WO2022209476A1 - Display device adhesive, and adhesive sheet using same - Google Patents

Display device adhesive, and adhesive sheet using same Download PDF

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Publication number
WO2022209476A1
WO2022209476A1 PCT/JP2022/007748 JP2022007748W WO2022209476A1 WO 2022209476 A1 WO2022209476 A1 WO 2022209476A1 JP 2022007748 W JP2022007748 W JP 2022007748W WO 2022209476 A1 WO2022209476 A1 WO 2022209476A1
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WO
WIPO (PCT)
Prior art keywords
group
adhesive
ultraviolet absorber
pressure
sensitive adhesive
Prior art date
Application number
PCT/JP2022/007748
Other languages
French (fr)
Japanese (ja)
Inventor
敦史 山井
Original Assignee
株式会社巴川製紙所
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Filing date
Publication date
Application filed by 株式会社巴川製紙所 filed Critical 株式会社巴川製紙所
Priority to CN202280011521.XA priority Critical patent/CN116888232A/en
Priority to JP2023510669A priority patent/JPWO2022209476A1/ja
Priority to KR1020237036696A priority patent/KR20230163480A/en
Publication of WO2022209476A1 publication Critical patent/WO2022209476A1/en

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Classifications

    • 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
    • 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]
    • 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

Definitions

  • the present invention relates to an adhesive for display devices and an adhesive sheet using the same.
  • Display devices such as liquid crystal displays and organic EL displays are constructed by laminating various functional films. In recent years, these display devices have been used for various purposes, and films having various functions are attached on the surface of the liquid crystal cell, the surface of the organic EL panel, or the outermost surface of the display screen according to the purpose. is used in
  • a retardation plate on the surface of the liquid crystal display and in an organic EL display, various functional films such as a polarizing plate on the surface of the organic EL panel are laminated and used.
  • These films are laminated and attached using an adhesive, and when used outdoors, they are used in high temperature or high temperature and high humidity environments. In particular, light resistance against ultraviolet rays) is required.
  • Patent Document 1 discloses a resin member using an ultraviolet absorber that efficiently absorbs light in the wavelength range of 350 to 390 nm.
  • Patent Document 1 may cause precipitation and peeling of the ultraviolet absorber in a high temperature environment or a high temperature and high humidity environment, and the resin member is used for absorption on the long wavelength side. was difficult to do.
  • the present invention has been made in view of the above-described problems, and has an electromagnetic wave absorbing power on the longer wavelength side of about 405 nm, thereby suppressing deterioration of the display device due to electromagnetic waves.
  • An object of the present invention is to provide a pressure-sensitive adhesive sheet using an agent.
  • a certain aspect of the present invention is an adhesive for a display device.
  • the adhesive for a display device contains an acrylic copolymer, an ultraviolet absorber (A), and an ultraviolet absorber (B), and the ultraviolet absorber (A) is 2-phenylbenzo It is a triazole derivative, the ultraviolet absorber (B) is liquid at room temperature, and the content (parts by mass) of the ultraviolet absorber (B) is the content (parts by mass) of the ultraviolet absorber (A). 1 to 10 times.
  • the pressure-sensitive adhesive for a display device of the above-described aspect may have a 405 nm transmittance of 1% or less measured under the following conditions.
  • a pressure-sensitive adhesive layer having a thickness of 100 ⁇ m is produced using the pressure-sensitive adhesive for display device according to any one of the aspects described above.
  • the transmittance at 405 nm of the pressure-sensitive adhesive layer is measured using a spectrophotometer.
  • the pressure-sensitive adhesive for display device of the above-described aspect may have a haze increase value ⁇ H of 3% or less calculated under the following conditions.
  • a pressure-sensitive adhesive layer having a thickness of 100 ⁇ m is produced using the pressure-sensitive adhesive for display device according to any one of the aspects described above.
  • (2) Laminating a PET film with a thickness of 100 ⁇ m on one main surface of the adhesive layer, laminating soda glass with a thickness of 1.8 mm on the other main surface of the adhesive layer, and forming the adhesive layer A laminate comprising: (3) Measure the haze value H0 (%) of the laminate immediately after the laminate is produced. (4) Measure the haze value H1 (%) of the laminate after 1000 hours at 85° C. and 85% RH. (5) Haze increase value ⁇ H (%) is calculated using the following formula. ⁇ H H1 - H0
  • the pressure-sensitive adhesive sheet includes a substrate and the display device pressure-sensitive adhesive according to any one of the aspects described above laminated on at least one main surface of the substrate.
  • a pressure-sensitive adhesive for a display device and a pressure-sensitive adhesive sheet using the pressure-sensitive adhesive for a display device can suppress deterioration of a display device due to electromagnetic waves by having an electromagnetic wave absorption power up to a longer wavelength side of about 405 nm.
  • the notation “a to b" in the description of numerical ranges means from a to b, unless otherwise specified.
  • the term “acryl” includes “methacrylic”
  • the term “acrylate” includes “methacrylate”.
  • the expression that the composition does not contain a certain component means that the content of a certain component in the composition is the amount that is unavoidably present or less.
  • the display device adhesive according to this embodiment contains an acrylic copolymer, an ultraviolet absorber (A), and an ultraviolet absorber (B).
  • A an ultraviolet absorber
  • B an ultraviolet absorber
  • acrylic copolymer An acrylic copolymer can be obtained by copolymerizing a monomer composition containing an acrylic monomer.
  • the monomer composition according to this embodiment is not particularly limited, but more preferably contains ethyl acrylate and 2-ethylhexyl acrylate.
  • acrylic monomers contained in the monomer composition are not particularly limited as long as they do not impair the effects of the present invention, and may include known monomers.
  • monomers include methyl acrylate, n-butyl acrylate, i-butyl acrylate, n-octyl acrylate, i-octyl acrylate, n-nonyl acrylate, i-nonyl acrylate, n-decyl acrylate, n-dodecyl acrylate, stearyl linear or branched alkyl esters of acrylic acid such as acrylates; Linear or branched alkyl acrylic monomers of methacrylic acid such as methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, n-dodecyl methacrylate, stearyl methacrylate; 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 3-hydroxypropyl
  • monomers other than acrylic monomers copolymerizable with acrylic monomers can also be included.
  • Monomers other than acrylic monomers are not particularly limited as long as they do not inhibit the effects of the present invention, and examples include N-vinylpyrrolidone, N-vinylcaprolactam, N-vinylacetamide, acrylonitrile, styrene, and vinyl acetate. can. These can be used singly or in combination.
  • An acrylic copolymer can be obtained by radically reacting a monomer composition in the presence of a polymerization initiator.
  • the method of the radical reaction is not particularly limited, and examples thereof include living radical polymerization and free radical polymerization. According to living radical polymerization, a copolymer having a more uniform molecular weight and composition can be obtained as compared with free radical polymerization, the generation of low molecular weight components can be suppressed, and the cohesive force of the pressure-sensitive adhesive layer can be increased. can do.
  • the polymerization method is not particularly limited, and conventionally known methods can be used. Examples thereof include solution polymerization (boiling point polymerization or constant temperature polymerization), emulsion polymerization, suspension polymerization, bulk polymerization and the like. Among them, solution polymerization is preferable because of its simple synthesis.
  • ethyl acetate, toluene, methyl ethyl ketone, methyl sulfoxide, ethanol, acetone, diethyl ether, etc. can be used as the reaction solvent. These can be used singly or in combination.
  • the polymerization initiator is not particularly limited as long as it does not impair the effects of the present invention, and for example, organic peroxides, azo compounds and the like can be used.
  • Organic peroxides include 1,1-bis(t-hexylperoxy)-3,3,5-trimethylcyclohexane, t-hexylperoxypivalate, t-butylperoxypivalate, 2,5-dimethyl -2,5-bis(2-ethylhexanoylperoxy)hexane, t-hexylperoxy-2-ethylhexanoate, t-butylperoxy-2-ethylhexanoate, t-butylperoxyisobutyl rate, t-butylperoxy-3,5,5-trimethylhexanoate, t-butylperoxylaurate and the like.
  • azo compounds include azobisisobutyronitrile and azobiscyclohex
  • examples of polymerization initiators include organic tellurium polymerization initiators.
  • the organic tellurium polymerization initiator is not particularly limited as long as it does not impair the effects of the present invention, and those generally used for living radical polymerization can be used. Examples include organic tellurium compounds and organic telluride compounds. be able to.
  • an azo compound can be used as a polymerization initiator in addition to the organic tellurium polymerization initiator for the purpose of accelerating the polymerization rate.
  • the acrylic copolymer can be further crosslinked using a crosslinking agent for the purpose of moderately adjusting the gel fraction.
  • the cross-linking agent is not particularly limited as long as it does not impair the effects of the present invention. These can be used singly or in combination. Among these, the isocyanate-based cross-linking agent has suitable reactivity and is preferable from the viewpoint of productivity.
  • the isocyanate-based cross-linking agent is not particularly limited as long as it does not impede the effects of the present invention.
  • Aromatic polyisocyanates such as; hexamethylene diisocyanate, isophorone diisocyanate, aliphatic polyisocyanates such as dicyclohexamethane diisocyanate; cyclohexane 1,4-diisocyanate, isophorone diisocyanate (IPDI), hydrogenated xylylene diisocyanate, hydrogenated bis(isocyanate alicyclic polyisocyanates such as natophenyl)methane and bicycloheptane triisocyanate; isocyanurate compounds; buret type compounds; These can be used singly or in combination. It is preferable to contain an isocyanurate compound in terms of making the pressure-sensitive adhesive higher in hardness and imparting further excellent heat resistance and heat and humidity resistance. This makes it possible to obtain a pressure-sensitive adhesive that is
  • the weight average molecular weight of the acrylic copolymer is not particularly limited as long as it does not impair the effects of the present invention, but is, for example, 300,000 to 2,000,000, preferably 400,000 to 1,500,000.
  • the weight-average molecular weight is in the range, the hardness, heat resistance, and heat and humidity resistance of the pressure-sensitive adhesive are good. This makes it possible to obtain a pressure-sensitive adhesive that is less likely to swell or peel off.
  • a known measurement method can be used, for example, a method in accordance with JIS K7252-1:2008 "Plastics - Determining the average molecular weight and molecular weight distribution of a polymer by size exclusion chromatography". can be measured by
  • the glass transition temperature (hereinafter referred to as Tg) of the acrylic copolymer can be -50°C to -10°C, preferably -40°C to -15°C, and more preferably -35°C to -20°C.
  • Tg glass transition temperature
  • the pressure-sensitive adhesive can be made to have higher hardness, and the adhesiveness to the outermost surface of the display device can be increased. This makes it possible to obtain a pressure-sensitive adhesive that is less likely to swell or peel off.
  • a known measuring method can be used for measuring Tg, for example, it can be measured by a method conforming to JIS K7121-1987 "Method for measuring transition temperature of plastics".
  • a monomer solution is prepared by mixing raw material monomers and an organic solvent such as toluene or ethyl acetate. Place the monomer solution in a sealed container and heat to a predetermined temperature (eg, 40° C. to 90° C.) with nitrogen sparge and stirring. A predetermined polymerization initiator is added dropwise to a predetermined monomer solution, and heating and stirring are continued until the reaction is completed to obtain an acrylic copolymer (solution). At this time, the weight average molecular weight can be adjusted by adjusting the type of solvent, heating temperature, and the like.
  • the blending amount of ethyl acrylate in the raw material monomer composition can be 25% by mass to 60% by mass when the total monomer components in the monomer solution are 100% by mass.
  • the blending amount of 2-ethylhexyl acrylate in the raw material monomer composition can be 10% by mass to 40% by mass when the total monomer components in the monomer solution are 100% by mass.
  • the amount of monomers other than ethyl acrylate and 2-ethylhexyl acrylate in the raw material monomer composition can be 40% by mass to 90% by mass when the total monomer components in the monomer solution are 100% by mass.
  • the amount of the monomer to be blended can be freely adjusted according to the desired glass transition temperature, hardness, etc. of the hard acrylic copolymer (or adhesive).
  • the ultraviolet absorber (A) contained in the adhesive for display device of the present embodiment is a 2-phenylbenzotriazole derivative having a thioaryl ring group (hereinafter simply referred to as "2-phenylbenzotriazole derivative”), It is represented by the following formula (1).
  • the 2-phenylbenzotriazole derivative is a powdery solid at normal temperature (25° C.).
  • R 1 to R 9 are each independently selected from a hydrogen atom, a halogen atom, a hydrocarbon group, an aromatic group, an unsaturated group, an oxygen atom-containing group, a phosphorus atom-containing group and a sulfur atom-containing group. It is an atom or group corresponding to at least one selected, and at least one of R 1 to R 9 is a thioaryl ring group.
  • halogen atoms include fluorine, chlorine, bromine and iodine atoms.
  • a hydrocarbon group is a group composed of carbon atoms and hydrogen atoms.
  • the hydrocarbon groups may be aliphatic or aromatic groups and may have unsaturated groups such as carbon-carbon double bonds. Since the aromatic group, which is a hydrocarbon group, will be described later, the aliphatic group will be described here.
  • Aliphatic groups may be acyclic or cyclic and are, for example, straight-chain or branched alkyl, alkenyl or alkynyl groups and, for example, hydrogen atoms substituted by alkyl groups. cycloalkyl or cycloalkenyl groups.
  • cycloalkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl and cyclooctyl groups.
  • the number of carbon atoms in the hydrocarbon group is preferably 1-20, more preferably 1-18, even more preferably 1-10, and particularly preferably 4-9.
  • Preferred examples of hydrocarbon groups include linear or branched alkyl groups having 1 to 20, 1 to 9, further 4 to 9 or 1 to 3 carbon atoms, especially branched having 4 to 9 carbon atoms.
  • Alkyl groups and cyclic alkyl groups having 3 to 10 carbon atoms, further 3 to 8 carbon atoms are included.
  • the linear or branched alkyl group is not particularly limited, and examples thereof include methyl group, benzyl group, ⁇ , ⁇ -dimethylbenzyl group, ethane-1-yl group, propan-1-yl group, 1-methylethane- 1-yl group, butan-1-yl group, butan-2-yl group, 2-methylpropan-1-yl group, 2-methylpropan-2-yl group, pentane-1-yl group, pentane-2- yl group, hexan-1-yl group, heptane-1-yl group, octan-1-yl group, 1,1,3,3-tetramethylbutan-1-yl group, nonan-1-yl group, decane- 1-yl group, undecane-1-yl group, dodecane-1-yl group, tridecane-1-yl group, tetradecane-1-yl group, pentadecane-1-yl group, hexadecane
  • Linear or branched alkenyl groups include, for example, vinyl group, prop-1-en-1-yl group, allyl group, isopropenyl group, but-1-en-1-yl group, but-2-en- 1-yl group, but-3-en-1-yl group, 2-methylprop-2-en-1-yl group, 1-methylprop-2-en-1-yl group, pent-1-en-1- yl group, pent-2-en-1-yl group, pent-3-en-1-yl group, pent-4-en-1-yl group, 3-methylbut-2-en-1-yl group, 3 -methylbut-3-en-1-yl group, hex-1-en-1-yl group, hex-2-en-1-yl group, hex-3-en-1-yl group, hex-4-ene -1-yl group, hex-5-en-1-yl group, 4-methylpent-3-en-1-yl group, 4-methylpent-3-en-1-yl group
  • Linear or branched alkynyl groups include, for example, ethynyl, prop-1-yn-1-yl group, prop-2-yn-1-yl group, but-1-yn-1-yl group, but-3 -yn-1-yl group, 1-methylprop-2-yn-1-yl group, pent-1-yn-1-yl group, pent-4-yn-1-yl group, hex-1-yn-1 -yl group, hex-5-yn-1-yl group, hept-1-yn-1-yl group, hept-6-yn-1-yl group, octa-1-yn-1-yl group, octa- 7-yn-1-yl group, non-1-yn-1-yl group, non-8-yn-1-yl group, deca-1-yn-1-yl group, deca-9-yn-1- yl group, undec-1-yn-1-yl group, undec-10-
  • Examples of preferred cyclic alkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl and cyclooctyl groups.
  • the aromatic group is a monocyclic aromatic group or polycyclic aromatic group containing an aromatic ring such as a benzene ring, naphthalene ring, or anthracene ring.
  • the aromatic group may contain a heteroatom and may have a substituent.
  • the number of carbon atoms in the aromatic group is preferably 6-18, more preferably 6-14.
  • aromatic groups include phenyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 3,4-dimethyl phenyl group, 3,5-dimethylphenyl group, 2,4,5-trimethylphenyl group, 2,4,6-trimethylphenyl group, 4-biphenyl group, 1-naphthyl group, 2-naphthyl group, 1-anthracenyl group , 2-anthracenyl group, 9-anthracenyl group, 2-methoxyphenyl group, 3-methoxyphenyl group, 4-methoxyphenyl group, 2-ethoxyphenyl group, 3-ethoxyphenyl group, 4-ethoxyphenyl group, 2-chlorophenyl groups, 2-fluorophenyl groups and 4-fluorophenyl groups.
  • An unsaturated group is a group containing an unsaturated bond.
  • Unsaturated bonds are carbon-carbon unsaturated bonds or carbon-heteroatoms such as carbon-carbon double bonds, carbon-carbon triple bonds, carbon-oxygen double bonds, carbon-nitrogen double bonds, carbon-nitrogen triple bonds. It is an unsaturated bond.
  • the carbon-oxygen double bond may be contained in a carbonyl group, an aldehyde group, a carboxyl group or the like
  • the carbon-nitrogen double bond may be contained in an isocyanate group or the like
  • the carbon-nitrogen triple bond may be included in a cyano group, a cyanato group, or the like.
  • the total number of carbon atoms and heteroatoms contained in the unsaturated group is preferably 1-10, more preferably 1-8.
  • unsaturated groups include acryloyl, methacryloyl, maleic monoester, styryl, allyl, vinyl, amide, carbamoyl, cyano and isocyanate groups.
  • An oxygen atom-containing group is a group containing an oxygen atom.
  • Oxygen atom-containing groups usually contain carbon atoms and/or hydrogen atoms along with oxygen atoms.
  • the number of carbon atoms contained in the oxygen atom-containing group is 6 to 20, especially 6 to 12 when it contains an aromatic ring group and/or an alicyclic group, and when it does not contain an aromatic ring group and an alicyclic group 0 to 20, more preferably 0 to 12, especially 0 to 6.
  • oxygen-containing groups include hydroxy, alkoxy, acetoxy, acetyl, aldehyde, carboxy, carbamoyl, urethane, amide, imide, urea, ether, carbonyl, and ester groups.
  • alkoxy groups include methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylphenoxy, naphthoxy, phenylmethoxy and phenylethoxy groups.
  • preferred oxygen atom-containing groups include a hydroxy group, an alkoxy group having 1 to 18 carbon atoms, an ether group having 1 to 18 carbon atoms, an ester group having 1 to 18 carbon atoms, and a polyoxyethylene group having 1 to 20 carbon atoms. is included.
  • a phosphorus atom-containing group is a group containing a phosphorus atom.
  • Phosphorus atom-containing groups typically contain carbon and/or hydrogen atoms along with the phosphorus atom.
  • the number of carbon atoms contained in the phosphorus atom-containing group is 6 to 20, particularly 6 to 12 when it contains an aromatic ring group and/or an alicyclic group, and when it does not contain an aromatic ring group and an alicyclic group 0 to 20, more preferably 0 to 12, especially 0 to 6.
  • Examples of phosphorus atom-containing groups include phosphine groups, phosphite groups, phosphonic acid groups, phosphinic acid groups, trimethylphosphine groups, tributylphosphine groups, tricyclohexylphosphine groups, triphenylphosphine groups, tritolylphosphine groups, methylphosphite groups. groups, ethylphosphite groups, phenylphosphite groups, phosphonic acid groups, phosphinic acid groups, phosphate groups and phosphate ester groups.
  • a sulfur atom-containing group is a group containing a sulfur atom.
  • Sulfur-containing groups generally contain carbon and/or hydrogen atoms along with sulfur atoms.
  • the number of carbon atoms contained in the sulfur atom-containing group is 6 to 20, further 6 to 12, particularly 6 to 10 when it contains an aromatic ring group and/or an alicyclic group, and an aromatic ring group and/or an alicyclic group.
  • sulfur atom-containing groups include 0 to 20, more preferably 0 to 12, particularly 0 to 10, particularly preferably 0 to 6 when not containing a group, thiol group, sulfide group, disulfide group, sulfonyl group, sulfo thiocarbonyl, thiocarbamoyl, thiourea, thioalkoxy, thiocarboxy, thiophene and thiazole groups.
  • the thioaryl ring group may have a hydrogen atom substituent, and the substituent includes an alkyl group having 4 to 9 carbon atoms.
  • the alkyl group may be a linear alkyl group or a branched chain alkyl group.
  • Aryl rings contained in the thioaryl ring group include a benzene ring and/or a naphthalene ring.
  • examples of the ultraviolet absorber (A) include 2-phenylbenzotriazole derivatives represented by the following chemical formulas.
  • 2-phenylbenzotriazole derivatives represented by the following chemical formulas are preferable in order to enhance the long-wavelength (405 nm) electromagnetic wave absorption effect.
  • the lower limit of the content of the ultraviolet absorber (A) is preferably 0.5 parts by mass or more, more preferably 1 part by mass or more, and still more preferably 2 parts by mass with respect to 100 parts by mass of the acrylic copolymer. Part by mass or more.
  • the upper limit of the content of the ultraviolet absorber (A) is preferably 10 parts by mass or less, more preferably 8 parts by mass or less, and still more preferably 5 parts by mass with respect to 100 parts by mass of the acrylic copolymer. Part by mass or less.
  • the long wavelength (405 nm) The electromagnetic wave absorption power of the can be made sufficient.
  • the ultraviolet absorber (B) contained in the pressure-sensitive adhesive for a display device of the present embodiment is liquid at room temperature (25° C.), and the above-mentioned ultraviolet absorber (A) (2-phenylbenzotriazole derivative having a thioaryl ring group ). Benzotriazole derivatives and/or triazine derivatives are preferable as the ultraviolet absorber (B).
  • Benzotriazole derivatives include 2-(5-methyl-2-hydroxyphenyl)benzotriazole, 2-(2-hydroxy-5-t-butylphenyl)-2H-benzotriazole, octyl-3[3-tert-butyl- 4-hydroxy-5-(5-chloro-2H-benzotriazol-2-yl)phenyl]propionate and 2-ethylhexyl-3-[3-tert-butyl-4-hydroxy-5-(5-chloro-2H- A mixture of benzotriazol-2-yl)phenyl]propionates, 2-[2-hydroxy-3,5-bis( ⁇ , ⁇ -dimethylbenzyl)phenyl]-2H-benzotriazole, 2-(3-tbutyl-5 -methyl-2-hydroxyphenyl)-5-chlorobenzotriazole, 2-(3,5-di-t-amyl-2-hydroxyphenyl)benzotriazole, 2-(2'-hydroxy-5'-
  • Triazine derivatives include 2-[4,6-di(2,4-xylyl)-1,3,5-triazin-2-yl]-5-octyloxyphenol, 2-[4,6-bis(2 ,4-dimethylphenyl)-1,3,5-triazin-2-yl]-5-[3-(dodecyloxy)-2-hydroxypropoxy]phenol, 2-(2,4-dihydroxyphenyl)-4, Reaction product of 6-bis(2,4-dimethylphenyl)-1,3,5-triazine and (2-ethylhexyl-glycidate ester, 2,4-bis "2-hydroxy-4-butoxyphenyl"-6 -(2,4-dibutoxyphenyl)-1,3-5-triazine and the like.
  • KEMISORB 102 manufactured by Chemipro Kasei Co., Ltd., "TINUVIN 400", “TINUVIN 405", “TINUVIN 460”, “TINUVIN 477”, “TINUVIN 479”, "TINUVIN 1577” manufactured by BASF, and "TINUVIN 1577” manufactured by ADEKA “ADEKA STAB LA-46", “ADEKA STAB LA-F70”, “CYASORBUV-1164” manufactured by Sun Chemical Co., Ltd., and the like.
  • Tinuvin109 and Tinuvin477 are preferable in terms of enhancing the long-wavelength (405 nm) electromagnetic wave absorption effect.
  • the pressure-sensitive adhesive for display device of the present embodiment can enhance the compatibility with the acrylic copolymer by using both the ultraviolet absorber (A) and the ultraviolet absorber (B). As a result, it is possible to prevent precipitation of the ultraviolet absorber, improve durability and light resistance in a high-temperature environment or a high-temperature and high-humidity environment, and exhibit long-wavelength (405 nm) electromagnetic wave absorption.
  • the lower limit of the content of the ultraviolet absorber (B) is 1 time or more, preferably 2 times or more, more preferably 3 times or more, and 4 times or more with respect to the content of the ultraviolet absorber (A). More preferred.
  • the upper limit of the ultraviolet absorber (B) is 10 times or less, preferably 8 times or less, more preferably 6 times or less, with respect to the content of the ultraviolet absorber (A).
  • crosslinking agent When producing a pressure-sensitive adhesive from the obtained acrylic copolymer, it is preferable to add a cross-linking agent as necessary for the formation of the pressure-sensitive adhesive.
  • the type of cross-linking agent is not particularly limited as long as it does not impair the effects of the present invention, and conventionally known agents can be used in a conventional manner.
  • the amount of the cross-linking agent added is preferably 0.1 to 10 parts by mass, more preferably 0.3 to 5 parts by mass, and 0.5 parts by mass when the acrylic copolymer is 100 parts by mass. parts to 3 parts by mass are more preferable.
  • the pressure-sensitive adhesive for display devices of the present embodiment can contain other components.
  • Other components are not particularly limited as long as they do not inhibit the effects of the present invention.
  • Various additives commonly used in the field of pressure-sensitive adhesive compositions such as ultraviolet absorbers, antioxidants, light stabilizers, and surfactants, may be contained.
  • ultraviolet absorbers such as ultraviolet absorbers, antioxidants, light stabilizers, and surfactants
  • conventionally known ones can be used in a conventional manner, and since they do not particularly characterize the present invention, detailed description thereof will be omitted.
  • the pressure-sensitive adhesive for display device of the present embodiment preferably has a 405 nm transmittance of 1% or less measured under the following conditions.
  • An adhesive layer having a thickness of 100 ⁇ m is produced using the adhesive for a display device of the present embodiment.
  • the transmittance at 405 nm of the pressure-sensitive adhesive layer is measured using a spectrophotometer. When the 405 nm transmittance is 1% or less, the long wavelength (405 nm) electromagnetic wave absorbing power can be made more sufficient.
  • the pressure-sensitive adhesive for display device of the present embodiment preferably has a haze increase value ⁇ H of 3% or less calculated under the following conditions.
  • An adhesive layer having a thickness of 100 ⁇ m is produced using the adhesive for a display device of the present embodiment.
  • a PET film having a thickness of 100 ⁇ m is laminated on one main surface of the pressure-sensitive adhesive for a display device of the present embodiment, and a soda glass having a thickness of 1.8 mm is laminated on the other main surface of the pressure-sensitive adhesive layer, A laminate including the pressure-sensitive adhesive layer is produced.
  • Measure the haze value H0 of the laminate immediately after the laminate is produced.
  • the pressure-sensitive adhesive for display devices can be used for lamination of a polarizing plate and a retardation plate on the surface of a liquid crystal cell in a liquid crystal display, and a polarizing plate on the surface of an organic EL panel in an organic EL display. It can also be used as an adhesive for anti-scattering films and anti-reflection films used on the outermost surface of the display screen of a display device.
  • the pressure-sensitive adhesive sheet of the present embodiment includes a substrate and the above-described display device pressure-sensitive adhesive laminated on at least one main surface of the substrate. More specifically, the pressure-sensitive adhesive sheet of the present embodiment includes a single-sided pressure-sensitive adhesive sheet in which an adhesive for display devices is laminated on one main surface of a substrate, and a double-sided pressure-sensitive adhesive sheet in which pressure-sensitive adhesives for display devices are laminated on both main surfaces of a substrate. It includes a pressure-sensitive adhesive sheet and a double-sided pressure-sensitive adhesive sheet obtained by laminating a pressure-sensitive adhesive for display devices on one main surface of a substrate and a known pressure-sensitive adhesive (for example, an acrylic pressure-sensitive adhesive) on the other main surface of the substrate.
  • the adhesive sheet of the present embodiment may be in the form of strip-shaped adhesive tape.
  • the adhesive for display devices When the adhesive for display devices is used as an adhesive sheet, the adhesive for display devices can be applied onto a base material and laminated. By heating the laminated sheet to evaporate the organic solvent, the adhesive sheet can be formed. When a cross-linking agent is added, a mixture of the acrylic copolymer and the cross-linking agent is applied before coating and heated to complete the cross-linking reaction.
  • the heating conditions can be freely selected according to the type of cross-linking agent and the type and concentration of the organic solvent used.
  • Examples of methods for forming the adhesive into a sheet include comma coaters, blade coaters, lip coaters, rod coaters, squeeze coaters, reverse coaters, transfer roll coaters, gravure coaters, spray coaters, screen printing methods, curtain coating methods, Spray coating method, roll coating method, etc. may be mentioned, and the surface of the layer to be laminated may be directly coated, or the surface of a release sheet or the like may be coated in a sheet form, and then transferred to the surface of the layer to be laminated.
  • a method of lamination can be mentioned.
  • the base material is not particularly limited as long as it does not interfere with the effects of the present invention.
  • a polarizing plate, a film containing a hard code layer (anti-scattering film), an antireflection film, etc. can be used.
  • the thickness of the substrate is not particularly limited, it can be, for example, 10 ⁇ m to 200 ⁇ m, more preferably 25 ⁇ m to 100 ⁇ m.
  • the thickness of the display device adhesive is not particularly limited, but can be, for example, 1 ⁇ m to 250 ⁇ m, preferably 20 ⁇ m to 200 ⁇ m, more preferably 50 ⁇ m to 150 ⁇ m.
  • 2EHA 2-ethylhexyl acrylate
  • EA ethyl acrylate
  • DMAA N,N-dimethylacrylamide
  • acrylic copolymer solution Ethyl acetate was added to this acrylic copolymer solution so that the solid content was 30% to obtain acrylic copolymer 1 (solution) having a glass transition temperature of ⁇ 33.2° C. and a weight average molecular weight (Mw) of 950,000. rice field. Specific formulations are shown in Table 1.
  • Example 1 As an ultraviolet absorber (A) for 100 parts by mass of acrylic copolymer 1, 3 parts by mass of the 2-phenylbenzotriazole derivative represented by the above chemical formula (powder at 25 ° C.), 15 parts by mass of Tinuvin 109 (liquid at 25 ° C.) manufactured by BASF as an ultraviolet absorber (B), and A paint 1 was prepared by blending 2 parts by mass of Coronate HX manufactured by Tosoh Corporation. Subsequently, the paint 1 is applied to the release surface side of the release PET so that the film thickness after drying is 100 ⁇ m, and dried at 80 ° C. for 5 minutes to obtain composition 1. was cured at room temperature (about 25° C.) for 1 week to obtain a pressure-sensitive adhesive sheet 1 having a layer of pressure-sensitive adhesive 1 on the release PET.
  • a paint 1 was prepared by blending 2 parts by mass of Coronate HX manufactured by Tosoh Corporation. Subsequently, the paint 1 is applied to the release surface side of the release PET so that the film
  • Examples 2 to 7, Comparative Examples 1 to 4 The pressure-sensitive adhesive sheets 2 to 7 of Examples 2 to 7, which have layers of the pressure-sensitive adhesives 2 to 7 on the release PET, and the release PET Adhesive sheets ae of Comparative Examples 1-5 were obtained, having layers of adhesives ae thereon.
  • Tinuvin477 (liquid at 25°C) listed in Table 2 is an ultraviolet absorber manufactured by BASF.
  • the pressure-sensitive adhesive sheets obtained in Examples and Comparative Examples were subjected to 405 nm transmittance measurement, initial deposition evaluation, light resistance test, and haze rise measurement, and the results are summarized in Table 3. A specific evaluation method is shown below.
  • a 100 ⁇ m thick PET film (manufactured by Toyobo Co., Ltd., A4360) is laminated on one main surface (exposed surface) of the adhesive layer of the adhesive sheets obtained in Examples and Comparative Examples, and the PET of the adhesive layer is laminated. After peeling off the release PET on the side opposite to the film, soda glass with a thickness of 1.8 mm was laminated on the exposed side to prepare a laminate including an adhesive layer.
  • the laminate is placed in a light resistance tester (manufactured by Suga Test Instruments Co., Ltd., ultraviolet fade meter U48, light source: carbon arc lamp), and ultraviolet rays from the PET film side (illuminance: 500 W / m2, BP temperature 63 °C ⁇ 3 °C) for 500 hours.
  • a light resistance tester manufactured by Suga Test Instruments Co., Ltd., ultraviolet fade meter U48, light source: carbon arc lamp
  • ultraviolet rays from the PET film side luminance: 500 W / m2, BP temperature 63 °C ⁇ 3 °C
  • the precipitation state was evaluated according to the following criteria.
  • ⁇ Precipitation to the extent that the appearance is impaired cannot be confirmed over the entire test piece.
  • x Precipitation to the extent that the appearance is impaired can be confirmed in a part or the whole of the test piece.
  • the adhesives 1 to 7 of Examples 1 to 7 and the adhesive sheets 1 to 7 formed by the layers of the adhesive have excellent durability under high temperature and high humidity. low rise. Moreover, it was confirmed that the light resistance is good and the electromagnetic wave absorption power at a wavelength of 405 nm is excellent. Moreover, precipitation of the ultraviolet absorber at the initial stage could be suppressed.
  • the pressure-sensitive adhesives a to e of Comparative Examples 1 to 5 and the pressure-sensitive adhesive sheets a to e formed from the layers of the pressure-sensitive adhesives did not satisfy all of these evaluation items, unlike the examples.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

Provided are: a display device adhesive, which has the capacity to absorb electromagnetic waves up to longer wavelengths of up to approximately 405 nm; and an adhesive sheet obtained using the adhesive for a display device. An embodiment of this adhesive for a display device contains an acrylic copolymer, an ultraviolet radiation absorber (A), and an ultraviolet radiation absorber (B). The ultraviolet radiation absorber (A) is a 2-phenylbenzotriazole derivative having a thioaryl ring group. The ultraviolet radiation absorber (B) is a liquid at normal temperature. The content (parts by mass) of the ultraviolet radiation absorber (B) is 1-10 times the content (parts by mass) of the ultraviolet radiation absorber (A).

Description

表示装置用粘着剤およびそれを用いた粘着シートAdhesive for display device and adhesive sheet using the same
　本発明は、表示装置用粘着剤と、それを用いた粘着シートに関する。 The present invention relates to an adhesive for display devices and an adhesive sheet using the same.
　液晶ディスプレイや有機ＥＬディスプレイ等の表示装置は、様々な機能性フィルム等が積層されて構成されている。近年、それらの表示装置は、様々な用途で用いられ、その用途に合わせて、液晶セルの表面上や有機ＥＬパネルの表面上、または表示画面の最表面に様々な機能を有するフィルムが貼付して用いられている。 Display devices such as liquid crystal displays and organic EL displays are constructed by laminating various functional films. In recent years, these display devices have been used for various purposes, and films having various functions are attached on the surface of the liquid crystal cell, the surface of the organic EL panel, or the outermost surface of the display screen according to the purpose. is used in
　例えば、液晶ディスプレイでは液晶ディスプレイの表面上の位相差板や、有機ＥＬディスプレイでは有機ＥＬパネル表面上の偏光板等様々な機能性フィルムが積層されて用いられている。 For example, in a liquid crystal display, a retardation plate on the surface of the liquid crystal display, and in an organic EL display, various functional films such as a polarizing plate on the surface of the organic EL panel are laminated and used.
　これらのフィルムは、粘着剤を用いて積層、貼付されて用いられており、屋外で用いられる場合、高温または高温高湿環境下で使用されるため、当該環境下での耐久性および外光（特に紫外線）に対する耐光性が求められている。 These films are laminated and attached using an adhesive, and when used outdoors, they are used in high temperature or high temperature and high humidity environments. In particular, light resistance against ultraviolet rays) is required.
　特許文献１には、３５０～３９０ｎｍの波長領域の光を効率よく吸収する紫外線吸収剤を用いた樹脂部材が開示されている。 Patent Document 1 discloses a resin member using an ultraviolet absorber that efficiently absorbs light in the wavelength range of 350 to 390 nm.
国際公開第２０１６／０２１６６４号WO2016/021664
　近年、表示装置の高機能化に伴い、表示装置用の粘着剤には長波長側まで（４０５ｎｍ程度まで）の電磁波吸収力が要求されている。しかし、特許文献１に記載の樹脂部材は、高温環境下、あるいは高温高湿環境下において、樹脂部材に紫外線吸収剤析出および剥がれが生じるおそれがあり、当該樹脂部材を長波長側の吸収に活用することは困難であった。 In recent years, as display devices have become more sophisticated, adhesives for display devices are required to have electromagnetic wave absorption power up to the long wavelength side (up to about 405 nm). However, the resin member described in Patent Document 1 may cause precipitation and peeling of the ultraviolet absorber in a high temperature environment or a high temperature and high humidity environment, and the resin member is used for absorption on the long wavelength side. was difficult to do.
　本発明は上述のような課題を鑑みたものであり、４０５ｎｍ程度のより長波長側の電磁波吸収力を有することにより、電磁波による表示装置劣化を抑制できる表示装置用粘着剤および当該表示装置用粘着剤を用いた粘着シートを提供することを目的とする。 The present invention has been made in view of the above-described problems, and has an electromagnetic wave absorbing power on the longer wavelength side of about 405 nm, thereby suppressing deterioration of the display device due to electromagnetic waves. An object of the present invention is to provide a pressure-sensitive adhesive sheet using an agent.
　本発明のある態様は、表示装置用粘着剤である。当該表示装置用粘着剤はアクリル共重合体と、紫外線吸収剤（Ａ）と、紫外線吸収剤（Ｂ）と、を含み、前記紫外線吸収剤（Ａ）は、チオアリール環基を有する２－フェニルベンゾトリアゾール誘導体であり、前記紫外線吸収剤（Ｂ）は常温で液体であり、前記紫外線吸収剤（Ｂ）の含有量（質量部）が、前記紫外線吸収剤（Ａ）の含有量（質量部）の１～１０倍である。 A certain aspect of the present invention is an adhesive for a display device. The adhesive for a display device contains an acrylic copolymer, an ultraviolet absorber (A), and an ultraviolet absorber (B), and the ultraviolet absorber (A) is 2-phenylbenzo It is a triazole derivative, the ultraviolet absorber (B) is liquid at room temperature, and the content (parts by mass) of the ultraviolet absorber (B) is the content (parts by mass) of the ultraviolet absorber (A). 1 to 10 times.
　また、上述した態様の表示装置用粘着剤は、以下の条件で測定される４０５ｎｍ透過率が１％以下であってもよい。
（１）上述したいずれかの態様の表示装置用粘着剤を用いて、厚さ１００μｍの粘着剤層を作製する。
（２）前記粘着剤層について、分光光度計を用いて４０５ｎｍの透過率を測定する。 Further, the pressure-sensitive adhesive for a display device of the above-described aspect may have a 405 nm transmittance of 1% or less measured under the following conditions.
(1) A pressure-sensitive adhesive layer having a thickness of 100 μm is produced using the pressure-sensitive adhesive for display device according to any one of the aspects described above.
(2) The transmittance at 405 nm of the pressure-sensitive adhesive layer is measured using a spectrophotometer.
　また、上述した態様の表示装置用粘着剤は、以下の条件で算出されるヘイズ上昇値ΔＨが３％以下であってもよい。
（１）上述したいずれかの態様の表示装置用粘着剤を用いて、厚さ１００μｍの粘着剤層を作製する。
（２）前記粘着剤層の一方の主表面に厚さ１００μｍのＰＥＴフィルムを積層し、前記粘着剤層の他方の主表面に厚さ１．８ｍｍのソーダガラスを積層し、前記粘着剤層を含む積層体を作製する。
（３）前記積層体を作製直後における前記積層体のヘイズ値Ｈ０（％）を測定する。
（４）８５℃、８５％ＲＨで１０００時間経過後の前記積層体のヘイズ値Ｈ１（％）を測定する。
（５）ヘイズ上昇値ΔＨ（％）を以下の式を用いて算出する。
ΔＨ＝Ｈ１－Ｈ０ Further, the pressure-sensitive adhesive for display device of the above-described aspect may have a haze increase value ΔH of 3% or less calculated under the following conditions.
(1) A pressure-sensitive adhesive layer having a thickness of 100 μm is produced using the pressure-sensitive adhesive for display device according to any one of the aspects described above.
(2) Laminating a PET film with a thickness of 100 μm on one main surface of the adhesive layer, laminating soda glass with a thickness of 1.8 mm on the other main surface of the adhesive layer, and forming the adhesive layer A laminate comprising:
(3) Measure the haze value H0 (%) of the laminate immediately after the laminate is produced.
(4) Measure the haze value H1 (%) of the laminate after 1000 hours at 85° C. and 85% RH.
(5) Haze increase value ΔH (%) is calculated using the following formula.
ΔH = H1 - H0
　本発明の他の態様は、粘着シートである。当該粘着シートは、基材と、前記基材の少なくとも一方の主表面に積層された上述したいずれかの態様の表示装置用粘着剤とを、含む。 Another aspect of the present invention is an adhesive sheet. The pressure-sensitive adhesive sheet includes a substrate and the display device pressure-sensitive adhesive according to any one of the aspects described above laminated on at least one main surface of the substrate.
　本発明によれば、４０５ｎｍ程度までのより長波長側までの電磁波吸収力を有することにより、電磁波による表示装置劣化を抑制できる表示装置用粘着剤および当該表示装置用粘着剤を用いた粘着剤シートに関する技術を提供することができる。 According to the present invention, a pressure-sensitive adhesive for a display device and a pressure-sensitive adhesive sheet using the pressure-sensitive adhesive for a display device can suppress deterioration of a display device due to electromagnetic waves by having an electromagnetic wave absorption power up to a longer wavelength side of about 405 nm. We can provide technology related to
　以下、本発明の実施形態について、詳細に説明する。なお、本明細書中、数値範囲の説明における「ａ～ｂ」との表記は、特に断らない限り、ａ以上ｂ以下であることを表す。
　また、本明細書において何の断りもなく、「アクリル」と記載した場合は、「メタクリル」を含むものとし、「アクリレート」とした場合には、「メタクリレート」を含むものとする。また、本明細書において、組成物がある成分を含まないとは、組成物中におけるある成分の含有量が不可避的に存在する量以下であることを意味する。 Hereinafter, embodiments of the present invention will be described in detail. In this specification, the notation "a to b" in the description of numerical ranges means from a to b, unless otherwise specified.
In addition, unless otherwise specified in this specification, the term "acryl" includes "methacrylic", and the term "acrylate" includes "methacrylate". In addition, in the present specification, the expression that the composition does not contain a certain component means that the content of a certain component in the composition is the amount that is unavoidably present or less.
　以下、本実施形態の表示装置用粘着剤と、前記表示装置用粘着剤を用いた粘着シートについて説明する。 The adhesive for display devices of this embodiment and the adhesive sheet using the adhesive for display devices will be described below.
（表示装置用粘着剤）
　本実施形態に係る表示装置用粘着剤は、アクリル共重合体、紫外線吸収剤（Ａ）および紫外線吸収剤（Ｂ）を含む。以下、本実施形態に係る表示装置用粘着剤の各成分について説明する。 (Adhesive for display devices)
The display device adhesive according to this embodiment contains an acrylic copolymer, an ultraviolet absorber (A), and an ultraviolet absorber (B). Hereinafter, each component of the pressure-sensitive adhesive for display device according to the present embodiment will be described.
（アクリル共重合体）
　アクリル共重合体は、アクリルモノマーを含む、モノマー組成物を共重合させて得ることができる。 (acrylic copolymer)
An acrylic copolymer can be obtained by copolymerizing a monomer composition containing an acrylic monomer.
　本実施形態にかかるモノマー組成物は、特に限定しないが、エチルアクリレートと、２－エチルヘキシルアクリレートとを含むことがより好適である。 The monomer composition according to this embodiment is not particularly limited, but more preferably contains ethyl acrylate and 2-ethylhexyl acrylate.
　モノマー組成物に含まれるその他のアクリルモノマーとしては、本発明の効果を阻害しない限りにおいて特に限定されず、公知のモノマーを含むことができる。モノマーとしては、例えば、メチルアクリレート、ｎ－ブチルアクリレート、ｉ－ブチルアクリレート、ｎ－オクチルアクリレート、ｉ－オクチルアクリレート、ｎ－ノニルアクリレート、ｉ－ノニルアクリレート、ｎ－デシルアクリレート、ｎ－ドデシルアクリレート、ステアリルアクリレート等のアクリル酸の直鎖もしくは分枝アルキルエステル；
　メチルメタクリレート、エチルメタクリレート、ｎ－ブチルメタクリレート、ｎ－ドデシルメタクリレート、ステアリルメタクリレート等のメタクリル酸の直鎖もしくは分枝アルキルアクリルモノマー；
　２－ヒドロキシエチルアクリレート、２－ヒドロキシプロピルアクリレート、３－ヒドロキシプロピルアクリレート、４－ヒドロキシブチルアクリレート、３－メチル－３－ヒドロキシブチルアクリレート、１，１－ジメチル－３－ブチルアクリレート、１，３－ジメチル－３－ヒドロキシブチルアクリレート、２，２，４－トリメチル－３－ヒドロキシペンチルアクリレート、２－エチル－３－ヒドロキシヘキシルアクリレート、グリセリンモノアクリレート、ポリプロピレングリコ－ルモノアクリレート、ポリエチレングリコールモノアクリレート、ポリ（エチレングリコーループロピレングリコール）モノアクリレート、Ｎ－メチロールアクリルアミド、アリルアルコール、メタリルアルコール等の水酸基含有アクリルモノマー；
　コハク酸モノヒドロキシエチルアクリレート、マレイン酸モノヒドロキシエチルアクリレート、フマル酸モノヒドロキシエチルアクリレート、フタル酸モノヒドロキシエチルアクリレート、１，２－ジカルボキシシクロヘキサンモノヒドロキシエチルアクリレート、アクリル酸ダイマー、ω－カルボキシ－ポリカプロラクトンモノアクリレート等のカルボキシル基含有アクリルモノマー；
　グリシジルアクリレート、３，４－エポキシシクロヘキシルメチルアクリレート、グリシジルビニルエーテル、３，４－エポキシシクロヘキシルビニルエーテル、グリシジルアリルエーテル、３，４－エポキシシクロヘキシルアリルエーテル等のグリシジル基含有アクリルモノマー；
　アクリルアミド、メタクリルアミド、Ｎ－メチルアクリルアミド、Ｎ－エチルアクリルアミド、Ｎ－メトキシメチルアクリルアミド、Ｎ－エトキシメチルアクリルアミド、Ｎ－プロポキシメチルアクリルアミド、Ｎ－ブトキシメチルアクリルアミド、Ｎ－ｔｅｒｔ－ブチルアクリルアミド、Ｎ－オクチルアクリルアミド、Ｎ，Ｎ－ジメチルアクリルアミド、ジアセトンアクリルアミド等のアミド基，Ｎ－置換アミド基含有アクリルモノマー；
　ジメチルアミノエチルアクリレート、ジエチルアミノエチルアクリレート、ジメチルアミノプロピルアクリルアミド等の三級アミノ基含有アクリルモノマー；等を挙げることができ、さらに、これらの各種誘導体を含むことができる。これらは、単独で、または、複数を組み合わせて用いることができる。 Other acrylic monomers contained in the monomer composition are not particularly limited as long as they do not impair the effects of the present invention, and may include known monomers. Examples of monomers include methyl acrylate, n-butyl acrylate, i-butyl acrylate, n-octyl acrylate, i-octyl acrylate, n-nonyl acrylate, i-nonyl acrylate, n-decyl acrylate, n-dodecyl acrylate, stearyl linear or branched alkyl esters of acrylic acid such as acrylates;
Linear or branched alkyl acrylic monomers of methacrylic acid such as methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, n-dodecyl methacrylate, stearyl methacrylate;
2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 3-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, 3-methyl-3-hydroxybutyl acrylate, 1,1-dimethyl-3-butyl acrylate, 1,3-dimethyl -3-hydroxybutyl acrylate, 2,2,4-trimethyl-3-hydroxypentyl acrylate, 2-ethyl-3-hydroxyhexyl acrylate, glycerin monoacrylate, polypropylene glycol monoacrylate, polyethylene glycol monoacrylate, poly(ethylene glycol) hydroxy group-containing acrylic monomers such as (propylene glycol) monoacrylate, N-methylolacrylamide, allyl alcohol, methallyl alcohol;
Succinate monohydroxyethyl acrylate, maleate monohydroxyethyl acrylate, fumarate monohydroxyethyl acrylate, phthalate monohydroxyethyl acrylate, 1,2-dicarboxycyclohexane monohydroxyethyl acrylate, acrylic acid dimer, ω-carboxy-polycaprolactone Carboxyl group-containing acrylic monomers such as monoacrylates;
glycidyl group-containing acrylic monomers such as glycidyl acrylate, 3,4-epoxycyclohexylmethyl acrylate, glycidyl vinyl ether, 3,4-epoxycyclohexyl vinyl ether, glycidyl allyl ether, 3,4-epoxycyclohexyl allyl ether;
acrylamide, methacrylamide, N-methylacrylamide, N-ethylacrylamide, N-methoxymethylacrylamide, N-ethoxymethylacrylamide, N-propoxymethylacrylamide, N-butoxymethylacrylamide, N-tert-butylacrylamide, N-octylacrylamide , N,N-dimethylacrylamide, amide groups such as diacetoneacrylamide, N-substituted amide group-containing acrylic monomers;
Tertiary amino group-containing acrylic monomers such as dimethylaminoethyl acrylate, diethylaminoethyl acrylate, and dimethylaminopropylacrylamide; and the like, and various derivatives thereof can also be included. These can be used singly or in combination.
　また、これらアクリルモノマーのほかに、アクリルモノマーと共重合可能なアクリルモノマー以外のモノマーを含むことができる。アクリルモノマー以外のモノマーとしては、本発明の効果を阻害しない限りにおいて特に限定されないが、例えば、Ｎ－ビニルピロリドン、Ｎ－ビニルカプロラクタム、Ｎ－ビニルアセトアミド、アクリロニトリル、スチレン、酢酸ビニル等が挙げることができる。これらは単独で、または、複数を組み合わせて用いることができる。 In addition to these acrylic monomers, monomers other than acrylic monomers copolymerizable with acrylic monomers can also be included. Monomers other than acrylic monomers are not particularly limited as long as they do not inhibit the effects of the present invention, and examples include N-vinylpyrrolidone, N-vinylcaprolactam, N-vinylacetamide, acrylonitrile, styrene, and vinyl acetate. can. These can be used singly or in combination.
　アクリル共重合体は、モノマー組成物を重合開始剤の存在下にてラジカル反応させて得ることができる。ラジカル反応の方式は特に限定されず、例えば、リビングラジカル重合、フリーラジカル重合等を挙げることができる。リビングラジカル重合によれば、フリーラジカル重合と比較してより均一な分子量および組成を有する共重合体が得られ、低分子量成分等の生成を抑えることができ、上記粘着剤層の凝集力を高くすることができる。また、重合方法は特に限定されず、従来公知の方法を用いることができる。例えば、溶液重合（沸点重合または定温重合）、エマルジョン重合、懸濁重合、塊状重合等を挙げることができる。なかでも、合成が簡便であることから、溶液重合が好ましい。 An acrylic copolymer can be obtained by radically reacting a monomer composition in the presence of a polymerization initiator. The method of the radical reaction is not particularly limited, and examples thereof include living radical polymerization and free radical polymerization. According to living radical polymerization, a copolymer having a more uniform molecular weight and composition can be obtained as compared with free radical polymerization, the generation of low molecular weight components can be suppressed, and the cohesive force of the pressure-sensitive adhesive layer can be increased. can do. Moreover, the polymerization method is not particularly limited, and conventionally known methods can be used. Examples thereof include solution polymerization (boiling point polymerization or constant temperature polymerization), emulsion polymerization, suspension polymerization, bulk polymerization and the like. Among them, solution polymerization is preferable because of its simple synthesis.
　重合方法として溶液重合を用いる場合、反応溶剤として、例えば、酢酸エチル、トルエン、メチルエチルケトン、メチルスルホキシド、エタノール、アセトン、ジエチルエーテル等を用いることできる。これらは、単独で、または、複数を組み合わせて用いることができる。 When solution polymerization is used as the polymerization method, for example, ethyl acetate, toluene, methyl ethyl ketone, methyl sulfoxide, ethanol, acetone, diethyl ether, etc. can be used as the reaction solvent. These can be used singly or in combination.
　重合開始剤は、本発明の効果を阻害しない限りにおいて特に限定されず、例えば、有機過酸化物、アゾ化合物等を用いることができる。有機過酸化物としては、１，１－ビス（ｔ－ヘキシルパーオキシ）－３，３，５－トリメチルシクロヘキサン、ｔ－ヘキシルパーオキシピバレート、ｔ－ブチルパーオキシピバレート、２，５－ジメチル－２，５－ビス（２－エチルヘキサノイルパーオキシ）ヘキサン、ｔ－ヘキシルパーオキシ－２－エチルヘキサノエート、ｔ－ブチルパーオキシ－２－エチルヘキサノエート、ｔ－ブチルパーオキシイソブチレート、ｔ－ブチルパーオキシ－３，５，５－トリメチルヘキサノエート、ｔ－ブチルパーオキシラウレート等を挙げることができる。
　アゾ化合物としては、アゾビスイソブチロニトリル、アゾビスシクロヘキサンカルボニトリル等を挙げることができる。これらは単独で、または、複数を組み合わせて用いることができる。 The polymerization initiator is not particularly limited as long as it does not impair the effects of the present invention, and for example, organic peroxides, azo compounds and the like can be used. Organic peroxides include 1,1-bis(t-hexylperoxy)-3,3,5-trimethylcyclohexane, t-hexylperoxypivalate, t-butylperoxypivalate, 2,5-dimethyl -2,5-bis(2-ethylhexanoylperoxy)hexane, t-hexylperoxy-2-ethylhexanoate, t-butylperoxy-2-ethylhexanoate, t-butylperoxyisobutyl rate, t-butylperoxy-3,5,5-trimethylhexanoate, t-butylperoxylaurate and the like.
Examples of azo compounds include azobisisobutyronitrile and azobiscyclohexanecarbonitrile. These can be used singly or in combination.
　リビングラジカル重合の場合には、重合開始剤として、例えば、有機テルル重合開始剤を挙げることができる。有機テルル重合開始剤としては、本発明の効果を阻害しない限りにおいて特に限定されず、リビングラジカル重合に一般的に用いられるものを用いることができ、例えば、有機テルル化合物、有機テルリド化合物等を挙げることができる。なお、リビングラジカル重合においても、有機テルル重合開始剤に加えて、重合速度の促進を目的として重合開始剤としてアゾ化合物を用いることができる。 In the case of living radical polymerization, examples of polymerization initiators include organic tellurium polymerization initiators. The organic tellurium polymerization initiator is not particularly limited as long as it does not impair the effects of the present invention, and those generally used for living radical polymerization can be used. Examples include organic tellurium compounds and organic telluride compounds. be able to. Also in the living radical polymerization, an azo compound can be used as a polymerization initiator in addition to the organic tellurium polymerization initiator for the purpose of accelerating the polymerization rate.
　アクリル共重合体は、ゲル分率を適度に調節する目的で、さらに、架橋剤を用いて架橋することができる。架橋剤は本発明の効果を阻害しない限りにおいて特に限定されず、例えば、イソシアネート系架橋剤、アジリジン系架橋剤、エポキシ系架橋剤、金属キレート型架橋剤等を用いることができる。これらは、単独で、または、複数を組み合わせて用いることができる。これらのうち、イソシアネート系架橋剤が適当な反応性を有しており、生産性の観点で好ましい。 The acrylic copolymer can be further crosslinked using a crosslinking agent for the purpose of moderately adjusting the gel fraction. The cross-linking agent is not particularly limited as long as it does not impair the effects of the present invention. These can be used singly or in combination. Among these, the isocyanate-based cross-linking agent has suitable reactivity and is preferable from the viewpoint of productivity.
　イソシアネート系架橋剤としては、本発明の効果を阻害しない限りにおいて特に限定されないが、例えば、トルエンジイソシアネート（ＴＤＩ）、メチレンジフェニルジイソシアネート（ＭＤＩ）、ナフタレンジイソシアネート、キシリレンジイソシアネート、ポリメリックポリイソシアネート（クルードＭＤＩ）等の芳香族ポリイソシアネート；ヘキサメチレンジイソシアネート、イソホロンジイソシアネート、ジシクロヘキサメタンジイソシアネート等の脂肪族ポリイソシアネート；シクロヘキサン１，４－ジイソシアネート、イソホロンジイソシアネート（ＩＰＤＩ）、水添キシリレンジイソシアネート、水添ビス（イソシアナトフェニル）メタン、ビシクロヘプタントリイソシアネート等の脂環族ポリイソシアネート；イソシアヌレート化合物；ビュレット型化合物；等、並びにこれらの変性体等を挙げることができる。これらは、単独で、または、複数を組み合わせて用いることができる。粘着剤をより高硬度とし、さらに優れた耐熱性および耐熱湿性を付与する点で、イソシアヌレート化合物を含むことが好ましい。これにより、膨れやハガレが生じにくい粘着剤を得ることができる。 The isocyanate-based cross-linking agent is not particularly limited as long as it does not impede the effects of the present invention. Aromatic polyisocyanates such as; hexamethylene diisocyanate, isophorone diisocyanate, aliphatic polyisocyanates such as dicyclohexamethane diisocyanate; cyclohexane 1,4-diisocyanate, isophorone diisocyanate (IPDI), hydrogenated xylylene diisocyanate, hydrogenated bis(isocyanate alicyclic polyisocyanates such as natophenyl)methane and bicycloheptane triisocyanate; isocyanurate compounds; buret type compounds; These can be used singly or in combination. It is preferable to contain an isocyanurate compound in terms of making the pressure-sensitive adhesive higher in hardness and imparting further excellent heat resistance and heat and humidity resistance. This makes it possible to obtain a pressure-sensitive adhesive that is less likely to swell or peel off.
　アクリル共重合体の重量平均分子量は、本発明の効果を阻害しない限りにおいて特に限定されないが、例えば、３０万～２００万であり、４０万～１５０万が好ましい。重量平均分子量がかかる範囲にあると、粘着剤の硬度や耐熱性、耐熱湿性が良好である。これにより、膨れやハガレが生じにくい粘着剤を得ることができる。重量平均分子量の測定方法は、公知の測定方法を用いることができ、例えば、ＪＩＳ　Ｋ７２５２－１：２００８「プラスチック－サイズ排除クロマトグラフィーによる高分子の平均分子量および分子量分布の求め方」に準拠する方法により測定することができる。 The weight average molecular weight of the acrylic copolymer is not particularly limited as long as it does not impair the effects of the present invention, but is, for example, 300,000 to 2,000,000, preferably 400,000 to 1,500,000. When the weight-average molecular weight is in the range, the hardness, heat resistance, and heat and humidity resistance of the pressure-sensitive adhesive are good. This makes it possible to obtain a pressure-sensitive adhesive that is less likely to swell or peel off. As a method for measuring the weight average molecular weight, a known measurement method can be used, for example, a method in accordance with JIS K7252-1:2008 "Plastics - Determining the average molecular weight and molecular weight distribution of a polymer by size exclusion chromatography". can be measured by
　アクリル共重合体のガラス転移温度（以降Ｔｇとする）は、－５０℃～－１０℃とすることができ、－４０℃～－１５℃が好ましく、－３５℃～―２０℃がより好ましい。Ｔｇがかかる範囲にあると、粘着剤をより高硬度にすることができ、かつ、表示装置の最表面への粘着性を高くすることができる。これにより、膨れやハガレが生じにくい粘着剤を得ることができる。Ｔｇの測定方法は、公知の測定方法を用いることができ、例えば、ＪＩＳ　Ｋ７１２１－１９８７「プラスチックの転移温度測定方法」に準拠した方法により測定することができる。 The glass transition temperature (hereinafter referred to as Tg) of the acrylic copolymer can be -50°C to -10°C, preferably -40°C to -15°C, and more preferably -35°C to -20°C. When the Tg is in such a range, the pressure-sensitive adhesive can be made to have higher hardness, and the adhesiveness to the outermost surface of the display device can be increased. This makes it possible to obtain a pressure-sensitive adhesive that is less likely to swell or peel off. A known measuring method can be used for measuring Tg, for example, it can be measured by a method conforming to JIS K7121-1987 "Method for measuring transition temperature of plastics".
（アクリル共重合体の製造方法）
　エチルアクリレートおよび２－エチルヘキシルアクリレートを含むモノマー組成物を使用する場合を例にとり、好適例である、溶液重合法によるアクリル共重合体の作製方法について説明する。原料となるモノマー、トルエンや酢酸エチル等の有機溶媒を混合し、モノマー溶液を調製する。モノマー溶液を密閉された容器に入れ、窒素バージおよび攪拌をしながら、所定の温度（例えば、４０℃～９０℃）に加熱する。所定のモノマー溶液に、所定の重合開始剤を滴下し、反応が終了するまで、加熱、攪拌を継続し、アクリル共重合体（溶液）を得る。この際、溶媒の種類、加熱温度等を調整することにより重量平均分子量を調整することができる。 (Method for producing acrylic copolymer)
Taking as an example the case of using a monomer composition containing ethyl acrylate and 2-ethylhexyl acrylate, a preferred method for producing an acrylic copolymer by solution polymerization will be described. A monomer solution is prepared by mixing raw material monomers and an organic solvent such as toluene or ethyl acetate. Place the monomer solution in a sealed container and heat to a predetermined temperature (eg, 40° C. to 90° C.) with nitrogen sparge and stirring. A predetermined polymerization initiator is added dropwise to a predetermined monomer solution, and heating and stirring are continued until the reaction is completed to obtain an acrylic copolymer (solution). At this time, the weight average molecular weight can be adjusted by adjusting the type of solvent, heating temperature, and the like.
　原料のモノマー組成のうちエチルアクリレートの配合量としては、モノマー溶液中の全モノマー成分を１００質量％とした場合に、２５質量％～６０質量％とすることができる。 The blending amount of ethyl acrylate in the raw material monomer composition can be 25% by mass to 60% by mass when the total monomer components in the monomer solution are 100% by mass.
　原料のモノマー組成のうち２－エチルヘキシルアクリレートの配合量としては、モノマー溶液中の全モノマー成分を１００質量％とした場合に、１０質量％～４０質量％とすることができる。 The blending amount of 2-ethylhexyl acrylate in the raw material monomer composition can be 10% by mass to 40% by mass when the total monomer components in the monomer solution are 100% by mass.
　原料のモノマー組成のうちエチルアクリレートおよび２－エチルヘキシルアクリレート以外のモノマーの配合量としては、モノマー溶液中の全モノマー成分を１００質量％とした場合に、４０質量％～９０質量％とすることができる。配合するモノマーの配合量は、所望する硬アクリル共重合体（または、粘着剤）のガラス転移温度や硬度等によって、自由に調整することができる。 The amount of monomers other than ethyl acrylate and 2-ethylhexyl acrylate in the raw material monomer composition can be 40% by mass to 90% by mass when the total monomer components in the monomer solution are 100% by mass. . The amount of the monomer to be blended can be freely adjusted according to the desired glass transition temperature, hardness, etc. of the hard acrylic copolymer (or adhesive).
（紫外線吸収剤（Ａ））
　本実施形態の表示装置用粘着剤に含まれる紫外線吸収剤（Ａ）は、チオアリール環基を有する２－フェニルベンゾトリアゾール誘導体（以下では、単に「２－フェニルベンゾトリアゾール誘導体」と呼ぶ）であり、下記式（１）で表される。なお、２－フェニルベンゾトリアゾール誘導体は、常温（２５℃）で粉末状の固体である。
Figure JPOXMLDOC01-appb-C000001
 　式（１）において、Ｒ１～Ｒ９は、それぞれ独立に、水素原子、ハロゲン原子、炭化水素基、芳香族基、不飽和基、酸素原子含有基、リン原子含有基および硫黄原子含有基から選ばれる少なくとも１つに該当する原子または基であり、Ｒ１～Ｒ９の少なくとも１つはチオアリール環基である。 (Ultraviolet absorber (A))
The ultraviolet absorber (A) contained in the adhesive for display device of the present embodiment is a 2-phenylbenzotriazole derivative having a thioaryl ring group (hereinafter simply referred to as "2-phenylbenzotriazole derivative"), It is represented by the following formula (1). Note that the 2-phenylbenzotriazole derivative is a powdery solid at normal temperature (25° C.).
Figure JPOXMLDOC01-appb-C000001
 In formula (1), R 1 to R 9 are each independently selected from a hydrogen atom, a halogen atom, a hydrocarbon group, an aromatic group, an unsaturated group, an oxygen atom-containing group, a phosphorus atom-containing group and a sulfur atom-containing group. It is an atom or group corresponding to at least one selected, and at least one of R 1 to R 9 is a thioaryl ring group.
　ハロゲン原子の例としては、フッ素原子、塩素原子、臭素原子およびヨウ素原子が挙げられる。 Examples of halogen atoms include fluorine, chlorine, bromine and iodine atoms.
　炭化水素基は、炭素原子および水素原子から構成される基である。炭化水素基は、脂肪族基であっても芳香族基であってもよく、炭素－炭素二重結合のような不飽和基を有していてもよい。炭化水素基である芳香族基については後述するため、ここでは脂肪族基について説明する。脂肪族基は、非環式であっても環式であってもよく、例えば直鎖のもしくは分岐を有するアルキル基、アルケニル基またはアルキニル基であり、また例えば水素原子がアルキル基で置換されていてもよいシクロアルキル基またはシクロアルケニル基である。シクロアルキル基の例には、シクロプロピル基、シクロブチル基、シクロペンチル基、シクロヘキシル基、シクロヘプチル基およびシクロオクチル基が含まれる。炭化水素基の炭素数は、好ましくは１～２０、より好ましくは１～１８、さらに好ましくは１～１０、特に好ましくは４～９である。炭化水素基の好ましい例には、炭素数１～２０、１～９、さらには４～９または１～３である直鎖のまたは分岐を有するアルキル基、特に炭素数４～９の分岐を有するアルキル基と、炭素数３～１０、さらには３～８の環式のアルキル基とが含まれる。 A hydrocarbon group is a group composed of carbon atoms and hydrogen atoms. The hydrocarbon groups may be aliphatic or aromatic groups and may have unsaturated groups such as carbon-carbon double bonds. Since the aromatic group, which is a hydrocarbon group, will be described later, the aliphatic group will be described here. Aliphatic groups may be acyclic or cyclic and are, for example, straight-chain or branched alkyl, alkenyl or alkynyl groups and, for example, hydrogen atoms substituted by alkyl groups. cycloalkyl or cycloalkenyl groups. Examples of cycloalkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl and cyclooctyl groups. The number of carbon atoms in the hydrocarbon group is preferably 1-20, more preferably 1-18, even more preferably 1-10, and particularly preferably 4-9. Preferred examples of hydrocarbon groups include linear or branched alkyl groups having 1 to 20, 1 to 9, further 4 to 9 or 1 to 3 carbon atoms, especially branched having 4 to 9 carbon atoms. Alkyl groups and cyclic alkyl groups having 3 to 10 carbon atoms, further 3 to 8 carbon atoms are included.
　直鎖のまたは分岐を有するアルキル基は、特に限定されないが、例えば、メチル基、ベンジル基、α，α－ジメチルベンジル基、エタン－１－イル基、プロパン－１－イル基、１－メチルエタン－１－イル基、ブタン－１－イル基、ブタン－２－イル基、２－メチルプロパン－１－イル基、２－メチルプロパン－２－イル基、ペンタン－１－イル基、ペンタン－２－イル基、ヘキサン－１－イル基、ヘプタン－１－イル基、オクタン－１－イル基、１，１，３，３－テトラメチルブタン－１－イル基、ノナン－１－イル基、デカン－１－イル基、ウンデカン－１－イル基、ドデカン－１－イル基、トリデカン－１－イル基、テトラデカン－１－イル基、ペンタデカン－１－イル基、ヘキサデカン－１－イル基、ヘプタデカン－１－イル基、オクタデカン－１－イル基である。直鎖または分岐のアルケニル基としては、例えば、ビニル基、プロパ－１－エン－１－イル基、アリル基、イソプロペニル基、ブタ－１－エン－１－イル基、ブタ－２－エン－１－イル基、ブタ－３－エン－１－イル基、２－メチルプロパ－２－エン－１－イル基、１－メチルプロパ－２－エン－１－イル基、ペンタ－１－エン－１－イル基、ペンタ－２－エン－１－イル基、ペンタ－３－エン－１－イル基、ペンタ－４－エン－１－イル基、３－メチルブタ－２－エン－１－イル基、３－メチルブタ－３－エン－１－イル基、ヘキサ－１－エン－１－イル基、ヘキサ－２－エン－１－イル基、ヘキサ－３－エン－１－イル基、ヘキサ－４－エン－１－イル基、ヘキサ－５－エン－１－イル基、４－メチルペンタ－３－エン－１－イル基、４－メチルペンタ－３－エン－１－イル基、ヘプタ－１－エン－１－イル基、ヘプタ－６－エン－１－イル基、オクタ－１－エン－１－イル基、オクタ－７－エン－１－イル基、ノナ－１－エン－１－イル基、ノナ－８－エン－１－イル基、デカ－１－エン－１－イル基、デカ－９－エン－１－イル基、ウンデカ－１－エン－１－イル基、ウンデカ－１０－エン－１－イル基、ドデカ－１－エン－１－イル基、ドデカ－１１－エン－１－イル基、トリデカ－１－エン－１－イル基、トリデカ－１２－エン－１－イル基、テトラデカ－１－エン－１－イル基、テトラデカ－１３－エン－１－イル基、ペンタデカ－１－エン－１－イル基、ペンタデカ－１４－エン－１－イル基、ヘキサデカ－１－エン－１－イル基、ヘキサデカ－１５－エン－１－イル基、ヘプタデカ－１－エン－１－イル基、ヘプタデカ－１６－エン－１－イル基、オクタデカ－１－エン－１－イル基、オクタデカ－９－エン－１－イル基、オクタデカ－１７－エン－１－イル基が挙げられる。直鎖または分岐のアルキニル基としては、例えば、エチニル、プロパ－１－イン－１－イル基、プロパ－２－イン－１－イル基、ブタ－１－イン－１－イル基、ブタ－３－イン－１－イル基、１－メチルプロパ－２－イン－１－イル基、ペンタ－１－イン－１－イル基、ペンタ－４－イン－１－イル基、ヘキサ－１－イン－１－イル基、ヘキサ－５－イン－１－イル基、ヘプタ－１－イン－１－イル基、ヘプタ－６－イン－１－イル基、オクタ－１－イン－１－イル基、オクタ－７－イン－１－イル基、ノナ－１－イン－１－イル基、ノナ－８－イン－１－イル基、デカ－１－イン－１－イル基、デカ－９－イン－１－イル基、ウンデカ－１－イン－１－イル基、ウンデカ－１０－イン－１－イル基、ドデカ－１－イン－１－イル基、ドデカ－１１－イン－１－イル基、トリデカ－１－イン－１－イル基、トリデカ－１２－イン－１－イル基、テトラデカ－１－イン－１－イル基、テトラデカ－１３－イン－１－イル基、ペンタデカ－１－イン－１－イル基、ペンタデカ－１４－イン－１－イル基、ヘキサデカ－１－イン－１－イル基、ヘキサデカ－１５－イン－１－イル基、ヘプタデカ－１－イン－１－イル基、ヘプタデカ－１６－イン－１－イル基、オクタデカ－１－イン－１－イル基、オクタデカ－１７－イン－１－イル基が挙げられる。 The linear or branched alkyl group is not particularly limited, and examples thereof include methyl group, benzyl group, α,α-dimethylbenzyl group, ethane-1-yl group, propan-1-yl group, 1-methylethane- 1-yl group, butan-1-yl group, butan-2-yl group, 2-methylpropan-1-yl group, 2-methylpropan-2-yl group, pentane-1-yl group, pentane-2- yl group, hexan-1-yl group, heptane-1-yl group, octan-1-yl group, 1,1,3,3-tetramethylbutan-1-yl group, nonan-1-yl group, decane- 1-yl group, undecane-1-yl group, dodecane-1-yl group, tridecane-1-yl group, tetradecane-1-yl group, pentadecane-1-yl group, hexadecane-1-yl group, heptadecane-1 -yl group and octadecane-1-yl group. Linear or branched alkenyl groups include, for example, vinyl group, prop-1-en-1-yl group, allyl group, isopropenyl group, but-1-en-1-yl group, but-2-en- 1-yl group, but-3-en-1-yl group, 2-methylprop-2-en-1-yl group, 1-methylprop-2-en-1-yl group, pent-1-en-1- yl group, pent-2-en-1-yl group, pent-3-en-1-yl group, pent-4-en-1-yl group, 3-methylbut-2-en-1-yl group, 3 -methylbut-3-en-1-yl group, hex-1-en-1-yl group, hex-2-en-1-yl group, hex-3-en-1-yl group, hex-4-ene -1-yl group, hex-5-en-1-yl group, 4-methylpent-3-en-1-yl group, 4-methylpent-3-en-1-yl group, hept-1-en-1 -yl group, hept-6-en-1-yl group, octa-1-en-1-yl group, octa-7-en-1-yl group, non-1-en-1-yl group, nona- 8-en-1-yl group, dec-1-en-1-yl group, dec-9-en-1-yl group, undec-1-en-1-yl group, undec-10-en-1- yl group, dodec-1-en-1-yl group, dodec-11-en-1-yl group, tridec-1-en-1-yl group, tridec-12-en-1-yl group, tetradeca-1 -en-1-yl group, tetradeca-13-en-1-yl group, pentadec-1-en-1-yl group, pentadec-14-en-1-yl group, hexadec-1-en-1-yl group, hexadec-15-en-1-yl group, heptadeca-1-en-1-yl group, heptadeca-16-en-1-yl group, octadec-1-en-1-yl group, octadec-9- An en-1-yl group and an octadec-17-en-1-yl group can be mentioned. Linear or branched alkynyl groups include, for example, ethynyl, prop-1-yn-1-yl group, prop-2-yn-1-yl group, but-1-yn-1-yl group, but-3 -yn-1-yl group, 1-methylprop-2-yn-1-yl group, pent-1-yn-1-yl group, pent-4-yn-1-yl group, hex-1-yn-1 -yl group, hex-5-yn-1-yl group, hept-1-yn-1-yl group, hept-6-yn-1-yl group, octa-1-yn-1-yl group, octa- 7-yn-1-yl group, non-1-yn-1-yl group, non-8-yn-1-yl group, deca-1-yn-1-yl group, deca-9-yn-1- yl group, undec-1-yn-1-yl group, undec-10-yn-1-yl group, dodec-1-yn-1-yl group, dodec-11-yn-1-yl group, tridec-1 -yn-1-yl group, tridec-12-yn-1-yl group, tetradeca-1-yn-1-yl group, tetradeca-13-yn-1-yl group, pentadeca-1-yn-1-yl group, pentadeca-14-yn-1-yl group, hexadec-1-yn-1-yl group, hexadec-15-yn-1-yl group, heptadeca-1-yn-1-yl group, heptadeca-16- yn-1-yl group, octadec-1-yn-1-yl group and octadec-17-yn-1-yl group.
　好ましい環式のアルキル基の例には、シクロプロピル基、シクロブチル基、シクロペンチル基、シクロヘキシル基、シクロヘプチル基、シクロオクチル基が含まれる。 Examples of preferred cyclic alkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl and cyclooctyl groups.
　芳香族基は、ベンゼン環、ナフタレン環、アントラセン環等の芳香環を含む単環芳香族基または多環芳香族基である。当該芳香族基は、ヘテロ原子を含んでもよく、置換基を有してもよい。芳香族基の炭素数は、好ましくは６～１８、より好ましくは６～１４である。芳香族基の例には、フェニル基、２－メチルフェニル基、３－メチルフェニル基、４－メチルフェニル基、２，４－ジメチルフェニル基、２，５－ジメチルフェニル基、３，４－ジメチルフェニル基、３，５－ジメチルフェニル基、２，４，５－トリメチルフェニル基、２，４，６－トリメチルフェニル基、４－ビフェニル基、１－ナフチル基、２－ナフチル基、１－アントラセニル基、２－アントラセニル基、９－アントラセニル基、２－メトキシフェニル基、３－メトキシフェニル基、４－メトキシフェニル基、２－エトキシフェニル基、３－エトキシフェニル基、４－エトキシフェニル基、２－クロロフェニル基、２－フルオロフェニル基および４－フルオロフェニル基が含まれる。 The aromatic group is a monocyclic aromatic group or polycyclic aromatic group containing an aromatic ring such as a benzene ring, naphthalene ring, or anthracene ring. The aromatic group may contain a heteroatom and may have a substituent. The number of carbon atoms in the aromatic group is preferably 6-18, more preferably 6-14. Examples of aromatic groups include phenyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 3,4-dimethyl phenyl group, 3,5-dimethylphenyl group, 2,4,5-trimethylphenyl group, 2,4,6-trimethylphenyl group, 4-biphenyl group, 1-naphthyl group, 2-naphthyl group, 1-anthracenyl group , 2-anthracenyl group, 9-anthracenyl group, 2-methoxyphenyl group, 3-methoxyphenyl group, 4-methoxyphenyl group, 2-ethoxyphenyl group, 3-ethoxyphenyl group, 4-ethoxyphenyl group, 2-chlorophenyl groups, 2-fluorophenyl groups and 4-fluorophenyl groups.
　不飽和基は、不飽和結合を含む基である。不飽和結合は、炭素－炭素二重結合、炭素－炭素三重結合、炭素－酸素二重結合、炭素－窒素二重結合、炭素－窒素三重結合等の炭素－炭素不飽和結合または炭素－ヘテロ原子不飽和結合である。炭素－酸素二重結合は、カルボニル基、アルデヒド基、カルボキシル基等に含まれるものであってよく、炭素－窒素二重結合はイソシアネート基等に含まれるものであってよく、炭素－窒素三重結合はシアノ基、シアナト基等に含まれるものであってもよい。不飽和基に含まれる炭素原子とヘテロ原子との合計数は、好ましくは１～１０、より好ましくは１～８である。不飽和基の例には、アクリロイル基、メタクロイル基、マレイン酸モノエステル基、スチリル基、アリル基、ビニル基、アミド基、カルバモイル基、シアノ基およびイソシアネート基が含まれる。 An unsaturated group is a group containing an unsaturated bond. Unsaturated bonds are carbon-carbon unsaturated bonds or carbon-heteroatoms such as carbon-carbon double bonds, carbon-carbon triple bonds, carbon-oxygen double bonds, carbon-nitrogen double bonds, carbon-nitrogen triple bonds. It is an unsaturated bond. The carbon-oxygen double bond may be contained in a carbonyl group, an aldehyde group, a carboxyl group or the like, the carbon-nitrogen double bond may be contained in an isocyanate group or the like, and the carbon-nitrogen triple bond may be included in a cyano group, a cyanato group, or the like. The total number of carbon atoms and heteroatoms contained in the unsaturated group is preferably 1-10, more preferably 1-8. Examples of unsaturated groups include acryloyl, methacryloyl, maleic monoester, styryl, allyl, vinyl, amide, carbamoyl, cyano and isocyanate groups.
　酸素原子含有基は、酸素原子を含む基である。酸素原子含有基は、通常、酸素原子とともに、炭素原子および／または水素原子を含む。酸素原子含有基に含まれる炭素原子数は、芳香環基および／または脂環式基を含む場合には６～２０、特に６～１２、芳香環基および脂環式基を含まない場合には０～２０、さらには０～１２、特に０～６が好ましい。酸素原子含有基の例には、ヒドロキシ基、アルコキシ基、アセトキシ基、アセチル基、アルデヒド基、カルボキシ基、カルバモイル基、ウレタン基、アミド基、イミド基、尿素基、エーテル基、カルボニル基、エステル基、オキサゾール基およびモルホリン基が含まれる。アルコキシ基の例には、メトキシ基、エトキシ基、プロポキシ基、ブトキシ基、フェノキシ基、メチルフェノキシ基、ジメチルフェノキシ基、ナフトキシ基、フェニルメトキシ基およびフェニルエトキシ基が含まれる。好ましい酸素原子含有基の例には、ヒドロキシ基、炭素数１～１８のアルコキシ基、炭素数１～１８のエーテル基、炭素数１～１８のエステル基、炭素数１～２０のポリオキシエチレン基が含まれる。 An oxygen atom-containing group is a group containing an oxygen atom. Oxygen atom-containing groups usually contain carbon atoms and/or hydrogen atoms along with oxygen atoms. The number of carbon atoms contained in the oxygen atom-containing group is 6 to 20, especially 6 to 12 when it contains an aromatic ring group and/or an alicyclic group, and when it does not contain an aromatic ring group and an alicyclic group 0 to 20, more preferably 0 to 12, especially 0 to 6. Examples of oxygen-containing groups include hydroxy, alkoxy, acetoxy, acetyl, aldehyde, carboxy, carbamoyl, urethane, amide, imide, urea, ether, carbonyl, and ester groups. , oxazole groups and morpholine groups. Examples of alkoxy groups include methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylphenoxy, naphthoxy, phenylmethoxy and phenylethoxy groups. Examples of preferred oxygen atom-containing groups include a hydroxy group, an alkoxy group having 1 to 18 carbon atoms, an ether group having 1 to 18 carbon atoms, an ester group having 1 to 18 carbon atoms, and a polyoxyethylene group having 1 to 20 carbon atoms. is included.
　リン原子含有基は、リン原子を含む基である。リン原子含有基は、通常、リン原子とともに、炭素原子および／または水素原子を含む。リン原子含有基に含まれる炭素原子数は、芳香環基および／または脂環式基を含む場合には６～２０、特に６～１２、芳香環基および脂環式基を含まない場合には０～２０、さらには０～１２、特に０～６が好ましい。リン原子含有基の例には、ホスフィン基、ホスファイト基、ホスホン酸基、ホスフィン酸基、トリメチルホスフィン基、トリブチルホスフィン基、トリシクロヘキシルホスフィン基、トリフェニルホスフィン基、トリトリルホスフィン基、メチルホスファイト基、エチルホスファイト基、フェニルホスファイト基、ホスホン酸基、ホスフィン酸基、リン酸基およびリン酸エステル基が含まれる。 A phosphorus atom-containing group is a group containing a phosphorus atom. Phosphorus atom-containing groups typically contain carbon and/or hydrogen atoms along with the phosphorus atom. The number of carbon atoms contained in the phosphorus atom-containing group is 6 to 20, particularly 6 to 12 when it contains an aromatic ring group and/or an alicyclic group, and when it does not contain an aromatic ring group and an alicyclic group 0 to 20, more preferably 0 to 12, especially 0 to 6. Examples of phosphorus atom-containing groups include phosphine groups, phosphite groups, phosphonic acid groups, phosphinic acid groups, trimethylphosphine groups, tributylphosphine groups, tricyclohexylphosphine groups, triphenylphosphine groups, tritolylphosphine groups, methylphosphite groups. groups, ethylphosphite groups, phenylphosphite groups, phosphonic acid groups, phosphinic acid groups, phosphate groups and phosphate ester groups.
　硫黄原子含有基は、硫黄原子を含む基である。硫黄原子含有基は、通常、硫黄原子とともに、炭素原子および／または水素原子を含む。硫黄原子含有基に含まれる炭素原子数は、芳香環基および／または脂環式基を含む場合には６～２０、さらに６～１２、特に６～１０、芳香環基および／または脂環式基を含まない場合には０～２０、さらに０～１２、特に０～１０、とりわけ０～６が好ましい、硫黄原子含有基の例には、チオール基、スルフィド基、ジスルフィド基、スルホニル基、スルホ基、チオカルボニル基、チオカルバモイル基、チオ尿素基、チオアルコキシ基、チオカルボキシ基、チオフェン基およびチアゾール基が含まれる。 A sulfur atom-containing group is a group containing a sulfur atom. Sulfur-containing groups generally contain carbon and/or hydrogen atoms along with sulfur atoms. The number of carbon atoms contained in the sulfur atom-containing group is 6 to 20, further 6 to 12, particularly 6 to 10 when it contains an aromatic ring group and/or an alicyclic group, and an aromatic ring group and/or an alicyclic group. Examples of sulfur atom-containing groups include 0 to 20, more preferably 0 to 12, particularly 0 to 10, particularly preferably 0 to 6 when not containing a group, thiol group, sulfide group, disulfide group, sulfonyl group, sulfo thiocarbonyl, thiocarbamoyl, thiourea, thioalkoxy, thiocarboxy, thiophene and thiazole groups.
　チオアリール環基は、水素原子の置換基を有していてもよく、当該置換基として炭素数４～９のアルキル基が挙げられる。当該アルキル基は、直鎖アルキル基であってもよく、分岐を有する鎖状アルキル基であってもよい。チオアリール環基に含まれるアリール環としては、ベンゼン環および／またはナフタレン環が挙げられる。 The thioaryl ring group may have a hydrogen atom substituent, and the substituent includes an alkyl group having 4 to 9 carbon atoms. The alkyl group may be a linear alkyl group or a branched chain alkyl group. Aryl rings contained in the thioaryl ring group include a benzene ring and/or a naphthalene ring.
　具体的には、紫外線吸収剤（Ａ）として、以下の化学式で表される２－フェニルベンゾトリアゾール誘導体等が挙げられる。
Figure JPOXMLDOC01-appb-C000002
Figure JPOXMLDOC01-appb-C000003
  
Figure JPOXMLDOC01-appb-C000004
  
　これらの２－フェニルベンゾトリアゾール誘導体のうち、長波長（４０５ｎｍ）の電磁波吸収効果を高めるうえで、以下の化学式で表される２－フェニルベンゾトリアゾール誘導体等が好ましい。
Figure JPOXMLDOC01-appb-C000005
 Specifically, examples of the ultraviolet absorber (A) include 2-phenylbenzotriazole derivatives represented by the following chemical formulas.
Figure JPOXMLDOC01-appb-C000002
Figure JPOXMLDOC01-appb-C000003
Figure JPOXMLDOC01-appb-C000004
Among these 2-phenylbenzotriazole derivatives, 2-phenylbenzotriazole derivatives represented by the following chemical formulas are preferable in order to enhance the long-wavelength (405 nm) electromagnetic wave absorption effect.
Figure JPOXMLDOC01-appb-C000005
　紫外線吸収剤（Ａ）の含有量の下限値は、アクリル共重合体１００質量部に対して、好ましくは０．５質量部以上であり、より好ましくは１質量部以上であり、さらに好ましくは２質量部以上である。また、紫外線吸収剤（Ａ）の含有量の上限値は、アクリル共重合体１００質量部に対して、好ましくは１０質量部以下であり、より好ましくは８質量部以下であり、さらに好ましくは５質量部以下である。
　紫外線吸収剤（Ａ）の含有量の下限値を上記の値とすることにより、紫外線吸収剤（Ｂ）との混合により、長波長（４０５ｎｍ）の電磁波吸収力を十分なものとすることができる。また、紫外線吸収剤（Ａ）の含有量の上限値を上記値とすることにより、紫外線吸収剤（Ｂ）との混合による紫外線吸収剤（Ａ）の析出を抑制しつつ、長波長（４０５ｎｍ）の電磁波吸収力を十分なものとすることができる。 The lower limit of the content of the ultraviolet absorber (A) is preferably 0.5 parts by mass or more, more preferably 1 part by mass or more, and still more preferably 2 parts by mass with respect to 100 parts by mass of the acrylic copolymer. Part by mass or more. In addition, the upper limit of the content of the ultraviolet absorber (A) is preferably 10 parts by mass or less, more preferably 8 parts by mass or less, and still more preferably 5 parts by mass with respect to 100 parts by mass of the acrylic copolymer. Part by mass or less.
By setting the lower limit of the content of the ultraviolet absorber (A) to the above value, mixing with the ultraviolet absorber (B) can make the long wavelength (405 nm) electromagnetic wave absorbing power sufficient. . Further, by setting the upper limit of the content of the ultraviolet absorber (A) to the above value, while suppressing the precipitation of the ultraviolet absorber (A) due to mixing with the ultraviolet absorber (B), the long wavelength (405 nm) The electromagnetic wave absorption power of the can be made sufficient.
（紫外線吸収剤（Ｂ））
　本実施形態の表示装置用粘着剤に含まれる紫外線吸収剤（Ｂ）は、常温（２５℃）で液体であり、上述した紫外線吸収剤（Ａ）（チオアリール環基を有する２－フェニルベンゾトリアゾール誘導体）とは異なる。当該紫外線吸収剤（Ｂ）としては、ベンゾトリアゾール誘導体、および／または、トリアジン誘導体が好ましい。 (Ultraviolet absorber (B))
The ultraviolet absorber (B) contained in the pressure-sensitive adhesive for a display device of the present embodiment is liquid at room temperature (25° C.), and the above-mentioned ultraviolet absorber (A) (2-phenylbenzotriazole derivative having a thioaryl ring group ). Benzotriazole derivatives and/or triazine derivatives are preferable as the ultraviolet absorber (B).
　ベンゾトリアゾール誘導体としては２－（５－メチル－２－ヒドロキシフェニル）ベンゾトリアゾール、２－（２－ヒドロキシ－５－ｔ－ブチルフェニル）－２Ｈ－ベンゾトリアゾール、オクチル－３［３－ｔｅｒｔ－ブチル－４－ヒドロキシ－５－（５－ クロロ－２Ｈ－ベンゾトリアゾール－２－イル）フェニル］プロピオネートと２－エチルヘキシル－３－［３－ｔｅｒｔ－ブチル－４－ヒドロキシ－５－（５－クロロ－２Ｈ－ベンゾトリアゾール－２－イル）フェニル］プロピオネートの混合物、２－[２－ヒドロキシ－３，５－ビス(α，α－ジメチルベンジル)フェニル]－２Ｈ－ベンゾトリアゾール、２－（３－ｔブチル－５－メチル－２－ヒドロキシフェニル）－５－クロロベンゾトリアゾール、２－（３，５－ジ－ｔ－アミル－２－ヒドロキシフェニル）ベンゾトリアゾール、２－(２'－ヒドロキシ－５'－t－オクチルフェニル)ベンゾトリアゾール、５％の２－メトキシ－１－メチルエチルアセテートと９５％のベンゼンプロパン酸、３－（２Ｈ－ベンゾトリアゾール－２－イル）－（１，１－ジメチルエチル）－４－ヒドロキシ，Ｃ７－９側鎖及び直鎖アルキルエステルの化合物、２－（２Ｈ－ベンゾトリアゾール－２－イル）－４，６－ビス（１－メチル－１－フェニルエチル）フェノール、２－（２Ｈ－ベンゾトリアゾール－２－イル）－６－（１－メチル－１－フェニルエチル）－４－（１，１，３，３－テトラメチルブチル）フェノール、等が挙げられる。 Benzotriazole derivatives include 2-(5-methyl-2-hydroxyphenyl)benzotriazole, 2-(2-hydroxy-5-t-butylphenyl)-2H-benzotriazole, octyl-3[3-tert-butyl- 4-hydroxy-5-(5-chloro-2H-benzotriazol-2-yl)phenyl]propionate and 2-ethylhexyl-3-[3-tert-butyl-4-hydroxy-5-(5-chloro-2H- A mixture of benzotriazol-2-yl)phenyl]propionates, 2-[2-hydroxy-3,5-bis(α,α-dimethylbenzyl)phenyl]-2H-benzotriazole, 2-(3-tbutyl-5 -methyl-2-hydroxyphenyl)-5-chlorobenzotriazole, 2-(3,5-di-t-amyl-2-hydroxyphenyl)benzotriazole, 2-(2'-hydroxy-5'-t-octyl Phenyl)benzotriazole, 5% 2-methoxy-1-methylethyl acetate and 95% benzenepropanoic acid, 3-(2H-benzotriazol-2-yl)-(1,1-dimethylethyl)-4-hydroxy , C7-9 side chain and linear alkyl ester compounds, 2-(2H-benzotriazol-2-yl)-4,6-bis(1-methyl-1-phenylethyl)phenol, 2-(2H-benzo triazol-2-yl)-6-(1-methyl-1-phenylethyl)-4-(1,1,3,3-tetramethylbutyl)phenol, and the like.
　具体的には、ＢＡＳＦ社製「ＴＩＮＵＶＩＮ　Ｐ」、「ＴＩＮＵＶＩＮ　ＰＳ」、「ＴＩＮＵＶＩＮ　１０９」、「ＴＩＮＵＶＩＮ　２３４」、「ＴＩＮＵＶＩＮ　３２６」、「ＴＩＮＵＶＩＮ　３２８」、「ＴＩＮＵＶＩＮ　３２９」、「ＴＩＮＵＶＩＮ　３６０」、「ＴＩＮＵＶＩＮ　３８４－２」、「ＴＩＮＵＶＩＮ　９００」、「ＴＩＮＵＶＩＮ　９２８」、「ＴＩＮＵＶＩＮ　９９－２」、「ＴＩＮＵＶＩＮ　１１３０」、ＡＤＥＫＡ社製「アデカスタブＬＡ－２９」、大塚化学社製「ＲＵＮＡ－９３」等が挙げられる。 Specifically, BASF "TINUVIN P", "TINUVIN PS", "TINUVIN 109", "TINUVIN 234", "TINUVIN 326", "TINUVIN 328", "TINUVIN 329", "TINUVIN 360", "TINUVIN 384-2", "TINUVIN 900", "TINUVIN 928", "TINUVIN 99-2", "TINUVIN 1130", "ADEKA STAB LA-29" manufactured by ADEKA, and "RUNA-93" manufactured by Otsuka Chemical Co., Ltd. .
　トリアジン誘導体としては、２－［４，６－ジ（２，４－キシリル）－１，３，５－トリアジン－２－イル］－５－オクチルオキシフェノール、２－［４，６－ビス（２，４－ジメチルフェニル）－１，３，５－トリアジン－２－イル］－５－［３－（ドデシルオキシ）－２－ヒドロキシプロポキシ］フェノール、２－（２，４－ジヒドロキシフェニル）－４，６－ビス（２，４－ジメチルフェニル）－１，３，５－トリアジンと（２－エチルヘキシル－グリシド酸エステルの反応生成物、２，４－ビス「２－ヒドロキシ－４－ブトキシフェニル」－６－（２，４－ジブトキシフェニル）－１，３－５－トリアジン等が挙げられる。 Triazine derivatives include 2-[4,6-di(2,4-xylyl)-1,3,5-triazin-2-yl]-5-octyloxyphenol, 2-[4,6-bis(2 ,4-dimethylphenyl)-1,3,5-triazin-2-yl]-5-[3-(dodecyloxy)-2-hydroxypropoxy]phenol, 2-(2,4-dihydroxyphenyl)-4, Reaction product of 6-bis(2,4-dimethylphenyl)-1,3,5-triazine and (2-ethylhexyl-glycidate ester, 2,4-bis "2-hydroxy-4-butoxyphenyl"-6 -(2,4-dibutoxyphenyl)-1,3-5-triazine and the like.
　具体的には、ケミプロ化成社製「ＫＥＭＩＳＯＲＢ　１０２」、ＢＡＳＦ社製「ＴＩＮＵＶＩＮ　４００」、「ＴＩＮＵＶＩＮ　４０５」、「ＴＩＮＵＶＩＮ　４６０」、「ＴＩＮＵＶＩＮ　４７７」、「ＴＩＮＵＶＩＮ　４７９」、「ＴＩＮＵＶＩＮ　１５７７」、ＡＤＥＫＡ社製「アデカスタブＬＡ－４６」、「アデカスタブＬＡ－Ｆ７０」、サンケミカル社製「ＣＹＡＳＯＲＢＵＶ－１１６４」等が挙げられる。 Specifically, "KEMISORB 102" manufactured by Chemipro Kasei Co., Ltd., "TINUVIN 400", "TINUVIN 405", "TINUVIN 460", "TINUVIN 477", "TINUVIN 479", "TINUVIN 1577" manufactured by BASF, and "TINUVIN 1577" manufactured by ADEKA "ADEKA STAB LA-46", "ADEKA STAB LA-F70", "CYASORBUV-1164" manufactured by Sun Chemical Co., Ltd., and the like.
　紫外線吸収剤（Ｂ）として用いられるベンゾトリアゾール誘導体及びこれらの誘導体のうち、長波長（４０５ｎｍ）の電磁波吸収効果を高めるうえで、Ｔｉｎｕｖｉｎ１０９、Ｔｉｎｕｖｉｎ４７７が好ましい。本実施形態の表示装置用粘着剤は、紫外線吸収剤（Ａ）と紫外線吸収剤（Ｂ）とを併用することにより、アクリル共重合体に対する相溶性を高めることができる。この結果、紫外線吸収剤の析出を防ぎ、高温環境下、あるいは高温高湿環境下における耐久性および耐光性を高めつつ、長波長（４０５ｎｍ）の電磁波吸収力を発揮することができる。 Among the benzotriazole derivatives and their derivatives used as the ultraviolet absorber (B), Tinuvin109 and Tinuvin477 are preferable in terms of enhancing the long-wavelength (405 nm) electromagnetic wave absorption effect. The pressure-sensitive adhesive for display device of the present embodiment can enhance the compatibility with the acrylic copolymer by using both the ultraviolet absorber (A) and the ultraviolet absorber (B). As a result, it is possible to prevent precipitation of the ultraviolet absorber, improve durability and light resistance in a high-temperature environment or a high-temperature and high-humidity environment, and exhibit long-wavelength (405 nm) electromagnetic wave absorption.
　紫外線吸収剤（Ｂ）の含有量の下限値は、紫外線吸収剤（Ａ）の含有量に対して、１倍以上であり、２倍以上が好ましく、３倍以上がより好ましく、４倍以上がさらに好ましい。また、紫外線吸収剤（Ｂ）の上限値は、紫外線吸収剤（Ａ）の含有量に対して、１０倍以下であり、８倍以下が好ましく、６倍以下がより好ましい。紫外線吸収剤（Ａ）の含有量に対する紫外線吸収剤（Ｂ）の含有量の比を上記範囲とすることにより、アクリル共重合体に対する相容性をより一層高めることができる。 The lower limit of the content of the ultraviolet absorber (B) is 1 time or more, preferably 2 times or more, more preferably 3 times or more, and 4 times or more with respect to the content of the ultraviolet absorber (A). More preferred. Moreover, the upper limit of the ultraviolet absorber (B) is 10 times or less, preferably 8 times or less, more preferably 6 times or less, with respect to the content of the ultraviolet absorber (A). By setting the ratio of the content of the ultraviolet absorbent (B) to the content of the ultraviolet absorbent (A) within the above range, the compatibility with the acrylic copolymer can be further enhanced.
(架橋剤)
　得られたアクリル共重合体より粘着剤を作製する際、必要に応じて、架橋剤を添加することが粘着剤形成のため好ましい。架橋剤の種類は本発明の効果を阻害しない限りにおいて特に限定されず、従来公知のものを常法により使用することができる。 (crosslinking agent)
When producing a pressure-sensitive adhesive from the obtained acrylic copolymer, it is preferable to add a cross-linking agent as necessary for the formation of the pressure-sensitive adhesive. The type of cross-linking agent is not particularly limited as long as it does not impair the effects of the present invention, and conventionally known agents can be used in a conventional manner.
　架橋剤の添加量としては、アクリル共重合体を１００質量部とした場合に、０．１質量部～１０質量部が好ましく、０．３質量部～５質量部がより好ましく、０．５質量部～３質量部がさらに好ましい。 The amount of the cross-linking agent added is preferably 0.1 to 10 parts by mass, more preferably 0.3 to 5 parts by mass, and 0.5 parts by mass when the acrylic copolymer is 100 parts by mass. parts to 3 parts by mass are more preferable.
　さらに、本実施形態の表示装置用粘着剤は、その他の成分を含むことができる。その他の成分としては、本発明の効果を阻害しない限りにおいて特に限定されず、例えば、カップリング剤、レベリング剤、架橋助剤、可塑剤、軟化剤、充填剤、帯電防止剤、老化防止剤、紫外線吸収剤、酸化防止剤、光安定剤、界面活性剤等の、粘着剤組成物の分野において一般的な各種の添加剤を含有してもよい。このような各種添加剤については、従来公知のものを常法により使用することができ、特に本発明を特徴づけるものではないので、詳細な説明は省略する。 Furthermore, the pressure-sensitive adhesive for display devices of the present embodiment can contain other components. Other components are not particularly limited as long as they do not inhibit the effects of the present invention. Various additives commonly used in the field of pressure-sensitive adhesive compositions, such as ultraviolet absorbers, antioxidants, light stabilizers, and surfactants, may be contained. As for such various additives, conventionally known ones can be used in a conventional manner, and since they do not particularly characterize the present invention, detailed description thereof will be omitted.
　本実施形態の表示装置用粘着剤は、以下の条件で測定される４０５ｎｍ透過率が１％以下であることが好ましい。
（１）本実施形態の表示装置用粘着剤を用いて、厚さ１００μｍの粘着剤層を作製する。
（２）前記粘着剤層について、分光光度計を用いて４０５ｎｍの透過率を測定する。
　４０５ｎｍ透過率が１％以下であることにより、長波長（４０５ｎｍ）の電磁波吸収力をより一層十分なものとすることができる。 The pressure-sensitive adhesive for display device of the present embodiment preferably has a 405 nm transmittance of 1% or less measured under the following conditions.
(1) An adhesive layer having a thickness of 100 μm is produced using the adhesive for a display device of the present embodiment.
(2) The transmittance at 405 nm of the pressure-sensitive adhesive layer is measured using a spectrophotometer.
When the 405 nm transmittance is 1% or less, the long wavelength (405 nm) electromagnetic wave absorbing power can be made more sufficient.
　また、本実施形態の表示装置用粘着剤は、以下の条件で算出されるヘイズ上昇値ΔＨが３％以下であることが好ましい。
（１）本実施形態の表示装置用粘着剤を用いて、厚さ１００μｍの粘着剤層を作製する。
（２）本実施形態の表示装置用粘着剤の一方の主表面に厚さ１００μｍのＰＥＴフィルムを積層し、前記粘着剤層を他方の主表面に厚さ１．８ｍｍのソーダガラスを積層し、前記粘着剤層を含む積層体を作製する。
（３）前記積層体を作製直後における前記積層体のヘイズ値Ｈ０を測定する。
（４）８５℃、８５％ＲＨで１０００時間経過後の前記積層体のヘイズ値Ｈ１を測定する。
（５）ヘイズ上昇値ΔＨを以下の式を用いて算出する。
ΔＨ＝Ｈ１－Ｈ０
　当該ヘイズ上昇値ΔＨが３％以下であることにより、高温高湿下における耐久性および耐光性を十分なものとすることができる。 Further, the pressure-sensitive adhesive for display device of the present embodiment preferably has a haze increase value ΔH of 3% or less calculated under the following conditions.
(1) An adhesive layer having a thickness of 100 μm is produced using the adhesive for a display device of the present embodiment.
(2) A PET film having a thickness of 100 μm is laminated on one main surface of the pressure-sensitive adhesive for a display device of the present embodiment, and a soda glass having a thickness of 1.8 mm is laminated on the other main surface of the pressure-sensitive adhesive layer, A laminate including the pressure-sensitive adhesive layer is produced.
(3) Measure the haze value H0 of the laminate immediately after the laminate is produced.
(4) Measure the haze value H1 of the laminate after 1000 hours at 85° C. and 85% RH.
(5) A haze increase value ΔH is calculated using the following formula.
ΔH = H1 - H0
When the haze increase value ΔH is 3% or less, sufficient durability and light resistance under high temperature and high humidity can be obtained.
（表示装置用粘着剤の用途）
　表示装置用粘着剤は、液晶ディスプレイでは液晶セルの表面上の偏光板や位相差板、有機ＥＬディスプレイでは有機ＥＬパネル表面上の偏光板等の積層に用いることができる。
　また、表示装置の表示画面の最表面に用いられる飛散防止フィルムや反射防止フィルムの粘着剤としても用いることができる。 (Use of adhesive for display device)
The pressure-sensitive adhesive for display devices can be used for lamination of a polarizing plate and a retardation plate on the surface of a liquid crystal cell in a liquid crystal display, and a polarizing plate on the surface of an organic EL panel in an organic EL display.
It can also be used as an adhesive for anti-scattering films and anti-reflection films used on the outermost surface of the display screen of a display device.
（粘着シート）
　本実施形態の粘着シートは、基材と、当該基材の少なくとも一方の主表面に積層された上述した表示装置用粘着剤とを含む。より具体的には、本実施形態の粘着シートは、基材の一方の主表面に表示装置用粘着剤を積層した片面粘着シート、基材の両主表に表示装置用粘着剤を積層した両面粘着シートおよび基材の一方の主表面に表示装置用粘着剤を積層し、基材の他方の主表面に周知の粘着剤（たとえばアクリル系粘着剤）を積層した両面粘着シートを含む。なお、本実施形態の粘着シートは、短冊状の粘着テープの形態であってもよい。 (adhesive sheet)
The pressure-sensitive adhesive sheet of the present embodiment includes a substrate and the above-described display device pressure-sensitive adhesive laminated on at least one main surface of the substrate. More specifically, the pressure-sensitive adhesive sheet of the present embodiment includes a single-sided pressure-sensitive adhesive sheet in which an adhesive for display devices is laminated on one main surface of a substrate, and a double-sided pressure-sensitive adhesive sheet in which pressure-sensitive adhesives for display devices are laminated on both main surfaces of a substrate. It includes a pressure-sensitive adhesive sheet and a double-sided pressure-sensitive adhesive sheet obtained by laminating a pressure-sensitive adhesive for display devices on one main surface of a substrate and a known pressure-sensitive adhesive (for example, an acrylic pressure-sensitive adhesive) on the other main surface of the substrate. The adhesive sheet of the present embodiment may be in the form of strip-shaped adhesive tape.
　表示装置用粘着剤を粘着シートとする場合には、表示装置用粘着剤を基材上に塗工して、積層することができる。この積層シートを加熱して有機溶媒を蒸発させることで、粘着シートを形成することができる。架橋剤を添加する場合には、塗工前にアクリル共重合体に架橋剤を混合したものを塗工し、加熱して架橋反応を完了すればよい。加熱条件は、架橋剤の種類と、用いた有機溶媒の種類並びに濃度によって自由に選択できる。 When the adhesive for display devices is used as an adhesive sheet, the adhesive for display devices can be applied onto a base material and laminated. By heating the laminated sheet to evaporate the organic solvent, the adhesive sheet can be formed. When a cross-linking agent is added, a mixture of the acrylic copolymer and the cross-linking agent is applied before coating and heated to complete the cross-linking reaction. The heating conditions can be freely selected according to the type of cross-linking agent and the type and concentration of the organic solvent used.
　粘着剤をシート状に形成する方法としては、例えば、コンマコーター、ブレードコーター、リップコーター、ロッドコーター、スクイズコーター、リバースコーター、トランスファロールコーター、グラビアコーター、スプレーコーター、スクリーン印刷法、カーテンコート法、スプレーコート法、ロールコート法等が挙げられ、積層したい層の表面に直接塗工してもよいし、剥離シート等の表面にシート状に塗工したのち、積層したい層の表面に転写して積層する方法が挙げられる。 Examples of methods for forming the adhesive into a sheet include comma coaters, blade coaters, lip coaters, rod coaters, squeeze coaters, reverse coaters, transfer roll coaters, gravure coaters, spray coaters, screen printing methods, curtain coating methods, Spray coating method, roll coating method, etc. may be mentioned, and the surface of the layer to be laminated may be directly coated, or the surface of a release sheet or the like may be coated in a sheet form, and then transferred to the surface of the layer to be laminated. A method of lamination can be mentioned.
　基材としては、本発明の効果を阻害しない限りにおいて特に限定されないが、例えば、偏光板、ハードコード層を含むフィルム（飛散防止フィルム）、反射防止フィルム等を用いることができる。 The base material is not particularly limited as long as it does not interfere with the effects of the present invention. For example, a polarizing plate, a film containing a hard code layer (anti-scattering film), an antireflection film, etc. can be used.
　基材の厚みは、特に限定されないが、例えば、１０μｍ～２００μｍとすることができ、２５μｍ～１００μｍがより好ましい。 Although the thickness of the substrate is not particularly limited, it can be, for example, 10 μm to 200 μm, more preferably 25 μm to 100 μm.
　表示装置用粘着剤の厚みは、特に制限されないが、例えば、１μｍ～２５０μｍとすることができ、２０μｍ～２００μｍが好ましく、５０μｍ～１５０μｍがより好ましい。 The thickness of the display device adhesive is not particularly limited, but can be, for example, 1 μm to 250 μm, preferably 20 μm to 200 μm, more preferably 50 μm to 150 μm.
　以上、本発明の実施形態について述べたが、これらは本発明の例示であり、上記以外の様々な構成を採用することもできる。 Although the embodiments of the present invention have been described above, these are examples of the present invention, and various configurations other than those described above can also be adopted.
　以下、本発明を実施例および比較例により説明するが、本発明はこれらに限定されるものではない。 The present invention will be described below with examples and comparative examples, but the present invention is not limited to these.
＜アクリル共重合体１の製造＞
　温度計、攪拌機、還流冷却管、窒素導入管を備えたフラスコ中に、２－エチルヘキシルアクリレート（２ＥＨＡ）を３７質量部、エチルアクリレート（ＥＡ）を５０質量部、Ｎ，Ｎ―ジメチルアクリルアミド（ＤＭＡＡ）を１０質量部、２－ヒドロキシエチルアクリレート（２ＨＥＡ）３質量部、アゾビスイソブチロニトリルを０．１質量部、酢酸エチルを１００質量部投入し、窒素導入管より窒素を導入してフラスコ内を窒素雰囲気とした後、６５℃に加温しながら８時間重合反応を行い、アクリル共重合体溶液を得た。このアクリル共重合体溶液に、固形分が３０％となるように酢酸エチルを加え、ガラス転移温度－３３．２℃、重量平均分子量（Ｍｗ）９５万のアクリル共重合体１（溶液）を得た。具体的な配合を表１に示す。
Figure JPOXMLDOC01-appb-T000006
 <Production of acrylic copolymer 1>
37 parts by weight of 2-ethylhexyl acrylate (2EHA), 50 parts by weight of ethyl acrylate (EA), and N,N-dimethylacrylamide (DMAA) were placed in a flask equipped with a thermometer, stirrer, reflux condenser, and nitrogen inlet. 10 parts by mass, 3 parts by mass of 2-hydroxyethyl acrylate (2HEA), 0.1 parts by mass of azobisisobutyronitrile, and 100 parts by mass of ethyl acetate, and introduced nitrogen from the nitrogen introduction tube into the flask. was placed in a nitrogen atmosphere, and the polymerization reaction was carried out for 8 hours while heating to 65° C. to obtain an acrylic copolymer solution. Ethyl acetate was added to this acrylic copolymer solution so that the solid content was 30% to obtain acrylic copolymer 1 (solution) having a glass transition temperature of −33.2° C. and a weight average molecular weight (Mw) of 950,000. rice field. Specific formulations are shown in Table 1.
Figure JPOXMLDOC01-appb-T000006
＜アクリル共重合体２の製造＞
　２－エチルヘキシルアクリレート（２ＥＨＡ）を２２質量部、エチルアクリレート（ＥＡ）を６５質量部投入した他は、アクリル共重合体１の製造と同様にして、ガラス転移温度－２４．５℃、重量平均分子量（Ｍｗ）１０５万のアクリル共重合体２（溶液）を得た。具体的な配合を表１に示す。 <Production of Acrylic Copolymer 2>
22 parts by mass of 2-ethylhexyl acrylate (2EHA) and 65 parts by mass of ethyl acrylate (EA) were added in the same manner as in the production of acrylic copolymer 1 to give a glass transition temperature of -24.5°C and a weight average molecular weight of -24.5°C. (Mw) 1,050,000 acrylic copolymer 2 (solution) was obtained. Specific formulations are shown in Table 1.
（実施例１）
　１００質量部のアクリル共重合体１に対して、紫外線吸収剤（Ａ）として、
Figure JPOXMLDOC01-appb-C000007
 　上記化学式で表される２－フェニルベンゾトリアゾール誘導体（２５℃で粉末状）を３質量部、紫外線吸収剤（Ｂ）として、ＢＡＳＦ社製、Ｔｉｎｕｖｉｎ１０９（２５℃で液体）を１５質量部、そして、東ソー社製、コロネートＨＸを２質量部配合し、塗料１を作製した。続いて当該塗料１を、乾燥後の膜厚が１００μｍとなるよう、剥離ＰＥＴの剥離面側に塗工してから、８０℃で５分乾燥して組成物１とした後、当該組成物１を、常温（約２５℃）で１週間養生し、剥離ＰＥＴ上に粘着剤１の層を有する、粘着シート１を得た。 (Example 1)
As an ultraviolet absorber (A) for 100 parts by mass of acrylic copolymer 1,
Figure JPOXMLDOC01-appb-C000007
 3 parts by mass of the 2-phenylbenzotriazole derivative represented by the above chemical formula (powder at 25 ° C.), 15 parts by mass of Tinuvin 109 (liquid at 25 ° C.) manufactured by BASF as an ultraviolet absorber (B), and A paint 1 was prepared by blending 2 parts by mass of Coronate HX manufactured by Tosoh Corporation. Subsequently, the paint 1 is applied to the release surface side of the release PET so that the film thickness after drying is 100 μm, and dried at 80 ° C. for 5 minutes to obtain composition 1. was cured at room temperature (about 25° C.) for 1 week to obtain a pressure-sensitive adhesive sheet 1 having a layer of pressure-sensitive adhesive 1 on the release PET.
（実施例２～７、比較例１～４）
　表２に記載の配合量に従った他は、実施例１と同様にして、剥離ＰＥＴ上に粘着剤２～７の層を有する、実施例２～７の粘着シート２～７と、剥離ＰＥＴ上に粘着剤ａ～ｅの層を有する、比較例１～５の粘着シートａ～ｅを得た。 (Examples 2 to 7, Comparative Examples 1 to 4)
The pressure-sensitive adhesive sheets 2 to 7 of Examples 2 to 7, which have layers of the pressure-sensitive adhesives 2 to 7 on the release PET, and the release PET Adhesive sheets ae of Comparative Examples 1-5 were obtained, having layers of adhesives ae thereon.
Figure JPOXMLDOC01-appb-T000008
Figure JPOXMLDOC01-appb-T000008
　なお、表２に記載されたＴｉｎｕｖｉｎ４７７（２５℃で液体）は、ＢＡＳＦ社製の紫外線吸収剤である。 It should be noted that Tinuvin477 (liquid at 25°C) listed in Table 2 is an ultraviolet absorber manufactured by BASF.
　実施例及び比較例で得られた粘着シートに対し、４０５ｎｍ透過率測定、初期析出評価、耐光性試験及びヘイズ上昇測定の評価を行い、表３にまとめた。具体的な評価方法を以下に示す。 The pressure-sensitive adhesive sheets obtained in Examples and Comparative Examples were subjected to 405 nm transmittance measurement, initial deposition evaluation, light resistance test, and haze rise measurement, and the results are summarized in Table 3. A specific evaluation method is shown below.
（４０５ｎｍ透過率測定）
　実施例及び比較例で得られた粘着シートの剥離ＰＥＴを剥がした後、各粘着剤の層について、分光光度計（島津製作所社製、ＵＶ－２５５０）を用いて４０５ｎｍの透過率を測定した。 (405 nm transmittance measurement)
After peeling off the release PET from the pressure-sensitive adhesive sheets obtained in Examples and Comparative Examples, the transmittance at 405 nm was measured for each pressure-sensitive adhesive layer using a spectrophotometer (UV-2550, manufactured by Shimadzu Corporation).
（初期析出評価）
　実施例及び比較例で得られた粘着シートの各粘着剤層について、について、目視にて紫外線吸収剤の析出状態を評価した。析出状態の評価は以下の基準に従った。
○：試験片全体にわたり、析出を確認できない。
×：試験片の一部または全体で、析出を確認できる。 (Evaluation of initial precipitation)
For each pressure-sensitive adhesive layer of the pressure-sensitive adhesive sheets obtained in Examples and Comparative Examples, the precipitation state of the ultraviolet absorber was visually evaluated. The precipitation state was evaluated according to the following criteria.
○: Precipitation cannot be confirmed over the entire test piece.
x: Precipitation can be confirmed in part or the whole of the test piece.
（耐光性試験）
　実施例及び比較例で得られた粘着シートの粘着剤層の一方の主表面（露出面）に、１００μｍの厚さのＰＥＴフィルム（東洋紡社製、Ａ４３６０）を積層し、当該粘着剤層のＰＥＴフィルムとは反対側の面にある、剥離ＰＥＴを剥がした後、その露出面に、厚さ１．８ｍｍのソーダガラスを積層し、粘着剤層を含む積層体を作製した。
　続いて、当該積層体を、耐光性試験機（スガ試験機社製、紫外線フェードメーターＵ４８、光源：カーボンアークランプ）内に投入し、ＰＥＴフィルム側から紫外線（照度：５００Ｗ／ｍ２、ＢＰ温度６３℃±３℃）を５００時間照射した。試験終了後に目視にて紫外線吸収剤の析出状態を評価した。析出状態の評価は以下の基準に従った。
○：試験片全体にわたり、外観を阻害する程度の析出を確認できない。
×：試験片の一部または全体で、外観を阻害する程度の析出を確認できる。 (Light resistance test)
A 100 μm thick PET film (manufactured by Toyobo Co., Ltd., A4360) is laminated on one main surface (exposed surface) of the adhesive layer of the adhesive sheets obtained in Examples and Comparative Examples, and the PET of the adhesive layer is laminated. After peeling off the release PET on the side opposite to the film, soda glass with a thickness of 1.8 mm was laminated on the exposed side to prepare a laminate including an adhesive layer.
Subsequently, the laminate is placed in a light resistance tester (manufactured by Suga Test Instruments Co., Ltd., ultraviolet fade meter U48, light source: carbon arc lamp), and ultraviolet rays from the PET film side (illuminance: 500 W / m2, BP temperature 63 °C ± 3 °C) for 500 hours. After the test was completed, the deposition state of the ultraviolet absorber was visually evaluated. The precipitation state was evaluated according to the following criteria.
○: Precipitation to the extent that the appearance is impaired cannot be confirmed over the entire test piece.
x: Precipitation to the extent that the appearance is impaired can be confirmed in a part or the whole of the test piece.
（ヘイズ上昇値測定）
　上記耐光性試験と同様に、実施例及び比較例で得られた粘着シートより、粘着剤層を含む積層体を作製した。
　続いて、ＪＩＳ  Ｋ７１３６：２０００に準じて、ヘイズメーター（日本電色工業社製，製品名「ＮＤＨ－７０００」）を用い、作製直後における当該積層体のヘイズ値Ｈ０（％）と、８５℃、８５％ＲＨで１０００時間経過後の当該積層体のヘイズ値Ｈ１（％）とを測定し、ヘイズ上昇値ΔＨ（％）を以下の式を用いて算出した。
ΔＨ＝Ｈ１－Ｈ０ (Haze increase value measurement)
A laminate including an adhesive layer was produced from the adhesive sheets obtained in Examples and Comparative Examples in the same manner as in the light resistance test.
Subsequently, according to JIS K7136: 2000, using a haze meter (manufactured by Nippon Denshoku Industries Co., Ltd., product name "NDH-7000"), the haze value H0 (%) of the laminate immediately after production, 85 ° C., After 1000 hours at 85% RH, the haze value H1 (%) of the laminate was measured, and the haze increase value ΔH (%) was calculated using the following formula.
ΔH = H1 - H0
Figure JPOXMLDOC01-appb-T000009
Figure JPOXMLDOC01-appb-T000009
　以上より、本実施例１～７の粘着剤１～７と、当該粘着剤の層による粘着シート１～７は、高温高湿下での耐久性に優れているため、高温高湿によるヘイズ値上昇が低い。また、耐光性が良好であるとともに、４０５ｎｍの波長における電磁波吸収力に優れていることが確認された。また、初期における紫外線吸収剤の析出が抑制できた。これに対して、比較例１～５の粘着剤ａ～ｅと、当該粘着剤の層による粘着シートａ～ｅは、実施例とは異なり、これら全ての評価項目を満たすことはできなかった。 As described above, the adhesives 1 to 7 of Examples 1 to 7 and the adhesive sheets 1 to 7 formed by the layers of the adhesive have excellent durability under high temperature and high humidity. low rise. Moreover, it was confirmed that the light resistance is good and the electromagnetic wave absorption power at a wavelength of 405 nm is excellent. Moreover, precipitation of the ultraviolet absorber at the initial stage could be suppressed. On the other hand, the pressure-sensitive adhesives a to e of Comparative Examples 1 to 5 and the pressure-sensitive adhesive sheets a to e formed from the layers of the pressure-sensitive adhesives did not satisfy all of these evaluation items, unlike the examples.
　比較例１は、紫外線吸収剤（Ｂ）を用いていないため、アクリル共重合体に対する相溶性が低下し、初期析出が発生してしまったものと考えられる。 In Comparative Example 1, since the ultraviolet absorber (B) was not used, it is thought that the compatibility with the acrylic copolymer was lowered and initial precipitation occurred.
　比較例２及び３は、紫外線吸収剤（Ａ）を用いていないため、紫外線吸収剤（Ｂ）の初期析出が発生してしまったものと考えられる。 It is believed that in Comparative Examples 2 and 3, initial precipitation of the ultraviolet absorber (B) occurred because the ultraviolet absorber (A) was not used.
　比較例４は、紫外線吸収剤（Ａ）の含有量が最適でないため、４０５ｎｍの波長における電磁波吸収力が悪くなってしまったものと考えられる。 In Comparative Example 4, the content of the ultraviolet absorber (A) was not optimal, so it is considered that the electromagnetic wave absorption power at a wavelength of 405 nm deteriorated.
　比較例５も、紫外線吸収剤（Ａ）の含有量が最適でないため、初期析出が発生してしまったものと考えられる。 In Comparative Example 5 as well, the content of the ultraviolet absorber (A) was not optimal, so it is thought that initial precipitation occurred.
　以上、本発明の好適な実施の形態について説明したが、本発明は上述した形態に限定されない。即ち、特許請求の範囲に記載された発明の範囲内で当業者が想到し得る他の形態又は各種の変更例についても本発明の技術的範囲に属するものと理解される。 Although the preferred embodiments of the present invention have been described above, the present invention is not limited to the above-described embodiments. That is, it is understood that other forms or various modifications that can be conceived by those skilled in the art within the scope of the invention described in the claims also belong to the technical scope of the present invention.

Claims (5)

  1. 　アクリル共重合体と、
    　紫外線吸収剤（Ａ）と、
    　紫外線吸収剤（Ｂ）と、
    　を含み、
    　前記紫外線吸収剤（Ａ）は、チオアリール環基を有する２－フェニルベンゾトリアゾール誘導体であり、
    　前記紫外線吸収剤（Ｂ）は、常温で液体であり、
    　前記紫外線吸収剤（Ｂ）の含有量（質量部）が、前記紫外線吸収剤（Ａ）の含有量（質量部）の１～１０倍である、表示装置用粘着剤。     an acrylic copolymer;
    an ultraviolet absorber (A);
    an ultraviolet absorber (B);
    including
    The ultraviolet absorber (A) is a 2-phenylbenzotriazole derivative having a thioaryl ring group,
    The ultraviolet absorber (B) is liquid at room temperature,
    A pressure-sensitive adhesive for a display device, wherein the content (parts by mass) of the ultraviolet absorber (B) is 1 to 10 times the content (parts by weight) of the ultraviolet absorber (A).
  2. 　前記紫外線吸収剤（Ｂ）がベンゾトリアゾール誘導体である、請求項１に記載の表示装置用粘着剤。 The pressure-sensitive adhesive for display devices according to claim 1, wherein the ultraviolet absorber (B) is a benzotriazole derivative.
  3. 　以下の条件で測定される紫外線透過率が１％以下である、請求項１または２に記載の表示装置用粘着剤。
    （１）請求項１または２に記載の表示装置用粘着剤を用いて、厚さ１００μｍの粘着剤層を作製する。
    （２）前記粘着剤層について、分光光度計を用いて４０５ｎｍの紫外線透過率を測定する。     3. The pressure-sensitive adhesive for display devices according to claim 1, wherein the ultraviolet transmittance measured under the following conditions is 1% or less.
    (1) An adhesive layer having a thickness of 100 μm is produced using the adhesive for display device according to claim 1 or 2 .
    (2) The adhesive layer is measured for UV transmittance at 405 nm using a spectrophotometer.
  4. 　以下の条件で算出されるヘイズ上昇値ΔＨが３％以下である、請求項１乃至３のいずれか１項に記載の表示装置用粘着剤。
    （１）請求項１乃至３のいずれか１項に記載の表示装置用粘着剤を用いて、厚さ１００μｍの粘着剤層を作製する。
    （２）前記粘着剤層の一方の主表面に厚さ１００μｍのＰＥＴフィルムを積層し、前記粘着剤層の他方の主表面に厚さ１．８ｍｍのソーダガラスを積層し、前記粘着剤層を含む積層体を作製する。
    （３）前記積層体を作製直後における前記積層体のヘイズ値Ｈ０（％）を測定する。
    （４）８５℃、８５％ＲＨで１０００時間経過後の前記積層体のヘイズ値Ｈ１（％）を測定する。
    （５）ヘイズ上昇値ΔＨ（％）を以下の式を用いて算出する。
    ΔＨ＝Ｈ１－Ｈ０     The pressure-sensitive adhesive for display devices according to any one of claims 1 to 3, wherein the haze increase value ΔH calculated under the following conditions is 3% or less.
    (1) An adhesive layer having a thickness of 100 μm is produced using the adhesive for a display device according to any one of claims 1 to 3.
    (2) Laminating a PET film with a thickness of 100 μm on one main surface of the adhesive layer, laminating soda glass with a thickness of 1.8 mm on the other main surface of the adhesive layer, and forming the adhesive layer A laminate comprising:
    (3) Measure the haze value H0 (%) of the laminate immediately after the laminate is produced.
    (4) Measure the haze value H1 (%) of the laminate after 1000 hours at 85° C. and 85% RH.
    (5) Haze increase value ΔH (%) is calculated using the following formula.
    ΔH = H1 - H0
  5. 　基材と、
    　前記基材の少なくとも一方の主表面に積層された請求項１乃至４のいずれか１項に記載の表示装置用粘着剤と、
    　を含む粘着シート。     a substrate;
    The pressure-sensitive adhesive for a display device according to any one of claims 1 to 4, which is laminated on at least one main surface of the substrate;
    Adhesive sheet containing.
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WO2023190124A1 (en) * 2022-04-01 2023-10-05 株式会社ダイセル Adhesive sheet and light control device using same

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JP2002543266A (en) * 1999-05-03 2002-12-17 チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド Highly soluble, red-shifted, light-stable, benzotriazole UV-stabilized adhesive compositions comprising UV absorbers and laminated articles derived therefrom
CN103224758A (en) * 2013-01-29 2013-07-31 中科院广州化学有限公司 EVA adhesive film for solar cell packaging and preparation method thereof
WO2016021664A1 (en) * 2014-08-05 2016-02-11 ミヨシ油脂株式会社 Additive for imparting ultraviolet absorptivity and/or high refractive index to matrix, and resin member using same
WO2020137819A1 (en) * 2018-12-26 2020-07-02 ミヨシ油脂株式会社 Light-resistant, heat-resistant, and durable uv absorbent

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JP2002543266A (en) * 1999-05-03 2002-12-17 チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド Highly soluble, red-shifted, light-stable, benzotriazole UV-stabilized adhesive compositions comprising UV absorbers and laminated articles derived therefrom
CN103224758A (en) * 2013-01-29 2013-07-31 中科院广州化学有限公司 EVA adhesive film for solar cell packaging and preparation method thereof
WO2016021664A1 (en) * 2014-08-05 2016-02-11 ミヨシ油脂株式会社 Additive for imparting ultraviolet absorptivity and/or high refractive index to matrix, and resin member using same
WO2020137819A1 (en) * 2018-12-26 2020-07-02 ミヨシ油脂株式会社 Light-resistant, heat-resistant, and durable uv absorbent

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023190124A1 (en) * 2022-04-01 2023-10-05 株式会社ダイセル Adhesive sheet and light control device using same

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