KR20070085460A - 하이드로겔 조성물 - Google Patents
하이드로겔 조성물 Download PDFInfo
- Publication number
- KR20070085460A KR20070085460A KR1020077011906A KR20077011906A KR20070085460A KR 20070085460 A KR20070085460 A KR 20070085460A KR 1020077011906 A KR1020077011906 A KR 1020077011906A KR 20077011906 A KR20077011906 A KR 20077011906A KR 20070085460 A KR20070085460 A KR 20070085460A
- Authority
- KR
- South Korea
- Prior art keywords
- alkyl
- cycloalkyl
- monomer
- optionally substituted
- haloalkyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 239000000017 hydrogel Substances 0.000 title claims abstract description 238
- 239000000203 mixture Substances 0.000 title claims abstract description 222
- 239000000178 monomer Substances 0.000 claims abstract description 328
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 60
- 239000002904 solvent Substances 0.000 claims abstract description 60
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 266
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 211
- 125000001188 haloalkyl group Chemical group 0.000 claims description 148
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 145
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 144
- 125000003118 aryl group Chemical group 0.000 claims description 135
- 125000001424 substituent group Chemical group 0.000 claims description 125
- 238000000034 method Methods 0.000 claims description 93
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims description 69
- 239000012491 analyte Substances 0.000 claims description 49
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 40
- 150000001875 compounds Chemical class 0.000 claims description 40
- 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 claims description 37
- 239000008103 glucose Substances 0.000 claims description 37
- 125000000623 heterocyclic group Chemical group 0.000 claims description 37
- 150000003839 salts Chemical class 0.000 claims description 37
- 229910052751 metal Inorganic materials 0.000 claims description 36
- 239000002184 metal Substances 0.000 claims description 36
- 210000003722 extracellular fluid Anatomy 0.000 claims description 31
- -1 hydroxy alkyl methacrylate Chemical compound 0.000 claims description 30
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 29
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 27
- 239000000126 substance Substances 0.000 claims description 26
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 25
- 229910052757 nitrogen Inorganic materials 0.000 claims description 24
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 23
- 210000000245 forearm Anatomy 0.000 claims description 23
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims description 19
- 229920002554 vinyl polymer Polymers 0.000 claims description 19
- 125000004990 dihydroxyalkyl group Chemical group 0.000 claims description 18
- 229960000834 vinyl ether Drugs 0.000 claims description 18
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 17
- 239000004971 Cross linker Substances 0.000 claims description 16
- 229920002678 cellulose Polymers 0.000 claims description 15
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 14
- QENRKQYUEGJNNZ-UHFFFAOYSA-N 2-methyl-1-(prop-2-enoylamino)propane-1-sulfonic acid Chemical compound CC(C)C(S(O)(=O)=O)NC(=O)C=C QENRKQYUEGJNNZ-UHFFFAOYSA-N 0.000 claims description 14
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 claims description 14
- 239000001913 cellulose Substances 0.000 claims description 14
- WBYWAXJHAXSJNI-UHFFFAOYSA-N cinnamic acid Chemical compound OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 claims description 14
- 150000004820 halides Chemical class 0.000 claims description 14
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 claims description 13
- 125000003341 7 membered heterocyclic group Chemical group 0.000 claims description 13
- RQAKESSLMFZVMC-UHFFFAOYSA-N n-ethenylacetamide Chemical group CC(=O)NC=C RQAKESSLMFZVMC-UHFFFAOYSA-N 0.000 claims description 13
- IUWVWLRMZQHYHL-UHFFFAOYSA-N n-ethenylpropanamide Chemical compound CCC(=O)NC=C IUWVWLRMZQHYHL-UHFFFAOYSA-N 0.000 claims description 13
- 229920001567 vinyl ester resin Polymers 0.000 claims description 13
- 238000005070 sampling Methods 0.000 claims description 12
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 11
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 11
- ILCQQHAOOOVHQJ-UHFFFAOYSA-N n-ethenylprop-2-enamide Chemical class C=CNC(=O)C=C ILCQQHAOOOVHQJ-UHFFFAOYSA-N 0.000 claims description 10
- 229920000642 polymer Polymers 0.000 claims description 9
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 8
- 239000000853 adhesive Substances 0.000 claims description 8
- 230000001070 adhesive effect Effects 0.000 claims description 8
- SAMJGBVVQUEMGC-UHFFFAOYSA-N 1-ethenoxy-2-(2-ethenoxyethoxy)ethane Chemical group C=COCCOCCOC=C SAMJGBVVQUEMGC-UHFFFAOYSA-N 0.000 claims description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 7
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 7
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 7
- 239000011976 maleic acid Substances 0.000 claims description 7
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 7
- 239000004745 nonwoven fabric Substances 0.000 claims description 7
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 7
- LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 claims description 6
- XFCMNSHQOZQILR-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOC(=O)C(C)=C XFCMNSHQOZQILR-UHFFFAOYSA-N 0.000 claims description 6
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 claims description 6
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical group FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims description 6
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims description 6
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 claims description 6
- 239000002759 woven fabric Substances 0.000 claims description 6
- 230000035699 permeability Effects 0.000 claims description 5
- CYIGRWUIQAVBFG-UHFFFAOYSA-N 1,2-bis(2-ethenoxyethoxy)ethane Chemical compound C=COCCOCCOCCOC=C CYIGRWUIQAVBFG-UHFFFAOYSA-N 0.000 claims description 3
- 239000002202 Polyethylene glycol Substances 0.000 claims description 3
- 125000004386 diacrylate group Chemical group 0.000 claims description 3
- 229920001223 polyethylene glycol Polymers 0.000 claims description 3
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 claims description 3
- 125000001475 halogen functional group Chemical group 0.000 claims 56
- 125000005843 halogen group Chemical group 0.000 description 91
- 210000003491 skin Anatomy 0.000 description 72
- 229920001577 copolymer Polymers 0.000 description 45
- 239000003999 initiator Substances 0.000 description 16
- 108090000790 Enzymes Proteins 0.000 description 14
- 102000004190 Enzymes Human genes 0.000 description 14
- 235000010980 cellulose Nutrition 0.000 description 14
- 229940088598 enzyme Drugs 0.000 description 14
- 239000003792 electrolyte Substances 0.000 description 10
- 239000011159 matrix material Substances 0.000 description 10
- 238000006116 polymerization reaction Methods 0.000 description 9
- 239000004366 Glucose oxidase Substances 0.000 description 8
- 108010015776 Glucose oxidase Proteins 0.000 description 8
- 229940116332 glucose oxidase Drugs 0.000 description 8
- 235000019420 glucose oxidase Nutrition 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 7
- 229910052799 carbon Inorganic materials 0.000 description 7
- 238000012733 comparative method Methods 0.000 description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- 125000004429 atom Chemical group 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- 239000003139 biocide Substances 0.000 description 5
- 239000000872 buffer Substances 0.000 description 5
- 150000001721 carbon Chemical group 0.000 description 5
- 239000003623 enhancer Substances 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 231100000245 skin permeability Toxicity 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 210000000707 wrist Anatomy 0.000 description 5
- GJKGAPPUXSSCFI-UHFFFAOYSA-N 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone Chemical compound CC(C)(O)C(=O)C1=CC=C(OCCO)C=C1 GJKGAPPUXSSCFI-UHFFFAOYSA-N 0.000 description 4
- BPYKTIZUTYGOLE-IFADSCNNSA-N Bilirubin Chemical compound N1C(=O)C(C)=C(C=C)\C1=C\C1=C(C)C(CCC(O)=O)=C(CC2=C(C(C)=C(\C=C/3C(=C(C=C)C(=O)N\3)C)N2)CCC(O)=O)N1 BPYKTIZUTYGOLE-IFADSCNNSA-N 0.000 description 4
- 210000001124 body fluid Anatomy 0.000 description 4
- 239000010839 body fluid Substances 0.000 description 4
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 4
- 230000008878 coupling Effects 0.000 description 4
- 238000010168 coupling process Methods 0.000 description 4
- 238000005859 coupling reaction Methods 0.000 description 4
- 239000003906 humectant Substances 0.000 description 4
- 230000035515 penetration Effects 0.000 description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
- 125000006702 (C1-C18) alkyl group Chemical group 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 3
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 3
- 239000004677 Nylon Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 150000003926 acrylamides Chemical class 0.000 description 3
- 239000008280 blood Substances 0.000 description 3
- 210000004369 blood Anatomy 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- 230000000977 initiatory effect Effects 0.000 description 3
- 125000002950 monocyclic group Chemical group 0.000 description 3
- 229920001778 nylon Polymers 0.000 description 3
- 230000005855 radiation Effects 0.000 description 3
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- 229940126062 Compound A Drugs 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical class CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- DLRVVLDZNNYCBX-UHFFFAOYSA-N Polydextrose Polymers OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(O)O1 DLRVVLDZNNYCBX-UHFFFAOYSA-N 0.000 description 2
- 229920004890 Triton X-100 Polymers 0.000 description 2
- 230000002745 absorbent Effects 0.000 description 2
- 239000002250 absorbent Substances 0.000 description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
- 235000012000 cholesterol Nutrition 0.000 description 2
- JNGZXGGOCLZBFB-IVCQMTBJSA-N compound E Chemical compound N([C@@H](C)C(=O)N[C@@H]1C(N(C)C2=CC=CC=C2C(C=2C=CC=CC=2)=N1)=O)C(=O)CC1=CC(F)=CC(F)=C1 JNGZXGGOCLZBFB-IVCQMTBJSA-N 0.000 description 2
- 230000002596 correlated effect Effects 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 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 2
- 230000000694 effects Effects 0.000 description 2
- 238000010894 electron beam technology Methods 0.000 description 2
- GLVVKKSPKXTQRB-UHFFFAOYSA-N ethenyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OC=C GLVVKKSPKXTQRB-UHFFFAOYSA-N 0.000 description 2
- FVIZARNDLVOMSU-UHFFFAOYSA-N ginsenoside K Natural products C1CC(C2(CCC3C(C)(C)C(O)CCC3(C)C2CC2O)C)(C)C2C1C(C)(CCC=C(C)C)OC1OC(CO)C(O)C(O)C1O FVIZARNDLVOMSU-UHFFFAOYSA-N 0.000 description 2
- 150000002430 hydrocarbons Chemical group 0.000 description 2
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
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- 238000005259 measurement Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 230000003204 osmotic effect Effects 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 239000002953 phosphate buffered saline Substances 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
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- 230000008569 process Effects 0.000 description 2
- KRIOVPPHQSLHCZ-UHFFFAOYSA-N propiophenone Chemical compound CCC(=O)C1=CC=CC=C1 KRIOVPPHQSLHCZ-UHFFFAOYSA-N 0.000 description 2
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 2
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- YYGNTYWPHWGJRM-UHFFFAOYSA-N (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene Chemical compound CC(C)=CCCC(C)=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C YYGNTYWPHWGJRM-UHFFFAOYSA-N 0.000 description 1
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- OTBMTMJJTMKNER-UHFFFAOYSA-N 1-bromo-4-ethenoxycyclohexane Chemical compound BrC1CCC(OC=C)CC1 OTBMTMJJTMKNER-UHFFFAOYSA-N 0.000 description 1
- PNEWSCXZLUPKET-UHFFFAOYSA-N 1-chloro-4-ethenoxybutane Chemical compound ClCCCCOC=C PNEWSCXZLUPKET-UHFFFAOYSA-N 0.000 description 1
- XTVUXNLJQRWUBD-UHFFFAOYSA-N 1-ethenoxy-4-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=C(OC=C)C=C1 XTVUXNLJQRWUBD-UHFFFAOYSA-N 0.000 description 1
- LAYAKLSFVAPMEL-UHFFFAOYSA-N 1-ethenoxydodecane Chemical compound CCCCCCCCCCCCOC=C LAYAKLSFVAPMEL-UHFFFAOYSA-N 0.000 description 1
- YAOJJEJGPZRYJF-UHFFFAOYSA-N 1-ethenoxyhexane Chemical compound CCCCCCOC=C YAOJJEJGPZRYJF-UHFFFAOYSA-N 0.000 description 1
- OVGRCEFMXPHEBL-UHFFFAOYSA-N 1-ethenoxypropane Chemical compound CCCOC=C OVGRCEFMXPHEBL-UHFFFAOYSA-N 0.000 description 1
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F226/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
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- A61B5/05—Detecting, measuring or recording for diagnosis by means of electric currents or magnetic fields; Measuring using microwaves or radio waves
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/54—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving glucose or galactose
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- Organic Chemistry (AREA)
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Applications Claiming Priority (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US97496304A | 2004-10-28 | 2004-10-28 | |
| US10/974,963 | 2004-10-28 | ||
| US67645305P | 2005-04-29 | 2005-04-29 | |
| US60/676,453 | 2005-04-29 | ||
| US20133405A | 2005-08-11 | 2005-08-11 | |
| US11/201,334 | 2005-08-11 | ||
| US71706405P | 2005-09-14 | 2005-09-14 | |
| US60/717,064 | 2005-09-14 |
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| KR20070085460A true KR20070085460A (ko) | 2007-08-27 |
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| EP (1) | EP1851255B1 (https=) |
| JP (1) | JP5416352B2 (https=) |
| KR (1) | KR20070085460A (https=) |
| AU (1) | AU2005302493A1 (https=) |
| BR (1) | BRPI0517236A (https=) |
| CA (1) | CA2585081C (https=) |
| ES (1) | ES2548235T3 (https=) |
| MX (1) | MX2007005101A (https=) |
| NO (1) | NO20072702L (https=) |
| PL (1) | PL1851255T3 (https=) |
| RU (1) | RU2410999C2 (https=) |
| WO (1) | WO2006050115A1 (https=) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101709914B1 (ko) * | 2015-11-24 | 2017-02-27 | 한국과학기술연구원 | 하이드로젤을 이용한 교차 전극 바이오센서 |
| WO2018186657A1 (ko) * | 2017-04-04 | 2018-10-11 | 주식회사 스칼라팍스트롯 | 바이오 칩 |
| KR20180112703A (ko) * | 2017-04-04 | 2018-10-12 | 주식회사 스칼라팍스트롯 | 바이오 칩 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101454667B (zh) * | 2005-12-27 | 2013-04-24 | 拜尔保健有限公司 | 使用带有至少一个孔的基板的电化学传感器系统及其制造方法 |
| JP5572016B2 (ja) * | 2009-08-04 | 2014-08-13 | シスメックス株式会社 | 組織液抽出用デバイス、その製造方法、及び該デバイスを用いた組織液の分析方法 |
| GB201117296D0 (en) * | 2011-10-07 | 2011-11-16 | Neotherix Ltd | Sampling device |
| US9828620B2 (en) | 2013-06-28 | 2017-11-28 | Verily Life Sciences Llc | Porous polymeric formulation prepared using monomer |
| US10538635B2 (en) * | 2014-06-11 | 2020-01-21 | Parker-Hannifin Corporation | Solid state electrodes and sensors |
| US20170238851A1 (en) * | 2014-08-26 | 2017-08-24 | Echo Therapeutics, Inc. | Differential Biosensor System |
| ES2753723T3 (es) * | 2016-03-24 | 2020-04-14 | Sika Tech Ag | Una composición de componentes individuales o múltiples para producir un hidrogel |
| JP2019124667A (ja) * | 2018-01-19 | 2019-07-25 | アイシン精機株式会社 | 皮膚粘着材、皮膚粘着材を用いる皮膚分泌物の採取方法及び生体成分の測定方法 |
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| DE3324835A1 (de) * | 1983-07-09 | 1985-01-17 | Cassella Ag, 6000 Frankfurt | Vernetztes copolymerisat, verfahren zu seiner herstellung und seine verwendung als sorptionsmittel |
| DE3823317A1 (de) * | 1988-07-09 | 1990-02-08 | Bayer Ag | Rohlinge fuer kontaktoptische gegenstaende |
| US5139023A (en) * | 1989-06-02 | 1992-08-18 | Theratech Inc. | Apparatus and method for noninvasive blood glucose monitoring |
| JP3046346B2 (ja) * | 1990-03-12 | 2000-05-29 | 昭和電工株式会社 | 外用剤基剤又は補助剤とそれを含有する人又は動物の外用剤 |
| JP2947637B2 (ja) * | 1990-09-03 | 1999-09-13 | 昭和電工株式会社 | ビス（ｎ−ビニルカルボン酸アミド）化合物、それを用いた架橋重合体及びその製法並びに液体吸収剤 |
| JP3042546B2 (ja) * | 1991-04-23 | 2000-05-15 | 昭和電工株式会社 | 微粒子状の架橋型ｎ−ビニルアミド樹脂及びミクロゲル、その製造法及び用途 |
| JPH08143631A (ja) * | 1994-11-25 | 1996-06-04 | Terumo Corp | 温度応答性高分子材料およびその製造方法 |
| RU2130189C1 (ru) * | 1997-02-20 | 1999-05-10 | Александр Сергеевич Парфенов | Способ определения тканевого холестерина кожи |
| US6558321B1 (en) * | 1997-03-04 | 2003-05-06 | Dexcom, Inc. | Systems and methods for remote monitoring and modulation of medical devices |
| DE19719187A1 (de) * | 1997-05-07 | 1998-11-12 | Basf Ag | Verwendung von Copolymerisaten des N-Vinyl-pyrrolidons in Zubereitungen wasserunlöslicher Stoffe |
| US6038464A (en) * | 1998-02-09 | 2000-03-14 | Axelgaard Manufacturing Co., Ltd. | Medical electrode |
| DE19814730A1 (de) * | 1998-04-02 | 1999-10-07 | Basf Ag | Verwendung von N-Vinyllacram oder N-Vinylamin haltigen Copolymeren als Matrix zur Herstellung von festen pharmazeutischen und kosmetischen Darreichungsformen |
| JP3805531B2 (ja) * | 1998-07-01 | 2006-08-02 | 積水化成品工業株式会社 | Ｎ−ビニルカルボン酸アミド系架橋共重合樹脂からなる吸油剤およびその製造方法 |
| CN1245450C (zh) * | 2001-09-18 | 2006-03-15 | 积水化成品工业株式会社 | 聚合物水凝胶 |
| JP3838933B2 (ja) * | 2002-03-19 | 2006-10-25 | 積水化成品工業株式会社 | 高分子ハイドロゲル電極 |
| JP3645548B2 (ja) * | 2003-01-06 | 2005-05-11 | 西川ゴム工業株式会社 | 感温性を有する多孔質吸水性ゲル組成物およびその製造方法 |
| JP4522405B2 (ja) * | 2004-04-22 | 2010-08-11 | 積水化成品工業株式会社 | ゲル粘着組成物 |
-
2005
- 2005-10-27 JP JP2007539176A patent/JP5416352B2/ja not_active Expired - Lifetime
- 2005-10-27 ES ES05813917.1T patent/ES2548235T3/es not_active Expired - Lifetime
- 2005-10-27 WO PCT/US2005/038966 patent/WO2006050115A1/en not_active Ceased
- 2005-10-27 RU RU2007119546/04A patent/RU2410999C2/ru not_active IP Right Cessation
- 2005-10-27 MX MX2007005101A patent/MX2007005101A/es unknown
- 2005-10-27 CA CA2585081A patent/CA2585081C/en not_active Expired - Fee Related
- 2005-10-27 AU AU2005302493A patent/AU2005302493A1/en not_active Abandoned
- 2005-10-27 EP EP05813917.1A patent/EP1851255B1/en not_active Expired - Lifetime
- 2005-10-27 BR BRPI0517236-5A patent/BRPI0517236A/pt not_active Application Discontinuation
- 2005-10-27 KR KR1020077011906A patent/KR20070085460A/ko not_active Withdrawn
- 2005-10-27 PL PL05813917T patent/PL1851255T3/pl unknown
-
2007
- 2007-05-29 NO NO20072702A patent/NO20072702L/no not_active Application Discontinuation
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101709914B1 (ko) * | 2015-11-24 | 2017-02-27 | 한국과학기술연구원 | 하이드로젤을 이용한 교차 전극 바이오센서 |
| WO2017090838A1 (ko) * | 2015-11-24 | 2017-06-01 | 한국과학기술연구원 | 하이드로젤을 이용한 교차 전극 바이오센서 |
| US10281419B2 (en) | 2015-11-24 | 2019-05-07 | Korea Institute Of Science And Technology | Hydrogel-based interdigitated microelectrode biosensor |
| WO2018186657A1 (ko) * | 2017-04-04 | 2018-10-11 | 주식회사 스칼라팍스트롯 | 바이오 칩 |
| KR20180112703A (ko) * | 2017-04-04 | 2018-10-12 | 주식회사 스칼라팍스트롯 | 바이오 칩 |
Also Published As
| Publication number | Publication date |
|---|---|
| MX2007005101A (es) | 2007-07-04 |
| ES2548235T3 (es) | 2015-10-15 |
| BRPI0517236A (pt) | 2008-10-07 |
| HK1115602A1 (en) | 2008-12-05 |
| RU2007119546A (ru) | 2008-12-10 |
| PL1851255T3 (pl) | 2015-12-31 |
| CA2585081A1 (en) | 2006-05-11 |
| EP1851255B1 (en) | 2015-08-12 |
| NO20072702L (no) | 2007-07-27 |
| JP2008519099A (ja) | 2008-06-05 |
| JP5416352B2 (ja) | 2014-02-12 |
| EP1851255A1 (en) | 2007-11-07 |
| WO2006050115A1 (en) | 2006-05-11 |
| AU2005302493A1 (en) | 2006-05-11 |
| RU2410999C2 (ru) | 2011-02-10 |
| CA2585081C (en) | 2010-09-14 |
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