JP7219222B2 - Laminates and devices - Google Patents

Description

This patent application claims priority under the Paris Convention of Japanese Patent Application No. 2017-178239 (filing date: September 15, 2017), and by reference here, the entirety of this specification shall be incorporated into the book.

TECHNICAL FIELD The present invention relates to a laminate used for an image display device or the like, a device including the laminate, and a flexible image display device having the laminate.

BACKGROUND ART As optical members for image display devices such as liquid crystal display devices and organic EL display devices, laminates or devices containing polarizing plates, retardation plates, and the like are used (for example, Patent Document 1). 2. Description of the Related Art In recent years, there has been a growing demand for thinner image display devices, and thinner members such as polarizing plates and retardation plates that form laminates are also being demanded. Conventional polarizing plates containing polarizers made of stretched polyvinyl alcohol (PVA) resin and retardation films made of stretched resin films have been replaced with polarizing plates containing liquid crystal-coated polarizers and liquid crystal-coated retardation films. It is being replaced by retardation films containing layers.

JP 2011-251460

A portable image display device may be left in a hot car or used outdoors under sunlight. However, according to the studies of the present inventors, when a laminate including a member including a layer in which a liquid crystal compound is cured, in particular, is exposed to a high-temperature environment, the polarization performance and the like tend to deteriorate, and the heat resistance is not sufficient. It turns out that there is

SUMMARY OF THE INVENTION Accordingly, an object of the present invention is to provide a laminate having excellent heat resistance, a device including the laminate, and a flexible image display apparatus including the laminate.

As a result of intensive studies to solve the above problems, the present inventors have found that a laminate including a polarizing plate and a front plate laminated on one side of the polarizing plate, wherein the front plate includes a base layer Furthermore, the inventors have found that the above object can be achieved if the oxygen permeability of the front plate is 1300 cc/(m ² ·24 h·atm) or less, and have completed the present invention. That is, the present invention includes the following.

（式（Ｉ）中、Ａはメチレン基、第二級アミノ基、酸素原子又は硫黄原子を表し、Ｒ^１は水素原子、又は炭素数１～１０のアルキル基を表し、該アルキル基が少なくとも１つのメチレン基を有する場合、該メチレン基の少なくとも１つは酸素原子又は硫黄原子に置換されていてもよく、Ｒ^２及びＲ^３は、それぞれ独立して、水素原子、又は炭素数１～１２のアルキル基を表し、Ｒ^４は炭素数３～５０のアルキル基、又は少なくとも１つのメチレン基を有する炭素数３～５０のアルキル基であって、該メチレン基の少なくとも１つは酸素原子に置換されているアルキル基を表し、該アルキル基上の炭素原子には置換基が結合していてもよく、Ｘ^１は電子吸引性基を表し、Ｙ^１は－ＣＯ－、－ＣＯＯ－、－ＯＣＯ－、－Ｏ－、－Ｓ－、－ＮＲ^５－、－ＮＲ^６ＣＯ－、又は－ＣＯＮＲ^７－を表し、Ｒ^５、Ｒ^６及びＲ^７は、それぞれ独立して、水素原子、炭素数１～６のアルキル基又はフェニル基を表す）
［１５］タッチセンサを含む、［１］～［１４］のいずれかに記載の積層体。
［１６］フレキシブル画像表示装置用の、［１］～［１５］のいずれかに記載の積層体。
［１７］［１］～［１６］のいずれかに記載の積層体を含む、デバイス。
［１８］［１６］に記載の積層体を有する、フレキシブル画像表示装置。[1] including a polarizing plate and a front plate laminated on one surface of the polarizing plate,
The laminate, wherein the front plate includes a base material layer, and the oxygen permeability of the front plate is 1300 cc/(m ² ·24 h·atm) or less.
[2] The laminate according to [1], wherein the front plate includes a hard coat layer, and the hard coat layer is disposed between the substrate layer and the polarizing plate and adjacent to the substrate layer.
[3] The laminate according to [2], wherein the hard coat layer contains a first ultraviolet absorber.
[4] The laminate according to any one of [1] to [3], wherein the polarizing plate includes a polarizer, and the polarizer includes a layer in which a polymerizable liquid crystal compound is cured.
[5] The polarizing plate includes a retardation film, the retardation film is arranged on the side opposite to the front plate side of the polarizer, and includes a layer in which the polymerizable liquid crystal compound is cured, according to [4]. laminate.
[6] The front panel of [1] to [5], wherein the ratio (A ₄₀₅ /A ₄₃₀ ) of the absorbance (A ₄₀₅ ) at a wavelength of 405 nm to the absorbance (A ₄₃₀ ) at a wavelength of 430 nm is 3.00 or more. A laminate according to any one of the above.
[7] The laminate according to [2] or [3], wherein the front plate includes a gas barrier layer on the surface of the base material layer opposite to the hard coat layer side.
[8] The laminate according to [7], wherein at least one of the substrate layer and the gas barrier layer contains a second ultraviolet absorber.
[9] The laminate according to [7] or [8], wherein the gas barrier layer is a cured product of a curable composition containing a polyfunctional (meth)acrylate monomer (A) and a cationic polymerizable monomer (B). body.
[10] The laminate according to [9], wherein the cationically polymerizable monomer (B) contains a cyclic ether compound (B-1) having one or more epoxy groups and/or one or more oxetanyl groups.
[11] The cyclic ether compound (B-1) comprises a biscyclic ether compound (B-1-1) having two or more epoxy groups and/or two or more oxetanyl groups, the lamination according to [10]. body.
[12] The laminate according to [10] or [11], wherein the cyclic ether compound (B-1) contains a radically polymerizable cyclic ether compound (B-1-2).
[13] The content of the radically polymerizable cyclic ether compound (B-1-2) is 1 to 10 parts by mass with respect to 1 part by mass of the biscyclic ether compound (B-1-1). ].
[14] The laminate according to any one of [3] to [13], wherein the first ultraviolet absorber is a compound represented by formula (I).

(In formula (I), A represents a methylene group, a secondary amino group, an oxygen atom or a sulfur atom; R ¹ represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; methylene groups, at least one of the methylene groups may be substituted with an oxygen atom or a sulfur atom, and R ² and R ³ are each independently a hydrogen atom or a C 1-12 represents an alkyl group, and R ⁴ is an alkyl group having 3 to 50 carbon atoms or an alkyl group having 3 to 50 carbon atoms having at least one methylene group, at least one of which is substituted with an oxygen atom; A substituent may be bonded to the carbon atom on the alkyl group, X ¹ represents an electron-withdrawing group, Y ¹ represents -CO-, -COO-, -OCO- , —O—, —S—, —NR ⁵ —, —NR ⁶ CO—, or —CONR ⁷ —, wherein R ⁵ , R ⁶ and R ⁷ each independently represent a hydrogen atom having 1 to 6 alkyl group or phenyl group)
[15] The laminate according to any one of [1] to [14], including a touch sensor.
[16] The laminate according to any one of [1] to [15] for a flexible image display device.
[17] A device comprising the laminate according to any one of [1] to [16].
[18] A flexible image display device comprising the laminate according to [16].

The laminate of the present invention has excellent heat resistance.

FIG. 1 is a schematic cross-sectional view showing an example of the layer structure of the device of the present invention.

[Laminate]
A laminate of the present invention includes a polarizing plate and a front plate laminated on one side of the polarizing plate. The front plate includes a substrate layer and has an oxygen permeability of 1300 cc/(m ² ·24 h·atm) or less.

The inventors found that when the oxygen permeability of the front panel is 1300 cc/(m ² ·24 h · atm) or less, the laminate can have excellent heat resistance, and even when exposed to a high temperature environment, the laminate can be We have found that it is possible to effectively suppress the deterioration of the polarizing performance of the polarizing plate contained in the body.

In the laminate of the present invention, the oxygen permeability of the front plate is preferably 1000 cc/(m ² ·24 h·atm) or less, more preferably 500 cc/(m ² ·24 h·atm) or less, and still more preferably is 400 cc/(m ² ·24 h·atm) or less, more preferably 200 cc/(m ² ·24 h·atm) or less, and particularly preferably 100 cc/(m ² ·24 h·atm) or less. When the oxygen permeability of the front plate is equal to or less than the above upper limit, the heat resistance of the laminate can be easily improved, and deterioration of the polarizing performance of the polarizing plate included in the laminate can be more effectively suppressed. The oxygen permeability of the front plate is typically greater than 0 cc/(m ² ·24 h·atm). The oxygen permeability can be measured according to JIS K 7126-1 (differential pressure method), for example, by the method described in Examples. The oxygen permeability of the front plate can be adjusted by appropriately selecting the composition of the base material layer, hard coat layer, or gas barrier layer contained in the front plate, for example, the type or content of the resin or additive that constitutes each layer. . As described above, the laminate of the present invention has low oxygen permeability, excellent oxygen barrier properties, and excellent heat resistance.

In a preferred embodiment of the invention, the laminate of the invention can also have excellent weather resistance. Therefore, even if the laminate of the present invention is exposed to light such as ultraviolet light or visible light for a long time, the polarizing performance of the polarizing plate contained in the laminate decreases, and the polarizing plate does not form a retardation film. When it is included, it is possible to effectively suppress the deterioration of the retardation properties of the retardation film. The deterioration of the polarizing performance of the polarizing plate may be evaluated, for example, by measuring changes in the visibility-corrected polarization degree and the visibility-corrected single transmittance before and after the heat resistance test or the light resistance test. A smaller value indicates that the deterioration of the polarization performance is suppressed. In addition, in this specification, weather resistance is a concept including light resistance.

<Base material layer>
The base material layer contains a resin. The resin preferably has transparency, and examples thereof include cellulose-based polymers such as triacetyl cellulose and diacetyl cellulose, linear olefin-based polymers such as polypropylene, and cyclic olefins such as norbornene-based polymers. (meth)acrylic polymers such as methyl methacrylate polymers, polyester polymers such as polyethylene terephthalate and polyethylene naphthalate, polycarbonate polymers, polyarylate polymers, polyethersulfone polymers , polyimide-based polymers, polyamide-based polymers, and the like. Among these, polyimide-based polymers and polyamide-based polymers are preferable because they are excellent in heat resistance, flexibility and rigidity. A laminate containing a base material layer containing a polyimide-based polymer is excellent in flexible properties, and is particularly useful for image display devices including flexible displays. The substrate layer may be a single layer or multiple layers. When the substrate layer is multi-layered, each layer may be of the same or different composition.

A polyimide polymer is a polymer containing a repeating structural unit containing an imide group. Polymers containing repeating structural units containing amide groups in addition to imide groups are also preferred.

A polyimide polymer can be produced, for example, using a tetracarboxylic acid compound and a diamine compound as main raw materials. In one embodiment of the present invention, the polyimide polymer has a repeating structural unit represented by formula (10). Here, G is a tetravalent organic group and A is a divalent organic group. The polyimide polymer may contain two or more structures represented by formula (10) with different G and/or A.

In addition, the polyimide polymer may contain one or more selected from the group consisting of structures represented by formulas (11) to (13) within a range that does not impair various physical properties of the base material layer.

G and G1 are ^each independently a tetravalent organic group, preferably a hydrocarbon group or an organic group optionally substituted with a fluorine-substituted hydrocarbon group. Examples of G and G1 include groups represented by formulas ( ²⁰ ) to (29) and tetravalent chain hydrocarbon groups having 6 or less carbon atoms.

In formulas (20) to (29),
* represents a bond,
Z is a single bond, -O-, -CH ₂ -, -CH ₂ -CH ₂ -, -CH(CH ₃ )-, -C(CH ₃ ) ₂ -, -C(CF ₃ ) ₂ -, - Ar—, —SO ₂ —, —CO—, —O—Ar—O—, —Ar—O—Ar—, —Ar—CH ₂ —Ar—, —Ar—C(CH ₃ ) ₂ —Ar—, or —Ar—SO ₂ —Ar—. Ar represents an arylene group having 6 to 20 carbon atoms which may be substituted with a fluorine atom, and specific examples include a phenylene group.

G2 is a trivalent organic group, preferably an organic group optionally substituted with a hydrocarbon group or a fluorine ^- substituted hydrocarbon group. Examples of G2 include a group in which ^one of the bonds of the groups represented by formulas (20) to (29) is replaced with a hydrogen atom, and a trivalent chain hydrocarbon group having 6 or less carbon atoms. be done.

^G3 is a divalent organic group, preferably an organic group optionally substituted with a hydrocarbon group or a fluorine-substituted hydrocarbon group. Examples of G ³ include a group in which two non-adjacent bonds among the bonds of the groups represented by formulas (20) to (29) are replaced with hydrogen atoms, and a chain hydrocarbon group having 6 or less carbon atoms. be.

A, A ¹ , A ² and A ³ are each independently a divalent organic group, preferably a hydrocarbon group or an organic group optionally substituted with a fluorine-substituted hydrocarbon group. A, A ¹ , A ² and A ³ are groups represented by formulas (30) to (38); their hydrogen atoms are substituted with a methyl group, a fluoro group, a chloro group or a trifluoromethyl group and a chain hydrocarbon group having 6 or less carbon atoms.

In formulas (30) to (38), * represents a bond,
Z ¹ , Z ² and Z ³ are each independently a single bond, —O—, —CH ₂ —, —CH ₂ —CH ₂ —, —CH(CH ₃ )—, —C(CH ₃ ) ₂ represents -, -C(CF ₃ ) ₂ -, -SO ₂ - or -CO-.
One example is when Z ¹ and Z ³ are —O— and Z ² is —CH ₂ —, —C(CH ₃ ) ₂ —, —C(CF ₃ ) ₂ — or —SO ₂ —. be. The bonding positions of Z ¹ and Z ² to each ring and the bonding positions of Z ² and Z ³ to each ring are preferably meta-positions or para-positions with respect to each ring.

The base material layer may comprise the polyimide polymer and the polyamide polymer. A polyamide-based polymer is a polymer containing a repeating structural unit containing an amide group. The polyamide-based polymer according to this embodiment is a polymer mainly composed of repeating structural units represented by formula (13). Preferred examples and specific examples ^are the same as ^G3 and A3 in the polyimide polymer. Two or more types of structures represented by formula (13) in which G ³ and/or A ³ are different may be included.

Polyimide-based polymer, for example, can be obtained by polycondensation of a diamine and a tetracarboxylic acid compound (tetracarboxylic dianhydride, etc.), for example, JP-A-2006-199945 or JP-A-2008-163107 can be synthesized according to the method described in Examples of commercially available polyimide products include Neoprim (registered trademark) manufactured by Mitsubishi Gas Chemical Co., Ltd., KPI-MX300F manufactured by Kawamura Sangyo Co., Ltd., and the like.

The weight average molecular weight of the polyimide polymer or polyamide polymer is preferably 10,000 to 500,000, more preferably 50,000 to 480,000, still more preferably 70,000 to 450,000, particularly preferably 100,000 to 400,000. When the weight average molecular weight is the above lower limit or more, the polyimide polymer can obtain high flexibility, and when the weight average molecular weight is the above upper limit or less, the viscosity of the polyimide varnish can be kept low. Also, since the polyimide-based polymer can be easily stretched, the workability is good. The weight average molecular weight can be obtained by GPC measurement and standard polystyrene conversion.

In a preferred embodiment of the present invention, the polyimide-based polymer and polyamide-based polymer contained in the substrate layer may contain halogen atoms such as fluorine atoms that can be introduced by the fluorine-based substituents described above. Specific examples of fluorine-containing substituents include a fluoro group and a trifluoromethyl group. By containing a halogen atom in the polyimide-based polymer and the polyamide-based polymer, the elastic modulus of the base material layer can be improved, and at the same time, the yellowness index (YI value) can be reduced. It is preferred that the molecule contains a halogen atom within the molecule. Further, the halogen atom is preferably a fluorine atom from the viewpoint of reducing yellowness (improving transparency), reducing water absorption, and suppressing deformation of the base material layer. Furthermore, when the halogen atom is a fluorine atom, it is difficult for the folding line to remain when the laminate is folded, and the laminate can be used particularly effectively when deformation such as bending occurs in the flexible display.

The content of halogen atoms in polyimide-based polymers and polyamide-based polymers improves hardness, improves elastic modulus, reduces yellowness (improves transparency), reduces water absorption, and suppresses deformation of the base material layer. From the viewpoint, it is preferably 1 to 40% by mass, more preferably 3 to 35% by mass, and still more preferably 5 to 32% by mass with respect to 100% by mass of the polyimide polymer.

In a preferred embodiment of the present invention, the substrate layer contains the polyimide polymer. The content of the polyimide polymer in the substrate layer is preferably 40% by mass or more, more preferably 50% by mass or more, still more preferably 70% by mass, and particularly preferably 90% by mass with respect to 100% by mass of the substrate layer. % by mass or more, preferably 100% by mass or less. When the content of the polyimide-based polymer is 40% by mass or more, the flexibility of the substrate layer is improved.

In one embodiment of the present invention, the substrate layer may contain silica particles. When the substrate layer contains silica particles, the content of the silica particles in the substrate layer is preferably 10% by mass or more, more preferably 20% by mass or more, and still more preferably 30% by mass with respect to 100% by mass of the substrate layer. % by mass or more, particularly preferably 40% by mass or more, preferably 60% by mass or less, and more preferably 50% by mass or less. If the content of silica is at least the above lower limit, the gas permeability coefficient tends to be low due to the labyrinth effect. Further, when the content is equal to or less than the above upper limit, the flexibility of the base material layer is improved.

The base material layer can also contain additives other than the silica particles and the second ultraviolet absorber to be described later. Other additives include, for example, the additives exemplified in the <Gas barrier layer> section. These other additives can be used alone or in combination of two or more. When the base material layer contains other additives, the content of the other additives can be appropriately selected according to the type of additive, and is preferably 0.1 to 0.1 with respect to 100% by mass of the total amount of the base material layer. 20 mass %, more preferably 1 to 10 mass %.

The thickness of the base material layer is appropriately adjusted depending on the application, and may be, for example, 10 to 1000 μm, preferably 15 to 500 μm, more preferably 20 to 400 μm, still more preferably 25 to 300 μm. Further, the thickness of the base layer may be, for example, 5 to 1000 μm, preferably 10 to 500 μm, more preferably 15 to 200 μm, still more preferably 20 to 100 μm. When the thickness of the base material layer is within the above range, the flexibility is good, and at the same time, it can advantageously contribute to the thinning of the device.

<Polarizing plate>
A polarizing plate can be a layer containing at least a polarizer. The polarizing plate may be obtained by laminating or bonding a resin film on at least one surface of a polarizer. The polarizing plate may be a single-sided protective polarizing plate in which a resin film is laminated or bonded on one side of a polarizer, or a double-sided protective polarizing plate in which resin films are laminated or bonded on both sides of a polarizer. There may be. The resin film and the retardation film of the polarizing plate may be laminated or attached to the polarizer via an adhesive layer or pressure-sensitive adhesive layer. Moreover, the resin film on the viewing side may also serve as the aforementioned front plate. A preferred polarizing plate is a coated polarizing plate.

A polarizer is a film having properties of absorbing linearly polarized light having a plane of vibration parallel to its absorption axis and transmitting linearly polarized light having a plane of vibration perpendicular to the absorption axis (parallel to the transmission axis). It may be a layer including a layer (sometimes referred to as a cured layer) in which a polymerizable liquid crystal compound is cured. In order to impart polarizing performance, a dichroic dye may be oriented in the cured layer, a polymerizable liquid crystal compound exhibiting dichroism may be used, or a dichroic dye and a polymer compound may be used. Any film may be used. Also, a film obtained by adsorbing and aligning a dichroic dye on a polyvinyl alcohol-based resin film can be used. Dichroic dyes include, for example, iodine and dichroic organic dyes. From the viewpoint of easily improving the heat resistance of the laminate, the polarizer preferably includes a layer in which a polymerizable liquid crystal compound is cured.

A polymerizable liquid crystal compound is a compound containing a mesogen capable of exhibiting liquid crystallinity and a polymerizable group involved in a polymerization reaction. The polymerizable group is preferably a photopolymerizable group. A photopolymerizable group refers to a group that can participate in a polymerization reaction by an active radical generated from a photopolymerization initiator, an acid, or the like.

The liquid crystallinity of the polymerizable liquid crystal compound may be thermotropic liquid crystal or lyotropic liquid crystal. A thermotropic liquid crystal is preferred because it mixes with a dichroic dye. When the polymerizable liquid crystal compound is a thermotropic liquid crystal compound, it may be a liquid crystal compound exhibiting a nematic liquid crystal phase or a liquid crystal compound exhibiting a smectic liquid crystal phase. A liquid crystal compound exhibiting a smectic liquid crystal phase is preferable in order to exhibit a polarizing function as a cured film through a polymerization reaction.

The smectic liquid crystal phase includes a smectic A phase, a smectic B phase, a smectic D phase, a smectic E phase, a smectic F phase, a smectic G phase, a smectic H phase, a smectic I phase, a smectic J phase, a smectic K phase, and a smectic L phase. mentioned. Among them, smectic B phase, smectic F phase and smectic I phase are preferable, and smectic B phase is more preferable. When the liquid crystal phase exhibited by the polymerizable liquid crystal compound is one of these liquid crystal phases, higher polarizing properties can be obtained.

Specific examples of such polymerizable liquid crystal compounds include compounds represented by the following formula (1) (hereinafter sometimes referred to as compound (1)).
U ¹ -V ¹ -W ¹ -X ¹ -Y ¹ -X ² -Y ² -X ³ -W ² -V ² -U ² (1)
[In the formula (1), X ¹ , X ² and X ³ are each independently an optionally substituted 1,4-phenylene group or an optionally substituted cyclohexane-1, represents a 4-diyl group. However, at least one of X ¹ , X ² and X ³ is an optionally substituted 1,4-phenylene group. —CH ₂ — constituting a cyclohexane-1,4-diyl group may be replaced with —O—, —S— or —NR—. R represents an alkyl group having 1 to 6 carbon atoms or a phenyl group.
Y ¹ and Y ² are independently of each other -CH ₂ CH ₂ -, -CH ₂ O-, -COO-, -OCOO-, single bond, -N=N-, -CR ^a =CR ^b -, - represents C≡C- or -CR ^a =N-. R ^a and R ^b each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
U1 and ^U2 represent ^a hydrogen atom or a polymerizable group, at least one of which is a polymerizable group.
W ¹ and W ² independently represent a single bond, -O-, -S-, -COO- or -OCOO-.
V ¹ and V ² each independently represent an optionally substituted alkanediyl group having 1 to 20 carbon atoms, and —CH ₂ — constituting the alkanediyl group is —O—, — It may be replaced with S- or -NH-. ]

In compound (1), at least one of X ¹ , X ² and X ³ is preferably an optionally substituted 1,4-phenylene group. The optionally substituted 1,4-phenylene group is preferably unsubstituted. Optionally substituted cyclohexane-1,4-diyl group is preferably optionally substituted trans-cyclohexane-1,4-diyl group, The trans-cyclohexane-1,4-diyl group which may have is preferably unsubstituted. Examples of substituents include alkyl groups having 1 to 4 carbon atoms such as methyl group, ethyl group and butyl group, cyano groups and halogen atoms.

Y ¹ is preferably -CH ₂ CH ₂ -, -COO- or a single bond, and Y ² is preferably -CH ₂ CH ₂ - or -CH ₂ O-.

^U2 is a hydrogen atom or a polymerizable group. U ¹ is a hydrogen atom or a polymerizable group, preferably a polymerizable group. Both U ¹ and U ² are preferably polymerizable groups, and both are preferably photopolymerizable groups. A polymerizable liquid crystal compound having a photopolymerizable group is advantageous in that it can be polymerized under lower temperature conditions. ^The polymerizable groups represented by U1 and U2 may be different from ^each other, but are preferably the same. Examples of the polymerizable group include vinyl group, vinyloxy group, 1-chlorovinyl group, isopropenyl group, 4-vinylphenyl group, acryloyloxy group, methacryloyloxy group, oxiranyl group and oxetanyl group. Among them, an acryloyloxy group, a methacryloyloxy group, a vinyloxy group, an oxiranyl group or an oxetanyl group is preferable, and an acryloyloxy group is more preferable.

The alkanediyl groups represented by V ¹ and V ² include methylene group, ethylene group, propane-1,3-diyl group, butane-1,3-diyl group, butane-1,4-diyl group, pentane- 1,5-diyl group, hexane-1,6-diyl group, heptane-1,7-diyl group, octane-1,8-diyl group, decane-1,10-diyl group, tetradecane-1,14-diyl group, icosane-1,20-diyl group, and the like. V ¹ and V ² are preferably alkanediyl groups having 2 to 12 carbon atoms, more preferably alkanediyl groups having 6 to 12 carbon atoms. Examples of substituents that the alkanediyl group having 1 to 20 carbon atoms can have include a cyano group and a halogen atom. is more preferably an alkanediyl group of

W ¹ and W ² are each independently preferably a single bond or -O-.

Examples of the polymerizable liquid crystal compound represented by formula (1) include compounds represented by the following formulas. When compound (1) has a cyclohexane-1,4-diyl group, the cyclohexane-1,4-diyl group is preferably in the trans form.

Among the exemplified compounds (1), formula (1-2), formula (1-3), formula (1-4), formula (1-6), formula (1-7), formula (1-8) , Formula (1-13), Formula (1-14) and Formula (1-15). As compound (1), a commercially available product may be used, such as Paliocolor LC242 (BASF).

The exemplified compound (1) can be used alone or in combination. When two or more polymerizable liquid crystal compounds are combined, at least one is preferably compound (1), and two or more are more preferably compound (1). By combining two or more types of polymerizable liquid crystal compounds, it may be possible to temporarily maintain liquid crystallinity even at temperatures below the liquid crystal-crystal phase transition temperature. The mixing ratio when two types of polymerizable liquid crystal compounds are combined is usually 1:99 to 50:50, preferably 5:95 to 50:50, and 10:90 to 50:50. is more preferred.

The content of the polymerizable liquid crystal compound in the polarizer is usually 70 to 99.5 parts by mass, preferably 80 to 99 parts by mass, based on 100 parts by mass of the solid content of the polarizer-forming composition. It is more preferably 80 to 94 parts by mass, still more preferably 80 to 90 parts by mass. Here, the solid content refers to the total amount of components excluding the solvent from the polarizing layer-forming composition.

A dichroic dye is a dye that has different absorbances in the long-axis direction and the short-axis direction of the molecule. The dichroic dye may be a dye or a pigment, may exhibit liquid crystallinity, and is preferably a non-liquid crystal dichroic dye. The dichroic dye may contain one having a polymerizable group or may contain one having no polymerizable group. Dichroic dyes having a maximum absorption wavelength (λ _MAX ) in the range of 300 to 700 nm are more preferable. Examples of such dichroic dyes include acridine dyes, oxazine dyes, cyanine dyes, naphthalene dyes, azo dyes, anthraquinone dyes, etc. Among them, azo dyes are preferred. Examples of azo dyes include monoazo dyes, bisazo dyes, trisazo dyes, tetrakis azo dyes, and stilbene azo dyes, preferably bisazo dyes or trisazo dyes. Dichroic dyes may be used alone or in combination of two or more. In order to obtain absorption in the entire visible light range, it is preferable to combine three or more dichroic dyes. It is more preferable to combine more than one type of azo dye.

The content of the dichroic dye (the total amount when multiple types are included) is 0.1 to 30 with respect to 100 parts by mass of the polymerizable liquid crystal compound in the polarizer from the viewpoint of obtaining good light absorption characteristics. It is preferably 0.1 to 20 parts by mass, even more preferably 0.1 to 10 parts by mass, and particularly preferably 0.1 to 5 parts by mass. If the content of the dichroic dye is within this range, it is preferable because the liquid crystal orientation of the polymerizable liquid crystal compound is less likely to be disturbed.

In the film in which a dichroic dye is adsorbed and oriented on a polyvinyl alcohol-based resin film, the polyvinyl alcohol-based resin can be obtained by saponifying a polyvinyl acetate-based resin. Examples of polyvinyl acetate-based resins include polyvinyl acetate, which is a homopolymer of vinyl acetate, and monomers copolymerizable with vinyl acetate (e.g., unsaturated carboxylic acids, olefins, vinyl ethers, unsaturated sulfonic acids, ammonium group (Meth)acrylamide, etc.) and a copolymer of vinyl acetate.

The degree of saponification of the polyvinyl alcohol resin is usually 85-100 mol %, preferably 98 mol % or more. The polyvinyl alcohol-based resin may be modified, for example, polyvinyl formal or polyvinyl acetal modified with aldehydes. The average degree of polymerization of the polyvinyl alcohol resin is usually 1,000 to 10,000, preferably 1,500 to 5,000. In addition, the average degree of polymerization of the polyvinyl alcohol-based resin can be determined according to JIS K 6726.

Generally, a film obtained by forming a polyvinyl alcohol-based resin is used as a raw film for a polarizer. A polyvinyl alcohol-based resin can be formed into a film by a known method. The thickness of the original film is usually 1 to 150 μm, and preferably 10 μm or more in consideration of ease of stretching.

A polarizer containing a cured layer in which a polymerizable liquid crystal compound is cured can be produced, for example, by a step of applying a polarizer-forming composition containing a polymerizable liquid crystal compound to an alignment film formed on a support, an active energy ray (e.g. UV rays) are applied to the coating film to cure the polymerizable liquid crystal compound. In addition, a polarizer obtained by adsorbing and aligning a dichroic dye on a polyvinyl alcohol-based resin film can be obtained, for example, by uniaxially stretching the original film, dyeing the film with a dichroic dye, and A process of adsorbing a dye, a process of treating the film with an aqueous boric acid solution, and a process of washing the film with water are performed, and finally dried. The thickness of the polarizer is usually 1 to 30 μm, preferably 20 μm or less, more preferably 15 μm or less, particularly 10 μm or less, and may be 4 μm or less from the viewpoint of thinning.

A polarizer in which a dichroic dye is adsorbed and oriented on a polyvinyl alcohol resin film is produced by: 1) using a single film of a polyvinyl alcohol resin film as a raw film; In addition to the method of applying a dyeing treatment, 2) a coating solution (aqueous solution, etc.) containing a polyvinyl alcohol resin is applied to the support and dried to obtain a support having a polyvinyl alcohol resin layer. is uniaxially stretched together with the support, the stretched polyvinyl alcohol resin layer is dyed with a dichroic dye, and then the support is peeled off. As the support, a film made of a conventional resin, preferably a polyester resin such as polyethylene terephthalate, a polycarbonate resin, a cellulose resin such as triacetyl cellulose, a cyclic polyolefin resin such as norbornene resin, or a polystyrene resin. is mentioned. By using the method 2) above, it becomes easy to produce a thin film polarizer, and for example, it becomes easy to produce a polarizer having a thickness of 7 μm or less.

The resin film comprises a commonly used resin and may contain commonly used additives. Also, the resin film may be either an unstretched film or a uniaxially or biaxially stretched film. Further, the resin film may be a protective film that plays a role of protecting the polarizer, and may be a protective film that also has an optical function such as retardation.

The thickness of the resin film is preferably 1 to 150 μm , more preferably 5 to 100 μm , still more preferably 50 μm or less, particularly preferably 30 μm or less.

In one embodiment of the present invention, the polarizing plate contained in the laminate of the present invention preferably includes a retardation film, and the retardation film is arranged on the side opposite to the front plate side of the polarizer. is preferred.

From the viewpoint of thinning the polarizing plate, the retardation film preferably includes a layer (sometimes referred to as a cured layer) in which a polymerizable liquid crystal compound is cured. In this specification, the cured layer may be referred to as a retardation layer, and the retardation layer is a layer that provides a retardation of λ/2, a layer that provides a retardation of λ/4 (positive A layer) and a positive C layer. etc. Furthermore, the retardation film may contain an alignment film, which will be described later.

The layer that provides a retardation of λ/2 preferably means a layer having an in-plane retardation value of 200 to 280 nm at a wavelength of 550 nm, more preferably a layer having an in-plane retardation value of 215 to 265 nm. means that The layer that provides a retardation of λ/4 preferably means a layer having an in-plane retardation value of 100 to 160 nm at a wavelength of 550 nm, more preferably a layer having an in-plane retardation value of 110 to 150 nm. means that The positive C layer may be a layer having a refractive index relationship of nx≈ny<nz. The through-thickness retardation value of the positive C layer can be −50 nm to −150 nm and −70 nm to −120 nm at a wavelength of 550 nm. The wavelength dispersion of the retardation layer may be normal wavelength dispersion or reverse wavelength dispersion, and it is particularly preferable that the layer that provides a retardation of λ/4 has reverse wavelength dispersion.

A layer in which a polymerizable liquid crystal compound is cured is formed, for example, on an alignment film provided on a support. The base material may be a long support having a function of supporting the alignment film. This support functions as a releasable support and can support a retardation layer for transfer. Furthermore, it is preferable that the surface has adhesive strength to the extent that it can be peeled off. Examples of the support include polymers exemplified as resins contained in the substrate layer.

Although the type of the polymerizable liquid crystal compound used in the present embodiment is not particularly limited, it is classified into a rod-shaped type (rod-shaped liquid crystal compound) and a disk-shaped type (disk-shaped liquid crystal compound, discotic liquid crystal compound) according to its shape. can. Furthermore, there are low-molecular-weight types and high-molecular-weight types, respectively. The term "polymer" generally refers to those having a degree of polymerization of 100 or more (see Polymer Physics, Phase Transition Dynamics, Masao Doi, p. 2, Iwanami Shoten, 1992).

Any polymerizable liquid crystal compound can be used in the present embodiment. Two or more types of polymerizable liquid crystal compounds may be used in combination. In that case, at least one type has two or more polymerizable groups in the molecule. That is, the layer in which the polymerizable liquid crystal compound is cured is preferably a layer formed by fixing a liquid crystal compound having a polymerizable group by polymerization. In this case, it may no longer exhibit liquid crystallinity after forming a layer.

A polymerizable liquid crystal compound has a polymerizable group capable of undergoing a polymerization reaction. As the polymerizable group, for example, a functional group capable of an addition polymerization reaction such as a polymerizable ethylenically unsaturated group or a ring-polymerizable group is preferable. More specifically, examples of polymerizable groups include (meth)acryloyl groups, vinyl groups, styryl groups, and allyl groups. Among them, a (meth)acryloyl group is preferred.

A layer in which a polymerizable liquid crystal compound is cured can be formed by applying a composition containing a polymerizable liquid crystal compound, for example, onto an alignment film and irradiating it with an active energy ray. The composition may contain components other than the polymerizable liquid crystal compound described above. For example, the composition preferably contains a polymerization initiator and a solvent. As the polymerization initiator to be used, for example, a thermal polymerization initiator or a photopolymerization initiator is selected according to the type of polymerization reaction. The amount of the polymerization initiator used is preferably 0.01 to 20% by mass, more preferably 0.5 to 5% by mass, based on the total solid content in the coating liquid.

The thickness of the retardation layer is preferably 0.5 μm or more. Moreover, the thickness of the retardation layer is preferably 10 μm or less, more preferably 5 μm or less. In addition, the upper limit value and the lower limit value mentioned above can be combined arbitrarily. Sufficient durability is acquired as the thickness of a retardation layer is more than the said lower limit. When the thickness of the retardation layer is equal to or less than the upper limit, it can contribute to making the circularly polarizing plate thinner. The thickness of the retardation layer is a layer that provides a retardation of λ/4, a layer that provides a retardation of λ/2, or a desired in-plane retardation value of the positive C layer and a retardation value in the thickness direction. can be adjusted accordingly.

The retardation film may include one layer in which the polymerizable liquid crystal compound is cured, or may include two or more layers in which the polymerizable liquid crystal compound is cured. When the retardation film includes two layers in which the polymerizable liquid crystal compound is cured, the two layers are a layer giving a retardation of λ / 4 and a positive C layer, or a layer giving a retardation of λ / 4 and λ / 2 is preferably a layer that provides a retardation of When the retardation film includes two layers in which the polymerizable liquid crystal compound is cured, each layer in which the polymerizable liquid crystal compound is cured is formed on the alignment film, and both are laminated via an adhesive layer or a pressure-sensitive adhesive layer. Thus, a retardation film may be produced. After laminating both, the substrate and the alignment film can be peeled off. The thickness of the retardation film is preferably 3 to 30 μm, more preferably 5 to 25 μm.

The pressure-sensitive adhesive layer may be laminated on the surface of the retardation film opposite to the polarizer side. The pressure-sensitive adhesive layer can be composed of a pressure-sensitive adhesive composition whose main component is a (meth)acrylic, rubber, urethane, ester, silicone, polyvinyl ether, or other resin. Among them, a pressure-sensitive adhesive composition using a (meth)acrylic resin as a base polymer, which is excellent in transparency, weather resistance, heat resistance, etc., is preferable. The adhesive composition may be active energy ray-curable or heat-curable. The thickness of the adhesive layer is usually 3-30 μm, preferably 3-25 μm.

A preferred laminate of the present invention comprises a separate film (release film) on the surface of the polarizing plate opposite to the front plate side. The separate film is preferably laminated in contact with the pressure-sensitive adhesive layer provided on the polarizing plate. The separate film is usually peeled off when the laminate of the present invention is used, for example, when it is used in an image display device or the like. Examples of the separate film include films made of polyethylene terephthalate, polybutylene terephthalate, polycarbonate, polyalate, and the like. These films can be used alone or in combination of two or more. The separate film may have a release treatment applied to the polarizing plate side surface.

The polarizer can further include other films or layers. Examples thereof include brightness enhancement films, antiglare films, antireflection films, diffusion films, light trapping films, adhesive layers, and coating layers. Each layer constituting the polarizing plate is laminated with an adhesive or pressure-sensitive adhesive. The adhesive may be a water-based adhesive or an active energy ray-curable adhesive.

<Hard coat layer>
From the viewpoint of heat resistance and weather resistance, the front plate included in the laminate of the present invention preferably further includes a hard coat layer (sometimes referred to as layer (I)), and the hard coat layer is a base layer. and the polarizing plate. That is, when the laminate of the present invention has a hard coat layer, it is preferable that the substrate layer, the hard coat layer and the polarizing plate are arranged in this order. Such a positional relationship is effective in preventing deterioration of the polarizing performance of the polarizing plate in a high-temperature environment. In a high-temperature environment, the dichroic dye contained in the polarizer that constitutes the polarizing plate diffuses, degrading the polarizing performance. This is because diffusion can be prevented. Moreover, depending on the composition of the hard coat layer, the oxygen permeability of the front plate may be further reduced, and the heat resistance of the laminate can be improved.

Also, a polarizer may be arranged adjacent to the hard coat layer. That is, a polarizer can be formed on the hard coat layer. With such a configuration, the adhesion between the polarizer and the front plate can be improved.

The hard coat layer preferably contains a (meth)acrylic resin from the viewpoint of easily improving heat resistance. When the hard coat layer contains a (meth)acrylic resin, the hard coat layer contains at least one selected from (meth)acrylate monomers, urethane (meth)acrylates, polyester (meth)acrylates, and epoxy (meth)acrylates. A cured product of a curable composition [sometimes referred to as a curable composition (Y) or a composition for forming a hard coat layer] containing a (meth)acrylate compound of the first type is preferred.

(Meth) acrylate monomer means a compound having one or more (meth) acryloyl groups in the molecule, preferably a (meth) acryloyloxy group, examples of which include one (meth) A monofunctional (meth)acrylate monomer having an acryloyl group, preferably a (meth)acryloyloxy group, and a polyfunctional (meth)acryloyl group having two or more (meth)acryloyl groups in the molecule, preferably a (meth)acryloyloxy group Acrylate monomers are mentioned. Urethane (meth)acrylates, polyester (meth)acrylates, and epoxy (meth)acrylates may also be monofunctional or polyfunctional.

Examples of monofunctional (meth)acrylate monomers include methyl (meth)acrylate, ethyl (meth)acrylate, isopropyl (meth)acrylate, butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, 2 - ethylhexyl (meth)acrylate, isononyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2- or 3-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate Acrylates, 2-hydroxy-3-phenoxypropyl (meth)acrylate, trimethylolpropane mono(meth)acrylate, pentaerythritol mono(meth)acrylate, ethyl carbitol (meth)acrylate, 2-phenoxyethyl (meth)acrylate, phenoxy polyethylene glycol (meth)acrylate, 2-(N,N-dimethylamino)ethyl (meth)acrylate, 2-carboxyethyl (meth)acrylate, 1-[2-(meth)acryloyloxyethyl]phthalic acid, 1-[ 2-(meth)acryloyloxyethyl]hexahydrophthalic acid, 1-[2-(meth)acryloyloxyethyl]succinic acid and 4-[2-(meth)acryloyloxyethyl]trimellitic acid , tetrahydrofurfuryl (meth ) acrylate, dicyclopentanyl (meth)acrylate and dicyclopentenyl (meth)acrylate acid, and the like. Monofunctional (meth)acrylate monomers can be used alone or in combination of two or more.

Examples of polyfunctional (meth)acrylate monomers include polyfunctional (meth)acrylate monomers (A) exemplified in the <Gas barrier layer> section. A polyfunctional (meth)acrylate monomer can be used individually or in combination of 2 or more types.

The curable composition (Y) constituting the hard coat layer preferably contains a polyfunctional (meth)acrylate monomer from the viewpoint of heat resistance. In one embodiment of the present invention, the curable composition (Y) is more preferably composed of a trifunctional (meth)acrylate monomer and a tetrafunctional (meth)acrylate monomer. The content of the tetrafunctional (meth)acrylate monomer is preferably 0.1 to 5 parts by mass, more preferably 0.5 to 5 parts by mass, more preferably 0.5 to 5 parts by mass, with respect to 1 part by mass of the trifunctional (meth)acrylate monomer. It is 0.5 to 3 parts by mass.

In one embodiment of the present invention, the curable composition (Y) contains a difunctional (meth)acrylate monomer, a trifunctional (meth)acrylate monomer and a tetrafunctional (meth)acrylate monomer from the viewpoint of easily improving heat resistance. It may contain a trifunctional (meth)acrylate monomer and a hexafunctional urethane (meth)acrylate. In addition, from the viewpoint of easily improving gas barrier properties and heat resistance, a (meth)acrylate having a functionality of 10 or more can also be included.

In one embodiment of the present invention, the curable composition (Y) is preferably 70% by mass or more, more preferably 80% by mass or more, and still more preferably contains 85% by mass or more of (meth)acrylate compound. In addition, in this specification, the solid content of the composition indicates the total amount of the components of the composition excluding the solvent. Moreover, the upper limit of the content of the (meth)acrylate compound is 100% by mass or less, preferably 98% by mass or less.

The hard coat layer, that is, the curable composition (Y) constituting the hard coat layer preferably contains a first ultraviolet absorber. In the laminate of the present invention, since the hard coat layer is located outside the polarizing plate, the polarization performance is deteriorated due to the light that can be absorbed by the first ultraviolet absorber, or the retardation film or the hard coat layer is inside the hard coat layer. In a device including a display element, deterioration of performance of the retardation film and the display element can be suppressed, so high weather resistance can be exhibited.

（式(I)中、
Ａはメチレン基、第二級アミノ基、酸素原子又は硫黄原子を表し、
Ｒ^１は水素原子、又は炭素数１～１０のアルキル基を表し、該アルキル基が少なくとも１つのメチレン基を有する場合、該メチレン基の少なくとも１つは酸素原子又は硫黄原子に置換されていてもよく、
Ｒ^２及びＲ^３は、それぞれ独立して、水素原子、又は炭素数１～１２のアルキル基を表し、
Ｒ^４は炭素数３～５０のアルキル基、又は少なくとも１つのメチレン基を有する炭素数３～５０のアルキル基であって、該メチレン基の少なくとも１つは酸素原子に置換されているアルキル基を表し、該アルキル基上の炭素原子には置換基が結合していてもよく、
Ｘ^１は電子吸引性基を表し、
Ｙ^１は－ＣＯ－、－ＣＯＯ－、－ＯＣＯ－、－Ｏ－、－Ｓ－、－ＮＲ^５－、－ＮＲ^６ＣＯ－、又は－ＣＯＮＲ^７－を表し、Ｒ^５、Ｒ^６及びＲ^７は、それぞれ独立して、水素原子、炭素数１～６のアルキル基又はフェニル基を表す。）The first ultraviolet absorber is not particularly limited as long as it is a compound capable of absorbing ultraviolet light, and may be, for example, a known ultraviolet absorber. Examples of the ultraviolet absorber include Bonasorb (registered trademark) manufactured by Orient Chemical Industry Co., Ltd. and Tinuvin CarboProtect (registered trademark) manufactured by BASF. The first ultraviolet absorber is a compound having excellent light absorption selectivity and excellent affinity with the hydrophobic substance contained in the layer (I), and a solvent may be used when forming the layer (I). Therefore, compounds having excellent solubility in various solvents are preferred. From such a viewpoint, in the present invention, the compound represented by formula (I) (sometimes referred to as compound (I)) is preferably used as the first ultraviolet absorber.

(In formula (I),
A represents a methylene group, a secondary amino group, an oxygen atom or a sulfur atom,
R ¹ represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and when the alkyl group has at least one methylene group, at least one of the methylene groups may be substituted with an oxygen atom or a sulfur atom. often,
R ² and R ³ each independently represent a hydrogen atom or an alkyl group having 1 to 12 carbon atoms,
R ⁴ is an alkyl group having 3 to 50 carbon atoms or an alkyl group having 3 to 50 carbon atoms having at least one methylene group, at least one of which is substituted with an oxygen atom; and a substituent may be bonded to the carbon atom on the alkyl group,
X ¹ represents an electron-withdrawing group,
Y ¹ represents -CO-, -COO-, -OCO-, -O-, -S-, -NR ⁵ -, -NR ⁶ CO-, or -CONR ⁷ -, and R ⁵ , R ⁶ and R ⁷ each independently represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms or a phenyl group. )

In formula (I), A represents a methylene group, a secondary amino group, an oxygen atom or a sulfur atom, and from the viewpoint of expressing high photoselective absorption, preferably a methylene group, a secondary amino group or an oxygen atom. show.

In formula (I), R ¹ represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, preferably 1 to 8 carbon atoms, more preferably 1 to 1 carbon atoms, from the viewpoint of expressing high photoselective absorption. 5, more preferably an alkyl group having 1 to 3 carbon atoms. Here, when the alkyl group has at least one methylene group, at least one of the methylene groups may be substituted with an oxygen atom or a sulfur atom. Such alkyl groups include, for example, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, tert-butyl group, n-hexyl group, n-octyl group, n-decyl group, methoxy group, ethoxy group, isopropoxy group, and the like.

In formula (I), R ² and R ³ each independently represent a hydrogen atom or an alkyl group having 1 to 12 carbon atoms, and from the viewpoint of expressing high photoselective absorption, preferably a hydrogen atom or carbon 1 to 10 alkyl groups, more preferably a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, more preferably a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, particularly preferably a hydrogen atom or an alkyl group having 1 to 3 carbon atoms represents an alkyl group.

In formula (I), R ⁴ is an alkyl group having 3 to 50 carbon atoms or an alkyl group having 3 to 50 carbon atoms having at least one methylene group, at least one of which is substituted with an oxygen atom. represents an alkyl group.

The alkyl group having 3 to 50 carbon atoms in R ⁴ preferably has 8 to 45 carbon atoms (for example, 10 to 45), more preferably 12-40, still more preferably 13-35, and particularly preferably 14-30. A substituent may be bonded to the carbon atom on the alkyl group.

The alkyl group having 3 to 50 carbon atoms and having at least one methylene group in R ⁴ preferably has a carbon number of It represents an alkyl group of 3 to 40, more preferably 4 to 35, particularly preferably 5 to 30. Here, in the alkyl group having 3 to 50 carbon atoms and having at least one methylene group, at least one of the methylene groups is substituted with an oxygen atom, for example, ethoxy group, propoxy group, 2-methoxyethoxymethyl groups. Also included are polyethylene glycol groups such as a diethylene glycol group and a triethylene glycol group, and polypropylene glycol groups such as a dipropylene glycol group and a tripropylene glycol group.

Also, a substituent may be bonded to the carbon atom on the alkyl group of ^R4 . Examples of substituents include a halogen atom, an alkyl group having 1 to 6 carbon atoms, a cyano group, a nitro group, an alkylsulfinyl group having 1 to 6 carbon atoms, an alkylsulfonyl group having 1 to 6 carbon atoms, a carboxyl group, and 1 carbon atom. ~6 fluoroalkyl group, C1-6 alkoxy group, C1-6 alkylthio group, C1-6 N-alkylamino group, C2-12 N,N-dialkylamino group , N-alkylsulfamoyl groups having 1 to 6 carbon atoms, N,N-dialkylsulfamoyl groups having 2 to 12 carbon atoms, and the like.

When R ⁴ is an alkyl group having 3 to 50 carbon atoms, from the viewpoint of affinity with hydrophobic substances and solubility in hydrophobic solvents, R ⁴ is an alkyl group having a branched structure having 3 to 12 carbon atoms. and more preferably an alkyl group having a branched structure with 6 to 10 carbon atoms.

Here, the alkyl group having a branched structure means an alkyl group in which at least one carbon atom of the alkyl group is a tertiary carbon or a quaternary carbon. Specific examples of alkyl groups having a branched structure with 3 to 12 carbon atoms include alkyl groups having the following structures.

＊は連結部を表す。

* represents a connecting part.

In formula ( ^I ), X1 represents an electron-withdrawing group. From the viewpoint of improving photoselective absorption, X ¹ is -NO ₂ , -CN, -COR ⁸ , -COOR ⁹ , -OR ¹⁰ , halogen atoms (-F, -Cl, -Br, -I), -CSR ¹¹ , —CSOR ¹² , or —CSNR ¹³ are preferred, a nitro group, a cyano group, or —COOR ⁹ are more preferred, and a cyano group or —COOR ⁹ are even more preferred. Here, R ⁸ , R ⁹ , R ¹⁰ , R ¹¹ , R ¹² and R ¹³ each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, such as an alkyl group having 2 to 5 carbon atoms, or a phenyl group. show.

In formula (I), Y ¹ is -CO-, -COO-, -OCO-, -O-, -S-, -NR ⁵ -, -NR ⁶ CO-, -CONR ⁷ -, or -CS- Represents, from the viewpoint of improving the photoselective absorption, preferably -CO-, -COO-, -OCO-, or -O-, more preferably -CO-, -COO-, or -OCO- represents . Here, R ⁵ , R ⁶ and R ⁷ each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, eg 2 to 5 carbon atoms, or a phenyl group.

このような化合物（I－I）は、ハードコート層に含まれる種々の化合物との親和性及び／又は種々の溶媒への溶解性に優れる観点から好ましい。In a preferred embodiment of the invention, the compound of formula (I) is of formula (II).

Such compound (II) is preferable from the viewpoint of excellent affinity with various compounds contained in the hard coat layer and/or excellent solubility in various solvents.

In formula (I-I), the number of carbon atoms in R ^4-1 is an alkyl group having 2 to 20 carbon atoms, preferably an alkyl group having 2 to 20 carbon atoms, from the viewpoint of excellent affinity with the above various compounds and solubility in various solvents. It represents an alkyl group having 3 to 20 carbon atoms , more preferably an alkyl group having 4 to 20 carbon atoms, and still more preferably a branched alkyl group having 4 to 20 carbon atoms . In addition, when the number of carbon atoms is within the above range, the light absorbing property per 1 part by mass is improved, and the expression of weather resistance becomes easier.
A, R ¹ , R ² and R ³ are the same as in formula (I).

式（I）で表される化合物が式（I－II）で表される化合物であると、ハードコート層に含まれる種々の化合物との親和性及び／又は種々の溶媒への溶解性に優れるため、化合物（I－II）を溶媒に均一に溶解させることが容易となり、また同時に、種々の化合物との親和性にも優れ、両親媒性を示すため、ハードコート層に化合物（I－II）を含ませた場合にブリードアウトを生じにくく、安定して光吸収機能を発揮させることができ、優れた耐光性を発現できる。In a more preferred embodiment of the present invention, the compounds of formula (I) are more preferably of formulas (I-II).

When the compound represented by formula (I) is a compound represented by formula (I-II), it has excellent affinity with various compounds contained in the hard coat layer and/or excellent solubility in various solvents. Therefore, the compound (I-II) can be easily dissolved uniformly in the solvent, and at the same time, it has excellent affinity with various compounds and exhibits amphiphilicity, so that the compound (I-II ), bleeding out is unlikely to occur, the light absorption function can be stably exhibited, and excellent light resistance can be exhibited.

In formula (I-II), R ^4-1 and n are the same as in formula (II).

Compound (I) has excellent solubility in various solvents. Examples of such solvents include alcohol solvents such as methanol, ethanol, ethylene glycol, isopropyl alcohol, 1-butanol, 2-butanol, propylene glycol, methyl cellosolve, butyl cellosolve, propylene glycol monomethyl ether; ethyl acetate, butyl acetate, ethylene glycol. ester solvents such as methyl ether acetate, γ-butyrolactone, propylene glycol monomethyl ether acetate, ethyl lactate; ketone solvents such as acetone, 2-butanone, cyclopentanone, cyclohexanone, methyl amyl ketone, methyl isobutyl ketone; pentane, hexane, heptane aromatic hydrocarbon solvents such as toluene, xylene and mesitylene; nitrile solvents such as acetonitrile; ether solvents such as tetrahydrofuran, dimethoxyethane, 1,4-dioxane and propylene glycol monomethyl ether; and dichloromethane , chloroform, chlorobenzene, and other chlorinated hydrocarbon solvents.

Such solvents include hydrophilic solvents and hydrophobic solvents. For example, alcohol solvents are generally hydrophilic solvents, depending on the number of carbon atoms. On the other hand, aliphatic hydrocarbon solvents such as pentane, hexane and heptane are generally hydrophobic solvents. Among these solvents, it is preferably soluble in hydrophilic or hydrophobic solvents, and is soluble in hydrophilic and hydrophobic solvents, from the viewpoint of less occurrence of bleed-out and the ability to expand solvent selectivity. It is more preferable to be soluble, that is, to have amphipathic properties.

Compound (I) preferably satisfies formula (a).

ε(420)/ε(400) ≤ 0.4 (a)
In the formula (a), the value of ε(420)/ε(400) represents the intensity of absorption at a wavelength of 400 nm relative to the intensity of absorption at a wavelength of 420 nm. It shows that there is specific absorption in the wavelength region around 400 nm compared to the absorption. The smaller this value is, the less yellowish and transparent the compound becomes. Moreover, when an organic EL display element is used as the display element, light emission from the organic EL display element is less likely to be hindered. Furthermore, deterioration of the polarizing performance due to decomposition of the dichroic dye can be easily suppressed, and the weather resistance tends to be improved.

When the compound (I) that satisfies the formula (a) is contained in the layer (I), a member constituting a laminate or a device, in particular, a polarizer, a retardation film, a display element such as an organic EL element or a liquid crystal display element and the like can suppress deterioration in performance due to light having a wavelength of about 400 nm, and can further improve the weather resistance of the laminate or device. Containing such a first ultraviolet absorber can effectively protect deterioration of a polarizer, a retardation film, and a display element in particular. In particular, when the polarizing plate contains a coating-type polarizer, the first ultraviolet absorber can absorb light in a wavelength range that promotes decomposition of the dichroic dye, so that deterioration of polarization performance can be more effectively suppressed. There is a tendency.

The value of ε(420)/ε(400) in compound (I) is preferably 0.4 or less, more preferably 0.25 or less, still more preferably 0.2 or less, and particularly preferably 0.15 or less, particularly preferably 0.1 or less, very preferably 0.05 or less, for example 0.03 or less. Although the lower limit thereof is not particularly limited, it is usually preferably 0.005 or more from the viewpoint of maintaining the absorbability of compound (I) at around 400 nm. In one preferred embodiment of the present invention, the value of ε(420)/ε(400) is between 0.01 and 0.1.

Moreover, compound (I) preferably satisfies formula (b) and formula (c) in addition to formula (a).
λmax < 420 nm (b)
ε(400) ≥ 40 (c)
In formula (b), λmax represents the maximum absorption wavelength of compound (I). In formula (c), ε(400) represents the gram extinction coefficient at a wavelength of 400 nm, and the unit of the gram extinction coefficient is defined as L/(g·cm).

When the formulas (b) and (c) are satisfied, the maximum absorption of compound (I) exists on the shorter wavelength side than 420 nm, and it can be said that the compound exhibits high absorption around a wavelength of 400 nm. When compound (I) satisfies such a formula, layer (I) containing such compound (I) can have high weather resistance. In the present invention, the maximum absorption λmax of compound (I) is more preferably 415 nm or less, even more preferably 410 nm or less.
In addition, when the compound (I) satisfies the formula (c), it has high light absorption, so even if the amount of the compound contained in the layer (I) is small, it can exhibit a high light absorption selection function and improve weather resistance. can be improved. The value of ε(400) is more preferably 60 or more, even more preferably 80 or more, and particularly preferably 100 or more. The value of ε(400) is usually 500 or less.

The compound represented by formula (I-II) can be prepared, for example, by converting 2-methylpyrroline to 1,2-dimethylpyrrolinium salt with a methylating agent, followed by reaction with N,N'-diphenylformamidine, and finally , acetic anhydride, and an active methylene compound in the presence of an amine catalyst. Moreover, you may use what is marketed as these compounds. Compounds of formula (I) and formula (I-I) can be similarly prepared.

The content of the first ultraviolet absorber is preferably It may be 0.01 to 10 parts by mass, more preferably 0.1 to 8 parts by mass, preferably 0.1 to 20 parts by mass, more preferably 1 to 15 parts by mass. When the content of the first ultraviolet absorber is at least the above lower limit, the layer (I) can effectively exhibit light absorption performance and can improve weather resistance. If it is equal to or less than the above upper limit, it is possible to suppress deterioration of the mechanical properties of the layer (I).

The hard coat layer, that is, the curable composition (Y) constituting the hard coat layer may further contain conventional additives in addition to the (meth)acrylate monomer and the first ultraviolet absorber. Examples of additives include photopolymerization initiators, infrared absorbers, organic dyes, pigments, inorganic dyes, antioxidants, antistatic agents, surfactants, lubricants, dispersants, heat stabilizers, inorganic materials, Examples include reactive polymers such as reactive urethane polymers. Examples of the inorganic material include silicon compounds such as quaternary alkoxysilanes such as tetraethyl orthosilicate (TEOS) and the like, in addition to the inorganic particles described above, and inorganic particles, particularly silica particles, are preferred. The inorganic particles may be bonded together by molecules having siloxane bonds (--SiOSi--). The content of the additive can be appropriately selected depending on the type of additive, and the resin contained in the layer (I) or the curable monomer [e.g., (meth)acrylate monomer] contained in the curable composition (Y) is added to 100 parts by mass. On the other hand, it is preferably 0.1 to 20 parts by mass, more preferably 1 to 10 parts by mass.

The thickness of layer (I) can be appropriately set according to the thicknesses of the substrate layer and the gas barrier layer, and is preferably 1 to 20 μm, more preferably 3 to 15 μm, still more preferably 3 to 10 μm.

<Gas barrier layer>
The laminate of the present invention can contain a gas barrier layer. The gas barrier layer is preferably arranged on the surface of the substrate layer opposite to the polarizing plate side. That is, in this aspect, the laminate is arranged in the order of the gas barrier layer, the substrate layer, and the polarizing plate. By including the gas barrier layer, the oxygen permeability of the front plate can be reduced, and the heat resistance of the laminate can be improved. In a preferred embodiment of the present invention, when the laminate of the present invention includes a hard coat layer, the gas barrier layer is preferably arranged on the surface of the substrate layer opposite to the hard coat layer. That is, in this aspect, in the laminate, the gas barrier layer, the substrate layer, the hard coat layer, and the polarizing plate are arranged in this order. In a preferred embodiment of the present invention, the gas barrier layer of the laminate of the present invention is located outside the polarizing plate, so deterioration of the polarizing plate performance due to oxygen can be suppressed, and high weather resistance can be exhibited.

The gas barrier layer is preferably a cured product of a curable composition (sometimes referred to as a curable composition (X) or a composition for forming a gas barrier layer). The curable composition (X) preferably contains a polyfunctional (meth)acrylate monomer (A) and a cationically polymerizable monomer (B).

(1) Polyfunctional (meth)acrylate monomer (A)
Polyfunctional (meth)acrylate monomer (A) means a compound having two or more (meth)acryloyl groups in the molecule, preferably a (meth)acryloyloxy group, examples of which include ( Bifunctional (meth)acrylate monomer having two meth)acryloyl groups, preferably two (meth)acryloyloxy groups, trifunctional or more having three or more (meth)acryloyl groups, preferably three or more (meth)acryloyloxy groups in the molecule and the like (meth)acrylate monomers. In this specification, the term "(meth)acrylate" means "acrylate" or "methacrylate", and the term "(meth)acryloyl" similarly means "acryloyl" or "methacryloyl".

Examples of bifunctional (meth)acrylate monomers include ethylene glycol di(meth)acrylate, 1,3-butanediol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, (meth)acrylates, alkylene glycol di(meth)acrylates such as 1,9-nonanediol di(meth)acrylate and neopentyl glycol di(meth)acrylate; diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate Polyoxyalkylene glycols such as , dipropylene glycol di(meth)acrylate, tripropylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, polypropylene glycol di(meth)acrylate and polytetramethylene glycol di(meth)acrylate di(meth)acrylate; di(meth)acrylate of halogen-substituted alkylene glycol such as tetrafluoroethylene glycol di(meth)acrylate; trimethylolpropane di(meth)acrylate, ditrimethylolpropane di(meth)acrylate, pentaerythritol di( Di(meth)acrylates of aliphatic polyols such as meth)acrylates; di(meth)acrylates of alkanols; di(meth)acrylates of dioxane glycols or dioxane dialkanols such as 1,3-dioxane-2,5-diyl di(meth)acrylate [also known as dioxane glycol di(meth)acrylate]; bisphenols A di(meth)acrylate of alkylene oxide adduct of bisphenol A or bisphenol F such as ethylene oxide adduct diacrylate, bisphenol F ethylene oxide adduct diacrylate; acrylic acid adduct of bisphenol A diglycidyl ether, bisphenol F Epoxy di(meth)acrylates of bisphenol A or bisphenol F such as acrylic acid adducts of diglycidyl ether; silicone di(meth)acrylates; di(meth)acrylates of neopentylglycol hydroxypivalate; 2,2-bis[4 - (meth)acryloyloxyethoxyethoxyphenyl 2,2-bis[4-(meth)acryloyloxyethoxyethoxycyclohexyl]propane; 2-(2-hydroxy-1,1-dimethylethyl)-5-ethyl-5-hydroxymethyl-1,3 -dioxane] di(meth)acrylate; tris(hydroxyethyl)isocyanurate di(meth)acrylate and the like. These bifunctional (meth)acrylate monomers can be used alone or in combination of two or more.

The tri- or more functional (meth)acrylate monomer is not particularly limited, but includes, for example, tri- to octa-functional (meth)acrylate monomers, and trifunctional (meth)acrylate monomers and tetrafunctional (meth)acrylate monomers are particularly preferred. .

A trifunctional (meth)acrylate monomer is a monomer having three (meth)acryloyl groups, preferably (meth)acryloyloxy groups, in the molecule, examples of which include glycerin tri(meth)acrylate, trimethylolpropane Tri(meth)acrylate, ditrimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, reaction product of pentaerythritol tri(meth)acrylate and acid anhydride, caprolactone-modified trimethylolpropane tri(meth)acrylate, caprolactone Modified pentaerythritol tri(meth)acrylate, isocyanurate tri(meth)acrylate, reaction products of caprolactone-modified pentaerythritol tri(meth)acrylate and acid anhydrides, and the like. Among these, trimethylolpropane tri(meth)acrylate is preferable from the viewpoint of surface hardness, heat resistance, flexibility, oxygen barrier property, warpage resistance, etc. of the laminate. These trifunctional (meth)acrylate monomers can be used alone or in combination of two or more. As used herein, the term "oxygen barrier property" means the property of making it difficult for oxygen to permeate, and higher oxygen barrier properties indicate lower oxygen permeability or oxygen permeability.

A tetrafunctional (meth)acrylate monomer is a monomer having four (meth)acryloyl groups, preferably (meth)acryloyloxy groups, in the molecule, examples of which include ditrimethylolpropane tetra(meth)acrylate, penta Erythritol tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate, tripentaerythritol tetra(meth)acrylate, caprolactone-modified pentaerythritol tetra(meth)acrylate, caprolactone-modified tripentaerythritol tetra(meth)acrylate and the like. Among these, pentaerythritol tetra(meth)acrylate is preferable from the viewpoint of surface hardness, heat resistance, flexibility, oxygen barrier property, warp resistance, etc. of the laminate. These tetrafunctional (meth)acrylate monomers can be used alone or in combination of two or more.

Pentafunctional (meth)acrylate monomers include, for example, dipentaerythritol penta(meth)acrylate, tripentaerythritol penta(meth)acrylate, a reaction product of dipentaerythritol penta(meth)acrylate and an acid anhydride, caprolactone-modified dipenta Reaction products of erythritol penta(meth)acrylate, caprolactone-modified tripentaerythritol penta(meth)acrylate, caprolactone-modified dipentaerythritol penta(meth)acrylate and acid anhydrides are included. These pentafunctional (meth)acrylate monomers can be used alone or in combination of two or more.

Examples of hexafunctional (meth)acrylate monomers include dipentaerythritol hexa(meth)acrylate, tripentaerythritol hexa(meth)acrylate, caprolactone-modified dipentaerythritol hexa(meth)acrylate, and caprolactone-modified tripentaerythritol hexa(meth)acrylate. etc. These hexafunctional (meth)acrylate monomers can be used alone or in combination of two or more.

Examples of heptafunctional (meth)acrylate monomers include tripentaerythritol hepta(meth)acrylate, a reaction product of tripentaerythritol hepta(meth)acrylate and an acid anhydride, caprolactone-modified tripentaerythritolhepta(meth)acrylate, caprolactone-modified A reaction product of tripentaerythritol hepta(meth)acrylate and an acid anhydride can be used. These heptafunctional (meth)acrylate monomers can be used alone or in combination of two or more.

The octafunctional (meth)acrylate monomer is a monomer having eight (meth)acryloyl groups, preferably (meth)acryloyloxy groups, in the molecule, examples of which include tripentaerythritol octa(meth)acrylate, caprolactone modified tripentaerythritol octa(meth)acrylate and the like. Among these, tripentaerythritol octa(meth)acrylate is preferable from the viewpoint of surface hardness, heat resistance, flexibility, oxygen barrier property, warpage resistance, etc. of the laminate. These octafunctional (meth)acrylate monomers can be used alone or in combination of two or more.

In one embodiment, the curable composition (X) is a trifunctional (meth)acrylate monomer, a tetrafunctional (meth ) including at least two selected from the group consisting of acrylate monomers and octafunctional (meth)acrylate monomers, the total mass of trifunctional (meth)acrylate monomers, tetrafunctional (meth)acrylate monomers and octafunctional (meth)acrylate monomers may be 50 parts by mass or more with respect to 100 parts by mass of the polyfunctional (meth)acrylate monomer (A). The total mass of the trifunctional (meth)acrylate monomer, tetrafunctional (meth)acrylate monomer and octafunctional (meth)acrylate monomer in the curable composition (X) is preferably 60 parts by mass or more, more preferably 70 It is at least 80 parts by mass, more preferably at least 80 parts by mass, particularly preferably at least 90 parts by mass, and most preferably 100 parts by mass. When the total mass of the trifunctional (meth)acrylate monomer, the tetrafunctional (meth)acrylate monomer and the octafunctional (meth)acrylate monomer is within the above range, the surface hardness, heat resistance, flexibility, oxygen barrier property, This is advantageous from the viewpoint of warping resistance and the like.

In a preferred embodiment of the present invention, the polyfunctional (meth)acrylate monomers in the curable composition (X) are composed of trifunctional (meth)acrylate monomers and tetrafunctional (meth)acrylate monomers. A combination of a trifunctional (meth)acrylate monomer and a tetrafunctional (meth)acrylate monomer is often advantageous from the viewpoint of surface hardness, heat resistance, flexibility, oxygen barrier properties, warpage resistance, and the like of the laminate.

The content of the tetrafunctional (meth)acrylate monomer is preferably 0.5 to 5 parts by mass, more preferably 1 to 3 parts by mass, per 1 part by mass of the trifunctional (meth)acrylate monomer. When the content of the tetrafunctional (meth)acrylate monomer is within the above range, it is easy to improve the surface hardness, flexibility, heat resistance, oxygen barrier properties, warpage resistance, etc. of the laminate.

The curable composition (X) can also contain a monofunctional (meth)acrylate monomer exemplified in the <Hard coat layer> section.

(2) Cationic polymerizable monomer (B)
The cationically polymerizable monomer (B) means a compound having a cationically polymerizable group in its molecule. The cationically polymerizable monomer (B) is a cyclic ether having one or more epoxy groups and/or one or more oxetanyl groups from the viewpoint of surface hardness, heat resistance, flexibility, oxygen barrier properties, warpage resistance, etc. of the laminate. It preferably contains at least one selected from compound (B-1) and vinyloxy compound (B-2).

(I) Cyclic ether compound (B-1)
The cyclic ether compound (B-1) includes, for example, an epoxy compound having one or more epoxy groups in the molecule [referred to as epoxy compound (b)], an oxetane compound having one or more oxetanyl groups in the molecule [oxetane compound ( b)], a radically polymerizable cyclic ether compound (B-1-2) having one or more radically polymerizable functional groups, and the like. The epoxy compound (b), oxetane compound (b), and radically polymerizable cyclic ether compound (B-1-2) can be used alone or in combination of two or more.

The epoxy group in the epoxy compound (b) is preferably unsubstituted or modified with a hydrocarbon group having 6 or less carbon atoms, preferably 3 or less carbon atoms, and more preferably unsubstituted. As the epoxy compound (b), an aliphatic epoxy compound (b1), an alicyclic epoxy compound (b2), and an aromatic epoxy compound (b3) are preferably used. These epoxy compounds (b) can be used alone or in combination of two or more.

The aliphatic epoxy compound (b1) is a compound having at least one, preferably at least two, epoxy groups bonded to aliphatic carbon atoms in the molecule. Examples of the aliphatic epoxy compound (b1) include bifunctional epoxies such as 1,4-butanediol diglycidyl ether, 1,6-hexanediol diglycidyl ether, cyclohexanedimethanol diglycidyl ether, and neopentyl glycol diglycidyl ether. Compounds; Trimethylolpropane triglycidyl ether, pentaerythritol tetraglycidyl ether, and other trifunctional or higher epoxy compounds. Among these, bifunctional compounds having two epoxy groups in the molecule that bind to aliphatic carbon atoms, such as 1,4-butanediol diglycidyl ether, 1,6-hexanediol diglycidyl ether, and neopentyl glycol diglycidyl ether. is preferred (aliphatic diepoxy compound). In addition, these aliphatic epoxy compounds (b1) can be used individually or in combination of 2 or more types.

で示される構造における橋かけの酸素原子－Ｏ－を意味する。上記式（ａ）中、ｍは２～５の整数である。The alicyclic epoxy compound (b2) is a compound having at least one epoxy group bonded to an alicyclic ring in the molecule, preferably a compound having two or more epoxy groups in the molecule, more preferably having epoxy groups in the molecule. (alicyclic diepoxy compound (b2)). The "epoxy group attached to an alicyclic ring" is represented by the following formula (a):

means a bridging oxygen atom —O— in the structure represented by In the above formula (a), m is an integer of 2-5.

A compound in which two or more groups in the form of (CH ₂ ) _m in the above formula (a) with one or more hydrogen atoms removed are bonded to another chemical structure is an alicyclic epoxy compound (b2 ). One or more hydrogen atoms in (CH ₂ ) _m may optionally be substituted with a linear alkyl group such as a methyl group or an ethyl group.

Among these, alicyclic epoxy compounds having an epoxycyclopentane structure [where m = 3 in the above formula (a)] and epoxycyclohexane structures [where m = 4 in the above formula (a)] are preferred.

Examples of the alicyclic epoxy compound (b2) include 3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexane carboxylate, 3,4-epoxy-6-methylcyclohexylmethyl 3,4-epoxy-6-methylcyclohexane carboxylate, ethylene bis(3,4-epoxycyclohexanecarboxylate), bis(3,4-epoxycyclohexylmethyl)adipate, bis(3,4-epoxy-6-methylcyclohexylmethyl)adipate, diethylene glycol bis(3,4 -epoxycyclohexylmethyl ether), ethylene glycol bis(3,4-epoxycyclohexylmethyl ether), and the like. Among these, 3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexane carboxylate is more preferable from the viewpoint of surface hardness, heat resistance, flexibility, oxygen barrier property, warpage resistance, etc. of the laminate. The alicyclic epoxy compound (b2) can be used singly or in combination of two or more.

Examples of the aromatic epoxy compound (b3) include monohydric phenols having at least one aromatic ring such as phenol, cresol, and butylphenol, or mono/polyglycidyl ethers of their alkylene oxide adducts, such as bisphenol A and bisphenol F. , or glycidyl etherified compounds and epoxy novolak resins obtained by further adding alkylene oxide to these; resorcinol, hydroquinone, glycidyl ethers of aromatic compounds having two or more phenolic hydroxyl groups such as catechol; benzenedimethanol, benzenediethanol, benzene mono/polyglycidyl ethers of aromatic compounds having two or more alcoholic hydroxyl groups such as dibutanol; glycidyl esters of polybasic aromatic compounds having two or more carboxylic acids such as phthalic acid, terephthalic acid and trimellitic acid; Glycidyl esters of benzoic acids such as benzoic acid, toluic acid and naphthoic acid; epoxidized products of styrene oxide and divinylbenzene; These aromatic epoxy compounds (b3) can be used alone or in combination of two or more.

Of the epoxy compounds (b), the alicyclic epoxy compound (b1) is preferred, and when the alicyclic epoxy compound (b1) is contained, the surface hardness, heat resistance, flexibility, oxygen barrier properties, and warpage resistance of the laminate are improved. etc., it is advantageous.

The oxetanyl group in the oxetane compound (b) is preferably unsubstituted or a group modified with a hydrocarbon group having 6 or less carbon atoms, preferably 1 to 3 carbon atoms, and modified with a hydrocarbon group having 1 to 3 carbon atoms. It is more preferred that the group is

Examples of the oxetane compound (b) include 3-ethyl-3-hydroxymethyloxetane (sometimes referred to as oxetane alcohol), 2-ethylhexyloxetane, 1,4-bis[{(3-ethyloxetane-3-yl) Monofunctional oxetane compounds such as methoxy}methyl]benzene (sometimes referred to as xylylenebisoxetane), 3-ethyl-3-(phenoxymethyl)oxetane, 3-(cyclohexyloxy)methyl-3-ethyloxetane; 3-ethyl Bifunctional oxetane compounds such as -3[{(3-ethyloxetan-3-yl)methoxy}methyl]oxetane and the like can be mentioned. Among these oxetane compounds (b), bifunctional oxetane compounds are preferred.

The radically polymerizable cyclic ether compound (B-1-2) has one or more radically polymerizable functional groups in its molecule. Examples of the radically polymerizable functional group include a vinyl group and a (meth)acryloyl group, preferably a (meth)acryloyl group, and more preferably a methacryloyl group. The radically polymerizable cyclic ether compound may be an epoxy compound having a radically polymerizable functional group, an oxetane compound having a radically polymerizable functional group, or the like, and is preferably an epoxy compound having a radically polymerizable functional group. The epoxy compound having a radically polymerizable functional group may be alicyclic, aliphatic or aromatic, but alicyclic is particularly preferred. Since the radically polymerizable cyclic ether compound (B-1-2) has a radically polymerizable group and a cationically polymerizable group (eg, an epoxy group, an oxetanyl group, etc.), it can undergo both radical polymerization and cationic polymerization.

Specific examples of the radically polymerizable cyclic ether compound (B-1-2) include epoxy compounds having a vinyl group such as 1,2-epoxy-4-vinylcyclohexane; 3,4-epoxycyclohexylmethyl (meth)acrylate; epoxy compounds having a (meth)acryloyl group such as glycidyl (meth)acrylate; and oxetane compounds having a (meth)acryloyl group such as (3-ethyl-3-oxetanyl)methyl (meth)acrylate. These radically polymerizable cyclic ether compounds can be used singly or in combination of two or more.

The cyclic ether compound (B-1) is a biscyclic ether compound having two or more epoxy groups and/or two or more oxetanyl groups from the viewpoint of surface hardness, flexibility, oxygen barrier properties, and warpage resistance of the laminate. It preferably contains (B-1-1). As the biscyclic ether compound (B-1-1), among the epoxy compound (b) and the oxetane compound (b), an epoxy compound having two or more epoxy groups, an oxetane compound having two or more oxetanyl groups, and the like. is mentioned.

Further, the cyclic ether compound (B-1) preferably contains a radically polymerizable cyclic ether compound (B-1-2). By containing the radically polymerizable cyclic ether compound (B-1-2), the surface hardness, flexibility, heat resistance, oxygen barrier properties, warpage resistance, etc. of the laminate can be further improved.

When the curable composition (X) contains the radically polymerizable cyclic ether compound (B-1-2), the content of the radically polymerizable cyclic ether compound (B-1-2) is equal to the biscyclic ether compound (B- 1-1) It is preferably 1 to 10 parts by mass, more preferably 1.5 to 7 parts by mass, still more preferably 1.5 to 5 parts by mass based on 1 part by mass. When the content of the radically polymerizable cyclic ether compound (B-1-2) is within the above range, it is possible to form a laminate having excellent surface hardness, flexibility, heat resistance, oxygen barrier properties, warpage resistance, and the like. can.

(II) vinyloxy compound (B-2)
A vinyloxy compound (B-2) means a compound having one or more vinyloxy groups in the molecule. In particular, the vinyloxy compound (B-2) is preferably a compound having two or more vinyloxy groups. These vinyloxy compounds (B-2) can be used alone or in combination of two or more. Vinyloxy compound (B-2) may be a monomer or an oligomer, but is preferably a monomer.

Examples of the vinyloxy compound (B-2) include aliphatic vinyl ether compounds such as 2-ethylhexyl vinyl ether, dodecyl vinyl ether, 4-hydroxybutyl vinyl ether, diethylene glycol monovinyl ether, triethylene glycol divinyl ether, and divinyl adipate; cyclohexyl vinyl ether, cyclohexane. alicyclic vinyl ether compounds such as dimethanol divinyl ether; and aromatic vinyl ether compounds such as phenyl vinyl ether and benzenedimethanol divinyl ether. These vinyloxy compounds (B-2) can be used alone or in combination of two or more. Among the vinyloxy compounds (B-2), alicyclic vinyl ether compounds are preferred from the viewpoint of surface hardness, flexibility, heat resistance, oxygen barrier properties, warpage resistance, etc. of the laminate.

In the curable composition (X), the cationically polymerizable monomer (B) contains the vinyloxy compound (B-2). etc., it is advantageous. When the curable composition (X) contains the vinyloxy compound (B-2), the content of the vinyloxy compound (B-2) is the polyfunctional (meth)acrylate monomer (A) and the cationic polymerizable monomer (B). It is preferably 3 to 50 parts by mass, more preferably 10 to 40 parts by mass, and still more preferably 15 to 35 parts by mass with respect to 100 parts by mass of the total amount of. When the content of the vinyloxy compound (B-2) is within the above range, the surface hardness, flexibility, heat resistance, oxygen barrier properties, warpage resistance, etc. of the laminate can be further improved.

In the curable composition (X), the content of the vinyloxy compound (B-2) is preferably 0.1 to 3 parts by mass, more preferably 1 part by mass of the cyclic ether compound (B-1). 0.5 to 2.5 parts by mass, more preferably 0.5 to 2.0 parts by mass. When the content of the vinyloxy compound (B-2) is within the above range, the surface hardness, flexibility, heat resistance, oxygen barrier properties, warpage resistance, etc. of the laminate can be further improved.

The content of the cationic polymerizable monomer (B) is preferably 0.1 to 5 parts by mass, more preferably 0.5 to 3 parts by mass, per 1 part by mass of the polyfunctional (meth)acrylate monomer (A). More preferably 0.5 to 1.5 parts by mass, particularly preferably 0.8 to 1.2 parts by mass. When the content of the cationic polymerizable monomer (B) is within the above range, it is advantageous from the viewpoint of surface hardness, flexibility, heat resistance, oxygen barrier properties, warpage resistance, etc. of the laminate.

In a preferred embodiment of the present invention, the content of the polyfunctional (meth)acrylate monomer (A) is preferably 5 to 80% by mass, more preferably 10 to 60% by mass, still more preferably 20 to 50% by mass, It is particularly preferably 25 to 40% by mass, and the content of the cyclic ether compound (B-1) is preferably 5 to 80% by mass, more preferably 7 to 60% by mass, still more preferably 10 to 50% by mass, It is particularly preferably 10 to 40% by mass, and the content of the vinyloxy compound (B-2) is preferably 3 to 60% by mass, more preferably 5 to 40% by mass, and still more preferably 10 to 30% by mass. . Here, the content is based on 100% by mass of the solid content of the curable composition. When the contents of the polyfunctional (meth)acrylate monomer (A), the cyclic ether compound (B-1), and the vinyloxy compound (B-2) are within the above ranges, surface hardness, flexibility, heat resistance, and oxygen barrier properties are obtained. , and it is easy to form a laminate having excellent warpage resistance.

In one preferred embodiment of the present invention, the content of the polyfunctional (meth)acrylate monomer (A) is preferably 5 to 50% by mass, more preferably 10 to 45% by mass, still more preferably 20 to 40% by mass. The content of the biscyclic ether compound (B-1-1) is preferably 3 to 20% by mass, more preferably 5 to 15% by mass, and the radically polymerizable cyclic ether compound (B-1-2) The content of is preferably 10 to 40% by mass, more preferably 15 to 40% by mass, still more preferably 15 to 35% by mass. Here, the content is based on 100% by mass of the solid content of the curable composition. When the contents of the polyfunctional (meth)acrylate monomer (A), the biscyclic ether compound (B-1-1), and the radically polymerizable cyclic ether compound (B-1-2) are within the above ranges, surface hardness, It is easy to form a laminate having excellent flexibility, heat resistance, oxygen barrier properties, warpage resistance, and the like.

(3) Additives The curable composition (X) may contain a radical polymerization initiator (C) and a cationic polymerization initiator (D). From the viewpoint of facilitating rapid curing, it is preferable to contain a radical photopolymerization initiator (C) and a cationic photopolymerization initiator (D). When the curable composition contains a radical photopolymerization initiator, the polyfunctional (meth)acrylate monomer (A), which is a radically polymerizable compound, can be rapidly cured. The radical photopolymerization initiator is not particularly limited as long as it can initiate curing of the radically polymerizable compound by irradiation with active energy rays such as visible light, ultraviolet rays, X-rays, and electron beams. , acetophenone, 3-methylacetophenone, benzyl dimethyl ketal, 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropan-1-one, 2-methyl-1-[4-(methylthio)phenyl]-2 - acetophenone initiators such as morpholinopropan-1-one and 2-hydroxy-2-methyl-1-phenylpropan-1-one; benzophenone initiators such as benzophenone, 4-chlorobenzophenone and 4,4'-diaminobenzophenone Alkylphenone initiators such as 2,2-dimethoxy-1,2-diphenylethan-1-one and 1-hydroxy-cyclohexyl-phenyl-ketone; Benzoin ether initiators such as benzoin propyl ether and benzoin ethyl ether thioxanthone initiators such as 4-isopropylthioxanthone; acylphosphine oxide initiators such as bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide; xanthone, fluorenone, camphorquinone, benzaldehyde, anthraquinone, etc.; mentioned. These radical photopolymerization initiators can be used alone or in combination of two or more. Among these photoradical polymerization initiators, alkylphenone-based initiators, acylphosphine oxide-based initiators, and the like are preferable.

Further, when the curable composition contains a photocationic polymerization initiator, the cationically polymerizable monomer (B), which is a cationically polymerizable compound, can be rapidly cured. The photocationic polymerization initiator is not particularly limited as long as it can generate a cationic species or a Lewis acid and initiate curing of the cationic polymerizable monomer by irradiation with an active energy ray, and specific examples thereof include aromatic diazonium. salts such as benzenediazonium hexafluoroantimonate, benzenediazonium hexafluorophosphate, benzenediazonium hexafluoroborate; aromatic iodonium salts such as diphenyliodonium tetrakis(pentafluorophenyl)borate, (4-methylphenyl)[4-( 2-methylpropyl)phenyl]iodonium hexafluorophosphate, diphenyliodonium hexafluorophosphate, diphenyliodonium hexafluoroantimonate, bis(4-nonylphenyl)iodonium hexafluorophosphate; aromatic sulfonium salts such as triphenylsulfonium hexafluorophosphate. , triphenylsulfonium hexafluoroantimonate, triphenylsulfonium tetrakis(pentafluorophenyl)borate, 4,4′-bis(diphenylsulfonio)diphenylsulfide bishexafluorophosphate, 4,4′-bis[di(β-hydroxy ethoxy)phenylsulfonio]diphenylsulfide bishexafluoroantimonate, 4,4′-bis[di(β-hydroxyethoxy)phenylsulfonio]diphenylsulfide bishexafluorophosphate, 7-[di(p-toluyl)sulfonio] -2-isopropylthioxanthone hexafluoroantimonate, 7-[di(p-toluyl)sulfonio]-2-isopropylthioxanthone tetrakis(pentafluorophenyl)borate, 4-phenylcarbonyl-4'-diphenylsulfoniodiphenylsulfide hexafluorophosphate , 4-(p-tert-butylphenylcarbonyl)-4'-diphenylsulfoniodiphenyl sulfide hexafluoroantimonate, 4-(p-tert-butylphenylcarbonyl)-4'-di(p-toluyl)sulfoniodiphenyl sulfides tetrakis(pentafluorophenyl)borate; iron-arene complexes such as xylene-cyclopentadienyl iron(II) hexafluoroantimonate , cumene-cyclopentadienyl iron (II) hexafluorophosphate, xylene-cyclopentadienyl iron (II) tris(trifluoromethylsulfonyl) methanide, and the like. These photocationic polymerization initiators can be used alone or in combination of two or more. Among these photocationic polymerization initiators, aromatic iodonium salts and aromatic sulfonium salts are preferred. Note that the radically polymerizable cyclic ether compound (B-1-2) has a radically polymerizable group and a cationically polymerizable group (eg, an epoxy group, an oxetanyl group, etc.), so both radical polymerization and cationic polymerization can occur. . Therefore, when a radical photopolymerization initiator and a cationic photopolymerization initiator are used in combination, the composition can be cured more quickly.

The curable composition (X) contains a polyfunctional (meth)acrylate monomer that is a radically polymerizable compound and a cationically polymerizable monomer that is a cationically polymerizable compound. It is preferable to contain a radical polymerization initiator, and by using a photocationic polymerization initiator and a photoradical polymerization initiator in combination, the surface hardness, flexibility, heat resistance, oxygen barrier property, and warpage resistance are improved. Laminates can be formed.

When the curable composition contains a radical polymerization initiator, the content of the radical polymerization initiator (C) is preferably 1 to 15 parts by weight per 100 parts by weight of the polyfunctional (meth)acrylate monomer (A), More preferably, it is 3 to 12 parts by mass. The content of the cationic polymerization initiator (D) is preferably 1 to 15 parts by mass, more preferably 3 to 10 parts by mass, based on 100 parts by mass of the cationic polymerizable monomer (B). When the content of the radical polymerization initiator or the cationic polymerization initiator is within the above range, the curability can be further improved, and the surface hardness, flexibility, heat resistance, oxygen barrier properties, and warpage resistance can be further improved.

The curable composition (X) may further contain inorganic particles from the viewpoint of increasing the surface hardness of the laminate. Examples of inorganic particles include silica particles, reactive silica particles, alumina particles, reactive alumina particles, talc particles, clay particles, calcium carbonate particles, magnesium carbonate particles, barium sulfate particles, aluminum hydroxide particles, titanium dioxide particles, Zirconium oxide particles and the like can be mentioned. Inorganic particles can be used singly or in combination of two or more. In a preferred embodiment, curable composition (X) further comprises reactive silica particles. When reactive silica particles are contained in the curable composition, it is possible to form a crosslinked structure with a compound having a reactive group or a reactive site contained in the curable composition, and to obtain a laminate particularly excellent in oxygen barrier properties. can be done. Examples of reactive groups include acryloyl groups, hydroxyl groups, alkoxy groups (eg, methoxy groups, ethoxy groups, etc.), carboxyl groups, thiol groups, amino groups, nitro groups, acyl groups, epoxy groups, and the like. Among these, the acryloyl group of the polyfunctional acrylate monomer (A) and the radically polymerizable group of the radically polymerizable cyclic ether compound (B-1-2) react to form a crosslinked structure, particularly the oxygen permeability of the laminate. The acryloyl group is most preferable from the viewpoint of improving the Inorganic particles can be used singly or in combination of two or more.

The average particle size of the reactive silica particles is preferably from 1 to 100 nm, more preferably from 3 to 50 nm, and even more preferably from 5 to 30 nm, from the viewpoints of the layered product's oxygen barrier properties, transparency, and suppression of particle aggregation. . The average particle size can be measured using a conventional method such as laser diffraction.

When the curable composition contains reactive silica particles, the content of the reactive silica particles is preferably based on the mass of the solid content of the curable composition (X) from the viewpoint of oxygen barrier properties, flexibility, etc. is 1 to 70% by mass, more preferably 5 to 65% by mass, still more preferably 5 to 60% by mass, particularly preferably 10 to 50% by mass, especially 15 to 45% by mass.

The curable composition (X) can further contain a leveling agent. The leveling agent has the function of adjusting the fluidity of the curable composition and making the cured film obtained by applying the curable composition more flat. surfactants, polyacrylate-based and perfluoroalkyl-based surfactants. The content of the leveling agent is preferably 0.01 to 5% by mass, more preferably 0.05 to 3% by mass, based on the mass of the solid content of the curable composition (X).

From the viewpoint of imparting antistatic properties to the laminate, the curable composition may contain an antistatic agent. As antistatic agents, metal oxides and metal salts are preferred. Examples of the metal oxide include ITO (indium-tin composite oxide), ATO (antimony-tin composite oxide), tin oxide, antimony pentoxide, zinc oxide, zirconium oxide, titanium oxide, and aluminum oxide. . Metal salts include zinc antimonate and the like. When the curable composition (X) contains an antistatic agent, the content of the antistatic agent depends on the desired antistatic performance, but the polyfunctional (meth)acrylate monomer (A) and the cationic polymerizable monomer (B) It is preferably 0.1 to 20 parts by mass, more preferably 1 to 10 parts by mass, based on 100 parts by mass of the total amount.

In a preferred embodiment of the invention, the substrate layer and/or the gas barrier layer contain a second UV absorber. In this aspect, in the laminate of the present invention, since the substrate layer and/or the gas barrier layer containing the second ultraviolet absorber are positioned outside the polarizing plate, the light absorbable by the second ultraviolet absorber is In a device including a display element inside the substrate layer and/or the gas barrier layer, deterioration of the performance of the display element can be suppressed, and high weather resistance can be expressed.

Examples of the second ultraviolet absorbent include organic ultraviolet absorbents and fine powder type ultraviolet shielding agents. As the organic ultraviolet absorber, for example, benzotriazole-based, triazine-based, acrylonitrile-based, benzophenone-based, aminobutadiene-based, salicylate-based, and the like can be used. Among these UV absorbers, benzotriazole-based or triazine-based UV absorbers are preferable from the viewpoint that they have high UV absorbency and exhibit high UV-cutting ability even when used in image display devices. In order to widen the ultraviolet absorption range, ultraviolet absorbers having different maximum absorption wavelengths can be used singly or in combination of two or more.

The second ultraviolet absorbent is preferably an ultraviolet absorbent having good absorption selectivity for light with a wavelength of around 380 nm. When such a second ultraviolet absorber is contained in the base material layer and/or the gas barrier layer, the deterioration of the members constituting the laminate or the device, particularly the deterioration of the performance of the display element due to ultraviolet rays having a wavelength of around 380 nm, can be effectively prevented. can be suppressed, and the weather resistance of the laminate or device can be further improved.

In the second ultraviolet absorber, benzotriazole-based compounds include, for example, 2,2-methylenebis[4-(1,1,3,3-tetramethylbutyl)-6[(2H-benzotriazol-2-yl)phenol ]], 2-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol, 2-[5-chloro(2H)-benzotriazol-2-yl] -4-methyl-6-(tert-butyl)phenol and the like can be mentioned.

Typical commercial products of benzotriazole-based organic UV absorbers include Sumisorb 200, Sumisorb 250, Sumisorb 300, Sumisorb 340, Sumisorb 350, Sumisorb 400, BASF TINUVIN PS, TINUVIN 99-2, and TINUVIN 384-. 2, TINUVIN 900, TINUVIN 928, TINUVIN 1130, ADEKA ADEKA STAB LA-24, ADEKA STAB LA-29, ADEKA STAB LA-31, ADEKA STAB LA-32, ADEKA STAB LA-36 and the like.

Examples of triazines include 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-[(hexyl)oxy]-phenol and the like.

Typical commercial products of triazine-based organic UV absorbers include TINUVIN 400, TINUVIN 405, TINUVIN 460, TINUVIN 477, TINUVIN 479 manufactured by BASF, and ADEKA STAB LA-46 and ADEKA STAB LA-F70. .

HALS agents having the same anti-degradation function as UV inhibitors may also be used, such as bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate, ,3,3-tetramethylbutyl)amino-1,3,5-triazine-2,4-diyl][(2,2,6,6-tetramethyl-4-piperidyl)imino]hexamethylene[(2, 2,6,6-tetramethyl-4-piperidyl)imino]], dibutylamine/1,3,5-triazine/N,N-bis(2,2,6,6-tetramethyl-4-piperidyl-1 ,6-hexamethylenediamine/N-(2,2,6,6-tetramethyl-4-piperidyl)butylamine polycondensate.

Typical commercial products of HALS agents include TINUVIN 111, TINUVIN 123, TINUVIN 144, TINUVIN 292, TINUVIN 5100 manufactured by BASF, ADEKA Corporation ADEKA STAB LA-52, ADEKA STAB LA-57, ADEKA STAB LA-63P, ADEKA STAB LA- 68, ADEKA STAB LA-72, ADEKA STAB LA-77, ADEKA STAB LA-81, ADEKA STAB LA-82, ADEKA STAB LA-87, ADEKA STAB LA-402, ADEKA STAB LA-502 and the like.

As the fine-powder-type ultraviolet shielding agent, fine-particle metal oxides are preferable, and those having an average primary particle diameter in the range of 1 to 100 nm and having an ultraviolet-protecting effect are more preferable. Examples of metal oxides include titanium oxide, zinc oxide, cerium oxide, iron oxide, and magnesium oxide. One or more of these particulate metal oxides, preferably two or more may be combined. The shape of the fine metal oxide particles is not particularly limited, such as spherical, needle-like, rod-like, spindle-like, amorphous, or plate-like, and the crystal form is also not particularly limited, such as amorphous, rutile, or anatase.

Fine particle metal oxides can be subjected to conventionally known surface treatments such as fluorine compound treatment, silicone treatment, silicone resin treatment, pendant treatment, silane coupling agent treatment, titanium coupling agent treatment, oil treatment, N-acylated lysine treatment, poly It is preferable that the surface is pre-treated by acrylic acid treatment, metallic soap treatment, amino acid treatment, inorganic compound treatment, plasma treatment, mechanochemical treatment, etc. Especially, it is selected from silicone, silane, fluorine compound, amino acid compound, and metallic soap. It is preferable that the surface is water-repellent treated with one or more surface treatment agents.

A typical commercial product of fine metal oxides is HMZD-50 manufactured by Sumitomo Osaka Cement Co., Ltd., and the like.

When the substrate layer and/or the gas barrier layer contain the second ultraviolet absorbent, the content of the second ultraviolet absorbent can be appropriately selected according to the ultraviolet transmittance and the absorbance of the ultraviolet absorbent, and is preferably 0.5. 1 to 10 parts by mass. When the content of the second ultraviolet absorber is at least the above lower limit, the ultraviolet absorbability of each layer can be effectively exhibited, and the weather resistance can be improved. If it is equal to or less than the above upper limit, it is possible to suppress deterioration of the mechanical properties of each layer. The content of the second ultraviolet absorber is 100 parts by mass of the resin contained in the base material layer, or the curable monomer contained in the curable composition (X) forming the gas barrier layer [for example, polyfunctional (meta) Based on the total amount of 100 parts by mass of the acrylate monomer (A) and the cationic polymerizable monomer (B)].

The curable composition (X) can contain a solvent. Any solvent may be used as long as it can dissolve the curable composition (X). Alcohol solvents such as 2-methyl-1-propanol (isobutyl alcohol), 2-methyl-2-propanol (tert-butyl alcohol); 2-ethoxyethanol, 2-butoxyethanol, 3-methoxy-1-propanol, 1- alkoxy alcohol solvents such as methoxy-2-propanol and 1-ethoxy-2-propanol; ketol solvents such as diacetone alcohol; ketone solvents such as acetone, methyl ethyl ketone and methyl isobutyl ketone; aromatic hydrocarbon solvents such as toluene and xylene; Examples include ester solvents such as ethyl acetate and butyl acetate. These solvents can be used alone or in combination of two or more.

The curable composition (X) may further contain other additives as long as they do not impair the oxygen barrier properties. Other additives include, for example, antioxidants, release agents, stabilizers, bluing agents, flame retardants, pH adjusters, and thickeners. These other additives can be used alone or in combination of two or more. When the curable composition contains other additives, the content of the other additives is preferably 0.01 to 20% by mass, more preferably 0.01 to 20% by mass, based on the mass of the solid content of the curable composition. It is 1 to 10% by mass.

The curable composition (X) contains components contained in the composition, a polyfunctional (meth)acrylate monomer (A), a cationic polymerizable monomer (B), and optionally a radical polymerization initiator, a cationic polymerization initiator, an inorganic The particles, the second ultraviolet absorber, the leveling agent and other additives can be obtained by conventional methods such as mixing, and the order of mixing is not particularly limited. Depending on the composition of the hard coat layer, gas barrier properties may be exhibited. In this case, the hard coat layer may be used as the gas barrier layer. That is, the curable composition (Y) may be used as the composition for forming the gas barrier layer.

The gas barrier layer may be obtained by applying the curable composition (X) to a substrate layer, a functional layer, a primer layer, or the like to form a coating film, and curing the coating film, as described later.

The thickness of the gas barrier layer can be appropriately selected depending on the thickness of the hard coat layer, the base material layer, etc., and is preferably 1 to 50 μm, more preferably 2 to 30 μm.

The laminate of the present invention may have another layer between each layer constituting the laminate. In one embodiment of the present invention, a different layer such as a primer layer may be included between the polarizing plate and the hard coat layer or between each layer.

For example, a primer layer may be arranged between the substrate layer and the gas barrier layer. The primer layer is a layer formed from a primer agent, and can enhance the adhesion between the base material layer and the gas barrier layer. A compound contained in the primer layer may chemically bond with a resin contained in the base layer, preferably a polyimide polymer, at the interface.

As the primer agent, there is, for example, an ultraviolet curable, thermosetting or two-component curable epoxy compound primer agent. The primer agent may be polyamic acid. These are suitable for enhancing the adhesion between the substrate layer and the gas barrier layer.

The primer agent may contain a silane coupling agent. The silane coupling agent may chemically bond with the silicon compound that may be contained in the substrate layer through a condensation reaction. A silane coupling agent can be suitably used particularly when the compounding ratio of the silicon compound that can be contained in the substrate layer is high.

A silane coupling agent is a compound having an alkoxysilyl group having a silicon atom and 1 to 3 alkoxy groups covalently bonded to the silicon atom. A compound containing a structure in which two or more alkoxy groups are covalently bonded to a silicon atom is preferable, and a compound containing a structure in which three alkoxy groups are covalently bonded to a silicon atom is more preferable. Examples of the alkoxy group include methoxy group, ethoxy group, isopropoxy group, n-butoxy group, t-butoxy group and the like. Among these, a methoxy group and an ethoxy group are preferable because they can enhance the reactivity with the silicon material.

The silane coupling agent preferably has a substituent that has a high affinity with the substrate layer and the gas barrier layer. From the viewpoint of affinity with the polyimide polymer that may be contained in the base material layer, the substituent of the silane coupling agent is preferably an epoxy group, an amino group, a ureido group, or an isocyanate group. When the base material layer contains (meth)acrylates, the silane coupling agent that can be used in the primer layer has an epoxy group, a methacrylic group, an acrylic group, an amino group, or a styryl group to increase affinity. Therefore, it is preferable. Among these, a silane coupling agent having a substituent selected from a methacrylic group, an acryl group, and an amino group has an effect on the affinity between the base layer and the gas barrier layer when the base layer contains a polyimide polymer. It is preferable because it shows an excellent tendency.

The thickness of the primer layer is appropriately adjusted according to the thickness of the gas barrier layer, and is, for example, 0.01 nm to 20 μm. When an epoxy compound primer is used, the thickness of the primer layer is preferably 0.01 to 20 μm, more preferably 0.1 to 10 μm. When using a silane coupling agent, the thickness of the primer layer is preferably 0.1 nm to 1 μm, more preferably 0.5 nm to 0.1 μm.

In one embodiment of the invention, the laminate of the invention may further comprise a functional layer in addition to the polarizing plate, hard coat layer, substrate layer and gas barrier layer. Examples of the functional layer include layers having various functions such as an ultraviolet absorbing layer, an adhesive layer, a hue adjusting layer, and a refractive index adjusting layer. The laminate of the invention may comprise one or more functional layers. Also, one functional layer may have multiple functions.

The ultraviolet absorbing layer is a layer having a function of absorbing ultraviolet rays. It is composed of dispersed ultraviolet absorbers. The ultraviolet absorption layer may contain the first or second ultraviolet absorber.

The pressure-sensitive adhesive layer is a layer having an adhesive function, and has a function of adhering the laminate to another member. Commonly known materials can be used as the material for forming the pressure-sensitive adhesive layer. For example, a thermosetting resin composition or a photocurable resin composition can be used.

The pressure-sensitive adhesive layer may be composed of a resin composition containing a component having a polymerizable functional group. In this case, strong adhesion can be achieved by further polymerizing the resin composition constituting the pressure-sensitive adhesive layer after adhering the laminate to another member. The adhesive strength between the laminate and the adhesive layer may be 0.1 N/cm or more, or 0.5 N/cm or more.

The adhesive layer may contain a thermosetting resin composition or a photocurable resin composition as a material. In this case, the resin composition can be polymerized and cured by supplying energy afterward.

The pressure-sensitive adhesive layer may be a layer that is adhered to an object by pressing, which is called a pressure sensitive adhesive (PSA). The pressure-sensitive adhesive may be a pressure-sensitive adhesive that is "a substance that has adhesiveness at room temperature and adheres to the adherend with light pressure" (JIS K6800), and "a specific component is a protective coating (microcapsule) It may be a capsule-type adhesive that is "adhesive that can maintain stability until the coating is destroyed by appropriate means (pressure, heat, etc.)" (JIS K6800).

The hue-adjusting layer is a layer having a hue-adjusting function and capable of adjusting the laminate to a desired hue. A hue adjustment layer is a layer containing resin and a coloring agent, for example. Examples of the coloring agent include inorganic pigments such as titanium oxide, zinc oxide, red iron oxide, titanium oxide-based calcined pigments, ultramarine blue, cobalt aluminate, and carbon black; azo-based compounds, quinacridone-based compounds, anthraquinone-based compounds, Organic pigments such as perylene compounds, isoindolinone compounds, phthalocyanine compounds, quinophthalone compounds, threne compounds, and diketopyrrolopyrrole compounds; extender pigments such as barium sulfate and calcium carbonate; and basic dyes, Dyes such as acid dyes and mordant dyes can be mentioned.

The refractive index adjusting layer is a layer having a refractive index adjusting function, for example, a layer having a refractive index different from that of the substrate layer and capable of imparting a predetermined refractive index to the laminate. The refractive index adjusting layer may be, for example, a resin layer containing an appropriately selected resin and optionally a pigment, or may be a metal thin film.

Pigments that adjust the refractive index include, for example, silicon oxide, aluminum oxide, antimony oxide, tin oxide, titanium oxide, zirconium oxide, and tantalum oxide. The average primary particle size of the pigment may be 0.1 μm or less. By setting the average primary particle size of the pigment to 0.1 μm or less, it is possible to prevent diffused reflection of light passing through the refractive index adjusting layer and to prevent a decrease in transparency.

Examples of metals used for the refractive index adjusting layer include metals such as titanium oxide, tantalum oxide, zirconium oxide, zinc oxide, tin oxide, silicon oxide, indium oxide, titanium oxynitride, titanium nitride, silicon oxynitride, and silicon nitride. Oxides or metal nitrides may be mentioned.

Further, for example, the primer layer may be arranged between the base material layer and the functional layer.

In the laminate or device of the present invention, when the layer (I) contains the compound represented by the formula (I) as the first ultraviolet absorber (preferably the compound (I ) contains), the first ultraviolet absorber is decomposed and deteriorated by oxygen, and the light absorption in the layer (I) at a wavelength of around 400 nm is reduced. The performance of elements may deteriorate. However, since the laminate or device of the present invention has the gas barrier layer outside the layer (I), the penetration of oxygen into the inside of the gas barrier layer is effectively suppressed, and the first It is possible to prevent decomposition deterioration of the ultraviolet absorber. Further, the first ultraviolet absorber may be decomposed and deteriorated by ultraviolet rays (particularly ultraviolet rays having a wavelength of around 380 nm), which may reduce the light absorption of the layer (I) around a wavelength of 400 nm. However, in the laminate or device of the present invention containing the second ultraviolet absorbent in the substrate layer and/or the gas barrier layer, the substrate layer and/or the second ultraviolet absorbent are provided outside the layer (I). Alternatively, since the gas barrier layer is provided, the penetration of ultraviolet rays (especially ultraviolet rays having a wavelength of about 380 nm) into the base layer and/or the gas barrier layer is effectively suppressed, and the first ultraviolet absorber contained in the layer (I) is effectively suppressed. Decomposition deterioration can be prevented. Therefore, the laminate or device of the present invention can effectively suppress not only performance deterioration of the polarizing plate but also performance deterioration of the retardation film, the display element, and the like, and can exhibit excellent weather resistance.

In the front plate constituting the laminate, the ratio of the absorbance (A ₄₀₅ ) at a wavelength of 405 nm to the absorbance (A ₄₃₀ ) at a wavelength of 430 nm (A ₄₀₅ /A ₄₃₀ ) (sometimes referred to as the absorbance ratio A ₄₀₅ /A ₄₃₀ ) The larger the is, the less the amount of light with a wavelength of 405 nm that reaches the polarizing plate, so it is possible to effectively suppress the deterioration of the polarization performance of the polarizing plate and the hindrance of the light emission of the organic EL display element due to the light around 405 nm. . In particular, when the polarizing plate contains a coating-type polarizer, it can absorb light in a wavelength range that promotes decomposition of the dichroic dye, so that it tends to be possible to more effectively suppress deterioration of the polarizing performance.
The absorbance ratio _A405 / _A430 of the front plate constituting the laminate of the present invention is preferably 3.00 or more, more preferably 6.00 or more, and still more preferably 8.00 or more. Therefore, it is easy to effectively suppress deterioration of the polarizing performance of the polarizing plate and interference with light emission of the organic EL display element. The absorbance ratio A ₄₀₅ /A ₄₃₀ is, for example, the type or content of the first ultraviolet absorber contained in the gas barrier layer and / or the base layer, or the second ultraviolet absorber contained in the hard coat layer. It can be adjusted by the type or content of the agent, and preferably by the type or content of the second ultraviolet absorber. The absorbance can be measured with a spectrophotometer.

In one embodiment of the invention, the laminate of the invention has excellent oxygen barrier properties. The oxygen permeability of the laminate is 1300 cc/(m ² ·24 h·atm) or less, preferably 1000 cc/(m ² ·24 h·atm) or less, more preferably 500 cc/(m ² ·24 h·atm). Below, more preferably 400 cc/(m ² ·24 h·atm) or less, still more preferably 200 cc/(m ² ·24 h·atm) or less, particularly preferably 100 cc/(m ² ·24 h·atm) or less preferably 800 cc/(m ² ·24 h·atm) or less, more preferably 600 cc/(m ² ·24 h·atm) or less, still more preferably 400 cc/(m ² ·24 h·atm), particularly preferably 300 cc /(m ² ·24 h · atm) or less. When the oxygen permeability is at most the above upper limit, it is possible to effectively suppress the deterioration of the performance of the polarizing plate due to oxygen, and the deterioration of the performance of the retardation film and the display element of the device including the laminate, so that the oxygen barrier property and the display device are excellent. It can be compatible with weather resistance. Furthermore, it is easy to improve the heat resistance of the laminate. The oxygen permeability can be measured according to JIS K 7126-1 (differential pressure method), for example, by the method described in Examples.

In a preferred embodiment of the invention, the laminate of the invention can have excellent flexibility. The laminate of the present invention preferably does not crack when bent with a bending radius of 3 mm in a mandrel test. Particularly preferably, cracks do not occur even when bent with a bending radius of 1 mm. Since the laminate of the present invention has such excellent flexibility, it can be used for flexible displays.

In a preferred embodiment of the present invention, the laminate of the present invention preferably has a pencil hardness of H or higher, more preferably 2H or higher, and even more preferably 3H or higher. Since the laminate of the present invention has such excellent surface hardness, it is possible to effectively suppress scratches on the surface of the laminate or the device including the laminate.

[Laminate production method]
The laminate of the present invention can be produced by laminating the front plate on one side of the polarizing plate by a conventional method. In addition, the functional layer and the primer layer may be laminated at arbitrary positions by a conventional method. An example of a method for producing a laminate having polarizing plate/hard coat layer/base material layer/gas barrier layer in this order, which is a preferred embodiment of the present invention, is shown below.

In a preferred embodiment of the invention, the laminate of the invention is prepared, for example, by the following steps:
(a) A step of applying the curable composition (X) on one side of the substrate layer and the curable composition (Y) on the other side to form a coating film (when referred to as a coating film forming step) there is)
(b) A step of irradiating each coating film formed in step (a) with high-energy rays to cure the coating film to form a laminate comprising a hard coat layer/base layer/gas barrier layer (curing process)
(c) a step of laminating or laminating the laminate consisting of the hard coat layer/base material layer/gas barrier layer obtained in step (b) onto a polarizing plate (laminating step);
can be manufactured by

In the coating film forming step, each of the curable composition (X) and the curable composition (Y) dissolved in a solvent may be applied to the substrate. As the solvent, those exemplified in the section of the gas barrier layer can be appropriately used.

The coating film formed on the substrate layer may be dried. The coating film can be dried by evaporating the solvent at a temperature of 50° C. to 150° C., and the drying time is usually 30 seconds to 180 seconds. Drying may be carried out under atmospheric conditions, an inert atmosphere, or under reduced pressure.

Moreover, you may provide the extending|stretching process of extending|stretching a base material layer after a coating film formation process. The stretching may be uniaxial stretching or biaxial stretching, but from the viewpoint of in-plane retardation distribution uniformity, the substrate layer is preferably stretched by uniaxial stretching. In the case of biaxial stretching, the biaxial stretching may be simultaneous biaxial stretching or sequential biaxial stretching.

In the curing step, the coating film is irradiated with high energy rays (for example, active energy rays) to cure the coating film and form a layer (cured film). The irradiation intensity is appropriately determined according to the composition of the curable composition and is not particularly limited, but irradiation in a wavelength range effective for activating the photocationic polymerization initiator and the photoradical polymerization initiator is preferred. The irradiation intensity is preferably 0.1 to 6000 mW/cm ² , more preferably 10 to 1000 mW/cm ² and even more preferably 20 to 500 mW/cm ² . When the irradiation intensity is within the above range, an appropriate reaction time can be secured, and yellowing and deterioration of the resin due to heat radiated from the light source and heat generated during the curing reaction can be suppressed. The irradiation time may be appropriately selected depending on the composition of the curable composition, and is not particularly limited, but the integrated amount of light represented as the product of the irradiation intensity and the irradiation time is preferably 10 to 10000 mJ/cm ² . , more preferably 50 to 1000 mJ/cm ² , more preferably 80 to 500 mJ/cm ² . When the integrated amount of light is within the above range, a sufficient amount of active species derived from the photocationic polymerization initiator or the photoradical polymerization initiator can be generated, and the curing reaction can be progressed more reliably, and the irradiation time is long. It does not become too much, and good productivity can be maintained. Moreover, it is useful because the hardness of the cured film can be further increased by passing through the irradiation step in this range.

In the lamination step, when the polarizing plate is formed of a coating-type polarizer, an alignment film is formed on the hard coat layer of the laminate consisting of the hard coat layer/base layer/gas barrier layer. A polarizing plate may be laminated by applying a polarizer-forming composition containing a polymerizable liquid crystal compound, a dichroic dye, etc. to the substrate and curing the composition. Alternatively, a laminate consisting of hard coat layer/base material layer/gas barrier layer may be attached to one surface of the polarizing plate by a conventional method, for example, via an adhesive.

[device]
The present invention includes a device including the laminate. The device of the present invention has a form in which the polarizing plate side of the laminate is laminated or bonded to an optical member of an image display device, such as a retardation film, a display element, a touch sensor film, or the like. In a preferred embodiment, a device can be obtained by disposing a pressure-sensitive adhesive layer on the polarizing plate side of the laminate and laminating or bonding the pressure-sensitive adhesive layer to the optical member. Since the device of the present invention includes the laminate, it has excellent heat resistance. Additionally, the device of the present invention can also have excellent oxygen barrier properties and weatherability. FIG. 1 is a schematic cross-sectional view showing an example of the layer structure of the device of the present invention. The device 1 shown in FIG. 1 has a structure of gas barrier layer 2/base layer 3/hard coat layer 4/polarizing plate 5/adhesive layer 6/retardation film 7 in order from the surface side (viewing side).

The gas barrier layer 2, base layer 3, hard coat layer 4, polarizing plate 5, and adhesive layer 6 are the same as the gas barrier layer, base layer, hard coat layer, polarizing plate, and adhesive layer described above. be. The retardation film 7 may be the same as the retardation film described in the <polarizing layer> section, or may be a commonly used stretched film.

Such a device can be used as an image display device. Examples of image display devices include televisions, smartphones, mobile phones, car navigation systems, tablet PCs, mobile game machines, electronic paper, indicators, bulletin boards, watches, and wearable devices such as smart watches.

[Flexible image display device]
The laminate of the present invention has excellent flexibility. Therefore, the laminate of the present invention is useful as a laminate for a flexible image display device (sometimes referred to as a laminate for a flexible image display device). The present invention also includes a flexible image display device having a laminate for a flexible image display device. In one embodiment of the present invention, the flexible image display device comprises a flexible image display device laminate and an organic EL display panel, and the flexible image display device laminate is arranged on the viewing side of the organic EL display panel. and is configured to be bendable. The laminate for a flexible image display device may contain a front plate, a polarizing plate, and a touch sensor, and the order of lamination thereof is arbitrary. It is preferable that the face plate, the touch sensor, and the polarizing plate are laminated in this order. When the polarizing plate is present on the viewing side of the touch sensor, the pattern of the touch sensor becomes less visible and the visibility of the displayed image is improved, which is preferable. Each member can be laminated using an adhesive, a pressure-sensitive adhesive, or the like. Also, a light shielding pattern may be formed on at least one surface of any one of the layers of the front plate, the polarizing plate, and the touch sensor.

[Touch sensor]
A laminate of the present invention can include a touch sensor as described above. A touch sensor is used as an input means. Various types of touch sensors have been proposed, such as a resistive film type, a surface acoustic wave type, an infrared type, an electromagnetic induction type, and an electrostatic capacity type, and any type may be used. Among them, the capacitance method is preferable. A capacitive touch sensor is divided into an active area and a non-active area located outside the active area. The active area is an area corresponding to the area (display part) where the screen is displayed on the display panel, and is an area where a user's touch is sensed. display area). The touch sensor comprises a flexible substrate; a sensing pattern formed in an active area of the substrate; and a touch sensor formed in a non-active area of the substrate and connected to an external driving circuit through the sensing pattern and pad portions. can include each sensing line for As the flexible substrate, the same material as the transparent substrate of the window can be used. The substrate of the touch sensor preferably has a toughness of 2,000 MPa % or more from the viewpoint of suppressing cracks in the touch sensor. More preferably, the toughness may be 2,000 MPa% to 30,000 MPa%.

The sensing patterns may include first patterns formed in a first direction and second patterns formed in a second direction. The first pattern and the second pattern are arranged in different directions. The first pattern and the second pattern are formed in the same layer, and each pattern should be electrically connected to sense a touched point. The first pattern has a form in which each unit pattern is connected to each other through a joint, but the second pattern has a structure in which each unit pattern is separated from each other in an island form. A separate bridge electrode is required for connection. A known transparent electrode material can be applied to the sensing pattern. For example, indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), indium zinc tin oxide (IZTO), cadmium tin oxide (CTO), PEDOT (poly(3,4- ethylenedioxythiophene), carbon nanotube (CNT), graphene, metal wire, etc., and these can be used alone or in combination of two or more. Preferably ITO can be used. The metal used for the metal wire is not particularly limited, and examples thereof include silver, gold, aluminum, copper, iron, nickel, titanium, ruthenium and chromium. These can be used alone or in combination of two or more.

A bridge electrode may be formed on the insulating layer above the sensing pattern via an insulating layer, and the bridge electrode may be formed on the substrate, and the insulating layer and the sensing pattern may be formed thereon. The bridge electrodes may be made of the same material as the sensing pattern, such as metals such as molybdenum, silver, aluminum, copper, palladium, gold, platinum, zinc, tin, titanium, or alloys of two or more thereof. You can also Since the first pattern and the second pattern should be electrically insulated, an insulating layer is formed between the sensing pattern and the bridge electrode. The insulating layer may be formed only between the joints and the bridge electrodes of the first pattern, or it may be formed in a structure of layers covering the sensing pattern. In the latter case, the bridge electrode can connect the second pattern through a contact hole formed in the insulating layer. The touch sensor is characterized by the difference in transmittance between patterned areas and non-patterned areas, specifically the difference in optical transmission induced by the difference in refractive index in these areas. An optical adjustment layer may be further included between the substrate and the electrode as a means for properly compensating for the difference, and the optical adjustment layer may include an inorganic insulating material or an organic insulating material. The optical adjustment layer may be formed by coating a photocurable composition containing a photocurable organic binder and a solvent on a substrate. The photocurable composition may further include inorganic particles. The inorganic particles may increase the refractive index of the optical adjustment layer.

The photocurable organic binder may include, for example, copolymers of monomers such as acrylate-based monomers, styrene-based monomers, and carboxylic acid-based monomers. The photocurable organic binder may be, for example, a copolymer containing different repeating units such as epoxy group-containing repeating units, acrylate repeating units, and carboxylic acid repeating units. The inorganic particles can include, for example, zirconia particles, titania particles, alumina particles, and the like. The photocurable composition may further include additives such as a photopolymerization initiator, a polymerizable monomer, and a curing aid.

[Shading pattern]
The light shielding pattern can be applied as at least part of a bezel or housing of the flexible image display device. The visibility of the image is improved by hiding the wiring arranged at the peripheral portion of the flexible image display device by the light shielding pattern and making it difficult to see. The light shielding pattern may be in the form of a single layer or multiple layers. The color of the light-shielding pattern is not particularly limited, and includes various colors such as black, white, and metallic color. The light-shielding pattern may be formed of pigments for realizing colors and polymers such as acryl-based resin, ester-based resin, epoxy-based resin, polyurethane, and silicone. These may be used singly or as a mixture of two or more. The light-shielding pattern can be formed by various methods such as printing, lithography, and inkjet. The thickness of the light shielding pattern may be 1 μm to 100 μm, preferably 2 μm to 5 μm. It is also preferable to impart a shape such as an inclination in the thickness direction of the light pattern.

EXAMPLES The present invention will be described in more detail below with reference to examples and comparative examples, but the present invention is not limited to these examples. Hereinafter, parts and percentages representing amounts used and contents are based on mass unless otherwise specified.

(1) Oxygen permeability of the front plate In accordance with JIS K 7126-1 (differential pressure method), using a differential pressure type gas permeability measuring device "GTR-30AS type" (manufactured by GTR Tech Co., Ltd.), Examples and The oxygen permeability [cc/(m ² ·24h·atm)] of the front plate obtained in the comparative example was measured.

(2) Moisture Permeability of Front Panel Based on JIS Z 0208, the moisture permeability of the front panels obtained in Examples and Comparative Examples was measured. The temperature and humidity conditions were set at 40 degrees and 90% RH.

(3) Heat resistance test The laminates obtained in Examples and Comparative Examples were placed in an oven at a temperature of 85°C for 240 hours. Before and after being placed in an oven, the visibility correction polarization degree (Py) (%) and the visibility correction single transmittance (Ty) (%) of each laminate were measured. The degree of change Δ (%) in polarization performance was calculated according to the following formula.
Degree of change Δ=(ΔPy ² +ΔTy ² ) ^1/2
ΔPy = Py after test - Py before test
ΔTy = Ty after test - Ty before test

(4) Light Resistance Test The laminates obtained in Examples and Comparative Examples were irradiated with light under the following conditions. Before and after the light irradiation, the luminosity correction polarization degree (Py) (%) and the luminosity correction single transmittance (Ty) (%) of each laminate were measured. The degree of change Δ (%) in polarization performance was calculated according to the following formula.
Degree of change Δ=(ΔPy ² +ΔTy ² ) ^1/2
ΔPy = Py after test - Py before test
ΔTy = Ty after test - Ty before test
Light irradiation conditions are as follows.
Equipment used: Suntest XLS+ manufactured by ATLAS
Light source used: Xenon arc lamp Exposure amount: 96120 kJ/m ²
Time: 100 hours Temperature: 45°C

(5) Absorbance ratio For the front plates obtained in Examples and Comparative Examples, the absorbance (A ₄₃₀ ) (Abs) at a wavelength of 405 nm and the absorbance at a wavelength of 405 nm (A 430 ) (Abs) The absorbance (A ₄₀₅ ) (Abs) was measured, and the absorbance ratio (A ₄₀₅ /A ₄₃₀ ) was calculated.

(6) Flexibility test The laminates obtained in Examples and Comparative Examples were cut into 1 cm x 8 cm to obtain measurement samples. A measurement sample is wound on each roll of 2 mm (radius R = 1 mm) with the C-POL laminated surface facing inward (in-folding) and outward (out-folding), and the operation of undoing is performed continuously 10 times. rice field.
Flexibility was determined as follows based on the presence or absence of cracks in the cured film. The determination results are shown in Tables 1 and 2.
(Determination of Flexibility)
O: No cracks occurred, and the appearance was good.
Δ: 1 to 4 cracks were generated.
In addition, for the laminate obtained in the example, when the measurement sample was wound on each roll of 4 mm (radius R = 2 mm) and the unfolding operation was performed continuously 10 times, both in-folding and out-folding Appearance was good.

（Ａ－６） ９０部<Preparation of polarizer-forming composition>
The following components were mixed and stirred at 80° C. for 1 hour to obtain a polarizer-forming composition. As the dichroic dye, an azo dye described in Examples of JP-A-2013-101328 was used.
・Polymerizable liquid crystal compound:

(A-6) 90 copies

(Ａ－７) １０部

(A-7) 10 copies

（二色性色素 Ａ） ２．５部・Dichroic dye:
azo dyes;

(Dichroic dye A) 2.5 parts

（二色性色素 Ｂ） ２．５部

(Dichroic dye B) 2.5 parts

（二色性色素 Ｃ） ２．５部

(Dichroic dye C) 2.5 parts

・Polymerization initiator:
2-dimethylamino-2-benzyl-1-(4-morpholinophenyl)butan-1-one (Irgacure 369; manufactured by Ciba Specialty Chemicals Co., Ltd.) 6 parts Leveling agent:
Polyacrylate compound (BYK-361N; manufactured by BYK-Chemie) 1.2 parts Solvent:
o-xylene 400 parts

２部
・溶剤：
ｏ－キシレン ９８部<Preparation of Alignment Film Forming Composition>
A composition for forming a photo-alignment film was obtained by mixing the following components described in JP-A-2013-033249 and stirring the resulting mixture at 80° C. for 1 hour.
・Photo-alignable polymer:

2 parts, solvent:
o-xylene 98 parts

[1] Example 1
[1-1] Preparation of composition for forming hard coat layer 2.0 parts by mass of dendrimer acrylate (Miramer SP1106, Miwon Specialty Chemical Co., Ltd.) having 18-functional acryloyl groups (sometimes referred to as acrylic groups), hexafunctional acrylic 10.0 parts by mass of urethane acrylate having a group (Miramer PU-620D, Miwon Specialty Chemical Co.), 8 parts by mass of an acrylate monomer having a trifunctional acrylic group (M340, Miwon Specialty Chemical Co.), a photopolymerization initiator (Irgacure ( Registered trademark) 184, manufactured by BASF) 2 parts by mass, and a leveling agent (BYK-UV3530, BYK-Chemie Japan Co., Ltd.) 0.1 parts by mass are dissolved in 70 parts by mass of methyl ethyl ketone (MEK), stirred and mixed, and hardened. A coating layer-forming composition A was obtained.

[1-2] Fabrication of front plate A polyethylene terephthalate film was prepared as a base layer. The thickness of the base material layer was 50 μm.

The hard coat layer-forming composition A was applied to one surface of the substrate layer to form a coating film. The coating film was dried at a temperature of 80° C. for 5 minutes, and was irradiated with ultraviolet light with an integrated light amount of 500 mJ/cm ² (wavelength of 365 nm) using an ultraviolet irradiation device (SPOT CURE SP-7, manufactured by Ushio Inc.) to harden the film. A coat layer was formed. Incidentally, the thickness of the hard coat layer was 10.0 μm. In this manner, a front plate comprising a hard coat layer and a base material layer was obtained.

[1-3] Production of Laminate After corona treatment was applied to the surface of the hard coat layer of the front panel, an alignment film-forming composition was applied and dried at 120° C. for 1 minute to obtain a dry film. A photo-alignment film was formed by irradiating polarized UV onto this dried film to obtain a film with a photo-alignment film. The polarized UV treatment was performed using a UV irradiation device (SPOT CURE SP-7; manufactured by Ushio Inc.) under conditions such that the integrated amount of light measured at a wavelength of 365 nm was 100 mJ/cm ² .

On the alignment film, the composition for forming a polarizer is applied and dried by heating in a drying oven at 120° C. for 1 minute to cause a phase transition of the polymerizable liquid crystal compound to a liquid phase, and then cooled to room temperature for the polymerization. liquid crystal compounds were phase-transitioned to a smectic liquid crystal state. Next, using a UV irradiation device (SPOT CURE SP-7; manufactured by Ushio Inc.), the layer formed from the composition for forming a polarizing film is irradiated with ultraviolet rays at an exposure amount of 1000 mJ/cm ² (365 nm standard). Thus, the polymerizable liquid crystal compound contained in the dry film was polymerized while maintaining the smectic liquid crystal state of the polymerizable liquid crystal compound, and a polarizer was formed from the dry film. Thus, a laminate was produced in which the polarizer, the hard coat layer, and the substrate layer were laminated in this order.

[2] Example 2
A laminate was produced in the same manner as in Example 1, except that a polyethylene naphthalate film was used as the substrate layer. This base layer had a thickness of 25 μm.

[3] Example 3
A laminate was produced in the same manner as in Example 1, except that a cyclic olefin resin film was used as the substrate layer. This base layer had a thickness of 23 μm.

[4] Example 4
A triacetyl cellulose film was prepared as a base layer. The thickness of the base material layer was 25 μm.

The hard coat layer-forming composition A was applied to one surface of the substrate layer to form a coating film. The coating film was dried at a temperature of 80° C. for 5 minutes, and was irradiated with ultraviolet light with an integrated light amount of 500 mJ/cm ² (wavelength of 365 nm) using an ultraviolet irradiation device (SPOT CURE SP-7, manufactured by Ushio Inc.) to harden the film. A coat layer was formed. Further, the hard coat layer-forming composition A was applied to the other surface of the substrate layer in the same manner and cured in the same manner as described above to form a hard coat layer (gas barrier layer). The thickness of each hard coat layer was 10.0 μm. In this way, a front plate comprising a hard coat layer, a substrate layer and a gas barrier layer was obtained.

A polarizer was formed on the hard coat layer of the front plate in the same manner as in Example 1 to obtain a laminate. The laminate had a polarizer, a hard coat layer, a substrate layer and a gas barrier layer laminated in this order.

[5] Example 5
A triacetyl cellulose film having a retardation value in the thickness direction of approximately 0 nm was prepared as a base layer. The thickness of the base material layer was 25 μm. A laminate was produced in the same manner as in Example 4, except that this base layer was used.

[6] Example 6
[6-1] Preparation of composition for forming hard coat layer 18 parts by mass of urethane acrylate having a hexafunctional acrylic group (Miramer PU-620D, Miwon Specialty Chemical), an acrylate monomer having a trifunctional acrylic group (M340, Miwon Specialty Chemical Co.) 10 parts by weight, a photopolymerization initiator (Irgacure (registered trademark) 184, manufactured by BASF) 2 parts by weight, and a leveling agent (BYK-UV3530, BYK-Chemie Japan Co., Ltd.) 0.1 parts by weight, It was dissolved in 70 parts by mass of methyl ethyl ketone (MEK) and mixed with stirring to obtain a composition B for forming a hard coat layer.

[6-2] Fabrication of front plate A triacetyl cellulose film was prepared as a base layer. The thickness of the base material layer was 25 μm.

The hard coat layer-forming composition B was applied to one surface of the substrate layer to form a coating film. The coating film was dried at a temperature of 80° C. for 5 minutes, and was irradiated with ultraviolet light with an integrated light amount of 500 mJ/cm ² (wavelength of 365 nm) using an ultraviolet irradiation device (SPOT CURE SP-7, manufactured by Ushio Inc.) to harden the film. A coat layer was formed. Incidentally, the thickness of the hard coat layer was 10.0 μm. In this manner, a front plate comprising a hard coat layer and a base material layer was obtained.

[6-3] Production of Laminate A polarizer was formed on the hard coat layer in the same manner as in Example 1. Thus, a laminate was produced in which the polarizer, the hard coat layer, and the substrate layer were laminated in this order.

[7] Example 7
A triacetyl cellulose film having a retardation value in the thickness direction of approximately 0 nm was prepared as a base layer. The thickness of the base material layer was 25 μm. A laminate was produced in the same manner as in Example 6, except that this base material layer was used.

[8] Example 8
[8-1] Preparation of composition for forming hard coat layer Tetrafunctional acrylate (A-TMMT: pentaerythritol tetraacrylate, manufactured by Shin-Nakamura Chemical Co., Ltd.) 24.4 parts by mass, trifunctional acrylate (A-TMPT: trifunctional Methylolpropane triacrylate, manufactured by Shin-Nakamura Chemical Co., Ltd.) 48.8 parts by mass, bifunctional acrylate (A-400 polyethylene glycol # 400 diacrylate, manufactured by Shin-Nakamura Chemical Co., Ltd.) 24.4 parts by mass, photopolymerization initiation Agent (Irgacure (registered trademark) 184, manufactured by BASF) 1.61 parts by weight, and a photopolymerization initiator (Irgacure (registered trademark) 819, manufactured by BASF) 0.73 parts by weight are dissolved in propylene glycol monomethyl ether. They were stirred and mixed to obtain a composition C for forming a hard coat layer.

[8-2] Preparation of front plate A solution containing polyimide “KPI-MX300F (100)” manufactured by Kawamura Sangyo Co., Ltd., Sumisorb 340 (ultraviolet absorber), and γ-butyrolactone is cast to form a base layer. was made. The amount of the ultraviolet absorber was 3 parts by mass with respect to 100 parts by mass of polyimide. The thickness of the base material layer was 50 μm.

On one surface of the substrate layer, the hard coat layer-forming composition C was applied with a bar coater and cured by irradiation with ultraviolet rays to form a hard coat layer. Incidentally, the thickness of the hard coat layer was 10.0 μm. In this manner, a front plate comprising a hard coat layer and a base material layer was obtained.

[8-3] Production of Laminate In the same manner as in Example 1, a polarizer was formed on the hard coat layer. Thus, a laminate was produced in which the polarizer, the hard coat layer and the substrate layer were laminated in this order.

[9] Example 9
[9-1] Preparation of composition for forming gas barrier layer Tetrafunctional acrylate (manufactured by Shin-Nakamura Chemical Co., Ltd., A-TMMT, pentaerythritol tetraacrylate) 18.9 parts by mass, trifunctional acrylate (Shin-Nakamura Chemical Co., Ltd. A-TMPT: trimethylolpropane triacrylate) 9.5 parts by mass, biscyclic ether compound (Celoxide 2021P: 3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexane carboxylate, manufactured by Daicel Corporation) 9.5 Parts by mass, radically polymerizable cyclic ether compound (manufactured by Daicel Corporation, Cychroma-M100: 3,4-epoxycyclohexylmethyl methacrylate) 18.9 parts by mass, acryloyl-modified silica particles (manufactured by Nissan Chemical Industries, Ltd., PGM-2140Y , Average particle size 10 to 15 nm) 40 parts by mass, photocationic polymerization initiator (Irgacure (registered trademark) 250, manufactured by BASF, (4-methylphenyl) [4-(2-methylpropyl) phenyl] iodonium hexafluorophosphate and a 3:1 (mass ratio) mixture of propylene carbonate) 1.0 parts by mass, a photoradical polymerization initiator (Irgacure (registered trademark) 184, manufactured by BASF) 2.2 parts by mass, and a leveling agent (Bik-Chemie Co., Ltd. 0.1 parts by weight of "BYK-307", a silicon-based leveling agent manufactured by Japan Co., Ltd.) was dissolved in propylene glycol monomethyl ether and mixed with stirring to obtain a composition for forming a gas barrier layer.

[9-2] Preparation of composition for forming hard coat layer Tetrafunctional acrylate (A-TMMT: pentaerythritol tetraacrylate, manufactured by Shin-Nakamura Chemical Co., Ltd.) 23.8 parts by mass, trifunctional acrylate (A-TMPT: trifunctional Methylolpropane triacrylate, manufactured by Shin-Nakamura Chemical Co., Ltd.) 47.6 parts by mass, bifunctional acrylate (A-400 polyethylene glycol # 400 diacrylate, manufactured by Shin-Nakamura Chemical Co., Ltd.) 23.8 parts by mass, UV absorber (synthesized with reference to JP-A-2017-120430) 2.43 parts by weight, photopolymerization initiator (Irgacure (registered trademark) 184, manufactured by BASF) 1.57 parts by weight, photopolymerization initiator (Irgacure (registered 0.71 part by mass of 819 (trademark) manufactured by BASF) was dissolved in propylene glycol monomethyl ether and mixed with stirring to obtain a composition D for forming a hard coat layer.

The above ultraviolet absorber is a compound represented by formula (I-II), wherein R ^4-1 is a 2-ethylhexyl group.

[9-2] Preparation of front plate A solution containing polyimide “KPI-MX300F (100)” manufactured by Kawamura Sangyo Co., Ltd., Sumisorb 340 (ultraviolet absorber), and γ-butyrolactone is cast to form a base layer. was made. The amount of the ultraviolet absorber was 3 parts by mass with respect to 100 parts by mass of polyimide. The thickness of the base material layer was 50 μm.

The hard coat layer-forming composition D was applied to one surface of the base material layer, and the gas barrier layer-forming composition was applied to the other surface of the substrate layer, respectively, using a bar coater, followed by drying at 80° C. for 3 minutes. The coating film was cured by irradiating it with ultraviolet light (high-pressure mercury lamp: cumulative light intensity of 500 mJ/cm ² , irradiation intensity of 200 mW/cm ² ) in a nitrogen atmosphere. In this way, a front plate comprising a hard coat layer, a substrate layer and a gas barrier layer was obtained. The thickness of the hard coat layer was 6 μm, and the thickness of the gas barrier layer was 16 μm.

[9-3] Production of Laminate A polarizer was formed on the hard coat layer in the same manner as in Example 1. Thus, a laminate was produced in which the polarizer, the hard coat layer, the substrate layer, and the gas barrier layer were laminated in this order.

[10] Example 10
[10-1] Preparation of composition for forming hard coat layer Tetrafunctional acrylate (A-TMMT: pentaerythritol tetraacrylate, manufactured by Shin-Nakamura Chemical Co., Ltd.) 22.5 parts by mass, trifunctional acrylate (A-TMPT: trifunctional Methylolpropane triacrylate, manufactured by Shin-Nakamura Chemical Co., Ltd.) 44.9 parts by mass, bifunctional acrylate (A-400 polyethylene glycol # 400 diacrylate, manufactured by Shin-Nakamura Chemical Co., Ltd.) 22.5 parts by mass, UV absorber (Carboprotect, manufactured by BASF) 8.0 parts by weight, photopolymerization initiator (Irgacure (registered trademark) 184, manufactured by BASF) 1.48 parts by weight, photopolymerization initiator (Irgacure (registered trademark) 819, manufactured by BASF) ) was dissolved in propylene glycol monomethyl ether and mixed with stirring to obtain a composition E for forming a hard coat layer.

[10-2] Preparation of front plate A solution containing polyimide "KPI-MX300F (100)" manufactured by Kawamura Sangyo Co., Ltd., Sumisorb 340 (ultraviolet absorber), and γ-butyrolactone is cast to form a base layer. was made. The amount of the ultraviolet absorber was 3 parts by mass with respect to 100 parts by mass of polyimide. The thickness of the base material layer was 50 μm.

The hard coat layer-forming composition E was applied to one surface of the substrate layer, and the gas barrier layer-forming composition was applied to the other surface of the substrate layer, respectively, using a bar coater, followed by drying at 80° C. for 3 minutes. The coating film was cured by irradiating it with ultraviolet light (high-pressure mercury lamp: cumulative light intensity of 500 mJ/cm ² , irradiation intensity of 200 mW/cm ² ) in a nitrogen atmosphere. In this way, a front plate comprising a hard coat layer, a substrate layer and a gas barrier layer was obtained. The thickness of the hard coat layer was 10 μm, and the thickness of the gas barrier layer was 16 μm.

[10-3] Production of Laminate A polarizer was formed on the hard coat layer in the same manner as in Example 1. Thus, a laminate was produced in which the polarizer, the hard coat layer, the substrate layer, and the gas barrier layer were laminated in this order.

[11] Example 11
A laminate was produced in the same manner as in Example 10, except that no gas barrier layer was formed. The laminate had a polarizer, a hard coat layer, and a substrate layer laminated in this order.

[12] Example 12 (reference example)
A laminate was produced in the same manner as in Example 8, except that the polarizer layer was formed on the base material layer. The laminate had a polarizer, a substrate layer and a hard coat layer (gas barrier layer) laminated in this order.

[13] Example 13 (reference example)
[13-1] Preparation of composition for forming gas barrier layer Composition D for forming a hard coat layer was used as a composition for forming a gas barrier layer.

[13-2] Preparation of front plate A solution containing polyimide "KPI-MX300F (100)" manufactured by Kawamura Sangyo Co., Ltd., Sumisorb 340 (ultraviolet absorber), and γ-butyrolactone is cast to form a base layer. was made. The thickness of the base material layer was 50 μm.

One surface of the substrate layer was coated with the gas barrier layer-forming composition using a bar coater, and cured by irradiation with ultraviolet rays to form a gas barrier layer. Incidentally, the thickness of the gas barrier layer was 10.0 μm. In this way, a front plate comprising a gas barrier layer and a base material layer was obtained.

[13-3] Production of Laminate A polarizer was formed on the substrate layer in the same manner as in Example 1. Thus, a laminate was produced in which the polarizer, the substrate layer and the gas barrier layer were laminated in this order.

[14] Comparative Example 1
A laminate was produced in the same manner as in Example 4, except that the hard coat layer and the gas barrier layer were not formed. The laminate was a laminate of a polarizer and a substrate layer.

[15] Comparative Example 2
A laminate was produced in the same manner as in Example 5, except that the hard coat layer and the gas barrier layer were not formed. The laminate was a laminate of a polarizer and a substrate layer.

Regarding the laminates produced in Examples 1 to 13 and Comparative Examples 1 and 2, the oxygen permeability measurement of the front plate, the absorbance measurement of the front plate, the heat resistance test of the laminate, the light resistance test of the laminate, and the lamination A body flexibility test was performed and the results are shown in Tables 1 and 2. In Tables 1 and 2, the composition in the gas barrier layer column indicates the composition forming the gas barrier layer, and the composition in the hard coat layer column indicates the composition forming the hard coat layer. GB indicates a composition for forming a gas barrier layer, HC, A indicates a composition A for forming a hard coat layer, HC, B indicates a composition B for forming a hard coat layer, and HC, C indicates a composition for forming a hard coat layer. Composition C is shown, HC, D shows hard coat layer forming composition D, and HC, E shows hard coat layer forming composition E. UVA (1) indicates the ultraviolet absorber "Sumisorb 340", UVA (2) indicates the compound represented by the formula (I-II) in which R ^4-1 is a 2-ethylhexyl group, UVA (3) An ultraviolet absorber "Carboprotect" is indicated, PET indicates a polyethylene terephthalate film, PEN indicates a polyethylene naphthalate film, COP indicates a cyclic olefin resin film, TAC indicates a triacetyl cellulose film, and Z-TAC indicates thickness. A triacetyl cellulose film with a directional retardation value of approximately 0 nm is indicated, and PI indicates the polyimide “KPI-MX300F (100)”. Coating type in the polarizing plate column indicates the coating type polarizer used in each example and comparative example. Δ indicates the degree of change Δ in polarization performance.

As shown in Tables 1 and 2, the laminates obtained in Examples 1 to 13, which include a front plate having an oxygen permeability of 1300 cc/(m ² · 24 h · atm) or less, have an oxygen permeability of the front plate. ΔPy, ΔTy and changes in ΔPy, ΔTy and change even after being placed in a high temperature environment compared to those obtained in Comparative Examples 1 and 2, which include a front plate with a permeability greater than 1300 cc/(m ² 24 h atm) The value of degree Δ was small. Therefore, it was found that the laminate of the present invention can effectively suppress deterioration in polarizing performance even when exposed to a high-temperature environment, and has excellent heat resistance.

DESCRIPTION OF SYMBOLS 1... Device, 2... Gas barrier layer, 3... Base material layer, 4... Hard-coat layer, 5... Polarizing plate, 6... Adhesive layer, 7... Retardation film

Claims (17)

A polarizing plate and a front plate laminated on one side of the polarizing plate,
The front plate includes a base material layer and a hard coat layer,
The substrate layer contains a cellulose-based polymer, a cyclic olefin-based polymer, a polyester-based polymer, a polyimide-based polymer, or a polyamide-based polymer, and has a thickness of 20 to 200 μm,
The hard coat layer is disposed between the substrate layer and the polarizing plate and adjacent to the substrate layer, and the hard coat layer has two or more (meth)acryloyl groups in the molecule. including a cured product of a curable composition containing a polyfunctional (meth)acrylate compound, the hard coat layer having a thickness of 3 to 15 μm,
A laminate in which the front panel has an oxygen permeability of 1300 cc/(m ² ·24 h·atm) or less as measured according to JIS K 7126-1 (differential pressure method) . The laminate according to claim 1, wherein the hard coat layer contains a first ultraviolet absorber. 3. The laminate according to claim 1, wherein the polarizing plate includes a polarizer, and the polarizer includes a layer in which a polymerizable liquid crystal compound is cured. 4. The laminate according to claim 3, wherein the polarizing plate includes a retardation film, the retardation film is disposed on the opposite side of the polarizer to the front plate side, and includes a layer in which the polymerizable liquid crystal compound is cured. 5. The front plate according to claim 1, wherein the ratio (A ₄₀₅ /A ₄₃₀ ) of the absorbance (A ₄₀₅ ) at a wavelength of 405 nm to the absorbance (A ₄₃₀ ) at a wavelength of 430 nm is 3.00 or more. laminate. The laminate according to claim 1 or 2, wherein the front plate includes a gas barrier layer on the surface of the base material layer opposite to the hard coat layer side. 7. The laminate according to claim 6, wherein at least one of the base material layer and the gas barrier layer contains a second ultraviolet absorber. The laminate according to claim 6 or 7, wherein the gas barrier layer is a cured product of a curable composition containing a polyfunctional (meth)acrylate monomer (A) and a cationic polymerizable monomer (B). 9. The laminate according to claim 8, wherein the cationic polymerizable monomer (B) contains a cyclic ether compound (B-1) having one or more epoxy groups and/or one or more oxetanyl groups. 10. The laminate according to claim 9, wherein the cyclic ether compound (B-1) comprises a biscyclic ether compound (B-1-1) having two or more epoxy groups and/or two or more oxetanyl groups. The laminate according to claim 9 or 10, wherein the cyclic ether compound (B-1) contains a radically polymerizable cyclic ether compound (B-1-2). The content of the radically polymerizable cyclic ether compound (B-1-2) is 1 to 10 parts by mass with respect to 1 part by mass of the biscyclic ether compound (B-1-1), according to claim 11. laminate. The laminate according to any one of claims 2 to 12, wherein the first ultraviolet absorber is a compound represented by formula (I).

(In formula (I), A represents a methylene group, a secondary amino group, an oxygen atom or a sulfur atom; R ¹ represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; methylene groups, at least one of the methylene groups may be substituted with an oxygen atom or a sulfur atom, and R ² and R ³ are each independently a hydrogen atom or a C 1-12 represents an alkyl group, and R ⁴ is an alkyl group having 3 to 50 carbon atoms or an alkyl group having 3 to 50 carbon atoms having at least one methylene group, at least one of which is substituted with an oxygen atom; A substituent may be bonded to the carbon atom on the alkyl group, X ¹ represents an electron-withdrawing group, Y ¹ represents -CO-, -COO-, -OCO- , —O—, —S—, —NR ⁵ —, —NR ⁶ CO—, or —CONR ⁷ —, wherein R ⁵ , R ⁶ and R ⁷ each independently represent a hydrogen atom having 1 to 6 alkyl group or phenyl group) The laminate according to any one of claims 1 to 13, comprising a touch sensor. The laminate according to any one of claims 1 to 14, for flexible image display devices. A device comprising a laminate according to any one of claims 1-15. A flexible image display device comprising the laminate according to claim 15 .

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