JP2018156094A - Polarizing film with adhesive layer and image display device - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a polarizing film with adhesive layer which has an adhesive layer that has an antistatic function even after a humidification test under a severe condition and satisfies durability, and shows little degradation of optical characteristics.SOLUTION: A polarizing film with adhesive layer has a polarizing film and an adhesive layer provided on the polarizing film, where the polarizing film has a transparent protective film on only one side of a polarizer, the adhesive layer is provided on the polarizer on a side without the transparent protective film, the adhesive layer is formed from an adhesive composition containing a (meth)acrylic polymer (A), an onium-anion salt (B1) and an alkali metal salt (B2), and in the adhesive layer, an amount of change represented by expression: amount of change ΔP(%)=(degree of polarization before charging (%))-(degree of polarization after charging (%)) determined from a degree of polarization measured before and after charging for 500 hours under condition of a constant temperature/constant humidity machine at 60°C and 95% RH satisfies 0.07 or less.SELECTED DRAWING: None

Description

  The present invention relates to a polarizing film and a polarizing film with a pressure-sensitive adhesive layer having a pressure-sensitive adhesive layer provided on the polarizing film. Furthermore, this invention relates to image display apparatuses, such as a liquid crystal display device using the said polarizing film with an adhesive layer, an organic electroluminescent display device, and PDP.

  In a liquid crystal display device or the like, it is indispensable to dispose polarizing elements on both sides of a liquid crystal cell because of its image forming method, and generally a polarizing film is attached. When sticking the said polarizing film to a liquid crystal cell, an adhesive is normally used. Moreover, since adhesion | attachment of a polarizing film and a liquid crystal cell reduces the loss of light normally, each material is closely_contact | adhered using the adhesive. In such a case, since the adhesive has the merit that a drying step is not required to fix the polarizing film, the adhesive is a polarizing film with an adhesive layer provided in advance as an adhesive layer on one side of the polarizing film. A film is generally used. A release film is usually attached to the pressure-sensitive adhesive layer of the polarizing film with a pressure-sensitive adhesive layer.

  At the time of manufacturing the liquid crystal display device, when the polarizing film with the pressure-sensitive adhesive layer is attached to the liquid crystal cell, the release film is peeled off from the pressure-sensitive adhesive layer of the polarizing film with the pressure-sensitive adhesive layer. Static electricity is generated. The static electricity generated in this way affects the orientation of the liquid crystal inside the liquid crystal display device, leading to defects. Further, display unevenness due to static electricity may occur when the liquid crystal display device is used. The generation of static electricity can be suppressed, for example, by forming an antistatic layer on the outer surface of the polarizing film, but the effect is small and there is a problem that static electricity generation cannot be fundamentally prevented. Therefore, in order to suppress the occurrence of static electricity at a fundamental position, it is required to provide an antistatic function to the adhesive layer. As means for imparting an antistatic function to the pressure-sensitive adhesive layer, for example, mixing an ionic compound with the pressure-sensitive adhesive forming the pressure-sensitive adhesive layer has been proposed (Patent Documents 1 and 2). Patent Document 1 is an ionic solid containing an imidazolium cation and an inorganic anion, and Patent Document 2 is a liquid at room temperature such as an onium salt composed of a cation having 6 to 50 carbon atoms containing a quaternary nitrogen atom and a fluorine atom-containing anion. Is blended in an acrylic pressure-sensitive adhesive used for a polarizing film. In addition, a method of providing an antistatic layer between a polarizing film and an adhesive layer using a binder of a conductive polymer such as polythiophene has been proposed (Patent Document 3). Moreover, the durability in an adhesive state is calculated | required by the polarizing film with an adhesive layer.

JP 2009-251281 A International Publication No. 2007/034533 Pamphlet JP 2003-246874 A

  In Patent Documents 1 and 2, an antistatic function is imparted by applying a pressure-sensitive adhesive layer formed of a pressure-sensitive adhesive composition containing an ionic compound to a polarizing film. In the polarizing films applied in Patent Documents 1 and 2, those having protective substrates such as transparent protective films on both sides of the polarizer are used.

  On the other hand, as a polarizing film with an adhesive layer, a transparent protective film is provided only on one side of a polarizer, and a polarizing film with an adhesive layer provided with an adhesive layer is used without providing a transparent protective film on the other side. There is a case. Such a polarizing film with a pressure-sensitive adhesive layer has a transparent protective film only on one side, so the cost for one layer of the transparent protective film can be reduced compared to the case where the transparent protective film is provided on both sides. When an antistatic function is added by adding an ionic compound, the ionic compound in the pressure-sensitive adhesive layer has a great influence on the polarizer. For example, an ionic liquid and an ionic solid are used as the ionic compound. In such a case, there is a problem that the polarizer is deteriorated and the optical characteristics are greatly lowered after the humidification test.

  Also, as in Patent Document 3, when a layer containing a conductive polymer such as polythiophene is provided on the polarizing film and the pressure-sensitive adhesive layer, the polarizer is deteriorated and the optical characteristics are deteriorated.

  The present invention provides a polarizing film with a pressure-sensitive adhesive layer having an antistatic function and a pressure-sensitive adhesive layer satisfying durability even after a humidification test under severe conditions, and having little deterioration in optical properties. With the goal.

  Moreover, this invention aims at providing the image display apparatus using the said polarizing film with an adhesive layer.

  As a result of intensive studies to solve the above problems, the present inventors have found the following polarizing film with a pressure-sensitive adhesive layer and have completed the present invention.

That is, the present invention is a polarizing film and a polarizing film with a pressure-sensitive adhesive layer having a pressure-sensitive adhesive layer provided on the polarizing film,
The polarizing film has a transparent protective film only on one side of the polarizer, the pressure-sensitive adhesive layer is provided on the polarizer on the side not having the transparent protective film, and the pressure-sensitive adhesive layer is (meta The present invention relates to a polarizing film with a pressure-sensitive adhesive layer, which is formed from a pressure-sensitive adhesive composition containing an acrylic polymer (A), an onium-anion salt (B1) and an alkali metal salt (B2).

  In the pressure-sensitive adhesive layer-attached polarizing film, the onium-anion salt (B1) is preferably an onium-fluorine-containing imide anion salt.

  In the polarizing film with an adhesive layer, the onium in the onium-anion salt (B1) is preferably at least one selected from nitrogen-containing onium, sulfur-containing onium, and phosphorus-containing onium.

  In the polarizing film with an adhesive layer, the onium in the onium-anion salt (B1) is preferably at least one selected from ammonium, pyrrolidinium, piperidinium, and sulfonium. As the onium in the onium-anion salt (B1), pyrrolidinium is particularly preferable.

  Moreover, in the said polarizing film with an adhesive layer, it is preferable that onium in the said onium-anion salt (B1) does not have an unsaturated bond.

  Moreover, in the said polarizing film with an adhesive layer, it is preferable that onium in the said onium-anion salt (B1) is alkylonium which has a C1-C4 alkyl group.

  In the said polarizing film with an adhesive layer, it is preferable to contain 0.1-10 weight part of onium-anion salt (B1) with respect to 100 weight part of (meth) acrylic-type polymers (A).

  In the pressure-sensitive adhesive layer-attached polarizing film, the alkali metal in the alkali metal salt (B2) is preferably lithium.

  The said polarizing film with an adhesive layer WHEREIN: It is preferable to contain 0.01-5 weight part of said alkali metal salt (B2) with respect to 100 weight part of (meth) acrylic-type polymers (A).

  In the above polarizing film with a pressure-sensitive adhesive layer, a polarizer having a thickness of 10 μm or less can be used.

  In the above polarizing film with a pressure-sensitive adhesive layer, the (meth) acrylic polymer (A) can preferably use a monomer unit containing an alkyl (meth) acrylate and a hydroxyl group-containing monomer.

  In the above polarizing film with a pressure-sensitive adhesive layer, the (meth) acrylic polymer (A) may preferably be one containing an alkyl (meth) acrylate and a carboxyl group-containing monomer as monomer units.

  In the polarizing film with the pressure-sensitive adhesive layer, the pressure-sensitive adhesive composition may further contain a crosslinking agent. In the pressure-sensitive adhesive composition, the crosslinking agent (C) is preferably contained in an amount of 0.01 to 20 parts by weight with respect to 100 parts by weight of the (meth) acrylic polymer (A). The crosslinking agent (C) is preferably at least one selected from an isocyanate compound and a peroxide.

  In the said polarizing film with an adhesive layer, 0.001-5 weight part of silane coupling agents (D) can further be contained with respect to 100 weight part of (meth) acrylic-type polymers (A).

  In the said polarizing film with an adhesive layer, 0.001-10 weight part of polyether modified silicone compounds can further be contained with respect to 100 weight part of (meth) acrylic-type polymers (A).

  In the pressure-sensitive adhesive layer-attached polarizing film, the weight average molecular weight of the (meth) acrylic polymer (A) is preferably 500,000 to 3,000,000.

  The present invention also relates to an image display device using at least one polarizing film with an adhesive layer.

  In an adhesive using an acrylic polymer as a base polymer, an antistatic function can be imparted by adding an ionic compound to the adhesive. In this case, it is considered that the antistatic function is efficiently expressed by bleeding out of the ionic compound on the surface of the pressure-sensitive adhesive layer. On the other hand, when the ionic compound is in contact with the polarizer, optical characteristics such as the degree of polarization may be deteriorated.

  The pressure-sensitive adhesive composition for forming the pressure-sensitive adhesive layer of the polarizing film with a pressure-sensitive adhesive layer of the present invention is ionic that can impart an antistatic function in addition to the (meth) acrylic polymer (A) that is the base polymer. As the compound, an onium-anion salt (B1) and an alkali metal salt (B2) are contained.

  In the present invention, as an ionic compound, in addition to the onium-anion salt (B1), an alkali metal salt (B2) is used in combination, so that the antistatic function and durability are maintained even after a humidification test under severe conditions. It was found that the deterioration of the polarizer can be suppressed. In particular, when the onium-anion salt (B1) is an onium-fluorine-containing imide anion salt, deterioration of the polarizer can be effectively suppressed.

  The pressure-sensitive adhesive composition forming the pressure-sensitive adhesive layer of the polarizing film with a pressure-sensitive adhesive layer of the present invention contains a (meth) acrylic polymer (A) as a base polymer. The (meth) acrylic polymer (A) usually contains an alkyl (meth) acrylate as a main component as a monomer unit. (Meth) acrylate refers to acrylate and / or methacrylate, and (meth) of the present invention has the same meaning.

  Examples of the alkyl (meth) acrylate constituting the main skeleton of the (meth) acrylic polymer (A) include linear or branched alkyl groups having 1 to 18 carbon atoms. For example, the alkyl group includes methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, amyl group, hexyl group, cyclohexyl group, heptyl group, 2-ethylhexyl group, isooctyl group, nonyl group, decyl group. Group, isodecyl group, dodecyl group, isomyristyl group, lauryl group, tridecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group, and the like. These can be used alone or in combination. The average carbon number of these alkyl groups is preferably 3-9.

  The (meth) acrylic polymer (A) has a polymerizable functional group having an unsaturated double bond such as a (meth) acryloyl group or a vinyl group for the purpose of improving adhesiveness and heat resistance. One or more copolymerization monomers can be introduced by copolymerization. Specific examples of such copolymerization monomers include, for example, 2-hydroxyethyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, (meth) acrylic acid 6 Hydroxyl group-containing monomers such as hydroxyhexyl, 8-hydroxyoctyl (meth) acrylate, 10-hydroxydecyl (meth) acrylate, 12-hydroxylauryl (meth) acrylate and (4-hydroxymethylcyclohexyl) -methyl acrylate Carboxyl group-containing monomers such as (meth) acrylic acid, carboxyethyl (meth) acrylate, carboxypentyl (meth) acrylate, itaconic acid, maleic acid, fumaric acid and crotonic acid; acid anhydrides such as maleic anhydride and itaconic anhydride Physical group-containing monomer; Caprolactone adduct of acrylic acid; styrene sulfonic acid and allyl sulfonic acid, 2- (meth) acrylamide-2-methylpropane sulfonic acid, (meth) acrylamide propane sulfonic acid, sulfopropyl (meth) acrylate, (meth) acryloyloxynaphthalene Examples thereof include sulfonic acid group-containing monomers such as sulfonic acid; phosphoric acid group-containing monomers such as 2-hydroxyethylacryloyl phosphate.

  In addition, (N-substituted) amides such as (meth) acrylamide, N, N-dimethyl (meth) acrylamide, N-butyl (meth) acrylamide, N-methylol (meth) acrylamide, N-methylolpropane (meth) acrylamide, etc. Monomer; (meth) acrylic acid aminoethyl, (meth) acrylic acid N, N-dimethylaminoethyl, (meth) acrylic acid t-butylaminoethyl and other (meth) acrylic acid alkylaminoalkyl monomers; (meth) acrylic (Meth) acrylic acid alkoxyalkyl monomers such as methoxyethyl acid and ethoxyethyl (meth) acrylate; N- (meth) acryloyloxymethylenesuccinimide, N- (meth) acryloyl-6-oxyhexamethylenesuccinimide, N- ( (Meta) acryloyl- -Succinimide monomers such as oxyoctamethylene succinimide and N-acryloylmorpholine; Maleimide monomers such as N-cyclohexylmaleimide, N-isopropylmaleimide, N-laurylmaleimide and N-phenylmaleimide; N-methylitaconimide, N-ethyl Itaconimide monomers such as itaconimide, N-butylitaconimide, N-octylitaconimide, N-2-ethylhexylitaconimide, N-cyclohexylitaconimide, N-laurylitaconimide, and the like are listed as examples of monomers for modification purposes. It is done.

  Further, as modifying monomers, vinyl acetate, vinyl propionate, N-vinyl pyrrolidone, methyl vinyl pyrrolidone, vinyl pyridine, vinyl piperidone, vinyl pyrimidine, vinyl piperazine, vinyl pyrazine, vinyl pyrrole, vinyl imidazole, vinyl oxazole, vinyl morpholine, N- Vinyl monomers such as vinylcarboxylic acid amides, styrene, α-methylstyrene, N-vinylcaprolactam; cyanoacrylate monomers such as acrylonitrile and methacrylonitrile; epoxy group-containing acrylic monomers such as glycidyl (meth) acrylate; (Meth) acrylic acid polyethylene glycol, (meth) acrylic acid polypropylene glycol, (meth) acrylic acid methoxyethylene glycol, (meth) acrylic acid meth Glycol acrylic ester monomers such as polypropylene glycol; acrylic acid ester monomers such as tetrahydrofurfuryl (meth) acrylate, fluorine (meth) acrylate, silicone (meth) acrylate and 2-methoxyethyl acrylate may also be used. it can. Furthermore, isoprene, butadiene, isobutylene, vinyl ether and the like can be mentioned.

  Furthermore, examples of the copolymerizable monomer other than the above include silane-based monomers containing silicon atoms. Examples of the silane monomer include 3-acryloxypropyltriethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, 4-vinylbutyltrimethoxysilane, 4-vinylbutyltriethoxysilane, and 8-vinyloctyltrimethoxysilane. , 8-vinyloctyltriethoxysilane, 10-methacryloyloxydecyltrimethoxysilane, 10-acryloyloxydecyltrimethoxysilane, 10-methacryloyloxydecyltriethoxysilane, 10-acryloyloxydecyltriethoxysilane, and the like.

  Moreover, as a copolymerization monomer, tripropylene glycol di (meth) acrylate, tetraethylene glycol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, bisphenol A diglycidyl ether di (meth) acrylate, neodymium Pentyl glycol di (meth) acrylate, trimethylolpropane tri (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate (Meth) acryloyl such as esterified product of (meth) acrylic acid and polyhydric alcohol such as caprolactone-modified dipentaerythritol hexa (meth) acrylate , Polyfunctional monomers having two or more unsaturated double bonds such as vinyl groups, and unsaturated groups such as (meth) acryloyl groups and vinyl groups as functional groups similar to monomer components in the backbone of polyester, epoxy, urethane, etc. Polyester (meth) acrylate, epoxy (meth) acrylate, urethane (meth) acrylate and the like to which two or more double bonds are added can also be used.

  The (meth) acrylic polymer (A) is mainly composed of alkyl (meth) acrylate in the weight ratio of all constituent monomers, and the proportion of the copolymerized monomer in the (meth) acrylic polymer (A) is particularly limited. However, the ratio of the copolymerization monomer is preferably about 0 to 20%, about 0.1 to 15%, and more preferably about 0.1 to 10% in the weight ratio of all the constituent monomers.

  Among these copolymer monomers, a hydroxyl group-containing monomer and a carboxyl group-containing monomer are preferably used from the viewpoint of adhesiveness and durability. A hydroxyl group-containing monomer and a carboxyl group-containing monomer can be used in combination. These copolymerization monomers serve as reaction points with the crosslinking agent when the pressure-sensitive adhesive composition contains a crosslinking agent. Since a hydroxyl group-containing monomer, a carboxyl group-containing monomer, and the like are rich in reactivity with an intermolecular crosslinking agent, they are preferably used for improving the cohesiveness and heat resistance of the resulting pressure-sensitive adhesive layer. A hydroxyl group-containing monomer is preferable from the viewpoint of reworkability, and a carboxyl group-containing monomer is preferable from the viewpoint of achieving both durability and reworkability.

  When the hydroxyl group-containing monomer is contained as a copolymerization monomer, the proportion is preferably 0.01 to 15% by weight, more preferably 0.03 to 10% by weight, and further preferably 0.05 to 7% by weight. . When a carboxyl group-containing monomer is contained as a copolymerization monomer, the proportion is preferably 0.05 to 10% by weight, more preferably 0.1 to 8% by weight, and further preferably 0.2 to 6% by weight. .

  As the (meth) acrylic polymer (A) of the present invention, those having a weight average molecular weight in the range of 500,000 to 3,000,000 are usually used. In view of durability, particularly heat resistance, it is preferable to use those having a weight average molecular weight of 700,000 to 2,700,000. Furthermore, it is preferable that it is 800,000-2.5 million. A weight average molecular weight of less than 500,000 is not preferable in terms of heat resistance. On the other hand, if the weight average molecular weight is more than 3 million, a large amount of dilution solvent is required to adjust the viscosity for coating, which is not preferable. The weight average molecular weight is a value measured by GPC (gel permeation chromatography) and calculated in terms of polystyrene.

  For the production of such a (meth) acrylic polymer (A), known production methods such as solution polymerization, bulk polymerization, emulsion polymerization, and various radical polymerizations can be appropriately selected. Further, the (meth) acrylic polymer (A) to be obtained may be any of a random copolymer, a block copolymer, a graft copolymer and the like.

  In solution polymerization, for example, ethyl acetate, toluene or the like is used as a polymerization solvent. As a specific example of solution polymerization, the reaction is performed under an inert gas stream such as nitrogen, and a polymerization initiator is added, and the reaction is usually performed at about 50 to 70 ° C. under reaction conditions of about 5 to 30 hours.

  The polymerization initiator, chain transfer agent, emulsifier and the like used for radical polymerization are not particularly limited and can be appropriately selected and used. In addition, the weight average molecular weight of the (meth) acrylic polymer (A) can be controlled by the amount of polymerization initiator, the amount of chain transfer agent used, and the reaction conditions, and the amount used is appropriately adjusted according to these types. The

  Examples of the polymerization initiator include 2,2′-azobisisobutyronitrile, 2,2′-azobis (2-amidinopropane) dihydrochloride, 2,2′-azobis [2- (5-methyl-2). -Imidazolin-2-yl) propane] dihydrochloride, 2,2'-azobis (2-methylpropionamidine) disulfate, 2,2'-azobis (N, N'-dimethyleneisobutylamidine), 2,2 Azo initiators such as' -azobis [N- (2-carboxyethyl) -2-methylpropionamidine] hydrate (manufactured by Wako Pure Chemical Industries, Ltd., VA-057), persulfates such as potassium persulfate and ammonium persulfate , Di (2-ethylhexyl) peroxydicarbonate, di (4-t-butylcyclohexyl) peroxydicarbonate, di-sec-butylper Xydicarbonate, t-butylperoxyneodecanoate, t-hexylperoxypivalate, t-butylperoxypivalate, dilauroyl peroxide, di-n-octanoyl peroxide, 1,1,3 3-tetramethylbutylperoxy-2-ethylhexanoate, di (4-methylbenzoyl) peroxide, dibenzoyl peroxide, t-butylperoxyisobutyrate, 1,1-di (t-hexylperoxy) Peroxides such as cyclohexane, t-butyl hydroperoxide, hydrogen peroxide, peroxides and sodium bisulfite, peroxides and sodium ascorbate Examples include combined redox initiators, but are not limited to these. It is not something.

  The polymerization initiator may be used alone or in combination of two or more, but the total content is 0.005 to 1 part by weight with respect to 100 parts by weight of the monomer. Is preferably about 0.02 to 0.5 parts by weight.

  In order to produce the (meth) acrylic polymer (A) having the weight average molecular weight using, for example, 2,2′-azobisisobutyronitrile as the polymerization initiator, the amount of the polymerization initiator used Is preferably about 0.06 to 0.2 parts by weight, more preferably about 0.08 to 0.175 parts by weight, based on 100 parts by weight of the total amount of monomer components.

  Examples of the chain transfer agent include lauryl mercaptan, glycidyl mercaptan, mercaptoacetic acid, 2-mercaptoethanol, thioglycolic acid, 2-ethylhexyl thioglycolate, and 2,3-dimercapto-1-propanol. The chain transfer agent may be used alone or in combination of two or more, but the total content is 0.1 parts by weight with respect to 100 parts by weight of the total amount of monomer components. Less than or equal to

  Examples of the emulsifier used in emulsion polymerization include anionic emulsifiers such as sodium lauryl sulfate, ammonium lauryl sulfate, sodium dodecylbenzenesulfonate, ammonium polyoxyethylene alkyl ether sulfate, sodium polyoxyethylene alkyl phenyl ether sulfate, and polyoxy Nonionic emulsifiers such as ethylene alkyl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene fatty acid ester, and polyoxyethylene-polyoxypropylene block polymer are exemplified. These emulsifiers may be used alone or in combination of two or more.

  Further, as reactive emulsifiers, as emulsifiers into which radical polymerizable functional groups such as propenyl groups and allyl ether groups are introduced, specifically, for example, Aqualon HS-10, HS-20, KH-10, BC-05 BC-10, BC-20 (all of which are manufactured by Daiichi Kogyo Seiyaku Co., Ltd.), Adekaria Soap SE10N (Asahi Denka Kogyo Co., Ltd.) Reactive emulsifiers are preferable because they are incorporated into the polymer chain after polymerization and thus have improved water resistance. The amount of the emulsifier used is more preferably 0.3 to 5 parts by weight and 0.5 to 1 part by weight from the viewpoint of polymerization stability and mechanical stability with respect to 100 parts by weight of the total amount of monomer components.

  The pressure-sensitive adhesive composition of the present invention contains the onium-anion salt (B1) and the alkali metal salt (B2) in addition to the (meth) acrylic polymer (A).

[Onium-anion salt (B1)]
The onium-anion salt (B1) relates to an “ionic compound” and is also called an ionic liquid or an ionic solid. The onium-anion salt (B1) relates to a cation-anion salt composed of a cation component and an anion component. In the present invention, among the cation-anion salts, onium-anion salts in which the cation is onium are used.

<Anion component>
Examples of the anion component include Cl ⁻ , Br ⁻ , I ⁻ , AlCl ₄ ⁻ , Al ₂ Cl ₇ ⁻ , BF ₄ ⁻ , PF ₆ ⁻ , ClO ₄ ⁻ , NO ₃ ⁻ , CH ₃ COO ⁻ , and CF ₃ COO. ⁻ , CH ₃ SO ₃ ⁻ , CF ₃ SO ₃ ⁻ , (CF ₃ SO ₂ ) ₃ C ⁻ , AsF ₆ ⁻ , SbF ₆ ⁻ , NbF ₆ ⁻ , TaF ₆ ⁻ , (CN) ₂ N ⁻ , C ₄ F _{^{9 SO 3 -, C 3 F}} 7 COO -, (CF 3 SO 2) (CF 3 CO) N -, - O 3 S (CF 2) 3 SO 3 -, or the following general formula (1) to (4) ,
(1): (C _n F _{2n + 1} SO ₂ ) ₂ N ⁻ (where n is an integer of 1 to 10),
_{(2): CF 2 (C} m F 2m SO 2) 2 N - ( where, m is an integer of from 1 to 10),
_{^{(3): - O 3 S}} (CF 2) l SO 3 - ( where, l is an integer of from 1 to 10),
^{_{(4) :( C p F 2p}} + 1 SO 2) N - (C q F 2q + 1 SO 2), ( where, p, q is an integer of from 1 to 10), in represented by ones like. Among these, an anion component containing a fluorine atom is particularly preferably used because an ionic compound having good ion dissociation properties can be obtained. In particular, the anion component is preferably a fluorine-containing imide anion.

≪Fluorine-containing imide anion≫
Examples of the fluorine-containing imide anion include an imide anion having a perfluoroalkyl group.
Specifically, among the exemplified anion components, (CF ₃ SO ₂ ) (CF ₃ CO) N ⁻ , and the general formulas (1), (2), (4),
(1): (C _n F _{2n + 1} SO ₂ ) ₂ N ⁻ (where n is an integer of 1 to 10),
_{(2): CF 2 (C} m F 2m SO 2) 2 N - ( where, m is an integer of from 1 to 10),
^{_{(4) :( C p F 2p}} + 1 SO 2) N - (C q F 2q + 1 SO 2), ( where, p, q is an integer of from 1 to 10), in represented by ones like. These fluorine-containing imide anions are preferably used because an ionic compound having a good ion dissociation property can be obtained. In addition, the fluorine-containing imide anion having a fluorinated alkyl group having 1 to 4 carbon atoms or a fluorinated alkylene group is preferable in that the surface resistance value can be controlled small and static electricity unevenness is suppressed. As the fluorine-containing imide anion, (perfluoroalkylsulfonyl) imide represented by the general formula (1) such as (CF ₃ SO ₂ ) ₂ N ⁻ , (C ₂ F ₅ SO ₂ ) ₂ N ⁻ , etc. is preferable. In particular, (trifluoromethanesulfonyl) imide represented by (CF ₃ SO ₂ ) ₂ N ⁻ is preferable.

<Onium>
The onium constituting the cation moiety in the onium-anion salt (B1) is one in which atoms that become onium ions are protonated. In addition, the onium of the present invention is preferably one in which an onium salt is not formed by an unsaturated bond such as a double bond or a triple bond from the viewpoint of suppressing polarizer deterioration. That is, the onium of the present invention is preferably an organic onium having an onium ion formed by substitution with an organic group or the like.

  Examples of the organic group in the organic onium include an alkyl group, an alkoxyl group, and an alkenyl group. Among these, in order to suppress the polarizer deterioration, those having no unsaturated bond are preferable. Although carbon number of an alkyl group can be selected from 1-12, for example, Preferably it is 1-8, More preferably, it is 1-4. As organic onium, it is preferable that all the substituents are alkylonium which has a C1-C4 alkyl group. The alkyl group can be linear or branched, but is preferably linear. Moreover, when organic onium has a cyclic structure, it is preferable that onium has a 5-membered ring or a 6-membered ring, and another substituent is a C1-C4 alkyl group.

  The onium is not particularly limited, and examples thereof include nitrogen-containing onium, sulfur-containing onium, and phosphorus-containing onium. Of these, nitrogen-containing onium and sulfur-containing onium are preferred.

  As the nitrogen-containing onium, ammonium cation, piperidinium cation, pyrrolidinium cation, pyridinium cation, cation having pyrroline skeleton, cation having pyrrole skeleton, imidazolium cation, tetrahydropyrimidinium cation, dihydropyrimidinium cation, Examples include pyrazolium cation and pyrazolinium cation. Among these, ammonium cations, piperidinium cations, and pyrrolidinium cations are preferable from the viewpoint of polarizer deterioration, and pyrrolidinium is particularly preferable. As specific nitrogen-containing oniums, tetraalkylammonium cations, alkylpiperidinium cations, and alkylpyrrolidinium cations are preferable.

  Examples of the sulfur-containing onium include a sulfonium cation. Examples of phosphorus-containing phosphonium include phosphonium cations.

  As the onium-anion salt (B1), a compound comprising a combination of the onium component and the anion component is appropriately selected and used. In the present invention, among the onium-anion salts (B1), an onium-fluorine-containing imide anion salt in which the anion is a fluorine-containing imide anion is preferable.

  As a specific example of the onium-fluorine-containing imide anion salt, a compound composed of a combination of the onium component and the fluorine-containing imide anion component is appropriately selected and used. From a nitrogen-containing onium salt, a sulfur-containing onium salt, and a phosphorus-containing onium salt Any one selected from the above is preferably used. Furthermore, at least one selected from ammonium salts, pyrrolidinium salts, piperidinium salts and sulfonium salts is preferably used.

  For example, 1-butyl-3-methylpyridinium bis (trifluoromethanesulfonyl) imide, 1-butyl-3-methylpyridinium bis (pentafluoroethanesulfonyl) imide, 1-ethyl-3-methylimidazolium bis (trifluoromethanesulfonyl) Imido, 1-ethyl-3-methylimidazolium bis (pentafluoroethanesulfonyl) imide, 1-butyl-3-methylimidazolium bis (trifluoromethanesulfonyl) imide, 1,2-dimethyl-3-propylimidazolium bis ( Trifluoromethanesulfonyl) imide, tetrahexylammonium bis (trifluoromethanesulfonyl) imide, diallyldimethylammonium bis (trifluoromethanesulfonyl) imide, diallyldimethylammonium (Pentafluoroethanesulfonyl) imide, N, N-diethyl-N-methyl-N- (2-methoxyethyl) ammonium bis (trifluoromethanesulfonyl) imide, N, N-diethyl-N-methyl-N- (2 -Methoxyethyl) ammonium bis (pentafluoroethanesulfonyl) imide, glycidyltrimethylammonium bis (trifluoromethanesulfonyl) imide, glycidyltrimethylammonium bis (pentafluoroethanesulfonyl) imide, N, N-dimethyl-N-ethyl-N-propyl Ammonium bis (trifluoromethanesulfonyl) imide, N, N-dimethyl-N-ethyl-N-butylammonium bis (trifluoromethanesulfonyl) imide, N, N-dimethyl-N-ethyl-N-pentylan Ni-bis (trifluoromethanesulfonyl) imide, N, N-dimethyl-N-ethyl-N-hexylammonium bis (trifluoromethanesulfonyl) imide, N, N-dimethyl-N-ethyl-N-heptylammonium bis (trifluoromethanesulfonyl) ) Imide, N, N-dimethyl-N-ethyl-N-nonylammonium bis (trifluoromethanesulfonyl) imide, N, N-dimethyl-N, N-dipropylammonium bis (trifluoromethanesulfonyl) imide, N, N- Dimethyl-N-propyl-N-butylammonium bis (trifluoromethanesulfonyl) imide, N, N-dimethyl-N-propyl-N-pentylammonium bis (trifluoromethanesulfonyl) imide, N, N-dimethyl-N-propyl- N -Hexylammonium bis (trifluoromethanesulfonyl) imide, N, N-dimethyl-N-propyl-N-heptylammonium bis (trifluoromethanesulfonyl) imide, N, N-dimethyl-N-butyl-N-hexylammonium bis (trifluoro) Romethanesulfonyl) imide, N, N-dimethyl-N-butyl-N-heptylammonium bis (trifluoromethanesulfonyl) imide, N, N-dimethyl-N-pentyl-N-hexylammonium bis (trifluoromethanesulfonyl) imide, N , N-dimethyl-N, N-dihexylammonium bis (trifluoromethanesulfonyl) imide, trimethylheptylammonium bis (trifluoromethanesulfonyl) imide, N, N-diethyl-N-methyl-N-pro Ruammonium bis (trifluoromethanesulfonyl) imide, N, N-diethyl-N-methyl-N-pentylammonium bis (trifluoromethanesulfonyl) imide, N, N-diethyl-N-methyl-N-heptylammonium bis (trifluoromethane) Sulfonyl) imide, N, N-diethyl-N-propyl-N-pentylammonium bis (trifluoromethanesulfonyl) imide, triethylpropylammonium bis (trifluoromethanesulfonyl) imide, triethylpentylammonium bis (trifluoromethanesulfonyl) imide, triethylheptyl Ammonium bis (trifluoromethanesulfonyl) imide, N, N-dipropyl-N-methyl-N-ethylammonium bis (trifluoromethanesulfonyl) Imido, N, N-dipropyl-N-methyl-N-pentylammonium bis (trifluoromethanesulfonyl) imide, N, N-dipropyl-N-butyl-N-hexylammonium bis (trifluoromethanesulfonyl) imide, N, N -Dipropyl-N, N-dihexylammonium bis (trifluoromethanesulfonyl) imide, N, N-dibutyl-N-methyl-N-pentylammonium bis (trifluoromethanesulfonyl) imide, N, N-dibutyl-N-methyl-N -Hexylammonium bis (trifluoromethanesulfonyl) imide, trioctylmethylammonium bis (trifluoromethanesulfonyl) imide, N-methyl-N-ethyl-N-propyl-N-pentylammonium bis (trifluoromethanesulfonate) E) imide, and the like. As these commercially available products, for example, “CIL-314” (manufactured by Nippon Carlit Co., Ltd.), “ILA2-1” (manufactured by Koei Chemical Co., Ltd.) and the like can be used.

  Also, for example, tetramethylammonium bis (trifluoromethanesulfonyl) imide, trimethylethylammonium bis (trifluoromethanesulfonyl) imide, trimethylbutylammonium bis (trifluoromethanesulfonyl) imide, trimethylpentylammonium bis (trifluoromethanesulfonyl) imide, trimethylheptyl Ammonium bis (trifluoromethanesulfonyl) imide, trimethyloctylammonium bis (trifluoromethanesulfonyl) imide, tetraethylammonium bis (trifluoromethanesulfonyl) imide, triethylbutylammonium bis (trifluoromethanesulfonyl) imide, tetrabutylammonium bis (trifluoromethanesulfonyl) Imide, tetrahex Le ammonium bis (trifluoromethanesulfonyl) imide, and the like.

  Further, for example, 1-dimethylpyrrolidinium bis (trifluoromethanesulfonyl) imide, 1-methyl-1-ethylpyrrolidinium bis (trifluoromethanesulfonyl) imide, 1-methyl-1-propylpyrrolidinium bis (trifluoromethane) Sulfonyl) imide, 1-methyl-1-butylpyrrolidinium bis (trifluoromethanesulfonyl) imide, 1-methyl-1-pentylpyrrolidinium bis (trifluoromethanesulfonyl) imide, 1-methyl-1-hexylpyrrolidinium Bis (trifluoromethanesulfonyl) imide, 1-methyl-1-heptylpyrrolidinium bis (trifluoromethanesulfonyl) imide, 1-ethyl-1-propylpyrrolidinium bis (trifluoromethanesulfonyl) imide, 1-ethyl- -Butyl pyrrolidinium bis (trifluoromethanesulfonyl) imide, 1-ethyl-1-pentylpyrrolidinium bis (trifluoromethanesulfonyl) imide, 1-ethyl-1-hexylpyrrolidinium bis (trifluoromethanesulfonyl) imide, 1-ethyl-1-heptylpyrrolidinium bis (trifluoromethanesulfonyl) imide, 1,1-dipropylpyrrolidinium bis (trifluoromethanesulfonyl) imide, 1-propyl-1-butylpyrrolidinium bis (trifluoromethane) Sulfonyl) imide, 1,1-dibutylpyrrolidinium bis (trifluoromethanesulfonyl) imide, 1-propylpiperidinium bis (trifluoromethanesulfonyl) imide, 1-pentylpiperidinium bis (trifluoromethane) Sulfonyl) imide, 1,1-dimethylpiperidinium bis (trifluoromethanesulfonyl) imide, 1-methyl-1-ethylpiperidinium bis (trifluoromethanesulfonyl) imide, 1-methyl-1-propylpiperidinium bis ( Trifluoromethanesulfonyl) imide, 1-methyl-1-butylpiperidinium bis (trifluoromethanesulfonyl) imide, 1-methyl-1-pentylpiperidinium bis (trifluoromethanesulfonyl) imide, 1-methyl-1-hexylpi Peridinium bis (trifluoromethanesulfonyl) imide, 1-methyl-1-heptylpiperidinium bis (trifluoromethanesulfonyl) imide, 1-ethyl-1-propylpiperidinium bis (trifluoromethanesulfonyl) imide, 1- Ethyl-1-butylpiperidinium bis (trifluoromethanesulfonyl) imide, 1-ethyl-1-pentylpiperidinium bis (trifluoromethanesulfonyl) imide, 1-ethyl-1-hexylpiperidinium bis (trifluoromethanesulfonyl) Imido, 1-ethyl-1-heptylpiperidinium bis (trifluoromethanesulfonyl) imide, 1,1-dipropylpiperidinium bis (trifluoromethanesulfonyl) imide, 1-propyl-1-butylpiperidinium bis (trifluoro) Lomethanesulfonyl) imide, 1,1-dibutylpiperidinium bis (trifluoromethanesulfonyl) imide, 1,1-dimethylpyrrolidinium bis (pentafluoroethanesulfonyl) imide, 1-methyl-1-ethylpyrrolidinium (Pentafluoroethanesulfonyl) imide, 1-methyl-1-propylpyrrolidinium bis (pentafluoroethanesulfonyl) imide, 1-methyl-1-butylpyrrolidinium bis (pentafluoroethanesulfonyl) imide, 1-methyl -1-pentylpyrrolidinium bis (pentafluoroethanesulfonyl) imide, 1-methyl-1-hexylpyrrolidinium bis (pentafluoroethanesulfonyl) imide, 1-methyl-1-heptylpyrrolidinium bis (pentafluoro) Ethanesulfonyl) imide, 1-ethyl-1-propylpyrrolidinium bis (pentafluoroethanesulfonyl) imide, 1-ethyl-1-butylpyrrolidinium bis (pentafluoroethanesulfonyl) imide, 1-ethyl-1-pentyl Pyrrolidine Bis (pentafluoroethanesulfonyl) imide, 1-ethyl-1-hexylpyrrolidinium bis (pentafluoroethanesulfonyl) imide, 1-ethyl-1-heptylpyrrolidinium bis (pentafluoroethanesulfonyl) imide, 1, 1-dipropylpyrrolidinium bis (pentafluoroethanesulfonyl) imide, 1-propyl-1-butylpyrrolidinium bis (pentafluoroethanesulfonyl) imide, 1,1-dibutylpyrrolidinium bis (pentafluoroethanesulfonyl) Imido, 1-propylpiperidinium bis (pentafluoroethanesulfonyl) imide, 1-pentylpiperidinium bis (pentafluoroethanesulfonyl) imide, 1,1-dimethylpiperidinium bis (pentafluoroethanesulfonyl) i 1-methyl-1-ethylpiperidinium bis (pentafluoroethanesulfonyl) imide, 1-methyl-1-propylpiperidinium bis (pentafluoroethanesulfonyl) imide, 1-methyl-1-butylpiperidinium Bis (pentafluoroethanesulfonyl) imide, 1-methyl-1-pentylpiperidinium bis (pentafluoroethanesulfonyl) imide, 1-methyl-1-hexylpiperidinium bis (pentafluoroethanesulfonyl) imide, 1-methyl -1 heptylpiperidinium bis (pentafluoroethanesulfonyl) imide, 1-ethyl-1-propylpiperidinium bis (pentafluoroethanesulfonyl) imide, 1-ethyl-1-heptylpiperidinium bis (pentafluoroethane) Sulfonyl) imi , 1-ethyl-1-pentylpiperidinium bis (pentafluoroethanesulfonyl) imide, 1-ethyl-1-hexylpiperidinium bis (pentafluoroethanesulfonyl) imide, 1-ethyl-1-heptylpi Peridinium bis (pentafluoroethanesulfonyl) imide, 1-propyl-1-butylpiperidinium bis (pentafluoroethanesulfonyl) imide, 1,1-dipropylpiperidinium bis (pentafluoroethanesulfonyl) imide, 1, Examples include 1-dibutylpiperidinium bis (pentafluoroethanesulfonyl) imide.

  Also, instead of the onium component of the above compound, trimethylsulfonium cation, triethylsulfonium cation, tributylsulfonium cation, trihexylsulfonium cation, diethylmethylsulfonium cation, dibutylethylsulfonium cation, dimethyldecylsulfonium cation, tetramethylphosphonium cation, tetraethylphosphonium cation Examples thereof include compounds using a cation, a tetrabutylphosphonium cation, and a tetrahexylphosphonium cation.

  Further, instead of the above bis (trifluoromethanesulfonyl) imide, bis (pentafluorosulfonyl) imide, bis (heptafluoropropanesulfonyl) imide, bis (nonafluorobutanesulfonyl) imide, trifluoromethanesulfonyl nonafluorobutanesulfonylimide, And compounds using heptafluoropropanesulfonyl trifluoromethanesulfonylimide, pentafluoroethanesulfonylnonafluorobutanesulfonylimide, cyclo-hexafluoropropane-1,3-bis (sulfonyl) imide anion, and the like.

  As the onium-anion salt (B1) other than the onium-fluorine-containing imide anion salt, a compound comprising a combination of the onium component and an anion component other than the fluorine-containing imide anion salt is appropriately selected and used. For example, 1-butylpyridinium tetrafluoroborate, 1-butylpyridinium hexafluorophosphate, 1-butyl-3-methylpyridinium tetrafluoroborate, 1-butyl-3-methylpyridinium trifluoromethanesulfonate, 1-hexylpyridinium tetrafluoroborate 2-methyl-1-pyrroline tetrafluoroborate, 1-ethyl-2-phenylindole tetrafluoroborate, 1,2-dimethylindole tetrafluoroborate, 1-ethylcarbazole tetrafluoroborate, 1-ethyl-3-methylimidazo 1-ethyl-3-methylimidazolium acetate, 1-ethyl-3-methylimidazolium trifluoroacetate, 1-ethyl-3-methyl Imidazolium heptafluorobutyrate, 1-ethyl-3-methylimidazolium trifluoromethanesulfonate, 1-ethyl-3-methylimidazolium perfluorobutanesulfonate, 1-ethyl-3-methylimidazolium dicyanamide, 1-ethyl-3 -Methylimidazolium tris (trifluoromethanesulfonyl) methide, 1-butyl-3-methylimidazolium tetrafluoroborate, 1-butyl-3-methylimidazolium hexafluorophosphate, 1-butyl-3-methylimidazolium trifluoroacetate 1-butyl-3-methylimidazolium heptafluorobutyrate, 1-butyl-3-methylimidazolium trifluoromethanesulfonate, 1-butyl-3-methylimidazolium perf Orobutanesulfonate, 1-hexyl-3-methylimidazolium bromide, 1-hexyl-3-methylimidazolium chloride, 1-hexyl-3-methylimidazolium tetrafluoroborate, 1-hexyl-3-methyl Imidazolium hexafluorophosphate, 1-hexyl-3-methylimidazolium trifluoromethanesulfonate, 1-octyl-3-methylimidazolium tetrafluoroborate, 1-octyl-3-methylimidazolium hexafluorophosphate, 1-hexyl -2,3-dimethylimidazolium tetrafluoroborate, 1-methylpyrazolium tetrafluoroborate, 3-methylpyrazolium tetrafluoroborate, diallyldimethylammonium tetrafluoroborate, diary Didimethylammonium trifluoromethanesulfonate, N, N-diethyl-N-methyl-N- (2-methoxyethyl) ammonium tetrafluoroborate, N, N-diethyl-N-methyl-N- (2-methoxyethyl) ammonium trifluoro L-methanesulfonate, 1-butylpyridinium (trifluoromethanesulfonyl) trifluoroacetamide, 1-butyl-3-methylpyridinium (trifluoromethanesulfonyl) trifluoroacetamide, 1-ethyl-3-methylimidazolium (trifluoromethanesulfonyl) trifluoroacetamide N, N-diethyl-N-methyl-N- (2-methoxyethyl) ammonium (trifluoromethanesulfonyl) trifluoroacetamide, diallyldimethylammonium Trifluoromethanesulfonyl) trifluoroacetamide, glycidyl trimethyl ammonium (trifluoromethanesulfonyl) trifluoroacetamide, 1-butyl-3-methyl-pyridin-1-ium trifluoromethanesulfonate and the like.

  As for the ratio of onium-anion salt (B1) in the adhesive composition of this invention, 0.1-10 weight part is preferable with respect to 100 weight part of (meth) acrylic-type polymers (A). When the onium-anion salt (B1) is less than 0.1 part by weight, the effect of improving the antistatic performance may not be sufficient. The onium-anion salt (B1) is preferably 0.2 parts by weight or more, and more preferably 0.5 parts by weight or more. On the other hand, if the amount of the onium-anion salt (B1) is more than 10 parts by weight, the durability may not be sufficient. The onium-anion salt (B1) is preferably 7 parts by weight or less, preferably 5 parts by weight or less, preferably 4 parts by weight or less, and more preferably 2 parts by weight or less. The ratio of the onium-anion salt (B1) can be set within a preferable range by adopting the upper limit value or the lower limit value.

[Alkali metal salt (B2)]
As the alkali metal salt (B2), organic salts and inorganic salts of alkali metals can be used.

  Examples of the alkali metal ions constituting the cation part of the alkali metal salt (B2) include lithium, sodium and potassium ions. Of these alkali metal ions, lithium ions are preferred.

The anion part of the alkali metal salt may be composed of an organic material or an inorganic material. Examples of the anion part constituting the organic salt include CH ₃ COO ⁻ , CF ₃ COO ⁻ , CH ₃ SO ₃ ⁻ , CF ₃ SO ₃ ⁻ , (CF ₃ SO ₂ ) ₃ C ⁻ , and C ₄ F ₉ SO _{3. ^{-, C 3 F 7 COO -}} , (CF 3 SO 2) (CF 3 CO) N -, - O 3 S (CF 2) 3 SO 3 -, PF 6 -, CO 3 2-, or the following general formula ( 1) to (4),
(1): (C _n F _{2n + 1} SO ₂ ) ₂ N ⁻ (where n is an integer of 1 to 10),
_{(2): CF 2 (C} m F 2m SO 2) 2 N - ( where, m is an integer of from 1 to 10),
^{_{(3): - O 3 S}} (CF 2) l SO 3 - ( where, l is an integer of from 1 to 10),
^{_{(4) :( C p F 2p}} + 1 SO 2) N - (C q F 2q + 1 SO 2), ( where, p, q is an integer of from 1 to 10), in represented by ones like. In particular, an anion moiety containing a fluorine atom is preferably used because an ionic compound having good ion dissociation properties can be obtained. The anion part constituting the inorganic salt includes Cl ⁻ , Br ⁻ , I ⁻ , AlCl ₄ ⁻ , Al ₂ Cl ₇ ⁻ , BF ₄ ⁻ , PF ₆ ⁻ , ClO ₄ ⁻ , NO ₃ ⁻ , AsF ₆ ⁻ , SbF. ₆ ⁻ , NbF ₆ ⁻ , TaF ₆ ⁻ , (CN) ₂ N ⁻ , and the like are used. As the anion moiety, (perfluoroalkylsulfonyl) imide represented by the general formula (1) such as (CF ₃ SO ₂ ) ₂ N ⁻ , (C ₂ F ₅ SO ₂ ) ₂ N ⁻ , and the like is preferable. (Trifluoromethanesulfonyl) imide represented by CF ₃ SO ₂ ) ₂ N ⁻ is preferable.

Specific examples of the alkali metal organic salt include sodium acetate, sodium alginate, sodium lignin sulfonate, sodium toluenesulfonate, LiCF ₃ SO ₃ , Li (CF ₃ SO ₂ ) ₂ N, Li (CF ₃ SO ₂ ) ₂ N, Li (C ₂ F ₅ SO ₂ ) ₂ N, Li (C ₄ F ₉ SO ₂ ) ₂ N, Li (CF ₃ SO ₂ ) ₃ C, KO ₃ S (CF ₂ ) ₃ SO ₃ K, _{LiO 3 S (CF 2) 3} SO 3 K , and the like, among these _{LiCF 3 SO 3, Li (CF} 3 SO 2) 2 N, Li (C 2 F 5 SO 2) 2 N, Li (C 4 F ₉ SO ₂ ) ₂ N, Li (CF ₃ SO ₂ ) ₃ C and the like are preferable, and Li (CF ₃ SO ₂ ) ₂ N, Li (C ₂ F ₅ SO ₂ ) ₂ N, Li (C ₄ F ₉ SO _{2) 2} Fluorine-containing lithium imide salt is more preferably equal, particularly (perfluoroalkyl sulfonyl) imide lithium salts are preferred.

  Examples of the alkali metal inorganic salt include lithium perchlorate and lithium iodide.

  The proportion of the alkali metal salt (B2) in the pressure-sensitive adhesive composition of the present invention is preferably 0.01 to 5 parts by weight with respect to 100 parts by weight of the (meth) acrylic polymer (A). When the alkali metal salt (B2) is less than 0.1 parts by weight, the deterioration of the polarizer after the humidification test under severe conditions may not be sufficiently suppressed. The alkali metal salt (B2) is preferably 0.05 parts by weight or more, and more preferably 0.1 parts by weight or more. On the other hand, if the amount of the alkali metal salt (B2) is more than 10 parts by weight, the effect of improving the antistatic performance after a humid test under severe conditions may not be sufficient. The alkali metal salt (B2) is preferably 1 part by weight or less, and more preferably 0.5 parts by weight or less. The ratio of the alkali metal salt (B2) can be set within a preferable range by adopting the upper limit value or the lower limit value.

  Furthermore, the pressure-sensitive adhesive composition of the present invention can contain a crosslinking agent (C). As the crosslinking agent (C), an organic crosslinking agent or a polyfunctional metal chelate can be used. Examples of the organic crosslinking agent include an isocyanate crosslinking agent, a peroxide crosslinking agent, an epoxy crosslinking agent, and an imine crosslinking agent. A polyfunctional metal chelate is one in which a polyvalent metal is covalently or coordinately bonded to an organic compound. Examples of polyvalent metal atoms include Al, Cr, Zr, Co, Cu, Fe, Ni, V, Zn, In, Ca, Mg, Mn, Y, Ce, Sr, Ba, Mo, La, Sn, Ti, and the like. Can be mentioned. Examples of the atom in the organic compound that is covalently bonded or coordinated include an oxygen atom, and examples of the organic compound include an alkyl ester, an alcohol compound, a carboxylic acid compound, an ether compound, and a ketone compound.

  As the crosslinking agent (C), an isocyanate-based crosslinking agent and / or a peroxide-type crosslinking agent is preferable. Examples of the compounds related to the isocyanate-based crosslinking agent include isocyanate monomers such as tolylene diisocyanate, chlorophenylene diisocyanate, tetramethylene diisocyanate, xylylene diisocyanate, diphenylmethane diisocyanate, hydrogenated diphenylmethane diisocyanate, and these isocyanate monomers. Examples include isocyanate compounds added with trimethylolpropane, isocyanurates, burette compounds, and urethane prepolymer isocyanates such as polyether polyols, polyester polyols, acrylic polyols, polybutadiene polyols, and polyisoprene polyols that have undergone addition reactions. be able to. Particularly preferred is a polyisocyanate compound, which is one or a polyisocyanate compound derived from one selected from the group consisting of hexamethylene diisocyanate, hydrogenated xylylene diisocyanate, and isophorone diisocyanate. Here, hexamethylene diisocyanate, hydrogenated xylylene diisocyanate, isophorone diisocyanate, polyol-modified is selected from the group consisting of hexamethylene diisocyanate, hydrogenated xylylene diisocyanate, and isophorone diisocyanate or a polyisocyanate compound derived therefrom. Examples include hexamethylene diisocyanate, polyol-modified hydrogenated xylylene diisocyanate, trimer-type hydrogenated xylylene diisocyanate, and polyol-modified isophorone diisocyanate. The exemplified polyisocyanate compound is preferable because the reaction with a hydroxyl group proceeds rapidly, particularly using an acid or base contained in the polymer as a catalyst, and thus contributes to the speed of crosslinking.

  As the peroxide, any radical active species can be used as long as it generates radical active species by heating or light irradiation to advance the crosslinking of the base polymer of the pressure-sensitive adhesive composition. However, in consideration of workability and stability. It is preferable to use a peroxide having a one-minute half-life temperature of 80 ° C. to 160 ° C., and more preferable to use a peroxide having a 90 ° C. to 140 ° C.

  Examples of peroxides that can be used include di (2-ethylhexyl) peroxydicarbonate (1 minute half-life temperature: 90.6 ° C.), di (4-t-butylcyclohexyl) peroxydicarbonate (1 Minute half-life temperature: 92.1 ° C.), di-sec-butyl peroxydicarbonate (1 minute half-life temperature: 92.4 ° C.), t-butyl peroxyneodecanoate (1 minute half-life temperature: 103 0.5 ° C), t-hexyl peroxypivalate (1 minute half-life temperature: 109.1 ° C), t-butyl peroxypivalate (1 minute half-life temperature: 110.3 ° C), dilauroyl peroxide ( 1 minute half-life temperature: 116.4 ° C.), di-n-octanoyl peroxide (1 minute half-life temperature: 117.4 ° C.), 1,1,3,3-tetramethylbutyl Oxy-2-ethylhexanoate (1 minute half-life temperature: 124.3 ° C), di (4-methylbenzoyl) peroxide (1 minute half-life temperature: 128.2 ° C), dibenzoyl peroxide (half-minute for 1 minute) Period temperature: 130.0 ° C.), t-butyl peroxyisobutyrate (1 minute half-life temperature: 136.1 ° C.), 1,1-di (t-hexylperoxy) cyclohexane (1 minute half-life temperature: 149.2 ° C.). Especially, since the crosslinking reaction efficiency is excellent, di (4-t-butylcyclohexyl) peroxydicarbonate (1 minute half-life temperature: 92.1 ° C.), dilauroyl peroxide (1 minute half-life temperature: 116. 4 ° C), dibenzoyl peroxide (1 minute half-life temperature: 130.0 ° C) and the like are preferably used.

  The peroxide half-life is an index representing the decomposition rate of the peroxide, and means the time until the remaining amount of peroxide is reduced to half. The decomposition temperature for obtaining a half-life at an arbitrary time and the half-life time at an arbitrary temperature are described in the manufacturer catalog, for example, “Organic peroxide catalog 9th edition by Nippon Oil & Fats Co., Ltd.” (May 2003) ".

  The amount of the crosslinking agent (C) used is preferably 0.01 to 20 parts by weight, more preferably 0.03 to 10 parts by weight, with respect to 100 parts by weight of the (meth) acrylic polymer (A). If the crosslinking agent (C) is less than 0.01 parts by weight, the cohesive force of the pressure-sensitive adhesive tends to be insufficient, and foaming may occur during heating. On the other hand, if it exceeds 20 parts by weight, the moisture resistance is sufficient. Instead, peeling easily occurs in a reliability test or the like.

  The isocyanate-based crosslinking agent may be used singly or as a mixture of two or more, but the total content thereof is the (meth) acrylic polymer (A) 100 The polyisocyanate compound crosslinking agent is preferably contained in an amount of 0.01 to 2 parts by weight, more preferably 0.02 to 2 parts by weight, more preferably 0.05 to 1.5 parts by weight. More preferably, it is contained in parts by weight. It can be appropriately contained in consideration of cohesive force and prevention of peeling in a durability test.

  The peroxide may be used alone or as a mixture of two or more, but the total content is 100 weight of the (meth) acrylic polymer (A). The content of the peroxide is 0.01 to 2 parts by weight, preferably 0.04 to 1.5 parts by weight, more preferably 0.05 to 1 part by weight. . In order to adjust processability, reworkability, cross-linking stability, peelability, and the like, it is appropriately selected within this range.

  In addition, as a measuring method of the peroxide decomposition amount which remained after the reaction process, it can measure by HPLC (high performance liquid chromatography), for example.

  More specifically, for example, about 0.2 g of the pressure-sensitive adhesive composition after the reaction treatment is taken out, immersed in 10 ml of ethyl acetate, extracted by shaking at 25 ° C. and 120 rpm for 3 hours with a shaker, and then at room temperature. Leave for 3 days. Next, 10 ml of acetonitrile was added, shaken at 120 rpm at 25 ° C. for 30 minutes, and about 10 μl of the extract obtained by filtration through a membrane filter (0.45 μm) was injected into the HPLC for analysis. The amount of peroxide can be set.

  Furthermore, the pressure-sensitive adhesive composition of the present invention can contain a silane coupling agent (D). The durability can be improved by using the silane coupling agent (D). Specific examples of the silane coupling agent include 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyltriethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, 2- (3, Epoxy group-containing silane coupling agents such as 4-epoxycyclohexyl) ethyltrimethoxysilane, 3-aminopropyltrimethoxysilane, N-2- (aminoethyl) -3-aminopropylmethyldimethoxysilane, 3-triethoxysilyl- Amino group-containing silane coupling agents such as N- (1,3-dimethylbutylidene) propylamine, N-phenyl-γ-aminopropyltrimethoxysilane, 3-acryloxypropyltrimethoxysilane, 3-methacryloxypropyltri (Meth) a, such as ethoxysilane Lil group-containing silane coupling agents, such as isocyanate group-containing silane coupling agents such as 3-isocyanate propyl triethoxysilane and the like.

  The silane coupling agent (D) may be used alone or as a mixture of two or more, but the total content thereof is the (meth) acrylic polymer (A) 100. The silane coupling agent is preferably 0.001 to 5 parts by weight, more preferably 0.01 to 1 part by weight, still more preferably 0.02 to 1 part by weight, and more preferably 0.05 to part by weight. -0.6 parts by weight are preferred. It is an amount that improves durability and appropriately maintains the adhesive force to an optical member such as a liquid crystal cell.

  Furthermore, a polyether-modified silicone compound can be blended in the pressure-sensitive adhesive composition of the present invention. As the polyether-modified silicone compound, for example, those disclosed in JP 2010-275522 A can be used.

The polyether-modified silicone compound has a polyether skeleton, and at least one terminal has the following general formula (1): -SiR _a M _3-a
(In the formula, R is a monovalent organic group having 1 to 20 carbon atoms which may have a substituent, M is a hydroxyl group or a hydrolyzable group, and a is an integer of 0 to 2. However, when a plurality of R are present, the plurality of R may be the same or different from each other, and when a plurality of M are present, the plurality of M may be the same or different from each other. It has a reactive silyl group represented.

As the polyether-modified silicone compound,
Formula _{(2): R a M 3} -a Si-X-Y- (AO) n -Z
(In the formula, R is a monovalent organic group having 1 to 20 carbon atoms which may have a substituent, M is a hydroxyl group or a hydrolyzable group, and a is an integer of 0 to 2. However, when a plurality of R are present, the plurality of R may be the same or different from each other, and when a plurality of M are present, the plurality of M may be the same or different from each other. Represents a linear or branched oxyalkylene group having 1 to 10 carbon atoms, n is 1 to 1700, and represents an average addition mole number of the oxyalkylene group, X is a linear or branched chain having 1 to 20 carbon atoms, Y represents a branched alkylene group, and Y represents an ether bond, an ester bond, a urethane bond, or a carbonate bond.
Z is a hydrogen atom, a monovalent hydrocarbon group having 1 to 10 carbon atoms,
Formula (2A): —Y ¹ —X—SiR _a M _3-a
(Wherein, R, M, and X are the same as above; Y ¹ represents a single bond, —CO— bond, —CONH— bond, or —COO— bond), or
Formula _{(2B): - Q {-} (OA) n -Y-X-SiR a M 3-a} m
(In the formula, R, M, X and Y are the same as described above. OA is the same as the above AO, n is the same as described above. Q is a divalent or higher valent hydrocarbon group having 1 to 10 carbon atoms. , M is the same as the valence of the hydrocarbon group. ).

  Specific examples of the polyether-modified silicone compound include, for example, MS polymer S203, S303, S810 manufactured by Kaneka Corporation; SILYL EST250, EST280; SAT10, SAT200, SAT220, SAT350, SAT400, EXCESTAR S2410, S2420 or S3430 manufactured by Asahi Glass Etc.

  Furthermore, the pressure-sensitive adhesive composition of the present invention may contain other known additives, for example, a polyalkylene glycol polyether compound such as polypropylene glycol, a colorant, a powder such as a pigment, a dye, Surfactant, plasticizer, tackifier, surface lubricant, leveling agent, softener, antioxidant, anti-aging agent, light stabilizer, UV absorber, polymerization inhibitor, inorganic or organic filler, metal It can be added as appropriate according to the application in which powder, particles, foil, etc. are used. Moreover, you may employ | adopt the redox system which added a reducing agent within the controllable range.

  The pressure-sensitive adhesive composition forms a pressure-sensitive adhesive layer. In forming the pressure-sensitive adhesive layer, it is necessary to fully consider the influence of the crosslinking treatment temperature and the crosslinking treatment time as well as adjusting the addition amount of the entire crosslinking agent. preferable.

  The crosslinking treatment temperature and the crosslinking treatment time can be adjusted depending on the crosslinking agent used. The crosslinking treatment temperature is preferably 170 ° C. or lower.

  Moreover, this crosslinking process may be performed at the temperature at the time of the drying process of an adhesive layer, and you may carry out by providing a crosslinking process process separately after a drying process.

  The crosslinking treatment time can be set in consideration of productivity and workability, but is usually about 0.2 to 20 minutes, preferably about 0.5 to 10 minutes.

  The polarizing film with the pressure-sensitive adhesive layer of the present invention is provided with a transparent protective film only on one side of the polarizer, and without providing a transparent protective film on the other side, the pressure-sensitive adhesive layer is provided on the polarizer with the pressure-sensitive adhesive composition. Formed.

  As a method for forming the pressure-sensitive adhesive layer, for example, a method in which the pressure-sensitive adhesive composition is applied to a release-treated separator, and the polymerization solvent is dried and removed to form a pressure-sensitive adhesive layer, and then transferred to a polarizing film, or The pressure-sensitive adhesive composition is prepared by applying the pressure-sensitive adhesive composition to a polarizing film, drying and removing the polymerization solvent, and forming a pressure-sensitive adhesive layer on the polarizing film. In applying the pressure-sensitive adhesive, one or more solvents other than the polymerization solvent may be added as appropriate.

  As the release-treated separator, a silicone release liner is preferably used. In the step of applying the adhesive composition of the present invention on such a liner and drying to form a pressure-sensitive adhesive layer, a method for drying the pressure-sensitive adhesive is appropriately employed depending on the purpose. obtain. Preferably, a method of heating and drying the coating film is used. The heat drying temperature is preferably 40 ° C to 200 ° C, more preferably 50 ° C to 180 ° C, and particularly preferably 70 ° C to 170 ° C. By setting the heating temperature within the above range, an adhesive having excellent adhesive properties can be obtained.

  As the drying time, an appropriate time can be adopted as appropriate. The drying time is preferably 5 seconds to 20 minutes, more preferably 5 seconds to 10 minutes, and particularly preferably 10 seconds to 5 minutes.

  Moreover, an adhesive layer can be formed after forming an anchor layer on the surface of a polarizing film, or performing various easy-adhesion treatments, such as a corona treatment and a plasma treatment. Moreover, you may perform an easily bonding process on the surface of an adhesive layer.

  Various methods are used as a method of forming the pressure-sensitive adhesive layer. Specifically, for example, roll coat, kiss roll coat, gravure coat, reverse coat, roll brush, spray coat, dip roll coat, bar coat, knife coat, air knife coat, curtain coat, lip coat, die coater, etc. Examples thereof include an extrusion coating method.

  The thickness in particular of an adhesive layer is not restrict | limited, For example, it is about 1-100 micrometers. Preferably, it is 2-50 micrometers, More preferably, it is 2-40 micrometers, More preferably, it is 5-35 micrometers.

  When the pressure-sensitive adhesive layer is exposed, the pressure-sensitive adhesive layer may be protected with a sheet (separator) that has been subjected to a release treatment until practical use.

  Examples of the constituent material of the separator include, for example, plastic films such as polyethylene, polypropylene, polyethylene terephthalate, and polyester films, porous materials such as paper, cloth, and nonwoven fabric, nets, foam sheets, metal foils, and laminates thereof. Although a thin leaf body etc. can be mentioned, a plastic film is used suitably from the point which is excellent in surface smoothness.

  The plastic film is not particularly limited as long as it can protect the pressure-sensitive adhesive layer. For example, a polyethylene film, a polypropylene film, a polybutene film, a polybutadiene film, a polymethylpentene film, a polyvinyl chloride film, and a vinyl chloride co-polymer are used. Examples thereof include a polymer film, a polyethylene terephthalate film, a polybutylene terephthalate film, a polyurethane film, and an ethylene-vinyl acetate copolymer film.

  The thickness of the separator is usually 5 to 200 μm, preferably about 5 to 100 μm. For the separator, if necessary, mold release and antifouling treatment with a silicone type, fluorine type, long chain alkyl type or fatty acid amide type release agent, silica powder, etc., coating type, kneading type, vapor deposition type It is also possible to carry out antistatic treatment such as. In particular, the release property from the pressure-sensitive adhesive layer can be further improved by appropriately performing a release treatment such as silicone treatment, long-chain alkyl treatment, or fluorine treatment on the surface of the separator.

  In addition, the sheet | seat which carried out the peeling process used in preparation of said polarizing film with an adhesive layer can be used as a separator of a polarizing film with an adhesive layer as it is, and can simplify in the surface of a process.

  A polarizing film having a transparent protective film only on one side of the polarizer is used.

  The polarizer is not particularly limited, and various types can be used. Examples of polarizers include dichroic iodine and dichroic dyes on hydrophilic polymer films such as polyvinyl alcohol films, partially formalized polyvinyl alcohol films, and ethylene / vinyl acetate copolymer partially saponified films. Examples thereof include polyene-based oriented films such as those obtained by adsorbing substances and uniaxially stretched, polyvinyl alcohol dehydrated products and polyvinyl chloride dehydrochlorinated products. Among these, a polarizer composed of a polyvinyl alcohol film and a dichroic material such as iodine is preferable. The thickness of these polarizers is not particularly limited, but is generally about 80 μm or less.

  A polarizer obtained by dyeing a polyvinyl alcohol film with iodine and uniaxially stretching it can be prepared by, for example, dyeing a polyvinyl alcohol film by immersing it in an aqueous solution of iodine and stretching it 3 to 7 times the original length. it can. If necessary, it can be immersed in an aqueous solution such as potassium iodide which may contain boric acid, zinc sulfate, zinc chloride or the like. Further, if necessary, the polyvinyl alcohol film may be immersed in water and washed before dyeing. In addition to washing the polyvinyl alcohol film surface with dirt and anti-blocking agents by washing the polyvinyl alcohol film with water, it also has the effect of preventing unevenness such as uneven coloring by swelling the polyvinyl alcohol film. is there. Stretching may be performed after dyeing with iodine, may be performed while dyeing, or may be dyed with iodine after stretching. The film can be stretched even in an aqueous solution such as boric acid or potassium iodide or in a water bath.

  As the polarizer, a thin polarizer having a thickness of 10 μm or less can be used. From the viewpoint of thinning, the thickness is preferably 1 to 7 μm. Such a thin polarizer is preferable in that the thickness unevenness is small, the visibility is excellent, the dimensional change is small, the durability is excellent, and the thickness of the polarizing film can be reduced. On the other hand, a thin polarizer is prone to polarization degradation. Since the pressure-sensitive adhesive layer contains the onium-anion salt (B1), the polarizing film with the pressure-sensitive adhesive layer of the present invention can impart an antistatic function without causing deterioration of optical properties. The polarizing film with a pressure-sensitive adhesive layer of the present invention can suppress a decrease in polarization characteristics even when a thin polarizer is used.

  As the thin polarizer, representatively, JP-A-51-069644, JP-A-2000-338329, WO2010 / 100917 pamphlet, PCT / JP2010 / 001460 specification, or Japanese Patent Application 2010- The thin polarizing layer described in 269002 specification and Japanese Patent Application No. 2010-263692 specification can be mentioned. These thin polarizing layers can be obtained by a production method including a step of stretching and dyeing a polyvinyl alcohol-based resin (hereinafter also referred to as PVA-based resin) layer and a stretching resin substrate in the state of a laminate. With this manufacturing method, even if the PVA-based resin layer is thin, it can be stretched without problems such as breakage due to stretching by being supported by the stretching resin substrate.

  As the thin polarizing layer, among the production methods including a step of stretching in the state of a laminate and a step of dyeing, WO 2010/100917 pamphlet, PCT / PCT / PCT / JP 2010/001460 specification, or Japanese Patent Application No. 2010-269002 and Japanese Patent Application No. 2010-263692 as described in the manufacturing method including a step of stretching in a boric acid aqueous solution is preferable. What is obtained by the manufacturing method including the process of extending | stretching in the air auxiliary | assistant before extending | stretching in the boric acid aqueous solution as described in Japanese Patent Application No. 2010-269002 and Japanese Patent Application No. 2010-263692 is preferable.

  The thin high-performance polarizing layer described in the specification of PCT / JP2010 / 001460 is a thin film having a thickness of 7 μm or less made of a PVA resin in which a dichroic material is oriented, which is integrally formed on a resin base material. The high-functional polarizing layer has optical properties such that the single transmittance is 42.0% or more and the degree of polarization is 99.95% or more.

  The thin high-performance polarizing layer generates a PVA-based resin layer by applying and drying a PVA-based resin on a resin substrate having a thickness of at least 20 μm, and the generated PVA-based resin layer is used as a dichroic dyeing solution. So that the dichroic substance is adsorbed on the PVA resin layer, and the PVA resin layer on which the dichroic substance is adsorbed is integrated with the resin base material in the boric acid aqueous solution so that the total draw ratio is the original length. It can manufacture by extending | stretching so that it may become 5 times or more.

  Moreover, it is a method for producing a laminate film including a thin high-functional polarizing layer in which a dichroic substance is oriented, and includes a resin base material having a thickness of at least 20 μm and a PVA resin on one side of the resin base material. The said laminated body containing the process of producing | generating the laminated body film containing the PVA-type resin layer formed by apply | coating and drying aqueous solution, and the PVA-type resin layer formed in the single side | surface of the resin base material A step of adsorbing the dichroic substance to the PVA resin layer contained in the laminate film by immersing the film in a dye solution containing the dichroic substance, and a PVA resin adsorbing the dichroic substance A step of stretching the laminate film including a layer in a boric acid aqueous solution so that the total stretching ratio is 5 times or more of the original length, and a PVA resin layer on which a dichroic substance is adsorbed Stretched together with As a result, a thickness of 7 μm or less, a single transmittance of 42.0% or more, and a degree of polarization of 99.95% or more consisting of a PVA-based resin layer in which a dichroic material is oriented on one side of a resin base material. The thin high-performance polarizing layer can be produced by including a step of producing a laminate film in which a thin high-performance polarizing layer having the above optical properties is formed.

  In the present invention, as described above, the polarizing film with the pressure-sensitive adhesive layer is a continuous web polarizing layer made of a PVA resin in which a dichroic substance is oriented as a polarizer having a thickness of 10 μm or less, What was obtained by extending | stretching the laminated body containing the polyvinyl-alcohol-type resin layer formed into a film on the plastic resin base material by the 2 step | paragraph extending | stretching process which consists of air auxiliary | assistant extending | stretching and boric-acid-water extending | stretching can be used. The thermoplastic resin substrate is preferably an amorphous ester thermoplastic resin substrate or a crystalline ester thermoplastic resin substrate.

The thin polarizing layer of the above-mentioned Japanese Patent Application Nos. 2010-269002 and 2010-263692 is a continuous web polarizing layer made of a PVA-based resin in which a dichroic material is oriented, and is amorphous. The laminate including the PVA-based resin layer formed on the ester-based thermoplastic resin base material was stretched in a two-stage stretching process consisting of air-assisted stretching and boric acid-water stretching, so that the thickness was 10 μm or less. Is. The thin polarizing layer has P> − (10 ^{0.929T−42.4} −1) × 100 (where T <42.3) and P ≧, where T is the single transmittance and P is the polarization degree. It is preferable that the optical properties satisfy 99.9 (where T ≧ 42.3).

  Specifically, the thin polarizing layer is a stretched intermediate layer formed of an oriented PVA resin layer by high-temperature stretching in the air with respect to a PVA resin layer formed on an amorphous ester thermoplastic resin substrate of a continuous web. A colored intermediate product comprising a PVA-based resin layer in which a dichroic material (preferably iodine or a mixture of iodine and an organic dye) is oriented by adsorption of the dichroic material to the stretched intermediate product and a step of generating the product. A thin polarizing layer comprising: a step of producing a product; and a step of producing a polarizing layer having a thickness of 10 μm or less comprising a PVA-based resin layer in which a dichroic substance is oriented by stretching in a boric acid solution with respect to a colored intermediate product It can manufacture with the manufacturing method of.

In this production method, the total draw ratio of the PVA resin layer formed on the amorphous ester thermoplastic resin base material by high-temperature drawing in air and drawing in boric acid solution should be 5 times or more. desirable. The liquid temperature of the boric acid aqueous solution for boric-acid water extending | stretching can be 60 degreeC or more. Before stretching the colored intermediate product in the aqueous boric acid solution, it is desirable to insolubilize the colored intermediate product. In this case, the colored intermediate product is added to the aqueous boric acid solution whose liquid temperature does not exceed 40 ° C. It is desirable to do so by dipping. The amorphous ester-based thermoplastic resin base material is amorphous polyethylene containing copolymerized polyethylene terephthalate copolymerized with isophthalic acid, copolymerized polyethylene terephthalate copolymerized with cyclohexanedimethanol, or other copolymerized polyethylene terephthalate. It can be terephthalate and is preferably made of a transparent resin, and the thickness thereof can be 7 times or more the thickness of the PVA resin layer to be formed. Moreover, the draw ratio of the high temperature stretching in the air is preferably 3.5 times or less, and the stretching temperature of the high temperature stretching in the air is preferably not less than the glass transition temperature of the PVA resin, specifically in the range of 95 ° C to 150 ° C. When performing high temperature stretching in the air by free end uniaxial stretching, the total stretching ratio of the PVA resin layer formed on the amorphous ester thermoplastic resin base material is preferably 5 to 7.5 times . In addition, when performing high-temperature stretching in the air by uniaxial stretching at the fixed end, the total stretching ratio of the PVA-based resin layer formed on the amorphous ester-based thermoplastic resin base material is 5 times or more and 8.5 times or less. Is preferred.
More specifically, a thin polarizing layer can be produced by the following method.

  A base material of a continuous web of isophthalic acid copolymerized polyethylene terephthalate (amorphous PET) in which 6 mol% of isophthalic acid is copolymerized is prepared. The glass transition temperature of amorphous PET is 75 ° C. A laminate comprising a continuous web of amorphous PET substrate and a polyvinyl alcohol (PVA) layer is prepared as follows. Incidentally, the glass transition temperature of PVA is 80 ° C.

  A 200 μm-thick amorphous PET base material and a 4-5% concentration PVA aqueous solution in which PVA powder having a polymerization degree of 1000 or more and a saponification degree of 99% or more are dissolved in water are prepared. Next, a PVA aqueous solution is applied to a 200 μm thick amorphous PET substrate and dried at a temperature of 50 to 60 ° C. to obtain a laminate in which a 7 μm thick PVA layer is formed on the amorphous PET substrate. .

  A laminated body including a PVA layer having a thickness of 7 μm is subjected to the following steps including a two-step stretching process of air-assisted stretching and boric acid water stretching to produce a thin high-performance polarizing layer having a thickness of 3 μm. In the first-stage aerial auxiliary stretching step, the laminate including the 7 μm-thick PVA layer is integrally stretched with the amorphous PET substrate to produce a stretched laminate including the 5 μm-thick PVA layer. Specifically, in this stretched laminate, a laminate including a 7 μm-thick PVA layer is subjected to a stretching apparatus disposed in an oven set to a stretching temperature environment of 130 ° C. so that the stretching ratio is 1.8 times. Are stretched uniaxially at the free end. By this stretching treatment, the PVA layer contained in the stretched laminate is changed to a 5 μm thick PVA layer in which PVA molecules are oriented.

  Next, a colored laminate in which iodine is adsorbed on a PVA layer having a thickness of 5 μm in which PVA molecules are oriented is generated by a dyeing process. Specifically, this colored laminate has a single layer transmittance of the PVA layer constituting the high-performance polarizing layer that is finally produced by using the stretched laminate in a dye solution containing iodine and potassium iodide at a liquid temperature of 30 ° C. Iodine is adsorbed to the PVA layer contained in the stretched laminate by dipping for an arbitrary period of time so as to be 40 to 44%. In this step, the staining solution uses water as a solvent and an iodine concentration in the range of 0.12 to 0.30% by weight and a potassium iodide concentration in the range of 0.7 to 2.1% by weight. The concentration ratio of iodine and potassium iodide is 1 to 7. Incidentally, potassium iodide is required to dissolve iodine in water. More specifically, by immersing the stretched laminate in a dyeing solution having an iodine concentration of 0.30% by weight and a potassium iodide concentration of 2.1% by weight for 60 seconds, iodine is applied to a 5 μm-thick PVA layer in which PVA molecules are oriented. A colored laminate is adsorbed on the substrate.

  Further, the colored laminate is further stretched integrally with the amorphous PET base material by the second-stage boric acid underwater stretching step to produce an optical film laminate including a PVA layer constituting a highly functional polarizing layer having a thickness of 3 μm. To do. Specifically, this optical film laminate is stretched by applying a colored laminate to a stretching apparatus provided in a treatment apparatus set to a boric acid aqueous solution having a liquid temperature range of 60 to 85 ° C. containing boric acid and potassium iodide. It is stretched uniaxially at the free end so that the magnification is 3.3 times. More specifically, the liquid temperature of the boric acid aqueous solution is 65 ° C. It also has a boric acid content of 4 parts by weight with respect to 100 parts by weight of water and a potassium iodide content of 5 parts by weight with respect to 100 parts by weight of water. In this step, the colored laminate with adjusted iodine adsorption amount is first immersed in a boric acid aqueous solution for 5 to 10 seconds. After that, the colored laminate is passed as it is between a plurality of sets of rolls having different peripheral speeds, which is a stretching apparatus provided in the processing apparatus, and the stretching ratio is freely increased to 3.3 times over 30 to 90 seconds. Stretch uniaxially. By this stretching treatment, the PVA layer contained in the colored laminate is changed into a PVA layer having a thickness of 3 μm in which the adsorbed iodine is oriented higher in one direction as a polyiodine ion complex. This PVA layer constitutes a highly functional polarizing layer of the optical film laminate.

  Although not an indispensable step for the production of an optical film laminate, the optical film laminate was removed from the boric acid aqueous solution and adhered to the surface of the 3 μm-thick PVA layer formed on the amorphous PET substrate by the washing step. It is preferable to wash boric acid with an aqueous potassium iodide solution. Thereafter, the washed optical film laminate is dried by a drying process using hot air at 60 ° C. The cleaning process is a process for eliminating appearance defects such as boric acid precipitation.

  Similarly, it is not an indispensable process for producing an optical film laminate, but an adhesive is applied to the surface of a 3 μm-thick PVA layer formed on an amorphous PET substrate by a bonding and / or transfer process. However, after bonding the 80 μm thick triacetyl cellulose film, the amorphous PET substrate can be peeled off, and the 3 μm thick PVA layer can be transferred to the 80 μm thick triacetyl cellulose film.

[Other processes]
The method for producing the thin polarizing layer may include other steps in addition to the above steps. Examples of other steps include an insolubilization step, a crosslinking step, and a drying (adjustment of moisture content) step. The other steps can be performed at any appropriate timing.
The insolubilization step is typically performed by immersing the PVA resin layer in a boric acid aqueous solution. By performing the insolubilization treatment, water resistance can be imparted to the PVA resin layer. The concentration of the boric acid aqueous solution is preferably 1 to 4 parts by weight with respect to 100 parts by weight of water. The liquid temperature of the insolubilizing bath (boric acid aqueous solution) is preferably 20 ° C to 50 ° C. Preferably, the insolubilization step is performed after the laminate is manufactured and before the dyeing step and the underwater stretching step.
The crosslinking step is typically performed by immersing the PVA resin layer in an aqueous boric acid solution. By performing the crosslinking treatment, water resistance can be imparted to the PVA resin layer. The concentration of the boric acid aqueous solution is preferably 1 to 4 parts by weight with respect to 100 parts by weight of water. Moreover, when performing a bridge | crosslinking process after the said dyeing | staining process, it is preferable to mix | blend iodide further. By blending iodide, elution of iodine adsorbed on the PVA resin layer can be suppressed. The blending amount of iodide is preferably 1 part by weight to 5 parts by weight with respect to 100 parts by weight of water. Specific examples of the iodide are as described above. The liquid temperature of the crosslinking bath (boric acid aqueous solution) is preferably 20 ° C to 50 ° C. Preferably, the crosslinking step is performed before the second boric acid aqueous drawing step. In a preferred embodiment, the dyeing step, the crosslinking step, and the second boric acid aqueous drawing step are performed in this order.

  As a material constituting the transparent protective film, for example, a thermoplastic resin excellent in transparency, mechanical strength, thermal stability, moisture barrier property, isotropy and the like is used. Specific examples of such thermoplastic resins include cellulose resins such as triacetyl cellulose, polyester resins, polyethersulfone resins, polysulfone resins, polycarbonate resins, polyamide resins, polyimide resins, polyolefin resins, (meth) acrylic resins, cyclic Examples thereof include polyolefin resins (norbornene resins), polyarylate resins, polystyrene resins, polyvinyl alcohol resins, and mixtures thereof. One or more kinds of arbitrary appropriate additives may be contained in the transparent protective film. Examples of the additive include an ultraviolet absorber, an antioxidant, a lubricant, a plasticizer, a mold release agent, an anti-coloring agent, a flame retardant, a nucleating agent, an antistatic agent, a pigment, and a coloring agent. The content of the thermoplastic resin in the transparent protective film is preferably 50 to 100% by weight, more preferably 50 to 99% by weight, still more preferably 60 to 98% by weight, and particularly preferably 70 to 97% by weight. . When content of the said thermoplastic resin in a transparent protective film is 50 weight% or less, there exists a possibility that the high transparency etc. which a thermoplastic resin originally has cannot fully be expressed.

  A transparent protective film is bonded to one side of the polarizer with an adhesive layer. An adhesive is used for the adhesion treatment between the polarizer and the transparent protective film. Examples of the adhesive include isocyanate adhesives, polyvinyl alcohol adhesives, gelatin adhesives, vinyl latexes, and water-based polyesters. The said adhesive agent is normally used as an adhesive agent which consists of aqueous solution, and contains 0.5 to 60 weight% of solid content normally. In addition to the above, examples of the adhesive between the polarizer and the transparent protective film include an ultraviolet curable adhesive and an electron beam curable adhesive. The electron beam curable polarizing film adhesive exhibits suitable adhesiveness to the various transparent protective films. The adhesive used in the present invention can contain a metal compound filler.

  Moreover, the said polarizing film can be laminated | stacked with another optical film. Examples of other optical films include the formation of liquid crystal display devices such as reflectors, anti-transmission plates, retardation films (including wavelength plates such as 1/2 and 1/4), visual compensation films, and brightness enhancement films. The thing used as the optical layer which may be used is mentioned. These can be laminated on the polarizing film for practical use, and one layer or two or more layers can be used.

  An optical film obtained by laminating the optical layer on a polarizing film can be formed by a method of laminating separately sequentially in the manufacturing process of a liquid crystal display device or the like. There is an advantage that the manufacturing process of a liquid crystal display device or the like can be improved because of excellent stability and assembly work. For the lamination, an appropriate adhesive means such as an adhesive layer can be used. When adhering the polarizing film and the other optical layer, their optical axes can be set at an appropriate arrangement angle in accordance with a target retardation characteristic or the like.

  The polarizing film with an adhesive layer of the present invention can be preferably used for forming various image display devices such as a liquid crystal display device. The liquid crystal display device can be formed according to the conventional method. That is, the liquid crystal display device is generally formed by appropriately assembling components such as a display panel such as a liquid crystal cell, a polarizing film with an adhesive layer, and an illumination system as required, and incorporating a drive circuit. In this invention, there is no limitation in particular except the point which uses the polarizing film with an adhesive layer by this invention, According to the former. As the liquid crystal cell, an arbitrary type such as an arbitrary type such as a TN type, STN type, π type, VA type, or IPS type can be used.

  Appropriate liquid crystal display devices such as a liquid crystal display device in which a polarizing film with an adhesive layer is disposed on one or both sides of a display panel such as a liquid crystal cell, or a lighting system using a backlight or a reflecting plate can be formed. . In that case, the polarizing film with an adhesive layer by this invention can be installed in the one side or both sides of display panels, such as a liquid crystal cell. When optical films are provided on both sides, they may be the same or different. Furthermore, when forming a liquid crystal display device, for example, a single layer or a suitable layer such as a diffusion layer, an antiglare layer, an antireflection film, a protective plate, a prism array, a lens array sheet, a light diffusion sheet, a backlight, etc. Two or more layers can be arranged.

  EXAMPLES The present invention will be specifically described below with reference to examples, but the present invention is not limited to these examples. In addition, all the parts and% in each example are based on weight. The room temperature standing conditions not specifically defined below are all 23 ° C. and 65% RH.

<Measurement of weight average molecular weight of (meth) acrylic polymer (A)>
The weight average molecular weight of the (meth) acrylic polymer (A) was measured by GPC (gel permeation chromatography).
・ Analyzer: HLC-8120GPC manufactured by Tosoh Corporation
Column: manufactured by Tosoh Corporation, G7000H _XL + GMH _XL + GMH _XL
・ Column size: 7.8mmφ × 30cm each 90cm in total
-Column temperature: 40 ° C
・ Flow rate: 0.8ml / min
・ Injection volume: 100 μl
・ Eluent: Tetrahydrofuran ・ Detector: Differential refractometer (RI)
Standard sample: polystyrene

<Creation of polarizing film (1)>
In order to produce a thin polarizing layer, first, a laminated body in which a 9 μm-thick PVA layer is formed on an amorphous PET base material is produced by air-assisted stretching at a stretching temperature of 130 ° C., and then stretched. A colored laminate is produced by dyeing the laminate, and the colored laminate is further stretched integrally with an amorphous PET substrate so that the total draw ratio is 5.94 times by stretching in boric acid water at a stretching temperature of 65 degrees. An optical film laminate including a 4 μm thick PVA layer was produced. The PVA molecules in the PVA layer formed on the amorphous PET substrate by such two-stage stretching are oriented in the higher order, and the iodine adsorbed by the dyeing is oriented in the one direction as the polyiodine ion complex. It was possible to produce an optical film laminate including a PVA layer having a thickness of 4 μm, which constitutes a highly functional polarizing layer. Furthermore, after applying a saponified 40 μm thick triacetyl cellulose film while applying a polyvinyl alcohol-based adhesive on the surface of the polarizing layer of the optical film laminate, the amorphous PET substrate was peeled off, A polarizing film using a thin polarizing layer was produced. Hereinafter, this is referred to as a thin polarizing film (1).

<Creation of polarizing film (2)>
A polyvinyl alcohol film having a thickness of 80 μm was stretched up to 3 times while being dyed for 1 minute in an iodine solution of 0.3% concentration at 30 ° C. between rolls having different speed ratios. Thereafter, the total draw ratio was stretched to 6 times while being immersed in an aqueous solution containing 60% at 4% concentration of boric acid and 10% concentration of potassium iodide for 0.5 minutes. Next, after washing by immersing in an aqueous solution containing potassium iodide at 30 ° C. and 1.5% concentration for 10 seconds, drying was performed at 50 ° C. for 4 minutes to obtain a polarizer having a thickness of 20 μm. A saponified 40 μm thick triacetylcellulose film was bonded to one surface of the polarizer with a polyvinyl alcohol-based adhesive to prepare a polarizing film. Hereinafter, this is usually referred to as a polarizing film (2).

Production Example 1
<Preparation of acrylic polymer (A-1)>
A monomer mixture containing 99 parts of butyl acrylate and 1 part of 4-hydroxybutyl acrylate was charged into a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas inlet tube, and a condenser. Furthermore, 0.1 part of 2,2′-azobisisobutyronitrile as a polymerization initiator was charged with ethyl acetate to 100 parts of the monomer mixture (solid content), and nitrogen gas was introduced while gently stirring. Then, the temperature of the liquid in the flask was kept at around 60 ° C., and a polymerization reaction was carried out for 7 hours. Then, ethyl acetate was added to the obtained reaction liquid, and the solution of the acrylic polymer (A-1) with a weight average molecular weight of 1.4 million adjusted to solid content concentration 30% was prepared.

Production Example 2
<Preparation of acrylic polymer (A-2)>
A monomer mixture containing 99 parts of butyl acrylate, 0.5 part of 2-hydroxyethyl acrylate and 0.5 part of acrylic acid is added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas inlet tube, and a condenser. Prepared. Furthermore, 0.1 part of 2,2′-azobisisobutyronitrile as a polymerization initiator was charged with ethyl acetate to 100 parts of the monomer mixture (solid content), and nitrogen gas was introduced while gently stirring. Then, the temperature of the liquid in the flask was kept at around 60 ° C., and a polymerization reaction was carried out for 7 hours. Then, ethyl acetate was added to the obtained reaction liquid, and the solution of the acrylic polymer (A-2) with a weight average molecular weight of 1.4 million adjusted to solid content concentration 30% was prepared.

Example 1
(Preparation of adhesive composition)
0.2 parts of ethylmethylpyrrolidinium-bis (trifluoromethanesulfonyl) imide (manufactured by Tokyo Chemical Industry Co., Ltd.) and lithium with respect to 100 parts of the solid content of the acrylic polymer (A-1) solution obtained in Production Example 1 0.2 parts of bis (trifluoromethanesulfonyl) imide (manufactured by Mitsubishi Materials Electronic Chemicals Co., Ltd.) is blended, and further 0.1 part of trimethylolpropane xylylene diisocyanate (manufactured by Mitsui Chemicals: Takenate D110N) and dibenzoyl peroxide An acrylic pressure-sensitive adhesive solution was prepared by blending 0.3 part and 0.075 part of γ-glycidoxypropylmethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd .: KBM-403).

(Preparation of polarizing film with adhesive layer)
Next, the acrylic pressure-sensitive adhesive solution is uniformly applied to the surface of a polyethylene terephthalate film (separator film) treated with a silicone-based release agent with a fountain coater and dried in an air circulation type thermostatic oven at 155 ° C. for 2 minutes. Then, an adhesive layer having a thickness of 20 μm was formed on the surface of the separator film. Next, the pressure-sensitive adhesive layer formed on the separator film was transferred to the polarizing layer side of the polarizer of the thin polarizing film (1) prepared above to produce a polarizing film with a pressure-sensitive adhesive layer.

Examples 2 to 23, Comparative Examples 1 to 5
In Example 1, in preparing the pressure-sensitive adhesive composition, the types or amounts used of the respective components were changed as shown in Table 1 and Table 2, and the types of polarizing film in preparing the polarizing film with the pressure-sensitive adhesive layer are shown in Table 1. A polarizing film with a pressure-sensitive adhesive layer was produced in the same manner as in Example 1 except that the change was made as shown in FIG.

  The following evaluation was performed about the polarizing film with an adhesive layer obtained by the said Example and comparative example. The evaluation results are shown in Tables 1 and 2.

<Surface resistance value>
After peeling off the separator film of the polarizing film with the pressure-sensitive adhesive layer, the surface resistance value (Ω / □) of the pressure-sensitive adhesive surface was measured using MCP-HT450 manufactured by Mitsubishi Chemical Analytech Co., Ltd. (initial). Further, the surface resistance value of the pressure-sensitive adhesive surface was measured in the same manner as described above even after the polarizing film with the pressure-sensitive adhesive layer was charged for 48 hours under the conditions of a constant temperature and humidity chamber of 60 ° C./95% RH (high Humidification). The surface resistance value is preferably 5.0 × 10 ¹² Ω / □ or less, and more preferably 1.0 × 10 ¹² Ω / □ or less.

<Evaluation of static electricity unevenness>
The produced polarizing film with an adhesive layer was cut into a size of 100 mm × 100 mm and attached to a liquid crystal panel. This panel was placed on a backlight having a luminance of 10,000 cd, and 5 kv of static electricity was generated using ESD (SANKI, ESD-8012A) which is a static electricity generator, thereby causing alignment disorder of the liquid crystal. The display failure recovery time (seconds) due to the orientation failure was measured using an instantaneous multiphotometric detector (manufactured by Otsuka Electronics Co., Ltd., MCPD-3000) and evaluated according to the following criteria (initial). Moreover, the same evaluation as described above was performed after the polarizing film with the pressure-sensitive adhesive layer was charged for 48 hours under the conditions of a constant temperature and humidity chamber of 60 ° C./95% RH (high humidification).
A: Display failure disappeared in less than 1 second.
○: Display failure disappeared in 1 second or more and less than 10 seconds.
X: Display defect disappeared in 10 seconds or more.

<Durability>
The separator film of the polarizing film with the pressure-sensitive adhesive layer was peeled off and attached to a non-alkali glass (Corning Corp., 1737) having a thickness of 0.7 mm using a laminator. Subsequently, the autoclave process for 15 minutes was performed at 50 degreeC and 5 atm, and the said polarizing film with an adhesive layer was completely stuck to the alkali free glass. Then, this was put in the conditions of a heating oven (heating) of 85 ° C. and a constant temperature and humidity machine (high humidification) of 60 ° C./95% RH, and whether or not the polarizing film peeled after 500 hours, Evaluation was made according to the following criteria.
A: No peeling was observed.
○: Peeling that was not visually confirmed was observed.
(Triangle | delta): The small peeling which can be confirmed visually is recognized.
X: Clear peeling was recognized.

<Measurement of degree of polarization>
The separator film of the polarizing film with the pressure-sensitive adhesive layer was peeled off and attached to a non-alkali glass (Corning Corp., 1737) having a thickness of 0.7 mm using a laminator. Subsequently, the autoclave process was performed for 15 minutes at 50 degreeC and 0.5 MPa, and the said polarizing film with an adhesive layer was completely stuck to the acrylic-free glass. Subsequently, each was put into a constant temperature and humidity chamber (humidification) of 60 ° C./90% RH and a constant temperature and humidity chamber (high humidification) of 60 ° C./95% RH for 500 hours. The polarization degree of the polarizing film before and after charging was measured using V7100 manufactured by JASCO Corporation, and the amount of change ΔP = (polarity before charging) − (degree of polarization after charging) was determined. . For both humidification and high humidification, the change ΔP is preferably less than 0.15, and more preferably 0.05 or less.

  In Tables 1 and 2, (C-1) is trimethylolpropane xylylene diisocyanate (Mitsui Chemicals: Takenate D110N), (C-2) is dibenzoyl peroxide, and (D-1) is γ. -Glycidoxypropyl methoxysilane (Shin-Etsu Chemical Co., Ltd. product: KBM-403) is shown.

  From Examples and Comparative Examples 2 and 5, by using onium-anion salt (B1) as the ionic compound, antistatic performance and durability are good, and the degree of polarization decrease ΔP under humidification conditions is reduced. It is recognized that it can be suppressed. Moreover, from contrast with Examples 1-17 and Comparative Example 2, Example 22 and Comparative Example 5, in an Example, onium-anion salt (B1) and alkali metal salt (B2) are used as an ionic compound. Therefore, it is recognized that the degree of polarization ΔP under high humidification conditions can be suppressed. On the other hand, in Comparative Examples 3 and 4, since only the alkali metal salt (B2) is used as the ionic compound, a decrease in the degree of polarization ΔP under high humidification conditions can be suppressed, but the antistatic performance under high humidification conditions can be suppressed. It is not sufficient and the problem related to static electricity unevenness cannot be solved.

Claims (20)

A polarizing film and a polarizing film with an adhesive layer having an adhesive layer provided on the polarizing film,
The polarizing film has a transparent protective film only on one side of the polarizer, the pressure-sensitive adhesive layer is provided on the polarizer on the side not having the transparent protective film, and the pressure-sensitive adhesive layer is (meta ) Formed from a pressure-sensitive adhesive composition containing an acrylic polymer (A), an onium-anion salt (B1) and an alkali metal salt (B2), and
The pressure-sensitive adhesive layer is obtained from the degree of polarization measured before and after the introduction for 500 hours under the condition of a constant temperature and humidity chamber of 60 ° C. and 95% RH. Formula: change amount ΔP (%) = (degree of polarization before introduction ( %))-(Degree of polarization after injection (%)),
A polarizing film with a pressure-sensitive adhesive layer, wherein the change amount ΔP (%) represented by the formula satisfies 0.07 or less.   The polarizing film with an adhesive layer according to claim 1, wherein the onium-anion salt (B1) is an onium-fluorine-containing imide anion salt.   The polarizing film with an adhesive layer according to claim 1 or 2, wherein the onium in the onium-anion salt (B1) is at least one selected from nitrogen-containing onium, sulfur-containing onium, and phosphorus-containing onium. .   The polarizing plate with an adhesive layer according to claim 3, wherein the onium in the onium-anion salt (B1) is at least one selected from ammonium, pyrrolidinium, piperidinium and sulfonium.   The polarizing plate with an adhesive layer according to claim 4, wherein the onium in the onium-anion salt (B1) is pyrrolidinium.   The onium in the said onium-anion salt (B1) does not have an unsaturated bond, The polarizing plate with an adhesive layer in any one of Claims 1-5 characterized by the above-mentioned.   The polarizing plate with an adhesive layer according to claim 1, wherein the onium in the onium-anion salt (B1) is an alkylonium having an alkyl group having 1 to 4 carbon atoms.   The onium-anion salt (B1) is contained in an amount of 0.1 to 10 parts by weight with respect to 100 parts by weight of the (meth) acrylic polymer (A), according to any one of claims 1 to 7. A polarizing film with an adhesive layer.   The polarizing plate with an adhesive layer according to any one of claims 1 to 8, wherein the alkali metal in the alkali metal salt (B2) is lithium.   The pressure-sensitive adhesive according to any one of claims 1 to 9, comprising 0.01 to 5 parts by weight of the alkali metal salt (B2) with respect to 100 parts by weight of the (meth) acrylic polymer (A). Polarizing film with an agent layer.   The polarizing film with a pressure-sensitive adhesive layer according to claim 1, wherein the polarizer has a thickness of 10 μm or less.   The polarizing film with a pressure-sensitive adhesive layer according to any one of claims 1 to 11, wherein the (meth) acrylic polymer (A) contains an alkyl (meth) acrylate and a hydroxyl group-containing monomer as monomer units. .   The (meth) acrylic polymer (A) contains an alkyl (meth) acrylate and a carboxyl group-containing monomer as monomer units, The polarizing film with a pressure-sensitive adhesive layer according to claim 1, .   The said adhesive composition contains a crosslinking agent (C) further, The polarizing film with an adhesive layer in any one of Claims 1-13 characterized by the above-mentioned.   The polarizing film with an adhesive layer according to claim 14, wherein the crosslinking agent (C) is contained in an amount of 0.01 to 20 parts by weight with respect to 100 parts by weight of the (meth) acrylic polymer (A).   16. The polarizing film with a pressure-sensitive adhesive layer according to claim 14, wherein the crosslinking agent (C) is at least one selected from an isocyanate compound and a peroxide.   The methacrylic polymer (A) is further contained in an amount of 0.001 to 5 parts by weight of the silane coupling agent (D) with respect to 100 parts by weight of the (meth) acrylic polymer (A). Polarizing film with an adhesive layer.   The pressure-sensitive adhesive according to any one of claims 1 to 13, further comprising 0.001 to 10 parts by weight of a polyether-modified silicone compound with respect to 100 parts by weight of the (meth) acrylic polymer (A). Polarizing film with an agent layer.   The weight average molecular weight of a (meth) acrylic polymer (A) is 500,000 to 3,000,000, The polarizing film with a pressure-sensitive adhesive layer according to any one of claims 1 to 18.   An image display device using at least one polarizing film with a pressure-sensitive adhesive layer according to claim 1.