KR101908175B1 - Adhesive film for polarizing plate, polarizing plate and display deviece comprising the same - Google Patents

Adhesive film for polarizing plate, polarizing plate and display deviece comprising the same Download PDF

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Publication number
KR101908175B1
KR101908175B1 KR1020150165069A KR20150165069A KR101908175B1 KR 101908175 B1 KR101908175 B1 KR 101908175B1 KR 1020150165069 A KR1020150165069 A KR 1020150165069A KR 20150165069 A KR20150165069 A KR 20150165069A KR 101908175 B1 KR101908175 B1 KR 101908175B1
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South Korea
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meth
polarizing plate
adhesive film
sensitive adhesive
pressure
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KR1020150165069A
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Korean (ko)
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KR20170060518A (en
Inventor
김대윤
남이리나
김영종
김원
한인천
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삼성에스디아이 주식회사
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Priority to KR1020150165069A priority Critical patent/KR101908175B1/en
Priority to TW105137997A priority patent/TWI642742B/en
Priority to US15/360,557 priority patent/US10358581B2/en
Priority to CN201611048768.1A priority patent/CN106978111B/en
Publication of KR20170060518A publication Critical patent/KR20170060518A/en
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Publication of KR101908175B1 publication Critical patent/KR101908175B1/en

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C09J7/385—Acrylic polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/08—Homopolymers or copolymers of acrylic acid esters
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
    • G02B5/3033—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid
    • G02B5/3041—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid comprising multiple thin layers, e.g. multilayer stacks
    • G02B5/305—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid comprising multiple thin layers, e.g. multilayer stacks including organic materials, e.g. polymeric layers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
    • C09J2203/318—Applications of adhesives in processes or use of adhesives in the form of films or foils for the production of liquid crystal displays

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  • Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Organic Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Polarising Elements (AREA)
  • Chemical Kinetics & Catalysis (AREA)

Abstract

The present invention relates to a composition comprising a unit derived from a C 1-12 alkyl (meth) acrylic monomer; Units derived from C 15-25 alkyl (meth) acrylic monomers; A unit derived from a hydroxyl group-containing (meth) acrylic monomer; And a (meth) acrylic copolymer resin comprising a unit derived from a tertiary amine group-containing monomer, wherein the unit derived from the C 15-25 alkyl (meth) acrylic monomer is the ) Acrylic copolymer resin in an amount of 1 mol% to 20 mol%, a polarizing plate including the same, and a display device.

Description

BACKGROUND OF THE INVENTION 1. Field of the Invention [0001] The present invention relates to an adhesive film for a polarizing plate, a polarizing plate including the polarizing plate,

The present invention relates to a pressure-sensitive adhesive film for a polarizing plate, a polarizing plate including the same, and a display device. More particularly, the present invention relates to a pressure-sensitive adhesive film for a polarizing plate capable of exhibiting excellent surface hardness at room temperature and having a low modulus at a high temperature to improve light leakage, a polarizing plate and a display device including the same.

A polarizing plate is an optical element for converting natural light or arbitrary polarized light into polarized light oscillating in a specific direction, and is applied to a display device such as a liquid crystal display (LCD), an organic light emitting device (Organic Light Emitting Device) and the like. Generally, the polarizing plate is composed of a polarizer and a protective film disposed on one or both surfaces of the polarizer to protect the polarizer, and is attached to the surface of the display panel by the polarizing plate adhesive film.

On the other hand, recently, as a display device is provided with a touch function or the like, a high surface hardness is required for a polarizing plate attached to the surface of a display panel. However, currently used pressure sensitive adhesive films for polarizing plates have a high flexibility and a low modulus, so that when the polarizing plates are adhered to the panel using the low pressure sensitive adhesive films, the surface hardness of the polarizing plates becomes low. Particularly, in recent years, thin polarizers, which reduce the thickness of protective films and polarizers or omit protective films, have been applied in accordance with the tendency of slimmer display devices. In the case of adhering an adhesive film to such a thin polarizer, There is a problem that the deterioration is further increased.

In order to solve the above problems, a method of increasing the modulus of the adhesive film can be considered. However, the adhesive film having a high modulus tends to have poor adhesive force, and polarizing plate peeling may occur, and panel warpage due to shrinkage of the polarizing plate under high temperature conditions tends to occur, resulting in defects such as light leakage.

Accordingly, development of an adhesive film for a polarizing plate, which is applied to a polarizing plate to realize a high surface hardness and does not cause defects such as lifting and light leakage, has been demanded.

Related prior art is Japanese Patent Laid-Open No. 2015-010192.

An object of the present invention is to provide a pressure sensitive adhesive film for a polarizing plate which has a high modulus at room temperature and can realize excellent surface hardness and has a low modulus at a high temperature to improve light leakage phenomenon.

Another object of the present invention is to provide an adhesive film for a polarizing plate which can be aged within 24 hours at room temperature to realize excellent adhesive force.

It is still another object of the present invention to provide a polarizing plate and a display device including the above-mentioned pressure-sensitive adhesive film for a polarizing plate.

In one aspect, the present invention provides a composition comprising a unit derived from a C 1-12 alkyl (meth) acrylic monomer; Units derived from C 15-25 alkyl (meth) acrylic monomers; A unit derived from a hydroxyl group-containing (meth) acrylic monomer; And a (meth) acrylic copolymer resin comprising a unit derived from a tertiary amine group-containing monomer, wherein the unit derived from the C 15-25 alkyl (meth) acrylic monomer is the ) Acrylic copolymer resin in an amount of 1 mol% to 20 mol% in the resin.

In another aspect, the present invention provides a composition comprising a unit derived from a C 1-12 alkyl (meth) acrylic monomer; Units derived from C 15-25 alkyl (meth) acrylic monomers; A unit derived from a hydroxyl group-containing (meth) acrylic monomer; And a (meth) acrylic copolymer resin containing a unit derived from a tertiary amine group-containing monomer, wherein the storage modulus at 30 ° C is 100,000 Pa or more, and is represented by the following formula (1) Wherein the gel fraction of the polarizing plate is 60 to 95%.

(1): Gel fraction = (WC-WA) / (WB-WA) x 100

WA is the weight of the wire net, WB is the weight of the adhesive composition applied on the release film of 20 占 퐉, dried at 90 占 폚 for 4 minutes, and then dried at 35 占 폚 and 45% (24 hours), and 1 g of the pressure-sensitive adhesive film obtained by releasing from the release film was placed in a wire net so as not to leak, and the measured weight, WC, the adhesive film and the wire net were placed in a sample bottle, and 50 cc of ethyl acetate was added The weight of the whole of the wire mesh and the dried adhesive film obtained by leaving the wire net for 1 day and taking out the wire net and drying at 100 DEG C for 12 hours).

In another aspect, the present invention provides a polarizing plate comprising the above-mentioned pressure-sensitive adhesive film for a polarizing plate, a polarizer and an optical film.

In another aspect, the present invention provides a display panel comprising: a display panel; And a polarizing plate attached to at least one surface of the display panel through an adhesive film, wherein the polarizing plate is a polarizing plate according to the present invention.

The pressure-sensitive adhesive film for a polarizing plate according to the present invention has a high modulus at room temperature and a low modulus at a high temperature, and when applied to a polarizing plate and / or a display device, an excellent surface hardness can be realized without defects such as light leakage and panel warpage .

The adhesive film for a polarizing plate according to the present invention is aged at room temperature within 24 hours, and excellent adhesive force can be realized.

The polarizing plate according to the present invention has a low hunting characteristic at room temperature, a high hunting characteristic at high temperature, a high surface hardness at room temperature, and effectively suppressing panel warpage or light leakage at a high temperature.

The polarizing plate according to the present invention has excellent durability and does not cause foaming, peeling, peeling, and the like even in a harsh environment.

The display device according to the present invention has excellent surface hardness and optical performance.

1 is a view for explaining a method of measuring the jig distance according to the present invention.
2 is a cross-sectional view of a polarizing plate according to one embodiment of the present invention.
3 is a cross-sectional view of a polarizing plate according to another embodiment of the present invention.
4 is a cross-sectional view of a display device according to an embodiment of the present invention.
Fig. 5 is a view for explaining the arrangement relationship of the polarizing plates in measuring the panel warpage.
6 is a view for explaining a method of measuring panel bending according to the present invention.

Hereinafter, the present invention will be described more specifically with reference to the accompanying drawings. It is to be understood, however, that the following drawings are provided only to facilitate understanding of the present invention, and the present invention is not limited to the following drawings. Also, the shapes, sizes, ratios, angles, numbers and the like disclosed in the drawings are exemplary and the present invention is not limited thereto. Like reference numerals refer to like elements throughout the specification. In the following description, well-known functions or constructions are not described in detail since they would obscure the invention in unnecessary detail.

In the following description of the present invention, detailed description of known related arts will be omitted when it is determined that the gist of the present invention may be unnecessarily obscured by the present invention.

In the case where the word 'includes', 'having', 'done', etc. are used in this specification, other parts can be added unless '~ only' is used. Unless the context clearly dictates otherwise, including the plural unless the context clearly dictates otherwise.

In interpreting the constituent elements, it is construed to include the error range even if there is no separate description.

If the positional relationship between two parts is explained by 'on', 'on top', 'under', 'next to', etc., 'right' or 'direct' One or more other portions may be located.

The positional relationships such as "upper", "upper", "lower", "lower" and the like are described based on the drawings, but do not represent an absolute positional relationship. That is, the positions of 'upper' and 'lower' or 'upper surface' and 'lower surface' may be changed according to the position to be observed.

The first, second, etc. are used to describe various components, but these components are not limited by these terms. These terms are used only to distinguish one component from another. Therefore, the first component mentioned below may be the second component within the technical spirit of the present invention.

In the present specification, " (meth) acrylic " is a general term for acrylic and methacrylic. For example, (meth) acrylate includes methacrylate and acrylate, and (meth) acrylic acid includes methacrylic acid and acrylic acid.

In the present specification, " X to Y " representing the range means " X or more and Y or less ".

In the present specification, the "modulus" of the pressure-sensitive adhesive film is a storage modulus, and a plurality of pressure-sensitive adhesive films having a thickness of 20 μm are laminated and cut to produce circular specimens having a thickness of 500 μm and a diameter of 8 mm. Using a Physica MCR501 (Anton parr), the temperature was increased from 0 ° C to 150 ° C at a heating rate of 10 / min on a disk having a diameter of 8 mm, a strain of 5%, an angular frequency (ω) of 10 rad / s, a normal force of 1.5 N means the values at 30 캜 and 120 캜. At this time, the pressure-sensitive adhesive film was prepared by coating a pressure-sensitive adhesive composition on a polyethylene terephthalate film, drying it at 90 ° C for 4 minutes, aging it at 35 ° C and 45% relative humidity for 24 hours to produce a pressure- But is not limited thereto.

In the present specification, the " gel fraction " of the pressure-sensitive adhesive film is a value calculated by the following formula (1).

(1): Gel fraction = (WC-WA) / (WB-WA) x 100

(In the above formula (1), WA represents the weight of the wire mesh,

WB applied the pressure-sensitive adhesive composition to the release film in a thickness of 20 占 퐉, dried at 90 占 폚 for 4 minutes, aged at 35 占 폚 and 45% relative humidity for 1 day (24 hours) 1 g of the obtained adhesive film was placed in a wire net so that it did not leak, and the measured weight and WC were obtained by adding the adhesive film and the wire netting to the sample bottle, adding 50 cc of ethyl acetate, leaving for 1 day, removing the wire net, The total weight of the dried adhesive film and the wire mesh obtained by drying the film.

At this time, a 100 mL tube was used as a sample bottle, and a wire mesh having a mesh size of 200 mesh was used as a wire mesh.

In the present specification, the " adhesive force " was measured in the following manner. First, the adhesive film was attached to a polarizing plate and then cut to a width of 25 mm. At this time, the polarizing plate had a structure in which a 40 탆 thick TAC film was attached to both sides of a PVA film having a thickness of 8 탆 by using an adhesive. The polarizing plate with the adhesive film was attached to an alkali-free glass (Eagle XG, manufactured by Corning Incorporated) and autoclaved for 1000 seconds under conditions of 50 캜 and 5 kg / cm 2 . Subsequently, the substrate was conditioned in an atmosphere of 23 ° C and 45% RH for 1 hour, and then subjected to a tensile tester at a peeling angle of 180 ° and a peeling rate of 0.3 m / min to obtain an adhesive tape (JIS Z0237 , And the adhesive force was measured according to the adhesive sheet test method.

In the present specification, the term " creep distance " refers to a distance between the end of the alkali-free glass plate 20 and the measurement specimen 23 in the area of a x b (e.g., 15 mm x 15 mm) And the measurement specimen 23 is measured from the distance from the alkali-free glass plate 20 when the specimen 23 for measurement is pulled for 1000 seconds under the load W. At this time, the measurement specimen 23 includes an adhesive film 21 (thickness: 20 to 30 μm) and a polarizing plate 22 formed on the adhesive film 21. The load W was 2250 g at 25 ° C and 1500 g at 85 ° C. The jig distance can be measured using a TEXTURE ANALYZER TA.XT PLUS (5 kg load cell, manufactured by EKO Instruments) .

In the present specification, " surface hardness " refers to the measurement of the surface hardness of a polarizing plate by attaching a polarizing plate to a glass substrate and then using a Coretech pencil hardness meter of COAtech Korea. The load of the pencil on the polarizing plate was 500 g, the angle between the pencil and the polarizing plate was 45 °, and the pencil was drawn at a rate of 48 mm / min. When the scratches occurred more than once, the pencil hardness was measured using a pencil below the hardness, and the maximum pencil hardness value when no scratch was observed five times at the 5th evaluation was regarded as the surface hardness.

Adhesive film for polarizer

The pressure sensitive adhesive film for a polarizing plate of the present invention comprises units derived from a C 1-12 alkyl (meth) acrylic monomer; Units derived from C 15-25 alkyl (meth) acrylic monomers; A unit derived from a hydroxyl group-containing (meth) acrylic monomer; And a (meth) acrylic copolymer resin (A) containing units derived from tertiary amine group-containing monomers.

(A) ( Mat ) Acrylic copolymer resin

The (A) (meth) acrylic copolymer resin may be a unit derived from a C 1-12 alkyl (meth) acrylic monomer; Units derived from C 15-25 alkyl (meth) acrylic monomers; A unit derived from a hydroxyl group-containing (meth) acrylic monomer; And units derived from tertiary amine group containing monomers.

(A) (meth) acrylic copolymer resin as mentioned above (a-1) C 1 ~ 12 alkyl (meth) acrylic monomer, (a-2) C 15 ~ 25 alkyl (meth) acrylic monomer, (a-3 (Meth) acrylic monomer and (a-4) a tertiary amine group-containing monomer in a conventional manner. For example, the (meth) acrylic copolymer resin may be prepared by adding an initiator to the monomer mixture, followed by solution polymerization, photo polymerization, bulk polymerization, suspension polymerization, Emulsion polymerization, and the like, which are well known in the art. At this time, the polymerization temperature may be 60 ° C to 75 ° C and the polymerization time may be 4 to 8 hours. As the initiator, azo type polymerization initiator; And / or peroxides such as benzoyl peroxide or acetyl peroxide, and the like.

On the other hand, the (a-1) C 1-12 alkyl (meth) acrylic monomers are used for imparting adhesive strength, and include, for example, (meth) acrylic acid esters having an unsubstituted alkyl group having 1 to 12 carbon atoms . Specifically, the C 1-12 alkyl (meth) acrylic monomers are preferably selected from the group consisting of methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, (Meth) acrylate, isobutyl (meth) acrylate, isobutyl (meth) acrylate, isobutyl (meth) acrylate, (Meth) acrylate, octyl (meth) acrylate, isooctyl (meth) acrylate, nonyl (meth) acrylate, decyl But is not limited thereto. These may be included singly or in combination of two or more.

The unit derived from the (a-1) monomer is contained in the (meth) acrylic copolymer resin in an amount of 30 to 90 mol%, preferably 40 to 85 mol%, more preferably 50 to 85 Mol%. When the content of the unit derived from the (a-1) monomer satisfies the above range, the adhesive film shows excellent adhesion and durability.

The C 15-25 alkyl (meth) acrylic monomer (a-2) is used to change the modulus of the pressure-sensitive adhesive film according to the temperature condition. For example, a (meth) acrylate ester having an alkyl group having 15 to 25 carbon atoms . ≪ / RTI > Specifically, the C 15-25 alkyl (meth) acrylic monomer may be, for example, cetyl (meth) acrylate, stearyl (meth) acrylate, eicosyl (meth) acrylate, (Meth) acrylate, and the like, but the present invention is not limited thereto. These may be included singly or in combination of two or more. Of these, behenyl acrylate is particularly preferable.

On the other hand, the (a-2) C 15-25 alkyl (meth) acrylic monomer may have a melting temperature of 30 ° C to 85 ° C, preferably 40 ° C to 85 ° C, more preferably 40 ° C to 60 ° C. When the (a-2) C 15-25 alkyl (meth) acrylic monomer satisfying the above-mentioned melting temperature is contained, the units derived from the (a-2) monomer are present in a glass phase at room temperature, But the modulus of the (a-2) monomer is melted at a temperature higher than the melting temperature so that the modulus of the adhesive film is rapidly lowered, thereby effectively suppressing stress and panel warpage.

The unit derived from the (a-2) monomer is preferably contained in an amount of 1 mol% to 20 mol% in the (meth) acrylic copolymer resin. When the content of the unit derived from the (a-2) monomer satisfies the above range, excellent surface strength, durability and optical performance can be obtained.

Next, (a-3) the hydroxyl group-containing (meth) acrylic monomer is used for improving the adhesive strength of the pressure-sensitive adhesive film, and examples thereof include (meth) acrylic monomers having a C 1-20 alkyl group having at least one hydroxyl group, It may include more than having a hydroxyl group having a cycloalkyl group of C 3 ~ 20 (meth) acrylic monomer, at least one of (meth) acrylic monomer having a C 6 ~ 20 having at least one aromatic hydroxyl group. Specifically, the (meth) acrylic monomer having a hydroxyl group (a-3) may be at least one monomer selected from the group consisting of 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (Meth) acrylate, 4-hydroxybutyl (meth) acrylate, 6-hydroxyhexyl (meth) acrylate, (Meth) acrylate, diethylene glycol mono (meth) acrylate, 2-hydroxy-3-phenyloxypropyl (meth) acrylate, 4-hydroxycyclopentyl Acrylate, but is not limited thereto. These may be included singly or in combination of two or more.

The unit derived from the (a-3) monomer is contained in the (meth) acrylic copolymer resin in an amount of 0.1 to 10 mol%, preferably 0.5 to 8 mol%, more preferably 1 to 5 mol% %. ≪ / RTI > When the content of the units derived from the monomer (a-3) satisfies the above range, the adhesive film shows excellent adhesion and durability.

Next, the (a-4) tertiary amine group-containing monomer is added to improve the aging speed of the pressure-sensitive adhesive composition or the dried product thereof, and may include, for example, a dialkylaminoalkyl (meth) acrylate. Specifically, the dialkylaminoalkyl (meth) acrylate ester of the (a-4) tertiary amine group-containing monomer is preferably selected from the group consisting of dimethylaminoethyl (meth) acrylate, dimethylaminopropyl (meth) acrylate, dimethylaminobutyl Acrylate, diethylaminoethyl (meth) acrylate, diethylaminopropyl (meth) acrylate, diethylaminobutyl (meth) acrylate, and dibutylaminoethyl However, the present invention is not limited thereto.

The unit derived from the (a-4) monomer is contained in the (meth) acrylic copolymer resin in an amount of 0.01 mol% to 1 mol%, preferably 0.01 mol% to 0.5 mol%, more preferably 0.02 mol% to 0.2 mol %. ≪ / RTI > When the content of the units derived from the monomer (a-4) satisfies the above range, the practical adhesive performance can be attained even at a room temperature for a short time, for example, within 24 hours, without deteriorating the solution stability of the pressure- have.

On the other hand, the (meth) acrylic copolymer resin may further include a unit derived from a heterocyclic monomer containing a nitrogen atom roll (a-5), if necessary. When the unit derived from the (a-5) monomer is further included, a better surface hardness can be obtained at room temperature.

The monomer (a-5) may include, for example, acryloylmorpholine, N-vinylpyrrolidone, phenylmaleimide and the like, but is not limited thereto. These may be included singly or in combination.

The unit derived from the (a-5) monomer is contained in the (meth) acrylic copolymer resin in an amount of 20 mol% or less, preferably 0.1 mol% to 20 mol%, more preferably 0.1 mol% to 15 mol% . When the content of the unit derived from the monomer (a-4) satisfies the above range, a high adhesive force can be obtained even at a room temperature for a short time, for example, within 24 hours, without deteriorating the solution stability of the pressure-sensitive adhesive composition.

On the other hand, the (meth) acrylic copolymer resin may have a weight average molecular weight (Mw) of 200,000 to 1.5 million, specifically 200,000 to 1.3 million. In the above range, excellent durability can be ensured. At this time, the weight average molecular weight may be a value determined by polystyrene conversion in a gel permeation chromatography method.

The (meth) acrylic copolymer resin may have a glass transition temperature of -60 ° C to 0, specifically about -40 ° C to -30 ° C. Within the above range, it has fluidity as a pressure-sensitive adhesive and high durability can be ensured.

(B) Curing agent

The pressure-sensitive adhesive composition of the present invention may further comprise a curing agent, if necessary.

The (B) curing agent may react with the (meth) acrylic copolymer to form an adhesive film and provide adhesion. The curing agent may include at least one of an isocyanate curing agent, a metal chelating curing agent, an epoxy curing agent, an aziridine curing agent, and a carbodiimide curing agent.

The isocyanate-based curing agent may include an isocyanate-based curing agent having two or more functional groups, for example, bifunctional or hexafunctional. Specifically, the isocyanate-based curing agent is a trifunctional isocyanate curing agent including trifunctional trimethylolpropane-modified toluene diisocyanate adduct, trifunctional toluene diisocyanate trimer, trimethylolpropane-modified xylene diisocyanate adduct, etc., 6 Functionalized trimethylolpropane-modified toluene diisocyanate, and hexafunctional isocyanurate-modified toluene diisocyanate. These may be included singly or in combination of two or more.

The metal chelate-based curing agent may include a coordination compound of a polyvalent metal such as aluminum. For example, the metal chelate-based curing agent may include an aluminum chelate-based compound such as trisethylacetoacetate aluminum, ethylacetoacetate aluminum diisopropylate, and trisacetylacetonate aluminum.

The (B) curing agent may be included in an amount of 0.001 to 5 parts by weight, specifically 0.01 to 1 part by weight based on 100 parts by weight of the (meth) acrylic copolymer. Within this range, the adhesive strength and durability are improved.

(C) Other components

The pressure-sensitive adhesive composition of the present invention may further comprise, if necessary, a silane coupling agent, a curing catalyst, and / or an additive.

The silane coupling agent can increase the adhesion of the polarizing plate adhesive film to an adherend such as glass. The silane coupling agent may comprise conventional silane coupling agents known to those skilled in the art. For example, the silane coupling agent may have an epoxy structure such as 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane and 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane. ; A polymerizable unsaturated group-containing silicon compound such as vinyltrimethoxysilane, vinyltriethoxysilane and (meth) acryloxypropyltrimethoxysilane; Containing silicon compounds such as 3-aminopropyltrimethoxysilane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane and N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane. ; And 3-chloropropyltrimethoxysilane, and the like, but are not limited thereto.

The silane coupling agent may be contained in an amount of 0.1 to 5 parts by weight, specifically 0.1 to 1 part by weight based on 100 parts by weight of the (meth) acrylic copolymer. Within the above range, endurance reliability is excellent, and changes in components and physical properties with time can be small.

The additives may include antistatic agents, ultraviolet absorbers, antioxidants, tackifying resins, plasticizers, reworking agents, and the like. Specifically, the reworking agent may comprise a polysiloxane oligomer or a mixture comprising it. The additive may be included in an amount of 0.001 to 5 parts by weight, specifically 0.01 to 1 part by weight based on 100 parts by weight of the (meth) acrylic copolymer. Within the above range, the additive effect can be obtained without affecting the physical properties of the polarizing plate adhesive film.

The pressure-sensitive adhesive film of the present invention can be produced by coating the pressure-sensitive adhesive composition of the present invention as described above to a predetermined thickness, drying it, and aging at a constant temperature and humidity of 25 to 35 DEG C and a relative humidity of 30 to 60% It does not.

The above-mentioned pressure-sensitive adhesive film of the present invention has a high storage modulus at room temperature. Specifically, the pressure-sensitive adhesive film of the present invention has a storage modulus at 30 DEG C of 100,000 Pa or more, preferably 100,000 to 500,000 Pa. As described above, since the storage modulus at room temperature is high, excellent surface hardness and durability can be realized when attached to a polarizing plate.

 Further, the pressure-sensitive adhesive film of the present invention has a low storage modulus at high temperature. Specifically, the pressure-sensitive adhesive film of the present invention has a storage modulus at 120 ° C of 25,000 Pa or more, preferably 28,000 to 60,000 Pa. When the storage modulus is maintained at such a high temperature, stress generation and panel warping can be effectively prevented.

Further, the pressure-sensitive adhesive film of the present invention has a high adhesive force. Specifically, the adhesive film of the present invention has an adhesive force of 150 gf / inch or more, preferably 250 to 750 gf / inch, measured at 23 deg. C at a peeling angle of 180 deg. And a peeling rate of 0.3 m / min.

Further, the adhesive film of the present invention is aged at a room temperature in a short time and reaches a practical adhesive performance, so that productivity and workability are excellent. Specifically, the adhesive film of the present invention has a gel fraction represented by the above formula (1) of 60 to 95%, preferably 65 to 80%.

Polarizer

Next, a polarizing plate according to the present invention will be described.

The polarizing plate of the present invention includes the above-mentioned pressure-sensitive adhesive film of the present invention. More specifically, the polarizing plate of the present invention comprises a polarizer, an optical film formed on one or both sides of the polarizer, and the pressure-sensitive adhesive film of the present invention. At this time, the adhesive film may be disposed on one side of the polarizer or on one side of the optical film.

2 and 3 show specific examples of the polarizing plate according to the present invention. Hereinafter, a polarizing plate according to the present invention will be described with reference to FIGS. 2 and 3. FIG.

2, a polarizer 100 according to an exemplary embodiment of the present invention includes a polarizer 110, a first optical film 120 formed on a top surface of the polarizer 110, And the adhesive film 130 is formed by the pressure-sensitive adhesive composition of the present invention. Since the adhesive film has been described above, the components other than the adhesive film will be described below.

The polarizer 110 is made of a polyvinyl alcohol-based film and is not particularly limited as long as it is a polyvinyl alcohol-based film regardless of the manufacturing method. For example, a polarizer may be a modified polyvinyl alcohol film such as a partially-formalized polyvinyl alcohol film or an acetoacetyl-modified polyvinyl alcohol film. Specifically, a polyvinyl alcohol film is prepared by dyeing iodine or a dichroic dye and stretching it in a predetermined direction. Specifically, it is produced through a swelling process, a dyeing process, and a stretching process. Methods of performing each step are commonly known to those skilled in the art. The polarizer 110 may have a thickness of 5 占 퐉 to 50 占 퐉. And can be used in an optical display device in the above range.

The first optical film 120 may be formed of an optically transparent resin, such as a cyclic olefin polymer including a cyclic olefin polymer (COP), a poly (meth) acrylate, a polycarbonate, a polyethylene terephthalate A polyether sulfone type, a polysulfone type, a polyamide type, a polyimide type, a polyolefin type, a polyarylate type, a polyether sulfone type, a polyether sulfone type, A polyvinyl alcohol-based resin, a polyvinyl chloride-based resin, and a polyvinylidene chloride-based resin. The first optical film 120 may have a thickness of 10 탆 to 200 탆, for example, 20 탆 to 120 탆, and may be used in an optical display device in the above range.

3, a polarizer 200 according to another embodiment of the present invention includes a polarizer 110, a first optical film 120 formed on the upper surface of the polarizer 110, The second optical film 140 formed on the first optical film 140 and the adhesive film 130 formed on the lower surface of the second optical film 140. The adhesive film 130 is the gradual film of the present invention. Except that a second optical film 140 is further formed between the polarizer 110 and the adhesive film 130. The polarizing plate 110 of the present invention is the same as the polarizing plate of the first embodiment. The second optical film 140 may be formed of the same or different resin as the first optical film 120. The thickness of the second optical film 140 may be the same as or different from that of the first optical film 120.

2 and 3, an adhesive layer formed of a polarizer adhesive may be included between the polarizer and the first optical film, and between the polarizer and the second optical film, and the polarizer adhesive may be an aqueous adhesive, a pressure sensitive adhesive, Curable adhesive.

The polarizing plate of the present invention can be manufactured by coating the above-mentioned pressure-sensitive adhesive composition of the present invention with a predetermined thickness on one side of a polarizer or an optical film and then aging or adhering the pressure-sensitive adhesive film of the present invention to a polarizing plate.

The polarizing plate of the present invention has a low creep characteristic at room temperature and a high creep characteristic at high temperature. Specifically, in the polarizing plate of the present invention, The creep distance (Creep) measured at 25 DEG C is 30 mu m to 100 mu m, preferably 40 mu m to 80 mu m, more preferably 50 mu m to 70 mu m, Mu m, preferably 150 to 350 mu m. The small creep distance (Creep) means that the flexibility is small, and the large creep distance (Creep) means that the flexibility is high. As described above, the polarizing plate of the present invention has a low jumping distance at room temperature, that is, low flexibility, and a high jumping distance at high temperature, that is, high flexibility. As a result, it exhibits hardness at room temperature without being flexible and high surface hardness, and it can be softened at a high temperature at which the polarizing plate shrinks, thereby relieving the bending or stress of the panel.

As described above, the polarizing plate to which the pressure-sensitive adhesive film of the present invention is applied has a high surface hardness. Specifically, the polarizing plate of the present invention has a surface hardness of not less than HB, preferably not less than H, as measured by a pencil hardness method.

Further, the polarizing plate of the present invention has excellent durability, and particularly has excellent durability even in a high temperature, high humidity, or a harsh environment in which temperature or humidity is rapidly changed.

Display device

Next, a display device of the present invention will be described.

A display device of the present invention includes: a display panel; And a polarizer attached to at least one surface of the display panel via an adhesive film. In this case, the pressure-sensitive adhesive film may be a pressure-sensitive adhesive composition of the present invention, that is, a unit derived from a C 1-12 alkyl (meth) acrylic monomer; Units derived from C 15-25 alkyl (meth) acrylic monomers; A unit derived from a hydroxyl group-containing (meth) acrylic monomer; And a (meth) acrylic copolymer resin containing units derived from tertiary amine group-containing monomers.

In addition, the display device to which the adhesive film of the present invention is applied has excellent optical properties because the light leakage and the panel warp are suppressed.

The display panel may be a liquid crystal display panel, an organic light emitting display panel, or the like, but is not limited thereto.

FIG. 4 shows a case where the display device according to the present invention is a liquid crystal display device. 4, the display device of the present invention includes a liquid crystal display panel 310, a first polarizer 320 formed on the upper surface of the liquid crystal display panel 310, a first polarizer 320 formed on the lower surface of the liquid crystal display panel 310, The first polarizer 320 and the second polarizer 330 may include a polarizer 330 and a backlight unit 340 formed on the lower portion of the second polarizer 330. At this time, It may be a polarizing plate including an adhesive film. Since the polarizing plate including the adhesive film of the present invention has been described above, only the liquid crystal display panel 310 and the backlight unit 340 will be described below.

The liquid crystal display panel 310 includes an upper substrate, a lower substrate, and a liquid crystal cell interposed between the upper substrate and the lower substrate. In the present invention, the upper substrate means a substrate disposed on the observer side of the liquid crystal display panel, and the lower substrate means a substrate disposed on the backlight unit side.

The material, configuration, etc. of the upper substrate, the lower substrate, and the liquid crystal cell are not particularly limited, and various upper substrates, lower substrates, and liquid crystal cells used for forming liquid crystal display panels in the related art can be used without limitation. The driving mode of the liquid crystal display panel is not particularly limited and liquid crystal display panels of various modes used in the related art such as TN (Twist-Nematic) mode, VA (Vertical Alignment) mode, IPS (In-Plane Swiching) mode liquid crystal panels can be used without limitation.

Next, the backlight unit 340 supplies light to the liquid crystal display panel 310, and the backlight unit 340 used in the related art can be used without limitation. For example, the backlight unit includes a light source unit including at least one light source and a printed circuit board on which the light source is mounted, and optical films (for example, a light guide plate, a condenser Film, diffusion film, diffusion plate, etc.).

Next, the present invention will be described in more detail with reference to concrete examples. It is to be understood, however, that the same is by way of illustration and example only and is not to be construed in a limiting sense.

Manufacturing example : ( Mat ) Preparation of acrylic copolymer

Acrylate (BA), acryloylmorpholine (ACMO), methyl acrylate (MA), behenyl acrylate, 4-hydroxybutyl acrylate (4-HBA), dimethylaminoethyl acrylate (DMAEA) were mixed in the amounts shown in Table 1 below to prepare a monomer mixture. The monomer mixture and toluene were added to a 1000 ml jacket reactor and stirred for 30 minutes under a nitrogen atmosphere. Then, the reactor was heated to an internal temperature of 70 캜, and a radical initiator (manufacturer, trade name) was added and reacted for 6 hours. Then, the reaction temperature was raised to 75 캜, and a radical initiator (manufacturer, trade name) was added and reacted for 2 hours to prepare (meth) acrylic copolymers A to J.

The weight average molecular weight (Mw) and the glass transition temperature (Tg) of the prepared (meth) acrylic copolymer were measured and shown in Table 1 below.

division BA, (mol%) ACMO, mol% MA, (mol%) Behenyl acylate, (mol%) 4-HBA, (mol%) DMAEA, (mol%) Mw
(kDa) Tg
(° C) A 54.9 0 30 10 5 0.1 686,700 -21.15 B 53.9 10 30 One 5 0.1 864210 -25.31 C 49.9 10 30 5 5 0.1 897258 -19.24 D 44.9 10 30 10 5 0.1 904029 -12.119 F 54.9 10 30 0 5 0.1 86522 -30.13 G 54.4 10 30 0.5 5 0.1 837112 -28.86 H 29.9 10 30 25 5 0.1 839600 -6.45 I 24.9 10 30 30 5 0.1 893034 -1.35 J 45 10 30 10 5 0 902090 -12.56

Unit: mol%

Example  And Comparative Example

Example 1

(B) 100 parts by weight of (A) (meth) acrylic copolymer A, 0.05 parts by weight of an isocyanate curing agent (L-45, Soken) and 0.2 parts by weight of a tin catalyst (Soken). The pressure-sensitive adhesive composition was coated on a release film, dried at 90 DEG C for 4 minutes, and then the release film was removed to produce a pressure-sensitive adhesive film having a thickness of 20 mu m.

Examples 2 to 6 and Comparative Examples 1 to 5

Except that (A) a (meth) acrylic copolymer and (B) an isocyanate curing agent were added in the kind and content described in the following [Table 2] and [Table 3] And an adhesive film were produced.

Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 (A) a (meth) acrylic copolymer Kinds A B C D D D content 100 100 100 100 100 100 (B) Curing agent 0.05 0.05 0.05 0.05 0.03 0.07

Unit: parts by weight

Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Comparative Example 5 (A) a (meth) acrylic copolymer Kinds F G H I J content 100 100 100 100 100 (B) Curing agent 0.05 0.05 0.05 0.05 0.05

Unit: parts by weight

The storage modulus at 30 DEG C, the storage modulus at 120 DEG C and the gel fraction after aging for 24 hours at 35 DEG C and 45% RH were measured for the pressure-sensitive adhesive films prepared in Examples 1 to 6 and Comparative Examples 1 to 5 Were measured. The measurement method is as described below, and the measurement results are shown in the following [Table 4] and [Table 5].

Polarizing plates were laminated to the pressure-sensitive adhesive films prepared in Examples 1 to 6 and Comparative Examples 1 to 5 to prepare a polarizing plate having a total thickness of 98 占 퐉 and aged at 35 占 폚 and 45% relative humidity for 24 hours. At this time, the polarizing plate had a structure in which a TAC film (N-TAC, manufactured by KONICA MINORTA) of 40 mu m thickness was attached to both sides of a PVA film having a thickness of 8 mu m. The jig distance, adhesion, surface hardness, durability, thermal shock characteristics, panel warpage, and light leakage were measured using the polarizing plate. The measurement method is as described below, and the measurement results are described in the following [Table 4] and [Table 5].

How to measure property

(1) Save Modulus

A plurality of pressure-sensitive adhesive films prepared according to Examples and Comparative Examples were laminated and cut to prepare circular specimens having a thickness of 500 탆 and a diameter of 8 mm. Using the Physica MCR501 (Anton parr), specimens having a diameter of 8 mm The temperature was measured at 30 ° C and 120 ° C when the temperature was increased from 0 to 150 at a heating rate of 10 / min and the strain was 5%, the angular frequency (ω) was 10 rad / s and the normal force was 1.5 N. Respectively.

(2) Gel fraction

The pressure-sensitive adhesive compositions of Examples and Comparative Examples were applied on a polyethylene terephthalate film (thickness: 38 탆) as a release film to a thickness of 20 탆 and dried at 90 캜 for 4 minutes to prepare a test piece laminated with the pressure- The composition is aged on the release film at 35 占 폚 and 45% relative humidity for 1 day and released from the release film to obtain 1 g of the adhesive film. The gel fraction of the adhesive film was measured according to the following formula (1).

<Formula 1>

Gel fraction = (WC-WA) / (WB-WA) x 100

(Where WA is the weight of the wire mesh,

WB was prepared by putting 1 g of the adhesive film into the wire netting, and measuring the weight of the adhesive net. WC was obtained by putting the adhesive film and the wire netting in a sample bottle, adding 50 cc of ethyl acetate and leaving for 1 day, Lt; 0 &gt; C for 12 hours) and the total weight of the wire mesh.

At this time, a 100 mL tube was used as a sample bottle, and a wire mesh having a mesh size of 200 mesh was used as a wire mesh.

(3) Creep distance (Creep) (탆)

The polarizing plate with the pressure-sensitive adhesive film prepared in Examples and Comparative Examples was cut to 15 mm x 100 mm, and the measurement specimens were laminated on the ends of the alkali-free glass plate in an area of 15 mm x 15 mm.

Then, when the specimen for measurement was pulled for 1000 seconds under a load of 2250 g at 25 ° C, the distance of pushing the specimen from the non-alkali glass plate was expressed as a pushing distance (25 ° C).

Further, when the specimen for measurement was pulled for 1000 seconds under a load of 1500 g at 85 ° C, the distance pushing the specimen for measurement from the non-alkali glass plate was expressed as a pushing distance (85 ° C).

The jig distance was measured using TEXTURE ANALYZER TA.XT PLUS (5 kg of load cell, EKO Instruments).

(4) Adhesion

The polarizing plate with the pressure-sensitive adhesive films prepared according to Examples and Comparative Examples was cut into a width of 25 mm and attached to an alkali-free glass (Eagle XG, product of Corning Incorporated) at 50 DEG C and 0.49 MPa (5 kg / The autoclave treatment was performed for 1000 seconds. Subsequently, conditioning was performed in an atmosphere at 23 캜 and 45% RH for 1 hour, and then a tensile tester was used at a peel angle of 180 ° and a peel rate of 0.3 m / min under an atmosphere of 23 ° C and 45% The adhesive force was measured according to the adhesive tape and pressure-sensitive adhesive sheet test method described in Z0237 (2000).

(5) Surface hardness

After attaching the polarizing plate with the adhesive film prepared according to Examples and Comparative Examples to a glass substrate, the surface hardness of the polarizing plate was measured using a Coretech pencil hardness meter of Core Tech Korea. The load of the pencil on the polarizing plate was 500 g, the angle between the pencil and the polarizing plate was 45 °, and the pencil was drawn at a rate of 48 mm / min. When the scratches occurred more than once, the pencil hardness was measured using a pencil below the hardness, and the maximum pencil hardness value when no scratch was observed five times at the 5th evaluation was regarded as the surface hardness.

 (6) Durability

The polarizing plate with the pressure-sensitive adhesive films prepared according to Examples and Comparative Examples was cut to 120 mm (polarizer MD direction) to 60 mm, attached to an alkali-free glass (Eagle XG manufactured by Corning Incorporated) (5 kg / cm &lt; 2 &gt;) for 20 minutes to prepare specimens. The durability of the specimens was evaluated by observing the appearance of the specimens after the specimens had been stored for 500 hours in an atmosphere of 85 캜 and 60 캜 and 95% RH.

○: No lift, drag, and bubble formation

Δ: At least one of lifting, dragging, and bubbling occurred finely

X: There is a lot of lifting, attracting and bubbling.

(7) Heat shock property

The test specimen prepared in (6) above was subjected to a heat shock test in which the test specimen was subjected to 200 cycles of 30 cycles (first stage) at -40 ° C and 30 cycles (second stage) at 85 ° C And the appearance after the test was observed to evaluate the heat shock property.

○: No lift, drag, and bubble formation

Δ: At least one of lifting, dragging, and bubbling occurred finely

X: There is a lot of lifting, attracting and bubbling.

(8) Panel bending (unit: mm):

The polarizing plates with the pressure-sensitive adhesive films prepared according to Examples and Comparative Examples were attached to the upper and lower plates of a small / medium-size PLS / IPS panel having 10.1 inches in portrait orientation. Fig. 5 shows the arrangement relationship of the polarizers attached to the panel. 5, a polarizing plate was attached to the front plate so that the MD direction of the polarizing plate was aligned with the long side of the panel, and a polarizer was attached to the lower plate so that the stretched TD direction of the polarizing plate and the long side of the panel coincided with each other. Respectively. Then, the autoclave treatment was performed at 50 캜 for 1000 seconds, left in a hot oven at 85 캜 for 500 hours, and left at room temperature for 2 hours.

Then, as shown in Fig. 6, the panel is placed on a horizontal flat stone platform, and the corner points 1, 3, 5, 7 of the panel and the center points 2, 3 , 6, 8) and the horizontal flat stone platform (a i ) were measured. Then, the average of the maximum value of the distance measured at points 1 to 4 and the maximum value of the distances measured at points 5 to 8 were obtained and expressed as the degree of bending.

 (9) Light Arm:

The polarizing plate with the pressure-sensitive adhesive films prepared according to Examples and Comparative Examples was attached to a top plate of a small-sized PLS / IPS panel having a lengthwise orientation of 10.1 inches so that the MD direction of the polarizing plate and the long side of the panel coincided with each other .

Then, an APF film (Advanced Polarizing Film, 3M) was laminated on the polarizing plate produced by the examples and the comparative examples. At this time, the optical axis of the APF film was arranged to be perpendicular to the transmission axis of the polarizing plate. A polarizing plate laminated with the APF film was attached to the lower plate of the panel. In the lower plate, a polarizing plate was attached so that the TD direction of the polarizing plate stretched along the long side of the panel, and the APF film was positioned on the backlight side. Then, the autoclave treatment was performed at 50 캜 for 1000 seconds, left in a hot oven at 85 캜 for 500 hours, and left at room temperature for 2 hours. The panel was then bonded to the backlight and the extent of light leakage in the dark room was measured. Specifically, NG is displayed when the brightness is uneven in a part of the panel, and OK is displayed when brightness is uniformly displayed in all areas of the panel.

Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Storage modulus
(30 &lt; 0 &gt; C), [Pa] 148,800 153,000 204,000 251,000 250,000 252,000 Storage modulus
(120 ° C), [Pa] 29,490 31,000 34,000 36,000 40,000 45,000 Gel fraction (%) 73.24 75.26 74.69 75.55 76.86 72.69 Jungle distance
(25 占 폚) [占 퐉] 95 65 60 55 56 54 Jungle distance
(85 占 폚) [占 퐉] 321
305 320 250 300 150 Adhesion [gf / inch] 211 188 197 201 213 182 Surface hardness H F H H H H durability 85 ℃ ○ ○ ○ ○ ○ ○ 60 ° C, 95% RH ○ ○ ○ ○ ○ ○ Thermal Shock Characteristics ○ ○ ○ ○ ○ ○ Panel bending, mm 1.59 1.57 1.53 1.65 1.60 1.59 Light beam OK  OK  OK  OK  OK OK

Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Comparative Example 5 Storage modulus
(30 &lt; 0 &gt; C), [Pa] 76,000 87,000 406,000 468,000 251,500 Storage modulus
(120 ° C), [Pa] 24,200 23,800 31,900 36,900 26,500 Gel fraction (%) 71.88 73.04 75.24 74.64 57.51 Jungle distance
(25 占 폚) [占 퐉] 150 100 47 44 250 Jungle distance
(85 占 폚) [占 퐉] 220 210 250 250 Not measurable Adhesion [gf / inch] 341 324 110 104 522 Surface hardness 2B B H H H durability 85 ℃ × △ × × × 60 ° C, 95% RH × △ △ × × Thermal Shock Characteristics △ △ △ × × Panel warp 1.57 1.61 1.81 1.87 1.55 Light beam OK OK NG NG OK

The adhesive films of Examples 1 to 6 according to the present invention had a storage modulus at 30 ° C of 100,000 or more and a gel fraction after aging for 24 hours of 60% or more through the above-mentioned [Table 4] and [Table 5] , And it can be seen that both the adhesive strength at room temperature and the surface hardness are excellent.

On the other hand, in Comparative Example 1 in which behenyl acrylate was not used and Comparative Example 2 in which the content of behenyl acrylate was less than 1 mol%, the storage modulus at 30 ° C was low and the surface hardness improvement effect could not be obtained, , And the thermal shock characteristic is also deteriorated.

In addition, in the case of Comparative Examples 3 and 4 in which the content of behenyl acrylate was more than 20 mol%, the adhesion at room temperature was low, and the durability, thermal shock property and panel bending property were deteriorated.

On the other hand, in Comparative Example 5, which did not contain a tertiary amine group-containing monomer, the gel fraction after aging for 24 hours was low, and durability and thermal shock characteristics also deteriorated.

While the present invention has been particularly shown and described with reference to exemplary embodiments thereof, it is to be understood that the invention is not limited to the disclosed embodiments, but, on the contrary, Various modifications and variations are possible in light of the above teachings.

Accordingly, the spirit of the present invention should not be construed as being limited to the embodiments described, and all of the equivalents or equivalents of the claims, as well as the following claims, belong to the scope of the present invention .

100, 200: polarizer
110: Polarizer
120: first optical film
130: Adhesive film
140: second optical film
300: liquid crystal display
310: liquid crystal panel
320: first polarizer plate
330: second polarizer plate
340: Backlight unit

Claims (14)

Units derived from C 1-12 alkyl (meth) acrylic monomers; Units derived from C 15-25 alkyl (meth) acrylic monomers; A unit derived from a hydroxyl group-containing (meth) acrylic monomer; And a (meth) acrylic copolymer resin containing a unit derived from a tertiary amine group-containing monomer, the pressure-sensitive adhesive composition comprising
Wherein the unit derived from the C 15-25 alkyl (meth) acrylic monomer is contained in the (meth) acrylic copolymer resin in an amount of 1 mol% to 20 mol%
Wherein the pressure-sensitive adhesive film for a polarizing plate has a storage modulus at 30 ° C of 100,000 Pa to 500,000 Pa and a storage modulus at 120 ° C of 25,000 Pa to 60,000 Pa. Units derived from C 1-12 alkyl (meth) acrylic monomers; Units derived from C 15-25 alkyl (meth) acrylic monomers; A unit derived from a hydroxyl group-containing (meth) acrylic monomer; And a (meth) acrylic copolymer resin containing a unit derived from a tertiary amine group-containing monomer, the pressure-sensitive adhesive composition comprising
A storage modulus at 30 DEG C of 100,000 Pa to 500,000 Pa, a storage modulus at 120 DEG C of 25,000 Pa to 60,000 Pa,
Wherein the gel fraction represented by the following formula (1) is 60 to 95%
An adhesive force for a polarizing plate of 150 gf / inch to 750 gf / inch measured on a glass substrate at a peel angle of 180 ° at 23 ° C and a peel rate of 0.3 m /
(1): Gel fraction = (WC-WA) / (WB-WA) x 100
(In the above formula (1), WA represents the weight of the wire mesh,
WB applied the pressure-sensitive adhesive composition to the release film in a thickness of 20 占 퐉, dried at 90 占 폚 for 4 minutes, aged at 35 占 폚 and 45% relative humidity for 1 day (24 hours) 1 g of the obtained pressure-sensitive adhesive film was placed in a wire net so as not to leak,
The WC was obtained by putting the adhesive film and the wire mesh into a sample bottle, adding 50 cc of ethyl acetate, leaving it for 1 day, taking out the wire mesh and drying it at 100 ° C for 12 hours and the total weight of the wire mesh to be). delete The method according to claim 1,
Wherein the adhesive film has an adhesive force of 150 gf / inch to 750 gf / inch measured on a glass substrate at a peeling angle of 180 deg. At 23 deg. C and a peeling rate of 0.3 m / min. 3. The method according to claim 1 or 2,
The (meth) acrylic copolymer resin comprises 30 to 90 mol% of units derived from a C 1-12 alkyl (meth) acrylic monomer; From 1 mol% to 20 mol% of units derived from C 15-25 alkyl (meth) acrylic monomers; From 0.5 mol% to 5 mol% of units derived from hydroxyl group-containing (meth) acrylic monomers and from 0.1 to 0.5 mol% of units derived from tertiary amine group-containing monomers. 3. The method according to claim 1 or 2,
Wherein the C 15-25 alkyl (meth) acrylic monomer has a melting temperature of 30 ° C to 85 ° C. 3. The method according to claim 1 or 2,
Wherein the (meth) acrylic copolymer resin further comprises a unit derived from a heterocyclic monomer containing a nitrogen atom. 8. The method of claim 7,
Wherein the unit derived from the heterocyclic monomer containing the nitrogen atom is contained in an amount of more than 0 mol% and 10 mol% or less in the (meth) acrylic copolymer resin. 3. The method according to claim 1 or 2,
Wherein the pressure-sensitive adhesive composition further comprises a curing agent. A polarizing plate comprising a pressure-sensitive adhesive film for a polarizing plate, a polarizer and an optical film,
The polarizing plate according to claim 1 or 2, wherein the pressure-sensitive adhesive film for a polarizing plate is formed of the pressure-sensitive adhesive film for a polarizing plate. 11. The method of claim 10,
Wherein the polarizing plate has a jig distance measured at 25 캜 of 50 탆 to 95 탆. 11. The method of claim 10,
Wherein the polarizing plate has a panning distance measured at 85 캜 of 150 탆 to 350 탆. A polarizing plate comprising a pressure-sensitive adhesive film for a polarizing plate, a polarizer and an optical film,
Wherein the pressure-sensitive adhesive film for a polarizing plate is formed of the pressure-sensitive adhesive film for a polarizing plate according to claim 1 or 2,
And the surface hardness measured by the pencil hardness method is not less than HB. Display panel; And a polarizing plate attached to at least one surface of the display panel through an adhesive film,
Wherein the polarizing plate is the polarizing plate of claim 10.
KR1020150165069A 2015-11-24 2015-11-24 Adhesive film for polarizing plate, polarizing plate and display deviece comprising the same KR101908175B1 (en)

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TW105137997A TWI642742B (en) 2015-11-24 2016-11-21 Adhesive film for polarizing plate, polarizing plate and optical display comprising the same
US15/360,557 US10358581B2 (en) 2015-11-24 2016-11-23 Adhesive film for polarizing plate, polarizing plate and optical display comprising the same
CN201611048768.1A CN106978111B (en) 2015-11-24 2016-11-23 Polarizer adhesive film, polarizer and optical display including it

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