WO2020116395A1 - Corps stratifié et procédé de fabrication de corps stratifié - Google Patents

Corps stratifié et procédé de fabrication de corps stratifié Download PDF

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Publication number
WO2020116395A1
WO2020116395A1 PCT/JP2019/047040 JP2019047040W WO2020116395A1 WO 2020116395 A1 WO2020116395 A1 WO 2020116395A1 JP 2019047040 W JP2019047040 W JP 2019047040W WO 2020116395 A1 WO2020116395 A1 WO 2020116395A1
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Prior art keywords
adherend
adhesive layer
pressure
sensitive adhesive
laminate
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PCT/JP2019/047040
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English (en)
Japanese (ja)
Inventor
山本　真之
貴迪 山口
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王子ホールディングス株式会社
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Application filed by 王子ホールディングス株式会社 filed Critical 王子ホールディングス株式会社
Priority to KR1020217018666A priority Critical patent/KR20210093308A/ko
Priority to CN201980079635.6A priority patent/CN113165341B/zh
Publication of WO2020116395A1 publication Critical patent/WO2020116395A1/fr

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    • 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
    • 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
    • B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
    • B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
    • B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific 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
    • B32B27/36—Layered products comprising a layer of synthetic resin comprising polyesters
    • 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
    • B32B27/36—Layered products comprising a layer of synthetic resin comprising polyesters
    • B32B27/365—Layered products comprising a layer of synthetic resin comprising polyesters comprising polycarbonates
    • 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
    • B32B37/00—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding
    • B32B37/12—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by using adhesives
    • 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
    • C08F2/00—Processes of polymerisation
    • C08F2/46—Polymerisation initiated by wave energy or particle radiation
    • C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
    • 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
    • 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
    • C08F220/1812—C12-(meth)acrylate, e.g. lauryl (meth)acrylate
    • 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
    • C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
    • C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
    • C08F265/06—Polymerisation of acrylate or methacrylate esters on to polymers thereof
    • 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
    • C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; 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
    • C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
    • 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
    • C09J7/10—Adhesives in the form of films or foils without carriers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • 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
    • B32B37/00—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding
    • B32B37/12—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by using adhesives
    • B32B2037/1253—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by using adhesives curable adhesive

Definitions

  • the present invention relates to a laminate and a method for manufacturing the laminate.
  • LCD liquid crystal displays
  • touch panels display devices
  • a transparent adhesive sheet is used for bonding optical members, and a transparent adhesive sheet is also used for bonding the display device and the input device. ..
  • Adhesive sheets used for such applications require various properties in addition to adhesive performance.
  • a resin plate such as a polycarbonate base material is often used as an optical member because it has excellent transparency and heat resistance, but when an adhesive sheet is attached to the resin plate and placed in a high temperature environment, Bubbles may be generated in the pressure-sensitive adhesive layer, which may affect optical performance. Therefore, excellent outgas resistance may be required depending on the application of the pressure-sensitive adhesive sheet.
  • Patent Documents 1 to 3 disclose optical laminated bodies including an adhesive layer.
  • Patent Document 1 discloses an optical laminate in which a resin plate made of polycarbonate or acrylic is attached to an adherend via a transparent adhesive.
  • Patent Document 2 discloses a laminated body including a laminated unit having a transparent resin layer and a glass layer arranged via an adhesive layer.
  • Patent Document 3 a first layer and a second layer which are made of a material capable of generating outgas and have an adherend surface, and a phase difference which is arranged between the first layer and the second layer
  • An optical laminate comprising a layer and a first adhesive layer and a second adhesive layer is disclosed.
  • JP, 2017-222085 A Japanese Patent Laid-Open No. 2018-1615 Japanese Patent Laid-Open No. 2018-45567
  • the present inventors have found that when a resin plate, particularly when a pressure-sensitive adhesive sheet is attached to polycarbonate, the water content of the resin plate is vaporized and expanded by heating, and the pressure due to the expansion. It was found that bubbles and the like are generated by the above. Therefore, as a result of intensive investigations by the present inventors in order to solve the above-mentioned problems, as a result of a durability test of a laminate obtained by laminating a first adherend, an adhesive layer and a second adherend in this order.
  • the interfacial adhesion between the first adherend and the pressure-sensitive adhesive layer at that temperature can be calculated.
  • the shear storage elastic modulus (G′) of the pressure-sensitive adhesive layer is Fi
  • the interface adhesion between the second adherend and the pressure-sensitive adhesive layer is Fb. It has been found that by setting Fb>Fv, it is possible to obtain a laminate that can exhibit excellent outgas resistance against any outgas generation mode.
  • the present invention has the following configurations.
  • the shear storage elastic modulus (G′) of the pressure-sensitive adhesive layer at 85° C. measured by the following measurement method (b) is defined as Fi, When the interface adhesion between the second adherend and the pressure-sensitive adhesive layer at 85° C.
  • the stress when peeling between the first adherend and the pressure-sensitive adhesive layer in the opposite direction is measured as the interfacial adhesion (Ft); when the first adherend and the pressure-sensitive adhesive layer do not peel.
  • the interfacial adhesion (Ft) shall be greater than the maximum tensile stress;
  • the elastic modulus G′ is measured and the value of the shear storage elastic modulus G′ at 85° C.
  • Adhesive is applied to the surface of the second adherend of the laminate having a size of 10 mm ⁇ 10 mm, and it is attached to the center of a glass plate having a thickness of 4.0 mm ⁇ a width of 30 mm ⁇ a length of 50 mm; on the adhesive layer side.
  • a glass plate having a thickness of 4.0 mm, a width of 30 mm, and a length of 50 mm is attached to the two glass plates with an adhesive so that the two glass plates have a cross relationship with each other to obtain a measurement sample; After being placed in an environment of °C, relative humidity less than 20% for 3 hours, each glass plate in the thickness direction at a speed of 5 mm/min using a tensile tester under an environment of 85° C., relative humidity less than 20%.
  • the stress when peeling between the second adherend and the adhesive layer is measured in the opposite direction, and the stress is measured as the interfacial adhesion force (Fb); when the second adherend and the adhesive layer do not peel.
  • Fb interfacial adhesion force
  • the interfacial adhesion (Fb) is assumed to be larger than the maximum tensile stress.
  • the first adherend is the laminate according to [1] or [2], which contains a polycarbonate resin.
  • the pressure-sensitive adhesive layer used in the step of laminating is a pressure-sensitive adhesive layer obtained by semi-curing the pressure-sensitive adhesive composition
  • the method for producing a laminate according to [5] wherein the pressure-sensitive adhesive composition contains a crosslinkable acrylic copolymer, a crosslinking agent, a photopolymerization initiator, a monofunctional monomer and a polyfunctional monomer.
  • FIG. 1 is a cross-sectional view illustrating the structure of a laminate including the adhesive sheet of the present invention.
  • FIG. 2 is a diagram illustrating a method for measuring the cross adhesive force of the double-sided adhesive sheet.
  • FIG. 3 is a cross-sectional view illustrating how outgas is generated in the laminated body.
  • the present invention relates to a laminate in which a first adherend, an adhesive layer and a second adherend are laminated in this order.
  • the laminate 1 of the present invention has a first adherend 2, an adhesive layer 4, and a second adherend 6 in this order.
  • the first adherend 2 and the pressure-sensitive adhesive layer 4 are laminated so as to be in direct contact with each other, and the pressure-sensitive adhesive layer 4 and the second adherend 6 are also in direct contact with each other. It is stacked.
  • the saturated water vapor pressure at 85° C. is Fv
  • the shear storage elastic modulus (G′) of the pressure-sensitive adhesive layer at 85° C. measured by Fi is Fi, and the interfacial adhesion between the second adherend and the pressure-sensitive adhesive layer at 85° C. measured by the following measuring method (c). Is Fb, the conditions of Ft>Fv, Fi>Fv, and Fb>Fv are satisfied.
  • the stress when the glass plate is pulled in the opposite direction in the thickness direction and peeled between the first adherend and the pressure-sensitive adhesive layer is measured as the interfacial adhesion (Ft).
  • the interfacial adhesion (Ft) is set to be larger than the maximum tensile stress.
  • an adhesive is applied on the pressure-sensitive adhesive layer exposed by removing the second adherend,
  • the adhesive layer may be attached via the adhesive, or the adhesive may be applied to the surface of the second adherend and the adhesive may be attached via the adhesive.
  • the stacking order in the measurement sample is appropriately changed depending on each case in procedures 1 to 3 described later.
  • the elastic modulus G′ is measured, and the value of the shear storage elastic modulus G′ at 85° C. is defined as Fi.
  • the adhesive used at this time preferably has a glass transition temperature (Tg) of 120° C. or higher so that the measured shear storage elastic modulus is not affected.
  • Tg glass transition temperature
  • Aron Alpha Quick Attack Versatile EXTRA manufactured by Konishi Co., Ltd. can be used.
  • a glass plate having a thickness of 4.0 mm, a width of 30 mm, and a length of 50 mm is bonded to the pressure-sensitive adhesive layer side via an adhesive so that the two glass plates have a cross-shaped positional relationship with each other, to obtain a measurement sample. After the measurement sample was placed in an environment of 85° C. and a relative humidity of less than 20% for 3 hours, the measurement sample was placed in an environment of 85° C.
  • the interfacial adhesion (Fb) is set to be larger than the maximum tensile stress.
  • an adhesive is applied to the pressure-sensitive adhesive layer exposed by removing the first adherend, and the adhesive is
  • the adhesive layer may be attached via the adhesive, or the adhesive may be applied to the surface of the first adherend and the adhesive may be attached via the adhesive.
  • the stacking order in the measurement sample is appropriately changed depending on each case in procedures 1 to 3 described later.
  • the measuring method (a) and the measuring method (c) are performed by sequentially performing the following procedures 1 to 3.
  • (Procedure 1) After cutting the laminated body into a size of 10 mm ⁇ 10 mm, an adhesive is thinly applied to one surface (the surface on the first adherend side) of the laminated body, and the thickness is 4.0 mm ⁇ width 30 mm ⁇ length 50 mm. The laminated body is fixed to the central part of the glass A of FIG. Next, an adhesive is similarly applied to the other surface side (the surface on the side of the second adherend) of the laminated body, and the laminated body is provided on the central portion of the glass B having a thickness of 4.0 mm ⁇ a width of 30 mm ⁇ a length of 50 mm. To fix.
  • the two glasses A and B are laminated so as to have a cross-shaped positional relationship with each other.
  • the upper diagram of FIG. 2 is a view of the measurement sample viewed from the plane direction
  • the lower diagram of FIG. 2 is a view of the side surface of the measurement sample viewed from the cross-sectional direction.
  • a measurement sample is formed by bonding glass A10 and glass B20 on each surface of the laminate 1 so as to have a cross-shaped positional relationship with each other.
  • the measurement sample thus obtained was allowed to stand for 30 minutes in an environment of 23° C. and a relative humidity of 50% to completely cure the adhesive, and then in an environment of 85° C. and a relative humidity of less than 20%. Leave for 3 hours.
  • the adhesive is not particularly limited as long as the adhesive force (maximum stress in the above measurement) between each adherend and glass is larger than the saturated vapor pressure (Fv) at 85°C.
  • the glass used for measurement is preferably alkali glass, and for example, float plate glass manufactured by Standard Test Piece Co., Ltd. can be used.
  • the saturated water vapor pressure Fv at 85° C. in the present specification is 0.058 MPa.
  • the saturated vapor pressure at 85°C the value described in JIS Z 8806 Appendix Table 1.1 Saturated vapor pressure of water can be adopted.
  • the saturated vapor pressure (Fv) at 85° C. the interfacial adhesion (Ft) between the first adherend and the pressure-sensitive adhesive layer measured by the method described above, and the shear storage of the pressure-sensitive adhesive layer.
  • the relationship between the elastic modulus (Fi) and the interfacial adhesion (Fb) between the second adherend and the pressure-sensitive adhesive layer satisfies the following conditions. Ft>Fv, Fi>Fv, and Fb>Fv
  • Ft>Fv, Fi>Fv, and Fb>Fv In the present invention, by satisfying the above conditions for Fv, Ft, Fi and Fb, it is possible to exhibit excellent outgas resistance against any outgas generation mode.
  • FIG. 3 there are three error modes as shown in Fig. 3 as the mode of outgas generation.
  • An error mode 1 is shown in FIG. 3A.
  • this error mode bubbles R are generated at the interface between the first adherend 2 and the pressure-sensitive adhesive layer 4.
  • 3B shows an error mode 2.
  • bubbles R are generated in the pressure-sensitive adhesive layer 4.
  • 3C shows an error mode 3.
  • bubbles R are generated at the interface between the second adherend 6 and the adhesive layer 4.
  • Fv, Ft, Fi and Fb as predetermined conditions, it is possible to suppress the generation of various outgases as shown in FIGS. 3(a) to 3(c).
  • the pressure-sensitive adhesive layer is prevented from floating or peeling from the adherend even under high temperature conditions, and the adhesion of the constituent members of the laminate is improved.
  • the interfacial adhesion (Ft) between the first adherend and the pressure-sensitive adhesive layer may be larger than 0.058 MPa, more preferably 0.10 MPa or more, and more preferably 0.15 MPa or more. More preferably, it is more preferably 0.20 MPa or more, and particularly preferably 0.25 MPa or more.
  • the shear storage elastic modulus (Fi) of the pressure-sensitive adhesive layer may be larger than 0.058 MPa, more preferably 0.10 MPa or more, and further preferably 0.15 MPa or more.
  • the interface adhesion force (Fb) between the second adherend and the pressure-sensitive adhesive layer may be greater than 0.058 MPa, more preferably 0.10 MPa or more, and preferably 0.15 MPa or more. More preferably, it is more preferably 0.20 MPa or more, and particularly preferably 0.25 MPa or more.
  • the laminate of the present invention is preferably used as an optical member. That is, the laminate of the present invention is preferably an optical laminate.
  • the layered product of the present invention is preferably used as a constituent member of parts for electric and electronic devices such as home electric appliances and game machines, and decorative parts such as automobiles, in addition to image display devices.
  • the laminated body of the present invention since the laminated body of the present invention has excellent outgas resistance even under high temperature conditions, it is also preferably used as an in-vehicle optical member such as an in-vehicle display.
  • the laminate of the present invention includes a first adherend and a second adherend that are bonded together via an adhesive layer.
  • the first adherend and the second adherend may be the same kind of adherend, but may be different adherends.
  • at least one of the first adherend and the second adherend may be an adherend that generates outgas. Even in such a case, the laminate of the present invention can exhibit excellent outgas resistance.
  • the first adherend is preferably a resin plate.
  • the resin constituting the resin plate include polyester, polyethylene, polypropylene, polyvinyl chloride, polyvinyl alcohol, polystyrene, polycarbonate, polyetherimide, polyimide, fluororesin, polyamide, (meth)acrylic resin, polymethylmethacrylate resin. , Copolymers of acrylonitrile and styrene, copolymers of acrylonitrile, butadiene and styrene, and the like, and a mixed resin thereof may be used.
  • the resin plate is preferably a (meth)acrylic resin plate and a polycarbonate resin plate, and more preferably a polycarbonate resin plate.
  • the first adherend contains a polycarbonate resin.
  • the polycarbonate resin includes only a composite material of a polycarbonate resin and other components (for example, a laminate of a methyl methacrylate base material and a polycarbonate resin plate or a polycarbonate resin plate with a hard coat layer), or a polycarbonate resin alone. Includes materials such as The polycarbonate resin plate is a member that is apt to generate outgas particularly under high temperature conditions. However, in the present invention, by setting the relationship of Fv, Ft, Fi, and Fb to a predetermined condition, polycarbonate is used as the first adherend. Using a resin plate, outgassing can be suppressed even when the laminate is placed under high temperature conditions.
  • the first adherend can function as a cover film or a protect film in the optical laminate.
  • the first adherend is a polycarbonate resin plate
  • examples of the polycarbonate resin plate include Panlite PC-1151 manufactured by Teijin Chemicals Ltd. and Iupilon NF2000 manufactured by Mitsubishi Gas Chemical Co., Inc. Can be mentioned.
  • a laminated base material in which a hard coat layer is laminated on at least one surface of a polycarbonate resin plate, or polymethylmethacrylate (PMMA) on at least one surface of the polycarbonate resin plate You may use the laminated base material with which the base material was laminated
  • the second adherend preferably contains at least one selected from a glass plate and a resin plate.
  • the second adherend is preferably an optical member, for example, a touch panel, an ITO film, or a polarizing plate.
  • a glass plate and a resin plate are mentioned as a member which comprises these optical members.
  • the bonding surface of the second adherend with the pressure-sensitive adhesive layer is preferably a glass plate or a resin plate.
  • the thickness of each of the first adherend and the second adherend is preferably 0.5 mm or more, more preferably 0.7 mm or more, and further preferably 1 mm or more. Further, the thickness of each of the first adherend and the second adherend is preferably 5 mm or less, more preferably 4 mm or less, and further preferably 3 mm or less.
  • the laminate of the present invention includes a pressure-sensitive adhesive layer.
  • the pressure-sensitive adhesive layer may be a single pressure-sensitive adhesive layer or a multi-layer pressure-sensitive adhesive layer formed by laminating a plurality of pressure-sensitive adhesive layers.
  • the thickness of the pressure-sensitive adhesive layer can be appropriately set depending on the application and is not particularly limited, but is preferably 10 ⁇ m or more, more preferably 20 ⁇ m or more. Moreover, the thickness of the pressure-sensitive adhesive layer is preferably 1000 ⁇ m or less, more preferably 750 ⁇ m or less, and further preferably 500 ⁇ m or less. By setting the thickness of the pressure-sensitive adhesive layer within the above range, the outgas resistance of the laminate can be more effectively enhanced. Further, by setting the thickness of the pressure-sensitive adhesive layer within the above range, it is possible to sufficiently secure the step followability when the adherend is a member having a step. Furthermore, when the thickness of the pressure-sensitive adhesive layer is within the above range, the pressure-sensitive adhesive layer can be easily manufactured.
  • the shear storage elastic modulus (G′) of the pressure-sensitive adhesive layer at 85° C. measured by the above-mentioned measurement method (b) may be larger than 0.058 MPa, and is more preferably 0.10 MPa or more. , 0.15 MPa or more is more preferable.
  • the shear storage elastic modulus (G′) of the pressure-sensitive adhesive layer is the shear storage elastic modulus G′ of the pressure-sensitive adhesive layer in the temperature range from 20° C. to 120° C. under the conditions of solid shear mode, frequency 1 Hz, and strain 1.0%. Is measured and the value of the shear storage elastic modulus G′ at 85° C. is calculated.
  • the adhesive layer is preferably an acrylic adhesive layer.
  • the acrylic pressure-sensitive adhesive layer preferably contains an acrylic copolymer.
  • a "unit” is a repeating unit (monomer unit) which comprises a polymer.
  • (Meth)acrylic acid represents both acrylic acid and methacrylic acid, or either.
  • the pressure-sensitive adhesive layer is preferably a pressure-sensitive adhesive layer having a post-curing property before being attached to the first adherend and the second adherend. That is, it is preferable that the pressure-sensitive adhesive layer is a pressure-sensitive adhesive layer obtained by semi-curing the pressure-sensitive adhesive composition in a state before being bonded to the first adherend and the second adherend.
  • the pressure-sensitive adhesive layer is an acrylic pressure-sensitive adhesive layer
  • the pressure-sensitive adhesive composition contains at least an acrylic copolymer.
  • the pressure-sensitive adhesive composition is a crosslinkable acrylic copolymer, It preferably contains a crosslinking agent, a photopolymerization initiator, a monofunctional monomer and a polyfunctional monomer.
  • the acrylic copolymer preferably contains a non-crosslinkable (meth)acrylic acid ester unit (a1) and an acrylic monomer unit (a2) having a crosslinkable functional group. That is, the acrylic copolymer is preferably a crosslinkable acrylic copolymer.
  • the crosslinkable acrylic copolymer is preferably one having transparency to the extent that visibility of a display device or the like is not deteriorated.
  • the non-crosslinkable (meth)acrylic acid ester unit (a1) is a repeating unit derived from a (meth)acrylic acid alkyl ester.
  • alkyl (meth)acrylates include methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, and (meth)acrylate.
  • (meth)acrylic acid alkyl esters at least one selected from methyl (meth)acrylate, n-butyl (meth)acrylate, and 2-ethylhexyl (meth)acrylate since it has high adhesiveness. preferable.
  • acrylic monomer unit (a2) having a crosslinkable functional group examples include a hydroxy group-containing monomer unit, an amino group-containing monomer unit, a glycidyl group-containing monomer unit and a carboxy group-containing monomer unit. Can be mentioned. These monomer units may be of one type or of two or more types.
  • the hydroxy group-containing monomer unit is a repeating unit derived from the hydroxy group-containing monomer.
  • Examples of the hydroxy group-containing monomer include hydroxyalkyl (meth)acrylates such as 2-hydroxyethyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, and 2-hydroxypropyl (meth)acrylate; Examples thereof include (meth)acrylic acid [(mono-, di- or poly)alkylene glycol] such as (meth)acrylic acid mono(diethylene glycol), and (meth)acrylic acid lactone such as (meth)acrylic acid monocaprolactone.
  • Examples of the amino group-containing monomer unit include repeating units derived from amino group-containing monomers such as (meth)acrylamide and allylamine.
  • Examples of the glycidyl group-containing monomer unit include a repeating unit derived from a glycidyl group-containing monomer such as glycidyl (meth)acrylate.
  • Examples of the carboxy group-containing monomer unit include acrylic acid and methacrylic acid.
  • the content of the crosslinkable acrylic monomer unit (a2) in the acrylic copolymer is preferably 0.01% by mass or more and 40% by mass or less, and more preferably 0.5% by mass or more and 35% by mass or less. preferable.
  • the acrylic copolymer preferably contains a hydroxy group-containing monomer unit.
  • the content of the hydroxy group-containing monomer unit is preferably 0.01% by mass or more and 40% by mass or less, and 0.5% by mass or more and 35% by mass or less, based on the total mass of the acrylic copolymer. More preferably.
  • the acrylic copolymer may further include units derived from a nitrogen-containing monomer.
  • the nitrogen-containing monomer is a monomer containing a nitrogen element in one molecule.
  • Examples of the nitrogen-containing monomer include dimethylacrylamide, diethylacrylamide, acryloylmorpholine, hydroxyethylacrylamide, methylolacrylamide, methoxymethylacrylamide, ethoxymethylacrylamide, dimethylaminoethylacrylamide, N-vinylcaprolactam and N-vinyl-2-. Pyrrolidone, dimethylaminoethyl (meth)acrylate, N-vinylformamide and the like can be mentioned.
  • the nitrogen-containing monomer is preferably at least one selected from acrylamide derivatives, amino group-containing monomers and nitrogen-containing heterocycle-containing monomers, and more preferably acrylamide derivatives.
  • the acrylamide derivative is more preferably at least one selected from dimethylacrylamide, diethylacrylamide and acryloylmorpholine, and particularly preferably dimethylacrylamide.
  • the content of units derived from the nitrogen-containing monomer is preferably 1% by mass or more, and more preferably 3% by mass or more, based on the total mass of the acrylic copolymer.
  • the content of units derived from the nitrogen-containing monomer is preferably 20% by mass or less based on the total mass of the acrylic copolymer.
  • the acrylic copolymer may contain (meth)acrylic acid alkoxyalkyl ester units or (meth)acrylic acid ester having an alicyclic structure, if necessary. Further, the acrylic copolymer may have a monomer unit other than the above monomer units. Any other monomer may be used as long as it can be copolymerized with the above monomer unit, and examples thereof include (meth)acrylonitrile, vinyl acetate, styrene, vinyl chloride, vinylpyrrolidone, and vinylpyridine.
  • the weight average molecular weight of the acrylic copolymer is preferably 100,000 or more, more preferably 300,000 or more, further preferably 500,000 or more, particularly preferably 600,000 or more.
  • the weight average molecular weight of the acrylic copolymer is preferably 2,000,000 or less, more preferably 1.8 million or less, and further preferably 1.6 million or less. When the weight average molecular weight of the acrylic copolymer is within the above range, the coatability is excellent, and the pressure-sensitive adhesive layer is likely to exhibit excellent outgas resistance.
  • the weight average molecular weight of the acrylic copolymer is a value measured by gel permeation chromatography (GPC) and determined on a polystyrene basis.
  • the measurement conditions of gel permeation chromatography (GPC) are as follows. Solvent: Tetrahydrofuran (THF) Column: Shodex KF801, KF803L, KF800L, KF800D (four Showa Denko KK were used by connecting) Column temperature: 40°C Sample concentration: 0.5% by mass Detector: RI-2031plus (made by JASCO) Pump: RI-2080plus (made by JASCO) Flow rate (flow velocity): 0.8 ml/min Injection volume: 10 ⁇ l
  • the content of the acrylic copolymer is preferably 75% by mass or more, more preferably 80% by mass or more, and further preferably 85% by mass or more based on the total mass of the pressure-sensitive adhesive composition. ..
  • the pressure-sensitive adhesive composition preferably contains a crosslinking agent.
  • the cross-linking agent can be appropriately selected in consideration of the reactivity with the cross-linkable functional group of the acrylic copolymer.
  • it can be selected from known crosslinking agents such as an isocyanate compound, an epoxy compound, an oxazoline compound, an aziridine compound, a metal chelate compound and a butylated melamine compound.
  • isocyanate compounds and epoxy compounds are preferable because they can easily crosslink the acrylic monomer unit (a2) having a crosslinkable functional group.
  • an isocyanate compound is more preferably used because of the reactivity of the hydroxy group.
  • Examples of the isocyanate compound include tolylene diisocyanate, xylylene diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, and the like.
  • Examples of the epoxy compound include ethylene glycol diglycidyl ether, polyethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, polypropylene glycol diglycidyl ether, glycerin diglycidyl ether, neopentyl glycol diglycidyl ether, 1,6-hexanediol di Glycidyl ether, tetraglycidyl xylene diamine, 1,3-bis(N,N-diglycidylaminomethyl)cyclohexane, trimethylolpropane polyglycidyl ether, diglycerol polyglycidyl ether, polyglycerol polyglycidyl ether, sorbitol polygly
  • the content of the crosslinking agent in the pressure-sensitive adhesive composition is appropriately selected according to the desired pressure-sensitive adhesive properties and the like, but is 0.01 parts by mass or more and 5 parts by mass or less with respect to 100 parts by mass of the acrylic copolymer. It is preferably 0.1 part by mass or more and 3 parts by mass or less.
  • the crosslinking agent one kind may be used alone, or two or more kinds may be used in combination, and when two kinds or more are used in combination, the total mass is preferably within the above range.
  • the pressure-sensitive adhesive composition preferably contains a photopolymerization initiator.
  • the photopolymerization initiator is used for polymerizing the acrylic copolymer.
  • the photopolymerization initiator is not particularly limited, and examples thereof include 2,2-dimethoxy-2-phenylacetophenone, 1-hydroxycyclohexyl-phenyl ketone, 2-hydroxy-2-methyl-1-enyl propanone, 1-[4-( 2-Hydroxyethoxyl)-phenyl]-2-hydroxy-methylpropanone, 2-hydroxy-1-(4-(4-(2-hydroxy-2-methylpropionyl)benzyl)phenyl)-2-methyl-1- Alkylphenone photoinitiators such as propanone, acylphosphine oxide initiators such as 2,4,6-trimethylbenzoyl-diphenylphosphine oxide and 2,4,6-trimethylbenzoyl)phenylphosphine
  • the content of the photopolymerization initiator is preferably 0.1 parts by mass or more and 10 parts by mass or less, and more preferably 0.4 parts by mass or more and 5 parts by mass or less with respect to 100 parts by mass of the acrylic copolymer. preferable.
  • the photopolymerization initiator one type may be used alone, or two or more types may be used in combination. When two or more types are used in combination, the total mass is preferably within the above range.
  • the pressure-sensitive adhesive composition preferably contains a monofunctional monomer having one reactive double bond in the molecule.
  • the monofunctional monomer examples include lauryl acrylate, isobornyl acrylate, isostearyl acrylate, methyl methacrylate, ethyl methacrylate, butyl methacrylate, benzyl methacrylate, N-acryloyloxyethyl hexahydrophthalimide, acrylamide, N,N-dimethyl. Examples thereof include acrylamide, N,N-diethylacrylamide, acryloylmorpholine, vinylpyrrolidone and the like. Among them, the monofunctional monomer is preferably lauryl acrylate. Examples of commercially available monofunctional monomers include lauryl acrylate (LA) manufactured by Osaka Organic Chemical Industry Co., Ltd. and the like.
  • the content of the monofunctional monomer is preferably 1 to 20 parts by mass, more preferably 2 to 20 parts by mass with respect to 100 parts by mass of the acrylic copolymer.
  • the monofunctional monomers may be used alone or in combination of two or more, and when two or more are used in combination, the total mass is preferably within the above range.
  • the pressure-sensitive adhesive composition preferably contains a polyfunctional monomer having two or more reactive double bonds in the molecule.
  • the polyfunctional monomer has two or more reactive double bonds, and among them, the polyfunctional monomer preferably has two or more and less than five reactive double bonds, and preferably two. More preferably, it has less than four.
  • polyfunctional monomer examples include ethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, 1,3-butylene glycol di(meth)acrylate, di(meth)acrylic acid 1, 4-butylene glycol, 1,9-nonanediol di(meth)acrylic acid, 1,6-hexanediol diacrylic acid, polybutylene glycol di(meth)acrylic acid, neopentyl glycol di(meth)acrylic acid, di(meth)acrylic acid ) Tetraethylene glycol acrylate, tripropylene glycol di(meth)acrylate, polypropylene glycol di(meth)acrylate, diacrylate of bisphenol A diglycidyl ether, trimethylolpropane tri(meth)acrylate, tri(meth)acrylic
  • examples thereof include (meth)acrylic acid esters of polyhydric alcohols such as acid pentaerythritol and pentaerythr
  • the polyfunctional monomer is preferably a polyfunctional monomer having a bisphenol skeleton in one molecule.
  • the hardness of the pressure-sensitive adhesive layer after post-curing can be more effectively increased.
  • the outgas resistance of the pressure-sensitive adhesive layer after post-curing can be more effectively enhanced.
  • polyfunctional monomers having a bisphenol skeleton in one molecule include diacrylate of bisphenol A diglycidyl ether, diacrylate of propoxylated bisphenol A, and diacrylate of bisphenol F diglycidyl ether.
  • polyfunctional monomer can be used as the polyfunctional monomer.
  • bifunctional monomer M211B bisphenol A ethylene oxide modified diacrylate
  • Toagosei Co., Ltd. bifunctional monomer M08 (bisphenol F ethylene oxide modified diacrylate)
  • Shin Nakamura Chemical Co., Ltd. Bifunctional monomer A-BPP-3 (propoxylated bisphenol A diacrylate) and the like.
  • the content of the polyfunctional monomer is preferably 1 to 30 parts by mass, more preferably 5 to 30 parts by mass with respect to 100 parts by mass of the acrylic copolymer.
  • the polyfunctional monomers may be used alone or in combination of two or more, and when two or more are used in combination, the total mass is preferably within the above range.
  • the pressure-sensitive adhesive composition may contain a solvent. That is, the pressure-sensitive adhesive composition may be a solvent-type pressure-sensitive adhesive composition.
  • the solvent examples include hydrocarbons such as hexane, heptane, octane, toluene, xylene, ethylbenzene, cyclohexane, and methylcyclohexane; halogenated hydrocarbons such as dichloromethane, trichloroethane, trichloroethylene, tetrachloroethylene, and dichloropropane; methanol, ethanol, Alcohols such as propanol, isopropyl alcohol, butanol, isobutyl alcohol, diacetone alcohol; ethers such as diethyl ether, diisopropyl ether, dioxane, tetrahydrofuran; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, isophorone, cyclohexanone; methyl acetate , Ethyl acetate, butyl acetate
  • the solvent may be used alone or in combination of two or more.
  • the content of the solvent in the pressure-sensitive adhesive composition is not particularly limited, but can be 25 parts by mass or more and 500 parts by mass or less, and 30 parts by mass or more and 400 parts by mass or less with respect to 100 parts by mass of the acrylic copolymer. can do.
  • the pressure-sensitive adhesive composition may contain components other than the above components as long as the effects of the present invention are not impaired.
  • other components include components known as additives for pressure-sensitive adhesives.
  • a plasticizer, an antioxidant, a metal corrosion inhibitor, a tackifier, a silane coupling agent, an ultraviolet absorber, and a light stabilizer such as a hindered amine compound can be selected as necessary.
  • a dye or a pigment may be added for the purpose of coloring.
  • plasticizer examples include vinyl acetate, vinyl propionate, vinyl butyrate, vinyl caproate, vinyl caprylate, vinyl caprate, vinyl laurate, vinyl myristate, vinyl palmitate, vinyl stearate, vinyl cyclohexanecarboxylate, and benzoic acid.
  • carboxylic acid vinyl esters such as vinyl acid salt and styrene.
  • antioxidant examples include a phenol-based antioxidant, an amine-based antioxidant, a lactone-based antioxidant, a phosphorus-based antioxidant, a sulfur-based antioxidant and the like. These antioxidants may be used alone or in combination of two or more.
  • a benzotriazole resin can be mentioned as a preferable example because of the compatibility of the pressure-sensitive adhesive and the high effect.
  • the tackifier include rosin resin, terpene resin, terpene phenol resin, coumarone indene resin, styrene resin, xylene resin, phenol resin, petroleum resin and the like.
  • the silane coupling agent include a mercaptoalkoxysilane compound (eg, a mercapto group-substituted alkoxy oligomer).
  • the ultraviolet absorber include benzotriazole compounds and benzophenone compounds. However, when ultraviolet rays are used as the active energy rays at the time of post-curing, it is preferable to add them in a range that does not inhibit the polymerization reaction.
  • the present invention also relates to a method for manufacturing the above-mentioned laminated body.
  • the method for manufacturing a laminate comprises a step of laminating a first adherend and a second adherend to a pressure-sensitive adhesive layer having a post-curing property, and a first adherend or a second adherend. It is preferable to include a step of irradiating the active energy ray from the side.
  • the post-curing pressure-sensitive adhesive layer can be manufactured, for example, as follows.
  • the step of producing a pressure-sensitive adhesive layer having post-curability preferably includes a step of applying the above-mentioned pressure-sensitive adhesive composition to form a coating film and heating the coating film.
  • the reaction of the acrylic copolymer and the crosslinking agent proceeds to form a semi-cured pressure-sensitive adhesive layer.
  • the coating of the pressure-sensitive adhesive composition can be carried out using a known coating device.
  • the coating device include a blade coater, an air knife coater, a roll coater, a bar coater, a gravure coater, a micro gravure coater, a rod blade coater, a lip coater, a die coater, and a curtain coater.
  • the coating amount after drying is preferably 10 ⁇ m/m 2 or more, and more preferably 20 ⁇ m/m 2 or more. In addition, it is preferable that the coating amount after drying be 500 ⁇ m/m 2 or less, and more preferable that the coating amount be 300 ⁇ m/m 2 or less.
  • the heating and drying process of the coating film can be carried out using a known heating device such as a heating furnace or an infrared lamp. For example, it is dried for 10 seconds or more and 10 minutes or less in an air circulation type constant temperature oven at 50° C. or more and 150° C. or less.
  • a known heating device such as a heating furnace or an infrared lamp. For example, it is dried for 10 seconds or more and 10 minutes or less in an air circulation type constant temperature oven at 50° C. or more and 150° C. or less.
  • an aging treatment step in which the pressure-sensitive adhesive sheet is allowed to stand at a certain temperature for a certain period.
  • the aging treatment step can be performed by standing for 7 days under the conditions of 23° C. and 50% relative humidity.
  • the first layer and the second layer are formed on each surface of the post-curing pressure-sensitive adhesive layer obtained by the method described above.
  • the first adherend and the second adherend are attached to each other. After laminating, you may perform an autoclave process in order to improve adhesiveness.
  • a step of irradiating active energy rays from the first adherend or the second adherent side is provided.
  • the pressure-sensitive adhesive layer in the semi-cured state is completely cured (post-cured). This increases the cohesive force of the pressure-sensitive adhesive layer, and improves the adhesiveness to each adherend. Further, by post-curing the pressure-sensitive adhesive layer, the outgas resistance of the entire laminate can be more effectively enhanced.
  • the resin plate is preferably a transparent substrate, and when irradiated with active energy rays, the first It is preferable to irradiate active energy rays from the adherend side.
  • Examples of active energy rays include ultraviolet rays, electron rays, visible rays, X rays, and ion rays, and can be appropriately selected according to the polymerization initiator contained in the pressure-sensitive adhesive layer. Among them, ultraviolet rays or electron beams are preferable, and ultraviolet rays are particularly preferable, from the viewpoint of versatility.
  • the ultraviolet light source for example, a high pressure mercury lamp, a low pressure mercury lamp, an ultrahigh pressure mercury lamp, a metal halide lamp, a carbon arc, a xenon arc, an electrodeless ultraviolet lamp, etc. can be used.
  • the electron beam for example, an electron beam emitted from each type of electron beam accelerator such as Cockloft Wald type, Bande-Craft type, resonance transformer type, insulating core transformer type, linear type, dynamitron type, high frequency type, etc. is used. it can.
  • Radiation output of the UV light it is preferable that the integrated quantity of light is made to be a 100 ⁇ 10000mJ / cm 2, and more preferably made to be 500 ⁇ 5000mJ / cm 2.
  • the pressure-sensitive adhesive layer having the post-curing property is used as described above, the adhesive layer is semi-cured and is adhered in a good wettability state, so that the adhesion to the first and second adherends is enhanced and Ft and Fb are enhanced. It is possible to increase the Fi by further post-curing.
  • the weight average molecular weight of the crosslinkable acrylic copolymer (A-1) was 540,000.
  • the weight average molecular weight is a value measured by gel permeation chromatography (GPC) and determined on the basis of polystyrene.
  • the measurement conditions of gel permeation chromatography (GPC) are as follows.
  • a xylylene diisocyanate compound Takenate D-110N, manufactured by Mitsui Chemicals, Inc.
  • ⁇ Preparation of adhesive layer (A-1)> A 100 ⁇ m thick polyethylene terephthalate film (first release sheet) having a release agent layer treated with a silicone-based release agent (heavy separator film, the pressure-sensitive adhesive composition (A-1) produced as described above, The surface of a release-treated polyethylene terephthalate film manufactured by Teijin DuPont Films Co., Ltd.) was uniformly coated with an applicator so that the coating amount after drying was 150 ⁇ m/m 2 . Then, it was dried in an air-circulating constant temperature oven at 100° C. for 3 minutes to form an adhesive layer (A-1) on the surface of the first release sheet.
  • a second release sheet (light separator film, manufactured by Teijin DuPont Films Co., Ltd., having a thickness of 75 ⁇ m, which has been subjected to a release treatment having a higher release property than the first release sheet on the surface of this adhesive layer
  • a first release sheet/adhesive layer (A-1), which is laminated to a treated polyethylene terephthalate film) and the adhesive layer (A-1) is sandwiched between a pair of release sheets having different release forces.
  • a pressure-sensitive adhesive sheet with a release sheet having the configuration of the second release sheet was obtained. This pressure-sensitive adhesive sheet with a release sheet was allowed to stand for 7 days under conditions of 23° C. and 50% relative humidity for aging treatment.
  • a laminate (A-1G) was produced by the following method using the pressure-sensitive adhesive sheet with a release sheet obtained above.
  • the second release sheet which is a light separator film of a pressure-sensitive adhesive sheet with a release sheet, was peeled off, and the exposed pressure-sensitive adhesive layer (A-1) was used as the first adherend, a 1 mm-thick PC plate (Teijin Corp.). It was attached to a Panlite sheet PC-1151) manufactured by K.K.
  • the first release sheet which is a heavy separator film
  • the exposed pressure-sensitive adhesive layer (A-1) was attached to the entire surface of a glass plate having a size of 100 mm ⁇ 200 mm, which was a second adherend.
  • a sample having a structure of PC plate/adhesive layer/glass plate was autoclaved (40° C., 0.5 MPa, 30 min), and then, ultraviolet rays were irradiated from the glass plate side so that the integrated light amount was 3000 mJ/cm 2 .
  • a laminate sample having a size of 100 mm ⁇ 200 mm was obtained.
  • Example 2 ⁇ Production of Laminate (A-1P)> A laminate (A-1P) was produced in the same manner as in Example 1 except that the second adherend was changed to Cosmo Shine A4300 (PET) manufactured by Toyobo Co., Ltd. having a thickness of 100 ⁇ m and the ultraviolet ray was irradiated from the PET side. ..
  • Example 3 ⁇ Preparation of crosslinkable acrylic copolymer (A-2)> 75 mass% of n-butyl acrylate (BA) and 25 mass% of 2-hydroxyethyl acrylate (2HEA) were mixed, and 2,2′-azobis(2,4-dimethylvaleronitrile) was used as a radical polymerization initiator. ) was dissolved in the solution. The solution was heated to 60° C. and subjected to random copolymerization to obtain a crosslinkable acrylic copolymer (A-2). The weight average molecular weight of the crosslinkable acrylic copolymer (A-2) was 510,000.
  • ⁇ Preparation of adhesive layer (A-2)> A pressure-sensitive adhesive sheet with a release sheet having a pressure-sensitive adhesive layer (A-2) having a thickness of 150 ⁇ m in the same manner as in Example 1 except that the pressure-sensitive adhesive composition (A-1) was changed to the pressure-sensitive adhesive composition (A-2).
  • This pressure-sensitive adhesive sheet with a release sheet was allowed to stand for 7 days under the conditions of 23° C. and 50% relative humidity for aging treatment.
  • a laminate (A-2G) was produced in the same manner as in Example 1 except that the pressure-sensitive adhesive layer (A-1) was changed to the pressure-sensitive adhesive layer (A-2).
  • Example 4 ⁇ Production of laminated body (A-2P)> A laminate (A-2P) was produced in the same manner as in Example 2 except that the pressure-sensitive adhesive layer (A-1) was changed to the pressure-sensitive adhesive layer (A-2).
  • a laminate (A-3G) was produced by the following method using the pressure-sensitive adhesive layer (A-2) produced above.
  • the second release sheet which is a light separator film of a pressure-sensitive adhesive sheet with a release sheet, is peeled off, and the exposed pressure-sensitive adhesive layer (A-2) is formed on a second adherend, a glass plate having a size of 100 mm ⁇ 200 mm. Pasted With the glass plate/adhesive layer (A-2)/first release sheet laminated, ultraviolet irradiated from the glass side so that the integrated light amount would be 3000 mJ/cm 2, and then the first release sheet.
  • the exposed pressure-sensitive adhesive layer was attached to the entire surface of a 1 mm-thick PC plate (Panlite Sheet PC-1151 manufactured by Teijin Ltd.) which is the first adherend.
  • the laminate of PC plate/adhesive layer (A-3)/glass plate was autoclaved (40° C., 0.5 MPa, 30 min) to obtain a laminate (A-3G).
  • (Comparative example 2) ⁇ Preparation of adhesive composition (A-4)> 0.05 parts by mass of a toluene diisocyanate compound (Coronate L55 manufactured by Tosoh Corporation) was blended with 100 parts by mass of the crosslinkable acrylic copolymer (A-1) to prepare lauryl acrylate, bisphenol A ethylene oxide-modified diacrylate.
  • a pressure-sensitive adhesive composition (A-4) was obtained in the same manner as in Example 1 except that bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide was not added.
  • This pressure-sensitive adhesive sheet with a release sheet was allowed to stand for 7 days under the conditions of 23° C. and 50% relative humidity for aging treatment.
  • a laminate (A-4G) was produced in the same manner as in Example 1 except that the pressure-sensitive adhesive layer (A-1) was changed to the pressure-sensitive adhesive layer (A-4) and the ultraviolet irradiation was not performed.
  • a laminate (A-5P) was produced by the following method using the pressure-sensitive adhesive layer (A-1) produced above.
  • the second release sheet which is a light separator film of a pressure-sensitive adhesive sheet with a release sheet, was peeled off, and the exposed pressure-sensitive adhesive layer (A-1) was used as the first adherend, a 1 mm-thick PC plate (Teijin Corp.). It was attached to a Panlite sheet PC-1151) manufactured by K.K.
  • the accumulated light amount of ultraviolet rays from the first release sheet side becomes 3000 mJ/cm 2.
  • the first release sheet was peeled off, and the exposed pressure-sensitive adhesive layer was attached to the entire surface of a PET film having a size of 100 mm ⁇ 200 mm, which was the second adherend.
  • the laminate having the structure of PC plate/adhesive layer (A-5)/PET was autoclaved (40° C., 0.5 MPa, 30 min) to obtain a laminate (A-5P).
  • EXTRA EXTRA
  • the laminate was fixed to the center of glass A having a thickness of 4.0 mm, a width of 30 mm, and a length of 50 mm.
  • an instantaneous adhesive is similarly applied to the other surface side (the surface of the second adherend side) of the laminated body, and laminated on the central portion of the glass B having a thickness of 4.0 mm ⁇ a width of 30 mm ⁇ a length of 50 mm.
  • the two glasses A and B were laminated so as to have a cross positional relationship with each other.
  • the measurement sample thus obtained was allowed to stand for 30 minutes in an environment of 23° C.
  • Step 2 In the measurement of Step 1, the instant adhesive was thinly applied to the exposed pressure-sensitive adhesive layer surface due to peeling at the interface between the first adherend and the pressure-sensitive adhesive layer, and the thickness was 4.0 mm x width 30 mm x length 50 mm. It was fixed to the center of a new glass C of. At that time, as in the above, the two glasses B and C were laminated so as to have a cross-shaped positional relationship with each other. The measurement sample thus obtained was allowed to stand for 30 minutes in an environment of 23° C. and a relative humidity of 50% to completely cure the instant adhesive, and then in an environment of 85° C. and a relative humidity of less than 20%. Left for 3 hours.

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  • Medicinal Chemistry (AREA)
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Abstract

Le problème à résoudre par la présente invention est de fournir un corps stratifié qui peut présenter des propriétés anti-dégazage exceptionnelles par rapport à n'importe quelle forme d'apparition de dégazage. À cet effet, la présente invention concerne un corps stratifié, formé par stratification d'une première partie adhérée, d'une couche adhésive et d'une seconde partie adhérée dans cet ordre, les conditions Ft > Fv, Fi > Fv, et Fb > Fv étant satisfaites si : la pression de vapeur d'eau de saturation à 85 °C est égale à Fv ; l'adhérence d'interface de la première partie adhérée et de la couche adhésive à 85 °C, mesurée par un procédé de mesure (a), est égale à Ft ; le module d'élasticité de stockage de cisaillement (G') de la couche adhésive à 85 °C, mesuré par un procédé de mesure (b), est égal à Fi ; et l'adhérence d'interface de la seconde partie adhérée et de la couche adhésive à 85 °C, mesurée par un procédé de mesure (c), est égale à Fb.
PCT/JP2019/047040 2018-12-03 2019-12-02 Corps stratifié et procédé de fabrication de corps stratifié WO2020116395A1 (fr)

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