NO333694B1 - Grohemmende maling - Google Patents
Grohemmende maling Download PDFInfo
- Publication number
- NO333694B1 NO333694B1 NO20030032A NO20030032A NO333694B1 NO 333694 B1 NO333694 B1 NO 333694B1 NO 20030032 A NO20030032 A NO 20030032A NO 20030032 A NO20030032 A NO 20030032A NO 333694 B1 NO333694 B1 NO 333694B1
- Authority
- NO
- Norway
- Prior art keywords
- polymer
- film
- forming
- groups
- acid
- Prior art date
Links
- 239000003973 paint Substances 0.000 title claims abstract description 47
- 229920000642 polymer Polymers 0.000 claims abstract description 49
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims abstract description 44
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims abstract description 42
- 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 claims abstract description 42
- 239000000463 material Substances 0.000 claims abstract description 25
- 230000003373 anti-fouling effect Effects 0.000 claims abstract description 24
- 239000002253 acid Substances 0.000 claims abstract description 23
- 239000011347 resin Substances 0.000 claims abstract description 23
- 229920005989 resin Polymers 0.000 claims abstract description 23
- 239000013535 sea water Substances 0.000 claims abstract description 23
- 230000003115 biocidal effect Effects 0.000 claims abstract description 21
- 125000001453 quaternary ammonium group Chemical group 0.000 claims abstract description 19
- 239000011230 binding agent Substances 0.000 claims abstract description 17
- 230000003301 hydrolyzing effect Effects 0.000 claims abstract description 13
- 239000000203 mixture Substances 0.000 claims abstract description 13
- 125000005496 phosphonium group Chemical group 0.000 claims abstract description 10
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims abstract description 8
- 150000004714 phosphonium salts Chemical group 0.000 claims abstract description 6
- 230000000903 blocking effect Effects 0.000 claims abstract description 3
- -1 sulfate ester Chemical class 0.000 claims description 16
- 229920001577 copolymer Polymers 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 125000001931 aliphatic group Chemical group 0.000 claims description 5
- 239000004014 plasticizer Substances 0.000 claims description 3
- 150000003460 sulfonic acids Chemical class 0.000 claims description 3
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 2
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 4
- 239000000049 pigment Substances 0.000 description 19
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 14
- 239000003139 biocide Substances 0.000 description 12
- 229910052802 copper Inorganic materials 0.000 description 9
- 239000010949 copper Substances 0.000 description 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 229920000058 polyacrylate Polymers 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- FFWSICBKRCICMR-UHFFFAOYSA-N 5-methyl-2-hexanone Chemical compound CC(C)CCC(C)=O FFWSICBKRCICMR-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 239000011159 matrix material Substances 0.000 description 4
- 125000000962 organic group Chemical group 0.000 description 4
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
- 239000004952 Polyamide Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000003628 erosive effect Effects 0.000 description 3
- 229920001002 functional polymer Polymers 0.000 description 3
- 229940119545 isobornyl methacrylate Drugs 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 238000005498 polishing Methods 0.000 description 3
- 229920002647 polyamide Polymers 0.000 description 3
- 241000894007 species Species 0.000 description 3
- 239000003760 tallow Substances 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 description 2
- FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 2
- ZEWLHMQYEZXSBH-UHFFFAOYSA-N 4-[2-(2-methylprop-2-enoyloxy)ethoxy]-4-oxobutanoic acid Chemical compound CC(=C)C(=O)OCCOC(=O)CCC(O)=O ZEWLHMQYEZXSBH-UHFFFAOYSA-N 0.000 description 2
- 229920005789 ACRONAL® acrylic binder Polymers 0.000 description 2
- IRIAEXORFWYRCZ-UHFFFAOYSA-N Butylbenzyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 IRIAEXORFWYRCZ-UHFFFAOYSA-N 0.000 description 2
- 241000195493 Cryptophyta Species 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- RLGQACBPNDBWTB-UHFFFAOYSA-N cetyltrimethylammonium ion Chemical compound CCCCCCCCCCCCCCCC[N+](C)(C)C RLGQACBPNDBWTB-UHFFFAOYSA-N 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 230000008021 deposition Effects 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 125000005670 ethenylalkyl group Chemical group 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Natural products SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 description 2
- MLFHJEHSLIIPHL-UHFFFAOYSA-N isoamyl acetate Chemical compound CC(C)CCOC(C)=O MLFHJEHSLIIPHL-UHFFFAOYSA-N 0.000 description 2
- 238000002386 leaching Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N phosphine group Chemical group P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 2
- 229910021653 sulphate ion Inorganic materials 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- 239000010457 zeolite Substances 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- AMHNZOICSMBGDH-UHFFFAOYSA-L zineb Chemical compound [Zn+2].[S-]C(=S)NCCNC([S-])=S AMHNZOICSMBGDH-UHFFFAOYSA-L 0.000 description 2
- LDVVMCZRFWMZSG-OLQVQODUSA-N (3ar,7as)-2-(trichloromethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)Cl)C(=O)[C@H]21 LDVVMCZRFWMZSG-OLQVQODUSA-N 0.000 description 1
- JLHMJWHSBYZWJJ-UHFFFAOYSA-N 1,2-thiazole 1-oxide Chemical class O=S1C=CC=N1 JLHMJWHSBYZWJJ-UHFFFAOYSA-N 0.000 description 1
- TUBQDCKAWGHZPF-UHFFFAOYSA-N 1,3-benzothiazol-2-ylsulfanylmethyl thiocyanate Chemical compound C1=CC=C2SC(SCSC#N)=NC2=C1 TUBQDCKAWGHZPF-UHFFFAOYSA-N 0.000 description 1
- LHENQXAPVKABON-UHFFFAOYSA-N 1-methoxypropan-1-ol Chemical compound CCC(O)OC LHENQXAPVKABON-UHFFFAOYSA-N 0.000 description 1
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 1
- FIQBJLHOPOSODG-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxycarbonyl]benzoic acid Chemical compound CC(=C)C(=O)OCCOC(=O)C1=CC=CC=C1C(O)=O FIQBJLHOPOSODG-UHFFFAOYSA-N 0.000 description 1
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
- NEYTXADIGVEHQD-UHFFFAOYSA-N 2-hydroxy-2-(prop-2-enoylamino)acetic acid Chemical compound OC(=O)C(O)NC(=O)C=C NEYTXADIGVEHQD-UHFFFAOYSA-N 0.000 description 1
- ZVPQMESWKIQHGS-UHFFFAOYSA-N 3-(2,3-dichlorophenyl)-1,1-dimethylurea Chemical compound CN(C)C(=O)NC1=CC=CC(Cl)=C1Cl ZVPQMESWKIQHGS-UHFFFAOYSA-N 0.000 description 1
- XMTQQYYKAHVGBJ-UHFFFAOYSA-N 3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XMTQQYYKAHVGBJ-UHFFFAOYSA-N 0.000 description 1
- CCTFMNIEFHGTDU-UHFFFAOYSA-N 3-methoxypropyl acetate Chemical compound COCCCOC(C)=O CCTFMNIEFHGTDU-UHFFFAOYSA-N 0.000 description 1
- XOQMWEWYWXJOAN-UHFFFAOYSA-N 3-methyl-3-(prop-2-enoylamino)butanoic acid Chemical compound OC(=O)CC(C)(C)NC(=O)C=C XOQMWEWYWXJOAN-UHFFFAOYSA-N 0.000 description 1
- BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical compound CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 description 1
- PORQOHRXAJJKGK-UHFFFAOYSA-N 4,5-dichloro-2-n-octyl-3(2H)-isothiazolone Chemical compound CCCCCCCCN1SC(Cl)=C(Cl)C1=O PORQOHRXAJJKGK-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- IRLPACMLTUPBCL-KQYNXXCUSA-N 5'-adenylyl sulfate Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](O)[C@H]1O IRLPACMLTUPBCL-KQYNXXCUSA-N 0.000 description 1
- BQACOLQNOUYJCE-FYZZASKESA-N Abietic acid Natural products CC(C)C1=CC2=CC[C@]3(C)[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1 BQACOLQNOUYJCE-FYZZASKESA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 239000005745 Captan Substances 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- 239000005510 Diuron Substances 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical class CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
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- 229910021536 Zeolite Inorganic materials 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- JVVXZOOGOGPDRZ-SLFFLAALSA-N [(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanamine Chemical compound NC[C@]1(C)CCC[C@]2(C)C3=CC=C(C(C)C)C=C3CC[C@H]21 JVVXZOOGOGPDRZ-SLFFLAALSA-N 0.000 description 1
- HXZJHQHBPRCYGC-UHFFFAOYSA-N [2,3,4-tri(propan-2-yl)phenyl] dihydrogen phosphate Chemical compound CC(C)C1=CC=C(OP(O)(O)=O)C(C(C)C)=C1C(C)C HXZJHQHBPRCYGC-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- CYDRXTMLKJDRQH-UHFFFAOYSA-N benzododecinium Chemical compound CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 CYDRXTMLKJDRQH-UHFFFAOYSA-N 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-M bisulphate group Chemical group S([O-])(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229940117949 captan Drugs 0.000 description 1
- 125000002837 carbocyclic group Chemical group 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 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
- 239000008199 coating composition Substances 0.000 description 1
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- 150000001875 compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- QHNCWVQDOPICKC-UHFFFAOYSA-N copper;1-hydroxypyridine-2-thione Chemical compound [Cu].ON1C=CC=CC1=S.ON1C=CC=CC1=S QHNCWVQDOPICKC-UHFFFAOYSA-N 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- NMCCNOZOBBWFMN-UHFFFAOYSA-N davicil Chemical compound CS(=O)(=O)C1=C(Cl)C(Cl)=NC(Cl)=C1Cl NMCCNOZOBBWFMN-UHFFFAOYSA-N 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- WIBQZDXLMHDYMQ-UHFFFAOYSA-N dodecyl-dimethyl-octylazanium Chemical compound CCCCCCCCCCCC[N+](C)(C)CCCCCCCC WIBQZDXLMHDYMQ-UHFFFAOYSA-N 0.000 description 1
- VICYBMUVWHJEFT-UHFFFAOYSA-N dodecyltrimethylammonium ion Chemical compound CCCCCCCCCCCC[N+](C)(C)C VICYBMUVWHJEFT-UHFFFAOYSA-N 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- AWYFNIZYMPNGAI-UHFFFAOYSA-L ethylenebis(dithiocarbamate) Chemical compound [S-]C(=S)NCCNC([S-])=S AWYFNIZYMPNGAI-UHFFFAOYSA-L 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000003966 growth inhibitor Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 229940117955 isoamyl acetate Drugs 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- JWZXKXIUSSIAMR-UHFFFAOYSA-N methylene bis(thiocyanate) Chemical compound N#CSCSC#N JWZXKXIUSSIAMR-UHFFFAOYSA-N 0.000 description 1
- ZUZLIXGTXQBUDC-UHFFFAOYSA-N methyltrioctylammonium Chemical compound CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC ZUZLIXGTXQBUDC-UHFFFAOYSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 229910052755 nonmetal Inorganic materials 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical class OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 239000011120 plywood Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 150000003141 primary amines Chemical group 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
- 150000004023 quaternary phosphonium compounds Chemical class 0.000 description 1
- 150000003335 secondary amines Chemical group 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- BJQWBACJIAKDTJ-UHFFFAOYSA-N tetrabutylphosphanium Chemical compound CCCC[P+](CCCC)(CCCC)CCCC BJQWBACJIAKDTJ-UHFFFAOYSA-N 0.000 description 1
- USFPINLPPFWTJW-UHFFFAOYSA-N tetraphenylphosphonium Chemical compound C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 USFPINLPPFWTJW-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 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
- 239000004408 titanium dioxide Substances 0.000 description 1
- HYVWIQDYBVKITD-UHFFFAOYSA-N tolylfluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=C(C)C=C1 HYVWIQDYBVKITD-UHFFFAOYSA-N 0.000 description 1
- PMJCFMOHKYAWDN-UHFFFAOYSA-N tributyl(octadecyl)phosphanium Chemical compound CCCCCCCCCCCCCCCCCC[P+](CCCC)(CCCC)CCCC PMJCFMOHKYAWDN-UHFFFAOYSA-N 0.000 description 1
- PDSVZUAJOIQXRK-UHFFFAOYSA-N trimethyl(octadecyl)azanium Chemical compound CCCCCCCCCCCCCCCCCC[N+](C)(C)C PDSVZUAJOIQXRK-UHFFFAOYSA-N 0.000 description 1
- QYWVQMLYIXYLRE-SEYXRHQNSA-N trimethyl-[(z)-octadec-9-enyl]azanium Chemical compound CCCCCCCC\C=C/CCCCCCCC[N+](C)(C)C QYWVQMLYIXYLRE-SEYXRHQNSA-N 0.000 description 1
- 229920003176 water-insoluble polymer Polymers 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 150000003752 zinc compounds Chemical class 0.000 description 1
- RKQOSDAEEGPRER-UHFFFAOYSA-L zinc diethyldithiocarbamate Chemical compound [Zn+2].CCN(CC)C([S-])=S.CCN(CC)C([S-])=S RKQOSDAEEGPRER-UHFFFAOYSA-L 0.000 description 1
- 229940043810 zinc pyrithione Drugs 0.000 description 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 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
- 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
- C09D5/1656—Antifouling paints; Underwater paints characterised by the film-forming substance
-
- 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)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
- Materials For Medical Uses (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Luminescent Compositions (AREA)
- Paper (AREA)
- Dental Preparations (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP00305726 | 2000-07-06 | ||
| PCT/EP2001/007227 WO2002002698A1 (en) | 2000-07-06 | 2001-06-26 | Antifouling paint |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO20030032D0 NO20030032D0 (no) | 2003-01-03 |
| NO20030032L NO20030032L (no) | 2003-03-05 |
| NO333694B1 true NO333694B1 (no) | 2013-08-26 |
Family
ID=8173108
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO20030032A NO333694B1 (no) | 2000-07-06 | 2003-01-03 | Grohemmende maling |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US6479566B2 (pt) |
| EP (1) | EP1299483B1 (pt) |
| JP (1) | JP4911861B2 (pt) |
| KR (1) | KR100821049B1 (pt) |
| CN (1) | CN1205278C (pt) |
| AT (1) | ATE302826T1 (pt) |
| AU (2) | AU6609301A (pt) |
| BG (1) | BG65808B1 (pt) |
| BR (1) | BR0112197B1 (pt) |
| CA (1) | CA2414673C (pt) |
| DE (1) | DE60112943T2 (pt) |
| DK (1) | DK1299483T3 (pt) |
| EE (1) | EE05295B1 (pt) |
| ES (1) | ES2247136T3 (pt) |
| HK (1) | HK1054960A1 (pt) |
| MX (1) | MXPA03000074A (pt) |
| NO (1) | NO333694B1 (pt) |
| RU (1) | RU2270847C2 (pt) |
| WO (1) | WO2002002698A1 (pt) |
| ZA (1) | ZA200300030B (pt) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2381792B (en) * | 2000-04-12 | 2004-08-04 | Dainippon Ink & Chemicals | Antifouling coating composituion |
| ES2394636T3 (es) * | 2002-08-09 | 2013-02-04 | Akzo Nobel Coatings International Bv | Polímero cuaternarizado terminado con ácido y composiciones que comprenden dicho polímero |
| WO2005005516A1 (en) | 2003-07-07 | 2005-01-20 | Akzo Nobel Coatings International B.V. | Silyl ester copolymer compositions |
| EP1673425B1 (en) * | 2003-10-16 | 2008-07-16 | The Procter & Gamble Company | Aqueous compositions comprising vesicles having certain vesicle permeability |
| BRPI0415537B1 (pt) * | 2003-10-23 | 2014-12-30 | Sherwin Williams Co | "composição de revestimento anti-incrustação de auto-polimento marinha, seu processo de preparação e artigo resistente a organismos de incrustação marinhos". |
| NZ549490A (en) | 2004-02-03 | 2009-12-24 | Akzo Nobel Coatings Int Bv | Antifouling compositions comprising a polymer with salt groups |
| US7311766B2 (en) * | 2005-03-11 | 2007-12-25 | I-Tech Ab | Method and use of nanoparticles to bind biocides in paints |
| FR2897354A1 (fr) * | 2006-02-16 | 2007-08-17 | Arkema Sa | Nouvelle utilisation d'un copolymere comprenant des blocs polyamide et des blocs polyethers provenant au moins en partie du polytrimethylene ether glycol |
| DE102007017518A1 (de) * | 2007-04-13 | 2008-10-16 | Siemens Ag | Biozide/hydrophobe Innenbeschichtung von Kondensatorrohren (von Industrieturbinen und Nebenkühlkreisen) |
| PT2313466E (pt) * | 2008-08-13 | 2014-01-07 | Akzo Nobel Coatings International Bv | Polímero com grupos de sais e composição de revestimento anti-incrustante compreendendo o referido polímero |
| US8541493B2 (en) * | 2010-02-19 | 2013-09-24 | Arch Chemicals, Inc. | Synthesis of zinc acrylate copolymer from acid functional copolymer, zinc pyrithione, and copper compound |
| EP2468825A1 (en) | 2010-12-21 | 2012-06-27 | Akzo Nobel Coatings International B.V. | Antifouling coating composition |
| US9131683B2 (en) | 2011-09-30 | 2015-09-15 | The Sherwin-Williams Company | High quality antimicrobial paint composition |
| WO2012150360A2 (en) | 2011-12-02 | 2012-11-08 | Akzo Nobel Coatings International B.V. | Waterborne antifouling coating composition |
| ES2893873T3 (es) | 2011-12-22 | 2022-02-10 | Akzo Nobel Coatings Int Bv | Un proceso de selección y aplicación de un revestimiento protector |
| CN102702977A (zh) * | 2012-06-12 | 2012-10-03 | 天长市巨龙车船涂料有限公司 | 防污油漆 |
| CN102775870A (zh) * | 2012-06-14 | 2012-11-14 | 天长市银狐漆业有限公司 | 生物杀伤防污油漆 |
| SG11201703103YA (en) * | 2014-10-28 | 2017-05-30 | Akzo Nobel Coatings Int Bv | Fouling control coating compostion comprising a polymer containing silyl ester groups, and a polymer comprising quaternary ammonium/phosphonium sulphonate groups |
| WO2016148649A1 (en) | 2015-03-16 | 2016-09-22 | Agency For Science, Technology And Research | Functionalized quaternary ammonium halides and use thereof |
| RU2606777C2 (ru) * | 2015-04-10 | 2017-01-10 | Федеральное государственное бюджетное учреждение науки Ордена Трудового Красного Знамени Институт химии силикатов им. И.В. Гребенщикова Российской академии наук (ИХС РАН) | Лакокрасочная композиция для защиты подводных поверхностей от биообрастателей |
| WO2017125368A1 (en) | 2016-01-20 | 2017-07-27 | Akzo Nobel Coatings International B.V. | Coating composition for substrates immersed in water |
| EP3538615A4 (en) * | 2016-11-11 | 2020-07-08 | Hempel A/S | ANTIFOULING COATING COMPOSITION COMPRISING NEW CARBON-BASED HYDROLYSABLE POLYMERS |
| CN106675290A (zh) * | 2016-12-19 | 2017-05-17 | 苏州金威特工具有限公司 | 一种抗腐蚀漆 |
| GB201718899D0 (en) * | 2017-11-15 | 2017-12-27 | Jotun As | Antifouling coating composition |
| CN109762098B (zh) * | 2018-12-29 | 2021-01-01 | 浙江省海洋开发研究院 | 一种富含生物杀菌剂的线性自抛光防污树脂及包含该树脂的无铜海洋防污涂料 |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB231070A (en) * | 1924-08-06 | 1925-03-26 | Carl Julius Baer | Improvements in the method and apparatus for dredging and cutting channels |
| GB1457590A (en) | 1974-04-03 | 1976-12-08 | Int Paint Co | Marine paint |
| NL7703305A (nl) * | 1977-03-28 | 1978-10-02 | M & T International Nv | Werkwijze voor het beschermen van aan oppervlak- tewater blootgestelde oppervlakken van voorwerpen of constructies tegen aangroei van biologische oorsprong. |
| US4426464A (en) | 1981-07-03 | 1984-01-17 | International Paint Public Limited Company | Marine paint |
| JPS6028456A (ja) * | 1983-07-28 | 1985-02-13 | Nippon Oil & Fats Co Ltd | 非加水分解性自己研磨型防汚塗料組成物 |
| GB8511144D0 (en) | 1985-05-02 | 1985-06-12 | Int Paint Plc | Marine anti-fouling paint |
| JPH0764985B2 (ja) | 1985-05-17 | 1995-07-12 | 日本ペイント株式会社 | 金属含有樹脂組成物 |
| JPS63227673A (ja) * | 1987-03-16 | 1988-09-21 | Daicel Chem Ind Ltd | 防汚塗料 |
| JPS63286476A (ja) * | 1987-05-20 | 1988-11-24 | Sunamiya:Kk | 水中防汚塗料 |
| JP2614467B2 (ja) * | 1987-11-16 | 1997-05-28 | 大日本インキ化学工業株式会社 | 防汚塗料用樹脂組成物 |
| JP2784652B2 (ja) * | 1988-08-31 | 1998-08-06 | 日本カーバイド工業株式会社 | 水性分散型防汚塗料 |
| GB8824003D0 (en) * | 1988-10-13 | 1988-11-23 | Int Paint Plc | Coating compositions |
| US5116407A (en) | 1988-10-13 | 1992-05-26 | Courtaulds Coatings Limited | Antifouling coatings |
| US5302192A (en) | 1989-12-22 | 1994-04-12 | Courtaulds Coatings (Holdings) Limited | Anti-fouling coating compositions |
| GB9006318D0 (en) | 1990-03-21 | 1990-05-16 | Courtaulds Coatings Ltd | Coating compositions |
| JP3368541B2 (ja) * | 1992-06-22 | 2003-01-20 | 株式会社片山化学工業研究所 | 持続性水中防汚剤 |
| JPH0782511A (ja) * | 1993-09-14 | 1995-03-28 | Nippon Chem Ind Co Ltd | 抗菌防汚塗料 |
| GB9415239D0 (en) * | 1994-07-28 | 1994-09-21 | Courtaulds Coatings Holdings | Coating compositions |
| JP3755835B2 (ja) * | 1994-08-11 | 2006-03-15 | 中国塗料株式会社 | 防汚塗料組成物 |
| JP3062917B2 (ja) | 1994-09-01 | 2000-07-12 | 日本ペイント株式会社 | 加水分解型金属含有樹脂および防汚塗料組成物 |
| JP3701706B2 (ja) | 1995-02-08 | 2005-10-05 | 関西ペイント株式会社 | 防汚性樹脂組成物及びその製造方法 |
| JPH09208860A (ja) * | 1995-11-29 | 1997-08-12 | Toupe:Kk | 防汚塗料 |
| JPH09286933A (ja) * | 1996-02-21 | 1997-11-04 | Kansai Paint Co Ltd | 防汚塗料組成物 |
| SG60054A1 (en) | 1996-04-17 | 1999-02-22 | Nof Corp | Coating composition |
| JPH11106450A (ja) * | 1997-09-30 | 1999-04-20 | Hitachi Chem Co Ltd | グラフト共重合体、微水溶性樹脂組成物及び微水溶性塗料並びにグラフト共重合体の製造方法 |
| JPH11116857A (ja) * | 1997-10-17 | 1999-04-27 | Nof Corp | 塗料組成物 |
-
2001
- 2001-06-26 ES ES01943544T patent/ES2247136T3/es not_active Expired - Lifetime
- 2001-06-26 EP EP01943544A patent/EP1299483B1/en not_active Expired - Lifetime
- 2001-06-26 BR BRPI0112197-9A patent/BR0112197B1/pt not_active IP Right Cessation
- 2001-06-26 CA CA002414673A patent/CA2414673C/en not_active Expired - Fee Related
- 2001-06-26 AU AU6609301A patent/AU6609301A/xx active Pending
- 2001-06-26 DK DK01943544T patent/DK1299483T3/da active
- 2001-06-26 MX MXPA03000074A patent/MXPA03000074A/es active IP Right Grant
- 2001-06-26 DE DE60112943T patent/DE60112943T2/de not_active Expired - Lifetime
- 2001-06-26 WO PCT/EP2001/007227 patent/WO2002002698A1/en active IP Right Grant
- 2001-06-26 KR KR1020027017676A patent/KR100821049B1/ko not_active IP Right Cessation
- 2001-06-26 AT AT01943544T patent/ATE302826T1/de active
- 2001-06-26 EE EEP200300010A patent/EE05295B1/xx not_active IP Right Cessation
- 2001-06-26 CN CNB018123562A patent/CN1205278C/zh not_active Expired - Fee Related
- 2001-06-26 JP JP2002507944A patent/JP4911861B2/ja not_active Expired - Fee Related
- 2001-06-26 AU AU2001266093A patent/AU2001266093B2/en not_active Ceased
- 2001-06-26 RU RU2003103441/04A patent/RU2270847C2/ru not_active IP Right Cessation
- 2001-06-28 US US09/894,055 patent/US6479566B2/en not_active Expired - Lifetime
-
2002
- 2002-12-11 BG BG107378A patent/BG65808B1/bg unknown
-
2003
- 2003-01-02 ZA ZA200300030A patent/ZA200300030B/en unknown
- 2003-01-03 NO NO20030032A patent/NO333694B1/no not_active IP Right Cessation
- 2003-10-14 HK HK03107355A patent/HK1054960A1/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EP1299483B1 (en) | 2005-08-24 |
| CA2414673C (en) | 2009-11-10 |
| DE60112943T2 (de) | 2006-06-14 |
| EP1299483A1 (en) | 2003-04-09 |
| KR100821049B1 (ko) | 2008-04-08 |
| KR20030018007A (ko) | 2003-03-04 |
| ATE302826T1 (de) | 2005-09-15 |
| BR0112197B1 (pt) | 2011-07-12 |
| AU2001266093B2 (en) | 2005-03-24 |
| CA2414673A1 (en) | 2002-01-10 |
| DK1299483T3 (da) | 2005-12-12 |
| CN1205278C (zh) | 2005-06-08 |
| NO20030032L (no) | 2003-03-05 |
| BG65808B1 (bg) | 2009-12-31 |
| BG107378A (en) | 2003-07-31 |
| US20020035202A1 (en) | 2002-03-21 |
| BR0112197A (pt) | 2003-07-01 |
| PL359487A1 (en) | 2004-08-23 |
| RU2270847C2 (ru) | 2006-02-27 |
| ES2247136T3 (es) | 2006-03-01 |
| HK1054960A1 (en) | 2003-12-19 |
| ZA200300030B (en) | 2003-11-05 |
| EE05295B1 (et) | 2010-04-15 |
| JP4911861B2 (ja) | 2012-04-04 |
| CN1440447A (zh) | 2003-09-03 |
| MXPA03000074A (es) | 2003-08-19 |
| WO2002002698A1 (en) | 2002-01-10 |
| EE200300010A (et) | 2004-10-15 |
| DE60112943D1 (de) | 2005-09-29 |
| NO20030032D0 (no) | 2003-01-03 |
| US6479566B2 (en) | 2002-11-12 |
| AU6609301A (en) | 2002-01-14 |
| JP2004502820A (ja) | 2004-01-29 |
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