTA-UHFFFAOYSA-N 0.000 description 14
- 150000003254 radicals Chemical class 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- 210000001519 tissue Anatomy 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 9
- 238000005259 measurement Methods 0.000 description 9
- 230000035699 permeability Effects 0.000 description 8
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 7
- 238000005497 microtitration Methods 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- 210000004027 cell Anatomy 0.000 description 6
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 6
- 239000012528 membrane Substances 0.000 description 6
- 102000004169 proteins and genes Human genes 0.000 description 6
- 108090000623 proteins and genes Proteins 0.000 description 6
- 239000005058 Isophorone diisocyanate Substances 0.000 description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 5
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 5
- RBQRWNWVPQDTJJ-UHFFFAOYSA-N methacryloyloxyethyl isocyanate Chemical compound CC(=C)C(=O)OCCN=C=O RBQRWNWVPQDTJJ-UHFFFAOYSA-N 0.000 description 5
- 238000000465 moulding Methods 0.000 description 5
- 238000004448 titration Methods 0.000 description 5
- 238000012546 transfer Methods 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 4
- 150000001335 aliphatic alkanes Chemical class 0.000 description 4
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- 238000001514 detection method Methods 0.000 description 4
- 239000012975 dibutyltin dilaurate Substances 0.000 description 4
- LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 description 4
- 239000012948 isocyanate Substances 0.000 description 4
- 150000002513 isocyanates Chemical class 0.000 description 4
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 4
- 239000010702 perfluoropolyether Substances 0.000 description 4
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 4
- 239000002953 phosphate buffered saline Substances 0.000 description 4
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 description 3
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 3
- 125000005641 methacryl group Chemical group 0.000 description 3
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
- 238000004381 surface treatment Methods 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- ATOUXIOKEJWULN-UHFFFAOYSA-N 1,6-diisocyanato-2,2,4-trimethylhexane Chemical compound O=C=NCCC(C)CC(C)(C)CN=C=O ATOUXIOKEJWULN-UHFFFAOYSA-N 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 2
- IMDPTYFNMLYSLH-UHFFFAOYSA-N 3-silylpropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC[SiH3] IMDPTYFNMLYSLH-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 101800003838 Epidermal growth factor Proteins 0.000 description 2
- 102400001368 Epidermal growth factor Human genes 0.000 description 2
- 108010067306 Fibronectins Proteins 0.000 description 2
- 102000016359 Fibronectins Human genes 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical group NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical group OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000004809 Teflon Substances 0.000 description 2
- 229920006362 Teflon® Polymers 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000005250 alkyl acrylate group Chemical group 0.000 description 2
- 239000000010 aprotic solvent Substances 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 239000012267 brine Substances 0.000 description 2
- 238000004113 cell culture Methods 0.000 description 2
- 238000012937 correction Methods 0.000 description 2
- 238000003869 coulometry Methods 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 125000004956 cyclohexylene group Chemical group 0.000 description 2
- 238000007872 degassing Methods 0.000 description 2
- 230000008021 deposition Effects 0.000 description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N dichloromethane Natural products ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 229940116977 epidermal growth factor Drugs 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 238000005755 formation reaction Methods 0.000 description 2
- 229940088597 hormone Drugs 0.000 description 2
- 239000005556 hormone Substances 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 235000015097 nutrients Nutrition 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 2
- 210000001747 pupil Anatomy 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical group OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 2
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 230000004083 survival effect Effects 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- VBEQCZHXXJYVRD-GACYYNSASA-N uroanthelone Chemical compound C([C@@H](C(=O)N[C@H](C(=O)N[C@@H](CS)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CS)C(=O)N[C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)NCC(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CS)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O)C(C)C)[C@@H](C)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@@H](NC(=O)[C@H](CC=1NC=NC=1)NC(=O)[C@H](CCSC)NC(=O)[C@H](CS)NC(=O)[C@@H](NC(=O)CNC(=O)CNC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CS)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)CNC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@H]1N(CCC1)C(=O)[C@H](CS)NC(=O)CNC(=O)[C@H]1N(CCC1)C(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@@H](N)CC(N)=O)C(C)C)[C@@H](C)CC)C1=CC=C(O)C=C1 VBEQCZHXXJYVRD-GACYYNSASA-N 0.000 description 2
- 229920001567 vinyl ester resin Polymers 0.000 description 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- FMQPBWHSNCRVQJ-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-yl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C(F)(F)F)C(F)(F)F FMQPBWHSNCRVQJ-UHFFFAOYSA-N 0.000 description 1
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
- LCPUCXXYIYXLJY-UHFFFAOYSA-N 1,1,2,4,4,4-hexafluorobutyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(F)(F)C(F)CC(F)(F)F LCPUCXXYIYXLJY-UHFFFAOYSA-N 0.000 description 1
- WVAFEFUPWRPQSY-UHFFFAOYSA-N 1,2,3-tris(ethenyl)benzene Chemical compound C=CC1=CC=CC(C=C)=C1C=C WVAFEFUPWRPQSY-UHFFFAOYSA-N 0.000 description 1
- IKYNWXNXXHWHLL-UHFFFAOYSA-N 1,3-diisocyanatopropane Chemical compound O=C=NCCCN=C=O IKYNWXNXXHWHLL-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- OHLKMGYGBHFODF-UHFFFAOYSA-N 1,4-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=C(CN=C=O)C=C1 OHLKMGYGBHFODF-UHFFFAOYSA-N 0.000 description 1
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
- DZSVIVLGBJKQAP-UHFFFAOYSA-N 1-(2-methyl-5-propan-2-ylcyclohex-2-en-1-yl)propan-1-one Chemical compound CCC(=O)C1CC(C(C)C)CC=C1C DZSVIVLGBJKQAP-UHFFFAOYSA-N 0.000 description 1
- PZARAPKMXMSFDF-UHFFFAOYSA-N 1-ethenyl-2H-pyrrol-2-ide Chemical compound C(=C)N1[C-]=CC=C1 PZARAPKMXMSFDF-UHFFFAOYSA-N 0.000 description 1
- CTXUTPWZJZHRJC-UHFFFAOYSA-N 1-ethenylpyrrole Chemical compound C=CN1C=CC=C1 CTXUTPWZJZHRJC-UHFFFAOYSA-N 0.000 description 1
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- QTKPMCIBUROOGY-UHFFFAOYSA-N 2,2,2-trifluoroethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(F)F QTKPMCIBUROOGY-UHFFFAOYSA-N 0.000 description 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 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- BQBSIHIZDSHADD-UHFFFAOYSA-N 2-ethenyl-4,5-dihydro-1,3-oxazole Chemical compound C=CC1=NCCO1 BQBSIHIZDSHADD-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
- BQZJOQXSCSZQPS-UHFFFAOYSA-N 2-methoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OC)C(=O)C1=CC=CC=C1 BQZJOQXSCSZQPS-UHFFFAOYSA-N 0.000 description 1
- RIWRBSMFKVOJMN-UHFFFAOYSA-N 2-methyl-1-phenylpropan-2-ol Chemical compound CC(C)(O)CC1=CC=CC=C1 RIWRBSMFKVOJMN-UHFFFAOYSA-N 0.000 description 1
- MUZDXNQOSGWMJJ-UHFFFAOYSA-N 2-methylprop-2-enoic acid;prop-2-enoic acid Chemical compound OC(=O)C=C.CC(=C)C(O)=O MUZDXNQOSGWMJJ-UHFFFAOYSA-N 0.000 description 1
- PBVZQAXFSQKDKK-UHFFFAOYSA-N 3-Methoxy-3-oxopropanoic acid Chemical group COC(=O)CC(O)=O PBVZQAXFSQKDKK-UHFFFAOYSA-N 0.000 description 1
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 description 1
- BESKSSIEODQWBP-UHFFFAOYSA-N 3-tris(trimethylsilyloxy)silylpropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC[Si](O[Si](C)(C)C)(O[Si](C)(C)C)O[Si](C)(C)C BESKSSIEODQWBP-UHFFFAOYSA-N 0.000 description 1
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 description 1
- SQDAZGGFXASXDW-UHFFFAOYSA-N 5-bromo-2-(trifluoromethoxy)pyridine Chemical compound FC(F)(F)OC1=CC=C(Br)C=N1 SQDAZGGFXASXDW-UHFFFAOYSA-N 0.000 description 1
- 206010027654 Allergic conditions Diseases 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- JMGZEFIQIZZSBH-UHFFFAOYSA-N Bioquercetin Natural products CC1OC(OCC(O)C2OC(OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5)C(O)C2O)C(O)C(O)C1O JMGZEFIQIZZSBH-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 229920001287 Chondroitin sulfate Polymers 0.000 description 1
- 208000030275 Chondronectin Diseases 0.000 description 1
- 102100026735 Coagulation factor VIII Human genes 0.000 description 1
- 102000008186 Collagen Human genes 0.000 description 1
- 108010035532 Collagen Proteins 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 239000004641 Diallyl-phthalate Substances 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 101710145505 Fiber protein Proteins 0.000 description 1
- 102100037362 Fibronectin Human genes 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 239000004471 Glycine Chemical group 0.000 description 1
- 108090000288 Glycoproteins Proteins 0.000 description 1
- 102000003886 Glycoproteins Human genes 0.000 description 1
- 101000911390 Homo sapiens Coagulation factor VIII Proteins 0.000 description 1
- 101001027128 Homo sapiens Fibronectin Proteins 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical compound CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 1
- 229920001774 Perfluoroether Polymers 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 210000004102 animal cell Anatomy 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 210000004045 bowman membrane Anatomy 0.000 description 1
- 210000000481 breast Anatomy 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 150000003857 carboxamides Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 125000003636 chemical group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 229940059329 chondroitin sulfate Drugs 0.000 description 1
- 229920001436 collagen Polymers 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000002316 cosmetic surgery Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- 125000002993 cycloalkylene group Chemical group 0.000 description 1
- PFURGBBHAOXLIO-WDSKDSINSA-N cyclohexane-1,2-diol Chemical compound O[C@H]1CCCC[C@@H]1O PFURGBBHAOXLIO-WDSKDSINSA-N 0.000 description 1
- BGOOUJLQGODFDJ-UHFFFAOYSA-N cyclohexyl prop-2-enoate;prop-2-enoic acid Chemical compound OC(=O)C=C.C=CC(=O)OC1CCCCC1 BGOOUJLQGODFDJ-UHFFFAOYSA-N 0.000 description 1
- 125000003493 decenyl group Chemical group [H]C([*])=C([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- NFKGQHYUYGYHIS-UHFFFAOYSA-N dibutyl propanedioate Chemical class CCCCOC(=O)CC(=O)OCCCC NFKGQHYUYGYHIS-UHFFFAOYSA-N 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- VTIIJXUACCWYHX-UHFFFAOYSA-L disodium;carboxylatooxy carbonate Chemical compound [Na+].[Na+].[O-]C(=O)OOC([O-])=O VTIIJXUACCWYHX-UHFFFAOYSA-L 0.000 description 1
- AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical compound C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 description 1
- 238000012377 drug delivery Methods 0.000 description 1
- 230000003511 endothelial effect Effects 0.000 description 1
- 210000002919 epithelial cell Anatomy 0.000 description 1
- 210000000981 epithelium Anatomy 0.000 description 1
- IVTMALDHFAHOGL-UHFFFAOYSA-N eriodictyol 7-O-rutinoside Natural products OC1C(O)C(O)C(C)OC1OCC1C(O)C(O)C(O)C(OC=2C=C3C(C(C(O)=C(O3)C=3C=C(O)C(O)=CC=3)=O)=C(O)C=2)O1 IVTMALDHFAHOGL-UHFFFAOYSA-N 0.000 description 1
- 238000005530 etching Methods 0.000 description 1
- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 1
- BLZSRIYYOIZLJL-UHFFFAOYSA-N ethenyl pentanoate Chemical compound CCCCC(=O)OC=C BLZSRIYYOIZLJL-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- RBVLUTAXWVILBT-UHFFFAOYSA-N ethyl prop-2-eneperoxoate Chemical class CCOOC(=O)C=C RBVLUTAXWVILBT-UHFFFAOYSA-N 0.000 description 1
- 150000002171 ethylene diamines Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 210000002950 fibroblast Anatomy 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 239000003102 growth factor Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 210000003709 heart valve Anatomy 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 125000006038 hexenyl group Chemical group 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003707 hexyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 238000006897 homolysis reaction Methods 0.000 description 1
- 102000043667 human chondronectin Human genes 0.000 description 1
- 108700020610 human chondronectin Proteins 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 229940119545 isobornyl methacrylate Drugs 0.000 description 1
- HLJDOURGTRAFHE-UHFFFAOYSA-N isocyanic acid;3,5,5-trimethylcyclohex-2-en-1-one Chemical compound N=C=O.N=C=O.CC1=CC(=O)CC(C)(C)C1 HLJDOURGTRAFHE-UHFFFAOYSA-N 0.000 description 1
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 1
- 125000006838 isophorone group Chemical group 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 210000001821 langerhans cell Anatomy 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- HNEGQIOMVPPMNR-NSCUHMNNSA-N mesaconic acid Chemical compound OC(=O)C(/C)=C/C(O)=O HNEGQIOMVPPMNR-NSCUHMNNSA-N 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- HNEGQIOMVPPMNR-UHFFFAOYSA-N methylfumaric acid Natural products OC(=O)C(C)=CC(O)=O HNEGQIOMVPPMNR-UHFFFAOYSA-N 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 239000011859 microparticle Substances 0.000 description 1
- 210000001087 myotubule Anatomy 0.000 description 1
- OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000004957 naphthylene group Chemical group 0.000 description 1
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 description 1
- 125000004365 octenyl group Chemical group C(=CCCCCCC)* 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Chemical group OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229920002120 photoresistant polymer Polymers 0.000 description 1
- 239000003504 photosensitizing agent Substances 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- GVHVXOHQWYZWTC-UHFFFAOYSA-N propyl 2-methylprop-2-enoate;hydrochloride Chemical compound Cl.CCCOC(=O)C(C)=C GVHVXOHQWYZWTC-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- FDRQPMVGJOQVTL-UHFFFAOYSA-N quercetin rutinoside Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 FDRQPMVGJOQVTL-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000012925 reference material Substances 0.000 description 1
- 238000002407 reforming Methods 0.000 description 1
- 230000000241 respiratory effect Effects 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- IKGXIBQEEMLURG-BKUODXTLSA-N rutin Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@@H]1OC[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 IKGXIBQEEMLURG-BKUODXTLSA-N 0.000 description 1
- ALABRVAAKCSLSC-UHFFFAOYSA-N rutin Natural products CC1OC(OCC2OC(O)C(O)C(O)C2O)C(O)C(O)C1OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5 ALABRVAAKCSLSC-UHFFFAOYSA-N 0.000 description 1
- 235000005493 rutin Nutrition 0.000 description 1
- 229960004555 rutoside Drugs 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 description 1
- 125000005401 siloxanyl group Chemical group 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229940045872 sodium percarbonate Drugs 0.000 description 1
- MNCGMVDMOKPCSQ-UHFFFAOYSA-M sodium;2-phenylethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=CC1=CC=CC=C1 MNCGMVDMOKPCSQ-UHFFFAOYSA-M 0.000 description 1
- BWYYYTVSBPRQCN-UHFFFAOYSA-M sodium;ethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=C BWYYYTVSBPRQCN-UHFFFAOYSA-M 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 210000002536 stromal cell Anatomy 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 230000008467 tissue growth Effects 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- 125000005065 undecenyl group Chemical group C(=CCCCCCCCCC)* 0.000 description 1
- 210000005167 vascular cell Anatomy 0.000 description 1
- 210000005166 vasculature Anatomy 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
- B29D11/00—Producing optical elements, e.g. lenses or prisms
- B29D11/00009—Production of simple or compound lenses
- B29D11/00038—Production of contact lenses
- B29D11/00076—Production of contact lenses enabling passage of fluids, e.g. oxygen, tears, between the area under the lens and the lens exterior
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/14—Macromolecular materials
- A61L27/26—Mixtures of macromolecular compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/28—Materials for coating prostheses
- A61L27/34—Macromolecular materials
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D1/00—Processes for applying liquids or other fluent materials
- B05D1/62—Plasma-deposition of organic layers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C39/00—Shaping by casting, i.e. introducing the moulding material into a mould or between confining surfaces without significant moulding pressure; Apparatus therefor
- B29C39/22—Component parts, details or accessories; Auxiliary operations
- B29C39/42—Casting under special conditions, e.g. vacuum
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4833—Polyethers containing oxyethylene units
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5003—Polyethers having heteroatoms other than oxygen having halogens
- C08G18/5015—Polyethers having heteroatoms other than oxygen having halogens having fluorine atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/61—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/671—Unsaturated compounds having only one group containing active hydrogen
- C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/81—Unsaturated isocyanates or isothiocyanates
- C08G18/8108—Unsaturated isocyanates or isothiocyanates having only one isocyanate or isothiocyanate group
- C08G18/8116—Unsaturated isocyanates or isothiocyanates having only one isocyanate or isothiocyanate group esters of acrylic or alkylacrylic acid having only one isocyanate or isothiocyanate group
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/81—Unsaturated isocyanates or isothiocyanates
- C08G18/8141—Unsaturated isocyanates or isothiocyanates masked
- C08G18/815—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen
- C08G18/8158—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen with unsaturated compounds having only one group containing active hydrogen
- C08G18/8175—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen with unsaturated compounds having only one group containing active hydrogen with esters of acrylic or alkylacrylic acid having only one group containing active hydrogen
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C71/00—After-treatment of articles without altering their shape; Apparatus therefor
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29L—INDEXING SCHEME ASSOCIATED WITH SUBCLASS B29C, RELATING TO PARTICULAR ARTICLES
- B29L2011/00—Optical elements, e.g. lenses, prisms
- B29L2011/0016—Lenses
- B29L2011/0041—Contact lenses
-
- 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
- Y10S525/903—Interpenetrating network
-
- 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
- Y10S525/936—Encapsulated chemical agent
-
- 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.
-
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/3154—Of fluorinated addition polymer from unsaturated monomers
-
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/3154—Of fluorinated addition polymer from unsaturated monomers
- Y10T428/31544—Addition polymer is perhalogenated
-
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31652—Of asbestos
- Y10T428/31663—As siloxane, silicone or silane
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Dermatology (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Transplantation (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Optics & Photonics (AREA)
- General Physics & Mathematics (AREA)
- Ophthalmology & Optometry (AREA)
- Manufacturing & Machinery (AREA)
- Plasma & Fusion (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Silicon Polymers (AREA)
- Materials For Medical Uses (AREA)
- Prostheses (AREA)
Abstract
Description
Claims (1)
- 【特許請求の範囲】 1.式(I): P1-(Y)m-(L-X1)p-Q-(X1-L)p-(Y)m-P1 (I) (式中、 それぞれのP1は、互いに独立して、遊離基−重合性基であり; それぞれのYは、互いに独立して、−CONHCOO−、−CONHCONH −、−OCONHCO−、−NHCONHCO−、−NHCO−、−CONH− 、−NHCONH−、−COO−、−OCO−、−NHCOO−又は−OCON H−であり; m及びpは、互いに独立して、0又は1であり; それぞれのLは、互いに独立して、20個までの炭素原子を有する有機化合物 の2価基であり; それぞれのX1は、互いに独立して、−NHCO−、−CONH−、−NHC ONH−、−COO−、−OCO−、−NHCOO−又は−OCONH−であり ;そして Qは、セグメント類: (a)−(E)k−Z−CF2−(OCF2)x−(OCF2CF2)y−OCF2−Z−( E)k−(ここで、x+yは、10〜30の範囲の数であり;それぞれのZは、互 いに独立して、12個までの炭素原子を有する2価基又は結合であり;それぞれ のEは、互いに独立して、−(OCH2CH2)q−(ここで、qは、0〜2の値で ある)であり;そして結合:−Z−E−は、配列:−Z−(OCH2CH2)q−で あり;そしてkは、0又は1である)、 (b)下記式: (ここで、nは、5〜100の整数であり;Alkは、20個までの炭素原子を 有するアルキレンであり;基:R1、R2、R3及びR4の80〜100%は、互い に独立して、アルキルであり、そして基:R1、R2、R3及びR4の0〜20%は 、互いに独立して、アルケニル、アリール又はシアノアルキルである);及び (c)X2−R−X2(ここで、Rは、20個までの炭素原子を有する2価の有 機基であり、そしてそれぞれのX2は、互いに独立して、−NHCO−、−CO NH−、−NHCONH−、−COO−、−OCO−、−NHCOO−又は−O CONH−である)からなる2価のポリマー断片であるが、但しそれぞれのセグ メント(a)又は(b)は、それに結合するセグメント(c)を有し、そしてそ れぞれのセグメント(c)は、それに結合するセグメント(a)又は(b)を有 する)で示されるマクロマー。 2.ポリマー断片Qのセグメント(b)の数が、セグメント(a)の数に等しい か、又は好適には大きい、請求項1記載のマクロマー。 3.ポリマー断片Qのセグメント(a)とセグメント(b)の比が、好適には3 :4、2:3、1:2又は1:1である、請求項1記載のマクロマー。 4.ポリマー断片Qの平均分子量が、約1,000〜約20,000の範囲、好 適には約3,000〜約15,000、特に好適には約5,000〜約12,0 00の範囲である、請求項1記載のマクロマー。 5.ポリマー断片Qのセグメント(a)及び(b)の総数が、2〜約11 の範囲、好適には2〜約9の範囲、特に好適には2〜約7の範囲である、請求項 1記載のマクロマー。 6.最小のポリマー断片Qが、化学量論的平均において、1個のペルフルオロセ グメント(a)、1個のシロキサンセグメント(b)及び1個のセグメント(c )を含む、請求項1記載のマクロマー。 7.ポリマー断片Qが、化学量論的平均において、それぞれの末端においてシロ キサンセグメント(b)により停止されている、請求項1記載のマクロマー。 8.X1が、−NHCONH−、−NHCOO−又は−OCONH−、好適には −NHCOO−又は−OCONH−である、請求項1記載のマクロマー。 9.セグメント:X2−R−X2が、ジイソシアナートから誘導される基(ここで 、それぞれのX2は、互いに独立して、−NHCONH−、−NHCOO−又は −OCONH−、特に−NHCOO−又は−OCONH−である)である、請求 項1記載のマクロマー。 10.Zが、結合、低級アルキレン又は−CONH−アリーレン(ここで−CO −部分は、CF2基に結合している)である、請求項1記載のマクロマー。 11.Zが、低級アルキレンである、請求項1記載のマクロマー。 12.qが、0、1、1.5又は2である、請求項1記載のマクロマー。 13.qが、0又は1.5である、請求項1記載のマクロマー。 14.指標x+yが、10〜25の範囲、好適には10〜15である、請求項1 記載のマクロマー。 15.比:x:yが、0.5〜1.5の範囲、特に0.7〜1.1の範囲である 、請求項1記載のマクロマー。 16.遊離基−重合性基P1が、20個までの炭素原子を有する、アルケニル、 アルケニルアリール又はアルケニルアリーレンアルキルである、請求項1記載の マクロマー。 17.P1が、12個までの炭素原子を有する、アルケニル又はアルケニルアリ ール、好適には8個までの炭素原子を有するアルケニル、特に4個までの炭素原 子を有するアルケニルである、請求項1記載のマクロマー。 18.Yが、−COO−、−OCO−、−NHCONH−、−NHCOO−、− OCONH−、−NHCO−又は−CONH−、好適には−COO−、−OCO −、−NHCO−又は−CONH−、そして特に−COO−又は−OCO−であ る、請求項1記載のマクロマー。 19.指標m及びpが、同時に0ではない、請求項1記載のマクロマー。 20.Lが、アルキレン、アリーレン、6〜20個の炭素原子を有する飽和2価 脂環式基、アリーレンアルキレン、アルキレンアリーレン、アルキレンアリーレ ンアルキレン又はアリーレンアルキレンアリーレンである、請求項1記載のマク ロマー。 21.Lが、12個までの炭素原子を有する、アルキレン又はアリーレンである 、請求項1記載のマクロマー。 22.2価基:Rが、20個までの炭素原子を有する、アルキレン、アリーレン 、アルキレンアリーレン、アリーレンアルキレン若しくはアリーレンアルキレン アリーレン又は6〜20個の炭素原子を有する飽和2価脂環式基若しくは7〜2 0個の炭素原子を有するシクロアルキレンアルキレンシクロアルキレンである、 請求項1記載のマクロマー。 23.Rが、14個までの炭素原子を有する、アルキレン、アリーレン、アルキ レンアリーレン、アリーレンアルキレン若しくはアリーレンアルキレンアリーレ ン又は6〜14個の炭素原子を有する飽和2価脂環式基であ る、請求項1記載のマクロマー。 24.Rが、14個までの炭素原子を有する、アルキレン、アリーレン、アルキ レンアリーレン若しくはアリーレンアルキレン又は6〜14個の炭素原子を有す る飽和2価脂環式基である、請求項1記載のマクロマー。 25.nが、5〜70、好適には10〜50、特に14〜28の整数である、請 求項1記載のマクロマー。 26.基:R1、R2、R3及びR4の、85〜100%、特に90〜100%が、 互いに独立して、8個までの炭素原子を有する低級アルキル、好適には4個まで の炭素原子を有する低級アルキル、特に好適には2個までの炭素原子を有する低 級アルキルである、請求項1記載のマクロマー。 27.基:R1、R2、R3及びR4の、0〜15%、特に0〜10%が、互いに独 立して、低級アルケニル、フェニル(これは、非置換であるか、又は低級アルキ ル若しくは低級アルコキシで置換されている)、又はシアノ(低級アルキル)で ある、請求項1記載のマクロマー。 28.P1が、互いに独立して、低級アルケニルであり、Yが、互いに独立して 、−COO−又は−OCO−であり、Lが、互いに独立して、低級アルキレンで あり、X1が、互いに独立して、−NHCOO−又は−OCONH−であり、p 及びmが、1であり;ポリマー断片Qが、3個までのセグメント(a)、4個ま でのセグメント(b)及び6個までのセグメント(c)(ここで、セグメント( a)において、指標x+yの合計は、10〜15の範囲であり、Zは、低級アル キレンであり、そしてkは、0であり、セグメント(b)において、Alkは、 低級アルキレンであり、基:R1、R2、R3及びR4は、それぞれ互いに独立して 、低級アルキルであり、nは、14〜28の範囲であり、セグメント(c)にお いて、Rは、14個までの炭素原子を有する、アルキレン若しくはアリーレン、 又は6〜14個の炭素原子を有する飽和2価脂環式基であり、そしてX2は、− NHCOO−又は−OCONH−である)を有する、請求項1記載のマクロマー 。 29.P1が、互いに独立して、低級アルケニルであり、Yが、互いに独立して 、−COO−又は−OCO−であり、Lが、互いに独立して、アルキレンであり 、X1が、互いに独立して、−NHCOO−又は−OCONH−であり、p及び mが、1であり;ポリマー断片Qが、1個のセグメント(a)、2個までのセグ メント(b)及び2個までのセグメント(c)(ここで、セグメント(a)にお いて、指標x+yの合計は、10〜15の範囲であり、Zは、低級アルキレンで あり、そしてkは、0であり、セグメント(b)において、Alkは、低級アル キレンであり、基:R1、R2、R3及びR4は、それぞれ互いに独立して、低級ア ルキルであり、nは、14〜28の範囲であり、セグメント(c)において、R は、14個までの炭素原子を有する、アルキレン若しくはアリーレン、又は6〜 14個の炭素原子を有する飽和2価脂環式基であり、そしてX2は、−NHCO O−又は−OCONH−である)を有する、請求項1記載のマクロマー。 30.P1が、互いに独立して、4個までの炭素原子を有する低級アルケニルで あり、Yが、互いに独立して、−COO−又は−OCO−であり、Lが、互いに 独立して、低級アルキレンであり、X1が、互いに独立して、−NHCOO−又 は−OCONH−であり、p及びmが、1であり;ポリマー断片Qが、1個のセ グメント(a)、2個のセグメント(b)及び2個のセグメント(c)(ここで 、セグメント(a)において、指標x+yの合計は、10〜15の範囲であり、 Zは、低級アルキレンであ り、そしてkは、0であり、セグメント(b)において、Alkは、低級アルキ レンであり、基:R1、R2、R3及びR4は、それぞれ互いに独立して、低級アル キルであり、nは、14〜28の範囲であり、セグメント(c)において、Rは 、14個までの炭素原子を有する、アルキレン若しくはアリーレン、又は6〜1 4個の炭素原子を有する飽和2価脂環式基であり、そしてX2は、−NHCOO −又は−OCONH−である)を有する、請求項1記載のマクロマー。 31.P1が、互いに独立して、低級アルケニルであり、Yが、互いに独立して 、−COO−又は−OCO−であり、Lが、互いに独立して、低級アルキレンで あり、X1が、互いに独立して、−NHCOO−又は−OCONH−であり、p 及びmが、1であり;ポリマー断片Qが、1個のセグメント(a)、2個までの セグメント(b)及び2個までのセグメント(c)(ここで、セグメント(a) において、指標x+yの合計は、10〜15の範囲であり、Zは、低級アルキレ ンであり、そしてkは、0であり、セグメント(b)において、Alkは、低級 アルキレンであり、基:R1、R2、R3及びR4は、それぞれ、メチルであり、n は、14〜28の範囲であり、セグメント(c)において、Rは、14個までの 炭素原子を有する、アルキレン若しくはアリーレン、又は6〜14個の炭素原子 を有する飽和2価脂環式基であり、そしてX2は、−NHCOO−又は−OCO NH−である)を有する、請求項1記載のマクロマー。 32.P1が、互いに独立して、4個までの炭素原子を有する低級アルケニルで あり、Yが、互いに独立して、−COO−又は−OCO−であり、Lが、互いに 独立して、4個までの炭素原子を有する低級アルキレンであり、X1が、互いに 独立して、−NHCOO−又は−OCONH−であ り、p及びmが、1であり;ポリマー断片Qが、1個のセグメント(a)、2個 までのセグメント(b)及び2個までのセグメント(c)(ここで、セグメント (a)において、指標x+yの合計は、10〜15の範囲であり、Zは、低級ア ルキレンであり、そしてkは、0であり、セグメント(b)において、Alkは 、4個までの炭素原子を有する低級アルキレンであり、基:R1、R2、R3及び R4は、それぞれ互いに独立して、4個までの炭素原子を有する低級アルキルで あり、nは、14〜28の範囲であり、セグメント(c)において、Rは、6〜 14個の炭素原子を有する飽和2価脂環式基であり、そしてX2は、−NHCO O−又は−OCONH−である)を有する、請求項1記載のマクロマー。 33.請求項1記載のマクロマーを製造するための方法であって、 式(IV): X3-(E)k-Z-CF2-(OCF2)x-(OCF2CF2)y-OCF2-Z-(E)k-X3 (IV) (式中、 X3は、−OH、−NH2、−COOH、−COCl−NCO又は−COOR5 (ここで、−COOR5は、一般に活性エステル(ここで、R5は、アルキル又は アリール(これらは、非置換であるか、又はハロゲン若しくはシアノで置換され ている)である)である)であり、そして 変数Z、E、k、x及びyは、上記と同義である)で示されるペルフルオロポ リアルキルエーテル誘導体を、好適には式(V): X4-R-X4 (V) (式中、 Rは、上記と同義であり、そして X4は、官能基(これは、X3と共反応性であり、好適には−OH、−NH2、 −COOH、−COCl−COOR5又は−NCOである) である)で示される2官能性基の2当量と、適切な触媒の存在又は非存在下に、 反応させ(ここで、X3とX4との反応は、基X2を与える)た後、式(VI): X4-R-X2-(E)k-Z-CF2-(OCF2)x-(OCF2CF2)y-OCF2-Z-(E)k-X2-R-X4(VI) の反応性誘導体を得、次いで好適には式(VII): (式中、 R1、R2、R3、R4、n、X3及びAlkは、上記と同義である)で示される α,ω−置換シロキサンの2当量と、適切な触媒の存在又は非存在下に、反応さ せ、式(VIII): X3-Sil-X2-R-X2-PFPE-X2-R-X2-Sil-X3 (VIII) (式中、 PFPEは、(E)k−Z−CF2−(OCF2)x−(OCF2CF2)y−OCF2−Z −(E)kであり、 Silは、下記式: の基であり、そして 他の変数は、上記と同義である)で示される化合物を得、その後、その式(VI II)の反応中間体を、好ましくは式(IXa)又は(IXb): P1-(Y)m-L-X4 (IXa) P1-Y2 (IXb) で示される化合物の2当量と、触媒の存在又は非存在下に、反応させて、 式(I): P1-(Y)m-(L-X1)p-Q-(X1-L)p-(Y)m-P1 (I) (上記式中、 Y2は、官能基(これは、X3と共反応性であり、好適には−OH、−NH2、 −COOH、−COCl、−COOR5、−CONCO又は−NCOである)で あり、 他の変数は、上記と同義であり、 X1は、X3とX4の反応から形成され、そして Yは、Y2とX3の反応から形成される)で示されるマクロマーを得ることを特 徴とする方法。 34.請求項1記載の式(I)の化合物の少なくとも1種、及び所望ならばビニ ル性コモノマー(a)の少なくとも1種の重合生成物を含むポリマー。 35.請求項1記載の化合物の重量比が、全ポリマーに基づいて、100〜0. 5%の範囲、特に80〜10%の範囲、好適には70〜30%の範囲である、請 求項34記載のポリマー。 36.コモノマー(a)を含まない、請求項34記載のポリマー。 37.コモノマー(a)が、親水性コモノマー、疎水性コモノマー又はその混合 物である、請求項34記載のポリマー。 38.コモノマー(a)が、トリストリメチルシリルオキシシリルプロピルメタ クリラート(TRIS)、2−ヒドロキシエチルメタクリラート、ジメチルアミ ノエチルメタクリラート、トリメチルアンモニウム2−ヒドロキシプロピルメタ クリラートヒドロクロリド、N,N−ジメチルアクリルアミド又はN−ビニル− 2−ピロリドンである、請求項34記載のポリ マー。 39.請求項1記載の式(I)の化合物の少なくとも1種、及び所望ならばビニ ル性コモノマー(a)の少なくとも1種及び多不飽和コモノマー(b)の重合生 成物を含む架橋されたポリマー。 40.ポリマーの全重量に基づいて、重量パーセントで以下の成分: (1)請求項1記載のマクロマー45〜65%、 (2)疎水性モノマー15〜30%、及び (3)親水性モノマー10〜35%の重合生成物を含むポリマー。 41.(1)請求項1記載のマクロマー50〜60%、 (2)疎水性モノマー20〜25%、及び (3)親水性モノマー15〜30%を含む、請求項40記載のポリマー。 42.(1)請求項1記載の式(I)(ここで、P1は、互いに独立して、低級 アルケニルであり、Yは、互いに独立して、−COO−又は−OCO−であり、 Lは、互いに独立して、低級アルキレンであり、X1は、互いに独立して、−N HCOO−又は−OCONH−であり、p及びmは、1であり;ポリマー断片Q は、3個までのセグメント(a)、4個までのセグメント(b)及び6個までの セグメント(c)(ここで、セグメント(a)において、指標x+yの合計は、 10〜15の範囲であり、Zは、低級アルキレンであり、そしてkは、0であり 、セグメント(b)において、Alkは、低級アルキレンであり、基:R1、R2 、R3及びR4は、それぞれ互いに独立して、低級アルキルであり、nは、14〜 28の範囲であり、セグメント(c)において、Rは、14個までの炭素原子を 有する、アルキレン若しくはアリーレン、又は6〜14個の炭素原子を有する飽 和2価脂環式基であり、そしてX2は、−NHCOO−又は−OCONH−であ る)のマクロマー50〜60%、(2)疎水性のモノ マー20〜25%、及び(3)親水性のモノマー15〜30%を含む、請求項4 0記載のポリマー。 43.請求項34〜42のいずれか1項記載のポリマーを実質的に含む成形品。 44.コンタクトレンズである、請求項43記載の成形品。 45.高−含水量ソフトコンタクトレンズである、請求項44記載の成形品 46.低−含水量の柔軟性で、ガス−透過性(RGP)コンタクトレンズである 、請求項44記載の成形品。 47.眼内レンズである、請求項43記載の成形品。 48.成形品の表面が、C1−C6アルカン(a)及びガス(b)(これは、窒素 、アルゴン、酸素及びそれらの混合物よりなる群から選択される)の存在下に、 プラズマ処理されている、請求項43〜47のいずれか1項記載の成形品。 49.ポリマーの全重量に基づいて、重量%で以下の成分: (1)式(I)(ここで、P1は、互いに独立して、4個までの炭素原子を有す る低級アルケニルであり、Yは、互いに独立して、−COO−又は−OCO−で あり、Lは、互いに独立して、4個までの炭素原子を有する低級アルキレンであ り、X1は、互いに独立して、−NHCOO−又は−OCONH−であり、p及 びmは、1であり;ポリマー断片Qは、1個のセグメント(a)、2個までのセ グメント(b)及び2個までのセグメント(c)(ここで、セグメント(a)に おいて、指標x+yの合計は、10〜15の範囲であり、Zは、低級アルキレン であり、そしてkは、0であり、セグメント(b)において、Alkは、4個ま での炭素原子を有する低級アルキレンであり、基:R1、R2、R3及びR4は、そ れぞれ 互いに独立して、4個までの炭素原子を有する低級アルキルであり、nは、14 〜28の範囲であり、セグメント(c)において、Rは、6〜14個の炭素原子 を有する飽和2価脂環式基であり、そしてX2は、−NHCOO−又は−OCO NH−である)のマクロマー45〜65%、(2)疎水性のモノマー15〜30 %、及び(3)親水性のモノマー10〜35%の重合生成物のポリマーを含む成 形品であり、ここで該成形品の表面は、メタン及び空気の存在下に、プラズマ処 理されている。 50.請求項34〜42のいずれか1項記載のポリマーを実質的に含む生物医学 的製品。 51.製品の表面を被覆するための、請求項1記載の式(I)のマクロマーの用 途。 52.製品の表面を被覆するための、請求項34〜42のいずれか1項記載のポ リマーの用途。 53.成形品を製造するための、請求項1記載の式(I)のマクロマーの用途。 54.コンタクトレンズを製造するための、請求項1記載の式(I)のマクロマ ーの用途。 55.請求項34〜42のいずれか1項記載のポリマーを実質的に含む角膜移植 片。 56.ほ乳動物の角膜上又は角膜中で外科的移植片(ここで、該移植片は、光学 軸上の領域に光学特性(これは、視覚上の鋭利さを与えるに適切である)を有し 、更に10,000ダルトンより大きな分子量を有する流体組織の成分を、移植 片の外側の細胞から移植片の内側の細胞への流体組織の確実な流れで、通すに十 分な有孔性を有し、かつ光学軸上の領域のその有孔性は、流体組織の成分の流れ が可能なように配列されているが、眼 の組織の内方成長は、排除されている)として用いることができる、請求項55 記載の角膜移植片。 57.移植片が、移植片の近辺組織の成長を促進するか、及び/又は移植片への 細胞接着を促進する成分の1種又は2種以上で被覆されている、請求項55又は 56のいずれかに記載の角膜移植片。 58.孔の寸法が、移植片を通して、10,000ダルトンより大きな分子量を 有する流体組織のタンパク質成分の流れを確実にするに十分であるが、組織の内 部成長を排除する孔の多様性により、移植片の有孔性が提供される、請求項55 〜57のいずれか1項記載の角膜の移植片。 59.大多数の孔が、15ナノメータ〜0.5ミクロンの直径を有する、請求項 57記載の角膜の移植片。 60.請求項34〜42のいずれか1項記載のポリマーを含む細胞−成長基質。 61.請求項34〜42のいずれか1項記載のポリマーを含む医学的移植片。 62.角膜移植片、細胞−成長基質又は医学的移植片の製造のための、請求項1 記載のマクロマーの用途。
Applications Claiming Priority (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP95810221 | 1995-04-04 | ||
CH147695 | 1995-05-18 | ||
US08/569,816 | 1995-12-08 | ||
US1476/95-8 | 1995-12-08 | ||
US08569816 US5760100B1 (en) | 1994-09-06 | 1995-12-08 | Extended wear ophthalmic lens |
US95810221.2 | 1995-12-08 | ||
PCT/EP1996/001255 WO1996031791A1 (en) | 1995-04-04 | 1996-03-22 | Polysiloxane-comprising perfluoroalkyl ethers, and the preparation and use thereof |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH11502894A true JPH11502894A (ja) | 1999-03-09 |
JP3967377B2 JP3967377B2 (ja) | 2007-08-29 |
Family
ID=27173005
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP52992596A Expired - Lifetime JP3967377B2 (ja) | 1995-04-04 | 1996-03-22 | ポリシロキサン−含有ペルフルオロアルキルエーテル、並びにその製法及び用途 |
Country Status (24)
Country | Link |
---|---|
US (1) | US5945498A (ja) |
EP (1) | EP0820601B1 (ja) |
JP (1) | JP3967377B2 (ja) |
KR (1) | KR19980703577A (ja) |
CN (1) | CN1135403C (ja) |
AT (1) | ATE188041T1 (ja) |
AU (1) | AU703193B2 (ja) |
BR (1) | BR9604817A (ja) |
CA (1) | CA2213357C (ja) |
CZ (1) | CZ310897A3 (ja) |
DE (1) | DE69605780T2 (ja) |
DK (1) | DK0820601T3 (ja) |
ES (1) | ES2142574T3 (ja) |
GR (1) | GR3032791T3 (ja) |
HU (1) | HUP9801570A3 (ja) |
IL (1) | IL117697A (ja) |
MX (1) | MX9707554A (ja) |
NO (1) | NO324788B1 (ja) |
NZ (1) | NZ304318A (ja) |
PL (1) | PL322643A1 (ja) |
PT (1) | PT820601E (ja) |
TW (1) | TW393498B (ja) |
WO (1) | WO1996031791A1 (ja) |
ZA (1) | ZA962655B (ja) |
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2000508005A (ja) * | 1996-03-27 | 2000-06-27 | ノバルティス アクチエンゲゼルシャフト | 混合物から多孔性ポリマーを製造する方法 |
JP2003506503A (ja) * | 1999-08-02 | 2003-02-18 | ノバルティス アクチエンゲゼルシャフト | 有機ポリマー |
US6602930B2 (en) | 2000-02-24 | 2003-08-05 | Hoya Healthcare Corporation | Materials for contact lenses comprising a macromer having the polysiloxane structure in the side chain |
WO2007029573A1 (ja) | 2005-09-05 | 2007-03-15 | Hoya Healthcare Corporation | コンタクトレンズ材料の製造方法およびソフトコンタクトレンズの製造方法 |
JP2010523763A (ja) * | 2007-04-06 | 2010-07-15 | ジョンソン・アンド・ジョンソン・ビジョン・ケア・インコーポレイテッド | 眼科用レンズモノマー混合物の脱気方法 |
JP2013087238A (ja) * | 2011-10-20 | 2013-05-13 | Shin-Etsu Chemical Co Ltd | シリコーンゴムの親水性付与方法 |
JP2014238609A (ja) * | 2008-12-18 | 2014-12-18 | ノバルティス アーゲー | シリコーンハイドロゲルコンタクトレンズの製造方法 |
JP2016511224A (ja) * | 2012-12-21 | 2016-04-14 | クーパーヴィジョン インターナショナル ホウルディング カンパニー リミテッド パートナーシップ | 有益な薬剤の送達用コンタクトレンズの製造方法 |
JP2016511841A (ja) * | 2013-02-12 | 2016-04-21 | 康夫 松澤 | シリコーンコンタクトレンズ及びその製造方法 |
JP2019528872A (ja) * | 2016-09-08 | 2019-10-17 | ケラメッド インコーポレーテッド | 眼内インプラント用の抗微生物性ポリマ |
JP2020023668A (ja) * | 2018-08-02 | 2020-02-13 | 信越化学工業株式会社 | 伸縮性膜及びその形成方法 |
JP2021516075A (ja) * | 2018-01-31 | 2021-07-01 | ケラメッド インコーポレーテッド | 眼内インプラント用の抗微生物性ポリマ |
Families Citing this family (102)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5760100B1 (en) | 1994-09-06 | 2000-11-14 | Ciba Vision Corp | Extended wear ophthalmic lens |
US7468398B2 (en) | 1994-09-06 | 2008-12-23 | Ciba Vision Corporation | Extended wear ophthalmic lens |
BR9708363A (pt) * | 1996-03-27 | 1999-08-03 | Novartis Ag | Polimero poroso com alto teor de água |
AU7533696A (en) * | 1996-12-13 | 1998-06-18 | Ciba-Geigy Ag | New materials |
US6001067A (en) | 1997-03-04 | 1999-12-14 | Shults; Mark C. | Device and method for determining analyte levels |
US8527026B2 (en) | 1997-03-04 | 2013-09-03 | Dexcom, Inc. | Device and method for determining analyte levels |
WO1999014253A1 (en) * | 1997-09-16 | 1999-03-25 | Novartis Ag | Crosslinkable polyurea polymers |
JPH11228643A (ja) | 1998-02-17 | 1999-08-24 | Menicon Co Ltd | 眼用レンズ材料およびその製法 |
SE9800853D0 (sv) * | 1998-03-16 | 1998-03-16 | Pharmacia & Upjohn Bv | Intraocular lens |
US6361560B1 (en) * | 1998-12-23 | 2002-03-26 | Anamed, Inc. | Corneal implant and method of manufacture |
US6450642B1 (en) | 1999-01-12 | 2002-09-17 | California Institute Of Technology | Lenses capable of post-fabrication power modification |
ATE278721T1 (de) * | 1999-03-30 | 2004-10-15 | Novartis Pharma Gmbh | Organische verbindungen |
AU779729B2 (en) | 1999-12-16 | 2005-02-10 | Coopervision International Limited | Soft contact lens capable of being worn for a long period |
US7521519B1 (en) | 2000-03-14 | 2009-04-21 | Novartis Ag | Organic compounds |
FR2810230B1 (fr) * | 2000-06-16 | 2003-06-20 | Corneal Ind | Cornee synthetique |
US6814755B2 (en) * | 2000-06-16 | 2004-11-09 | Corneal Industrie | Synthetic cornea |
US8668735B2 (en) | 2000-09-12 | 2014-03-11 | Revision Optics, Inc. | Corneal implant storage and delivery devices |
JP2004526467A (ja) | 2000-09-12 | 2004-09-02 | アナメッド インク. | 移植片のパッケージおよび取扱のためのシステムおよび使用方法 |
US7060288B2 (en) * | 2001-02-28 | 2006-06-13 | Timothy Charles Hughes | Biomedical devices |
AU2002336002B2 (en) * | 2001-03-21 | 2006-09-07 | Calhoun Vision | Composition and method for producing shapable implants in vivo and implants produced thereby |
US7120693B2 (en) * | 2001-05-08 | 2006-10-10 | International Business Machines Corporation | Method using two different programs to determine state of a network node to eliminate message response delays in system processing |
DE10123012C1 (de) * | 2001-05-11 | 2002-07-25 | Pharm Pur Gmbh | Verfahren zur Passivierung einer Intraokularlinse |
US6815074B2 (en) * | 2001-05-30 | 2004-11-09 | Novartis Ag | Polymeric materials for making contact lenses |
US20030032874A1 (en) | 2001-07-27 | 2003-02-13 | Dexcom, Inc. | Sensor head for use with implantable devices |
US6861149B2 (en) * | 2001-11-27 | 2005-03-01 | 3M Innovative Properties Company | Compositions for aqueous delivery of self-emulsifying fluorinated alkoxysilanes |
US7828728B2 (en) | 2003-07-25 | 2010-11-09 | Dexcom, Inc. | Analyte sensor |
US10022078B2 (en) | 2004-07-13 | 2018-07-17 | Dexcom, Inc. | Analyte sensor |
WO2004016405A1 (en) | 2002-08-16 | 2004-02-26 | Johnson & Johnson Vision Care, Inc. | Molds for producing contact lenses |
US7071244B2 (en) * | 2002-12-03 | 2006-07-04 | Staar Surgical Company | High refractive index and optically clear copoly (carbosilane and siloxane) elastomers |
US20040143327A1 (en) * | 2003-01-17 | 2004-07-22 | Ku David N. | Solid implant |
JP4708342B2 (ja) * | 2003-07-25 | 2011-06-22 | デックスコム・インコーポレーテッド | 埋設可能な装置に用いる酸素増大膜システム |
US7920906B2 (en) | 2005-03-10 | 2011-04-05 | Dexcom, Inc. | System and methods for processing analyte sensor data for sensor calibration |
US9247900B2 (en) | 2004-07-13 | 2016-02-02 | Dexcom, Inc. | Analyte sensor |
US9040090B2 (en) | 2003-12-19 | 2015-05-26 | The University Of North Carolina At Chapel Hill | Isolated and fixed micro and nano structures and methods thereof |
US7354980B1 (en) | 2004-03-12 | 2008-04-08 | Key Medical Technologies, Inc. | High refractive index polymers for ophthalmic applications |
US7776086B2 (en) | 2004-04-30 | 2010-08-17 | Revision Optics, Inc. | Aspherical corneal implant |
US8057541B2 (en) | 2006-02-24 | 2011-11-15 | Revision Optics, Inc. | Method of using small diameter intracorneal inlays to treat visual impairment |
US10835371B2 (en) | 2004-04-30 | 2020-11-17 | Rvo 2.0, Inc. | Small diameter corneal inlay methods |
US8277713B2 (en) | 2004-05-03 | 2012-10-02 | Dexcom, Inc. | Implantable analyte sensor |
CA2569726A1 (en) * | 2004-06-08 | 2005-12-29 | Ocularis Pharma, Inc. | Hydrophobic ophthalmic compositions and methods of use |
US20060004165A1 (en) * | 2004-06-30 | 2006-01-05 | Phelan John C | Silicone hydrogels with lathability at room temperature |
US9248614B2 (en) * | 2004-06-30 | 2016-02-02 | Novartis Ag | Method for lathing silicone hydrogel lenses |
US7654956B2 (en) | 2004-07-13 | 2010-02-02 | Dexcom, Inc. | Transcutaneous analyte sensor |
CN102323629B (zh) * | 2004-08-27 | 2015-08-19 | 库柏维景国际控股公司 | 硅水凝胶隐形眼镜 |
US9322958B2 (en) | 2004-08-27 | 2016-04-26 | Coopervision International Holding Company, Lp | Silicone hydrogel contact lenses |
US7446157B2 (en) | 2004-12-07 | 2008-11-04 | Key Medical Technologies, Inc. | Nanohybrid polymers for ophthalmic applications |
US8744546B2 (en) | 2005-05-05 | 2014-06-03 | Dexcom, Inc. | Cellulosic-based resistance domain for an analyte sensor |
CN101535353B (zh) * | 2005-08-09 | 2011-07-27 | 库柏维景国际控股公司 | 制造硅酮水凝胶隐形眼镜的组合物和方法 |
CA2618035A1 (en) | 2005-08-10 | 2007-02-15 | Novartis Ag | Silicone hydrogels |
US20070168025A1 (en) * | 2006-01-13 | 2007-07-19 | Sohrab Darougar | Artificial cornea |
EP1818690A1 (en) | 2006-02-14 | 2007-08-15 | Procornea Holding B.V. | Intraocular lenses essentially free from glistenings |
US10555805B2 (en) | 2006-02-24 | 2020-02-11 | Rvo 2.0, Inc. | Anterior corneal shapes and methods of providing the shapes |
US20070254000A1 (en) * | 2006-04-28 | 2007-11-01 | Xiaoping Guo | Biocompatible self-lubricating polymer compositions and their use in medical and surgical devices |
US7576159B2 (en) * | 2006-04-28 | 2009-08-18 | Bausch & Lomb Incorporated | Gas-permeable materials and medical devices |
US7468397B2 (en) * | 2006-06-30 | 2008-12-23 | Bausch & Lomb Incorporated | Polymerizable siloxane-quaternary amine copolymers |
AU2008228761B2 (en) | 2007-03-22 | 2011-11-24 | Novartis Ag | Silicone-containing prepolymers with hydrophilic polymeric chains |
EP2129513B1 (en) * | 2007-03-22 | 2016-08-03 | Novartis AG | Prepolymers with dangling polysiloxane-containing polymer chains |
US9549848B2 (en) | 2007-03-28 | 2017-01-24 | Revision Optics, Inc. | Corneal implant inserters and methods of use |
US8162953B2 (en) | 2007-03-28 | 2012-04-24 | Revision Optics, Inc. | Insertion system for corneal implants |
US9271828B2 (en) | 2007-03-28 | 2016-03-01 | Revision Optics, Inc. | Corneal implant retaining devices and methods of use |
US11730407B2 (en) | 2008-03-28 | 2023-08-22 | Dexcom, Inc. | Polymer membranes for continuous analyte sensors |
US8583204B2 (en) | 2008-03-28 | 2013-11-12 | Dexcom, Inc. | Polymer membranes for continuous analyte sensors |
US8682408B2 (en) | 2008-03-28 | 2014-03-25 | Dexcom, Inc. | Polymer membranes for continuous analyte sensors |
WO2009124268A2 (en) | 2008-04-04 | 2009-10-08 | Revision Optics, Inc. | Corneal inlay design and methods of correcting vision |
US9539143B2 (en) | 2008-04-04 | 2017-01-10 | Revision Optics, Inc. | Methods of correcting vision |
US7939579B1 (en) | 2008-07-09 | 2011-05-10 | Contamac Limited | Hydrogels and methods of manufacture |
US8440738B2 (en) | 2008-07-09 | 2013-05-14 | Timothy Higgs | Silicone hydrogels and methods of manufacture |
EP2326944B1 (en) | 2008-09-19 | 2020-08-19 | Dexcom, Inc. | Particle-containing membrane and particulate electrode for analyte sensors |
WO2011041523A2 (en) * | 2009-10-01 | 2011-04-07 | Coopervision International Holding Company, Lp | Silicone hydrogel contact lenses and methods of making silicone hydrogel contact lenses |
PL2461767T3 (pl) | 2010-07-30 | 2013-09-30 | Novartis Ag | Soczewki silikonowo-hydrożelowe z powierzchniami bogatymi w wodę |
MX349540B (es) | 2010-07-30 | 2017-08-02 | Novartis Ag * | Prepolímeros de polisiloxano anfifílicos y usos de los mismos. |
US8469948B2 (en) | 2010-08-23 | 2013-06-25 | Revision Optics, Inc. | Methods and devices for forming corneal channels |
HUE044765T2 (hu) | 2010-10-06 | 2019-11-28 | Novartis Ag | Polimerizálható hosszabbított láncú polisziloxánok hidrofil oldalcsoportokkal |
MX367173B (es) | 2011-02-28 | 2019-08-07 | Coopervision Int Holding Co Lp | Lentes de contacto de hidrogel de silicona y composiciones y metodos relacionados. |
TWI509313B (zh) | 2011-02-28 | 2015-11-21 | Coopervision Int Holding Co Lp | 聚矽氧水凝膠隱形眼鏡 |
ES2441385T3 (es) | 2011-02-28 | 2014-02-04 | Coopervision International Holding Company, Lp | Lentes de contacto de hidrogel de silicona humectables |
CA2828458C (en) | 2011-02-28 | 2017-04-11 | Coopervision International Holding Company, Lp | Silicone hydrogel contact lenses having acceptable levels of energy loss |
EP2681594B1 (en) | 2011-02-28 | 2015-01-14 | CooperVision International Holding Company, LP | Phosphine-containing hydrogel contact lenses |
MX354797B (es) | 2011-02-28 | 2018-03-21 | Coopervision Int Holding Co Lp | Lentes de contacto de hidrogel de silicona dimensionalmente estables. |
CN103827175B (zh) | 2011-02-28 | 2016-08-10 | 库柏维景国际控股公司 | 硅酮水凝胶隐形眼镜 |
US9005700B2 (en) | 2011-10-12 | 2015-04-14 | Novartis Ag | Method for making UV-absorbing ophthalmic lenses |
US9345569B2 (en) | 2011-10-21 | 2016-05-24 | Revision Optics, Inc. | Corneal implant storage and delivery devices |
US9974646B2 (en) | 2012-09-05 | 2018-05-22 | University Of Miami | Keratoprosthesis, and system and method of corneal repair using same |
MY172901A (en) | 2012-12-17 | 2019-12-13 | Alcon Inc | Method for making improved uv-absorbing ophthalmic lenses |
US9486311B2 (en) | 2013-02-14 | 2016-11-08 | Shifamed Holdings, Llc | Hydrophilic AIOL with bonding |
US10195018B2 (en) | 2013-03-21 | 2019-02-05 | Shifamed Holdings, Llc | Accommodating intraocular lens |
BR112015024156A2 (pt) | 2013-03-21 | 2017-07-18 | Shifamed Holdings Llc | lente intraocular de acomodação |
MY180543A (en) | 2013-12-17 | 2020-12-01 | Novartis Ag | A silicone hydrogel lens with a crosslinked hydrophilic coating |
JP6173260B2 (ja) * | 2014-06-12 | 2017-08-02 | 信越化学工業株式会社 | 眼科デバイス製造用モノマー |
JP6356635B2 (ja) * | 2014-06-12 | 2018-07-11 | 信越化学工業株式会社 | 眼科デバイス製造用モノマー |
CN110279494B (zh) | 2014-08-26 | 2023-02-17 | 施菲姆德控股有限责任公司 | 调节性人工晶状体 |
US11002884B2 (en) | 2014-08-26 | 2021-05-11 | Alcon Inc. | Method for applying stable coating on silicone hydrogel contact lenses |
AU2015385773A1 (en) | 2015-03-12 | 2017-10-05 | Revision Optics, Inc. | Methods of correcting vision |
WO2017081126A1 (en) * | 2015-11-11 | 2017-05-18 | Solvay Specialty Polymers Italy S.P.A. | Novel hydroxy-terminated (per)fluoropolyether-urethane polymers and their use in clear-coat compositions |
US11141263B2 (en) | 2015-11-18 | 2021-10-12 | Shifamed Holdings, Llc | Multi-piece accommodating intraocular lens |
WO2017103793A1 (en) | 2015-12-15 | 2017-06-22 | Novartis Ag | Method for applying stable coating on silicone hydrogel contact lenses |
JP2019524971A (ja) | 2016-08-31 | 2019-09-05 | ソルベイ スペシャルティ ポリマーズ イタリー エス.ピー.エー. | (ペル)フルオロポリエーテル単位とポリ(オルガノシロキサン)単位とを含むポリアミド |
US10350056B2 (en) | 2016-12-23 | 2019-07-16 | Shifamed Holdings, Llc | Multi-piece accommodating intraocular lenses and methods for making and using same |
US10987214B2 (en) | 2017-05-30 | 2021-04-27 | Shifamed Holdings, Llc | Surface treatments for accommodating intraocular lenses and associated methods and devices |
WO2018227014A1 (en) | 2017-06-07 | 2018-12-13 | Shifamed Holdings, Llc | Adjustable optical power intraocular lenses |
US11256003B2 (en) | 2017-12-13 | 2022-02-22 | Alcon Inc. | Weekly and monthly disposable water gradient contact lenses |
US20220340778A1 (en) * | 2019-09-05 | 2022-10-27 | Shin-Etsu Chemical Co., Ltd. | Siloxane acrylate having perfluoropolyether group |
Family Cites Families (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4440918A (en) * | 1982-01-18 | 1984-04-03 | Minnesota Mining And Manufacturing Company | Contact lens containing a fluorinated telechelic polyether |
US4818801A (en) * | 1982-01-18 | 1989-04-04 | Minnesota Mining And Manufacturing Company | Ophthalmic device comprising a polymer of a telechelic perfluoropolyether |
EP0379462B1 (en) * | 1989-01-11 | 1995-02-22 | Ciba-Geigy Ag | Vinylic macromers containing perfluoropolyalkylether and polyalkylether segments, polymers, copolymers and ophthalmic devices made therefrom |
US5334681A (en) * | 1989-06-20 | 1994-08-02 | Ciba-Geigy Corporation | Fluorine and/or silicone containing poly(alkylene-oxide)-block copolymer hydrogels and contact lenses thereof |
US5079319A (en) * | 1989-10-25 | 1992-01-07 | Ciba-Geigy Corporation | Reactive silicone and/or fluorine containing hydrophilic prepolymers and polymers thereof |
US5010141A (en) * | 1989-10-25 | 1991-04-23 | Ciba-Geigy Corporation | Reactive silicone and/or fluorine containing hydrophilic prepolymers and polymers thereof |
JP2947915B2 (ja) * | 1990-10-31 | 1999-09-13 | ノバルティス アクチエンゲゼルシャフト | 酸素透過性高分子材料の製造方法 |
DK0493320T3 (da) * | 1990-12-20 | 1996-08-26 | Ciba Geigy Ag | Fluor- og/eller silikone-holdige poly(alkylenoxid)-blokcopolymerer og kontaktlinser deraf |
JPH04247268A (ja) * | 1991-02-01 | 1992-09-03 | Olympus Optical Co Ltd | 超音波振動装置 |
DE69310594T2 (de) * | 1992-03-27 | 1998-01-15 | Shinetsu Chemical Co | Bei Raumtemperatur härtende Polysiloxanzusammensetzung und daraus gehärteter Gegenstand |
US5300613A (en) * | 1992-06-02 | 1994-04-05 | Shin-Etsu Chemical Co., Ltd. | Fluorine-containing organosilicon compounds |
DE69314384T2 (de) * | 1992-06-02 | 1998-03-05 | Shinetsu Chemical Co | Fluorenthaltende Organopolysiloxanzusammensetzung |
JP3195662B2 (ja) * | 1992-08-24 | 2001-08-06 | 株式会社メニコン | 眼用レンズ材料 |
US5264522A (en) * | 1992-09-10 | 1993-11-23 | Shin-Etsu Chemical Co., Ltd. | Heat-curable fluorosilicone rubber composition and cured product thereof |
US5665846A (en) * | 1995-01-23 | 1997-09-09 | Shin-Etsu Chemical Co., Ltd. | Fluorinated amide compounds and curable compositions |
EP0745604A3 (en) * | 1995-05-29 | 1998-07-29 | Shin-Etsu Chemical Co., Ltd. | Room temperature curable fluoropolymer composition; and fluorine-containing organosilicon compounds, a method of producing the same, and room temperature curable silicone composition containing the same |
-
1995
- 1995-08-15 TW TW84108480A patent/TW393498B/zh not_active IP Right Cessation
-
1996
- 1996-03-22 EP EP19960908111 patent/EP0820601B1/en not_active Expired - Lifetime
- 1996-03-22 PL PL32264396A patent/PL322643A1/xx unknown
- 1996-03-22 WO PCT/EP1996/001255 patent/WO1996031791A1/en not_active Application Discontinuation
- 1996-03-22 JP JP52992596A patent/JP3967377B2/ja not_active Expired - Lifetime
- 1996-03-22 MX MX9707554A patent/MX9707554A/es unknown
- 1996-03-22 HU HU9801570A patent/HUP9801570A3/hu unknown
- 1996-03-22 ES ES96908111T patent/ES2142574T3/es not_active Expired - Lifetime
- 1996-03-22 CA CA 2213357 patent/CA2213357C/en not_active Expired - Lifetime
- 1996-03-22 AU AU51475/96A patent/AU703193B2/en not_active Expired
- 1996-03-22 DE DE1996605780 patent/DE69605780T2/de not_active Expired - Lifetime
- 1996-03-22 BR BR9604817A patent/BR9604817A/pt not_active IP Right Cessation
- 1996-03-22 CZ CZ973108A patent/CZ310897A3/cs unknown
- 1996-03-22 KR KR1019970706981A patent/KR19980703577A/ko not_active Application Discontinuation
- 1996-03-22 CN CNB961929901A patent/CN1135403C/zh not_active Expired - Lifetime
- 1996-03-22 US US08/776,985 patent/US5945498A/en not_active Expired - Lifetime
- 1996-03-22 DK DK96908111T patent/DK0820601T3/da active
- 1996-03-22 PT PT96908111T patent/PT820601E/pt unknown
- 1996-03-22 AT AT96908111T patent/ATE188041T1/de active
- 1996-03-22 NZ NZ30431896A patent/NZ304318A/xx unknown
- 1996-03-28 IL IL11769796A patent/IL117697A/xx not_active IP Right Cessation
- 1996-04-03 ZA ZA962655A patent/ZA962655B/xx unknown
-
1997
- 1997-10-03 NO NO19974584A patent/NO324788B1/no not_active IP Right Cessation
-
2000
- 2000-02-29 GR GR20000400492T patent/GR3032791T3/el unknown
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2000508005A (ja) * | 1996-03-27 | 2000-06-27 | ノバルティス アクチエンゲゼルシャフト | 混合物から多孔性ポリマーを製造する方法 |
JP2003506503A (ja) * | 1999-08-02 | 2003-02-18 | ノバルティス アクチエンゲゼルシャフト | 有機ポリマー |
US6602930B2 (en) | 2000-02-24 | 2003-08-05 | Hoya Healthcare Corporation | Materials for contact lenses comprising a macromer having the polysiloxane structure in the side chain |
WO2007029573A1 (ja) | 2005-09-05 | 2007-03-15 | Hoya Healthcare Corporation | コンタクトレンズ材料の製造方法およびソフトコンタクトレンズの製造方法 |
JP2010523763A (ja) * | 2007-04-06 | 2010-07-15 | ジョンソン・アンド・ジョンソン・ビジョン・ケア・インコーポレイテッド | 眼科用レンズモノマー混合物の脱気方法 |
JP2014238609A (ja) * | 2008-12-18 | 2014-12-18 | ノバルティス アーゲー | シリコーンハイドロゲルコンタクトレンズの製造方法 |
JP2013087238A (ja) * | 2011-10-20 | 2013-05-13 | Shin-Etsu Chemical Co Ltd | シリコーンゴムの親水性付与方法 |
JP2016511224A (ja) * | 2012-12-21 | 2016-04-14 | クーパーヴィジョン インターナショナル ホウルディング カンパニー リミテッド パートナーシップ | 有益な薬剤の送達用コンタクトレンズの製造方法 |
JP2016511841A (ja) * | 2013-02-12 | 2016-04-21 | 康夫 松澤 | シリコーンコンタクトレンズ及びその製造方法 |
JP2019528872A (ja) * | 2016-09-08 | 2019-10-17 | ケラメッド インコーポレーテッド | 眼内インプラント用の抗微生物性ポリマ |
JP2021516075A (ja) * | 2018-01-31 | 2021-07-01 | ケラメッド インコーポレーテッド | 眼内インプラント用の抗微生物性ポリマ |
JP2020023668A (ja) * | 2018-08-02 | 2020-02-13 | 信越化学工業株式会社 | 伸縮性膜及びその形成方法 |
US11453741B2 (en) | 2018-08-02 | 2022-09-27 | Shin-Etsu Chemical Co., Ltd. | Stretchable film and method for forming the same |
Also Published As
Publication number | Publication date |
---|---|
JP3967377B2 (ja) | 2007-08-29 |
HUP9801570A3 (en) | 1999-03-01 |
AU703193B2 (en) | 1999-03-18 |
CN1180415A (zh) | 1998-04-29 |
EP0820601A1 (en) | 1998-01-28 |
DE69605780T2 (de) | 2000-07-20 |
GR3032791T3 (en) | 2000-06-30 |
NO974584L (no) | 1997-11-26 |
US5945498A (en) | 1999-08-31 |
WO1996031791A1 (en) | 1996-10-10 |
IL117697A0 (en) | 1996-07-23 |
AU5147596A (en) | 1996-10-23 |
MX9707554A (es) | 1997-12-31 |
IL117697A (en) | 2001-01-11 |
DK0820601T3 (da) | 2000-05-22 |
CZ310897A3 (cs) | 1998-03-18 |
ATE188041T1 (de) | 2000-01-15 |
CA2213357C (en) | 2007-05-08 |
NZ304318A (en) | 1999-03-29 |
KR19980703577A (ko) | 1998-11-05 |
BR9604817A (pt) | 1998-06-09 |
ES2142574T3 (es) | 2000-04-16 |
EP0820601B1 (en) | 1999-12-22 |
CN1135403C (zh) | 2004-01-21 |
DE69605780D1 (de) | 2000-01-27 |
PT820601E (pt) | 2000-05-31 |
HUP9801570A2 (hu) | 1998-11-30 |
NO324788B1 (no) | 2007-12-10 |
CA2213357A1 (en) | 1996-10-10 |
ZA962655B (en) | 1996-12-21 |
TW393498B (en) | 2000-06-11 |
NO974584D0 (no) | 1997-10-03 |
PL322643A1 (en) | 1998-02-16 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP3967377B2 (ja) | ポリシロキサン−含有ペルフルオロアルキルエーテル、並びにその製法及び用途 | |
EP0832142B1 (en) | Polymerizable siloxane macromonomers | |
EP0907668B1 (en) | Amphiphilic, segmented copolymer of controlled morphology and ophthalmic devices including contact lenses made therefrom | |
JP4932893B2 (ja) | 色付けされた高Dk眼科用成形品及び同成形品の製造方法 | |
EP1266246B1 (en) | Crosslinkable or polymerizable prepolymers | |
US6043328A (en) | Polysiloxane-polyol macromers, their preparation and their use | |
US6815074B2 (en) | Polymeric materials for making contact lenses | |
JP4344013B2 (ja) | 重合性ペルフルオロアルキルエーテルマクロマー | |
WO1997049740A9 (en) | Amphiphilic, segmented copolymer of controlled morphology and ophthalmic devices including contact lenses made therefrom | |
CA2208996A1 (en) | Siloxane-containing networks | |
JPH11503182A (ja) | 2個の重合しうる基を有するペルフルオロアルキルエーテルマクロマー | |
EP0819140B1 (en) | Polymerizable perfluoroalkylether siloxane macromer | |
MXPA97010041A (en) | Macromonomeros de siloxano polimerizab | |
MXPA97008910A (en) | Macisters polisiloxano-poliol, its preparation and its |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A256 | Written notification of co-pending application filed on the same date by different applicants |
Free format text: JAPANESE INTERMEDIATE CODE: A2516 Effective date: 20050802 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20050614 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A132 Effective date: 20060418 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20060718 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20070529 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20070531 |
|
R150 | Certificate of patent or registration of utility model |
Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20110608 Year of fee payment: 4 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20110608 Year of fee payment: 4 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20120608 Year of fee payment: 5 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20120608 Year of fee payment: 5 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20130608 Year of fee payment: 6 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
EXPY | Cancellation because of completion of term |