KR100405310B1 - Acrylic pressure sensitive adhesive for the polarizing film - Google Patents

Abstract

The present invention relates to an acrylic pressure-sensitive adhesive composition for polarizing plates, and more particularly to an acrylic pressure-sensitive adhesive composition for polarizing plates prepared by polymerizing and manufacturing a base resin, and then adding a component that imparts a high temperature activity effect in the compounding and coating steps.

To this end, in the acrylic pressure-sensitive adhesive composition, a) i) (meth) acrylic acid ester monomer having an alkyl group having 1 to 12 carbon atoms; Ii) α, β unsaturated carboxylic acid monomers; And iii) an acrylic copolymer obtained by copolymerizing a vinyl monomer comprising a hydroxyl group; b) tertiary amine alcohol compounds having one or more hydroxy functional groups; And c) provides an acrylic pressure-sensitive adhesive composition comprising a multifunctional isocyanate-based crosslinking agent.

The present invention activates contact with the adherend by adding flow characteristics at high temperature or for a long time, and gradually relieves stress that may be formed inside the adhesive due to shrinkage of the substrate, and at the same time, excellent cohesion at the use temperature. By providing an acrylic pressure-sensitive adhesive composition for a polarizing plate excellent in cutting properties and adhesive properties.

Description

Acrylic pressure-sensitive adhesive composition for polarizing plate {ACRYLIC PRESSURE SENSITIVE ADHESIVE FOR THE POLARIZING FILM}

[Industrial use]

The present invention relates to an acrylic pressure-sensitive adhesive composition for polarizing plates, and more particularly to an acrylic pressure-sensitive adhesive composition for polarizing plates prepared by polymerizing and manufacturing a base resin, and then adding a component that imparts a high temperature activity effect in the compounding and coating steps.

[Prior art]

Adhesives have a wide variety of applications such as sheets, films, labels, and tapes because of their ease of use. In general, adhesives having high temperature activity are used for various purposes such as reflecting sheets, durable labels, and fixing electronic components. The adhesives having high temperature activity need not only have excellent adhesiveness and cohesion to various adhesives, but also optical Long-term durability is also required in applications such as pressure sensitive adhesives.

U. S. Patent No. 3,635, 754 proposes a pressure-sensitive adhesive composition, by using a phase change phenomenon of the crystalline material, there is no tack characteristic at room temperature, and is characterized by expressing strong adhesive properties in a heated state. In particular, it is an object of the invention to impart temporary adhesive strength. In addition, U. S. Patent No. 4,199, 646 suggests a heat-active adhesive that causes strong adhesion by heat. The pressure-sensitive adhesive proposed by them was a blend of a reactive hotmelt adhesive on an acrylic polymer, and caused compatibility by using a reactive functional group. The heat-active adhesive has been tried to improve the composition of the thermosetting adhesive in order to improve the flow characteristics of the general elastomer-type pressure-sensitive adhesive, there is a problem that the adhesive manufacturing process is complicated and the adhesive strength is too strong. In US Pat. No. 4,427,744, a heat-active adhesive using an interaction of additives with temperature has been proposed, which has a problem in that it is not easy to control adhesive properties because of limited selection of additives. In US Pat. No. 4,248,748, a heat-active adhesive is proposed by adding an excess of a tackifying resin to an acrylic adhesive. The preceding inventions have proposed a function of providing adhesion according to general heating activity, but there are no known adhesive compositions for polarizing plates, such as durability of optical adhesives, and adhesive products. Therefore, it is necessary to study the composition of the pressure-sensitive adhesive for polarizing plate and the adhesive product which can solve the gelation problem and the low polymerization degree problem in the basic resin due to the component giving the high temperature activity effect and can easily have the high temperature activity effect.

SUMMARY OF THE INVENTION In view of the problems of the prior art, an object of the present invention is to provide an acrylic pressure-sensitive adhesive composition having a function of high temperature activity while at the same time obtaining a uniform pressure-sensitive adhesive layer without a gelling phenomenon.

[Means for solving the problem]

In order to achieve the above object, the present invention provides an acrylic pressure-sensitive adhesive composition comprising: a) i) 75 to 99.49 parts by weight of a (meth) acrylic acid ester monomer having an alkyl group of 1 to 12 carbon atoms; 0.5 to 20 parts by weight of the monomer; And iii) 100 parts by weight of an acrylic copolymer obtained by copolymerizing 0.1 to 5.0 parts by weight of a vinyl monomer comprising a hydroxyl group; b) 0.01 to 5.0 parts by weight of a tertiary amine alcohol compound having one or more hydroxy functional groups; And

c) 0.01 to 10 parts by weight of a polyfunctional isocyanate crosslinking agent

It provides an acrylic pressure-sensitive adhesive composition comprising a.

Hereinafter, the present invention will be described in detail.

[Action]

Generally, there are rubber-based, acrylic-based, and silicone-based adhesives, of which acrylic adhesives having various application characteristics are most widely used in the preparation of high-performance adhesive compositions. In general, the acrylic pressure-sensitive adhesive mainly exhibits excellent adhesive properties when light pressure is applied at room temperature. This is because the polymer molecules constituting the pressure-sensitive adhesive have a flow characteristic, which is sensitive to pressure, thereby adhering to the adherend. Usually, an acrylic adhesive shows the adhesive force of 100-2000 gm / in. However, the high temperature active adhesive should exhibit high adhesive strength and cohesive force of about 2000 to 5000 gm / in at room temperature after being heated and applied to impart more stable adhesive properties. However, in order to add flow characteristics at high temperatures and time, the flow characteristics should be excellent at elevated temperatures, and generally have a disadvantage of lowering the room temperature cohesive force. In particular, if the crosslinking density is improved for the room temperature cohesion, the fluidity at the time of heating is lowered, and the room temperature cohesion is often a problem to improve the fluidity at the time of temperature rising.

The present invention is excellent in the cohesive force at room temperature in the compounding and coating process after the polymerization of the basic resin, the low molecular cohesion at elevated temperature and the addition of a high-temperature active additive to cause acid-base interactions acrylic-based air enhanced fluidity By preparing the copolymer composition, it is possible to successfully solve the problem of gelation of the pressure-sensitive adhesive base polymer and low polymerization degree, and at the same time, it has good cohesive force and flow characteristics upon heating to activate the wetting with the adherend. It provides a pressure-sensitive adhesive composition excellent in cutting work characteristics and adhesive properties by relieving stress that may be formed in the pressure-sensitive adhesive due to the shrinkage of the substrate and excellent cohesion at room temperature after use.

More specifically, in the acrylic pressure-sensitive adhesive composition,

a) iii) (meth) acrylic acid ester monomer having an alkyl group having 1 to 12 carbon atoms

75 to 99.49 parts by weight;

Ii) 0.5 to 20 parts by weight of an α, β unsaturated carboxylic acid monomer; And

Iii) 0.1 to 5.0 parts by weight of a vinyl monomer containing a hydroxyl group

Acrylic balls having a molecular weight of 100,000 to 2 million obtained by copolymerization

100 parts by weight of polymer;

b) 0.01 to 1 tertiary amine alcohol compound having at least one hydroxy functional group

5.0 parts by weight; And

c) 0.01 to 10 parts by weight of a polyfunctional isocyanate crosslinking agent

Acrylic pressure-sensitive adhesive composition comprising a.

Tertiary amine alcohol compound having a hydroxy functional group of b) is represented by the structure of formula (1)

[Formula 1]

Where

R ₁ is a moiety that connects tertiary amine having 1 to 20 carbon atoms or a cyclic structure to a hydroxy group;

R ₂ and R ₃ are each selected from the group consisting of methylene group, ethylene group, and propylene group, and can adjust the length or modify the chemical structure of R ₂ and R ₃ to control the degree of high temperature activity;

X ₂ and X ₃ are each independently hydrogen or a hydroxyl group.

The (meth) acrylic acid ester monomer having an alkyl group having 1 to 12 carbon atoms of a) i) is used in an amount of 75 to 99.49 parts by weight, preferably 85 to 99 parts by weight, based on 100 parts by weight of the acrylic copolymer of a). Alkyl esters having 1 to 12 carbon atoms of acrylic acid (or methacrylic acid) are used. The alkyl (meth) acrylate has a carbon number of an alkyl group in order to maintain cohesion at a high temperature since the cohesive force of the adhesive is lowered when the alkyl group is in a long chain form. Alkyl ester of 2-8 is preferable. Examples include butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, ethyl (meth) acrylate, methyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate It is preferable to select at least 1 type from the group which consists of t-butyl (meth) acrylate, pentyl (meth) acrylate, n-octyl (meth) acrylate, and isononyl (meth) acrylate.

Copolymerizable monomers may also be used to control the glass transition temperature of the pressure-sensitive adhesive and to impart other functional properties, for example, from the group consisting of acrylonitrile, styrene, glycidyl (meth) acrylate, and vinyl acetate. More than one species is selected.

Α, β unsaturated carboxylic acid monomer of a) ii) is a component that imparts adhesion strength or cohesive force with tertiary amine of tertiary amine alcohol compound having at least one hydroxy functional group of b) in the compounding process. Ion bonds.

In addition, it is preferable to use 0.5 to 20 parts by weight based on 100 parts by weight of the acrylic copolymer of a). In the case where the α and β unsaturated carboxylic acid monomers of a) ii) are used in an amount less than 0.5 part by weight, the adhesive force is lowered.

The α, β unsaturated carboxylic acid monomer of a) ii) is preferably selected from the group consisting of acrylic acid, methacrylic acid, acrylic acid dimer, itaconic acid, maleic acid, and maleic anhydride. .

The vinyl monomer containing the α, β unsaturated carboxylic acid monomer of a) ii), or the hydroxyl group of a) iii) reacts with the isocyanate group of the polyfunctional isocyanate crosslinking agent of c) to form a partial crosslinked structure.

The vinyl monomer including the hydroxyl group of a) iii) is a component which imparts cohesive force by chemical bonding so that the cohesive failure of the pressure-sensitive adhesive does not occur when the temperature rises by reacting alone or with a crosslinking agent, and 100 wt% of the acrylic copolymer of a) It is preferable to use 0.1-5.0 weight part with respect to a part. When the vinyl monomer including the hydroxyl group is used in less than 0.1 parts by weight, cohesive failure is likely to occur at elevated temperatures, and when used in excess of 5.0 parts by weight, the elevated flow characteristics are reduced. The vinyl monomer including the hydroxyl group of a) iii) is used to form a crosslinking structure, and if necessary, may be replaced by a method of forming a crosslinking structure by reacting with the carboxylic acid of a) ii). In such a case, the vinyl monomer containing the hydroxyl group of a) iii) does not necessarily need to be used, and it is preferable to select at least 1 sort (s) from the group which consists of an epoxy type, an aziridine system, and a metal chelate system as a crosslinking agent.

Examples of the vinyl monomer containing a hydroxyl group of a) iii) include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropylene glycol (meth) acrylate, and 2-hydroxyethylene glycol (meth) acrylate. And at least one selected from the group consisting of 2-hydroxypropylene glycol (meth) acrylates. In addition, any of the vinyl monomers including hydroxyl groups can be used as long as it meets the purpose of the present invention.

The tertiary amine alcohol compound having at least one hydroxy functional group of b) includes a hydroxy functional group at the terminal and includes tertiary amine in the molecular structure to interact with the carboxylic acid in the polymer main chain of the basic resin at a high temperature. The dissociation characteristic forms an ionic bond structure that imparts fluidity to the pressure-sensitive adhesive.

The tertiary amine alcohol compound having a hydroxy functional group of b) does not crosslinking reaction of the isocyanate functional group in the compounding process for forming the pressure-sensitive adhesive layer can be uniform coating work. In addition, after coating and drying and aging process, a crosslinked structure is formed to obtain a cohesive strong adhesive layer. The cohesive strength of the adhesive improves the adhesive property and cuttability of the adhesive product. Will be. Thereafter, after the adhesive layer is adhered to the adherend using the prepared adhesive layer, the ion-bonding structure of the high temperature active crosslinking agent added during high temperature or long time use is dissociated, thereby obtaining the required effect of improving flow characteristics.

The tertiary amine alcohol compound having a hydroxy functional group of b) may be any compound represented by the structure of Formula 1, preferably hydroxyethyldimethylamine, hydroxyethyldiethylamine, hydroxyethyldi Propylamine, hydroxypropyldimethylamine, hydroxypropyldiethylamine, hydroxyisopropyldimethylamine, hydroxybutyldimethylamine, hydroxyisobutyldimethylamine, hydroxypentyldimethylamine, hydroxyhexyldimethylamine, hydroxy 1 from the group consisting of octyldimethylamine, hydroxydecyldimethylamine, hydroxydodecyldimethylamine, hydroxyethylene oxide dimethylamine, hydroxypropylene oxide dimethylamine, dihydroxyethyldimethylamine, and dihydroxypropyldimethylamine. More than one species will be selected.

The multifunctional isocyanate-based crosslinking agent of c) is a component that plays a role of improving adhesion reliability by maintaining cohesion of the pressure-sensitive adhesive through formation of a crosslinked structure. The material is preferably at least one selected from the group consisting of tolylene diisocyanate, diphenylmethane diisocyanate, hexamethylene diisocyanate, and trimethylolpropane adducts of tolylene diisocyanate, and also epoxy, aziridine and metal chelates. It can be used in combination with the system.

The multifunctional isocyanate-based crosslinking agent of c) can be uniformly coated since the crosslinking reaction of the isocyanate functional groups hardly occurs in the compounding process for forming the adhesive layer. In addition, after the coating operation, drying and aging process to form a cross-linked structure can be obtained an adhesive layer having a strong and cohesive strength. At this time, the adhesive property of the adhesive product and the cuttability of the adhesive product are improved by the strong cohesive force of the adhesive.

In addition, it can be used in 1 to 100 parts by weight of the tackifying resin used to adjust the adhesive performance, and when using the component in excess of 100 parts by weight will reduce the cohesion of the pressure-sensitive adhesive. Examples include (hydrogenated) hydrocarbon resins, (hydrogenated) rosin resins, (hydrogenated) rosin ester resins, (hydrogenated) terpene resins, (hydrogenated) terpene phenol resins, polymeric rosin resins, and polymeric rosin ester resins. It is preferably selected from the group.

In the present invention, an epoxy resin, a curing agent, a silane coupling agent, an ultraviolet stabilizer, an antioxidant, a colorant, a reinforcing agent, a filler, or the like may be added as necessary.

In the present invention, the polymerization process of the acryl-based copolymer of a) may be prepared by a solution polymerization method, a photopolymerization method, a bulk polymerization method, a suspension polymerization method, or an polymerization method of an emulsion polymerization method. It is preferable.

In the solution polymerization process used in the present invention, the polymerization temperature is 50 to 140 ℃, it is preferable to add the initiator in a state where the monomers are uniformly mixed.

The crosslinking density of the acrylic adhesive of this invention is 1 to 95%.

The acrylic pressure-sensitive adhesive composition of the present invention is a high-temperature adhesive such as a reflective sheet, a structural adhesive sheet, a photo adhesive sheet, an industrial sheet such as a lane display adhesive sheet, an optical adhesive product such as a polarizing plate, an optical function addition film, a light control film, and an optical component. It can be used in adhesive products that require activity.

The present invention will be described in more detail with reference to the following examples and comparative examples. However, an Example is for illustrating this invention and is not limited only to these.

EXAMPLE

Example 1

(Copolymer production)

Monomer mixture consisting of 92.5 parts by weight of n-butyl acrylate, 7 parts by weight of acrylic acid, and 0.5 parts by weight of 2-hydroxyethyl (meth) acrylate in a 1000 cc reactor equipped with a refrigeration system for reflux of nitrogen gas and for easy temperature control. To this was added 100 parts by weight of ethyl acetate as a solvent. Then, nitrogen gas was purged for 20 minutes, maintained at 70 ° C., and then uniformly removed to remove oxygen. Here, 0.03 parts by weight of benzoyl peroxide, a reaction initiator, was diluted with ethyl acetate at 50% concentration, and reacted for 10 hours. As a result, a final acrylic polymer (A) was obtained, and the molecular weight was measured using a polystyrene standard sample, which was 830 k.

(Mixing process)

0.3 parts by weight of hydroxyethyldimethylamine and 1.2 parts by weight of tolylene diisocyanate adduct of trimethylolpropane, an isocyanate-based crosslinking agent, respectively, in 100% by weight of ethyl acetate solution The diluted solution was added and diluted to the appropriate concentration in consideration of coating property. The mixture was uniformly mixed and then coated on a release paper and dried to obtain a 30 micron uniform heat-active adhesive layer.

Example 2

(Mixing process)

1.0 part by weight of hydroxyethyldimethylamine and 2.0 parts by weight of tolylene diisocyanate adduct of trimethylolpropane, an isocyanate-based crosslinking agent, were diluted to 10% by weight in ethyl acetate solution, respectively, based on 100 parts by weight of the acrylic polymer A prepared in the above example. One was added and diluted to the appropriate concentration in consideration of coating properties. The mixture was uniformly mixed and then coated on a release paper and dried to obtain a 30 micron uniform heat-active adhesive layer.

Example 3

(Copolymer production)

Monomer mixture consisting of 96.5 parts by weight of n-butyl acrylate, 3 parts by weight of acrylic acid and 0.5 parts by weight of 2-hydroxyethyl (meth) acrylate in a 1000 cc reactor equipped with a refrigeration system for easy reflux of nitrogen gas To this was added 100 parts by weight of ethyl acetate as a solvent. Then, nitrogen gas was purged for 20 minutes, maintained at 70 ° C., and then uniformly removed to remove oxygen. Here, 0.03 parts by weight of benzoyl peroxide, a reaction initiator, was diluted with ethyl acetate at 50% concentration, and reacted for 10 hours. As a result, a final acrylic polymer (B) having a molecular weight of 880 k was obtained.

(Mixing process)

0.5 parts by weight of hydroxyethyldimethylamine and 1.5 parts by weight of tolylene diisocyanate adduct of trimethylolpropane, an isocyanate-based crosslinking agent, based on 100 parts by weight of the acrylic polymer B prepared in the above copolymerization process, respectively, in 10% by weight of ethyl acetate solution. The diluted solution was added and diluted to the appropriate concentration in consideration of coating property. The mixture was uniformly mixed and then coated on a release paper and dried to obtain a 30 micron uniform heat-active adhesive layer.

Example 4

(Copolymer production)

Monomer mixture consisting of 92.5 parts by weight of n-butyl acrylate, 7 parts by weight of acrylic acid, and 0.5 parts by weight of 2-hydroxyethyl (meth) acrylate in a 1000 cc reactor equipped with a refrigeration system for reflux of nitrogen gas and for easy temperature control. To this was added 100 parts by weight of ethyl acetate as a solvent. Then, nitrogen gas was purged for 20 minutes, maintained at 70 ° C., and then uniformly removed to remove oxygen. Here, 0.05 parts by weight of benzoyl peroxide as a reaction initiator was diluted in 50% of ethyl acetate, and reacted for 10 hours. As a result, a final acrylic polymer (C) having a molecular weight of 590 k was obtained.

(Mixing process)

0.5 parts by weight of hydroxyethyldimethylamine and 1.5 parts by weight of tolylene diisocyanate adduct of trimethylolpropane, an isocyanate-based crosslinking agent, were added in an amount of 10% by weight in ethyl acetate solution, respectively, based on 100 parts by weight of the acrylic polymer C prepared in the copolymerization process. The diluted solution was added and diluted to the appropriate concentration in consideration of coating property. The mixture was uniformly mixed and then coated on a release paper and dried to obtain a 30 micron uniform heat-active adhesive layer.

Comparative Example 1

(Mixing process)

1.0 parts by weight of tolylene diisocyanate adduct of trimethylolpropane, an isocyanate-based crosslinking agent, diluted to 10% by weight in ethyl acetate solution was added to 100 parts by weight of the acrylic polymer A prepared in the above example. Dilute to a concentration of. After mixing it uniformly, it was coated on a release paper and dried to obtain a 30 micron uniform heat-active adhesive layer.

Comparative Example 2

(Copolymer production)

A monomer mixture consisting of 93 parts by weight of n-butyl acrylate and 7 parts by weight of acrylic acid was added to a 1000 cc reactor equipped with a refrigeration system for easy reflux of nitrogen gas and 100 parts by weight of ethyl acetate as a solvent. It was. Then, nitrogen gas was purged for 20 minutes, maintained at 70 ° C., and then uniformly removed to remove oxygen. Here, 0.03 parts by weight of benzoyl peroxide, a reaction initiator, was diluted with ethyl acetate at 50% concentration, and reacted for 10 hours. As a result, a final acrylic polymer (D) having a molecular weight of 860 k was obtained.

(Mixing process)

0.3 parts by weight of hydroxyethyldimethylamine and 1.2 parts by weight of tolylene diisocyanate adduct of trimethylolpropane, an isocyanate-based crosslinking agent, in an amount of 10% by weight in ethyl acetate solution The diluted solution was added and diluted to the appropriate concentration in consideration of coating property. The mixture was uniformly mixed and then coated on a release paper and dried to obtain a 30 micron uniform heat-active adhesive layer.

Comparative Example 3

(Copolymer production)

A monomer mixture composed of 99.5 parts by weight of n-butyl acrylate and 0.5 parts by weight of 2-hydroxyethyl (meth) acrylate was introduced into a 1000 cc reactor equipped with a refrigeration system for easy reflux of nitrogen gas and for controlling temperature. 100 parts by weight of ethyl acetate was added as a solvent. Then, nitrogen gas was purged for 20 minutes, maintained at 70 ° C., and then uniformly removed to remove oxygen. Here, 0.03 parts by weight of benzoyl peroxide, a reaction initiator, was diluted with ethyl acetate at 50% concentration, and reacted for 10 hours. As a result, a final acrylic polymer (E) having a molecular weight of 920 k was obtained.

(Mixing process)

0.3 parts by weight of hydroxyethyldimethylamine and 1.2 parts by weight of tolylene diisocyanate adduct of trimethylolpropane, an isocyanate-based crosslinking agent, in an amount of 10% by weight in ethyl acetate solution The diluted solution was added and diluted to the appropriate concentration in consideration of coating property. The mixture was uniformly mixed and then coated on a release paper and dried to obtain a 30 micron uniform heat-active adhesive layer.

The pressure-sensitive adhesive layers obtained in Examples 1 to 4 and Comparative Examples 1 to 3 were pressure-treated to an iodine polarizing plate having a thickness of 150 µ using a laminator. The pressure-sensitive adhesive polarizing plate as described above was cut to an appropriate size in order to evaluate the properties of the blended composition was evaluated in the following a), b), c), and d) method, the results are shown in Table 1 below. .

A) Durability: A polarizer (90 mm x 170 mm) coated with a pressure-sensitive adhesive of a predetermined composition was attached to a glass substrate (110 mm x 190 mm x 0.7 mm) in a state where the optical axis was crossed on both sides. At this time, the applied pressure was about 5 ㎏ / ㎠ to clean the room so that no bubbles or foreign matter. In order to determine the heat and humidity characteristics of these specimens, the specimens were left for 1000 hours at 60 ° C and 90% relative humidity conditions, and then observed whether bubbles or peelings occurred. Observation was carried out and left at room temperature for 24 hours immediately before evaluating the state of the specimen. In addition, the evaluation criteria for reliability were as follows.

○: No bubble or peeling phenomenon

△: Bubble or peeling phenomenon

×: Bubble or peeling phenomenon

B) Light transmittance uniformity: The uniformity of light transmittance was investigated using the specimen used in the a) durability. To this end, it was observed whether the light leaks out of the dark room using the backlight, the criteria are as follows.

○: no light transmittance nonuniformity

△: non-uniformity of light transmittance

×: light transmittance nonuniformity

C) Warpage degree of glass substrate: The warpage degree of the glass substrate was measured using the test piece, and the observed degree of warpage of the glass substrate was used as the following criteria.

○: no bending phenomenon of glass substrate

△: warpage of glass substrate (less than 2 mm)

X: warpage phenomenon of glass substrate (more than 2 mm)

D) cutting property: The polarizing plate to which the pressure-sensitive adhesive was applied was subjected to a cutting test using a Thompson Carter. The cut cross section of the adhesive layer was observed and evaluated based on the following criteria.

(Circle): The adhesive residue of a cut surface and the grade which the adhesive slipped out are favorable (0.2 mm

under)

(Triangle | delta): The adhesive residue of a cut surface and the degree to which the adhesive came out are somewhat bad (0.2

0.5 mm)

X: The extent to which the adhesive residue of an cut surface and an adhesive fell out (0.5 mm or less

Prize)

TABLE 1

division Example 1 Example 2 Example 3 Example 4 Comparative Example 1 Comparative Example 2 Comparative Example 3 Durability Reliability ○ ○ ○ ○ △ × Light transmission uniformity ○ ○ ○ ○ △ Not measurable Not measurable Machinability ○ ○ ○ ○ × × △

Through Table 1, in Examples 1 to 4, durability, light transmission uniformity, and cutting property are good, but in Comparative Examples 1 to 3, durability, light transmission uniformity, and cutting property are somewhat or severely. It was confirmed that the poor.

According to the present invention, a flow property is added at high temperature or for a long time, thereby activating contact with the adherend and at the same time gradually relieving the stress that may be formed inside the adhesive due to the shrinkage of the substrate, and at the same time, the cohesion force after use. It is excellent in this and can provide the acrylic adhesive composition for polarizing plates excellent in the cutting characteristic and adhesiveness.

Claims (12)

In the acrylic pressure-sensitive adhesive composition, a) iii) (meth) acrylic acid ester monomer having an alkyl group having 1 to 12 carbon atoms 75 to 99.49 parts by weight; Ii) 0.5 to 20 parts by weight of an α, β unsaturated carboxylic acid monomer; And Iii) 0.1 to 5.0 parts by weight of a vinyl monomer containing a hydroxyl group 100 parts by weight of an acrylic copolymer obtained by copolymerizing; b) 0.01 to 1 tertiary amine alcohol compound having at least one hydroxy functional group 5.0 parts by weight; And c) 0.01 to 10 parts by weight of a polyfunctional isocyanate crosslinking agent Acrylic pressure-sensitive adhesive composition comprising a. (delete) The method according to any one of claims 1 to 2, Acrylic adhesive composition for polarizing plates in which the tertiary amine alcohol compound having a hydroxy functional group of b) is represented by the structure of Formula 1 below: [Formula 1] Where R ₁ is a moiety that connects tertiary amine having 1 to 20 carbon atoms or a cyclic structure to a hydroxy group; R ₂ and R ₃ are each selected from the group consisting of methylene group, ethylene group, and propylene group, and can adjust the length or modify the chemical structure of R ₂ and R ₃ to control the degree of high temperature activity; X ₂ and X ₃ are each independently hydrogen or a hydroxyl group. The method according to any one of claims 1 to 2, (Meth) acrylic acid ester monomer which has a C1-C12 alkyl group of said a) iii) is butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, ethyl (meth) acrylate, methyl (meth) acryl Latex, n-propyl (meth) acrylate, isopropyl (meth) acrylate, t-butyl (meth) acrylate, pentyl (meth) acrylate, n-octyl (meth) acrylate, and isononyl (meth) Acrylic pressure-sensitive adhesive composition selected from the group consisting of acrylates. The method according to any one of claims 1 to 2, The acrylic pressure-sensitive adhesive composition of the a) ii) α, β unsaturated carboxylic acid monomer is selected from the group consisting of acrylic acid, methacrylic acid, acrylic acid dimer, itaconic acid, maleic acid, and maleic anhydride. The method according to any one of claims 1 to 2, The vinyl monomer containing the hydroxyl group of said a) iii) is 2-hydroxyethyl (meth) acrylate, 2-hydroxypropylene glycol (meth) acrylate, 2-hydroxyethylene glycol (meth) acrylate, and Acrylic pressure-sensitive adhesive composition selected from the group consisting of 2-hydroxypropylene glycol (meth) acrylate. The method according to any one of claims 1 to 2, The acrylic adhesive composition of said a) acrylic copolymer whose molecular weight is 100,000-2 million. The method according to any one of claims 1 to 2, The tertiary amine alcohol compound having at least one hydroxy functional group of b) is hydroxyethyldimethylamine, hydroxyethyldiethylamine, hydroxyethyldipropylamine, hydroxypropyldimethylamine, hydroxypropyldiethylamine , Hydroxyisopropyldimethylamine, hydroxybutyldimethylamine, hydroxyisobutyldimethylamine, hydroxypentyldimethylamine, hydroxyhexyldimethylamine, hydroxyoctyldimethylamine, hydroxydecyldimethylamine, hydroxydodecyldimethyl An acrylic adhesive composition selected from the group consisting of amine, hydroxyethylene oxide dimethylamine, hydroxypropylene oxide dimethylamine, dihydroxyethyldimethylamine, and dihydroxypropyldimethylamine. The method according to any one of claims 1 to 2, The acryl-type adhesive composition in which the polyfunctional isocyanate type crosslinking agent of said c) is chosen from the group which consists of tolylene diisocyanate, diphenylmethane diisocyanate, hexamethylene diisocyanate, and tolylene diisocyanate trimethylol propane adduct. The method according to any one of claims 1 to 2, The acrylic pressure-sensitive adhesive composition is (hydrogenated) hydrocarbon resin, (hydrogenated) rosin resin, (hydrogenated) rosin ester resin, (hydrogenated) terpene resin, (hydrogenated) terpene phenol resin, polymerization rosin resin, and polymerized rosin ester resin Acrylic pressure-sensitive adhesive composition further comprising a tackifier resin selected from the group consisting of. The method according to any one of claims 1 to 2, The acrylic copolymer of the a) is an acrylic pressure-sensitive adhesive composition prepared by a polymerization method of solution polymerization, photopolymerization, bulk polymerization, suspension polymerization, and emulsion polymerization. The method of claim 1, The acrylic pressure-sensitive adhesive is an acrylic pressure-sensitive adhesive composition having a crosslinking density of 1 to 95%.