Light-curing resin composition for coatings

The photocurable resin composition with urethane (meth)acrylate, (meth)acrylamide, and polyoxyalkylene alkyl ether phosphate ester addresses the challenge of balancing mold release, antistatic properties, and adhesion, enhancing coating performance.

JP7756829B1Active Publication Date: 2025-10-20DKS CO LTD
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Patent Information

Application Number
JP2025071556
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2025-04-23
Publication Date
2025-10-20
Estimated Expiration
2045-04-23

AI Technical Summary

Technical Problem

Photocurable resin compositions struggle to achieve a balance between excellent mold release properties from metals, antistatic properties, and adhesion to resins, particularly when a phosphate ester is used as a mold release agent.

Method used

A photocurable resin composition comprising urethane (meth)acrylate containing a structure derived from hexamethylene diisocyanate isocyanurate, a (meth)acrylamide monomer, and a polyoxyalkylene alkyl ether phosphate ester, with specific ratios and contents of these components to enhance mold releasability, antistatic properties, and adhesion to resins.

Benefits of technology

The composition improves releasability to metals, antistatic properties, and adhesion to resins, ensuring effective curing and performance in coating applications.

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Abstract

Improves releasability to metals, antistatic properties, and adhesion to resins. [Solution] The photocurable resin composition for coating according to the embodiment contains a urethane (meth)acrylate (A) containing a structure derived from an isocyanurate of hexamethylene diisocyanate, a (meth)acrylamide monomer (B), and a polyoxyalkylene alkyl ether phosphate ester (C). A coating film according to the embodiment is obtained using the photocurable resin composition for coating.
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Description

[Technical Field]

[0001] The present invention relates to a photocurable resin composition for coatings and a coating film obtained using the resin composition. [Background technology]

[0002] Photocurable resin compositions that are cured by light such as ultraviolet light are used, for example, as paints. Among such resin compositions, those containing a phosphate ester as a mold release agent in addition to a urethane (meth)acrylate are known. For example, Patent Document 1 describes a prism sheet having prism portions made of a cured product of an active energy ray-curable resin composition containing a urethane (meth)acrylate, and describes the use of a phosphate ester-based mold release agent to impart mold releasability to the prism portions when the prism portions are formed using a mold. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] Japanese Patent Application Laid-Open No. 2012-47912 Summary of the Invention [Problem to be solved by the invention]

[0004] A photocurable resin composition for coatings is applied to a resin film such as a PET (polyethylene terephthalate) film, and then irradiated with light while transferring the shape of a mold, thereby obtaining a coating film having the shape molded into the surface. When producing such a coating film, it is desirable that the photocurable resin composition for coatings has excellent mold release properties from metals. However, when a phosphate ester is blended to impart mold release properties, it is not easy to achieve both excellent antistatic properties, mold release properties from metals, and adhesion to resins.

[0005] In view of the above, an embodiment of the present invention aims to provide a photocurable resin composition for coatings that can improve releasability from metals, antistatic properties, and adhesion to resins, and a coating film using the same. [Means for solving the problem]

[0006] The present invention includes the embodiments shown below. [1] A photocurable resin composition for coating, comprising: a urethane (meth)acrylate (A) containing a structure derived from an isocyanurate of hexamethylene diisocyanate; a (meth)acrylamide monomer (B); and a polyoxyalkylene alkyl ether phosphate ester (C). [2] The urethane (meth)acrylate (A) is -(A 1 O) n -, where A 1 represents an alkanediyl group having 2 to 4 carbon atoms, and n represents a number from 1 to 9. The photocurable resin composition for coating according to [1]. [3] The photocurable resin composition for coating according to [1] or [2], wherein the (meth)acrylamide-based monomer (B) is monofunctional. [4] The photocurable resin composition for coating according to any one of [1] to [3], wherein the polyoxyalkylene alkyl ether phosphate ester (C) has an alkyl group having 4 to 16 carbon atoms. [5] The photocurable resin composition for paint according to any one of [1] to [4], wherein the content of the polyoxyalkylene alkyl ether phosphate ester (C) is 0.08 to 5 mass% based on the total mass of the photocurable resin composition for paint. [6] The photocurable resin composition for coating according to any one of [1] to [5], further comprising ethylphenyl(2,4,6-trimethylbenzoyl)phosphinate and / or phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide. [7] A coating film obtained by using the photocurable resin composition for coating according to any one of [1] to [6]. [Effects of the Invention]

[0007] According to the embodiment of the present invention, it is possible to improve the releasability to metals, the antistatic properties, and the adhesion to resins. DETAILED DESCRIPTION OF THE INVENTION

[0008] The photocurable resin composition for coating according to this embodiment contains a urethane (meth)acrylate (A) containing a structure derived from an isocyanurate of hexamethylene diisocyanate, a (meth)acrylamide monomer (B), and a polyoxyalkylene alkyl ether phosphate ester (C).

[0009] In this specification, "(meth)acrylate" refers to acrylate and / or methacrylate, and "(meth)acrylamide" refers to acrylamide and / or methacrylamide. The same applies to terms such as "(meth)acryloyl group."

[0010] [Urethane (meth)acrylate (A) containing a structure derived from an isocyanurate of hexamethylene diisocyanate] The photocurable resin composition for coating according to this embodiment contains, as component (A), a urethane (meth)acrylate (A) containing a structure derived from an isocyanurate of hexamethylene diisocyanate (HDI). The urethane (meth)acrylate is a urethane compound having a (meth)acryloyl group. In this embodiment, the urethane (meth)acrylate is a trifunctional urethane (meth)acrylate having three (meth)acryloyl groups in one molecule.

[0011] In one embodiment, the urethane (meth)acrylate (A) can be obtained by reacting an isocyanurate of HDI with a hydroxyalkyl (meth)acrylate and / or a polyoxyalkylene mono(meth)acrylate by a known method. Therefore, the obtained urethane (meth)acrylate (A) contains a structure derived from the isocyanurate of HDI as well as a (meth)acryloyl group, -(A 1 O) n- and a structure derived from a (meth)acrylic acid ester having a hydroxyl group. 1 O represents an oxyalkylene group, and n represents a number of 1 or more.

[0012] Examples of the hydroxyalkyl (meth)acrylate include hydroxyethyl (meth)acrylate, hydroxypropyl (meth)acrylate, and hydroxybutyl (meth)acrylate.

[0013] Examples of the polyoxyalkylene mono(meth)acrylate include polyoxyethylene mono(meth)acrylate, polyoxypropylene mono(meth)acrylate, and polyoxybutylene mono(meth)acrylate.

[0014] In one embodiment, the urethane (meth)acrylate (A) has -(A 1 O) n - in the group 1 is preferably an alkanediyl group having 2 to 4 carbon atoms, and more preferably an alkanediyl group having 2 to 3 carbon atoms. 1 O is preferably an oxyethylene group, an oxypropylene group, or an oxybutylene group, and these may be any one type alone or two or more types in combination.

[0015] In one embodiment, the urethane (meth)acrylate (A) has -(A 1 O) n The number n in the group represented by - is preferably 1 to 9, more preferably 1 to 7. Here, n represents the average number of moles of oxyalkylene groups added. When the number n is 9 or less, the effect of suppressing the remaining uncured resin composition after light irradiation is enhanced.

[0016] In the urethane (meth)acrylate (A), 3 moles of the above (meth)acrylic acid ester are reacted with 1 mole of the isocyanurate of HDI, and the same -(A 1 O) n- may have different -(A 1 O) n - may be used. For example, the urethane (meth)acrylate (A) may be one obtained by reacting only a hydroxyalkyl (meth)acrylate having one oxyalkylene group with an isocyanurate of HDI. The urethane (meth)acrylate (A) may be one obtained by combining a hydroxyalkyl (meth)acrylate having one oxyalkylene group and a polyoxyalkylene mono(meth)acrylate having multiple oxyalkylene groups and reacting the resulting mixture with an isocyanurate of HDI. The urethane (meth)acrylate (A) may be one obtained by reacting only a polyoxyalkylene mono(meth)acrylate having multiple oxyalkylene groups with an isocyanurate of HDI.

[0017] The content of the urethane (meth)acrylate (A) is not particularly limited, and may be, for example, 20 to 80 mass %, 30 to 70 mass %, or 40 to 60 mass % relative to the entire photocurable resin composition for coating.

[0018] [(Meth)acrylamide monomer (B)] The photocurable resin composition for coating according to this embodiment contains a (meth)acrylamide-based monomer (B) as the component (B). The (meth)acrylamide-based monomer (B) is a (meth)acrylamide-based monomer having a structure of CH═CR 1 -CO-N< (where R 1 represents a hydrogen atom or a methyl group.

[0019] By including the (meth)acrylamide monomer (B) in the photocurable resin composition for coating, adhesion to resins such as PET is improved. As the (meth)acrylamide monomer (B), a monofunctional (meth)acrylamide monomer is preferred. Here, monofunctional means having one (meth)acryloyl group per molecule.

[0020] Specific examples of the (meth)acrylamide-based monomer (B) include N,N-dialkylacrylamides such as N,N-diethylacrylamide (DEAA) and N,N-dimethylacrylamide (DMAA), N-isopropyl(meth)acrylamide, and (meth)acryloylmorpholine (ACMO). These may be used alone or in combination of two or more. Among these, (meth)acryloylmorpholine is preferred as the (meth)acrylamide-based monomer (B).

[0021] The content of the (meth)acrylamide monomer (B) is not particularly limited, and may be, for example, 10 to 70 mass %, 20 to 60 mass %, or 30 to 50 mass % relative to the entire photocurable resin composition for coating.

[0022] The ratio (A) / (B) of the contents of the urethane (meth)acrylate (A) and the (meth)acrylamide-based monomer (B) is not particularly limited, and may be, for example, 80 / 20 to 30 / 70, 70 / 30 to 40 / 60, or 60 / 40 to 50 / 50 in mass ratio.

[0023] [Polyoxyalkylene alkyl ether phosphate ester (C)] The photocurable resin composition for coating according to this embodiment contains a polyoxyalkylene alkyl ether phosphate ester (C) as the component (C). The polyoxyalkylene alkyl ether phosphate ester (C) contains an alkyl group and -(A 2 O) m -, and functions as a mold release agent. 2 represents an alkanediyl group. When the photocurable resin composition for coating contains the polyoxyalkylene alkyl ether phosphate ester (C), it is possible to improve the mold releasability, antistatic properties, and compatibility with metals. The polyoxyalkylene alkyl ether phosphate ester (C) may be a phosphate monoester or a phosphate diester. These may be used alone or in combination of two or more.

[0024] Examples of the polyoxyalkylene alkyl ether phosphate ester (C) include polyoxyethylene alkyl (C8) ether phosphate ester, polyoxyethylene alkyl (C10) ether phosphate ester, polyoxyethylene lauryl ether phosphate ester, polyoxyethylene alkyl (C12, C13) ether phosphate ester, polyoxyethylene tridecyl ether phosphate ester, etc. These may be used alone or in combination of two or more.

[0025] In one embodiment, the polyoxyalkylene alkyl ether phosphate ester (C) preferably has an alkyl group having 4 to 16 carbon atoms, more preferably 6 to 14 carbon atoms, and even more preferably 8 to 13 carbon atoms.

[0026] In the polyoxyalkylene alkyl ether phosphate ester (C), -(A 2 O) m - an alkanediyl group A 2 The number of carbon atoms in A is preferably 2 to 4, more preferably 2 to 3, and even more preferably 2. 2 The oxyalkylene group represented by O is preferably an oxyethylene group, an oxypropylene group, or an oxybutylene group, and these may be used alone or in combination of two or more.

[0027] In the polyoxyalkylene alkyl ether phosphate ester (C), -(A 2 O) m The number of m in the group represented by - is not particularly limited, but is preferably 1 to 25, and more preferably 2 to 15. m represents the average number of moles of oxyalkylene groups added.

[0028] In one embodiment, the content of the polyoxyalkylene alkyl ether phosphate ester (C) is preferably 0.08 to 5 mass%, more preferably 0.09 to 4.5 mass%, and even more preferably 0.5 to 2 mass%, based on the total mass of the photocurable resin composition for coating.

[0029] The photocurable resin composition for coating according to this embodiment may further contain a photopolymerization initiator (D) as component (D). Examples of the photopolymerization initiator (D) include 1-hydroxycyclohexyl phenyl ketone, ethylphenyl(2,4,6-trimethylbenzoyl)phosphine phosphine oxide, and the like.

[0030] The content of the photopolymerization initiator (D) is not particularly limited, and may be, for example, 0.5 to 10 mass %, 1 to 9 mass %, or 2 to 7 mass % relative to the entire photocurable resin composition for coating.

[0031] In one embodiment, the photocurable resin composition for coating may contain ethylphenyl(2,4,6-trimethylbenzoyl)phosphinate and / or phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide (D1). These compounds can absorb relatively long-wavelength light and promote polymerization reactions. Therefore, when the photocurable resin composition coated on a resin film is irradiated with light through the resin film, curing by the long-wavelength light that passes through the resin film is easily promoted.

[0032] The content of the component (D1) is not particularly limited, and may be, for example, 0.5 to 10 mass %, 1 to 9 mass %, or 2 to 7 mass % relative to the total amount of the photocurable resin composition for coating.

[0033] When the photocurable resin composition for coating contains a photopolymerization initiator other than the component (D1), the content of the component (D1) may be 10 to 100 mass%, 20 to 90 mass%, 30 to 80 mass%, or 40 to 70 mass% based on the total amount of the photopolymerization initiator (D).

[0034] To the photocurable resin composition for paint according to this embodiment, known additives such as organic solvents, surface conditioners, leveling agents, polymerization inhibitors, fillers, dyes, pigments, oils, plasticizers, waxes, drying agents, dispersants, wetting agents, gelling agents, stabilizers, antifoaming agents, surfactants, thixotropy-imparting agents, antioxidants, flame retardants, antistatic agents, matting agents, crosslinking agents, silica, zirconium compounds, preservatives, and chain transfer agents can be added, as long as the effects of this embodiment are not impaired.

[0035] The photocurable resin composition for coating according to the present embodiment can be used as various photocurable coating materials. The method for applying the photocurable resin composition for coating is not particularly limited, and examples thereof include roll coating, curtain coating, spray coating, and spin coating.

[0036] The light to be irradiated to cure the applied photocurable resin composition should be interpreted in a broad sense, and examples thereof include light rays such as far ultraviolet, ultraviolet, near ultraviolet, visible light, and infrared light, as well as various active energy rays such as electromagnetic waves such as X-rays, gamma rays, and microwaves. Among these, curing by ultraviolet irradiation is preferred.

[0037] In one embodiment, the photocurable resin composition for coatings can be used to obtain a coating film having a micropattern molded on its surface. Specifically, the resin composition is applied to a resin (e.g., a polyester resin such as PET) film, and then the micropattern is transferred to the surface using a mold. Simultaneously, the resin composition is cured by irradiating the film with light, thereby forming a coating film having a micropattern molded on its surface. When the photocurable resin composition for coatings contains an organic solvent, the composition may be dried after application to remove the organic solvent, and then cured by irradiating the film with light while transferring the micropattern to the surface using a mold. The light irradiation may be performed from the back side of the resin film, so that the light is irradiated onto the resin composition through the resin film.

[0038] The thickness of the coating film formed from the photocurable resin composition for coating according to this embodiment is not particularly limited, and may be, for example, 0.1 to 200 μm, or 1 to 100 μm.

[0039] The photocurable resin composition for coating according to this embodiment is used in a variety of applications. Examples include optical members, electrical and electronic members, and the like. Among these, it is particularly preferably used in optical parts. Optical parts using a cured product of the photocurable resin composition for coating according to this embodiment are used in the form of a film or sheet, and are useful as plastic lenses (e.g., prism lenses, lenticular lenses, microlenses, Fresnel lenses, viewing angle improving lenses, viewing angle control lenses, and contrast improving lenses), optical compensation films, retardation films, electromagnetic wave shielding films, prisms, optical fibers, solder resists for flexible printed wiring, plating resists, interlayer insulating films for multilayer printed wiring boards, photosensitive optical waveguides, and the like. [Example]

[0040] The present invention will be described in more detail below with reference to examples and comparative examples, but the present invention is not limited thereto.

[0041] Examples of synthesis of urethane (meth)acrylates 1 to 4 are shown below.

[0042] [Synthesis Example 1: Urethane (meth)acrylate-1] 55 parts by mass of an isocyanurate of HDI ("Coronate HX" manufactured by Tosoh Corporation) was placed in a flask, and 0.05 parts by mass of hydroquinone monomethyl ether was added as a polymerization inhibitor. Then, 45 parts by mass of 2-hydroxypropyl acrylate was added while stirring, and the mixture was heated to 80°C and reacted until the residual isocyanate concentration was less than 0.1% by mass, producing urethane (meth)acrylate-1.

[0043] [Synthesis Example 2: Urethane (meth)acrylate-2] A flask was charged with 32 parts by mass of an isocyanurate of HDI ("Coronate HX" manufactured by Tosoh Corporation), and 0.05 parts by mass of hydroquinone monomethyl ether was added as a polymerization inhibitor. Then, with stirring, 61 parts by mass of polyoxyalkylene mono(meth)acrylate ("Blemmer AP-400" manufactured by NOF Corporation) and 7 parts by mass of 2-hydroxypropyl acrylate were added, the temperature was raised to 80°C, and the reaction was continued until the residual isocyanate concentration was less than 0.1% by mass, producing urethane (meth)acrylate-2.

[0044] [Synthesis Example 3: Urethane (meth)acrylate-3] 25 parts by mass of an isocyanurate of HDI ("Coronate HX" manufactured by Tosoh Corporation) was placed in a flask, and 0.05 parts by mass of hydroquinone monomethyl ether was added as a polymerization inhibitor. Then, 75 parts by mass of polyoxyalkylene mono(meth)acrylate ("Blemmer AP-400" manufactured by NOF Corporation) was added with stirring, and the mixture was heated to 80°C and reacted until the residual isocyanate concentration was less than 0.1% by mass, producing urethane (meth)acrylate-3.

[0045] [Synthesis Example 4: Urethane (meth)acrylate-4] (Comparative Example) 37 parts by mass of HDI (Duranate 50M-HDI manufactured by Asahi Kasei Corporation) was placed in a flask, and 0.05 parts by mass of hydroquinone monomethyl ether was added as a polymerization inhibitor. Then, 63 parts by mass of 2-hydroxypropyl acrylate was added while stirring, and the temperature was raised to 80°C. The reaction was continued until the residual isocyanate concentration was less than 0.1% by mass, producing urethane (meth)acrylate-4.

[0046] [Examples 1 to 14 and Comparative Examples 1 to 8] Photocurable resin compositions for coatings were prepared according to the formulations (parts by mass) shown in Tables 1 to 3 below using urethane (meth)acrylates 1 to 4 obtained in Synthesis Examples 1 to 4. Details of the components other than urethane (meth)acrylates 1 to 4 in Tables 1 to 3 are as follows:

[0047] [(B) Component] ACMO: Acryloylmorpholine, KJ Chemicals Corporation "Acryloylmorpholine (ACMO)" DEAA: N,N-diethylacrylamide, manufactured by KJ Chemicals Co., Ltd. "N,N-diethylacrylamide (DEAA)" ND-DA: 1,9-nonanediol diacrylate, "New Frontier ND-DA" manufactured by Daiichi Kogyo Seiyaku Co., Ltd. (Comparative example) Lauryl acrylate: "Light Acrylate LA" manufactured by Kyoeisha Chemical Co., Ltd. (comparison example)

[0048] [(C) component] Plysurf A212C: Polyoxyethylene tridecyl ether phosphate ester, manufactured by Daiichi Kogyo Seiyaku Co., Ltd. "Plysurf A212C" Plysurf A208F: Polyoxyethylene alkyl (C8) ether phosphate ester, "Plysurf A208F" manufactured by Daiichi Kogyo Seiyaku Co., Ltd. JP-513: Isotridecyl acid phosphate, "JP-513" manufactured by Johoku Chemical Industry Co., Ltd. (Comparative Example) Emulgen 105: Polyoxyethylene lauryl ether, Kao Corporation's "Emulgen 105" (comparison example)

[0049] [(D) component] Omnirad 184: 1-Hydroxycyclohexyl phenyl ketone, "Omnirad 184" from IGM Resins BV Omnirad TPO-L: Ethyl phenyl (2,4,6-trimethylbenzoyl) phosphinate, manufactured by IGM Japan LLC. Omnirad 819: Phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, "Omnirad 819" from IGM Resins BV

[0050] The resulting photocurable resin composition for coating was evaluated for releasability to metal, antistatic property, compatibility, and adhesion to PET. The evaluation methods were as follows.

[0051] (1) Releasability from metal A photocurable resin composition for coating was applied to a PET film ("Cosmoshine A4360" manufactured by Toyobo Co., Ltd., easy-adhesion type, film thickness = 100 μm) (coating thickness = 10 μm). A SUS mold (prism shape: groove depth 15 μm, pitch 30 μm) was applied to the applied resin composition at a rate of 1 kg / cm. 2 The PET film was pressed against the substrate with a load of 100 mJ / cm and irradiated with ultraviolet light from below (high-pressure mercury lamp 600 mJ / cm ). 2 , under a nitrogen atmosphere). The peel strength of the coating film from the mold was measured using an autograph (Shimadzu Corporation) at a peel angle of 180° and a peel speed of 300 mm / min, and a peel strength of 50 mN or less was evaluated as "A," a peel strength of more than 50 mN but not more than 200 mN was evaluated as "B," and a peel strength of more than 200 mN was evaluated as "C." A mold releasability evaluation of "B" or higher is preferred.

[0052] (2) Antistatic Surface resistivity (Ω / □) was measured using an Ultra High Resistance Meter (manufactured by Advantest). Surface resistivity of the order of 10 to the 12th power or less was rated "A", that of the order of 10 to the 13th power was rated "B", and that of the order of 10 to the 14th power or more was rated "C". Antistatic properties are preferably rated "B" or higher.

[0053] (3) Compatibility The transparency of the photocurable resin composition for coating was visually confirmed at liquid temperatures of 25°C and -5°C. If it was transparent at both 25°C and -5°C, it was rated as "A." If it was transparent at 25°C but became cloudy at -5°C, it was rated as "B." If it became cloudy at both 25°C and -5°C, it was rated as "C." A compatibility rating of "B" or higher is preferred.

[0054] (4) Adhesion to PET A photocurable resin composition for coating was applied to a PET film ("Cosmoshine A4360" manufactured by Toyobo Co., Ltd., easy-adhesion type, film thickness = 100 μm) (coating thickness = 10 μm), and ultraviolet light was irradiated from the bottom of the PET film (high-pressure mercury lamp 600 mJ / cm2 , under nitrogen atmosphere). The adhesion between the coating and the PET film was evaluated using a 2 mm cross-cut peel test in accordance with JIS K5400-8.5:1990. If 80 or more of the 100 squares were in adhesion, it was rated as "A", if 60 to 80 squares were in adhesion, it was rated as "B", and if less than 60 squares were in adhesion, it was rated as "C". An adhesion rating of "B" or higher is preferable.

[0055] [Table 1]

[0056] [Table 2]

[0057] [Table 3]

[0058] The results are shown in Tables 1 to 3. Comparative Example 1 is an example in which component (A) was not blended, and was poor in release properties and antistatic properties. Comparative Example 2 is an example in which HDI was used as component (A), and did not contain a structure derived from an isocyanurate compound, and was poor in release properties, antistatic properties, and adhesion.

[0059] Comparative Example 3 is an example in which the (B) component was not blended, and although the product cured, it was poor in all of the releasability, antistatic properties, compatibility, and adhesion. Comparative Example 4 is an example in which a bifunctional (meth)acrylic acid ester monomer was blended as the (B) component, and it was poor in compatibility and adhesion. Comparative Example 5 is an example in which a monofunctional (meth)acrylic acid ester monomer was blended as the (B) component, and although the product cured, it was poor in all of the releasability, antistatic properties, compatibility, and adhesion.

[0060] Comparative Example 6 is an example in which component (C) was not blended, and although compatibility was excellent, release properties, antistatic properties, and adhesion were poor. Comparative Example 7 is an example in which a phosphate ester having no polyoxyalkylene group was blended as component (C), and release properties, antistatic properties, compatibility, and adhesion were all poor. Comparative Example 8 is an example in which a polyoxyalkylene alkyl ether that is not a phosphate ester was blended as component (C), and release properties, antistatic properties, and adhesion were poor.

[0061] In contrast to this, Examples 1 to 14 were excellent in releasability, antistatic property, compatibility, and adhesion.

[0062] The various numerical ranges described in this specification can be arbitrarily combined with their upper and lower limits, and all such combinations are considered to be preferred numerical ranges described in this specification. Furthermore, a numerical range described as "X to Y" means from X to Y.

[0063] Although several embodiments of the present invention have been described above, these embodiments are presented as examples and are not intended to limit the scope of the invention. These embodiments can be implemented in various other forms, and various omissions, substitutions, and modifications can be made without departing from the spirit of the invention. These embodiments and their omissions, substitutions, modifications, etc. are included within the scope and spirit of the invention, as well as within the scope of the invention described in the claims and their equivalents.

Claims

1. A photocurable resin composition for coating, comprising: a urethane (meth)acrylate (A) containing a structure derived from an isocyanurate of hexamethylene diisocyanate; a (meth)acrylamide-based monomer (B); and a polyoxyalkylene alkyl ether phosphate ester (C).

2. The urethane (meth)acrylate (A) is -(A 1 O) n -, wherein A 1 2. The photocurable resin composition for paint according to claim 1, wherein represents an alkanediyl group having 2 to 4 carbon atoms, and n represents a number from 1 to 9.

3. 2. The photocurable resin composition for coating according to claim 1, wherein the (meth)acrylamide-based monomer (B) is monofunctional.

4. 2. The photocurable resin composition for coating according to claim 1, wherein the polyoxyalkylene alkyl ether phosphate ester (C) has an alkyl group having 4 to 16 carbon atoms.

5. 2. The photocurable resin composition for paint according to claim 1, wherein the content of the polyoxyalkylene alkyl ether phosphate ester (C) is 0.08 to 5 mass% based on the total mass of the photocurable resin composition for paint.

6. 2. The photocurable resin composition for coating according to claim 1, further comprising ethylphenyl(2,4,6-trimethylbenzoyl)phosphinate and / or phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide.

7. A coating film obtained by using the photocurable resin composition for coating according to any one of claims 1 to 6.

Citation Information

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