WO2021100423A1 - 光学積層体の製造方法、接着剤塗工装置及び光学積層体の製造装置 - Google Patents

光学積層体の製造方法、接着剤塗工装置及び光学積層体の製造装置 Download PDF

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Publication number
WO2021100423A1
WO2021100423A1 PCT/JP2020/040368 JP2020040368W WO2021100423A1 WO 2021100423 A1 WO2021100423 A1 WO 2021100423A1 JP 2020040368 W JP2020040368 W JP 2020040368W WO 2021100423 A1 WO2021100423 A1 WO 2021100423A1
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Prior art keywords
adhesive
tank
film
coating
optical
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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
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PCT/JP2020/040368
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English (en)
French (fr)
Japanese (ja)
Inventor
山崎　達也
敏弘 小川
大地 植敷
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nitto Denko Corp
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Nitto Denko Corp
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Priority to CN202080065851.8A priority Critical patent/CN114423598A/zh
Priority to JP2021558248A priority patent/JP7586831B2/ja
Priority to KR1020227000472A priority patent/KR102850911B1/ko
Publication of WO2021100423A1 publication Critical patent/WO2021100423A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/02—Physical, chemical or physicochemical properties
    • B32B7/023—Optical properties
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B27/08—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • 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
    • B32B27/28—Layered products comprising a layer of synthetic resin comprising synthetic resins not wholly covered by any one of the sub-groups B32B27/30 - B32B27/42
    • B32B27/285—Layered products comprising a layer of synthetic resin comprising synthetic resins not wholly covered by any one of the sub-groups B32B27/30 - B32B27/42 comprising polyethers
    • 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
    • B32B37/00—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding
    • B32B37/12—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by using adhesives
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04—Interconnection of layers
    • B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/55—Boron-containing compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D185/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon; Coating compositions based on derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • C09D7/63—Additives non-macromolecular organic
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/06—Non-macromolecular additives organic
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
    • G02B1/14—Protective coatings, e.g. hard coatings
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
    • G02B5/3033—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
    • G02B5/3033—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid
    • G02B5/3041—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid comprising multiple thin layers, e.g. multilayer stacks
    • G02B5/305—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid comprising multiple thin layers, e.g. multilayer stacks including organic materials, e.g. polymeric layers
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/133528—Polarisers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J201/00—Adhesives based on unspecified macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J201/00—Adhesives based on unspecified macromolecular compounds
    • C09J201/02—Adhesives based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
    • C09J2301/416—Additional features of adhesives in the form of films or foils characterized by the presence of essential components use of irradiation

Definitions

  • a first optical film and a second optical film are bonded to each other via an adhesive to produce an optical laminate, for example, a polarizing element and a protective film are bonded to each other via an adhesive to produce a polarizing film.
  • the present invention relates to an adhesive coating apparatus and an apparatus for producing an optical laminate.
  • the present invention maintains good adhesiveness between the first optical film and the second optical film in the optical laminate without suppressing the running cost of the adhesive and impairing the production efficiency of the optical laminate.
  • the present invention relates to a method for producing an optical laminate, an adhesive coating apparatus, and an apparatus for producing an optical laminate.
  • a polarizing film containing a polarizing element has been used as a constituent material for a liquid crystal display device, polarized sunglasses, and the like.
  • the polarizing film is composed of, for example, a polarizing element dyed with a dichroic substance such as iodine and a protective film that protects the polarizing element.
  • a polarizing element and / or a protective film is coated with an active energy ray-curable adhesive, and the polarizing element and the protective film are bonded to the polarizing element. It is obtained by irradiating the adhesive between the protective film and the adhesive with active energy rays to cure the adhesive.
  • an adhesive coating device includes a coating machine such as a gravure coater and a tank that stores the adhesive and supplies the adhesive to the coating machine, and an adhesive is provided between the tank and the coating machine. Is circulating. Therefore, while the adhesive is stored in the tank or while the adhesive is circulating, the adhesive absorbs moisture in the atmosphere, or the solvent component of the adhesive volatilizes. As a result, the viscosity of the adhesive changes.
  • the viscosity of the adhesive is too high or too low, the adhesiveness between the polarizer and the protective film will be reduced. Since the polarizing film is required to have stable optical characteristics, it is required to maintain good adhesion between the polarizer and the protective film. Therefore, for example, the timing at which the adhesiveness between the polarizing film and the protective film deteriorates is empirically grasped, and the adhesive stored in the tank is replaced with a new one by this timing. .. However, if the adhesive stored in the tank is frequently replaced, the running cost of the adhesive increases. Further, since it is necessary to stop the production line of the polarizing film when the adhesive is replaced, if the adhesive is replaced frequently, the production efficiency of the polarizing film is impaired.
  • an auxiliary tank having a smaller amount of adhesive storage than the tank may be installed between the tank and the coating machine. Then, the adhesive is supplied from the tank to the auxiliary tank, and the adhesive is supplied from the auxiliary tank to the coating machine, while the adhesive that has not been applied by the coating machine is returned to the tank, so that the tank, the auxiliary tank and the auxiliary tank and the adhesive are supplied. In some cases, the adhesive is circulated between the coating machines. Generally, the tank is mobile and is carried from the place where the adhesive is melted to the place where the coating machine is installed and replaced with the old tank. On the other hand, since the auxiliary tank is a stationary type, it is possible to install a level meter and measure the liquid level height of the adhesive stored in the auxiliary tank.
  • the adhesive absorbs moisture in the atmosphere or absorbs moisture in the atmosphere while the adhesive is stored in the tank or the auxiliary tank or while the adhesive is circulated. , The solvent component of the adhesive volatilizes, and the viscosity of the adhesive changes. Therefore, as described above, there may be a problem that the running cost of the adhesive is high and the production efficiency of the polarizing film is impaired.
  • a polarizing film obtained by bonding a polarizing element and a protective film via an adhesive has been given as an example, but the above problem is not limited to the polarizing film, and the first optical film is not limited to the polarizing film.
  • the present invention comprises an adhesive coating step of applying an active energy ray-curable adhesive to at least one of a first optical film and a second optical film by an adhesive coating device.
  • Optical lamination for producing an optical laminate by laminating the first optical film and the second optical film via the adhesive and irradiating the adhesive with active energy rays to cure the adhesive.
  • the adhesive coating apparatus includes a body manufacturing step, a coating machine for applying the adhesive, and a first tank for storing the adhesive and supplying the adhesive to the coating machine.
  • a second tank which seals and stores the adhesive and supplies the adhesive to the first tank, has a larger storage amount of the adhesive than the first tank, and is provided with the adhesive coating.
  • the second tank To provide a method for producing an optical laminate, which supplies the adhesive to the first tank.
  • the first tank and the coating machine are used.
  • the adhesive in between may absorb moisture in the atmosphere or the solvent component of the adhesive may volatilize.
  • the adhesive stored in the first tank is applied to the first optical film and / or the second optical film, and the amount of the adhesive stored in the first tank is a predetermined value.
  • the adhesive is supplied from the second tank to the first tank. In the second tank, since the adhesive is sealed and stored, it is difficult to absorb the moisture in the atmosphere and the solvent component is also difficult to volatilize.
  • the adhesive that has not been applied by the coating machine does not return to the second tank but returns to the first tank, the adhesive used in the second tank by circulation between the first tank and the coating machine.
  • Adhesives that have absorbed moisture in the atmosphere and adhesives that have volatilized solvent components do not get mixed in. Therefore, an adhesive close to new is supplied from the second tank to the first tank, and the adhesive close to new is newly circulated between the first tank and the coating machine. Since the amount of adhesive stored in the second tank is larger than that in the first tank, it can be used for a long period of time without replacing the adhesive in the second tank until the adhesive in the second tank is exhausted. .. Therefore, according to the present invention, good adhesiveness between the first optical film and the second optical film in the optical laminate can be obtained without suppressing the running cost of the adhesive and impairing the production efficiency of the optical laminate. It is possible to maintain.
  • the "adhesive coating step of applying an active energy ray-curable adhesive to at least one of the first optical film and the second optical film by an adhesive coating device” for example.
  • Adhesive coating to the second optical film Any step of applying the active energy ray-curable adhesive by the apparatus and applying the easy-adhesive composition to the first optical film by the adhesive coating apparatus of the present invention is included.
  • the viscosity of the adhesive at the start of coating at 25 ° C. is 1 mPa ⁇ s to 100 mPa ⁇ s. If the viscosity in the above preferred method can be maintained, it is easy to maintain good adhesiveness between the first optical film and the second optical film.
  • the coating thickness of the adhesive is 0.1 ⁇ m to 5 ⁇ m.
  • a gravure coater is preferably used as the coating machine, and when the gravure coater is used, the first optical film and / or the second optical film is not coated (remaining). (Overflow) Adhesive is likely to occur. Therefore, the adhesive is circulated and used, and the present invention is preferably used.
  • the adhesive contains a hydroxyl group.
  • the adhesive contains a hydroxyl group, it easily absorbs moisture in the atmosphere. Therefore, the present invention is preferably used in the case of an adhesive containing a hydroxyl group.
  • the adhesive is a radically polymerizable compound having an SP value of 29.0 (MJ / m 3 ) 1/2 or more and 32.0 (MJ / m 3 ) 1/2 or less, or 21.0 (21.0). containing MJ / m 3) 1/2 or more 23.0 (MJ / m 3) radically polymerizable compound is 1/2 or less.
  • SP value solubility parameter
  • the SP value of the adhesive is as described above, when a polarizer is used as the first optical film and a protective film is used as the second optical film, a polarizing element which is generally used or The SP value becomes close to that of the protective film material, which contributes to the improvement of adhesiveness. Further, since the SP value is relatively large and it is easy to absorb moisture in the atmosphere, the present invention is preferably used.
  • the adhesive contains water.
  • the adhesive contains water
  • a polarizer when used as the first optical film, the water swells and plasticizes the surface of the polarizer, resulting in hydrogen bonds, ionic bonds, and sharing between the polarizer and the adhesive.
  • Various physical and chemical bonds such as bonds are easily formed, and as a result, adhesiveness is improved.
  • the adhesive contains at least one organometallic compound selected from the group consisting of metal alkoxides and metal chelates.
  • organometallic compound selected from the group consisting of metal alkoxides and metal chelates.
  • the adhesive contains a cationically polymerizable functional group.
  • a cationically polymerizable functional group for example, an epoxy group, an oxetanyl group, an oxetane group, a vinyl ether group, or a spirolothoester group
  • it is present on the surface of the polarizer when a polarizer is used as the first optical film. A stronger interaction occurs between the acid group and the adhesive, and interlayer adhesion that is difficult to easily peel off even in the presence of water is exhibited.
  • the present invention is preferably used when the first optical film is a polarizer, the second optical film is a protective film, and the optical laminate is a polarizing film.
  • the present invention is not limited to this, and as a combination of the first optical film and the second optical film, a polarizer, a protective film, a retardation film, an antiglare film, a brightness improving film, a viewing angle improving film, and transparent conductivity are used. It can be applied to various combinations of optical films such as sex films.
  • the present invention is an adhesive coating apparatus for applying an active energy ray-curable adhesive to at least one of a first optical film and a second optical film, and the adhesion is described above.
  • a coating machine for coating an agent a first tank for storing the adhesive and supplying the adhesive to the coating machine while circulating the adhesive between the coating machines, and the adhesion.
  • a second tank in which the agent is sealed and stored and the adhesive is supplied to the first tank, and the amount of the adhesive stored is larger than that of the first tank, and storage of the adhesive in the first tank.
  • It is also provided as an adhesive coating device including a control device for supplying the adhesive from the second tank to the first tank when the amount becomes a predetermined value or less.
  • the present invention presents an active energy ray to the adhesive between the adhesive coating device and the first optical film and the second optical film bonded via the adhesive. It is also provided as an apparatus for manufacturing an optical laminate including an active energy ray irradiation apparatus for irradiating and curing the film.
  • FIG. 1 It is a figure which shows typically the schematic structural example of the manufacturing apparatus of the optical laminated body (polarizing film) to which the manufacturing method of the optical laminated body (polarizing film) which concerns on one Embodiment of this invention is applied. It is a figure which shows typically the specific structural example of the adhesive coating apparatus 100 shown in FIG. It is a figure which shows an example of the change of the refractive index of an adhesive measured by the refractive index meter 23 shown in FIG. 2, and the change of the moisture content of an adhesive calculated from the measured refractive index. The measurement results of the peeling force obtained in Examples 1 to 4 and Comparative Examples 1 to 4 are shown.
  • the first optical film is a polarizer and the second
  • the optical film is a protective film and the optical laminate is a polarizing film
  • the "optical laminate” is referred to as a "polarizing film”
  • the "first optical film” is referred to as a "polarizer”
  • the “second optical film” is referred to as a "protective film”.
  • the numerical range represented by "lower limit value X to upper limit value Y" means a lower limit value X or more and an upper limit value Y or less.
  • FIG. 1 is a diagram schematically showing a schematic configuration example of a polarizing film manufacturing apparatus to which the polarizing film manufacturing method according to the present embodiment is applied.
  • the arrow marks shown in FIG. 1 mean the transport direction of each film.
  • the polarizing film manufacturing apparatus according to the present embodiment includes an adhesive coating apparatus 100, an active energy ray irradiation apparatus 8, and various conventionally known components included in a general polarizing film manufacturing apparatus. ing.
  • the polarizing film manufacturing apparatus according to the present invention may be in the form of continuously adhering the protective film F2 to the polarizing element F1 after manufacturing the polarizing element F1, or the polarizing element F1 may be prepared separately. , The protective film F2 may be adhered to the polarizer F1.
  • the former type is a type in which a series of steps from the production of the polarizing element F1 to the adhesion of the protective film F2 to obtain the polarizing film F is performed on one production line
  • the latter type is the production of the polarizer F1. Is performed on one production line, and the step of adhering the protective film F2 to the polarizing element F1 to obtain the polarizing film F is performed on another production line.
  • the manufacturing apparatus shown in FIG. 1 is a roll-to-roll type in which a series of steps from manufacturing the polarizer F1 to at least adhering the protective film F2 to obtain the polarizing film F is performed on one production line.
  • the raw film F0 wound around the feeding roller 1 is fed, and the processing tank 2 (for example, the upstream side in the transport direction of the raw film F0) is fed.
  • a treatment bath consisting of a swelling treatment tank, a dyeing treatment tank, a cross-linking treatment tank, a stretching treatment tank, and a cleaning treatment tank
  • dye with a dichroic substance such as iodine or a dichroic dye.
  • a treatment bath consisting of a swelling treatment tank, a dyeing treatment tank, a cross-linking treatment tank, a stretching treatment tank, and a cleaning treatment tank
  • dye with a dichroic substance such as iodine or a dichroic dye.
  • uniaxially stretch is dried in the oven 3 to obtain the polarizer F1.
  • the polarizer F1 is an optical element having a property of transmitting light (polarized light) that vibrates in only one specific direction and blocking light that vibrates in the other direction.
  • the polarizer F1 of the present embodiment
  • the raw film F0 has a long strip shape.
  • the long strip shape means a rectangular shape whose length in the longitudinal direction is sufficiently larger than the length in the lateral direction (direction orthogonal to the longitudinal direction).
  • the length of the long strip in the longitudinal direction is, for example, 10 m or more, preferably 50 m or more.
  • the raw film F0 is not particularly limited, but a film containing a hydrophilic polymer film (for example, a polyvinyl alcohol-based film) is preferably used because it is excellent in dyeability with a bicolor substance.
  • a hydrophilic polymer film is used.
  • the film containing the hydrophilic polymer film examples include a film in which a hydrophilic polymer film and a non-hydrophilic polymer film are laminated.
  • the hydrophilic polymer film is laminated on the front surface and / or the back surface of the non-hydrophilic polymer film.
  • the hydrophilic polymer film laminated on the front surface and / or the back surface of the non-hydrophilic polymer film may be in the form of a thin film having a thickness of about several ⁇ m.
  • the hydrophilic polymer film is not particularly limited, and conventionally known films can be used.
  • examples of the hydrophilic polymer film include polyvinyl alcohol (PVA) -based film, partially formalized PVA-based film, polyethylene terephthalate (PET) film, ethylene / vinyl acetate copolymer film, and partial saponification of these.
  • examples include films.
  • polyene-oriented films such as a dehydrated product of PVA and a dehydrochlorinated product of polyvinyl chloride, a stretch-oriented polyvinylene-based film, and the like can also be used.
  • a PVA-based polymer film is particularly preferable because it is excellent in dyeability with a dichroic substance.
  • the raw material polymer of the PVA-based polymer film for example, a polymer obtained by polymerizing vinyl acetate and then saponified, or a copolymerizable monomer such as a small amount of unsaturated carboxylic acid or unsaturated sulfonic acid is copolymerized with vinyl acetate. Polymers, etc. may be mentioned.
  • the degree of polymerization of the PVA-based polymer is not particularly limited, but is preferably 500 to 10000, more preferably 1000 to 6000, from the viewpoint of solubility in water and the like.
  • the degree of saponification of the PVA-based polymer is preferably 75 mol% or more, more preferably 98 mol% to 100 mol%.
  • the thickness of the untreated raw film F0 is not particularly limited, but is, for example, 15 ⁇ m to 110 ⁇ m.
  • each tank is composed of a swelling treatment tank, a dyeing treatment tank, a cross-linking treatment tank, a stretching treatment tank, and a cleaning treatment tank in this order from the upstream side in the transport direction of the raw film F0 (not shown), each tank is For example, it has the configuration described below.
  • the swelling treatment tank is a treatment tank in which the swelling treatment liquid is stored.
  • the swelling treatment liquid swells the raw film F0.
  • As the swelling treatment liquid for example, water can be used. Further, water obtained by adding an appropriate amount of an iodine compound such as glycerin or potassium iodide to water may be used as the swelling treatment liquid.
  • the concentration is preferably 5% by weight or less, and when an iodine compound such as potassium iodide is added, the concentration is preferably 10% by weight or less.
  • the dyeing treatment tank is a treatment tank containing a dyeing treatment liquid.
  • the dyeing solution dyes the raw film F0.
  • the dyeing solution include a solution containing a dichroic substance as an active ingredient.
  • the dichroic substance include iodine and organic dyes.
  • a solution in which iodine is dissolved in a solvent can be used as the dyeing treatment liquid.
  • Water is generally used as the solvent, but an organic solvent compatible with water may be further added.
  • the concentration of iodine in the dyeing solution is not particularly limited, but is preferably 0.01% by weight to 10% by weight, more preferably 0.02% by weight to 7% by weight, and 0.025% by weight.
  • an iodine compound may be added to the dyeing solution in order to further improve the dyeing efficiency.
  • the iodine compound is a compound containing iodine and an element other than iodine in the molecule, and is, for example, potassium iodide, lithium iodide, sodium iodide, zinc iodide, aluminum iodide, lead iodide, copper iodide, etc. Examples thereof include barium iodide, calcium iodide, tin iodide, and titanium iodide.
  • the cross-linking treatment tank is a treatment tank containing a cross-linking treatment liquid.
  • the cross-linking treatment liquid cross-links the dyed raw film F0.
  • a solution containing a boron compound as an active ingredient can be used.
  • a solution in which a boron compound is dissolved in a solvent can be used.
  • Water is generally used as the solvent, but an organic solvent compatible with water may be further added. Examples of the boron compound include boric acid and borax.
  • the concentration of the boron compound in the cross-linking treatment liquid is not particularly limited, but is preferably 1% by weight to 10% by weight, more preferably 2% by weight to 7% by weight, and 2% by weight to 6% by weight. Is even more preferable. Further, since a polarizer having uniform optical characteristics can be obtained, an iodine compound may be added to the cross-linking treatment liquid, if necessary.
  • the stretching treatment tank is a treatment tank containing the stretching treatment liquid.
  • the stretching treatment liquid is not particularly limited, but for example, a solution containing a boron compound as an active ingredient can be used.
  • a solution in which a boron compound and, if necessary, various metal salts, zinc compounds and the like are dissolved in a solvent can be used.
  • Water is generally used as the solvent, but an organic solvent compatible with water may be further added.
  • the concentration of the boron compound in the stretching treatment liquid is not particularly limited, but is preferably 1% by weight to 10% by weight, more preferably 2% by weight to 7% by weight. From the viewpoint of suppressing the elution of iodine adsorbed on the film, an iodine compound may be added to the stretching treatment liquid, if necessary.
  • the cleaning treatment tank is a treatment tank in which the cleaning treatment liquid is stored.
  • the cleaning treatment liquid cleans the raw film F0 after stretching.
  • the cleaning treatment liquid is a treatment liquid for cleaning the treatment liquid such as the dyeing treatment liquid and the cross-linking treatment liquid adhering to the raw film F0.
  • water such as ion-exchanged water, distilled water, and pure water is typically used.
  • the oven 3 is provided on the downstream side of the cleaning treatment tank constituting the treatment tank 2 described above.
  • the oven 3 is provided to dry the treated film.
  • the treatment tank 2 has a swelling treatment tank, a dyeing treatment tank, a cross-linking treatment tank, a stretching treatment tank, and a cleaning treatment tank, but one or two of these treatment tanks is omitted. You may.
  • the treatment tank 2 may further have an adjustment treatment tank (not shown).
  • the adjustment treatment tank is a treatment tank in which the adjustment treatment liquid is stored. This adjustment treatment tank is provided between the cross-linking treatment tank and the stretching treatment tank, or between the stretching treatment tank and the cleaning treatment tank.
  • the adjusting treatment liquid is a solution for adjusting the hue of the film, and a solution containing an iodine compound as an active ingredient can be used.
  • the film obtained by drying the washed raw film F0 in the oven 3 is the polarizer F1.
  • an active energy ray-curable adhesive is applied to both surfaces of the polarizer F1 with an adhesive coating device 100 (corresponding to the adhesive coating step of the present invention). Further, the active energy ray-curable adhesive is applied to one side of the protective film F2 fed from the feeding roller 5 by the adhesive coating device 100. Then, the protective film F2 coated with the adhesive is bonded to both sides of the polarizing element F1 coated with the adhesive by the bonding roller 7.
  • the coating thickness of the adhesive is not particularly limited, but if it is too small, the adhesive strength of the film is lowered, and if it is too large, the thickness of the polarizing film F becomes relatively large.
  • the coating thickness of the adhesive on the polarizer F1 and the protective film F2 is preferably 0.1 ⁇ m to 5 ⁇ m, respectively.
  • the viscosity of the adhesive at the start of coating is not particularly limited, but if it is too small or too large, the adhesiveness of the adhesive will decrease from the start of coating. From this point of view, it is preferable that the viscosity of the adhesive at 25 ° C. at the start of coating is adjusted to 1 mPa ⁇ s to 100 mPa ⁇ s, and the viscosity at 25 ° C. at the start of coating is 10 mPa ⁇ s ⁇ .
  • It is more preferably adjusted to 50 mPa ⁇ s, and particularly preferably adjusted to 15 mPa ⁇ s to 45 mPa ⁇ s.
  • the specific configuration of the adhesive coating device 100 and the types of adhesives coated by the adhesive coating device 100 will be described later.
  • the protective film F2 has a long strip shape. Further, the protective film F2 is a film having lower hydrophilicity (having hydrophobicity) than the polarizer F1.
  • the protective film F2 preferably has excellent transparency, mechanical strength, thermal stability, moisture blocking property, isotropic property, and the like.
  • polyester polymers such as polyethylene terephthalate and polyethylene naphthalate, cellulose polymers such as diacetyl cellulose and triacetyl cellulose, acrylic polymers such as polymethyl methacrylate, and styrene such as polystyrene and acrylonitrile-styrene copolymer (AS resin). Examples thereof include based polymers and polystyrene polymers.
  • Polymer blends and the like are also examples of polymers that form the protective film F2.
  • the protective film F2 may contain one or more of any suitable additives.
  • the additive include an ultraviolet absorber, an antioxidant, a lubricant, a plasticizer, a mold release agent, an antioxidant, a flame retardant, a nucleating agent, an antistatic agent, a pigment, a coloring agent and the like.
  • the content of the thermoplastic resin in the protective film F2 is preferably 50 to 100% by weight, more preferably 50 to 99% by weight, still more preferably 60 to 98% by weight, and particularly preferably 70 to 97% by weight. .. When the content of the thermoplastic resin in the protective film F2 is 50% by weight or less, the high transparency inherent in the thermoplastic resin may not be sufficiently exhibited.
  • the protective film F2 includes a polymer film described in JP-A-2001-343529, for example, (A) a thermoplastic resin having a substituted and / or unsubstituted imide group in the side chain, and substituted and / in the side chain.
  • a resin composition containing an unsubstituted phenyl and a thermoplastic resin having a nitrile group can be mentioned.
  • Specific examples include a film of a resin composition containing an alternating copolymer composed of isobutylene and N-methylmaleimide and an acrylonitrile / styrene copolymer.
  • As the film a film made of a mixed extruded product of the resin composition or the like can be used. Since these films have a small phase difference and a small photoelastic coefficient, problems such as unevenness due to distortion of the polarizing film F can be eliminated, and since the moisture permeability is small, they are excellent in humidification durability.
  • the adhesive between the polarizer F1 and the protective film F2 is irradiated with the active energy ray from the active energy ray irradiation device 8 to be cured, and then dried in the oven 9.
  • the active energy ray is appropriately selected according to the curability of the active energy ray-curable adhesive. Examples of the active energy ray include an electron beam, ultraviolet rays, and visible light.
  • a long strip-shaped surface protective film F3 unwound from the feeding roller 10 is bonded to one side of the polarizing element F1 to which the protective film F2 is bonded on both sides by the bonding roller 11 to form a long strip.
  • the polarizing film F is obtained.
  • the obtained polarizing film F is wound by the winding roller 12.
  • the process of producing a polarizing film F by adhering a polarizing element F1 and a protective film F2 via an adhesive and irradiating the adhesive with active energy rays to cure the adhesive is the process of producing the optical laminate of the present invention. Corresponds to the process.
  • the active energy ray-curable adhesive is applied to both the polarizer F1 and the protective film F2, but it is also possible to apply the adhesive only to both sides of the polarizer F1.
  • the two adhesive coating devices 100 on the lower side (downstream side in the film transport direction) of FIG. 1 are unnecessary. It is also possible to apply the adhesive only to one side of the protective film F2. In this case, out of the total of four adhesive coating devices 100 shown in FIG. 1, the two adhesive coating devices 100 on the upper side (upstream side in the film transport direction) of FIG. 1 are unnecessary. Further, in the example shown in FIG.
  • FIG. 2 is a diagram schematically showing a specific configuration example of the adhesive coating device 100.
  • FIG. 2 shows a state in which the inside of each component is appropriately seen through.
  • the adhesive coating device 100 of the present embodiment includes an coating machine 6 for applying the adhesive ad to the polarizer F1 or the protective film F2 (not shown in FIG. 2) and the adhesive ad.
  • the first tank 20 for supplying the adhesive ad to the coating machine 6 while circulating the adhesive ad with the coating machine 6 and the first tank 20 for sealing and storing the adhesive ad.
  • a control device 40 for supplying the adhesive ad from the second tank 30 to the first tank 20 is provided.
  • a gravure coater is preferably used as the coating machine 6.
  • the gravure coater has a gravure roll in which a plurality of cells (recesses into which the supplied adhesive ad enters) are formed on the surface, and the gravure roll 61 comes into contact with the polarizer F1 or the protective film F2 in the cell. Adhesive ad is transferred to one side of the polarizer F1 or the protective film F2. In this way, the adhesive ad is applied solidly from the gravure roll to one side of the polarizer F1 or the protective film F2.
  • the adhesive coating device 100 of the present embodiment further includes a supply pipe 21, a pump 22, a refractive index meter 23, and a discharge pipe 24.
  • the adhesive ad stored in the first tank 20 is sucked up by the pump 22 attached to the supply pipe 21 through the supply pipe 21 whose lower end is inserted into the first tank 20 and immersed in the adhesive ad. , Is supplied to the coating machine 6.
  • a refractive index meter 23 is attached to the supply pipe 21, and the refractive index of the adhesive ad flowing through the supply pipe 21 is continuously measured by the refractive index meter 23.
  • various conventionally known refractometers can be applied. For example, a process refraction manufactured by ATAGO whose measurement principle is a method of deriving a refractive index from the total reflection critical angle using Snell's law. A total "PRM-100 ⁇ " can be used.
  • the adhesive ad which has not been applied to the polarizer F1 or the protective film F2 by the coating machine 6, returns to the inside of the first tank 20 through the discharge pipe 24 whose lower end is inserted into the first tank 20. As described above, the adhesive ad is used while circulating between the first tank 20 and the coating machine 6.
  • the adhesive coating device 100 of the present embodiment further includes a bag body 31, a binding band 32, a first supply pipe 33, a weight 34, a joint 35, a second supply pipe 36, and a lid 37.
  • a bag body 31 Inside the second tank 30, the adhesive ad is housed and the bag body 31 whose upper end is bound by the binding band 32 is housed. As a result, the adhesive ad is sealed and stored in the second tank 30.
  • a flexible first supply pipe 33 such as a rubber hose is inserted in the bag 31.
  • a weight 34 is attached to the lower end of the first supply pipe 33 so that the lower end of the first supply pipe 33 is located near the bottom surface of the bag 31.
  • the first supply pipe 33 passes through the upper end portion of the bag body 31 and the binding band 32, and the upper end thereof is connected to the joint 35.
  • a flexible second supply pipe 36 such as a rubber hose is also connected to the joint 35, and the first supply pipe 33 and the second supply pipe 36 communicate with each other via the joint 35. ..
  • the adhesive ad stored in the second tank 30 (inside the bag 31) is connected to the first supply pipe 33 from the lower end of the first supply pipe 33 by the pump 42 attached to the second supply pipe 36. It is sucked up through the 35 and the second supply pipe 36, discharged from the lower end of the second supply pipe 36, and supplied to the first tank 20.
  • the amount of adhesive ad stored in the second tank 30 (inside the bag 31) is larger than the amount of adhesive ad stored in the first tank 20.
  • the storage amount of the adhesive ad in the second tank 30 is 180 liters, while the storage amount of the adhesive ad in the first tank 20 is 30 liters or less.
  • the amount of the adhesive ad stored in the second tank 30 is preferably about 2 to 50 times the amount of the adhesive ad stored in the first tank 20.
  • the lid 37 for closing the upper end opening of the second tank 30 is opened to open the joint 35.
  • the second supply pipe 36 will be connected to.
  • the second supply pipe 36 may be removed from the joint 35 and the lid 37 may be closed.
  • a seal (not shown) is provided on the lower surface of the lid 37 and the joint 35 is plugged with the seal at the connection point with the second supply pipe 36, the adhesive ad in the second tank 30 is ad. It is possible to maintain the sealed state of.
  • the control device 40 of the present embodiment includes a control device main body 41 composed of a computer and a PLC (Programmable Logic Controller), a pump 42, and a level meter 43.
  • a level meter 43 various conventionally known level meters (liquid level meters) can be applied.
  • a guide pulse type level sensor "FL-001" manufactured by KEYENCE Co., Ltd. which uses a guide pulse method as a measurement principle, is used. Can be done.
  • the liquid level height measurement value of the adhesive ad stored in the first tank 20 measured by the level meter 43 is input to the control device main body 41.
  • an active energy ray-curable adhesive is used as the adhesive ad to be coated by the adhesive coating apparatus 100 having the configuration described above. That is, an uncured active energy ray-curable adhesive is prepared and stored in the second tank 30 of the adhesive coating apparatus 100.
  • the active energy ray-curable adhesive conventionally known ones can be used.
  • the active energy ray-curable adhesive generally contains an active energy ray-curable component and a polymerization initiator, and optionally contains various additives.
  • the active energy ray-curable component can be roughly classified into electron beam curability, ultraviolet curability, and visible light curability. Further, the active energy ray-curable component can be roughly classified into a radical-polymerizable compound and a cationically polymerizable compound from the viewpoint of the curing mechanism.
  • the radically polymerizable compound examples include compounds having a radically polymerizable functional group of a carbon-carbon double bond such as a (meth) acryloyl group and a vinyl group. Moreover, either a monofunctional radical polymerizable compound or a bifunctional or higher functional radical polymerizable compound can be used. Further, these radically polymerizable compounds may be used alone or in combination of two or more.
  • the radically polymerizable compound is preferably a compound having a (meth) acryloyl group, and examples thereof include a (meth) acrylamide derivative having a (meth) acrylamide group and a (meth) acrylate having a (meth) acryloyloxy group.
  • the polymerization initiator is appropriately selected according to the active energy ray.
  • an ultraviolet cleaving or visible light cleaving polymerization initiator is used. Examples of such a polymerization initiator include benzophenone compounds, aromatic ketone compounds, acetophenone compounds, aromatic ketal compounds, aromatic sulfonyl chloride compounds, and thioxanthone compounds.
  • Examples of the cationically polymerizable compound include a monofunctional cationically polymerizable compound having one cationically polymerizable functional group in the molecule, a polyfunctional cationically polymerizable compound having two or more cationically polymerizable functional groups in the molecule, and the like.
  • Examples of the cationically polymerizable functional group include an epoxy group, an oxetanyl group, an oxetane group, a vinyl ether group, a spiroorthoester group and the like.
  • Examples of the cationically polymerizable compound having an epoxy group include an aliphatic epoxy compound, an alicyclic epoxy compound, and an aromatic epoxy compound.
  • Examples of the cationically polymerizable compound having an oxetanyl group include 3-ethyl-3-hydroxymethyloxetane, 1,4-bis [(3-ethyl-3-oxetanyl) methoxymethyl] benzene, and 3-ethyl-3- (phenoxymethyl). ) Oxetane and the like.
  • Examples of the cationically polymerizable compound having a vinyl ether group include 2-hydroxyethyl vinyl ether, diethylene glycol monovinyl ether, and 4-hydroxybutyl vinyl ether.
  • This cationic polymerization initiator generates a cationic species or Lewis acid by irradiation with active energy rays such as visible light, ultraviolet rays, and electron beams, and initiates a polymerization reaction with an epoxy group of a cationically polymerizable compound.
  • active energy rays such as visible light, ultraviolet rays, and electron beams
  • a photoacid generator and a photobase generator can be used as the cationic polymerization initiator.
  • an active energy ray-curable adhesive that cures with light containing visible light of 380 nm to 450 nm can also be used.
  • an active energy ray-curable adhesive containing a radically polymerizable compound and a polymerization initiator.
  • Such an active energy ray-curable adhesive is disclosed in, for example, Japanese Patent Application Laid-Open No. 2018-092186, and as the active energy ray-curable adhesive of the present invention, the active energy ray-curable adhesive described in the above publication. Agents can be used.
  • the description of the above publication is omitted, but the description of the adhesive of the above publication can be incorporated into the present specification as it is.
  • an active energy ray-curable adhesive containing a hydroxyl group can also be used as the adhesive ad.
  • an active energy ray-curable adhesive for example, the adhesive of Example 1 described in paragraph 0152 and Table 1 of Patent Document 1 can be used.
  • the description of the above-mentioned Patent Document 1 is omitted due to space limitations, but the description of the adhesive of the above-mentioned Patent Document 1 can be incorporated into the present specification as it is.
  • the adhesive ad is a radically polymerizable compound having an SP value of 29.0 (MJ / m 3 ) 1/2 or more and 32.0 (MJ / m 3 ) 1/2 or less, or
  • An active energy ray-curable adhesive containing a radically polymerizable compound of 21.0 (MJ / m 3 ) 1/2 or more and 23.0 (MJ / m 3 ) 1/2 or less can also be used.
  • an active energy ray-curable adhesive for example, an active energy ray-curable adhesive containing a radically polymerizable compound (A) or a radically polymerizable compound (C) described in paragraph 0015 of Patent Document 2 or the like. Can be used.
  • the description of the above-mentioned Patent Document 2 is omitted due to space limitations, but the description of the adhesive of the above-mentioned Patent Document 2 can be incorporated into the present specification as it is.
  • an active energy ray-curable adhesive containing water can also be used as the adhesive ad.
  • an active energy ray-curable adhesive for example, a combination of a conventionally known active energy ray-curable adhesive and the adhesive (easy-adhesive composition) of Example 16 described in Table 3 of Patent Document 3 is used. Can be used.
  • the description of the above-mentioned Patent Document 3 is omitted due to space limitations, but the description of the adhesive of the above-mentioned Patent Document 3 can be incorporated into the present specification as it is.
  • an active energy ray-curable adhesive containing at least one organometallic compound selected from the group consisting of a metal alkoxide and a metal chelate can also be used.
  • an active energy ray-curable adhesive for example, the adhesive of Example 1 described in paragraph 0152 and Table 1 of Patent Document 1 can be used.
  • the adhesive ad stored in the first tank 20 is applied to the polarizer F1 and the protective film F2, and the first tank 20
  • the adhesive ad is supplied from the second tank 30 to the first tank 20.
  • the adhesive ad since the adhesive ad is sealed and stored, it is difficult to absorb the moisture in the atmosphere, and the solvent component is also difficult to volatilize. Further, since the adhesive ad that has not been coated by the coating machine 6 does not return to the second tank 30 but returns to the first tank 20, the first tank 20 and the coating machine 6 are contained in the second tank 30.
  • Adhesive ad that has absorbed moisture in the atmosphere and adhesive ad that has volatilized solvent components will not be mixed in by circulating use with. Therefore, the adhesive ad close to new is supplied from the second tank 30 to the first tank 20, and the adhesive ad close to new is newly circulated between the first tank 20 and the coating machine 6. Become. Since the amount of the adhesive ad stored in the second tank 30 is larger than that in the first tank 20, the adhesive ad in the second tank 30 is not replaced for a long period of time until the adhesive in the second tank 30 is exhausted. It can be used over.
  • the polarizer F1 and the protective film F2 in the polarizing film F are combined without suppressing the running cost of the adhesive ad and impairing the manufacturing efficiency of the polarizing film F. It is possible to maintain good adhesion between.
  • FIG. 3 is a diagram showing an example of a change in the refractive index of the adhesive ad measured by the refractive index meter 23 shown in FIG. 2 and a change in the water content of the adhesive ad calculated from the measured refractive index.
  • the vertical axis of the refractive index (the vertical axis on the left side of FIG. 3) is represented by the amount of change from the initial refractive index.
  • the refractive index of the adhesive ad (shown by the solid line in FIG. 3) and the moisture content (shown by the broken line in FIG. 3) start the circulation of the adhesive ad between the first tank 20 and the coating machine 6. From to “the start of continuous operation” (after 19 hours have passed), the adhesive ad is not applied from the coating machine 6 between the first tank 20 and the coating machine 6. Was measured and calculated in a state of circulation. After the "continuous operation start time" has elapsed, the adhesive ad is circulated between the first tank 20 and the coating machine 6, and the measurement / calculation is performed with the adhesive ad applied from the coating machine 6. did.
  • the time indicated by the white arrow in FIG. 3 indicates the timing at which the pump 42 is driven to supply the adhesive ad from the second tank 30 to the first tank 20.
  • the refractive index of the adhesive ad decreases (the moisture content increases) by absorbing the moisture in the atmosphere with the passage of time, but the second is at the timing of the white arrow.
  • Active energy ray-curable adhesive A 55% by weight 1,9-nonanediol diacrylate, 10% by weight hydroxyethylacrylamide and 30% by weight acryloylmorpholine (active energy ray-curable component), 3% by weight IRGACURE 907 and 2% by weight KAYACURE DETX-S (polymerization initiator) was mixed and stirred for 3 hours to obtain an active energy ray-curable adhesive A.
  • the viscosity of this active energy ray-curable adhesive A at 25 ° C. at the start of coating was 20 mPa ⁇ s.
  • ⁇ Active energy ray-curable adhesive B > 52% by weight 1,9-nonanediol diacrylate, 10% by weight hydroxyethylacrylamide and 30% by weight acryloylmorpholine, 3 parts by weight 3-acrylamide phenylboronic acid (active energy ray-curable component), 3 IRGACURE 907 by weight% and KAYACURE DETX-S (polymerization initiator) by weight 2% by weight were mixed and stirred for 3 hours to obtain an active energy ray-curable adhesive B.
  • the viscosity of this active energy ray-curable adhesive B at 25 ° C. at the start of coating was 22 mPa ⁇ s.
  • ⁇ Active energy ray-curable adhesive C > 53% by weight 1,9-nonanediol diacrylate, 10% by weight hydroxyethylacrylamide and 30% by weight acryloylmorpholin, 1 part by weight 3-acrylamide phenylboronic acid (active energy ray-curable component), 1 part by weight Part of Organtic TA-30: Tetraoctyl titanate, 3% by weight IRGACURE 907 and 2% by weight KAYACURE DETX-S (polymerization initiator) are mixed and stirred for 3 hours to cure active energy rays. Mold adhesive C was obtained. The viscosity of this active energy ray-curable adhesive C at 25 ° C. at the start of coating was 20 mPa ⁇ s.
  • ⁇ Active energy ray-curable adhesive D > 62% by weight glycerin triacrylate, 10% by weight 4-hydroxybutyl acrylate, 20% by weight 3-ethyl-3- ⁇ [(3-ethyloxetane-3-yl) methoxy] methyl ⁇ oxetane, 3% by weight IRGACURE 907 and 2% by weight KAYACURE DETX-S (polymerization initiator) and 3% by weight CPI-100P (photoacid generator) are mixed and stirred for 3 hours to obtain an active energy ray-curable adhesive D. Obtained.
  • the viscosity of this active energy ray-curable adhesive D at 25 ° C. at the start of coating was 35 mPa ⁇ s.
  • the viscosity of the active energy ray-curable adhesives A to D at 25 ° C. at the start of coating was measured using an E-type viscometer.
  • ⁇ Protective film Y, Z> A cyclic polyolefin film (manufactured by Nippon Zeon Corporation) having a thickness of 52 ⁇ m was used as the protective film Y to be bonded to one side of the polarizing element X, and the surface to be bonded to the polarizer X was subjected to a dry treatment such as corona treatment. .. A triacetyl cellulose film (manufactured by FUJIFILM Corporation) having a thickness of 60 ⁇ m was used as the protective film Z to be attached to the other side of the polarizer X.
  • Example 1 A polarizing film X was bonded to the protective films Y and Z using an active energy ray-curable adhesive A, and the adhesive A was cured to prepare a polarizing film.
  • the polarizer X was not subjected to an easy adhesion treatment.
  • a 90-degree peeling test was performed on a polarizing film produced using the initial adhesive A (adhesive corresponding to the "starting point of continuous operation" in FIG. 3), and a 90-degree peel test was performed between the polarizing element X and the protective film Y.
  • the peeling force and the peeling force between the polarizer X and the protective film Z were measured.
  • Example 2 A polarizing film was prepared and the peeling force was measured in the same manner as in Example 1 except that the active energy ray-curable adhesive B was used.
  • Example 3 A polarizing film was prepared and the peeling force was measured in the same manner as in Example 1 except that the active energy ray-curable adhesive C was used.
  • Example 4 A polarizing film was prepared and the peeling force was measured in the same manner as in Example 1 except that the polarizer X was subjected to an easy-adhesion treatment using the active energy ray-curable adhesive D.
  • FIG. 4 shows the measurement results of the peeling force obtained in Examples 1 to 4 and Comparative Examples 1 to 4.
  • peeling force 90-degree peeling test
  • the front end the part manufactured at the beginning
  • the rear end the part manufactured after about 32 hours of operation
  • each test piece was prepared, and each test piece was subjected to the process.
  • the peeling force shown in the columns of "Initial XY 90 degree peeling test” and "Initial XY 90 degree peeling test” shown in FIG. 4 is obtained with respect to the test piece obtained by cutting the tip of the polarizing film. It means the measured peeling force.
  • the peeling force shown in the columns of "90 degree peeling test between XY after continuous operation for 32 hours” and “90 degree peeling test between XY after continuous operation for 32 hours” shown in FIG. 4 is applied to the rear end portion of the polarizing film. It means the peeling force measured for the test piece obtained by cutting.
  • the above test piece was cut out to a size of 200 mm in the direction parallel to the stretching direction of the polarizer and 15 mm in the direction orthogonal to the stretching direction, and this test piece was attached to a glass plate.
  • this test piece was attached to a glass plate.

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PCT/JP2020/040368 2019-11-19 2020-10-28 光学積層体の製造方法、接着剤塗工装置及び光学積層体の製造装置 Ceased WO2021100423A1 (ja)

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