Release coating agent, cured product, and laminate

Abstract

To provide a release coating agent, a cured product, and a laminate.SOLUTION: A release coating agent includes a polymer, a melamine resin, and an organic solvent, wherein the polymer includes a C8 to 28 alkyl (meth)acrylate unit, and the organic solvent includes a monoalcohol solvent.SELECTED DRAWING: None

Description

[Technical Field]

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

[0002] Release films are used as process films for cast film formation of urethane resins, acrylic resins, vinyl chloride resins, etc.; protective films for adhesive layers of adhesive tapes, adhesive sheets, adhesive films, etc.; and process films for manufacturing electronic components such as ceramic green sheets and printed circuit boards.

[0003] Various types of release coating agents have been proposed for producing release films. For example, Patent Document 1 describes a release treatment agent containing a base agent made of a reaction product of a polymer (A) selected from vinyl alcohol polymers or polyethyleneimines with a long-chain alkyl isocyanate. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Japanese Patent Application Laid-Open No. 2000-119608 Summary of the Invention [Problem to be solved by the invention]

[0005] The problem to be solved by the present invention is to provide a release coating agent having good initial stability and low temperature stability. [Means for solving the problem]

[0006] The present disclosure provides the following: (Item 1) 1. A release coating comprising: The release coating comprises a polymer, a melamine resin, and an organic solvent; The polymer contains a C8-28 alkyl (meth)acrylate unit, The release coating agent, wherein the organic solvent comprises a monoalcohol solvent. (Item 2) The release coating according to the preceding item, which comprises a polyol. (Item 3) A cured product of the release coating agent according to any one of the preceding items. (Item 4) A laminate comprising the cured product described in the above item.

[0007] 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]

[0008] The release coatings of the present invention exhibit good initial and low temperature stability. DETAILED DESCRIPTION OF THE INVENTION

[0009] 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.

[0010] 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.

[0011] "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.

[0012] 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.

[0013] "Non-volatile content" refers to the total mass of components other than organic solvents and water. In one embodiment, "non-volatile content of A" refers to the total mass of components remaining when 1 g of A is heated at 150°C and reaches a constant weight.

[0014] "(Meth)acrylic" means "acrylic and / or methacrylic". "(Meth)acrylate" means "acrylate and / or methacrylate". "(Meth)acryloyl" means "acryloyl and / or methacryloyl".

[0015] "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.

[0016] Examples of the alkyl group include a linear alkyl group, a branched alkyl group, and a cycloalkyl group.

[0017] 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.

[0018] 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.

[0019] 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.

[0020] "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.

[0021] 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.

[0022] Examples of the bridged ring cycloalkyl group include a tricyclodecyl group, an adamantyl group, and a norbornyl group.

[0023] 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.

[0024] 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.

[0025] Examples of the alkylene group include a linear alkylene group, a branched alkylene group, and a cycloalkylene group.

[0026] 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.

[0027] Examples of the branched alkylene group include a diethylpentylene group, a trimethylbutylene group, a trimethylpentylene group, and a trimethylhexylene group.

[0028] 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.

[0029] 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.

[0030] Examples of the bridged ring cycloalkylene group include a tricyclodecylene group, an adamantylene group, and a norbornylene group.

[0031] Examples of the fused ring cycloalkylene group include a bicyclodecylene group.

[0032] 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.

[0033] 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.

[0034] 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.

[0035] [Release coating agent: coating agent] The present disclosure provides a release coating comprising: The release coating comprises a polymer, a melamine resin, and an organic solvent; The polymer contains a C8-28 alkyl (meth)acrylate unit, The organic solvent relates to a release coating agent that includes a monoalcohol solvent.

[0036] <Polymer> The polymers may be used alone or in combination of two or more.

[0037] (C8-28 alkyl group-containing (meth)acrylic acid ester unit) The C8-28 alkyl group-containing (meth)acrylic acid esters can be used alone or in combination of two or more.

[0038] Examples of the C8-28 alkyl group-containing (meth)acrylic acid ester include C8-28 linear alkyl group-containing (meth)acrylic acid ester.

[0039] Examples of C8 to C28 linear alkyl group-containing (meth)acrylic acid esters include octyl (meth)acrylate, nonyl (meth)acrylate, decyl (meth)acrylate, undecyl (meth)acrylate, lauryl (meth)acrylate, tridecyl (meth)acrylate, myristyl (meth)acrylate, pentadecyl (meth)acrylate, palmityl (meth)acrylate, heptadecyl (meth)acrylate, stearyl (meth)acrylate, nonadecyl (meth)acrylate, icosyl (meth)acrylate, heneicosyl (meth)acrylate, tetracosyl (meth)acrylate, and octacosyl (meth)acrylate.

[0040] The mass % content (C8~28 alkyl group-containing (meth)acrylic acid ester unit / polymer) is, for example, 99.5 mass%, 99 mass%, 98 mass%, 97 mass%, 96 mass%, 95 mass%, 94 mass%, 92 mass%, 91 mass%, 90 mass%, 88 mass%, 87 mass%, 85 mass%, 83 mass%, 82 mass%, 81 mass%, 80 mass%, 79 mass%, 77 mass%, 75 mass%, 73 mass%, 71 mass%, 70 mass%, 69 mass%, 67 mass%, 65 mass%, 63 mass%, 60 mass%, 59 mass%, 58 quality Amount%, 55% by mass, 50% by mass, 49% by mass, 47% by mass, 45% by mass, 43% by mass, 40% by mass, 38% by mass, 35% by mass, 33% by mass, 31% by mass, 30% by mass. Examples of the content include 25% by mass, 20% by mass, etc. In one embodiment, the content is preferably 20% by mass to 99.5% by mass.

[0041] Examples of the mole percent content (C8 to 28 alkyl group-containing (meth)acrylic acid ester units / polymer) include 99 mole%, 98 mole%, 97 mole%, 96 mole%, 95 mole%, 94 mole%, 92 mole%, 91 mole%, 90 mole%, 88 mole%, 87 mole%, 85 mole%, 83 mole%, 82 mole%, 81 mole%, 80 mole%, 79 mole%, 77 mole%, 75 mole%, 73 mole%, 71 mole%, 70 mole%, 69 mole%, 67 mole%, 65 mole%, 63 mole%, 61 mole%, 60 mole%, 59 mole%, 58 mole%, 55 mole%, 50 mole%, 49 mole%, 45 mole%, 43 mole%, 40 mole%, 38 mole%, 35 mole%, 33 mole%, 31 mole%, 30 mole%, 25 mole%, and 20 mole%. In one embodiment, the content is preferably 20 mol % to 99 mol %.

[0042] (hydroxyl group-containing (meth)acrylic acid ester unit) In one embodiment, the polymer may contain hydroxyl group-containing (meth)acrylic acid ester units. The hydroxyl group-containing (meth)acrylic acid esters may be used alone or in combination of two or more.

[0043] Examples of hydroxyl group-containing (meth)acrylic acid esters include 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 6-hydroxyhexyl (meth)acrylate, 8-hydroxyoctyl (meth)acrylate, 1,4-cyclohexanedimethanol mono(meth)acrylate, and glycerin mono(meth)acrylate.

[0044] The mass % content (hydroxyl group-containing (meth)acrylic ester unit / polymer) is, for example, 70 mass%, 69 mass%, 67 mass%, 65 mass%, 63 mass%, 60 mass%, 59 mass%, 58 mass%, 55 mass%, 50 mass%, 49 mass%, 45 mass%, 43 mass%, 40 mass%, 38 mass%, 35 mass%, 33 mass%, 31 mass%, 30 mass% Mass%, 29 mass%, 27 mass%, 25 mass%, 23 mass%, 21 mass%, 20 mass%, 19 mass%, 18 mass%, 15 mass%, 12 mass%, 10 mass%, 9 mass%, Examples include 7% by mass, 6% by mass, 5% by mass, 4% by mass, 3% by mass, 2% by mass, 1.5% by mass, 1.1% by mass, 1% by mass, 0.9% by mass, 0.5% by mass, and 0% by mass. In one embodiment, the content is preferably 0% by mass to 70% by mass.

[0045] Examples of the molar content (hydroxyl group-containing (meth)acrylic acid ester units / polymer) include 80 mol%, 79 mol%, 77 mol%, 75 mol%, 73 mol%, 71 mol%, 70 mol%, 69 mol%, 67 mol%, 65 mol%, 63 mol%, 60 mol%, 59 mol%, 58 mol%, 55 mol%, 50 mol%, 49 mol%, 45 mol%, 43 mol%, 40 mol%, 38 mol%, 35 mol%, 33 mol%, 31 mol%, 30 mol%, 25 mol%, 20 mol%, 18 mol%, 15 mol%, 12 mol%, 10 mol%, 9 mol%, 7 mol%, 5 mol%, 4 mol%, 3 mol%, 2 mol%, 1.5 mol%, 1.1 mol%, 1 mol%, and 0 mol%. In one embodiment, the content is preferably 0 mol% to 80 mol%.

[0046] (C1-7 alkyl group-containing (meth)acrylic acid ester unit) In one embodiment, the polymer may contain a C1-7 alkyl group-containing (meth)acrylic acid ester unit. The C1-7 alkyl group-containing (meth)acrylic acid ester may be used alone or in combination of two or more.

[0047] Examples of the C1-7 alkyl group-containing (meth)acrylic acid ester include C1-7 linear alkyl group-containing (meth)acrylic acid ester and C1-7 branched alkyl group-containing (meth)acrylic acid ester.

[0048] Examples of C1 to C7 linear alkyl group-containing (meth)acrylic acid esters include methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, n-butyl (meth)acrylate, n-pentyl (meth)acrylate, n-hexyl (meth)acrylate, and n-heptyl (meth)acrylate.

[0049] Examples of the (meth)acrylic acid ester containing a C1-7 branched alkyl group include iso-propyl (meth)acrylate, iso-butyl (meth)acrylate, and sec-butyl (meth)acrylate.

[0050] Examples of the mass % content (C1-7 alkyl group-containing (meth)acrylic acid ester units / polymer) include 30 mass%, 29 mass%, 27 mass%, 25 mass%, 23 mass%, 21 mass%, 20 mass%, 18 mass%, 15 mass%, 12 mass%, 10 mass%, 9 mass%, 7 mass%, 5 mass%, 4 mass%, 3 mass%, 2 mass%, 1.5 mass%, 1.1 mass%, 1 mass%, 0.9 mass%, 0.5 mass%, 0.1 mass%, and 0 mass%. In one embodiment, the content is preferably 0 mass% to 30 mass%.

[0051] Examples of the molar content (C1 to 7 alkyl group-containing (meth)acrylic acid ester units / polymer) include 30 mol%, 25 mol%, 20 mol%, 18 mol%, 15 mol%, 12 mol%, 10 mol%, 9 mol%, 7 mol%, 5 mol%, 4 mol%, 3 mol%, 2 mol%, 1.5 mol%, 1.1 mol%, 1 mol%, 0.9 mol%, 0.5 mol%, 0.1 mol%, and 0 mol%. In one embodiment, the content is preferably 0 mol% to 30 mol%.

[0052] Monomer units other than those mentioned above: Other monomer units The polymer may optionally contain units of monomers other than those mentioned above (other monomers). The other monomers may be used alone or in combination of two or more kinds.

[0053] Examples of other monomers include acrylic acid, styrene, alkenyl (meth)acrylate, (meth)acrylamide, (meth)acrylonitrile, polyfunctional (meth)acrylate, and polycyclic aliphatic hydrocarbon group-containing monomers.

[0054] Examples of the mass % content (other monomer units / polymer) include less than 5 mass %, less than 4 mass %, less than 3 mass %, less than 2 mass %, less than 1 mass %, less than 0.1 mass %, and 0 mass %.

[0055] Examples of the mol % content (other monomer units / polymer) include less than 5 mol %, less than 4 mol %, less than 3 mol %, less than 2 mol %, less than 1 mol %, less than 0.1 mol %, and 0 mol %.

[0056] <Physical properties: Polymer> Examples of the glass transition temperature (polymer) include 60°C, 55°C, 50°C, 45°C, 40°C, 35°C, 30°C, 25°C, 20°C, 15°C, 13°C, 12°C, 10°C, 5°C, 3°C, 0°C, -5°C, -10°C, -15°C, -20°C, -22°C, -25°C, -28°C, -30°C, -35°C, -40°C, -41°C, -45°C, -50°C, -51°C, -55°C, and -60°C. In one embodiment, the glass transition temperature is preferably -60°C to 60°C.

[0057] The glass transition temperature is calculated using the Fox equation. Fox equation: 1 / Tg = (Wa / Tga) + (Wb / Tgb) + + (Wn / Tgn) Tg: Glass transition temperature of the copolymer (K) Wa: mass% of monomer A Tga: Glass transition temperature of the homopolymer of monomer A (K) Wb: mass% of monomer B Tgb: Glass transition temperature of the homopolymer of monomer B (K) Wn: mass% of monomer N Tgn: Glass transition temperature (K) of the homopolymer of monomer N

[0058] The number average molecular weight Mn (polymer) is, for example, 80,000, 75,000, 60,000, 50,000, 40,000, 30,000, 25,000, 24,700, 24,000, 23,000, 20,000, 19,500, 19,000, 18,500, 18,000, 17,500, 17,000, 16,500, 16,000, 1580 Examples of the number average molecular weight include 0, 15700, 15500, 15000, 14900, 14500, 14400, 14300, 14200, 14000, 13800, 13700, 13600, 13500, 13000, 12500, 12000, 11500, 11200, 11000, 10000, 9000, and 8000. In one embodiment, the number average molecular weight is preferably 8000 to 80000.

[0059] The weight average molecular weight Mw (polymer) is, for example, 200,000, 190,000, 170,000, 150,000, 100,000, 90,000, 75,000, 60,000, 59,000, 57,000, 55,000, 54,400, 54,000, 53,000, 52,500, 52,300, 52,000, 51,000, 50,000, 49,000, 48,000, 47,200, 47,000, 46,200, 46,000, 45 Examples of the weight average molecular weight include 300, 45000, 44000, 43000, 42800, 42000, 41000, 40100, 40000, 39500, 39000, 38100, 38000, 37500, 37400, 37000, 36000, 35000, 34000, 33000, 32300, 32000, 31000, 30000, 29000, 25000, 24000, 22000, and 20000. In one embodiment, the weight average molecular weight is preferably 20000 to 200000.

[0060] The weight-average molecular weight and number-average molecular weight can be determined as polystyrene equivalent values ​​measured by gel permeation chromatography (GPC) in an appropriate solvent. Detailed conditions include, for example, the following conditions. Model: Product name "HLC-8220" (manufactured by Tosoh Corporation) Column: Product name "PLgel MIXED-C" (Agilent Technology) x 2 Developing solvent, flow rate: tetrahydrofuran, 1.0 mL / min Measurement temperature: 40℃ Detector: RI Standard: Monodisperse polystyrene Polymer concentration: 0.2%

[0061] Examples of the hydroxyl value (polymer) include 300 mgKOH / g, 275 mgKOH / g, 250 mgKOH / g, 225 mgKOH / g, 200 mgKOH / g, 175 mgKOH / g, 150 mgKOH / g, 125 mgKOH / g, 100 mgKOH / g, 75 mgKOH / g, 50 mgKOH / g, 25 mgKOH / g, 22 mgKOH / g, 20 mgKOH / g, 15 mgKOH / g, 10 mgKOH / g, 9 mgKOH / g, 7 mgKOH / g, 5 mgKOH / g, 4 mgKOH / g, 2 mgKOH / g, and 1 mgKOH / g. In one embodiment, the hydroxyl value is preferably 1 mgKOH / g to 300 mgKOH / g.

[0062] The hydroxyl value is measured by a method in accordance with JIS K0070 (neutralization titration method).

[0063] When the amount of the monomer used in producing the polymer can be accurately determined and the polymerization rate is high, the hydroxyl value can be calculated by the following formula. Hydroxyl value = [(mass of hydroxyl-containing monomers per 1 g of total monomers charged × number of hydroxyl groups per molecule of hydroxyl-containing monomer) / molecular weight of hydroxyl-containing monomer] × 56.11 (molecular weight of KOH) × 1000

[0064] <Manufacturing method (polymer)> The production method (polymer) may be, for example, radical polymerization.

[0065] The radical polymerization initiator may be used alone or in combination of two or more thereof. Examples of the radical polymerization initiator include inorganic peroxides, organic peroxides, and azo compounds.

[0066] Examples of inorganic peroxides include hydrogen peroxide, ammonium persulfate, and potassium persulfate.

[0067] Examples of organic peroxides include benzoyl peroxide, dicumyl peroxide, and lauryl peroxide.

[0068] Examples of the azo compound include 2,2'-azobisisobutyronitrile, 2,2'-azobis(2-methylbutyronitrile), and dimethyl-2,2'-azobisisobutyrate.

[0069] The amount used in parts by mass (radical polymerization initiator / total monomer components) is preferably 1 to 10 parts by mass.

[0070] In the preparation of the polymer, a chain transfer agent may be optionally used. The chain transfer agent may be used alone or in combination of two or more.

[0071] Examples of the chain transfer agent include lauryl mercaptan, dodecyl mercaptan, 2-mercaptobenzothiazole, bromotrichloromethane, and α-methylstyrene dimer.

[0072] The amount used in parts by mass (chain transfer agent / total monomer components) is preferably about 0 to 5 parts by mass.

[0073] The polymerization temperature is preferably 50°C to 140°C.

[0074] The polymerization time is preferably 1 hour to 10 hours.

[0075] Examples of the mass% content (polymer / coating agent nonvolatile content) include 95 mass%, 90 mass%, 85 mass%, 80 mass%, 75 mass%, 70 mass%, 65 mass%, 60 mass%, 59 mass%, 55 mass%, 52 mass%, 50 mass%, 47 mass%, 45 mass%, 43 mass%, 40 mass%, 35 mass%, 33 mass%, 30 mass%, 25 mass%, 20 mass%, 15 mass%, 10 mass%, 9.9 mass%, 9.8 mass%, 9.5 mass%, 9 mass%, 8 mass%, 7 mass%, 6 mass%, 5 mass%, 4 mass%, 3 mass%, 2 mass%, 1 mass%, 0.5 mass%, 0.2 mass%, 0.1 mass%, etc. In one embodiment, the content is preferably 0.1 mass% to 95 mass%.

[0076] <Melamine resin> The melamine resins may be used alone or in combination of two or more.

[0077] Examples of the melamine resin include melamine resins containing structural units derived from the following melamine compounds. [ka] (In the formula, R m1 ~R m6 are each independently selected from a hydrogen atom, a methylol group, a methoxymethyl group, an ethoxymethyl group, an n-butoxymethyl group, and an isobutoxymethyl group.

[0078] In one embodiment, the average degree of polymerization of the melamine resin is preferably 1.1 to 10.

[0079] The melamine resin is preferably a methylated melamine resin or a butylated melamine resin, and more preferably a full-ether type methylated melamine resin, a full-ether type butylated melamine resin or a full-ether type methyl-butylated melamine resin.

[0080] "Methylated melamine" is the above R m1 ~R m6"Fully ether-type methylated melamine" refers to a melamine compound in which at least one of the above R m1 ~R m6 means a melamine compound in which all of the units are methoxymethyl groups. "Methylated melamine resin" means a resin composed only of structural units derived from methylated melamine. "Full ether type methylated melamine resin" means a resin composed only of structural units derived from full ether type methylated melamine.

[0081] "Butylated melamine" is the same as above R m1 ~R m6 "Fully etherified melamine" refers to a melamine compound in which at least one of the R m1 ~R m6 is a melamine compound in which all of the groups are either n-butoxymethyl groups or isobutoxymethyl groups. "Butylated melamine resin" means a resin composed only of structural units derived from butylated melamine. "Full ether type butylated melamine resin" means a resin composed only of structural units derived from full ether type butylated melamine.

[0082] "Fully etherified methyl-butylated melamine" is the same as the above R m1 ~R m6 "Full-ether type methyl-butylated melamine resin" means a resin composed only of structural units derived from full-ether type methyl-butylated melamine.

[0083] Commercially available melamine resins include, for example, Cymel 300, Cymel 301, Cymel 303LF, Cymel 350, Cymel 370N, Cymel 771, Cymel 325, Cymel 327, Cymel 703, Cymel 712, Cymel 701, Cymel 266, Cymel 267, Cymel 285, Cymel 232, Cymel 235, Cymel 236, Cymel 238, Cymel 272, Cymel 212, Cymel 253, and Cymel 370N. Imel 254, Cymel 202, Cymel 207, Mycoat 506 (all manufactured by Allnex Japan Co., Ltd.), Nikalac MW-30M, Nikalac MW-30, Nikalac MW-30HM, Nikalac MW-390, Nikalac MW-100LM, Nikalac MX-750LM, Nikalac MW-22, Nikalac MS-21, Nikalac MS-11, Nikalac MW-24X, Nikalac MS-001, Nikalac MX -002, Nikalac MX-730, Nikalac MX-750, Nikalac MX-708, Nikalac MX-706, Nikalac MX-042, Nikalac MX-035, Nikalac MX-45, Nikalac MX-43, Nikalac MX-417, Nikalac MX-410 (all manufactured by Sanwa Chemical Co., Ltd.), U-Ban 20SB, U-Ban 20SE60, U-Ban 21R, U-Ban 22R, U-Ban 122, U-Ban 125, Examples of such copolymers include U-Van 220, U-Van 225, U-Van 228, and U-Van 2020 (all manufactured by Mitsui Chemicals, Inc.), Amidea J-820-60, Amidea L-109-65, Amidea L-117-60, Amidea L-127-60, Amidea 13-548, Amidea G-821-60, Amidea L-110-60, Amidea L-125-60, and Amidea L-166-60B (all manufactured by DIC Corporation).

[0084] Examples of the mass% content (melamine resin / non-volatile content of coating agent) include 60 mass%, 55 mass%, 50 mass%, 48 mass%, 45 mass%, 40 mass%, 35 mass%, 33 mass%, 30 mass%, 28 mass%, 26 mass%, 25 mass%, 20 mass%, etc. In one embodiment, the content is preferably 20 mass% to 60 mass%.

[0085] <Monoalcohol solvent> The monoalcohol solvents may be used alone or in combination of two or more.

[0086] The term "monoalcohol solvent" refers to an organic solvent having one hydroxyl group.

[0087] Examples of the monoalcohol solvent include monoaliphatic alcohol solvents.

[0088] Examples of mono-aliphatic alcohol solvents include C1-4 mono-aliphatic alcohol solvents.

[0089] Examples of C1-4 monoaliphatic alcohol solvents include methanol, ethanol, n-propanol, isopropanol, n-butanol, i-butanol, and t-butanol.

[0090] Examples of the mass % content (monoalcohol solvent / coating agent) include 50 mass %, 45 mass %, 40 mass %, 35 mass %, 30 mass %, 25 mass %, 20 mass %, 15 mass %, 10 mass %, 5 mass %, 1 mass %, 0.5 mass %, 0.25 mass %, etc. In one embodiment, the content is preferably 0.25 mass % to 50 mass %.

[0091] <Other organic solvents> In one embodiment, the coating agent may optionally contain an organic solvent other than the monoalcohol solvent (other organic solvent). The other organic solvents may be used alone or in combination of two or more kinds.

[0092] Examples of other organic solvents include ketone solvents, aromatic solvents, glycol solvents, glycol ether solvents, ester solvents, petroleum-based solvents, haloalkane solvents, and amide solvents.

[0093] Examples of the ketone solvent include methyl ethyl ketone, acetylacetone, methyl isobutyl ketone, cyclopentanone, and cyclohexanone.

[0094] Examples of aromatic solvents include toluene and xylene.

[0095] Examples of glycol solvents include ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, triethylene glycol, tripropylene glycol, polyethylene glycol, and polypropylene glycol.

[0096] 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.

[0097] Examples of the ester solvent include ethyl acetate, butyl acetate, methyl cellosolve acetate, ethyl cellosolve acetate, and propylene glycol monomethyl ether acetate.

[0098] Examples of petroleum-based solvents include Solvesso #100 (manufactured by Exxon Chemical), Solvesso #150 (manufactured by Exxon Chemical), and the like.

[0099] Examples of haloalkane solvents include chloroform.

[0100] The amide solvent may, for example, be dimethylformamide.

[0101] Examples of the mass % content (other organic solvent / coating agent) 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 %.

[0102] Examples of the mass % content (monoalcohol solvent / total organic solvent) include 100 mass%, 99 mass%, 98 mass%, 97 mass%, 96 mass%, 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%, 19 mass%, 17 mass%, 15 mass%, 13 mass%, 12 mass%, 11 mass%, 10 mass%, 5 mass%, etc. In one embodiment, the content is preferably 5 mass% to 100 mass%.

[0103] <Polyol> In one embodiment, the coating agent may optionally contain a polyol. The polyol may be used alone or in combination of two or more kinds.

[0104] "Polyol" means a compound having two or more hydroxyl groups (-OH).

[0105] The above polymers do not fall under the category of polyols.

[0106] Examples of polyols include alkylene polyols, dimer diols, hydrogenated dimer diols, castor oil polyols, hydroxy group-containing fatty acid alkylene polyol esters, polyether polyols, polyester polyols, polycarbonate polyols, and polyolefin polyols.

[0107] (Alkylene polyol) "Alkylene polyol" means a compound consisting of an alkylene group and two or more hydroxyl groups.

[0108] Examples of the alkylene diol include linear alkylene polyol, branched alkylene polyol, and cycloalkylene polyol.

[0109] Examples of linear alkylene polyols include ethylene glycol, 1,3-propylene glycol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, 1,7-heptanediol, 1,8-octanediol, 1,9-nonanediol, and 1,10-decanediol.

[0110] Examples of branched alkylene polyols include neopentyl glycol, 2,4-diethyl-1,5-pentanediol, 2-methyl-1,3-propanediol, 2,4-dibutyl-1,5-pentanediol, 3-methyl-1,5-pentanediol, propylene glycol, 1,2-butanediol, pentaerythritol, and trimethylolpropane.

[0111] Examples of the cycloalkylene polyol include monocyclic cycloalkylene diols and bridged ring cycloalkylene diols.

[0112] Examples of monocyclic cycloalkylene polyols include 1,4-cyclohexanediol, 1,4-cyclohexanedimethanol, and 2,2'-bis(4-hydroxycyclohexyl)propane.

[0113] Examples of the bridged ring cycloalkylene polyol include tricyclodecane dimethanol.

[0114] (Dimer diol) "Dimer diol" refers to a compound obtained by reducing a reaction product between a cyclic and / or acyclic dimer acid obtained by dimerizing a higher unsaturated fatty acid and methanol. Examples of the dimerization reaction of a higher unsaturated fatty acid include the method described in JP-A-9-136861. "Hydrogenated dimer diol" refers to a compound obtained by subjecting a dimer diol to a hydrogenation reaction.

[0115] When producing dimer diol, the above higher unsaturated fatty acids can be used alone or in combination of two or more. Examples of the higher unsaturated fatty acids include C14 to C22 unsaturated monocarboxylic acids.

[0116] Examples of C14 to C22 unsaturated monocarboxylic acids include tetradecadienoic acid, hexadecadienoic acid, linoleic acid, eicosadienoic acid, docosadienoic acid, linolenic acid, arachidonic acid, myristoleic acid, palmitoleic acid, oleic acid, elaidic acid, vaccenic acid, eicosenoic acid, erucic acid, cetoleic acid, brassidic acid, etc. Among these, oleic acid and / or linoleic acid are preferred.

[0117] (Castor oil polyol) Examples of castor oil-based polyols include glycerin hydroxy group-containing fatty acid (poly)esters.

[0118] The glycerin hydroxy group-containing fatty acid (poly)ester means, for example, a (poly)ester (monoester, diester, triester) obtained by reacting one or more hydroxy groups of glycerin with a hydroxy group-containing fatty acid.

[0119] The hydroxy group-containing fatty acid is preferably a C12 or greater hydroxy group-containing long-chain fatty acid, more preferably a C12-30 hydroxy group-containing long-chain fatty acid, even more preferably a C12-24 hydroxy group-containing long-chain fatty acid, and particularly preferably a C12-20 hydroxy group-containing long-chain fatty acid.

[0120] Examples of hydroxy group-containing long chain fatty acids include hydroxy group-containing saturated long chain fatty acids and hydroxy group-containing unsaturated long chain fatty acids.

[0121] Examples of hydroxy group-containing saturated long-chain fatty acids include hydroxylauric acid, hydroxytridecylic acid, hydroxymyristic acid, hydroxypentadecylic acid, hydroxypalmitylic acid, hydroxyheptadecylic acid, hydroxystearic acid, hydroxynonadecylic acid, hydroxyeicosylic acid, hydroxyheneicosylic acid, hydroxydocosylic acid, hydroxytricosylic acid, hydroxytetracosylic acid, hydroxypentacosylic acid, hydroxyhexacosylic acid, hydroxyheptacosylic acid, hydroxyoctacosylic acid, hydroxyisododecylic acid, hydroxyisotridecylic acid, hydroxyisomyristic acid, hydroxyisopentadecylic acid, hydroxyisohexadecylic acid, hydroxyisoheptadecylic acid, hydroxyisostearyl acid, and aroiritic acid.

[0122] Examples of hydroxy group-containing unsaturated long-chain fatty acids include hydroxy group-containing monounsaturated long-chain fatty acids, hydroxy group-containing diunsaturated long-chain fatty acids, hydroxy group-containing triunsaturated long-chain fatty acids, hydroxy group-containing tetraunsaturated long-chain fatty acids, hydroxy group-containing pentaunsaturated long-chain fatty acids, and hydroxy group-containing hexaunsaturated long-chain fatty acids.

[0123] Examples of hydroxy group-containing monounsaturated long-chain fatty acids include ricinoleic acid, hydroxymyristoleic acid, hydroxypalmitoleic acid, hydroxysapienic acid, hydroxyoleic acid, hydroxyelaidic acid, hydroxyvaccenic acid, hydroxygadoleiic acid, hydroxyeicosenoic acid, hydroxyerucic acid, and hydroxynervonic acid.

[0124] Examples of the hydroxy group-containing diunsaturated long-chain fatty acid include hydroxylinoleic acid, hydroxyeicosadienoic acid, and hydroxydocosadienoic acid.

[0125] Examples of hydroxy group-containing triunsaturated long-chain fatty acids include hydroxylinolenic acid, hydroxypinolenic acid, hydroxyeleostearic acid, hydroxymedic acid, and hydroxyeicosatrienoic acid.

[0126] Examples of hydroxy group-containing tetraunsaturated long-chain fatty acids include hydroxystearidonic acid, hydroxyarachidonic acid, and hydroxyadrenic acid.

[0127] Examples of hydroxy group-containing pentaunsaturated long-chain fatty acids include hydroxyboseopentaenoic acid, hydroxyeicosapentaenoic acid, hydroxyoxbondoic acid, hydroxysardine acid, and hydroxytetracosapentaenoic acid.

[0128] Examples of hydroxy group-containing hexa-unsaturated long-chain fatty acids include hydroxydocosahexaenoic acid and hydroxynisinic acid.

[0129] (Hydroxy group-containing fatty acid alkylene polyol ester) The term "hydroxy group-containing fatty acid alkylene polyol ester" refers to an ester obtained by reacting a hydroxy group-containing fatty acid with an alkylene polyol.

[0130] Examples of the hydroxy group-containing fatty acid and alkylene polyol include the compounds described above.

[0131] (Polyether polyol) "Polyether polyol" refers to a compound having two or more consecutive repeating units containing two or more hydroxyl groups and an ether bond.

[0132] In one embodiment, the polyether polyol is represented by the following structural formula: HO-(R Ether -O-) n H (In the formula, R Ether represents an alkylene group, an arylene group, or an arylene alkylene arylene group, and n is an integer of 2 or more.

[0133] Examples of polyether polyols include polyethylene glycol, polypropylene glycol, polytetramethylene glycol, and alkylene oxide adducts of polyols.

[0134] Examples of commercially available products (polyether polyols) include ADEKA POLYETHER GM-30, ADEKA POLYETHER P-400, ADEKA POLYETHER G-400, ADEKA POLYETHER T-400, and ADEKA POLYETHER AM-302 (all manufactured by ADEKA Corporation).

[0135] (polyester polyol) The term "polyester polyol" refers to a compound having two or more consecutive repeating units containing two or more hydroxyl groups and an ester bond. Polycaprolactone polyol is a type of polyester polyol.

[0136] In one embodiment, the polyester polyol is represented by the following structural formula: HO-{R aEster -OC(=O)-R bEster -C(=O)O} m -R cEster -OH (In the formula, R aEster , R bEster , and R cEster are each independently an alkylene group or an arylene group, and m is an integer of 2 or greater.

[0137] Examples of polyester polyols include reaction products of polycarboxylic acids or anhydrides thereof with polyols.

[0138] Examples of polycarboxylic acids include dicarboxylic acids.

[0139] Examples of dicarboxylic acids include oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, dodecanedioic acid, 2-methylsuccinic acid, 2-methyladipic acid, 3-methyladipic acid, 3-methylpentanedioic acid, 2-methyloctanedioic acid, 3,8-dimethyldecanedioic acid, 3,7-dimethyldecanedioic acid, phthalic acid, terephthalic acid, isophthalic acid, naphthalenedicarboxylic acid, and cyclohexanedicarboxylic acid.

[0140] Examples of polycarboxylic acid anhydrides include succinic anhydride, maleic anhydride, phthalic anhydride, and trimellitic anhydride.

[0141] Examples of the polyol include the alkylene polyols described above.

[0142] (Polycarbonate polyol) "Polycarbonate polyol" means a compound having two or more hydroxy groups and two or more repeating units containing carbonate linkages.

[0143] In one embodiment, the polycarbonate polyol is represented by the following structural formula: HO-{R aCarbo -OC(=O)O} p -R bCarbo -OH (In the formula, R aCarbo , and R bCarbo are each independently an alkylene group, and p is an integer of 2 or greater.

[0144] Examples of polycarbonate polyols include reaction products of polyols and phosgene, and ring-opening polymers of cyclic carbonates (such as alkylene carbonates).

[0145] Examples of the polyol include the alkylene polyols described above.

[0146] Examples of the alkylene carbonate include ethylene carbonate, trimethylene carbonate, tetramethylene carbonate, and hexamethylene carbonate.

[0147] Examples of commercially available products (polycarbonate polyols) include ETERNACOLL UH-50 and ETERNACOLL PH-50 (both manufactured by Ube Industries, Ltd.), Duranol T5625, Duranol T5652, and Duranol G3452 (all manufactured by Asahi Kasei Corporation).

[0148] (Polyolefin polyol) Examples of polyolefin polyols include polybutadiene having two or more hydroxyl groups, hydrogenated polybutadiene, polyisoprene, hydrogenated polyisoprene, and chlorinated products thereof.

[0149] An example of a commercially available product (polyolefin polyol) is NISSO-PB GI-1000 (manufactured by Nippon Soda Co., Ltd.).

[0150] (Physical properties (polyol)) Examples of the molecular weight (polyol) include 50,000, 40,000, 30,000, 20,000, 10,000, 5,000, 4,000, 3,500, 3,001, 3,000, 2,500, 2,000, 1,500, 1,000, 500, 250, and 100. In one embodiment, the molecular weight is preferably 100 to 50,000.

[0151] When simply referring to "molecular weight," it means either formula weight or number average molecular weight. When the structure of a compound can be unequivocally expressed by a specific chemical formula (i.e., the molecular weight distribution is 1), the molecular weight refers to the formula weight. On the other hand, when the structure of a compound cannot be unequivocally expressed by a specific chemical formula (i.e., the molecular weight distribution is greater than 1), the molecular weight refers to the number average molecular weight.

[0152] Examples of the hydroxyl value (polyol) include 1300 mgKOH / g, 1200 mgKOH / g, 1100 mgKOH / g, 1000 mgKOH / g, 900 mgKOH / g, 800 mgKOH / g, 750 mgKOH / g, 700 mgKOH / g, 600 mgKOH / g, 500 mgKOH / g, 400 mgKOH / g, 300 mgKOH / g, 250 mgKOH / g, 200 mgKOH / g, 150 mgKOH / g, 100 mgKOH / g, 90 mgKOH / g, 75 mgKOH / g, 50 mgKOH / g, and 40 mgKOH / g. In one embodiment, the hydroxyl value is preferably 40 mgKOH / g to 1300 mgKOH / g.

[0153] Examples of the mass% content (polyol / coating agent nonvolatile content) include 65 mass%, 60 mass%, 55 mass%, 50 mass%, 45 mass%, 40 mass%, 35 mass%, 30 mass%, 25 mass%, 24 mass%, 23 mass%, 20 mass%, 18 mass%, 15 mass%, 14 mass%, 10 mass%, 5 mass%, 0 mass%, etc. In one embodiment, the content is preferably 0 mass% to 65 mass%.

[0154] The mass ratio (alkylene polyol / dimer diol) is, for example, less than 1, 0.9, 0.8, 0.7, 0.67, 0.6, 0.5, 0.4, 0.3, 0.2, 0.1, or 0. In one embodiment, the mass ratio is preferably less than 1. This is preferable, for example, because it improves low-temperature stability.

[0155] <Curing catalyst> The coating agent may optionally contain a curing catalyst. The curing catalyst may be used alone or in combination of two or more.

[0156] The curing catalyst may be, for example, an acid catalyst.

[0157] Examples of the acid catalyst include inorganic acids, organic acids, and thermal acid generators.

[0158] Examples of inorganic acids include hydrochloric acid, sulfuric acid, nitric acid, and phosphoric acid.

[0159] Examples of the organic acid include organic carboxylic acids, organic sulfonic acids, and organic phosphoric acids.

[0160] Examples of the organic carboxylic acid include oxalic acid, acetic acid, and formic acid.

[0161] 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.

[0162] 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, cyclohexyl acid phosphate, phenoxy Examples of the acid phosphate include ethyl 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, dioctyl acid phosphate, dilauryl acid phosphate, distearyl acid phosphate, diphenyl acid phosphate, and bisnonylphenyl acid phosphate.

[0163] Examples of the thermal acid generator include sulfonium salts, benzothiazolium salts, ammonium salts, and phosphonium salts.

[0164] The mass % content (curing catalyst / non-volatile content of coating agent) can be, for example, 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 %.

[0165] <Additives> The release coating may optionally contain agents (additives) that do not fall into any of the above categories.

[0166] Examples of additives include urethane resins, polyester resins, epoxy resins, antifoaming agents, anti-slip agents, preservatives, rust inhibitors, pH adjusters, antioxidants, pigments, dyes, lubricants, leveling agents, conductive agents, polybutadiene, polyisoprene, polychloroprene, polypentadiene, polybutene, polyisobutylene, polystyrene, isoprene-butadiene copolymers, styrene-isoprene copolymers, polyolefins and their derivatives, silicone resins, amines, carboxylic acid anhydrides, and long-chain alkyl group-containing alcohols.

[0167] In one embodiment, the part by weight content (additive / release coating agent) is preferably less than 1 part by weight, less than 0.1 part by weight, less than 0.01 part by weight, 0 part by weight, or the like.

[0168] In one embodiment, the content in parts by mass (additive / polymer) 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.

[0169] In one embodiment, the content in parts by mass (additive / 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.

[0170] In one embodiment, the content in parts by mass (additive / monoalcohol solvent) 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.

[0171] In one embodiment, the content in parts by mass (additives / other organic solvents) 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.

[0172] In one embodiment, the content in parts by mass (additive / polyol) 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.

[0173] In one embodiment, the content in parts by mass (additive / curing catalyst) 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.

[0174] A release coating agent can be produced by dispersing and mixing the above agents.

[0175] Examples of the dispersing and mixing means include a stirrer, an emulsifying disperser, and an ultrasonic dispersing device.

[0176] Examples of uses (release coating agents) include thermosetting release coating agents for resin sheet molding, thermosetting release coating agents for ceramic green sheet production, thermosetting release coating agents for adhesive tapes, thermosetting release coating agents for adhesive films, thermosetting release coating agents for labels, thermosetting release coating agents for coverlays, and thermosetting release coating agents for bonding sheets.

[0177] [Cured product] The present disclosure relates to a cured product of the release coating agent.

[0178] In one embodiment, the cured product may be, for example, a thermoset product, etc. Curing conditions may be, for example, the conditions described below.

[0179] [Laminate] The present disclosure relates to a laminate comprising the cured product.

[0180] In one embodiment, the laminate has a cured coating on one or both sides of the substrate.

[0181] The amount of cured product in the laminate is preferably 0.01 g / m 2 ~10g / m 2 More preferably, 0.05 g / m 2 ~5g / m 2 Examples include:

[0182] <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.

[0183] Examples of polyester include polyethylene terephthalate, polytrimethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, and polybutylene naphthalate.

[0184] Examples of the coating method include spraying, roll coating, reverse roll coating, gravure coating, knife coating, bar coating, and dot coating.

[0185] The curing method may be, for example, heating.

[0186] 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]

[0187] 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.

[0188] Manufacturing Example 1: Polymer 55 parts of lauryl acrylate, 40 parts of stearyl acrylate, and 5 parts of 2-hydroxyethyl methacrylate were added to a four-neck flask equipped with a stirrer, a reflux condenser, a nitrogen inlet tube, a thermometer, and a dropping funnel, and 2 parts of azobisisobutyronitrile as an initiator and 153 parts of methyl ethyl ketone as a solvent were added. The temperature was gradually raised to 80°C, and the reaction was carried out for 9 hours, yielding a polymer solution with a non-volatile content of 40%.

[0189] Unless otherwise specified, other examples were carried out in the same manner as above, except for the changes shown in the table below.

[0190] [Table 1] LA: Lauryl acrylate SA: Stearyl acrylate 2EHA: 2-ethylhexyl acrylate HEMA: 2-hydroxyethyl methacrylate

[0191] Example: Release Coating The substances shown in the table below were mixed as nonvolatile components, and then diluted with the solvent shown in the table below.

[0192] [Table 2] Cymel 303LF: Full ether type methylated melamine resin, manufactured by Allnex Japan Pripol 2033: Hydrogenated dimer diol, manufactured by Cargill Bioindustrial Paratoluenesulfonic acid: Paratoluenesulfonic acid monohydrate, manufactured by Meiyu Sangyo Co., Ltd.

[0193] (stability) The stability of the release coating agent was visually observed 1 hour after production (initial stability) and after storage at -5°C for 5 days (low temperature stability). ○: No change. △: Turbidity occurred. ×: Precipitation occurred.

[0194] (laminate) The release coating agent was applied to a polyethylene terephthalate film (film thickness 50 μm) so that the dry coating film thickness was 0.3 μm, and then dried at 120° C. for 1 minute to obtain a laminate.

[0195] (peel force) A polyester adhesive tape (31B tape, 25 mm wide, manufactured by Nitto Denko Corporation) was attached to the cured layer of the laminate while pressing with a 2 kg roller, and the resulting product 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 (N / 25 mm) required to peel the tape was measured. [Table 3]

Claims

1. 1. A release coating comprising: The release coating comprises a polymer, a melamine resin, and an organic solvent; the polymer comprises C8-28 alkyl (meth)acrylate units; The release coating agent, wherein the organic solvent comprises a monoalcohol solvent.

2. The release coating of claim 1 comprising a polyol.

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

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

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