WO2012153382A1 - Composition de revêtement anticorrosion, et procédé de formation de film de revêtement - Google Patents

Composition de revêtement anticorrosion, et procédé de formation de film de revêtement Download PDF

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Publication number
WO2012153382A1
WO2012153382A1 PCT/JP2011/060663 JP2011060663W WO2012153382A1 WO 2012153382 A1 WO2012153382 A1 WO 2012153382A1 JP 2011060663 W JP2011060663 W JP 2011060663W WO 2012153382 A1 WO2012153382 A1 WO 2012153382A1
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WIPO (PCT)
Prior art keywords
epoxy resin
coating composition
resin
anticorrosion
anticorrosion coating
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PCT/JP2011/060663
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English (en)
Japanese (ja)
Inventor
弘一 鍛治
愼一 石原
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日本ペイントマリン株式会社
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Priority to PCT/JP2011/060663 priority Critical patent/WO2012153382A1/fr
Publication of WO2012153382A1 publication Critical patent/WO2012153382A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/08—Anti-corrosive paints
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
    • C08G59/22—Di-epoxy compounds
    • C08G59/226—Mixtures of di-epoxy compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/50—Amines
    • 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
    • C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins

Definitions

  • the present invention relates to an anticorrosion coating composition, and more particularly to an anticorrosion coating composition having excellent anticorrosion properties and excellent adhesion to an object to be coated and a top coat film. Moreover, this invention relates to the coating-film formation method using the said anticorrosion coating composition.
  • Patent Document 1 Japanese Patent Laid-Open No. 10-211464
  • Patent Document 2 Japanese Patent Laid-Open No. 10-259351
  • Patent Document 3 Japanese Patent Laid-Open No. Hei 10-214951. No. 08-092349.
  • the anticorrosion coating film On the anticorrosion coating formed from the anticorrosion coating, various top coatings are applied to form an overcoating according to the environment in which the article to be coated or its part is placed.
  • the anticorrosion coating film In order for such a composite coating film to exhibit excellent anticorrosion properties, the anticorrosion coating film needs to have excellent adhesion to the substrate surface and interlaminar adhesion to the top coating film.
  • the present invention provides an anticorrosion coating composition that is excellent in adhesion to both an object to be coated and a top coating film, and can form a coating film that exhibits high anticorrosion performance over a long period of time even in a harsh environment.
  • the other objective of this invention is to provide the anticorrosion coating film formed from the said anticorrosion coating composition, the composite coating film which has the said anticorrosion coating film, and its formation method.
  • the present invention provides an anticorrosion coating composition
  • the alicyclic hydrocarbon resin-modified epoxy resin (b) is preferably a dicyclopentadiene type epoxy resin (b ′).
  • the dicyclopentadiene type epoxy resin (b ′) preferably has an epoxy equivalent of 245 or more and 280 or less and a softening point of 54 ° C. or more and 85 ° C. or less.
  • the solid content ratio (b) / (a) of the alicyclic hydrocarbon resin-modified epoxy resin (b) to the bisphenol-type epoxy resin (a) is preferably 5/100 or more and 65/100 or less by mass ratio. .
  • the solid content ratio (c) / ⁇ (a) + (b) ⁇ of the amine curing agent (c) with respect to the total of the bisphenol type epoxy resin (a) and the alicyclic hydrocarbon resin-modified epoxy resin (b) is The mass ratio is preferably 15/100 or more and 50/100 or less.
  • the amine curing agent (c) is preferably a dimer acid-modified amine curing agent (c ′).
  • the anticorrosion coating composition of the present invention can further contain a silane coupling agent (d).
  • the solid content of the silane coupling agent (d) is preferably 0.3% by mass or more and 3% by mass or less in the solid content of the anticorrosive coating composition.
  • the present invention also includes a step of forming an anticorrosion coating film by applying the above-mentioned anticorrosion coating composition to an object to be coated, and a step of forming an overcoat coating film on at least a part of the anticorrosion coating film.
  • a film forming method is provided.
  • a suitable example of the object to be coated is a ship.
  • the coating film forming method of the present invention applies the anticorrosion coating composition to the ship bottom, propeller, water line, outer shell, deck, upper structure, hold, and ballast tank.
  • a step of forming an anti-fouling coating film a step of forming an anti-fouling coating composition by coating the anti-fouling coating composition on at least the bottom and water line anti-corrosion coatings, an outer shell part, a deck part
  • epoxy resin paint, chlorinated rubber resin paint, vinyl chloride resin paint, alkyd resin paint, silicone alkyd resin paint Selected from the group consisting of acrylic resin paints, urethane resin paints, fluororesin paints, polyester resin paints, silicone resin paints, and epoxy acrylic resin paints Even without by painting one top coating may include forming a top coating film.
  • the anticorrosive coating composition of the present invention is excellent in adhesion to an object to be coated and a top coat film, and can form an anticorrosion coating film that exhibits high anticorrosion performance over a long period of time even in a harsh environment.
  • the anticorrosive coating composition of the present invention comprises a bisphenol type epoxy resin (a), an alicyclic hydrocarbon resin-modified epoxy resin (b), and an amine-based curing agent (c).
  • a bisphenol type epoxy resin
  • b alicyclic hydrocarbon resin-modified epoxy resin
  • c amine-based curing agent
  • the bisphenol type epoxy resin (a) used in the anticorrosive coating composition of the present invention can be a general bisphenol type epoxy resin, and may be a bisphenol A type or a bisphenol F type.
  • Examples of commercial products of bisphenol type epoxy resins that can be used in the present invention include, for example, Epicoat # 828 (bisphenol A type liquid epoxy resin, epoxy equivalent of 184 to 194, molecular weight of about 380, oil Epicoat # 834-90X (bisphenol A type solid epoxy resin, epoxy equivalent 230-270, molecular weight about 470, manufactured by Yuka Shell Co.); Epicoat # 1001 (bisphenol A type solid epoxy resin, epoxy equivalent 450) Epicoat # 1004 (bisphenol A type solid epoxy resin, epoxy equivalent 875 to 975, molecular weight about 1600, made by Yuka Shell Co.); Epicoat # 1007 (bisphenol A type solid) Epoxy resin, epoxy equivalent 1 50-2200, molecular weight of about 2900, manufactured by Yuka Shell); Epicoat # 807 (bisphenol F type liquid epoxy resin, epoxy equivalent of 160-175, molecular weight of about 330, manufactured by Yuka Shell); jER1001-70X (bisphenol A type) Epoxy resin, epoxy equivalent 450-500, molecular weight
  • the bisphenol type epoxy resin (a) one having an appropriate viscosity can be selected according to the viscosity of other components, and the shape thereof may be solid or liquid.
  • the shape thereof may be solid or liquid.
  • the epoxy equivalent of the bisphenol type epoxy resin (a) is preferably 100 or more and 3000 or less, more preferably 150 or more and 1000 or less. If it is less than 100, the flexibility of the anticorrosion coating film may be lowered due to an increase in the crosslinking density. On the other hand, when it exceeds 3000, curability may be inferior (sufficient crosslinking density may not be obtained) or the toughness of the anticorrosive coating film may be inferior.
  • the number average molecular weight of the bisphenol type epoxy resin (a) is preferably 200 or more and 5000 or less, more preferably 300 or more and 2000 or less. If it is less than 200, the physical properties of the coating film may be inferior, and if it exceeds 5000, the workability may be inferior, such as the need to add a large amount of solvent in order to adjust the viscosity to an appropriate level for coating.
  • the number average molecular weight here is a polystyrene equivalent value measured by gel permeation chromatography (GPC: Gel Permeation Chromatography).
  • Bisphenol type epoxy resin may be used alone or in combination of two or more.
  • the alicyclic hydrocarbon resin-modified epoxy resin (b) used in the anticorrosion coating composition of the present invention is at least partially a norbornene skeleton represented by the following general formula (1) (m is an integer of 1 to 20)
  • a modified epoxy resin having a structural unit of By adding an alicyclic hydrocarbon resin-modified epoxy resin containing a structural unit represented by the following general formula (1) to the anticorrosion coating composition, adhesion to the coating object and the top coating film is improved, The water resistance of the coating is improved. As a result, anticorrosion performance can be improved.
  • m is preferably an integer of 1 or more and 10 or less.
  • structural units represented by the general formula (1) particularly preferred structural units include structural units derived from dicyclopentadiene represented by the following general formula (2).
  • the structural unit derived from dicyclopentadiene has low hygroscopicity and high softening point. For this reason, by including a structural unit derived from dicyclopentadiene, the hygroscopicity of the alicyclic hydrocarbon resin-modified epoxy resin can be reduced, and the softening point can be appropriately increased, thereby providing excellent anticorrosion of the coating film.
  • the coating film strength can be increased while maintaining the performance.
  • dicyclopentadiene type epoxy resins (b ′) give flexibility to the coating film by having a flexible cyclopentane ring and also absorb moisture of the coating film by having a high hydrophobicity of the cyclopentane ring. Therefore, the adhesion of the anticorrosion paint to a wide range of materials and the anticorrosion can be imparted. Further, by reducing the molecular weight of the dicyclopentadiene type epoxy resin (b ′), the compatibility with the bisphenol type epoxy resin (a) can be increased.
  • the said dicyclopentadiene type epoxy resin may be used individually by 1 type, and may use 2 or more types together.
  • the epoxy equivalent of the dicyclopentadiene type epoxy resin (b ′) is preferably 230 or more and 280 or less, more preferably 245 or more and 280 or less, and further preferably 250 or more and 275 or less. If it is less than 230, the flexibility of the anticorrosive coating film tends to decrease due to the increase in the crosslinking density. On the other hand, if it exceeds 280, the curability may be inferior or the toughness of the anticorrosive coating film may be inferior.
  • the epoxy equivalent a value measured based on JIS K 7236 is adopted.
  • the softening point of the dicyclopentadiene type epoxy resin (b ′) is preferably 54 ° C. or higher and 85 ° C. or lower. If the temperature is lower than 54 ° C., when the top coating film is further formed on the anticorrosion coating film, the anticorrosion coating film may not be sufficiently heat-resistant, so that the anticorrosion coating film may be plastically deformed. When it exceeds 85 degreeC, the adhesiveness with to-be-coated object may fall, or the smoothness of the coating film obtained may fall.
  • the softening point of said epoxy resin shall employ
  • the anticorrosive coating composition of the present invention comprises a bisphenol type epoxy resin (a) and an alicyclic hydrocarbon resin-modified epoxy resin (b) such as a dicyclopentadiene type epoxy resin (b ′) in combination. While improving the adhesiveness with a to-be-coated object, the adhesiveness with the top coat film formed on an anticorrosion coating film can also be improved.
  • the dicyclopentadiene type epoxy resin (b ′) has good compatibility with the bisphenol type epoxy resin (a), and the structural unit derived from dicyclopentadiene has a branched structure.
  • anticorrosion coating composition can be applied also to raw materials, such as brass, for which it was difficult to ensure adhesiveness until now.
  • the solid content ratio (b) / (a) of the alicyclic hydrocarbon resin-modified epoxy resin (b) to the bisphenol-type epoxy resin (a) is preferably 5/100 or more and 65/100 or less by mass ratio. More preferably, it is 10/100 or more and 35/100 or less. If it is less than 5/100, the anticorrosion performance may not be sufficiently obtained. If it exceeds 65/100, the anticorrosion coating film becomes too hard, and the adhesion to the article to be coated is reduced. Easy to peel.
  • the alicyclic hydrocarbon resin-modified epoxy resin (b) preferably contains an alicyclic hydrocarbon resin having at least one functional group selected from the group consisting of an ester group, a hydroxyl group, and a carboxyl group.
  • amine curing agent (c) As the curing agent for curing the epoxy resin contained in the anticorrosion coating composition of the present invention, it is preferable to use an amine-based curing agent (c). By using the amine curing agent (c) in combination with the above two types of epoxy resins, the flexibility of the resulting anticorrosion coating film can be improved, and the anticorrosion coating film and the object to be coated, or the anticorrosion coating film and the top coating Adhesion with the film can be further improved.
  • the amine-based curing agent (c) used in the anticorrosion coating composition of the present invention plays a role of causing the coating film to cure at room temperature, a so-called curing agent.
  • Such an amine curing agent (c) has an amino group that undergoes an addition reaction with the epoxy group in the bisphenol type epoxy resin (a) and the alicyclic hydrocarbon resin-modified epoxy resin (b). Then, curing of the anticorrosion coating composition is started.
  • Such an anticorrosion coating composition is suitably used for applications that are applied in a room temperature environment such as painting of the outer plate of a ship.
  • Examples of the amine curing agent (c) include known polyamine compounds and modified products thereof.
  • Examples of the polyamine compound include aliphatic polyamines, alicyclic polyamines, and aromatic polyamines.
  • Examples of the modified product of the polyamine compound include a dimer acid-modified amine-based curing agent (c ′) obtained by reacting a dimer acid and a polyamine compound. Only one amine curing agent may be used alone, or two or more amine curing agents may be used in combination.
  • Examples of the aliphatic polyamine suitably used in the anticorrosion coating composition of the present invention include ethylenediamine, diethylenetriamine, triethylenetriamine, triethylenetetramine, tetraethylenepentamine, diethylaminopropylamine, polyoxypropylenediamine, polyoxypropylenetriamine and the like. Can be mentioned.
  • Cyclohexane metaxylenediamine, bis (4-amino-3-methylcyclohexyl) methane, polycyclohexylpolyamine, norbornenediamine, furfurylamine, tetrahydrofurfurylamine, methylenebis (furanmethaneamine), phenalkamine, 3,9- And bis (3-aminopropyl) -2,4,8,10-tetraoxaspiro (5.5) undecane adduct.
  • dimer acid-modified amine curing agent (c ′) obtained by reacting a dimer acid and a polyamine compound as the amine curing agent (c).
  • dimer acid-modified amine curing agent (c ') in addition to steel materials such as non-treated steel materials, blast-treated steel materials, acid-treated steel materials, steel materials such as galvanized steel materials and stainless steel materials, aluminum (alloy) materials, copper
  • the adhesion of the anticorrosion coating to non-ferrous metal materials having a wide range of properties such as (alloy) materials, brass materials, and fiber reinforced plastics (FRP) can be further improved.
  • dimer acid-modified amine curing agents (c ′) examples include, for example, trade names of racamide TD-966 (manufactured by DIC Corporation), ancamide 2050 (manufactured by Air Products), Adeka Hardener. EH-355 (manufactured by ADEKA Corporation).
  • An example of a commercially available amine-based curing agent (c) other than the dimer acid-modified amine-based curing agent (c ′) is, for example, sunmide 308D-65T (trade name, manufactured by Air Products).
  • the hydrogen equivalent is preferably 0.5 or more and 1.2 or less. If it is less than 0.5, the amine group is insufficient, and if it exceeds 1.2, the epoxy group is insufficient. In any case, the coating density or anticorrosion performance (especially anticorrosion performance) can be reduced by reducing the crosslinking density.
  • the solid content ratio (c) / ⁇ (a) + (b) of the amine curing agent (c) with respect to the total of the bisphenol type epoxy resin (a) and the alicyclic hydrocarbon resin-modified epoxy resin (b) ⁇ Is preferably 15/100 or more and 50/100 or less, more preferably 20/100 or more and 40/100 or less. If it is less than 15/100, the amine group is insufficient, and if it exceeds 50/100, the epoxy group is insufficient. In any case, the coating density or anticorrosion performance (particularly anticorrosion performance) can be reduced by reducing the crosslinking density.
  • the anticorrosion coating composition of the present invention comprises a component containing a bisphenol type epoxy resin (a) and an alicyclic hydrocarbon resin-modified epoxy resin (b), and a component containing an amine curing agent (c).
  • a two-component paint is preferred.
  • the anticorrosion coating composition of the present invention preferably contains a silane coupling agent (d).
  • a silane coupling agent (d) a compound having both an organic functional group having an affinity for an organic polymer such as an epoxy resin and an inorganic functional group having an affinity for an inorganic material such as a pigment is used. It is preferable.
  • silane coupling agent (d) it is possible to improve the adhesiveness of the interface where the organic polymer and the inorganic material are in contact with each other, and to improve the adhesion of the coating film.
  • organic functional group showing affinity for the organic polymer those having polarity in the functional group are preferable, and examples of such a polar functional group include an amino group, a carboxyl group, a hydroxyl group, an epoxy group, and a glycidyl group. Preferably, it is an epoxy group.
  • the silane coupling agent (d) preferably has one or more polar functional groups.
  • silane coupling agent containing an epoxy group examples include (3,4-epoxycyclohexyl) ethyltrimethoxysilane, ⁇ -glycidoxypropyltrimethoxysilane, ⁇ -glycidoxypropylmethyldimethoxysilane, and ⁇ -glycidoxy.
  • examples thereof include propylmethyldiethoxysilane and ⁇ -glycidoxypropyltriethoxysilane.
  • Examples of commercially available epoxy group-containing silane coupling agents include, for example, KBM-303 (manufactured by Shin-Etsu Chemical Co., Ltd.), which is a trade name of (3,4-epoxycyclohexyl) ethyltrimethoxysilane; (3,4-epoxycyclohexyl) ethyltrimethoxysilane A-186 (manufactured by Nippon Unicar Co., Ltd.); ⁇ -glycidoxypropyltrimethoxysilane KBM-403 (manufactured by Shin-Etsu Chemical Co., Ltd.); ⁇ - A-187 glycidoxypropyltrimethoxysilane (manufactured by Nihon Unicar Co., Ltd.); KBM-402 ⁇ -glycidoxypropylmethyldimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd.); ⁇ -glycidoxyprop
  • the solid content of the silane coupling agent (d) is preferably 0.3% by mass or more and 3% by mass or less in the solid content of the anticorrosion coating composition.
  • the anticorrosion coating composition obtained can be more excellent in adhesion to the coating material and the top coating film of the anticorrosion coating film, and has excellent anticorrosion performance. You can get things.
  • the mass of the solid content of the “anticorrosive coating composition” refers to the bisphenol type epoxy resin (a), the alicyclic hydrocarbon resin-modified epoxy resin (b), the amine type curing agent (c), and the silane. It means the total amount (total amount of solid content) with the coupling agent (d), and means the total mass of the solid content of all components other than the other additives described later.
  • the anticorrosion coating composition of the present invention may contain other additives other than those described above.
  • Other additives include, for example, pigments, solvents, water binders, anti-sagging agents, anti-color separation agents, anti-settling agents, antifoaming agents, coating film consumption regulators, UV absorbers, surface modifiers, and viscosity modifiers. Agents, leveling agents, pigment dispersants and the like.
  • pigment one or more selected from the group consisting of a color pigment, an extender pigment, and a rust preventive pigment can be used.
  • the color pigment include inorganic color pigments such as titanium oxide, yellow iron oxide, carbon, and petal, and organic color pigments such as cyanine blue and cyanine green.
  • extender pigments include barium sulfate, precipitated barium sulfate, clay, talc, mica, calcium carbonate, silica, and glass flakes.
  • the rust preventive pigment include molybdic acid, phosphoric acid, phosphorous acid, boric acid, and ferrite pigments.
  • solvents examples include hydrocarbons such as toluene, xylene, ethylbenzene, cyclopentane, octane, heptane, cyclohexane, white spirit; dioxane, tetrahydrofuran, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol Ethers such as monobutyl ether, ethylene glycol dibutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether; esters such as butyl acetate, propyl acetate, benzyl acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate; ethyl isobutyl ketone , Ketones such as methyl isobutyl ketone; n-butanol, propyl Examples include alcohols such as alcohol.
  • a solvent may be
  • Anti-sagging agents include organic clay Al, Ca, Zn stearate salts, lecithin salts, alkyl sulfonate salts, polyethylene wax, amide wax, hydrogenated castor oil wax, poly Examples thereof include amide waxes, synthetic fine silica, oxidized polyethylene waxes, and mixtures of two or more thereof.
  • Examples of the anti-sagging agent are, for example, trade names of Disparon 305 (manufactured by Enomoto Kasei Co., Ltd.), Dispalon 6900-20X (manufactured by Enomoto Kasei Co., Ltd.), Disparon 6650 (manufactured by Enomoto Kasei Co., Ltd.), Disparon 6700 (manufactured by Enomoto Kasei Co., Ltd.), Talen VA-750B (manufactured by Kyoeisha Chemical Co., Ltd.), and Talen VA-780 (manufactured by Kyoeisha Chemical Co., Ltd.).
  • the article to which the anticorrosive coating composition of the present invention is applied is not particularly limited, and is particularly preferably used on the surface of a structure that is at least partially disposed in water (in seawater).
  • Examples of such objects to be coated include ships; harbor facilities; oil fences; water intake facilities such as power plants; piping for cooling conduits; bridges; buoys; industrial water systems; And so on.
  • the material of the coating is non-treated steel, blasted steel, acid-treated steel, galvanized steel, stainless steel, etc., aluminum (alloy) material, copper (alloy) material, brass material, fiber reinforced plastic (FRP: Nonferrous metal materials such as Fiber (Reinforced Plastics). These steel materials and non-ferrous metal materials may have weld lines.
  • the anticorrosion coating composition of the present invention since the anticorrosion coating composition of the present invention has excellent adhesion to a brass material, it is suitably used for a marine propeller shaft portion that is often made of a brass material.
  • the anticorrosion coating film formed using the anticorrosion coating composition of the present invention is excellent in adhesion to the article to be coated and the top coating film, the anticorrosion coating film exhibits high anticorrosion properties over a long period of time even in a harsh environment.
  • Such an anticorrosive coating film can be formed by volatilizing and removing the solvent at room temperature or under heating as necessary after applying the anticorrosion coating composition on the surface of the object to be coated according to a conventional method. .
  • the anticorrosion coating film preferably has a film thickness of 10 ⁇ m or more and 500 ⁇ m or less. If it is less than 10 ⁇ m, not only is it too thin to apply uniformly, but also good corrosion resistance cannot be obtained. On the other hand, when the thickness exceeds 500 ⁇ m, not only the coating film becomes too thick and the coating cost becomes high, but also the internal stress of the coating film becomes too large and the coating film may be peeled off.
  • the coating method of the anticorrosion coating composition is not particularly limited, and may be a conventionally known method such as a dipping method, a spray method, brush coating, a roller, electrostatic coating, or electrodeposition coating.
  • the anticorrosion coating composition may be directly applied to the surface of the object to be coated, or the anticorrosion coating composition may be applied after applying a shop primer to the surface of the object to be coated as necessary.
  • an anti-corrosion coating composition containing a hydrolyzed initial condensation product of tetraalkoxysilicate, acidic solvent-dispersed colloidal silica, and zinc powder; a melting point higher than zinc and lower than iron
  • Anticorrosion paint in which the above particles are 95% by volume or more of the total amount of zinc powder, the zinc powder content is 20 to 60 parts by volume per 100 parts by volume of the dried coating film, and the coating film has heat resistance of 600 ° C. or more. It is preferable to use an anticorrosive coating composition having a composition; or a composition similar to these.
  • Top coat film It is preferable to form a top coat by applying a top coat on the anticorrosion coat coated as described above.
  • the top coat film can be formed using the same method as the coating method of the anticorrosive coating composition described above.
  • Top coatings include epoxy resin paint, chlorinated rubber resin paint, vinyl chloride resin paint, alkyd resin paint, silicone alkyd resin paint, acrylic resin paint, urethane resin paint, fluororesin paint, polyester resin Paints, silicone resin paints, epoxy acrylic resin paints, and various antifouling paints can be used.
  • the composite coating film formed using the anticorrosion coating composition of the present invention comprises a step of forming an anticorrosion coating film by coating the anticorrosion coating composition on an object to be coated, and an overcoating on at least a part of the anticorrosion coating film. It is preferable to form by the method including the step of forming a coating film.
  • the composite coating film formed in this way has high adhesion between the anticorrosion coating film, the object to be coated (base) and the top coating film, and exhibits high anticorrosion performance over a long period even in a harsh environment.
  • the anticorrosive coating composition of the present invention is all of the ship bottom, propeller, water line, outer shell, deck, upper structure, hold, and ballast tank. There is an advantage that it can be applied to the region. Of the surface of the ship, at least the ship bottom and the water line part, and preferably the propeller part, contact with seawater during the operation of the ship, so that the antifouling paint composition is applied as a top coat applied on the anticorrosion coating. It is preferable to use and form an antifouling coating film.
  • preferable antifouling paint compositions include, for example, hydrolyzable antifouling paint compositions containing an antifouling agent, and non-eluting paint compositions containing silicone rubber.
  • Hydrolyzable antifouling paint compositions include resins containing metal ester groups (metals are divalent such as Cu and Zu, the same shall apply hereinafter), resins containing silylacryl groups, metal ester groups and silyl Including resin containing acrylic group, resin containing metal acrylic group and silicon-containing group, resin containing silylacryl group and silicon-containing group, or resin containing metal acrylic group, silylacryl group and silicon-containing group A hydrolyzable antifouling paint composition can be mentioned.
  • the non-eluting antifouling paint is composed of a condensation curable silicone rubber composition and a dry curable silicone graft acrylic resin as shown in, for example, Japanese Patent No. 4043540, and macroscopically separated into each resin.
  • microscopically microdomains formed by gathering similar components together appear at random on the surface of the coating, and a large amount of components constitutes a continuous phase and a minor amount of components constitutes a dispersed phase.
  • An antifouling coating composition that forms a sea-island structure may be used.
  • Each of the above antifouling paints is a component that is usually blended in marine antifouling paints, such as antifouling agents, plasticizers, hydrolysis regulators, pigments, solvents, viscosity modifiers, silicone oils, other additives, etc. May be included.
  • the top coat film can be formed by applying at least one top coat selected from the group consisting of:
  • the anticorrosion coating composition of the present invention can be a coating that can easily manage the film thickness by adjusting the concentration of the color pigment in the coating. That is, it is easily determined whether or not the anticorrosion coating film has reached the target film thickness by coating the anticorrosion coating composition while visually confirming the change in color difference between the coating film being coated and the object to be coated. be able to. Since the color difference does not change whether the coating is wet or after drying, the change in color difference between the coating and the primer layer is visually observed while the anticorrosion coating during coating is wet. It can be determined whether or not the anticorrosion coating film being coated has reached a prescribed film thickness.
  • Such an anticorrosion coating composition capable of controlling the film thickness is particularly effective when a large structure is applied, such as when an outer skin of a ship is applied.
  • the conditions for controlling the film thickness will be described in detail below.
  • Including 0.01% by volume or more and 3% by volume or less of a color pigment based on the solid content of the anticorrosion coating composition and the following conditions: (1) The color difference between the anticorrosive coating composition and the article to be coated is 20 or more, (2) The color difference between the coating film having the target dry film thickness and the coating film having a film thickness of less than 80% of the target dry film thickness is 2 or more, (3) The color difference between the coating film having the target dry film thickness and the coating film having a film thickness exceeding 120% of the target dry film thickness is less than 1, It is preferable to adjust the content of the color pigment in the anticorrosion coating composition so as to satisfy the above condition.
  • the dry film thickness of an anticorrosion coating film can be controlled to a target value easily (typically visually) and correctly.
  • the color difference can be measured by a generally known method using a color difference meter such as an SM color computer [Model: SM-7CH (manufactured by Suga Test Instruments Co., Ltd.)].
  • the color difference between the anticorrosive coating composition and the object to be coated is preferably 20 or more.
  • the color difference between the anticorrosive coating composition and the object to be coated is set to 35 or more. Is more preferable.
  • the color difference between the anticorrosive coating composition and the object to be coated is less than 20, as the film thickness of the anticorrosive coating composition approaches the target film thickness, it becomes difficult to visually determine the color difference from the object to be coated, and a desired film There is a tendency to apply thicker than the thickness.
  • the hue range of the anticorrosive coating composition is that when the hue of the object to be coated is 0 on the Munsell's 100 hue ring and the counterclockwise display is 0 to +50 and the clockwise direction is 0 to -50. Those having a hue close to complementary colors such that the hue range is -20 to -50 or +50 to +20 are preferred. Since the color difference increases as the hues of the upper and lower layers are closer to complementary colors, the hue range of the upper anticorrosive coating composition is more preferably set to ⁇ 40 to ⁇ 50, or +50 to +40.
  • the color difference between the coating film having the target dry film thickness and the coating film having a film thickness of less than 80% of the target dry film thickness is preferably 2 or more.
  • a coating film having a film thickness of less than 80% of the target dry film thickness is a film immediately before the completion of coating, but even when there is no color difference of 2 or more with respect to the color tone of the film having the target dry film thickness It appears to the human eye as having reached the target dry film thickness. For this reason, there exists a tendency for the film thickness of the part to become partially thinner than a target dry film thickness.
  • the upper limit of the color difference is preferably 10, and more preferably 5.
  • a coating film having a film thickness exceeding 120% of the target dry film thickness is a coating film immediately after the completion of coating.
  • the color difference between the coating film having the target dry film thickness and the coating film having a film thickness exceeding 120% of the target dry film thickness is preferably as small as possible, preferably less than 1, more preferably 0.5. Is less than.
  • the color difference is 1 or more, the color difference is different even between the coating films that have reached the target dry film thickness, and the color unevenness tends to appear remarkably after coating.
  • the color difference to be satisfied by the anticorrosion coating composition among the above conditions (1) to (3) (1) can be read as (1 ') below.
  • (1 ′) The color difference between the anticorrosive coating composition and the primer is 20 or more.
  • the dry film thickness of the anticorrosion coating can be controlled easily (typically visually) to the target value accurately.
  • Example 1 A bisphenol-type epoxy resin, an alicyclic hydrocarbon resin-modified epoxy resin, a solvent (xylene and isobutanol), a silane coupling agent, a pigment, and an additive are mixed at a blending ratio shown in Table 1,
  • An epoxy liquid (liquid A) was prepared by dispersing the composition with a high-speed disperser so that the dispersed particle size became 80 ⁇ m or less.
  • an amine curing agent (Liquid B) was prepared by mixing an amine curing agent and a solvent at a ratio shown in Table 1.
  • the anticorrosive coating composition of the present Example was obtained by mixing the epoxy liquid (A liquid) and the amine curing agent (B liquid).
  • the timing for mixing the epoxy liquid (A liquid) and the amine curing agent (B liquid) was 15 minutes before coating.
  • the above dispersed particle size is a value measured according to Japanese Industrial Standard (JIS K 5600 2-5) using a grind gauge.
  • the unit of numerical values shown in Table 1 is parts by mass.
  • Examples 2 to 16, Comparative Examples 1 to 3 The anticorrosive coating compositions of Examples 2 to 16 and Comparative Examples 1 to 3 were mixed by mixing the respective components in the same procedure as in Example 1 except that the respective components were blended in the ratio as shown in Table 1. Got.
  • Amine-based curing agent (c) sunmide 308D-65T (manufactured by Air Products), solid content concentration 65%
  • Dimer acid-modified amine curing agent (c-1) Adeka Hardener EH-355 (manufactured by ADEKA Corporation), solid content concentration 68%
  • Titanium oxide Titanium CR-50 (Ishihara Sangyo Co., Ltd.)
  • Talc Talc SP-42 (manufactured by Maruo Calcium Co., Ltd.)
  • Sag stopper Disparon 6900-20X (manufactured by Enomoto Kasei Co., Ltd.).
  • the anticorrosion coating film formed by applying the anticorrosion coating composition of each Example and each Comparative Example was evaluated for adhesion to an object to be coated, adhesion to a shop primer, and adhesion to a top coating film. .
  • Each evaluation method is as follows.
  • Adhesion with the object to be coated (cross-cut adhesion test)
  • the adhesion between the object to be coated and the anticorrosive coating film was evaluated as follows. First, two base plates made of galvanized steel sheet, aluminum, stainless steel, brass, FRP, and iron were prepared for each of the examples and the comparative examples. And after apply
  • a cross-cut adhesion test was performed on one of the two test plates on which the anticorrosion coating film was formed in accordance with JIS K5600.55.6. Specifically, a 25 square grid is created by cutting a test plate with a knife until it reaches the base plate with a gap of 3 mm, and an adhesive tape is bonded onto the grid, The adhesive tape was peeled off in a direction forming an angle of 45 ° with respect to the surface. Thereafter, the squares from which the anticorrosive coating film was peeled were counted, and the ratio (%) of the squares to which all the squares were peeled was calculated. The numerical values scored according to the following criteria are shown in the “Initial” column of “Adhesiveness to substrate” in Table 2.
  • Evaluation score 5 0% peeling rate of grid on grid Evaluation score 4: More than 0% and 5% or less peeling rate of grid of grid Evaluation score 3: Stripping rate of grid on grid is over 5% and 15% or less, Evaluation score 2: Stripping rate of grid on grid is more than 15% and less than 25%, Evaluation score 1: More than 25% peeling rate of grid on grid.
  • test plate was immersed in water at 40 ° C. for 3 months, and then a cross-cut adhesion test was performed under the same conditions as described above.
  • the numerical values scored according to the same criteria as above are shown in the column “After 40 ° C. hot water immersion” in “Adhesion to substrate” in Table 2.
  • An anticorrosion coating film was formed on the shop primer layer thus formed by applying the anticorrosion coating composition shown in each of the examples and comparative examples to obtain a test plate.
  • the adhesion between the anticorrosion coating film and the shop primer was evaluated by conducting a cross-cut adhesion test on one of the two test plates on which the anticorrosion coating film was formed under the same conditions as described above.
  • the numerical values scored according to the same criteria as described above are shown in the “Initial” column of “Shop primer adhesion” in Table 2.
  • test plate was immersed in water at 40 ° C. for 3 months, and then a cross-cut adhesion test was performed under the same conditions as described above.
  • the numerical values scored according to the same criteria as described above are shown in the column “After immersion at 40 ° C.” in “Shop primer adhesion” in Table 2.
  • Adhesion of top coat film (cross-cut adhesion test) The adhesion between the anticorrosion coating and the top coating was evaluated as follows. First, a sandblasted steel sheet was prepared as an object to be coated, and the anticorrosive coating compositions of the examples and comparative examples were spray-coated on the surface of the steel sheet so as to have a dry film thickness of 30 ⁇ m ⁇ 10 ⁇ m. Then, the anticorrosion coating film was formed by making it dry at 23 degreeC for 7 days.
  • An epoxy resin paint, urethane resin paint, or acrylic resin paint is applied onto the anticorrosion coating film and dried at 23 ° C. for 7 days, so that the dry coating film has a thickness of 40 ⁇ m ⁇ 10 ⁇ m. Formed. Further, a hydrolyzable antifouling paint was applied on the anticorrosive paint film and dried at 23 ° C. for 7 days to form an overcoat paint film having a dry film thickness of 80 ⁇ m ⁇ 10 ⁇ m.
  • a silicone intermediate coating is applied on the anticorrosion coating so that the dry film thickness is 100 ⁇ m ⁇ 10 ⁇ m, and after 24 hours, the dry film thickness is 150 ⁇ m ⁇
  • a silicone-based top coating was applied to a thickness of 10 ⁇ m and dried at 23 ° C. for 7 days to form a top coating film. Then, a cross-cut adhesion test was performed on the top coat film thus obtained under the same conditions as described above.
  • “Topcoat Adhesiveness” in Table 2 the values obtained by scoring the adhesiveness of each paint based on the same criteria as described above are shown.
  • Epoxy paint Product name Nippe Epoxy Finish M (manufactured by Nippon Paint Marine Co., Ltd.), [2] Urethane paint: Product name Polyuremite Rack M (manufactured by Nippon Paint Marine Co., Ltd.), [3] Acrylic paint: Product name Nippon A-Marine Finish (manufactured by Nippon Paint Marine Co., Ltd.) [4] Hydrolyzable antifouling paint: Product name Propera Ichiban (manufactured by Nippon Paint Marine Co., Ltd.) [5] Non-eluting silicone antifouling paint: (intermediate coating) product name Ecorosilk Thai coat (manufactured by Nippon Paint Marine Co., Ltd.), (top coating) product name Ecorosilk (manufactured by Nippon Paint Marine Co., Ltd.).
  • the anticorrosion coating composition of each example and each comparative example was applied to a test plate (6 types of galvanized steel plate, aluminum, stainless steel, brass, FRP, and iron) and dried at 23 ° C. for 7 days to obtain a dry film thickness. A 170 ⁇ m anticorrosion coating was formed. The surface of the test plate was cut with a cut knife with a cutter knife, and then salt water was sprayed on the test plate for 1000 hours using a salt spray test apparatus according to JISK5600-7-1. Then, the external appearance of the anticorrosion coating film was evaluated by observing the surface of the cut part. The evaluation was carried out based on the ASTM D-714-56A method for the blistering property around the cut of the crosscut, and the numerical value obtained by scoring according to the following criteria is shown in the “Appearance” column of Table 2.
  • Evaluation score is 10, 8F: Evaluation score of 8, 6F: Evaluation score 6, 8MD, 6M, and 4F: Evaluation score of 4, 6MD and 4M: Evaluation score of 3, 8D, 6D, 4MD, 2F, and 2M: 2 evaluation points, 4D and 2MD: 1 evaluation score, 2D: Evaluation score 0.
  • the width of the coating film peeled off when the knife was inserted into the cross cut portion was measured as a creep width (mm) and shown in the “creep width” column of Table 2. In addition, it has shown that it is excellent in corrosion resistance, so that creep width is short.
  • the anticorrosion coating obtained by the anticorrosion coating composition of the examples is excellent in adhesion and anticorrosion properties with the article to be coated and shop primer composed of a wide range of materials, and on the anticorrosion coating. It turns out that it is excellent also in the interlayer adhesion with the top coat film to paint.
  • the anticorrosion coating obtained by the anticorrosion coating composition of the comparative example may be inferior in adhesion and anticorrosion to an object to be coated composed of a non-ferrous material, and is coated on the anticorrosion coating. It can be seen that the adhesion with the top coat film may not be good.
  • the adhesion between the coating object, shop primer and top coat film is different because the anticorrosion coating composition of each example is a bisphenol type epoxy resin (a) and an alicyclic hydrocarbon resin modified epoxy. Since the two types of epoxy resins and the resin (b) are used in combination, the anticorrosive coating composition of each comparative example is a mixture of only one of these epoxy resins, This is probably because the effect of improving the anticorrosion property was not obtained.

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  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
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  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
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  • Wood Science & Technology (AREA)
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Abstract

L'invention fournit une composition de revêtement anticorrosion contenant : une résine époxy (a) type bisphénols; une résine époxy (b) modifiée par une résine hydrocarbure alicyclique; et un agent de durcissement (c) de type amine. Cette composition de revêtement anticorrosion se révèle excellente en termes de pouvoir adhésif sur un objet à revêtir et sur un film de revêtement de finition, et développe des performances anticorrosion élevées sur le long terme et dans un environnement rigoureux. De préférence, la résine époxy (b) modifiée par une résine hydrocarbure alicyclique, consiste en une résine époxy (b') de type dicyclopentadine. De préférence, cette résine époxy (b') de type dicyclopentadine représente au moins 245/g et au plus 280/g équivalent d'époxy, et son point de ramollissement est d'au moins 54°C et d'au plus 85°C.
PCT/JP2011/060663 2011-05-09 2011-05-09 Composition de revêtement anticorrosion, et procédé de formation de film de revêtement WO2012153382A1 (fr)

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104530855A (zh) * 2014-11-20 2015-04-22 马鞍山市金韩涂料制造有限公司 一种水性带锈防锈漆
JP2015533880A (ja) * 2012-09-07 2015-11-26 エボニック インダストリーズ アクチエンゲゼルシャフトＥｖｏｎｉｋ Ｉｎｄｕｓｔｒｉｅｓ ＡＧ ベンジルアルコールを有さないエポキシ樹脂に基づく硬化性組成物
EP3037489A4 (fr) * 2013-08-23 2017-04-12 Chugoku Marine Paints, Ltd. Composition et film de revêtement anti-corrosion, et procédé de protection d'un matériau de base contre la corrosion
CN109943158A (zh) * 2019-03-06 2019-06-28 湖南工程学院 螺纹钢防锈液、制备方法及螺纹钢表面处理方法
CN112143357A (zh) * 2020-09-15 2020-12-29 湖北吉人水性汽车涂料有限公司 一种基于改性氯化橡胶的双组分重防腐涂料
JP7206442B1 (ja) * 2022-07-12 2023-01-17 日立Astemo株式会社 塗料組成物、塗装部材及び塗装部材の製造方法
EP4190865A4 (fr) * 2020-07-30 2024-06-19 Chugoku Marine Paints, Ltd. Composition de matériau de revêtement anticorrosion à base de résine époxy, film de revêtement anticorrosion, film de revêtement antisalissure stratifié, et substrat antisalissure ainsi que procédé de fabrication de celui-ci

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JP2000169673A (ja) * 1998-12-11 2000-06-20 Yokohama Rubber Co Ltd:The 一液型エポキシ樹脂組成物および一液型防食塗料組成物
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JP2001152085A (ja) * 1999-11-24 2001-06-05 Mitsubishi Gas Chem Co Inc 重防食塗料組成物
WO2007119507A1 (fr) * 2006-03-28 2007-10-25 Lintec Corporation Feuille permettant de former un film de protection pour puces électroniques
JP2010100841A (ja) * 2008-09-24 2010-05-06 Sekisui Chem Co Ltd 光硬化性樹脂組成物、電子部品用接着剤及び電子部品積層体

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JPS5499160A (en) * 1978-01-20 1979-08-04 Nippon Oil Co Ltd Epoxy resin composition
JPH1036637A (ja) * 1996-07-22 1998-02-10 Dainippon Ink & Chem Inc エポキシ樹脂組成物及び粉体塗料
JP2000169673A (ja) * 1998-12-11 2000-06-20 Yokohama Rubber Co Ltd:The 一液型エポキシ樹脂組成物および一液型防食塗料組成物
JP2000281968A (ja) * 1999-03-29 2000-10-10 Dainippon Ink & Chem Inc 鋳鉄管用粉体塗料
JP2001049082A (ja) * 1999-06-04 2001-02-20 Nippon Kayaku Co Ltd エポキシ樹脂組成物、そのワニス、それを用いたフィルム状接着剤及びその硬化物
JP2001152085A (ja) * 1999-11-24 2001-06-05 Mitsubishi Gas Chem Co Inc 重防食塗料組成物
WO2007119507A1 (fr) * 2006-03-28 2007-10-25 Lintec Corporation Feuille permettant de former un film de protection pour puces électroniques
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Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2015533880A (ja) * 2012-09-07 2015-11-26 エボニック インダストリーズ アクチエンゲゼルシャフトＥｖｏｎｉｋ Ｉｎｄｕｓｔｒｉｅｓ ＡＧ ベンジルアルコールを有さないエポキシ樹脂に基づく硬化性組成物
EP3037489A4 (fr) * 2013-08-23 2017-04-12 Chugoku Marine Paints, Ltd. Composition et film de revêtement anti-corrosion, et procédé de protection d'un matériau de base contre la corrosion
US10273366B2 (en) 2013-08-23 2019-04-30 Chugoku Marine Paints, Ltd. Anticorrosive coating composition, anticorrosive coating film, and method for preventing corrosion of substrate
CN104530855A (zh) * 2014-11-20 2015-04-22 马鞍山市金韩涂料制造有限公司 一种水性带锈防锈漆
CN109943158A (zh) * 2019-03-06 2019-06-28 湖南工程学院 螺纹钢防锈液、制备方法及螺纹钢表面处理方法
CN109943158B (zh) * 2019-03-06 2021-05-18 湖南工程学院 螺纹钢防锈液、制备方法及螺纹钢表面处理方法
EP4190865A4 (fr) * 2020-07-30 2024-06-19 Chugoku Marine Paints, Ltd. Composition de matériau de revêtement anticorrosion à base de résine époxy, film de revêtement anticorrosion, film de revêtement antisalissure stratifié, et substrat antisalissure ainsi que procédé de fabrication de celui-ci
CN112143357A (zh) * 2020-09-15 2020-12-29 湖北吉人水性汽车涂料有限公司 一种基于改性氯化橡胶的双组分重防腐涂料
CN112143357B (zh) * 2020-09-15 2022-04-05 湖北吉人水性汽车涂料有限公司 一种基于改性氯化橡胶的双组分重防腐涂料
JP7206442B1 (ja) * 2022-07-12 2023-01-17 日立Astemo株式会社 塗料組成物、塗装部材及び塗装部材の製造方法
WO2024013840A1 (fr) * 2022-07-12 2024-01-18 日立Astemo株式会社 Composition de revêtement, élément revêtu et procédé de production d'élément revêtu

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