JP2023067012A - Antistatic curable composition, cured product, laminate, polarizer protection film and polarizing plate - Google Patents

Abstract

To provide a curable composition that can form a high refractive index hard coat layer having excellent antistatic properties and transparency, a polarizer protection film composed of a laminate having a hard coat layer comprising a cured product of the curable composition on a base film surface, and a polarizing plate formed by bonding the polarizer protection film to a polarizer.SOLUTION: A curable composition comprises two or more components (A) illustrated below, and a component (B) illustrated below. The components (A): compounds each comprising at least an aromatic ring structure and a methacryloyl group, and having a refractive index of 1.50-1.70. The component (B): a methacrylic polymer comprising an ionic group in each molecule.SELECTED DRAWING: None

Description

The present invention relates to curable compositions. More particularly, the present invention relates to a curable composition suitable as a high refractive index hard coating material for antireflection films.

In general, displays are used in an environment where external light or the like is incident regardless of whether they are used indoors or outdoors. The incident light such as external light is specularly reflected on the surface of the display or the like, and the resulting reflected image is mixed with the displayed image, thereby degrading the screen display quality. Therefore, it is required to provide the display surface and the like with an antireflection function.
In addition, the display surface is required to have antistatic properties in order to prevent contamination due to adhesion of dust and the like, and to prevent the influence inside the display due to electrification of the display surface.

In general, the antireflection function is achieved by forming a multi-layered antireflection layer on a transparent base material by alternately laminating high refractive index layers and low refractive index layers using metal oxides such as ITO, carbon, thiophene-based conductive polymers, etc. Obtained by forming. In addition, materials using metal oxides, carbon, thiophene-based conductive polymers, etc. can be imparted with an antistatic function, and can form an antistatic high refractive index layer. As an example of such a material, for example, Patent Document 1 describes the use of conductive particles in a high refractive index layer. However, this technique has a problem that the transparency is impaired by using the conductive particles.

Regarding the coating material for forming the high refractive index layer, in recent years, as an alternative to the inorganic high refractive index coating material such as ITO, an organic coating mainly composed of a high refractive index acrylic compound having an aromatic ring structure has been used. material is proposed. This acrylic coating material has a high refractive index and excellent transparency, and since it is acrylic, it is possible to form a high refractive index hard coat layer with high surface hardness. Therefore, the acrylic high-refractive-index hard coat layer has the drawback of being easily charged.

On the other hand, Patent Document 2 proposes an acrylic polymer having a quaternary ammonium base as an acrylic material capable of imparting antistatic properties. It is disclosed that it is possible to obtain

JP 2010-217873 A JP 2015-069058 A JP 2016-088943 A

However, although the curable composition described in Patent Document 2 contains an acrylic monomer having a quaternary ammonium base effective for imparting antistatic properties, a generally known aromatic ring structure is added. It is difficult to achieve both antistatic properties and a high refractive index when it is applied to a coating material having a high refractive index acrylic compound as a main component.
Further, the acrylic polymer having a quaternary ammonium base described in Patent Document 3, the Sp value of the acrylic polymer having this quaternary ammonium base to a high refractive index acrylic compound having an aromatic ring structure There is a problem that the compatibility between the acrylic polymer having a quaternary ammonium base and the high-refractive-index acrylic compound having an aromatic ring structure is poor unless the adjustment is performed together, resulting in a significant loss of transparency. .

Accordingly, the present invention provides a curable composition capable of forming a high refractive index hard coat layer having excellent antistatic properties and transparency, and a hard coat layer comprising a cured product of this curable composition on the surface of a substrate film. and a polarizing plate obtained by bonding the polarizer protective film to a polarizer.

The above problem is solved by the present invention. That is, the gist of the present invention is the following [1] to [13
]It is in.

[1] A curable composition comprising two or more of the following components (A) and a component (B).
Component (A): A compound having at least an aromatic ring structure and a (meth)acryloyl group and having a refractive index of 1.50 to 1.70 Component (B): A compound containing an ionic group in the molecule (meth) ) The curable composition according to [1], wherein at least one of the acrylic polymer [2] component (A) has a structure selected from the group consisting of a diphenylmethane structure, a fluorene structure, a carbazole structure, and a biphenyl structure. .
[3] The curable composition according to [1] or [2], wherein at least one component (A) is an acrylic acid adduct (A1) of bisphenol A diglycidyl ether.
[4] The curable composition according to [3], wherein the proportion of (A1) is 5 to 55% by weight with respect to the total weight of all structural units constituting component (A).
[5] Any one of [1] to [4], wherein the component (B) is a (meth)acrylic polymer containing in the molecule a structural unit derived from a compound represented by the following formula (1) The curable composition according to .
_CH2 =C( ^{R1 ) -C} (O) ^-Q1- ( _CH2 ) _m - ^{N + R2R3R4.X-} (1)
(In formula (1), R ¹ represents a hydrogen atom or a methyl group, R ² and R ³ each independently represent a hydrocarbon group having 1 to 24 carbon atoms, R ⁴ represents a hydrogen atom, and The hydrocarbon group or -C
H ₂ —CH(OH)—CH ₂ —N ⁺ R ⁵ R ⁶ R ⁷ ·Y ^— , wherein R ⁵ to R ⁷ each independently represent a hydrocarbon group having 1 to 24 carbon atoms. Q ¹ is O or NH. X ^- and Y ^- each independently represent an anion. m is an integer from 1 to 10; )
[6] Component (B) has a mass average molecular weight of 1000 or more and 100000 or less [1] to [5
] The curable composition according to any one of the above.
[7] Component (B) contains 10 to 90% by weight of structural units derived from the compound represented by formula (1) in the molecule with respect to the total mass of all structural units constituting component (B). The curable composition according to [5] or [6], containing a (meth)acrylic polymer.
[8] Containing 1 to 99% by weight of component (B) with respect to the total amount of component (A) and component (B) [
1] The curable composition according to any one of [7].
[9] The curable composition according to any one of [1] to [8], which does not contain an aromatic ring structure and contains a component (C) having one or more (meth)acryloyl groups.
[10] The curable composition according to any one of [1] to [9], containing a polymerization initiator.
[11] A laminate in which a hard coat layer comprising a cured product of the curable composition according to any one of [1] to [10] is laminated on only one side of a substrate.
[12] A polarizer protective film comprising the laminate according to [11].
[13] A polarizing plate obtained by bonding the surface of the polarizer protective film of [12] having no hard coat layer to a polarizer.

According to the present invention, a curable composition capable of forming a high refractive index hard coat layer having excellent antistatic properties and transparency, and a hard coat layer comprising a cured product of this curable composition is applied to a substrate film. It is possible to provide a polarizer protective film composed of a laminate having a surface, and a polarizing plate obtained by bonding this polarizer protective film to a polarizer.

Although the embodiments of the present invention will be described in detail below, the following description is an example of the embodiments of the present invention, and the present invention is limited to the following description unless it exceeds the gist of the present invention. isn't it. In addition, when the expression "~" is used in this specification, it is used as an expression including numerical values or physical property values before and after it. In the present invention, when the expression "(meth)acryl" is used, it means one or both of "acryl" and "methacryl". "(Meth)acryloyl" and "(meth)acrylate" have the same meaning.

[Curable composition]
The curable composition of the present invention is characterized by containing two or more of the following components (A) and a component (B).
Component (A): a compound having at least an aromatic ring structure and a (meth)acryloyl group and having a refractive index of 1.50 to 1.70 Component (B): a compound represented by the following formula (1) 10 to 90 derived structural units in the molecule
(Meth)acrylic polymer containing % by weight CH ₂ ═C(R ¹ )—C(O)—Q ¹ —(CH ₂ ) _m —N ⁺ R ² R ³ R ^{4.X —} (1)
(In formula (1), R ¹ represents a hydrogen atom or a methyl group, R ² and R ³ each independently represent a hydrocarbon group having 1 to 24 carbon atoms, R ⁴ represents a hydrogen atom, and The hydrocarbon group or -C
H ₂ —CH(OH)—CH ₂ —N ⁺ R ⁵ R ⁶ R ⁷ ·Y ^— , wherein R ⁵ to R ⁷ each independently represent a hydrocarbon group having 1 to 24 carbon atoms. Q ¹ is O or NH. X ^- and Y ^- each independently represent an anion. m is an integer from 1 to 10; )
The curable composition may further contain component (C), a polymerization initiator and an organic solvent, if necessary.
The present curable composition may further contain other components than those described above, if necessary.

Hereinafter, the compound represented by the above formula (1) may be referred to as "compound (1)", and the other compound may be referred to as "compound (2)".
A structural unit derived from compound (1) may be referred to as "structural unit (1)", and a structural unit derived from compound (2) may be referred to as "structural unit (2)".

[Component (A)]
Component (A) constituting the composition of the present invention is a compound having at least an aromatic ring structure and a (meth)acryloyl group and having a refractive index of 1.50 to 1.70.

If the refractive index of the compound of component (A) is lower than 1.50, the intended high refractive index property cannot be obtained. From the viewpoint of high refractive index, the compound of component (A) preferably has a refractive index of 1.51 or more, more preferably 1.52 or more. The refractive index of the compound of component (A) is preferably as high as possible from the viewpoint of high refractive index, but the upper limit of the refractive index as an organic compound is usually 1.7.
It is about 0.
The refractive index of the component (A) of the present invention is the refractive index of the compound alone in an uncured state, and the refractive index of the component (A) is as described in the Examples section below. be.

Component (A), as described above, may be a compound having an aromatic ring structure and a (meth)acryloyl group and having a refractive index of 1.50 to 1.70, and may be a monomer or a polymer. There may be. Also, the compound may have two or more aromatic ring structures, and in that case, the two or more aromatic ring structures may be the same or different. The (meth)acryloyl group may have only one, or may have two or more.

Component (A) has an aromatic ring structure as the structural portion responsible for the high refractive index, and the aromatic ring structure is not particularly limited, and examples thereof include the following structures. There are no particular restrictions on the type or number of functional groups to be substituted for those having an aromatic ring structure exemplified below. Below, "Ph" shows a phenyl group.

Among these aromatic ring structures, a diphenylmethane structure, a fluorene structure, and a carbazole structure are particularly preferable from the viewpoint of a high refractive index because they have a high electron density and are likely to exhibit a high refractive index. It is preferable in that it has a high refractive index and tends to exhibit a high refractive index. More preferred aromatic ring structures are a diphenylmethane structure, a fluorene structure and a biphenyl structure.

<Acrylic acid adduct of bisphenol A diglycidyl ether (A1)>
Among them, the acrylic acid adduct (A1) of bisphenol A diglycidyl ether having a diphenylmethane structure has good compatibility with the component (B) and contributes to the transparency of the cured product layer. The composition preferably contains at least (A1).
Among components (A), when all components other than (A1) are designated as (A2), the proportion of (A1) in the total amount thereof is preferably 5 to 55% by weight, more preferably 10 to 50% by weight. 20 to 40% by weight is particularly preferred. The transparency of the cured product layer tends to improve as the ratio increases, and the antistatic property tends to increase as the ratio decreases.

[Component (B)]
Component (B) constituting the composition of the present invention is a (meth)acrylic polymer containing an ionic group in the molecule and contributes to the antistatic property of the cured product layer.

Component (B) contains 10 to 90 structural units (1) derived from compound (1) represented by the following formula (1) in the molecule, relative to the total mass of all structural units constituting component (B). It is a (meth)acrylic polymer containing % by weight.
<Compound (1)>
Compound (1) is represented by the following formula (1) and is a component that contributes to antistatic properties.
_CH2 =C( ^{R1 ) -C} (O) ^-Q1- ( _CH2 ) _m - ^{N + R2R3R4.X-} (1)
(In formula (1), R ¹ represents a hydrogen atom or a methyl group, R ² and R ³ each independently represent a hydrocarbon group having 1 to 24 carbon atoms, R ⁴ represents a hydrogen atom, and The hydrocarbon group or -C
H ₂ —CH(OH)—CH ₂ —N ⁺ R ⁵ R ⁶ R ⁷ ·Y ^— , wherein R ⁵ to R ⁷ each independently represent a hydrocarbon group having 1 to 24 carbon atoms. Q ¹ is O or NH. X ^- and Y ^- each independently represent an anion. m is an integer from 1 to 10; )

In formula (1) above, R ¹ is a hydrogen atom or a methyl group, preferably a methyl group.
R ² and R ³ are each independently a hydrocarbon group having 1 to 24 carbon atoms. Here, the hydrocarbon group includes an alkyl group, a cycloalkyl group, an aryl group, and an aralkyl group. R.
The same applies to the hydrocarbon groups of ⁴ and R ⁵ to R ⁷ .
R ² and R ³ are each independently preferably a methyl group or an ethyl group, more preferably a methyl group.
^R4 is preferably a methyl group, an ethyl group or a butyl group, more preferably a methyl group.
Each of R ⁵ to R ⁷ is preferably a methyl group or an ethyl group, more preferably a methyl group.

The anions represented by X ^- and Y ^- each independently include chloride ion, iodide ion,
Halide ions such as bromide ions, hexafluorophosphate ions (PF ^6- ),
Tetrafluoroborate ions (BF ⁴⁻ ) and sulfate ions are preferred, and among these, halide ions are more preferred from the viewpoint of good antistatic properties, and chloride ions are more preferred from the viewpoint of relatively easy availability and synthesis of raw materials. preferable.
Q ¹ is preferably O (oxygen atom), m is preferably an integer of 1 to 5, and more preferably 3.

Specific examples of the compound (1) include N,N-dimethylaminoethyl (meth)acrylate methyl chloride, N-(meth)acryloyloxyethyl-N,N,N-trimethylammonium chloride, N-(meth) acryloyloxypropyl-N,N,N-trimethylammonium chloride, N-(meth)acryloyloxyethyl-N-ethyl-N,N-dimethylammonium=monoethyl sulfate, N-(meth)ataryloyloxyethyl-N, N,N-triethylammonium = monoethyl sulfate, N-[3-{N,-
(Meth)acryloyloxyethyl-N',N,-dimethylammonium}-2-hydroxypropyl]-N,N,N-trimethylammonium chloride, N-[3-{Ν'-
(Meth)acryloyloxyethyl-N',N,-diethylammonium}-2-hydroxypropyl]-N,N,N-triethylammonium chloride and other (meth)acrylic esters having a cationic group; ) acryloylaminopropyl-N,N,
N-trimethylammonium chloride, N-(meth)acryloylaminopropyl-N
, N-diethyl-N-methylammonium chloride, N-(meth)acryloylaminopropyl-N-ethyl-N,N-dimethylammonium chloride, N-(meth)acryloylaminopropyl-N,N,N-trimethylammonium = Monosulfate, N-(meth)acryloylaminopropyl-N,N-diethyl-N-methylammonium = monosulfate, N-(meth)acryloylaminopropyl-N-ethyl-N,N-dimethylammonium = monosulfate salt, N-[3-{N'-(meth)acryloylaminopropyl-N',N
(Meth)acrylamides having a cationic group such as '-diethylammonium}-2-hydroxypropyl]-N,N,N-trimethylammonium chloride.

Among them, N-(meth)acryloyloxyethyl-N,N,N-trimethylammonium chloride, N-(meth)acryloyloxypropyl-N,N,N-trimethylammonium chloride, N-(meth)acryloylaminopropyl- N,N,N-trimethylammonium chloride is preferably used, especially N-(meth)acryloyloxyethyl-N,N,N-trimethylammonium chloride, N-(meth)acryloylaminopropyl-N,N,N-trimethyl Ammonium chloride is preferred.

The (meth)acrylic polymer of component (B) may contain only one type of the structural unit (1), or may contain two or more types.

<Compound (2)>
In the (meth)acrylic polymer of component (B), in addition to structural unit (1) derived from compound (1) above, structural unit (2) derived from compound (2) is added to component (B). 10 to 90% by weight based on the total mass of all structural units constituting the Compound (2) is composed of component (A) and component (
It is a component that enhances the compatibility with B) and contributes to the improvement of the transparency of the cured product layer.

Examples of compound (2) include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, stearyl (meth) acrylate, lauryl (meth) ) acrylate, alkyl (meth) acrylates such as tridecyl (meth) acrylate; (meth) acrylic acid esters of the above amino alcohols; 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, hydroxybutyl (meth) acrylate, ) hydroxyalkyl (meth)acrylates such as acrylates; benzyl (meth)acrylates,
Cyclohexyl (meth)acrylate, isobornyl (meth)acrylate, dicyclopentenyl (meth)acrylate, dicyclopentenyloxyethyl (meth)acrylate, ethoxyethyl (meth)acrylate, ethyl carbitol (meth)acrylate, butoxyethyl (meth)acrylate Acrylate, cyanoethyl (meth)acrylate, glycidyl (
meth)acrylate, N,N-dimethylaminoethyl (meth)acrylate, N,N-diethylaminoethyl (meth)acrylate, N,N-dimethylaminopropyl (meth)acrylate, N,N-diethylaminopropyl (meth)acrylate, etc. various (meth)acrylates, N,N-dimethyl (meth)acrylamide, N,N-diethyl (meth)acrylamide, N,N-dipropyl (meth)acrylamide, N,N-di-n-butyl (meth)acrylamide, N,N-diisobutyl (meth)acrylamide, N,N-di-t-butyl (meth)acrylamide, N,N-dipentyl (meth)acrylamide, N,N-dicyclohexyl (meth)acrylamide, N,N-di-2 - Ethylhexyl (meth)acrylamide, N,N-didodecyl (meth)acrylamide, N,N-ditridecyl (meth)
Acrylamide, N,N-dioctadecyl (meth)acrylamide, N-ethyl-N-methyl (meth)acrylamide, N-methyl-N-propyl (meth)acrylamide, N-
n-butyl-N-methyl (meth)acrylamide, N-methyl-N-octyl (meth)acrylamide, N-dodecyl-N-methyl (meth)acrylamide, N-methyl-N-octadecyl (meth)acrylamide, N- Ethyl-N-propyl (meth)acrylamide N,N-dimethylaminoethyl (meth)acrylamide, N,N-diethylaminoethyl (meth)acrylamide, N,N-dimethylaminopropyl (meth)acrylamide, N
, N-diethylaminopropyl (meth)acrylamide, various (meth)acrylamides, styrene, methylstyrene and the like. These may use only 1 type, and may combine 2 or more types. Among these, the polymerizable monomer having an amino group is component (A)
It is preferable because it can improve the compatibility between the component (B) and the transparency of the cured product layer.
Examples of such amino group-containing polymerizable monomers include N,N-dimethylaminoethyl (meth)acrylate and N,N-diethylaminoethyl (meth)acrylate.
Further, among these, the polymerizable monomer having a highly hydrophobic long-chain alkyl group is the component (B)
can be segregated at the air interface of the cured product layer to enhance the antistatic properties of the cured product layer. As a polymerizable monomer having such a long-chain alkyl group, stearyl (meth)
Acrylate, lauryl (meth)acrylate, tridecyl (meth)acrylate.

The ratio of compound (1) in component (B) to the total mass of all structural units constituting component (B) is preferably 10 to 90% by weight, more preferably 20 to 80% by weight, and 30 to 70% by weight. % is more preferred. The higher the proportion, the higher the antistatic properties, and the lower the proportion, the more the transparency of the cured product layer tends to improve.

The weight average molecular weight (Mw) of the (meth)acrylic polymer of component (B) is 1,000 or more from the viewpoint of suppressing bleeding out in the coating film and increasing the durability of the antistatic property,
It is preferably 5,000 or more, more preferably 10,000 or more. From the viewpoint of compatibility with other components, it is 100,000 or less, more preferably 80,000 or less, and still more preferably 60,000 or less.
In the present invention, the weight average molecular weight (Mw) of the component (B) is a polystyrene-equivalent value measured by gel permeation chromatography (GPC). Measured as described.

Component (B) can be produced by a radical polymerization reaction using the raw material monomers described above. The radical polymerization reaction is preferably carried out in an organic solvent in the presence of a radical polymerization initiator.

Examples of the organic solvent used in the radical polymerization reaction include ketone solvents such as acetone and methyl ethyl ketone (MEK); ethanol, methanol, isopropyl alcohol (IP
A), alcohol solvents such as isobutanol; ether solvents such as ethylene glycol dimethyl ether and propylene glycol monomethyl ether; ester solvents such as ethyl acetate, propylene glycol monomethyl ether acetate and 2-ethoxyethyl acetate; group hydrocarbon solvents and the like. These organic solvents may be used alone or in combination of two or more.

Examples of radical polymerization initiators used in the radical polymerization reaction include organic peroxides such as benzoyl peroxide and di-t-butyl peroxide; 2,2′-azobisbutyronitrile, 2,2′-azobis ( 2,4-dimethylvaleronitrile), 2,2'-azobis (
4-methoxy-2,4-dimethylvaleronitrile) and other azo compounds. These radical polymerization initiators may be used alone or in combination of two or more. The radical polymerization initiator is preferably used in the range of 0.01 to 5 parts by weight per 100 parts by weight of the total raw material monomers.

Moreover, a chain transfer agent can be used for the purpose of controlling the weight average molecular weight of the component (B) during the radical polymerization reaction. Examples of chain transfer agents include butanethiol, octanethiol, decanethiol, dodecanethiol, hexadecanethiol, octadecanethiol, cyclohexylmercaptan, thiophenol, octyl thioglycolate, 2
- octyl mercaptopropionate, octyl 3-mercaptopropionate, 2-ethylhexyl mercaptopropionate, 2-ethylhexyl thioglycolate, butyl-3-mercaptopropionate, mercaptopropyltrimethoxysilane, methyl-
3-mercaptopropionate, 2,2-(ethylenedioxy)diethanethiol, ethanethiol, 4-methylbenzenethiol, octanoic acid 2-mercaptoethyl ester,
1,8-dimercapto-3,6-dioxaoctane, decantrithiol, dodecyl mercaptan, diphenyl sulfoxide, dibenzyl sulfide, 2,3-dimethylcapto-
Thiol compounds such as 1-propanol, mercaptoethanol, thiosalicylic acid, thioglycerol, thioglycolic acid, 3-mercaptopropionic acid, thiomalic acid, mercaptoacetic acid, mercaptosuccinic acid, 2-mercaptoethanesulfonic acid, and the like. . These may be used alone or in combination of two or more.

The amount of the chain transfer agent used is preferably 0.1 to 25 parts by weight, more preferably 0.5 to 20 parts by weight, and further 1.0 to 15 parts by weight with respect to 100 parts by weight of the total raw material monomers. preferable.

The reaction time of the radical polymerization reaction is preferably 1 to 20 hours, more preferably 3 to 12 hours. The reaction temperature is preferably 40-120°C, more preferably 50-100°C.

[Content ratio of component (A) and component (B)]
The curable composition of the present invention contains 1 to 99% by weight of component (B) based on the total amount of component (A) and component (B). Component (B) functions as an additive for imparting antistatic properties, and contains component (B) in an amount of 1% by weight or more relative to the total amount of component (A) and component (B). Good antistatic property can be obtained. From the viewpoint of antistatic properties, the curable composition of the present invention preferably contains component (B) in an amount of 2% by weight or more relative to the total amount of component (A) and component (B), and 3% by weight. More preferably, it contains 5% by weight or more.
On the other hand, since the content of component (B) in the curable composition of the present invention is 99% by weight or less with respect to the total amount of component (A) and component (B), the component that is a high refractive index compound By ensuring the content of (A), a curable composition with a high refractive index can be obtained. From the viewpoint of high refractive index, the curable composition of the present invention preferably contains component (B) in an amount of 80% by weight or less with respect to the total amount of component (A) and component (B). % or less, more preferably 40% by weight or less.

[Component (C)]
The curable composition of the present invention, in addition to the component (A) and the component (B), further contains the following component (C), the total amount of the component (A), the component (B) and the component (C) 100 parts by weight 1 to 99 parts by weight is preferable in terms of curability, hardness of the cured film, and scratch resistance.
Component (C): a compound containing no aromatic ring structure and having one or more (meth)acryloyl groups

Component (C) may be a compound containing one or more (meth)acryloyl groups that does not contain an aromatic ring structure. ) may be an acrylate compound.

Monofunctional (meth)acrylate compounds include, for example, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl ( meth)acrylate, t-butyl (meth)acrylate, glycidyl (meth)acrylate, acryloylmorpholine, N-vinylpyrrolidone, tetrahydrofurfuryl (meth)acrylate, cyclohexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate,
isobornyl (meth)acrylate, isodecyl (meth)acrylate, lauryl (meth)acrylate, tridecyl (meth)acrylate, cetyl (meth)acrylate, stearyl (meth)acrylate, 2-ethoxyethyl (meth)acrylate, 3-methoxybutyl ( meth)acrylate, ethyl carbitol (meth)acrylate, phosphoric acid (meth)acrylate, ethylene oxide-modified phosphoric acid (meth)acrylate, methoxydiethylene glycol (meth)acrylate, methoxypolyethylene glycol (meth)acrylate, methoxypropylene glycol (meth)acrylate ) acrylate, dimethylaminoethyl (meth)acrylate, trifluoroethyl (meth)acrylate, tetrafluoropropyl (meth)acrylate, hexafluoropropyl (meth)acrylate, octafluoropropyl (meth)acrylate, octafluoropropyl (meth)acrylate , 2-adamantane and adamantane derivative mono(meth)acrylates such as adamantyl acrylate having monovalent mono(meth)acrylates derived from adamantanediol.

Bifunctional (meth)acrylate compounds include, for example, ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, butanediol di(meth)acrylate, hexanediol di(meth)acrylate, nonanediol di(meth) Acrylates, ethoxylated hexanediol di(meth)acrylate, propoxylated hexanediol di(meth)acrylate, diethylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, tripropylene glycol di(meth)acrylate, polypropylene glycol di(meth)acrylate Di(meth)acrylates such as meth)acrylates, neopentylglycol di(meth)acrylates, neopentylglycol di(meth)acrylates ethoxylated, tripropyleneglycol di(meth)acrylates, and neopentylglycol hydroxypivalate di(meth)acrylates acrylates and the like.

Examples of tri- or higher functional (meth)acrylate compounds include trimethylolpropane tri(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, propoxylated trimethylolpropane tri(meth)acrylate, and tris-2-hydroxyethyl. isocyanurate tri(meth)acrylate, tri(meth)acrylate such as glycerin tri(meth)acrylate, pentaerythritol tri(meth)acrylate, dipentaerythritol tri(meth)acrylate, succinic acid-modified pentaerythritol tri(meth)acrylate, Trifunctional (meth)acrylate compounds such as ditrimethylolpropane tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, succinic acid-modified pentaerythritol tetra(meth)acrylate, ditrimethylolpropane tetra(meth)acrylate, dipenta Erythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, ditrimethylolpropane penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate,
Tri- or higher polyfunctional (meth) such as ditrimethylolpropane hexa(meth)acrylate
Acrylate compounds and polyfunctional (meth)acrylate compounds in which a portion of these (meth)acrylates are substituted with alkyl groups or ε-caprolactone; polyfunctional (meth)acrylates having a nitrogen atom-containing heterocyclic structure such as an isocyanurate structure; Polyfunctional (meth)acrylates having a multibranched resinous structure such as polyfunctional (meth)acrylates having a dendrimer structure and polyfunctional (meth)acrylates having a hyperbranched structure; Examples include urethane (meth)acrylates to which (meth)acrylates having hydroxyl groups such as erythritol tri(meth)acrylate, dipentaerythritol tri(meth)acrylate, and dipentaerythritol penta(meth)acrylate are added.

Among these (meth)acrylate compounds, polyfunctional (meth)acrylate compounds are preferred because it is possible to easily balance the physical properties of the resulting cured product, and pentaerythritol tri(meth)acrylate, penta Erythritol Tetra (
meth)acrylate, pentaerythritol penta(meth)acrylate, pentaerythritol hexa(meth)acrylate, dipentaerythritol tri(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol Hexa(meth)acrylate or acid-modified products thereof are preferred.

These components (C) may be used alone or in combination of two or more.

The curable composition of the present invention, with respect to the total amount of component (A), component (B) and component (C),
It contains 1 to 99% by weight of component (C). The content of component (C) in the curable composition of the present invention is 1 part by weight or more with respect to a total of 100 parts by weight of component (A), component (B) and component (C), so that component ( By containing C), it is possible to effectively obtain the effect of improving the curability, the hardness of the cured film, the scratch resistance, and the like. From these viewpoints, the curable composition of the present invention preferably contains 1 part by weight or more of component (C) with respect to a total of 100 parts by weight of component (A), component (B) and component (C), It is more preferable to contain 2 parts by weight or more.
On the other hand, the content of component (C) in the curable composition of the present invention is 99 parts by weight or less with respect to the total 100 parts by weight of component (A), component (B) and component (C), so that component High refractive index properties, antistatic properties, and transparency can be effectively obtained by (A) and component (B). From these viewpoints, the curable composition of the present invention preferably contains 85 parts by weight or less of component (C) with respect to 100 parts by weight of the total amount of component (A), component (B) and component (C). It is more preferable to contain 70 parts by weight or less.

[Polymerization initiator]
The curable composition of the present invention preferably contains a polymerization initiator in order to improve curability with active energy rays.

As the polymerization initiator, a photopolymerization initiator is preferred, such as 2-ethylanthraquinone,
2,4-diethylthioxanthone, benzophenones consisting of benzophenone and its derivatives, 1-hydroxy-cyclohexyl-phenyl-ketone [for example, trade name "Omni
rad (registered trademark) 184”, manufactured by IGM], 2-hydroxy-1-{4-[4-(2-
Hydroxy-2-methyl-propionyl)-benzyl]phenyl}-2-methyl-propan-1-one [for example, trade name “Omnirad® 127”, 2,2-dimethoxy-1,2-diphenylethane- 1-one [eg, trade name “Omnirad (registered trademark) 651”, manufactured by IGM], 2,4,6-trimethylbenzoyl-diphenyl-phosphine oxide [eg, trade name “Omnirad (registered trademark) TPO H” , IGM
company], bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide [eg, trade name “Omnirad (registered trademark) 819”, manufactured by IGM], 2-methyl-
1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one [for example,
Trade name “Omnirad (registered trademark) 907”, manufactured by IGM], 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butanone-1 [for example, trade name “Om
nirad (registered trademark) 369”, 2-hydroxy-2-methyl-1-phenylpropan-1-one [eg, trade name “Omnirad (registered trademark) 1173” manufactured by IGM] and the like. These polymerization initiators may be used alone or in combination of two or more. Among these, α-hydroxyketone compounds having excellent reactivity are preferred.
Such compounds include, for example, 1-hydroxy-cyclohexyl-phenyl-ketone [eg, trade name “Omnirad (registered trademark) 184” manufactured by IGM].

From the viewpoint of enhancing the curability, the content of the polymerization initiator is preferably 0.01 parts by weight with respect to 100 parts by weight of the total of component (A), component (B), and optionally used component (C). or more, more preferably 0.05 parts by weight or more, and still more preferably 0.1 parts by weight or more. Further, the content of the polymerization initiator is preferably 20 from the viewpoint of the stability of the curable composition.
It is not more than 10 parts by weight, more preferably not more than 5 parts by weight.

[Organic solvent]
The curable composition of the present invention usually contains an organic solvent and is prepared to have a solid concentration of about 5 to 95% by weight. The solid content concentration is preferably 5% by weight or more from the viewpoint of preventing unintended curing reaction (gelation, etc.) of the curable composition, and is preferably 95% by weight or less from the viewpoint of coating properties. . From these viewpoints, the solid content concentration is more preferably 10% by weight or more,
More preferably 20% by weight or more, more preferably 90% by weight or less, still more preferably 85% by weight or less, and particularly preferably 80% by weight or less. In the present invention, the term "solid content" means components excluding solvent, and includes not only solid components but also semi-solid and viscous liquid substances.

The organic solvent is not particularly limited, and the type of component (A), component (B), and optionally component (C) used, the type of substrate used for forming the hard coat layer,
It can be appropriately selected in consideration of the coating method to the base material and the like. Specific examples of organic solvents include:
For example, saturated hydrocarbon solvents such as n-hexane, n-heptane, n-octane, n-decane, n-dodecane, cyclohexane, and methylcyclohexane; aromatic solvents such as toluene and xylene; methyl ethyl ketone, acetone, and methyl isobutyl. Ketone solvents such as ketones and cyclohexanone; diethyl ether, isopropyl ether, tetrahydrofuran,
dioxane, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether,
Ether solvents such as propylene glycol monomethyl ether, anisole, and phenetol; Ester solvents such as ethyl acetate, butyl acetate, isopropyl acetate, and ethylene glycol diacetate; Amide solvents such as dimethylformamide, diethylformamide, and N-methylpyrrolidone; Methyl cellosolve solvents such as cellosolve, ethyl cellosolve and butyl cellosolve; alcohol solvents such as methanol, ethanol, propanol, isopropanol and butanol; and halogen solvents such as dichloromethane and chloroform.

One of these solvents may be used alone, or two or more thereof may be used in combination. Among these, ester solvents, ether solvents, alcohol solvents, and ketone solvents are preferred from the viewpoint of good compatibility with components (A) and (B).

[Other ingredients]
The curable composition of the present invention comprises component (A), component (B),
Components other than the component (C), the polymerization initiator and the organic solvent may be included. Other components include ultraviolet absorbers, hindered amine light stabilizers, fillers, silane coupling agents, reactive diluents, antistatic agents other than component (B), organic pigments, slip agents, dispersants, and thixotropic properties. Examples include imparting agents (thickeners), antifoaming agents, antioxidants, leveling agents, inorganic particles, organic particles, and photoacid generators.

[Method for producing curable composition]
Although the method for producing the curable composition of the present invention is not particularly limited, for example, components (A) and (B)
And if necessary, it can be obtained by appropriately mixing component (C), a polymerization initiator, an organic solvent, other components, and the like. When mixing each component, it is preferable to uniformly mix them with a disperser, a stirrer, or the like.

[Cured products/Laminates]
The cured product of the present invention can be obtained by curing the curable composition of the present invention by, for example, irradiating it with an active energy ray. In particular, by applying the curable composition of the present invention onto a substrate and curing the composition, a laminate having a cured layer formed of the curable composition of the present invention formed on the substrate can be obtained. can. Further, in this way, by applying the curable composition of the present invention on a substrate or the like and curing it into a film, a hard coat film (high refractive index hard coat layer)
can be obtained. Alternatively, the curable composition of the present invention may be applied onto another resin film as a substrate and cured to form a hard coat film, thereby laminating a high refractive index hard coat film on another resin film. A film laminate is obtained. In the present invention, the term “coating” is used as a concept including what is generally called “coating”.

Examples of the substrate used for the laminate include organic materials such as plastic substrates; inorganic materials such as metal substrates and glass substrates. ,
Since it has excellent transparency, it is preferably applied to a transparent substrate. Various synthetic resins such as acrylonitrile-butadiene-styrene copolymer (A
BS) resin, polycarbonate (PC) resin, polyethylene terephthalate (PET) resin, polybutylene terephthalate (PBT) resin, polymethyl methacrylate (PMMA)
) resin, polystyrene (PS) resin, polyolefin resin, cellulose resin, and the like. The metal substrate is not particularly limited, but examples include hot-rolled steel sheets, cold-rolled steel sheets, hot-dip galvanized steel sheets, electro-galvanized steel sheets, tinplates, tin-free steel, other various types of plating, or alloy-plated steel sheets. , stainless steel plate, and aluminum plate. Furthermore, these may be subjected to various surface treatments such as phosphate treatment, chromate treatment, organic phosphate treatment, organic chromate treatment, and heavy metal substitution treatment such as nickel. As the glass substrate, in addition to ordinary glass, glass subjected to various chemical treatments (eg, Corning Gorilla Glass (registered trademark), AGC Dragon Trail (registered trademark), etc.) and multi-component glass. may be used. The curable composition of the present invention comprises a plastic substrate,
It is suitable for glass substrates and particularly suitable for plastic substrates.

The hard coat layer (high refractive index layer) formed on the substrate is formed, for example, by applying (coating) the curable composition of the present invention onto the substrate and irradiating it with an active energy ray. can do. Methods for applying (coating) the curable composition of the present invention onto a substrate include, for example, a reverse coating method, a gravure coating method, a rod coating method, a bar coating method, a Meyer bar coating method,
A die coating method, a spray coating method, and the like can be mentioned. In addition, the form of the cured product of the present invention is not particularly limited, but usually, the cured product obtained by curing by irradiating the active energy ray on the substrate is a cured film (cured film).

Active energy rays that can be used to cure the curable composition of the present invention include ultraviolet rays, electron rays, X-rays, infrared rays and visible rays. Among these active energy rays, ultraviolet rays and electron beams are preferred from the viewpoint of curability and resin deterioration prevention.

When the curable composition of the present invention is cured by ultraviolet irradiation, various ultraviolet irradiation apparatuses can be used, and the light source thereof includes a xenon lamp, a high-pressure mercury lamp, a metal halide lamp, an LED-UV lamp, an excimer lamp, and the like. can be used. The irradiation dose of ultraviolet rays (unit: mJ/cm ² ) is usually 10 to 10,000 mJ/cm ² , and the curability of the curable composition of the present invention and the flexibility of the cured product (cured film) are considered. from preferably 100 to 5,000
mJ/cm ² , more preferably 200 to 3,000 mJ/cm ² .

When the curable composition of the present invention is cured by electron beam irradiation, various electron beam irradiation apparatuses can be used. The electron beam irradiation dose (Mrad) is usually 0.5 to 20 Mrad
and is preferably 1 to 15 Mrad from the viewpoints of curability of the curable composition of the present invention, flexibility of the cured product, prevention of substrate damage, and the like.

[Use]
The cured product obtained from the curable composition of the present invention has a high refractive index and is excellent in antistatic properties and transparency, and is therefore useful as a hard coat layer (high refractive index layer) for optical films such as antireflection films. . In the application as a high refractive index layer, the thickness of the cured film of the curable composition of the present invention is not particularly limited, but it is usually about 1 to 20 μm, preferably 1 to 10 μm.

The thickness of the substrate is arbitrary. When the substrate is in the form of a film, its thickness is preferably 5 μm or more and 3 mm or less, more preferably 10 μm or more and 2 mm or less, more preferably 15 μm or more and 1 mm or less, and particularly preferably 20 μm or more and 250 μm or less.

Also, the thickness of the laminate is arbitrary. In the case of a film-like laminate, the thickness of the laminate is preferably 6 µm or more, more preferably 10 µm or more, and even more preferably 15 µm or more, because it is necessary for each layer to fully exhibit its function. In addition, from the viewpoint of demand for thinning and weight reduction of products to which the laminate is applied, the thickness of the laminate is preferably 3 mm or less, more preferably 2 mm or less, further preferably 1 mm or less, and particularly preferably 300 μm or less. .

A laminate obtained by laminating a cured product layer of the composition of the present invention as a hard coat layer on a substrate has excellent adhesion and surface hardness between the substrate and the hard coat layer. Therefore, the laminate can be used as a liquid crystal television,
Parts for optical displays such as organic EL televisions, electronic paper, touch panels, and smartphones; automotive parts such as lamp-related products and window-related products (rear windows, side windows, skylights, etc.); It can be suitably used as a surface cover for a wide range of articles such as lifestyle-related articles such as furniture. Among these, it is suitable as a component for optical displays, and can be particularly suitably used as a protective film for polarizers and a protective film for displays, which are used by adhering to a polarizer in the production of polarizing plates for displays.

[Polarizer protective film, polarizing plate]
In the polarizer protective film of the present invention, the hard coat layer comprising a cured product of the composition of the present invention is
It consists of a laminate laminated on only one side of a plastic film. Also, the polarizing plate of the present invention is obtained by laminating the surface of the polarizer protective film of the present invention having no hard coat layer to a polarizer. The polarizer protective film can be attached to one side or both sides of the polarizer. An adhesive, a pressure-sensitive adhesive, or the like can be used for bonding.

An optical film such as an antireflection film having a high refractive index hard coat layer made of the cured product of the present invention is suitable as an optical film provided on the surface of a display such as a liquid crystal display. By providing an optical film having a coating layer on the surface of a display such as a liquid crystal display, it is possible to obtain a display surface that is excellent in visibility and resistant to stains due to dust, etc., due to its excellent transparency, antistatic property, and antireflection function. be able to.

EXAMPLES The present invention will be described in more detail with reference to examples below, but the present invention is not limited to the following examples as long as the gist thereof is not exceeded. Various production conditions and values of evaluation results in the following examples have meanings as preferable values of the upper limit or the lower limit in the embodiment of the present invention. It may be a range defined by the value of the example or a combination of the values of the examples.

〔Evaluation methods〕
In the following examples and comparative examples, cured films were evaluated by the following methods.

<Antistatic property: surface resistance value>
After adjusting the state of the cured film in a thermostatic chamber at 23 ° C. and a humidity of 50% RH for 24 hours, a high resistance resistivity meter (manufactured by Mitsubishi Chemical Analytech Co., Ltd. "Hiresta-UP MCP-HT4
50") was used to measure the surface specific resistance value after applying a voltage of 500 V, which was used as an index of antistatic property. The smaller the surface specific resistance value, the better the antistatic property.

<Transparency: Haze>
For the cured film, a haze meter (manufactured by Nippon Denshoku Industries Co., Ltd.) according to JIS K-7136
The haze value was measured with a spectroscopic haze meter SH7000").
The evaluation criteria were as follows, with ◎ to △ being the allowable range.
◎: 2.0% or less ○: 2.1 to 10.0%
△: 10.1 to 20.0%
×: 20.1% or more

<Hardness: pencil hardness>
JIS K-540 using a JIS-compliant pencil hardness tester for the surface of the cured product layer side of the laminate
0, the scratch-free pencil hardness was measured with a load of 500 g. It is preferable that the pencil hardness is F or higher considering the use in various applications.

<Refractive index>
The refractive index of component (A) was measured by the following method.
The measurement was performed at a measurement temperature of 25° C. using a “multi-wavelength Abbe refractometer DR-M2” manufactured by ATAGO. The refractive index is preferably 1.55 or more in consideration of utilization in various applications.

[Weight average molecular weight (Mw) of component (B)]
The weight average molecular weight (Mw) of the acrylic polymer (P) was determined by gel permeation chromatography (
GPC) "HLC-8120" (manufactured by Tosoh Corporation) was used for measurement. As a column,
TSKgel G5000HXL*GMHXL-L (manufactured by Tosoh Corporation) was used. In addition, as standard polystyrene, F288/F80/F40/F10/F4/F1/A500
A calibration curve was prepared using 0/A1000/A500 (manufactured by Tosoh Corporation) and styrene.
The measurement was carried out using a solution 10 of the polymer dissolved in tetrahydrofuran to a concentration of 0.4%.
0 μl was used and the column oven temperature was 40°C. The weight average molecular weight (Mw) was calculated in terms of standard polystyrene.

[Component (A)]
The following commercially available products were used as component (A). All the refractive index values are referred to the manufacturer's catalog. (a-1) corresponds to (A1) above, and (a-2) and (a-3) correspond to (A2).

(a-1)
・Miramer PE210 manufactured by Miwon
Bisphenol A epoxy diacrylate Refractive index: 1.558

(a-2)
・Miramer M240 manufactured by Miwon
Ethoxylated bisphenol A diacrylate Refractive index: 1.537

(a-3)
・ A-LEN-10T manufactured by Shin Nakamura Chemical Co., Ltd.
Compound having biphenyl structure and acryloyl group Refractive index: 1.577

[Component (B)]
As the component (B), an acrylic polymer was produced as follows. In addition, each raw material used and its abbreviation are as follows.
<Compound (1)>
DQ-100: N,N-dimethylaminoethyl methacrylate quaternized product with methyl chloride (“Light Ester (registered trademark) DQ-100” manufactured by Kyoeisha Chemical Co., Ltd.)
<Compound (2)>
DMMA: N,N-dimethylaminoethyl methacrylate (manufactured by Mitsubishi Chemical Corporation "Acryester (registered trademark) DM")
SLMA: 45:55 (weight ratio) mixture of lauryl methacrylate and tridecyl methacrylate ("Acryester (registered trademark) SL" manufactured by Mitsubishi Chemical Corporation)

(b-1)
A reactor equipped with a stirrer, reflux condenser, and thermometer was charged with DQ 100:18 parts by weight, S
LMA: 7.5 parts by weight, DMMA: 4.5 parts by weight, methyl ethyl ketone (MEK): 20
Parts by weight, isopropyl alcohol (IPA): 50 parts by weight were charged, and after stirring was started, the inside of the system was replaced with nitrogen, and the temperature was raised to 55°C. To this, 2,2'-azobis(2,4-dimethylvaleronitrile) ("V-65" manufactured by Wako Pure Chemical Industries, Ltd.): 0.6 parts by weight was added, and the system was heated to 65 ° C. After stirring for 3 hours, 0.6 parts by weight of 2,2′-azobis(2,4-dimethylvaleronitrile) was further added and stirred at 65° C. for 3 hours. The system is heated to 80 ° C., 2
After stirring for hours, the mixture was cooled to room temperature to obtain a solution of polymer b-1. The composition of the reaction solution was polymer b-1/MEK/IPA=30/20/50 (weight ratio).
The weight average molecular weight (Mw) of polymer b-1 was 45,200.

[Component (C)]
The following commercially available products were used as component (C).

(c-1)
・ Aronix (registered trademark) M-510 manufactured by Toagosei Co., Ltd.
Succinic acid-modified mixture of pentaerythritol triacrylate and pentaerythritol tetraacrylate

(c-2)
・ Kayarad (registered trademark) DPHA manufactured by Nippon Kayaku Co., Ltd.
A mixture of dipentaerythritol tetraacrylate and dipentaerythritol hexaacrylate

(c-3)
・Mitsubishi Chemical Corporation Shiko (registered trademark) UV7600B
A mixture of a condensate of isophorone diisocyanate and pentaerythritol triacrylate and pentaerythritol tetraacrylate

[Example 1]
5% by weight of "a-1" and 85% by weight of "a-2" as component (A), 6.6% by weight of "b-1" as component (B), and 6.6% by weight of "b-1" as component (C), 3.4% by weight of "c-2" (here, "% by weight" of components (A) to (C) is the weight percent of solids), and as a polymerization initiator,
1-hydroxy-cyclohexyl-phenyl-ketone (“Omnirad (registered trademark) 184” manufactured by IGM (abbreviated as “Omn184” in the table)) 4 parts by weight (Component (A) to (
C) based on 100 parts by weight of solid content), and diluted with a mixed solvent of n-butanol and methyl ethyl ketone at a ratio of 50:50 (weight ratio) so that the solid content concentration is 30% by weight to obtain a curable composition. got stuff

The resulting curable composition was dried on a polyethylene terephthalate (PET) film (manufactured by Toyobo Co., Ltd., Cosmoshine (registered trademark) A4100, thickness: 188 μm) as a substrate using a bar coater #14. It was applied so as to have a thickness of 5 μm, and dried by heating at 80° C. for 2 minutes. Iwasaki Electric Co., Ltd. "US5-X04
01” was used to irradiate UV rays in two passes at a UV illumination intensity of 120 mW/cm 2 and an integrated light amount per pass of 300 mJ/cm 2 to obtain a cured film (high refractive index hard coat film). This cured film was evaluated for transparency, antistatic property, hardness, and refractive index as described above. Table 1 shows the results.

[Examples 2 to 6 and Comparative Examples 1 to 7]
Each curable composition was obtained in the same manner as in Example 1, except that the composition of the curable composition was changed as shown in Tables 1 and 2, and a cured film was obtained. For each cured film, the transparency,
Antistatic properties, hardness, and refractive index were evaluated. The obtained results are shown in Tables 1 and 2.

〔Evaluation results〕
As can be seen from Tables 1 and 2, all of Examples 1 to 6 were excellent in transparency, antistatic properties, hardness and refractive index. Examples 1 to 6 all have a refractive index of 1.55 or more,
Comparative Example 1 containing no component (A) had a low refractive index. Also, Comparative Examples 2 to 4, which did not contain component (B), were inferior in antistatic properties. Furthermore, when the total of component (A) is 100% by weight, Comparative Example 5 in which the proportion of (A1) is greater than 55% by weight is inferior in antistatic properties, and Comparative Examples in which the proportion of (A1) is less than 5% by weight 6 to 7 were inferior in transparency.

Claims (13)

A curable composition comprising two or more of the following components (A) and a component (B).
Component (A): A compound having at least an aromatic ring structure and a (meth)acryloyl group and having a refractive index of 1.50 to 1.70 Component (B): A compound containing an ionic group in the molecule (meth) ) acrylic polymer 2. The curable composition according to claim 1, wherein at least one component (A) has a structure selected from the group consisting of a diphenylmethane structure, a fluorene structure, a carbazole structure and a biphenyl structure. 3. The curable composition according to claim 1, wherein at least one component (A) is an acrylic acid adduct (A1) of bisphenol A diglycidyl ether. The ratio of (A1) is 5 to 55% by weight with respect to the total mass of all structural units constituting component (A)
The curable composition according to claim 3, which is Component (B) contains a structural unit derived from a compound represented by the following formula (1) in the molecule (
The curable composition according to any one of claims 1 to 4, which is a meth)acrylic polymer.
_CH2 =C( ^{R1 ) -C} (O) ^-Q1- ( _CH2 ) _m - ^{N + R2R3R4.X-} (1)
(In formula (1), R ¹ represents a hydrogen atom or a methyl group, R ² and R ³ each independently represent a hydrocarbon group having 1 to 24 carbon atoms, R ⁴ represents a hydrogen atom, and The hydrocarbon group or -C
H ₂ —CH(OH)—CH ₂ —N ⁺ R ⁵ R ⁶ R ⁷ ·Y ^— , wherein R ⁵ to R ⁷ each independently represent a hydrocarbon group having 1 to 24 carbon atoms. Q ¹ is O or NH. X ^- and Y ^- each independently represent an anion. m is an integer from 1 to 10; ) The curable composition according to any one of claims 1 to 5, wherein the weight average molecular weight of component (B) is 1000 or more and 100000 or less. Component (B) contains 10 to 90% by weight of the structural unit derived from the compound represented by formula (1) in the molecule with respect to the total mass of all structural units constituting component (B) (meta) The curable composition according to claim 5 or 6, comprising an acrylic polymer. The curable composition according to any one of claims 1 to 7, comprising 1 to 99% by weight of component (B) relative to the total amount of component (A) and component (B). The curable composition according to any one of claims 1 to 8, comprising a component (C) containing no aromatic ring structure and having one or more (meth)acryloyl groups. The curable composition according to any one of claims 1 to 9, which contains a polymerization initiator. A laminate in which a hard coat layer comprising a cured product of the curable composition according to any one of claims 1 to 10 is laminated on only one side of a substrate. A polarizer protective film comprising the laminate according to claim 11 . A polarizing plate obtained by laminating a surface of the polarizer protective film according to claim 12 having no hard coat layer to a polarizer.