JP2017031339A - 表面改質方法及び表面改質体 - Google Patents
表面改質方法及び表面改質体 Download PDFInfo
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- JP2017031339A JP2017031339A JP2015153487A JP2015153487A JP2017031339A JP 2017031339 A JP2017031339 A JP 2017031339A JP 2015153487 A JP2015153487 A JP 2015153487A JP 2015153487 A JP2015153487 A JP 2015153487A JP 2017031339 A JP2017031339 A JP 2017031339A
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- JP
- Japan
- Prior art keywords
- modification method
- surface modification
- alkali metal
- modified
- medical
- 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
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- 238000002715 modification method Methods 0.000 title claims abstract description 49
- -1 alkali metal salt Chemical class 0.000 claims abstract description 92
- 239000000178 monomer Substances 0.000 claims abstract description 91
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 59
- 230000004048 modification Effects 0.000 claims abstract description 59
- 238000012986 modification Methods 0.000 claims abstract description 59
- 229920000642 polymer Polymers 0.000 claims abstract description 37
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 32
- 108090000623 proteins and genes Proteins 0.000 claims abstract description 32
- 102000004169 proteins and genes Human genes 0.000 claims abstract description 32
- 238000000034 method Methods 0.000 claims abstract description 29
- 230000001678 irradiating effect Effects 0.000 claims abstract description 17
- 229920005992 thermoplastic resin Polymers 0.000 claims abstract description 14
- 239000011248 coating agent Substances 0.000 claims abstract description 9
- 238000000576 coating method Methods 0.000 claims abstract description 9
- 230000000977 initiatory effect Effects 0.000 claims abstract description 9
- 230000000379 polymerizing effect Effects 0.000 claims abstract description 8
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 34
- 239000003999 initiator Substances 0.000 claims description 34
- 239000012965 benzophenone Substances 0.000 claims description 28
- 238000006243 chemical reaction Methods 0.000 claims description 26
- 238000010526 radical polymerization reaction Methods 0.000 claims description 20
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical group [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 18
- 239000011521 glass Substances 0.000 claims description 17
- 229910052736 halogen Inorganic materials 0.000 claims description 14
- 150000002367 halogens Chemical class 0.000 claims description 12
- 239000002585 base Substances 0.000 claims description 11
- 210000004369 blood Anatomy 0.000 claims description 11
- 239000008280 blood Substances 0.000 claims description 11
- 239000004636 vulcanized rubber Substances 0.000 claims description 11
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 claims description 10
- 239000007788 liquid Substances 0.000 claims description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 9
- 210000001124 body fluid Anatomy 0.000 claims description 9
- 239000010839 body fluid Substances 0.000 claims description 9
- 239000011780 sodium chloride Substances 0.000 claims description 9
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 8
- 238000005507 spraying Methods 0.000 claims description 8
- 125000005843 halogen group Chemical group 0.000 claims description 6
- 239000011261 inert gas Substances 0.000 claims description 6
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 6
- 239000003112 inhibitor Substances 0.000 claims description 5
- 239000001103 potassium chloride Substances 0.000 claims description 5
- 235000011164 potassium chloride Nutrition 0.000 claims description 5
- RRHXZLALVWBDKH-UHFFFAOYSA-M trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;chloride Chemical group [Cl-].CC(=C)C(=O)OCC[N+](C)(C)C RRHXZLALVWBDKH-UHFFFAOYSA-M 0.000 claims description 5
- XLPJNCYCZORXHG-UHFFFAOYSA-N 1-morpholin-4-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCOCC1 XLPJNCYCZORXHG-UHFFFAOYSA-N 0.000 claims description 4
- 229920005989 resin Polymers 0.000 claims description 4
- 239000011347 resin Substances 0.000 claims description 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 3
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- HVAMZGADVCBITI-UHFFFAOYSA-N pent-4-enoic acid Chemical compound OC(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-N 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- FZGFBJMPSHGTRQ-UHFFFAOYSA-M trimethyl(2-prop-2-enoyloxyethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCOC(=O)C=C FZGFBJMPSHGTRQ-UHFFFAOYSA-M 0.000 claims description 3
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 claims description 3
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 claims description 2
- CWWYEELVMRNKHZ-UHFFFAOYSA-N 2,3-dimethylbut-2-enamide Chemical compound CC(C)=C(C)C(N)=O CWWYEELVMRNKHZ-UHFFFAOYSA-N 0.000 claims description 2
- FCZRAAJZTGOYIC-UHFFFAOYSA-N 2,4-dimethylpent-2-enamide Chemical compound CC(C)C=C(C)C(N)=O FCZRAAJZTGOYIC-UHFFFAOYSA-N 0.000 claims description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 2
- AKVUWTYSNLGBJY-UHFFFAOYSA-N 2-methyl-1-morpholin-4-ylprop-2-en-1-one Chemical compound CC(=C)C(=O)N1CCOCC1 AKVUWTYSNLGBJY-UHFFFAOYSA-N 0.000 claims description 2
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 claims description 2
- SDNHWPVAYKOIGU-UHFFFAOYSA-N 3-ethyl-2-methylpent-2-enamide Chemical compound CCC(CC)=C(C)C(N)=O SDNHWPVAYKOIGU-UHFFFAOYSA-N 0.000 claims description 2
- WHNPOQXWAMXPTA-UHFFFAOYSA-N 3-methylbut-2-enamide Chemical compound CC(C)=CC(N)=O WHNPOQXWAMXPTA-UHFFFAOYSA-N 0.000 claims description 2
- SBVKVAIECGDBTC-UHFFFAOYSA-N 4-hydroxy-2-methylidenebutanamide Chemical compound NC(=O)C(=C)CCO SBVKVAIECGDBTC-UHFFFAOYSA-N 0.000 claims description 2
- PIRPEUWCTMKABH-UHFFFAOYSA-N 4-methoxy-2-methylidenebutanamide Chemical compound COCCC(=C)C(N)=O PIRPEUWCTMKABH-UHFFFAOYSA-N 0.000 claims description 2
- IQAGXMNEUYBTLG-UHFFFAOYSA-N 5-hydroxy-2-methylpent-2-enamide Chemical compound NC(=O)C(C)=CCCO IQAGXMNEUYBTLG-UHFFFAOYSA-N 0.000 claims description 2
- OLVRNENKICWIHR-UHFFFAOYSA-N COCCC=C(C)C(N)=O Chemical compound COCCC=C(C)C(N)=O OLVRNENKICWIHR-UHFFFAOYSA-N 0.000 claims description 2
- WPKYZIPODULRBM-UHFFFAOYSA-N azane;prop-2-enoic acid Chemical compound N.OC(=O)C=C WPKYZIPODULRBM-UHFFFAOYSA-N 0.000 claims description 2
- DZGUJOWBVDZNNF-UHFFFAOYSA-N azanium;2-methylprop-2-enoate Chemical compound [NH4+].CC(=C)C([O-])=O DZGUJOWBVDZNNF-UHFFFAOYSA-N 0.000 claims description 2
- 239000012295 chemical reaction liquid Substances 0.000 claims description 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 2
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 claims description 2
- BRXCDHOLJPJLLT-UHFFFAOYSA-N butane-2-sulfonic acid Chemical compound CCC(C)S(O)(=O)=O BRXCDHOLJPJLLT-UHFFFAOYSA-N 0.000 claims 1
- FFBHFFJDDLITSX-UHFFFAOYSA-N benzyl N-[2-hydroxy-4-(3-oxomorpholin-4-yl)phenyl]carbamate Chemical compound OC1=C(NC(=O)OCC2=CC=CC=C2)C=CC(=C1)N1CCOCC1=O FFBHFFJDDLITSX-UHFFFAOYSA-N 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 229920002725 thermoplastic elastomer Polymers 0.000 abstract 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 23
- 210000004027 cell Anatomy 0.000 description 23
- 150000001875 compounds Chemical class 0.000 description 22
- 229920000139 polyethylene terephthalate Polymers 0.000 description 22
- 239000005020 polyethylene terephthalate Substances 0.000 description 22
- 238000001179 sorption measurement Methods 0.000 description 22
- 239000000243 solution Substances 0.000 description 19
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 13
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 10
- 229940048053 acrylate Drugs 0.000 description 10
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 9
- 239000001301 oxygen Substances 0.000 description 9
- 229910052760 oxygen Inorganic materials 0.000 description 9
- HFCUBKYHMMPGBY-UHFFFAOYSA-N 2-methoxyethyl prop-2-enoate Chemical compound COCCOC(=O)C=C HFCUBKYHMMPGBY-UHFFFAOYSA-N 0.000 description 8
- 229920001971 elastomer Polymers 0.000 description 8
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 8
- 229910052753 mercury Inorganic materials 0.000 description 8
- 239000005060 rubber Substances 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 7
- 239000007789 gas Substances 0.000 description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 7
- 206010028980 Neoplasm Diseases 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 201000011510 cancer Diseases 0.000 description 6
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 6
- 229920001477 hydrophilic polymer Polymers 0.000 description 6
- 239000000523 sample Substances 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 5
- 229910052786 argon Inorganic materials 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 4
- 150000003926 acrylamides Chemical class 0.000 description 4
- 229940098773 bovine serum albumin Drugs 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- 125000000524 functional group Chemical group 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 125000004430 oxygen atom Chemical group O* 0.000 description 4
- 229910052700 potassium Inorganic materials 0.000 description 4
- 239000011591 potassium Chemical class 0.000 description 4
- 229960003975 potassium Drugs 0.000 description 4
- JNELGWHKGNBSMD-UHFFFAOYSA-N xanthone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3OC2=C1 JNELGWHKGNBSMD-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LWLHCZLCSDUDEL-UHFFFAOYSA-O C[N+](C)(C)CC(O)=P(=O)CCOC(=O)C=C Chemical compound C[N+](C)(C)CC(O)=P(=O)CCOC(=O)C=C LWLHCZLCSDUDEL-UHFFFAOYSA-O 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
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- 239000004793 Polystyrene Substances 0.000 description 3
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- 150000001728 carbonyl compounds Chemical class 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 238000007598 dipping method Methods 0.000 description 3
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
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- NOYRFDHEJYWIHG-UHFFFAOYSA-N 2-methoxythioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(OC)=CC=C3SC2=C1 NOYRFDHEJYWIHG-UHFFFAOYSA-N 0.000 description 2
- VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- 244000043261 Hevea brasiliensis Species 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical class [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 229910001508 alkali metal halide Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 230000005587 bubbling Effects 0.000 description 2
- 229920005549 butyl rubber Polymers 0.000 description 2
- 238000011088 calibration curve Methods 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- AUZONCFQVSMFAP-UHFFFAOYSA-N disulfiram Chemical compound CCN(CC)C(=S)SSC(=S)N(CC)CC AUZONCFQVSMFAP-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- ZHAONEHNCCQNSC-UHFFFAOYSA-M ethyl-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;chloride Chemical compound [Cl-].CC[N+](C)(C)CCOC(=O)C(C)=C ZHAONEHNCCQNSC-UHFFFAOYSA-M 0.000 description 2
- YLQWCDOCJODRMT-UHFFFAOYSA-N fluoren-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3C2=C1 YLQWCDOCJODRMT-UHFFFAOYSA-N 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 229920003052 natural elastomer Polymers 0.000 description 2
- 229920001194 natural rubber Polymers 0.000 description 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
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- PNOXUQIZPBURMT-UHFFFAOYSA-M potassium;3-(2-methylprop-2-enoyloxy)propane-1-sulfonate Chemical compound [K+].CC(=C)C(=O)OCCCS([O-])(=O)=O PNOXUQIZPBURMT-UHFFFAOYSA-M 0.000 description 2
- 238000013040 rubber vulcanization Methods 0.000 description 2
- 239000011734 sodium Chemical class 0.000 description 2
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- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 2
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- 239000001488 sodium phosphate Substances 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 239000012086 standard solution Substances 0.000 description 2
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 2
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 2
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- VLTYTTRXESKBKI-UHFFFAOYSA-N (2,4-dichlorophenyl)-phenylmethanone Chemical compound ClC1=CC(Cl)=CC=C1C(=O)C1=CC=CC=C1 VLTYTTRXESKBKI-UHFFFAOYSA-N 0.000 description 1
- PSBDWGZCVUAZQS-UHFFFAOYSA-N (dimethylsulfonio)acetate Chemical compound C[S+](C)CC([O-])=O PSBDWGZCVUAZQS-UHFFFAOYSA-N 0.000 description 1
- 0 **(C(*B[N+](*)(*)*)=O)=C Chemical compound **(C(*B[N+](*)(*)*)=O)=C 0.000 description 1
- PQUXFUBNSYCQAL-UHFFFAOYSA-N 1-(2,3-difluorophenyl)ethanone Chemical compound CC(=O)C1=CC=CC(F)=C1F PQUXFUBNSYCQAL-UHFFFAOYSA-N 0.000 description 1
- VKQJCUYEEABXNK-UHFFFAOYSA-N 1-chloro-4-propoxythioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C(OCCC)=CC=C2Cl VKQJCUYEEABXNK-UHFFFAOYSA-N 0.000 description 1
- IQHHBXCEQVIZEF-UHFFFAOYSA-N 2,3-diethylthioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C=C(CC)C(CC)=C2 IQHHBXCEQVIZEF-UHFFFAOYSA-N 0.000 description 1
- UXCIJKOCUAQMKD-UHFFFAOYSA-N 2,4-dichlorothioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC(Cl)=C3SC2=C1 UXCIJKOCUAQMKD-UHFFFAOYSA-N 0.000 description 1
- BTJPUDCSZVCXFQ-UHFFFAOYSA-N 2,4-diethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC(CC)=C3SC2=C1 BTJPUDCSZVCXFQ-UHFFFAOYSA-N 0.000 description 1
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- ZSZRUEAFVQITHH-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)ethyl 2-(trimethylazaniumyl)ethyl phosphate Chemical compound CC(=C)C(=O)OCCOP([O-])(=O)OCC[N+](C)(C)C ZSZRUEAFVQITHH-UHFFFAOYSA-N 0.000 description 1
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- VAPQAGMSICPBKJ-UHFFFAOYSA-N 2-nitroacridine Chemical compound C1=CC=CC2=CC3=CC([N+](=O)[O-])=CC=C3N=C21 VAPQAGMSICPBKJ-UHFFFAOYSA-N 0.000 description 1
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- NCLVBVXPXLVABY-UHFFFAOYSA-N 4-cyclohexylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1C1CCCCC1 NCLVBVXPXLVABY-UHFFFAOYSA-N 0.000 description 1
- IKVYHNPVKUNCJM-UHFFFAOYSA-N 4-propan-2-ylthioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C(C(C)C)=CC=C2 IKVYHNPVKUNCJM-UHFFFAOYSA-N 0.000 description 1
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- 239000004925 Acrylic resin Substances 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
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- CXULZGLNVWYJGQ-UHFFFAOYSA-N C1(=CC=CC=C1)C1=CC=2C(C3=CC=CC=C3SC2C(=C1)C1=CC=CC=C1)=O.C(=C)C1=CC=2C(C3=CC=CC=C3SC2C(=C1)C=C)=O Chemical compound C1(=CC=CC=C1)C1=CC=2C(C3=CC=CC=C3SC2C(=C1)C1=CC=CC=C1)=O.C(=C)C1=CC=2C(C3=CC=CC=C3SC2C(=C1)C=C)=O CXULZGLNVWYJGQ-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical class 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
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- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical class [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- NQSMEZJWJJVYOI-UHFFFAOYSA-N Methyl 2-benzoylbenzoate Chemical compound COC(=O)C1=CC=CC=C1C(=O)C1=CC=CC=C1 NQSMEZJWJJVYOI-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 150000008045 alkali metal halides Chemical class 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910001963 alkali metal nitrate Inorganic materials 0.000 description 1
- 229910000318 alkali metal phosphate Inorganic materials 0.000 description 1
- 229910052936 alkali metal sulfate Inorganic materials 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000004104 aryloxy group Chemical group 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 210000001772 blood platelet Anatomy 0.000 description 1
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- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical class [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- AIYUHDOJVYHVIT-UHFFFAOYSA-M caesium chloride Chemical compound [Cl-].[Cs+] AIYUHDOJVYHVIT-UHFFFAOYSA-M 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- 125000006165 cyclic alkyl group Chemical group 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000003745 diagnosis Methods 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- MLGFKQNIGKTEEV-UHFFFAOYSA-M diethyl(dimethyl)azanium;chloride Chemical compound [Cl-].CC[N+](C)(C)CC MLGFKQNIGKTEEV-UHFFFAOYSA-M 0.000 description 1
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 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 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- IZZSMHVWMGGQGU-UHFFFAOYSA-L disodium;2-methylidenebutanedioate Chemical compound [Na+].[Na+].[O-]C(=O)CC(=C)C([O-])=O IZZSMHVWMGGQGU-UHFFFAOYSA-L 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 210000003743 erythrocyte Anatomy 0.000 description 1
- VFRQEVIIBMUKCQ-UHFFFAOYSA-M ethyl-dimethyl-(2-prop-2-enoyloxyethyl)azanium;chloride Chemical compound [Cl-].CC[N+](C)(C)CCOC(=O)C=C VFRQEVIIBMUKCQ-UHFFFAOYSA-M 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 229920001973 fluoroelastomer Polymers 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 150000002366 halogen compounds Chemical class 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 229920003049 isoprene rubber Polymers 0.000 description 1
- 229940001447 lactate Drugs 0.000 description 1
- 210000000265 leukocyte Anatomy 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 229910000403 monosodium phosphate Inorganic materials 0.000 description 1
- 235000019799 monosodium phosphate Nutrition 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 150000002898 organic sulfur compounds Chemical class 0.000 description 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 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
- 235000021317 phosphate Nutrition 0.000 description 1
- 239000002953 phosphate buffered saline Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 229960004109 potassium acetate Drugs 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- 239000001508 potassium citrate Substances 0.000 description 1
- 229960002635 potassium citrate Drugs 0.000 description 1
- QEEAPRPFLLJWCF-UHFFFAOYSA-K potassium citrate (anhydrous) Chemical compound [K+].[K+].[K+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O QEEAPRPFLLJWCF-UHFFFAOYSA-K 0.000 description 1
- 235000011082 potassium citrates Nutrition 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- PHZLMBHDXVLRIX-UHFFFAOYSA-M potassium lactate Chemical compound [K+].CC(O)C([O-])=O PHZLMBHDXVLRIX-UHFFFAOYSA-M 0.000 description 1
- 239000001521 potassium lactate Substances 0.000 description 1
- 235000011085 potassium lactate Nutrition 0.000 description 1
- 229960001304 potassium lactate Drugs 0.000 description 1
- 239000004323 potassium nitrate Substances 0.000 description 1
- 235000010333 potassium nitrate Nutrition 0.000 description 1
- 229910000160 potassium phosphate Inorganic materials 0.000 description 1
- 235000011009 potassium phosphates Nutrition 0.000 description 1
- LLLCSBYSPJHDJX-UHFFFAOYSA-M potassium;2-methylprop-2-enoate Chemical compound [K+].CC(=C)C([O-])=O LLLCSBYSPJHDJX-UHFFFAOYSA-M 0.000 description 1
- QIFCIFLDTQJGHQ-UHFFFAOYSA-M potassium;2-phenylethenesulfonate Chemical compound [K+].[O-]S(=O)(=O)C=CC1=CC=CC=C1 QIFCIFLDTQJGHQ-UHFFFAOYSA-M 0.000 description 1
- YLQIJFPHMPTBGU-UHFFFAOYSA-M potassium;ethenesulfonate Chemical compound [K+].[O-]S(=O)(=O)C=C YLQIJFPHMPTBGU-UHFFFAOYSA-M 0.000 description 1
- CAIWJVGZTUAVLI-UHFFFAOYSA-M potassium;pent-4-enoate Chemical compound [K+].[O-]C(=O)CCC=C CAIWJVGZTUAVLI-UHFFFAOYSA-M 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 229910052701 rubidium Inorganic materials 0.000 description 1
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical class [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229960004249 sodium acetate Drugs 0.000 description 1
- 229940047670 sodium acrylate Drugs 0.000 description 1
- WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 description 1
- 229910000342 sodium bisulfate Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 229960001790 sodium citrate Drugs 0.000 description 1
- 235000011083 sodium citrates Nutrition 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- 239000001540 sodium lactate Substances 0.000 description 1
- 235000011088 sodium lactate Nutrition 0.000 description 1
- 229940005581 sodium lactate Drugs 0.000 description 1
- 239000004317 sodium nitrate Substances 0.000 description 1
- 235000010344 sodium nitrate Nutrition 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 235000011008 sodium phosphates Nutrition 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- FWFUWXVFYKCSQA-UHFFFAOYSA-M sodium;2-methyl-2-(prop-2-enoylamino)propane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(C)(C)NC(=O)C=C FWFUWXVFYKCSQA-UHFFFAOYSA-M 0.000 description 1
- SONHXMAHPHADTF-UHFFFAOYSA-M sodium;2-methylprop-2-enoate Chemical compound [Na+].CC(=C)C([O-])=O SONHXMAHPHADTF-UHFFFAOYSA-M 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
- WNAJIILVQHSJSC-UHFFFAOYSA-M sodium;pent-4-enoate Chemical compound [Na+].[O-]C(=O)CCC=C WNAJIILVQHSJSC-UHFFFAOYSA-M 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 229940117986 sulfobetaine Drugs 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical group S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- 125000005207 tetraalkylammonium group Chemical group 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- AIUAMYPYEUQVEM-UHFFFAOYSA-N trimethyl(2-prop-2-enoyloxyethyl)azanium Chemical compound C[N+](C)(C)CCOC(=O)C=C AIUAMYPYEUQVEM-UHFFFAOYSA-N 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
Classifications
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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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/02—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polycarbonates or saturated polyesters
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- A—HUMAN NECESSITIES
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- 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
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- A61L29/00—Materials for catheters, medical tubing, cannulae, or endoscopes or for coating catheters
- A61L29/08—Materials for coatings
- A61L29/085—Macromolecular materials
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- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
- A61L31/04—Macromolecular materials
- A61L31/048—Macromolecular materials obtained by reactions only involving carbon-to-carbon unsaturated bonds
- A61L31/049—Rubbers
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- A—HUMAN NECESSITIES
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- 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
- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
- A61L31/08—Materials for coatings
- A61L31/10—Macromolecular materials
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- A—HUMAN NECESSITIES
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- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
- A61L31/14—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
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- 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
- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
- A61L31/14—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
- A61L31/16—Biologically active materials, e.g. therapeutic substances
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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
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- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
-
- 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
- C08F257/00—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00
- C08F257/02—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00 on to polymers of styrene or alkyl-substituted styrenes
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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
- C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
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Abstract
Description
前記アルカリ金属塩は、塩化ナトリウム及び/又は塩化カリウムであることが好ましい。
ここで、前記アルカリ金属塩含有モノマーは、アクリル酸、メタクリル酸、イタコン酸、3−ビニルプロピオン酸、ビニルスルホン酸、2−スルホエチル(メタ)アクリレート、3−スルホプロピル(メタ)アクリレート、2−アクリルアミド−2−メチルプロパンスルホン酸、又はスチレンスルホン酸のアルカリ金属塩の少なくとも1種であることが好ましい。
ここで、前記ハロゲン含有モノマーは、窒素含有モノマーであることが好ましい。
前記窒素含有モノマーは、2−(メタクロイルオキシ)エチルトリメチルアンモニウム・クロリド及び/又は2−(アクリロイルオキシ)エチルトリメチルアンモニウム・クロリドであることが好ましい。
前記親水性モノマーの含有液が重合禁止剤を含むもので、該重合禁止剤の存在下で重合させることが好ましい。
本発明は、前記表面改質方法により得られる、血液及び体液中のタンパク質や細胞を接着・吸着しにくい表面改質体に関する。
本発明は、前記表面改質方法により得られる、血液及び体液中の特定のタンパク質や細胞を選択的に接着・吸着しやすい表面改質体に関する。
本発明は、前記表面改質方法により三次元形状の固体表面の少なくとも一部が改質された表面改質体に関する。
本発明は、前記表面改質方法により改質された表面を少なくとも一部に有する医療・医用基盤に関する。
本発明は、前記表面改質方法により改質された表面を少なくとも一部に有する医療・医用フィルターに関する。
本発明は、前記表面改質方法により改質された表面を少なくとも一部に有する医療・医用流路に関する。
本発明はまた、前記表面改質方法により改質された表面を少なくとも一部に有する医療・医用チューブに関する。
ポリエチレンテレフタレート(PET)の改質対象物表面にベンゾフェノンの3wt%アセトン溶液を塗布して、ベンゾフェノンを吸着させ、乾燥した。その後、365nmの波長を持つLED光(5mW/cm2)を60分照射した。その際、改質対象物を回転させて、全面に光が照射されるようにした。
その後、アクリルアミド水溶液(1.25M)に塩化ナトリウム濃度が1.5Mになるように添加・調整した水溶液の入ったガラス反応容器に浸漬し、ゴムで蓋をし、アルゴンガスを導入して120分間バブリングをし、酸素を追い出した。ガラス反応容器を回転させながら、365nmの波長を持つLED光を30分照射してラジカル重合を行い、PET表面にポリマー鎖を成長させ、表面改質体(ポリマーブラシ)を得た。
PETの改質対象物表面にベンゾフェノンの3wt%アセトン溶液を塗布して、ベンゾフェノンを吸着させ、乾燥した。
その後、アクリルアミド水溶液(1.25M)に塩化ナトリウム濃度が1.5Mになるように添加・調整した水溶液の入ったガラス反応容器に浸漬し、ゴムで蓋をし、アルゴンガスを導入して120分間バブリングをし、酸素を追い出した。ガラス反応容器を回転させながら、365nmの波長を持つLED光を30分照射してラジカル重合を行い、PET表面にポリマー鎖を成長させ、表面改質体(ポリマーブラシ)を得た。
ベンゾフェノンを0.015wt%になるように溶かした水を用いて、アクリルアミド水溶液濃度が1.25M、塩化ナトリウム濃度が1.5Mになるように添加・調整した水溶液を作製し、その水溶液が入ったガラス反応容器にPETの改質対象物表面を浸漬し、ゴムで蓋をし、アルゴンガスを導入して120分間バブリングをし、酸素を追い出した。ガラス反応容器を回転させながら、365nmの波長を持つLED光を30分照射してラジカル重合を行い、PET表面にポリマー鎖を成長させ、表面改質体を得た。
塩化ナトリウム1.5Mを塩化カリウム0.75Mに変えて、照射時間を60分にした以外は、実施例1と同様にして表面改質体(ポリマーブラシ)を得た。
アクリルアミドを2−メトキシエチルアクリレートに変更した以外は、実施例2と同様にして表面改質体を得た。
アクリルアミドを2―メトキシエチルアクリレートに変更した以外は、実施例3と同様にして表面改質体を得た。
アクリルアミドを2―メトキシエチルアクリレートに変更した以外は、実施例4と同様にして表面改質体を得た。
アクリルアミドを2−(メタ)アクリロイルオキシエチルホスホリルコリンに変更した以外は、実施例2と同様にして表面改質体を得た。
アクリルアミドを2−(メタクロイルオキシ)エチルトリメチルアンモニウム・クロリドに変更した以外は、実施例2と同様にして表面改質体を得た。
アクリルアミドを3−スルホプロピルメタクリル酸カリウムに変更した以外は、実施例2と同様にして表面改質体を得た。
PETの改質対象物表面にベンゾフェノンの3wt%アセトン溶液を塗布して、ベンゾフェノンを吸着させ、乾燥した。
その後、2−メトキシエチルアクリレート水溶液(1.25M)に塩化ナトリウム濃度が1.5Mになるように添加・調整した水溶液を塗布し、表面にガラスを被せて覆った。
次いで、ガラスの上から、365nmの波長を持つLED光を30分照射してラジカル重合を行い、PET表面にポリマー鎖を成長させ、表面改質体(ポリマーブラシ)を得た。
PETに代えてPS(ポリスチレン)を用いた以外は、実施例5と同様にして表面改質体を得た。
PETに代えてアクリル樹脂を用いた以外は、実施例5と同様にして表面改質体を得た。
PETにベンゾフェノンを吸着させる前に、低圧水銀ランプ(185nmと254nmに強度の高いスペクトルを有する)を5分照射して表面を親水化した以外は、実施例5と同様にして表面改質体を得た。
PETにベンゾフェノンを吸着させる前に、低圧水銀ランプ(185nmと254nmに強度の高いスペクトルを有する)を5分照射して表面を親水化した以外は、実施例6と同様にして表面改質体を得た。
PETそのものを用いた。
ポリエチレンテレフタレート(PET)の改質対象物表面にベンゾフェノンの3wt%ア
セトン溶液を塗布して、ベンゾフェノンを吸着させ、乾燥した。その後、365nmの波
長を持つLED光(5mW/cm2)を60分照射した。その際、改質対象物を回転させ
て、全面に光が照射されるようにした。
その後、アクリルアミド水溶液(1.25M)の入ったガラス反応容器に浸漬し、ゴムで蓋をし、アルゴンガスを導入して120分間バブリングをし、酸素を追い出した。ガラス反応容器を回転させながら、365nmの波長を持つLED光を300分照射してラジカル重合を行い、PET表面にポリマー鎖を成長させ、表面改質体を得た。
試料(表面改質体)の表面を1mg/mlのウシ血清アルブミン(BSA)溶液に接触させ、37℃で3時間静置した。試料表面をリン酸緩衝生理食塩水で軽く洗浄し、タンパク質吸着試料とした。タンパク質吸着試料全量を50ml用遠沈管に入れ、JIS T9010:1999「ゴム製品の生物学的安全性に関する試験方法」の3.6項水溶性タンパク質に記載の方法に従って、試料表面に吸着したタンパク質を抽出した。得られたタンパク質に0.1mol/l水酸化ナトリウム水溶液0.5mlを正確に加えて溶解し、試料溶液とした。また、試料を入れずに同じ操作を行ったものを操作ブランクとした。
試料溶液及び標準溶液(BSA溶液(5〜100μg/ml))0.2mlを正確にとり、Lowry法によりタンパク量を定量した。標準溶液のBSA濃度(μg/ml)と吸光度から検量線を作成し、それを用いて試料溶液1mlあたりのタンパク濃度(μg/ml)を算出し、その値を表面改質体の面積当たりの値に換算した。
タンパク質吸着試験を行い、その後、表面を70℃のお湯につけて洗浄して、タンパク質を落とした。この吸着・洗浄を10回繰り返した後、再度タンパク質吸着試験を行い、耐久後のタンパク質吸着量及び初期吸着量からの増加率を算出した。
Claims (24)
- 加硫ゴム又は熱可塑性樹脂を改質対象物とする表面改質方法であって、
前記改質対象物の表面に重合開始点を形成する工程1と、
前記重合開始点を起点にして、アルカリ金属塩の存在下で、300〜400nmのUV光を照射して親水性モノマーをラジカル重合させ、前記改質対象物の表面にポリマー鎖を成長させる工程2とを含む表面改質方法。 - 加硫ゴム又は熱可塑性樹脂を改質対象物とする表面改質方法であって、
光重合開始剤及びアルカリ金属塩の存在下で、300〜400nmのUV光を照射して親水性モノマーをラジカル重合させ、前記改質対象物の表面にポリマー鎖を成長させる工程Iを含む表面改質方法。 - 前記工程1は、前記改質対象物の表面に光重合開始剤を吸着させ、又は更に300〜400nmのUV光を照射し、前記表面上の光重合開始剤から重合開始点を形成させるものである請求項1記載の表面改質方法。
- 前記工程1又は前記工程Iの前に、前記改質対象物の表面に160〜300nmの光を照射して、該表面を親水化する工程を含む請求項1〜3のいずれかに記載の表面改質方法。
- 前記光重合開始剤は、ベンゾフェノン系化合物及び/又はチオキサントン系化合物である請求項2〜4のいずれかに記載の表面改質方法。
- 前記アルカリ金属塩は、塩化ナトリウム及び/又は塩化カリウムである請求項1〜5のいずれかに記載の表面改質方法。
- 前記光照射時又は光照射前に反応容器、反応筒及び反応液に不活性ガスを導入し、不活性ガス雰囲気に置換して重合させる請求項1〜6のいずれかに記載の表面改質方法。
- 前記工程2又は前記工程Iにおける前記親水性モノマーのラジカル重合は、前記改質対象物の表面に前記親水性モノマーの含有液を塗工又は噴霧した後、該塗工又は噴霧を施した改質対象物を透明なガラス又は樹脂で覆い、更に該透明なガラス又は樹脂上から前記UV光を照射し、ラジカル重合させるものである請求項1〜7のいずれかに記載の表面改質方法。
- 前記親水性モノマーは、アクリル酸、アクリル酸エステル、アクリル酸アルカリ金属塩、アクリル酸アミン塩、メタクリル酸、メタクリル酸エステル、メタクリル酸アルカリ金属塩、メタクリル酸アミン塩、アクリロニトリル、アクリルアミド、ジメチルアクリルアミド、ジエチルアクリルアミド、イソプロピルアクリルアミド、ヒドロキシエチルアクリルアミド、メトキシエチルアクリルアミド、アクリロイルモルホリン、メタクリルアミド、ジメチルメタクリルアミド、ジエチルメタクリルアミド、イソプロピルメタクリルアミド、ヒドロキシエチルメタクリルアミド、メトキシエチルメタクリルアミド、及びメタクリロイルモルホリンからなる群より選択される少なくとも1種である請求項1〜8のいずれかに記載の表面改質方法。
- 前記親水性モノマーは、アルカリ金属塩含有モノマーである請求項1〜8のいずれかに記載の表面改質方法。
- 前記アルカリ金属塩含有モノマーは、アクリル酸、メタクリル酸、イタコン酸、3−ビニルプロピオン酸、ビニルスルホン酸、2−スルホエチル(メタ)アクリレート、3−スルホプロピル(メタ)アクリレート、2−アクリルアミド−2−メチルプロパンスルホン酸、又はスチレンスルホン酸のアルカリ金属塩の少なくとも1種である請求項10記載の表面改質方法。
- 前記親水性モノマーは、ハロゲン含有モノマーである請求項1〜8のいずれかに記載の表面改質方法。
- 前記ハロゲン含有モノマーは、窒素含有モノマーである請求項12記載の表面改質方法。
- 前記窒素含有モノマーは、2−(メタクロイルオキシ)エチルトリメチルアンモニウム・クロリド及び/又は2−(アクリロイルオキシ)エチルトリメチルアンモニウム・クロリドである請求項13記載の表面改質方法。
- 前記親水性モノマーは、双性イオン性モノマーである請求項1〜8のいずれかに記載の表面改質方法。
- 前記親水性モノマーの含有液が重合禁止剤を含むもので、該重合禁止剤の存在下で重合させる請求項1〜15のいずれかに記載の表面改質方法。
- 請求項1〜16のいずれかに記載の表面改質方法により得られる表面改質体。
- 請求項1〜16のいずれかに記載の表面改質方法により得られる、血液及び体液中のタンパク質や細胞を接着・吸着しにくい表面改質体。
- 請求項1〜16のいずれかに記載の表面改質方法により得られる、血液及び体液中の特定のタンパク質や細胞を選択的に接着・吸着しやすい表面改質体。
- 請求項1〜16のいずれかに記載の表面改質方法により三次元形状の固体表面の少なくとも一部が改質された表面改質体。
- 請求項1〜16のいずれかに記載の表面改質方法により改質された表面を少なくとも一部に有する医療・医用基盤。
- 請求項1〜16のいずれかに記載の表面改質方法により改質された表面を少なくとも一部に有する医療・医用フィルター。
- 請求項1〜16のいずれかに記載の表面改質方法により改質された表面を少なくとも一部に有する医療・医用流路。
- 請求項1〜16のいずれかに記載の表面改質方法により改質された表面を少なくとも一部に有する医療・医用チューブ。
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JP2015153487A JP6551022B2 (ja) | 2015-08-03 | 2015-08-03 | 表面改質方法及び表面改質体 |
EP16177124.1A EP3127948B1 (en) | 2015-08-03 | 2016-06-30 | Surface modification method and surface-modified body |
US15/201,874 US10214608B2 (en) | 2015-08-03 | 2016-07-05 | Surface modification method and surface-modified body |
CN201610613469.1A CN106397822A (zh) | 2015-08-03 | 2016-07-29 | 表面改性方法以及表面改性体 |
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JP6362224B2 (ja) | 2016-05-09 | 2018-07-25 | 住友ゴム工業株式会社 | 表面改質方法 |
US11326035B2 (en) * | 2018-02-05 | 2022-05-10 | Earth Corporation | Method for selectively binding target molecule to polymer molded body and method for producing target molecule-bound polymer molded body using the same |
CN111184914B (zh) * | 2020-02-17 | 2021-10-15 | 四川大学 | 一种功能化脱细胞基质生物材料及其制备方法和应用 |
CN111634093A (zh) * | 2020-06-11 | 2020-09-08 | 中国科学院长春应用化学研究所 | 高阻隔聚氯乙烯-聚乙烯复合片材及其制备方法与应用 |
CN116217792A (zh) * | 2022-12-03 | 2023-06-06 | 西北工业大学 | 一种超亲吸水材料及耐久性润湿梯度表面的制备方法 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH1017688A (ja) * | 1996-07-08 | 1998-01-20 | Sekisui Chem Co Ltd | 基材の表面処理方法 |
WO2014203668A1 (ja) * | 2013-06-20 | 2014-12-24 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質体 |
JP2015502438A (ja) * | 2011-12-14 | 2015-01-22 | センプラス・バイオサイエンシーズ・コーポレイションSemprus Biosciences Corp. | コンタクトレンズ改質のための高イオン強度プロセス |
Family Cites Families (111)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1120804A (en) | 1965-01-13 | 1968-07-24 | Richard George Christopher Jen | Method of reducing the coefficient of friction of elastomer surfaces |
US3418066A (en) | 1966-11-08 | 1968-12-24 | Eastman Kodak Co | Surface oxidation and treatment of polymers |
US5154727A (en) | 1981-01-07 | 1992-10-13 | Intera Corporation | Process for improving polymer fiber properties and fibers produced thereby |
JPS60221410A (ja) | 1984-04-19 | 1985-11-06 | Nippon Oil & Fats Co Ltd | 高分子材料の表面改質方法 |
JPS61209667A (ja) | 1985-03-13 | 1986-09-17 | 株式会社 日本メデイカル・サプライ | 摺動性の優れた注射器 |
JPH084618B2 (ja) | 1985-10-14 | 1996-01-24 | 義人 筏 | 抗血栓性材料の製造法 |
JPS6392658A (ja) | 1986-10-07 | 1988-04-23 | Bio Material Yunibaasu:Kk | 高分子表面改質のための空気酸素溶存下におけるラジカル重合法 |
US5100689A (en) | 1987-04-10 | 1992-03-31 | University Of Florida | Surface modified surgical instruments, devices, implants, contact lenses and the like |
JPH07100744B2 (ja) | 1990-11-30 | 1995-11-01 | テルモ株式会社 | 湿潤時に表面が潤滑性を有する医療用具およびその製造方法 |
JPH0543634A (ja) | 1991-06-06 | 1993-02-23 | Takeda Chem Ind Ltd | グラフト重合体 |
GB9118597D0 (en) | 1991-08-30 | 1991-10-16 | Biocompatibles Ltd | Polymer treatments |
JP3131950B2 (ja) | 1991-09-19 | 2001-02-05 | 株式会社ニッショー | 血管カテーテルの製造方法 |
JPH081793A (ja) | 1991-11-26 | 1996-01-09 | Polytec Design:Kk | 光重合物質を用いたゴム成型物の硬化方法 |
JPH0780295B2 (ja) | 1991-12-26 | 1995-08-30 | 住友ゴム工業株式会社 | 印刷用オフセットブランケット |
JPH0625450A (ja) | 1992-03-11 | 1994-02-01 | Sumitomo Rubber Ind Ltd | 表面改質ゴム製品とその製造方法 |
DE4208793A1 (de) | 1992-03-19 | 1993-09-23 | Bayer Ag | Polymerharze und deren verwendung |
US5414075A (en) | 1992-11-06 | 1995-05-09 | Bsi Corporation | Restrained multifunctional reagent for surface modification |
DE19709075A1 (de) | 1997-03-06 | 1998-09-10 | Huels Chemische Werke Ag | Verfahren zur Herstellung antimikrobieller Kunststoffe |
US5688252A (en) | 1994-09-30 | 1997-11-18 | Takeda Chemical Industries, Ltd. | Syringe |
JP3658806B2 (ja) | 1995-07-20 | 2005-06-08 | 大日本インキ化学工業株式会社 | 紫外線硬化型組成物 |
JPH0967457A (ja) | 1995-08-31 | 1997-03-11 | Kureha Elastomer Kk | 親水性シリコーンゴムフィルムの製法 |
JPH09108359A (ja) | 1995-10-16 | 1997-04-28 | Terumo Corp | カテーテル |
JPH09313594A (ja) | 1996-05-30 | 1997-12-09 | Terumo Corp | カテーテル及びその製造方法 |
JP3141790B2 (ja) | 1996-09-20 | 2001-03-05 | 東洋インキ製造株式会社 | 活性エネルギー線照射方法および活性エネルギー線照射物 |
CA2236672A1 (en) | 1996-09-04 | 1998-03-12 | Toyo Ink Manufacturing Co., Ltd. | Electron beam irradiation process and an object irradiated with an electron beam |
US5855623A (en) | 1996-09-20 | 1999-01-05 | Intera Technologies, Inc. | Process for improving polyamide, acrylic, aramid, cellulosic and polyester properties, and modified polymers produced thereby |
US5885566A (en) | 1996-09-25 | 1999-03-23 | University Of Florida | Surface modified surgical instruments, medical devices, implants, contact lenses and the like |
ATE201031T1 (de) | 1997-04-14 | 2001-05-15 | Degussa | Verfahren zur modifizierung der oberfläche von polymersubstraten durch pfropfpolymerisation |
GB2325467B (en) | 1997-05-21 | 2000-11-01 | Dainippon Ink & Chemicals | Process for producing material with hydrophilic surface |
JPH11192305A (ja) | 1997-12-26 | 1999-07-21 | Nippon Zeon Co Ltd | バルーンカテーテルおよびその製造方法 |
US6228172B1 (en) | 1998-10-29 | 2001-05-08 | The Boc Group Plc | Tumble coating |
JP2000273229A (ja) | 1999-03-25 | 2000-10-03 | Nitto Denko Corp | 親水化した疎水性基材の製造方法 |
DE19921900A1 (de) | 1999-05-12 | 2000-11-16 | Creavis Tech & Innovation Gmbh | Verfahren zur Herstellung inhärent mikrobizider Polymeroberflächen |
JP4292634B2 (ja) | 1999-07-21 | 2009-07-08 | 凸版印刷株式会社 | 反射防止積層体の製造方法 |
JP2001046956A (ja) | 1999-08-10 | 2001-02-20 | Dainippon Ink & Chem Inc | 硬化被膜形成方法及び硬化被膜塗布物 |
US6358557B1 (en) | 1999-09-10 | 2002-03-19 | Sts Biopolymers, Inc. | Graft polymerization of substrate surfaces |
JP2001095621A (ja) | 1999-09-29 | 2001-04-10 | Nishikawa Rubber Co Ltd | 化粧用塗布具の表面処理方法 |
JP3945982B2 (ja) | 2000-11-13 | 2007-07-18 | 独立行政法人科学技術振興機構 | ナノ構造機能体 |
DE60201889T2 (de) | 2001-02-28 | 2006-04-06 | Covalon Technologies Inc., , Mississauga | Verfahren zur herstellung antimikrobieller polymeroberflächen |
US7211625B2 (en) | 2001-04-04 | 2007-05-01 | Kaneka Corporation | Thermoplastic resin composition and elastomer composition |
JP4671214B2 (ja) | 2001-06-20 | 2011-04-13 | 藤倉ゴム工業株式会社 | ゴムの表面改質方法 |
EP1572896A4 (en) * | 2001-07-30 | 2006-06-07 | Angiotech Biocoatings Corp | PFROPFPOLYMERMATRIZES |
US7348055B2 (en) | 2001-12-21 | 2008-03-25 | Surmodics, Inc. | Reagent and method for providing coatings on surfaces |
CN1279984C (zh) | 2002-02-15 | 2006-10-18 | Cv医药有限公司 | 用于医用装置的聚合物涂层 |
US7008979B2 (en) | 2002-04-30 | 2006-03-07 | Hydromer, Inc. | Coating composition for multiple hydrophilic applications |
EP1382628A1 (en) | 2002-07-16 | 2004-01-21 | Polyganics B.V. | Biodegradable phase separated segmented/block co-polyesters |
JP2004298220A (ja) | 2003-03-28 | 2004-10-28 | Terumo Corp | プレフィルドシリンジ |
JP3849673B2 (ja) | 2003-06-10 | 2006-11-22 | セイコーエプソン株式会社 | 防汚性眼鏡レンズ |
DE10331450A1 (de) | 2003-07-10 | 2005-01-27 | Basf Ag | (Meth)acrylsäureester monoalkoxilierter Polyole und deren Herstellung |
US6995222B2 (en) | 2003-12-17 | 2006-02-07 | 3M Innovative Properties Company | Coating compositions with reactive fluorinated copolymers having pendant perfluoropolyether groups |
JP2005208290A (ja) | 2004-01-22 | 2005-08-04 | Konica Minolta Opto Inc | 防汚性光学薄膜、防汚性反射防止フィルム及びそれを用いた偏光板、表示装置 |
JP2005253538A (ja) | 2004-03-09 | 2005-09-22 | Sekisui Chem Co Ltd | 真空採血管 |
JP4523532B2 (ja) | 2004-10-07 | 2010-08-11 | 株式会社リコー | 電子写真感光体、並びに画像形成方法、画像形成装置及びプロセスカートリッジ |
JP3742647B2 (ja) | 2005-03-23 | 2006-02-08 | 積水化学工業株式会社 | 基材の表面処理方法 |
JP2007077286A (ja) | 2005-09-14 | 2007-03-29 | Mitsubishi Cable Ind Ltd | 含フッ素系エラストマーの表面改質方法及び該方法で表面改質された含フッ素系エラストマー、並びに、該表面改質された含フッ素系エラストマーを用いたシール材及びシール |
JP2007119563A (ja) | 2005-10-27 | 2007-05-17 | Kaneka Corp | 含フッ素(メタ)アクリル酸エステル系重合体、及びその製造方法 |
JP4496434B2 (ja) | 2005-11-24 | 2010-07-07 | 信越化学工業株式会社 | 多官能(メタ)アクリレート化合物、光硬化性樹脂組成物及び物品 |
WO2007065720A2 (en) | 2005-12-09 | 2007-06-14 | Dsm Ip Assets B.V. | Hydrophilic coating composition for urinary catheter |
US20080312377A1 (en) | 2005-12-16 | 2008-12-18 | Arkema, Inc. | Low Surface Energy Block Copolymer Preparation Methods and Applications |
WO2007072613A1 (ja) | 2005-12-22 | 2007-06-28 | Kraton Jsr Elastomers K.K. | エラストマー構成体およびそれを用いた感光性組成物 |
JP4963838B2 (ja) | 2006-02-06 | 2012-06-27 | 京セラメディカル株式会社 | 低摩耗性摺動部材及びそれを用いた人工関節 |
JP2008024091A (ja) | 2006-07-19 | 2008-02-07 | Mitsuba Corp | 表面改質されたブレードラバー、ワイパ装置およびブレードラバーの表面改質方法 |
JP4797904B2 (ja) | 2006-09-19 | 2011-10-19 | セイコーエプソン株式会社 | 防汚性物品の製造方法、および防汚性物品 |
EP1918307A3 (en) | 2006-10-30 | 2010-01-20 | The Yokohama Rubber Co., Ltd. | Thermoplastic elastomer and thermoplastic elastomer composition |
FR2907915B1 (fr) | 2006-10-31 | 2009-01-23 | Essilor Int | Article d'optique comportant un revetement anti-salissure |
JP5241504B2 (ja) | 2006-10-31 | 2013-07-17 | 株式会社ニコン・エシロール | 眼鏡レンズ及びその製造方法 |
CN101372538B (zh) | 2007-08-21 | 2012-08-29 | 北京万和芯源生物技术有限公司 | 紫外光辅助的表面改性方法及具有由此方法形成的表面的制品 |
JP2009138169A (ja) | 2007-12-06 | 2009-06-25 | Sunrise Msi Corp | 紫外線硬化型接着剤組成物 |
JP4912344B2 (ja) | 2008-03-21 | 2012-04-11 | 富士フイルム株式会社 | バリア性積層体とその製造方法、バリア性フィルム基板、デバイスおよび光学部材 |
JP2009227842A (ja) | 2008-03-24 | 2009-10-08 | Sekisui Plastics Co Ltd | 高分子ゲル製造方法 |
US8637162B2 (en) | 2008-04-01 | 2014-01-28 | The United States Of America As Represented By The Secretary Of The Air Force | Layers durably bonded to surfaces |
WO2009127514A1 (en) | 2008-04-17 | 2009-10-22 | Basf Se | Stabilization and surface modification of organic materials |
JP2010023710A (ja) | 2008-07-22 | 2010-02-04 | Mitsuba Corp | ブレードラバーの製造方法およびワイパブレード |
US8795841B2 (en) | 2008-11-21 | 2014-08-05 | Japan Medical Materials Corporation | Graft polymerization method and product obtained thereby |
JP2010142537A (ja) | 2008-12-22 | 2010-07-01 | Yoshinari Umemura | 歯科インプラント手術用のサージカルガイド |
JP2010142573A (ja) | 2008-12-22 | 2010-07-01 | Coki Engineering Inc | シリンジ用ガスケット及びその製造方法並びに該ガスケットを用いたプレフィルドシリンジ |
JP5265335B2 (ja) | 2008-12-24 | 2013-08-14 | ディーエイチ・マテリアル株式会社 | ラジカル重合性組成物 |
JP5577502B2 (ja) | 2009-03-16 | 2014-08-27 | 富山県 | 機能性マイクロチップおよびその製造方法 |
JP2010229180A (ja) | 2009-03-25 | 2010-10-14 | Kagawa Univ | 撥水性弾性体組成物、その製造方法及びそれを用いた摩擦部材 |
EP2431150B1 (en) | 2009-05-12 | 2017-08-23 | Daikin Industries, Ltd. | Transfer sheet and process for producing same |
CN101565489B (zh) | 2009-06-02 | 2011-05-11 | 中山大学 | 一种表面温敏性的聚苯乙烯的制备方法 |
JP5526321B2 (ja) | 2009-08-24 | 2014-06-18 | 独立行政法人 宇宙航空研究開発機構 | 宇宙空間用硬化性組成物、宇宙空間用硬化物、及び、宇宙空間用複合膜 |
US8299139B1 (en) | 2009-09-08 | 2012-10-30 | Ovation Polymer Technology And Engineered Materials, Inc. | Process and reactor for synthesis of ultra-high molecular weight acrylic polymers |
JP5503239B2 (ja) | 2009-09-25 | 2014-05-28 | 株式会社朝日Fr研究所 | シリンジ用ガスケットに摺動性被膜を形成する方法、摺動性被膜が形成されたシリンジ用ガスケット、及びプレフィルドシリンジ |
ES2532010T3 (es) | 2009-09-29 | 2015-03-23 | Covalon Technologies Inc. | Sistema y procedimiento para el recubrimiento de dispositivos médicos |
JP5477071B2 (ja) | 2010-03-12 | 2014-04-23 | ニプロ株式会社 | 湿潤時に潤滑性を有する医療用具 |
JP4941794B2 (ja) | 2010-03-12 | 2012-05-30 | 等 金澤 | 医療用器材 |
JP5418321B2 (ja) | 2010-03-12 | 2014-02-19 | 株式会社豊田自動織機 | 車両用部材及びその製造方法 |
JP2011219520A (ja) | 2010-04-05 | 2011-11-04 | Yokohama Rubber Co Ltd:The | 表面改質ゴム成形体の製造方法 |
US20120021151A1 (en) | 2010-04-15 | 2012-01-26 | Tatarka Paul D | Transparent, Flexible Products Made With Partially Crystalline Cycloolefin Elastomer |
JP5477160B2 (ja) | 2010-05-20 | 2014-04-23 | 信越化学工業株式会社 | 含フッ素(メタ)アクリル変性有機ケイ素化合物及びこれを含む硬化性組成物 |
JP6474540B2 (ja) | 2010-11-17 | 2019-02-27 | 国立大学法人山形大学 | 溶液から細胞を分離する細胞分離方法、細胞吸着用水和性組成物、および細胞分離システム |
JP5688100B2 (ja) | 2010-12-27 | 2015-03-25 | 住友ゴム工業株式会社 | 表面改質方法、表面改質弾性体、注射器用ガスケット、注射器およびタイヤ |
JP5634287B2 (ja) | 2011-02-07 | 2014-12-03 | Dicグラフィックス株式会社 | 紫外線発光ダイオード硬化性インキ |
CN103582659B (zh) | 2011-06-03 | 2015-11-25 | 住友橡胶工业株式会社 | 表面改性方法以及表面改性弹性体 |
CN202427397U (zh) | 2011-12-15 | 2012-09-12 | 连云港通元机械有限公司 | 搅拌釜 |
JP5763564B2 (ja) | 2012-02-01 | 2015-08-12 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
JP5763565B2 (ja) | 2012-02-02 | 2015-08-12 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
JP5945927B2 (ja) | 2012-03-30 | 2016-07-05 | 大日本印刷株式会社 | 保護層転写シートの製造方法 |
JP2013237802A (ja) | 2012-05-16 | 2013-11-28 | Sumitomo Rubber Ind Ltd | 表面改質方法及び表面改質弾性体 |
JP5812935B2 (ja) | 2012-05-16 | 2015-11-17 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
JP6017881B2 (ja) | 2012-08-02 | 2016-11-02 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
JP6063167B2 (ja) | 2012-08-02 | 2017-01-18 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
JP6247216B2 (ja) | 2012-09-10 | 2017-12-13 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
JP5620456B2 (ja) | 2012-11-20 | 2014-11-05 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
JP6053482B2 (ja) | 2012-11-30 | 2016-12-27 | 住友ゴム工業株式会社 | 注射器用ガスケットの製造方法 |
JP5816222B2 (ja) * | 2013-04-25 | 2015-11-18 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
JP6282856B2 (ja) * | 2013-12-10 | 2018-02-21 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
JP5820489B2 (ja) * | 2014-01-06 | 2015-11-24 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
WO2016042912A1 (ja) | 2014-09-18 | 2016-03-24 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質弾性体 |
US9469738B1 (en) | 2015-06-04 | 2016-10-18 | Eastman Kodak Company | Foamed aqueous composition |
-
2015
- 2015-08-03 JP JP2015153487A patent/JP6551022B2/ja not_active Expired - Fee Related
-
2016
- 2016-06-30 EP EP16177124.1A patent/EP3127948B1/en active Active
- 2016-07-05 US US15/201,874 patent/US10214608B2/en active Active
- 2016-07-29 CN CN201610613469.1A patent/CN106397822A/zh active Pending
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH1017688A (ja) * | 1996-07-08 | 1998-01-20 | Sekisui Chem Co Ltd | 基材の表面処理方法 |
JP2015502438A (ja) * | 2011-12-14 | 2015-01-22 | センプラス・バイオサイエンシーズ・コーポレイションSemprus Biosciences Corp. | コンタクトレンズ改質のための高イオン強度プロセス |
WO2014203668A1 (ja) * | 2013-06-20 | 2014-12-24 | 住友ゴム工業株式会社 | 表面改質方法及び表面改質体 |
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