KR102430597B1 - Polarizing plate and method for preparing the same - Google Patents

Abstract

The present application relates to a polarizing plate and a method for manufacturing the same. The polarizer may include a polarizer; a first coating layer having a modulus of 2,000 Mpa or less; and a tacky second coating layer in sequence.

Description

Polarizing plate and method for preparing the same

The present application relates to a polarizing plate and a method for manufacturing the same.

In a liquid crystal display device, a polarizing plate may be used by being attached to a glass substrate forming the surface of the liquid crystal panel. Specifically, the polarizing plate includes a polarizer, which is a functional sheet capable of extracting only light vibrating in one direction from incident light while vibrating in several directions, and protective films may be attached to both surfaces of the polarizer. In addition, the polarizing plate may further include an adhesive layer formed under the protective film and used to attach the liquid crystal panel and the polarizing plate.

On the other hand, a polarizer made of a hydrophilic resin such as polyvinyl alcohol is vulnerable to moisture. Therefore, a protective film is used to compensate for dimensional stability degradation, optical properties degradation, or durability degradation under humidification conditions, and the protective film is generally attached to both surfaces of the polarizer. However, recently, as the demand for a polarizing plate having a thinner and lighter structure increases, development of a polarizing plate to which a protective film is not attached to one side of the polarizer is being developed. In the case of a polarizing plate in which the protective film is omitted on one side, it is necessary to secure durability and dimensional stability for the polarizer side in which the protective film is omitted, so that the so-called hard coating layer is located on one surface of the polarizer in which the protective film is omitted. can For example, the polarizing plate may include a protective film, a polarizer, a hard coating layer, and an adhesive.

One object of the present application is to provide a polarizing plate in which a protective film is omitted from one side of the polarizer.

Another object of the present application is to provide a polarizing plate sequentially including a first coating layer having excellent dimensional stability and durability on one surface of the polarizer, and a second adhesive coating layer.

Another object of the present application is to provide a method of manufacturing a polarizing plate capable of simplifying the polarizing plate manufacturing process.

The above and other objects of the present application can all be solved by the present application described in detail below.

In an example related to the present application, the present application relates to a polarizing plate. The polarizer includes a polarizer, a first coating layer; and a tacky second coating layer in sequence. The first coating layer is a configuration that can replace the protective film, and the second coating layer is a configuration that can attach a polarizing plate to another device, for example, a liquid crystal panel. In general, when a protective film is laminated on both sides of a polarizer, since it is necessary to attach two separate protective films and a polarizer, there is a limit to thinning. In addition, after laminating the protective film, a lamination or adhesive application process for forming an adhesive layer is additionally performed. However, in the present application, since both the first coating layer that can replace the protective film and the second coating layer, which is an adhesive layer, are formed through a single coating process, it is advantageous for thinning the adhesive polarizing plate and simplifies the related process, as will be described below. can do.

In the present application, the type or configuration of the polarizer is not particularly limited. For example, a polarizer in which a dichroic dye is adsorbed and oriented on a polyvinyl alcohol-based resin film may be used as the polarizer. The polyvinyl alcohol-based resin constituting the polarizer may be obtained by, for example, gelling a polyvinyl acetate resin. Examples of the polyvinyl acetate resin include a homopolymer of vinyl acetate; and copolymers of vinyl acetate and other monomers copolymerizable therewith may be used. Examples of the monomer copolymerizable with vinyl acetate include one or a mixture of two or more of unsaturated carboxylic acids, olefins, vinyl ethers, unsaturated sulfonic acids, and acrylamides having an ammonium group, but is not limited thereto. The degree of gelation of the polyvinyl alcohol resin may be usually about 85 mol% to 100 mol%, preferably 98 mol% or more. The polyvinyl alcohol resin may be further modified, for example, polyvinyl formal or polyvinyl acetal modified with aldehydes may be used.

In one example, the polarizing plate of the present application may not include a separate adhesive (adhesive) between the first coating layer and the polarizing plate and between the second coating layer and the first coating layer. More specifically, one surface of the first coating layer may be in direct contact with one surface of the polarizer, and one surface of the second coating layer may be in direct contact with one surface opposite to one surface of the first coating layer in direct contact with the polarizer. That is, as will be described below, in the polarizing plate of the present application, the composition for forming the first coating layer and the composition for forming the second coating layer are simultaneously supplied on one surface of the polarizer, and the composition for forming the first coating layer and the second coating layer are formed The composition for is sequentially applied on one surface of the polarizer in an uncured state, and then the composition can be prepared through a process of curing.

In one example, when the first coating layer and the second coating layer or the first coating layer and the polarizer are positioned so as to be in direct contact as described above, a protective film may be positioned on the opposite surface of one surface of the polarizer in direct contact with the first coating layer. . That is, the polarizing plate of the present application may include a protective film on only one side thereof. The type of the protective film is not particularly limited. For example, as a protective film, For example, Cellulose-type films, such as a TAC film; a polyester-based film such as a poly(ethylene terephthalate) (PET) film; polycarbonate-based film; polyethersulfone-based film; An acrylic film and/or a polyethylene film, a polypropylene film, a polyolefin-based film including a cyclo- or norbornene structure, or a polyolefin-based film such as an ethylene-propylene copolymer film may be used, but is not limited thereto. The protective film may be attached to the polarizer through, for example, an adhesive layer commonly used for attachment of the protective film.

In one example, the first coating layer may have a thickness of 50 μm or less. Specifically, the thickness of the first coating layer may be 45 μm or less, 40 μm or less, 35 μm or less, 30 μm or less, 25 μm or less, 20 μm or less, 15 μm or less, or 10 μm or less. And, the lower limit is not particularly limited, but may be 5 μm or more. When the above range is satisfied, the first coating layer may provide sufficient durability even though it is a thin film.

In one example, the second coating layer may have a thickness of 100 μm or less. Specifically, the thickness of the second coating layer may be 90 μm or less, 80 μm or less, 70 μm or less, 60 μm or less, 50 μm or less, 40 μm or less, 30 μm or less, or 20 μm or less. And, the lower limit is not particularly limited, but may be 10 μm or more or 15 μm or more. When the above range is satisfied, the second coating layer may provide suitable adhesive properties even though it is a thin film.

In the present application, the first coating layer has a modulus of 2,000 Mpa or less. The modulus may be a storage elastic modulus measured at room temperature according to a method described in Examples below. In the present application, “room temperature” refers to a temperature in a reduced or non-heated state, for example, a temperature within the range of 23 to 35 °C. More specifically, the first coating layer may have a modulus of 1,900 Mpa or less, 1,800 Mpa or less, 1,700 Mpa or less, 1,600 Mpa or less, 1,500 Mpa or less, 1,400 Mpa or less, 1,300 Mpa or less, 1,200 Mpa or less, or 1,100 Mpa or less. . And the lower limit may be, for example, 800 Mpa or more, 900 Mpa or more, or 1,000 Mpa or more. In the case of a polarizer, contraction and expansion may be repeated under high temperature/high humidity conditions. When the first coating layer satisfies the above modulus, the pressure-sensitive adhesive polarizer may not be destroyed by stress generated during contraction and expansion.

In one example, the first coating layer may include a cured product of the first composition including the first resin (or polymer) having a glass transition temperature in the range of 50 to 120 °C. Specifically, the glass transition temperature of the first resin may be 55 ℃ or more, 60 ℃ or more, 65 ℃ or more, 70 ℃ or more, 75 ℃ or more, 80 ℃ or more, or 85 ℃ or more, and the upper limit thereof is, for example, 115 ℃ or less, 110 ℃ or less, 105 ℃ or less, 100 ℃ or less, 95 ℃ or less, or 90 ℃ or less. When the first coating layer is formed from the first resin-containing composition having the glass transition temperature range, it is advantageous to protect the polarizer, and can provide excellent durability to the pressure-sensitive adhesive polarizing plate. When the glass transition temperature is out of the above range, it is difficult to provide the above functions under high temperature/high humidity conditions.

As long as the modulus and/or the glass transition temperature are satisfied, the specific configuration of the first composition for forming the first coating layer is not particularly limited.

In one example, the first resin may have a polymerization unit derived from an alicyclic (meth) acrylate and a nitrogen-containing (meth) acrylate. In the present application, the "polymerization unit" may mean a state in which the predetermined monomer is polymerized and included in the main chain or side chain of a resin, polymer, or polymerization reactant formed by polymerization of a predetermined monomer, which is one impression.

The alicyclic (meth) acrylate means (meth) acrylate having a carbon ring in which an unsaturated bond does not exist in a functional group. In this case, the carbon ring may be a single ring or a polycyclic ring. For example, the alicyclic (meth) acrylate may be meth (acrylate) containing a cycloalkyl group. The carbon number of the cycloalkyl group may be, for example, in the range of 3 to 20. Although not particularly, the cycloalkyl group-containing (meth)acrylate is, for example, cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate, trimethylcyclohexyl (meth)acrylate or isobornyl. (meth)acrylates may be used. When the monomer component having a carbon ring as described above is used to form the first resin, it may be advantageous for the first resin to have the above-described glass transition temperature.

The type of the nitrogen-containing (meth)acrylate is not particularly limited. These monomers can improve the adhesion between the second coating layer and the adjacent layer.

In one example, as the nitrogen-containing (meth)acrylate, (meth)acrylamide or a derivative of (meth)acrylamide may be used. Specific examples of the (meth)acrylamide derivative include, for example, N-methyl(meth)acrylamide, N,N-dimethyl(meth)acrylamide, N,N-diethyl(meth)acrylamide, N-isopropyl(meth) N-alkyl group-containing (meth)acrylamide derivatives, such as acrylamide, N-butyl (meth)acrylamide, and N-hexyl (meth)acrylamide; N-hydroxyalkyl group-containing (meth)acrylamide derivatives such as N-methylol (meth)acrylamide, N-hydroxyethyl (meth)acrylamide, and N-methylol-N-propane (meth)acrylamide; N-aminoalkyl group-containing (meth)acrylamide derivatives such as aminomethyl (meth)acrylamide and aminoethyl (meth)acrylamide; N-alkoxy group-containing (meth)acrylamide derivatives such as N-methoxymethylacrylamide and N-ethoxymethylacrylamide; N-mercaptoalkyl group-containing (meth)acrylamide derivatives, such as mercaptomethyl (meth)acrylamide and mercaptoethyl (meth)acrylamide, etc. are mentioned. Moreover, as a heterocyclic-containing (meth)acrylamide derivative in which the nitrogen atom of the (meth)acrylamide group forms a heterocyclic ring, For example, (meth)acryloylmorpholine, N-acryloylpiperidine, N-methacryl Roylpiperidine, N-acryloylpyrrolidine, etc. are mentioned.

In another example, the nitrogen-containing (meth) acrylate is 2-isocyanatoethyl (meth) acrylate, 3-isocyanatopropyl (meth) acrylate or 4-isocyanatobutyl ( Meth)acrylates may be used.

In one example, the first resin may further include a polymerization unit derived from a monomer having a crosslinkable functional group. That is, the first resin may be a crosslinkable polymer having a crosslinkable functional group. The crosslinkable functional group imparts adhesiveness to the cured product of the first composition through a reaction with a crosslinking agent described below.

Examples of the crosslinkable functional group include a hydroxyl group, a carboxyl group, an epoxy group, an isocyanate group, or a nitrogen-containing functional group. As long as such a crosslinkable functional group can be provided, the type of specific compound is not particularly limited.

In one example, as the monomer having a crosslinkable functional group, a hydroxyl group-containing monomer such as a hydroxyl group alkyl (meth)acrylate or a hydroxy alkylene glycol (meth)acrylate may be used. or (meth)acrylic acid, 2-(meth)acryloyloxyacetic acid, 3-(meth)acryloyloxypropyl acid, 4-(meth)acryloyloxybutyric acid, acrylic acid duplex, itaconic acid, maleic acid and a carboxyl group-containing monomer such as maleic anhydride may be used in forming the first resin as a monomer having a crosslinkable functional group.

In one example, the first resin may have a midrange average molecular weight within the range of 500,000 to 3,000,000. More specifically, the first resin may have a molecular weight of 600,000 or more, 700,000 or more, 800,000 or more, 900,000 or more, 1,000,000 or more, or 1,100,000 or more, and the upper limit thereof is 2,500,000 or less, 2,400,000 or less, 2,300,000 or less, 2,200,000 or less, 2,100,000 or less or 2,000,000 or less. The weight average molecular weight can be measured and calculated according to the method described below.

As long as the molecular weight is satisfied, the content ratio between monomers used to prepare the first resin is not particularly limited. In one example, the first resin may include 40 to 95 parts by weight of an alicyclic (meth)acrylate and 5 to 60 parts by weight of a nitrogen-containing (meth)acrylate. In the present application, "part by weight" may mean a weight ratio between each component. In another example, the first resin is derived from 40 to 90 parts by weight of an alicyclic (meth)acrylate, 5 to 50 parts by weight of a nitrogen-containing (meth)acrylate, and 1 to 15 parts by weight of a monomer having a crosslinkable functional group. may contain units of

The second coating layer may include a cured product of the second composition including a second resin (or polymer) having a glass transition temperature in the range of −60 to −10° C. Specifically, the glass transition temperature may be -15 ℃ or less, -20 ℃ or less, -25 ℃ or less, -30 ℃ or less, -35 ℃ or less, -40 ℃ or less, or -45 ℃ or less, and the lower limit is yes For example, it may be -55 °C or higher or -50 °C or higher. The second resin having a glass transition temperature different from that of the first resin component may impart adhesion to the second coating layer. When the glass transition temperature is lower than the above range, the durability of the second coating layer may be too weak.

In one example, the second coating layer may include a cured product of a second composition including a second resin having a monomer represented by Formula 1 and a polymerization unit derived from a monomer represented by Formula 2 below.

[Formula 1]

In Formula 1, R1 is hydrogen or an alkyl group, R2 is an alkylene group or an alkylidene group, m is an integer between 0 and 5, X is a single bond, an oxygen atom or a sulfur atom, and Ar is an aryl group. A single bond with respect to X means a case in which a separate atom does not exist in the portion connected by X, and R2 and Ar are directly connected to each other.

Unless otherwise specified, in the present application, the term alkyl group may mean an alkyl group having 1 to 20 carbon atoms, 1 to 16 carbon atoms, 1 to 12 carbon atoms, 1 to 8 carbon atoms, or 1 to 4 carbon atoms. The alkyl group may be linear, branched or cyclic. The alkyl group may be substituted with one or more substituents, or may be unsubstituted.

Unless otherwise specified, the term alkylene group or alkylidene group in the present application may be an alkylene group or alkylidene group having 1 to 20 carbon atoms, 1 to 16 carbon atoms, 1 to 12 carbon atoms, 1 to 8 carbon atoms, or 1 to 4 carbon atoms. The alkylene group or alkylidene group may be linear, branched or cyclic. The alkylene group or alkylidene group may be substituted with one or more substituents if necessary.

In relation to Formula 1, the aryl group means a monovalent residue derived from benzene or a compound including a structure in which two or more benzenes are condensed or bonded or a derivative thereof. The aryl group may be, for example, an aryl group having 6 to 25 carbon atoms, 6 to 22 carbon atoms, 6 to 16 carbon atoms, or 6 to 13 carbon atoms, for example, a phenyl group, phenylethyl group, phenylpropyl group, benzyl group, benzyl group It may be an oxy group, a phenoxy group, a tolyl group, a xylyl group, a phenylthio group, a naphthyl group, or a naphthyloxy group.

And, in Formula 1, m may be, for example, 0 to 4, 0 to 3, 0 to 2, or 0 or 1.

In one example, as the compound of Formula 1, phenoxy ethyl (meth) acrylate, benzyl (meth) acrylate, 2-phenylthio-1-ethyl (meth) acrylate, 6- (4,6-di Bromo-2-isopropyl phenoxy) -1-hexyl (meth) acrylate, 6- (4,6-dibromo-2-sec-butyl phenoxy) -1-hexyl (meth) acrylate, 2 ,6-dibromo-4-nonylphenyl (meth)acrylate, 2,6-dibromo-4-dodecylphenyl (meth)acrylate, 2- (1-naphthyloxy)-1-ethyl ( Meth)acrylate, 2-(2-naphthyloxy)-1-ethyl (meth)acrylate, 6-(1-naphthyloxy)-1-hexyl (meth)acrylate, 6-(2-naphthyl) oxy)-1-hexyl (meth)acrylate, 8-(1-naphthyloxy)-1-octyl (meth)acrylate and 8-(2-naphthyloxy)-1-octyl (meth)acrylate, etc. This can be exemplified.

In the present application, the compound of Formula 1 provides an aromatic group to the second resin. When the aromatic group is included in the second resin, it is possible to form an adhesive layer in which the aromatic group is properly oriented in a predetermined direction and excellent in preventing light leakage. In particular, when the pressure-sensitive adhesive is exposed to high temperature or high temperature and humidity conditions, optical compensation is made by the aromatic group to reduce light leakage.

[Formula 2]

In Formula 2, R3 is hydrogen or an alkyl group, U is an alkylene group or an alkylidene group, n is a number within the range of 1 to 15, and Z is hydrogen, an alkyl group, or an aryl group. In addition, when two or more [-U-O-] units are present in Formula 2, the number of carbon atoms of U in the unit may be the same or different.

In one example, as the compound of Formula 2, ethoxyethoxyethyl acrylate, alkoxy dialkylene glycol (meth) acrylic acid ester, alkoxy trialkylene glycol (meth) acrylic acid ester, alkoxy tetraalkylene glycol (meth) acrylic acid Ester, aryloxy dialkylene glycol (meth) acrylic acid ester, aryloxy trialkylene glycol (meth) acrylic acid ester, aryloxy tetraalkylene glycol (meth) acrylic acid ester or polyalkylene glycol monoalkyl ether (meth) acrylic acid ester and the like, but is not limited thereto.

When the polarizing plate is attached to the liquid crystal panel, the polarizing plate may be attached to the liquid crystal panel via the adhesive layer after removing the release film attached to the pressure-sensitive adhesive layer, and static electricity may be generated in the process of removing the release film. Alternatively, when it is necessary to peel and reattach the polarizing plate attached to the liquid crystal panel, static electricity may be generated in this process as well. Since the compound of Formula 2 can impart antistatic ability to the second coating layer, it is possible to prevent deterioration in function or processability of the polarizing plate caused by static electricity.

As long as the glass transition temperature is satisfied and the adhesion performance of the second coating layer is not impaired, the second resin may further include units of other monomer components. For example, the second resin may further include a polymerization unit derived from an alkyl (meth)acrylate and a monomer having a crosslinkable functional group.

In one example, the alkyl (meth) acrylate that can be used to form the second resin is an alkyl group having 1 to 20 carbon atoms, 1 to 16 carbon atoms, 1 to 12 carbon atoms, 1 to 8 carbon atoms, or 1 to 4 carbon atoms ( meth)acrylates may be used. Examples of such monomers include methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, t-butyl (meth)acrylate ) acrylate, sec-butyl (meth)acrylate, pentyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, 2-ethylbutyl (meth)acrylate, n-octyl (meth)acrylate, iso Bornyl (meth)acrylate, isooctyl (meth)acrylate, isononyl (meth)acrylate, lauryl (meth)acrylate, etc. are mentioned. In addition, one or more of the above-listed monomers may be selected and used to ensure the glass transition temperature.

In one example, the monomer having a crosslinkable functional group may include a hydroxyl group, a carboxyl group, an epoxy group, an isocyanate group, or a nitrogen-containing functional group as a crosslinkable functional group. More specifically, as the monomer having a crosslinkable functional group, a hydroxyl group-containing monomer such as a hydroxyl group alkyl (meth)acrylate or a hydroxy alkylene glycol (meth)acrylate may be used to form the second resin. or (meth)acrylic acid, 2-(meth)acryloyloxyacetic acid, 3-(meth)acryloyloxypropyl acid, 4-(meth)acryloyloxybutyric acid, acrylic acid duplex, itaconic acid, maleic acid and a carboxyl group-containing monomer such as maleic anhydride may be used to form the second resin.

In one example, the second resin may have a midrange average molecular weight within the range of 500,000 to 3,000,000. More specifically, the first resin may have a molecular weight of 600,000 or more, 700,000 or more, 800,000 or more, 900,000 or more, 1,000,000 or more, or 1,100,000 or more, and the upper limit thereof is 2,500,000 or less, 2,400,000 or less, 2,300,000 or less, 2,200,000 or less, 2,100,000 or less , 2,000,000 or less, 1,900,000 or less, 1,800,000 or less, 1,700,000 or less, or 1,600,000 or less. When the molecular weight of the second resin exceeds the above range, the coating processability of the second composition is not good, and when the molecular weight is less than the above range, the reliability under high temperature/high humidity is not good.

As long as the molecular weight is satisfied, the content ratio between monomers used to prepare the second resin is not particularly limited. In one example, the second resin may include units derived from 10 to 90 parts by weight of the monomer represented by Formula 1 and 90 to 10 parts by weight of the monomer represented by Formula 2 above. Specifically, within the above range, 15 parts by weight or more or 20 parts by weight or more of the monomer represented by Formula 1 may be used, and 80 parts by weight or less, 70 parts by weight or less, 60 parts by weight or less, 50 parts by weight or less Or 40 parts by weight or less may be used. In addition, within the above range, 15 parts by weight or more or 20 parts by weight or more of the monomer represented by Formula 2 may be used, and 80 parts by weight or less, 70 parts by weight or less, 60 parts by weight or less, 50 parts by weight or less 40 parts by weight or less may be used.

In another example, the second resin may include 10 to 50 parts by weight of the monomer represented by Formula 1, 10 to 50 parts by weight of the monomer represented by Formula 2, 30 to 70 parts by weight of an alkyl (meth) acrylate, and It may include a unit derived from 1 to 15 parts by weight of a monomer having a crosslinkable functional group. Specifically, within the above range, 15 parts by weight or more or 20 parts by weight or more of the monomer represented by Formula 1 may be used, and 40 parts by weight or less, 35 parts by weight or less, or 30 parts by weight or less may be used. In addition, within the above range, 15 parts by weight or more or 20 parts by weight or more of the monomer represented by Formula 2 may be used, and 40 parts by weight, 35 parts by weight or less, or 30 parts by weight or less may be used.

In one example, the composition used to form each of the coating layers may be a solvent-free type. In the present application, “solvent-free composition” means that the composition does not contain a solvent, for example, an organic solvent or an aqueous solvent. When a solvent-free composition is used, a drying process for a solvent may be omitted, and thus process efficiency may be increased. In addition, when the solvent is not included in the composition, the formation of bubbles or non-uniform thickness generated when the solvent is volatilized is prevented, so that the appearance and durability of the pressure-sensitive adhesive layer can be improved.

In one example, the composition used to form each of the coating layers may be a photo-curable composition. That is, the first coating layer and the second coating layer may be formed by photocuring the composition of the above configuration. In the case of a heat-curable composition, an aging process is essential for stabilizing physical properties, whereas a photo-curable composition has the advantage that it can be commercialized immediately after curing without such an aging process. In this regard, the composition used to form the first coating layer and the second coating layer may further include a photopolymerizable compound and a photoinitiator.

In one example, as the photopolymerizable compound, a functional group capable of participating in a polymerization reaction by irradiation of active energy rays, for example, an acryloyl group, a methacryloyl group, an acryloyloxy group or a methacryloyloxy group, such as A compound containing two or more functional groups containing an ethylenically unsaturated double bond may be used.

In one example, the first composition and/or the second composition may include a polyfunctional (meth)acrylate. As long as it is a compound having two or more (meth)acryloyl groups in the molecule, the specific type of the polyfunctional (meth)acrylate contained in the composition is not particularly limited. In one example, 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, neopentylglycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, neo Pentyl glycol adipate (neopentylglycol adipate) di (meth) acrylate, hydroxypivalic acid (hydroxyl puivalic acid) neopentyl glycol di (meth) acrylate, dicyclopentanyl (dicyclopentanyl) di (meth) acrylate, caprolactone modified Dicyclopentenyl di(meth)acrylate, ethylene oxide-modified di(meth)acrylate, di(meth)acryloxy ethyl isocyanurate, allylated cyclohexyl di(meth)acrylate, tricyclo Decane dimethanol (meth) acrylate, dimethylol dicyclopentane di (meth) acrylate, ethylene oxide modified hexahydrophthalic acid di (meth) acrylate, tricyclodecane dimethanol (meth) acrylate, neopentyl glycol modified 2 such as trimethylpropane di(meth)acrylate, adamantane di(meth)acrylate or 9,9-bis[4-(2-acryloyloxyethoxy)phenyl]fluorine, etc. functional acrylates; Trimethylolpropane tri(meth)acrylate, dipentaerythritol tri(meth)acrylate, propionic acid modified dipentaerythritol tri(meth)acrylate, pentaerythritol tri(meth)acrylate, propylene oxide trifunctional acrylates such as modified trimethylolpropane tri(meth)acrylate, trifunctional urethane (meth)acrylate, or tris(meth)acryloxyethyl isocyanurate; tetrafunctional acrylates such as diglycerin tetra(meth)acrylate or pentaerythritol tetra(meth)acrylate; pentafunctional acrylates such as propionic acid-modified dipentaerythritol penta(meth)acrylate; And dipentaerythritol hexa (meth) acrylate, caprolactone-modified dipentaerythritol hexa (meth) acrylate or urethane (meth) acrylate (ex. isocyanate monomer and trimethylol propane tri (meth) acrylate of Hexafunctional acrylates such as reactants and the like can be used.

Although not particularly limited, the polyfunctional (meth)acrylate may be used, for example, in an amount of 5 parts by weight or less based on 100 parts by weight of the first resin or the second resin. Specifically, the polyfunctional (meth)acrylate may be used in the range of 0.001 or more, 0.01 or more, or 0.1 or more, and in the range of 3 parts by weight or less or 2 parts by weight or less.

In one example, the first composition and/or the second composition may further include a photocurable oligomer. For example, as the photocurable oligomer, a urethane acrylate obtained by reacting a polyol and a polyisocyanate compound may be used. The oligomer may have a weight average molecular weight (Mw) in the range of 1,000 to 50,000 as measured by GPC and converted based on polystyrene. Although not particularly limited, the oligomer may be a bifunctional urethane acrylate oligomer having two acrylate groups at the terminal thereof.

Although not particularly limited, the photocurable oligomer may be used, for example, in an amount of 10 parts by weight or less based on 100 parts by weight of the first resin or the second resin. Specifically, it may be used in an amount of 0.1 or more, 0.5 or more, or 1.0 or more, and an amount of 5 parts by weight or less.

The first composition and/or the second composition may further include a photoinitiator. As the photoinitiator, a known compound may be used. For example, 1-Hydroxy-cyclohexyl-phenyl-ketone, 2-hydroxy-2-methyl-1-phenyl-1-propanone (2-Hydroxy-2 -methyl-1-phenyl-1-propanone), 2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methyl-1-propanone (2-Hydroxy-1-[4 -(2-hydroxyethoxy) phenyl]-2-methyl-1-propanone), methylbenzoylformate, oxy-phenyl-acetic acid-2-[2-oxo-2-phenyl-acetoxy-ethoxy]- ethyl ester (oxy-phenyl-acetic acid -2-[2 oxo-2phenyl-acetoxy-ethoxy]-ethyl ester), oxy-phenyl-acetic acid-2-[2-hydroxy-ethoxy]-ethyl ester (oxy- phenyl-acetic acid-2-[2-hydroxy-ethoxy]-ethyl ester), alpha-dimethoxy-alpha-phenylacetophenone, 2-benzyl-2-(dimethylamino)1 -[4-(4-morpholinyl)phenyl]-1-butanone (2-Benzyl-2-(dimethylamino)-1-[4-(4-morpholinyl)phenyl]-1-butanone), 2-methyl -1-[4-(methylthio)phenyl]-2-(4-morpholinyl)-1-propanone (2-Methyl-1-[4-(methylthio)phenyl]-2-(4-morpholinyl) -1-propanone), diphenyl (2,4,6-trimethylbenzoyl)-phosphine oxide (Diphenyl (2,4,6-trimethylbenzoyl)-phosphine oxide), phosphine oxide, or phenylbis ( 2,4,6-trimethylbenzoyl)-phosphineoxide (phenylbis(2,4,6-trimethylbenzoyl)-phosphineoxide) and the like may be used as the radical initiator. In another example, commercially available photoinitiator products may be used, for example, alpha-hydroxyketone-based compounds (ex. IRGACURE 184, IRGACURE 500, IRGACURE 2959, DAROCUR 1173; Ciba Specialty Chemicals (manufactured)); phenylglyoxylate-based compounds (ex. IRGACURE 754, DAROCUR MBF; Ciba Specialty Chemicals (manufactured by)); benzyl dimethyl ketal compounds (ex. IRGACURE 651; Ciba Specialty Chemicals (manufactured by); a-aminoketone compounds (ex. IRGACURE 369, IRGACURE 907, IRGACURE 1300; Ciba Specialty Chemicals (manufactured by)); monoacylphosphine-based compounds (MAPO) (ex. DAROCUR TPO; Ciba Specialty Chemicals (manufactured by)); bisacylphosphene-based compound (BAPO) (ex. IRGACURE 819, IRGACURE 819DW; Ciba Specialty Chemicals (manufactured by)); phosphine oxide-based compounds (ex. IRGACURE 2100; Ciba Specialty Chemicals (manufactured)); metallocene-based compounds (ex. IRGACURE 784; Ciba Specialty Chemicals (manufactured)); Alternatively, an iodonium salt (ex. IRGACURE 250; Ciba Specialty Chemicals (manufactured)) may be used.

Although not particularly limited, the initiator may be used, for example, in an amount of 5 parts by weight or less, based on 100 parts by weight of the first resin or the second resin. Specifically, the initiator may be used in an amount of 0.001 parts by weight or more or 0.01 parts by weight or more, and 3 parts by weight or less or 2 parts by weight or less. When the initiator is used in the above range, appropriate photocuring can be achieved.

In one example, the first composition and/or the second composition may further include a silane coupling agent. The type of the silane coupling agent is not particularly limited, but may be, for example, an epoxy silane compound. The kind in particular of an epoxy silane compound is not restrict|limited. In the present application, the epoxy silane compound may be a compound in which an epoxy group and an alkoxy group (-OR) are bonded to a Si atom. The epoxy group is a substituted or unsubstituted epoxy group, and may be, for example, an epoxidized C5 to C20 cycloalkyl group, such as an alicyclic epoxy group, a glycidyl group or a glycidoxy group unsubstituted or substituted with an alkyl group. In one example, the epoxy silane compound is an epoxy containing 2-(3,4 epoxy cyclohexyl)-ethyltrimethoxysilane, 3-glycidoxytrimethoxysilane, 3-glycidoxypropyltrimethoxy Silane, 3-glycidoxypropyltriethoxysilane, etc. may be used, but is not particularly limited thereto, and a known epoxy silane compound may be used.

Although not particularly limited, the first composition and/or the second composition may include 0.01 to 5 parts by weight or 0.01 to 1 parts by weight of the silane coupling agent relative to 100 parts by weight of the resin component included in each composition.

In one example, the first composition or the second composition may further include an antistatic agent.

In one example, as the antistatic agent, an ionic compound may be used. As the ionic compound, for example, a metal salt or an organic salt may be used.

The metal salt ionic compound may include, for example, an alkali metal cation or an alkaline earth metal cation. Examples of cations include lithium ion (Li ⁺ ), sodium ion (Na ⁺ ), potassium ion (K ⁺ ), rubidium ion (Rb ⁺ ), cesium ion (Cs ⁺ ), beryllium ion (Be ^{2 +} ), magnesium ion ( Mg ^{2 +} ), calcium ion (Ca ^{2 +} ), strontium ion (Sr ^{2 +} ), and barium ion (Ba ^{2 +} ) may be exemplified one or more than one type, for example, lithium ion, sodium ion, Potassium ion, magnesium ion, calcium ion, and barium ion, one or more kinds, or lithium ion may be used in consideration of ion stability and mobility.

Anions included in the metal salt include PF ₆ ^-, AsF ^- , NO ₂ ^- , fluoride (F ^- ), chloride (Cl ^- ), bromide (Br ^- ), iodide (I ^- ), perchlorate (ClO ₄ ^- ), hydroxide (OH ^- ), carbonate (CO ₃ ^2- ), nitrate (NO ₃ ^- ), trifluoromethanesulfonate (CF ₃ SO ₃ ^- ), sulfonate (SO ₄ ^- ), hexafluoro Rhophosphate (PF ₆ ^- ), methylbenzenesulfonate (CH ₃ (C ₆ H ₄ )SO ₃ ^- ), p-toluenesulfonate (CH ₃ C ₆ H ₄ SO ₃ ^- ), tetraborate (B ₄ O ₇ ) ^{2 -} ), carboxybenzenesulfonate (COOH(C ₆ H ₄ )SO ₃ ^- ), trifluoromethanesulfonate (CF ₃ SO ₂ ^- ), benzoate (C ₆ H ₅ COO ^- ), acetate (CH ₃ COO ^- ), trifluoroacetate (CF ₃ COO ^- ), tetrafluoroborate (BF ₄ ^- ), tetrabenzylborate (B(C ₆ H ₅ ) ₄ ^- ) or trispentafluoroethyl trifluorophosphate ( P(C ₂ F ₅ ) ₃ F ₃ ^- ) and the like may be exemplified.

In another example, as an anion included in the metal salt, an anion represented by the following Chemical Formula 3 or bisfluorosulfonylimide may be used.

[Formula 3]

[A(BO _m R _f ) _n ] ^-

In Formula 3, A is a nitrogen atom or a carbon atom, B is a carbon atom or a sulfur atom, R _f is a perfluoroalkyl group, m is 1 or 2, and n is 2 or 3. In Formula 2, when B is carbon, m may be 1, when B is sulfur, m may be 2, when A is nitrogen, n may be 2, and when A is carbon, n may be 3.

The anion or bis(fluorosulfonyl)imide of formula (3) exhibits high electronegativity due to the perfluoroalkyl group (R _f ) or fluorine group, and also includes a characteristic resonance structure to form a weak bond with the cation At the same time, it has hydrophobicity. Therefore, while the ionic compound exhibits excellent compatibility with other components of the composition such as a polymer, it is possible to impart high antistatic properties even in a small amount.

R _f in Formula 3 may be a perfluoroalkyl group having 1 to 20 carbon atoms, 1 to 12 carbon atoms, 1 to 8 carbon atoms, or 1 to 4 carbon atoms, in this case, the perfluoroalkyl group is a straight chain, branched chain, or It may have a cyclic structure. The anion of Formula 3 may be a sulfonylmethide-based, sulfonylimide-based, carbonylmethide-based or carbonylimide-based anion, and specifically, tristrifluoromethanesulfonylmethide, bistrifluoromethanesulf Ponylimide, bisperfluorobutanesulfonylimide, bispentafluoroethanesulfonylimide, tristrifluoromethanecarbonylmethide, bisperfluorobutanecarbonylimide or bispentafluoroethanecarbonyl One or more types of imides and the like may be used.

Examples of the organic salt ionic compound include, as a cation, N-ethyl-N,N-dimethyl-N-propylammonium, N,N,N-trimethyl-N-propylammonium, N-methyl-N, N,N-tributylammonium, N-ethyl-N,N,N-tributylammonium, N-methyl-N,N,N-trihexylammonium, N-ethyl-N,N,N-trihexylammonium, quaternary ammonium, such as N-methyl-N,N,N-trioctylammonium or N-ethyl-N,N,N-trioctylammonium, phosphonium, pyridinium, imidazolium ), pyrrolidinium (pyrolidinium) or piperidinium (piperidinium), etc. together with the anion component may be used.

In the present application, the antistatic agent may include the metal salt and the organic salt simultaneously, if necessary.

In addition, the pressure-sensitive adhesive composition for forming the pressure-sensitive adhesive layer may further include additives such as an epoxy resin, a curing agent, a UV stabilizer, an antioxidant, a colorant, a reinforcing agent, a filler, an antifoaming agent, a surfactant, or a plasticizer. The specific kind or content of the additive is not particularly limited.

In another example related to the present application, the present application relates to a display device. When the display device is an LCD, the device may include a liquid crystal panel and the pressure-sensitive adhesive polarizing plate attached to one or both surfaces of the liquid crystal panel.

The liquid crystal panel may include, for example, a first substrate, a pixel electrode, a first alignment layer, a liquid crystal layer, a second alignment layer, a common electrode, and a second substrate sequentially formed. In one example, the first substrate and the second substrate may be a glass substrate. In this case, the optical member may be attached to the glass substrate via a second coating layer having adhesiveness.

The device may further include a light source on a side opposite to the viewer side of the liquid crystal panel. An active driving circuit including a TFT (Thin Film Transistor) as a driving element electrically connected to the transparent pixel electrode and wiring may be formed on the first substrate on the light source side, for example. The pixel electrode may include, for example, indium tin oxide (ITO) and the like, and may function as an electrode for each pixel. In addition, the first or second alignment layer may include, for example, a material such as polyimide, but is not limited thereto.

The liquid crystal panel in the device includes, for example, a passive matrix type panel such as a twisted nematic (TN) type, a super twisted nematic (STN) type, a ferroelectic (F) type, or a polymer dispersed (PD) type; an active matrix type panel such as a two-terminal or three-terminal; All known panels such as an In Plane Switching (IPS) panel and a Vertical Alignment (VA) panel may be applied.

Other configurations of the display device, for example, the type of upper and lower substrates such as a color filter substrate or an array substrate in a liquid crystal display device, are not particularly limited, and configurations known in the art may be employed without limitation.

In another example related to the present application, the present application relates to a method of manufacturing a polarizing plate. The polarizing plate may be manufactured to have the same configuration as described above.

The method provides a composition for forming a first coating layer and a composition for forming a second coating layer at the same time, and sequentially on one surface of the polarizer, the composition for forming the first coating layer and the composition for forming the second coating layer are in an uncured state Applying with; and curing the composition for forming the first coating layer and the composition for forming the second coating layer; may include.

In the prior art, it was common to attach a protective film or hard coating layer formed independently of the polarizer to the polarizer through a separate adhesive layer. This method has the disadvantage of increasing the manufacturing time of the polarizing film because each of the components to be attached must be obtained or manufactured through a separate process. And, since the method has to remove the release film from the attachment surface, there is a problem of increasing the possibility of exposing the polarizer to static electricity. In consideration of this point, the method of the present application has a step of curing after applying the coating composition as described above directly on the polarizing plate. Such application may be performed using, for example, a double-slot-die or a dual-slot-die. The specific type of the double-slot-die or the dual-slot-die is not particularly limited as long as the above application can be performed.

The curing can be carried out by, for example, electromagnetic waves such as microwaves, infrared (IR), ultraviolet (UV), X-rays or gamma rays, as well as alpha-particle beams, proton beams , by irradiation of a particle beam such as a neutron beam and an electron beam. Conditions for photocuring the composition are not particularly limited.

In one example, the curing may be performed by irradiating UV (black light) of a wavelength of 350 to 390 nm. Specifically, curing may be performed while irradiating the UV of the wavelength with an amount of light of 200 to 800 J/cm ² for several minutes. For example, when the composition for forming the first coating layer and the composition for forming the second coating layer are sequentially laminated on the polarizer in an uncured state by a double-slot-die, 2 coated at once as described above The process can be simplified by injecting the uncured coatings into the UV curing section having a predetermined housing in the production line only once.

According to an example of the present application, a polarizing plate that can be manufactured by a simple process and includes a first coating layer having excellent dimensional stability and durability, and a second adhesive coating layer, and having a thinner and lighter structure may be provided.

Hereinafter, the present application will be described in detail through examples. However, the protection scope of the present application is not limited by the examples described below.

<Method of measuring physical properties>

* Weight average molecular weight: The number average molecular weight (Mn) and molecular weight distribution (PDI) of the polymer were measured using Gel Permeation Chromatograph (GPC), and the GPC measurement conditions are as follows. Standard polystyrene (Aglient System (manufactured)) was used to prepare the calibration curve, and the measurement results were converted into weight average molecular weight (Mw).

<GPC measurement conditions>

Measuring instrument: Aglient GPC (Aglient 1200 series, U.S.)

Column: Connect 2 PL Mixed B

Column temperature: 40°C

Eluent: Tetrahydrofuran (THF)

Flow rate: 1.0 mL/min

Concentration: ~1 mg/mL (100 μl injection)

* Glass transition temperature: The glass transition temperature (T _g ) of the copolymer was calculated according to Equation A below.

<Formula A>

1/Tg=∑Wn/Tn

In the above formula, Wn is the weight fraction of the block copolymer or the monomer applied to each block of the copolymer, and Tn is the glass transition temperature when each monomer forms a homopolymer. That is, the right side in Equation A is the result of calculating the numerical value (Wn/Tn) obtained by dividing the weight fraction of the monomer used by the glass transition temperature indicated when the monomer forms a homopolymer for each monomer, and then summing the calculated values. to be.

* Modulus : After coating the first composition of the following Examples and Comparative Examples on a release film (L3T, Toray), black light UV of 350 nm wavelength was irradiated for about 3 minutes at a light quantity of 500 J/cm2, and a thickness of 40 μm was applied. A first coating layer was formed. A specimen was prepared by peeling the first coating layer from the release film and cutting it into a predetermined size (3 cm in width X 1 cm in length). After fixing both ends of the specimen, in accordance with JIS-K-6251-1, a force was applied in a direction perpendicular to the thickness direction of the sample using DMA (dynamic mechanical analysis, TA) to change the tensile rate per unit area The stress was measured, and the storage elastic modulus at room temperature (about 30° C.) was calculated (modulus measurement mode: Tension mode, modulus measurement strain: 0.1%,). In the case of Comparative Example 1, the modulus with respect to the known TAC was measured.

* High-temperature, high-humidity durability: After cutting and attaching the adhesive layer to a size of 8 x 13 cm on the soda-lime glass, it was put into a chamber under 60℃/90%RH conditions, and after 500 hours, bubble generation was observed.

<Evaluation criteria>

Visible air bubbles present: NG

No visible air bubbles: OK

Examples 1-3

(1) Preparation of the first composition: The first composition for forming the first coating layer has the following configuration.

[Table 1]

(2) Preparation of the second composition: As the second resin used in the second composition, a monomer mixture containing EHA, BzA, EOEOEA and HEA in a weight ratio of 50:20:20:10 (parts by weight), respectively, is polymerized, was used. The second resin had a glass transition temperature of -45° C. and a molecular weight of 1,000,000. In the same manner as described in Table 1 above, Irgacure651, HDDA, curing agent, SUO-1020, and KBM-403 were added in the same amount based on 100 parts by weight of the second resin to prepare a second composition.

(3) Polarizer : A poly(vinyl alcohol) (PVA) film (Nippon Synthetic Co., Ltd., M2004) having a thickness of about 30 μm was added to a dye solution at 30° C. containing 0.05% by weight of iodine and 1.5% by weight of potassium iodide. Dyeing treatment was carried out by immersion for 60 seconds. Then, the dyed polyvinyl alcohol film was crosslinked by immersing it in a crosslinking solution at 30° C. containing 0.5 wt% of boron and 3.0 wt% of potassium iodide for 60 seconds. Thereafter, the cross-linked polyvinyl alcohol film was stretched at a draw ratio of 5.5 times using a roll-to-roll stretching method. The stretched polyvinyl alcohol film was washed with water by immersing it in ion-exchanged water at 30° C. for 20 seconds, and immersed in a solution at 30° C. containing 1.5 wt% of zinc nitrate and 4.0 wt% of potassium iodide for 10 seconds. Thereafter, the polyvinyl alcohol film was dried at a temperature of 80° C. for 200 seconds to prepare a polarizer. The potassium content in the prepared polarizer was about 0.47 wt%, and the zinc content was about 0.17 wt%.

(4) Polarizing plate: A laminate in which a known TAC (triacetyl cellulose) protective film (thickness = 40 µm, Tg = 120 ° C) (manufactured by Hyosung) is attached to one side of the prepared polarizer, and the polarizer protective film is attached only to one side of the polarizer sieve was prepared. Thereafter, using a double-slot-die (product of Pactive Engineering), the first composition and the second composition were sequentially applied while forming layers on the polarizer. Thereafter, by irradiating light of 350 nm with a black light UV lamp, a TAC-based protective film (thickness 40 μm)/polarizer/first coating layer (thickness 20 μm)/second coating layer (thickness 20 μm) having a laminated structure A polarizing plate was manufactured. Table 2 shows the measurement results of the physical properties of the prepared polarizing plate.

Comparative Example 1

(1) Preparation of polarizer: A polarizer was manufactured in the same manner as in Examples.

(2) Preparation of polarizing plate: A protective film / polarizer / protective film by attaching a known TAC (triacetyl cellulose) protective film (thickness = 40 μm, Tg = 120 ° C) to both sides of the prepared polarizer A laminate having a lamination order was prepared. After that, the second composition used in Example is applied and cured on one side of any one of the protective films, and an adhesive polarizing plate (protective film (thickness 40 μm)/polarizer/protective film (thickness 40 μm)/second A coating layer (thickness 20 μm) was prepared.

Comparative Example 2

(1) Preparation of polarizer: A polarizer was manufactured in the same manner as in Examples.

(2) Preparation of a laminate (polarizer/protective film) : Protect the polarizer by attaching a known TAC (triacetyl cellulose) protective film (thickness = 40 μm, Tg = 120 ° C) to one side of the prepared polarizer A laminate was prepared in which the film was applied only on one side.

(3) Formation of the epoxy-based coating layer: In Example, the first coating layer was formed on the opposite surface of the polarizer on which the protective film was formed, but in Comparative Example 2, a cured layer formed from the composition of the first coating layer and other components was applied. Specifically, 35 parts by weight of 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexanecarboxylate (manufactured by Daicel Chemical Co., Ltd., Celoxide 2021P), bis(3-ethyl-3-oxeta) 15 parts by weight of nylmethyl) ether (manufactured by Toagosei Co., Ltd., Aronoxetane OXT-221), 50 parts by weight of tricyclodecane dimethanol diacrylate (manufactured by Shin-Nakamura Chemical Co., Ltd., A-DCP); 2.5 parts by weight of 2-hydroxy-2-methyl-1-phenylpropan-1-one (manufactured by Ciba Specialty Chemicals, DAROCUR 1173: radical photopolymerization initiator), and 4,4'-bis[diphenylsulfonio] 2.5 parts by weight of a diphenyl sulfide bishexafluorophosphate-based photocationic polymerization initiator (manufactured by ADEKA Co., Ltd., ADEKA Optomer SP-150), and a silicone-based leveling agent (manufactured by Toray Dow Corning Co., Ltd.) , SH710) preparing an epoxy-cation-based curable composition containing 0.2 parts by weight, and applying the composition to one side of the laminate prepared in (2) above (opposite side to one side of the polarizer on which the protective film is formed) at 40 μm. After curing.

(4) Formation of the second coating layer: Then, on one surface of the epoxy-based coating layer, the second composition used in Example was applied and cured under the same conditions as in Example, and a pressure-sensitive adhesive polarizing plate (protective film (thickness: 40 μm)) /Polarizer/epoxy-based coating layer (thickness 20 μm)/second coating layer (thickness 20 μm)) was prepared.

[Table 2]

Through the above results, it can be seen that the present application can provide a pressure-sensitive adhesive polarizing plate that is thinner than when two protective films are used, can have the same level of high-temperature/high-humidity reliability, and can simplify the process. . In particular, the polarizing plate of the embodiment is formed from a predetermined configuration, and by including the first coating layer having a specific modulus, it is possible to provide the same level of high-temperature/high-humidity reliability compared to the comparative example even at a lower modulus and a lower thickness compared to the prior art. Able to know.

Claims (16)

polarizer; a first coating layer having a modulus of 2,000 Mpa or less to 800 Mpa or more when measured at a temperature within the range of 23 to 35 °C; and a tacky second coating layer sequentially,
The first coating layer has a glass transition temperature in the range of 50 to 120 ° C., 40 to 90 parts by weight of an alicyclic (meth) acrylate, 5 to 50 parts by weight of a nitrogen-containing (meth) acrylate, and a crosslinkable functional group. Having a cured product of a first composition comprising a first resin comprising units derived from 1 to 15 parts by weight of a monomer,
The second coating layer has a glass transition temperature in the range of −60 to −10° C., 10 to 50 parts by weight of a monomer represented by the following Chemical Formula 1, 10 to 50 parts by weight of a monomer represented by the following Chemical Formula 2, alkyl (meth) A polarizing plate having a cured product of a second composition comprising 30 to 70 parts by weight of an acrylate and a second resin comprising units derived from 1 to 15 parts by weight of a monomer having a crosslinkable functional group:
[Formula 1]

In Formula 1, R1 is hydrogen or an alkyl group, R2 is an alkylene group or an alkylidene group, m is an integer between 0 and 5, X is a single bond, an oxygen atom or a sulfur atom, and Ar is an aryl group.
[Formula 2]

In Formula 2, R3 is hydrogen or an alkyl group, U is an alkylene group or an alkylidene group, n is a number within the range of 1 to 15, and Z is hydrogen, an alkyl group, or an aryl group. The polarizing plate of claim 1, wherein one surface of the first coating layer is in direct contact with one surface of the polarizer, and one surface of the second coating layer is in direct contact with the other surface of the first coating layer. The method according to claim 2, wherein a protective film is positioned on the opposite surface of one surface of the polarizer in direct contact with the first coating layer, and the protective film is a cellulose-based film, a polyester-based film, a polycarbonate-based film, a polyethersulfone-based film, an acrylic film, or A polarizing plate that is a polyolefin-based film. The polarizing plate of claim 1 , wherein the first coating layer has a thickness of 50 μm or less to 5 μm or more, and the second coating layer has a thickness of 100 μm or less to 10 μm or more. delete The polarizing plate of claim 1 , wherein the second resin has a weight average molecular weight (Mw) within a range of 500,000 to 3,000,000. delete delete The polarizing plate according to claim 1, wherein the first resin further comprises a polymerization unit derived from a monomer having a crosslinkable functional group. The polarizing plate according to claim 9, wherein the first resin has a weight average molecular weight (Mw) within a range of 500,000 to 3,000,000. delete The polarizing plate according to claim 1, wherein at least one of the first composition and the second composition is a solvent-free photocurable composition. The polarizing plate of claim 12 , wherein the first composition or the second composition further comprises a photopolymerizable compound and a photoinitiator. The polarizing plate according to claim 13, wherein the first composition or the second composition comprises at least one of a polyfunctional (meth)acrylate and a urethane (meth)acrylate. It is a method of manufacturing a polarizing plate according to any one of claims 1 to 4, 6, 9, 10, and 12 to 14,
By simultaneously providing a composition for forming a first coating layer and a composition for forming a second coating layer, the composition for forming the first coating layer and the composition for forming the second coating layer are sequentially applied on one surface of the polarizer in an uncured state step; and
curing the composition for forming the first coating layer and the composition for forming the second coating layer;
A method of manufacturing a polarizing plate comprising a. The method of claim 15 , wherein the applying is performed by a double-slot-die.