TW201035265A - Antistatic adhesive composition, adhesive film using the adhesive composition and method for producing the adhesive film - Google Patents

Abstract

Disclosed herein is an antistatic adhesive composition. The adhesive composition includes (a) 100 parts by weight of a (meth)acrylic adhesive resin having functional groups capable of bonding with a cross-linking agent, (b) 0.01 to 15 parts by weight of a cross-linking agent, and (c) 0.1 to 10 parts by weight of a quaternary ammonium salt obtained by reacting an amine having two or more terminal hydroxyalkyl groups with an organic or inorganic acid. The adhesive composition exhibits excellent characteristics in terms of adhesive strength and endurance reliability. Further, the adhesive composition has good antistatic performance while eliminating the risk of bleeding of the components into the surface of the adhesive layer.

Description

TECHNICAL FIELD The present invention relates to an antistatic adhesive composition, an adhesive film prepared using the adhesive composition, and a method of preparing the adhesive film. More particularly, the present invention relates to an antistatic adhesive composition, an adhesive film prepared using the adhesive composition, and a method for preparing the adhesive film, the antistatic adhesive composition including one or more A reactive functional group of Ion® liquid compounds for excellent antistatic properties and excellent properties such as high endurance reliability. c Prior Art 3 Background of the Invention In recent years, liquid crystal displays containing polarizers have gradually become lighter and thinner. Due to the reduced weight and thickness of liquid crystal displays, they are now used in a variety of applications such as notebook computers, displays and televisions. Generally, a liquid crystal cell and a polarizer are required for the preparation of a liquid crystal display. It is necessary to attach these necessary elements to each other using a suitable bonding layer or bonding layer. In particular, in the preparation of a liquid crystal display, static electricity is generated when the release film is peeled off from the adhesive layer to bond the polarizer to the liquid crystal cell. The static film rings the arrangement of the liquid crystals in the liquid crystal cell, thus causing defects in the liquid crystal display. In addition, foreign matter may be introduced between the liquid crystal cell and the adhesive by electrostatic attraction, thus posing a risk of contamination. An antistatic layer may be formed on the outer surface of the polarizer to suppress the generation of static electricity 201035265. However, the antistatic effect of the antistatic layer is not sufficient to completely prevent the generation of static electricity. Therefore, in order to fundamentally suppress the generation of static electricity, the adhesive must have an antistatic function. A number of methods have been proposed for providing antistatic properties to the adhesive, such as by adding a conductive material to the adhesive or using an ionic acrylic copolymer in the adhesive. The electrically conductive material may be a conductive polymer such as polythiophene, polypyrrole or polyaniline. However, the high price of conductive polymers has led to their limited use. Another problem is that the use of large amounts of conductive polymers to improve antistatic properties can cause the adhesive to become opaque. A metal oxide can be used as the conductive material. In this case, it is difficult to control the size of the dispersed metal oxide particles and there is a risk of birefringence. Particulate carbon can also be used as a conductive material. However, the use of large amounts of carbon particles can cause the binder to become opaque. On the other hand, a method of using a metal salt or an organic salt to provide antistatic properties to a binder has been proposed. However, the metal salt has a low solubility in the solution of the binder, and the use of the organic salt causes the ionic compound to penetrate into the surface of the bonding layer. Methods for introducing ionic sites into the polymer side chains have been developed to provide antistatic properties to the adhesive. However, the presence of a large number of ionic sites in the polymer alters the inherent physical properties of the binder. Another problem with this approach is that an additional reaction process is required to introduce the ionic sites. SUMMARY OF THE INVENTION Summary of the Invention 201035265 The present invention is intended to solve the above and other problems of the prior art, and an aspect of the present invention provides an antistatic adhesive composition comprising an ionic liquid compound, the ionic liquid personalization ^ σ substance is very soluble in the solution of the binder composition and is compatible with the solubility of the binder (4), and has enough money to react with the cross-linking agent to reduce the adhesion of the jersey _- a ❹ ❹ 性 functional group, so Now there are excellent antistatic (four) and excellent properties such as (four) long-term reliability, the same day (four) in addition to the risk of the components infiltrating the surface of the bonding layer.

According to an aspect of the invention, the antistatic adhesive composition comprises (8) a (meth)acrylic adhesive resin, wherein the (meth)acrylic acid binder resin has a functional group capable of binding to a crosslinking agent, and (8) crosslinking And (4) a quarter salt of the core salt of the amine salt having two or more terminal heterodole groups is obtained by reacting an organic acid or an inorganic acid. The composition may include 100 parts by weight of (meth)acrylic acid binder resin (a), 0_01 to 15 parts by weight of a crosslinking agent (b), and a quaternary ammonium salt (c) of a weight fraction of hydrazine. The quaternary ammonium salt can be as shown in Formula 1: (〇H)a R2

HO ~~Ri-N-R3- 〇H

I (1) The center and the ruler 3 are each independently hydrogen, C2~C12 linear alkyl, c2~c12 branched alkyl, alkoxyalkyl or carboxyalkyl, and each of them is independently hydrogen, linear alkyl, ^~(: 12-branched alkyl, alkoxyalkyl or carboxyalkyl, m and η are each independently 〇 or 1, and X is a free acid. 201035265 The amine may comprise two or more C2 At least one of an amine monomer of a Ci2 hydroxyalkyl group and a tertiary amine oligomer having one or more substituents selected from the group consisting of an ether group and an ester group. The tertiary amine oligomer may have 5 to 2, The weight average molecular weight of the ruthenium. The organic acid may include at least one of p-toluenesulfonic acid, monogas acetic acid, dichloroacetic acid, saponin, difluoroacetic acid, and tri-n-acid. The inorganic acid may include HC1. At least one of HF, HBr, HI, CH3I, H2S〇4 and h3po4. The (meth)acrylic adhesive resin (a) may be 80 to 99% by weight of a C4~C!2 alkyl (meth)acrylate a copolymer of 1 to 10% by weight of a polymerizable monomer, and a comonomer of i〇wt% or less. The polymerizable monomer has a carboxyl group, a hydroxyl group, an amide group and One or more functional groups of the amine group. The (meth)acrylic adhesive resin (8) may have a weight average molecular weight of from 5 Å to 2,000,000. The crosslinking agent (8) is not particularly limited, but is preferably an isocyanide compound. Oxygen compound, azacyclopropane compound or metal chelate. Antistatic viscous agent composition can include (4) Shixi burning coupling agent. (meth)acrylic adhesive resin with 00 weight loss The content of the Shixi burning coupling sword (4) may be (10) mountain parts by weight. Preferably, the Wei coupling agent (4) may comprise at least one epoxy group. The antistatic adhesive composition of the present invention may further comprise one or more additives. The definition of solidification includes curing accelerators, ionic liquids, inorganic fillers, softeners, antioxidants, anti-aging agents, stabilizers, viscous resins, modified resins (modified products of poly-resin, sulphuric acid resin, C Dilute resin, polystyrene resin, polyolefin resin, epoxy resin, 201035265 epoxidized polybutylene resin, etc.), leveling agent, defoamer, plasticizer pigment (color pigment 'increment Materials, etc.), singularity aids, uv anti-caries agent 'total whitening agent, dispersant, heat stabilizer, light stabilizer, UV absorber fungicide, alkali metal salt, lubricant and solvent I. In another aspect of the invention, the stretch film is prepared by using a binder composition.

According to still another aspect of the present invention, a method of making an adhesive film comprises an antistatic adhesive composition, using a solution-release anti-survival, and a dilution (four) of the antistatic adhesive composition onto the top; 3 I: Mode 3 DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS The terms used herein are defined by considering the functions of the present invention and may be varied according to the habit or purpose of the user or operator. Therefore, terms should be defined in accordance with the overall disclosure described herein. According to an aspect of the invention, the antistatic adhesive composition comprises (a) a (meth)acrylic adhesive resin having a functional group capable of binding to a crosslinking agent, (b) The conjugate, and (c) the quaternary salt, are obtained by reacting an amine having two or more terminal trans-groups with an organic or inorganic acid. The respective components of the antistatic adhesive composition according to the present invention will be described in detail hereinafter. (a) (Meth)acrylic acid binder resin A (meth)acrylic copolymer is used as the binder resin (a). The (fluorenyl) acrylic adhesive resin (a) may be (al) (meth)acrylic acid C4 201035265 to C12 alkyl ester and ruthenium 2) a polymerizable monomer having one or more functional groups capable of binding to a crosslinking agent. Copolymer. The (meth)acrylic binder resin (a) may be (al) (meth)acrylic acid C4 to C12 alkyl ester, (a2) a polymerizable monomer having one or more functional groups capable of binding to a crosslinking agent. And (a3) a copolymer of comonomer. The term "(meth)acrylic acid, as used herein, is defined to include methacrylic acid and acrylic acid. Examples of (meth)acrylic acid C4 to C12 alkyl ester (al) include n-butyl (meth)acrylate, (曱2-butyl acrylate, tert-butyl (meth) acrylate 81 'amyl (meth) acrylate, octyl (meth) acrylate, ethyl hexyl (meth) acrylate, (meth) acrylate An oxime ester, decyl (meth) acrylate and lauryl (meth) acrylate. These alkyl (meth) acrylates may be used singly or as a mixture of two or more thereof. Vinegar, 2-ethylhexyl acrylate or a mixture thereof The polymerizable monomer (a2) has one or more functional groups capable of binding to a crosslinking agent. The functional group may be selected from a carboxyl group, a hydroxyl group, an amide group and a tertiary amino group. Examples of the polymerizable monomer having one or more carboxyl groups include: monocarboxylic acids such as (meth)acrylic acid and crotonic acid; dicarboxylic acids such as maleic acid and fumaric acid, such monobasic acid Monologue S; 3-(methyl) propyl ugly a ring-opening adduct of acid; benzoic acid anhydride and (meth)acrylic acid 2-hydroxyl (C2~C3) alkyl ester; acrolein anhydride and polyoxy(C2~C4) alkylene glycol mono(methyl) a ring-opening adduct of acrylate; and a ring-opening adduct of succinic anhydride and (nonyl)acrylic acid-2-hydroxy(C2~C3) leuco vinegar-caprolactone adduct. Examples of the hydroxyl group-polymerizable monomer include: (mercapto) 201035265 2-hydroxyethyl acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, and polyoxygen ( C2 to C4) alkylene glycol mono(meth)acrylate Examples of polymerizable monomers having one or more amide groups include: (meth)acrylamide, N-isopropylacrylamide, and N -tert-butylacrylamide. Examples of polymerizable monomers having one or more tertiary amino groups include: (mercapto)acrylic acid-N,N-dimethylaminoethyl ester, (meth)acrylic acid-hydrazine, hydrazine- Diethylaminoethyl ester and acrylonitrile-indole-dimethylaminopropyl propyl ester. Preferably, acrylic acid, 2-hydroxyethyl (meth) acrylate, (meth) acrylamide or a mixture thereof is used as the polymerizable Monomer (a2) Examples of the comonomer (a3) include: (meth)acrylic acid (^~(^alkyl esters such as (decyl) decyl acrylate, ethyl (meth) acrylate and (fluorenyl) Isopropyl acrylate; C13~C18 alkyl (meth)acrylate, such as tridecyl (meth)acrylate and octadecyl (decyl) acrylate; (mercapto) acrylate derived from cyclic alcohol Such as cyclohexyl (meth)acrylate; (meth) acrylate derived from an aromatic alcohol, such as benzyl (meth) acrylate; aromatic monomers such as styrene and vinyl toluene; allyl a compound such as allyl acetate; a monomer having at least one nitrile group such as (meth)acrylonitrile and (X-chloro(meth)acrylonitrile; a halogen-containing monomer such as vinyl chloride and meta-dichloride Ethylene; vinyl ether monomers such as vinyl ethyl ether, vinyl propyl ether and vinyl isobutyl ether; and vinyl ester monomers. These comonomers may be used singly or as a mixture of two or more thereof. Methyl (meth)acrylate is preferably used as the comonomer (a3). The (fluorenyl) acrylic adhesive resin (8) may be 80 to 99% by weight of a C4 cn alkyl (meth) acrylate (al), 1 to 10% by weight of a polymerizable monomer (a2), and 10% by weight or Lower copolymer of comonomer (a3). 201035265 If the amount of the (meth)acrylic acid C4 to Cn alkyl ester (al) is less than 80% by weight, the (meth)acrylic adhesive resin may have a low adhesive strength. Meanwhile, if the amount of the (meth)acrylic acid C4 to C12-based ester (al) is more than 99% by weight, the cohesive strength of the (meth)acrylic adhesive resin may be lowered. If the amount of the polymerizable monomer (a2) is less than 1% by weight, the cohesive strength of the (meth)acrylic adhesive resin is lowered. If the amount of the polymerizable monomer (a2) is more than 10% by weight, the adhesive strength of the (meth) acrylic acid binder resin may be lowered. Preferably, the (meth)acrylic adhesive resin (a) is 90 to 95% by weight of (meth)acrylic acid C4 to Cn alkyl ester (al), 1 to 5 wt% of polymerizable monomer (a2), and 5 wt%. Copolymer of comonomer (a3) of % or less. The (meth)acrylic binder resin (a) can be produced by a known polymerization method such as bulk polymerization, solution polymerization, emulsion polymerization, and suspension polymerization, but the present invention is not necessarily limited to these polymerization methods. Suitable polymerization initiators which can be used in the preparation of the (fluorenyl)acrylic binder resin (a) include, without limitation, azo polymerization initiators such as azobisisobutyronitrile and azobisisovaleronitrile; Oxide polymerization initiators such as benzoyl peroxide, di-tert-butyl peroxide and lauryl peroxide. If necessary, a mercapto group-containing chain transfer agent may be added to prepare a (mercapto)acrylic binder resin (a). The (meth)acrylic binder resin (a) can be produced by solution polymerization. According to the gel permeation chromatography (GPC), the (meth)acrylic adhesive resin (8) may have a weight average molecular weight of 50 000 to 2, 〇〇〇, 〇〇〇, preferably 1 以 based on polystyrene. 0〇〇 to 1,8〇〇, 〇〇〇, more preferably 5〇〇, 000 to 1,500,000. 201035265 (b) Crosslinking agent Any crosslinking agent capable of chemically bonding an ionic liquid compound can be used in the present invention without particular limitation. The crosslinking agent (b) acts to enhance the cohesive strength and immobilized ionic liquid compound of the antistatic adhesive composition of the present invention. The crosslinking agent can bind to the reactive functional group of the ionic liquid compound. Preferred examples of the crosslinking agent (b) include, without limitation, an isocyanate compound, an epoxy compound, an aziridine compound, and a metal chelate compound. Examples of isocyanate compounds are: aromatic isocyanates such as toluene diisocyanate and xylene diisocyanate; alicyclic isocyanates such as isophorone; aliphatic isocyanates such as hexamethylene dimethyl diisocyanate S And isocyanate vinegar adduct. Among these compounds, isocyanic acid-independent compounds and epoxides are particularly preferred because they are advantageous for obtaining a cohesive strength of a suitable antistatic adhesive composition. These compounds may be used singly or as a mixture of two or more. A polyisocyanate compound such as a diisocyanate compound such as phenyl diisocyanate, xylene diisocyanate, hexamethylene diisocyanate, 2,4-diphenyldecane diisocyanate and 4,4-diphenyl decane may be used. Isocyanate is used as the isocyanate compound. An adduct of a diisocyanate and a polyol compound such as trimethylolpropane may be used as an adduct of an isocyanate, but the invention is not limited thereto. For example, a polyepoxy compound such as an epoxide prepared by condensation of bisphenol A and a surface alcohol can be used as the epoxy compound. The crosslinking agent (b) may be contained in an amount of from 0.01 to 15 parts by weight based on 100 parts by weight of the (fluorenyl)acrylic binder resin (a). Crosslinking agent 11 201035265 (b) A content of more than 15 parts by weight causes an excessive crosslinking reaction, causing a decrease in residual stress. Meanwhile, the presence of the crosslinking agent (b) in an amount of less than 1 part by weight causes a low degree of crosslinking of the (meth)acrylic adhesive resin, resulting in a low cohesive strength of the antistatic adhesive composition. Therefore, the physical properties (e.g., adhesive durability and cutting properties) of the antistatic adhesive composition are lowered. The content of the crosslinking agent (b) is preferably from 0.1 to 10 parts by weight, more preferably from 0.1 to 5 parts by weight. (c) Quaternary ammonium salt The quarter salt (c) is prepared by reacting an amine having two or more terminal hydroxyalkyl groups with an organic acid or a mineral acid. The amine may be at least one of an amine monomer having two or more C2 to C12 hydroxyalkyl groups, and a tertiary amine oligomer having one or more substituents selected from the group consisting of an ether group and an ester group. The tertiary amine oligomer may have a weight average molecular weight of from 500 to 2,000. Preferably, the amine is diethanolamine, dipropanolamine or dibutanolamine. Examples of organic acids include, but are not limited to, p-toluenesulfonic acid, monochloroacetic acid, di-acetic acid, trichloroacetic acid, trifluoroacetic acid, and trifluoromethanesulfonic acid. Examples of the inorganic acid include, but are not limited to, HC HF, HBr, HI, CH3I, H2S04, and H3P〇4 〇 These inorganic acids may be used singly or as a mixture of two or more thereof. The ammonium salt of Li may be as shown in Formula 1: (〇H)a

I R2 —|

HO—Ri—N—R3—OH

I

Rt (1) wherein R4〇R3 are each independently hydrogen, c2~c12 linear alkyl, c2~c12 12 201035265 branched alkyl, alkoxyalkyl or carboxyalkyl, and R2 and I are each independently hydrogen, linear alkyl, c!~c12 branched alkyl, alkoxyalkyl or carboxyalkyl, m and η are each independently ruthenium or osmium, and ruthenium is the free acid. In Formula 1, X is the opposite anion derived from the corresponding organic or inorganic acid. The quaternary ammonium salt (c) content may be from 〇丨 to Sichuan by weight based on 100 parts by weight of the (meth)acrylic binder resin (a). If the amount of the quaternary ammonium 0 salt (4) is more than 10 parts by weight, peeling or voiding may occur in the durability test towel. At the same time, the amount of the season salt (c) is less than 〇1 part by weight and will not provide sufficient antistatic effect. The content of the quaternary ammonium salt (c) is preferably from 3 to 5 parts by weight, more preferably from 0.3 to 2 parts by weight. (d) decane coupling agent The antistatic binder composition of the present invention may further comprise (d) a decane coupling agent. The decane coupling agent (d) preferably contains at least one epoxy group. The epoxy group of the decane coupling agent (d) is bonded to the reactive functional group of the polymer, and the alkoxydecane moiety of the ruthenium coupling agent is firmly bonded to the glass substrate of the liquid crystal cell. That is, the function of the decane coupling agent (d) is to bond the binder to the liquid crystal cell to improve the bonding stability and heat resistance and coffee resistance of the antistatic adhesive composition. (4) Ground, Wei Luna) Helps improve the adhesion reliability of antistatic adhesive compositions during long-term storage under high temperature and high humidity conditions. Preferably, γ-glycidoxypropyltrimethoxycarbazide is used as the stagnation coupling agent (d). The content of the rhodamine coupling agent (d) may be 0.01 to 1 part by weight based on 100 parts by weight of the (fluorenyl)acrylic binder resin (a) in terms of solids 13 201035265. This content range is preferred depending on the adhesion to the liquid crystal cell or the reworkability. The antistatic adhesive composition of the present invention may further comprise one or more additives', provided that the desired effect of the antistatic adhesive composition (e.g., antistatic properties, antifouling properties, adhesion strength, barrier properties, etc.) is not reduced. Examples of the additive may include, without limitation, a curing accelerator, an ionic liquid, an inorganic filler, a softener, an antioxidant, an anti-aging agent, a stabilizer, a viscous resin, a modified resin (a polyol modified product of a resin, a phenol resin) , acrylic resin, polyester resin, polyolefin resin, epoxy resin, epoxidized polybutadiene resin, etc.), leveling agent, defoamer, plasticizer, dye, pigment (color pigment, extender pigment, etc.) Processing aids, UV blockers, optical brighteners, dispersants, heat stabilizers, light stabilizers, UV absorbers, antifungals, alkali metal salts, lubricants and solvents. For example, the viscous resin may be rosin, rosin derivatives and their hydrogenated products, polyterpene resin, terpene phenolic resin, diterpene benzene resin, styrene resin, coumarone-indene resin, C5 petroleum resin, and C9 petroleum. Resin. For example, the plasticizer may be a carboxylate such as phthalate, and a gasified stone. For example, the UV blocker can be a benzophenone UV blocker. For example, the antifungal agent may be cuprous oxide and a phenolic compound. For example, the antifoaming agent can be an alcohol and a hydrazine compound. An alkali metal salt may be added to further improve the antistatic properties of the antistatic adhesive composition. According to another aspect of the invention, an adhesive film is prepared using an antistatic adhesive composition. The adhesive film of the present invention comprises a base film and one or more adhesive layers formed on one or both sides of the base film 201035265, wherein the adhesive layer is formed using an antistatic adhesive composition. The base film may be selected from a release film, an insulating film, and a release paper. The adhesive film may have a multilayer structure containing one or more additional adhesive layers. Materials for the release film and the insulating film include, without limitation, polyester (such as polyethylene terephthalate), polyolefin (such as polyethylene), polyimide, polyamide, and polyether. Sulfone, polyphenylene sulfide, polyether ketone, and triacetyl cellulose. According to another aspect of the present invention, a method for preparing an adhesive film includes preparing an antistatic adhesive composition, diluting an antistatic adhesive composition with a solvent, and applying a dilution of the antistatic adhesive composition to a release film. Upper to form a bonding layer. The method can further comprise drying the bonding layer. The solvent is preferably an organic solvent. The solvent may be used in an amount of 10 to 100 parts by weight based on 100 parts by weight of the (meth)acrylic adhesive resin (a). Hereinafter, the present invention will be described in more detail with reference to the following examples. However, the examples are provided for illustration only and are not intended to limit the scope of the invention. EXAMPLES Example 1 100 parts by weight of a binder resin (molecular weight = 1,500,000) composed of butyl acrylate as a main component and having a carboxyl group, 30 parts by weight of ethyl acetate as a diluent, and 0.2 parts by weight of three a hydroxydecylpropane-diisocyanate adduct as a crosslinking agent, 0.1 part by weight of an epoxy group-containing ethoxy decane as a 15 201035265 sulphur coupling agent, and 0.3 parts by weight of a quaternary ammonium salt (by having The tertiary amine having an alkyl group (weight average molecular weight = 1,000) was prepared by reacting with HCl. The ionic compound having a reactive functional group was stirred and mixed for 20 minutes to prepare an antistatic adhesive composition. The antistatic adhesive composition is applied to a release film to obtain an adhesive film. Example 2 An antistatic adhesive composition was prepared in the same manner as in Example 1 except that 0.4 part by weight of a quaternary ammonium salt was used. Example 3 An antistatic adhesive composition was prepared in the same manner as in Example 1 except that 0.5 part by weight of a quaternary ammonium salt was used. Comparative Example 1 An antistatic adhesive composition was prepared in the same manner as in Example 1 except that 0.5 part by weight of a functional group-free ionic liquid compound (IP-P14, KOEI) was used instead of the quaternary ammonium salt. Comparative Example 2 An antistatic adhesive composition was prepared in the same manner as in Example 1, except that 0.5 part by weight of a functional group-free ionic liquid compound (IL-P20-2, KOEI) was used instead of the quaternary ammonium salt. Surface Resistance Measurement The release film was removed from one side of each adhesive film. The surface resistance was measured at three points on the surface of the bonding layer by a surface resistance meter (MCP-HT450, MITSUBISHI CHEMICAL). The measurement was repeated 10 times at each point. The values obtained are averaged. The average values are shown in Table 1. 16 201035265 Durability test The release film was removed from each adhesive film. The bonding layer was adhered to a 185 μm thick telluride polarizer. The resulting structure was cut into two test pieces each having a size of l〇〇mmxi 25 mm. Each of the test pieces was attached to a glass substrate (ll 〇 mm x l 90 mm x 0.7 mm) under a pressure of 5 kg/cm 2 . One of the test pieces was allowed to stand at a temperature of 60 ° C for 500 hours to evaluate the heat resistance of the antistatic adhesive composition. One of the other test pieces was allowed to stand at a relative humidity of 9% for 500 hours to evaluate the moisture resistance of the antistatic adhesive composition. After storage, visual inspection to determine if voids or peeling occurred. When no void or peeling was observed, the test piece was judged as "ο"; when a small amount of void or slight peeling was observed, the test piece was judged as "Δ"; and when a significant void or peeling was observed, the test was performed. The piece is judged as "x". Metal Corrosion Measurement The release film was removed from each of the adhesive films. After placing at 23 ° C and 50% rh for 7 days, the aluminum foil was attached to the adhesive layer of the adhesive film. After the resulting structure was allowed to stand at 〇 60 ° C and 90% RH for 2 days, the corrosion of the aluminum foil was observed. When no change is observed in the aluminum foil, 'corrosion resistance is judged as "〇,; when slight whitening is observed in the case, the corrosion resistance is judged as "△"; and when the aluminum foil turns white, The corrosion resistance was judged as "X". 17 201035265 Table 1 Example Comparative Example 12 3 12

(a) (meth)acrylic adhesive resin 1 100 L 100 100 100 100 (b) Crosslinker 0.2 0.2 0.2 0.2 0.2 (c) quaternary ammonium salt 0.3 0.4 0.5 - - Ionic liquid compounding force IP-P14 - - - 0.5 - IL-P20-2 - - - - 0.5 (d) decane coupling agent 0.1 0.1 0.1 0.1 0.1 Surface resistance (Ω/sq) 1011 1011 1010 1010 1011 Heat resistance 〇〇〇X Δ Moisture resistance 〇〇〇〇Δ _ Metal corrosion resistance 〇〇〇 Δ X As can be seen from the results of Table 1, the adhesive composition of Example 丨3 showed excellent characteristics in terms of heat resistance and moisture resistance, and no voids or peeling occurred. In contrast, the adhesive composition of Comparative Example 1 exhibited poor heat resistance, and the adhesive composition of Comparative Example 2 reported poor heat resistance and moisture resistance. While the invention has been described with respect to the embodiments of the present invention, it will be understood by those skilled in the art The scope of the invention should be limited only by the appended claims. [Simple description of the diagram] (None) [Explanation of main component symbols] (None) 18

Claims (1)

201035265 VII. Patent application scope: 1. An antistatic adhesive composition comprising: (a) 100 parts by weight of a (meth)acrylic adhesive resin, the (meth)acrylic adhesive resin having the ability to crosslink a functional group bonded; (b) 0.01 to 15 parts by weight of a crosslinking agent; and (c) 0.1 to 10 parts by weight of a quaternary ammonium salt, which will have two or more ends Amines of hydroxyalkyl groups are obtained by reaction with an organic or inorganic acid. 2. The antistatic adhesive composition according to claim 1, wherein the quaternary ammonium salt is represented by Formula 1: R2 HO-Rl^l-R3-OH I Rt (1) Q, center and ruler 3 Each is independently hydrogen, c2~c12 linear alkyl, c2~C12 branched alkyl, alkoxyalkyl or carboxyalkyl, and 112 and 114 are each independently hydrogen, linear alkyl, branched alkyl, alkoxy An alkyl or carboxyalkyl group, m and η are each independently 0 or 1, and X is a free acid. 3. The antistatic adhesive composition of claim 1, wherein the amine comprises an amine monomer having two or more C2 to C12 hydroxyalkyl groups, and has an ether group selected from the group consisting of At least one of the tertiary amine oligomers of one or more substituents of the ester group. 4. The antistatic adhesive composition of claim 3, wherein the tertiary amine sorbent described in 19 201035265 has a weight average molecular weight of 500 to 2, hydrazine. 5. The antistatic adhesive composition of claim 1, wherein the organic acid comprises p-toluenesulfonic acid, monogas acetic acid, diacetic acid, trigastric acid, trifluoroacetic acid, and trifluoromethane; At least one of 6 xanthanic acid. 6. The antistatic adhesive composition according to claim 2, wherein the inorganic acid comprises at least one of HCl, HF, HBr, HI, CH3I, H2S〇4 and H3P〇4. 7. The antistatic adhesive composition according to claim 1, wherein the (meth)acrylic adhesive resin (a) is 8 to 99 wt% of (meth)acrylic acid 〜4~(^ a copolymer of 2 alkyl ester, 1 to 10% by weight of a polymerizable monomer, and 1% by weight or less of a comonomer having a carboxyl group, a hydroxyl group, a guanamine group and a tertiary amine The one or more functional groups in the group. The antistatic adhesive composition according to the above aspect of the invention, wherein the (mercapto)propionic acid binder resin (a) has 5 〇〇〇〇 The antistatic adhesive composition according to the first aspect of the invention, wherein the crosslinking agent (b) comprises an isocyanate compound, an epoxy compound, and a nitrogen heterocycle. At least one of a propane compound, a metal chelate compound, and a mixture thereof. 10. The antistatic adhesive composition according to claim 1, further comprising (d) a decane coupling agent. The antistatic adhesive composition described in claim 10, wherein the composition is based on 100 The content of the (meth)acrylic adhesive resin of the 20 201035265 decane coupling agent (d) is 0.01 to 1 part by weight. 12. The antistatic adhesive as described in claim 10 The composition, wherein the decane coupling agent (d) comprises at least one epoxy group. The antistatic adhesive composition according to claim 1, further comprising an additive comprising a curing accelerator , ionic liquids, inorganic fillers, softeners, antioxidants, anti-aging agents, stabilizers, viscous resins, modified resins, leveling agents, defoamers, plasticizers, dyes, pigments, processing aids, UV resistance At least one of a support, a fluorescent whitening agent, a dispersing agent, a heat stabilizer, a light stabilizer, a UV absorber, an antifungal agent, an alkali metal salt, a lubricant, and a solvent. The antistatic adhesive composition according to any one of the preceding claims, wherein the method for producing an adhesive film comprises: preparing the method according to any one of claims 1 to 13 Antistatic adhesive group Diluting the antistatic adhesive composition with a solvent; and applying a dilution of the antistatic adhesive composition to the release film. 21 201035265 IV. Designation of representative drawings: (1) The representative representative of the case is: ( ) Figure ( ) The simple description of the symbol of the representative figure: 5. If there is a chemical formula in this case, please disclose the chemical formula that best shows the characteristics of the invention: