WO2013094969A2 - Polarizing plate and image display device having same - Google Patents

Abstract

The present invention relates to a polarizing plate and an image display device having the same. More specifically, the present invention relates to a polarizing plate and an image display device having the same, the polarizing plate comprising: a polarizer layer; an adhesive layer formed on at least one surface of the polarizer layer; and a phase difference film including a structure in which a liquid crystal layer, an alignment layer, and a substrate make contact in regular sequence, and the liquid crystal makes contact with the adhesive layer, wherein the alignment layer is formed by a composition for forming the alignment layer, which includes an adhesion-reinforcing agent including an isocyanate group and a (meth)acrylate group at an end portion thereof so as to form bonds with a reactive group of the surface of the substrate and a reactive group in the liquid crystal compound of the liquid crystal layer, respectively, thereby simplifying a manufacturing process, achieving excellent interlayer adhesion, and enabling the implementation of a thin polarizing plate.

Description

Polarizing plate and image display device having same

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a polarizing plate and an image display device having the same, and more particularly, to a polarizing plate having a simple manufacturing process and thinning, and an image display device having the same.

In general, three-dimensional image display technology uses a binocular parallax, which is the biggest factor for recognizing three-dimensional effect at a close range.

The principle of binocular parallax is a method of photographing a left eye image viewed through a left eye and a right eye image viewed through a right eye from at least two stereoscopic image capturing cameras, and then separating and transmitting them to the viewer's eyes. This is possible because two human eyes receive objects through the retina from different angles and these two images are synthesized in the cerebrum.

Image display apparatuses, such as liquid crystal displays, which can realize stereoscopic images, often include a patterned retardation film. The patterned retardation film implements a three-dimensional image by configuring the optical axis of each pattern region in different directions so that the image transmitted to the left and right eyes of a viewer wearing polarized glasses is different.

1 schematically shows a method of applying a conventional patterned retardation film, wherein the patterned retardation film 100 is adhered on the upper polarizer 200 through which light passing through the color filter layer passes.

However, in order to apply a patterned retardation film to an image display device to realize a stereoscopic image, the patterned retardation film should be bonded to match the pixel spacing of the color filter with the pattern spacing of the retardation film. It causes the failure rate to increase.

Meanwhile, the patterned retardation film 100 has a structure in which the transparent substrate 110, the alignment layer 120, and the cured liquid crystal layer 130 are sequentially stacked. However, the retardation film has a problem that the adhesion strength between the layers is small, the interlayer peeling of the retardation film occurs in the process of removing the protective film after attaching the retardation film on the substrate with an adhesive.

An object of this invention is to provide the retardation film integrated polarizing plate which integrated the retardation film in the polarizing plate.

Moreover, an object of this invention is to provide the retardation film excellent in the adhesive force between each layer in the retardation film integrated with the said polarizing plate.

1. polarizer layer; An adhesive layer formed on at least one surface of the polarizer layer; And a retardation film including a structure in which the liquid crystal layer, the alignment layer, and the substrate are in contact with each other, and wherein the liquid crystal layer is adhered to the adhesive layer.

The alignment layer is formed of a composition for forming an alignment layer including an adhesive strength enhancer including an isocyanate group and a (meth) acrylate group, each of which may be bonded to a reactive group on the surface of the substrate and a reactive group of the liquid crystal compound of the liquid crystal layer, respectively. Polarizer.

2. In the above 1, wherein the adhesion enhancer is one or more compositions selected from the group consisting of compounds of the following formula 1 to 4 composition for forming an alignment film:

[Formula 1]

(Wherein R ₁ and R ₂ are each independently hydrogen or a methyl group,

R ₃ and R ₇ are each independently an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group,

R ₄ and R ₆ are each independently an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of an amide group, a ketone group, an ester group and a thiol group,

R ₅ is an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with an alkoxy group having 1 to 8 carbon atoms,

[Formula 2]

(Wherein R ₇ and R ₈ are each independently hydrogen or a methyl group,

R ₉ and R ₁₁ are each independently an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group,

R ₁₀ is (a)

Or (b)

E ₁ and E ₃ are each independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms or an alkoxy group having 1 to 8 carbon atoms, and E ₂ is an alkoxy group having 1 to 8 carbon atoms. Substituted or unsubstituted alkylene group having 1 to 10 carbon atoms,

[Formula 3]

(Wherein R ₁₂ is hydrogen or a methyl group,

R ₁₃ is an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group; and

[Formula 4]

(Wherein, R ₁₄ is hydrogen or a methyl group,

R ₁₅ is an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group.

3. In the above 2, wherein the adhesion enhancer is a mixture of any one of the compounds represented by Formula 2 to Formula 4 and the compound represented by Formula 1 polarizing plate.

4. The polarizing plate of 1 above, wherein the alignment layer comprises a polymer including a cinnamate group as an optical alignment agent.

5. according to the above 4, the polarizing plate comprising an adhesive enhancer of 0.1 parts by weight to 20 parts by weight based on 100 parts by weight of the optical alignment agent.

6. The polarizing plate of 1 above, wherein the reactive group on the surface of the substrate is at least one selected from the group consisting of hydroxyl group, thiol group, carboxyl group, (meth) acrylate group, amine group and epoxy group.

7. The polarizing plate of 1 above, wherein the substrate is surface treated with at least one treatment selected from the group consisting of saponification treatment, primer treatment, corona treatment, plasma treatment and coating treatment.

8. The polarizing plate of 7 above, wherein the plasma treatment is at least one selected from the group consisting of a remote plasma treatment, a direct plasma treatment, and a monomer plasma treatment.

9. The polarizing plate of 1 above, wherein the alignment layer is bonded by the substrate and a urethane bond, a thiylene bond or a carbon-carbon saturated bond.

10. In the above 9, wherein the urethane bond is formed by the reaction of the isocyanate group of the compound represented by any one of the formula 1 to 4 of the alignment layer of the hydroxyl group, thiol group, carboxyl group, amine group or epoxy group of the substrate Polarizer.

11. The polarizing plate of 9 above, wherein the thiylene bond is formed by the reaction of a (meth) acrylate group of the compound represented by any one of Formulas 1 to 4 of the alignment layer with a thiol group of the base material.

12. In the above 9, wherein the carbon-carbon saturated bond is formed by the reaction of the (meth) acrylate group of the compound represented by any one of the formulas (1) to (4) of the alignment layer and the (meth) acrylate group of the substrate Polarizing plate.

13. The polarizing plate of 1 above, wherein the liquid crystal layer is formed of a liquid crystal compound having a carbon-carbon unsaturated bond, a hydroxyl group, an epoxy group, or a cyano group.

14. The polarizing plate of 1 above, wherein the alignment layer is bonded to the liquid crystal layer and a urethane bond or a carbon-carbon saturated bond.

15. In the above 14, wherein the urethane bond is formed by the reaction of the isocyanate group of the compound represented by any one of the formula 1 to 4 of the alignment layer and the hydroxyl group, epoxy group or cyano group of the liquid crystal compound of the liquid crystal layer Polarizer.

16. In the above 14, the carbon-carbon saturation bond is a reaction of the (meth) acrylate of the compound represented by any one of the formulas 1 to 4 of the alignment layer and the carbon-carbon unsaturated bond of the liquid crystal compound of the liquid crystal layer It is formed by a polarizing plate.

17. The polarizing plate of 1 above, wherein the adhesive layer is formed of an aqueous adhesive or a photocurable adhesive.

18. In the above 1, wherein the adhesive layer and the liquid crystal layer is a polarizing plate bonded by a carbon-carbon saturated bond.

19. The polarizing plate of 1 above, wherein the retardation film is a patterned retardation film having a first pattern and a second pattern having different optical axis directions.

20. Image display device having a polarizing plate of any one of 1 to 19 above.

In the polarizing plate of the present invention, the retardation film is integrated into the polarizing plate, thereby reducing the defective rate in the manufacturing process, and improving the productivity and reducing the manufacturing cost.

The polarizing plate of this invention can provide a thin polarizing plate by integrating a retardation film with a polarizing plate.

Since the retardation film integrated in the polarizing plate of the present invention has a very high interlayer adhesive force, the peeling phenomenon is remarkably reduced during the manufacturing process, so that the defect rate is low, thereby improving productivity.

The polarizing plate of this invention is excellent in the adhesive force of the polarizer and the liquid crystal layer of retardation film, and there exists an effect which can improve durability reliability.

The polarizing plate of the present invention is environmentally friendly when using an aqueous adhesive, and when using a photocurable adhesive, the manufacturing process can be simplified and productivity can be improved.

The polarizing plate of the present invention is excellent in the adhesion between the layers it is possible to use a backlight with a large amount of heat generation for better clarity.

Since the polarizing plate of the present invention can be thinned, the polarizing plate of the present invention can be effectively used for an image display device having a short distance between the polarizing plate and the backlight.

1 is a cross-sectional view schematically showing a bonding method of a conventional retardation film and a polarizing plate.

2 is a cross-sectional view schematically showing an embodiment of the phase difference film integrated polarizer of the present invention.

3 is a view schematically showing a water resistance evaluation method.

The present invention, a polarizer layer; An adhesive layer formed on at least one surface of the polarizer layer; And a retardation film having a structure in which a liquid crystal layer, an alignment film, and a substrate are in contact with each other, and wherein the liquid crystal layer is adhered to the adhesive layer. The alignment film includes a reactive group on the surface of the substrate and a liquid crystal compound of the liquid crystal layer. The polarizing plate is formed of a composition for forming an oriented film comprising an isocyanate group and a (meth) acrylate group which can be bonded to the reactive groups of the reactive group at the end thereof, thereby simplifying the manufacturing process and excellent interlayer adhesion and thinness and An image display apparatus having the same.

Hereinafter, an embodiment of the present invention will be described in detail with reference to the drawings.

2 is a cross-sectional view schematically showing an embodiment of the polarizing plate of the present invention.

In the polarizing plate 300 of the present invention, the transparent substrate 310 positioned on the oriented liquid crystal layer side is characterized by having a reactive group capable of reacting with an isocyanate group or a (meth) acrylate group on its surface. As such a reactive group, a hydroxyl group, a thiol group, a carboxy group, a (meth) acrylate group, an amine group, an epoxy group, etc. are mentioned.

Therefore, any substrate having such a reactive group among the substrates used in the art can be used in the present invention without limitation, and a substrate treatment process known in the art even if the substrate commonly used in the art does not have such a reactive group per se. If the reactive group can be introduced to the surface through may be used in the present invention without limitation.

For example, a film excellent in transparency, mechanical strength, thermal stability, moisture shielding, isotropy, etc. may be used, and more specifically, polyester such as polyethylene terephthalate, polyethylene isophthalate, polyethylene naphthalate, polybutylene terephthalate, etc. System resin; Cellulose resins such as diacetyl cellulose and triacetyl cellulose; Polycarbonate resins; Acrylic resins such as polymethyl (meth) acrylate and polyethyl (meth) acrylate; Styrene resins such as polystyrene and acrylonitrile-styrene copolymers; Polyolefin-based resins such as polyethylene, polypropylene, cyclo-based or norbornene-structured polyolefins, ethylene-propylene copolymers; Vinyl chloride-based resins; Amide resins such as nylon and aromatic polyamides; Imide resin; Polyether sulfone resin; Sulfone resins; Polyether sulfone resin; Polyether ether ketone resins; Sulfided polyphenylene resins; Vinyl alcohol-based resins; Vinylidene chloride-based resins; Vinyl butyral resin; Allyl resins; Polyoxymethylene resin; And films composed of thermoplastic resins such as epoxy resins, and the like, and films composed of blends of the above thermoplastic resins may also be used. Moreover, the film of thermosetting resin or ultraviolet curable resin, such as (meth) acrylic-type, urethane type, acrylurethane type, epoxy type, and silicone type, can also be used.

Among the more commonly used film is a film containing a TAC (triacetyl cellulose), COP (cyclo-olefin polymer), PMMA (poly (methyl methacrylate)) polymer and the like. Substrates made of TAC, COP, PMMA do not have reactive groups on their surface that can react with isocyanates or (meth) acrylates. Therefore, the reactive group can be introduced to the surface through surface treatment. When the hydroxyl group is described as an example, the hydroxyl group is introduced to the surface when the saponification treatment is performed on the TAC surface, and the hydroxyl group is applied to the surface when the plasma treatment is performed on the surface of the COP. Can be introduced. Other surface treatments include dry treatments such as corona treatment and primer treatment; Chemical treatment such as alkali treatment including saponification treatment; The coating process etc. which form an easy adhesive bond layer is mentioned. Preferably, the cellulose-based film is alkali treatment including saponification treatment; Acrylic, polyolefin and polyester films are advantageous for dry treatment such as corona treatment or plasma treatment. As a more specific example of the plasma treatment, at least one process may be performed among a remote plasma, a direct plasma, and a monomer plasma.

In the polarizing plate 300 of the present invention, the alignment layer 320 is an isocyanate group and a (meth) acrylate group which may be bonded to the reactive group of the surface of the substrate 310 and the reactive group of the liquid crystal compound of the liquid crystal layer 330, respectively. It is formed from the composition for oriented film formation containing the adhesion | strength strengthening agent contained in the terminal.

The adhesion enhancer according to the present invention comprises at least one (meth) acrylate group terminal and one isocyanate group terminal. In the present invention, (meth) acrylate refers to acrylate, methacrylate, or optionally acrylate and methacrylate simultaneously.

In the present invention, the (meth) acrylate group and the isocyanate group of the adhesion enhancer are liquid crystalline compounds even if the (meth) acrylate group and / or the isocyanate group are not contained at the terminal at the time when the adhesion enhancer is mixed with the composition for forming an alignment film. And functional groups where (meth) acrylate groups or isocyanate groups are produced through further treatment, such as heat treatment, prior to chemical bonding with the substrate. For example, as a functional group in which an isocyanate group is produced through heat treatment, a pyrazole group connected by an amide bond to the terminal of the adhesion promoter may be mentioned. Gastric pyrazole groups are separated through a heat treatment process, an isocyanate group is formed at the end.

The alignment layer 320 is a layer that induces alignment of the liquid crystal, one surface of which is in contact with the liquid crystal layer 330, and the other surface of which is in contact with the base film 310. As described above, in the related art, there is a problem in that the interlayer adhesion between the alignment layer and other layers bonded thereto is poor, but the present invention provides an adhesive layer including an isocyanate group and a (meth) acrylate group at its ends. ), The interlayer adhesion can be enhanced by chemical bonding with the reactive groups exposed on the surface of the base film 310 and the surface of the liquid crystal layer 320 in contact with the above isocyanate group and the (meth) acrylate group. .

More specific examples of the adhesion enhancer according to the present invention may be one or more selected from the group consisting of compounds represented by the following formula (1), (2), (3) and (4):

[Formula 1]

(Wherein R ₁ and R ₂ are each independently hydrogen or a methyl group,

R ₃ and R ₇ are each independently an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group,

R ₄ and R ₆ are each independently an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of an amide group, a ketone group, an ester group and a thiol group,

R ₅ is an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with an alkoxy group having 1 to 8 carbon atoms,

[Formula 2]

(Wherein R ₇ and R ₈ are each independently hydrogen or a methyl group,

R ₉ and R ₁₁ are each independently an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group,

R ₁₀ is (a)

Or (b)

E ₁ and E ₃ are each independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms or an alkoxy group having 1 to 8 carbon atoms, and E ₂ is an alkoxy group having 1 to 8 carbon atoms. Substituted or unsubstituted alkylene group having 1 to 10 carbon atoms,

[Formula 3]

(Wherein R ₁₂ is hydrogen or a methyl group,

R ₁₃ is an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group; and

[Formula 4]

(Wherein, R ₁₄ is hydrogen or a methyl group,

R ₁₅ is an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group.

In the composition for forming an alignment layer of the present invention, the adhesion enhancer represented by Chemical Formula 1 to Chemical Formula 4 is at least one of the compounds represented by Chemical Formula 2 to Chemical Formula 4 and the compound represented by Chemical Formula 1 to secure better interlayer adhesion. It can be used as a mixture of.

More specific examples of the adhesion enhancer of Formula 1 to Formula 4 may include at least one selected from the group consisting of compounds represented by the following Formulas 5 to 15:

[Formula 5]

[Formula 6]

[Formula 7]

[Formula 8]

[Formula 9]

[Formula 10]

[Formula 11]

[Formula 12]

[Formula 13]

[Formula 14]

[Formula 15]

Compounds represented by the above formula (4) and compounds represented by the above formulas (12), (13), (14) and (15), which are examples of the compounds, are separated from the terminal by dimethyl pyrazole group through a heat treatment process such as a drying process, and thus It will have an isocyanate group.

The composition for forming an alignment film according to the present invention may include an alignment agent, a photoinitiator and an organic solvent commonly used in the art, in addition to the above adhesion enhancer.

As the alignment agent, an alignment agent conventionally used in the art may be used without particular limitation. For example, a polyacrylate-based polymer, a polyamic acid, a polyimide-based polymer, or a polymer containing cinnamate groups can be used as an alignment agent, and when a photoalignment is applied, a polymer containing cinnamate groups can be used.

The polymer used as the alignment agent may have a weight average molecular weight of about 10,000-500,000, but is not limited thereto.

Adhesion enhancers according to the present invention is preferably included in 0.1 to 20 parts by weight relative to 100 parts by weight of the alignment agent. It is possible to secure sufficient adhesive strength in the above range, when excessively added, the adhesive strength is improved, but when applied to the optical film, other physical properties may be lowered.

As the photoinitiator, photoinitiators conventionally used in the art may be used without particular limitation. For example, a triazine compound, an acetophenone compound, a biimidazole compound, an oxime compound, a benzoin compound, a benzophenone compound, a thioxanthone compound, an anthracene compound, etc. may be used, but is not limited thereto. no.

As the above triazine-based compound, for example, 2,4-bis (trichloromethyl) -6- (4-methoxyphenyl) -1,3,5-triazine, 2,4-bis (trichloromethyl)- 6- (4-methoxynaphthyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6-piperonyl-1,3,5-triazine, 2,4- Bis (trichloromethyl) -6- (4-methoxystyryl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (5-methylfuran-2 -Yl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (furan-2-yl) ethenyl] -1,3,5-tri Azine, 2,4-bis (trichloromethyl) -6- [2- (4-diethylamino-2-methylphenyl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloro Methyl) -6- [2- (3,4-dimethoxyphenyl) ethenyl] -1,3,5-triazine and the like.

As the acetophenone-based compound, for example, diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyl dimethyl ketal, 2-hydroxy-1- [4- (2 -Hydroxyethoxy) phenyl] -2-methylpropane-1-one, 1-hydroxycyclohexylphenyl ketone, 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropane-1- On, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butan-1-one, 2-hydroxy-2-methyl-1- [4- (1-methylvinyl) phenyl] propane Oligomer of -1-one, 2-methyl-2-amino (4-morpholinophenyl) ethan-1-one, 2-ethyl-2-amino (4-morpholinophenyl) ethan-1-one, 2 -Propyl-2-amino (4-morpholinophenyl) ethan-1-one, 2-butyl-2-amino (4-morpholinophenyl) ethan-1-one, 2-methyl-2-amino (4 -Morpholinophenyl) propane-1-one, 2-methyl-2-amino (4-morpholinophenyl) butan-1-one, 2-ethyl-2-amino (4-morpholinophenyl) propane- 1-one, 2-ethyl-2-amino (4-morpholinophenyl) butan-1-one, 2-methyl-2-meth Amino (4-morpholinophenyl) propane-1-one, 2-methyl-2-dimethylamino (4-morpholinophenyl) propane-1-one, 2-methyl-2-diethylamino (4-mor Polynophenyl) propan-1-one etc. are mentioned.

As the biimidazole-based compound, for example, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2,3 -Dichlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2-chlorophenyl) -4,4', 5,5'-tetra (alkoxyphenyl) ratio Imidazole, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetra (trialkoxyphenyl) biimidazole, phenyl group at 4,4', 5,5 'position And imidazole compounds substituted with a boalkoxy group. Among these, 2,2'bis (2-chlorophenyl) -4,4 ', 5,5'-tetra phenylbiimidazole, 2,2'-bis (2,3-dichlorophenyl) -4,4', 5,5'-tetraphenylbiimidazole is preferably used.

Examples of the above oxime compounds include 0-ethoxycarbonyl-α-oxyimino-1-phenylpropan-1-one and the like.

As said benzoin type compound, benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, etc. are mentioned, for example.

As the above benzophenone-based compound, for example, benzophenone, methyl 0-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3 ', 4,4'-tetra ( tert-butylperoxycarbonyl) benzophenone, 2,4,6-trimethylbenzophenone, etc. are mentioned.

Examples of the thioxanthone-based compound include 2-isopropyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-dichloro thioxanthone, 1-chloro-4-propoxy thioxanthone, and the like. Can be mentioned.

Examples of the anthracene-based compound include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10-diethoxyanthracene, and the like. Can be mentioned.

In addition, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 10-butyl-2-chloroacridone, 2-ethylanthraquinone, benzyl, 9,10-phenanthrenequinone, camphorquinone, phenylclioxylic acid Methyl, a titanocene compound, the photoinitiator which has group which can cause the chain transfer described in Unexamined-Japanese-Patent No. 2002-544205, etc. are mentioned.

In another aspect of the composition for forming an alignment film of the present invention, it may not include a photoinitiator. Photoinitiators have the advantage that the photo-alignment agent facilitates the photopolymerization reaction. However, when the photoinitiator is used in an excessive amount, it acts as an impurity, lowers the orientation force, breaks down the liquid crystal orientation, and may cause light leakage phenomenon during cross polarization, or the photoinitiator may be sublimated after photocuring to contaminate the mask. When the intensity of the initiator reaction wavelength is very high compared to the wavelength at which the reaction occurs, side effects may be reduced such as lowering the line speed for the optical alignment. In this aspect, the composition for forming an alignment film of the present invention may or may not contain a very small amount of photoinitiator.

As the organic solvent, an organic solvent conventionally used in the art may be used without particular limitation. Ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether and ethylene glycol monobutyl ether; Diethylene glycol dialkyl ethers such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol ethyl methyl ether, diethylene glycol dipropyl ether and diethylene glycol dibutyl ether; Ethylene glycol alkyl ether acetates such as methyl cellosolve acetate, ethyl cellosolve acetate, ethylene glycol monobutyl ether acetate, and ethylene glycol monoethyl ether acetate; Alkylene glycol alkyl ether acetates such as propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, methoxy butyl acetate, and methoxy pentyl acetate; Propylene glycol monoalkyl ethers such as propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, and propylene glycol monobutyl ether; Propylene glycol dialkyl ethers such as propylene glycol dimethyl ether, propylene glycol diethyl ether, propylene glycol ethyl methyl ether, propylene glycol dipropyl ether propylene glycol propyl methyl ether and propylene glycol ethyl propyl ether; Propylene glycol alkyl ether propionates such as propylene glycol methyl ether propionate, propylene glycol ethyl ether propionate, propylene glycol propyl ether propionate and propylene glycol butyl ether propionate; Butyl diol monoalkyl ethers such as methoxy butyl alcohol, ethoxy butyl alcohol, propoxy butyl alcohol and butoxy butyl alcohol; Butanediol monoalkyl ether acetates such as methoxy butyl acetate, ethoxy butyl acetate, propoxy butyl acetate and butoxy butyl acetate; Butanediol monoalkyl ether propionates such as methoxybutyl propionate, ethoxybutyl propionate, propoxybutyl propionate and butoxybutyl propionate; Dipropylene glycol dialkyl ethers such as dipropylene glycol dimethyl ether, dipropylene glycol diethyl ether, and dipropylene glycol methyl ethyl ether; Aromatic hydrocarbons such as benzene, toluene, xylene and mesitylene; Ketones such as methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone and cyclohexanone; Alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, glycerin; Methyl acetate, ethyl acetate, propyl acetate, butyl acetate, 2-hydroxypropionate, methyl 2-hydroxy-2-methylpropionate, 2-hydroxy-2-methylpropionate, methyl hydroxyacetate, ethyl hydroxyacetate , Butyl hydroxy acetate, methyl lactate, ethyl lactate, propyl lactate, butyl lactate, 3-hydroxypropionate methyl, 3-hydroxypropionate ethyl, 3-hydroxypropionate propyl, 3-hydroxypropionate butyl, 2-hydroxy 3-Methyl methyl butyrate, methyl methoxy acetate, ethyl methoxy acetate, methoxy acetate propyl, butyl acetate, ethoxy acetate methyl, ethoxy acetate, ethoxy acetate propyl, butyl ethoxy acetate, propoxy Methyl acetate, ethyl propoxy acetate, propyl propoxy acetate, butyl propoxy acetate, methyl butoxy acetate, ethyl butoxy acetate, Propyl acetate, butyl butoxy acetate, methyl 2-methoxypropionate, 2-methoxy ethylpropionate, propyl 2-methoxypropionate, butyl 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate Propyl 2-ethoxypropionate, butyl 2-ethoxypropionate, methyl 2-butoxypropionate, ethyl 2-butoxypropionate, propyl 2-butoxypropionate, butyl 2-butoxypropionate, methyl 3-methoxypropionate, 3-methoxy ethylpropionate, 3-methoxy propylpropionate, 3-methoxy propylpropionate, 3-ethoxy propylpropionate, 3-ethoxy propylpropionate, 3-ethoxy propylpropionate, 3-ethoxy propylpropionate, 3 Methyl propoxypropionate, 3-propoxy propionate, 3-propoxypropionate, butyl 3-propoxypropionate, methyl 3-butoxypropionate, ethyl 3-butoxypropionate, 3-butoxypropionic acid Esters such as ropil, 3-butoxy-propionic acid butyl; Cyclic ethers such as tetrahydrofuran and pyran; Cyclic esters, such as (gamma) -butyrolactone, etc. can be used individually or in mixture of 2 or more types, respectively.

The composition for forming an alignment film of the present invention may further include additives such as fillers, curing agents, leveling agents, adhesion promoters, antioxidants, ultraviolet absorbers, anti-aggregation agents, chain transfer agents and the like, as necessary.

In the polarizing plate 300 of the present invention, the liquid crystal layer 330 is formed by curing the liquid crystal compound. The liquid crystal layer 330 according to the present invention has a reactive group. Examples of such reactive groups include carbon-carbon unsaturated bonds, hydroxyl groups, epoxy groups, cyano groups, and the like, and preferably carbon-carbon unsaturated bonds. Can be mentioned. More specifically, the carbon-carbon unsaturated bond may be a carbon-carbon unsaturated bond included in an acryloyloxy group, cyanoacrylate group, allyl group, cinnamate group, or allyloxy group.

Therefore, any base material having a reactive group among the liquid crystal compounds used in the art may be used in the present invention without limitation, and the liquid crystal compounds commonly used in the art may be known in the art even if they do not have such a reactive group. Any reactive group can be introduced at the end through the pretreatment process and can be used in the present invention without limitation.

The liquid crystal layer 330 according to the present invention is prepared by curing a composition including a polymerization initiator and an organic solvent, in addition to the above-mentioned liquid crystal compound, and as a polymerization initiator, photopolymerization initiators or thermal polymerization initiators commonly used in the art may be used. The photoinitiator exemplified above may be used as the photopolymerization initiator. An organic solvent may also be appropriately selected from among the organic solvents exemplified above.

The liquid crystal layer 330 has a phase difference function according to the alignment direction of the liquid crystal. In the present invention, the alignment directions of the liquid crystal layer 330 may be all the same, or may include a first pattern and a second pattern different in the direction of the optical axis. When the first and second patterns having different directions of optical axes are provided, the different optical axes may be substantially orthogonal to each other.

In the polarizing plate 300 of the present invention, the alignment layer 320 reacts with the reactive group of the surface of the transparent substrate 310 and the reactive group of the liquid crystal compound exposed on the surface of the photocurable liquid crystal layer 330 to form a chemical bond. In this case, the reactive groups exposed on the surfaces of the transparent substrate 310 and the liquid crystal layer 330 may be the same or different.

As a specific example of the chemical bond, the isocyanate end of the adhesion promoter may react with the hydroxyl, thiol, carboxyl, amine, epoxy, or cyano groups of the transparent substrate 310 or the liquid crystal layer 330 to form a urethane bond. .

The hydroxyl, thiol, carboxyl, amine, epoxy or cyano group reacts with the isocyanate group to form a urethane bond as follows. For reference, the cyano group may be pretreated with H ₂ O while being heated, transformed into an amine group or carboxylic acid, and reacted with an isocyanate group.

Scheme 1

Scheme 2

Scheme 3

Scheme 4

Scheme 5

Scheme 6

As another specific example of the chemical bond, the (meth) acrylate end of the adhesion enhancer reacts with the (meth) acrylate group and the carbon-carbon unsaturated bond of the transparent substrate 310 or the liquid crystal layer 330 to saturate carbon-carbon. A bond can be formed.

As another specific example of the chemical bond, the (meth) acrylate end of the adhesion enhancer may react with the thiol group of the transparent substrate 310 to form a thiylene bond.

Through the chemical bonding such as a urethane bond, a carbon-carbon saturated bond, a thiylene bond, and the like, the alignment layer 320 of the present invention is attached to the transparent substrate 310 and the photocurable liquid crystal layer 330 with high adhesion.

In the polarizing plate 300 of the present invention, the adhesive layer 340 functions to directly bond the liquid crystal layer 330 and the polarizer 350. Thereby, the polarizing plate 300 of this invention has the structure of the polarizing plate in which the retardation film was integrated.

The adhesive layer 340 may be preferably formed of an aqueous adhesive or a photocurable adhesive.

Aqueous adhesives are more environmentally friendly than adhesives using organic solvents because water can be used as a solvent. The water-based adhesive used in the present invention may be formed using the water-based adhesive used in the art without particular limitation.

The photocurable adhesive refers to an adhesive that is cured by irradiating light such as UV. Since the photocurable adhesive does not need a separate drying process after photocuring, the manufacturing process is simple and productivity is improved. The photocurable adhesive used in the present invention may be formed using a photocurable adhesive used in the art without particular limitation.

As the binder component of the adhesive, a polymer having at least one functional group selected from the group consisting of an epoxy group, an acrylate group and an isocyanate group is preferably used. In this case, in the case where the binder component of the adhesive has an epoxy group, if the liquid crystal compound of the liquid crystal layer 330 has an epoxy group, the epoxy group of the adhesive layer 340 and the epoxy group of the liquid crystal layer 330 react to form carbon-carbon. Saturation bonds can be formed.

The thickness of the adhesive bond layer 340 is usually 20 µm or less, preferably 10 µm or less, and more preferably 5 µm or less. When the adhesive layer becomes thick, the reaction rate of the adhesive composition decreases, and the heat-and-moisture resistance of the polarizing plate tends to deteriorate.

The adhesive layer 340 may be formed on the bonding surface of the polarizer 350 or may be formed on the liquid crystal layer 330. The coating method of the adhesive layer 340 may be any conventional coating method known in the art such as a doctor blade, a wire bar, a die coater, a comma coater, a gravure coater, and the like. Moreover, while supplying the retardation film provided with the polarizer 350 and the liquid crystal layer 330 continuously so that the bonding surface of both may be inside, you may employ | adopt the system which softens an adhesive composition between them. Since each coating system has an optimum viscosity range, it is also a useful technique to adjust the viscosity of an adhesive bond layer using a solvent. The solvent for this purpose is used to dissolve the adhesive layer 340 satisfactorily without degrading the optical performance of the polarizer, but there is no particular limitation on the kind thereof. For example, according to the kind of adhesive agent, organic solvents, such as water or the hydrocarbons represented by toluene, and the esters represented by ethyl acetate, can be used.

In the polarizing plate 300 of the present invention, the polarizer 350 may be used without limitation the polarizer used in the art. A commonly used polarizer is a dichroic dye adsorbed on a stretched polyvinyl alcohol-based film.

The polyvinyl alcohol-based resin constituting the polarizer can be obtained by saponifying a polyvinyl acetate-based resin. As polyvinyl acetate type resin, the copolymer etc. of vinyl acetate and the other monomer copolymerizable with this besides the polyvinyl acetate which is a homopolymer of vinyl acetate are mentioned. As another monomer copolymerizable with vinyl acetate, an unsaturated carboxylic acid type, an unsaturated sulfonic acid type, an olefin type, a vinyl ether type, an acrylamide type monomer which has an ammonium group, etc. are mentioned. The polyvinyl alcohol-based resin may be modified, for example, polyvinyl formal or polyvinyl acetal modified with aldehydes may be used. Saponification degree of polyvinyl alcohol-type resin is 85-100 mol% normally, Preferably it is 98 mol% or more. In addition, the degree of polymerization of the polyvinyl alcohol-based resin is usually 1,000 to 10,000, preferably 1,500 to 5,000.

What formed such a polyvinyl alcohol-type resin into a film is used as a raw film of a polarizer. The film formation method of polyvinyl alcohol-type resin is not specifically limited, A well-known method can be used. The film thickness of the raw film is not particularly limited, and may be, for example, 10 to 150 µm.

A polarizer is normally manufactured through the process of uniaxially stretching a polyvinyl alcohol-type film as described above, a process of dyeing with a dichroic dye and adsorbing, a process of treating with an aqueous solution of boric acid, washing with water, and drying. It is preferable that the thickness of the polarizer manufactured as mentioned above is 5-40 micrometers.

In the polarizing plate 300 of the present invention, the second adhesive layer 360 is a layer for bonding the polarizer 350 to the transparent substrate or the retardation film 370 may be used without particular limitation an adhesive used in the art. . For example, the adhesive used in the above-described first adhesive layer 340 may be used, and in addition, an organic adhesive may be used, but is not limited thereto.

In the polarizing plate 300 of the present invention, the transparent substrate or the retardation film 370 is a layer having the polarizer 350 as a protective function and in some cases even a phase difference function. As the transparent substrate and the retardation film, the transparent substrate and the retardation film used in the art may be used without particular limitation.

The polarizing plate 300 of the present invention can be usefully used in an image display device. The image display apparatus which can be applied is not limited to a specific one, but specifically, a stereoscopic image implementation or a transflective liquid crystal display apparatus, an organic EL display apparatus, or the like can be used.

Hereinafter, the present invention will be described in detail with reference to Examples. However, embodiments according to the present invention can be modified in many different forms, the scope of the present invention should not be construed as limited to the embodiments described below. The embodiments of the present invention are provided to more completely explain the present invention to those skilled in the art.

Example 1-14 and Comparative Example 1-2

<Preparation of the composition for orientation film formation>

A composition for forming an alignment layer was prepared by mixing a photoalignment agent, an adhesion enhancing agent, a photoinitiator (Irgacure 907, manufactured by BASF) and an organic solvent (toluene) in the composition shown in Table 1 below (unit: g).

Table 1

<Production of Polarizing Plate>

For Examples 1-7:

After applying saponification to Fuji TAC film having a hydroxyl group introduced on the surface, the composition for forming the alignment film of Preparation Example 1-7 was applied to Examples 1-7, respectively, and dried at 100 ° C. for 1 minute, followed by primary exposure and 2 The difference exposure was performed, respectively, and the alignment film which has A pattern and B pattern was produced. The photocurable liquid crystal composition (RMS) including the liquid crystal compound having a carbon-carbon unsaturated bond on the terminal on the alignment layer was applied and dried at a temperature of 60 ° C. for 1 minute to prepare a retardation film.

Next, after applying an adhesive to another Fuji TAC film, a polyvinyl alcohol polarizer was adhered, and an aqueous adhesive was applied on the polarizer.

Next, the retardation film was laminated on the water-based adhesive layer so that the liquid crystal layer of the retardation film described above was in contact with the water-based adhesive layer, exposed to induce a curing reaction, and dried to prepare a retardation film integrated polarizing plate, respectively.

For Examples 8-14:

After the saponification treatment, the composition for forming the alignment film of Preparation Example 1-7 was applied to Fuji TAC film having a hydroxyl group introduced on the surface thereof in Example 8-14, and dried at 100 ° C. for 1 minute, followed by primary exposure and 2 The difference exposure was performed, respectively, and the alignment film which has A pattern and B pattern was produced. The photocurable liquid crystal composition (RMS) including the liquid crystal compound having a carbon-carbon unsaturated bond on the terminal on the alignment layer was applied and dried at a temperature of 60 ° C. for 1 minute to prepare a retardation film.

Next, after applying an adhesive to another Fuji TAC film, a polyvinyl alcohol polarizer was adhered, and a photocurable adhesive was applied on the polarizer.

Next, the retardation film was laminated on the photocurable adhesive layer so that the liquid crystal layer of the retardation film described above was in contact with the photocurable adhesive layer, exposed to induce a curing reaction, and dried to prepare a retardation film integrated polarizing plate, respectively.

For Comparative Example 1-2:

A retardation film was manufactured in the same manner as in Example 1-7, except that an adhesive layer was formed on the liquid crystal layer of the manufactured retardation film (see FIG. 1).

In addition, a polarizing film was prepared in the same manner as in Example 1-7 except that the TAC film was adhered on the aqueous adhesive layer on the polarizer.

Next, the prepared polarizing film was attached to the adhesive layer of the prepared retardation film to prepare polarizing plates, respectively.

Experimental Example

<Orientation angle>

The orientation angles of A in the A and B patterns of the polarizers manufactured by the Wakeeke WPA-100L equipment were measured, and the results are shown in Table 2 below.

◎; 45 ° ± 3 (A pattern), 135 ° ± 3 (B pattern)

○: Less than 45 ° ± 6 (A pattern), Less than 135 ° ± 6 (B pattern)

X: 45 ° ± 6 or more (A pattern), 135 ° ± 6 or more (B pattern)

<Phase difference>

Rr; Phase difference of the polarizing plate manufactured in Comparative Example 1

Rs; Phase difference of the said polarizing plate

◎; 0.97 <Rs / Rr <1.03

○: 0.95 <Rs / Rr <0.97 or 1.03 <Rs / Rr <1.05

△: 0.90 <Rs / Rr <0.95 or 1.05 <Rs / Rr <1.1

×: Rs / Rr 1.1 or more or Rs / Rr 0.90 or less

<Adhesion between the alignment film and the liquid crystal layer>

When the generated pattern was evaluated through an optical microscope, the degree of tearing was evaluated on the following pattern, and the results are shown in Table 2 below.

◎; No tearing on the pattern

○: 1 to 3 tearing patterns

△: 4 to 8 tears on the pattern

×: more than 8 tears in pattern

<Transmittance>

 The transmittance | permeability (%) in 400 nm of the polarizing plate obtained above was measured using the microscope spectrophotometer (OSP-SP200; the product made by OLYMPUS). The transmittance is better near 100%.

◎: transmittance 99.5% or more

○: transmittance of 99% or more and less than 99.5%

(Triangle | delta): Transmissivity 98% or more and less than 99%.

X: transmittance less than 98%.

<Water resistance>

The following hot water resistance test (hot water immersion test) was performed about each polarizing plate left to stand for 24 hours in 23 degreeC and 55% of relative humidity environment, and water resistance was evaluated.

First, the polarizing plate was cut | disconnected in strip shape of 5 cm x 2 cm as the absorption axis (extension direction of a polarizer) of a polarizing plate as a long side, and it was set as the sample, and the dimension of the long side direction was measured correctly.

The sample here exhibits a unique color uniformly over the entire surface due to iodine adsorbed to the polarizer.

FIG. 3: is a figure which shows typically the evaluation test method of water resistance, (A) has shown the sample 1 before warm water immersion, and (B) the sample 1 after warm water immersion. As shown in Fig. 3A, one short side of the sample was gripped by the gripper 5, and about 80% in the longitudinal direction was immersed in a 60 ° C water bath and maintained for 4 hours. Then, the sample 1 was taken out from the water tank, and the moisture was wiped off.

The polarizer 4 of the polarizing plate contracts by immersion in warm water. The shrinkage degree of this polarizer 4 is evaluated by measuring the distance from the edge part 1a (tip of the transparent base film) in the short side center of the sample 1 to the edge part of the polarizer 4 which contracted, and shrinkage length It was set as.

In addition, as illustrated in FIG. 3B, the polarizer 4 located in the center of the polarizing plate is shrunk by dipping hot water, thereby forming a region 2 in which the polarizer 4 does not exist between the transparent base films. do.

On the other hand, by immersion of hot water, iodine is eluted from the periphery of the polarizer 4 in contact with the warm water, and the part 3 in which the color is missing is formed in the periphery of the sample 1.

This decolorization degree was evaluated by measuring the distance from the edge part of the contracted polarizer 4 in the center of the short side of the sample 1 to the area | region in which the color peculiar to a polarizing plate remains, and set it as the length with which iodine was missing. The sum of the contraction length and the length of iodine was taken as the total erosion length X. That is, total erosion length X is the distance from the edge part 1a (tip of a transparent base film) of the sample 1 to the area | region in which the color peculiar to a polarizing plate remains in the center of the short side of the sample 1.

It can be judged that the smaller the shrinkage length, the length without iodine and the total erosion length X, the higher the adhesion (water resistance) in the presence of water. And it evaluated by the following four steps according to the total erosion length X.

(Double-circle): Total erosion length X is less than 2 mm.

(Circle): Total erosion length X is 2 mm or more and less than 3 mm.

(Triangle | delta): Total erosion length X is 3 mm or more and less than 5 mm.

X: Total erosion length X is 5 mm or more.

<Polarization degree>

(A) cross nicol transmittance TD (λ), parallel transmittance MD (λ)

The Glan Taylor prism was installed in the measurement light output light part of the sample chamber connected to the "V-7100" type ultraviolet visible spectrophotometer made by Nippon Bunko Co., Ltd. to emit polarized light in a specific vibration direction.

The polarizing plate sample was arrange | positioned so that the polarized light might incline perpendicularly on the optical path of the light emitted polarized, and it set to the direction which the transmittance of the polarized light becomes minimum, and calculated the transmittance | permeability in each wavelength (lambda) in the visible range. This is the transmittance of linearly polarized light in the absorption axis direction, that is, cross nicol transmittance TD (λ).

Subsequently, this sample was rotated 90 degrees in the sample plane, and the transmittance | permeability in each wavelength (lambda) within a visible light range was calculated | required again. This becomes the transmittance of linearly polarized light in the transmission axis direction, that is, the parallel transmittance MD (λ).

(B) visibility correction polarization degree Py

The polarization degree Py ((lambda)) in each wavelength (lambda) was calculated | required by the following formula using TD ((lambda)) and MD ((lambda)) measured in said (A).

Py (λ) = [MD (λ) -TD (λ)] / [MD (λ) + TD (λ)] × 100

Next, about the polarization degree Py ((lambda)) calculated | required in this way, the weight average by the stimulus value Y in 2 degrees of C light sources was performed according to JIS Z 8701, and the visibility correction polarization degree Py was calculated | required. The results were evaluated in the following three steps.

(Double-circle): Py is 99.996% or more.

○: Py is more than 99.993% and less than 99.996%.

X: Py is 99.993% or less.

TABLE 2

Evaluation item

Example

Comparative example

One

2

3

4

5

6

7

8

9

10

11

12

13

14

One

2

Orientation Angle (A Pattern)

◎

○

○

○

○

○

○

◎

○

○

○

○

○

○

◎

◎

Orientation Angle (B Pattern)

◎

○

○

○

○

○

○

◎

○

○

○

○

○

○

◎

◎

Phase difference (A pattern)

◎

○

○

○

○

○

○

◎

○

○

○

○

○

○

◎

◎

Phase difference (B pattern)

◎

○

○

○

○

○

○

◎

○

○

○

○

○

○

◎

◎

Interlayer adhesion

△

○

◎

○

△

△

◎

△

○

◎

○

△

△

◎

×

×

Transmittance

○

○

◎

○

○

○

◎

○

○

◎

○

○

○

◎

×

×

Water resistance

◎

○

○

○

○

○

○

◎

○

○

○

○

○

○

○

○

Polarization degree

◎

○

○

○

○

○

○

◎

○

○

○

○

○

○

○

○

As described in Table 2 above, it can be seen that the polarizing plates of the embodiments according to the present invention exhibit the same or similar orientation angle, phase difference performance, water resistance, and polarization degree as those of the comparative examples.

However, in the retardation film-integrated polarizing plates of the embodiments according to the present invention, it can be seen that the interlayer adhesion between the alignment layer and the liquid crystal layer is superior to the comparative examples.

In addition, it can be seen that the polarizing plate of the present invention is very high transmittance than the polarizing plate of the comparative examples. This is believed to be due to the polarizing plate of the embodiments does not have a transparent base film inside the plate, unlike the polarizing plate of the comparative examples.

[Description of the code]

1: sample 1a: end portion at the short side center of sample 1

2: area where a polarizer does not exist between transparent substrate films

3: missing color around the polarizer

4: contracted polarizer 5: gripping strip

Claims (20)

1. Polarizer layer;

   An adhesive layer formed on at least one surface of the polarizer layer; And

   A retardation film including a structure in which a liquid crystal layer, an alignment film, and a substrate are in contact with each other, and wherein the liquid crystal layer is bonded to the adhesive layer;

   Equipped with

   The alignment layer is formed of a composition for forming an alignment layer including an adhesive strength enhancer including an isocyanate group and a (meth) acrylate group, each of which may be bonded to a reactive group on the surface of the substrate and a reactive group of the liquid crystal compound of the liquid crystal layer, respectively. Polarizer.
2. The composition of claim 1, wherein the adhesion enhancer is at least one selected from the group consisting of compounds of Formulas 1 to 4:

   [Formula 1]

   

   (Wherein R ₁ and R ₂ are each independently hydrogen or a methyl group,

   R ₃ and R ₇ are each independently an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group,

   R ₄ and R ₆ are each independently an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of an amide group, a ketone group, an ester group and a thiol group,

   R ₅ is an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with an alkoxy group having 1 to 8 carbon atoms,

   [Formula 2]

   

   (Wherein R ₇ and R ₈ are each independently hydrogen or a methyl group,

   R ₉ and R ₁₁ are each independently an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group,

   R ₁₀ is (a)

   

   Or (b)

   

   E ₁ and E ₃ are each independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms or an alkoxy group having 1 to 8 carbon atoms, and E ₂ is an alkoxy group having 1 to 8 carbon atoms. Substituted or unsubstituted alkylene group having 1 to 10 carbon atoms,

   [Formula 3]

   

   (Wherein R ₁₂ is hydrogen or a methyl group,

   R ₁₃ is an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group; and

   [Formula 4]

   

   (Wherein, R ₁₄ is hydrogen or a methyl group,

   R ₁₅ is an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group.
3. The polarizing plate of claim 2, wherein the adhesion promoter is a mixture of any one of the compounds represented by Formulas 2 to 4 and the compound represented by Formula 1. 4.
4. The polarizing plate of claim 1, wherein the alignment layer comprises a polymer including a cinnamate group as a photoalignment agent.
5. The polarizing plate of claim 4, further comprising 0.1 part by weight to 20 parts by weight of an adhesion enhancing agent with respect to 100 parts by weight of the optical alignment agent.
6. The polarizing plate according to claim 1, wherein the reactive group on the surface of the substrate is at least one selected from the group consisting of a hydroxyl group, a thiol group, a carboxyl group, a (meth) acrylate group, an amine group and an epoxy group.
7. The polarizing plate of claim 1, wherein the substrate is surface-treated with at least one treatment selected from the group consisting of saponification treatment, primer treatment, corona treatment, plasma treatment, and coating treatment.
8. The polarizing plate of claim 7, wherein the plasma treatment is at least one selected from the group consisting of a remote plasma treatment, a direct plasma treatment, and a monomer plasma treatment.
9. The polarizing plate of claim 1, wherein the alignment layer is bonded to the substrate by a urethane bond, thiylene bond, or carbon-carbon saturated bond.
10. The polarizing plate of claim 9, wherein the urethane bond is formed by a reaction of an isocyanate group of a compound represented by any one of Formulas 1 to 4 of the alignment layer with a hydroxyl group, a thiol group, a carboxyl group, an amine group, or an epoxy group.
11. The polarizing plate according to claim 9, wherein the thiylene bond is formed by a reaction of a (meth) acrylate group of a compound represented by any one of Formulas 1 to 4 of the alignment layer with a thiol group of the substrate.
12. The method according to claim 9, wherein the carbon-carbon saturated bond is formed by the reaction of the (meth) acrylate of the compound represented by any one of the formulas 1 to 4 of the alignment layer with the (meth) acrylate group of the substrate Polarizer.
13. The polarizing plate of claim 1, wherein the liquid crystal layer is formed of a liquid crystal compound having a carbon-carbon unsaturated bond, a hydroxyl group, an epoxy group, or a cyano group.
14. The polarizing plate of claim 1, wherein the alignment layer is bonded to the liquid crystal layer by a urethane bond or a carbon-carbon saturated bond.
15. The polarizing plate of claim 14, wherein the urethane bond is formed by a reaction of an isocyanate group of a compound represented by any one of Formulas 1 to 4 of the alignment layer with a hydroxyl group, an epoxy group, or a cyano group of the liquid crystal compound of the liquid crystal layer.
16. The method of claim 14, wherein the carbon-carbon saturation bond is a reaction of the (meth) acrylate of the compound represented by any one of the formulas (1) to 4 of the alignment layer and the carbon-carbon unsaturated bond of the liquid crystal compound of the liquid crystal layer The polarizing plate to be formed.
17. The polarizing plate of claim 1, wherein the adhesive layer is formed of an aqueous adhesive or a photocurable adhesive.
18. The polarizing plate of claim 1, wherein the adhesive layer and the liquid crystal layer are bonded by a carbon-carbon saturated bond.
19. The polarizing plate of claim 1, wherein the retardation film is a patterned retardation film having a first pattern and a second pattern having different optical axis directions.
20. An image display apparatus provided with the polarizing plate of any one of Claims 1-19.

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