Coating agent, cured product, and laminate

By using a combination of methylated melamine resin and C4-8 aliphatic polyols with water, the problem of poor appearance of the cured coating was solved, and good appearance and performance of the cured product were achieved.

CN121450183APending Publication Date: 2026-02-03ARAKAWA CHEM IND LTD
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Patent Information

Application Number
CN202511007915.X
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2024-08-02
Filing Date
2025-07-22
Publication Date
2026-02-03

AI Technical Summary

Technical Problem

The use of water as a solvent in existing coating agents results in poor appearance of the cured product, affecting product quality.

Method used

A coating agent is formed by using a combination of methylated melamine resin, C4-8 aliphatic polyols and water, possibly with the addition of a curing catalyst, to prepare cured products with good appearance.

Benefits of technology

The cured coating exhibits excellent appearance and performance, meeting the requirements of industrial applications.

✦ Generated by Eureka AI based on patent content.

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Abstract

[Problem] To provide a coating agent, a cured product, and a laminate. [Technical means] A coating agent comprising a methylated melamine resin, a C4-8 aliphatic polyol, and water.
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Description

TECHNICAL FIELD

[0001] The present disclosure relates to a coating agent, a cured product, and a laminate. BACKGROUND

[0002] In various industrial products such as electronic devices, automobile parts, and the like, plastic substrates (ABS, PET, polycarbonate, and the like), paper substrates (polyethylene laminated paper, and the like) are used. From the viewpoint of imparting functionality to such substrates, surface treatment is performed by a coating agent. In recent years, from the viewpoint of protecting the earth's environment, a coating agent is required. [Patent Literature] [Patent Literature]

[0003] [Patent Literature 1] Japanese Patent Application Laid-Open No. 2021-017592 [Patent Literature 2] Japanese Patent Application Laid-Open No. 2018-039993 SUMMARY [Problems to be Solved by the Invention]

[0004] The problem to be solved by the present application is to provide a coating agent containing water as a solvent, a cured product having a good appearance. [Means of Solving the Problems]

[0005] According to the present disclosure, the following items are provided. (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 above item, comprising 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 according to the above item.

[0006] In the present disclosure, the one or more features can be further combined to provide, in addition to the explicitly shown combinations. [Advantages]

[0007] The cured product of the coating agent of the present application exhibits a good appearance. DETAILED DESCRIPTION

[0008] In the entire present disclosure, the range of each physical property value, content, and the like can be suitably set (for example, selected from the values described in each of the following items). Specifically, in the case where A3, A2, Al (set as A3 > A2 > Al), and the like are cited as the value of α, the range of the value of α can be exemplified by A3 or less, A2 or less, less than A3, less than A2, Al or more, A2 or more, greater than Al, greater than A2, Al to A2 (Al or more and A2 or less), Al to A3, A2 to A3, Al or more and less than A3, Al or more and less than A2, A2 or more and less than A3, greater than Al and less than A3, greater than Al and less than A2, greater than A2 and less than A3, greater than Al and A3 or less, greater than Al and A2 or less, greater than A2 and A3 or less, and the like.

[0009] Each component, condition, value, and the like is not particularly limited as long as the problem to be solved by the present application is solved.

[0010] The "αβ amount (A / B)" means the β amount (α) of A with respect to 100 α of B. The α is exemplified by mass%, mole%, parts by mass, and the like. The β amount is exemplified by content, use amount, and the like. The "mass% content (A / B)" means the content (mass%) of A with respect to 100 mass% of B.

[0011] The "γ ratio (A / B)" means the γ ratio calculated by the formula "A ÷ B". The γ ratio is exemplified by mass ratio, mole ratio, and the like.

[0012] "C···" means "··· of carbon number". For example, "C1-6 alkyl" means an alkyl group of carbon number 1-6. "C6 alkyl" means an alkyl group of carbon number 6.

[0013] The alkyl group is exemplified by linear alkyl group, branched alkyl group, cyclic alkyl group, and the like.

[0014] The linear alkyl group is exemplified by methyl group, ethyl group, n-propyl group, n-butyl group, n-pentyl group, n-hexyl group, n-heptyl group, n-octyl group, n-nonyl group, n-decyl group, and the like.

[0015] The branched alkyl group is exemplified by isopropyl group, sec-butyl group, isobutyl group, tert-butyl group, 2-ethylhexyl group, diethylpentyl group, trimethylbutyl group, trimethylpentyl group, trimethylhexyl group, and the like.

[0016] The cyclic alkyl group is exemplified by monocyclic cyclic alkyl group, bridged cyclic alkyl group, fused cyclic alkyl group, and the like. In addition, a group in which at least one hydrogen atom of the cyclic alkyl group is substituted with an alkyl group is also regarded as the cyclic alkyl group.

[0017] "Single ring" means a ring structure formed by covalent bonds of carbon, which has no bridged structure inside. "Fused ring" means a ring structure in which two or more single rings share two atoms (i.e., only one of the edges of each ring is shared (fused) with each other). "Bridged ring" means a ring structure in which two or more single rings share three or more atoms.

[0018] Single ring cycloalkyl groups are exemplified by cyclopentyl, cyclohexyl, cycloheptyl, cyclodecyl, 3,5,5-trimethylcyclohexyl, and the like.

[0019] Bridged ring cycloalkyl groups are exemplified by tricyclodecyl, adamantyl, norbornyl, and the like.

[0020] Further, alkyl groups also include groups in which a straight chain alkyl group, a branched chain alkyl group, a cycloalkyl group are combined. Such combined groups are exemplified by cycloalkylalkyl groups, and the like.

[0021] Cycloalkylalkyl groups are represented by the following formula. R calkyl -R alkyl - (In the formula, R calkyl represents a cycloalkyl group. R alkyl represents an alkyl group.)

[0022] Alkylene groups are exemplified by straight chain alkylene groups, branched chain alkylene groups, cycloalkylene groups, and the like.

[0023] Straight chain alkylene groups are exemplified by methylene, ethylene, n-propylene, n-butylene, n-pentylene, n-hexylene, n-heptylene, n-octylene, n-nonylene, n-decylene, and the like.

[0024] Branched chain alkylene groups are exemplified by diethylpentylene, trimethylbutylene, trimethylpentylene, trimethylhexylene, and the like.

[0025] Cycloalkylene groups are exemplified by single ring cycloalkylene groups, bridged ring cycloalkylene groups, fused ring cycloalkylene groups, and the like. Further, one or more hydrogen atoms of a cycloalkylene group can be substituted with a straight chain alkyl group or a branched chain alkyl group.

[0026] Single ring cycloalkylene groups are exemplified by cyclopentylene, cyclohexylene, cycloheptylene, cyclodecylene, 3,5,5-trimethylcyclohexylene, and the like.

[0027] Bridged ring cycloalkylene groups are exemplified by tricyclodecylene, adamantylene, norbornylene, and the like.

[0028] Fused ring cycloalkylene groups are exemplified by bicyclodecylene, and the like.

[0029] Further, alkylene groups also include groups in which a straight chain alkylene group, a branched chain alkylene group, a cycloalkylene group are combined. Such combined groups are exemplified by cycloalkylenealkylene, alkylene cycloalkylenealkylene, and the like.

[0030] Cycloalkylenealkylene is represented by the following formula. -R calkylene -R alkylene - (In the formula, R calkylene represents cycloalkylene. R alkylene represents alkylene.)

[0031] Alkylene cycloalkylene alkylene is represented by the following formula. -R alkylene -R calkylene -R alkylene - (In the formula, R calkylene represents cycloalkylene. R alkylene represents alkylene.)

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

[0033] <Methylated melamine resin> The methylated melamine resin can be used alone or two or more kinds can be used.

[0034] The "methylated melamine resin" refers to a melamine resin composed only of structural units from the following melamine compound. [Chemical ML] (In the formula, R m1 ~R m6 each independently selected from a hydrogen atom, a methylol group, a methoxymethyl group. At least one of R m1 ~R m6 is a methoxymethyl group.)

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

[0036] The "all-ether type methylated melamine" refers to a melamine compound in which all of R m1 ~R m6 are methoxymethyl groups. The "all-ether type methylated melamine resin" refers to a resin composed only of structural units from the all-ether type methylated melamine.

[0037] Examples of the product (methylated melamine resin) include CYMEL 300, CYMEL 301, CYMEL 303LF, CYMEL 350, CYMEL 370N, MYCOAT 772-50, CYMEL 325, CYMEL 327, CYMEL 703, MYCOAT 715, MYCOAT 775, MYCOAT 779, CYMEL 701 (all of which are manufactured by Orix Japan Corporation), 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 (all of which are manufactured by Sanwa Chemical Industry Co., Ltd.), and the like.

[0038] Examples of the content (methylated melamine resin / non-solvent component) by mass% include 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%, and the like. In one embodiment, the content is preferably selected from the range of 20 mass% to 90 mass%.

[0039] "C4-8 aliphatic polyol" means a polyol in which a moiety other than a hydroxyl group is an aliphatic group. The C4-8 aliphatic polyol can be used alone or two or more kinds thereof can be used.

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

[0041] "Aliphatic polyol" means a polyol in which a moiety other than a hydroxyl group is an aliphatic group.

[0042] Examples of the C4-8 aliphatic polyol include a C4-8 saturated aliphatic polyol, a C4-8 unsaturated aliphatic polyol, and the like.

[0043] Examples of the C4-8 saturated aliphatic polyol include a C4-8 straight-chain saturated aliphatic polyol, a C4-8 non-straight-chain saturated aliphatic polyol, and the like.

[0044] Examples of the C4-8 non-straight-chain saturated aliphatic polyol include a C4-8 branched-chain saturated aliphatic polyol, a C4-8 cyclic saturated aliphatic polyol, and the like.

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

[0046] "Linear saturated aliphatic polyol" means a polyol in which all carbon atoms other than the carbon atoms substituted with hydroxyl groups are methylene groups (-CH2-).

[0047] C4-8linear saturated aliphatic polyols are exemplified by 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, 1,7-heptanediol, 1,8-octanediol, and the like.

[0048] "Branched saturated aliphatic polyol" means a polyol in which at least one of the carbon atoms other than the carbon atoms substituted with hydroxyl groups is not a methylene group (-CH2-).

[0049] C4-8branched saturated aliphatic polyols are exemplified by 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, pentaerythritol, and the like.

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

[0051] C4-8cyclic saturated aliphatic polyols are exemplified by cyclobutanediol, cyclopentanediol, cyclohexanediol, cycloheptanediol, cyclooctanediol, cyclohexanedimethanol, 2,2,4,4-tetramethyl-1,3-cyclobutanediol, and the like.

[0052] The number of hydroxyl groups (C4-8aliphatic polyol) is exemplified by 2, 3, 4, and the like. In one embodiment, the number of hydroxyl groups is preferably selected from 2 to 4.

[0053] The molecular weight (C4-8aliphatic polyol) is exemplified by 146, 144, 136, 134, 132, 130, 118, 116, 104, 102, 90, 88, and the like. In one embodiment, the molecular weight is preferably selected from 88 to 146.

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

[0055] "SP value" means solubility parameter. The SP value (δ) is calculated by Fedors method based on the following formula (1). The molar evaporation heat (ΔEvap ) and the molar volume (V) of the compound at 25°C are each calculated by adding fixed values attributed to atoms or groups in the molecule. The unit of the SP value is generally "cal". When converted into the SI unit system, "(cal / cm 3 ) 1 / 2 = 2.046 x 10 3 (J / m 3 ) 1 / 2 " relationship. [Formula 1] (ΔE vap represents the molar heat of evaporation of the compound (cal / mol). V represents the molar volume of the compound at 25°C (cm 3 / mol).

[0056] The mass % content (C4-8 aliphatic polyol / non-solvent component) is exemplified by 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 exemplified by 5 mass % to 60 mass %.

[0057] <Water> The water can be used alone or two or more kinds can be used.

[0058] The water is exemplified by ultrapure water, pure water, distilled water, ion-exchange water, tap water, etc.

[0059] The mass % content (water / coating agent) is exemplified by 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 exemplified by 5 mass % to 95 mass %.

[0060] <Solidification Catalyst> In one embodiment, the coating agent can optionally contain a solidification catalyst. The solidification catalyst can be used alone or two or more kinds can be used.

[0061] The solidification catalyst is exemplified by acid catalysts, etc.

[0062] The acid catalyst is exemplified by inorganic acids, organic acids, thermal acid generators, etc.

[0063] The inorganic acid is exemplified by hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, etc.

[0064] Organic acids include, for example, organic carboxylic acids, organic sulfonic acids, organic phosphoric acids, and the like.

[0065] Organic carboxylic acids include, for example, oxalic acid, acetic acid, formic acid, and the like.

[0066] Organic sulfonic acids include, for example, methane sulfonic acid, trifluoromethane sulfonic acid, isoprene sulfonic acid, camphor sulfonic acid, hexane sulfonic acid, octane sulfonic acid, nonane sulfonic acid, decane sulfonic acid, hexadecane sulfonic acid, benzene sulfonic acid, p-toluene sulfonic acid, cumene sulfonic acid, dodecylbenzene sulfonic acid, naphthalene sulfonic acid, nonyl naphthalene sulfonic acid, and the like.

[0067] Organic phosphoric acids include, for example, 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, cyclohexyl acid phosphate, phenoxyethyl acid phosphate, alkoxy polyethylene 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, dinonylphenyl acid phosphate, and the like.

[0068] Thermal acid generators include, for example, sulfonium salts, benzothiazolium salts, ammonium salts, phosphonium salts, and the like.

[0069] The content of the curing catalyst / non-solvent component (mass %) is, for example, 10 mass %, 9 mass %, 7 mass %, 5 mass %, 3 mass %, 1 mass %, 0 mass %, or the like. In one embodiment, the content is preferably selected from the range of 0 mass % to 10 mass %.

[0070] In the case where the coating agent contains a curing catalyst, the coating agent can optionally contain a basic compound. The purpose includes, for example, improvement of the pot life of the coating agent. The basic compound can be used alone or two or more kinds can be used in combination. The basic compound includes, for example, ammonia, primary amines, secondary amines, tertiary amines, alkali metal compounds, alkaline earth metal compounds, and the like. In one embodiment, the basic compound is preferably selected from the group consisting of ammonia, primary amines, secondary amines, tertiary amines, more preferably from the group consisting of ammonia, tertiary amines, and further preferably from the group consisting of ammonia, trimethylamine, triethylamine, tributylamine, and the like. The preferable reason includes, for example, low-temperature curability.

[0071] The content of the basic compound / non-solvent component (mass %) is, for example, 5 mass %, 4 mass %, 3 mass %, 2 mass %, 1 mass %, 0 mass %, or the like. In one embodiment, the content is preferably selected from the range of 0 mass % to 5 mass %.

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

[0073] The hydroxyl-containing silicone is, for example, a hydroxyl-containing organomodified silicone or the like.

[0074] The "organomodified silicone" refers to a compound in which an organic group is introduced into a silicone. The organomodified silicone is, for example, a side chain type organomodified silicone, a two-terminal type organomodified silicone, a single-terminal type organomodified silicone, a side chain two-terminal type organomodified silicone, or the like.

[0075] The hydroxyl-containing organomodified silicone is, for example, a hydroxyl-containing silicone-modified acrylic resin, a hydroxyl-containing polyester-modified silicone, a hydroxyl-containing polyether-modified silicone, a hydroxyl-containing carbinoI-modified silicone derived from methanol, or the like. In one embodiment, the hydroxyl-containing organomodified silicone is preferably selected from a hydroxyl-containing polyether-modified silicone, and more preferably from a hydroxyl-containing polyether-perfect-modified silicone. The reason for the preference is that water solubility is improved. The reason for the further preference is that the release force is reduced.

[0076] The product (hydroxyl-containing silicone-modified acrylic resin) is, for example, ZX-028-G (manufactured by T&K TOKA), BYK-SILCLEAN 3700 (manufactured by BYK CHEMICAL JAPAN), SYMAC US-270 (manufactured by DOW CORNING TORAY SILICONE CO., LTD.), or the like.

[0077] The product (hydroxyl-containing polyester-modified silicone) is, for example, BYK-370 (manufactured by BYK CHEMICAL CO., LTD.), or the like.

[0078] The hydroxyl-containing polyether-modified silicone resin is, for example, a hydroxyl-containing polyether-partial-modified silicone resin, a hydroxyl-containing polyether-perfect-modified silicone resin, or the like.

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

[0080] The hydroxyl-containing polyether-partial-modified silicone resin is, for example, a hydroxyl-containing polyether-modified / polyester-modified silicone resin, or the like.

[0081] The "hydroxyl-containing polyether-perfect-modified silicone resin" refers to a silicone resin in which the entire modified portion is polyether.

[0082] Products (hydroxyl group-containing polyether-modified silicone) such as BYK-375, BYK-377, BYK-SILCLEAN 3720 (manufactured by BYK-Chemie (Japan) Inc.), X-22-4952, X-22-4272, KF-6123 (manufactured by Shin-Etsu Chemical Co., Ltd.), DOWSIL SF 8427 Fluid (manufactured by Dow Corning (Japan) Co., Ltd.), and the like are exemplified.

[0083] Products (hydroxyl group-containing alcohol-modified silicone derived from methanol) such as 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, 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, Silaplane FM-DA26 (manufactured by JNC Corp.), and the like are exemplified.

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

[0085] The number average molecular weight (hydroxyl group-containing silicone) is exemplified by 15000, 14000, 13000, 12000, 11000, 10000, 9000, 8000, 7000, 6000, 5000, 4000, 3000, 2000, 1000, and the like. In one embodiment, the number average molecular weight is preferably exemplified by 1000 to 15000.

[0086] The mass % content (hydroxyl group-containing silicone / non-solvent component) is exemplified by 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 %, and the like. In one embodiment, the content is preferably exemplified by 0 mass % to 20 mass %.

[0087] < Surface active agent > In one embodiment, the coating agent can optionally contain a surfactant. The surfactant can be used alone or two or more kinds can be used.

[0088] The surfactant is exemplified by, for example, acetylene-based surfactants, fluorine-based surfactants, silicone-based surfactants, and the like.

[0089] The mass % content (surfactant / non-solvent component) is exemplified by, for example, 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 %, and the like. In one embodiment, the content is preferably exemplified by 0 mass % to 5 mass %.

[0090] (acetylene-based surfactant) The acetylene-based surfactant is exemplified by, for example, diols containing an acetylene structure and the like.

[0091] The "diol containing an acetylene structure" refers to a diol having a carbon-carbon triple bond.

[0092] In one embodiment, the diol containing an acetylene structure is represented by the following formula.

Chemical Formula AG

[0093] The product (acetylene-based surfactant) is exemplified by, for example, SURFYNOL 61, 82, 104E, 104H, 104A, 104BC, 104DPM, 104PA, 104PG-50, 420, 440, 465, 485, DF-110D, SE, SE-F; DYNOL 604, 607; OLFINE E1004, E1010, E1020, PD-001, PD-002W, PD-004, PD-005, EXP.4001, EXP.4200, EXP.4123, EXP.4300 (manufactured by Nippon Shokubai Co., Ltd.); ACETYLENOL E40, E60, E100, E130T, E200 (manufactured by Kawaken Fine Chemicals, Ltd.).

[0094] The content (acetylene-based surfactant / non-solvent component) is, for example, 5 mass%, 4 mass%, 3 mass%, 2 mass%, 1 mass%, 0 mass%, or the like. In one embodiment, the content is preferably 0 mass% to 5 mass%.

[0095] (Fluorine-based surfactant) The fluorine-based surfactant is, for example, an anionic fluorine-containing surfactant, a cationic fluorine-containing surfactant, an amphoteric fluorine-containing surfactant, a nonionic fluorine-containing surfactant.

[0096] The anionic fluorine-containing surfactant is, for example, a fluorine-containing surfactant containing a sodium salt of sulfonic acid, a fluorine-containing surfactant containing a sodium salt of sulfonic acid and a sodium salt of carboxylic acid, or the like.

[0097] The cationic fluorine-containing surfactant is, for example, a fluorine-containing surfactant containing a quaternary ammonium salt, or the like.

[0098] The amphoteric fluorine-containing surfactant is, for example, a fluorine-containing surfactant containing betaine, or the like.

[0099] The nonionic fluorine-containing surfactant is, for example, a fluorine-containing surfactant containing a polyoxyethylene ether, an oligomer containing a fluorine group, a hydrophilic group, and a lipophilic group, an oligomer containing a fluorine group, a hydrophilic group, a lipophilic group, and a UV-reactive group, or the like.

[0100] The product (fluorine-based surfactant) is, for example, FTERGENT 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, 681 (manufactured by NEOS Corporation), or the like.

[0101] The content (fluorine-based surfactant / non-solvent component) is, for example, 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%, or the like. In one embodiment, the content is preferably 0 mass% to 5 mass%.

[0102] (Silicone-based surfactant) The "silicone-based surfactant" refers to a surfactant having a polydimethylsiloxane skeleton.

[0103] In one embodiment, the silicone-based surfactant is preferably a silicone-based surfactant not containing a hydroxyl group.

[0104] The product (silicone-based surfactant) is exemplified by, for example, BYK-302, 307, 325N, 326, 327, 330, 331, 333, 342, 345, 346, 347, 348, 349, 378, 3450, 3451, 3455, 3456 (manufactured by BYK), SILFACE SAG 503A (manufactured by Nisshin Chemical Co., Ltd.), and the like.

[0105] In one embodiment, the silicone-based surfactant is preferably exemplified by a polyether-modified silicone not containing a hydroxyl group, and more preferably by a polyether-fully-modified silicone not containing a hydroxyl group. The (more) preferable reason is that the release force is reduced.

[0106] The content (silicone-based surfactant / non-solvent component) by mass% is exemplified by, for example, 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%, and the like. In one embodiment, the content is preferably exemplified by 0 mass% to 5 mass%.

[0107] <Organic Solvent> In one embodiment, the coating agent can optionally contain an organic solvent. The organic solvent can be used alone or two or more kinds can be used.

[0108] The organic solvent is exemplified by, for example, a ketone solvent, an alcohol solvent, a glycol ether solvent, an ester solvent, an amide solvent, and the like.

[0109] The ketone solvent is exemplified by, for example, methyl ethyl ketone, acetylacetone, methyl isobutyl ketone, cyclopentanone, cyclohexanone, and the like.

[0110] The alcohol solvent is exemplified by, for example, methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, t-butanol, and the like.

[0111] The glycol ether solvent is exemplified by, for example, 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 mono-isopropyl ether, ethylene glycol mono-n-butyl ether, ethylene glycol mono-isobutyl ether, ethylene glycol mono-t-butyl ether, and the like.

[0112] The ester solvent is exemplified by, for example, ethyl acetate, butyl acetate, methyl cellosolve acetate, ethyl cellosolve acetate, propylene glycol monomethyl ether acetate, and the like.

[0113] The amide solvent is exemplified by, for example, dimethylformamide, and the like.

[0114] The content (organic solvent / coating agent) by mass% is exemplified by 30 mass%, 25 mass%, 20 mass%, 15 mass%, 10 mass%, 5 mass%, 0 mass%, and the like. In one embodiment, the content is preferably exemplified by 0 mass% to 30 mass%.

[0115] The content (organic solvent / total solvent) by mass% is exemplified by 50 mass%, 45 mass%, 40 mass%, 35 mass%, 30 mass%, 25 mass%, 20 mass%, 15 mass%, 10 mass%, 5 mass%, 0 mass%, and the like. In one embodiment, the content is preferably exemplified by 0 mass% to 50 mass%.

[0116] The content (non-solvent component / coating agent) by mass% is exemplified by 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%, and the like. In one embodiment, the content is preferably exemplified by 5 mass% to 95 mass%.

[0117] The "non-solvent component" refers to a component other than the organic solvent and water.

[0118] <Additives> The coating agent can optionally contain an agent (additive) other than any of the above.

[0119] The additive is exemplified by a slip agent, a preservative, a rust preventive, a pH adjustor, an antioxidant, a pigment, a dye, a lubricant, a leveling agent, an acrylic resin, a polyester, a polyurethane, a polybutadiene, a polyisoprene, a polychloroprene, a polypentene, a polybutene, a polyisobutylene, a polystyrene, an isoprene-butadiene copolymer, a styrene-isoprene copolymer, a polyolefin, a carboxylic anhydride, an alcohol containing a long-chain alkyl group, and the like.

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

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

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

[0123] In one embodiment, the content of the mass parts (additive / water) is preferably selected from the group consisting of less than 1 mass part, less than 0.1 mass part, less than 0.01 mass part, 0 mass part, and the like.

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

[0125] The dispersing and mixing means are exemplified by a mixer, an emulsifying disperser, an ultrasonic dispersing device, and the like.

[0126] The use (coating agent) is exemplified by a release coating agent, a thermosetting release coating agent, a water-based coating agent, a water-based release coating agent, a water-based thermosetting release coating agent, and the like.

[0127] [Curable product] The present disclosure relates to a curable product of the coating agent.

[0128] In one embodiment, the curable product is exemplified by a thermosetting product, and the like. The curing conditions are exemplified by the conditions described later, and the like.

[0129] [Laminate] The present disclosure relates to a laminate including the curable product.

[0130] In one embodiment, the laminate has the curable product of the coating agent on one side or both sides of a substrate.

[0131] The amount of the curable product (laminate) is preferably selected from the group consisting of 0.01 g / m 2 ~ 10 g / m 2 , more preferably 0.05 g / m 2 ~ 8 g / m 2 .

[0132] <Substrate> The substrate is exemplified by a polyester, a polycarbonate, a polystyrene, a polyimide, a polyolefin, a polyepoxy resin, a triacetyl cellulose resin, an acrylonitrile butadiene styrene (ABS) resin, an acrylonitrile styrene (AS) resin, a norbornene-based resin, a polyethylene laminated paper, and the like.

[0133] The polyester is exemplified by a polyethylene terephthalate, a polypropylene terephthalate, a polybutylene terephthalate, a polyethylene naphthalate, a polybutylene naphthalate, and the like.

[0134] The coating method is exemplified by spraying, a roll coater, a reverse roll coater, a gravure coater, a blade coater, a bar coater, a dot coater, and the like.

[0135] The curing method is exemplified by heating, and the like.

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

[0137] Hereinafter, the present application will be specifically described by examples and comparative examples. However, the above description and the following examples are not described with the purpose of limiting the present application. The present application is limited only to the scope of the claims. Hereinafter, the values of parts, %, etc. are mass-based unless otherwise specified.

[0138] Example 1 CYMEL 303LF (methylated melamine resin) 85 parts by mass, 3-methyl-1,5-pentanediol 15 parts by mass, and ion exchange water 100 parts by mass were mixed to obtain a coating agent.

[0139] The other examples were performed in the same manner as described above except that the following table was changed unless otherwise specified. Furthermore, the values of parts by mass (except water) are values of non-volatile components (non-solvent components). [Table 1] [Table 2] [Table 3] CYMEL 303LF: all-ether type methylated melamine resin, manufactured by Kyowamethylol type methylated melamine resin, non-volatile component concentration 88%, manufactured by Kyowa NIKALAC MX-730: imino type methylated melamine resin, non-volatile component concentration 80%, manufactured by Sankyo Co., Ltd. U-VAN 20SE60: butylated melamine resin, non-volatile component concentration 60%, manufactured by Mitsui Chemicals, Inc. GM-30: ADEKA polyether GM-30, manufactured by ADEKA Co., Ltd., trimethylolpropane ethylene oxide adduct, hydroxyl value 535 mgKOH / g to 565 mgKOH / g

[0140] (External appearance) The external appearance was visually inspected. O: transparent Δ: slightly turbid X: insoluble matter precipitated, turbid

[0141] Reference Example 1 A mixture of 60 parts CYMEL 303LF, 40 parts 3-methyl-1,5-pentanediol, 1 part BYK-377, 1 part DYNOL 607, 4 parts p-toluenesulfonic acid monohydrate, 1.3 parts 28% ammonia, and 423 parts deionized water was prepared. The mixture was then applied to a PET film using a rod coater to achieve a dry film thickness of 0.5 μm. The film was dried at 120°C for 1 minute to obtain the laminate. BYK-377: Polyether-modified hydroxyl-containing polydimethylsiloxane, manufactured by BYK Chemical Co., Ltd., Japan. DYNOL607: Acetylene-based polyether leveling agent, Evonik Industries, Inc.

[0142] See Example 2 Except for changing 1 part of BYK-377 to 4 parts of BYK-375, the laminate was obtained in the same manner as in Reference Example 1. BYK-375: A hydroxyl-containing polydimethylsiloxane modified with ether-polyester structure, manufactured by BYK Chemical Co., Ltd., Japan, with a non-volatile component concentration of 25%.

[0143] See Example 3 Except for replacing DYNOL 607 with SILFACE SAG503A (polyether-modified hydroxyl-free silicone, manufactured by Nichishin Chemical Industry Co., Ltd.), the laminate was obtained in the same manner as in Reference Example 1.

[0144] Peeling force Polyester adhesive tape (manufactured by Nitto Denko Corporation, 31B tape: 25mm wide) was pressed onto the cured material using a 2kg roller while simultaneously bonding, and stored at 23°C for 1 hour. Next, the tape was pulled at a 180° angle and a peel speed of 0.3m / min, and the peeling force (mN / 25mm) was measured.

[0145] Solvent resistance Wipe the hardened material with a cotton swab soaked in methyl ethyl ketone to confirm its dissolution. 〇: Does not dissolve ×: Dissolve Table 4 Reference Example 1 Reference Example 2 Reference Example 3 Peeling force 100 2000 100 Solvent resistance 〇 〇 〇

Claims

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

2. The coating agent according to claim 1, 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.

Citation Information

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