JPS62232470A - Algicidal paint composition - Google Patents
Algicidal paint compositionInfo
- Publication number
- JPS62232470A JPS62232470A JP7599186A JP7599186A JPS62232470A JP S62232470 A JPS62232470 A JP S62232470A JP 7599186 A JP7599186 A JP 7599186A JP 7599186 A JP7599186 A JP 7599186A JP S62232470 A JPS62232470 A JP S62232470A
- Authority
- JP
- Japan
- Prior art keywords
- component
- weight
- surfactant
- parts
- emulsion
- 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.)
- Pending
Links
- 239000003973 paint Substances 0.000 title abstract description 6
- 230000002353 algacidal effect Effects 0.000 title abstract 4
- 239000000203 mixture Substances 0.000 title description 4
- 239000000839 emulsion Substances 0.000 claims abstract description 18
- 229920005989 resin Polymers 0.000 claims abstract description 14
- 239000011347 resin Substances 0.000 claims abstract description 14
- 239000003093 cationic surfactant Substances 0.000 claims abstract description 12
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 10
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 8
- 239000007787 solid Substances 0.000 claims abstract description 7
- 239000004014 plasticizer Substances 0.000 claims abstract description 6
- 125000000129 anionic group Chemical group 0.000 claims abstract description 5
- 239000008199 coating composition Substances 0.000 claims description 12
- 239000002280 amphoteric surfactant Substances 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 3
- -1 polyoxyethylene Polymers 0.000 abstract description 10
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract description 8
- 229920003171 Poly (ethylene oxide) Polymers 0.000 abstract description 7
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 abstract description 7
- 150000005215 alkyl ethers Chemical class 0.000 abstract description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract description 3
- MPNXSZJPSVBLHP-UHFFFAOYSA-N 2-chloro-n-phenylpyridine-3-carboxamide Chemical compound ClC1=NC=CC=C1C(=O)NC1=CC=CC=C1 MPNXSZJPSVBLHP-UHFFFAOYSA-N 0.000 abstract description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 abstract description 2
- 229910052794 bromium Inorganic materials 0.000 abstract description 2
- 229920006026 co-polymeric resin Polymers 0.000 abstract description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract description 2
- 229910052740 iodine Inorganic materials 0.000 abstract description 2
- 238000002156 mixing Methods 0.000 abstract description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 abstract description 2
- 239000002563 ionic surfactant Substances 0.000 abstract 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 abstract 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 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 6
- 235000019270 ammonium chloride Nutrition 0.000 description 5
- 239000000178 monomer Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- 241000282320 Panthera leo Species 0.000 description 4
- 125000005211 alkyl trimethyl ammonium group Chemical group 0.000 description 4
- 230000009477 glass transition Effects 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- IGFHQQFPSIBGKE-UHFFFAOYSA-N 4-nonylphenol Chemical compound CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 3
- 239000003945 anionic surfactant Substances 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000007720 emulsion polymerization reaction Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-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
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-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
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- 230000005791 algae growth Effects 0.000 description 2
- 239000003619 algicide Substances 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 150000001767 cationic compounds Chemical class 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 2
- 238000003756 stirring Methods 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 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
- QORUGWXKGWRLBB-UHFFFAOYSA-N 2-methylprop-1-ene;2-methylprop-2-enoic acid Chemical compound CC(C)=C.CC(=C)C(O)=O QORUGWXKGWRLBB-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 229920005789 ACRONAL® acrylic binder Polymers 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
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 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
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 1
- VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000007798 antifreeze agent Substances 0.000 description 1
- JBIROUFYLSSYDX-UHFFFAOYSA-M benzododecinium chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 JBIROUFYLSSYDX-UHFFFAOYSA-M 0.000 description 1
- 229960003237 betaine Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000004567 concrete Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- WLCFKPHMRNPAFZ-UHFFFAOYSA-M didodecyl(dimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCC WLCFKPHMRNPAFZ-UHFFFAOYSA-M 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- ZCPCLAPUXMZUCD-UHFFFAOYSA-M dihexadecyl(dimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCC ZCPCLAPUXMZUCD-UHFFFAOYSA-M 0.000 description 1
- IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 description 1
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- DDXLVDQZPFLQMZ-UHFFFAOYSA-M dodecyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)C DDXLVDQZPFLQMZ-UHFFFAOYSA-M 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000005183 environmental health Effects 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 230000012010 growth Effects 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 125000005064 octadecenyl group Chemical group C(=CCCCCCCCCCCCCCCCC)* 0.000 description 1
- 125000000913 palmityl 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])[H] 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical group CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- 238000007592 spray painting technique Methods 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
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- CEYYIKYYFSTQRU-UHFFFAOYSA-M trimethyl(tetradecyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCC[N+](C)(C)C CEYYIKYYFSTQRU-UHFFFAOYSA-M 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、船舶、貯水槽、排水溝、根太ロープ、フィル
ター等の繊維、建造物等に塗布、乾燥させてこれら表面
に防藻用の皮膜を形成させることができる塗料組成物に
関する。[Detailed Description of the Invention] [Industrial Application Field] The present invention is applied to fibers of ships, water tanks, drainage ditches, joist ropes, filters, etc., buildings, etc., and is dried to coat these surfaces with algae-proofing agents. The present invention relates to a coating composition capable of forming a film.
船舶、漁網、排水溝の表面に防藻剤のビストリブチルス
ズオキシド（ＴＢＴＯ）を含有する塗膜を形成させて藻
の発生を防ぐことは、従来性われている。BACKGROUND ART It has been conventionally known to prevent the growth of algae by forming a coating film containing the algae-preventing agent bistributyltin oxide (TBTO) on the surfaces of ships, fishing nets, and drainage ditches.
しかし、ビストリブチルスズオキシドは人体に有毒であ
臥昭和５９年に環境庁が発表した化学物質環境調査報告
では全国の主要港、湾など４２地域のうち１４地域の天
然魚で最高０．４８ ｐｐｍの有機錫が含有されていた
として警鐘を鳴らしている。However, bitributyltin oxide is toxic to the human body.According to a chemical environmental survey report published by the Environment Agency in 1981, it was found to be found in wild fish in 14 out of 42 areas, including major ports and bays, at a maximum concentration of 0.48 ppm. The company is sounding the alarm because it contains organic tin.
また、漁網においては、年次毎操り返し防藻用塗料を含
浸塗布することが行われるので、この作業時に網に茂存
していた有機錫の粉末が人体に吸いこまれることが懸念
されていた。Additionally, since fishing nets are impregnated with anti-algae paint every year, there was concern that the organic tin powder that was present in the nets during this process could be inhaled into the human body. .
本発明者は、カチオン系界面活性剤のうち、特定の第４
級化アミンが防藻剤としての機能を有することを見い出
した。The present inventor has discovered that among cationic surfactants,
We have discovered that graded amines have a function as an algaecide.
しかし、バインダーとして環境衛生上問題のない水性樹
脂エマルジョンを用いるとき、通常、水性樹脂水性エマ
ルジョンはドデシルベンゼンスルホン酸ナトリウム等の
アニオン系界面活性剤の存在下にビニル単量体を乳化重
合させて得られており、アニオン性を有するのでこのカ
チオン系界面活性剤を配合するとゲルを生じたり、分離
したりする問題があり貯蔵安定性が悪い。However, when using an aqueous resin emulsion that poses no environmental health problems as a binder, the aqueous resin aqueous emulsion is usually obtained by emulsion polymerization of vinyl monomers in the presence of an anionic surfactant such as sodium dodecylbenzenesulfonate. Since it has anionic properties, if this cationic surfactant is added, it may cause gel formation or separation, resulting in poor storage stability.
本発明は、貯蔵安定性の優れた防藻用塗料組成物を提供
するものである。The present invention provides an anti-algae coating composition with excellent storage stability.
即ち、本発明は、
（４）成分：
アニオン性樹脂水性エマルジョン
固型分量で１００重量部
（Ｂ）成分ニ
一般式
で示されるカチオン系界面活性剤
〔式中、Ｒは−ＣＨ３または−Ｃ２Ｈｓであり、これら
は同一であっても異なっていてもよく：Ｒ′は炭素数８
〜１８のアルキル基であり；Ｘは−α、−Ｂｒ、 −Ｉ
より選ばれたハロゲン原子である〕
１０〜４０重量部
（Ｑ成分：
ノニオン系界面活性剤及び／又は両性界面活性剤
２０〜５０重量部０成分：
可塑剤 ０〜１５重量部上記（４）、
（Ｂ）、Ｃ）および０成分が上記割合で配合されてなる
防藻用塗料組成物を提供するものである。That is, the present invention provides: Component (4): 100 parts by weight of the solid content of the anionic resin aqueous emulsion Component (B): A cationic surfactant represented by the general formula [wherein R is -CH3 or -C2Hs] and these may be the same or different: R' has 8 carbon atoms
~18 alkyl group; X is -α, -Br, -I
] 10 to 40 parts by weight (Component Q: nonionic surfactant and/or amphoteric surfactant
20-50 parts by weight 0 component: Plasticizer 0-15 parts by weight (4) above,
The present invention provides an anti-algae coating composition containing components (B), C) and 0 in the above proportions.
囚成分
バインダーとしての（４）成分の樹脂水性エマルジョン
ハ、ヒニル単ｊｔ 体ヲ、トｆシルベンゼンスルホン酸
ソーダ、ｐ−ノニルフェノールの硫酸半エステル等のア
ニオン性界面活性剤および過硫酸カルシウムの存在下に
乳化重合して得られるもので、造膜温度が２０℃以下の
ものが現場での乾燥性の面で好ましい。In the presence of an aqueous resin emulsion of component (4) as a binder, an anionic surfactant such as hinyl monomer, sodium tof-sylbenzenesulfonate, sulfuric half ester of p-nonylphenol, and calcium persulfate. It is preferably obtained by emulsion polymerization at a film-forming temperature of 20° C. or lower in terms of on-site drying properties.
ビニル単量体としてはメタクリル酸ｎ拳プロピル（Ｔｇ
８１℃）、スチレン（１００℃）、アクリロニトリル（
１００℃）、メタクリル酸メチル（１０５℃）、メタク
リル酸（１３０℃）、イタコン酸（１３０℃）、アクリ
ルアミド（１５３℃）、アクリル酸２−エチルヘキシル
（Ｔｇ−８５℃）、アクリル酸ｎ・ブチル（−５４℃）
、アクリル酸エチル（−２２℃）、アクリル酸イソプロ
ピ／−（−５℃）、メタクリル酸２−エテルヘキシル（
−５℃）、アクリル酸ｎ・プロピル（８℃）、メタクリ
ル酸ｎ・ブチル（２０℃）、酢酸ビニル（３０℃）、ア
クリル酸ｔ−ブチル（４５℃）、メタクリル酸２−ヒド
ロキシエチル（５５℃）、メタクリル酸エチル（６５℃
）、メタクリル酸イソブデｙｂ（６７℃）、塩化ビニル
（７９℃）、塩化ビニリデン（−１８℃）、エチレン等
が単独で、または二種以上混合して用ｒる（括弧内の数
字は、これらビニル単敬体のホモ重合体のガラス転移点
で ６一
ある）。The vinyl monomer is propyl methacrylate (Tg
81℃), styrene (100℃), acrylonitrile (
100℃), methyl methacrylate (105℃), methacrylic acid (130℃), itaconic acid (130℃), acrylamide (153℃), 2-ethylhexyl acrylate (Tg-85℃), n-butyl acrylate ( -54℃)
, ethyl acrylate (-22℃), isopropylacrylate/-(-5℃), 2-ethylhexyl methacrylate (
-5°C), n-propyl acrylate (8°C), n-butyl methacrylate (20°C), vinyl acetate (30°C), t-butyl acrylate (45°C), 2-hydroxyethyl methacrylate (55°C), °C), ethyl methacrylate (65 °C
), isobutylene methacrylate (67°C), vinyl chloride (79°C), vinylidene chloride (-18°C), ethylene, etc. can be used alone or in combination of two or more (the numbers in parentheses indicate these The glass transition point of a vinyl homopolymer is 61).
これら単量体の種類、使用量は、得られるエマルジョン
の使用温度を考慮して、得られる樹脂のガラス転移点を
目安として決定する。例えば、室温（２０℃）で防藻用
塗料組成物を用いる場合は、エマルジョン樹脂のガラス
転移点が一６５℃〜＋３０℃となるように選択する。強
制乾燥（６０〜２００℃）するときは、得られる水性エ
マルジョン樹脂のガラス転移点が＋４０〜１８０℃であ
ってもよい。The type and amount of these monomers to be used are determined by considering the usage temperature of the resulting emulsion and using the glass transition point of the resulting resin as a guide. For example, when using an anti-algae coating composition at room temperature (20°C), the glass transition point of the emulsion resin is selected to be between -65°C and +30°C. When forced drying (60 to 200°C), the resulting aqueous emulsion resin may have a glass transition point of +40 to 180°C.
ビニル単量体成分としてアクリル酸、メタクリル酸、イ
タコン酸、無水マレイン酸等の不飽和カルボン酸を０．
１〜３重量７０用いることは被着材（木、コンクリート
、金属）に対する防藻用皮膜の密着性を高めるのに有用
である。好ましいエマルジョンとしては、（ａ）アクリ
ル酸低級アルキル（アルキル基の炭素数は１〜６）エス
テル４０〜８０重量％と、（ｂ）スチレン２０〜５０重
量％と（ｃ）不飽和カルボン酸θ〜３重量警との乳化重
合液が例示される。As a vinyl monomer component, unsaturated carboxylic acids such as acrylic acid, methacrylic acid, itaconic acid, maleic anhydride, etc.
Using 1 to 3 weight 70 is useful for increasing the adhesion of the anti-algae coating to the adherend (wood, concrete, metal). Preferred emulsions include (a) 40 to 80% by weight of lower alkyl acrylate (alkyl group has 1 to 6 carbon atoms) ester, (b) 20 to 50% by weight of styrene, and (c) unsaturated carboxylic acid θ~ An example is an emulsion polymerization solution with 3-weight polymer.
エマルジョン樹脂の粒径は、Ｏ，ＯＳ〜１ミクｐンであ
や、エマルジョン樹脂濃度が２０〜５５重量％のものが
通常使用される。The emulsion resin has a particle size ranging from O.OS to 1 micron, and an emulsion resin having a concentration of 20 to 55% by weight is usually used.
（６）成分
防藻剤効果を有する下記式で示されるカチオン系界面活
性剤
〔式中、Ｒは−ＣＨａまたは−Ｃｔ Ｈｓであり、これ
らは同一であっても異なっていてもよ＜：Ｒ′は炭素数
８〜１８のアルキル基であり；Ｘは一α、−Ｂｒ、 −
Ｉより選ばれたハロゲン原子である〕
としては、デシルφトリメチルアンモニウムクロライド
、ドデシル・トリメチルアンモニウムクロライド、テト
ラデシルトリメチルアンモニウムクロライド、ヘキサデ
シルトリメチルアンモニウムクロライド、オクタデシル
トリメチルアンモニウムクロライド、オクタデセニルト
リメチルアンモニウムクロライド、オクタデカジェニル
トリメチルアンモニウムクロライド等のアルキル・トリ
メチルアンモニウムクロライド類〔商品としてはライオ
ン・アクゾ■より１アーカード”の商品名で、グレード
番号が１２−５０．１６−５０．１８−５０、Ｃ−５０
，５−５０、Ｔ−５０等のものが利用できる〕；前記ア
ルキル・トリメチルアンモニウムクロライドのメチル基
の１部ないし全部がエチル基に置き代ったもの；前記ア
ル、キル・トリメチルアンモニウムクロライドまたはア
ルキル・トリエチルアンモニウムクロライドのクロライ
ドが、ブロムやヨード等の他のハロゲン基に置き代った
ものが利用できる。(6) A cationic surfactant having an ingredient algaecide effect and represented by the following formula [wherein R is -CHa or -Ct Hs, which may be the same or different <:R ' is an alkyl group having 8 to 18 carbon atoms; X is -α, -Br, -
A halogen atom selected from I] includes decylφtrimethylammonium chloride, dodecyltrimethylammonium chloride, tetradecyltrimethylammonium chloride, hexadecyltrimethylammonium chloride, octadecyltrimethylammonium chloride, octadecenyltrimethylammonium chloride, Alkyl trimethyl ammonium chloride such as octadecagenyl trimethyl ammonium chloride [The product name is 1 Alucard from Lion Akzo ■, and the grade number is 12-50.16-50.18-50, C-50
, 5-50, T-50, etc.]; Part or all of the methyl groups of the alkyl trimethyl ammonium chloride are replaced with ethyl groups; The alkyl trimethyl ammonium chloride or the alkyl - Triethylammonium chloride in which the chloride is replaced with another halogen group such as bromine or iodine can be used.
他のカチオン系界面活性剤、例えばドデシル・ジメチル
・ベンジルアンモニウムクロライドやジオクタデシル・
ジメチルアンモニウムクロライド、ジドデシル・ジメチ
ルアンモニウムクロライド、ジヘキサデシル・ジメチル
アンモニウムクロライド、ポリオキシエチレン牛脂アル
キルアミン等は防藻効果がないか、塗料組成物の貯蔵安
定性が損われる。Other cationic surfactants, such as dodecyl dimethyl benzylammonium chloride and dioctadecyl
Dimethylammonium chloride, didodecyl dimethylammonium chloride, dihexadecyl dimethylammonium chloride, polyoxyethylene tallow alkylamine, and the like have no algae-preventing effect or impair the storage stability of the coating composition.
０成分
（６）成分のカチオン系界面活性剤は、アニオン系界面
活性剤と相溶性がなく、ドデシルベンゼンスルホン酸ソ
ーダ、ステアリン酸ソーダ等が添加されると複分解を起
し、不溶性の塩として沈殿する。The cationic surfactant of component 0 (6) is not compatible with anionic surfactants, and when sodium dodecylbenzenesulfonate, sodium stearate, etc. are added, it undergoes double decomposition and precipitates as an insoluble salt. do.
この複分解を防止するためにノニオン系界面活性剤か両
性界面活性剤が使用される。In order to prevent this double decomposition, nonionic surfactants or amphoteric surfactants are used.
ノニオン系界面活性剤としては、鉱物油、ポリオキシエ
チレンアルキルエーテル、ポリオキシエチレンアルキル
フェニルエーテル、ポリオキシエチレンアルキルエステ
ル、ソルビタンアルキルエステル、ポリオキシエチレン
ンルビタンアルキルエステル等が利用できる。As the nonionic surfactant, mineral oil, polyoxyethylene alkyl ether, polyoxyethylene alkylphenyl ether, polyoxyethylene alkyl ester, sorbitan alkyl ester, polyoxyethylene rubitan alkyl ester, etc. can be used.
両性界面活性剤としては、殺菌力を有するベタイン型の
ものが好ましく、例えばライオン■のエナジコールＣＮ
Ｓ （商品名）や東邦化学工業■のオバゾリン５５２、
同６６２Ｙ（いずれも商品名）、があげられる。As the amphoteric surfactant, betaine type surfactants with bactericidal properties are preferred, such as Lion's Enadicol CN.
S (product name) and Obazoline 552 from Toho Chemical Industry■,
662Y (all product names).
工菫旦
＝１０−
皮膜の風合を調整する可塑剤としては、７タル酸工ステ
ル系化合物、例えばジブチルベンジルフタレート（ＢＢ
Ｐ）、ジブチルフタレー） （ＤＢＰ）や塩素化パラフ
ィンが使用できる。As a plasticizer for adjusting the texture of the film, heptatalic ester compounds such as dibutylbenzyl phthalate (BB
P), dibutyl phthalate) (DBP) and chlorinated paraffin can be used.
他の任意成分
上記囚、（６）、０および０成分の他に、消泡剤、沈降
防止剤、流動調整剤、凍結防止剤、低級アルコール、顔
料、染料、充填剤、湿潤剤、撥水剤、風合調節剤、架橋
剤、ｐＩ（調節剤等を配合してもよい。Other optional ingredients In addition to the above ingredients, (6), 0 and 0 ingredients, antifoaming agents, anti-settling agents, flow regulators, antifreeze agents, lower alcohols, pigments, dyes, fillers, wetting agents, water repellents A hand control agent, a crosslinking agent, a pI control agent, etc. may be added.
組成
本発明の塗材組成物は、
（４）成分の樹脂エマルジョンの固型分１００重量部に
対し、（６）成分のカチオン系界面活性剤が１０剤が２
０〜５０重量部、（ｐ）成分の可塑剤が０〜１５重量部
の割合で用いる。Composition The coating composition of the present invention is composed of 10 parts of the cationic surfactant as the component (6) and 2 parts per 100 parts by weight of the solid content of the resin emulsion as the component (4).
The plasticizer component (p) is used in an amount of 0 to 50 parts by weight and 0 to 15 parts by weight.
（Ｂ）成分の使用量が１０重敗部未満では、防藻効果が
小さい。逆に４０重量部では、皮膜の強度が弱く、実用
的でない。すなわち、貯蔵安定性を向上させるため、Ｃ
）成分のノニオン系界面活性剤の使用量もカチオン系界
面活性剤の増加にともない比例して増加することを留意
すべきである。If the amount of component (B) used is less than 10 times, the anti-algae effect will be small. On the other hand, if the amount is 40 parts by weight, the strength of the film will be low and it is not practical. That is, in order to improve storage stability, C
It should be noted that the amount of nonionic surfactant used as component () also increases in proportion to the increase in cationic surfactant.
（０成分の使用量が２０重量部未満では塗料組成物の貯
蔵安定性に欠ける。逆に５０重量部を越えては皮膜の強
度が低く、実用的でない。好ましくは、（６）成分１重
量部に対し、（０成分は０．５〜１重量部の割合で用い
る。(If the amount of component (0) used is less than 20 parts by weight, the coating composition will lack storage stability. Conversely, if it exceeds 50 parts by weight, the strength of the film will be low and it is not practical. Preferably, component (6) 1 weight part Component (0) is used in an amount of 0.5 to 1 part by weight.
０成分は必要により添加される。但し、１５重量部を越
えて用いると皮膜が粘着性をおびるので好ましくない。Component 0 is added as necessary. However, if more than 15 parts by weight is used, the film becomes sticky, which is not preferable.
組成物の調製は、（４）成分の樹脂エマルジョンに直接
（Ｂ）成分のカチオン化合物を加えると凝集が起るので
、予じめ（４）成分と口成分の界面活性剤、υ成分の可
塑剤、水を混合したのちに、■成分のカチオン化合物を
攪拌下に添加する。To prepare the composition, add the cationic compound of component (B) directly to the resin emulsion of component (4), which will cause aggregation. After mixing the agent and water, the cationic compound (Component (2)) is added while stirring.
応用
本発明の塗料組成物は必要により水で希釈されて、ディ
ッピング法、ロールコータ−法、吹きつけ塗装法等によ
りロープ、フィルター、網、Ｕ字溝、船舶、根太等の被
着材に塗布され、乾燥し、皮膜を形成する。塗装量は、
固型分で１５〜３００ｔ／−となるように用いられる。Application The coating composition of the present invention can be diluted with water if necessary and applied to adherends such as ropes, filters, nets, U-shaped grooves, ships, joists, etc. by dipping, roll coating, spray painting, etc. It dries and forms a film. The amount of paint is
It is used so that the solid content is 15 to 300 t/-.
実施態様
以下、本発明を実施例により更に詳細に説明する。なお
、例中の部および％は特に例記しない限り重量基準であ
る。Embodiments Hereinafter, the present invention will be explained in more detail with reference to Examples. Note that parts and percentages in the examples are based on weight unless otherwise specified.
実施例１〜２５、比較例１〜１２、参考例１三菱油化バ
ーデイツシエ領〉の常温架橋型アクリル酸アルキルエス
テル・スチレン共重合体系樹脂水性エマルジョン１アク
ロナール ＹＪ−２７２０Ｄ″（商品名、造膜温度６℃
、固型分濃度５０％）１００部に、表１に示すノニオン
系界面活性剤、両性界面活性剤、水および可塑剤のジブ
チルフタレートを配合したのち、攪拌下にライオン・ア
クゾ■のアルキル嗜トリメチルアンモニウムクロライド
１アーカード ５−５０”（商品名、アルキル基（Ｒつ
の炭素数は、ヘキサデシル（Ｃ１６）がｉ。Examples 1 to 25, Comparative Examples 1 to 12, Reference Example 1 Room-temperature crosslinking type acrylic acid alkyl ester/styrene copolymer resin aqueous emulsion 1 Acronal YJ-2720D'' (product name, film forming temperature 6℃
, solid content concentration 50%) were blended with the nonionic surfactant, amphoteric surfactant, water, and plasticizer dibutyl phthalate shown in Table 1, and then mixed with Lion Akzo's alkyl trimethyl while stirring. Ammonium Chloride 1 Alucard 5-50" (trade name, alkyl group (R carbon number is hexadecyl (C16) is i.
％、オクタデシル（Ｃ１Ｂ）が１０％、オクタデセ二ル
（０１Ｂ）が３５％、オクタデカジェニル（ｅｘｅ）が
４５％である）を同表に示す割合で配合して塗料組成物
を調製した。%, 10% octadecyl (C1B), 35% octadecenyl (01B), and 45% octadecagenyl (exe)) were blended in the proportions shown in the table to prepare a coating composition.
この塗料組成物をＵ字溝の内面に固型分量で５０９／Ｗ
？となるように塗布し、自然乾燥させたのち、３日間放
置した。This paint composition was applied to the inner surface of the U-shaped groove in a solid content of 509/W.
? After applying it so that it became like this, and letting it air dry, it was left for 3 days.
このＵ字溝を工場排水処理設備より出される処理された
排水のＵ字溝として海水に洗われる場所に設置し、６０
年１０月よし６１年１月までの３力月間に藻の発生の有
無を観察した。This U-shaped groove is installed in a place where treated wastewater discharged from factory wastewater treatment equipment is washed by seawater.
The presence or absence of algae growth was observed during the three months from October 2010 to January 1961.
塗料組成物の貯蔵安定性、藻の発生の有無を表１に示す
。Table 1 shows the storage stability of the coating composition and the presence or absence of algae growth.
また、アーカード ５−５０に代えて、アルキル・トリ
メチルアンモニウムクロライドであるアーカード １２
−５０、アーカード １６−５０、アーカード Ｔ−５
０ニジアルキル・ジメチルアンモニウムクロライドであ
るアーカード ２Ｃ−７５、アーカード ２Ｉ（Ｔ−７
５、アーカードＳ−２Ｃ−５０：）”７”シルジメチル
ベンジルアンモニウムクロライド；脂肪族アミンのポリ
オキシ−１４＝
エチレンエーテルを用いた場合の結果も同表に示す。Also, instead of Alucard 5-50, Alucard 12 which is alkyl trimethyl ammonium chloride
-50, Alucard 16-50, Alucard T-5
0 Nidialkyl dimethylammonium chloride Alucard 2C-75, Alucard 2I (T-7
5. Alucard S-2C-50:) "7" sildimethylbenzylammonium chloride; The same table also shows the results when the aliphatic amine polyoxy-14=ethylene ether was used.
なお、表中のノニオン系界面活性剤の種類は次の通りで
ある。The types of nonionic surfactants in the table are as follows.
リポノックス：ライオン■製ポリオキシエチレンアルキ
ルエーテル
エマルケン：花王■製ノニルフェノールのエチレンオキ
サイド付加物
ドパノックス２５Ｉニライオン■製高級アルコールのエ
チレンオキサイド付加物
（以下余白）Liponox: Polyoxyethylene alkyl ether emulsion manufactured by Lion■ Marken: Ethylene oxide adduct of nonylphenol manufactured by Kao ■Dopanox 25I Ethylene oxide adduct of higher alcohol manufactured by Nilion ■ (blank below)
Claims (1)
部 （Ｂ）成分： 一般式 ▲数式、化学式、表等があります▼ で示されるカチオン系界面活性剤 〔式中、Ｒは−ＣＨ＿３または−Ｃ＿２Ｈ＿５であり、
これらは同一であつても異なつていてもよく；Ｒ′は炭
素数８〜１８のアルキル基であり：Ｘは一Ｃｌ、−Ｂｒ
、−Ｉより選ばれたハロゲン原子である〕 １０〜４０重量部 （Ｃ）成分： ノニオン系界面活性剤及び／又は両性界面活性剤 ２０
〜５０重量部 （Ｄ）成分： 可塑剤 ０〜１５重量部 上記（Ａ）、（Ｂ）、（Ｃ）および（Ｄ）成分が上記割
合で配合されてなる防藻用塗料組成物。 ２）、（Ｃ）成分のノニオン系及び／又は両性界面活性
剤に対し、（Ｂ）成分のカチオン系界面活性剤が重量比
〔（Ｂ）／（Ｃ）〕で１対（０．５〜１）の割合で配合
されていることを特徴とする特許請求の範囲第１項記載
の防藻用塗料組成物。[Claims] 1), Component (A): 100 parts by weight of anionic resin aqueous emulsion solid content (B) Component: Cationic surfactant represented by the general formula ▲ Numerical formula, chemical formula, table, etc. ▼ agent [wherein R is -CH_3 or -C_2H_5,
These may be the same or different; R' is an alkyl group having 8 to 18 carbon atoms; X is 1Cl, -Br
, -I] 10 to 40 parts by weight Component (C): Nonionic surfactant and/or amphoteric surfactant 20
-50 parts by weight Component (D): Plasticizer 0-15 parts by weight An anti-algae coating composition comprising the above components (A), (B), (C) and (D) in the above proportions. 2), the cationic surfactant of the component (B) is mixed with the nonionic and/or amphoteric surfactant of the component (C) at a weight ratio of 1:1 (0.5 to 0.5). 1) The anti-algae coating composition according to claim 1, characterized in that it is blended in the ratio of 1).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7599186A JPS62232470A (en) | 1986-04-02 | 1986-04-02 | Algicidal paint composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7599186A JPS62232470A (en) | 1986-04-02 | 1986-04-02 | Algicidal paint composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS62232470A true JPS62232470A (en) | 1987-10-12 |
Family
ID=13592251
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7599186A Pending JPS62232470A (en) | 1986-04-02 | 1986-04-02 | Algicidal paint composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62232470A (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63178135A (en) * | 1986-10-30 | 1988-07-22 | ユニヴエルシテ・ド・プロヴアンス | Binder resistant to contaminant and organism and manufacture |
| US4866106A (en) * | 1988-02-08 | 1989-09-12 | Waitomo Industrial Investments Ltd. | Antifouling composition |
| US4990547A (en) * | 1988-02-08 | 1991-02-05 | Waitomo Industrial Investments Ltd. | Antifouling composition |
| US5096488A (en) * | 1988-02-08 | 1992-03-17 | Waitomo Industrial Investments Ltd. | Antifouling composition |
| US5173110A (en) * | 1988-02-08 | 1992-12-22 | Waitomo Industrial Investments Ltd. | Antifouling composition |
| JP2006182955A (en) * | 2004-12-28 | 2006-07-13 | Nippon Paint Co Ltd | Water-based curing type antifouling coating composition, antifouling coating film and underwater structure |
| JP2006182956A (en) * | 2004-12-28 | 2006-07-13 | Nippon Paint Co Ltd | Water-based curing type antifouling coating composition containing antifouling paste |
| WO2006077738A1 (en) * | 2004-12-28 | 2006-07-27 | Nippon Paint Co., Ltd. | Hydraulic stain-proof coating composition, stain-proof coating film and underwater structure |
| JP2007169449A (en) * | 2005-12-21 | 2007-07-05 | Nippon Paint Co Ltd | Water-based curable antifouling coating, antifouling coating film, underwater structure, and method for reducing underwater friction |
| WO2023143490A1 (en) * | 2022-01-28 | 2023-08-03 | Nano And Advanced Materials Institute Limited | Antimicrobial compositions with enhanced efficacy and prolonged performance lifetime, and preparation method thereof |
-
1986
- 1986-04-02 JP JP7599186A patent/JPS62232470A/en active Pending
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63178135A (en) * | 1986-10-30 | 1988-07-22 | ユニヴエルシテ・ド・プロヴアンス | Binder resistant to contaminant and organism and manufacture |
| US4866106A (en) * | 1988-02-08 | 1989-09-12 | Waitomo Industrial Investments Ltd. | Antifouling composition |
| JPH0270769A (en) * | 1988-02-08 | 1990-03-09 | Waitomo Ind Investments Ltd | Covering composition to prevent contamination |
| US4990547A (en) * | 1988-02-08 | 1991-02-05 | Waitomo Industrial Investments Ltd. | Antifouling composition |
| US5096488A (en) * | 1988-02-08 | 1992-03-17 | Waitomo Industrial Investments Ltd. | Antifouling composition |
| US5173110A (en) * | 1988-02-08 | 1992-12-22 | Waitomo Industrial Investments Ltd. | Antifouling composition |
| JP2006182955A (en) * | 2004-12-28 | 2006-07-13 | Nippon Paint Co Ltd | Water-based curing type antifouling coating composition, antifouling coating film and underwater structure |
| JP2006182956A (en) * | 2004-12-28 | 2006-07-13 | Nippon Paint Co Ltd | Water-based curing type antifouling coating composition containing antifouling paste |
| WO2006077738A1 (en) * | 2004-12-28 | 2006-07-27 | Nippon Paint Co., Ltd. | Hydraulic stain-proof coating composition, stain-proof coating film and underwater structure |
| JP2007169449A (en) * | 2005-12-21 | 2007-07-05 | Nippon Paint Co Ltd | Water-based curable antifouling coating, antifouling coating film, underwater structure, and method for reducing underwater friction |
| WO2023143490A1 (en) * | 2022-01-28 | 2023-08-03 | Nano And Advanced Materials Institute Limited | Antimicrobial compositions with enhanced efficacy and prolonged performance lifetime, and preparation method thereof |
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