TWI591392B - Polarizing plate, composite polarizing plate and liquid crystal display device - Google Patents

Description

Polarizing plate, composite polarizing plate and liquid crystal display device

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

A polarizing plate is used as an optical component constituting a liquid crystal display device. Conventionally, a polarizing plate which is generally used has a structure in which a protective layer containing a transparent resin film is laminated on one surface or both surfaces of a polarizing film via a water-based adhesive or the like. As the transparent resin film, a triacetyl cellulose film (TAC film) is often used in terms of excellent optical transparency or moisture permeability. The polarizing plate is attached to the liquid crystal cell by an adhesive via other optical functional layers as needed, and incorporated into the liquid crystal display device.

In recent years, liquid crystal display devices have been widely used in mobile devices such as notebook personal computers, mobile phones, and car navigation systems. As a result, the polarizing plates constituting liquid crystal display devices are required to be thin, lightweight, and durable (higher machinery). strength). Further, the industry expects that a liquid crystal display device for mobile use can be used under moist heat, and a polarizing plate used for the same is required to have high moist heat resistance. On the other hand, as described above, a conventional polarizing plate in which a TAC film is bonded as a protective layer on a polarizing film is exposed to a high-humidity environment, particularly a high-temperature and high-humidity environment, and the polarizing property is lowered or the polarizing film is shrunk. The problem. Therefore, the protective layer laminated on the polarizing film is required to be thin and light, and to improve the hardness, to improve the mechanical strength, and to suppress the shrinkage of the polarizing film (shrinkage suppressing force).

However, for a polarizing plate to which a TAC film is attached as a protective layer, operation at the time of operation From the viewpoint of properties or durability, it is difficult to make the thickness of the protective layer 20 μm or less, and there is a limit to thinness and weight reduction.

For example, Japanese Laid-Open Patent Publication No. 2000-199819 (Patent Document 1) discloses a method of forming a transparent thin film layer by coating a resin solution on one side or both sides of a polarizing film containing a hydrophilic polymer. technology. Japanese Patent Publication No. 2003-185842 (Patent Document 2) discloses that an energy ray-curable composition containing an energy ray polymerizable compound having a dicyclopentyl residue or a dicyclopentene residue is cured. A technique of forming a protective film on a polarizing film. Japanese Laid-Open Patent Publication No. 2004-245924 (Patent Document 3) discloses a polarizing plate having a protective film mainly composed of an epoxy resin on at least one side of a polarizing film. Further, Japanese Laid-Open Patent Publication No. 2005-92112 (Patent Document 4) discloses that at least one surface of the polarizing film is protected by a cured product of the active energy ray-curable resin composition.

On the other hand, if external light is reflected in the polarizing plate constituting the liquid crystal display device, the visibility is remarkably impaired. Therefore, in order to prevent the reflection of such external light, a film layer for preventing external light from being reflected is provided on the surface of the image display device. The film layer for preventing reflection is usually subjected to a non-reflective treatment using interference of an optical multilayer film, or an anti-glare treatment in which a light image is reflected by scattering of incident light due to formation of fine unevenness on the surface. In particular, the latter anti-glare treatment layer which scatters incident light by forming fine unevenness is widely used for applications such as large monitors and personal computers because it can be manufactured relatively inexpensively.

Conventionally, an anti-glare film which is subjected to such an anti-glare treatment is produced by, for example, applying a resin solution in which a filler is dispersed to a substrate sheet, and adjusting the coating film thickness to expose the filler to the coating film. The surface thereby forms random irregularities on the substrate sheet. On the other hand, there is also an attempt to exhibit anti-glare properties only by the fine concavities and convexities formed on the surface of the transparent resin layer. For example, an anti-glare film is disclosed in which a free radiation curable resin is interposed between an embossing mold and a transparent resin film to cause the free radiation. Hardening resin hardens to form three The 10-point average roughness and the average distance between the adjacent convex portions on the three-dimensional thickness reference surface respectively satisfy the specific unevenness of the specific value, thereby laminating the free radiation curable resin having the surface unevenness on the transparent resin film Layer of matter. In addition, as a embossing method of the type in which the anti-glare film is obtained, a method of using a mold in which a plating layer is formed, and the like disclosed in Japanese Laid-Open Patent Publication No. 2006-53371 (Patent Document 6) can be cited.

However, the conventional anti-glare treatment is applied to the transparent resin film as the protective layer of the polarizing plate, and the polarizing plate having the anti-glare film laminated thereon does not satisfy the market demand for thin and light weight of the liquid crystal display device in recent years.

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

The present invention provides a polarizing plate which is formed by adsorbing a single surface of a polarizing film having a dichroic dye and having a total light transmittance of 50% or less on a polyvinyl alcohol-based resin, and directly forming an active energy ray-curable compound and A cured product of the active energy ray-curable resin composition of the polymerization initiator, and an antiglare layer having irregularities on the surface.

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

Further, 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) acryloxy group in the molecule.

The active energy ray-curable resin composition containing the active energy ray-curable compound may further contain fine particles.

Further, the active energy ray-curable resin composition forming the antiglare layer may further contain an antistatic agent, whereby the surface resistance value of the antiglare layer containing the cured product of the active energy ray-curable resin composition may be obtained. It becomes 10 ¹² Ω/□ or less.

It is preferred that the antiglare layer containing the cured product of the curable resin composition has a thickness of 1 to 35 μm.

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

The protective layer may be a cured product of the same composition as the above-described antiglare layer formed on the opposite side of the polarizing film.

It is preferable that the thickness of the protective layer formed on the opposite side of the antiglare layer from the polarizing film is 1 to 35 μm.

As described above, the polarizing plate having the antiglare layer on one side of the polarizing film and the protective layer provided on one side thereof can be laminated on the protective layer side to form a composite polarizing plate.

According to the present invention, there is also provided a liquid crystal display device comprising the polarizing plate or the composite polarizing plate according to any one of the above, and the liquid crystal cell, and the anti-glare layer and the polarizing film constituting the polarizing plate or the composite polarizing plate are polarized The film is laminated so that the film becomes the liquid crystal cell side.

According to the present invention, since the antiglare layer having the function of protecting the layer is directly formed on the surface of the polarizing film, the antiglare can be greatly reduced as compared with the embodiment in which the transparent protective film having the previous antiglare treatment is laminated. Since the thickness of the layer of the layer is combined with the excellent anti-glare function, the polarizing plate can be made thinner and lighter. Therefore, the polarizing plate can be preferably applied to, for example, a liquid crystal display device for mobile use or the like.

The above and other objects, features, aspects and advantages of the present invention will become apparent from

1, 1', 11, 11' ‧ ‧ polarizing plates

2‧‧‧ polarizing film

3‧‧‧Anti-glare layer

3a‧‧‧ bump

12‧‧‧Protective layer

21, 21'‧‧‧ composite polarizer

22‧‧‧ phase difference plate

23‧‧‧Adhesive layer

24‧‧‧Release film

Fig. 1 is a cross-sectional view schematically showing a polarizing plate 1 which is a preferred example of the present invention.

Fig. 2 is a cross-sectional view schematically showing a polarizing plate 11 of another preferred embodiment of the present invention.

Fig. 3 is a cross-sectional view schematically showing a composite polarizing plate 21 which is a preferred example of the present invention.

4 is a polarizing plate 1' (FIG. 4(A)) and polarized light, which are schematically shown on the polarizing plates 1, 11, and the composite polarizing plate 21 shown in FIGS. 1 to 3, and further provided with an adhesive layer 23 and a release film 24. A cross-sectional view of the plate 11' (Fig. 4(B)) and the composite polarizing plate 21' (Fig. 4(C)).

As shown in the cross-sectional view of the mode of Fig. 1, the most basic layer of the polarizing plate 1 of the present invention is formed directly on one side of the polarizing film 2, and is a cured product of the active energy ray-curable resin composition and has irregularities on the surface 3a. The anti-glare layer 3 is the main one. The polarizing film 2 is a polyvinyl alcohol-based resin in which a dichroic dye is adsorbed and aligned, and the total light transmittance is 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 cross-sectional view of the mode of FIG. 2, a cured product containing an active energy ray-curable resin composition may be directly formed on the surface of the polarizing film 2 opposite to the anti-glare layer 3. The polarizing plate 11 is constructed in such a manner as to protect the layer 12. Since the protective layer 12 is on the liquid crystal cell side when the polarizing plate is applied to a liquid crystal display device, it is generally composed of a layer having a smooth surface and having no anti-glare property as shown in the example of FIG. 2 . Further, as shown in the cross-sectional view of the mode of FIG. 3, the phase difference plate 22 may be laminated on the protective layer 12 of the polarizing plate 11 to constitute the composite polarizing plate 21.

Further, as shown in the pattern cross-sectional views of FIGS. 4(A) to 4(C), the polarizing plates 1, 11 or the composite polarizing plate 21 shown in FIGS. 1 to 3 can be applied to the anti-glare layer 3 of the polarizing film 2. On the opposite side, other members are provided, for example, an adhesive layer 23 for bonding to the liquid crystal cell. In general, the outer surface of the adhesive layer 23 is bonded with a release film 24 which is falsely adhered to protect the outer surface of the adhesive layer 23 until it is bonded to other members. 4(A), in the polarizing plate 1 shown in FIG. 1, an adhesive layer is provided on the surface of the polarizing film 2 opposite to the anti-glare layer 3. Further, a polarizing plate 1' having a peeling film 24 is provided on the surface thereof. 4(B), in the polarizing plate 11 shown in FIG. 2, an adhesive layer 23 is provided on the surface of the protective layer 12 opposite to the polarizing film, and a polarizing film 24 is provided on the surface thereof. Board 11'. 4(C), in the composite polarizing plate 21 shown in FIG. 3, an adhesive layer 23 is provided on the surface of the phase difference plate 22 opposite to the protective layer 12, and a peeling film 24 is provided on the surface thereof. Composite polarizer 21'.

The polarizing plate of the present invention is formed by adsorbing a single surface of a polarizing film having a total light transmittance of 50% or less on a polyvinyl alcohol-based resin, and directly forming a cured product containing the active energy ray-curable resin composition. The surface has an anti-glare layer with irregularities. Further, a protective layer containing a cured product of the active energy ray-curable resin composition may be laminated on the surface of the polarizing film opposite to the side on which the anti-glare layer is provided. Hereinafter, the polarizing plate of the present invention will be described in detail.

(polarized film)

In the present invention, the polarizing film is not particularly limited, and those containing a polyvinyl alcohol-based resin can be preferably used, and more specifically, a uniaxially stretched polyvinyl alcohol-based resin film is adsorbed and aligned with a dichroic dye. . The polarizing film having a dichroic dye adsorbed on the uniaxially stretched polyvinyl alcohol resin film has a total light transmittance of 50% or less, and suitably 40 to 50%.

The polyvinyl alcohol-based resin constituting the polarizing film is obtained by saponifying a polyvinyl acetate-based resin. As the polyvinyl acetate-based resin, in addition to polyvinyl acetate which is a homopolymer of vinyl acetate, a copolymer of vinyl acetate and another monomer copolymerizable therewith is exemplified. Examples of the other monomer copolymerizable with vinyl acetate include unsaturated carboxylic acids, unsaturated sulfonic acids, olefins, and vinyl ethers. The degree of saponification of the polyvinyl alcohol-based resin is usually from 85 to 100 mol%, preferably from 98 to 100 mol%. The polyvinyl alcohol-based resin may be further modified, and for example, an aldehyde-modified polyvinyl formal or polyvinyl acetal may be used. Moreover, the degree of polymerization of the polyvinyl alcohol-based resin is usually from 1,000 to 10,000, Good is 1500~10000.

A film made of the polyvinyl alcohol-based resin can be used as a roll-type material film of a polarizing film. The method of forming the polyvinyl alcohol-based resin film into a film is not particularly limited, and it can be produced by a known method. The film thickness of the polyvinyl alcohol-based roll type material film is not particularly limited, and is, for example, 10 to 150 μm.

The polarizing film is usually produced by a step of uniaxially stretching a roll-type material film containing a polyvinyl alcohol-based resin as described above, and dyeing the polyvinyl alcohol-based resin film with a dichroic dye to make the two a step of adsorbing a chromatic dye; a step of treating a polyvinyl alcohol-based resin film having a dichroic dye adsorbed thereon with a boric acid aqueous solution; and a step of washing with a boric acid aqueous solution and then washing with water.

The uniaxial stretching can be carried out before the dyeing with the dichroic dye, or simultaneously with the dyeing, or after the dyeing. In the case of uniaxial stretching after dyeing with a dichroic dye, the uniaxial stretching can be carried out before the boric acid treatment or in the boric acid treatment. Also, uniaxial stretching may be performed in a plurality of stages. For uniaxial stretching, uniaxial stretching can be performed between rolls with different circumferential speeds, or uniaxial stretching can be performed using a heat roller. Further, it may be a dry stretching such as stretching in the air, or may be a wet stretching in which the film is swollen in a solvent. The stretching ratio is usually 4 to 8 times.

When the polyvinyl alcohol-based resin film is dyed with a dichroic dye, for example, a polyvinyl alcohol-based resin film can be immersed in an aqueous solution containing a dichroic dye. As the dichroic dye, iodine, a dichroic organic dye or the like can be used. In addition, it is preferable that the polyvinyl alcohol-based resin film is previously immersed in water before the dyeing treatment.

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

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

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

The polyvinyl alcohol-based resin film after the boric acid treatment is usually subjected to a water washing treatment. The water washing treatment is carried out, for example, by immersing a boric acid-treated polyvinyl alcohol-based resin film in water. The temperature of the 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 treatment was carried out to obtain a polarizing film. The drying treatment can be carried out using a hot air dryer or a far infrared heater. The drying temperature is usually 40 to 100 °C. The drying time is usually 120 to 600 seconds.

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

In the present invention, an antiglare layer containing a cured product of an active energy ray-curable resin composition and having irregularities on its surface is formed on one surface of the polarizing film to form a polarizing plate. contain The antiglare layer of the cured product of the active energy ray-curable resin composition exhibits good adhesion to the polarizing film, and by using the antiglare layer, transparency, mechanical strength, thermal stability, water repellency, and the like can be obtained. Excellent polarizing plate with high durability. In consideration of the thinness and lightness, the thickness of the antiglare layer is preferably as small as possible. However, if it is too thin, the polarizing film cannot be sufficiently protected, and the operability is insufficient. Therefore, the thickness of the antiglare layer is preferably in the range of 1 to 35 μm.

Further, in a preferred embodiment, a protective layer containing a cured product of the active energy ray-curable resin composition is formed on a 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 have the same composition as the active energy ray-curable resin composition used for forming the antiglare layer, or may have a different composition. The active energy ray-curable resin composition described below can be applied to any layer.

(Active energy ray curable resin composition)

It is preferred that the active energy ray-curable resin composition contains an epoxy compound having at least one epoxy group in the molecule (hereinafter, simply referred to as "epoxy compound"). By including the epoxy compound in the active energy ray-curable resin composition, it is possible to obtain excellent durability against the polarizing film and excellent durability such as transparency, mechanical strength, thermal stability, and water repellency. Higher polarizer. Here, the "epoxy-based compound having at least one epoxy group in the molecule" means that one or more epoxy groups are contained in the molecule, and the active energy ray (for example, ultraviolet rays, visible light, or electron beam) can be irradiated. , X-ray, etc.) Compounds that harden it. Further, a compound containing an epoxy compound, the following oxetane compound, and a (meth)acrylic compound and capable of being cured by irradiation with an active energy ray may be collectively referred to as an active energy ray-curable compound. .

As the epoxy compound, from the viewpoints of weather resistance, refractive index, cationic polymerizability, and the like, it is preferred to use an epoxy compound having no aromatic ring in its molecule as a main component. An epoxy-based compound containing no aromatic ring in the molecule can be exemplified as having an alicyclic ring. A glycidyl ether, an alicyclic epoxy compound, an aliphatic epoxy compound, or the like of a polyhydric alcohol.

When the glycidyl ether of the polyol having an alicyclic ring is described, the polyol having an alicyclic ring can be selected by, for example, in the presence of a catalyst under pressure to make the aromatic polyol and the aromatic ring. Obtained by a hydrogenation reaction. Examples of the aromatic polyol include bisphenol type compounds such as bisphenol A, bisphenol F, and bisphenol S; phenol novolac resin, cresol novolak resin, and phenol such as hydroxybenzaldehyde phenol novolac resin. A varnish type resin; a polyfunctional compound such as tetrahydroxydiphenylmethane, tetrahydroxybenzophenone or polyvinylphenol. The glycidyl ether can be produced by reacting epichlorohydrin with an alicyclic polyol obtained by hydrogenating an aromatic ring of the aromatic polyol. Among the glycidyl ethers of such polyols having an alicyclic ring, preferred are diglycidyl ethers of hydrogenated bisphenol A.

The alicyclic epoxy compound means an epoxy compound having one or more epoxy groups bonded to an alicyclic ring. The phrase "bonded to the epoxy group of the alicyclic ring" means that the two bonds of the epoxy group (-O-) are bonded to the two carbon atoms constituting the alicyclic ring, respectively, as shown in the following formula (usually a group on an adjacent carbon atom). In the formula, m is an integer of 2 to 5.

Therefore, the alicyclic epoxy compound means a compound having one or more structures represented by the above formula. More specifically, a compound represented by the above formula or a group in which one or a plurality of hydrogens are removed in the form of (CH ₂ ) _m in the above formula may be bonded to an alicyclic epoxy compound. . One or a plurality of hydrogens of (CH ₂ ) _m may be appropriately substituted with a linear alkyl group such as a methyl group or an ethyl group. Among the alicyclic epoxy compounds, an epoxy compound having an epoxycyclopentane ring (m=3 in the above formula) or an epoxycyclohexane ring (m=4 in the above formula) is The cured product has a high modulus of elasticity and excellent adhesion to the polarizing film, so that it can be used more preferably. Hereinafter, the structure of the alicyclic epoxy compound which can be preferably used in the present invention is specifically exemplified, but it is not limited to these compounds.

‧Epoxycyclohexanecarboxylic acid epoxycyclohexylmethyl esters of the following formula (I):

In the formula (I), R ¹ and R ² each independently represent a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms.

‧Epoxycyclohexanecarboxylic acid esters of alkanediols represented by the following formula (II):

In the 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 acids represented by the following formula (III):

In the 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 ether of polyethylene glycol represented by the following formula (IV):

In the 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.

‧Epoxy cyclohexyl methyl ethers of alkanediols represented by the following formula (V):

In the 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 diepoxide trispirate compound represented by the following formula (VI):

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

‧ Diepylene monospiral compound represented by the following formula (VII):

In the 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 of 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 of the following formula (IX):

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

‧ Diepylene tricyclodecanes of the following formula (X):

In the 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 preferably used because they are commercially available or obtained analogs, and are relatively easy to start. .

(A) an ester of 7-oxabicyclo[4.1.0]heptane-3-carboxylic acid with (7-oxabicyclo[4.1.0]heptan-3-yl)methanol [in the above formula (I), Compound with 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]Heptan-3-yl)methanol ester [in the above formula (I), R ¹ =4-CH ₃ , R ² =4-CH ₃ compound], (C) 7-oxabicyclo[4.1 .0] an esterified product of heptane-3-carboxylic acid and 1,2-ethanediol [in the above formula (II), a compound of R ³ = R ⁴ = H, n = 2], (D) (7- An ester of oxabicyclo[4.1.0]heptan-3-yl)methanol with adipic acid [in the above formula (III), a compound of R ⁵ =R ⁶ =H, p=4], (E)(4) - ester of methyl-7-oxabicyclo[4.1.0]heptan-3-yl)methanol with adipic acid [in the above formula (III), R ⁵ =4-CH ₃ , R ⁶ =4-CH ₃ , a compound of p=4], (F) (7-oxabicyclo[4.1.0]heptan-3-yl)methanol and an etherified product of 1,2-ethanediol [in the above formula (V), R ⁹ = R ¹⁰ = H, compound of r = 2].

Further, examples of the aliphatic epoxy compound include a polyglycidyl ether of an aliphatic polyhydric alcohol or an alkylene oxide adduct thereof. More specifically, diglycidyl ether of 1,4-butanediol, diglycidyl ether of 1,6-hexanediol, triglycidyl ether of glycerol, triglycidyl ether of trimethylolpropane, poly Diglycidyl ether of ethylene glycol, diglycidyl ether of propylene glycol, one or more alkylene oxides (ethylene oxide) added to an aliphatic polyol such as ethylene glycol, propylene glycol or glycerin Polyglycidyl ether of a polyether polyol obtained by propylene oxide or the like.

In the present invention, the epoxy compound may be used alone or in combination of two or more. In order to obtain an antiglare layer and a protective layer which are more excellent in adhesion to the polarizing film and the retardation film, it is preferred that the active energy ray-curable resin composition contains at least an alicyclic epoxy compound.

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

Further, in the active energy ray-curable resin composition, an oxetane-based compound may be added together with the epoxy compound. By adding an oxetane compound, The viscosity of the active energy ray-curable resin composition is lowered to increase the curing speed. Further, it is expected to prevent yellowing of the cured product and improve the effect of optical durability.

The oxetane compound is a compound having a 4-membered cyclic ether in the molecule, and examples thereof include 3-ethyl-3-hydroxymethyloxetane and 1,4-bis[(3-ethyl-) 3-oxetanyl)methoxymethyl]benzene, 3-ethyl-3-(phenoxymethyl)oxetane, bis[(3-ethyl-3-oxetane) Methyl]ether, 3-ethyl-3-(2-ethylhexyloxymethyl)oxetane, phenol novolac oxetane, and the like. The oxetane-based compound can be easily obtained as a commercially available product, and examples thereof include Aron Oxetane OXT-101 (manufactured by Toagosei Co., Ltd.), Aron Oxetane OXT-121 (manufactured by East Asia Synthetic Co., Ltd.), and Aron. Oxetane OXT-211 (manufactured by East Asia Synthetic Co., Ltd.), Aron Oxetane OXT-221 (manufactured by East Asia Synthetic Co., Ltd.), Aron Oxetane OXT-212 (manufactured by East Asia Synthetic Co., Ltd.), and the like. The amount of the oxetane compound to be compounded is not particularly limited, but is usually 30% by weight or less, preferably 10 to 25% by weight based on the total amount of the active energy ray-curable compound.

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, it is preferably used in the active energy ray curable resin composition. A photocationic polymerization initiator is formulated in the material. When a photocationic polymerization initiator is used, an antiglare layer and a protective layer can be formed at normal temperature, so that the heat resistance of the polarizing film or the strain due to expansion can be reduced, and the antiglare layer and the protective layer are adhered. It is formed well on the polarizing film. Further, since the photocationic polymerization initiator acts as a catalyst by light, it can be excellent in storage stability and workability even when it is mixed into the active energy ray-curable resin composition.

The photocationic polymerization initiator is an epoxy-based compound and/or an oxetane-based compound which can generate a cationic substance or a Lewis acid by irradiating an active energy ray such as visible light, ultraviolet light, X-ray or electron beam. Polymerizer. In the present invention, it may be any type of photocationic polymerization initiator, but from the viewpoint of workability, it is preferred to impart latency. The photocationic polymerization initiator is not particularly limited, and for example, it can be listed. Examples: aromatic diazonium salts; sulfonium salts such as aromatic sulfonium salts and aromatic sulfonium salts; iron-aromatic hydrocarbon complexes.

Examples of the aromatic diazonium salt include benzene diazonium hexafluoroantimonate, benzodiazepine hexafluorophosphate, and benzodiazepine hexafluoroborate. Further, examples of the aromatic onium salt include diphenylphosphonium tetrakis(pentafluorophenyl)borate, diphenylphosphonium hexafluorophosphate, diphenylphosphonium hexafluoroantimonate, and hexafluorophosphate. 4-nonylphenyl) phosphonium salt and the like.

Examples of the aromatic onium salt include triphenylsulfonium hexafluorophosphate, triphenylsulfonium hexafluoroantimonate, triphenylsulfonium tetrakis(pentafluorophenyl)borate, and bishexafluorophosphate 4,4. '-bis[diphenylfluorenyl]diphenyl sulfide, bis(hexafluoroethoxy)phenylindenyl]diphenyl sulfide 4,4'-bis[bis(β-hydroxyethoxy)phenylindenyl]diphenyl sulfide, hexafluoroantimonate 7-[bis(p-tolylhydrazyl)indenyl]-2-iso Propyl thioxanthone, tetrakis(pentafluorophenyl)borate 7-[bis(p-tolylhydrazino)indolyl]-2-isopropylthioxanthone, 4-phenylcarbonyl-4' hexafluorophosphate -diphenyldecyl-diphenyl sulfide, hexafluoroantimonate 4-(p-butylphenylcarbonyl)-4'-diphenylindenyl-diphenyl sulfide, tetrakis(pentafluorobenzene) Base) 4-(p-tert-butylphenylcarbonyl)-4'-bis(p-tolylhydrazyl)decyl-diphenyl sulfide of boric acid.

Further, examples of the iron-aromatic complex include xylene-cyclopentadienyl iron (II) hexafluoroantimonate, cumene-cyclopentadienyl iron (II) hexafluorophosphate, and tris(III). Trifluoromethylsulfonyl) methanide xylene-cyclopentadienyl iron (II) and the like.

Such a photocationic polymerization initiator can be easily obtained as a commercially available product, and examples thereof include Kayarad PCI-220 (manufactured by Nippon Kayaku Co., Ltd.), Kayarad PCI-620 (manufactured by Nippon Kayaku Co., Ltd.), and UVI- 6990 (manufactured by Union Carbide), Adeka Optomer SP-150 (made by ADEKA), Adeka Optomer SP-170 (made by ADEKA), CI-5102 (manufactured by Japan Soda Co., Ltd.), CIT-1370 (manufactured by Union Carbide Co., Ltd.) Japan's Caoda (manufactured by the company), CIT-1682 (made by Japan's Soda (share)), CIP-1866S (made by Japan's Soda (share)), CIP-2048S (made by Japan's Soda (share)), CIP-2064S (Japan's Soda (manufacturing), DPI-101 (manufactured by Midori Kagaku Co., Ltd.), DPI-102 (manufactured by Midori Kagaku Co., Ltd.), DPI-103 (Midori) Kagaku (manufactured by Kagaku Co., Ltd.), DPI-105 (manufactured by Midori Kagaku Co., Ltd.), MPI-103 (manufactured by Midori Kagaku Co., Ltd.), MPI-105 (manufactured by Midori Kagaku Co., Ltd.), BBI-101 (Midori Kagaku (Midori Kagaku) (manufacturing), BBI-102 (manufactured by Midori Kagaku Co., Ltd.), BBI-103 (manufactured by Midori Kagaku Co., Ltd.), BBI-105 (manufactured by Midori Kagaku Co., Ltd.), TPS-101 (Midori Kagaku (share)) (manufacturing), TPS-102 (manufactured by Midori Kagaku Co., Ltd.), TPS-103 (manufactured by Midori Kagaku Co., Ltd.), TPS-105 (manufactured by Midori Kagaku Co., Ltd.), MDS-103 (manufactured by Midori Kagaku Co., Ltd.) MDS-105 (manufactured by Midori Kagaku Co., Ltd.), DTS-102 (manufactured by Midori Kagaku Co., Ltd.), DTS-103 (manufactured by Midori Kagaku Co., Ltd.), PI-2074 (manufactured by Rhodia Co., Ltd.), and the like.

These photocationic polymerization initiators may be used alone or in combination of two or more. Among these, in particular, the aromatic onium salt has ultraviolet absorption characteristics in a wavelength region of 300 nm or more, and thus can provide a cured product which is excellent in hardenability and has good mechanical strength or good adhesion to a polarizing film and a phase difference plate. Therefore, it can be used well.

The amount of the photocationic polymerization initiator is usually 0.5 to 20 parts by weight, preferably 1 to 1 part by weight based on 100 parts by total of the total amount of the cationically polymerizable compound containing the epoxy compound and the oxetane compound. 6 parts by weight. When the amount of the photocationic polymerization initiator is less than 0.5 part by weight based on 100 parts by weight of the total amount of the cationically polymerizable compound, hardening becomes insufficient, mechanical strength or antiglare layer and polarizing film and/or phase The tendency for the adhesion of the poor board to decrease. In addition, when the amount of the photocationic polymerization initiator is more than 20 parts by weight based on 100 parts by weight of the total amount of the cationically polymerizable compound, the hygroscopic property of the cured product may be changed due to an increase in the ionic substance in the cured product. High and durability can be reduced.

The active energy ray-curable resin composition used in the present invention may contain an active energy ray (for example, ultraviolet rays, visible light, electron beams, or the like in addition to the cationically polymerizable compound such as the epoxy compound described above, in the presence of a polymerization initiator. A radically polymerizable compound polymerized by X-ray or the like. As the radically polymerizable compound, a (meth)acrylic compound having one or more (meth)acryloxyl groups in the molecule is preferably used. Again, the so-called The "(meth)acrylic compound" means an acrylate derivative and a methacrylate derivative. In the present specification, a propylene fluorenyl group or a methacryl fluorenyl group is simply referred to as "(meth) acryl fluorenyl group, and an acrylate or methacrylate is simply referred to as "(meth) acrylate", acrylic acid or Methacrylic acid is abbreviated as "(meth)acrylic acid".

Examples of the (meth)acrylic compound having one or more (meth)acryloxyloxy groups in the molecule include (meth)acrylic acid ester monomers having one or more (meth)acryloxyloxy groups in the molecule ( Hereinafter, it is referred to as "(meth) acrylate monomer"), and (meth) acrylate oligomer having two or more (meth) acryloxy groups in the molecule (hereinafter referred to as "(meth) acrylate) Oligomers" and the like.

Examples of the (meth) acrylate monomer include a monofunctional (meth) acrylate monomer having one (meth) propylene fluorenyloxy group in the molecule and two (meth) acryloxy groups in the molecule. A bifunctional (meth) acrylate monomer and a polyfunctional (meth) acrylate monomer having at least three (meth) acryloxy groups in the molecule. Further, one type or two or more types may be used for the (meth) acrylate monomer.

Specific examples of the monofunctional (meth) acrylate monomer include, in addition to tetrahydrofurfuryl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate, (methyl) 2-hydroxybutyl acrylate, 2-hydroxy-3-phenoxypropyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, 2-(meth)acrylate Ethylhexyl ester, cyclohexyl (meth)acrylate, dicyclopentenyl (meth)acrylate, benzyl (meth)acrylate, (meth)acrylic acid Ester, phenoxyethyl (meth)acrylate, dicyclopentenyloxyethyl (meth)acrylate, dimethylaminoethyl (meth)acrylate, ethyl carbitol (meth)acrylic acid Ester, trimethylolpropane mono(meth)acrylate, pentaerythritol mono(meth)acrylate, phenoxypolyethylene glycol (meth)acrylate, as a carboxyl group-containing (meth)acrylate single Examples of the compound include 2-(methyl)propenyloxyethyl phthalate, 2-(meth)acryloxyethyl hexahydrophthalate, and carboxyethyl (meth)acrylate. 2-(Methyl)propenyloxyethyl succinate, N-(methyl)propenyloxy-N',N'-dicarboxy-p-phenylenediamine, 4-(methyl)-trimellitic acid Propylene methoxyethyl ester and the like. Further, the (meth)acryloylamino group-containing monomer such as 4-(methyl)propenylamino-1-carboxymethylpiperidine may also be a monofunctional (meth)acrylic compound. .

Representative examples of the bifunctional (meth) acrylate monomer are: alkanediol di(meth)acrylates, polyoxyalkylene glycol di(meth)acrylates, halogenated alkanediol di(methyl) groups. Acrylates, di(meth)acrylates of aliphatic polyols, di(meth)acrylates of hydrogenated dicyclopentadiene or tricyclodecanedialkyl alcohol, dioxane glycol Or dioxane dialkanol) bis (meth) acrylates, bisphenol A or bisphenol F alkylene oxide adducts of di(meth) acrylates, bisphenol A or bisphenol F epoxy bis ( Methyl) acrylates and the like are not limited thereto, and various types can be used. Specific examples of the bifunctional (meth) acrylate monomer include ethylene glycol di(meth) acrylate, 1,3-butylene glycol di(meth) acrylate, and 1,4-butanediol II. (Meth) acrylate, 1,6-hexanediol di(meth) acrylate, 1,9-nonanediol di(meth) acrylate, neopentyl glycol di(meth) acrylate, three Hydroxymethylpropane di(meth)acrylate, pentaerythritol di(meth)acrylate, bis(trimethylol)propane di(meth)acrylate, diethylene glycol di(meth)acrylate, three Ethylene glycol di(meth)acrylate, dipropylene glycol di(meth)acrylate, tripropylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, polypropylene glycol di(methyl) Examples of the acrylate or polybutylene glycol di(meth)acrylate include poly(oxy)di(meth)acrylate and bis(meth)acrylate of neopentyl glycol hydroxypivalate, 2, 2-bis[4-(methyl)acryloxyethoxyethoxyethoxyphenyl]propane, 2,2-bis[4-(methyl)acryloxyethoxyethoxyethoxycyclohexyl] Propane, hydrogenated dicyclopentadienyl di(meth) acrylate, tricyclodecane II Methanol di(meth)acrylate, 1,3-dioxane-2,5-diyldi(meth)acrylate [alias: dioxanediol di(meth)acrylate], hydroxy trimethyl Acetal compound of acetaldehyde and trimethylolpropane [Chemical name: 2-(2-hydroxy-1,1-dimethylethyl)-5-ethyl-5-hydroxymethyl-1,3- Di(meth)acrylate of dioxane], di(meth)acrylate of 1,3,5-tris(2-hydroxyethyl)isocyanurate, and the like.

As a polyfunctional (meth) acrylate monomer, representative examples are: tris(meth)acrylate, trimethylolpropane tri(meth)acrylate, bis(trimethylol)propane tris(methyl) Acrylate, bis(trimethylol)propane tetra(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol A poly(meth) acrylate of a trivalent or higher aliphatic polyol such as penta (meth) acrylate or dipentaerythritol hexa (meth) acrylate, and a polyvalent polyhydric alcohol having a trivalent or higher valence ( Tris(meth)acrylate of alkylene acrylate, alkylene oxide adduct of glycerol, tris(meth)acrylate of alkylene oxide adduct of trimethylolpropane, 1,1,1- Tris((meth)acryloxyethoxyethoxyethoxy)propane, tris(meth)acrylate of 1,3,5-tris(2-hydroxyethyl)isocyanurate, polyoxyl Hexa(meth)acrylate and the like.

Examples of the (meth) acrylate oligomer include a bifunctional or higher polyfunctional (meth) acrylate urethane oligomer (hereinafter referred to as "polyfunctional (meth) acrylate urethane). "Oligomer"), a bifunctional or higher polyfunctional (meth)acrylic polyester oligo (hereinafter referred to as "polyfunctional (meth)acrylic polyester oligo)"), a bifunctional or higher polyfunctional epoxy (Meth) acrylate oligomer (hereinafter referred to as "polyfunctional epoxy (meth) acrylate oligomer)). One type or two or more types may be used for the (meth) acrylate oligomer.

Examples of the polyfunctional (meth)acrylic acid urethane oligomer include a (meth) acrylate monomer having at least one (meth) acryl oxime group and a hydroxyl group in one molecule, and a polyisocyanate. An isocyanate compound obtained by reacting a urethanization reaction product, a polyol, and a polyisocyanate with a (meth) acrylate single having at least one (meth) acryloxy group and a hydroxyl group in one molecule, respectively A urethane reaction product or the like.

As the (meth) acrylate monomer having at least one (meth) acryloxy group and a hydroxyl group in one molecule used for the urethanation reaction, 2-hydroxyethyl (meth) acrylate may be mentioned. Ester, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 2-hydroxy-3-phenoxypropyl (meth)acrylate, glycerol di(meth)acrylate, Trimethylolpropane di(meth)acrylate, pentaerythritol tri(meth)acrylate, dipentaerythritol penta(methyl) Acrylate and the like.

Examples of the polyisocyanate used in the urethanation reaction include hexamethylene diisocyanate, diisocyanate diisocyanate, isophorone diisocyanate, dicyclohexylmethane diisocyanate, toluene diisocyanate, and Toluene diisocyanate, a diisocyanate obtained by hydrogenating an aromatic isocyanate in the diisocyanate (for example, diisocyanate such as hydrogenated toluene diisocyanate or hydrogenated xylene diisocyanate), triphenylmethane triisocyanate, or dimethylene three A diisocyanate such as phenyl triisocyanate or a triisocyanate, or a polyisocyanate obtained by multimerizing a diisocyanate.

As the polyol used in the urethanation reaction, a polyester polyol, a polyether polyol, or the like can be usually used in addition to the aromatic, aliphatic, and alicyclic polyols. In general, examples of the aliphatic and alicyclic polyols include 1,4-butanediol, 1,6-hexanediol, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, and neopentyl Glycol, trimethylolethane, trimethylolpropane, bis(trimethylol)propane, pentaerythritol, dipentaerythritol, dimethylol heptane, dimethylolpropionic acid, dimethylolbutanoic acid , glycerin, hydrogenated bisphenol A, and the like.

The polyester polyol is obtained by a dehydration condensation reaction of a polyhydric alcohol with a polybasic carboxylic acid or an anhydride thereof. Specific examples of the polybasic carboxylic acid and the anhydride thereof include succinic acid (anhydride), adipic acid, maleic acid (anhydride), itaconic acid (anhydride), and trimellitic acid (anhydride). , pyromellitic acid (anhydride), hexahydrophthalic acid (anhydride), phthalic acid (anhydride), isophthalic acid, p-tetracarboxylic acid, and the like. Further, the polyether polyol includes, in addition to the polyalkylene glycol, a polyoxyalkylene-modified polyhydric alcohol obtained by the reaction of the above polyol or a phenol with an alkylene oxide.

The polyfunctional (meth)acrylic polyester oligo is obtained by a dehydration condensation reaction of (meth)acrylic acid, a polybasic carboxylic acid or its anhydride, and a polyhydric alcohol. Examples of the polybasic carboxylic acid and its anhydride used in the dehydration condensation reaction include succinic acid (anhydride), adipic acid, maleic acid (anhydride), itaconic acid (anhydride), and trimellitic acid. (Anhydride), pyromellitic acid (anhydride), hexahydrophthalic acid (anhydride), phthalic acid (anhydride), isophthalic acid, p-tetracarboxylic acid, and the like. Again, as The polyhydric alcohol used in the dehydration condensation reaction may, for example, be 1,4-butanediol, 1,6-hexanediol, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, neopentyl glycol, or the like. Hydroxymethylethane, trimethylolpropane, bis(trimethylol)propane, pentaerythritol, dipentaerythritol, dimethylol heptane, dimethylolpropionic acid, dimethylolbutanoic acid, glycerol, hydrogenation Bisphenol A and the like.

The polyfunctional epoxy (meth) acrylate oligomer is obtained by an addition reaction of polyglycidyl ether with (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, bisphenol A diglycidyl ether, and the like. .

In the present invention, among the (meth)acrylic compounds, in particular, in terms of excellent adhesion and elastic modulus, it is preferred to use (methyl) represented by the following formulas (XI) to (XIV). At least one of an acrylic compound.

In the above formulae (XI) and (XII), Q ₁ and Q ₂ independently of each other represent a (meth)acryloxy group or a (meth)acryloxyalkyl group. When Q ₁ or Q ₂ is a (meth) acryloxyalkyl group, the alkyl group may be a straight chain or a branched chain, and a carbon number of 1 to 10 may be selected, and usually a carbon number of about 1 to 6 is sufficient. . Further, in the 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 may be an alkyl group. The alkyl group in this case is usually usually about 1 to 6 carbon atoms. Further, in the formula (XIII), T ₁ , T ₂ and T ₃ each independently represent a (meth)acryloxy group, and in the formula (XIV), T represents a hydroxyl group or a (meth)acryloxy group.

The compound represented by the formula (XI) is a di(meth) acrylate derivative of hydrogenated dicyclopentadiene or tricyclodecane dialkyl alcohol, and specific examples thereof are those exemplified above, and hydrogenated dicyclopentadiene is exemplified. Di-(meth) acrylate [in the formula (XI), Q ₁ = Q ₂ = (meth) propylene oxime compound], tricyclodecane dimethanol di (meth) acrylate [Formula (XI) In the formula, Q ₁ = Q ₂ = a compound of (meth) propylene methoxymethyl group].

The compound represented by the formula (XII) is a di(meth) acrylate derivative of dioxane glycol or dioxane dialkanol, and specific examples thereof are exemplified by 1,3-dioxane. -2,5-diyldi(meth)acrylate [alias: dioxanediol di(meth)acrylate, in formula (XII), Q ₁ =Q ₂ =(methyl)propenyloxy , compound of Q=H], acetal compound of hydroxytrimethylacetaldehyde and trimethylolpropane [Chemical name: 2-(2-hydroxy-1,1-dimethylethyl)-5-ethyl -5-hydroxymethyl-1,3-dioxane] bis(meth) acrylate [In the formula (XII), Q ₁ = (meth) propylene methoxymethyl group, Q ₂ = 2 ( Methyl)propenyloxy-1,1-dimethylethyl, Q=ethyl compound] and the like.

The compound of the formula (XIII) is a previously exemplified one, which is 1,3,5-tris(2-hydroxyethyl) Triacrylate or trimethacrylate of cyanurate. Further, the compound represented by the formula (XIV) is a tri- or tetra-(meth) acrylate of pentaerythritol, and specific examples thereof include pentaerythritol tri(meth) acrylate and pentaerythritol tetra (a). Base) acrylate.

In the active energy ray-curable resin composition used in the present invention, the (meth)acrylic compound is preferably contained in an amount of 70% by weight or less based on the total amount of the active energy ray-curable compound, and more preferably It is preferably contained in an amount of 35 to 70% by weight, particularly preferably in a ratio of 40 to 60% by weight. When the content of the (meth)acrylic compound exceeds 70% by weight, the adhesion to the polarizing film tends to decrease.

In the case where the active energy ray-curable resin composition contains the (meth)acrylic compound as described above, it is preferred to formulate a photoradical polymerization initiator. The photoradical polymerization initiator is not particularly limited as long as the radical polymerizable compound is cured by irradiation with an active energy ray, and it is known that it has been known. Specific examples of the photoradical polymerization initiator include acetophenone, 3-methylacetophenone, benzyldimethylketal, and 1-(4-isopropylthioxanthone phenyl). )-2-hydroxy-2-methylpropan-1-one, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinylpropan-1-one, 2-hydroxy- 2-methyl-1-phenylpropan-1-one is a representative acetophenone-based initiator; benzophenone, 4-chlorobenzophenone, 4,4'-diaminobiphenyl Ketone is a benzophenone-based initiator; a benzoin ether-based initiator represented by benzoin and benzoin ether; and a thioxanthone-based initiator represented by 4-isopropylthioxanthone In addition, xanthone, anthrone, camphorquinone, benzaldehyde, anthraquinone, and the like are present.

The amount of the photoradical polymerization initiator is usually 0.5 to 20 parts by weight, preferably 1 to 6 parts by weight, per 100 parts by weight of the radically polymerizable compound such as a (meth)acrylic compound. When the amount of the photoradical polymerization initiator is less than 0.5 part by weight based on 100 parts by weight of the radical polymerizable compound, the hardening becomes insufficient, and the mechanical strength of the antiglare layer or the protective layer or the density of the polarizing film is dense. The tendency to decline in sex. Also, if photoradical polymerization initiator When the amount is more than 20 parts by weight based on 100 parts by weight of the radically polymerizable compound, the amount of the active energy ray-curable compound in the curable resin composition is relatively small, and the durability of the antiglare layer or the protective layer is lowered. possibility.

The active energy ray-curable resin composition may further contain a photosensitizer as needed. The reactivity of cationic polymerization and/or radical polymerization can be improved by using a photosensitizer, and the mechanical strength of the protective layer or the adhesion between the antiglare layer and the polarizing film can be improved. Examples of the photosensitizer include a carbonyl compound, an organic sulfur compound, a persulfide compound, a redox compound, an azo and a diazo compound, a halogen compound, and a photoreducible dye. Specific examples of the photosensitizer include benzoin methyl ether, benzoin isopropyl ether, and benzoin derivatives such as α,α-dimethoxy-α-phenylacetophenone; benzophenone, 2 , 4-dichlorobenzophenone, methyl ortho-benzoylbenzoate, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino) a benzophenone derivative such as benzophenone; a thioxanthone derivative such as 2-chlorothiazinone or 2-isopropylthioxanthone; 2-chloroindole, 2- Anthracene derivatives such as methylhydrazine; acridone derivatives such as N-methylacridone and N-butylacridone; others may be listed as α,α-diethoxybenzene Ketones, benzoin, anthrone, xanthone, uranium-quinone compounds, halogen compounds, and the like. These may be used alone or in combination of two or more. The photosensitizer is preferably contained in an amount of from 0.1 to 20 parts by weight based on 100 parts by weight of the entire active energy ray-curable compound.

A well-known polymer additive which is generally used in a polymer may be added to the active energy ray-curable resin composition. For example, a primary antioxidant such as a phenol type or an amine type, a sulfur secondary antioxidant, a hindered amine light stabilizer (HALS), a benzophenone type, a benzotriazole type, An ultraviolet absorber such as a benzoate or the like.

When the active energy ray-curable resin composition is applied onto a polarizing film or a substrate, when the coating property on the polarizing film or the substrate is insufficient, or the surface of the cured product of the active energy ray-curable resin composition In the case of poor sex, in order to improve the situation, it can be active A leveling agent is added to the energy ray-curable resin composition. As the leveling agent, various compounds such as polyfluorene-based, fluorine-based, polyether-based, acrylic 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 0.7 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. Preferably, it is 0.2 to 0.5 parts by weight. When the amount of the leveling agent added is less than 0.01 part by weight based on 100 parts by weight of the active energy ray-curable compound, the improvement in coatability or surface properties may be insufficient. When the amount of the leveling agent added is more than 1 part by weight based on 100 parts by weight of the active energy ray-curable compound, the adhesion between the polarizing film and the antiglare layer and the protective layer may be lowered.

Further, cerium oxide microparticles may be added to the active energy ray-curable resin composition. The hardness and mechanical strength of the obtained antiglare layer can be further improved by adding cerium oxide microparticles. The cerium oxide fine particles can be formulated in the active energy ray-curable resin composition, for example, in the form of a liquid substance dispersed in an organic solvent.

The cerium oxide microparticles may have a reactive functional group such as a hydroxyl group, an epoxy group, a (meth) acrylonitrile group, or a vinyl group on the surface thereof. Further, the particle diameter of the cerium oxide microparticles is usually 100 nm or less, preferably 5 to 50 nm. If the particle diameter of the fine particles exceeds 100 nm, there is a tendency that an optically transparent antiglare layer cannot be obtained.

When the cerium oxide fine particles dispersed in the organic solvent are used, the concentration of the cerium oxide is not particularly limited, and for example, it can be used as a commercially available product, for example, 20 to 40% by weight.

The cerium oxide fine particles are preferably added in an amount of 5 to 250 parts by weight, more preferably 10 to 100 parts by weight, per 100 parts by weight of the active energy ray-curable compound contained in the active energy ray-curable resin composition. . When the amount of the fine particles added is less than 5 parts by weight based on 100 parts by weight of the active energy ray-curable compound, the hardness of the antiglare layer may be insufficiently increased by the addition of fine particles. On the other hand, if the amount of microparticles added is relative to the live When the amount of the linear curable compound is 100 parts by weight or more and more than 250 parts by weight, the adhesion between the polarizing film and the antiglare layer may be lowered. In addition, when the amount of the fine particles added is more than 250 parts by weight, the dispersion stability of the fine particles in the active energy ray-curable resin composition may be lowered or the viscosity of the resin composition may be excessively increased.

Further, the active energy ray-curable resin composition may 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, the active energy ray-curable resin composition for forming the antiglare layer 3 may contain an antistatic agent. The obtained polarizing plate imparts antistatic properties. Further, 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, it can be hardened by the active energy ray for forming the antiglare layer 3. The resin composition and/or the active energy ray-curable resin composition for forming the protective layer 12 contains an antistatic agent, and similarly, the obtained polarizing plate is provided with antistatic properties. In the latter form, since the active energy ray-curable resin composition which is the same as the antiglare layer 3 and the protective layer 12 is used, it is advantageous in operation, and it is advantageous to advance the antiglare layer 3 and the protective layer 12 in advance. An antistatic agent is formulated in the active energy ray-curable resin composition to be used, and both of the antiglare layer 3 and the protective layer 12 contain an antistatic agent. In this way, the antistatic agent is dispersed in the antiglare layer 3 and/or the protective layer 12 containing the cured product of the active energy ray-curable resin composition by including the antistatic agent in the active energy ray-curable resin composition. Medium to prevent charging of the polarizing plate. Thereby, for example, when the adhesive surface protective film provided on the antiglare layer 3 is peeled off, or the release film attached to the surface of the adhesive layer provided directly on the protective layer 12 via the phase difference plate [ When (B) and (C) of FIG. 4 are peeled off, the polarizing plate is bonded to the liquid crystal cell via the adhesive layer, and when the polarizing plate is peeled off in a state of any problem, static electricity can be prevented. When charged, the destruction of the liquid crystal driving portion of the liquid crystal display device caused by static electricity can be effectively suppressed.

The antistatic agent itself has electrical conductivity and can be dispersed in the active energy ray-curable resin composition, and is a person who imparts appropriate conductivity to the antiglare layer or the protective layer as a cured product thereof. can. Examples of the antistatic agent include an ionic compound, conductive fine particles, and a conductive polymer. In these, an appropriate antistatic agent may be used alone or in combination of two or more. Further, of course, an antistatic agent classified as an ionic compound may be used in combination of two or more kinds, and two or more kinds of antistatic agents classified into conductive fine particles may be used in combination, and antistatic may be classified as a conductive polymer. Two or more types of agents are used in combination.

The ionic compound which can be an antistatic agent can be classified into an ionic compound having an organic cation, an ionic compound having an inorganic cation, an ionic compound having an organic anion, and an ionic compound having an inorganic anion. If an example of the ionic compound having an organic cation is disclosed for each structure of the organic cation, there are the following.

Pyridinium salt: 1-butylpyridinium tetrafluoroborate, 1-butylpyridinium hexafluorophosphate, 1-butyl-3-methylpyridinium tetrafluoroborate, 1-butyl trifluoromethanesulfonate 3-methylpyridinium salt, bis(trifluoromethanesulfonyl) quinone imine 1-butyl-3-methylpyridinium salt, bis(pentafluoroethanesulfonyl) quinone imine 1-butyl 3-methylpyridinium salt, 1-butyl-4-methylpyridinium hexafluorophosphate, 1-hexylpyridinium tetrafluoroborate, 1-hexylpyridinium hexafluorophosphate, bis(fluorosulfonate) Mercapto) quinone imine 1-hexyl-4-methyl-pyridinium salt, 1-octylpyridinium hexafluorophosphate, N-(trifluoromethanesulfonyl)trifluoroacetamide 1-butylpyridine Anthracene salt, N-(trifluoromethanesulfonyl)trifluoroacetamide 1-butyl-3-methylpyridinium salt, 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, heptafluorobutyric acid 1-ethyl-3-methylimidazolium salt, 1-ethyl-3-methylimidazolium trifluoromethanesulfonate, 1-ethyl-3-methylimidazolium perfluorobutanesulfonate, 1-ethyl-3-methylimidazolium salt of toluenesulfonic acid, 1-ethyl-3-methylimidazolium salt of dicyanamide, bis(trifluoromethanesulfonyl) quinone imine 1-ethyl-3 -methylimidazolium salt, bis(pentafluoroethanesulfonyl) quinone imine 1-ethyl-3-methylimidazolium salt, tris(trifluoromethanesulfonyl)methane 1-ethyl-3- Methylimidazolium salt, N-(trifluoromethanesulfonyl)trifluoroacetamide 1-ethyl-3-methylimidazolium salt, 1-butyl-3-methylimidazolium methanesulfonate, 1-butyl-3-methylimidazolium tetrafluoroborate, 1-butyl-3-methylimidazolium hexafluorophosphate, 1-butyl-3-methylimidazolium trifluoroacetate, heptafluoro 1-butyl-3-methylimidazolium butyrate, 1-butyl-3-methylimidazolium trifluoromethanesulfonate, 1-butyl-3-methylimidazolium perfluorobutanesulfonate , bis(trifluoromethanesulfonyl) quinone imine 1-butyl-3-methylimidazolium salt, bromination 1- 3-methylimidazolium salt, 1-hexyl-3-methylimidazolium chloride salt, 1-hexyl-3-methylimidazolium tetrafluoroborate, 1-hexyl-3-methyl hexafluorophosphate Imidazolium salt, 1-hexyl-3-methylimidazolium trifluoromethanesulfonate, 1-octyl-3-methylimidazolium tetrafluoroborate, 1-octyl-3-methylimidazolium hexafluorophosphate, 1-hexyl-2,3-dimethylimidazolium tetrafluoroborate, bis(trifluoromethanesulfonyl)imide 1,2- Dimethyl-3-propylimidazolium salt and the like.

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

Quaternary ammonium salt: tetrabutylammonium hexafluorophosphate, tetrabutylammonium p-toluenesulfonate, bis(trifluoromethanesulfonyl) quinone imine tetrahexylammonium salt, tetrafluoroboric acid N,N-diethyl --N-methyl-N-(2-methoxyethyl)ammonium salt, bis(trifluoromethanesulfonyl) quinone imine N,N-diethyl-N-methyl-N-(2 -Methoxyethyl)ammonium salt, diallyldimethylammonium tetrafluoroborate, diallyldimethylammonium triflate, bis(trifluoromethanesulfonyl) fluorene Diallyldimethylammonium salt, bis(pentafluoroethanesulfonyl)stilbene diallyl diallyldimethylammonium salt, N-(trifluoromethanesulfonyl)trifluoroacetamido diallyl Dimethylammonium salt, glycidyl trimethylammonium triflate, bis(trifluoromethanesulfonyl) fluorene imine glycidyl trimethylammonium salt, bis(pentafluoroethanesulfonyl)醯imino glycidyl trimethylammonium salt, N-(trifluoromethanesulfonyl)trifluoroacetamide glycidyl trimethylammonium salt, bis(trifluoromethanesulfonyl) quinone imine N , N-dimethyl-N-ethyl-N-propyl ammonium salt, bis(trifluoromethanesulfonyl) quinone imine N,N-dimethyl-N-ethyl-N-butylammonium salt , bis(trifluoromethanesulfonyl) quinone imine N,N-dimethyl-N-B -N-amyl ammonium salt, bis(trifluoromethanesulfonyl) quinone imine N,N-dimethyl-N-ethyl-N-hexylammonium salt, bis(trifluoromethanesulfonyl)pyrene Amine N,N-dimethyl-N-ethyl-N-heptyl ammonium salt, Bis(trifluoromethanesulfonyl) quinone imine N,N-dimethyl-N-ethyl-N-decyl ammonium salt, bis(trifluoromethanesulfonyl) quinone imine N,N-dimethyl --N,N-dipropylammonium salt, bis(trifluoromethanesulfonyl) quinone imine N,N-dimethyl-N-propyl-N-butylammonium salt, bis(trifluoromethanesulfonate N,N-dimethyl-N-propyl-N-pentyl ammonium salt, bis(trifluoromethanesulfonyl) quinone imine N,N-dimethyl-N-propyl -N-hexyl ammonium salt, bis(trifluoromethanesulfonyl) quinone imine N,N-dimethyl-N-propyl-N-heptyl ammonium salt, bis(trifluoromethanesulfonyl) fluorene Amine N,N-dimethyl-N-butyl-N-hexylammonium salt, bis(trifluoromethanesulfonyl) quinone imine N,N-dimethyl-N-butyl-N-heptyl ammonium Salt, bis(trifluoromethanesulfonyl) quinone imine N,N-dimethyl-N-pentyl-N-hexylammonium salt, bis(trifluoromethanesulfonyl) quinone imine N,N-di Methyl-N,N-dihexylammonium salt, bis(trifluoromethanesulfonyl) quinone imine trimethylheptyl ammonium salt, bis(trifluoromethanesulfonyl) quinone imine N,N-diethyl --N-methyl-N-propylammonium salt, bis(trifluoromethanesulfonyl) quinone imine N,N-diethyl-N-methyl-N-pentyl ammonium salt, bis(trifluoro Methanesulfonyl) quinone imine N,N-diethyl-N-methyl-N-heptyl ammonium salt, bis(trifluoromethanesulfonate N,N-diethyl-N-propyl-N-pentyl ammonium salt, bis(trifluoromethanesulfonyl) sulfinium triethyl propyl ammonium salt, bis(trifluoro) Methanesulfonyl) sulfoximine triethylammonium ammonium salt, bis(trifluoromethanesulfonyl) quinone imine triethylheptyl ammonium salt, bis(trifluoromethanesulfonyl) quinone imine N, N-dipropyl-N-methyl-N-ethylammonium salt, bis(trifluoromethanesulfonyl) quinone imine N,N-dipropyl-N-methyl-N-pentyl ammonium salt, Bis(trifluoromethanesulfonyl) quinone imine N,N-dipropyl-N-butyl-N-hexylammonium salt, bis(trifluoromethanesulfonyl) quinone imine N,N-dipropyl -N,N-dihexyl ammonium salt, bis(trifluoromethanesulfonyl) quinone imine N,N-dibutyl-N-methyl-N-pentyl ammonium salt, bis(trifluoromethanesulfonyl) N,N-dibutyl-N-methyl-N-hexylammonium salt, bis(trifluoromethanesulfonyl) quinone imine trioctylmethylammonium salt, trioctyl hexafluorophosphate Base ammonium salt, Bis(trifluoromethanesulfonyl) quinone imine N-methyl-N-ethyl-N-propyl-N-pentyl ammonium salt, bis(trifluoromethanesulfonyl) quinone imine (2-hydroxyl Ethyl)trimethylammonium salt, dimethylphosphinic acid (2-hydroxyethyl)trimethylammonium salt, and the like.

Examples of the ionic compound having an inorganic cation are as follows.

Lithium bromide, lithium iodide, lithium tetrafluoroborate, lithium hexafluorophosphate, lithium thiocyanate, lithium perchlorate, lithium trifluoromethanesulfonate, lithium bis(trifluoromethanesulfonyl) phthalimide, bis(pentafluoroethanesulfonate) Lithium sulfonate lithium, bis(trifluoromethanesulfonyl)methide lithium, bis(fluorosulfonyl) quinone potassium, and the like.

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

The cation component constituting the ionic compound is particularly preferably a pyridinium ring. On the other hand, the anion component constituting the ionic compound contains a fluorine atom, and it is preferable to provide an ionic compound excellent in antistatic property, and particularly preferably a bis(fluorosulfonyl) quinone imine anion [(FSO ₂ ). ₂ N ^- ].

The conductive fine particles which can be an antistatic agent are usually inorganic particles having conductivity, and examples thereof include tin oxide doped with antimony, tin oxide doped with phosphorus, antimony oxide, zinc antimonate, titanium oxide, and oxidation. Zinc, ITO (Indium Tin Oxide) Wait.

A conductive polymer which can be an antistatic agent is, for example, polyaniline, polypyrrole, polyacetylene or polythiophene.

Among the antistatic agents described above, it is preferred to use an ionic compound in terms of excellent compatibility with the active energy ray-curable resin composition.

The antiglare layer and the protective layer provided on the polarizing plate of the present invention preferably have optical transparency. Therefore, it is preferred that the antistatic agent used does not cause light scattering or the like, and does not inhibit the antiglare layer and the protective layer. Optical transparency.

The antistatic agent is preferably formulated in an amount of 0.5 to 20 parts by weight, more preferably 2 parts by weight, based on 100 parts by weight of the active energy ray-curable resin composition containing the active energy ray-curable compound and the photopolymerization initiator. ~15 parts by weight, more preferably 4 to 10 parts by weight. When the amount of the antistatic agent is less than 0.5 part by weight based on 100 parts by weight of the active energy ray-curable resin composition, it becomes difficult to obtain sufficient antistatic properties. On the other hand, when the amount of the antistatic agent is more than 20 parts by weight based on 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 lowered. Further, the optimum amount of the antistatic agent varies depending on the type of the antistatic agent to be used, the type of the active energy ray-curable compound, and the like, and therefore it is preferred to obtain the antiglare layer and/or The surface resistivity of the protective layer is 1×10 ¹² Ω/□ or less, and further 1×10 ¹¹ Ω/□ or less, and the blending amount is adjusted within the above range.

Further, the active energy ray-curable resin composition may optionally contain a solvent. The solvent can be appropriately selected depending on the solubility of the components constituting the active energy ray-curable resin composition. Examples of the solvent to be used generally include aliphatic hydrocarbons such as n-hexane or cyclohexane; aromatic hydrocarbons such as toluene or xylene; methanol, ethanol, propanol, isopropanol, and n-butanol. Alcohols such as acetone, methyl ethyl ketone, methyl isobutyl ketone, ketones such as cyclohexanone; esters such as methyl acetate, ethyl acetate and butyl acetate; Cellulose, such as fiber, ethyl cellosolve, butyl cellosolve; halogen such as dichloromethane or chloroform Hydrocarbons, etc. The ratio of the solvent to be blended is appropriately determined depending on the viewpoint of viscosity adjustment based on processing purposes such as film formation properties.

The thickness of the antiglare layer and the protective layer is preferably from 1 to 35 μm, more preferably 20 μm or less, from the viewpoints of thinness, lightness, protection function, and handleability. Further, the thickness of the antiglare layer having irregularities on the surface means the linear distance between the vertex of the unevenness and the bottom surface (the surface on the polarizing film side). The thickness of the polarizing plate in which the antiglare layer or the protective layer is formed can be measured by the contact film thickness measuring device shown in the following examples, and the film thickness of the entire polarizing plate is measured. The film thickness of the polarizing film was determined. Further, the film thickness of the antiglare layer or the protective layer can be obtained by microscopic observation of the cross section. The unevenness on the surface of the anti-glare layer can be suitably formed by a method well known in the art in such a manner that the anti-glare layer can exhibit the following optical characteristics (anti-glare property).

(Optical characteristics of polarizing plate)

The polarizing plate of the present invention in which the antiglare layer is directly formed on one surface of the polarizing film, and in order to prevent whitening, the glare applied to the high-definition image display device is effectively suppressed, and the total haze is preferably 5 to 25 %. The total haze can be measured in accordance with the method shown in JIS K 7136. When the total haze exceeds 25%, when it is applied to an image display device, the result screen becomes dark and the visibility is impaired, which is not preferable. On the other hand, if it is less than 5%, it is difficult to exhibit sufficient antiglare property.

In the polarizing plate of the present invention, three kinds of optical combs having a width of 0.5 mm, 1.0 mm, and 2.0 mm in the dark portion and the bright portion are used, and the sum of reflection sharpness measured at an incident angle of light of 45° is preferably 40% or less. . The reflection sharpness was measured by the method specified in JIS K 7105. In this specification, as an optical comb used for image sharpness measurement, the ratio of the width of the dark portion to the bright portion is 1:1, and the width is 0.125 mm, 0.5 mm, 1.0 mm, and 2.0 mm. In the case where an optical comb having a width of 0.125 mm is used, the film having fine irregularities which is usually formed as an anti-glare layer has a large error in the measured value, so that an optical comb having a width of 0.125 mm is not used. The measured values are added to the sum, and the sum of the resolutions of the three types of optical combs having widths of 0.5 mm, 1.0 mm, and 2.0 mm is selected. It is called reflection resolution. In the case of this definition, the maximum reflection resolution is 300%. If the definition of the reflection resolution exceeds 40%, the image of the light source or the like is clearly reflected, and the anti-glare property is poor, which is not preferable.

(Manufacturing method of polarizing plate)

The method of producing the polarizing plate having the 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 to the surface of the coating film, thereby forming random irregularities. The method or the method of expressing the anti-glare property only by the fine unevenness formed on the surface of the coating film without containing the filler.

When the active energy ray-curable resin composition in which the filler is dispersed is applied to the polarizing film to form an antiglare layer, the filler is not particularly limited as long as it is translucent, and the previously known inorganic can be used. Or organic particles. For example, examples of the inorganic fine particles include calcium carbonate, barium sulfate, titanium oxide, aluminum hydroxide, cerium oxide, glass, talc, mica, white carbon, magnesium oxide, zinc oxide, and the like. The inorganic particles are subjected to surface treatment using a fatty acid or the like. Further, examples of the organic fine particles include melamine beads, polymethyl methacrylate beads, methyl methacrylate/styrene copolymer resin beads, polycarbonate beads, and polyethylene beads. Resin particles such as polyvinyl chloride beads and polyoxyxene resin beads. Further, when the particle diameter of the filler is, for example, in the case of using inorganic fine particles such as cerium oxide, the weight average particle diameter is preferably in the range of 1 to 5 μm, for example, in the case of using resin particles, the weight average particle diameter. It is preferably in the range of 2 to 10 μm.

A method of exhibiting an anti-glare property by using a fine unevenness formed on the surface of a coating film, and a fine uneven shape can be used, as disclosed in Japanese Laid-Open Patent Publication No. 2006-53371 (Patent Document 6). The mold is used to transfer the surface shape of the mold to the coating film. The transfer of the surface shape to the coating film is performed by embossing.

The UV embossing method forms an active energy ray-curable resin composition on the surface of the polarizing film. In the coating layer (active energy ray-curable resin composition layer), the active energy ray-curable resin composition layer is pressed against the uneven surface of the mold in which the fine unevenness is formed and hardened, thereby making the uneven surface of the mold Transfer to the active energy ray-curable resin composition layer. Specifically, the active energy ray-curable resin composition is applied onto the polarizing film, and if necessary, the obtained active energy ray-curable resin composition layer is adhered to the uneven surface of the mold. The active energy ray-curable resin composition layer is cured by irradiation with an active energy ray such as visible light, ultraviolet light, X-ray or electron beam, and secondly, polarized light of the cured active energy ray-curable resin composition layer is formed from the mold. The film is peeled off, whereby the shape of the above mold is transferred to the coating layer of the active energy ray-curable resin composition.

Further, as another embodiment of the method of expressing the anti-glare property only by the fine unevenness formed on the surface of the coating film, the shape of the forming film may be used as the forming film having fine irregularities on the surface. A method of transferring to a coating layer (active energy ray-curable resin composition layer) of an active energy ray-curable resin composition. Specifically, the active energy ray-curable resin composition is applied to an uneven surface of an adhesive film having flexibility and at least a fine unevenness on one side thereof, and if necessary, dried, and the coated surface is a bonding surface. It is attached to the polarizing film in a manner. Then, by irradiating the laminated body with an active energy ray, the coating film containing the active energy ray-curable resin composition is cured, and then the above-mentioned shaping film is peeled off, and the unevenness is transferred to the coating film formed on the surface of the polarizing film. On the floor.

Further, the active energy ray-curable resin composition may be directly applied to a polarizing film, dried as necessary, and bonded to the uneven surface of the above-mentioned shaped film so that the coated surface thereof becomes a bonding surface, and In the same manner as described above, the active energy ray-curable resin composition layer is cured and the formed film is peeled off.

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

The coating method of the active energy ray-curable resin composition is not particularly limited, and for example, Various coating methods such as a doctor blade, a wire bar, a die coater, a comma coater, and a gravure coater are used. In addition, a method in which the active energy ray-curable resin composition is dropped between a polarizing film, a mold, or an adhesive film, and then pressurized by a roller or the like to uniformly spread the film is used as a roll in this case. For the material, metal or rubber can be used. In the case where a method of applying the active energy ray-curable resin composition between the polarizing film and the mold or the forming film by applying a pressure between the roll and the roll is carried out, the method is carried out. The two rollers can be of the same material or different materials.

In the present invention, in the case where a protective layer containing a cured product of an active energy ray-curable resin composition is formed on the opposite side of the polarizing film from the antiglare layer, the method can be the same as in the case of providing the above antiglare layer. Methods. Here, it is not necessary to use a mold having a fine uneven shape or a forming film, and a smooth roll or a smooth base film can be used. When the anti-glare layer is formed on one side of the polarizing film and the protective layer is formed on the other side, the order may be to form a protective layer after forming the anti-glare layer, or vice versa. Among them, in consideration of the production steps, it is preferable to form the antiglare layer and the protective layer simultaneously on both surfaces of the polarizing film. In this case, when the active energy ray is irradiated so that the coating film on the opposite side of the illuminating side can be sufficiently cured, it can be irradiated only from one side of the laminated body, or can be irradiated from both sides of the laminated body.

When the curing is performed by irradiation with an active energy ray, the light source to be used is not particularly limited, and for example, a low-pressure mercury lamp, a medium-pressure mercury lamp, a high-pressure mercury lamp, an ultra-high pressure mercury lamp, a chemical lamp having a light-emitting distribution having a wavelength of 400 nm or less can be used. Black light tube, microwave excited mercury lamp, metal halide lamp, etc. The irradiation intensity of the active energy ray-curable resin composition varies depending on the composition, and the irradiation intensity of the wavelength region of the photocationic polymerization initiator and/or the photoradical polymerization initiator can be effectively activated. 10~2500mW/cm ² . When the light irradiation intensity of the active energy ray-curable resin composition is less than 10 mW/cm ² , the reaction time becomes too long, and if it exceeds 2500 mW/cm ² , the heat and the active energy ray hardenability due to self-lighting may occur. When the resin composition is heated during polymerization, yellowing of the active energy ray-curable resin composition or deterioration of the polarizing film occurs. The light irradiation time of the active energy ray-curable resin composition is controlled for each composition, and is also not particularly limited. It is preferred that the cumulative light amount expressed as a product of the irradiation intensity and the irradiation time becomes 10~. Set by 2500mJ/cm ² . When the cumulative light amount of the active energy ray-curable resin composition is less than 10 mJ/cm ² , the active material derived from the polymerization initiator may be insufficiently produced, and the obtained antiglare layer and/or the protective layer may be hardened. Not enough. Further, when the integrated light amount exceeds 2,500 mJ/cm ² , the irradiation time becomes extremely long, which is disadvantageous for productivity improvement. Further, it is preferred that the active energy ray is irradiated in a range in which various properties such as the degree of polarization and transmittance of the polarizing film are not lowered.

(composite polarizer)

In the present invention, when an anti-glare layer is formed on one surface of the polarizing film and a protective layer is formed on the other surface, as shown in FIG. 3, a phase difference plate may be laminated on the outer surface of the protective layer as needed. Composite polarizer. Here, the phase difference plate is used to compensate for the phase difference of the liquid crystal cell and the like. Examples thereof include a birefringent film including a stretched film of various plastics, a film in which a discotic liquid crystal or a nematic liquid crystal is fixed, and a liquid crystal layer formed on the film substrate. In this case, it is preferred to use a cellulose-based film such as triacetyl cellulose as a film substrate supporting the alignment liquid crystal layer.

Specific examples of the plastic forming the birefringent film include polyolefins such as polycarbonate, polyvinyl alcohol, polystyrene, polymethyl methacrylate, and polypropylene. An olefinic resin, a polyarylate, a polyamine or the like. The stretch film can be processed by a suitable method such as uniaxial or biaxial. Further, a birefringent film which is capable of controlling the refractive index in the thickness direction of the film by applying a shrinking force and/or an extending force to the heat-shrinkable film may be used. Further, in order to control optical characteristics such as widening, two or more phase difference plates can be used in combination.

When the protective layer has an adhesive force on the phase difference plate, the bonding of the phase difference plate to the protective layer can be performed by directly bonding the two, or an adhesive or an adhesive can be used. The adhesion of the phase difference plates to each other may also be carried out using an adhesive or an adhesive. Just pick up the book From the standpoint of convenience or prevention of optical strain, it is preferred to use an adhesive (also referred to as a pressure-sensitive adhesive). As the adhesive, an acrylic polymer, a polyoxymethylene polymer, a polyester, a polyurethane, a polyether or the like can be used as the base polymer. Among them, it is preferred to use, for example, an acrylic adhesive, which is excellent in optical transparency, maintains moderate wettability or cohesive force, and is excellent in adhesion, and further has weather resistance, heat resistance, etc., and is heated or humidified. There is no problem of peeling such as bulging or peeling. In the acrylic pressure-sensitive adhesive, a methyl group having a carbon number of 20 or less such as a methyl group, an ethyl group or a butyl group is preferably added at a temperature at which the glass transition temperature is preferably 25° C. or lower, more preferably 0° C. or lower. An alkyl acrylate and an acrylic copolymer having a weight average molecular weight of 100,000 or more and a functional group-containing acrylic monomer such as (meth)acrylic acid or hydroxyethyl (meth)acrylate Base polymer.

Moreover, the phase difference plate can be directly used for the manufacture of the composite polarizing plate of the present invention, and can be applied to the protective layer after the surface of the protective layer is subjected to corona discharge treatment, plasma treatment, etc. Hehe.

(adhesive layer)

Further, an adhesive layer may be provided on the polarizing plate of the present invention. The pressure-sensitive adhesive layer can be used, for example, for bonding to a liquid crystal cell, bonding to the phase difference plate, and bonding to another layer. As the adhesive, an acrylic polymer, a polyoxymethylene polymer, a polyester or a polyurethane, a polyether or the like can be used as the base polymer. Among them, it is preferred to use, for example, an acrylic adhesive, which is excellent in optical transparency, maintains moderate wettability or cohesive force, and is excellent in adhesion, and further has weather resistance, heat resistance, etc., and is heated or humidified. There is no problem of peeling such as bulging or peeling. In the acrylic pressure-sensitive adhesive, a methyl group having a carbon number of 20 or less such as a methyl group, an ethyl group or a butyl group is preferably added at a temperature at which the glass transition temperature is preferably 25° C. or lower, more preferably 0° C. or lower. An alkyl acrylate and an acrylic copolymer having a weight average molecular weight of 100,000 or more and a functional group-containing acrylic monomer such as (meth)acrylic acid or hydroxyethyl (meth)acrylate Base polymer.

The formation of the adhesive layer can be carried out, for example, by dissolving or dispersing the adhesive composition of the base polymer or the like as described above in an organic solvent such as toluene or ethyl acetate to prepare 10 to 40% by weight. The solution was previously formed with an adhesive layer on the protective film, which was transferred to a polarizing plate, thereby forming an adhesive layer. As the adhesive, those using the above acrylic polymer as a base polymer are preferably used. The thickness of the adhesive layer is determined according to the adhesion force or the like, and is usually in the range of 1 to 50 μm.

Fillers, pigments, colorants, antioxidants, ultraviolet absorbers, and the like, which include inorganic powders such as glass fibers, glass beads, resin beads, and metal powder, may be blended in the adhesive layer. Examples of the ultraviolet absorber include a salicylate-based compound, a benzophenone-based compound, a benzotriazole-based compound, a cyanoacrylate-based compound, and a nickel-salted salt-based compound.

(liquid crystal display device)

The polarizing plate or the composite polarizing plate of the present invention can be preferably applied to a liquid crystal display device. In this case, the antiglare layer and the polarizing film which constitute the polarizing plate or the composite polarizing plate of the present invention are laminated such that the polarizing film becomes the liquid crystal cell side.

Hereinafter, the present invention will be specifically described by way of examples, but the present invention is not limited by the examples. In the example, unless otherwise stated, the “parts” and “%” of the usage amount or content are used as the weight basis.

(Manufacturing Example 1: Production of polarizing film)

The polyvinyl alcohol film having an average polymerization degree of about 2400, a degree of saponification of 99.9 mol% or more and a thickness of 75 μm was immersed in pure water at 30 ° C, and then immersed in an iodine/potassium iodide/water weight ratio of 0.02/2 at 30 ° C. Iodine dyeing was carried out in an aqueous solution of /100. Thereafter, it was immersed in an aqueous solution of potassium iodide/boric acid/water in a weight ratio of 12/5/100 at 56.5 ° C to carry out boric acid treatment (crosslinking treatment). After continuing to wash in pure water at 8 ° C, it was dried at 65 ° C to obtain a polarizing film on the polyvinyl alcohol adsorbed to the iodine. The extension was carried out mainly in the steps of iodine dyeing 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 active energy ray-curable resin composition A was prepared by mixing the following components.

‧3,4-epoxycyclohexanecarboxylic acid 3,4-epoxycyclohexylmethyl ester (Celloxide 2021P, manufactured by Daicel Chemical Co., Ltd.): 35 parts

‧Bis[(3-ethyl-3-oxetanyl)methyl]ether (Aron Oxetane OXT-221, manufactured by East Asia Synthetic Co., Ltd.): 15 parts

‧ Diacrylate of acetal trimethylacetaldehyde and trimethylolpropane acetal compound (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(diphenylfluorenyl)diphenyl sulfide hexafluorophosphate-based photocationic polymerization initiator (SP-150, manufactured by ADEKA Co., Ltd.): 2.5 parts.

Further, the above A-DOG (diacrylate of acetal trimethylacetaldehyde and trimethylolpropane acetal compound) is a compound having a structure of the following formula.

(Production Example 3: Preparation of Active Energy Ray Curable Resin Composition B)

The active energy ray-curable resin composition B was prepared by mixing the following components.

‧3,4-epoxycyclohexanecarboxylic acid 3,4-epoxycyclohexylmethyl ester (Celloxide 2021P, manufactured by Daicel Chemical Co., Ltd.): 35 parts

‧Bis[(3-ethyl-3-oxetanyl)methyl]ether (Aron Oxetane OXT-221, manufactured by East Asia Synthetic Co., Ltd.): 15 parts

‧1,3,5-tris(2-hydroxyethyl)isocyanurate triacrylate (A-9300, Xinzhong Village Chemical Industry Co., Ltd.): 50 copies

‧2-Hydroxy-2-methyl-1-phenylpropan-1-one (DAROCUR 1173, manufactured by Ciba, photoradical polymerization initiator): 2.5 parts

‧ Photocationic polymerization initiator of 4,4'-bis(diphenylfluorenyl) diphenyl sulfide hexafluorophosphate (SP-150, manufactured by ADEKA Co., Ltd.): 2.5 parts.

(Production Example 4: Preparation of Active Energy Ray Curable Resin Composition C)

The active energy ray-curable resin composition C was prepared by mixing the following components.

‧3,4-epoxycyclohexanecarboxylic acid 3,4-epoxycyclohexylmethyl ester (Celloxide 2021P, manufactured by Daicel Chemical Co., Ltd.): 35 parts

‧Bis[(3-ethyl-3-oxetanyl)methyl]ether (Aron Oxetane OXT-221, manufactured by East Asia Synthetic Co., Ltd.): 15 parts

‧ Pentaerythritol tetraacrylate (A-TMMT, manufactured by Shin-Nakamura Chemical Industry Co., Ltd.): 50 parts

‧2-Hydroxy-2-methyl-1-phenylpropan-1-one (DAROCUR 1173, manufactured by Ciba, photoradical polymerization initiator): 2.5 parts

‧ Photocationic polymerization initiator of 4,4'-bis(diphenylfluorenyl) diphenyl sulfide hexafluorophosphate (SP-150, manufactured by ADEKA Co., Ltd.): 2.5 parts.

In the following examples, an anti-glare film "AG6" which is used as an anti-glare film for a polarizing plate "Sumikalan" sold by Sumitomo Chemical Co., Ltd. and which is dispersed in a UV-curable resin is used as the shaping film. .

<Example 1>

The active energy ray-curable resin composition A prepared in Production Example 2 was applied to the above-mentioned thickness of 8.5 μm after hardening using a coating machine (manufactured by a first physicochemical (manufactured), bar coater). One side of the concave and convex surface of the shaped film and a smooth polyethylene terephthalate (PET) film (ester film E5100, manufactured by Toyobo Co., Ltd.). At this time, since the film thickness at the time of applying the active energy ray-curable resin composition changes depending on the viscosity, the film thickness is adjusted by changing the line width number of the bar coater. Then, the coating film and the PET film having the coating film of the active energy ray-curable resin composition A described above are used to sandwich the polarizing film on the respective coating film sides by using an attachment device (LPA3301, manufactured by Fujipla Co., Ltd.). Both surfaces of the polarizing film produced in Production Example 1 were bonded. The bonded product was irradiated with ultraviolet light at a cumulative light amount of 1500 mJ/cm ² by a D valve 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 formed film and the PET film were peeled off, and 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>

The same procedure as in Example 1 was carried out 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 the thickness after curing was 6.5 μm. The method is to make a polarizing plate.

<Example 3>

The same procedure as in Example 1 was carried out except that the active energy ray-curable resin composition C prepared in Production Example 4 was used instead of the active energy ray-curable resin composition A, and the thickness after curing was 6.5 μm. The method is to make a polarizing plate.

<Comparative Example 1>

The active energy ray-curable resin composition A prepared in Production Example 2 was applied to the same PET as the user of Example 1 by using the same coating machine as in Example 1 so that the thickness after hardening became 7.5 μm. One side of the membrane. The film thickness adjustment at this time was carried out in the same manner as in Example 1. Then, the PET film having the coating film of the active energy ray-curable resin composition A is bonded to the coating film of the polarizing film so that the coating film side is bonded to the polarizing film, using the same bonding apparatus as in the first embodiment. Both sides of the polarizing film produced in Example 1 were produced. Under the same conditions as in Example 1, the bonded product was irradiated with ultraviolet rays to cure the active energy ray-curable resin composition A disposed on both surfaces of the polarizing film. Thereafter, PET will be The film was peeled off, and a polarizing plate having a protective layer having no anti-glare property on both sides of the polarizing film was produced.

<Comparative Example 2>

The same procedure as in Comparative Example 1 was carried out 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 the thickness after curing was 8 μm. Make a polarizer.

<Comparative Example 3>

The same procedure as in Comparative Example 1 except that the active energy ray-curable resin composition C prepared in Production Example 4 was used instead of the active energy ray-curable resin composition A, and the thickness after hardening was 7.5 μm. The method is to make a polarizing plate.

<Comparative Example 4>

A protective film containing triacetyl cellulose (TAC) having a thickness of 80 μm is adhered to both surfaces of the polarizing film which is adsorbed to the iodine on the polyvinyl alcohol, and has a dispersion containing the dispersion on the surface of the other protective film. A polarizing plate (TRW842A-AG6, manufactured by Sumitomo Chemical Co., Ltd.) of an antiglare layer of an ultraviolet curable resin was used as Comparative Example 4.

<evaluation test>

The following evaluation tests were conducted on the polarizing plates produced in the above Examples 1 to 3 and Comparative Examples 1 to 4, and the results are shown in Table 1.

[Measurement of Thickness of Polarizing Plate]

The overall thickness of the produced polarizing plate was measured using a contact film thickness measuring device (ZC-101, manufactured by Nikon Co., Ltd.), and evaluated according to the following criteria.

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

Further, the thickness of the entire polarizing plate obtained was subtracted from the thickness (30 μm) of the polarizing film, and the value of the two equal parts was defined as the thickness of each of the antiglare layer and the protective layer, and is shown in Table 1. among them, The thickness described in the column of the antiglare layers of Comparative Examples 1 to 3 is a value of a single-sided protective layer having no surface unevenness on its surface. Further, in Comparative Example 4, a standard value (a TAC film having a thickness of 80 μm corresponding to the protective layer, and an antiglare layer containing a TAC film having a thickness of 80 μm and an ultraviolet curable resin having a thickness of 3 μm) was directly used. It is described in Table 1.

[Haze measurement]

Using a light-transparent adhesive, the polarizing plate was bonded to the glass substrate on the surface opposite to the surface on which the anti-glare layer was formed (on the side of the protective layer of Comparative Examples 1 to 3), and the glass substrate was bonded to the glass substrate. For the polarizing plate, the total haze was measured using a haze meter (Model HM-150, manufactured by Murakami Color Research Institute Co., Ltd.) in accordance with JIS K 7136. The total haze was 5 to 25%, and the total haze was evaluated as ×.

[Reflection clarity measurement]

The reflection sharpness of the anti-glare film was measured using an image sharpness meter (ICM-1T, manufactured by Suga Test Instruments) in accordance with JIS K 7105. In this case, in order to prevent the warpage of the sample, an optically transparent adhesive is used, and the evaluation surface is bonded to the glass substrate so that the surface is on the surface side (the surface on which the light is incident), and the reflection from the bottom glass surface is utilized. Water The black acrylic resin sheet having a thickness of 2 mm was adhered to the glass surface of the glass plate to which the anti-glare film was attached. In this state, light was incident from the side of the polarizing plate at an angle of 45°, and measurement was performed. Here, the measured value is a total value of values measured using three kinds of optical combs having a width of the dark portion and the bright portion of 0.5 mm, 1.0 mm, and 2.0 mm, respectively. The case where the reflection resolution was less than 40% was evaluated as ○, and the case where it was 40% or more was evaluated as ×.

It is understood that the polarizing plates of Examples 1 to 3 exhibit substantially equivalent anti-glare properties (total haze and reflection sharpness) and are thinner than those of Comparative Example 4, which is currently used in an anti-glare polarizing plate.

(Production Example 5: Preparation of Active Energy Ray Curable Resin Composition D)

The active energy ray-curable resin composition D was prepared by mixing the following components.

‧3,4-epoxycyclohexanecarboxylic acid 3,4-epoxycyclohexylmethyl ester (Celloxide 2021P, manufactured by Daicel Chemical Co., Ltd.): 70 parts

‧ bis[(3-ethyl-3-oxetanyl)methyl]ether (Aron Oxetane OXT-221, manufactured by East Asia Synthetic Co., Ltd.): 30 parts

‧ A photocationic polymerization initiator (SP-150, manufactured by ADEKA Co., Ltd.) of 4,4'-bis(diphenylfluorenyl)diphenyl sulfide hexafluorophosphate: 4.5 parts.

(Production Example 6: Preparation of active energy ray-curable resin composition D1 containing an antistatic agent)

4 parts of 1-hexyl-4-methylpyridinium bis(fluorosulfonyl) quinone imine (with the following formula) was mixed with 100 parts of the entire active energy ray-curable resin composition D prepared in Production Example 5. The ionic compound of the structure) is an antistatic agent, and the active energy ray-curable resin composition D1 containing an antistatic agent is prepared.

(Production Example 7: Preparation of active energy ray-curable resin composition D2 containing an antistatic agent)

An active energy ray-curable resin composition D2 containing an antistatic agent was prepared in the same manner except that the blending amount of the ionic compound was changed to 10 parts in Production Example 6.

<Example 4>

Using the same type of film and smooth polyethylene terephthalate (PET) film as the user of Example 1, using a coating machine (first physicochemical (manufactured), bar coater), The active energy ray-curable resin composition D prepared in Production Example 5 was applied to the uneven surface of the forming film and the single side of the smooth PET film so that the thickness after curing was 5 μm. At this time, the adjustment of the film thickness was carried out by the same method as the method shown in Example 1. Then, the coating film and the PET film having the coating film of the active energy ray-curable resin composition D are sandwiched between the coating film side and the polarizing film by the coating film (LPA3301, manufactured by Fujipla Co., Ltd.). The film was bonded to both surfaces of the polarizing film produced in Production Example 1. Under the same conditions as in the first embodiment, the bonded product was irradiated with ultraviolet rays to cure the coating layer of the active energy ray-curable resin composition D disposed on both surfaces of the polarizing film. Thereafter, the formed film and the PET film are peeled off, and an antiglare layer is formed directly on one surface of the polarizing film, and a polarizing plate having no antiglare protective layer is directly formed on the other surface.

<Example 5>

In addition to the active energy ray-curable resin composition D1 containing the antistatic agent prepared in Production Example 6, the active energy ray-curable resin composition D was used, and the thickness after hardening was 4.5 μm, A polarizing plate was produced in the same manner as in Example 4.

<Example 6>

The active energy ray-curable resin composition D2 containing the antistatic agent prepared in Production Example 7 was used instead of the active energy ray-curable resin composition D, and a polarizing plate was produced in the same manner as in Example 4.

<Comparative Example 5>

The active energy ray-curable resin composition D prepared in Production Example 5 was applied to Example 4 in such a manner that the thickness after curing was 5 μm, using the same coater as in Example 4. One side of the same PET film as the user. The film thickness adjustment at this time was carried out by the same method as the method shown in Example 1. Then, the PET film having the coating film of the active energy ray-curable resin composition D is bonded to the coating film of the polarizing film so that the coating film side is bonded to the polarizing film, using the same bonding apparatus as in the fourth embodiment. Both sides of the polarizing film produced in Example 1 were produced. Under the same conditions as in the first embodiment, the bonded product was irradiated with ultraviolet rays to cure the coating layer of the active energy ray-curable resin composition D disposed on both surfaces of the polarizing film. Thereafter, the PET film on both sides was peeled off, and a polarizing plate having a protective layer having no anti-glare property on both surfaces of the polarizing film was produced.

<evaluation test>

With respect to the polarizing plates produced in the above Examples 4 to 6 and Comparative Example 5, thickness measurement, haze measurement, and reflection sharpness measurement were performed by the same methods as in the above Examples 1 to 3 and Comparative Examples 1 to 4, and The evaluation was carried out, and the results are shown in Table 2. The thickness of the anti-glare layer of Comparative Example 4 is the same as that of Comparative Examples 1 to 3 of Table 1, and is a value of a single-sided protective layer having no surface unevenness. In addition, the surface-specific resistance measuring device [Hirest-up MCP-HT450 (trade name) manufactured by Mitsubishi Chemical Co., Ltd.) was used for the polarizing plate to be produced, and the temperature was measured at 23 ° C and a relative humidity of 55%. The surface resistance value was evaluated for antistatic property. The results are shown together in Table 2.

It can be seen that the polarizing plates of Examples 4 to 6 are superior in anti-glare performance (total haze and reflection sharpness) to the comparative example 5 of the thin and lightweight polarizing plate, and are used for forming an anti-glare layer and a protective layer. Examples 5 and 6 of the active energy ray-curable resin composition in which the ionic compound was formulated had good antistatic properties.

1‧‧‧Polar plate

2‧‧‧ polarizing film

3‧‧‧Anti-glare layer

3a‧‧‧ bump

Claims (19)

A polarizing plate which is formed by adsorbing a dichroic dye on a polyvinyl alcohol-based resin and having a single light-transmissive film having a total light transmittance of 50% or less, and directly forming an anti-glare layer having irregularities on the surface, the anti-glare layer A cured product comprising an active energy ray-curable resin composition containing an active energy ray-curable compound and a polymerization initiator, the active energy ray-curable compound containing at least one epoxy having an alicyclic ring bonded to the molecule An epoxy compound and an oxetane compound. The polarizing plate of claim 1, 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% by weight or less . The polarizing plate of claim 1, wherein the active energy ray-curable compound contains a (meth)acrylic compound having at least one (meth)acryloxy group in the molecule. A polarizing plate which is formed by adsorbing a dichroic dye on a polyvinyl alcohol-based resin and having a single light-transmissive film having a total light transmittance of 50% or less, and directly forming an anti-glare layer having irregularities on the surface, the anti-glare layer A cured product comprising an active energy ray-curable resin composition containing an active energy ray-curable compound and a polymerization initiator, the active energy ray-curable compound having at least one (meth) acryloxy group in the molecule ( A methyl)acrylic compound and an oxetane compound. The polarizing plate of claim 4, wherein the content of the (meth)acrylic compound is 35 wt% or more, and the content of the oxetane compound is 30, based on the total amount of the active energy ray-curable compound. Below weight%. The polarizing plate of claim 5, wherein the content of the (meth)acrylic compound is 35 to 70% by weight. The polarizing plate of claim 4, wherein the active energy ray-curable compound contains an epoxy compound having at least one epoxy group bonded to the alicyclic ring in the molecule. The polarizing plate of claim 1 or 4, wherein the active energy ray-curable resin composition further contains fine particles. The polarizing plate of claim 1 or 4, wherein the active energy ray-curable resin composition forming the antiglare layer further contains an antistatic agent, and the surface of the antiglare layer containing the cured product of the active energy ray-curable resin composition The resistance value is 10 ¹² Ω/□ or less. The polarizing plate of claim 1 or 4, wherein the anti-glare layer has a thickness of 1 to 35 μm. The polarizing plate of claim 1 or 4, wherein the total haze is 5 to 25%. The polarizing plate of claim 1 or 4, wherein the reflection resolution is 40% or less. The polarizing plate of claim 9, wherein the antistatic agent comprises an ionic compound having an organic cation. The polarizing plate of claim 9, wherein the antistatic agent is formulated in an amount of 0.5 to 20 parts by weight based on 100 parts by weight of the active energy ray-curable resin composition containing the active energy ray-curable compound and the photopolymerization initiator. . The polarizing plate of claim 1 or 4, wherein an active energy ray hardening comprising an active energy ray-curable compound and a polymerization initiator is directly formed on a surface of the polarizing film opposite to a side on which the anti-glare layer is provided. A protective layer of a cured product of a resin composition. The polarizing plate of claim 15, wherein the protective layer is formed of the same composition as the anti-glare layer formed on the opposite side of the polarizing film. The polarizing plate of claim 15, wherein the protective layer has a thickness of 1 to 35 μm. A composite polarizing plate which is obtained by laminating a phase difference plate on a protective layer of a polarizing plate of claim 15. A liquid crystal display device comprising a polarizing plate of claim 1 or 4 or a composite polarizing plate of claim 18, and a liquid crystal cell, and an anti-glare layer and a polarizing film constituting a polarizing plate or a composite polarizing plate are polarized The film is laminated so that the film becomes the liquid crystal cell side.