KR20140080998A - Acrylic adhesive composition - Google Patents

Abstract

The present invention relates to an acrylic adhesive composition, and more specifically, to an acrylic adhesive composition which contains silane based chemical compounds denoted by chemical formula 1 and 2. Hence, the present invention has excellent durability even on worst stress conditions such as high temperature and/or humidity, and an advantage (reworkability) of remaining a clean surface after the adhesive composition is removed as adhesive strength is not excessively increased even in a high temperature or humidity. (In the chemical formulas: R_1 refers to a hydrocarbon group having the carbon number of 1-12 including or not including a heteroatom of N, O or S, or a substituted or nonsubstituted benzene; R_2 refers to a hydrocarbon group having the carbon number of 1-12 including one or more a heteroatom of H or N, O, and S; R3 refers to a straight or a branched hydrocarbon group having the carbon number of 2-12 with both terminals forming a ring by combining with oxygen, and including or not including a hetroatom of N, O or S; R4 refers to an alkyl group having the carbon number of 1-6; and X refers to -NH, S or O).

Description

[0001] ACRYLIC ADHESIVE COMPOSITION [0002]

The present invention relates to an acrylic pressure sensitive adhesive composition excellent in adhesion durability and reworkability.

In general, a liquid crystal display device (LCD) includes a liquid crystal cell including a liquid crystal and a polarizing plate. In order to improve the display quality of the liquid crystal display device, various optical films (retardation plate, A brightness enhancement film or the like) is used.

The polarizing plate and the optical film are bonded to the liquid crystal cell using a pressure-sensitive adhesive. As the pressure sensitive adhesive, an acrylic pressure sensitive adhesive based on an acrylic polymer having excellent adhesiveness and transparency is often used. The crosslinking of the acrylic pressure-sensitive adhesive utilizes the bonding of the crosslinking agent and the functional monomer of the acrylic polymer.

As a pressure-sensitive adhesive, a pressure-sensitive adhesive composition containing a silane-based compound having an epoxy group (JP-A-4-223403) is known. However, the pressure-sensitive adhesive can not maintain an appropriate adhesive strength to the extent required in an actual use environment, has a problem that the pressure-sensitive adhesive increases excessively under high-temperature and high-humidity conditions, and the pressure-

Further, there is proposed a pressure-sensitive adhesive composition containing a silane-based compound having cyanoacetyl group (Korean Patent No. 840114) and a pressure-sensitive adhesive composition containing a silane-based compound having an acetoacetyl group (Korean Patent No. 671400). Since the pressure-sensitive adhesive does not excessively increase the adhesive strength under high temperature or high temperature and high humidity, the pressure-sensitive adhesive does not remain on the substrate upon re-peeling, which is advantageous in terms of reworkability. However, there is a disadvantage in that the initial adhesion is relatively low and the durability to adhesion in a severe condition (high temperature or high temperature and high humidity) is lowered.

An object of the present invention is to provide an acrylic pressure-sensitive adhesive composition which is excellent in adhesion durability under severe conditions (high temperature or high temperature and high humidity), and at the same time does not excessively increase the adhesive force under the severe condition,

In order to achieve the above object, the present invention provides an acrylic pressure sensitive adhesive composition containing a silane compound of the following general formula (1) or (2).

(Wherein R ₁ is a hydrocarbon group having 1 to 12 carbon atoms, a substituted or unsubstituted benzene group containing or not containing a hetero atom of N, O or S, R ₂ is H, or N, O, S R ₃ is a hydrocarbon group containing at least one hetero atom selected from the group consisting of N, O, and S heteroatoms having 2 to 12 carbon atoms, R < ₄ > is an alkyl group having 1 to 6 carbon atoms; and X is -NH, S or O).

Preferably, R ₁ of the silane-based compound is an alkyl group having 1 to 12 carbon atoms or alkoxy; R ₂ is H or an alkyl group having 1 to 12 carbon atoms and containing at least one hetero atom of N, O, S; R ₃ is a linear or branched alkyl group having 2 to 12 carbon atoms, both ends of which are bonded to oxygen to form a ring, with or without a hetero atom of N, O or S, R ₄ is a propyl group, X may be -NH, S, or O.

,

,

,

,

또는

인 것일 수 있다.More preferably, the silane-based compound is

,

,

,

,

or

Lt; / RTI >

The pressure-sensitive adhesive composition may contain an acrylic copolymer and a silane-based compound represented by the general formula (1) or (2).

The silane compound may be contained in an amount of 0.001 to 5 parts by weight based on 100 parts by weight of the acrylic copolymer.

The acrylic copolymer may contain a (meth) acrylate monomer having an alkyl group of 1-12 carbon atoms and a polymerizable monomer having a crosslinkable functional group.

The polymerizable monomer having a crosslinkable functional group may be contained in an amount of 0.05 to 10 parts by weight based on 100 parts by weight of the (meth) acrylate monomer having an alkyl group having 1-12 carbon atoms.

The pressure-sensitive adhesive composition may further contain a crosslinking agent.

The acrylic pressure-sensitive adhesive composition of the present invention is excellent in adhesion durability under severe conditions (high temperature or high temperature and high humidity) and does not excessively increase the pressure-sensitive adhesive even under high temperature or high temperature and high humidity, .

The present invention relates to an acrylic pressure sensitive adhesive composition excellent in adhesion durability and reworkability.

Hereinafter, the present invention will be described in detail.

The acrylic pressure sensitive adhesive composition of the present invention contains a silane compound represented by the following general formula (1) or (2).

[Chemical Formula 1]

(2)

(Wherein R ₁ is a hydrocarbon group having 1 to 12 carbon atoms, a substituted or unsubstituted benzene group containing or not containing a hetero atom of N, O or S, R ₂ is H, or N, O, S R ₃ is a hydrocarbon group containing at least one hetero atom selected from the group consisting of N, O, and S heteroatoms having 2 to 12 carbon atoms, R < ₄ > is an alkyl group having 1 to 6 carbon atoms; and X is -NH, S or O).

Preferably, R ₁ of the silane-based compound is an alkyl group having 1 to 12 carbon atoms or alkoxy; R ₂ is H or an alkyl group having 1 to 12 carbon atoms and containing at least one hetero atom of N, O, S; R ₃ is a linear or branched alkyl group having 2 to 12 carbon atoms, both ends of which are bonded to oxygen to form a ring, with or without a hetero atom of N, O or S, R ₄ is a propyl group, X is preferably -NH, S or O.

,

,

,

,

또는

인 것이 좋다.More preferably, the silane-based compound is

,

,

,

,

or

.

The chelate-type alkoxy group (cyclic group containing oxygen) contained in the silane-based compound has a lower rate of hydrolysis reaction than conventional linear alkoxy groups (such as methoxy, ethoxy, etc.) The reaction rate of O-Si bond is slow. This can improve sticking durability by suppressing an increase in adhesive strength during rework and by activating with a change over time (harsh conditions such as high temperature or high temperature and humidity) for a long time.

Such silane-based compounds may be synthesized or commercially available products. For example, US Patent Publication No. 2008-83350, US Patent Publication No. 2005-245753, US Patent Publication No. 2009-111923, US Patent Publication No. 2012 -149929, European Patent No. 2,433,945, Indian Journal of Chemistry 1975. 158, and Synthetic Communication 2001,

The acrylic pressure sensitive adhesive composition of the present invention contains an acrylic copolymer and the silane compound.

The acrylic copolymer preferably contains an alkyl (meth) acrylate monomer having 4 to 12 carbon atoms and a polymerizable monomer having a crosslinkable functional group. Here, (meth) acrylate means acrylate and methacrylate.

Examples of the alkyl (meth) acrylate monomer having 4 to 12 carbon atoms include (meth) acrylates derived from aliphatic alcohols having 4 to 12 carbon atoms such as n-butyl (meth) acrylate, Octyl (meth) acrylate, nonyl (meth) acrylate, decyl (meth) acrylate, isopropyl (meth) acrylate, (Meth) acrylate, etc. These may be used alone or in combination of two or more. Of these, n-butyl acrylate, 2-ethylhexyl acrylate or a mixture thereof is preferable.

The polymerizable monomer having a crosslinkable functional group has the function of imparting cohesive strength or cohesive strength by chemical bonding with the following crosslinking agent, and includes a monomer having a hydroxyl group, a monomer having a carboxyl group, a monomer having an amide group and a monomer having a tertiary amine group And the like. These may be used alone or in combination of two or more.

Examples of the monomer having a hydroxyl group include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 4-hydroxybutyl Hydroxypropyleneglycol (meth) acrylate, hydroxyalkylene glycol having 2 to 4 carbon atoms in the alkylene group (for example, methoxyethyleneglycol), 2-hydroxyethyl Hydroxybutyl vinyl ether, 8-hydroxyoctyl vinyl ether, 9-hydroxynonyl (meth) acrylate, 4-hydroxybutyl vinyl ether, Vinyl ether, and 10-hydroxydecyl vinyl ether. Of these, 4-hydroxybutyl vinyl ether is preferable.

Examples of the monomer having a carboxyl group include monovalent acids such as (meth) acrylic acid and crotonic acid; Dicarboxylic acids such as maleic acid, itaconic acid, and fumaric acid, and monoalkyl esters thereof; 3- (meth) acryloylpropionic acid; A succinic anhydride ring-opening addition adduct of 2-hydroxyalkyl (meth) acrylate in which the alkyl group has 2 to 4 carbon atoms, anhydrous succinic ring opening adduct of a hydroxyalkylene glycol (meth) acrylate having 2 to 4 carbon atoms in the alkylene group , Compounds obtained by ring-opening addition of succinic anhydride to caprolactone adducts of 2-hydroxyalkyl (meth) acrylates whose alkyl groups have 2-3 carbon atoms, and among these, (meth) acrylic acid is preferable.

Examples of the monomer having an amide group include (meth) acrylamide, N-isopropyl acrylamide, N-tertiary butyl acrylamide, 3-hydroxypropyl (meth) acrylamide, 4-hydroxybutyl (Meth) acrylamide, 8-hydroxyoctyl (meth) acrylamide and 2-hydroxyethylhexyl (meth) acrylamide. Of these, (meth) acrylamide is preferable.

Examples of the monomer having a tertiary amine group include N, N- (dimethylamino) ethyl (meth) acrylate, N, N- (diethylamino) ethyl (meth) ) Acrylate, and the like.

The crosslinkable monomer is preferably contained in an amount of 0.05 to 10 parts by weight, more preferably 0.1 to 8 parts by weight, based on 100 parts by weight of the total monomers used in the production of the acrylic copolymer. When the content is less than 0.05 part by weight, the cohesive force of the pressure-sensitive adhesive becomes small and durability may be deteriorated. When the content is more than 10 parts by weight, a high gel fraction may lower the adhesive strength and cause durability problems.

In addition, other polymerizable monomers other than the above-mentioned monomers may be further added in an amount not lowering the adhesive force, for example, 10 parts by weight or less based on 100 parts by weight of the total monomers used in the production of the acrylic copolymer.

The method for producing the copolymer is not particularly limited and can be produced by methods such as bulk polymerization, solution polymerization, emulsion polymerization or suspension polymerization, which are commonly used in the art, and solution polymerization is preferable. In addition, a solvent, a polymerization initiator, a chain transfer agent for molecular weight control and the like which are usually used in polymerization can be used.

The copolymer preferably has a weight average molecular weight (polystyrene conversion, Mw) of 50,000 to 2,000,000, preferably 400,000 to 2,000,000 as measured by gel permeation chromatography (GPC). If the weight-average molecular weight is less than 50,000, cohesion between co-polymers may be insufficient, which may cause problems in adhesion durability. If the weight average molecular weight is more than 2,000,000, a large amount of diluting solvent may be required in order to ensure fairness in coating.

The amount of the silane compound is preferably 0.001 to 5 parts by weight, and more preferably 0.01 to 5 parts by weight based on 100 parts by weight of the acrylic copolymer. When the content is less than 0.001 part by weight, the amount is too small to improve the durability. If the content is more than 5 parts by weight, the initial adhesion may be lowered and the durability may be lowered.

The acrylic pressure sensitive adhesive composition of the present invention may further contain a crosslinking agent.

The crosslinking agent can improve the adhesion and durability, and can maintain the reliability at a high temperature and the shape of the pressure-sensitive adhesive.

The cross-linking agent may be an isocyanate-based, epoxy-based, melamine-based, peroxide-based, metal chelating-based, oxazoline-based, or the like. Preferred is a double isocyanate-based or epoxy-based.

Examples of the isocyanate-based isocyanate include isocyanate-based compounds such as tolylene diisocyanate, xylene diisocyanate, 2,4-diphenylmethane diisocyanate, 4,4-diphenylmethane diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, tetramethyl xylene diisocyanate, Diisocyanate compounds such as isocyanate; An adduct obtained by reacting 3 moles of a diisocyanate compound with 1 mole of a polyhydric alcohol compound such as trimethylolpropane, an isocyanurate compound in which 3 moles of a diisocyanate compound is self-condensed, a diisocyanate obtained from 2 moles of 3 moles of a diisocyanate compound And multifunctional isocyanate compounds containing three functional groups such as burette, triphenylmethane triisocyanate and methylene bistriisocyanate in which the remaining one mole of diisocyanate is condensed in urea.

The epoxy system may be an ethylene glycol diglycidyl ether, a diethylene glycol diglycidyl ether, a polyethylene glycol diglycidyl ether, a propylene glycol diglycidyl ether, a tripropylene glycol diglycidyl ether, a polypropylene glycol di Hexanediol diglycidyl ether, polytetramethylene glycol diglycidyl ether, glycerol diglycidyl ether, glycerol triglycidyl ether, diethylene glycol diglycidyl ether, diethylene glycol diglycidyl ether, Glycerol polyglycidyl ether, polyglycerol polyglycidyl ether, resorcinol diglycidyl ether, 2,2-dibromoneopentyl glycol diglycidyl ether, trimethylol propane triglycidyl ether, pentaerythritol poly Glycidyl ether, sorbitol polyglycidyl ether, adipic acid diglycidyl ester, phthalic acid diglycidyl ester, tris (glycidyl) isocyanurate N, N, N ', N'-tetraglycidyl-m-hexyldicyclohexyl) isocyanurate, 1,3-bis (N, N-glycidylaminomethyl) cyclohexane, Xylylenediamine, and the like.

Examples of the melamine type include hexamethylol melamine, hexamethoxymethyl melamine, and hexabutoxymethyl melamine.

Such a crosslinking agent may be contained in an amount of 0.1 to 15 parts by weight, preferably 0.1 to 5 parts by weight, based on 100 parts by weight of the acrylic copolymer. If the content is less than 0.1 part by weight, the cohesive strength may be decreased due to insufficient crosslinking, which may deteriorate the durability of the adhesive durability and the cutability. If the content is more than 15 parts by weight, the residual stress due to the excessive crosslinking reaction may be deteriorated.

In addition to the above components, the pressure-sensitive adhesive composition may further contain additives such as a tackifier resin, an antioxidant, a leveling agent, a surface lubricant, a dye, a lubricant, and the like in order to control adhesion, cohesion, viscosity, elastic modulus, glass transition temperature, antistatic property, A pigment, a defoaming agent, a filler, a light stabilizer, an antistatic agent, and the like.

In addition, the pressure-sensitive adhesive composition of the present invention is preferably free of the conventional coupling agents used in the art in consideration of durability and reworkability.

Such an additive can appropriately control the content within a range that does not impair the effect of the present invention.

The pressure-sensitive adhesive composition of the present invention can be used particularly as a pressure-sensitive adhesive for a polarizing plate or a pressure-sensitive adhesive for a surface protective film for bonding with a liquid crystal cell. In addition, it can be used not only as a protective film, a reflective sheet, a structural adhesive sheet, a photographic adhesive sheet, a lane marking adhesive sheet, an optical adhesive product, an electronic component adhesive, but also a general commercial adhesive sheet product or a medical patch.

It will be apparent to those skilled in the art that various modifications and variations can be made in the present invention without departing from the spirit or scope of the present invention. Such variations and modifications are intended to be within the scope of the appended claims.

Manufacturing example  1: Production of acrylic copolymer

Manufacturing example  1-1

85 parts by weight of n-butyl acrylate (BA), 7 parts by weight of methyl acrylate (MA), 5 parts by weight of 2-hydroxyethyl acrylate And 3 parts by weight of acrylic acid, and then 100 parts by weight of ethyl acetate (EAc) was added as a solvent. Nitrogen gas was then purged for 1 hour to remove oxygen and then maintained at 62 ° C. After the mixture was homogeneously mixed, 0.07 part by weight of azobisisobutyronitrile (AIBN) was added as a reaction initiator and reacted for 8 hours to prepare an acrylic copolymer (weight average molecular weight: about 1,000,000).

Manufacturing example  1-2

90 parts by weight of n-butyl acrylate (BA), 5 parts by weight of methyl acrylate (MA), 4 parts by weight of 2-hydroxyethyl acrylate (4 parts by weight) , And 1 part by weight of acrylic acid, and then 100 parts by weight of ethyl acetate (EAc) was added as a solvent. Nitrogen gas was then purged for 1 hour to remove oxygen and then maintained at 62 ° C. After the mixture was homogeneously mixed, 0.07 part by weight of azobisisobutyronitrile (AIBN) was added as a reaction initiator and reacted for 8 hours to prepare an acrylic copolymer (weight average molecular weight: about 1,000,000).

Manufacturing example  2: Silane system  Compound manufacturing

Manufacturing example  2-1

As shown in Reaction Scheme 1 below, 3-mercaptopropyltriethoxysilane and 2-methyl-1,3-dihydroxypropane were subjected to an alcohol substitution reaction under an acid catalyst to obtain Compound 4 (US Patent Publication 2008 -83350).

[Reaction Scheme 1]

Manufacturing example  2-2

Compound 6 was obtained by subjecting 3-mercaptopropyltriethoxysilane and 1,3-dihydroxypropane to an alcohol substitution reaction under acid catalysis (indian Journal of Chemistry 1975, 158) as shown in Reaction Scheme 2 below.

[Reaction Scheme 2]

Manufacturing example  2-3

As shown in Reaction Scheme 3, Compound 9 was obtained by subjecting 3-mercaptopropylmethyl-diethoxysilane and methyl-di- (2-hydroxy) ethylamine to an alcohol substitution reaction (European Patent No. 2,433,945)

[Reaction Scheme 3]

Manufacturing example  2-4

Compound 11 was obtained by performing an alcohol substitution reaction of 3- (2-aminoethyl) aminopropylmethyldiethoxysilane with methyl-di- (2-hydroxy) ethylamine as shown in Reaction Scheme 4 (Synthetic communication 2001. 2817)

[Reaction Scheme 4]

Manufacturing example  2-5

As shown in Reaction Scheme 5 below, a method using an alcohol substitution reaction of 3- (2-aminoethyl) aminopropyltriethoxysilane and 2-methyl-1,3-dihydroxypropane was conducted to obtain Compound 13.

[Reaction Scheme 5]

Manufacturing example  2-6

Acetoacetoxypropyltrimethoxysilane and 2-methyl-1,3-dihydroxypropane were subjected to an alcohol substitution reaction under an acid catalyst to obtain Compound 15, as shown in Reaction Scheme 6 below.

[Reaction Scheme 6]

Example  1 to 15 and Comparative Example  1 to 5

1) Pressure-sensitive adhesive composition

The acrylic copolymer of Preparation Example 1, the silane compound of Preparation Example 2 and the crosslinking agent were mixed in the composition shown in Table 1 and diluted to a concentration of 14% by weight to prepare a pressure-sensitive adhesive composition.

division
(Parts by weight) Acrylic
Copolymer
(Production Example 1) Cross-linking agent Coupling agent
(Production Example 2) 1-1 1-2 A-1 A-2 A-3 A-4 2-1 2-2 2-3 2-4 2-5 2-6 B-1 B-2 Example 1 100 - One - - - 0.01 - - - - - - - Example 2 100 - One - - - 0.4 - - - - - - - Example 3 100 - One - - - 0.7 - - - - - - - Example 4 100 - One - - - One - - - - - - - Example 5 100 - One - - - 2 - - - - - - - Example 6 100 - One - - - 5 - - - - - - - Example 7 100 - - One - - 0.4 - - - - - - - Example 8 100 - - - One - 0.4 - - - - - - - Example 9 100 - - - - One 0.4 - - - - - - - Example 10 100 - One - - - - 0.4 - - - - - - Example 11 100 - One - - - - - 0.4 - - - - - Example 12 100 - One - - - - - - 0.4 - - - - Example 13 100 - One - - - - - - - 0.4 - - - Example 14 100 - One - - - - - - - - 0.4 - - Example 15 - 100 One - - - 0.4 - - - - - - - Example 16 - 100 - One - - 0.4 - - - - - - - Comparative Example 1 100 - One - - - - - - - - - - - Comparative Example 2 100 - One - - - - - - - - - 0.4 - Comparative Example 3 100 - One - - - - - - - - - - 0.4 A-1; Coronate-L (TDI TMP Adduct, Japan Urethane Co., Ltd.)
A-2; Coronate-HXR (isocyanurate of HDI, Urethane Company of Japan)
A-3; TDI's Isocyanine Art (Japan Urethane Company)
A-4; HDI's TMP adapter (Japan Urethane)
B-1; Glycidoxypropyltrimethoxysilane (Shinetsu KBM403)
B-2; Acetoacetoxypropyltrimethoxysilane (Soken)

The pressure-sensitive adhesive composition prepared above was applied on a release film coated with silicone release agent to a thickness of 25 탆 and dried at 100 캜 for 1 minute to form an adhesive layer.

The pressure-sensitive adhesive layer prepared above was laminated to an iodine-based polarizing plate having a thickness of 185 μm by pressure-sensitive adhesive processing to produce a polarizer with a pressure-sensitive adhesive. The prepared polarizing plate was stored for a curing period under the conditions of 23 캜 and 60% RH.

Test Example

The properties of the pressure-sensitive adhesive composition and the polarizer with a pressure-sensitive adhesive prepared in the above Examples and Comparative Examples were measured by the following methods, and the results are shown in Table 2 below.

1. Durability (heat resistance, Wet heat )

The polarizing plate with a pressure-sensitive adhesive was cut into a size of 90 mm x 170 mm and the release film was peeled off. The polarizing plate was attached to both sides of a glass substrate (110 mm x 190 mm x 0.7 mm) such that the absorption axes of the respective polarizing plates were orthogonal. At this time, the applied pressure was 5 kg / cm ² , and a clean room operation was performed so that bubbles or foreign matter would not be generated.

The heat resistance of the specimen was maintained at a temperature of 80 ° C for 1000 hours, and then the occurrence of bubbles or peeling was observed. The specimens were allowed to stand at room temperature for 24 hours immediately before evaluating the state of the specimens. In addition, the moisture resistance of the specimen was measured for 1000 hours under the conditions of a temperature of 60 ° C and a humidity of 90% RH, and then the occurrence of bubbles or peeling was observed.

<Evaluation Criteria>

No bubble or peeling: ⓞ

Less than 5 bubbles or peeling: ○

Bubbles or exfoliation Less than 5: Less than 10

10 or more bubbles or peeling: x

2. Re-workability

The polarizing plate was cut to a size of 25 mm in width and 100 mm in length, and the release film was peeled off. The release film was then laminated on Corning's # 1737 glass at a pressure of 0.25 MPa and autoclaved for 20 minutes under conditions of 5 atm and 50 캜 Evaluation samples were prepared. After putting it in an oven at 80 ° C, which was a heat-resistant condition, it was taken out after 10 hours, left at room temperature for 120 hours, and peeled at a rate of 1.3 cm / s.

<Evaluation Criteria>

- No residue of adhesive on glass substrate and cleanly peeled off without tearing of polarizer: ○

- Adhesive is left on the panel or the polarizer is torn in the process of peeling: x

division durability Re-workability Heat resistance Wet heat Example 1 ◎ ◎ ○ Example 2 ◎ ◎ ○ Example 3 ◎ ○ ○ Example 4 ○ ○ ○ Example 5 ○ ○ ○ Example 6 △ △ ○ Example 7 ○ ○ ○ Example 8 ◎ ◎ ○ Example 9 ○ ○ ○ Example 10 ○ ○ ○ Example 11 ○ ○ ○ Example 12 ○ ○ ○ Example 13 ○ ○ ○ Example 14 ○ ○ ○ Example 15 ◎ ○ ○ Example 16 ◎ ◎ ○ Comparative Example 1 × × ○ Comparative Example 2 ○ ◎ × Comparative Example 3 ○ × ○

As shown in Table 2, it was confirmed that the acrylic pressure-sensitive adhesive compositions of Examples 1 to 16 containing the silane compound according to the present invention had superior adhesion durability and excellent reworkability as compared with Comparative Examples 1 to 3.

Claims (8)

An acrylic pressure-sensitive adhesive composition comprising a silane-based compound represented by the following general formula (1) or (2)
[Chemical Formula 1]

(2)

(Wherein R ₁ is a hydrocarbon group having 1 to 12 carbon atoms, a substituted or unsubstituted benzene group containing or not containing a hetero atom of N, O or S, R ₂ is H, or N, O, S R ₃ is a hydrocarbon group containing at least one hetero atom selected from the group consisting of N, O, and S heteroatoms having 2 to 12 carbon atoms, R &lt; ₄ &gt; is an alkyl group having 1 to 6 carbon atoms; and X is -NH, S or O).
The method according to claim 1, wherein R ₁ of the silane compound is an alkyl group or an alkoxy group having a carbon number of 1 to 12; R ₂ is H or an alkyl group having 1 to 12 carbon atoms and containing at least one hetero atom of N, O, S; R ₃ is a linear or branched alkyl group having 2 to 12 carbon atoms, both ends of which are bonded to oxygen to form a ring, with or without a hetero atom of N, O or S, R ₄ is a propyl group, And X is -NH, S or O.
The method of claim 2, wherein the silane-

,

,

,

,

or

By weight of the acrylic pressure-sensitive adhesive composition.
The acrylic pressure-sensitive adhesive composition according to any one of claims 1 to 3, wherein the pressure-sensitive adhesive composition comprises an acrylic copolymer and a silane-based compound represented by the general formula (1) or (2).
The acrylic pressure-sensitive adhesive composition according to claim 4, wherein the silane-based compound is contained in an amount of 0.001 to 5 parts by weight based on 100 parts by weight of the acrylic copolymer.
The acrylic pressure-sensitive adhesive composition according to claim 4, wherein the acrylic copolymer contains a (meth) acrylate monomer having an alkyl group having 1-12 carbon atoms and a polymerizable monomer having a crosslinkable functional group.
[7] The acrylic pressure-sensitive adhesive composition according to claim 6, wherein the polymerizable monomer having a crosslinkable functional group contains 0.05 to 10 parts by weight based on 100 parts by weight of the (meth) acrylate monomer having an alkyl group having 1-12 carbon atoms.
The acrylic pressure-sensitive adhesive composition according to claim 4, wherein the pressure-sensitive adhesive composition further contains a crosslinking agent.