Release coating agent, cured product, and laminate
By using a release coating agent containing a specific polymer, the problems of insufficient appearance, solvent resistance and peeling force in the prior art are solved, and a high-quality cured product effect is achieved.
Patent Information
- Application Number
- CN202510260452.1
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Priority Date
- 2024-03-08
- Filing Date
- 2025-03-06
- Publication Date
- 2025-09-09
AI Technical Summary
It is difficult to produce a cured product with good appearance, solvent resistance and release strength using existing release coating agents.
A release coating agent comprising two or more polymers is used, wherein each polymer comprises a C8-28 alkyl (meth)acrylate unit and a hydroxyl group-containing alkyl (meth)acrylate unit, and the difference in SP values of the polymers is controlled to be less than 1.0.
It achieves good appearance, solvent resistance and peel strength, meeting the needs of high-quality cured products.
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Abstract
Description
Technical Field
[0001] The present disclosure relates to a release coating agent, a cured product, and a laminate. Background Art
[0002] Release films are used as process films for casting films of urethane resins, acrylic resins, vinyl chloride resins, etc., as protective films for adhesive layers such as adhesive tapes, adhesive sheets, and adhesive films, and as process films for manufacturing electronic components such as ceramic green sheets and printed circuit boards.
[0003] Various release coating agents have been proposed for producing release films. For example, Patent Document 1 describes a release treatment agent comprising a base agent containing a reaction product of a polymer (A) selected from vinyl alcohol polymers or polyethyleneimine and a long-chain alkyl isocyanate. [Prior art literature] [Patent Document]
[0004] [Patent Document 1] Japanese Patent Application Laid-Open No. 2000-119608 Summary of the Invention [Problems to be solved by the invention]
[0005] The problem to be solved by the present invention is to provide a release coating agent that can produce a cured product with good appearance, solvent resistance and release strength. [Technical means to solve the problem]
[0006] According to the present disclosure, the following items are provided. (Item 1) A release coating agent, The release coating agent contains two or more polymers, Any of the polymers contains C8-28 alkyl (meth)acrylate units, Any of the polymers contains hydroxyl-containing alkyl (meth)acrylate units, Among the SP values of the polymer, the maximum value is set as SP max , set the minimum value to SP min In the case of SP value difference (SP max -SP min ) is less than 1.0. (Item 2) The release coating agent according to the above item, wherein the release coating agent contains a polyol (excluding the polymer). (Item 3) A cured product of the release coating agent according to any one of the above items. (Item 4) A laminate comprising the cured product according to the above item.
[0007] In the present disclosure, one or more features may be provided in further combinations other than the combinations explicitly shown. [Beneficial Effects]
[0008] The cured product of the present invention exhibits good appearance, solvent resistance, and peel strength. DETAILED DESCRIPTION
[0009] Throughout the present disclosure, the ranges of the values of various physical property values, contents, etc. can be appropriately set (for example, selected from the values described in the following items). Specifically, regarding the numerical value α, when A3, A2, A1 (assuming A3>A2>A1) and the like are cited as the numerical value α, the range of the numerical value α can be exemplified by 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 A2 or less), 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 less than A3, greater than A1 and less than A2, greater than A2 and less than A3, greater than A1 and A3 or less, greater than A1 and A2 or less, greater than A2 and A3 or less, and the like.
[0010] As long as the problems to be solved by the present invention are solved, the components, conditions, numerical values, etc. are not particularly limited.
[0011] "αβ amount (A / B)" refers to the β amount (α) of A relative to 100α of B. Examples of α include mass %, mole %, and parts by mass. Examples of β amount include content and usage amount. "Mass % content (A / B)" refers to the content (mass %) of A relative to 100% of B.
[0012] "γ ratio (A / B)" refers to the γ ratio calculated by the formula "A÷B". Examples of the γ ratio include mass ratio and molar ratio.
[0013] The "non-volatile content" refers to the total mass of components other than the organic solvent and water. In one embodiment, the "non-volatile content of A" refers to the total mass of components remaining when 1 g of A is heated at 105°C to a constant weight.
[0014] “(Meth)acrylic acid” means “acrylic acid and / or methacrylic acid.” “(Meth)acrylate” means “acrylate and / or methacrylate.” “(Meth)acryloyl” means “acryloyl and / or methacryloyl.”
[0015] "C..." means "having a carbon number..." For example, "C1-6 alkyl" means an alkyl group having 1 to 6 carbon atoms. "C6 alkyl" 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 methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, and n-decyl.
[0018] Examples of the branched alkyl group include isopropyl, sec-butyl, isobutyl, tert-butyl, 2-ethylhexyl, diethylpentyl, trimethylbutyl, trimethylpentyl, and trimethylhexyl.
[0019] Examples of the cycloalkyl group include a monocyclic cycloalkyl group, a bridged ring cycloalkyl group, a condensed ring cycloalkyl group, etc. Furthermore, a group in which at least one hydrogen atom of a cycloalkyl group is substituted by an alkyl group is also considered to be a cycloalkyl group.
[0020] "Monocyclic ring" refers to a ring structure formed by covalent carbon bonds without an internal bridge structure. "Fused ring" refers to a ring structure in which two or more monocyclic rings share two atoms (i.e., only one side of each ring is shared (fused)). "Bridged ring" refers to a ring structure in which two or more monocyclic rings share three or more atoms.
[0021] Examples of the monocyclic cycloalkyl group include cyclopentyl, cyclohexyl, cycloheptyl, cyclodecyl, and 3,5,5-trimethylcyclohexyl.
[0022] Examples of the bridged cycloalkyl group include tricyclodecanyl, adamantyl, and norbornyl.
[0023] Furthermore, the alkyl group also includes a combination of a linear alkyl group, a branched alkyl group, and a cycloalkyl group. Examples of such a combination include a cycloalkylalkyl group and the like.
[0024] The cycloalkylalkyl group is represented by the following formula. R calkyl -R alkyl - (Where 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 linear alkylene group include methylene, ethylene, n-propylene, n-butylene, n-pentylene, n-hexylene, n-heptylene, n-octylene, n-nonylene, and n-decylene.
[0027] Examples of the branched alkylene group include diethylpentylene, trimethylbutylene, trimethylpentylene, and trimethylhexylene.
[0028] Examples of the cycloalkylene group include monocyclic cycloalkylene groups, bridged cycloalkylene groups, and condensed cycloalkylene groups. 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 cyclopentylene, cyclohexylene, cycloheptylene, cyclodecylene, and 3,5,5-trimethylcyclohexylene.
[0030] Examples of the bridged ring cycloalkylene group include tricyclodecanylene, adamantylene, and norbornylene.
[0031] Examples of the fused-ring cycloalkylene group include bicyclodecanylene and the like.
[0032] Furthermore, the alkylene group also includes a combination of a linear alkylene group, a branched alkylene group, and a cycloalkylene group. Examples of such a combination include cycloalkylenealkylene groups and alkylenecycloalkylenealkylene groups.
[0033] The cycloalkylenealkylene group is represented by the following formula. -R calkylene -R alkylene - (Where 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 - (Where R calkylene Represents a cycloalkylene group. alkylene represents an alkylene group.)
[0035] [Release coating agent: coating agent] The present disclosure relates to a release coating agent, The release coating agent contains two or more polymers, Any of the polymers contains C8-28 alkyl (meth)acrylate units, Any of the polymers contains hydroxyl-containing alkyl (meth)acrylate units, Among the SP values of the polymer, the maximum value is set as SP max , set the minimum value to SP min In the case of SP value difference (SP max -SP min ) is less than 1.0.
[0036] Polymers As for the polymer, two or more (two, three, or four) types may be used. "Polymer (SP max )" refers to the polymer with the maximum SP value. "Polymer (SP min )" refers to the polymer with the smallest SP value.
[0037] (C8-28 alkyl (meth)acrylate unit) The C8-28 alkyl (meth)acrylates may be used alone or in combination of two or more.
[0038] Examples of the C8-28 alkyl (meth)acrylate include C8-28 linear alkyl (meth)acrylate.
[0039] Examples of C8-28 linear alkyl (meth)acrylates 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, eicosyl (meth)acrylate, heneicosyl (meth)acrylate, tetracosyl (meth)acrylate, and octadecyl (meth)acrylate.
[0040] Mass % content ((meth)acrylate C8-28 alkyl ester unit / polymer (SP max )) 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%, 6 mass%, 6 % by mass, 9% by mass, 67% by mass, 65% by mass, 63% by mass, 60% by mass, 59% by mass, 58% by mass, 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, 25% by mass, 20% by mass, 15% by mass, 10% by mass, 5% by mass, 0% by mass, etc. In one embodiment, the content is preferably 0% by mass to 99.5% by mass.
[0041] Mole % content ((meth)acrylate C8-28 alkyl ester unit / polymer (SP max)) For example, 99 mol%, 98 mol%, 97 mol%, 96 mol%, 95 mol%, 94 mol%, 92 mol%, 91 mol%, 90 mol%, 88 mol%, 87 mol%, 85 mol%, 83 mol%, 82 mol%, 81 mol%, 80 mol%, 79 mol%, 77 mol%, 75 mol%, 73 mol%, 71 mol%, 70 mol%, 69 mol%, 67 mol%, 65 mol%, 63 mol%, 61 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%, 15 mol%, 10 mol%, 5 mol%, 0 mol% and the like are mentioned. In one embodiment, the content is preferably 0 mol % to 99 mol %.
[0042] Mass % content ((meth)acrylate C8-28 alkyl ester unit / polymer (SP min )) 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%, 6 mass%, 6 %, 9 mass%, 67 mass%, 65 mass%, 63 mass%, 60 mass%, 59 mass%, 58 mass%, 55 mass%, 50 mass%, 49 mass%, 47 mass%, 45 mass%, 43 mass%, 40 mass%, 38 mass%, 35 mass%, 33 mass%, 31 mass%, 30 mass%, 25 mass%, 20 mass%, 15 mass%, 10 mass%, 5 mass%, 1 mass%, etc. In one embodiment, the content is preferably 1 mass% to 99.5 mass%.
[0043] Mole % content ((meth)acrylate C8-28 alkyl ester unit / polymer (SP min)) For example, 99 mol%, 98 mol%, 97 mol%, 96 mol%, 95 mol%, 94 mol%, 92 mol%, 91 mol%, 90 mol%, 88 mol%, 87 mol%, 85 mol%, 83 mol%, 82 mol%, 81 mol%, 80 mol%, 79 mol%, 77 mol%, 75 mol%, 73 mol%, 71 mol%, 70 mol%, 69 mol%, 67 mol%, 65 mol%, 63 mol%, 61 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%, 15 mol%, 10 mol%, 5 mol%, 1 mol% and the like are mentioned. In one embodiment, the content is preferably 1 mol % to 99 mol %.
[0044] (Hydroxy-containing alkyl (meth)acrylate unit) The hydroxyl group-containing alkyl (meth)acrylate may be used alone or in combination of two or more.
[0045] Examples of the hydroxyl group-containing alkyl (meth)acrylate 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 glycerol mono(meth)acrylate.
[0046] Mass % content (hydroxyl-containing alkyl (meth)acrylate units / polymer (SP max )) 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%, 29 mass%, 27 mass%, 25 mass%, 23 mass%, 21 mass%, 20 mass%, 19 mass%, 18 mass%, 15 mass%, 12 mass%, 10 mass%, 9 mass%, 7 mass%, 6 mass%, 5 mass%, 4 mass%, 3 mass%, 2 mass%, 1.5 mass%, 1.1 mass%, 1 mass% etc. are mentioned. In one embodiment, the content is preferably 1 mass% to 70 mass%.
[0047] Mole % content (hydroxyl-containing (meth) acrylate alkyl ester units / polymer (SP max)) For example, 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% etc. are mentioned. In one embodiment, the content is preferably 1 mol% to 80 mol%.
[0048] Mass % content (hydroxyl-containing alkyl (meth)acrylate units / polymer (SP min %), 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%, 29 mass%, 27 mass%, 25 mass%, 23 mass%, 21 mass%, 20 mass%, 19 mass%, 18 mass%, 15 mass%, 12 mass%, 10 mass%, 9 mass%, 7 mass%, 6 mass%, 5 mass%, 4 mass%, 3 mass%, 2 mass%, 1.5 mass%, 1.1 mass%, 1 mass%, 0.9 mass%, 0.5 mass%, 0 mass%, etc. In one embodiment, the content is preferably 0 mass% to 70 mass%.
[0049] Mole % content (hydroxyl-containing (meth) acrylate alkyl ester units / polymer (SP min )) For example, 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%, 0 mol%, etc. are mentioned. In one embodiment, the content is preferably 0 mol% to 80 mol%.
[0050] (C1-7 alkyl (meth)acrylate unit) In one embodiment, the polymer may include C1-7 alkyl (meth)acrylate units. C1-7 alkyl (meth)acrylates may be used alone or in combination of two or more.
[0051] Examples of the C1-7 alkyl (meth)acrylate include C1-7 linear alkyl (meth)acrylate and C1-7 branched alkyl (meth)acrylate.
[0052] Examples of the C1-7 linear alkyl (meth)acrylate 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.
[0053] Examples of the C1-7 branched alkyl (meth)acrylate include isopropyl (meth)acrylate, isobutyl (meth)acrylate, and sec-butyl (meth)acrylate.
[0054] Mass % content ((meth)acrylate C1-7 alkyl ester unit / polymer (SP max )) For example, 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 mass%, 56 mass%, 55 mass%, 53 mass%, 50 mass%, 49 mass%, 58 mass%, 59 mass%, 58 mass%, 56 mass%, 55 mass%, 53 mass%, 50 mass%, 49 mass%, 51 ... %, 47% by mass, 45% by mass, 43% by mass, 40% by mass, 38% by mass, 35% by mass, 30% by mass, 29% by mass, 27% by mass, 25% by mass, 23% by mass, 21% by mass, 20% by mass, 18% by mass, 15% by mass, 12% by mass, 10% by mass, 9% by mass, 7% 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, 0.1% by mass, 0% by mass, etc. In one embodiment, the content is preferably 0% by mass to 95% by mass.
[0055] Mole % content ((meth)acrylate C1-7 alkyl ester unit / polymer (SP max)) For example, 95 mol%, 94 mol%, 92 mol%, 91 mol%, 90 mol%, 88 mol%, 87 mol%, 85 mol%, 83 mol%, 82 mol%, 81 mol%, 80 mol%, 79 mol%, 77 mol%, 75 mol%, 73 mol%, 71 mol%, 70 mol%, 69 mol%, 67 mol%, 65 mol%, 63 mol%, 61 mol%, 60 mol%, 59 mol%, 58 mol%, 55 mol%, 50 % by mole, 49 % by mole, 45 % by mole, 43 % by mole, 40 % by mole, 38 % by mole, 35 % by mole, 33 % by mole, 31 % by mole, 30 % by mole, 25 % by mole, 20 % by mole, 18 % by mole, 15 % by mole, 12 % by mole, 10 % by mole, 9 % by mole, 7 % by mole, 5 % by mole, 4 % by mole, 3 % by mole, 2 % by mole, 1.5 % by mole, 1.1 % by mole, 1 % by mole, 0.9 % by mole, 0.5 % by mole, 0.1 % by mole, etc. In one embodiment, the content is preferably 0 % to 95 % by mole.
[0056] Mass % content ((meth)acrylate C1-7 alkyl ester unit / polymer (SP min )) For example, 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 mass%, 56 mass%, 55 mass%, 53 mass%, 50 mass%, 49 mass%, 58 mass%, 59 mass%, 58 mass%, 56 mass%, 55 mass%, 53 mass%, 50 mass%, 49 mass%, 51 ... %, 47% by mass, 45% by mass, 43% by mass, 40% by mass, 38% by mass, 35% by mass, 30% by mass, 29% by mass, 27% by mass, 25% by mass, 23% by mass, 21% by mass, 20% by mass, 18% by mass, 15% by mass, 12% by mass, 10% by mass, 9% by mass, 7% 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, 0.1% by mass, 0% by mass, etc. In one embodiment, the content is preferably 0% by mass to 95% by mass.
[0057] Mole % content ((meth)acrylate C1-7 alkyl ester unit / polymer (SP min)) For example, 95 mol%, 94 mol%, 92 mol%, 91 mol%, 90 mol%, 88 mol%, 87 mol%, 85 mol%, 83 mol%, 82 mol%, 81 mol%, 80 mol%, 79 mol%, 77 mol%, 75 mol%, 73 mol%, 71 mol%, 70 mol%, 69 mol%, 67 mol%, 65 mol%, 63 mol%, 61 mol%, 60 mol%, 59 mol%, 58 mol%, 55 mol%, 50 % by mole, 49 % by mole, 45 % by mole, 43 % by mole, 40 % by mole, 38 % by mole, 35 % by mole, 33 % by mole, 31 % by mole, 30 % by mole, 25 % by mole, 20 % by mole, 18 % by mole, 15 % by mole, 12 % by mole, 10 % by mole, 9 % by mole, 7 % by mole, 5 % by mole, 4 % by mole, 3 % by mole, 2 % by mole, 1.5 % by mole, 1.1 % by mole, 1 % by mole, 0.9 % by mole, 0.5 % by mole, 0.1 % by mole, etc. In one embodiment, the content is preferably 0 % to 95 % by mole.
[0058] ·Monomer units other than the above: other monomer units The polymer may optionally contain monomer units other than those described above (other monomer units). Other monomers may be used alone or in combination of two or more.
[0059] Examples of other monomers include acrylic acid, styrene, alkenyl (meth)acrylates, (meth)acrylamide, (meth)acrylonitrile, polyfunctional (meth)acrylates, and monomers containing a polycyclic aliphatic hydrocarbon group.
[0060] Mass % content (other monomer units / polymer (SP max )) For example, 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 %, 0 mass %, etc. are mentioned.
[0061] Mole % content (other monomer units / polymer (SP max )) For example, 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%, 0 mol%, etc. are mentioned.
[0062] Mass % content (other monomer units / polymer (SP min )) For example, 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 %, 0 mass %, etc. are mentioned.
[0063] Mole % content (other monomer units / polymer (SP min)) For example, 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%, 0 mol%, etc. are mentioned.
[0064] In one embodiment, any polymer preferably comprises C8-28 alkyl (meth)acrylate units and hydroxyl-containing alkyl (meth)acrylate units, more preferably comprises lauryl (meth)acrylate units and hydroxyethyl (meth)acrylate units, further preferably comprises C8-28 alkyl methacrylate units and hydroxyl-containing alkyl methacrylate units, and particularly preferably comprises lauryl methacrylate units and hydroxyethyl methacrylate units. This preference is further preferred, for example, because it facilitates adjustment of the peeling force.
[0065] <Physical Properties, etc.: Polymer> "SP value" refers to the solubility parameter. The SP value (δ) is calculated by the Fedors method based on the following formula (1). The molar heat of vaporization (ΔE vap ) and the molar volume (V) of a compound at 25°C are calculated by adding the fixed values attributed to the atoms or groups in the molecule. The unit of SP value is generally "cal". When converted to SI units, it can be calculated using "(cal / cm 3 ) 1 / 2 =2.046×10 3 (J / m 3 ) 1 / 2 "Relationship. [Formula 1] (ΔE vap represents the molar heat of vaporization of the compound (cal / mol). V represents the molar volume of the compound at 25°C (cm 3 / mol). )
[0066] The SP value of a polymer is calculated by the following procedure. (1) The SP value of each monomer unit is multiplied by the composition (mass) ratio of each monomer unit (composition ratio where the total is 1) to obtain a value. (2) The values obtained in (1) are added together to calculate the SP value of the polymer.
[0067] SP value difference (SP max -SP min) For example, 1.0, 0.95, 0.91, 0.9, 0.85, 0.8, 0.79, 0.75, 0.7, 0.65, 0.6, 0.55, 0.53, 0.5, 0.45, 0.4, 0.35, 0.33, 0.3, 0.28, 0.26, 0.25, 0.2, 0.15, 0.12, 0.11, 0.1, 0.06, 0.05, 0.04, 0.02, 0.01, 0, etc. In one embodiment, the SP value difference is preferably 1.0 (cal / cm 3 ) 1 / 2 Hereinafter, 0 (cal / cm 3 ) 1 / 2 ~1.0(cal / cm 3 ) 1 / 2 .
[0068] SP min For example, 10.0 (cal / cm 3 ) 1 / 2 、9.9(cal / cm 3 ) 1 / 2 、9.8(cal / cm 3 ) 1 / 2 、9.7(cal / cm 3 ) 1 / 2 、9.6(cal / cm 3 ) 1 / 2 、9.5(cal / cm 3 ) 1 / 2 、9.4(cal / cm 3 ) 1 / 2 、9.3(cal / cm 3 ) 1 / 2 、9.2(cal / cm 3 ) 1 / 2 、9.1(cal / cm 3 ) 1 / 2 、9.0(cal / cm 3 ) 1 / 2 In one embodiment, SP min Preferably, 9.0 (cal / cm 3 ) 1 / 2 ~10.0(cal / cm 3 ) 1 / 2 .
[0069] SP max For example, 10.5 (cal / cm 3 ) 1 / 2 、10.4(cal / cm 3 ) 1 / 2 、10.3(cal / cm3 ) 1 / 2 、10.2(cal / cm 3 ) 1 / 2 、10.1(cal / cm 3 ) 1 / 2 、10.0(cal / cm 3 ) 1 / 2 、9.9(cal / cm 3 ) 1 / 2 、9.8(cal / cm 3 ) 1 / 2 、9.7(cal / cm 3 ) 1 / 2 、9.6(cal / cm 3 ) 1 / 2 、9.5(cal / cm 3 ) 1 / 2 In one embodiment, SP max Preferably, 9.5 (cal / cm 3 ) 1 / 2 ~10.5(c al / cm 3 ) 1 / 2 .
[0070] Glass transition temperature (polymer (SP max )) For example, 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, -3°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, -60°C, etc. In one embodiment, the glass transition temperature is preferably -60°C to 60°C.
[0071] Glass transition temperature (polymer (SP min )) For example, 60°C, 55°C, 50°C, 45°C, 4 0°C, 35°C, 30°C, 25°C, 20°C, 15°C, 13°C, 12°C, 10°C, 5°C, 3°C, 0°C, -3°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, -60°C, etc. In one embodiment, the glass transition temperature is preferably -60°C to 60°C.
[0072] The glass transition temperature was calculated according to the Fox equation. Fox formula: 1 / Tg=(Wa / Tga)+(Wb / Tgb)+···+(Wn / Tgn) Tg: glass transition temperature of 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 of the homopolymer of monomer N (K)
[0073] Number average molecular weight Mn(polymer(SP max )) For example, 80000, 75000, 60000, 50000, 40000, 30000, 29000, 25000, 24700, 24000, 23000, 22000, 20000, 19500, 19000, 18500, 18000, 17500, 17000, 16500, 16000, 15 800, 15700, 15500, 15000, 14900, 14500, 14400, 14300, 14200, 14000, 13800, 13700, 13600, 13500, 13000, 12500, 12000, 11500, 11200, 11000, 10000, 9000, 8000, etc. In one embodiment, the number average molecular weight is preferably 8000 to 80000.
[0074] Number average molecular weight Mn(polymer(SP min )) For example, 80000, 75000, 60000, 50000, 40000, 30000, 29000, 25000, 24700, 24000, 23000, 22000, 20000, 19500, 19000, 18500, 18000, 17500, 17000, 16500, 16000, 15 800, 15700, 15500, 15000, 14900, 14500, 14400, 14300, 14200, 14000, 13800, 13700, 13600, 13500, 13000, 12500, 12000, 11500, 11200, 11000, 10000, 9000, 8000, etc. In one embodiment, the number average molecular weight is preferably 8000 to 80000.
[0075] Weight average molecular weight Mw (polymer (SPmax )) For example, 200000, 190000, 170000, 150000, 100000, 90000, 75000, 70000, 69000, 67000, 65000, 64000, 62000, 60000, 59000, 57000, 55000, 54400, 54000, 53000, 52500, 52300, 52000, 51000, 50000, 49000, 48000, 47200, 47000, 48000 00, 31000, 30000, 29000, 25000, 24000, 22000, 20000, etc. In one embodiment, the weight average molecular weight is preferably 20000 to 200000.
[0076] Weight average molecular weight Mw (polymer (SP min )) For example, 200000, 190000, 170000, 150000, 100000, 90000, 75000, 70000, 69000, 67000, 65000, 64000, 62000, 60000, 59000, 57000, 55000, 54400, 54000, 53000, 52500, 52300, 52000, 51000, 50000, 49000, 48000, 47200, 47000, 48000 00, 31000, 30000, 29000, 25000, 24000, 22000, 20000, etc. In one embodiment, the weight average molecular weight is preferably 20000 to 200000.
[0077] Examples of measurement conditions (weight average molecular weight, number average molecular weight) include the following conditions. Model: Product name "HLC-8220" (manufactured by Tosoh Corporation) Column: Product name "PLgel MIXED-C" (manufactured by Agilent Technology) × 2 Developing solvent, flow rate: tetrahydrofuran, 1.0 mL / min Measurement temperature: 40°C Detector: Refractive index (RI) Standard: Monodisperse polystyrene Polymer concentration: 0.2%
[0078] Hydroxyl value (polymer (SP max )) For example, 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, 1 mgKOH / g, etc. are mentioned. In one embodiment, the hydroxyl value is preferably 1 mgKOH / g to 300 mgKOH / g.
[0079] Hydroxyl value (polymer (SP min )) For example, 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, 1 mgKOH / g, etc. are mentioned. In one embodiment, the hydroxyl value is preferably 1 mgKOH / g to 300 mgKOH / g.
[0080] The hydroxyl value can be measured by a method in accordance with Japanese Industrial Standard (JIS) K0070 (neutralization titration method).
[0081] When the charge amount of the monomers used in polymer production can be accurately determined and the polymerization rate is high, the hydroxyl value can be calculated by the following formula. Hydroxyl value = [(the input mass of the hydroxyl-containing monomer in 1 g of the total monomer input × the number of hydroxyl groups in one molecule of the hydroxyl-containing monomer) / molecular weight of the hydroxyl-containing monomer] × 56.11 (molecular weight of KOH) × 1000
[0082] <Production Method (Polymer)> Examples of the production method (polymer) include radical polymerization.
[0083] The radical polymerization initiator may be used alone or in combination of two or more. Examples of the radical polymerization initiator include inorganic peroxides, organic peroxides, and azo compounds.
[0084] Examples of the inorganic peroxide include hydrogen peroxide, ammonium persulfate, and potassium persulfate.
[0085] Examples of the organic peroxide include benzoyl peroxide, dicumyl peroxide, and lauroyl peroxide.
[0086] Examples of the azo compound include 2,2'-azobisisobutyronitrile, 2,2'-azobis(2-methylbutyronitrile), and dimethyl 2,2'-azobisisobutyrate.
[0087] The amount used in parts by mass (radical polymerization initiator / total monomer components) is preferably 1 to 10 parts by mass.
[0088] In the production 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.
[0089] Examples of the chain transfer agent include lauryl mercaptan, dodecyl mercaptan, 2-mercaptobenzothiazole, bromotrichloromethane, and α-methylstyrene dimer.
[0090] The amount used (chain transfer agent / total monomer components) is preferably about 0 to 5 parts by mass.
[0091] The polymerization temperature is preferably 50°C to 140°C.
[0092] The polymerization time is preferably 1 to 10 hours.
[0093] Examples of the mass % content (total polymer amount / non-volatile component of the coating agent) 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 %, and 0.1 mass %. In one embodiment, the content is preferably 0.1 to 95 mass %.
[0094] Mass % content (polymer (SP max ) / coating agent non-volatile component) includes, for example, 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 80 mass%.
[0095] Mass % content (polymer (SP min ) / coating agent non-volatile component) includes, for example, 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 80 mass%.
[0096] Mass ratio (polymer (SP min ) / Polymer(SP max)) For example, 100, 99, 95, 90, 85, 80, 75, 70, 67, 66, 65, 60, 59, 55, 50, 49, 45, 40, 35, 30, 26, 25, 20, 19, 15, 14, 13, 10, 9, 7, 6.5, 5, 4, 3.5, 3, 2.5, 2, 1, 0.9, 0.8, 0.7, 0.6, 0.5, 0.4, 0.3, 0.25, 0.2, 0.17, 0.15, 0.13, 0.125, 0.12, 0.1, 0.09, 0.08, 0.07, 0.06, 0.05, 0.04, 0.03, 0.02, 0.01, etc. In one embodiment, the mass ratio is preferably 0.01 to 100.
[0097] Cross-linking agent In one embodiment, the coating agent may optionally contain a crosslinking agent. The crosslinking agent may be used alone or in combination of two or more.
[0098] Examples of the cross-linking agent include a melamine cross-linking agent and an isocyanate cross-linking agent.
[0099] Examples of the mass % content (crosslinking agent / coating agent non-volatile component) include 50 mass %, 48 mass %, 45 mass %, 40 mass %, 35 mass %, 33 mass %, 30 mass %, 28 mass %, 26 mass %, 25 mass %, 20 mass %, 15 mass %, 10 mass %, 5 mass %, 4 mass %, 2 mass %, 1 mass %, and 0 mass %. In one embodiment, the content is preferably 0 to 50 mass %.
[0100] (Melamine crosslinking agent) The melamine cross-linking agent may be used alone or in combination of two or more.
[0101] Examples of the melamine cross-linking agent include melamine resins containing a structural unit derived from the following melamine compound.
ML1
[0102] In one embodiment, the average degree of polymerization of the melamine resin is preferably 1.1 to 10.
[0103] As the melamine resin, preferably, methylated melamine resin and butylated melamine resin are mentioned, and more preferably, fully ether type methylated melamine resin, fully ether type butylated melamine resin and fully ether type methyl·butylated melamine resin are mentioned.
[0104] "Methylated melamine" refers to the above R m1 ~R m6 A melamine compound wherein at least one of the R m1 ~R m6 A melamine compound containing only methoxymethyl groups. "Methylated melamine resin" refers to a resin composed solely of structural units derived from methylated melamine. "Fully ether methylated melamine resin" refers to a resin composed solely of structural units derived from fully ether methylated melamine.
[0105] "Butylated melamine" refers to the above R m1 ~R m6 A melamine compound wherein at least one of the R m1 ~R m6 Melamine compounds containing either n-butoxymethyl or isobutoxymethyl groups. "Butylated melamine resin" refers to a resin composed solely of structural units derived from butylated melamine. "Fully ether butylated melamine resin" refers to a resin composed solely of structural units derived from fully ether butylated melamine.
[0106] "Fully ether methyl butylated melamine" refers to the above R m1 ~R m6 A melamine compound wherein at least one of the methyl groups is a methoxymethyl group and the remaining methyl groups are either n-butoxymethyl groups or isobutoxymethyl groups. A "full ether type methyl butylated melamine resin" refers to a resin composed only of structural units derived from full ether type methyl butylated melamine.
[0107] City products (three fats) such as Cymel 300, Cymel 301, Cymel 303LF, Cymel 350, Cymel 370N, Cymel 771, Cymel 325, Cymel ( Saimel) 327, Saimel) 703, Saimel) 712, Saimel) 701, Saimel) 266, Saimel) 267, Saimel) 285, Saimel) 232, Saimel) 235, Cymel 236, Cymel 238, Cymel 272, Cymel 212, Cymel 253, Cymel 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.), Youbang 20SB, Youbang 20SE60, Youbang 21R, Youbang 22R, Youbang 122, Youbang 125, Youbang 220, Youbang 225, Youbang 228, Youbang 2020 (all manufactured by Mitsui Chemicals, Inc.),Amino resin (アミディア) J-820-60, amino resin (アミディア) L-109-65, amino resin (アミディア)ィア) L-117-60, amino resin (アミディア) L-127-60, amino resin (アミディア) 13-54 8. Amino resin G-821-60, Amino resin L-110-60, Amino resin L-125-60, Amino resin L-166-60B (all manufactured by DIC Corporation).
[0108] Examples of the mass % content (melamine crosslinking agent / coating agent non-volatile component) include 50 mass %, 48 mass %, 45 mass %, 40 mass %, 35 mass %, 33 mass %, 30 mass %, 28 mass %, 26 mass %, 25 mass %, 20 mass %, 15 mass %, 10 mass %, 5 mass %, 4 mass %, 2 mass %, 1 mass %, and 0 mass %. In one embodiment, the content is preferably 0 mass % to 50 mass %, more preferably 20 mass % to 50 mass %.
[0109] In one embodiment, the content (N-methylol and N-alkoxymethylol / coating agent non-volatile matter) is preferably greater than 0.3 mmol / g.
[0110] (isocyanate crosslinker) The isocyanate cross-linking agent may be used alone or in combination of two or more.
[0111] Examples of the isocyanate crosslinking agent include polyisocyanate.
[0112] “Polyisocyanate” refers to a compound having two or more isocyanate groups (—N═C═O).
[0113] Examples of the polyisocyanate include linear aliphatic polyisocyanate, branched aliphatic polyisocyanate, alicyclic polyisocyanate, aromatic polyisocyanate, and biuret forms, isocyanurate forms, allophanate forms, and adduct forms thereof.
[0114] Examples of the linear aliphatic polyisocyanate include methylene diisocyanate, dimethylene diisocyanate, trimethylene diisocyanate, tetramethylene diisocyanate, pentamethylene diisocyanate, hexamethylene diisocyanate, heptamethylene diisocyanate, octamethylene diisocyanate, nonamethylene diisocyanate, and decamethylene diisocyanate.
[0115] Examples of the branched aliphatic polyisocyanate include diethylpentamethylene diisocyanate, trimethylbutylene diisocyanate, trimethylpentamethylene diisocyanate, and trimethylhexamethylene diisocyanate.
[0116] Examples of the alicyclic polyisocyanate include monocyclic alicyclic polyisocyanate, bridged alicyclic polyisocyanate, and condensed alicyclic polyisocyanate.
[0117] Examples of the monocyclic alicyclic polyisocyanate include hydrogenated xylene diisocyanate, isophorone diisocyanate, cyclopentylene diisocyanate, cyclohexylene diisocyanate, cycloheptylene diisocyanate, cyclodecylene diisocyanate, 3,5,5-trimethylcyclohexylene diisocyanate, and dicyclohexylmethane diisocyanate.
[0118] Examples of the bridged alicyclic polyisocyanate include tricyclodecene diisocyanate, adamantane diisocyanate, and norbornene diisocyanate.
[0119] Examples of the condensed-ring alicyclic polyisocyanate include dicyclodecene diisocyanate.
[0120] Examples of the aromatic polyisocyanate include monocyclic aromatic polyisocyanate and condensed-ring aromatic polyisocyanate.
[0121] Examples of the monocyclic aromatic polyisocyanate include dialkyldiphenylmethane diisocyanates such as 4,4'-diphenyldimethylmethane diisocyanate, tetraalkyldiphenylmethane diisocyanates such as 4,4'-diphenyltetramethylmethane diisocyanate, 4,4'-diphenylmethane diisocyanate, 4,4'-dibenzyl diisocyanate, 1,3-phenylene diisocyanate, 1,4-phenylene diisocyanate, toluene diisocyanate, xylylene diisocyanate, and tetramethyl-m-xylylene diisocyanate.
[0122] Examples of the condensed-ring aromatic polyisocyanate include 1,5-naphthalene diisocyanate.
[0123] Blocked isocyanates can also be used. "Blocked isocyanates" refer to compounds in which the isocyanate groups of the polyisocyanate are protected by a blocking agent.
[0124] Examples of the mass % content (isocyanate crosslinking agent / coating agent non-volatile component) include 30 mass %, 25 mass %, 20 mass %, 15 mass %, 10 mass %, 5 mass %, 4 mass %, 2 mass %, 1 mass %, and 0 mass %. In one embodiment, the content is preferably 0 mass % to 30 mass %.
[0125] Polyols In one embodiment, the coating agent may optionally contain a polyol. The polyol may be used alone or in combination of two or more.
[0126] "Polyol" refers to a compound having two or more hydroxyl groups (-OH).
[0127] The above polymers do not belong to the category of polyols.
[0128] Examples of the polyol include alkylene polyols, dimer glycol, hydrogenated dimer glycol, castor oil-based polyols, hydroxyl-containing fatty acid alkylene polyol esters, polyether polyols, polyester polyols, polycarbonate polyols, and polyolefin polyols.
[0129] (Alkylene polyol) The "alkylene polyol" refers to a compound containing an alkylene group and two or more hydroxyl groups.
[0130] Examples of the alkylene polyol include linear alkylene polyol, branched alkylene polyol, and cycloalkylene polyol.
[0131] Examples of the linear alkylene polyol 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.
[0132] Examples of the branched alkylene polyol 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.
[0133] Examples of the cycloalkylene polyol include monocyclic cycloalkylene polyol and bridged cycloalkylene polyol.
[0134] Examples of the monocyclic cycloalkylene polyol include 1,4-cyclohexanediol, 1,4-cyclohexanedimethanol, and 2,2′-bis(4-hydroxycyclohexyl)propane.
[0135] Examples of the bridged ring cycloalkylene polyol include tricyclodecane dimethanol and the like.
[0136] (Dimer diol) "Dimer diol" refers to a compound obtained by reducing the reaction product of cyclic and / or acyclic dimer acids obtained by dimerizing higher unsaturated fatty acids with methanol. Examples of the dimerization reaction of higher unsaturated fatty acids include the method described in Japanese Patent Application Laid-Open No. 9-136861. "Hydrogenated dimer diol" refers to a compound obtained by hydrogenating dimer diol.
[0137] When producing dimer diol, the higher unsaturated fatty acid may be used alone or in combination of two or more. Examples of the higher unsaturated fatty acid include C14-22 unsaturated monocarboxylic acids.
[0138] Examples of C14-22 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, and brassidic acid. Among these, oleic acid and / or linoleic acid are preferred.
[0139] (Castor oil-based polyol) Examples of castor oil-based polyols include hydroxyl group-containing fatty acid glycerol (poly)esters.
[0140] The "hydroxyl-containing fatty acid glycerol (poly)ester" refers to a (poly)ester (monoester, diester, triester) obtained by reacting one or more hydroxyl groups of glycerol with a hydroxyl-containing fatty acid.
[0141] The hydroxyl-containing fatty acid preferably includes C12 or more hydroxyl-containing long-chain fatty acids, more preferably C12 to 30 hydroxyl-containing long-chain fatty acids, further preferably C12 to 24 hydroxyl-containing long-chain fatty acids, and particularly preferably C1 2 to 20 long-chain fatty acids containing hydroxyl groups.
[0142] Examples of the hydroxyl group-containing long-chain fatty acid include hydroxyl group-containing saturated long-chain fatty acids and hydroxyl group-containing unsaturated long-chain fatty acids.
[0143] Examples of the hydroxyl-containing saturated long-chain fatty acids include hydroxylauric acid, hydroxytridecyl acid, hydroxymyristic acid, hydroxypentadecanyl acid, hydroxypalmitic acid, hydroxyheptadecanyl acid, hydroxystearic acid, hydroxynonadecanyl acid, hydroxyeicosyl acid, hydroxyheneicosyl acid, hydroxydocosyl acid, hydroxytricosyl acid, hydroxytetracosyl acid, hydroxypentacosyl acid, hydroxyhexacosyl acid, hydroxyheptacosyl acid, hydroxyoctacosyl acid, hydroxyisododecyl acid, hydroxyisotridecyl acid, hydroxyisomyristic acid, hydroxyisopentadecanyl acid, hydroxyisohexadecyl acid, hydroxyisoheptadecanyl acid, hydroxyisostearic acid, and aleuritic acid.
[0144] Examples of the hydroxyl-containing unsaturated long-chain fatty acids include hydroxyl-containing monounsaturated long-chain fatty acids, hydroxyl-containing diunsaturated long-chain fatty acids, hydroxyl-containing triunsaturated long-chain fatty acids, hydroxyl-containing tetraunsaturated long-chain fatty acids, hydroxyl-containing pentaunsaturated long-chain fatty acids, and hydroxyl-containing hexaunsaturated long-chain fatty acids.
[0145] Examples of the hydroxyl-containing monounsaturated long-chain fatty acids include ricinoleic acid, hydroxymyristoleic acid, hydroxypalmitoleic acid, hydroxysapienic acid, hydroxyoleic acid, hydroxyelaidic acid, hydroxyoctadecenoic acid, hydroxygadoleic acid, hydroxyeicosenoic acid, hydroxyerucic acid, and hydroxynervonic acid.
[0146] Examples of the hydroxyl group-containing diunsaturated long-chain fatty acid include hydroxylinolenic acid, hydroxyeicosadienoic acid, and hydroxydocosadienoic acid.
[0147] Examples of the hydroxyl-containing triunsaturated long-chain fatty acid include hydroxylinolenic acid, hydroxypinolenic acid, hydroxyeleostearic acid, hydroxymeadacid, and hydroxyeicosatrienoic acid.
[0148] Examples of the hydroxyl-containing tetraunsaturated long-chain fatty acid include hydroxystearidonic acid, hydroxyarachidonic acid, and hydroxyadrenic acid.
[0149] Examples of the hydroxyl-containing pentaunsaturated long-chain fatty acids include hydroxybosseopentaenoic acid, hydroxy eicosapentaenoic acid, hydroxy osbond acid, hydroxy clupanodonic acid, and hydroxy tetracosapentaenoic acid.
[0150] Examples of the hydroxyl group-containing hexaunsaturated long-chain fatty acid include hydroxydocosahexaenoic acid and hydroxynisinic acid.
[0151] (Hydroxy-containing fatty acid alkylene polyol ester) The "hydroxyl group-containing fatty acid alkylene polyol ester" refers to an ester obtained by reacting a hydroxyl group-containing fatty acid with an alkylene polyol.
[0152] Examples of the hydroxyl group-containing fatty acid and alkylene polyol include the above-mentioned compounds.
[0153] (Polyether polyol) “Polyether polyol” refers to, for example, a compound having two or more hydroxyl groups and two or more consecutive repeating units containing an ether bond.
[0154] In one embodiment, the polyether polyol is represented by the following structural formula. HO-(R Ether -O-) n H (Where R Ether is an alkylene group, an arylene group, or an arylenealkylenearylene group, and n is an integer greater than or equal to 2).
[0155] Examples of the polyether polyol include polyethylene glycol, polypropylene glycol, polytetramethylene glycol, and alkylene oxide adducts of polyols.
[0156] Examples of commercially available products (polyether polyols) include Adica Polyether GM-30, Adica Polyether P-400, Adica Polyether G-400, Adica Polyether T-400, and Adica Polyether AM-302 (all manufactured by Adica Co., Ltd.).
[0157] (Polyester polyol) “Polyester polyol” refers to a compound having two or more hydroxyl groups and two or more consecutive repeating units containing an ester bond.
[0158] 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(where R aEster 、R bEster and R cEsterare each independently an alkylene group or an arylene group, and m is an integer greater than or equal to 2).
[0159] Examples of the polyester polyol include reaction products of polycarboxylic acids or their carboxylic anhydrides and polyols.
[0160] Examples of the polycarboxylic acid include dicarboxylic acid.
[0161] Examples of the dicarboxylic acid 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-methylpentanedicarboxylic acid, 2-methyloctanedioic acid, 3,8-dimethyldecanedioic acid, 3,7-dimethyldecanedioic acid, phthalic acid, terephthalic acid, isophthalic acid, naphthalene dicarboxylic acid, and cyclohexane dicarboxylic acid.
[0162] Examples of the polycarboxylic acid anhydride include succinic anhydride, maleic anhydride, phthalic anhydride, and trimellitic anhydride.
[0163] Examples of the polyol include the above-mentioned alkylene polyols.
[0164] (Polycarbonate polyol) “Polycarbonate polyol” refers to a compound having two or more hydroxyl groups and two or more repeating units containing a carbonate bond.
[0165] In one embodiment, the polycarbonate polyol is represented by the following structural formula. HO-{R aCarbo -OC(=O)O} p -R bCarbo -OH (Where R aCarbo and R bCarbo are each independently an alkylene group, and p is an integer greater than or equal to 2).
[0166] Examples of the polycarbonate polyol include reaction products of polyols and phosgene, and ring-opening polymers of cyclic carbonates (such as alkylene carbonates).
[0167] Examples of the polyol include the above-mentioned alkylene polyols.
[0168] Examples of the alkylene carbonate include ethylene carbonate, trimethylene carbonate, tetramethylene carbonate, and hexamethylene carbonate.
[0169] 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 (both manufactured by Asahi Kasei Corporation).
[0170] (Polyolefin polyol) Examples of the polyolefin polyol include polybutadiene, hydrogenated polybutadiene, polyisoprene, hydrogenated polyisoprene, and chlorides thereof, each having two or more hydroxyl groups.
[0171] Examples of commercially available products (polyolefin polyols) include NISSO-PB GI-1000 (manufactured by Nippon Soda Co., Ltd.).
[0172] (Physical Properties, etc. (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.
[0173] When simply referred to as "molecular weight," the molecular weight refers to either the formula weight or the number average molecular weight. When the structure of a compound can be uniquely represented 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 uniquely represented 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.
[0174] 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 to 1300 mgKOH / g.
[0175] Examples of the mass % content (polyol / coating agent non-volatile component) 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 %, and 0 mass %. In one embodiment, the content is preferably 0 mass % to 65 mass %.
[0176] 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.
[0177] When a melamine cross-linking agent is used, examples of the curing catalyst include acid catalysts.
[0178] Examples of the acid catalyst include inorganic acids, organic acids, and thermal acid generators.
[0179] Examples of the inorganic acid include hydrochloric acid, sulfuric acid, nitric acid, and phosphoric acid.
[0180] Examples of the organic acid include organic carboxylic acid, organic sulfonic acid, and organic phosphoric acid.
[0181] Examples of the organic carboxylic acid include oxalic acid, acetic acid, and formic acid.
[0182] Examples of the organic sulfonic acid 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.
[0183] An example of organic phosphoric acid is methyl acid phosphate. 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, alkoxypolyethylene glycol acid phosphate, bisphenol A acid phosphate, dimethyl acid phosphate, diethyl acid phosphate, dipropyl acid phosphate, diisopropyl acid phosphate, dibutyl acid phosphate, di(2-ethylhexyl) acid phosphate, dioctyl acid phosphate, dilauryl acid phosphate, distearyl acid phosphate, diphenyl acid phosphate, dinonylphenyl acid phosphate, etc.
[0184] Examples of the thermal acid generator include sulfonium salts, benzothiazole salts, ammonium salts, and phosphonium salts.
[0185] When an isocyanate crosslinking agent is used, examples of the curing catalyst include organic metal catalysts and organic amine catalysts.
[0186] Examples of the organometallic catalyst include organo-main-group metal catalysts (organic typical metal catalysts) and organo-transition metal catalysts.
[0187] Examples of the organic main group metal catalyst include organic tin catalysts and organic bismuth catalysts.
[0188] Examples of the organotin catalyst include dibutyltin dilaurate and dioctyltin dilaurate.
[0189] Examples of the organic bismuth catalyst include bismuth octoate.
[0190] Examples of the organic transition metal catalyst include organic titanium catalysts, organic zirconium catalysts, and organic iron catalysts.
[0191] Examples of the organic titanium catalyst include ethyl acetoacetate titanium and the like.
[0192] Examples of the organic zirconium catalyst include zirconium tetraacetylacetonate (Zirconium Tetraacetylacetonate).
[0193] Examples of the organic iron catalyst include iron acetylacetonate and the like.
[0194] Examples of the organic amine catalyst include diazabicyclooctane, dimethylcyclohexylamine, tetramethylpropylenediamine, ethylmorpholine, dimethylethanolamine, triethylamine, and triethylenediamine.
[0195] Examples of the mass % content (curing catalyst / coating agent non-volatile component) include 5 mass %, 4 mass %, 3 mass %, 2 mass %, 1 mass %, 0.5 mass %, 0.1 mass %, 0.05 mass %, 0.01 mass %, and 0 mass %. In one embodiment, the content is preferably 0 to 5 mass %.
[0196] 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.
[0197] Examples of the organic solvent include ketone solvents, aromatic solvents, alcohol solvents, glycol solvents, glycol ether solvents, ester solvents, petroleum solvents, alkyl halide solvents, and amide solvents.
[0198] Examples of the ketone solvent include methyl ethyl ketone, acetylacetone, methyl isobutyl ketone, cyclopentanone, and cyclohexanone.
[0199] Examples of the aromatic solvent include toluene and xylene.
[0200] Examples of the alcohol solvent include methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, and tert-butanol.
[0201] Examples of the glycol solvent include ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, triethylene glycol, tripropylene glycol, polyethylene glycol, and polypropylene glycol.
[0202] Examples of the glycol ether solvent 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-tert-butyl ether.
[0203] Examples of the ester solvent include ethyl acetate, butyl acetate, methyl cellosolve acetate, ethyl cellosolve acetate, and propylene glycol monomethyl ether acetate.
[0204] Examples of the petroleum-based solvent include Solveso #100 (manufactured by Exxon) and Solveso #150 (manufactured by Exxon).
[0205] Examples of the alkyl halide solvent include chloroform.
[0206] Examples of the amide solvent include dimethylformamide.
[0207] The mass% content (organic solvent / coating agent) includes, for example, 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%, 15 mass%, 10 mass%, 5 mass%, 0 mass%, etc. In one embodiment, the content is preferably 0 mass% to 99 mass%, more preferably 40 mass% to 99 mass%, and even more preferably 50 mass% to 99 mass%.
[0208] <Additives> The release coating agent may optionally contain an agent (additive) that does not belong to any of the above.
[0209] Examples of additives include urethane resins, polyester resins, epoxy resins, defoaming agents, anti-slip agents, preservatives, rust inhibitors, pH adjusters, antioxidants, pigments, dyes, lubricants, leveling agents, conductive agents, polybutadiene, polyisoprene, polychloroprene, polyprene, polybutylene, polyisobutylene, polystyrene, isoprene-butadiene copolymers, styrene-isoprene copolymers, polyolefins and derivatives thereof, silicone resins, amines, carboxylic anhydrides, and long-chain alkyl-containing alcohols.
[0210] In one embodiment, the content (additive / release coating agent) in parts by mass 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.
[0211] In one embodiment, the content (additive / polymer) in parts by mass 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.
[0212] In one embodiment, the content (additive / cross-linking agent) in parts by mass 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.
[0213] In one embodiment, the content (additive / polyol) in parts by mass 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.
[0214] In one embodiment, the content (additive / curing catalyst) in parts by mass 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.
[0215] In one embodiment, the content (additive / organic solvent) in parts by mass 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.
[0216] The release coating agent can be produced by dispersing and mixing the above-mentioned reagents.
[0217] Examples of the dispersing and mixing means include a stirrer, an emulsifying disperser, and an ultrasonic disperser.
[0218] Applications (release coating agents) include, for example, 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 cover layers, and thermosetting release coating agents for adhesive sheets.
[0219] [cured material] The present disclosure relates to a cured product of the release coating agent.
[0220] In one embodiment, the cured product includes, for example, a thermally cured product, etc. Curing conditions include, for example, the conditions described below.
[0221] [Laminate] The present disclosure relates to a laminate comprising the cured product.
[0222] In one embodiment, the laminate has a cured product of the coating agent on one or both sides of the substrate.
[0223] The amount of the 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 .
[0224] <Base material> Examples of the substrate include polyester, polycarbonate, polystyrene, polyimide, polyolefin, polyepoxy resin, triacetyl cellulose resin, acrylonitrile butadiene styrene (ABS) resin, acrylonitrile styrene (AS) resin, norbornene-based resin, and polyethylene laminated paper.
[0225] Examples of polyester include polyethylene terephthalate, polypropylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, and polybutylene naphthalate.
[0226] Examples of the coating method include spraying, roll coating, reverse roll coating, gravure coating, knife coating, bar coating, and spot coating.
[0227] Examples of the curing method include heating.
[0228] Examples of the heating method include a circulating air dryer, etc. Examples of the drying (curing) temperature include 90° C. to 170° C., etc. Examples of the drying time include 30 seconds to 2 minutes, etc. [Example]
[0229] The present invention is described in detail below using 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 to the scope of the claims. Unless otherwise specified, all values such as parts and % are by mass.
[0230] Calculation method (SP value) The SP value (δ: solubility parameter) was calculated by the Fedors method based on the following formula (1). The molar heat of vaporization (ΔE vap) and the molar volume (V) of a compound at 25°C are both determined by adding the fixed values attributed to the atoms or groups in the molecule. [Formula 2] (ΔE vap represents the molar heat of vaporization of the compound (cal / mol). V represents the molar volume of the compound at 25°C (cm 3 / mol). )
[0231] The SP value of a polymer is calculated by the following procedure. (1) The SP value of each monomer unit is multiplied by the composition (mass) ratio of each monomer unit (composition ratio where the total is 1) to obtain a value. (2) The values obtained in (1) are added together to calculate the SP value of the polymer.
[0232] [Table 1]
[0233] Calculation method (Tg) The glass transition temperature (Tg) is the glass transition temperature (theoretical value) expressed by the following FOX equation. 1 / Tg=(W1 / Tg1)+(W2 / Tg2)+……+(W n / Tg n ) (Tg represents the glass transition temperature of the polymer (unit: K). Tg i W represents the glass transition temperature (unit: K) when monomer i forms a homopolymer. i Indicates the mass fraction of monomer i in the total amount of monomer components (i = 1, 2, ... n).
[0234] The measurement conditions (weight average molecular weight and number average molecular weight) are as follows. Model: Product name "HLC-8220" (manufactured by Tosoh Corporation) Column: Product name "PLgel MIXED-C" (manufactured by Agilent Technology) × 2 Developing solvent, flow rate: tetrahydrofuran, 1.0 mL / min Measurement temperature: 40°C Detector: Refractive index (RI) Standard: Monodisperse polystyrene Polymer concentration: 0.2%
[0235] Synthesis example 1 In a four-necked flask equipped with a stirrer, reflux cooling tube, nitrogen inlet tube, thermometer, and dropping funnel, 55 parts of lauryl acrylate, 40 parts of stearyl acrylate, and 5 parts of 2-hydroxyethyl methacrylate were added, along with 2 parts of azobisisobutyronitrile as an initiator and 153 parts of methyl ethyl ketone as a solvent. The temperature was gradually raised to 80°C, and the reaction was allowed to proceed for 9 hours to obtain a polymer solution containing 40% non-volatile matter. The SP value of the obtained polymer was 9.33 (cal / cm 3 ) 1 / 2 , Tg is 12°C, hydroxyl value is 22 mgKOH / g, number average molecular weight is 16,000, and weight average molecular weight is 38,000.
[0236] Unless otherwise specified, other examples were carried out in the same manner as described above except for making changes as shown in the following table. [Table 2] MMA: Methyl Methacrylate BA: Butyl acrylate 2EHA: 2-ethylhexyl acrylate LA: Lauryl acrylate LMA: Lauryl Methacrylate SA: Stearyl acrylate SMA: Stearyl Methacrylate HEA: Hydroxyethyl acrylate HEMA: Hydroxyethyl Methacrylate
[0237] Example: Release coating agent The substances listed in the following table were mixed as non-volatile components, and then diluted (diluent: methyl ethyl ketone, non-volatile content: 10%).
[0238] Unless otherwise specified, other examples were carried out in the same manner as described above except for making changes as shown in the following table.
[0239] [Table 3]
Table 4
Table 5
Table 6
[0240] Laminate The release coating agent was applied on a polyethylene terephthalate film (film thickness: 50 μm) so that the dry coating film had a film thickness of 0.3 μm, and dried at 120° C. for 1 minute to obtain a laminate.
[0241] Appearance of cured product The cured product was evaluated visually. ○: Cured material is transparent ×: Cured material is turbid
[0242] Solvent resistance The cured product layer of the release film was rubbed with a cotton swab soaked in methyl ethyl ketone to evaluate solvent resistance. ◯: The base material was not exposed even after wiping 10 times. ×: The base material was exposed when wiping was performed 1 to 9 times.
[0243] Peel force A polyester adhesive tape (31B tape manufactured by Nitto Denko Corporation: 25 mm wide) was pressed against the cured product using a 2 kg roller and then stored at 23°C for 1 hour. The tape was then stretched at an angle of 180° and a peel rate of 0.3 M / min, and the force required for peeling (N / 25 mm) was measured.
Claims
1. A release coating agent, The release coating agent contains two or more polymers, Any of the polymers contains C8-28 alkyl (meth)acrylate units, Any of the polymers contains hydroxyl-containing alkyl (meth)acrylate units, Among the SP values of the polymer, the maximum value is set as SP max , set the minimum value to SP min In the case of SP value difference (SP max -SP min ) is less than 1.
0.
2. The release coating agent according to claim 1, wherein The release coating agent includes a polyol, and the polyol does not include the polymer. 3 . A cured product of the release coating agent according to claim 1 . A laminate comprising the cured product according to claim 3 .
Citation Information
Patent Citations
Alpha, beta-unsaturated carboxylic acid ester of dimer diol mixture
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