WO2019244996A1 - Composition de revêtement et procédé de formation d'un film de revêtement - Google Patents

Composition de revêtement et procédé de formation d'un film de revêtement Download PDF

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Publication number
WO2019244996A1
WO2019244996A1 PCT/JP2019/024589 JP2019024589W WO2019244996A1 WO 2019244996 A1 WO2019244996 A1 WO 2019244996A1 JP 2019024589 W JP2019024589 W JP 2019024589W WO 2019244996 A1 WO2019244996 A1 WO 2019244996A1
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coating
coating composition
pigment
composition
solvent
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PCT/JP2019/024589
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English (en)
Japanese (ja)
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圭太 内川
健二 高口
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日本ペイント・インダストリアルコーティングス株式会社
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Priority to CN201980041440.2A priority Critical patent/CN112313299A/zh
Publication of WO2019244996A1 publication Critical patent/WO2019244996A1/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
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/02—Polyureas
    • 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
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • 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
    • 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
    • C09D7/65—Additives macromolecular

Definitions

  • the present invention relates to a coating composition and a method for forming a coating film using the coating composition.
  • Patent Document 1 discloses a carbonic acid having a particle diameter of 100 to 2,000 ⁇ m.
  • a road marking paint composition comprising an aqueous emulsion paint containing 30 to 60% by weight of calcium granules, silica sand, silica stone or ceramic granules.
  • Patent Literature 2 discloses a road marking paint composition in which an inorganic filler (excluding a pigment) is blended in an emulsion-based water-based paint. Disclosed is an aqueous coating composition, wherein a hard inorganic filler having a Mohs' hardness of 5 or more is blended as a part of the material so as to impart abrasion resistance to a coated surface.
  • the present invention has been made to solve the above problems, and more specifically, a coating composition capable of forming a coating film that is resistant to deterioration and abrasion due to vehicle traffic and the like, and that forms a coating film having a long service life.
  • the task is to provide.
  • a solvent-free base composition includes a film-forming resin, a pigment and an organometallic catalyst
  • the film-forming resin includes at least one selected from a polyol and an aromatic polyfunctional amine
  • the pigment includes at least one selected from the group consisting of carbonate, titanium oxide, zinc oxide, precipitated barium sulfate, talc, silica, and kaolin
  • the solventless curing agent composition comprises at least one selected from the group consisting of an aliphatic polyfunctional isocyanate compound and an aromatic polyfunctional isocyanate compound,
  • the ratio (L / D) of the distance (L) between the surfaces of the pigment-dispersed particles and the average particle diameter (D) of the pigment-dispersed particles in the coating film containing the coating composition is 0.4 to 2.0.
  • the coating composition of the present invention has excellent abrasion resistance and can form a coating film having a long service life. Further, the present invention can provide a coating composition having excellent two-liquid mixing properties. Since the coating composition of the present invention can sufficiently uniformly mix the solvent-free base composition and the solvent-free curing agent contained in the coating composition, the reaction proceeds sufficiently after coating on the road surface, and a tough coating film is formed. Can be formed. Therefore, it is possible to provide a coating composition having a longer service life than the conventional road marking paint.
  • FIG. 3 is a schematic cross-sectional view of a coating film, showing a relationship between a distance (L) between surfaces of pigment-dispersed particles and an average particle diameter (D) of pigment-dispersed particles.
  • the coating compositions disclosed in Patent Documents 1 and 2 are water-based coating compositions, and the resulting coating films still do not have sufficient abrasion resistance and durability. Therefore, the coating composition disclosed in Patent Literature 1 may increase the number of recoatings due to abrasion, and cannot reduce maintenance costs.
  • the present inventors aimed at developing a coating composition which can satisfy excellent abrasion resistance and durability.
  • a coating composition containing at least one pigment selected from the group consisting of carbonate, titanium oxide, zinc oxide, precipitated barium sulfate, talc, silica, and kaolin as technical characteristics has been obtained.
  • the ratio (L / D) between the distance (L) between the surfaces of the pigment-dispersed particles and the average particle diameter (D) of the pigment-dispersed particles in the coating film containing the coating composition is 0.4 to 2.0. It is as follows.
  • the present inventors have found that the coating composition has excellent abrasion resistance and can form a coating film having a long service life, and have completed the present invention.
  • the coating composition according to the present disclosure can provide a coating composition having excellent two-pack mixing properties, and can sufficiently uniformly mix the solvent-free base composition and the solvent-free curing agent contained in the coating composition. After the coating on the road surface, the reaction proceeds sufficiently to form a tough coating film.
  • the coating composition of the present invention will be described.
  • the coating composition according to the present disclosure Solvent-free base composition, A solvent-free curing agent composition and a coating composition
  • the solventless base composition includes a film-forming resin, a pigment and an organometallic catalyst
  • the film-forming resin includes at least one selected from a polyol and an aromatic polyfunctional amine
  • the pigment includes at least one selected from the group consisting of carbonate, titanium oxide, zinc oxide, precipitated barium sulfate, talc, silica, and kaolin
  • the solventless curing agent composition comprises at least one selected from the group consisting of an aliphatic polyfunctional isocyanate compound and an aromatic polyfunctional isocyanate compound,
  • the ratio (L / D) of the distance (L) between the surfaces of the pigment-dispersed particles and the average particle diameter (D) of the pigment-dispersed particles in the coating film containing the coating composition is 0.4 to 2.0. is there.
  • the distance between the surfaces of the pigment-dispersed particles in the coating film containing the coating composition according to the present disclosure is 0.4 or more and 2.0 or less.
  • the composition according to the present disclosure has a ratio (L / D) of the distance between the surfaces of the pigment dispersed particles (L) and the average particle diameter of the pigment dispersed particles (D) within such a numerical range.
  • the coating composition according to the present disclosure can provide higher durability.
  • the viscosity can be prevented from becoming too high, and the two-component mixing properties of the solvent-free base composition and the solvent-free curing agent composition are excellent. If the two-component mixing property is excellent, the reaction proceeds sufficiently after coating on the road surface, and a tough coating film can be formed. Further, the coating film can be provided with toughness, and can have excellent wear resistance and durability. Further, when (L / D) is within the above range, a highly durable coating film can be obtained, for example, in an embodiment using a pigment having a Mohs hardness of less than 5, and in some embodiments, a Mohs hardness of 3 or less.
  • pigments having a Mohs hardness of less than 5 include carbonate (calcium carbonate), zinc oxide, precipitated barium sulfate, talc, and kaolin.
  • the ratio (L / D) of the distance between the surfaces (L) of the pigment-dispersed particles and the average particle diameter (D) of the pigment-dispersed particles in the coating film containing the coating composition according to the present disclosure is 0.4 or more. 0 or less, for example, 0.45 or more and 1.95 or less. As long as (L / D) according to the present disclosure is within a range of 0.4 or more and 2.0 or less, a lower limit and an upper limit can be appropriately set within this range. In one aspect, (L / D) is 0.45 or more, for example, 0.5 or more, 0.65 or more, for example, 0.7 or more, and in another aspect, It may be 0.75 or more.
  • the coating film can have more excellent black-and-white opacity, in addition to the various effects described above.
  • (L / D) is 1.95 or less, for example, 1.8 or less.
  • (L / D) is 1.5 or less, for example, 1.0 or less; .9 or less.
  • the values may be within these numerical ranges.
  • (L / D) is 0.45 or more and 1.8 or less, for example, 0.45 or more and 1.5 or less.
  • FIG. 1 is a schematic cross-sectional view of the coating film, showing the relationship between the distance (L) between the surfaces of the pigment dispersed particles and the average particle diameter (D) of the pigment dispersed particles.
  • FIG. 1 shows an embodiment in which pigment particles 2 are arranged in a coating film 1 in a simple cubic lattice.
  • the diameter of the pigment is shown large for the sake of explanation.
  • the value of the ratio (L / D) of the distance (L) between the surfaces of the pigment-dispersed particles in the coating film and the average particle diameter (D) of the pigment-dispersed particles can be derived as follows. .
  • the average particle size (D) of the pigment-dispersed particles means the volume-average particle size (D50) of the pigment-dispersed particles.
  • a particle size measuring device such as a laser diffraction type particle size distribution measuring device SALD-2200 (manufactured by Shimadzu Corporation). Can be measured using The distance between the surfaces (L) of the pigment-dispersed particles is calculated from the measured average dispersed-particle diameter (D50), the amount and the specific gravity, assuming that the pigment-dispersed particles are arranged in a simple cubic lattice in the coating film. You can ask.
  • the pigments may be non-uniformly dispersed.
  • the average particle diameter (D) of the pigment-dispersed particles and the average inter-surface distance (L) of the pigment-dispersed particles can be calculated by the above method or a known method. For example, the value of (L / D) in a coating film having a dry coating film thickness of 200 ⁇ m may be calculated.
  • the pigment according to the present disclosure may be spherical, substantially spherical, granular, or the like, and is spherical or substantially spherical to maintain coating strength. By being spherical or substantially spherical, higher durability can be imparted.
  • the coating composition may include a pigment having a spherical shape, a substantially spherical shape, a granular shape, or the like and a flat pigment, or may include the flat pigment alone, without departing from the scope according to the present disclosure.
  • (L / D) can be derived using known methods.
  • the solvent-free base composition contains a film-forming resin, a pigment, and an organometallic catalyst. Since the coating composition of the present disclosure includes the solvent-free base composition, the base composition does not include volatile components. Therefore, no odor is generated and the load on the environment can be reduced. Furthermore, the composition according to the present disclosure has better weather resistance than a coating composition containing a solvent such as an aqueous solvent and an organic solvent, and can form a coating film having toughness. Also suitable for coating compositions.
  • the film-forming resin according to the present disclosure includes at least one selected from a polyol having two or more hydroxyl groups and an aromatic polyfunctional amine.
  • the film-forming resin contains at least one selected from the group consisting of a polyol having two or more hydroxyl groups and an aromatic diamine.
  • the polyol having two or more hydroxyl groups is not particularly limited.
  • the number average molecular weight is 50 or more and 3,000 or less, and in one embodiment, 50 or more and 1,000 or less, For example, it is 500 or more and 1,000 or less.
  • the number average molecular weight is a value converted into polystyrene by gel permeation chromatography (GPC).
  • the hydroxyl value of the polyol is from 50 mgKOH / g to 2,000 mgKOH / g. When the hydroxyl value is within such a range, a coating film having sufficient strength can be obtained. Further, a coating film having flexibility can be formed.
  • the hydroxyl value of the polyol is 50 mgKOH / g to 1,500 mgKOH / g, for example, 50 mgKOH / g to 500 mgKOH / g, and in one embodiment, 50 mgKOH / g to 350 mgKOH / g.
  • the hydroxyl value indicates a hydroxyl value of a solid content, and can be measured in accordance with JIS K0070.
  • the polyol can include at least one selected from the group consisting of polyether polyols, polyester polyols, acrylic polyols, and castor oil-based polyols.
  • polyether diol, polyester diol, polycarbonate diol and the like can be exemplified.
  • polyalkylene glycols such as polyethylene glycol, polypropylene glycol, polyethylene propylene glycol, polytetramethylene ether glycol, polyhexamethylene ether glycol, polyoctamethylene ether glycol, polyethylene adipate, polybutylene adipate, polyhexamethylene adipate, polyneopentyl Polyester diol such as adipate, poly-3-methylpentyl adipate, polyethylene / butylene adipate, polyneopentyl / hexyl adipate, polylactone diol such as polycaprolactone diol, poly-3-methylvalerolactone diol, polyhexamethylene carbonate diol, etc.
  • the polyol is a castor oil-based polyol. Since the solvent-free base composition according to the present invention contains a castor oil-based polyol, a coating composition having a relatively low viscosity can be obtained.
  • the castor oil-based polyol is not particularly limited, and examples thereof include castor oil and derivatives thereof, for example, diglycerides and monoglycerides of castor oil fatty acids, and mixtures thereof.
  • a low-viscosity solventless base composition and a solventless curing agent composition can be mixed and sufficiently mixed.
  • the polyol is ethylene glycol, propylene glycol, butane glycol, hexanediol, methylpentanediol, neopentyl glycol, polyethylene glycol, tetramethylene ether glycol, hexamethylene ether glycol, glycerin, pentaerythritol, dipentaerythritol, sorbitol And polyhydric alcohols such as inositol, mannitol, glucose and fructose.
  • the acrylic polyol is obtained by polymerization of a radically polymerizable unsaturated monomer composition.
  • a radical polymerizable unsaturated monomer a mixture of a hydroxyl group-containing radical polymerizable unsaturated monomer required for obtaining the above hydroxyl value and other monomers can be used.
  • the hydroxyl group-containing radically polymerizable unsaturated monomer is not particularly limited, and includes, for example, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, and the like. These may be used alone or in combination. Good.
  • radically polymerizable monomers are not particularly limited, and include, for example, styrenes such as styrene and ⁇ -methylstyrene; methyl acrylate, ethyl acrylate, propyl acrylate, -n, i, and t-butyl acrylate And acrylates such as 2-ethylhexyl acrylate and lauryl acrylate; methyl methacrylate, ethyl methacrylate, propyl methacrylate, -n, i and t-butyl methacrylate, 2-ethylhexyl methacrylate, lauryl methacrylate and the like Methacrylates.
  • the acrylic polyol can be converted into an acrylic polyol by performing a polymerization reaction without a solvent or in the presence of an appropriate organic solvent and removing the solvent.
  • an initiator known in the art as a radical polymerization initiator can be used as the polymerization initiator.
  • examples of the polymerization initiator include organic peroxides such as benzoyl peroxide, t-butyl peroxide and cumene hydroperoxide, and organic azo compounds such as azobiscyanovaleric acid and azoisobutyronitrile.
  • the polymerization can be performed at a temperature of 80 to 140 ° C. for 1 to 8 hours by an operation well known to those skilled in the art.
  • polymerization can be performed by dropping a radical polymerizable monomer and a polymerization initiator into a heated organic solvent.
  • the organic solvent used for the polymerization is not particularly limited, but preferably has a boiling point of about 60 to 250 ° C.
  • Suitable organic solvents include water-insoluble organic solvents such as butyl acetate, xylene, toluene, methyl isobutyl ketone, propylene glycol, dipropylene glycol dimethyl ether and methyl ether acetate; and tetrahydrofuran, ethanol, methanol, propanol and isopropanol.
  • Aromatic polyfunctional amine is an aromatic amine having two or more amino groups in one molecule, and is not particularly limited.
  • the aromatic compound is a compound in which a hydrogen atom of an aromatic ring is substituted with two or more amino groups.
  • diaminotoluene also referred to as phenylenediamine
  • triaminobenzene are mentioned.
  • the aromatic polyfunctional amine has at least one selected from the group consisting of a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, and a decyl group. It may have two alkyl groups.
  • the aromatic polyfunctional amine is diethyldiaminotoluene, 4,4′-diamino-3,3′-dichlorodiphenylmethane, 2,4-diaminotoluene, 2,6-diaminotoluene, 3,4-diaminotoluene , 1-methyl-3,5-diethyl-2,4-diaminobenzene, 1-methyl-3,5-diethyl-2,6-diaminobenzene (both are referred to as diethyltoluenediamine or DETDA), 4 , 4'-diamino-3,3'-diethyl-5,5'-dimethylphenylmethane (MEDDM), 1,3,5-triethyl-2,6-diaminobenzene, 4,4'-diaminodiphenylmethane, 5,3 ', 5'-tetraethyl-4,4'-
  • the aromatic polyfunctional amine is diethyldiaminotoluene, 4,4'-diamino-3,3'-dichlorodiphenylmethane, and mixtures thereof.
  • examples of the aromatic polyfunctional amine include 1,3,5-triaminobenzene and 1,2,4-triaminobenzene. These may be used alone or in combination of two or more.
  • the aromatic polyfunctional amine is an aromatic polyfunctional amine based on diaminodiphenylmethane, an aromatic polyfunctional amine based on phenylenediamine, an aromatic polyfunctional amine based on bisaminophenylfluorene, or an aromatic polyfunctional amine based on diaminodiphenyl ether.
  • Functional amines eg, 4,4′-diaminodiphenyl ether
  • diaminonaphthalene-based aromatic polyfunctional amines diaminobenzophenone-based aromatic polyfunctional amines, and the like.
  • the amine value is from 100 mgKOH / g to 1,200 mgKOH / g, and may be from 200 mgKOH / g to 800 mgKOH / g.
  • desired short-time curing can be achieved, and a tough coating film can be formed.
  • the coating composition for example, the road marking coating composition
  • the coating composition for coating the inner surface of the iron pipe, the coating composition for coating the outer surface of the iron pipe, and the coating composition for coating the inner and outer surface of the iron pipe can be adjusted to a desired range. Excellent workability of the coating composition.
  • an amine value represents the solid content amine value, and can be measured in accordance with the provisions of JIS K 7237.
  • the film-forming resin contained in the solvent-free curing agent composition is a combination of one or more compounds among polyols, aromatic polyfunctional amines, and the like. Of these, polyols are preferred.
  • diaminodiphenylmethane Iharacuamine MT, Cure Hard-MED, both manufactured by Kumiai Chemical
  • phenylenediamine Ethere 100, Albemare
  • bisaminophenyl Fluorene BAFL, manufactured by JFE Chemical
  • diaminodiphenyl ether (4,4'-diaminodiphenyl ether, manufactured by JFE Chemical)
  • diaminonaphthalene aromatic polyfunctional amine diaminobenzophenone aromatic polyfunctional amine, etc.
  • the solvent-free base composition and the solvent-free curing agent composition described below are equivalent to the NCO group equivalent contained in the solvent-free curing agent composition and the OH contained in the solvent-free base composition.
  • the ratio [NCO / (OH + NH 2 )] of the group equivalents and the total of the NH 2 group equivalents is 0.5 or more and 2.0 or less, for example, 0.7 or more and 1.7 or less, and in some embodiments, , 0.8 or more and 1.6 or less.
  • [NCO / (OH + NH 2 )] may be 0.8 or more and 1.55 or less.
  • the pigment according to the present invention contains at least one selected from the group consisting of carbonate, titanium oxide, zinc oxide, precipitated barium sulfate, talc, silica, and kaolin.
  • shell powder, egg shell calcium, hollow particles and the like may be used.
  • it may include at least one selected from the group consisting of carbonate, titanium oxide, and talc, and may include a plurality of types of carbonate.
  • the coating film formed from the coating composition of the present invention can exhibit white.
  • the road marking paint composition can be used to form a white coating film, for example, a white line coating film.
  • the pigment comprises a carbonate and titanium oxide, and may optionally further comprise at least one selected from the group consisting of zinc oxide, precipitated barium sulfate, talc, silica and kaolin.
  • the coating film formed from the coating composition of the present invention can exhibit white. Further, the above-described effects can be obtained more favorably.
  • the carbonate is, for example, at least one selected from the group consisting of calcium carbonate, magnesium carbonate, iron (II) carbonate, and dolomite (CaMg (CO 3 ) 2 ).
  • the carbonate is calcium carbonate.
  • the calcium carbonate includes at least one selected from the group consisting of heavy calcium carbonate and light calcium carbonate.
  • the coating composition according to the present invention includes at least one selected from the group consisting of heavy calcium carbonate and light calcium carbonate, Despite having a lower Mohs hardness than carbonate, the coating film formed from the coating composition not only satisfies excellent abrasion resistance and durability, but also easily disperses during the production of the coating composition. become.
  • the pigment is bentonite, smectite, glass flake (silica filler) in addition to at least one selected from the group consisting of carbonate, titanium oxide, zinc oxide, precipitated barium sulfate, talc, silica, and kaolin.
  • the loading of the carbonate is less than the loading of titanium oxide.
  • the amount of the pigment is 5 parts by mass or more and 55 parts by mass or less based on 100 parts by mass of the solid content of the coating composition.
  • a coloring film having a sufficient coloring power can be formed, and further, the coating composition can be suppressed from having a high viscosity, and has excellent mixing properties with a curing agent, so that it is tough. Does not hinder film formation.
  • the amounts of the pigments are sums.
  • the amount of the carbonate, for example, calcium carbonate is 5 parts by mass or more and 55 parts by mass or less with respect to 100 parts by mass of the solid content of the coating composition. It is 10 parts by mass or more and 45 parts by mass or less with respect to parts by mass.
  • the pigment comprises calcium carbonate, and in some embodiments, calcium carbonate and talc.
  • the coating compositions of the present disclosure in embodiments that include calcium carbonate can exhibit better abrasion resistance.
  • the total amount of calcium carbonate and talc is 5 parts by mass or more and 55 parts by mass or less based on 100 parts by mass of the solid content of the coating composition. In one embodiment, the amount is from 10 parts by mass to 30 parts by mass, for example, from 10 parts by mass to 20 parts by mass.
  • the coating composition can be prevented from having a high viscosity, and has excellent mixing properties with a curing agent, thereby inhibiting formation of a tough coating film. do not do. Also, the coating can have excellent wear resistance.
  • the coating composition contains both calcium carbonate and talc
  • 0.4 or more and less than 1.0 for example, 0.4 or more and 0.9 or less, for example, 0.5 or more and 0.9 or less.
  • the amount of calcium carbonate is greater than the amount of talc.
  • [calcium carbonate / (calcium carbonate + talc)] is greater than 0.5 and less than 1.0. When the amount of calcium carbonate is larger than the amount of talc, durability can be increased.
  • the amount of calcium carbonate is larger than the amount of talc compared with the abrasion resistance of the coating film obtained in an embodiment.
  • a slightly weaker abrasion resistant coating may be sufficient.
  • the amount of talc may be greater than the amount of calcium carbonate.
  • a coating film having a longer durability than a coating film obtained from a known coating composition can be formed.
  • [calcium carbonate / (calcium carbonate + talc)] may be 0.1 or more and less than 0.5.
  • the amounts of calcium carbonate and talc are based on mass.
  • a coating film having excellent black-and-white hiding properties can be formed in a well-balanced manner.
  • the average particle diameter (D) of the pigment-dispersed particles is 0.2 ⁇ m or more and 50 ⁇ m or less, and in some embodiments 3 ⁇ m or more and 35 ⁇ m or less.
  • the average particle diameter (D) of the dispersed particles of the pigment is 0.2 ⁇ m or more and 50 ⁇ m or less, and in some embodiments, 3 ⁇ m or more and 35 ⁇ m or less.
  • the ratio (L / D) of the distance between the surfaces (L) of the pigment dispersed particles and the average particle diameter (D) of the pigment dispersed particles is 0. .4 to 2.0.
  • the pigment contains a carbonate
  • the average particle diameter (D) of the dispersed particles of the pigment containing the carbonate may be in the above numerical range, and the above-described effects can be obtained. Further, it is possible to suppress the viscosity of the coating composition from becoming too high, and to form a tougher coating film. In addition, a coating film having excellent black-and-white hiding properties can be formed in a well-balanced manner.
  • the average particle diameter (D) is obtained by measuring the average particle diameter (D50) of the pigment mixture, and using the value as the average particle diameter (D) of the pigment-dispersed particles. .
  • the specific gravity in the case where the coating composition contains a plurality of pigment types was a value converted from the specific gravity and the compounding ratio of the pigment.
  • the solvent-free base composition according to the present invention contains an organometallic catalyst.
  • the organometallic catalyst is not limited as long as it can contribute to the curing of the solvent-free base composition according to the present invention.
  • known ones can be used.
  • the organometallic catalyst can use an ester compound such as tin, lead, bismuth, zinc, and titanium.
  • dibutyltin dilaurate, bismuth tris (2-ethylhexanoate), lead octylate, bismuth octoate and the like can be mentioned.
  • Tin esters and / or bismuth esters are preferred as organometallic catalysts.
  • a tin ester such as dibutyltin dilaurate
  • it is preferably contained in a proportion of 0.01 to 2% by mass based on the total amount of the solvent-free base composition.
  • the reactivity of the coating composition can be adjusted within a desired range. For example, even if the solventless curing agent composition has relatively low reactivity as a curing agent, the reactivity of the coating composition can be increased. In addition, the reactivity with water can be suppressed, and foaming of the coating composition can be suppressed. Further, the workability of the coating composition can be improved.
  • the solvent-free base composition according to the present invention may further contain, for example, a dehydrating agent.
  • a dehydrating agent By including a dehydrating agent, the moisture adhering to the painted surface, and a solvent-free curing agent composition described below, for example, can further suppress the generation of carbon dioxide due to the reaction with an aliphatic polyfunctional isocyanate, on the coating film Generation of unevenness and porosity can be further suppressed.
  • the dehydrating agent is not particularly limited, and a known dehydrating agent can be used. For example, molecular sieves of synthetic zeolite, calcium sulfate, calcium oxide and the like can be mentioned.
  • the amount of the dehydrating agent is, for example, 0.3 parts by mass or more and 5 parts by mass or less based on 100 parts by mass of the solid content of the coating composition.
  • a dehydrating agent may not be included.
  • the dehydrating agent may not be included as long as no water adheres to the road surface or the amount of water is such that the reaction of the solvent-free base composition is not adversely affected. If the embodiment does not include a dehydrating agent, the production process can be shortened, and in addition, excellent abrasion resistance can be obtained.
  • the solvent-free curing agent composition contains at least one selected from the group consisting of aliphatic polyfunctional isocyanate compounds and aromatic polyfunctional isocyanate compounds.
  • the aliphatic polyfunctional isocyanate compound is not particularly limited. For example, hexamethylene diisocyanate, trimethylhexamethylene diisocyanate, cyclohexane-1,4-diisocyanate, dicyclohexylmethane-4,4-diisocyanate, methylcyclohexane diisocyanate, isophorone diisocyanate, dicyclohexylmethane Examples include diisocyanate. Further, these modified products may be used.
  • the aromatic polyfunctional isocyanate compound is not particularly limited, and examples thereof include tolylene diisocyanate, diphenylmethane diisocyanate (MDI), and xylylene diisocyanate. Further, these modified products may be used.
  • the solventless curing agent composition comprises an aliphatic polyfunctional isocyanate.
  • Aliphatic polyfunctional isocyanates can suppress discoloration due to weather resistance deterioration.
  • the aliphatic polyfunctional isocyanate is hexamethylene diisocyanate or a modified product thereof.
  • the aliphatic polyfunctional isocyanate and the aromatic polyfunctional isocyanate may be in the form of a burette, isocyanurate, alphanate or adduct thereof.
  • the solventless curing agent composition may contain an aliphatic polyfunctional isocyanate compound alone or in combination of two or more.
  • the coating composition of the present invention may further include aggregates (sand, etc.), silica, reflectors, matting agents such as alumina, surface modifiers, viscosity modifiers, preservatives, fungicides, It may contain additives such as a foaming agent, a dispersant, a light stabilizer, an ultraviolet absorber, a wax, a dehydrating agent, a leveling agent and an antioxidant, which are blended in the coating composition. These additives can be contained in at least one of the solvent-free base composition and the solvent-free curing agent composition. In addition, these amounts can be appropriately adjusted without impairing the effects of the present invention.
  • the coating composition of the present invention is, in one embodiment, a coating composition selected from a road marking coating composition and a road heat shielding coating composition. If desired, it may include known thermal barrier components.
  • the coating composition of the present invention is a white road marking coating composition and / or a road surface heat shielding coating composition, and can be used, for example, for white lines on a road surface.
  • the coating composition of the present invention includes at least one selected from the group consisting of a coating composition for coating an inner surface of an iron pipe, a coating composition for coating an outer surface of an iron pipe, and a coating composition for coating the inner and outer surfaces of an iron pipe.
  • a coating composition for coating an inner surface of an iron pipe a coating composition for coating an outer surface of an iron pipe
  • a coating composition for coating the inner and outer surfaces of an iron pipe One kind.
  • the coating composition of the present invention has a viscosity excellent in coatability, and the resulting coating film has excellent abrasion resistance. It can also be applied to iron pipes, for example, such as steel pipes, for which reduction of the amount of steel is required.
  • the term “excellent in abrasion resistance” in the present disclosure means that the amount of wear in a 200 ⁇ m-thick coating film of a coating composition in a wear resistance test based on JIS K 5600-5-9 is determined. Means less than the conventional road marking paint composition (210 mg), in one embodiment it is 120 mg or less, for example 80 mg or less, for example 50 mg or less, and in another embodiment it is 45 mg or less.
  • the wear amount may be 40 mg or less, or 38 mg or less, and in one embodiment, may be 30 mg or less.
  • the amount of wear is 5 mg or more in one embodiment, for example, 10 mg or more.
  • the wear amount may be, for example, 5 mg or more and 120 mg or less, for example, 5 mg or more and 50 mg or less, and in some embodiments, may be 5 mg or more and 45 mg or less, for example, 5 mg or more and 38 mg or less. In another embodiment, it may be from 5 mg to 30 mg. In the present disclosure, the wear amount may be referred to as a wear reduction.
  • the method for preparing the coating composition according to the present disclosure is not particularly limited, and the above solvent-free base material composition, solvent-free curing agent composition, etc. are mixed and stirred, and if necessary, A method for dispersing an agent or the like can be exemplified.
  • the stirring method is not particularly limited, and a disper or the like can be used.
  • the dispersion method is not particularly limited, and devices generally used for dispersing pigments, such as a roll mill, a paint shaker, a pot mill, a disper, and a sand grind mill, can be used.
  • Coating object The coating composition according to the present disclosure can be applied to the surface of a pavement such as a road surface.
  • a pavement such as a road surface.
  • the above-mentioned pavement is not particularly limited, and examples thereof include asphalt pavement and concrete pavement.
  • the coating composition according to the present disclosure can be applied to the inner surface and the outer surface of an iron pipe.
  • the iron tube may include an iron component such as a steel tube.
  • the coating film forming method according to the present disclosure is to apply a coating composition according to the present disclosure to an object to be coated, Including curing the coating composition after coating, the coating is spray coating, a coating method using a static method, a coating method using a collision mixing method, at least one selected from the group consisting of slit coater coating and flow coating. Done by the method.
  • the coating method of the coating composition according to the present disclosure includes a two-part collision-mixing spray coating in which two components of a solvent-free base composition and a solvent-free curing agent composition are mixed by collision and sprayed. Can be. In the two-liquid collision mixing spray coating, it is preferable to use a high-pressure two-liquid collision mixing spraying device.
  • the solvent-free base composition and the solvent-free curing agent composition may be mixed immediately before coating, and the mixture may be applied using a coating machine such as a slit coater.
  • a coating machine such as a slit coater.
  • a method of continuously extruding the two liquids of the solvent-free base material composition and the solvent-free curing agent composition without air, a method of mixing with a static mixer, and a continuous spraying method can also be used.
  • the coating amount of the coating composition can be appropriately adjusted so that the film thickness after drying and curing becomes 50 ⁇ m or more and 2,000 ⁇ m or less.
  • the drying conditions are not particularly limited, and for example, room temperature drying may be used.
  • forcible drying may be performed by using an infrared heater, a burner, or the like according to conditions such as an air temperature and a temperature of a coating object.
  • the coating composition according to the present disclosure may be a cold-curable coating composition.
  • solvent-free base composition The composition contained in the solvent-free base composition is as follows.
  • Film forming resin URIC-H368 (Castor oil-based polyol manufactured by Ito Oil; solid content hydroxyl value: 195 mgKOH / g, number average molecular weight: about 700)
  • URIC-H62 (Castor oil-based polyol manufactured by Ito Oil Co .; solid content hydroxyl value: 260 mg KOH / g, number average molecular weight: about 450)
  • URIC-H73X (Castor oil-based polyol manufactured by Ito Oil Co .; solid content hydroxyl value: 270 mgKOH / g, number average molecular weight: about 450)
  • Aromatic polyfunctional amine -EtaCure 100 (manufactured by Albemare Co., DETDA; solid content amine value: 629 mg KOH / g) ⁇ Curehard-MED (Kumiai Chemical Co., Ltd.,
  • the solvent-free base composition containing the above composition was blended in the amount (parts by mass) shown in Table 1. Then, the mixture was mixed at 40 ° C. or lower and stirred using a disper to prepare a solvent-free base composition.
  • solvent-free curing agent composition The composition contained in the solventless curing agent composition is as follows.
  • Solvent-free curing agent -Coronate HXLV (aliphatic isocyanate compound; manufactured by Tosoh Corporation, trimer of hexamethylene diisocyanate, NCO content: 23.2% by mass)
  • VESTANAT H12-MDI aliphatic isocyanate compound; methylene bis (4,1-cyclohexylene) diisocyanate, manufactured by Evonik, NCO content: 31.9% by mass
  • -Millionate MR-200 aromatic isocyanate compound; manufactured by Tosoh Corporation, polymeric MDI, NCO content: 31% by mass
  • Example 1 Coating of paint composition and formation of coating film
  • an object to be coated electroactive metal (electrogalvanized steel sheet: plating amount: 3 g / m 2 ) was applied so that the film thickness after curing was 200 ⁇ m.
  • the coating composition was dried and cured at 23 ° C. for 72 hours to obtain a test plate having a coating film.
  • Example 2 to 22 and Comparative Examples 1 to 6 A coating composition was prepared in the same manner as in Example 1 except that the type and / or amount of each component was changed to those shown in Table 1, Table 2, Table 3, or Table 4 below, and a test plate was prepared. Produced.
  • "charcoal” means calcium carbonate.
  • the main compositions of the coating compositions used in Comparative Examples 4 to 6 are as follows.
  • -Load line 7000 white Nippon Liner Co., Ltd., a solvent type acrylic resin-based road marking paint, containing toluene and ethyl acetate as a solvent. It was applied to a thickness of 200 ⁇ m according to the method of JIS K 5600-8-4.
  • -Roadline Mercury White Acrylic emulsion aqueous road marking paint manufactured by Nippon Liner.
  • JIS K 5600-8-4 It was applied to a thickness of 200 ⁇ m according to the method of JIS K 5600-8-4.
  • -Everline White a melt-type road marking paint composition manufactured by Nippon Liner Co., Ltd. The method was applied according to JIS K 5600-8-4.
  • the average particle size of the pigment-dispersed particles was measured using a laser diffraction particle size distribution analyzer SALD-2200 (manufactured by Shimadzu Corporation) by adjusting the coating composition with toluene so as to have an appropriate measurement concentration (23 ° C.). ). Further, the distance between the surfaces of the pigment-dispersed particles (L) was calculated from the measured average particle diameter (D50), that is, the average particle diameter (D) of the pigment-dispersed particles, and the blending amount and the specific gravity.
  • the average particle diameter (D) is obtained by measuring the average particle diameter (D50) of the pigment mixture, and using the value as the average particle diameter (D) of the pigment-dispersed particles.
  • the specific gravity in the case where the coating composition contains a plurality of pigment types was a value converted from the specific gravity and the compounding ratio of the pigment.
  • the coating film durability was evaluated according to the method specified in JIS K 5600-5-9 Wear resistance (wear wheel method). Using a rotary ablation tester (manufactured by Toyo Seiki Seisaku-Sho, Ltd.) as a testing machine and CS-17 (manufactured by TABER) as a wear wheel, the wear loss when rotating 1,000 times at a load of 1 kg and 60 rpm was measured. The evaluation was based on criteria.
  • Abrasion loss (mg) mass of test plate before test-mass of test plate after test :: 30 mg or less :: More than 30 mg, 40 mg or less ⁇ : More than 40 mg, 50 mg or less ⁇ : More than 50 mg, 120 mg or less ⁇ : Over 120mg
  • Martens hardness (indentation hardness)) Using a Fischer scope HM2000XYp (manufactured by Fischer Instruments; test load: 300 mN / 20 seconds), the Martens hardness of the coating film was measured and evaluated according to the following criteria. ⁇ : 70N / mm 2 or more ⁇ : 60N / mm 2 more than 70N / mm less than 2 ⁇ ⁇ : 50N / mm 2 more than 60N / mm less than 2 ⁇ : 40N / mm 2 more than 50N / mm 2 less than ⁇ : 40N / mm 2 Less than
  • the coating composition has a predetermined composition according to the present disclosure, and the ratio (L) between the surface distance (L) of the pigment-dispersed particles in the coating film and the average particle diameter (D) of the pigment-dispersed particles. (L / D) within the range of the present disclosure, a coating film excellent in abrasion resistance (coating film durability), two-component mixing properties, and black-and-white opacity (visibility) could be formed.
  • it has a predetermined composition and (L / D) according to the present disclosure, and contains carbonate and titanium oxide as pigment components, thereby improving the resistance.
  • a coating film excellent in abrasion (coating film durability) was obtained.
  • (Coating film durability) A coating film excellent in two-liquid mixing property and black-and-white concealing property (visibility) was formed.
  • Example 6 having a predetermined composition and (L / D) according to the present disclosure and including talc and titanium oxide as pigment components, abrasion resistance (coating film durability), two-package A coating film having excellent mixing properties and black-and-white opacity (visibility) was formed.
  • the pigment has a predetermined composition and (L / D) according to the present disclosure, and contains carbonate, talc, and titanium oxide as pigment components. ), An excellent coating film could be obtained.
  • a coating film excellent in abrasion resistance (coating film durability), two-component mixing property, and black-and-white opacity (visibility) could be formed.
  • the coating composition according to the present disclosure for example, based on information on a road marking film such as a white line, when controlling automatic driving of a vehicle, it is possible to further improve the accuracy of automatic driving. it can. Further, with the coating composition according to the present disclosure, a coating film having a long service life can be formed, and the time required for forming the coating film can be shortened.
  • Comparative Examples 1 and 2 since (L / D) was out of the range of the present disclosure, the two-component mixing property was poor, and after the coating of the coating composition, the base composition and the curing agent composition were uniform. Mixing was not possible, and stickiness of the coating film remained.
  • Comparative Example 3 since (L / D) was out of the range of the present disclosure, the black-and-white opacity was poor and the visibility of the coating film was poor.
  • Comparative Examples 4 to 6 are all commercially available coating compositions and do not have at least the predetermined composition according to the present disclosure. In these coating compositions, the abrasion loss is remarkably high as compared with the coating films obtained in Examples according to the present disclosure, and sufficient durability cannot be obtained.
  • the coating composition of the present invention can provide a coating composition having excellent two-liquid mixing properties.
  • the coating composition of the present invention can sufficiently mix the solvent-free base composition and the solvent-free curing agent composition contained in the coating composition, so that the coating and curing of the coating composition can be performed in a shorter time. .

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  • Chemical & Material Sciences (AREA)
  • 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)

Abstract

Le problème à résoudre par la présente invention est de fournir une composition de revêtement pouvant former un film de revêtement qui est hautement résistant à la détérioration et à l'usure causées par la circulation de véhicules et autres, et qui forme un film de revêtement qui a une longue durée de vie utile. La présente invention, qui résout le problème décrit ci-dessus, concerne une composition de revêtement qui contient une composition de matériau de base sans solvant et une composition d'agent de durcissement sans solvant. Cette composition de revêtement est conçue de telle sorte que : la composition de matériau de base sans solvant contient une résine de formation de film de revêtement, un pigment et un catalyseur métallique organique ; la résine de formation de film de revêtement contient au moins une substance qui est choisie parmi les polyols et les amines polyfonctionnelles aromatiques ; le pigment contient au moins une substance qui est choisie dans le groupe constitué des carbonates, de l'oxyde de titane, de l'oxyde de zinc, du sulfate de baryum précipité, du talc, de la silice et du kaolin ; la composition d'agent de durcissement sans solvant contient au moins une substance qui est choisie dans le groupe constitué des composés isocyanate polyfonctionnels aliphatiques et des composés isocyanate polyfonctionnels aromatiques ; et le rapport de la distance (L) entre les surfaces de particules de dispersion de pigment et le diamètre de particule moyen (D) des particules de dispersion de pigment dans un film de revêtement contenant la composition de revêtement, à savoir L/D, est compris entre 0,4 et 2,0 (inclus).
PCT/JP2019/024589 2018-06-20 2019-06-20 Composition de revêtement et procédé de formation d'un film de revêtement WO2019244996A1 (fr)

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JP6517407B1 (ja) * 2018-06-20 2019-05-22 日本ペイント・インダストリアルコ−ティングス株式会社 塗料組成物及び塗膜形成方法

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JPS6126676A (ja) * 1984-07-16 1986-02-05 Dainippon Toryo Co Ltd ウレタン樹脂塗料組成物
JPS61145258A (ja) * 1984-12-18 1986-07-02 Dainippon Toryo Co Ltd ウレタン樹脂塗料組成物
JPS6395216A (ja) * 1986-10-11 1988-04-26 Kurimoto Iron Works Ltd 無溶剤二液型ウレタン塗料組成物で被覆した鉄管類
JP2008502773A (ja) * 2004-06-17 2008-01-31 スリーエム イノベイティブ プロパティズ カンパニー 変性イソシアネートを含有する舗装マーキング
JP2010051897A (ja) * 2008-08-28 2010-03-11 Nippon Paint Co Ltd 鋳鉄管の防食方法およびそれによって処理された鋳鉄管
JP2018001054A (ja) * 2016-06-28 2018-01-11 大日本塗料株式会社 道路の塗装方法
JP6517407B1 (ja) * 2018-06-20 2019-05-22 日本ペイント・インダストリアルコ−ティングス株式会社 塗料組成物及び塗膜形成方法

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Publication number Priority date Publication date Assignee Title
JPS5865772A (ja) * 1981-10-14 1983-04-19 Hitachi Chem Co Ltd 標示材料
JPS6126676A (ja) * 1984-07-16 1986-02-05 Dainippon Toryo Co Ltd ウレタン樹脂塗料組成物
JPS61145258A (ja) * 1984-12-18 1986-07-02 Dainippon Toryo Co Ltd ウレタン樹脂塗料組成物
JPS6395216A (ja) * 1986-10-11 1988-04-26 Kurimoto Iron Works Ltd 無溶剤二液型ウレタン塗料組成物で被覆した鉄管類
JP2008502773A (ja) * 2004-06-17 2008-01-31 スリーエム イノベイティブ プロパティズ カンパニー 変性イソシアネートを含有する舗装マーキング
JP2010051897A (ja) * 2008-08-28 2010-03-11 Nippon Paint Co Ltd 鋳鉄管の防食方法およびそれによって処理された鋳鉄管
JP2018001054A (ja) * 2016-06-28 2018-01-11 大日本塗料株式会社 道路の塗装方法
JP6517407B1 (ja) * 2018-06-20 2019-05-22 日本ペイント・インダストリアルコ−ティングス株式会社 塗料組成物及び塗膜形成方法

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