TWI780242B - Adhesive composition and adhesive film - Google Patents

Abstract

The present invention provides an adhesive composition and an adhesive film using the same. The adhesive composition has an extremely superior antistatic property with surface resistivity of 1.0×10^{＋ 9} Ω/□ or less as an adhesive layer and does not impair the durability. The adhesive composition contains an acrylic polymer, (F)antistatic agent, (G) a cross-linker formed by a trifunctional or higher functional isocyanate compound or a bifunctional or higher functional epoxy compound, and (H) a silane coupling agent having epoxy, mercapto, or anhydride groups. The acrylic polymer is copolymerized by (A) n-butyl acrylate, (B) at least one selected from the group consisting of t-butyl acrylate, isobutyl acrylate, n-butyl methacrylate, and methyl acrylate, (C) a copolymerizable vinyl monomer containing a hydroxyl group and/or a carboxy group, and (D) a copolymerizable vinyl monomer having an aromatic group.

Description

Adhesive composition and adhesive film

The present invention relates to an adhesive composition and an adhesive film for laminating optical components. More specifically, it relates to an adhesive composition capable of forming an adhesive layer having an extremely excellent antistatic performance, and an adhesive film using the adhesive composition, the surface resistivity of the adhesive layer being prior art 1.0×10 ^{+ 9} Ω/□, which cannot be achieved in .

Various adhesive films for bonding optical members such as polarizers and retardation plates to adherends such as liquid crystal cells via an adhesive layer have been proposed (for example, refer to Patent Documents 1 to 2). Patent Document 1 describes an adhesive composition for polarizers containing the following components: (A) an alkyl (meth)acrylate-based monomer, a hydroxyl-containing monomer and/or a carboxyl-containing monomer, and an isocyanate-based Acrylic polymer obtained by cross-linking agent; (B) ionic solid which is solid at 25°C. According to the antistatic adhesive composition of the invention described in Patent Document 1, not only has excellent antistatic properties, but also because the overflow of the adhesive is reduced when used for laminating members for polarizing plates such as polarizing films, the obtained The antifouling property of a polarizing plate is excellent. However, the surface resistivity of the adhesive layer obtained from the adhesive composition of Patent Document 1 is all 2.0×10 ^{+ 11} Ω/□ or more, and the antistatic performance of the adhesive layer is not sufficient. In addition, Patent Document 2 describes an optical adhesive composition that is a water-dispersed acrylic adhesive composition, which contains (meth)acrylate having an alkyl group having 4 to 8 carbon atoms as a main component. monomer, and contains an acrylic polymer formed by copolymerizing carboxyl-containing monomers and nitrogen-containing vinyl monomers. The adhesive composition according to the invention described in Patent Document 2 can be suitably used for fixing polarizing films in image display devices that require excellent environmental adaptability and high functionality, especially for portable For fixing polarizing films in liquid crystal display devices and organic EL display devices used in small electronic terminals such as telephones. However, in Patent Document 2, there is absolutely no description about the antistatic performance of the adhesive layer, and there is no suggestion at all. [Prior Art Document] [Patent Document]

Patent Document 1: Japanese Patent Laid-Open No. 2009-251281 Patent Document 2: Japanese Patent Laid-Open No. 2012-201734

[Technical problem to be solved by the present invention]

However, for the adhesive layer used to bond the polarizing plate and the liquid crystal panel, when the liquid crystal panel is an in-cell panel with the function of a touch panel, it is required that the surface resistivity of the adhesive layer be lower than Previous surface resistivity values. Therefore, for the adhesive layer used to attach the polarizer to the liquid crystal panel, the surface resistivity of the adhesive layer is required to be 1.0×10 ⁺⁹ Ω/□ or less, but in the adhesive layer of the prior art , showing such an extremely excellent antistatic performance is a very difficult technical problem. Furthermore, even in the case where such extremely excellent antistatic performance can be exhibited, it is difficult to maintain the antistatic performance of the adhesive layer and at the same time maintain the durability of the adhesive layer.

The technical problem of the present invention is to provide an adhesive composition capable of forming an adhesive layer having extremely excellent antistatic properties without impairing durability, and an adhesive film using the adhesive composition. The surface resistivity is 1.0×10 ^{+ 9} Ω/□ or less. [Technical means to solve technical problems]

In order to solve the difficult technical problem of simultaneously achieving such extremely excellent antistatic performance and durability, the inventors of the present application conducted intensive studies on the technical problem. As a result, by limiting the number of carbon atoms in the alkyl group of the (meth)acrylic acid alkyl ester of the acrylic polymer constituting the adhesive composition to a specific range, two or more (meth) An acrylic polymer composed of a copolymer formed by copolymerization of alkyl acrylate, further comprising at least one selected from alkoxy-containing vinyl monomers and nitrogen-containing vinyl monomers, and having a melting point of 25 The adhesive composition of the antistatic agent above ℃ can solve this technical problem.

The inventors of the present application found that by containing the acrylic polymer and containing the acrylic polymer with a melting point of 25° C. to 90° C. An ionic compound can be used to obtain an adhesive combination that can form an adhesive layer that has extremely excellent antistatic performance compared to conventional adhesive compositions, and has excellent durability without precipitation of the antistatic agent and deterioration over time. material, thus completing the present invention.

In order to make the surface resistivity of the adhesive layer less than 1.0×10 ^{+ 9} Ω/□ and the extremely excellent antistatic performance, relative to 100 parts by weight of the acrylic polymer, the adhesive composition of the present invention should be added in an amount of 10 parts by weight or more The proportion contains ionic compounds with a melting point above 25°C. Thus, in the present invention, in order to obtain extremely excellent antistatic performance that cannot be achieved in the prior art, the content of the antistatic agent is significantly increased compared to the content in the conventional adhesive composition. Therefore, the technical idea of the present invention is to avoid the precipitation of a large amount of antistatic agents contained in the adhesive layer on the surface of the adhesive layer after the durability test under the high-temperature and high-humidity environment of the adhesive layer, and the durability is reduced to Purpose: For the acrylic polymer contained in the adhesive composition, mainly n-butyl acrylate (BA) is selected for copolymerization with a monomer having good copolymerizability with BA, and a specific silane coupling agent is included.

In addition, in order to solve the above technical problems, the present invention provides an adhesive composition, which contains an acrylic polymer, (F) antistatic agent and (G) crosslinking agent, characterized in that the acrylic polymer is An acrylic polymer with a weight-average molecular weight of 1 million to 3 million copolymers formed by copolymerization of the following components: (A) n-butyl acrylate; (B) selected from tertiary butyl acrylate, isobutyl acrylate, methyl At least one of the group consisting of n-butyl acrylate and methyl acrylate; (C) at least one of copolymerizable vinyl monomers containing hydroxyl and/or carboxyl groups, (D) copolymerizable vinyl monomers containing aromatic groups At least one of monomers and (E) at least one selected from alkoxy-containing vinyl monomers and nitrogen-containing vinyl monomers, relative to 100 parts by weight of the acrylic polymer, the The adhesive composition contains an ionic compound having a melting point of 25° C. to 90° C. as the (F) antistatic agent in a ratio of 10 parts by weight to 60 parts by weight, and the adhesive composition contains three or more functional compounds. As the (G) crosslinking agent, at least one or more crosslinking agents in the group consisting of isocyanate compounds and epoxy compounds with more than two functions, the adhesive composition further contains (H) a compound selected from epoxy group A monomeric or oligomeric silane coupling agent with at least one functional group among mercapto, mercapto, and anhydride groups, and the surface resistivity of the adhesive layer formed by crosslinking the adhesive composition is 1.0×10 ^{+ 9} Ω/□ or less, after subjecting the adhesive layer to a durability test under a test environment of 85°C×750hr, or after a durability test under a test environment of 60°C×90%RH×750hr, The antistatic agent was not precipitated on the surface of the adhesive layer.

Preferably: relative to 100 parts by weight of the acrylic polymer, the acrylic polymer contains the (A) n-butyl acrylate in a ratio of 40 to 89 parts by weight, in a ratio of 5 to 40 parts by weight in total Containing (B) at least one selected from the group consisting of tertiary butyl acrylate, isobutyl acrylate, n-butyl methacrylate, and methyl acrylate, and the ratio of (A) to (B) ( A)/(B) is 1.0~17.8.

Preferably: when a polarizing plate with a total thickness of 80 μm is bonded to the non-alkali glass through an adhesive layer with a thickness of 20 μm formed by crosslinking the adhesive composition, the adhesive layer has no effect on the alkali-free glass. The adhesive force is 1.0~6.0N/25mm; a polarizing plate with a total thickness of 80 μm in a square of 10 cm is attached to an alkali-free glass through an adhesive layer with a thickness of 20 μm formed by crosslinking the adhesive composition. After the finished test pieces were subjected to the durability test under the test environment of 85°C×750hr, or after the durability test under the test environment of 60°C×90%RH×750hr, there was no blistering or falling off.

Preferably: relative to the total of 100 parts by weight of the (A), the (B) and the (D), the ratio of 0.1 to 5 parts by weight is selected from copolymerizable monomers containing hydroxyl groups and copolymerizable monomers containing carboxyl groups. At least one or more of the group consisting of comonomers, as the (C) copolymerizable vinyl monomer containing hydroxyl and/or carboxyl; the copolymerizable monomer containing hydroxyl is selected from (meth)acrylic acid 8-Hydroxyoctyl, 6-Hydroxyhexyl (meth)acrylate, 4-Hydroxybutyl (meth)acrylate, 2-Hydroxyethyl (meth)acrylate, N-Hydroxy(meth)acrylamide, At least one or more of the compound group consisting of N-methylol (meth)acrylamide and N-hydroxyethyl (meth)acrylamide; the carboxyl-containing copolymerizable monomer is selected from (form base) acrylic acid, carboxyethyl (meth)acrylate, carboxypentyl (meth)acrylate, 2-(meth)acryloxyethyl hexahydrophthalic acid, 2-(meth)propylene Acyloxypropylhexahydrophthalic acid, 2-(meth)acryloxyethylphthalic acid, 2-(meth)acryloxyethylsuccinic acid, 2-(methyl) At least one of the compound group consisting of acryloxyethylmaleic acid, carboxypolycaprolactone mono(meth)acrylate, and 2-(meth)acryloxyethyltetrahydrophthalic acid above.

Preferably: said (E) at least one selected from alkoxy-containing vinyl monomers and nitrogen-containing vinyl monomers is selected from alkoxyalkyl (meth)acrylate, alkoxypolyethylene Alkyl glycol mono(meth)acrylates, N-vinyl substituted lactams, dialkyl substituted aminoalkyl(meth)acrylamides, dialkyl substituted aminoalkyl(methyl) At least one of acrylate and dialkyl-substituted (meth)acrylamide is 1 to 20 parts by weight relative to 100 parts by weight of the total of (A), (B) and (D). The proportion of parts contains said (E) at least one selected from alkoxy-containing vinyl monomers and nitrogen-containing vinyl monomers.

Preferably, the (F) antistatic agent is an ionic compound other than an alkali metal salt having a melting point of 25°C to 90°C.

Preferably, both the initial surface resistivity of the adhesive layer and the surface resistivity after a durability test in a test environment of 85° C.×750 hr are 1.0×10 ^{+ 9} Ω/□ or less.

Furthermore, the present invention provides an adhesive film characterized by laminating an adhesive layer obtained by crosslinking the above adhesive composition on one side of a resin film.

Moreover, this invention provides the adhesive film for polarizing plates using the above-mentioned adhesive film.

In addition, the present invention provides the above-mentioned adhesive film for a polarizer, which is characterized in that it is used for laminating a polarizer and an In-cell panel.

In addition, the present invention provides an adhesive film characterized in that an adhesive layer formed by crosslinking the above-mentioned adhesive composition is formed on one side of a release film with a thickness of 1 μm to 25 μm. Adhesive layer/release film structure.

In addition, the present invention provides an optical film with an adhesive layer, which is a release film obtained by laminating an adhesive layer obtained by crosslinking the above adhesive composition on at least one surface of the optical film. /adhesive layer/structure of optical film.

In addition, the present invention provides a polarizer with an adhesive layer, characterized in that the release film/ Adhesive layer/polarizer structure.

Furthermore, the present invention provides a liquid crystal panel characterized by using the above-mentioned polarizing plate with an adhesive layer.

In addition, the present invention provides an In-cell liquid crystal panel characterized by using the above-mentioned polarizing plate with an adhesive layer. [Invention effect]

According to the present invention, there are provided an adhesive composition capable of forming an adhesive layer having extremely excellent antistatic properties without impairing durability, and an adhesive film using the adhesive composition, the surface resistance of the adhesive layer being The rate is below 1.0×10 ^{+ 9} Ω/□ which cannot be achieved by the existing technology. In addition, in the present invention, in order to obtain extremely excellent antistatic performance that cannot be achieved in the prior art, the content of the antistatic agent is significantly increased compared to the content in the conventional adhesive composition. Therefore, the technical idea of the present invention is to avoid the precipitation of a large amount of antistatic agents contained in the adhesive layer on the surface of the adhesive layer after the durability test under the high-temperature and high-humidity environment of the adhesive layer, and the durability is reduced to Purpose: For the acrylic polymer contained in the adhesive composition, mainly n-butyl acrylate (BA) is selected for copolymerization with a monomer having good copolymerizability with BA, and a specific silane coupling agent is included.

Hereinafter, the present invention will be described based on preferred embodiments.

The adhesive composition of this embodiment is an adhesive composition containing an acrylic polymer, (F) an antistatic agent, and (G) a crosslinking agent, wherein the acrylic polymer is obtained by copolymerizing the following components: The weight-average molecular weight of the copolymer formed is an acrylic polymer of 1 million to 3 million: (A) n-butyl acrylate; (B) selected from tertiary butyl acrylate, isobutyl acrylate, and n-butyl methacrylate , at least one of the group consisting of methyl acrylate; (C) at least one of the copolymerizable vinyl monomers containing hydroxyl and/or carboxyl groups; (D) among the copolymerizable vinyl monomers containing aromatic groups At least one of and (E) at least one selected from alkoxy-containing vinyl monomers and nitrogen-containing vinyl monomers, relative to 100 parts by weight of the acrylic polymer, the adhesive composition An ionic compound having a melting point of 25° C. or higher is contained as the (F) antistatic agent in a ratio of 10 parts by weight to 60 parts by weight, and the adhesive composition contains isocyanate compounds selected from trifunctional or higher, difunctional or higher At least one or more crosslinking agents in the group consisting of epoxy compounds are used as the (G) crosslinking agent, and the adhesive composition further contains (H) a compound selected from epoxy groups, mercapto groups and acid anhydride groups. A monomeric or oligomeric silane coupling agent with at least one functional group, the surface resistivity of the adhesive layer formed by crosslinking the adhesive composition is 1.0×10 ^{+ 9} Ω/□ or less, After the adhesive layer was subjected to a durability test under a test environment of 85°C×750hr, or after being subjected to a durability test under a test environment of 60°C×90%RH×750hr, the The antistatic agent was not precipitated on the surface.

(A) n-butyl acrylate and (B) at least one selected from the group consisting of tertiary butyl acrylate, isobutyl acrylate, n-butyl methacrylate, and methyl acrylate, all equivalent to (methyl) Alkyl acrylate monomer. In the pressure-sensitive adhesive composition of the present embodiment, the monomer constituting the alkyl (meth)acrylate of the acrylic polymer is preferably a combination of two or more specific types of (A) and (B).

The acrylic polymer of the present embodiment mainly contains (A) n-butyl acrylate, and preferably contains (A) n-butyl acrylate in a ratio of 40 to 89 parts by weight based on 100 parts by weight of the acrylic polymer. Furthermore, it is preferable that the acrylic polymer contains (B) a compound selected from the group consisting of tertiary butyl acrylate, isobutyl acrylate, n-butyl methacrylate, and methyl acrylate in a ratio of 5 to 40 parts by weight in total. At least one or more as an alkyl (meth)acrylate monomer other than (A) n-butyl acrylate. In addition, the ratio (A)/(B) of (A) and (B) is preferably 1.0 to 17.8 by weight ratio.

Examples of (C) copolymerizable vinyl monomers containing hydroxyl and/or carboxyl groups include those selected from copolymerizable monomers containing hydroxyl groups (hydroxyl group-containing monomers) and copolymerizable monomers containing carboxyl groups (carboxyl group-containing monomers). At least one of the groups formed. That is, only either one of a hydroxyl group-containing monomer or a carboxyl group-containing monomer may be selected and copolymerized, or both of a hydroxyl group-containing monomer and a carboxyl group-containing monomer may be copolymerized. It is preferable to contain (C) in the ratio of 0.1-5 weight part with respect to the total 100 weight part of (A), (B) and (D).

Examples of hydroxyl-containing monomers include 8-hydroxyoctyl (meth)acrylate, 6-hydroxyhexyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, Hydroxyalkyl (meth)acrylate such as hydroxyethyl ester; or N-hydroxy(meth)acrylamide, N-hydroxymethyl(meth)acrylamide, N-hydroxyethyl(meth)acrylamide At least one or more of hydroxyl group-containing (meth)acrylamides such as amide. In addition, the hydroxyl group-containing monomer contained in the adhesive composition of the present embodiment can be used as a copolymerizable monomer for reducing the content of the carboxyl group-containing monomer, and it is considered that the carboxyl group-containing monomer is relatively transparent to the obtained adhesive layer. Corrosion of easily corroded adherends such as the ITO surface of the conductive film is affected. Therefore, the hydroxyl group-containing monomer can improve the adhesion of the adhesive layer and reduce the corrosiveness. The proportion of the hydroxyl group-containing monomer contained in the adhesive composition of the present embodiment is preferably 0.1 to 5.0 parts by weight, more preferably 0.1 to 4.4 parts by weight, and particularly Preferably it is a ratio of 0.1 to 3.8 parts by weight.

Examples of carboxyl group-containing monomers include (meth)acrylic acid, carboxyethyl (meth)acrylate, carboxypentyl (meth)acrylate, 2-(meth)acryloxyethylhexahydro Phthalate, 2-(meth)acryloxypropylhexahydrophthalate, 2-(meth)acryloxyethylphthalate, 2-(meth)acryloxy Ethyl succinic acid, 2-(meth)acryloxyethyl maleic acid, carboxypolycaprolactone mono(meth)acrylate, 2-(meth)acryloxyethyl tetrahydro-o- At least one or more of phthalic acid and the like. In addition, the carboxyl group-containing monomer contained in the adhesive composition of the present embodiment can impart necessary cohesive force to the obtained adhesive layer. With respect to 100 parts by weight of the acrylic polymer, the ratio of the carboxyl group-containing monomer in the adhesive composition of the present embodiment is preferably 0 to 5.0 parts by weight (the case where the carboxyl group-containing monomer is not copolymerized is also allowed), and the copolymerization containing In the case of a carboxyl monomer, it is more preferably a ratio of 0.01 to 2.3 parts by weight, particularly preferably a ratio of 0.01 to 1.2 parts by weight, and most preferably a ratio of 0.01 to 0.8 parts by weight.

Examples of (D) aromatic group-containing copolymerizable vinyl monomers include benzyl (meth)acrylate, naphthyl (meth)acrylate, phenoxyethyl (meth)acrylate, ( Phenoxybutyl methacrylate, 2-(1-naphthyloxy)ethyl (meth)acrylate, 2-(2-naphthyloxy)ethyl (meth)acrylate, 6 -(1-naphthyloxy)hexyl ester, 6-(2-naphthyloxy)hexyl (meth)acrylate, 8-(1-naphthyloxy)octyl (meth)acrylate, (meth)acrylic acid At least one or more of 8-(2-naphthyloxy)octyl ester and the like. When the (meth)acrylate monomer containing an aromatic group is included as (D) a copolymerizable vinyl monomer containing an aromatic group, due to its combination with (A) and (B) ( Since the copolymerizability of an alkyl meth)acrylate monomer is excellent, it is preferable. In order to distinguish (D) from (C) and (E), it is preferable that (D) does not contain a hydroxyl group, a carboxyl group, an alkoxy group, and nitrogen.

In order to obtain an adhesive layer with a high refractive index, it is preferable to blend at least one or more aromatic group-containing (meth)acrylate monomers into the adhesive composition of the present embodiment. By copolymerizing these aromatic group-containing (meth)acrylate monomers into acrylic polymers, the refractive index of the obtained adhesive layer can be increased and adjusted, and the refractive index difference between optical members can be reduced. The total light transmittance can be improved by reducing the total reflection. In the adhesive composition of the present embodiment, with respect to 100 parts by weight of the acrylic polymer, preferably in a ratio of 5 to 30 parts by weight, more preferably in a ratio of 6 to 28 parts by weight, particularly preferably in a ratio of 6 to 24 parts by weight The ratio contains (meth)acrylate monomers containing aromatic groups.

As (E) at least one selected from the group consisting of alkoxy-containing vinyl monomers and nitrogen-containing vinyl monomers, examples include: At least one of the group consisting of entities. That is, only any one of an alkoxy-containing vinyl monomer or a nitrogen-containing vinyl monomer may be selected for copolymerization, or the alkoxy-containing vinyl monomer and the nitrogen-containing vinyl monomer may be The two co-exist. (E) is preferably contained in a ratio of 1 to 20 parts by weight, more preferably in a ratio of 1 to 18 parts by weight, and particularly preferably (E) is contained in the ratio of 2-16 weight part.

In order to distinguish (E) from (C), it is preferable that (E) does not contain a hydroxyl group and a carboxyl group. Moreover, in order to distinguish (E) from (D), it is preferable that (E) does not contain an aromatic group. The alkoxy-containing vinyl monomer may not contain nitrogen, and the nitrogen-containing vinyl monomer may not contain alkoxy. (E) may be, for example, a vinyl monomer containing an alkoxy group and nitrogen like alkoxyalkyl (meth)acrylamide.

Examples of the alkoxy group-containing vinyl monomer include at least one selected from the group consisting of alkoxyalkyl (meth)acrylates and alkoxypolyalkylene glycol mono(meth)acrylates. Specific examples of alkoxyalkyl acrylates include 2-methoxyethyl (meth)acrylate, 2-ethoxyethyl (meth)acrylate, 2-propoxy (meth)acrylate Ethyl (meth)acrylate, 2-isopropoxyethyl (meth)acrylate, 2-butoxyethyl (meth)acrylate, 2-methoxypropyl (meth)acrylate, (meth)acrylate 2 - Ethoxypropyl, 2-propoxypropyl (meth)acrylate, 2-isopropoxypropyl (meth)acrylate, 2-butoxypropyl (meth)acrylate, (methyl ) 3-methoxypropyl acrylate, 3-ethoxypropyl (meth)acrylate, 3-propoxypropyl (meth)acrylate, 3-isopropoxypropyl (meth)acrylate, 3-Butoxypropyl (meth)acrylate, 4-methoxybutyl (meth)acrylate, 4-ethoxybutyl (meth)acrylate, 4-propoxybutyl (meth)acrylate ester, 4-isopropoxybutyl (meth)acrylate, 4-butoxybutyl (meth)acrylate, etc.

Specific examples of alkoxypolyalkylene glycol mono(meth)acrylates include methoxypolyethylene glycol (meth)acrylate, ethoxypolyethylene glycol (meth)acrylate ester, methoxypolypropylene glycol (meth)acrylate, ethoxypolypropylene glycol (meth)acrylate, methoxypolybutylene glycol (meth)acrylate, ethoxypolybutylene glycol (meth)acrylate ) acrylate, etc. In addition, the alkoxypolyalkylene glycol mono(meth)acrylate means a monomer in which the hydroxyl group at one end of the polyalkylene glycol becomes an alkyl ether and the hydroxyl group at the other end becomes a (meth)acrylate.

Examples of nitrogen-containing vinyl monomers include N-vinyl-substituted lactams, dialkyl-substituted aminoalkyl (meth)acrylamides, dialkyl-substituted aminoalkyl (meth)acrylamides, dialkyl-substituted aminoalkyl (meth)acrylamides, base) acrylate, dialkyl substituted (meth)acrylamide at least one or more.

Examples of N-vinyl-substituted lactams include N-vinyl-2-pyrrolidone, N-vinylcaprolactam, N-vinyl-2-piperidone, and the like.

Examples of the dialkyl-substituted aminoalkyl (meth)acrylamide include dimethylaminoethyl (meth)acrylamide, diethylaminoethyl (meth)acrylamide, Dimethylaminopropyl (meth)acrylamide, diethylaminopropyl (meth)acrylamide, dipropylaminopropyl (meth)acrylamide, diisopropylamine propyl (meth)acrylamide, ethylmethylaminopropyl (meth)acrylamide, methylpropylaminopropyl (meth)acrylamide, methylisopropylaminopropyl (meth)acrylamide Propyl (meth)acrylamide, etc.

Examples of dialkyl-substituted aminoalkyl (meth)acrylates include dimethylaminomethyl (meth)acrylate, dimethylaminoethyl (meth)acrylate, dimethyl Aminopropyl (meth)acrylate, Dimethylaminoisopropyl (meth)acrylate, Dimethylaminobutyl (meth)acrylate, Diethylaminomethyl (methyl) ) acrylate, diethylaminoethyl (meth)acrylate, ethylmethylaminoethyl (meth)acrylate, methylpropylaminoethyl (meth)acrylate, methyl Isopropylaminoethyl (meth)acrylate, dibutylaminoethyl (meth)acrylate, tert-butylaminoethyl (meth)acrylate, and the like. Examples of dialkyl-substituted (meth)acrylamide include dimethyl(meth)acrylamide, diethyl(meth)acrylamide, dipropylacrylamide, diisopropyl( Meth)acrylamide, dibutyl(meth)acrylamide, ethylmethyl(meth)acrylamide, methylpropyl(meth)acrylamide, methylisopropyl(methyl) ) acrylamide, etc.

The method for producing the acrylic polymer contained in the adhesive composition of the present embodiment is not particularly limited, and an appropriate and well-known polymerization method such as a solution polymerization method or an emulsion polymerization method can be used. The weight average molecular weight of the copolymer of the acrylic polymer is preferably 1 million to 3 million.

In order to acquire antistatic performance, the adhesive composition of this embodiment contains (F) an antistatic agent. With respect to 100 parts by weight of the acrylic polymer, it is preferably 10 parts by weight or more and 60 parts by weight or less, more preferably 16 to 40 parts by weight, particularly preferably 16 to 38 parts by weight. The ionic compound above 90°C is used as (F) antistatic agent. The antistatic agent is an ionic compound composed of anions and cations. Preferably, the ionic compound is an ionic compound with a melting point of 25°C or higher, which is solid at normal temperature (for example, 25°C). In addition, the ionic compound is more preferably an ionic compound that is solid at a temperature of 25°C and has a melting point of 25°C to 90°C, particularly preferably an ionic compound with a melting point of 25°C to 50°C.

Examples of the anion contained in the (F) antistatic agent include inorganic or organic anions. Examples of the inorganic anion include PF ₆ ⁻ , AsF ₆ ⁻ , SbF ₆ ⁻ , BF ₄ ⁻ , AlF ₄ ⁻ , (FSO ₂ ) ₂ N ⁻ , FSO ₃ ⁻ , SCN ⁻ , ClO4 ⁻ and the like. Examples of organic anions include sulfonate anions (RSO ₃ ^- ), carboxylate anions (RCOO ^- ), alkoxide or phenoxide anions (RO ^- ), organic imide anions (R ₂ N ^- ), methides (R ₃ C ⁻ ) anion, organoborate (R ₄ B ⁻ ) anion, and the like that have at least one organic group as R. Examples of organic groups include alkyl, alkoxy, aromatic groups (heteroaryl, aralkyl, etc.), alkylcarbonyl, aromatic carbonyl, alkylsulfonyl, aromatic sulfonyl, etc. more than 1 species. When the anion has two or more Rs, it may have a bond between two or more Rs to form a ring. It is preferable that the organic group R contains a fluorine atom (fluorine group). Among them, preferably selected from pentafluorobenzenesulfonate, hexafluorophosphate, bis(trifluoromethanesulfonyl)imide, bis(fluorosulfonyl)imide, trifluoromethanesulfonate, nonafluorobutanesulfonate , tetrapentafluorophenyl borate, and tris(pentafluorophenylsulfonyl)methyl compound anion.

Examples of cations contained in (F) the antistatic agent include pyridinium cations, imidazolium cations, pyrimidinium cations, pyrazolium cations, pyrrolidinium cations, ammonium cations, phosphonium cations, and calcite cations. Cations with 1 to 4 organic groups are preferred, and quaternary ammonium cations (R ₄ N ⁺ ), N-substituted pyridinium cations, N-substituted imidazolium cations, etc., which have an organic group R at least at the nitrogen atom, are particularly preferred. Examples of R include hydrocarbon groups such as acyclic or cyclic alkyl groups and aromatic groups (heteroaryl groups, aralkyl groups, etc.). When the cation has two or more Rs, it may have a bond between two or more Rs to form a ring.

The adhesive composition of the present embodiment further contains at least one or more crosslinking agents selected from the group consisting of trifunctional or higher functional isocyanate compounds and difunctional or higher functional epoxy compounds as (G) crosslinking agent. The ratio of the (G) crosslinking agent contained in the adhesive composition of the present embodiment is preferably 0.01 to 5 parts by weight, more preferably 0.01 to 3 parts by weight, based on 100 parts by weight of the acrylic polymer. , particularly preferably at a ratio of 0.01 to 0.8 parts by weight.

Examples of the isocyanate compound having more than three functions include diisocyanates such as hexamethylene diisocyanate, isophorone diisocyanate, diphenylmethane diisocyanate, toluene diisocyanate, and xylylene diisocyanate. modified biuret or isocyanuric acid; adducts with trimethylolpropane or glycerol and other polyhydric alcohols with more than three valences.

Examples of the bifunctional or higher epoxy compound include diol-based diglycidyl ether, bisphenol-based diglycidyl ether, trihydric alcohol-based triglycidyl ether, dicarboxylic acid diglycidyl ester, Diglycidyl-substituted amines, tetraglycidyl-substituted diamines, and the like.

The adhesive composition of this embodiment contains a (H) silane coupling agent further. Examples of the (H) silane coupling agent include compounds having at least one organic functional group and at least one hydrolyzable group in one molecule, wherein the hydrolyzable group is an alkoxy group bonded to a silicon atom, etc. . (H) The silane coupling agent contains at least one or more functional groups selected from epoxy groups, mercapto groups, and acid anhydride groups. (H) As the silane coupling agent, either monomer type or oligomer type can be used, or at least one or more of both can be used. The ratio of the silane coupling agent contained in the adhesive composition of the present embodiment is preferably a ratio of 0.01 to 0.5 parts by weight relative to 100 parts by weight of the acrylic polymer.

Examples of the silane coupling agent having an epoxy group include 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, 3-glycidoxypropyl Methyldimethoxysilane, 3-glycidoxypropyltriethoxysilane, 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 2-(3,4-cyclo Oxycyclohexyl)ethylmethyldimethoxysilane, 2-(3,4-epoxycyclohexyl)ethylmethyldiethoxysilane, 2-(3,4-epoxycyclohexyl)ethyl Triethoxysilane, 5,6-epoxyhexyltrimethoxysilane, 5,6-epoxyhexylmethyldimethoxysilane, 5,6-epoxyhexylmethyldiethoxysilane, 5, 6-epoxyhexyltriethoxysilane, etc. As a silane coupling agent having a mercapto group, for example, 3-mercaptopropylmethyldimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-mercaptopropylmethyldiethoxysilane, 3-mercaptopropylmethyldiethoxysilane, Mercaptopropyltriethoxysilane, etc. As a silane coupling agent which has an acid anhydride group, 3-trimethoxysilyl propyl succinic anhydride, 3-triethoxy silyl propyl succinic anhydride, etc. are mentioned, for example. In addition, oligomerized alkoxy oligomers (polysiloxaneoxy oligomers) and the like can also be used as the silane coupling agent.

The adhesive composition of the present embodiment may be appropriately blended with antioxidants, surfactants, curing accelerators, plasticizers, fillers, crosslinking catalysts, crosslinking retarders, curing retarders, processing aids, and antiaging agents. and other well-known additives as optional components. These arbitrary components may be used alone or in combination of two or more.

The surface resistivity of the adhesive layer obtained by crosslinking the adhesive composition of the present embodiment is preferably 1.0×10 ^{+ 9} Ω/□ or less, more preferably 9.0×10 ^{+ 8} Ω/□ or less, particularly preferably 6.0 ×10 ^{+ 8} Ω/□ or less. Both the initial surface resistivity of the adhesive layer and the surface resistivity after the durability test are preferably 1.0×10 ^{+ 9} Ω/□ or less, more preferably 9.0×10 ^{+ 8} Ω/□ or less, and particularly preferably 6.0×10 + 8 Ω/□ or less. 10 ^{+ 8} Ω/□ or less. Here, the initial surface resistivity refers to the surface resistivity before subjecting the adhesive layer to a durability test. In addition, the surface resistivity after a durability test means the surface resistivity after subjecting an adhesive layer to the durability test in the test environment of 85 degreeC*750hr. Here, the test environment of 85° C.×750 hr may be a dry condition.

Adhesive layer obtained by cross-linking the adhesive composition according to this embodiment, durability test in a test environment of 85°C×750hr, and durability in a test environment of 60°C×90%RH×750hr (F) The antistatic agent did not precipitate on the surface of the adhesive layer after the test. Here, the test environment of 85° C.×750 hr may be a dry condition. The (F) antistatic agent precipitation prevention performance in the adhesive composition of the present embodiment may be the following performance: two or more samples of the adhesive layer obtained by crosslinking the same adhesive composition are produced, and one After the sample was subjected to the durability test under the test environment of 85°C×750hr, (F) the antistatic agent did not precipitate, and another sample was subjected to the durability test under the test environment of 60°C×90%RH×750hr , (F) The antistatic agent did not precipitate.

For the adhesive layer formed by crosslinking the adhesive composition of the present embodiment, it is preferable that when a polarizing plate with a total thickness of 80 μm is attached to an alkali-free glass through an adhesive layer with a thickness of 20 μm, the adhesive layer The adhesion to alkali-free glass is 1.0~6.0N/25mm. In addition, preferably: a test piece formed by bonding a 10 cm square polarizer with a total thickness of 80 μm to an alkali-free glass via an adhesive layer with a thickness of 20 μm is used for a durability test in a test environment of 85°C×750hr After that, and after the durability test under the test environment of 60℃×90%RH×750hr, there is no foaming and falling off. The non-foaming and peeling performance of the adhesive composition of the present embodiment may be the following performance: two or more test pieces manufactured using the same adhesive composition are produced, and one test piece is subjected to a temperature of 85° C.×750 hr. After the durability test under the test environment, there was no blistering or falling off, and another test piece was subjected to the durability test under the test environment of 60°C×90%RH×750hr, and there was no blistering and falling off.

The adhesive layer of the present embodiment can be obtained by applying the adhesive composition of the present embodiment to a substrate such as a resin film or a release film, and then crosslinking the adhesive composition.

When the adhesive layer of this embodiment is used for interlayer lamination of optical members, it is desirable that the difference in refractive index be as small as possible in order to reduce the reflection of light at the interface between the adhesive layer and the optical member. Therefore, the refractive index of the adhesive layer is preferably 1.47 to 1.50.

The adhesive film of this embodiment can be manufactured by forming the adhesive layer of this embodiment on one surface of a base material, such as a resin film or a release film. As the resin film or the release film (separator film) used as the base material, resin films such as polyester films and the like can be used. The release film may be subjected to a mold release treatment on the surface that is bonded to the adhesive surface of the adhesive layer using a silicone-based, fluorine-based mold release agent, or the like. For the resin film used as the base material, antifouling by silicone-based or fluorine-based mold release agents or coating agents, silica particles, etc. Treatment, antistatic treatment based on antistatic agent coating or kneading, etc. As a thickness of an adhesive layer, the thickness of 1 micrometer - 25 micrometers is mentioned, for example.

A structure of "release film/adhesive layer/release film" can also be formed by attaching the release-treated surface of the release film to both surfaces of one adhesive layer. In this case, it can bond with optical members, such as an optical film, by peeling off the release film of both sides sequentially or simultaneously, and exposing an adhesive surface. Examples of the optical film include a polarizing film, retardation film, antireflection film, anti-glare (anti-glare) film, ultraviolet absorbing film, infrared absorbing film, optical compensation film, brightness improvement film, and the like. Examples of devices to which the optical member is applied include a liquid crystal panel, an organic EL panel, a touch panel, an in-cell type liquid crystal panel, and the like.

The adhesive film of this embodiment is suitable as an adhesive film for polarizing plates. In particular, it can also be used for bonding polarizers and in-cell panels. Moreover, the optical film with an adhesive layer which laminated|stacked the said adhesive layer on at least one surface of the said optical film can be formed. A polarizing plate with an adhesive layer can be provided by using the above-mentioned adhesive film on one surface of a polarizing plate. Liquid crystal panels such as in-cell liquid crystal panels can be provided using the above-mentioned polarizing plate with an adhesive layer. Specific examples of the laminate structure of an optical film with an adhesive layer include "release film/adhesive layer/optical film", "release film/adhesive layer/optical film/adhesive layer/release film" ", "optical film/adhesive layer/optical film", "optical film/adhesive layer", "adhesive layer/optical film/adhesive layer", etc. Specific examples of the laminated structure of a polarizer with an adhesive layer include "release film/adhesive layer/polarizer", "release film/adhesive layer/polarizer/adhesive layer/release film" ", "Polarizer/Adhesive Layer", "Adhesive Layer/Polarizer/Adhesive Layer", etc. These laminated structures may also be included as a partial structure of a liquid crystal panel or the like. [Example]

Hereinafter, the present invention will be specifically described using examples.

<Preparation of Acrylic Polymer> [Example 1] Nitrogen gas was introduced into a reaction apparatus equipped with a stirrer, a thermometer, a reflux condenser, and a nitrogen introduction pipe, and the air in the reaction apparatus was replaced with nitrogen gas. Then, add 70 parts by weight of n-butyl acrylate, 15 parts by weight of n-butyl methacrylate, 2.0 parts by weight of 8-hydroxyoctyl acrylate, 15 parts by weight of benzyl acrylate, 15 parts by weight of Methoxyethyl acrylate, while adding solvent (ethyl acetate). Then, 0.1 weight part of azobisisobutyronitrile was dripped as a polymerization initiator over 2 hours, and it was made to react at 65 degreeC for 6 hours, and the solution of the acrylic-type polymer used in Example 1 was obtained. [Examples 2 to 6 and Comparative Examples 1 to 3] Examples were obtained in the same manner as in Example 1 above, except that the compositions of the monomers were set as described in (A) to (E) of Table 1, respectively. Acrylic polymer solutions used in 2 to 6 and Comparative Examples 1 to 3. In addition, although the measurement result is not shown in particular, the weight average molecular weight of the copolymer contained in the acrylic polymer solution of Examples 1-6 and Comparative Examples 1-3 exists in the range of 1 million-3 million.

<Production of Adhesive Film> [Example 1] 20 parts by weight of tetrabutylammonium trifluoromethanesulfonate and 0.1 part by weight of a crosslinking agent were added to the acrylic polymer solution of Example 1 prepared above. (D-110N), 0.05 parts by weight of silane coupling agent (KBM-403), and stirred and mixed to obtain the adhesive composition of Example 1. The adhesive composition was coated on a release film formed of a silicone resin-coated polyethylene terephthalate (PET) film so that the thickness of the adhesive layer after drying was 20 μm, Then, the solvent was removed by drying at 90°C. Then, by aging at 23°C and 50%RH for 7 days, a release film/adhesive film having an adhesive layer formed by crosslinking the adhesive composition on one side of the release film was obtained. The adhesive film of Example 1 of the structure of the agent layer/release film. [Examples 2 to 6 and Comparative Examples 1 to 3] Except that the composition of the additives was set as described in (F) to (H) of Table 1, it was obtained in the same manner as the above-mentioned adhesive film of Example 1. Adhesive films of Examples 2-6 and Comparative Examples 1-3.

[Table 1]

In Table 1, the numerical value added after the abbreviation of each component represents a weight part. This weight part is calculated|required by making the total amount of (A), (B), and (D) into 100 weight part. In addition, the compound names of the abbreviated symbols of each component used in Table 1 are shown in Table 2. For simplicity, IOA is included in (B). In (C), the hydroxyl group-containing monomer is classified as "(C)OH", and the carboxyl group-containing monomer is classified as "(C)COOH".

[Table 2]

In Table 2, CORONATE (registered trademark) L is a trade name of TOSOH CORPORATION, D-110N is a trade name of Mitsui Chemicals, Inc., and TETRAD (registered trade mark)-X is a trade name of MITSUBISHI GAS CHEMICAL COMPANY, INC. In addition, TDI means toluene diisocyanate, TMP means trimethylolpropane, and XDI means xylylene diisocyanate. In addition, KBM-403, X-12-967C, X-41-1805, and KBM-503 are all trade names of Shin-Etsu Chemical Co., Ltd.

<Test method and evaluation> The release film (PET film coated with silicone resin) was peeled off from the adhesive films of Examples 1 to 6 and Comparative Examples 1 to 3, and one side of the adhesive layer of the adhesive film was exposed . Then, stick the adhesive film on one side of a polarizer (resin film) with a thickness of 80 μm via the adhesive layer to obtain a film with an adhesive layer having a structure of release film/adhesive layer/polarizer. polarizer.

<Measurement method of adhesive force> The release film of the polarizing plate with an adhesive layer obtained above was peeled off, and the polarizing plate with an adhesive layer was bonded to the non-alkali glass via the adhesive layer by a pressure roller. (Eagle XG (registered trademark) manufactured by Corning Incorporated) was washed with acetone to produce a test piece. Then, this test piece was autoclaved on the conditions of 50 degreeC and 0.5 MPa x 20 minutes. Then, return to the atmosphere of 23°C×50%RH, and use a tensile tester to measure the peel strength of the polarizing plate with an adhesive layer after 1 hour in accordance with JIS Z0237 "Adhesive Tape and Adhesive Sheet Test Method" , the peeling strength when peeling at a speed of 0.3 m/min along the 180° direction is taken as the adhesion force of the adhesive layer to the alkali-free glass.

<Measurement method of surface resistivity> For the polarizing plate with an adhesive layer obtained above, a resistivity meter HIRESTA (registered trademark) UP-HT450 (manufactured by Mitsubishi Chemical Analytech Co., Ltd.) was used at 23°C × 50%. The surface resistivity (Ω/□) of the adhesive layer was measured in an atmosphere of RH to obtain the initial surface resistivity. The same polarizing plate with an adhesive layer was subjected to a durability test under a test environment of 85° C.×750 hr, and then the surface resistivity was measured in the same manner to obtain the surface resistivity after the durability test.

<Test method of durability> Using the same method as the measurement of adhesive force, peel off the release film of the polarizer with an adhesive layer in a square of 10 cm, and attach it to the surface of the non-alkali glass cleaned with acetone, Produce test pieces. Then, the test piece was subjected to a durability test under a test environment of 85° C.×750 hr and a durability test under a test environment of 60° C.×90% RH×750 hr, and then it was taken out to an environment of 23° C.×50% RH, The durability was judged by visually observing the state of the adhesive layer after 1 hour. In addition, the criteria for judging durability are as follows. ◯: No blistering or peeling of the adhesive layer. Δ: Blistering and peeling occurred in a part of the adhesive layer. x: Blistering and peeling occurred in the whole adhesive layer.

<Evaluation method of precipitation state of antistatic agent> Using the same method as the measurement of adhesive force, peel off the release film of the polarizer with an adhesive layer in a square of 10 cm, and attach it to an alkali-free glass that has been washed with acetone. On the surface, a test piece was produced. Then, the test piece was subjected to a durability test under a test environment of 85° C.×750 hr and a durability test under a test environment of 60° C.×90% RH×750 hr, and then it was taken out to an environment of 23° C.×50% RH, After 1 hour, the state of the adhesive layer was visually observed to determine the state of precipitation of the antistatic agent on the surface of the adhesive layer. In addition, the criteria for judging the precipitation state of the antistatic agent are as follows. ◯: There is no precipitation of the antistatic agent on the surface of the adhesive layer. Δ: Precipitation of the antistatic agent occurred on a part of the surface of the adhesive layer. x: Precipitation of the antistatic agent occurred on the entire surface of the adhesive layer.

Table 3 shows the evaluation results.

[table 3]

The adhesion of the adhesive films of Examples 1 to 6 to the alkali-free glass is 1.0 to 6.0 N/25mm. In addition, both the initial surface resistivity of the adhesive layer and the surface resistivity after the durability test in a test environment of 85° C.×750 hr were 1.0×10 ^{+ 9} Ω/□ or less. In addition, after the durability test under the test environment of 85°C×750hr and the durability test under the test environment of 60°C×90%RH×750hr, there is no blistering and falling off, and it has durability. There is no precipitation of antistatic agent on the surface. That is, from the evaluation results of the adhesive films of Examples 1 to 6, it was confirmed that the subject of the present invention can be solved.

Regarding the adhesive film of Comparative Example 1, the alkyl (meth)acrylate monomer copolymerized in the acrylic polymer was not any of TBA, IBA, BMA, and MA, and (D) did not contain an aromatic group. The group copolymerizable vinyl monomer and (E) are selected from at least one copolymerization of alkoxy-containing vinyl monomers and nitrogen-containing vinyl monomers. Therefore, the adhesive force of the adhesive layer before the durability test of the adhesive film of Comparative Example 1 was too large, and the durability was poor. In addition, compared with Comparative Example 3, the content ratio of the (F) antistatic agent in the adhesive film of Comparative Example 1 is large, so the surface resistivity of the adhesive layer is low. After the durability test, the surface resistivity of the adhesive layer The antistatic agent was deposited on the entire surface.

Regarding the adhesive film of Comparative Example 2, (E) at least one selected from the group consisting of alkoxy-containing vinyl monomers and nitrogen-containing vinyl monomers was not copolymerized with an acrylic polymer. And although it contains a (H) silane coupling agent, it does not contain at least one or more functional groups selected from epoxy groups, mercapto groups, and acid anhydride groups. Therefore, the adhesive layer of the adhesive film of Comparative Example 2 was poor in durability, and the antistatic agent was analyzed on the upper surface of the adhesive layer after the durability test.

Regarding the adhesive film of Comparative Example 3, the alkyl (meth)acrylate monomer copolymerized in the acrylic polymer was not any of TBA, IBA, BMA, and MA, and (D) did not contain an aromatic group. A group of copolymerizable vinyl monomers are copolymerized. Therefore, even if the adhesive film of Comparative Example 3 did not contain the (H) silane coupling agent, the adhesive force of the adhesive layer before the durability test was too large, and the durability was poor. In addition, regarding the adhesive film of Comparative Example 3, since (F) the content ratio of the antistatic agent was small, the antistatic agent did not precipitate on the surface of the adhesive layer after the durability test, but the surface resistivity of the adhesive layer is a high value.

Thus, the adhesive films of Comparative Examples 1-3 cannot solve the technical problem of the present invention.

According to the present invention, it is possible to provide an adhesive composition capable of forming an adhesive layer having extremely excellent antistatic performance without impairing durability, and an adhesive film using the adhesive composition, the surface resistance of the adhesive layer being The rate is below 1.0×10 ^{+ 9} Ω/□ which cannot be achieved by the existing technology. Therefore, the adhesive film using the adhesive composition of the present invention has extremely excellent electrostatic performance and durability as an adhesive film for bonding a polarizing plate and a liquid crystal panel, and thus has great industrial utility value.

none.

none.

Claims (15)

An adhesive composition, which is an adhesive composition containing an acrylic polymer, (F) an antistatic agent, and (G) a crosslinking agent, characterized in that the acrylic polymer is obtained by copolymerizing the following components The weight average molecular weight of the copolymer is an acrylic polymer of 1 million to 3 million: (A) n-butyl acrylate; (B) selected from tertiary butyl acrylate, isobutyl acrylate, n-butyl methacrylate, acrylic acid At least one of the group consisting of methyl esters; (C) at least one of the copolymerizable vinyl monomers containing hydroxyl and/or carboxyl groups; (D) at least one of the copolymerizable vinyl monomers containing aromatic groups one; and (E) at least one selected from alkoxy-containing vinyl monomers and nitrogen-containing vinyl monomers, as the (F) antistatic agent, relative to 100 parts by weight of the acrylic polymer, An ionic compound having a melting point of 25° C. to 90° C. is contained in a ratio of 10 parts by weight to 60 parts by weight, and the (G) crosslinking agent is selected from a trifunctional or higher isocyanate compound and a difunctional or higher epoxy compound. At least one or more crosslinking agents in the group consisting of, the adhesive composition further contains (H) monomeric or oligomeric The surface resistivity of the adhesive layer formed by crosslinking the adhesive composition is 1.0×10 ⁺⁹ Ω/□ or less, and the adhesive layer is provided in a test environment of 85°C×750hr After the durability test under the environment of 60°C×90%RH×750hr, the antistatic agent did not precipitate on the surface of the adhesive layer. The adhesive composition as described in item 1 of the scope of the patent application, wherein, relative to 100 The acrylic polymer in parts by weight, the acrylic polymer contains the (A) n-butyl acrylate in a ratio of 40 to 89 parts by weight, and contains the (B) selected from acrylic acid in a ratio of 5 to 40 parts by weight in total. At least one of the group consisting of tertiary butyl ester, isobutyl acrylate, n-butyl methacrylate, and methyl acrylate, and the ratio (A)/(B) of (A) to (B) is 1.0~ 17.8. The adhesive composition according to claim 1 or 2, wherein the polarizing plate with a total thickness of 80 μm is bonded by an adhesive layer with a thickness of 20 μm obtained by crosslinking the adhesive composition When on the non-alkali glass, the adhesion of the adhesive layer to the non-alkali glass is 1.0~6.0N/25mm, and the thickness of the polarizer with a total thickness of 80μm of 10cm square is obtained by crosslinking the adhesive composition. The test piece is bonded to the non-alkali glass with an adhesive layer of 20 μm, after the durability test in the test environment of 85℃×750hr, or in the test environment of 60℃×90%RH×750hr After the next durability test, no blistering and falling off. The adhesive composition according to claim 1 or 2, wherein (C) contains a hydroxyl group and/or with respect to the total of 100 parts by weight of the (A), the (B) and the (D) Or a carboxyl-copolymerizable vinyl monomer containing at least one selected from the group consisting of hydroxyl-containing copolymerizable monomers and carboxyl-containing copolymerizable monomers in a ratio of 0.1 to 5 parts by weight, the hydroxyl-containing Copolymerizable monomers are selected from 8-hydroxyoctyl (meth)acrylate, 6-hydroxyhexyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate , N-hydroxyl (meth)acrylamide, N-hydroxymethyl (meth)acrylamide, N-hydroxyethyl (meth)acrylamide at least one of the compound group, the carboxyl group The copolymerizable monomer is selected from (meth)acrylic acid, carboxyethyl (meth)acrylate, carboxypentyl (meth)acrylate, 2-(meth)acryloxyethylhexahydrophthalic acid Dicarboxylic acid, 2-(meth)acryloxypropylhexahydrophthalic acid, 2-(meth)acryloxyethylphthalic acid, 2-(methyl)propane Acryloxyethylsuccinic acid, 2-(meth)acryloxyethylmaleic acid, carboxypolycaprolactone mono(meth)acrylate, 2-(meth)acryloxyethyl At least one or more of the compound group consisting of tetrahydrophthalic acid. The adhesive composition as described in item 1 or 2 of the scope of the patent application, wherein, at least one of the (E) selected from alkoxy-containing vinyl monomers and nitrogen-containing vinyl monomers is selected from ( Alkoxyalkyl meth)acrylates, alkoxypolyalkylene glycol mono(meth)acrylates, N-vinyl substituted lactams, dialkyl substituted aminoalkyl(methyl) At least one of acrylamide, dialkyl-substituted aminoalkyl (meth)acrylate, and dialkyl-substituted (meth)acrylamide, relative to the (A) and the (B) and the ( D) is 100 parts by weight in total, and the adhesive composition contains at least one selected from (E) alkoxy-containing vinyl monomers and nitrogen-containing vinyl monomers in a ratio of 1 to 20 parts by weight. The adhesive composition as described in claim 1 or 2 of the patent claims, wherein the (F) antistatic agent is an ionic compound other than an alkali metal salt with a melting point of 25°C to 90°C. The adhesive composition as described in claim 1 or 2 of the patent application, wherein the initial surface resistivity of the adhesive layer and the surface resistivity after a durability test in a test environment of 85°C×750hr All are below 1.0×10 ⁺⁹ Ω/□. An adhesive film, characterized in that it is formed by laminating an adhesive layer formed by cross-linking the adhesive composition described in any one of claims 1 to 7 of the patent application on one side of a resin film. An adhesive film for a polarizer, which uses the adhesive film described in item 8 of the patent application. The adhesive film for a polarizer as described in claim 9 of the patent application, wherein it is used for laminating the polarizer and the In-cell panel. An adhesive film, characterized in that an adhesive layer formed by cross-linking the adhesive composition described in any one of items 1 to 7 of the scope of application is formed on the release film with a thickness of 1 μm to 25 μm Single-sided, release film/adhesive layer/release film structure. An optical film with an adhesive layer, characterized in that the adhesive layer formed by cross-linking the adhesive composition described in any one of items 1 to 7 of the scope of the patent application is on at least one surface of the optical film The structure of release film/adhesive layer/optical film is laminated on top. A polarizing plate with an adhesive layer, characterized in that the adhesive layer formed by cross-linking the adhesive composition described in any one of items 1 to 7 of the scope of application is on one side of the polarizing plate Laminated, release film/adhesive layer/polarizer structure. A liquid crystal panel, characterized in that it uses the polarizer with an adhesive layer as described in item 13 of the scope of application. An In-cell liquid crystal panel is characterized in that it uses a polarizer with an adhesive layer as described in item 13 of the patent application.