WO2018235510A1 - 有機ｅｌ表示装置用粘着剤組成物、有機ｅｌ表示装置用粘着剤層、有機ｅｌ表示装置用粘着剤層付き偏光フィルム、および有機ｅｌ表示装置 - Google Patents

有機ｅｌ表示装置用粘着剤組成物、有機ｅｌ表示装置用粘着剤層、有機ｅｌ表示装置用粘着剤層付き偏光フィルム、および有機ｅｌ表示装置 Download PDF

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Publication number
WO2018235510A1
WO2018235510A1 PCT/JP2018/019819 JP2018019819W WO2018235510A1 WO 2018235510 A1 WO2018235510 A1 WO 2018235510A1 JP 2018019819 W JP2018019819 W JP 2018019819W WO 2018235510 A1 WO2018235510 A1 WO 2018235510A1
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Prior art keywords
organic
pressure
sensitive adhesive
adhesive layer
display device
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PCT/JP2018/019819
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English (en)
French (fr)
Japanese (ja)
Inventor
昌邦 藤田
普史 形見
雄祐 外山
Original Assignee
日東電工株式会社
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Application filed by 日東電工株式会社 filed Critical 日東電工株式会社
Priority to CN202211531845.4A priority Critical patent/CN115851177A/zh
Priority to CN201880036779.9A priority patent/CN110710328B/zh
Priority to KR1020227026287A priority patent/KR102668000B1/ko
Priority to KR1020197030583A priority patent/KR102513736B1/ko
Publication of WO2018235510A1 publication Critical patent/WO2018235510A1/ja

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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
    • 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
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/06—Non-macromolecular additives organic
    • 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
    • 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
    • C09J201/00—Adhesives based on unspecified macromolecular compounds
    • 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
    • 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
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G02B5/22—Absorbing filters
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G—PHYSICS
    • G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
    • G—PHYSICS
    • G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
    • G09F9/30—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character or characters are formed by combining individual elements
    • H—ELECTRICITY
    • H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
    • H05B33/00—Electroluminescent light sources
    • H05B33/02—Details
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K59/00—Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
    • H10K59/30—Devices specially adapted for multicolour light emission
    • H10K59/38—Devices specially adapted for multicolour light emission comprising colour filters or colour changing media [CCM]
    • 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
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K59/00—Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
    • H10K59/80—Constructional details
    • H10K59/8791—Arrangements for improving contrast, e.g. preventing reflection of ambient light

Definitions

  • the present invention relates to a pressure-sensitive adhesive composition for an organic EL (electroluminescence) display (OLED).
  • OLED organic EL
  • the present invention also relates to a pressure-sensitive adhesive layer for an organic EL display device formed from the pressure-sensitive adhesive composition for an organic EL display device, and a polarizing film with a pressure-sensitive adhesive layer having the pressure-sensitive adhesive layer.
  • the present invention relates to an organic EL display device using the pressure-sensitive adhesive layer and / or the polarizing film.
  • organic EL display devices having an organic EL panel mounted are widely used in various applications such as mobile phones, car navigation devices, monitors for personal computers, and televisions.
  • a circularly polarizing plate (polarizing plate and polarizing plate) is usually formed on the surface of the organic EL panel to prevent external light from being reflected by the metal electrode (cathode) and viewed like a mirror surface. / 4 wave plate laminate etc.) is arranged.
  • a decoration panel etc. may be further laminated
  • the constituent members of the organic EL display device such as the circularly polarizing plate and the decorative panel are generally laminated via a bonding material such as a pressure-sensitive adhesive layer or an adhesive layer.
  • a component or the like in the image display apparatus may be degraded by incident ultraviolet light, and a layer containing an ultraviolet absorber to suppress the deterioration due to the ultraviolet light.
  • a layer containing an ultraviolet absorber to suppress the deterioration due to the ultraviolet light.
  • it has at least one ultraviolet absorbing layer, the light transmittance at a wavelength of 380 nm is 30% or less, and the visible light transmittance at a longer wavelength side than a wavelength of 430 nm is 80% or more Transparent double-sided pressure-sensitive adhesive sheets for image display devices (see, for example, Patent Document 1) are known.
  • the pressure-sensitive adhesive composition applied to the transparent double-sided pressure-sensitive adhesive sheet for image display contains, for example, a base polymer such as (meth) acrylic polymer.
  • the pressure-sensitive adhesive composition sometimes forms a radically crosslinked pressure-sensitive adhesive layer using a radical generator (for example, peroxide) as a crosslinking agent.
  • a radical generator for example, peroxide
  • the radical polymerization start in the said adhesive composition is started. Contains an agent.
  • the ultraviolet absorber when the ultraviolet absorber is contained in the pressure-sensitive adhesive composition containing the radical generating agent, the gel fraction of the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition depending on the ultraviolet absorber (crosslinking Tend to decrease.
  • the decrease in gel fraction (crosslinking degree) of the pressure-sensitive adhesive layer becomes large, the pressure-sensitive adhesive layer has a defect such as a decrease in appearance yield due to glue marks or glue stain during processing, and generation of foaming in heating durability. was there.
  • An object of the present invention is to provide a pressure-sensitive adhesive composition for a display device.
  • the present invention provides a pressure-sensitive adhesive layer for an organic EL display device formed from the pressure-sensitive adhesive composition, and provides a polarizing film with a pressure-sensitive adhesive layer having a polarizing film and a pressure-sensitive adhesive layer for an organic EL display device.
  • An object of the present invention is to provide an organic EL display device including the pressure-sensitive adhesive layer and / or the polarizing film with the pressure-sensitive adhesive layer.
  • the base polymer, the radical generator, the ultraviolet absorber (a) having 0 to 3 hydroxyl groups in the molecular structure, and the maximum absorption wavelength of the absorption spectrum in the wavelength region of 380 to 430 nm The present invention relates to a pressure-sensitive adhesive composition for an organic EL display device, which comprises at least one compound (A) selected from the dye compound (b).
  • the compound (A) contains both the ultraviolet absorber (a) and the dye compound (b).
  • the maximum absorption wavelength of the absorption spectrum of the ultraviolet absorber (a) exists in a wavelength range of 300 to 400 nm.
  • a peroxide in the pressure-sensitive adhesive composition for an organic EL display device, a peroxide can be used as the radical generator.
  • a (meth) acrylic polymer can be used as the base polymer.
  • the radical generator is preferably contained in an amount of 0.01 to 2 parts by weight with respect to 100 parts by weight of the base polymer.
  • the compound (A) is preferably contained in an amount of 0.1 to 25 parts by weight with respect to 100 parts by weight of the base polymer.
  • the pressure-sensitive adhesive composition for an organic EL display may further contain an antioxidant.
  • the pressure-sensitive adhesive composition for an organic EL display may further contain a crosslinking agent.
  • the present invention also relates to a pressure-sensitive adhesive layer for an organic EL display device, which is formed from the pressure-sensitive adhesive composition for an organic EL display device.
  • the pressure-sensitive adhesive layer for an organic EL display device has an average transmittance of 12% or less at a wavelength of 300 to 400 nm, an average transmittance of 30% or less at a wavelength of 400 nm to 430 nm, and an average transmittance of 430 to 450 nm. It is preferable that it is 70% or more.
  • the pressure-sensitive adhesive layer for the organic EL display device has an average transmittance of 12% or less at a wavelength of 300 to 400 nm, an average transmittance of 400 nm to 430 nm at a wavelength of more than 30% and 95% or less.
  • the average transmittance is preferably 80% or more.
  • the present invention also relates to a polarizing film with a pressure-sensitive adhesive layer for an organic EL display characterized by having a polarizing film and the pressure-sensitive adhesive layer for the organic EL display.
  • the polarizing film is provided with a transparent protective film on one side of a polarizer and has a retardation film on the other side, and the organic EL It is preferable that a pressure-sensitive adhesive layer for a display device be provided on the surface of the retardation film opposite to the surface in contact with the polarizer and / or on the surface of the transparent protective film opposite to the surface in contact with the polarizer.
  • the polarizing film with a pressure-sensitive adhesive layer for an organic EL display device is an organic EL display device having a first pressure-sensitive adhesive layer, a transparent protective film, a polarizer, a second pressure-sensitive adhesive layer, a retardation film, and a third pressure-sensitive adhesive layer in this order.
  • a polarizing film with a pressure-sensitive adhesive layer It is preferable that at least one pressure-sensitive adhesive layer among the first pressure-sensitive adhesive layer, the second pressure-sensitive adhesive layer, and the third pressure-sensitive adhesive layer is the pressure-sensitive adhesive layer for the organic EL display device.
  • the retardation film is a 1 ⁇ 4 wavelength plate
  • the polarizing film is a circularly polarizing film.
  • the present invention also relates to an organic EL display device using at least one of the pressure-sensitive adhesive layer for the organic EL display device or the polarizing film with the pressure-sensitive adhesive layer for the organic EL display device.
  • the pressure-sensitive adhesive composition for an organic EL display device of the present invention contains an ultraviolet absorber (a) in addition to the base polymer.
  • the ultraviolet absorber (a) can suppress the deterioration due to the ultraviolet light and can suppress the deterioration of the organic EL element.
  • the maximum absorption wavelength of the absorption spectrum is 380 to 430 nm in place of the ultraviolet light absorber (a) or in combination with the ultraviolet light absorber (a) It contains a dye compound (b) present in the wavelength range. Also by the said pigment
  • the pressure-sensitive adhesive composition for an organic EL display device of the present invention contains a radical generator such as a peroxide.
  • the said radical generating agent functions as a crosslinking agent with respect to base polymers, such as (meth) acrylic-type polymer, for example, and controls the gel fraction of the adhesive layer formed from the said adhesive composition in a desired range. Can form a pressure-sensitive adhesive layer having a good appearance.
  • the ultraviolet absorber and / or the dye compound and the radical generating agent coexist, so that the gel fraction of the obtained pressure-sensitive adhesive layer decreases. I am concerned.
  • an ultraviolet absorber (a) having 0 to 3 hydroxyl groups in the molecular structure is selected and used as the ultraviolet absorber.
  • the decrease in gel fraction is due to the decrease in the degree of crosslinking due to the deactivation of the radical generated from the radical generator, and the cause of the deactivation of the radical is the ultraviolet absorber Considering that it is a hydrogen donating group, by suppressing the use of three or less UV absorbers (a) for the hydroxyl group related to the hydrogen donating group, the inhibition of crosslinking of the radical generator by the UV absorber is suppressed .
  • the pressure-sensitive adhesive composition for an organic EL display device of the present invention it is possible to obtain a pressure-sensitive adhesive layer for an organic EL display device capable of suppressing the decrease in appearance yield and the occurrence of foaming in heating durability. . Therefore, the organic EL display device using the pressure-sensitive adhesive layer-attached polarizing film including the pressure-sensitive adhesive layer for the organic EL display device and / or the pressure-sensitive adhesive layer for the organic EL display device of the present invention has excellent weathering deterioration resistance It is possible to extend the life.
  • FIG. 1 A) to (c) are cross-sectional views schematically showing an embodiment of a polarizing film with an adhesive layer for an organic EL display device of the present invention. It is a sectional view showing typically one embodiment of the organic EL display of the present invention. It is a sectional view showing typically one embodiment of the organic EL display of the present invention. It is a sectional view showing typically one embodiment of the organic EL display of the present invention. It is a sectional view showing typically one embodiment of the organic EL display of the present invention.
  • the pressure-sensitive adhesive composition for an organic EL display device comprises a base polymer, a radical generator, and a UV absorber having 0 to 3 hydroxyl groups in its molecular structure (a) And at least one compound (A) selected from the dye compounds (b) present in the wavelength range of 380 to 430 nm as the maximum absorption wavelength of the absorption spectrum.
  • the pressure-sensitive adhesive composition for an organic EL display device of the present invention contains a base polymer as a main component.
  • the main component refers to the component having the highest content of the total solids contained in the pressure-sensitive adhesive composition, and is, for example, a component that accounts for more than 50% by weight of the total solids contained in the pressure-sensitive adhesive composition , Or even components that account for more than 70% by weight.
  • a base polymer used by this invention it does not specifically limit as a base polymer used by this invention.
  • a rubber adhesive an acrylic adhesive, a silicone adhesive, a urethane adhesive, vinyl alkyl Ether pressure sensitive adhesives, polyvinyl alcohol pressure sensitive adhesives, polyvinyl pyrrolidone pressure sensitive adhesives, polyacrylamide pressure sensitive adhesives, cellulose pressure sensitive adhesives, etc.
  • acrylic pressure-sensitive adhesives are preferably used from the viewpoints of excellent optical transparency, showing appropriate adhesion, cohesiveness and adhesion properties of adhesion, and excellent in weather resistance, heat resistance, etc.
  • an acrylic pressure-sensitive adhesive composition containing a (meth) acrylic polymer as a base polymer is preferable.
  • the (meth) acrylic polymer usually contains, as a monomer unit, an alkyl (meth) acrylate as a main component.
  • (meth) acrylate is an acrylate and / or a methacrylate, and (meth) of this invention is the same meaning.
  • alkyl (meth) acrylate constituting the main skeleton of the (meth) acrylic polymer examples include ones having 1 to 18 carbon atoms of a linear or branched alkyl group. These can be used alone or in combination. The average carbon number of these alkyl groups is preferably 3 to 9.
  • alkyl (meth) acrylates containing an aromatic ring such as phenoxyethyl (meth) acrylate or benzyl (meth) acrylate are used be able to.
  • the (meth) acrylic polymer at least one type having a polymerizable functional group having an unsaturated double bond such as (meth) acryloyl group or vinyl group for the purpose of improving adhesiveness and heat resistance.
  • the copolymerized monomers of (1) can be introduced by copolymerization.
  • copolymerizable monomers include, for example, 2-hydroxyethyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, and (meth) acrylic acid 6 -Hydroxyl-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 Group containing monomers; acrylic acid with caprolactone Styrene sulfonic
  • (N-substituted) amides such as (meth) acrylamide, N, N-dimethyl (meth) acrylamide, N-butyl (meth) acrylamide, N-methylol (meth) acrylamide, N-methylolpropane (meth) acrylamide and the like Monomers; (meth) acrylic acid alkylaminoalkyl monomers such as aminoethyl (meth) acrylate, N, N-dimethylaminoethyl (meth) acrylate, t-butylaminoethyl (meth) acrylate; (meth) acrylic (Meth) acrylate alkoxyalkyl monomers such as methoxyethyl acrylate and ethoxyethyl (meth) acrylate; N- (meth) acryloyloxymethylene succinimide, N- (meth) acryloyl-6-oxyhexamethylene succinimide, N- ( Meta)
  • silane type monomer containing a silicon atom, etc. examples include 3-acryloxypropyltriethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, 4-vinylbutyltrimethoxysilane, 4-vinylbutyltriethoxysilane, 8-vinyloctyltrimethoxysilane 8-vinyloctyl triethoxysilane, 10-methacryloyloxydecyl trimethoxysilane, 10-acryloyloxydecyl trimethoxysilane, 10-methacryloyloxydecyl triethoxysilane, 10-acryloyloxydecyl triethoxysilane, and the like.
  • a copolymerizable monomer tripropylene glycol di (meth) acrylate, tetraethylene glycol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, bisphenol A diglycidyl ether di (meth) acrylate, neo 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 And (meth) acryloyl esters of (meth) acrylic acid and polyhydric alcohol such as caprolactone modified with dipentaerythritol hexa (meth) acrylate Group, a poly(meth
  • the (meth) acrylic polymer has an alkyl (meth) acrylate as a main component in the weight ratio of all constituent monomers, and the proportion of the copolymerization monomer in the (meth) acrylic polymer is not particularly limited, but the above copolymer
  • the proportion of the polymerization monomer is preferably about 0 to about 20%, about 0.1 to about 15%, and more preferably about 0.1 to about 10% by weight of the total constituent monomers.
  • a hydroxyl group-containing monomer and a carboxyl group-containing monomer are preferably used from the viewpoint of adhesiveness and durability.
  • the hydroxyl group-containing monomer and the carboxyl group-containing monomer can be used in combination.
  • these copolymerizable monomers become reactive points with the crosslinking agent.
  • a hydroxyl group-containing monomer, a carboxyl group-containing monomer and the like are preferably used to improve the cohesiveness and heat resistance of the obtained pressure-sensitive adhesive layer since they are highly reactive with the intermolecular crosslinking agent.
  • the hydroxyl group-containing monomer is preferable in terms of reworkability, and the carboxyl group-containing monomer is preferable in terms of achieving both durability and reworkability.
  • the ratio 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. preferable.
  • the ratio is preferably 0.05 to 10% by weight, more preferably 0.1 to 8% by weight, and further 0.2 to 6% by weight. preferable.
  • the (meth) acrylic polymer of the present invention one having a weight average molecular weight of 500,000 to 3,000,000 is usually used. In consideration of durability, particularly heat resistance, it is preferable to use one having a weight average molecular weight of 700,000 to 2,700,000. Furthermore, 800,000 to 2,500,000 are preferable. When the weight average molecular weight is less than 500,000, it is not preferable in terms of heat resistance. Further, when the weight average molecular weight is larger than 3,000,000, a large amount of dilution solvent is required to adjust the viscosity for coating, which is not preferable because the cost is increased.
  • the weight average molecular weight is a value measured by GPC (gel permeation chromatography) and calculated by polystyrene conversion.
  • the production of such (meth) acrylic polymers can be appropriately selected from known production methods such as solution polymerization, radiation polymerization such as UV polymerization, bulk polymerization, emulsion polymerization, and various radical polymerizations.
  • the (meth) acrylic polymer to be obtained may be any of a random copolymer, a block copolymer, a graft copolymer and the like.
  • solution polymerization for example, ethyl acetate, toluene or the like is used as a polymerization solvent.
  • the reaction is carried out under a stream of an inert gas such as nitrogen, usually with the addition of a polymerization initiator, under reaction conditions of about 50 to 70 ° C. for 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.
  • the weight average molecular weight of the (meth) acrylic polymer can be controlled by the amount of the polymerization initiator and the chain transfer agent used, and the reaction conditions, and the amount used can be appropriately adjusted according to the type of these.
  • radical polymerization initiator for example, 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'-dimethyleneisobutyramidine), 2, Azo initiators such as 2'-azobis [N- (2-carboxyethyl) -2-methylpropionamidine] hydrate (manufactured by Wako Pure Chemical Industries, Ltd., VA-057), persulfates such as potassium persulfate and ammonium persulfate Salt, di (2-ethylhexyl) peroxydicarbonate, di (4-t-butylcyclohexyl) peroxydicarbonate, di-se -Butyl peroxy
  • the radical polymerization initiators may be used alone or in combination of two or more, but the total content is 0.005 to 1 weight per 100 weight parts of the monomer. It is preferably in the order of parts, and more preferably in the range of about 0.02 to 0.5 parts by weight.
  • chain transfer agents examples include lauryl mercaptan, glycidyl mercaptan, mercaptoacetic acid, 2-mercaptoethanol, thioglycolic acid, 2-ethylhexyl thioglycolate, 2,3-dimercapto-1-propanol and the like.
  • 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.
  • an emulsifier used when carrying out the emulsion polymerization for example, anionic emulsifiers such as sodium lauryl sulfate, ammonium lauryl sulfate, sodium dodecyl benzene sulfonate, ammonium polyoxyethylene alkyl ether sulfate, sodium polyoxyethylene alkyl phenyl ether sulfate, etc., polyoxy Nonionic emulsifiers, such as ethylene alkyl ether, polyoxyethylene alkylphenyl ether, polyoxyethylene fatty acid ester, polyoxyethylene-polyoxypropylene block polymer, etc. are mentioned. These emulsifiers may be used alone or in combination of two or more.
  • a reactive emulsifier as an emulsifier into which a radically polymerizable functional group such as propenyl group or allyl ether group is introduced, specifically, for example, Aqualon HS-10, HS-20, KH-10, BC-05 BC-10, BC-20 (all manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.), Adekaria Soap SE10N (manufactured by Asahi Denka Co., Ltd.), and the like.
  • Reactive emulsifiers are preferred because they are incorporated into the polymer chain after polymerization, which improves the water resistance.
  • the amount of the emulsifier used is preferably 0.3 to 5 parts by weight, more preferably 0.5 to 1 parts by weight from the viewpoint of polymerization stability and mechanical stability, based on 100 parts by weight of the total of the monomer components.
  • radical generating agent mix blended with the adhesive composition of this invention
  • peroxides are preferable as the radical generator to be blended in the pressure-sensitive adhesive composition.
  • the radical generator can generate radically active species by heating or light irradiation to promote crosslinking of the (meth) acrylic polymer in the pressure-sensitive adhesive composition.
  • a radical generating agent it is preferable to use a peroxide having a half-life temperature of 80 ° C. to 160 ° C., preferably 90 ° C. to 140 ° C., in consideration of workability and stability. It is more preferable to use.
  • peroxide examples include di (4-t-butylcyclohexyl) peroxydicarbonate (one-minute half-life temperature: 92.1 ° C.), di-sec-butylperoxydicarbonate (one-minute half-life temperature 92.4 ° C., t-butylperoxy neodecanoate (one-minute half-life temperature: 103.5 ° C.), t-hexyl peroxypivalate (one-minute half-life temperature: 109.1 ° C.), t -Butyl peroxypivalate (one-minute half-life temperature: 110.3 ° C), dilauroyl peroxide (one-minute half-life temperature: 116.4 ° C), di-n-octanoyl peroxide (one-minute half-life temperature 117.4 ° C., 1,1,3,3-tetramethylbutylperoxy-2-ethylhexanoate (half-life temperature per minute: 124.3 ° C.
  • di (4-t-butylcyclohexyl) peroxydicarbonate one-minute half-life temperature: 92.1 ° C.
  • dilauroyl peroxide one-minute half-life temperature: 116. 4 ° C.
  • dibenzoyl peroxide one-minute half-life temperature: 130.0 ° C.
  • the half life of the peroxide is an index indicating the decomposition rate of the peroxide, and refers to the time until the remaining amount of the peroxide is halved.
  • the decomposition temperature for obtaining the half life at any time and the half life time at any temperature are described in the manufacturer catalog etc. For example, “Organic peroxide catalog 9th edition of Nippon Oil and Fats Co., Ltd. (May 2003) and the like.
  • the content of the radical generating agent (particularly peroxide) in the pressure-sensitive adhesive composition of the present invention is the adjustment of the processability, reworkability, crosslinking stability, releasability, etc. of the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition. Therefore, it is determined in consideration of the gel fraction etc. Increasing the content of the radical generating agent (especially peroxide) is preferable for securing the gel fraction (crosslinking degree) of the obtained pressure-sensitive adhesive layer, but if it is too much, the release applied to the pressure-sensitive adhesive layer The peeling force of the mold film (separator) tends to increase.
  • the content of the radical generator is preferably 0.01 to 2 parts by weight, more preferably 0.01 to 1 parts by weight, based on 100 parts by weight of the base polymer (for example, (meth) acrylic polymer). It is preferable that it is part by weight, more preferably 0.05 to 0.8 parts by weight, and still more preferably 0.1 to 0.6 parts by weight.
  • the radical polymerization initiator which was not used for the polymerization reaction in the case of preparation of the said (meth) acrylic-type polymer may remain.
  • the said residual radical generating agent can be used as a radical generating agent in the said adhesive composition. In that case, the amount of the residual radical generator can be quantified, and the radical generator can be appropriately blended according to the content of the residual radical generator.
  • the amount of peroxide decomposition remaining after the reaction can be measured, for example, by HPLC (high performance liquid chromatography).
  • each of the pressure-sensitive adhesive composition after reaction treatment is taken out, immersed in 10 mL of ethyl acetate, shaken and extracted at 120 rpm for 3 hours at 25 ° C. with a shaker, and then room temperature Let stand for 3 days. Then, add 10 mL of acetonitrile, shake at 120 rpm for 30 minutes at 25 ° C., filter through a membrane filter (0.45 ⁇ m), and inject about 10 ⁇ L of the extract into HPLC for analysis. The amount of peroxide can be used.
  • at least one compound (A) selected from Regarding the ultraviolet absorber (a) the fact that the number of hydroxyl groups in the molecular structure is 0 to 3 means that as described above, the number of hydrogen donating groups causing the deactivation of radicals is reduced to crosslink the radical generating agent It is effective in suppressing inhibition.
  • the fact that the number of hydroxyl groups is 0 to 3 is also preferable for suppressing the inhibition of crosslinking by the crosslinking agent when, for example, an isocyanate-based crosslinking agent having reactivity with the hydroxyl group is blended.
  • the said ultraviolet absorber (a) uses the compound which does not have a phenyl group in molecular structure as a hydrogen donor group which deactivates radicals other than a hydroxyl group.
  • the phenyl group which is not contained in the molecular structure means phenyl (—C 6 H 5 ) which does not have a substituent, and does not exclude a phenyl group having a substituent, a phenylene group and the like.
  • the dye compound (b) also has a small number of hydrogen donating groups such as a hydroxyl group and a phenyl group in the molecular structure from the viewpoint of preventing the inhibition of the crosslinking of the radical generator as in the ultraviolet absorber (a)
  • the hydroxyl group is preferably a compound having 0 to 3 or no hydroxyl group.
  • the compounding amount of the ultraviolet absorber (a) and / or the dye compound (b) as the compound (A) is 0.1 parts by weight with respect to 100 parts by weight of the base polymer (for example, (meth) acrylic polymer)
  • the amount is preferably about 25 parts by weight, more preferably about 0.5 to 20 parts by weight, and still more preferably about 2 to 10 parts by weight.
  • the ultraviolet absorbers (a) may be used alone or in combination of two or more.
  • the content of the ultraviolet absorber (a) as a whole is 100 parts by weight of the base polymer (for example, (meth) acrylic polymer) 0.1 to 20 parts by weight, preferably 0.1 to 10 parts by weight, preferably 0.1 to 5 parts by weight, and 0.5 to 3 parts by weight Is more preferred.
  • the addition amount of the ultraviolet absorber (a) in the above range the ultraviolet absorbing function of the pressure-sensitive adhesive layer can be sufficiently exhibited, and in the case of performing the ultraviolet polymerization, the polymerization is not hindered. preferable.
  • the dye compounds (b) may be used alone or in combination of two or more.
  • the content of the dye compound (b) as a whole is 100 parts by weight of the base polymer (for example, (meth) acrylic polymer) 0.1 to 20 parts by weight is preferable, 0.1 to 10 parts by weight is preferable, 0.1 to 5 parts by weight is preferable, and 0.5 to 3 parts by weight More preferable.
  • the addition amount of the dye compound (b) in the above range light in a region not affecting light emission of the organic EL element can be sufficiently absorbed, and the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition is used This is preferable because deterioration of the organic EL element can be suppressed.
  • the ultraviolet absorber (a) or the dye compound (b) can be used, it is preferable to use the ultraviolet absorber (a) and the dye compound (b) in combination.
  • the ultraviolet absorber (a) for example, a wavelength region (380 nm to 430 nm) on the shorter wavelength side than the light emitting region (longer wavelength side than 430 nm) of the organic EL element although it can absorb light of wavelength 380 nm Light is not sufficiently absorbed, and the transmitted light may cause deterioration.
  • the dye compound (b) can suppress the transmission of light having a wavelength (380 nm to 430 nm) shorter than the light emitting region (longer than 430 nm) of the organic EL element, and the ultraviolet absorber (a)
  • the combined use of the dye compound (b) and the dye compound (b) makes it possible to ensure sufficient transmittance of visible light in the light emitting region of the organic EL device.
  • the present invention by using such a dye compound (b) and the ultraviolet absorber (a2) in combination, light in a region (wavelength 380 nm to 430 nm) which does not affect light emission of the organic EL element is sufficiently absorbed.
  • the light emitting region (longer wavelength than 430 nm) of the organic EL element can be sufficiently transmitted, and as a result, deterioration of the organic EL element due to external light can be suppressed.
  • the total amount of the ultraviolet absorber (a) and the dye compound (b) is within the range of the compounding amount as the compound (A) It is preferable to control as follows.
  • the ultraviolet absorber (a) is preferably 0.1 to 10 parts by weight, and more preferably 0.1 to 5 parts by weight with respect to 100 parts by weight of the base polymer (for example, (meth) acrylic polymer). Is preferably 0.5 to 3 parts by weight.
  • the dye compound (b) is preferably about 0.1 to 10 parts by weight, and more preferably about 0.1 to 5 parts by weight, with respect to 100 parts by weight of the base polymer (for example, (meth) acrylic polymer). And more preferably 0.5 to 3 parts by weight.
  • the UV absorber (a) is not particularly limited as long as it has 0 to 3 hydroxyl groups in the molecular structure, and for example, triazine UV absorbers, benzotriazole UV absorbers, benzophenone UV absorbers, oxybenzophenone
  • the ultraviolet absorbers include salicylic acid ester ultraviolet absorbers and cyanoacrylate ultraviolet absorbers. These may be used singly or in combination of two or more.
  • triazine-based UV absorbers and benzotriazole-based UV absorbers are preferable, triazine-based UV absorbers having two or less hydroxyl groups in one molecule, and benzo having one benzotriazole skeleton in one molecule.
  • At least one UV absorber selected from the group consisting of triazole UV absorbers, which has good solubility in the monomers used to form the acrylic pressure-sensitive adhesive composition, and a wavelength near 380 nm Is preferred because of its high ability to absorb ultraviolet light.
  • triazine-based UV absorbers having two or less hydroxyl groups in one molecule include 2,4-bis-[ ⁇ 4- (4-ethylhexyloxy) -4-hydroxy ⁇ -phenyl] -6. -(4-Methoxyphenyl) -1,3,5-triazine (Tinosorb S, manufactured by BASF), 2,4-bis [2-hydroxy-4-butoxyphenyl] -6- (2,4-dibutoxyphenyl) ) -1,3,5-Triazine (TINUVIN 460, manufactured by BASF Corp.), 2- (4,6-bis (2,4-dimethylphenyl) -1,3,5-triazin-2-yl) -5-) Reaction product of hydroxyphenyl and [(C10-C16 (mainly C12-C13) alkyloxy) methyl] oxirane (TINUVIN 400, manufactured by BASF), 2- [4, 6 Bis (2,4-dimethylphenyl) -1,3,5-
  • benzotriazole-based ultraviolet absorber having one benzotriazole skeleton in one molecule, 2- (2H-benzotriazol-2-yl) -6- (1-methyl-1-phenylethyl) -4- is used.
  • examples of the benzophenone based ultraviolet absorber (benzophenone based compound) and the oxybenzophenone based ultraviolet absorber (oxybenzophenone based compound) include, for example, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxybenzophenone-5 -Sulfonic acid (anhydrous and trihydrate), 2-hydroxy-4-octyloxybenzophenone, 4-dodecyloxy-2-hydroxybenzophenone, 4-benzyloxy-2-hydroxybenzophenone, 2,2'-dihydroxy-4, 4-dimethoxybenzophenone and the like can be mentioned.
  • salicylic acid ester type ultraviolet absorber for example, 2,4-di-tert-butylphenyl-3,5-di-tert-butyl-4-hydroxybenzoate (TINUVIN 120, manufactured by BASF AG) Etc. can be mentioned.
  • TINUVIN 120 2,4-di-tert-butylphenyl-3,5-di-tert-butyl-4-hydroxybenzoate
  • cyanoacrylate UV absorber examples include alkyl 2-cyanoacrylate, cycloalkyl 2-cyanoacrylate, alkoxyalkyl 2-cyanoacrylate, alkenyl 2-cyanoacrylate, and alkynyl Examples include 2-cyanoacrylate and the like.
  • the maximum absorption wavelength of the absorption spectrum of the ultraviolet absorber (a) is preferably in the wavelength range of 300 to 400 nm, and more preferably in the wavelength range of 320 to 380 nm.
  • the method of measuring the maximum absorption wavelength is the same as the method of measuring the dye-based compound described later.
  • the dye compound (b) is not particularly limited as long as it is a compound which exists in the wavelength range of 380 to 430 nm in the maximum absorption wavelength of the absorption spectrum, but like the ultraviolet absorber (a), It is preferable that it is a compound which has few hydrogen donor groups, such as a hydroxyl group and a phenyl group, in a structure.
  • maximum absorption wavelength as used herein means an absorption maximum wavelength showing the maximum absorbance among a plurality of absorption maxima in the spectral absorption spectrum in the wavelength region of 300 to 460 nm.
  • the maximum absorption wavelength of the absorption spectrum of the dye compound (b) is more preferably in the wavelength range of 380 to 420 nm.
  • the dye compound (b) is not particularly limited as long as it has the above-mentioned wavelength characteristics, but a material which does not inhibit the display performance of the organic EL element and which does not have fluorescence and phosphorescence performance (photoluminescence) is preferable.
  • the half-width of the dye compound (b) is not particularly limited, but is preferably 80 nm or less, more preferably 5 to 70 nm, and still more preferably 10 to 60 nm.
  • the full width at half maximum of the dye compound is in the above range, it is possible to sufficiently transmit light in a region that does not affect the light emission of the organic EL element while transmitting sufficient light at wavelengths longer than 430 nm. Because it is preferable.
  • the measuring method of a half value width is based on the method as described below.
  • Examples of the dye compound (b) include organic dye compounds and inorganic dye compounds. Among them, from the viewpoint of maintaining the dispersibility in the resin component such as the base polymer and transparency, Organic dye compounds are preferred.
  • organic dye compounds examples include azomethine compounds, indole compounds, cinnamic acid compounds, pyrimidine compounds, porphyrin compounds and cyanine compounds.
  • organic dye compound commercially available ones can be suitably used.
  • indole compound BONASORB UA3911 (trade name, maximum absorption wavelength of absorption spectrum: 398 nm, half width: 48 nm, manufactured by Orient Chemical Industries, Ltd.)
  • SOM-5-0106 trade name, maximum absorption wavelength of absorption spectrum: 416 nm, half width: 50 nm, manufactured by Orient Chemical Industries Ltd.
  • porphyrin compound FDB-001 (Trade name, maximum absorption wavelength of absorption spectrum: 420 nm, half width: 14 nm, Yamada Chemical Industry Co., Ltd.)
  • cyanine compound merocyanine compound
  • polymethine compound trade name: DAA
  • An antioxidant to be blended into the pressure-sensitive adhesive composition of the present invention can be blended.
  • An antioxidant can prevent inhibition by oxygen of radicals generated from a radical generator, and can ensure a stable gel fraction (crosslinking degree), and a release film (separator applied to an adhesive layer) The gel fraction can be increased while suppressing the increase in the peeling force of
  • antioxidants examples include phenol type, phosphorus type, sulfur type and amine type antioxidants, and at least one selected from these is used. Among these, phenolic antioxidants are preferred.
  • phenolic antioxidant examples include, as a monocyclic phenol compound, 2,6-di-t-butyl-p-cresol, 2,6-di-t-butyl-4-ethylphenol, 2,6- Dicyclohexyl-4-methylphenol, 2,6-diisopropyl-4-ethylphenol, 2,6-di-t-amyl-4-methylphenol, 2,6-di-t-octyl-4-n-propylphenol, 2,6-Dicyclohexyl-4-n-octylphenol, 2-isopropyl-4-methyl-6-t-butylphenol, 2-t-butyl-4-ethyl-6-t-octylphenol, 2-isobutyl-4-ethyl- 6-t-Hexylphenol, 2-cyclohexyl-4-n-butyl-6-isopropylphenol, styrenated mixed cresol, DL ⁇ -Tocopherol,
  • Phosphorus-containing phenolic compounds such as calcium (bis (3,5-di-t-butyl-4-hydroxybenzylphosphonate)), bis (3,5-di-t-butyl-4-hydroxybenzylphosphonate) nickel, etc. Can be mentioned.
  • the phosphorus-based antioxidant include trioctyl phosphite, trilauryl phosphite, tris tridecyl phosphite, tris isodecyl phosphite, phenyl diisooctyl phosphite, phenyl diisodecyl phosphite, phenyl di (tridecyl) phos Phyto, diphenyl isooctyl phosphite, diphenyl isodecyl phosphite, diphenyl tridecyl phosphite, triphenyl phosphite, tris (nonylphenyl) phosphite, tris (2,4-di-t-butylphenyl) phosphite, tris (Butoxyethyl) phosphite, tetratridecyl-4,4'-
  • 1,6-hexanediol diphosphite Hexatridecyl-1,1,3-tris (2-methyl-4-hydroxy-5-t-butylphenol) diphos Pheat, tris [4,4'-isopropylidene bis (2-t-butylphenol)] phosphite, tris (1,3-distearoyloxyisopropyl) phosphite, 9,10-dihydro-9-phosphaphenanthrene -10-oxide, tetrakis (2,4-di-t-butylphenyl) -4,4'-biphenylene diphosphonite, distearyl pentaerythritol diphosphite, di (nonylphenyl) pentaerythritol diphosphite, phenyl.
  • dialkylthiodipropionate and polyhydric alcohol ester of alkylthiopropionic acid are preferable to use.
  • the dialkylthiodipropionate used herein is preferably a dialkylthiodipropionate having an alkyl group having 6 to 20 carbon atoms, and as the polyhydric alcohol ester of alkylthiopropionic acid, an alkyl having 4 to 20 carbon atoms Polyhydric alcohol esters of alkylthiopropionic acid having a group are preferred.
  • dialkyl thiodipropionates examples include dilauryl thiodipropionate, dimyristyl thiodipropionate, and distearyl thiodipropionate.
  • polyhydric alcohol esters of alkylthiopropionic acid for example, glycerin tributyl thiopropionate, glycerin trioctyl thiopropionate, glycerin trilauryl thiopropionate, glycerin tristearyl thiopropionate, trimethylol ethane tributyl Thiopropionate, trimethylolethane trioctyl thiopropionate, trimethylol ethane trilauryl thiopropionate, trimethylol ethane tristearyl thiopropionate, pentaerythritol tetrabutyl thiopropionate, pentaerythritol tetraoctyl thiopro Peonate, pentaerythritol tetralauryl thiopropionate, pentaerythritol tetrastearyl thiopro Peonate, pen
  • amine antioxidants include bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate, dimethyl succinate and 1- (2-hydroxyethyl) -4-hydroxy-2,2 , 6,6-Tetramethylpiperidine ethanol, Polycondensate of N, N ′, N ′, N ′ ′-tetrakis- (4,6-bis- (butyl- (N-methyl-2,2,6) , 6-Tetramethylpiperidin-4-yl) amino) -triazin-2-yl) -4,7-diazadecane-1,10-diamine, dibutylamine ⁇ 1,3,5-triazine ⁇ N, N′-bis (Polycondensate of (2,2,6,6-tetramethyl-4-piperidyl-1,6-hexamethylenediamine and N- (2,2,6,6-tetramethyl-4-piperidyl) butylamine, poly [ ⁇ 6- (1, 1, 3, 3 Tetra
  • the content of the antioxidant in the pressure-sensitive adhesive composition of the present invention is determined from the viewpoint of preventing the color fading of the dye by the radical generating agent.
  • the content of the antioxidant is preferably in the range of 0.03 parts by weight or more based on 100 parts by weight of the (meth) acrylic polymer.
  • the ratio of capturing radicals generated from the radical generator increases.
  • the crosslinking inhibition of the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition tends to occur, and the gel fraction of the pressure-sensitive adhesive layer tends to decrease to cause appearance defects.
  • the content of the antioxidant is preferably 5 parts by weight or less, more preferably 1.5 parts by weight or less, based on 100 parts by weight of the (meth) acrylic polymer.
  • the content of the above-mentioned antioxidant is preferably 0.05 to 100 parts by weight of the base polymer (for example, (meth) acrylic polymer).
  • the amount is preferably 1.5 parts by weight, more preferably 0.1 to 1.0 parts by weight, and still more preferably 0.3 to 0.8 parts by weight.
  • the pressure-sensitive adhesive composition of the present invention can contain a crosslinking agent (excluding the above-mentioned radical generator).
  • a crosslinking agent excluding the above-mentioned radical generator.
  • an isocyanate-based crosslinking agent when used in combination as a crosslinking agent, three-dimensional crosslinking of the pressure-sensitive adhesive layer by the isocyanate-based crosslinking agent while effectively suppressing radical crosslinking inhibition by oxygen by the antioxidant.
  • a network can be formed efficiently. As a result, the occurrence of appearance abnormalities at the end of the polarizing film can be more effectively prevented.
  • Crosslinking agents include isocyanate crosslinking agents, epoxy crosslinking agents, silicone crosslinking agents, oxazoline crosslinking agents, aziridine crosslinking agents, silane crosslinking agents, alkyl etherified melamine crosslinking agents, and metal chelate crosslinking agents. Agents are included.
  • the crosslinking agents can be used alone or in combination of two or more. Among these, an isocyanate type crosslinking agent is preferably used.
  • the said crosslinking agent may be used individually by 1 type and may be used in mixture of 2 or more types, content as a whole is a base polymer (for example, (meth) acrylic-type polymer) 100
  • the amount is preferably 5 parts by weight or less, more preferably 0.01 to 5 parts by weight, still more preferably 0.01 to 4 parts by weight, and particularly preferably 0.02 to 3 parts by weight. .
  • An isocyanate type crosslinking agent refers to a compound having two or more isocyanate groups (including an isocyanate regenerated functional group in which an isocyanate group is temporarily protected by a blocking agent or quantification or the like) in one molecule.
  • aromatic isocyanates such as tolylene diisocyanate and xylene diisocyanate
  • alicyclic isocyanates such as isophorone diisocyanate
  • aliphatic isocyanates such as hexamethylene diisocyanate, etc.
  • lower aliphatic polyisocyanates such as butylene diisocyanate and hexamethylene diisocyanate
  • cycloaliphatic diisocyanates such as cyclopentylene diisocyanate, cyclohexylene diisocyanate and isophorone diisocyanate, 2,4-tolylene diisocyanate
  • Aromatic diisocyanates such as 4,4'-diphenylmethane diisocyanate, xylylene diisocyanate, polymethylene polyphenylisocyanate, trimethylolpropane / tolylene diisocyanate trimer adduct (trade name: Coronate L, manufactured by Nippon Polyurethane Industry Co., Ltd.) ), Trimethylolpropane / hexamethylene diisocyanate trimer adduct (trade name: Coronate HL, manufactured by Nippon Polyurethane Industry Co., Ltd.), hexamethylene Is
  • the pressure-sensitive adhesive composition of the present invention can contain a silane coupling agent.
  • the compounding amount of the silane coupling agent is preferably 1 part by weight or less, more preferably 0.01 to 1 part by weight, with respect to 100 parts by weight of the monofunctional monomer component forming the (meth) acrylic polymer. More preferred is 0.02 to 0.6 parts by weight.
  • silane coupling agent examples include 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyltriethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, 2- (3,4 epoxycyclohexyl) Epoxy group-containing silane coupling agents such as ethyltrimethoxysilane, 3-aminopropyltrimethoxysilane, N-2- (aminoethyl) -3-aminopropylmethyldimethoxysilane, 3-triethoxysilyl-N- (1,1 Amino group-containing silane coupling agents such as 3-dimethylbutylidene) propylamine, N-phenyl- ⁇ -aminopropyltrimethoxysilane, 3-acryloxypropyltrimethoxysilane, 3-methacryloxypropyltriethoxysilane Meta) Acrylic group containing Shira Coupling agents, such as isocyanate group-containing
  • the pressure-sensitive adhesive composition of the present invention may contain, in addition to the components described above, appropriate additives depending on the application.
  • tackifier for example, solid, semi-solid or liquid at room temperature consisting of rosin derivative resin, polyterpene resin, petroleum resin, oil-soluble phenolic resin, etc.
  • Filler such as hollow glass balloon; Plasticizer; Inhibitors; light stabilizers (HALS); antioxidants etc.
  • HALS light stabilizers
  • the pressure-sensitive adhesive layer for an organic EL display device of the present invention is characterized in that it is formed from the pressure-sensitive adhesive composition for an organic EL display device.
  • the pressure-sensitive adhesive composition is applied to at least one surface of a substrate, and a coated film formed from the pressure-sensitive adhesive composition is dried and formed, or an active energy ray such as ultraviolet light is irradiated. Can be formed.
  • base material it does not specifically limit as said base material,
  • various base materials such as a release film and a transparent resin film base material, and the polarizing film mentioned later can also be used suitably as a base material.
  • constituent material of the release film examples include resin films such as polyethylene, polypropylene, polyethylene terephthalate and polyester film, porous materials such as paper, cloth and non-woven fabric, nets, foam sheets, metal foils, and laminates thereof Although an appropriate thin leaf etc. can be mentioned, a resin film is used suitably from the point which is excellent in surface smoothness.
  • the resin film for example, polyethylene film, polypropylene film, polybutene film, polybutadiene film, polymethylpentene film, polyvinyl chloride film, vinyl chloride copolymer film, polyethylene terephthalate film, polybutylene terephthalate film, polyurethane film, ethylene film -Vinyl acetate copolymer film etc. may be mentioned.
  • the thickness of the release film is usually 5 to 200 ⁇ m, preferably about 5 to 100 ⁇ m.
  • the release film may be, if necessary, a release agent of silicone type, fluorine type, long chain alkyl type or fatty acid amide type, silica powder etc., release treatment and antifouling treatment, coating type, kneading type, It is also possible to carry out antistatic treatment such as deposition type.
  • antistatic treatment such as deposition type.
  • the releasability from the pressure-sensitive adhesive layer can be further enhanced by appropriately performing release treatment such as silicone treatment, long chain alkyl treatment, fluorine treatment and the like on the surface of the release film.
  • the transparent resin film substrate is not particularly limited, but various resin films having transparency are used.
  • the said resin film is formed of the film of one layer.
  • polyester resin such as polyethylene terephthalate and polyethylene naphthalate, acetate resin, polyether sulfone resin, polycarbonate resin, polyamide resin, polyimide resin, polyolefin resin, (meth) acrylic resin
  • Polyvinyl chloride resin, polyvinylidene chloride resin, polystyrene resin, polyvinyl alcohol resin, polyarylate resin, polyphenylene sulfide resin and the like can be mentioned.
  • polyester resins, polyimide resins and polyethersulfone resins are particularly preferable.
  • the thickness of the film substrate is preferably 15 to 200 ⁇ m, and more preferably 25 to 188 ⁇ m.
  • the method for applying the pressure-sensitive adhesive composition onto the substrate may be roll coating, kiss roll coating, gravure coating, reverse coating, roll brushing, spray coating, dip roll coating, bar coating, knife coating, air knife coating, curtain
  • the drying conditions are not particularly limited, and the composition of the pressure-sensitive adhesive composition
  • the concentration can be set appropriately, for example, at about 60 to 170 ° C., preferably 60 to 150 ° C., for 1 to 60 minutes, preferably 2 to 30 minutes.
  • the coating film can be irradiated with ultraviolet light to form a pressure-sensitive adhesive layer.
  • the thickness of the pressure-sensitive adhesive layer is preferably 5 ⁇ m or more, more preferably 50 ⁇ m or more, still more preferably 100 ⁇ m or more, from the viewpoint of securing the function of absorbing light having a wavelength of less than 430 nm. It is particularly preferable to be the above.
  • the upper limit of the thickness of the pressure-sensitive adhesive layer is not particularly limited, but is preferably 1 mm or less. When the thickness of the pressure-sensitive adhesive layer exceeds 1 mm, the transmission of ultraviolet light becomes difficult, and it takes time to polymerize the monomer component, and problems occur in processability, winding up in steps and transportability, and productivity is poor. Not desirable because
  • the gel fraction of the pressure-sensitive adhesive layer of the present invention is not particularly limited, but is preferably 40% or more, more preferably 60% or more, and still more preferably 75% or more. Particularly preferred is 85% or more. When the gel fraction of the pressure-sensitive adhesive layer is small, the cohesion is inferior, and problems may occur in processability and handling.
  • the gel fraction immediately after forming the pressure-sensitive adhesive layer by heat drying or ultraviolet irradiation of the coating film of the pressure-sensitive adhesive composition is preferably 60% or more from the viewpoint of preventing appearance defects such as paste marks. Is more preferably 63% or more, still more preferably 66% or more, and particularly preferably 70% or more.
  • the pressure-sensitive adhesive layer preferably has a haze value measured at a thickness of 25 ⁇ m of 2% or less, more preferably 0 to 1.5%, and still more preferably 0 to 1%. It is preferable for the pressure-sensitive adhesive layer to have high transparency when the haze is in the above-mentioned range.
  • the average transmittance at a wavelength of 300 to 400 nm of the pressure-sensitive adhesive layer is preferably 12% or less, more preferably 5% or less, and more preferably 2% or less.
  • permeability of an adhesive layer is the said range can fully be absorbed, and degradation of an organic EL element can be suppressed.
  • the average transmittance at a wavelength of 430 to 450 nm of the pressure-sensitive adhesive layer is preferably 70% or more, more preferably 75% or more, and the average transmittance at a wavelength of 500 to 780 nm is preferably 80% or more And 85% or more.
  • the transmittance of the pressure-sensitive adhesive layer is in the above range, light can be sufficiently transmitted in the light emitting region (longer wavelength side than 430 nm) of the organic EL element, and the organic EL display using the pressure-sensitive adhesive layer The device can emit sufficient light.
  • the average transmittance of the pressure-sensitive adhesive layer at a wavelength of 400 to 430 nm or less can be designed in accordance with the characteristics required for the organic EL display device.
  • the average transmittance of the adhesive layer at a wavelength of 400 to 430 nm or less is It is preferably 30% or less, more preferably 20% or less.
  • the average transmittance of the pressure-sensitive adhesive layer is 400% to 430 nm or less and is more than 30% and 95% or less Is preferable, and more than 50% and 90% or less is more preferable.
  • the “average transmittance of wavelengths 300 to 400 nm” refers to the average value of the measured transmittances by measuring the transmittance at a pitch of 1 nm in a wavelength range of 300 to 400 nm. The same is true for the average transmittance in other wavelength regions.
  • the pressure-sensitive adhesive layer of the present invention can sufficiently absorb light in a region which does not affect light emission of the organic EL device by having the transmittance, and the light-emitting region (longer wavelength than 430 nm of the organic EL device) Side) can be sufficiently transmitted, and deterioration of the organic EL element due to external light can be suppressed.
  • the pressure-sensitive adhesive layer When the pressure-sensitive adhesive layer is exposed, the pressure-sensitive adhesive layer may be protected with a release film until it is practically used.
  • Polarizing film with pressure-sensitive adhesive layer for organic EL display device The polarizing film with pressure-sensitive adhesive layer for an organic EL display device of the present invention is characterized by having a polarizing film and the pressure-sensitive adhesive layer for the organic EL display device.
  • the pressure-sensitive adhesive layer for an organic EL display device those described above can be suitably used.
  • the pressure-sensitive adhesive layer can be attached to the polarizing film and transferred.
  • the said release film can be used as a separator of the polarizing film with an adhesive layer as it is, and the simplification in a process surface can be performed.
  • Polarizer is not particularly limited, and various types of polarizers can be used.
  • a polarizer for example, a hydrophilic polymer film such as a polyvinyl alcohol-based film, a partially formalized polyvinyl alcohol-based film, or an ethylene / vinyl acetate copolymer-based partially saponified film, dichroism of iodine or a dichroic dye Examples thereof include those obtained by adsorbing a substance and uniaxially stretched, and dehydrated products of polyvinyl alcohol and dehydrochlorinated products of polyvinyl chloride such as polyene-based oriented films.
  • a polarizer made of a polyvinyl alcohol film and a dichroic substance such as iodine is preferable.
  • the thickness of these polarizers is not particularly limited, but is generally about 5 to 80 ⁇ m.
  • a polarizer obtained by staining a polyvinyl alcohol-based film with iodine and uniaxially stretching it can be produced, for example, by immersing polyvinyl alcohol in an aqueous solution of iodine and then stretching it to 3 to 7 times its original length. It can also be immersed in an aqueous solution such as potassium iodide which may contain boric acid, zinc sulfate, zinc chloride and the like as required. Furthermore, before dyeing, the polyvinyl alcohol-based film may be dipped in water and rinsed if necessary.
  • the stretching may be performed after staining with iodine, may be stretching while staining, or may be stretched and then stained with iodine. It can also be stretched in an aqueous solution of boric acid or potassium iodide or in a water bath.
  • a thin polarizer having a thickness of 10 ⁇ m or less can also be used.
  • the thickness is preferably 1 to 7 ⁇ m. It is preferable that such a thin polarizer has less thickness unevenness, excellent visibility, and less dimensional change, so it is excellent in durability, and further, thickness reduction as a polarizing film can be achieved.
  • Typical thin polarizers are disclosed in JP-A-51-069644, JP-A-2000-338329, WO 2010/100917, WO 2010/100917, or a patent.
  • thin polarizing films described in Japanese Patent No. 4751481 and Japanese Patent Application Laid-Open No. 2012-073563.
  • These thin polarizing films can be obtained by a manufacturing method including the steps of stretching a polyvinyl alcohol resin (hereinafter, also referred to as a PVA resin) layer and a stretching resin base material in the state of a laminate and dyeing.
  • a PVA resin polyvinyl alcohol resin
  • a stretching resin base material in the state of a laminate and dyeing.
  • WO 2010/100917 pamphlet or those obtained by the process including the step of stretching in an aqueous solution of boric acid as described in Japanese Patent No. 4751481 or Japanese Patent Application Laid-Open No. 2012-073563, particularly preferred It is preferable to use one obtained by a method including the step of auxiliary air stretching before stretching in a boric acid aqueous solution as described in the specification of 4751481 and JP-A-2012-073563.
  • Transparent Protective Film As the transparent protective film, those conventionally used can be appropriately used. Specifically, a transparent protective film formed of a material excellent in transparency, mechanical strength, thermal stability, water blocking property, isotropy, etc. is preferable.
  • polyester-based polymers such as polyethylene terephthalate and polyethylene naphthalate
  • cellulose based polymers such as diacetyl cellulose and triacetyl cellulose
  • acrylic polymers such as polymethyl methacrylate
  • styrene based polymers such as polystyrene and acrylonitrile / styrene copolymer (AS resin)
  • AS resin acrylonitrile / styrene copolymer
  • polyolefins having polyethylene, polypropylene, cyclo-based or norbornene structure polyolefin-based polymers such as ethylene / propylene copolymer, vinyl chloride-based polymers, amide-based polymers such as nylon and aromatic polyamides, imide-based polymers, sulfone-based polymers , Polyethersulfone based polymer, polyetheretherketone based polymer, polyphenylene sulfide based polymer, vinyl alcohol based polymer, vinylidene chloride based polymer, vinyl butyral based polymer, arylate based polymer, polyoxymethylene based polymer, epoxy based polymer, or Blends of the above polymers and the like are also mentioned as examples of the polymer forming the above transparent protective film.
  • the transparent protective film can also be formed as a cured layer of thermosetting resin such as acrylic resin, urethane resin, acrylic urethane resin, epoxy resin, and silicone resin, and ultraviolet curable resin
  • the thickness of the transparent protective film can be appropriately determined, but in general, it is about 1 to 500 ⁇ m from the viewpoints of strength, workability such as handleability, and thin film properties.
  • the polarizer and the transparent protective film are preferably in close contact with each other via a water-based adhesive or the like.
  • water-based adhesives include isocyanate-based adhesives, polyvinyl alcohol-based adhesives, gelatin-based adhesives, vinyl-based latexes, water-based polyurethanes, water-based polyesters, and the like.
  • an adhesive agent of a polarizer and a transparent protective film an ultraviolet curable adhesive, an electron beam curable adhesive, etc. are mentioned.
  • the adhesive for electron beam-curable polarizing film exhibits suitable adhesiveness to the above various viewing side transparent protective films.
  • the adhesive used in the present invention can contain a metal compound filler.
  • the surface of the transparent protective film to which the polarizer is not attached may be treated with a hard coat layer, an antireflective treatment, an antisticking treatment, or a treatment for diffusion or antiglare.
  • any one having retardation and capable of functioning as an optical compensation layer can be used.
  • the phase difference characteristic can be suitably adjusted to the value required for optical compensation.
  • a stretched film can be suitably used as such a retardation film.
  • nx ny includes not only cases in which nx and ny are completely identical but also cases in which nx and ny are substantially the same.
  • ny nz includes not only cases in which ny and nz are completely identical, but also cases in which ny and nz are substantially the same.
  • the retardation film has a front surface retardation of the transparent protective film of 1 ⁇ 4 wavelength (about 100 to 170 nm). Preferably, it is a quarter wave plate.
  • the installation place of the said adhesive layer is not specifically limited, It may be provided in the surface on the opposite side to the surface in contact with the polarizer of the said transparent protective film,
  • the polarizer of retardation film It may be provided on the side opposite to the side in contact with the surface, but from the viewpoint of suppressing the deterioration of the organic EL element, it is preferably provided on at least one side or both sides.
  • FIGS. 1 (a) to (c) An example of a specific configuration of the pressure-sensitive adhesive layer-attached polarizing film for an organic EL display device of the present invention is shown in FIGS. 1 (a) to (c).
  • adhesive layer 2 / transparent protective film 3 / polarizer 4 / retardation film 5 As shown in FIG. 1 (b), transparent protective film 3 / polarizer 4 / retardation
  • film 5 / adhesive layer 2 As shown in FIG. 1 (c), each layer is in this order as adhesive layer 2 / transparent protective film 3 / polarizer 4 / retardation film 5 / adhesive layer 2;
  • the laminated polarizing film 1 with an adhesive layer for organic EL display devices can be mentioned.
  • the pressure-sensitive adhesive layer 2 is the pressure-sensitive adhesive layer for the organic EL display device of the present invention
  • FIG. 1 (c) at least the two pressure-sensitive adhesive layers 2 are present.
  • One of them may be the pressure-sensitive adhesive layer for the organic EL display device of the present invention, and both of them may be the pressure-sensitive adhesive layer for the organic EL display device of the present invention.
  • the polarizing film 6 is a piece protection polarizing film comprised from the polarizer 4 and the transparent protective film 3, it is not limited to this, The polarizing film 4 and the retardation film 5 It may be both protective polarizing films further having a transparent protective film therebetween. Further, as described above, various functional layers such as a hard coat layer can be formed on the surface of the transparent protective film 3 which is not in contact with the polarizer 4.
  • the said adhesive layer may be an adhesive layer for organic EL display apparatuses of this invention. That is, the polarizing film with a pressure-sensitive adhesive layer for an organic EL display device has a first pressure-sensitive adhesive layer, a transparent protective film, a polarizer, a second pressure-sensitive adhesive layer, a retardation film, and a third pressure-sensitive adhesive layer in this order At least one pressure-sensitive adhesive layer of the first pressure-sensitive adhesive layer, the second pressure-sensitive adhesive layer, and the third pressure-sensitive adhesive layer may be the pressure-sensitive adhesive layer for the organic EL display device.
  • Organic EL Display Device uses at least one pressure-sensitive adhesive layer for an organic EL display device of the present invention and / or at least one polarizing film with an adhesive layer for an organic EL display device of the present invention. It features.
  • cover glass or cover plastic 7 / adhesive layer 2 / transparent protective film 3 / polarizer 4 / retardation film 5 / adhesive layer 2 / organic EL display panel (OLED element panel) 8 (FIG. 2); cover glass or cover plastic 7 / adhesive layer 9 / transparent protective film 3 / polarizer 4 / retardation film 5 / adhesive Layer 2 / organic EL display panel 8 (FIG. 3); cover glass or cover plastic 7 / adhesive layer 2 / sensor layer 10 / adhesive layer 2 / transparent protective film 3 / polarizer 4 / retardation film 5 / adhesive As in the layer 2 / organic EL display panel 8 (FIG.
  • an organic EL display in which each layer is laminated in this order can be mentioned.
  • At least one of the pressure-sensitive adhesive layers 2 in each configuration may be the pressure-sensitive adhesive layer of the present invention, and all the pressure-sensitive adhesive layers 2 may be the pressure-sensitive adhesive layer of the present invention.
  • the organic EL display device of the present invention may include various functional layers such as a protective film and a hard coat layer.
  • an adhesive layer and / or an adhesive layer can be appropriately used.
  • pressure-sensitive adhesive layers other than the pressure-sensitive adhesive layer of the present invention conventional pressure-sensitive adhesive layers used in the present field can be appropriately used.
  • benzoyl peroxide trade name: Naipar BMT, manufactured by Nippon Oil and Fats Co., Ltd.
  • Example 1 Preparation of pressure-sensitive adhesive composition
  • a radical generator Benzoyl peroxide, trade name Nyper BMT manufactured by NOF Corporation
  • an isocyanate crosslinking agent Takenate D110N, trade name of Mitsui Chemicals, Inc.
  • a UV absorber a
  • Tinosorb S manufactured by BASF
  • a silane coupling agent KBM 403 manufactured by Shin-Etsu Chemical Co., Ltd.
  • the pressure-sensitive adhesive composition is applied onto a 38 ⁇ m thick separator (polyethylene terephthalate film with a surface subjected to peeling treatment: release film) so that the thickness after drying is 20 ⁇ m, and dried at 155 ° C. for 1 minute The solvent was removed by layering to obtain a pressure-sensitive adhesive layer (A).
  • a 38 ⁇ m thick separator polyethylene terephthalate film with a surface subjected to peeling treatment: release film
  • the separator on which the pressure-sensitive adhesive layer (A) is formed is formed of cycloolefin polymer film / polarizer / acrylic resin film / pressure-sensitive adhesive layer (B) / retardation film It was transferred to a polarizing film having a retardation film of the constitution to prepare a polarizing film with an adhesive layer.
  • the composition of the obtained polarizing film with a pressure-sensitive adhesive layer is cycloolefin polymer film / polarizer / acrylic resin film / pressure-sensitive adhesive layer (B) / retardation film / pressure-sensitive adhesive layer (A).
  • the cycloolefin polymer film and the acrylic resin film of the both sides of a polarizer were bonded using the polyvinyl alcohol-type adhesive agent, and the polarizing film was obtained.
  • the polarizing film and the retardation film were bonded together through an adhesive layer (B).
  • the structural member of the polarizing film which has retardation film is as follows.
  • Cycloolefin polymer film A cycloolefin polymer film (trade name: Zeonor Film, manufactured by Nippon Zeon Co., Ltd.) having a thickness of 25 ⁇ m was used.
  • a polarizer consisting of a 5 ⁇ m thick stretched polyvinyl alcohol film impregnated with iodine was used.
  • the single transmittance Y value of the polarizer (or the polarizing film laminated with the protective film) was 42.4%, and the degree of polarization was 99.995.
  • the resin pellet consisting of 100 parts by weight of the imidized MS resin described in Production Example 1 of JP-A-2010-284840 is dried at 100.5 kPa and 100 ° C. for 12 hours, and the die temperature is 270 ° C. in a single-screw extruder. And extruded from a T-die to form a film (thickness 80 ⁇ m). Furthermore, the film is stretched in an atmosphere of 150 ° C. in the transport direction (thickness 40 ⁇ m), and then stretched in an atmosphere of 150 ° C. in a direction perpendicular to the film transport direction, and an acrylic resin film of 20 ⁇ m thickness I got
  • a pressure-sensitive adhesive composition was prepared by adding 0.1 parts by weight of a silane coupling agent (trade name: KBM-403, manufactured by Shin-Etsu Chemical Co., Ltd.).
  • the pressure-sensitive adhesive composition (solution) is coated on a 38 ⁇ m-thick separator (polyethylene terephthalate film with release-treated surface: release film) to a dry thickness of 15 ⁇ m, 100 ° C. The mixture was dried for 3 minutes and the solvent was removed to obtain a pressure-sensitive adhesive layer (B).
  • Example 2 in preparing the pressure-sensitive adhesive composition, the type of (meth) acrylic polymer, the type or blending amount of the crosslinking agent, the type or blending amount of the ultraviolet light absorber, the type or blending amount of the dye compound, the antioxidant A pressure-sensitive adhesive layer was formed in the same manner as in Example 1 except that the compounding amount of A was changed as shown in Table 1. Further, in the same manner as in Example 1, a polarizing film with a pressure-sensitive adhesive layer was produced.
  • the separator is peeled off from the pressure-sensitive adhesive layer (A) obtained in Examples and Comparative Examples, and the pressure-sensitive adhesive layer (A) is attached to a jig for measurement, and a spectrophotometer (product name: U4100, Hitachi High-Tech Co., Ltd.) Measured by Technologies).
  • the transmittance was measured in the wavelength range of 300 nm to 450 nm.
  • the average transmittances at wavelengths of 300 nm to 400 nm, wavelengths of 400 nm to 430 nm, and wavelengths of 430 nm to 450 nm are shown in Table 1.
  • the gel fraction is 0.2 g of the pressure-sensitive adhesive layer (A) and wrapped in a fluorine resin (TEMISH NTF-1122 manufactured by Nitto Denko Co., Ltd.) (Wa) whose weight is measured in advance so that the pressure-sensitive adhesive does not leak After binding, the weight (Wb) was measured and placed in a sample bottle. 40 cc of ethyl acetate was added and left for 7 days. Thereafter, the fluororesin was taken out, dried at 130 ° C. for 2 hours on an aluminum cup, the weight (Wc) of the fluororesin containing the sample was measured, and the gel fraction was determined by the following formula (I).
  • TEMISH NTF-1122 manufactured by Nitto Denko Co., Ltd.
  • Formula (I): gel fraction (Wc-Wa) / (Wb-Wa) x 100 (% by weight) The gel fraction was measured immediately after the pressure-sensitive adhesive layer (A) was formed (within 4 hours) and after it was left at room temperature (23 ° C.) for one week after the pressure-sensitive adhesive layer (A) was formed.
  • ⁇ Durability> The separator is peeled off from the obtained polarizing film with pressure-sensitive adhesive layer (290 mm long ⁇ 220 mm wide), and the pressure-sensitive adhesive layer (A) side is in a cross nicol state on both sides of an alkali-free glass plate with a thickness of 0.7 mm. Sticked to Next, the sample was autoclaved at 50 ° C. and 5 atm for 15 minutes to make the sample completely intimate. The samples were treated under the conditions of 85 for 500 hours, respectively, and then the state of foaming, peeling, and lifting was visually observed according to the following criteria. ⁇ ⁇ ⁇ ... no foaming, peeling, floating, etc. ⁇ : There is no problem in practical use, but the level is slightly worse visually. X ... There is a problem in practical use.
  • the separator peeling force is preferably 0.02 to 1.0 (N / 50 mm).
  • the separator peeling force of 0.02 (N / 50 mm) or more is preferable for suppressing appearance defects due to the floating of the separator during processing or handling.
  • the separator peeling force is more preferably 0.04 to 0.5 (N / 50 mm), still more preferably 0.06 to 0.2 (N / 50 mm), and particularly preferably 0.08 to 0.15 (N). / 50 mm).
  • the radical generating agent is benzoyl peroxide (trade name niper BMT manufactured by NOF Corporation); D110N is an isocyanate crosslinking agent (trade name Takenate D110N manufactured by Mitsui Chemicals, Inc.); C / L is an isocyanate crosslinking agent (trade name Coronate L manufactured by Tosoh Corporation);
  • the UV absorber a1 is 2,4-bis-[ ⁇ 4- (4-ethylhexyloxy) -4-hydroxy ⁇ -phenyl] -6- (4-methoxyphenyl) -1,3,5-triazine (commodity Name: Tinosorb S, BASF Corporation);
  • the ultraviolet absorber a2 is 2,2 ′, 4,4 ′ tetrahydroxybenzophenone (trade name: SeeSorb 106, manufactured by Cipro Chemical Industries, Ltd.);
  • the dye compound b1 is a merocyanine compound (trade name: FDB-009, maximum absorption wavelength of absorption spectrum

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PCT/JP2018/019819 2017-06-22 2018-05-23 有機ｅｌ表示装置用粘着剤組成物、有機ｅｌ表示装置用粘着剤層、有機ｅｌ表示装置用粘着剤層付き偏光フィルム、および有機ｅｌ表示装置 WO2018235510A1 (ja)

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CN114302935A (zh) * 2019-09-26 2022-04-08 日东电工株式会社 带粘合剂层的光学膜以及包含该带粘合剂层的光学膜的图像显示装置
JP7216689B2 (ja) 2019-09-26 2023-02-01 日東電工株式会社 粘着剤層付光学フィルムおよび該粘着剤層付光学フィルムを含む画像表示装置
CN114302935B (zh) * 2019-09-26 2024-05-17 日东电工株式会社 带粘合剂层的光学膜以及包含该带粘合剂层的光学膜的图像显示装置

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