WO2014091927A1 - Composition adhésive pour des films optiques, film optique adhésif et stratifié - Google Patents

Composition adhésive pour des films optiques, film optique adhésif et stratifié Download PDF

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Publication number
WO2014091927A1
WO2014091927A1 PCT/JP2013/081882 JP2013081882W WO2014091927A1 WO 2014091927 A1 WO2014091927 A1 WO 2014091927A1 JP 2013081882 W JP2013081882 W JP 2013081882W WO 2014091927 A1 WO2014091927 A1 WO 2014091927A1
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Prior art keywords
adhesive composition
sensitive adhesive
pressure
optical film
functional group
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PCT/JP2013/081882
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English (en)
Japanese (ja)
Inventor
佐知 室井
竜太 大岡
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綜研化学株式会社
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Priority to JP2014513378A priority Critical patent/JP5887404B2/ja
Priority to CN201380065076.6A priority patent/CN104837945B/zh
Priority to KR1020157016082A priority patent/KR101757569B1/ko
Publication of WO2014091927A1 publication Critical patent/WO2014091927A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/08—Homopolymers or copolymers of acrylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/20—Adhesives in the form of films or foils characterised by their carriers
    • C09J7/22—Plastics; Metallised plastics
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
    • C09J2203/318—Applications of adhesives in processes or use of adhesives in the form of films or foils for the production of liquid crystal displays
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/312—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier parameters being the characterizing feature
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2433/00—Presence of (meth)acrylic polymer
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements

Definitions

  • the present invention relates to a pressure-sensitive adhesive composition for optical films, a pressure-sensitive adhesive optical film, and a laminate.
  • image display devices have been used under various applications and conditions. For example, they are often used not only under room temperature conditions but also under severe conditions such as high temperature and high temperature and humidity. .
  • high temperature or high temperature and humidity condition examples include use in a tropical region, use inside a vehicle, and inside an outdoor measuring instrument.
  • an optical film such as a polarizing film constituting the image display device is produced by adsorbing a dichroic dye to a polymer film such as polyvinyl alcohol, and stretching and orienting the film. For this reason, the optical film is easily shrunk under a high temperature or high humidity environment, and dimensional deformation is likely to occur. Moreover, once dimensional deformation occurs in the optical film, it is difficult to completely return to the original dimensions even if the temperature and humidity conditions are changed. As a result, the pressure-sensitive adhesive layer is cracked, peeled off or floated due to the influence of the stress caused by the dimensional change of the optical film, or light leakage due to the polarization axis distortion occurs in the image display device.
  • the present invention exhibits excellent durability under high temperature and high humidity conditions, and can reduce light leakage when used for adhesion between an adherend such as a liquid crystal cell and an optical film such as a polarizing film. It is an object of the present invention to provide a pressure-sensitive adhesive composition for an optical film, and a pressure-sensitive adhesive optical film and a laminate using the same.
  • the present inventors formed a pressure-sensitive adhesive layer using a pressure-sensitive adhesive composition having a predetermined viscoelastic property, and an adherend such as a liquid crystal cell and an optical film such as a polarizing film.
  • the present inventors have found that light leakage can be reduced when used for adhesion to the substrate.
  • the pressure-sensitive adhesive composition for an optical film includes an acrylic polymer (A) having a crosslinkable functional group and a crosslinker (B), and has a maximum deformation rate defined below of 10%.
  • the strain recovery rate defined below is 50% or more.
  • Measurement step 2 Increase the shear stress from 1000 Pa to 2000 Pa at a constant rate for 30 minutes while maintaining the temperature of the sample piece at 80 ° C. for 30 minutes.
  • Measurement step 3 While decreasing the temperature of the sample piece from 80 ° C. to 23 ° C. at a constant rate for 15 minutes, the shear stress of the sample piece is reduced from 2000 Pa to 0 Pa at a constant rate for 15 minutes.
  • the constituting alkyl chain (wherein the alkyl chain has 1 to 20 carbon atoms) can be a linear or branched alkyl chain.
  • optical film pressure-sensitive adhesive composition according to any one of 1 to 4, wherein the acrylic polymer (A) having a crosslinkable functional group may have a weight average molecular weight of 500,000 to 2,000,000.
  • the gel fraction may be 70% or more.
  • the pressure-sensitive adhesive composition for an optical film includes an acrylic polymer (A) having a crosslinkable functional group, and a crosslinker (B).
  • the acrylic polymer (A) having the crosslinkable functional group is 5 to 55% by mass of (meth) acrylic acid ester (a1) having no crosslinkable functional group and having a glass transition temperature (Tg) of 0 ° C. or higher; (Meth) acrylic acid ester (a2) having no crosslinkable functional group and having a glass transition temperature (Tg) of less than 0 ° C.
  • a pressure-sensitive adhesive layer containing the pressure-sensitive adhesive composition for optical films according to any one of 1 to 7 above is provided on one side or both sides of the optical film.
  • the adhesive optical film described in 8 above can be an optical film selected from the group consisting of a polarizing film, a retardation film, an elliptically polarizing film, an antireflection film, a brightness enhancement film, and a light diffusion film.
  • the laminated body which concerns on the other aspect of this invention is the adhesive for optical films in any one of said 1 thru
  • the above-mentioned pressure-sensitive adhesive composition for optical films has moderate adhesive strength, exhibits excellent durability under high temperature conditions or high temperature and high humidity conditions, and adherends such as liquid crystal cells and optical films such as polarizing films. When used for adhesion to a film, light leakage can be reduced.
  • the pressure-sensitive adhesive optical film using the pressure-sensitive adhesive composition for an optical film is adhered to an adherend such as a liquid crystal cell with an appropriate adhesive force, and has excellent durability under high temperature conditions or high temperature and high humidity conditions. When it is used for adhesion to an adherend such as a liquid crystal cell, light leakage can be reduced.
  • FIG. 1 is a graph schematically illustrating the change with time of the deformation rate of the optical film pressure-sensitive adhesive composition according to one embodiment of the present invention, measured using a rheometer.
  • FIG. 2 is a diagram schematically illustrating a method of measuring the luminance of the image display device (liquid crystal display panel) in the embodiment of the present invention.
  • FIG. 3 is a diagram illustrating a method for measuring the deformation rate of a test piece of the pressure-sensitive adhesive composition of the present invention using a rheometer.
  • FIG. 4 is a cross-sectional view schematically showing an example of a laminate including a pressure-sensitive adhesive layer obtained using the pressure-sensitive adhesive composition for an optical film according to one embodiment of the present invention.
  • parts means “parts by mass” and “%” means “mass%” unless otherwise specified.
  • optical film pressure-sensitive adhesive composition is an acrylic resin having a crosslinkable functional group.
  • Polymer (A) hereinafter sometimes simply referred to as “component (A)”
  • crosslinking agent (B) hereinafter sometimes simply referred to as “component (B)”.
  • the pressure-sensitive adhesive composition for an optical film according to this embodiment has a maximum deformation rate defined below of 10% or less and a strain recovery rate defined below of 50% or more.
  • Maximum deformation rate For a test piece obtained by cutting a 1 mm thick adhesive sheet obtained by applying the optical film adhesive composition on a flat plate and drying it to ⁇ 8 mm, using a rheometer, the following measurement step Deformation rate (%) at the time when the deformation rate becomes maximum when performing 1 to 3 in order
  • Final deformation ratio Deformation ratio (%) of the test piece after performing the following measurement steps 1 to 3 in order using a rheometer
  • Measurement step 2 Increase the shear stress from 1000 Pa to 2000 Pa at a constant rate for 30 minutes while maintaining the temperature of the sample piece at 80 ° C. for 30 minutes.
  • Measurement step 3 While decreasing the temperature of the sample piece from 80 ° C. to 23 ° C. at a constant rate for 15 minutes, the shear stress of the sample piece is reduced from 2000 Pa to 0 Pa at a constant rate for 15 minutes.
  • the “maximum deformation rate” in the present invention is an index of the ease of deformation of the pressure-sensitive adhesive composition. It can be said that the larger the maximum deformation rate, the easier the pressure-sensitive adhesive composition is deformed.
  • the maximum deformation rate exceeds 10%, the pressure-sensitive adhesive layer cannot follow the expansion or contraction of the pressure-sensitive adhesive adherend. May occur, preventing light leakage.
  • the maximum strain rate is 10% or less in that birefringence generated in the pressure-sensitive adhesive can be more reliably prevented and light leakage can be further reduced. It is preferably 8% or less.
  • the “strain recovery rate” in the present invention is an index of the ease of restoring a deformed pressure-sensitive adhesive composition, and it can be said that the greater the strain recovery rate, the easier the pressure-sensitive adhesive composition recovers from deformation.
  • the strain recovery rate is less than 50%, the deformation of the pressure-sensitive adhesive layer is difficult to recover, so birefringence generated in the pressure-sensitive adhesive is not eliminated, and light It may not be possible to prevent leakage.
  • the strain recovery rate is 50% or more in that birefringence generated in the pressure-sensitive adhesive can be quickly eliminated and light leakage can be further reduced. It is preferable that it is 70% or more.
  • the “deformation rate (%)” at a certain point in time is ⁇ circumferential movement amount M ( ⁇ m) of ⁇ 8 mm jig installed in the rheometer ⁇ / ⁇ before performing the measurement steps 1 to 3 described above.
  • the thickness of the sample piece T ( ⁇ m) ⁇ ⁇ 100 (%) is assumed (see FIG. 3).
  • FIG. 1 is a graph for schematically explaining the change with time of the deformation rate of the optical film pressure-sensitive adhesive composition according to this embodiment, measured using a rheometer. That is, FIG. 1 shows the results of measuring the viscoelastic properties (rheological properties) of the optical film pressure-sensitive adhesive composition according to the present embodiment by sequentially performing the measurement steps 1 to 3 using a rheometer. . That is, the deformation rate of the optical film pressure-sensitive adhesive composition according to this embodiment is a value measured using a rheometer.
  • Measurement steps 1 to 3 simulate deformation that occurs over a long period of time when the pressure-sensitive adhesive layer of the pressure-sensitive adhesive composition for optical films according to this embodiment is formed on the surface of the adherend.
  • the temperature and shear stress of the sample piece are increased at a constant rate for a predetermined time (15 minutes).
  • the sample piece is held under a constant temperature (80 ° C.) and a constant shear stress (1000 Pa).
  • the temperature and shear stress of the sample piece are decreased at a constant rate for a predetermined time (15 minutes).
  • the deformation rate continues to increase during the measurement steps 1 and 2, and the deformation rate reaches the maximum (maximum deformation rate) at the end of the measurement step 2 (the deformation at the time when the deformation rate becomes the maximum).
  • the rate is the maximum deformation rate.
  • the deformation rate decreases with the temperature and shear stress of the sample piece, and at the end of the measurement step 3, the deformation rate in the measurement step 3 is minimized (final deformation rate).
  • a strain recovery rate is calculated from the final deformation rate and the maximum deformation rate based on the equation (1).
  • the “acrylic polymer” means at least one selected from acrylic acid, acrylate, acrylate, methacrylic acid, methacrylate, and methacrylic ester in the structural unit. A polymer containing 50% by mass or more.
  • “(meth) acrylic acid” is a concept including acrylic acid and methacrylic acid.
  • the “crosslinkable functional group” means a functional group capable of reacting with the crosslinking agent (B), and more specifically, a hydroxyl group, a carboxyl group, an amino group, an amide group, and an acid anhydride. It means at least one group selected from the group.
  • the content of the component (A) in the pressure-sensitive adhesive composition according to this embodiment can be 90 to 99.99 parts by mass with respect to 100 parts by mass of the pressure-sensitive adhesive composition according to this embodiment. It is preferably 8 parts by mass.
  • the component (A) does not have a crosslinkable functional group and has a (meth) acrylic acid ester (a1) (hereinafter referred to as a glass transition temperature (Tg) of 0 ° C. or higher. (It may be simply referred to as “component (a1)”.) (Meth) acrylic acid having 5 to 55% by mass and having no crosslinkable functional group and having a glass transition temperature (Tg) of less than 0 ° C.
  • Ester (a2) (hereinafter sometimes referred to simply as “component (a2)”) 44.5 to 94.5% by mass and monomer (a3) having a crosslinkable functional group (hereinafter simply referred to as “(a3) ) Component ”)) and a polymer of a monomer mixture containing 0.5 to 6% by mass.
  • Component (a1) can be, for example, a (meth) acrylic acid ester represented by the following general formula (1) and having a Tg of 0 ° C. or higher.
  • R 1 represents a hydrogen atom or a methyl group
  • R 2 represents a linear or branched alkyl group, an alicyclic group, or an aromatic ring-containing group.
  • Examples of the (a1) component (meth) acrylic acid ester having a Tg of 0 ° C. or higher include methyl acrylate, methyl methacrylate, ethyl methacrylate, n-propyl methacrylate, n-butyl methacrylate, n-hexadecyl acrylate, n -(Meth) acrylic acid alkyl ester having a linear alkyl group at the ester site such as hexadecyl methacrylate, stearyl acrylate, stearyl methacrylate; (meth) acrylic acid alkyl ester having a branched alkyl group at the ester site such as t-butyl acrylate, i-propyl methacrylate, i-butyl methacrylate, t-butyl methacrylate; (Meth) acrylic acid alkyl ester having an alicyclic group at an ester site such as cyclohexyl acryl
  • the component (a1) is a (meth) acrylic acid alkyl ester in that the pressure-sensitive adhesive layer formed using the pressure-sensitive adhesive composition according to the present embodiment can further reduce light leakage of the image display device.
  • the alkyl chain constituting the alkyl ester moiety of the (meth) acrylic acid alkyl ester is preferably a linear or branched alkyl chain, and more preferably has a branched alkyl chain.
  • the number of carbon atoms of the alkyl chain is 1 to 20 (preferably 1) in that the pressure-sensitive adhesive layer formed using the pressure-sensitive adhesive composition according to this embodiment can further reduce light leakage of the image display device. More preferably, it is ⁇ 10).
  • the content of the component (a1) in the monomer mixture for obtaining the polymer as the component (A) is less than 5% by mass, light leakage may not be sufficiently suppressed. When it exceeds%, the pressure-sensitive adhesive layer becomes too hard, and the workability of sticking may deteriorate or the durability may be adversely affected.
  • the content of the component (a1) in the monomer mixture for obtaining the polymer as the component (A) is 5 It is preferably ⁇ 55 mass%, more preferably 10 to 40 mass%.
  • Component (a2) can be, for example, a (meth) acrylic acid ester represented by the following general formula (2) and having a Tg of less than 0 ° C.
  • R 1 represents a hydrogen atom or a methyl group
  • R 2 represents a linear or branched alkyl group, an alicyclic group, or an aromatic ring-containing group.
  • Examples of the (a) component (meth) acrylic acid ester having a Tg of less than 0 ° C. include ethyl acrylate, n-propyl acrylate, n-butyl acrylate, n-pentyl acrylate, n-hexyl acrylate, and n-hexyl.
  • the component (a2) is a (meth) acrylic acid alkyl ester in that the pressure-sensitive adhesive layer formed using the pressure-sensitive adhesive composition according to this embodiment can further reduce light leakage
  • the alkyl chain constituting the alkyl ester moiety of the acrylic acid alkyl ester is preferably a linear or branched alkyl chain, more preferably a linear alkyl chain.
  • the number of carbon atoms of the alkyl chain is 1 to 20 (preferably 1) in that the pressure-sensitive adhesive layer formed using the pressure-sensitive adhesive composition according to this embodiment can further reduce light leakage of the image display device. More preferably, it is ⁇ 10).
  • the content of the component (a2) in the monomer mixture for obtaining the polymer as the component (A) is less than 44.5% by mass, the balance of the adhesive properties is lost, and the adhesion to the adherend is reduced. On the other hand, if it exceeds 94.5% by mass, light leakage may not be sufficiently suppressed.
  • the content of the component (a2) in the monomer mixture for obtaining the polymer as the component (A) is 44 It is preferably from 5 to 94.5% by mass, more preferably from 50 to 89.5% by mass, and even more preferably from 60 to 86% by mass.
  • the (a3) component is a monomer other than the (a1) component and the (a2) component, and has a crosslinkable functional group.
  • Examples of the component (a3) include carboxyethyl acrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, 4-hydroxybutyl acrylate, N, N-dimethylaminoethyl.
  • the component (a3) is preferably an alkyl (meth) acrylate and an alkyl amide having a crosslinkable functional group, or one of them in terms of excellent crosslinking performance with the crosslinking agent as the component (B). More preferably, it is at least one selected from alkyl (meth) acrylate having a hydroxyl group, acrylic acid, and alkylamide.
  • the pressure-sensitive adhesive composition according to this embodiment is a content of a monomer having an alkylene oxide group in that the pressure-sensitive adhesive layer formed using the pressure-sensitive adhesive composition according to this embodiment can further reduce light leakage. Is preferably 5% by mass or less, and more preferably not containing a monomer having an alkylene oxide group.
  • the reactive emulsifier which has the (meth) acryl monomer which has an alkylene oxide group in a side chain, and an alkylene oxide group is mentioned, for example.
  • the pressure-sensitive adhesive composition does not contain a monomer having an alkylene oxide group
  • the content of the monomer having an alkylene oxide group in the pressure-sensitive adhesive composition is 2% by mass or less.
  • the content of the monomer having an alkylene oxide group in the pressure-sensitive adhesive composition is preferably 0 to 2% by mass.
  • Tg In the pressure-sensitive adhesive composition according to this embodiment, by achieving the predetermined maximum deformation rate and strain recovery rate, light leakage can be prevented and durability can be enhanced. It is preferably ⁇ 70 to 0 ° C., more preferably ⁇ 40 to ⁇ 10 ° C.
  • the Tg of the component (A) is a value calculated by the following formula (2) (FOX formula).
  • Tg A W a1 / Tg a1 + W a2 / Tg a2 + W a3 / Tg a3 (2)
  • Tg A represents the glass transition temperature (K) of the component (A)
  • Tg a1 , Tg a2 , and Tg a3 were prepared from the constituent monomers (a1), (a2), and (a3), respectively.
  • the glass transition temperature (Tg (K)) of the homopolymer is shown, and W a1 , W a2 and W a3 are the weights of the constituent monomers (a1), (a2) and (a3) contained in the component (A), respectively. Indicates the fraction.
  • Tg A is calculated as an absolute temperature (K) by the above formula (2), it is converted to a Celsius temperature (° C.) as necessary.
  • the glass transition temperatures of homopolymers prepared from typical monomers are shown in Table 1 below. More specifically, for example, Polymer Handbook 4th Edition (Polymer Handbook Third Edition, Wiley-Interscience, 2003) It is described in.
  • the component (A) is The weight average molecular weight (Mw) is preferably 500,000 to 2,000,000, more preferably 800,000 to 1,800,000.
  • the weight average molecular weight of the component (A) is obtained by using GPC (gel permeation chromatography) and calculating the weight average molecular weight (Mw) in terms of standard polystyrene under the following conditions.
  • ⁇ GPC measurement conditions Measuring device: HLC-8120GPC (manufactured by Tosoh Corporation) GPC column configuration: The following five columns (all manufactured by Tosoh Corporation) (1) TSK-GEL HXL-H (guard column) (2) TSK-GEL G7000HXL (3) TSK-GEL GMHXL (4) TSK-GEL GMHXL (5) TSK-GEL G2500HXL Diluted with tetrahydrofuran so that the sample concentration is 1.0 mg / cm 3 Mobile phase solvent: Tetrahydrofuran Flow rate: 1.0 cm 3 / min Column temperature: 40 ° C
  • the component (A) according to this embodiment preferably has a molecular weight distribution (weight average molecular weight / number average molecular weight) determined by GPC in the range of 4 to 7.
  • the gel fraction of the adhesive composition which concerns on a form is 70% or more, and it is more preferable that it is 77% or more.
  • the gel fraction is, for example, the type and amount of the component (a3) in the monomer mixture used when preparing the pressure-sensitive adhesive composition, and the crosslinking that is the component (B). It can be adjusted according to the type and amount of the agent used.
  • 0.1 g (dry weight (1)) of the crosslinked adhesive was collected in a sample bottle, and 30 cc of ethyl acetate was further added to the sample bottle and shaken for 24 hours. After that, the contents of the sample bottle were filtered with a 200 mesh stainless steel wire mesh, the residue on the wire mesh was dried at 100 ° C. for 2 hours, and the dry weight (dry weight (2)) was measured. 3).
  • Gel fraction (%) (dry weight (2) / dry weight (1)) ⁇ 100 (3)
  • the crosslinking agent as the component (B) is not particularly limited as long as it is a crosslinking agent capable of crosslinking with the component (A) at room temperature or under heating.
  • the crosslinking agent include an isocyanate crosslinking agent, an epoxy crosslinking agent, and a metal chelate crosslinking agent. Among these, an isocyanate crosslinking agent is preferable.
  • isocyanate-based crosslinking agent examples include xylylene diisocyanate, tolylene diisocyanate, chlorophenylene diisocyanate, hexamethylene diisocyanate, tetramethylene diisocyanate, isophorone diisocyanate, diphenylmethane diisocyanate, hydrogenated diphenylmethane diisocyanate, and the like,
  • isocyanate compounds and isocyanurates obtained by subjecting these to addition reaction with bivalent or higher alcohol compounds such as trimethylolpropane.
  • urethane prepolymer type isocyanates obtained by addition reaction of isocyanate compounds with known polyether polyols, polyester polyols, acrylic polyols, polybutadiene polyols, polyisoprene polyols, and the like can be mentioned. Of these, xylylene diisocyanate and its derivatives are preferably used.
  • an isocyanate type crosslinking agent and an epoxy crosslinking agent can also be used together.
  • the content of the component (B) in the pressure-sensitive adhesive composition according to this embodiment is based on 100 parts by mass of the pressure-sensitive adhesive composition according to this embodiment from the viewpoint of achieving a predetermined gel fraction (for example, 70% or more). 0.01 to 3 parts by mass, preferably 0.1 to 1.5 parts by mass.
  • the adhesive composition for optical films which concerns on this embodiment can further contain components other than (A) component and (B) component as needed.
  • the pressure-sensitive adhesive composition according to the present embodiment includes (C) a silane coupling agent (hereinafter sometimes simply referred to as “component (C)”), as long as the effects of the present invention are not impaired.
  • component (D) An ionic compound (hereinafter sometimes simply referred to as “component (D)”), an antioxidant, an ultraviolet absorber, a tackifier, a plasticizer, and the like may be blended.
  • Component (C) is, for example, a polymerizable unsaturated group-containing silicon compound such as vinyltrimethoxysilane, vinyltriethoxysilane, or methacryloxypropyltrimethoxysilane; 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyl Silicon compounds having an epoxy structure such as methyldimethoxysilane and 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane; 3-aminopropyltrimethoxysilane, N- (2-aminoethyl) 3-aminopropyltrimethoxysilane And amino group-containing silicon compounds such as N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane; and 3-chloropropyltrimethoxysilane; oligomer-type silane coupling agents, etc. Meta) Acrylic Copo Silane coupling agents having a functional
  • the content of the component (C) in the pressure-sensitive adhesive composition for optical films according to the present embodiment is from the viewpoint of maintaining good adhesion to the adherend, and the pressure-sensitive adhesive composition for optical films according to the present embodiment.
  • the amount may be 0 to 0.5 parts by mass, and preferably 0.05 to 0.3 parts by mass with respect to 100 parts by mass.
  • the adhesive composition which concerns on this embodiment may contain the ionic compound (D).
  • the component (D) when the pressure-sensitive adhesive composition according to the present embodiment contains the component (D), when the pressure-sensitive adhesive layer is formed on the surface of the adherend using the pressure-sensitive adhesive composition according to the present embodiment, charging of the adherend is performed. Can be effectively prevented.
  • the component (D) include an ionic compound that is composed of an anion and a cation and is liquid or solid at 25 ° C., specifically, an alkali metal salt, an ionic liquid (liquid at 25 ° C. Shape), surfactants and the like.
  • alkali metal salt examples include compounds comprising an alkali metal cation such as lithium, sodium and potassium and an anion.
  • cation constituting the ionic liquid piperidinium cation, pyrrolidinium cation, cation having pyrroline skeleton, cation having pyrrole skeleton, imidazolium cation, tetrahydropyrimidinium cation, dihydropyrimidinium cation, pyra Zolium cation, pyrazolinium cation, tetraalkylammonium cation, trialkylsulfonium cation, tetraalkylphosphonium cation and the like.
  • anions constituting the ionic liquid include Cl ⁇ , Br ⁇ , I ⁇ , AlCl 4.
  • ionic compound it is comprised from these cations and anions, and a liquid ionic compound is mentioned at 25 degreeC.
  • ionic compounds include 2-methyl-1-pyrroline tetrafluoroborate, 1-ethyl-2-phenylindole tetrafluoroborate, 1,2-dimethylindole tetrafluoroborate, and 1-ethyl.
  • Carbazole tetrafluoroborate 1-ethyl-3-methylimidazolium tetrafluoroborate, 1-ethyl-3-methylimidazolium acetate, 1-ethyl-3-methylimidazolium trifluoroacetate, 1-ethyl-3-methylimidazole Lithium heptafluorobutyrate, 1-ethyl-3-methylimidazolium trifluoromethanesulfonate, 1-ethyl-3-methylimidazolium perfluorobutanesulfonate, 1-ethyl-3-methylimidazolium dicyanamide, 1 Ethyl-3-methylimidazolium bis (trifluoromethanesulfonyl) imide, 1-ethyl-3-methylimidazolium bis (pentafluoroethanesulfonyl) imide, 1-ethyl-3-methylimidazolium tris (trifluoromethanesulf
  • any of nonionic surfactants, cationic surfactants, anionic surfactants and amphoteric surfactants can be used.
  • nonionic surfactant examples include polyoxyethylene alkyl ethers such as polyoxyethylene lauryl ether and polyoxyethylene stearyl ether, polyoxyethylene alkylphenyls such as polyoxyethylene octylphenyl ether and polyoxyethylene nonielphenyl ether.
  • Sorbitan higher fatty acid esters such as ethers, sorbitan monolaurate, sorbitan monostearate, sorbitan trioleate, polyoxyethylene sorbitan higher fatty acid esters such as polyoxyethylene sorbitan monolaurate, polyoxyethylene monolaurate, poly Polyoxyethylene higher fatty acid esters such as oxyethylene monostearate; for example, oleic acid monoglyceride, stearic acid monoglyceride Glycerine higher fatty acid esters such as id, polyoxyethylene, polyoxypropylene, polyoxyalkylenes and their block copolymers such as polyoxyethylene butylene.
  • cationic surfactant examples include alkyltrimethylammonium chloride, dialkyldimethylammonium chloride, benzalkonium chloride, alkyldimethylammonium ethosulphate and the like.
  • anionic surfactant examples include sodium laurate, sodium oleate, N-acyl-N-methylglycine sodium salt, sodium carboxylate such as sodium polyoxyethylene lauryl ether carboxylate, sodium dodecylbenzenesulfonate, dialkylsulfosuccinate.
  • amphoteric surfactant examples include carboxybetaine surfactants, aminocarboxylates, imidazolinium petines, lecithins, and alkylamine oxides.
  • conductive polymers, conductive carbon, ammonium chloride, aluminum chloride, copper chloride, iron chloride, ammonium sulfate, and the like can be used.
  • alkali metal salts are preferable, and lithium perchlorate is particularly preferably used.
  • the content of the component (D) in the optical film pressure-sensitive adhesive composition according to this embodiment can be 0 to 3 parts by mass with respect to 100 parts by mass of the optical film pressure-sensitive adhesive composition according to this embodiment. 0.05 to 2.5 parts by mass is preferable.
  • the polymerization method of component (A) is not particularly limited and can be polymerized by known methods such as solution polymerization, emulsion polymerization, suspension polymerization, etc. In producing the pressure-sensitive adhesive composition of the present invention using a mixture of coalesces, it is preferable to perform polymerization by solution polymerization from the viewpoint that the treatment process is relatively simple and can be performed in a short time.
  • solution polymerization generally, a predetermined organic solvent, each monomer, a polymerization initiator, and a chain transfer agent used as necessary are charged in a polymerization tank, under a nitrogen stream or a reflux temperature of the organic solvent, The reaction is carried out by heating for several hours with stirring.
  • the organic solvent include aromatic hydrocarbons such as benzene, toluene, ethylbenzene, n-propylbenzene, t-butylbenzene, o-xylene, m-xylene, p-xylene, tetralin, decalin, aromatic naphtha;
  • aromatic hydrocarbons such as benzene, toluene, ethylbenzene, n-propylbenzene, t-butylbenzene, o-xylene, m-xylene, p-xylene, tetralin, decalin, aromatic naphtha
  • aliphatic or alicyclic hydrocarbons such as n-hexane, n-heptane, n-octane, i-octane, n-decane, dipentene, petroleum spirit, petroleum naphtha, turpentine oil;
  • Esters such as
  • organic solvents for polymerization in the polymerization of the component (A), it is preferable to use an organic solvent that hardly causes chain transfer during the polymerization reaction, for example, esters and ketones.
  • an organic solvent that hardly causes chain transfer during the polymerization reaction for example, esters and ketones.
  • use of ethyl acetate, methyl ethyl ketone, acetone or the like is preferable.
  • organic peroxides and azo compounds that can be used in ordinary solution polymerization.
  • organic peroxides include t-butyl hydroperoxide, cumene hydroxide, dicumyl peroxide, benzoyl peroxide, lauroyl peroxide, caproyl peroxide, and di-i-propyl peroxydicarbonate.
  • azo compound examples include 2,2′-azobis-i-butyronitrile, 2,2 ′. -Azobis-2,4-dimethylvaleronitrile, 2,2'-azobis-4-methoxy-2,4-dimethylvaleronitrile, and the like.
  • a polymerization initiator that does not cause a graft reaction during the polymerization reaction of component (A) is preferable, and an azo type is particularly preferable.
  • the amount used is usually from 0.01 to 2 parts by weight, preferably from 0.1 to 1.0 part by weight, based on 100 parts by weight of the total amount of monomers.
  • the component (A) contained in the pressure-sensitive adhesive composition of the present invention it is normal not to use a chain transfer agent, but as long as it does not impair the object and effect of the present invention. It is possible to use.
  • chain transfer agents examples include cyanoacetic acid; alkyl esters having 1 to 8 carbon atoms of cyanoacetic acid; bromoacetic acid; alkyl esters having 1 to 8 carbon atoms of bromoacetic acid; anthracene, phenanthrene, fluorene, 9
  • Aromatic compounds such as phenylfluorene; aromatic nitro compounds such as p-nitroaniline, nitrobenzene, dinitrobenzene, p-nitrobenzoic acid, p-nitrophenol, p-nitrotoluene; benzoquinone, 2, 3, 5, Benzoquinone derivatives such as 6-tetramethyl-p-benzoquinone; borane derivatives such as tributylborane; carbon tetrabromide, carbon tetrachloride, 1,1,2,2-tetrabromoethane, tribromoethylene, trichloroethylene, bromotrichloro Methane, tribromomethane
  • the polymerization temperature of the component (A) is generally about 30 to 180 ° C, preferably 40 to 150 ° C, more preferably 50 to 90 ° C.
  • an unreacted monomer is contained in a polymer obtained by a solution polymerization method or the like, it can be purified by a reprecipitation method using methanol or the like in order to remove the monomer.
  • the adhesive composition which concerns on this embodiment is normally prepared by mixing the said (A) and (B) component and arbitrary components as needed simultaneously or in arbitrary orders. Moreover, when mixing (A) component and (B) component, when preparing (A) component by solution polymerization, (B) component is added to the solution containing (A) component after the completion of polymerization. In addition, when the component (A) is prepared by bulk polymerization, uniform mixing becomes difficult after the completion of the polymerization. Therefore, it is preferable to add and mix the component (B) during the polymerization.
  • the pressure-sensitive adhesive composition according to this embodiment can be suitably used as an adhesive for optical films (described in detail later). According to the pressure-sensitive adhesive composition according to the present embodiment, it exhibited excellent durability under high temperature and high humidity conditions, and was used for adhesion between an adherend such as a liquid crystal cell and an optical film such as a polarizing film. In this case, light leakage can be reduced.
  • the image display device includes a retardation film, since the retardation film is provided between the liquid crystal cell and the polarizing film, the pressure-sensitive adhesive composition according to this embodiment is provided between the retardation film and the polarizing film. An adhesive layer using can be provided.
  • the pressure-sensitive adhesive composition according to this embodiment is used for bonding an adherend such as a liquid crystal cell and an optical film such as a polarizing film.
  • an adherend such as a liquid crystal cell
  • an optical film such as a polarizing film.
  • the pressure-sensitive adhesive composition according to this embodiment can be used as an adhesive having the VA mode polarizing film or the IPS mode polarizing film as an adherend, but can achieve high image quality. In this respect, it can be suitably used as an adhesive having a VA mode polarizing film as an adherend.
  • the pressure-sensitive adhesive composition according to this embodiment when used as an adhesive having a VA mode polarizing film as an adherend, a large-sized (for example, 10 inches or more, preferably 19 inches or more) image display.
  • the large-sized image display device When the pressure-sensitive adhesive composition according to this embodiment is used to form the adhesive layer of the device, the large-sized image display device has a large shrinkage due to the stress caused by dimensional deformation, particularly because the polarizing film has a large shrinkage.
  • the influence of peeling is large, and the influence of light leakage due to the distortion of the polarization axis is large.
  • the adhesive layer is useful in that it can achieve high image quality by being excellent in durability and reducing light leakage.
  • the light leakage prevention property that is one function and effect of the pressure-sensitive adhesive composition according to the present embodiment is due to the following two mechanisms of action. 1stly, when the stress resulting from shrinkage
  • the strain recovery rate of the pressure-sensitive adhesive composition according to the present embodiment is 50% or more, so that the pressure-sensitive adhesive composition according to the present embodiment is deformed. Therefore, the distortion of the polarization axis due to the contraction of the polarizing film is quickly restored, and as a result, the light leakage of the image display device can be reduced.
  • the deformation rate of the adhesive layer is small (the adhesive composition according to this embodiment).
  • the above-mentioned maximum strain rate is 10% or less
  • the first characteristic that moderately suppresses the shrinkage of the optical film and the second characteristic that quickly restores the deformation of the pressure-sensitive adhesive layer (this embodiment)
  • the pressure-sensitive adhesive composition according to this embodiment has both the above-described strain recovery rate of 50% or more), and the adhesive composition according to this embodiment achieves high durability of the image display device, and The light leakage of the image display device can be reduced.
  • An adhesive optical film according to another embodiment of the present invention is provided with an adhesive layer containing the optical film adhesive composition according to the above embodiment on one or both sides of the optical film.
  • the pressure-sensitive adhesive layer is formed by applying the pressure-sensitive adhesive composition on the optical film with a gravure coater, Mayer bar coater, air knife coater, roll coater, or the like. It may be formed by drying and crosslinking the pressure-sensitive adhesive composition applied thereon at room temperature or by heating, or by forming a pressure-sensitive adhesive layer on a release film and transferring it to the optical film. Good.
  • the thickness of the pressure-sensitive adhesive layer is usually about 1 to 50 ⁇ m, preferably about 5 to 30 ⁇ m.
  • Examples of the pressure-sensitive adhesive optical film according to the present embodiment include those used in image display devices such as FPD, such as a polarizing film, a retardation film, an elliptically polarizing film, an antireflection film, a brightness enhancement film, and the like. It can be an optical film selected from the group consisting of light diffusing films. The thickness of the optical film can be appropriately selected depending on the purpose of use, but is usually 10 to 500 ⁇ m, preferably about 15 to 300 ⁇ m.
  • the laminated body which concerns on one Embodiment of this invention is the adhesive composition for optical films which concerns on the said embodiment provided between the glass substrate, the polarizing plate, and the said glass substrate and the said polarizing plate. And a pressure-sensitive adhesive layer (pressure-sensitive adhesive sheet) obtained by molding into a film and heating.
  • FIG. 4 is a cross-sectional view schematically showing an example (laminated body 200) of a laminated body according to an embodiment of the present invention.
  • the laminate 200 includes a glass substrate 110, a polarizing film (polarizing plate) 130, and an adhesive layer 120 provided between the glass substrate 110 and the polarizing film 130.
  • the laminate 200 includes a glass substrate 110, a pressure-sensitive adhesive layer 120 provided on the glass substrate 110, and a polarizing film 130 provided on the glass substrate 110 via the pressure-sensitive adhesive layer 120. Including. The glass substrate 110 and the polarizing film 130 are bonded via an adhesive layer 120.
  • the adhesive layer 120 is formed on the surface of the adherend (glass substrate 110).
  • the pressure-sensitive adhesive composition according to the present embodiment on the surface of the adherend, after applying the pressure-sensitive adhesive composition to the surface of a release film (separator) with good smoothness and drying the coating film, The transfer method which transfers the said coating film to the surface of a specific resin film can be mentioned.
  • the laminate according to the present embodiment is included in, for example, an image display device (particularly a liquid crystal display device).
  • the glass substrate included in the laminate according to the present embodiment is a glass substrate for a liquid crystal display device.
  • the glass substrate which comprises the laminated body which concerns on this embodiment can be a glass substrate used for image display apparatuses.
  • the image display device can be, for example, a TFT (thin film transistor) liquid crystal display device used for a liquid crystal television, a computer monitor, a mobile phone, a tablet, and the like.
  • the laminate according to the present embodiment is a glass substrate, a polarizing film, and the optical film pressure-sensitive adhesive composition according to the embodiment, which is provided between the glass substrate and the polarizing film.
  • the pressure-sensitive adhesive layer obtained by molding, heating and drying appropriately excellent durability can be exhibited under high temperature and high humidity conditions, and light leakage can be reduced.
  • VA liquid crystal panel made by I / O Data Co., Ltd., removed from LCD-A191EW
  • peeled polyester film peeled off adhesive film for evaluation
  • the layers were bonded so that the layer was in contact with the liquid crystal panel and the evaluation pressure-sensitive adhesive-processed polarizing plate was crossed Nicol, and allowed to stand for 240 hours in an atmosphere at 80 ° C. And left for 2 hours. Thereafter, the VA liquid crystal panel on which the polarizing plate was bonded was connected to a personal computer in a dark room to display a full screen black.
  • evaluation was performed using two types of light source (backlight), LED (LED method) and fluorescent lamp (non-LED method). As shown in FIG.
  • R the range where light leakage occurred near the corner of the display monitor was visually measured.
  • R is less than 20 mm, it can be used as a liquid crystal display panel.
  • the adhesive processing polarizing plate for evaluation which peeled off the peeled polyester film was cut into a 15 inch size (233 mm ⁇ 309 mm), and an adhesive layer was formed on one surface of a non-alkali glass plate having a thickness of 0.5 mm. It stuck using the laminator roll so that the said glass plate might be touched. After pasting, a test plate was obtained by pressurizing in an autoclave (manufactured by Kurihara Seisakusho) under conditions of 0.5 MPa, 50 ° C., and 20 minutes. The test plate thus obtained was left under conditions of 60 ° C./90% RH for 500 hours.
  • test plate After completion of the test, the test plate is taken out from the test environment and left to stand for 2 hours in a 23 ° C./50% RH atmosphere, and then visually observed for foaming (cohesion insufficient) and tearing (overcrosslinking) in the adhesive layer
  • the wet heat durability was evaluated according to the following evaluation criteria.
  • Foaming-Size No foaming is observed ⁇ : Foam diameter is 1 mm or less ⁇ : Foam diameter is greater than 1 mm
  • Foaming-generation amount No foaming is observed ⁇ : The number of foams is 10 or less ⁇ : The number of foams is more than 10
  • the compositions of Examples 1 to 15 were obtained using the compositions having a maximum deformation rate of 10% or less and a strain recovery rate of 50% or more.
  • the pressure-sensitive adhesive composition according to the present embodiment has both the first characteristic in which the adhesive layer is appropriately suppressed from shrinkage of the optical film and the second characteristic in which deformation of the pressure-sensitive adhesive layer is quickly restored. By providing, high adhesive strength and excellent durability can be realized, and light leakage can be reduced.
  • the compositions of Comparative Examples 1 to 6 do not satisfy both the maximum deformation rate of 10% or less and the strain recovery rate of 50% or more. It can be understood that the adhesive layer obtained by using the above does not achieve the first characteristic and the second characteristic at the same time, and therefore the light leakage cannot be sufficiently reduced.

Abstract

L'invention concerne une composition adhésive pour des films optiques. Lorsqu'elle est utilisée pour lier un film optique tel qu'un film de polarisation à une partie adhérée tel qu'une cellule à cristaux liquides, ladite composition adhésive présente une force d'adhérence élevée, est hautement durable, et peut réduire la fuite de lumière. L'invention concerne également un film optique adhésif et un stratifié. Cette composition adhésive pour films optiques a un rapport de déformation maximal d'au plus 10 %, a un taux de récupération de déformation d'au moins 50 %, et contient ce qui suit : un polymère acrylique (A) qui a des groupes fonctionnels réticulables ; et un réticuleur (B).
PCT/JP2013/081882 2012-12-14 2013-11-27 Composition adhésive pour des films optiques, film optique adhésif et stratifié WO2014091927A1 (fr)

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CN201380065076.6A CN104837945B (zh) 2012-12-14 2013-11-27 光学膜用粘合剂组合物、粘合型光学膜和叠层体
KR1020157016082A KR101757569B1 (ko) 2012-12-14 2013-11-27 광학 필름용 점착제 조성물 및 점착형 광학 필름, 그리고 적층체

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CN106536664A (zh) * 2015-07-06 2017-03-22 综研化学株式会社 遮光性两面粘着部件用丙烯类粘着剂组成物、遮光性两面粘着部件以及图像显示装置
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JP2022047539A (ja) * 2019-02-12 2022-03-24 住友化学株式会社 積層体及び画像表示装置
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WO2014203792A1 (fr) * 2013-06-19 2014-12-24 綜研化学株式会社 Composition adhésive autocollante pour plaques de polarisation, feuille adhésive autocollante pour plaques de polarisation, plaque de polarisation comprenant une couche adhésive autocollante, corps stratifié et écran plat
JP2017514005A (ja) * 2014-04-04 2017-06-01 スリーエム イノベイティブ プロパティズ カンパニー 湿潤及び乾燥表面接着剤
US20220298385A1 (en) * 2014-11-01 2022-09-22 Samsung Sdi Co., Ltd. Adhesive composition, adhesive film prepared from the same and display member including the same
KR20160066586A (ko) * 2014-12-02 2016-06-13 삼성디스플레이 주식회사 표시 장치
KR102307244B1 (ko) * 2014-12-02 2021-10-01 삼성디스플레이 주식회사 표시 장치
JP2016215629A (ja) * 2015-03-31 2016-12-22 住友化学株式会社 光学積層体及び液晶表示装置
CN106536664A (zh) * 2015-07-06 2017-03-22 综研化学株式会社 遮光性两面粘着部件用丙烯类粘着剂组成物、遮光性两面粘着部件以及图像显示装置
CN110305606A (zh) * 2015-07-06 2019-10-08 综研化学株式会社 遮光性两面粘着部件用丙烯类粘着剂组成物、遮光性两面粘着部件以及图像显示装置
JP2019059811A (ja) * 2017-09-25 2019-04-18 王子ホールディングス株式会社 偏光板用光学粘着シート及び偏光板
JP2022047539A (ja) * 2019-02-12 2022-03-24 住友化学株式会社 積層体及び画像表示装置
JP7078685B2 (ja) 2020-10-05 2022-05-31 藤森工業株式会社 光学フィルム用粘着剤層
JP2022103372A (ja) * 2020-10-05 2022-07-07 藤森工業株式会社 光学フィルム用粘着剤層、画像表示装置、及び粘着剤層付き偏光板
JP2021008628A (ja) * 2020-10-05 2021-01-28 藤森工業株式会社 光学フィルム用粘着剤層
JP7407228B2 (ja) 2020-10-05 2023-12-28 藤森工業株式会社 光学フィルム用粘着剤層、画像表示装置、及び粘着剤層付き偏光板
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