KR102339411B1 - Polarzing plate, polarizing plate-carrier film laminate, the method for manufacturing the polarizing plate and the active energy beam-cured composition for protective layer of polarizer - Google Patents

Abstract

The present specification provides a polarizing plate, a polarizing plate-carrier film laminate, a polarizing plate-carrier film laminate, a manufacturing method of a polarizing plate using the same, and an active energy ray-curable composition for a polarizing plate protective layer.

Description

Polarizing plate, polarizing plate-carrier film laminate, polarizing plate-carrier film laminate manufacturing method, polarizing plate manufacturing method, and active energy ray-curable composition for polarizing plate protective layer AND THE ACTIVE ENERGY BEAM-CURED COMPOSITION FOR PROTECTIVE LAYER OF POLARIZER}

The present specification relates to a polarizing plate, a polarizing plate-carrier film laminate, a polarizing plate-carrier film laminate, a polarizing plate manufacturing method, and an active energy ray-curable composition for a polarizing plate protective layer.

A conventional polarizing plate for a liquid crystal display uses a general polyvinyl alcohol-based polarizer, and has a configuration in which a protective film such as PET is attached to at least one surface of the polarizer.

Recently, in the polarizing plate market, the demand for low light leakage and thinning is increasing. In order to satisfy these properties, a method of directly forming a protective film on the polarizer is being considered instead of applying the existing protective substrate formed in advance.

However, when a protective film is formed directly on the existing polyvinyl alcohol-based stretching type polyvinyl alcohol-based polarizer, the polarizer is torn by stress caused by contraction of the polarizer at high temperature compared to the case of applying a protective substrate on both sides as in the past. It was difficult to solve the problem that occurred.

Japanese Laid-Open Patent Application 2007-047498 A

The present specification provides a polarizing plate, a polarizing plate-carrier film laminate, a polarizing plate-carrier film laminate, a manufacturing method of a polarizing plate, and an active energy ray-curable composition for a polarizing plate protective layer.

The present specification is a polarizer;

an adhesive layer and a protective film sequentially provided on one surface of the polarizer; and

and a protective layer provided directly on the other surface of the polarizer,

The protective layer is an alicyclic epoxy compound; 1 part by weight to 18 parts by weight of the aliphatic epoxy compound represented by the following Chemical Formula 1A with respect to 100 parts by weight of the alicyclic epoxy compound; 1 to 20 parts by weight of the bisphenol F-type epoxy compound based on 100 parts by weight of the alicyclic epoxy compound; and an active energy ray-curable composition including an oxetane compound or a polarizing plate including a cured product thereof.

[Formula 1A]

In Formula 1A, A is a straight or branched chain alkyl group containing n' ether bonds,

R ₁ ′ to R ₃ ′ are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group,

n' is an integer of 2 to 8, and when n' is 2 or more, structures in parentheses are the same or different from each other.

In addition, an exemplary embodiment of the present specification provides a polarizing plate-carrier film laminate that further comprises a carrier film provided on the other surface of the surface in contact with the polarizer of the protective layer.

In addition, an exemplary embodiment of the present specification comprises the steps of supplying a carrier film to one surface of the polarizer;

supplying a protective film to the other surface of the polarizer;

forming a protective layer by supplying an active energy ray-curable composition between the polarizer and the carrier film;

forming an adhesive layer by supplying a photocurable adhesive composition between the polarizer and the protective film;

Placing a pair of pressing means on each surface of the carrier film and the protective film, pressing the laminate in which the carrier film, the protective layer, the polarizer, the adhesive layer and the protective film are sequentially laminated; and

It provides a method of manufacturing a polarizing plate-carrier film laminate comprising the step of curing the protective layer and the adhesive layer by irradiating active energy rays.

In addition, an exemplary embodiment of the present specification includes the steps of preparing a polarizing plate-carrier film laminate according to the manufacturing method of the above-described polarizing plate-carrier film laminate; and

It provides a method of manufacturing a polarizing plate comprising the step of peeling the carrier film from the protective layer of the polarizing plate-carrier film laminate.

In addition, the present specification is an alicyclic epoxy compound; 1 to 18 parts by weight of the aliphatic epoxy compound represented by Formula 1A based on 100 parts by weight of the alicyclic epoxy compound; 1 to 20 parts by weight of the bisphenol F-type epoxy compound based on 100 parts by weight of the alicyclic epoxy compound; And it provides an active energy ray-curable composition for a polarizing plate protective layer comprising an oxetane compound.

The polarizing plate according to an exemplary embodiment of the present specification has an improved peeling force of the protective layer to the polarizer.

A polarizing plate according to an exemplary embodiment of the present specification - the carrier film laminate has an effect of improving the peelability of the carrier film and the protective layer.

According to the manufacturing method of the polarizing plate according to an exemplary embodiment of the present specification, the blocking phenomenon is suppressed in the process of peeling the carrier film from the protective layer.

A polarizing plate manufactured by the method for manufacturing a polarizing plate using a polarizing plate-carrier film laminate according to an exemplary embodiment of the present specification has improved optical properties.

According to the method of manufacturing a polarizing plate using a polarizing plate-carrier film laminate according to an exemplary embodiment of the present specification, by using a roll-to-roll process to peel the carrier film, processability is improved.

1 is a cross-sectional view of a polarizing plate according to an exemplary embodiment of the present specification.
2 is a cross-sectional view of a polarizing plate-carrier film laminate according to an exemplary embodiment of the present specification.
3 is a cross-sectional view illustrating a state in which a polarizing plate is attached to an image display panel according to an exemplary embodiment of the present specification.
Figure 4 shows an embodiment of a polarizing plate according to an embodiment of the present specification - a method of manufacturing a carrier film laminate.

Hereinafter, a polarizing plate according to an exemplary embodiment of the present specification will be described.

In the present specification, that two or more elements are sequentially provided, for example, the term "sequentially provided A and B" means that the elements A and B are arranged in the above order, but between A and B The case where other elements are interposed, for example, A and C and B are also included in the above order.

In addition, in the present specification, that two elements are attached or directly attached to each other, for example, "A is directly attached to B" means that at least one main surface of A does not have another element interposed therebetween. It may mean a case in which B is directly attached.

As used herein, the term “curing of the composition” refers to a process in which the composition is changed to exhibit adhesion or adhesion properties by a physical action or chemical reaction of the components of the composition. In addition, in this specification, the term "active energy ray" refers to microwaves, infrared (IR), ultraviolet (UV), X-rays, and γ-rays, as well as α particle beams, proton beams ), a particle beam such as a neutron beam and an electron beam, and the like, and typically may be an ultraviolet ray or an electron beam. In addition, the "active energy ray curing type" in the above may mean that the curing as described above can be induced by irradiation of active energy rays. In one example of the present invention, curing of the active energy ray-curable composition may be performed through free radical polymerization or cationic reaction by irradiation with active energy rays, and preferably, free radical polymerization and cationic reaction are simultaneous or sequential. can be carried out together with

As used herein, the term "epoxy compound" may mean a monomeric, oligomeric or polymeric compound containing one or more, preferably two or more epoxy groups.

Since the polarizer is usually made of a hydrophilic resin such as polyvinyl alcohol, it generally exhibits a property vulnerable to moisture. In addition, since it is common to go through a stretching process when manufacturing a polarizer, shrinkage is easy to occur under humidified conditions, and accordingly, there is a problem in that the optical properties of the polarizing plate are deteriorated. Therefore, in general, in order to reinforce the physical properties of the polarizer, it is common to attach a protective film, such as a polyethylene terephthalate (PET) film, to both sides of the polarizer. Due to this, there is a problem in that durability and optical properties are greatly reduced, and water resistance is also significantly weakened.

To this end, in one exemplary structure of the polarizing plate of the present specification, a protective film is not attached on at least one surface of the polarizer, so that a thinner and lighter structure is realized, and at the same time, the protective film is directly attached to the surface of the polarizer to which the protective film is not attached. A structure in which a protective layer is attached is adopted.

In the present specification, the polarizing plate in which the attachment of the protective film on at least one surface of the polarizer is omitted as described above may be referred to as a thin polarizer. The structure of the polarizing plate is as shown in FIG. 1 . Referring to FIG. 1 , the polarizing plate includes a polarizer 1 , a protective film 3 provided on one surface of the polarizer, and a protective layer 2 provided directly on the other surface of the polarizer. In this case, the adhesive layer is omitted from the drawings.

In the present specification, a polarizing plate provided with a protective layer on one surface of the polarizer and a protective film on the other surface of the polarizer as described above may be referred to as a 'single-sided thin polarizing plate'.

The method of manufacturing a polarizing plate according to an exemplary embodiment of the present specification may be performed as a continuous process of a roll-to-roll process, and thus has a high production yield and a very economical advantage.

In addition, in order to form a protective layer in the process of manufacturing a polarizing plate, when a composition for forming a protective layer is applied to a polarizer, the composition for forming a protective layer has adhesion with other components, but prevents the composition from being lost In order to do this, a carrier film is provided on the composition for forming a protective layer. Thereafter, the carrier film is peeled off after curing the composition for forming a protective layer. Due to the adhesiveness of the composition for forming a protective layer, a phenomenon in which a part of the carrier film is separated from the protective layer when the carrier film is peeled off, that is, blocking phenomenon. appears, and there is a problem that the optical properties of the polarizing plate are impaired.

In particular, if necessary, the polarizing plate-carrier film laminate may be stored for a long time, and as the time during which the protective layer and the carrier film are attached becomes longer, the above-described blocking phenomenon may appear more severe.

The present specification is a polarizer;

an adhesive layer and a protective film sequentially provided on one surface of the polarizer; and

and a protective layer provided directly on the other surface of the polarizer,

The protective layer is an alicyclic epoxy compound; 1 part by weight to 18 parts by weight of the aliphatic epoxy compound represented by the following Chemical Formula 1A with respect to 100 parts by weight of the alicyclic epoxy compound; 1 to 20 parts by weight of the bisphenol F-type epoxy compound based on 100 parts by weight of the alicyclic epoxy compound; and an active energy ray-curable composition including an oxetane compound or a polarizing plate including a cured product thereof.

[Formula 1A]

In Formula 1A, A is a straight or branched chain alkyl group containing n' ether bonds,

R ₁ ′ to R ₃ ′ are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group,

n' is an integer of 2 to 8, and when n' is 2 or more, structures in parentheses are the same or different from each other.

Through the composition of the protective layer as described above, the adhesiveness between the protective layer and the polarizer is increased, and the adhesion between the protective layer and the carrier film is reduced, that is, the effect that is opposite to each other is at the same time. It is intended to suppress the above-described blocking phenomenon.

In the present specification, the aliphatic epoxy compound represented by Formula 1A includes a chain alkyl group represented by A, and does not include an aromatic ring or a cyclic alkyl group. In this case, compared to an epoxy compound containing an aromatic ring or an epoxy compound containing a cyclic alkyl group, a blocking phenomenon can be effectively suppressed by imparting mobility to the cured chain due to a long linear chain. In addition, there is an effect of lowering the overall viscosity of the composition, it is possible to improve the coatability of the composition.

In an exemplary embodiment of the present specification, the bisphenol F-type epoxy compound is distinguished from the bisphenol A-type epoxy compound, _{and instead of a methyl group (-CH 3} ) located in the middle of the molecule of the bisphenol A-type epoxy compound, hydrogen (H) is an epoxy is a compound. The bisphenol F-type epoxy compound has a lower viscosity than the bisphenol A-type epoxy compound, so it is easy to coat and has excellent compatibility with other resins in the composition.

In particular, since most of the bisphenol A-type epoxy compound is in a solid state at room temperature, there are problems in precipitation and storage stability due to crystallization.

In the present specification, the polarizing plate-carrier film laminate is used for manufacturing a polarizing plate, and may be used as a polarizing plate after a process of peeling the carrier film. 2 shows the polarizing plate-carrier film laminate. It shows that the carrier film 5 is further provided on the other surface of the surface opposite to the polarizer 10 of the protective layer 2 .

In an exemplary embodiment of the present specification, A is a linear or branched chain alkyl group having 4 to 12 carbon atoms including n' ether bonds, preferably a linear or branched chain alkyl group having 5 to 11 carbon atoms. , more preferably a linear or branched chain alkyl group having 5 to 10 carbon atoms. Specifically, the straight-chain or branched chain alkyl group is a methyl group; ethyl group; Profile group; n-propyl group; isopropyl group; butyl group; n-butyl group; isobutyl group; tert-butyl group; sec-butyl group; 1-methylbutyl group; 1-ethylbutyl group; pentyl group; n-pentyl group; isopentyl group; neopentyl group; tert-pentyl group; hexyl group; n-hexyl group; 1-methylpentyl group; 2-methylpentyl group; 4-methyl-2-pentyl group; 3,3-dimethylbutyl group; 2-ethylbutyl group; heptyl group; n-heptyl group; 1-methylhexyl group; octyl group; n-octyl group; tert-octyl group; 1-methylheptyl group; 2-ethylhexyl group; 2-propylpentyl group; n-nonyl group; 2,2-dimethylheptyl group; 1-ethylpropyl group; 1,1-dimethylpropyl group; isohexyl group; 2-methylpentyl group; 4-methylhexyl group; 5-methylhexyl group, and the like, but is not limited thereto.

In an exemplary embodiment of the present specification, n' is 2. n' means the number of glycidyl groups bonded to A. When the number of glycidyl groups is 2, compared to 3 or more, the overall viscosity of the composition can be lowered.

In an exemplary embodiment of the present specification, the viscosity at 25° C. of the aliphatic epoxy compound represented by Formula 1A is 10 cPs or more and 2,000 cPs or less, preferably 10 cPs or more and 500 cPs or less, more preferably 10 cPs or more and 100 cPs or less. When the above range is satisfied, since the viscosity of the composition is not too high, processability in manufacturing the polarizing plate may be improved.

In an exemplary embodiment of the present specification, the aliphatic epoxy compound represented by Formula 1A may be included in an amount of 4 to 18 parts by weight, preferably 9 to 17 parts by weight, based on 100 parts by weight of the alicyclic epoxy compound. have. When the above numerical range is satisfied, the glass transition temperature (Tg) can be maintained above a certain level, so high-temperature reliability is secured, and a long, linear chain gives mobility to the cured chain, thereby suppressing the blocking phenomenon. have.

In an exemplary embodiment of the present specification, 1 part by weight to 15 parts by weight of the bisphenol F-type epoxy compound, preferably 3 parts by weight to 13 parts by weight, based on 100 parts by weight of the alicyclic epoxy compound; More preferably, it may be included in an amount of 5 to 11 parts by weight. When it satisfies the above numerical range, it is possible to suppress the weakening of the durability of the protective layer after curing, it is possible to effectively suppress the occurrence of contamination, and to suppress excessive increase in the viscosity of the active energy ray-curable composition, the coating It has the advantage of being able to improve performance.

When the polarizing plate-carrier film laminate is used for manufacturing a polarizing plate, even when the carrier film is peeled off, the adhesion between the protective layer and the carrier film is low, and thus the blocking phenomenon between the carrier film and the protective layer is suppressed. That is, by adjusting the peeling force of the protective layer of the protective layer of the polarizing plate-carrier film laminate to a high level and the peeling force of the protective layer to the carrier film to be low, the above-described blocking phenomenon can be suppressed.

The blocking phenomenon can be solved by maintaining the high adhesive force (X1) of the protective layer to the polarizer and adjusting the peeling force (X3) of the protective layer to the carrier film to a low value.

In an exemplary embodiment of the present specification, the adhesive force (X1) of the protective layer to the polarizer may be 4B or more, when measured by an ASTM standard cross-cut tape test according to measurement standard D3359-87, , 4B or more and 5B or less, preferably 5B. The adhesive force of the protective layer to the polarizer may be a value measured after leaving the polarizing plate-carrier film laminate at room temperature (25° C.) and 30% to 45% relative humidity for 1 hour to 100 hours, preferably relative humidity It may be a value measured at 43%.

When the adhesive force (X1) of the protective layer to the polarizer is the same as the above value, the adhesive force of the protective layer to the polarizer is excellent, and when the carrier film is peeled from the protective layer, it is possible to suppress the phenomenon that the protective layer is lifted from the polarizer . In addition, when it is smaller than 4B, the polarizer may be discolored or the polarization characteristic may be deteriorated.

The adhesive force (X1) of the protective layer to the polarizer may be measured by a cross-cut tape test.

In the cross-cut test method, on the protective layer from which the carrier film has been peeled, a cross cutter is applied to a cutting guide or a suitable ruler, and the sample is drawn in a grid pattern horizontally and vertically in a grid pattern at intervals of 1 mm. Then, after washing the surface of the protective layer with a brush or dust-free cloth, attach Ichiban tape (Cellotape manufactured by Nichiban Co., Ltd.) Observe. The degree of adhesion is classified from 0B to 5B according to the crosscut classification criteria (ASTM) of Table 1 below.

ASTM remaining area % 5B 100 4B 95 or more and less than 100 3B 85 or more and less than 95 2B 65 or more and less than 85 1B 45 or more and less than 65 0B 45 or less

In an exemplary embodiment of the present specification, X2 calculated according to the following general formula 1 may be 0.95 or more and 1 or less, preferably 0.96 or more and 1 or less, and more preferably 0.99 or more and 1 or less.

[General formula 1]

In Formula 1, the ASTM standard cross-cut tape test may be performed by the ASTM standard cross-cut tape test according to D3359-87.

In Formula 1, the total area of the peeling surface may mean the total area in contact with the protective layer and the tape pasted on the protective layer for the ASTM standard cross-cut tape test.

In one embodiment of the present specification, the peeling force (X3) of the protective layer to the carrier film is 40 gf / 5 cm or less, preferably 30 gf / 5 cm or less, more preferably 10 gf / 5 cm or less. can When the above numerical range is satisfied, it is possible to effectively suppress the blocking phenomenon of the protective layer and the carrier film when the carrier film is peeled off.

The peeling force (X3) of the protective layer to the carrier film may be measured at a speed of 30 m/min at 180° according to ASTM D3330. For example, it can be measured using a high-speed film peeler (CBT-4720, Chungbuk Tech).

In addition, the peeling force (X3) of the protective layer to the carrier film may be a value measured after leaving the polarizing plate-carrier film laminate at room temperature (25° C.) and 30% to 45% relative humidity for 1 hour to 100 hours. and preferably a value measured at 43% relative humidity.

In an exemplary embodiment of the present specification, the value of X3 relative to X2 (X3/X2) may be 45 gf/5cm or less, 30 gf/5cm or less, or 10 gf/5cm or less. In this case, since the adhesive force of the protective layer to the polarizer is high while the peeling force of the protective layer to the carrier film is low, it is possible to prevent the protective layer from floating at the interface with the polarizer during the peeling process of the carrier film in the polarizing plate manufacturing process. and the carrier film can be easily peeled off. That is, the peeling defect can be improved.

In an exemplary embodiment of the present specification, the active energy ray-curable composition includes a bisphenol F-type epoxy compound. Accordingly, the relationship between the peel force (X1) of the protective layer to the polarizer and the peel force (X3) of the protective layer to the carrier film, the peel force (X1) of the protective layer to the polarizer and the carrier of the protective layer The numerical range of the peel force (X3) to the film may be satisfied.

In addition, the bisphenol F-type epoxy compound may contain an aromatic ring in the molecule to impart hydrophobicity to the protective layer. Specifically, it plays a role in improving the durability of the polarizing plate by acting as a moisture barrier in severe reliability evaluations such as heat and moisture resistance (leaved for more than 500 hours at a temperature of 80 °C and humidity of 90% or more) or water resistance (immersion for 24 hours at 60 °C). do.

The bisphenol F-type epoxy compound is not particularly limited as long as it contains bisphenol F (bisphenol F), and for example, may include diglycidyl ether (DGEBF) of bisphenol F, and may be represented by the following formula A .

[Formula A]

In Formula A, n is an integer of 0 to 5.

In the exemplary embodiment of the present specification, Chemical Formula A may be represented by the following Chemical Formula A-1.

[Formula A-1]

In an exemplary embodiment of the present specification, the epoxy equivalent of the bisphenol F-type epoxy compound may be 120 g/eq or more, for example, 120 g/eq to 500 g/eq, 120 g/eq to 300 g/eq, or 170 g/eq to 250 g It can be /eq. When the above numerical range is satisfied, since the epoxy substitution is relatively high at the same molecular weight, it is possible to increase the participation in the crosslinking reaction of the bisphenol F-type epoxy compound, thereby improving the reaction rate in the protective layer formation process, and bisphenol F-type epoxy The viscosity of the composition including the compound may be maintained within a certain range.

In the present specification, the epoxy equivalent is a value measured according to JIS K-7236, and means the number of g of the resin including 1 g equivalent of the epoxy compound.

In an exemplary embodiment of the present specification, the viscosity at 25° C. of the bisphenol F-type epoxy compound may be 2,000 cPs or more and 5,000 cPs or less, preferably 2,000 cPs or more and 3,500 cPs or less. When the above numerical range is satisfied, the final viscosity of the photocurable composition can be adjusted within 200 cPs, and the protective layer can be formed with a uniform thickness when the protective layer is formed.

The viscosity of the bisphenol F-type epoxy compound is measured at room temperature (25° C.) using a No. 25 spindle using a Brookfield viscometer (manufactured by Brook Field). At this time, the amount of the composition is appropriately 16 to 20 mL, and the value is measured after waiting until the entire sample to be measured reaches the desired appropriate temperature and temperature equilibrium is achieved.

In the present specification, the alicyclic epoxy compound is a compound having at least one epoxy group bonded to the alicyclic ring in the molecule as shown by the following formula (B).

[Formula B]

In Formula B, m is an integer of 2 to 5, and in Formula B, the compound obtained by removing one or a plurality of hydrogen atoms _{in (CH 2 )m is an alicyclic epoxy compound.} can

As the alicyclic epoxy compound, for example, a compound specifically exemplified below may be used, but the epoxy compound that can be used is not limited to the following types.

As the alicyclic epoxy compound, an epoxycyclohexylmethyl epoxycyclohexanecarboxylate-based compound represented by the following Chemical Formula 1 may be exemplified.

[Formula 1]

In Formula 1, R ₁ and R ₂ each independently represent hydrogen or an alkyl group.

In the present specification, the term alkyl group, unless otherwise specified, is a linear, branched or cyclic 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. may mean, and the alkyl group may be optionally substituted by one or more substituents, or may be in an unsubstituted state.

As another example of the alicyclic epoxy compound, an epoxycyclohexane carboxylate-based compound of an alkanediol represented by the following formula (2) may be mentioned.

[Formula 2]

In Formula 2, R ₃ and R ₄ each independently represent hydrogen or an alkyl group, and n represents an integer of 2 to 20.

In addition, as another example of the alicyclic epoxy compound, an epoxy cyclohexylmethyl ester-based compound of dicarboxylic acid represented by the following formula (3) may be mentioned.

[Formula 3]

In Formula 3, R ₅ and R ₆ each independently represent hydrogen or an alkyl group, and p represents an integer of 2 to 20.

Another example of the alicyclic epoxy compound may include an epoxycyclohexylmethyl ether-based compound of polyethylene glycol represented by the following formula (4).

[Formula 4]

In Formula 4, R ₇ and R ₈ each independently represent hydrogen or an alkyl group, and q represents an integer of 2 to 20.

As another example of the alicyclic epoxy compound, an epoxycyclohexylmethyl ether-based compound of an alkanediol represented by the following formula (5) may be mentioned.

[Formula 5]

In Formula 5, R ₉ and R ₁₀ each independently represent hydrogen or an alkyl group, and r represents an integer of 2 to 20.

As another example of the alicyclic epoxy compound, there may be mentioned a diepoxytrispiro compound represented by the following formula (6).

[Formula 6]

In Formula 6, R ₁₁ and R ₁₂ each independently represent hydrogen or an alkyl group.

As another example of the alicyclic epoxy compound, there may be mentioned a diepoxy monospiro compound represented by the following formula (7).

[Formula 7]

In Formula 7, R ₁₃ and R ₁₄ each independently represent hydrogen or an alkyl group.

Another example of the cycloaliphatic epoxy compound may include a vinylcyclohexene diepoxide compound represented by the following formula (8).

[Formula 8]

In Formula 8, R ₁₅ represents hydrogen or an alkyl group.

Another example of the alicyclic epoxy compound may include an epoxycyclopentyl ether compound represented by the following formula (9).

[Formula 9]

In Formula 9, R ₁₆ and R ₁₇ each independently represent hydrogen or an alkyl group.

As another example of the alicyclic epoxy compound, there may be mentioned a diepoxy tricyclodecane compound represented by the following formula (10).

[Formula 10]

In Formula 10, R ₁₈ represents hydrogen or an alkyl group.

As the alicyclic epoxy compound, more specifically, an epoxycyclohexylmethyl epoxycyclohexane carboxylate compound, an epoxycyclohexane carboxylate compound of an alkanediol, an epoxycyclohexylmethyl ester compound of a dicarboxylic acid, or an epoxycyclohexylmethyl ether compound of an alkanediol is preferably used, and esterified product of 7-oxabicyclo[4,1,0]heptane-3-carboxylic acid with (7-oxa-bicyclo[4,1,0]hepto-3-yl) methanol (A compound in which R ₁ and R ₂ are hydrogen in Formula 1); Ester of 4-methyl-7-oxabicyclo[4,1,0]heptane-3-carboxylic acid with (4-methyl-7-oxa-bicyclo[4,1,0]hepto-3-yl)methanol cargo (in Formula 1, R ₁ is 4-CH ₃ and R ₂ is 4-CH ₃ A compound); an ester of 7-oxabicyclo[4,1,0]heptane-3-carboxylic acid and 1,2-ethanediol (a compound in which R ₃ and R ₄ are hydrogen and n is 1 in Formula 2); an ester of (7-oxabicyclo[4,1,0]hepto-3-yl)methanol and adipic acid (a compound in which R ₅ and R ₆ are hydrogen and p is 2 in Formula 3); An ester of (4-methyl-7-oxabicyclo[4,1,0]hepto-3-yl)methanol and adipic acid (in Formula 3, R ₅ and R ₆ are 4-CH ₃ , and p is 2 compounds); and (7-oxabicyclo[4,1,0]hepto-3-yl)methanol and 1,2-ethanediol (a compound in which R ₉ and R ₁₀ are hydrogen and r is 1 in Formula 5) ), one or more selected from the group consisting of may be preferably used, but is not limited thereto.

The aliphatic epoxy compound is a polyglycidyl ether of an aliphatic polyhydric alcohol or its alkylene oxide adduct. Examples include diglycidyl ether of 1,4-butanediol, diglycidyl ether of 1,6-hexanediol, triglycidyl ether of glycerin, triglycidyl ether of trimethylolpropane, diglycidyl of polyethylene glycol Polyglycidyl ether of polyether polyol obtained by adding at least one alkylene oxide (ethylene oxide or propylene oxide) to ether, diglycidyl ether of propylene glycol, ethylene glycol, propylene glycol and aliphatic polyhydric alcohol such as glycerin etc. are exemplified.

In an exemplary embodiment of the present specification, an epoxy compound having a weight average molecular weight (Mw) of 1,000 to 5,000, preferably 2,000 to 4,000 of the alicyclic epoxy compound may be used. In the present specification, the weight average molecular weight means a value converted to standard polystyrene measured by GPC (Gel Permeation Chromatograph), and unless otherwise specified, the term "molecular weight" means "weight average molecular weight". When the molecular weight is 1,000 or more, the durability of the protective layer can be properly maintained, and when the molecular weight is 5,000 or less, workability such as coating properties of the composition can be effectively maintained.

In the exemplary embodiment of the present specification, the oxetane compound is a compound having a 4-membered ring ether in the molecule, but is not limited thereto, but 3-ethyl-3-hydroxymethyloxetane, 1,4-bis[(3 -Ethyl-3-oxetanyl)methoxymethyl]benzene, 3-ethyl-3-(phenoxymethyl)oxetane, di[(3-ethyl-3-oxetanyl)methyl]ether, 3-ethyl- 3-(2-ethylhexyloxymethyl)oxetane, phenol novolac oxetane, and the like can be exemplified. These oxetane compounds can easily obtain a commercial item, specifically, Aronoxetane OXT-101 (manufactured by Toagosei Co., Ltd.), Aronoxetane OXT-121 (manufactured by Toagosei Co., Ltd.), Aronox Cetane OXT-211 (manufactured by Toagosei Co., Ltd.), Aronoxetane OXT-221 (manufactured by Toagosei Co., Ltd.), Aronoxetane OXT-212 (manufactured by Toagosei Co., Ltd.), etc. are mentioned.

In an exemplary embodiment of the present specification, the active energy ray-curable composition contains 10 parts by weight to 200 parts by weight of the oxetane compound based on 100 parts by weight of the alicyclic epoxy compound, preferably 20 parts by weight to 150 parts by weight, More preferably, it may be included in an amount of 30 parts by weight to 100 parts by weight.

In an exemplary embodiment of the present specification, the active energy ray-curable composition may further include a curable component, and the curable component includes a compound having a (meth)acryloyl group, a plurality of polymerizable double bonds such as a vinyl group. It may be a compound possessed by dogs. For example, tripropylene glycol diacrylate, 1,9-nonanediol diacrylate, tricyclodecane dimethanol diacrylate, cyclic trimethylol propane formal acrylate, dioxane glycol diacrylate, EO modified diacrylate Glycerin tetraacrylate, Aronix M-220 (manufactured by Toa Synthesis Co., Ltd.), light acrylate 1,9ND-A (manufactured by Kyoeisha Chemical Co., Ltd.), light acrylate DGE-4A (manufactured by Kyoeisha Chemical Co., Ltd.), light acrylate DCP -A (made by Kyoeisha Chemical), SR-531 (made by Sartomer), CD-536 (made by Sartomer), etc. are mentioned. Moreover, as needed, various epoxy (meth)acrylate, urethane (meth)acrylate, polyester (meth)acrylate, various (meth)acrylate type monomer, etc. are mentioned. When the curable component is included, it is possible to increase the curing rate, and there is an advantage that a high level of curing is possible even with a low amount of light.

In an exemplary embodiment of the present specification, the curable component may be included in an amount of 10 to 50 parts by weight or 20 to 40 parts by weight based on 100 parts by weight of the alicyclic epoxy compound.

In the present specification, the unit "parts by weight" means the ratio of the weight between each component. By adjusting the ratio of the components of the active energy ray-curable composition as described above, it is possible to provide a protective layer having excellent curing efficiency of the composition and excellent physical properties after curing of the composition.

polyol compounds

In one embodiment of the present specification, the active energy ray-curable composition may further include a polyol compound. The polyol compound serves to impart flexibility to the cured epoxy chain.

In one embodiment of the present specification, the active energy ray-curable composition further comprises 1 to 20 parts by weight, 2 to 15 parts by weight, or 5 to 10 parts by weight of the polyol compound based on 100 parts by weight of the alicyclic epoxy compound. can When the above numerical range is satisfied, the blocking phenomenon between the protective layer and the carrier film can be effectively suppressed while the high temperature durability of the protective layer is excellent. On the other hand, when it is out of the numerical range, the storage elastic modulus and high temperature durability of the protective layer may be deteriorated.

The polyol compound includes an initiator such as a multifunctional alcohol or aromatic amine having two or more hydroxyl groups (Hydroxyl Group, -OH) or amine groups (Amine Group, -NH _{2 ) in the molecule, and propylene oxide (Propylene)} Oxide, PO) or ethylene oxide (Ethylene Oxide, EO) refers to a material obtained by reacting.

The polyol compound is classified into polyether polyol and polyester polyol. The polyester polyol is synthesized by polycondensation with an acid and a hydroxy compound, and is subjected to ring-opening weighted polymerization such as caprolactone monomer. classified as due to

In one embodiment of the present specification, a preferred example of the polyol compound is a polyester polyol.

In one embodiment of the present specification, examples of the polyester polyol include polycaprolactone polyol.

In one embodiment of the present specification, the active energy ray-curable composition further comprises a hydrogenated epoxy compound. The said hydrogenated epoxy compound is the compound by which the aromatic ring in the aromatic epoxy compound is hydrogenated.

In an exemplary embodiment of the present specification, the hydrogenated epoxy compound is a hydrogenated bisphenol A-type epoxy compound.

In an exemplary embodiment of the present specification, the active energy ray-curable composition contains 1 part by weight to 15 parts by weight of the hydrogenated epoxy compound, preferably 1 part by weight to 10 parts by weight, more with respect to 100 parts by weight of the alicyclic epoxy compound Preferably, it may be included in an amount of 3 to 10 parts by weight.

photoinitiator

In one embodiment of the present specification, the active energy ray-curable composition may further include a photoinitiator.

Examples of the photoinitiator include alpha-hydroxyketone-based compounds (ex. IRGACURE 184, IRGACURE 500, IRGACURE 2959, DAROCUR 1173; Ciba Specialty Chemicals (manufactured by); phenylglyoxylate-based compounds (ex. IRGACURE 754, DAROCUR MBF; Ciba Specialty Chemicals Co., Ltd.); benzyl dimethyl ketal compounds (ex. IRGACURE 651; Ciba Specialty Chemicals (manufactured)); α-aminoketone-based compounds (ex. IRGACURE 369, IRGACURE 907, IRGACURE 1300; Ciba Specialty Chemicals (manufactured)); monoacylphosphine-based compound (MAPO) (ex. DAROCUR TPO; Ciba Specialty Chemicals (manufactured by Ciba Specialty Chemicals)); bisacylphosphene compound (BAPO) (ex. IRGACURE 819, IRGACURE 819DW; Ciba Specialty Chemicals (manufactured by)); phosphine oxide compounds (ex. IRGACURE 2100; Ciba Specialty Chemicals (manufactured)); metallocene compounds (ex. IRGACURE 784; Ciba Specialty Chemicals (manufactured)); iodonium salt (ex. IRGACURE 250; Ciba Specialty Chemicals (manufactured by)); and mixtures of one or more of the above (eg DAROCUR 4265, IRGACURE 2022, IRGACURE 1300, IRGACURE 2005, IRGACURE 2010, IRGACURE 2020; Ciba Specialty Chemicals (manufactured by Ciba Specialty Chemicals)). In the present invention, one or more of the above may be used, but the present invention is not limited thereto.

In one embodiment of the present specification, the photoinitiator may be included in an amount of 0.5 to 10 parts by weight, preferably 0.01 to 5 parts by weight, based on 100 parts by weight of the active energy ray-curable composition. When the photoinitiator is included in the content within the above numerical range, ultraviolet rays reach the inside of the protective layer, the polymerization rate is excellent, and the molecular weight of the polymer produced can be prevented from being reduced. For this reason, there is an advantage in that the cohesive force of the formed protective layer is excellent and the adhesive force to the polarizer is excellent.

In one embodiment of the present specification, the glass transition temperature after curing of the active energy ray-curable composition is preferably 90 ℃ or more, for example, may be 100 ℃ to 150 ℃ or 100 ℃ to 130 ℃.

In an exemplary embodiment of the present specification, the active energy ray-curable composition preferably has a viscosity of 50 cPs or more and 200 cPs or less at 25°C, for example, 100 cPs to 180 cPs or less at 25°C. When the viscosity of the composition satisfies the above numerical range, it is possible to form a thin protective layer, and it is possible to prevent curvature of the coating surface.

The viscosity is measured at 25° C. using a No. 18 spindle using a Brookfield viscometer (manufactured by Brook Field). At this time, the amount of the composition is appropriately 6.5 mL to 10 mL, and a value stabilized within 5 minutes is measured in order to avoid prolonged exposure to light.

In an exemplary embodiment of the present specification, the active energy ray-curable composition is selected from the group consisting of dyes, pigments, UV stabilizers, antioxidants, colorants, reinforcing agents, fillers, defoamers, surfactants, photosensitizers and plasticizers as necessary One or more additives may be further included.

Meanwhile, the method of forming the protective layer is not particularly limited and may be formed by a method well known in the art. For example, the active energy ray-curable composition is applied to one surface of the polarizer by a coating method well known in the art, such as spin coating, bar coating, roll coating, gravure coating, blade coating, etc. to form a protective layer. Next, it may be carried out by a method of curing through ultraviolet irradiation. For example, it can be carried out by using an ultraviolet irradiation device to irradiate ultraviolet rays that are irradiated light.

In one embodiment of the present specification, the wavelength of the ultraviolet rays may be 100 nm or more and 400 nm or less, preferably 320 nm or more and 400 nm or less.

In an exemplary embodiment of the present specification, the light quantity of the irradiation light may be 100mJ/cm ² or more and 1,000mJ/cm ² or less, preferably 500mJ/cm ² or more and 1,000mJ/cm ² or less.

In one embodiment of the present specification, the irradiation time of the irradiation light may be 1 second or more and 10 minutes or less, preferably 2 seconds or more and 30 seconds or less. When the irradiation time range is satisfied, there is an advantage in that excessive heat is prevented from being transmitted from the light source, thereby minimizing the occurrence of running wrinkles in the polarizer.

In one embodiment of the present specification, the thickness of the protective layer is 4 μm or more and 11 μm or less, preferably 5 μm or more and 10 μm or less, and more preferably 6 μm or more and 8 μm or less. If the thickness of the protective layer is less than the above range, there is a fear that the strength or high temperature durability of the protective layer may be lowered, and if it exceeds the above range, it is not suitable in terms of thinning the polarizing plate.

protective film

The protective film is for supporting and protecting the polarizer, and protective films of various materials generally known in the art, for example, polyethylene terephthalate (PET) film, cycloolefin polymer (COP, cycloolefin) polymer) film, an acrylic film, etc. may be used. Among them, in consideration of optical properties, durability, economical efficiency, etc., it is particularly preferable to use a polyethylene terephthalate film.

In an exemplary embodiment of the present specification, the storage elastic modulus at 80° C. of the protective film may be 1,500 Mpa or more, preferably 1,800 Mpa or more, and more preferably 2,000 Mpa or more. When the above numerical range is satisfied, the polarizer protection effect of the protective film may be increased. Specifically, it is possible to prevent tearing of the polarizer due to the stress generated by the contraction of the polarizer in a high-temperature environment.

On the other hand, the attachment of the polarizer and the protective film is performed by using a roll coater, a gravure coater, a bar coater, a knife coater, or a capillary coater to coat the adhesive composition for a polarizing plate on the surface of the polarizer or protective film, and then heating them with a laminating roll It may be performed by lamination, a method of laminating by pressing at room temperature, or a method of UV irradiation after lamination. The adhesive composition for the polarizing plate will be described later.

adhesive layer

In one embodiment of the present specification, the adhesive layer is a cured product of the polarizing plate adhesive composition.

In an exemplary embodiment of the present specification, the coefficient of thermal expansion at 80° C. of the adhesive layer is 130 ppm/K or less. When the coefficient of thermal expansion exceeds 130 ppm/K, there is a problem that cracks occur in the polarizing plate in a thermal shock resistant environment.

The adhesive layer is preferably formed of a photocurable adhesive composition. As such, when the adhesive layer is a curable resin layer formed of a photocurable composition, the manufacturing method thereof is simple, and furthermore, there is an advantage in that the adhesive layer is excellent in adhesion to the protective film. In addition, the durability of the polarizing plate can be further improved.

In this case, the photocurable adhesive composition is not particularly limited as long as the coefficient of thermal expansion satisfies the above range, and for example, it may be a photocurable composition including an epoxy compound and an oxetane compound.

At least one of an alicyclic epoxy compound and a glycidyl ether type epoxy compound may be used as the epoxy compound, and a mixture of an alicyclic epoxy compound and a glycidyl ether type epoxy compound may be preferably used.

In an exemplary embodiment of the present specification, the alicyclic epoxy compound may be included in an amount of 10 wt% to 50 wt%, preferably 20 wt% to 40 wt%, based on the total weight of the epoxy compound. When the above numerical range is satisfied, there is an advantage that the composition can be effectively cured during photocuring.

In an exemplary embodiment of the present specification, the glycidyl ether type epoxy compound may be included in an amount of 10 wt% to 60 wt%, preferably 20 wt% to 40 wt%, based on the total weight of the epoxy compound.

The oxetane compound as described above may be used alone or in combination, and the content thereof is preferably 10 to 50 parts by weight, more preferably 28 to 40 parts by weight, in 100 parts by weight of the epoxy compound. When included in more than the above range, there is a problem of lowering the adhesive strength, and when included in less than the above range, there is a problem in that the viscosity increases.

In one embodiment of the present specification, the photocurable adhesive composition is optionally selected from the group consisting of dyes, pigments, UV stabilizers, antioxidants, colorants, reinforcing agents, fillers, defoamers, surfactants, photosensitizers, photoinitiators and plasticizers. It may further include one or more selected additives. In addition, these types are as described above.

polarizer

First, as the polarizer of the present invention, a polarizer well known in the art, for example, a film made of polyvinyl alcohol (PVA) containing iodine or a dichroic dye may be used. The polarizer may be manufactured by dyeing the polyvinyl alcohol film with iodine or a dichroic dye, but the manufacturing method thereof is not particularly limited. In the present specification, a polarizer means a state not including a protective layer (or protective film), and a polarizing plate means a state including a polarizer and a protective layer (or protective film).

Meanwhile, the polarizer may have a thickness of 5 μm or more and 40 μm or less, and more preferably 5 μm or more and 25 μm or less. If the thickness of the polarizer is thinner than the above range, optical properties may be deteriorated, and if it is thicker than the above range, the amount of shrinkage of the polarizer at low temperature (about -30°C) may increase, which may cause a problem in the heat resistance of the overall polarizing plate.

On the other hand, when the polarizer is a polyvinyl alcohol-based film, the polyvinyl alcohol-based film can be used without particular limitation as long as it contains a polyvinyl alcohol resin or a derivative thereof. In this case, the derivative of the polyvinyl alcohol resin includes, but is not limited to, polyvinyl formal resin, polyvinyl acetal resin, and the like. Alternatively, the polyvinyl alcohol-based film is a commercially available polyvinyl alcohol-based film generally used for manufacturing polarizers in the art, for example, P30, PE30, PE60 by Kuraray, M2000, M3000, M6000, etc. can also be used

Meanwhile, the polyvinyl alcohol-based film is not limited thereto, but preferably has a polymerization degree of 1,000 or more and 10,000 or less, preferably 1,500 or more and 5,000 or less. This is because, when the polymerization degree satisfies the above range, molecular movement is free, and it can be flexibly mixed with iodine or a dichroic dye.

carrier film

Polarizing plate according to an exemplary embodiment of the present specification - The carrier film laminate includes a carrier film.

In the exemplary embodiment of the present specification, the carrier film is not particularly limited as long as it is easy to peel in the polarizing plate manufacturing process. For example, there are polyethylene terephthalate, cycloolefin polymer, polycarbonate or triacetyl cellulose, preferably polyethylene terephthalate. Since the price of polyethylene terephthalate is low, there is an advantage in that the process cost can be reduced.

In the exemplary embodiment of the present specification, the thickness of the carrier film may be 10 μm to 150 μm, preferably 15 μm to 100 μm. When the thickness of the carrier film satisfies the above numerical range, it is possible to prevent the carrier film from expanding and/or contracting due to the heat generated during UV irradiation to prevent wrinkles from occurring. There is an advantage that can solve the problem that the hardened part occurs.

In one embodiment of the present specification, the light transmittance of the carrier film may be 70% to 100%. The light transmittance can be calculated by using a spectrophotometer (UV-vis spectrophotometer), after irradiating a light beam having a wavelength of 200 nm to 800 m, and then detecting the light absorbed and emitted using a detector, and then converting it into a ratio.

When the above numerical range is satisfied, in order to cure the protective layer and the adhesive layer of the polarizing plate-carrier film laminate, when irradiating ultraviolet rays to the polarizing plate-carrier film laminate, the ultraviolet rays well reach the protective layer and the adhesive layer , there is an advantage that hardening can be made efficiently.

Manufacturing method

The present specification provides a method for manufacturing the above-described polarizing plate-carrier film laminate.

The polarizing plate-carrier film may be manufactured by a roll to roll process. Since it can be carried out as a continuous process using the roll-to-roll process, there is an economic advantage because the production yield is high and the production cost is reduced.

A polarizing plate according to an exemplary embodiment of the present specification - manufacturing a carrier film laminate includes: supplying a carrier film to one surface of the polarizer; supplying a protective film to the other surface of the polarizer; forming a protective layer by supplying an active energy ray-curable composition between the polarizer and the carrier film; forming an adhesive layer by supplying a photocurable adhesive composition between the polarizer and the protective film; Placing a pair of pressing means on each surface of the carrier film and the protective film, pressing the laminate in which the carrier film, the protective layer, the polarizer, the adhesive layer and the protective film are sequentially laminated; and curing the protective layer and the adhesive layer by irradiating active energy rays.

Referring to FIG. 4 , the polarizer may be supplied using a polarizer roll 110 , and the step of supplying the carrier film 200 to one surface of the polarizer is performed using a carrier film roll 210 , and the The step of supplying the protective film 300 to the other surface of the polarizer is performed using a protective film roll 310, and the active energy ray-curable composition may be supplied using a composition application means 70 for forming a protective layer, The photocurable adhesive composition may be supplied using the adhesive composition applying means 50, and the laminate in which the carrier film, the protective layer, the polarizer, the adhesive layer and the protective film are sequentially laminated is each of the carrier film and the protective film. It may be pressed using a pair of pressure rolls 10 and 20 disposed on the surface, and the step of curing the protective layer and the adhesive layer may be performed using an active energy ray irradiation means 60, and manufacturing The polarizing plate may be wound using a polarizing plate winding roll 500 . Meanwhile, the carrier film 200 and the protective film 300 may be supplied using each of the traveling rolls 30 and 40 .

The polarizing plate according to an exemplary embodiment of the present specification - preparing the carrier film laminate may further include preparing a carrier film.

The preparing of the carrier film may further include applying a water-dispersible primer composition on one or both surfaces of the carrier film to the carrier film and drying the carrier film to provide a primer layer on one or both surfaces of the carrier film, respectively.

In the method of manufacturing a polarizing plate-carrier film laminate according to an exemplary embodiment of the present specification, the film supply process includes supplying a carrier film to one surface of a polarizer; and supplying a protective film to the other surface of the polarizer. Specifically, it may be carried out by supplying a carrier film to one surface of the polarizer and at the same time supplying a protective film to the other surface of the polarizer.

The method of supplying the polarizer, the carrier film, and the protective film may be performed using a method well known in the art. For example, the polarizer, the carrier film, and the protective film may be supplied in the form of each film wound on a roll, but is not limited thereto.

In addition, in the case of using the carrier film as described above, the carrier film effectively protects the polarizer when the protective layer is formed to prevent contamination of other components by the composition for forming the protective layer, and the pressure applied by the pressing means can be reduced. The carrier film absorbs the stress applied to the polarizer and effectively suppresses the breakage.

In an exemplary embodiment of the present specification, the supply rate of each film is not particularly limited as long as it is an appropriate value for the manufacturing process, but may be supplied, for example, at a rate of 1Meter/min or more and 100Meter/min, preferably 10 Meter/min or more can be supplied at a rate of 50 Meter/min. In this case, there is an advantage that stable adhesion of the carrier film and the protective film to the polarizer can be made.

In an exemplary embodiment of the present specification, the polarizer may be stretched. That is, according to the manufacturing method of the polarizing plate-carrier film laminate of the present specification, the stretching process of the polarizer may be further performed before the supplying process of the polarizer. In the stretching process of the said polarizer, conditions in particular are not restrict|limited.

As the polarizer, a polyvinyl alcohol-based resin film in which molecular chains containing an iodine-based compound or a dichroic dye are oriented in a predetermined direction may be used. Such a polarizer may be manufactured by dyeing iodine or a dichroic dye on a polyvinyl alcohol-based resin film, then stretching and crosslinking in a predetermined direction.

In the exemplary embodiment of the present specification, the stretching process may be performed by wet stretching performed on a solution such as an aqueous boric acid solution or an aqueous iodine solution, or dry stretching performed in the atmosphere.

In the exemplary embodiment of the present specification, the concentration of the aqueous boric acid solution or the aqueous iodine solution is not particularly limited, but may be, for example, 1 to 10%.

In an exemplary embodiment of the present specification, the draw ratio of the stretching process may be 4 times or more, more specifically, 4 times to 15 times or 4 times to 13 times.

In an exemplary embodiment of the present specification, the stretching direction of the stretching process may be performed in the longitudinal direction (Machine Direction, MD direction) of the polyvinyl alcohol-based resin film.

In the exemplary embodiment of the present specification, the width of the carrier film may be greater than the width of the polarizer. When the width of the carrier film is larger than the width of the polarizer, contamination of the pressing means by the active energy ray-curable composition or the adhesive composition can be effectively reduced.

A polarizing plate according to an exemplary embodiment of the present specification - a method of manufacturing a carrier film laminate includes the step of supplying an active energy ray-curable composition between the polarizer and the carrier film to form a protective layer.

The forming of the protective layer may be performed by applying an active energy ray-curable composition to at least one of the bonding surface of the polarizer and the bonding surface of the carrier film at any step in the film supply process. The surface on which the active energy ray-curable composition is applied is not limited, and for example, the active energy ray-curable composition may be applied to the bonding surface of the carrier film.

At this time, before the active energy ray curable composition is applied to the bonding surface of the carrier film to which the active energy ray-curable composition is applied, a surface activation treatment such as corona treatment, plasma treatment, ultraviolet irradiation treatment, or electron beam irradiation treatment may be performed. have.

In one embodiment of the present specification, the method of applying the active energy ray-curable composition is not particularly limited as long as the required amount of the composition can be uniformly applied. For example, there are methods such as spin coating, bar coating, roll coating, gravure coating, blade coating, and the like, and for a continuous process, preferably roll coating.

A polarizing plate manufacturing method according to an exemplary embodiment of the present specification includes forming an adhesive layer by supplying a photocurable adhesive composition between the polarizer and the protective film.

The forming of the adhesive layer may be performed by applying a photocurable adhesive composition to at least one of the bonding surface of the polarizer and the bonding surface of the protective film at any step in the film supply process. The surface on which the photocurable adhesive composition is applied is not limited, and for example, an active energy ray-curable composition may be applied to the bonding surface of the protective film.

In one embodiment of the present specification, the method of applying the photocurable adhesive composition is not particularly limited as long as the required amount of the composition can be uniformly applied. For example, there are methods such as spin coating, bar coating, roll coating, gravure coating, blade coating, and the like, and for a continuous process, preferably roll coating.

Polarizing plate according to an exemplary embodiment of the present specification - Method of manufacturing a carrier film laminate by placing a pair of pressing means on each surface of the carrier film and the protective film, the carrier film, the polarizer and the protective film are laminated pressurizing the sieve. More specifically, the carrier film, the polarizer and the protective film may be performed by a method of pressing using a pair of pressing means sandwiched between the laminated film laminate. In this case, the pressing means is not particularly limited, but, for example, a bonding machine such as a roll-type laminator may be used.

In an exemplary embodiment of the present specification, the pressing may be performed at a pressure of 0.5Mpa to 10Mpa or 1Mpa to 8Mpa. When the above numerical range is satisfied, there is an advantage in that it is possible to secure stable running properties without damage to the polarizer and to effectively remove air bubbles introduced during film bonding.

A polarizing plate according to an exemplary embodiment of the present specification-a method of manufacturing a carrier film laminate includes curing the protective layer and the adhesive layer by irradiating active energy rays.

In an exemplary embodiment of the present specification, the step of curing the active energy ray-curable composition and the photocurable adhesive composition by irradiating the active energy ray may be performed by irradiating the irradiated light using an active energy ray irradiation device. have.

The active energy ray irradiation device is not particularly limited, for example, a fusion lamp (Fusion lamp), an arc lamp (Arc lamp), an LED and a low pressure lamp may be mentioned.

Polarizing plate according to an exemplary embodiment of the present specification - Method of manufacturing a carrier film laminate is to irradiate an active energy ray to the polarizer laminate in which the protective layer and the adhesive layer are formed, so that the protective layer and the adhesive layer are simultaneously irradiated with one active energy ray. It has the advantage of being hardened.

The amount of light of the active energy ray may be 100mJ/cm ² to 1,000mJ/cm ² , preferably 500mJ/cm ² to 1,000mJ/cm ² , and the irradiation time of the irradiation light is 1 second to 10 minutes, preferably 2 It may be from seconds to 30 seconds.

When the amount of light of the active energy ray and the irradiation time range are satisfied, the curing rate of the adhesive layer and the protective layer is fast, and it prevents excessive heat transfer from the light source without reducing the appearance and optical properties of the film, It has the advantage of excellent productivity by minimizing the occurrence of running wrinkles.

In addition, the irradiation direction of the active energy ray is not particularly limited as long as the protective layer and the adhesive layer can be sufficiently cured, but preferably, it may be performed on the surface of the carrier film of the polarizing plate-carrier film laminate.

The present specification provides a method of manufacturing a polarizing plate comprising the step of peeling the carrier film from the protective layer of the above-described polarizing plate-carrier film laminate.

In an exemplary embodiment of the present specification, the peeling of the carrier film may be performed in a roll-to-roll process.

In one embodiment of the present specification, the method of manufacturing the polarizing plate includes the step of storing the polarizing plate-carrier film laminate before the peeling process.

In an exemplary embodiment of the present specification, the step of storing the polarizing plate-carrier film laminate may be performed for 1 to 100 hours at room temperature (25° C.) and 30 to 50% relative humidity of the polarizing plate-carrier film laminate. .

In an exemplary embodiment of the present specification, the rate of change of the peel force of the protective layer with respect to the carrier film according to the following conversion formula 1 may be 300% or less, preferably 250% or less, more preferably 200% or less.

[Conversion Formula 1]

In the conversion formula 1, X3' is the peeling force (X3') of the protective layer to the carrier film after performing the step of storing the polarizing plate-carrier film laminate, and X3 is the polarizing plate-carrier film laminate. Peel force (X3) of the protective layer to the carrier film before performing the step.

In an exemplary embodiment of the present specification, the change rate of the peel force of the protective layer with respect to the polarizer according to the following conversion formula 2 may be 0.05% or less.

[Conversion Formula 2]

In the conversion formula 2, X1' is the peeling force (X3') of the protective layer to the polarizer after performing the step of storing the polarizing plate-carrier film laminate, and X1 is the polarizing plate-carrier film stack storage step is the peel force (X1) of the protective layer to the polarizer before performing.

In the exemplary embodiment of the present specification, the peeling process may be performed by a roll-to-roll process. The roll-to-roll process means that the carrier film peeled off the carrier film is wound on the carrier film take-up roll, and at the same time, the polarizing plate from which the carrier film is peeled is wound on the take-up roll.

As described above, in the method of manufacturing a polarizing plate according to an exemplary embodiment of the present specification, the film supply process, the pressing process, and the peeling process can be simultaneously performed in a continuous process using a roll-to-roll process, so the production yield This is high and has a very economical advantage.

The method of manufacturing a polarizing plate according to an exemplary embodiment of the present specification may further include a step of forming an adhesive layer on the protective layer. The adhesive layer is a configuration provided to adhere the polarizing plate to a liquid crystal display device such as a liquid crystal panel.

The process of forming the pressure-sensitive adhesive layer is not particularly limited, and for example, a method of adhering a separate pressure-sensitive adhesive film on the protective layer or applying a pressure-sensitive adhesive composition on the protective layer may be used.

In one embodiment of the present specification, the method of applying the pressure-sensitive adhesive composition on the protective layer is not particularly limited as long as the required amount of the composition can be uniformly applied. For example, there are methods such as spin coating, bar coating, roll coating, gravure coating, blade coating, and the like, and for a continuous process, preferably roll coating.

In this case, the adhesive layer may be formed using various adhesives well known in the art, and the type is not particularly limited. For example, the pressure-sensitive adhesive layer is a rubber-based pressure-sensitive adhesive, an acrylic pressure-sensitive adhesive, a silicone-based pressure-sensitive adhesive, a urethane-based pressure-sensitive adhesive, a polyvinyl alcohol-based pressure-sensitive adhesive, a polyvinylpyrrolidone-based pressure-sensitive adhesive, a polyacrylamide-based pressure-sensitive adhesive, a cellulose-based pressure-sensitive adhesive, a vinyl alkyl ether-based pressure-sensitive adhesive, etc. It can be formed using Among them, in consideration of transparency and heat resistance, it is particularly preferable to use an acrylic pressure-sensitive adhesive.

On the other hand, the pressure-sensitive adhesive layer may be formed by applying a pressure-sensitive adhesive on top of the protective layer, or may be formed by applying an adhesive on a release sheet and then drying the pressure-sensitive adhesive sheet, which is prepared by attaching the pressure-sensitive adhesive to the upper portion of the protective layer.

In this case, before the pressure-sensitive adhesive composition is applied to the protective layer to which the pressure-sensitive adhesive composition is applied, a surface activation treatment such as corona treatment, plasma treatment, ultraviolet irradiation treatment, or electron beam irradiation treatment may be performed.

Active energy ray-curable composition for polarizing plate protective layer

The present specification is an alicyclic epoxy compound; 1 part by weight to 18 parts by weight of the aliphatic epoxy compound represented by the following Chemical Formula 1A with respect to 100 parts by weight of the alicyclic epoxy compound; 1 to 20 parts by weight of the bisphenol F-type epoxy compound based on 100 parts by weight of the alicyclic epoxy compound; And it provides an active energy ray-curable composition for a polarizing plate protective layer comprising an oxetane compound.

[Formula 1A]

In Formula 1A, A is a straight-chain or branched chain alkyl group containing n' ether bonds,

R ₁ ′ to R ₃ ′ are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group,

n' is an integer of 2 to 8, and when n' is 2 or more, structures in parentheses are the same or different from each other.

The description of the alicyclic epoxy compound, the bisphenol F-type epoxy compound, and the oxetane compound is the same as described above.

Polarizer

The present specification provides a polarizing plate manufactured by the above-described method for manufacturing a polarizing plate.

The polarizing plate has a structure in which the carrier film is peeled off from the above-described polarizing plate-carrier film laminate.

Specifically, a polarizer; an adhesive layer and a protective film sequentially provided on one surface of the polarizer; and a protective layer provided on the other surface of the polarizer, and the description of each configuration is as described above.

image display device

The polarizing plate of the present invention as described above can be usefully applied to an image display device such as a liquid crystal display device.

The image display device may include a liquid crystal panel; an upper polarizing plate provided on an upper surface of the liquid crystal panel; and a lower polarizing plate provided on a lower surface of the liquid crystal panel. 3 shows an image display device attached to the liquid crystal panel 7 via the adhesive layer 4 of the polarizing plate 6 .

An image display device according to an exemplary embodiment of the present specification includes a liquid crystal panel; an upper polarizing plate provided on an upper surface of the liquid crystal panel; and a polarizing plate according to the present specification as a lower polarizing plate provided on a lower surface of the liquid crystal panel.

An image display device according to an exemplary embodiment of the present specification includes a liquid crystal panel; a polarizing plate according to the present specification as an upper polarizing plate provided on the upper surface of the liquid crystal panel; and a lower polarizing plate provided on a lower surface of the liquid crystal panel.

An image display device according to an exemplary embodiment of the present specification includes a liquid crystal panel; an upper polarizing plate provided on an upper surface of the liquid crystal panel; and a lower polarizing plate provided on a lower surface of the liquid crystal panel, wherein the upper polarizing plate and the lower polarizing plate are polarizing plates according to the present specification.

In this case, the type of the liquid crystal panel included in the liquid crystal display is not particularly limited. For example, it is not limited to the type, TN (twisted nematic) type, STN (super twisted nematic) type, F (ferroelectic) type, or PD (polymer dispersed) type panels such as passive matrix type; an active matrix type panel such as a two terminal type or a three terminal type; All known panels such as an In Plane Switching (IPS) panel and a Vertical Alignment (VA) panel may be applied. In addition, other components constituting the liquid crystal display device, for example, the type of upper and lower substrates (ex. color filter substrate or array substrate), etc. are not particularly limited, and configurations known in this field may be employed without limitation. can

Hereinafter, the present specification will be described in more detail through examples. However, the following examples are for illustrative purposes only, and the scope of the present specification is not limited thereby.

<Experimental example>

<Production Example>

(1) Preparation Example 1: Preparation of active energy ray-curable composition 1

alicyclic epoxy compound (3,4-epoxycyclohexylmethyl-3',4'-epoxycyclohexanecarboxylate: CEL2021P), 3 parts by weight of an aliphatic epoxy compound (BDDGE) based on 100 parts by weight of the alicyclic epoxy compound; A composition was prepared in which 18.2 parts by weight of a bisphenol F-type epoxy compound (YDF-170), 45.5 parts by weight of an oxetane compound (OXT-221), and 9.1 parts by weight of a hydrogenated bisphenol A compound (Epolight 4000) were mixed. An active energy ray-curable composition 1 was prepared by mixing 3 parts by weight of Irgacure 250 as a photoinitiator and 1 part by weight of ESACURE ITX as a photosensitizer with respect to 100 parts by weight of the composition.

(2) Preparation Examples 2 to 17: Preparation of active energy ray-curable compositions 2 to 17

Compositions 2 to 17 were prepared in the same manner as in Preparation Example 1, except that the composition of each component was changed as shown in Table 2 below.

division Cycloaliphatic Epoxy Compounds Aliphatic Epoxy Compounds Bisphenol F-type epoxy compound oxetane compound Hydrogenated Bisphenol A Compounds product name CEL2021P BDDGE LD204 YDF-170 OXT221 Epolight 4000 Preparation Example 1 100 3 - 18.2 45.5 9.1 Preparation 2 100 5 - 18.2 45.5 9.1 Preparation 3 100 9.1 - 18.2 45.5 9.1 Preparation 4 100 15 - 18.2 45.5 9.1 Preparation 5 100 20 - 18.2 45.5 9.1 Preparation 6 100 30 - 18.2 45.5 9.1 Preparation 7 100 40 - 18.2 45.5 9.1 Preparation 8 100 - 9.1 18.2 45.5 9.1 Preparation 9 100 - 20 18.2 45.5 9.1 Preparation 10 100 - 30 18.2 45.5 9.1 Preparation 11 100 - 40 18.2 45.5 9.1 Preparation 12 100 9.1 - 10 45.5 9.1 Preparation 13 100 9.1 - 23 45.5 9.1 Preparation 14 100 9.1 - 30 45.5 9.1 Preparation 15 100 9.1 - 40 45.5 9.1 Preparation 16 100 9.1 - 18.2 45.5 - Preparation 17 100 9.1 - 18.2 45.5 20

The product names and chemical formulas of the compounds of Preparation Example 1 and Table 2 above are as follows. In this case, BDDGE corresponds to an aliphatic epoxy compound including a chain alkyl group, and LD204 corresponds to an aliphatic epoxy compound including a cyclic alkyl group instead of a chain alkyl group.

[CEL-2021P]

[BDG]

[LD-204]

[YDF-170]

[OXT-221]

[Epolight 5000]

[Irgacure-250]

[ITX]

<Example 1: Preparation of polarizing plate>

A PET carrier film is supplied on the upper surface of a pre-prepared stretched polyvinyl alcohol-based film with a thickness of 17 μm (manufacturer: Japan Synthetic Co., Ltd.) at 25° C., and a polyethylene terephthalate film (PET, Toyo Japan) as a protective film on the lower surface. manufactured by Bosa), and passed through a pair of rolls at a speed of 10 M/min and a pressure of 2 Mpa. At this time, the photocurable adhesive composition was applied between the polyvinyl alcohol-based film and the protective film to a thickness of about 3 μm using a roll-coating method to form an adhesive layer. In addition, between the polyvinyl alcohol-based film and the carrier film, the photocurable composition for forming a protective layer prepared in Preparation Example 1 was applied to a thickness of about 6 μm using roll-coating to form a protective layer.

Thereafter, using a fusion lamp, ultraviolet rays were irradiated to the side of the carrier film to cure the protective layer and the adhesive layer.

After that, a laminate in which a protective film, an adhesive layer, a polarizer, a protective layer and a carrier film were sequentially laminated was wound on a roll such that the sample length was 5 cm in a direction perpendicular to the winding direction to form a film roll,

<Experimental Example 1: Carrier Film Blocking Test 1-Peel Resistance Test>

After storing the wound polarizing plate-carrier film laminate prepared in Example 1 for 100 hours at room temperature (25° C.) and 50% relative humidity, a carrier film blocking phenomenon test was performed to check whether the carrier film was well peeled. . It can be measured using the ASTM 3330 measurement method using a high-speed film peeler (CBT-4720, Chungbuk Tech). 30 m/min at an angle of 180° to the polarizer. The carrier PET film was peeled off at a speed. In order to measure the degree of adhesion between the protective layer and the carrier film in the process of peeling the carrier film, the degree of transfer of the carrier film onto the protective layer after peeling the carrier film was visually evaluated.

At this time, depending on the appearance of the film, Lv. From 0 to Lv. It was evaluated by dividing up to 3.

*Lv. 0: When the carrier film is peeled off, both the protective layer and the carrier film are peeled cleanly without any abnormality in appearance (the PET area remaining on the protective layer is 0%)

Lv. 1: There is resistance to peeling, and the interface of the carrier film is peeled haze without any damage to the interface of the protective layer (the PET area remaining on the protective layer is 0%)

Lv. 2: There is resistance when peeling, the interface of the protective layer is damaged, and the interface of the carrier film is peeled haze (the remaining PET area on the protective layer is 5% or more)

Lv. 3: The carrier film is torn during peeling, so complete peeling is impossible (the remaining PET area on the protective layer is 80% or more)

<Experimental Example 2: Carrier Film Blocking Test 2-Haze Measurement>

After carrying out the carrier film peeling test in the same manner as in Experimental Example 1, the internal haze of the carrier film was measured through a hazemeter (Hazemeter, manufacturer: Secos) to check whether the peeled carrier film was peeled cleanly. The haze change rate compared to the haze value was measured. The internal haze (Haze) refers to the degree of haze or turbidity, and was measured as the haze of the transmission mode, and the degree was expressed as a haze change rate (%) compared to the initial haze value.

<Experimental Example 3: Carrier Film Blocking Test 3-Carrier Film Peel Force Test>

The peeling force (X3) of the protective layer on the carrier film was measured using a high-speed film peeler (CBT-4720, Chungbuk Tech) at 180° at a speed of 30 m/min according to ASTM D3330.

<Experimental Example 4: Carrier Film Blocking Test 4-Adhesiveness Test of the Protective Layer to the Polarizer>

The adhesion of the protective layer to the polarizer was measured by the method of the cross-cut test. Specifically, on the protective layer of the polarizing plate of Example 1, using a cross cutter, place a cutting guide or a suitable ruler, etc., and draw a grid shape horizontally and vertically on the sample at intervals of 1 mm. After washing the surface of the protective layer with a brush or dust-free cloth, attach Ichiban tape (Cellotape manufactured by Nichiban Co., Ltd.), and visually observe how much the protective layer has fallen on the peeled surface after it is rapidly peeled off at a peeling angle of 180 degrees. According to the above-mentioned crosscut classification standard (ASTM), the degree of adhesion is classified from 0B to 5B.

<Experimental Example 5: Evaluation of high-temperature promotion of polarizing plate>

Before the composition for forming a protective layer in the polarizing plate prepared in Example 1 was coated, cracks were generated by scraping at a right angle to the stretching direction of the polarizer under a load of 500 g using a blunt-ended pencil. A polarizing plate was prepared as in Example 1, except that.

After that, the laminate is put into a chamber at a temperature of 80 ° C., an air atmosphere and a humidity of 30% or less for 300 to 500 hours, and by observing whether a crack is opened due to the PVA shrinkage in the crack area of the polarizer and light is leaked, the entire The number of light leaking cracks among cracks (hereinafter, crack ratio) was calculated.

<Experimental Example 6: Composition coating test>

After applying about 5 ml of the composition of Preparation Example 1 to a carrier film (PET), it was coated using a mayer bar No. 10 so that the coating liquid thickness was 6 to 10 μm. The degree of curvature of the surface of the coating layer was visually evaluated within 30 seconds immediately after coating.

O: the coating layer maintains a thickness of 6 to 10 μm

△: The unevenness of the bar coater remains on the surface of the coating layer

X: The coating layer does not maintain a thickness of 6 to 10 μm and spreads in all directions

<Experiment result>

In addition to Example 1, polarizing plates of Examples 2, Examples and Comparative Examples 1 to 14 were prepared as shown in the following table using the compositions prepared in Preparation Examples 2 to 17, and in the same manner as in Experimental Examples 1 to 6 It was evaluated and shown in Table 3 below.

division Experimental Example 1 Experimental Example 2 Experimental Example 3 Experimental Example 4 Experimental Example 5 Experimental Example 6 Example 1 composition 1 Lv.0 0.1% 18g/5cm 5B less than 5% X Example 2 composition 2 Lv.0 0.13% 23 g/5 cm 5B less than 5% △ Example 3 composition 3 Lv.0 0.18% 28 g/5 cm 5B less than 5% O Example 4 composition 4 Lv.0 0.17% 30g/5cm 5B less than 5% O Comparative Example 1 composition 5 Lv.3 8.01% 180g/5cm 5B less than 5% O Comparative Example 2 composition 6 Lv.3 12% 310g/5cm 5B 38% X Comparative Example 3 composition 7 Lv.3 13.8% 500g/5cm 5B 50% X Comparative Example 4 composition 8 Lv.0 0.17% 15g/5cm 5B 15% △ Comparative Example 5 composition 9 Lv.0 0.17% 10g/5cm 4B 35% O Comparative Example 6 composition 10 Lv.0 0.13% 10g/5cm 2B 48% O Comparative Example 7 composition 11 Lv.0 0.13% 10g/5cm 2B 60% O Example 5 composition 12 Lv.0 0.15% 30g/5cm 5B less than 5% O Comparative Example 8 composition 13 Lv.0 0.18% 20g/5cm 4B less than 5% O Comparative Example 9 composition 14 Lv.0 0.18% 18g/5cm 3B less than 5% △ Comparative Example 10 composition 15 Lv.0 0.13% 25g/5cm 2B 15% X Comparative Example 11 composition 16 Lv.2 5.54% 115 g/5 cm 5B less than 5% O Comparative Example 12 composition 17 Lv.0 0.15% 20g/5cm 4B 30% O

<Results according to the type of aliphatic epoxy compound>

Although the aliphatic epoxy compound included in the protective layer composition is included in the same content, when the type is a chain epoxy compound (BDDGE), the evaluation of high temperature acceleration in Experimental Example 5 is superior to that of the cyclic epoxy compound (LD204). could check For example, it can be confirmed by comparing the experimental results of Example 3 and Comparative Example 4 polarizing plate with each other. In addition, it can be seen that the composition 3 used in Example 3 is superior to the composition 8 used in Comparative Example 4 in coating properties.

<Results according to content difference of aliphatic epoxy compound>

Other compositions were the same, but when the content of the chain epoxy compound (BDDGE) included in the protective layer composition was changed, it was confirmed that the blocking phenomenon was suppressed during peeling of the carrier film and the high temperature durability was increased. This can be confirmed by comparing the polarizing plates of Examples 1 to 4 and Comparative Examples 1 to 3 with each other.

In particular, it can be seen that the polarizing plates of Examples 3 and 4 in which the content of the chain epoxy compound (BDDGE) is 6 to 18 parts by weight based on 100 parts by weight of the alicyclic epoxy compound has the best results.

<Result of difference in content of bisphenol F-type epoxy compound>

Other compositions are the same, but when the content of the bisphenol F-type epoxy compound (YDF-170) included in the protective layer composition is changed, it was confirmed that the blocking phenomenon during peeling of the carrier film is suppressed and the high temperature durability is increased. This can be confirmed by comparing the polarizing plates of Examples 3, 5 and Comparative Examples 8 to 10 with each other.

Specifically, in the case of the polarizing plates of Comparative Examples 8 to 10, in which the content of the bisphenol F-type epoxy compound (YDF-170) exceeds 20 parts by weight based on 100 parts by weight of the cycloaliphatic epoxy compound, the peeling force of the carrier film is increased or high temperature durability You can see it drop.

<Results with or without hydrogenated bisphenol A compound>

Other compositions are the same, but when the hydrogenated bisphenol A compound is not included in the protective layer composition, or if too much is included, blocking occurs when the carrier film is peeled off, or high temperature durability is poor. This can be confirmed by comparing the polarizing plates of Example 3, Comparative Example 11, and Comparative Example 12 with each other.

1: Polarizer
2: protective layer
3: protective film
4: adhesive layer
5: carrier film
6: Polarizer
7: liquid crystal panel
10, 20: pressure roll
30, 40: running roll
50: adhesive composition application means
60: active energy ray irradiation means
70: means for applying a composition for forming a protective layer
100: polarizer
110: polarizer roll
200: carrier film
210: carrier film roll
300: protective film
310: protective film roll
500: polarizing plate winding roll

Claims (20)

polarizer;
an adhesive layer and a protective film sequentially provided on one surface of the polarizer; and
and a protective layer provided directly on the other surface of the polarizer,
The protective layer is an alicyclic epoxy compound; 6 to 18 parts by weight of the aliphatic epoxy compound represented by the following formula 1A based on 100 parts by weight of the alicyclic epoxy compound; 1 to 20 parts by weight of the bisphenol F-type epoxy compound based on 100 parts by weight of the alicyclic epoxy compound; oxetane compounds; and an active energy ray-curable composition comprising 1 to 15 parts by weight of a hydrogenated epoxy compound based on 100 parts by weight of the alicyclic epoxy compound, or a polarizing plate comprising a cured product thereof.
[Formula 1A]

In Formula 1A, A is a straight or branched chain alkyl group containing n' ether bonds,
R ₁ ′ to R ₃ ′ are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted C1-C20 linear or branched alkyl group,
n' is an integer of 2 to 8, and when n' is 2 or more, structures in parentheses are the same as or different from each other. The polarizing plate according to claim 1, wherein A is a linear or branched chain alkyl group having 4 to 12 carbon atoms including n' ether bonds. The polarizing plate of claim 1, wherein n' is 2. The polarizing plate according to claim 1, wherein the aliphatic epoxy compound represented by Formula 1A has a viscosity at 25°C of 10 cPs or more and 2,000 cPs or less. delete The polarizing plate of claim 1, wherein the bisphenol F-type epoxy compound is included in an amount of 1 to 15 parts by weight based on 100 parts by weight of the alicyclic epoxy compound. delete The polarizing plate according to claim 1, wherein the adhesive force (X1) of the protective layer to the polarizer is 4B or more when measured by the ASTM standard cross-cut tape test according to D3359-87. The polarizing plate according to claim 1, wherein the epoxy equivalent of the bisphenol F-type epoxy compound is 120 g/eq or more. The polarizing plate according to claim 1, wherein the bisphenol F-type epoxy compound has a viscosity at 25°C of 2,000 cPs or more and 5,000 cPs or less. The polarizing plate according to claim 1, wherein the protective layer has a thickness of 4 μm or more and 11 μm or less. The polarizing plate according to claim 1, wherein the glass transition temperature after curing of the active energy ray-curable composition is 90°C or higher. The polarizing plate according to claim 1, wherein the polarizer is a polyvinyl alcohol-based film. The polarizing plate according to claim 1; and
The polarizing plate-carrier film laminate further comprising a carrier film provided on the other surface of the surface opposite to the polarizer of the protective layer. The method according to claim 14, X2 calculated according to the following general formula (1) is 0.95 or more and 1 or less polarizing plate-carrier film laminate.
[General formula 1]

The polarizing plate-carrier film laminate of claim 14, wherein the protective layer has a peel force (X3) of 40 gf/5 cm or less with respect to the carrier film. supplying a carrier film to one surface of the polarizer;
supplying a protective film to the other surface of the polarizer;
forming a protective layer by supplying an active energy ray-curable composition between the polarizer and the carrier film;
forming an adhesive layer by supplying a photocurable adhesive composition between the polarizer and the protective film;
Placing a pair of pressing means on each surface of the carrier film and the protective film, pressing the laminate in which the carrier film, the protective layer, the polarizer, the adhesive layer and the protective film are sequentially laminated; and
The polarizing plate according to claim 14, comprising the step of curing the protective layer and the adhesive layer by irradiating active energy rays - a method of manufacturing a carrier film laminate. The method of claim 17, wherein the active energy ray-curable composition has a viscosity of 50 cPs or more and 200 cPs or less at 25°C. The method of manufacturing a polarizing plate comprising the step of peeling the carrier film from the protective layer of the polarizing plate according to claim 14 - the carrier film laminate. alicyclic epoxy compounds; 6 to 18 parts by weight of the aliphatic epoxy compound represented by the following formula 1A based on 100 parts by weight of the alicyclic epoxy compound; 1 to 20 parts by weight of the bisphenol F-type epoxy compound based on 100 parts by weight of the alicyclic epoxy compound; oxetane compounds; And an active energy ray-curable composition for a polarizing plate protective layer comprising 1 to 15 parts by weight of a hydrogenated epoxy compound based on 100 parts by weight of the alicyclic epoxy compound:
[Formula 1A]

In Formula 1A, A is a straight or branched chain alkyl group containing n' ether bonds,
R ₁ ′ to R ₃ ′ are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted linear or branched chain alkyl group having 1 to 20 carbon atoms,
n' is an integer of 2 to 8, and when n' is 2 or more, structures in parentheses are the same or different from each other.

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