TWI537617B - Polarizer, optical component and liquid crystal display device - Google Patents

Description

Polarizer, optical component and liquid crystal display device

The present invention relates to a polarizing plate having a protective layer having antistatic properties on one side or both sides of a polarizing film obtained by adsorbing a dichroic coloring element in a polyvinyl alcohol resin film. Further, the present invention relates to an optical component and a liquid crystal display device using the polarizing plate.

A polarizing plate is useful as an optical component constituting a liquid crystal display device. Conventionally, a polarizing plate is generally used by using a water-based adhesive or the like on one surface or both surfaces of a polarizing film, and laminating a protective layer made of a transparent resin film. Since it is excellent in light transparency and moisture permeability, a triacetyl cellulose film (TAC film) is often used as a related transparent resin film. The polarizing plate is attached to the liquid crystal cell with an adhesive after being attached to another liquid functional layer via an adhesive, and is mounted on the liquid crystal display device.

In recent years, with the development of mobile devices such as notebook computers, mobile phones, and car navigation devices, the polarizing plates constituting the liquid crystal display devices have been gradually reduced in size and high in durability (high mechanical strength). In addition, the liquid crystal display device for mobile use is required to be used even under moist heat, and it is required to have high heat and humidity resistance for the polarizing plate used therein, but in the past, if the polarizing plate is exposed to high humidity for a long time, it is particularly When it is under high temperature and high humidity, there is a problem that the polarizing performance is lowered or the polarizing film shrinks. Therefore, it is desired to reduce the thickness and weight of the protective layer laminated on the polarizing film, and to improve the hardness, the mechanical strength, and the ability to suppress the shrinkage of the polarizing film (shrinkage inhibition force).

However, from the viewpoint of rationality and durability at the time of work, it is difficult to make the thickness of the protective layer 20 μm or less in the polarizing plate in which the TAC film is bonded as a protective layer, and there is a limit in terms of thinness and weight reduction.

As a technique for solving the above-mentioned problems, for example, in Patent Document 1 (JP-A-2000-199819), it is disclosed that a resin solution is applied to one surface or both surfaces of a polarizing film composed of a hydrophilic polymer. The technique of forming a transparent film layer. Further, in the patent document 2 (JP-A-2003-185842), the energy ray hardening property of an energy ray-polymerizable compound containing a dicyclopentyl residue or a dicyclopentenyl residue or the like is disclosed. A technique in which a composition is hardened on a polarizing film to form a protective film. A polarizing plate having a protective film containing epoxy resin as a main component on at least one side of a polarizing film is disclosed in Patent Document 3 (JP-A-2004-245924). In the patent document 4 (JP-A-2005-92112), a technique of protecting at least one side of a polarizing film with a cured product of an active energy ray-curable resin composition is disclosed.

However, in general, the polarizing plate is formed with an adhesive layer on the surface of at least one of the protective films, and is circulated in a state in which the release film is adhered to the adhesive layer. When the polarizing plate is bonded to the liquid crystal cell, the release film is peeled off from the polarizing plate, and then adhered to the liquid crystal cell via the exposed adhesive layer. However, since the release film is peeled off, it is attached to the liquid crystal cell. Static electricity is generated, and since this static electricity destroys the liquid crystal driving device portion of the liquid crystal display device, it is urgently desired to develop countermeasures against it.

Further, as described above, the polarizing plate with the adhesive layer is formed by laminating the adhesive layer side on the liquid crystal cell to form a liquid crystal display device, but the polarizing plate with the adhesive layer is attached to the liquid crystal cell. When a defect occurs, it is necessary to repeatedly remove the polarizing plate and reattach the new polarizing plate to correct the operation. In such a case, since static electricity is generated when the polarizing plate is peeled off, the liquid crystal driving device portion of the liquid crystal display device may be destroyed, and development countermeasures are also urgently expected.

In this way, a technique for solving the problem of charging a polarizing plate can be solved, for example, a plastic film disclosed in Patent Document 5 (Japanese Patent Publication No. Sho 62-6505), which is incorporated herein by reference. A layer obtained by polymerizing and hardening a composition of an unsaturated bond which is polymerized by radiation, and a composition of conductive fine particles having an average particle diameter of 0.2 μm or less, which is composed of a metal oxide selected from Zn, Sn, In or the like. .

Further, a triethylene fluorene cellulose film disclosed in Patent Application No. 1 and No. 2, and the like, which is incorporated in the ultraviolet curable resin, is contained in the ultraviolet curable resin. A transparent antistatic agent, a fluorine-based or polyoxygen-based leveling agent, and a solvent-dried resin transparent resin are coated on the triacetyl cellulose film, and the transparent resin is cured by ultraviolet rays. A cured coating film having an antistatic property is formed. A transparent conductive film which is a transparent conductive film containing conductive fine particles, which is partially present in a transparent conductive film, is disclosed in Patent Document 7 (Japanese Laid-Open Patent Publication No. 2005-144849). Near one of the major faces of the film.

An object of the present invention is to provide a polarizing plate which is improved in thickness and weight and a hardness of a protective layer while maintaining a good adhesion between a polarizing film and a protective layer, and which is prevented from being electrostatically charged. Further, another object of the present invention is to provide an optical component and a liquid crystal display device using such a polarizing plate.

The present invention provides a polarizing plate which is a polarizing plate having a protective layer on at least one surface of a polarizing film obtained by adsorbing a dichroic dye to a polyvinyl alcohol-based resin film, the protective layer comprising an active energy ray The curable compound, the polymerization initiator, and the cured product of the curable composition of the antistatic agent are formed, and the surface resistivity of the protective layer is 10 ¹³ Ω/□ or less.

The curable composition preferably contains 0.5 to 20 parts by weight of the antistatic agent based on 100 parts by weight of the active energy ray-curable compound. An ionic compound is preferably used as the antistatic agent.

The curable composition is preferably an active energy ray-curable compound containing an epoxy compound having at least one epoxy group bonded to an alicyclic ring. The curable composition is preferably an oxetane compound as an active energy ray-curable compound.

Further, the curable composition may contain a (meth)acrylic compound having at least one (meth)acryloxy group in the molecule as an active energy ray-curable compound.

Further, the present invention provides a liquid crystal display device in which an optical component comprising a laminate of a polarizing plate and an optical functional layer of the present invention and a polarizing plate or an optical component of the present invention are disposed on one surface or both surfaces of a liquid crystal cell. The optical functional layer may, for example, be a retardation layer, a brightness enhancement film, or the like.

According to the present invention, since the thickness of the protective layer can be made smaller than that of the conventional TAC film or the like, the polarizing plate can be made thinner and lighter, and the adhesion between the polarizing film and the protective layer is also good. Further, since the hardness of the protective layer is improved, the mechanical strength of the polarizing plate can be improved, and when the thickness of the protective layer is made smaller than in the related art, the shrinkage of the polarizing film under high temperature and high humidity can be effectively suppressed. Further, since the charging due to static electricity can be effectively prevented, it is possible to effectively suppress the electrostatic breakdown of the liquid crystal driving device portion of the liquid crystal display device. The polarizing plate of the present invention and the optical component using the polarizing plate can be suitably used for, for example, a liquid crystal display device for mobile use.

<Polarizing plate>

The polarizing plate of the present invention has a polarizing film made of a polyvinylalcohol resin and laminated on one or both sides of the polarizing film and containing an active energy ray-curable compound, a polymerization initiator, and an anti-reflection agent. A protective layer composed of a cured product of a hardening composition of an electrostatic charge. Hereinafter, the polarizing plate of the present invention will be described in detail.

(polarized film)

The polarizing film used in the present invention is composed of a polyvinyl alcohol-based resin, and specifically, a dichroic dye is adsorbed and oriented in a uniaxially stretched polyvinyl alcohol-based resin film.

The polyvinyl alcohol-based resin constituting the polarizing film can be obtained by saponifying a polyvinyl acetate-based resin. The polyvinyl acetate-based resin may be, for example, a copolymer of vinyl acetate and another monomer copolymerizable therewith, in addition to the polyvinyl acetate of a vinyl acetate-based homopolymer. Other monomers which can be copolymerized with vinyl acetate include, for example, unsaturated carboxylic acids, unsaturated sulfonic acids, olefins, vinyl ethers and the like. The degree of saponification of the polyvinyl alcohol-based resin is usually from about 85 to 100 mol%, and preferably from 98 to 100 mol%. The polyvinyl alcohol-based resin may be further modified, and for example, polyvinyl formal or acetal modified with an aldehyde may be used. Further, the degree of polymerization of the polyvinyl alcohol-based resin is usually from about 1,000 to 10,000, and preferably from about 1,500 to 10,000.

Such a polyvinyl alcohol-based resin is used for film formation, and is used as an original film of a polarizing film. The method for forming the polyvinyl alcohol-based resin is not particularly limited, and the film formation can be carried out by a conventional method. The film thickness of the original sheet film composed of the polyvinyl alcohol-based resin is not particularly limited, and is, for example, about 10 μm to 150 μm.

The polarizing film is usually produced by a step of uniaxially stretching an original film composed of a polyvinyl alcohol-based resin as described above, and dyeing the polyvinyl alcohol-based resin film with a dichroic dye to make the two colors. The step of adsorbing the pigment, the step of treating the polyvinyl alcohol-based resin film having the dichroic dye adsorbed thereon with a boric acid aqueous solution, and the step of washing with water by an aqueous solution of boric acid.

The uniaxial stretching may be carried out before the dyeing by the dichroic dye, or may be carried out simultaneously with the dyeing, or after the dyeing. When uniaxially stretching after dyeing with a dichroic dye, the uniaxial stretching can be carried out before the boric acid treatment or at the time of boric acid treatment. In addition, uniaxial stretching can also be performed at these multiple stages. In the case of uniaxial stretching, uniaxial stretching may be performed between rolls having different peripheral speeds, or uniaxial stretching may be performed using a hot roll. Further, it may be a dry stretching such as stretching in the air, or may be a wet stretching in which the polyvinyl alcohol-based resin film is expanded by using a solvent. The stretching ratio is usually about 4 to 8 times.

The polyvinyl alcohol-based resin film is dyed with a dichroic dye, and for example, a polyvinyl alcohol-based resin film may be immersed in an aqueous solution containing a dichroic dye. As the dichroic dye, iodine, a dichroic dye or the like can be used. Further, the polyvinyl alcohol-based resin film is preferably subjected to a treatment of immersion in water before the dyeing treatment.

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

On the other hand, when a dichroic dye is used as the dichroic dye, the dyeing method is usually carried out by immersing the polyvinyl alcohol-based resin film in an aqueous dye solution containing a water-soluble dichroic dye. The content of the dichroic dye in the aqueous dye solution is usually from about 1 x 10 ^-3 to about 1 x 10 ^-2 parts by weight based on 100 parts by weight of water. The aqueous dye solution may also contain an inorganic salt such as sodium sulfate as a dyeing aid. The temperature of the aqueous dye solution is usually about 20 to 80 ° C. Further, the immersion time (dyeing time) in the aqueous dye solution is usually about 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 an aqueous solution containing boric acid. The boric acid content in the aqueous solution containing boric acid is usually about 2 to 15 parts by weight, and preferably about 5 to 12 parts by weight, based on 100 parts by weight of water. When iodine is used as the dichroic dye, the aqueous solution containing boric acid preferably contains potassium iodide. The potassium iodide content in the aqueous solution containing boric acid is usually about 2 to 20 parts by weight, and preferably about 5 to 15 parts by weight, based on 100 parts by weight of water. The time of immersion in the aqueous solution containing boric acid is usually about 100 to 1,200 seconds, preferably about 150 to 600 seconds, more preferably about 200 to 400 seconds. The temperature of the aqueous solution containing boric acid is usually 50 ° C or more, and preferably 50 to 85 ° C.

The polyvinyl alcohol-based resin film after 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 water temperature at the time of the water washing treatment is usually about 5 to 40 ° C, and the immersion time is usually about 2 to 120 seconds. After washing with water, it was subjected to a drying treatment 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 about 40 to 100 °C. The drying treatment time is usually about 120 to 600 seconds.

According to the above, a polarizing film obtained by adsorbing a dichroic dye to a uniaxially stretched polyvinyl alcohol resin film can be produced. The thickness of the polarizing film may be about 5 to 40 μm.

(The protective layer)

In the present invention, a protective layer composed of a cured product containing an active energy ray-curable compound, a polymerization initiator, and a curable composition of an antistatic agent is laminated on one surface or both surfaces of the polarizing film. Polarizer.

The active energy ray-curable compound to be contained in the curable composition for forming the protective layer is not particularly limited as long as it can provide sufficient adhesion between the polarizing film and the protective layer, and examples thereof include a cationic curable compound and A radical-based curable compound or the like.

The cationic curable compound may, for example, be an epoxy compound. In addition, since the adhesion between the polarizing film and the protective layer can be more effectively improved, the active energy ray-curable compound is an epoxy compound having at least one epoxy group bonded to the alicyclic ring (hereinafter, It is preferably referred to as an alicyclic epoxy compound. In the present invention, the term "epoxy-based compound" means a compound which has two or more epoxy groups in the molecule and can be cured by irradiation with an active energy ray. By using an epoxy-based compound, the adhesion between the protective layer and the polarizing film can be further improved.

Further, the epoxy group bonded to the alicyclic ring means a structure represented by the following formula (1). Wherein m is an integer from 2 to 5.

Therefore, the alicyclic epoxy compound is a compound having one or more structures represented by the above formula (1) and having a total of two or more epoxy groups in the molecule. More specifically, a compound obtained by removing one or a plurality of hydrogens from (CH ₂ ) _m in the above formula (1) and bonded to another chemical structure can be an alicyclic epoxy system. 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. In the alicyclic epoxy compound, from the viewpoint of easily obtaining a protective layer having a high modulus of elasticity and excellent adhesion to a polarizing film, an oxacyclohexane ring is used (in the above formula (1) The epoxy compound of (in the case of m = 3) or the oxaheterocycloheptane ring (m = 4 in the above formula (1)) is preferred. In the alicyclic epoxy compound, at least one epoxy group may be bonded to the alicyclic ring, and the remaining epoxy groups may be bonded to the alicyclic ring, and two or more. It is preferred that all of the epoxy groups are bonded to the alicyclic ring. Hereinafter, the structure of the alicyclic epoxy compound which is preferably used in the present invention is specifically exemplified, but it is not limited by these compounds.

(a) Epoxycyclohexanecarboxylic acid epoxycyclohexylmethyl ester represented by the following formula (2):

(wherein R ₁ and R ₂ each independently represent a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms).

(b) an epoxycyclohexane carboxylate of an alkanediol represented by the following formula (3):

(wherein 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).

(c) Epoxycyclohexylmethyl esters of dicarboxylic acids represented by the following formula (4):

(wherein 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).

(d) Epoxycyclohexyl methyl ethers of polyethylene glycol represented by the following formula (5):

(wherein 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).

(e) Epoxycyclohexyl methyl ethers of alkanediols represented by the following formula (6):

(wherein 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 0 to 18).

(f) a diepoxytrisole compound represented by the following formula (7):

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

(g) a diepoxy single spiro compound represented by the following formula (8):

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

(h) Vinylcyclohexene diepoxides represented by the following formula (9):

(wherein R ₁₅ represents a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms).

(i) Epoxycyclopentyl ethers represented by the following formula (10):

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

(j) a dicyclooxy tricyclodecane represented by the following formula (11):

(wherein 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 suitable for use because they are commercially available or are analogously easy to obtain, and the like:

(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 (2) 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 An esterified compound [in the above formula (2), a compound of R ₁ =4-CH ₃ and R ₂ =4-CH ₃ ],

(C) an esterified product of 7-oxabicyclo[4.1.0]heptane-3-carboxylic acid and 1,2-ethanediol [in the above formula (3), R ₃ = R ₄ = H, n = 2 Compound],

(D) an ester of (7-oxabicyclo[4.1.0]heptan-3-yl)methanol with adipic acid [Compound of R ₅ =R ₆ =H, p=4 in the above formula (4)] ,

(E) an esterified product of (4-methyl-7-oxabicyclo[4.1.0]heptan-3-yl)methanol with adipic acid [R ₅ =4-CH ₃ , R in the above formula (4) ₆ =4-CH ₃ , p=4 compound],

(F) an etherified product of (7-oxabicyclo[4.1.0]heptan-3-yl)methanol and 1,2-ethanediol [in the above formula (6), R ₉ = R ₁₀ = H, r = 0 compound].

In the present invention, the epoxy compound is preferably an alicyclic epoxy compound, and the alicyclic epoxy compound may be used in combination with another epoxy compound. Other examples of the epoxy compound include a hydrogenated epoxy compound and an aliphatic epoxy compound.

The hydrogenated epoxy compound is obtained by selectively hydrogenating an aromatic epoxy compound in the presence of a catalyst under pressure. Examples of the aromatic epoxy compound include a bisphenol epoxy ketone of bisphenol A, a diepoxypropyl ether of bisphenol F, and a bisphenol epoxy resin of diglycidyl ether of bisphenol S. Such as phenol novolac epoxy resin, cresol novolac epoxy resin, hydroxybenzaldehyde phenol novolac epoxy resin phenolic epoxy resin; such as tetrahydroxyphenylmethane epoxy propyl ether, tetrahydroxybenzophenone A polyfunctional epoxy resin such as a epoxidized propyl ether or an epoxidized polyethylene phenol. Among them, the hydrogenated epoxy compound is preferably a glycidyl ether using a bisphenol A hydride.

Further, examples of the aliphatic epoxy compound include a polyepoxypropyl ether of an aliphatic polyol or an alkylene oxide adduct thereof. More specifically, for example, diglycidyl ether of 1,4-butanediol, diglycidyl ether of 1,6-hexanediol, triepoxypropyl ether of glycerol, trimethylol Propylene triepoxypropyl ether, polyethylene glycol diepoxypropyl ether, propylene glycol diepoxypropyl ether, added to an aliphatic polyol such as ethylene glycol or propylene glycol, glycerin Or a polyepoxypropyl ether of a polyether polyol obtained by using two or more kinds of alkylene oxides (ethylene oxide or propylene oxide).

In the present invention, from the viewpoints of weather resistance, refractive index, cationic polymerizability, and the like, the epoxy compound is preferably an epoxy compound containing no aromatic ring in the molecule. Further, the epoxy compound has an epoxy equivalent of usually 30 to 3,000 g/eq, and preferably 50 to 1,500 g/eq. When the epoxy equivalent is small, the flexibility of the protective layer after curing may be lowered or the adhesion to the polarizing film may be lowered. On the other hand, when the epoxy equivalent is large, the compatibility with other components may be lowered.

When the curable composition used in the present invention contains a cationic curable compound (for example, an alicyclic epoxy compound), the content of the active energy ray-curable compound is preferably 30 to 70% by weight. It is preferably 40 to 60% by weight. When the content of the cationic curable compound is small, the adhesion to the polarizing film tends to decrease. On the other hand, when the content is large, the optical properties tend to decrease due to yellowing of the cured film. .

In addition, when an epoxy compound other than the alicyclic epoxy compound is used, the amount of the other epoxy compound added is preferably 30 parts by weight or less based on 100 parts by weight of the epoxy compound. When the amount is more than 30 parts by weight, the modulus of elasticity of the cured product is lowered, and the effect of suppressing shrinkage of the polarizing film tends to be lowered.

When the curable composition used in the present invention contains a cationic curable compound such as an epoxy compound, it is preferred to incorporate a photocationic polymerization initiator in the curable composition. When a photocationic polymerization initiator is used, since the protective layer can be formed at normal temperature, the need for deformation due to heat resistance or expansion of the polarizing film can be reduced, and the protective layer can be made to have good adhesion. Formed on a polarizing film. Further, since the photocationic polymerization initiator can act catalytically by light, it is excellent in storage stability and workability even when it is mixed in an epoxy compound.

The photocationic polymerization initiator is a person who generates a cationic species or a Lewis acid by irradiating an active energy ray such as visible light, ultraviolet rays, X-rays, or electron beams to cause the epoxy group to start polymerization. In the present invention, any form of photocationic polymerization initiator may be used, and specific examples thereof include, for example, an aromatic diazonium, an aromatic onium salt, an onium salt of an aromatic onium salt, and iron. - Propadiene complex and the like.

Examples of the aromatic diazonium salt include benzene diazonium hexafluoroantimonate, benzene diazonium hexafluorophosphate, and benzene diazonium hexafluoroborate.

Further, examples of the aromatic onium salt include diphenylphosphonium sulfonium (pentafluorophenyl)borate, diphenylphosphonium hexafluorophosphate, diphenylphosphonium hexafluoroantimonate, and bis(4-fluorophosphate) Nonylphenyl) phosphonium salt and the like.

Examples of the aromatic onium salt include triphenylsulfonium hexafluorophosphate, triphenylsulfonium hexafluoroantimonate, triphenylsulfonium sulfonium (pentafluorophenyl)borate, and bis(hexafluorophosphoric acid) 4,4. '-bis[diphenylfluorenyl]diphenyl sulfide salt, bis(hexafluoroantimonate) 4,4'-bis[bis(β-hydroxyethoxy)phenylindenyl]diphenyl sulfide salt, Bis(hexafluorophosphate) 4,4'-bis[bis(β-hydroxyethoxy)phenylindenyl]diphenyl sulfide salt, hexafluoroantimonic acid 7-[di(p-tolyl)indenyl]- 2-isopropyl thioxanthone salt, ruthenium (pentafluorophenyl) borate 7-[bis(p-tolyl)indolyl]-2-isopropylthioxanthone salt, 4-phenylcarbonyl hexafluorophosphate- 4'-diphenylindenyl-diphenyl sulfide salt, 4-(p-tert-butylphenylcarbonyl)-4'-diphenylindenyl-diphenyl sulfide salt, hexafluoroantimonate Fluorophenyl)boronic acid 4-(p-tert-butylphenylcarbonyl)-4'-di(p-tolyl)indenyl-diphenyl sulfide salt.

Further, the iron-propadiene complex compound may, for example, be a xylene hexafluoroantimony-cyclopentadienyl iron (II) salt or a cumene hexafluorophosphate-cyclopentadienyl iron (II) salt. Xylene-cyclopentadienyl iron (II) gin (trifluoromethylsulfonyl) methanide or the like.

Such a photo-cationic polymerization initiator can be easily obtained as a commercially available product, and examples thereof include "KAYARAD PCI-220" and "KAYARAD PCI-620" (above, Nippon Kayaku Co., Ltd.); "UVI -6990" (made by Union Carbide); "ADEKA OPTOMER SP-150", "ADEKA OPTOMER SP-170" (above, ADEKA); "CI-5102", "CIT-1370", "CIT- 1682", "CIP-1866S", "CIP-2048S", "CIP-2064S" (above, Japan Soda (share) system); "DPI-101", "DPI-102", "DPI-103", " DPI-105", "MPI-103", "MPI-105", "BBI-101", "BBI-102", "BBI-103", "BBI-105", "TPS-101", "TPS-" 102", "TPS-103", "TPS-105", "MDS-103", "MDS-105", "DTS-102", "DTS-103" (above, Midori Chemical Co., Ltd.); PI-2074" (manufactured by Rhodia Co., Ltd.); "UVACURE 1590" (DAICEL-CYTEC Co., Ltd.).

These photocationic polymerization initiators may be used alone or in combination of two or more. Among these, in particular, the aromatic sulfonium salt has ultraviolet absorbing properties in a wavelength region of 300 nm or more, and therefore can provide a cured product which is excellent in curability, good in mechanical strength, or has good adhesion to a polarizing film. Therefore, it should be used.

The compounding amount of the photocationic polymerization initiator is usually 0.5 to 20 parts by weight, and preferably 1 to 6 parts by weight, based on 100 parts by weight of the cationic curable compound. When the blending amount of the photocationic polymerization initiator is small, the curing is not sufficiently performed, and the mechanical strength or the adhesion between the protective layer and the polarizing film tends to be lowered. Further, when the amount of the photocationic polymerization initiator is too large, the durability of the obtained polarizing plate may be lowered.

When an epoxy compound is used as the cationic curable compound, an oxetane compound can be added to the curable composition. By adding an oxetane-based compound, the viscosity of the curable composition can be lowered, and the curing rate can be accelerated. In addition, yellowing of the cured film can be prevented, and optical performance can be improved.

The oxetane compound is a compound having a 4-membered cyclic ether structure in the molecule, and examples thereof include 3-ethyl-3-hydroxymethyloxetane and 1,4-bis[(3-ethyl) 3-oxobutanyl)methoxymethyl]benzene, 3-ethyl-3-(phenoxymethyl)oxetane, bis[(3-ethyl-3-oxo) Heterocyclobutane)methyl]ether, 3-ethyl-3-(2-ethylhexyloxymethyl)oxetane, phenol novolac oxetane, and the like. Commercially available products such as "ARON OXETANE OXT-101", "ARON OXETANE OXT-121", "ARON OXETANE OXT-211", "ARON OXETANE OXT" can be easily obtained as such oxetane compounds. -221", "ARON OXETANE OXT-212" (above, East Asia Synthetic Co., Ltd.).

The blending amount of the oxetane-based compound is not particularly limited, and is usually 5 to 30% by weight and preferably 10 to 25% by weight based on the total active energy ray-curable compound.

Next, a radical-curable compound will be described. The radical-curable compound is preferably a (meth)acrylic compound having one or more (meth)acryloxy groups in the molecule. By using a (meth)acrylic compound, the mechanical strength of the protective layer can be improved. Among them, a (meth)acrylic compound having an elastic modulus of 3,000 MPa or more is preferably used in the cured product obtained by curing it alone. The elastic modulus of the cured product obtained by curing the (meth)acrylic compound alone is preferably 3,100 MPa or more. By using a (meth)acrylic compound having a modulus of elasticity of 3,000 MPa or more in the cured product obtained by curing, a protective layer having higher hardness and mechanical strength and more effectively suppressing shrinkage of the polarizing film can be obtained. Further, the term "(meth)acryloxy" means "acryloxy" or methacryloxy. In addition, the "(meth)acrylic compound" means an acrylate derivative or a methacrylate derivative.

The modulus of elasticity of the cured product obtained by curing the (meth)acrylic compound alone was measured as follows. First, a composition composed of a (meth)acrylic compound and a radical polymerization initiator and containing no other active energy ray-curable compound is applied onto a polyethylene terephthalate film (PET film). The illumination is carried out to harden the composition. Next, the cured layer was cut into 1 cm wide by 8 cm long for each PET film, and the PET film was peeled off to obtain a sample. Next, the upper and lower jigs of the AUTOGRAPH AG-1S tester manufactured by Shimadzu Corporation were used to sandwich the ends of the long side of the sample in such a manner that the interval between the jigs was 5 cm, and the tensile speed was 10 mm/min. After stretching, the modulus of elasticity is calculated from the slope of the initial straight line in the obtained stress-skew curve.

The radical-curable compound can be polymerized and cured by irradiation with an active energy ray such as ultraviolet light, visible light, electron beam, or X-ray in the presence of a photoradical polymerization initiator.

The (meth)acrylic compound having one or more (meth) acryloxy groups in the molecule may, for example, be a (meth)acrylic acid having one or more (meth)acryloxy groups in the molecule. An ester monomer (hereinafter referred to as a (meth) acrylate monomer) and a (meth) acrylate oligomer having two or more (meth) acryloxy groups in the molecule (hereinafter referred to as (methyl) A compound containing a (meth) acryloxy group, such as an acrylate oligomer. These may be used alone or in combination of two or more. In addition, the term "(meth) acrylate monomer" means an acrylate monomer or a methacrylate monomer, and a so-called (meth) acrylate oligomer means " acrylate oligo". Polymer or methacrylate oligomer.

The (meth) acrylate monomer may, for example, be a (meth) acrylate monomer having one (meth) propylene fluorenyloxy group in the molecule (hereinafter referred to as a monofunctional (meth) acrylate monomer). a (meth) acrylate monomer having two (meth) acryloxy groups in the molecule (hereinafter referred to as a bifunctional (meth) acrylate monomer) and having three or more molecules in the molecule A (meth) acrylate-based (meth) acrylate monomer (hereinafter referred to as a polyfunctional (meth) acrylate monomer). The (meth) acrylate monomer may be used alone or in combination of two or more.

Specific examples of the monofunctional (meth) acrylate monomer include tetrahydrofurfuryl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate, and (methyl) 2-hydroxybutyl acrylate, 2-hydroxy-3-phenoxypropyl (meth)acrylate, isobutyl (meth)acrylate, tertiary butyl (meth)acrylate, (meth)acrylic acid 2 -ethylhexyl ester, cyclohexyl (meth)acrylate, dicyclopentenyl (meth)acrylate, benzyl (meth)acrylate, isodecyl (meth)acrylate, benzene (meth)acrylate Oxyethyl ester, dicyclopentenyloxyethyl (meth)acrylate, dimethylaminoethyl (meth)acrylate, ethyl carbitol (meth) acrylate, trimethylolpropane (Meth) acrylate, pentaerythritol mono (meth) acrylate, phenoxy polyethylene glycol (meth) acrylate, and the like.

Further, a monofunctional (meth) acrylate monomer may also use a carboxyl group-containing (meth) acrylate monomer. The monofunctional (meth) acrylate monomer having a carboxyl group may, for example, be 2-(meth)acryloxyethyl phthalate or 2-(meth) propylene oxiranyl ethyl hexahydrophthalate. , carboxyethyl (meth) acrylate, 2-(methyl) propylene methoxyethyl succinate, N-(methyl) propylene oxime-N', N'-dicarboxy-p-phenylenediamine, 4-(Methyl) propylene oxiranyl ethyl trimellitate or the like. Further, as the monofunctional (meth) acrylate monomer, a monomer having a (meth) acrylamidoamine group such as 4-(meth)acrylinylamino-1-carboxymethylpiperidine can also be used.

Representative of the above bifunctional (meth) acrylate monomer are: alkanediol di(meth)acrylates, polyoxyalkylene glycol di(meth)acrylates, halogen-substituted alkanediols II ( Methyl) acrylates, di(meth) acrylates of aliphatic polyols, di(meth) acrylates of hydrogenated dicyclopentadiene or tricyclodecane dialkyl alcohol, Dioxane diol or two a di(meth)acrylate of an alkyldialkanol, a di(meth)acrylate of an alkylene oxide adduct of bisphenol A or bisphenol F, an epoxy group of bisphenol A or bisphenol F The (meth) acrylates and the like are not limited thereto, and various bifunctional (meth) acrylate monomers can be used.

More specific examples of the bifunctional (meth) acrylate monomer include, for example, ethylene glycol di(meth)acrylate, 1,3-butanediol di(meth)acrylate, and 1,4-butane. Alcohol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, 1,9-nonanediol di(meth)acrylate, neopentyl glycol di(meth)acrylate , trimethylolpropane di(meth) acrylate, pentaerythritol, di(meth) acrylate, bis(trimethylolpropane) di(meth) acrylate, diethylene glycol di(meth) acrylate Ester, triethylene glycol di(meth)acrylate, dipropylene glycol di(meth)acrylate, tripropylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, polypropylene glycol di( Methyl) acrylate, polybutylene glycol di(meth) acrylate, polyoxy oxydi(meth) acrylate, hydroxytrimethyl acetate neopentyl glycol di(meth) acrylate, 2, 2-bis[4-(methyl)acryloxyethoxyethoxyethoxyphenyl]propane, 2,2-bis[4-(methyl)acryloxyethoxyethoxyethoxycyclohexyl] Propane, hydrogenated dicyclopentadienyl di(meth)acrylate, tricyclodecane dimethanol (meth) acrylate, 1,3-two Alkane-2,5-diyldi(meth)acrylate [alias: two Alkanediol di(meth)acrylate], acetal compound of hydroxytrimethylacetaldehyde and trimethylolpropane [chemical name: 2-(2-hydroxy-1,1-dimethylethyl)- 5-ethyl-5-hydroxymethyl-1,3-di Alkane] bis(meth) acrylate, cis (hydroxyethyl) isocyanurate di(meth) acrylate, and the like.

Representative of the above polyfunctional (meth) acrylate monomers are: tris(meth)acrylate, trimethylolpropane tri(meth)acrylate, bis(trimethylolpropane)tris(methyl) Acrylate, bis(trimethylolpropane)tetra(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol A poly(meth)acrylate of a trifunctional or higher aliphatic polyol such as penta(meth)acrylate or dipentaerythritol hexa(meth)acrylate, and other examples thereof include a trifunctional or higher halogen-substituted polyol. Poly(meth)acrylate, tri(meth)acrylate of an alkylene oxide adduct of glycerol, tris(meth)acrylate of an alkylene oxide adduct of trimethylolpropane, 1,1, 1-para[(methyl)acryloxyethoxyethoxyethoxy]propane, hydroxy(hydroxyethyl)isocyanurate tri(meth)acrylate, and the like.

The (meth) acrylate oligomer may, for example, be a bifunctional or higher amine ester (meth) acrylate oligomer (hereinafter referred to as a polyfunctional amine ester (meth) acrylate oligomer), or a bifunctional one. The above polyester (meth) acrylate oligomer (hereinafter referred to as polyfunctional polyester (meth) acrylate oligomer) or a bifunctional or higher epoxy (meth) acrylate oligomer (hereinafter It is called a polyfunctional epoxy (meth) acrylate oligomer). The (meth) acrylate oligomer may be used alone or in combination of two or more.

The polyfunctional amine ester (meth) acrylate oligomer may, for example, be a (meth) acrylate monomer and a polyisocyanate having one or more (meth) acryloxy groups and hydroxyl groups in the molecule. An amine esterification reaction product obtained by the reaction, an isocyanate compound obtained by reacting a polyol with a polyisocyanate, and an amine obtained by reacting one or more (meth) acryloxy groups and a hydroxyl group in each molecule Esterification reaction product or the like.

The (meth) acrylate monomer having one or more (meth) acryloxy groups and hydroxyl groups in the molecule used in the above-described amine esterification reaction may, for example, be 2-hydroxyethyl (meth)acrylate. 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(meth)acrylate, and the like.

The polyisocyanate used in the above amine esterification reaction may, for example, be hexamethylene diisocyanate, isobutyl diisocyanate, isophorone diisocyanate, dicyclohexylmethane diisocyanate, toluene diisocyanate or xylene diisocyanate. a diisocyanate obtained by hydrogenating an aromatic isocyanate in such a diisocyanate (for example, a diisocyanate such as hydrogenated toluene diisocyanate or hydrogenated xylene diisocyanate), triphenylmethane triisocyanate or dimethylene triphenyl A polyisocyanate such as a diisocyanate or a triisocyanate such as an isocyanate or a polyquantitary diisocyanate.

A polyol reactive with polyisocyanate is provided, and in addition to aromatic, aliphatic and alicyclic polyols, polyester polyols, polyether polyols and the like can also be used. 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(trimethylolpropane), pentaerythritol, dipentaerythritol, dimethylol heptane, dimethylolpropionic acid, dimethylolbutanoic acid, glycerol, Hydrogenated bisphenol A and the like.

The polyester polyol is obtained by subjecting the above polyol to a polyvalent carboxylic acid or an anhydride thereof to a dehydration condensation reaction. Examples of the polyvalent carboxylic acid or its anhydride include succinic acid (anhydride), adipic acid, maleic acid (anhydride), itaconic acid (anhydride), trimellitic acid (anhydride), and pyromellitic acid ( Anhydride), hexahydrophthalic acid (anhydride), citric acid (anhydride), meta-citric acid, p-citric acid, and the like.

In addition to the polyalkylene glycol, the polyether polyol may, for example, be a polyoxyalkylene-modified polyhydric alcohol obtained by reacting the above polyol or dihydroxybenzene with an alkylene oxide.

Further, the polyfunctional polyester (meth) acrylate oligomer can be obtained by subjecting (meth)acrylic acid, a polyvalent carboxylic acid or an anhydride thereof, and a polyhydric alcohol to a dehydration condensation reaction. Examples of the polyvalent carboxylic acid or an acid 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), hexahydrofuric acid (anhydride), citric acid (anhydride), meta-citric acid, p-citric acid, and the like. Further, examples of the polyol used in the dehydration condensation reaction include 1,4-butanediol, 1,6-hexanediol, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, and neopentyl Alcohol, trimethylolethane, trimethylolpropane, bis(trimethylolpropane), pentaerythritol, dipentaerythritol, dimethylol heptane, dimethylolpropionic acid, dimethylolbutanoic acid, Glycerin, hydrogenated bisphenol A, and the like.

Further, the polyfunctional epoxy (meth) acrylate oligomer can be obtained by subjecting a polyepoxypropyl ether to (meth)acrylic acid in an addition reaction. The polyepoxypropyl ether may, for example, be ethylene glycol diepoxypropyl ether, propylene glycol diepoxypropyl ether, tripropylene glycol diepoxypropyl ether, 1,6 hexanediol diepoxypropyl ether, Bisphenol A diglycidyl ether and the like.

In the (meth)acrylic compound, the elastic modulus of the cured product obtained by curing it alone is 3,000 MPa or more, and when combined with a cationic curable compound, particularly an alicyclic epoxy compound, The (meth)acrylic compound having a structure represented by the following formula (12) or formula (13) is preferred from the viewpoint of excellent adhesion of the polarizing film.

In the above formulae (12) and (13), R ₁₉ and R ₂₀ each independently represent a (meth)acryloxy group or a (meth)acryloxyalkyl group. When R ₁₉ or R ₂₀ represents a (meth) propylene decyloxyalkyl group, the alkyl group may be linear or branched, and may have a carbon number of 1 to 10, and usually has a carbon number of about 1 to 6. Further, in the formula (13), R ₂₁ is hydrogen or a hydrocarbon group having 1 to 10 carbon atoms, and the hydrocarbon group may be linear or branched, and a typical example may be an alkyl group. The alkyl group at this time is also generally about 1 to 6 carbon atoms.

The compound represented by the formula (12) is a di(meth) acrylate derivative of hydrogenated dicyclopentadiene or tricyclodecane dialkyl alcohol. This specific example is also exemplified above, and for example, hydrogenation Cyclopentadienyl di(meth) acrylate [in the formula (12), R ₁₉ = R ₂₀ = (meth) propylene oxime compound], tricyclodecane dimethanol di (meth) acrylate [In the formula (12), R ₁₉ = R ₂₀ = a compound of a (meth) acryloxyalkyl group] and the like.

Further, the compound represented by the formula (13) is two Alkylene glycol or two a di(meth) acrylate derivative of alkanediol, which is also exemplified in the prior art, for example, 1,3-two Alkane-2,5-diyldi(meth)acrylate [alias: two Alkylene glycol di(meth) acrylate, in formula (13), R ₁₉ = R ₂₀ = (meth) propylene decyloxy, compound of R ₂₁ = H], hydroxytrimethylacetaldehyde and trishydroxyl Acetal compound of methyl propane [chemical name: 2-(2-hydroxy-1,1-dimethylethyl)-5-ethyl-5-hydroxymethyl-1,3-di Dialkyl (meth) acrylate [in formula (13), R ₁₉ = (meth) propylene decyloxyalkyl, R ₂₀ = 2-(methyl) propylene decyloxy-1, 1- Dimethylethyl, R ₂₁ = ethyl compound] and the like.

When the curable composition used in the present invention contains a radical curable compound (for example, a (meth)acrylic compound having one or more (meth)acryloxyl groups in the molecule), the content ratio thereof It is preferably 30 to 70% by weight, preferably 35 to 65% by weight, particularly preferably 40 to 60% by weight, based on the active energy ray-curable compound. When the content of the radical curable compound is small, the optical properties tend to decrease due to yellowing of the cured film, and when the content ratio is large, the adhesion to the polarizing film tends to decrease.

When the curable composition used in the present invention contains a radical curable compound, it is preferred to incorporate a photoradical polymerization initiator in the curable composition. The photoradical polymerization initiator is not particularly limited as long as the radical curable compound is cured by irradiation of the active energy ray, and a conventional one can be used. Specific examples of the photoradical polymerization initiator include, for example, acetophenone, 3-methylethyl benzene, benzyl dimethyl acetal, and 1-(4-isopropylphenyl)-2- Hydroxy-2-methylpropan-1-one, 2-methyl-1-[4-(methylthio)phenyl-2-(N-morpholinyl)propan-1-one, 2-hydroxy-2 -methyl-1-phenylpropan-1-one-based acetophenone initiator; such as benzophenone, 4-chlorobenzophenone, 4,4'-diaminobenzophenone a benzophenone-based initiator; a benzoin ether-based initiator based on benzoin propyl ether and benzoin ethyl ether; a thioxanthone initiator based on 4-isopropylthioxanthone; For example, xanthone, anthrone, camphorquinone, benzaldehyde, anthraquinone, etc., are not particularly limited.

The blending amount of the photoradical polymerization initiator is usually 0.5 to 20 parts by weight, and preferably 1 to 6 parts by weight, based on 100 parts by weight of the radical curable compound. When the blending amount of the photoradical polymerization initiator is small, the curing is not sufficiently performed, and the mechanical strength and the adhesion between the protective layer and the polarizing film tend to be lowered. Further, when the amount of the photoradical polymerization initiator is too large, the durability of the obtained polarizing plate may be lowered.

In the present invention, the curable composition is an active energy ray which contains an epoxy compound and a (meth)acrylic compound having one or more (meth) acryloxy groups in the molecule. A curable compound is preferred. In the curable composition, the elastic modulus of the cured product obtained by curing the alicyclic epoxy-based compound and the cured product is 3,000 MPa or more, and has one or more (meth) acryloxy groups in the molecule. The (meth)acrylic compound is preferably an active energy ray-curable compound. By using an epoxy-based compound and a (meth)acrylic compound having one or more (meth)acryloxyl groups in the molecule, it is easier to use as an active energy ray-curable compound. The viscosity and the curing speed of the curable composition, the surface hardenability of the obtained protective layer, the adhesion to the polarizing film, and the elastic modulus are adjusted, and the hardness and mechanical strength are excellent, so that it can be effectively suppressed. A protective layer that shrinks the polarizing film under high temperature and high humidity. Further, the protective layer can be imparted with high adhesion, and a polarizing plate excellent in moist heat resistance can be provided.

When an epoxy compound and a (meth)acrylic compound having one or more (meth)acryloxy groups in the molecule are used in combination, one or more of these compounds have a total amount in the molecule. The content of the (meth)acryloxy-based (meth)acrylic compound is preferably from 30 to 70% by weight, preferably from 35 to 65% by weight, particularly preferably from 40 to 60% by weight. When the content is small, the shrinkage ratio of the polarizing plate may increase, and when the content ratio is large, the adhesion between the polarizing film and the protective layer may be insufficient.

Next, an antistatic agent will be described. In the present invention, the antistatic agent is contained in the curable composition used in forming the protective layer. Thereby, the antistatic agent is dispersed in the protective layer composed of the cured product of the curable composition, and the protective layer can be prevented from being charged. By imparting antistatic ability to the protective layer, for example, when the release film attached to the surface of the adhesive layer provided on the protective layer is peeled off, or on the liquid crystal cell, the adhesive provided on the protective layer is prevented. After the polarizing plate is attached to the polarizing plate, the polarizing plate is stripped off, and the static electricity is charged, and the liquid crystal driving device of the liquid crystal display device is effectively suppressed from being destroyed.

In the prior art, a method of forming a resin cured film (antistatic layer) containing an antistatic agent on a protective film such as a triacetonitrile cellulose film is known (for example, Patent Document 6 mentioned above). In the method, since the two-layer structure of the protective film and the antistatic layer is formed, there is a limit in the thin film formation of the polarizing plate. On the other hand, in the present invention, since the antistatic agent is imparted with antistatic property by dispersing the antistatic agent in the protective layer itself composed of the cured product of the curable composition, it is not necessary to additionally provide an antistatic layer. . Therefore, according to the present invention, it is possible to further reduce the thickness and weight of the polarizing plate. In addition, since a cured product of a curable composition containing an antistatic agent is used as a protective layer, an antistatic property can be imparted to the protective layer, and a polarizing plate can be thinned and lightened with the antistatic layer omitted, and simultaneously The thickness of the protective layer itself is reduced, the adhesion of the polarizing film is improved, the hardness of the protective layer is increased, and the shrinkage suppressing force of the polarizing film is improved.

The antistatic agent is not particularly limited, and examples thereof include an ionic compound, conductive fine particles, and a conductive polymer. The ionic compound may, for example, be an ionic compound having an organic cation and an ionic compound having an inorganic cation.

Examples of the ionic compound having an organic cation include 1-butylpyridinium tetrafluoroborate, 1-butylpyridinium hexafluorophosphate, 1-butyl-3-methylpyridinium tetrafluoroborate, and three 1-butyl-3-methylpyridinium fluoromethanesulfonate, 1-butyl-3-methylpyridinium bis(trifluoromethanesulfonate)imide, 1-butyl-3-methylpyridinium Bis(pentafluoroethanesulfonyl)imide, 1-butyl-4-methylpyridinium hexafluorophosphate, 1-hexylpyridinium tetrafluoroborate, 1-hexylpyridinium hexafluorophosphate, hexafluorophosphate 1-octylpyridinium salt, 2-methyl-1-pyrroline tetrafluoroborate, 1-ethyl-2-phenylindole tetrafluoroborate, 1,2-dimethylhydrazine tetrafluoroborate, four 1-ethylcarbazole fluoroborate, 1-ethyl-3-methylimidazolium tetrafluoroborate, 1-ethyl-3-methylimidazolium acetate, 1-ethyl-3-methyl trifluoroacetate Imidazolium salt, 1-ethyl-3-methylimidazolium pentafluorobutyrate, 1-ethyl-3-methylimidazolium trifluoromethanesulfonate, 1-ethyl perfluorobutanesulfonate 3-methylimidazolium salt, 1-ethyl-3-methylimidazolium dicyandiamide, 1-ethyl-3-methylimidazolium bis(trifluoromethanesulfonate)imide, 1-ethyl- 3-methylimidazolium double Pentafluoroethanesulfonate, imine, 1-ethyl-3-methylimidazolium (trifluoromethanesulfonate) imine, 1-butyl-3-methylimidazolium methanesulfonate, tetrafluoroboric acid 1-butyl-3-methylimidazolium salt, 1-butyl-3-methylimidazolium hexafluorophosphate, 1-butyl-3-methylimidazolium trifluoroacetate, heptafluorobutyric acid 1 -butyl-3-methylimidazolium salt, 1-butyl-3-methylimidazolium trifluoromethanesulfonate, 1-butyl-3-methylimidazolium perfluorobutanesulfonate, 1- Butyl-3-methylimidazolium bis(trifluoromethanesulfonate)imide, 1-hexyl-3-methylimidazolium bromide salt, 1-hexyl-3-methylimidazolium chloride salt, tetrafluoro 1-hexyl-3-methylimidazolium borate, 1-hexyl-3-methylimidazolium hexafluorophosphate, 1-hexyl-3-methylimidazolium trifluoromethanesulfonate, 1-fluoroborate Octyl-3-methylimidazolium salt, 1-octyl-3-methylimidazolium hexafluorophosphate, 1-hexyl-2,3-dimethylimidazolium tetrafluoroborate, 1,2-di Methyl-3-propylimidazolium bis(trifluoromethanesulfonate)imide, 1-ethyl-3-methylimidazolium hexafluorophosphate, 1-ethyl-3-methylimidazolium p-toluenesulfonate Bismuth salt, 1-methylpyrazolium tetrafluoroborate, 3-methyl tetrafluoroborate Pyrazolium salt, 1-butyl-1-methylpyrrolidinium hexafluorophosphate, tetrabutylammonium hexafluorophosphate, tetrabutylammonium p-toluenesulfonate, tetrahexammonium bis(trifluoromethanesulfonate)imide , N,N-diethyl-N-methyl-N-(2-methoxyethyl)ammonium tetrafluoroborate, N,N-diethyl-N-methyl-N-(2-methoxy Ethyl ethyl) ammonium bis(trifluoromethanesulfonate)imide, diallyldimethylammonium tetrafluoroborate, diallyldimethylammonium trifluoromethanesulfonate, diallyldimethylammonium Bis(trifluoromethanesulfonate)imide, diallyldimethylammonium bis(pentafluoroethanesulfonyl)imide, trifluoromethanesulfonate glycidyl trimethylammonium, epoxypropyl trimethyl Ammonium bis(trifluoromethanesulfonate)imide, epoxypropyltrimethylammonium bis(pentafluoroethanesulfonyl)imide, 1-butylpyridinium (trifluoromethanesulfonate) trifluoroacetamide , 1-butyl-3-methylpyridinium (trifluoromethanesulfonate) trifluoroacetamide, 1-ethyl-3-methylimidazolium (trifluoromethanesulfonate) trifluoroacetamide, two Allyldimethylammonium (trifluoromethanesulfonate) trifluoroacetamide, epoxypropyltrimethylammonium (trifluoromethanesulfonate) trifluoroacetamide, N,N-dimethyl-N -ethyl-N-propylammonium bis(trifluoromethanesulfonate)imide, N,N-dimethyl-N-B -N-butylammonium bis(trifluoromethanesulfonate)imide, N,N-dimethyl-N-ethyl-N-amylammonium bis(trifluoromethanesulfonate)imide, N,N- Dimethyl-N-ethyl-N-hexyl ammonium bis(trifluoromethanesulfonate)imide, N,N-dimethyl-N-ethyl-N-heptyl ammonium bis(trifluoromethanesulfonate) Imine, N,N-dimethyl-N-ethyl-N-decyl ammonium bis(trifluoromethanesulfonate)imide, N,N-dimethyl-N,N-dipropylammonium double Iridin, N,N-dimethyl-N-propyl-N-butylammonium bis(trifluoromethanesulfonate)imide, N,N-dimethyl-N-propyl -N-amylammonium bis(trifluoromethanesulfonate)imide, N,N-dimethyl-N-propyl-N-hexylammonium bis(trifluoromethanesulfonate)imide, N,N-di Methyl-N-propyl-N-heptyl ammonium bis(trifluoromethanesulfonate)imide, N,N-dimethyl-N-butyl-N-hexylammonium bis(trifluoromethanesulfonate) Amine, N,N-dimethyl-N-butyl-N-heptyl ammonium bis(trifluoromethanesulfonate)imide, N,N-dimethyl-N-pentyl-N-hexylammonium bis ( Trifluoromethanesulfonate)imine, N,N-dimethyl-N,N-dihexylammonium bis(trifluoromethanesulfonate)imide, trimethylheptylammonium bis(trifluoromethanesulfonate) Amine, N,N-diethyl-N-methyl-N-propylammonium bis(trifluoromethanesulfonate)imide, N,N-diethyl-N-methyl-N-amylammonium (Trifluoromethanesulfonate) imine, N,N-diethyl-N-methyl-N-heptyl ammonium bis(trifluoromethanesulfonate)imide, N,N-diethyl-N-propyl Benzyl-N-amylammonium bis(trifluoromethanesulfonate)imide, triethylpropylammonium bis(trifluoromethanesulfonate)imide, triethylammonium bis(trifluoromethanesulfonate) Amine, triethylheptyl ammonium bis(trifluoromethanesulfonate)imide, N,N-dipropyl-N-methyl-N-ethylammonium bis(trifluoromethanesulfonate)imide, N, N-dipropyl-N-methyl-N-pentyl ammonium bis(trifluoromethanesulfonate)imide, N,N-dipropyl-N-butyl-N-hexylammonium bis(trifluoromethanesulfonate醯)imine, N,N-dipropyl-N,N-dihexylammonium bis(trifluoromethanesulfonate)imide, N,N-dibutyl-N-methyl-N-amylammonium (Trifluoromethanesulfonate) imine, N,N-dibutyl-N-methyl-N-hexyl ammonium bis(trifluoromethanesulfonate)imide, trioctylmethylammonium bis(trifluoromethanesulfonate醯)imine, trioctylmethylammonium hexafluorophosphate, N-methyl-N-ethyl-N-propyl-N-pentyl ammonium bis(trifluoromethanesulfonate)imide, (2-hydroxyl Ethyl)trimethylammonium bis(trifluoromethanesulfonate)imide, dimethylphosphinic acid (2-hydroxyethyl)trimethylammonium, and the like.

Examples of the ionic compound having an inorganic cation include lithium bromide, lithium iodide, lithium tetrafluoroborate, lithium hexafluorophosphate, lithium thiocyanate, lithium perchlorate, lithium trifluoromethanesulfonate, and lithium bis(trifluoromethanesulfonate). Imine, lithium bis(pentafluoroethanesulfonyl)imide, ginseng (trifluoromethanesulfonate) methylated lithium, and the like.

Examples of the conductive fine particles include conductive tin doped with antimony, tin oxide doped with phosphorus, antimony oxide, zinc antimonate, titanium oxide, zinc oxide, ITO (Indium Tin Oxide), and the like. Sexual inorganic particles.

The conductive polymer may, for example, be polyaniline, polypyrrole, polyacetylene or polythiophene.

Among the above-mentioned antistatic agents, since the compatibility with the active energy ray-curable compound is excellent, it is preferred to use an ionic compound, preferably an ionic compound having an organic cation, and an ionic compound having an organic cation. It is more preferable to use a sulfonium salt compound.

These antistatic agents may be used alone or in combination of two or more. Further, examples of the antistatic agent are not limited to the above-exemplified substances.

Since the protective layer is preferably optically transparent, the antistatic agent to be used is preferably one which does not impede light scattering or the like and does not hinder the optical transparency of the protective layer.

The antistatic agent is preferably added in an amount of 0.5 to 20 parts by weight, preferably 2 to 15 parts by weight, more preferably 4 to 10 parts by weight, per 100 parts by weight of the active energy ray-curable compound contained in the curable composition. Better. When the amount of the antistatic agent added is small, the antistatic property of the protective layer may be insufficient. On the other hand, when the amount of the antistatic agent added is too large, the adhesion between the polarizing film and the protective layer may be lowered. In addition, since the optimum amount of the antistatic agent varies depending on the type of the antistatic agent to be used or the type of the active energy ray-curable compound, the surface resistivity of the protective layer to be described later becomes 1.0 × 10 ^{It is} preferable to adjust the addition amount within the above range in a manner of ¹³ Ω/□ or less.

The curable composition may contain a coating agent as needed in addition to the active energy ray-curable compound, the antistatic agent, and the polymerization initiator. When the curable composition is applied to a polarizing film or a substrate, when the coating property applied to the polarizing film or the substrate is insufficient, or when the cured product has poor surface properties, the coating is added. The agent can be improved. As the coating agent, various compounds such as polyoxymethylene, fluorine, polyether, acrylic copolymer, and titanate can be used. These leveling agents may be used alone or in combination of two or more.

The above-mentioned leveling agent is preferably added in an amount of 0.01 to 1 part by weight, preferably 0.1 to 0.7 part by weight, more preferably 0.2 to 0.5 part by weight, based on 100 parts by weight of the active energy ray-curable compound contained in the curable composition. good. When the amount of the coating agent added is small, the improvement in coatability or surface properties may be insufficient. Further, when the amount of the coating agent added is too large, the adhesion between the polarizing film and the protective layer may be lowered.

Further, the curable composition may contain a photosensitizer as needed. By using a photosensitizer, the reactivity of cationic polymerization and/or radical polymerization of the active energy ray-curable compound can be improved, and the mechanical strength of the protective layer or the adhesion of the protective layer to 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 photoreductive dye. Specific photosensitizers include, for example, benzoin methyl ether, benzoin isopropyl ether, benzoin derivatives of α,α-dimethoxy-α-phenylacetophenone; such as benzophenone, 2, 4-Dichlorobenzophenone, methyl ortho-benzoylbenzoate, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino) a benzophenone derivative of benzophenone; a thioxanthone derivative such as 2-chlorothioxanthone or 2-isopropylthioxanthone; such as 2-chloroindole and 2-methylindole Anthracene derivatives; such as N-methylacridone, acridinone derivatives of N-butylacridone; others such as α,α-diethoxyethyl benzene, benzoin ( Benzil), anthrone, xanthone, uranyl compound, halogen compound, etc., but are not limited thereto. Further, 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 active energy ray-curable compound.

In the active energy ray-curable compound, a conventional polymer additive which is usually used in a polymer material may be added. For example, a phenol-based or amine-based primary antioxidant, a sulfur-based secondary antioxidant, a hindered amine-based light stabilizer (HALS), a benzophenone-based, a benzotriazole-based, or a benzoate-based system Such as UV absorbers.

Further, the curable composition may contain a solvent as needed. The solvent is appropriately selected depending on the solubility of the components constituting the curable composition. The solvent to be generally used may, for example, be an aliphatic hydrocarbon such as n-hexane or cyclohexane; an aromatic hydrocarbon such as toluene or xylene; an alcohol such as methanol, ethanol, propanol, isopropanol or n-butanol. a ketone such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone; an ester such as methyl acetate, ethyl acetate or butyl acetate; such as methyl cyproterone, ethyl Sai Su, butyl 赛 璐 赛 赛 赛 赛 ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; The blending ratio of the solvent is appropriately determined from the viewpoints of the viscosity of the curable composition required for the workability such as film formability.

A method of forming a protective layer containing the above antistatic agent on one surface or both surfaces of a polarizing film may, for example, be as follows. First, the curable composition is applied to a substrate such as a polyethylene terephthalate film (PET film). Then, after drying to remove the solvent, the substrate having the coating film composed of the curable composition is attached to the polarizing film so that the coating film side becomes the bonding surface. At this time, when a protective layer containing an antistatic agent was laminated on both surfaces of the polarizing film, two substrates having a coating film were produced, and the two substrates were bonded to both surfaces of the polarizing film. Then, the laminated body is irradiated with an active energy ray such as visible light, ultraviolet light, X-ray, or electron beam, or heated to cure the coating film composed of the curable composition to form a protective layer. Finally, the substrate is peeled off to obtain a polarizing plate having a protective layer containing an antistatic agent on one side or both sides of the polarizing film. In consideration of the thinness and lightness, the thickness of the protective layer containing the antistatic agent is preferably as small as possible. However, when the protective layer is excessively thinned, the polarizing film cannot be sufficiently protected, and handleability is not good. Therefore, the thickness of the protective layer containing the antistatic agent is preferably from about 1 to 35 μm.

The protective layer may be formed by directly applying the curable composition to the polarizing film and hardening it, but when the curable composition contains a solvent and is hardened after the drying step, the polarizing film is prevented from being solvent-etched. Or in the viewpoint of shrinkage at a drying temperature, the above method is preferred. Further, when a protective layer containing an antistatic agent is formed on both surfaces of the polarizing film, the components of the curable composition for forming the two protective layers may be the same or different.

Further, when a protective layer containing an antistatic agent is formed only on one side of the polarizing film, a protective layer containing no antistatic layer may be laminated on the other side of the polarizing film (for example, by containing no antistatic agent) A protective layer composed of a cured product of a curable composition similar to the above-described curable composition, and a conventional protective film such as a triacetyl cellulose film may not be provided with a protective layer.

When the coating film composed of the curable composition is cured by irradiation of the 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, or a high-pressure mercury lamp having a light-emitting distribution at a wavelength of 400 nm or less can be used. , ultra-high pressure mercury lamp, chemical lamp, black light, microwave excited mercury lamp, metal halide lamp, etc. The illuminating intensity of the curable composition may vary depending on each of the compositions, but the irradiation intensity in a wavelength region effective to activate the photoradical polymerization initiator and/or the photocationic polymerization initiator is 10 to 2500 mW. /cm ^{2 is} better. When the illuminating intensity of the curable composition is less than 10 mW/cm ² , the reaction time becomes too long, and if it exceeds 2500 mW/cm ² , the heat radiated from the lamp and the curable composition are carried out. The exotherm during polymerization may cause yellowing of the curable composition or deterioration of the polarizing film. The illumination intensity of the curable composition is controlled for each of the compositions, and is not particularly limited. However, it is preferable that the integrated light amount indicating the product of the irradiation intensity and the irradiation time is 10 to 2500 mJ/cm ² . When the amount of light accumulated in the curable composition is small, the amount of active species derived from the polymerization initiator may be insufficient, and the resulting protective layer may not be sufficiently hardened. Further, if the amount of accumulated light is too large, the irradiation time becomes long, which is unfavorable for improving productivity. Further, it is preferred that the active energy ray is irradiated so as not to lower the various properties such as the degree of polarization and the transmittance of the polarizing film.

The protective layer containing the antistatic agent obtained as described above has a surface resistance value of 1.0×10 ¹³ Ω/□ or less under conditions of 23° C. and 55% RH, and is 2.0×10 ¹² Ω/□ or less. Preferably, it is preferably 5.0×10 ¹¹ Ω/□ or less. When the surface resistance value is large, the possibility of damaging the liquid crystal driving device of the liquid crystal display device is increased when the release film on the adhesive layer is peeled off or when the polarizing plate is peeled off from the liquid crystal cell, which is not preferable. The surface resistance value of the protective layer containing the antistatic agent can be determined by considering the type of the antistatic agent to be used or the type of the active energy ray-curable compound, and the amount of the antistatic agent to be added can be appropriately adjusted.

<Optical components and liquid crystal display devices>

The optical component of the present invention comprises a laminate of the polarizing plate and the optical functional layer, and specifically has a structure in which an optical functional layer is provided on a protective layer of the polarizing plate. The optical functional layer is not particularly limited, and conventional materials can be used. Specific examples of the optical functional layer include a reflective layer, a semi-transmissive reflective layer, a light diffusion layer, a retardation layer, a concentrating plate, and a brightness enhancement film.

The reflective layer can be formed, for example, by providing a foil formed of a metal such as aluminum or a vapor deposited film on a protective layer of a polarizing plate. The semi-transmissive reflective layer can be formed by forming a reflective layer into a semi-mirror surface or by providing a reflective sheet containing pearl pigment or the like and exhibiting light transmittance on the protective layer. The light-diffusing layer can be formed by a method of matte treating the protective layer, a method of applying a resin containing fine particles, a method of adhering a film containing fine particles, and the like.

The phase difference layer is used for the purpose of compensating for the phase difference caused by the liquid crystal cell, and the like, for example, a birefringent film composed of a stretched film of various plastics or the like, and a discotic liquid crystal or A nematic liquid crystal oriented film, a liquid crystal layer formed on the film substrate, or the like. At this time, it is preferable to use a cellulose-based film such as triacetyl cellulose for the film substrate supporting the alignment liquid crystal layer.

The concentrating plate can be formed as a 稜鏡 array sheet or a lens array sheet, or a sheet with dots attached, for the purpose of controlling the optical path and the like.

The brightness-increasing film is used for the purpose of improving the brightness of a liquid crystal display device or the like, and examples thereof include a film of a film in which a plurality of refractive indices have different refractive indices, and are designed to have anisotropy in reflectance. The reflective polarizing separation sheet, a circularly polarizing separation sheet obtained by supporting an oriented film of a cholesteric liquid crystal polymer or an oriented liquid crystal layer on a film substrate.

The optical functional layer may be used alone or in combination of two or more. The optical functional layer is bonded to the protective layer and the optical functional layers are bonded to each other, and an adhesive or an adhesive can be used.

The polarizing plate or optical component of the present invention is suitable for use in a liquid crystal display device. At this time, the polarizing plate or the optical component of the present invention is disposed on a single piece or both sides of the liquid crystal cell. The polarizing plates or optical components disposed on both sides of the liquid crystal cell may be the same or different.

(Example)

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

(Manufacturing Example 1: Production of Polarized Film)

A polyvinyl alcohol film having an average degree of polymerization 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 iodine/potassium iodide/water at a weight ratio of 0.02 at 30 ° C. In an aqueous solution of /2/100. 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. Subsequently, the mixture was washed with pure water at 8 ° C, and then dried at 65 ° C to obtain a polarizing film (thickness: 30 μm) in which iodine was adsorbed in a polyvinyl alcohol. The extension is mainly carried out in the steps of iodine dyeing and boric acid treatment, and the total stretching ratio is 5.3 times.

(Production Example 2: Modulation of Curable Composition I Containing Antistatic Agent)

First, the following components are mixed to obtain a curable composition A.

3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexylcarboxylate (manufactured by DAICEL Chemical Co., Ltd., CELLOXIDE 2021P): 35 parts

Bis(3-ethyl-3-oxetanylmethyl)ether (manufactured by Toago Corporation, ARON OXETANE OXT-221): 15 parts

Tricyclodecane dimethanol diacrylate (manufactured by Shin-Nakamura Chemical Industry Co., Ltd., A-DCP): 50 parts

2-hydroxy-2-methyl-1-phenylpropan-1-one (manufactured by Ciba Specialty Chemicals, DAROCURE 1173, photoradical polymerization initiator): 2.5 parts

Bis(hexafluorophosphate) 4,4'-bis[diphenylindenyl]diphenyl sulfide salt photocationic polymerization initiator (manufactured by DAICEL-CYTEC Co., Ltd., UVACURE 1590): 2.5 parts

Next, 100 parts of the curable composition A and 4 parts of the aliphatic amine-based ionic compound (a) shown below as an antistatic agent are mixed to obtain a curable composition containing an antistatic agent. I.

(Production Example 3: Modulation of Curable Composition II Containing Antistatic Agent)

In the production example 2, the hardening composition II containing an antistatic agent was obtained in the same manner as in Production Example 2 except that the amount of the aliphatic amine-based ionic compound (a) was changed to 6 parts.

(Production Example 4: Modulation of Curable Composition III Containing Antistatic Agent)

In the production example 2, the curable composition III containing an antistatic agent was obtained in the same manner as in Production Example 2 except that the amount of the aliphatic amine-based ionic compound (a) was changed to 10 parts.

(Manufacturing Example 5: Modulation of Curable Composition IV Containing Antistatic Agent)

In the production example 2, except that the aliphatic amine-based ionic compound (b) shown below was used in the same manner as in Production Example 2 except that the aliphatic amine-based ionic compound (a) was used in the same manner as in the production example 2, The hardenable composition IV of the electrostatic agent.

(Production Example 6: Modulation of the curable composition V containing an antistatic agent)

In the production example 2, except that the aliphatic amine-based ionic compound (b) was used in an amount of 6 parts, and the aliphatic amine-based ionic compound (a) was used, the same procedure as in the production example 2 was carried out to obtain a hardening agent containing an antistatic agent. Sex composition V.

(Example 1)

The curable composition I containing the antistatic agent obtained in Production Example 2 was coated on a polyethylene terephthalate (PET) film (manufactured by Toyobo Co., Ltd., ESTER FILM E5100) using a bar coater #7. . Then, two PET films each having a coating film formed of the curable composition were placed, and the coating film side was used as a bonding surface, and the bonding device (made by FUJIPLA Co., Ltd., LPA3301) was attached. Both sides of the polarizing film obtained in Production Example 1 were produced. Then, the laminated body was irradiated with ultraviolet rays at a cumulative light amount of 1500 mJ/cm ² by a D valve manufactured by FUSION UV SYSTEMS, and the coating films on both sides were cured. Finally, the PET film on both sides was peeled off to obtain a polarizing plate having a protective layer (hardened coating film) having a thickness of 12 μm each and having a protective layer having an antistatic property on both surfaces of the polarizing film. When the thickness of the polarizing plate was measured using a film thickness measuring device (manufactured by Nikon Co., Ltd., ZC-101), the result was 54 μm (the thickness of the polarizing plate or the polarizing film was also measured by the same measurement method in the following examples and comparative examples).

(Examples 2 to 5)

A polarizing plate was obtained in the same manner as in Example 1 except that the curable compositions II to V containing the antistatic agent obtained in Production Examples 3 to 6 were used instead of the curable composition I containing the antistatic agent.

(Comparative Example 1)

A polarizing plate was obtained in the same manner as in Example 1 except that the curable composition A (containing no antistatic agent) was used instead of the curable composition I containing an antistatic agent.

(Comparative Example 2)

A protective film made of triacetyl cellulose (TAC) having a thickness of 80 μm is applied to both sides of a polarizing film (thickness: 30 μm) obtained by directing iodine adsorption to a polyvinyl alcohol resin film, and is coated on one side. A polarizing plate having an antistatic layer on the TAC (manufactured by Sumitomo Chemical Co., Ltd., SRH862AP8-LT4-S/81-GS).

(Comparative Example 3)

The polarizing film obtained in Production Example 1 was used alone.

For the polarizing plates of Examples 1 to 5 and Comparative Example 1, the adhesion test between the protective layer and the polarizing film was performed. Further, the polarizing plates of Examples 1 to 5 and Comparative Examples 1 to 2 and the polarizing film of Comparative Example 3 were evaluated for antistatic properties. The results are shown in Table 1.

Furthermore, the measurement method of each test is as follows.

[Adhesion test]

After bonding the polarizing plate to the glass via the adhesive, 100 pieces of 1 mm square checkerboard were punched on the surface of the protective layer using a cutting blade, and the test was performed after the glass tape was peeled off and the test was performed. The number of checkers remaining in the checkerboard without being peeled off. As a result, in any of the polarizing plates, the number of remaining checkerboards is 100. In Table 1, "A" indicates that the number of remaining checkers is 100/100.

[Antistatic agent evaluation]

The surface resistance value of the obtained polarizing plate was measured under the conditions of 23 ° C and 55% RH using a surface original resistance measuring device [Hirest-up MCP-HT450 "trade name" manufactured by Mitsubishi Chemical Corporation). Antistatic. The evaluation of the antistatic property was carried out immediately after the production of a polarizing plate (a polarizing film in Comparative Example 3).

The embodiments and examples disclosed herein are to be considered as illustrative and not restrictive. The scope of the present invention is defined by the scope of the claims and the scope of the claims.

Claims (9)

A polarizing plate which is a polarizing plate having a protective layer on at least one surface of a polarizing film obtained by adsorbing a dichroic dye to a polyvinyl alcohol-based resin film, wherein the protective layer is selected from a cationic system An active energy ray-curable compound composed of a curable compound and a radical curable compound, a polymerization initiator, and a cured product of a curable composition of an antistatic agent, wherein the surface resistivity of the protective layer is 10 ¹³ Ω/□ or less, the curable composition contains 0.5 to 20 parts by weight of the polymerization initiator, and 100 parts by weight of the active energy ray-curable compound, based on 100 parts by weight of the active energy ray-curable compound. An epoxy-based compound containing 0.5 to 20 parts by weight of the antistatic agent and having at least two epoxy groups in the molecule is used as the active energy ray-curable compound. The polarizing plate of claim 1, wherein the antistatic agent is an ionic compound. The polarizing plate according to claim 1 or 2, wherein the curable composition contains an epoxy compound having at least one epoxy group bonded to an alicyclic ring as the active energy ray hardening. Sex compounds. The polarizing plate of claim 3, wherein the curable composition further comprises an oxetane compound as the aforementioned active energy Linear curable compound. The polarizing plate of claim 3, wherein the curable composition further comprises a (meth)acrylic compound having at least one (meth)acryloxy group in the molecule as the active energy Linear curable compound. An optical component comprising the laminate of a polarizing plate and an optical functional layer according to any one of claims 1 to 5. The optical component of claim 6, wherein the optical functional layer is a phase difference layer. The optical component of claim 6, wherein the optical functional layer is a brightness enhancement film. A liquid crystal display device, which is disposed on one side of a liquid crystal cell or an optical component according to any one of claims 6 to 5, or an optical component according to any one of claims 6 to 8. Made of two sides.