Antireflection laminate and image display device

By incorporating specific compounds in the curing process of (meth)acrylate compounds, the antireflection laminate addresses the moldability vs. hardness trade-off, enabling effective processing of image display devices into complex shapes with maintained hardness.

JP2025108177APending Publication Date: 2025-07-23TOPPAN HOLDINGS INC
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Patent Information

Application Number
JP2024001926
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2024-01-10
Publication Date
2025-07-23

AI Technical Summary

Technical Problem

Existing antireflection laminates for image display devices face a trade-off between moldability and surface hardness, making it difficult to achieve both properties simultaneously, especially when processing into three-dimensional shapes.

Method used

The use of a specific compound, such as Compound A and Compound B, in the curing process of a (meth)acrylate compound composition, which enhances moldability while maintaining surface hardness by reducing curing inhibition and promoting ultraviolet curing.

Benefits of technology

The antireflection laminate achieves both excellent moldability and surface hardness, allowing for effective processing into complex shapes without compromising hardness.

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Abstract

To provide an antireflection laminate that includes an antireflection layer excellent in formability and surface hardness.SOLUTION: An antireflection laminate comprises: a transparent resin support body; a hard coat layer; and an antireflection layer that includes a low refractive index layer in which a refractive index is 1.25 to 1.40, wherein the low refractive index layer is a cured product of a low refractive index layer forming composition that includes a three or more functional (meth)acrylate compound having a (meth)acryloyloxy group, a low refractive index material and at least one of a compound A represented by an expression (1) and a compound B represented by an expression (2), and a total content of the compound A and the compound B in the low refractive index layer forming composition is 0.5 to 2 pts.mass with respect to 100 pts.mass of the (meth)acrylate compound.SELECTED DRAWING: Figure 1
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Description

Technical Field

[0001] The present disclosure relates to an antireflection laminate and an image display device.

Background Art

[0002] To suppress a decrease in display quality caused by external light in the use environment reflecting on the surface of an image display device, an antireflection laminate having a specific refractive index and thickness is provided on the surface of the image processing device. As such an antireflection laminate, an antireflection laminate in which an antireflection layer (low to high refractive index layer) made of a cured product of a composition containing a (meth)acrylate compound is formed on a transparent film is known (for example, Patent Document 1).

Prior Art Documents

Patent Documents

[0003]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0004] The antireflection laminate may be subjected to molding according to the shape of the image display device. For example, in fields such as automotive applications, in recent years, it has been preferred to process image display devices into various three-dimensional shapes, and thus, there is a demand for realizing an antireflection laminate with better moldability.

[0005] However, there is room for improvement in the moldability of the cured product of the (meth)acrylate compound used in the antireflection layer when processing it into a three-dimensional shape. On the other hand, if an attempt is made to improve the moldability of the cured product by imparting flexibility, there is a risk that sufficient surface hardness as an antireflection layer cannot be obtained. Thus, the moldability and surface hardness in the antireflection layer are in a trade-off relationship, and in fact, it is difficult to achieve both at a practical level.

[0006] The present disclosure has been made in view of the above circumstances, and an object thereof is to provide an antireflection laminate including an antireflection layer excellent in moldability and surface hardness. Another object of the present disclosure is to provide an image display device including the antireflection laminate.

Means for Solving the Problems

[0007] As a result of intensive studies by the inventors to solve the above problems, it has been found that it is important to use a specific compound as a curing accelerator when curing a (meth)acrylate compound, and thus the antireflection laminate of the present disclosure has been achieved. That is, one aspect of the present disclosure includes a transparent resin support, a hard coat layer, and an antireflection layer including a low refractive index layer having a refractive index of 1.25 to 1.40. The low refractive index layer is a cured product of a composition for forming a low refractive index layer including a trifunctional or higher functional (meth)acrylate compound having a (meth)acryloyloxy group, a low refractive index material, and at least one of Compound A represented by the following formula (1) and Compound B represented by the following formula (2). The total content of Compound A and Compound B in the composition for forming a low refractive index layer is 0.5 to 2 parts by mass with respect to 100 parts by mass of the (meth)acrylate compound, and an antireflection laminate is provided.

Chemical formula

[0008] The above antireflection laminate includes an antireflection layer (low refractive index layer) excellent in moldability and surface hardness. The above Compounds A and B can reduce the curing inhibition by oxygen in the air and promote the curing of the (meth)acrylate compound by electromagnetic radiation such as ultraviolet rays. According to the findings of the inventors, by using a predetermined amount of the compound with respect to the (meth)acrylate compound, it is possible to impart excellent moldability to the antireflection layer while sufficiently maintaining the surface hardness as the antireflection layer. Note that the reason for specifically defining the low refractive index layer in detail is that in the present disclosure, the high refractive index layer and the medium refractive index layer do not necessarily have to be formed, and regardless of the presence or absence of these layers, the surface of the antireflection layer becomes the low refractive index layer.

[0009] In one aspect, the hard coat layer is a cured product of a composition for forming a hard coat layer containing a trifunctional or higher functional (meth)acrylate compound having a (meth)acryloyloxy group and Compound B, and the content of Compound B in the composition for forming a hard coat layer may be 0.5 to 50 parts by mass with respect to 100 parts by mass of the (meth)acrylate compound. Thereby, while sufficiently maintaining the hardness as the hard coat layer, it is easy to impart excellent moldability to the hard coat layer.

[0010] In one aspect, the content of Compound B in the composition for forming a hard coat layer may be 10 to 50 parts by mass with respect to 100 parts by mass of the (meth)acrylate compound. Thereby, the moldability as the antireflection laminate can be further improved.

[0011] In one aspect, the low refractive index material may be inorganic particles.

[0012] In one aspect, the inorganic particles may include at least one selected from the group consisting of calcium fluoride particles, magnesium fluoride particles, and hollow silica particles.

[0013] Another aspect of the present disclosure provides an image display device including the above antireflection laminate. It can be said that such an image display device has excellent moldability and surface hardness due to the above antireflection layer.

Advantages of the Invention

[0014] According to the present disclosure, an antireflection laminate including an antireflection layer excellent in moldability and surface hardness is provided. Also, according to the present disclosure, an image display device including the antireflection laminate is provided.

Brief Description of the Drawings

[0015]

Figure 1

Embodiments for Carrying Out the Invention

[0016] <Antireflection laminate> FIG. 1 is a cross-sectional view of an antireflection laminate according to an embodiment of the present disclosure. The antireflection laminate 10 includes a transparent resin support 1, a hard coat layer 2, and an antireflection layer 3 in this order. As shown in the figure, the hard coat layer 2 and the antireflection layer 3 may be provided on one surface of the transparent resin support 1, or may be provided on both surfaces. The antireflection layer 3 has a low refractive index layer 3a on its outermost surface. In order to enhance the antireflection effect, it may further include a high refractive index layer 3b having a refractive index greater than that of the low refractive index layer 3a, and an intermediate refractive index layer 3c having a refractive index greater than that of the low refractive index layer 3a and smaller than that of the high refractive index layer 3b. That is, the antireflection laminate 10 may include a transparent resin support 1, a hard coat layer 2, an intermediate refractive index layer 3c, a high refractive index layer 3b, and a low refractive index layer 3a in this order.

[0017] The antireflection laminate 10 may include, as other functional layers, an antifouling layer for imparting antifouling properties on its outermost surface, and an adhesion layer for improving the interlayer adhesion between the layers (both not shown).

[0018] In the present disclosure, the “(meth)acryloyloxy group” is a concept that includes both the acryloyloxy group and the methacryloyloxy group, and the “(meth)acrylate” is a concept that includes both the acrylate and the methacrylate.

[0019] <Transparent resin support> The transparent resin support is a resin support having light transmittance. For example, a support (substrate) having a total light transmittance of 85% or more for visible light with a wavelength of 400 to 750 nm can be used. Examples of the support include those commonly used in antireflection laminates for image display devices such as televisions and computer displays. Examples of the material include polyester resins such as polyethylene terephthalate and polyethylene naphthalate, cellulose resins such as triacetyl cellulose, diacetyl cellulose, and cellophane, acrylic resins such as polymethyl methacrylate, and thermoplastic resins such as polyimide and polycarbonate.

[0020] The support may be a single layer formed from the above resin material or a laminate comprising two or more layers. From the perspective of handling the laminate, the thickness of the support is preferably 0.1 mm or more, and from the perspective of the moldability of the laminate, it is preferably 3 mm or less.

[0021] <Antireflection layer> The antireflection layer can be provided with a medium refractive index layer having a refractive index of 1.50 to 1.75, a high refractive index layer having a refractive index of 1.60 to 2.00, and a low refractive index layer having a refractive index of 1.25 to 1.40 in this order from the hard coat layer side. The antireflection layer may comprise only the low refractive index layer.

[0022] (Low refractive index layer) The low refractive index layer is a cured product of a low refractive index layer-forming composition containing at least one of a trifunctional or higher (meth)acrylate compound having a (meth)acryloyloxy group, a low refractive index material, and Compound A and Compound B described below.

[0023] Examples of the trifunctional or higher (meth)acrylate compound having a (meth)acryloyloxy group (CH2=CHCOO-, CH2=C(CH3)COO-) (hereinafter referred to as "polyfunctional (meth)acrylate compound") include (meth)acrylic acid esters of polyhydric alcohols, or polyfunctional urethane (meth)acrylate compounds obtained by reacting diisocyanates with polyhydric alcohols and hydroxy group-containing (meth)acrylates. Various known materials can be used.

[0024] The polyfunctional (meth)acrylate compound is not particularly limited as long as it contains three or more (meth)acryloyloxy groups. For example, trifunctional (meth)acrylate compounds such as trimethylolpropane tri(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, propoxylated trimethylolpropane tri(meth)acrylate, tris(2-hydroxyethyl)isocyanurate tri(meth)acrylate, glycerin tri(meth)acrylate, pentaerythritol tri(meth)acrylate, dipentaerythritol tri(meth)acrylate, ditrimethylolpropane tri(meth)acrylate; tetrafunctional (meth)acrylate compounds such as pentaerythritol tetra(meth)acrylate, ditrimethylolpropane tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate; pentafunctional (meth)acrylate compounds such as dipentaerythritol penta(meth)acrylate, ditrimethylolpropane penta(meth)acrylate; hexafunctional (meth)acrylate compounds such as dipentaerythritol hexa(meth)acrylate, ditrimethylolpropane hexa(meth)acrylate; polyfunctional (meth)acrylate compounds obtained by substituting a part of these trifunctional or higher (meth)acrylate compounds with an alkyl group or ε-caprolactone, and the like can be mentioned.

[0025] The number of functional groups of the polyfunctional (meth)acrylate compound is 3 or more from the viewpoint of obtaining sufficient surface hardness in the low refractive index layer, and may be 4 or more, and may be 5 or more. On the other hand, from the viewpoint of versatility, the number of functional groups can be 15 or less.

[0026] The composition for forming a low refractive index layer may further contain a (meth)acrylate compound having 2 or less functional groups having a (meth)acryloyloxy group from the viewpoint of moldability. However, from the viewpoint of achieving both moldability and surface hardness, the amount thereof is preferably 50 parts by mass or less with respect to 100 parts by mass of the (meth)acrylate compound having 3 or more functional groups having a (meth)acryloyloxy group.

[0027] Since the polyfunctional (meth)acrylate compound is cured by ultraviolet rays, it can be referred to as an ultraviolet-curable material.

[0028] Compound A represented by the following formula (1) and Compound B represented by the following formula (2) can reduce the curing inhibition by oxygen in the air and promote the curing of the polyfunctional (meth)acrylate compound by ultraviolet rays. By using a predetermined amount of the compound with respect to the polyfunctional (meth)acrylate compound, it is possible to sufficiently maintain the surface hardness as the low refractive index layer while imparting excellent moldability to the low refractive index layer.

Chemical formula

[0029] Both Compound A and Compound B can be said to be excellent in the effect of suppressing the curing inhibition by oxygen in the air and the effect of improving the flexibility of the cured film (moldability of the low refractive index layer) in the ultraviolet curing reaction of the polyfunctional (meth)acrylate compound using a photoinitiator. In addition, Compound B generally has a tendency of less reduction in film hardness compared with various di(meth)acrylates and the like used for imparting flexibility to the cured film.

[0030] The composition for forming a low refractive index layer can contain Compound A alone, Compound B alone, or a mixture of Compound A and Compound B. The total content of Compound A and Compound B in the composition for forming a low refractive index layer is 0.5 to 2 parts by mass with respect to 100 parts by mass of the polyfunctional (meth)acrylate compound. When the content is 0.5 parts by mass or more, the effect of curing inhibition can be sufficiently exhibited compared with the case where the content is less than 0.5 parts by mass, and excellent hardness can be imparted to the low refractive index layer. On the other hand, when the content is 2 parts by mass or less, the decrease in crosslink density can be suppressed compared with the case where the content exceeds 2 parts by mass, and excellent hardness can be imparted to the low refractive index layer. From these viewpoints, the content is preferably 0.8 to 1.5 parts by mass.

[0031] As the low refractive index material, known particles (inorganic particles) with a refractive index of 1.25 to 1.40 that can impart a desired refractive index to the low refractive index layer can be used. That is, the low refractive index material may be low refractive index particles. Examples of the inorganic particles include calcium fluoride particles, magnesium fluoride particles, silica (hollow silica) particles, etc. having an average particle diameter D50 of 5 to 100 nm from the viewpoint of excellent dispersibility in the composition. Among these, hollow silica particles are preferable, and hollow silica particles having an average particle diameter D50 of 10 to 60 nm are more preferable.

[0032] The content of the low refractive index material in the composition for forming the low refractive index layer can be 15 to 150 parts by mass with respect to 100 parts by mass of the polyfunctional (meth)acrylate compound. When the content is 15 parts by mass or more, it is easy to obtain a practically sufficient antireflection effect. On the other hand, when the content is 150 parts by mass or less, it is easy to suppress practical problems due to a decrease in the mechanical strength of the antireflection layer. From these viewpoints, the content is preferably 25 to 100 parts by mass.

[0033] The composition for forming the low refractive index layer is prepared by adding and mixing additives such as a photopolymerization initiator, a leveling agent, a defoaming agent, and an antifouling agent, as necessary, to an organic solvent in addition to the above components.

[0034] Examples of the photopolymerization initiator include compounds generally used for curing the polyfunctional (meth)acrylate compound using active energy rays such as ultraviolet rays, and known materials such as acetophenones, benzoins, benzophenones, phosphine oxides, ketals, anthraquinones, thioxanthones, etc. The content of the photopolymerization initiator in the composition for forming the low refractive index layer is preferably 0.1 to 10 parts by mass, more preferably 1 to 5 parts by mass, with respect to 100 parts by mass of the polyfunctional (meth)acrylate compound.

[0035] Examples of organic solvents include ethers such as propylene glycol monomethyl ether, tetrahydrofuran, and dioxane; esters such as ethyl acetate, propyl acetate, and butyl acetate; ketones such as methyl ethyl ketone and methyl isobutyl ketone; alcohols such as ethanol, propanol, and butanol; and cellosolves such as ethyl cellosolve, propyl cellosolve, and butyl cellosolve. The content of the organic solvent in the composition for forming the low refractive index layer may be appropriately adjusted from the viewpoints of the solubility and dispersibility of the above components and the coatability of the composition. The solid content in the composition for forming the low refractive index layer can be, for example, 1 to 10% by mass.

[0036] The low refractive index layer is formed by applying the composition for forming the low refractive index layer, for example, on a hard coat layer, drying and removing the solvent, and then irradiating with ultraviolet rays. As the coating method, various known methods such as gravure coating, die coating, and dip coating can be used. The thickness of the low refractive index layer is optimized in the range of 80 to 120 nm in consideration of the refractive index of the low refractive index layer.

[0037] The types and amounts of the above components in the composition for forming the low refractive index layer can be identified by, for example, TEM observation of the cured product, EDX elemental analysis, pyrolysis GCMS, or LCMS and pyrolysis GCMS of the components extracted from the cured product with a solvent, etc., for the low refractive index layer which is the cured product of the composition.

[0038] (Intermediate refractive index layer, high refractive index layer) When the antireflection layer further includes these layers, the intermediate refractive index layer and the high refractive index layer may be a cured product of the composition for forming the intermediate (high) refractive index layer containing the above-mentioned polyfunctional (meth)acrylate compound. Thereby, it is easy to sufficiently maintain the hardness of each layer.

[0039] The medium refractive index layer and the high refractive index layer may be cured products of a composition containing a polyfunctional (meth)acrylate compound, a high refractive index material, and at least one of the above compound A and compound B. Thereby, while sufficiently maintaining the hardness of each layer, it is easy to impart excellent moldability to each layer. The refractive index of the layer can be adjusted by the material type and addition amount of the high refractive index material to form a medium refractive index layer or a high refractive index layer.

[0040] As the high refractive index material, known particles (inorganic particles) having a refractive index of 1.6 to 2.2, which can impart a desired refractive index to each layer, can be used. That is, the high refractive index material may be high refractive index particles, and specifically, metal oxide particles such as titanium oxide, zirconium oxide, tin oxide, niobium oxide, and tantalum oxide can be mentioned.

[0041] The composition for forming a medium (high) refractive index layer is prepared by adding and mixing additives such as a photopolymerization initiator, a leveling agent, a defoaming agent, and an antifouling agent, as necessary, to an organic solvent in addition to the above components. The type and amount of each component can be adjusted by appropriately referring to the description of the composition for forming a low refractive index layer.

[0042] The medium refractive index layer and the high refractive index layer can be formed in the same manner as the low refractive index layer using the composition for forming a medium (high) refractive index layer, respectively. The thickness of the medium refractive index layer is optimized in the range of 70 to 100 nm in consideration of the refractive index of the medium refractive index layer. The thickness of the high refractive index layer is optimized in the range of 120 to 180 nm in consideration of the refractive index of the high refractive index layer.

[0043] <Hard coat layer> The hard coat layer may be a cured product of a composition for forming a hard coat layer containing a polyfunctional (meth)acrylate compound having a (meth)acryloyloxy group of 3 or more functional groups. Thereby, it is easy to sufficiently maintain the hardness as a hard coat layer. As the polyfunctional (meth)acrylate compound having a (meth)acryloyloxy group of 3 or more functional groups, the polyfunctional (meth)acrylate compounds exemplified in the above item of the antireflection layer can be used.

[0044] The hard coat layer may be a cured product of a composition for forming a hard coat layer containing a polyfunctional (meth)acrylate compound and the above compound B. Thereby, it is easy to impart excellent moldability to the hard coat layer while sufficiently maintaining the hardness as the hard coat layer. The content of compound B in the composition for forming a hard coat layer can be 0.5 to 50 parts by mass with respect to 100 parts by mass of the (meth)acrylate compound. When the content is 0.5 part by mass or more, it is easier to improve the moldability of the hard coat layer than when it is less than 0.5 part by mass. When the content is 50 parts by mass or less, it is possible to suppress a decrease in crosslink density compared to when it exceeds 50 parts by mass, and it is possible to impart excellent hardness to the hard coat layer. From these viewpoints, the content is preferably 5 to 50 parts by mass, more preferably 10 to 50 parts by mass, and particularly preferably 10 to 45 parts by mass.

[0045] In addition to the above components, the composition for forming a hard coat layer is prepared by adding and mixing additives such as a photopolymerization initiator, a leveling agent, an antifoaming agent, and an antifouling agent, as necessary, to an organic solvent. The type and amount of each component can be adjusted with appropriate reference to the description of the composition for forming a low refractive index layer.

[0046] The hard coat layer can be formed in the same manner as the low refractive index layer using the composition for forming a hard coat layer. The thickness of the hard coat layer may be appropriately adjusted according to the type of the transparent resin support, and can be, for example, 3 to 20 μm.

[0047] <Image display device> The image display device includes the above antireflection laminate. It can be said that such an image display device has excellent moldability and surface hardness due to the above antireflection layer. Examples of the image display device provided with the above antireflection laminate include LCD, PDP, CRT, projection display, EL display, etc. The antireflection laminate can be provided not only on the display surface but also inside the display.

Examples

[0048] Hereinafter, the antireflection laminate according to the present disclosure will be described by way of examples, but the antireflection laminate according to the present disclosure is not limited to the contents of these examples.

[0049] <Fabrication of Antireflection Laminate> [Example 1] A polycarbonate substrate (100 mm × 200 mm × thickness 1 mm, single-sided masking film) was prepared as a transparent resin support. On this polycarbonate substrate, a coating film was formed by dip coating using the following composition A for the hard coat layer. After drying the solvent in the coating film, UV was irradiated to form a hard coat layer (thickness 10 μm) on the polycarbonate substrate. A high-pressure mercury lamp was used for UV irradiation, and the irradiation conditions were 60 mW / cm 2 , 400 mJ / cm 2 . Subsequently, a coating film was formed on the hard coat layer by dip coating using the following composition 1 for the low refractive index layer. After drying the solvent in the coating film, UV was irradiated under the above conditions to form a low refractive index layer (thickness 100 nm) on the hard coat layer. Finally, the masking film was peeled off to obtain an antireflection laminate.

[0050] (Composition A for Hard Coat Layer) - Pentaerythritol triacrylate: 100 parts by mass - Irgacure 184 (1-hydroxycyclohexyl phenyl ketone): 3 parts by mass - Propylene glycol monomethyl ether: 200 parts by mass (Composition 1 for Low Refractive Index Layer) - Pentaerythritol triacrylate: 50 parts by mass - Hollow silica particles (manufactured by Nippon Shokubai Catalysts & Chemicals, trade name Thruia, D50 = 60 nm): 50 parts by mass (solid content) - Compound A (manufactured by Kuraray, trade name DPNG): 0.25 parts by mass - Irgacure 184: 3 parts by mass - Propylene glycol monomethyl ether: 1900 parts by mass

[0051] [Example 2] An antireflection laminate was obtained in the same manner as in Example 1, except that the following low refractive index layer composition 2 was used instead of the low refractive index layer composition 1. (Low refractive index layer composition 2) - Pentaerythritol triacrylate: 50 parts by mass - Hollow silica particles (Nippon Shokubai Catalysts & Chemicals, trade name: Thruia): 50 parts by mass (solid content) - Irgacure 184: 3 parts by mass - Compound A (Kuraray, trade name: DPNG): 0.5 part by mass - Propylene glycol monomethyl ether: 1900 parts by mass

[0052] [Example 3] An antireflection laminate was obtained in the same manner as in Example 1, except that the following low refractive index layer composition 3 was used instead of the low refractive index layer composition 1. (Low refractive index layer composition 3) - Pentaerythritol triacrylate: 50 parts by mass - Hollow silica particles (Nippon Shokubai Catalysts & Chemicals, trade name: Thruia): 50 parts by mass (solid content) - Irgacure 184: 3 parts by mass - Compound A (Kuraray, trade name: DPNG): 1.0 part by mass - Propylene glycol monomethyl ether: 1900 parts by mass

[0053] [Example 4] An antireflection laminate was obtained in the same manner as in Example 1, except that the following low refractive index layer composition 4 was used instead of the low refractive index layer composition 1. (Low refractive index layer composition 4) - Pentaerythritol triacrylate: 50 parts by mass - Hollow silica particles (Nippon Shokubai Catalysts & Chemicals, trade name: Thruia): 50 parts by mass (solid content) - Irgacure 184: 3 parts by mass - Compound A (Kuraray, trade name: DPNG): 0.25 part by mass - Compound B (Kuraray, trade name: IPEMA): 0.25 part by mass - Propylene glycol monomethyl ether: 1900 parts by mass

[0054] [Example 5] An antireflection laminate was obtained in the same manner as in Example 1, except that the following low refractive index layer composition 5 was used instead of the low refractive index layer composition 1. (Low refractive index layer composition 5) - Pentaerythritol triacrylate: 50 parts by mass - Hollow silica particles (manufactured by Nippon Shokubai Catalysts & Chemicals, trade name: Thruia): 50 parts by mass (solid content) - Irgacure 184: 3 parts by mass - Compound B (manufactured by Kuraray, trade name: IPEMA): 0.25 parts by mass - Propylene glycol monomethyl ether: 1900 parts by mass

[0055] [Example 6] An antireflection laminate was obtained in the same manner as in Example 1, except that the following low refractive index layer composition 6 was used instead of the low refractive index layer composition 1. (Low refractive index layer composition 6) - Pentaerythritol triacrylate: 50 parts by mass - Hollow silica particles (manufactured by Nippon Shokubai Catalysts & Chemicals, trade name: Thruia): 50 parts by mass (solid content) - Irgacure 184: 3 parts by mass - Compound B (manufactured by Kuraray, trade name: IPEMA): 0.5 parts by mass - Propylene glycol monomethyl ether: 1900 parts by mass

[0056] [Example 7] An antireflection laminate was obtained in the same manner as in Example 1, except that the following low refractive index layer composition 7 was used instead of the low refractive index layer composition 1. (Low refractive index layer composition 7) - Pentaerythritol triacrylate: 50 parts by mass - Hollow silica particles (manufactured by Nippon Shokubai Catalysts & Chemicals, trade name: Thruia): 50 parts by mass (solid content) - Irgacure 184: 3 parts by mass - Compound B (Kuraray, trade name IPEMA): 1.0 part by mass - Propylene glycol monomethyl ether: 1900 parts by mass

[0057] [Example 8] An antireflection laminate was obtained in the same manner as in Example 2, except that the following Composition B for hard coat layer was used instead of Composition A for hard coat layer. (Composition B for hard coat layer) - Pentaerythritol triacrylate: 100 parts by mass - Compound B (Kuraray, trade name IPEMA): 1 part by mass - Irgacure 184: 3 parts by mass - Propylene glycol monomethyl ether: 202 parts by mass

[0058] [Example 9] An antireflection laminate was obtained in the same manner as in Example 2, except that the following Composition C for hard coat layer was used instead of Composition A for hard coat layer. (Composition C for hard coat layer) - Pentaerythritol triacrylate: 100 parts by mass - Compound B (Kuraray, trade name IPEMA): 15 parts by mass - Irgacure 184: 3 parts by mass - Propylene glycol monomethyl ether: 230 parts by mass

[0059] [Example 10] An antireflection laminate was obtained in the same manner as in Example 2, except that the following Composition D for hard coat layer was used instead of Composition A for hard coat layer. (Composition D for hard coat layer) - Pentaerythritol triacrylate: 100 parts by mass - Compound B (Kuraray, trade name IPEMA): 40 parts by mass - Irgacure 184: 3 parts by mass - Propylene glycol monomethyl ether: 280 parts by mass

[0060] [Example 11] A antireflection laminate was obtained in the same manner as in Example 2, except that the following low refractive index layer composition 8 was used instead of the low refractive index layer composition 2. (Low refractive index layer composition 8) - Dipentaerythritol hexaacrylate: 50 parts by mass - Hollow silica particles (JGC Catalysts & Chemicals, trade name: Thruia): 50 parts by mass (solid content) - Irgacure 184: 3 parts by mass - Compound A (Kuraray, trade name: DPNG): 0.5 part by mass - Propylene glycol monomethyl ether: 1900 parts by mass

[0061] [Comparative Example 1] A antireflection laminate was obtained in the same manner as in Example 1, except that the following low refractive index layer composition C1 was used instead of the low refractive index layer composition 1. (Low refractive index layer composition C1) - Pentaerythritol triacrylate: 50 parts by mass - Hollow silica particles (JGC Catalysts & Chemicals, trade name: Thruia): 50 parts by mass (solid content) - Irgacure 184: 3 parts by mass - Compound A (Kuraray, trade name: DPNG): 0.15 part by mass - Propylene glycol monomethyl ether: 1900 parts by mass

[0062] [Comparative Example 2] A antireflection laminate was obtained in the same manner as in Example 1, except that the following low refractive index layer composition C2 was used instead of the low refractive index layer composition 1. (Low refractive index layer composition C2) - Pentaerythritol triacrylate: 50 parts by mass - Hollow silica particles (JGC Catalysts & Chemicals, trade name: Thruia): 50 parts by mass (solid content) - Irgacure 184: 3 parts by mass - Compound A (Kuraray, trade name: DPNG): 1.6 parts by mass - Propylene glycol monomethyl ether: 1900 parts by mass

[0063] [Comparative Example 3] A antireflection laminate was obtained in the same manner as in Example 1, except that the following composition C3 for a low refractive index layer was used instead of the composition 1 for a low refractive index layer. (Composition C3 for a low refractive index layer) - Pentaerythritol triacrylate: 50 parts by mass - Hollow silica particles (manufactured by Nippon Shokubai Catalysts & Chemicals, trade name: Thruia): 50 parts by mass (solid content) - Irgacure 184: 3 parts by mass - Compound B (manufactured by Kuraray, trade name: IPEMA): 0.15 part by mass - Propylene glycol monomethyl ether: 1900 parts by mass

[0064] [Comparative Example 4] A antireflection laminate was obtained in the same manner as in Example 1, except that the following composition C4 for a low refractive index layer was used instead of the composition 1 for a low refractive index layer. (Composition C4 for a low refractive index layer) - Pentaerythritol triacrylate: 50 parts by mass - Hollow silica particles (manufactured by Nippon Shokubai Catalysts & Chemicals, trade name: Thruia): 50 parts by mass (solid content) - Irgacure 184: 3 parts by mass - Compound B (manufactured by Kuraray, trade name: IPEMA): 1.6 parts by mass - Propylene glycol monomethyl ether: 1900 parts by mass

[0065] [Comparative Example 5] A antireflection laminate was obtained in the same manner as in Comparative Example 1, except that the following composition E for a hard coat layer was used instead of the composition A for a hard coat layer. (Composition E for a hard coat layer) - 1,6 - Hexanediol diacrylate: 100 parts by mass - Compound B (manufactured by Kuraray, trade name: IPEMA): 60 parts by mass - Irgacure 184: 3 parts by mass - Propylene glycol monomethyl ether: 320 parts by mass

[0066] [Comparative Example 6] An antireflection laminate was obtained in the same manner as in Example 1, except that the following composition C5 for a low refractive index layer was used instead of the composition 1 for a low refractive index layer. (Composition C5 for a low refractive index layer) - Pentaerythritol triacrylate: 50 parts by mass - Hollow silica particles (manufactured by Nippon Shokubai Catalysts & Chemicals, trade name: Thruia): 50 parts by mass (solid content) - Irgacure 184: 3 parts by mass - Propylene glycol monomethyl ether: 1900 parts by mass

[0067] [Comparative Example 7] An antireflection laminate was obtained in the same manner as in Example 1, except that the following composition C6 for a low refractive index layer was used instead of the composition 1 for a low refractive index layer. (Composition C6 for a low refractive index layer) - 1,6 - Hexanediol diacrylate: 50 parts by mass - Hollow silica particles (manufactured by Nippon Shokubai Catalysts & Chemicals, trade name: Thruia): 50 parts by mass (solid content) - Compound A (manufactured by Kuraray, trade name: DPNG): 0.5 parts by mass - Irgacure 184: 3 parts by mass - Propylene glycol monomethyl ether: 1900 parts by mass

[0068] [Various Evaluations] [Pencil Hardness] A pencil hardness test was carried out on the low refractive index layer of the antireflection laminate prepared in each example in accordance with JIS K5600. A hardness of 2H or higher was considered as passing. The results are shown in Table 1.

[0069] [Scratch Resistance] The surface (low refractive index layer side) of the antireflection laminate prepared in each example was rubbed 10 times back and forth with a load of 100 gf using steel wool #0000 cut into a 1 cm square. Then, the appearance of the surface of the antireflection laminate was visually evaluated according to the following criteria, and ○ and △ were considered as passing. The results are shown in Table 1. ○: Scratches cannot be seen visually. △: Scratches can be seen slightly with careful observation. ×: Scratches can be easily seen visually.

[0070] [Formability] The antireflection laminate produced in each example was pressed against an aluminum cylinder (radius 20 mm (20R) or 40 mm (40R), height 15 cm) heated to 150°C so that the low refractive index layer was on the outside, and thus formed into a cylindrical shape. After leaving it in that state for one minute, the formed antireflection laminate was removed from the cylinder and cooled to room temperature. Then, the appearance of the surface of the antireflection laminate was visually evaluated according to the following criteria, and ○ and Δ were regarded as passing. The results are shown in Table 1. ○: No abnormalities such as cracks can be visually observed. Δ: When observed carefully, slight abnormalities such as cracks can be visually observed. ×: Abnormalities such as cracks can be easily visually observed.

[0071]

Table 1

[0072] The antireflection laminate of the example had an antireflection layer (low refractive index layer) that was excellent in formability and surface hardness compared to the antireflection laminate of the comparative example. That is, it is understood that it is important that the total content of Compound A and Compound B in the composition for forming the low refractive index layer is 0.5 to 2 parts by mass with respect to 100 parts by mass of the (meth)acrylate compound.

[0073] One aspect of the present disclosure includes, for example, the following embodiments. [1] An antireflection laminate comprising a transparent resin support, a hard coat layer, and an antireflection layer including a low refractive index layer having a refractive index of 1.25 to 1.40, wherein the low refractive index layer is a cured product of a composition for forming a low refractive index layer containing at least one of a trifunctional or higher (meth)acrylate compound having a (meth)acryloyloxy group, a low refractive index material, Compound A represented by the following formula (1), and Compound B represented by the following formula (2), and the total content of Compound A and Compound B in the composition for forming the low refractive index layer is 0.5 to 2 parts by mass with respect to 100 parts by mass of the (meth)acrylate compound.

Chem.

Explanation of Reference Numerals

[0074] 1... Transparent resin support, 2... Hard coat layer, 3... Antireflection layer, 3a... Low refractive index layer, 3b... High refractive index layer, 3c... Medium refractive index layer, 10... Antireflection laminate.

Claims

1. A reflection-preventing laminate comprising a transparent resin support, a hard coat layer, and a reflection-preventing layer including a low refractive index layer having a refractive index of 1.25 to 1.

40. The low refractive index layer is a cured product of a composition for forming a low refractive index layer containing at least one of a trifunctional or higher functional (meth)acrylate compound having a (meth)acryloyloxy group, a low refractive index material, a compound A represented by the following formula (1), and a compound B represented by the following formula (2). The total content of the compound A and the compound B in the composition for forming a low refractive index layer is 0.5 to 2 parts by mass with respect to 100 parts by mass of the (meth)acrylate compound. 【Chemical 1】

2. The hard coat layer is a cured product of a composition for forming a hard coat layer containing a trifunctional or higher functional (meth)acrylate compound having a (meth)acryloyloxy group and the compound B. The content of the compound B in the composition for forming a hard coat layer is 0.5 to 50 parts by mass with respect to 100 parts by mass of the (meth)acrylate compound. The reflection-preventing laminate according to claim 1.

3. The content of the compound B in the composition for forming a hard coat layer is 10 to 50 parts by mass with respect to 100 parts by mass of the (meth)acrylate compound. The reflection-preventing laminate according to claim 2.

4. The low refractive index material is inorganic particles. The reflection-preventing laminate according to claim 1 or 2.

5. The inorganic particles include at least one selected from the group consisting of calcium fluoride particles, magnesium fluoride particles, and hollow silica particles. The reflection-preventing laminate according to claim 4.

6. An image display device including the reflection-preventing laminate according to claim 1 or 2.

Citation Information

Patent Citations

  • Anti-reflection film, and polarizing plate, touch panel substrate and image display device which use the same

    JP2014206688A