CN1488694A - 含有三芳基甲硅烷基（甲基）丙烯酰基的船用涂料组合物用聚合物 - Google Patents
含有三芳基甲硅烷基（甲基）丙烯酰基的船用涂料组合物用聚合物 Download PDFInfo
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- CN1488694A CN1488694A CNA031427979A CN03142797A CN1488694A CN 1488694 A CN1488694 A CN 1488694A CN A031427979 A CNA031427979 A CN A031427979A CN 03142797 A CN03142797 A CN 03142797A CN 1488694 A CN1488694 A CN 1488694A
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- Prior art keywords
- acrylate
- methyl
- ester
- multipolymer
- polymkeric substance
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- -1 acroyl Chemical group 0.000 title claims description 164
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 title claims description 15
- 229920000642 polymer Polymers 0.000 title abstract description 15
- 239000008199 coating composition Substances 0.000 title description 12
- 230000003628 erosive effect Effects 0.000 claims abstract description 46
- 230000003373 anti-fouling effect Effects 0.000 claims abstract description 40
- 239000013535 sea water Substances 0.000 claims abstract description 38
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 21
- 239000003973 paint Substances 0.000 claims abstract description 15
- 239000000178 monomer Substances 0.000 claims description 45
- 239000000126 substance Substances 0.000 claims description 41
- 229920001577 copolymer Polymers 0.000 claims description 26
- 239000000203 mixture Substances 0.000 claims description 25
- 239000002966 varnish Substances 0.000 claims description 24
- 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 21
- 238000005260 corrosion Methods 0.000 claims description 21
- 230000007797 corrosion Effects 0.000 claims description 21
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 20
- 239000003795 chemical substances by application Substances 0.000 claims description 13
- 150000002148 esters Chemical class 0.000 claims description 13
- 230000002588 toxic effect Effects 0.000 claims description 13
- 231100000331 toxic Toxicity 0.000 claims description 12
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 10
- 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 description 9
- 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 description 9
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 9
- 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 description 9
- SUAKHGWARZSWIH-UHFFFAOYSA-N N,N‐diethylformamide Chemical compound CCN(CC)C=O SUAKHGWARZSWIH-UHFFFAOYSA-N 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 238000005498 polishing Methods 0.000 claims description 8
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 claims description 7
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 6
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 claims description 6
- 239000011976 maleic acid Substances 0.000 claims description 6
- MUTNCGKQJGXKEM-UHFFFAOYSA-N tamibarotene Chemical compound C=1C=C2C(C)(C)CCC(C)(C)C2=CC=1NC(=O)C1=CC=C(C(O)=O)C=C1 MUTNCGKQJGXKEM-UHFFFAOYSA-N 0.000 claims description 6
- 229920001897 terpolymer Polymers 0.000 claims description 6
- 238000007334 copolymerization reaction Methods 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 4
- 229940044192 2-hydroxyethyl methacrylate Drugs 0.000 claims description 4
- HFCUBKYHMMPGBY-UHFFFAOYSA-N 2-methoxyethyl prop-2-enoate Chemical compound COCCOC(=O)C=C HFCUBKYHMMPGBY-UHFFFAOYSA-N 0.000 claims description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 4
- IEPRKVQEAMIZSS-AATRIKPKSA-N diethyl fumarate Chemical compound CCOC(=O)\C=C\C(=O)OCC IEPRKVQEAMIZSS-AATRIKPKSA-N 0.000 claims description 4
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 claims description 4
- 229910052731 fluorine Inorganic materials 0.000 claims description 4
- 239000011737 fluorine Substances 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- UIERETOOQGIECD-ARJAWSKDSA-M 2-Methyl-2-butenoic acid Natural products C\C=C(\C)C([O-])=O UIERETOOQGIECD-ARJAWSKDSA-M 0.000 claims description 3
- XZIMDXCGDMCMLT-UHFFFAOYSA-N 2-methoxypropyl prop-2-enoate Chemical compound COC(C)COC(=O)C=C XZIMDXCGDMCMLT-UHFFFAOYSA-N 0.000 claims description 3
- UIERETOOQGIECD-UHFFFAOYSA-N Angelic acid Natural products CC=C(C)C(O)=O UIERETOOQGIECD-UHFFFAOYSA-N 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- RHDGNLCLDBVESU-UHFFFAOYSA-N but-3-en-4-olide Chemical compound O=C1CC=CO1 RHDGNLCLDBVESU-UHFFFAOYSA-N 0.000 claims description 3
- 125000006226 butoxyethyl group Chemical group 0.000 claims description 3
- 239000003999 initiator Substances 0.000 claims description 3
- UIERETOOQGIECD-ONEGZZNKSA-N tiglic acid Chemical compound C\C=C(/C)C(O)=O UIERETOOQGIECD-ONEGZZNKSA-N 0.000 claims description 3
- UAXOELSVPTZZQG-UHFFFAOYSA-N tiglic acid Natural products CC(C)=C(C)C(O)=O UAXOELSVPTZZQG-UHFFFAOYSA-N 0.000 claims description 3
- NIONDZDPPYHYKY-SNAWJCMRSA-N (2E)-hexenoic acid Chemical compound CCC\C=C\C(O)=O NIONDZDPPYHYKY-SNAWJCMRSA-N 0.000 claims description 2
- LMAUULKNZLEMGN-UHFFFAOYSA-N 1-ethyl-3,5-dimethylbenzene Chemical compound CCC1=CC(C)=CC(C)=C1 LMAUULKNZLEMGN-UHFFFAOYSA-N 0.000 claims description 2
- RWXMAAYKJDQVTF-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl prop-2-enoate Chemical compound OCCOCCOC(=O)C=C RWXMAAYKJDQVTF-UHFFFAOYSA-N 0.000 claims description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical class COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 claims description 2
- RZVINYQDSSQUKO-UHFFFAOYSA-N 2-phenoxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC1=CC=CC=C1 RZVINYQDSSQUKO-UHFFFAOYSA-N 0.000 claims description 2
- HBIOODZUVBZHQK-UHFFFAOYSA-N 3-(2-ethylhexoxymethyl)heptane;prop-2-enoic acid Chemical compound OC(=O)C=C.CCCCC(CC)COCC(CC)CCCC HBIOODZUVBZHQK-UHFFFAOYSA-N 0.000 claims description 2
- IMDPTYFNMLYSLH-UHFFFAOYSA-N 3-silylpropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC[SiH3] IMDPTYFNMLYSLH-UHFFFAOYSA-N 0.000 claims description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 2
- NIONDZDPPYHYKY-UHFFFAOYSA-N Z-hexenoic acid Natural products CCCC=CC(O)=O NIONDZDPPYHYKY-UHFFFAOYSA-N 0.000 claims description 2
- CGBYBGVMDAPUIH-UHFFFAOYSA-N acide dimethylmaleique Natural products OC(=O)C(C)=C(C)C(O)=O CGBYBGVMDAPUIH-UHFFFAOYSA-N 0.000 claims description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 2
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 claims description 2
- FIMUXQLLGBMSAI-UHFFFAOYSA-N cyclohexylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CCCCC1 FIMUXQLLGBMSAI-UHFFFAOYSA-N 0.000 claims description 2
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 claims description 2
- 229960004419 dimethyl fumarate Drugs 0.000 claims description 2
- FNMTVMWFISHPEV-AATRIKPKSA-N dipropan-2-yl (e)-but-2-enedioate Chemical compound CC(C)OC(=O)\C=C\C(=O)OC(C)C FNMTVMWFISHPEV-AATRIKPKSA-N 0.000 claims description 2
- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 claims description 2
- DUDCYUDPBRJVLG-UHFFFAOYSA-N ethoxyethane methyl 2-methylprop-2-enoate Chemical compound CCOCC.COC(=O)C(C)=C DUDCYUDPBRJVLG-UHFFFAOYSA-N 0.000 claims description 2
- AZOJAKKTOVKBTB-UHFFFAOYSA-N methyl 4-(dimethylamino)-2-methylidenebutanoate Chemical compound COC(=O)C(=C)CCN(C)C AZOJAKKTOVKBTB-UHFFFAOYSA-N 0.000 claims description 2
- QMOKQVPITLXHJM-UHFFFAOYSA-N n,n-dimethylpent-3-en-1-amine Chemical group CC=CCCN(C)C QMOKQVPITLXHJM-UHFFFAOYSA-N 0.000 claims description 2
- XFHJDMUEHUHAJW-UHFFFAOYSA-N n-tert-butylprop-2-enamide Chemical compound CC(C)(C)NC(=O)C=C XFHJDMUEHUHAJW-UHFFFAOYSA-N 0.000 claims description 2
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- QMMOXUPEWRXHJS-UHFFFAOYSA-N pent-2-ene Chemical group CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 claims description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 2
- WRAQQYDMVSCOTE-UHFFFAOYSA-N phenyl prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1 WRAQQYDMVSCOTE-UHFFFAOYSA-N 0.000 claims description 2
- 229920001451 polypropylene glycol Polymers 0.000 claims description 2
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 239000003352 sequestering agent Substances 0.000 claims description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 claims description 2
- 229920002554 vinyl polymer Polymers 0.000 claims description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical class OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 2
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 claims 2
- 150000008378 aryl ethers Chemical class 0.000 claims 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 2
- 229910052794 bromium Inorganic materials 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 239000000460 chlorine Substances 0.000 claims 2
- 150000001983 dialkylethers Chemical class 0.000 claims 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 claims 2
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims 2
- 125000001624 naphthyl group Chemical group 0.000 claims 2
- 150000007524 organic acids Chemical class 0.000 claims 2
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims 2
- 125000005561 phenanthryl group Chemical group 0.000 claims 2
- 125000001725 pyrenyl group Chemical group 0.000 claims 2
- 125000003107 substituted aryl group Chemical class 0.000 claims 2
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims 1
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 239000005864 Sulphur Substances 0.000 claims 1
- 229910021536 Zeolite Inorganic materials 0.000 claims 1
- 239000000159 acid neutralizing agent Substances 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims 1
- 239000003112 inhibitor Substances 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- 230000000379 polymerizing effect Effects 0.000 claims 1
- 239000010457 zeolite Substances 0.000 claims 1
- 125000005106 triarylsilyl group Chemical group 0.000 abstract 2
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 abstract 1
- 238000012360 testing method Methods 0.000 description 19
- 239000010408 film Substances 0.000 description 12
- 239000004922 lacquer Substances 0.000 description 10
- 239000002585 base Substances 0.000 description 9
- XLLIQLLCWZCATF-UHFFFAOYSA-N 2-methoxyethyl acetate Chemical compound COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 8
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- JFZHPFOXAAIUMB-UHFFFAOYSA-N Phenylethylmalonamide Chemical compound CCC(C(N)=O)(C(N)=O)C1=CC=CC=C1 JFZHPFOXAAIUMB-UHFFFAOYSA-N 0.000 description 8
- 229920001483 poly(ethyl methacrylate) polymer Polymers 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 6
- 231100000167 toxic agent Toxicity 0.000 description 6
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- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 5
- 230000007062 hydrolysis Effects 0.000 description 5
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- 238000000034 method Methods 0.000 description 5
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- 239000010949 copper Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- SMUQFGGVLNAIOZ-UHFFFAOYSA-N quinaldine Chemical compound C1=CC=CC2=NC(C)=CC=C21 SMUQFGGVLNAIOZ-UHFFFAOYSA-N 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 4
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- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
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- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
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- 238000000576 coating method Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 125000001207 fluorophenyl group Chemical group 0.000 description 3
- LRDFRRGEGBBSRN-UHFFFAOYSA-N isobutyronitrile Chemical compound CC(C)C#N LRDFRRGEGBBSRN-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 150000002816 nickel compounds Chemical class 0.000 description 3
- 229920005596 polymer binder Polymers 0.000 description 3
- 239000002491 polymer binding agent Substances 0.000 description 3
- GRJISGHXMUQUMC-UHFFFAOYSA-N silyl prop-2-enoate Chemical group [SiH3]OC(=O)C=C GRJISGHXMUQUMC-UHFFFAOYSA-N 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
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- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- PTRHHPOMKXGTAC-UHFFFAOYSA-L zinc;pyridine-2-thiolate Chemical compound C=1C=CC=NC=1S[Zn]SC1=CC=CC=N1 PTRHHPOMKXGTAC-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
- 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
-
- 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
- C09D5/1662—Synthetic film-forming substance
- C09D5/1668—Vinyl-type polymers
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)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US38396102P | 2002-05-30 | 2002-05-30 | |
| US60/383,961 | 2002-05-30 | ||
| US10/442,461 | 2003-05-21 | ||
| US10/442,461 US20030225184A1 (en) | 2002-05-30 | 2003-05-21 | Triarylsilyl(meth)acryloyl-containing polymers for marine coating compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1488694A true CN1488694A (zh) | 2004-04-14 |
Family
ID=29587053
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA031427979A Pending CN1488694A (zh) | 2002-05-30 | 2003-05-30 | 含有三芳基甲硅烷基（甲基）丙烯酰基的船用涂料组合物用聚合物 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US20030225184A1 (https=) |
| EP (1) | EP1367100A1 (https=) |
| JP (1) | JP2004035881A (https=) |
| KR (1) | KR20030094061A (https=) |
| CN (1) | CN1488694A (https=) |
| AR (1) | AR039919A1 (https=) |
| AU (1) | AU2003204468A1 (https=) |
| CA (1) | CA2430453A1 (https=) |
| IL (1) | IL156194A0 (https=) |
| MY (1) | MY135704A (https=) |
| NO (1) | NO20032472L (https=) |
| PL (1) | PL360401A1 (https=) |
| SG (1) | SG106692A1 (https=) |
| TW (1) | TW200420693A (https=) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104583255A (zh) * | 2012-06-22 | 2015-04-29 | Ppg涂料欧洲有限责任公司 | 防污涂料组合物 |
| CN104937055A (zh) * | 2013-01-28 | 2015-09-23 | 日本曹达株式会社 | 涂层剂 |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7297727B2 (en) * | 2002-05-28 | 2007-11-20 | Arkema Inc. | Triarylsilyl(meth)acryloyl-containing polymers for marine coating compositions |
| JP2005082725A (ja) * | 2003-09-09 | 2005-03-31 | Nitto Kasei Co Ltd | 防汚塗料組成物、該防汚塗料組成物が塗布された海中物品類、および該防汚塗料組成物を使用する防汚方法 |
| US20050255081A1 (en) * | 2004-05-11 | 2005-11-17 | Kenneth Tseng | Stabilizers for hydrolyzable organic binders |
| US20060189708A1 (en) * | 2005-02-24 | 2006-08-24 | Michael Abrams | Benzylsilyl(meth)acryloyl-containing polymers for marine coating compositions |
| JP4505661B1 (ja) | 2008-12-19 | 2010-07-21 | 日東化成株式会社 | 防汚塗料組成物、該組成物を用いて形成される防汚塗膜、該塗膜を表面に有する塗装物、及び該塗膜を形成する防汚処理方法 |
| JP5916008B2 (ja) * | 2010-10-14 | 2016-05-11 | 大日本塗料株式会社 | 高固形分防汚塗料組成物 |
| EP3904466A1 (en) | 2011-12-22 | 2021-11-03 | Akzo Nobel Coatings International B.V. | Selecting a protective coating |
| CN102718919B (zh) * | 2012-06-29 | 2014-12-03 | 华南理工大学 | 一种水解速度可控防污硅酯材料及其制备方法与应用 |
| EP2990450B1 (en) * | 2013-04-24 | 2020-02-19 | Nitto Kasei Co., Ltd. | Antifouling paint composition, copolymer for antifouling paint composition and method for manufacturing same, and painted object having on surface antifouling paint film formed using said composition |
| EP3284783B1 (en) * | 2015-04-16 | 2020-11-04 | Mitsubishi Chemical Corporation | Antifouling coating composition |
| GB2558739B (en) * | 2016-11-11 | 2020-05-06 | Jotun As | A silyl ester copolymer and use thereof in an antifouling composition |
| JP7388923B2 (ja) * | 2016-11-11 | 2023-11-29 | ヨトゥン アーエス | 防汚組成物 |
| WO2018134291A1 (en) * | 2017-01-19 | 2018-07-26 | Jotun A/S | Antifouling composition |
| SG11202009381VA (en) * | 2018-04-12 | 2020-10-29 | Nitto Kasei Co Ltd | Antifouling coating composition |
| JP6624665B1 (ja) * | 2018-04-18 | 2019-12-25 | 日東化成株式会社 | 防汚塗料組成物用共重合体、該共重合体を含む防汚塗料組成物 |
| SG11202100680WA (en) * | 2018-07-27 | 2021-02-25 | Chugoku Marine Paints | Antifouling paint composition, antifouling coating, substrate with antifouling coating, production method thereof, and repair method |
| KR20260004411A (ko) | 2023-05-04 | 2026-01-08 | 아크조노벨코팅스인터내셔널비.브이. | 오염 제어 코팅 조성물 |
| EP4705397A1 (en) | 2023-05-04 | 2026-03-11 | Akzo Nobel Coatings International B.V. | Fouling control coating composition |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4594365A (en) * | 1983-01-17 | 1986-06-10 | M&T Chemicals Inc. | Erodible ship-bottom paints for control of marine fouling |
| US4687792A (en) * | 1983-01-17 | 1987-08-18 | M&T Chemicals Inc. | Erodible ship-bottom paints for control of marine fouling |
| US4593055A (en) * | 1983-01-17 | 1986-06-03 | M&T Chemicals Inc. | Erodible ship-bottom paints for control of marine fouling |
| JP2664974B2 (ja) * | 1989-01-27 | 1997-10-22 | 東芝シリコーン株式会社 | 徐溶性コーティング材用ビヒクル |
| JP2790021B2 (ja) * | 1993-09-30 | 1998-08-27 | 日本油脂株式会社 | 塗料組成物 |
| SG60054A1 (en) * | 1996-04-17 | 1999-02-22 | Nof Corp | Coating composition |
| JPH11335619A (ja) * | 1998-05-28 | 1999-12-07 | Dainippon Toryo Co Ltd | 防汚塗料組成物 |
| EP1127925A1 (en) * | 2000-02-25 | 2001-08-29 | Sigma Coatings B.V. | Marine paint compositions |
| EP1127902A1 (en) * | 2000-02-25 | 2001-08-29 | Sigma Coatings B.V. | Metal-free binders for self-polishing anti-fouling paints |
-
2003
- 2003-05-21 US US10/442,461 patent/US20030225184A1/en not_active Abandoned
- 2003-05-28 EP EP03291286A patent/EP1367100A1/en not_active Withdrawn
- 2003-05-29 IL IL15619403A patent/IL156194A0/xx unknown
- 2003-05-29 AR ARP030101908A patent/AR039919A1/es not_active Application Discontinuation
- 2003-05-29 JP JP2003152752A patent/JP2004035881A/ja not_active Abandoned
- 2003-05-29 PL PL03360401A patent/PL360401A1/xx unknown
- 2003-05-29 MY MYPI20031998A patent/MY135704A/en unknown
- 2003-05-29 CA CA002430453A patent/CA2430453A1/en not_active Abandoned
- 2003-05-30 KR KR10-2003-0034822A patent/KR20030094061A/ko not_active Withdrawn
- 2003-05-30 SG SG200303131A patent/SG106692A1/en unknown
- 2003-05-30 AU AU2003204468A patent/AU2003204468A1/en not_active Abandoned
- 2003-05-30 CN CNA031427979A patent/CN1488694A/zh active Pending
- 2003-05-30 NO NO20032472A patent/NO20032472L/no not_active Application Discontinuation
- 2003-05-30 TW TW092114791A patent/TW200420693A/zh unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104583255A (zh) * | 2012-06-22 | 2015-04-29 | Ppg涂料欧洲有限责任公司 | 防污涂料组合物 |
| CN104937055A (zh) * | 2013-01-28 | 2015-09-23 | 日本曹达株式会社 | 涂层剂 |
Also Published As
| Publication number | Publication date |
|---|---|
| IL156194A0 (en) | 2003-12-23 |
| TW200420693A (en) | 2004-10-16 |
| NO20032472L (no) | 2003-12-01 |
| CA2430453A1 (en) | 2003-11-30 |
| US20030225184A1 (en) | 2003-12-04 |
| SG106692A1 (en) | 2004-10-29 |
| AU2003204468A1 (en) | 2003-12-18 |
| PL360401A1 (en) | 2003-12-01 |
| MY135704A (en) | 2008-06-30 |
| EP1367100A1 (en) | 2003-12-03 |
| KR20030094061A (ko) | 2003-12-11 |
| AR039919A1 (es) | 2005-03-09 |
| JP2004035881A (ja) | 2004-02-05 |
| NO20032472D0 (no) | 2003-05-30 |
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