WO2021131507A1 - 光学積層体および画像表示装置 - Google Patents

光学積層体および画像表示装置 Download PDF

Info

Publication number
WO2021131507A1
WO2021131507A1 PCT/JP2020/044455 JP2020044455W WO2021131507A1 WO 2021131507 A1 WO2021131507 A1 WO 2021131507A1 JP 2020044455 W JP2020044455 W JP 2020044455W WO 2021131507 A1 WO2021131507 A1 WO 2021131507A1
Authority
WO
WIPO (PCT)
Prior art keywords
group
layer
meth
sensitive adhesive
optical laminate
Prior art date
Application number
PCT/JP2020/044455
Other languages
English (en)
French (fr)
Japanese (ja)
Inventor
亨 神野
悠司 淺津
白石　貴志
Original Assignee
住友化学株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 住友化学株式会社 filed Critical 住友化学株式会社
Priority to CN202080089258.7A priority Critical patent/CN114846376A/zh
Priority to KR1020227025267A priority patent/KR20220116288A/ko
Publication of WO2021131507A1 publication Critical patent/WO2021131507A1/ja

Links

Images

Classifications

    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3083—Birefringent or phase retarding elements
    • 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
    • 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
    • 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
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J9/00—Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks
    • 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
    • G02F1/133528—Polarisers
    • 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
    • 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
    • G09F9/30—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character or characters are formed by combining 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 laminate and an image display device.
  • Polarizing plates made by laminating and laminating a protective film on one or both sides of a polarizer are used for image display devices such as liquid crystal display devices such as mobile televisions and organic electroluminescence (organic EL) display devices, especially in recent years. It is an optical member widely used in various mobile devices such as telephones, smartphones, and tablet terminals.
  • the polarizing plate is often used by being bonded to an image display element (liquid crystal cell, organic EL display element, etc.) via an adhesive layer (for example, Japanese Patent Application Laid-Open No. 2010-229321 (Patent Document 1)). Therefore, the polarizing plate may be marketed in the form of a polarizing plate with an adhesive layer in which an adhesive layer is previously provided on one surface of the polarizing plate.
  • Patent Document 2 by increasing the boric acid content in the polarizer, by generating many borate crosslinked, present in high stability I 3 complex is highly oriented It is described that the occurrence of blue leak is suppressed and a polarizer having excellent low-temperature and high-humidity durability can be obtained.
  • An object of the present invention is to provide a novel optical laminate in which color loss is suppressed at the end of a polarizer under high temperature and high humidity.
  • the present invention provides an optical laminate illustrated below and an image display device using the same.
  • An optical laminate having a polarizer, a light-selective-absorbing pressure-sensitive adhesive layer, and an intermediate layer laminated in contact with the polarizer and the light-selective-absorbing pressure-sensitive adhesive layer.
  • the intermediate layer has only one or more layers selected from the group consisting of a liquid crystal cured layer, an oriented layer, and a bonded layer. Iodine is adsorbed and oriented in the polarizer, and the boron content is 5.0% by mass or less.
  • the pressure-sensitive adhesive composition forming the light-selective-absorbing pressure-sensitive adhesive layer is an optical laminate containing a light-selective-absorbing polymer.
  • the content of the structural unit having the structure represented by the chemical formula (1) is 0.01 part by mass or more and 50 parts by mass or less with respect to 100 parts by mass of all the structural units. , [3].
  • the pressure-sensitive adhesive composition does not contain a light selective absorber, or the content of the light selective absorber is 0.5 parts by mass or less with respect to 100 parts by mass of all resin components, [1] to [ 5] The optical laminate according to any one of the items.
  • an optical laminate in which color loss is suppressed at an end portion of a polarizer in a high temperature and high humidity environment, and an image display device including the same.
  • the optical laminate of the present invention has a polarizer, a light selective absorption pressure-sensitive adhesive layer, and an intermediate layer laminated in contact with the polarizer and the light selective absorption pressure-sensitive adhesive layer.
  • FIGS. 1, 2, and 3 An example of the layer structure of the optical laminate of the present invention is shown in FIGS. 1, 2, and 3.
  • FIG. 1 is a schematic cross-sectional view of an example of the optical laminate of the present invention.
  • a protective film 11, a polarizing element 10, an intermediate layer 300, and a light selective absorbing pressure-sensitive adhesive layer (hereinafter, also referred to as “first pressure-sensitive adhesive layer”) 20 are arranged in this order.
  • the intermediate layer 300 has only one or a plurality of layers selected from the group consisting of a liquid crystal cured layer, an oriented layer, and a bonded layer.
  • FIG. 2 is a schematic cross-sectional view of an example of the optical laminate of the present invention.
  • the optical laminate 101 shown in FIG. 2 has a protective film 11, a polarizer 10, an intermediate layer 300, and a light selective absorbing pressure-sensitive adhesive layer 20 in this order.
  • the intermediate layer 300 has a second pressure-sensitive adhesive layer 32, a first liquid crystal curing layer 30, an adhesive layer 33, and a second liquid crystal curing layer 31 in this order from the polarizer 10 side.
  • FIG. 3 is a schematic cross-sectional view of an example of the optical laminate of the present invention.
  • the optical laminate 102 shown in FIG. 3 has a protective film 11, a polarizer 10, an intermediate layer 300, and a light selective absorbing pressure-sensitive adhesive layer 20 in this order.
  • the intermediate layer 300 is composed of a second pressure-sensitive adhesive layer 32.
  • the thicknesses of the optical laminates 100, 101, and 102 are not particularly limited because they differ depending on the functions required of the optical laminate, the application of the optical laminate, and the like, but are, for example, 5 ⁇ m or more and 200 ⁇ m or less, and 10 ⁇ m or more and 150 ⁇ m or less. It may be 120 ⁇ m or less.
  • the light selective absorption pressure-sensitive adhesive layer contains a light selective absorption polymer.
  • at least the light selective absorption pressure-sensitive adhesive layer has light selective absorption performance, so that the optical laminate as a whole also has light selective absorption performance.
  • the light selective absorption performance refers to a property of easily absorbing light having a specific wavelength, and has at least one absorption maximum in the ultraviolet wavelength region to the visible light region.
  • the optical laminate arranged on the image display element has a function of protecting the image display element from ultraviolet rays.
  • the optical laminate of the present invention may be configured to include a layer having light selective absorption performance in addition to the light selective absorption pressure-sensitive adhesive layer.
  • the other layer include a protective film 11 and an intermediate layer 300.
  • the light selective absorption adhesive layer has the light selective absorption performance and contributes to the development of the light selective absorption performance of the entire optical laminate, so that the light selective absorption performance of the other layers can be improved.
  • the degree of design freedom can be improved.
  • the protective film 11 may need to be designed to be thicker in order to improve the light selective absorption performance, but the protective film 11 has a high degree of freedom in designing the light selective absorption performance. It becomes easy to make a thin film.
  • the intermediate layer 300 preferably contains substantially no light selective absorber, and even if it does.
  • the amount is preferably 0.5 g / m 2 or less.
  • the second pressure-sensitive adhesive layer also contains substantially no light selective absorber, and even if it does, the content thereof is 0. It is preferably 5 g / m 2 or less.
  • the light selective absorption pressure-sensitive adhesive layer has a structure in which the light selective absorption polymer has light selective absorption performance and contributes to the development of the light selective absorption performance of the light selective absorption pressure-sensitive adhesive layer.
  • the adhesive layer can be configured not to contain a light selective absorber or to reduce the content of the light selective absorber to suppress color loss at the ends of the polarizer under high temperature and high humidity. Can be done.
  • the present inventors have found that there is a correlation between the content of the light selective absorber contained in the pressure-sensitive adhesive layer and the degree of color loss at the end of the polarizer under high temperature and high humidity. .. Based on this finding, when a light selective absorber having a relatively low molecular weight is used, the light selective absorber in the pressure-sensitive adhesive layer tends to migrate to the polarizer side under high temperature and high humidity, and such migration tends to occur in color. It is considered to be one of the factors that cause omission. The present inventors have conducted further diligent studies, and imparted the light selective absorption performance to the pressure-sensitive adhesive layer by a method of containing a light selective absorption polymer instead of a method of adding a light selective absorption agent.
  • the present invention has been made by finding that color loss at the end of a polarizer under high temperature and high humidity can be suppressed. Since the photoselective absorptive polymer has a relatively large molecular weight, it is considered that the transfer to the polarizer is suppressed and the color loss at the end of the polarizer is suppressed.
  • the polarizer has a property of absorbing linearly polarized light having a vibration plane parallel to its absorption axis and transmitting linearly polarized light having a vibration plane orthogonal to the absorption axis (parallel to the transmission axis).
  • the polarizer 10 in the optical laminate of the present invention has iodine adsorbed and oriented, and has a boron content of 5.0% by mass or less. With a structure in which the boron content is 5.0% by mass or less, preferably 4.5% by mass or less, shrinkage caused by heating can be suppressed.
  • the content of boron is preferably 0.5% by mass or more, and more preferably 1% by mass or more.
  • Boron in the polarizer 10 improves the degree of cross-linking of the polarizer 10 and contributes to stably retaining iodine in the polarizer 10. Therefore, when the boron content is low, iodine is stably retained. It is considered that it cannot be held and color loss occurs. In the present invention, even if the boron content of the polarizer 10 is 5.0% by mass or less, color loss under high temperature and high humidity can be suppressed.
  • Examples of the polarizer 10 include a stretched film or a stretched layer on which a dichroic dye having absorption anisotropy is adsorbed, a cured product of a polymerizable liquid crystal compound, and a liquid crystal cured layer containing a dichroic dye.
  • the dichroic dye refers to a dye having a property in which the absorbance in the major axis direction and the absorbance in the minor axis direction of the molecule are different, and iodine is preferably used as the dye.
  • the polarizer which is a stretched film on which a dye having absorption anisotropy is adsorbed, is usually obtained by uniaxially stretching a polyvinyl alcohol-based resin film or dyeing the polyvinyl alcohol-based resin film with a dichroic dye such as iodine. , The step of adsorbing the dichroic dye, the step of treating the polyvinyl alcohol-based resin film on which the dichroic dye is adsorbed with an aqueous boric acid solution, and the step of washing with water after the treatment with the aqueous boric acid solution can be produced. ..
  • the thickness of the polarizer is usually 30 ⁇ m or less, preferably 15 ⁇ m or less, more preferably 13 ⁇ m or less, further preferably 10 ⁇ m or less, and particularly preferably 8 ⁇ m or less.
  • the thickness of the polarizer is usually 2 ⁇ m or more, preferably 3 ⁇ m or more, and may be, for example, 5 ⁇ m or more.
  • the polyvinyl alcohol-based resin is obtained by saponifying the polyvinyl acetate-based resin.
  • the polyvinyl acetate-based resin in addition to polyvinyl acetate which is a homopolymer of vinyl acetate, a copolymer of vinyl acetate and another monomer copolymerizable therewith is used.
  • examples of other monomers copolymerizable with vinyl acetate include unsaturated carboxylic acid compounds, olefin compounds, vinyl ether compounds, unsaturated sulfone compounds, and (meth) acrylamide compounds having an ammonium group. ..
  • the saponification degree of the polyvinyl alcohol-based resin is usually about 85 mol% or more and 100 mol% or less, preferably 98 mol% or more.
  • the polyvinyl alcohol-based resin may be modified, and polyvinyl formal, polyvinyl acetal, and the like modified with aldehydes can also be used.
  • the degree of polymerization of the polyvinyl alcohol-based resin is usually 1000 or more and 10000 or less, preferably 1500 or more and 5000 or less.
  • the polarizer which is a stretched layer on which a dye having absorption anisotropy is adsorbed, is usually a step of applying a coating liquid containing the polyvinyl alcohol-based resin on a base film, and a step of uniaxially stretching the obtained laminated film.
  • the base film used for forming the polarizer may be used as the protective film 11. If necessary, the base film may be peeled off from the polarizer.
  • the material and thickness of the base film may be the same as the material and thickness of the protective film 11
  • the protective film 11 is made of an optically transparent thermoplastic resin such as a cyclic polyolefin resin; a cellulose acetate resin composed of a resin such as triacetyl cellulose or diacetyl cellulose; a resin such as polyethylene terephthalate, polyethylene naphthalate, or polybutylene terephthalate. Polyester resin; Polycarbonate resin; (meth) acrylic resin; Polypropylene resin, a coating layer or film composed of one or a mixture of two or more of these.
  • the protective film 11 may contain a light selective absorber described later. Since the light selective absorber contained in the protective film 11 is held in the protective film 11, it is unlikely that the light selective absorber will be transferred to the polarizer.
  • a hard coat layer may be formed on the protective film 11.
  • the hard coat layer may be formed on one surface of the protective film 11 or may be formed on both sides. By providing the hard coat layer, the protective film 11 having improved hardness and scratchability can be obtained.
  • the hard coat layer may be, for example, a cured layer such as an acrylic resin, a silicone resin, a polyester resin, a urethane resin, an amide resin, or an epoxy resin.
  • the hard coat layer may contain additives to improve strength. Additives are not limited and include inorganic fine particles, organic fine particles, or mixtures thereof.
  • the hard coat layer is, for example, a cured layer of an ultraviolet curable resin. Examples of the ultraviolet curable resin include acrylic resin, silicone resin, polyester resin, urethane resin, amide resin, epoxy resin and the like.
  • the thickness of the protective film 11 is usually 1 ⁇ m or more and 100 ⁇ m or less, preferably 5 ⁇ m or more and 80 ⁇ m or less, more preferably 8 ⁇ m or more and 60 ⁇ m or less, and 12 ⁇ m or more and 45 ⁇ m or less from the viewpoint of strength and handleability. Is more preferable.
  • the resin film which is the protective film 11, is attached to the polarizer 10 via, for example, an adhesive layer.
  • the adhesive forming the adhesive layer include a water-based adhesive, an active energy ray-curable adhesive, and a thermosetting adhesive, and a water-based adhesive and an active energy ray-curable adhesive can be used. preferable.
  • the two opposing surfaces bonded via the adhesive layer may be subjected to corona treatment, plasma treatment, flame treatment or the like in advance, or may have a primer layer or the like.
  • the photoselective absorbent pressure-sensitive adhesive layer 20 can be formed by applying a diluent in which a pressure-sensitive adhesive composition containing a light-selective absorbent polymer is dissolved or dispersed in an organic solvent onto a substrate and drying it.
  • a plastic film is preferable as the base material, and specific examples thereof include a release film that has been subjected to a mold release treatment.
  • the release film include those in which one surface of a film made of a resin such as polyethylene terephthalate, polybutylene terephthalate, polycarbonate, or polyarylate is subjected to a mold release treatment such as silicone treatment.
  • the thickness of the light selective absorption pressure-sensitive adhesive layer is, for example, 0.1 ⁇ m or more and 150 ⁇ m or less.
  • the thickness of the light selective absorption adhesive layer is usually 8 ⁇ m or more and 60 ⁇ m or less, and in terms of thinning, it is 30 ⁇ m or less, further 25 ⁇ m or less, and particularly 20 ⁇ m or less. Is preferable.
  • the thickness of the light selective absorption pressure-sensitive adhesive layer is usually 2 ⁇ m or more and 30 ⁇ m or less, preferably 25 ⁇ m or less, more preferably 20 ⁇ m or less, particularly. It is preferably 18 ⁇ m or less, preferably 3 ⁇ m or more, for example, 10 ⁇ m or more, but in terms of further thinning, 10 ⁇ m or less, particularly 7 ⁇ m or less is preferable.
  • the light selective absorbing pressure-sensitive adhesive layer 20 preferably has an absorbance of 0.1 or more and 1.6 or less at a wavelength of 410 nm. This is because the light selective absorption pressure-sensitive adhesive layer 20 having such an absorbance makes it easy to form the entire optical laminate in a thin shape while exhibiting desired light selective absorption performance as the entire optical laminate.
  • the light selective absorbing pressure-sensitive adhesive layer usually has an absorbance at a wavelength of 390 nm of 5.0 or less, and may be 4.5 or less.
  • the light selective absorbing pressure-sensitive adhesive layer usually has an absorbance at a wavelength of 400 nm of 5.0 or less, and may be 4.5 or less.
  • the light selective absorbing pressure-sensitive adhesive layer has an absorbance at a wavelength of 420 nm of usually 1.00 or less, preferably 0.60 or less, more preferably 0.40 or less, and 0.00 or more.
  • the light selective absorbing pressure-sensitive adhesive layer has an absorbance at a wavelength of 430 nm, usually less than 0.20, preferably 0.18 or less, more preferably 0.10 or less, particularly preferably 0.05 or less, and 0.00 or more. is there.
  • the light selective absorbing pressure-sensitive adhesive layer has an absorbance at a wavelength of 440 nm, usually less than 0.10, preferably 0.05 or less, and 0.00 or more.
  • the absorbance at each wavelength is in the above range, the light in the visible light region can be transmitted as it is while sufficiently absorbing the light in the ultraviolet region.
  • the light selective absorption pressure-sensitive adhesive layer is preferably a pressure-sensitive adhesive layer satisfying the following formula (3), and more preferably a pressure-sensitive adhesive layer satisfying the formula (4).
  • a (405) ⁇ 0.5 (3) [In formula (3), A (405) represents the absorbance at a wavelength of 405 nm. ]
  • a (405) / A (440) ⁇ 5 (4) [In the formula (4), A (405) represents the absorbance at a wavelength of 405 nm, and A (440) represents the absorbance at a wavelength of 440 nm. ]
  • the value of A (405) is less than 0.5, the absorption at a wavelength of 405 nm is low, and the deterioration of members (for example, display devices such as organic EL elements and liquid crystal retardation films) that are easily deteriorated by light near 400 nm is deteriorated. It is easy to happen.
  • the value of A (405) is preferably 0.6 or more, more preferably 0.8 or more, and particularly preferably 1.0 or more. There is no particular upper limit, but it is usually 10 or less.
  • the value of A (405) / A (440) represents the magnitude of absorption at a wavelength of 405 nm with respect to the magnitude of absorption at a wavelength of 440 nm, and the larger this value is, the more specific absorption is in the wavelength region near 405 nm. Represent.
  • the value of A (405) / A (440) is preferably 10 or more, more preferably 30 or more, further preferably 75 or more, and particularly preferably 100 or more.
  • the pressure-sensitive adhesive composition comprises a light-selective absorbent polymer.
  • the light selective absorption polymer is a polymer having light selective absorption performance.
  • the light selective absorption polymer can preferably absorb light having a wavelength in the region of 360 nm to 420 nm.
  • the photoselective absorptive polymer contains a photoselective absorptive structural unit having a moiety having a light selective absorption performance.
  • the light selective absorption structural unit preferably has a portion having a light selective absorption performance in the side chain. Examples of the site having the light selective absorption performance include a benzophenone group, a benzotriazole group, and a structure represented by the following chemical formula (1).
  • the resin (A) may have a merocyanine structure in the main chain or a side chain.
  • the resin (A) more preferably contains a structural unit having a merocyanine structure in the side chain.
  • the glass transition temperature (Tg) of the resin (A) is 40 ° C. or lower, preferably 20 ° C. or lower, more preferably 10 ° C. or lower, and even more preferably 0 ° C. or lower.
  • the glass transition temperature of the resin (A) is usually ⁇ 80 ° C. or higher, preferably ⁇ 60 ° C. or higher, more preferably ⁇ 50 ° C. or higher, and even more preferably ⁇ 45 ° C. or higher. , -30 ° C or higher is particularly preferable.
  • the glass transition temperature of the resin (A) is 40 ° C.
  • the glass transition temperature of the resin (A) is ⁇ 80 ° C. or higher, the durability of the light selective absorbing pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition containing the resin (A) (appearance defects during a high temperature test). : Advantageous in improving coagulation failure, etc.).
  • the glass transition temperature can be measured by a differential scanning calorimeter (DSC).
  • the structural unit having a merocyanine structure in the side chain is not particularly limited, but is preferably a structural unit derived from a compound having a polymerizable group and a merocyanine structure.
  • the compound having a polymerizable group and a merocyanine structure preferably satisfies the following formula (1-a), and more preferably satisfies the formula (2-a).
  • ⁇ (405) ⁇ 5 (1-a) [In formula (1-a), ⁇ (405) represents the gram absorption coefficient of a compound having a polymerizable group and a merocyanine structure at a wavelength of 405 nm. The unit of the gram extinction coefficient is L / (g ⁇ cm).
  • ⁇ (405) represents the gram extinction coefficient of a compound having a polymerizable group and a merocyanine structure at a wavelength of 405 nm
  • ⁇ (440) represents a polymerizable group and a merocyanine structure at a wavelength of 440 nm. Represents the gram extinction coefficient of the compound.
  • the compound having a polymerizable group and a merocyanine structure preferably has a value of ⁇ (405) of 5 L / (g ⁇ cm) or more, more preferably 10 L / (g ⁇ cm) or more, and 20 L / (g ⁇ cm) or more. It is more preferably (g ⁇ cm) or more, further preferably 30 L / (g ⁇ cm) or more, and usually 500 L / (g ⁇ cm) or less.
  • a compound having a larger value of ⁇ (405) is more likely to absorb light having a wavelength of 405 nm, and is more likely to exhibit a function of suppressing deterioration due to ultraviolet rays or visible light having a short wavelength.
  • the compound having a polymerizable group and a merocyanine structure preferably has a value of ⁇ (405) / ⁇ (440) of 20 or more, more preferably 40 or more, further preferably 70 or more, and even more preferably 80 or more. Is particularly preferable.
  • the resin containing a compound having a large value of ⁇ (405) / ⁇ (440) absorbs light in the vicinity of 405 nm without disturbing the color expression of the display device, and the light of a display device such as a retardation film or an organic EL element. Deterioration can be suppressed.
  • R 1 , R 2 , R 3 , R 4 and R 5 are aliphatic hydrocarbons having 1 to 25 carbon atoms which may independently have a hydrogen atom and a substituent. It represents an aromatic hydrocarbon group having 6 to 15 carbon atoms, a heterocyclic group or an ethylenically unsaturated group which may have a group or a substituent, and is contained in the aliphatic hydrocarbon group or the aromatic hydrocarbon group.
  • -CH 2- may be replaced with -NR 1A- , -SO 2- , -CO-, -O- or S-.
  • R 6 and R 7 independently represent a hydrogen atom, an alkyl group having 1 to 25 carbon atoms, an electron-withdrawing group, or an ethylenically unsaturated group.
  • R 1A represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
  • R 1 and R 2 may be connected to each other to form a ring structure,
  • R 2 and R 3 may be connected to each other to form a ring structure, and
  • R 2 and R 4 may be connected to each other to form a ring structure.
  • R 3 and R 6 may be connected to each other to form a ring structure,
  • R 5 and R 7 may be connected to each other to form a ring structure, and
  • R 6 and R 7 may be formed. May be connected to each other to form a ring structure.
  • one of R 1 to R 7 is an ethylenically unsaturated group]
  • Examples of the aliphatic hydrocarbon group having 1 to 25 carbon atoms represented by R 1 to R 5 include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a tert-butyl group and a sec-butyl group.
  • n-pentyl group isopentyl group, n-hexyl group, isohexyl group, n-octyl group, isooctyl group, n-nonyl group, isononyl group, n-decyl group, isodecyl group, n-dodecyl group, isododecyl group, Linear or branched alkyl group having 1 to 25 carbon atoms such as undecyl group, lauryl group, myristyl group, cetyl group and stearyl group: 3 to 25 carbon atoms such as cyclopropyl group, cyclobutyl group, cyclopentyl group and cyclohexyl group.
  • Cycloalkyl group A cycloalkylalkyl group having 4 to 25 carbon atoms such as a cyclohexylmethyl group, and an alkyl group having 4 to 25 carbon atoms is preferable.
  • substituent that the aliphatic hydrocarbon group having 1 to 25 carbon atoms represented by R 1 to R 5 may have include a hydroxy group, a cyano group, a halogen atom, a mercapto group, an amino group, a nitro group and the like.
  • the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.
  • Examples of the aromatic hydrocarbon group having 6 to 15 carbon atoms represented by R 1 to R 5 include an aryl group having 6 to 15 carbon atoms such as a phenyl group, a naphthyl group, an anthracenyl group and a biphenyl group; a benzyl group and a phenylethyl group. Examples thereof include an aralkyl group having 7 to 15 carbon atoms such as a group, a naphthylmethyl group and phenyl.
  • Examples of the substituent that the aromatic hydrocarbon group having 6 to 15 carbon atoms represented by R 1 to R 5 may have include a hydroxy group, a cyano group, a halogen atom, a mercapto group, an amino group and a nitro group.
  • it represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms
  • R 4A represents an alkyl group having 1 to 6 carbon atoms.
  • halogen atom examples include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.
  • alkoxy group examples include a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentyloxy group, a hexyloxy group, an octyloxy group, a 2-ethylhexyloxy group, a nonyloxy group, a decyloxy group, an undecyloxy group and a dodecyloxy group.
  • Alkoxy groups having 1 to 12 carbon atoms can be mentioned.
  • alkylthio group examples include an alkylthio group having 1 to 12 carbon atoms such as a methylthio group, an ethylthio group, a propylthio group and a butylthio group.
  • acyl group examples include an acyl group having 2 to 13 carbon atoms such as an acetyl group, a propionyl group and a butyryl group.
  • acyloxy group examples include a methylcarbonyloxy group, an ethylcarbonyloxy group, an n-propylcarbonyloxy group, an isopropylcarbonyloxy group, an n-butylcarbonyloxy group, a sec-butylcarbonyloxy group, a tert-butylcarbonyloxy group, and a pentylcarbonyl.
  • acyloxy groups having 2 to 13 carbon atoms such as an oxy group, a hexylcarbonyloxy group, an octylcarbonyloxy group and a 2-ethylhexylcarbonyloxy group.
  • alkoxycarbonyl group examples include a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, a butoxycarbonyl group, a pentyloxycarbonyl group, a hexyloxycarbonyl group, an octyloxycarbonyl group, a 2-ethylhexyloxycarbonyl group, a nonyloxycarbonyl group, and a decyl.
  • alkoxycarbonyl groups having 2 to 13 carbon atoms such as an oxycarbonyl group, an undecyloxycarbonyl group, and a dodecyloxycarbonyl group.
  • the -CONR 3A R 3B aminocarbonyl group, methylaminocarbonyl group, dimethylaminocarbonyl group, ethylaminocarbonyl group, and the like methyl aminocarbonyl group.
  • Examples of -C (NR 2A ) R 2B include a methylimino group, a dimethylimino group, a methylethylimino group and the like.
  • Examples of -SO 2 R 4A include a methyl sulfonyl group and an ethyl sulfonyl group.
  • Examples of the alkyl group having 1 to 6 carbon atoms represented by R 1A and R 1B include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a tert-butyl group, a sec-butyl group and the like. Can be mentioned.
  • Examples of the heterocyclic group represented by R 1 to R 5 include a pyrrolidine ring group, a pyrolin ring group, an imidazolidine ring group, an imidazoline ring group, an oxazoline ring group, a thiazolin ring group, a piperidine ring group, a morpholine ring group, and a piperazine ring.
  • An aliphatic heterocyclic group having 4 to 20 carbon atoms or an aliphatic heterocyclic group having 3 to 20 carbon atoms such as a group, an indole ring group, an isoindole ring group, a quinoline ring group, a thiophene ring group, a pyrrol ring group, a thiazolin ring group and a furan ring group.
  • Examples include aromatic heterocyclic groups.
  • Alkyl groups having 1 to 25 carbon atoms represented by R 6 and R 7 include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, tert-butyl group, sec-butyl group and n.
  • -Pentyl group isopentyl group, n-hexyl group, isohexyl group, n-octyl group, isooctyl group, n-nonyl group, isononyl group, n-decyl group, isodecil group, n-dodecyl group, isododecyl group, undecyl group, Examples thereof include linear or branched alkyl groups having 1 to 25 carbon atoms such as lauryl group, myristyl group, cetyl group and stearyl group.
  • 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 the formula (I-1). .. [In the formula, R 111 represents a hydrogen atom or a hydrocarbon group having 1 to 25 carbon atoms, and at least one of the methylene groups contained in the alkyl group may be substituted with an oxygen atom.
  • X 1 is, -CO- * 1, -COO- * 1 , -CS- * 1, -CSS- * 1, -CSNR 112 - * 1, -CONR 113 - * 1, -CNR 114 - * 1 or SO Represents 2- * 1.
  • R 112 , R 113 and R 114 independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms or a phenyl group.
  • * 1 represents a bond with R 111.
  • halogen atom examples include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.
  • Alkyl groups substituted with halogen atoms include, for example, trifluoromethyl group, perfluoroethyl group, perfluoropropyl group, perfluoroisopropyl group, perfluorobutyl group, perfluorosec-butyl group, perfluorotert-butyl group, perfluoropentyl group and Examples thereof include a perfluoroalkyl group such as a perfluorohexyl group.
  • the number of carbon atoms of the alkyl group substituted with the halogen atom is usually 1 to 25.
  • Examples of the hydrocarbon group having 1 to 25 carbon atoms represented by R 111 include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a tert-butyl group, a sec-butyl group and an n-pentyl group.
  • a linear or branched alkyl group having 1 to 25 carbon atoms such as a myristyl group, a cetyl group and a stearyl group: a cycloalkyl group having 3 to 25 carbon atoms such as a cyclopropyl group, a cyclobutyl group, a cyclopentyl group and a cyclohexyl group; Cycloalkylalkyl group having 4 to 25 carbon atoms such as cyclopropylmethyl group and cyclohexylmethyl group; ary
  • Examples thereof include an aralkyl group having 7 to 25 carbon atoms such as a naphthylmethyl group and phenyl.
  • Examples of the alkyl group having 1 to 6 carbon atoms represented by R 112, R 113 and R 114 include the same alkyl group having 1 to 6 carbon atoms represented by R 1A.
  • R 111 is preferably an alkyl group having 4 to 25 carbon atoms, and more preferably an alkyl group having 4 to 12 carbon atoms.
  • X 1 is preferably ⁇ CO ⁇ * 1 and COO ⁇ * 1.
  • the electron-withdrawing groups represented by R 6 and R 7 are preferably cyano groups and groups represented by the formula (I-1), respectively.
  • 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-membered ring to a 10-membered ring.
  • a nitrogen-containing heterocycle can be mentioned.
  • the ring structure formed by connecting R 1 and R 2 to each other may be monocyclic or polycyclic.
  • a pyrrolidine ring examples thereof include a pyrrolidine ring, a pyrroline ring, an imidazolidine ring, an imidazoline ring, an oxazoline ring, a thiazolin ring, a piperidine ring, a morpholine ring, a piperazine ring, an indole ring, and an isoindole ring.
  • the ring formed by bonding R 1 and R 2 to each other may have a substituent, and the substituent may have a carbon number of 1 such as a methyl group, an ethyl group, a propyl group, a butyl group, and an isobutyl group.
  • Alkyl groups of to 12; alkoxy groups having 1 to 12 carbon atoms such as methoxy group, ethoxy group, propoxy group, butoxy group and the like can be mentioned.
  • the ring structure formed by bonding R 2 and R 3 to each other is a nitrogen-containing ring structure containing a nitrogen atom to which R 2 is bonded, and is, for example, a nitrogen-containing heterocycle having a 4-membered ring to a 10-membered ring. Ring is mentioned.
  • the ring structure formed by connecting R 2 and R 3 to each other may be monocyclic or polycyclic.
  • a pyrrolidine ring a pyrroline ring, an imidazolidine ring, an imidazoline ring, an oxazoline ring, a thiazolin ring, a piperidine ring, a morpholine ring, a piperazine ring, an indol ring, an isoindole ring and the following formula (I-3).
  • Ring structure can be mentioned.
  • X represents a nitrogen atom, an oxygen atom, and a sulfur atom.
  • Ring W 1 represents a ring having a nitrogen atom and X as constituent elements.
  • Ring W 1 is preferably a 5-membered ring or a 6-membered ring having a nitrogen atom and X as constituent elements.
  • Specific examples of the ring structure represented by the formula (I-3) include the following rings.
  • the ring structure formed by bonding R 2 and R 3 to each other may have a substituent, and the substituent may be a carbon such as a methyl group, an ethyl group, a propyl group, a butyl group or an isobutyl group.
  • Alkyl group of number 1 to 12; alkoxy group having 1 to 12 carbon atoms such as methoxy group, ethoxy group, propoxy group, butoxy group and the like can be mentioned.
  • the ring structure formed by bonding R 2 and R 3 to each other is preferably a ring structure represented by the following formula (I-4).
  • R 11 has the same meaning as above.
  • m2 represents an integer from 1 to 7.
  • R 11a , R 11b , R 11c and R 11d each independently represent a hydrogen atom or an alkyl group having 1 to 12 carbon atoms. * Represents a bond with a carbon atom.
  • m2 is preferably 2 or 3, more preferably 2.
  • Examples of the ring structure formed by bonding R 2 and R 4 to each other include a nitrogen-containing ring structure having a 4-membered ring to a 10-membered ring, and a nitrogen-containing ring structure having a 5-membered ring to a 9-membered ring 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 substituents. Examples of such a ring structure include a pyrrole ring, an indole ring, a pyrimidine ring, and the rings described below.
  • the ring structure formed by bonding R 2 and R 4 to each other may have a substituent, and the substituent may have a number of carbon atoms such as a methyl group, an ethyl group, a propyl group, a butyl group and an isobutyl group.
  • R 22A and R 22B each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms); 1 to 12 carbon atoms such as a methyl thio group, an ethyl thio group, a propyl thio group, a butyl thio group, a pentyl thio group, etc.
  • Alkylthio group examples thereof include a heterocyclic group having 4 to 9 carbon atoms such as a pyrrolidinyl group, a piperidinyl group and a morpholinyl group.
  • a phenyl group and the like can be mentioned.
  • Examples of the ring structure formed by connecting R 5 and R 7 to each other include the ring structures described below.
  • the ring structure formed by bonding R 5 and R 7 to each other may have a substituent, and the substituent may have a number of carbon atoms such as a methyl group, an ethyl group, a propyl group, a butyl group and an isobutyl group.
  • Alkyl groups of 1 to 12; alkoxy groups having 1 to 12 carbon atoms such as methoxy group, ethoxy group, propoxy group, butoxy group and the like can be mentioned.
  • Examples of the ring structure formed by connecting R 6 and R 7 to each other include the ring structure described below.
  • the ring structure formed by bonding R 6 and R 7 to each other may have substituents (R 1 to R 16 in the following formula), and the substituents include a methyl group, an ethyl group and a propyl group.
  • An alkyl group having 1 to 12 carbon atoms such as a group, a butyl group and an isobutyl group; an alkoxy group having 1 to 12 carbon atoms such as a methoxy group, an ethoxy group, a propoxy group and a butoxy group; Be done.
  • * represents a bond with a carbon atom.
  • Examples of the ethylenically unsaturated group represented by R 1 to R 7 include a vinyl group, an ⁇ -methyl vinyl group, an acryloyl group, a metaacryloyl group, an allyl group, a styryl group and a group represented by the formula (I-2). Can be mentioned.
  • X 2 represents a vinyl group, an acryloyl group or a meta-acryloyl group.
  • R 115 represents a divalent aliphatic hydrocarbon group having 1 to 18 carbon atoms, and -CH 2- contained in the aliphatic hydrocarbon group is -O-, -CO-, -CS- or NR 116. It may be replaced with-.
  • R 116 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. * Represents a bond with a carbon atom or a nitrogen atom.
  • Examples of the divalent aliphatic hydrocarbon group having 1 to 18 carbon atoms represented by R 115 include a methylene group, an ethylene group, a propane-1,3-diyl group, a propane-1,2-diyl group and butane-1.
  • the ethylenically unsaturated groups represented by R 1 to R 7 are preferably vinyl groups, acryloyl groups, metaacryloyl groups, and groups represented by the formula (I-2), respectively.
  • any one of R 6 and R 7 is an electron-withdrawing group. It is preferable that either one of R 6 and R 7 is an ethylenically unsaturated group.
  • the structural unit derived from the compound represented by the formula (I) is preferably a structural unit derived from the compound represented by the formula (II).
  • R 11 , R 12 , R 13 , R 14 and R 15 are aliphatic hydrocarbons having 1 to 25 carbon atoms which may independently have a hydrogen atom and a substituent. Represents an aromatic hydrocarbon group or a heterocyclic group having 6 to 15 carbon atoms which may have a group or a substituent, and —CH 2 ⁇ contained in the aliphatic hydrocarbon group or the aromatic hydrocarbon group is It may be substituted with -NR 11A- , -SO 2- , -CO-, -O- or S-.
  • R 16 and R 17 independently represent a hydrogen atom, an alkyl group having 1 to 25 carbon atoms, an electron-withdrawing group, or an ethylenically unsaturated group.
  • R 11A represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
  • R 12 and R 13 may be connected to each other to form a ring structure, and R 12 and R 14 may be connected to each other to form a ring structure.
  • either one of R 16 or R 17 is an ethylenically unsaturated group.
  • R 11 ⁇ The substituent may have a number of 1 to 25 aliphatic carbon hydrocarbon groups represented by R 15, carbon atoms 1 may have a substituent represented by R 1 ⁇ The same as the 25 aliphatic hydrocarbon groups can be mentioned.
  • the aromatic hydrocarbon group having 6 to 15 carbon atoms which may have a substituent represented by R 11 to R 15 may have a substituent represented by R 1 and has 6 carbon atoms.
  • the same as the aromatic hydrocarbon groups of ⁇ 15 can be mentioned.
  • Examples of the heterocycle represented by R 11 to R 15 include the same heterocycle represented by R 1.
  • Examples of the alkyl group having 1 to 25 carbon atoms represented by R 16 and R 17 include the same alkyl group having 1 to 25 carbon atoms represented by R 6.
  • Examples of the electron-withdrawing group represented by R 16 and R 17 include the same as the electron-withdrawing group represented by R 6.
  • Examples of the alkyl group having 1 to 6 carbon atoms represented by R 11A and R 11B include the same alkyl group having 1 to 6 carbon atoms represented by R 1A.
  • Examples of the ring structure in which R 12 and R 13 can be formed by connecting with each other include the same ring structure in which R 2 and R 3 can be formed by connecting with each other.
  • the ring structure that can be formed by connecting R 12 and R 13 to each other is preferably a monocyclic structure.
  • Examples of the ring structure in which R 12 and R 14 can be formed by connecting with each other include the same ring structure in which R 2 and R 4 can be formed by connecting with each other.
  • the ring structure that can be formed by connecting R 12 and R 14 to each other is preferably a monocyclic structure.
  • the ring structure formed by connecting R 12 and R 14 to each other is preferably an aromatic ring, and more preferably a pyrimidine ring structure.
  • R 11 , R 13 and R 15 are preferably aliphatic hydrocarbon groups having 1 to 25 carbon atoms, which may independently have a substituent, and may have a substituent. It is more preferably an alkyl group having 1 to 25 carbon atoms, and further preferably an alkyl group having 1 to 12 carbon atoms which may have a substituent.
  • R 11 is preferably an aliphatic hydrocarbon group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 10 carbon atoms, and even more preferably a methyl group.
  • R 12 and R 14 are independently aliphatic hydrocarbon groups having 1 to 25 carbon atoms which may have substituents, or R 12 and R 14 are linked to each other to form a ring structure.
  • R 12 and R 13 are preferably connected to each other to form a ring structure, and more preferably a ring structure represented by the above formula (I-4).
  • the ring structures represented by the formula (I-4) the ring structure represented by the formula (I-4-1) or the ring structure represented by the formula (I-4-2) is particularly preferable. It is preferably a ring structure represented by the formula (I-4-1). It is preferable that one of R 16 and R 17 is an ethylenically unsaturated group and the other is an electron-withdrawing group.
  • the electron-withdrawing groups represented by R 16 and R 17 may be independently represented by a cyano group, a nitro group, a fluoro group, a trifluoromethyl group, and a group represented by the formula (I-1). preferable. Particularly preferably, it is a cyano group.
  • the ethylenically unsaturated groups represented by R 16 and R 17 are preferably vinyl groups, acryloyl groups, metaacryloyl groups, and groups represented by the formula (I-2), respectively.
  • the compound represented by the formula (II) in which R 12 and R 13 are connected to each other to form a ring structure is a compound represented by the formula (II-A-1) or a compound represented by the formula (II-A-2). ) Is preferable.
  • the compound represented by the formula (II) in which R 12 and R 14 are linked to each other to form a ring structure is preferably a compound represented by the formula (II-B-1). [In formula (II-A-1), formula (II-A-2) and formula (II-B-1), R 11 , R 14 , R 15 , R 16 and R 17 , respectively have the same meaning as above. Represents.
  • R 11e , R 11f , R 11g , R 11h , R 11k , R 11m , and R 11n each independently represent a hydrogen atom or an alkyl group having 1 to 12 carbon atoms.
  • R 11q and R 11p are each independently a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, and a group represented by -NR 22A R 22B (R 22A and R 22B are each independently a hydrogen atom or a hydrogen atom or a group. Represents an alkyl group having 1 to 6 carbon atoms) or a heterocycle. ]
  • the compound represented by the formula (II) in which the electron-withdrawing group is a cyano group is obtained by reacting the compound represented by the following formula (I') with the compound represented by the formula (L).
  • R 222 represents a divalent linking group and X 2 represents a polymerizable group.
  • the reaction between the compound represented by the formula (I') and the compound represented by the formula (L) can be carried out under any conditions used for general Knephener gel condensation. For example, it is preferable to carry out in the presence of a base or a carboxylic acid anhydride.
  • Examples of the base include triethylamine, N, N-diisopropylethylamine, pyridine, piperidine, pyrrolidine, proline, N, N-dimethylaminopyridine, imidazole, sodium hydroxide, potassium hydroxide, potassium carbonate, sodium carbonate, sodium hydrogen carbonate. , Potassium hydrogen carbonate, potassium hydroxide butoxide, sodium hydroxide, sodium hydrogen and the like.
  • Examples of the carboxylic acid anhydride include acetic anhydride, succinic anhydride, phthalic anhydride, maleic anhydride, benzoic anhydride and the like.
  • the amount of the base used is preferably 0.1 to 10 mol with respect to 1 mol of the compound represented by the formula (I').
  • the amount of acetic anhydride used is preferably 0.2 to 5 mol with respect to 1 mol of the compound represented by the formula (I').
  • the reaction between the compound represented by the formula (I') and the compound represented by the formula (L) is preferably carried out in an organic solvent.
  • the organic solvent include toluene, acetonitrile, dichloromethane, trichloromethane and the like.
  • the reaction between the compound represented by the formula (I') and the compound represented by the formula (L) is to mix the compound represented by the formula (I') and the compound represented by the formula (L). It will be carried out at.
  • the reaction temperature of the compound represented by the formula (I') and the compound represented by the formula (L) is preferably ⁇ 40 to 130 ° C., and the reaction time is usually preferably 1 to 24 hours.
  • the compound represented by the formula (I') can be synthesized, for example, according to the method described in JP-A-2014-194508.
  • the compound represented by the formula (L) can be obtained, for example, by reacting cyanoacetic acid with a hydroxyalkyl acrylate.
  • the amount of cyanoacetic acid used is preferably 0.5 to 3 mol with respect to 1 mol of the hydroxyalkyl acrylate.
  • the reaction between cyanoacetic acid and hydroxyalkyl acrylate can be carried out using any esterification catalyst used in general esterification reactions, but is preferably carried out in the presence of a base and a carbodiimide condensing agent.
  • Examples of the base include triethylamine, diisopropylethylamine, pyridine, piperidine, pyrrolidine, proline, N, N-dimethylaminopyridine, imidazole, sodium hydroxide, potassium hydroxide, potassium carbonate, sodium carbonate, sodium hydrogencarbonate, potassium hydrogencarbonate. , Potassium hydroxide, sodium hydroxide, sodium hydrogen and the like.
  • Examples of the carbodiimide condensing agent include N, N-dicyclohexylcarbodiimide, N, N-diisopropylcarbodiimide, 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride and the like.
  • the amount of the base used is preferably 0.5 to 5 mol with respect to 1 mol of cyanoacetic acid.
  • the reaction between cyanoacetic acid and hydroxyalkyl acrylate is preferably carried out in an organic solvent.
  • the organic solvent include acetonitrile, isopropanol, toluene, trichloromethane, dichloromethane and the like.
  • the reaction between cyanoacetic acid and hydroxyalkyl acrylate is carried out by mixing cyanoacetic acid and hydroxyalkyl acrylate.
  • the reaction temperature of cyanoacetic acid and hydroxyalkyl acrylate is preferably ⁇ 40 to 130 ° C., and the reaction time is usually preferably 1 to 24 hours.
  • Examples of the compound having a polymerizable group and a merocyanine structure include the compounds described below.
  • the resin (A) may be a homopolymer of a structural unit having a merocyanine structure in the side chain, or a copolymer containing a structural unit having a merocyanine structure in the side chain and other structural units.
  • the resin (A) is preferably a copolymer.
  • Examples of the structural unit that the resin (A) may contain in addition to the structural unit having a merocyanine structure in the side chain include the structural units described in the following group A.
  • Group A Structural unit derived from (meth) acrylic acid ester, structural unit derived from styrene-based monomer, structural unit derived from vinyl-based monomer, structural unit represented by the formula (a), formula ( The structural unit represented by b) and the structural unit represented by the formula (c).
  • Ra1 represents a divalent hydrocarbon group.
  • R b1 and R b2 independently represent a hydrogen atom or a hydrocarbon group.
  • R c1 and R c2 each independently represent a divalent hydrocarbon group.
  • Examples of the (meth) acrylic acid ester include methyl (meth) acrylic acid, ethyl (meth) acrylic acid, n-propyl (meth) acrylic acid, n-butyl (meth) acrylic acid, n-pentyl (meth) acrylic acid, and the like.
  • Linear alkyl esters of (meth) acrylic acids such as n-dodecyl, lauryl (meth) acrylate, stearyl (meth) acrylate; i-propyl (meth) acrylate, i-butyl (meth) acrylate, T-butyl (meth) acrylic acid, i-pentyl (meth) acrylic acid, i-hexyl (meth) acrylic acid, 2-ethylhexyl (meth) acrylic acid, i-octyl (meth) acrylic acid, (meth) acrylic acid Branched alkyl esters of (meth) acrylic acids such as i-nony
  • a substituent-containing (meth) acrylic acid alkyl ester in which a substituent is introduced into the alkyl group in the (meth) acrylic acid alkyl ester can also be mentioned.
  • the substituent of the substituent-containing (meth) acrylic acid alkyl ester is a group that substitutes a hydrogen atom of the alkyl group, and specific examples thereof include a phenyl group, an alkoxy group, and a phenoxy group.
  • substituent-containing (meth) acrylic acid alkyl ester examples include (meth) acrylic acid 2-methoxyethyl, (meth) acrylic acid ethoxymethyl, (meth) acrylic acid phenoxyethyl, and (meth) acrylic acid 2-.
  • substituent-containing (meth) acrylic acid alkyl ester examples include (2-phenoxyethoxy) ethyl, phenoxydiethylene glycol (meth) acrylate, and phenoxypoly (ethylene glycol) (meth) acrylate.
  • Each of these (meth) acrylic acid esters can be used alone, or a plurality of different ones may be used.
  • the resin (A) of the present invention is a structural unit derived from the (meth) acrylic acid alkyl ester (a1) in which the glass transition temperature Tg of the homopolymer is less than 0 ° C. among the (meth) acrylic acid alkyl esters, and the homopolymer. It preferably contains a structural unit derived from the (meth) acrylic acid alkyl ester (a2) having a Tg of 0 ° C. or higher. This is advantageous in increasing the high temperature durability of the pressure-sensitive adhesive layer.
  • Tg of the homopolymer of the (meth) acrylic acid alkyl ester a literature value such as POLYMER HANDBOOK (Wiley-Interscience) can be adopted.
  • (meth) acrylic acid alkyl ester (a1) examples include ethyl acrylate, n- and i-propyl acrylate, n- and i-butyl acrylate, n-pentyl acrylate, n- and i- acrylate. Hexyl, n-heptyl acrylate, n- and i-octyl acrylate, 2-ethylhexyl acrylate, n- and i-nonyl acrylate, n- and i-decyl acrylate, n-dodecyl acrylate, etc. Contains a (meth) acrylic acid alkyl ester having about 2 to 12 carbon atoms in the alkyl group of.
  • (meth) acrylic acid alkyl ester (a1) only one type may be used, or two or more types may be used in combination. Of these, n-butyl acrylate, n-octyl acrylate, 2-ethylhexyl acrylate and the like are preferable from the viewpoint of followability and reworkability when laminated on an optical film.
  • the (meth) acrylic acid alkyl ester (a2) is a (meth) acrylic acid alkyl ester other than the (meth) acrylic acid alkyl ester (a1).
  • Specific examples of the (meth) acrylic acid alkyl ester (a2) include methyl acrylate, cyclohexyl acrylate, isobolonyl acrylate, stearyl acrylate, t-butyl acrylate and the like.
  • the (meth) acrylic acid alkyl ester (a2) only one type may be used, or two or more types may be used in combination. Among them, from the viewpoint of high temperature durability, the (meth) acrylic acid alkyl ester (a2) preferably contains methyl acrylate, cyclohexyl acrylate, isobolonyl acrylate and the like, and more preferably contains methyl acrylate.
  • the structural unit derived from the (meth) acrylic acid ester a structural unit derived from the (meth) acrylic acid ester having a polar functional group can also be mentioned.
  • the (meth) acrylic acid ester monomer having a polar functional group include (meth) acrylic acid 1-hydroxymethyl, (meth) acrylic acid 1-hydroxyethyl, (meth) acrylic acid 1-hydroxyheptyl, and (meth).
  • styrene-based monomer examples include styrene; methylstyrene, dimethylstyrene, trimethylstyrene, ethylstyrene, diethylstyrene, triethylstyrene, propylstyrene, butylstyrene, hexylstyrene, heptylstyrene, octylstyrene and other alkylstyrenes; fluorostyrene, Examples thereof include halogenated styrenes such as chlorostyrene, bromostyrene, dibromostyrene and iodostyrene; nitrostyrene; acetylstyrene; methoxystyrene; and divinylbenzene.
  • halogenated styrenes such as chlorostyrene, bromostyrene, dibromostyren
  • vinyl-based monomer examples include fatty acid vinyl esters such as vinyl acetate, vinyl propionate, vinyl butyrate, vinyl 2-ethylhexanoate and vinyl laurate; vinyl halides such as vinyl chloride and vinyl bromide; vinylidene chloride and the like.
  • vinylidene halide nitrogen-containing heteroaromatic vinyl such as vinylpyridine, vinylpyrrolidone and vinylcarbazole; conjugated diene such as butadiene, isoprene and chloroprene; and unsaturated nitriles such as acrylonitrile and methacrylonitrile.
  • the compound that derives the structural unit represented by the formula (a) can be synthesized, for example, by reacting a diisocyanate compound with a polyol.
  • the compound that derives the structural unit represented by the formula (b) can be synthesized, for example, by reacting a silane halide or a silane having a hydroxy group.
  • the compound that derives the structural unit represented by the formula (c) can be synthesized, for example, by reacting a polycarboxylic acid with a polyol.
  • the structural unit selected from the structural units described in group A is preferably a structural unit derived from (meth) acrylic acid ester.
  • the structural unit derived from the (meth) acrylic acid ester is preferably a (meth) acrylic acid alkyl ester and a (meth) acrylic acid alkyl ester having a hydroxy group.
  • the resin (A) of the present invention may contain yet another structural unit (sometimes referred to as a structural unit (aa)).
  • a structural unit derived from a (meth) acrylamide-based monomer a structural unit derived from a monomer having a carboxyl group, a structural unit derived from a monomer having a heterocyclic group, substituted or unsubstituted. Examples thereof include structural units derived from monomers having an amino group.
  • Examples of the (meth) acrylamide-based monomer include N-methylol (meth) acrylamide, N- (2-hydroxyethyl) (meth) acrylamide, N- (3-hydroxypropyl) (meth) acrylamide, and N- (4-).
  • N- (methoxymethyl) acrylamide N- (ethoxymethyl) acrylamide, N- (propoxymethyl) acrylamide, N- (butoxymethyl) acrylamide and N- (2-methylpropoxymethyl) acrylamide are preferable.
  • Examples of the monomer having a carboxyl group include (meth) acrylic acid, carboxyalkyl (meth) acrylate (for example, carboxyethyl (meth) acrylate, carboxypentyl (meth) acrylate), maleic acid, maleic anhydride, fumaric acid, and the like. Examples thereof include crotonic acid, and acrylic acid is preferable.
  • Examples of the monomer having a heterocyclic group include acryloyl morpholine, vinyl caprolactam, N-vinyl-2-pyrrolidone, vinyl pyridine, tetrahydrofurfuryl (meth) acrylate, caprolactone-modified tetrahydrofurfuryl acrylate, and 3,4-epoxycyclohexylmethyl. Examples thereof include (meth) acrylate, glycidyl (meth) acrylate, and 2,5-dihydrofuran.
  • Examples of the monomer having a substituted or unsubstituted amino group include aminoethyl (meth) acrylate, N, N-dimethylaminoethyl (meth) acrylate, and dimethylaminopropyl (meth) acrylate.
  • the structural unit (aa) other than the structural unit having a merocyanine structure and the structural unit selected from group A is preferably a monomer having a carboxyl group.
  • the content of the structural unit having a merocyanine structure in the side chain is preferably 0.01 to 50 parts by mass, preferably 0.1 to 20 parts by mass, based on 100 parts by mass of all the structural units contained in the resin (A).
  • the amount is more preferably 0.5 to 10 parts by mass.
  • the content of at least one structural unit selected from the structural units described in group A is preferably 50 parts by mass or more, preferably 60 to 99.99 parts by mass, based on 100 parts by mass of all structural units of the resin (A). More preferably, it is by mass.
  • the resin (A) contains the structural unit (aa), it is preferably 20 parts by mass or less, more preferably 0.5 parts by mass or more and 15 parts by mass with respect to 100 parts by mass of all the structural units of the resin (A).
  • it is more preferably 0.5 parts by mass or more and 10 parts by mass or less, and particularly preferably 1 part by mass or more and 7 parts by mass or less.
  • the content of the structural unit is preferably based on 100 parts by mass of the total structural unit of the resin (A). Is 20 parts by mass or less, more preferably 0.5 parts by mass or more and 15 parts by mass or less, further preferably 0.5 parts by mass or more and 10 parts by mass or less, and particularly preferably 1 part by mass or more and 7 parts by mass or less. From the viewpoint of preventing the peeling power of the separate film that can be laminated on the outer surface of the pressure-sensitive adhesive layer from being enhanced, it is preferable that the monomer having an amino group is substantially not contained. Here, substantially not contained means that the amount is 0.1 parts by mass or less out of 100 parts by mass of all the constituent units constituting the resin (A).
  • the resin (A) is a structural unit derived from a (meth) acrylic acid alkyl ester having a hydroxy group or a monomer having a carboxyl group. It is preferable to include a structural unit derived from the structural unit, and it is more preferable to include both a structural unit derived from a (meth) acrylic acid alkyl ester having a hydroxy group and a structural unit derived from a monomer having a carboxyl group.
  • (meth) acrylic acid alkyl ester having a hydroxy group 2-hydroxyethyl acrylate, 3-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, 5-hydroxypentyl acrylate, and 6-hydroxyhexyl acrylate are preferable. .. In particular, good durability can be obtained by using 2-hydroxyethyl acrylate, 4-hydroxybutyl acrylate and 5-hydroxypentyl acrylate.
  • Acrylic acid is preferably used as the monomer having a carboxyl group.
  • the weight average molecular weight (Mw) of the resin (A) is preferably 300,000 to 2.5 million, and more preferably 500,000 to 2.5 million.
  • the weight average molecular weight is 300,000 or more, the durability of the pressure-sensitive adhesive layer in a high temperature environment is improved, and the floating and peeling between the adherend and the light-selective absorbing pressure-sensitive adhesive layer and the light-selective absorbing pressure-sensitive adhesive are observed. It is easy to suppress defects such as cohesive failure of layers.
  • the weight average molecular weight is 2.5 million or less, it is advantageous from the viewpoint of coatability when the pressure-sensitive adhesive composition is processed into, for example, a sheet (coating on a base material).
  • the weight average molecular weight is preferably 600,000 to 1.8 million, more preferably 700,000 to 1.7 million. Particularly preferably, it is 1 million to 1.6 million.
  • the molecular weight distribution (Mw / Mn) represented by the ratio of the weight average molecular weight (Mw) to the number average molecular weight (Mn) is usually 2 to 10, preferably 3 to 8.
  • the weight average molecular weight can be analyzed by gel permeation chromatography and is a value in terms of standard polystyrene.
  • the viscosity at 25 ° C. is preferably 20 Pa ⁇ s or less, and more preferably 0.1 to 15 Pa ⁇ s. preferable.
  • a viscosity in this range is advantageous from the viewpoint of coatability when the pressure-sensitive adhesive composition is applied to the substrate.
  • the viscosity can be measured with a Brookfield viscometer.
  • the resin (A) of the present invention can be produced by a known method such as a solution polymerization method, a bulk polymerization method, a suspension polymerization method, or an emulsion polymerization method, and the solution polymerization method is particularly preferable.
  • a solution polymerization method for example, a monomer and an organic solvent are mixed, a thermal polymerization initiator is added under a nitrogen atmosphere, and the temperature conditions are 40 to 90 ° C., preferably 50 to 80 ° C., 3 to 15 A method of stirring for about an hour can be mentioned.
  • monomers and thermal polymerization initiators may be added continuously or intermittently during the polymerization. The monomer and the heat initiator may be in a state of being added to an organic solvent.
  • the polymerization initiator a thermal polymerization initiator, a photopolymerization initiator, or the like is used.
  • the photopolymerization initiator include 4- (2-hydroxyethoxy) phenyl (2-hydroxy-2-propyl) ketone.
  • thermal polymerization initiator examples include 2,2'-azobisisobutyronitrile, 2,2'-azobis (2-methylbutyronitrile), 1,1'-azobis (cyclohexane-1-carbonitrile), and 2 , 2'-azobis (2,4-dimethylvaleronitrile), 2,2'-azobis (2,4-dimethyl-4-methoxyvaleronitrile), dimethyl-2,2'-azobis (2-methylpropionate) ), 2,2'-Azobis (2-hydroxymethylpropionitrile) and other azo compounds; lauryl peroxide, t-butyl hydroperoxide, benzoyl peroxide, t-butyl peroxybenzoate, cumene hydroperoxide, Organic peroxides such as diisopropylperoxydicarbonate, dipropylperoxydicarbonate, t-butylperoxyneodecanoate, t-butylperoxypivalate, (3,5,5-
  • the ratio of the polymerization initiator is about 0.001 to 5 parts by mass with respect to 100 parts by mass of the total amount of the monomers constituting the resin (A).
  • a polymerization method using active energy rays for example, ultraviolet rays may be used.
  • Organic solvents include aromatic hydrocarbons such as toluene and xylene; esters such as ethyl acetate and butyl acetate; fatty alcohols such as propyl alcohol and isopropyl alcohol; ketones such as acetone, methyl ethyl ketone and methyl isobutyl ketone. Can be mentioned.
  • the resin (A) is preferably a resin satisfying the following formula (1), and more preferably a resin satisfying the following formula (2).
  • ⁇ (405) ⁇ 0.02 (1)
  • ⁇ (405) represents the gram extinction coefficient of the resin at a wavelength of 405 nm.
  • the unit of the gram extinction coefficient is L / (g ⁇ cm).
  • ⁇ (405) represents the gram extinction coefficient of the resin at a wavelength of 405 nm
  • ⁇ (440) represents the gram extinction coefficient of the resin at a wavelength of 440 nm.
  • the gram absorbance coefficient of the resin (A) can be measured by the method described in Examples.
  • the pressure-sensitive adhesive composition containing the resin (A) is applied to a display device (FPD: flat panel display) such as an organic electroluminescence display (organic EL display device) or a liquid crystal display device, the resin (A) ⁇ (405) ) Is 0.02 L / (g ⁇ cm) or more, the absorption performance of visible light in the vicinity of 400 nm is good. Deterioration of the organic EL light emitting element due to visible light can be suppressed.
  • the resin (A) can selectively absorb light having a wavelength near 400 nm as the value of ⁇ (405) / ⁇ (440) increases.
  • the value of ⁇ (405) / ⁇ (440) is preferably 5 or more, more preferably 50 or more, further preferably 75 or more, and particularly preferably 100 or more.
  • ⁇ (405) / ⁇ (440) of the resin (A) is 5 or more, the pressure-sensitive adhesive composition containing the resin (A) is displayed on a display device (FPD: flat panel) such as an organic EL display device or a liquid crystal display device. When applied to a display), it can absorb light in the vicinity of 405 nm and suppress photodeterioration of a retardation film, an organic EL element, or the like without disturbing the color expression of the display device.
  • FPD flat panel
  • the pressure-sensitive adhesive composition may further contain a cross-linking agent (B), a silane compound (D), an antistatic agent, a light selective absorber, a resin other than the resin (A), and the like.
  • the content of the resin (A) is usually 60% by mass to 99.99% by mass, preferably 70% by mass to 99.9% by mass, more preferably 70% by mass, based on 100% by mass of the solid content of the pressure-sensitive adhesive composition. Is 80% by mass to 99.7% by mass.
  • the pressure-sensitive adhesive composition can contain a cross-linking agent (B).
  • a cross-linking agent (B) examples include an isocyanate-based cross-linking agent, an epoxy-based cross-linking agent, an aziridine-based cross-linking agent, a metal chelate-based cross-linking agent, and the like. From the viewpoint of speed and the like, an isocyanate-based cross-linking agent is preferable.
  • isocyanate-based compound a compound having at least two isocyanato groups (-NCO) in the molecule is preferable, and for example, an aliphatic isocyanate-based compound (for example, hexamethylene diisocyanate) and an alicyclic isocyanate-based compound (for example, isophorone diisocyanate) are preferable.
  • an aliphatic isocyanate-based compound for example, hexamethylene diisocyanate
  • an alicyclic isocyanate-based compound for example, isophorone diisocyanate
  • Hydrogenated diphenylmethane diisocyanate, hydrogenated xylylene diisocyanate), aromatic isocyanate-based compounds for example, tolylene diisocyanate, xylylene diisocyanate diphenylmethane diisocyanate, naphthalene diisocyanate, triphenylmethane triisocyanate, etc.
  • aromatic isocyanate-based compounds for example, tolylene diisocyanate, xylylene diisocyanate diphenylmethane diisocyanate, naphthalene diisocyanate, triphenylmethane triisocyanate, etc.
  • the cross-linking agent (B) is an adduct (adduct) of the isocyanate compound made of a polyhydric alcohol compound [for example, an adduct made of glycerol, trimethylolpropane, etc.], an isocyanurate, a burette-type compound, a polyether polyol, or a polyester. It may be a derivative such as a urethane prepolymer type isocyanate compound which has been subjected to an addition reaction with a polyol, an acrylic polyol, a polybutadiene polyol, a polyisoprene polyol or the like.
  • the cross-linking agent (B) can be used alone or in combination of two or more.
  • aromatic isocyanate compounds eg, tolylene diisocyanate, xylylene diisocyanate
  • aliphatic isocyanate compounds eg, hexamethylene diisocyanate
  • their polyhydric alcohol compounds eg, glycerol, trimethylolpropane.
  • isocyanurates Is it because the cross-linking agent (B) is an adduct of an aromatic isocyanate compound and / or a polyhydric alcohol compound thereof, or an isocyanurate compound, which is advantageous for forming an optimum cross-linking density (or cross-linking structure)?
  • the durability of the adhesive layer can be improved.
  • an adduct made of a tolylene diisocyanate compound and / or a polyhydric alcohol compound thereof can improve durability even when, for example, an adhesive layer is applied to a polarizing plate.
  • the content of the cross-linking agent (B) is usually 0.01 to 15 parts by weight, preferably 0.05 to 10 parts by weight, and more preferably 0.1 parts by weight with respect to 100 parts by weight of the resin (A). ⁇ 5 parts by weight.
  • the pressure-sensitive adhesive composition may further contain the silane compound (D).
  • the silane compound (D) include vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyltriethoxysilane, and 3 -Glysidoxypropylmethyldimethoxysilane, 3-glycidoxypropylethoxydimethylsilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, Examples thereof include 3-methacryloyloxypropyltrimethoxysilane and 3-mercaptopropyltrimethoxysilane.
  • the silane compound (D) may be a silicone oligomer. Specific examples of the silicone oligomer
  • 3-Acryloyloxypropyltriethoxysilane-tetraethoxysilane oligomer 3-acryloyloxypropylmethyldimethoxysilane-tetramethoxysilane oligomer, 3-acryloyloxypropylmethyldimethoxysilane-tetraethoxysilane oligomer, 3-acryloyloxypropylmethyldi Acryloyloxypropyl group-containing oligomers such as ethoxysilane-tetramethoxysilane oligomer, 3-acryloyloxypropylmethyldiethoxysilane-tetraethoxysilane oligomer; vinyltrimethoxysilane-tetramethoxysilane oligomer, vinyltrimethoxysilane-tetraethoxysilane oligomer , Vinyl Triethoxysilane-Tetramethoxysilane oligomer, Vinyltriethoxy
  • the silane compound (D) may be a silane compound represented by the following formula (d1).
  • A represents an alkanediyl group having 1 to 20 carbon atoms or a divalent alicyclic hydrocarbon group having 3 to 20 carbon atoms, and constitutes the alkanediyl group and the alicyclic hydrocarbon group.
  • -CH 2- may be replaced with -O- or -CO-
  • R 41 represents an alkyl group having 1 to 5 carbon atoms
  • R 42 , R 43 , R 44 , R 45 and R 46 are.
  • Examples of the alkanediyl group having 1 to 20 carbon atoms represented by A include a methylene group, a 1,2-ethanediyl group, a 1,3-propanediyl group, a 1,4-butandyl group, a 1,5-pentanediyl group and 1 , 6-Hexanediyl group, 1,7-heptandyl group, 1,8-octanediyl group, 1,9-nonandyl group, 1,10-decandyl group, 1,12-dodecandyl group, 1,14-tetradecandyl group , 1,16-Hexadecandyl group, 1,18-octadecandyl group and 1,20-icosandyl group.
  • Examples of the divalent alicyclic hydrocarbon group having 3 to 20 carbon atoms include a 1,3-cyclopentanediyl group and a 1,4-cyclohexanediyl group.
  • -CH 2- instead of -O- or -CO- constituting the alcandiyl group and the alicyclic hydrocarbon group is replaced with -CH 2 CH 2- O-CH 2 CH 2- , -CH 2 CH 2- O-CH 2 CH 2- O-CH 2 CH 2- , -CH 2 CH 2- O-CH 2 CH 2- O-CH 2 CH 2- O-CH 2 CH 2- , -CH 2 CH 2- CO-O-CH 2 CH 2- , -CH 2 CH 2- O-CH 2 CH 2- CO-O-CH 2 CH 2- , -CH 2 CH 2 CH 2 CH 2- O-CH 2 CH 2- and CH 2 CH 2 CH 2 CH 2- O-CH 2 CH 2 CH 2- .
  • Examples of the alkyl group having 1 to 5 carbon atoms represented by R 41 to R 45 include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a tert-butyl group and a pentyl group.
  • the 42-C 1-5 alkoxy group represented by R 45 a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, an isobutoxy group, and a tert- butoxy and pentyloxy groups.
  • silane compound represented by the formula (d1) examples include (trimethoxysilyl) methane, 1,2-bis (trimethoxysilyl) ethane, 1,2-bis (triethoxysilyl) ethane, and 1,3-.
  • (Trimethoxysilyl) hexane and 1,8-bis (trimethoxysilyl) octane are preferable.
  • the content of the silane compound (D) is usually 0.01 to 10 parts by mass, preferably 0.03 to 5 parts by mass, and more preferably 0.05 with respect to 100 parts by mass of the resin (A). It is about 2 parts by mass, more preferably 0.1 to 1 part by mass.
  • the pressure-sensitive adhesive composition may further contain an antistatic agent.
  • the antistatic agent include a surfactant, a siloxane compound, a conductive polymer, an ionic compound and the like, and an ionic compound is preferable.
  • the ionic compound include conventional ones.
  • the cation component constituting the ionic compound include organic cations and inorganic cations.
  • the organic cation include pyridinium cation, pyrrolidinium cation, piperidinium cation, imidazolium cation, ammonium cation, sulfonium cation, phosphonium cation and the like.
  • the inorganic cation examples include alkali metal cations such as lithium cation, potassium cation, sodium cation and cesium cation, and alkaline earth metal cations such as magnesium cation and calcium cation.
  • alkali metal cations such as lithium cation, potassium cation, sodium cation and cesium cation
  • alkaline earth metal cations such as magnesium cation and calcium cation.
  • pyridinium cations, imidazolium cations, pyrrolidinium cations, lithium cations, and potassium cations are preferable from the viewpoint of compatibility with (meth) acrylic resins.
  • the anion component constituting the ionic compound may be either an inorganic anion or an organic anion, but an anion component containing a fluorine atom is preferable from the viewpoint of antistatic performance.
  • anion component containing a fluorine atom examples include hexafluorophosphate anion (PF 6- ), bis (trifluoromethanesulfonyl) imide anion [(CF 3 SO 2 ) 2 N-], and bis (fluorosulfonyl) imide anion [(FSO). 2 ) 2 N-], tetra (pentafluorophenyl) borate anion [(C 6 F 5 ) 4 B-] and the like.
  • PF 6- hexafluorophosphate anion
  • bis (trifluoromethanesulfonyl) imide anion (CF 3 SO 2 ) 2 N-]
  • tetra (pentafluorophenyl) borate anion [(C 6 F 5 ) 4 B-] examples of the anion component containing a fluorine atom.
  • bis (trifluoromethanesulfonyl) imide anion [(CF 3 SO 2 ) 2 N-], bis (fluorosulfonyl) imide anion [(FSO 2 ) 2 N-], tetra (pentafluorophenyl) borate anion [(C) 6 F 5 ) 4 B-] is preferable.
  • An ionic compound that is solid at room temperature is preferable in terms of the stability over time of the antistatic performance of the light selective absorbing pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition.
  • the content of the antistatic agent is, for example, 0.01 to 20 parts by mass, preferably 0.1 to 10 parts by mass, and more preferably 1 to 7 parts by mass with respect to 100 parts by mass of the resin (A).
  • the pressure-sensitive adhesive composition contains the resin (A) which is a light-selective absorbent polymer, and may or may not contain a light-selective absorbent.
  • the pressure-sensitive adhesive composition preferably does not contain a light selective absorber.
  • the light selective absorber selectively absorbs light having a specific wavelength, and preferably contains a compound having at least one absorption maximum at a wavelength of 360 nm to 420 nm, and preferably contains a compound having an absorption maximum at 380 nm to 410 nm. It is more preferable to include it.
  • the content of the light selective absorber is preferably 0.5 parts by mass or less with respect to 100 parts by mass of all the resin components.
  • the content of the light selective absorber is 0 from the viewpoint of suppressing color loss. It is preferably 5 parts by mass or less.
  • the photoselective absorber is not particularly limited, but for example, an oxybenzophenone-based photoselective absorber, a benzotriazole-based photoselective absorber, a salicylate ester-based photoselective absorber, a benzophenone-based photoselective absorber, and a cyanoacrylate-based light selective absorber.
  • Organic light selective absorbers such as triazine light selective absorbers.
  • the light selective absorber a commercially available product may be used.
  • a triazine-based light selective absorber "Kemisorb 102" manufactured by Chemipro Kasei Co., Ltd., "ADEKA STAB LA46", “ADEKA STAB LAF70” manufactured by ADEKA Corporation, etc.
  • BASF Japan's “Chinubin 109", “Chinubin 171", “Chinubin 234", “Chinubin 326", “Chinubin 327", “Chinubin 328", “Chinubin 928", “Chinubin 400", “Chinubin 460”, Examples thereof include “Chinubin 405" and "Chinubin 477".
  • Benzotriazole-based photoselective absorbers include “ADEKA STAB LA31” and “ADEKA STAB LA36” manufactured by ADEKA Corporation, and “Sumisorb 200", “Sumisorb 250", “Sumisorb 300", and “Sumisorb 340” manufactured by Sumika Chemtex Co., Ltd. And “Sumisorb 350”, “Kemisorb 74", “Kemisorb 79” and “Kemisorb 279” made by Chemipro Kasei Co., Ltd., "TINUVIN 99-2", “TINUVIN 900” and “TINUVIN 928” made by BASF, etc. Be done.
  • the light selective absorber may be an inorganic light selective absorber.
  • the inorganic light selective absorber include titanium oxide, zinc oxide, indium oxide, tin oxide, talc, kaolin, calcium carbonate, titanium oxide-based composite oxide, zinc oxide-based composite oxide, ITO (tin-doped indium oxide), and the like.
  • ATO antimonated tin oxide
  • the titanium oxide-based composite oxide include silica and zinc oxide doped with alumina.
  • the pressure-sensitive adhesive composition can contain one or more additives such as a solvent, a cross-linking catalyst, a tack fire, a plasticizer, a softening agent, a pigment, a rust preventive, an inorganic filler, and light-scattering fine particles.
  • additives such as a solvent, a cross-linking catalyst, a tack fire, a plasticizer, a softening agent, a pigment, a rust preventive, an inorganic filler, and light-scattering fine particles.
  • the optical laminate of the present invention includes an intermediate layer 300.
  • the intermediate layer 300 has only one or a plurality of layers selected from the group consisting of a liquid crystal cured layer, an oriented layer, and a bonded layer.
  • the thickness of the intermediate layer 300 is not limited, it is preferably 1 ⁇ m or more and 200 ⁇ m or less, and 5 ⁇ m or more and 200 ⁇ m or less.
  • the intermediate layer 300 preferably does not contain a light selective absorber from the viewpoint of suppressing color loss in the polarizer 10, and when it contains a light selective absorber, the content of the light selective absorber per unit area. Is preferably 0.5 g / m 2 or less.
  • the optical laminate of the present invention may include a liquid crystal curing layer as an intermediate layer.
  • the liquid crystal curing layer may be one layer or two or more layers.
  • the optical laminate 101 shown in FIG. 2 includes a first liquid crystal curing layer 30 and a second liquid crystal curing layer 31.
  • the liquid crystal cured layer is a layer of a cured product of a polymerizable liquid crystal compound, and is, for example, a retardation layer.
  • the retardation layer which is a cured product of the polymerizable liquid crystal compound, include the first form to the fifth form.
  • First form a retardation layer in which the rod-shaped liquid crystal compound is oriented horizontally with respect to the supporting base material
  • Second form a retardation layer in which the rod-shaped liquid crystal compound is oriented in the direction perpendicular to the supporting base material
  • Third form A retardation layer in which the direction of orientation of the rod-shaped liquid crystal compound changes spirally in the plane
  • Fourth form A retardation layer in which the disk-shaped liquid crystal compound is obliquely oriented
  • Fifth form The disk-shaped liquid crystal compound Biaxial retardation layer oriented perpendicular to the supporting substrate
  • the first form, the second form, and the fifth form are preferably used. Be done.
  • the retardation layers of these forms may be laminated and used.
  • the retardation layer preferably has anti-wavelength dispersibility.
  • the inverse wavelength dispersibility is an optical characteristic in which the liquid crystal alignment in-plane retardation value at a short wavelength is smaller than the liquid crystal alignment in-plane retardation value at a long wavelength, and the retardation layer is preferably expressed by the following equation. (7) and equation (8) are satisfied.
  • Re ( ⁇ ) represents an in-plane retardation value with respect to light having a wavelength of ⁇ nm.
  • the retardation layer has the first form and anti-wavelength dispersibility
  • Examples thereof include the above-mentioned polymerizable liquid crystal compounds.
  • Examples of the method for producing the retardation layer from the polymer in the oriented state of the polymerizable liquid crystal compound include the methods described in JP-A-2010-31223.
  • the thickness of the retardation layer which is a liquid crystal cured layer obtained by curing a polymerizable liquid crystal compound, is, for example, 0.1 ⁇ m or more and 10 ⁇ m or less, preferably 0.5 ⁇ m or more and 8 ⁇ m or less, and more preferably 1 ⁇ m or more and 6 ⁇ m or less. is there.
  • the retardation layer is a ⁇ / 4 retardation layer that imparts a phase difference of 1/4 wavelength to transmitted light, a ⁇ / 2 retardation layer that imparts a phase difference of 1/2 wavelength to transmitted light, and a positive A plate. , And can be a positive C plate.
  • the combination of the first liquid crystal curing layer 30 and the second liquid crystal curing layer 31 is at the ⁇ / 2 position. Examples thereof include a combination of a retardation layer and a ⁇ / 4 retardation layer, a combination of a ⁇ / 4 retardation layer and a positive C layer, and the like.
  • the optical laminate of the present invention may be configured as a circularly polarizing plate having a ⁇ / 4 retardation layer.
  • the circular polarizing plate can be used as an antireflection polarizing plate.
  • the alignment layer has an orientation regulating force for aligning the liquid crystal compound contained in the liquid crystal cured layer formed on the alignment layer in a desired direction.
  • the oriented layer include an oriented polymer layer formed of an oriented polymer, a photo-aligned polymer layer formed of a photo-aligned polymer, and a grub-aligned layer having an uneven pattern or a plurality of grubs (grooves) on the layer surface. it can.
  • the thickness of the alignment layer is usually 0.01 to 10 ⁇ m, preferably 0.01 to 5 ⁇ m.
  • the oriented polymer layer can be formed by applying a composition in which the oriented polymer is dissolved in a solvent to the base material layer to remove the solvent, and if necessary, rubbing treatment.
  • the orientation regulating force can be arbitrarily adjusted in the orientation polymer layer formed of the orientation polymer depending on the surface condition of the orientation polymer and the rubbing conditions.
  • the photo-aligned polymer layer can be formed by applying a composition containing a polymer or monomer having a photoreactive group and a solvent to the base material layer and irradiating it with polarized light.
  • the orientation-regulating force can be arbitrarily adjusted depending on the polarization irradiation conditions of the photo-alignment polymer.
  • the grub alignment layer is active on a plate-shaped master having grooves on the surface, for example, a method of forming a concavo-convex pattern by exposure, development, etc. through an exposure mask having a pattern-shaped slit on the surface of a photosensitive polyimide film.
  • the base material layer is preferably a film formed of a resin material.
  • a resin material for example, a resin material having excellent transparency, mechanical strength, thermal stability, stretchability and the like is used.
  • polyolefin resins such as polyethylene and polypropylene; cyclic polyolefin resins such as norbornene polymers; polyester resins such as polyethylene terephthalate and polyethylene naphthalate; (meth) acrylic acid, poly (meth) methyl acrylate and the like.
  • (meth) acrylic acid means "at least one of acrylic acid and methacrylic acid”.
  • the base material layer may be a single layer obtained by mixing one or more of the above resins, or may have a multilayer structure of two or more layers.
  • the resins forming each layer may be the same or different.
  • any additive may be added to the resin material forming the resin film.
  • the additive include a light selective absorber, an antioxidant, a lubricant, a plasticizer, a mold release agent, an antioxidant, a flame retardant, a nucleating agent, an antistatic agent, a pigment, and a coloring agent.
  • the thickness of the base material layer is not particularly limited, but is generally preferably 5 to 200 ⁇ m, more preferably 10 to 200 ⁇ m, and 10 to 150 ⁇ m from the viewpoint of workability such as strength and handleability. Is even more preferable.
  • At least the surface of the base material layer on the side where the alignment layer is formed may be subjected to corona treatment, plasma treatment, flame treatment or the like, and a primer layer or the like may be applied. It may be formed.
  • the base material layer may be peeled off from the layer structure composed of the base material layer / alignment layer / liquid crystal curing layer, and the alignment layer / liquid crystal curing layer may be used as a component of the intermediate layer of the present invention, or the base material layer / alignment layer may be used. May be peeled off to use the liquid crystal cured layer as a component of the intermediate layer of the present invention.
  • the intermediate layer 300 can include a laminating layer for joining the two layers.
  • the bonding layer include an adhesive layer and a pressure-sensitive adhesive layer (hereinafter, also referred to as “second pressure-sensitive adhesive layer”).
  • the optical laminate 101 shown in FIG. 2 has an adhesive layer 33 that is interposed between the first liquid crystal cured layer 30 and the second liquid crystal cured layer 31 and joins them, and an adhesive layer of the first liquid crystal cured layer 30. It includes a second pressure-sensitive adhesive layer 32 laminated on the surface opposite to 33.
  • the adhesive layer a water-based adhesive, an active energy ray-curable adhesive, a thermosetting adhesive, or the like is used.
  • the thickness of the adhesive layer is, for example, 10 nm or more and 20 ⁇ m or less, preferably 100 nm or more and 10 ⁇ m or less, and more preferably 500 nm or more and 5 ⁇ m or less.
  • the second pressure-sensitive adhesive layer may be composed of the same pressure-sensitive adhesive composition as the pressure-sensitive adhesive composition forming the above-mentioned light-selective absorbing pressure-sensitive adhesive layer, and may be composed of (meth) acrylic-based, rubber-based, urethane-based, or the like. It may be composed of a pressure-sensitive adhesive composition (hereinafter, also referred to as “second pressure-sensitive adhesive composition”) containing a resin as a main component, such as an ester-based, a silicone-based, or a polyvinyl ether-based resin.
  • a pressure-sensitive adhesive composition using a (meth) acrylic resin having excellent transparency, weather resistance, heat resistance and the like as a base polymer is suitable.
  • the second pressure-sensitive adhesive composition may be an active energy ray-curable type or a thermosetting type.
  • the thickness of the second pressure-sensitive adhesive layer is usually 0.1 ⁇ m or more and 150 ⁇ m or less, for example, 8 ⁇ m or more and 60 ⁇ m or less, preferably 30 ⁇ m or less, and more preferably 20 ⁇ m or less from the viewpoint of thinning.
  • the second pressure-sensitive adhesive layer preferably does not contain a light selective absorber from the viewpoint of suppressing color loss in the polarizer 10, and when it contains a light selective absorber, it is per unit area of the light selective absorber. It is preferably 0.5 parts by mass or less with respect to 100 parts by mass of all resin components.
  • the optical laminates 100, 101, and 102 can be manufactured by a method including a step of laminating the constituent layers to each other via a laminating layer. It may also include a step of peeling off a layer that is not a constituent layer. When the layers are bonded to each other via the bonding layer, it is preferable to perform a surface activation treatment such as a corona treatment on one or both of the bonding surfaces in order to improve the adhesion.
  • a surface activation treatment such as a corona treatment
  • the optical laminate of the present invention has a planar shape, and its area is, for example, 30 mm ⁇ 30 mm to 180 mm ⁇ 90 mm.
  • the optical laminate of the present invention may be a rectangle such as a rectangle or a square, a shape having a notch portion in which a part of the side constituting the rectangle is cut out, a semicircular shape, or a through hole in the plane. It may be a so-called irregular shape such as a shape having.
  • the absorption axis of the polarizer constituting the optical laminate may be parallel to the side, orthogonal to the side, or diagonally, for example. They may intersect at an angle of 45 °.
  • the slow-phase axis and the absorption axis of the polarizer constituting the optical laminate intersect at 45 °. It may intersect at 15 °, or at 75 °.
  • the optical laminates 100, 101, and 102 are arranged on the front surface (visual side) of the image display panel and can be used as a component of the image display device.
  • the optical laminate which is a circularly polarizing plate, can also be used as an antireflection polarizing plate that imparts an antireflection function in an image display device.
  • the image display device is not particularly limited, and examples thereof include an image display device such as an organic electroluminescence (organic EL) display device, an inorganic electroluminescence (inorganic EL) display device, a liquid crystal display device, and an electric field emission display device.
  • aqueous boric acid solution 1 containing 5.5 parts by weight of boric acid and 15 parts by weight of potassium iodide per 100 parts by weight of water at 64 ° C. for 110 seconds.
  • boric acid aqueous solution 2 containing 5.5 parts by weight of boric acid and 15 parts by weight of potassium iodide per 100 parts by weight of water at 67 ° C. for 30 seconds.
  • the thickness of the obtained polarizer was 8 ⁇ m, and the boron content was 4.3% by weight.
  • the protective film A a film having a hard coat layer having a thickness of 3 ⁇ m formed on a stretched film made of a norbornene resin having a thickness of 25 ⁇ m (manufactured by Nippon Paper Industries, Ltd., trade name “COP25ST-HC”) was used.
  • the release film B a triacetyl cellulose film (manufactured by FUJIFILM Corporation, "TD80UL”) was used.
  • the thickness of the release film is 80 [mu] m, the moisture permeability was 502g / m 2 ⁇ 24hr.
  • the produced polarizer was continuously conveyed, the protective film A was continuously unwound from the roll of the protective film A, and the release film B was continuously unwound from the roll of the release film B.
  • a water-based adhesive is injected between the polarizer and the corona-treated protective film A, and pure water is injected between the polarizer and the release film B, and the film is passed through a bonding roll to adhere the protective film A / water-based adhesive.
  • a laminated film composed of an agent / polarizer / pure water / release film B was obtained. The laminated film is transported and heat-treated at 80 ° C.
  • a single-sided protective polarizing plate with a release film was obtained.
  • the release film B was peeled from the single-sided protective polarizing plate with a release film to obtain a single-sided protective polarizing plate.
  • Orientation layer / Second liquid crystal cured layer As a composition for forming an oriented layer, 10.0 parts by mass of polyethylene glycol di (meth) acrylate (manufactured by Shin-Nakamura Chemical Industry Co., Ltd., A-600) and trimethylolpropan triacrylate (manufactured by Shin-Nakamura Chemical Industry Co., Ltd.) 10.0 parts by mass of A-TMPT) and 10.0 parts by mass of 1,6-hexanediol di (meth) acrylate (manufactured by Shin-Nakamura Chemical Co., Ltd., A-HD-N), and Irgacure as a photopolymerization initiator. 1.50 parts by mass of 907 (Irg-907, manufactured by BASF) was dissolved in 70.0 parts by mass of the solvent methyl ethyl ketone to prepare a coating liquid for forming an orientation layer.
  • 907 Irg-907, manufactured by BASF
  • a long cyclic olefin resin (COP) film (manufactured by Nippon Zeon Corporation) with a thickness of 20 ⁇ m is prepared as a base film, and a coating liquid for forming an alignment layer is applied to one side of the base film with a bar coater. did.
  • COP cyclic olefin resin
  • the coating layer after coating is heat-treated at a temperature of 80 ° C. for 60 seconds, it is irradiated with ultraviolet rays (UVB) at 220 mJ / cm 2 to polymerize and cure the composition for forming an orientation layer to form a base film.
  • UVB ultraviolet rays
  • a photopolymerizable nematic liquid crystal compound (RMM28B, manufactured by Merck) as a composition for forming a retardation layer
  • 1.0 mass by Irgacure 907 (Irg-907, manufactured by BASF) as a photopolymerization initiator.
  • the parts were dissolved in 80.0 parts by mass of the solvent propylene glycol monomethyl ether acetate to prepare a coating liquid for forming a retardation layer.
  • a coating liquid for forming a retardation layer was applied onto the previously obtained alignment layer, and the coating layer was heat-treated at a temperature of 80 ° C. for 60 seconds. Then, ultraviolet rays (UVB) are irradiated at 220 mJ / cm 2 to polymerize and cure the composition for forming a retardation layer, and a retardation layer (second liquid crystal curing layer) having a thickness of 0.7 ⁇ m is formed on the alignment layer. Formed. In this way, an "aligned layer / second liquid crystal cured layer" having a total thickness of 3 ⁇ m was obtained on the base film.
  • UVB ultraviolet rays
  • the obtained crude product was recrystallized from isopropanol to obtain 10 parts of the compound represented by UVA-01.
  • the obtained compound represented by UVA-01 was identified by LC-MS and 1 H-NMR.
  • a total amount of a solution prepared by dissolving 0.4 part of azobisisobutyronitrile (polymerization initiator) in 10 parts of ethyl acetate was added.
  • the obtained mixture was held at 60 ° C. for 1 hour, and then ethyl acetate was continuously added into the reaction vessel at an addition rate of 17.3 parts / hr while maintaining the internal temperature at 50 to 70 ° C. to increase the concentration of the acrylic resin.
  • the concentration reached 35% the addition of ethyl acetate was stopped, and the internal temperature was kept at 50 to 70 ° C. until 12 hours had passed from the start of the addition of ethyl acetate.
  • Ethyl acetate was added to the obtained mixture of the photoselective absorbent polymer (A-1) to adjust the concentration of the resin component to 20%, and the ethyl acetate of the photoselective absorbent polymer (A-1) was adjusted.
  • the solution was prepared.
  • the photoselective absorbent polymer (A-1) had a polystyrene-equivalent weight average molecular weight Mw of 500,000 and Mw / Mn of 7.5 by GPC.
  • the glass transition temperature by DSC was ⁇ 48.4 ° C.
  • Adhesive Composition (Preparation of Adhesive Composition and Adhesive Layer) (A) Preparation of Adhesive Composition A cross-linking agent (Coronate L,) was added to an ethyl acetate solution (resin concentration: 20%) of the photoselective absorbent polymer (A-1) with respect to 100 parts of the solid content of the solution. Mix 0.5 parts of solid content 75% (manufactured by Toso) and 0.5 part of silane compound (manufactured by Shinetsu Chemical Industry: KBM-403), and add 2-butanone so that the solid content concentration becomes 14%. The pressure-sensitive adhesive composition (1) was obtained. The blending amount of the cross-linking agent (Coronate L) is the number of parts by mass as the active ingredient.
  • the agent composition was applied using an applicator so that the thickness of the pressure-sensitive adhesive layer after drying was 17 ⁇ m, and dried at 100 ° C. for 1 minute to prepare a pressure-sensitive adhesive layer.
  • the obtained pressure-sensitive adhesive layer was designated as a pressure-sensitive adhesive layer (1).
  • ⁇ Adhesive layer (2)> (Adjustment of acrylic resin (A-2)) A mixed solution of 61.9 parts of butyl acrylate and 1.9 parts of 2-hydroxyethyl acrylate and 135 parts of ethyl acetate as a solvent in a reaction vessel equipped with a cooling tube, a nitrogen introduction tube, a thermometer and a stirrer. was charged, and the internal temperature was raised to 60 ° C. while replacing the air in the apparatus with nitrogen gas to make it oxygen-free. Then, a total amount of a solution prepared by dissolving 0.4 part of azobisisobutyronitrile (polymerization initiator) in 10 parts of ethyl acetate was added.
  • the obtained mixture was held at 60 ° C. for 1 hour, and then ethyl acetate was continuously added into the reaction vessel at an addition rate of 17.3 parts / hr while maintaining the internal temperature at 50 to 70 ° C. to increase the concentration of the acrylic resin.
  • concentration reached 35%
  • the addition of ethyl acetate was stopped, and the temperature was kept at this temperature until 12 hours had passed from the start of the addition of ethyl acetate.
  • ethyl acetate was added to adjust the concentration of the acrylic resin to 20%, and an ethyl acetate solution of the acrylic resin was prepared.
  • the obtained acrylic resin had a polystyrene-equivalent weight average molecular weight Mw of 600,000 and Mw / Mn of 7.0 by GPC. This is referred to as acrylic resin (A-2).
  • the glass transition temperature by DSC was ⁇ 52.9 ° C.
  • Adhesive Composition Preparation of Adhesive Composition and Adhesive Layer
  • A Preparation of Adhesive Composition
  • acrylic resin A-2
  • a cross-linking agent coronate L, solid content 75%) was added to 100 parts of the solid content of the solution.
  • 0.5 parts of Toso Co., Ltd. 0.5 parts of silane compound (manufactured by Shinetsu Chemical Industry Co., Ltd .: KBM-403), and the photoselective absorption compound (Synthesis Example 2) described in paragraph [0142] of JP-A-2019-007001.
  • the agent composition (2) was obtained.
  • the blending amount of the cross-linking agent (Coronate L) is the number of parts by mass as the active ingredient.
  • a pressure-sensitive adhesive layer (2) was prepared from the pressure-sensitive adhesive composition by the same method as that of the pressure-sensitive adhesive layer (1).
  • the pressure-sensitive adhesive composition was applied to the release-treated surface of the separator used for producing the light-selective absorbent pressure-sensitive adhesive layer using an applicator so that the thickness of the pressure-sensitive adhesive layer after drying was 5 ⁇ m, and at 100 ° C. It was dried for 1 minute to prepare a second pressure-sensitive adhesive layer.
  • Example 1 Layer structure of "protective film A / water-based adhesive / polarizer / second pressure-sensitive adhesive layer / alignment layer / first liquid crystal curing layer / second liquid crystal curing layer / alignment layer / optical selective absorption pressure-sensitive adhesive layer / separator"
  • An optical laminate was obtained.
  • the intermediate layer has a layer structure of "second pressure-sensitive adhesive layer / alignment layer / first liquid crystal curing layer / ultraviolet curable adhesive layer / second liquid crystal curing layer / alignment layer”, and is total.
  • the thickness of was 11 ⁇ m.
  • the optical laminates of Example 1 and Comparative Example 1 had a configuration as shown in FIG.
  • the pressure-sensitive adhesive layer was applied using an applicator so that the thickness of the pressure-sensitive adhesive layer was 5 ⁇ m, and dried at 100 ° C. for 1 minute to prepare a second pressure-sensitive adhesive layer.
  • the total thickness of the "aligned layer / first liquid crystal cured layer” was 2 ⁇ m.
  • the total thickness of the "aligned layer / second liquid crystal cured layer” was 3 ⁇ m.
  • the UV curable adhesive had a thickness of 1 ⁇ m.
  • Example 2 Comparative Example 2
  • a second pressure-sensitive adhesive layer was attached to the polarizer side of the prepared single-sided protective polarizing plate, and the separator was peeled off.
  • the pressure-sensitive adhesive layer shown in Table 1 is bonded to the surface of the second pressure-sensitive adhesive layer from which the separator has been peeled off as a light-selective absorbent pressure-sensitive adhesive layer, and "protective film A / water-based adhesive / polarizer / second pressure-sensitive adhesive" is attached.
  • An optical laminate having a layer structure of "layer / light-selective absorbent adhesive layer / separator" was obtained.
  • the intermediate layer was composed of a "second pressure-sensitive adhesive layer” having a thickness of 5 ⁇ m.
  • the optical laminates of Example 2 and Comparative Example 2 had a configuration as shown in FIG.
  • the pressure-sensitive adhesive layer was applied using an applicator so that the thickness of the pressure-sensitive adhesive layer was 5 ⁇ m, and dried at 100 ° C. for 1 minute to prepare a second pressure-sensitive adhesive layer.
  • the pressure-sensitive adhesive layers (1) and (2) are respectively bonded to glass, the separator is peeled off, and then a cycloolefin polymer (COP) film (ZF-14 manufactured by Nippon Zeon Co., Ltd.) is bonded to the pressure-sensitive adhesive layer.
  • a laminate for evaluating the pressure-sensitive adhesive layer was prepared.
  • the laminate for evaluating the pressure-sensitive adhesive layer was set on a spectrophotometer UV-2450 (manufactured by Shimadzu Corporation), and the absorbance was measured in the wavelength range of 300 to 800 nm in 1 nm steps by the double beam method.
  • Table 1 shows the absorbance of the prepared pressure-sensitive adhesive layer at a wavelength of 410 nm.
  • the absorbance of the glass and the absorbance of the COP film at a wavelength of 410 nm are both 0.
  • FIG. 5 shows an example of the converted data.
  • the midpoint between the color loss region 51 and the non-color loss region 52 (middle of the color loss gradation) in the gradation profile in the direction perpendicular to the end 50 of the optical laminate (arrow in FIG. 4) is the color loss of the optical laminate.
  • FIG. 5 shows an example of the converted data.
  • the distance ( ⁇ m) from the end portion 50 of the optical laminate to the color loss end portion was measured as the color loss distance.
  • Table 1 shows the color loss distance of the optical laminate. The smaller the color loss distance, the narrower the color loss range and the better the moisture resistance and heat resistance.
  • Example 1 and Comparative Example 1, Example 2 and Comparative Example 2 are compared, and the difference and the improvement rate of the color loss distance ((absolute value / comparison of difference)).
  • Table 1 shows the color loss distance) ⁇ 100) of Examples 1 and 2.
  • Polarizer 10 Polarizer, 11 Protective film, 20 Light selective absorption adhesive layer, 30 First liquid crystal curing layer, 31 Second liquid crystal curing layer, 32 Second adhesive layer, 33 Adhesive layer, 50 Edge of optical laminate , 51 color loss area, 52 non-color loss area, 100, 101, 102 optical laminate, 300 intermediate layer.

Landscapes

  • Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Organic Chemistry (AREA)
  • Optics & Photonics (AREA)
  • Nonlinear Science (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Mathematical Physics (AREA)
  • Engineering & Computer Science (AREA)
  • Theoretical Computer Science (AREA)
  • Polarising Elements (AREA)
  • Liquid Crystal (AREA)
  • Laminated Bodies (AREA)
  • Adhesive Tapes (AREA)
  • Adhesives Or Adhesive Processes (AREA)
PCT/JP2020/044455 2019-12-23 2020-11-30 光学積層体および画像表示装置 WO2021131507A1 (ja)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CN202080089258.7A CN114846376A (zh) 2019-12-23 2020-11-30 光学层叠体及图像显示装置
KR1020227025267A KR20220116288A (ko) 2019-12-23 2020-11-30 광학 적층체 및 화상 표시 장치

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2019231981 2019-12-23
JP2019-231981 2019-12-23
JP2020189233A JP2021099478A (ja) 2019-12-23 2020-11-13 光学積層体および画像表示装置
JP2020-189233 2020-11-13

Publications (1)

Publication Number Publication Date
WO2021131507A1 true WO2021131507A1 (ja) 2021-07-01

Family

ID=76541166

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2020/044455 WO2021131507A1 (ja) 2019-12-23 2020-11-30 光学積層体および画像表示装置

Country Status (5)

Country Link
JP (1) JP2021099478A (ko)
KR (1) KR20220116288A (ko)
CN (1) CN114846376A (ko)
TW (1) TW202132108A (ko)
WO (1) WO2021131507A1 (ko)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2013148806A (ja) * 2012-01-23 2013-08-01 Sumitomo Chemical Co Ltd 偏光フィルムとその製造方法及び偏光板
JP2019090005A (ja) * 2017-10-13 2019-06-13 住友化学株式会社 樹脂及び粘着剤組成物
JP2019200413A (ja) * 2018-05-11 2019-11-21 住友化学株式会社 偏光板および表示装置

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5322280B2 (ja) 2009-03-27 2013-10-23 サイデン化学株式会社 光学用粘着剤組成物
JP5985813B2 (ja) 2011-11-14 2016-09-06 日東電工株式会社 偏光子の製造方法、偏光子、偏光板、光学フィルムおよび画像表示装置
KR20170077817A (ko) * 2015-12-28 2017-07-06 스미또모 가가꾸 가부시끼가이샤 광학 적층체
JP2018025765A (ja) * 2016-07-29 2018-02-15 住友化学株式会社 光学積層体

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2013148806A (ja) * 2012-01-23 2013-08-01 Sumitomo Chemical Co Ltd 偏光フィルムとその製造方法及び偏光板
JP2019090005A (ja) * 2017-10-13 2019-06-13 住友化学株式会社 樹脂及び粘着剤組成物
JP2019200413A (ja) * 2018-05-11 2019-11-21 住友化学株式会社 偏光板および表示装置

Also Published As

Publication number Publication date
KR20220116288A (ko) 2022-08-22
TW202132108A (zh) 2021-09-01
CN114846376A (zh) 2022-08-02
JP2021099478A (ja) 2021-07-01

Similar Documents

Publication Publication Date Title
TWI553085B (zh) 黏著劑片材、附有黏著劑之光學膜及光學積層體
JP7182913B2 (ja) 粘着剤シート及び粘着剤層付フィルム
CN110799866B (zh) 光学膜
CN111201252A (zh) 树脂和粘合剂组合物
CN110799616A (zh) 粘合剂组合物和带粘合剂层的膜
JP2019007002A (ja) 粘着剤組成物及び粘着剤層付フィルム
CN110799864A (zh) 光学膜
WO2021131506A1 (ja) 光学積層体および画像表示装置
CN110799867B (zh) 光学膜
WO2020031830A1 (ja) 樹脂及び粘着剤組成物
WO2021131504A1 (ja) 光学積層体および画像表示装置
WO2021131507A1 (ja) 光学積層体および画像表示装置
WO2021131505A1 (ja) 光学積層体および画像表示装置

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: 20905423

Country of ref document: EP

Kind code of ref document: A1

ENP Entry into the national phase

Ref document number: 20227025267

Country of ref document: KR

Kind code of ref document: A

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 20905423

Country of ref document: EP

Kind code of ref document: A1