JP5949549B2 - 金属含有共重合体、その製造方法、防汚塗料用組成物、防汚塗料およびその塗膜を有する物品 - Google Patents
金属含有共重合体、その製造方法、防汚塗料用組成物、防汚塗料およびその塗膜を有する物品 Download PDFInfo
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- JP5949549B2 JP5949549B2 JP2012526772A JP2012526772A JP5949549B2 JP 5949549 B2 JP5949549 B2 JP 5949549B2 JP 2012526772 A JP2012526772 A JP 2012526772A JP 2012526772 A JP2012526772 A JP 2012526772A JP 5949549 B2 JP5949549 B2 JP 5949549B2
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- acid
- meth
- general formula
- metal
- divalent metal
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- 229910052751 metal Inorganic materials 0.000 title claims description 106
- 239000002184 metal Substances 0.000 title claims description 106
- 230000003373 anti-fouling effect Effects 0.000 title claims description 74
- 239000003973 paint Substances 0.000 title claims description 55
- 229920001577 copolymer Polymers 0.000 title claims description 52
- 239000000203 mixture Substances 0.000 title claims description 51
- 239000011248 coating agent Substances 0.000 title claims description 49
- 238000000576 coating method Methods 0.000 title claims description 49
- 238000000034 method Methods 0.000 title description 17
- 239000000178 monomer Substances 0.000 claims description 109
- 238000004519 manufacturing process Methods 0.000 claims description 40
- 229930195733 hydrocarbon Natural products 0.000 claims description 23
- 150000002430 hydrocarbons Chemical class 0.000 claims description 23
- 239000004215 Carbon black (E152) Substances 0.000 claims description 18
- 150000007524 organic acids Chemical group 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- 238000006116 polymerization reaction Methods 0.000 claims description 11
- NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 claims description 6
- 239000008199 coating composition Substances 0.000 claims description 4
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- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 42
- 239000002966 varnish Substances 0.000 description 27
- 229910052802 copper Inorganic materials 0.000 description 25
- 239000010949 copper Substances 0.000 description 25
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 24
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 23
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- 239000011701 zinc Substances 0.000 description 23
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 21
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- 239000011777 magnesium Substances 0.000 description 21
- 239000001384 succinic acid Substances 0.000 description 21
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 20
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 19
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 18
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 18
- 239000002904 solvent Substances 0.000 description 17
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- 239000002519 antifouling agent Substances 0.000 description 7
- RKYJPYDJNQXILT-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxycarbonyl)benzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(=O)OCCOC(=O)C=C RKYJPYDJNQXILT-UHFFFAOYSA-N 0.000 description 6
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- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 5
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- MHVJRKBZMUDEEV-APQLOABGSA-N (+)-Pimaric acid Chemical compound [C@H]1([C@](CCC2)(C)C(O)=O)[C@@]2(C)[C@H]2CC[C@](C=C)(C)C=C2CC1 MHVJRKBZMUDEEV-APQLOABGSA-N 0.000 description 4
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 description 4
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 4
- JPVKGOUOYQMHDD-UHFFFAOYSA-N 2-methyl-3-(2-methylprop-2-enoyloxy)propanoic acid Chemical compound OC(=O)C(C)COC(=O)C(C)=C JPVKGOUOYQMHDD-UHFFFAOYSA-N 0.000 description 4
- BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical compound CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 description 4
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 4
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- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 4
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 4
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- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 4
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- QEWYKACRFQMRMB-UHFFFAOYSA-N fluoroacetic acid Chemical compound OC(=O)CF QEWYKACRFQMRMB-UHFFFAOYSA-N 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
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- IHWGCXLDGQAROR-UHFFFAOYSA-N [Zn].C(C(=C)C)(=O)OCC(C(=O)O)C.C(C(=C)C)(=O)OCC(C(=O)O)C Chemical compound [Zn].C(C(=C)C)(=O)OCC(C(=O)O)C.C(C(=C)C)(=O)OCC(C(=O)O)C IHWGCXLDGQAROR-UHFFFAOYSA-N 0.000 description 1
- ICUFZSULXNQIRQ-UHFFFAOYSA-N [Zn].C(C=C)(=O)OCCC(=O)OCCOC(C=C)=O Chemical compound [Zn].C(C=C)(=O)OCCC(=O)OCCOC(C=C)=O ICUFZSULXNQIRQ-UHFFFAOYSA-N 0.000 description 1
- LPKVTVGEWQXTQO-UHFFFAOYSA-N [Zn].C(C=C)(=O)OCCC(C(=O)O)CCCCCCCCCCCCCCCC Chemical compound [Zn].C(C=C)(=O)OCCC(C(=O)O)CCCCCCCCCCCCCCCC LPKVTVGEWQXTQO-UHFFFAOYSA-N 0.000 description 1
- IRYJWLCOCXPOCI-UHFFFAOYSA-N [Zn].C(CCCCCCCCCCCCCCCCC)(=O)O.C(C=C)(=O)OC(C(=O)O)(C)C Chemical compound [Zn].C(CCCCCCCCCCCCCCCCC)(=O)O.C(C=C)(=O)OC(C(=O)O)(C)C IRYJWLCOCXPOCI-UHFFFAOYSA-N 0.000 description 1
- FXZRZRSJKYPYLK-UHFFFAOYSA-N [Zn].C(CCCCCCCCCCCCCCCCC)(=O)O.C(C=C)(=O)OC(C(=O)O)C Chemical compound [Zn].C(CCCCCCCCCCCCCCCCC)(=O)O.C(C=C)(=O)OC(C(=O)O)C FXZRZRSJKYPYLK-UHFFFAOYSA-N 0.000 description 1
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical class C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- CRQQGFGUEAVUIL-UHFFFAOYSA-N chlorothalonil Chemical compound ClC1=C(Cl)C(C#N)=C(Cl)C(C#N)=C1Cl CRQQGFGUEAVUIL-UHFFFAOYSA-N 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 description 1
- XTXGWYMYMGKUIQ-UHFFFAOYSA-L copper;butanedioate Chemical compound [Cu+2].[O-]C(=O)CCC([O-])=O XTXGWYMYMGKUIQ-UHFFFAOYSA-L 0.000 description 1
- LZJJVTQGPPWQFS-UHFFFAOYSA-L copper;propanoate Chemical compound [Cu+2].CCC([O-])=O.CCC([O-])=O LZJJVTQGPPWQFS-UHFFFAOYSA-L 0.000 description 1
- 239000006063 cullet Substances 0.000 description 1
- KRFJLUBVMFXRPN-UHFFFAOYSA-N cuprous oxide Chemical compound [O-2].[Cu+].[Cu+] KRFJLUBVMFXRPN-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 125000003438 dodecyl group Chemical group [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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- HDHLIWCXDDZUFH-UHFFFAOYSA-N irgarol 1051 Chemical compound CC(C)(C)NC1=NC(SC)=NC(NC2CC2)=N1 HDHLIWCXDDZUFH-UHFFFAOYSA-N 0.000 description 1
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 239000011133 lead Substances 0.000 description 1
- IKFXRZYJKHMHEU-UHFFFAOYSA-L magnesium 3-prop-2-enoyloxypropanoate Chemical compound C(C=C)(=O)OCCC(=O)[O-].[Mg+2].C(C=C)(=O)OCCC(=O)[O-] IKFXRZYJKHMHEU-UHFFFAOYSA-L 0.000 description 1
- UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical compound [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 description 1
- 239000011654 magnesium acetate Substances 0.000 description 1
- 235000011285 magnesium acetate Nutrition 0.000 description 1
- 229940069446 magnesium acetate Drugs 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 125000005641 methacryl group Chemical group 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229940017219 methyl propionate Drugs 0.000 description 1
- VYKXQOYUCMREIS-UHFFFAOYSA-N methylhexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21C VYKXQOYUCMREIS-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- ZQADNTPYZIZRRM-UHFFFAOYSA-L phenyl(dipyridin-2-yl)bismuth(2+);dichloride Chemical compound C=1C=CC=NC=1[Bi](Cl)(C=1N=CC=CC=1)(Cl)C1=CC=CC=C1 ZQADNTPYZIZRRM-UHFFFAOYSA-L 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- WJSXSXUHWBSPEP-UHFFFAOYSA-N pyridine;triphenylborane Chemical compound C1=CC=NC=C1.C1=CC=CC=C1B(C=1C=CC=CC=1)C1=CC=CC=C1 WJSXSXUHWBSPEP-UHFFFAOYSA-N 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000006104 solid solution Substances 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]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])C([H])([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
- 150000003440 styrenes Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical compound NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 description 1
- 230000001502 supplementing effect Effects 0.000 description 1
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical group [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 description 1
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
- BKINDZIPIKAJKH-UHFFFAOYSA-L zinc;cyclohexane-1,2-dicarboxylate Chemical compound [Zn+2].[O-]C(=O)C1CCCCC1C([O-])=O BKINDZIPIKAJKH-UHFFFAOYSA-L 0.000 description 1
- XDWXRAYGALQIFG-UHFFFAOYSA-L zinc;propanoate Chemical compound [Zn+2].CCC([O-])=O.CCC([O-])=O XDWXRAYGALQIFG-UHFFFAOYSA-L 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- 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
- C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L43/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium or a metal; Compositions of derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D143/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Coating compositions based on derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/16—Antifouling paints; Underwater paints
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Paints Or Removers (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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JP2011123308 | 2011-06-01 | ||
JP2011123308 | 2011-06-01 | ||
JP2011209375 | 2011-09-26 | ||
JP2011209375 | 2011-09-26 | ||
PCT/JP2012/064313 WO2012165628A1 (fr) | 2011-06-01 | 2012-06-01 | Copolymère à teneur en métal, procédé de fabrication de celui-ci, composition de peinture antisalissures, peinture antisalissures et article ayant un revêtement de celle-ci |
Publications (2)
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JPWO2012165628A1 JPWO2012165628A1 (ja) | 2015-02-23 |
JP5949549B2 true JP5949549B2 (ja) | 2016-07-06 |
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JP2012526772A Active JP5949549B2 (ja) | 2011-06-01 | 2012-06-01 | 金属含有共重合体、その製造方法、防汚塗料用組成物、防汚塗料およびその塗膜を有する物品 |
JP2012526773A Pending JPWO2012165618A1 (ja) | 2011-06-01 | 2012-06-01 | 金属含有重合性単量体およびその製造方法 |
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JP2012526773A Pending JPWO2012165618A1 (ja) | 2011-06-01 | 2012-06-01 | 金属含有重合性単量体およびその製造方法 |
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JP (2) | JP5949549B2 (fr) |
KR (2) | KR20140009558A (fr) |
CN (2) | CN103608366A (fr) |
WO (2) | WO2012165618A1 (fr) |
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KR101994061B1 (ko) * | 2016-07-01 | 2019-06-27 | 주고꾸 도료 가부시키가이샤 | 적층 방오 도막, 방오 기재 및 선박 |
CN109153840B (zh) | 2016-07-05 | 2021-08-10 | 三菱化学株式会社 | 含有聚合物的组合物以及防污涂料组合物 |
CN110607109B (zh) * | 2019-09-16 | 2021-08-03 | 浙江鱼童新材料股份有限公司 | 一种环保型防腐涂料及其制备方法 |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
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AU584199B2 (en) | 1985-05-17 | 1986-11-20 | Nippon Paint Co., Ltd. | A hydrolyzable resin composition and an antifouling coating composition containing the same |
JPH0625317B2 (ja) * | 1986-08-26 | 1994-04-06 | 日本ペイント株式会社 | 防汚塗料用球形崩壊型ビニル樹脂粒子 |
US5202450A (en) * | 1989-09-27 | 1993-04-13 | Jujo Paper Co., Ltd. | Phthalic acid derivative metal salt and shading and light-responsive plate containing the metal salt |
AU7469691A (en) * | 1990-03-08 | 1991-10-10 | Dsm N.V. | Radiation-curable liquid composition |
US6727304B2 (en) * | 2000-06-28 | 2004-04-27 | Mitsubishi Rayon Co., Ltd. | Metal-containing monomer dissolved mixture, metal-containing resin and antifouling paint composition |
JP2002105127A (ja) * | 2000-10-02 | 2002-04-10 | Nippon Shokubai Co Ltd | 金属塩をもつビニルモノマーを含む反応生成物およびこれを用いたポリマー |
JP2002105135A (ja) * | 2000-10-02 | 2002-04-10 | Nippon Shokubai Co Ltd | 金属塩をもつビニルモノマーを含む反応生成物およびこれを用いたポリマー |
JP4846093B2 (ja) | 2000-12-25 | 2011-12-28 | 三菱レイヨン株式会社 | 金属含有共重合体の製造方法 |
CN100473698C (zh) * | 2003-03-14 | 2009-04-01 | 三菱丽阳株式会社 | 防污涂料组合物 |
JP2006008730A (ja) * | 2004-06-22 | 2006-01-12 | Kyoeisha Chem Co Ltd | 油膜被覆鋼材と発泡した硬化エポキシ樹脂充填材との接着性の増強剤 |
KR100965733B1 (ko) * | 2005-09-01 | 2010-06-24 | 주고꾸 도료 가부시키가이샤 | 방오도료 조성물, 방오도막, 도막 부착 기재, 방오성 기재,기재 표면으로의 도막의 형성방법 및 기재의 방오방법 |
US20100278876A1 (en) * | 2005-12-28 | 2010-11-04 | Chugoku Marine Paints, Ltd. | High-solid antifouling paint composition, antifouling coating film, base material with coating film, antifouling base material, method for forming coating film on surface of base material, antifouling method for base material, and high-solid multi-package antifouling paint composition set |
DE102007034456A1 (de) * | 2007-07-20 | 2009-01-22 | Evonik Röhm Gmbh | Beschichtungsformulierung mit verbesserter Metallhaftung |
JP5497351B2 (ja) * | 2009-07-10 | 2014-05-21 | 三菱レイヨン株式会社 | 防汚塗料用金属含有共重合体の製造方法および防汚塗料組成物 |
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2012
- 2012-06-01 WO PCT/JP2012/064285 patent/WO2012165618A1/fr active Application Filing
- 2012-06-01 JP JP2012526772A patent/JP5949549B2/ja active Active
- 2012-06-01 JP JP2012526773A patent/JPWO2012165618A1/ja active Pending
- 2012-06-01 KR KR1020137032793A patent/KR20140009558A/ko not_active Application Discontinuation
- 2012-06-01 WO PCT/JP2012/064313 patent/WO2012165628A1/fr active Application Filing
- 2012-06-01 CN CN201280029125.6A patent/CN103608366A/zh active Pending
- 2012-06-01 KR KR1020137032792A patent/KR101668909B1/ko active IP Right Grant
- 2012-06-01 CN CN201280026999.6A patent/CN103582657B/zh active Active
Also Published As
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---|---|
KR101668909B1 (ko) | 2016-10-24 |
CN103582657A (zh) | 2014-02-12 |
WO2012165628A1 (fr) | 2012-12-06 |
KR20140009558A (ko) | 2014-01-22 |
JPWO2012165628A1 (ja) | 2015-02-23 |
CN103582657B (zh) | 2016-08-17 |
CN103608366A (zh) | 2014-02-26 |
KR20140009557A (ko) | 2014-01-22 |
JPWO2012165618A1 (ja) | 2015-02-23 |
WO2012165618A1 (fr) | 2012-12-06 |
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