WO2021060241A1 - 粘着剤層付光学フィルムおよび該粘着剤層付光学フィルムを含む画像表示装置 - Google Patents

粘着剤層付光学フィルムおよび該粘着剤層付光学フィルムを含む画像表示装置 Download PDF

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Publication number
WO2021060241A1
WO2021060241A1 PCT/JP2020/035691 JP2020035691W WO2021060241A1 WO 2021060241 A1 WO2021060241 A1 WO 2021060241A1 JP 2020035691 W JP2020035691 W JP 2020035691W WO 2021060241 A1 WO2021060241 A1 WO 2021060241A1
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WIPO (PCT)
Prior art keywords
adhesive layer
optical film
meth
sensitive adhesive
pressure
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2020/035691
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English (en)
French (fr)
Japanese (ja)
Inventor
昌邦 藤田
遼太 藤野
雄祐 外山
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nitto Denko Corp
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Nitto Denko Corp
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Filing date
Publication date
Application filed by Nitto Denko Corp filed Critical Nitto Denko Corp
Priority to CN202410580376.8A priority Critical patent/CN118360002A/zh
Priority to KR1020227009287A priority patent/KR20220070441A/ko
Priority to CN202410580411.6A priority patent/CN118360003A/zh
Priority to CN202080059969.XA priority patent/CN114302935B/zh
Priority to CN202410580430.9A priority patent/CN118360004A/zh
Publication of WO2021060241A1 publication Critical patent/WO2021060241A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
    • 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
    • C09J133/062—Copolymers with monomers not covered by C09J133/06
    • C09J133/066—Copolymers with monomers not covered by C09J133/06 containing -OH groups
    • 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
    • B32B7/023—Optical 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
    • B32B7/12—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
    • C08F220/10—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
    • 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
    • C08F220/1808—C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (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
    • 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
    • C08F220/1811—C10or C11-(Meth)acrylate, e.g. isodecyl (meth)acrylate, isobornyl (meth)acrylate or 2-naphthyl (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
    • C09J129/00—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 an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Adhesives based on hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Adhesives based on derivatives of such polymers
    • C09J129/02—Homopolymers or copolymers of unsaturated alcohols
    • C09J129/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
    • 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
    • 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
    • C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/20—Adhesives in the form of films or foils characterised by their carriers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/20—Adhesives in the form of films or foils characterised by their carriers
    • C09J7/22—Plastics; Metallised plastics
    • 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
    • C09J7/22—Plastics; Metallised plastics
    • C09J7/25—Plastics; Metallised plastics based on macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
    • C09J7/255—Polyesters
    • 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
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/40—Adhesives in the form of films or foils characterised by release liners
    • C09J7/401—Adhesives in the form of films or foils characterised by release liners characterised by the release coating composition
    • 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
    • C09J7/50—Adhesives in the form of films or foils characterised by a primer layer between the carrier and the adhesive
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
    • G02B5/3033—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid
    • G02B5/3041—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid comprising multiple thin layers, e.g. multilayer stacks
    • G02B5/305—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid comprising multiple thin layers, e.g. multilayer stacks including organic materials, e.g. polymeric layers
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3083—Birefringent or phase retarding elements
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/133528—Polarisers
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/13363—Birefringent elements, e.g. for optical compensation
    • H—ELECTRICITY
    • H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
    • H05B33/00—Electroluminescent light sources
    • H05B33/02—Details
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K59/00—Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
    • H10K59/80—Constructional details
    • H10K59/8791—Arrangements for improving contrast, e.g. preventing reflection of ambient light
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K59/00—Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
    • H10K59/80—Constructional details
    • H10K59/8793—Arrangements for polarized light emission
    • 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
    • B32B2309/00—Parameters for the laminating or treatment process; Apparatus details
    • B32B2309/08—Dimensions, e.g. volume
    • B32B2309/10—Dimensions, e.g. volume linear, e.g. length, distance, width
    • B32B2309/105—Thickness
    • 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
    • C09J2467/00—Presence of polyester
    • C09J2467/006—Presence of polyester in the substrate

Definitions

  • the present invention relates to an optical film with an adhesive layer and an image display device including the optical film with an adhesive layer.
  • Optical films are widely used in image display devices such as mobile phones and notebook personal computers in order to realize image display and / or improve the performance of the image display.
  • the optical film is typically configured as an optical film with an adhesive layer provided with an adhesive layer, and can be attached to an image display cell.
  • it may be desired to process an optical film into a shape other than a rectangle deformed processing: for example, forming a notch and / or a through hole).
  • adhesive chipping a phenomenon in which the end portion of the pressure-sensitive adhesive layer is chipped
  • the adhesive layer has a problem of peeling in a high temperature and high humidity environment.
  • the present invention has been made to solve the above-mentioned conventional problems, and its main purpose is to remarkably suppress adhesive chipping in the deformed processed portion and remarkably suppress peeling in a high temperature and high humidity environment. It is an object of the present invention to provide an optical film with an adhesive layer.
  • the optical film with an adhesive layer of the present invention has an optical film and an adhesive layer on one surface of the optical film.
  • the optical film with the pressure-sensitive adhesive layer has a shape other than a rectangle, and the creep value of the pressure-sensitive adhesive layer at 85 ° C. is 500 ⁇ m or less. In one embodiment, the creep value is 5 ⁇ m or greater. In one embodiment, the thickness of the pressure-sensitive adhesive layer is 2 ⁇ m to 20 ⁇ m.
  • a separator is temporarily attached to the surface of the pressure-sensitive adhesive layer opposite to the optical film so that the separator can be peeled off, and the peeling force of the separator is 0.04 N / 50 mm to 0.5 N / 50 mm.
  • the optical film comprises a polarizer. In one embodiment, the optical film further includes a retardation layer.
  • an image display device is provided. This image display device includes the above-mentioned optical film with an adhesive layer.
  • the creep value of the pressure-sensitive adhesive layer at 85 ° C. is set within a predetermined range, so that the glue is formed in the deformed portion. It is possible to realize an optical film with an adhesive layer in which chipping is remarkably suppressed and peeling is remarkably suppressed in a high temperature and high humidity environment.
  • the optical film with an adhesive layer has an optical film and an adhesive layer on one surface of the optical film.
  • the optical film with an adhesive layer has a shape other than a rectangle.
  • the term "having a variant shape other than a rectangle” means that the optical film with an adhesive layer has a shape other than a rectangle (including a rectangle and a case where corners are chamfered).
  • the deformed shape is typically a deformed processed portion that has been deformed.
  • the entire deformed optical film that is, the outer edge that defines the plan view shape of the film
  • the deformed portion is formed in a portion separated inward from the outer edge of the rectangular optical film.
  • Examples of the deformed shape include a through hole and a machined portion that becomes a concave portion when viewed in a plan view, as shown in FIGS. 1 and 2.
  • Typical examples of the recess include a shape similar to a ship shape, a V-shaped notch, and a U-shaped notch.
  • the shape includes a portion in which the outer edge is formed in an arc shape along the rotation direction of the meter needle and the outer edge is V-shaped (including a round shape) convex inward in the plane direction.
  • the shape of the deformed shape is not limited to the illustrated example.
  • any appropriate shape for example, ellipse, triangle, quadrangle, pentagon, hexagon, octagon
  • the through hole is provided at an arbitrary appropriate position according to the purpose. As shown in FIG. 2, the through hole may be provided at a substantially central portion of the longitudinal end portion of the rectangular optical film, or may be provided at a predetermined position at the longitudinal end portion of the optical film.
  • a through hole may be formed at any position on the deformed optical film of FIG. 1; a V-shaped notch and / or a U-shaped notch may be formed at any suitable position on the outer edge of the deformed optical film of FIG. 3 or FIG. It may be formed.
  • Such a deformed optical film can be suitably used for an image display device such as an automobile meter panel, a smartphone, a tablet PC or a smart watch.
  • the creep value of the pressure-sensitive adhesive layer at 85 ° C. is 500 ⁇ m or less, preferably 5 ⁇ m to 500 ⁇ m.
  • an optical film with a pressure-sensitive adhesive layer is realized in which adhesive chipping is remarkably suppressed in the deformed portion and peeling is remarkably suppressed in a high temperature and high humidity environment. can do.
  • the structure of the pressure-sensitive adhesive layer will be specifically described in Section C, which will be described later.
  • the amount of adhesive chipping of the pressure-sensitive adhesive layer (particularly, the pressure-sensitive adhesive layer in the deformed portion) in the optical film with the pressure-sensitive adhesive layer is preferably 80 ⁇ m or less, more preferably 65 ⁇ m or less, and further preferably 50 ⁇ m or less.
  • the "adhesive chipping amount” means the maximum value in the direction of the pressure-sensitive adhesive layer missing inward in the plane direction from the outer edge of the optical film (including the outer edge of the through hole).
  • a separator is temporarily attached to the surface of the pressure-sensitive adhesive layer opposite to the optical film so that it can be peeled off.
  • the separator include a plastic (for example, polyethylene terephthalate (PET), polyethylene, polypropylene) film, a non-woven fabric, or a surface-coated plastic (for example, polyethylene terephthalate (PET), polyethylene, polypropylene) film, which is surface-coated with a release agent such as a silicone-based release agent, a fluorine-based release agent, or a long-chain alkyl acrylate-based release agent. Examples include paper.
  • the thickness of the separator any appropriate thickness can be adopted depending on the purpose. The thickness of the separator is, for example, 10 ⁇ m to 100 ⁇ m.
  • the peeling force of the separator is preferably 0.04N / 50mm to 0.5N / 50mm, and more preferably 0.07N / 50mm to 0.45N / 50mm.
  • the peeling force of the separator is within such a range, the amount of adhesive chipping of the pressure-sensitive adhesive layer (particularly, the pressure-sensitive adhesive layer in the deformed portion) can be reduced. If the peeling force of the separator exceeds 0.5 N / 50 mm, the peelability of the separator is lowered and a process defect may occur.
  • the optical film may be a film composed of a single layer or a laminated body.
  • the optical film composed of a single layer include a window film, a polarizer, and a retardation film.
  • Specific examples of the optical film configured as a laminate include a polarizing plate (typically, a laminate of a polarizing element and a protective film), a conductive film for a touch panel, a surface treatment film, and a single layer thereof.
  • Examples thereof include a laminated body (for example, a circular polarizing plate for antireflection, a polarizing plate with a conductive layer for a touch panel) in which an optical film formed as an optical film and / or an optical film formed as a laminated body is appropriately laminated according to a purpose.
  • a polarizing plate and a circular polarizing plate will be briefly described as typical examples of the optical film.
  • Polarizing plate A polarizing plate typically has a polarizing element and a protective layer provided on one side or both sides of the polarizing element.
  • the polarizer is typically composed of a resin film containing a dichroic substance.
  • the resin film any suitable resin film that can be used as a polarizer can be adopted.
  • the resin film is typically a polyvinyl alcohol-based resin (hereinafter referred to as "PVA-based resin") film.
  • the resin film may be a single-layer resin film or a laminated body having two or more layers.
  • the polarizer composed of a single-layer resin film include those obtained by subjecting a PVA-based resin film to a dyeing treatment with iodine and a stretching treatment (typically, uniaxial stretching).
  • the dyeing with iodine is performed, for example, by immersing a PVA-based film in an aqueous iodine solution.
  • the draw ratio of the uniaxial stretching is preferably 3 to 7 times. Stretching may be performed after the dyeing treatment or while dyeing. Alternatively, it may be stretched and then dyed. If necessary, the PVA-based resin film is subjected to a swelling treatment, a cross-linking treatment, a cleaning treatment, a drying treatment and the like.
  • the polarizer obtained by using the laminate include a laminate of a resin base material and a PVA-based resin layer (PVA-based resin film) laminated on the resin base material, or a resin base material and the resin.
  • Examples thereof include a polarizer obtained by using a laminate with a PVA-based resin layer coated and formed on a base material.
  • the polarizer obtained by using the laminate of the resin base material and the PVA-based resin layer coated and formed on the resin base material is, for example, a resin base material obtained by applying a PVA-based resin solution to the resin base material and drying the resin base material.
  • stretching typically includes immersing the laminate in an aqueous boric acid solution for stretching. Further, stretching may further include, if necessary, stretching the laminate in the air at a high temperature (eg, 95 ° C. or higher) prior to stretching in boric acid aqueous solution.
  • a high temperature eg, 95 ° C. or higher
  • the obtained resin base material / polarizer laminate may be used as it is (that is, the resin substrate may be used as a protective layer for the polarizer), and the resin substrate is peeled off from the resin base material / polarizer laminate. Then, an arbitrary appropriate protective layer according to the purpose may be laminated on the peeled surface. Details of the method for producing such a polarizer are described in, for example, Japanese Patent Application Laid-Open No. 2012-73580 and Japanese Patent No. 6470455. The entire description of these publications is incorporated herein by reference.
  • the thickness of the polarizer is preferably 25 ⁇ m or less, more preferably 1 ⁇ m to 12 ⁇ m, further preferably 3 ⁇ m to 12 ⁇ m, and particularly preferably 3 ⁇ m to 8 ⁇ m.
  • the thickness of the polarizer is in such a range, curling during heating can be satisfactorily suppressed, and good appearance durability during heating can be obtained.
  • the polarizer preferably exhibits absorption dichroism at any wavelength of 380 nm to 780 nm.
  • the simple substance transmittance of the polarizer is preferably 43.0% to 46.0%, more preferably 44.5% to 46.0%.
  • the degree of polarization of the polarizer is preferably 97.0% or more, more preferably 99.0% or more, and further preferably 99.9% or more.
  • the protective layer is formed of any suitable film that can be used as a protective layer for the polarizer.
  • the material that is the main component of the film include cellulose-based resins such as triacetyl cellulose (TAC), polyester-based, polyvinyl alcohol-based, polycarbonate-based, polyamide-based, polyimide-based, polyethersulfone-based, and polysulfone-based. , Polystyrene-based, polycarbonate-based, polyolefin-based, (meth) acrylic-based, acetate-based transparent resins and the like.
  • TAC triacetyl cellulose
  • polyester-based polyvinyl alcohol-based
  • polycarbonate-based polycarbonate-based
  • polyamide-based polyamide-based
  • polyimide-based polyimide-based
  • polyethersulfone-based polysulfone-based
  • thermosetting resins such as (meth) acrylic, urethane, (meth) acrylic urethane, epoxy, and silicone, or ultraviolet curable resins can also be mentioned.
  • glassy polymers such as siloxane-based polymers can also be mentioned.
  • the polymer film described in JP-A-2001-343529 (WO01 / 37007) can also be used.
  • a resin composition containing a thermoplastic resin having a substituted or unsubstituted imide group in the side chain and a thermoplastic resin having a substituted or unsubstituted phenyl group and a nitrile group in the side chain.
  • the polymer film can be, for example, an extruded product of the above resin composition.
  • the protective layer (outer protective layer) on the opposite side of the adhesive layer may be subjected to surface treatment such as hard coat treatment, antireflection treatment, anti-sticking treatment, anti-glare treatment, etc., if necessary.
  • the protective layer (inner protective layer) on the adhesive layer side is preferably optically isotropic in one embodiment.
  • optically isotropic means that the in-plane retardation Re (550) is 0 nm to 10 nm and the thickness direction retardation Rth (550) is -10 nm to +10 nm.
  • the inner protective layer may be a retardation film, a brightness improving film, a diffusion film, or the like.
  • the thickness of the protective layer is preferably 5 ⁇ m to 200 ⁇ m, more preferably 15 ⁇ m to 45 ⁇ m, and even more preferably 20 ⁇ m to 40 ⁇ m.
  • the thickness of the protective layer is the thickness including the thickness of the surface treatment layer.
  • Circular polarizing plate typically includes a polarizer and a retardation layer. Practically, the polarizer can be included in a circular polarizing plate as a polarizing plate having protective layers on one side or both sides. The retardation layer is typically arranged between the polarizing plate and the pressure-sensitive adhesive layer.
  • the polarizer and the polarizing plate are as described in Section B-1 above.
  • the retardation layer may be a single layer or may have a laminated structure.
  • the retardation layer can typically function as ⁇ / 4.
  • the in-plane retardation Re (550) of the retardation layer is preferably 100 nm to 190 nm, more preferably 110 nm to 170 nm, and even more preferably 130 nm to 160 nm.
  • the angle formed by the slow axis of the retardation layer and the absorption axis of the polarizer is preferably 40 ° to 50 °, more preferably 42 ° to 48 °, and even more preferably about 45 °.
  • the retardation layer may exhibit a reverse dispersion wavelength characteristic in which the retardation value increases according to the wavelength of the measurement light, or may exhibit a positive wavelength dispersion characteristic in which the retardation value decreases according to the wavelength of the measurement light. It is also possible to exhibit a flat wavelength dispersion characteristic in which the phase difference value hardly changes depending on the wavelength of the measurement light.
  • the retardation layer exhibits inverse dispersion wavelength characteristics.
  • the Re (450) / Re (550) of the retardation layer is preferably 0.8 or more and less than 1, and more preferably 0.8 or more and 0.95 or less.
  • the retardation layer When the retardation layer has a laminated structure, it typically has a two-layer structure of a first retardation layer and a second retardation layer.
  • either one of the first retardation layer or the second retardation layer can function as a ⁇ / 2 plate, and the other can function as a ⁇ / 4 plate.
  • Re (550) of the first retardation layer is preferable.
  • the angle formed by the slow axis and the absorber absorption axis is preferably 70 ° to 80 °, more preferably 72 ° to 78 °, and further preferably about 75 °. °.
  • the retardation layer can be made of any suitable material as long as the above characteristics can be satisfied.
  • the retardation layer may be a resin film (typically a stretched film) or an oriented solidified layer of a liquid crystal compound (liquid crystal oriented solidified layer).
  • resins constituting the resin film are polycarbonate-based resin, polyester carbonate-based resin, polyester-based resin, polyvinyl acetal-based resin, polyarylate-based resin, cyclic olefin-based resin, cellulose-based resin, polyvinyl alcohol-based resin, and polyamide. Examples thereof include based resins, polyimide resins, polyether resins, polystyrene resins, and acrylic resins.
  • a polycarbonate-based resin or a polyester carbonate-based resin (hereinafter, may be simply referred to as a polycarbonate-based resin) can be preferably used.
  • a polycarbonate-based resin or a polyester carbonate-based resin (hereinafter, may be simply referred to as a polycarbonate-based resin) can be preferably used. Details of the polycarbonate resin that can be suitably used for the retardation layer and the method for forming the retardation layer are described in, for example, JP-A-2014-10291, JP-A-2014-226666, JP-A-2015-212816, It is described in Japanese Patent Application Laid-Open No. 2015-212817 and Japanese Patent Application Laid-Open No. 2015-212818; specific examples of liquid crystal compounds and details of a method for forming an oriented solidified layer are described in, for example, Japanese Patent Application Laid-Open No. 2006-163343. The descriptions in these publications are incorporated herein by reference.
  • the pressure-sensitive adhesive layer has a creep value of 500 ⁇ m or less at 85 ° C., preferably 5 ⁇ m to 500 ⁇ m.
  • the creep value is preferably 200 ⁇ m to 450 ⁇ m, more preferably 220 ⁇ m to 420 ⁇ m.
  • the creep value is preferably 5 ⁇ m to 300 ⁇ m, more preferably 5 ⁇ m to 200 ⁇ m, still more preferably 10 ⁇ m to 100 ⁇ m, particularly preferably 15 ⁇ m to 70 ⁇ m, and particularly preferably 20 ⁇ m. It is ⁇ 50 ⁇ m.
  • the creep value When the creep value is in such a range, it is possible to remarkably suppress the adhesive chipping of the deformed processed portion and remarkably suppress the peeling in a high temperature and high humidity environment. Even when the creep value is relatively large (for example, 200 ⁇ m or more), the composition of the pressure-sensitive adhesive constituting the pressure-sensitive adhesive layer (for example, the type of base polymer (polarity, Tg, softness), molecular weight), It is presumed that adhesive chipping can be suppressed by controlling the crosslinked structure (for example, the type of the crosslinking agent, the distance between the crosslinking points (molecular weight between the crosslinking points), the crosslinking density, and the uncrosslinked component (sol content)).
  • the crosslinked structure for example, the type of the crosslinking agent, the distance between the crosslinking points (molecular weight between the crosslinking points), the crosslinking density, and the uncrosslinked component (sol content)
  • the creep value can be measured, for example, by the following procedure: a test sample cut out from an optical film with an adhesive layer is attached to a support plate at a joint surface of 10 mm ⁇ 10 mm. With the support plate to which the test sample is attached fixed, a load of 500 gf is applied vertically downward. The amount of deviation from the support plate after 1 second and 3600 seconds after applying the load is measured and designated as Cr 1 and Cr 3600 , respectively.
  • the adhesive layer has a storage elastic modulus at 85 ° C. of preferably 1.0 ⁇ 10 4 Pa or more, preferably 2.0 ⁇ 10 4 Pa or more, and more preferably 5.0 ⁇ 10 4 Pa or more. , and still more preferably 1.0 ⁇ 10 5 Pa or more.
  • the storage elastic modulus is in such a range, it becomes easy to realize the desired creep value.
  • the storage modulus is less for example 3.0 ⁇ 10 6 Pa.
  • peeling of the pressure-sensitive adhesive layer in a high-temperature and high-humidity environment can be remarkably suppressed.
  • the weight average molecular weight Mw (details will be described later) of the base polymer in the pressure-sensitive adhesive composition forming the pressure-sensitive adhesive layer is, for example, 200,000 to 3 million, preferably 1 million to 2.5 million.
  • the gel fraction of the pressure-sensitive adhesive layer is preferably 55% to 95%. In one embodiment, the gel fraction is preferably 60% to 93%, more preferably 80% to 91%.
  • the weight average molecular weight Mw (described later) of the high molecular weight component derived from the base polymer is, for example, 50,000 to 1,000,000, preferably 50,000 to 50. It is 10,000, more preferably 100,000 to 400,000.
  • the gel fraction is determined by (dry weight after immersion / dry weight before immersion) ⁇ 100 when the crosslinked pressure-sensitive adhesive is immersed in a predetermined solvent (for example, ethyl acetate) for 6 days and then dried.
  • the weight average molecular weight Mw of the high molecular weight component derived from the base polymer among the uncrosslinked components (sol content) of the base polymer and the pressure-sensitive adhesive composition is measured by, for example, gel permeation chromatography (GPC) and calculated by polystyrene conversion. It is calculated from the calculated value.
  • GPC gel permeation chromatography
  • the degree of swelling of the pressure-sensitive adhesive layer is preferably 35 times or less, more preferably 10 times to 30 times, further preferably 11 times to 28 times, and particularly preferably 12 times to 20 times. When the degree of swelling is within such a range, it is possible to remarkably suppress the adhesive chipping of the deformed portion.
  • the degree of swelling is determined by immersing the crosslinked pressure-sensitive adhesive in a predetermined solvent (for example, ethyl acetate) for 6 days (weight after immersion / dry weight after immersion).
  • the storage elasticity, gel fraction and swelling degree of the pressure-sensitive adhesive layer are determined by the composition of the pressure-sensitive adhesive constituting the pressure-sensitive adhesive layer (for example, the type of base polymer (polarity, Tg, softness), molecular weight), and the crosslinked structure (for example, It can be controlled by adjusting the type of cross-linking agent, the distance between cross-linking points (molecular weight between cross-linking points), the cross-linking density, and the like. More specifically, the type and combination of the monomer components of the base polymer, the polymerization conditions of the base polymer, the type and the amount of the cross-linking agent used, and the like can be appropriately set.
  • the thickness of the pressure-sensitive adhesive layer is preferably 2 ⁇ m to 55 ⁇ m, more preferably 2 ⁇ m to 30 ⁇ m, further preferably 2 ⁇ m to 20 ⁇ m, and particularly preferably 5 ⁇ m to 15 ⁇ m.
  • the thickness of the pressure-sensitive adhesive layer is within such a range, the adhesive chipping of the deformed portion can be remarkably suppressed by the synergistic effect with the effect of controlling the creep value.
  • the pressure-sensitive adhesive layer is typically formed from a pressure-sensitive adhesive composition containing a (meth) acrylic polymer, a urethane-based polymer, a silicone-based polymer, or a rubber-based polymer as a base polymer.
  • a (meth) acrylic polymer is used as the base polymer
  • the pressure-sensitive adhesive layer is formed from, for example, a pressure-sensitive adhesive composition containing the (meth) acrylic polymer (A).
  • the (meth) acrylic polymer (A) contains an alkyl (meth) acrylate as a main component.
  • the (meth) acrylic polymer (A) contains an alkyl (meth) acrylate as a main component.
  • the alkyl (meth) acrylate is preferably 50% by weight or more in all the monomer components forming the (meth) acrylic polymer (A) from the viewpoint of improving the adhesiveness of the pressure-sensitive adhesive layer, and the alkyl (meth) acrylate is said.
  • It can be arbitrarily set as the remainder of the monomer other than acrylate.
  • (meth) acrylate means acrylate and / or methacrylate.
  • Examples of the alkyl (meth) acrylate constituting the main skeleton of the (meth) acrylic polymer (A) include linear or branched alkyl groups having 1 to 18 carbon atoms.
  • Examples of the alkyl group include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, an amyl group, a hexyl group, a cyclohexyl group, a heptyl group, a 2-ethylhexyl group, an isooctyl group, a nonyl group and a decyl group.
  • Alkyl (meth) acrylates can be used alone or in combination.
  • the average carbon number of the alkyl group is preferably 3 to 10.
  • the (meth) acrylic polymer (A) may contain a copolymerization monomer such as a carboxyl group-containing monomer (a1) and a hydroxyl group-containing monomer (a2) as a monomer component in addition to the alkyl (meth) acrylate. Good.
  • the copolymerizable monomers can be used alone or in combination.
  • the carboxyl group-containing monomer (a1) is a compound containing a carboxyl group in its structure and containing a polymerizable unsaturated double bond such as a (meth) acryloyl group or a vinyl group.
  • the carboxyl group-containing monomer include (meth) acrylic acid, carboxyethyl (meth) acrylate, carboxypentyl (meth) acrylate, itaconic acid, maleic acid, fumaric acid, and crotonic acid.
  • acrylic acid is preferable from the viewpoint of improving copolymerizability, price, and adhesive properties of the pressure-sensitive adhesive layer.
  • the content of the carboxyl group-containing monomer (a1) is usually 0.01% by weight in all the monomer components forming the (meth) acrylic polymer (A). It is 10% by weight or less.
  • the hydroxyl group-containing monomer (a2) is a compound containing a hydroxyl group in its structure and containing a polymerizable unsaturated double bond such as a (meth) acryloyl group or a vinyl group.
  • a polymerizable unsaturated double bond such as a (meth) acryloyl group or a vinyl group.
  • the hydroxyl group-containing monomer include 2-hydroxyethyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 6-hydroxyhexyl (meth) acrylate, and 8-hydroxyoctyl ( Examples thereof include hydroxyalkyl (meth) acrylates such as 10-hydroxydecyl (meth) acrylate and 12-hydroxylauryl (meth) acrylate; (4-hydroxymethylcyclohexyl) -methylacrylate and the like.
  • 2-hydroxyethyl (meth) acrylate and 4-hydroxybutyl (meth) acrylate are preferable, and 4-hydroxybutyl (meth) acrylate is more preferable, from the viewpoint of improving the durability of the pressure-sensitive adhesive layer.
  • the content of the hydroxyl group-containing monomer (a2) is usually 0.01% by weight in all the monomer components forming the (meth) acrylic polymer (A). It is 10% by weight or less.
  • the (meth) acrylic polymer (A) preferably contains, as a monomer component, a monomer having an unsaturated carbon double bond in which the glass transition temperature of the homopolymer is 0 ° C. or higher.
  • a monomer having an unsaturated carbon double bond in which the glass transition temperature of the homopolymer is 0 ° C. or higher include an alkyl (meth) acrylate monomer and (meth) acrylic acid.
  • the monomer (a3) is preferably a monomer having an unsaturated carbon double bond having a homopolymer glass transition temperature of 20 ° C. or higher, and having an unsaturated carbon double bond having a homopolymer glass transition temperature of 40 ° C. or higher. Monomers are more preferred.
  • the proportion of the (meth) acrylic polymer (A) containing the monomer (a3) is not particularly limited.
  • the content is usually 0.1% by weight to 40% by weight, more preferably 1% by weight to 30% by weight.
  • the content is the total content when two or more types of monomers (a3) are used in combination.
  • Examples of the monomer (a3) include methyl acrylate (Tg: 8 ° C.), methyl methacrylate (Tg: 105 ° C.), ethyl methacrylate (Tg: 65 ° C.), n-propyl acrylate (Tg: 3 ° C.), n-propyl.
  • the copolymerization monomer becomes a reaction point with the cross-linking agent when the pressure-sensitive adhesive composition contains a cross-linking agent described later.
  • the carboxyl group-containing monomer and the hydroxyl group-containing monomer are highly reactive with the intermolecular cross-linking agent, they are preferably used for improving the cohesiveness and heat resistance of the obtained pressure-sensitive adhesive layer. Further, the carboxyl group-containing monomer is preferable from the viewpoint of achieving both durability and reworkability, and the hydroxyl group-containing monomer is preferable from the viewpoint of improving the reworkability.
  • copolymerization monomer (a4) may be further used as the monomer component.
  • the other copolymerizable monomer (a4) has a polymerizable functional group having an unsaturated double bond such as a (meth) acryloyl group or a vinyl group.
  • the other copolymerization monomer (a4) can be used alone or in combination.
  • the amino group-containing monomer is, for example, N, N-dimethylaminoethyl (meth) acrylate or N, N-dimethylaminopropyl (meth) acrylate.
  • the amide group-containing monomer includes, for example, (meth) acrylamide, N, N-dimethyl (meth) acrylamide, N, N-diethyl (meth) acrylamide, N-isopropylacrylamide, N-methyl (meth) acrylamide, and N-butyl ( Meta) acrylamide, N-hexyl (meth) acrylamide, N-methylol (meth) acrylamide, N-methylol-N-propane (meth) acrylamide, aminomethyl (meth) acrylamide, aminoethyl (meth) acrylamide, mercaptomethyl (meth) ) Acrylamides such as acrylamide and mercaptoethyl (meth) acrylamide; N-acrylloyl heterocyclic monomers such as N- (meth) acryloylmorpholin, N- (meth) acryloylpiperidin and N- (meth) acryloylpyrrolidin. It is an
  • the other copolymerization monomer (a4) may be a polyfunctional monomer.
  • the gel fraction of the pressure-sensitive adhesive layer can be adjusted and the cohesive force can be controlled.
  • Polyfunctional monomers include, for example, hexanediol di (meth) acrylate (1,6-hexanediol di (meth) acrylate), butanediol di (meth) acrylate, (poly) ethylene glycol di (meth) acrylate, (poly).
  • Polyfunctional acrylates such as acrylates, tetramethylolmethanetri (meth) acrylates, allyl (meth) acrylates, vinyl (meth) acrylates, epoxy acrylates, polyester acrylates, urethane acrylates; and divinylbenzene.
  • the polyfunctional acrylate is preferably 1,6-hexanediol diacrylate or dipentaerythritol hexa (meth) acrylate.
  • copolymerization monomers (a4) include, for example, 2-methoxyethyl (meth) acrylate, 2-ethoxyethyl (meth) acrylate, methoxytriethylene glycol (meth) acrylate, and (meth).
  • (Meta) acrylic acid alkoxyalkyl esters such as 3-methoxypropyl acrylate, 3-ethoxypropyl (meth) acrylate, 4-methoxybutyl (meth) acrylate, 4-ethoxybutyl (meth) acrylate; 2-( Cyclic polymerizable monomer such as methyl allyloxymethyl) acrylate; epoxy group-containing monomer such as (meth) glycidyl acrylate, methyl glycidyl (meth) acrylate; sulfonic acid group-containing monomer such as sodium vinyl sulfonate; phosphoric acid Group-containing monomer; (meth) acrylate having an alicyclic hydrocarbon group such as cyclopentyl (meth) acrylate, cyclohexyl (meth) acrylate, isobornyl (meth) acrylate; phenyl (meth) acrylate, (meth).
  • aromatic hydrocarbon groups such as phenoxyethyl acrylate and benzyl (meth) acrylate
  • vinyl esters such as vinyl acetate and vinyl propionate
  • aromatic vinyl compounds such as styrene and vinyl toluene Olefins or dienes such as ethylene, propylene, butadiene, isoprene and isobutylene
  • vinyl ethers such as vinylalkyl ethers
  • vinyl chloride can be used.
  • the content of the other copolymerization monomer (a4) in the (meth) acrylic polymer is preferably 20% by mass or less, more preferably 10% by mass or less, still more preferably 8% by mass or less, and particularly. It is preferably 5% by mass or less.
  • the (Meta) Acrylic Polymer (A) can be produced by any suitable method. Specific examples of the production method include various radical polymerizations such as radiation polymerization such as electron beam and UV, solution polymerization, bulk polymerization, and emulsion polymerization.
  • the obtained (meth) acrylic polymer (A) may be any of a random copolymer, a block copolymer, a graft copolymer and the like.
  • solution polymerization for example, ethyl acetate and toluene are used as the polymerization solvent.
  • the reaction in solution polymerization is usually carried out at about 50 ° C. to 70 ° C. for about 5 hours to 30 hours by adding a polymerization initiator to the monomer component under an inert gas stream such as nitrogen.
  • the polymerization initiator, chain transfer agent, emulsifier, etc. used for radical polymerization can be appropriately selected according to the purpose.
  • the weight average molecular weight of the (meth) acrylic polymer (A) can be controlled by the amount of the polymerization initiator and the chain transfer agent used, and the reaction conditions, and the type and amount used can be adjusted according to the desired weight average molecular weight. Can be done.
  • polymerization initiator examples include 2,2'-azobisisobutyronitrile, 2,2'-azobis (2-amidinopropane) dihydrochloride, and 2,2'-azobis [2- (5-methyl-2). -Imidazoline-2-yl) propane] dihydrochloride, 2,2'-azobis (2-methylpropionamidine) disulfate, 2,2'-azobis (N, N'-dimethyleneisobutylamidine), 2,2 Azo-based initiators such as'-azobis [N- (2-carboxyethyl) -2-methylpropion amidine] hydrate (manufactured by Wako Pure Chemical Industries, Ltd., VA-057), persulfates such as potassium persulfate and ammonium persulfate.
  • Examples thereof include an initiator, a combination of persulfate and sodium hydrogen sulfite, and a redox-based initiator in which a peroxide and a reducing agent such as a combination of peroxide and sodium ascorbate are combined.
  • the polymerization initiator can be used alone or in combination.
  • the total amount of the polymerization initiator used is preferably about 0.005 parts by weight to 1 part by weight, preferably about 0.01 parts by weight to 0.5 parts by weight, based on 100 parts by weight of the monomer component. Is more preferable.
  • chain transfer agent examples include lauryl mercaptan, glycidyl mercaptan, mercaptoacetic acid, 2-mercaptoethanol, thioglycolic acid, 2-ethylhexyl thioglucolate, and 2,3-dimercapto-1-propanol.
  • the chain transfer agent may be used alone or in combination of two or more.
  • the total amount of the chain transfer agent used is about 0.1 part by weight or less with respect to 100 parts by weight of the monomer component.
  • emulsifier used for emulsion polymerization examples include anionic emulsifiers such as sodium lauryl sulfate, ammonium lauryl sulfate, sodium dodecylbenzene sulfonate, ammonium polyoxyethylene alkyl ether sulfate, and sodium polyoxyethylene alkyl phenyl ether sulfate, and polyoxyethylene alkyl.
  • anionic emulsifiers such as sodium lauryl sulfate, ammonium lauryl sulfate, sodium dodecylbenzene sulfonate, ammonium polyoxyethylene alkyl ether sulfate, and sodium polyoxyethylene alkyl phenyl ether sulfate, and polyoxyethylene alkyl.
  • nonionic emulsifiers such as ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene fatty acid ester, and polyoxyethylene-polyoxypropylene block
  • the reactive emulsifier examples include an emulsifier into which a radically polymerizable functional group such as a propenyl group or an allyl ether group has been introduced.
  • a radically polymerizable functional group such as a propenyl group or an allyl ether group
  • Specific examples include Aqualon HS-10, HS-20, KH-10, BC-05, BC-10, BC-20 (all manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.), and ADEKA Risoap SE10N (manufactured by ADEKA Corporation). ). Since the reactive emulsifier is incorporated into the polymer chain after polymerization, it has good water resistance and is preferable.
  • the amount of the emulsifier used is preferably 0.3 parts by weight to 5 parts by weight, and more preferably 0.5 parts by weight to 1 part by weight, based on 100 parts by weight of the total amount of the monomer components.
  • the amount of the emulsifier used is in such a range, the polymerization stability and the mechanical stability of the obtained pressure-sensitive adhesive layer are excellent.
  • the (meth) acrylic polymer (A) When the (meth) acrylic polymer (A) is produced by radiation polymerization, it can be produced by polymerizing the monomer component by irradiating the monomer component with radiation such as electron beam or UV. When the radiation polymerization is carried out by UV polymerization, a photopolymerization initiator can be contained in the monomer component. Thereby, the polymerization time can be shortened. When the radiation polymerization is carried out by an electron beam, it is not particularly necessary to include a photopolymerization initiator in the monomer component.
  • any suitable photopolymerization initiator can be used as the photopolymerization disclosure agent.
  • suitable photopolymerization initiator include benzoin ether-based, acetophenone-based, ⁇ -ketol-based, photoactive oxime-based, benzoin-based, benzyl-based, benzophenone-based, ketal-based, and thioxanthone-based photopolymerization initiators.
  • the amount of the photopolymerization initiator used is preferably 0.02 parts by weight to 1.5 parts by weight, more preferably 0.1 parts by weight to 1 part by weight, based on 100 parts by weight of the total amount of the monomer components. ..
  • the photopolymerization disclosure agent can be used alone or in combination.
  • the weight average molecular weight Mw of the (meth) acrylic polymer (A) is, for example, 200,000 to 3 million, preferably 1 million to 2.5 million, and more preferably 1.2 million to 2.5 million, as described above.
  • a pressure-sensitive adhesive layer having excellent durability (particularly heat resistance) can be obtained. If the weight average molecular weight Mw exceeds 3 million, an increase in viscosity and / or gelation during polymer polymerization may occur.
  • the polydispersity (weight average molecular weight (Mw) / number average molecular weight (Mn)) of the (meth) acrylic polymer (A) is preferably 5.0 or less, more preferably 1.05 to 5.0. More preferably, it is 1.05 to 4.0.
  • the degree of polydispersity (Mw / Mn) is large (for example, exceeding 5.0), there are many low molecular weight polymers, and even if the pressure-sensitive adhesive layer is formed so that the creep values are the same, uncrosslinked polymers or As the amount of oligomer (sol) increases, the toughness of the pressure-sensitive adhesive layer decreases (becomes fragile), and adhesive chipping during deformed processing and peeling in a high-temperature and high-humidity environment may occur.
  • the degree of polydispersity (Mw / Mn) is measured by GPC (gel permeation chromatography) in the same manner as the weight average molecular weight, and is obtained from a value calculated by polystyrene conversion.
  • the pressure-sensitive adhesive composition can contain a reactive functional group-containing silane coupling agent.
  • the reactive functional group is typically a functional group other than the acid anhydride group.
  • the functional group other than the acid anhydride group include an epoxy group, a mercapto group, an amino group, an isocyanate group, an isocyanurate group, a vinyl group, a styryl group, an acetoacetyl group, a ureido group, a thiourea group and a (meth) acrylic.
  • Examples include groups, heterocyclic groups, and combinations thereof.
  • Reactive functional group-containing silane coupling agents can be used alone or in combination.
  • Examples of the reactive functional group-containing silane coupling agent include 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyltriethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, and 2- (3, 4-Epoxycyclohexyl) Epoxy group-containing silane coupling agent such as ethyltrimethoxysilane; mercapto group-containing silane coupling agent such as 3-mercaptopropylmethyldimethoxysilane and 3-mercaptopropyltrimethoxysilane; 3-aminopropyltrimethoxy Silane, N-2- (aminoethyl) -3-aminopropylmethyldimethoxysilane, 3-triethoxysilyl-N- (1,3-dimethylbutylidene) propylamine, N-phenyl- ⁇ -aminopropyltrimethoxysilane Amino group-containing silane coupling agents such as
  • an epoxy group-containing silane coupling agent and a mercapto group-containing silane coupling agent are preferable.
  • an epoxy group-containing silane coupling agent for example, "KBM-403" manufactured by Shin-Etsu Chemical Co., Ltd. is commercially available.
  • oligomer-type silane coupling agent one having a plurality of alkoxysilyl groups in the molecule (oligomer-type silane coupling agent) can also be used.
  • Specific examples include epoxy group-containing oligomer-type silane coupling agents manufactured by Shin-Etsu Chemical Co., Ltd., trade names "X-41-1053", “X-41-1059A”, “X-41-1056", “X-40”. -2651 "; Examples thereof include mercapto group-containing oligomer-type silane coupling agents" X-41-1818 ",” X-41-1810 ", and” X-41-1805 ". Since the oligomer-type silane coupling agent is hard to volatilize and has a plurality of alkoxysilyl groups, it can be effective in improving durability.
  • the blending amount of the reactive functional group-containing silane coupling agent is usually 100 parts by weight of the (meth) acrylic polymer (A). 0.001 part by weight or more and 5 parts by weight or less.
  • the pressure-sensitive adhesive composition can contain a cross-linking agent.
  • a cross-linking agent an organic cross-linking agent, a polyfunctional metal chelate, or the like can be used.
  • the organic cross-linking agent include isocyanate-based cross-linking agents, peroxide-based cross-linking agents, epoxy-based cross-linking agents, and imine-based cross-linking agents.
  • a polyfunctional metal chelate is one in which a polyvalent metal is covalently or coordinated to an organic compound.
  • Examples of the polyvalent metal atom include Al, Cr, Zr, Co, Cu, Fe, Ni, V, Zn, In, Ca, Mg, Mn, Y, Ce, Sr, Ba, Mo, La, Sn, Ti and the like. Can be mentioned.
  • Examples of the atom in the organic compound having a covalent bond or a coordination bond include an oxygen atom, and examples of the organic compound include an alkyl ester, an alcohol compound, a carboxylic acid compound, an ether compound, and a ketone compound.
  • a polyfunctional monomer can be used as a cross-linking agent.
  • polyfunctional monomer examples include hexanediol di (meth) acrylate (1,6-hexanediol di (meth) acrylate), butanediol di (meth) acrylate, (poly) ethylene glycol di (meth) acrylate, and (.
  • Polyfunctional acrylates such as acrylates, tetramethylol methanetri (meth) acrylates, allyl (meth) acrylates, vinyl (meth) acrylates, epoxy acrylates, polyester acrylates, urethane acrylates; and divinylbenzene.
  • the polyfunctional acrylate is preferably 1,6-hexanediol diacrylate or dipentaerythritol hexa (meth) acrylate.
  • Crosslinkers can be used alone or in combination.
  • the cross-linking agent is preferably an isocyanate-based cross-linking agent and / or a peroxide-based cross-linking agent, and particularly preferably an isocyanate-based cross-linking agent from the viewpoint of reducing adhesive chipping during processing. From the viewpoint of suppressing peeling in a high temperature and high humidity environment, it is more preferable to use an isocyanate-based cross-linking agent and a peroxide-based cross-linking agent in combination.
  • the isocyanate-based cross-linking agent for example, a compound having at least two isocyanate groups (including an isocyanate regenerated functional group in which the isocyanate group is temporarily protected by a blocking agent or quantification) can be used.
  • a compound having at least two isocyanate groups including an isocyanate regenerated functional group in which the isocyanate group is temporarily protected by a blocking agent or quantification
  • any suitable aliphatic polyisocyanate, alicyclic polyisocyanate, aromatic polyisocyanate, etc. that can be used in the urethanization reaction are used.
  • aliphatic polyisocyanate examples include trimethylene diisocyanate, tetramethylene diisocyanate, hexamethylene diisocyanate, pentamethylene diisocyanate, 1,2-propylene diisocyanate, 1,3-butylene diisocyanate, dodecamethylene diisocyanate, and 2,4,4-trimethyl. Hexamethylene diisocyanate can be mentioned.
  • Examples of the alicyclic isocyanate include 1,3-cyclopentene diisocyanate, 1,3-cyclohexane diisocyanate, 1,4-cyclohexane diisocyanate, isophorone diisocyanate, hydrogenated diphenylmethane diisocyanate, hydrogenated xylylene diisocyanate, and hydrogenated tolylene diisocyanate. Examples include added tetramethylxylylene diisocyanate.
  • aromatic diisocyanate examples include phenylenediisocyanate, 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate, 2,2'-diphenylmethane diisocyanate, 4,4'-diphenylmethane diisocyanate, and 4,4.
  • aromatic diisocyanate examples include'-toluidine diisocyanate, 4,4'-diphenyl ether diisocyanate, 4,4'-diphenyl diisocyanate, 1,5-naphthalenediocyanate and xylylene diisocyanate.
  • the above-mentioned multimer of diisocyanate (dimeric, trimeric, pentameric, etc.), urethane modified product reacted with polyhydric alcohol such as trimethylolpropane, urea modified product, etc. , Biuret modified product, alphanate modified product, isocyanurate modified product, carbodiimide modified product.
  • isocyanate-based cross-linking agents examples include the trade names “Millionate MT”, “Millionate MTL”, “Millionate MR-200”, “Millionate MR-400", “Coronate L”, and “Millionate M” manufactured by Tosoh Corporation.
  • “Coronate HL”, “Coronate HX” trade names "Takenate D-110N”, “Takenate D-120N”, “Takenate D-140N”, “Takenate D-160N”, “Takenate D-” manufactured by Mitsui Chemicals, Inc. 165N ”,“ Takenate D-170HN ”,“ Takenate D-178N ”,“ Takenate 500 ”,“ Takenate 600 ”.
  • aromatic polyisocyanate and its modified aromatic polyisocyanate compound aliphatic polyisocyanate and its modified aliphatic polyisocyanate compound are preferable.
  • Aromatic polyisocyanate compounds are preferably used because they have a good balance between the cross-linking rate and the pot life.
  • aromatic polyisocyanate compound tolylene diisocyanate and a modified product thereof are particularly preferable.
  • peroxide-based cross-linking agent any suitable as long as radically active species are generated by heating or light irradiation to promote cross-linking of the base polymer ((meth) acrylic polymer (A)) of the pressure-sensitive adhesive composition.
  • Peroxide-based cross-linking agent can be used.
  • a peroxide having a 1-minute half-life temperature of 80 ° C. to 160 ° C. is preferable, and a peroxide having a 1-minute half-life temperature of 90 ° C. to 140 ° C. is more preferable.
  • Such peroxides are excellent in workability and stability.
  • Examples of the peroxide as described above include di (2-ethylhexyl) peroxydicarbonate (1 minute half-life temperature: 90.6 ° C.) and di (4-t-butylcyclohexyl) peroxydicarbonate (1).
  • the half-life of peroxide is an index showing the decomposition rate of peroxide, and means the time until the residual amount of peroxide is halved.
  • the decomposition temperature for obtaining a half-life at an arbitrary temperature and the half-life time at an arbitrary temperature are described in the manufacturer's catalog, etc. For example, "Organic Peroxide Catalog No. 9" of Nippon Oil & Fats Co., Ltd. Edition (May 2003) ”and so on.
  • the blending amount of the cross-linking agent is usually 0.01 parts by weight or more and 15 parts by weight or less with respect to 100 parts by weight of the (meth) acrylic polymer (A).
  • the blending amount of the isocyanate-based cross-linking agent is usually 0.01 parts by weight or more and 15 parts by weight or less with respect to 100 parts by weight of the (meth) acrylic polymer.
  • the blending amount of the peroxide is usually 0.01 parts by weight or more and 2 parts by weight or less with respect to 100 parts by weight of the (meth) acrylic polymer. Within such a range, it is easy to adjust workability, cross-linking stability, and the like.
  • the pressure-sensitive adhesive composition may contain a (meth) acrylic oligomer.
  • the (meth) acrylic oligomer can be obtained by polymerizing the monomer components described in item C-2 with respect to the (meth) acrylic polymer alone or by copolymerizing two or more kinds.
  • the type, number, combination, and polymerization molar ratio of the monomer components can be appropriately set according to the purpose, desired properties, and the like.
  • the weight average molecular weight Mw of the (meth) acrylic oligomer is preferably 1000 to 8000, more preferably 2000 to 7000, and further preferably 3000 to 6000.
  • the blending amount of the (meth) acrylic oligomer is preferably 5 to 35 parts by weight with respect to 100 parts by weight of the (meth) acrylic polymer.
  • the pressure-sensitive adhesive composition can contain an ionic compound.
  • the ionic compound any suitable ionic compound can be used. Examples of the ionic compound include those described in JP-A-2015-4861, and among them, (perfluoroalkylsulfonyl) imide lithium salt is preferable, and bis (trifluoromethanesulfonylimide) lithium is preferable. Is more preferable.
  • the blending amount of the ionic compound can be appropriately set according to the purpose. For example, the blending amount of the ionic compound is preferably 10 parts by weight or less, more preferably 5 parts by weight or less, still more preferably 3 parts by weight or less, based on 100 parts by weight of the (meth) acrylic polymer (A). It is particularly preferable to be parts by weight or less.
  • the pressure-sensitive adhesive composition may contain an additive.
  • additives include powders such as colorants and pigments, dyes, surfactants, plasticizers, tackifiers, surface lubricants, leveling agents, softeners, antioxidants, antioxidants, and light. Stabilizers, UV absorbers, polymerization inhibitors, inorganic or organic fillers, metal powders, particulates, foils and the like. Further, a redox system to which a reducing agent is added may be adopted within a controllable range. The type, number, combination, content, etc. of additives can be appropriately set according to the purpose.
  • the content of the additive is preferably 5 parts by weight or less, more preferably 3 parts by weight or less, and further preferably 1 part by weight or less with respect to 100 parts by weight of the (meth) acrylic polymer (A). is there.
  • the optical film with an adhesive layer according to the embodiment of the present invention can be suitably applied to an image display device as described above. Therefore, an image display device including an optical film with an adhesive layer is also included in the embodiment of the present invention.
  • the image display device typically includes an image display cell and an optical film with an adhesive layer attached to the image display cell via an adhesive layer. Examples of the image display device include a liquid crystal display device, an organic electroluminescence (EL) display device, and a quantum dot display device. An organic EL display device is preferable. This is because the effect of the optical film with an adhesive layer is remarkable.
  • a precision hot plate installed so that the heating surface is in the vertical direction is heated to 85 ° C.
  • the SUS plate to which the optical film with the adhesive layer is attached is the surface of the hot plate to which the adhesive layer is not attached. It was installed so as to be in contact with the heating surface.
  • a load of 500 gf was vertically downwardly applied to the lower end portion of the polarizing film with the pressure-sensitive adhesive layer.
  • the amount of displacement between the optical film with the adhesive layer and the SUS plate after 1 second and 3600 seconds after applying the load was measured and used as Cr 1 and Cr 3600 , respectively.
  • the creep value was ⁇ Cr obtained from Cr 1 and Cr 3600 by the following formula.
  • ⁇ Cr Cr 3600- Cr 1
  • Amount of adhesive chipping The state of the cross section of the pressure-sensitive adhesive layer in the deformed portion of the optical film with the pressure-sensitive adhesive layer obtained in Examples and Comparative Examples was observed with an optical microscope, and the pressure-sensitive adhesive from the outer edge to the inside in the plane direction. The length of the portion where the layer was maximally missing was measured, and the length was defined as the amount of adhesive chipping ( ⁇ m).
  • Durability The optical film with an adhesive layer obtained in Examples and Comparative Examples was cut into a size of 300 mm ⁇ 220 mm and used as a test sample. At this time, the polarizing element was cut out so that the absorption axis was in the long side direction.
  • This test sample was attached to a non-alkali glass (manufactured by Corning Inc., trade name "EG-XG") having a thickness of 350 mm ⁇ 250 mm ⁇ 0.7 mm with a laminator. Then, it was autoclaved at 50 ° C. and 0.5 MPa for 15 minutes to bring the pressure-sensitive adhesive layer into close contact with the glass. The test sample thus treated was treated in an atmosphere of 60 ° C./95% RH for 500 hours. The appearance of the test sample after the treatment was visually evaluated according to the following criteria. ⁇ : No change in appearance such as foaming and peeling. ⁇ : There is slight peeling or foaming at the end, but there is no problem in practical use. ⁇ : There is a remarkable peeling at the end, and there is a problem in practical use.
  • ⁇ Production Example 7 Preparation of acrylic oligomer B2> A monomer mixture containing 60 parts of dicyclopentanyl methacrylate and 40 parts of methyl methacrylate, 3.5 parts of ⁇ -thioglycerol as a chain transfer agent, and 100 parts of toluene as a polymerization solvent are mixed at 70 ° C. under a nitrogen atmosphere. The mixture was stirred for 1 hour. Next, 0.2 part of AIBN was added as a thermal polymerization initiator, and the mixture was reacted at 70 ° C. for 2 hours, then heated to 80 ° C. and reacted for 2 hours. Then, the reaction solution was heated to 130 ° C., and toluene, the chain transfer agent and the unreacted monomer were dried and removed to obtain a (meth) acrylic oligomer B2.
  • a hard coat layer forming material was prepared by adding cyclopentanone and propylene glycol monomethyl ether to the solution at a ratio of 45:55 so that the solid content concentration in the solution was 36%.
  • This hard coat layer forming material was applied onto a TAC film (manufactured by Fuji Film, product name: TJ40UL, thickness: 40 ⁇ m) so that the thickness of the hard coat layer after curing was 7 ⁇ m to form a coating film.
  • the coating film was dried at 90 ° C. for 1 minute, and further irradiated with ultraviolet rays having an integrated light amount of 300 mJ / cm 2 with a high-pressure mercury lamp to cure the coating film to form a hard coat layer to prepare a TAC film with HC.
  • the obtained TAC film with HC was saponified.
  • a polarizer having a thickness of 18 ⁇ m.
  • a 40 ⁇ m-thick TAC film obtained by saponifying the HC-attached TAC film obtained above on one side of the polarizer is attached to each side with a polyvinyl alcohol-based adhesive.
  • a polarizing plate was produced.
  • Example 1> (Preparation of adhesive composition) With respect to 100 parts of the solid content of the solution of the acrylic polymer A1 obtained in Production Example 1, 30 parts of the acrylic oligomer B1 (solid content) obtained in Production Example 4 and an isocyanate cross-linking agent (manufactured by Toso Co., Ltd., trade name) "Takenate D110N", trimethylolpropane / xylylene diisocyanate adduct) 0.02 part, peroxide cross-linking agent (manufactured by Nippon Oil & Fats Co., Ltd., trade name "Niper BMT”) 1 part, silane coupling agent (Shinetsu Chemical Industry Co., Ltd.) A solution of the acrylic pressure-sensitive adhesive composition was prepared by blending 0.2 parts of the product, trade name "KBM-403").
  • the obtained optical film with an adhesive layer was deformed.
  • a laminated body in which a surface protective film (manufactured by Nitto Denko, trade name "PPF-100T”) was laminated on the TAC film side with HC of the obtained optical film with an adhesive layer was used as a workpiece to be deformed. .. More specifically, a bundle of laminated bodies stacked to a height of 10 mm is fixed with a clamp, and a through hole is made from the surface protective film side using an end mill having a blade diameter of 2.0 mm, and the diameter of the hole is increased. It was cut to 2.5 mm (processed into a shape corresponding to the center of the lower part of FIG. 2).
  • the rotation speed of the blade during cutting was 2500 rpm, and the feed rate was 50 mm / min.
  • the pressure-sensitive adhesive layer used for producing the optical film with the pressure-sensitive adhesive layer was subjected to the evaluations of (1) and (2) above, and the optical film with the pressure-sensitive adhesive layer before the deformation processing was subjected to the evaluation of (3) above.
  • the polarizing plate with an adhesive layer was subjected to the evaluations (4) to (6) above. The results are shown in Table 1.
  • the pressure-sensitive adhesive layer used for producing the optical film with a pressure-sensitive adhesive layer, the optical film with a pressure-sensitive adhesive layer having a separator, and the deformed polarizing plate with a pressure-sensitive adhesive layer were subjected to the same evaluation as in Example 1. The results are shown in Table 1.
  • Example 7 An optical film with an adhesive layer that had been deformed was produced in the same manner as in Example 6 except that the separator was reattached once before the deforming.
  • the pressure-sensitive adhesive layer used for producing the optical film with a pressure-sensitive adhesive layer, the optical film with a pressure-sensitive adhesive layer having a separator, and the deformed polarizing plate with a pressure-sensitive adhesive layer were subjected to the same evaluation as in Example 1. The results are shown in Table 1.
  • Example 8 An optical film with an adhesive layer that had been deformed was produced in the same manner as in Example 6 except that the separator was reattached twice.
  • the pressure-sensitive adhesive layer used for producing the optical film with a pressure-sensitive adhesive layer, the optical film with a pressure-sensitive adhesive layer having a separator, and the deformed polarizing plate with a pressure-sensitive adhesive layer were subjected to the same evaluation as in Example 1. The results are shown in Table 1.
  • the PET film is placed on the coating film of the mixture, and a pair of PET films is used.
  • the coating film was sandwiched.
  • the coating film was cured by irradiating with ultraviolet rays under irradiation conditions of an illuminance of 4 mW / cm 2 and a light intensity of 1200 mJ / cm 2 , to form adhesive layers (25 ⁇ m and 50 ⁇ m) having the thickness shown in Table 1.
  • Example 1 After the pressure-sensitive adhesive layer was formed, the further PET film was peeled off to expose the pressure-sensitive adhesive layer, and an optical film with a pressure-sensitive adhesive layer processed in the same manner as in Example 1 was produced.
  • the pressure-sensitive adhesive layer used for producing the optical film with a pressure-sensitive adhesive layer, the optical film with a pressure-sensitive adhesive layer having a separator, and the deformed polarizing plate with a pressure-sensitive adhesive layer were subjected to the same evaluation as in Example 1. The results are shown in Table 1.
  • Examples 16 to 19 and Comparative Example 1 An optical film with a pressure-sensitive adhesive layer processed in the same manner as in Example 1 was produced in the same manner as in Example 1 except that the composition of the pressure-sensitive adhesive composition forming the pressure-sensitive adhesive layer and the thickness of the pressure-sensitive adhesive layer were changed as shown in Table 1. did.
  • the pressure-sensitive adhesive layer used for producing the optical film with a pressure-sensitive adhesive layer, the optical film with a pressure-sensitive adhesive layer having a separator, and the deformed polarizing plate with a pressure-sensitive adhesive layer were subjected to the same evaluation as in Example 1. The results are shown in Table 1.
  • Example 20 An optical film with an adhesive layer that had been deformed was produced in the same manner as in Example 19 except that the separator was reattached once.
  • the pressure-sensitive adhesive layer used for producing the optical film with a pressure-sensitive adhesive layer, the optical film with a pressure-sensitive adhesive layer having a separator, and the deformed polarizing plate with a pressure-sensitive adhesive layer were subjected to the same evaluation as in Example 1. The results are shown in Table 1.
  • Example 21> (Preparation of polarizing plate) A long roll of a polyvinyl alcohol film (product name "PE3000" manufactured by Kuraray Co., Ltd.) having a thickness of 30 ⁇ m is uniaxially stretched in the long direction so as to be 5.9 times in the long direction by a roll stretching machine, and simultaneously swollen and dyed. A polarizer having a thickness of 12 ⁇ m was prepared by subjecting it to cross-linking and washing treatment, and finally by performing a drying treatment. Specifically, the swelling treatment was carried out by stretching 2.2 times while treating with pure water at 20 ° C. Next, the dyeing treatment was carried out in an aqueous solution at 30 ° C.
  • PE3000 polyvinyl alcohol film manufactured by Kuraray Co., Ltd.
  • the weight ratio of iodine and potassium iodide was adjusted so that the transmittance of the produced polarizing film was 45.0% and the weight ratio was 1: 7. However, it was stretched 1.4 times.
  • the cross-linking treatment adopted a two-step cross-linking treatment, and the first-step cross-linking treatment was carried out 1.2 times while being treated with an aqueous solution in which boric acid and potassium iodide were dissolved at 40 ° C.
  • the boric acid content of the aqueous solution of the first-step cross-linking treatment was 5.0% by weight, and the potassium iodide content was 3.0% by weight.
  • the second-step cross-linking treatment was carried out 1.6 times while treating with an aqueous solution in which boric acid and potassium iodide were dissolved at 65 ° C.
  • the boric acid content of the aqueous solution of the second-step cross-linking treatment was 4.3% by weight, and the potassium iodide content was 5.0% by weight.
  • the washing treatment was carried out with an aqueous potassium iodide solution at 20 ° C.
  • the potassium iodide content of the aqueous solution of the washing treatment was set to 2.6% by weight.
  • the drying treatment was carried out at 70 ° C. for 5 minutes to obtain a polarizer.
  • a TAC film (product name: KC2UA, thickness: 25 ⁇ m) manufactured by Konica Minolta Co., Ltd. and HC- having an HC layer on one side of the TAC film, respectively, on both sides of the obtained polarizing element via a polyvinyl alcohol-based adhesive.
  • a TAC film (thickness: 32 ⁇ m) was bonded to obtain a polarizing plate 1 in which protective films were bonded to both sides of the polarizer.
  • the conditions of the orientation treatment were 1 for the number of rubbing rolls (number of rubbing rolls), 76.89 mm for the rubbing roll radius r, 1500 rpm for the rubbing roll rotation speed nr, and 83 mm / sec for the film transport speed v.
  • the direction of the orientation treatment was set to be ⁇ 75 ° when viewed from the visual side with respect to the direction of the absorption axis of the polarizer when the polarizing plate was attached.
  • the coating liquid was applied to the alignment-treated surface with a bar coater, and the liquid crystal compound was oriented by heating and drying at 90 ° C. for 2 minutes.
  • the liquid crystal layer thus formed was irradiated with light of 1 mJ / cm 2 using a metal halide lamp, and the liquid crystal layer was cured to form a retardation layer A on the PET film.
  • Example 1 the same pressure-sensitive adhesive layers as in Examples 1 to 20 and Comparative Example 1 were formed on the outside of the retardation layer B, respectively.
  • the obtained polarizing plate with a retardation layer was deformed in the same manner as in Example 1 and subjected to the same evaluation as in Example 1.
  • those using the pressure-sensitive adhesive layer corresponding to Examples 1 to 20 have good adhesive chipping and durability, and the pressure-sensitive adhesive layer corresponding to Comparative Example 1 It was confirmed that the one using the above had a large amount of adhesive chipping.
  • Table 1 The abbreviations in Table 1 are as follows. The blending amount of each component in Table 1 is the number of copies with respect to 100 parts of the polymer.
  • BA Butyl acrylate MMA: Methyl methacrylate MA: Methyl acrylate AA: Acrylic acid
  • HBA 4-Hydroxybutyl acrylate
  • HEA 2-Hydroxyethyl acrylate
  • 2EHA 2-Ethylhexyl acrylate
  • NVP N-vinylpyrrolidone
  • DCPM Dicyclopentanyl methacrylate
  • ACMO N-Acryloyl morpholine
  • D110N Trimethylol propane / xylylene diisocyanate adduct (manufactured by Toso Co., Ltd., trade name "Takenate D110N”)
  • C / L Trimethylolpropane / Tolylene diisocyanate adduct (manufactured by
  • the optical film with an adhesive layer of the present invention is suitably used for an image display device, and particularly for an image display device having a deformed portion represented by an automobile instrument panel, a smartphone, a tablet PC or a smart watch. It can be preferably used.

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