WO2022102395A1 - Procédé de fabrication de plaque de polarisation équipée d'une couche adhésive - Google Patents

Procédé de fabrication de plaque de polarisation équipée d'une couche adhésive Download PDF

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Publication number
WO2022102395A1
WO2022102395A1 PCT/JP2021/039462 JP2021039462W WO2022102395A1 WO 2022102395 A1 WO2022102395 A1 WO 2022102395A1 JP 2021039462 W JP2021039462 W JP 2021039462W WO 2022102395 A1 WO2022102395 A1 WO 2022102395A1
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WO
WIPO (PCT)
Prior art keywords
polarizing plate
adhesive layer
pressure
less
sensitive adhesive
Prior art date
Application number
PCT/JP2021/039462
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English (en)
Japanese (ja)
Inventor
大一 近藤
Original Assignee
住友化学株式会社
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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 KR1020237019583A priority Critical patent/KR20230098888A/ko
Priority to CN202180069717.XA priority patent/CN116348561A/zh
Publication of WO2022102395A1 publication Critical patent/WO2022102395A1/fr

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • 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
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/06—Non-macromolecular additives organic
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • 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
    • 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
    • C09J7/35—Heat-activated
    • 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]
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements

Definitions

  • the present invention relates to a method for manufacturing a polarizing plate with an adhesive layer.
  • Liquid crystal displays are widely used not only for liquid crystal televisions, but also for 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 in which polarizing plates with an adhesive layer are bonded to both sides of the liquid crystal cell by the adhesive layer, and the display is performed by controlling the light from the backlight with the liquid crystal panel. It is done.
  • 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. (Laminated body containing) may be arranged.
  • polarizing plates are increasingly mounted on vehicles as members of image display devices such as liquid crystal displays and organic EL display devices.
  • Polarizers used in in-vehicle image display devices are often exposed to various harsh environments such as high temperature environments and high temperature and high humidity environments as compared with mobile applications such as televisions and mobile phones. Therefore, it is required that, for example, a problem that the polarizing plate with an adhesive layer floats or peels off from the liquid crystal cell (hereinafter, also referred to as “peeling failure”) does not occur even in a severe change in the environment.
  • Patent Document 1 a technique for improving the hue by suppressing the dimensional change of the polarizing plate in a high temperature environment is known (for example, Patent Document 1).
  • An object of the present invention is to provide a polarizing plate with an adhesive layer in which peeling defects are further suppressed even in an environmental change from a high temperature and high humidity environment to a high temperature environment.
  • the present invention provides a method for manufacturing a polarizing plate with a pressure-sensitive adhesive layer exemplified below.
  • a polarizing plate with a pressure-sensitive adhesive layer comprising a step of storing the polarizing plate with a pressure-sensitive adhesive layer in an environment having a temperature of 18 ° C. or more and 28 ° C. or less and a relative humidity of 40% or more and 70% or less for 2 days or more. Production method.
  • [4] The method for producing a polarizing plate with an adhesive layer according to [3], wherein the adhesive contains a polyvinyl alcohol-based resin.
  • [5] The polarizing plate with an adhesive layer according to [4], wherein the content of the alcohol in the adhesive is 100 parts by mass or more and 2000 parts by mass or less with respect to 100 parts by mass of the polyvinyl alcohol-based resin.
  • [6] The method for producing a polarizing plate with an adhesive layer according to any one of [3] to [5], wherein the thickness of the adhesive layer is 0.01 to 7 ⁇ m.
  • a polarizing plate with an adhesive layer in which peeling defects are further suppressed even when the environment changes from a high temperature and high humidity environment to a high temperature environment.
  • a polarizing plate containing alcohol is used.
  • the polarizing plate one having a polarizing element in which a dichroic dye is adsorbed and oriented on a layer containing a polyvinyl alcohol-based resin and a transparent protective film can be used.
  • the amount of alcohol contained in the polarizing plate is 4 ⁇ g / cm 2 or more and 230 ⁇ g / cm 2 or less, preferably 13 ⁇ g / cm 2 or more and 200 ⁇ g / cm 2 or less, and more preferably 20 ⁇ g / cm 2 or more and 190 ⁇ g / cm 2 . It may be 60 ⁇ g / cm 2 or more, or 100 ⁇ g / cm 2 or more.
  • polarizing element As a polarizing element in which a dichroic dye is adsorbed and oriented on a layer containing a polyvinyl alcohol (hereinafter, also referred to as “PVA”) resin (hereinafter, also referred to as a “PVA-based resin layer”), a well-known polarizing element is used. Can be used.
  • the polarizing element a stretched film obtained by dyeing a PVA-based resin film with a dichroic dye and uniaxially stretching the film, or a coating layer formed by applying a coating liquid containing a PVA-based resin on a base film.
  • Examples thereof include a stretched layer obtained by dyeing a coating layer with a dichroic dye using the laminated film having the film and uniaxially stretching the laminated film. Stretching may be performed after dyeing with a dichroic dye, stretching while dyeing, or stretching and then dyeing.
  • the PVA-based resin is obtained by saponifying a polyvinyl acetate-based resin.
  • 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.
  • examples of other copolymerizable monomers include unsaturated carboxylic acids, olefins such as ethylene, vinyl ethers, unsaturated sulfonic acids and the like.
  • the degree of saponification of the PVA-based resin is preferably about 85 mol% or more, more preferably about 90 mol% or more, still more preferably about 99 mol% or more and 100 mol% or less.
  • the degree of polymerization of the PVA-based resin is, for example, 1000 or more and 10000 or less, preferably 1500 or more and 5000 or less.
  • the PVA-based resin may be modified, and may be, for example, polyvinyl formal, polyvinyl acetal, polyvinyl butyral, etc. modified with aldehydes.
  • the thickness of the polarizing element is preferably 3 ⁇ m or more and 35 ⁇ m or less, more preferably 4 ⁇ m or more and 30 ⁇ m or less, and further preferably 5 ⁇ m or more and 25 ⁇ m or less.
  • the thickness of the polarizing element is 35 ⁇ m or less, it is possible to suppress the influence of polyene formation of the PVA-based resin on the deterioration of optical characteristics in a high temperature environment.
  • the thickness of the polarizing element is 3 ⁇ m or more, it becomes easy to configure the structure to achieve the desired optical characteristics.
  • the polarizing element preferably contains alcohol.
  • a step of bonding the polarizing element and the transparent protective film by an adhesive layer formed of an adhesive containing alcohol can be included. Therefore, it is presumed that a part of alcohol is transferred from the adhesive layer and contained in the polarizing element.
  • the alcohol in the polarizing element may contain alcohol added in the process of manufacturing the polarizing element.
  • Examples of the alcohol used in the present invention include lower alcohols having 1 to 4 carbon atoms. Specific examples thereof include methanol, ethanol, n-propyl alcohol, isopropyl alcohol and tert-butyl alcohol.
  • the alcohol that may be contained in the polarizing plate or the adhesive (or the adhesive layer) may include at least one selected from the group consisting of methanol, ethanol, n-propyl alcohol, isopropyl alcohol, and tert-butyl alcohol. preferable. These may be used alone or in combination of two or more. Preferably, it may contain at least one selected from the group consisting of methanol, ethanol, n-propyl alcohol, and isopropyl alcohol. These are preferable because they have a low molecular weight and can be efficiently transferred from the polarizing plate to the pressure-sensitive adhesive layer.
  • Examples of the method of containing alcohol in the polarizing element include a method of immersing the PVA-based resin layer in a treatment solvent containing alcohol, and a method of spraying, flowing down, or dropping the treatment solvent on the PVA-based resin layer.
  • a method of immersing the PVA-based resin layer in a treatment solvent containing alcohol is preferably used.
  • the step of immersing the PVA-based resin layer in the treatment solvent containing alcohol may be performed at the same time as the steps of swelling, stretching, dyeing, crosslinking, washing, etc. in the method for manufacturing a polarizing element described later, or may be performed separately from these steps. It may be provided.
  • the step of incorporating alcohol in the PVA-based resin layer is preferably performed after dyeing the PVA-based resin layer with iodine, and more preferably performed at the same time in the washing step. According to such a method, the hue change is small and the influence on the optical characteristics of the polarizing element can be reduced.
  • both the addition at the time of manufacturing the polarizing element and the addition to the adhesive may be performed.
  • the polarizing element may further contain a urea-based compound.
  • a polarizing element containing a urea-based compound can further suppress a decrease in transmittance.
  • the urea-based compound may be the same as the urea-based compound that can be contained in the adhesive described later.
  • As a method for including the urea compound in the polarizing element the same method as the method for containing alcohol in the polarizing element can be used.
  • the urea-based compound may be contained in the process of manufacturing the polarizing element, or may be contained in the adhesive for laminating the polarizing element and the transparent protective film described later, and may be contained in the polarizing element.
  • the polarizing device may further contain a dicarboxylic acid.
  • a polarizing element containing a dicarboxylic acid can further suppress a decrease in transmittance.
  • the dicarboxylic acid may be the same as the dicarboxylic acid that can be contained in the adhesive described later.
  • As a method for including the dicarboxylic acid in the polarizing element the same method as the method for containing alcohol in the polarizing element can be used.
  • the dicarboxylic acid may be contained in the manufacturing process of the polarizing element, or may be contained in the adhesive for laminating the polarizing element and the transparent protective film described later, and may be contained in the polarizing element.
  • the production method 1 includes a step of uniaxially stretching a PVA-based resin film, a step of dyeing a PVA-based resin film with a dichroic dye such as iodine to adsorb a dichroic dye, and a PVA-based dye having a dichroic dye adsorbed.
  • the resin film can be produced through a step of treating the resin film with an aqueous boric acid solution and a step of washing with water after the treatment with the aqueous boric acid solution.
  • the swelling step is a treatment step of immersing the PVA-based resin film in the swelling bath.
  • the swelling step By the swelling step, stains on the surface of the PVA-based resin film, blocking agents, and the like can be removed, and by swelling the PVA-based resin film, uneven dyeing can be suppressed.
  • a medium containing water as a main component such as water, distilled water, and pure water, is usually used.
  • a surfactant, alcohol or the like may be appropriately added to the swelling bath according to a conventional method.
  • potassium iodide may be used in the swelling bath, and in this case, the concentration of potassium iodide in the swelling bath may be 1.5% by mass or less. It is more preferably 1.0% by mass or less, and even more preferably 0.5% by mass or less.
  • the temperature of the swelling bath is preferably 10 ° C. or higher and 60 ° C. or lower, more preferably 15 ° C. or higher and 45 ° C. or lower, and further preferably 18 ° C. or higher and 30 ° C. or lower.
  • the immersion time in the swelling bath cannot be unconditionally determined because the degree of swelling of the PVA-based resin film is affected by the temperature of the swelling bath, but is preferably 5 seconds or more and 300 seconds or less, preferably 10 seconds or more and 200 seconds or less. It is more preferable that it is 20 seconds or more and 100 seconds or less.
  • the swelling step may be performed only once, or may be performed a plurality of times as needed.
  • the dyeing step is a treatment step of immersing the PVA-based resin film in a dyeing bath (iodine solution), and can adsorb and orient a dichroic dye such as iodine on the PVA-based resin film.
  • iodine solution is usually preferably an aqueous iodine solution and contains iodine and iodide as a solubilizing agent.
  • iodide examples include potassium iodide, lithium iodide, sodium iodide, zinc iodide, aluminum iodide, lead iodide, copper iodide, barium iodide, calcium iodide, tin iodide, titanium iodide and the like. Can be mentioned. Among these, potassium iodide is preferable from the viewpoint of controlling the content of potassium in the polarizing element.
  • the concentration of iodine in the dyeing bath is preferably 0.01% by mass or more and 1% by mass or less, and more preferably 0.02% by mass or more and 0.5% by mass or less.
  • the concentration of iodide in the dyeing bath is preferably 0.01% by mass or more and 10% by mass or less, more preferably 0.05% by mass or more and 5% by mass or less, and 0.1% by mass or more and 3 by mass. It is more preferably mass% or less.
  • the temperature of the dyeing bath is preferably 10 ° C. or higher and 50 ° C. or lower, more preferably 15 ° C. or higher and 45 ° C. or lower, and further preferably 18 ° C. or higher and 30 ° C. or lower.
  • the immersion time in the dyeing bath cannot be unconditionally determined because the degree of dyeing of the PVA-based resin film is affected by the temperature of the dyeing bath, but is preferably 10 seconds or more and 300 seconds or less, preferably 20 seconds or more and 240 seconds or less. Is more preferable.
  • the dyeing step may be carried out only once or may be carried out multiple times as needed.
  • the cross-linking step is a treatment step in which the PVA-based resin film dyed in the dyeing step is immersed in a treatment bath (cross-linking bath) containing a boron compound, and the polyvinyl alcohol-based resin film is cross-linked by the boron compound to form iodine.
  • a treatment bath cross-linking bath
  • the polyvinyl alcohol-based resin film is cross-linked by the boron compound to form iodine.
  • Mole or dye molecule can be adsorbed on the crosslinked structure.
  • the boron compound include boric acid, borate, borax and the like.
  • the cross-linking bath is generally an aqueous solution, but may be a mixed solution of an organic solvent and water that is miscible with water.
  • the cross-linking bath preferably contains potassium iodide from the viewpoint of controlling the content of potassium in the polarizing element.
  • the concentration of the boron compound is preferably 1% by mass or more and 15% by mass or less, more preferably 1.5% by mass or more and 10% by mass or less, and 2% by mass or more and 5% by mass or less. It is more preferable to have.
  • the concentration of potassium iodide in the cross-linking bath is preferably 1% by mass or more and 15% by mass or less, and preferably 1.5% by mass or more and 10% by mass or less. More preferably, it is 2% by mass or more and 5% by mass or less.
  • the temperature of the cross-linking bath is preferably 20 ° C. or higher and 70 ° C. or lower, and more preferably 30 ° C. or higher and 60 ° C. or lower.
  • the immersion time in the cross-linking bath cannot be unconditionally determined because the degree of cross-linking of the PVA-based resin film is affected by the temperature of the cross-linking bath, but is preferably 5 seconds or more and 300 seconds or less, preferably 10 seconds or more and 200 seconds or less. Is more preferable.
  • the cross-linking step may be carried out only once, or may be carried out a plurality of times as needed.
  • the stretching step is a treatment step of stretching the PVA-based resin film to a predetermined magnification in at least one direction.
  • the PVA-based resin film is uniaxially stretched in the transport direction (longitudinal direction).
  • the stretching method is not particularly limited, and either a wet stretching method or a dry stretching method can be adopted.
  • the stretching step may be carried out only once, or may be carried out a plurality of times as needed.
  • the stretching step may be performed at any stage in the manufacture of the polarizing element.
  • the stretching bath preferably contains potassium iodide from the viewpoint of controlling the content of potassium in the polarizing element.
  • concentration of potassium iodide in the stretching bath is preferably 1% by mass or more and 15% by mass or less, and more preferably 2% by mass or more and 10% by mass or less. It is more preferably 3% by mass or more and 6% by mass or less.
  • the treatment bath (stretching bath) can contain a boron compound from the viewpoint of suppressing film breakage during stretching.
  • the concentration of the boron compound in the stretching bath is preferably 1% by mass or more and 15% by mass or less, more preferably 1.5% by mass or more and 10% by mass or less, and 2% by mass. It is more preferably 5% by mass or less.
  • the temperature of the stretching bath is preferably 25 ° C. or higher and 80 ° C. or lower, more preferably 40 ° C. or higher and 75 ° C. or lower, and further preferably 50 ° C. or higher and 70 ° C. or lower.
  • the immersion time in the stretching bath cannot be unconditionally determined because the degree of stretching of the PVA-based resin film is affected by the temperature of the stretching bath, but is preferably 10 seconds or more and 800 seconds or less, preferably 30 seconds or more and 500 seconds or less. Is more preferable.
  • the stretching treatment in the wet stretching method may be performed together with any one or more of the swelling step, the dyeing step, the crosslinking step and the washing step.
  • dry stretching method examples include an inter-roll stretching method, a heating roll stretching method, a compression stretching method, and the like.
  • the dry stretching method may be applied together with the drying step.
  • the total draw ratio (cumulative draw ratio) applied to the polyvinyl alcohol-based resin film can be appropriately set according to the purpose, but is preferably 2 times or more and 7 times or less, and is preferably 3 times or more and 6.8 times or less. It is more preferable, and it is more preferable that it is 3.5 times or more and 6.5 times or less.
  • the cleaning step is a treatment step of immersing the polyvinyl alcohol-based resin film in the washing bath, and can remove foreign substances remaining on the surface of the polyvinyl alcohol-based resin film and the like.
  • a medium containing water as a main component such as water, distilled water, and pure water, is usually used.
  • potassium iodide in the washing bath.
  • the concentration of potassium iodide in the washing bath is 1% by mass or more and 10% by mass. It is preferably 1.5% by mass or more and 4% by mass or less, more preferably 1.8% by mass or more and 3.8% by mass or less.
  • the temperature of the washing bath is preferably 5 ° C. or higher and 50 ° C. or lower, more preferably 10 ° C. or higher and 40 ° C. or lower, and further preferably 15 ° C. or higher and 30 ° C. or lower.
  • the immersion time in the washing bath cannot be unconditionally determined because the degree of washing of the PVA-based resin film is affected by the temperature of the washing bath, but it is preferably 1 second or more and 100 seconds or less, preferably 2 seconds or more and 50 seconds or less. It is more preferable that it is 3 seconds or more and 20 seconds or less.
  • the cleaning step may be performed only once, or may be performed a plurality of times as needed.
  • the drying step is a step of drying the PVA-based resin film washed in the washing step to obtain a polarizing element. Drying is carried out by any suitable method, and examples thereof include natural drying, blast drying, and heat drying.
  • the production method 2 includes a step of applying a coating liquid containing a PVA-based resin on a base film, a step of uniaxially stretching the obtained laminated film, and a step of uniaxially stretching the PVA-based resin layer of the uniaxially stretched laminated film with a dichroic dye. It can be produced through a step of adsorbing it to form a polarizing element by dyeing, a step of treating a film on which a dichroic dye is adsorbed with an aqueous boric acid solution, and a step of washing with water after the treatment with the aqueous boric acid solution.
  • the base film used for forming the polarizing element may be used as a protective layer for the polarizing element. If necessary, the base film may be peeled off from the polarizing element.
  • the transparent protective film used in the present embodiment (hereinafter, also simply referred to as “protective film”) is bonded to at least one surface of the polarizing element via an adhesive layer.
  • This transparent protective film is attached to one side or both sides of the polarizing element, but it is preferable that the transparent protective film is attached to both sides.
  • the protective film may have other optical functions at the same time, or may be formed in a laminated structure in which a plurality of layers are laminated.
  • the film thickness of the protective film 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 ⁇ m or more and 100 ⁇ m or less, preferably 10 ⁇ m or more and 80 ⁇ m or less, and more preferably 15 ⁇ m or more and 70 ⁇ m or less.
  • a film such as a cellulose acylate film, a film made of a polycarbonate resin, a film made of a cycloolefin resin such as norbornene, a (meth) acrylic polymer film, or a polyester resin film such as polyethylene terephthalate is used.
  • a protective film is attached to both sides of a polarizing element using a water-based adhesive such as PVA adhesive, the protective film on at least one side is either a cellulose acylate film or a (meth) acrylic polymer film in terms of moisture permeability. Of these, a cellulose acylate film is preferable.
  • At least one protective film may have a phase difference function for the purpose of compensating the viewing angle or the like.
  • the protective film itself may have a retardation function, may have a separate retardation layer, or may be a combination of both.
  • the film having the retardation function may be directly attached to the polarizing element via an adhesive, but may be attached via an adhesive or an adhesive via another protective film attached to the polarizing element. It may have a different configuration.
  • the adhesive constitutes an adhesive layer for adhering the protective film to the polarizing element.
  • the adhesive it is preferable to use an adhesive containing alcohol.
  • a water-based adhesive, a solvent-based adhesive, an active energy ray-curable adhesive, or the like can be used, but from the viewpoint of containing alcohol, the water-based adhesive is preferable, and a PVA-based resin may be contained. preferable.
  • an adhesive containing alcohol it is possible to suppress a decrease in the transmittance of the polarizing plate in a high temperature environment.
  • the thickness at the time of application of the adhesive can be set to an arbitrary value, and for example, after curing or heating (drying), an adhesive layer having a desired thickness can be set.
  • the thickness of the adhesive layer composed of the adhesive is preferably 0.01 ⁇ m or more and 7 ⁇ m or less, more preferably 0.01 ⁇ m or more and 5 ⁇ m or less, still more preferably 0.01 ⁇ m or more and 2 ⁇ m or less, and most preferably. Is 0.01 ⁇ m or more and 1 ⁇ m or less.
  • the following description of the adhesive is a description of a preferable range in the case where the polarizing element does not contain alcohol at the time of manufacturing the polarizing element.
  • alcohol is contained in the polarizing element, the following values may be adjusted as appropriate.
  • the same alcohol contained in the above-mentioned polarizing element can be used.
  • a part of alcohol may be transferred from the adhesive layer to the polarizing element or the like.
  • the content of alcohol in the adhesive is preferably 30 parts by mass or more and 2000 parts by mass or less with respect to 100 parts by mass of the PVA-based resin, more preferably. It is 100 parts by mass or more and 2000 parts by mass or less, more preferably 500 parts by mass or more and 1800 parts by mass or less, and most preferably 800 parts by mass or more and 1500 parts by mass or less. If it is less than 30 parts by mass, the peeling suppressing effect in the change from the high temperature and high humidity environment to the high temperature environment may not be sufficiently obtained. On the other hand, if the alcohol content exceeds 2000 parts by mass, the hue may deteriorate.
  • the drying efficiency can be improved in the drying step after laminating the protective film on the polarizing element via the adhesive, and the alcohol content in the polarizing plate can be improved. Is easily adjusted to a desired amount.
  • only one of the adhesive layers on both sides of the polarizing element may be a layer containing alcohol. It is preferable that the adhesive layers on both sides are both layers containing alcohol.
  • polarizing plates having a transparent protective film on only one side of the polarizing element have been developed. Also in this configuration, the transparent protective film is laminated via the adhesive layer containing alcohol.
  • a method for producing a polarizing plate having a transparent protective film on only one side of such a polarizing element first, a polarizing plate having a transparent protective film bonded to both sides via an adhesive layer is produced, and then one of the transparent protective films is produced.
  • a method of peeling off is conceivable.
  • only one of the adhesive layers may contain alcohol, but it is preferable that both of the adhesive layers on both sides contain alcohol.
  • the adhesive layer containing alcohol is used only on one side of the polarizing element, it is preferable that the adhesive layer on the film side that does not peel off contains alcohol.
  • Water-based adhesive As the water-based adhesive, any suitable water-based adhesive can be adopted, but a water-based adhesive containing a PVA-based resin (PVA-based adhesive) is preferably used.
  • the average degree of polymerization of the PVA-based resin contained in the water-based adhesive is preferably 100 or more and 5500 or less, and more preferably 1000 or more and 4500 or less from the viewpoint of adhesiveness. From the viewpoint of adhesiveness, the average saponification degree is preferably 85 mol% or more and 100 mol% or less, and more preferably 90 mol% or more and 100 mol% or less.
  • the PVA-based resin contained in the water-based adhesive is preferably one containing an acetoacetyl group, because the PVA-based resin layer and the protective film have excellent adhesion and 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-based resin is typically 0.1 mol% or more, preferably 0.1 mol% or more and 20 mol% or less.
  • the resin concentration of the water-based adhesive is preferably 0.1% by mass or more and 15% by mass or less, and more preferably 0.5% by mass or more and 10% by mass or less.
  • the water-based adhesive can also contain a cross-linking agent.
  • a cross-linking agent a known cross-linking agent can be used.
  • the cross-linking agent include water-soluble epoxy compounds, dialdehydes, isocyanates and the like.
  • the cross-linking agent is preferably glyoxal, glyoxal salt, or methylol melamine, and may be glyoxal or glyoxal salt. More preferably, glyoxal is particularly preferable.
  • the active energy ray-curable adhesive is an adhesive that cures by irradiating with active energy rays such as ultraviolet rays, and is, for example, an adhesive containing a polymerizable compound and a photopolymerizable initiator, and an adhesive containing a photoreactive resin.
  • the polymerizable compound include a photopolymerizable monomer such as a photocurable epoxy-based monomer, a photocurable acrylic-based monomer, and a photocurable urethane-based monomer, and an oligomer derived from these monomers.
  • the photopolymerization initiator include compounds containing substances that generate active species such as neutral radicals, anionic radicals, and cationic radicals by irradiating them with active energy rays such as ultraviolet rays.
  • the adhesive may further contain at least one urea compound selected from urea, a urea derivative, thiourea and a thiourea derivative.
  • the adhesive layer composed of the adhesive contains a urea compound, the high temperature durability can be further improved.
  • a part of the urea-based compound may be transferred from the adhesive layer to the polarizing element or the like in the process of forming the adhesive layer through the drying step at the time of adhering the adhesive to the protective film.
  • Urea-based compounds include water-soluble compounds and sparingly water-soluble compounds, and either urea-based compound can be used. When 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 part by mass or more and 400 parts by mass or less, more preferably 1 part by mass with respect to 100 parts by mass of PVA. It is 200 parts by mass or less, more preferably 3 parts by mass or more and 100 parts by mass or less.
  • a urea derivative is a compound in which at least one of the four hydrogen atoms of a urea 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.
  • Some urea derivatives have low solubility in water, but some have sufficient solubility in alcohol. In that case, it is also preferable to dissolve the urea compound in alcohol to prepare an alcohol solution of the urea compound, and then add the alcohol solution of the urea compound to the PVA aqueous solution to prepare an adhesive. be.
  • 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, phenylurea, 3-hydroxyphenylurea, (4-methoxyphenyl) urea, benzylurea, benzoylurea, o-tolylurea and p-tolylurea.
  • urea As 4-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.
  • a thiourea derivative is a compound in which at least one of the four hydrogen atoms of a 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 as one-substituted thiourea, N-methylthiourea, ethylthiourea, propylthiourea, isopropylthiourea, 1-butylthiourea, cyclohexylthiourea, N-acetylthiourea, N-allylthiourea, (2).
  • thiourea 1,1-dimethylthiourea, 1,3-dimethylthiourea, 1,1-diethylthiourea, 1,3-diethylthiourea, 1,3-dibutylthiourea, 1,3-diisopropylthiourea, 1 , 3-Dicyclohexylthiourea, N, N-diphenylthiourea, N, N'-diphenylthiourea, 1,3-di (o-tolyl) thiourea, 1,3-di (p-tolyl) thiourea, Examples thereof include 1-benzyl-3-phenylthiourea, 1-methyl-3-phenylthiourea, N-allyl-N'-(2-hydroxyethyl) thiourea and ethylenethiourea.
  • Examples of the 3-substituted thiourea include trimethylthiourea.
  • Examples of the 4-substituted thiourea include tetramethylthiourea and 1,1,3,3-tetraethylthiourea.
  • urea-based compounds a urea derivative or a thiourea derivative is preferable, and a urea derivative is preferable because it can further suppress a decrease in transmittance in a high temperature environment when used in an image display device having an interlayer filling configuration. More preferred.
  • a urea derivative mono-substituted urea or di-substituted urea is preferable, and mono-substituted urea is more preferable.
  • the bi-substituted urea includes 1,1-substituted urea and 1,3-substituted urea, but 1,3-substituted urea is more preferable.
  • the adhesive can further contain a dicarboxylic acid.
  • a dicarboxylic acid By using an adhesive containing a dicarboxylic acid, it is possible to suppress a decrease in the transmittance of the polarizing plate in a high temperature environment.
  • the dicarboxylic acid include oxalic acid, malonic acid, succinic acid, glutamic acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, phthalic acid, isophthalic acid, terephthalic acid, tartrate acid, glutamic acid, and malic acid.
  • the method for manufacturing the polarizing plate is not particularly limited, but for example, the first transparent protective film, the polarizing element, and the second transparent protective film are laminated by providing an adhesive layer between the respective layers, and then subjected to a drying step. It can have a step of adhering to each other. It is preferable to use an alcohol-containing adhesive for at least one adhesive layer.
  • the step of manufacturing the polarizing plate includes a step of adsorbing a polarizing element formed by adsorbing and orienting iodine on a polyvinyl alcohol-based resin layer and a transparent protective film with an adhesive layer formed of an adhesive containing alcohol. Is preferable.
  • a peelable surface protective film may be laminated on at least one surface of the manufactured polarizing plate in order to protect the surface thereof.
  • the surface protective film on the pressure-sensitive adhesive forming side may be peeled off before the pressure-sensitive adhesive is formed in the next step.
  • the pressure-sensitive adhesive layer may be composed of one layer or two or more layers, but is preferably composed of one layer.
  • the pressure-sensitive adhesive layer can be composed of a pressure-sensitive adhesive composition containing a (meth) acrylic resin, a rubber-based resin, a urethane-based resin, an ester-based resin, a silicone-based resin, and a polyvinyl ether-based resin as main components.
  • 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 preferable.
  • the pressure-sensitive adhesive composition may be an active energy ray-curable type or a thermosetting type.
  • Examples of the (meth) acrylic resin (base polymer) used in the pressure-sensitive adhesive composition include butyl (meth) acrylate, ethyl (meth) acrylate, isooctyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, and the like.
  • a polymer or copolymer containing one or more of the (meth) acrylic acid esters as monomers is preferably used. It is preferable that the base polymer is copolymerized with a polar monomer.
  • Examples of the polar monomer include (meth) acrylic acid compound, (meth) acrylic acid 2-hydroxypropyl compound, (meth) acrylic acid hydroxyethyl compound, (meth) acrylamide compound, and N, N-dimethylaminoethyl (meth) acrylate compound.
  • a monomer having a carboxyl group, a hydroxyl group, an amide group, an amino group, an epoxy group and the like, such as a glycidyl (meth) acrylate compound, can be mentioned.
  • the pressure-sensitive adhesive composition may contain only the above-mentioned base polymer, but usually further contains a cross-linking agent.
  • the cross-linking agent is a metal ion having a divalent value or higher, which is a metal ion that forms a carboxylic acid metal salt with a carboxyl group, a polyamine compound that forms an amide bond with the carboxyl group, and a carboxyl group. Examples thereof include polyepoxy compounds or polyols that form an ester bond in the above, and polyisocyanate compounds that form an amide bond with a carboxyl group. Of these, polyisocyanate compounds are preferable.
  • the polyisocyanate compound includes a polyisocyanate compound, a trimer of a polyisocyanate compound, a urethane prepolymer having an isocyanate group at the end obtained by reacting the polyisocyanate compound with a polyol compound, and a trimer of the urethane prepolymer. And so on.
  • polyisocyanate compound examples include 2,4-tolylene diisocyanate, 2,5-tolylene diisocyanate, 1,3-xylylene diisocyanate, 1,4-xylylene diisocyanate, diphenylmethane-4,4'-diisocyanate, 3 -Methyldiphenylmethane diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, dicyclohexylmethane-4,4'-diisocyanate, dicyclohexylmethane-2,4'-diisocyanate, lysine isocyanate and the like can be mentioned.
  • the polyisocyanate compound may be used alone or in combination of two or more, but the total content of the polyisocyanate compound is 100 parts by weight of the base polymer. Is preferably contained in an amount of 0.01 to 2 parts by weight, more preferably 0.02 to 2 parts by weight, and even more preferably 0.05 to 1.5 parts by weight. It can be appropriately contained in consideration of cohesive force, prevention of peeling in durability test, and the like.
  • Examples of commercially available isocyanate compounds include L45 (manufactured by Soken Chemical Co., Ltd.), TD75 (manufactured by Soken Chemical Co., Ltd.), BXX5627 (manufactured by Toyochem Co., Ltd.), and X-301-422SK (manufactured by Saiden Chemical Co., Ltd.). ), Coronate L (manufactured by Tosoh Corporation) and the like can be preferably used.
  • the active energy ray-curable pressure-sensitive adhesive composition has a property of being cured by being irradiated with active energy rays such as ultraviolet rays and electron beams, and has adhesiveness even before irradiation with active energy rays, such as a film. It has the property that it can be brought into close contact with the adherend of No. 1 and can be cured by irradiation with active energy rays to adjust the adhesion force.
  • the active energy ray-curable pressure-sensitive adhesive composition is preferably an ultraviolet-curable type.
  • the active energy ray-curable pressure-sensitive adhesive composition further contains an active energy ray-polymerizable compound in addition to the base polymer and the cross-linking agent. If necessary, a photopolymerization initiator, a photosensitizer, or the like may be contained.
  • the pressure-sensitive adhesive composition includes fine particles for imparting light scattering, beads (resin beads, glass beads, etc.), glass fibers, resins other than the base polymer, a pressure-sensitive imparting agent, and a filler (metal powder and other inorganic powders). Etc.), antioxidants, UV absorbers, dyes, pigments, colorants, defoaming agents, corrosion inhibitors, photopolymerization initiators and other additives can be included.
  • the pressure-sensitive adhesive layer can be formed by applying an organic solvent diluted solution of the above-mentioned pressure-sensitive adhesive composition on the surface of a base film or a polarizing plate and drying it.
  • the base film is generally a thermoplastic resin film, and a typical example thereof is a separate film that has been subjected to a mold release treatment.
  • the separate film may be one in which the surface on which the pressure-sensitive adhesive layer of the film made of a resin such as polyethylene terephthalate, polybutylene terephthalate, polycarbonate, or polyarate is formed is subjected to a mold release treatment such as a silicone treatment.
  • the pressure-sensitive adhesive composition is directly applied to the release-treated surface of the separate film to form a pressure-sensitive adhesive layer, and the pressure-sensitive adhesive layer with the separate film is used as the pressure-sensitive adhesive layer. It may have a step of laminating on the surface of the polarizing plate via the substrate.
  • the step of manufacturing the polarizing plate with the pressure-sensitive adhesive layer may include a step of directly applying the pressure-sensitive adhesive composition to the surface of the polarizing plate to form the pressure-sensitive adhesive layer and laminating a separate film on the outer surface of the pressure-sensitive adhesive layer. good.
  • the pressure-sensitive adhesive layer is provided on the surface of the polarizing plate, it is preferable to perform surface activation treatment such as plasma treatment and corona treatment on the bonded surface of the polarizing plate and / or the bonded surface of the pressure-sensitive adhesive layer. It is more preferable to apply the treatment.
  • the pressure-sensitive adhesive composition is applied onto the second separate film to form a pressure-sensitive adhesive layer, and a pressure-sensitive adhesive sheet in which the separate film is laminated on the formed pressure-sensitive adhesive layer is prepared, and the second pressure-sensitive adhesive sheet is used as a second.
  • the pressure-sensitive adhesive layer with the separate film after the separate film is peeled off may be laminated on the polarizing plate.
  • As the second separate film a film having a weaker adhesion to the pressure-sensitive adhesive layer than the separate film and being easily peeled off is used.
  • the thickness of the pressure-sensitive adhesive layer is not particularly limited, but is preferably 1 ⁇ m or more and 100 ⁇ m or less, more preferably 3 ⁇ m or more and 50 ⁇ m or less, and may be 20 ⁇ m or more.
  • the pressure-sensitive adhesive layer used in the process of manufacturing the polarizing plate with the pressure-sensitive adhesive layer has a gel fraction within a predetermined range. It is considered that the larger the gel fraction of the pressure-sensitive adhesive layer is, the more cross-linking reactions are proceeding in the pressure-sensitive adhesive layer, which can be used as a guideline for the cross-linking density.
  • the gel fraction of the pressure-sensitive adhesive layer is 70% or less, preferably 50% or less, and more preferably 30% or less. Most preferably, the gel fraction is substantially 0%. When the gel fraction is substantially 0%, it means that the gel fraction is 5% or less. When the gel fraction exceeds 70%, the peeling suppressing effect when exposed to an environmental change from a high temperature and high humidity environment to a high temperature environment may not be sufficient. It is desirable that the gel fraction of the pressure-sensitive adhesive layer is within the above range even immediately before the "step of storing the polarizing plate with the pressure-sensitive adhesive layer" described later.
  • the method for obtaining the pressure-sensitive adhesive layer having a gel fraction within a predetermined range is not particularly limited, and a known method can be applied.
  • the pressure-sensitive adhesive layer having a desired gel fraction can be obtained by adjusting the drying temperature and the drying time of the pressure-sensitive adhesive. As detailed conditions, for example, when the drying temperature is 70 ° C. or higher and lower than 100 ° C., a desired pressure-sensitive adhesive layer can be obtained by setting the drying time to 30 seconds or longer and 5 minutes or shorter.
  • the gel fraction of the pressure-sensitive adhesive layer immediately after preparation is substantially 0%, and it is most preferable to laminate the pressure-sensitive adhesive layer immediately after preparation on the polarizing plate.
  • the produced polarizing plate with an adhesive layer is stored in an environment where the temperature is 18 ° C. or higher and 28 ° C. or lower and the relative humidity is 40% or higher and 70% or lower for 2 days or longer.
  • the polarizing plate with the pressure-sensitive adhesive layer is continuously produced in a roll-to-roll manner and has a long shape, it may be stored in a state of being wound on a roll.
  • the storage temperature is preferably 20 ° C or higher and 26 ° C or lower.
  • the storage humidity is preferably 50% or more and 60% or less.
  • the storage period is preferably 3 days or longer, more preferably 5 days or longer, and most preferably 7 days or longer.
  • the upper limit of the storage period is not particularly limited, but can be, for example, 365 days or less.
  • the pressure-sensitive adhesive layer is stored for 2 days or more until the crosslinking reaction stabilizes in an environment having a temperature of 23 ° C. and a relative humidity of 55%, for example. During this period, it is presumed that the cross-linking reaction proceeds uniformly in the thickness direction of the pressure-sensitive adhesive layer.
  • the polarizing plate used in the production method of the present invention contains a predetermined amount of alcohol and is subjected to a storage step after the pressure-sensitive adhesive layer is formed on the polarizing plate. It is presumed that alcohol is transferred from the polarizing plate to the pressure-sensitive adhesive layer during such storage. As a result, it is presumed that alcohol is present in the pressure-sensitive adhesive layer closer to the polarizing plate in the thickness direction.
  • the cross-linking agent can be inactivated and the cross-linking reaction can be suppressed.
  • the pressure-sensitive adhesive layer after being stored in this way has a low cross-linking density near the polarizing plate in the thickness direction and a high cross-linking density as the distance from the polarizing plate increases.
  • the storage elastic modulus of the pressure-sensitive adhesive layer near the polarizing plate is low and increases as the distance from the polarizing plate increases, so that the stress caused by the dimensional change of the polarizing plate can be relieved on one side.
  • Sufficient adhesion to the display device to which the polarizing plate is attached on the other side can be secured. Therefore, it is presumed that peeling failure can be suppressed even when exposed to environmental changes from a high temperature and high humidity environment to a high temperature environment.
  • the gel fraction of the pressure-sensitive adhesive layer at the time of application to the display device (may be the time when the step of storing the polarizing plate with the pressure-sensitive adhesive layer is completed) is 60% or more, preferably 70% or more. It is most preferably 80% or more. If the gel fraction is less than 60%, exfoliation is likely to occur in a high temperature environment. The gel fraction can usually be less than 100%.
  • the gel fraction of the pressure-sensitive adhesive layer when formed on the polarizing plate is more than 70%, the cross-linking reaction has already proceeded sufficiently, and the deactivating effect of the cross-linking agent due to the transfer of alcohol in the polarizing plate is sufficient. It may not be obtained. Therefore, there is a possibility that the effect of suppressing peeling when exposed to an environmental change from a high temperature and high humidity environment to a high temperature environment cannot be sufficiently obtained.
  • the gel fraction in the pressure-sensitive adhesive layer of the present invention is a value measured according to the following (a) to (d).
  • a pressure-sensitive adhesive layer having an area of about 8 cm ⁇ about 8 cm and a metal mesh (the weight thereof is Wm) made of SUS304 having an area of about 10 cm ⁇ about 10 cm are bonded together.
  • B) The bonded product obtained in (a) above is weighed to a mass of Ws, then folded four times so as to wrap the adhesive layer, stapled, and then weighed. Let the mass be Wb.
  • a 60 ⁇ m-thick polyvinyl alcohol-based resin film having an average degree of polymerization of about 2400 and a saponification degree of 99.9 mol% or more is immersed in pure water at 21.5 ° C. for 79 seconds, and then potassium iodide / boric acid / water.
  • potassium iodide / boric acid / water was immersed in an aqueous solution containing 1.0 mM iodine at 23 ° C. for 151 seconds. Then, it was immersed in an aqueous solution having a weight ratio of potassium iodide / boric acid / water of 2.5 / 4/100 at 60.8 ° C. for 76 seconds.
  • the mixture was immersed in an aqueous solution having a weight ratio of potassium iodide / boric acid / water of 3 / 5.5 / 100 at 45 ° C. for 11 seconds. Then, it was dried at 38 ° C. to obtain a polarizing element having a thickness of 22 ⁇ m in which iodine was adsorbed and oriented on polyvinyl alcohol.
  • the stretching was mainly carried out in the steps of iodine dyeing and boric acid treatment, and the total stretching ratio was 5.85 times.
  • Transparent protective film 1 Cellulose acylate film KC8UX2MSW (manufactured by Konica Minolta Co., Ltd., film thickness 80 ⁇ m) was used. The cellulose acylate film was immersed in a 1.5 mol / L NaOH aqueous solution (saponification solution) kept at 55 ° C. for 2 minutes, and then the film was washed with water. Then, after immersing the film in a 0.05 mol / L sulfuric acid aqueous solution at 25 ° C. for 30 seconds, the film was further passed through a water washing bath for 30 seconds under running water to neutralize the film.
  • polarizing plate 1 ⁇ Manufacturing of polarizing plate>
  • the transparent protective film 1 was bonded to one side of the polarizing element and the transparent protective film 2 was bonded to the other surface of the polarizing element via the adhesive 1, using a roll bonding machine. After the bonding, the adhesive was dried by heat treatment at 60 ° C. for 10 minutes to obtain a polarizing plate 1.
  • the thickness of the adhesive layer of the polarizing plate 1 was 50 nm on both sides of the polarizing element.
  • a surface protective film was attached to one surface of the transparent protective film of the polarizing plate thus produced.
  • As the surface protective film a surface protective film having an acrylic pressure-sensitive adhesive layer (thickness 15 ⁇ m) formed on a polyester resin film (thickness 38 ⁇ m) was bonded.
  • the polarizing plate 2 was produced in the same manner as in the production of the polarizing plate 1 except that the adhesive 2 was used, and the surface protective film was attached to one surface of the transparent protective film.
  • H-1 Polymer of butyl acrylate, methyl acrylate, acrylic acid and hydroxyethyl acrylate
  • H-2 Ethyl acetate solution of trimethylolpropane adduct of tolylene diisocyanate (solid content concentration 75%)
  • Coronate L Product name
  • H-3 3-glycidoxypropyltrimethoxysilane, liquid
  • KBM-403 trade name
  • the pressure-sensitive adhesive composition was obtained by sufficiently stirring and diluting with ethyl acetate.
  • the pressure-sensitive adhesive layer was immediately bonded to the transparent protective film 2 side of the polarizing plate 1 to prepare a polarizing plate 1 with a pressure-sensitive adhesive layer.
  • the obtained polarizing plate 1 with an adhesive layer was stored for 7 days in an environment having a temperature of 23 ° C. and a relative humidity of 50%.
  • the methanol content of the polarizing plate before laminating the pressure-sensitive adhesive layer was 75 ⁇ g / cm 2 .
  • the gel fraction of the pressure-sensitive adhesive layer after storage was 75%.
  • the polarizing plate 2 with the pressure-sensitive adhesive layer was produced in the same manner as the production of the polarizing plate 1 with the pressure-sensitive adhesive layer, except that the polarizing plate 1 used in the polarizing plate 1 with the pressure-sensitive adhesive layer was changed to the polarizing plate 2.
  • the obtained polarizing plate 2 with an adhesive layer was stored for 7 days in an environment having a temperature of 23 ° C. and a relative humidity of 50%.
  • the methanol content of the polarizing plate before laminating the pressure-sensitive adhesive layer is 0 ⁇ g / cm 2 .
  • the gel fraction of the pressure-sensitive adhesive layer after storage was 80%.
  • the gel fraction differs between the polarizing plate 1 with the pressure-sensitive adhesive layer and the polarizing plate 1 with the pressure-sensitive adhesive layer because the polarizing plate 1 with the pressure-sensitive adhesive layer contains alcohol, and therefore the gel fraction near the polarizing plate is low. It is estimated to be.
  • a release-treated polyethylene terephthalate film was further laminated on the surface of the pressure-sensitive adhesive layer without the polyethylene terephthalate film.
  • the pressure-sensitive adhesive layer having the polyethylene terephthalate film released on both sides laminated was stored for 7 days in an environment with a temperature of 23 ° C. and a relative humidity of 50%.
  • the gel fraction of the pressure-sensitive adhesive layer after storage was 81%.
  • One of the release-treated polyethylene terephthalate films was peeled off from the pressure-sensitive adhesive layer after storage and bonded to the transparent protective film 2 side of the polarizing plate 1 to prepare a polarizing plate 3 with a pressure-sensitive adhesive layer.
  • the methanol content of the polarizing plate before laminating the pressure-sensitive adhesive layer was 75 ⁇ g / cm 2 .
  • ⁇ Durability evaluation> (Preparation of sample for evaluation)
  • the polarizing plates 1 to 3 with the pressure-sensitive adhesive layer are cut into a size of 110 mm ⁇ 60 mm so that the absorption axis of the polarizing plate is parallel to the long side, and the non-alkali glass (manufactured by Corning Inc.) is passed through the pressure-sensitive adhesive layer. It was affixed to "EAGLE XG", size 120 mm x 70 mm). Then, after autoclaving at a temperature of 50 ° C. and a pressure of 5 kgf / cm 2 (490.3 kPa) for 15 minutes, the sample was left to stand in an environment of a temperature of 23 ° C. and a relative humidity of 55% for 24 hours to prepare an evaluation sample.
  • the evaluation sample thus prepared was stored in an environment with a temperature of 50 ° C. and a relative humidity of 95% for 24 hours, and then stored in an environment with a temperature of 95 ° C. for 96 hours. bottom.
  • the results are shown in Table 2.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Polarising Elements (AREA)
  • Adhesive Tapes (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

L'objectif de la présente invention est de fournir une plaque de polarisation équipée d'une couche adhésive configurée pour supprimer davantage un problème de pelage même s'il y a un changement environnemental d'un environnement à haute température/humidité élevée à un environnement à haute température. Ce procédé de fabrication d'une plaque de polarisation équipée d'une couche adhésive comprend : une étape de fabrication d'une plaque de polarisation ayant une teneur en alcool de 4 μg/cm2 à 230 μg/cm2 ; une étape de fabrication d'une plaque de polarisation équipée d'une couche adhésive par formation d'une couche adhésive ayant une fraction de gel de 70 % ou moins sur une surface de la plaque de polarisation ; et une étape de stockage de la plaque de polarisation équipée d'une couche adhésive dans un environnement où la température est de 18 °C à 28 °C, et l'humidité relative est de 40 % à 70 %, pendant 2 jours ou plus.
PCT/JP2021/039462 2020-11-13 2021-10-26 Procédé de fabrication de plaque de polarisation équipée d'une couche adhésive WO2022102395A1 (fr)

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WO2007102327A1 (fr) * 2006-03-08 2007-09-13 Konica Minolta Opto, Inc. plaque de polarisation et affichage à cristaux liquides
JP2011227418A (ja) * 2010-04-23 2011-11-10 Sumitomo Chemical Co Ltd 偏光板、その製造方法及びそれを用いたｉｐｓモード液晶表示装置
WO2015141382A1 (fr) * 2014-03-18 2015-09-24 綜研化学株式会社 Composition d'adhésif pour plaque de polarisation, couche adhésive, feuille adhésive, et plaque de polarisation avec couche adhésive
JP2016151580A (ja) * 2015-02-16 2016-08-22 日東電工株式会社 粘着剤付き光学フィルムおよび画像表示装置
JP2017019974A (ja) * 2015-07-15 2017-01-26 綜研化学株式会社 偏光板用粘着剤組成物
WO2019176918A1 (fr) * 2018-03-16 2019-09-19 富士フイルム株式会社 Dispositifs d'affichage électroluminescent
WO2020184082A1 (fr) * 2019-03-08 2020-09-17 日東電工株式会社 Film polarisant, plaque polarisante et procédé de fabrication de film polarisant

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