WO2021200054A1 - 粘着剤組成物、粘着シート、及び接合体 - Google Patents

粘着剤組成物、粘着シート、及び接合体 Download PDF

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Publication number
WO2021200054A1
WO2021200054A1 PCT/JP2021/010230 JP2021010230W WO2021200054A1 WO 2021200054 A1 WO2021200054 A1 WO 2021200054A1 JP 2021010230 W JP2021010230 W JP 2021010230W WO 2021200054 A1 WO2021200054 A1 WO 2021200054A1
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Prior art keywords
pressure
sensitive adhesive
mass
polymer
adhesive composition
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PCT/JP2021/010230
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English (en)
French (fr)
Japanese (ja)
Inventor
香織 赤松
望花 ▲高▼島
鈴木　達也
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Nitto Denko Corp
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Nitto Denko Corp
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Priority to KR1020227031421A priority Critical patent/KR102956724B1/ko
Priority to CN202180024105.9A priority patent/CN115335486B/zh
Priority to US17/916,074 priority patent/US20230167339A1/en
Publication of WO2021200054A1 publication Critical patent/WO2021200054A1/ja
Anticipated expiration legal-status Critical
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/08—Homopolymers or copolymers of acrylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • 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
    • B32B15/00—Layered products comprising a layer of metal
    • B32B15/04—Layered products comprising a layer of metal comprising metal as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B15/08—Layered products comprising a layer of metal comprising metal as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
    • 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
    • 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
    • B32B27/18—Layered products comprising a layer of synthetic resin characterised by the use of special additives
    • 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
    • B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
    • 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
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/02—Physical, chemical or physicochemical properties
    • B32B7/025—Electric or magnetic properties
    • 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
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04—Interconnection of layers
    • B32B7/06—Interconnection of layers permitting easy separation
    • 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
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04—Interconnection of layers
    • B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/04—Acids; Metal salts or ammonium salts thereof
    • C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/06—Non-macromolecular additives organic
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J167/00—Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04—Polyurethanes
    • 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
    • C09J5/00—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/20—Adhesives in the form of films or foils characterised by their carriers
    • C09J7/28—Metal sheet
    • 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]
    • C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C09J7/385—Acrylic polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
    • C09J2203/326—Applications of adhesives in processes or use of adhesives in the form of films or foils for bonding electronic components such as wafers, chips or semiconductors
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/50—Additional features of adhesives in the form of films or foils characterized by process specific features
    • C09J2301/502—Additional features of adhesives in the form of films or foils characterized by process specific features process for debonding adherents
    • 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
    • C09J2400/00—Presence of inorganic and organic materials
    • C09J2400/10—Presence of inorganic materials
    • C09J2400/16—Metal
    • C09J2400/166—Metal in the pretreated surface to be joined
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2433/00—Presence of (meth)acrylic polymer

Definitions

  • the present invention relates to a pressure-sensitive adhesive composition, a pressure-sensitive adhesive sheet containing a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition, and a bonded body between the pressure-sensitive adhesive sheet and an adherend.
  • a double-sided adhesive sheet having a certain adhesive force and a certain peelability may be used for joining members in an electronic component manufacturing process or the like. Further, with the miniaturization of electronic devices, an adhesive sheet having a certain adhesive force and a certain peelability may be used for mounting and fixing of fine parts by transfer.
  • Patent Documents 1 to 3 As a double-sided pressure-sensitive adhesive sheet that realizes the above adhesive strength and peelability, an ionic liquid consisting of cations and anions is used as a component forming the pressure-sensitive adhesive composition, and the pressure-sensitive adhesive sheet is peeled off by applying a voltage to the pressure-sensitive adhesive layer.
  • Electrical peeling type adhesive sheet is known (Patent Documents 1 to 3).
  • Patent Documents 1 to 3 When a voltage is applied, the cation of the ionic liquid moves on the cathode side to cause reduction, and the anion of the ionic liquid moves on the anode side to cause oxidation, resulting in an adhesive interface. It is considered that the adhesive strength of the ion is weakened and it becomes easy to peel off.
  • the electro-peelable adhesive sheet firmly joins the members when no voltage is applied and can be peeled off with a small force when a voltage is applied.
  • the conventional electro-peelable pressure-sensitive adhesive sheet using an ionic liquid if the adhesive force after the voltage is applied is lowered, the initial adhesive force when the voltage is not applied cannot be sufficiently obtained, and the initial adhesive force when the voltage is not applied cannot be sufficiently obtained. There is a problem that when the adhesive force is increased, the adhesive force after applying a voltage does not sufficiently decrease.
  • the present invention has been completed in view of the above, and is a pressure-sensitive adhesive composition capable of forming a pressure-sensitive adhesive layer which has excellent adhesive strength when no voltage is applied and whose adhesive strength is sufficiently lowered by application of a voltage. It is an object of the present invention to provide a pressure-sensitive adhesive sheet having a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition.
  • the present inventors have found that the above problems in the prior art can be solved by blending an orientation material in the pressure-sensitive adhesive composition, and the present invention has been developed. It came to be completed. That is, the present invention is as follows.
  • a pressure-sensitive adhesive composition containing a polymer, an ionic liquid, and an orientation material [2] The pressure-sensitive adhesive composition according to [1], wherein the pressure-sensitive adhesive layer formed by the pressure-sensitive adhesive composition is attached to an adherend and cleaved and peeled off from the adherend by applying a voltage of 10 V for 10 seconds. .. [3] The pressure-sensitive adhesive composition according to [2], wherein the cleavage peeling is natural peeling. [4] The pressure-sensitive adhesive composition according to any one of [1] to [3], which contains 4 parts by mass or more of the ionic liquid with respect to 100 parts by mass of the polymer.
  • a pressure-sensitive adhesive sheet comprising a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition according to any one of [1] to [8].
  • a bonded body comprising an adherend having a metal adherend surface and the adhesive sheet according to [9], wherein an adhesive layer of the adhesive sheet is bonded to the metal adherent surface.
  • the pressure-sensitive adhesive composition of the present invention has excellent adhesive strength when no voltage is applied, and can form a pressure-sensitive adhesive layer whose adhesive strength is sufficiently lowered by the application of voltage.
  • the pressure-sensitive adhesive composition according to the embodiment of the present invention is a pressure-sensitive adhesive composition containing a polymer, an ionic liquid, and an orientation material.
  • the pressure-sensitive adhesive layer formed by the pressure-sensitive adhesive composition according to the embodiment of the present invention has an excellent adhesive force (initial adhesive force) when no voltage is applied, and the adhesive force is sufficiently lowered by the application of a voltage. It can also be used in the manufacturing process of electronic devices and the like. Further, since the adhesive force is sufficiently reduced by applying a voltage, it is possible to peel off the cleavage. Further, it is preferable that the pressure-sensitive adhesive layer formed by the pressure-sensitive adhesive composition is attached to an adherend and cleaved and peeled off from the adherend by applying a voltage of 10 V for 10 seconds.
  • cleavage peeling means peeling along the interface between the pressure-sensitive adhesive layer and the adherend. Cleavage peeling makes it possible to easily peel off the entire interface between the pressure-sensitive adhesive layer and the adherend, and there is no need to apply a large stress to a part of the interface between the pressure-sensitive adhesive layer and the adherend by peel peeling or the like. There are advantages such as not deforming the adherend.
  • the cleavage peeling may or may not be natural peeling, but it is preferably natural peeling.
  • natural peeling means peeling (cleavage) along the interface between the adherend and the adhesive layer, and spontaneously peeling without applying stress to a part of the interface between the adhesive layer and the adherend. To say.
  • the pressure-sensitive adhesive composition according to the embodiment of the present invention contains a polymer, an ionic liquid, and an orientation material. Since the pressure-sensitive adhesive composition contains the polymer, the ionic liquid, and the orientation material, it has excellent adhesive strength when no voltage is applied, and the adhesive strength is sufficiently lowered by the application of voltage. It is considered that this is because the orientation material is dielectrically polarized by applying a voltage, so that the mobility of the ionic liquid is increased.
  • the pressure-sensitive adhesive layer formed by the pressure-sensitive adhesive composition according to the embodiment of the present invention has excellent adhesive strength when no voltage is applied, and when a voltage is applied, the adhesive strength is sufficiently reduced and peeling can be performed.
  • the pressure-sensitive adhesive composition has properties and is suitable as a pressure-sensitive adhesive composition for electro-peeling. Hereinafter, these pressure-sensitive adhesive compositions will be described.
  • the adhesive force when no voltage is applied may be referred to as “initial adhesive force”.
  • the property that the adhesive force is lowered by applying a voltage is called “electric peeling property”, and the large rate of decrease in the adhesive force by applying a voltage is sometimes called “excellent in electric peeling property”.
  • the pressure-sensitive adhesive composition according to the embodiment of the present invention contains a polymer.
  • the polymer is not particularly limited as long as it is a general organic polymer compound, and is, for example, a polymer or a partial polymer of a monomer.
  • the monomer may be one kind of monomer or a mixture of two or more kinds of monomers.
  • the partial polymer means a polymer in which at least a part of the monomer or the monomer mixture is partially polymerized.
  • the polymer in the embodiment of the present invention is usually used as a pressure-sensitive adhesive and is not particularly limited as long as it has adhesiveness.
  • an acrylic polymer for example, an acrylic polymer, a rubber-based polymer, a vinyl alkyl ether-based polymer, a silicone-based polymer, and a polyester.
  • acrylic polymer for example, an acrylic polymer, a rubber-based polymer, a vinyl alkyl ether-based polymer, a silicone-based polymer, and a polyester.
  • These include based polymers, polyamide-based polymers, urethane-based polymers, fluorine-based polymers, and epoxy-based polymers.
  • the polymers can be used alone or in combination of two or more.
  • the polymer in the embodiment preferably contains at least one selected from the group consisting of polyester-based polymers, urethane-based polymers, and acrylic-based polymers.
  • the acrylic polymer preferably contains a unit derived from a polar group-containing monomer having a carboxyl group, an alkoxy group, a hydroxyl group and / or an amide bond.
  • polyester-based polymers and urethane-based polymers have hydroxyl groups that are easily polarized at the ends, acrylic polymers having carboxyl groups, alkoxy groups, hydroxyl groups and / or amide bonds have carboxyl groups, alkoxy groups, hydroxyl groups and / Or because the amide bond is easily polarized, by using these polymers, a polymer that has excellent adhesive strength when no voltage is applied and can be used as an adhesive layer whose adhesive strength is sufficiently reduced by the application of voltage can be obtained. Obtainable.
  • the total content of the polyester-based polymer, urethane-based polymer, and acrylic-based polymer in the polymer of the present embodiment is preferably 60% by mass or more, and more preferably 80% by mass or more.
  • the polymer in the present embodiment is preferably an acrylic polymer. That is, the pressure-sensitive adhesive composition according to the embodiment of the present invention is preferably an acrylic pressure-sensitive adhesive composition containing an acrylic polymer as a polymer.
  • Examples of the (meth) acrylic acid alkyl ester having an alkyl group having 1 to 14 carbon atoms include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, isopropyl (meth) acrylate, and n-butyl ( Meta) acrylate, sec-butyl (meth) acrylate, 1,3-dimethylbutyl acrylate, pentyl (meth) acrylate, isopentyl (meth) acrylate, hexyl (meth) acrylate, 2-ethylbutyl (meth) acrylate, heptyl (meth) ) Acrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, n-nonyl (meth) acrylate, isononyl (
  • n-butyl acrylate, 2-ethylhexyl acrylate, and isononyl acrylate are preferable.
  • the (meth) acrylic acid alkyl ester having an alkyl group having 1 to 14 carbon atoms can be used alone or in combination of two or more.
  • the ratio of the (meth) acrylic acid alkyl ester having an alkyl group having 1 to 14 carbon atoms to the total monomer component (100% by mass) constituting the acrylic polymer is not particularly limited, but is preferably 70% by mass or more, more preferably. Is 80% by mass or more, more preferably 85% by mass or more.
  • the proportion of the (meth) acrylic acid alkyl ester having an alkyl group having 1 to 14 carbon atoms is 70% by mass or more, it becomes easy to obtain a large initial adhesive force.
  • the acrylic polymer in addition to the monomer unit derived from the (meth) acrylic acid alkyl ester having an alkyl group having 1 to 14 carbon atoms for the purpose of modifying the cohesiveness, heat resistance, crosslinkability, etc. It preferably contains a monomer unit derived from a copolymerizable polar group-containing monomer.
  • the monomer unit can impart a cross-linking point and is suitable for obtaining a large initial adhesive force.
  • Examples of the polar group-containing monomer include a carboxyl group-containing monomer, an alkoxy group-containing monomer, a hydroxyl group-containing monomer, a cyano group-containing monomer, a vinyl group-containing monomer, an aromatic vinyl monomer, an amide group-containing monomer, an imide group-containing monomer, and an amino.
  • Examples thereof include group-containing monomers, epoxy group-containing monomers, vinyl ether monomers, N-acryloylmorpholine, sulfo group-containing monomers, phosphate group-containing monomers, and acid anhydride group-containing monomers.
  • a carboxyl group-containing monomer, an alkoxy group-containing monomer, a hydroxyl group-containing monomer, and an amide group-containing monomer are preferable, and a carboxyl group-containing monomer is particularly preferable, from the viewpoint of excellent cohesiveness.
  • Carboxyl group-containing monomers are particularly suitable for obtaining a large initial adhesive force.
  • the polar group-containing monomer can be used alone or in combination of two or more.
  • carboxyl group-containing monomer examples include acrylic acid, methacrylic acid, carboxyethyl (meth) acrylate, carboxypentyl (meth) acrylate, itaconic acid, maleic acid, fumaric acid, crotonic acid, and isocrotonic acid. Acrylic acid is particularly preferable.
  • the carboxyl group-containing monomer can be used alone or in combination of two or more.
  • alkoxy group-containing monomer examples include a methoxy group-containing monomer and an ethoxy group-containing monomer.
  • methoxy group-containing monomer examples include 2-methoxyethyl acrylate.
  • hydroxyl group-containing monomer examples include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 6-hydroxyhexyl (meth) acrylate, and 8-hydroxyoctyl ( Meta) acrylate, 10-hydroxydecyl (meth) acrylate, 12-hydroxylauryl (meth) acrylate, (4-hydroxymethylcyclohexyl) methyl (meth) acrylate, N-methylol (meth) acrylamide, vinyl alcohol, allyl alcohol , 2-Hydroxyethyl vinyl ether, 4-hydroxybutyl vinyl ether, diethylene glycol monovinyl ether and the like.
  • 2-hydroxyethyl (meth) acrylate and 4-hydroxybutyl (meth) acrylate are preferable.
  • the hydroxyl group-containing monomer can be used alone or in combination of two or more.
  • amide group-containing monomer examples include acrylamide, methacrylamide, N-vinylpyrrolidone, N, N-dimethylacrylamide, N, N-dimethylmethacrylamide, N, N-diethylacrylamide, N, N-diethylmethacrylate, and N. , N'-methylenebisacrylamide, N, N-dimethylaminopropylacrylamide, N, N-dimethylaminopropylmethacrylamide, diacetoneacrylamide and the like.
  • the amide group-containing monomer can be used alone or in combination of two or more.
  • Examples of the cyano group-containing monomer include acrylonitrile and methacrylonitrile.
  • vinyl group-containing monomer examples include vinyl esters such as vinyl acetate, vinyl propionate, and vinyl laurate, and vinyl acetate is particularly preferable.
  • aromatic vinyl monomer examples include styrene, chlorostyrene, chloromethylstyrene, ⁇ -methylstyrene, and other substituted styrenes.
  • Examples of the imide group-containing monomer include cyclohexylmaleimide, isopropylmaleimide, N-cyclohexylmaleimide, and itaconimide.
  • amino group-containing monomer examples include aminoethyl (meth) acrylate, N, N-dimethylaminoethyl (meth) acrylate, and N, N-dimethylaminopropyl (meth) acrylate.
  • epoxy group-containing monomer examples include glycidyl (meth) acrylate, methyl glycidyl (meth) acrylate, and allyl glycidyl ether.
  • vinyl ether monomer examples include methyl vinyl ether, ethyl vinyl ether, isobutyl vinyl ether and the like.
  • the ratio of the polar group-containing monomer to the total monomer component (100% by mass) constituting the acrylic polymer is preferably 0.1% by mass or more and 35% by mass or less.
  • the upper limit of the proportion of the polar group-containing monomer is more preferably 25% by mass, further preferably 20% by mass, and the lower limit is more preferably 0.5% by mass, further preferably 1% by mass. , Particularly preferably 2% by mass.
  • the ratio of the polar group-containing monomer is 35% by mass or less, it becomes easy to prevent the pressure-sensitive adhesive layer from being excessively adhered to the adherend and undergoing heavy peeling. In particular, when it is 2% by mass or more and 20% by mass or less, it becomes easy to achieve both the peelability to the adherend and the adhesion between the pressure-sensitive adhesive layer and another layer.
  • a polyfunctional monomer may be contained in order to introduce a crosslinked structure into the acrylic polymer and facilitate the acquisition of the required cohesive force.
  • polyfunctional monomer examples include ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, tetraethylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, and 1,6-hexanediol di (1,6-hexanediol di (meth) acrylate.
  • examples thereof include meth) acrylate, trimethylolpropane tri (meth) acrylate, pentaerythritol tri (meth) acrylate, dipentaerythritol hexa (meth) acrylate, divinylbenzene, and N, N'-methylenebisacrylamide.
  • the polyfunctional monomer can be used alone or in combination of two or more.
  • the content of the polyfunctional monomer with respect to all the monomer components (100% by mass) constituting the acrylic polymer is preferably 0.1% by mass or more and 15% by mass or less.
  • the upper limit of the content of the polyfunctional monomer is more preferably 10% by mass, and the lower limit is more preferably 3% by mass.
  • the content of the polyfunctional monomer is 0.1% by mass or more, the flexibility and adhesiveness of the pressure-sensitive adhesive layer are likely to be improved, which is preferable.
  • the content of the polyfunctional monomer is 15% by mass or less, the cohesive force does not become too high, and it becomes easy to obtain an appropriate adhesiveness.
  • Polyester-based polymers typically include polyvalent carboxylic acids such as dicarboxylic acids and their derivatives (hereinafter also referred to as “polyvalent carboxylic acid monomers”) and polyhydric alcohols such as diols and their derivatives (hereinafter “polyhydric alcohol monomers”). ”) Is a polymer having a condensed structure.
  • the polyvalent carboxylic acid monomer is not particularly limited, but for example, adipic acid, azelaic acid, dimer acid, sebacic acid, 1,4-cyclohexanedicarboxylic acid, 1,3-cyclohexanedicarboxylic acid, 1,2-cyclohexanedicarboxylic acid, 4-Methyl-1,2-cyclohexanedicarboxylic acid, dodecenyl anhydride succinic acid, fumaric acid, succinic acid, dodecanedioic acid, hexahydrophthalic anhydride, tetrahydrophthalic anhydride, etc., maleic acid, maleic anhydride, itaconic acid, citraconic acid , And derivatives thereof and the like can be used.
  • the polyvalent carboxylic acid monomer can be used alone or in combination of two or more.
  • the polyhydric alcohol monomer is not particularly limited, and is, for example, ethylene glycol, 1,2-propylene glycol, 1,3-propanediol, 2-methyl-1,3-propanediol, 1,2-butanediol.
  • Derivatives of The polyhydric alcohol monomer can be used alone or in combination of two or more.
  • the polymer of the present embodiment may contain an ionic polymer.
  • An ionic polymer is a polymer having an ionic functional group.
  • the electroleapability is improved.
  • the content of the ionic polymer is preferably 0.05 parts by mass or more and 2 parts by mass or less with respect to 100 parts by mass of the polymer.
  • the polymer can be obtained by (co) polymerizing the monomer components.
  • the polymerization method is not particularly limited, and examples thereof include solution polymerization, emulsion polymerization, bulk polymerization, suspension polymerization, and photopolymerization (active energy ray polymerization).
  • the solution polymerization method is preferable from the viewpoint of cost and productivity.
  • the polymer may be any of a random copolymer, a block copolymer, an alternating copolymer, a graft copolymer and the like.
  • the solution polymerization method is not particularly limited, and examples thereof include a method in which a monomer component, a polymerization initiator and the like are dissolved in a solvent and heated to polymerize to obtain a polymer solution containing a polymer.
  • solvent used in the solution polymerization method
  • various general solvents can be used.
  • a solvent include aromatic hydrocarbons such as toluene, benzene, and xylene; esters such as ethyl acetate and n-butyl acetate; n-hexane, n-heptane, and the like.
  • examples thereof include aliphatic hydrocarbons; alicyclic hydrocarbons such as cyclohexane and methylcyclohexane; organic solvents such as ketones such as methyl ethyl ketone and methyl isobutyl ketone.
  • the solvent can be used alone or in combination of two or more.
  • the amount of the solvent used is not particularly limited, but is preferably 10 parts by mass or more and 1000 parts by mass or less with respect to all the monomer components (100 parts by mass) constituting the polymer.
  • the upper limit of the amount of the solvent used is more preferably 500 parts by mass, and the lower limit is more preferably 50 parts by mass.
  • the polymerization initiator used in the solution polymerization method is not particularly limited, and examples thereof include peroxide-based polymerization initiators and azo-based polymerization initiators.
  • the peroxide-based polymerization initiator is not particularly limited, and examples thereof include peroxycarbonate, ketone peroxide, peroxyketal, hydroperoxide, dialkyl peroxide, diacyl peroxide, and peroxy ester, and more specific examples thereof.
  • the azo-based polymerization initiator is not particularly limited, but is 2,2'-azobisisobutyronitrile, 2,2'-azobis-2-methylbutyronitrile, and 2,2'-azobis (2,4-azobis). Dimethylvaleronitrile), 2,2'-azobis (2-methylpropionic acid) dimethyl, 2,2'-azobis (4-methoxy-2,4-dimethylvaleronitrile), 1,1'-azobis (cyclohexane-1) -Carbonitrile), 2,2'-azobis (2,4,4-trimethylpentane), 4,4'-azobis-4-cyanovalerian acid, 2,2'-azobis (2-amidinopropane) dihydrochloride, 2,2'-azobis [2- (5-methyl-2-imidazolin-2-yl) propane] dihydrochloride, 2,2'-azobis (2-methylpropionamidine) disulfate, 2,2'-azobis Examples thereof include (N, N'-dimethyleneiso
  • the amount of the polymerization initiator used is not particularly limited, but is preferably 0.01 parts by mass or more and 5 parts by mass or less with respect to all the monomer components (100 parts by mass) constituting the polymer.
  • the upper limit of the amount of the polymerization initiator used is more preferably 3 parts by mass, and the lower limit is more preferably 0.05 parts by mass.
  • the heating temperature at the time of heating and polymerizing by the solution polymerization method is not particularly limited, but is, for example, 50 ° C. or higher and 80 ° C. or lower.
  • the heating time is not particularly limited, but is, for example, 1 hour or more and 24 hours or less.
  • the weight average molecular weight of the polymer is not particularly limited, but is preferably 100,000 or more and 5 million or less.
  • the upper limit of the weight average molecular weight is more preferably 4 million, further preferably 3 million, and the lower limit is more preferably 200,000, still more preferably 300,000. When the weight average molecular weight is 105 million or less, sufficient adhesive strength can be obtained.
  • the weight average molecular weight was obtained by measuring by a gel permeation chromatography (GPC) method. More specifically, for example, as a GPC measuring device, the trade name "HLC-8220 GPC” (manufactured by Tosoh Corporation). It can be measured under the following conditions and calculated by the standard polystyrene conversion value.
  • GPC gel permeation chromatography
  • the glass transition temperature (Tg) of the polymer is not particularly limited, but is preferably 0 ° C. or lower because it can suppress a decrease in the initial adhesive force, more preferably -10 ° C. or lower, and further preferably -20 ° C. or lower. Is. Further, when the temperature is ⁇ 40 ° C. or lower, the rate of decrease in the adhesive force due to voltage application is particularly large, which is particularly preferable, and most preferably ⁇ 50 ° C. or lower.
  • the above formula (Y) is a calculation formula when the polymer is composed of n kinds of monomer components of monomer 1, monomer 2, ..., Monomer n.
  • the glass transition temperature at the time of forming the homopolymer means the glass transition temperature of the homopolymer of the monomer, and only a certain monomer (sometimes referred to as "monomer X") is formed as a monomer component. It means the glass transition temperature (Tg) of the polymer. Specifically, the numerical values are listed in "Polymer Handbook” (3rd edition, John Wiley & Sons, Inc., 1989). The glass transition temperature (Tg) of the homopolymer not described in the document refers to, for example, a value obtained by the following measuring method.
  • this homopolymer solution is cast-coated on a release liner and dried to prepare a test sample (sheet-shaped homopolymer) having a thickness of about 2 mm. Then, about 1 to 2 mg of this test sample is weighed in an aluminum open cell, and a temperature-modulated DSC (trade name "Q-2000" manufactured by TA Instruments Co., Ltd.) is used to create a nitrogen atmosphere of 50 ml / min. At a heating rate of 5 ° C./min, the homopolymer's Reversing Heat Flow (specific heat component) behavior is obtained.
  • a temperature-modulated DSC trade name "Q-2000” manufactured by TA Instruments Co., Ltd.
  • the content of the polymer in the pressure-sensitive adhesive composition of the present embodiment is preferably 50% by mass or more and 99.9% by mass or less with respect to the total amount (100% by mass) of the pressure-sensitive adhesive composition, and the upper limit is more preferably 99. It is 5% by mass, more preferably 99% by mass, and the lower limit is more preferably 60% by mass, still more preferably 70% by mass.
  • the ionic liquid in the present embodiment is not particularly limited as long as it is a molten salt (normal temperature molten salt) that is composed of a pair of anions and cations and is liquid at 25 ° C. Examples of anions and cations will be given below. Among the ionic substances obtained by combining these, those that are liquid at 25 ° C are ionic liquids, and those that are solid at 25 ° C are not ionic liquids and will be described later. Is an ionic solid.
  • molten salt normal temperature molten salt
  • Anions of ionic liquids are, for example, (FSO 2) 2 N - , (CF 3 SO 2) 2 N -, (CF 3 CF 2 SO 2) 2 N -, (CF 3 SO 2) 3 C -, Br - , AlCl 4 -, Al 2 Cl 7 -, NO 3 -, BF 4 -, PF 6 -, CH 3 COO -, CF 3 COO -, CF 3 CF 2 CF 2 COO -, CF 3 SO 3 -, CF 3 (CF 2) 3 SO 3 - , AsF 6 -, SbF 6 -, and F (HF) n -, and the like.
  • (FSO 2) 2 N - of [bis (trifluoromethanesulfonyl) imide anion sulfonylimide compounds such as - [bis (fluorosulfonyl) imide anion, and (CF 3 SO 2) 2 N Anions are preferred because they are chemically stable and suitable for improving electroleapability.
  • nitrogen-containing onium, sulfur-containing onium, and phosphorus-containing onium cations are preferable because they are chemically stable and suitable for improving electroleapability, and are imidazolium-based and ammonium-based. , Pyrolidinium-based, and pyridinium-based cations are more preferred.
  • imidazolium-based cation examples include 1-methylimidazolium cation, 1-ethyl-3-methylimidazolium cation, 1-propyl-3-methylimidazolium cation, 1-butyl-3-methylimidazolium cation, 1 -Pentyl-3-methylimidazolium cation, 1-hexyl-3-methylimidazolium cation, 1-heptyl-3-methylimidazolium cation, 1-octyl-3-methylimidazolium cation, 1-nonyl-3- Methyl imidazolium cation, 1-undecyl-3-methyl imidazolium cation, 1-dodecyl-3-methyl imidazolium cation, 1-tridecyl-3-methyl imidazolium cation, 1-tetradecyl-3-methyl imidazolium cation, 1 -Pentadecyl-3-methylimidazol
  • pyridinium cations include 1-butylpyridinium cation, 1-hexylpyridinium cation, 1-butyl-3-methylpyridinium cation, 1-butyl-4-methylpyridinium cation, and 1-octyl-4-methylpyridinium cation. And so on.
  • Examples of the pyrrolidinium cation include 1-ethyl-1-methylpyrrolidinium cation and 1-butyl-1-methylpyrrolidinium cation.
  • ammonium-based cations include tetraethylammonium cations, tetrabutylammonium cations, methyltrioctylammonium cations, tetradecitrihexylammonium cations, glycidyltrimethylammonium cations, and trimethylaminoethylacrylate cations.
  • the ionic liquid from the viewpoint of increasing the rate of decrease in the adhesive force when a voltage is applied, it is preferable to select the following cations molecular weight 160 as cation constituting, the (FSO 2) 2 N - [bis ( fluorosulfonyl) imide anion or (CF 3 SO 2) 2 N - [ bis (ionic liquid comprising a trifluoromethanesulfonyl) imide anion with the molecular weight 160 following cations are particularly preferred.
  • Examples of the cation having a molecular weight of 160 or less include 1-methylimidazolium cation, 1-ethyl-3-methylimidazolium cation, 1-propyl-3-methylimidazolium cation, 1-butyl-3-methylimidazolium cation, and the like.
  • Examples thereof include pyrrolidinium cation, 1-butyl-1-methylpyrrolidinium cation, tetraethylammonium cation, glycidyltrimethylammonium cation, trimethylaminoethylacrylate cation and the like.
  • the cation of the ionic liquid the cation represented by the following formulas (2-A) to (2-D) is also preferable.
  • R 1 in the formula (2-A) represents a hydrocarbon group having 4 to 10 carbon atoms (preferably a hydrocarbon group having 4 to 8 carbon atoms, more preferably a hydrocarbon group having 4 to 6 carbon atoms). Heteroatom may be contained, and R 2 and R 3 may contain the same or different hydrogen atoms or hydrocarbon groups having 1 to 12 carbon atoms (preferably hydrocarbon groups having 1 to 8 carbon atoms, more preferably 2 carbon atoms). It represents a hydrocarbon group of up to 6 and more preferably a hydrocarbon group of 2 to 4 carbon atoms) and may contain a hetero atom. However, when the nitrogen atom forms a double bond with the adjacent carbon atom, R 3 does not exist.
  • R 4 in the formula (2-B) represents a hydrocarbon group having 2 to 10 carbon atoms (preferably a hydrocarbon group having 2 to 8 carbon atoms, more preferably a hydrocarbon group having 2 to 6 carbon atoms). may contain a hetero atom, R 5, R 6, and R 7 are the same or different, is a hydrocarbon group (preferably a hydrogen atom or a C 1-12 hydrocarbon group having 1 to 8 carbon atoms, more preferably Represents a hydrocarbon group having 2 to 6 carbon atoms, more preferably a hydrocarbon group having 2 to 4 carbon atoms), and may contain a hetero atom.
  • R 8 in the formula (2-C) represents a hydrocarbon group having 2 to 10 carbon atoms (preferably a hydrocarbon group having 2 to 8 carbon atoms, more preferably a hydrocarbon group having 2 to 6 carbon atoms). Heteroatom may be contained, and R 9 , R 10 , and R 11 are the same or different, and are the same or different, and are hydrogen atoms or hydrocarbon groups having 1 to 16 carbon atoms (preferably hydrocarbon groups having 1 to 10 carbon atoms, more preferably. Represents a hydrocarbon group having 1 to 8 carbon atoms) and may contain a hetero atom.
  • X in the formula (2-D) represents a nitrogen, sulfur, or phosphorus atom
  • R 12 , R 13 , R 14 , and R 15 are the same or different hydrocarbon groups having 1 to 16 carbon atoms (1 to 16 carbon atoms).
  • a hydrocarbon group having 1 to 14 carbon atoms is preferable, a hydrocarbon group having 1 to 10 carbon atoms is more preferable, a hydrocarbon group having 1 to 8 carbon atoms is more preferable, and a hydrocarbon group having 1 to 6 carbon atoms is particularly preferable.
  • And may contain a heteroatom.
  • R 12 does not exist.
  • the molecular weight of the cation in the ionic liquid is, for example, 500 or less, preferably 400 or less, more preferably 300 or less, still more preferably 250 or less, particularly preferably 200 or less, and most preferably 160 or less. Moreover, it is usually 50 or more. It is considered that the cations in the ionic liquid move to the cathode side when a voltage is applied in the pressure-sensitive adhesive layer and have a property of being biased toward the interface between the pressure-sensitive adhesive layer and the adherend. In the present invention, for this reason, the adhesive force during application of a voltage is reduced with respect to the initial adhesive force, and electropeeling property occurs.
  • a cation having a small molecular weight, such as a molecular weight of 500 or less, is suitable for facilitating the movement of the cation to the cathode side in the pressure-sensitive adhesive layer and increasing the rate of decrease in the adhesive force when a voltage is applied.
  • Examples of commercially available ionic liquid products include “Elexel AS-210”, “Elexel AS-110”, “Elexel MP-442”, “Elexel IL-210”, and “Elexel MP-” manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd. "471", “Elexel MP-456”, “Elexel AS-804", "HMI-FSI” manufactured by Mitsubishi Materials Co., Ltd., "CIL-312” manufactured by Japan Carlit Co., Ltd., “CIL-313", etc. Be done.
  • the ionic conductivity of the ionic liquid is preferably 0.1 mS / cm or more and 10 mS / cm or less.
  • the upper limit of the ionic conductivity is more preferably 5 mS / cm, further preferably 3 mS / cm, and the lower limit is more preferably 0.3 mS / cm, still more preferably 0.5 mS / cm.
  • the ionic conductivity can be measured by the AC impedance method using, for example, a 1260 frequency response analyzer manufactured by Solartron.
  • the content (blending amount) of the ionic liquid in the pressure-sensitive adhesive composition of the present embodiment is preferably 4 parts by mass or more with respect to 100 parts by mass of the polymer from the viewpoint of reducing the adhesive force during voltage application, and is 50. It is preferable that the amount is less than or equal to a mass part from the viewpoint of increasing the initial adhesive force. From the same viewpoint, it is more preferably 40 parts by mass or less, further preferably 30 parts by mass or less, particularly preferably 25 parts by mass or less, and most preferably 20 parts by mass or less. Further, it is more preferably 8 parts by mass or more, further preferably 10 parts by mass or more, particularly preferably 12 parts by mass or more, and most preferably 15 parts by mass or more.
  • the pressure-sensitive adhesive composition according to an embodiment of the present invention contains an orientation material in addition to a polymer and an ionic liquid.
  • the orientation material is a material that is dielectrically polarized by an electric field and easily oriented in a specific direction. Examples of the orientation material used in the embodiment of the present invention include a liquid crystal monomer and a liquid crystal polymer, and a liquid crystal monomer is preferable.
  • thermotropic property is preferable from the viewpoint of workability, for example, an acryloyl group, a vinyl group, an epoxy group or the like.
  • a thermotropic property is preferable from the viewpoint of workability, for example, an acryloyl group, a vinyl group, an epoxy group or the like.
  • examples thereof include those having a basic skeleton such as a biphenyl derivative into which a functional group has been introduced, a phenylbenzoate derivative, a stilben derivative, and a bicyclohexyl derivative.
  • Such a liquid crystal monomer is oriented by an appropriately known method such as a method using heat or light, a method of adding an orientation aid, and then light, heat, and electrons while maintaining this orientation.
  • a method of fixing the orientation by cross-linking and polymerizing with a wire or the like is preferably used.
  • the liquid crystal monomer has a property of expressing ionic conductivity and may be non-polymerizable. In other words, the liquid crystal monomer does not have to have a polymerizable functional group and does not have a polymerizable functional group. It may be.
  • the liquid crystal molecule is a low molecular weight liquid crystal compound having a molecular weight of less than 10,000, preferably 1000 or less.
  • the liquid crystal monomer is not limited to one that exhibits liquid crystallinity at room temperature (25 ° C.), and a molecule that exhibits liquid crystallinity at a higher temperature can be used. Even if a molecule does not exhibit liquid crystallinity unless it has a temperature exceeding 40 ° C. by itself, the lower limit of the temperature at which liquid crystallinity is exhibited may be lowered to 40 ° C. or lower by mixing with other liquid crystalline molecules.
  • liquid crystal monomer exhibiting liquidity at 40 ° C. or lower examples include cyano such as 4'-pentylbiphenyl-4-carbonitrile, 4'-hexylbiphenyl-4-carbonitrile, and 4'-heptylbiphenyl-4-carbonitrile.
  • Biphenyl-based liquid crystal such as 4-butylbenzoic acid-4-cyanophenyl, 5-n-heptyl-2- [4- (n-hexyloxy) phenyl] pyrimidin, 5-n-octyl-2 -[4- (N-octyloxy) phenyl] Pyrimidine-based liquid crystal such as pyrimidine, 1- (4-ethylphenyl) -2- (4-methoxyphenyl) acetylene, 1- (4-n-butylphenyl) -2 Examples include, but are not limited to, trans-based liquid crystals such as-(4-methoxyphenyl) acetylene.
  • the liquid crystal molecules exemplified above are all non-polymerizable liquid crystal molecules.
  • the liquid crystal molecule is not limited to two types, and three or more types may be blended.
  • liquid crystal polymer examples include various types of main chain type and side chain type in which a conjugate linear atomic group (mesogen) that imparts liquid crystal orientation is introduced into the main chain or side chain of the polymer. Be done.
  • main chain type liquid crystal polymer examples include a nematically oriented polyester liquid crystal polymer, a discotic polymer, a cholesteric polymer, and the like having a structure in which a mesogen group is bonded at a spacer portion that imparts flexibility. ..
  • polysiloxane, polyacrylate, polymethacrylate or polymalonate is used as the main chain skeleton, and a paranematic orientation-imparting para is provided via a spacer portion composed of a conjugate atomic group as a side chain.
  • a paranematic orientation-imparting para is provided via a spacer portion composed of a conjugate atomic group as a side chain.
  • examples thereof include those having a mesogen moiety composed of a substituted cyclic compound unit.
  • the content (blending amount) of the orientation material in the pressure-sensitive adhesive composition of the present embodiment is 0.05 parts by mass or more with respect to 100 parts by mass of the polymer from the viewpoint of reducing the adhesive force during voltage application. It is preferably 30 parts by mass or less from the viewpoint of increasing the initial adhesive force. From the same viewpoint, it is more preferably 20 parts by mass or less, further preferably 10 parts by mass or less, particularly preferably 8 parts by mass or less, and most preferably 5 parts by mass or less. Further, it is more preferably 0.1 part by mass or more, further preferably 0.5 part by mass or more, particularly preferably 1 part by mass or more, and most preferably 1.5 part by mass or more. preferable.
  • the pressure-sensitive adhesive composition of the present embodiment contains components other than the polymer, the ionic liquid, and the orientation material (hereinafter, may be referred to as "other components") as long as the effects of the present invention are not impaired. May be contained alone or in combination of two or more. Hereinafter, other components that may be contained in the pressure-sensitive adhesive composition of the present embodiment will be described.
  • the pressure-sensitive adhesive composition of the present embodiment imparts excellent adhesive force (initial adhesive force) when no voltage is applied, and even if it contains an ionic additive for the purpose of sufficiently reducing the adhesive force by applying a voltage. good.
  • an ionic additive for example, an ionic solid can be used.
  • An ionic solid is an ionic substance that is solid at 25 ° C.
  • the ionic solid is not particularly limited, and for example, among the ionic substances obtained by combining the anion and the cation exemplified in the above-mentioned description column of the ionic liquid, a solid can be used.
  • the content of the ionic solid is preferably 0.5 parts by mass or more, more preferably 1 part by mass or more, and 10 parts by mass with respect to 100 parts by mass of the polymer. It is preferably parts or less, more preferably 5 parts by mass or less, and even more preferably 2.5 parts by mass or less.
  • the pressure-sensitive adhesive composition of the present embodiment may contain a cross-linking agent, if necessary, for the purpose of improving creepability and shearing property by cross-linking the polymer.
  • a cross-linking agent examples include isocyanate-based cross-linking agents, carbodiimide-based cross-linking agents, epoxy-based cross-linking agents, melamine-based cross-linking agents, peroxide-based cross-linking agents, urea-based cross-linking agents, metal alkoxide-based cross-linking agents, and metal chelate-based cross-linking agents.
  • Examples thereof include agents, metal salt-based cross-linking agents, oxazoline-based cross-linking agents, aziridine-based cross-linking agents, and amine-based cross-linking agents.
  • Examples of the isocyanate-based cross-linking agent include toluene diisocyanate and methylene bisphenyl isocyanate.
  • Examples of the epoxy-based cross-linking agent include N, N, N', N'-tetraglycidyl-m-xylenediol, diglycidyl aniline, 1,3-bis (N, N-diglycidylaminomethyl) cyclohexane and 1, 6-Hexanediol diglycidyl ether and the like can be mentioned.
  • the content is preferably 0.1 part by mass or more, more preferably 0.7 part by mass or more, preferably 50 parts by mass or less, and 10 parts by mass with respect to 100 parts by mass of the polymer.
  • the following is more preferable, and 3 parts by mass or less is further preferable.
  • the cross-linking agent can be used alone or in combination of two or more.
  • the pressure-sensitive adhesive composition of the present embodiment may contain polyethylene glycol or tetraethylene glycol dimethyl ether, if necessary, for the purpose of assisting the movement of the ionic liquid when a voltage is applied.
  • polyethylene glycol and tetraethylene glycol dimethyl ether those having a number average molecular weight of 100 to 6000 can be used.
  • the content is preferably 0.1 part by mass or more, more preferably 0.5 part by mass or more, further preferably 1 part by mass or more, and 30 parts by mass with respect to 100 parts by mass of the polymer. It is preferably parts by mass or less, more preferably 20 parts by mass or less, and even more preferably 15 parts by mass or less.
  • the pressure-sensitive adhesive composition of the present embodiment may contain a conductive filler, if necessary, for the purpose of imparting conductivity to the pressure-sensitive adhesive composition.
  • the conductive filler is not particularly limited, and a general known or commonly used conductive filler can be used. For example, graphite, carbon black, carbon fiber, metal powder such as silver or copper can be used. ..
  • the content is preferably 0.1 part by mass or more and 200 parts by mass or less with respect to 100 parts by mass of the polymer.
  • the pressure-sensitive adhesive composition of the present embodiment may contain a corrosion inhibitor, if necessary, for the purpose of suppressing corrosion of the metal adherend.
  • the corrosion inhibitor is not particularly limited, and a general known or commonly used corrosion inhibitor can be used.
  • a carbodiimide compound, an adsorption type inhibitor, a chelate-forming metal inactivating agent and the like can be used.
  • the carbodiimide compound include 1- [3- (dimethylamino) propyl] -3-ethylcarbodiimide, 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide, N, N'-dicyclohexylcarbodiimide, N, N.
  • the adsorption type inhibitor examples include alkylamines, carboxylic acid salts, carboxylic acid derivatives, and alkyl phosphates.
  • the adsorption type inhibitor can be used alone or in combination of two or more.
  • the content is preferably 0.01 part by mass or more and 20 parts by mass or less with respect to 100 parts by mass of the polymer.
  • the pressure-sensitive adhesive composition of the present embodiment contains a carboxylate as an adsorption type inhibitor, the content is preferably 0.01 part by mass or more and 10 parts by mass or less with respect to 100 parts by mass of the polymer.
  • the content is preferably 0.01 part by mass or more and 10 parts by mass or less with respect to 100 parts by mass of the polymer.
  • the pressure-sensitive adhesive composition of the present embodiment contains an alkyl phosphate as an adsorption type inhibitor, the content is preferably 0.01 part by mass or more and 10 parts by mass or less with respect to 100 parts by mass of the polymer.
  • the chelate-forming metal inactivating agent for example, a triazole group-containing compound or a benzotriazole group-containing compound can be used. These are preferable because they have a high effect of inactivating the surface of a metal such as aluminum and do not easily affect the adhesiveness even if they are contained in the adhesive component.
  • the chelate-forming metal inactivating agent can be used alone or in combination of two or more.
  • the content is preferably 0.01 part by mass or more and 20 parts by mass or less with respect to 100 parts by mass of the polymer.
  • the total content (blending amount) of the corrosion inhibitor is preferably 0.01 parts by mass or more and 30 parts by mass or less with respect to 100 parts by mass of the polymer.
  • the pressure-sensitive adhesive composition of the present embodiment also includes a filler, a plasticizer, an antistatic agent, an antioxidant, a pigment (dye), a flame retardant, a solvent, a surfactant (leveling agent), a rust preventive, and an adhesive. It may contain various additives such as an imparting resin and an antistatic agent.
  • the total content of these components is not particularly limited as long as the effects of the present invention are exhibited, but is preferably 0.01 parts by mass or more and 20 parts by mass or less, and more preferably 10 parts by mass or less with respect to 100 parts by mass of the polymer. , More preferably 5 parts by mass or less.
  • the filler examples include silica, iron oxide, zinc oxide, aluminum oxide, titanium oxide, barium oxide, magnesium oxide, calcium carbonate, magnesium carbonate, zinc carbonate, wax stone clay, kaolin clay, and fired clay.
  • the plasticizer a known and commonly used plasticizer used in a general resin composition or the like can be used, and for example, paraffin oil, oil such as process oil, liquid polyisoprene, liquid polybutadiene, liquid ethylene-propylene rubber and the like.
  • DOP dioctylphthalate
  • DBP dibutylphthalate
  • DINA diisononyl adipate
  • isodecyl succinate and the like can be used.
  • Examples of the anti-aging agent include hindered phenolic compounds, aliphatic and aromatic hindered amine compounds and the like.
  • Examples of the antioxidant include butylhydroxytoluene (BHT) and butylhydroxyanisole (BHA).
  • Examples of pigments include inorganic pigments such as titanium dioxide, zinc oxide, ultramarine, red iron oxide, lithopone, lead, cadmium, iron, cobalt, aluminum, hydrochlorides and sulfates, azo pigments, and organic pigments such as copper phthalocyanine pigments.
  • Examples of the rust preventive include zinc phosphate, tannic acid derivative, phosphoric acid ester, basic sulfonate, and various rust preventive pigments.
  • Examples of the adhesion-imparting agent include a titanium coupling agent and a zirconium coupling agent.
  • the antistatic agent generally include a quaternary ammonium salt, a hydrophilic compound such as a polyglycolic acid or an ethylene oxide derivative, and the like.
  • Examples of the pressure-sensitive adhesive resin include rosin-based pressure-sensitive adhesive resin, terpen-based pressure-sensitive adhesive resin, phenol-based pressure-sensitive adhesive resin, hydrocarbon-based pressure-sensitive adhesive resin, ketone-based pressure-sensitive adhesive resin, polyamide-based pressure-sensitive adhesive resin, and epoxy-based pressure-sensitive adhesive. Examples thereof include an imparting resin and an elastomer-based adhesive imparting resin.
  • the tackifier resin can be used alone or in combination of two or more.
  • the pressure-sensitive adhesive composition of the present invention is not particularly limited, but a polymer, an ionic liquid, an orientation material, and an additive, a cross-linking agent, polyethylene glycol, a conductive filler, and the like to be blended as necessary are appropriately stirred and mixed. It can be manufactured by doing so.
  • the pressure-sensitive adhesive sheet of the present embodiment is not particularly limited as long as it has at least one pressure-sensitive adhesive layer (hereinafter, also referred to as “electrically peelable pressure-sensitive adhesive layer”) formed from the pressure-sensitive adhesive composition of the present embodiment described above.
  • the pressure-sensitive adhesive sheet of the present embodiment may have a pressure-sensitive adhesive layer (hereinafter, may be referred to as “other pressure-sensitive adhesive layer”) that does not contain an ionic liquid other than the electro-peeling type pressure-sensitive adhesive layer.
  • the pressure-sensitive adhesive sheet of the present embodiment may have a base material, a conductive layer, a base material for energization, an intermediate layer, an undercoat layer, and the like.
  • the pressure-sensitive adhesive sheet of the present embodiment may be, for example, a roll-shaped wound form or a sheet-shaped form.
  • the "adhesive sheet” also includes the meaning of "adhesive tape”. That is, the adhesive sheet of the present embodiment may be an adhesive tape having a tape-like form.
  • the pressure-sensitive adhesive sheet of the present embodiment may be a double-sided pressure-sensitive adhesive sheet that does not have a base material and consists only of an electro-peeling type pressure-sensitive adhesive layer, that is, does not contain a base material layer (base material-less).
  • the pressure-sensitive adhesive sheet of the present embodiment may be a double-sided pressure-sensitive adhesive sheet having a base material and both sides of the base material are pressure-sensitive adhesive layers (electro-peelable pressure-sensitive adhesive layer or other pressure-sensitive adhesive layer).
  • the pressure-sensitive adhesive sheet of the present embodiment may be a single-sided pressure-sensitive adhesive sheet having a base material and having only one side of the base material as a pressure-sensitive adhesive layer (electrically peelable pressure-sensitive adhesive layer or other pressure-sensitive adhesive layer). good.
  • the pressure-sensitive adhesive sheet of the present embodiment may have a separator (release liner) for the purpose of protecting the surface of the pressure-sensitive adhesive layer, but the separator is not included in the pressure-sensitive adhesive sheet of the present embodiment.
  • the structure of the pressure-sensitive adhesive sheet of the present embodiment is not particularly limited, and preferred examples thereof include a pressure-sensitive adhesive sheet X1 shown in FIG. 1, a pressure-sensitive adhesive sheet X2 showing a laminated structure in FIG. 2, and a pressure-sensitive adhesive sheet X3 shown in FIG.
  • the pressure-sensitive adhesive sheet X1 is a base-less double-sided pressure-sensitive adhesive sheet composed of only the electro-peeling type pressure-sensitive adhesive layer 1.
  • the pressure-sensitive adhesive sheet X2 is a double-sided pressure-sensitive adhesive sheet with a base material having a layer structure of a pressure-sensitive adhesive layer 2, a current-carrying base material 5 (base material 3 and a conductive layer 4), and an electro-peeling type pressure-sensitive adhesive layer 1.
  • the pressure-sensitive adhesive sheet X3 includes a pressure-sensitive adhesive layer 2, a current-carrying base material 5 (base material 3 and a conductive layer 4), an electro-peeling type pressure-sensitive adhesive layer 1, a current-carrying base material 5 (base material 3 and a conductive layer 4), and a pressure-sensitive adhesive. It is a double-sided pressure-sensitive adhesive sheet with a base material having a layer structure of layer 2. In the current-carrying base material 5 of the pressure-sensitive adhesive sheets X2 and X3 shown in FIGS. 2 and 3, the base material 3 is not essential and may be only the conductive layer 4. Further, the pressure-sensitive adhesive sheet X2 of FIG. 2 may be a single-sided pressure-sensitive adhesive sheet on which the pressure-sensitive adhesive layer 2 is not provided.
  • the base material 3 is not particularly limited, but is a paper-based base material such as paper, a fiber-based base material such as cloth and non-woven fabric, various plastics (polyethylene resin such as polyethylene and polypropylene, polyester resin such as polyethylene terephthalate, and poly. Examples thereof include plastic base materials such as films and sheets made of acrylic resins such as methyl methacrylate, and laminates thereof.
  • the base material may have a single-layered form or may have a multi-layered form.
  • the base material may be subjected to various treatments such as back surface treatment, antistatic treatment, and undercoating treatment, if necessary.
  • the conductive layer 4 is not particularly limited as long as it is a conductive layer, but is limited to metal (for example, aluminum, magnesium, copper, iron, tin, gold, etc.) foil, metal plate (for example, aluminum, magnesium, copper, iron). , Tin, silver, etc.), a conductive polymer, or the like, or a metal vapor deposition film provided on the base material 3.
  • metal for example, aluminum, magnesium, copper, iron, tin, gold, etc.
  • metal plate for example, aluminum, magnesium, copper, iron.
  • Tin, silver, etc. a conductive polymer, or the like, or a metal vapor deposition film provided on the base material 3.
  • the current-carrying base material 5 is not particularly limited as long as it is a base material having a conductive layer (carrying electricity), and examples thereof include a base material having a metal layer formed on the surface of the base material. Examples thereof include a material in which a metal layer is formed on the surface of a material by a method such as a plating method, a chemical vapor deposition method, or a sputtering method. Examples of the metal layer include the metals exemplified above, metal plates, conductive polymers, and the like.
  • the adherends on both sides are adherends having a metal adherend surface.
  • the adherend on the electro-peeling type pressure-sensitive adhesive layer 1 side is an adherend having a metal adherend surface.
  • the metal adherend surface examples include a surface having conductivity and made of a metal mainly composed of aluminum, copper, iron, magnesium, tin, gold, silver, lead and the like, and among them, a metal containing aluminum.
  • the surface made of is preferable.
  • the adherend having a metal adherend surface examples include sheets, parts, plates and the like made of a metal containing aluminum, copper, iron, magnesium, tin, gold, silver, lead and the like as main components.
  • the adherend other than the adherend having the metal adherend surface is not particularly limited, and examples thereof include fiber sheets such as paper, cloth, and non-woven fabric, and various plastic films and sheets.
  • the thickness of the electro-peeling type pressure-sensitive adhesive layer 1 is preferably 1 ⁇ m or more and 1000 ⁇ m or less from the viewpoint of initial adhesive strength.
  • the upper limit of the thickness of the electrically peelable pressure-sensitive adhesive layer 1 is more preferably 500 ⁇ m, further preferably 100 ⁇ m, particularly preferably 30 ⁇ m, and the lower limit is more preferably 3 ⁇ m, further preferably 5 ⁇ m. , Particularly preferably 8 ⁇ m.
  • the pressure-sensitive adhesive sheet is a base-less double-sided pressure-sensitive adhesive sheet (adhesive sheet X1 shown in FIG. 1) composed of only one electro-peeling type pressure-sensitive adhesive layer
  • the thickness of the electro-peeling type pressure-sensitive adhesive layer is the thickness of the pressure-sensitive adhesive sheet. It becomes.
  • the thickness of the pressure-sensitive adhesive layer 2 is preferably 1 ⁇ m or more and 2000 ⁇ m or less from the viewpoint of adhesive strength.
  • the upper limit of the thickness of the pressure-sensitive adhesive layer 2 is more preferably 1000 ⁇ m, further preferably 500 ⁇ m, particularly preferably 100 ⁇ m, and the lower limit is more preferably 3 ⁇ m, further preferably 5 ⁇ m, and particularly preferably. Is 8 ⁇ m.
  • the thickness of the base material 3 is preferably 10 ⁇ m or more and 1000 ⁇ m or less.
  • the upper limit of the thickness is more preferably 500 ⁇ m, further preferably 300 ⁇ m, particularly preferably 100 ⁇ m, and the lower limit is more preferably 12 ⁇ m, further preferably 25 ⁇ m.
  • the thickness of the conductive layer 4 is preferably 0.001 ⁇ m or more and 1000 ⁇ m or less.
  • the upper limit of the thickness is more preferably 500 ⁇ m, further preferably 300 ⁇ m, further preferably 50 ⁇ m, further preferably 10 ⁇ m, and the lower limit is more preferably 0.01 ⁇ m, more preferably 0. It is 03 ⁇ m, more preferably 0.05 ⁇ m.
  • the thickness of the energizing base material 5 is preferably 10 ⁇ m or more and 1000 ⁇ m or less.
  • the upper limit of the thickness is more preferably 500 ⁇ m, further preferably 300 ⁇ m, particularly preferably 100 ⁇ m, and the lower limit is more preferably 12 ⁇ m, further preferably 25 ⁇ m.
  • the surface of the electrically peelable pressure-sensitive adhesive layer of the pressure-sensitive adhesive sheet of the present embodiment and other pressure-sensitive adhesive layers may be protected by a separator (release liner).
  • the separator is not particularly limited, but the surface of the base material (liner base material) such as paper or plastic film is treated with silicone, and the surface of the base material (liner base material) such as paper or plastic film is polyolefin-based. Examples thereof include a release liner laminated with a resin.
  • the thickness of the separator is not particularly limited, but is preferably 10 ⁇ m or more and 100 ⁇ m or less.
  • the thickness of the pressure-sensitive adhesive sheet of this embodiment is preferably 20 ⁇ m or more and 3000 ⁇ m or less.
  • the upper limit of the thickness is more preferably 1000 ⁇ m, further preferably 300 ⁇ m, particularly preferably 200 ⁇ m, and the lower limit is more preferably 30 ⁇ m, still more preferably 50 ⁇ m.
  • the thickness of the adhesive sheet is preferably 50 ⁇ m or more and 2000 ⁇ m or less.
  • the upper limit of the thickness is more preferably 1000 ⁇ m, further preferably 200 ⁇ m, and the lower limit is more preferably 80 ⁇ m, still more preferably 100 ⁇ m.
  • the thickness of the adhesive sheet is preferably 100 ⁇ m or more and 3000 ⁇ m or less.
  • the upper limit of the thickness is more preferably 1000 ⁇ m, further preferably 300 ⁇ m, and the lower limit is more preferably 150 ⁇ m, still more preferably 200 ⁇ m.
  • the electro-peeling type pressure-sensitive adhesive layer in the pressure-sensitive adhesive sheet of the present embodiment may be prepared by applying a solution of the pressure-sensitive adhesive composition of the present embodiment in a solvent, if necessary, onto a separator, and drying and / or curing. Can be mentioned.
  • the other pressure-sensitive adhesive layer is a method in which a solution in which a pressure-sensitive adhesive composition containing no ionic liquid, an orientation material and an additive is dissolved in a solvent, if necessary, is applied onto a separator and dried and / or cured. And so on.
  • the solvent and the separator those listed above can be used.
  • a conventional coater for example, gravure roll coater, reverse roll coater, kiss roll coater, dip roll coater, bar coater, knife coater, spray roll coater, etc.
  • a conventional coater for example, gravure roll coater, reverse roll coater, kiss roll coater, dip roll coater, bar coater, knife coater, spray roll coater, etc.
  • an electro-peeling type pressure-sensitive adhesive layer and other pressure-sensitive adhesive layers can be produced, and an electro-peeling type pressure-sensitive adhesive layer and other pressure-sensitive adhesive layers can be appropriately applied to a base material, a conductive layer, and a current-carrying base material.
  • the pressure-sensitive adhesive sheet of the present embodiment can be manufactured by laminating. Instead of the separator, a base material, a conductive layer, and a base material for energization may be used to apply the pressure-sensitive adhesive composition to produce a pressure-sensitive adhesive sheet.
  • the pressure-sensitive adhesive sheet of the present embodiment can be peeled off from the adherend by applying a voltage to the electro-peeling type pressure-sensitive adhesive layer to generate a potential difference in the thickness direction of the electro-peeling type pressure-sensitive adhesive layer.
  • the pressure-sensitive adhesive sheet X1 which has metal-coated surfaces on both sides
  • the pressure-sensitive adhesive sheet X1 can be peeled off by energizing the metal-coated surfaces on both sides and applying a voltage to the electro-peeling type pressure-sensitive adhesive layer.
  • the conductive adherend and the conductive layer 4 are energized and a voltage is applied to the electro-peelable pressure-sensitive adhesive layer. Can be peeled off. In the case of the pressure-sensitive adhesive sheet X3, it can be peeled off by energizing the conductive layers 4 on both sides and applying a voltage to the electro-peeling type pressure-sensitive adhesive layer. It is preferable to energize by connecting terminals to one end and the other end of the pressure-sensitive adhesive sheet so that a voltage is applied to the entire electro-peeling type pressure-sensitive adhesive layer.
  • the one end and the other end may be a part of the adherend having the metal adherend surface.
  • water may be added to the interface between the metal adhesion surface and the electro-peeling type pressure-sensitive adhesive layer, and then a voltage may be applied.
  • the applied voltage and voltage application time at the time of electric peeling are not particularly limited, and are not particularly limited as long as the pressure-sensitive adhesive layer or the pressure-sensitive adhesive sheet can be peeled off from the adherend. These suitable ranges are shown below.
  • the applied voltage is preferably 1 V or more, more preferably 3 V or more, and further preferably 6 V or more. Further, it is preferably 100 V or less, more preferably 50 V or less, further preferably 30 V or less, and particularly preferably 15 V or less.
  • the voltage application time is preferably 60 seconds or less, more preferably 40 seconds or less, further preferably 20 seconds or less, and particularly preferably 10 seconds or less. In such a case, workability is excellent. The shorter the application time, the better, but it is usually 1 second or longer.
  • the adhesive sheet of the present embodiment is used for fixing a secondary battery (for example, a lithium ion battery pack) used in a mobile terminal such as a smartphone, a mobile phone, a notebook computer, a video camera, or a digital camera to a housing. Suitable for.
  • a secondary battery for example, a lithium ion battery pack
  • examples of the rigid member to be joined by the adhesive sheet of the present embodiment include a silicon substrate for semiconductor wafers, a sapphire substrate for LEDs, a SiC substrate and a metal base substrate, a TFT substrate for a display, and a color filter substrate. , And a base substrate for an organic EL panel.
  • Examples of fragile members to be joined by the double-sided adhesive sheet include semiconductor substrates such as compound semiconductor substrates, silicon substrates for MEMS devices, passive matrix substrates, surface cover glass for smartphones, and a touch panel sensor attached to the cover glass. Examples thereof include an OGS (One Glass Solution) substrate, an organic substrate containing silsesquioxane as a main component, an organic-inorganic hybrid substrate, a flexible glass substrate for a flexible display, and a graphene sheet.
  • OGS One Glass Solution
  • the bonded body of the present embodiment has a laminated structure portion including an adherend having a metal adherend surface and an adhesive sheet in which an electro-peelable pressure-sensitive adhesive layer is bonded to the metal adherent surface.
  • adherend having a metal adherend surface include those composed of metals mainly composed of aluminum, copper, iron, magnesium, tin, gold, silver, lead and the like, and among them, metals containing aluminum. Is preferable.
  • the bonded body of the present embodiment is, for example, a pressure-sensitive adhesive sheet X1, a bonded body having an adherend having metal adherend surfaces on both sides of an electro-peeling type pressure-sensitive adhesive layer 1, and an adhesive sheet X2, which is electrically operated.
  • (Crosslinking agent) V-05 Polycarbodiimide resin, trade name "Carbodilite V-05", manufactured by Nisshinbo Chemical Co., Ltd.
  • the obtained electro-peeling type adhesive layer (adhesive sheet) was made into a sheet having a size of 10 mm ⁇ 80 mm, and a film with a metal layer as a base material (trade name “BR1075”, Toray Film Processing Co., Ltd.) was formed on a surface without a separator. ), A metal layer surface having a thickness of 25 ⁇ m and a size of 10 mm ⁇ 100 mm) was laminated to form a single-sided adhesive sheet with a base material.
  • the pressure-sensitive adhesive composition of each example was spread on the peel-treated surface of a polyethylene terephthalate separator (trade name "MRF38", manufactured by Mitsubishi Plastics Co., Ltd.) whose surface was peel-treated so as to have a uniform thickness using an applicator. It was applied. Next, it was heat-dried at 130 ° C. for 3 minutes to obtain an electro-peeling type adhesive layer (adhesive sheet) having a thickness of 30 ⁇ m.
  • a polyethylene terephthalate separator trade name "MRF38", manufactured by Mitsubishi Plastics Co., Ltd.
  • the obtained electro-peeling type adhesive layer (adhesive sheet) was made into a sheet having a size of 25 mm ⁇ 30 mm, and a stainless plate (SUS304BA, 50 mm ⁇ 60 mm) was attached to a surface without a separator. Peel off the separator of the adhesive sheet, attach the round bar (SUS304, ⁇ 12.7 mm x 38 mm) used in the round bar type tensile peel strength test method described in JIS K6849 to the peeled surface, and press it at 5 kg for 10 seconds. , The mixture was left to stand in an environment of 23 ° C.
  • a cleavage test joint composed of a SUS304BA plate 10 / an electro-peeling type adhesive layer (adhesive sheet) 1 / a round bar 15 as shown in FIG.
  • a peeling tester trade name "Small desktop tester EZ-SX", manufactured by Shimadzu Corporation
  • pull the round bar while holding down the SUS304BA plate, and perform a cleavage peeling test (tensile speed: 10 mm / min, peeling temperature 23).
  • the adhesive force at (° C.) was measured as the cleavage peeling force.
  • the measurement results are shown in Table 1.
  • the pressure-sensitive adhesive layers formed by the pressure-sensitive adhesive compositions of Examples 1 to 4 have excellent adhesive strength (initial adhesive strength) before voltage is not applied, and are sufficient when voltage is applied. Adhesive strength decreased. Further, since the adhesive force is sufficiently reduced by applying a voltage, it is possible to peel off the cleavage. On the other hand, in Comparative Examples 1 to 3 containing no orientation material, the initial adhesive force was lower than that of the examples, and the decrease in the adhesive force was insufficient even when a voltage was applied.
  • Adhesive sheet 1 Electro-peelable adhesive layer 2 Adhesive layer 3 Base material 4 Conductive layer 5 Energizing base material 6 Stainless steel plate 10 SUS304BA plate 15 Round bar

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  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Adhesive Tapes (AREA)
  • Laminated Bodies (AREA)
PCT/JP2021/010230 2020-03-30 2021-03-12 粘着剤組成物、粘着シート、及び接合体 Ceased WO2021200054A1 (ja)

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JP7757220B2 (ja) * 2022-03-18 2025-10-21 株式会社東芝 接着剥離方法及び接着剥離装置
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