WO2019198706A1 - Composition de revêtement antisalissure - Google Patents

Composition de revêtement antisalissure Download PDF

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Publication number
WO2019198706A1
WO2019198706A1 PCT/JP2019/015434 JP2019015434W WO2019198706A1 WO 2019198706 A1 WO2019198706 A1 WO 2019198706A1 JP 2019015434 W JP2019015434 W JP 2019015434W WO 2019198706 A1 WO2019198706 A1 WO 2019198706A1
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Prior art keywords
monomer
copolymer
mass
content
acrylate
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PCT/JP2019/015434
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English (en)
Japanese (ja)
Inventor
英典 和久
崇 松木
慧 小林
永都 岡
拓也 安井
基道 伊藤
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日東化成株式会社
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Priority to JP2019528594A priority Critical patent/JP6765149B2/ja
Priority to SG11202009568YA priority patent/SG11202009568YA/en
Publication of WO2019198706A1 publication Critical patent/WO2019198706A1/fr

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    • 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
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D143/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Coating compositions based on derivatives of such polymers
    • C09D143/04—Homopolymers or copolymers of monomers containing silicon
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • C09D7/61—Additives non-macromolecular inorganic
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • C09D7/63—Additives non-macromolecular organic

Definitions

  • the present invention relates to an antifouling coating composition.
  • Aquatic fouling organisms such as barnacles, cell plastics, blue mussels, scallops, sea squirts, blue sea breams, blue sea breams, slime, etc., become submarine structures such as ships (especially ship bottoms), fishing nets, fishing net accessories, etc. Adhering causes problems such as damage to the functions of the ship and the like, and the appearance.
  • an antifouling coating composition is applied to a ship or the like to form an antifouling coating, and the antifouling agent is gradually released from the antifouling coating, thereby preventing the antifouling over a long period of time.
  • Patent Document 1 A technique for demonstrating performance is known (Patent Document 1).
  • Patent Document 1 Even if the technique of Patent Document 1 is adopted, the coating film portion that is always submerged in seawater maintains long-term antifouling performance, but in the draft section that is the boundary between water and water, There is a problem that antifouling properties are not sufficiently exhibited because wets are repeated and various influences such as being easily affected by sunlight.
  • the present invention has been made in view of such circumstances, and even after being exposed to sunlight for a long period of time, the dissolution of the coating film continues for a long period of time, and it is good even in the drafting section where the attachment of waterpox fouling organisms is likely to occur.
  • the present invention provides a composition for forming a highly environmentally safe antifouling coating film that can exhibit excellent antifouling performance.
  • an antifouling paint composition comprising a copolymer A, a copolymer B, and an antifouling agent
  • the copolymers A and B are obtained by copolymerizing a monomer (a) and a mixture of a polymerizable unsaturated monomer (b) other than the monomer (a), respectively.
  • the monomer (a) is represented by the general formula (1), General formula (1): (Wherein R 1 is selected from hydrogen or a methyl group, R 2 , R 3 and R 4 are selected from a branched alkyl group having 3 to 8 carbon atoms and a phenyl group, and may be the same or different)
  • the copolymer A satisfies the following requirements (A1) to (A2):
  • the copolymer B satisfies the following requirements (B1) to (B2):
  • An antifouling coating composition is provided in which the content of the copolymer A is 5 to 45% by mass with respect to the total mass of the copolymer A and the copolymer B.
  • (A1) The content of the compound in which R 1 in the monomer (a) is hydrogen is 30 to 80% by mass with respect to the total mass of the monomer (a) and the monomer (b). is there.
  • (A2) The content of 2-methoxyethyl acrylate in the monomer (b) is 5 to 30% by mass with respect to the total mass of the monomer (a) and the monomer (b). .
  • (B1) The content of the compound in which R 1 in the monomer (a) is a methyl group is 30 to 80% by mass based on the total mass of the monomer (a) and the monomer (b). It is.
  • (B2) The content of 2-methoxyethyl methacrylate in the monomer (b) is 15 to 50% by mass with respect to the total mass of the monomer (a) and the monomer (b). .
  • the antifouling paint composition of the present invention comprises a copolymer A, a copolymer B, and an antifouling agent.
  • Copolymers A and B are each a (meth) acrylic acid triorganosilyl ester copolymer, which is a monomer (a) and a polymerizable unsaturated monomer other than the monomer (a) ( It is obtained by copolymerizing the mixture of b). Accordingly, the copolymers A and B include monomer units derived from the monomers (a) and (b), respectively.
  • the compound contained in the monomer (a) may be the same or different in the copolymers A and B. When the compounds contained in the monomer (a) are the same in the copolymers A and B, it is preferable that the blending ratios are different.
  • the compound contained in the monomer (b) may be the same or different in the copolymers A and B. When the compounds contained in the monomer (b) are the same in the copolymers A and B, the blending ratios are preferably different.
  • the monomer (a) is a (meth) acrylic acid triorganosilyl ester monomer and is represented by the general formula (1).
  • examples of the monomer (a) represented by the general formula (1) include triisopropylsilyl (meth) acrylate, triisobutylsilyl (meth) acrylate, and tris- (meth) acrylate.
  • the monomer (b) is a monomer copolymerizable with the monomer (a), and examples thereof include the following. Methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, i-butyl (meth) acrylate, t-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, Phenyl (meth) acrylate, cyclohexyl (meth) acrylate, benzyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 2-methoxyethyl (meth) acrylate 2-methoxypropyl (meth) acrylate, 4-methoxybutyl (meth) acrylate, 2-ethoxyethyl (meth) acrylate, polyethylene glycol
  • Metal (meth) acrylates such as metal acrylate pendants, zinc (meth) acrylate, and copper (meth) acrylate.
  • Vinyl compounds having a functional group such as vinyl chloride, vinylidene chloride, acrylonitrile, methacrylonitrile, vinyl acetate, vinyl benzoate, vinyl butyrate, butyl vinyl ether, lauryl vinyl ether, N-vinyl pyrrolidone.
  • Aromatic compounds such as styrene, vinyltoluene, ⁇ -methyl styrene.
  • Dialkyl ester compounds of unsaturated dibasic acids such as dimethyl malate, dibutyl maleate and dimethyl fumarate.
  • the monomer (b) is used singly or in combination of two or more, preferably (meth) acrylic acid esters.
  • the copolymer A satisfies the requirements (A1) to (A2)
  • the copolymer B satisfies the requirements (B1) to (B2)
  • the content of the copolymer A is the same.
  • the essential requirement is 5 to 45% by mass with respect to the total mass of the polymer A and the copolymer B.
  • (A1) The content of the compound in which R 1 in the monomer (a) is hydrogen (hereinafter, “(acrylic acid silyl ester)”) is the total mass of the monomer (a) and the monomer (b). It is 30 to 80% by mass with respect to the amount.
  • (A2) The content of 2-methoxyethyl acrylate in the monomer (b) is 5 to 30% by mass relative to the total mass of the monomer (a) and the monomer (b).
  • (B1) The content of the compound in which R 1 in the monomer (a) is a methyl group (hereinafter, “(methacrylic acid silyl ester)”) is the sum of the monomer (a) and the monomer (b).
  • the content of 2-methoxyethyl methacrylate in the monomer (b) is 15 to 50% by mass relative to the total mass of the monomer (a) and the monomer (b).
  • the present invention relates to a copolymer A obtained by copolymerizing a mixture containing a specific amount of silyl acrylate and 2-methoxyethyl acrylate, methacrylic acid silyl ester and 2-methoxyethyl methacrylate. It is characterized in that a copolymer B obtained by copolymerizing a mixture containing a specific amount of each is contained in a specific ratio.
  • the hydrophilicity of the coating film is improved, the adhesion of the coating film to a highly polar surface such as glass is improved, and the wet and dry cycle
  • the technical effect is that resistance in the test is improved. This is equivalent to the technical effect of improving the adhesion when the paint is overcoated on the surface of the old coating film.
  • the content of the silyl acrylate ester is, for example, 30, 35, 40, 45, 50, 55, 60 with respect to the total mass of the monomer (a) and the monomer (b). , 65, 70, 75, 80 mass%, and may be within a range between any two of the numerical values exemplified here.
  • the monomer (a) of copolymer A may contain methacrylic acid silyl ester, but its content is more than the content of methacrylic acid silyl ester in monomer (a) of copolymer B.
  • the content is preferably small, and is preferably 1 ⁇ 2 or less of the content of the silyl methacrylate ester in the monomer (a) of the copolymer B. It is preferable that the monomer (a) of the copolymer A does not contain methacrylic acid silyl ester.
  • the content of 2-methoxyethyl acrylate is, for example, 5, 10, 15, 20, 25, 30 with respect to the total mass of the monomer (a) and the monomer (b). It may be in the range between any two of the numerical values exemplified here.
  • the monomer (b) of the copolymer A may contain 2-methoxyethyl methacrylate, but the content thereof is that of 2-methoxyethyl methacrylate in the monomer (b) of the copolymer B.
  • the content is preferably less than the content, and is preferably 1/2 or less of the content of 2-methoxyethyl methacrylate in the monomer (b) of the copolymer B.
  • the monomer (b) of the copolymer A preferably does not contain 2-methoxyethyl methacrylate.
  • the content of methacrylic acid silyl ester is, for example, 30, 35, 40, 45, 50, 55, 60 with respect to the total mass of monomer (a) and monomer (b). , 65, 70, 75, 80 mass%, and may be within a range between any two of the numerical values exemplified here.
  • the monomer (a) of the copolymer B may contain a silyl acrylate ester, but its content is more than the content of the silyl acrylate ester in the monomer (a) of the copolymer A.
  • the content is preferably small, and is preferably 1 ⁇ 2 or less of the content of the silyl acrylate ester in the monomer (a) of the copolymer A. It is preferable that the monomer (a) of the copolymer B does not contain an acrylic acid silyl ester.
  • the content of 2-methoxyethyl methacrylate is, for example, 15, 20, 25, 30, 35, 40 with respect to the total mass of the monomer (a) and the monomer (b). 45, 50 mass%, and may be within a range between any two of the numerical values exemplified here.
  • the monomer (b) of the copolymer B may contain 2-methoxyethyl acrylate, but the content thereof is that of 2-methoxyethyl acrylate in the monomer (b) of the copolymer A.
  • the content is preferably less than the content, and is preferably 1/2 or less of the content of 2-methoxyethyl acrylate in the monomer (b) of the copolymer A.
  • the monomer (b) of the copolymer B preferably does not contain 2-methoxyethyl acrylate.
  • the monomer (b) may contain a silyl ester other than the monomer (a).
  • the content of the total silyl ester relative to the total mass of the monomer (a) and the monomer (b) is, for example, 30 to 95% by mass. 30, 35, 40, 45, 50, 55, 60, 65, 70, 75, 80, 85, 90, 95% by mass, even within the range between any two of the numerical values exemplified here Good.
  • the total silyl ester content relative to the total mass of monomer (a) and monomer (b) is, for example, 30 to 85% by mass, specifically, for example, 30, 35 , 40, 45, 50, 55, 60, 65, 70, 75, 80, 85% by mass, and may be within a range between any two of the numerical values exemplified here.
  • the content of the silyl ester other than the monomer (a) is preferably smaller than the content of the monomer (a), and is 1 ⁇ 2 or less of the content of the monomer (a). Is preferable, and it is more preferable that it is 1/5 or less.
  • the content of the copolymer A is 5 to 45% by mass with respect to the total mass of the copolymer A and the copolymer B. In this case, the effect of improving the resistance in the wet and dry cycle test is remarkable.
  • the content of the copolymer A is, for example, 5, 10, 15, 20, 25, 30, 35, 40, 45% by mass, and a range between any two of the numerical values exemplified here. It may be within.
  • Copolymers A and B can be obtained by copolymerizing a mixture of monomer (a) and monomer (b). The copolymerization is performed, for example, in the presence of a polymerization initiator.
  • the weight average molecular weight of the copolymers A and B is preferably 5000 to 300,000. If the molecular weight is less than 5,000, the antifouling paint film becomes brittle and easily peels and cracks. If it exceeds 300,000, the viscosity of the copolymer solution increases and handling becomes difficult. .
  • the weight average molecular weight is, for example, 5000, 10000, 20000, 30000, 40000, 50000, 60000, 70000, 80000, 90000, 100000, 200000, 300000, and any two of the numerical values exemplified here It may be within the range between.
  • polymerization initiator examples include 2,2′-azobisisobutyronitrile (AIBN), 2,2′-azobis-2-methylbutyronitrile, dimethyl-2,2′-azobisisobutyrate.
  • Azo compounds such as: benzoyl peroxide, di-tert-butyl peroxide, tert-butyl peroxybenzoate, tert-butyl peroxyisopropyl carbonate, t-butyl peroxy-2-ethylhexanoate, 1,1,3 And peroxides such as 3-tetramethylbutylperoxy-2-ethylhexanoate.
  • These polymerization initiators can be used alone or in combination of two or more.
  • 2,2′-azobisisobutyronitrile and 1,1,3,3-tetramethylbutylperoxy-2-ethylhexanoate are particularly preferable.
  • the molecular weight of the triorganosilyl ester-containing copolymer can be adjusted by appropriately setting the amount of the polymerization initiator used.
  • Examples of the polymerization method include solution polymerization, bulk polymerization, emulsion polymerization, and suspension polymerization.
  • the solution polymerization is particularly preferable in that the copolymer can be synthesized easily and accurately.
  • an organic solvent may be used as necessary.
  • the organic solvent include aromatic hydrocarbon solvents such as xylene, ethylbenzene, and toluene.
  • Aliphatic hydrocarbon solvents such as hexane and heptane.
  • Ester solvents such as ethyl acetate, butyl acetate, isobutyl acetate and methoxypropyl acetate.
  • Alcohol solvents such as isopropyl alcohol and butyl alcohol.
  • Ether solvents such as dioxane, diethyl ether and dibutyl ether. Examples thereof include ketone solvents such as methyl ethyl ketone and methyl isobutyl ketone.
  • an aromatic hydrocarbon solvent is particularly preferable, and xylene is more preferable. These solvents can be used alone or in combination of two or more.
  • the reaction temperature in the polymerization reaction may be appropriately set according to the kind of the polymerization initiator, and is usually about 70 to 120 ° C., preferably about 70 to 100 ° C.
  • the reaction time in the polymerization reaction may be appropriately set according to the reaction temperature and the like, and is usually about 4 to 8 hours.
  • the polymerization reaction is preferably performed in an inert gas atmosphere such as nitrogen gas or argon gas.
  • Antifouling agent examples include inorganic agents and organic agents.
  • examples of the inorganic agent include cuprous oxide, copper thiocyanate (generic name: rhodan copper), copper powder, and the like. Of these, cuprous oxide and rhodan copper are particularly preferred, and cuprous oxide is surface-treated with glycerin, sucrose, stearic acid, lauric acid, lysine, mineral oil, etc., for long-term stability during storage. And more preferable.
  • organic agents examples include 2-mercaptopyridine-N-oxide copper (generic name: copper pyrithione), 2-mercaptopyridine-N-oxide zinc (generic name: zinc pyrithione), zinc ethylene bisdithiocarbamate (generic name: Genev).
  • the antifouling coating resin of the present invention is protected by adding an elution regulator, plasticizer, pigment, dye, antifoaming agent, dehydrating agent, thixotropic agent, organic solvent, etc. as necessary.
  • the elution regulator that can be used as a dirty paint include rosin, rosin derivatives, naphthenic acid, cycloalkenyl carboxylic acid, bicycloalkenyl carboxylic acid, versatic acid, trimethylisobutenyl cyclohexene carboxylic acid, and metal salts thereof.
  • Monocarboxylic acid and a salt thereof, or the alicyclic hydrocarbon resin can be used alone or in combination of two or more.
  • Examples of the rosin derivative include hydrogenated rosin, disproportionated rosin, maleated rosin, formylated rosin, and polymerized rosin.
  • Examples of the alicyclic hydrocarbon resin include Quinton 1500, 1525L, 1700 (trade name, manufactured by Nippon Zeon Co., Ltd.) and the like as commercially available products.
  • Examples of the plasticizer include phosphate esters, phthalates, adipic esters, sebacic esters, epoxidized soybean oil, alkyl vinyl ether polymers, polyalkylene glycols, t-nonyl pentasulfide, petrolatum, polybutene.
  • the dehydrating agent include synthetic zeolite-based adsorbents, orthoesters, silicates such as tetramethoxysilane and tetraethoxysilane, isocyanates, carbodiimides, and carbodiimidazoles. These can be used alone or in combination of two or more.
  • the antifouling paint composition of the present invention is prepared by using, for example, a mixed liquid containing a copolymer A, a copolymer B, an antifouling agent and other additives using a disperser.
  • a disperser can be produced by mixing and dispersing.
  • the mixed solution is preferably prepared by dissolving or dispersing various materials such as a copolymer and an antifouling agent in a solvent.
  • the disperser for example, one that can be used as a fine pulverizer can be suitably used.
  • a commercially available homomixer, sand mill, bead mill or the like can be used.
  • the mixed solution may be mixed and dispersed using a container provided with a stirrer to which glass beads for mixing and dispersing are added.
  • the antifouling treatment method of the present invention forms an antifouling coating film on the surface of a film-forming article using the antifouling coating composition.
  • the antifouling coating film gradually dissolves from the surface and the coating film surface is constantly renewed, thereby preventing the adhesion of chickenpox fouling organisms.
  • the coating film formation include ships (particularly ship bottoms), fishing equipment, underwater structures, and the like. What is necessary is just to set the thickness of an antifouling coating film suitably according to the kind of coating-film formation thing, the navigation speed of a ship, seawater temperature, etc.
  • the thickness of the antifouling coating film is usually 50 to 700 ⁇ m, preferably 100 to 600 ⁇ m.
  • % In each production example, comparative production example, example and comparative example represents mass%.
  • the viscosity is a measured value at 25 ° C., and is a value determined by a B-type viscometer.
  • the weight average molecular weight (Mw) is a value (polystyrene conversion value) determined by GPC.
  • the conditions of GPC are as follows. Equipment: HLC-8220GPC manufactured by Tosoh Corporation Column ... TSKgel SuperHZM-M 2 flow rate ... 0.35 mL / min Detector ... RI Column bath temperature ...
  • the heating residue is a value measured according to JIS K 5601-1-2: 1999 (ISO 3251: 1993) “Paint component test method—heating residue”. Moreover, the unit of the compounding quantity of each component in a table
  • surface is g.
  • the coating films formed using the coating compositions of the present invention were more glass than the coating films formed using the coating compositions of Comparative Examples 1 to 26.
  • the adhesion of the coating film to the surface is improved, and the coating film does not peel even after the wet & dry cycle test (after 6 months).
  • the coating films formed using the coating compositions of Comparative Examples 1 to 26 have poor adhesion to the glass surface, and peeling of the coating film occurred after the wet and dry cycle test (after 3 months). Yes.

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  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Paints Or Removers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

La présente invention concerne une composition pour former un film de revêtement antisalissure qui a une sécurité environnementale élevée et qui est apte à maintenir une dissolution de film de revêtement pendant une longue période, même après avoir été exposé à la lumière du soleil pendant une longue période, ce qui permet de présenter de bonnes performances antisalissures, même au niveau de la partie de conduite d'eau à laquelle des organismes aquatiques salissants sont susceptibles d'adhérer. La présente invention concerne une composition de revêtement antisalissure qui contient un copolymère A, un copolymère B et un agent antisalissure et qui est conçue de telle sorte que : les copolymères A et B sont obtenus par copolymérisation respective d'un mélange d'un monomère (a) et d'un monomère insaturé polymérisable (b) autre que le monomère (a) ; le monomère (a) est représenté par la formule (1) (R1 représentant un atome d'hydrogène ou un groupe méthyle ; et R2, R3 et R4 étant choisis parmi un groupe phényle et des groupes alkyle ramifiés ayant 3 à 8 atomes de carbone et peuvent être identiques ou différents les uns des autres) ; le copolymère A satisfait les exigences (A1) et (A2) décrites ci-dessous ; le copolymère B satisfait les exigences (B1) et (B2) décrites ci-dessous ; et la teneur en copolymère A par rapport à la masse totale du copolymère A et du copolymère B est de 5 % à 45 % en masse. (A1) La teneur en un composé, dans lequel R1 est un atome d'hydrogène, dans le monomère (a) par rapport à la masse totale du monomère (a) et du monomère (b) est de 30 % à 80 % en masse. (A2) La teneur en acrylate de 2-méthoxyéthyle dans le monomère (b) par rapport à la masse totale du monomère (a) et du monomère (b) est de 5 % à 30 % en masse. (B1) La teneur en un composé, dans lequel R1 est un groupe méthyle, dans le monomère (a) par rapport à la masse totale du monomère (a) et du monomère (b) est de 30 % à 80 % en masse. (B2) La teneur en méthacrylate de 2-méthoxyéthyle dans le monomère (b) par rapport à la masse totale du monomère (a) et du monomère (b) est de 15 % à 50 % en masse.
PCT/JP2019/015434 2018-04-12 2019-04-09 Composition de revêtement antisalissure WO2019198706A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP2019528594A JP6765149B2 (ja) 2018-04-12 2019-04-09 共重合体と防汚薬剤を含有する防汚塗料組成物を用いて船舶の表面に防汚塗膜を形成する方法
SG11202009568YA SG11202009568YA (en) 2018-04-12 2019-04-09 Antifouling coating composition

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JP2018076989 2018-04-12
JP2018-076989 2018-04-12

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WO2019198706A1 true WO2019198706A1 (fr) 2019-10-17

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2020152807A (ja) * 2019-03-20 2020-09-24 関西ペイント株式会社 防汚塗料組成物
WO2020189415A1 (fr) * 2019-03-15 2020-09-24 日東化成株式会社 Composition de matériau de revêtement antisalissure
GB202107159D0 (en) 2021-03-23 2021-06-30 Jotun As Monitoring a vessel
WO2021180588A2 (fr) 2020-03-09 2021-09-16 Jotun A/S Robot de nettoyage de coque
WO2022200430A1 (fr) 2021-03-23 2022-09-29 Jotun A/S Surveillance de la propreté d'une surface immergée d'un objet stationnaire

Citations (5)

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JP2020152807A (ja) * 2019-03-20 2020-09-24 関西ペイント株式会社 防汚塗料組成物
JP7323980B2 (ja) 2019-03-20 2023-08-09 関西ペイント株式会社 防汚塗料組成物
WO2021180588A2 (fr) 2020-03-09 2021-09-16 Jotun A/S Robot de nettoyage de coque
GB202107159D0 (en) 2021-03-23 2021-06-30 Jotun As Monitoring a vessel
WO2022200427A1 (fr) 2021-03-23 2022-09-29 Jotun A/S Surveillance d'un navire
WO2022200430A1 (fr) 2021-03-23 2022-09-29 Jotun A/S Surveillance de la propreté d'une surface immergée d'un objet stationnaire

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