JP3486801B2 - Polarizing plate with excellent anti-glare properties - Google Patents

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention has an excellent antiglare property, which is characterized in that a cured coating having fine surface irregularities is provided on the opposite surface of a transparent plastic film attached to the surface of a polarizing film. It relates to a polarizing plate.

[0002]

2. Description of the Related Art When viewing a display screen of a liquid crystal display device, external light from a window or indoor lighting may be reflected on the screen, which makes it difficult to see the display. This is a cause of fatigue during work using the display screen. Has become. In recent years, work using a display screen in an office environment and various working environments is extremely large, and countermeasures against this problem are required.One of the methods is to provide an antiglare property on the surface of the display side polarizing plate. , It is designed to prevent external light from windows and indoor lighting from being reflected on the screen.

As a method for imparting antiglare properties to the surface of a polarizing plate, it is common practice to provide the surface of the polarizing plate with surface irregularities, as disclosed in JP-B-63-40282 and JP-B-4.
Japanese Patent Laid-Open No. 65095/1992 discloses a method of forming a cured coating using amorphous silica fine particles as a matting agent.
Japanese Laid-Open Patent Publication No. 59-109004 discloses a method using embossing.

[0004]

However, the surface irregularities formed by these methods are not easy to adjust the pattern, and especially when used for a display capable of high-definition display, a very fine pattern. Although the surface unevenness of the eye is required, these methods have not always been sufficient for providing such finely patterned surface unevenness.

In order to solve such a problem, an object of the present invention is to use a technique which is easy to adjust the pattern of surface irregularities and which is particularly sufficient to make the surface irregularities of very fine patterns, and It is to provide a polarizing plate having excellent glare.

[0006]

[Means for Solving the Problems]

In order to achieve the above object, the inventors of the present invention have dispersed ultrafine particles of silica (c) in an organic solvent [hereinafter referred to as colloidal silica (c). ], A method of providing a cured coating film using an aggregate obtained by appropriately aggregating the amine compound (d) capable of aggregating the ultrafine particle silica as a matting agent was found. A polarizing plate having a dazzling property was obtained.

That is, according to the present invention, the (meth) acrylic acid ester derivative (a) having at least one (meth) acryloyloxy group in the molecule is provided on the opposite surface of the transparent plastic film laminated to the polarizing film. [Hereinafter, referred to as (meth) acrylic acid ester derivative (a). ], A photocurable composition for matte coating containing an aggregate obtained from a photopolymerization initiator (b), colloidal silica (c) and an amine compound (d) capable of aggregating the ultrafine particle silica And apply
The present invention relates to a polarizing plate having excellent antiglare properties, which is characterized in that a cured coating having fine surface irregularities formed by curing by irradiating an active energy ray is provided.

[0009]

BEST MODE FOR CARRYING OUT THE INVENTION (Meth) acrylic acid ester derivative (a) having at least one (meth) acryloyloxy group in the molecule means that it has at least one (meth) acryloyloxy group in the molecule. (Meth) acrylate monomer [hereinafter referred to as (meth) acrylate monomer. ], A (meth) acrylate oligomer having two or more (meth) acryloyloxy groups in the molecule [hereinafter referred to as a (meth) acrylate oligomer. ] And at least one kind of (meth) acryloyloxy group-containing compound. The (meth) acryloyloxy group means an acryloyloxy group and a methacryloyloxy group, the (meth) acrylic acid ester derivative means an acrylic acid ester derivative and a methacrylic acid ester derivative, and the (meth) acrylate monomer means an acrylate. The monomer and the methacrylate monomer mean the acrylate oligomer and the methacrylate oligomer, respectively.

As the (meth) acrylate monomer,
Monofunctional (meth) acrylate monomer having one (meth) acryloyloxy group in the molecule [hereinafter referred to as monofunctional (meth) acrylate monomer. ], 2 in the molecule
Bifunctional (meth) acrylate monomer having one (meth) acryloyloxy group [hereinafter referred to as a bifunctional (meth) acrylate monomer. ] And at least 3 in the molecule
Polyfunctional (meth) acrylate monomer having one (meth) acryloyloxy group [hereinafter referred to as a polyfunctional (meth) acrylate monomer. ] Is mentioned. The (meth) acrylate monomer may be used alone or in combination of two or more.

Specific examples of the monofunctional (meth) acrylate monomer include tetrahydrofurfuryl (meth) acrylate, 2-hydroxyethyl (meth) acrylate,
Hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 2-hydroxy-3
-Phenoxypropyl (meth) acrylate, isobutyl (meth) acrylate, t-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, cyclohexyl (meth) acrylate, dicyclopentenyl (meth) acrylate, benzyl (meth) acrylate, Isobornyl (meth) acrylate, phenoxyethyl (meth) acrylate, dicyclopentenyloxyethyl (meth) acrylate, dimethylaminoethyl (meth) acrylate, ethylcarbitol (meth) acrylate, trimethylolpropane mono (meth) acrylate, pentaerythritol In addition to mono (meth) acrylate and phenoxy polyethylene glycol (meth) acrylate, as a carboxyl group-containing (meth) acrylate monomer, -(Meth) acryloyloxyethyl phthalic acid, 2- (meth) acryloyloxyethyl hexahydrophthalic acid, carboxyethyl (meth) acrylate, 2- (meth) acryloyloxyethyl succinic acid, N- (meth) acryloyloxy-N ', N'
-Dicarboxy-p-phenylenediamine, 4- (meth) acryloyloxyethyl trimellitic acid and the like can be mentioned. Further, the monofunctional (meth) acrylate monomer includes a vinyl group-containing monomer such as N-vinylpyrrolidone and a (meth) acryloylamino group-containing monomer such as 4- (meth) acryloylamino-1-carboxymethylpiperidine. To be done.

As the bifunctional (meth) acrylate monomer, alkylene glycol di (meth) acrylates, polyoxyalkylene glycol di (meth) acrylates, halogen-substituted alkylene glycol di (meth) acrylates, and aliphatic polyol di ( Typical examples include (meth) acrylate, bisphenol A or bisphenol F alkylene oxide adduct di (meth) acrylates, and bisphenol A or bisphenol F epoxy di (meth) acrylates.
It is not limited to these, and various types can be used. Specific examples of the bifunctional (meth) acrylate monomer include ethylene glycol di (meth) acrylate,
1,3-butanediol di (meth) acrylate, 1,
4-butanediol di (meth) acrylate, 1,6-
Hexanediol di (meth) acrylate, 1,9-nonanediol di (meth) acrylate, neopentyl glycol di (meth) acrylate, trimethylolpropane di (meth) acrylate, pentaerythritol di (meth) acrylate, ditrimethylolpropane di (Meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth)
In addition to acrylate, dipropylene glycol di (meth) acrylate, tripropylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate, polypropylene glycol di (meth) acrylate, polytetramethylene glycol di (meth) acrylate, silicon di ( (Meth) acrylate, hydroxypivalic acid ester neopentyl glycol di (meth) acrylate, 2,2-bis [4- (meth) acryloyloxyethoxyethoxyphenyl] propane,
2,2-bis [4- (meth) acryloyloxyethoxyethoxycyclohexyl] propane, 2,2-bis [4- (meth) acryloyloxyethoxyethoxyphenyl] methane, hydrogenated dicyclopentadienyl di (meth) acrylate , Tris (hydroxyethyl) isocyanurate di (meth) acrylate and the like.

Examples of polyfunctional (meth) acrylate monomers include glycerin tri (meth) acrylate, trimethylolpropane tri (meth) acrylate, ditrimethylolpropane tri (meth) acrylate, ditrimethylolpropane tetra (meth) acrylate, pentaerythritol triacrylate. Polyfunctional trivalent or higher aliphatic polyol such as (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate Typical examples are (meth) acrylates, and poly (meth) acrylates of trivalent or higher valent halogen-substituted polyols and alkylene oxide addition of glycerin. Birds of tri (meth) acrylate, alkylene oxide adducts of trimethylolpropane (meth) acrylate, 1,1,1-tris [(meth)
Acryloyloxyethoxyethoxy] propane, tris (hydroxyethyl) isocyanurate tri (meth)
Examples thereof include acrylates and silicon hexa (meth) acrylate.

The (meth) acrylate oligomer is a bifunctional or higher polyfunctional urethane (meth) acrylate oligomer [hereinafter referred to as a polyfunctional urethane (meth) acrylate oligomer. ] Bifunctional or more polyfunctional polyester (meth) acrylate oligomer [Hereinafter, it is called polyfunctional polyester (meth) acrylate oligomer. ] A bifunctional or more polyfunctional epoxy (meth) acrylate oligomer [hereinafter referred to as a polyfunctional epoxy (meth) acrylate oligomer. ] Etc. are mentioned. (Meta)
The acrylate oligomer may be used alone or in combination of two or more.

As the polyfunctional urethane (meth) acrylate oligomer, a urethane-forming reaction product of a (meth) acrylate monomer having at least one (meth) acryloyloxy group and at least one hydroxyl group in one molecule and a polyisocyanate, and polyols Examples thereof include a urethanization reaction product of an isocyanate compound obtained by reacting with a polyisocyanate and a (meth) acrylate monomer having at least one (meth) acryloyloxy group and one hydroxyl group in one molecule.

The (meth) acrylate monomer having at least one (meth) acryloyloxy group and hydroxyl group in one molecule used in the urethanization reaction is 2
-Hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 2-hydroxy-3-phenoxypropyl (meth) acrylate, glycerin di (meth) acrylate, trimethylolpropanedi (Meth) acrylate, pentaerythritol tri (meth)
Acrylate, dipentaerythritol penta (meth)
Acrylate etc. are mentioned.

As the polyisocyanate used in the urethanization reaction, hexamethylene diisocyanate, lysine diisocyanate, isophorone diisocyanate,
Dicyclohexylmethane diisocyanate, tolylene diisocyanate, xylylene diisocyanate, diisocyanates obtained by hydrogenating aromatic isocyanates among these diisocyanates (for example, hydrogenated tolylene diisocyanate, diisocyanates such as hydrogenated xylylene diisocyanate), triphenylmethane Examples thereof include di- or tri-polyisocyanates such as triisocyanate and dimethylenetriphenyltriisocyanate, and polyisocyanates obtained by polymerizing diisocyanates.

As the polyols used in the urethanization reaction, in general, aromatic, aliphatic and alicyclic polyols, polyester polyols and polyether polyols are used. Usually, as the aliphatic and alicyclic polyols, 1,4-butanediol, 1,6-hexanediol, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, neopentyl glycol, trimethylolethane,
Trimethylolpropane, ditrimethylolpropane,
Pentaerythritol, dipentaerythritol, dimethylolheptane, dimethylolpropionic acid, dimethylolbutyronic acid, glycerin, hydrogenated bisphenol A and the like can be mentioned.

The polyester polyol is obtained by a dehydration condensation reaction between the above polyols and a polybasic carboxylic acid (anhydride). Specific compounds of polybasic carboxylic acid include (anhydrous) succinic acid, adipic acid, (anhydrous) maleic acid, (anhydrous) itaconic acid,
Examples thereof include (anhydrous) trimellitic acid, (anhydrous) pyromellitic acid, hexahydro (anhydrous) phthalic acid, (anhydrous) phthalic acid, isophthalic acid, and terephthalic acid. In addition to the polyalkylene glycol, examples of the polyether polyol include a polyoxyalkylene-modified polyol obtained by reacting the above-mentioned polyol or phenols with an alkylene oxide.

The polyfunctional polyester (meth) acrylate oligomer is obtained by dehydration condensation reaction of (meth) acrylic acid, polybasic carboxylic acid (anhydride) and polyol. Examples of the polybasic carboxylic acid (anhydride) used in the dehydration condensation reaction include (anhydrous) succinic acid, adipic acid, (anhydrous) maleic acid, (anhydrous) itaconic acid, (anhydrous) trimellitic acid, and (anhydrous) pyrolic acid. Mellitic acid, hexahydro (anhydrous) phthalic acid, (anhydrous) phthalic acid, isophthalic acid, terephthalic acid, etc. are mentioned. Further, as the polyol used in the dehydration condensation reaction, 1,4-butanediol, 1,6-hexanediol, ethylene glycol, diethylene glycol, triethylene glycol,
Propylene glycol, neopentyl glycol, trimethylolethane, trimethylolpropane, ditrimethylolpropane, pentaerythritol, dipentaerythritol, dimethylolheptane, dimethylolpropionic acid, dimethylolbutyronic acid, glycerin,
Hydrogenated bisphenol A and the like can be mentioned.

The polyfunctional epoxy (meth) acrylate oligomer can be obtained by the addition reaction of polyglycidyl ether and (meth) acrylic acid. As the polyglycidyl ether, ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether,
Tripropylene glycol diglycidyl ether, 1,
6-hexanediol diglycidyl ether, bisphenol A diglycidyl ether and the like can be mentioned.

The photopolymerization initiator (b) initiates curing of the photocurable composition for matte coating by irradiation with active energy rays, and a generally known photopolymerization initiator can be used. Specifically, benzoin, benzophenone, benzoin ethyl ether, benzoin isopropyl ether, 2,2-dimethoxy-2-phenylacetophenone, 1-hydroxycyclohexyl phenyl ketone, 2-hydroxy-2-methyl-1-phenylpropane-1- Examples thereof include, but are not limited to, on, azobisisobutyronitrile, and benzoyl peroxide.

In the colloidal silica (c), as the organic solvent which is a dispersion solvent, methyl alcohol, ethyl alcohol, n-propyl alcohol, isopropyl alcohol, n-butyl alcohol, ethylene glycol, ethylene glycol monoethyl ether (hereinafter, ethyl Cellosolve), ethylene glycol mono n
-Alcoholic solvent such as propyl ether, toluene,
Aromatic hydrocarbons such as xylene, ketones such as acetone, methyl ethyl ketone, and methyl isobutyl ketone, acetic acid esters such as ethyl acetate and butyl acetate, dimethylacetamide, and the like can be used, and one or more of these can be used. .

In the present invention, colloidal silica (c)
The particle size of the ultrafine particle silica is usually 800 nm or less, preferably about 5 to 600 nm, and the concentration thereof is not particularly limited. For example, the ultrafine particle silica is added to an organic solvent that is easily available as a commercial product. Those containing 20 to 40% by weight can be used. Examples of commercially available colloidal silica (c) include, for example, a methanol silica sol under the trade name of organic solvent of methyl alcohol [silica particle size: 10
~ 15 nm, solid content: 30% by weight, Nissan Chemical Industries, Ltd.
Made], trade name MA-ST-M [silica particle size: 20-25
nm, solid content: 40% by weight, manufactured by Nissan Chemical Industries, Ltd.] or trade name OSCAL1132 [silica particle size: 10
20 nm, solid content: 30 to 31% by weight, manufactured by Catalysts & Chemicals Industry Co., Ltd.], trade name O in which the solvent is ethyl alcohol
SCAL1232 [silica particle size: 10 to 20 nm, solid content: 30 to 31% by weight, manufactured by Catalysts & Chemicals Industry Co., Ltd.], trade name OSCAL1 in which the solvent is n-propyl alcohol
332 [silica particle size: 10 to 20 nm, solid content: 30 to
31 wt%, manufactured by Catalysts & Chemicals Industry Co., Ltd.], the solvent is isopropyl alcohol, trade name IPA-ST [silica particle size: 10 to 15 nm, solid content: 30 wt%, manufactured by Nissan Chemical Industries, Ltd.] or Product name OSCAL1432 [silica particle size: 10 to 20 nm, solid content: 30 to 31% by weight,
Manufactured by Catalyst Kasei Kogyo Co., Ltd., the solvent is n-butyl alcohol, trade name NBA-ST [silica particle size: 10 to 15]
nm, solid content: 20% by weight, manufactured by Nissan Chemical Industries, Ltd.] or trade name OSCAL 1532 [silica particle size: 10
20 nm, solid content: 30 to 31% by weight, manufactured by Catalysts & Chemicals Industry Co., Ltd.], the solvent is ethylene glycol, trade name EG-ST [silica particle size: 10 to 15 nm, solid content: 2
0 wt%, manufactured by Nissan Chemical Industries, Ltd.], the solvent is ethyl cellosolve under the trade name OSCAL1632 [silica particle size: 10 to 20 nm, solid content: 30 to 31 wt%, manufactured by Catalysts & Chemicals Industry Co., Ltd.], Trade name NPC-ST [silica particle size: 10 to 15 nm, solid content: 30% by weight, manufactured by Nissan Chemical Industries, Ltd.] or trade name NPC-ST-2 [wherein the solvent is ethylene glycol mono-n-propyl ether]. Silica particle size: 400 to 500 nm, solid content: 20% by weight,
NISSAN CHEMICAL INDUSTRIES, LTD.], The solvent is dimethylacetamide, trade name DMAC-ST [silica particle size: 10 to 1]
5 nm, solid content: 20% by weight, manufactured by Nissan Chemical Industries, Ltd.]
Or product name DMAC-ST-ZL [silica particle size: 7
0-100 nm, solid content: 20% by weight, manufactured by Nissan Chemical Industries, Ltd.], and the solvent is a mixed solvent of xylene and n-butyl alcohol, trade name XBA-ST [silica particle size:
10-15 nm, solid content: 30% by weight, manufactured by Nissan Chemical Industries, Ltd.], trade name MIBK-ST in which the solvent is methyl isobutyl ketone [silica particle size: 10-15 nm, solid content: 30% by weight, Nissan Chemical Industry Co., Ltd.] and the like. Colloidal silica (c) is one or two of these.
More than one kind can be used.

Amine compound (d) [hereinafter referred to as amine compound (d)] capable of agglomerating ultrafine silica. ]
The term "from low molecular compound to high molecular compound" having a plurality of amine structures in the molecule. Examples of the amine structure include a primary amine structure, a secondary amine structure, and a tertiary amine structure. The plurality of amine structures contained in the amine compound (d) may be the same or different.

(1) Low molecular weight compound having a plurality of amine structures in a molecule A low molecular weight compound having a plurality of amine structures in a molecule has a molecular weight of about 60 to less than about 1000 It has two or more amine structures. Specific examples thereof include the following aliphatic polyamines, alicyclic polyamines, aromatic polyamines, and nitrogen-containing heterocyclic polyamines having a plurality of cyclic hindered amine structures as amine structures in the molecule [hereinafter, cyclic hindered amine compound (1)
Say. ], And nitrogen-containing heterocyclic polyamines other than the cyclic hindered amine compound (1).

Aliphatic polyamine ethylenediamine, propylenediamine, 1,3-diaminopropane, 1,4-diaminobutane, hexamethylenediamine, 2,5-diamino-2,5-dimethylhexane, 2,2,4-trimethylhexa Methylenediamine, N, N-dimethylaminopropylamine, N, N-
Aliphatic diamines such as diethylaminopropylamine and aminoethylethanolamine; diethylenetriamine,
Dipropylenetriamine, 1,3,6-tri (methylamino) hexane, bis (hexamethylene) triamine,
N- (3-aminopropyl) -1,3-propanediamine, N- (3-aminopropyl) -N-methyl-1,3
An aliphatic triamine such as propanediamine; an aliphatic tetra or pentaamine such as triethylenetetramine or tetraethylenepentamine; an alkanoldiamine such as N- (aminoethyl) ethanolamine.

Alicyclic polyamine isophoronediamine, bis (4-amino-3-methyldicyclohexyl) methane, bis (4-aminocyclohexyl) methane, menthenediamine, bis (aminomethyl) cyclohexane, 3,9-bis (3 -Aminopropyl) -2,4,8,10-tetraoxaspiro (5,
5) Undecane, etc.

Aromatic polyamine m-phenylenediamine, p-phenylenediamine, m
-Xylylenediamine, bis (4-aminophenyl) methane, bis (4-aminophenyl) sulfone, bis (4
-Amino-3-ethylphenyl) methane and the like.

Cyclic hindered amine compound (1) As the cyclic hindered amine structure, for example, general formula (A) (In the formula, R ¹ , R ² , R ³ and R ⁴ represent the same or different alkyl groups. R ⁵ represents a hydrogen atom, an alkyl group, an acetyl group or an alkoxy group.) ,
A divalent residue obtained by removing the hydrogen atom at the 4-position of R ⁵ or the piperidine ring from the monovalent group, the general formula (B) (In the formula, R ¹ , R ² , R ³ , and R ⁴ have the same meanings as described above.) And the like. Specifically, 2,2,6,6-tetramethylpiperidyl group, 1,
2,2,6,6-pentamethylpiperidyl group, 4-hydroxy-2,2,6,6-tetramethyl-1-piperidyl group, 2,2,6,6-tetramethyl-1,4-piperidinediyl group Groups and the like. A preferable cyclic hindered amine structure is 2,2,6,6-tetramethyl-
4-piperidyl group and 1,2,2,6,6-pentamethyl-4-piperidyl group are mentioned.

Specific examples of the cyclic hindered amine compound (1) include bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate [Sumisorb 577, trade name as a commercial product, Sumitomo Chemical Co., Ltd.] ], Bis (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate [commercially available product name: SANOL LS-765, Sankyo Co., Ltd.], tetrakis (2,2,6) 6-Tetramethyl-4-piperidyl) 1,2,3,4-butanetetracarboxylate [Adeka Stab LA-57, a product of Asahi Denka Kogyo Co., Ltd. as a commercial product], Tetrakis (1,
2,2,6,6-pentamethyl-4-piperidyl) 1,
2,3,4-Butane tetracarboxylate [commercial name: ADEKA STAB LA-52, manufactured by Asahi Denka Kogyo KK], (mixed 2,2,6,6-tetramethyl-4)
-Piperidyl / tridecyl) 1,2,3,4-butanetetracarboxylate [commercially available as ADEKA STAB LA-67, manufactured by Asahi Denka Co., Ltd.], (mixed 1,
2,2,6,6-pentamethyl-4-piperidyl / tridecyl) 1,2,3,4-butanetetracarboxylate [trade name: ADEKA STAB LA-62, manufactured by Asahi Denka Co., Ltd.], 8 -Acetyl-3-dodecyl-
7,7,9,9-Tetramethyl-1,3,8-triazaspiro [4.5] decane-2,4-dione [commercially available product name: Sanol LS-440, manufactured by Sankyo Co., Ltd.] However, the present invention is not limited to these.

Nitrogen-containing heterocyclic polyamines other than cyclic hindered amine compound (1) N-aminoethylpiperazine, 1,3-di (4-piperidyl) propane, 2-aminopyridine, 3-aminopyridine, 4-aminopyridine, 2,3-diaminopyridine, 2,5-diaminopyridine, 2,6-diaminopyridine, 2-pyridinemethanamine, 3-pyridinemethanamine, 4-pyridinemethanamine, 4,4'-dipyridyl, 1,3- Di (4-pyridyl) ethylene, vinyl pyridine type telomer, vinyl pyridine type oligomer and the like.

(2) Polymer compound having a plurality of amine structures in the molecule A polymer compound having a plurality of amine structures in the molecule means that the molecular weight is 1000 or more and the amine structure in the molecule is average. Two or more nitrogen-containing oligomers or polymers (hereinafter collectively referred to simply as nitrogen-containing polymers). The nitrogen-containing polymer includes an oligomer type or polymer type light stabilizer having an average of two or more cyclic hindered amine structures in the molecule, and a polymerizable light stabilizer having one cyclic hindered amine structure in the molecule. Polymer [Hereinafter, these are collectively referred to as a cyclic hindered amine compound (2). ], A homopolymer of a polymerizable amine, a copolymer of two or more types of polymerizable amines, a monomer having one or more types of polymerizable amines and an olefinically unsaturated group (however, the polymerizable amines are excluded. ) And a copolymer etc. are mentioned.

As the cyclic hindered amine compound (2), a mixture having a molecular weight of about 2000 {1,2,2,6,6-pentamethyl-4-piperidyl / β, β, β ', β'-tetramethyl-3,9 -[2,4,8,10-Tetraoxaspiro (5.5) undecane] diethyl} -1,2,
3,4-Butane tetracarboxylate [trade name: ADEKA STAB LA-63 or 63P, manufactured by Asahi Denka Co., Ltd.], mixed with a molecular weight of about 1900 {2, 2, 6,
6-tetramethyl-4-piperidyl / β, β, β ′,
β'-tetramethyl-3,9- [2,4,8,10-tetraoxaspiro (5.5) undecane] diethyl}-
1,2,3,4-Butane tetracarboxylate [trade name: ADEKA STAB LA-68LD, manufactured by Asahi Denka Co., Ltd.], 2,2,6,6-tetramethyl-4-
1,2,2,6,6-pentamethyl-4-piperidylmethacrylate [commercially available product] homopolymer of piperidyl methacrylate [commercially available product name: ADEKA STAB LA-87, manufactured by Asahi Denka Co., Ltd.] Examples of the homopolymer include trade names of ADEKA STAB LA-82 and Asahi Denka Kogyo Co., Ltd., but are not limited thereto.

The polymerizable amine is preferably a polymerizable monoamine such as a vinyl monomer having one amine structure in the molecule and an isopropenyl monomer having one amine structure in the molecule. As the polymerizable monoamine, vinyl monomers having a primary amine structure in the molecule such as vinylamine and allylamine; vinyl monomers having a secondary amine structure in the molecule such as diallylamine, N-methylallylamine and N-ethylallylamine; 2-vinylpyridine, 3-vinylpyridine, vinylpyridine such as 4-vinylpyridine, 2-methyl-5-vinylpyridine, 2-
N-vinyl, which has a heteroaromatic ring having a nitrogen atom as a different atom such as alkyl-vinylpyridine such as methyl-6-vinylpyridine and 5-methyl-2-vinylpyridine as a tertiary amine structure in the molecule; N-vinyl A vinyl monomer having a non-aromatic heterocycle having a hetero atom such as 2-pyrrolidone, N-vinylcarbazole, N-acryloylmorpholine, etc., which is a nitrogen atom, and the nitrogen atom has a substituent, as a tertiary amine structure in the molecule Triallylamine, N-methyldiallylamine, N, N-dimethylallylamine, N,
N-dimethylaminoethyl (meth) acrylate, N,
N, N-dialkylaminoalkyl (meth) acrylates such as N-diethylaminoethyl (meth) acrylate, N, N-dimethylacrylamide, N, N-diethylacrylamide, N- [3- (dimethylamino) propyl] methacrylamide, etc. Examples thereof include vinyl or isopropenyl monomers having an aliphatic tertiary amine structure in the molecule, but are not limited thereto.

As the monomer having an olefinically unsaturated group used for copolymerization with a polymerizable amine (excluding the polymerizable amine), 2-hydroxyethyl (meth) acrylate and 2-hydroxypropyl (meth) are used. ) Acrylate, hydroxyalkyl (meth) acrylate such as 2-hydroxybutyl (meth) acrylate, methyl (meth) acrylate, ethyl (meth) acrylate, alkyl (meth) acrylate such as butyl (meth) acrylate, styrene, vinyl acetate, Examples thereof include, but are not limited to, acrylonitrile.

Preferred amine compounds (d) are cyclic hindered amine compounds (1) and (2), homopolymers or copolymers of vinyl monomers having a heteroaromatic ring having a nitrogen atom as a hetero atom as an amine structure in the molecule. Coalescing,
And homopolymers of N, N-dialkylaminoalkyl (meth) acrylates and copolymers of N, N-dialkylaminoalkyl (meth) acrylates with styrene or hydroxyalkyl (meth) acrylates. Among homopolymers or copolymers of vinyl monomers having a heteroaromatic ring having a nitrogen atom as a hetero atom as an amine structure in the molecule, among homopolymers of vinylpyridines such as vinylpyridine and alkyl-vinylpyridine, N , N-dialkylaminoalkyl (meth) acrylate, styrene or a vinylpyridine-based polymer such as a copolymer of hydroxyalkyl (meth) acrylate and vinylpyridines is preferable.

The amount of the photopolymerization initiator (b) used is (meth)
It is usually used in an amount of 1 to 10 parts by weight, preferably 2 to 5 parts by weight, based on 100 parts by weight of the acrylate derivative (a). If the amount of the photopolymerization initiator used is greater than the above range, the cured coating will be colored, and if it is less than the above range, a sufficient curing rate will not be obtained.

The compounding ratio of the colloidal silica (c) and the amine compound (d) is usually colloidal silica (c).
The amount of the amine compound (d) is 0.5 to 60 parts by weight, preferably 1 to 50 parts by weight, based on 100 parts by weight of the ultrafine silica particles. When the compounding amount of the amine compound (d) is more than the above range, it becomes difficult to control the aggregation of the agglomerates obtained from the colloidal silica (c) and the amine compound (d), and the cured coating has glossiness or spots. It tends to be difficult to adjust the surface irregularities, such as the occurrence of. On the other hand, when the amount is less than the above range, the aggregates are not sufficiently produced, and the surface irregularities capable of imparting the antiglare property tend not to be obtained.

When the cyclic hindered amine compounds (1) and (2) are used as the amine compound (d), if the amount of the cyclic hindered amine compounds (1) and (2) used is within the above-mentioned range, the cyclic hindered amine compounds (1) and (2) are originally used. The property as a light stabilizer is also developed, and a cured film having weather resistance is formed. Furthermore, the cyclic hindered amine compounds (1) and (2) are added to the colloidal silica (c) to form ultrafine particle silica 1
When 12 parts by weight or more is used with respect to 00 parts by weight, deterioration of water resistance of the cured film due to the inclusion of silica can be prevented, and conversely, water resistance can be improved.

The agglomerate is blended so that the amount of ultrafine silica is usually 0.5 to 30 parts by weight, preferably 0.5 to 20 parts by weight, based on 100 parts by weight of the (meth) acrylic acid ester derivative (a). Just do it. If the weight of the ultrafine silica is more than the above range, the particle diameter of the agglomerate becomes non-uniform, and the cured coating tends to be glossy or hard to control the surface irregularities. If less than the above range,
Agglomerates are not sufficiently produced, and surface irregularities that can impart antiglare properties tend to be unobtainable.

The photocurable composition for matte coating has, in addition to such agglomerates, an average particle size of 1 μm or more, preferably 1 or more.
It may contain an inorganic filler (e) of ˜7 μm.
In this case, even when the photocurable composition for matte coating is applied using a coating device to which strong shearing force is applied,
It is preferable because the desired polarizing plate can be easily obtained. Such inorganic fillers include, for example, amorphous fine particles such as silica and calcium carbonate, talc, mica, glass flakes, synthetic hydrotalcite, and their similar substances having a plate-like structure, and silicates and carbonates. A plate-like filler having a chemical composition such as Among them, amorphous silica and a plate-like filler are preferably used from the viewpoints of dispersion stability when mixed with colloidal silica (c) and fineness of the pattern of surface irregularities of the matte cured coating. When amorphous silica is used as the inorganic filler (e), in addition to usual silica fine powder, surface-treated silica with an organic or inorganic material can be used. Examples of commercially available products include
Trade name Sylysia 350 [Average particle size: 1.8 μm, manufactured by Fuji Silysia Chemical Ltd.], Trade name Silohobic 2
00 [average particle diameter 1.8 μm, organic material surface treatment, manufactured by Fuji Silysia Chemical Ltd.], trade name Nipseal E-220
A [average particle size 1.5 μm, Nippon Silica Industry Co., Ltd.
Made], trade name Nipseal SS-50 [average particle size 1.
3 μm, organic material surface treatment, manufactured by Nippon Silica Industry Co., Ltd., etc., but not limited thereto.
When a plate-like filler is used as the inorganic filler (e), the plate-like filler may be obtained by any manufacturing method. Specific examples of preferable plate-like fillers include trade name LMS-300 [average particle size: 1.3
~ 1.6 μm, manufactured by Fuji Talc Industry Co., Ltd.], product name LM
S-200 [average particle size 1.5 to 1.8 μm, manufactured by Fuji Talc Industry Co., Ltd.], trade name LMS-100 [average particle size 1.8 to 2.0 μm, manufactured by Fuji Talc Industry Co., Ltd.], Product name High Filler # 5000PJ [Average particle size: 1.3 ~
2.3 μm, manufactured by Matsumura Sangyo Co., Ltd., trade name Micromica MK-100 [average particle size: 1.0 to 5.0 μm, manufactured by Co-op Chemical Co., Ltd.], trade name SOMASIF ME-100
Commercially available products such as [average particle size: 1.0 to 5.0 μm, manufactured by Coop Chemical Co., Ltd.] may be mentioned, but the invention is not limited thereto. The inorganic filler (e) may be used alone or in combination of two or more.

When the inorganic filler (e) is used in combination, the compounding ratio of the ultrafine silica particles of the colloidal silica (c) and the inorganic filler (e) is 10% by weight: 90% by weight to 90% by weight: 10% by weight. %, Preferably 20% by weight: 80% by weight to 80% by weight: 20% by weight. If the ultrafine silica particles of the colloidal silica (c) are less than 10% by weight, the fineness of the pattern of surface irregularities of the cured coating is lost. Further, if it exceeds 90% by weight, the transmission haze does not decrease even when using a device which exerts a strong shearing force, which is not preferable. Further, in this case, the sum of the weight parts of the ultrafine particle silica of the colloidal silica (c) and the inorganic filler (e) is 0.5 to 50 parts by weight, preferably 0 to 100 parts by weight of the methacrylic acid ester derivative (a). Add 5 to 30 parts by weight.

The photocurable composition for matte coating contains a solvent,
Various additives such as thickeners, antioxidants, and ultraviolet absorbers may be added.

The photocurable composition for matte coating may contain a light stabilizer composed of a compound having one cyclic hindered amine structure in the molecule. Specifically, 4-
Benzoyloxy-2,2,6,6-tetramethylpiperidine [Product name: SANOL LS-744,
Sankyo Co., Ltd.], 1- [2- {3- (3,5-di-t-
Butyl-4-hydroxyphenyl) propionyloxy} ethyl] -4- {3- (3,5-di-t-butyl-
4-hydroxyphenyl) propionyloxy} -2,
2,6,6-Tetramethylpiperidine [trade name is Sanol LS-2626, manufactured by Sankyo Co., Ltd.], 1,
2,2,6,6-Pentamethyl-4-piperidyl methacrylate [trade name: ADEKA STAB LA-8
2, Asahi Denka Kogyo Co., Ltd.], 2,2,6,6-tetramethyl-4-piperidyl methacrylate [Adeka Stab LA-87 as a commercial product, Asahi Denka Kogyo Co., Ltd.]
Etc.

Examples of the solvent include alcohols such as ethyl alcohol, n-propyl alcohol, isopropyl alcohol and n-butyl alcohol, ethylene glycol monomethyl ether, ethyl cellosolve, ethylene glycol monobutyl ether, propylene glycol monomethyl ether and propylene glycol monobutyl ether. Alcohol-based solvents such as alkylene glycol monoalkyl ethers are particularly preferable in terms of dispersion stability of aggregates obtained from colloidal silica (c) and amine compound (d), and aromatic hydrocarbons such as toluene and xylene, Acetic acid esters such as ethyl acetate and butyl acetate, and ketones such as acetone and methyl ethyl ketone can also be used.

The photocurable composition for matte coating usually comprises
A (meth) acrylic acid ester derivative (a), a photopolymerization initiator (b), and colloidal silica (c), and optionally an inorganic filler (e) are mixed, and then the mixture is mixed with an amine compound (d). Can be obtained by adding and mixing. In order to produce an aggregate, first, the colloidal silica (c) and the amine compound (d) are mixed, and then the (meth) acrylic acid ester derivative (a) and the photopolymerization initiator (b) are added to the mixture, It can also be obtained by mixing. The latter method is suitable when an amino group-containing derivative is used as the (meth) acrylic acid ester derivative (a).

As the transparent plastic film to which the photocurable composition for matte coating is applied, any transparent plastic film can be used as long as it has excellent transparency, uniformity and strength. For example, polymethylmethacrylate resin film, polycarbonate. Resin films, polyallyl diglycol carbonate resin films, ABS resin films, polystyrene resin films, vinyl chloride resin films, polyester resin films, cellulosic resin films, etc. are used, depending on their transparency and uniformity. A triacetyl cellulose film is particularly desirable because it is excellent.

As the polarizing film used in the present invention, a usual polarizing film is used. For example, a polyvinyl alcohol-based film, a polyvinyl formal film, a polyvinyl acetal film, a poly (ethylene-acetic acid) copolymer-based saponified film and the like are highly hydrophilic. Iodine and / or molecular film
Alternatively, a polyene type in which a polyene is oriented by subjecting an iodine-based and / or dye-based polarizing film having a dichroic dye adsorbed and oriented, a polyvinyl alcohol type film to a dehydration treatment, or a polyvinyl chloride film to a dehydrochlorination treatment A polarizing film is mentioned.

As a method for applying the matte coating composition, any method can be used as long as a desired uniform thickness and a smooth surface can be obtained. The direct gravure method, the reverse gravure method, A known method such as a die coating method, a comma coating method, a kiss coating method, a Mayer bar method, a curtain flow method, a spraying method, a spin coating method or a dipping method can be appropriately selected depending on the properties of the transparent plastic film. . The thickness of the coating is usually 0.5 to 20 μm, and the thickness and the durability of the coating are 1.0 to 10 μm.
The range of 10 μm is particularly desirable.

As for the method of curing the one coated with the photocurable composition for matte coating by using active energy rays, ultraviolet rays may be irradiated and cured by using a usual high pressure mercury lamp or a metal halide lamp.

A transparent plastic film having a cured coating having fine surface irregularities formed by coating the photocurable composition for matte coating on one surface of a polarizing film and curing it by irradiating with active energy rays. , Another transparent plastic film that does not have a cured coating on the other side,
A publicly known method can be used as a method for obtaining a polarizing plate by bonding with a polyvinyl alcohol-based adhesive so that the surface opposite to the cured coating surface becomes a bonding surface.

[0053]

The present invention will be described in detail below with reference to examples, but the present invention is not limited thereto. The polarizing plate of the present invention and the cured film having fine surface irregularities were evaluated as follows. (1) Pattern of surface irregularities: observed with an optical microscope at a magnification of 100 A: very fine B: fine C: slightly large eyes, a little rough feeling D: very large eyes, a very rough feeling ( 2) Total light transmittance (%) and transmission haze (%): Measured by haze computer HGM-2DP manufactured by Suga Test Instruments Co., Ltd. (3) Specular gloss: Variable angle gloss meter manufactured by Murakami Color Research Laboratory Co., Ltd. Measured at 60 degrees using GM-3D. At the time of measurement, the case where the angle formed by the incident / reflecting surface of the measurement light and the absorption axis of the polarizing plate was parallel and the case where they were perpendicular was measured, and the arithmetic average value thereof was taken. (4) Abrasion resistance: Scratch test with # 0000 steel wool A: No scratch even if strongly rubbed B: Slightly scratched when strongly rubbed C: Slightly scratched when lightly rubbed D: Lightly rubbed (5) Adhesion: Crosshatch / cellophane tape peeling test Put 11 cut lines each reaching the transparent plastic film at 1 mm intervals in the cured film to make 100 1 mm squares. Stick cellophane tape on it and remove it abruptly. The operation of applying this cellophane tape and rapidly peeling it off was repeated 3 times, and then the number of unpeeled cells is shown.

Examples 1 to 4 (meth) acrylic acid ester derivative (a) shown in Table 1,
A photocurable composition for matte coating was produced using the photopolymerization initiator (b), colloidal silica (c) and amine compound (d). That is, a (meth) acrylic acid ester derivative (a), a photopolymerization initiator (b), colloidal silica (c), and ethyl cellosolve were mixed, and then the mixture was stirred at a three-one motor of 400 rpm while the amine compound (d ) Was gradually added and mixed for 1 hour to obtain a photocurable composition for matte coating containing aggregates. 1-Hydroxycyclohexyl phenyl ketone was used as the photopolymerization initiator (b). Further, ethyl cellosolve was used in such an amount that the resulting photocurable composition for matte coating had a nonvolatile content of 40% by weight.

The photocurable composition for matte coating thus obtained was applied to a triacetyl cellulose film (Fuji Tuck, FT80UVS, 80 μm thick) by the Meyer bar method to form a film, and the film was formed at 60 ° C. at 5 ° C. After drying for a minute, the film was subjected to a high pressure mercury lamp in the air (manufactured by Eye Graphics Co., Ltd., Eye Cure UE021-403C, 500V,
Using H02-L41 (2)), the coating was cured by irradiating with ultraviolet rays from a distance of 150 mm at an output of 80 W / cm for 5 seconds.

A polyvinyl alcohol film having a thickness of 75 μm (average degree of polymerization 1700, degree of saponification 99.9%) was uniaxially stretched (stretching ratio: 5 times), and an iodine / potassium iodide aqueous solution (iodine / Potassium iodide / water = 0.05 / 5/100 (weight ratio)) and an aqueous solution containing potassium iodide / boric acid (potassium iodide / boric acid / water = 6 / 7.5 / 100 (weight ratio)) ) And then washed with water and dried to obtain an iodine type polarizing film.

A thickness of 80 μm is provided on one surface of this polarizing film.
The triacetyl cellulose film of m was dipped in KOH alkaline water to saponify the surface, and the other surface was also saponified with the triacetyl cellulose film having the cured coating obtained as described above. To
A polarizing plate was obtained by laminating with a polyvinyl alcohol-based adhesive so that the surface opposite to the cured coating surface became the laminating surface (cured coating / TAC film / polarizing film / TAC film). The evaluation results are shown in Table 2.

Example 5 The inorganic filler (e) shown in Table 1 was stirred at a high speed at 8000 rpm in ethyl cellosolve using a homogenizer, and then mixed with colloidal silica (c) instead of colloidal silica (c). A matte coating composition was obtained in the same manner as in Example 1 except that it was used to obtain a polarizing plate. The evaluation results are shown in Table 2.

Example 6 The same operation as in Example 5 was carried out except that the composition for matte coating prepared in Example 5 was applied after applying a shearing force by stirring it at 1000 rpm for 30 minutes using a homogenizer. A polarizing plate was obtained. The evaluation results are shown in Table 2.

Example 7 The inorganic filler (e) shown in Table 1 was stirred at a high speed at 8000 rpm in ethyl cellosolve using a homogenizer and then mixed with colloidal silica (c), instead of colloidal silica (c). A matte coating composition was obtained in the same manner as in Example 1 except that it was used to obtain a polarizing plate. The evaluation results are shown in Table 2.

Example 8 The same procedure as in Example 7 was carried out except that the composition for matte coating prepared in Example 7 was applied after applying a shearing force by stirring for 30 minutes at 1000 rpm using a homogenizer. A polarizing plate was obtained. The evaluation results are shown in Table 2.

Comparative Example 1 A polarizing plate was obtained in the same manner as in Example 1 except that the amine compound (d) was not used. The evaluation results are shown in Table 2.

Comparative Example 2 An Example except that 5.0 parts by weight of Aerosil 200 (silica powder having a primary average particle diameter of 12 nm) [manufactured by Nippon Aerosil Co., Ltd.] was used without using the amine compound (d). A polarizing plate was obtained in the same manner as in 1. Table 2 shows the evaluation results
Shown in.

Comparative Example 3 A polarizing plate was obtained in the same manner as in Example 1 except that the inorganic filler (e) shown in Table 1 was used instead of the colloidal silica (c). The evaluation results are shown in Table 2.

In Table 1, the blending amount is parts by weight, and the colloidal silica (c) is parts by weight of ultrafine particle silica.

The abbreviations of the (meth) acrylic acid ester derivative (a) shown in Table 1 have the following meanings. A: Pentaerythritol triacrylate B: Dipentaerythritol hexaacrylate C: Urethane acrylate oligomer obtained by reaction of pentaerythritol triacrylate and hexamethylene diisocyanate

The meanings of the symbols a to d shown in Table 1 are as follows. a: Silica sol IPA-ST (average particle size 10 to 20 nm)
Of 30% by weight of silica in isopropanol) [manufactured by Nissan Chemical Industries, Ltd.] b: Aerosil 200 (silica powder having a primary average particle diameter of 12 nm) [manufactured by Nippon Aerosil Co., Ltd.]) c: Sylysia 350 (average particles) Silica powder having a diameter of 1.8 μm) (manufactured by Fuji Silysia Chemical Ltd.) d: LMS-200 (talc having an average particle size of 1.5 to 1.8 μm) [manufactured by Fuji Talc Industry Co., Ltd.]

The meanings of the symbols I and II shown in Table 1 are as follows. I: ADEKA STAB LA-63P [Asahi Denka Kogyo KK] II: Poly-2-vinylpyridine (viscosity average molecular weight of about 20)
000)

[0069]

[Table 1] (Meth) acrylic acid Photopolymerization Colloidal silica Amine compound Inorganic filler Ester derivative Initiator (a) (b) (c) (d) (e) Type (blending amount) Blending amount type Blending amount type Blending amount Type Blending amount Example 1 A (70) / B (30) 5.0 a 1.0 I 0.1 − Example 2 A (70) / B (30) 5.0 a 5.0 I 0.5 − Example 3 C (100) 5.0 a 1.0 II 0.1 − Example 4 C (100) 5.0 a 5.0 II 0.5-Example 5,6 C (100) 5.0 a 5.0 I 0.5 c 5.0 Example 7,8 C (100) 5.0 a 5.0 I 0.5 d 5.0 Comparative Example 1 A (70) / B (30) 5.0 a 5.0 − − Comparative Example 2 C (100) 5.0 − − (b 5.0) Comparative Example 3 C (100) 5.0 − − c 5.0

[0070]

[Table 2] Surface unevenness All rays Transmission Mirror surface Abrasion resistance Adhesion Remark Pattern transmittance Haze Gloss (%) (%) (%) Example 1 A 40.2 3.1 82.1 A 100/100 Example 2 B 40.5 39.6 20.5 A 100 / 100 Example 3 A 42.0 2.0 90.3 A 100/100 Example 4 A 41.2 12.0 52.3 A 100/100 Example 5 A 40.2 21.7 31.0 A 100/100 ¹⁾ Before stirring Example 6 A 40.3 21.0 32.5 A 100/100 ¹⁾ After stirring Example 7 A 40.1 17.4 37.7 A 100/100 ¹⁾ Before stirring Example 8 A 40.0 17.7 37.0 A 100/100 ¹⁾ After stirring Comparative Example 1 ²⁾ Clear 40.6 − − − 100/100 Comparative Example 2 C 40.0 16.8 51.0 B 100/100 Comparative Example 3 C 41.0 20.9 44.0 B 100/100 1) Stirring: Matte coating composition was subjected to shearing force 2) Clear: Cured film does not have matteness

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁷ Identification code FI G02B 5/02 G02B 1/10 Z (72) Inventor Takuhiko Jinno 2-12-13, Hiroshi Nishi, Joto-ku, Osaka-shi, Osaka Koei Chemical Industry Co., Ltd. (72) Inventor Atsushi Ishikawa 2-12-13, Nishi, Saito, Joto-ku, Osaka City, Osaka Prefecture Koei Chemical Industry Co., Ltd. (72) Inventor, Yasuko Mukai 2-chome, Nishi-cho, Joto-ku, Osaka City, Osaka Prefecture 12-13 No. 13 in Koei Chemical Industry Co., Ltd. (56) Reference JP-A-7-325203 (JP, A) JP-A-6-18706 (JP, A) JP-A-8-80472 (JP, A) JP 61-108520 (JP, A) JP-A 1-174515 (JP, A) JP-A 6-258522 (JP, A) JP-A 63-74911 (JP, A) (58) Fields investigated (Int .Cl. ⁷ , DB name) G02B 5/30 G02B 1/10 G02B 5/02

Claims (7)

(57) [Claims] 1. A (meth) acrylic acid ester derivative (a) having at least one (meth) acryloyloxy group in a molecule on the opposite surface of a transparent plastic film to be laminated on a polarizing film, and photopolymerization initiation. Agent (b), ultrafine silica (c) dispersed in an organic solvent, and amine compound (d) capable of aggregating the ultrafine silica
A photocurable composition for matte coating containing an agglomerate obtained from the above is coated, and a cured coating having fine surface irregularities formed by curing by irradiation with active energy rays is provided. Polarizing plate with excellent glare. 2. A (meth) acrylic acid ester derivative (a) having at least one (meth) acryloyloxy group in the molecule on the opposite surface of the transparent plastic film to be bonded to a polarizing film, and photopolymerization initiation. Agent (b), ultrafine silica (c) dispersed in an organic solvent, and amine compound (d) capable of aggregating the ultrafine silica
Fine particles obtained by coating a photocurable composition for matte coating containing the aggregate obtained from and an inorganic filler (e) having an average particle size of 1 μm or more, and irradiating with active energy rays to cure the composition. A polarizing plate having excellent antiglare properties, which is provided with a cured coating film having surface irregularities. 3. The polarizing plate according to claim 2, wherein the inorganic filler (e) is amorphous particles or plate-like filler. 4. The amine compound (d) capable of aggregating ultrafine particle silica is a light stabilizer having two or more cyclic hindered amine structures in the molecule. The polarizing plate described in. 5. The polarizing plate according to claim 1 or 2, wherein the amine compound (d) capable of aggregating the ultrafine particle silica is a vinylpyridine polymer. 6. The amine compound (d) capable of aggregating ultrafine particle silica is used in an amount of 0.5 to 60 parts by weight based on 100 parts by weight of ultrafine particle silica. The polarizing plate described in. 7. The polarizing plate according to claim 1, wherein the transparent plastic film is a triacetyl cellulose film.