JPS6357675A - 防汚性コ−テイング材 - Google Patents
防汚性コ−テイング材Info
- Publication number
- JPS6357675A JPS6357675A JP20251486A JP20251486A JPS6357675A JP S6357675 A JPS6357675 A JP S6357675A JP 20251486 A JP20251486 A JP 20251486A JP 20251486 A JP20251486 A JP 20251486A JP S6357675 A JPS6357675 A JP S6357675A
- Authority
- JP
- Japan
- Prior art keywords
- coating material
- group
- antifouling
- copolymer
- acrylate
- 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
Links
- 239000011248 coating agent Substances 0.000 title claims abstract description 26
- 238000000576 coating method Methods 0.000 title claims abstract description 26
- 239000000463 material Substances 0.000 title claims abstract description 24
- 230000003373 anti-fouling effect Effects 0.000 title claims description 35
- 229920001577 copolymer Polymers 0.000 claims abstract description 27
- 239000000178 monomer Substances 0.000 claims abstract description 25
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- -1 vinyl compound Chemical class 0.000 abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 7
- 229910001385 heavy metal Inorganic materials 0.000 abstract description 4
- 239000003440 toxic substance Substances 0.000 abstract description 2
- 229920002554 vinyl polymer Polymers 0.000 abstract 2
- 239000000470 constituent Substances 0.000 abstract 1
- 231100000989 no adverse effect Toxicity 0.000 abstract 1
- 231100000167 toxic agent Toxicity 0.000 abstract 1
- 239000003973 paint Substances 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 9
- 239000003960 organic solvent Substances 0.000 description 9
- 238000006116 polymerization reaction Methods 0.000 description 9
- BERDEBHAJNAUOM-UHFFFAOYSA-N copper(I) oxide Inorganic materials [Cu]O[Cu] BERDEBHAJNAUOM-UHFFFAOYSA-N 0.000 description 8
- KRFJLUBVMFXRPN-UHFFFAOYSA-N cuprous oxide Chemical compound [O-2].[Cu+].[Cu+] KRFJLUBVMFXRPN-UHFFFAOYSA-N 0.000 description 8
- 229940112669 cuprous oxide Drugs 0.000 description 8
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 239000002519 antifouling agent Substances 0.000 description 6
- 230000007062 hydrolysis Effects 0.000 description 6
- 238000006460 hydrolysis reaction Methods 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 231100000614 poison Toxicity 0.000 description 5
- 238000005498 polishing Methods 0.000 description 5
- 239000003505 polymerization initiator Substances 0.000 description 5
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 150000002430 hydrocarbons Chemical group 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- 230000007096 poisonous effect Effects 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000013535 sea water Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 150000003606 tin compounds Chemical class 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 3
- 229910052710 silicon Inorganic materials 0.000 description 3
- GRJISGHXMUQUMC-UHFFFAOYSA-N silyl prop-2-enoate Chemical compound [SiH3]OC(=O)C=C GRJISGHXMUQUMC-UHFFFAOYSA-N 0.000 description 3
- 231100000331 toxic Toxicity 0.000 description 3
- 230000002588 toxic effect Effects 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000013543 active substance Substances 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
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000001451 organic peroxides Chemical class 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- NIBPEHGZRFSWSY-UHFFFAOYSA-N tributylsilyl prop-2-enoate Chemical compound CCCC[Si](CCCC)(CCCC)OC(=O)C=C NIBPEHGZRFSWSY-UHFFFAOYSA-N 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- 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 description 1
- OZCMOJQQLBXBKI-UHFFFAOYSA-N 1-ethenoxy-2-methylpropane Chemical compound CC(C)COC=C OZCMOJQQLBXBKI-UHFFFAOYSA-N 0.000 description 1
- OVGRCEFMXPHEBL-UHFFFAOYSA-N 1-ethenoxypropane Chemical compound CCCOC=C OVGRCEFMXPHEBL-UHFFFAOYSA-N 0.000 description 1
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 description 1
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- GAFFKTSONYEPJI-UHFFFAOYSA-N C(C=C)(=O)O[Si](CCCCCCCCCC)(C)C Chemical compound C(C=C)(=O)O[Si](CCCCCCCCCC)(C)C GAFFKTSONYEPJI-UHFFFAOYSA-N 0.000 description 1
- RDMVWHUSOVJNAT-UHFFFAOYSA-N C(C=C)(=O)O[Si](CCCCCCCCCCCC)(C)C Chemical compound C(C=C)(=O)O[Si](CCCCCCCCCCCC)(C)C RDMVWHUSOVJNAT-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-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
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- XPMWNXFIZJFOMB-UHFFFAOYSA-N [butyl(dimethyl)silyl] prop-2-enoate Chemical compound CCCC[Si](C)(C)OC(=O)C=C XPMWNXFIZJFOMB-UHFFFAOYSA-N 0.000 description 1
- NLCZMCYXCVUGGN-UHFFFAOYSA-N [cyclohexyl(dimethyl)silyl] prop-2-enoate Chemical compound C=CC(=O)O[Si](C)(C)C1CCCCC1 NLCZMCYXCVUGGN-UHFFFAOYSA-N 0.000 description 1
- XFKQCKRULWCPOQ-UHFFFAOYSA-N [dibutyl(ethyl)silyl] prop-2-enoate Chemical compound CCCC[Si](CC)(CCCC)OC(=O)C=C XFKQCKRULWCPOQ-UHFFFAOYSA-N 0.000 description 1
- UPNJVQREGXOKSG-UHFFFAOYSA-N [dibutyl(methyl)silyl] prop-2-enoate Chemical compound CCCC[Si](C)(CCCC)OC(=O)C=C UPNJVQREGXOKSG-UHFFFAOYSA-N 0.000 description 1
- IAPNEIWYIUTSEY-UHFFFAOYSA-N [dimethyl(octyl)silyl] prop-2-enoate Chemical compound CCCCCCCC[Si](C)(C)OC(=O)C=C IAPNEIWYIUTSEY-UHFFFAOYSA-N 0.000 description 1
- MJJAGRVJSHKNMG-UHFFFAOYSA-N [dimethyl(phenyl)silyl] prop-2-enoate Chemical compound C=CC(=O)O[Si](C)(C)C1=CC=CC=C1 MJJAGRVJSHKNMG-UHFFFAOYSA-N 0.000 description 1
- CJLXAFNZMDTTNS-UHFFFAOYSA-N [hexyl(dimethyl)silyl] 2-methylprop-2-enoate Chemical compound CCCCCC[Si](C)(C)OC(=O)C(C)=C CJLXAFNZMDTTNS-UHFFFAOYSA-N 0.000 description 1
- UWVFNMRIDLHMGY-UHFFFAOYSA-N [hexyl(dimethyl)silyl] prop-2-enoate Chemical compound CCCCCC[Si](C)(C)OC(=O)C=C UWVFNMRIDLHMGY-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000005456 alcohol based solvent Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 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
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- HXTLWOZJMYIANK-UHFFFAOYSA-N butyl acetate;methanol Chemical compound OC.CCCCOC(C)=O HXTLWOZJMYIANK-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- UPIWXMRIPODGLE-UHFFFAOYSA-N butyl benzenecarboperoxoate Chemical compound CCCCOOC(=O)C1=CC=CC=C1 UPIWXMRIPODGLE-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013256 coordination polymer Substances 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
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 125000002704 decyl 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])* 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000004090 dissolution Methods 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
- 230000007613 environmental effect Effects 0.000 description 1
- 239000003759 ester based solvent Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 239000005453 ketone based solvent Substances 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- 125000001421 myristyl 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])[H] 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229940065472 octyl acrylate Drugs 0.000 description 1
- 125000002347 octyl 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])[H] 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- 150000004045 organic chlorine compounds Chemical class 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 230000035755 proliferation Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 241000894007 species Species 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
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000003746 surface roughness Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- 230000009974 thixotropic effect Effects 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- 125000002306 tributylsilyl group Chemical group C(CCC)[Si](CCCC)(CCCC)* 0.000 description 1
- LPUCKLOWOWADAC-UHFFFAOYSA-M tributylstannyl 2-methylprop-2-enoate Chemical compound CCCC[Sn](CCCC)(CCCC)OC(=O)C(C)=C LPUCKLOWOWADAC-UHFFFAOYSA-M 0.000 description 1
- HVMNIRCQQXUXRP-UHFFFAOYSA-N triphenylsilyl prop-2-enoate Chemical compound C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(OC(=O)C=C)C1=CC=CC=C1 HVMNIRCQQXUXRP-UHFFFAOYSA-N 0.000 description 1
- ZEVPGAHZONRGQP-UHFFFAOYSA-N tris(4-methylpentan-2-yloxy)silyl prop-2-enoate Chemical compound CC(C)CC(C)O[Si](OC(C)CC(C)C)(OC(C)CC(C)C)OC(=O)C=C ZEVPGAHZONRGQP-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20251486A JPS6357675A (ja) | 1986-08-28 | 1986-08-28 | 防汚性コ−テイング材 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20251486A JPS6357675A (ja) | 1986-08-28 | 1986-08-28 | 防汚性コ−テイング材 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6258168A Division JP2833493B2 (ja) | 1994-10-24 | 1994-10-24 | 防汚性コーティング材 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6357675A true JPS6357675A (ja) | 1988-03-12 |
| JPH0582865B2 JPH0582865B2 (zh) | 1993-11-22 |
Family
ID=16458748
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP20251486A Granted JPS6357675A (ja) | 1986-08-28 | 1986-08-28 | 防汚性コ−テイング材 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6357675A (zh) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01306479A (ja) * | 1988-06-06 | 1989-12-11 | Chugoku Marine Paints Ltd | 無毒性防汚塗料組成物 |
| JPH07150076A (ja) * | 1994-10-24 | 1995-06-13 | Chugoku Marine Paints Ltd | 防汚性コーティング材 |
| JPH09194790A (ja) * | 1995-11-15 | 1997-07-29 | Chugoku Marine Paints Ltd | 防汚塗料組成物、この防汚塗料組成物から形成されている塗膜および該防汚塗料組成物を用いた防汚方法並びに該塗膜で被覆された船体または水中構造物 |
| US6458878B1 (en) | 1998-12-28 | 2002-10-01 | Chuogoku Marine Paints, Ltd. | Silyl (meth) acrylate copolymers, processes for preparing the same, antifouling paint compositions containing the silyl (meth) acrylate copolymers, antifouling coating films formed from the antifouling paint compositions, antifouling methods using the antifouling paint compositions, and hulls or underwater structures coated with the antifouling coating films |
| US6828030B2 (en) | 2000-10-25 | 2004-12-07 | Chugoku Marine Paints, Ltd. | (poly)oxyalkylene block silyl ester copolymer, antifouling coating composition, antifouling coating formed from antifouling coating composition, antifouling method using antifouling coating composition and hull or underwater structure covered with antifouling coating |
| JP2004346317A (ja) * | 2003-05-21 | 2004-12-09 | Atofina Chemicals Inc | 船舶用塗料組成物のためのトリアリールシリル（メタ）アクリロイル含有重合体 |
| US6916860B2 (en) | 2002-03-06 | 2005-07-12 | Chugoku Marine Paints, Ltd. | Antifouling coating composition, coating film therefrom, base material covered with the coating film and antifouling method |
| JP2007162031A (ja) * | 1995-11-15 | 2007-06-28 | Chugoku Marine Paints Ltd | 防汚塗料組成物、この防汚塗料組成物から形成されている塗膜および該防汚塗料組成物を用いた防汚方法並びに該塗膜で被覆された船体または水中構造物 |
| JP2012117077A (ja) * | 1995-11-15 | 2012-06-21 | Chugoku Marine Paints Ltd | 防汚塗料組成物、この防汚塗料組成物から形成されている塗膜および該防汚塗料組成物を用いた防汚方法並びに該塗膜で被覆された船体または水中構造物 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4021392A (en) * | 1974-04-03 | 1977-05-03 | The International Paint Company Limited | Marine paint |
| US4593055A (en) * | 1983-01-17 | 1986-06-03 | M&T Chemicals Inc. | Erodible ship-bottom paints for control of marine fouling |
| JPH0532433A (ja) * | 1991-07-30 | 1993-02-09 | Central Glass Co Ltd | 保護被覆を施した機能性膜付ガラス |
-
1986
- 1986-08-28 JP JP20251486A patent/JPS6357675A/ja active Granted
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4021392A (en) * | 1974-04-03 | 1977-05-03 | The International Paint Company Limited | Marine paint |
| US4593055A (en) * | 1983-01-17 | 1986-06-03 | M&T Chemicals Inc. | Erodible ship-bottom paints for control of marine fouling |
| JPH0532433A (ja) * | 1991-07-30 | 1993-02-09 | Central Glass Co Ltd | 保護被覆を施した機能性膜付ガラス |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01306479A (ja) * | 1988-06-06 | 1989-12-11 | Chugoku Marine Paints Ltd | 無毒性防汚塗料組成物 |
| JPH07150076A (ja) * | 1994-10-24 | 1995-06-13 | Chugoku Marine Paints Ltd | 防汚性コーティング材 |
| JPH09194790A (ja) * | 1995-11-15 | 1997-07-29 | Chugoku Marine Paints Ltd | 防汚塗料組成物、この防汚塗料組成物から形成されている塗膜および該防汚塗料組成物を用いた防汚方法並びに該塗膜で被覆された船体または水中構造物 |
| JP2007162031A (ja) * | 1995-11-15 | 2007-06-28 | Chugoku Marine Paints Ltd | 防汚塗料組成物、この防汚塗料組成物から形成されている塗膜および該防汚塗料組成物を用いた防汚方法並びに該塗膜で被覆された船体または水中構造物 |
| JP2012117077A (ja) * | 1995-11-15 | 2012-06-21 | Chugoku Marine Paints Ltd | 防汚塗料組成物、この防汚塗料組成物から形成されている塗膜および該防汚塗料組成物を用いた防汚方法並びに該塗膜で被覆された船体または水中構造物 |
| US6458878B1 (en) | 1998-12-28 | 2002-10-01 | Chuogoku Marine Paints, Ltd. | Silyl (meth) acrylate copolymers, processes for preparing the same, antifouling paint compositions containing the silyl (meth) acrylate copolymers, antifouling coating films formed from the antifouling paint compositions, antifouling methods using the antifouling paint compositions, and hulls or underwater structures coated with the antifouling coating films |
| US6828030B2 (en) | 2000-10-25 | 2004-12-07 | Chugoku Marine Paints, Ltd. | (poly)oxyalkylene block silyl ester copolymer, antifouling coating composition, antifouling coating formed from antifouling coating composition, antifouling method using antifouling coating composition and hull or underwater structure covered with antifouling coating |
| US6916860B2 (en) | 2002-03-06 | 2005-07-12 | Chugoku Marine Paints, Ltd. | Antifouling coating composition, coating film therefrom, base material covered with the coating film and antifouling method |
| JP2004346317A (ja) * | 2003-05-21 | 2004-12-09 | Atofina Chemicals Inc | 船舶用塗料組成物のためのトリアリールシリル（メタ）アクリロイル含有重合体 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0582865B2 (zh) | 1993-11-22 |
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| EXPY | Cancellation because of completion of term |