WO2018038221A1 - Curable resin composition, image display device and manufacturing method of image display device - Google Patents

Curable resin composition, image display device and manufacturing method of image display device Download PDF

Info

Publication number
WO2018038221A1
WO2018038221A1 PCT/JP2017/030386 JP2017030386W WO2018038221A1 WO 2018038221 A1 WO2018038221 A1 WO 2018038221A1 JP 2017030386 W JP2017030386 W JP 2017030386W WO 2018038221 A1 WO2018038221 A1 WO 2018038221A1
Authority
WO
WIPO (PCT)
Prior art keywords
curable resin
image display
resin layer
resin composition
glass substrate
Prior art date
Application number
PCT/JP2017/030386
Other languages
French (fr)
Japanese (ja)
Inventor
祐樹 宮本
徹 馬場
高木　俊輔
麻未 上田
Original Assignee
日立化成株式会社
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by 日立化成株式会社 filed Critical 日立化成株式会社
Priority to KR1020197008419A priority Critical patent/KR20190045235A/en
Priority to CN201780051409.8A priority patent/CN109689699A/en
Priority to JP2018535763A priority patent/JPWO2018038221A1/en
Publication of WO2018038221A1 publication Critical patent/WO2018038221A1/en

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • 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
    • 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
    • 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
    • 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
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L101/00—Compositions of unspecified macromolecular compounds
    • C08L101/02—Compositions of unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L101/00—Compositions of unspecified macromolecular compounds
    • C08L101/02—Compositions of unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
    • C08L101/06—Compositions of unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups containing oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or 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 of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/08—Homopolymers or copolymers of acrylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
    • 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
    • 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
    • G02F1/133308—Support structures for LCD panels, e.g. frames or bezels
    • 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
    • G02F1/133509—Filters, e.g. light shielding masks
    • G02F1/133512—Light shielding layers, e.g. black matrix
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/302—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/312—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier parameters being the characterizing feature
    • 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
    • G02F1/133308—Support structures for LCD panels, e.g. frames or bezels
    • G02F1/133325—Assembling processes
    • 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
    • G02F2202/00—Materials and properties
    • G02F2202/28—Adhesive materials or arrangements

Definitions

  • the present invention relates to a curable resin composition, an image display device, and a method for manufacturing the image display device.
  • An image display device used in an information terminal such as a smart phone has an image display unit (including a liquid crystal panel, a cover glass, etc.) having an image display surface and a frame unit that supports the image display unit.
  • the image display unit and the frame unit are manufactured by bonding and fixing with a pressure-sensitive adhesive tape.
  • a pressure-sensitive adhesive tape a black pressure-sensitive adhesive tape having a light shielding property is generally used in order to prevent deterioration of image quality due to light leakage from between the image display portion and the frame portion (for example, patents). Reference 1).
  • the present invention forms a light-shielding layer that has a light-shielding property that suppresses light leakage between the image display part and the frame part, and can be efficiently formed even in a narrow region. It aims at providing the curable resin composition which can be used in order to do.
  • One aspect of the present invention includes a radical photopolymerization initiator, a monomer component, a colorant, and a photoacid generator, and the monomer component includes one radical polymerizable group and a cyclic ether.
  • a curable resin composition containing a monomer having a group is provided.
  • Another aspect of the present invention includes a radical photopolymerization initiator, a monomer component, a colorant, a photoacid generator, and a compound having a cyclic ether group.
  • a curable resin composition containing a monomer having one radical polymerizable group.
  • the composition is applied to the image display portion or the frame portion of the image display device to form a frame-like curable resin layer, and active against this curable resin layer.
  • the energy beam After irradiating the energy beam, it is a small area with a light shielding property that suppresses light leakage between the image display unit and the frame unit by a simple method of bonding the image display unit and the frame unit.
  • the light shielding layer can be formed efficiently.
  • the present inventors consider the reason why the above effect is achieved as follows. Since the curable resin composition according to the present invention has the above-described configuration, the curing reaction of the curable resin layer by the cation reaction of the cyclic ether group is performed following the generation of the polymer chain by the photo radical polymerization of the radical polymerizable group. Can be advanced. By such delayed curing, the light-curing curable resin layer can achieve both an elastic modulus suitable for bonding by irradiation with active energy rays and a sufficient curing rate after bonding, and a fine adhesive surface.
  • the curable resin composition may further contain a polymer.
  • the curable resin composition contains a polymer
  • the curable resin layer after being irradiated with active energy rays has pressure-sensitive adhesiveness that makes it easy to bond the image display portion and the frame portion. Can be easily done.
  • the curable resin composition can exhibit pressure-sensitive adhesiveness when irradiated with active energy rays.
  • the curable resin composition may have a pressure-sensitive adhesive force determined by the following method of 10 N / cm 2 or more.
  • a curable resin composition is applied onto a first glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm, and a curable resin layer having a width of 0.6 mm, a length of 25 mm, and a film thickness of 50 ⁇ m is applied to the curable resin layer.
  • the second glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm on the curable resin layer within 1 minute from the light irradiation, the long side of the first glass substrate and the second glass substrate It arrange
  • test force when the first glass substrate and the second glass substrate of the measurement sample are peeled in the opposite long side directions is measured, and this test force is set to be curable.
  • the value divided by the contact area between the resin layer and the second glass substrate is defined as the pressure-sensitive adhesive force.
  • the curable resin composition may have an aspect ratio of 0.4 or more obtained by the following method.
  • a curable resin composition is applied onto a first glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm, and a curable resin layer having a width of 0.6 mm, a length of 25 mm, and a film thickness of 50 ⁇ m is applied to the curable resin layer.
  • the second glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm on the curable resin layer within 1 minute from the light irradiation, the long side of the first glass substrate and the second glass substrate It arrange
  • B unit: mm
  • B / 0.6 is the aspect ratio.
  • the curable resin composition according to the present invention can be used for forming a light shielding layer.
  • the present invention includes a radical photopolymerization initiator, a monomer component, a colorant, and a photoacid generator, and the monomer component includes one radical polymerizable group and a cyclic ether.
  • the present invention relates to an application of a curable resin composition containing a monomer having a group to form a light shielding layer.
  • the present invention also includes a radical photopolymerization initiator, a monomer component, a colorant, a photoacid generator, and a compound having a cyclic ether group, and the monomer component is a single component.
  • the present invention relates to an application of a curable resin composition containing a monomer having a radical polymerizable group for forming a light shielding layer.
  • the present invention also includes a radical photopolymerization initiator, a monomer component, a colorant, and a photoacid generator.
  • the monomer component includes one radical polymerizable group and a cyclic ether group.
  • the present invention relates to an application of a cured product of a curable resin composition containing a monomer having a light shielding layer.
  • the present invention also includes a radical photopolymerization initiator, a monomer component, a colorant, a photoacid generator, and a compound having a cyclic ether group, and the monomer component is a single component.
  • the present invention relates to application of a cured product of a curable resin composition containing a monomer having a radical polymerizable group as a light shielding layer.
  • Another aspect of the present invention supports a liquid crystal panel having an image display surface, an image display portion having a cover member having a light transmission portion facing the image display surface, and an image display portion provided around the image display portion. And a light shielding layer formed between the frame portion and the image display unit, wherein the light shielding layer is made of the curable resin composition according to the present invention.
  • an image display device which is a cured product of a layer.
  • Another aspect of the present invention supports a liquid crystal panel having an image display surface, an image display portion having a cover member having a light transmission portion facing the image display surface, and an image display portion provided around the image display portion. And a light-shielding layer formed between the frame portion and the image display portion, and the image display portion or the frame portion is provided with the curability according to the present invention.
  • an image display device including a light-shielding layer that can sufficiently suppress light leakage from between the image display unit and the frame unit, even in a narrow region, is efficient. Can be manufactured well.
  • the curable resin layer when the image display portion and the frame portion are bonded to each other can have pressure-sensitive adhesiveness.
  • the image display unit and the frame unit may be bonded so that an aspect ratio represented by the following formula is 0.4 or more.
  • Aspect ratio B '/ A'
  • a ′ represents a width at a predetermined portion of the frame-shaped curable resin layer applied to one of the image display unit and the frame unit
  • B ′ represents the image display unit and the image display unit.
  • variety which is in contact with the other of the said image display part and the said frame part in the said predetermined part of the said curable resin layer after the said frame part is bonded together is shown.
  • the above method may further include a step of further proceeding a curing reaction of the curable resin layer after the step of bonding the image display unit and the frame unit.
  • the image display unit and the frame unit can be bonded to each other with a higher adhesion of the light shielding layer, and an image display device including a light shielding layer excellent in light leakage prevention can be obtained.
  • the light-shielding property that suppresses light leakage from between the image display unit and the frame unit is formed, and even a narrow region is efficiently formed
  • the curable resin composition which can be used in order to form the light shielding layer which can be provided can be provided.
  • (meth) acrylate means “acrylate” and “methacrylate” corresponding thereto.
  • (meth) acryl means “acryl” and “methacryl” corresponding thereto, and “(meth) acryloyl” means “acryloyl” and corresponding “methacryloyl”.
  • the first curable resin composition of the present embodiment includes a radical photopolymerization initiator (hereinafter also referred to as “(A) component”) and a monomer component (hereinafter also referred to as “(B) component”).
  • a colorant hereinafter also referred to as “component (C)”
  • component (D) a photoacid generator
  • the monomer component is a single radical polymerization.
  • component (B1) a monomer having a functional group and a cyclic ether group
  • the second curable resin composition of the present embodiment comprises a radical photopolymerization initiator, a monomer component, a colorant, a photoacid generator, and a compound having a cyclic ether group (hereinafter referred to as “(E) And the monomer component may include a monomer having one radical polymerizable group (hereinafter, also referred to as “component (B2)”).
  • component (B2) a monomer having one radical polymerizable group
  • component (E) component is a compound which does not have a radically polymerizable group.
  • the photoradical polymerization initiator is a component that generates a free radical by irradiation with active energy rays and accelerates a curing reaction (polymerization reaction) by radical polymerization of the monomer component.
  • the active energy rays can be selected from ultraviolet rays, electron rays, ⁇ rays, ⁇ rays and the like.
  • photo radical polymerization initiator examples include benzophenone, N, N′-tetramethyl-4,4′-diaminobenzophenone (Michler ketone), N, N-tetraethyl-4,4′-diaminobenzophenone, 4-methoxy- 4,4′-dimethylaminobenzophenone, ⁇ -hydroxyisobutylphenone, 2-ethylanthraquinone, tert-butylanthraquinone, 1,4-dimethylanthraquinone, 1-chloroanthraquinone, 2,3-dichloroanthraquinone, 3-chloro-2- Methyl anthraquinone, 1,2-benzoanthraquinone, 2-phenylanthraquinone, 1,4-naphthoquinone, 9,10-phenanthraquinone, thioxanthone, 2-chlorothioxanthone
  • a radical photopolymerization initiator may be used individually by 1 type, and may be used in combination of 2 or more type. From the viewpoint of curability, reactivity, and surface curability, a radical photopolymerization initiator may be selected from aromatic ketone compounds, ⁇ -hydroxyalkylphenone compounds, and phenylglyoxylic acid methyl esters.
  • the photo radical polymerization initiator may be a compound that generates both a free radical and a base (for example, a secondary amino group or a tertiary amino group) by irradiation with active energy rays.
  • a free radical and a base for example, a secondary amino group or a tertiary amino group
  • photo radical polymerization initiators include (4-morpholinobenzoyl) -1-benzyl-1-dimethylaminopropane (“Irgacure 369”, manufactured by BASF Japan Ltd.), 4- (methylthiobenzoyl) -1 -Methyl-1-morpholinoethane ("Irgacure 907", manufactured by BASF Japan Ltd.), 2- (dimethylamino) -2-[(4-methylphenyl) methyl] -1- [4- (4-morpholinyl) phenyl] ⁇ -aminoacetophenone compounds such as -1-butanone (“Irgacure 3
  • the content of the radical photopolymerization initiator in the curable resin composition is the total amount of the curable resin composition from the viewpoint of pressure-sensitive adhesiveness, reliability, and curability, and from the viewpoint of efficiently promoting the curing reaction.
  • 2 mass% or more, 4 mass% or more, or 6 mass% or more may be sufficient, and 14 mass% or less, 12 mass% or less, or 10 mass% or less may be sufficient.
  • (B) Component Monomer Component (B1)
  • the radical polymerizable group of the component includes (meth) acryloyl group, vinyl group, ethynyl group, isopropenyl group, vinyl ether group and vinyl thioether group.
  • the component (B1) examples include glycidyl (meth) acrylate, 3,4-epoxycyclohexylmethyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate glycidyl ether, propylene oxide (PO) modified bisphenol A diglycidyl ether di Acrylate, novolac partial epoxy acrylate, acrylic acid adduct of bisphenol A diglycidyl ether, 3-oxetanylmethyl (meth) acrylate, 3-methyl-3-oxetanylmethyl (meth) acrylate, 3-ethyl-3-oxetanylmethyl (meth) ) Acrylate, 3-butyl-3-oxetanylmethyl (meth) acrylate, and 3-hexyl-3-oxetanylmethyl (meth) acrylate.
  • the component (B1) may be allyl glycidyl ether.
  • a component can be used individually by 1 type or in combination of 2 or more types.
  • the content of the component (B1) is from the viewpoint of reactivity, from the viewpoint of improving the adhesive force, and from the viewpoint of stability when the curable resin composition is a solution, with respect to the total amount of the curable resin composition, It may be 0.1 mass% or more, 1 mass% or more, or 3 mass% or more, or 15 mass% or less, 10 mass% or less, or 5 mass% or less.
  • Component includes a monofunctional monomer having one radical polymerizable group.
  • examples of the radical polymerizable group possessed by the component (B2) include a (meth) acryloyl group, a vinyl group, an ethynyl group, an isopropenyl group, a vinyl ether group, and a vinyl thioether group.
  • the monofunctional monomer may be a compound having a (meth) acryloyl group.
  • the monofunctional monomer having a (meth) acryloyl group may be an alkyl (meth) acrylate, and the carbon number of the alkyl group in that case is 4 from the viewpoint of imparting flexibility to the curable resin composition. As described above, it may be 6 or more, or 8 or more, and may be 20 or less, 18 or less, or 16 or less.
  • the alkyl group of the alkyl (meth) acrylate may have a substituent such as a hydroxyl group.
  • the monofunctional monomer having a (meth) acryloyl group include n-butyl (meth) acrylate, tert-butyl (meth) acrylate, isobutyl (meth) acrylate, n-pentyl (meth) acrylate, n- Octyl (meth) acrylate, isooctyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isodecyl (meth) acrylate, n-hexyl (meth) acrylate, stearyl (meth) acrylate, lauryl (meth) acrylate, tridecyl (meth) Alkyl (meth) acrylates such as acrylate; 2-hydroxyethyl (meth) acrylate, 1-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate
  • (Meth) acrylates such as dimethyl (meth) acrylamide, isopropyl (meth) acrylamide, dimethylaminopropyl (meth) acrylamide; hydroxyl-containing (meth) acrylamides such as hydroxyethyl (meth) acrylamide; diethylene glycol, triethylene Polyethylene glycol mono (meth) acrylate such as glycol; dipropylene glycol mono (meth) acrylate, tripropylene glycol mono (meth) acrylate Polypropylene glycol mono (meth) acrylates such as dibutylene glycol mono (meth) acrylate and tributylene glycol mono (meth) acrylate; morpholine group-containing (meth) acrylates such as acryloylmorpholine; Examples include cyclopentanyl (meth) acrylate, dicyclopentenyloxyethyl (meth) acrylate, dicyclopentenyloxyethyl (meth) acryl
  • monofunctional monomers are dicyclopentanyl (meth) acrylate and dicyclopentenyl (meth) acrylate. And a compound selected from isobornyl (meth) acrylate, or a compound selected from dicyclopentenyl (meth) acrylate and isobornyl (meth) acrylate.
  • a component may be used individually by 1 type, and may be used in combination of 2 or more type.
  • the component (B) can contain one or more components (B2) in addition to the component (B1).
  • the component (B2) is a compound other than the component (B1).
  • the content of the component (B2) is from the viewpoint of obtaining a curable resin composition having an appropriate viscosity, from the viewpoint of adjusting the curing shrinkage and the elastic modulus of the cured product, and from the viewpoint of solubility of the colorant. 10 mass% or more, 15 mass% or more, or 20 mass% or more may be sufficient with respect to the total amount of a thing, and 80 mass% or less, 70 mass% or less, or 60 mass% or less may be sufficient.
  • the content of the component (B2) is 10% by mass or more, a curable resin composition having an appropriate viscosity that contributes to good coatability is easily obtained, and the solubility of the colorant tends to be improved.
  • the content of the component (B2) is 80% by mass or less, the curing shrinkage rate tends to be low. When the curing shrinkage rate is low, it is possible to suppress a decrease in adhesive force due to stress.
  • the monomer component (B) may further contain a polyfunctional monomer having two or more radical polymerizable groups.
  • content of a polyfunctional monomer may be 5 mass% or less with respect to the total amount of a monomer component ((B) component).
  • Colorant is a component that colors the curable resin composition and the light-shielding layer and imparts appropriate light-shielding properties to the formed light-shielding layer, and there is no particular limitation on the hue of the colorant. Although colorants with various hues can be used, the colorants typically exhibit a black color.
  • the colorant can include, for example, a dye and / or a pigment. From the viewpoint of obtaining a uniform curable resin composition, a colorant that dissolves in the monomer component may be selected.
  • the colorant is dissolved in the monomer component.
  • the average visible light transmittance of the colorant may be 50% or less, 45% or less, or 40% or less.
  • the average transmittance of visible light refers to the average transmittance of light having a wavelength of 400 to 700 nm.
  • the average visible light transmittance is obtained by measuring the light transmittance of a colorant solution composed of 100 parts by mass of a solvent in which the colorant is dissolved and 0.1 part by mass of the colorant with a spectrocolorimeter (for example, manufactured by Konica Minolta, Inc.). “CM-3700A”) can be measured every 1 nm in the range of 400 to 700 nm, an average value of the obtained measurement values can be obtained, and the average transmittance can be obtained.
  • the dissolution of the colorant in the solvent can be confirmed by the same method as that described above for “the colorant dissolves in the monomer component”.
  • the light transmittance (hereinafter also referred to as “irradiation transmittance”) of the colorant at the peak wavelength of the light (active energy ray) irradiated to advance the curing reaction is 10% of the average visible light transmittance. As mentioned above, it may be 20% or more, 30% or more higher.
  • the irradiation light transmittance may be 60% or more, 65% or more, or 70% or more.
  • the irradiation light transmittance of the colorant is determined by the light (active energy ray) irradiated to advance the curing reaction of the colorant solution consisting of 100 parts by mass of the solvent in which the colorant is dissolved and 0.1 part by mass of the colorant.
  • the light transmittance of the colorant at the peak wavelength of) can be determined by a method of measuring the decomposition wavelength under the condition of 1 nm.
  • a visible ultraviolet spectrophotometer for example, “UV-2400PC” manufactured by Shimadzu Corporation
  • the measurement range is set to 300 to 780 nm, for example.
  • the colorant may include, for example, at least one selected from the group consisting of phthalocyanine blue, phthalocyanine green, iodine green, diazo yellow, aniline black, perylene black, and fluoran.
  • the content of the colorant is 0.1% by mass or more, 0.3% by mass or more, or 0.5% by mass or more with respect to the total amount of the curable resin composition from the viewpoint of obtaining an effect of shielding visible light. It may be 10 mass% or less, 7.5 mass% or less, or 5 mass% or less.
  • component (D) a compound that generates one or more acidic substances that can function as a curing catalyst for an ionic reaction by changing the molecular structure or cleaving the molecule by irradiation with active energy rays can be used.
  • the component (D) can function as a curing catalyst for the cationic reaction of the components (B1) and (E).
  • component (D) examples include onium salt compounds, sulfone compounds, sulfonic acid ester compounds, sulfonimide compounds, disulfonyldiazomethane compounds, disulfonylmethane compounds, oxime sulfonate compounds, hydrazine sulfonate compounds, triazine compounds, nitrobenzyl compounds, Organic halides and disulfone can be mentioned.
  • photoacid generators examples include trade names “Syracure UVI-6970”, “Syracure UVI-6974”, “Syracure UVI-6990”, “Syracure UVI-950” (above, Union Carbide, USA) "Irgacure 250”, “Irgacure 261”, “Irgacure 264”, “Irgacure 270”, “Irgacure 290” (manufactured by BASF), "CG-24-61” (Ciba Geigy), “Adekaoptomer” “SP-150”, “Adekaoptomer SP-151”, “Adekaoptomer SP-170”, “Adekaoptomer SP-171” (manufactured by ADEKA Corporation), “DAICAT II” (Daicel Corporation) ), “UVAC1590”, “UVAC1591” (above, Daicel-Cite) (CI Co., Ltd.), “CI-2064”, “CI-2539
  • a component can be used individually by 1 type or in combination of 2 or more types.
  • the content of the component (D) is 2% by mass or more based on the total amount of the curable resin composition, from the viewpoints of pressure-sensitive adhesiveness, reliability, and curability, and from the viewpoint of efficiently accelerating the curing reaction. 4 mass% or more, or 6 mass% or more may be sufficient, and 14 mass% or less, 12 mass% or less, or 10 mass% or less may be sufficient.
  • Examples of the component (E) contained in the second curable resin composition of the present embodiment include compounds having an epoxy group and / or an oxetane group. Specific examples of these compounds include glycidyl ether, butyl glycidyl ether, 2-ethylhexyl glycidyl ether, stearyl glycidyl ether, lauryl glycidyl ether, butoxy polyethylene glycol glycidyl ether, phenol polyethylene glycol glycidyl ether, phenyl glycidyl ether, p-methylphenyl Monofunctional epoxy compounds such as glycidyl ether, p-ethylphenyl glycidyl ether, p-sec-butylphenyl glycidyl ether, p-tert-butylphenyl glycidyl ether; bisphenol A diglycidyl ether, bisphenol F diglycidyl
  • a component can be used individually by 1 type or in combination of 2 or more types.
  • Content of (E) component in the 2nd curable resin composition of this embodiment is a viewpoint of stability when a reactive viewpoint, the viewpoint which improves adhesive force, and a curable resin composition is a solution. From 1% by mass to 5% by mass or 10% by mass or more based on the total amount of the curable resin composition, 70% by mass or less, 50% by mass or less, or 30% by mass or less. There may be.
  • the 1st curable resin composition of this embodiment can further contain (E) component.
  • the content of the component (E) may be 0.1% by mass or more, 1% by mass or more, or 3% by mass or more based on the total amount of the curable resin composition from the viewpoint of curability. From the viewpoint of storage stability, it may be 15% by mass or less, 10% by mass or more, or 5% by mass or less based on the total amount of the curable resin composition.
  • the curable resin composition according to this embodiment may further contain a polymer (hereinafter also referred to as “component (F)”).
  • the polymer contained in the curable resin composition may be an oligomer.
  • the “oligomer” means a polymer having a weight average molecular weight of 1 ⁇ 10 4 or more.
  • a weight average molecular weight means the value of standard polystyrene conversion measured by gel permeation chromatography.
  • the “polymer” as the component (F) is a component excluding the components (A) to (E) described above.
  • polymer examples include butadiene rubber, isoprene rubber, silicon rubber, styrene butadiene rubber, chloroprene rubber, nitrile rubber, butyl rubber, ethylene propylene rubber, urethane rubber, acrylic rubber, chlorosulfonated polyethylene rubber, fluorine rubber, Liquid or solid materials of various rubbers such as hydrogenated nitrile rubber and epichlorohydrin rubber; poly ⁇ -olefins such as polybutene; hydrogenated ⁇ -olefin oligomers such as hydrogenated polybutene; polyvinyl oligomers such as atactic polypropylene; biphenyl and tri Aromatic oligomers such as phenyl; Hydrogenated polyene oligomers such as hydrogenated liquid polybutadiene; Paraffinic oligomers such as paraffin oil and chlorinated paraffin oil; Cycloparaffinic oligomers such as naphthene oil; A polyester-based
  • the (meth) acrylic acid polymer is a polymer containing one or more monomer units derived from a monomer having one (meth) acryloyl group.
  • the (meth) acrylic acid-based polymer is a compound having two or more (meth) acryloyl groups, a polymerizable compound not having a (meth) acryloyl group (for example, acrylonitrile, As a comonomer, a compound having one polymerizable unsaturated bond such as styrene, vinyl acetate, ethylene or propylene, or a compound having two or more polymerizable unsaturated bonds such as divinylbenzene in the molecule) May be included.
  • the monomer constituting the (meth) acrylic acid polymer include (meth) acrylic acid; (meth) acrylic acid amide; methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) Alkyl (meth) acrylates such as acrylate, isobutyl (meth) acrylate, tert-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isodecyl (meth) acrylate, n-lauryl (meth) acrylate, stearyl (meth) acrylate, etc.
  • (Meth) acrylates having aromatic rings such as benzyl (meth) acrylate and phenoxyethyl (meth) acrylate; butoxyethylene glycol (meth) acrylate, butoxydiethylene glycol (meth) acrylate, methoxytriethylene glycol (Meth) acrylates having an alkoxy group such as acryl (meth) acrylate; cycloaliphatic such as cyclohexyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, isobornyl (meth) acrylate, dicyclopentanyl (meth) acrylate (Meth) acrylate having a group; (meth) acrylate having a hydroxyl group such as 2-hydroxyethyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate; tetraethylene glycol monomethyl ether ( (Meth) acrylate)
  • the (meth) acrylic acid polymer may be a homopolymer or copolymer containing these monomers as monomer units.
  • the (meth) acrylic acid polymer may be a homopolymer or a copolymer containing a monofunctional monomer having one (meth) acryloyl group as a monomer unit.
  • the (meth) acrylic acid polymer may contain a (meth) acrylate having an alkyl group as a monomer unit, or a (meth) acrylate having an alkyl group having 4 to 18 carbon atoms as a monomer unit. May be included.
  • the proportion of the (meth) acrylate having an alkyl group contained as a monomer unit per molecule of the (meth) acrylic acid polymer is 5% by mass or more based on the mass of the (meth) acrylic acid polymer. 10 mass% or more may be sufficient, and 95 mass% or less and 90 mass% or less may be sufficient.
  • the proportion of the alkyl group-containing (meth) acrylate is within the above range, the adhesion of the cured curable resin layer (light-shielding layer) to an adherend such as glass, plastic, polarizing plate or polycarbonate is improved. Tend.
  • the (meth) acrylic acid polymer has a polar group such as a hydroxyl group, a morpholino group, an amino group, a carboxyl group, a cyano group, a carbonyl group, or a nitro group from the viewpoint of improving the pressure-sensitive adhesiveness with a base material such as plastic. It may be a copolymer containing the (meth) acrylate as a monomer unit.
  • the weight average molecular weight of the (meth) acrylic acid polymer (oligomer) may be 1 ⁇ 10 4 to 1 ⁇ 10 7 .
  • the weight average molecular weight is within the above range, it is particularly easy to obtain a pressure-sensitive adhesive force that does not cause peeling on a substrate or the like under a high temperature (for example, 80 ° C. or higher) and high humidity (for example, 90% or higher) environment. be able to.
  • a curable resin composition having a viscosity suitable for coating and good workability.
  • (Meth) acrylic acid polymer can be prepared using a known polymerization method such as solution polymerization, emulsion polymerization, suspension polymerization, bulk polymerization and the like.
  • a compound that generates a radical by heat may be used as a polymerization initiator in these polymerization methods.
  • a compound that generates a radical by heat include benzoyl peroxide, tert-butyl perbenzoate, cumene hydroperoxide, diisopropyl peroxydicarbonate, di-n-propyl peroxydicarbonate, di (2-ethoxyethyl) peroxydicarbonate, Organic peroxides such as tert-butylperoxyneodecanoate, t-butylperoxypivalate, (3,5,5-trimethylhexanoyl) peroxide, dipropionyl peroxide, diacetyl peroxide, didodecyl peroxide 2,2′-azobisisobutyronitrile, 2,2′-azobis (2-methylbutyronitrile), 1,1′-azobis (cyclohexane-1-carbonitrile), 2.2′-azobis ( 2,4
  • the content of the component (F) may be 1% by mass or more, 5% by mass or more, 10% by mass or more, 90% by mass or less, 80% by mass or less, based on the total amount of the curable resin composition. It may be 70% by mass or less.
  • a curable resin composition having a viscosity suitable for coating and good workability is easily obtained.
  • the pressure-sensitive adhesiveness to the adherend such as glass, plastic, polarizing plate and polycarbonate of the cured resin layer after light irradiation tends to be particularly good.
  • the curable resin composition may contain a gelling agent such as 1,2-hydroxystearic acid or a thixotropic agent instead of or together with the polymer.
  • a gelling agent such as 1,2-hydroxystearic acid or a thixotropic agent instead of or together with the polymer.
  • the curable resin composition may further contain other additives as necessary.
  • other additives include adhesion improving agents such as silane coupling agents, thermal polymerization initiators, antioxidants, chain transfer agents, stabilizers, and photosensitizers.
  • the curable resin composition may not substantially contain an organic solvent from the viewpoint of moisture and heat resistance reliability and from the viewpoint of suppressing the generation of bubbles in the cured product.
  • the “organic solvent” means an organic compound that does not have a radical polymerizable group, is liquid at 25 ° C., and has a boiling point of 250 ° C. or less at atmospheric pressure.
  • substantially free of an organic solvent means that it does not contain an intentionally added organic solvent, and an embodiment in which a trace amount of an organic solvent is present in the curable resin composition. Do not exclude.
  • the content of the organic solvent in the curable resin composition is 1.0 ⁇ 10 3 ppm or less, 5.0 ⁇ 10 2 ppm or less, or 1 with respect to the total amount of the curable resin composition. It may be 0.0 ⁇ 10 2 ppm or less.
  • the curable resin composition may not contain any organic solvent.
  • the viscosity of the curable resin composition at a temperature in at least a part of the range of 25 ° C. to 70 ° C. is 10 mPa ⁇ s or more, 4.0 ⁇ 10 2 mPa ⁇ s or more, 5.0 ⁇ It may be 10 2 mPa ⁇ s or more, 1.0 ⁇ 10 3 mPa ⁇ s or more, 2.0 ⁇ 10 3 mPa ⁇ s or more, or 3.0 ⁇ 10 3 mPa ⁇ s or more, 5.0 ⁇ 10 4 mPa ⁇ s or less, 2.0 ⁇ 10 4 mPa ⁇ s or less, 1.5 ⁇ 10 4 mPa ⁇ s or less, 1.25 ⁇ 10 4 mPa ⁇ s or less, or 1.0 ⁇ 10 4 mPa ⁇ s It may be the following.
  • the viscosity at 25 ° C. is a value measured based on JIS Z 8803, and specifically, a value measured using a B-type viscometer (for example, BL2 manufactured by Toki Sangyo Co., Ltd.). Calibration of the B-type viscometer can be performed based on JIS Z 8809-JS14000.
  • the viscosity at a temperature exceeding 25 ° C. can be measured according to the method for measuring the viscosity at 25 ° C.
  • the curable resin composition can exhibit pressure-sensitive adhesiveness when irradiated with active energy rays.
  • the curable resin composition preferably has a pressure-sensitive adhesive strength of 10 N / cm 2 or more, more preferably 20 N / cm 2 or more, and further preferably 40 N / cm 2 or more.
  • the pressure-sensitive adhesive force is measured by the following method and conditions.
  • a curable resin composition is applied onto a first glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm, and a curable resin layer having a width of 0.6 mm, a length of 25 mm, and a film thickness of 50 ⁇ m is applied to the curable resin layer.
  • the second glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm on the curable resin layer within 1 minute from the light irradiation, the long side of the first glass substrate and the second glass substrate It arrange
  • the test force when the first glass substrate and the second glass substrate of the measurement sample are peeled in the opposite long side directions is measured, and this test force is set to be curable.
  • the value divided by the contact area between the resin layer and the second glass substrate is defined as the pressure-sensitive adhesive force.
  • 101 indicates a first glass substrate
  • 102 indicates a second glass substrate
  • 103 indicates a curable resin layer
  • D indicates a peeling direction.
  • the curable resin composition preferably has a resin characteristic such that the aspect ratio after bonding of the curable resin layer to be formed is high.
  • a specific aspect ratio value is preferably 0.4 or more, more preferably 0.6 or more, and still more preferably 0.8 or more. When the aspect ratio is 0.4 or more, wettability is easily secured, and adhesion to the member is easily obtained.
  • the aspect ratio value is measured by the following method and conditions.
  • a curable resin composition is applied onto a first glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm, and a curable resin layer having a width of 0.6 mm, a length of 25 mm, and a film thickness of 50 ⁇ m is applied to the curable resin layer.
  • the second glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm on the curable resin layer within 1 minute from the light irradiation, the long side of the first glass substrate and the second glass substrate It arrange
  • B / 0.6 is the aspect ratio.
  • reference numeral 104 denotes a first glass substrate
  • 106 denotes a second glass substrate
  • 105 denotes a curable resin layer
  • A denotes 0.6 (width of the curable resin layer).
  • the curable resin composition of the present embodiment has a light shielding property that suppresses light leakage from between the image display unit and the frame unit and is efficient even in a narrow region in manufacturing an image display device. It can be used to form a light-shielding layer that can be formed on the substrate.
  • an image display device including a light-shielding layer formed from a curable resin composition and a manufacturing method thereof will be described.
  • FIG. 3 is a cross-sectional view showing an embodiment of the image display device.
  • the image display apparatus 100 shown in FIG. 3 supplies light to the liquid crystal panel 41 and the image display unit 1 including the liquid crystal panel 41 having the image display surface 41S, the cover member 20, and the light-transmitting pressure-sensitive adhesive layer 42.
  • the cover member 20 includes a cover glass 21 having a light transmission portion 25 facing the image display surface 41S, and a frame portion 22 provided on the peripheral portion of the main surface of the cover glass 21 on the image display surface 41S side.
  • the light transmissive pressure sensitive adhesive layer 42 is bonded between the liquid crystal panel 41 and the cover member 20 while being interposed.
  • the light-transmissive pressure-sensitive adhesive layer 42 is generally sometimes referred to as OCA (Optical clear adhesive).
  • the backlight unit 43 includes a light source 45 and an optical sheet unit 46 for supplying light from the light source 45 to the liquid crystal panel 41.
  • the frame unit 5 includes a resin frame 51 provided around the liquid crystal panel 41 and the backlight unit 43, a backlight frame 52 that houses the backlight unit 43 outside the resin frame 51, and a backlight frame 52. And a housing frame 53.
  • the resin frame 51 supports the image display unit 1 by adhering to the peripheral portion of the liquid crystal panel 41 and the frame portion 22 of the cover member 20 with the light shielding layer 3 interposed therebetween.
  • the backlight frame 52 supports the image display unit 1 by adhering to the frame unit 22 with the light shielding layer 3 interposed therebetween.
  • the housing frame 53 supports the image display unit 1 by adhering to the frame unit 22 with the light shielding layer 3 interposed.
  • the light shielding layer 3 has four light shielding layers 3, which are provided between the liquid crystal panel 41 or the cover member 20 (frame portion 22) and the frame portion 5, respectively.
  • the light shielding layer 3 can have such a light transmittance that light leakage from the backlight unit 43 is substantially invisible.
  • the average light transmittance at 400 to 700 nm of the light shielding layer 3 may be less than 10%.
  • This average light transmittance may be, for example, a value measured under the condition of irradiating light in the thickness direction of the light shielding layer 3.
  • the light-shielding layer 3 may form a closed frame-like body that completely surrounds the periphery of the backlight unit 43, and surrounds a part of the periphery of the backlight unit 43 as long as light leakage can be sufficiently suppressed.
  • An open frame-like body may be formed.
  • the light shielding layer 3 between at least one selected from the resin frame 51, the backlight frame 52, and the housing frame 53 and the image display unit 1 is coated with a curable resin composition and active energy rays. It can be formed by a method including irradiation.
  • a part of the light shielding layer of the image display device may be formed of a pressure sensitive adhesive tape.
  • the width W of each light shielding layer 3 in a direction perpendicular to the direction in which the light shielding layer 3 extends may be 0.5 mm or less.
  • the width W is narrow, an image display device having a narrower frame portion and excellent design can be obtained.
  • the lower limit of the width W is not particularly limited, but may be about 0.2 mm.
  • the members constituting the image display unit 1 and the frame unit 5 can be appropriately selected from those normally employed in the field of image display devices.
  • the optical sheet unit 46 of the backlight unit 43 generally includes a lens sheet, a diffusion sheet, a light guide plate, a reflection sheet, and the like.
  • the configuration of the optical sheet image display device is not limited to the configuration of FIG. 3, and the number and shape of the frames, the portion where the light shielding layer is provided, and the like can be changed as appropriate.
  • the frame portion 22 may not be provided, and the peripheral portion of the cover glass 21 and the frame portion 5 may be bonded with the light shielding layer 3 interposed.
  • FIGS. 4 and 5 are perspective views showing an embodiment of a method for manufacturing an image display device.
  • the method shown in FIGS. 4 and 5 applies a curable resin composition to a predetermined portion (periphery portion of the main surface on the back side) of the image display unit 1 (for example, a cover member) to form a frame-like curable property.
  • a step of forming the resin layer 3A (FIG. 4) and a step of proceeding the curing reaction of the curable resin layer 3A by irradiating the curable resin layer 3A with the active energy ray h ⁇ (FIG. 4B).
  • the light shielding layer 3 is formed by the progress of the curing reaction in the curable resin layer 3A.
  • FIGS. 6 and 7 are also perspective views showing an embodiment of a method for manufacturing an image display device.
  • the frame-shaped curable resin layer 3A is formed by applying the curable resin composition to the frame portion 5.
  • the other points are the same as the method of FIGS.
  • the curable resin composition of this embodiment mentioned above is apply
  • a curable resin layer can be efficiently formed in a narrow region.
  • the curable resin composition can be applied efficiently and with high accuracy by a method of discharging a liquid curable resin composition from the opening.
  • the active energy ray h ⁇ is irradiated to the curable resin layer 3A to advance the curing reaction of the curable resin layer 3A.
  • a curing reaction mainly by a radical polymerization reaction proceeds immediately after irradiation with active energy rays. Due to the progress of the curing reaction, appropriate pressure-sensitive adhesiveness can be imparted to the curable resin layer 3A.
  • the photoacid generator contained in the curable resin layer 3A usually generates an acid by the action of active energy rays, but the cation reaction catalyzed by the acid proceeds at a relatively slower reaction rate than the radical polymerization reaction. To do. Therefore, it can be said that the curable resin layer 3A is semi-cured by radical polymerization reaction at the stage of irradiation with active energy rays.
  • the storage elastic modulus at 25 ° C. of the curable resin layer at the time of bonding is 10,000 to 500,000 Pa. It is preferably 30000-250,000 Pa, more preferably 50000-200000 Pa.
  • a ′ indicates the width of a predetermined part of the frame-shaped curable resin layer 3A applied to the image display unit 1, and B ′ is after the image display unit 1 and the frame unit 5 are bonded together.
  • part of 3 A of curable resin layers is shown.
  • a ′ and B ′ indicate widths at the same positions as A and B shown in FIG.
  • the widths of A ′ and B ′ are, for example, that the predetermined part is a direction in which the curable resin layer 3A extends from the curable resin layer 3A before and after the image display unit 1 and the frame unit 5 are bonded to each other.
  • the line width where the curable resin layer 3A before bonding and the image display unit 1 are in contact is A ′, the curable resin layer 3A after bonding, and The line width in contact with the frame portion 5 is B ′.
  • connect is A '
  • the line width where the curable resin layer 3A and the image display unit 1 are in contact is B ′.
  • the curing reaction of the curable resin layer 3 ⁇ / b> A may be further cured in the state of a laminate having the image display unit 1 and the frame unit 5 and bonded together.
  • the curing reaction that proceeds after the bonding may be referred to as “delayed curing”.
  • Delay hardening can be advanced over 12 hours in the environment of 10 degreeC or more, 15 degreeC or more, or 20 degreeC or more, for example.
  • the temperature of the environment for causing delayed curing may be 80 ° C. or less. While the delayed curing is proceeding, other necessary steps such as a step of further processing the image display device and / or a step of inspecting the image display device may be performed.
  • the delayed curing may be radical polymerization, but more typically is a curing reaction by a cationic reaction having a slower reaction rate than radical polymerization. Delayed curing proceeds by the cationic reaction of the cyclic ether group of the component (B1) or component (E) contained in the curable resin layer 3A. This cationic reaction can be promoted by the acid generated from the photoacid generator.
  • the curable resin layer 3A that is, the light shielding layer 3) after delayed curing can bond the cover member and the image display unit with higher adhesive force.
  • Photoradical polymerization initiator Photoradical polymerization initiator that generates a base
  • IRG-907 manufactured by BASF Japan, IRGACURE-907, 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropan-1-one
  • B Monomer component
  • B1 Compound having one radical polymerizable group and a cyclic ether group 4HBAGE (manufactured by Nippon Kasei Co., Ltd., 4HBAGE, 4-hydroxybutyl acrylate glycidyl ether)
  • B2 Monofunctional monomer having one radical polymerizable group: NOAA (manufactured by Osaka Organic Chemical Industry Co., Ltd., NOAA, n-octyl acrylate) ⁇
  • IBXA Korean Organic Chemical Industry Co., Ltd., NOAA, n-octyl acrylate
  • oligomer (a copolymer of 2-ethylhexyl acrylate and 2-hydroxyethyl acrylate) was synthesized by the following procedure. Charge 2-ethylhexyl acrylate (90.0 g), 2-hydroxyethyl acrylate (10.0 g), methyl ethyl ketone (30.0 g), and ethyl acetate (170.0 g) into a container and purge with nitrogen at a flow rate of 100 mL / min. While heating, from normal temperature (25 ° C.) to 65 ° C. After reaching 65 ° C., azobisisobutyronitrile (0.3 g) was added, and kept at this temperature for 8 hours.
  • isostearyl acrylate (100.0 g) was added, and the solvent methyl ethyl ketone and ethyl acetate were distilled off, whereby a copolymer of 2-ethylhexyl acrylate and 2-hydroxyethyl acrylate (weight average molecular weight 600,000) was obtained.
  • An isostearyl acrylate solution (heating residue 50%) was obtained.
  • Adhesive strength (initial, after delayed curing) 8 and 9 are schematic views showing a method for measuring the adhesive force. As shown in FIG. 8, two curable resins facing each other on the glass base 60 by applying a curable resin composition to both ends of the center of a strip-shaped glass base 60 of 25 cm ⁇ 75 cm ⁇ 0.1 cm. Layer 3A (height 0.05 mm, width 0.4 to 0.6 mm, length 30 to 40 mm) was formed.
  • Irradiation to the formed curable resin layer 3A using an ultraviolet irradiation device made by Eye Graphics Co., Ltd., US5-X0401, light source used: made by Eye Graphics Co., Ltd., metal halide lamp M04-L41
  • the curing reaction of the curable resin layer 3A was partially advanced by irradiating with ultraviolet rays so that the intensity was 400 mW / cm 2 and the total irradiation amount was 2000 mJ / cm 2 .
  • the irradiation output was measured with an illuminance meter (“UIT-250” manufactured by USHIO INC.).
  • the glass base 60 and another strip-shaped glass base 61 are connected to the glass base 60 while interposing the curable resin layer 3 ⁇ / b> A after ultraviolet irradiation.
  • bonding was performed while applying a load of 5 kgf.
  • the both ends 61E of the glass base 61 of the obtained glass joined body were fixed in a state where the glass base 61 was horizontal with respect to the ground and the glass base 60 was positioned below the glass base 61. In that state, a load was applied vertically downward (in the direction of arrow F) to the glass base 60, and the load was increased until the glass base 60 was peeled off.
  • the test force (load) at the time when the glass base 60 is peeled off is measured, and the value obtained by dividing the test force by the adhesion area between the curable resin layer 3A (or the light shielding layer 3) and the glass base 61 is defined as the adhesive force. Recorded.
  • a curable resin composition (1 mL) was dropped on the surface 62S of the soda glass 62 inside the guide 65 and stretched with a glass rod to form a curable resin layer.
  • Irradiation intensity with respect to the formed curable resin layer using an ultraviolet irradiation device (Igraphics Co., Ltd., US5-X0401, use light source: Eyegraphics Co., Ltd., metal halide lamp M04-L41) total dose at 400 mW / cm 2 is irradiated such that the 2000 mJ / cm 2, was allowed to proceed a curing reaction of the curable resin layer.
  • the irradiation output was measured with an illuminance meter (“UIT-250” manufactured by USHIO INC.).
  • the thickness of the curable resin layer after light irradiation was 150 ⁇ m.
  • the light transmittance of the curable resin layer after light irradiation at a wavelength of 400 to 700 nm was measured using a visible ultraviolet spectrophotometer (“UV-2400PC” manufactured by Shimadzu Corporation). Based on the average light transmittance at 400 to 700 nm, the light shielding property was evaluated according to the following criteria.
  • Table 1 shows the evaluation results of the adhesive strength and the light shielding property regarding each curable tree composition.
  • a light shielding layer having sufficient light shielding properties can be easily formed in a narrow region by a method of applying a curable resin composition. Furthermore, the formed light shielding layer expressed high adhesive force.
  • the light-shielding layer has a light-shielding property that suppresses light leakage from between the image display unit and the frame unit, and can be efficiently formed even in a narrow region.
  • the curable resin composition which can be used in order to form can be provided.
  • the adhesive force that can suppress a drop impact and peeling due to a repulsive force of a member (for example, a flexible wiring board (FPC)) constituting the image display device can be suppressed.
  • the manufacturing method of the image display apparatus provided with the light shielding layer excellent in the prevention property of light leakage obtained can be provided. These are useful for industrial manufacture of information terminals such as smart phones, touchpads, personal computers, and televisions.
  • SYMBOLS 1 ... Image display part, 3 ... Light-shielding layer, 5 ... Frame part, 3A ... Curable resin layer, 20 ... Cover member, 21 ... Cover glass, 22 ... Frame part, 41 ... Liquid crystal panel, 41S ... Image display surface, 42 DESCRIPTION OF SYMBOLS ... Light-transmitting pressure sensitive adhesive layer, 43 ... Backlight part, 45 ... Light source, 46 ... Optical sheet part, 51 ... Resin frame, 52 ... Backlight frame, 53 ... Housing frame, 60, 61 ... Glass base, 61E ... Both ends of the glass base 61, 62 ... soda glass, 62S ... surface of the soda glass 62, 65 ... guide, 100 ... image display device, W ... width of the light shielding layer.

Abstract

A curable resin composition is provided which contains a photoradical polymerization initiator, a monomer component, a colorant and a photoacid generator, wherein the monomer component includes a monomer having one radical polymerizable group and a cyclic ether group. Further, a curable resin composition is provided which contains a photoradical polymerization initiator, a monomer component, a colorant, a photoacid generator, and a compound having a cyclic ether group, wherein the monomer component includes a monomer having one radical polymerizable group.

Description

硬化性樹脂組成物、画像表示装置及び画像表示装置の製造方法Curable resin composition, image display device, and method of manufacturing image display device
　本発明は、硬化性樹脂組成物、画像表示装置及び画像表示装置の製造方法に関する。 The present invention relates to a curable resin composition, an image display device, and a method for manufacturing the image display device.
　スマートフォーン等の情報端末に用いられている画像表示装置は、画像表示面を有する画像表示部（液晶パネル、カバーガラス等を含む）と、これを支持するフレーム部とを有しており、従来、画像表示部とフレーム部とを感圧接着テープで接着して固定することにより製造されている。この感圧接着テープとして、画像表示部とフレーム部との間からの光漏れによる画質の低下を防止するため、一般的に遮光性を有する黒色の感圧接着テープが使用される（例えば、特許文献１）。 An image display device used in an information terminal such as a smart phone has an image display unit (including a liquid crystal panel, a cover glass, etc.) having an image display surface and a frame unit that supports the image display unit. The image display unit and the frame unit are manufactured by bonding and fixing with a pressure-sensitive adhesive tape. As this pressure-sensitive adhesive tape, a black pressure-sensitive adhesive tape having a light shielding property is generally used in order to prevent deterioration of image quality due to light leakage from between the image display portion and the frame portion (for example, patents). Reference 1).
特許第５６５８０７２号公報Japanese Patent No. 5658072
　近年、画像表示装置において、画像表示面周囲の加飾部及び遮光層の狭小化が進み、これらを支持する画像表示部のフレーム部も狭小化が進んでいる。そのため、画像表示部とフレーム部との接着面積が狭小化する傾向がある。狭小化した接着面積に対応するための感圧接着テープの微細加工、及び狭小化した接着部位への感圧接着テープの貼り合わせが困難であることから、生産性の低下が懸念される。 In recent years, in an image display device, the decoration part around the image display surface and the light shielding layer have been narrowed, and the frame part of the image display part that supports them has also been narrowed. Therefore, the adhesion area between the image display unit and the frame unit tends to be narrowed. Since it is difficult to finely process the pressure-sensitive adhesive tape to cope with the narrowed adhesive area and to bond the pressure-sensitive adhesive tape to the narrowed adhesive site, there is a concern about a decrease in productivity.
　本発明は、画像表示装置を製造するにあたり、画像表示部とフレーム部の間からの光漏れを抑制する遮光性を有し、かつ狭小な領域であっても効率的に形成できる遮光層を形成するために用いることのできる硬化性樹脂組成物を提供することを目的とする。 In manufacturing an image display device, the present invention forms a light-shielding layer that has a light-shielding property that suppresses light leakage between the image display part and the frame part, and can be efficiently formed even in a narrow region. It aims at providing the curable resin composition which can be used in order to do.
　本発明の一側面は、光ラジカル重合開始剤と、単量体成分と、着色剤と、光酸発生剤と、を含有し、単量体成分が、１個のラジカル重合性基と環状エーテル基とを有する単量体を含む硬化性樹脂組成物を提供する。 One aspect of the present invention includes a radical photopolymerization initiator, a monomer component, a colorant, and a photoacid generator, and the monomer component includes one radical polymerizable group and a cyclic ether. A curable resin composition containing a monomer having a group is provided.
　本発明の別の側面は、光ラジカル重合開始剤と、単量体成分と、着色剤と、光酸発生剤と、環状エーテル基を有する化合物と、を含有し、単量体成分が、１個のラジカル重合性基を有する単量体を含む硬化性樹脂組成物を提供する。 Another aspect of the present invention includes a radical photopolymerization initiator, a monomer component, a colorant, a photoacid generator, and a compound having a cyclic ether group. Provided is a curable resin composition containing a monomer having one radical polymerizable group.
　本発明に係る硬化性樹脂組成物によれば、画像表示装置の画像表示部又はフレーム部に組成物を塗布して枠状の硬化性樹脂層を形成し、この硬化性樹脂層に対して活性エネルギー線を照射した後、画像表示部とフレーム部とを貼り合せるという簡便な方法により、画像表示部とフレーム部の間からの光漏れを抑制する遮光性を有し、かつ狭小な領域であっても効率的に遮光層を形成することができる。 According to the curable resin composition of the present invention, the composition is applied to the image display portion or the frame portion of the image display device to form a frame-like curable resin layer, and active against this curable resin layer. After irradiating the energy beam, it is a small area with a light shielding property that suppresses light leakage between the image display unit and the frame unit by a simple method of bonding the image display unit and the frame unit. However, the light shielding layer can be formed efficiently.
　上記の効果が奏される理由を本発明者らは以下のとおり考えている。本発明に係る硬化性樹脂組成物は、上記構成を有することにより、ラジカル重合性基の光ラジカル重合によるポリマー鎖の生成に続いて、環状エーテル基のカチオン反応による硬化性樹脂層の硬化反応を進行させることができる。このような遅延硬化によって、遮光性を有する硬化性樹脂層が活性エネルギー線の照射によって貼り合せに適した弾性率と貼り合せ後の充分な硬化率とを両立することができ、微細な接着面であっても落下衝撃及び画像表示装置を構成する部材（例えばフレキシブル配線基板（ＦＰＣ））の反発力などによる剥れ及び浮きを抑制できる接着力が得られ、光漏れの防止性に優れた遮光層が形成できたものと本発明者らは考えている。 The present inventors consider the reason why the above effect is achieved as follows. Since the curable resin composition according to the present invention has the above-described configuration, the curing reaction of the curable resin layer by the cation reaction of the cyclic ether group is performed following the generation of the polymer chain by the photo radical polymerization of the radical polymerizable group. Can be advanced. By such delayed curing, the light-curing curable resin layer can achieve both an elastic modulus suitable for bonding by irradiation with active energy rays and a sufficient curing rate after bonding, and a fine adhesive surface. Even in this case, it is possible to obtain an adhesive force capable of suppressing a drop impact and a peeling and floating due to a repulsive force of a member constituting the image display device (for example, a flexible wiring board (FPC)), and is excellent in light leakage prevention. The present inventors consider that the layer was formed.
　上記硬化性樹脂組成物は、ポリマーを更に含有してもよい。硬化性樹脂組成物がポリマーを含有していると、活性エネルギー線を照射された後の硬化性樹脂層が、画像表示部とフレーム部との貼り合わせが容易となる感圧接着性を有することを容易にできる。 The curable resin composition may further contain a polymer. When the curable resin composition contains a polymer, the curable resin layer after being irradiated with active energy rays has pressure-sensitive adhesiveness that makes it easy to bond the image display portion and the frame portion. Can be easily done.
　上記硬化性樹脂組成物は、活性エネルギー線が照射されると感圧接着性を発現するものであることができる。 The curable resin composition can exhibit pressure-sensitive adhesiveness when irradiated with active energy rays.
　上記硬化性樹脂組成物は、下記の方法で求められる感圧性接着力が１０Ｎ／ｃｍ２以上であってもよい。
幅２５ｍｍ、長さ７５ｍｍ、厚み１ｍｍの第１のガラス基材上に硬化性樹脂組成物を塗布して、幅０．６ｍｍ、長さ２５ｍｍ、膜厚５０μｍの硬化性樹脂層を硬化性樹脂層の長さ方向が第１のガラス基材の長辺と直交するように設け、硬化性樹脂層に、照射強度３０００ｍＷ／ｃｍ２で総照射量が５０００ｍＪ／ｃｍ２になるように波長３６５ｎｍの光を照射し、光照射から１分間以内の硬化性樹脂層上に幅２５ｍｍ、長さ７５ｍｍ、厚み１ｍｍの第２のガラス基材を、第１のガラス基材の長辺と第２のガラス基材の長辺とが鉛直方向から見て揃うように配置し、１Ｎの荷重を１０秒間かけて貼り合わせて測定サンプルを得る。貼り合わせから１時間以内に、測定サンプルの第１のガラス基材及び第２のガラス基材を互いに反対の長辺方向に引き剥がしたときの試験力を測定し、この試験力を、硬化性樹脂層と第２のガラス基材との接触面積で割った値を感圧性接着力とする。 The curable resin composition may have a pressure-sensitive adhesive force determined by the following method of 10 N / cm 2 or more.
A curable resin composition is applied onto a first glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm, and a curable resin layer having a width of 0.6 mm, a length of 25 mm, and a film thickness of 50 μm is applied to the curable resin layer. length direction arranged so as to be perpendicular to the long side of the first glass substrate, the curable resin layer, irradiation intensity 3000 mW / total dose in cm 2 of wavelength 365nm to be 5000 mJ / cm 2 light The second glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm on the curable resin layer within 1 minute from the light irradiation, the long side of the first glass substrate and the second glass substrate It arrange | positions so that it may align with the long side of a material seeing from a perpendicular direction, and a 1N load is bonded over 10 seconds, and a measurement sample is obtained. Within one hour after bonding, the test force when the first glass substrate and the second glass substrate of the measurement sample are peeled in the opposite long side directions is measured, and this test force is set to be curable. The value divided by the contact area between the resin layer and the second glass substrate is defined as the pressure-sensitive adhesive force.
　上記硬化性樹脂組成物は、下記の方法で求められるアスペクト比が０．４以上であってもよい。
幅２５ｍｍ、長さ７５ｍｍ、厚み１ｍｍの第１のガラス基材上に硬化性樹脂組成物を塗布して、幅０．６ｍｍ、長さ２５ｍｍ、膜厚５０μｍの硬化性樹脂層を硬化性樹脂層の長さ方向が第１のガラス基材の長辺と直交するように設け、硬化性樹脂層に、照射強度３０００ｍＷ／ｃｍ２で総照射量が５０００ｍＪ／ｃｍ２になるように波長３６５ｎｍの光を照射し、光照射から１分間以内の硬化性樹脂層上に幅２５ｍｍ、長さ７５ｍｍ、厚み１ｍｍの第２のガラス基材を、第１のガラス基材の長辺と第２のガラス基材の長辺とが鉛直方向から見て揃うように配置し、１Ｎの荷重を１０秒間かけて貼り合わせて測定サンプルを得る。測定サンプルにおける第２のガラス基材と接触している硬化性樹脂層の幅をＢ（単位：ｍｍ）としたときに、Ｂ／０．６をアスペクト比とする。 The curable resin composition may have an aspect ratio of 0.4 or more obtained by the following method.
A curable resin composition is applied onto a first glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm, and a curable resin layer having a width of 0.6 mm, a length of 25 mm, and a film thickness of 50 μm is applied to the curable resin layer. length direction arranged so as to be perpendicular to the long side of the first glass substrate, the curable resin layer, irradiation intensity 3000 mW / total dose in cm 2 of wavelength 365nm to be 5000 mJ / cm 2 light The second glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm on the curable resin layer within 1 minute from the light irradiation, the long side of the first glass substrate and the second glass substrate It arrange | positions so that it may align with the long side of a material seeing from a perpendicular direction, and a 1N load is bonded over 10 seconds, and a measurement sample is obtained. When the width of the curable resin layer in contact with the second glass substrate in the measurement sample is B (unit: mm), B / 0.6 is the aspect ratio.
　本発明に係る硬化性樹脂組成物は、遮光層形成用として用いることができる。言い換えると、本発明は、光ラジカル重合開始剤と、単量体成分と、着色剤と、光酸発生剤と、を含有し、単量体成分が、１個のラジカル重合性基と環状エーテル基とを有する単量体を含む硬化性樹脂組成物の、遮光層を形成するための応用に関する。また、本発明は、光ラジカル重合開始剤と、単量体成分と、着色剤と、光酸発生剤と、環状エーテル基を有する化合物と、を含有し、単量体成分が、１個のラジカル重合性基を有する単量体を含む硬化性樹脂組成物の、遮光層を形成するための応用に関する。また、本発明は、光ラジカル重合開始剤と、単量体成分と、着色剤と、光酸発生剤と、を含有し、単量体成分が、１個のラジカル重合性基と環状エーテル基とを有する単量体を含む硬化性樹脂組成物の硬化物の、遮光層としての応用に関する。また、本発明は、光ラジカル重合開始剤と、単量体成分と、着色剤と、光酸発生剤と、環状エーテル基を有する化合物と、を含有し、単量体成分が、１個のラジカル重合性基を有する単量体を含む硬化性樹脂組成物の硬化物の、遮光層としての応用に関する。 The curable resin composition according to the present invention can be used for forming a light shielding layer. In other words, the present invention includes a radical photopolymerization initiator, a monomer component, a colorant, and a photoacid generator, and the monomer component includes one radical polymerizable group and a cyclic ether. The present invention relates to an application of a curable resin composition containing a monomer having a group to form a light shielding layer. The present invention also includes a radical photopolymerization initiator, a monomer component, a colorant, a photoacid generator, and a compound having a cyclic ether group, and the monomer component is a single component. The present invention relates to an application of a curable resin composition containing a monomer having a radical polymerizable group for forming a light shielding layer. The present invention also includes a radical photopolymerization initiator, a monomer component, a colorant, and a photoacid generator. The monomer component includes one radical polymerizable group and a cyclic ether group. The present invention relates to an application of a cured product of a curable resin composition containing a monomer having a light shielding layer. The present invention also includes a radical photopolymerization initiator, a monomer component, a colorant, a photoacid generator, and a compound having a cyclic ether group, and the monomer component is a single component. The present invention relates to application of a cured product of a curable resin composition containing a monomer having a radical polymerizable group as a light shielding layer.
　本発明の別の側面は、画像表示面を有する液晶パネル、及び画像表示面と対向する光透過部を有するカバー部材を有する画像表示部と、画像表示部の周囲に設けられ画像表示部を支持するフレーム部と、フレーム部と画像表示部との間に形成された遮光層と、を備える画像表示装置であって、遮光層が、上記本発明に係る硬化性樹脂組成物からなる硬化性樹脂層の硬化物である画像表示装置を提供する。 Another aspect of the present invention supports a liquid crystal panel having an image display surface, an image display portion having a cover member having a light transmission portion facing the image display surface, and an image display portion provided around the image display portion. And a light shielding layer formed between the frame portion and the image display unit, wherein the light shielding layer is made of the curable resin composition according to the present invention. Provided is an image display device which is a cured product of a layer.
　本発明の別の側面は、画像表示面を有する液晶パネル、及び画像表示面と対向する光透過部を有するカバー部材を有する画像表示部と、画像表示部の周囲に設けられ画像表示部を支持するフレーム部と、フレーム部と画像表示部との間に形成された遮光層と、を備える画像表示装置を製造する方法であって、画像表示部又はフレーム部に、上記本発明に係る硬化性樹脂組成物を塗布して、枠状の硬化性樹脂層を形成させる工程と、硬化性樹脂層に対して活性エネルギー線を照射することにより、硬化性樹脂層の硬化反応を進行させる工程と、硬化性樹脂層を介在させながら画像表示部とフレーム部とを貼り合わせる工程とをこの順に備え、上記遮光層が、硬化反応が進行した上記硬化性樹脂層である方法を提供する。 Another aspect of the present invention supports a liquid crystal panel having an image display surface, an image display portion having a cover member having a light transmission portion facing the image display surface, and an image display portion provided around the image display portion. And a light-shielding layer formed between the frame portion and the image display portion, and the image display portion or the frame portion is provided with the curability according to the present invention. Applying a resin composition to form a frame-shaped curable resin layer; irradiating an active energy ray to the curable resin layer to advance a curing reaction of the curable resin layer; and And a step of attaching the image display portion and the frame portion together in this order while interposing a curable resin layer, and providing a method in which the light shielding layer is the curable resin layer having undergone a curing reaction.
　本発明に係る画像表示装置の製造方法によれば、狭小な領域であっても、画像表示部とフレーム部の間からの光漏れを充分抑制することができる遮光層を備える画像表示装置を効率よく製造することができる。 According to the method for manufacturing an image display device according to the present invention, an image display device including a light-shielding layer that can sufficiently suppress light leakage from between the image display unit and the frame unit, even in a narrow region, is efficient. Can be manufactured well.
　上記方法において、上記画像表示部と上記フレーム部とを貼り合わせるときの上記硬化性樹脂層が感圧接着性を有することができる。 In the above method, the curable resin layer when the image display portion and the frame portion are bonded to each other can have pressure-sensitive adhesiveness.
　上記方法において、下記式で表されるアスペクト比が０．４以上となるように、上記画像表示部と上記フレーム部とを貼り合わせてもよい。
アスペクト比＝Ｂ’／Ａ’
［式中、Ａ’は、上記画像表示部及び上記フレーム部のうちの一方に塗布された上記枠状の硬化性樹脂層の所定の部位における幅を示し、Ｂ’は、上記画像表示部と上記フレーム部とが貼り合わされた後の上記硬化性樹脂層の上記所定の部位における上記画像表示部及び上記フレーム部のうちの他方と接触している幅を示す。］ In the above method, the image display unit and the frame unit may be bonded so that an aspect ratio represented by the following formula is 0.4 or more.
Aspect ratio = B '/ A'
[In the formula, A ′ represents a width at a predetermined portion of the frame-shaped curable resin layer applied to one of the image display unit and the frame unit, and B ′ represents the image display unit and the image display unit. The width | variety which is in contact with the other of the said image display part and the said frame part in the said predetermined part of the said curable resin layer after the said frame part is bonded together is shown. ]
　上記方法は、画像表示部とフレーム部とを貼り合わせる工程の後、硬化性樹脂層の硬化反応を更に進行させる工程を更に備えていてもよい。これにより、遮光層がより高い接着力で画像表示部とフレーム部とを接着することができ、更に光漏れの防止性に優れた遮光層を備える画像表示装置を得ることができる。 The above method may further include a step of further proceeding a curing reaction of the curable resin layer after the step of bonding the image display unit and the frame unit. As a result, the image display unit and the frame unit can be bonded to each other with a higher adhesion of the light shielding layer, and an image display device including a light shielding layer excellent in light leakage prevention can be obtained.
　本発明の一側面によれば、画像表示装置を製造するにあたり、画像表示部とフレーム部の間からの光漏れを抑制する遮光性を有し、かつ狭小な領域であっても効率的に形成できる遮光層を形成するために用いることのできる硬化性樹脂組成物を提供することができる。 According to one aspect of the present invention, when manufacturing an image display device, the light-shielding property that suppresses light leakage from between the image display unit and the frame unit is formed, and even a narrow region is efficiently formed The curable resin composition which can be used in order to form the light shielding layer which can be provided can be provided.
硬化性樹脂層の感圧性接着力を測定する方法について説明するための図である。It is a figure for demonstrating the method to measure the pressure-sensitive adhesive force of a curable resin layer. 硬化性樹脂層の貼合わせにおけるアスペクト比を測定する方法について説明するための図である。It is a figure for demonstrating the method to measure the aspect-ratio in bonding of the curable resin layer. 画像表示装置の一実施形態を示す断面図である。It is sectional drawing which shows one Embodiment of an image display apparatus. 画像表示装置を製造する方法の一実施形態を示す斜視図である。It is a perspective view which shows one Embodiment of the method of manufacturing an image display apparatus. 画像表示装置を製造する方法の一実施形態を示す斜視図である。It is a perspective view which shows one Embodiment of the method of manufacturing an image display apparatus. 画像表示装置を製造する方法の一実施形態を示す斜視図である。It is a perspective view which shows one Embodiment of the method of manufacturing an image display apparatus. 画像表示装置を製造する方法の一実施形態を示す斜視図である。It is a perspective view which shows one Embodiment of the method of manufacturing an image display apparatus. 接着力を測定する方法を示す斜視図である。It is a perspective view which shows the method of measuring adhesive force. 接着力を測定する方法を示す斜視図である。It is a perspective view which shows the method of measuring adhesive force. 遮光性を評価する方法を示す斜視図である。It is a perspective view which shows the method of evaluating light-shielding property.
　以下、場合により図面を参照しつつ本発明の実施形態について詳細に説明する。図面中、同一又は相当部分には同一符号を付し、重複する説明は省略することがある。上下左右等の位置関係は、特に断らない限り、図面に示す位置関係に基づくものとする。図面の寸法比率は図示の比率に限られるものではない。 Hereinafter, embodiments of the present invention will be described in detail with reference to the drawings as the case may be. In the drawings, the same or corresponding parts are denoted by the same reference numerals, and redundant description may be omitted. The positional relationship such as up, down, left and right is based on the positional relationship shown in the drawings unless otherwise specified. The dimensional ratios in the drawings are not limited to the illustrated ratios.
　本明細書において「（メタ）アクリレート」とは、「アクリレート」及びそれに対応する「メタクリレート」を意味する。同様に「（メタ）アクリル」とは、「アクリル」及びそれに対応する「メタクリル」を意味し、「（メタ）アクリロイル」とは「アクリロイル」及びそれに対応する「メタクリロイル」を意味する。 In this specification, “(meth) acrylate” means “acrylate” and “methacrylate” corresponding thereto. Similarly, “(meth) acryl” means “acryl” and “methacryl” corresponding thereto, and “(meth) acryloyl” means “acryloyl” and corresponding “methacryloyl”.
　本実施形態の第１の硬化性樹脂組成物は、光ラジカル重合開始剤（以下、「（Ａ）成分」ともいう）と、単量体成分（以下、「（Ｂ）成分」ともいう）と、着色剤（以下、「（Ｃ）成分」ともいう）と、光酸発生剤（以下、「（Ｄ）成分」ともいう）と、を含有し、単量体成分が、１個のラジカル重合性基と環状エーテル基とを有する単量体（以下、「（Ｂ１）成分」ともいう）を含むことができる。 The first curable resin composition of the present embodiment includes a radical photopolymerization initiator (hereinafter also referred to as “(A) component”) and a monomer component (hereinafter also referred to as “(B) component”). A colorant (hereinafter also referred to as “component (C)”) and a photoacid generator (hereinafter also referred to as “component (D)”), and the monomer component is a single radical polymerization. And a monomer having a functional group and a cyclic ether group (hereinafter also referred to as “component (B1)”).
　本実施形態の第２の硬化性樹脂組成物は、光ラジカル重合開始剤と、単量体成分と、着色剤と、光酸発生剤と、環状エーテル基を有する化合物（以下、「（Ｅ）成分」ともいう）と、を含有し、単量体成分が、１個のラジカル重合性基を有する単量体（以下、「（Ｂ２）成分」ともいう）を含むことができる。本実施形態において、（Ｅ）成分はラジカル重合性基を有していない化合物である。 The second curable resin composition of the present embodiment comprises a radical photopolymerization initiator, a monomer component, a colorant, a photoacid generator, and a compound having a cyclic ether group (hereinafter referred to as “(E) And the monomer component may include a monomer having one radical polymerizable group (hereinafter, also referred to as “component (B2)”). In this embodiment, (E) component is a compound which does not have a radically polymerizable group.
（Ａ）成分：光ラジカル重合開始剤
　光ラジカル重合開始剤は、活性エネルギー線の照射により遊離ラジカルを発生させ、単量体成分のラジカル重合による硬化反応（重合反応）を促進させる成分である。ここで活性エネルギー線は、紫外線、電子線、α線、β線等から選ぶことができる。 (A) Component: Photoradical Polymerization Initiator The photoradical polymerization initiator is a component that generates a free radical by irradiation with active energy rays and accelerates a curing reaction (polymerization reaction) by radical polymerization of the monomer component. Here, the active energy rays can be selected from ultraviolet rays, electron rays, α rays, β rays and the like.
　光ラジカル重合開始剤の具体例としては、ベンゾフェノン、Ｎ，Ｎ'－テトラメチル－４，４'－ジアミノベンゾフェノン（ミヒラーケトン）、Ｎ，Ｎ－テトラエチル－４，４'－ジアミノベンゾフェノン、４－メトキシ－４，４'－ジメチルアミノベンゾフェノン、α－ヒドロキシイソブチルフェノン、２－エチルアントラキノン、ｔｅｒｔ－ブチルアントラキノン、１，４－ジメチルアントラキノン、１－クロロアントラキノン、２，３－ジクロロアントラキノン、３－クロロ－２－メチルアントラキノン、１，２－ベンゾアントラキノン、２－フェニルアントラキノン、１，４－ナフトキノン、９，１０－フェナントラキノン、チオキサントン、２－クロロチオキサントン、２，２－ジメトキシ－１，２－ジフェニルエタン－１－オン、２，２－ジエトキシアセトフェノン等の芳香族ケトン化合物；ベンゾイン、メチルベンゾイン、エチルベンゾイン等のベンゾイン化合物；ベンゾインメチルエーテル、ベンゾインエチルエーテル、ベンゾインイソブチルエーテル、ベンゾインフェニルエーテル等のベンゾインエーテル化合物；ベンジル、ベンジルジメチルケタール等のベンジル化合物；β－（アクリジン－９－イル）（メタ）アクリル酸等のエステル化合物；９－フェニルアクリジン、９－ピリジルアクリジン、１，７－ジアクリジノヘプタン等のアクリジン化合物；２－（ｏ－クロロフェニル）－４，５－ジフェニルイミダゾール二量体、２－（ｏ－クロロフェニル）－４，５－ジ（ｍ－メトキシフェニル）イミダゾール二量体、２－（ｏ－フルオロフェニル）－４，５－ジフェニルイミダゾール二量体、２－（ｏ－メトキシフェニル）－４，５－ジフェニルイミダゾール二量体、２－（ｐ－メトキシフェニル）－４，５－ジフェニルイミダゾール二量体、２，４－ジ（ｐ－メトキシフェニル）５－フェニルイミダゾール二量体、２－（２，４－ジメトキシフェニル）－４，５－ジフェニルイミダゾール二量体、２－（ｐ－メチルメルカプトフェニル）－４，５－ジフェニルイミダゾール二量体等の２，４，５－トリアリールイミダゾール二量体；２－ベンジル－２－ジメチルアミノ－１－（４－モルホリノフェニル）－１－ブタノン、２－メチル－１－［４－（メチルチオ）フェニル］－２－モルホリノ－１－プロパン等のアルキルフェノン系化合物；１－ヒドロキシシクロヘキシルフェニルケトン、２－ヒドロキシ－２－メチル－１－フェニル－プロパン－１－オン、１－［４－（２－ヒドロキシエトキシ）－フェニル］－２－ヒドロキシ－２－メチル－１－プロパン－１－オン、２－ヒドロキシ－１－｛４－［４－（２－ヒドロキシ－２－メチル－プロピオニル）－ベンジル］フェニル｝－２－メチル－プロパン－１－オン、オリゴ｛２－ヒドロキシ－２－メチル－１－［４－（１－メチルビニル）フェニル］プロパノン｝等のα－ヒドロキシアルキルフェノン系化合物；フェニルグリオキシリックアシッドメチルエステル；ビス（２，４，６－トリメチルベンゾイル）－フェニルフォスフィンオキサイド、ビス（２，６－ジメトキシベンゾイル）－２，４，４－トリメチル－ペンチルフォスフィンオキサイド、２，４，６－トリメチルベンゾイル－ジフェニルフォスフィンオキサイド等のフォスフィンオキサイド系化合物が挙げられる。光ラジカル重合開始剤は、１種を単独で使用してもよく、２種以上を組み合わせて使用してもよい。硬化性、反応性、及び表面硬化性の観点から、芳香族ケトン化合物、α－ヒドロキシアルキルフェノン系化合物、及びフェニルグリオキシリックアシッドメチルエステルから光ラジカル重合開始剤を選んでもよい。 Specific examples of the photo radical polymerization initiator include benzophenone, N, N′-tetramethyl-4,4′-diaminobenzophenone (Michler ketone), N, N-tetraethyl-4,4′-diaminobenzophenone, 4-methoxy- 4,4′-dimethylaminobenzophenone, α-hydroxyisobutylphenone, 2-ethylanthraquinone, tert-butylanthraquinone, 1,4-dimethylanthraquinone, 1-chloroanthraquinone, 2,3-dichloroanthraquinone, 3-chloro-2- Methyl anthraquinone, 1,2-benzoanthraquinone, 2-phenylanthraquinone, 1,4-naphthoquinone, 9,10-phenanthraquinone, thioxanthone, 2-chlorothioxanthone, 2,2-dimethoxy-1,2-diphenylethane 1-on, 2 Aromatic ketone compounds such as 2-diethoxyacetophenone; benzoin compounds such as benzoin, methylbenzoin and ethylbenzoin; benzoin ether compounds such as benzoin methyl ether, benzoin ethyl ether, benzoin isobutyl ether and benzoin phenyl ether; benzyl and benzyldimethyl ketal Benzyl compounds such as β- (acridin-9-yl) (meth) acrylic acid, etc .; acridine compounds such as 9-phenylacridine, 9-pyridylacridine, 1,7-diacridinoheptane; o-chlorophenyl) -4,5-diphenylimidazole dimer, 2- (o-chlorophenyl) -4,5-di (m-methoxyphenyl) imidazole dimer, 2- (o-fluorophenyl) -4, 5-Diff Phenylimidazole dimer, 2- (o-methoxyphenyl) -4,5-diphenylimidazole dimer, 2- (p-methoxyphenyl) -4,5-diphenylimidazole dimer, 2,4-di ( p-methoxyphenyl) 5-phenylimidazole dimer, 2- (2,4-dimethoxyphenyl) -4,5-diphenylimidazole dimer, 2- (p-methylmercaptophenyl) -4,5-diphenylimidazole 2,4,5-triarylimidazole dimer such as dimer; 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -1-butanone, 2-methyl-1- [4- ( Alkylphenone compounds such as methylthio) phenyl] -2-morpholino-1-propane; 1-hydroxycyclohexyl phenyl ketone, 2-hydroxy -2-Methyl-1-phenyl-propan-1-one, 1- [4- (2-hydroxyethoxy) -phenyl] -2-hydroxy-2-methyl-1-propan-1-one, 2-hydroxy- 1- {4- [4- (2-hydroxy-2-methyl-propionyl) -benzyl] phenyl} -2-methyl-propan-1-one, oligo {2-hydroxy-2-methyl-1- [4- Α-hydroxyalkylphenone compounds such as (1-methylvinyl) phenyl] propanone}; phenylglyoxylic acid methyl ester; bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide, bis (2,6 -Dimethoxybenzoyl) -2,4,4-trimethyl-pentylphosphine oxide, 2,4,6-trimethylbenzoyl-di Examples thereof include phosphine oxide compounds such as phenylphosphine oxide. A radical photopolymerization initiator may be used individually by 1 type, and may be used in combination of 2 or more type. From the viewpoint of curability, reactivity, and surface curability, a radical photopolymerization initiator may be selected from aromatic ketone compounds, α-hydroxyalkylphenone compounds, and phenylglyoxylic acid methyl esters.
　光ラジカル重合開始剤が、活性エネルギー線の照射により遊離ラジカルと塩基（例えば、二級アミノ基、三級アミノ基）の両方を発生させる化合物であってもよい。このような光ラジカル重合開始剤の具体例としては、（４－モルホリノベンゾイル）－１－ベンジル－１－ジメチルアミノプロパン（「イルガキュア３６９」、ＢＡＳＦジャパン社製）、４－（メチルチオベンゾイル）－１－メチル－１－モルホリノエタン（「イルガキュア９０７」、ＢＡＳＦジャパン社製）、２－（ジメチルアミノ）－２－［（４－メチルフェニル）メチル］－１－［４－（４－モルホリニル）フェニル］－１－ブタノン（「イルガキュア３７９」、ＢＡＳＦジャパン社製）等のα－アミノアセトフェノン化合物；「ＣＧＩ－３２５」、「イルガキュアＯＸＥ０１」、「イルガキュアＯＸＥ０２」（以上、ＢＡＳＦジャパン社製）、「Ｎ－１９１９」、「ＮＣＩ－８３１」（以上、アデカ社製）等のオキシムエステル化合物が挙げられる。これらの中でも、α－アミノアセトフェノン化合物を選択してもよい。 The photo radical polymerization initiator may be a compound that generates both a free radical and a base (for example, a secondary amino group or a tertiary amino group) by irradiation with active energy rays. Specific examples of such photo radical polymerization initiators include (4-morpholinobenzoyl) -1-benzyl-1-dimethylaminopropane (“Irgacure 369”, manufactured by BASF Japan Ltd.), 4- (methylthiobenzoyl) -1 -Methyl-1-morpholinoethane ("Irgacure 907", manufactured by BASF Japan Ltd.), 2- (dimethylamino) -2-[(4-methylphenyl) methyl] -1- [4- (4-morpholinyl) phenyl] Α-aminoacetophenone compounds such as -1-butanone (“Irgacure 379”, manufactured by BASF Japan); “CGI-325”, “Irgacure OXE01”, “Irgacure OXE02” (above, manufactured by BASF Japan), 1919 "," NCI-831 "(above, manufactured by Adeka) and other oxime ester compounds And the like. Among these, an α-aminoacetophenone compound may be selected.
　硬化性樹脂組成物における光ラジカル重合開始剤の含有量は、感圧接着性、信頼性、及び硬化性の観点、並びに硬化反応を効率的に促進させる観点から、硬化性樹脂組成物の総量に対して、２質量％以上、４質量％以上、又は６質量％以上であってもよく、１４質量％以下、１２質量％以下、又は１０質量％以下であってもよい。 The content of the radical photopolymerization initiator in the curable resin composition is the total amount of the curable resin composition from the viewpoint of pressure-sensitive adhesiveness, reliability, and curability, and from the viewpoint of efficiently promoting the curing reaction. On the other hand, 2 mass% or more, 4 mass% or more, or 6 mass% or more may be sufficient, and 14 mass% or less, 12 mass% or less, or 10 mass% or less may be sufficient.
（Ｂ）成分：単量体成分
　（Ｂ１）成分が有するラジカル重合性基としては、（メタ）アクリロイル基、ビニル基、エチニル基、イソプロペニル基、ビニルエーテル基及びビニルチオエーテル基が挙げられる。（Ｂ１）成分としては、例えば、グリシジル（メタ）アクリレート、３，４－エポキシシクロヘキシルメチル（メタ）アクリレート、４－ヒドロキシブチル（メタ）アクリレートグリシジルエーテル、プロピレンオキシド（ＰＯ）変性ビスフェノールＡジグリシジルエーテルジアクリレート、ノボラック部分エポキシアクリレート、ビスフェノールＡジグリシジルエーテルのアクリル酸付加物、３－オキセタニルメチル（メタ）アクリレート、３－メチル－３－オキセタニルメチル（メタ）アクリレート、３－エチル－３－オキセタニルメチル（メタ）アクリレート、３－ブチル－３－オキセタニルメチル（メタ）アクリレート、３－ヘキシル－３－オキセタニルメチル（メタ）アクリレートが挙げられる。（Ｂ１）成分は、アリルグリシジルエーテルであってもよい。 (B) Component: Monomer Component (B1) The radical polymerizable group of the component includes (meth) acryloyl group, vinyl group, ethynyl group, isopropenyl group, vinyl ether group and vinyl thioether group. Examples of the component (B1) include glycidyl (meth) acrylate, 3,4-epoxycyclohexylmethyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate glycidyl ether, propylene oxide (PO) modified bisphenol A diglycidyl ether di Acrylate, novolac partial epoxy acrylate, acrylic acid adduct of bisphenol A diglycidyl ether, 3-oxetanylmethyl (meth) acrylate, 3-methyl-3-oxetanylmethyl (meth) acrylate, 3-ethyl-3-oxetanylmethyl (meth) ) Acrylate, 3-butyl-3-oxetanylmethyl (meth) acrylate, and 3-hexyl-3-oxetanylmethyl (meth) acrylate. The component (B1) may be allyl glycidyl ether.
　（Ｂ１）成分は、１種を単独で、又は２種以上組み合わせて用いることができる。 (B1) A component can be used individually by 1 type or in combination of 2 or more types.
　（Ｂ１）成分の含有量は、反応性の観点、接着力を向上させる観点、及び硬化性樹脂組成物が溶液であるときの安定性の観点から、硬化性樹脂組成物の総量に対して、０．１質量％以上、１質量％以上、又は３質量％以上であってもよく、１５質量％以下、１０質量％以下、又は５質量％以下であってもよい。 The content of the component (B1) is from the viewpoint of reactivity, from the viewpoint of improving the adhesive force, and from the viewpoint of stability when the curable resin composition is a solution, with respect to the total amount of the curable resin composition, It may be 0.1 mass% or more, 1 mass% or more, or 3 mass% or more, or 15 mass% or less, 10 mass% or less, or 5 mass% or less.
　（Ｂ２）成分としては、１個のラジカル重合性基を有する単官能単量体が挙げられる。（Ｂ２）成分が有するラジカル重合性基としては、（メタ）アクリロイル基、ビニル基、エチニル基、イソプロペニル基、ビニルエーテル基及びビニルチオエーテル基が挙げられる。単官能単量体は、（メタ）アクリロイル基を有する化合物であってもよい。 (B2) Component includes a monofunctional monomer having one radical polymerizable group. Examples of the radical polymerizable group possessed by the component (B2) include a (meth) acryloyl group, a vinyl group, an ethynyl group, an isopropenyl group, a vinyl ether group, and a vinyl thioether group. The monofunctional monomer may be a compound having a (meth) acryloyl group.
　（メタ）アクリロイル基を有する単官能単量体は、アルキル（メタ）アクリレートであってもよく、その場合のアルキル基の炭素数は、硬化性樹脂組成物に柔軟性を付与させる観点から、４以上、６以上、又は８以上であってもよく、２０以下、１８以下、又は１６以下であってもよい。アルキル（メタ）アクリレートのアルキル基は水酸基等の置換基を有していてもよい。 The monofunctional monomer having a (meth) acryloyl group may be an alkyl (meth) acrylate, and the carbon number of the alkyl group in that case is 4 from the viewpoint of imparting flexibility to the curable resin composition. As described above, it may be 6 or more, or 8 or more, and may be 20 or less, 18 or less, or 16 or less. The alkyl group of the alkyl (meth) acrylate may have a substituent such as a hydroxyl group.
　（メタ）アクリロイル基を有する単官能単量体の具体例としては、ｎ－ブチル（メタ）アクリレート、ｔｅｒｔ－ブチル（メタ）アクリレート、イソブチル（メタ）アクリレート、ｎ－ペンチル（メタ）アクリレート、ｎ－オクチル（メタ）アクリレート、イソオクチル（メタ）アクリレート、２－エチルヘキシル（メタ）アクリレート、イソデシル（メタ）アクリレート、ｎ－ヘキシル（メタ）アクリレート、ステアリル（メタ）アクリレート、ラウリル（メタ）アクリレート、トリデシル（メタ）アクリレート等のアルキル（メタ）アクリレート；２－ヒドロキシエチル（メタ）アクリレート、１－ヒドロキシエチル（メタ）アクリレート、２－ヒドロキシプロピル（メタ）アクリレート、３－ヒドロキシプロピル（メタ）アクリレート、１－ヒドロキシプロピル（メタ）アクリレート、４－ヒドロキシブチル（メタ）アクリレート、３－ヒドロキシブチル（メタ）アクリレート、２－ヒドロキシブチル（メタ）アクリレート、１－ヒドロキシブチル（メタ）アクリレート等の水酸基含有アルキル（メタ）アクリレート；ジメチル（メタ）アクリルアミド、イソプロピル（メタ）アクリルアミド、ジメチルアミノプロピル（メタ）アクリルアミド等の（メタ）アクリルアミド；ヒドロキシエチル（メタ）アクリルアミド等の水酸基含有（メタ）アクリルアミド；ジエチレングリコール、トリエチレングリコール等のポリエチレングリコールモノ（メタ）アクリレート；ジプロピレングリコールモノ（メタ）アクリレート、トリプロピレングリコールモノ（メタ）アクリレート等のポリプロピレングリコールモノ（メタ）アクリレート；ジブチレングリコールモノ（メタ）アクリレート、トリブチレングリコールモノ（メタ）アクリレート等のポリブチレングリコールモノ（メタ）アクリレート；アクリロイルモルホリン等のモルホリン基含有（メタ）アクリレート；ジシクロペンタニル（メタ）アクリレ－ト、ジシクロペンテニルオキシエチル（メタ）アクリレ－ト、ジシクロペンテニルオキシエチルメタアクリレ－ト、イソボルニル（メタ）アクリレートが挙げられる。これらの化合物は、単独で使用してもよく、２種以上を組み合わせて使用してもよい。染料の溶解性、接着力、耐湿熱信頼性及び硬化後の感圧接着性の観点から、単官能単量体は、ジシクロペンタニル（メタ）アクリレ－ト、ジシクロペンテニル（メタ）アクリレ－ト、及びイソボルニル（メタ）アクリレ－トから選ばれる化合物、又は、ジシクロペンテニル（メタ）アクリレ－ト、及びイソボルニル（メタ）アクリレ－トから選ばれる化合物を含んでもよい。 Specific examples of the monofunctional monomer having a (meth) acryloyl group include n-butyl (meth) acrylate, tert-butyl (meth) acrylate, isobutyl (meth) acrylate, n-pentyl (meth) acrylate, n- Octyl (meth) acrylate, isooctyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isodecyl (meth) acrylate, n-hexyl (meth) acrylate, stearyl (meth) acrylate, lauryl (meth) acrylate, tridecyl (meth) Alkyl (meth) acrylates such as acrylate; 2-hydroxyethyl (meth) acrylate, 1-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate Hydroxyl-containing alkyl such as 1-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 3-hydroxybutyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 1-hydroxybutyl (meth) acrylate, etc. (Meth) acrylates; (meth) acrylamides such as dimethyl (meth) acrylamide, isopropyl (meth) acrylamide, dimethylaminopropyl (meth) acrylamide; hydroxyl-containing (meth) acrylamides such as hydroxyethyl (meth) acrylamide; diethylene glycol, triethylene Polyethylene glycol mono (meth) acrylate such as glycol; dipropylene glycol mono (meth) acrylate, tripropylene glycol mono (meth) acrylate Polypropylene glycol mono (meth) acrylates such as dibutylene glycol mono (meth) acrylate and tributylene glycol mono (meth) acrylate; morpholine group-containing (meth) acrylates such as acryloylmorpholine; Examples include cyclopentanyl (meth) acrylate, dicyclopentenyloxyethyl (meth) acrylate, dicyclopentenyloxyethyl methacrylate, and isobornyl (meth) acrylate. These compounds may be used alone or in combination of two or more. From the viewpoints of dye solubility, adhesive strength, heat-and-moisture resistance reliability, and pressure-sensitive adhesiveness after curing, monofunctional monomers are dicyclopentanyl (meth) acrylate and dicyclopentenyl (meth) acrylate. And a compound selected from isobornyl (meth) acrylate, or a compound selected from dicyclopentenyl (meth) acrylate and isobornyl (meth) acrylate.
　（Ｂ２）成分は、１種を単独で使用してもよく、２種以上を組み合わせて使用してもよい。 (B2) A component may be used individually by 1 type, and may be used in combination of 2 or more type.
　本実施形態の第１の硬化性樹脂組成物において、（Ｂ）成分は、（Ｂ１）成分に加えて、（Ｂ２）成分を１種以上含むことができる。なお、本実施形態の第１の硬化性樹脂組成物において、（Ｂ２）成分は（Ｂ１）成分以外の化合物である。 In the first curable resin composition of the present embodiment, the component (B) can contain one or more components (B2) in addition to the component (B1). In the first curable resin composition of the present embodiment, the component (B2) is a compound other than the component (B1).
　（Ｂ２）成分の含有量は、適度な粘度を有する硬化性樹脂組成物を得る観点、硬化収縮率及び硬化物の弾性率調整の観点、並びに着色剤の溶解性の観点から、硬化性樹脂組成物の総量に対して、１０質量％以上、１５質量％以上、又は２０質量％以上であってもよく、８０質量％以下、７０質量％以下、又は６０質量％以下であってもよい。（Ｂ２）成分の含有量が１０質量％以上であると、良好な塗布性に寄与する適度な粘度を有する硬化性樹脂組成物が得られ易いと共に、着色剤の溶解性が向上する傾向がある。（Ｂ２）成分の含有量が８０質量％以下であると、硬化収縮率が低くなる傾向がある。硬化収縮率が低いと、応力による接着力の低下を抑制することができる。 The content of the component (B2) is from the viewpoint of obtaining a curable resin composition having an appropriate viscosity, from the viewpoint of adjusting the curing shrinkage and the elastic modulus of the cured product, and from the viewpoint of solubility of the colorant. 10 mass% or more, 15 mass% or more, or 20 mass% or more may be sufficient with respect to the total amount of a thing, and 80 mass% or less, 70 mass% or less, or 60 mass% or less may be sufficient. When the content of the component (B2) is 10% by mass or more, a curable resin composition having an appropriate viscosity that contributes to good coatability is easily obtained, and the solubility of the colorant tends to be improved. . When the content of the component (B2) is 80% by mass or less, the curing shrinkage rate tends to be low. When the curing shrinkage rate is low, it is possible to suppress a decrease in adhesive force due to stress.
　（Ｂ）成分の単量体成分は、２個以上のラジカル重合性基を有する多官能単量体を更に含んでいてもよい。その場合、多官能単量体の含有量は、単量体成分（（Ｂ）成分）の総量に対して、５質量％以下であってもよい。 The monomer component (B) may further contain a polyfunctional monomer having two or more radical polymerizable groups. In that case, content of a polyfunctional monomer may be 5 mass% or less with respect to the total amount of a monomer component ((B) component).
（Ｃ）成分：着色剤
　着色剤は、硬化性樹脂組成物及び遮光層を着色して、形成される遮光層に適切な遮光性を付与する成分である、着色剤の色相に特に制限はなく、様々な色相を持つ着色剤を用いることができるが、着色剤は典型的には黒色を呈する。着色剤は、例えば、染料、及び／又は顔料を含むことができる。均一な硬化性樹脂組成物を得る観点から、単量体成分に溶解する着色剤を選択してもよい。 (C) Component: Colorant The colorant is a component that colors the curable resin composition and the light-shielding layer and imparts appropriate light-shielding properties to the formed light-shielding layer, and there is no particular limitation on the hue of the colorant. Although colorants with various hues can be used, the colorants typically exhibit a black color. The colorant can include, for example, a dye and / or a pigment. From the viewpoint of obtaining a uniform curable resin composition, a colorant that dissolves in the monomer component may be selected.
　着色剤が単量体成分に溶解することは、以下の方法により確認できる。５０ｍＬのビーカーに、単量体成分１０ｍＬ（温度２５℃）及び着色剤１０ｍｇ（固形分質量）を加え、ガラス棒を用いて１分間撹拌する。その後、目視で着色剤の固形物が確認できない場合、当該着色剤は単量体成分に溶解すると判断する。 It can be confirmed by the following method that the colorant is dissolved in the monomer component. To a 50 mL beaker, 10 mL of monomer component (temperature 25 ° C.) and 10 mg of colorant (solid mass) are added and stirred for 1 minute using a glass rod. Thereafter, when the solid matter of the colorant cannot be visually confirmed, it is determined that the colorant is dissolved in the monomer component.
　遮光性の観点から、着色剤の可視光の平均透過率が、５０％以下、４５％以下、又は４０％以下であってもよい。ここで、可視光の平均透過率とは、波長４００～７００ｎｍの光の平均透過率をいう。可視光の平均透過率は、着色剤が溶解する溶媒１００質量部と、着色剤０．１質量部とからなる着色剤溶液の光透過率を、分光測色計（例えば、株式会社コニカミノルタ製「ＣＭ－３７００Ａ」）を用いて、４００～７００ｎｍの範囲で１ｎｍ毎に測定し、得られた各測定値の平均値を求め、平均透過率とする方法により測定することができる。着色剤が溶媒に溶解することは、上記の「着色剤が単量体成分に溶解すること」と同じ方法によって確認できる。 From the viewpoint of light shielding properties, the average visible light transmittance of the colorant may be 50% or less, 45% or less, or 40% or less. Here, the average transmittance of visible light refers to the average transmittance of light having a wavelength of 400 to 700 nm. The average visible light transmittance is obtained by measuring the light transmittance of a colorant solution composed of 100 parts by mass of a solvent in which the colorant is dissolved and 0.1 part by mass of the colorant with a spectrocolorimeter (for example, manufactured by Konica Minolta, Inc.). “CM-3700A”) can be measured every 1 nm in the range of 400 to 700 nm, an average value of the obtained measurement values can be obtained, and the average transmittance can be obtained. The dissolution of the colorant in the solvent can be confirmed by the same method as that described above for “the colorant dissolves in the monomer component”.
　硬化反応を進行させるために照射される光（活性エネルギー線）のピーク波長における着色剤の光透過率（以下、「照射透過率」ともいう。）が、可視光の平均透過率よりも１０％以上、２０％以上、３０％以上高くてもよい。照射光透過率は、６０％以上、６５％以上、又は７０％以上であってもよい。高い照射光透過率を有する着色剤を用いることにより、十分な遮光性を確保しながら、光ラジカル重合による硬化反応を効率的に進行させることができる。着色剤の照射光透過率は、着色剤が溶解する溶媒１００質量部と、着色剤０．１質量部とからなる着色剤溶液の、硬化反応を進行させるために照射される光（活性エネルギー線）のピーク波長における着色剤の光透過率を、分解波長は１ｎｍの条件で測定する方法により、決定することができる。測定装置としては、可視紫外分光光度計（例えば、株式会社島津製作所製「ＵＶ－２４００ＰＣ」）を用いることができる。測定範囲は、例えば３００～７８０ｎｍに設定される。 The light transmittance (hereinafter also referred to as “irradiation transmittance”) of the colorant at the peak wavelength of the light (active energy ray) irradiated to advance the curing reaction is 10% of the average visible light transmittance. As mentioned above, it may be 20% or more, 30% or more higher. The irradiation light transmittance may be 60% or more, 65% or more, or 70% or more. By using a colorant having a high irradiation light transmittance, a curing reaction by radical photopolymerization can be efficiently advanced while ensuring a sufficient light shielding property. The irradiation light transmittance of the colorant is determined by the light (active energy ray) irradiated to advance the curing reaction of the colorant solution consisting of 100 parts by mass of the solvent in which the colorant is dissolved and 0.1 part by mass of the colorant. The light transmittance of the colorant at the peak wavelength of) can be determined by a method of measuring the decomposition wavelength under the condition of 1 nm. As the measuring apparatus, a visible ultraviolet spectrophotometer (for example, “UV-2400PC” manufactured by Shimadzu Corporation) can be used. The measurement range is set to 300 to 780 nm, for example.
　着色剤は、例えば、フタロシアニン・ブルー、フタロシアニン・グリーン、アイオディン・グリーン、ジアゾイエロー、アニリンブラック、ペリレンブラック、及びフルオランからなる群より選ばれる少なくとも１種を含んでもよい。 The colorant may include, for example, at least one selected from the group consisting of phthalocyanine blue, phthalocyanine green, iodine green, diazo yellow, aniline black, perylene black, and fluoran.
　着色剤の含有量は、可視光を遮光する効果を得る観点から、硬化性樹脂組成物の総量に対して、０．１質量％以上、０．３質量％以上、又は０．５質量％以上であってもよく、１０質量％以下、７．５質量％以下、又は５質量％以下であってもよい。 The content of the colorant is 0.1% by mass or more, 0.3% by mass or more, or 0.5% by mass or more with respect to the total amount of the curable resin composition from the viewpoint of obtaining an effect of shielding visible light. It may be 10 mass% or less, 7.5 mass% or less, or 5 mass% or less.
　（Ｄ）成分は、活性エネルギー線の照射により、分子構造が変化、又は分子が開裂し、イオン反応の硬化触媒として機能しうる１種以上の酸性物質を生成する化合物を用いることができる。（Ｄ）成分は、上記（Ｂ１）成分及び（Ｅ）成分のカチオン反応の硬化触媒として機能することができる。 As the component (D), a compound that generates one or more acidic substances that can function as a curing catalyst for an ionic reaction by changing the molecular structure or cleaving the molecule by irradiation with active energy rays can be used. The component (D) can function as a curing catalyst for the cationic reaction of the components (B1) and (E).
　（Ｄ）成分としては、例えば、オニウム塩化合物、スルホン化合物、スルホン酸エステル化合物、スルホンイミド化合物、ジスルホニルジアゾメタン化合物、ジスルホニルメタン化合物、オキシムスルホネート化合物、ヒドラジンスルホネート化合物、トリアジン化合物、ニトロベンジル化合物、有機ハロゲン化物類、ジスルホンが挙げることができる。光酸発生剤の市販品の例としては、商品名「サイラキュアＵＶＩ－６９７０」、「サイラキュアＵＶＩ－６９７４」、「サイラキュアＵＶＩ－６９９０」、「サイラキュアＵＶＩ－９５０」（以上、米国ユニオンカーバイド社製）、「イルガキュア２５０」、「イルガキュア２６１」、「イルガキュア２６４」、「イルガキュア２７０」、「イルガキュア２９０」（以上、ＢＡＳＦ社製）、「ＣＧ－２４－６１」（チバガイギー社製）、「アデカオプトマーＳＰ－１５０」、「アデカオプトマーＳＰ－１５１」、「アデカオプトマーＳＰ－１７０」、「アデカオプトマーＳＰ－１７１」（以上、（株）ＡＤＥＫＡ製）、「ＤＡＩＣＡＴ　ＩＩ」（（株）ダイセル製）、「ＵＶＡＣ１５９０」、「ＵＶＡＣ１５９１」（以上、ダイセル・サイテック（株）製）、「ＣＩ－２０６４」、「ＣＩ－２６３９」、「ＣＩ－２６２４」、「ＣＩ－２４８１」、「ＣＩ－２７３４」、「ＣＩ－２８５５」、「ＣＩ－２８２３」、「ＣＩ－２７５８」、「ＣＩＴ－１６８２」（以上、日本曹達（株）製）、「ＰＩ－２０７４」（ローディア社製、テトラキス（ペンタフルオロフェニル）ボレート　トルイルクミルヨードニウム塩）、「ＦＦＣ５０９」（３Ｍ社製）、「ＢＢＩ－１０２」、「ＢＢＩ－１０１」、「ＢＢＩ－１０３」、「ＭＰＩ－１０３」、「ＢＤＳ－１０５」、「ＴＰＳ－１０３」、「ＭＤＳ－１０３」、「ＭＤＳ－１０５」、「ＭＤＳ－２０３」、「ＭＤＳ－２０５」、「ＤＴＳ－１０２」、「ＤＴＳ－１０３」、「ＮＡＴ－１０３」、「ＮＤＳ－１０３」、「ＢＭＳ－１０５」、「ＴＭＳ－１０５」（以上、ミドリ化学（株）製）、「ＣＤ－１０１０」、「ＣＤ－１０１１」、「ＣＤ－１０１２」（以上、米国、Ｓａｒｔｏｍｅｒ社製）、「ＣＰＩ－１００Ｐ」、「ＣＰＩ－１０１Ａ」、「ＣＰＩ－１１０Ｐ」、「ＣＰＩ－１１０Ａ」、「ＣＰＩ－２１０Ｓ」（以上、サンアプロ（株）製）、「ＵＶＩ－６９９２」、「ＵＶＩ－６９７６」（以上、ダウ・ケミカル社製）が挙げられる。 Examples of the component (D) include onium salt compounds, sulfone compounds, sulfonic acid ester compounds, sulfonimide compounds, disulfonyldiazomethane compounds, disulfonylmethane compounds, oxime sulfonate compounds, hydrazine sulfonate compounds, triazine compounds, nitrobenzyl compounds, Organic halides and disulfone can be mentioned. Examples of commercially available photoacid generators include trade names “Syracure UVI-6970”, “Syracure UVI-6974”, “Syracure UVI-6990”, “Syracure UVI-950” (above, Union Carbide, USA) "Irgacure 250", "Irgacure 261", "Irgacure 264", "Irgacure 270", "Irgacure 290" (manufactured by BASF), "CG-24-61" (Ciba Geigy), "Adekaoptomer" “SP-150”, “Adekaoptomer SP-151”, “Adekaoptomer SP-170”, “Adekaoptomer SP-171” (manufactured by ADEKA Corporation), “DAICAT II” (Daicel Corporation) ), "UVAC1590", "UVAC1591" (above, Daicel-Cite) (CI Co., Ltd.), “CI-2064”, “CI-2539”, “CI-2624”, “CI-2481”, “CI-2734”, “CI-2855”, “CI-2823”, “ “CI-2758”, “CIT-1682” (manufactured by Nippon Soda Co., Ltd.), “PI-2074” (manufactured by Rhodia, tetrakis (pentafluorophenyl) borate toluylcumyliodonium salt), “FFC509” (3M Manufactured by the same company), “BBI-102”, “BBI-101”, “BBI-103”, “MPI-103”, “BDS-105”, “TPS-103”, “MDS-103”, “MDS-105” ”,“ MDS-203 ”,“ MDS-205 ”,“ DTS-102 ”,“ DTS-103 ”,“ NAT-103 ”,“ NDS-103 ”,“ BMS-105 ” “TMS-105” (above, manufactured by Midori Chemical Co., Ltd.), “CD-1010”, “CD-1011”, “CD-1012” (above, manufactured by Sartomer, USA), “CPI-100P”, “ "CPI-101A", "CPI-110P", "CPI-110A", "CPI-210S" (San Apro Co., Ltd.), "UVI-6922", "UVI-6976" (above, Dow Chemical Company) Manufactured).
　（Ｄ）成分は、１種を単独で、又は２種以上組み合わせて用いることができる。 (D) A component can be used individually by 1 type or in combination of 2 or more types.
　（Ｄ）成分の含有量は、感圧接着性、信頼性、及び硬化性の観点、並びに硬化反応を効率的に促進させる観点から、硬化性樹脂組成物の総量に対して、２質量％以上、４質量％以上、又は６質量％以上であってもよく、１４質量％以下、１２質量％以下、又は１０質量％以下であってもよい。 The content of the component (D) is 2% by mass or more based on the total amount of the curable resin composition, from the viewpoints of pressure-sensitive adhesiveness, reliability, and curability, and from the viewpoint of efficiently accelerating the curing reaction. 4 mass% or more, or 6 mass% or more may be sufficient, and 14 mass% or less, 12 mass% or less, or 10 mass% or less may be sufficient.
　本実施形態の第２の硬化性樹脂組成物に含まれる（Ｅ）成分としては、例えば、エポキシ基、及び／又はオキセタン基を有する化合物が挙げられる。これらの化合物の具体例としては、グリシジルエーテル、ブチルグリシジルエーテル、２－エチルヘキシルグリシジルエーテル、ステアリルグリシジルエーテル、ラウリルグリシジルエーテル、ブトキシポリエチレングリコールグリシジルエーテル、フェノールポリエチレングリコールグリシジルエーテル、フェニルグリシジルエーテル、ｐ－メチルフェニルグリシジルエーテル、ｐ－エチルフェニルグリシジルエーテル、ｐ－ｓｅｃ－ブチルフェニルグリシジルエーテル、ｐ－ｔｅｒｔ－ブチルフェニルグリシジル等の単官能エポキシ化合物；ビスフェノールＡジグリシジルエーテル、ビスフェノールＦジグリシジルエーテル、ビスフェノールＳジグリシジルエーテル、水添ビスフェノールＡジグリシジルエーテル、水添ビスフェノールＦジグリシジルエーテル、水添ビスフェノールＡＤジグリシジルエーテル等のビスフェノールのポリグリシジルエーテル；１，４－ブタンジオールジグリシジルエーテル、１，６－ヘキサンジオールジグリシジルエーテル、グリセリントリグリシジルエーテル、トリメチロールプロパントリグリシジルエーテル、ポリエチレングリコールジグリシジルエーテル、ポリプロピレングリコールジグリシジルエーテル等の多価アルコールのポリグリシジルエーテル；エチレングリコール、プロピレングリコール、グリセリン等の脂肪族多価アルコールに１種又は２種以上のアルキレンオキサイドを付加することにより得られるポリエーテルポリオールの脂肪族ポリグリシジルエーテル；３，４－エポキシシクロヘキシルメチル－３’，４’－エポキシシクロヘキサンカルボキシレート、２－（３，４－エポキシシクロヘキシル－５，５－スピロ－３，４－エポキシ）シクロヘキサン－メタ－ジオキサン、ビス（３，４－エポキシシクロヘキシルメチル）アジペート、ビス（３，４－エポキシ－６－メチルシクロヘキシルメチル）アジペート、３，４－エポキシ－６－メチルシクロヘキシル－３’，４’－エポキシ－６’－メチルシクロヘキサンカルボキシレート、メチレンビス（３，４－エポキシシクロヘキサン）、ジシクロペンタジエンジエポキサイド、エチレングリコールのジ（３，４－エポキシシクロヘキシルメチル）エーテル、エチレンビス（３，４－エポキシシクロヘキサンカルボキシレート）、ラクトン変性３，４－エポキシシクロヘキシルメチル－３’，４’－エポキシシクロヘキサンカルボキシレート等の３，４－エポキシシクロヘキシル基を有する化合物等の多官能エポキシ化合物；３－エチル－３－ヒドロキシメチルオキセタン（オキセタンアルコール）、２－エチルヘキシルオキセタン、３－エチル－３－（２－エチルヘキシロキシメチル）オキセタン、３－エチル－３－（ドデシロキシメチル）オキセタン、３－エチル－３－（オクタデシロキシメチル）オキセタン、３－エチル－３－（フェノキシメチル）オキセタン、３－エチル－３－ヒドロキシメチルオキセタン等の単官能オキセタン化合物；キシリレンビスオキセタン、１－ブトキシ－２，２－ビス〔（３－エチルオキセタン－３－イル）メトキシメチル〕ブタン、３－エチル－３｛［（３－エチルオキセタン－３－イル）メトキシ］メチル｝オキセタン、１，１，１－トリス〔（３－エチルオキセタン－３－イル）メトキシメチル〕プロパン等の多官能オキセタン化合物が挙げられる。（Ｅ）成分は、環状エーテル基を有するオリゴマーであってもよい。 Examples of the component (E) contained in the second curable resin composition of the present embodiment include compounds having an epoxy group and / or an oxetane group. Specific examples of these compounds include glycidyl ether, butyl glycidyl ether, 2-ethylhexyl glycidyl ether, stearyl glycidyl ether, lauryl glycidyl ether, butoxy polyethylene glycol glycidyl ether, phenol polyethylene glycol glycidyl ether, phenyl glycidyl ether, p-methylphenyl Monofunctional epoxy compounds such as glycidyl ether, p-ethylphenyl glycidyl ether, p-sec-butylphenyl glycidyl ether, p-tert-butylphenyl glycidyl ether; bisphenol A diglycidyl ether, bisphenol F diglycidyl ether, bisphenol S diglycidyl ether , Hydrogenated bisphenol A diglycidyl ether, hydrogenated bisphenol F Polyglycidyl ethers of bisphenols such as glycidyl ether and hydrogenated bisphenol AD diglycidyl ether; 1,4-butanediol diglycidyl ether, 1,6-hexanediol diglycidyl ether, glycerin triglycidyl ether, trimethylolpropane triglycidyl ether, Polyglycidyl ethers of polyhydric alcohols such as polyethylene glycol diglycidyl ether and polypropylene glycol diglycidyl ether; by adding one or more alkylene oxides to aliphatic polyhydric alcohols such as ethylene glycol, propylene glycol and glycerin Aliphatic polyglycidyl ether of the resulting polyether polyol; 3,4-epoxycyclohexylmethyl-3 ′, 4′-epoxy Chlohexanecarboxylate, 2- (3,4-epoxycyclohexyl-5,5-spiro-3,4-epoxy) cyclohexane-meta-dioxane, bis (3,4-epoxycyclohexylmethyl) adipate, bis (3,4 -Epoxy-6-methylcyclohexylmethyl) adipate, 3,4-epoxy-6-methylcyclohexyl-3 ', 4'-epoxy-6'-methylcyclohexanecarboxylate, methylenebis (3,4-epoxycyclohexane), dicyclo Pentadiene diepoxide, di (3,4-epoxycyclohexylmethyl) ether of ethylene glycol, ethylenebis (3,4-epoxycyclohexanecarboxylate), lactone modified 3,4-epoxycyclohexylmethyl-3 ', 4'-epoxycyclo Polyfunctional epoxy compounds such as compounds having a 3,4-epoxycyclohexyl group such as hexanecarboxylate; 3-ethyl-3-hydroxymethyloxetane (oxetane alcohol), 2-ethylhexyloxetane, 3-ethyl-3- (2- Ethylhexyloxymethyl) oxetane, 3-ethyl-3- (dodecyloxymethyl) oxetane, 3-ethyl-3- (octadecyloxymethyl) oxetane, 3-ethyl-3- (phenoxymethyl) oxetane, 3-ethyl Monofunctional oxetane compounds such as -3-hydroxymethyloxetane; xylylenebisoxetane, 1-butoxy-2,2-bis [(3-ethyloxetane-3-yl) methoxymethyl] butane, 3-ethyl-3 {[[ (3-Ethyloxetane-3-yl) methoxy] methyl} oxy Tan, 1,1,1-tris [(3-ethyloxetan-3-yl) methoxymethyl] polyfunctional oxetane compounds such as propane. The component (E) may be an oligomer having a cyclic ether group.
　（Ｅ）成分は、１種を単独で、又は２種以上組み合わせて用いることができる。 (E) A component can be used individually by 1 type or in combination of 2 or more types.
　本実施形態の第２の硬化性樹脂組成物における（Ｅ）成分の含有量は、反応性の観点、接着力を向上させる観点、及び硬化性樹脂組成物が溶液であるときの安定性の観点から、硬化性樹脂組成物の総量に対して、１質量％以上、５質量％以上、又は１０質量％以上であってもよく、７０質量％以下、５０質量％以下、又は３０質量％以下であってもよい。 Content of (E) component in the 2nd curable resin composition of this embodiment is a viewpoint of stability when a reactive viewpoint, the viewpoint which improves adhesive force, and a curable resin composition is a solution. From 1% by mass to 5% by mass or 10% by mass or more based on the total amount of the curable resin composition, 70% by mass or less, 50% by mass or less, or 30% by mass or less. There may be.
　本実施形態の第１の硬化性樹脂組成物が（Ｅ）成分を更に含むことができる。この場合、（Ｅ）成分の含有量は、硬化性の観点から、硬化性樹脂組成物の総量に対して０．１質量％以上、１質量％以上、又は３質量％以上であってもよく、保存安定性の観点から、硬化性樹脂組成物の総量に対して１５質量％以下、１０質量％以上、又は５質量％以下であってもよい。 The 1st curable resin composition of this embodiment can further contain (E) component. In this case, the content of the component (E) may be 0.1% by mass or more, 1% by mass or more, or 3% by mass or more based on the total amount of the curable resin composition from the viewpoint of curability. From the viewpoint of storage stability, it may be 15% by mass or less, 10% by mass or more, or 5% by mass or less based on the total amount of the curable resin composition.
　本実施形態に係る硬化性樹脂組成物は、ポリマー（以下、「（Ｆ）成分」ともいう）を更に含有してもよい。硬化性樹脂組成物に含まれるポリマーは、オリゴマーであってもよい。本明細書において「オリゴマー」とは、重量平均分子量が１×１０４以上であるポリマーを意味する。硬化性樹脂組成物がポリマー（特に、オリゴマー）を含有すると、光照射後の硬化性樹脂層が適度な感圧接着性を有し易い。本明細書において、重量平均分子量は、ゲル浸透クロマトグラフィーによって測定される、標準ポリスチレン換算の値を意味する。本明細書において（Ｆ）成分としての「ポリマー」は、上述の（Ａ）～（Ｅ）成分を除く成分である。 The curable resin composition according to this embodiment may further contain a polymer (hereinafter also referred to as “component (F)”). The polymer contained in the curable resin composition may be an oligomer. In the present specification, the “oligomer” means a polymer having a weight average molecular weight of 1 × 10 4 or more. When the curable resin composition contains a polymer (particularly an oligomer), the curable resin layer after light irradiation tends to have appropriate pressure-sensitive adhesiveness. In this specification, a weight average molecular weight means the value of standard polystyrene conversion measured by gel permeation chromatography. In the present specification, the “polymer” as the component (F) is a component excluding the components (A) to (E) described above.
　ポリマー（オリゴマー）の具体例としては、ブタジエンゴム、イソプレンゴム、シリコンゴム、スチレンブタジエンゴム、クロロプレンゴム、ニトリルゴム、ブチルゴム、エチレンプロピレンゴム、ウレタンゴム、アクリルゴム、クロルスルホン化ポリエチレンゴム、フッ素ゴム、水素化ニトリルゴム、エピクロルヒドリンゴム等の各種ゴムの液状物又は固形物；ポリブテン等のポリα－オレフィン；水添ポリブテン等の水添α－オレフィンオリゴマー；アタクチックポリプロピレン等のポリビニル系オリゴマー；ビフェニル、トリフェニル等の芳香族系オリゴマー；水添液状ポリブタジエン等の水添ポリエン系オリゴマー；パラフィン油、塩化パラフィン油等のパラフィン系オリゴマー；ナフテン油等のシクロパラフィン系オリゴマー；両末端に水酸基を有する化合物と両末端にエステル基若しくはカルボキシ基を有する化合物とのエステル交換、又は重縮合反応で製造することができるポリエステル系オリゴマー；両末端に水酸基を有する、ポリエーテル、ポリカーボネート、又はポリエステルとポリイソシアネートとの重合反応で製造することができるポリウレタン系オリゴマー；（メタ）アクリル酸系ポリマーが挙げられる。これらの中でも、感圧接着性の観点から、（メタ）アクリル酸系ポリマーが好ましい。 Specific examples of the polymer (oligomer) include butadiene rubber, isoprene rubber, silicon rubber, styrene butadiene rubber, chloroprene rubber, nitrile rubber, butyl rubber, ethylene propylene rubber, urethane rubber, acrylic rubber, chlorosulfonated polyethylene rubber, fluorine rubber, Liquid or solid materials of various rubbers such as hydrogenated nitrile rubber and epichlorohydrin rubber; poly α-olefins such as polybutene; hydrogenated α-olefin oligomers such as hydrogenated polybutene; polyvinyl oligomers such as atactic polypropylene; biphenyl and tri Aromatic oligomers such as phenyl; Hydrogenated polyene oligomers such as hydrogenated liquid polybutadiene; Paraffinic oligomers such as paraffin oil and chlorinated paraffin oil; Cycloparaffinic oligomers such as naphthene oil; A polyester-based oligomer that can be produced by transesterification of a compound having a hydroxyl group at a terminal and a compound having an ester group or a carboxy group at both terminals, or a polycondensation reaction; a polyether, a polycarbonate having a hydroxyl group at both terminals, or Polyurethane oligomers that can be produced by a polymerization reaction of polyester and polyisocyanate; (meth) acrylic acid polymers can be mentioned. Among these, a (meth) acrylic acid polymer is preferable from the viewpoint of pressure-sensitive adhesiveness.
　（メタ）アクリル酸系ポリマーは、（メタ）アクリロイル基を１個有する単量体に由来する単量体単位を１種又は２種以上含むポリマーである。（メタ）アクリル酸系ポリマーは、本発明の効果を著しく損なわない範囲において、（メタ）アクリロイル基を２個以上有する化合物、（メタ）アクリロイル基を有していない重合性化合物（例えば、アクリロニトリル、スチレン、酢酸ビニル、エチレン、プロピレン等の重合性不飽和結合を分子内に１個有する化合物、ジビニルベンゼン等の重合性不飽和結合を分子内に２個以上有する化合物）を共重合単量体として含んでいてもよい。 The (meth) acrylic acid polymer is a polymer containing one or more monomer units derived from a monomer having one (meth) acryloyl group. The (meth) acrylic acid-based polymer is a compound having two or more (meth) acryloyl groups, a polymerizable compound not having a (meth) acryloyl group (for example, acrylonitrile, As a comonomer, a compound having one polymerizable unsaturated bond such as styrene, vinyl acetate, ethylene or propylene, or a compound having two or more polymerizable unsaturated bonds such as divinylbenzene in the molecule) May be included.
　（メタ）アクリル酸系ポリマーを構成する単量体の具体例としては、（メタ）アクリル酸；（メタ）アクリル酸アミド；メチル（メタ）アクリレート、エチル（メタ）アクリレート、ｎ－ブチル（メタ）アクリレート、イソブチル（メタ）アクリレート、ｔｅｒｔ－ブチル（メタ）アクリレート、２－エチルヘキシル（メタ）アクリレート、イソデシル（メタ）アクリレート、ｎ－ラウリル（メタ）アクリレート、ステアリル（メタ）アクリレート等のアルキル（メタ）アクリレート；ベンジル（メタ）アクリレート、フェノキシエチル（メタ）アクリレート等の芳香環を有する（メタ）アクリレート；ブトキシエチレングリコール（メタ）アクリレート、ブトキシジエチレングリコール（メタ）アクリレート、メトキシトリエチレングリコール（メタ）アクリレート等のアルコキシ基を有する（メタ）アクリレート；シクロヘキシル（メタ）アクリレート、テトラヒドロフルフリル（メタ）アクリレート、イソボルニル（メタ）アクリレート、ジシクロペンタニル（メタ）アクリレート等の脂環式基を有する（メタ）アクリレート；２－ヒドロキシエチル（メタ）アクリレート、３－ヒドロキシプロピル（メタ）アクリレート、４－ヒドロキシブチル（メタ）アクリレート等の水酸基を有する（メタ）アクリレート；テトラエチレングリコールモノメチルエーテル（メタ）アクリレート、ヘキサエチレングリコールモノメチルエーテル（メタ）アクリレート、オクタエチレングリコールモノメチルエーテル（メタ）アクリレート、ノナエチレングリコールメチルエーテル（メタ）アクリレート等のポリエチレングリコールモノメチルエーテル（メタ）アクリレート；ヘプタプロピレングリコールモノメチルエーテル（メタ）アクリレート等のポリプロピレングリコールモノメチルエーテル（メタ）アクリレート；テトラエチレングリコールエチルエーテル（メタ）アクリレート等のポリエチレングリコールエチルエーテル（メタ）アクリレート；テトラエチレングリコールモノ（メタ）アクリレート、ヘキサエチレングリコールモノ（メタ）アクリレート、オクタプロピレングリコールモノ（メタ）アクリレート、（メタ）アクリロイル基を有するポリエステルオリゴマー、（メタ）アクリロイル基を有するウレタン重合体、ポリエチレングリコールモノ（メタ）アクリレート、ポリエチレングリコールジ（メタ）アクリレート、ポリプロピレングリコールモノ（メタ）アクリレート、ポリプロピレングリコールジ（メタ）アクリレート、（メタ）アクリロイル基を有するブタジエン重合体、（メタ）アクリロイル基を有するイソプレン重合体等が挙げられる。（メタ）アクリル酸系ポリマーは、これら単量体を単量体単位として含む単独重合体又は共重合体であってもよい。（メタ）アクリル酸系ポリマーは、（メタ）アクリロイル基を１個有する単官能単量体を単量体単位として含む単独重合体又は共重合体であってもよい。（メタ）アクリル酸系ポリマーは、アルキル基を有する（メタ）アクリレートを単量体単位として含んでいてもよいし、炭素数４～１８のアルキル基を有する（メタ）アクリレートを単量体単位として含んでいてもよい。 Specific examples of the monomer constituting the (meth) acrylic acid polymer include (meth) acrylic acid; (meth) acrylic acid amide; methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) Alkyl (meth) acrylates such as acrylate, isobutyl (meth) acrylate, tert-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isodecyl (meth) acrylate, n-lauryl (meth) acrylate, stearyl (meth) acrylate, etc. ; (Meth) acrylates having aromatic rings such as benzyl (meth) acrylate and phenoxyethyl (meth) acrylate; butoxyethylene glycol (meth) acrylate, butoxydiethylene glycol (meth) acrylate, methoxytriethylene glycol (Meth) acrylates having an alkoxy group such as acryl (meth) acrylate; cycloaliphatic such as cyclohexyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, isobornyl (meth) acrylate, dicyclopentanyl (meth) acrylate (Meth) acrylate having a group; (meth) acrylate having a hydroxyl group such as 2-hydroxyethyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate; tetraethylene glycol monomethyl ether ( (Meth) acrylate, hexaethylene glycol monomethyl ether (meth) acrylate, octaethylene glycol monomethyl ether (meth) acrylate, nonaethylene glycol methyl ether (meta) Polyethylene glycol monomethyl ether (meth) acrylate such as acrylate; Polypropylene glycol monomethyl ether (meth) acrylate such as heptapropylene glycol monomethyl ether (meth) acrylate; Polyethylene glycol ethyl ether (meth) such as tetraethylene glycol ethyl ether (meth) acrylate Acrylate; tetraethylene glycol mono (meth) acrylate, hexaethylene glycol mono (meth) acrylate, octapropylene glycol mono (meth) acrylate, polyester oligomer having (meth) acryloyl group, urethane polymer having (meth) acryloyl group, Polyethylene glycol mono (meth) acrylate, polyethylene glycol di (meth) acrylate Examples thereof include relate, polypropylene glycol mono (meth) acrylate, polypropylene glycol di (meth) acrylate, butadiene polymer having a (meth) acryloyl group, isoprene polymer having a (meth) acryloyl group. The (meth) acrylic acid polymer may be a homopolymer or copolymer containing these monomers as monomer units. The (meth) acrylic acid polymer may be a homopolymer or a copolymer containing a monofunctional monomer having one (meth) acryloyl group as a monomer unit. The (meth) acrylic acid polymer may contain a (meth) acrylate having an alkyl group as a monomer unit, or a (meth) acrylate having an alkyl group having 4 to 18 carbon atoms as a monomer unit. May be included.
　（メタ）アクリル酸系ポリマー１分子中当たりの、単量体単位として含まれるアルキル基を有する（メタ）アクリレートの割合は、（メタ）アクリル酸系ポリマーの質量に対して、５質量％以上、１０質量％以上であってもよく、９５質量％以下、９０質量％以下であってもよい。アルキル基を有する（メタ）アクリレートの割合が上記範囲内であると、硬化後の硬化性樹脂層（遮光層）のガラス、プラスチック、偏光板、ポリカーボネート等の被着体への密着性が向上する傾向がある。 The proportion of the (meth) acrylate having an alkyl group contained as a monomer unit per molecule of the (meth) acrylic acid polymer is 5% by mass or more based on the mass of the (meth) acrylic acid polymer. 10 mass% or more may be sufficient, and 95 mass% or less and 90 mass% or less may be sufficient. When the proportion of the alkyl group-containing (meth) acrylate is within the above range, the adhesion of the cured curable resin layer (light-shielding layer) to an adherend such as glass, plastic, polarizing plate or polycarbonate is improved. Tend.
　（メタ）アクリル酸系ポリマーは、プラスチックなどの基材との感圧接着性が向上する観点から、水酸基、モルホリノ基、アミノ基、カルボキシル基、シアノ基、カルボニル基、ニトロ基等の極性基を有する（メタ）アクリレートを単量体単位として含む共重合体であってもよい。 The (meth) acrylic acid polymer has a polar group such as a hydroxyl group, a morpholino group, an amino group, a carboxyl group, a cyano group, a carbonyl group, or a nitro group from the viewpoint of improving the pressure-sensitive adhesiveness with a base material such as plastic. It may be a copolymer containing the (meth) acrylate as a monomer unit.
　（メタ）アクリル酸系ポリマー（オリゴマー）の重量平均分子量は、１×１０４～１×１０７であってもよい。重量平均分子量を上記範囲内であると、高温（例えば、８０℃以上）、高湿（例えば、９０％以上）の環境下で、基材などに剥離の発生しない感圧接着力を特に容易に得ることができる。また、塗布に適した粘度を有し、加工性が良好な硬化性樹脂組成物が得られ易い。 The weight average molecular weight of the (meth) acrylic acid polymer (oligomer) may be 1 × 10 4 to 1 × 10 7 . When the weight average molecular weight is within the above range, it is particularly easy to obtain a pressure-sensitive adhesive force that does not cause peeling on a substrate or the like under a high temperature (for example, 80 ° C. or higher) and high humidity (for example, 90% or higher) environment. be able to. Moreover, it is easy to obtain a curable resin composition having a viscosity suitable for coating and good workability.
　（メタ）アクリル酸系ポリマーは、溶液重合、乳化重合、懸濁重合、塊状重合等の既知の重合方法を用いて調製することができる。 (Meth) acrylic acid polymer can be prepared using a known polymerization method such as solution polymerization, emulsion polymerization, suspension polymerization, bulk polymerization and the like.
　これらの重合方法における重合開始剤としては、熱によりラジカルを発生する化合物を用いてもよい。その具体例としては、過酸化ベンゾイル、ｔｅｒｔ－ブチルパーベンゾエイト、クメンヒドロパーオキシド、ジイソプロピルパーオキシジカーボネート、ジ－ｎ－プロピルパーオキシジカーボネート、ジ（２－エトキシエチル）パーオキシジカーボネート、ｔｅｒｔ－ブチルパーオキシネオデカノエート、ｔ－ブチルパーオキシピバレート、（３，５，５－トリメチルヘキサノイル）パーオキシド、ジプロピオニルパーオキシド、ジアセチルパーオキシド、ジドデシルパーオキシド等の有機過酸化物；２，２’－アゾビスイソブチロニトリル、２，２’－アゾビス（２－メチルブチロニトリル）、１，１’－アゾビス（シクロヘキサン－１－カルボニトリル）、２．２’－アゾビス（２，４－ジメチルバレロニトリル）、２，２’－アゾビス（２，４－ジメチル－４－メトキシバレロニトリル）、ジメチル２，２’－アゾビス（２－メチルプロピオネート）、４，４’―アゾビス（４－シアノバレリック酸）、２，２’－アゾビス（２－ヒドロキシメチルプロピオニトリル）、２，２’－アゾビス［２－（イミダゾリン－２－イル）プロパン］等のアゾ系化合物が挙げられる。 As a polymerization initiator in these polymerization methods, a compound that generates a radical by heat may be used. Specific examples thereof include benzoyl peroxide, tert-butyl perbenzoate, cumene hydroperoxide, diisopropyl peroxydicarbonate, di-n-propyl peroxydicarbonate, di (2-ethoxyethyl) peroxydicarbonate, Organic peroxides such as tert-butylperoxyneodecanoate, t-butylperoxypivalate, (3,5,5-trimethylhexanoyl) peroxide, dipropionyl peroxide, diacetyl peroxide, didodecyl peroxide 2,2′-azobisisobutyronitrile, 2,2′-azobis (2-methylbutyronitrile), 1,1′-azobis (cyclohexane-1-carbonitrile), 2.2′-azobis ( 2,4-dimethylvaleronitrile), 2,2'-azobis 2,4-dimethyl-4-methoxyvaleronitrile), dimethyl 2,2'-azobis (2-methylpropionate), 4,4'-azobis (4-cyanovaleric acid), 2,2'-azobis Examples include azo compounds such as (2-hydroxymethylpropionitrile) and 2,2′-azobis [2- (imidazolin-2-yl) propane].
　（Ｆ）成分の含有量は、硬化性樹脂組成物の総量に対して、１質量％以上、５質量％以上、１０質量％以上であってもよく、９０質量％以下、８０質量％以下、７０質量％以下であってもよい。ポリマーの含有量が上記範囲内であると、塗布に適した粘度を有し加工性が良好な硬化性樹脂組成物が得られ易い。また、光照射後の硬化樹脂層のガラス、プラスチック、偏光板、ポリカーボネート等の被着体への感圧接着性が特に良好となる傾向がある。 The content of the component (F) may be 1% by mass or more, 5% by mass or more, 10% by mass or more, 90% by mass or less, 80% by mass or less, based on the total amount of the curable resin composition. It may be 70% by mass or less. When the content of the polymer is within the above range, a curable resin composition having a viscosity suitable for coating and good workability is easily obtained. Moreover, the pressure-sensitive adhesiveness to the adherend such as glass, plastic, polarizing plate and polycarbonate of the cured resin layer after light irradiation tends to be particularly good.
　硬化性樹脂組成物は、ポリマーに代えて、又は、ポリマーとともに、１，２－ヒドロキシステアリン酸等のゲル化剤、チキソトロピック剤を含有してもよい。 The curable resin composition may contain a gelling agent such as 1,2-hydroxystearic acid or a thixotropic agent instead of or together with the polymer.
　硬化性樹脂組成物は、必要に応じて、その他の添加剤を更に含有してもよい。その他の添加剤としては、例えば、シランカップリング剤等の接着改善剤、熱重合開始剤、酸化防止剤、連鎖移動剤、安定剤、光増感剤が挙げられる。 The curable resin composition may further contain other additives as necessary. Examples of other additives include adhesion improving agents such as silane coupling agents, thermal polymerization initiators, antioxidants, chain transfer agents, stabilizers, and photosensitizers.
　硬化性樹脂組成物は、耐湿熱信頼性の観点、及び硬化物中の気泡発生を抑制する観点から、実質的に有機溶媒を含有しなくてもよい。本明細書において「有機溶媒」とは、ラジカル重合性基を有さず、２５℃において液状であり、かつ、大気圧における沸点が２５０℃以下の有機化合物を意味する。本明細書において「実質的に有機溶媒を含有しない」とは、意図的に添加された有機溶媒を含有しないという意味であり、硬化性樹脂組成物中には微量の有機溶媒が存在する態様を排除しない。具体的には、硬化性樹脂組成物中の有機溶媒の含有量が、硬化性樹脂組成物の総量に対して、１．０×１０３ｐｐｍ以下、５．０×１０２ｐｐｍ以下、又は１．０×１０２ｐｐｍ以下であってもよい。硬化性樹脂組成物が有機溶媒を全く含有しなくてもよい。 The curable resin composition may not substantially contain an organic solvent from the viewpoint of moisture and heat resistance reliability and from the viewpoint of suppressing the generation of bubbles in the cured product. In the present specification, the “organic solvent” means an organic compound that does not have a radical polymerizable group, is liquid at 25 ° C., and has a boiling point of 250 ° C. or less at atmospheric pressure. In the present specification, “substantially free of an organic solvent” means that it does not contain an intentionally added organic solvent, and an embodiment in which a trace amount of an organic solvent is present in the curable resin composition. Do not exclude. Specifically, the content of the organic solvent in the curable resin composition is 1.0 × 10 3 ppm or less, 5.0 × 10 2 ppm or less, or 1 with respect to the total amount of the curable resin composition. It may be 0.0 × 10 2 ppm or less. The curable resin composition may not contain any organic solvent.
　硬化性樹脂組成物の２５℃～７０℃のうち少なくとも一部の範囲の温度における粘度は、加工性の観点から、１０ｍＰａ・ｓ以上、４．０×１０２ｍＰａ・ｓ以上、５．０×１０２ｍＰａ・ｓ以上、１．０×１０３ｍＰａ・ｓ以上、２．０×１０３ｍＰａ・ｓ以上、又は３．０×１０３ｍＰａ・ｓ以上であってもよく、５．０×１０４ｍＰａ・ｓ以下、２．０×１０４ｍＰａ・ｓ以下、１．５×１０４ｍＰａ・ｓ以下、１．２５×１０４ｍＰａ・ｓ以下、又は１．０×１０４ｍＰａ・ｓ以下であってもよい。２５℃における粘度は、ＪＩＳ　Ｚ　８８０３に基づいて測定した値であり、具体的には、Ｂ型粘度計（例えば、東機産業（株）製、ＢＬ２）を用いて測定した値である。Ｂ型粘度計の校正は、ＪＩＳ　Ｚ　８８０９－ＪＳ１４０００に基づいて行うことができる。２５℃を超える温度における粘度は、２５℃における粘度の測定方法に準じて測定することができる。 From the viewpoint of workability, the viscosity of the curable resin composition at a temperature in at least a part of the range of 25 ° C. to 70 ° C. is 10 mPa · s or more, 4.0 × 10 2 mPa · s or more, 5.0 × It may be 10 2 mPa · s or more, 1.0 × 10 3 mPa · s or more, 2.0 × 10 3 mPa · s or more, or 3.0 × 10 3 mPa · s or more, 5.0 × 10 4 mPa · s or less, 2.0 × 10 4 mPa · s or less, 1.5 × 10 4 mPa · s or less, 1.25 × 10 4 mPa · s or less, or 1.0 × 10 4 mPa · s It may be the following. The viscosity at 25 ° C. is a value measured based on JIS Z 8803, and specifically, a value measured using a B-type viscometer (for example, BL2 manufactured by Toki Sangyo Co., Ltd.). Calibration of the B-type viscometer can be performed based on JIS Z 8809-JS14000. The viscosity at a temperature exceeding 25 ° C. can be measured according to the method for measuring the viscosity at 25 ° C.
　硬化性樹脂組成物は、活性エネルギー線が照射されると感圧接着性を発現することができる。 The curable resin composition can exhibit pressure-sensitive adhesiveness when irradiated with active energy rays.
　硬化性樹脂組成物は、感圧性接着力が１０Ｎ／ｃｍ２以上であることが好ましく、２０Ｎ／ｃｍ２以上であることがより好ましく、４０Ｎ／ｃｍ２以上であることが更に好ましい。感圧性接着力の測定は、下記の方法及び条件で行われる。 The curable resin composition preferably has a pressure-sensitive adhesive strength of 10 N / cm 2 or more, more preferably 20 N / cm 2 or more, and further preferably 40 N / cm 2 or more. The pressure-sensitive adhesive force is measured by the following method and conditions.
（感圧性接着力の測定方法）
　幅２５ｍｍ、長さ７５ｍｍ、厚み１ｍｍの第１のガラス基材上に硬化性樹脂組成物を塗布して、幅０．６ｍｍ、長さ２５ｍｍ、膜厚５０μｍの硬化性樹脂層を硬化性樹脂層の長さ方向が第１のガラス基材の長辺と直交するように設け、硬化性樹脂層に、照射強度３０００ｍＷ／ｃｍ２で総照射量が５０００ｍＪ／ｃｍ２になるように波長３６５ｎｍの光を照射し、光照射から１分間以内の硬化性樹脂層上に幅２５ｍｍ、長さ７５ｍｍ、厚み１ｍｍの第２のガラス基材を、第１のガラス基材の長辺と第２のガラス基材の長辺とが鉛直方向から見て揃うように配置し、１Ｎの荷重を１０秒間かけて貼り合わせて測定サンプルを得る（図１）。貼り合わせから１時間以内に、測定サンプルの第１のガラス基材及び第２のガラス基材を互いに反対の長辺方向に引き剥がしたときの試験力を測定し、この試験力を、硬化性樹脂層と第２のガラス基材との接触面積で割った値を感圧性接着力とする。なお、図１中、１０１は第１のガラス基材を示し、１０２は第２のガラス基材を示し、１０３は硬化性樹脂層を示し、Ｄは引き剥がす方向を示す。 (Measurement method of pressure-sensitive adhesive force)
A curable resin composition is applied onto a first glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm, and a curable resin layer having a width of 0.6 mm, a length of 25 mm, and a film thickness of 50 μm is applied to the curable resin layer. length direction arranged so as to be perpendicular to the long side of the first glass substrate, the curable resin layer, irradiation intensity 3000 mW / total dose in cm 2 of wavelength 365nm to be 5000 mJ / cm 2 light The second glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm on the curable resin layer within 1 minute from the light irradiation, the long side of the first glass substrate and the second glass substrate It arrange | positions so that it may align with the long side of a material seeing from a perpendicular direction, and a 1N load is bonded over 10 second, and a measurement sample is obtained (FIG. 1). Within one hour after bonding, the test force when the first glass substrate and the second glass substrate of the measurement sample are peeled in the opposite long side directions is measured, and this test force is set to be curable. The value divided by the contact area between the resin layer and the second glass substrate is defined as the pressure-sensitive adhesive force. In FIG. 1, 101 indicates a first glass substrate, 102 indicates a second glass substrate, 103 indicates a curable resin layer, and D indicates a peeling direction.
　また、樹脂の濡れ性の観点から、硬化性樹脂組成物は、形成される硬化性樹脂層の貼合後のアスペクト比が高くなるような樹脂特性を有することが好ましい。具体的なアスペクト比の値としては、０．４以上であることが好ましく、０．６以上であることがより好ましく、０．８以上であることが更に好ましい。アスペクト比が０．４以上であると、濡れ性が確保されやすくなり、部材に対する接着性が得られやすくなる。なお、アスペクト比の値の測定は、下記の方法及び条件で行われる。 In addition, from the viewpoint of the wettability of the resin, the curable resin composition preferably has a resin characteristic such that the aspect ratio after bonding of the curable resin layer to be formed is high. A specific aspect ratio value is preferably 0.4 or more, more preferably 0.6 or more, and still more preferably 0.8 or more. When the aspect ratio is 0.4 or more, wettability is easily secured, and adhesion to the member is easily obtained. The aspect ratio value is measured by the following method and conditions.
（アスペクト比の測定方法）
　幅２５ｍｍ、長さ７５ｍｍ、厚み１ｍｍの第１のガラス基材上に硬化性樹脂組成物を塗布して、幅０．６ｍｍ、長さ２５ｍｍ、膜厚５０μｍの硬化性樹脂層を硬化性樹脂層の長さ方向が第１のガラス基材の長辺と直交するように設け、硬化性樹脂層に、照射強度３０００ｍＷ／ｃｍ２で総照射量が５０００ｍＪ／ｃｍ２になるように波長３６５ｎｍの光を照射し、光照射から１分間以内の硬化性樹脂層上に幅２５ｍｍ、長さ７５ｍｍ、厚み１ｍｍの第２のガラス基材を、第１のガラス基材の長辺と第２のガラス基材の長辺とが鉛直方向から見て揃うように配置し、１Ｎの荷重を１０秒間かけて貼り合わせて測定サンプルを得る（図２の（ａ）及び（ｂ））。測定サンプルにおける第２のガラス基材と接触している硬化性樹脂層の幅をＢ（単位：ｍｍ）としたときに、Ｂ／０．６をアスペクト比とする。なお、図２中、１０４は第１のガラス基材を示し、１０６は第２のガラス基材を示し、１０５は硬化性樹脂層を示し、Ａは０．６（硬化性樹脂層の幅）を示す。 (Aspect ratio measurement method)
A curable resin composition is applied onto a first glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm, and a curable resin layer having a width of 0.6 mm, a length of 25 mm, and a film thickness of 50 μm is applied to the curable resin layer. length direction arranged so as to be perpendicular to the long side of the first glass substrate, the curable resin layer, irradiation intensity 3000 mW / total dose in cm 2 of wavelength 365nm to be 5000 mJ / cm 2 light The second glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm on the curable resin layer within 1 minute from the light irradiation, the long side of the first glass substrate and the second glass substrate It arrange | positions so that it may align with the long side of a material seeing from a perpendicular direction, and a 1N load is bonded over 10 second, and a measurement sample is obtained ((a) and (b) of FIG. 2). When the width of the curable resin layer in contact with the second glass substrate in the measurement sample is B (unit: mm), B / 0.6 is the aspect ratio. In FIG. 2, reference numeral 104 denotes a first glass substrate, 106 denotes a second glass substrate, 105 denotes a curable resin layer, and A denotes 0.6 (width of the curable resin layer). Indicates.
　本実施形態の硬化性樹脂組成物は、画像表示装置を製造するにあたり、画像表示部とフレーム部の間からの光漏れを抑制する遮光性を有し、かつ狭小な領域であっても効率的に形成できる遮光層を形成するために用いることができる。 The curable resin composition of the present embodiment has a light shielding property that suppresses light leakage from between the image display unit and the frame unit and is efficient even in a narrow region in manufacturing an image display device. It can be used to form a light-shielding layer that can be formed on the substrate.
　次に、硬化性樹脂組成物から形成される遮光層を備える画像表示装置及びその製造方法について説明する。 Next, an image display device including a light-shielding layer formed from a curable resin composition and a manufacturing method thereof will be described.
　図３は、画像表示装置の一実施形態を示す断面図である。図３に示す画像表示装置１００は、画像表示面４１Ｓを有する液晶パネル４１、カバー部材２０、及び光透過性感圧接着層４２から構成される画像表示部１と、液晶パネル４１に光を供給するバックライト部４３と、画像表示部１を支持するとともに液晶パネル４１及びバックライト部４３を収容するフレーム部５と、フレーム部５と画像表示部１との間に形成された遮光層３とを備える。カバー部材２０は、画像表示面４１Ｓと対向する光透過部２５を有するカバーガラス２１と、カバーガラス２１の画像表示面４１Ｓ側の主面の周縁部上に設けられた額縁部２２とを有する。光透過性感圧接着層４２は、液晶パネル４１とカバー部材２０との間に介在しながら、これらを接合している。光透過性感圧接着層４２は、一般に、ＯＣＡ（Ｏｐｔｉｃａｌ　ｃｌｅａｒ　ａｄｈｅｓｉｖｅ）と称されることがある。バックライト部４３は、光源４５と、光源４５の光を液晶パネル４１に供給するための光学シート部４６とを有する。 FIG. 3 is a cross-sectional view showing an embodiment of the image display device. The image display apparatus 100 shown in FIG. 3 supplies light to the liquid crystal panel 41 and the image display unit 1 including the liquid crystal panel 41 having the image display surface 41S, the cover member 20, and the light-transmitting pressure-sensitive adhesive layer 42. A backlight unit 43, a frame unit 5 that supports the image display unit 1 and accommodates the liquid crystal panel 41 and the backlight unit 43, and a light shielding layer 3 formed between the frame unit 5 and the image display unit 1. Prepare. The cover member 20 includes a cover glass 21 having a light transmission portion 25 facing the image display surface 41S, and a frame portion 22 provided on the peripheral portion of the main surface of the cover glass 21 on the image display surface 41S side. The light transmissive pressure sensitive adhesive layer 42 is bonded between the liquid crystal panel 41 and the cover member 20 while being interposed. The light-transmissive pressure-sensitive adhesive layer 42 is generally sometimes referred to as OCA (Optical clear adhesive). The backlight unit 43 includes a light source 45 and an optical sheet unit 46 for supplying light from the light source 45 to the liquid crystal panel 41.
　フレーム部５は、液晶パネル４１及びバックライト部４３の周囲に設けられた樹脂フレーム５１と、樹脂フレーム５１の外側でバックライト部４３を収容するバックライトフレーム５２と、バックライトフレーム５２を収容する筐体フレーム５３とを有する。樹脂フレーム５１は、遮光層３を介在させながら液晶パネル４１の周縁部及びカバー部材２０の額縁部２２と接着することにより、画像表示部１を支持している。バックライトフレーム５２は、遮光層３を介在させながら額縁部２２と接着することにより、画像表示部１を支持している。筐体フレーム５３は、遮光層３を介在させながら額縁部２２と接着することにより、画像表示部１を支持している。 The frame unit 5 includes a resin frame 51 provided around the liquid crystal panel 41 and the backlight unit 43, a backlight frame 52 that houses the backlight unit 43 outside the resin frame 51, and a backlight frame 52. And a housing frame 53. The resin frame 51 supports the image display unit 1 by adhering to the peripheral portion of the liquid crystal panel 41 and the frame portion 22 of the cover member 20 with the light shielding layer 3 interposed therebetween. The backlight frame 52 supports the image display unit 1 by adhering to the frame unit 22 with the light shielding layer 3 interposed therebetween. The housing frame 53 supports the image display unit 1 by adhering to the frame unit 22 with the light shielding layer 3 interposed.
　図３の画像表示装置１００は、４つの遮光層３を有しており、それらはそれぞれ液晶パネル４１又はカバー部材２０（額縁部２２）とフレーム部５との間に設けられている。遮光層３は、バックライト部４３からの光漏れが実質的に視認不能となる程度の光透過性を有することができる。具体的には、遮光層３の４００～７００ｎｍでの平均光透過率が、１０％未満であってもよい。この平均光透過率は、例えば、遮光層３の厚み方向に光を照射する条件で測定される値であってもよい。 3 has four light shielding layers 3, which are provided between the liquid crystal panel 41 or the cover member 20 (frame portion 22) and the frame portion 5, respectively. The light shielding layer 3 can have such a light transmittance that light leakage from the backlight unit 43 is substantially invisible. Specifically, the average light transmittance at 400 to 700 nm of the light shielding layer 3 may be less than 10%. This average light transmittance may be, for example, a value measured under the condition of irradiating light in the thickness direction of the light shielding layer 3.
　遮光層３は、バックライト部４３の周囲を完全に囲む閉じた枠状体を形成していてもよいし、光漏れが十分に抑制できる範囲で、バックライト部４３の周囲の一部を囲む開いた枠状体を形成していてもよい。樹脂フレーム５１、バックライトフレーム５２及び筐体フレーム５３から選ばれる少なくとも１つと、画像表示部１との間の遮光層３を、後述するように、硬化性樹脂組成物の塗布と活性エネルギー線の照射を含む方法により形成することができる。画像表示装置が有する遮光層の一部が、感圧接着テープによって形成されていてもよい。 The light-shielding layer 3 may form a closed frame-like body that completely surrounds the periphery of the backlight unit 43, and surrounds a part of the periphery of the backlight unit 43 as long as light leakage can be sufficiently suppressed. An open frame-like body may be formed. As will be described later, the light shielding layer 3 between at least one selected from the resin frame 51, the backlight frame 52, and the housing frame 53 and the image display unit 1 is coated with a curable resin composition and active energy rays. It can be formed by a method including irradiation. A part of the light shielding layer of the image display device may be formed of a pressure sensitive adhesive tape.
　それぞれの遮光層３の、遮光層３が延在する方向に対して垂直な方向における幅Ｗが、０．５ｍｍ以下であってもよい。幅Ｗが狭いと、より狭い額縁部を有し意匠性の優れた画像表示装置を得ることができる。幅Ｗの下限は特に制限されないが、０．２ｍｍ程度であってもよい。 The width W of each light shielding layer 3 in a direction perpendicular to the direction in which the light shielding layer 3 extends may be 0.5 mm or less. When the width W is narrow, an image display device having a narrower frame portion and excellent design can be obtained. The lower limit of the width W is not particularly limited, but may be about 0.2 mm.
　画像表示部１及びフレーム部５を構成する各部材は、画像表示装置の分野において通常採用されているものから適宜選択することができる。バックライト部４３の光学シート部４６は、一般的に、レンズシート、拡散シート、導光板、反射シート等を含む。光学シート類画像表示装置の構成は図３の構成に限られるものではなく、フレームの数及び形状、遮光層が設けられる部位などは、適宜変更することができる。例えば、額縁部２２が設けられず、カバーガラス２１の周縁部とフレーム部５とが遮光層３を介在させながら接着されていてもよい。 The members constituting the image display unit 1 and the frame unit 5 can be appropriately selected from those normally employed in the field of image display devices. The optical sheet unit 46 of the backlight unit 43 generally includes a lens sheet, a diffusion sheet, a light guide plate, a reflection sheet, and the like. The configuration of the optical sheet image display device is not limited to the configuration of FIG. 3, and the number and shape of the frames, the portion where the light shielding layer is provided, and the like can be changed as appropriate. For example, the frame portion 22 may not be provided, and the peripheral portion of the cover glass 21 and the frame portion 5 may be bonded with the light shielding layer 3 interposed.
　図４及び図５は、画像表示装置を製造する方法の一実施形態を示す斜視図である。図４及び図５に示す方法は、画像表示部１（例えばカバー部材）の所定の部分（背面側の主面の周縁部）に、硬化性樹脂組成物を塗布して、枠状の硬化性樹脂層３Ａを形成させる工程（図４）と、硬化性樹脂層３Ａに対して活性エネルギー線ｈνを照射することにより、硬化性樹脂層３Ａの硬化反応を進行させる工程（図４の（ｂ））と、硬化反応が進行した硬化性樹脂層３Ａを介在させながら画像表示部１とフレーム部５とを貼り合わせる工程（図５）と、をこの順に備える。硬化性樹脂層３Ａ中で硬化反応が進行することにより、遮光層３が形成される。 4 and 5 are perspective views showing an embodiment of a method for manufacturing an image display device. The method shown in FIGS. 4 and 5 applies a curable resin composition to a predetermined portion (periphery portion of the main surface on the back side) of the image display unit 1 (for example, a cover member) to form a frame-like curable property. A step of forming the resin layer 3A (FIG. 4) and a step of proceeding the curing reaction of the curable resin layer 3A by irradiating the curable resin layer 3A with the active energy ray hν (FIG. 4B). ) And a step of attaching the image display unit 1 and the frame unit 5 (FIG. 5) in this order with the curable resin layer 3A having undergone a curing reaction interposed therebetween. The light shielding layer 3 is formed by the progress of the curing reaction in the curable resin layer 3A.
　図６及び図７も、画像表示装置を製造する方法の一実施形態を示す斜視図である。この方法の場合、硬化性樹脂組成物をフレーム部５に塗布して枠状の硬化性樹脂層３Ａが形成される。その他の点は図４及び図５の方法と同様である。 6 and 7 are also perspective views showing an embodiment of a method for manufacturing an image display device. In the case of this method, the frame-shaped curable resin layer 3A is formed by applying the curable resin composition to the frame portion 5. The other points are the same as the method of FIGS.
　以下、図３の画像表示装置１００を製造する方法の実施形態を、図４及び図５の方法を例としてより詳細に説明する。 Hereinafter, an embodiment of a method for manufacturing the image display device 100 of FIG. 3 will be described in more detail by taking the method of FIGS.
工程（Ｉ）（塗工工程）
　図４に示すように、画像表示部１の主面の周縁部に、上述した本実施形態の硬化性樹脂組成物を塗布し、枠状の硬化性樹脂層３Ａを形成する。塗布の手段を調整することにより、狭小な領域に効率的に硬化性樹脂層を形成することができる。例えば、液状の硬化性樹脂組成物を開口から吐出させる方法により、硬化性樹脂組成物を効率的且つ高い精度で塗布することができる。 Process (I) (Coating process)
As shown in FIG. 4, the curable resin composition of this embodiment mentioned above is apply | coated to the peripheral part of the main surface of the image display part 1, and 3A of frame-shaped curable resin layers are formed. By adjusting the application means, a curable resin layer can be efficiently formed in a narrow region. For example, the curable resin composition can be applied efficiently and with high accuracy by a method of discharging a liquid curable resin composition from the opening.
工程（ＩＩ）（活性エネルギー線照射工程）
　その後、硬化性樹脂層３Ａに活性エネルギー線ｈνを照射して、硬化性樹脂層３Ａの硬化反応を進行させる。硬化性樹脂層３Ａでは、活性エネルギー線の照射の直後に、主としてラジカル重合反応による硬化反応が進行する。この硬化反応の進行により、硬化性樹脂層３Ａに適切な感圧接着性を付与することができる。硬化性樹脂層３Ａに含まれる光酸発生剤は、通常、活性エネルギー線の作用によって酸を発生させるが、酸に触媒されるカチオン反応は、ラジカル重合反応よりも相対的に遅い反応速度で進行する。したがって、活性エネルギー線の照射の段階で、硬化性樹脂層３Ａがラジカル重合反応によって半硬化するということもできる。 Process (II) (active energy ray irradiation process)
Thereafter, the active energy ray hν is irradiated to the curable resin layer 3A to advance the curing reaction of the curable resin layer 3A. In the curable resin layer 3 </ b> A, a curing reaction mainly by a radical polymerization reaction proceeds immediately after irradiation with active energy rays. Due to the progress of the curing reaction, appropriate pressure-sensitive adhesiveness can be imparted to the curable resin layer 3A. The photoacid generator contained in the curable resin layer 3A usually generates an acid by the action of active energy rays, but the cation reaction catalyzed by the acid proceeds at a relatively slower reaction rate than the radical polymerization reaction. To do. Therefore, it can be said that the curable resin layer 3A is semi-cured by radical polymerization reaction at the stage of irradiation with active energy rays.
工程（ＩＩＩ）（貼合工程）
　図５の（ａ）に示すように、活性エネルギー線が照射され、感圧接着性を有する硬化性樹脂層３Ａを介在させながら、画像表示部１と、フレーム部５とを貼り合わせる。必要により、硬化性樹脂層３Ａを加熱しながら画像表示部１と、フレーム部５とを貼り合わせてもよい。 Process (III) (bonding process)
As shown in FIG. 5 (a), the image display unit 1 and the frame unit 5 are bonded together with the curable resin layer 3A that is irradiated with active energy rays and has pressure-sensitive adhesiveness interposed therebetween. If necessary, the image display unit 1 and the frame unit 5 may be bonded together while heating the curable resin layer 3A.
　段差吸収性、感圧性接着力（粘着力）、及び接着力発現のための濡れ性をバランスさせる観点から、貼り合わせ時における硬化性樹脂層の２５℃における貯蔵弾性率が、１００００～５０００００Ｐａであることが好ましく、３００００～２５００００Ｐａであることがより好ましく、５００００～２０００００Ｐａであることが更に好ましい。 From the viewpoint of balancing step absorbability, pressure-sensitive adhesive strength (adhesive strength), and wettability for developing adhesive strength, the storage elastic modulus at 25 ° C. of the curable resin layer at the time of bonding is 10,000 to 500,000 Pa. It is preferably 30000-250,000 Pa, more preferably 50000-200000 Pa.
　貼合工程において、下記式で表されるアスペクト比が０．４以上となるように、画像表示部１とフレーム部５とを貼り合わせることが好ましい。下記アスペクト比は、０．６以上であることがより好ましく、０．８以上であることが更に好ましい。
アスペクト比＝Ｂ’／Ａ’
　式中、Ａ’は、画像表示部１に塗布された枠状の硬化性樹脂層３Ａの所定の部位における幅を示し、Ｂ’は、画像表示部１とフレーム部５とが貼り合わされた後の硬化性樹脂層３Ａの所定の部位におけるフレーム部５と接触している幅を示す。ここで、Ａ’及びＢ’は、図２に示したＡ及びＢと同様の位置における幅を示す。 In the bonding process, it is preferable to bond the image display unit 1 and the frame unit 5 so that the aspect ratio represented by the following formula is 0.4 or more. The following aspect ratio is more preferably 0.6 or more, and still more preferably 0.8 or more.
Aspect ratio = B '/ A'
In the formula, A ′ indicates the width of a predetermined part of the frame-shaped curable resin layer 3A applied to the image display unit 1, and B ′ is after the image display unit 1 and the frame unit 5 are bonded together. The width | variety which is contacting the flame | frame part 5 in the predetermined | prescribed site | part of 3 A of curable resin layers is shown. Here, A ′ and B ′ indicate widths at the same positions as A and B shown in FIG.
　Ａ’及びＢ’の幅は、例えば、所定の部位が、画像表示部１とフレーム部５との貼合前後の硬化性樹脂層３Ａを、硬化性樹脂層３Ａが延在する方向に対して垂直な同じ面で切断したときの切断面である場合、貼合前の硬化性樹脂層３Ａと画像表示部１とが接している線幅がＡ’、貼合後の硬化性樹脂層３Ａとフレーム部５とが接している線幅がＢ’である。なお、フレーム部５上に硬化性樹脂層３Ａを形成する場合には、上記切断面における貼合前の硬化性樹脂層３Ａとフレーム部５とが接している線幅がＡ’、貼合後の硬化性樹脂層３Ａと画像表示部１とが接している線幅がＢ’である。 The widths of A ′ and B ′ are, for example, that the predetermined part is a direction in which the curable resin layer 3A extends from the curable resin layer 3A before and after the image display unit 1 and the frame unit 5 are bonded to each other. When it is a cut surface when cut on the same vertical surface, the line width where the curable resin layer 3A before bonding and the image display unit 1 are in contact is A ′, the curable resin layer 3A after bonding, and The line width in contact with the frame portion 5 is B ′. In addition, when forming curable resin layer 3A on the frame part 5, the line width which the curable resin layer 3A before bonding in the said cut surface and the frame part 5 contact | connect is A ', and after bonding The line width where the curable resin layer 3A and the image display unit 1 are in contact is B ′.
　アスペクト比（Ｂ’／Ａ’）が上記範囲内であると、濡れ性が確保されやすくなり、画像表示部１又はフレーム部５に対する接着性が得られやすくなる。 When the aspect ratio (B ′ / A ′) is within the above range, wettability is easily secured, and adhesion to the image display unit 1 or the frame unit 5 is easily obtained.
工程（ＩＶ）（硬化工程）
　図５の（ｂ）に示すように、画像表示部１とフレーム部５とを有しこれらが貼り合わされた積層体の状態で、硬化性樹脂層３Ａの硬化反応を更に硬化させてもよい。本明細書において、貼り合わせの後で進行する硬化反応のことを「遅延硬化」ということがある。遅延硬化は、例えば、１０℃以上、１５℃以上、又は２０℃以上の環境下で１２時間以上かけて進行させることができる。遅延硬化を進行させるための環境の温度は、８０℃以下であってもよい。遅延硬化を進行させる間に、画像表示装置を更に加工する工程、及び／又は画像表示装置を検査する工程等の、他の必要な工程を行ってもよい。 Process (IV) (Curing process)
As shown in FIG. 5B, the curing reaction of the curable resin layer 3 </ b> A may be further cured in the state of a laminate having the image display unit 1 and the frame unit 5 and bonded together. In this specification, the curing reaction that proceeds after the bonding may be referred to as “delayed curing”. Delay hardening can be advanced over 12 hours in the environment of 10 degreeC or more, 15 degreeC or more, or 20 degreeC or more, for example. The temperature of the environment for causing delayed curing may be 80 ° C. or less. While the delayed curing is proceeding, other necessary steps such as a step of further processing the image display device and / or a step of inspecting the image display device may be performed.
　遅延硬化は、ラジカル重合であってもよいが、より典型的には、ラジカル重合よりも反応速度の遅いカチオン反応による硬化反応である。硬化性樹脂層３Ａに含まれる（Ｂ１）成分又は（Ｅ）成分が有する環状エーテル基のカチオン反応によって、遅延硬化が進行する。このカチオン反応は、光酸発生剤から発生した酸によって促進することができる。遅延硬化後の硬化性樹脂層３Ａ（すなわち、遮光層３）は、より高い接着力でカバー部材と画像表示部とを接着することができる。 The delayed curing may be radical polymerization, but more typically is a curing reaction by a cationic reaction having a slower reaction rate than radical polymerization. Delayed curing proceeds by the cationic reaction of the cyclic ether group of the component (B1) or component (E) contained in the curable resin layer 3A. This cationic reaction can be promoted by the acid generated from the photoacid generator. The curable resin layer 3A (that is, the light shielding layer 3) after delayed curing can bond the cover member and the image display unit with higher adhesive force.
　以下、実施例及び比較例を挙げて本発明をより具体的に説明する。ただし、本発明はこれらに限られるものではない。 Hereinafter, the present invention will be described more specifically with reference to examples and comparative examples. However, the present invention is not limited to these.
硬化性樹脂組成物の原料
（Ａ）光ラジカル重合開始剤
光ラジカル重合開始剤（塩基を発生させる光ラジカル重合開始剤）：
・ＩＲＧ－９０７（ＢＡＳＦジャパン株式会社製、ＩＲＧＡＣＵＲＥ－９０７、２－メチル－１－（４－メチルチオフェニル）－２－モルフォリノプロパン－１－オン）
（Ｂ）単量体成分
（Ｂ１）１個のラジカル重合性基と環状エーテル基とを有する化合物
・４ＨＢＡＧＥ（日本化成株式会社製、４ＨＢＡＧＥ、４－ヒドロキシブチルアクリレートグリシジルエーテル）
（Ｂ２）１個のラジカル重合性基を有する単官能単量体
・ＮＯＡＡ（大阪有機化学工業株式会社製、ＮＯＡＡ、ｎ－オクチルアクリレート）
・ＩＢＸＡ（共栄社化学株式会社製、ライトアクリレートＩＢ－ＸＡ、イソボルニルアクリレート）
・ＨＰＡ（大阪有機化学工業株式会社製、ＨＰＡ、ヒドロキシプロピルアクリレート）
（Ｃ）着色剤
・ｅｌｉｘａ　Ｂｌａｃｋ８５０（オリエント化学工業株式会社製、黒色染料）
（Ｄ）光酸発生剤
・ＣＰＩ－２１０Ｓ（サンアプロ株式会社製、ＣＰＩ－２１０Ｓ、トリアリールスルホニウム塩系光酸発生剤） Raw material of curable resin composition (A) Photoradical polymerization initiator Photoradical polymerization initiator (photoradical polymerization initiator that generates a base):
IRG-907 (manufactured by BASF Japan, IRGACURE-907, 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropan-1-one)
(B) Monomer component (B1) Compound having one radical polymerizable group and a cyclic ether group 4HBAGE (manufactured by Nippon Kasei Co., Ltd., 4HBAGE, 4-hydroxybutyl acrylate glycidyl ether)
(B2) Monofunctional monomer having one radical polymerizable group: NOAA (manufactured by Osaka Organic Chemical Industry Co., Ltd., NOAA, n-octyl acrylate)
・ IBXA (Kyoeisha Chemical Co., Ltd., light acrylate IB-XA, isobornyl acrylate)
・ HPA (Osaka Organic Chemical Co., Ltd., HPA, hydroxypropyl acrylate)
(C) Colorant / elexa Black850 (Orient Chemical Co., Ltd., black dye)
(D) Photoacid generator / CPI-210S (manufactured by Sun Apro Co., Ltd., CPI-210S, triarylsulfonium salt photoacid generator)
（Ｆ）ポリマー（オリゴマー）
　下記手順により、オリゴマー（２－エチルヘキシルアクリレートと２－ヒドロキシエチルアクリレートのコポリマー）を合成した。
　容器に２－エチルヘキシルアクリレート（９０．０ｇ）、２－ヒドロキシエチルアクリレート（１０．０ｇ）、メチルエチルケトン（３０．０ｇ）、及び酢酸エチル（１７０．０ｇ）を投入し、１００ｍＬ／分の流量で窒素置換しながら、常温（２５℃）から６５℃まで加熱した。６５℃に到達後、アゾビスイソブチロニトリル（０．３ｇ）を添加し、この温度を保ちながら８時間保温した。
　続いて、イソステアリルアクリレート（１００．０ｇ）を添加し、溶媒のメチルエチルケトン及び酢酸エチルを溜去することにより、２－エチルヘキシルアクリレートと２－ヒドロキシエチルアクリレートの共重合体（重量平均分子量６００，０００）のイソステアリルアクリレート溶液（加熱残分５０％）を得た。 (F) Polymer (oligomer)
An oligomer (a copolymer of 2-ethylhexyl acrylate and 2-hydroxyethyl acrylate) was synthesized by the following procedure.
Charge 2-ethylhexyl acrylate (90.0 g), 2-hydroxyethyl acrylate (10.0 g), methyl ethyl ketone (30.0 g), and ethyl acetate (170.0 g) into a container and purge with nitrogen at a flow rate of 100 mL / min. While heating, from normal temperature (25 ° C.) to 65 ° C. After reaching 65 ° C., azobisisobutyronitrile (0.3 g) was added, and kept at this temperature for 8 hours.
Subsequently, isostearyl acrylate (100.0 g) was added, and the solvent methyl ethyl ketone and ethyl acetate were distilled off, whereby a copolymer of 2-ethylhexyl acrylate and 2-hydroxyethyl acrylate (weight average molecular weight 600,000) was obtained. An isostearyl acrylate solution (heating residue 50%) was obtained.
硬化性樹脂組成物の調製
　各原料を表１に示す含有量で混合し、３０分間加熱しながら攪拌して、硬化性樹脂組成物を調製した。表１に示される各成分の含有量は、硬化性樹脂組成物の全質量を基準とした含有量（単位：質量％）である。 Preparation of curable resin composition Each raw material was mixed with the content shown in Table 1, and stirred for 30 minutes while heating to prepare a curable resin composition. Content of each component shown by Table 1 is content (unit: mass%) on the basis of the total mass of curable resin composition.
評価方法
１．接着力（初期、遅延硬化後）
　図８及び図９は、接着力の測定方法を示す模式図である。図８に示すように、２５ｃｍ×７５ｃｍ×０．１ｃｍの短冊状のガラスベース６０の中央の両端部に硬化性樹脂組成物を塗布して、ガラスベース６０上で対向する２個の硬化性樹脂層３Ａ（高さ０．０５ｍｍ、幅０．４～０．６ｍｍ、長さ３０ｍｍ～４０ｍｍ）を形成した。形成された硬化性樹脂層３Ａに対して、紫外線照射装置（アイグラフィックス（株）製、ＵＳ５－Ｘ０４０１、使用光源：アイグラフィックス（株）製、メタルハライドランプＭ０４－Ｌ４１）を用いて、照射強度４００ｍＷ／ｃｍ２で総照射量が２０００ｍＪ／ｃｍ２になるように紫外線を照射して、硬化性樹脂層３Ａの硬化反応を部分的に進行させた。照射出力は照度計（ウシオ電機株式会社製「ＵＩＴ－２５０」）にて測定した。 Evaluation method 1. Adhesive strength (initial, after delayed curing)
8 and 9 are schematic views showing a method for measuring the adhesive force. As shown in FIG. 8, two curable resins facing each other on the glass base 60 by applying a curable resin composition to both ends of the center of a strip-shaped glass base 60 of 25 cm × 75 cm × 0.1 cm. Layer 3A (height 0.05 mm, width 0.4 to 0.6 mm, length 30 to 40 mm) was formed. Irradiation to the formed curable resin layer 3A using an ultraviolet irradiation device (made by Eye Graphics Co., Ltd., US5-X0401, light source used: made by Eye Graphics Co., Ltd., metal halide lamp M04-L41) The curing reaction of the curable resin layer 3A was partially advanced by irradiating with ultraviolet rays so that the intensity was 400 mW / cm 2 and the total irradiation amount was 2000 mJ / cm 2 . The irradiation output was measured with an illuminance meter (“UIT-250” manufactured by USHIO INC.).
　次いで、図９に示すように、紫外線照射後の硬化性樹脂層３Ａを介在させながら、ガラスベース６０と短冊状の別のガラスベース６１（２５ｃｍ×７５ｃｍ×０．１ｃｍ）とを、ガラスベース６０の短辺とガラスベース６１の長辺が平行になる向きで、荷重５ｋｇｆを印加しながら貼り合わせた。 Next, as shown in FIG. 9, the glass base 60 and another strip-shaped glass base 61 (25 cm × 75 cm × 0.1 cm) are connected to the glass base 60 while interposing the curable resin layer 3 </ b> A after ultraviolet irradiation. In the direction in which the short side of the glass base 61 and the long side of the glass base 61 are parallel to each other, bonding was performed while applying a load of 5 kgf.
　得られたガラス接合体のガラスベース６１の両端部６１Ｅを、ガラスベース６１が地面に対して水平となり、ガラスベース６１の下側にガラスベース６０が位置する状態で固定した。その状態で、ガラスベース６０に鉛直方向下向き（矢印Ｆの方向）に荷重を加え、ガラスベース６０が剥離するまで荷重を増加させた。ガラスベース６０が剥離した時点の試験力（荷重）を測定し、この試験力を、硬化性樹脂層３Ａ（又は遮光層３）とガラスベース６１との接着面積で割った値を、接着力として記録した。 The both ends 61E of the glass base 61 of the obtained glass joined body were fixed in a state where the glass base 61 was horizontal with respect to the ground and the glass base 60 was positioned below the glass base 61. In that state, a load was applied vertically downward (in the direction of arrow F) to the glass base 60, and the load was increased until the glass base 60 was peeled off. The test force (load) at the time when the glass base 60 is peeled off is measured, and the value obtained by dividing the test force by the adhesion area between the curable resin layer 3A (or the light shielding layer 3) and the glass base 61 is defined as the adhesive force. Recorded.
　この方法により、ガラス接合体を得てから２時間以内に測定される初期接着力と、ガラス接合体を２５℃、５０％ＲＨの室内で４８時間静置した後に測定される遅延硬化後接着力とを測定した。 By this method, the initial adhesive strength measured within 2 hours after obtaining the glass joined body, and the delayed post-cured adhesive strength measured after leaving the glass joined body in a room at 25 ° C. and 50% RH for 48 hours. And measured.
２．遮光性
　板状のソーダガラス６２（フロートガラス、松浪ガラス製「ＭＩＣＲＯ　ＳＬＩＤＥ　ＧＬＡＳＳＳ９２１３」、サイズ７６×５２ｍｍ、厚さ１．２～１．５ｍｍ、照射光透過率９０％）を、アセトンを染み込ませた不織布（旭化成せんい株式会社製「ベンコット」）でよく拭き、これを試験用ガラス基材として用いた。図１０に示すように、ソーダガラス６２の一方の主面の四片に沿ってテープ（オカモト株式会社製「Ｎｏ．４０２布テープ」、幅５０ｍｍ）を貼り付け、枠状のガイド６５を形成した。 2. Light shielding property Plate-like soda glass 62 (float glass, Matsunami glass “MICRO SLIDE GLASSS 9213”, size 76 × 52 mm, thickness 1.2 to 1.5 mm, irradiation light transmittance 90%) was impregnated with acetone. It was wiped well with a non-woven fabric ("Bencot" manufactured by Asahi Kasei Fibers Co., Ltd.) and used as a glass substrate for testing. As shown in FIG. 10, a tape (“No. 402 cloth tape” manufactured by Okamoto Co., Ltd., width 50 mm) was attached along four pieces of one main surface of the soda glass 62 to form a frame-shaped guide 65. .
　次いで、ガイド６５の内側のソーダガラス６２の表面６２Ｓに硬化性樹脂組成物（１ｍＬ）を滴下し、ガラス棒で引き伸ばして、硬化性樹脂層を形成させた。形成された硬化性樹脂層に対して、紫外線照射装置（アイグラフィックス（株）製、ＵＳ５－Ｘ０４０１、使用光源：アイグラフィックス（株）製、メタルハライドランプＭ０４－Ｌ４１）を用いて、照射強度４００ｍＷ／ｃｍ２で総照射量が２０００ｍＪ／ｃｍ２になるように照射して、硬化性樹脂層の硬化反応を進行させた。照射出力は照度計（ウシオ電機株式会社製「ＵＩＴ－２５０」）にて測定した。光照射後の硬化性樹脂層の厚さは１５０μｍであった。 Next, a curable resin composition (1 mL) was dropped on the surface 62S of the soda glass 62 inside the guide 65 and stretched with a glass rod to form a curable resin layer. Irradiation intensity with respect to the formed curable resin layer using an ultraviolet irradiation device (Igraphics Co., Ltd., US5-X0401, use light source: Eyegraphics Co., Ltd., metal halide lamp M04-L41) total dose at 400 mW / cm 2 is irradiated such that the 2000 mJ / cm 2, was allowed to proceed a curing reaction of the curable resin layer. The irradiation output was measured with an illuminance meter (“UIT-250” manufactured by USHIO INC.). The thickness of the curable resin layer after light irradiation was 150 μm.
　光照射後の硬化性樹脂層の波長４００～７００ｎｍの光透過率を、可視紫外分光光度計（株式会社島津製作所製「ＵＶ－２４００ＰＣ」）を用いて測定した。４００～７００ｎｍでの平均光透過率に基づいて、遮光性を下記の基準で評価した。
　Ａ：４００～７００ｎｍでの平均光透過率が１０％未満
　Ｆ：４００～７００ｎｍでの平均光透過率が１０％以上 The light transmittance of the curable resin layer after light irradiation at a wavelength of 400 to 700 nm was measured using a visible ultraviolet spectrophotometer (“UV-2400PC” manufactured by Shimadzu Corporation). Based on the average light transmittance at 400 to 700 nm, the light shielding property was evaluated according to the following criteria.
A: Average light transmittance at 400 to 700 nm is less than 10% F: Average light transmittance at 400 to 700 nm is 10% or more
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000001
　表１は、各硬化性樹組成物に関する接着力及び遮光性の評価結果を示す。各実施例において、硬化性樹脂組成物を塗布する方法により、十分な遮光性を有する遮光層を、狭い領域に容易に形成できることが確認された。さらに、形成された遮光層は、高い接着力を発現した。 Table 1 shows the evaluation results of the adhesive strength and the light shielding property regarding each curable tree composition. In each Example, it was confirmed that a light shielding layer having sufficient light shielding properties can be easily formed in a narrow region by a method of applying a curable resin composition. Furthermore, the formed light shielding layer expressed high adhesive force.
　本発明によれば、画像表示装置を製造するにあたり、画像表示部とフレーム部の間からの光漏れを抑制する遮光性を有し、かつ狭小な領域であっても効率的に形成できる遮光層を形成するために用いることのできる硬化性樹脂組成物を提供することができる。また、本発明によれば、微細な接着面であっても落下衝撃及び画像表示装置を構成する部材（例えばフレキシブル配線基板（ＦＰＣ））の反発力などによる剥れ及び浮きを抑制できる接着力が得られ、光漏れの防止性に優れた遮光層を備える画像表示用装置の製造方法を提供することができる。これらは、スマートフォーン、タッチパッド、パーソナルコンピュータ、テレビ等の情報端末の工業的製造に有用である。 According to the present invention, in manufacturing an image display device, the light-shielding layer has a light-shielding property that suppresses light leakage from between the image display unit and the frame unit, and can be efficiently formed even in a narrow region. The curable resin composition which can be used in order to form can be provided. In addition, according to the present invention, even if it is a fine adhesive surface, the adhesive force that can suppress a drop impact and peeling due to a repulsive force of a member (for example, a flexible wiring board (FPC)) constituting the image display device can be suppressed. The manufacturing method of the image display apparatus provided with the light shielding layer excellent in the prevention property of light leakage obtained can be provided. These are useful for industrial manufacture of information terminals such as smart phones, touchpads, personal computers, and televisions.
　１…画像表示部、３…遮光層、５…フレーム部、３Ａ…硬化性樹脂層、２０…カバー部材、２１…カバーガラス、２２…額縁部、４１…液晶パネル、４１Ｓ…画像表示面、４２…光透過性感圧接着層、４３…バックライト部、４５…光源、４６…光学シート部、５１…樹脂フレーム、５２…バックライトフレーム、５３…筐体フレーム、６０，６１…ガラスベース、６１Ｅ…ガラスベース６１の両端部、６２…ソーダガラス、６２Ｓ…ソーダガラス６２の表面、６５…ガイド、１００…画像表示装置、Ｗ…遮光層の幅。 DESCRIPTION OF SYMBOLS 1 ... Image display part, 3 ... Light-shielding layer, 5 ... Frame part, 3A ... Curable resin layer, 20 ... Cover member, 21 ... Cover glass, 22 ... Frame part, 41 ... Liquid crystal panel, 41S ... Image display surface, 42 DESCRIPTION OF SYMBOLS ... Light-transmitting pressure sensitive adhesive layer, 43 ... Backlight part, 45 ... Light source, 46 ... Optical sheet part, 51 ... Resin frame, 52 ... Backlight frame, 53 ... Housing frame, 60, 61 ... Glass base, 61E ... Both ends of the glass base 61, 62 ... soda glass, 62S ... surface of the soda glass 62, 65 ... guide, 100 ... image display device, W ... width of the light shielding layer.

Claims (12)

  1. 　光ラジカル重合開始剤と、単量体成分と、着色剤と、光酸発生剤と、を含有し、前記単量体成分が、１個のラジカル重合性基と環状エーテル基とを有する単量体を含む、硬化性樹脂組成物。 A monomer comprising a photo radical polymerization initiator, a monomer component, a colorant, and a photo acid generator, wherein the monomer component has one radical polymerizable group and a cyclic ether group. A curable resin composition comprising a body.
  2. 　光ラジカル重合開始剤と、単量体成分と、着色剤と、光酸発生剤と、環状エーテル基を有する化合物と、を含有し、前記単量体成分が、１個のラジカル重合性基を有する単量体を含む、硬化性樹脂組成物。 A photo radical polymerization initiator, a monomer component, a colorant, a photo acid generator, and a compound having a cyclic ether group, wherein the monomer component has one radical polymerizable group. A curable resin composition comprising a monomer having the same.
  3. 　ポリマーを更に含有する、請求項１又は２に記載の硬化性樹脂組成物。 The curable resin composition according to claim 1 or 2, further comprising a polymer.
  4. 　遮光層形成用である、請求項１～３のいずれか一項に記載の硬化性樹脂組成物。 The curable resin composition according to any one of claims 1 to 3, which is used for forming a light shielding layer.
  5. 　活性エネルギー線が照射されると感圧接着性を発現する、請求項１～４のいずれか一項に記載の硬化性樹脂組成物。 The curable resin composition according to any one of claims 1 to 4, which exhibits pressure-sensitive adhesiveness when irradiated with active energy rays.
  6. 　下記の方法で求められる感圧性接着力が１０Ｎ／ｃｍ２以上である、請求項５に記載の硬化性樹脂組成物。
    幅２５ｍｍ、長さ７５ｍｍ、厚み１ｍｍの第１のガラス基材上に硬化性樹脂組成物を塗布して、幅０．６ｍｍ、長さ２５ｍｍ、膜厚５０μｍの硬化性樹脂層を硬化性樹脂層の長さ方向が第１のガラス基材の長辺と直交するように設け、硬化性樹脂層に、照射強度３０００ｍＷ／ｃｍ２で総照射量が５０００ｍＪ／ｃｍ２になるように波長３６５ｎｍの光を照射し、光照射から１分間以内の硬化性樹脂層上に幅２５ｍｍ、長さ７５ｍｍ、厚み１ｍｍの第２のガラス基材を、第１のガラス基材の長辺と第２のガラス基材の長辺とが鉛直方向から見て揃うように配置し、１Ｎの荷重を１０秒間かけて貼り合わせて測定サンプルを得る。貼り合わせから１時間以内に、測定サンプルの第１のガラス基材及び第２のガラス基材を互いに反対の長辺方向に引き剥がしたときの試験力を測定し、この試験力を、硬化性樹脂層と第２のガラス基材との接触面積で割った値を感圧性接着力とする。     The curable resin composition of Claim 5 whose pressure-sensitive adhesive force calculated | required by the following method is 10 N / cm < 2 > or more.
    A curable resin composition is applied onto a first glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm, and a curable resin layer having a width of 0.6 mm, a length of 25 mm, and a film thickness of 50 μm is applied to the curable resin layer. length direction arranged so as to be perpendicular to the long side of the first glass substrate, the curable resin layer, irradiation intensity 3000 mW / total dose in cm 2 of wavelength 365nm to be 5000 mJ / cm 2 light The second glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm on the curable resin layer within 1 minute from the light irradiation, the long side of the first glass substrate and the second glass substrate It arrange | positions so that it may align with the long side of a material seeing from a perpendicular direction, and a 1N load is bonded over 10 seconds, and a measurement sample is obtained. Within one hour after bonding, the test force when the first glass substrate and the second glass substrate of the measurement sample are peeled in the opposite long side directions is measured, and this test force is set to be curable. The value divided by the contact area between the resin layer and the second glass substrate is defined as the pressure-sensitive adhesive force.
  7. 　下記の方法で求められるアスペクト比が０．４以上である、請求項５又は６に記載の硬化性樹脂組成物。
    幅２５ｍｍ、長さ７５ｍｍ、厚み１ｍｍの第１のガラス基材上に硬化性樹脂組成物を塗布して、幅０．６ｍｍ、長さ２５ｍｍ、膜厚５０μｍの硬化性樹脂層を硬化性樹脂層の長さ方向が第１のガラス基材の長辺と直交するように設け、硬化性樹脂層に、照射強度３０００ｍＷ／ｃｍ２で総照射量が５０００ｍＪ／ｃｍ２になるように波長３６５ｎｍの光を照射し、光照射から１分間以内の硬化性樹脂層上に幅２５ｍｍ、長さ７５ｍｍ、厚み１ｍｍの第２のガラス基材を、第１のガラス基材の長辺と第２のガラス基材の長辺とが鉛直方向から見て揃うように配置し、１Ｎの荷重を１０秒間かけて貼り合わせて測定サンプルを得る。測定サンプルにおける第２のガラス基材と接触している硬化性樹脂層の幅をＢ（単位：ｍｍ）としたときに、Ｂ／０．６をアスペクト比とする。     The curable resin composition of Claim 5 or 6 whose aspect-ratio calculated | required with the following method is 0.4 or more.
    A curable resin composition is applied onto a first glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm, and a curable resin layer having a width of 0.6 mm, a length of 25 mm, and a film thickness of 50 μm is applied to the curable resin layer. length direction arranged so as to be perpendicular to the long side of the first glass substrate, the curable resin layer, irradiation intensity 3000 mW / total dose in cm 2 of wavelength 365nm to be 5000 mJ / cm 2 light The second glass substrate having a width of 25 mm, a length of 75 mm, and a thickness of 1 mm on the curable resin layer within 1 minute from the light irradiation, the long side of the first glass substrate and the second glass substrate It arrange | positions so that it may align with the long side of a material seeing from a perpendicular direction, and a 1N load is bonded over 10 seconds, and a measurement sample is obtained. When the width of the curable resin layer in contact with the second glass substrate in the measurement sample is B (unit: mm), B / 0.6 is the aspect ratio.
  8. 　画像表示面を有する液晶パネル、及び前記画像表示面と対向する光透過部を有するカバー部材を有する画像表示部と、前記画像表示部の周囲に設けられ前記画像表示部を支持するフレーム部と、前記フレーム部と前記画像表示部との間に形成された遮光層と、を備える画像表示装置であって、
    　前記遮光層が、請求項１～７のいずれか一項に記載の硬化性樹脂組成物からなる硬化性樹脂層の硬化物である、
    画像表示装置。     A liquid crystal panel having an image display surface; an image display portion having a cover member having a light transmission portion facing the image display surface; a frame portion provided around the image display portion and supporting the image display portion; An image display device comprising a light shielding layer formed between the frame portion and the image display portion,
    The light shielding layer is a cured product of a curable resin layer comprising the curable resin composition according to any one of claims 1 to 7.
    Image display device.
  9. 　画像表示面を有する液晶パネル、及び前記画像表示面と対向する光透過部を有するカバー部材を有する画像表示部と、前記画像表示部の周囲に設けられ前記画像表示部を支持するフレーム部と、前記フレーム部と前記画像表示部との間に形成された遮光層と、を備える画像表示装置を製造する方法であって、
    　前記画像表示部又は前記フレーム部に、請求項１～７のいずれか一項に記載の硬化性樹脂組成物を塗布して、枠状の硬化性樹脂層を形成させる工程と、
    　前記硬化性樹脂層に対して活性エネルギー線を照射することにより、前記硬化性樹脂層の硬化反応を進行させる工程と、
    　前記硬化性樹脂層を介在させながら前記画像表示部と前記フレーム部とを貼り合わせる工程と、をこの順に備え、
    　前記遮光層が、硬化反応が進行した前記硬化性樹脂層である、方法。     A liquid crystal panel having an image display surface; an image display portion having a cover member having a light transmission portion facing the image display surface; a frame portion provided around the image display portion and supporting the image display portion; A method of manufacturing an image display device comprising: a light shielding layer formed between the frame portion and the image display portion,
    Applying the curable resin composition according to any one of claims 1 to 7 to the image display unit or the frame unit to form a frame-shaped curable resin layer;
    Irradiating active energy rays to the curable resin layer to advance a curing reaction of the curable resin layer; and
    A step of adhering the image display unit and the frame unit in this order while interposing the curable resin layer,
    The method, wherein the light shielding layer is the curable resin layer in which a curing reaction has proceeded.
  10. 　前記画像表示部と前記フレーム部とを貼り合わせるときの前記硬化性樹脂層が感圧接着性を有する、請求項９に記載の方法。 The method according to claim 9, wherein the curable resin layer has a pressure-sensitive adhesive property when the image display unit and the frame unit are bonded to each other.
  11. 　下記式で表されるアスペクト比が０．４以上となるように、前記画像表示部と前記フレーム部とを貼り合わせる、請求項９又は１０に記載の方法。
    アスペクト比＝Ｂ’／Ａ’
    ［式中、Ａ’は、前記画像表示部及び前記フレーム部のうちの一方に塗布された前記枠状の硬化性樹脂層の所定の部位における幅を示し、Ｂ’は、前記画像表示部と前記フレーム部とが貼り合わされた後の前記硬化性樹脂層の前記所定の部位における前記画像表示部及び前記フレーム部のうちの他方と接触している幅を示す。］     The method according to claim 9 or 10, wherein the image display unit and the frame unit are bonded so that an aspect ratio represented by the following formula is 0.4 or more.
    Aspect ratio = B '/ A'
    [In the formula, A ′ represents a width at a predetermined portion of the frame-shaped curable resin layer applied to one of the image display unit and the frame unit, and B ′ represents the image display unit and The width | variety which has contacted the other of the said image display part and the said frame part in the said predetermined part of the said curable resin layer after the said frame part was bonded together is shown. ]
  12. 　前記画像表示部と前記フレーム部とを貼り合わせる前記工程の後、前記硬化性樹脂層の硬化反応を更に進行させる工程を更に備える、請求項９～１１のいずれか一項に記載の方法。 The method according to any one of claims 9 to 11, further comprising a step of further proceeding a curing reaction of the curable resin layer after the step of bonding the image display unit and the frame unit.
PCT/JP2017/030386 2016-08-24 2017-08-24 Curable resin composition, image display device and manufacturing method of image display device WO2018038221A1 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
KR1020197008419A KR20190045235A (en) 2016-08-24 2017-08-24 Curable resin composition, image display device, and manufacturing method of image display device
CN201780051409.8A CN109689699A (en) 2016-08-24 2017-08-24 The manufacturing method of hardening resin composition, image display device and image display device
JP2018535763A JPWO2018038221A1 (en) 2016-08-24 2017-08-24 Curable resin composition, image display device, and method of manufacturing image display device

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
PCT/JP2016/074715 WO2018037517A1 (en) 2016-08-24 2016-08-24 Curable resin composition, image display device and manufacturing method of image display device
JPPCT/JP2016/074715 2016-08-24

Publications (1)

Publication Number Publication Date
WO2018038221A1 true WO2018038221A1 (en) 2018-03-01

Family

ID=61244942

Family Applications (2)

Application Number Title Priority Date Filing Date
PCT/JP2016/074715 WO2018037517A1 (en) 2016-08-24 2016-08-24 Curable resin composition, image display device and manufacturing method of image display device
PCT/JP2017/030386 WO2018038221A1 (en) 2016-08-24 2017-08-24 Curable resin composition, image display device and manufacturing method of image display device

Family Applications Before (1)

Application Number Title Priority Date Filing Date
PCT/JP2016/074715 WO2018037517A1 (en) 2016-08-24 2016-08-24 Curable resin composition, image display device and manufacturing method of image display device

Country Status (5)

Country Link
JP (1) JPWO2018038221A1 (en)
KR (1) KR20190045235A (en)
CN (1) CN109689699A (en)
TW (1) TW201816053A (en)
WO (2) WO2018037517A1 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2018045053A (en) * 2016-09-13 2018-03-22 パナソニックＩｐマネジメント株式会社 Portable information terminal and manufacturing method thereof
WO2021177079A1 (en) * 2020-03-02 2021-09-10 株式会社デンソー Display device and method for producing display device
WO2023199845A1 (en) * 2022-04-15 2023-10-19 株式会社レゾナック Heat-curable adhesive composition, layered film, connected structure, and production method therefor

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2020164615A (en) * 2019-03-29 2020-10-08 日東電工株式会社 Pressure sensitive adhesive sheet

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH10147754A (en) * 1996-11-20 1998-06-02 Sekisui Chem Co Ltd Hardenable tacky adhesive sheet and method for bonding member
JP2000321416A (en) * 1999-05-10 2000-11-24 Jsr Corp Radiation sensitive composition for color filter and color filter utilizing the same
WO2005092981A1 (en) * 2004-03-26 2005-10-06 Kaneka Corporation Composition curable by both free-radical photocuring and cationic photocuring
JP2008013721A (en) * 2006-07-10 2008-01-24 Kyocera Chemical Corp Curable resin composition, adhesive for display element, and method for adhesion
JP2008260879A (en) * 2007-04-13 2008-10-30 Okura Ind Co Ltd Active energy ray-curable adhesive composition, polarizing plate using it and its manufacturing method
JP2010066484A (en) * 2008-09-10 2010-03-25 Sumitomo Chemical Co Ltd Polarizing plate, method for manufacturing the same, optical member and liquid crystal display device
JP2011076058A (en) * 2009-09-04 2011-04-14 Toyo Ink Mfg Co Ltd Polarizing plate and photosetting adhesive for forming polarizing plate
WO2012165259A1 (en) * 2011-05-31 2012-12-06 電気化学工業株式会社 Energy-beam-curable resin composition

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5920030B2 (en) 1979-10-09 1984-05-10 アキレス株式会社 Synthetic leather with excellent flexibility and durability
TW200730553A (en) * 2006-01-20 2007-08-16 Hitachi Chemical Co Ltd Resin composition and optical device using hardening thereof
US8853290B2 (en) * 2009-06-08 2014-10-07 Sanyo Chemical Industries, Ltd. Photosensitive composition
JP2015214681A (en) * 2014-04-24 2015-12-03 セントラル硝子株式会社 Curable composition, temporary adhesive material, and method for temporarily adhering member to substrate using the temporary adhesive material

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH10147754A (en) * 1996-11-20 1998-06-02 Sekisui Chem Co Ltd Hardenable tacky adhesive sheet and method for bonding member
JP2000321416A (en) * 1999-05-10 2000-11-24 Jsr Corp Radiation sensitive composition for color filter and color filter utilizing the same
WO2005092981A1 (en) * 2004-03-26 2005-10-06 Kaneka Corporation Composition curable by both free-radical photocuring and cationic photocuring
JP2008013721A (en) * 2006-07-10 2008-01-24 Kyocera Chemical Corp Curable resin composition, adhesive for display element, and method for adhesion
JP2008260879A (en) * 2007-04-13 2008-10-30 Okura Ind Co Ltd Active energy ray-curable adhesive composition, polarizing plate using it and its manufacturing method
JP2010066484A (en) * 2008-09-10 2010-03-25 Sumitomo Chemical Co Ltd Polarizing plate, method for manufacturing the same, optical member and liquid crystal display device
JP2011076058A (en) * 2009-09-04 2011-04-14 Toyo Ink Mfg Co Ltd Polarizing plate and photosetting adhesive for forming polarizing plate
WO2012165259A1 (en) * 2011-05-31 2012-12-06 電気化学工業株式会社 Energy-beam-curable resin composition

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2018045053A (en) * 2016-09-13 2018-03-22 パナソニックＩｐマネジメント株式会社 Portable information terminal and manufacturing method thereof
WO2021177079A1 (en) * 2020-03-02 2021-09-10 株式会社デンソー Display device and method for producing display device
JP2021139957A (en) * 2020-03-02 2021-09-16 株式会社デンソー Display device and manufacturing method for display device
JP7276198B2 (en) 2020-03-02 2023-05-18 株式会社デンソー Display device and display device manufacturing method
WO2023199845A1 (en) * 2022-04-15 2023-10-19 株式会社レゾナック Heat-curable adhesive composition, layered film, connected structure, and production method therefor

Also Published As

Publication number Publication date
KR20190045235A (en) 2019-05-02
WO2018037517A1 (en) 2018-03-01
TW201816053A (en) 2018-05-01
CN109689699A (en) 2019-04-26
JPWO2018038221A1 (en) 2019-06-24

Similar Documents

Publication Publication Date Title
JP5046721B2 (en) Active energy ray-curable adhesive composition, polarizing plate using the same, and method for producing the same
WO2018038221A1 (en) Curable resin composition, image display device and manufacturing method of image display device
CN109073813B (en) Polarizing film, method for producing same, optical film, and image display device
JP6063228B2 (en) Photocurable resin composition
JP6539488B2 (en) Method for producing cured product, cured product, curable composition and adhesive
JP6922638B2 (en) Active energy ray-curable adhesive composition, polarizing plate adhesive composition, polarizing plate adhesive, and polarizing plate using the same.
WO2015181984A1 (en) Photocurable resin composition
KR102496513B1 (en) Actinicraycurable adhesive composition, adhesive composition for polarizer, adhesive for polarizer, and polarizer obtained using same
JP6696117B2 (en) Active energy ray curable resin composition.
JP4808575B2 (en) Photo-curable adhesive film
WO2019182146A1 (en) Active energy ray-curable resin composition, polarizing film protective layer, and polarizing plate
JP2019137710A (en) Curable resin composition, image display device and method for manufacturing image display device
WO2018038226A1 (en) Curable resin composition, image display device and manufacturing method of image display device
WO2018038212A1 (en) Manufacturing method of image display device
WO2018038217A1 (en) Curable resin composition
CN113167961A (en) Method for producing polarizing film, polarizer with easy-adhesion layer, polarizing film, optical film, and image display device
WO2019016960A1 (en) Method for producing joined body, joined body, liquid crystal display and image display device
WO2019064385A1 (en) Curable resin composition, image display device, and method for manufacturing image display device
JP7196596B2 (en) Active energy ray-curable adhesive composition, adhesive composition for polarizing plate, adhesive for polarizing plate, and polarizing plate using the same
JP6776785B2 (en) Active energy ray-curable adhesive composition, polarizing plate adhesive composition, polarizing plate adhesive, and polarizing plate using the same.
WO2018038222A1 (en) Curable resin composition, image display device and manufacturing method of image display device
WO2022071387A1 (en) Polarizing film, optical film, and image display device
CN112444906A (en) Method for producing polarizing film

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 17843697

Country of ref document: EP

Kind code of ref document: A1

ENP Entry into the national phase

Ref document number: 2018535763

Country of ref document: JP

Kind code of ref document: A

NENP Non-entry into the national phase

Ref country code: DE

ENP Entry into the national phase

Ref document number: 20197008419

Country of ref document: KR

Kind code of ref document: A

122 Ep: pct application non-entry in european phase

Ref document number: 17843697

Country of ref document: EP

Kind code of ref document: A1