WO2019221047A1 - Composition de matériau de revêtement antisalissure - Google Patents

Composition de matériau de revêtement antisalissure Download PDF

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Publication number
WO2019221047A1
WO2019221047A1 PCT/JP2019/018879 JP2019018879W WO2019221047A1 WO 2019221047 A1 WO2019221047 A1 WO 2019221047A1 JP 2019018879 W JP2019018879 W JP 2019018879W WO 2019221047 A1 WO2019221047 A1 WO 2019221047A1
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Prior art keywords
meth
acrylate
monomer
polymer
antifouling
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PCT/JP2019/018879
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English (en)
Japanese (ja)
Inventor
英典 和久
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日東化成株式会社
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Application filed by 日東化成株式会社 filed Critical 日東化成株式会社
Priority to JP2019528605A priority Critical patent/JP6624666B1/ja
Priority to KR1020207036458A priority patent/KR20210013111A/ko
Priority to CN201980032999.9A priority patent/CN112135884A/zh
Priority to SG11202010105XA priority patent/SG11202010105XA/en
Publication of WO2019221047A1 publication Critical patent/WO2019221047A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
    • C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
    • C08F230/08—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • 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
    • 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
    • C09D7/20—Diluents or solvents
    • 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 paint 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.
  • Patent Document 1 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.
  • the effect of the antifouling paint greatly depends on the thickness of the coating film.
  • the bow, stern, drafting section, etc. may be painted thickly during the navigation of the ship, especially because water pressure is often applied. Therefore, the coating film is likely to be cracked, cracked or peeled off.
  • the present invention has been made in view of such circumstances, and provides an antifouling paint composition capable of forming a coating film having improved crack resistance, adhesion, and flexibility.
  • an antifouling paint composition comprising a polymer A, a component B, and an antifouling agent, wherein the polymer A comprises a monomer (a) and the monomer (a).
  • the monomer (a) is represented by the general formula (1), and the component B is a paraffin containing an aromatic hydrocarbon.
  • An antifouling paint composition that is a mineral oil is provided.
  • the antifouling paint composition of the present invention contains a polymer A, component B, and an antifouling agent.
  • Polymer A is a copolymer of the monomer (a) and an ethylenically unsaturated monomer (b) other than the monomer (a).
  • the polymer A includes monomer units derived from the monomers (a) and (b).
  • Monomer (a) is a triorganosilyl (meth) acrylate monomer and is represented by general formula (1). (Wherein R 1 is hydrogen or a methyl group, and R 2 to R 4 are the same or different and each represents a branched alkyl group having 3 to 8 carbon atoms or a phenyl group)
  • Examples of the branched alkyl group having 3 to 8 carbon atoms of R 2 to R 4 include isopropyl group, isobutyl group, s-butyl group, t-butyl group, 1-ethylpropyl group, 1-methylbutyl group, 1-methyl Pentyl group, 1,1-dimethylpropyl group, 1,1-dimethylbutyl group, texyl group, cyclohexyl group, 1,1-dimethylpentyl group, 1-methylhexyl group, 1,1-dimethylhexyl group, 1-methyl Examples include heptyl group, 2-methylbutyl group, 2-ethylbutyl group, 2,2-dimethylpropyl group, cyclohexylmethyl group, 2-ethylhexyl group, 2-propylpentyl group, and 3-methylpentyl group.
  • R2 to R4 are isopropyl group, s-butyl group, t-butyl group, phenyl group, and 2-ethylhexyl group. Particularly preferred are isopropyl group and 2-ethylhexyl group.
  • Examples of the monomer (a) include triisopropylsilyl (meth) acrylate, triisobutylsilyl (meth) acrylate, tris-butylsilyl (meth) acrylate, triisopentylsilyl (meth) acrylate, meta (Meth) acrylic acid triphenylsilyl, (meth) acrylic acid diisopropylphenylsilyl, (meth) acrylic acid diisopropylisobutylsilyl, (meth) acrylic acid diisopropyl s-butylsilyl, (meth) acrylic acid diisopropylisopentylsilyl, (meth) Isopropyl diisobutylsilyl acrylate, isopropyl dis-butylsilyl (meth) acrylate, t-butyldiisoptylsilyl (meth) acrylate, t-butyldiisopenty
  • Preferred examples include triisopropylsilyl (meth) acrylate, tris-butylsilyl (meth) acrylate, t-butyldiphenylsilyl (meth) acrylate, tri-2-ethylhexylsilyl (meth) acrylate, and the like.
  • These monomers (a) can be used alone or in combination of two or more.
  • Monomer (b) is an ethylenically unsaturated monomer other than monomer (a), such as (meth) acrylic acid ester, vinyl compound, aromatic compound, dibasic acid dialkyl ester compound, etc. Is mentioned.
  • (meth) acrylic acid ester means acrylic acid ester or methacrylic acid ester.
  • (meth) acrylic acid esters examples include methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, t-butyl (meth) acrylate, (meth ) 2-ethylhexyl acrylate, lauryl (meth) acrylate, 2-methoxyethyl (meth) acrylate, 2-methoxypropyl (meth) acrylate, 4-methoxybutyl (meth) acrylate, benzyl (meth) acrylate , Phenyl (meth) acrylate, 2-ethoxyethyl (meth) acrylate, propylene glycol monomethyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, (meth) Glycidyl acrylate, furfuryl (meth) acrylate,
  • vinyl compound examples include 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, and N-vinyl pyrrolidone. It is done.
  • aromatic compound examples include styrene, vinyl toluene, ⁇ -methyl styrene and the like.
  • dibasic acid dialkyl ester compounds examples include dimethyl maleate, dibutyl maleate, and dimethyl fumarate.
  • these monomers (b) can be used alone or in combination of two or more.
  • the monomer (b) is preferably a (meth) acrylic acid ester from the viewpoint of coating film properties, and particularly from the viewpoint of crack resistance, methyl methacrylate, butyl (meth) acrylate, (meth) acrylic.
  • the monomer (a) in the polymer A is preferably 5 to 75% by mass, more preferably 30 to 60% by mass.
  • the content of the monomer (a) is, for example, 5, 10, 15, 20, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 75% by mass. It may be within a range between any two of the numerical values exemplified here.
  • the coating film solubility is particularly good.
  • the weight average molecular weight (Mw) of the polymer A is desirably 5000 to 300,000. If the molecular weight is less than 5,000, the antifouling coating film becomes brittle and easily peels and cracks. If it exceeds 300,000, the viscosity of the polymer solution increases and handling becomes difficult. Specifically, this Mw is, for example, 5000, 10000, 20000, 30000, 40000, 50000, 60000, 70000, 80000, 90000, 100000, 200000, 300000, and between any two of the numerical values exemplified here. It may be within the range.
  • Examples of the measuring method of Mw include gel permeation chromatography (GPC method).
  • the polymer A is a random copolymer of the monomer (a) and the monomer (b), an alternating copolymer, a periodic copolymer, or a block copolymer. Also good.
  • Polymer A can be obtained, for example, by polymerizing monomer (a) and monomer (b) in the presence of a polymerization initiator.
  • polymerization initiator examples include 2,2′-azobisisobutyronitrile, 2,2′-azobis (2-methylbutyronitrile), 2,2′-azobis (2,4-dimethylvaleronitrile). ), Dimethyl-2,2′-azobisisobutyrate, dimethyl 2,2′-azobisisobutyrate, 2,2′-azobis (N-butyl-2-methylpropionamide) and the like; Oxide, di-tert-butyl peroxide, tert-butyl peroxybenzoate, tert-butyl peroxyisopropyl carbonate, t-butyl peroxy-2-ethylhexanoate, t-hexylperoxy-2-ethylhexanoate , Di-t-hexyl peroxide, t-butylperoxy-2-ethylhexyl monocarbonate Di-t-butyl peroxide, 1,1,3,3-tetramethylbutylper
  • polymerization initiators can be used alone or in combination of two or more thereof.
  • polymerization initiators in particular, 2,2′-azobisisobutyronitrile, 2,2′-azobis (2-methylbutyronitrile), 2,2′-azobis (2,4-dimethylvaleronitrile) Dimethyl 2,2′-azobisisobutyrate and 1,1,3,3-tetramethylbutylperoxy-2-ethylhexanoate are preferred.
  • 2,2′-azobisisobutyronitrile 2,2′-azobis (2-methylbutyronitrile), 2,2′-azobis (2,4-dimethylvaleronitrile)
  • Dimethyl 2,2′-azobisisobutyrate and 1,1,3,3-tetramethylbutylperoxy-2-ethylhexanoate are preferred.
  • polymerization method examples include solution polymerization, bulk polymerization, emulsion polymerization, suspension polymerization, and non-aqueous dispersion polymerization.
  • solution polymerization or non-aqueous dispersion polymerization is preferable in that the polymer A can be obtained easily and accurately.
  • an organic solvent may be used as necessary.
  • the organic solvent include, but are not limited to, aromatic hydrocarbon solvents such as xylene and toluene; aliphatic hydrocarbon solvents; ester solvents such as ethyl acetate, butyl acetate, isobutyl acetate, and methoxypropyl acetate; isopropyl
  • alcohol solvents such as alcohol, butyl alcohol, and propylene glycol monomethyl ether
  • ether solvents such as dioxane, diethyl ether, and dibutyl ether
  • ketone solvents such as methyl ethyl ketone and methyl isobutyl ketone.
  • butyl acetate isobutyl acetate, butyl alcohol, propylene glycol monomethyl ether, propylene glycol 1-monomethyl ether 2-acetate, toluene, and xylene are 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 the like, and is usually 50 to 160 ° C., preferably 60 to 150 ° C.
  • the polymerization reaction is preferably performed in an inert gas atmosphere such as nitrogen gas or argon gas.
  • Component B is a paraffinic mineral oil containing aromatic hydrocarbons. Mineral oil is refined petroleum fraction and is composed of paraffin, naphthene, aromatic hydrocarbons and the like. Ring analysis (NDM method) by ASTM D3238 is composed of paraffin carbon number (% CP), naphthene carbon number (% CN), aromatic carbon number (% CA), and% Cp is 50% or more Mineral oil is called paraffinic mineral oil. % Cp is, for example, 50 to 95%, specifically, for example, 50, 55, 60, 65, 70, 75, 80, 85, 90, 95%, and any one of the numerical values exemplified here is 2 It may be within a range between the two.
  • This component B is a paraffinic mineral oil containing aromatic hydrocarbons, and the content of the aromatic hydrocarbons is, for example, 0.1%% CA by ring analysis (ndM method) according to ASTM D3238. -20%, preferably 0.1-15%, more preferably 0.3-12%, still more preferably 8-12%.
  • % CA is, for example, 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, between any two of the numerical values illustrated here It may be within the range.
  • the aniline point of Component B is preferably from 80 to 123 ° C., more preferably from 80 to 120 ° C., and even more preferably from 80 to 110 ° C., from the viewpoint of preventing coating film abnormality.
  • this value is, for example, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101, 102, 103, 104, 105, 106, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 119, 120, 121, 122, 123 ° C It may be within a range between any two of the numerical values exemplified here.
  • the aniline point is a value measured in accordance with JIS K2256.
  • component B for example, Cosmo Pure Safety 10M, Cosmo Pure Safety 22, Cosmo Pure Safety 32, Cosmo Pure Safety 46, Cosmo Pure Safety 68, Cosmo Pure Safety 100, Cosmo Pure Safety Tea 150, Cosmo Neutral 100, Cosmo Neutral 150, Cosmo Neutral 350, Cosmo Neutral 500, Cosmo Neutral 700, Cosmo SP10, Cosmo SP15, Cosmo SP83 (trade name, manufactured by Cosmo Oil Lubricants Co., Ltd.).
  • 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 resin for antifouling paints of the present invention includes, if necessary, resin components other than the polymer A, elution regulator, plasticizer, pigment, dye, antifoaming agent, dehydrating agent, thixotropic agent.
  • An organic solvent or the like can be added to make an antifouling paint.
  • Examples of other resin components include polymer P.
  • the polymer P is a polymer obtained by polymerizing the monomer (b).
  • the monomer (b) is any ethylenically unsaturated monomer other than the monomer (a).
  • the monomer (b) used for polymerizing the polymer P may have the same composition as the monomer (b) used for polymerizing the polymer A or a different composition.
  • the monomer (b) can be used alone or in combination of two or more, and in particular, from the viewpoint of compatibility with the polymer A, methyl (meth) acrylate, ethyl (meth) acrylate, Butyl (meth) acrylate, isobutyl (meth) acrylate, t-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, 2-methoxyethyl (meth) acrylate, 2-ethoxy (meth) acrylate Ethyl, furfuryl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, and benzyl (meth) acrylate are preferred.
  • the initiator, the solvent, the temperature, other conditions, the Mw measurement method, and the like the method described above for the polymer A can be applied.
  • the content of the polymer P in the composition of the present invention is not particularly limited, but the content ratio with the polymer A is usually 0.1, and the mass ratio (polymer P / polymer A) is 0.1. Is 9.0, preferably 0.1 to 4.0.
  • Examples of the elution regulator include monocarboxylic acids such as rosin, rosin derivatives, naphthenic acid, cycloalkenylcarboxylic acid, bicycloalkenylcarboxylic acid, versatic acid, trimethylisobutenylcyclohexenecarboxylic acid, and metal salts thereof, and the like. Examples thereof include a salt or the alicyclic hydrocarbon resin. These 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.
  • Quinton 1500, 1525L, 1700 trade name, manufactured by Nippon Zeon Co., Ltd.
  • rosin, rosin derivatives, naphthenic acid, versatic acid, trimethylisobutenylcyclohexenecarboxylic acid, or metal salts thereof are preferable.
  • plasticizer examples include phosphate esters, phthalates, adipic esters, sebacic esters, epoxidized soybean oil, alkyl vinyl ether polymers, polyalkylene glycols, t-nonyl pentasulfide, petrolatum, Examples include polybutene, trimellitic acid tris (2-ethylhexyl), silicone oil, chlorinated paraffin, and the like. These can be used alone or in combination of two or more.
  • dehydrating agent examples include calcium sulfate, synthetic zeolite-based adsorbent, 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, for example, mixing a mixed solution containing the polymer A, component B, an antifouling agent, and other additives using a disperser. It can be manufactured by dispersing.
  • the mixed solution is preferably prepared by dissolving or dispersing various materials such as polymer A, component B and 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, disper, etc. 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.
  • 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 ... 40 ° C Eluent: THF
  • the heating residue is a value measured according to JIS K 5601-1-2: 1999 (ISO 3251: 1993) “Paint component test method—heating residue”.
  • Examples 1 to 27 and Comparative Examples 1 to 12 (Production of Coating Composition)> The components shown in Tables 2 to 7 were blended in the proportions (mass%) shown in these tables, and were mixed and dispersed with glass beads having a diameter of 1.5 to 2.5 mm to produce coating compositions.
  • component B Details of component B, antifouling chemicals, and other additives in the table are as follows. ⁇ Component B> Cosmo SP83:% CP67.2,% CN32.5,% CA0.3, aniline point 119.0 ° C Cosmo SP15:% CP67.1,% CN31.6,% CA1.3, aniline point 102.0 ° C.
  • Toyoparax A40S Chlorinated paraffin, chlorine content 40.5% (manufactured by Tosoh Corporation) Sansosizer E-2000H: Epoxidized soybean oil (manufactured by Shin Nippon Rika Co., Ltd.) Rosin zinc salt solution: Use the one produced in Production Example 11.
  • Gum rosin solution Chinese gum rosin (WW) solid content 50% xylene solution
  • Hydrogenated rosin solution Product name “Hyper CH” (manufactured by Arakawa Chemical Industries, Ltd.) 50% solids xylene solution.
  • Hydrogenated rosin zinc salt solution Use the one produced in Production Example 12.
  • Example 1 (Film physical property test)> A rotating drum having a diameter of 515 mm and a height of 440 mm was attached to the center of the water tank so that it could be rotated by a motor. In addition, a cooling device for keeping the temperature of the seawater constant and an automatic pH controller for keeping the pH of the seawater constant were attached.
  • a test plate was prepared according to the following method. First, on a titanium plate (71 x 100 x 0.5 mm), a rust preventive paint (epoxy vinyl A / C) is applied so that the thickness after drying is about 100 ⁇ m and dried to form a rust preventive coating. did.
  • the coating composition obtained by the Example and the comparative example was apply
  • the test board was prepared by making it dry at 40 degreeC for 3 days.
  • Four test plates were prepared for each coating composition.
  • One of the produced test plates was fixed to the rotating drum of the rotating device of the apparatus so as to contact seawater, and the rotating drum was rotated at a speed of 20 knots. Meanwhile, the temperature of the seawater was kept at 25 ° C. and the pH was kept at 8.0 to 8.2, and the seawater was changed every two weeks.
  • ⁇ Test Example 2 (Paint Adhesion Test)> A coating adhesion test was performed in accordance with JIS K-5600-5-6. Specifically, after drying a test plate having a dry film thickness of about 100 ⁇ m and about 200 ⁇ m after 3 months and 6 months of the rotary test, 6 scratches reaching the base are placed in a grid pattern to obtain a 3 mm square. Twenty-five lattice patterns were formed. A 24 mm wide tape made by Nichiban Co., Ltd. is affixed to this lattice pattern so that no air bubbles enter, and the tape is firmly rubbed with a fingertip. One end of the tape was held and peeled off at a stretch, and the state of adhesion of the coating film was examined visually.

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  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
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  • Wood Science & Technology (AREA)
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Abstract

L'invention concerne une composition de matériau de revêtement antisalissure qui permet de former un film de revêtement présentant une résistance à la fissuration, des propriétés d'adhérence et une flexibilité améliorées. La présente invention concerne une composition de matériau de revêtement antisalissure qui contient un polymère A, un constituant B et un agent antisalissure, le polymère A étant un copolymère d'un monomère (a) et d'un monomère à insaturation éthylénique (b) qui n'est pas le monomère (a) ; le monomère (a) est représenté par la formule générale (1) ; et le constituant B est une huile minérale à base de paraffine qui contient un hydrocarbure aromatique.
PCT/JP2019/018879 2018-05-18 2019-05-13 Composition de matériau de revêtement antisalissure WO2019221047A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP2019528605A JP6624666B1 (ja) 2018-05-18 2019-05-13 防汚塗料組成物
KR1020207036458A KR20210013111A (ko) 2018-05-18 2019-05-13 방오 도료 조성물
CN201980032999.9A CN112135884A (zh) 2018-05-18 2019-05-13 防污涂料组合物
SG11202010105XA SG11202010105XA (en) 2018-05-18 2019-05-13 Antifouling coating material composition

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Application Number Priority Date Filing Date Title
JP2018-096451 2018-05-18
JP2018096451 2018-05-18

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WO2019221047A1 true WO2019221047A1 (fr) 2019-11-21

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JP2010031074A (ja) * 2008-07-25 2010-02-12 Cci Corp コーティング組成物
JP2012102233A (ja) * 2010-11-10 2012-05-31 Nitto Kasei Co Ltd 防汚塗料組成物並びに該塗料組成物が塗布された漁網、漁網用具及び水中構築物
JP2015042716A (ja) * 2013-08-26 2015-03-05 日東化成株式会社 漁網防汚塗料組成物、漁網防汚塗料組成物用共重合体、該組成物を用いて形成される防汚塗膜を表面に有する漁網、漁網用具又は水中構造物
WO2017164283A1 (fr) * 2016-03-25 2017-09-28 中国塗料株式会社 Composition de revêtement antisalissure, film de revêtement antisalissure, substrat antisalissure et leur procédé de production

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JP3693501B2 (ja) 1998-07-06 2005-09-07 日東化成株式会社 防汚塗料組成物
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JP2003183593A (ja) * 2001-12-13 2003-07-03 Nitto Kasei Co Ltd 漁網類防汚組成物、該漁網類防汚組成物が塗布された漁網類および該漁網類防汚組成物を用いる漁網類の防汚方法
JP2010031074A (ja) * 2008-07-25 2010-02-12 Cci Corp コーティング組成物
JP2012102233A (ja) * 2010-11-10 2012-05-31 Nitto Kasei Co Ltd 防汚塗料組成物並びに該塗料組成物が塗布された漁網、漁網用具及び水中構築物
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WO2017164283A1 (fr) * 2016-03-25 2017-09-28 中国塗料株式会社 Composition de revêtement antisalissure, film de revêtement antisalissure, substrat antisalissure et leur procédé de production

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JPWO2019221047A1 (ja) 2020-05-28

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