WO2023223784A1 - Optical film, and image display device using same - Google Patents

Optical film, and image display device using same Download PDF

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Publication number
WO2023223784A1
WO2023223784A1 PCT/JP2023/016264 JP2023016264W WO2023223784A1 WO 2023223784 A1 WO2023223784 A1 WO 2023223784A1 JP 2023016264 W JP2023016264 W JP 2023016264W WO 2023223784 A1 WO2023223784 A1 WO 2023223784A1
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Prior art keywords
meth
optical film
hard coat
coat layer
mass
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PCT/JP2023/016264
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French (fr)
Japanese (ja)
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鍵 金
勇介 荒谷
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凸版印刷株式会社
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Publication of WO2023223784A1 publication Critical patent/WO2023223784A1/en

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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • C09D4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
    • G02B1/14—Protective coatings, e.g. hard coatings

Definitions

  • the present invention relates to an optical film and an image display device using the same.
  • Image display devices such as liquid crystal displays and organic EL displays use optical films in which a hard coat layer is provided on a resin film.
  • Patent Document 1 discloses that a dendrimer compound having a (meth)acrylate end group, a polyhedral oligomer silsesquioxane compound having a (meth)acrylate end group, a photoinitiator, and a solvent are coated on one or both sides of a transparent substrate.
  • a hard coating film is described in which a coating layer is formed using a composition comprising:
  • Patent Document 2 describes a polarizer protective film formed by curing a resin composition containing a polyfunctional acrylate monomer, an acrylate oligomer, an acrylate elastic polymer, and a photoinitiator.
  • Patent Document 3 describes an ultraviolet curable hard coating agent containing a polyfunctional urethane (meth)acrylate oligomer, colloidal silica modified with an acrylic group, a polyfunctional thiol compound, and a photopolymerization initiator.
  • an object of the present invention is to provide an optical film having high flexibility and high hardness and reduced curling, and an image display device using the same.
  • the optical film according to the present invention has a hard coat layer on at least one surface of a transparent base material, and the hard coat layer is composed of (A) (meth)acrylic having three or more (meth)acryloyl groups in one molecule; A composition containing a monomer, (B) a (meth)acrylic polymer having two or more (meth)acryloyl groups in one molecule and having a weight average molecular weight of 15,000 to 50,000, and (C) a thiol compound.
  • the content of (meth)acrylic monomer is 60 to 85% by mass
  • the content of (meth)acrylic polymer is 5 to 35% by mass
  • thiol compound The content of the hard coat layer is 0.5 to 9% by mass, and the thickness of the hard coat layer is 3 to 20 ⁇ m.
  • An image display device includes the above optical film.
  • an optical film having high flexibility and high hardness and reduced curling it is possible to provide an optical film having high flexibility and high hardness and reduced curling, and an image display device using the same.
  • FIG. 1 is a sectional view showing a schematic configuration of an optical film according to an embodiment.
  • (meth)acrylate is a generic term for both acrylate and methacrylate
  • (meth)acryloyl is a generic term for both acryloyl and methacryloyl
  • (meth)acrylic is a generic term for both acrylic and methacrylic.
  • FIG. 1 is a cross-sectional view showing a schematic configuration of an optical film according to an embodiment.
  • the optical film 1 includes a transparent base material 2 and a hard coat layer 3 laminated on one surface of the transparent base material 2.
  • the transparent base material 2 is a film that serves as the base of the optical film, and is made of a material that has excellent transparency for visible light.
  • a material that has excellent transparency for visible light As the material for forming the transparent base material, triacetyl cellulose, polyethylene naphthalate, polyethylene terephthalate, cycloolefin polymer, polycarbonate, polyacrylate, polyimide, polyamide, etc. can be used.
  • the thickness of the transparent base material 2 is not particularly limited, but is preferably 10 to 200 ⁇ m, for example.
  • the surface of the transparent base material 2 may be subjected to surface modification treatment in order to improve adhesion with other layers.
  • the surface modification treatment include alkali treatment, corona treatment, plasma treatment, sputtering treatment, application of a surfactant or silane coupling agent, Si vapor deposition, and the like.
  • the hard coat layer 3 is a layer that imparts hardness to the optical film 1.
  • the hard coat layer 3 consists of (A) a (meth)acrylic monomer having three or more (meth)acryloyl groups in one molecule, and (B) having two or more (meth)acryloyl groups in one molecule; It can be formed by applying a composition containing a (meth)acrylic polymer having an average molecular weight of 15,000 to 50,000 and a (C) thiol compound in a predetermined ratio to the transparent substrate 2 and curing it.
  • the thickness of the hard coat layer 3 is preferably 3 to 20 ⁇ m.
  • the thickness of the hard coat layer 3 is less than 3 ⁇ m, the hardness of the hard coat layer 3 will be insufficient, which is not preferable. On the other hand, if the thickness of the hard coat layer 3 exceeds 30 ⁇ m, it is not preferable because the flexibility of the optical film 1 decreases and curling due to shrinkage during curing increases.
  • the (meth) acrylic monomer is a component that mainly imparts hardness to the hard coat layer.
  • As the (meth)acrylic monomer a compound having three or more (meth)acryloyl groups in one molecule is used. If a (meth)acrylic monomer with less than two functionalities is used, hardness will not be sufficiently developed.
  • the blending ratio of the trifunctional or higher-functional (meth)acrylic monomer is 60 to 90% by mass of the solid content of the composition for forming a hard coat layer. If the blending ratio of the trifunctional or higher functional (meth)acrylic monomer is less than 60% by mass, the hard coat layer may not exhibit sufficient hardness. On the other hand, if the blending ratio of the trifunctional or higher functional (meth)acrylic monomer exceeds 90%, curling will appear strongly and flexibility will deteriorate.
  • tri- or higher-functional (meth)acrylic monomers examples include trimethylolpropane tri(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, propoxylated trimethylolpropane tri(meth)acrylate, and tris-2-hydroxyethyl.
  • Tri(meth)acrylates such as isocyanurate tri(meth)acrylate, glycerin tri(meth)acrylate, pentaerythritol tri(meth)acrylate, dipentaerythritol tri(meth)acrylate, ditrimethylolpropane tri(meth)acrylate, etc.
  • Functional (meth)acrylate compounds pentaerythritol tetra(meth)acrylate, ditrimethylolpropane tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, ditrimethylolpropane penta(meth)acrylate, ) acrylate, dipentaerythritol hexa(meth)acrylate, ditrimethylolpropane hexa(meth)acrylate, and other trifunctional or higher functional polyfunctional (meth)acrylate compounds, and some of these (meth)acrylates can be converted into alkyl groups or ⁇ -caprolactone. Examples include polyfunctional (meth)acrylate compounds substituted with .
  • urethane (meth)acrylate can also be used as the (meth)acrylic monomer.
  • examples of urethane (meth)acrylate include those obtained by reacting a (meth)acrylate monomer having a hydroxyl group with a product obtained by reacting a polyester polyol with an isocyanate monomer or a prepolymer. .
  • urethane (meth)acrylates examples include pentaerythritol triacrylate hexamethylene diisocyanate urethane prepolymer, dipentaerythritol pentaacrylate hexamethylene diisocyanate urethane prepolymer, pentaerythritol triacrylate toluene diisocyanate urethane prepolymer, dipentaerythritol pentaacrylate toluene diisocyanate Examples include urethane prepolymer, pentaerythritol triacrylate isophorone diisocyanate urethane prepolymer, dipentaerythritol pentaacrylate isophorone diisocyanate urethane prepolymer.
  • any one of the above-mentioned compounds may be used, or two or more thereof may be used in combination.
  • (meth)acrylic monomers include light acrylate PE-3A (pentaerythritol triacrylate), light acrylate TMP-A (trimethylolpropane triacrylate), and light acrylate DPE-6A (dipentaerythritol triacrylate) manufactured by Kyoeisha Chemical Co., Ltd. Hexaacrylate) can be used.
  • the (meth) acrylic polymer is a component that mainly provides low curling properties and flexibility.
  • As the (meth)acrylic polymer a compound having two or more (meth)acryloyl groups in one molecule and a weight average molecular weight of 15,000 to 50,000 can be used.
  • the (meth)acrylic polymers having two or more functionalities are entangled with each other to form a network.
  • This (meth)acrylic polymer network serves as the skeleton of the binder, thereby suppressing curling and improving flexibility.
  • the above-mentioned (meth)acrylic monomer enters the gaps in the network of (meth)acrylic polymers and crosslinks the polymers.
  • the polymerization density increases and the hardness improves.
  • the weight average molecular weight of the (meth)acrylic polymer is less than 15,000, it is not preferable because the (meth)acrylic polymer cannot sufficiently form the above-mentioned network, resulting in a decrease in curl suppression ability and flexibility.
  • the weight average molecular weight of the (meth)acrylic polymer exceeds 50,000, the compatibility of the composition for forming a hard coat layer deteriorates, which is not preferable.
  • the blending ratio of the (meth)acrylic polymer having two or more functionalities is 5 to 35% by mass of the solid content of the composition for forming a hard coat layer. If the blending ratio of the (meth)acrylic polymer having two or more functionalities is less than 5% by mass, it is not preferable because sufficient low curling properties and flexibility cannot be obtained. On the other hand, if the blending ratio of the (meth)acrylic polymer having two or more functionalities exceeds 35% by mass, it is not preferable because the hardness of the hard coat layer decreases.
  • Examples of (meth)acrylic polymers include SMP-250AP (acrylic equivalent: 240 to 260 g/eq, weight average molecular weight: 20,000 to 30,000) and SMP-360AP manufactured by Kyoeisha Chemical, which have (meth)acryloyl and hydroxyl groups in the side chains. (acrylic equivalent: 350 to 370 g/eq, weight average molecular weight: 20,000 to 30,000), SMP-550AP (acrylic equivalent: 540 to 560 g/eq, weight average molecular weight: 20,000 to 30,000) can be used.
  • the thiol compound is a component that acts as a curing aid.
  • the blending ratio of the thiol compound is 0.5 to 9% by mass of the solid content of the composition for forming a hard coat layer.
  • the thiol compound can enhance the curability of the (meth)acrylic monomer and (meth)acrylic polymer, and can improve the hardness of the hard coat layer.
  • Thiol compounds particularly improve the curability of (meth)acrylic monomers.
  • a thiol compound introduces mercapto groups into the binder matrix, thereby improving low curling properties and flexibility.
  • the blending ratio of the thiol compound is less than 0.5% by mass, it is not preferable because the low blending ratio reduces the effect of improving curl resistance and flexibility. Moreover, when the blending ratio of the thiol compound is small, the function as a curing aid becomes insufficient. On the other hand, when the blending ratio of the thiol compound exceeds 9% by mass, the low curling property and flexibility are further improved, but the hardness of the hard coat layer is significantly reduced, which is not preferable.
  • thiol compounds include, for example, Karenz MT (registered trademark) BD-1 (1,4-bis(3-mercaptobutyryloxy)butane) and Karenz MT (registered trademark) PE-1 (pentafluoride) manufactured by Showa Denko. Erythritol tetrakis (3-mercaptobutyrate)) can be used.
  • Photopolymerization initiator A photopolymerization initiator is added to the composition for forming a hard coat layer in order to enable polymerization and curing by ultraviolet rays.
  • radical polymerization initiators such as acetophenone, benzophenone, thioxanthone, benzoin, and benzoin methyl ether can be suitably used.
  • 2,2-ethoxyacetophenone, 1-hydroxycyclohexylphenyl ketone, 2,2-dimethoxy-phenylacetophenone, dibenzoyl, benzoin, benzoin methyl ether, benzoin ethyl ether, p-chlorobenzophenone, p- Methoxybenzophenone, Michler's ketone, acetophenone, 2-chlorothioxanthone, etc. can be used as a photopolymerization initiator.
  • 2,2-ethoxyacetophenone, 1-hydroxycyclohexylphenyl ketone, 2,2-dimethoxy-phenylacetophenone, dibenzoyl benzoin, benzoin methyl ether, benzoin ethyl ether, p-chlorobenzophenone, p- Methoxybenzophenone, Michler's ketone, acetophenone, 2-chlorothioxanthone, etc.
  • Omnirad 184 (1-hydroxycyclohexylphenyl ketone) and Omnirad 651 (2,2-dimethoxy-phenylacetophenone) manufactured by IGM RESIN
  • the blending ratio of the photopolymerization initiator is preferably 0.1 to 10.0% by mass of the solid content of the composition for forming a hard coat layer.
  • Leveling agent In order to improve the surface properties of the coating film of the composition for forming a hard coat layer, a leveling agent may be added.
  • the blending ratio of the leveling agent is preferably 0.05 to 5.0% by mass of the solid content of the hard coat layer forming composition.
  • Compounds that can be used as the leveling agent are not particularly limited, but for example, KY-1203 manufactured by Shin-Etsu Chemical Co., Ltd. can be used.
  • an appropriate solvent may be added to the composition for forming a hard coat layer.
  • solvents include alcohols such as methanol, ethanol, 1-propanol, 2-propanol, butanol, isopropyl alcohol, and isobutanol, ketones such as acetone, methyl ethyl ketone, cyclohexanone, and methyl isobutyl ketone, and ketone alcohols such as diacetone alcohol.
  • aromatic hydrocarbons such as benzene, toluene, xylene
  • glycols such as ethylene glycol, propylene glycol, hexylene glycol, ethyl cellosolve, butyl cellosolve, ethyl carbitol, butyl carbitol, diethyl cellosolve, diethyl carbitol, propylene glycol
  • glycol ethers such as monomethyl ether, esters such as methyl lactate, ethyl lactate, methyl acetate, ethyl acetate, amyl acetate
  • ethers such as dimethyl ether and diethyl ether, N-methylpyrrolidone, dimethylformamide, water, etc.
  • One type or a mixture of two or more types can be used.
  • monomers, oligomers, polymers, antifoaming agents, antioxidants, ultraviolet absorbers, light stabilizers, polymerization inhibitors, and photosensitizers other than those mentioned above may be added to the hard coat layer forming composition.
  • Various additives such as these may also be added.
  • the optical film 1 according to this embodiment can be used to configure an image display device by laminating it on the outermost surface of an image display panel such as a liquid crystal panel or an organic EL panel.
  • a touch panel may be provided between the optical film 1 and the image display panel.
  • the optical film 1 can also be used as a protective film for a polarizing plate included in an image display device.
  • the optical film 1 according to this embodiment has excellent hardness and flexibility, and is therefore suitable for a mobile terminal equipped with a foldable image display device. Further, since the optical film 1 according to the present embodiment has suppressed curling, it has excellent processability during manufacturing of an image display device.
  • the hard coat film in which the hard coat layer 3 is laminated on one side of the transparent base material 2 was explained as an example, but an optical film in which the hard coat layer 3 is laminated on both sides of the transparent base material 2 may be used. may be configured.
  • an anti-glare layer, a low reflection layer, a high refractive index layer, a medium refractive index layer, an antistatic layer, an electromagnetic wave blocking layer, an infrared absorption layer, and an ultraviolet absorption layer are provided. It is also possible to construct an optical film in which one or more functional layers such as a color correction layer and an antifouling layer are laminated.
  • A (meth)acrylic monomer
  • A-1 Light acrylate PE-3A (pentaerythritol triacrylate), Kyoeisha Chemical Co., Ltd.
  • A-2) Light acrylate 3EG-A (triethylene glycol diacrylate), Kyoeisha Chemical Co., Ltd. company
  • B (Meth)acrylic polymer (B-1) SMP-250AP, weight average molecular weight 20,000 to 30,000, Kyoeisha Chemical Co., Ltd. (B-2) Light acrylate 9EG-A (PEG400# diacrylate), weight average molecular weight 1,000 or less , Kyoeisha Chemical Co., Ltd. (B-3) Urethane acrylate BPZA-66, weight average molecular weight approximately 100,000, Kyoeisha Chemical Co., Ltd.
  • a hard coat layer forming composition having the composition shown in Table 1 was coated on the surface of a polyimide base material (thickness 50 ⁇ m) by a bar coating method and dried, and then irradiated with a high pressure mercury lamp at a dose of 200 mJ/m 2 .
  • the coating film was cured by irradiating ultraviolet rays to obtain optical films according to each example and each comparative example.
  • the composition for forming a hard coat layer was diluted with methyl isobutyl ketone so that the total solid content concentration was 40% by mass. Further, the coating amount of the composition for forming a hard coat layer was adjusted so that the film thickness after curing would be the value shown in Table 1.
  • Pencil hardness was measured in accordance with JIS K5400-1900.
  • the pencil hardness of the surface of the hard coat layer was measured using a pencil (uni, manufactured by Mitsubishi Pencil Co., Ltd.) and a Clemens scratch tester (HA-301, manufactured by Tester Sangyo Co., Ltd.). Tests were repeated while changing the hardness of the pencil, and changes in appearance due to scratches were visually observed, and the maximum hardness at which no scratches were observed was taken as the evaluation value.
  • the evaluation criteria are as follows. ⁇ : 6H or more ⁇ : 5H ⁇ :4H ⁇ : 3H or less
  • ⁇ Karl> Prepare a sample by cutting out the produced optical film into a 100 mm square, place this sample on a flat surface, measure the vertical distance from the flat surface to the tips of the four corners in mm, and calculate the measured values of the four corners. The average value was taken as the evaluation value. The smaller the evaluation value, the smaller the curl.
  • the evaluation criteria are as follows. ⁇ : 10mm or less ⁇ : More than 10mm and 20mm or less ⁇ : More than 20mm and 35mm or less ⁇ : More than 35mm
  • a sample was prepared by cutting the optical film into a 30 mm width, and the sample was fixed to a clamshell bending tester (DR11MR-CS-t, manufactured by Yuasa System Equipment Co., Ltd.) so that the hard coat layer of the sample was on the outside.
  • a bending test was then repeated 200,000 times.
  • the bending diameter in mm that can be repeatedly tested by bending 200,000 times was determined based on the following criteria. ⁇ : 5mm or less ⁇ : More than 5mm and 10mm or less ⁇ : More than 10m and 15mm or less ⁇ : More than 15mm
  • Table 1 shows the compositions of the compositions for forming hard coat layers according to Examples and Comparative Examples, and the evaluation results of pencil hardness, curling, and flexibility.
  • the optical films according to Examples 1 to 6 were evaluated as ⁇ or higher in pencil hardness, curl, and flexibility, and were all good in pencil hardness, curl, and flexibility.
  • the optical film according to Comparative Example 1 had a low pencil hardness due to a low blending ratio of (meth)acrylic monomer.
  • the optical film according to Comparative Example 2 had large curls and low flexibility due to the large blending ratio of the (meth)acrylic monomer.
  • the optical film according to Comparative Example 3 had a low pencil hardness due to the high blending ratio of the thiol compound.
  • the optical film according to Comparative Example 4 had large curls and low flexibility because the (meth)acrylic polymer and thiol compound were not blended.
  • the optical film according to Comparative Example 5 had low pencil hardness because it did not contain a (meth)acrylic monomer.
  • optical films according to Comparative Examples 6 and 7 had large curls and low flexibility because the (meth)acrylic polymer was not blended.
  • the hard coat layer was formed using a hard coat layer forming composition that did not contain a thiol compound.
  • the hard coat layer forming composition contains a thiol compound that acts as a curing aid. Since it was not added, the pencil hardness was lower than in Example 1.
  • the evaluation of curl and flexibility is " ⁇ " because the amount of (meth)acrylic monomer that worsens curl and flexibility in exchange for hardness is almost the same as in Example 1. This is because it is smaller than Comparative Example 8.
  • the optical film according to Comparative Example 10 had low pencil hardness due to the use of a bifunctional (meth)acrylic monomer.
  • the optical film according to Comparative Example 11 had increased curl and decreased flexibility due to the use of a low molecular weight polymerizable compound instead of the (meth)acrylic polymer. This is considered to be because a long chain (meth)acrylic polymer was not blended into the composition for forming the hard coat layer, so a polymer network serving as a skeleton was not formed.
  • the optical film according to Comparative Example 12 had a low pencil hardness due to the use of a polymerizable compound with a molecular weight of 100,000 as the (meth)acrylic polymer. This is considered to be because the molecular weight of the (meth)acrylic polymer used was too large, which deteriorated the compatibility of the composition for forming a hard coat layer, resulting in unevenness of each component.
  • the optical film according to Comparative Example 13 had a reduced pencil hardness due to the thin film thickness of the hard coat layer.
  • the optical film according to Comparative Example 14 had large curls and low flexibility due to the thick hard coat layer.
  • the present invention can be used for optical films used in image display devices.

Abstract

Provided are: an optical film which has high flexibility and high hardness and in which curling is reduced; and an image display device using this optical film. This optical film has a hard coat layer on at least one surface of a transparent base material. The hard coat layer is a cured film of a composition containing: (A) a (meth)acrylic monomer having three or more (meth)acryloyl groups per molecule; (B) a (meth)acrylic polymer which has two or more (meth)acryloyl groups per molecule and has a weight average molecular weight of 15,000-50,000; and (C) a thiol compound. Of the total solid content in the composition, the content of the (meth)acrylic monomer is 60-85 mass%, the content of the (meth)acrylic polymer is 5-35 mass%, and the content of the thiol compound is 0.5-9 mass%. The film thickness of the hard coat layer is 3-20 μm.

Description

光学フィルム及びこれを用いた画像表示装置Optical film and image display device using the same
　本発明は、光学フィルム及びこれを用いた画像表示装置に関する。 The present invention relates to an optical film and an image display device using the same.
　液晶ディスプレイや有機ＥＬディスプレイ等の画像表示装置には、樹脂フィルム上にハードコート層を設けた光学フィルムが用いられている。 Image display devices such as liquid crystal displays and organic EL displays use optical films in which a hard coat layer is provided on a resin film.
　例えば、特許文献１には、透明基材の片面または両面に、（メタ）アクリレート末端基を有するデンドリマー化合物、（メタ）アクリレート末端基を有する多面体オリゴマーシルセスキオキサン化合物、光開始剤及び溶剤を含む組成物を用いてコーティング層を形成したハードコーティングフィルムが記載されている。 For example, Patent Document 1 discloses that a dendrimer compound having a (meth)acrylate end group, a polyhedral oligomer silsesquioxane compound having a (meth)acrylate end group, a photoinitiator, and a solvent are coated on one or both sides of a transparent substrate. A hard coating film is described in which a coating layer is formed using a composition comprising:
　特許文献２には、多官能アクリレート系モノマー、アクリレート系オリゴマー、アクリレート系弾性高分子及び光開始剤を含有する樹脂組成物を硬化させて形成した偏光子保護フィルムが記載されている。 Patent Document 2 describes a polarizer protective film formed by curing a resin composition containing a polyfunctional acrylate monomer, an acrylate oligomer, an acrylate elastic polymer, and a photoinitiator.
　特許文献３には、多官能ウレタン（メタ）アクリレートオリゴマー、アクリル基が修飾されたコロイダルシリカ、多官能チオール化合物及び光重合性開始剤を含有する紫外線硬化型ハードコート剤が記載されている。 Patent Document 3 describes an ultraviolet curable hard coating agent containing a polyfunctional urethane (meth)acrylate oligomer, colloidal silica modified with an acrylic group, a polyfunctional thiol compound, and a photopolymerization initiator.
特許第７００２８９５号公報Patent No. 7002895 特許第６４５５９９３号公報Patent No. 6455993 特開２０１６－１１３６５号公報Unexamined Japanese Patent Publication No. 2016-11365
　近年、表示画面の大型化と機器サイズの小型化とを両立するため、画像表示装置を折り畳み可能に構成した携帯端末が開発されている。折り畳み可能な画像表示装置に用いる光学フィルムには、硬度が高いことに加え、高い屈曲性が求められる。しかしながら、一般的に、硬度と屈曲性はトレードオフの関係にあり、高硬度材料ほど屈曲性が劣るという問題があった。 In recent years, in order to simultaneously increase the size of the display screen and reduce the size of the device, mobile terminals with foldable image display devices have been developed. Optical films used in foldable image display devices are required to have high flexibility in addition to high hardness. However, there is generally a trade-off relationship between hardness and flexibility, and there has been a problem in that the harder the material is, the worse the flexibility is.
　また、樹脂フィルム上にアクリル系樹脂の硬化層を設けた光学フィルムには、硬化時の収縮によりカールが発生する。光学フィルムのカールは高硬度アクリル系材料を使用した場合に強く現れる。高硬度アクリル系材料の一部を低カール性アクリル系材料に置換することも考えられるが、この場合、カールは抑制されるが、硬度が低下するという問題があった。 Further, in an optical film in which a cured layer of acrylic resin is provided on a resin film, curling occurs due to shrinkage during curing. Curling of optical films appears strongly when using high hardness acrylic materials. It is also possible to replace a portion of the high-hardness acrylic material with a low-curl acrylic material, but in this case, although curling is suppressed, there is a problem in that the hardness decreases.
　それ故に、本発明は、高屈曲性と高硬度とを有し、カールが低減された光学フィルム及びこれを用いた画像表示装置を提供することを目的とする。 Therefore, an object of the present invention is to provide an optical film having high flexibility and high hardness and reduced curling, and an image display device using the same.
　本発明に係る光学フィルムは、透明基材の少なくとも一方の面にハードコート層を有し、ハードコート層が、（Ａ）１分子中に３以上の（メタ）アクリロイル基を有する（メタ）アクリルモノマーと、（Ｂ）１分子中に２以上の（メタ）アクリロイル基を有し、重量平均分子量が１５０００～５００００である（メタ）アクリルポリマーと、（Ｃ）チオール化合物とを含有する組成物の硬化膜であり、組成物の全固形分のうち、（メタ）アクリルモノマーの含有割合が６０～８５質量％であり、（メタ）アクリルポリマーの含有割合が５～３５質量％であり、チオール化合物の含有割合が０．５～９質量％であり、ハードコート層の膜厚が３～２０μｍであるものである。 The optical film according to the present invention has a hard coat layer on at least one surface of a transparent base material, and the hard coat layer is composed of (A) (meth)acrylic having three or more (meth)acryloyl groups in one molecule; A composition containing a monomer, (B) a (meth)acrylic polymer having two or more (meth)acryloyl groups in one molecule and having a weight average molecular weight of 15,000 to 50,000, and (C) a thiol compound. It is a cured film, and of the total solid content of the composition, the content of (meth)acrylic monomer is 60 to 85% by mass, the content of (meth)acrylic polymer is 5 to 35% by mass, and thiol compound The content of the hard coat layer is 0.5 to 9% by mass, and the thickness of the hard coat layer is 3 to 20 μm.
　本発明に係る画像表示装置は、上記の光学フィルムを備える。 An image display device according to the present invention includes the above optical film.
　本発明によれば、高屈曲性と高硬度とを有し、カールが低減された光学フィルム及びこれを用いた画像表示装置を提供できる。 According to the present invention, it is possible to provide an optical film having high flexibility and high hardness and reduced curling, and an image display device using the same.
図１は、実施形態に係る光学フィルムの概略構成を示す断面図である。FIG. 1 is a sectional view showing a schematic configuration of an optical film according to an embodiment.
　以下、本発明の実施形態を説明する。本明細書において、「（メタ）アクリレート」は、アクリレートとメタクリレートの両方の総称であり、「（メタ）アクリロイル」は、アクリロイルとメタクリロイルの両方の総称である。同様に、「（メタ）アクリル」は、アクリルとメタクリルの両方の総称である。 Embodiments of the present invention will be described below. In this specification, "(meth)acrylate" is a generic term for both acrylate and methacrylate, and "(meth)acryloyl" is a generic term for both acryloyl and methacryloyl. Similarly, "(meth)acrylic" is a generic term for both acrylic and methacrylic.
　図１は、実施形態に係る光学フィルムの概略構成を示す断面図である。 FIG. 1 is a cross-sectional view showing a schematic configuration of an optical film according to an embodiment.
　光学フィルム１は、透明基材２と、透明基材２の一方の面に積層されたハードコート層３とを備える。 The optical film 1 includes a transparent base material 2 and a hard coat layer 3 laminated on one surface of the transparent base material 2.
　透明基材２は、光学フィルムの基体となるフィルムであり、可視光線の透過性に優れる材料により形成される。透明基材の形成材料としては、トリアセチルセルロース、ポリエチレンナフタレート、ポリエチレンテレフタレート、シクロオレフィンポリマー、ポリカーボネート、ポリアクリレート、ポリイミド及びポリアミド等を利用できる。透明基材２の厚みは特に限定されないが、例えば、１０～２００μｍであることが好ましい。 The transparent base material 2 is a film that serves as the base of the optical film, and is made of a material that has excellent transparency for visible light. As the material for forming the transparent base material, triacetyl cellulose, polyethylene naphthalate, polyethylene terephthalate, cycloolefin polymer, polycarbonate, polyacrylate, polyimide, polyamide, etc. can be used. The thickness of the transparent base material 2 is not particularly limited, but is preferably 10 to 200 μm, for example.
　透明基材２の表面には、他の層との密着性を向上させるために、表面改質処理を施しても良い。表面改質処理としては、アルカリ処理、コロナ処理、プラズマ処理、スパッタ処理、界面活性剤やシランカップリング剤等の塗布、Ｓｉ蒸着等を例示できる。 The surface of the transparent base material 2 may be subjected to surface modification treatment in order to improve adhesion with other layers. Examples of the surface modification treatment include alkali treatment, corona treatment, plasma treatment, sputtering treatment, application of a surfactant or silane coupling agent, Si vapor deposition, and the like.
　ハードコート層３は、光学フィルム１に硬度を付与する層である。ハードコート層３は、（Ａ）１分子中に３以上の（メタ）アクリロイル基を有する（メタ）アクリルモノマーと、（Ｂ）１分子中に２以上の（メタ）アクリロイル基を有し、重量平均分子量が１５０００～５００００である（メタ）アクリルポリマーと、（Ｃ）チオール化合物とを所定の割合で含有する組成物を透明基材２に塗布し、硬化させることによって形成することができる。ハードコート層３の膜厚は、３～２０μｍであることが好ましい。ハードコート層３の膜厚が３μｍ未満の場合、ハードコート層３の硬度が不足するため好ましくない。一方、ハードコート層３の厚みが３０μｍを超える場合、光学フィルム１の屈曲性が低下すると共に、硬化時の収縮によるカールが大きくなるため好ましくない。 The hard coat layer 3 is a layer that imparts hardness to the optical film 1. The hard coat layer 3 consists of (A) a (meth)acrylic monomer having three or more (meth)acryloyl groups in one molecule, and (B) having two or more (meth)acryloyl groups in one molecule; It can be formed by applying a composition containing a (meth)acrylic polymer having an average molecular weight of 15,000 to 50,000 and a (C) thiol compound in a predetermined ratio to the transparent substrate 2 and curing it. The thickness of the hard coat layer 3 is preferably 3 to 20 μm. If the thickness of the hard coat layer 3 is less than 3 μm, the hardness of the hard coat layer 3 will be insufficient, which is not preferable. On the other hand, if the thickness of the hard coat layer 3 exceeds 30 μm, it is not preferable because the flexibility of the optical film 1 decreases and curling due to shrinkage during curing increases.
（Ａ）（メタ）アクリルモノマー
　（メタ）アクリルモノマーは、主として、ハードコート層に硬度を付与する成分である。（メタ）アクリルモノマーとしては、１分子中に３以上の（メタ）アクリロイル基を有する化合物を使用する。２官能以下の（メタ）アクリルモノマーを使用した場合、硬度が十分に発現しない。３官能以上の（メタ）アクリルモノマーの配合割合は、ハードコート層形成用組成物の固形分の６０～９０質量％とする。３官能以上の（メタ）アクリルモノマーの配合割合が、６０質量％未満の場合、ハードコート層の硬度が十分に発現しない可能性がある。一方、３官能以上の（メタ）アクリルモノマーの配合割合が９０％を超える場合、カールが強く現れると共に屈曲性が悪化する。 (A) (Meth) Acrylic Monomer The (meth) acrylic monomer is a component that mainly imparts hardness to the hard coat layer. As the (meth)acrylic monomer, a compound having three or more (meth)acryloyl groups in one molecule is used. If a (meth)acrylic monomer with less than two functionalities is used, hardness will not be sufficiently developed. The blending ratio of the trifunctional or higher-functional (meth)acrylic monomer is 60 to 90% by mass of the solid content of the composition for forming a hard coat layer. If the blending ratio of the trifunctional or higher functional (meth)acrylic monomer is less than 60% by mass, the hard coat layer may not exhibit sufficient hardness. On the other hand, if the blending ratio of the trifunctional or higher functional (meth)acrylic monomer exceeds 90%, curling will appear strongly and flexibility will deteriorate.
　３官能以上の（メタ）アクリルモノマーの例としては、トリメチロールプロパントリ（メタ）アクリレート、エトキシ化トリメチロールプロパントリ（メタ）アクリレート、プロポキシ化トリメチロールプロパントリ（メタ）アクリレート、トリス２－ヒドロキシエチルイソシアヌレートトリ（メタ）アクリレート、グリセリントリ（メタ）アクリレート等のトリ（メタ）アクリレート、ペンタエリスリトールトリ（メタ）アクリレート、ジペンタエリスリトールトリ（メタ）アクリレート、ジトリメチロールプロパントリ（メタ）アクリレート等の３官能の（メタ）アクリレート化合物や、ペンタエリスリトールテトラ（メタ）アクリレート、ジトリメチロールプロパンテトラ（メタ）アクリレート、ジペンタエリスリトールテトラ（メタ）アクリレート、ジペンタエリスリトールペンタ（メタ）アクリレート、ジトリメチロールプロパンペンタ（メタ）アクリレート、ジペンタエリスリトールヘキサ（メタ）アクリレート、ジトリメチロールプロパンヘキサ（メタ）アクリレート等の３官能以上の多官能（メタ）アクリレート化合物や、これら（メタ）アクリレートの一部をアルキル基やε－カプロラクトンで置換した多官能（メタ）アクリレート化合物等が挙げられる。 Examples of tri- or higher-functional (meth)acrylic monomers include trimethylolpropane tri(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, propoxylated trimethylolpropane tri(meth)acrylate, and tris-2-hydroxyethyl. Tri(meth)acrylates such as isocyanurate tri(meth)acrylate, glycerin tri(meth)acrylate, pentaerythritol tri(meth)acrylate, dipentaerythritol tri(meth)acrylate, ditrimethylolpropane tri(meth)acrylate, etc. Functional (meth)acrylate compounds, pentaerythritol tetra(meth)acrylate, ditrimethylolpropane tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, ditrimethylolpropane penta(meth)acrylate, ) acrylate, dipentaerythritol hexa(meth)acrylate, ditrimethylolpropane hexa(meth)acrylate, and other trifunctional or higher functional polyfunctional (meth)acrylate compounds, and some of these (meth)acrylates can be converted into alkyl groups or ε-caprolactone. Examples include polyfunctional (meth)acrylate compounds substituted with .
　また、（メタ）アクリルモノマーとして、ウレタン（メタ）アクリレートも使用できる。ウレタン（メタ）アクリレートとしては、例えば、ポリエステルポリオールにイソシアネートモノマー、もしくはプレポリマーを反応させて得られた生成物に水酸基を有する（メタ）アクリレートモノマーを反応させることによって得られるものを挙げることができる。 Additionally, urethane (meth)acrylate can also be used as the (meth)acrylic monomer. Examples of urethane (meth)acrylate include those obtained by reacting a (meth)acrylate monomer having a hydroxyl group with a product obtained by reacting a polyester polyol with an isocyanate monomer or a prepolymer. .
　ウレタン（メタ）アクリレートの例としては、ペンタエリスリトールトリアクリレートヘキサメチレンジイソシアネートウレタンプレポリマー、ジペンタエリスリトールペンタアクリレートヘキサメチレンジイソシアネートウレタンプレポリマー、ペンタエリスリトールトリアクリレートトルエンジイソシアネートウレタンプレポリマー、ジペンタエリスリトールペンタアクリレートトルエンジイソシアネートウレタンプレポリマー、ペンタエリスリトールトリアクリレートイソホロンジイソシアネートウレタンプレポリマー、ジペンタエリスリトールペンタアクリレートイソホロンジイソシアネートウレタンプレポリマー等が挙げられる。 Examples of urethane (meth)acrylates include pentaerythritol triacrylate hexamethylene diisocyanate urethane prepolymer, dipentaerythritol pentaacrylate hexamethylene diisocyanate urethane prepolymer, pentaerythritol triacrylate toluene diisocyanate urethane prepolymer, dipentaerythritol pentaacrylate toluene diisocyanate Examples include urethane prepolymer, pentaerythritol triacrylate isophorone diisocyanate urethane prepolymer, dipentaerythritol pentaacrylate isophorone diisocyanate urethane prepolymer.
　（メタ）アクリルモノマーとして、上述した化合物のいずれか１種を用いても良いし、２種以上を組み合わせて用いても良い。 As the (meth)acrylic monomer, any one of the above-mentioned compounds may be used, or two or more thereof may be used in combination.
　（メタ）アクリルモノマーの具体例として、例えば、共栄社化学製のライトアクリレートＰＥ－３Ａ（ペンタエリスリトールトリアクリレート）、ライトアクリレートＴＭＰ－Ａ（トリメチロールプロパントリアクリレート）、ライトアクリレートＤＰＥ－６Ａ（ジペンタエリスリトールヘキサアクリレート）を使用することができる。 Specific examples of (meth)acrylic monomers include light acrylate PE-3A (pentaerythritol triacrylate), light acrylate TMP-A (trimethylolpropane triacrylate), and light acrylate DPE-6A (dipentaerythritol triacrylate) manufactured by Kyoeisha Chemical Co., Ltd. Hexaacrylate) can be used.
（Ｂ）（メタ）アクリルポリマー
　（メタ）アクリルポリマーは、主として、低カール性と屈曲性を付与する成分である。（メタ）アクリルポリマーとしては、１分子中に２以上の（メタ）アクリロイル基を有し、重量平均分子量が１５０００～５００００である化合物を使用することができる。２官能以上の（メタ）アクリルポリマーは、相互に絡み合ってネットワークを形成する。この（メタ）アクリルポリマーのネットワークがバインダーの骨格となることにより、カールを抑制し、屈曲性を向上させることができる。また、（メタ）アクリルポリマーのネットワークの隙間には、上述した（メタ）アクリルモノマーが入り込み、ポリマー間を架橋する。この結果、重合密度が高まり、硬度が向上する。（メタ）アクリルポリマーの重量平均分子量が１５０００未満の場合、（メタ）アクリルポリマーが上述したネットワークを十分に構成できず、カール抑止能と屈曲性が低下するため好ましくない。一方、（メタ）アクリルポリマーの重量平均分子量が５００００を超える場合、ハードコート層形成用組成物の相溶性が悪化するため好ましくない。 (B) (Meth) Acrylic Polymer The (meth) acrylic polymer is a component that mainly provides low curling properties and flexibility. As the (meth)acrylic polymer, a compound having two or more (meth)acryloyl groups in one molecule and a weight average molecular weight of 15,000 to 50,000 can be used. The (meth)acrylic polymers having two or more functionalities are entangled with each other to form a network. This (meth)acrylic polymer network serves as the skeleton of the binder, thereby suppressing curling and improving flexibility. Furthermore, the above-mentioned (meth)acrylic monomer enters the gaps in the network of (meth)acrylic polymers and crosslinks the polymers. As a result, the polymerization density increases and the hardness improves. When the weight average molecular weight of the (meth)acrylic polymer is less than 15,000, it is not preferable because the (meth)acrylic polymer cannot sufficiently form the above-mentioned network, resulting in a decrease in curl suppression ability and flexibility. On the other hand, when the weight average molecular weight of the (meth)acrylic polymer exceeds 50,000, the compatibility of the composition for forming a hard coat layer deteriorates, which is not preferable.
　２官能以上の（メタ）アクリルポリマーの配合割合は、ハードコート層形成用組成物の固形分の５～３５質量％とする。２官能以上の（メタ）アクリルポリマーの配合割合が５質量％未満の場合、十分な低カール性と屈曲性が得られなくなるため好ましくない。一方、２官能以上の（メタ）アクリルポリマーの配合割合が３５質量％を超える場合、ハードコート層の硬度が低下するため好ましくない。 The blending ratio of the (meth)acrylic polymer having two or more functionalities is 5 to 35% by mass of the solid content of the composition for forming a hard coat layer. If the blending ratio of the (meth)acrylic polymer having two or more functionalities is less than 5% by mass, it is not preferable because sufficient low curling properties and flexibility cannot be obtained. On the other hand, if the blending ratio of the (meth)acrylic polymer having two or more functionalities exceeds 35% by mass, it is not preferable because the hardness of the hard coat layer decreases.
　（メタ）アクリルポリマーとして、例えば、側鎖に（メタ）アクリロイルと水酸基を有する、共栄社化学製のＳＭＰ－２５０ＡＰ（アクリル当量：２４０～２６０ｇ／ｅｑ、重量平均分子量：２００００～３００００）、ＳＭＰ－３６０ＡＰ（アクリル当量：３５０～３７０ｇ／ｅｑ、重量平均分子量：２００００～３００００）、ＳＭＰ－５５０ＡＰ（アクリル当量：５４０～５６０ｇ／ｅｑ、重量平均分子量：２００００～３００００）を使用することができる。 Examples of (meth)acrylic polymers include SMP-250AP (acrylic equivalent: 240 to 260 g/eq, weight average molecular weight: 20,000 to 30,000) and SMP-360AP manufactured by Kyoeisha Chemical, which have (meth)acryloyl and hydroxyl groups in the side chains. (acrylic equivalent: 350 to 370 g/eq, weight average molecular weight: 20,000 to 30,000), SMP-550AP (acrylic equivalent: 540 to 560 g/eq, weight average molecular weight: 20,000 to 30,000) can be used.
（Ｃ）チオール化合物
　チオール化合物は、硬化助剤として働く成分である。チオール化合物の配合割合は、ハードコート層形成用組成物の固形分の０．５～９質量％とする。チオール化合物は、比較的少量の添加により、（メタ）アクリルモノマー及び（メタ）アクリルポリマーの硬化性を高め、ハードコート層の硬度を向上させることができる。チオール化合物は、特に（メタ）アクリルモノマーの硬化性を向上させる。 (C) Thiol compound The thiol compound is a component that acts as a curing aid. The blending ratio of the thiol compound is 0.5 to 9% by mass of the solid content of the composition for forming a hard coat layer. When added in a relatively small amount, the thiol compound can enhance the curability of the (meth)acrylic monomer and (meth)acrylic polymer, and can improve the hardness of the hard coat layer. Thiol compounds particularly improve the curability of (meth)acrylic monomers.
　また、チオール化合物の添加により、バインダーマトリックス内にメルカプト基が導入されるため、低カール性及び屈曲性を向上させる。低カール性及び屈曲性を向上させるため、チオール化合物として、一分子中に２以上のメルカプト基を有する化合物を使用することが好ましい。 Additionally, the addition of a thiol compound introduces mercapto groups into the binder matrix, thereby improving low curling properties and flexibility. In order to improve low curl properties and flexibility, it is preferable to use a compound having two or more mercapto groups in one molecule as the thiol compound.
　チオール化合物の配合割合が０．５質量％未満の場合、配合割合が少ないことにより、低カール性と屈曲性の向上効果が小さくなるため好ましくない。また、チオール化合物の配合割合が少ない場合、硬化助剤としての機能が不十分となる。一方、チオール化合物の配合割合が９質量％を超える場合、低カール性及び屈曲性は更に良化するが、ハードコート層の硬度が著しく低下するため好ましくない。 If the blending ratio of the thiol compound is less than 0.5% by mass, it is not preferable because the low blending ratio reduces the effect of improving curl resistance and flexibility. Moreover, when the blending ratio of the thiol compound is small, the function as a curing aid becomes insufficient. On the other hand, when the blending ratio of the thiol compound exceeds 9% by mass, the low curling property and flexibility are further improved, but the hardness of the hard coat layer is significantly reduced, which is not preferable.
　チオール化合物の具体例として、例えば、昭和電工製のカレンズＭＴ（登録商標）ＢＤ－１（１，４－ビス（３－メルカプトブチリルオキシ）ブタン）やカレンズＭＴ（登録商標）ＰＥ－１（ペンタエリスリトールテトラキス（３－メルカプトブチレート））を使用することができる。 Specific examples of thiol compounds include, for example, Karenz MT (registered trademark) BD-1 (1,4-bis(3-mercaptobutyryloxy)butane) and Karenz MT (registered trademark) PE-1 (pentafluoride) manufactured by Showa Denko. Erythritol tetrakis (3-mercaptobutyrate)) can be used.
（Ｄ）光重合開始剤
　ハードコート層形成用組成物には、紫外線による重合硬化を可能とするため、光重合開始剤を添加する。光重合開始剤としては、アセトフェノン系、ベンゾフェノン系、チオキサントン系、ベンゾイン、ベンゾインメチルエーテル等のラジカル重合開始剤を好適に使用することができる。例えば、光重合開始剤として、２，２－エトキシアセトフェノン、１－ヒドロキシシクロヘキシルフェニルケトン、２，２－ジメトキシ－フェニルアセトフェノン、ジベンゾイル、ベンゾイン、ベンゾインメチルエーテル、ベンゾインエチルエーテル、ｐ－クロロベンゾフェノン、ｐ－メトキシベンゾフェノン、ミヒラーケトン、アセトフェノン、２－クロロチオキサントン等を使用できる。これらのうち１種類を単独で使用しても良いし、２種類以上を組み合わせて使用して良い。市販されている光重合開始剤として、例えば、ＩＧＭ　ＲＥＳＩＮ製のＯｍｎｉｒａｄ　１８４（１－ヒドロキシシクロヘキシルフェニルケトン）やＯｍｎｉｒａｄ　６５１（２，２－ジメトキシ－フェニルアセトフェノン）を使用することができる。光重合開始剤の配合割合は、ハードコート層形成用組成物の固形分の０．１～１０．０質量％であることが好ましい。 (D) Photopolymerization initiator A photopolymerization initiator is added to the composition for forming a hard coat layer in order to enable polymerization and curing by ultraviolet rays. As the photopolymerization initiator, radical polymerization initiators such as acetophenone, benzophenone, thioxanthone, benzoin, and benzoin methyl ether can be suitably used. For example, as a photopolymerization initiator, 2,2-ethoxyacetophenone, 1-hydroxycyclohexylphenyl ketone, 2,2-dimethoxy-phenylacetophenone, dibenzoyl, benzoin, benzoin methyl ether, benzoin ethyl ether, p-chlorobenzophenone, p- Methoxybenzophenone, Michler's ketone, acetophenone, 2-chlorothioxanthone, etc. can be used. One type of these may be used alone, or two or more types may be used in combination. As a commercially available photopolymerization initiator, for example, Omnirad 184 (1-hydroxycyclohexylphenyl ketone) and Omnirad 651 (2,2-dimethoxy-phenylacetophenone) manufactured by IGM RESIN can be used. The blending ratio of the photopolymerization initiator is preferably 0.1 to 10.0% by mass of the solid content of the composition for forming a hard coat layer.
（Ｅ）レベリング剤
　ハードコート層形成用組成物の塗膜の面性を向上させるために、レベリング剤を配合しても良い。レベリング剤の配合割合は、ハードコート層形成用組成物の固形分の０．０５～５．０質量％であることが好ましい。レベリング剤として使用可能な化合物は特に限定されないが、例えば、信越化学工業製　ＫＹ－１２０３を使用することができる。 (E) Leveling agent In order to improve the surface properties of the coating film of the composition for forming a hard coat layer, a leveling agent may be added. The blending ratio of the leveling agent is preferably 0.05 to 5.0% by mass of the solid content of the hard coat layer forming composition. Compounds that can be used as the leveling agent are not particularly limited, but for example, KY-1203 manufactured by Shin-Etsu Chemical Co., Ltd. can be used.
　尚、ハードコート層形成用組成物には、適宜溶剤を添加しても良い。溶剤としては、メタノール、エタノール、１－プロパノール、２－プロパノール、ブタノール、イソプロピルアルコール、イソブタノール等のアルコール類、アセトン、メチルエチルケトン、シクロヘキサノン、メチルイソブチルケトン等のケトン類、ジアセトンアルコール等のケトンアルコール類、ベンゼン、トルエン、キシレン等の芳香族炭化水素類、エチレングリコール、プロピレングリコール、ヘキシレングリコール等のグリコール類、エチルセロソルブ、ブチルセロソルブ、エチルカルビトール、ブチルカルビトール、ジエチルセロソルブ、ジエチルカルビトール、プロピレングリコールモノメチルエーテル等のグリコールエーテル類、乳酸メチル、乳酸エチル、酢酸メチル、酢酸エチル、酢酸アミル等のエステル類、ジメチルエーテル、ジエチルエーテル等のエーテル類、Ｎ－メチルピロリドン、ジメチルフォルムアミド、水等のうち、１種類または２種類以上を混合して使用できる。 Incidentally, an appropriate solvent may be added to the composition for forming a hard coat layer. Examples of solvents include alcohols such as methanol, ethanol, 1-propanol, 2-propanol, butanol, isopropyl alcohol, and isobutanol, ketones such as acetone, methyl ethyl ketone, cyclohexanone, and methyl isobutyl ketone, and ketone alcohols such as diacetone alcohol. , aromatic hydrocarbons such as benzene, toluene, xylene, glycols such as ethylene glycol, propylene glycol, hexylene glycol, ethyl cellosolve, butyl cellosolve, ethyl carbitol, butyl carbitol, diethyl cellosolve, diethyl carbitol, propylene glycol Among glycol ethers such as monomethyl ether, esters such as methyl lactate, ethyl lactate, methyl acetate, ethyl acetate, amyl acetate, ethers such as dimethyl ether and diethyl ether, N-methylpyrrolidone, dimethylformamide, water, etc. One type or a mixture of two or more types can be used.
　その他、必要に応じて、ハードコート層形成用組成物に、上述した以外のモノマーやオリゴマー、ポリマー、消泡剤、酸化防止剤、紫外線吸収剤、光安定剤、重合禁止剤、光増感剤等の各種添加剤を配合しても良い。 In addition, if necessary, monomers, oligomers, polymers, antifoaming agents, antioxidants, ultraviolet absorbers, light stabilizers, polymerization inhibitors, and photosensitizers other than those mentioned above may be added to the hard coat layer forming composition. Various additives such as these may also be added.
　本実施形態に係る光学フィルム１は、液晶パネルや有機ＥＬパネル等の画像表示パネルの最表面に貼合して画像表示装置を構成するのに利用することができる。光学フィルム１と画像表示パネルとの間にタッチパネルが設けられても良い。また、光学フィルム１は、画像表示装置が備える偏光板の保護フィルムとして利用することもできる。本実施形態に係る光学フィルム１は、硬度及び屈曲性に優れるため、折り畳み型の画像表示装置を備えた携帯端末に好適である。また、本実施形態に係る光学フィルム１は、カールが抑制されているため、画像表示装置の製造時における加工性に優れる。 The optical film 1 according to this embodiment can be used to configure an image display device by laminating it on the outermost surface of an image display panel such as a liquid crystal panel or an organic EL panel. A touch panel may be provided between the optical film 1 and the image display panel. Further, the optical film 1 can also be used as a protective film for a polarizing plate included in an image display device. The optical film 1 according to this embodiment has excellent hardness and flexibility, and is therefore suitable for a mobile terminal equipped with a foldable image display device. Further, since the optical film 1 according to the present embodiment has suppressed curling, it has excellent processability during manufacturing of an image display device.
　尚、上記の実施形態では、透明基材２の一方面上にハードコート層３を積層したハードコートフィルムを例として説明したが、透明基材２の両面にハードコート層３を積層した光学フィルムを構成しても良い。また、透明基材２上に、ハードコート層３に加えて、防眩層、低反射層、高屈折率層、中屈折率層、帯電防止層、電磁波遮断層、赤外線吸収層、紫外線吸収層、色補正層、防汚層等の機能層が１層以上積層された光学フィルムを構成することもできる。 In the above embodiment, the hard coat film in which the hard coat layer 3 is laminated on one side of the transparent base material 2 was explained as an example, but an optical film in which the hard coat layer 3 is laminated on both sides of the transparent base material 2 may be used. may be configured. In addition to the hard coat layer 3, on the transparent substrate 2, an anti-glare layer, a low reflection layer, a high refractive index layer, a medium refractive index layer, an antistatic layer, an electromagnetic wave blocking layer, an infrared absorption layer, and an ultraviolet absorption layer are provided. It is also possible to construct an optical film in which one or more functional layers such as a color correction layer and an antifouling layer are laminated.
　以下、本発明を具体的に実施した実施例を説明する。 Examples in which the present invention was specifically implemented will be described below.
　実施例及び比較例で使用した材料は次の通りである。 The materials used in the examples and comparative examples are as follows.
（Ａ）（メタ）アクリルモノマー
（Ａ－１）ライトアクリレートＰＥ－３Ａ（ペンタエリスリトールトリアクリレート）、共栄社化学株式会社
（Ａ－２）ライトアクリレート３ＥＧ－Ａ（トリエチレングリコールジアクリレート）、共栄社化学株式会社 (A) (meth)acrylic monomer (A-1) Light acrylate PE-3A (pentaerythritol triacrylate), Kyoeisha Chemical Co., Ltd. (A-2) Light acrylate 3EG-A (triethylene glycol diacrylate), Kyoeisha Chemical Co., Ltd. company
（Ｂ）（メタ）アクリルポリマー
（Ｂ－１）ＳＭＰ－２５０ＡＰ、重量平均分子量２００００～３００００、共栄社化学株式会社
（Ｂ－２）ライトアクリレート９ＥＧ－Ａ（ＰＥＧ４００＃ジアクリレート）、重量平均分子量１０００以下、共栄社化学株式会社
（Ｂ－３）ウレタンアクリレートＢＰＺＡ－６６、重量平均分子量約１０００００、共栄社化学株式会社 (B) (Meth)acrylic polymer (B-1) SMP-250AP, weight average molecular weight 20,000 to 30,000, Kyoeisha Chemical Co., Ltd. (B-2) Light acrylate 9EG-A (PEG400# diacrylate), weight average molecular weight 1,000 or less , Kyoeisha Chemical Co., Ltd. (B-3) Urethane acrylate BPZA-66, weight average molecular weight approximately 100,000, Kyoeisha Chemical Co., Ltd.
（Ｃ）チオール化合物
　カレンズＭＴ（登録商標）ＰＥ－１（ペンタエリスリトールテトラキス（３－メルカプトブチレート））、昭和電工株式会社 (C) Thiol compound Karenz MT (registered trademark) PE-1 (pentaerythritol tetrakis (3-mercaptobutyrate)), Showa Denko K.K.
（Ｄ）光重合開始剤
　Ｏｍｎｉｒａｄ　１８４（１－ヒドロキシシクロヘキシルフェニルケトン）、ＩＧＭ
ＲＥＳＩＮ社 (D) Photoinitiator Omnirad 184 (1-hydroxycyclohexyl phenyl ketone), IGM
RESIN company
（Ｅ）レベリング剤
　ＫＹ－１２０３、信越化学工業株式会社 (E) Leveling agent KY-1203, Shin-Etsu Chemical Co., Ltd.
　ポリイミド基材（厚み５０μｍ）の表面に、表１に記載の組成のハードコート層形成用組成物をバーコート法により塗布して乾燥させた後、高圧水銀灯を用いて照射線量２００ｍＪ／ｍ２で紫外線を照射して塗膜を硬化させ、各実施例及び各比較例に係る光学フィルムを得た。尚、ハードコート層形成用組成物は、全体の固形分濃度が４０質量％となるようにメチルイソブチルケトンで希釈した。また、ハードコート層形成用組成物の塗工量は、硬化後の膜厚が表１に記載の値となるように調節した。 A hard coat layer forming composition having the composition shown in Table 1 was coated on the surface of a polyimide base material (thickness 50 μm) by a bar coating method and dried, and then irradiated with a high pressure mercury lamp at a dose of 200 mJ/m 2 . The coating film was cured by irradiating ultraviolet rays to obtain optical films according to each example and each comparative example. The composition for forming a hard coat layer was diluted with methyl isobutyl ketone so that the total solid content concentration was 40% by mass. Further, the coating amount of the composition for forming a hard coat layer was adjusted so that the film thickness after curing would be the value shown in Table 1.
　各実施例及び各比較例に係る光学フィルムを用いて、下記方法により、鉛筆硬度、カール及び屈曲性を評価した。 Using the optical films according to each Example and each Comparative Example, pencil hardness, curl, and flexibility were evaluated by the following methods.
＜鉛筆硬度＞
　鉛筆硬度は、ＪＩＳ　Ｋ５４００－１９００に準拠して測定した。鉛筆（ｕｎｉ、三菱鉛筆株式会社製）及びクレメンス型引掻き試験機（ＨＡ－３０１、テスター産業株式会社製）を用いて、ハードコート層表面の鉛筆硬度を測定した。鉛筆の硬度を変えながら繰り返し試験を行って、キズによる外観の変化を目視で観察し、キズが観察されない最大の硬度を評価値とした。評価基準は次の通りである。
　◎：６Ｈ以上
　〇：５Ｈ
　△：４Ｈ
　×：３Ｈ以下 <Pencil hardness>
Pencil hardness was measured in accordance with JIS K5400-1900. The pencil hardness of the surface of the hard coat layer was measured using a pencil (uni, manufactured by Mitsubishi Pencil Co., Ltd.) and a Clemens scratch tester (HA-301, manufactured by Tester Sangyo Co., Ltd.). Tests were repeated while changing the hardness of the pencil, and changes in appearance due to scratches were visually observed, and the maximum hardness at which no scratches were observed was taken as the evaluation value. The evaluation criteria are as follows.
◎: 6H or more ○: 5H
△:4H
×: 3H or less
＜カール＞
　作製した光学フィルムを１００ｍｍ角の正方形に切り出したサンプルを作製し、このサンプルを平面上に載置して、平面から４隅の先端までの垂直距離をｍｍ単位で測定し、４隅の測定値の平均を評価値とした。この評価値が小さいほどカールが小さいことを意味する。評価基準は次の通りである。
　◎：１０ｍｍ以下
　〇：１０ｍｍ超、かつ、２０ｍｍ以下
　△：２０ｍｍ超、かつ、３５ｍｍ以下
　×：３５ｍｍ超 <Karl>
Prepare a sample by cutting out the produced optical film into a 100 mm square, place this sample on a flat surface, measure the vertical distance from the flat surface to the tips of the four corners in mm, and calculate the measured values of the four corners. The average value was taken as the evaluation value. The smaller the evaluation value, the smaller the curl. The evaluation criteria are as follows.
◎: 10mm or less ○: More than 10mm and 20mm or less △: More than 20mm and 35mm or less ×: More than 35mm
＜屈曲性＞
　作製した光学フィルムを３０ｍｍ幅に切り出したサンプルを作製し、このサンプルのハードコート層が外側になるように、クラムシェル型屈曲試験機（ＤＲ１１ＭＲ－ＣＳ－ｔ、ユアサシステム機器株式会社製）に固定して、２０万回繰り返し折り曲げ試験を行った。２０万回繰り返し折り曲げ試験可能なｍｍ単位の屈曲直径を下記基準で判定した。
　◎：５ｍｍ以下
　〇：５ｍｍ超、かつ、１０ｍｍ以下
　△：１０ｍ超、かつ、１５ｍｍ以下、
　×：１５ｍｍ超 <Flexibility>
A sample was prepared by cutting the optical film into a 30 mm width, and the sample was fixed to a clamshell bending tester (DR11MR-CS-t, manufactured by Yuasa System Equipment Co., Ltd.) so that the hard coat layer of the sample was on the outside. A bending test was then repeated 200,000 times. The bending diameter in mm that can be repeatedly tested by bending 200,000 times was determined based on the following criteria.
◎: 5mm or less ○: More than 5mm and 10mm or less △: More than 10m and 15mm or less
×: More than 15mm
　表１に、実施例及び比較例に係るハードコート層形性用組成物の組成と、鉛筆硬度、カール及び屈曲性の評価結果を示す。 Table 1 shows the compositions of the compositions for forming hard coat layers according to Examples and Comparative Examples, and the evaluation results of pencil hardness, curling, and flexibility.
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000001
　表１に示すように、実施例１～６に係る光学フィルムは、鉛筆硬度、カール及び屈曲性のいずれも○以上の評価であり、鉛筆硬度、カール及び屈曲性の全てが良好であった。 As shown in Table 1, the optical films according to Examples 1 to 6 were evaluated as ○ or higher in pencil hardness, curl, and flexibility, and were all good in pencil hardness, curl, and flexibility.
　比較例１に係る光学フィルムは、（メタ）アクリルモノマーの配合割合が少ないことにより、鉛筆硬度が低くなった。 The optical film according to Comparative Example 1 had a low pencil hardness due to a low blending ratio of (meth)acrylic monomer.
　比較例２に係る光学フィルムは、（メタ）アクリルモノマーの配合割合が多いことにより、カールが大きくなり、屈曲性が低くなった。 The optical film according to Comparative Example 2 had large curls and low flexibility due to the large blending ratio of the (meth)acrylic monomer.
　比較例３に係る光学フィルムは、チオール化合物の配合割合が多いことにより、鉛筆硬度が低くなった。 The optical film according to Comparative Example 3 had a low pencil hardness due to the high blending ratio of the thiol compound.
　比較例４に係る光学フィルムは、（メタ）アクリルポリマー及びチオール化合物が配合されていないことにより、カールが大きくなり、屈曲性が低くなった。 The optical film according to Comparative Example 4 had large curls and low flexibility because the (meth)acrylic polymer and thiol compound were not blended.
　比較例５に係る光学フィルムは、（メタ）アクリルモノマーが配合されていないことにより、鉛筆硬度が低くなった。 The optical film according to Comparative Example 5 had low pencil hardness because it did not contain a (meth)acrylic monomer.
　比較例６及び７に係る光学フィルムは、（メタ）アクリルポリマーが配合されていないことにより、カールが大きくなり、屈曲性が低くなった。 The optical films according to Comparative Examples 6 and 7 had large curls and low flexibility because the (meth)acrylic polymer was not blended.
　比較例８に係る光学フィルムは、チオール化合物が配合されていないハードコート層形成用組成物を用いてハードコート層を形成したものである。比較例８と実施例４（（メタ）アクリルモノマー及び（メタ）アクリルポリマーの配合割合がほぼ同じ）との対比からわかるように、ハードコート層形成用組成物にチオール化合物が添加されていないことにより、カールが大きくなり、屈曲性が低くなった。また、比較例８における（メタ）アクリルモノマーの配合割合は、実施例４よりも多いが、ハードコート層形成用組成物に硬化助剤として働くチオール化合物が添加されていないために、実施例４と比べて鉛筆硬度が低下した。 In the optical film according to Comparative Example 8, a hard coat layer was formed using a hard coat layer forming composition that did not contain a thiol compound. As can be seen from the comparison between Comparative Example 8 and Example 4 (the blending ratios of (meth)acrylic monomer and (meth)acrylic polymer are almost the same), no thiol compound was added to the hard coat layer forming composition. This resulted in larger curls and lower flexibility. In addition, although the blending ratio of the (meth)acrylic monomer in Comparative Example 8 is higher than that in Example 4, since a thiol compound that acts as a curing aid is not added to the composition for forming a hard coat layer, Example 4 Pencil hardness decreased compared to
　比較例９に係る光学フィルムは、チオール化合物が配合されていないハードコート層形成用組成物を用いてハードコート層を形成したものである。比較例９と実施例１（（メタ）アクリルモノマー及び（メタ）アクリルポリマーの配合割合がほぼ同じ）との対比からわかるように、ハードコート層形成用組成物に硬化助剤として働くチオール化合物が添加されていないことにより、実施例１と比べて鉛筆硬度が低下した。尚、比較例９において、カール及び屈曲性の評価が「○」であるのは、硬度と引き換えにカール及び屈曲性を悪化させる（メタ）アクリルモノマーの配合量が実施例１とほぼ同量であり、比較例８よりも少ないためである。 In the optical film according to Comparative Example 9, the hard coat layer was formed using a hard coat layer forming composition that did not contain a thiol compound. As can be seen from the comparison between Comparative Example 9 and Example 1 (the proportions of (meth)acrylic monomer and (meth)acrylic polymer are almost the same), the hard coat layer forming composition contains a thiol compound that acts as a curing aid. Since it was not added, the pencil hardness was lower than in Example 1. In addition, in Comparative Example 9, the evaluation of curl and flexibility is "○" because the amount of (meth)acrylic monomer that worsens curl and flexibility in exchange for hardness is almost the same as in Example 1. This is because it is smaller than Comparative Example 8.
　比較例１０に係る光学フィルムは、２官能の（メタ）アクリルモノマーを使用したことにより、鉛筆硬度が低くなった。 The optical film according to Comparative Example 10 had low pencil hardness due to the use of a bifunctional (meth)acrylic monomer.
　比較例１１に係る光学フィルムは、（メタ）アクリルポリマーの代わりに低分子量の重合性化合物を使用したことにより、カールが大きくなり、屈曲性が低くなった。これは、ハードコート層形成用組成物に長鎖の（メタ）アクリルポリマーが配合されていないために、骨格となるポリマーのネットワークが形成されなかったためと考えられる。 The optical film according to Comparative Example 11 had increased curl and decreased flexibility due to the use of a low molecular weight polymerizable compound instead of the (meth)acrylic polymer. This is considered to be because a long chain (meth)acrylic polymer was not blended into the composition for forming the hard coat layer, so a polymer network serving as a skeleton was not formed.
　比較例１２に係る光学フィルムは、（メタ）アクリルポリマーとして分子量が１０万の重合性化合物を使用したことにより、鉛筆硬度が低くなった。これは、使用した（メタ）アクリルポリマーの分子量が大きすぎることにより、ハードコート層形成用組成物の相溶性が悪化し、各成分の偏りが生じたからであると考えられる。 The optical film according to Comparative Example 12 had a low pencil hardness due to the use of a polymerizable compound with a molecular weight of 100,000 as the (meth)acrylic polymer. This is considered to be because the molecular weight of the (meth)acrylic polymer used was too large, which deteriorated the compatibility of the composition for forming a hard coat layer, resulting in unevenness of each component.
　比較例１３に係る光学フィルムは、ハードコート層の膜厚が薄いことにより、鉛筆硬度が低下した。 The optical film according to Comparative Example 13 had a reduced pencil hardness due to the thin film thickness of the hard coat layer.
　比較例１４に係る光学フィルムは、ハードコート層の膜厚が厚いことにより、カールが大きくなり、屈曲性が低くなった。 The optical film according to Comparative Example 14 had large curls and low flexibility due to the thick hard coat layer.
　本発明は、画像表示装置に用いる光学フィルムに利用できる。 The present invention can be used for optical films used in image display devices.
１　光学フィルム
２　透明基材
３　ハードコート層 1 Optical film 2 Transparent base material 3 Hard coat layer

Claims (5)

  1. 　透明基材の少なくとも一方の面にハードコート層を有する光学フィルムであって、
    　前記ハードコート層が、（Ａ）１分子中に３以上の（メタ）アクリロイル基を有する（メタ）アクリルモノマーと、（Ｂ）１分子中に２以上の（メタ）アクリロイル基を有し、重量平均分子量が１５０００～５００００である（メタ）アクリルポリマーと、（Ｃ）チオール化合物とを含有する組成物の硬化膜であり、
    　前記組成物の全固形分のうち、前記（メタ）アクリルモノマーの含有割合が６０～８５質量％であり、前記（メタ）アクリルポリマーの含有割合が５～３５質量％であり、前記チオール化合物の含有割合が０．５～９質量％であり、
    　前記ハードコート層の膜厚が３～２０μｍである、光学フィルム。     An optical film having a hard coat layer on at least one surface of a transparent base material,
    The hard coat layer contains (A) a (meth)acrylic monomer having three or more (meth)acryloyl groups in one molecule, and (B) two or more (meth)acryloyl groups in one molecule, and A cured film of a composition containing a (meth)acrylic polymer having an average molecular weight of 15,000 to 50,000 and (C) a thiol compound,
    Of the total solid content of the composition, the content of the (meth)acrylic monomer is 60 to 85% by mass, the content of the (meth)acrylic polymer is 5 to 35% by mass, and the content of the thiol compound is 60 to 85% by mass. The content ratio is 0.5 to 9% by mass,
    An optical film, wherein the hard coat layer has a thickness of 3 to 20 μm.
  2. 　前記チオール化合物が、一分子中に２以上のメルカプト基を有する、請求項１に記載の光学フィルム。 The optical film according to claim 1, wherein the thiol compound has two or more mercapto groups in one molecule.
  3. 　前記透明基材が、トリアセチルセルロース、ポリエチレンナフタレート、ポリエチレンテレフタレート、シクロオレフィンポリマー、ポリカーボネート、ポリアクリレート、ポリイミド及びポリアミドのいずれかよりなる、請求項１に記載の光学フィルム。 The optical film according to claim 1, wherein the transparent substrate is made of any one of triacetylcellulose, polyethylene naphthalate, polyethylene terephthalate, cycloolefin polymer, polycarbonate, polyacrylate, polyimide, and polyamide.
  4. 　前記透明基材が、トリアセチルセルロース、ポリエチレンナフタレート、ポリエチレンテレフタレート、シクロオレフィンポリマー、ポリカーボネート、ポリアクリレート、ポリイミド及びポリアミドのいずれかよりなる、請求項２に記載の光学フィルム。 The optical film according to claim 2, wherein the transparent substrate is made of any one of triacetyl cellulose, polyethylene naphthalate, polyethylene terephthalate, cycloolefin polymer, polycarbonate, polyacrylate, polyimide, and polyamide.
  5. 　請求項１～４のいずれか１項に記載の光学フィルムを備える画像表示装置。 An image display device comprising the optical film according to any one of claims 1 to 4.
PCT/JP2023/016264 2022-05-17 2023-04-25 Optical film, and image display device using same WO2023223784A1 (en)

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