Classifications

• • 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
• • G—PHYSICS
  • G02—OPTICS
  • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
  • G02B5/00—Optical elements other than lenses
  • G02B5/30—Polarising elements
  • G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
  • G02B5/3033—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid
  • G02B5/3041—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid comprising multiple thin layers, e.g. multilayer stacks
  • G02B5/305—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid comprising multiple thin layers, e.g. multilayer stacks including organic materials, e.g. polymeric layers
• • 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
  • B32B15/00—Layered products comprising a layer of metal
  • B32B15/04—Layered products comprising a layer of metal comprising metal as the main or only constituent of a layer, which is next to another layer of the same or of a different material
  • B32B15/08—Layered products comprising a layer of metal comprising metal as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B32—LAYERED PRODUCTS
  • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
  • B32B27/00—Layered products comprising a layer of synthetic resin
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B32—LAYERED PRODUCTS
  • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
  • B32B27/00—Layered products comprising a layer of synthetic resin
  • B32B27/18—Layered products comprising a layer of synthetic resin characterised by the use of special additives
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B32—LAYERED PRODUCTS
  • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
  • B32B27/00—Layered products comprising a layer of synthetic resin
  • B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B32—LAYERED PRODUCTS
  • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
  • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
  • B32B7/02—Physical, chemical or physicochemical properties
  • B32B7/023—Optical properties
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B32—LAYERED PRODUCTS
  • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
  • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
  • B32B7/04—Interconnection of layers
  • B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J129/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Adhesives based on hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Adhesives based on derivatives of such polymers
  • C09J129/02—Homopolymers or copolymers of unsaturated alcohols
  • C09J129/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J201/00—Adhesives based on unspecified macromolecular compounds
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J7/00—Adhesives in the form of films or foils
  • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
• • G—PHYSICS
  • G02—OPTICS
  • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
  • 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
  • G06—COMPUTING; CALCULATING OR COUNTING
  • G06F—ELECTRIC DIGITAL DATA PROCESSING
  • G06F3/00—Input arrangements for transferring data to be processed into a form capable of being handled by the computer; Output arrangements for transferring data from processing unit to output unit, e.g. interface arrangements
  • G06F3/01—Input arrangements or combined input and output arrangements for interaction between user and computer
  • G06F3/03—Arrangements for converting the position or the displacement of a member into a coded form
  • G06F3/041—Digitisers, e.g. for touch screens or touch pads, characterised by the transducing means
• • 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
  • H10K59/87—Passivation; Containers; Encapsulations
  • H10K59/871—Self-supporting sealing arrangements
  • H10K59/8722—Peripheral sealing arrangements, e.g. adhesives, sealants

Definitions

• the present invention relates to a polarizing plate and a method for producing the same. Further, the present invention relates to an image display device in which one surface of the polarizing plate is bonded to an image display cell and the other surface is bonded to a transparent member such as a touch panel or a front plate.
• Liquid crystal display devices are widely used not only in liquid crystal televisions, but also in mobile devices such as personal computers and mobile phones, and in-vehicle applications such as car navigation systems.
• a liquid crystal display device has a liquid crystal panel member in which polarizing plates are attached to both sides of a liquid crystal cell with an adhesive, and display is performed by controlling the light from the backlight member by the liquid crystal panel member.
• organic EL display devices like liquid crystal display devices, have been widely used in mobile applications such as televisions and mobile phones, and in-vehicle applications such as car navigation systems.
• a circular polarizing plate (polarizing element and ⁇ / 4 plate) is formed on the visible side surface of the image display panel.
• a laminate containing the above, which may be simply referred to as a polarizing plate below) may be arranged.
• polarizing plates are increasingly mounted on automobiles as members of liquid crystal display devices and organic EL display devices.
• Polarizing plates used in in-vehicle image display devices are often exposed to high-temperature environments and have less change in characteristics at higher temperatures than other mobile applications such as televisions and mobile phones. High temperature durability) is required.
• a front plate such as a transparent resin plate or a glass plate (also referred to as a "window layer” or the like) is further visible side than the polarizing plate of the image display panel.
• the number of configurations that provide ()) is increasing.
• a display device provided with a touch panel a configuration in which a touch panel is provided on the viewing side of the image display panel on the viewing side and a front plate is provided on the viewing side of the image display panel is widely adopted.
• an air layer exists between the image display panel and a transparent member such as a front plate or a touch panel
• external light is reflected due to reflection of light at the interface of the air layer, and the visibility of the screen is improved.
• the space between the polarizing plate and the front transparent member arranged on the visible surface of the image display panel is filled with a material having a refractive index close to that of these materials (hereinafter, may be referred to as an "interlayer filling structure").
• an adhesive or a UV curable adhesive is used for the purpose of suppressing deterioration of visibility due to reflection at the interface and adhesively fixing the members to each other (see, for example, Patent Document 1).
• the above-mentioned interlayer filling configuration is widely adopted in mobile applications such as mobile phones, which are often used outdoors. Further, due to the increasing demand for visibility in recent years, even in in-vehicle applications such as car navigation devices, a front plate is arranged on the surface of an image display panel, and the space between the panel and the front plate is filled with an adhesive layer or the like. Adoption of the configuration is being considered. However, when such a configuration is adopted, as a result of a heating durability test (200 hours at 95 ° C., etc.), a significant decrease in transmittance is observed in the central portion of the polarizing plate surface, while the polarizing plate alone is used. It has been reported that no significant decrease in transmittance is observed even at 95 ° C. for 1000 hours.
• Patent Document 2 the significant decrease in the transmittance of the polarizing plate in a high temperature environment is caused by one surface of the polarizing plate being an image display cell. It has also been reported that this is a problem peculiar to an image display device that employs an interlayer filling configuration in which the other surface is bonded to a transparent member such as a touch panel or a front plate when exposed to a high temperature environment.
• the present inventors performed Raman spectroscopic measurement of samples subjected to high-temperature durability test at interlayer filling configuration, in accordance with the decrease in the transmittance, increase the sum of the peak area in the vicinity of 1100 cm -1 and around 1500 cm -1 I'm observing what I'm doing.
• Patent Document 2 as a solution to the problem, the amount of water per unit area of the polarizing plate is set to a specified amount or less, and the saturated water absorption amount of the transparent protective film adjacent to the polarizing element is set to a specified amount or less to increase the transmittance.
• the effect of suppressing the decrease of the above solution is not always sufficient, and further, a polarizing plate or a polarizing plate is attached in order to reduce the water content of the polarizing plate at the time of panel fabrication. It has been found that the panel needs to be heated, which causes a new problem of reducing the productivity of the panel.
• the problem of the present invention that is, the problem to be solved by the present invention, is that even when the image display device has an interlayer filling configuration, the transmittance is lowered in a high temperature environment. It is an object of the present invention to provide a polarizing plate which is small and has excellent durability and a method for producing the same. Yet another object of the present invention is to provide a durable image display device having improved display characteristics in a high temperature environment.
• urea-based compounds urea-based compounds
• the layer becomes an adhesive layer.
• the interlayer filling configuration has an effect of suppressing a decrease in transmittance in a high temperature environment.
• the urea derivative or the thiourea derivative not only has an excellent effect of suppressing a decrease in transmittance in a high temperature environment, but also polarizes in a high temperature environment. It was also found that it shows excellent performance in the effect of suppressing the decrease in degree (suppressing cross omission). The present inventors have completed the present invention based on such newly found facts.
• the total content of the urea-based compound contained in the adhesive layer is 1 part by weight or more and 400 parts by weight or less with respect to 100 parts by weight of the polyvinyl alcohol-based resin.
• a method for manufacturing a polarizing plate in which a transparent protective film is bonded to at least one surface of a polarizing element On at least one surface of a polarizing element made of a stretched polyvinyl alcohol-based resin film in which iodine is adsorbed and oriented, A step of forming an adhesive layer using an adhesive composition containing a polyvinyl alcohol-based resin and at least one selected from urea, a urea derivative, thiourea and a thiourea derivative.
• a method for producing a polarizing plate which comprises a step of laminating a transparent protective film through the adhesive layer at the same time as or after the step of forming the adhesive layer.
• the present invention it is possible to provide a polarizing plate having a small decrease in transmittance in a high temperature environment and excellent high temperature durability even when used in an image display device having an interlayer filling configuration, and a method for manufacturing the same. Further, by using the polarizing plate of the present invention, it is possible to provide a display device in which a decrease in transmittance is suppressed in a high temperature environment.
• the adhesive layer in a configuration in which a transparent protective film is provided on at least one surface of a polarizing element formed by adsorbing and orienting iodine on a polyvinyl alcohol-based resin layer via an adhesive layer, the adhesive layer is provided. It contains at least one selected from urea, urea derivatives, thiourea and thiourea derivatives.
• a well-known polarizing element can be used as the polarizing element in which iodine is adsorbed and oriented on the polyvinyl alcohol (hereinafter, also referred to as PVA) -based resin layer of the present invention.
• PVA polyvinyl alcohol
• Such a polarizing element is generally formed by using a PVA-based resin film, dyeing the PVA-based resin film with iodine, and uniaxially stretching the film.
• the PVA-based resin as described above, generally, one obtained by saponifying a polyvinyl acetate-based resin is used.
• the degree of saponification is about 85 mol% or more, preferably about 90 mol% or more, and more preferably about 99 mol% to 100 mol%.
• the polyvinyl acetate-based resin include polyvinyl acetate, which is a homopolymer of vinyl acetate, and a copolymer of vinyl acetate and another monomer copolymerizable therewith, for example, ethylene-vinyl acetate copolymer weight. Coalescence etc. can be mentioned.
• Examples of other copolymerizable monomers include unsaturated carboxylic acids, olefins, vinyl ethers, unsaturated sulfonic acids and the like.
• the degree of polymerization of the PVA-based resin is 1000 to 10000, preferably 1500 to 5000.
• This PVA-based resin may be modified, and may be, for example, polyvinyl formal, polyvinyl acetal, polyvinyl butyral, etc. modified with aldehydes.
• the method for manufacturing the polarizing element is not particularly limited, but a method of feeding out a polyvinyl alcohol-based resin film wound in a roll shape in advance and performing stretching, dyeing, cross-linking, etc., or a polyvinyl alcohol-based resin and a resin base material for stretching.
• a method including a step of producing a laminated body of the above and stretching in the state of the laminated body is typical. In the present invention, any of these methods can be used. Methods for manufacturing these polarizing elements are described in paragraphs [0109] to [0128] of JP2014-48497A, and these methods can be used in the present invention.
• the thickness of the polarizing element of the present invention is preferably 3 to 35 ⁇ m, more preferably 4 to 30 ⁇ m, and even more preferably 5 to 25 ⁇ m.
• the polarizing plate of the present invention is a urea-based compound containing at least one selected from urea, a urea derivative, a thiourea and a thiourea derivative formed on at least one surface of a polyvinyl alcohol-based resin polarizing element formed by adsorbing and orienting iodine. It has a containing layer.
• the urea-based compound-containing layer does not have to be an adhesive layer, but it is preferable that the adhesive layer contains a urea-based compound from the viewpoint of productivity.
• the adhesive layer is formed by the following adhesive. The structure of the urea-based compound-containing layer other than the adhesive layer will be described later.
• any suitable adhesive can be used as the adhesive for adhering the protective film to the polarizing element.
• a water-based adhesive, a solvent-based adhesive, an active energy ray-curable type, or the like can be used, but a water-based adhesive is preferable.
• the adhesive layer is a urea-based compound-containing layer
• the adhesive contains at least one selected from urea, urea derivatives, thiourea and thiourea derivatives.
• the thickness of the adhesive when applied can be set to any appropriate value. For example, after curing or heating (drying), an adhesive layer having a desired thickness is set so as to be obtained.
• the thickness of the adhesive layer is preferably 0.01 ⁇ m to 7 ⁇ m, more preferably 0.01 ⁇ m to 5 ⁇ m, still more preferably 0.01 ⁇ m to 2 ⁇ m, and most preferably 0.01 ⁇ m to 1 ⁇ m.
• any suitable water-based adhesive can be adopted.
• a water-based adhesive containing a PVA-based resin PVA-based adhesive
• the average degree of polymerization of the PVA-based resin contained in the water-based adhesive is preferably about 100 to 5500, more preferably 1000 to 4500, from the viewpoint of adhesiveness.
• the average saponification degree is preferably about 85 mol% to 100 mol%, and more preferably 90 mol% to 100 mol% from the viewpoint of adhesiveness.
• the PVA-based resin contained in the water-based adhesive is preferably one containing an acetoacetyl group, because the PVA-based resin layer has excellent adhesion to the protective film and has excellent durability. ..
• the acetoacetyl group-containing PVA-based resin can be obtained, for example, by reacting the PVA-based resin with diketene by an arbitrary method.
• the degree of acetoacetyl group modification of the acetoacetyl group-containing PVA resin is typically 0.1 mol% or more, preferably about 0.1 mol% to 20 mol%.
• the resin concentration of the water-based adhesive is preferably 0.1% by weight to 15% by weight, more preferably 0.5% by weight to 10% by weight.
• the water-soluble PVA-based adhesive that can be preferably used in the present invention may contain a cross-linking agent in addition to the above-mentioned PVA-based resin and urea-based compound, if necessary.
• a cross-linking agent a known cross-linking agent can be used.
• water-soluble epoxy compounds, dialdehydes, isocyanates and the like can be mentioned.
• the cross-linking agent is preferably any one of glyoxal, glyoxyphosphate, and methylolmelamine, and may be glyoxal or glyoxalate. Glyoxal is preferable, and glyoxal is particularly preferable.
• the water-soluble PVA-based adhesive of the present invention may contain an organic solvent.
• alcohols are preferable because they are miscible with water, and methanol or ethanol is more preferable among the alcohols.
• some urea derivatives have low solubility in water, but some have sufficient solubility in alcohol.
• one of the preferred embodiments is to dissolve in alcohol to prepare an alcohol solution of the urea derivative, and then add the alcohol solution of the urea derivative to the PVA aqueous solution to prepare an adhesive.
• any suitable adhesive can be used as long as it is an adhesive that can be cured by irradiation with active energy rays.
• the active energy ray-curable adhesive include an ultraviolet curable adhesive and an electron beam-curable adhesive.
• Specific examples of the curing type of the active energy ray-curing adhesive include a radical curing type, a cation curing type, an anion curing type, and a combination thereof (for example, a hybrid of a radical curing type and a cation curing type).
• the active energy ray-curable adhesive is, for example, an adhesive containing a compound having a radically polymerizable group such as a (meth) acrylate group or a (meth) acrylamide group (for example, a monomer and / or an oligomer) as a curing component.
• a compound having a radically polymerizable group such as a (meth) acrylate group or a (meth) acrylamide group (for example, a monomer and / or an oligomer) as a curing component.
• a compound having a radically polymerizable group such as a (meth) acrylate group or a (meth) acrylamide group (for example, a monomer and / or an oligomer) as a curing component.
• Specific examples of the active energy ray-curable adhesive and a curing method thereof are described in, for example, Japanese Patent Application Laid-Open No. 2012-144690.
• the adhesive layer contains at least one selected from urea, urea derivatives, thiourea and thiourea derivatives.
• a method for incorporating the urea-based compound in the adhesive layer it is preferable to include the urea-based compound in the above-mentioned adhesive.
• a part of the urea-based compound may be transferred from the adhesive layer to the polarizing element or the like.
• water-soluble and poorly water-soluble urea compounds and both urea compounds can be used in the present invention.
• a poorly water-soluble urea compound is used as a water-soluble adhesive, it is preferable to devise a dispersion method so that haze does not increase after the adhesive layer is formed.
• the amount of the urea-based compound added is preferably 0.1 to 400 parts by weight with respect to 100 parts by weight of the PVA-based resin, and 1 to 200 parts by weight. It is more preferable that the amount is 3 to 100 parts by weight.
• the urea derivative means a compound having a molecular structure in which a part of urea is substituted with a substituent.
• the urea derivative it is preferable that at least one of the four hydrogen atoms of the urea molecule is a compound substituted with a substituent.
• the substituent is not particularly limited, but is preferably a substituent composed of a carbon atom, a hydrogen atom and an oxygen atom.
• urea derivatives include methyl urea, ethyl urea, propyl urea, butyl urea, isobutyl urea, N-octadecyl urea, 2-hydroxyethyl urea, hydroxyurea, acetylurea, allylurea, and 2-propynyl as monosubstituted ureas.
• Examples thereof include urea, cyclohexyl urea, phenyl urea, 3-hydroxyphenyl urea, (4-methoxyphenyl) urea, benzyl urea, benzoyl urea, o-tolyl urea and p-tolyl urea.
• tetra-substituted urea tetramethylurea, 1,1,3,3-tetraethylurea, 1,1,3,3-tetrabutylurea, 1,3-dimethoxy-1,3-dimethylurea, 1,3-dimethyl- Examples thereof include 2-imidazolidinone and 1,3-dimethyl-3,4,5,6-tetrahydro-2 (1H) -pyrimidinone.
• the thiourea derivative means a compound having a molecular structure in which a part of thiourea is substituted with a substituent.
• the thiourea derivative is preferably a compound in which at least one of the four hydrogen atoms of the thiourea molecule is substituted with a substituent.
• the substituent is not particularly limited, but is preferably a substituent composed of a carbon atom, a hydrogen atom and an oxygen atom.
• thiourea derivative examples include N-methylthiourea, ethylthiourea, propylthiourea, isopropylthiourea, 1-butylthiourea, cyclohexylthiourea, N-acetylthiourea, and N-allylthiourea, (2) as monosubstituted thioureas.
• Examples of the 3-substituted thiourea include trimethylthiourea, and examples of the 4-substituted thiourea include tetramethylthiourea and 1,1,3,3-tetraethylthiourea.
• a urea derivative or a thiourea derivative is preferable because, when used in an image display device having an interlayer filling structure, the decrease in transmittance is small and the decrease in polarization degree is small in a high temperature environment.
• Derivatives are more preferred.
• the urea derivatives mono-substituted urea or di-substituted urea is preferable, and mono-substituted urea is more preferable.
• the di-substituted urea includes 1,1-substituted urea and 1,3-substituted urea, but 1,3-substituted urea is more preferable.
• the transparent protective film used in the present invention (hereinafter, also simply referred to as “protective film”) is attached to at least one side of the polarizing element via the urea-based compound-containing adhesive layer of the present invention.
• This transparent protective film is attached to one side or both sides of the polarizing element, but it is more preferable that the transparent protective film is attached to both sides.
• only one of the adhesive layers on both sides of the polarizing element is the urea-based compound-containing adhesive of the present invention.
• it may be an agent layer it is more preferable that both adhesive layers are the urea-based compound-containing adhesive layer of the present invention.
• polarizing plates having a protective film on only one side of the polarizing element have been developed. Even in this configuration, it is preferable to laminate the protective film via the urea-based compound-containing adhesive layer of the present invention.
• a method for producing a polarizing plate having a protective film on only one side of the polarizing element a method of first producing a polarizing plate in which a protective film is bonded to both sides via an adhesive layer and then peeling off one of the protective films is conceivable.
• only one of the adhesive layers may be the adhesive layer of the present invention, but the urea-based compound-containing adhesive layer of the present invention is the polarizing element.
• the film-side adhesive layer that does not peel off is the urea-based compound-containing adhesive layer of the present invention.
• the protective film may have other optical functions at the same time, and may be formed in a laminated structure in which other layers are laminated.
• the film thickness of the protective film at this time is preferably thin from the viewpoint of optical characteristics, but if it is too thin, the strength is lowered and the workability is inferior.
• the appropriate film thickness is 5 to 100 ⁇ m, preferably 10 to 80 ⁇ m, and more preferably 15 to 70 ⁇ m.
• the protective film a film such as a cellulose acylate resin film, a polycarbonate resin film, a cycloolefin resin film such as norbornene, a (meth) acrylic polymer film, or a polyester resin film such as polyethylene terephthalate is used. be able to.
• the protective film on at least one side is a cellulose acylate-based film or (meth) in terms of moisture permeability.
• Any of the acrylic polymer films is preferable, and the cellulose acylate film is particularly preferable.
• At least one protective film may have a retardation function for the purpose of compensating the viewing angle, and in that case, the film itself may have a retardation function and has a separate retardation layer. It may be a combination of both.
• the polarizing plate of the present invention that is, a polarizing plate in which a transparent protective film is bonded to at least one side of a polarizing element via a urea-based compound-containing adhesive layer, is a various image display device such as a liquid crystal display device or an organic EL display device.
• the polarizing plate of the present invention has an interlayer filling structure in which a transparent member such as a front plate or a touch panel is arranged on the visual side of the image display device, and the image display panel and the transparent member are bonded by an adhesive layer or the like. It is preferably used in an image display device.
• the image display cell examples include a liquid crystal cell and an organic EL cell.
• the liquid crystal cell includes a reflective liquid crystal cell that uses external light, a transmissive liquid crystal cell that uses light from a light source such as a backlight, and a semi-transmissive semi-reflective type that uses both external light and light from a light source. Any of the liquid crystal cells may be used.
• the image display device liquid crystal display device
• the image display device has a polarizing plate arranged on the side opposite to the viewing side of the image display cell (liquid crystal cell), and further arranges the light source. Will be done.
• the polarizing plate on the light source side and the liquid crystal cell are bonded to each other via an appropriate adhesive layer.
• any type such as VA mode, IPS mode, TN mode, STN mode and bend orientation ( ⁇ type) can be used.
• the organic EL cell a cell in which a transparent electrode, an organic light emitting layer, and a metal electrode are sequentially laminated on a transparent substrate to form a light emitting body (organic electroluminescence light emitting body) or the like is preferably used.
• the organic light emitting layer is a laminate of various organic thin films, for example, a laminate of a hole injection layer made of a triphenylamine derivative or the like and a light emitting layer made of a fluorescent organic solid such as anthracene, or a laminate of these.
• Various layer configurations can be adopted, such as a laminate of electron-injected layers composed of a light-emitting layer and a perylene derivative, or a laminate of hole-injected layers, light-emitting layers, and electron-injected layers.
• An adhesive layer (adhesive sheet) is preferably used for bonding the image display cell and the polarizing plate.
• An adhesive layer is preferably used for bonding the image display cell and the polarizing plate.
• a method in which a polarizing plate with an adhesive layer having an adhesive layer attached to one surface of the polarizing plate is attached to an image display cell is preferable from the viewpoint of workability and the like.
• the pressure-sensitive adhesive layer can be attached to the polarizing plate by an appropriate method.
• a pressure-sensitive adhesive solution of about 10 to 40% by weight is prepared by dissolving or dispersing the base polymer or its composition in a solvent composed of a single substance or a mixture of appropriate solvents such as toluene and ethyl acetate.
• a method of directly attaching it on a polarizing plate by an appropriate developing method such as a casting method or a coating method, or a method of forming an adhesive layer on a separator according to the above and transferring it to the polarizing plate, etc. can be mentioned.
• the pressure-sensitive adhesive layer is described in paragraphs [0103] to [0143] of JP-A-2018-025765, and these pressure-sensitive adhesives can be used in the present invention.
• front transparent member examples of the front transparent member arranged on the visual side of the image display cell include a front plate (window layer) and a touch panel.
• a transparent plate having appropriate mechanical strength and thickness is used.
• a transparent resin plate such as an acrylic resin or a polycarbonate resin, a glass plate, or the like is used.
• a functional layer such as an antireflection layer may be laminated on the visible side of the transparent plate.
• a hard coat layer may be laminated to increase the physical strength, or a low moisture permeability layer may be laminated to reduce the moisture permeability.
• touch panel various touch panels such as a resistive film method, a capacitance method, an optical method, an ultrasonic method, and a glass plate or a transparent resin plate having a touch sensor function are used.
• a capacitance type touch panel is used as the front transparent member, it is preferable to provide a front plate made of glass or a transparent resin plate on the visual side of the touch panel.
• a pressure-sensitive adhesive or a UV-curable adhesive is preferably used for bonding the polarizing plate and the front transparent member.
• the pressure-sensitive adhesive can be attached by an appropriate method.
• the attachment method of the pressure-sensitive adhesive layer used for bonding the image display cell and the polarizing plate described above can be mentioned.
• a dam material is provided so as to surround the peripheral edge on the image display panel in order to prevent the adhesive solution from spreading before curing, and a front transparent member is placed on the dam material.
• a method of placing and injecting an adhesive solution is preferably used. After the injection of the adhesive solution, alignment and defoaming are performed as necessary, and then UV light is irradiated to perform curing.
• an embodiment of the present invention having a urea-based compound-containing layer other than an adhesive layer containing at least one urea-based compound on at least one surface of the polarizing element will be described.
• the technical elements constituting the present invention such as the [polarizing element] other than the [urea-based compound-containing layer] are common to the embodiment in which the urea-based compound-containing layer is an adhesive layer.
• the polarizing plate contains at least one selected from urea, a urea derivative, thiourea and a thiourea derivative formed on at least one surface of a polyvinyl alcohol-based resin polarizing element formed by adsorbing and orienting iodine. It has a urea-based compound-containing layer (other than an adhesive layer).
• the urea-based compound-containing layer preferably has at least one urea-based compound and a binder.
• the binder include a polymer binder, a thermosetting binder, and an active energy ray-curable binder, and any of the binders can be preferably used in the present invention.
• the thickness of the urea-based compound-containing layer is preferably 0.1 to 20 ⁇ m, more preferably 0.5 to 15 ⁇ m, and even more preferably 1 to 10 ⁇ m.
• the urea-based compound-containing layer may be laminated directly on the polarizing element or may be laminated via another layer, but the direct lamination on the polarizing element suppresses the decrease in transmittance in a high temperature environment. It is preferable because it is easy to do.
• the polarizing plate in this embodiment preferably has a transparent protective film on at least one surface of the polarizing element via an adhesive layer in terms of increasing the physical strength of the polarizing plate. At this time, the adhesive layer may or may not contain the urea compound, but it is more preferable that the adhesive layer contains the urea compound.
• polarized light with a single-sided protective film As described in the description of the protective film in other embodiments, in recent years, in order to meet the demand for thinner polarizing plates, a polarizing plate having a protective film on only one side of the polarizing element (hereinafter, "polarized light with a single-sided protective film”). Also called “plate”) has been developed. Attempts have been made to laminate a cured layer on a surface of a polarizing element that does not have a protective film, for the purpose of increasing the physical strength in such a configuration. (For example, Japanese Patent Application Laid-Open No. 2011-221185)
• the cured layer contains a urea compound.
• a cured layer is formed from a curable composition containing an organic solvent, but paragraphs [0020] to [0042] of JP-A-2017-075986 describe the aqueous active energy ray-curable polymer composition. A method of forming such a hardened layer from a solution is described. Since many urea-based compounds are water-soluble, it is one of the preferred embodiments of the present invention to include a water-soluble urea-based compound in such a composition to form a urea-based compound-containing layer.
• a polarizing plate of still another embodiment having a polarizing element prepared by applying a urea-based compound-containing solution to at least one surface of the polarizing element and drying it will be described.
• This aspect is used for a polarizing plate for an interlayer filling structure, and is characterized by a polarizing element that suppresses a decrease in simple substance transmittance even when exposed to a high temperature environment for a long time.
• a solution containing at least one selected from urea, a urea derivative, a thiourea and a thiourea derivative is contained on at least one surface of the polarizing element made of a stretched polyvinyl alcohol-based resin film in which iodine is adsorbed and oriented. After coating, it can be produced by drying this coating liquid.
• the solvent of the urea-based compound-containing solution of the present invention is preferably water, an organic solvent, or a mixed solution thereof, and more preferably water or a mixed solvent of water and alcohol.
• the solvent is a mixed solvent of water and alcohol
• the alcohol is preferably either methanol or ethanol.
• the urea-based compound the above-mentioned urea-based compound can be preferably used, but the urea-based compound is preferably water-soluble in that the urea-based compound is unlikely to precipitate on the surface of the polarizing element after drying.
• urea-based compound solution 10 g of urea was added to 90 g of pure water to obtain a 10 wt% urea aqueous solution (solution 1). Similarly, according to Table 1, urea was replaced with the urea-based compound shown in Table 1, and the solvent was replaced with methanol from pure water as needed to prepare solutions 2 to 9.
• urea, methylurea, ethylurea, 1,3-dimethylurea, tetramethylurea, phenylurea, thiourea, methylthiourea, and tetrahydro-2-pyrimidinone used above are all reagents of Tokyo Kasei Kogyo Co., Ltd. used.
• Adhesive 1 for Polarizing Plate The PVA solution for adhesive, urea solution, pure water, and methanol prepared above are blended so as to have a PVA concentration of 3.0%, a methanol concentration of 20%, and a urea concentration of 0.3%, and an adhesive for polarizing plates. I got 1.
• Adhesives 2 to 14 for Polarizing Plates Preparation of Adhesives 2 to 14 for Polarizing Plates
• the PVA solution for adhesives, the urea-based compound solution shown in Table 1, pure water, and methanol are adjusted to the PVA concentration of 3.0%, the methanol concentration of 20%, and the urea-based compound concentration to the concentrations shown in Table 2.
• Adhesives 2 to 14 for polarizing plates were obtained.
• the polarizing plate adhesive 12 uses two types of urea compounds, methylurea and 1,3-dimethylurea, in combination, and the polarizing plate adhesive 14 does not contain a urea compound.
• Polarizing plates 2 to 14 were produced in the same manner as the polarizing plate 1 except that the polarizing plate adhesive 1 was replaced with the polarizing plate adhesives 2 to 14.
• the optical laminate 15 was produced in the same manner as the optical laminate 14 except that the pressure-sensitive adhesive layer was laminated on the optical laminate 14 on only one side.
• the optical laminates 1 to 14 produced above are each cut into a size of 50 mm ⁇ 100 mm, and the surfaces of the first pressure-sensitive adhesive layer and the second pressure-sensitive adhesive layer are each made of non-alkali glass [trade name “EAGLE XG”. , Corning Inc.] to prepare an evaluation sample. Further, the optical laminate 15 is cut into a size of 50 mm ⁇ 100 mm, and the surface of the first pressure-sensitive adhesive layer is bonded to non-alkali glass [trade name “EAGLE XG”, manufactured by Corning Inc.) for evaluation. A sample was prepared.
• the transmittance does not decrease and the evaluation result is A.
• the decrease in transmittance is 5% or less after 200 hours: A When the decrease in transmittance reached 5% or more in 150 to 200 hours: B When the decrease in transmittance reached 5% or more in 100 to 150 hours: C Those with a decrease in transmittance of 5% or more after 100 hours: D
• the amount of the urea compound added in Table 3 will be described.
• the amount of the urea compound added to the adhesive is preferably 0.1 to 400 parts by weight, more preferably 1 to 200 parts by weight, based on 100 parts by weight of PVA. It is more preferably up to 100 parts by weight. In this example, the PVA concentration is 3.0%.
• the larger the amount of any urea compound added the smaller the change in simple substance transmittance after the high temperature durability test, and conversely, the smaller the amount of the added amount, the smaller the cross loss after the high temperature durability test. Is shown. All of the urea compounds described in the examples have an effect of a simple substance transmittance change of B or more after the high temperature durability test and a cross loss of ⁇ or more at the same time, and have excellent effects in both performances. ing.
• the range of the amount of addition which shows preferable performance that is, performance of elemental transmittance change of B or more and cross loss of ⁇ or more at the same time differs depending on each compound.
• the addition amount of the above compound also has an appropriate range within the above-mentioned preferable addition amount range.
• the addition amount shown in Table 3 shows the value of the minimum addition amount at which the simple substance transmittance is evaluated A in each urea-based compound. Further, for urea and thiourea, the addition amount was gradually reduced from the minimum addition amount to be evaluated A, and the value of the addition amount from ⁇ to ⁇ was also shown (the change in the single transmittance at that time was B). ). In addition, for methylurea, the addition amount was gradually reduced from the minimum addition amount that was evaluated as A, and the result of the addition amount that the cross loss changed from ⁇ to ⁇ is also shown (the change in single transmittance at that time was B).
• the polarizing plate of the present invention using an adhesive containing a urea compound reduces the transmittance of a single substance even when it is used in an image display device having an interlayer filling structure and when it is exposed to a high temperature environment for a long time. It can be deterred.
• the one using a urea derivative or a thiourea derivative as opposed to the one using urea or thiourea is particularly good because there is no decrease in the single transmittance and no cross loss.
• An adhesive containing two types of urea-based compounds is also one of the preferred embodiments of the present invention because it can suppress a decrease in elemental transmittance even when exposed to a high temperature environment for a long time.
• Methylurea is added so that the solid content concentration of methylurea is 1% by weight based on the composition of the cured layer forming composition BLC-1 described in paragraphs [0075] to [0076] of JP-A-2017-075986.
• pure water is added so that the total solid content concentration becomes 26% by weight, and after mixing, the urea-based compound-containing curable composition (UBLC-1) is passed through a filter having a pore size of 5 ⁇ m after being irradiated with ultrasonic waves. Prepared.
• a polarizing plate with a single-sided protective film (polarizing plate 22) with a cured layer containing no urea compound was prepared with reference to the polarizing plate 1 described in paragraphs [0070] to [0080] of JP-A-2017-075986.
• the polarizing plate 22 is similarly subjected to a polarizing plate with a single-sided protective film having a curing layer containing a urea compound (polarized light) except that the curing forming composition (BLC-1) is replaced with the curing forming composition (UBLC-1).
• a plate 21) was produced.
• An optical laminate 21 and an optical laminate 22 were obtained in the same manner as for the optical laminate 14 except that the polarizing plate 14 was replaced with the polarizing plate 21 and the polarizing plate 22, respectively. These samples were evaluated in the same manner as in the optical lamination 14, and the results obtained are shown in Table 4. The evaluation of the cloth coming off after high temperature durability was performed so that the transparent protective film surface was on the outside.
• the polarizing plate of the present invention provided with a urea-based compound-containing layer on at least one surface of a polarizing element transmits a single substance even when used in an image display device having an interlayer filling configuration or when exposed to a high temperature environment for a long time. The decrease in rate can be suppressed.
• a 0.5% solution of methylurea was prepared as a coating solution.
• a 0.5% solution of methylurea was applied to one side of the polarizing element 1 produced above using a bar coater so that the wet application amount was 10 ⁇ m, and dried at 60 ° C. for 5 minutes to obtain a polarizing element 2.
• pure water was applied to one side of the polarizing element produced above using a bar coater so that the wet coating amount was 10 ⁇ m, and dried at 60 ° C. for 5 minutes to obtain a polarizing element 3.
• a polarizing plate 31 and a polarizing plate 32 were obtained in the same manner with respect to the polarizing plate 14, except that the polarizing element 1 was replaced with the polarizing element 2 and the polarizing element 3, respectively.
• An optical laminate 31 and an optical laminate 32 were obtained in the same manner with respect to the optical laminate 14 except that the polarizing plate 14 was replaced with the polarizing plate 31 and the polarizing plate 32, respectively. These samples were evaluated in the same manner as in the optical lamination 14, and the results obtained are shown in Table 5.
• the polarizing plate of the present invention which has a polarizing element prepared by applying a solution containing a urea compound to at least one surface of the polarizing element and drying it, has a high temperature even when used in an image display device having an interlayer filling configuration. Even when exposed to the environment for a long time, the decrease in single transmittance can be suppressed.

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• 2020
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