Composition for film formation, cured film, and coated member

The film-forming composition addresses particle aggregation and hydrophilicity issues by using specific polymerizable compounds and dispersants, ensuring stable dispersion and hydrophilic surface properties in the cured film.

JP7713667B2Active Publication Date: 2025-07-28PANASONIC INTELLECTUAL PROPERTY MANAGEMENT CO LTD
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Patent Information

Application Number
JP2021133634
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2021-08-18
Publication Date
2025-07-28
Estimated Expiration
2041-08-18

AI Technical Summary

Technical Problem

Existing film-forming compositions incorporating particles face issues with particle aggregation, leading to decreased storage stability and reduced hydrophilicity of the cured film surface.

Method used

A film-forming composition containing a first polymerizable compound with an ionic functional group, a second polymerizable compound with multiple (meth)acryloyl groups, particles, and a dispersant with multiple (meth)acryloyl groups and a carboxyl group, which prevents particle aggregation and enhances hydrophilicity of the cured film surface.

Benefits of technology

The composition effectively disperses particles, maintaining storage stability and ensuring hydrophilicity of the cured film surface, while providing a natural appearance and design properties.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide a composition for forming a film which can be used for preparing a cured film containing particles in which particles are less prone to aggregation in the cured film and the surface of the cured film tends to develop hydrophilic properties.SOLUTION: There is provided a composition for forming a film which comprises a first polymerizable compound (A1) having at least one a (meth)acryloyl group, a carboxyl group and an ionic functional group excluding a carboxylate group in one molecule, a second polymerizable compound (A2) having 2 or more (meth)acryloyl groups in one molecule and no ionic functional group, particles (B) and a dispersant (C) having 2 or more (meth)acryloyl groups and at least one carboxyl group in one molecule.SELECTED DRAWING: None
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Description

Technical Field

[0001] The present disclosure relates to a film-forming composition, a cured film, and a coating member, and more particularly to a film-forming composition containing a polymerizable compound, a cured film which is a cured product of the film-forming composition, and a coating member including the cured film.

Background Art

[0002] In order to facilitate removal of dirt from a substrate, a hydrophilic coating film may be provided on the surface of the substrate. For example, Patent Document 1 discloses a monomer (I) having a monovalent cation such as a hydrogen ion, a divalent cation such as an alkaline earth metal ion, and a monovalent organic anion having a specific structure having an anionic hydrophilic group, and a polyvalent monomer (II) having two or more (meth)acryloyl groups and not having a sulfonic acid group, a carboxyl group, and a phosphate group. It is disclosed that a single-layer film having a structure in which anionic hydrophilic groups are concentrated on the outer surface is formed from a monomer composition containing the monomers in a specific molar ratio.

Prior Art Documents

Patent Documents

[0003]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0004] The inventors have conducted independent research for the development of a hydrophilic cured film, and in the process, considered incorporating particles into the cured film to enhance the designability of the cured film.

[0005] However, according to the inventors' investigation, when particles are incorporated into the composition as described in Patent Document 1, the particles tend to aggregate, resulting in a decrease in the storage stability of the composition. Further, when a dispersant is further added to the composition to disperse the particles, the surface of the cured film may not exhibit hydrophilicity.

[0006] An object of the present disclosure is to provide a film-forming composition that can be used to produce a cured film containing particles, in which the particles are less likely to aggregate and the surface of the cured film is likely to exhibit hydrophilicity, a cured film that is a cured product of the film-forming composition, and a coating member including the cured film. **Means for Solving the Problems**

[0007] The film-forming composition according to one aspect of the present disclosure contains a first polymerizable compound (A1) having at least one (meth)acryloyl group, a carboxyl group, and an ionic functional group other than a carboxylate group in one molecule, a second polymerizable compound (A2) having two or more (meth)acryloyl groups in one molecule and not having an ionic functional group, particles (B), and a dispersant (C) having two or more (meth)acryloyl groups and at least one carboxyl group in one molecule.

[0008] The cured film according to one aspect of the present disclosure is a cured product of the film-forming composition.

[0009] The coating member according to one aspect of the present disclosure includes a base material and a coating film covering the base material. The coating film is the cured film, or the outermost layer of the coating film is the cured film. **Advantages of the Invention**

[0010] According to one aspect of the present disclosure, there can be obtained a film-forming composition that can be used to produce a cured film containing particles, in which the particles are less likely to aggregate in the film-forming composition, and when a cured film is produced from the film-forming composition, the surface of the cured film is likely to exhibit hydrophilicity, a cured film that is a cured product of the film-forming composition, and a coating member including the cured film. **Modes for Carrying Out the Invention**

[0011] Hereinafter, one embodiment of the present disclosure will be described. Note that the following embodiment is merely one of various embodiments of the present disclosure. The following embodiment can be variously modified according to the design as long as the object of the present disclosure can be achieved.

[0012] The composition for film formation according to this embodiment contains a first polymerizable compound (A1) having at least one (meth)acryloyl group and an ionic functional group excluding a carboxyl group and a carboxylate group in one molecule, a second polymerizable compound (A2) having two or more (meth)acryloyl groups in one molecule and not having an ionic functional group, particles (B), and a dispersant (C) having two or more (meth)acryloyl groups and at least one carboxyl group in one molecule. Here, the (meth)acrylate group is at least one of an acrylate group (CH2=CHCOO-) and a methacrylate group (CH2=C(CH3)COO-).

[0013] Therefore, the particles (B) are less likely to aggregate in the composition for film formation, and when a cured film is produced from the composition for film formation, the surface of the cured film is likely to exhibit hydrophilicity.

[0014] Although the mechanism by which the above effects are manifested has not been fully elucidated, it is presumed as follows. Note that this presumed mechanism does not limit the present embodiment. When a film is formed from the film-forming composition, since the first polymerizable compound (A1) has an ionic functional group while the second polymerizable compound (A2) does not have an ionic functional group, the first polymerizable compound (A1) tends to be unevenly distributed on the surface layer of the film. In this state, when the first polymerizable compound (A1) and the second polymerizable compound (A2) polymerize to form a cured film, ionic functional groups derived from the first polymerizable compound (A1) tend to be unevenly distributed on the surface of the cured film. As a result, the surface of the cured film is likely to exhibit hydrophilicity. Further, in the film-forming composition, the (meth)acryloyl group of the dispersant (C) adsorbs to the surface of the particles (B), and the carboxylate anion group generated by the ionization of the carboxyl group of the dispersant (C) is introduced onto the surface of the particles (B). At this time, since the dispersant (C) has two or more (meth)acryloyl groups in one molecule, the molecules of the dispersant (C) are likely to adsorb to the particles (B), and therefore the carboxylate anion group is likely to be introduced onto the surface of the particles (B). The repulsive force generated between these carboxylate anion groups makes it difficult for the particles (B) to aggregate. At this time, if the dispersant (C) is compatible with both the first polymerizable compound (A1) and the second polymerizable compound (A2), it becomes difficult for the first polymerizable compound (A1) and the second polymerizable compound (A2) to separate, and it becomes difficult for hydrophilicity to be exhibited on the surface of the cured film. However, in the present embodiment, since the dispersant (C) has two or more (meth)acryloyl groups in the molecule, it is difficult to be compatible with the first polymerizable compound (A1). Therefore, the dispersant (C) can disperse the particles (B) without inhibiting the expression of hydrophilicity of the cured film.

[0015] The composition of the film-forming composition will be described in more detail.

[0016] Each of the first polymerizable compound (A1) and the second polymerizable compound (A2) may be a monomer or an oligomer.

[0017] The first polymerizable compound (A1) preferably contains a compound (A11) having one (meth)acryloyl group in one molecule. In this case, hydrophilicity is more likely to be expressed on the surface of the cured film. This is presumably because the first polymerizable compound (A1) and the dispersant (C) are less likely to be compatible with each other.

[0018] The ionic functional group in the first polymerizable compound (A1) includes, for example, at least one of an organic acid group and a salt of an organic acid group. More specifically, the hydrophilic functional group includes, for example, at least one selected from the group consisting of a sulfonic acid group, a sulfonate group, a phosphoric acid group, and a phosphate group. The ionic functional group preferably includes at least one of a sulfonic acid group and a sulfonate group. In this case, hydrophilicity is more likely to be expressed on the surface of the cured film. The ionic functional group in the first polymerizable compound (A1) does not include a carboxyl group and a carboxylate group. That is, the first polymerizable compound (A1) does not have a carboxyl group and does not have a carboxylate group either.

[0019] The first polymerizable compound (A1) contains at least one selected from the group consisting of, for example, potassium 3-sulfopropyl methacrylate, sodium 2-methyl-2-propene-1-sulfonate, sodium vinyl sulfonate, styrene sulfonic acid, sodium styrene sulfonate, and potassium styrene sulfonate. Note that the components that the first polymerizable compound (A1) can contain are not limited to the above.

[0020] On the other hand, the number of (meth)acryloyl groups in one molecule in the second polymerizable compound (A2) is more preferably 3 or more. In this case, the hardness of the cured film is likely to increase. Also, the number of this (meth)acryloyl group is, for example, 6 or less. In this case, the cured film is less likely to crack.

[0021] It is also preferable that the SP value of the second polymerizable compound (A2) is less than 11.3. In this case, hydrophilicity is more likely to be expressed on the surface of the cured film. The SP value refers to the solubility parameter. It is more preferable that the SP value is 11.2 or less. Also, this SP value is, for example, 7 or more.

[0022] The second polymerizable compound (A2) contains at least one selected from the group consisting of polyfunctional (meth)acrylic compounds such as dipentaerythritol hexaacrylate and polyfunctional urethane (meth)acrylates. Note that the components that the second polymerizable compound (A2) can contain are not limited to the above.

[0023] The molar ratio of the first polymerizable compound (A1) to the second polymerizable compound (A2) is preferably in the range of 1:1 to 1:40. In this case, hydrophilicity is more likely to be expressed on the surface of the cured film. It is more preferable that the second polymerizable compound (A2) is 10 moles or more, and even more preferable that it is 20 moles or more, relative to 1 mole of the first polymerizable compound (A1). Also, it is more preferable that the second polymerizable compound (A2) is 30 moles or less relative to 1 mole of the first polymerizable compound (A1).

[0024] The particles (B) will be described. The surface of the cured film is likely to swell at the positions where the particles (B) are present. Therefore, the particles (B) are likely to make the surface of the cured film uneven. As a result, the gloss of the appearance of the cured film is likely to be suppressed, and thus a natural appearance is imparted to the surface of the cured film, and the design property of the surface of the cured film is likely to be enhanced. In this embodiment, since the particles (B) are less likely to aggregate within the cured film, the particles (B) are likely to be well dispersed in the cured film, and therefore appropriate unevenness is likely to be formed on the surface of the cured film.

[0025] Particle (B) contains at least one of, for example, inorganic particles and organic resin particles. Examples of inorganic particles include silica particles, but inorganic particles are not limited thereto. Examples of organic resin particles include particles made of acrylic polymers such as polymethyl methacrylate and particles made of vinyl polymers such as polystyrene, but organic resin particles are not limited to these.

[0026] Particularly, particle (B) preferably contains polymethyl methacrylate particles. In this case, particle (B) is more likely to be dispersed. This is presumably because the (meth)acryloyl group of the dispersant (C) is likely to adsorb to the polymethyl methacrylate particles.

[0027] The average particle size of particle (B) is preferably 5 μm or more and 20 μm or less. In this case, particle (B) is particularly likely to be dispersed well, and the gloss on the surface of the cured film is effectively likely to be suppressed. It is more preferable that this average particle size is 10 μm or more. The average particle size is the arithmetic mean diameter calculated from the particle size distribution measured by the laser diffraction / scattering method.

[0028] The ratio of particle (B) to the solid content in the film-forming composition is preferably 30% by mass or more and 60% by mass or less. When this ratio is 30% by mass or more, the gloss of the cured film is more likely to be suppressed, and when this ratio is 60% by mass or less, particle (B) is less likely to aggregate. It is more preferable that the percentage of this particle (B) is 35% by mass or more. Also, it is more preferable that the percentage of this particle is 45% by mass or less.

[0029] As described above, the dispersant (C) has two or more (meth)acryloyl groups and at least one carboxyl group in one molecule. The number of (meth)acryloyl groups in one molecule is more preferably 3 or more, and even more preferably 5 or more. Also, the number of this (meth)acryloyl group is, for example, 10 or less.

[0030] The dispersant (C) preferably contains a compound (C1) having one carboxyl group in one molecule. In this case, hydrophilicity is more likely to be expressed on the surface of the cured film. This is presumably because the compound (C1) having only one carboxyl group in one molecule makes it more difficult for the dispersant (C) and the first polymerizable compound (A1) to be compatible with each other.

[0031] It is also preferable that the SP value of the dispersant (C) is less than 11.3. In this case, hydrophilicity is more likely to be expressed on the surface of the cured film. It is more preferable that this SP value is 10.9 or less. Also, this SP value is, for example, 10 or more.

[0032] The dispersant (C) contains at least one selected from the group consisting of, for example, dipentaerythritol pentaacrylate succinic acid-modified product (SP value 10.9), dipentaerythritol pentaacrylate phthalic acid-modified product (SP value 11.1), and pentaerythritol triacrylate succinic acid-modified product (SP value 11.1). Note that the components that the dispersant (C) can contain are not limited to the above.

[0033] The molar ratio of the first polymerizable compound (A1) to the dispersant (C) is preferably in the range of 1:1 to 1:40. If the dispersant (C) is 1 mol or more with respect to 1 mol of the first polymerizable compound (A1), the particles (B) are less likely to aggregate. Also, if the dispersant (C) is 40 mol or less with respect to 1 mol of the first polymerizable compound (A1), hydrophilicity is more likely to be expressed on the surface of the cured film. This is presumably because the first polymerizable compound (A1) becomes less soluble in the dispersant (C). It is more preferable that the dispersant (C) is 1.5 mol or more, and even more preferable that it is 3 mol or more with respect to 1 mol of the first polymerizable compound (A1). Also, it is more preferable that the dispersant (C) is 6 mol or less with respect to 1 mol of the first polymerizable compound (A1).

[0034] The film-forming composition preferably does not contain a compound having a polymerizable unsaturated group (hereinafter referred to as compound (A3)) other than the first polymerizable compound (A1), the second polymerizable compound (A2), and the dispersant (C). When the film-forming composition contains compound (A3), the percentage of compound (A3) with respect to the total of the first polymerizable compound (A1), the second polymerizable compound (A2), the dispersant (C), and compound (A3) is preferably 10% by mass or less, more preferably 5% by mass or less, and still more preferably 3% by mass or less.

[0035] The film-forming composition may contain a radical polymerization initiator. In this case, the reaction curability of the film-forming composition is likely to increase.

[0036] The radical polymerization initiator can contain at least one of a thermal radical polymerization initiator and a photo radical polymerization initiator. If the radical polymerization initiator contains a thermal radical polymerization initiator, the film-forming composition can have thermosetting properties, and if the radical polymerization initiator contains a photo radical polymerization initiator, the film-forming composition can have photocuring properties.

[0037] The thermal radical polymerization initiator contains at least one of, for example, azo compounds and organic peroxides. The azo compound contains, for example, azobisisobutyronitrile or the like. The organic peroxide contains at least one compound selected from the group consisting of, for example, α,α'-di(t-butylperoxy)diisopropylbenzene, α,α'-bis(t-butylperoxy-m-isopropyl)benzene, 2,5-dimethyl-2,5-di(t-butylperoxy)-3-hexyne, benzoyl peroxide, 3,3',5,5'-tetramethyl-1,4-diphenoquinone, chloranil, 2,4,6-tri-t-butylphenoxyl, t-butylperoxyisopropyl monocarbonate, t-amylperoxy neodecanoate, t-amylperoxy pivalate, t-amylperoxy-2-ethylhexanoate, t-amylperoxy normal octoate, t-amylperoxy acetate, t-amylperoxy isononanoate, t-amylperoxy benzoate, t-amylperoxy isopropyl carbonate, di-t-amyl peroxide, and 1,1-di(t-amylperoxy)cyclohexane. Note that the compounds that the thermal radical polymerization initiator may contain are not limited to the above.

[0038] The photo radical polymerization initiator contains at least one compound selected from the group consisting of, for example, aromatic ketones, acylphosphine oxide compounds, aromatic onium salt compounds, organic peroxides, thio compounds (such as thioxanthone compounds and thiophenyl group-containing compounds), hexaarylbiimidazole compounds, ketoxime ester compounds, borate compounds, azinium compounds, metallocene compounds, active ester compounds, compounds having a carbon-halogen bond, and alkylamine compounds. Note that the compounds that the photo radical polymerization initiator may contain are not limited to the above.

[0039] The ratio of the radical polymerization initiator to the total of the first polymerizable compound (A1) and the second polymerizable compound (A2) is, for example, 1% by mass or more and 10% by mass or less.

[0040] The film-forming composition may contain an organic solvent (D). It is preferable that the organic solvent (D) dissolves both the first polymerizable compound (A1) and the second polymerizable compound (A2) in the film-forming composition. In this case, since the first polymerizable compound (A1) and the second polymerizable compound (A2) are less likely to separate in the film-forming composition, the composition of the film-forming composition is likely to be stable.

[0041] It is preferable that the SP value of the organic solvent (D) is larger than that of the dispersant (C). In this case, since the organic solvent (D) easily dissolves the first polymerizable compound (A1), the composition of the film-forming composition is likely to be stable.

[0042] It is also preferable that the SP value of the organic solvent (D) is 11.3 or more. Also in this case, since the organic solvent (D) easily dissolves the first polymerizable compound (A1), the composition of the film-forming composition is likely to be stable. The SP value of the organic solvent (D) is more preferably 11.7 or more. Further, the SP value of the organic solvent (D) is, for example, 13 or less.

[0043] The organic solvent (D) is preferably a solvent called an amphiphilic solvent. When an amphiphilic solvent is used, the first polymerizable compound (A1) and the second polymerizable compound (A2) are likely to stably dissolve in the film-forming composition, so the uniformity of the film-forming composition is likely to increase. The organic solvent (D) contains at least one selected from the group consisting of, for example, methanol (SP value 13.8), ethanol (SP value 12.6), ethylene glycol monomethyl ether (SP value 12.0), isopropyl alcohol (SP value 11.6), and propylene glycol monomethyl ether (SP value 11.3). Note that the components contained in the organic solvent (D) are not limited to the above.

[0044] The film-forming composition may further contain an appropriate additive within a range that does not significantly inhibit the effects of the present embodiment.

[0045] The cured film according to this embodiment is a cured product of a film-forming composition. For example, after forming the film-forming composition into a film shape, the cured film can be produced by polymerizing the first polymerizable compound (A1) and the second polymerizable compound (A2) in the film-forming composition. In this case, for example, the film-forming composition is applied onto an appropriate substrate by an appropriate method such as spray coating method or bar coating method to form a film. Subsequently, when the film-forming composition contains an organic solvent (D), the film is dried. Subsequently, the first polymerizable compound (A1) and the second polymerizable compound (A2) in the film are polymerized by an appropriate method according to the properties of the film-forming composition to cure the film, thereby producing a cured film. In the process of producing the cured film in this way, first, as the organic solvent (D) is removed from the film, the first polymerizable compound (A1) separates from the second polymerizable compound (A2) in the film and moves toward the surface of the film. Furthermore, as the film is cured, it is presumed that the ionic functional groups derived from the first polymerizable compound (A1) are unevenly distributed on the surface of the cured film, and thereby hydrophilicity is likely to be exhibited on the surface of the cured film. At this time, since the dispersant (C) has a higher affinity for the second polymerizable compound (A2) than the first polymerizable compound (A1), when the first polymerizable compound (A1) and the second polymerizable compound (A2) separate, the dispersant (C) and the particles (B) are likely to separate from the first polymerizable compound (A1) together with the second polymerizable compound (A2). Therefore, the particles (B) and the dispersant (C) are likely to be distributed at positions away from the surface of the cured film within the cured film.

[0046] The thickness of the cured film is, for example, 3 μm or more and 50 μm or less, but is not limited thereto.

[0047] The coating member according to this embodiment includes a substrate and a coating film covering the substrate. The coating film is the above-mentioned cured film, or the outermost layer of the coating film is the above-mentioned cured film. The coating member can have good design properties due to the cured film, and hydrophilicity is likely to be exhibited on the surface of this cured film.

[0048] There is no limitation on the material of the base material. For example, the base material may be a wooden material, a metal material, a ceramic material, or a resin material. When the base material is a wooden material, the gloss on the surface of the coating member is likely to be suppressed, so that the coating member is likely to have a natural texture due to the wooden material. When the base material is a wooden material, the base material may be a solid wood material, a plywood, or a particle board. The wooden material is, for example, a veneer.

[0049] The coating contains only a cured film or contains a plurality of layers including a cured film. When the coating contains a plurality of layers, the outermost layer of the plurality of layers is a cured film. Therefore, in the coating member, the surface of the cured film is exposed to the outside.

[0050] When the coating contains a plurality of layers, the layer (hereinafter also referred to as an undercoat film) interposed between the cured film and the base material and in contact with the cured film in the coating is preferably a cured product of a composition containing a polymerizable compound (E) having two or more (meth)acryloyl groups in one molecule and not having an ionic functional group. In this case, hydrophilicity is more likely to be expressed on the surface of the cured film. This is presumably because the affinity between the undercoat film and the second polymerizable compound (A2) increases and the affinity between the undercoat film and the first polymerizable compound (A1) decreases. Therefore, when a film of the curable composition is formed on the undercoat film in the process of forming the cured film on the undercoat film, the first polymerizable compound (A1) is likely to move away from the undercoat film and to the surface of the film.

[0051] The number of (meth)acryloyl groups in one molecule of the polymerizable compound (E) is more preferably 3 or more. Further, the number of the (meth)acryloyl groups is, for example, 6 or less.

[0052] It is also preferable that the SP value of the polymerizable compound (E) is less than 11.3. In this case, hydrophilicity is more likely to be expressed on the surface of the cured film. This SP value is more preferably 11.2 or less. Further, this SP value is, for example, 7 or more.

[0053] The polymerizable compound (E) contains at least one selected from the group consisting of polyfunctional (meth)acrylic compounds such as dipentaerythritol hexaacrylate and polyfunctional urethane (meth)acrylates. Note that the components that the polymerizable compound (E) may contain are not limited to the above.

[0054] The composition of the base film is not limited to the above. That is, for example, the base film may be a cured product of a composition containing a polymerizable compound having an SP value of 11.3 or more. The thickness of the base film is, for example, 50 μm or more and 600 μm or less.

[0055] There is no limitation on the use of the coating member of this embodiment. The coating member can be applied to, for example, building materials, furniture materials, various decorative materials, and the like.

[0056] For example, the coating member can be applied to a floor material. In this case, the surface of the floor material has a natural appearance, and hydrophilicity is likely to be exhibited on this surface.

Examples

[0057] Hereinafter, more specific examples of this embodiment will be described. Note that this embodiment is not limited to the following examples.

[0058] 1. Preparation of the film-forming composition The raw materials shown in Table 1 were mixed to prepare a film-forming composition. The details of the raw materials are as follows. Note that 2-hydroxyethyl acrylate phthalate does not correspond to the dispersant in this embodiment, but is classified as a dispersant for the sake of comparison with the examples.

[0059] (1) First polymerizable compound - Potassium 3-sulfopropyl methacrylate: A monofunctional acrylic monomer having a sulfonic acid group.

[0060] (2) Second polymerizable compound - Dipentaerythritol hexaacrylate: SP value 10.4. A polyfunctional acrylic monomer. -U-6LPA: Product number U-6LPA manufactured by Shin-Nakamura Chemical Co., Ltd. SP value 11.2. Polyfunctional urethane acrylate oligomer. -A-NOD-N: Product number A-NOD-N manufactured by Shin-Nakamura Chemical Co., Ltd. SP value 9.4. Bifunctional acrylic monomer.

[0061] (3) Particles -MBX-12: Product number MBX-12 manufactured by Sekisui Chemical Co., Ltd. Polymethyl methacrylate particles with an average particle diameter of 12 μm.

[0062] (4) Dispersant - Dipentaerythritol pentaacrylate succinic acid modified product: SP value 10.9. Polyfunctional acrylic monomer having a carboxyl group (dispersant (C)). - Mono-hydroxyethyl acrylate phthalate: SP value 11.9. Monofunctional acrylic monomer having a carboxyl group (a compound different from dispersant (C)).

[0063] (5) Initiator -H0091: Photoinitiator. Product number H0091 manufactured by Tokyo Chemical Industry Co., Ltd.

[0064] (6) Organic solvent - Ethylene glycol monomethyl ether: Amphiphilic solvent. SP value 12.0.

[0065] 2. Preparation of cured film On a black substrate (product name Sumipex R manufactured by Sumitomo Chemical Co., Ltd.) with dimensions of 100 mm × 100 mm × 2 mm t, the film-forming composition was applied with a roll coater to form a film of 15 g / m 2 The film was dried by blowing hot air at 90 °C for 10 minutes. Subsequently, ultraviolet light with a peak wavelength of 365 nm was irradiated onto the film from a metal halide lamp under the condition of an integrated light amount of 300 mJ / cm 2 to cure the film and prepare a cured film.

[0066] 3. Evaluation (1) Hydrophilicity A 30-μL droplet of ion-exchanged water was appropriately dropped onto the surface of the cured film, and the contact angle of water was measured using a contact angle meter (model DMo-701 manufactured by Kyowa Interface Science Co., Ltd.). The results are shown in Table 1.

[0067] (2) Stability Using a Turbiscan sold by Sanyo Trading Co., Ltd., with the film-forming composition placed in a transparent container, the rear light reflectance at the bottom of the container was measured. The reflectance immediately after placing the film-forming composition in the transparent container and the reflectance 6 hours after placing the film-forming composition in the transparent container at 20 °C were measured, and the difference in reflectance was calculated from these. The results are shown in Table 1. The larger the difference in reflectance, the more it can be evaluated that the particles are likely to aggregate and settle.

[0068] (3) Appearance Using a HORIBA IG-331 gloss meter, with both the incident angle and the detection angle of the measurement light set to 60°, the gloss value of the cured film was measured. As a result, in all of the examples and comparative examples, the gloss value was within the range of 7 to 8%, and the gloss was suppressed.

[0069] [Table 1]

[0070] According to these results, in Comparative Example 1, although the first polymerizable compound and the second polymerizable compound are used, since no dispersant is used, the surface of the cured film is hydrophilic, but the particles in the film-forming composition tend to aggregate and settle, and it can be evaluated that the storage stability of the film-forming composition is poor. Further, in Example 1, since the first polymerizable compound, the second polymerizable compound, and the dispersant are used, it can be evaluated that the surface of the cured film is hydrophilic and the particles in the film-forming composition are less likely to aggregate, and the storage stability of the film-forming composition is excellent. Further, in Comparative Example 2, since the dispersant has only one acryloyl group in one molecule, the surface of the cured film is hydrophilic, but the particles in the film-forming composition tend to aggregate and settle, and it can be evaluated that the storage stability of the film-forming composition is poor. Further, in Comparative Example 3, since the amount of the dispersant is increased compared to Comparative Example 2, the aggregation of the particles is suppressed, but it can be evaluated that the hydrophilicity of the surface of the cured film has decreased because the first polymerizable compound and the dispersant are easily compatible.

[0071] As is clear from the above embodiments and examples, the film-forming composition according to the first aspect of the present disclosure includes a first polymerizable compound (A1) having at least one (meth)acryloyl group and an ionic functional group excluding a carboxyl group and a carboxylate group in one molecule, a second polymerizable compound (A2) having two or more (meth)acryloyl groups in one molecule and not having an ionic functional group, particles (B), and a dispersant (C) having two or more (meth)acryloyl groups and at least one carboxyl group in one molecule.

[0072] According to the first aspect, the particles (B) are less likely to aggregate in the film-forming composition, and when a cured film is produced from the film-forming composition, the surface of the cured film is likely to exhibit hydrophilicity.

[0073] In the second aspect of the present disclosure, in the first aspect, the ionic functional group in the first polymerizable compound (A1) includes at least one of a sulfonic acid group and a sulfonate group.

[0074] According to the second aspect, hydrophilicity is more likely to be expressed on the surface of the cured film.

[0075] In the third aspect of the present disclosure, in the first or second aspect, the average particle size of the particles (B) is 5 μm or more and 20 μm or less.

[0076] According to the fourth aspect, the particles (B) are particularly likely to be well dispersed, and the gloss on the surface of the cured film is effectively likely to be suppressed.

[0077] In the fourth aspect of the present disclosure, in any one of the first to third aspects, the particles (B) contain polymethyl methacrylate particles.

[0078] According to the fourth aspect, the particles (B) are more likely to be dispersed.

[0079] In the fifth aspect of the present disclosure, in any one of the first to fourth aspects, the dispersant (C) contains a compound (C1) having one carboxyl group in one molecule.

[0080] According to the fifth aspect, hydrophilicity is more likely to be expressed on the surface of the cured film.

[0081] In the sixth aspect of the present disclosure, in any one of the first to fifth aspects, the film-forming composition further contains an organic solvent (D), and the SP value of the organic solvent (D) is larger than that of the dispersant (C).

[0082] According to the sixth aspect, since the organic solvent (D) is likely to dissolve the first polymerizable compound (A1), the first polymerizable compound (A1) and the second compound (A2) are less likely to separate in the film-forming composition, and therefore the composition of the film-forming composition is likely to be stable.

[0083] In the seventh aspect of the present disclosure, in any one of the first to sixth aspects, the molar ratio of the first polymerizable compound (A1) to the second polymerizable compound (A2) is in the range of 1:1 to 1:40.

[0084] According to the seventh aspect, the surface of the cured film is more likely to exhibit hydrophilicity.

[0085] In the eighth aspect of the present disclosure, in any one of the first to seventh aspects, the ratio of the particles (B) to the solid content in the film-forming composition is 30% by mass or more and 60% by mass or less.

[0086] According to the eighth aspect, the gloss of the cured film is more easily suppressed, and the particles (B) are less likely to aggregate in the film-forming composition.

[0087] In the ninth aspect of the present disclosure, in any one of the first to eighth aspects, the molar ratio of the first polymerizable compound (A1) to the dispersant (C) is in the range of 1:1 to 1:40.

[0088] According to the ninth aspect, the particles (B) are less likely to aggregate in the film-forming composition, and hydrophilicity is more likely to be expressed on the surface of the cured film.

[0089] The cured film according to the tenth aspect of the present disclosure is a cured product of the film-forming composition according to any one of the first to ninth aspects.

[0090] According to the tenth aspect, the gloss of the cured film is easily suppressed, and hydrophilicity is easily expressed on the surface of the cured film.

[0091] The coating member according to the eleventh aspect of the present disclosure includes a substrate and a coating film covering the substrate. The coating film is the cured film according to the tenth aspect, or the outermost layer of the coating film is the cured film.

[0092] According to the eleventh aspect, the gloss of the surface of the coating member is easily suppressed, and hydrophilicity is easily expressed on the surface of the coating member.

[0093] In the twelfth aspect of the present disclosure, in the eleventh aspect, the substrate is a wood material.

[0094] According to the twelfth aspect, since the gloss of the surface of the coating member is easily suppressed, the coating member is likely to have a natural texture of the wood material.

[0095] In a thirteenth aspect of the present disclosure, in the eleventh or twelfth aspect, the covering member is a floor material.

[0096] According to the thirteenth aspect, the gloss on the surface of the floor material is likely to be suppressed, and hydrophilicity is likely to be exhibited on the surface of the floor material.

Claims

1. A first polymerizable compound (A1) having at least one (meth)acryloyl group and an ionic functional group excluding a carboxyl group and a carboxylate group in one molecule, A second polymerizable compound (A2) having two or more (meth)acryloyl groups in one molecule and not having an ionic functional group, Particles (B), A dispersant (C) having two or more (meth)acryloyl groups and at least one carboxyl group in one molecule, and The particles (B) contain organic resin particles, The ionic functional group in the first polymerizable compound (A1) includes at least one selected from the group consisting of a sulfonic acid group, a sulfonate group, a phosphoric acid group, and a phosphate group, A composition for film formation.

2. The average particle diameter of the particles (B) is 5 μm or more and 20 μm or less, The composition for film formation according to Claim 1.

3. The particles (B) contain polymethyl methacrylate particles, The composition for film formation according to Claim 1 or 2.

4. The dispersant (C) contains a compound (C1) having one carboxyl group in one molecule, The composition for film formation according to any one of Claims 1 to 3.

5. Further containing an organic solvent (D), The SP value of the organic solvent (D) is larger than that of the dispersant (C), The composition for film formation according to any one of Claims 1 to 4.

6. The molar ratio of the first polymerizable compound (A1) to the second polymerizable compound (A2) is in the range of 1:1 to 1:40, The composition for film formation according to any one of Claims 1 to 5.

7. The ratio of the particles (B) to the solid content in the composition for film formation is 30% by mass or more and 60% by mass or less, The composition for film formation according to any one of Claims 1 to 6.

8. The molar ratio of the first polymerizable compound (A1) to the dispersant (C) is in the range of 1:1 to 1:40, The composition for film formation according to any one of Claims 1 to 7.

9. A cured product of the composition for film formation according to any one of Claims 1 to 8, A cured film.

10. Comprising a substrate and a film covering the substrate, The film is the cured film according to Claim 9, or the outermost layer of the film is the cured film, A coated member.

11. The substrate is a wood material, The coated member according to Claim 10.

12. It is a flooring material, The coated member according to Claim 10 or 11.

Citation Information

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