Coating agent, cured product, and laminate

Abstract

To provide a coating agent, a cured product and a laminate, in which the cured product exhibits good appearance.SOLUTION: A coating agent comprising methylated melamine resins, C4 to 8 aliphatic polyols and water.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present disclosure relates to coatings, cured products, and laminates. [Background technology]

[0002] Plastic substrates (e.g., ABS, PET, polycarbonate) and paper substrates (e.g., polyethylene-laminated paper) are used in various industrial products such as electronic devices and automotive parts. To impart functionality to these substrates, surface treatments are carried out using coating agents. In recent years, coating agents have become increasingly popular from the perspective of protecting the global environment. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] Patent Publication No. 2021-017592 [Patent Document 2] Japanese Patent Application Publication No. 2018-039993 Summary of the Invention [Problem to be solved by the invention]

[0004] The problem to be solved by the present invention is to provide a coating agent which contains water as a solvent and has a good appearance when cured. [Means for solving the problem]

[0005] The present disclosure provides the following: (Item 1) A coating agent comprising a methylated melamine resin, a C4-8 aliphatic polyol, and water. (Item 2) The coating agent according to the preceding item, which contains a curing catalyst. (Item 3) A cured product of the coating agent according to any one of the above items. (Item 4) A laminate comprising the cured product described in the above item.

[0006] In the present disclosure, one or more of the above-described features may be provided in further combinations in addition to the combinations explicitly stated. [Effects of the Invention]

[0007] The coating agent of the present invention exhibits good appearance when cured. DETAILED DESCRIPTION OF THE INVENTION

[0008] Throughout this disclosure, the range of the values ​​of the physical properties, contents, etc. may be set as appropriate (for example, by selecting from the values ​​described in each item below). Specifically, when the value α includes A3, A2, A1 (where A3>A2>A1), the range of the value α may include A3 or less, A2 or less, less than A3, less than A2, A1 or more, A2 or more, greater than A1, greater than A2, A1 to A2 (A1 or more and less than A2), A1 to A3, A2 to A3, A1 or more and less than A3, A1 or more and less than A2, A2 or more and less than A3, greater than A1 and less than A3, greater than A1 and less than A2, greater than A2 and less than A3, greater than A1 ... and the like.

[0009] As long as the problem to be solved by the present invention is solved, there are no particular limitations on the components, conditions, values, etc.

[0010] "αβ amount (A / B)" means the β amount (α) of A relative to 100% by mass of B. α can be expressed, for example, in mass %, mol %, or parts by mass. β amount can be expressed, for example, in content or amount used. "% by mass content (A / B)" means the content (% by mass) of A relative to 100% by mass of B.

[0011] The term "γ ratio (A / B)" refers to the γ ratio calculated by the formula "A÷B." Examples of the γ ratio include a mass ratio and a molar ratio.

[0012] "C···" means "having carbon number···." For example, a "C1-6 alkyl group" means an alkyl group having 1 to 6 carbon atoms. A "C6 alkyl group" means an alkyl group having 6 carbon atoms.

[0013] Examples of the alkyl group include a linear alkyl group, a branched alkyl group, and a cycloalkyl group.

[0014] Examples of the straight-chain alkyl group include a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an n-heptyl group, an n-octyl group, an n-nonyl group, and an n-decyl group.

[0015] Examples of branched alkyl groups include an iso-propyl group, a sec-butyl group, an iso-butyl group, a tert-butyl group, a 2-ethylhexyl group, a diethylpentyl group, a trimethylbutyl group, a trimethylpentyl group, and a trimethylhexyl group.

[0016] Examples of the cycloalkyl group include a monocyclic cycloalkyl group, a bridged ring cycloalkyl group, a fused ring cycloalkyl group, etc. A cycloalkyl group in which at least one hydrogen atom of the cycloalkyl group is substituted with an alkyl group is also considered to be a cycloalkyl group.

[0017] "Monocyclic ring" means a ring structure formed by covalent carbon bonds and having no internal bridges. "Fused ring" means a ring structure in which two or more monocyclic rings share two atoms (i.e., each ring shares only one edge (fused) with another). "Bridged ring" means a ring structure in which two or more monocyclic rings share three or more atoms.

[0018] Examples of the monocyclic cycloalkyl group include a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclodecyl group, and a 3,5,5-trimethylcyclohexyl group.

[0019] Examples of the bridged ring cycloalkyl group include a tricyclodecyl group, an adamantyl group, and a norbornyl group.

[0020] The alkyl group also includes a group formed by combining a linear alkyl group, a branched alkyl group, and a cycloalkyl group. Examples of the combined group include a cycloalkylalkyl group.

[0021] The cycloalkylalkyl group is represented by the following formula: R calkyl -R alkyl - (In the formula, R calkyl represents a cycloalkyl group. alkyl represents an alkyl group.

[0022] Examples of the alkylene group include a linear alkylene group, a branched alkylene group, and a cycloalkylene group.

[0023] Examples of the straight-chain alkylene group include a methylene group, an ethylene group, an n-propylene group, an n-butylene group, an n-pentylene group, an n-hexylene group, an n-heptylene group, an n-octylene group, an n-nonylene group, and an n-decamethylene group.

[0024] Examples of the branched alkylene group include a diethylpentylene group, a trimethylbutylene group, a trimethylpentylene group, and a trimethylhexylene group.

[0025] Examples of the cycloalkylene group include a monocyclic cycloalkylene group, a bridged ring cycloalkylene group, a fused ring cycloalkylene group, etc. In addition, one or more hydrogen atoms of the cycloalkylene group may be substituted with a linear or branched alkyl group.

[0026] Examples of the monocyclic cycloalkylene group include a cyclopentylene group, a cyclohexylene group, a cycloheptylene group, a cyclodecylene group, and a 3,5,5-trimethylcyclohexylene group.

[0027] Examples of the bridged ring cycloalkylene group include a tricyclodecylene group, an adamantylene group, and a norbornylene group.

[0028] Examples of the fused ring cycloalkylene group include a bicyclodecylene group.

[0029] The alkylene group also includes a group formed by combining a linear alkylene group, a branched alkylene group, and a cycloalkylene group, such as a cycloalkylene alkylene group and an alkylene cycloalkylene alkylene group.

[0030] The cycloalkylene alkylene group is represented by the following formula: -R calkylene -R alkylene - (In the formula, R calkylene represents a cycloalkylene group. alkylene represents an alkylene group.

[0031] The alkylenecycloalkylenealkylene group is represented by the following formula: -R alkylene -R calkylene -R alkylene - (In the formula, R calkylene represents a cycloalkylene group. alkylene represents an alkylene group.

[0032] [Coating agent] The present disclosure relates to a coating agent comprising a methylated melamine resin, a C4-8 aliphatic polyol, and water.

[0033] <Methylated melamine resin> The methylated melamine resins may be used alone or in combination of two or more.

[0034] "Methylated melamine resin" means a melamine resin composed only of structural units derived from the following melamine compounds. [ka] (In the formula, R m1 ~R m6is independently selected from a hydrogen atom, a hydroxymethyl group, and a methoxymethyl group. R m1 ~R m6 at least one of which is a methoxymethyl group.)

[0035] In one embodiment, the average degree of polymerization (methylated melamine resin) is preferably from 1.1 to 10.

[0036] "Full ether type methylated melamine" means a melamine compound in which all of the above R m1 ~R m6 are methoxymethyl groups. "Full ether type methylated melamine resin" means a resin composed only of structural units derived from full ether type methylated melamine.

[0037] The product (methylated melamine resin) includes, for example, Cymel 300, Cymel 301, Cymel 303LF, Cymel 350, Cymel 370N, Mycote 772-50, Cymel 325, Cymel 327, Cymel 703, Mycote 715, Mycote 775, Mycote 779, Cymel 701 (manufactured by Ornex Japan Co., Ltd.), Nikalac MW-30M, Nikalac MW-30, Nikalac MW-22, Nikalac MS-11, Nikalac MS-001, Nikalac MX-730, Nikalac MX-750, Nikalac MX-706, Nikalac MX-035 (manufactured by Sanwa Chemical Co., Ltd.), etc.

[0038] The mass% content (methylated melamine resin / non-solvent component) includes, for example, 90 mass%, 85 mass%, 80 mass%, 75 mass%, 70 mass%, 65 mass%, 60 mass%, 55 mass%, 50 mass%, 45 mass%, 40 mass%, 35 mass%, 30 mass%, 25 mass%, 20 mass%, etc. In one embodiment, the above content is preferably from 20 mass% to 90 mass%.

[0039] <C4-8 aliphatic polyol> C4-8 aliphatic polyols can be used alone or in combination of two or more.

[0040] "Polyol" means a compound having two or more hydroxyl groups (-OH).

[0041] The term "aliphatic polyol" refers to a polyol in which the portion excluding the hydroxyl group is an aliphatic group.

[0042] Examples of C4-8 aliphatic polyols include C4-8 saturated aliphatic polyols and C4-8 unsaturated aliphatic polyols.

[0043] Examples of C4-8 saturated aliphatic polyols include C4-8 linear saturated aliphatic polyols and C4-8 non-linear saturated aliphatic polyols.

[0044] Examples of C4-8 non-linear saturated aliphatic polyols include C4-8 branched saturated aliphatic polyols and C4-8 cyclic saturated aliphatic polyols.

[0045] In one embodiment, the C4-8 aliphatic polyol is preferably a C4-8 saturated aliphatic polyol, and more preferably a C4-8 branched saturated aliphatic polyol.

[0046] The term "straight-chain saturated aliphatic polyol" refers to a polyol in which all carbon atoms other than those substituted with hydroxyl groups are methylene groups (-CH2-).

[0047] Examples of C4 to C8 linear saturated aliphatic polyols include 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, 1,7-heptanediol, and 1,8-octanediol.

[0048] The term "branched saturated aliphatic polyol" refers to a polyol in which at least one carbon atom other than the carbon atom substituted with a hydroxyl group is not a methylene group (-CH2-).

[0049] Examples of C4 to C8 branched saturated aliphatic polyols include 1,2-butanediol, 1,3-butanediol, 2-methyl-1,3-propanediol, 1,4-pentanediol, neopentyl glycol, 1,5-hexanediol, 3-methyl-1,5-pentanediol, 1,6-heptanediol, 1,7-octanediol, trimethylolpropane, and pentaerythritol.

[0050] "Cyclic saturated aliphatic polyol" means an aliphatic polyol having cycloalkyl and / or cycloalkylene groups.

[0051] Examples of C4-8 cyclic saturated aliphatic polyols include cyclobutanediol, cyclopentanediol, cyclohexanediol, cycloheptanediol, cyclooctanediol, cyclohexanedimethanol, and 2,2,4,4-tetramethyl-1,3-cyclobutanediol.

[0052] The number of hydroxyl groups (C4-8 aliphatic polyol) is, for example, 2, 3, 4, etc. In one embodiment, the number of hydroxyl groups is preferably 2 to 4.

[0053] Examples of the molecular weight (C4-8 aliphatic polyol) include 146, 144, 136, 134, 132, 130, 118, 116, 104, 102, 90, and 88. In one embodiment, the molecular weight is preferably 88-146.

[0054] Examples of the SP value (C4-8 aliphatic polyol) include 16, 15.92, 15.9, 15.5, 15, 14.8, 14.5, 14.15, 14, 13.52, 13.5, 13.37, 13, and 12.9. In one embodiment, the SP value is preferably 12.9 to 16.

[0055] "SP value" means the solubility parameter. The SP value (δ) is calculated by the Fedors method based on the following formula (1):vap The molar volume (V) of a compound at 25°C and 25°C is calculated by adding up the constant values ​​attributable to the atoms and groups in the molecule. The unit of SP value is generally "cal". When converting to the SI unit system, "(cal / cm 3 ) 1 / 2 =2.046×10 3 (J / m 3 ) 1 / 2 " relationship can be utilized.

number

[0056] Examples of the mass % content (C4-8 aliphatic polyol / non-solvent component) include 60 mass %, 55 mass %, 50 mass %, 45 mass %, 40 mass %, 35 mass %, 30 mass %, 25 mass %, 20 mass %, 15 mass %, 10 mass %, 5 mass %, etc. In one embodiment, the content is preferably 5 mass % to 60 mass %.

[0057] <Water> Water may be used alone or in combination of two or more kinds.

[0058] Examples of water include ultrapure water, pure water, distilled water, ion-exchanged water, and tap water.

[0059] Examples of the mass % content (water / coating agent) include 95 mass %, 90 mass %, 85 mass %, 80 mass %, 75 mass %, 70 mass %, 65 mass %, 60 mass %, 55 mass %, 50 mass %, 45 mass %, 40 mass %, 35 mass %, 30 mass %, 25 mass %, 20 mass %, 15 mass %, 10 mass %, 5 mass %, etc. In one embodiment, the content is preferably 5 mass % to 95 mass %.

[0060] <Curing catalyst> In one embodiment, the coating agent may optionally contain a curing catalyst. The curing catalyst may be used alone or in combination of two or more.

[0061] The curing catalyst may be, for example, an acid catalyst.

[0062] Examples of the acid catalyst include inorganic acids, organic acids, and thermal acid generators.

[0063] Examples of inorganic acids include hydrochloric acid, sulfuric acid, nitric acid, and phosphoric acid.

[0064] Examples of the organic acid include organic carboxylic acids, organic sulfonic acids, and organic phosphoric acids.

[0065] Examples of the organic carboxylic acid include oxalic acid, acetic acid, and formic acid.

[0066] Examples of organic sulfonic acids include methanesulfonic acid, trifluoromethanesulfonic acid, isoprenesulfonic acid, camphorsulfonic acid, hexanesulfonic acid, octanesulfonic acid, nonanesulfonic acid, decanesulfonic acid, hexadecanesulfonic acid, benzenesulfonic acid, p-toluenesulfonic acid, cumenesulfonic acid, dodecylbenzenesulfonic acid, naphthalenesulfonic acid, and nonylnaphthalenesulfonic acid.

[0067] Examples of organic phosphoric acids include methyl acid phosphate, ethyl acid phosphate, propyl acid phosphate, isopropyl acid phosphate, butyl acid phosphate, butoxyethyl acid phosphate, octyl acid phosphate, 2-ethylhexyl acid phosphate, decyl acid phosphate, lauryl acid phosphate, stearyl acid phosphate, oleyl acid phosphate, behenyl acid phosphate, phenyl acid phosphate, nonylphenyl acid phosphate, and cyclohexyl acid phosphate. acid phosphate, phenoxyethyl acid phosphate, alkoxypolyethylene glycol acid phosphate, bisphenol A acid phosphate, dimethyl acid phosphate, diethyl acid phosphate, dipropyl acid phosphate, diisopropyl acid phosphate, dibutyl acid phosphate, dioctyl acid phosphate, di-2-ethylhexyl acid phosphate, dilauryl acid phosphate, distearyl acid phosphate, diphenyl acid phosphate, bisnonylphenyl acid phosphate, and the like.

[0068] Examples of the thermal acid generator include sulfonium salts, benzothiazolium salts, ammonium salts, and phosphonium salts.

[0069] Examples of the mass % content (curing catalyst / non-solvent component) include 10 mass %, 9 mass %, 7 mass %, 5 mass %, 3 mass %, 1 mass %, 0 mass %, etc. In one embodiment, the content is preferably 0 mass % to 10 mass %.

[0070] When a curing catalyst is included, the coating agent may optionally include a basic compound. The purpose of including a basic compound is, for example, to improve the pot life of the coating agent. The basic compounds may be used alone or in combination of two or more. Examples of the basic compound include ammonia, primary amines, secondary amines, tertiary amines, alkali metal compounds, and alkaline earth metal compounds. In one embodiment, the basic compound is preferably ammonia, primary amines, secondary amines, or tertiary amines, more preferably ammonia or tertiary amines, and even more preferably ammonia, trimethylamine, triethylamine, tributylamine, or the like. The reason for this preference is, for example, low-temperature curability.

[0071] Examples of the mass % content (basic compound / non-solvent component) include 5 mass %, 4 mass %, 3 mass %, 2 mass %, 1 mass %, 0 mass %, etc. In one embodiment, the content is preferably 0 mass % to 5 mass %.

[0072] <Hydroxyl group-containing silicone> In one embodiment, the coating agent may optionally contain a hydroxyl group-containing silicone. The hydroxyl group-containing silicone may be used alone or in combination of two or more kinds.

[0073] Examples of the hydroxyl group-containing silicone include hydroxyl group-containing organic modified silicone.

[0074] "Organo-modified silicone" refers to a compound in which an organic group has been introduced into silicone. Examples of organo-modified silicones include side-chain type organo-modified silicones, both-end type organo-modified silicones, one-end type organo-modified silicones, and side-chain both-end type organo-modified silicones.

[0075] Examples of hydroxyl-containing organically modified silicones include hydroxyl-containing silicone-modified acrylic resins, hydroxyl-containing polyester-modified silicones, hydroxyl-containing polyether-modified silicones, and hydroxyl-containing carbinol-modified silicones. In one embodiment, the hydroxyl-containing organically modified silicone is preferably hydroxyl-containing polyether-modified silicone, and more preferably hydroxyl-containing polyether-modified silicone. The reason for its preference is improved water solubility. The reason for its preference is reduced peel force.

[0076] Examples of the product (hydroxyl group-containing silicone-modified acrylic resin) include ZX-028-G (manufactured by T&K TOKA Corporation), BYK-SILCLEAN3700 (manufactured by BYK Japan Co., Ltd.), and Cymac US-270 (manufactured by Toagosei Co., Ltd.).

[0077] An example of the product (hydroxyl group-containing polyester-modified silicone) is BYK-370 (manufactured by BYK Japan KK).

[0078] Examples of the hydroxyl group-containing polyether-modified silicone resin include a hydroxyl group-containing polyether-partially modified silicone resin and a hydroxyl group-containing polyether-completely modified silicone resin.

[0079] The term "hydroxyl group-containing polyether partially modified silicone resin" refers to a silicone resin in which part of the modified portion is polyether.

[0080] Examples of the hydroxyl group-containing polyether partially modified silicone resin include hydroxyl group-containing polyether-modified / polyester-modified silicone resin.

[0081] The term "hydroxyl group-containing polyether-completely modified silicone resin" refers to a silicone resin in which all of the modified portions are polyethers.

[0082] Examples of the product (hydroxyl group-containing polyether-modified silicone) include BYK-375, BYK-377, BYK-SILCLEAN3720 (manufactured by BYK Japan K.K.), X-22-4952, X-22-4272, KF-6123 (manufactured by Shin-Etsu Chemical Co., Ltd.), and DOWSIL SF 8427 Fluid (manufactured by Dow-Toray Co., Ltd.).

[0083] Examples of the product (hydroxyl group-containing carbinol-modified silicone) include X-22-4039, X-22-4015, X-22-4952, X-22-4272, X-22-170BX, X-22-170DX, KF-6000, KF-6001, KF-6002, KF-6003, KF-6123, and X-22-176F (manufactured by Shin-Etsu Chemical Co., Ltd.), Silaplane FM-4411, Silaplane FM-4421, Silaplane FM-4425, Silaplane FM-0411, Silaplane FM-0421, Silaplane FM-0425, Silaplane FM-DA11, Silaplane FM-DA21, and Silaplane FM-DA26 (manufactured by JNC Corporation).

[0084] The number of hydroxyl groups (hydroxyl group-containing silicone) is, for example, 20, 15, 10, 9, 7, 5, 3, 2, or 1. In one embodiment, the number of hydroxyl groups is preferably 1 to 20.

[0085] Examples of the number average molecular weight (hydroxyl group-containing silicone) include 15,000, 14,000, 13,000, 12,000, 11,000, 10,000, 9,000, 8,000, 7,000, 6,000, 5,000, 4,000, 3,000, 2,000, and 1,000. In one embodiment, the number average molecular weight is preferably 1,000 to 15,000.

[0086] Examples of the mass % content (hydroxyl group-containing silicone / non-solvent component) include 20 mass %, 19 mass %, 17 mass %, 15 mass %, 13 mass %, 11 mass %, 10 mass %, 9 mass %, 7 mass %, 5 mass %, 3 mass %, 1 mass %, 0 mass %, etc. In one embodiment, the content is preferably 0 mass % to 20 mass %.

[0087] <Surfactant> In one embodiment, the coating agent may optionally contain a surfactant. The surfactant may be used alone or in combination of two or more kinds.

[0088] Examples of the surfactant include an acetylene-based surfactant, a fluorine-based surfactant, and a silicone-based surfactant.

[0089] Examples of the mass % content (surfactant / non-solvent component) include 5 mass %, 4.5 mass %, 4 mass %, 3.5 mass %, 3 mass %, 2.5 mass %, 2 mass %, 1.5 mass %, 1 mass %, 0.5 mass %, 0 mass %, etc. In one embodiment, the content is preferably 0 mass % to 5 mass %.

[0090] (acetylene surfactant) Examples of the acetylene surfactant include glycols containing an acetylene structure.

[0091] "Acetylenic structure-containing glycol" means a glycol having a carbon-carbon triple bond.

[0092] In one embodiment, the acetylene structure-containing glycol is represented by the following structural formula: [ka] (In the formula, R AG1 , R AG2 , R AG3 , R AG4 R each independently represents an alkyl group. AG5 , R AG6each independently represents an ethylene group or a propylene group; and a and b each independently represent an integer of 0 or greater.

[0093] Examples of the acetylene surfactant products include Surfynol 61, 82, 104E, 104H, 104A, 104BC, 104DPM, 104PA, 104PG-50, 420, 440, 465, 485, DF-110D, SE, and SE-F; Dynol 604 and 607 (manufactured by Evonik); Olfine E1004, E1010, E1020, PD-001, PD-002W, PD-004, PD-005, EXP. 4001, EXP. 4200, EXP. 4123, and EXP. 4300 (manufactured by Nissin Chemical Industry Co., Ltd.); and Acetylenol E40, E60, E100, E130T, and E200 (manufactured by Kawaken Fine Chemicals Co., Ltd.).

[0094] Examples of the mass % content (acetylene surfactant / non-solvent component) include 5 mass %, 4 mass %, 3 mass %, 2 mass %, 1 mass %, 0 mass %, etc. In one embodiment, the content is preferably 0 mass % to 5 mass %.

[0095] (Fluorosurfactant) Examples of the fluorine-containing surfactant include anionic fluorine-containing surfactants, cationic fluorine-containing surfactants, amphoteric fluorine-containing surfactants, and nonionic fluorine-containing surfactants.

[0096] Examples of the anionic fluorine-containing surfactant include a fluorine-containing surfactant containing a sodium sulfonate salt, and a fluorine-containing surfactant containing a sodium sulfonate salt and a sodium carboxylate salt.

[0097] Examples of cationic fluorine-containing surfactants include quaternary ammonium salt-containing fluorine-containing surfactants.

[0098] Examples of amphoteric fluorine-containing surfactants include betaine-containing fluorine-containing surfactants.

[0099] Examples of nonionic fluorine-containing surfactants include polyoxyethylene ether-containing fluorine-containing surfactants, fluorine-containing, hydrophilic, and lipophilic group-containing oligomers, and fluorine-containing, hydrophilic, lipophilic, and UV-reactive group-containing oligomers.

[0100] Examples of the product (fluorine-based surfactant) include Futagent 100, 100C, 110, 150, 150CH, 300, 310, 320, 400SW, 251, 212M, 215M, 250, 222F, 245F, 208, FTX-218, DFX-18, 710FL, 710FS, 730LM, 683, 601AD, 601ADH2, 602, 650AC, and 681 (manufactured by Neos Co., Ltd.).

[0101] Examples of the mass % content (fluorosurfactant / non-solvent component) include 5 mass %, 4.5 mass %, 4 mass %, 3.5 mass %, 3 mass %, 2.5 mass %, 2 mass %, 1.5 mass %, 1 mass %, 0.5 mass %, 0 mass %, etc. In one embodiment, the content is preferably 0 mass % to 5 mass %.

[0102] (Silicone surfactant) "Silicone surfactant" means a surfactant having a polydimethylsiloxane skeleton.

[0103] In one embodiment, the silicone surfactant is preferably a hydroxyl group-free silicone surfactant.

[0104] Examples of the product (silicone surfactant) include BYK-302, 307, 325N, 326, 327, 330, 331, 333, 342, 345, 346, 347, 348, 349, 378, 3450, 3451, 3455, and 3456 (manufactured by BYK), and Silface SAG503A (manufactured by Nissin Chemical Industry Co., Ltd.).

[0105] In one embodiment, the silicone surfactant is preferably a hydroxyl-free polyether-modified silicone, more preferably a hydroxyl-free polyether-modified silicone, which is (more) preferred because it reduces peeling force.

[0106] Examples of the mass % content (silicone surfactant / non-solvent component) include 5 mass %, 4.5 mass %, 4 mass %, 3.5 mass %, 3 mass %, 2.5 mass %, 2 mass %, 1.5 mass %, 1 mass %, 0.5 mass %, 0 mass %, etc. In one embodiment, the content is preferably 0 mass % to 5 mass %.

[0107] <Organic solvents> In one embodiment, the coating agent may optionally contain an organic solvent. The organic solvent may be used alone or in combination of two or more kinds.

[0108] Examples of the organic solvent include ketone solvents, alcohol solvents, glycol ether solvents, ester solvents, and amide solvents.

[0109] Examples of the ketone solvent include methyl ethyl ketone, acetylacetone, methyl isobutyl ketone, cyclopentanone, and cyclohexanone.

[0110] Examples of the alcohol solvent include methanol, ethanol, n-propanol, isopropanol, n-butanol, i-butanol, and t-butanol.

[0111] Examples of glycol ether solvents include ethylene glycol dimethyl ether, ethylene glycol diethyl ether, propylene glycol dimethyl ether, propylene glycol diethyl ether, diethylene glycol dimethyl ether, triethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol diethyl ether, propylene glycol monomethyl ether, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol mono-n-propyl ether, ethylene glycol monoisopropyl ether, ethylene glycol mono-n-butyl ether, ethylene glycol monoisobutyl ether, and ethylene glycol mono-t-butyl ether.

[0112] Examples of the ester solvent include ethyl acetate, butyl acetate, methyl cellosolve acetate, ethyl cellosolve acetate, and propylene glycol monomethyl ether acetate.

[0113] The amide solvent may, for example, be dimethylformamide.

[0114] Examples of the mass % content (organic solvent / coating agent) include 30 mass %, 25 mass %, 20 mass %, 15 mass %, 10 mass %, 5 mass %, 0 mass %, etc. In one embodiment, the content is preferably 0 mass % to 30 mass %.

[0115] Examples of the mass % content (organic solvent / total solvent) include 50 mass %, 45 mass %, 40 mass %, 35 mass %, 30 mass %, 25 mass %, 20 mass %, 15 mass %, 10 mass %, 5 mass %, 0 mass %, etc. In one embodiment, the content is preferably 0 mass % to 50 mass %.

[0116] Examples of the mass % content (non-solvent component / coating agent) include 95 mass %, 90 mass %, 85 mass %, 80 mass %, 75 mass %, 70 mass %, 65 mass %, 60 mass %, 55 mass %, 50 mass %, 45 mass %, 40 mass %, 35 mass %, 30 mass %, 25 mass %, 20 mass %, 15 mass %, 10 mass %, 5 mass %, etc. In one embodiment, the content is preferably 5 mass % to 95 mass %.

[0117] "Non-solvent components" means components other than organic solvents and water.

[0118] <Additives> The coating agent may optionally contain an agent (additive) that does not fall into any of the above categories.

[0119] Examples of additives include anti-slip agents, preservatives, rust inhibitors, pH adjusters, antioxidants, pigments, dyes, lubricants, leveling agents, acrylic resins, polyesters, polyurethanes, polybutadiene, polyisoprene, polychloroprene, polypentadiene, polybutene, polyisobutylene, polystyrene, isoprene-butadiene copolymers, styrene-isoprene copolymers, polyolefins, carboxylic acid anhydrides, and long-chain alkyl group-containing alcohols.

[0120] In one embodiment, the content in parts by mass (additive / coating agent) is preferably less than 1 part by mass, less than 0.1 part by mass, less than 0.01 part by mass, 0 part by mass, or the like.

[0121] In one embodiment, the content in parts by mass (additive / methylated melamine resin) is preferably less than 1 part by mass, less than 0.1 part by mass, less than 0.01 part by mass, 0 part by mass, or the like.

[0122] In one embodiment, the content in parts by mass (additive / C4-8 aliphatic polyol) is preferably less than 1 part by mass, less than 0.1 part by mass, less than 0.01 part by mass, or 0 part by mass.

[0123] In one embodiment, the content in parts by mass (additive / water) is preferably less than 1 part by mass, less than 0.1 part by mass, less than 0.01 part by mass, 0 part by mass, or the like.

[0124] The coating agent can be produced by dispersing and mixing the above agents.

[0125] Examples of the dispersing and mixing means include a stirrer, an emulsifying disperser, and an ultrasonic dispersing device.

[0126] Examples of uses (coating agents) include release coating agents, thermosetting release coating agents, water-based coating agents, water-based release coating agents, and water-based thermosetting release coating agents.

[0127] [Cured product] The present disclosure relates to a cured product of the above coating agent.

[0128] In one embodiment, the cured product may be, for example, a thermoset product, etc. Curing conditions may be, for example, the conditions described below.

[0129] [Laminate] The present disclosure relates to a laminate comprising the cured product.

[0130] In one embodiment, the laminate has a cured coating on one or both sides of the substrate.

[0131] The amount of cured product (laminate) is preferably 0.01 g / m 2 ~10g / m 2 More preferably, 0.05 g / m 2 ~8g / m 2 Examples include:

[0132] <Base material> Examples of the substrate include polyester, polycarbonate, polystyrene, polyimide, polyolefin, polyepoxy resin, triacetyl cellulose resin, ABS resin, AS resin, norbornene resin, and polyethylene laminated paper.

[0133] Examples of polyester include polyethylene terephthalate, polytrimethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, and polybutylene naphthalate.

[0134] Examples of the coating method include spraying, roll coating, reverse roll coating, gravure coating, knife coating, bar coating, and dot coating.

[0135] The curing method may be, for example, heating.

[0136] The heating method may be, for example, a circulating air dryer, etc. The drying (curing) temperature may be, for example, 90° C. to 170° C. The drying time may be, for example, 30 seconds to 2 minutes. [Example]

[0137] The present invention will be described in detail below through examples and comparative examples. However, the above description and the following examples are not intended to limit the present invention. The present invention is limited only by the claims. Unless otherwise specified below, numerical values ​​such as parts and % are based on mass.

[0138] Example 1 A coating agent was obtained by mixing 85 parts by mass of Cymel 303LF (methylated melamine resin), 15 parts by mass of 3-methyl-1,5-pentanediol, and 100 parts by mass of ion-exchanged water.

[0139] Unless otherwise specified, other examples were carried out in the same manner as above, except for the changes shown in the table below. Note that the value in parts by mass (excluding water) is the value of the non-volatile content (non-solvent components). [Table 1] [Table 2] [Table 3] Cymel 303LF: Full ether type methylated melamine resin, manufactured by Allnex Japan Co., Ltd. Cymel 370N: Methylol-type methylated melamine resin, non-volatile content 88%, manufactured by Allnex Japan Co., Ltd. Nikalac MX-730: Imino-methylated melamine resin, non-volatile content 80%, manufactured by Sanwa Chemical Co., Ltd. U-Ban 20SE60: Butylated melamine resin, non-volatile content 60%, manufactured by Mitsui Chemicals, Inc. GM-30: Adeka Polyether GM-30, manufactured by ADEKA Corporation, ethylene oxide adduct of trimethylolpropane, hydroxyl value 535 mg KOH / g to 565 mg KOH / g

[0140] (exterior) The appearance was inspected visually. 〇:Transparent △: Slightly cloudy ×: Insoluble matter precipitated, cloudy

[0141] Reference example 1 A mixture of 60 parts of Cymel 303LF, 40 parts of 3-methyl-1,5-pentanediol, 1 part of BYK-377, 1 part of Dynol 607, 4 parts of paratoluenesulfonic acid monohydrate, 1.3 parts of 28% aqueous ammonia, and 423 parts of ion-exchanged water was then mixed. The mixture was then applied to a PET film using a bar coater to a dry thickness of 0.5 μm, and dried at 120°C for 1 minute to obtain a laminate. BYK-377: Polyether-modified hydroxyl-containing polydimethylsiloxane, manufactured by BYK Japan Co., Ltd. Dynol 607: Acetylene glycol leveling agent, Evonik

[0142] Reference example 2 A laminate was obtained in the same manner as in Reference Example 1, except that 1 part of BYK-377 was changed to 4 parts of BYK-375. BYK-375: Polyether-polyester modified hydroxyl-containing polydimethylsiloxane, manufactured by BYK Japan Co., Ltd. Non-volatile content: 25%

[0143] Reference example 3 A laminate was obtained in the same manner as in Reference Example 1, except that Dynol 607 was changed to Silface SAG503A (polyether-modified hydroxyl-free silicone, manufactured by Nissin Chemical Industry Co., Ltd.).

[0144] Peeling force A polyester adhesive tape (31B tape, 25 mm wide, manufactured by Nitto Denko Corporation) was applied to the cured product while pressing it with a 2 kg roller, and the tape was stored at 23°C for 1 hour. The tape was then pulled at an angle of 180° at a peeling rate of 0.3 m / min, and the force (mN / 25 mm) required to peel it was measured.

[0145] Solvent resistance The cured product was rubbed with a cotton swab soaked in methyl ethyl ketone to confirm dissolution of the cured product. 〇: Does not dissolve ×: Melts [Table 4]

Claims

1. A coating agent comprising a methylated melamine resin, a C4-8 aliphatic polyol and water.

2. The coating agent of claim 1 , further comprising a curing catalyst.

3. A cured product of the coating agent according to claim 1 or 2.

4. A laminate comprising the cured product according to claim 3.

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