[go: up one dir, main page]

WO2019004041A1 - Film optique - Google Patents

Film optique Download PDF

Info

Publication number
WO2019004041A1
WO2019004041A1 PCT/JP2018/023582 JP2018023582W WO2019004041A1 WO 2019004041 A1 WO2019004041 A1 WO 2019004041A1 JP 2018023582 W JP2018023582 W JP 2018023582W WO 2019004041 A1 WO2019004041 A1 WO 2019004041A1
Authority
WO
WIPO (PCT)
Prior art keywords
film
meth
group
compound
optical film
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2018/023582
Other languages
English (en)
Japanese (ja)
Inventor
智恵 阪上
亜依 小橋
悠司 淺津
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical Co Ltd
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 Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Priority to CN201880042772.8A priority Critical patent/CN110799865B/zh
Priority to KR1020207002414A priority patent/KR102603487B1/ko
Publication of WO2019004041A1 publication Critical patent/WO2019004041A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Images

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/18—Layered products comprising a layer of synthetic resin characterised by the use of special additives
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/38—Layered products comprising a layer of synthetic resin comprising epoxy resins
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/02—Physical, chemical or physicochemical properties
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G02B5/22—Absorbing filters
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/13363—Birefringent elements, e.g. for optical compensation
    • G—PHYSICS
    • G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
    • H—ELECTRICITY
    • H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
    • H05B33/00—Electroluminescent light sources
    • H05B33/02—Details
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K59/00—Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
    • H10K59/80—Constructional details
    • H10K59/8791—Arrangements for improving contrast, e.g. preventing reflection of ambient light

Definitions

  • the present invention relates to an optical film comprising at least one light selective absorption layer.
  • Patent Document 1 describes a polarizing plate in which an ultraviolet light absorber excellent in ultraviolet light absorbing ability in a wavelength range of 370 nm or less is added to a protective film of the polarizing plate.
  • the present invention includes an invention described below [1] An optical film comprising at least one light selective absorption layer formed from an active energy ray-curable composition which provides an optical film, and satisfying the following formula (1) .
  • a (405) 0.5 0.5 (1) [In Formula (1), A (405) represents the absorbance at a wavelength of 405 nm. ] [2] The optical film according to [1], further satisfying the following formula (2).
  • a (440) ⁇ 0.1 (2)
  • [In Formula (2), A (440) represents the light absorbency in wavelength 440nm. ] [3]
  • a (405) / A (440) ⁇ 5 (3) [In Formula (3), A (405) represents the absorbance at a wavelength of 405 nm, and A (440) represents the absorbance at a wavelength of 440 nm. ] [4] The optical film according to any one of [1] to [3], wherein the storage elastic modulus E at 23 ° C. of the light selective absorption layer is 100 MPa or more.
  • the photoselective absorption layer is a layer formed from an active energy ray curable composition containing a photocurable component (A), a photoselective absorption compound (B) and a photopolymerization initiator (C) [
  • the content of the layer [6] photoselective absorption compound (B) according to any one of 1) to [4] is 0.01 to 20 parts by mass with respect to 100 parts by mass of the photocurable component (A)
  • ⁇ (405) 20 20 (4) [In Formula (4), (epsilon) (405) represents the gram absorption coefficient of a compound in wavelength 405 nm. The unit of gram absorption coefficient is L / (g ⁇ cm). ] [8] The optical film according to [7], wherein the light selective absorption compound (B) is a compound satisfying the formula (5). ⁇ (405) / ⁇ (440) ⁇ 20 (5) [In Formula (5), (epsilon) (405) represents the gram absorption coefficient of the compound in wavelength 405 nm, and (epsilon) (440) represents the gram absorption coefficient in wavelength 440 nm.
  • the compound selectively absorbing visible light with a short wavelength near 400 nm contained in the light selective absorption layer does not shift to a layer other than the light selective absorption layer, and suppresses the deterioration of the retardation film And can provide good display characteristics.
  • the optical film of the present invention is an optical film including at least one light selective absorption layer formed from an active energy ray curable resin composition and satisfying the following formula (1).
  • a (405) 0.5 0.5 (1) [Represents the absorbance of the optical film at a wavelength of 405 nm. ] The larger the value of A (405), the larger the absorption at a wavelength of 405 nm. When the value of A (405) is less than 1, the absorption at a wavelength of 405 nm is low, and the effect of suppressing deterioration of a display device such as a retardation film or an organic EL element in visible light of short wavelength is small.
  • the value of A (405) is preferably 0.6 or more, more preferably 0.8 or more, and particularly preferably 1.0 or more, from the viewpoint of suppressing weathering deterioration.
  • the optical film of the present invention preferably further satisfies the following formula (2).
  • a (440) ⁇ 0.1 (2) [In Formula (2), A (440) represents the light absorbency in wavelength 440nm. ] The smaller the value of A (440), the lower the absorption at a wavelength of 440 nm. When the value of A (440) exceeds 0.1, it tends to impair good color expression in the display device. In addition, since the light emission of the display device tends to be inhibited, the luminance of the display device may also be reduced.
  • the value of A (440) is preferably 0.05 or less, more preferably 0.04 or less, and particularly preferably 0.03 or less from the viewpoint of suppressing light emission inhibition of the display device.
  • the optical film of this invention further satisfy
  • a (405) represents the absorbance at a wavelength of 405 nm
  • a (440) represents the absorbance at a wavelength of 440 nm.
  • the value of A (405) / A (440) represents the magnitude of absorption at a wavelength of 405 nm relative to the magnitude of absorption at a wavelength of 440 nm. As the value of A (405) / A (440) is larger, it indicates that there is specific absorption in the wavelength range around 405 nm.
  • the value of A (405) / A (440) is preferably 10 or more, more preferably 30 or more, and particularly preferably 60 or more.
  • the light selective absorption layer 1 is formed on at least one surface of a resin film 2 (for example, a resin film (a) described later).
  • the light selective absorption layer 1 may be a single layer or a multilayer.
  • an adhesive layer or a pressure-sensitive adhesive layer may be present between the resin film 2 and the light selective absorption layer 1.
  • the adhesive layer in this case may be an adhesive layer formed of a known adhesive (water-based adhesive, active energy ray curing adhesive), and an adhesive layer is also formed of a known adhesive. It is sufficient if it is an agent layer.
  • the optical laminate 10A described in FIG. 2 is an optical laminate including the optical film 10 of the present invention and a polarizing plate film.
  • the light selective absorption layer 1 shown in FIG. 2 also functions as an adhesive layer.
  • the optical laminate 10B described in FIG. 3 is an optical laminate including a resin film 2, a light selective absorption layer 1, a polarizing film 3, an adhesive layer 4, and a protective film 5.
  • the adhesive layer 4 may be an adhesive layer formed of a known adhesive, or the light selective absorption layer 2 of the present application may be used as an adhesive layer.
  • the protective film 5 may be a film having retardation (retardation film).
  • the optical laminate includes the film 40, the pressure-sensitive adhesive layer 30, and the light emitting element 110.
  • the adhesive layer 4 may be an adhesive layer formed of a known adhesive, or the light selective absorption layer 2 of the present application may be used as an adhesive layer.
  • the optical laminate 10E described in FIG. 6 is an optical laminate including the light selective absorption layer 1, the resin film 2, the adhesive layer 4, the polarizing film 3, the adhesive layer 4, and the resin film 2.
  • the light selective absorption layer 1 also functions as a surface treatment layer. That is, the light selective absorption layer 1 of the present invention functions as an adhesive layer and also functions as a surface treatment layer.
  • the thickness of the light selective absorption layer 1 of the present invention is usually 0.1 to 30 ⁇ m.
  • the thickness is preferably 5 to 15 ⁇ m. If it is less than 5 ⁇ m, the hardness may be insufficient. If it exceeds 15 ⁇ m, residual solvent may remain or coating adhesion may be reduced.
  • the thickness is usually 20 ⁇ m or less, preferably 10 ⁇ m or less, more preferably 5 ⁇ m or less, particularly preferably 3 ⁇ m or less.
  • the storage elastic modulus (E ‘) at 23 ° C. of the light selective absorption layer is preferably 100 MPa or more, more preferably 500 MPa or more, still more preferably 1000 MPa or more, and preferably 100000 MPa or less.
  • the storage elastic modulus at 80 ° C. of the light selective absorption layer is preferably 600 MPa or more, more preferably 1000 MPa or more, still more preferably 1500 MPa or more, and preferably 10000 MPa or less.
  • the hardness of the light selective absorption layer is preferably H or more in a pencil hardness test (load 4.9 N) according to JIS K 5600-5-4 (1999). 3H or more is more preferable, and 4H or more is even more preferable.
  • the optical film of the present invention comprises at least one light selective absorption layer formed from an active energy ray-curable composition.
  • the optical film of the present invention satisfies the formula (1).
  • the light selective absorption layer preferably satisfies the above-mentioned formula (1), more preferably the above-mentioned formulas (1) and (2), and the above-mentioned formulas (1), (2) and It is further preferable to satisfy 3).
  • the light selective absorption layer is formed on at least one surface of a resin film (hereinafter sometimes referred to as a resin film (a)).
  • An active energy ray curable composition refers to a composition that cures upon irradiation with active energy rays.
  • an active energy ray an ultraviolet ray, an electron beam, an X ray, visible light etc. are mentioned, Preferably it is an ultraviolet ray.
  • an ultraviolet light source a light source having a light emission distribution at a wavelength of 400 nm or less is preferable. For example, low pressure mercury lamp, medium pressure mercury lamp, high pressure mercury lamp, ultra high pressure mercury lamp, chemical lamp, black light lamp, microwave excitation mercury lamp, metal halide lamp etc. be able to.
  • the active energy ray curable composition contains a photocurable component (A), a photoselective absorption compound (B) and a photopolymerization initiator (C).
  • the photocurable component (A) a compound or oligomer (radically polymerizable compound) that cures by radical polymerization reaction upon irradiation with active energy rays, and / or a compound that cures by cationic polymerization reaction upon irradiation with active energy rays (cationic polymerization Sex compounds) and the like.
  • radically polymerizable compound examples include radically polymerizable (meth) acrylic compounds.
  • the term "(meth) acrylic compound” refers to a compound having one or more (meth) acryloyl groups in the molecule.
  • the “(meth) acryloyl group” means at least one selected from an acryloyl group and a methacryloyl group. The same applies to the cases of “(meth) acryloyloxy group”, “(meth) acrylic”, “(meth) acrylate” and the like.
  • the active energy ray-curable adhesive composition can contain one or more radically polymerizable (meth) acrylic compounds.
  • (meth) acrylic compound As the (meth) acrylic compound, (meth) acrylate monomers having at least one (meth) acryloyloxy group in the molecule, (meth) acrylamide monomers, and at least two (meth) acryloyl groups in the molecule And (meth) acryloyl group-containing compounds such as (meth) acrylic oligomers having The (meth) acrylic oligomer is preferably a (meth) acrylate oligomer having at least two (meth) acryloyloxy groups in the molecule.
  • the (meth) acrylic compounds one type may be used alone, or two or more types may be used in combination.
  • the (meth) acrylate monomer a monofunctional (meth) acrylate monomer having one (meth) acryloyloxy group in the molecule, and a bifunctional (meth) acrylate having two (meth) acryloyloxy groups in the molecule
  • Monomers and polyfunctional (meth) acrylate monomers having three or more (meth) acryloyloxy groups in the molecule can be mentioned.
  • Examples of monofunctional (meth) acrylate monomers include alkyl (meth) acrylates.
  • the alkyl group may be linear, branched or cyclic as long as it has 3 or more carbon atoms.
  • alkyl (meth) acrylate methyl (meth) acrylate, ethyl (meth) acrylate, isopropyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, t-butyl (meth) acrylate, 2-ethylhexyl ( Meta) acrylate etc. are mentioned.
  • aralkyl (meth) acrylates such as benzyl (meth) acrylate; (meth) acrylates of terpene alcohols such as isobornyl (meth) acrylate; tetrahydro such as tetrahydrofurfuryl (meth) acrylate (Meth) acrylates having a furfuryl structure; Cycloalkyl groups such as cyclohexyl (meth) acrylate, cyclohexylmethyl methacrylate, dicyclopentanyl acrylate, dicyclopentenyl (meth) acrylate, 1,4-cyclohexanedimethanol monoacrylate, etc.
  • (Meth) acrylates having an alkyl group aminoalkyl (meth) acrylates such as N, N-dimethylaminoethyl (meth) acrylate; 2-phenoxyethyl (meth) acrylate ) Acrylate, dicyclopentenyl oxyethyl (meth) acrylate, ethyl carbitol (meth) acrylate, (meth) acrylate having an ether bond in the alkyl moiety such as phenoxy polyethylene glycol (meth) acrylates are also equal may also be mentioned.
  • a functional (meth) acrylate monomer the monofunctional (meth) acrylate which has a hydroxyl group in an alkyl part;
  • the monofunctional (meth) acrylate which has a carboxyl group in an alkyl part is mentioned.
  • a monofunctional (meth) acrylate having a hydroxyl group at the alkyl site 2-hydroxyethyl (meth) acrylate, 2- or 3-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 2-hydroxy-3 -Phenoxy propyl (meth) acrylate, trimethylol propane mono (meth) acrylate, pentaerythritol mono (meth) acrylate are mentioned.
  • Phthalic acid 1- [2- (meth) acryloyloxyethyl] hexahydrophthalic acid, 1- [2- (meth) acryloyloxyethyl] succinic acid, 4- [2- (meth) acryloyloxyethyl ] Trimellitic acid, N- (meth) acryloyloxy-N ', N'-dicarboxymethyl-p-phenylenediamine and the like can be mentioned.
  • the (meth) acrylamide monomer is preferably a (meth) acrylamide having a substituent at the N-position.
  • a typical example of the substituent at the N-position is an alkyl group, but it may form a ring together with the nitrogen atom of (meth) acrylamide, and this ring is a carbon atom and the nitrogen atom of (meth) acrylamide And may have an oxygen atom as a ring member.
  • N-substituted (meth) acrylamides include N-methyl (meth) acrylamide, N-ethyl (meth) acrylamide, N-isopropyl (meth) acrylamide, Nn-butyl (meth) acrylamide, N-t-butyl ( N-alkyl (meth) acrylamide such as acrylamide, N-hexyl (meth) acrylamide; N, N- dialkyl (such as N, N- dimethyl (meth) acrylamide, N, N- diethyl (meth) acrylamide Meta) acrylamide etc. are mentioned.
  • the N-substituent may be an alkyl group having a hydroxyl group, and examples thereof include N-hydroxymethyl (meth) acrylamide, N- (2-hydroxyethyl) (meth) acrylamide, N- (2-hydroxy) Propyl) (meth) acrylamide etc. are mentioned.
  • specific examples of the above-mentioned N-substituted (meth) acrylamide forming a 5- or 6-membered ring include N-acryloyl pyrrolidine, 3-acryloyl-2-oxazolidinone, 4-acryloyl morpholine, and N-acryloyl pyrrolidone. Examples include piperidine, N-methacryloylpiperidine and the like.
  • Ethylene glycol di (meth) acrylate As a bifunctional (meth) acrylate monomer, Ethylene glycol di (meth) acrylate, 1,3-butanediol di (meth) acrylate, 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, 1,9-nonanediol Alkylene glycol di (meth) acrylates such as di (meth) acrylates and neopentyl glycol di (meth) acrylates; Diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, dipropylene glycol di (meth) acrylate, tripropylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate, polypropylene glycol di (meth) acrylate and Polyoxyalkylene glycol di (meth) acrylates
  • glycerin tri (meth) acrylate alkoxylated glycerin tri (meth) acrylate, trimethylolpropane tri (meth) acrylate, ditrimethylolpropane tri (meth) acrylate, ditrimethylol Propane tetra (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate, etc.
  • (meth) acrylic oligomers examples include urethane (meth) acrylic oligomers, polyester (meth) acrylic oligomers, epoxy (meth) acrylic oligomers and the like.
  • the urethane (meth) acrylic oligomer is a compound having a urethane bond (—NHCOO—) and at least two (meth) acryloyl groups in the molecule.
  • a urethanization reaction product of a hydroxyl group-containing (meth) acrylic monomer having at least one (meth) acryloyl group and at least one hydroxyl group in the molecule and a polyisocyanate, or a polyol with a polyisocyanate It may be a urethanated reaction product of a terminal isocyanato group-containing urethane compound obtained by reaction, and a (meth) acrylic monomer having at least one (meth) acryloyl group and at least one hydroxyl group in the molecule.
  • the hydroxyl group-containing (meth) acrylic monomer used for the urethanization reaction can be, for example, a hydroxyl group-containing (meth) acrylate monomer, and specific examples thereof include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate ) Acrylate, 2-hydroxybutyl (meth) acrylate, 2-hydroxy-3-phenoxypropyl (meth) acrylate, glycerin di (meth) acrylate, trimethylolpropane di (meth) acrylate, pentaerythritol tri (meth) acrylate, di And pentaerythritol penta (meth) acrylate.
  • a hydroxyl group-containing (meth) acrylate monomer and specific examples thereof include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate ) Acrylate, 2-hydroxybutyl (meth) acrylate, 2-hydroxy
  • hydroxyl group-containing (meth) acrylate monomer examples include N-hydroxyalkyl (meth) acrylamide monomers such as N-hydroxyethyl (meth) acrylamide and N-methylol (meth) acrylamide.
  • polyisocyanates to be subjected to the urethanization reaction with a hydroxyl group-containing (meth) acrylic monomer hexamethylene diisocyanate, lysine diisocyanate, isophorone diisocyanate, dicyclohexylmethane diisocyanate, tolylene diisocyanate, xylylene diisocyanate, and aromatic ones of these diisocyanates
  • Diisocyanates obtained by hydrogenating isocyanates for example, hydrogenated tolylene diisocyanate, hydrogenated xylylene diisocyanate, etc.
  • di- or tri-isocyanates such as triphenylmethane triisocyanate, dibenzyl benzene triisocyanate, and the above
  • the polyisocyanate etc. which are obtained by multimerizing the diisocyanate of this are mentioned.
  • polystyrene resin in addition to the aromatic, aliphatic or alicyclic polyols, polyester polyols, polyether polyols, etc. may be used as the polyol to be used to make the terminal isocyanate group-containing urethane compound by the reaction with the polyisocyanate. it can.
  • aliphatic and alicyclic polyols include 1,4-butanediol, 1,6-hexanediol, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, neopentyl glycol, trimethylolethane, trimethylolpropane, and ditriol.
  • Methylol propane, pentaerythritol, dipentaerythritol, dimethylol heptane, dimethylol propionic acid, dimethylol butanoic acid, glycerin, hydrogenated bisphenol A and the like can be mentioned.
  • the polyester polyol is obtained by the dehydration condensation reaction of the above-described polyol and a polybasic carboxylic acid or an anhydride thereof.
  • polybasic carboxylic acids or their anhydrides are represented by adding "(anhydride)" to those which may be anhydrides, (anhydride) succinic acid, adipic acid, (anhydride) maleic acid (anhydride) Itaconic acid, (anhydride) trimellitic acid, (anhydride) pyromellitic acid, (anhydride) phthalic acid, isophthalic acid, terephthalic acid, hexahydro (anhydride) phthalic acid and the like.
  • the polyether polyol may be, in addition to the polyalkylene glycol, the above-mentioned polyol or a polyoxyalkylene modified polyol obtained by the reaction of dihydroxybenzenes with an alkylene oxide.
  • the polyester (meth) acrylate oligomer means an oligomer having an ester bond and at least two (meth) acryloyloxy groups in the molecule.
  • the polyester (meth) acrylate oligomer can be obtained, for example, by subjecting a (meth) acrylic acid, a polybasic carboxylic acid or an anhydride thereof, and a polyol to a dehydration condensation reaction.
  • succinic anhydride As polybasic carboxylic acid or its anhydride, succinic anhydride, adipic acid, maleic anhydride, itaconic anhydride, trimellitic anhydride, pyromellitic anhydride, hexahydrophthalic anhydride, phthalic acid, succinic acid, maleic acid And itaconic acid, trimellitic acid, pyromellitic acid, hexahydrophthalic acid, phthalic acid, isophthalic acid, terephthalic acid and the like.
  • 1,4-butanediol, 1,6-hexanediol, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, neopentyl glycol, trimethylol ethane, trimethylol propane, ditrimethylol propane, pentaerythritol, di- Pentaerythritol, dimethylolheptane, dimethylolpropionic acid, dimethylolbutanoic acid, glycerin, hydrogenated bisphenol A and the like can be mentioned.
  • Epoxy (meth) acrylic oligomers can be obtained by the addition reaction of polyglycidyl ether and (meth) acrylic acid. Epoxy (meth) acrylic oligomers have at least two (meth) acryloyloxy groups in the molecule.
  • Examples of polyglycidyl ethers include ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, tripropylene glycol diglycidyl ether, 1,6-hexanediol diglycidyl ether, and bisphenol A diglycidyl ether.
  • the total content of the bifunctional (meth) acrylate monomer and the polyfunctional (meth) acrylate monomer is a photocurable component (A) in order to increase the hardness of the photoselective absorption layer.
  • the amount is 50 parts by mass or more, preferably 60 parts by mass or more, and more preferably 80 parts by mass or more based on 100 parts by mass.
  • the content of the monofunctional (meth) acrylate monomer is preferably 50 parts by mass or more, preferably 100 parts by mass of the photocurable component (A), from the viewpoint of adhesion. 60 parts by mass or more, more preferably 60 parts by mass or more.
  • the cationically polymerizable compound represents a compound or an oligomer which is cured by the cationic polymerization reaction proceeding by irradiation with an active energy ray such as ultraviolet light, visible light, electron beam, X-ray or the like and heating.
  • an active energy ray such as ultraviolet light, visible light, electron beam, X-ray or the like and heating.
  • an epoxy compound, an oxetane compound, a vinyl compound etc. are mentioned.
  • the cationically polymerizable compound is preferably an epoxy compound.
  • the epoxy compound is a compound having one or more (preferably two or more) epoxy groups in the molecule.
  • the epoxy compounds may be used alone or in combination of two or more.
  • an epoxy compound an alicyclic epoxy compound, an aromatic epoxy compound, a hydrogenated epoxy compound, an aliphatic epoxy compound etc. can be mentioned.
  • the epoxy compound is preferably an alicyclic epoxy compound and an aliphatic epoxy compound, and more preferably an alicyclic epoxy compound.
  • the alicyclic epoxy compound is a compound having one or more epoxy groups bonded to an alicyclic ring in the molecule.
  • the “epoxy group bonded to an alicyclic ring” means a bridging oxygen atom —O— in a structure represented by the following formula (I).
  • m is an integer of 2 to 5.
  • a compound in which one or more hydrogen atoms in (CH 2 ) m in the above-mentioned formula (I) are removed and which is bonded to another chemical structure may be a cycloaliphatic epoxy compound.
  • One or more hydrogen atoms in (CH 2 ) m may be optionally substituted by a linear alkyl group such as a methyl group or an ethyl group.
  • the transition temperature is high, which is also advantageous in terms of adhesion.
  • specific examples of the alicyclic epoxy compound will be listed. Here, first, the compound name is listed, and then the corresponding chemical formula is shown, and the compound name and the corresponding chemical formula are given the same reference numerals.
  • the aromatic epoxy compound is a compound having an aromatic ring and an epoxy group in the molecule.
  • aromatic epoxy compounds bisphenol-type epoxy compounds such as diglycidyl ether of bisphenol A, diglycidyl ether of bisferr F, diglycidyl ether of bisphenol S, or oligomers thereof; phenol novolac epoxy resin, cresol novolac epoxy resin, hydroxybenzaldehyde Novolac type epoxy resin such as phenol novolac epoxy resin; glycidyl ether of 2,2 ', 4,4'-tetrahydroxydiphenylmethane, and polyfunctional type such as glycidyl ether of 2,2', 4,4'-tetrahydroxybenzophenone And epoxy resins of epoxy resins such as epoxidized polyvinyl phenol.
  • the hydrogenated epoxy compound is a glycidyl ether of a polyol having an alicyclic ring, and is a nucleus-hydrogenated poly obtained by selectively performing a hydrogenation reaction on an aromatic ring under pressure in the presence of a catalyst and an aromatic polyol. It can be obtained by glycidyl etherification of a hydroxy compound.
  • aromatic polyol examples include, for example, bisphenol type compounds such as bisphenol A, bisphor F, bisphenol S; novolac resins such as phenol novolac resin, cresol novolac resin, hydroxybenzaldehyde phenol novolac resin; tetrahydroxydiphenylmethane, tetrahydroxy It includes polyfunctional compounds such as benzophenone and polyvinylphenol.
  • a glycidyl ether can be obtained by reacting epichlorohydrin with an alicyclic polyol obtained by subjecting the aromatic ring of an aromatic polyol to a hydrogenation reaction.
  • hydrogenated epoxy compounds preferred is a diglycidyl ether of hydrogenated bisphenol A.
  • the aliphatic epoxy compound is a compound having at least one oxirane ring (three-membered cyclic ether) bonded to an aliphatic carbon atom in the molecule.
  • monofunctional epoxy compounds such as butyl glycidyl ether and 2-ethylhexyl glycidyl ether; and difunctional ones such as 1,4-butanediol diglycidyl ether, 1,6-hexanediol diglycidyl ether and neopentyl glycol diglycidyl ether Epoxy compounds; trifunctional or higher epoxy compounds such as trimethylolpropane triglycidyl ether and pentaerythritol tetraglycidyl ether; and one epoxy group directly bonded to an alicyclic ring such as 4-vinylcyclohexene dioxide and limonene dioxide And epoxy compounds having an oxirane ring bonded to an aliphatic carbon atom.
  • a bifunctional epoxy compound (also referred to as an aliphatic diepoxy compound) having two oxirane rings bonded to an aliphatic carbon atom in the molecule is preferable from the viewpoint of adhesiveness.
  • a suitable aliphatic diepoxy compound can be represented, for example, by the following formula (II).
  • Y in the above formula (II) is an alkylene group having 2 to 9 carbon atoms, an alkylene group having 4 to 9 carbon atoms in total having an ether bond, or a divalent carbon number having 6 to 18 carbon atoms having an alicyclic structure.
  • Examples of aliphatic diepoxy compounds represented by the above formula (II) include diglycidyl ethers of alkanediols, diglycidyl ethers of oligoalkylene glycols having a repeating number up to about 4, or diglycidyl ethers of alicyclic diols. .
  • An oxetane compound is a compound containing one or more oxetane rings (oxetanyl groups) in the molecule.
  • oxetane compounds include 3-ethyl-3-hydroxymethyl oxetane, 2-ethylhexyl oxetane, 1,4-bis [ ⁇ (3-ethyloxetan-3-yl) methoxy ⁇ methyl] benzene, 3-ethyl-3 [ ⁇ (3-ethyloxetan-3-yl) methoxy ⁇ methyl] oxetane, 3-ethyl-3- (phenoxymethyl) oxetane, 3- (cyclohexyloxy) methyl-3-ethyloxetane and the like.
  • the oxetane compound may be used as a main component of the cationically polymerizable compound, or may be used in combination with an epoxy compound. By using an oxetane compound in combination, the curing speed and the adhesion may be improved.
  • the vinyl compounds include aliphatic or alicyclic vinyl ether compounds.
  • the vinyl compound include alkyls having 5 to 20 carbon atoms such as n-amyl vinyl ether, i-amyl vinyl ether, n-hexyl vinyl ether, n-octyl vinyl ether, 2-ethylhexyl vinyl ether, n-dodecyl vinyl ether, stearyl vinyl ether, oleyl vinyl ether, etc.
  • Vinyl ethers of alkenyl alcohols hydroxyl group-containing vinyl ethers such as 2-hydroxyethyl vinyl ether, 3-hydroxypropyl vinyl ether, 4-hydroxybutyl vinyl ether; aliphatic rings or aromatics such as cyclohexyl vinyl ether, 2-methylcyclohexyl vinyl ether, cyclohexyl methyl vinyl ether, benzyl vinyl ether Vinyl ethers of monoalcohols having an aliphatic ring; glycerol monovinyl ether , 1,4-butanediol monovinyl ether, 1,4-butanediol divinyl ether, 1,6-hexanediol divinyl ether, neopentyl glycol divinyl ether, pentaerythritol divinyl ether, pentaerythritol tetravinyl ether, trimethylolpropane divinyl ether Of polyhydric alcohols such
  • the vinyl compound may be used as a main component of the cationically polymerizable compound, or may be used in combination with an epoxy compound, or an epoxy compound and an oxetane compound. By using a vinyl compound in combination, it may be possible to improve the curing speed and the viscosity reduction of the adhesive.
  • the photocurable component (A) may use a radically polymerizable compound and a cationically polymerizable compound in combination.
  • the content of the photocurable component (A) is usually 50 to 99.5% by mass, preferably 70 to 97% by mass, with respect to 100% by mass of the active energy ray-curable composition.
  • the light selective absorption compound (B) is a compound that selectively absorbs light of a wavelength of 405 nm, is preferably a compound that satisfies the formula (5), and is further a compound that satisfies the formula (6) preferable.
  • ⁇ (405) 20 20 (5) [In Formula (5), (epsilon) (405) represents the gram absorption coefficient of the compound in wavelength 405 nm. The unit of gram absorption coefficient is L / (g ⁇ cm).
  • (epsilon) (405) represents the gram absorption coefficient of the compound in wavelength 405 nm
  • (epsilon) (440) represents the gram absorption coefficient in wavelength 440 nm.
  • the gram absorbance coefficient is measured by the method described in the examples.
  • ⁇ (405) The larger the value of ⁇ (405) is, the easier it is to absorb light with a wavelength of 405 nm, and it is easy to exhibit the function of suppressing deterioration by ultraviolet light or visible light of short wavelength.
  • ⁇ (405) is less than 20 L / (g ⁇ cm)
  • the content of the photoselective absorption compound (B) is increased.
  • the content of the light selective absorption compound (B) may be bled out or dispersed unevenly, and the light absorption function may be insufficient.
  • ⁇ (405) is preferably 20 L / (g ⁇ cm) or more, more preferably 30 L / (g ⁇ cm) or more, and even more preferably 40 L / (g ⁇ cm) or more Preferably, it is usually 500 L / (g ⁇ cm) or less.
  • a compound having a larger value of ⁇ (405) / ⁇ (440) absorbs light in the vicinity of 405 nm without inhibiting color expression of the display device, and suppresses light deterioration of the display device such as a retardation film or an organic EL element can do.
  • the value of ⁇ (405) / ⁇ (440) is preferably 20 or more, more preferably 40 or more, still more preferably 70 or more, and particularly preferably 80 or more.
  • the photoselective absorption compound (B) is preferably a compound containing a merocyanine structure in the molecule.
  • the light selective absorption compound (B) is preferably a compound represented by the formula (I) (hereinafter sometimes referred to as a compound (I)).
  • R 1 and R 5 each independently represent a hydrogen atom, an alkyl group having 1 to 25 carbon atoms which may have a substituent, or 7 to carbon atoms which may have a substituent; 15 represent an aralkyl group, an aryl group having a carbon number of 6 to 15, and a heterocyclic group, and -CH 2- contained in the alkyl group or the aralkyl group is -NR 1A- , -CO-, -SO 2- , -O It may be substituted by-or -S-.
  • R 1A represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
  • R 2 , R 3 and R 4 each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms which may have a substituent, or an aromatic hydrocarbon group which may have a substituent Or an aromatic heterocyclic group which may have a substituent, and -CH 2- contained in the alkyl group is -NR 1B- , -CO-, -NO 2- , -O- or -S- And may be substituted.
  • R 1B represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
  • R 6 and R 7 each independently represent a hydrogen atom, an alkyl group having 1 to 25 carbon atoms, or an electron-withdrawing group, or R 6 and R 7 may be linked to each other to form a ring structure .
  • R 1 and R 2 may be linked to each other to form a ring structure
  • R 2 and R 3 may be linked to each other to form a ring structure
  • R 2 and R 4 are linked to each other to form a ring structure
  • R 3 and R 6 may be linked to each other to form a ring structure.
  • Examples of the alkyl group having 1 to 25 carbon atoms represented by R 1 and R 5 include methyl group, ethyl group, n-propyl group, isopropyl group, 2-cyanopropyl group, n-butyl group, tert-butyl group, and sec-butyl, n-pentyl, n-hexyl, 1-methylbutyl, 3-methylbutyl, n-octyl, n-decyl, 2-hexyl-octyl and the like.
  • Examples of the substituent which the alkyl group having 1 to 25 carbon atoms represented by R 1 and R 5 may have include the groups described in the following group A.
  • Group A nitro, hydroxy, carboxy, sulfo, cyano, amino, halogen, alkoxy having 1 to 6 carbons, alkylsilyl having 1 to 12 carbons, alkyl having 2 to 8 carbons carbonyl group, * - R a1 - (O -R a2) t1 -R a3 (R a1 and R a2 each independently represent an alkanediyl group having 1 to 6 carbon atoms, R a3 is a C1- 6 represents an alkyl group, and s 1 represents an integer of 1 to 3.) and the like.
  • alkylsilyl group having 1 to 12 carbon atoms examples include monoalkylsilyl groups such as methylsilyl group, ethylsilyl and propylsilyl groups; dialkylsilyl groups such as dimethylsilyl group, diethylsilyl group and methylethylsilyl group; trimethylsilyl and triethylsilyl, And trialkylsilyl groups such as tripropylsilyl group.
  • alkylcarbonyl group having 2 to 8 carbon atoms examples include a methylcarbonyl group and an ethylcarbonyl group.
  • a halogen atom a fluorine atom, a chlorine atom, a bromine atom etc. are mentioned.
  • Examples of the aralkyl group having 7 to 15 carbon atoms represented by R 1 and R 5 include a benzyl group and a phenylethyl group.
  • Examples of the group in which —CH 2 — contained in the aralkyl group is replaced by —SO 2 — or —COO— include a 2-phenylacetic acid ethyl group and the like.
  • Examples of the substituent which the aralkyl group having 7 to 15 carbon atoms represented by R 1 and R 5 may have include the groups described in Group A above.
  • Examples of the aryl group having 6 to 15 carbon atoms represented by R 1 and R 5 include a phenyl group, a naphthyl group and an anthracenyl group.
  • Examples of the substituent which the aryl group having 6 to 15 carbon atoms represented by R 1 and R 5 may have include the groups described in Group A above.
  • Examples of the heterocyclic group having 6 to 15 carbon atoms represented by R 1 and R 5 include carbons such as pyridyl, pyrrolidinyl, quinolyl, thiophene, imidazolyl, oxazolyl, pyrrole, thiazolyl and furanyl And 3 to 9 aromatic heterocyclic groups.
  • Examples of the alkyl group having 1 to 6 carbon atoms represented by R 1A and R 1B include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, tert-butyl group, sec-butyl group, n -Pentyl group, n-hexyl group and the like.
  • Examples of the alkyl group having 1 to 6 carbon atoms represented by R 2 , R 3 and R 4 include the same ones as the alkyl group having 1 to 6 carbon atoms represented by R 1B .
  • Examples of the substituent which the alkyl group having 1 to 6 carbon atoms represented by R 2 , R 3 and R 4 may have include the groups described in the above-mentioned group A.
  • the aromatic hydrocarbon group represented by R 2 , R 3 and R 4 includes aryl groups having 6 to 15 carbon atoms such as phenyl, naphthyl and anthracenyl; and 7 to 15 carbon atoms such as benzyl and phenylethyl. There may be mentioned 15 aralkyl groups.
  • Examples of the substituent which the aromatic hydrocarbon group represented by R 2 , R 3 and R 4 may have include the groups described in Group A above.
  • the aromatic heterocyclic ring represented by R 2 , R 3 and R 4 has 3 carbon atoms such as pyridyl, pyrrolidinyl, quinolyl, thiophene, imidazolyl, oxazolyl, pyrrole, thiazolyl and furanyl.
  • aromatic heterocyclic groups of -9 As a substituent which the aromatic heterocyclic ring represented by R ⁇ 2 >, R ⁇ 3 > and R ⁇ 4 > may have, the group as described in the said group A is mentioned.
  • Examples of the alkyl group having 1 to 25 carbon atoms represented by R 6 and R 7 include the same ones as the alkyl group having 1 to 25 carbon atoms represented by R 1 and R 5 .
  • Examples of the substituent which the alkyl group having 1 to 25 carbon atoms represented by R 6 and R 7 may have include the groups described in Group A above.
  • Examples of the electron withdrawing group represented by R 6 and R 7 include a cyano group, a nitro group, a halogen atom, an alkyl group substituted with a halogen atom, and a group represented by formula (I-1) .
  • R 11 represents a hydrogen atom or an alkyl group having 1 to 25 carbon atoms, and at least one of the methylene groups contained in the alkyl group may be substituted by an oxygen atom.
  • X 1 represents —CO—, —COO—, —OCO—, —NR 12 CO— or CONR 13 —.
  • R 12 and R 13 each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or a phenyl group.
  • the halogen atom includes a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.
  • alkyl group substituted by a halogen atom include trifluoromethyl group, perfluoroethyl group, perfluoropropyl group, perfluoroisopropyl group, perfluorobutyl group, perfluorosec-butyl group, perfluorotert-butyl group, perfluoropentyl group, and the like
  • Perfluoroalkyl groups, such as perfluorohexyl group, etc. are mentioned.
  • the carbon number of the alkyl group substituted with a halogen atom is usually 1 to 25.
  • Examples of the alkyl group having 1 to 25 carbon atoms represented by R 11 include the same as the alkyl groups represented by R 1 and R 5 .
  • Examples of the C 1 to C 6 alkyl group represented by R 12 and R 13 include the same as the C 1 to C 6 alkyl group represented by R 1A .
  • R 6 and R 7 may be linked to each other to form a ring structure, and examples of the ring structure formed of R 6 and R 7 include a Meldrum's acid structure, a barbituric acid structure, a dimedone structure, etc.
  • the ring structure formed by bonding R 2 and R 3 to each other is a nitrogen-containing ring structure containing a nitrogen atom bonded to R 2, and is, for example, a 4- to 14-membered nitrogen-containing heterocyclic ring It can be mentioned.
  • the ring structure formed by linking R 2 and R 3 to each other may be monocyclic or polycyclic. Specifically, pyrrolidine ring, pyrroline ring, imidazolidine ring, imidazoline ring, oxazoline ring, thiazoline ring, piperidine ring, morpholine ring, piperazine ring, indole ring, isoindole ring and the like can be mentioned.
  • the ring structure formed by bonding R 1 and R 2 to each other is a nitrogen-containing ring structure containing a nitrogen atom to which R 1 and R 2 are bonded, and is, for example, a 4- to 14-membered ring (preferably And 4 to 8 membered rings).
  • the ring structure formed by linking R 1 and R 2 to each other may be monocyclic or polycyclic. Specifically, the same as the ring structure formed by linking R 2 and R 3 to each other can be mentioned.
  • the ring structure formed by combining R 2 and R 4 with one another includes a 4- to 14-membered nitrogen-containing ring structure, and a 5- to 9-membered nitrogen-containing ring structure is preferable.
  • the ring structure formed by bonding R 2 and R 4 to each other may be monocyclic or polycyclic. These rings may have a substituent, and as such a ring structure, the same one as exemplified as the ring structure formed by connecting the aforementioned R 2 and R 3 to each other can be mentioned.
  • a phenyl group etc. are mentioned.
  • Examples of the compound represented by formula (I) in which R 2 and R 3 are linked to each other to form a ring structure include compounds represented by formula (IA), and R 2 and R 4
  • Examples of the compound represented by the formula (I) which forms a ring structure by linking include a compound represented by the formula (IB) and the like.
  • R 1 , R 3 , R 4 , R 5 , R 6 and R 7 each represent the same meaning as described above.
  • Ring W 1 and ring W 2 each independently represent a nitrogen-containing ring.
  • Ring W 1 and ring W 2 represent a nitrogen-containing ring containing a nitrogen atom as a constituent unit of the ring.
  • the ring W 1 and the ring W 2 may be each independently a single ring or multiple rings, and may contain a heteroatom other than nitrogen as a constituent unit of the ring.
  • the ring W 1 and the ring W 2 are preferably each independently a 5- to 9-membered ring.
  • the compound represented by the formula (IA) is preferably a compound represented by the formula (IA-1).
  • R 1 , R 4 , R 5 , R 6 and R 7 each represent the same meaning as described above.
  • a 1 represents -CH 2- , -O-, -S- or -NR 1D- .
  • Each of R 14 and R 15 independently represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms.
  • R 1D represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
  • the compound represented by the formula (IB) is preferably a compound represented by the formula (IB-1) and a compound represented by the formula (IB-2).
  • R 1 , R 6 and R 7 each represent the same meaning as described above.
  • Each R 16 independently represents a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, or an aryl group.
  • R 3 , R 5 , R 6 and R 7 each represent the same meaning as described above.
  • R 30 represents a hydrogen atom, a cyano group, a nitro group, a halogen atom, a mercapto group, an amino group, an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, an aromatic hydrocarbon having 6 to 18 carbon atoms And an acyl group having 2 to 13 carbon atoms, an acyloxy group having 2 to 13 carbon atoms, or an alkoxycarbonyl group having 2 to 13 carbon atoms.
  • R 31 represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a mercapto group, an alkylthio group having 1 to 12 carbon atoms, an amino group or heterocyclic group which may have a substituent, Represent. ]
  • the halogen atom represented by R 30, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom.
  • Examples of the acyloxy group having 2 to 13 carbon atoms represented by R 30 include a methyl carbonyloxy group, an ethyl carbonyloxy group, a propyl carbonyloxy group, and a butyl carbonyloxy group.
  • Examples of the alkoxycarbonyl group having 2 to 13 carbon atoms represented by R 30 include a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, a butoxycarbonyl group and the like.
  • Examples of the aromatic hydrocarbon group having 6 to 18 carbon atoms represented by R 30 include aryl groups having 6 to 18 carbon atoms such as phenyl group, naphthyl group and biphenyl group; 7 carbon atoms such as benzyl group and phenylethyl group There may be mentioned an aralkyl group of -18.
  • Examples of the alkyl group having 1 to 12 carbon atoms represented by R 30 include the same ones as the alkyl group having 1 to 12 carbon atoms represented by R 14 .
  • Examples of the alkyl group having 1 to 12 carbon atoms represented by R 30 include a methoxy group, an ethoxy group, a propoxy group, a butoxy group and a pentoxy group.
  • R 30 is preferably an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, an amino group or a mercapto group.
  • Examples of the alkyl group having 1 to 12 carbon atoms represented by R 31 include the same ones as the alkyl group having 1 to 12 carbon atoms represented by R 14 .
  • Examples of the C 1-12 alkoxy group represented by R 31 include the same as the C 1-12 alkoxy group represented by R 30 .
  • Examples of the alkylthio group having 1 to 12 carbon atoms represented by R 31 include a methylthio group, an ethylthio group, a propylthio group, a butylthio group, a pentylthio group and a hexylthio group.
  • the amino group which may have a substituent represented by R 31 is, for example, an amino group; one alkyl group having 1 to 8 carbon atoms such as N-methylamino group or N-ethylamino group Amino groups; amino groups substituted with two alkyl groups having 1 to 8 carbon atoms such as N, N-dimethylamino, N, N-diethylamino, N, N-methylethylamino and the like; and the like.
  • Examples of the heterocyclic ring represented by R 31 include nitrogen-containing heterocyclic groups having 4 to 9 carbon atoms such as pyrrolidinyl group, piperidinyl group and morpholinyl group.
  • R 1, R 6 and R 7 represent the same meaning as described above.
  • Each of R 21 and R 22 independently represents a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, or a hydroxy group.
  • R 25 represents a hydrogen atom, an alkyl group having 1 to 25 carbon atoms, or an aromatic hydrocarbon group which may have a substituent.
  • Examples of the alkyl group having 1 to 25 carbon atoms represented by R 25 include the same ones as the alkyl group having 1 to 25 carbon atoms represented by R 1 .
  • Examples of the aromatic hydrocarbon group represented by R 25 include aryl groups such as phenyl group and naphthyl group: aralkyl groups such as benzyl group and phenylethyl group: biphenyl group and the like, and aromatics having 6 to 20 carbon atoms It is preferably a hydrocarbon group.
  • Examples of the substituent which the aromatic hydrocarbon group represented by R 25 may have include a hydroxy group and the like.
  • R 3 and R 6 are each independently an electron withdrawing group.
  • Examples of the compound represented by the formula (I) in which R 1 and R 2 are linked to each other to form a ring structure and R 3 and R 6 are linked to each other to form a ring structure include a compound represented by formula (ID) And the like.
  • R 4 , R 5 and R 7 represent the same meaning as described above.
  • R 25 , R 26 , R 27 and R 28 each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms which may have a substituent, a hydroxy group or an aralkyl group.
  • Examples of the alkyl group having 1 to 12 carbon atoms represented by R 25 , R 26 , R 27 and R 28 include the same ones as the alkyl group having 1 to 12 carbon atoms represented by R 1A and R 1B .
  • Examples of the substituent which the alkyl group having 1 to 12 carbon atoms represented by R 25 , R 26 , R 27 and R 28 may have include a hydroxy group.
  • Examples of the aralkyl group represented by R 25 , R 26 , R 27 and R 28 include aralkyl groups having 7 to 15 carbon atoms such as benzyl group and phenylethyl group.
  • Examples of the compound (I) in which R 6 and R 7 are linked to each other to form a ring structure include compounds represented by the formula (IE) and the like.
  • R 1 , R 3 , R 4 and R 5 each represent the same meaning as described above.
  • Ring W 3 represents a cyclic compound.
  • the ring W 3 is a 5- to 9-membered ring, and may contain a heteroatom such as a nitrogen atom, an oxygen atom or a sulfur atom as a constituent unit of the ring.
  • the compound represented by the formula (IE) is preferably a compound represented by the formula (IE-1).
  • R 1 , R 2 , R 3 and R 5 each represent the same meaning as described above.
  • R 17 , R 18 , R 19 and R q each independently represent a hydrogen atom or an alkyl, aralkyl or aryl group having 1 to 12 carbon atoms which may have a substituent, and the alkyl or
  • R 17 and R 18 may be linked to each other to form a ring structure
  • R 18 and R 19 may be linked to each other to form a ring structure
  • R 19 and R q are linked to each other to form a ring structure
  • Examples of the compound represented by the formula (I) include the following compounds.
  • the content of the photoselective absorption compound (B) is usually 0.01 to 20 parts by mass, preferably 0.05 to 15 parts by mass, relative to 100 parts by mass of the photocurable component (A).
  • the amount is preferably 0.1 to 10 parts by mass, and more preferably 0.1 to 5 parts by mass.
  • the photocurable component (A) is a radical polymerization compound
  • the photopolymerization initiator (C) contains a photoradical polymerization initiator.
  • a thermal radical polymerization initiator may be contained.
  • the photo radical polymerization initiator is to initiate the polymerization reaction of the radical curable compound by irradiation of an active energy ray such as visible light, ultraviolet light, X-ray or electron beam.
  • the active energy ray-curable adhesive composition can contain one or more radical polymerization initiators.
  • photo radical polymerization initiator and the thermal radical polymerization initiator conventionally known ones can be used.
  • a radical photopolymerization initiator acetophenone, 3-methylacetophenone, benzyl dimethyl ketal, 1- (4-isopropylphenyl) -2-hydroxy-2-methylpropan-1-one, 2-methyl-1- [4- (4) Acetophenone-based initiators such as (methylthio) phenyl-2-morpholinopropan-1-one, 2-hydroxy-2-methyl-1-phenylpropan-1-one; benzophenone, 4-chlorobenzophenone, 4,4'-diamino Benzophenone-based initiators such as benzophenone; Benzoin-ether-based initiators such as benzoin propyl ether, benzoimme, and chill ether benzoin ethyl ether; Thioxanthone-based initiators such as 4-isopropyl thioxanthone; Dehydrogenase,
  • the content of the radical polymerization initiator is usually 0.5 to 20 parts by mass, preferably 1 to 6 parts by mass with respect to 100 parts by mass of the radical polymerizable compound. By containing 0.5 parts by weight or more of the radical polymerization initiator, the radically polymerizable compound can be sufficiently cured.
  • the photopolymerization initiator (C) is a photocationic polymerization initiator.
  • the cationic photopolymerization initiator generates a cationic species or a Lewis acid by irradiation of an active energy ray such as visible light, ultraviolet light, X-ray or electron beam to initiate a polymerization reaction of the cationic curable compound. . Since the photocationic polymerization initiator acts catalytically with light, it is excellent in storage stability and workability even when it is mixed with the photocationic curable compound.
  • Examples of the compound that generates a cationic species or a Lewis acid upon irradiation with active energy rays include onium salts such as aromatic iodonium salts and aromatic sulfonium salts; aromatic diazonium salts; iron-arene complexes and the like.
  • the aromatic iodonium salt is a compound having a diaryliodonium cation, and the cation can typically include a diphenyl iodonium cation.
  • the aromatic sulfonium salt is a compound having a triarylsulfonium cation, and as the cation, typically, triphenylsulfonium cation, 4,4'-bis (diphenylsulfonio) diphenyl sulfide cation and the like can be mentioned.
  • the aromatic diazonium salt is a compound having a diazonium cation, and typically, a benzene diazonium cation can be mentioned as the cation.
  • the iron-arene complex is typically cyclopentadienyl iron (II) arene cation complex salt.
  • the photocationic polymerization initiator may be used alone or in combination of two or more.
  • the aromatic sulfonium salt is preferably used because it has an ultraviolet absorbing property even in the wavelength region around 300 nm and is excellent in curability and can give a cured product having good mechanical strength and adhesive strength.
  • the content of the photo cationic polymerization initiator is usually 0.5 to 10 parts by mass, preferably 6 parts by mass or less, with respect to 100 parts by mass of the cationically polymerizable compound.
  • the cationically polymerizable compound can be sufficiently cured by blending the cationic photopolymerization initiator in an amount of 0.5 parts by mass or more.
  • the active energy ray-curable composition can optionally contain an additive.
  • an additive an ion trap agent, a chain transfer agent, a polymerization accelerator, a sensitizer, a sensitizer, a light stabilizer, a tackifier, a filler, a flow control agent, a plasticizer, an antifoamer, a leveling agent , Silane coupling agent, translucent fine particles, solvents such as organic solvents, thermal polymerization initiator, blocking agent, antifouling agent, surfactant, crosslinking agent, curing agent, viscosity modifier, antistatic agent, antifouling agent Slip agents, refractive index modifiers, dispersants and the like.
  • Organic solvents include aliphatic hydrocarbons such as hexane, cyclohexane and octane; aromatic hydrocarbons such as toluene and xylene; methanol, ethanol, 1-propanol, isopropanol, n-butanol, s-butanol and t-butanol Alcohols such as benzyl alcohol, PGME, ethylene glycol and cyclohexanol; Ketones such as methyl ethyl ketone, methyl isobutyl ketone, cyclopentanone, cyclohexanone, heptanone, diisobutyl ketone and diethyl ketone; Ethyl acetate, butyl acetate, isobutyl acetate and the like Esters;
  • organic solvents may be used alone or, if necessary, may be used as a mixture of several kinds.
  • the active energy ray curable composition contains an organic solvent, it is necessary to evaporate the organic solvent after coating. Therefore, it is desirable that the organic solvent have a boiling point in the range of 60.degree. C. to 160.degree.
  • the saturated vapor pressure at 20 ° C. is preferably in the range of 0.1 kPa to 20 kPa.
  • leveling agent well-known things, such as a fluorine-type leveling agent, a silicone type leveling agent, an acryl-type leveling agent, can be mentioned, for example.
  • the content of the leveling agent is preferably 0.1 to 1 part by mass with respect to 100 parts by mass of the photocurable component (A). If the light selective absorption layer is a surface treatment layer, the flatness of the surface may be deteriorated, haze and unevenness may easily occur, and the blocking resistance may not be sufficiently exhibited. On the other hand, when it is more than 1 part by mass, the dispersibility and the pot life of the active energy ray-curable composition tend to be deteriorated.
  • the active energy ray curable composition may have an adhesive function depending on the type of the photocurable component (A) and the like, and can be used as an adhesive.
  • its viscosity is preferably low.
  • the viscosity at 25 ° C. is preferably 1000 mPa ⁇ s or less, more preferably 500 mPa ⁇ s or less, still more preferably 300 mPa ⁇ s or less, and usually 250 mPa ⁇ s or more.
  • the curable adhesive composition according to the present invention may be of a non-solvent type, but may contain an organic solvent in order to adjust the viscosity to a suitable value for the applied coating method.
  • the resin film (a) may be a film having an optical function, such as a polarizing film, a retardation film, or a wind film.
  • the film having an optical function means a film capable of transmitting, reflecting and absorbing light.
  • a window film means a front plate in a flexible display such as a flexible display, and is generally disposed on the outermost surface of the display.
  • the window film is, for example, a resin film made of a polyimide resin.
  • the window film may be a hybrid film of an organic material and an inorganic material such as a resin film containing, for example, polyimide and silica.
  • a hard coat layer may be disposed on the surface of the window film to impart surface hardness, stain resistance, and fingerprint resistance.
  • the film of Unexamined-Japanese-Patent No. 2017-94488, etc. are mentioned.
  • the retardation film is an optical film showing optical anisotropy, and for example, polyvinyl alcohol, polycarbonate, polyester, polyarylate, polyimide, polyolefin, polycycloolefin, polystyrene, polysulfone, polyether sulfone, polyvinylidene fluoro,
  • An example is a stretched film obtained by stretching a polymer film composed of a ride / polymethyl methacrylate, acetyl cellulose, a saponified ethylene-vinyl acetate copolymer, polyvinyl chloride and the like by about 1.01 to 6 times.
  • the retardation film may be a retardation film obtained by curing a polymerizable liquid crystal compound.
  • the retardation film includes a zero retardation film, and also includes a film referred to as a uniaxial retardation film, a low photoelastic modulus retardation film, a wide viewing angle retardation film, or the like.
  • a film referred to as a temperature compensation type retardation film a film referred to as a temperature-compensated retardation film, a film in which optical anisotropy is expressed by application and orientation of a liquid crystal compound, and a film in which optical anisotropy is expressed by application of an inorganic layered compound.
  • the zero retardation film is an optically isotropic film in which both the front retardation R e and the retardation R th in the thickness direction are -15 to 15 nm.
  • resin films made of cellulose resins, polyolefin resins (chain polyolefin resins, polycycloolefin resins, etc.) or polyethylene terephthalate resins can be mentioned. Cellulose-based resins or polyolefin-based resins are preferred in that they are easy.
  • the zero retardation film can also be used as a protective film.
  • Z-TAC As the zero retardation film, “Z-TAC” (trade name) sold by Fuji Film Co., Ltd., “Zero Tack (registered trademark)” sold by Konica Minolta Opto Co., Ltd., Nippon Zeon Co., Ltd. And “ZF-14” (trade name) sold by
  • the retardation film is preferably a retardation film obtained by curing a polymerizable liquid crystal compound.
  • First embodiment a retardation film in which a rod-like liquid crystal compound is oriented horizontally to a supporting substrate
  • Second embodiment a retardation film in which a rod-like liquid crystal compound is oriented in a direction perpendicular to a supporting substrate
  • Third embodiment a retardation film in which a rod-like liquid crystal compound has a helical orientation in the plane
  • fourth embodiment a retardation film in which a discotic liquid crystal compound is obliquely aligned
  • Fifth embodiment A biaxial retardation film in which a discotic liquid crystal compound is oriented in a direction perpendicular to a support substrate can be mentioned.
  • the 1st form, the 2nd form, and the 5th form are used suitably. Or these may be laminated and used.
  • the retardation film When the retardation film is a layer composed of a polymer in the alignment state of the polymerizable liquid crystal compound (hereinafter sometimes referred to as "optically anisotropic layer"), the retardation film has reverse wavelength dispersion.
  • Reverse wavelength dispersion is an optical characteristic in which the in-plane retardation value at the short wavelength is smaller than the in-plane retardation value at the long wavelength, and preferably the retardation film has the following formula It is to satisfy (7) and equation (8).
  • Re ( ⁇ ) represents an in-plane retardation value for light of wavelength ⁇ nm.
  • the retardation film when the retardation film is in the first form and has reverse wavelength dispersion, it is preferable because the coloration at the time of black display in the display device is reduced, and 0.82 ⁇ in the formula (7). It is more preferable if Re (450) / Re (550) ⁇ 0.93. Furthermore, 120 ⁇ Re (550) ⁇ 150 is preferable.
  • Examples of the method for producing a retardation film from a polymer in the alignment state of the polymerizable liquid crystal compound include the method described in JP-A-2010-31223.
  • the front retardation value Re (550) may be adjusted in the range of 0 to 10 nm, preferably in the range of 0 to 5 nm, and the retardation value R th in the thickness direction is -10 to- It may be adjusted in the range of 300 nm, preferably in the range of -20 to -200 nm.
  • the retardation value R th in the thickness direction which means the refractive index anisotropy in the thickness direction, is an in-plane retardation difference from the retardation value R 50 measured by tilting 50 degrees with the in-plane fast axis as the tilt axis. It can be calculated from the value R 0 .
  • the phase difference value R th in the thickness direction retardation value R 0 in the plane retardation value R 50 measured by inclining 50 degrees inclination axis fast axis, thickness of the retardation film d, and positions the average refractive index n 0 of the retardation film obtains the n x, n y and n z by the following equation (10) to (12), these are substituted into equation (9) can be calculated.
  • R th [(n x + n y ) / 2-n z ] ⁇ d (9)
  • R 0 (n x -n y ) ⁇ d (10)
  • n y ' n y ⁇ n z / [ ny 2 ⁇ sin 2 ( ⁇ ) + n z 2 ⁇ cos 2 ( ⁇ )] 1/2
  • the retardation film may be a multilayer film having two or more layers.
  • stacked via the adhesive or the adhesive agent are mentioned.
  • the optical film 40 is a multilayer film in which two or more retardation films are laminated, as a configuration of an optical laminate including the optical film of the present invention, as shown in FIG.
  • a configuration including the laminated optical film 40 can be mentioned.
  • stacked the quarter wavelength phase difference layer 50a and the positive C layer 80 through the adhesive bond layer or the adhesive layer is also mentioned.
  • the first wavelength retardation layer 50 for giving a phase difference of 1 ⁇ 4 wavelength shown in FIG. 4 and the half wavelength retardation layer 70 for giving a phase difference of 1 ⁇ 2 wavelength to transmitted light The optical film of the fifth aspect may be used. In the case of the configuration of FIG. 4, it is more preferable that at least one is the fifth form.
  • the 1 ⁇ 4 wavelength retardation layer 50 a is preferably the optical film of the first embodiment, and more preferably satisfies the expressions (7) and (8).
  • the polarizing film is a film having a function of selectively transmitting one-way linear polarized light from natural light.
  • an iodine-based polarizing film in which iodine as a dichroic dye is adsorbed and oriented in a polyvinyl alcohol-based resin film and a dye-based film in which a dichroic dye as a dichroic dye is adsorbed and oriented in a polyvinyl alcohol-based resin film
  • the polarizing film include a polarizing film, and a coating-type polarizing film which is coated with a dichroic dye in a lyotropic liquid crystal state, and is oriented and fixed.
  • polarizing films are referred to as absorptive polarizing films because they selectively transmit one linearly polarized light in one direction from natural light and absorb linearly polarized light in the other.
  • the polarizing film is not limited to the absorptive polarizing film, and is a reflective polarizing film that selectively transmits one linearly polarized light from natural light and reflects the linearly polarized light in the other, or linearly polarized light in the other. It may be a scattering type polarizing film that scatters, but an absorbing type polarizing film is preferable in terms of excellent visibility.
  • a polyvinyl alcohol-based polarizing film composed of a polyvinyl alcohol-based resin is more preferable, and a polyvinyl alcohol-based polarizing film in which a dichroic dye such as iodine or a dichroic dye is adsorbed and oriented on the polyvinyl alcohol-based resin film is further preferable.
  • a polyvinyl alcohol-based polarizing film in which iodine is adsorbed and oriented to a polyvinyl alcohol-based resin film is particularly preferable.
  • polyvinyl alcohol-type resin which comprises a polyvinyl alcohol-type polarizing film
  • saponified polyvinyl acetate type resin can be used.
  • polyvinyl acetate resins include polyvinyl acetate, which is a homopolymer of vinyl acetate, and copolymers of vinyl acetate and other monomers copolymerizable therewith.
  • examples of other monomers copolymerizable with vinyl acetate include unsaturated carboxylic acids, olefins, vinyl ethers, unsaturated sulfonic acids, (meth) acrylamides having an ammonium group, and the like.
  • the degree of saponification of the polyvinyl alcohol resin is usually about 85 to 100 mol%, preferably 98 mol% or more.
  • the polyvinyl alcohol-based resin may be modified, and for example, polyvinyl formal or polyvinyl acetal modified with aldehydes can also be used.
  • the average degree of polymerization of the polyvinyl alcohol resin is usually about 1000 to 10000, preferably about 1500 to 5000.
  • the average degree of polymerization of the polyvinyl alcohol-based resin can be determined in accordance with JIS K 6726.
  • What formed such a polyvinyl alcohol-type resin into a film is used as a raw film of a polarizing film.
  • the method of forming a polyvinyl alcohol-based resin into a film is not particularly limited, and a known method is adopted.
  • the thickness of the polyvinyl alcohol-based raw film is, for example, 150 ⁇ m or less, and preferably 100 ⁇ m or less (eg, 50 ⁇ m or less).
  • the polarizing film is a step of uniaxially stretching a polyvinyl alcohol-based resin film; a step of adsorbing a dichroic dye by dyeing a polyvinyl alcohol-based resin film with a dichroic dye; a polyvinyl alcohol-based dye having a dichroic dye adsorbed thereon
  • the resin film can be manufactured by a method including a step of treating (crosslinking treatment) with a boric acid aqueous solution; and a step of washing with water after treatment with a boric acid aqueous solution.
  • the uniaxial stretching of the polyvinyl alcohol-based resin film can be performed before, simultaneously with, or after the dyeing of the dichroic dye. If uniaxial stretching is performed after dyeing, this uniaxial stretching may be performed before or during the boric acid treatment. Moreover, you may uniaxially stretch in these several steps.
  • uniaxial stretching may be performed between rolls having different peripheral speeds, or uniaxial stretching may be performed using a heat roll.
  • the uniaxial stretching may be dry stretching in which stretching is performed in the air, or wet stretching in which stretching is performed in a state in which a polyvinyl alcohol resin film is swollen using a solvent or water.
  • the stretching ratio is usually about 3 to 8 times.
  • a method of dyeing a polyvinyl alcohol-based resin film with a dichroic dye for example, a method of immersing the film in an aqueous solution containing a dichroic dye is employed.
  • a dichroic dye iodine or a dichroic organic dye is used.
  • the polyvinyl alcohol-based resin film is preferably subjected to immersion treatment in water prior to the dyeing treatment.
  • the method of immersing a polyvinyl-alcohol-type resin film in the aqueous solution containing an iodine and potassium iodide is employ
  • the content of iodine in this aqueous solution can be about 0.01 to 1 part by weight per 100 parts by weight of water.
  • the content of potassium iodide can be about 0.5 to 20 parts by weight per 100 parts by weight of water.
  • the temperature of this aqueous solution can be about 20 to 40.degree.
  • the method of immersing a polyvinyl alcohol-type resin film in the aqueous solution containing a dichroic organic dye is employ
  • the aqueous solution containing the dichroic organic dye may contain an inorganic salt such as sodium sulfate as a dyeing assistant.
  • the content of the dichroic organic dye in this aqueous solution can be about 1 ⁇ 10 ⁇ 4 to 10 parts by weight per 100 parts by weight of water.
  • the temperature of this aqueous solution can be about 20 to 80.degree.
  • this boric-acid containing aqueous solution contains potassium iodide.
  • the amount of boric acid in the boric acid-containing aqueous solution can be about 2 to 15 parts by weight per 100 parts by weight of water.
  • the amount of potassium iodide in the aqueous solution can be about 0.1 to 20 parts by weight per 100 parts by weight of water.
  • the temperature of the aqueous solution can be 50 ° C. or higher, for example, 50 to 85 ° C.
  • the polyvinyl alcohol resin film after boric acid treatment is usually washed with water.
  • the water washing process can be performed, for example, by immersing a boric acid-treated polyvinyl alcohol resin film in water.
  • the temperature of water in the water washing treatment is usually about 5 to 40.degree.
  • the film is dried to obtain a polarizing film 30.
  • the drying process can be performed using a hot air dryer or a far infrared heater.
  • a polarizing plate can be obtained by bonding a thermoplastic resin film as a protective film or the like on one side or both sides of this polarizing film using a curable adhesive composition or the like.
  • the thickness of the polarizing film can be 40 ⁇ m or less, preferably 30 ⁇ m or less (eg, 20 ⁇ m or less, further 15 ⁇ m or less, or even 10 ⁇ m or less).
  • the thin film polarizing film 30 can be manufactured more easily, and the thickness of the polarizing film 30 is, for example, 20 ⁇ m or less, and further, Of 15 ⁇ m or less, or even 10 ⁇ m or less.
  • the thickness of the polarizing film 30 is usually 2 ⁇ m or more. Reducing the thickness of the polarizing film is advantageous for reducing the thickness of the polarizing plate and thus the image display device.
  • a preferable configuration of the polarizing plate is a polarizing plate in which a protective film is laminated on at least one surface of a polarizing film via an adhesive layer.
  • stacked on the visual recognition side is a protective film which consists of triacetyl-cellulose-type resin or cycloolefin type resin.
  • the protective film may be an unstretched film, or may be stretched in any direction and have a retardation.
  • a surface treatment layer such as a hard coat layer or an antiglare layer may be provided on the surface of the protective film laminated on the viewing side.
  • the surface treatment layer may be the light selective absorption layer in the present invention.
  • the protective film on the panel side is a protective film or a retardation film made of a triacetyl cellulose resin, a cycloolefin resin or an acrylic resin.
  • the retardation film may be a zero retardation film described later.
  • Another layer or film may be further laminated between the polarizing plate and the panel.
  • a retardation layer having a 1 ⁇ 4 wavelength retardation layer and a 1 ⁇ 2 wavelength retardation layer, and a 1 ⁇ 4 wavelength layer of reverse wavelength dispersion described later are laminated.
  • the retardation layer is preferably a liquid crystal retardation film from the viewpoint of thinning.
  • An active energy ray-curable composition is applied on the above-mentioned resin film (a) to form a coating film, dried if necessary, and then the above-mentioned coating film is cured to form a light selective absorption layer.
  • the optical film of the present invention can be manufactured.
  • the active energy ray curable composition may have an adhesive function depending on its component.
  • an active energy ray curable composition for example, a spin coating method, a dip method, a spray method, a die coating method, a bar coating method, a roll coater method, a meniscus coater method, a flexo printing method
  • various known methods such as screen printing method and bead coater method.
  • the drying method is not particularly limited, but in general, the drying temperature may be 30 to 80 ° C., and the drying time may be 3 to 120 seconds.
  • the drying temperature is less than 30 degreeC, manufacture of a surface treatment film takes a long time, and manufacturing cost may become high.
  • the drying temperature exceeds 80 ° C., there is a problem that the manufacturing cost of the surface treatment film becomes high, and there is a possibility that the initiator, the solvent and the like adhere to the inside of the drying furnace and the like to deteriorate the appearance.
  • the drying time is less than 3 seconds, the adhesion between the substrate film and the surface treatment layer may be poor, or interference fringes may occur.
  • the drying time exceeds 120 seconds, it takes a long time to dry the coating, which may increase the manufacturing cost.
  • the active energy ray irradiation intensity is determined for each curable composition, but the light irradiation intensity in the wavelength range effective for activating the photopolymerization initiator should be 0.1 to 1000 mW / cm 2 preferable.
  • the light irradiation intensity is too low, the reaction time becomes too long, while when the light irradiation intensity is too high, yellowing of the cured layer occurs due to heat radiated from the lamp and heat generation during polymerization of the curable composition. It may cause deterioration of the polarizing film or skin defects of the protective film.
  • the light irradiation time to the curable composition is also controlled for each curable composition, but the integrated light quantity represented as the product of the light irradiation intensity and the light irradiation time is 10 to 5000 mJ / cm 2. It is preferable to set. If the accumulated light amount is too small, generation of the active species derived from the photopolymerization initiator may not be sufficient, and curing of the obtained cured layer may be insufficient. On the other hand, if the accumulated light amount is too large, light irradiation may occur. The time is very long and it is likely to be disadvantageous to the improvement of productivity.
  • the optical film of the present invention can be laminated on a display element such as an organic EL element or a liquid crystal cell, and can be used for a display (FPD: flat panel display) such as an organic EL display or a liquid crystal display.
  • a display element such as an organic EL element or a liquid crystal cell
  • FPD flat panel display
  • acetonitrile is removed using a vacuum evaporator, purified by column chromatography (silica gel) and purified, and the effluent containing the photoselective absorptive compound represented by the formula (aa1) is purified using a vacuum evaporator
  • the solvent was removed to give yellow crystals.
  • the crystals were dried at 60 ° C. under reduced pressure to obtain 4.6 g of a photoselective absorptive compound (1) represented by the formula (aa1) as a yellow powder. The yield was 50%.
  • ⁇ Gram absorption coefficient ⁇ measurement> In order to measure the gram absorption coefficient of the obtained photoselective absorptive compound (1), the photoselective absorptive compound (1) was dissolved in 2-butanone. The resulting solution (concentration: 0.006 g ⁇ L -1 ) is placed in a 1 cm quartz cell, and the quartz cell is set in a spectrophotometer UV-2450 (manufactured by Shimadzu Corporation), and 1 nm steps 300 to 200 by double beam method. Absorbance was measured in the wavelength range of 800 nm. From the obtained absorbance value, the concentration of the light absorbing compound in the solution, and the optical path length of the quartz cell, the gram absorption coefficient for each wavelength was calculated using the following equation.
  • ⁇ ( ⁇ ) A ( ⁇ ) / CL [Wherein, ⁇ ( ⁇ ) represents the gram absorption coefficient L / (g ⁇ cm) of the compound at the wavelength ⁇ nm, A ( ⁇ ) represents the absorbance at the wavelength ⁇ nm, C represents the concentration g / L, and L is It represents the optical path length cm of the quartz cell.
  • Synthesis Example 2 Synthesis of Photoselective Absorbent Compound (2) 10 g of a compound represented by the formula (aa) prepared by referring to JP-A-2014-194508 in a nitrogen atmosphere in a 200 mL four-necked flask provided with a Dimroth condenser and a thermometer, acetic anhydride (Wako Pure Chemical Industries, Ltd. 3.6 g of the product, Inc., 10 g of 2-butyloctyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.), and 60 g of acetonitrile (manufactured by Wako Pure Chemical Industries, Ltd.) were charged, and stirred with a magnetic stirrer.
  • the value of ⁇ (405) of the compound represented by formula (aa2) is 45 L / (g ⁇ cm), and the value of ⁇ (420) is 2.1 L / (G ⁇ cm).
  • Example 1 Preparation of Optical Film A1
  • Another surface of the COP resin film is also subjected to corona discharge treatment, and the surface coated with the active energy ray curable resin composition A is bonded to the surface treated with the corona discharge, and an ultraviolet irradiation device with a belt conveyor [
  • the lamp was irradiated with ultraviolet light so that the illuminance was 250 mW / cm 2 and the integrated light quantity was 250 mJ / cm 2 (UVB), using “H bulb” manufactured by Fusion UV Systems, Inc. to obtain an optical film A1.
  • the optical film A1 has a layer structure of a cured layer of COP resin film / active energy ray curable resin composition A1 / COP resin film.
  • Example 2 Preparation of Optical Film A2 An optical film was prepared in the same manner as Example 1, except that the active energy ray curable resin composition was replaced with the active energy ray curable resin composition A2 obtained in Production Example 2. Film A2 was produced.
  • the optical film A2 has a layer configuration of a COP resin film / a cured layer of an active energy ray curable resin composition A2 / COP resin film.
  • Example 3 Preparation of Polarizing Plate A1
  • a resin film made of a cyclic polyolefin resin having a thickness of 23 ⁇ m (trade name “ZEONOR”, manufactured by Nippon Zeon Co., Ltd .; hereinafter referred to as “COP resin film”).
  • the corona discharge treatment was applied to the surface of the above, and the active energy ray curable resin composition A1 was coated on the corona discharge treated surface using a bar coater such that the film thickness after curing was about 5.0 ⁇ m.
  • the polarizing film produced in Production Example 1 was bonded to the coated surface to obtain a protective film-carrying polarizing film (1).
  • a retardation film made of a triacetylcellulose-based resin having a thickness of 40 ⁇ m [trade name “KC4CW”, manufactured by Konica Minolta Co., Ltd .; hereinafter, it may be referred to as a TAC film.
  • the corona discharge treatment was applied to the surface of the above, and the active energy ray curable resin composition A1 was coated on the corona discharge treated surface using a bar coater such that the film thickness after curing was about 5.0 ⁇ m.
  • the coated surface and the polarizing film side of the polarizing film (1) with a protective film were bonded to obtain a laminate.
  • the curable adhesive composition was cured by irradiation with ultraviolet light to obtain a polarizing plate.
  • polarizing plate A1 has a constitution of a cured layer of a COP resin film / active energy ray curable resin composition A1 / a polarizing film / a cured layer of an active energy ray curable resin composition A1 / TAC film.
  • Example 4 Production of Polarizing Plate A2
  • a polarizing plate A2 was produced in the same manner as in Example 3, except that the active energy ray-curable resin composition was replaced with the active energy ray-curable resin composition A2.
  • the polarizing plate A2 has a constitution of a cured layer of a COP resin film / active energy ray curable resin composition A2 / a polarizing film / a cured layer of active energy ray curable resin composition A2 / TAC film.
  • a polarizing plate B was prepared in the same manner as the polarizing plate A except that the active energy ray curable resin composition was changed to the active energy ray curable resin composition B.
  • the polarizing plate B has a structure of a cured layer of a COP resin film / active energy ray curable resin composition B / a polarizing film / a cured layer of active energy ray curable resin composition B / TAC film.
  • the measurement of a weight average molecular weight and a number average molecular weight uses four "TSK gel XL (made by Tosoh Corp.)" as a column in a GPC apparatus, and "Shodex GPC KF-802 (made by Showa Denko KK)" 1 piece, 5 pieces in total are connected in series, and using tetrahydrofuran as an eluent, the sample concentration is 5 mg / mL, the sample introduction amount is 100 ⁇ L, the temperature is 40 ° C, and the flow rate is 1 mL / min. Calculated by
  • Synthesis Example 4 Synthesis of (Meth) Acrylic Resin Adhesive Composition A
  • the ethyl acetate solution (resin concentration: 20%) of the (meth) acrylic resin obtained in Synthesis Example 3 contained 100% solids of the solution.
  • a crosslinking agent Coronate L, solid content 75%: manufactured by Tosoh Co., Ltd.
  • a silane compound manufactured by Shin-Etsu Chemical Co., Ltd .: KBM-403
  • Ethyl acetate was added so as to be% to obtain a pressure-sensitive adhesive composition.
  • the compounding quantity of the said crosslinking agent is a weight part number as an active ingredient.
  • crosslinking agent Ethyl acetate solution (75% solid concentration) of trimethylolpropane adduct of tolylene diisocyanate, trade name "Corronate L” obtained from Tosoh Corporation.
  • Silane compound 3-glycidoxypropyltrimethoxysilane, trade name "KBM403" obtained from Shin-Etsu Chemical Co., Ltd.
  • Adhesive composition A was dried using an applicator on the release-treated surface of a separate film (trade name "PLR-382190” obtained from Lintec Co., Ltd.) made of a polyethylene terephthalate film subjected to release treatment It applied so that thickness of 20 micrometers might be set, and it dried at 100 degreeC for 1 minute, and produced the adhesive layer A.
  • a separate film trade name "PLR-382190” obtained from Lintec Co., Ltd.
  • a pressure-sensitive adhesive layer B2 was produced in the same manner except that the pressure-sensitive adhesive composition B1 was replaced with the pressure-sensitive adhesive composition B2.
  • Example 5 Preparation of Pressure-Sensitive Adhesive Layer-Containing Polarizing Plate A1
  • the surface of the triacetylcellulose-based resin film of the polarizing plate A1 is subjected to corona treatment, and the pressure-sensitive adhesive layer A produced above is bonded with a laminator, It aged for 7 days on 23 degreeC and the conditions of 65% of relative humidity, and obtained polarizing plate A1 with an adhesive layer.
  • Example 6 Preparation of Pressure-Sensitive Adhesive Layer-Containing Polarizing Plate A2
  • a pressure-sensitive adhesive layer-attached polarizing plate A2 was obtained in the same manner as in Example 5, except that the polarizing plate A1 was replaced with the polarizing plate A2.
  • the pressure-sensitive adhesive layer-attached polarizing plate A1 was cut into a size of 30 mm ⁇ 30 mm, and the pressure-sensitive adhesive layer was bonded to an alkali-free glass (trade name “EAGLE XG” manufactured by Corning Co., Ltd.) to obtain a sample.
  • the absorbance of the prepared sample in the wavelength range of 300 to 800 nm was measured using a spectrophotometer (UV-2450: manufactured by Shimadzu Corporation).
  • a (405) was 0.6
  • a (440) was 0.05
  • a (405) / A (440) was 12.7.
  • the sample after measurement was stored in an oven at a temperature of 95 ° C.
  • Absorbance was measured in the same manner as described above except that the pressure-sensitive adhesive layer-attached polarizing plate A1 was replaced with the pressure-sensitive adhesive layer-attached polarizing plate A2. As a result, A (405) was 0.5, A (440) was 0.05, A (405) / A (440) was 9.5, and the absorbance retention was 98%.
  • the triacetyl cellulose was peeled off from the polarizing plate A1 prepared in Example 3, and the triacetyl cellulose surface after peeling was subjected to FTIR measurement by the ATR method.
  • the peak at 1550 to 1560 cm -1 derived from the photoselective absorptivity compound (1) was confirmed.
  • the polarizing plate A1 was stored in an oven at a temperature of 95 ° C. for 48 hours, and as a result of performing FTIR measurement using the same method, 1550 to 1560 cm ⁇ derived from the photoselective absorption compound (1) on the triacetylcellulose surface An increase of the 1 peak could not be confirmed.
  • the pressure-sensitive adhesive layer was physically removed from the polarizing plate B1 prepared in Comparative Example 2, and the triacetylcellulose surface after removal was confirmed by the above method.
  • 1550 to 1560 cm ⁇ derived from the photoselective absorptive compound (1) The peak of 1 was confirmed.
  • the polarizing plate B1 was stored in an oven at a temperature of 95 ° C. for 48 hours, and as a result of performing FTIR measurement using the same method, 1550 to 1560 cm ⁇ derived from the photoselective absorptive compound (1) on the triacetylcellulose surface An increase of the 1 peak was confirmed.
  • the optical film of the present invention not only has a high function of selectively absorbing light near a wavelength of 400 nm (405 nm), but also a compound that selectively absorbs light near a wavelength of 400 nm (405 nm) is transferred to other layers It is possible to suppress the deterioration of the retardation film etc.
  • the optical film of the present invention has good display properties, and can suppress deterioration of the optical film due to visible light of short wavelength.
  • Optical film 10A, 10B, 10C Optical laminate 1 Light selective absorption layer 2 Resin film (a) DESCRIPTION OF SYMBOLS 3 Polarizing film 4, 7, 60 Adhesive layer 5 Protective film 6 Polarizing film 30 Adhesive layer 40 Optical film 50, 50a 1 ⁇ 4 wavelength retardation layer 70 1/2 wavelength retardation layer 80 Positive C layer 110 Light emitting element

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Nonlinear Science (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Mathematical Physics (AREA)
  • Engineering & Computer Science (AREA)
  • Theoretical Computer Science (AREA)
  • Polarising Elements (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Liquid Crystal (AREA)
  • Optical Filters (AREA)
  • Electroluminescent Light Sources (AREA)
  • Devices For Indicating Variable Information By Combining Individual Elements (AREA)

Abstract

L'invention concerne un film optique dans lequel il est possible de supprimer la détérioration d'un film de retard sans composé qui absorbe sélectivement la lumière visible dont la longueur d'onde courte est proche de 400 nm et qui est contenu dans une couche d'absorption sélective vis-à-vis de la lumière qui migre vers une couche à l'extérieur de la couche d'absorption sélective vis-à-vis de la lumière et à laquelle peuvent être conférées d'excellentes caractéristiques d'affichage. Le film optique comprend au moins une couche d'une couche d'absorption sélective vis-à-vis de la lumière, formée à partir d'une composition durcissable par rayonnement d'énergie active et vérifie la formule (1). Formule (1) : A (405) ≥ 0,5 [dans la formule (1), A (405) représente le degré d'absorbance à une longueur d'onde de 405 nm.]
PCT/JP2018/023582 2017-06-27 2018-06-21 Film optique Ceased WO2019004041A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CN201880042772.8A CN110799865B (zh) 2017-06-27 2018-06-21 光学膜
KR1020207002414A KR102603487B1 (ko) 2017-06-27 2018-06-21 광학 필름

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2017-125437 2017-06-27
JP2017125437 2017-06-27

Publications (1)

Publication Number Publication Date
WO2019004041A1 true WO2019004041A1 (fr) 2019-01-03

Family

ID=64740632

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2018/023582 Ceased WO2019004041A1 (fr) 2017-06-27 2018-06-21 Film optique

Country Status (5)

Country Link
JP (1) JP7320926B2 (fr)
KR (1) KR102603487B1 (fr)
CN (1) CN110799865B (fr)
TW (1) TWI844515B (fr)
WO (1) WO2019004041A1 (fr)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017099016A1 (fr) * 2015-12-08 2017-06-15 東レ株式会社 Film en couches
JP2017165941A (ja) * 2015-12-25 2017-09-21 日東電工株式会社 有機ｅｌ表示装置用粘着剤組成物、有機ｅｌ表示装置用粘着剤層、有機ｅｌ表示装置用粘着剤層付き偏光フィルム、及び有機ｅｌ表示装置
JP2017187619A (ja) * 2016-04-06 2017-10-12 東レ株式会社 光学フィルム

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH10202777A (ja) * 1997-01-23 1998-08-04 Nippon Oil Co Ltd 積層体
JP2005189645A (ja) 2003-12-26 2005-07-14 Fuji Photo Film Co Ltd 円偏光板、および円偏光板を有する有機ｅｌデイスプレー素子
JP2006184531A (ja) * 2004-12-27 2006-07-13 Toyobo Co Ltd 波長選択吸収フィルム及び波長選択吸収フィルター
JP2006308936A (ja) 2005-04-28 2006-11-09 Fuji Photo Film Co Ltd 偏光板および液晶表示装置
JP2008224750A (ja) * 2007-03-08 2008-09-25 Hitachi Maxell Ltd 近赤外線遮蔽機能と反射防止機能を有する光学フィルム及びその製造方法
JP2009128770A (ja) * 2007-11-27 2009-06-11 Nof Corp 紫外線吸収性を有する反射防止フィルム及びその製造方法
JP2009244757A (ja) 2008-03-31 2009-10-22 Panasonic Electric Works Co Ltd 透明基板
JP2010097062A (ja) * 2008-10-17 2010-04-30 Fujifilm Corp 長波紫外線吸収積層体
JP2011026559A (ja) * 2009-07-03 2011-02-10 Nippon Shokubai Co Ltd 波長選択吸収性硬化性樹脂組成物
US9617468B2 (en) * 2010-01-29 2017-04-11 Sumitomo Chemical Company, Limited Luminescent composition and light-emitting element using said composition
WO2011162393A1 (fr) * 2010-06-25 2011-12-29 旭硝子株式会社 Film optique et son procédé de production
JP2012171996A (ja) * 2011-02-18 2012-09-10 Nof Corp 光学用フィルム
BR112015002071A2 (pt) * 2012-07-30 2017-07-04 3M Innovative Properties Co conjuntos estáveis a raios uv compreendendo um filme óptico de múltiplas camadas
WO2014133111A1 (fr) * 2013-02-27 2014-09-04 三井化学株式会社 Matériau optique, composition pour utilisation dans un tel matériau, et utilisation du matériau
TWI522441B (zh) * 2014-02-19 2016-02-21 博威電子股份有限公司 膜層結構
CN105824191A (zh) * 2015-01-09 2016-08-03 日本化药株式会社 光固化性着色组合物、固化物和物品

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017099016A1 (fr) * 2015-12-08 2017-06-15 東レ株式会社 Film en couches
JP2017165941A (ja) * 2015-12-25 2017-09-21 日東電工株式会社 有機ｅｌ表示装置用粘着剤組成物、有機ｅｌ表示装置用粘着剤層、有機ｅｌ表示装置用粘着剤層付き偏光フィルム、及び有機ｅｌ表示装置
JP2017187619A (ja) * 2016-04-06 2017-10-12 東レ株式会社 光学フィルム

Also Published As

Publication number Publication date
KR20200019236A (ko) 2020-02-21
CN110799865B (zh) 2022-06-10
JP7320926B2 (ja) 2023-08-04
TWI844515B (zh) 2024-06-11
CN110799865A (zh) 2020-02-14
JP2019008292A (ja) 2019-01-17
TW201910823A (zh) 2019-03-16
KR102603487B1 (ko) 2023-11-16

Similar Documents

Publication Publication Date Title
CN101644791B (zh) 偏振片、光学构件及液晶显示装置
TWI826672B (zh) 黏著劑組成物
CN105739003B (zh) 偏振板
TWI820319B (zh) 黏著劑組成物
JP7250827B2 (ja) 光学積層体
JP2020173458A (ja) 偏光板
TW202421420A (zh) 光學積層體
JP2024146770A (ja) 光学積層体及びその製造方法
CN117471598A (zh) 光学层叠体及其制造方法
JP2024018946A (ja) 円偏光板
JP2024019046A (ja) 光学積層体
CN117471601A (zh) 光学层叠体及其制造方法
JP7320926B2 (ja) 光学フィルム
KR102891884B1 (ko) 배리어층용 조성물, 이를 이용한 편광판 및 이를 포함하는 광학표시장치
JP2024018945A (ja) 光学積層体
CN116500717A (zh) 偏振板和图像显示装置
CN117471595A (zh) 圆偏振板
JP2024018330A (ja) 光学積層体
CN119105122A (zh) 光学层叠体、图像显示装置
TW202409620A (zh) 圓偏光板
JP2024145558A (ja) 光学積層体
TW202405536A (zh) 光學積層體
JP2023169633A (ja) 光学積層体

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: 18823290

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

ENP Entry into the national phase

Ref document number: 20207002414

Country of ref document: KR

Kind code of ref document: A

122 Ep: pct application non-entry in european phase

Ref document number: 18823290

Country of ref document: EP

Kind code of ref document: A1