Composition and its cured product

Abstract

The present disclosure provides a composition capable of forming a cured product having excellent adhesion, hardness, scratch resistance, and chemical resistance to a substrate. The composition of the present disclosure contains a polyol compound (A) and an isocyanate compound (B). The polyol compound (A) contains a compound (a1) having a number average molecular weight (standard polystyrene conversion) of less than 800, which is a compound represented by the following formula (1). R in formula (1) 1 ~R 3 is a group represented by the following formula (1a). The isocyanate compound (B) contains a compound (b) represented by the following formula (2). L in formula (2) 1 ~L 3 is a hydrogen atom, a carbon atom having an NCO group or an alkyl group having 1 to 10 carbon atoms represented by the following formula (2’).

Description

Technical Field

[0001] The present disclosure relates to a composition for forming a polyurethane resin and a cured product thereof. This application claims the priority of Japanese Patent Application No. 2019-168879 filed in Japan on September 17, 2019, the content of which is incorporated herein by reference. Background Art

[0002] Polyurethane resins have flexibility, stretchability, and strength. Therefore, compositions for forming polyurethane resins are used as coating agents and the like.

[0003] As such a coating agent, for example, in the case of a coating agent for use in coating a plastic substrate constituting a vehicle member, an electronic device, etc., it is required to form a coating film having adhesion to the substrate, hardness, scratch resistance, and the like. As such a coating agent, the compositions described in Patent Documents 1 and 2 are known.

[0004] However, in recent years, when a drug such as a sunscreen agent comes into contact with a coating film formed of a polyurethane resin, peeling of the coating film or deterioration of the appearance of the coating film has become a problem.

[0005] Prior Art Documents

[0006] Patent Documents

[0007] Patent Document 1: Japanese Patent Laid-Open No. 04-130119

[0008] Patent Document 2: Japanese Patent Laid-Open No. 2011-137145 Summary of the Invention

[0009] Problems to be Solved by the Invention

[0010] Therefore, an object of the present disclosure is to provide a composition capable of forming a cured product having excellent adhesion to a substrate, hardness, scratch resistance, and drug resistance.

[0011] Another object of the present disclosure is to provide a cured product having excellent adhesion to a substrate, hardness, scratch resistance, and drug resistance.

[0012] Another object of the present disclosure is to provide a vehicle member in which at least a part of the surface is covered with a cured product having excellent adhesion to a substrate, hardness, scratch resistance, and drug resistance.

[0013] Another object of the present disclosure is to provide a housing in which at least a part of the surface is covered with a cured product having excellent adhesion to a substrate, hardness, scratch resistance, and drug resistance, and an electronic device having the housing.

[0014] Means for Solving the Problems

[0015] The inventors of the present disclosure have conducted in-depth research to solve the above problems and found that: a polyurethane resin obtained by reacting a polyol compound having an isocyanurate skeleton with a polyisocyanate compound having an isocyanurate skeleton has excellent adhesion to a substrate, hardness, abrasion resistance, and chemical resistance. The present disclosure has been completed based on these findings.

[0016] That is, the present disclosure provides a composition comprising a polyol compound (A) and an isocyanate compound (B), wherein the polyol compound (A) comprises a compound (a1) having a number average molecular weight (standard polystyrene conversion) of less than 800 and represented by the following formula (1).

[0017] [Chemical formula 1]

[0018]

[0019] [In the formula, R 1 ~R 3 are the same or different and are groups represented by the following formula (1a).

[0020] [Chemical formula 2]

[0021]

[0022] (In formula (1a), L 1 , L 2 are the same or different and represent an alkylene group having 1 to 10 carbon atoms, and m represents a number of 0 or more. Among them, for R 1 ~R 3 , m is not 0 at the same time. The wavy bond is bonded to the nitrogen atom in the formula.)]

[0023] The isocyanate compound (B) comprises a compound (b) represented by the following formula (2).

[0024] [Chemical formula 3]

[0025]

[0026] [In formula (2), L 3 ~L 5 are the same or different and represent a hydrogen atom, an alkyl group having 1 to 10 carbon atoms having an NCO group or a group represented by the following formula (2'), where L 3 ~L 5 are not hydrogen atoms at the same time.

[0027] [Chemical formula 4]

[0028]

[0029] In formula (2'), L6 and L 7 which is the same as or different from L, represents an alkylene group having 1 to 10 carbon atoms. The wavy bonding bond bonds to the carbon atom of the alkyl group having 1 to 10 carbon atoms in L 3 ~L 5 in the formula (2)

[0030] In addition, the present disclosure provides the composition, wherein the polyol compound (A) further contains a polyol (a2) having a hydroxyl value (KOHmg / g) of 30 to 300 in a range of 0.01 to 1.5 parts by weight relative to 1 part by weight of the compound (a1).

[0031] In addition, the present disclosure provides the composition, wherein the equivalent ratio (NCO / OH) of the NCO group of the isocyanate compound (B) in the composition to the OH group of the polyol compound (A) is in the range of 0.2 to 2.0.

[0032] In addition, the present disclosure provides the composition, wherein the composition further contains 0.1 to 0.5 parts by weight of a polysiloxane derivative (C) relative to 100 parts by weight in total of the polyol compound (A) and the isocyanate compound (B).

[0033] In addition, the present disclosure provides the composition, wherein the composition further contains a solvent represented by the following formula (3).

[0034] [Chemical formula 5]

[0035]

[0036] (In the formula (3), R 4 , R 6 which are the same as or different from each other, represent a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and R 5 represents an alkylene group having 1 to 5 carbon atoms. s represents an integer of 1 or more, and t represents 0 or 1. When s is an integer of 2 or more, a plurality of R 5 are optionally the same as or different from each other)

[0037] In addition, the present disclosure provides the composition, wherein the composition is a coating agent.

[0038] In addition, the present disclosure provides a cured product, which is a cured product of the composition.

[0039] In addition, the present disclosure provides a plastic molded article, on the surface of which at least a part is covered with a film formed of the cured product.

[0040] Advantages of the Invention

[0041] The composition of the present disclosure can form a cured product having excellent adhesion to a substrate, hardness, scratch resistance, and drug resistance. Therefore, if the composition of the present disclosure is used as a coating agent for coating a substrate, the above-described properties can be imparted to the substrate.

[0042] A plastic molded article having at least a part of its surface coated with a cured product of the composition of the present disclosure has high surface hardness and excellent scratch resistance and drug resistance. Therefore, for example, even when the plastic molded article is touched with a hand attached with a sunscreen or the like, the plastic cured product on the coated surface does not peel off or become cloudy, and excellent appearance, adhesion, hardness, and scratch resistance can be maintained for a long time. Detailed Description of Embodiments

[0043] Hereinafter, embodiments of the present disclosure will be described in detail.

[0044] [Composition]

[0045] The composition of the present disclosure contains a polyol compound (A) and an isocyanate compound (B). The composition of the present disclosure may contain other components in addition to the above-described components.

[0046] (Polyol Compound (A))

[0047] The polyol compound (A) is a compound having a plurality of hydroxyl groups. The polyol compound (A) contains at least a polyester polyol compound (a1) represented by the following formula (1).

[0048] [Chemical Formula 6]

[0049]

[0050] [In the formula, R 1 ~R 3 are the same or different and are groups represented by the following formula (1a).

[0051] [Chemical Formula 7]

[0052]

[0053] (In formula (1a), L 1 , L 2 are the same or different and represent an alkylene group having 1 to 10 carbon atoms, and m represents a number of 0 or more. Among them, for R 1 ~R 3 , m is not 0 at the same time. The wavy bonding bond is bonded to the nitrogen atom in the formula)

[0054] As L 1 , L 2An alkylene group having 1 to 10 carbon atoms, examples of which include: methylene, methylmethylene, dimethylmethylene, ethylene, propylene, trimethylene, butylene, 1-methyltrimethylene, 2-methyltrimethylene, 1,1'-dimethyl ethylene, pentylene, hexylene, heptylene, octylene, 2-ethylhexylene, nonylene, decylene and other linear or branched alkylene groups.

[0055] As the L 1 , among which, an alkylene group having 1 to 3 carbon atoms is preferred.

[0056] As the L 2 , among which, an alkylene group having 1 to 8 carbon atoms is preferred, and an alkylene group having 4 to 6 carbon atoms is particularly preferred. In addition, as the alkylene group, a linear alkylene group is preferred.

[0057] The m is the average value of the degree of polymerization of the unit shown in the parentheses of formula (1a), and is a number of 0 or more, for example, 0 to 7, preferably 0 to 4, more preferably 0 to 3, still more preferably 0 to 2, and particularly preferably 1 to 2.

[0058] The number average molecular weight (Mn: standard polystyrene conversion) of the compound (a1) is less than 800, preferably 570 to 630, more preferably 580 to 620, and still more preferably 590 to 610.

[0059] In addition, the molecular weight dispersity (weight average molecular weight Mw / number average molecular weight Mn) of the compound (a1) is preferably 1.0 to 1.5, more preferably 1.0 to 1.3, and still more preferably 1.0 to 1.2.

[0060] The hydroxyl value (KOHmg / g) of the compound (a1) is, for example, 200 to 400. Among them, from the aspect of improving the hardness and chemical resistance of the obtained cured product, it is preferably 260 to 300, more preferably 270 to 290, and still more preferably 275 to 285. It should be noted that the hydroxyl value can be measured by the hydroxyl value measurement method described in JIS-K1557.

[0061] The compound (a1) can be produced, for example, by ring-opening polymerization of lactone starting from the hydroxyl group of the following formula (1'). The L in formula (1') 1 is the same as the L in formula (1a) 1 .

[0062] [Chemical formula 8]

[0063]

[0064] Examples of the lactone include: α-ethyl lactone, β-propyl lactone, γ-butyrolactone, δ-valerolactone, ε-caprolactone, etc.

[0065] In addition to the polyol compound (A) containing the compound (a1), other polyol compounds may also be included. Examples of other polyol compounds include polyester polyols, polyether polyols, polycarbonate polyols, etc. other than the compound (a1). One of them may be used alone, or two or more of them may be used in combination.

[0066] Examples of other polyol compounds include polyol (a2) having a hydroxyl value (KOHmg / g) of 30 to 300. By including the polyol (a2), there is a tendency for the flexibility of the resulting cured product to be improved.

[0067] The hydroxyl value (KOHmg / g) of the polyol (a2) is preferably 30 to 300, more preferably 40 to 270, and still more preferably 50 to 250. If the hydroxyl value (KOHmg / g) is less than 30, there is a tendency that it is difficult to obtain good abrasion resistance and chemical resistance for the resulting cured product. If the hydroxyl value (KOHmg / g) exceeds 300, there is a tendency for insufficient flexibility. It should be noted that the hydroxyl value can be measured by the hydroxyl value measurement method described in JIS-K1557.

[0068] The number average molecular weight (Mn: standard polystyrene conversion) of the polyol (a2) is, for example, preferably 400 to 2500, more preferably 450 to 2400, still more preferably 500 to 2300, and particularly preferably 500 to 2200. The molecular weight dispersity (weight average molecular weight Mw / number average molecular weight Mn) of the polyol (a2) is, for example, 1 to 3.

[0069] The polyol (a2) is preferably a polycarbonate polyol, a polyester polyol, and / or a copolymer thereof, and more preferably has two hydroxyl groups in the molecule.

[0070] The polycarbonate polyol can be obtained, for example, by reacting a carbonate derivative such as diphenyl carbonate, dimethyl carbonate, diethyl carbonate, phosgene, etc. with a diol.

[0071] Examples of the diol include aliphatic diols without an alicyclic skeleton such as ethylene glycol, diethylene glycol, triethylene glycol, 1,2-propanediol, 1,3-propanediol, neopentyl glycol, 1,3-butanediol, 1,4-butanediol, 1,5-pentanediol, 2-methyl-1,5-pentanediol, 3-methyl-1,5-pentanediol, 1,6-hexanediol, 1,8-octanediol, 2-methyl-1,3-propanediol; and aliphatic diols with an alicyclic skeleton such as cyclohexanedimethanol, hydrogenated bisphenol A, hydrogenated bisphenol F, tricyclodecane dimethanol, hydrogenated bisphenol A, etc.

[0072] The polyester polyol can be obtained by ring-opening polymerization of lactones or by reacting a diol with a dicarboxylic acid.

[0073] Examples of the lactone used to obtain the polyester polyol (polylactone polyol) include α-ethyl lactone, β-propyl lactone, γ-butyrolactone, δ-valerolactone, ε-caprolactone, etc. The polyester polyol (polylactone polyol) is obtained by subjecting the lactone to ring-opening polymerization.

[0074] Examples of the diol include the same diols as those used to form the polycarbonate polyol.

[0075] Examples of the dicarboxylic acids include oxalic acid, adipic acid, sebacic acid, fumaric acid, malonic acid, succinic acid, glutaric acid, azelaic acid, citric acid, 2,6-naphthalenedicarboxylic acid, phthalic acid, isophthalic acid, terephthalic acid, citraconic acid, 1,10-decanedicarboxylic acid, methylhexahydrophthalic anhydride, hexahydrophthalic anhydride, methyltetrahydrophthalic anhydride, tetrahydrophthalic anhydride, etc.

[0076] The copolymer can be obtained by copolymerizing the lactone, diol, dicarboxylic acids, and carbonate derivative.

[0077] The content of the polyol (a2) in the polyol compound (A) is not particularly limited. However, from the viewpoint of improving the flexibility of the resulting cured product, it is preferably 0.01 to 1.5 parts by weight, more preferably 0.03 to 1.2 parts by weight, further preferably 0.05 to 1.0 parts by weight, and particularly preferably 0.08 to 0.9 parts by weight relative to 1 part by weight of the polyol compound (a1).

[0078] The content of the polyester polyol (a2) in the polyol compound (A) is not particularly limited. However, from the viewpoint of improving the flexibility of the resulting cured product, it is preferably 0.01 to 2.5 moles, more preferably 0.03 to 2.0 moles, further preferably 0.05 to 1.5 moles, and particularly preferably 0.08 to 1.0 mole relative to 1 mole of the compound (a1).

[0079] It should be noted that the number average molecular weight and molecular weight dispersity of the polyol compound (A) can be measured using the apparatus and conditions described in the examples.

[0080] (Isocyanate compound (B))

[0081] The isocyanate compound (B) contains at least the isocyanate compound (b) represented by the following formula (2).

[0082] [Chemical formula 9]

[0083]

[0084] [In formula (2), L 3~L 5 Same or different, and represent a hydrogen atom, a C1-C10 alkyl group having an NCO group or a group represented by the following formula (2'). Among them, L 3 ~L 5 Are not simultaneously hydrogen atoms.

[0085] [Chemical formula 10]

[0086]

[0087] In formula (2'), L 6 and L 7 Same or different, and represent a C1-C10 alkylene group. The wavy bonding bond bonds with the carbon atom of the C1-C10 alkyl group in L 3 ~L 5 in (2)]

[0088] As the said L 3 ~L 5 Among the C1-C10 alkyl groups, it is preferably an alkyl group corresponding to the alkylene group L 2 in formula (1a).

[0089] As the said L 3 ~L 5 , it is preferably a C3-C8 alkyl group, more preferably a C4-C8 alkyl group. In addition, as the said alkyl group, a straight-chain alkyl group is preferred.

[0090] As L 6 and L 7 Among the C1-C10 alkylene groups, for example, the following can be cited: methylene, ethylene, trimethylene, propylene, dimethylmethylene, isopropylidene, butylene, 1-methyltrimethylene, 2-methyltrimethylene, 1,1'-dimethylethylene, pentylene, hexylene, heptylene, octylene, 2-ethylhexylene, nonylene, decylene and other straight-chain or branched alkylene groups. Among them, a straight-chain alkylene group is preferred.

[0091] The NCO content in the isocyanate compound (b) is, for example, 17 to 25% by weight, preferably 18 to 24% by weight, more preferably 19 to 23% by weight.

[0092] In addition to the isocyanate compound (b), the isocyanate compound (B) may contain one or more other isocyanate compounds. Examples of other isocyanate compounds include aliphatic polyisocyanates such as 1,6-hexamethylene diisocyanate, 2,2,4-trimethylhexamethylene diisocyanate, and 2,4,4-trimethylhexamethylene diisocyanate; trimers (excluding the isocyanate compound (b)), urethane compounds, biuret compounds, or adducts of the aliphatic polyisocyanates; aromatic polyisocyanates such as tolylene diisocyanate, xylylene diisocyanate, and diphenylmethane diisocyanate; polyisocyanates obtained by hydrogenating aromatic polyisocyanates, alicyclic polyisocyanates such as 4,4'-dicyclohexylmethane diisocyanate and isophorone diisocyanate; trimers, urethane compounds, biuret compounds, or adducts of the aromatic polyisocyanates or the alicyclic polyisocyanates, etc.

[0093] From the aspect of improving the hardness and chemical resistance of the resulting cured product, the isocyanate compound (B) preferably contains the isocyanate compound (b) in an amount of, for example, 60% by weight or more (more preferably 70% by weight or more, still more preferably 80% by weight or more, and particularly preferably 90% by weight or more) based on the total amount of the isocyanate compound (B).

[0094] (Composition)

[0095] The composition of the present disclosure contains a polyol compound (A) and an isocyanate compound (B). From the aspect of improving the hardness and chemical resistance of the resulting cured product, the equivalent ratio (NCO / OH) of the isocyanate groups (NCO groups) in the isocyanate compound (B) to the hydroxyl groups (OH groups) in the polyol compound (A) is preferably in the range of 0.2 to 2.0, more preferably 0.5 to 1.5, still more preferably 0.7 to 1.3, and particularly preferably 0.9 to 1.2.

[0096] In addition, from the aspect of improving the hardness and chemical resistance of the resulting cured product, the content of the isocyanate compound (B) in the composition is preferably 40 to 140 parts by weight, more preferably 50 to 130 parts by weight, still more preferably 60 to 120 parts by weight, based on 100 parts by weight of the polyol compound (A).

[0097] The composition of the present disclosure may further contain inorganic particles, organic particles, additives, etc. as needed.

[0098] (Inorganic Particles)

[0099] The inorganic particles that can be further contained in the composition of the present disclosure are not particularly limited, and examples thereof include: silica, alumina, mica, synthetic mica, talc, calcium oxide, calcium carbonate, zirconia, titanium oxide, barium titanate, kaolin, bentonite, diatomaceous earth, boron nitride, aluminum nitride, silicon carbide, zinc oxide, cerium oxide, cesium oxide, magnesium oxide, glass beads, glass fibers, graphite, carbon nanotubes, calcium hydroxide, magnesium hydroxide, aluminum hydroxide, etc. Among them, silica is preferred in terms of improving the chemical resistance and scratch resistance of the coating film.

[0100] (Organic particles)

[0101] The organic particles that can be further contained in the composition of the present disclosure are not particularly limited, and examples thereof include: polyethylene wax, polypropylene wax, acrylic resin beads, polyurethane resin beads, etc. Among them, polyurethane resin beads are preferred in terms of improving the touch (softness) of the coating film.

[0102] These inorganic particles and organic particles can be used alone without distinction, or two or more of them can be used in combination.

[0103] The particle sizes of the inorganic particles and organic particles are not particularly limited, but from the aspect of good appearance, for example, they are preferably 0.01 nm to 1 μm.

[0104] (Additives)

[0105] The additives that can be further contained in the composition of the present disclosure, examples thereof include: surfactants, pigments, dyes, ultraviolet absorbers, light stabilizers, surface modifiers, defoamers, wetting agents, dispersants, viscoelasticity modifiers, thixotropy imparting agents, preservatives, film-forming agents, plasticizers, penetrants, fragrances, fungicides, mildew inhibitors, ultraviolet absorbers, antioxidants, antistatic agents, flame retardants, matting agents, etc.

[0106] Among them, surface modifiers are preferred in terms of making the coating film surface smooth. As the surface modifier, for example, polysiloxane derivatives (C) can be cited.

[0107] As the polysiloxane derivative (C), for example, compounds having a polydimethylsiloxane backbone can be cited. Among them, polyether-modified polydimethylsiloxane is preferred, and poly(ethylene oxide) (or poly(propylene oxide))-added polydimethylsiloxane is particularly preferred.

[0108] The content of the polysiloxane derivative (C) is, for example, 0.1 to 0.5 parts by weight relative to 100 parts by weight in total of the polyol compound (A) and the isocyanate compound (B).

[0109] The content of the inorganic particles or additives in the composition of the present disclosure is not particularly limited, but is preferably 10% by weight or less based on the total weight (100% by weight) of the non-volatile components of the composition.

[0110] (solvent)

[0111] In addition, a solvent can be added to the composition of the present disclosure to adjust the viscosity. The solvent is represented by the following formula (3), for example.

[0112] [Chemical formula 11]

[0113]

[0114] (In formula (3), R 4 , R 6 are the same or different and represent a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and R 5 represents an alkylene group having 1 to 5 carbon atoms. s represents an integer of 1 or more, and t represents 0 or 1. When s is an integer of 2 or more, a plurality of R 5 can be the same or different)

[0115] As the alkyl group having 1 to 5 carbon atoms in R 4 , R 6 , for example, linear or branched alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, etc. can be cited.

[0116] As the alkylene group having 1 to 5 carbon atoms in R 5 , examples the same as L 2 in formula (1a) can be cited.

[0117] As the solvent represented by formula (3), for example, mono- or poly(oxy C 1-6 alkylene) glycols such as ethylene glycol, propylene glycol, butylene glycol, 1,3-butanediol, 1,4-butanediol, 1,6-hexanediol, diethylene glycol, triethylene glycol; mono- or poly(oxy C 1-6 alkylene) glycol mono(C 1-4 alkyl ether) such as ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol monopropyl ether, dipropylene glycol monobutyl ether; mono- or poly(oxy C 1-6 alkylene) glycol di(C 1-4alkyl ethers); mono- or poly(oxyC 1-6 alkylene) glycol mono(C 1-4 alkyl ether) mono(C 1-4 alkyl ester), etc. One kind of them can be used alone or two or more kinds can be used in combination.

[0118] As the solvent represented by the formula (3), considering from the aspects of high solubility and excellent operation, it is preferred that the mono- or poly(oxyC 1-6 alkylene) glycol mono(C 1-4 alkyl ether) mono(C 1-4 alkyl ester), and mono- or poly(oxyethylene) glycol monoethyl ether monoacetate is particularly preferred.

[0119] In addition to using the solvent represented by the above formula (3) in the composition of the present disclosure, other solvents can also be used. As other solvents, for example, there can be mentioned: ester solvents such as acetates (ethyl acetate, butyl acetate, etc.); ether solvents such as dioxane, tetrahydrofuran; ketone solvents such as acetone; aromatic solvents such as toluene, xylene; halogen solvents such as dichloromethane, chloroform; alcohol solvents such as methanol, ethanol, isopropanol, butanol; nitrile solvents such as acetonitrile, benzonitrile, etc. One kind of them can be used alone or two or more kinds can be used in combination.

[0120] The content of the solvent (for example, the solvent represented by the formula (3)) in the composition of the present disclosure is in the range where the solid content concentration in the composition becomes 70 to 99% by weight (preferably 80 to 95% by weight). In addition, the content of the solvent preferably contains 5 to 20 parts by weight, more preferably 7 to 17 parts by weight, and further preferably 9 to 15 parts by weight with respect to 100 parts by weight in total of the polyol compound (A) and the isocyanate compound (B).

[0121] The composition of the present disclosure can be produced by mixing the above components. It should be noted that when the composition of the present disclosure is used as a coating agent, it is preferably used as a two-component coating agent, and it is preferred to store the polyol compound (A) and the isocyanate compound (B) separately and mix them during use.

[0122] Since the composition of the present disclosure has the above constitution, a cured product (= a cured product formed from a polyurethane resin) can be formed by subjecting the polyol compound (A) and the isocyanate compound (B) to urethane bonding by performing a heat treatment.

[0123] The heat treatment conditions are, for example, about 0.5 to 12 hours at 100 to 150°C. After the heat treatment, it may be further aged at room temperature (1 to 30°C) for about 12 to 60 hours.

[0124] The cured product thus obtained has excellent adhesion to a substrate (e.g., a plastic substrate such as PET) and excellent abrasion resistance.

[0125] The cured product has a high hardness. The pencil hardness (by the method according to JIS K5600) is, for example, H or higher, preferably 2H or higher, particularly preferably 3H or higher, and further preferably 4H or higher. In addition, the Martens hardness of the cured product (obtained by the indentation test according to ISO14577; unit: N / mm 2 ) is, for example, more than 5.0 and 75.0 or less, preferably 5.3 to 60.0.

[0126] The cured product has excellent chemical resistance. For example, even when a sunscreen agent adheres, the surface of the cured product does not swell or become cloudy. That is, it has excellent resistance to sunscreen agents.

[0127] The cured product has the above characteristics. Therefore, the composition for forming the cured product is preferably used as a material for coatings, films, etc. of plastic molded products such as extrusion molded products, injection molded products, or compression molded products. It should be noted that the plastic molded products include, for example: the housings of home appliances (refrigerators, washing machines, air conditioners, televisions, etc.); the housings of electronic devices (personal computers, mobile phones, smartphones, etc.); the components constituting musical instruments (pianos, electronic organs, electronic musical instruments, etc.); vehicle components for automobiles or railway vehicles (interior materials such as instrument panels, door trim panels, headliners, and cabin covers, exterior materials such as bumpers), etc.

[0128] In addition, the plastics for forming the plastic molded products include thermoplastic resins and thermosetting resins.

[0129] Examples of the thermoplastic resin include: polyolefin resins such as polyethylene and polypropylene; styrene resins such as polystyrene; polyesters such as polyethylene terephthalate (PET); vinyl chloride resins such as vinyl chloride resin; polyamides such as polyamide 46, polyamide 6, polyamide 66, polyamide 610, polyamide 612, polyamide 1010, polyamide 1012, polyamide 11, polyamide 12, and polyamide 1212; polyphenylene ethers such as poly(2,6-dimethyl-1,4-phenylene ether); homopolymers or copolymers of acrylonitrile such as PAN resin, AS resin, ABS resin, AAS resin, ACS resin, AES resin, and AXS resin; (meth)acrylic resins, polycarbonates, polyacetals, polyphenylene sulfides, polyether ether ketones, polyamideimides, polyimides, polyetherimides, polysulfones, polyether sulfones, modified products or derivatives of these resins, and polymer blends or polymer alloys further containing these resins, etc.

[0130] Examples of the thermosetting resin include: phenolic resins, urea resins, melamine resins, unsaturated polyesters, furan resins, epoxy resins, polyurethanes, allyl resins, polyimides, etc.

[0131] [Plastic molded article]

[0132] The plastic molded article having a coating film made of the cured product of the present disclosure on at least a part of the surface has excellent abrasion resistance, chemical resistance, etc.

[0133] The thickness of the coating film is not particularly limited, and is, for example, about 20 to 150 μm.

[0134] In addition, the plastic molded article using the composition itself as a material also has a surface made of the cured product, and thus has excellent abrasion resistance and chemical resistance as well.

[0135] Each configuration and combination of configurations in the above-described embodiments are examples, and additional, omission, substitution, and other changes of the configuration can be appropriately made without departing from the gist of the invention of the present disclosure. The invention of the present disclosure is not limited by the embodiments, but only by the claims.

[0136] Each solution disclosed in this specification can be combined with any other feature disclosed in this specification.

[0137] Examples

[0138] Hereinafter, the present disclosure will be described more specifically by way of examples, but the present disclosure is not limited by these examples.

[0139] Synthesis Example 1

[0140] Under a nitrogen atmosphere, 1306 g of tris(2-hydroxyethyl)isocyanurate, 1694 g of ε-caprolactone, and 6 mg of stannous octoate were charged into a five-necked flask equipped with a reflux condenser, a thermometer, a mixed gas inlet tube, and a stirring device, and then the internal temperature was raised to 170 °C.

[0141] After confirming that the concentration of ε-caprolactone became less than 1.0% by gas chromatography analysis, it was cooled and taken out from the five-necked flask. The number average molecular weight (Mn) of the obtained compound (a1-1) was 611, the molecular weight dispersity (Mw / Mn) was 1.2, and the viscosity was 14.3 [Pa·s / 25 °C].

[0142] It should be noted that the molecular weight of the obtained compound was measured using a high-performance GPC device, and the number average molecular weight (Mn) and the weight average molecular weight (Mw) were determined by comparison with a polystyrene standard, and the molecular weight dispersity (Mw / Mn) was calculated.

[0143] The measurement conditions are as follows.

[0144] Measurement device: High-performance GPC device "HLC-8220GPC", manufactured by Tosoh Corporation.

[0145] Mobile phase: Tetrahydrofuran.

[0146] Example 1

[0147] A 50 mL glass container was charged with the polyol compound (A), the isocyanate compound (B), the surface conditioner, and the solvent as described in Table 1, and they were mixed and defoamed.

[0148] Using a coater, the obtained composition was coated on a polyethylene terephthalate film (Cosmo Shine A4100 #100, manufactured by Toyobo Co., Ltd.) so that the film thickness became 90 μm, and it was cured and dried in an oven at 120 °C for 2 hours, and then cured under constant temperature and humidity conditions of 23 °C and 50% RH for 48 hours, thereby obtaining a cured coating film / PET film laminate.

[0149] Examples 2 to 5, Comparative Examples 1 to 6

[0150] As described in Table 1, the formulation of the composition was changed, and except for this, the composition was obtained in the same manner as in Example 1, and a cured product / PET film laminate was obtained.

[0151] Regarding the cured coating films of the laminates obtained in the examples and comparative examples, the pencil hardness, the Martens hardness, the abrasion resistance, and the sunscreen agent resistance were evaluated by the following methods.

[0152] (Pencil hardness)

[0153] The pencil hardness of the cured film side surface of the laminates obtained in the examples and comparative examples was evaluated using the method based on JIS K5600. That is, the cured side surface of the laminate was rubbed with a pencil (the core of the pencil), and when a scratch was confirmed on the surface, it was regarded as NG (defective). Specifically, a pencil of a certain hardness was used for evaluation. If no scratch was left, the operation of evaluating with a pencil of one higher hardness was repeatedly performed. If a scratch was confirmed, re-evaluation was performed using a pencil of one lower hardness. In addition, if no scratch was confirmed, evaluation was performed again using a pencil of one higher hardness. When reproducibility was confirmed two or more times, the hardness of the hardest pencil that did not leave a scratch was taken as the pencil hardness of the cured film. It should be noted that the laminates used in the test were laminates that had been conditioned in a thermo-hygrostat at 23°C and 50% RH for 24 hours.

[0154] Pencil for evaluation: "Pencil for Pencil Hardness Test" manufactured by Mitsubishi Pencil Co., Ltd.

[0155] Load: 750 gf.

[0156] Scratch distance: 7 mm or more.

[0157] Scratch angle: 45°.

[0158] Measurement environment: 23°C, 50% RH.

[0159] (Martens hardness)

[0160] The Martens hardness of the cured film side surface of the laminates obtained in the examples and comparative examples was measured using a Shimadzu dynamic ultra-micro hardness tester DUH-211 (manufactured by Shimadzu Corporation). The Martens hardness is a value obtained by dividing the test load by the surface area into which the indenter penetrates and serves as an index of surface hardness.

[0161] (Scratch resistance)

[0162] The scratch resistance of the cured film side surface of the laminates obtained in the examples and comparative examples was subjected to a scratch test as follows: Steel wool (B-204, Bonstar commercial use #0000) was attached to a friction tester (standard type, manufactured by Nippon Rika Kogyo Co., Ltd.), and reciprocation (10 reciprocations or 20 reciprocations) was performed on the film under a state where a load of 500 g was applied. The initial gloss (60-degree glossiness) (G 0 ) before the scratch test and the gloss (60-degree glossiness) (G 1 ) two minutes after the scratch test of the cured film side surface were measured using a gloss meter (Gloss Meter VG7000, manufactured by Nippon Denshoku Industries Co., Ltd.), and the retention rate of gloss (glossiness) was calculated according to the following formula, and the scratch resistance was evaluated therefrom.

[0163] Retention rate of gloss (glossiness) after abrasion test = (G 1 ) / (G 0 ) × 100 (%)

[0164] In addition, the laminated body after abrasion was left standing for 24 hours under the conditions of constant temperature and humidity of 23°C and 50% RH, and the gloss (60-degree glossiness) (G 2 ) of the coating film after standing was measured. The retention rate of gloss (glossiness) with respect to the initial gloss (60-degree glossiness, G 0 ) was calculated according to the following formula, and the abrasion recovery property was evaluated therefrom.

[0165] Abrasion recovery property = (G 2 ) / (G 0 ) × 100 (%)

[0166] ◎ (Especially excellent): The retention rate of gloss (glossiness) is 90% or more.

[0167] 〇 (Excellent): The retention rate of gloss (glossiness) is 80% or more and less than 90%.

[0168] Δ (Slightly poor): The retention rate of gloss (glossiness) is less than 80%.

[0169] × (Poor): The coating film has peeled off and the gloss (glossiness) cannot be measured.

[0170] (Resistance to sunscreen agent (immersion method))

[0171] The entire cured coating film side surface of the test pieces [rectangle, 2 cm 2 of the laminated bodies obtained in the examples and comparative examples was brought into contact with 0.4 g of sunscreen (Neutrogena "Ultra Sheer Dry-Touch SPF45") measured on a glass slide (contact area of the sunscreen with the cured coating film: 0.1 g / cm 2 ). The entire cured coating film was covered with a polyvinylidene chloride film, left standing in an oven at 80°C for 5 hours, the sunscreen was wiped off, and the adhesion state of the cured coating film was evaluated according to the following criteria. The less likely the cured coating film is to peel off, the more excellent the adhesion to the substrate is.

[0172] (Judgment criteria)

[0173] 〇 (Excellent): The cured coating film has not peeled off.

[0174] Δ (Slightly poor): A part of the cured coating film has peeled off.

[0175] × (Poor): The cured coating film has completely peeled off.

[0176] After the sunscreen resistance test, the cured test piece's film-coated side surface was placed on a flat surface with the film side down, and the height (mm) of each vertex from the flat surface was measured. The sum of the heights of each vertex (at four locations) was used as the curl (mm) for evaluation.

[0177] (Sunscreen resistance (drop method))

[0178] On the cured film-coated side surface of the laminates obtained in the examples and comparative examples, sunscreen (Neutrogena's "Ultra Sheer Dry-Touch SPF45") was applied at a rate of 0.025 g / cm 2 . After leaving it in an oven at 50 °C for 1 hour, the sunscreen was wiped off, and the appearance of the cured film was evaluated according to the following criteria.

[0179] (Judgment criteria)

[0180] ◎ (Exceptionally excellent): For the cured film, the appearance shows almost no change.

[0181] 〇 (Excellent): There are traces of the liquid medicine remaining on the cured film.

[0182] Δ (Slightly poor): The cured film swells.

[0183] × (Poor): The cured film swells and turns white.

[0184] The above results are summarized in Table 1 below.

[0185] Regarding the cured films obtained in Examples 1 to 5 using the polyol compound (a1) or the polyol compound (a1) and polyol (a2) as the polyol compound (A), all of them are cured films with a pencil hardness of 4H or H, excellent hardness, scratch resistance showing ◎ or 〇, and sunscreen resistance showing ◎ or 〇, and excellent adhesion, scratch resistance, and chemical resistance.

[0186] Regarding the cured films shown in Comparative Examples 1 and 2 that used a triol without an isocyanurate skeleton instead of the polyol compound (a1), although the scratch resistance is ◎ and relatively excellent, the sunscreen resistance (adhesion) is × or Δ, and the adhesion is poor. In addition, regarding the cured films shown in Comparative Examples 3 to 6 that did not use the polyol compound (a1) and only used the polyol (a2) as the polyol compound (A), for any of the evaluations of scratch resistance and sunscreen resistance, it sometimes becomes × or Δ, and any of adhesion, scratch resistance, and chemical resistance is insufficient.

[0187]

[0188] a1-1: The compound (a1-1) obtained from Synthesis Example 1.

[0189] a2-1: Trade name “PLACCEL 205U” (polycaprolactone diol, Mn 662, Mw / Mn 1.4, hydroxyl value 207 - 217, manufactured by Daicel Corporation).

[0190] a2-2: Trade name “PLACCEL CD205PL” (polycarbonate diol, Mn 677, Mw / Mn 1.8, hydroxyl value 215 - 235, manufactured by Daicel Corporation).

[0191] a2-3: Trade name “PLACCEL 220EC” (polycarbonate polyester diol, Mn 2166, Mw / Mn 2.5, hydroxyl value 54 - 58, manufactured by Daicel Corporation).

[0192] a2-4: Trade name “PLACCEL CD210” (polycarbonate diol, Mn 1355, Mw / Mn 2.3, hydroxyl value 107 - 117, manufactured by Daicel Corporation).

[0193] a2-5: Trade name “ETERNACOL UM90(3 / 1)” (polycarbonate diol, Mn 1096, Mw / Mn 2.1, hydroxyl value 115 - 135, manufactured by Ube Industries, Ltd.).

[0194] 1: Trade name “PLACCEL 305” (polycaprolactone triol, Mn 640, Mw / Mn 1.4, manufactured by Daicel Corporation).

[0195] 2: Trade name “PLACCEL CD305” (polycarbonate triol, Mn 600, Mw / Mn 1.9, manufactured by Daicel Corporation).

[0196] B: Trade name “TAKENATE-170N” (isocyanurate-modified hexamethylene diisocyanate, manufactured by Mitsui Chemicals, Inc.).

[0197] Surface conditioner: Ether-modified polydimethylsiloxane, BYK-306 (manufactured by BYK-Chemie Japan Co., Ltd.).

[0198] Solvent: Diethylene glycol monoethyl ether acetate, a reagent manufactured by Tokyo Chemical Industry Co., Ltd.

[0199] As a summary of the above, the composition of the present invention and its variations are noted below.

[0200] [1] A composition comprising a polyol compound (A) and an isocyanate compound (B), wherein the polyol compound (A) contains the one represented by formula (1), and R in formula (1) 1 ~R3 The same or different, a compound (a1) having a group represented by the formula (1a) and a number average molecular weight (converted to standard polystyrene) of less than 800, and the isocyanate compound (B) contains L in the formula (2) shown by the formula (2). 3 ~L 5 The same or different, a compound (b) which is a hydrogen atom, an alkyl group having 1 to 10 carbon atoms having an NCO group or a group represented by the formula (2’).

[0201] [2] The composition according to [1], wherein L in the formula (1a). 1 Is an alkylene group having 1 to 3 carbon atoms.

[0202] [3] The composition according to [1] or [2], wherein L in the formula (1a). 2 Is an alkylene group having 1 to 8 carbon atoms (preferably an alkylene group having 4 to 6 carbon atoms).

[0203] [4] The composition according to [3], wherein L in the formula (1a). 2 Is a linear alkylene group.

[0204] [5] The composition according to any one of [1] to [4], wherein m in the formula (1a) is 0 or more (preferably 0 to 7, more preferably 0 to 4, further preferably 0 to 3, particularly preferably 0 to 2, and most preferably 1 to 2).

[0205] [6] The composition according to any one of [1] to [5], wherein the number average molecular weight of the compound (a1) is 570 to 630 (preferably 580 to 620, more preferably 590 to 610).

[0206] [7] The composition according to any one of [1] to [6], wherein the molecular weight dispersity of the compound (a1) is 1.0 to 1.5 (preferably 1.0 to 1.3, more preferably 1.0 to 1.2).

[0207] [8] The composition according to any one of [1] to [7], wherein the hydroxyl value of the compound (a1) is 200 to 400 KOHmg / g (preferably 260 to 300 KOHmg / g, more preferably 270 to 290 KOHmg / g, further preferably 275 to 285 KOHmg / g).

[0208] [9] The composition according to any one of [1] to [8], wherein L 3 ~L 5 Is an alkyl group having 3 to 8 carbon atoms (preferably an alkyl group having 4 to 8 carbon atoms).

[0209]

[10] The composition according to any one of [1] to [9], wherein the polyol compound (A) further contains a polyol (a2) having a hydroxyl value (KOHmg / g) of 30 to 300 in a range of 0.01 to 1.5 parts by weight relative to 1 part by weight of the compound (a1).

[0210]

[11] The composition according to

[10] , wherein the polyol (a2) is at least one selected from the group consisting of polyester polyols, polyether polyols, and polycarbonate polyols.

[0211]

[12] The composition according to

[10] , wherein the polyol (a2) is at least one selected from the group consisting of polyester polyols and polycarbonate polyols.

[0212]

[13] The composition according to any one of

[10] to

[12] , wherein the hydroxyl value of the polyol (a2) is 40 to 270 KOHmg / g (preferably 50 to 250 KOHmg / g).

[0213]

[14] The composition according to any one of

[10] to

[13] , wherein the content of the polyol (a2) is 0.03 to 1.2 parts by weight (preferably 0.05 to 1.0 parts by weight, more preferably 0.08 to 0.9 parts by weight) relative to 1 part by weight of the compound (a1).

[0214]

[15] The composition according to any one of

[10] to

[14] , wherein the number average molecular weight of the polyol (a2) is 400 to 2500 (preferably 450 to 2400, more preferably 500 to 2300, further preferably 500 to 2200).

[0215]

[16] The composition according to any one of

[10] to

[15] , wherein the molecular weight dispersity of the polyol (a2) is 1 to 3.

[0216]

[17] The composition according to any one of [1] to

[16] , wherein the content of the polyol (a2) is 0.01 to 2.5 moles (preferably 0.03 to 2.0 moles, more preferably 0.05 to 1.5 moles, further preferably 0.08 to 1.0 moles) relative to 1 mole of the compound (a1).

[0217]

[18] The composition according to any one of [1] to

[17] , wherein, with respect to the compound (b), L in the formula (2’) 6 、L 7 is a linear alkylene group.

[0218]

[19] The composition according to any one of [1] to

[18] , wherein the NCO content in the isocyanate compound (B) is 17 to 25% by weight (preferably 18 to 24% by weight, more preferably 19 to 23% by weight).

[0219]

[20] The composition according to any one of [1] to

[19] , wherein the isocyanate compound (B) contains at least one of the following compounds selected from isocyanate compounds other than the compound (b): 1,6 - hexamethylene diisocyanate, 2,2,4 - trimethylhexamethylene diisocyanate, 2,4,4 - trimethylhexamethylene diisocyanate, toluene diisocyanate, xylylene diisocyanate, diphenylmethane diisocyanate, polyisocyanate obtained by hydrogenating xylylene diisocyanate, polyisocyanate obtained by hydrogenating diphenylmethane diisocyanate, 4,4'-dicyclohexylmethane diisocyanate, isophorone diisocyanate, trimers of these diisocyanates (excluding the isocyanate compound (b)), urethane formates of these diisocyanates, biurets of these diisocyanates, and adducts of these diisocyanates.

[0220]

[21] The composition according to any one of [1] to

[20] , wherein the content of the compound (b) in the isocyanate compound (B) is 60% by weight or more (preferably 70% by weight or more, more preferably 80% by weight or more, further preferably 90% by weight or more).

[0221]

[22] The composition according to any one of [1] to

[21] , wherein the equivalent ratio (NCO / OH) of the NCO groups in the isocyanate compound (B) and the OH groups in the polyol compound (A) in the composition is in the range of 0.2 to 2.0 (preferably 0.5 to 1.5, more preferably 0.7 to 1.3, further preferably 0.9 to 1.2).

[0222]

[23] The composition according to any one of [1] to

[22] , wherein the composition further contains 0.1 to 0.5 parts by weight of a polysiloxane derivative (C) based on 100 parts by weight in total of the polyol compound (A) and the isocyanate compound (B).

[0223]

[24] The composition according to

[23] , wherein the polysiloxane derivative (C) is a compound having a polydimethylsiloxane backbone (preferably polyether - modified polydimethylsiloxane, more preferably poly(ethylene oxide) - added polydimethylsiloxane).

[0224]

[25] The composition according to any one of [1] to

[24] , wherein the composition further contains a solvent represented by the formula (3).

[0225]

[26] The composition according to

[25] , wherein the solvent represented by formula (3) is at least one selected from the following solvents: ethylene glycol, propylene glycol, butylene glycol, 1,3 - butylene glycol, 1,4 - butylene glycol, 1,6 - hexanediol, diethylene glycol, triethylene glycol, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol monopropyl ether, dipropylene glycol monobutyl ether, ethylene glycol dimethyl ether, diethylene glycol dimethyl ether, propylene glycol dimethyl ether, propylene glycol methyl ethyl ether, propylene glycol methyl propyl ether, propylene glycol methyl butyl ether, dipropylene glycol dimethyl ether, dipropylene glycol methyl propyl ether, dipropylene glycol methyl butyl ether, ethylene glycol monoethyl ether acetate, ethylene glycol monopropyl ether acetate, ethylene glycol monobutyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, propylene glycol monoethyl ether acetate, dipropylene glycol monomethyl ether acetate, dipropylene glycol monoethyl ether acetate, and 3 - methoxybutyl acetate.

[0226]

[27] The composition according to

[25] , wherein the solvent represented by formula (3) is at least one selected from the following solvents: ethylene glycol monoethyl ether acetate, ethylene glycol monopropyl ether acetate, ethylene glycol monobutyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, propylene glycol monoethyl ether acetate, dipropylene glycol monomethyl ether acetate, dipropylene glycol monoethyl ether acetate, and 3 - methoxybutyl acetate.

[0227]

[28] The composition according to

[25] , wherein the solvent represented by formula (3) is at least one selected from the following solvents: ethylene glycol monoethyl ether acetate, and diethylene glycol monoethyl ether acetate.

[0228]

[29] The composition according to any one of [1] to

[28] is a coating agent.

[0229]

[30] A cured product which is a cured product of the composition according to any one of [1] to

[29] .

[0230]

[31] A plastic molded article, at least a part of the surface of which is coated with a film formed of the cured product according to

[30] .

[0231] Industrial applicability

[0232] The composition of the present disclosure can form a cured product having excellent adhesion to a substrate, hardness, abrasion resistance, and chemical resistance. Therefore, when used as a coating agent for coating a substrate, the composition can impart the above properties to the substrate. In addition, a plastic molded article in which at least a part of the surface is coated with the cured product of the composition of the present disclosure has a high surface hardness and excellent abrasion resistance and chemical resistance. Therefore, for example, even when the plastic molded article is touched with a hand attached with a sunscreen or the like, the plastic cured product on the coated surface does not peel off or become cloudy, and can maintain excellent appearance, adhesion, hardness, and abrasion resistance for a long time.

Claims

1. A composition comprising a polyol compound (A) and an isocyanate compound (B), wherein the content of the isocyanate compound (B) is 40 to 140 parts by weight relative to 100 parts by weight of the polyol compound (A), the polyol compound (A) contains only a compound (a1) having a number average molecular weight of less than 800 in terms of standard polystyrene and represented by the following formula (1), or contains the compound (a1) and a polyol (a2) having a number average molecular weight of 400 to 2500, [Chemical formula 1] R in the formula 1 ~R 3 are the same or different and are groups represented by the following formula (1a), [Chemical formula 2] In formula (1a), L 1 , L 2 which may be the same or different, represents an alkylene group having 1 to 10 carbon atoms, and m represents a number of 0 or more; wherein, For R 1 ~R 3 , m is not 0 at the same time; the wavy bonding bond is bonded to the nitrogen atom in the formula, the polyol (a2) is at least one selected from a polycaprolactone polyol and a polycarbonate polyol, the isocyanate compound (B) contains a compound (b) represented by the following formula (2), [Chemical formula 3] In formula (2), L 3 ~L 5 are the same or different and represent a hydrogen atom, an alkyl group having 1 to 10 carbon atoms with an NCO group or a group represented by the following formula (2'); wherein, L 3 ~L 5 are not simultaneously hydrogen atoms; [Chemical formula 4] In formula (2’), L 6 and L 7 are the same or different and each represents an alkylene group having 1 to 10 carbon atoms; the wavy bonding bond is bonded to the carbon atom of the alkyl group having 1 to 10 carbon atoms in L 3 to L 5 in formula (2).

2. The composition according to claim 1, wherein, the polyol (a2) is contained in a range of 0.01 to 1.5 parts by weight relative to 1 part by weight of the compound (a1), and its hydroxyl value is 30 to 300 KOHmg / g.

3. The composition according to claim 1 or 2, wherein, the equivalent ratio of the NCO group of the isocyanate compound (B) to the OH group of the polyol compound (A) in the composition, i.e., NCO / OH, is in the range of 0.2 to 2.

0.

4. The composition according to claim 1 or 2, wherein, the composition further contains 0.1 to 0.5 parts by weight of a polysiloxane derivative (C) relative to 100 parts by weight of the total of the polyol compound (A) and the isocyanate compound (B).

5. The composition according to claim 1 or 2, wherein, the composition further contains a solvent represented by the following formula (3), [Chemical formula 5] In formula (3), R 4 , R 6 are the same or different and represent a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and R 5 represents an alkylene group having 1 to 5 carbon atoms; s represents an integer of 1 or more, t represents 0 or 1; when s is an integer of 2 or more, a plurality of R 5 are optionally the same or different.

6. The composition according to claim 1 or 2, wherein, the composition is a coating agent.

7. A cured product which is a cured product of the composition according to any one of claims 1 to 6.

8. A plastic molded article, at least a part of the surface of which is coated with a film made of the cured product according to claim 7.

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