WO2024106095A1 - Feuille adhésive, corps multicouche optique et dispositif d'affichage d'image - Google Patents

Feuille adhésive, corps multicouche optique et dispositif d'affichage d'image Download PDF

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Publication number
WO2024106095A1
WO2024106095A1 PCT/JP2023/037112 JP2023037112W WO2024106095A1 WO 2024106095 A1 WO2024106095 A1 WO 2024106095A1 JP 2023037112 W JP2023037112 W JP 2023037112W WO 2024106095 A1 WO2024106095 A1 WO 2024106095A1
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Prior art keywords
adhesive sheet
group
meth
less
alkyl
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PCT/JP2023/037112
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English (en)
Japanese (ja)
Inventor
慎太郎 野依
普史 形見
智之 木村
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日東電工株式会社
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Publication of WO2024106095A1 publication Critical patent/WO2024106095A1/fr

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • 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
    • C09J201/00—Adhesives based on unspecified macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/80—Constructional details
    • H10K50/86—Arrangements for improving contrast, e.g. preventing reflection of ambient light

Definitions

  • the present invention relates to an adhesive sheet, an optical laminate, and an image display device.
  • image display devices such as liquid crystal display devices and electroluminescence (EL) display devices
  • an optical laminate that includes an optical film, such as a polarizing film, and an adhesive sheet.
  • Adhesive sheets are usually used to bond the optical films included in the optical laminate and to bond the optical laminate to an image display panel.
  • Patent Document 1 discloses that a conductive agent (antistatic agent) is added to the adhesive sheet to prevent the image display device from becoming charged.
  • a typical adhesive sheet is manufactured, for example, by the following thermosetting method.
  • a crosslinking agent or the like is added to a polymer produced by polymerizing a polymerizable monomer in an organic solvent to prepare an adhesive composition.
  • This adhesive composition is applied to a substrate such as a release liner, and the organic solvent is removed by heating to form a sheet. If necessary, heat aging is performed to complete crosslinking, thereby manufacturing an adhesive sheet.
  • a large amount of fuel such as LNG needs to be burned in order to generate the thermal energy required for the thermal removal of the solvent and for heat aging.
  • the organic solvent removed by heating is directly released into the atmosphere, it may have a significant adverse effect on the surrounding environment.
  • the organic solvent is often burned in a deodorizing furnace or the like before being released.
  • the organic solvent itself is also converted into CO 2 by combustion and released into the atmosphere, resulting in a manufacturing process with extremely large CO 2 emissions.
  • the amount of energy required for forming the adhesive sheet and the amount of CO2 emissions can be reduced compared to the above-mentioned heat curing method.
  • the adhesive sheet contains a conductive agent, the anchoring force between the adhesive sheet and the optical film tends to decrease. If the anchoring force decreases, peeling may occur between the adhesive sheet and the optical film.
  • the present invention provides an adhesive sheet formed from a photocurable composition, which has a sufficiently low surface resistance and is suitable for adjusting the anchoring force with an optical film to a large value.
  • the present invention relates to A pressure-sensitive adhesive sheet formed from a photocurable composition containing a monomer group and/or a partial polymer of the monomer group, At least one of the following is satisfied: (i) the photocurable composition contains an ionic compound having a functional group capable of reacting with the monomer group and/or the partial polymer; and (ii) in the photocurable composition, the partial polymer and the ionic compound are bonded via a covalent bond; Provided is a pressure-sensitive adhesive sheet having a ratio R1 of 2.0 or less as determined by the following test. Test: One surface of the pressure-sensitive adhesive sheet is subjected to a corona treatment with a discharge amount of 3.8 kJ/ m2 . The maximum thickness TH1 and the minimum thickness TL1 of the pressure-sensitive adhesive sheet that has been subjected to the corona treatment are determined. The ratio R1 of the maximum thickness TH1 to the minimum thickness TL1 is determined.
  • the present invention relates to A pressure-sensitive adhesive sheet formed from a photocurable composition containing a monomer group and/or a partial polymer of the monomer group, At least one of the following is satisfied: (i) the photocurable composition contains an ionic compound having a functional group capable of reacting with the monomer group and/or the partial polymer; and (ii) in the photocurable composition, the partial polymer and the ionic compound are bonded via a covalent bond;
  • the pressure-sensitive adhesive sheet has a surface that has been subjected to a surface modification treatment, The pressure-sensitive adhesive sheet has a ratio of maximum thickness to minimum thickness of 2.0 or less.
  • the present invention relates to The above adhesive sheet, An optical film including at least one selected from the group consisting of a polarizing film and a retardation film;
  • the present invention provides an optical laminate comprising:
  • an image display device including the above optical laminate.
  • FIG. 1 is a cross-sectional view illustrating an example of a pressure-sensitive adhesive sheet of the present invention.
  • 1A to 1C are schematic diagrams illustrating an example of a method for producing a pressure-sensitive adhesive sheet of the present invention.
  • 1A to 1C are schematic diagrams illustrating an example of a method for producing a pressure-sensitive adhesive sheet of the present invention.
  • 1A to 1C are schematic diagrams illustrating an example of a method for producing a pressure-sensitive adhesive sheet of the present invention.
  • FIG. 1 is a cross-sectional view illustrating an example of an optical laminate of the present invention.
  • FIG. 1 is a cross-sectional view illustrating an example of an optical laminate of the present invention.
  • 1 is an image showing the result of performing a corona treatment on the surface of the pressure-sensitive adhesive sheet of Comparative Example 1.
  • the pressure-sensitive adhesive sheet according to the first aspect of the present invention comprises: A pressure-sensitive adhesive sheet formed from a photocurable composition containing a monomer group and/or a partial polymer of the monomer group, At least one of the following is satisfied: (i) the photocurable composition contains an ionic compound having a functional group capable of reacting with the monomer group and/or the partial polymer; and (ii) in the photocurable composition, the partial polymer and the ionic compound are bonded via a covalent bond;
  • the ratio R1 obtained by the following test is 2.0 or less. Test: One surface of the pressure-sensitive adhesive sheet is subjected to a corona treatment with a discharge amount of 3.8 kJ/ m2 .
  • the maximum thickness TH1 and the minimum thickness TL1 of the pressure-sensitive adhesive sheet that has been subjected to the corona treatment are determined.
  • the ratio R1 of the maximum thickness TH1 to the minimum thickness TL1 is determined.
  • the ratio R1 is 1.3 or less.
  • the minimum film thickness TL1 is 10 ⁇ m or more.
  • the ratio R2 of the maximum thickness TH2 to the minimum thickness TL2 of the adhesive sheet before the test is performed is 1.5 or less.
  • the functional group is at least one selected from the group consisting of a (meth)acryloyloxy group, a (meth)acryloylamino group, a vinyl group, an allyl group, a styryl group, a hydroxyl group, an amino group, a mercapto group, and an epoxy group.
  • the ionic compound has an anion and a cation, and of the anion and the cation, only the cation has the functional group.
  • the monomer group includes an ether group-containing monomer.
  • the photocurable composition does not contain an isocyanate-based crosslinking agent.
  • the amount of the ionic compound in the photocurable composition is 0.1 parts by weight or more per 100 parts by weight of the total of the monomer group and the partially polymerized product.
  • the content of the solvent in the photocurable composition is 5% by weight or less.
  • the adhesive sheet according to any one of the first to tenth aspects has a surface that has been subjected to a surface modification treatment.
  • the pressure-sensitive adhesive sheet according to any one of the first to eleventh aspects has a surface resistivity of 1.0 ⁇ 10 13 ⁇ / ⁇ or less.
  • the adhesive sheet according to any one of the first to twelfth aspects has a glass transition temperature of -60°C to 25°C.
  • the pressure-sensitive adhesive sheet according to any one of the first to thirteenth aspects has a storage modulus G' at 25° C. of 1.0 ⁇ 10 3 Pa to 1.0 ⁇ 10 6 Pa.
  • the pressure-sensitive adhesive sheet according to the fifteenth aspect of the present invention comprises: A pressure-sensitive adhesive sheet formed from a photocurable composition containing a monomer group and/or a partial polymer of the monomer group, At least one of the following is satisfied: (i) the photocurable composition contains an ionic compound having a functional group capable of reacting with the monomer group and/or the partial polymer; and (ii) in the photocurable composition, the partial polymer and the ionic compound are bonded via a covalent bond;
  • the pressure-sensitive adhesive sheet has a surface that has been subjected to a surface modification treatment, The pressure-sensitive adhesive sheet has a ratio of maximum thickness to minimum thickness of 2.0 or less.
  • the optical laminate according to the sixteenth aspect of the present invention is A pressure-sensitive adhesive sheet according to any one of the first to fifteenth aspects;
  • the anchoring force between the pressure-sensitive adhesive sheet and the optical film is 10.0 N/25 mm or more.
  • An image display device according to an eighteenth aspect of the present invention comprises: The optical laminate according to the sixteenth or seventeenth aspect is provided.
  • the pressure-sensitive adhesive sheet 1 in Fig. 1 is formed from a photocurable composition containing a monomer group and/or a partial polymer of the monomer group.
  • the photocurable composition contains an ionic compound C having a functional group F capable of reacting with the above-mentioned monomer group and/or the partial polymer; and (ii) in the photocurable composition, the partial polymer and the ionic compound C are bonded via a covalent bond.
  • the ratio R1 obtained by the following test is 2.0 or less.
  • the maximum film thickness TH1 and the minimum film thickness TL1 are determined for the pressure-sensitive adhesive sheet 1 that has been subjected to the corona treatment.
  • the ratio R1 of the maximum film thickness TH1 to the minimum film thickness TL1 is determined.
  • the adhesive sheet 1 is prepared and passed through a treatment device in which corona treatment is performed.
  • the adhesive sheet 1 is conveyed in the longitudinal direction of the adhesive sheet 1 and passed through the treatment device.
  • the speed at which the adhesive sheet 1 passes through the treatment device is, for example, 3 m/min.
  • one surface (for example, surface 1a) of the adhesive sheet 1 is irradiated with active energy rays under the condition of a discharge amount of 3.8 kJ/ m2 , thereby carrying out corona treatment.
  • the inside of the treatment device is adjusted to an inert gas atmosphere such as nitrogen or argon.
  • the film thickness of the adhesive sheet 1 that has been subjected to the corona treatment is measured.
  • the film thickness of the adhesive sheet 1 is measured, for example, using a precision thickness measuring device or the like to measure the distance between the opposing surfaces 1a and 1b of the adhesive sheet 1 along a direction perpendicular to the direction of movement within the processing device (for example, the width direction of the adhesive sheet 1).
  • the largest value of the measured distance between surfaces 1a and 1b is regarded as the maximum film thickness TH1 of the adhesive sheet 1, and the smallest value is regarded as the minimum film thickness TL1 of the adhesive sheet 1. Based on this result, the ratio R1 (TH1/TL1) of the maximum film thickness TH1 to the minimum film thickness TL1 can be determined.
  • the adhesive sheet 1 of this embodiment is suitable for adjusting the anchoring force with the optical film to a large value by utilizing the surface modification treatment.
  • the ratio R1 is 2.0 or less as described above, and is preferably 1.8 or less, and may be 1.6 or less, 1.5 or less, 1.4 or less, 1.3 or less, 1.2 or less, or even 1.1 or less.
  • the lower limit of the ratio R1 is not particularly limited, and is, for example, greater than 1.0.
  • the minimum film thickness TL1 is, for example, 5 ⁇ m or more, and may be 10 ⁇ m or more, 15 ⁇ m or more, 20 ⁇ m or more, or even 25 ⁇ m or more.
  • the upper limit of the minimum film thickness TL1 is not particularly limited, and may be, for example, 500 ⁇ m or less, 300 ⁇ m or less, 200 ⁇ m or less, 150 ⁇ m or less, 100 ⁇ m or less, or even 50 ⁇ m or less.
  • the numerical range of the maximum film thickness TH1 may be the same as that described above for the minimum film thickness TL1.
  • the ratio R2 (TH2/TL2) of the maximum film thickness TH2 to the minimum film thickness TL2 for the adhesive sheet 1 before the above test is low.
  • the ratio R2 is preferably 1.5 or less, and may be 1.4 or less, 1.3 or less, 1.2 or less, or even 1.1 or less.
  • the lower limit of the ratio R2 is not particularly limited, and is, for example, greater than 1.0.
  • the maximum thickness TH2 and minimum thickness TL2 of the adhesive sheet 1 before the above test can be measured by a method similar to that described above using a precision thickness measuring device or the like.
  • the minimum thickness TL2 is, for example, 5 ⁇ m or more, and may be 10 ⁇ m or more, 15 ⁇ m or more, 20 ⁇ m or more, or even 25 ⁇ m or more.
  • the upper limit of the minimum thickness TL2 is not particularly limited, and may be, for example, 500 ⁇ m or less, 300 ⁇ m or less, 200 ⁇ m or less, 150 ⁇ m or less, 100 ⁇ m or less, or even 50 ⁇ m or less.
  • the numerical range of the maximum thickness TH2 can be the same as that described above for the minimum thickness TL2.
  • the adhesive sheet 1 is formed from a photocurable composition.
  • the photocurable composition is an adhesive composition that forms the adhesive sheet 1 by being irradiated with light.
  • the monomer group includes, for example, a (meth)acrylic monomer.
  • the content of the (meth)acrylic component in the photocurable composition, i.e., the (meth)acrylic monomer and its partial polymer may be 50% by weight or more, 60% by weight or more, 70% by weight or more, or even 80% by weight or more.
  • an acrylic adhesive sheet 1 containing a (meth)acrylic polymer and its crosslinked product as the main components can be formed.
  • the photocurable composition is not limited to the above example.
  • (meth)acrylic means acrylic and methacrylic.
  • (Meth)acrylate means acrylate and methacrylate.
  • An example of a (meth)acrylic monomer is an alkyl (meth)acrylate ester having an alkyl group having 1 to 20 carbon atoms on the side chain.
  • the number of carbon atoms in the alkyl group may be 4 to 18, or 7 or less, 6 or less, or even 5 or less.
  • the alkyl group may be linear or branched.
  • alkyl (meth)acrylate esters are methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, s-butyl (meth)acrylate, t-butyl (meth)acrylate, isobutyl (meth)acrylate, n-pentyl (meth)acrylate, isopentyl (meth)acrylate, n-hexyl (meth)acrylate, isohexyl (meth)acrylate, isoheptyl (meth)acrylate, 2-ethylhexyl ...
  • the (meth)acrylic acid alkyl ester may be n-butyl (meth)acrylate.
  • the amount of the (meth)acrylic acid alkyl ester is, for example, 10 parts by weight or more, and may be 20 parts by weight or more, 30 parts by weight or more, 40 parts by weight or more, 50 parts by weight or more, 60 parts by weight or more, 70 parts by weight or more, 80 parts by weight or more, 85 parts by weight or more, 90 parts by weight or more, or even 95 parts by weight or more. In some cases, the amount of the (meth)acrylic acid alkyl ester may be less than 10 parts by weight.
  • the monomer group may not contain the (meth)acrylic acid alkyl ester. In calculating the amount of a specific monomer, the weight of the partially polymerized product is converted to the weight of each monomer before polymerization.
  • the monomer group may contain a carboxyl group-containing monomer.
  • the carboxyl group-containing monomer may be a (meth)acrylic monomer, in other words, the (meth)acrylic monomer may contain a carboxyl group-containing monomer.
  • Examples of the carboxyl group-containing monomer are (meth)acrylic acid, carboxyethyl (meth)acrylate, carboxypentyl (meth)acrylate, itaconic acid, maleic acid, fumaric acid, and crotonic acid.
  • the amount of the carboxyl group-containing monomer in 100 parts by weight of the monomer group may be, for example, 10 parts by weight or less, 9 parts by weight or less, 8 parts by weight or less, 7 parts by weight or less, 6 parts by weight or less, 5 parts by weight or less, 4 parts by weight or less, 3 parts by weight or less, 2 parts by weight or less, 1 part by weight or less, or even 0.5 parts by weight or less.
  • the lower limit of the amount is, for example, 0.1 parts by weight or more, and in some cases, may be 0.5 parts by weight or more.
  • the monomer group may not contain a carboxyl group-containing monomer.
  • the monomer group may contain a hydroxy group-containing monomer.
  • the hydroxy group-containing monomer may be a (meth)acrylic monomer, in other words, the (meth)acrylic monomer may contain a hydroxy group-containing monomer.
  • the hydroxy group-containing monomer may contribute to improving the cohesive strength of the adhesive sheet.
  • hydroxy group-containing monomers examples include 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 6-hydroxyhexyl (meth)acrylate, 8-hydroxyoctyl (meth)acrylate, 10-hydroxydecyl (meth)acrylate, 12-hydroxylauryl (meth)acrylate, and (4-hydroxymethylcyclohexyl)-methyl acrylate.
  • the hydroxy group-containing monomer is preferably 4-hydroxybutyl (meth)acrylate.
  • the amount of the hydroxyl group-containing monomer may be, for example, 30 parts by weight or less, 20 parts by weight or less, 15 parts by weight or less, 10 parts by weight or less, 7.5 parts by weight or less, 5 parts by weight or less, 4 parts by weight or less, 3 parts by weight or less, or even 2 parts by weight or less.
  • the lower limit of the amount may be, for example, 0.01 parts by weight or more, 0.03 parts by weight or more, 0.05 parts by weight or more, 0.1 parts by weight or more, or even 1 part by weight or more.
  • the monomer group may not contain a hydroxyl group-containing monomer.
  • the monomer group may include an amide group-containing monomer.
  • the amide group-containing monomer may be a (meth)acrylic monomer, in other words, the (meth)acrylic monomer may include an amide group-containing monomer.
  • the amide group-containing monomer include acrylamide-based monomers such as (meth)acrylamide, N,N-dimethyl(meth)acrylamide, N,N-diethyl(meth)acrylamide, N-isopropylacrylamide, N-methyl(meth)acrylamide, N-butyl(meth)acrylamide, N-hexyl(meth)acrylamide, N-methylol(meth)acrylamide, N-methylol-N-propane(meth)acrylamide, aminomethyl(meth)acrylamide, aminoethyl(meth)acrylamide, mercaptomethyl(meth)acrylamide, and mercaptoethyl(meth)acrylamide; N-acryloyl heterocyclic monomers such
  • the amide group-containing monomer is preferably N-vinylpyrrolidone.
  • the amount of the amide group-containing monomer may be, for example, 30 parts by weight or less, 20 parts by weight or less, 15 parts by weight or less, 10 parts by weight or less, 7.5 parts by weight or less, 5 parts by weight or less, 4 parts by weight or less, 3 parts by weight or less, or even 2 parts by weight or less.
  • the lower limit of the amount may be, for example, 0.01 parts by weight or more, 0.03 parts by weight or more, 0.05 parts by weight or more, 0.1 parts by weight or more, or even 1 part by weight or more.
  • the monomer group may not contain an amide group-containing monomer.
  • the monomer group may contain an ether group-containing monomer.
  • the ether group-containing monomer may be a (meth)acrylic monomer, in other words, the (meth)acrylic monomer may contain an ether group-containing monomer.
  • the ether group-containing monomer may contribute to improving the anchoring force between the adhesive sheet 1 and the optical film and reducing the surface resistance value of the adhesive sheet 1.
  • the ether group-containing monomer preferably includes an alkoxy group-containing monomer.
  • the alkoxy group-containing monomer is, for example, an alkylene oxide adduct represented by the following formula (1).
  • R 1 in formula (1) is a hydrogen atom or a methyl group.
  • R 2 in formula (1) is an alkyl group.
  • the alkyl group may be linear or branched.
  • R 2 is preferably a linear alkyl group. Examples of R 2 are a methyl group and an ethyl group.
  • n in formula (1) is an integer of 1 to 30, preferably an integer of 1 to 12, and may be an integer of 1 to 5.
  • Examples of the alkylene oxide adduct shown in formula (1) are 2-methoxyethyl (meth)acrylate, 2-ethoxyethyl (meth)acrylate, 2-(2-ethoxyethoxy)ethyl (meth)acrylate, methoxytriethylene glycol (meth)acrylate, and methoxypolyethylene glycol (meth)acrylate, and preferably 2-methoxyethyl acrylate (MEA) and 2-(2-ethoxyethoxy)ethyl acrylate (CBA: ethyl carbitol acrylate).
  • MEA 2-methoxyethyl acrylate
  • CBA 2-(2-ethoxyethoxy)ethyl acrylate
  • the ether group-containing monomer is not limited to the alkylene oxide adducts described above.
  • the ether group-containing monomer may have a ring structure, and the ring structure may have an ether group.
  • ring structures having an ether group include a tetrahydrofuran ring and a dioxane ring.
  • Examples of ether group-containing monomers having a ring structure are cyclic trimethylolpropane formal (meth)acrylate and tetrahydrofurfuryl (meth)acrylate.
  • the amount of the ether group-containing monomer is, for example, 1 part by weight or more, and may be 5 parts by weight or more, 10 parts by weight or more, 20 parts by weight or more, 25 parts by weight or more, 30 parts by weight or more, 40 parts by weight or more, 50 parts by weight or more, 60 parts by weight or more, 70 parts by weight or more, 80 parts by weight or more, or even 90 parts by weight or more.
  • the upper limit of the amount is, for example, 99 parts by weight or less, and in some cases may be 50 parts by weight or less.
  • the monomer group may not contain an ether group-containing monomer.
  • the monomer group may contain other monomers in addition to (meth)acrylic acid alkyl esters, carboxyl group-containing monomers, hydroxyl group-containing monomers, amide group-containing monomers, and ether group-containing monomers.
  • examples of other monomers include aromatic ring-containing monomers such as benzyl (meth)acrylate.
  • each of the above-mentioned monomers may be contained as a partial polymer.
  • the partial polymer may be either a homopolymer or a copolymer.
  • the partial polymer can contribute to the stable formation of a coating layer, which will be described later, by appropriately increasing the viscosity of the photocurable composition.
  • the weight-average molecular weight of the partial polymer is, for example, 500,000 or more, and preferably 800,000 to 3,000,000.
  • the photocurable composition contains an ionic compound C having a functional group F capable of reacting with the above-mentioned monomer group and/or the partial polymer; and (ii) in the photocurable composition, the partial polymer and the ionic compound C are bonded via a covalent bond.
  • the ionic compound C reacts with the monomer group or the partial polymer via the functional group F, for example, during curing of the photocurable composition.
  • the functional group F is a polymerizable functional group
  • the ionic compound C functions as a monomer and reacts with the monomer group or the partial polymer.
  • the ionic compound C may also react with a functional group located in the side chain of the polymer of the monomer group or the crosslinked product of the partial polymer. In this case, it is possible to obtain a polymer of the monomer group in which the ionic compound C has been introduced into the side chain, or a crosslinked product of the partial polymer.
  • the ionic compound C may be incorporated into the main chain of the partial polymer.
  • the partial polymer may have a structural unit derived from the ionic compound C in the main chain.
  • Such a partial polymer may be prepared by reacting the above-mentioned monomer group with an ionic compound C having a polymerizable functional group as functional group F.
  • the ionic compound C may be bonded to the partial polymer through a covalent bond formed by reaction with a functional group located in the side chain of the partial polymer.
  • the ionic compound C is incorporated into the polymer of the monomer group or the crosslinked product of the partial polymer.
  • a structural unit derived from the ionic compound C is introduced into the polymer of the monomer group or the crosslinked product of the partial polymer.
  • the polymer or crosslinked product incorporating the ionic compound C is suitable for reducing the surface resistance value of the adhesive sheet 1.
  • segregation of the ionic compound C is suppressed in the adhesive sheet 1. Due to this, the adhesive sheet 1 tends to suppress the occurrence of thickness unevenness when a surface modification treatment such as a corona treatment is performed.
  • Ionic compound C is preferably an ionic liquid that exists as a liquid at 25°C, but does not have to be an ionic liquid.
  • the functional group F contained in ionic compound C is, for example, at least one selected from the group consisting of a (meth)acryloyloxy group, a (meth)acryloylamino group, a vinyl group, an allyl group, a styryl group, a hydroxyl group, an amino group (primary amino group or secondary amino group), a mercapto group, and an epoxy group.
  • the functional group F is preferably a (meth)acryloyloxy group, a (meth)acryloylamino group, or a hydroxyl group, and particularly preferably a (meth)acryloyloxy group.
  • the number of functional groups F is not particularly limited and may be, for example, 1 to 4, 1 to 3, 1 or 2, or 1.
  • the multiple functional groups F may be the same as or different from each other. Note that an ionic compound C having multiple functional groups F can also function as a crosslinking agent.
  • the ionic compound C typically has an anion and a cation.
  • the anion may have a functional group F
  • the cation may have a functional group F
  • both the anion and the cation may have a functional group F.
  • examples of the anion include SCN- , BF4- , PF6- , NO3- , CH3COO- , CF3COO- , CH3SO3- , CF3SO3-, ( FSO2 ) 2N- , ( CF3SO2 ) 2N- , ( CF3SO2 ) 3C- , AsF6- , SbF6- , NbF6- , TaF6- , F ( HF ) n- , ( CN ) 2N- , C4F9SO3- , ( C2F5SO2 ) 2N- , C3F7COO- , ( CF3SO2 ) ( CF3CO ) N- .
  • the ionic compound C contains, as a fluorine-containing anion, (FSO 2 ) 2 N - , (CF 3 SO 2 ) 2 N - and the like. From the viewpoint of corrosiveness, it is preferable that the ionic compound C does not contain a chloride ion, a bromide ion, or the like as an anion.
  • examples of the cation include quaternary ammonium cation, imidazolium cation, pyridinium cation, piperidinium cation, pyrrolidinium cation, quaternary phosphonium cation, trialkylsulfonium cation, pyrrole cation, pyrazolium cation, guanidium cation, and derivatives thereof (particularly derivatives having the functional group F).
  • the ionic compound C contains, as a cation, a derivative such as a quaternary ammonium cation, imidazolium cation, pyridinium cation, piperidinium cation, pyrrolidinium cation, quaternary phosphonium cation, or trialkylsulfonium cation.
  • a derivative such as a quaternary ammonium cation, imidazolium cation, pyridinium cation, piperidinium cation, pyrrolidinium cation, quaternary phosphonium cation, or trialkylsulfonium cation.
  • the ionic compound C is represented, for example, by the following formula (2).
  • Y- is an anion and X + is a cation.
  • Z1 and Z2 are each independently a single bond or an alkylene group having 1 to 16 carbon atoms.
  • A1 and A2 are each independently the above functional group F.
  • n1 is 0 or 1
  • n2 is 0 or 1, provided that n1 + n2 is 1 or 2.
  • Examples of Y- include the above-mentioned anions.
  • Examples of X + include quaternary ammonium groups, imidazolium groups, pyridinium groups, piperidinium groups, pyrrolidinium groups, pyrrole groups, quaternary phosphonium groups, trialkylsulfonium groups, pyrazolium groups, and guanidium groups.
  • X + is a quaternary ammonium group
  • the adhesive sheet 1 tends to have excellent transparency and is suitable for electronic and optical applications.
  • the quaternary ammonium group is less likely to inhibit general radical polymerization reactions during ultraviolet (UV) curing, and also tends to improve the curing properties of the photocurable composition.
  • examples of the quaternary ammonium group include a trimethylammonium group, a triethylammonium group, a tripropylammonium group, a methyldiethylammonium group, an ethyldimethylammonium group, a methyldipropylammonium group, a dimethylbenzylammonium group, a diethylbenzylammonium group, a methyldibenzylammonium group, an ethyldibenzylammonium group, a dimethyloctadecylammonium group, a dimethyloleylammonium group, etc.
  • the quaternary ammonium group is preferably a trimethylammonium group, a dimethylbenzylammonium group, etc.
  • examples of the quaternary ammonium group include dimethylammonium group, diethylammonium group, dipropylammonium group, methylethylammonium group, methylpropylammonium group, methylbenzylammonium group, ethylbenzylammonium group, methyloctadecylammonium group, ethyloctadecylammonium group, methyloleylammonium group, ethyloleylammonium group, etc.
  • the quaternary ammonium group is preferably a dimethylammonium group, a methyloleylammonium group, etc.
  • Z1 and Z2 are each independently a single bond or an alkylene group having 1 to 16 carbon atoms.
  • the number of carbon atoms in the alkylene group is preferably 1 to 12, more preferably 1 to 6, and even more preferably 1 to 3.
  • Examples of the alkylene group include a methylene group, an ethylene group, a trimethylene group, and a methylethylene group, with an ethylene group and a trimethylene group being preferred.
  • A1 and A2 are each independently the functional group F.
  • A1 and A2 are preferably a (meth)acryloyloxy group, a (meth)acryloylamino group, or a hydroxyl group, and more preferably a (meth)acryloyloxy group.
  • examples of the ionic compound C in which X + is a quaternary ammonium group, n 1 is 1, n 2 is 0, and A 1 is a vinyl group, a (meth)acryloyloxy group, or a (meth)acryloylamino group include N,N,N-trialkyl-N-vinylammonium tetrafluoroborate, N,N,N-trialkyl-N-vinylammonium trifluoroacetate, N,N,N-trialkyl-N-vinylammonium heptafluorobutyrate, N,N,N-trialkyl-N-vinylammonium trifluoromethanesulfonate, N,N,N-trialkyl-N-vinylammonium perfluorobutanesulfonate, N,N, N-trialkyl-N-vinylammonium bis(trifluoromethanesulfonate, N,N
  • N,N,N-trialkyl-N-(meth)acryloylaminoalkylammonium tetrafluoroborate N,N,N-trialkyl-N-(meth)acryloylaminoalkylammonium trifluoroacetate
  • N,N,N-trialkyl-N-(meth)acryloylaminoalkylammonium heptafluorobutyrate N,N,N-trialkyl-N-(meth)acryloylaminoalkylammonium trifluoromethanesulfonate ...
  • trialkyl-N-(meth)acryloylaminoalkylammonium perfluorobutanesulfonate N,N,N-trialkyl-N-(meth)acryloylaminoalkylammonium bis(trifluoromethanesulfonyl)imide
  • N,N,N-trialkyl-N-(meth)acryloylaminoalkylammonium tris(trifluoromethanesulfonyl)imide
  • acryloyloxyethyltrimethylammonium bis(trifluoromethanesulfonyl)imide acryloyloxyethyltrimethylammonium bis(fluorosulfonyl)imide, etc. are preferred.
  • ionic compound C in which X + is a quaternary ammonium group, n 1 is 1, n 2 is 0, and A 1 is a (meth)acryloylamino group include (meth)acryloylaminopropyl trimethylammonium bis(trifluoromethanesulfonyl)imide, (meth)acryloylaminopropyl dimethylbenzylammonium bis(trifluoromethanesulfonyl)imide, (meth)acryloylaminopropyl trimethylammonium bis(fluorosulfonyl)imide, (meth)acryloylaminopropyl dimethylbenzylammonium bis(fluorosulfonyl)imide, (meth)acryloylaminopropyl trimethylammonium trifluoromethanesulfonic acid, and (meth)acryloylaminopropyl dimethylbenzylammonium trimethylammonium trifluoromethan
  • examples of the ionic compound C in which X + is an imidazolium group, n 1 is 1, n 2 is 0 or 1, and A 1 and A 2 are vinyl groups include 1-alkyl-3-vinylimidazolium tetrafluoroborate, 1-alkyl-3-vinylimidazolium trifluoroacetate, 1-alkyl-3-vinylimidazolium heptafluorobutyrate, 1-alkyl-3-vinylimidazolium trifluoromethanesulfonate, 1-alkyl-3-vinylimidazolium perfluorobutanesulfonate, 1-alkyl-3-vinylimidazolium bis(trifluoromethanesulfonyl)imide, ...
  • 1-alkyl-3- 1-alkyl-3-vinylimidazolium cation-containing ionic compounds such as 1-alkyl-3-vinylimidazolium bis(pentafluoroethanesulfonyl)imide, 1-alkyl-3-vinylimidazolium tris(trifluoromethanesulfonyl)imide, 1-alkyl-3-vinylimidazolium hexafluorophosphate, 1-alkyl-3-vinylimidazolium (trifluoromethanesulfonyl)trifluoroacetamide, 1-alkyl-3-vinylimidazolium dicyanamide, and 1-alkyl-3-vinylimidazolium thiocyanate; 1,2-dialkyl-3-vinylimidazolium cation-containing ionic compounds such as 1,2-dialkyl-3-vinylimidazolium bis(fluo
  • examples of the ionic compound C in which X + is an imidazolium group, n 1 is 1, n 2 is 0 or 1, and A 1 and A 2 are (meth)acryloyloxy groups include 1-alkyl-3-(meth)acryloyloxyalkylimidazolium tetrafluoroborate, 1-alkyl-3-(meth)acryloyloxyalkylimidazolium trifluoroacetate, 1-alkyl-3-(meth)acryloyloxyalkylimidazolium heptafluorobutyrate, 1-alkyl-3-(meth)acryloyloxyalkylimidazolium trifluoromethanesulfonate, 1-alkyl-3-(meth)acryloyloxyalkylimidazolium perfluorobutanesulfonate, 1-alkyl-3-(meth)acryloyloxyalkylimidazolium bis(trifluoromethanesulfon
  • 1-alkyl-3-(meth)acryloyloxyalkylimidazolium cation-containing ionic compounds such as dialkylimidazolium bis(pentafluoroethanesulfonyl)imide, 1-alkyl-3-(meth)acryloyloxyalkylimidazolium tris(trifluoromethanesulfonyl)imide, 1-alkyl-3-(meth)acryloyloxyalkylimidazolium hexafluorophosphate, 1-alkyl-3-(meth)acryloyloxyalkylimidazolium (trifluoromethanesulfonyl)trifluoroacetamide, 1-alkyl-3-(meth)acryloyloxyalkylimidazolium dicyanamide, and 1-alkyl-3-(meth)acryloyloxyalkylimidazolium thiocyanate; p) 1,2-dialkyl-3-(meth)
  • examples of the ionic compound C in which X + is an imidazolium group, n 1 is 1, n 2 is 0 or 1, and A 1 and A 2 are (meth)acryloylamino groups include 1-alkyl-3-(meth)acryloylaminoalkylimidazolium tetrafluoroborate, 1-alkyl-3-(meth)acryloylaminoalkylimidazolium trifluoroacetate, 1-alkyl-3-(meth)acryloylaminoalkylimidazolium heptafluorobutyrate, 1-alkyl-3-(meth)acryloylaminoalkylimidazolium trifluoromethanesulfonate, 1-alkyl-3-(meth)acryloylaminoalkylimidazolium perfluorobutanesulfonate, 1-alkyl-3-(meth)acryloylaminoalkylimidazolium
  • 1-alkyl-3-(meth)acryloylaminoalkylimidazolium cation-containing ionic compounds such as 1-alkyl-3-(meth)acryloylaminoalkylimidazolium bis(pentafluoroethanesulfonyl)imide, 1-alkyl-3-(meth)acryloylaminoalkylimidazolium tris(trifluoromethanesulfonyl)imide, 1-alkyl-3-(meth)acryloylaminoalkylimidazolium hexafluorophosphate, 1-alkyl-3-(meth)acryloylaminoalkylimidazolium (trifluoromethanesulfonyl)trifluoroacetamide, 1-alkyl-3-(meth)acryloylaminoalkylimidazolium dicyanamide, and 1-alkyl-3-(meth)acryloylaminoalkylimida
  • examples of the ionic compound C in which X + is a pyridinium group, n 1 is 1, n 2 is 0, and A 1 is a vinyl group, a (meth)acryloyloxy group, or a (meth)acryloylamino group include 1-vinylpyridinium cation-containing ionic compounds such as 1-vinylpyridinium bis(fluorosulfonyl)imide, 1-vinylpyridinium bis(trifluoromethanesulfonyl)imide, 1-vinylpyridinium dicyanamide, and 1-vinylpyridinium thiocyanate; 1-(meth)acryloyloxyalkylpyridinium bis(fluorosulfonyl)imide, 1-(meth)acryloyloxyalkylpyridinium bis(trifluoromethanesulfonyl)imide, 1-(meth)acryloyloxyalkylpyridinium dicyan
  • examples of the ionic compound C in which X + is a piperidinium group, n 1 is 1, n 2 is 0, and A 1 is a vinyl group, a (meth)acryloyloxy group, or a (meth)acryloylamino group include 1-alkyl-1-vinylalkylpiperidinium cation-containing ionic compounds such as 1-alkyl-1-vinylalkylpiperidinium bis(fluorosulfonyl)imide, 1-alkyl-1-vinylalkylpiperidinium bis(trifluoromethanesulfonyl)imide, 1-alkyl-1-vinylalkylpiperidinium dicyanamide, and 1-alkyl-1-vinylalkylpiperidinium thiocyanate; 1-alkyl-1-(meth)acryloyloxyalkylpiperidinium bis(fluorosulfonyl)imide, 1-alkyl-1-(meth)
  • Examples of the ionic compounds containing 1-alkyl-1-(meth)acryloyloxyalkyl piperidinium cations include 1-alkyl-1-(meth)acryloyloxyalkyl piperidinium dicyanamide and 1-alkyl-1-(meth)acryloyloxyalkyl piperidinium thiocyanate; and 1-alkyl-1-(meth)acryloylaminoalkyl piperidinium bis(fluorosulfonyl)imide, 1-alkyl-1-(meth)acryloylaminoalkyl piperidinium bis(trifluoromethanesulfonyl)imide, 1-alkyl-1-(meth)acryloylaminoalkyl piperidinium dicyanamide and 1-alkyl-1-(meth)acryloylaminoalkyl piperidinium thiocyanate.
  • the number of carbon atoms of the alkyl substituent is preferably 1 to 16, more preferably 1 to 12, and
  • examples of the ionic compound C in which X + is a pyrrolidinium group, n 1 is 1, n 2 is 0, and A 1 is a vinyl group, a (meth)acryloyloxy group, or a (meth)acryloylamino group include 1-alkyl-1-vinylalkylpyrrolidinium cation-containing ionic compounds such as 1-alkyl-1-vinylalkylpyrrolidinium bis(fluorosulfonyl)imide, 1-alkyl-1-vinylalkylpyrrolidinium bis(trifluoromethanesulfonyl)imide, 1-alkyl-1-vinylalkylpyrrolidinium dicyanamide, and 1-alkyl-1-vinylalkylpyrrolidinium thiocyanate; 1-alkyl-1-(meth)acryloyloxyalkylpyrrolidinium bis(fluorosulfonyl)imide, 1-al
  • the ionic compounds include 1-alkyl-1-(meth)acryloyloxyalkylpyrrolidinium cation-containing ionic compounds such as acryloyloxyalkylpyrrolidinium dicyanamide and 1-alkyl-1-(meth)acryloyloxyalkylpyrrolidinium thiocyanate; 1-alkyl-1-(meth)acryloylaminoalkylpyrrolidinium bis(fluorosulfonyl)imide, 1-alkyl-1-(meth)acryloylaminoalkylpyrrolidinium bis(trifluoromethanesulfonyl)imide, 1-alkyl-1-(meth)acryloylaminoalkylpyrrolidinium dicyanamide and 1-alkyl-1-(meth)acryloylaminoalkylpyrrolidinium thiocyanate.
  • the number of carbon atoms of the alkyl substituent is preferably 1 to 16, more preferably 1
  • examples of the ionic compound C in which X + is a trialkylsulfonium group, n 1 is 1, n 2 is 0, and A 1 is a vinyl group, a (meth)acryloyloxy group, or a (meth)acryloylamino group include dialkyl(vinyl)sulfonium cation-containing ionic compounds such as dialkyl(vinyl)sulfonium bis(fluorosulfonyl)imide, dialkyl(vinyl)sulfonium bis(trifluoromethanesulfonyl)imide, dialkyl(vinyl)sulfonium dicyanamide, and dialkyl(vinyl)sulfonium thiocyanate; dialkyl((meth)acryloyloxyalkyl)sulfonium bis(fluorosulfonyl)imide, dialkyl((meth)acryloyloxyalkyl)sulfon
  • dialkyl((meth)acryloyloxyalkyl)sulfonium cation-containing ionic compounds such as dialkyl((meth)acryloyloxyalkyl)sulfonium dicyanamide and dialkyl((meth)acryloyloxyalkyl)sulfonium thiocyanate; dialkyl((meth)acryloylaminoalkyl)sulfonium cation-containing ionic compounds such as dialkyl((meth)acryloylaminoalkyl)sulfonium bis(fluorosulfonyl)imide, dialkyl((meth)acryloylaminoalkyl)sulfonium bis(trifluoromethanesulfonyl)imide, dialkyl((meth)acryloylaminoalkyl)sulfonium dicyanamide and dialkyl((meth)acryloylaminoalkyl)sulfonium thiocyanate
  • examples of the ionic compound C in which X + is a quaternary phosphonium group, n 1 is 1, n 2 is 0, and A 1 is a vinyl group, a (meth)acryloyloxy group, or a (meth)acryloylamino group include trialkyl(vinyl)phosphonium cation-containing ionic compounds such as trialkyl(vinyl)phosphonium bis(fluorosulfonyl)imide, trialkyl(vinyl)phosphonium bis(trifluoromethanesulfonyl)imide, trialkyl(vinyl)phosphonium dicyanamide, and trialkyl(vinyl)phosphonium thiocyanate; trialkyl((meth)acryloyloxyalkyl)phosphonium bis(fluorosulfonyl)imide, trialkyl((meth)acryloyloxyalkyl)phosphonium bis(trifluoromethane ...
  • trialkyl((meth)acryloyloxyalkyl)phosphonium cation-containing ionic compounds such as trialkyl((meth)acryloylaminoalkyl)phosphonium dicyanamide and trialkyl((meth)acryloyloxyalkyl)phosphonium thiocyanate; trialkyl((meth)acryloylaminoalkyl)phosphonium bis(fluorosulfonyl)imide, trialkyl((meth)acryloylaminoalkyl)phosphonium bis(trifluoromethanesulfonyl)imide, trialkyl((meth)acryloylaminoalkyl)phosphonium dicyanamide and trialkyl((meth)acryloylaminoalkyl)phosphonium thiocyanate.
  • the number of carbon atoms of the alkyl substituent is preferably 1 to 16, more preferably 1 to 12, and even more preferably 1 to 6.
  • ionic compound C in which X + is a quaternary ammonium group, n 1 is 1, n 2 is 1, and A 1 and A 2 are hydroxyl groups include bis(2-hydroxyethyl)-methyl-octylammonium bis(trifluoromethanesulfonyl)imide, bis(2-hydroxyethyl)-methyl-decylammonium bis(trifluoromethanesulfonyl)imide, bis(2-hydroxyethyl)-methyl-dodecylammonium bis(trifluoromethanesulfonyl)imide, bis(2-hydroxyethyl)-methyl-tetradecylammonium bis(trifluoromethanesulfonyl)imide, bis(2-hydroxyethyl)-methyl-hexadecylammonium bis(trifluoromethanesulfonyl)imide, bis(2-hydroxyethyl)-methyl-hexadec
  • a specific example of the ionic compound C in which X + is a pyridinium group, n 1 is 1, n 2 is 0, and A 1 is a hydroxyl group is N-hydroxyethylpyridinium bis(trifluoromethasulfonyl)imide.
  • ionic compound C in which X + is an imidazolium group, n 1 is 1, n 2 is 0, and A 1 is a hydroxyl group include 1-(2-hydroxyethyl)-3-methylimidazolium bis(trifluoromethanesulfonyl)imide.
  • ionic compound C in which X + is an imidazolium group or a quaternary ammonium group, n 1 is 1, n 2 is 0, and A 1 and A 2 are amino groups include 1-aminopropyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide, 1-aminopropyl-3-methylimidazolium dicyanoamide, 1-aminopropyl-3-methylimidazolium tetrafluoroborate, 1-aminohexyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide, 1-aminohexyl-3-methylimidazolium dicyanoamide, 1-aminohexyl-3-methylimidazolium tetrafluoroborate, trimethylaminohexylammonium bis(trifluoromethanesulfonyl)imide, trimethylaminohexyl
  • the amount of the ionic compound C in the photocurable composition may be, for example, 0.01 parts by weight or more, 0.05 parts by weight or more, 0.1 parts by weight or more, 0.5 parts by weight or more, 1.0 parts by weight or more, 2.0 parts by weight or more, 3.0 parts by weight or more, 4.0 parts by weight or more, 5.0 parts by weight or more, 6.0 parts by weight or more, 7.0 parts by weight or more, or even 9.0 parts by weight or more, based on 100 parts by weight of the monomer group and its partial polymer, from the viewpoint of imparting sufficient antistatic performance to the adhesive sheet 1.
  • the upper limit of the amount of the ionic compound C is not particularly limited, and may be, for example, 50 parts by weight or less, 40 parts by weight or less, 30 parts by weight or less, 25 parts by weight or less, 20 parts by weight or less, 15 parts by weight or less, or even 10 parts by weight or less, based on 100 parts by weight of the monomer group and its partial polymer, from the viewpoint of transparency, appearance, adhesive reliability, durability, etc. of the adhesive sheet 1.
  • the ratio of ionic compound C to the partial polymer is, for example, 0.01% by weight or more, and may be 0.05% by weight or more, 0.1% by weight or more, 0.5% by weight or more, 1.0% by weight or more, 2.0% by weight or more, or even 3.0% by weight or more.
  • the upper limit of the content of this constituent unit is not particularly limited, and may be, for example, 50% by weight or less, 30% by weight or less, 10% by weight or less, or even 5% by weight or less.
  • the photocurable composition usually contains a photopolymerization initiator.
  • a photopolymerization initiator is a photoradical generator that generates radicals in response to visible light and/or ultraviolet light with a wavelength shorter than 450 nm.
  • photopolymerization initiators include benzoin ethers such as benzoin methyl ether, benzoin isopropyl ether, and benzil dimethyl ketal; substituted benzoin ethers such as anisole methyl ether; substituted acetophenones such as 2,2-diethoxyacetophenone and 2,2-dimethoxy-2-phenylacetophenone; ⁇ -hydroxyalkylphenones such as 1-hydroxycyclohexyl-phenyl ketone; substituted alpha-ketol such as 2-methyl-2-hydroxypropiophenone; aromatic sulfonyl chlorides such as 2-naphthalenesulfonyl chloride; and photoactive compounds such as 1-phenyl-1,1-propanedione-2-(o-ethoxycarbonyl)-oxime.
  • benzoin ethers such as benzoin methyl ether, benzoin isopropyl ether, and benzil dimethyl ketal
  • oximes such as benzophenone compounds such as benzophenone, benzoylbenzoic acid, methyl benzoylbenzoate, 4-phenylbenzophenone, hydroxybenzophenone, acrylated benzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, and 3,3',4,4'-tetra(t-butylperoxycarbonyl)benzophenone; thioxanthone compounds such as thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, isopropylthioxanthone, 2,4-diisopropylthioxanthone, and 2,4-diethylthioxanthone; 2,4,6-trichloro-s-triazine, 2-phenyl-4,6-bis(trichloromethyl)-s -triazine, 2-(p-methoxyphenyl)-4,6-bis(trichloromethyl)
  • oxime ester-based compounds such as 1,2-octanedione, 1-[4-(phenylthio)-, 2-(O-benzoyloxime)], O-(acetyl)-N-(1-phenyl-2-oxo-2-(4'-methoxy-naphthyl)ethylidene)hydroxylamine; phosphine-based compounds such as bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide and 2,4,6-trimethylbenzoyldiphenylphosphine oxide; quinone-based compounds such as 9,10-phenanthrenequinone, camphorquinone, and ethylanthraquinone; borate-based compounds; carbazole-based compounds; imidazole-based compounds; and titanocene-based compounds.
  • the photocurable composition may contain one or more photopolymerization initiators.
  • the amount of photopolymerization initiator in the photocurable composition is, for example, 0.02 to 10 parts by weight, and may be 0.05 to 5 parts by weight, per 100 parts by weight of the total of the monomer group and its partial polymer.
  • the photocurable composition may contain a crosslinking agent.
  • a crosslinking agent is a polyfunctional monomer having two or more polymerizable functional groups in one molecule.
  • the polyfunctional monomer may be a (meth)acrylic monomer.
  • polyfunctional monomers examples include (poly)ethylene glycol di(meth)acrylate, (poly)propylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, pentaerythritol di(meth)acrylate, pentaerythritol tri(meth)acrylate, dipentaerythritol hexa(meth)acrylate, 1,2-ethylene glycol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, 1,9-nonanediol diacrylate ( Polyfunctional acrylates (such as ester compounds of polyhydric alcohols and (meth)acrylic acid) such as 1,12-dodecanediol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, and tetramethylolmethane tri(meth)acrylate; allyl (meth)acrylate, vinyl (meth)acryl
  • the polyfunctional monomer is preferably a polyfunctional acrylate, and more preferably 1,9-nonanediol diacrylate, trimethylolpropane tri(meth)acrylate, hexanediol di(meth)acrylate, and dipentaerythritol hexa(meth)acrylate.
  • the crosslinking agent may or may not contain other crosslinking agents other than the above-mentioned polyfunctional monomer.
  • examples of other crosslinking agents include isocyanate-based crosslinking agents. It is preferable that the photocurable composition does not contain an isocyanate-based crosslinking agent as the other crosslinking agent.
  • the photocurable composition may contain additives other than those mentioned above.
  • additives are chain transfer agents, rework improvers, corrosion inhibitors, silane coupling agents, viscosity modifiers, tackifiers, plasticizers, softeners, antioxidants, fillers, colorants, antioxidants, surfactants, antistatic agents, and ultraviolet absorbers. It is preferable that the photocurable composition does not contain any other antistatic agents than the ionic compound C mentioned above.
  • the content of the solvent in the photocurable composition is, for example, 5% by weight or less, and may be 4% by weight or less, 3% by weight or less, 2% by weight or less, 1% by weight or less, or even 0.5% by weight or less.
  • the photocurable composition may be substantially free of solvent. "Substantially free of solvent” means that solvents derived from additives, etc. are permitted at a content of, for example, 0.1% by weight or less, preferably 0.05% by weight or less, and more preferably 0.01% by weight or less.
  • the viscosity of the photocurable composition is preferably 1 to 150 Pa ⁇ s. Photocurable compositions having a viscosity in the above range are particularly suitable for forming the coating layer described below.
  • the polymerization rate of the monomer group in the pressure-sensitive adhesive sheet 1 is preferably 90% or more, and may be 95% or more, 97% or more, 98% or more, or even 99% or more.
  • the gel fraction of the adhesive sheet 1 is, for example, 30% or more, and may be 50% or more, 70% or more, 75% or more, 80% or more, or even 85% or more.
  • the upper limit of the gel fraction of the adhesive sheet 1 is, for example, 97% or less, and may be 95% or less.
  • the surface resistance value of the adhesive sheet 1 tends to be sufficiently low.
  • the surface resistance value of the adhesive sheet 1 may be, for example, 1.0 ⁇ 10 13 ⁇ / ⁇ or less, 5.0 ⁇ 10 12 ⁇ / ⁇ or less, 1.0 ⁇ 10 12 ⁇ / ⁇ or less, 5.0 ⁇ 10 11 ⁇ / ⁇ or less, 1.0 ⁇ 10 11 ⁇ / ⁇ or less, 5.0 ⁇ 10 10 ⁇ / ⁇ or less, or even 1.0 ⁇ 10 10 ⁇ / ⁇ or less.
  • the lower limit of the surface resistance value of the adhesive sheet 1 is not particularly limited, and may be, for example, 1.0 ⁇ 10 5 ⁇ / ⁇ or more, 1.0 ⁇ 10 6 ⁇ / ⁇ or more, 1.0 ⁇ 10 7 ⁇ / ⁇ or more, 1.0 ⁇ 10 8 ⁇ / ⁇ or more, or even 1.0 ⁇ 10 9 ⁇ / ⁇ or more.
  • the surface resistance value of the pressure-sensitive adhesive sheet 1 can be measured in accordance with the method specified in JIS K6911:1995.
  • the adhesive sheet 1 preferably has high transparency.
  • the haze of the adhesive sheet 1 is, for example, 3% or less, and may be 1% or less, 0.8% or less, or even 0.5% or less.
  • the haze of the adhesive sheet 1 can be measured in accordance with the method specified in JIS K7136:1981.
  • the total light transmittance of the adhesive sheet 1 in the visible light wavelength range is preferably 85% or more, and more preferably 90% or more.
  • the total light transmittance of the adhesive sheet 1 can be measured in accordance with the method specified in JIS K7361-1:1997.
  • the storage modulus G' of the pressure-sensitive adhesive sheet 1 at 25° C. is not particularly limited and is, for example, 1.0 ⁇ 10 3 Pa to 1.0 ⁇ 10 6 Pa, and preferably 1.0 ⁇ 10 4 Pa to 1.0 ⁇ 10 6 Pa.
  • the storage modulus G' of the adhesive sheet 1 at 25°C can be determined by the following method. First, a measurement sample made of the material constituting the adhesive sheet 1 is prepared. The shape of the measurement sample is disk-shaped. The measurement sample has a bottom diameter of 8 mm and a thickness of 1 mm. The measurement sample may be a disk-shaped punched out laminate in which a plurality of adhesive sheets 1 are laminated. Next, dynamic viscoelasticity measurement is performed on the measurement sample. For example, "ARES-G2" manufactured by TA Instruments can be used for the dynamic viscoelasticity measurement. The storage modulus G' of the adhesive sheet 1 at 25°C can be determined from the results of the dynamic viscoelasticity measurement. The conditions for the dynamic viscoelasticity measurement are as follows. Measurement conditions Frequency: 1Hz Deformation mode: Torsion Measurement temperature: -70°C to 150°C Heating rate: 5° C./min
  • the glass transition temperature (Tg) of the adhesive sheet 1 is not particularly limited, and may be, for example, -60°C to 25°C, and may be -50°C or higher, or even -45°C or higher.
  • the upper limit of the Tg of the adhesive sheet 1 may be 0°C or lower, -10°C or lower, or even -20°C or lower.
  • the Tg of the pressure-sensitive adhesive sheet 1 is the peak value of tan ⁇ (loss tangent).
  • tan ⁇ can be calculated from the following formula based on the storage modulus G' and loss modulus G'' of the pressure-sensitive adhesive sheet 1.
  • the storage modulus G' and loss modulus G'' of the pressure-sensitive adhesive sheet 1 can be determined by the dynamic viscoelasticity measurement described above.
  • tan ⁇ (loss tangent) G′′/G′
  • the adhesive sheet 1 has surfaces 1a and 1b facing each other.
  • the adhesive sheet 1 is attached to an optical film via surface 1a, and the adhesive sheet 1 is attached to an image display panel via surface 1b.
  • Surface 1a of the adhesive sheet 1 that comes into contact with the optical film may or may not have been subjected to a surface modification treatment.
  • Surface 1a that has been subjected to a surface modification treatment tends to improve the anchoring force between the adhesive sheet 1 and the optical film.
  • surface 1b of the adhesive sheet 1 is preferably not subjected to a surface modification treatment. Examples of surface modification treatments include corona treatment, plasma treatment, excimer treatment, and frame treatment.
  • Surface 1a is preferably subjected to corona treatment as a surface modification treatment.
  • the surface modification treatment may be performed in an inert gas atmosphere.
  • an inert gas atmosphere By performing the surface modification treatment in a state where the oxygen concentration is reduced by an inert gas, the risk of ignition of the remaining monomers can be reduced.
  • the oxygen concentration is too low, the introduction of functional groups into the pressure-sensitive adhesive sheet surface by the surface modification treatment may be insufficient, so the oxygen concentration is preferably 0.01 volume % or more, more preferably 0.1 volume % or more, and particularly preferably 0.5 volume % or more.
  • Specific examples of inert gases include nitrogen and argon.
  • the surface modification treatment may be performed under normal pressure (1 atmosphere).
  • the conditions of the surface modification treatment which is a corona treatment, are expressed in terms of the discharge amount, and are, for example, 0.6 to 100 kJ/m 2.
  • the lower limit of the discharge amount may be 1 kJ/m 2 or more, 2 kJ/m 2 or more, 5 kJ/m 2 or more, 7 kJ/m 2 or more, 10 kJ/m 2 or more, 13 kJ/m 2 or more, 15 kJ/m 2 or more, 20 kJ/m 2 or more, 25 kJ/m 2 or more, 30 kJ/m 2 or more, or even 35 kJ/m 2 or more.
  • the upper limit of the discharge amount may be 70 kJ/m 2 or less, 60 kJ/m 2 or less, 50 kJ/m 2 or less, 45 kJ/m 2 or less, 40 kJ/m 2 or less, 30 kJ/m 2 or less, 20 kJ/m 2 or less, or even 18 kJ/m 2 or less.
  • the discharge amount may be 1 to 18 kJ/m 2.
  • the discharge amount may be 1 to 60 kJ/m 2.
  • the adhesive sheet 1 of this embodiment has a ratio R1 determined by the above test of 2.0 or less. Therefore, even if the surface 1a of the adhesive sheet 1 is subjected to a surface modification treatment, the ratio of the maximum film thickness to the minimum film thickness of the adhesive sheet 1 tends to be small, about 2.0 or less.
  • the present invention provides A pressure-sensitive adhesive sheet 1 formed from a photocurable composition containing a monomer group and/or a partial polymer of the monomer group, At least one of the following is established: (i) the photocurable composition contains an ionic compound C having a functional group F capable of reacting with the above-mentioned monomer group and/or the partial polymer; and (ii) in the photocurable composition, the partial polymer and the ionic compound C are bonded via a covalent bond;
  • the pressure-sensitive adhesive sheet 1 has a surface 1a that has been subjected to a surface modification treatment, An adhesive sheet 1 is provided, in which the ratio of the maximum film thickness to the minimum film thickness is 2.0 or less.
  • the pressure-sensitive adhesive sheet 1 can be produced, for example, by the following method. First, as shown in Figures 2A and 2B, a first laminate 15 is produced which includes, in this order, a base sheet 21, a coating layer 22 containing a photocurable composition, and a release liner 23. The pressure-sensitive adhesive sheet 1 can be formed from the coating layer 22 by irradiating the first laminate 15 with light 14 ( Figure 2C).
  • the first laminate 15 is typically irradiated with light 14 from the side of the base sheet 21 (FIG. 2A). At this time, the light 14 penetrates the base sheet 21 to reach the coating layer 22, curing the coating layer 22. However, the light 14 may be irradiated from the side of the release liner 23, or from both the release liner 23 and the base sheet 21 (FIG. 2B).
  • the adhesive sheet 1 formed from the coating layer 22 is sandwiched between the base sheet 21 and the release liner 23 until the release liner 23 is peeled off, and constitutes part of the second laminate 16.
  • liner substrate is a resin film.
  • resins that may be contained in the liner substrate are polyesters such as polyethylene terephthalate and polyethylene naphthalate, acetate resins, polyethersulfone, polycarbonate, polyamide, polyimide, polyolefin, (meth)acrylic resins, polyvinyl chloride, polyvinylidene chloride, polystyrene, polyvinyl alcohol, polyarylate, and polyphenylene sulfide.
  • the resin is preferably a polyester such as polyethylene terephthalate.
  • the release liner 23 may have light 14 transparency, or may have light 14 transparency equivalent to that of the base sheet 21.
  • the thickness of the release liner 23 is, for example, 10 to 200 ⁇ m, and may be 25 to 150 ⁇ m.
  • the release liner 23 may have a layer other than the liner substrate.
  • the release liner 23 may have a release layer.
  • the release liner 23 may have, for example, a liner substrate and a release layer formed on one side of the liner substrate. This release liner 23 can be used so that the release layer is on the coating layer 22 side.
  • the release layer is typically a cured layer of a release agent composition containing a release agent.
  • Various types of release agents can be used, such as silicone-based release agents, fluorine-based release agents, long-chain alkyl-based release agents, fatty acid amide-based release agents, and silica powder.
  • the release liner 23 may be provided with a cured layer of a release agent composition containing a silicone-based release agent as the main component (hereinafter, "silicone release layer").
  • the silicone release layer is particularly suitable for achieving both adhesion to the adhesive sheet 1 and releasability.
  • the main component means the component with the largest content.
  • the silicone-based release agent is, for example, a variety of curable silicone materials such as addition reaction type, condensation reaction type, ultraviolet curable type, electron beam curable type, and solventless type, with addition reaction curable silicone materials being preferred.
  • Addition reaction curable silicone materials are particularly suitable for forming a release layer that is compatible with adhesion to the adhesive sheet 1 and releasability.
  • the curable silicone material may be a silicone modified resin in which reactive silicone is introduced into an organic resin such as urethane, epoxy, or alkyd resin by graft polymerization or the like.
  • addition reaction curing silicone material is a polyorganosiloxane having a vinyl group or an alkenyl group in the molecule.
  • the addition reaction curing silicone material may not have a hydrosilyl group.
  • alkenyl group are 3-butenyl, 4-pentenyl, 5-hexenyl, 6-heptenyl, 7-octenyl, 8-nonenyl, 9-decenyl, 10-undecenyl, and 11-dodecenyl.
  • polyorganosiloxane examples include polyalkylalkylsiloxanes such as polydimethylsiloxane, polydiethylsiloxane, and polymethylethylsiloxane, polyalkylarylsiloxane, and copolymers of multiple types of Si atom-containing monomers such as poly(dimethylsiloxane-diethylsiloxane).
  • the polyorganosiloxane is preferably polydimethylsiloxane.
  • a release agent composition containing a silicone-based release agent as a main component usually contains a crosslinking agent.
  • a crosslinking agent is a polyorganosiloxane having a hydrosilyl group.
  • the crosslinking agent may have two or more hydrosilyl groups in one molecule.
  • the silicone release agent composition may contain a curing catalyst.
  • a curing catalyst is a platinum-based catalyst.
  • the platinum-based catalyst are chloroplatinic acid, platinum olefin complexes, and chloroplatinic acid olefin complexes.
  • the amount of the platinum-based catalyst used is, for example, 10 to 1000 ppm (by weight, platinum equivalent) based on the total solid content of the composition.
  • the silicone release agent composition may contain additives.
  • additives are release control agents and adhesion promoters.
  • release control agents are unreactive silicone resins, and more specific examples are organosiloxanes such as octamethylcyclotetrasiloxane, and MQ resins.
  • the amount of the release control agent and adhesion promoter used is, for example, 1 to 30% by weight in total based on the total solid content of the composition.
  • Further examples of additives are fillers, antistatic agents, antioxidants, UV absorbers, plasticizers, and colorants.
  • the amount of the further additives used is, for example, 10% by weight or less in total based on the total solid content of the composition.
  • the silicone release agent composition may contain an organic solvent.
  • organic solvents are hydrocarbon solvents such as cyclohexane, n-hexane, and n-heptane; aromatic solvents such as toluene and xylene; ester solvents such as ethyl acetate and methyl acetate; ketone solvents such as acetone and methyl ethyl ketone; and alcohol solvents such as methanol, ethanol, and butanol. Two or more types of organic solvents may be contained.
  • the amount of organic solvent used is preferably 80 to 99.9% by weight of the silicone release agent composition.
  • the release layer can be formed, for example, by heating and drying a coating film containing the release agent composition formed on a liner substrate.
  • Various coating methods can be used to apply the release agent composition, such as roll coating, kiss roll coating, gravure coating, reverse coating, roll brushing, spray coating, dip roll coating, bar coating, knife coating, air knife coating, curtain coating, lip coating, and die coating.
  • hot air drying can be used to heat and dry.
  • the heating temperature and time vary depending on the heat resistance of the liner substrate, but are usually 80 to 150°C and about 10 seconds to 10 minutes. If necessary, irradiation with active energy rays such as ultraviolet rays may be used in combination.
  • the thickness of the release layer is, for example, 10 to 300 nm.
  • the upper limit of the thickness may be 200 nm or less, 150 nm or less, 120 nm or less, 110 nm or less, 100 nm or less, less than 100 nm, 90 nm or less, 80 nm or less, 70 nm or less, less than 70 nm, or even 65 nm or less.
  • the lower limit of the thickness may be 15 nm or more, 20 nm or more, 25 nm or more, 30 nm or more, 35 nm or more, 40 nm or more, 45 nm or more, or even 50 nm or more.
  • the release liner 23 may be in the form of a sheet or a long piece.
  • An example of the base sheet 21 is a resin film.
  • Examples of resins contained in the base sheet 21 are the same as the examples of resins that may be contained in the liner base material.
  • the base sheet 21 has excellent transmittance to light 14.
  • the thickness of the base sheet 21 is, for example, 10 to 200 ⁇ m, and may be 25 to 150 ⁇ m.
  • the base sheet 21 may have a release layer on the surface on the side of the coating layer 22.
  • Examples of the release layer that the base sheet 21 may have and the manufacturing method thereof are the same as the examples of the release layer that the release liner 23 may have and the manufacturing method thereof.
  • Both the release liner 23 and the base sheet 21 may have a release layer.
  • both release layers may be formed from a release agent composition containing the same release agent as a main component.
  • the thicknesses of both release layers may be different; for example, the release layer provided on the base sheet 21 may be thicker.
  • a sheet that has a greater peeling force with respect to the adhesive sheet 1 than the release liner 23 can usually be selected.
  • the base sheet 21 may be in the form of a sheet or a long piece.
  • the first laminate 15 can be formed, for example, by forming a coating layer 22 on a base sheet 21 (or a release liner 23) and then placing the release liner 23 (or base sheet 21) on the formed coating layer 22.
  • the first laminate 15 can also be formed by applying a photocurable composition in a poured manner into the space between the base sheet 21 and the release liner 23, which are held at a predetermined distance so that their main surfaces face each other.
  • a variety of coating methods can be used to form the coating layer 22, including roll coating, kiss roll coating, gravure coating, reverse coating, roll brushing, spray coating, dip roll coating, bar coating, knife coating, air knife coating, curtain coating, lip coating, and die coating.
  • the thickness of the coating layer 22 can be adjusted according to the desired thickness of the adhesive sheet 1, and may be, for example, 5 to 500 ⁇ m, 5 to 250 ⁇ m, 5 to 150 ⁇ m, 5 to 100 ⁇ m, 5 to 50 ⁇ m, 5 to 30 ⁇ m, 5 to 25 ⁇ m, or even 5 to 20 ⁇ m.
  • the light 14 irradiated to the first laminate 15 is, for example, visible light or ultraviolet light having a wavelength shorter than 450 nm.
  • the light 14 may contain light having a wavelength in the same region as the absorption wavelength of the photopolymerization initiator contained in the photocurable composition.
  • the light 14 may be irradiated with short-wavelength light of 300 nm or less cut by a filter or the like, and cutting short-wavelength light is suitable for suppressing deterioration of the base sheet 21 caused by the light 14.
  • the light source of the light 14 is, for example, a light irradiation device equipped with an ultraviolet irradiation lamp.
  • ultraviolet irradiation lamps are ultraviolet light LEDs, low-pressure mercury lamps, medium-pressure mercury lamps, high-pressure mercury lamps, extra-high-pressure mercury lamps, metal halide lamps, xenon lamps, microwave-excited mercury lamps, black light lamps, chemical lamps, germicidal lamps, low-pressure discharge mercury lamps, and excimer lasers. Two or more ultraviolet irradiation lamps may be combined.
  • the irradiation of light 14 may be continuous or intermittent.
  • the illuminance of the light 14 is, for example, 1 to 20 mW/cm 2.
  • the irradiation time of the light 14 is, for example, 5 minutes to 5 hours.
  • the integrated light amount of the light 14 on the first laminate 15 is, for example, 100 to 5000 mJ/cm 2 .
  • the release liner 23 may be peeled off from the second laminate 16 to expose the surface of the adhesive sheet 1 (e.g., surface 1a), which may then be subjected to a surface modification treatment.
  • the optical laminate 10 of Figure 3 includes the above-mentioned pressure-sensitive adhesive sheet 1 and at least one optical film 2 selected from the group consisting of a polarizing film and a retardation film.
  • the pressure-sensitive adhesive sheet 1 is preferably in direct contact with the optical film 2.
  • the surface 1a of the pressure-sensitive adhesive sheet 1 is in contact with the optical film 2.
  • the optical laminate 10 may have a structure in which the base sheet used in producing the pressure-sensitive adhesive sheet 1 is laminated on the pressure-sensitive adhesive sheet 1.
  • the optical laminate 10 can be used as an optical film with a pressure-sensitive adhesive sheet.
  • the optical film 2 has a surface 2a facing the pressure-sensitive adhesive sheet 1.
  • the surface 2a is in contact with the surface 1a of the pressure-sensitive adhesive sheet 1.
  • the surface 2a of the optical film 2 may be subjected to a surface modification treatment.
  • the surface 2a subjected to the surface modification treatment tends to improve the anchoring force between the pressure-sensitive adhesive sheet 1 and the optical film 2. Examples of the surface modification treatment include those described above for the pressure-sensitive adhesive sheet 1.
  • the surface 2a is preferably subjected to a corona treatment as a surface modification treatment.
  • a corona treatment the conditions such as the discharge amount can be appropriately adjusted within the ranges described above for the adhesive sheet 1, for example.
  • the optical film 2 includes at least one selected from the group consisting of a polarizing film and a retardation film.
  • the optical film 2 may be a laminated film including a polarizing film and/or a retardation film.
  • the optical film 2 may include a glass film.
  • the optical film 2 is not limited to the above examples.
  • the polarizing film includes a polarizer.
  • the polarizing film typically includes a polarizer and a protective film (transparent protective film).
  • the protective film is, for example, disposed in contact with the main surface (the surface having the widest area) of the polarizer.
  • the polarizer may be disposed between two protective films.
  • the protective film may be disposed on at least one surface of the polarizer.
  • the polarizer is not particularly limited, and examples include hydrophilic polymer films such as polyvinyl alcohol films, partially formalized polyvinyl alcohol films, and partially saponified ethylene-vinyl acetate copolymer films that have been uniaxially stretched after adsorbing dichroic substances such as iodine and dichroic dyes; and polyene-based oriented films such as dehydrated polyvinyl alcohol and dehydrochlorinated polyvinyl chloride.
  • Polarizers are typically made of polyvinyl alcohol films (polyvinyl alcohol films include partially saponified ethylene-vinyl acetate copolymer films) and a dichroic substance such as iodine.
  • the thickness of the polarizer is not particularly limited, and may be, for example, 80 ⁇ m or less, 50 ⁇ m or less, 30 ⁇ m or less, 25 ⁇ m or less, or even 20 ⁇ m or less.
  • the lower limit of the thickness of the polarizer is not particularly limited, and may be, for example, 1 ⁇ m or more, 5 ⁇ m or more, 10 ⁇ m or more, or even 15 ⁇ m or more.
  • a thin polarizer (for example, a thickness of 20 ⁇ m or less) suppresses dimensional changes and can contribute to improving the durability of the optical laminate, particularly its durability at high temperatures.
  • thermoplastic resins excellent in transparency, mechanical strength, thermal stability, moisture blocking property, isotropy, etc.
  • thermoplastic resins include cellulose resins such as triacetyl cellulose, polyester resins, polyethersulfone resins, polysulfone resins, polycarbonate resins, polyamide resins, polyimide resins, polyolefin resins, (meth)acrylic resins, cyclic polyolefin resins (norbornene resins), polyarylate resins, polystyrene resins, polyvinyl alcohol resins, and mixtures thereof.
  • cellulose resins such as triacetyl cellulose, polyester resins, polyethersulfone resins, polysulfone resins, polycarbonate resins, polyamide resins, polyimide resins, polyolefin resins, (meth)acrylic resins, cyclic polyolefin resins (norbornene resins), polyarylate resins, polystyrene resins, poly
  • the material of the protective film may be a thermosetting resin or an ultraviolet-curing resin such as a (meth)acrylic, urethane, acrylic urethane, epoxy, or silicone resin.
  • a protective film made of a thermoplastic resin may be attached to one main surface of the polarizer via an adhesive
  • a protective film made of a thermosetting resin or an ultraviolet-curing resin may be attached to the other main surface of the polarizer.
  • the protective film may contain one or more types of optional additives. Examples of additives include ultraviolet absorbers, antioxidants, lubricants, plasticizers, release agents, color inhibitors, flame retardants, nucleating agents, antistatic agents, pigments, and colorants.
  • the thickness of the protective film can be determined as appropriate, but is generally around 10 to 200 ⁇ m, taking into consideration strength, ease of handling, thinness, etc.
  • the polarizer and protective film are usually attached to each other via a water-based adhesive or the like.
  • water-based adhesives include isocyanate-based adhesives, polyvinyl alcohol-based adhesives, gelatin-based adhesives, vinyl latex, water-based polyurethane, and water-based polyester.
  • adhesives other than the above-mentioned adhesives include ultraviolet-curable adhesives and electron beam-curable adhesives.
  • Electron beam-curable polarizing plate adhesives exhibit suitable adhesion to various protective films.
  • the adhesive may contain a metal compound filler.
  • polarizing films instead of a protective film, a phase difference film or the like can be formed on the polarizer.
  • Another protective film can be further provided on the protective film, or a phase difference film or the like can be provided.
  • the protective film may have a hard coat layer on the surface opposite to the surface attached to the polarizer, and may also be treated for the purposes of anti-reflection, anti-sticking, diffusion, anti-glare, etc.
  • the polarizing film may be a circular polarizing film.
  • the retardation film may be one obtained by stretching a polymer film or one obtained by aligning and fixing a liquid crystal material.
  • the retardation film has birefringence, for example, in the in-plane and/or thickness direction.
  • Retardation films include anti-reflection retardation films (see JP 2012-133303 A [0221], [0222], [0228]), viewing angle compensation retardation films (see JP 2012-133303 A [0225], [0226]), tilted orientation retardation films for viewing angle compensation (see JP 2012-133303 A [0227]), etc.
  • the specific configuration of the retardation film such as the retardation value, arrangement angle, three-dimensional birefringence, single layer or multilayer, etc., is not particularly limited, and any known retardation film can be used.
  • the thickness of the retardation film is preferably 20 ⁇ m or less, more preferably 10 ⁇ m or less, even more preferably 1 to 9 ⁇ m, and particularly preferably 3 to 8 ⁇ m.
  • the retardation film may include, for example, a quarter-wave plate and/or a half-wave plate in which a liquid crystal material is oriented and fixed.
  • the anchoring force between the adhesive sheet 1 and the optical film 2 tends to be large.
  • the anchoring force is, for example, 5.0 N/25 mm or more, and may be 8.0 N/25 mm or more, 9.0 N/25 mm or more, 10.0 N/25 mm or more, 11.0 N/25 mm or more, 12.0 N/25 mm or more, 13.0 N/25 mm or more, 14.0 N/25 mm or more, 15.0 N/25 mm or more, 16.0 N/25 mm or more, 17.0 N/25 mm or more, 18.0 N/25 mm or more, 19.0 N/25 mm or more, or even 20.0 N/25 mm or more.
  • the upper limit of the anchoring force is not particularly limited, and may be, for example, 50 N/25 mm or less, or 30 N/25 mm or less.
  • the anchoring force between the adhesive sheet 1 and the optical film 2 can be measured by the following method. First, the optical laminate 10 to be evaluated is cut to a width of 25 mm x length of 150 mm to prepare a test piece. Next, the entire surface of the optical film 2 provided on the test piece is placed on a stainless steel test plate via double-sided tape, and a 2 kg roller is moved back and forth to press them together. Next, the adhesive sheet 1 provided on the test piece is placed on the evaluation sheet, and a 2 kg roller is moved back and forth to press them together.
  • the evaluation sheet is not particularly limited as long as it has a size of 30 mm wide x 150 mm long and does not peel off from the adhesive sheet 1 during the test.
  • an ITO film such as 125 Tetolite OES (manufactured by Oike Kogyo Co., Ltd.)
  • the adhesive sheet 1 is peeled off from the optical film 2 at a peel angle of 180° and a tensile speed of 300 mm/min while holding the evaluation sheet.
  • the average peel force measured is determined as the anchoring force between the adhesive sheet 1 and the optical film 2.
  • the above test is performed in an atmosphere at 23°C.
  • FIG. 4 Another example of the optical laminate of this embodiment is shown in FIG. 4.
  • the optical laminate 11 in FIG. 4 has a laminated structure in which an adhesive sheet 1A, an optical film 2A, an adhesive sheet 1B, and an optical film 2B are laminated in this order.
  • the optical laminate 11 may have a structure in which the base sheet used in producing the adhesive sheet 1A is laminated on the adhesive sheet 1A.
  • the optical film 2A is a retardation film
  • the optical film 2B is a polarizing film.
  • the adhesive sheet 1B functions as an interlayer adhesive between the optical films 2A and 2B.
  • the adhesive sheet 1B may be made using a known adhesive.
  • the optical laminate of this embodiment can be distributed and stored, for example, as a roll of a strip-shaped optical laminate, or as a sheet-shaped optical laminate.
  • the image display device of this embodiment includes, for example, the optical laminate 10 or 11 described above.
  • the image display device can be formed, for example, by bonding the optical laminate 10 or 11 to an image display panel. The bonding is performed, for example, by an adhesive sheet 1.
  • the image display device may be an organic EL display or a liquid crystal display. However, the image display device is not limited to the above examples.
  • the image display device may be an electroluminescence (EL) display, a plasma display (PD), a field emission display (FED), or the like.
  • EL electroluminescence
  • PD plasma display
  • FED field emission display
  • the image display device can be used for home appliance applications, in-vehicle applications, public information display (PID) applications, and the like.
  • Measurement conditions BH viscometer No. 5 rotor, 10
  • Monomer syrups A2 to A7 were prepared in the same manner as for Monomer syrup A1, except that the monomers used were changed as shown in Table 1.
  • Omnirad 184 1-hydroxycyclohexyl-phenyl ketone (Omnirad 184, IGM Resins BV)
  • Omnirad 651 2,2-dimethoxy-1,2-diphenylethan-1-one (Omnirad 651, manufactured by IGM Resins BV)
  • photocurable compositions C1 to C15 were obtained by mixing monomer syrup, a crosslinking agent, a conductive agent (ionic compound), etc. so as to obtain the compositions shown in Table 2. Note that in photocurable composition C15, methoxypolyethylene glycol acrylate (Osaka Organic Chemical Industry Co., Ltd., MPE400A), which is a monomer component, was further added.
  • MPE400A methoxypolyethylene glycol acrylate
  • MPE400A Methoxypolyethyleneglycol acrylate (Osaka Organic Chemical Industry Co., Ltd., MPE400A)
  • NDDA 1,9-nonanediol diacrylate
  • AS110 1-ethyl-3-methylimidazolium bis(fluorosulfonyl)imide (Elexcel AS-110, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.)
  • Ionic compound 1 (2-acryloyloxyethyl)trimethylammonium bis(trifluoromethanesulfonyl)imide (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.: CAS RN. 827027-31-6)
  • A-100 Acetoacetyl group-containing silane coupling agent (A-100, manufactured by Soken Chemical Industries, Ltd.)
  • the release agent composition was applied to one side of a liner substrate (Lumirror XD500P, a polyester film, thickness 75 ⁇ m) with a wire bar, and heated at 130 ° C. for 1 minute to produce a release liner A having a release layer (thickness 60 nm) on one side.
  • a liner substrate Limirror XD500P, a polyester film, thickness 75 ⁇ m
  • wire bar a wire bar
  • Release liner B having a release layer (thickness 120 nm) on one side was prepared in the same manner as release liner A, except that the thickness of the release agent composition applied to the liner substrate was changed.
  • the photocurable composition C1 was applied to the surface of the release layer of the release liner A by an applicator to form a coating layer.
  • the thickness of the coating layer was adjusted so that the thickness of the adhesive sheet was 25 ⁇ m.
  • the above-mentioned release liner B was placed on the formed coating layer to obtain a first laminate.
  • the release liner B was placed so that the release layer was in contact with the coating layer.
  • ultraviolet light black light source
  • the adhesive sheet of Comparative Example 1 sandwiched between the release liner A and the release liner B was obtained.
  • a second laminate composed of the release liner A, the adhesive sheet, and the release liner B was obtained.
  • Comparative Example 2 and Examples 1 to 13 Except for changing the photocurable composition used as shown in Table 3, the pressure-sensitive adhesive sheets of Comparative Example 2 and Examples 1 to 13 sandwiched between release liner A and release liner B were obtained in the same manner as in Comparative Example 1.
  • the release liner B was peeled off from the second laminate produced in the examples and comparative examples to expose the surface of the adhesive sheet.
  • a precision thickness gauge was used to measure the distance between the two opposing surfaces of the adhesive sheet along the width direction of the adhesive sheet. The largest value of the measured distance between the two surfaces was regarded as the maximum thickness TH2 of the adhesive sheet, and the smallest value was regarded as the minimum thickness TL2 of the adhesive sheet. Based on this result, the ratio R2 of the maximum thickness TH2 to the minimum thickness TL2 of the adhesive sheet before the corona treatment was determined.
  • the exposed surface of the adhesive sheet was subjected to a corona treatment with a discharge amount of 3.8 kJ/ m2 .
  • the corona treatment was performed by conveying the adhesive sheet in the longitudinal direction of the adhesive sheet and passing it through a treatment device in which the corona treatment was performed.
  • a precision thickness measuring device was used to measure the distance between the two opposing surfaces of the adhesive sheet along the width direction of the adhesive sheet.
  • the corona treatment caused stripe-like thickness unevenness along the movement direction of the adhesive sheet in the treatment device (for example, FIG. 5).
  • FIG. 5 shows the surface of the adhesive sheet of Comparative Example 1 attached to a substrate by tape. In Comparative Examples 1 and 2, the distance between the two opposing surfaces was measured across the thickness unevenness.
  • the largest value of the distance between the two measured surfaces was regarded as the maximum thickness TH1 of the adhesive sheet, and the smallest value was regarded as the minimum thickness TL1 of the adhesive sheet. Based on this result, the ratio R1 of the maximum thickness TH1 to the minimum thickness TL1 was determined.
  • a polarizing film was prepared by the following method.
  • a polyvinyl alcohol film having a thickness of 80 ⁇ m was stretched to 3 times while being dyed for 1 minute in an iodine solution having a concentration of 0.3% at a temperature of 30° C. between rolls having different speed ratios.
  • the film was stretched to 6 times in total stretch ratio while being immersed for 0.5 minutes in an aqueous solution having a temperature of 60° C. and containing boric acid at a concentration of 4% and potassium iodide at a concentration of 10%.
  • the film was immersed for 10 seconds in an aqueous solution having a temperature of 30° C.
  • a polarizer having a thickness of 28 ⁇ m A transparent protective film having a thickness of 30 ⁇ m and made of a modified acrylic polymer having a lactone ring structure was attached to one side of the polarizer with a polyvinyl alcohol adhesive. Furthermore, a 47 ⁇ m-thick transparent protective film made of a triacetyl cellulose film (Konica Minolta, product name "KC4UY”) with a hard coat layer (HC) was attached to the other surface of the polarizer using a polyvinyl alcohol adhesive.
  • KC4UY triacetyl cellulose film
  • a polarizing film was produced by heating and drying for 5 minutes in an oven set at 70°C. Furthermore, a corona treatment was performed with a discharge amount of 63 W/ m2 ⁇ min on the surface of the polarizing film on the transparent protective film side made of modified acrylic polymer.
  • an optical laminate was produced by placing the above-mentioned polarizing film on the exposed surface of the above-mentioned adhesive sheet that had been subjected to corona treatment to determine the ratio R1.
  • the adhesive sheet and the polarizing film could not be bonded together due to streaky thickness unevenness that occurred in the adhesive sheet, and an optical laminate could not be produced.
  • the polarizing film was placed so that the surface of the transparent protective film made of modified acrylic polymer was in contact with the adhesive sheet.
  • the anchoring force between the adhesive sheet and the polarizing film was measured for the prepared optical laminate by the method described above.
  • the double-sided tape used was "No. 531" manufactured by Nitto Denko Corporation.
  • the stainless steel test plate used was a SUS304 plate (width 40 mm x length 120 mm).
  • the evaluation sheet used was an ITO film (125 Tetolite OES, manufactured by Oike Kogyo Co., Ltd.).
  • the tensile tester used was an Autograph Shimazu AG-I 10KN (manufactured by Shimadzu Corporation).
  • the release liner B was peeled off from the second laminate produced in the Examples and Comparative Examples to expose the surface of the PSA sheet, and the surface resistance of the PSA sheet was measured.
  • the surface resistance was measured using a resistivity meter (Hiresta-UP MCP-HT450 manufactured by Mitsubishi Chemical Analytech Co., Ltd.) in accordance with the method specified in JIS K6911:1995.
  • the measurement conditions were an applied voltage of 100 V and an application time of 10 seconds.
  • the adhesive sheet of the present invention can be used, for example, in optical laminates and image display devices.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • General Physics & Mathematics (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Laminated Bodies (AREA)
  • Adhesive Tapes (AREA)
  • Polarising Elements (AREA)
  • Electroluminescent Light Sources (AREA)

Abstract

La présente invention concerne une feuille adhésive qui est formée à partir d'une composition photodurcissable, et qui a une résistivité de surface suffisamment faible, tout en étant appropriée pour augmenter la valeur de résistance d'ancrage à un film optique. Cette feuille adhésive 1 est formée à partir d'une composition photodurcissable qui contient un groupe monomère et/ou un polymère partiel du groupe monomère. Cette feuille adhésive 1 satisfait à au moins l'une des exigences suivantes : (i) la composition photodurcissable contient un composé ionique C qui a un groupe fonctionnel F qui est réactif avec le groupe monomère et/ou le polymère partiel ; et (ii) dans la composition photodurcissable, le polymère partiel et un composé ionique C sont liés par l'intermédiaire d'une liaison covalente. Par rapport à cette feuille adhésive 1, le rapport R1 est inférieur ou égal à 2,0 tel que déterminé par un test dans lequel un traitement corona est effectué.
PCT/JP2023/037112 2022-11-17 2023-10-12 Feuille adhésive, corps multicouche optique et dispositif d'affichage d'image WO2024106095A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2022-184360 2022-11-17
JP2022184360A JP2024073257A (ja) 2022-11-17 2022-11-17 粘着シート、光学積層体、及び画像表示装置

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JP2017095717A (ja) * 2012-02-10 2017-06-01 住友化学株式会社 粘着剤シート、粘着剤付き光学フィルム、光学積層体及び粘着剤シートの製造方法

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JP2008285670A (ja) * 2007-04-20 2008-11-27 Nippon Synthetic Chem Ind Co Ltd:The アクリル系樹脂およびその製造方法、それを用いた粘着剤組成物、ならびに粘着剤、粘着シート
JP2009144145A (ja) * 2007-11-19 2009-07-02 Nippon Synthetic Chem Ind Co Ltd:The 粘着剤、光学部材用粘着剤、及び粘着剤層付き光学部材
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