CN112703232A - Coating composition, method for forming coating film, and coated body - Google Patents
Coating composition, method for forming coating film, and coated body Download PDFInfo
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- CN112703232A CN112703232A CN201980060017.7A CN201980060017A CN112703232A CN 112703232 A CN112703232 A CN 112703232A CN 201980060017 A CN201980060017 A CN 201980060017A CN 112703232 A CN112703232 A CN 112703232A
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- coating film
- coating composition
- coating
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- polyol
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D7/00—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
- B05D7/24—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials for applying particular liquids or other fluent materials
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
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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
- C09D175/04—Polyurethanes
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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
- C09D175/04—Polyurethanes
- C09D175/08—Polyurethanes from polyethers
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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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/47—Levelling agents
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Laminated Bodies (AREA)
Abstract
The present invention relates to a coating composition, a method for forming a coating film using the coating composition, and a coated body. The coating composition of the present invention comprises: an acrylic polyol (A), a polyether polyol (B) having a number average molecular weight of 1000 or less and a hydroxyl value of more than 100mgKOH/g, and a polyisocyanate compound (C).
Description
Technical Field
The present invention relates to a coating composition, and particularly to a coating composition capable of forming a coating film excellent in lactic acid resistance and oil acid resistance, and a method for forming a coating film and a coated body using the coating composition.
Background
In interior trim members of automobiles, such as instrument panels, center consoles, instrument panels, door trim members, and the like, plastic materials, such as polycarbonate resins, acrylonitrile-butadiene-styrene (ABS) resins, and the like, are often used. These interior trim members are required to have the ability to resist fingerprints, sweat, and the like (oil acid resistance and lactic acid resistance) due to contact with human hands and skin, in addition to excellent designability such as smoothness and glossiness. Therefore, a coating composition capable of forming a coating film having lactic acid resistance and oil acid resistance is desired.
Patent document 1 discloses a method for forming a coating film capable of forming a multilayer coating film excellent in adhesion, perspiration resistance (resistance to oil acid and lactic acid) and workability on a substrate, the method including: a step of forming a base coating film by applying a colored base coating composition containing a hydroxyl group-containing resin and a coloring component to a substrate; and then applying a clear coating composition comprising a hydroxyl group-containing acrylic resin (A) having a weight-average molecular weight of 3,000 to 20,000 and a hydroxyl value of 100 to 200mgKOH/g, a polyisocyanate compound (C), a curing catalyst (D), and a surface conditioner (E) essentially comprising a silicon-based surface conditioner (E-1) and an acrylic surface conditioner (E-2), wherein the cured coating film has a glass transition temperature of 90 ℃ or higher when cured under specific conditions and a molecular weight between crosslinking points of 900g/mol or lower, to form a clear coating film. Patent document 2 discloses a coating composition for plastics, which can obtain a coating film excellent in adhesion to plastic materials, stain resistance (oil-acid resistance and lactic acid resistance) and finish even by one-time coating, wherein the coating composition comprises a hydroxyl group-containing acrylic resin (a) having a weight average molecular weight of 3,000 to 20,000 and a hydroxyl value in the range of 100 to 200mgKOH/g, a polyisocyanate compound (B), a curing catalyst (C), and a surface conditioner (D) containing a silicon-based surface conditioner (D-1) and an acrylic surface conditioner (D-2) as essential components, and the glass transition temperature of the cured coating film when cured under specific conditions is 100 ℃ or higher. And the molecular weight between crosslinking points of the cured coating film is 900g/mol or less.
Patent document 3 discloses a coating composition containing a hydroxyl group-containing resin (a) having a hydroxyl value of 80 to 220mgKOH/g, a glass transition temperature of-50 ℃ or higher but lower than 0 ℃ and containing 25 to 55 mass% of units derived from 4-hydroxybutyl (meth) acrylate, a hydroxyl group-containing resin (B) having a hydroxyl value of 80 to 220mgKOH/g and a glass transition temperature of 0 to 50 ℃, and a crosslinking agent (C) comprising a polyisocyanate compound as essential components, as a coating composition for forming a coating film excellent in car damage resistance, acid resistance and weather resistance.
However, the coating compositions disclosed in patent documents 1 to 3 do not always have sufficient lactic acid resistance, and when applied to the surface of a glitter coating film containing a glitter pigment such as a metallic feel coating film, discoloration of the glitter coating film tends to be noticeable when fingerprints, sweat, and the like are contacted for a long time.
Prior Art
Patent document
Patent document 1: japanese laid-open patent publication No. 2015-66543;
patent document 2: japanese laid-open patent publication No. 2014-19714;
patent document 3: japanese laid-open patent publication No. 2009-46642.
Disclosure of Invention
Technical problem to be solved by the invention
The purpose of the present invention is to provide a coating composition which has adhesion to a substrate, does not have a sticky feeling (stickiness), can form a coating film having excellent oil and acid resistance and excellent lactic acid resistance, and can suppress discoloration for a long period of time even when applied to the surface of a glitter coating film containing a glitter pigment, such as a metallic coating film. Further, another object of the present invention is to provide a method for forming a coating film using the coating composition and a coated article.
Means for solving the problems
The present invention relates to the following embodiments.
(1) One embodiment of the present invention is a coating composition comprising: an acrylic polyol (A); and a polyether polyol (B) having a number average molecular weight of 1000 or less and a hydroxyl value of more than 100 mgKOH/g; and a polyisocyanate compound (C).
(2) The coating composition according to the embodiment (1), wherein the polyether polyol (B) has a number average molecular weight of 100 to 1000 and a hydroxyl value of 200 to 700 mgKOH/g.
(3) The coating composition according to the embodiment (1) or (2), wherein the acrylic polyol (A) is an acrylic polyol (A) having a hydroxyl value of 50 to 200 mgKOH/g.
(4) The coating composition according to any one of the embodiments (1) to (3), wherein a content ratio of the acrylic polyol (A) to the polyether polyol (B) is 50/50 to 90/10 (mass ratio).
(5) The coating composition according to any one of the above-mentioned embodiments (1) to (4), wherein the coating composition further comprises a silicon-based surface modifier (D).
(6) Another embodiment of the present invention is a method for forming a coating film, comprising a step of coating a substrate with the coating composition according to any one of the above-described embodiments (1) to (5); and curing the coating composition applied to the object to be coated to form a coating film.
(7) The method of forming a coating film according to the embodiment (6), wherein the object has a glitter coating film containing a glitter pigment formed on a surface thereof.
(8) The method of forming a coating film according to any one of the above (6) or (7), wherein the object to be coated is a resin substrate or a resin substrate having a glitter coating film containing a glitter pigment formed on a surface thereof.
(9) Another embodiment of the present invention is a coated body having a coating film formed by curing the coating composition described in any one of the above-described embodiments (1) to (5).
Effects of the invention
According to the present invention, a coating composition can be provided which has adhesion to a coated object without giving a sticky feeling (stickiness), can form a coating film excellent in oil and acid resistance and also excellent in lactic acid resistance, and can suppress discoloration for a long period of time even when applied to the surface of a glitter coating film containing a glitter pigment such as a metallic coating film. The present invention also provides a method for forming a coating film using the coating composition, and a coated article.
The coating composition of the present invention comprises, in addition to the acrylic polyol (A) and the polyisocyanate compound (C), a polyether polyol (B) having a number average molecular weight of 1000 or less and a hydroxyl value of more than 100 mgKOH/g. By adding such a polyether polyol (B) having a relatively low number average molecular weight and a high hydroxyl value, a coating film (cured film) obtained from the acrylic polyol (a) and the polyisocyanate compound (C) has excellent characteristics, that is, while maintaining adhesion to a coated object, a sticky feeling, and oil-resistant acidity, the crosslink density of the obtained coating film is increased, and the penetration of lactic acid into the coating film is suppressed, so that the lactic acid resistance can be improved. As a result, by using the coating composition of the present invention, a coating film having adhesion to a coated object without sticky feeling, and having excellent oil-acid resistance and excellent lactic acid resistance can be formed.
The coating film (cured film) obtained from the coating composition of the present invention has not only excellent resistance to oil acid but also excellent resistance to lactic acid, and also excellent resistance to fingerprints, sweat, and the like, and therefore, even when applied to the surface of a glitter coating film containing a glitter pigment such as a metallic feel coating film, discoloration thereof can be suppressed for a long period of time.
Detailed Description
The coating composition of the present invention is a coating composition comprising an acrylic polyol (A), a polyether polyol (B) having a number average molecular weight of 1000 or less and a hydroxyl value of more than 100mgKOH/g, and a polyisocyanate compound (C).
Further, the "hydroxyl value" in the present invention is the number of mg of potassium hydroxide required for neutralizing the hydroxyl group in 1g of the sample after completely acetylating it with acetic anhydride. The "number average molecular weight" in the present invention is a number average molecular weight in terms of standard polystyrene measured by a GPC method (gel permeation chromatography).
The acrylic polyol (A) used in the present invention is not particularly limited, but generally, it has a hydroxyl value of preferably 50 to 200mgKOH/g, more preferably 75 to 150 mgKOH/g. When the hydroxyl value of the acrylic polyol (a) is within this range, a coating film having more excellent characteristics can be obtained.
The acrylic polyol (a) is not particularly limited, but generally, from the viewpoint of the characteristics of the obtained coating film, it is preferable that the number average molecular weight is 1500 to 15000.
The acrylic polyol (a) is a hydroxyl group-containing (meth) acrylic polymer (acrylic polymer or methacrylic polymer), and examples thereof include copolymers of one or more hydroxyl group-containing (meth) acrylate monomers and one or more non-hydroxyl group-containing (meth) acrylate monomers. If necessary, other polymerizable unsaturated monomers may be copolymerized. Here, the term (meth) acrylate means acrylate or methacrylate.
The hydroxyl group-containing (meth) acrylate monomer is not particularly limited, and examples thereof include: and monoesterified products of (meth) acrylic acid and a diol such as 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, and 4-hydroxybutyl (meth) acrylate, and (meth) acrylates having a polyoxyethylene chain with a hydroxyl group at a molecular end.
The (meth) acrylate monomer containing no hydroxyl group is not particularly limited, and examples thereof include: methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, t-butyl (meth) acrylate, n-hexyl (meth) acrylate, n-octyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, nonyl (meth) acrylate, alkyl or cycloalkyl (meth) acrylates such as dodecyl (meth) acrylate, tridecyl (meth) acrylate, octadecyl (meth) acrylate, cyclohexyl (meth) acrylate, cyclododecyl (meth) acrylate, isobornyl (meth) acrylate, adamantyl (meth) acrylate, allyl (meth) acrylate, 1, 6-hexanediol di (meth) acrylate, glycidyl (meth) acrylate, and the like.
The other polymerizable unsaturated monomer copolymerizable with the above-mentioned monomer is not particularly limited, and examples thereof include vinyl group-containing aromatic compounds such as styrene, a-methylstyrene and vinyltoluene, and vinyl group-containing compounds such as vinyl acetate and (meth) acrylic acid.
As the acrylic polyol (A), a commercially available acrylic polyol (A) can be used. Examples of commercially available products include: acrydic (registered trademark) series available from DIC corporation, Acryset (registered trademark) series available from Japan catalyst corporation, and the like.
The acrylic polyol (a) may be used alone or in combination of two or more.
The polyether polyol (B) used in the present invention has a number average molecular weight of 1000 or less and a hydroxyl value of more than 100 mgKOH/g.
The number average molecular weight of the polyether polyol (B) is 1000 or less, preferably 800 or less, and more preferably 700 or less. When the number average molecular weight of the polyether polyol (B) is 1000 or less, preferably 800 or less, the polyether polyol (B) has good compatibility with the acrylic polyol (a), and a coating film having excellent properties can be obtained. The lower limit of the number average molecular weight of the polyether polyol (B) is not particularly limited, but is preferably 100 or more in general.
The hydroxyl value of the polyether polyol (B) is more than 100mgKOH/g, preferably 200mgKOH/g or more, and more preferably 230mgKOH/g or more. In some embodiments, the hydroxyl value of the polyether polyol (B) is preferably 250mgKOH/g or more, particularly preferably 300mgKOH/g or more. When the hydroxyl value of the polyether polyol (B) is more than 100mgKOH/g, preferably 200mgKOH/g or more, more preferably 230mgKOH/g or more, the crosslink density of the resulting coating film can be sufficiently increased, and a coating film excellent in lactic acid resistance can be obtained. The upper limit of the hydroxyl value of the polyether polyol (B) is not particularly limited, but is usually preferably 700 mgKOH/g. The following.
The polyether polyol (B) is not particularly limited, and examples thereof include polymers obtained by addition polymerization of at least one alkylene oxide such as ethylene oxide, propylene oxide, butylene oxide, and tetrahydrofuran to at least one polyfunctional alcohol such as propylene glycol, ethylene glycol, glycerin, trimethylolpropane, triethanolamine, pentaerythritol, and ethylenediamine, aromatic diamine, sorbitol, and sucrose (sucrose), or to at least one amine.
As the polyether polyol (B), a commercially available polyether polyol (B) can be used. Examples of commercially available products include: sannix PP200, PP400, PP600, PP950, PP1000, GP250, GP400, GP600, GP700, GP1000, TP400, AP470, EP900, SP750, and the like, which are manufactured by Sanyo chemical industries, Ltd.
The polyether polyol (B) may be used alone or in combination of two or more.
In the coating composition of the present invention, the content ratio of the acrylic polyol (a) and the polyether polyol (B) is not particularly limited, but depends on the kind of the acrylic polyol (a) and the polyether polyol (B) used, but is usually preferably 50/50 to 90/10 (mass ratio), more preferably 60/40 to 88/12 (mass ratio). When the proportion of the polyether polyol (B) to the total amount of the acrylic polyol (a) and the polyether polyol (B) is less than 10% by mass, the effect of improving the lactic acid resistance may not be sufficiently obtained. When the proportion of the polyether polyol (B) to the total amount of the acrylic polyol (a) and the polyether polyol (B) exceeds 50 mass%, the tacky feel, appearance, and the like of the obtained coating film may deteriorate.
The coating composition of the present invention may further contain a hydroxyl group-containing compound such as a polyester polyol, a polycarbonate polyol, or the like, which reacts with the isocyanate group of the polyisocyanate compound (C) to form a urethane bond, in addition to the above-mentioned substances, within a range not to impair the effects of the present invention. The content thereof is preferably 15% by mass or less in general with respect to the total amount of the hydroxyl group-containing compound containing the acrylic polyol (a) and the polyether polyol (B).
The polyisocyanate compound (C) used in the present invention is a compound having 2 or more isocyanate groups in1 molecule, and is not particularly limited, and examples thereof include: aliphatic diisocyanates such as trimethylene diisocyanate, tetramethylene diisocyanate, hexamethylene diisocyanate, pentamethylene diisocyanate, 1, 2-propylene diisocyanate, 1, 2-butylene diisocyanate, 2, 3-butylene diisocyanate, 1, 3-butylene diisocyanate, 2, 4, 4-or 2, 2, 4-trimethylhexamethylene diisocyanate, 2, 6-diisocyanatomethylhexanoate and the like; alicyclic diisocyanates such as 1, 3-cyclopentane diisocyanate, 1, 4-cyclohexane diisocyanate, 1, 3-cyclohexane diisocyanate, 3-isocyanatomethyl-3, 5, 5-trimethylcyclohexyl isocyanate, 4' -methylenebis (cyclohexyl isocyanate), methyl 2, 4-cyclohexane diisocyanate, methyl 2, 6-cyclohexane diisocyanate, 1, 4-bis (isocyanatomethyl) cyclohexane, and 1, 3-bis (isocyanatomethyl) cyclohexane; aromatic diisocyanates such as m-phenylene diisocyanate, p-phenylene diisocyanate, 4 '-diphenyl diisocyanate, 1, 5-naphthalene diisocyanate, 4' -diphenylmethane diisocyanate, 2, 4-or 2, 6-toluene diisocyanate, 4 '-toluidine diisocyanate, diethylamine diisocyanate, and 4, 4' -diphenyl ether diisocyanate; araliphatic diisocyanates such as 1, 3-or 1, 4-xylene diisocyanate, ω' -diisocyanate-1, 4-diethylbenzene, 1, 3-or 1, 4-bis (. alpha.,. alpha. -dimethylisocyanatomethyl) benzene; triphenylmethane-4, 4', 4 "-triisocyanate, 1, 3, 5-triisocyanate benzene; triisocyanates such as 2, 4, 6-triisocyanate toluene; tetraisocyanates such as 4, 4' -diphenyldimethylmethane-2, 2', 5, 5' -tetraisocyanate; and polymeric polyisocyanates such as dimers and trimers of toluene diisocyanate, and polyphenyl polymethylene polyisocyanates. Among them, aliphatic diisocyanates and alicyclic diisocyanates are particularly preferable from the viewpoint of the characteristics of the obtained coating film, particularly from the viewpoint of the coating film not being easily yellowed.
As the polyisocyanate compound (C), commercially available polyisocyanate compounds can be used. Examples of commercially available products include: burnock (registered trademark) series of DIC corporation, Duranate (registered trademark) series of asahi chemical corporation, Sumika Cobestro urea co.
The polyisocyanate compound (C) may be used alone or in combination of two or more.
In the coating composition of the present invention, although the content of the polyisocyanate compound (C) is not particularly limited, the molar ratio (NCO mol%/OH mol%) of the amount of isocyanate groups in the polyisocyanate compound (C) to the amount of hydroxyl groups in the hydroxyl group-containing compound containing the acrylic polyol (a) and the polyether polyol (B) is preferably 0.8 to 1.5, and more preferably 0.9 to 1.3. When the content of the polyisocyanate compound (C) is within this range, a coating film having more excellent characteristics can be obtained because unreacted hydroxyl groups and isocyanate groups are reduced.
The coating composition of the present invention further preferably contains a silicon-based surface modifier (D). By adding the silicon-based surface conditioner (D), the contact angle of lactic acid on the surface of the coating film can be reduced, and the penetration of lactic acid into the coating film can be further suppressed, whereby the lactic acid resistance can be further improved.
The silicon-based surface conditioner (D) used in the present invention is not particularly limited, and examples thereof include: examples of the organopolysiloxane include organopolysiloxanes such as dimethylpolysiloxanes, methylphenylpolysiloxanes, and methylalkylpolysiloxanes, and modified polysiloxanes obtained by modifying organopolysiloxanes, for example, polyether-modified polysiloxanes such as polyether-modified dimethylpolysiloxanes, polyester-modified polysiloxanes such as polyester-modified dimethylpolysiloxanes and polyester-modified methylalkylpolysiloxanes, and aralkyl-modified polysiloxanes such as aralkyl-modified methylalkylpolysiloxanes. Mention may also be made of: polyether-modified (meth) acryloyl group-containing dimethylpolysiloxane, polyester-modified (meth) acryloyl group-containing dimethylpolysiloxane, and the like.
As the silicon-based surface conditioner (D), a commercially available silicon-based surface conditioner can be used. Examples of commercially available products include: DC11PA, ST80PA, DC3074, DC3037, SR2402 manufactured by tokyo kangning co; KP-321, KP-324, KP-327, KR-9218, and X-40-9220 manufactured by shin-Etsu chemical industries, Ltd; TSR165 and XR-31B1763 manufactured by Toshiba Silicone K.K.; BYK-341, BYK-344, BYK-306, BYK-307, BYK-325, BYK-315, BYK-320, BYK-322, BYK-323, BYK-300, BYK-302, BYK-330, BYK-333, BYK-335, BYK-370, BYK-SILEAN 3700, manufactured by Big Chemie Japan Co., Ltd.; DISPARLON1711, 1751N, 1761, LS-001, LS-050 manufactured by NANYOU CHENGUAJI; Polyflow-KL-400HF, KL-401, KL-402, KL-403, KL-404 manufactured by Kyoeisha chemical Co.
The weight average molecular weight of the silicon-based surface conditioner (D) is preferably 1, 000-120,000, more preferably 8, 000-15,000, from the viewpoint of compatibility and the properties of the obtained coating film.
The silicon-based surface conditioner (D) may be used alone or in combination of two or more.
In the coating composition of the present invention, although the content of the silicon-based surface conditioner (D) is not particularly limited, it is usually preferably 0.01 to 10 parts by mass, more preferably 0.05 to 5 parts by mass, based on 100 parts by mass of the hydroxyl group-containing compound containing the acrylic polyol (a) and the polyether polyol (B).
The coating composition of the present invention may contain other surface modifiers such as acrylic surface modifiers, silicon-modified acrylic surface modifiers, fluorine surface modifiers, vinyl surface modifiers, and the like, in addition to or in place of the silicon surface modifier (D).
The coating composition of the present invention generally preferably contains a solvent from the viewpoint of coating processability, and is preferably an organic solvent-based coating composition.
The solvent used in the present invention is not particularly limited, and may be appropriately selected and used from among solvents generally used in the field of coating materials. The solvent used is preferably one that is capable of dissolving or being compatible with the resin in the coating composition. Examples of the solvent include: aromatic hydrocarbons such as toluene and xylene, esters such as ethyl acetate, butyl acetate, isobutyl acetate, 2-ethylhexyl acetate, 3-methoxybutyl acetate and cyclohexyl acetate, ketones such as methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone and isophorone, glycol ethers such as propylene glycol monomethyl ether acetate, dipropylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate and diethylene glycol monoethyl ether acetate, ethers, alcohols, glycols, acetates, mineral spirits, and the like.
One solvent may be used alone, or two or more solvents may be used in combination.
The content of the solvent in the coating composition of the present invention, in other words, the content of the solid content in the coating composition is not particularly limited and may be appropriately selected so as to obtain an appropriate viscosity from the viewpoint of coating processability.
The coating composition of the present invention may contain, as required, various additives commonly used in other coating compositions, for example, a curing accelerator (e.g., tin-based curing accelerator, amine-based curing accelerator, lead-based curing accelerator, etc.), an antioxidant (e.g., phenol-based antioxidant, hindered phenol-based antioxidant, etc.), a light stabilizer (e.g., hindered amine-based light stabilizer, benzoate-based light stabilizer, etc.), an ultraviolet absorber (e.g., benzotriazole-based ultraviolet absorber, triazine-based ultraviolet absorber, benzophenone-based ultraviolet absorber, etc.), a colorant (e.g., pigment, dye, etc.), a slip agent, and the like.
The coating composition of the present invention can be prepared by mixing the respective components, and may be a one-component coating composition or a two-component coating composition in which the main components "acrylic polyol (a), polyether polyol (B), solvent, etc." and the curing agent "polyisocyanate compound (C)" are mixed at the time of coating.
The coating composition of the present invention can be applied to a substrate and cured to form a coating film, for example. The coated body of the present invention has a coating film formed by curing the coating composition of the present invention.
The coating (application) of the coating composition is not particularly limited, and may be carried out by a known method, for example, by spray coating (air spray coating, airless spray coating), dip coating, roll coater coating, or the like.
The curing conditions of the coating composition are not particularly limited and may be appropriately selected according to the components contained in the coating composition. For example, curing can be carried out by holding the coating composition applied to the object to be coated at a temperature of 50 to 150 ℃ for 5 to 90 minutes and baking.
After applying the coating composition of the present invention, the coating composition applied on the substrate may be dried by leaving the coating composition for a predetermined time or by performing preheating or the like, if necessary, before heating and curing.
The material of the object to be coated with the coating composition of the present invention is not particularly limited, and examples thereof include: metals or alloys such AS iron, aluminum, copper, brass, stainless steel, tin, or galvanized steel, resins (plastics) such AS polyethylene resin, polypropylene resin, polyethylene terephthalate (PET) resin, polybutylene terephthalate (PBT) resin, Polycarbonate (PC) resin, acrylonitrile-styrene (AS) resin, acrylonitrile-styrene-acrylate (ASA) resin, acrylic resin, polyamide resin, vinylidene chloride resin, polyphenylene oxide resin, polyoxymethylene resin, polyurethane resin, and epoxy resin, and the like. In some embodiments, the substrate is preferably a resin substrate.
The shape of the substrate is also not particularly limited, and examples thereof include: film-like, plate-like, etc. In addition, it may be a two-dimensionally or three-dimensionally processed shape (molded body), and is not limited to a planar shape.
The substrate to which the coating composition of the present invention is applied may be a substrate to which a primer coating composition is applied to form a primer coating film on the surface, if necessary.
As described above, since the coating film formed from the coating composition of the present invention has not only excellent resistance to oil and acid but also excellent resistance to lactic acid and also excellent resistance to fingerprints, sweat and the like, it is particularly suitable for use on a substrate having a glitter coating film containing a glitter pigment, such as a metallic coating film, formed on the surface thereof, and for example, it can be used on a resin substrate having a glitter coating film containing a glitter pigment formed on the surface thereof.
Further, a glitter coating film or other primer coating film may be formed according to a known method.
The thickness of the coating film (cured film) formed from the coating composition of the present invention is not particularly limited, and may be appropriately selected depending on the application. The film thickness of the coating film (cured film) of the present invention is, for example, preferably 1 to 100. mu.m, and more preferably 10 to 50 μm.
Examples
Hereinafter, the present invention will be described in more detail by way of examples. Further, the present invention is not limited to these examples.
In examples and comparative examples, measurement/evaluation was performed by the following method.
< evaluation of sticky feeling (stickiness) >
The coating film was touched with a hand to confirm a sticky feeling (stickiness) and evaluated according to the following criteria.
O: it was completely free from sticky feeling (stickiness).
And (delta): the coating film had a sticky feeling (stickiness) immediately after drying, but the sticky feeling (stickiness) disappeared after 2 hours.
X: the coating film had a sticky feeling (stickiness) immediately after drying and also had a sticky feeling (stickiness) after 12 hours.
< evaluation of adhesion to substrate >
The adhesion of the coating film to the substrate was measured by an adhesion tester manufactured by Elcometer co. Further, according to JIS-K5600-5-6: 1999 "adhesion (crosscut method)", the coating film was subjected to evaluation of adhesion by a tape peeling test with grid-like cuts formed at intervals of 2 mm. The respective determination criteria are set as follows.
O: class 0 (0% of film peeling rate after evaluation)
And (delta): class 1 (the peeling rate of the coating film after evaluation is more than 0% and not more than 5%)
X: class 2 to 5 (the peeling ratio of the coating film after evaluation exceeds 5%)
< evaluation of lactic acid resistance >
After 72 hours of forming the coating film, 0.2ml of a 10 mass% aqueous solution of lactic acid was dropped on the coating film, and the film was left at 80 ℃ for 24 hours. Then, the appearance of the coating film was visually observed and evaluated according to the following criteria.
O: the coating film does not swell. (good)
X: swelling of the coating film was observed. (failure)
< evaluation of oil resistance and acidity >
After 72 hours of forming the coating film, 0.2ml of a 10 mass% oleic acid aqueous solution was dropped on the coating film, and the resultant film was left at 80 ℃ for 24 hours. Then, the appearance of the coating film was visually observed and evaluated according to the following criteria.
O: the coating film does not swell. (good)
X: swelling of the coating film was observed. (failure)
< example 1>
(preparation of primer composition)
A primer composition was prepared by uniformly mixing 30 parts by mass of an acrylic polyol solution (WNL-200, manufactured by DIC Co., Ltd., solid content concentration: 50% by mass, hydroxyl value of resin solid content: 40mgKOH/g, Tg: 60 ℃ C.), 40 parts by mass of a cellulose acetate butyrate solution (butyl acetate solution CAB381-20, manufactured by EASTMAN; solid content concentration: 10% by mass), 4 parts by mass of an aluminum pigment dispersion (aluminum paste BP-Z485, manufactured by Toyo aluminum Co., Ltd., solid content concentration: 50% by mass), 2 parts by mass of a higher fatty acid amide dispersant (FlowNon HR-4AF, manufactured by Kyoho chemical Co., Ltd., solid content concentration: 20% by mass), and 24 parts by mass of butyl acetate (solvent).
(preparation of surface coating composition 1)
An acrylic polyol solution (Acrydic-AU-7002 manufactured by DIC corporation, 55 mass% in solid content concentration, hydroxyl value of resin solid content: 110 to 120mgKOH/g)74 parts by mass, a polyether polyol (Sannix TP400 manufactured by Sanyo chemical Co., Ltd., hydroxyl value of resin solid content: 395mgKOH/g, number average molecular weight: 400)10 parts by mass, a silicon surface conditioner (Big Chemie Japan Co., Ltd., BYK331 manufactured by Ltd.) 1 part by mass, a hindered amine light stabilizer (TINUVIN 123(TN123) manufactured by BASF) 1 part by mass, a triazine ultraviolet absorber (TINUVIN 400(TN400) manufactured by BASF) 1 part by mass, a lead curing accelerator (butyl acetate solution (0.1 mass% active component) of TOS-TK-1 manufactured by Osaka New drug Co., Ltd.) -1 part by mass), and 11 parts by mass of butyl acetate (solvent) were uniformly mixed to prepare a main agent of the coating composition.
To the prepared base compound, 51.3 parts by mass of a polyisocyanate compound (MFA-75B (active ingredient 75 mass%, NCO13.7 mass%) manufactured by asahi chemicals) was added as a curing agent, and mixed uniformly to prepare a top layer coating composition 1. The molar ratio of the amount of isocyanate groups in the polyisocyanate compound to the hydroxyl group content in the acrylic polyol and the polyether polyol (NCO mol%/OH mol%) was 1.1.
(formation of coating film)
The prepared primer composition was coated on an ABS substrate using air spraying so that the dry film thickness was about 10 to 15 μm, and dried at 80 ℃ for 30 minutes to form a primer coating film. The primer coating film is a glitter coating film containing a glitter pigment (aluminum pigment).
Next, the prepared top coat composition 1 was applied on the base coat film formed on the substrate using air spraying so that the dry film thickness was about 30 μm, and after leaving at normal temperature for 10 minutes, dried at 80 ℃ for 30 minutes to form a coating film.
Then, the coating film formed was evaluated for sticky feeling, adhesion to a coated object, lactic acid resistance and oil-resistant acidity by the above-described method. The results are shown in Table 1.
< examples 2 to 15, comparative example 1>
As shown in tables 1 and 2, surface layer coating compositions 2 to 16 were prepared in the same manner as in the preparation of the surface layer coating composition 1 of example 1, except that the raw materials and their compounding amounts were changed. The numerical values in tables 1 and 2 are parts by mass. Then, using the prepared surface coating compositions 2 to 16 in place of the surface coating composition 1, a coating film was formed in the same manner as in example 1.
Then, the coating film formed was evaluated for sticky feeling, adhesion to a coated object, lactic acid resistance and oil-resistant acidity by the above-described method. The results are shown in tables 1 and 2.
The raw materials of the top coat composition are as follows.
Acrylic polyol (component A)
Acrydic AU-7002 (available from DIC corporation, 55% by mass in solid content, hydroxyl value of solid content (acrylic polyol) 110 to 120mgKOH/g) (abbreviated as AU-7002 in the table)
Acrydic VU-191 (available from DIC corporation, 55% by mass in solid content, hydroxyl value of solid content (acrylic polyol) 60mgKOH/g) (abbreviated as VU-191 in the table)
Acrydic A859-B (75% by mass in solid content, hydroxyl value of solid content (acrylic polyol) 137mgKOH/g, available from DIC corporation) (abbreviated as A859-B in the Table)
Polyether polyol (B component)
Sannix TP400 (manufactured by Sanyo chemical industry Co., Ltd., resin component 100% by mass, number average molecular weight of resin component (polyether polyol) 400, hydroxyl value of resin component (polyether polyol) 395mgKOH/g) (abbreviated as TP400 in the table)
Sannix GP250 (manufactured by Sanyo chemical industry Co., Ltd., resin component 100% by mass, number average molecular weight of resin component (polyether polyol) 250, hydroxyl value of resin component (polyether polyol) 670mgKOH/g) (abbreviated as GP250 in the table)
Sannix GP700 (manufactured by Sanyo chemical industry Co., Ltd., resin component 100% by mass, number average molecular weight of resin component (polyether polyol) 700, hydroxyl value of resin component (polyether polyol) 240mgKOH/g) (GP 700 in the table)
Sannix PP400 (manufactured by Sanyo chemical industry Co., Ltd., resin component 100% by mass, number average molecular weight of resin component (polyether polyol) 400, hydroxyl value of resin component (polyether polyol) 280mgKOH/g) (abbreviated as PP400 in the table)
Polyisocyanate Compound (component C)
Duranate MFA-75B (manufactured by Asahi Kasei Chemicals, isocyanurate-modified hexamethylene diisocyanate, NCO concentration 13.7 mass%, non-volatile matter 75 mass%) (abbreviated as MFA-75B in the table)
Other additives
BYK331 (silicon-based surface conditioner manufactured by Bick chemical Co., Ltd.)
TINUVIN123 (hindered amine light stabilizer manufactured by BASF Co.) (abbreviated as TN123 in the table)
TINUVIN400 (ultraviolet absorber of hydroxyphenyl triazine (HPT) series manufactured by BASF corporation) (abbreviated as TN400 in the table)
Lead-based curing accelerator (curing agent, butyl acetate solution (active ingredient 0.1 mass%) of TOS-TK-1 manufactured by osaka seiko corporation)
[ Table 1]
[ Table 2]
As shown in tables 1 and 2, by adding a polyether polyol having a low number average molecular weight and a high hydroxyl value, the excellent characteristics of the coating film obtained from the acrylic polyol and the polyisocyanate compound, that is, the lactic acid resistance can be improved while maintaining the adhesion to the coated object, the sticky feeling and the oil-resistant acidity.
Industrial applicability
According to the present invention, a coating composition can be provided which has adhesion to a coated object without giving a sticky feeling (stickiness), and which can form a coating film having excellent resistance to oil and acid and also excellent resistance to lactic acid. The coating composition of the present invention can form a coating film excellent in resistance to not only oil and acid but also lactic acid, and can suppress discoloration for a long period of time even when the coating composition is applied to the surface of a glittering coating film containing a glittering pigment, such as a metallic coating film. The coating composition of the present invention is suitably used for members which come into contact with human hands and skin, for example, interior decorative members of automobiles, exterior decorative members of electric products such as cellular phones and audio equipment, and the like.
Claims (11)
1. A coating composition characterized by comprising:
an acrylic polyol (A); and
a polyether polyol (B) having a number average molecular weight of 1000 or less and a hydroxyl value of more than 100 mgKOH/g; and
a polyisocyanate compound (C).
2. The coating composition of claim 1,
wherein the polyether polyol (B) has a number average molecular weight of 100 to 1000 and a hydroxyl value of 200 to 700 mgKOH/g.
3. The coating composition of claim 1,
wherein the acrylic polyol (A) has a hydroxyl value of 50 to 200 mgKOH/g.
4. The coating composition of claim 1,
wherein the acrylic polyol (A) is an acrylic polyol (A) having a hydroxyl value of 50 to 200mgKOH/g, and the polyether polyol (B) is a polyether polyol (B) having a number average molecular weight of 100 to 1000 and a hydroxyl value of 200 to 700 mgKOH/g.
5. The coating composition according to any one of claims 1 to 4,
wherein the content ratio of the acrylic polyol (A) to the polyether polyol (B) is 50/50-90/10 (mass ratio).
6. The coating composition according to any one of claims 1 to 4,
wherein the coating composition further comprises a silicon-based surface modifier (D).
7. The coating composition according to any one of claims 1 to 4,
wherein the content ratio of the acrylic polyol (A) to the polyether polyol (B) is 50/50 to 90/10 (mass ratio), and further contains a silicon-based surface conditioner (D).
8. A method for forming a coating film, comprising:
applying the coating composition according to any one of claims 1 to 7 to an object to be coated; and
and curing the coating composition applied to the object to be coated to form a coating film.
9. The method of forming a coating film according to claim 8,
wherein the substrate has a glitter coating film containing a glitter pigment formed on a surface thereof.
10. The method of forming a coating film according to claim 8,
wherein the object to be coated is a resin substrate or a resin substrate having a glitter coating film containing a glitter pigment formed on the surface thereof.
11. A coated body characterized in that,
the coated body has a coating film formed by curing the coating composition according to any one of claims 1 to 7.
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| JP2018185244A JP6977226B2 (en) | 2018-09-28 | 2018-09-28 | Paint composition, coating film forming method, and painted body |
| JP2018-185244 | 2018-09-28 | ||
| PCT/JP2019/038236 WO2020067459A1 (en) | 2018-09-28 | 2019-09-27 | Coating material composition, method for forming coating film, and coated article |
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| JP7051971B1 (en) | 2020-10-16 | 2022-04-11 | 株式会社オリジン | Paint composition and painted products |
| KR102599546B1 (en) * | 2021-04-14 | 2023-11-07 | 주식회사 케이씨씨 | Acrylic composition for electro-deposition coating |
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| JP2010090235A (en) * | 2008-10-07 | 2010-04-22 | Kanae Toryo Kk | Coating agent composition for antifouling coating film formation |
| JP2010253383A (en) * | 2009-04-24 | 2010-11-11 | Nippon Paint Co Ltd | Method for forming laminated coating film, and coated article |
| CN110157311A (en) * | 2018-02-16 | 2019-08-23 | 关西涂料株式会社 | Aqueous double-formulation polyurethane coating composition |
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| JP4073180B2 (en) * | 2000-07-19 | 2008-04-09 | 株式会社日本触媒 | Resin composition for coating and curable coating composition |
| JP2014019714A (en) * | 2012-07-12 | 2014-02-03 | Kansai Paint Co Ltd | Coating composition for plastic |
| JP5921986B2 (en) * | 2012-08-10 | 2016-05-24 | ハリマ化成株式会社 | Two-component curable coating agent |
| JP2015066543A (en) * | 2013-10-01 | 2015-04-13 | 関西ペイント株式会社 | Coating film formation method |
| JP6207076B2 (en) * | 2014-01-30 | 2017-10-04 | 関西ペイント株式会社 | Anion electrodeposition coating composition and coating film forming method |
| JP6250220B1 (en) * | 2016-08-19 | 2017-12-20 | エーエスペイント株式会社 | Multi-layer coating formation method |
| JP2018126711A (en) * | 2017-02-10 | 2018-08-16 | 東ソー株式会社 | Multilayer coating film forming method |
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| JP2010090235A (en) * | 2008-10-07 | 2010-04-22 | Kanae Toryo Kk | Coating agent composition for antifouling coating film formation |
| JP2010253383A (en) * | 2009-04-24 | 2010-11-11 | Nippon Paint Co Ltd | Method for forming laminated coating film, and coated article |
| CN110157311A (en) * | 2018-02-16 | 2019-08-23 | 关西涂料株式会社 | Aqueous double-formulation polyurethane coating composition |
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