JP6084665B2 - Polarizing plate, composite polarizing plate, and liquid crystal display device - Google Patents

Description

  The present invention relates to a polarizing plate used for a liquid crystal display device and the like, and more particularly to a polarizing plate having an antiglare layer on a polarizing film. The present invention also relates to a composite polarizing plate and a liquid crystal display device using the polarizing plate.

  The polarizing plate is useful as an optical component constituting a liquid crystal display device. A conventionally used polarizing plate has a configuration in which a protective layer made of a transparent resin film is laminated on one side or both sides of a polarizing film via an aqueous adhesive or the like. As such a transparent resin film, a triacetyl cellulose film (TAC film) is often used because of its excellent optical transparency and moisture permeability. The polarizing plate is bonded to the liquid crystal cell with an adhesive via another optical function layer as necessary, and is incorporated into the liquid crystal display device.

  In recent years, liquid crystal display devices have been widely applied to mobile devices such as notebook personal computers, mobile phones, and car navigation systems. Accordingly, the polarizing plates that make up liquid crystal display devices have become thinner and lighter. In addition, high durability (high mechanical strength) has been demanded. In addition, liquid crystal display devices for mobile use are required to be usable even under wet heat, and high wet heat resistance is also required for polarizing plates used therefor. In contrast, a traditional polarizing plate in which a TAC film is bonded as a protective layer to a polarizing film as described above, the polarizing performance decreases when exposed to a high humidity environment, particularly a high temperature and high humidity environment for a long time. There was a problem that the polarizing film contracted. Therefore, the protective layer laminated on the polarizing film is required to improve the mechanical strength and the ability to suppress the contraction of the polarizing film (shrinkage suppressing force) as well as reducing the thickness and weight. .

  However, in the polarizing plate bonded with a TAC film as a protective layer, it is difficult to make the thickness of the protective layer 20 μm or less from the viewpoints of handleability and durability at the time of work, and there is a limit to reducing the thickness and weight. .

  As a technique that can solve the above problem, for example, in JP 2000-199819 A (Patent Document 1), a transparent thin film layer is formed by applying a resin solution to one or both sides of a polarizing film made of a hydrophilic polymer. Techniques to do this are disclosed. JP-A-2003-185842 (Patent Document 2) discloses a method for producing polarized light by curing an energy ray-curable composition containing an energy ray-polymerizable compound having a dicyclopentanyl residue or a dicyclopentenyl residue. A technique for forming a protective film on a film is disclosed. JP-A-2004-245924 (Patent Document 3) discloses a polarizing plate having a protective film mainly composed of an epoxy resin on at least one surface of a polarizing film. Japanese Patent Laying-Open No. 2005-92112 (Patent Document 4) discloses that at least one surface of a polarizing film is protected with a cured product of an active energy ray-curable resin composition.

  On the other hand, the visibility of the polarizing plate constituting the liquid crystal display device is significantly impaired when external light is reflected on the display surface. Therefore, conventionally, in order to prevent such reflection of external light, a film layer for preventing reflection of external light is provided on the surface of the image display device. For film layers to prevent reflections, anti-reflection treatment using interference by optical multilayer film and anti-glare treatment that blurs the reflected image by scattering incident light by forming fine irregularities on the surface are common. Has been adopted. In particular, since the latter anti-glare layer that scatters incident light by forming fine irregularities can be produced at a relatively low cost, it is widely used in applications such as large monitors and personal computers.

  Conventionally, an antiglare film subjected to such an antiglare treatment is, for example, that a resin solution in which a filler is dispersed is applied on a base sheet, and the coating film thickness is adjusted to expose the filler on the surface of the coating film. And a method of forming random irregularities on the substrate sheet. On the other hand, there is also an attempt to develop anti-glare properties only by fine irregularities formed on the surface of the transparent resin layer without containing a filler. For example, in Japanese Patent Laid-Open No. 2002-189106 (Patent Document 5), an ionizing radiation curable resin is cured in a state where an ionizing radiation curable resin is sandwiched between an embossing mold and a transparent resin film, and three-dimensional. Ionizing radiation having surface irregularities on a transparent resin film by forming fine irregularities in which the average distance between adjacent convex portions on a 10-point average roughness and a three-dimensional roughness reference surface each satisfy a predetermined value. An antiglare film in which a cured product layer of a curable resin is laminated is disclosed. In addition, as a different type of embossing method for obtaining an antiglare film, a method using a mold on which a plating layer is formed as disclosed in JP-A-2006-53371 (Patent Document 6) can also be exemplified. .

  However, the traditional anti-glare treatment is applied on the transparent resin film that is the protective layer of the polarizing plate, and the polarizing plate laminated with the anti-glare film is a market demand for thin and light liquid crystal display devices in recent years. It did not satisfy.

JP 2000-199819 A JP 2003-185842 A JP 2004-245924 A JP 2005-92112 A JP 2002-189106 A JP 2006-53371 A

  An object of the present invention is to provide a polarizing plate in which an antiglare layer is directly formed on the surface of a polarizing film, and is thin and lightweight and excellent in durability. Another object of the present invention is to provide a composite polarizing plate suitable for a liquid crystal display device by laminating a retardation plate on the polarizing plate. Furthermore, another object of the present invention is to provide a liquid crystal display device having excellent reliability using such a polarizing plate or a composite polarizing plate.

  The present invention contains an active energy ray-curable compound and a polymerization initiator on one side of a polarizing film in which a dichroic dye is adsorbed and oriented on a polyvinyl alcohol-based resin and the total light transmittance is 50% or less. The present invention provides a polarizing plate comprising a cured product of an active energy ray-curable resin composition and having an antiglare layer having irregularities directly formed on the surface.

  The active energy ray-curable compound in the polarizing plate of the present invention preferably contains an epoxy compound having at least one epoxy group in the molecule. This active energy ray-curable compound may contain an oxetane compound in addition to the epoxy compound.

  In the polarizing plate of the present invention, the curable compound constituting the active energy ray-curable resin composition may contain a (meth) acrylic compound having at least one (meth) acryloyloxy group in the molecule. it can.

  The active energy ray-curable resin composition containing these active energy ray-curable compounds may further contain fine particles.

Further, these active energy ray-curable resin compositions forming the antiglare layer can further contain an antistatic agent, whereby the antiglare layer comprising a cured product of the active energy ray curable resin composition. Can have a surface resistance value of 10 ¹² Ω / □ or less.

  The antiglare layer made of a cured product of the curable resin composition preferably has a thickness of 1 to 35 μm.

  In the polarizing plate of the present invention, an active energy ray-curable resin containing an active energy ray-curable compound and a polymerization initiator on the surface of the polarizing film opposite to the side on which the antiglare layer is provided. It is also effective to directly form a protective layer made of a cured product of the composition.

  The thickness of the protective layer formed on the side opposite to the antiglare layer of the polarizing film is preferably 1 to 35 μm.

  The polarizing plate provided with the antiglare layer on one side of the polarizing film and having the protective layer on one side as described above can be formed into a composite polarizing plate by laminating a retardation plate on the protective layer side.

  According to the present invention, one of the polarizing plates or the composite polarizing plate described above and a liquid crystal cell is provided, and of the antiglare layer and the polarizing film constituting the polarizing plate or the composite polarizing plate, the polarizing film is on the liquid crystal cell side. A liquid crystal display device laminated in such a manner is also provided.

  According to the present invention, since the antiglare layer having the function of the protective layer is directly formed on the surface of the polarizing film, the antiglare layer is formed in comparison with the conventional lamination of the transparent protective film subjected to the antiglare treatment. Therefore, the thickness of the layer for imparting properties can be greatly reduced, and the antiglare function is further improved, so that the polarizing plate can be reduced in thickness and weight. Therefore, this polarizing plate can be suitably applied to, for example, a liquid crystal display device for mobile use.

It is sectional drawing which shows typically the polarizing plate 1 of a preferable example of this invention. It is sectional drawing which shows typically the polarizing plate 11 of the other preferable example of this invention. It is sectional drawing which shows typically the composite polarizing plate 21 of a preferable example of this invention. A polarizing plate 1 ′ (FIG. 4A) in which the pressure-sensitive adhesive layer 23 and the release film 24 are further provided on the polarizing plates 1 and 11 and the composite polarizing plate 21 shown in FIGS. 4 (B)) and a composite polarizing plate 21 ′ (FIG. 4C) are cross-sectional views schematically showing each.

  The most basic layer structure of the polarizing plate 1 according to the present invention is a cured product of an active energy ray-curable resin composition on one surface of a polarizing film 2 as shown in a schematic cross-sectional view in FIG. The antiglare layer 3 having the unevenness 3a is directly formed. The polarizing film 2 has a dichroic dye adsorbed and oriented on a polyvinyl alcohol resin, and has a total light transmittance of 50% or less. Moreover, the active energy ray-curable resin composition for forming the antiglare layer 3 contains an active energy ray-curable compound and a polymerization initiator.

  In the present invention, as shown in the schematic cross-sectional view of FIG. 2, a protective layer 12 made of a cured product of the active energy ray-curable resin composition is also formed on the surface of the polarizing film 2 opposite to the antiglare layer 3. The polarizing plate 11 may be realized so as to be directly formed. Since the protective layer 12 is on the liquid crystal cell side when this polarizing plate is applied to a liquid crystal display device, it is usually composed of a layer having a smooth surface and no antiglare property as in the example shown in FIG. Is done. In addition, as shown in a schematic cross-sectional view in FIG. 3, a composite polarizing plate 21 may be realized by laminating a retardation plate 22 on the protective layer 12 of the polarizing plate 11.

  Further, the polarizing plates 1 and 11 or the composite polarizing plate 21 shown in FIGS. 1 to 3 are on the side opposite to the antiglare layer 3 as shown in the schematic cross-sectional views in FIGS. The pressure-sensitive adhesive layer 23 can be provided for bonding to another member, for example, a liquid crystal cell. It is customary to bond a release film 24 that temporarily protects the surface of the pressure-sensitive adhesive layer 23 until it is bonded to another member. FIG. 4 (A) shows a polarizing plate 1 ′ of the example in which the pressure-sensitive adhesive layer 23 is provided on the polarizing film 2 side and the release film 24 is provided on the surface of the polarizing plate 1 shown in FIG. Has been. In FIG. 4B, the polarizing plate 11 ′ of the example in which the pressure-sensitive adhesive layer 23 is provided on the protective layer 12 side and the release film 24 is provided on the surface of the polarizing plate 11 shown in FIG. ing. 4C, in the composite polarizing plate 21 shown in FIG. 3, the composite polarizing plate 21 ′ of the example in which the pressure-sensitive adhesive layer 23 is provided on the phase difference plate 22 side and the release film 24 is provided on the surface thereof. It is shown.

  The polarizing plate of the present invention comprises a cured product of an active energy ray-curable resin composition on one surface of a polarizing film in which a dichroic dye is adsorbed and oriented on a polyvinyl alcohol resin and has a total light transmittance of 50% or less. The antiglare layer having irregularities on the surface is directly formed. Moreover, the protective layer which consists of hardened | cured material of an active energy ray curable resin composition may be laminated | stacked on the surface on the opposite side to the side in which the said glare-proof layer of the said polarizing film is provided. Hereinafter, the polarizing plate of the present invention will be described in detail.

(Polarizing film)
In the present invention, the polarizing film is not particularly limited, but is preferably made of a polyvinyl alcohol resin, more specifically, a film in which a dichroic dye is adsorbed and oriented on a uniaxially stretched polyvinyl alcohol resin film. be able to. A polarizing film in which a dichroic dye is adsorbed and oriented on a uniaxially stretched polyvinyl alcohol-based resin film has a total light transmittance of 50% or less, preferably 40 to 50%.

  The polyvinyl alcohol resin constituting the polarizing film can be obtained by saponifying a polyvinyl acetate resin. Examples of the polyvinyl acetate resin include polyvinyl acetate, which is a homopolymer of vinyl acetate, and copolymers of vinyl acetate and other monomers copolymerizable therewith. Examples of other monomers copolymerizable with vinyl acetate include unsaturated carboxylic acids, unsaturated sulfonic acids, olefins, and vinyl ethers. The saponification degree of the polyvinyl alcohol-based resin is usually 85 to 100 mol%, preferably 98 to 100 mol%. The polyvinyl alcohol-based resin may be further modified, and for example, polyvinyl formal or polyvinyl acetal modified with aldehydes may be used. Moreover, the polymerization degree of polyvinyl alcohol-type resin is 1000-10000 normally, Preferably it is 1500-10000.

  A film obtained by forming such a polyvinyl alcohol resin is used as a raw film of a polarizing film. The method for forming a polyvinyl alcohol-based resin is not particularly limited, and can be formed by a known method. Although the film thickness of a polyvinyl alcohol-type raw film is not specifically limited, For example, it is 10-150 micrometers.

  A polarizing film is usually a step of uniaxially stretching a raw film made of a polyvinyl alcohol resin as described above, a step of dyeing a polyvinyl alcohol resin film with a dichroic dye and adsorbing the dichroic dye, two colors It is manufactured through a step of treating a polyvinyl alcohol-based resin film adsorbed with a functional dye with an aqueous boric acid solution and a step of washing with water after the treatment with an aqueous boric acid solution.

  Uniaxial stretching may be performed before dyeing with a dichroic dye, may be performed simultaneously with dyeing, or may be performed after dyeing. When uniaxial stretching is performed after dyeing with a dichroic dye, the uniaxial stretching may be performed before boric acid treatment or during boric acid treatment. Moreover, it is also possible to perform uniaxial stretching in these several steps. In uniaxial stretching, it may be uniaxially stretched between rolls having different peripheral speeds, or may be uniaxially stretched using a hot roll. Further, it may be dry stretching such as stretching in the air, or may be wet stretching in which stretching is performed in a state swollen with a solvent. The draw ratio is usually 4 to 8 times.

  In order to dye the polyvinyl alcohol resin film with the dichroic dye, for example, the polyvinyl alcohol resin film may be immersed in an aqueous solution containing the dichroic dye. As the dichroic dye, iodine, a dichroic organic dye, or the like is used. In addition, it is preferable that the polyvinyl alcohol-type resin film performs the immersion process to water before a dyeing process.

  When iodine is used as the dichroic dye, a method of immersing a polyvinyl alcohol-based resin film in an aqueous solution containing iodine and potassium iodide is usually employed as a dyeing method. The content of iodine in this aqueous solution is usually 0.01 to 0.5 parts by weight with respect to 100 parts by weight of water, and the content of potassium iodide is usually 0.5 with respect to 100 parts by weight of water. -10 parts by weight. The temperature of the aqueous solution used for dyeing is usually 20 to 40 ° C., and the immersion time (dyeing time) in this aqueous solution is usually 30 to 300 seconds.

On the other hand, when a dichroic organic dye is used as the dichroic dye, a method of immersing a polyvinyl alcohol-based resin film in a dye aqueous solution containing a water-soluble dichroic dye is usually employed as a dyeing method. The content of the dichroic dye in this dye aqueous solution is usually 1 × 10 ⁻³ to 1 × 10 ⁻² parts by weight with respect to 100 parts by weight of water. The dye aqueous solution may contain an inorganic salt such as sodium sulfate as a dyeing assistant. The temperature of the aqueous dye solution is usually 20 to 80 ° C., and the immersion time (dyeing time) in the aqueous dye solution is usually 30 to 300 seconds.

  The boric acid treatment after dyeing with the dichroic dye is performed by immersing the dyed polyvinyl alcohol-based resin film in a boric acid-containing aqueous solution. The boric acid content in the boric acid-containing aqueous solution is usually 2 to 15 parts by weight, preferably 5 to 12 parts by weight with respect to 100 parts by weight of water. When iodine is used as the dichroic dye, the boric acid-containing aqueous solution preferably contains potassium iodide. The content of potassium iodide in the boric acid-containing aqueous solution is usually 2 to 20 parts by weight, preferably 5 to 15 parts by weight with respect to 100 parts by weight of water. The immersion time in the boric acid-containing aqueous solution is usually 100 to 1200 seconds, preferably about 150 to 600 seconds, and more preferably 200 to 400 seconds. The temperature of the boric acid-containing aqueous solution is usually 50 ° C or higher, preferably 50 to 85 ° C.

  The polyvinyl alcohol resin film after the boric acid treatment is usually washed with water. The water washing treatment is performed, for example, by immersing a boric acid-treated polyvinyl alcohol resin film in water. The temperature of water in the water washing treatment is usually 5 to 40 ° C., and the immersion time is 2 to 120 seconds. After washing with water, a drying process is performed to obtain a polarizing film. The drying process can be performed using a hot air dryer or a far infrared heater. The drying temperature is usually 40 to 100 ° C. The time for the drying treatment is usually 120 to 600 seconds.

  As described above, a polarizing film in which a dichroic dye is adsorbed and oriented on a uniaxially stretched polyvinyl alcohol resin film can be produced. The thickness of the polarizing film can be 5 to 40 μm.

  In the present invention, an antiglare layer comprising a cured product of the active energy ray-curable resin composition and having irregularities on the surface is formed on one surface of the polarizing film to obtain a polarizing plate. The antiglare layer made of a cured product of the active energy ray-curable resin composition exhibits good adhesion to the polarizing film, and by using this antiglare layer, transparency, mechanical strength, and thermal stability In addition, it is possible to obtain a polarizing plate with excellent durability and excellent moisture barrier properties. The thickness of the antiglare layer is preferably as thin as possible in view of thinness and lightness. However, if the thickness is too thin, the polarizing film cannot be sufficiently protected, and handling properties are lacking. Therefore, the thickness of the antiglare layer is preferably in the range of 1 to 35 μm.

  Furthermore, in a preferred embodiment, a protective layer made of a cured product of the active energy ray-curable resin composition is formed on the surface of the polarizing film opposite to the surface on which the antiglare layer is provided. The active energy ray-curable resin composition used for forming the protective layer may be the same as or different from the active energy ray-curable resin composition used for forming the antiglare layer. . The active energy ray-curable resin composition described below can be applied to any layer.

(Active energy ray-curable resin composition)
The active energy ray-curable resin composition preferably contains an epoxy compound having at least one epoxy group in the molecule (hereinafter sometimes simply referred to as “epoxy compound”). By including the epoxy compound in the active energy ray-curable resin composition, it exhibits excellent adhesion to the polarizing film, and has excellent durability such as transparency, mechanical strength, thermal stability, and moisture barrier properties. A polarizing plate with high performance can be obtained. Here, the “epoxy compound having at least one epoxy group in the molecule” has one or more epoxy groups in the molecule, and an active energy ray (for example, ultraviolet ray, visible light, electron beam, X It means a compound that can be cured by irradiation with a line. Moreover, the compound which can be hardened | cured by irradiation of an active energy ray including an epoxy-type compound, the oxetane type compound mentioned later, and a (meth) acrylic-type compound may be named generically, and may be called an active energy ray hardening compound.

  As the epoxy compound, it is preferable to use, as a main component, an epoxy compound that does not contain an aromatic ring in the molecule from the viewpoints of weather resistance, refractive index, cationic polymerization, and the like. Examples of epoxy compounds that do not contain an aromatic ring in the molecule include glycidyl ethers of polyols having alicyclic rings, alicyclic epoxy compounds, aliphatic epoxy compounds, and the like.

  The glycidyl ether of a polyol having an alicyclic ring will be described. A polyol having an alicyclic ring is obtained, for example, by selectively subjecting an aromatic polyol to a hydrogenation reaction under pressure in the presence of a catalyst. be able to. Examples of the aromatic polyol include bisphenol type compounds such as bisphenol A, bisphenol F, and bisphenol S; novolak type resins such as phenol novolac resin, cresol novolac resin, hydroxybenzaldehyde phenol novolac resin; tetrahydroxydiphenylmethane, tetrahydroxy Examples thereof include polyfunctional compounds such as benzophenone and polyvinylphenol. Glycidyl ether can be obtained by reacting an alicyclic polyol obtained by hydrogenating the aromatic ring of these aromatic polyols with epichlorohydrin. Among the glycidyl ethers of polyols having such alicyclic rings, hydrogenated bisphenol A diglycidyl ether is preferred.

  The alicyclic epoxy compound means an epoxy compound having one or more epoxy groups bonded to the alicyclic ring. The “epoxy group bonded to the alicyclic ring” has a structure represented by the following formula, wherein m is an integer of 2 to 5.

Therefore, the alicyclic epoxy compound is a compound having one or more structures represented by the above formula. More specifically, a compound in which one or a plurality of hydrogen groups in (CH ₂ ) _m in the above formula are bonded to another chemical structure can be an alicyclic epoxy compound. One or more hydrogen atoms in (CH ₂ ) _m may be appropriately substituted with a linear alkyl group such as a methyl group or an ethyl group. Among alicyclic epoxy compounds, epoxy compounds having an epoxycyclopentane ring (m = 3 in the above formula) or an epoxycyclohexane ring (m = 4 in the above formula) are cured products. Is more preferably used because of its high elastic modulus and excellent adhesion to a polarizing film. Although the structure of the alicyclic epoxy compound preferably used in the present invention is specifically exemplified below, it is not limited to these compounds.

  -Epoxycyclohexylmethyl epoxycyclohexanecarboxylates represented by the following formula (I):

In formula (I), R < ¹ > and R < ² > represent a hydrogen atom or a C1-C5 linear alkyl group mutually independently.

  -Epoxycyclohexanecarboxylates of alkanediol represented by the following formula (II):

In formula (II), R ³ and R ⁴ each independently represent a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms, and n represents an integer of 2 to 20.

  -Epoxycyclohexylmethyl esters of dicarboxylic acid represented by the following formula (III):

In formula (III), R ⁵ and R ⁶ each independently represent a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms, and p represents an integer of 2 to 20.

  -Epoxy cyclohexyl methyl ethers of polyethylene glycol represented by the following formula (IV):

In formula (IV), R ⁷ and R ⁸ each independently represent a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms, and q represents an integer of 2 to 10.

  -Epoxycyclohexyl methyl ethers of alkanediols represented by the following formula (V):

In formula (V), R ⁹ and R ¹⁰ each independently represent a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms, and r represents an integer of 2 to 20.

  The diepoxy trispiro compound represented by the following formula (VI):

In formula (VI), R ¹¹ and R ¹² each independently represent a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms.

  A diepoxy monospiro compound represented by the following formula (VII):

In formula (VII), R ¹³ and R ¹⁴ each independently represent a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms.

  -Vinylcyclohexene diepoxides represented by the following formula (VIII):

In the formula (VIII), R ¹⁵ represents a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms.
-Epoxycyclopentyl ethers represented by the following formula (IX):

In formula (IX), R ¹⁶ and R ¹⁷ each independently represent a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms.

  -Diepoxytricyclodecanes represented by the following formula (X):

In formula (X), R ¹⁸ represents a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms.
Among the alicyclic epoxy compounds exemplified above, the following alicyclic epoxy compounds are preferable because they are commercially available or similar, and are relatively easy to obtain. Used.

(A) Esterified product of 7-oxabicyclo [4.1.0] heptane-3-carboxylic acid and (7-oxabicyclo [4.1.0] hept-3-yl) methanol [formula (I) above In which R ¹ = R ² = H]
(B) 4-Methyl-7-oxabicyclo [4.1.0] heptane-3-carboxylic acid and (4-methyl-7-oxabicyclo [4.1.0] hept-3-yl) methanol Esterified compound [compound of the above formula (I), R ¹ = 4-CH ₃ , R ² = 4-CH ₃ ],
(C) Esterified product of 7-oxabicyclo [4.1.0] heptane-3-carboxylic acid and 1,2-ethanediol [in the above formula (II), R ³ = R ⁴ = H, n = 2 Compound of
(D) (7-oxabicyclo [4.1.0] hept-3-yl) esterified product of methanol and adipic acid [in the above formula (III), R ⁵ = R ⁶ = H, p = 4 compound ],
(E) (4-Methyl-7-oxabicyclo [4.1.0] hept-3-yl) esterified product of methanol and adipic acid [in the above formula (III), R ⁵ = 4-CH ₃ , R ⁶ = 4-CH ₃ , p = 4 compound]
(F) Etherified product of (7-oxabicyclo [4.1.0] hept-3-yl) methanol and 1,2-ethanediol [in the above formula (V), R ⁹ = R ¹⁰ = H, r = 2 compounds].

  Moreover, as an aliphatic epoxy-type compound, the polyglycidyl ether of an aliphatic polyhydric alcohol or its alkylene oxide addition product can be mentioned. More specifically, 1,4-butanediol diglycidyl ether, 1,6-hexanediol diglycidyl ether, glycerin triglycidyl ether, trimethylolpropane triglycidyl ether, polyethylene glycol diglycidyl ether, propylene Polyether polyols obtained by adding one or more alkylene oxides (ethylene oxide, propylene oxide, etc.) to aliphatic polyhydric alcohols such as diglycidyl ether of glycol, ethylene glycol, propylene glycol and glycerin And polyglycidyl ether.

  In the present invention, the epoxy compound may be used alone or in combination of two or more. It is preferable that the active energy ray-curable resin composition contains at least an alicyclic epoxy-based compound because an antiglare layer and a protective layer excellent in adhesion to the polarizing film and the retardation film can be obtained.

  In the active energy ray-curable resin composition used for forming the antiglare layer and the protective layer, the epoxy compound is contained in a proportion of 30 to 100% by weight based on the total amount of the active energy ray curable compound. It is more preferable that it is contained in a proportion of 35 to 70% by weight, and it is more preferred that it is contained in a proportion of 40 to 60% by weight. When the content of the epoxy compound is less than 30% by weight, the adhesion with the polarizing film tends to decrease.

  Moreover, you may add an oxetane type compound to the said active energy ray curable resin composition with the said epoxy type compound. By adding an oxetane compound, the viscosity of the active energy ray-curable resin composition can be lowered and the curing rate can be increased. Furthermore, the effect which prevents yellowing of hardened | cured material and improves optical durability is also anticipated.

  An oxetane compound is a compound having a 4-membered ring ether in the molecule, such as 3-ethyl-3-hydroxymethyloxetane, 1,4-bis [(3-ethyl-3-oxetanyl) methoxymethyl] benzene, Examples include 3-ethyl-3- (phenoxymethyl) oxetane, bis [(3-ethyl-3-oxetanyl) methyl] ether, 3-ethyl-3- (2-ethylhexyloxymethyl) oxetane, and phenol novolac oxetane. These oxetane compounds can be easily obtained as commercial products. For example, Aron oxetane OXT-101 (manufactured by Toagosei Co., Ltd.), Aron oxetane OXT-121 (manufactured by Toagosei Co., Ltd.), Aron oxetane OXT-211 (manufactured by Toagosei Co., Ltd.), Aron oxetane OXT-221 (manufactured by Toagosei Co., Ltd.), Aron oxetane OXT-212 (manufactured by Toagosei Co., Ltd.) and the like can be mentioned. Although the compounding quantity of an oxetane type compound is not specifically limited, It is 30 weight% or less normally based on the whole quantity of an active energy ray hardening compound, Preferably it is 10-25 weight%.

  When the active energy ray-curable resin composition used in the present invention contains a cationic curable compound such as an epoxy compound or an oxetane compound, the active energy ray curable resin composition includes a photocationic polymerization initiator. Is preferably blended. When a cationic photopolymerization initiator is used, it becomes possible to form an antiglare layer and a protective layer at room temperature, reducing the need to consider the heat resistance of the polarizing film or distortion due to expansion. It can be formed on a polarizing film with good adhesion. Moreover, since a photocationic polymerization initiator acts catalytically by light, it is excellent in storage stability and workability even when mixed with an active energy ray-curable resin composition.

  The cationic photopolymerization initiator generates a cationic species or a Lewis acid upon irradiation with active energy rays such as visible light, ultraviolet rays, X-rays, and electron beams, and initiates a polymerization reaction of an epoxy compound and / or an oxetane compound. Is. In the present invention, any type of cationic photopolymerization initiator may be used, but it is preferable from the viewpoint of workability that latency is imparted. Although it does not specifically limit as a photocationic polymerization initiator, For example, aromatic diazonium salt; Onium salt like aromatic iodonium salt and aromatic sulfonium salt; Iron- allene complex etc. can be mentioned.

  Examples of the aromatic diazonium salt include benzenediazonium hexafluoroantimonate, benzenediazonium hexafluorophosphate, and benzenediazonium hexafluoroborate. Examples of the aromatic iodonium salt include diphenyliodonium tetrakis (pentafluorophenyl) borate, diphenyliodonium hexafluorophosphate, diphenyliodonium hexafluoroantimonate, di (4-nonylphenyl) iodonium hexafluorophosphate, and the like.

  Examples of the aromatic sulfonium salt include triphenylsulfonium hexafluorophosphate, triphenylsulfonium hexafluoroantimonate, triphenylsulfonium tetrakis (pentafluorophenyl) borate, 4,4′-bis [diphenylsulfonio] diphenyl sulfide bishexa. Fluorophosphate, 4,4′-bis [di (β-hydroxyethoxy) phenylsulfonio] diphenylsulfide bishexafluoroantimonate, 4,4′-bis [di (β-hydroxyethoxy) phenylsulfonio] diphenylsulfide bis Hexafluorophosphate, 7- [di (p-toluyl) sulfonio] -2-isopropylthioxanthone hexafluoroantimonate, 7- [di (p-tolui) ) Sulfonio] -2-isopropylthioxanthone tetrakis (pentafluorophenyl) borate, 4-phenylcarbonyl-4′-diphenylsulfonio-diphenyl sulfide hexafluorophosphate, 4- (p-tert-butylphenylcarbonyl) -4′-diphenyl Examples include sulfonio-diphenyl sulfide hexafluoroantimonate, 4- (p-tert-butylphenylcarbonyl) -4′-di (p-toluyl) sulfonio-diphenyl sulfide tetrakis (pentafluorophenyl) borate.

  Examples of the iron-allene complex include xylene-cyclopentadienyl iron (II) hexafluoroantimonate, cumene-cyclopentadienyl iron (II) hexafluorophosphate, xylene-cyclopentadienyl iron (II). -Tris (trifluoromethylsulfonyl) methanide and the like.

  These photocationic polymerization initiators can be easily obtained as commercial products. For example, Kayrad PCI-220 (manufactured by Nippon Kayaku Co., Ltd.), Kayrad PCI-620 (manufactured by Nippon Kayaku Co., Ltd.) ), UVI-6990 (manufactured by Union Carbide), Adekaoptomer SP-150 (manufactured by ADEKA), Adekaoptomer SP-170 (manufactured by ADEKA), CI-5102 (manufactured by Nippon Soda Co., Ltd.) ), CIT-1370 (manufactured by Nippon Soda Co., Ltd.), CIT-1682 (manufactured by Nippon Soda Co., Ltd.), CIP-1866S (manufactured by Nippon Soda Co., Ltd.), CIP-2048S (manufactured by Nippon Soda Co., Ltd.), CIP-2064S (Nippon Soda Co., Ltd.), DPI-101 (Midori Chemical Co., Ltd.), DPI-102 (Midori Chemical Co., Ltd.), DPI-103 (Midori Chemical Co., Ltd.) ), DPI-105 (manufactured by Midori Chemical Co., Ltd.), MPI-103 (manufactured by Midori Chemical Co., Ltd.), MPI-105 (manufactured by Midori Chemical Co., Ltd.), BBI-101 (manufactured by Midori Chemical Co., Ltd.) , BBI-102 (manufactured by Midori Chemical Co., Ltd.), BBI-103 (manufactured by Midori Chemical Co., Ltd.), BBI-105 (manufactured by Midori Chemical Co., Ltd.), TPS-101 (manufactured by Midori Chemical Co., Ltd.), TPS -102 (Midori Chemical Co., Ltd.), TPS-103 (Midori Chemical Co., Ltd.), TPS-105 (Midori Chemical Co., Ltd.), MDS-103 (Midori Chemical Co., Ltd.), MDS-105 (Midori Chemical Co., Ltd.), DTS-102 (Midori Chemical Co., Ltd.), DTS-103 (Midori Chemical Co., Ltd.), PI-2074 (Rhodia Co., Ltd.) and the like.

  These cationic photopolymerization initiators may be used alone or in combination of two or more. Among these, especially aromatic sulfonium salts have ultraviolet absorption characteristics even in a wavelength region of 300 nm or more, so they have excellent curability, good mechanical strength, and good adhesion to polarizing films and retardation plates. Since a hardened | cured material can be given, it is used preferably.

  The compounding quantity of a photocationic polymerization initiator is 0.5-20 weight part normally with respect to 100 weight part of total amounts of the cationic polymerizable compound containing an epoxy-type compound and an oxetane type compound, Preferably it is 1-6 weight. Part. When the blending amount of the cationic photopolymerization initiator is less than 0.5 parts by weight with respect to 100 parts by weight of the total amount of the cationic polymerizable compound, curing becomes insufficient, mechanical strength, antiglare layer, polarizing film, and / Or Adhesiveness with the phase difference plate tends to decrease. Moreover, when the compounding quantity of a photocationic polymerization initiator exceeds 20 weight part with respect to 100 weight part of total amounts of a cation polymeric compound, the hygroscopic property of hardened | cured material will increase because the ionic substance in hardened | cured material will increase. There is a possibility that the durability performance will be lowered.

  The active energy ray-curable resin composition used in the present invention includes an active energy ray (for example, ultraviolet ray, visible light, electron beam) in the presence of a polymerization initiator in addition to the above-described cationic polymerizable compound such as an epoxy compound. Or a radical polymerizable compound that can be polymerized by irradiation with X-rays. As the radical polymerizable compound, a (meth) acrylic compound having one or more (meth) acryloyloxy groups in the molecule is preferably used. The “(meth) acrylic compound” means an acrylic acid ester derivative and a methacrylic acid ester derivative. In this specification, acryloyl group or methacryloyl group is abbreviated as “(meth) acryloyl group”, acrylate or methacrylate as “(meth) acrylate”, and acrylic acid or methacrylic acid as “(meth) acrylic acid”, respectively. Sometimes.

  As the (meth) acrylic compound having one or more (meth) acryloyloxy groups in the molecule, a (meth) acrylate monomer having one or more (meth) acryloyloxy groups in the molecule (hereinafter referred to as “(meth) ) Acrylate monomer ”), (meth) acrylate oligomers having two or more (meth) acryloyloxy groups in the molecule (hereinafter referred to as“ (meth) acrylate oligomers ”), and the like.

  As the (meth) acrylate monomer, a monofunctional (meth) acrylate monomer having one (meth) acryloyloxy group in the molecule, and a bifunctional (meth) acrylate having two (meth) acryloyloxy groups in the molecule And monomers and polyfunctional (meth) acrylate monomers having at least three (meth) acryloyloxy groups in the molecule. In addition, the (meth) acrylate monomer can be used alone or in combination of two or more.

  Specific examples of monofunctional (meth) acrylate monomers 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, ethyl cal In addition to tall (meth) acrylate, trimethylolpropane mono (meth) acrylate, pentaerythritol mono (meth) acrylate, phenoxypolyethylene glycol (meth) acrylate, 2- (meth) acryloyl as a carboxyl group-containing (meth) acrylate monomer Oxyethyl phthalic acid, 2- (meth) acryloyloxyethyl hexahydrophthalic acid, carboxyethyl (meth) acrylate, 2- (meth) acryloyloxyethyl succinic acid, N- (meth) acryloyloxy-N ′, N′— Examples include dicarboxy-p-phenylenediamine and 4- (meth) acryloyloxyethyl trimellitic acid. A (meth) acryloylamino group-containing monomer such as 4- (meth) acryloylamino-1-carboxymethylpiperidine can also be a monofunctional (meth) acrylic compound.

  Bifunctional (meth) acrylate monomers include alkylene glycol di (meth) acrylates, polyoxyalkylene glycol di (meth) acrylates, halogen-substituted alkylene glycol di (meth) acrylates, aliphatic polyol di (meth) acrylates Di (meth) acrylates of hydrogenated dicyclopentadiene or tricyclodecane dialkanol, di (meth) acrylates of dioxane glycol or dioxane dialkanol, di (meth) of alkylene oxide adducts of bisphenol A or bisphenol F Representative examples include acrylates and epoxy di (meth) acrylates of bisphenol A or bisphenol F, but are 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, and 1,6-hexane. Diol 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) acrylate, dipropylene glycol di (meth) acrylate, tripropylene glycol di (meth) acrylate, polyethylene glycol In addition to rudi (meth) acrylate, polypropylene glycol di (meth) acrylate, polytetramethylene glycol di (meth) acrylate, silicone di (meth) acrylate, di (meth) acrylate of hydroxypivalic acid neopentyl glycol ester, 2, 2 -Bis [4- (meth) acryloyloxyethoxyethoxyphenyl] propane, 2,2-bis [4- (meth) acryloyloxyethoxyethoxycyclohexyl] propane, hydrogenated dicyclopentadienyl di (meth) acrylate, tricyclo Decanedimethanol di (meth) acrylate, 1,3-dioxane-2,5-diyldi (meth) acrylate [also known as dioxane glycol di (meth) acrylate], hydroxypivalaldehyde and trimethylolpro (Chemical name: 2- (2-hydroxy-1,1-dimethylethyl) -5-ethyl-5-hydroxymethyl-1,3-dioxane) di (meth) acrylate, 1,3, And di (meth) acrylate of 5-tris (2-hydroxyethyl) isocyanurate.

  Multifunctional (meth) acrylate monomers include glycerin tri (meth) acrylate, trimethylolpropane tri (meth) acrylate, ditrimethylolpropane tri (meth) acrylate, ditrimethylolpropane tetra (meth) acrylate, pentaerythritol tri (meth) Poly (meth) of trihydric or higher aliphatic polyols such as acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate Acrylate is a typical example. Besides, tri (tri- or higher) halogen-substituted polyol poly (meth) acrylate, glycerol alkylene oxide adduct tri (Meth) acrylate, trimethylolpropane alkylene oxide adduct tri (meth) acrylate, 1,1,1-tris [(meth) acryloyloxyethoxyethoxy] propane, 1,3,5-tris (2-hydroxyethyl) Examples include isocyanurate tri (meth) acrylate and silicone hexa (meth) acrylate.

  As the (meth) acrylate oligomer, a bifunctional or higher polyfunctional urethane (meth) acrylate oligomer (hereinafter referred to as “polyfunctional urethane (meth) acrylate oligomer”), a bifunctional or higher polyfunctional polyester (meth) acrylate. Oligomer (hereinafter referred to as “polyfunctional polyester (meth) acrylate oligomer”), bifunctional or higher polyfunctional epoxy (meth) acrylate oligomer (hereinafter referred to as “polyfunctional epoxy (meth) acrylate oligomer”) Etc. One or more (meth) acrylate oligomers can be used.

  As the polyfunctional urethane (meth) acrylate oligomer, a urethanation reaction product of a (meth) acrylate monomer having at least one (meth) acryloyloxy group and a hydroxyl group in one molecule and a polyisocyanate, and polyols are polyisocyanates. And urethanation reaction products of an isocyanate compound obtained by reaction with (meth) acrylate monomer each having at least one (meth) acryloyloxy group and hydroxyl group in one molecule.

  Examples of the (meth) acrylate monomer having at least one (meth) acryloyloxy group and hydroxyl group in one molecule used for the urethanization reaction include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 2-hydroxy-3-phenoxypropyl (meth) acrylate, glycerin di (meth) acrylate, trimethylolpropane di (meth) acrylate, pentaerythritol tri (meth) acrylate, dipentaerythritol penta Examples include (meth) acrylate.

  Polyisocyanates used in the urethanization reaction include hexamethylene diisocyanate, lysine diisocyanate, isophorone diisocyanate, dicyclohexylmethane diisocyanate, tolylene diisocyanate, xylylene diisocyanate, and diisocyanates obtained by hydrogenating aromatic isocyanates among these diisocyanates. (E.g., diisocyanates such as hydrogenated tolylene diisocyanate and hydrogenated xylylene diisocyanate), di- or tri-isocyanates such as triphenylmethane triisocyanate and dimethylene triphenyl triisocyanate, or polyisocyanates obtained by increasing the amount of diisocyanate An isocyanate etc. are mentioned.

  As the polyols used in the urethanization reaction, aromatic polyols, aliphatic polyols and alicyclic polyols, polyester polyols, polyether polyols and the like are generally used. Usually, aliphatic and alicyclic polyols include 1,4-butanediol, 1,6-hexanediol, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, neopentyl glycol, trimethylol ethane, trimethylol propane. , Ditrimethylolpropane, pentaerythritol, dipentaerythritol, dimethylolheptane, dimethylolpropionic acid, dimethylolbutyrionic acid, glycerin, hydrogenated bisphenol A and the like.

  The polyester polyol is obtained by a dehydration condensation reaction between a polyol and a polybasic carboxylic acid or an anhydride thereof. Specific examples of the polybasic carboxylic acid and its anhydride include (anhydrous) succinic acid, adipic acid, (anhydrous) maleic acid, (anhydrous) itaconic acid, (anhydrous) trimellitic acid, (anhydrous) pyromellitic acid, Hexahydro (anhydrous) phthalic acid, (anhydrous) phthalic acid, isophthalic acid, terephthalic acid, etc. are mentioned. Moreover, as a polyether polyol, the polyoxyalkylene modified polyol obtained by reaction of the said polyol or phenols and alkylene oxide other than polyalkylene glycol is mentioned.

  The polyfunctional polyester (meth) acrylate oligomer can be obtained by a dehydration condensation reaction of (meth) acrylic acid, polybasic carboxylic acid or anhydride thereof and polyol. Polybasic carboxylic acids and their anhydrides used in the dehydration condensation reaction include (anhydrous) succinic acid, adipic acid, (anhydrous) maleic acid, (anhydrous) itaconic acid, (anhydrous) trimellitic acid, (anhydrous) pyrone Examples include merit acid, hexahydro (anhydride) phthalic acid, (anhydrous) phthalic acid, isophthalic acid, and terephthalic acid. Polyols used in the dehydration condensation reaction include 1,4-butanediol, 1,6-hexanediol, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, neopentyl glycol, trimethylol ethane, trimethylol propane, ditriol. Examples include methylolpropane, pentaerythritol, dipentaerythritol, dimethylolheptane, dimethylolpropionic acid, dimethylolbutyric acid, glycerin, hydrogenated bisphenol A, and the like.

  A polyfunctional epoxy (meth) acrylate oligomer is obtained by addition reaction of polyglycidyl ether and (meth) acrylic acid. Examples of the polyglycidyl ether include ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, tripropylene glycol diglycidyl ether, 1,6-hexanediol diglycidyl ether, and bisphenol A diglycidyl ether.

  In the present invention, among (meth) acrylic compounds, at least one (meth) acrylic compound represented by the following formulas (XI) to (XIV) is used because both adhesion and elastic modulus are excellent. It is preferable to do.

In the above formulas (XI) and (XII), Q ₁ and Q ₂ each independently represent a (meth) acryloyloxy group or a (meth) acryloyloxyalkyl group. When Q ₁ or Q ₂ is a (meth) acryloyloxyalkyl group, the alkyl may be linear or branched and can have 1 to 10 carbon atoms. About 6 is sufficient. In formula (XII), Q is hydrogen or a hydrocarbon group having 1 to 10 carbon atoms, and the hydrocarbon group may be linear or branched, and typically may be an alkyl group. In this case, it is generally sufficient for the alkyl group to have about 1 to 6 carbon atoms. Further, in the formula (XIII), T ₁ , T ₂ and T ₃ each independently represent a (meth) acryloyloxy group, and in the formula (XIV), T represents a hydroxyl group or a (meth) acryloyloxy group.

The compound represented by the formula (XI) is a di (meth) acrylate derivative of hydrogenated dicyclopentadiene or tricyclodecane dialkanol, and specific examples thereof are those exemplified above. Dicyclopentadienyl di (meth) acrylate [in formula (XI), Q ₁ = Q ₂ = (meth) acryloyloxy group compound], tricyclodecane dimethanol di (meth) acrylate [in formula (XI) Q ₁ = Q ₂ = (Meth) acryloyloxymethyl group compound] and the like.

The compound represented by the formula (XII) is a di (meth) acrylate derivative of dioxane glycol or dioxane dialkanol, and specific examples thereof include 1,3-dioxane-2. , 5-diyldi (meth) acrylate [also known as dioxane glycol di (meth) acrylate, compound of formula (XII), Q ₁ = Q ₂ = (meth) acryloyloxy group, Q = H], hydroxypivalaldehyde Di (meth) acrylate of acetal compound [chemical name: 2- (2-hydroxy-1,1-dimethylethyl) -5-ethyl-5-hydroxymethyl-1,3-dioxane] with trimethylolpropane [formula ( in XII), Q ₁ = (meth) acryloyloxy methyl group, Q ₂ = 2- (meth) acryloyloxy 1,1-dimethylethyl group, the compound of Q = ethyl group], and the like.

  The compound represented by the formula (XIII) is a triacrylate or trimethacrylate of 1,3,5-tris (2-hydroxyethyl) isocyanurate, as exemplified above. Further, the compound represented by the formula (XIV) is pentaerythritol tri- or tetra- (meth) acrylate, and specific examples thereof are those previously exemplified, but pentaerythritol tri (meth). Examples include acrylate and pentaerythritol tetra (meth) acrylate.

  In the active energy ray-curable resin composition used in the present invention, the (meth) acrylic compound is preferably contained in a proportion of 70% by weight or less based on the total amount of the active energy ray-curable compound. Furthermore, it is more desirable to contain in the ratio of 35 to 70% by weight, especially 40 to 60% by weight. When the content of the (meth) acrylic compound exceeds 70% by weight, the adhesion with the polarizing film tends to be lowered.

  When the active energy ray-curable resin composition contains the (meth) acrylic compound as described above, a radical photopolymerization initiator is preferably blended. The radical photopolymerization initiator is not particularly limited as long as it can start curing of the radical polymerizable compound by irradiation with active energy rays, and a conventionally known one can be used. Specific examples of the photoradical polymerization initiator include acetophenone, 3-methylacetophenone, benzyldimethyl ketal, 1- (4-isopropylphenyl) -2-hydroxy-2-methylpropan-1-one, 2-methyl-1 -[4- (methylthio) phenyl] -2-morpholinopropan-1-one, acetophenone-based initiators such as 2-hydroxy-2-methyl-1-phenylpropan-1-one; benzophenone, 4-chlorobenzophenone Benzophenone initiators such as 4,4'-diaminobenzophenone; benzoin ether initiators such as benzoinpropyl ether and benzoin ethyl ether; thioxanthone initiators such as 4-isopropylthioxanthone; , Fluo Non, camphor quinone, benzaldehyde, there is such as anthraquinone.

  The compounding quantity of radical photopolymerization initiator is 0.5-20 weight part normally with respect to 100 weight part of radically polymerizable compounds, such as a (meth) acrylic-type compound, Preferably it is 1-6 weight part. When the amount of the photo radical polymerization initiator is less than 0.5 parts by weight with respect to 100 parts by weight of the radical polymerizable compound, the curing becomes insufficient, and the mechanical strength of the antiglare layer and the protective layer and the adhesion with the polarizing film are reduced. Tend to decrease. In addition, when the amount of the photo radical polymerization initiator exceeds 20 parts by weight with respect to 100 parts by weight of the radical polymerizable compound, the amount of the active energy ray curable compound in the curable resin composition becomes relatively small, and the prevention is prevented. The durability performance of the glare layer or the protective layer may be reduced.

  The active energy ray-curable resin composition may further contain a photosensitizer as necessary. By using a photosensitizer, the reactivity of cationic polymerization and / or radical polymerization can be improved, and the mechanical strength of the protective layer and the adhesion between the antiglare layer and the polarizing film can be improved. Examples of the photosensitizer include carbonyl compounds, organic sulfur compounds, persulfides, redox compounds, azo and diazo compounds, halogen compounds, and photoreductive dyes. Specific photosensitizers include, for example, benzoin derivatives such as benzoin methyl ether, benzoin isopropyl ether, α, α-dimethoxy-α-phenylacetophenone; benzophenone, 2,4-dichlorobenzophenone, o-benzoylbenzoic acid. Benzophenone derivatives such as methyl, 4,4′-bis (dimethylamino) benzophenone, 4,4′-bis (diethylamino) benzophenone; thioxanthone derivatives such as 2-chlorothioxanthone and 2-isopropylthioxanthone; 2-chloroanthraquinone, Anthraquinone derivatives such as 2-methylanthraquinone; acridone derivatives such as N-methylacridone and N-butylacridone; other, α, α-diethoxyacetophenone, benzyl, fluorenone, quinone Sandton, uranyl compounds, halogen compounds and the like can be mentioned. These may be used alone or in combination of two or more. The photosensitizer is preferably contained in the range of 0.1 to 20 parts by weight based on 100 parts by weight of the entire active energy ray-curable compound.

  To the active energy ray-curable resin composition, a known polymer additive usually used for polymers can be added. Examples include primary antioxidants such as phenols and amines, sulfur secondary antioxidants, hindered amine light stabilizers (HALS), benzophenone, benzotriazole, and benzoate UV absorbers. It is done.

  When the active energy ray curable resin composition is applied onto a polarizing film or a substrate, the surface property of the cured product of the active energy ray curable resin composition is poor when the application property on the polarizing film or the substrate is poor. In some cases, a leveling agent can be added to the active energy ray-curable resin composition in order to improve them. As the leveling agent, various compounds such as silicone-based, fluorine-based, polyether-based, acrylic acid copolymer-based and titanate-based compounds can be used. These leveling agents may be used alone or in combination of two or more. The leveling agent is preferably added in an amount of 0.01 to 1 part by weight, more preferably 0.1 to 1 part by weight based on 100 parts by weight of the active energy ray curable compound contained in the active energy ray curable resin composition. 0.7 part by weight, more preferably 0.2 to 0.5 part by weight. When the amount of the leveling agent added is less than 0.01 parts by weight with respect to 100 parts by weight of the active energy ray-curable compound, the coatability and surface properties may not be sufficiently improved. When the addition amount of the leveling agent exceeds 1 part by weight with respect to 100 parts by weight of the active energy ray-curable compound, the adhesion between the polarizing film, the antiglare layer and the protective layer may be lowered.

  Silica fine particles may be added to the active energy ray-curable resin composition. By adding silica fine particles, the hardness and mechanical strength of the resulting antiglare layer can be further improved. Silica fine particles can be blended in the active energy ray-curable resin composition, for example, as a liquid dispersed in an organic solvent.

  The silica fine particles may have a reactive functional group such as a hydroxyl group, an epoxy group, a (meth) acryloyl group, or a vinyl group on the surface thereof. The particle size of the silica fine particles is usually 100 nm or less, preferably 5 to 50 nm. When the particle size of the fine particles exceeds 100 nm, an optically transparent antiglare layer tends to be not obtained.

  When silica fine particles dispersed in an organic solvent are used, the silica concentration is not particularly limited, and commercially available products such as 20 to 40% by weight can be used.

  The silica fine particles are preferably added in an amount of 5 to 250 parts by weight, more preferably 10 to 100 parts by weight, with respect to 100 parts by weight of the active energy ray curable compound contained in the active energy ray curable resin composition. It is. If the addition amount of the fine particles is less than 5 parts by weight with respect to 100 parts by weight of the active energy ray-curable compound, the improvement in the hardness of the antiglare layer may not be sufficient due to the addition of the fine particles. On the other hand, when the addition amount of fine particles exceeds 250 parts by weight with respect to 100 parts by weight of the active energy ray-curable compound, the adhesion between the polarizing film and the antiglare layer may be lowered. Moreover, when the addition amount of the fine particles exceeds 250 parts by weight, the dispersion stability of the fine particles in the active energy ray-curable resin composition may be decreased, or the viscosity of the resin composition may be excessively increased. .

  The active energy ray-curable resin composition can further contain an antistatic agent. In the form in which the antiglare layer 3 is formed on one surface of the polarizing film 2 as shown in FIG. 1, by adding an antistatic agent to the active energy ray-curable resin composition for forming the antiglare layer 3. Thus, antistatic performance can be imparted to the resulting polarizing plate. Moreover, in the form in which the antiglare layer 3 is formed on one surface of the polarizing film 2 as shown in FIGS. 2 and 3 and the protective layer 12 is formed on the other surface, the activity for forming the antiglare layer 3 is achieved. By adding an antistatic agent to the energy ray curable resin composition and / or the active energy ray curable resin composition for forming the protective layer 12, it is possible to impart antistatic performance to the resulting polarizing plate. it can. In the latter form, the same active energy ray-curable resin composition is preferably used for the formation of the antiglare layer 3 and the protective layer 12, so that the activity used for the formation of the antiglare layer 3 and the protective layer 12 is the same. It is advantageous to add an antistatic agent to the energy ray curable resin composition and to add an antistatic agent to both the antiglare layer 3 and the protective layer 12. Thus, an antistatic agent is contained in the glare-proof layer 3 and / or the protective layer 12 which consist of a hardened | cured material of the said active energy ray curable resin composition by containing an antistatic agent in an active energy ray curable resin composition. Dispersion is achieved and charging of the polarizing plate can be prevented. Thereby, for example, when the surface protective film with an adhesive provided on the antiglare layer 3 is peeled off, or attached to the surface of the adhesive layer provided directly on the protective layer 12 or via a retardation plate. When peeling the peeled film [see (B) and (C) of FIG. 4], and after sticking the polarizing plate to the liquid crystal cell via the pressure-sensitive adhesive layer, the polarizing plate is peeled off due to some trouble. Sometimes, charging due to static electricity can be prevented, and destruction of the liquid crystal driver portion of the liquid crystal display device due to static electricity can be effectively suppressed.

  The antistatic agent itself has electrical conductivity, can be dispersed in the active energy ray-curable resin composition, and imparts appropriate electrical conductivity to the antiglare layer or protective layer that is the cured product. I just need it. Examples of the antistatic agent include ionic compounds, conductive fine particles, and conductive polymers. Among these, suitable antistatic agents can be used alone or in combination of two or more. Of course, two or more kinds of antistatic agents classified as ionic compounds can be used in combination, or two or more kinds of antistatic agents classified as conductive fine particles can be used in combination. Two or more kinds of antistatic agents classified into molecules can be used in combination.

  Ionic compounds that can serve as antistatic agents can be classified into ionic compounds having organic cations, ionic compounds having inorganic cations, ionic compounds having organic anions, and ionic compounds having inorganic anions. Examples of ionic compounds having an organic cation are listed below by classification according to the structure of the organic cation.

Pyridinium salt:
1-butylpyridinium tetrafluoroborate,
1-butylpyridinium hexafluorophosphate,
1-butyl-3-methylpyridinium tetrafluoroborate,
1-butyl-3-methylpyridinium trifluoromethanesulfonate,
1-butyl-3-methylpyridinium bis (trifluoromethanesulfonyl) imide,
1-butyl-3-methylpyridinium bis (pentafluoroethanesulfonyl) imide,
1-butyl-4-methylpyridinium hexafluorophosphate,
1-hexylpyridinium tetrafluoroborate,
1-hexylpyridinium hexafluorophosphate,
1-hexyl-4-methyl-pyridinium bis (fluorosulfonyl) imide,
1-octylpyridinium hexafluorophosphate,
1-butylpyridinium N- (trifluoromethanesulfonyl) trifluoroacetamide,
1-butyl-3-methylpyridinium N- (trifluoromethanesulfonyl) trifluoroacetamide and the like.

Imidazolium salt:
1-ethyl-3-methylimidazolium tetrafluoroborate,
1-ethyl-3-methylimidazolium hexafluorophosphate,
1-ethyl-3-methylimidazolium acetate,
1-ethyl-3-methylimidazolium trifluoroacetate,
1-ethyl-3-methylimidazolium heptafluorobutyrate,
1-ethyl-3-methylimidazolium trifluoromethanesulfonate,
1-ethyl-3-methylimidazolium perfluorobutane sulfonate,
1-ethyl-3-methylimidazolium p-toluenesulfonate,
1-ethyl-3-methylimidazolium dicyanamide,
1-ethyl-3-methylimidazolium bis (trifluoromethanesulfonyl) imide,
1-ethyl-3-methylimidazolium bis (pentafluoroethanesulfonyl) imide,
1-ethyl-3-methylimidazolium tris (trifluoromethanesulfonyl) methanide,
1-ethyl-3-methylimidazolium N- (trifluoromethanesulfonyl) trifluoroacetamide,
1-butyl-3-methylimidazolium methanesulfonate,
1-butyl-3-methylimidazolium tetrafluoroborate,
1-butyl-3-methylimidazolium hexafluorophosphate,
1-butyl-3-methylimidazolium trifluoroacetate,
1-butyl-3-methylimidazolium heptafluorobutyrate,
1-butyl-3-methylimidazolium trifluoromethanesulfonate,
1-butyl-3-methylimidazolium perfluorobutane sulfonate,
1-butyl-3-methylimidazolium bis (trifluoromethanesulfonyl) imide,
1-hexyl-3-methylimidazolium bromide,
1-hexyl-3-methylimidazolium chloride,
1-hexyl-3-methylimidazolium tetrafluoroborate,
1-hexyl-3-methylimidazolium hexafluorophosphate,
1-hexyl-3-methylimidazolium trifluoromethanesulfonate,
1-octyl-3-methylimidazolium tetrafluoroborate,
1-octyl-3-methylimidazolium hexafluorophosphate,
1-hexyl-2,3-dimethylimidazolium tetrafluoroborate,
1,2-dimethyl-3-propylimidazolium bis (trifluoromethanesulfonyl) imide and the like.

Pyrrolidinium salt:
1-butyl-1-methylpyrrolidinium hexafluorophosphate and the like.

Quaternary ammonium salt:
Tetrabutylammonium hexafluorophosphate,
Tetrabutylammonium p-toluenesulfonate,
Tetrahexylammonium bis (trifluoromethanesulfonyl) imide,
N, N-diethyl-N-methyl-N- (2-methoxyethyl) ammonium tetrafluoroborate,
N, N-diethyl-N-methyl-N- (2-methoxyethyl) ammonium bis (trifluoromethanesulfonyl) imide,
Diallyldimethylammonium tetrafluoroborate,
Diallyldimethylammonium trifluoromethanesulfonate,
Diallyldimethylammonium bis (trifluoromethanesulfonyl) imide,
Diallyldimethylammonium bis (pentafluoroethanesulfonyl) imide,
Diallyldimethylammonium N- (trifluoromethanesulfonyl) trifluoroacetamide,
Glycidyltrimethylammonium trifluoromethanesulfonate,
Glycidyltrimethylammonium bis (trifluoromethanesulfonyl) imide,
Glycidyltrimethylammonium bis (pentafluoroethanesulfonyl) imide,
Glycidyltrimethylammonium N- (trifluoromethanesulfonyl) trifluoroacetamide,
N, N-dimethyl-N-ethyl-N-propylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dimethyl-N-ethyl-N-butylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dimethyl-N-ethyl-N-pentylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dimethyl-N-ethyl-N-hexylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dimethyl-N-ethyl-N-heptylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dimethyl-N-ethyl-N-nonylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dimethyl-N, N-dipropylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dimethyl-N-propyl-N-butylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dimethyl-N-propyl-N-pentylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dimethyl-N-propyl-N-hexylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dimethyl-N-propyl-N-heptylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dimethyl-N-butyl-N-hexylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dimethyl-N-butyl-N-heptylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dimethyl-N-pentyl-N-hexylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dimethyl-N, N-dihexylammonium bis (trifluoromethanesulfonyl) imide,
Trimethylheptylammonium bis (trifluoromethanesulfonyl) imide,
N, N-diethyl-N-methyl-N-propylammonium bis (trifluoromethanesulfonyl) imide,
N, N-diethyl-N-methyl-N-pentylammonium bis (trifluoromethanesulfonyl) imide,
N, N-diethyl-N-methyl-N-heptylammonium bis (trifluoromethanesulfonyl) imide,
N, N-diethyl-N-propyl-N-pentylammonium bis (trifluoromethanesulfonyl) imide,
Triethylpropylammonium bis (trifluoromethanesulfonyl) imide,
Triethylpentylammonium bis (trifluoromethanesulfonyl) imide,
Triethylheptylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dipropyl-N-methyl-N-ethylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dipropyl-N-methyl-N-pentylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dipropyl-N-butyl-N-hexylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dipropyl-N, N-dihexylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dibutyl-N-methyl-N-pentylammonium bis (trifluoromethanesulfonyl) imide,
N, N-dibutyl-N-methyl-N-hexylammonium bis (trifluoromethanesulfonyl) imide,
Trioctylmethylammonium bis (trifluoromethanesulfonyl) imide,
Trioctylmethylammonium hexafluorophosphate,
N-methyl-N-ethyl-N-propyl-N-pentylammonium bis (trifluoromethanesulfonyl) imide,
(2-hydroxyethyl) trimethylammonium bis (trifluoromethanesulfonyl) imide,
(2-hydroxyethyl) trimethylammonium dimethylphosphinate and the like.

Examples of the ionic compound having an inorganic cation include the following.
Lithium bromide,
Lithium iodide,
Lithium tetrafluoroborate,
Lithium hexafluorophosphate,
Lithium thiocyanate,
Lithium perchlorate,
Lithium trifluoromethanesulfonate,
Lithium bis (trifluoromethanesulfonyl) imide,
Lithium bis (pentafluoroethanesulfonyl) imide,
Lithium tris (trifluoromethanesulfonyl) methanide,
Potassium bis (fluorosulfonyl) imide and the like.

  The ionic compound having an organic cation and the ionic compound having an inorganic cation exemplified above each have a counter ion (anion). Thus, examples of the ionic compound having an organic anion and the ionic compound having an inorganic anion described above can be found in the compounds listed above.

The cationic component constituting the ionic compound is particularly preferably one having a pyridinium ring. On the other hand, it is preferable that the anionic component constituting the ionic compound contains a fluorine atom because it gives an ionic compound having excellent antistatic performance, and in particular, a bis (fluorosulfonyl) imide anion [(FSO ₂ ) ₂ N ⁻ ] Is preferable.

  The conductive fine particles that can serve as an antistatic agent can generally be conductive inorganic particles, such as tin oxide doped with antimony, tin oxide doped with phosphorus, antimony oxide, zinc antimonate, titanium oxide. , Zinc oxide, ITO (Indium Tin Oxide), and the like.

  Examples of the conductive polymer that can serve as an antistatic agent include polyaniline, polypyrrole, polyacetylene, and polythiophene.

  In the antistatic agent demonstrated above, since it is excellent in compatibility with an active energy ray curable resin composition, an ionic compound is used preferably.

  Since the antiglare layer and the protective layer provided in the polarizing plate of the present invention are preferably optically transparent, the antistatic agent to be used does not cause light scattering. It is preferable that the transparency is not impaired.

The antistatic agent is preferably blended at a ratio of 0.5 to 20 parts by weight with respect to 100 parts by weight of the active energy ray-curable resin composition containing the active energy ray-curable compound and the photopolymerization initiator. Preferably it is 2-15 weight part, More preferably, it is 4-10 weight part. When the blending amount of the antistatic agent is less than 0.5 parts by weight with respect to 100 parts by weight of the active energy ray-curable resin composition, sufficient antistatic performance is hardly obtained. On the other hand, when the blending amount of the antistatic agent exceeds 20 parts by weight with respect to 100 parts by weight of the active energy ray-curable resin composition, the adhesion between the polarizing film and the antiglare layer and / or the protective layer may be reduced. is there. The optimum amount of the antistatic agent varies depending on the type of the antistatic agent used, the type of the active energy ray-curable compound, and the like. Therefore, the surface resistance value of the obtained antiglare layer and / or protective layer is 1 × 10 ^12. It is preferable to adjust the blending amount within the above range so as to be Ω / □ or less, and further 1 × 10 ¹¹ Ω / □ or less.

  Furthermore, the active energy ray-curable resin composition may contain a solvent as necessary. A solvent is suitably selected by the solubility of the component which comprises an active energy ray curable resin composition. Commonly used solvents include aliphatic hydrocarbons such as n-hexane and cyclohexane; aromatic hydrocarbons such as toluene and xylene; alcohols such as methanol, ethanol, propanol, isopropanol, and n-butanol; Ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone and cyclohexanone; esters such as methyl acetate, ethyl acetate and butyl acetate; cellosolves such as methyl cellosolve, ethyl cellosolve and butyl cellosolve; halogens such as methylene chloride and chloroform Hydrocarbons and the like. The mixing ratio of the solvent is appropriately determined from the viewpoint of adjusting the viscosity depending on the processing purpose such as film formability.

  The thicknesses of the antiglare layer and the protective layer are each preferably from 1 to 35 μm, more preferably from 20 μm or less, from the viewpoint of thin and light weight, protective function, handleability and the like. In addition, the thickness of the anti-glare layer which has an unevenness | corrugation on the surface points out the linear distance between the vertex of an unevenness | corrugation, and a bottom face (surface on the polarizing film side). These thicknesses are measured, for example, with a contact-type film thickness measuring instrument as shown in the examples to be described later, and the thickness of the polarizing film is subtracted therefrom. Can be sought. Moreover, the film thickness of an anti-glare layer or a protective layer can also be calculated | required by microscope observation of a cross section. The unevenness on the surface of the antiglare layer can be appropriately formed by a method well known in the art so that the antiglare layer can exhibit optical properties (antiglare properties) described later.

(Optical properties of polarizing plate)
The polarizing plate of the present invention, in which the above-described antiglare layer is directly formed on one side of the polarizing film, prevents whitening and effectively suppresses glare when applied to a high-definition image display device. The total haze is preferably 5 to 25%. The total haze can be measured according to the method shown in JIS K 7136. If the total haze exceeds 25%, it is not preferable because when applied to an image display device, the screen becomes dark as a result and visibility is impaired. On the other hand, when it is less than 5%, sufficient antiglare property is hardly exhibited.

  The polarizing plate of the present invention also has a reflection sharpness measured at an incident angle of 45 ° using three types of optical combs having a width of 0.5 mm, 1.0 mm and 2.0 mm in the dark part and the bright part. The sum is preferably 40% or less. The reflection definition is measured by a method specified in JIS K 7105. In this standard, as an optical comb used for measurement of image definition, the ratio of the width of the dark part to the bright part is 1: 1, and the width is 0.125 mm, 0.5 mm, 1.0 mm and 2.0 mm. The type is specified. Among these, when an optical comb having a width of 0.125 mm is used, an error in the measured value is generally increased in a film with fine irregularities formed as an antiglare layer, so that an optical comb having a width of 0.125 mm is used. Measured values when using is not added to the sum, and reflection sharpness is the sum of image sharpness measured using three types of optical combs with widths of 0.5 mm, 1.0 mm and 2.0 mm. I will call it. In this definition, the maximum value of the reflection definition is 300%. When the reflection definition according to this definition exceeds 40%, an image of a light source or the like is clearly reflected, which is not preferable because of poor antiglare property.

(Production method of polarizing plate)
The method for producing a polarizing plate having an antiglare layer on one side of the polarizing film is not particularly limited, and a conventionally known method can be used. For example, an active energy ray-curable resin composition in which a filler (translucent fine particles) is dispersed is applied onto a polarizing film, and the coating film thickness is adjusted to expose the filler on the coating film surface, thereby causing random irregularities. There are a method of forming and a method of developing antiglare property only by fine irregularities formed on the surface of the coating film without containing a filler.

  When an antiglare layer is formed by applying an active energy ray-curable resin composition in which a filler is dispersed on a polarizing film, the filler is not particularly limited as long as it is translucent, and is conventionally known inorganic or organic. The particles can be used. For example, as inorganic fine particles, calcium carbonate, barium sulfate, titanium oxide, aluminum hydroxide, silica, glass, talc, mica, white carbon, magnesium oxide, zinc oxide, etc., and these inorganic particles are subjected to surface treatment with fatty acid. And the like can be cited as representative. Representative organic particles include resin particles such as melamine beads, polymethyl methacrylate beads, methyl methacrylate / styrene copolymer resin beads, polycarbonate beads, polyethylene beads, polyvinyl chloride beads, and silicone resin beads. Can be mentioned. The particle size of the filler is preferably in the range of 1 to 5 μm when the inorganic fine particles such as silica are used. For example, when the resin particles are used, the weight average particle size is used. Is preferably in the range of 2 to 10 μm.

  As disclosed in, for example, Japanese Patent Application Laid-Open No. 2006-53371 (Patent Document 6) and the like, a method for expressing antiglare property only by fine irregularities formed on the surface of the coating film without containing a filler. The surface shape of the mold may be transferred to the coating film using a mold in which fine irregularities are formed. Transfer of the surface shape to the coating film is performed by embossing.

  In the UV embossing method, a coating layer (active energy ray curable resin composition layer) of the active energy ray curable resin composition is formed on the surface of the polarizing film, and the active energy ray curable resin composition layer is fine as described above. The mold uneven surface is transferred to the active energy ray-curable resin composition layer by being cured while being pressed against the uneven surface of the mold on which various unevenness is formed. Specifically, the active energy ray-curable resin composition is applied onto the polarizing film and dried as necessary, and then the obtained active energy ray-curable resin composition layer is adhered to the uneven surface of the above mold. In such a state, the active energy ray-curable resin composition layer is cured by irradiating active energy rays such as visible light, ultraviolet rays, X-rays, and electron beams, and then the active energy ray-curable resin composition after curing. The shape of the said type | mold is transcribe | transferred to the coating layer of an active energy ray curable resin composition by peeling the polarizing film in which the physical layer was formed from the said type | mold.

  In addition, as another form of the method for expressing the antiglare property only by the fine irregularities formed on the surface of the coating film without containing the filler, a molding film having fine irregularities on the surface is used. A method of transferring the shape of the shaping film to the coating layer (active energy ray curable resin composition layer) of the active energy ray curable resin composition can also be employed. Specifically, the active energy ray-curable resin composition was applied to the concavo-convex surface of the shaped film having flexibility and at least one surface having fine concavo-convexities, and dried as necessary. Then, it bonds with a polarizing film so that the coating surface may become a bonding surface. Next, by irradiating the laminate with active energy rays, the coating film made of the active energy ray-curable resin composition is cured, and then the shaping film is peeled off to form irregularities on the surface of the polarizing film. Transfer to the applied coating layer.

  Moreover, after apply | coating an active energy ray curable resin composition directly to a polarizing film, and drying as needed, and bonding to the uneven surface of the said shaping | molding film so that the coating surface may become a bonding surface The active energy ray-curable resin composition layer may be cured and the shaping film may be peeled by the same method as described above.

  Here, a polyethylene terephthalate film, a polycarbonate film, a triacetyl cellulose film, a norbornene resin film, a polyester film, a polystyrene film, or the like can be used as the shaping film.

  There is no special limitation in the coating method of an active energy ray curable resin composition, For example, various coating systems, such as a doctor blade, a wire bar, a die coater, a comma coater, a gravure coater, can be utilized. Moreover, after dropping the above active energy ray-curable resin composition between the polarizing film and the mold or the shaping film, it is also possible to employ a method in which the film is pressed with a roll or the like and uniformly spread. As the material, metal, rubber or the like can be used. In addition, when a method in which the active energy ray-curable resin composition is dropped between a polarizing film and a mold or a moldable film is passed between the rolls and is pressed and spread, The two rolls may be made of the same material or different materials.

  In the present invention, when a protective layer made of a cured product of the active energy ray-curable resin composition is further formed on the surface opposite to the antiglare layer of the polarizing film, the method includes the case of providing the above antiglare layer. A similar method can be employed. However, here, it is not necessary to use a mold having a fine concavo-convex shape or a shaping film, and a smooth roll or a smooth base film can be used. When the antiglare layer is formed on one side of the polarizing film and the protective layer is formed on the other side, the order of the antiglare layer may be formed after the antiglare layer is formed, or vice versa. May be. Among these, considering the production process, the method of forming the antiglare layer and the protective layer simultaneously on both sides of the polarizing film is most preferable. In this case, the active energy ray may be irradiated only from one side of the laminate or from both sides of the laminate as long as the coating on the opposite side of the irradiation side is sufficiently cured. May be.

When curing by irradiation with active energy rays, the light source used is not particularly limited, but has a light emission distribution at a wavelength of 400 nm or less, for example, a low pressure mercury lamp, a medium pressure mercury lamp, a high pressure mercury lamp, an ultrahigh pressure mercury lamp, a chemical lamp, black A light lamp, a microwave excitation mercury lamp, a metal halide lamp, etc. can be used. Although the irradiation intensity to the active energy ray-curable resin composition varies depending on the composition, the irradiation intensity in the wavelength region effective for activating the photocationic polymerization initiator and / or the photoradical polymerization initiator is 10 to 2500 mW / it is preferable that the cm ^2. When the light irradiation intensity to the active energy ray curable resin composition is less than 10 mW / cm ² , the reaction time becomes too long, and when it exceeds 2500 mW / cm ² , the heat radiated from the lamp and the active energy ray curable property. There is a possibility that yellowing of the active energy ray-curable resin composition or deterioration of the polarizing film may occur due to heat generation during polymerization of the resin composition. The light irradiation time to the active energy ray-curable resin composition is controlled for each composition and is not particularly limited, but the integrated light amount expressed as the product of the irradiation intensity and the irradiation time is 10 to 2500 mJ. / Cm ² is preferably set. When the integrated light amount to the active energy ray-curable resin composition is less than 10 mJ / cm ² , active species derived from the polymerization initiator are not sufficiently generated, and the resulting antiglare layer and / or protective layer is not cured. It may be sufficient. On the other hand, if the integrated light quantity exceeds 2500 mJ / cm ² , the irradiation time becomes very long, which is disadvantageous for improving productivity. In addition, it is preferable that irradiation of an active energy ray is performed in the range in which various performances, such as the polarization degree of a polarizing film and a transmittance | permeability, do not fall.

(Composite polarizing plate)
In the present invention, when an antiglare layer is formed on one surface of the polarizing film and a protective layer is formed on the other surface, as shown in FIG. A retardation plate may be laminated to form a composite polarizing plate. Here, the retardation plate is used for the purpose of compensating for a retardation by a liquid crystal cell. Examples thereof include a birefringent film made of a stretched film of various plastics, a film in which a discotic liquid crystal or a nematic liquid crystal is aligned and fixed, and a film substrate on which the above liquid crystal layer is formed. In this case, a cellulose-based film such as triacetyl cellulose is preferably used as the film substrate that supports the oriented liquid crystal layer.

  Specific examples of the plastic forming the birefringent film include polycarbonate, polyvinyl alcohol, polystyrene, polymethyl methacrylate, polyolefin such as polypropylene, norbornene resin, polyarylate, polyamide and the like. The stretched film may be processed by an appropriate method such as uniaxial or biaxial. Further, it may be a birefringent film in which the refractive index in the thickness direction of the film is controlled by applying a shrinkage force and / or stretching force under adhesion with the heat-shrinkable film. In addition, two or more retardation plates may be used in combination for the purpose of controlling optical characteristics such as broadening the bandwidth.

  When the protective layer has an adhesive force to the retardation plate, the retardation plate may be bonded to the protective layer by directly bonding the two or an adhesive. Or it can also carry out using an adhesive. An adhesive or a pressure-sensitive adhesive can also be used for bonding of the phase difference plates. It is preferable to use a pressure-sensitive adhesive (also referred to as a pressure-sensitive adhesive) from the viewpoint of easy bonding work and prevention of optical distortion. As the adhesive, an acrylic polymer, a silicone polymer, polyester, polyurethane, polyether, or the like can be used as a base polymer. Above all, like acrylic adhesives, it has excellent optical transparency, retains appropriate wettability and cohesion, has excellent adhesion, and has weather resistance, heat resistance, etc. It is preferable to select and use one that does not cause peeling problems such as floating and peeling under the conditions. In acrylic adhesives, alkyl esters of (meth) acrylic acid having an alkyl group having 20 or less carbon atoms such as methyl, ethyl and butyl groups, and (meth) acrylic acid and hydroxyethyl (meth) acrylate An acrylic copolymer having a weight average molecular weight of 100,000 or more, in which a glass transition temperature is preferably 25 ° C. or less, more preferably 0 ° C. or less, and a functional group-containing acrylic monomer comprising Useful as a base polymer.

  Further, the retardation plate may be used as it is for the production of the composite polarizing plate according to the present invention, but the protective layer is subjected to easy adhesion treatment such as corona discharge treatment and plasma treatment on the bonding surface with the protective layer. You may use for pasting.

(Adhesive layer)
Moreover, you may provide an adhesive layer in the polarizing plate of this invention. Such an adhesive layer can be used for bonding with a liquid crystal cell, bonding with the retardation plate, and bonding with other layers, for example. As the adhesive, an acrylic polymer, a silicone polymer, polyester, polyurethane, polyether, or the like can be used as a base polymer. Among them, like acrylic adhesives, it has excellent optical transparency, retains appropriate wettability and cohesion, has excellent adhesion, and has weather resistance, heat resistance, etc. It is preferable to select and use a material that does not cause peeling problems such as floating and peeling under humidification conditions. In acrylic adhesives, alkyl esters of (meth) acrylic acid having an alkyl group having 20 or less carbon atoms such as methyl, ethyl and butyl groups, and (meth) acrylic acid and hydroxyethyl (meth) acrylate An acrylic copolymer having a weight average molecular weight of 100,000 or more, in which a glass transition temperature is preferably 25 ° C. or less, more preferably 0 ° C. or less, and a functional group-containing acrylic monomer comprising Useful as a base polymer.

  The pressure-sensitive adhesive layer is formed by, for example, dissolving or dispersing the pressure-sensitive adhesive composition such as the base polymer as described above in an organic solvent such as toluene or ethyl acetate to prepare a 10 to 40% by weight solution on the protective film. The pressure-sensitive adhesive layer can be formed on the polarizing plate, and then transferred onto the polarizing plate to form the pressure-sensitive adhesive layer. As the pressure-sensitive adhesive, those using the above-mentioned acrylic polymer as a base polymer can be preferably used. Although the thickness of an adhesive layer is determined according to the adhesive force etc., it is the range of 1-50 micrometers normally.

  If necessary, the adhesive layer may contain fillers made of glass fiber, glass beads, resin beads, inorganic powders such as metal powder, pigments, colorants, antioxidants, UV absorbers, etc. Good. Examples of ultraviolet absorbers include salicylic acid ester compounds, benzophenone compounds, benzotriazole compounds, cyanoacrylate compounds, nickel complex compounds, and the like.

(Liquid crystal display device)
The polarizing plate or the composite polarizing plate of the present invention can be suitably applied to a liquid crystal display device. Under the present circumstances, it laminates | stacks so that a polarizing film may become a liquid crystal cell side among the glare-proof layer and polarizing film which comprise the polarizing plate or composite polarizing plate of this invention.

  EXAMPLES Hereinafter, although an Example is given and this invention is demonstrated further more concretely, this invention is not limited by these examples. In the examples, “parts” and “%” representing the amount used or content are based on weight unless otherwise specified.

(Production Example 1: Production of polarizing film)
A polyvinyl alcohol film having an average polymerization degree of about 2400 and a saponification degree of 99.9 mol% or more and a thickness of 75 μm was immersed in pure water at 30 ° C., and then the weight ratio of iodine / potassium iodide / water was 0.02 / 2. / 100 aqueous solution was immersed at 30 ° C. and stained with iodine. Then, it was immersed in an aqueous solution having a weight ratio of potassium iodide / boric acid / water of 12/5/100 at 56.5 ° C. to perform boric acid treatment (crosslinking treatment). Subsequently, the film was washed with pure water at 8 ° C. and then dried at 65 ° C. to obtain a polarizing film in which iodine was adsorbed and oriented on polyvinyl alcohol. Stretching was performed mainly in the steps of iodine staining and boric acid treatment, and the total stretching ratio was 5.3 times.

(Production Example 2: Preparation of active energy ray-curable resin composition A)
The following components were mixed to prepare an active energy ray-curable resin composition A.

3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate (Celoxide 2021P, manufactured by Daicel Chemical Industries, Ltd.): 35 parts Bis [(3-ethyl-3-oxetanyl) methyl] ether (Aron Oxetane OXT- 221 manufactured by Toagosei Co., Ltd.): 15 parts Acetal compound diacrylate of hydroxypivalaldehyde and trimethylolpropane (A-DOG, manufactured by Shin-Nakamura Chemical Co., Ltd.): 50 parts 2-hydroxy- 2-methyl-1-phenylpropan-1-one (DAROCUR 1173, manufactured by Ciba, photoradical polymerization initiator): 2.5 parts ・ 4,4′-bis (diphenylsulfonio) diphenyl sulfide bishexafluorophosphate system Photocationic polymerization initiator (SP-150, ADEK Co., Ltd.) A): 2.5 parts.

  In addition, said A-DOG (diacrylate of the acetal compound of a hydroxypivalaldehyde and a trimethylol propane) is a compound which has a structure of the following Formula.

(Production Example 3: Preparation of active energy ray-curable resin composition B)
The following components were mixed to prepare an active energy ray-curable resin composition B.

3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate (Celoxide 2021P, manufactured by Daicel Chemical Industries, Ltd.): 35 parts Bis [(3-ethyl-3-oxetanyl) methyl] ether (Aron Oxetane OXT- 221, manufactured by Toagosei Co., Ltd.): 15 parts ・ Triacrylate of 1,3,5-tris (2-hydroxyethyl) isocyanurate (A-9300, manufactured by Shin-Nakamura Chemical Co., Ltd.): 50 parts. -Hydroxy-2-methyl-1-phenylpropan-1-one (DAROCUR 1173, manufactured by Ciba, photo radical polymerization initiator): 2.5 parts ・ 4,4′-bis (diphenylsulfonio) diphenyl sulfide bishexa Fluorophosphate-based photocationic polymerization initiator (SP-150, manufactured by ADEKA Corporation) 2.5 parts.

(Production Example 4: Preparation of active energy ray-curable resin composition C)
The following components were mixed to prepare an active energy ray-curable resin composition C.

3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate (Celoxide 2021P, manufactured by Daicel Chemical Industries, Ltd.): 35 parts Bis [(3-ethyl-3-oxetanyl) methyl] ether (Aron Oxetane OXT- 221 manufactured by Toagosei Co., Ltd.): 15 parts Pentaerythritol tetraacrylate (A-TMMT, manufactured by Shin-Nakamura Chemical Co., Ltd.): 50 parts 2-hydroxy-2-methyl-1-phenylpropane-1- ON (DAROCUR 1173, manufactured by Ciba, photoradical polymerization initiator): 2.5 parts ・ 4,4′-bis (diphenylsulfonio) diphenyl sulfide Bishexafluorophosphate-based photocationic polymerization initiator (SP-150, (Made by ADEKA Corporation): 2.5 parts.

  In the following example, as a shaping film, it is used as an antiglare film of a polarizing plate “Sumikaran” sold by Sumitomo Chemical Co., Ltd., and an antiglare film “AG6” in which a filler is dispersed in an ultraviolet curable resin. It was used.

<Example 1>
Using a coating machine (manufactured by Daiichi Rika Co., Ltd., bar coater) on one side of the uneven surface of the shaped film and a smooth polyethylene terephthalate (PET) film (ester film E5100, manufactured by Toyobo Co., Ltd.), respectively. Then, the active energy ray-curable resin composition A prepared in Production Example 2 was applied so that the thickness after curing was 8.5 μm. At this time, since the film thickness when the active energy ray-curable resin composition was applied changed depending on the viscosity, the film thickness was adjusted by changing the number of the bar coater number. Next, the shaping film and the PET film having the coating film of the active energy ray-curable resin composition A on both surfaces of the polarizing film produced in Production Example 1 are sandwiched between the polarizing films on the respective coating film sides. Then, pasting was performed using a pasting apparatus (LPA3301, manufactured by Fuji Pla Co., Ltd.). The bonded product was irradiated with ultraviolet rays at an integrated light quantity of 1500 mJ / cm ² by a D bulb manufactured by Fusion UV Systems, and the active energy ray-curable resin composition A disposed on both surfaces of the polarizing film was cured. Thereafter, the shaping film and the PET film were peeled off to produce a polarizing plate in which an antiglare layer was directly formed on one surface of the polarizing film and a protective layer having no antiglare property was directly formed on the other surface.

<Example 2>
Instead of the active energy ray curable resin composition A, the active energy ray curable resin composition B prepared in Production Example 3 was used, except that the thickness after curing was 6.5 μm. A polarizing plate was produced in the same manner as in Example 1.

<Example 3>
Instead of the active energy ray curable resin composition A, the active energy ray curable resin composition C prepared in Production Example 4 was used, except that the thickness after curing was 6.5 μm. A polarizing plate was produced in the same manner as in Example 1.

<Comparative Example 1>
Using the same coating machine as in Example 1 on one side of the same PET film used in Example 1, the thickness after curing the active energy ray-curable resin composition A prepared in Production Example 2 is 7. Coating was performed so as to be 5 μm. The film thickness adjustment at this time was performed by the same method as shown in Example 1. Next, on both surfaces of the polarizing film produced in Production Example 1, the PET film having the coating film of the active energy ray-curable resin composition A, so that each coating film side becomes a bonding surface with the polarizing film, Bonding was performed using the same bonding apparatus as in Example 1. The bonded product was irradiated with ultraviolet rays under the same conditions as in Example 1 to cure the active energy ray-curable resin composition A disposed on both surfaces of the polarizing film. Thereafter, the PET film was peeled off, and a polarizing plate having protective layers having no antiglare property on both surfaces of the polarizing film was produced.

<Comparative example 2>
A comparative example, except that the active energy ray-curable resin composition B prepared in Production Example 3 was used instead of the active energy ray-curable resin composition A, and that the thickness after curing was 8 μm. In the same manner as in Example 1, a polarizing plate was produced.

<Comparative Example 3>
Instead of the active energy ray curable resin composition A, the active energy ray curable resin composition C prepared in Production Example 4 was used, except that the thickness after curing was 7.5 μm. A polarizing plate was produced in the same manner as in Comparative Example 1.

<Comparative example 4>
A protective film made of triacetyl cellulose (TAC) having a thickness of 80 μm is bonded to both surfaces of a polarizing film in which iodine is adsorbed and oriented on polyvinyl alcohol, and a filler is dispersed on the surface of one protective film. A polarizing plate (TRW842A-AG6, manufactured by Sumitomo Chemical Co., Ltd.) having an antiglare layer made of an ultraviolet curable resin was used as Comparative Example 4.

<Evaluation test>
About the polarizing plate produced in the above Examples 1-3 and Comparative Examples 1-4, the following evaluation tests were done and the result was shown in Table 1.

[Measurement of thickness of polarizing plate]
Using a contact-type film thickness measuring device (ZC-101, manufactured by Nikon Corporation), the thickness of the entire produced polarizing plate was measured and evaluated according to the following criteria.

A: The thickness is less than 50 μm,
B: The thickness is 50 μm or more and less than 75 μm,
C: The thickness is 75 μm or more and less than 100 μm,
D: Thickness is 100 μm or more.

  Moreover, the thickness (30 micrometers) of a polarizing film was deducted from the thickness of the whole polarizing plate obtained, and the value which divided it into 2 was shown in Table 1 as thickness of a glare-proof layer and a protective layer. However, the thickness described in the column of the antiglare layer in Comparative Examples 1 to 3 is actually the value of the single-sided protective layer having no unevenness on the surface. In Comparative Example 4, the nominal value (equivalent to the protective layer is a TAC film having a thickness of 80 μm, and the equivalent to the antiglare layer is a TAC film having a thickness of 80 μm + an ultraviolet curable resin having a thickness of 3 μm. ) Are listed in Table 1 as they are.

[Haze measurement]
The polarizing plate is bonded to a glass substrate on the surface opposite to the antiglare layer forming surface using an optically transparent adhesive (on the one protective layer side for Comparative Examples 1 to 3), and the glass substrate All the hazes were measured using a haze meter (HM-150 type, manufactured by Murakami Color Research Laboratory Co., Ltd.) in accordance with JIS K 7136. A sample having a total haze of 5 to 25% was evaluated as ◯, and a sample having a total haze outside the range was evaluated as ×.

[Reflection sharpness measurement]
The reflection sharpness of the antiglare film was measured using an image clarity measuring device (ICM-1T, manufactured by Suga Test Instruments Co., Ltd.) based on JIS K 7105. At this time, in order to prevent the sample from warping, it is bonded to the glass substrate using an optically transparent adhesive so that the evaluation surface is the front side (surface on which light is incident), and reflection from the back glass surface. In order to prevent this, a black acrylic resin plate having a thickness of 2 mm was adhered to the glass surface of the glass plate on which the antiglare film had been pasted with water. In this state, light was incident from the polarizing plate side at an angle of 45 °, and measurement was performed. The measured value here is a total value of values measured using three types of optical combs in which the widths of the dark part and the bright part are 0.5 mm, 1.0 mm, and 2.0 mm, respectively. When the reflection sharpness was less than 40%, it was evaluated as ◯, and when it was 40% or more, it was evaluated as ×.

  The polarizing plates of Examples 1 to 3 are thin while exhibiting substantially the same anti-glare performance (total haze and reflection sharpness) as compared with that of Comparative Example 4 which is an anti-glare polarizing plate that is generally used at present. It can be seen that

(Production Example 5: Preparation of active energy ray-curable resin composition D)
The following components were mixed to prepare an active energy ray-curable resin composition D.

3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate (Celoxide 2021P, manufactured by Daicel Chemical Industries): 70 parts Bis [(3-ethyl-3-oxetanyl) methyl] ether (Aron oxetane OXT- 221, manufactured by Toagosei Co., Ltd.): 30 parts ・ 4,4′-bis (diphenylsulfonio) diphenyl sulfide Bishexafluorophosphate-based photocationic polymerization initiator (SP-150, manufactured by ADEKA Corporation): 4 .5 parts.

(Production Example 6: Preparation of antistatic agent-containing active energy ray-curable resin composition D1)
1-hexyl-4-methylpyridinium bis (fluorosulfonyl) imide (having the structure of the following formula) as an antistatic agent for 100 parts of the entire active energy ray-curable resin composition D prepared in Production Example 5 4 parts of an ionic compound) were mixed to prepare an antistatic agent-containing active energy ray-curable resin composition D1.

(Production Example 7: Preparation of antistatic agent-containing active energy ray-curable resin composition D2)
An antistatic agent-containing active energy ray-curable resin composition D2 was prepared in the same manner as in Production Example 6 except that the amount of the ionic compound was 10 parts.

<Example 4>
The same molding film and smooth polyethylene terephthalate (PET) film as used in Example 1 were used, and a coating machine (Daiichi Rika Co., Ltd.) was applied to the uneven surface of the shaping film and one side of the smooth PET film, respectively. The active energy ray-curable resin composition D prepared in Production Example 5 was applied using a bar coater) so that the thickness after curing was 5 μm. At this time, the film thickness was adjusted by the same method as shown in Example 1. Next, the shaping film and the PET film having the coating film of the active energy ray-curable resin composition D on both surfaces of the polarizing film prepared in Production Example 1 are sandwiched between the polarizing films on the respective coating film sides. Then, pasting was performed using a pasting apparatus (LPA3301, manufactured by Fuji Pla Co., Ltd.). This bonded product was irradiated with ultraviolet rays under the same conditions as in Example 1, and the coating layer of the active energy ray-curable resin composition D disposed on both surfaces of the polarizing film was cured. Thereafter, the shaping film and the PET film were peeled off to produce a polarizing plate in which an antiglare layer was directly formed on one surface of the polarizing film and a protective layer having no antiglare property was directly formed on the other surface.

<Example 5>
Instead of the active energy ray curable resin composition D, the antistatic agent-containing active energy ray curable resin composition D1 prepared in Production Example 6 was used, and the coating was applied so that the thickness after curing was 4.5 μm. A polarizing plate was produced in the same manner as in Example 4 except that.

<Example 6>
A polarizing plate was produced in the same manner as in Example 4 except that the antistatic agent-containing active energy ray-curable resin composition D2 prepared in Production Example 7 was used instead of the active energy ray-curable resin composition D. .

<Comparative Example 5>
Using the same coating machine as in Example 4 on one side of the same PET film used in Example 4, the thickness after curing the active energy ray-curable resin composition D prepared in Production Example 5 is 5 μm. Coated so that. The film thickness adjustment at this time was performed by the same method as shown in Example 1. Next, on both surfaces of the polarizing film produced in Production Example 1, the PET film having the coating film of the active energy ray-curable resin composition D is placed so that each coating film side becomes a bonding surface with the polarizing film. Bonding was performed using the same bonding apparatus as in Example 4. This bonded product was irradiated with ultraviolet rays under the same conditions as in Example 1, and the coating layer of the active energy ray-curable resin composition D disposed on both surfaces of the polarizing film was cured. Thereafter, the PET films on both sides were peeled off, and a polarizing plate having protective layers having no antiglare property on both sides of the polarizing film was produced.

<Evaluation test>
About the polarizing plate produced in the above Examples 4-6 and Comparative Example 5, thickness measurement, a haze measurement, and a reflective definition measurement are performed by the method similar to previous Examples 1-3 and Comparative Examples 1-4. The results are shown in Table 2. However, the thickness described in the column of the antiglare layer of Comparative Example 4 is the value of the single-sided protective layer that does not actually have unevenness on the surface, like Comparative Examples 1 to 3 of Table 1. Moreover, about the polarizing plate immediately after preparation, surface specific resistance measuring apparatus ["Hirest-up MCP-HT450" (trade name) manufactured by Mitsubishi Chemical Corporation) was used under the conditions of a temperature of 23 ° C and a relative humidity of 55%. Then, the surface resistance value was measured and the antistatic property was evaluated. The results are also shown in Table 2.

  The polarizing plates of Examples 4 to 6 are superior in antiglare performance (total haze and reflection sharpness) as compared with the comparative example 5 which is a thin and light polarizing plate, and further, an antiglare layer and a protective layer. It can be seen that the examples 5 and 6 using the active energy ray-curable resin composition in which an ionic compound is blended for forming the layer have good antistatic performance.

  1, 1 ', 11, 11' polarizing plate, 2 polarizing film, 3 anti-glare layer, 3a unevenness of anti-glare layer surface, 11 polarizing plate, 12 protective layer, 21, 21 'composite polarizing plate, 22 retardation plate, 23 Adhesive layer, 24 Release film.

Claims (10)

And dichroic dye polyvinyl alcohol resin is adsorbed and oriented, on one side of the polarizing film a total light transmittance is 50% or less, the active energy ray-curable compound containing an oxetane compound and e epoxy compound And a polymerization initiator, wherein the content of the epoxy compound is 30% by weight or more based on the total amount of the active energy ray-curable compound, and the content of the oxetane compound is 30%. It consists of a cured product of an active energy ray-curable resin composition that is not more than wt%, and an antiglare layer having irregularities on the surface is directly formed ,
The epoxy compound is a glycidyl ether of a polyol having an alicyclic ring, an alicyclic epoxy compound or an aliphatic epoxy compound,
The active energy ray-curable compound includes a (meth) acrylic compound having at least one (meth) acryloyloxy group in the molecule . The polarizing plate according to claim 1, wherein the epoxy compound is an alicyclic epoxy compound . The active energy ray-curable resin composition further contains fine particles, polarizing plate according to claim 1 or 2. The active energy ray-curable resin composition forming the antiglare layer further contains an antistatic agent, and the antiglare layer made of a cured product of the active energy ray curable resin composition has a surface resistance value of 10. The polarizing plate according to any one of claims 1 to 3 , which is ¹² Ω / □ or less. The polarizing plate according to any one of claims 1-4 thickness of the antiglare layer is 1～35Myuemu. It consists of the hardened | cured material of the active energy ray curable resin composition containing an active energy ray curable compound and a polymerization initiator on the surface on the opposite side to the side in which the said glare-proof layer of the said polarizing film is provided. the polarizing plate according to any one of claims 1 to 5, the protective layer is formed directly. The polarizing plate according to claim 6 , wherein the protective layer is formed of the same composition as the antiglare layer formed on the opposite side of the polarizing film. The polarizing plate according to claim 6 or 7 , wherein the protective layer has a thickness of 1 to 35 µm. Retardation plate on the protective layer of the polarizing plate according to any one of claims 6-8 is laminated, the composite polarizer. A polarizing film comprising the polarizing plate according to claim 1 or the composite polarizing plate according to claim 9 and a liquid crystal cell, wherein the polarizing film is on the liquid crystal cell side of the antiglare layer and the polarizing film constituting the polarizing plate or the composite polarizing plate. A liquid crystal display device laminated so as to be.

Images