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WO2020090197A1 - Procédé de fabrication de polariseur - Google Patents

Procédé de fabrication de polariseur Download PDF

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Publication number
WO2020090197A1
WO2020090197A1 PCT/JP2019/032974 JP2019032974W WO2020090197A1 WO 2020090197 A1 WO2020090197 A1 WO 2020090197A1 JP 2019032974 W JP2019032974 W JP 2019032974W WO 2020090197 A1 WO2020090197 A1 WO 2020090197A1
Authority
WO
WIPO (PCT)
Prior art keywords
polarizer
based resin
sensitive adhesive
pressure
adhesive layer
Prior art date
Application number
PCT/JP2019/032974
Other languages
English (en)
Japanese (ja)
Inventor
聡司 三田
Original Assignee
日東電工株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 日東電工株式会社 filed Critical 日東電工株式会社
Priority to KR1020217012293A priority Critical patent/KR20210086624A/ko
Priority to JP2020554779A priority patent/JP7126797B2/ja
Priority to CN201980070512.6A priority patent/CN112912776B/zh
Publication of WO2020090197A1 publication Critical patent/WO2020090197A1/fr
Priority to JP2022107997A priority patent/JP2022121752A/ja

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D11/00—Producing optical elements, e.g. lenses or prisms
    • B29D11/0074—Production of other optical elements not provided for in B29D11/00009- B29D11/0073
    • B29D11/00788—Producing optical films
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C55/00—Shaping by stretching, e.g. drawing through a die; Apparatus therefor
    • B29C55/02—Shaping by stretching, e.g. drawing through a die; Apparatus therefor of plates or sheets
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C71/00—After-treatment of articles without altering their shape; Apparatus therefor
    • B29C71/0009—After-treatment of articles without altering their shape; Apparatus therefor using liquids, e.g. solvents, swelling agents
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D11/00—Producing optical elements, e.g. lenses or prisms
    • B29D11/00634—Production of filters
    • B29D11/00644—Production of filters polarizing
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D11/00—Producing optical elements, e.g. lenses or prisms
    • B29D11/0073—Optical laminates
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D11/00—Producing optical elements, e.g. lenses or prisms
    • B29D11/00865—Applying coatings; tinting; colouring
    • B29D11/00894—Applying coatings; tinting; colouring colouring or tinting
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/02—Physical, chemical or physicochemical properties
    • B32B7/023—Optical properties
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/042—Coating with two or more layers, where at least one layer of a composition contains a polymer binder
    • 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
    • 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
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J9/00—Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks
    • C09J9/02—Electrically-conducting adhesives
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
    • G02B1/14—Protective coatings, e.g. hard coatings
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
    • 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
    • B29K2029/00—Use of polyvinylalcohols, polyvinylethers, polyvinylaldehydes, polyvinylketones or polyvinylketals or derivatives thereof as moulding material
    • B29K2029/04—PVOH, i.e. polyvinyl alcohol
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29L—INDEXING SCHEME ASSOCIATED WITH SUBCLASS B29C, RELATING TO PARTICULAR ARTICLES
    • B29L2007/00—Flat articles, e.g. films or sheets
    • B29L2007/002—Panels; Plates; Sheets
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2329/00—Characterised by the use of 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; Hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Derivatives of such polymer
    • C08J2329/02—Homopolymers or copolymers of unsaturated alcohols
    • C08J2329/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids

Definitions

  • the present invention relates to a method for manufacturing a polarizer.
  • a liquid crystal display device which is a typical image display device, has a polarizer (substantially a polarizing plate including a polarizer) arranged on both sides of a liquid crystal cell due to its image forming method.
  • a polarizer is typically manufactured by dyeing a polyvinyl alcohol (PVA) -based resin film with a dichroic material such as iodine (for example, Patent Documents 1 and 2).
  • PVA polyvinyl alcohol
  • Patent Documents 1 and 2 dichroic material
  • the present invention has been made to solve the above problems, and its main object is to provide a method capable of easily and inexpensively producing a highly reliable polarizer even in a high temperature environment. It is in.
  • the method for producing a polarizer of the present invention includes at least stretching and dyeing a polyvinyl alcohol-based resin film, and after the dyeing, the polyvinyl alcohol-based resin film is treated with citric acid and lithium hydroxide. Including applying or spraying the liquid.
  • the pH of this treatment liquid is in the range of 2.5 to 6.0, and has a buffering action in this pH range.
  • the polyvinyl alcohol-based resin film is a polyvinyl alcohol-based resin layer formed by applying a coating liquid containing a polyvinyl alcohol-based resin to a substrate, and the substrate and the polyvinyl alcohol-based resin layer. The laminate with the resin layer is subjected to stretching and dyeing.
  • a method for producing a polarizing plate with an adhesive layer is provided.
  • This manufacturing method is a method for manufacturing a polarizing plate with a pressure-sensitive adhesive layer, which has a polarizer, a protective film arranged on one side of the polarizer, and a pressure-sensitive adhesive layer arranged on the other side of the polarizer. That is, producing a polarizer by the above method, a protective film is attached to one side of the polarizer obtained by the production method, and contains a lithium salt on the other side of the polarizer Forming a pressure-sensitive adhesive layer.
  • the manufacturing method of the present invention it is possible to provide a highly reliable polarizer in a high temperature and high humidity environment even if it is thin.
  • a treatment liquid containing citric acid and lithium hydroxide is applied or sprayed on the polyvinyl alcohol-based resin film.
  • a highly reliable polarizer in a high temperature environment can be obtained.
  • this manufacturing method does not require any special device or complicated operation, the above-described polarizer can be manufactured easily and inexpensively.
  • a problem may occur in that the desired conductive performance of the pressure-sensitive adhesive layer is impaired.
  • lithium ions contained in the pressure-sensitive adhesive layer can stabilize the iodine complex more than other cations (eg potassium ions) contained in the polarizer.
  • the exchange reaction between the lithium ions in the pressure-sensitive adhesive layer and other cations contained in the polarizer occurs, the lithium ions contained in the pressure-sensitive adhesive layer decrease, and the pressure-sensitive adhesive layer's
  • the desired conductive performance may be impaired.
  • a polarizing plate is produced using a polarizer that has been treated with a treatment liquid containing citric acid and lithium hydroxide.
  • the method for producing a polarizer according to the embodiment of the present invention includes at least stretching and dyeing a polyvinyl alcohol (PVA) -based resin film.
  • the manufacturing method includes a step of preparing a PVA-based resin film, a stretching step, a swelling step, a dyeing step, a cross-linking step, a washing step, and a drying step.
  • the steps of providing the PVA-based resin film can be performed in any suitable order and timing. Therefore, the steps may be performed in the above order or may be performed in a different order from the above. You may perform one process several times as needed. Furthermore, steps other than the above (eg, insolubilization step) may be performed at any appropriate timing, and steps other than the dyeing step may be omitted.
  • PVA-based resin film examples include polyvinyl alcohol and ethylene-vinyl alcohol copolymer.
  • Polyvinyl alcohol is obtained by saponifying polyvinyl acetate.
  • the ethylene-vinyl alcohol copolymer can be obtained by saponifying an ethylene-vinyl acetate copolymer.
  • the degree of saponification of the PVA-based resin is usually 85 mol% or more and less than 100 mol%, preferably 95.0 mol% to 99.95 mol%, more preferably 99.0 mol% to 99.93 mol%. is there.
  • the saponification degree can be determined according to JIS K 6726-1994. By using a PVA-based resin having such a saponification degree, a polarizer having excellent durability can be obtained. If the degree of saponification is too high, gelation may occur.
  • the average degree of polymerization of the PVA resin can be appropriately selected according to the purpose.
  • the average degree of polymerization is usually 1000 to 10000, preferably 1200 to 4500, and more preferably 1500 to 4300.
  • the average degree of polymerization can be determined according to JIS K 6726-1994.
  • the thickness of the PVA-based resin film is not particularly limited and can be set according to the desired thickness of the polarizer.
  • the thickness of the PVA resin film is, for example, 10 ⁇ m to 200 ⁇ m.
  • the PVA-based resin film may be a PVA-based resin layer formed on the base material.
  • the laminate of the base material and the PVA-based resin layer can be obtained by, for example, a method of applying the coating liquid containing the PVA-based resin to the base material, a method of laminating a PVA-based resin film on the base material, or the like. In these cases, the laminate of the base material and the PVA-based resin layer is subjected to a stretching step, a swelling step, a dyeing step, a crosslinking step, a washing step and the like.
  • the production method of the present invention includes applying or spraying a treatment liquid containing citric acid and lithium hydroxide to the PVA-based resin film after dyeing.
  • the treatment liquid may be applied or sprayed after dyeing, and may be performed at any appropriate timing. Specifically, the application or spraying of the treatment liquid may be performed before, after, or after the crosslinking step, or before or after the washing step.
  • the stretching step is performed after the dyeing step
  • the coating or spraying of the treatment liquid may be performed before or after the stretching step.
  • the swelling step is performed after the dyeing step
  • application or spraying of the treatment liquid may be performed before or after the swelling step.
  • the application or spraying of the treatment liquid may be performed before or after the insolubilization step.
  • the application or spraying of the treatment liquid can be performed after the cleaning step and before the drying step, or between the first drying step and the second drying step when the drying step is performed in two steps. ..
  • the treatment liquid used in the present invention is an aqueous solution containing citric acid and lithium hydroxide.
  • the treatment liquid containing citric acid has a buffering action in a wider pH range than, for example, other materials having a buffering action, and as a result, may have a better discoloration preventing effect in a high temperature environment.
  • the pH of the treatment liquid can be adjusted to a desired range by containing lithium hydroxide.
  • the treatment liquid has a pH in the range of 2.5 to 6.0, and the treatment liquid has a buffering action in this range.
  • the pH of the treatment liquid is preferably 3.0 to 5.7, more preferably 3.5 to 4.8.
  • the concentration of citric acid in the treatment liquid is preferably 0.05% by weight to 5% by weight, more preferably 0.1% by weight to 0.5% by weight.
  • the discoloration of the polarizer in a high temperature environment can be significantly suppressed by applying or spraying such a treatment liquid onto the PVA resin film.
  • This can suppress the generation of protons in the PVA-based resin by the buffering action of the treatment liquid in a predetermined pH region, and as a result, the generation of a large number of double bonds (polyene) in the PVA-based resin under a high temperature environment. It is thought that this is because it was possible to suppress discoloration and suppress discoloration.
  • such contact with the treatment liquid can be usually performed by immersing the PVA-based resin film in the treatment liquid.
  • the PVA-based resin film swells during the immersion, so that the state of the iodine complex in the PVA-based resin film is likely to change, and the polarizer before and after the immersion.
  • the absorption spectrum of is likely to change.
  • by coating or spraying the treatment liquid on the PVA-based resin film it is possible to prevent the problem of the absorption spectrum change of the polarizer before and after the immersion in the immersion, and as a result, it is possible to prevent the PVA from becoming polyene.
  • the treatment liquid is applied or sprayed on the PVA resin film by any appropriate method.
  • the coating means include a reverse coater, a gravure coater (direct, reverse or offset), a bar reverse coater, a roll coater, a die coater, a bar coater, and a rod coater.
  • any suitable spraying device for example, a pressure nozzle type, a rotating disk type can be mentioned.
  • the PVA-based resin film is typically uniaxially or biaxially stretched 3 to 7 times.
  • the stretching direction may be the longitudinal direction (MD direction) of the film, the width direction (TD direction) of the film, or both the longitudinal direction and the width direction.
  • the stretching method may be dry stretching, wet stretching, or a combination thereof.
  • the PVA-based resin film may be stretched when performing the crosslinking step, the swelling step, the dyeing step, and the like.
  • the stretching direction may correspond to the absorption axis direction of the obtained polarizer.
  • the swelling step is usually performed before the dyeing step.
  • the swelling step is performed, for example, by immersing the PVA-based resin film in a swelling bath.
  • the swelling bath water such as distilled water or pure water is usually used.
  • the swelling bath may include any suitable other component than water.
  • Other components include solvents such as alcohols, additives such as surfactants, iodides and the like.
  • the iodide include potassium iodide, lithium iodide, sodium iodide, zinc iodide, aluminum iodide, lead iodide, copper iodide, barium iodide, calcium iodide, tin iodide, and titanium iodide.
  • Etc Preferably potassium iodide is used.
  • the temperature of the swelling bath is, for example, 20 ° C to 45 ° C.
  • the immersion time is, for example, 10 seconds to 300 seconds.
  • the dyeing step is a step of dyeing the PVA-based resin film with a dichroic material. It is preferably carried out by adsorbing a dichroic substance.
  • the adsorption method include a method of immersing a PVA-based resin film in a dyeing solution containing a dichroic substance, a method of applying the dyeing solution to the PVA-based resin film, and a spraying of the dyeing solution onto the PVA-based resin film. And the like.
  • the preferred method is to immerse the PVA resin film in the dyeing solution. This is because the dichroic substance can be favorably adsorbed.
  • dichroic substances examples include iodine and dichroic dyes.
  • an iodine aqueous solution is preferably used as the dyeing solution.
  • the iodine content of the aqueous iodine solution is preferably 0.04 to 5.0 parts by weight with respect to 100 parts by weight of water.
  • iodide is added to the aqueous iodine solution.
  • Potassium iodide is preferably used as the iodide.
  • the iodide content is preferably 0.3 to 15 parts by weight with respect to 100 parts by weight of water.
  • the temperature of the dyeing solution at the time of dyeing can be set to any appropriate value, for example, 20 ° C to 50 ° C.
  • the immersion time is, for example, 5 seconds to 5 minutes.
  • a boron compound is usually used as a crosslinking agent.
  • the boron compound include boric acid and borax. Boric acid is preferred.
  • the boron compound is usually used in the form of an aqueous solution.
  • the boric acid concentration of the boric acid aqueous solution is, for example, 1% by weight to 15% by weight, preferably 1% by weight to 10% by weight.
  • the boric acid aqueous solution may further contain an iodide such as potassium iodide and a zinc compound such as zinc sulfate and zinc chloride.
  • the cross-linking step can be performed by any appropriate method.
  • a method of immersing a PVA-based resin film in an aqueous solution containing a boron compound a method of applying an aqueous solution containing a boron compound to a PVA-based resin film, or a method of spraying an aqueous solution containing a boron compound onto a PVA-based resin film is mentioned. Be done. Immersion in an aqueous solution containing a boron compound is preferred.
  • the temperature of the solution used for crosslinking is, for example, 25 ° C or higher, preferably 30 ° C to 85 ° C, more preferably 40 ° C to 70 ° C.
  • the immersion time is, for example, 5 seconds to 800 seconds, preferably 8 seconds to 500 seconds.
  • the washing step can be typically performed after the crosslinking step.
  • the cleaning step is typically performed by immersing the PVA-based resin film in a cleaning liquid. Pure water is a typical example of the cleaning liquid. You may add potassium iodide to pure water.
  • the temperature of the cleaning liquid is, for example, 5 ° C to 50 ° C.
  • the immersion time is, for example, 1 second to 300 seconds.
  • the drying step can be performed by any appropriate method. Examples of the drying method include natural drying, blast drying, reduced pressure drying, and heat drying. Heat drying is preferably used. When heat drying is performed, the heating temperature is, for example, 30 ° C. to 100 ° C. The drying time is, for example, 20 seconds to 10 minutes.
  • the thickness of the polarizer obtained by the production method of the present invention is preferably 80 ⁇ m or less in one embodiment, preferably 20 ⁇ m or less in another embodiment, and in still another embodiment. Is preferably 10 ⁇ m or less, further preferably 5 ⁇ m or less in another embodiment, preferably 3 ⁇ m or less in yet another embodiment, and preferably 2 ⁇ m or less in still another embodiment.
  • the thickness of the polarizer is preferably 0.5 ⁇ m or more in one embodiment, preferably 0.6 ⁇ m or more in another embodiment, and 0.8 ⁇ m in still another embodiment. That is all. According to the manufacturing method of the present invention, it is possible to achieve a desired single transmittance as described below even with a thin polarizer, and further significantly suppress the single transmittance change amount in a high temperature environment. be able to.
  • the polarizer obtained by the production method of the present invention may contain lithium.
  • the lithium content (Li POL ) of the polarizer is preferably 0.3% by weight or more, more preferably 0.35% by weight or more.
  • the lithium content (Li POL ) is within such a range, it can be suitably used in the method for producing a polarizing plate with a pressure-sensitive adhesive layer described later.
  • the pressure-sensitive adhesive layer exhibits desired properties even when it is used as a polarizing plate having a pressure-sensitive adhesive layer containing a lithium salt as a conductive agent. It can be preferably maintained.
  • the lithium content (Li POL ) of the polarizer is, for example, 10% by weight or less.
  • the lithium content of the polarizer can be measured by ICP-MS.
  • the iodine content of the polarizer obtained by the production method of the present invention can be appropriately set depending on the thickness of the polarizer from the viewpoint of providing sufficient polarization performance and optimum transmittance.
  • the iodine content is preferably 3.5% by weight to 8.0% by weight; the thickness of the polarizer is more than 3 ⁇ m and not more than 5 ⁇ m.
  • the iodine content is preferably 5.0% to 13.0% by weight; when the thickness of the polarizer is 3 ⁇ m or less, the iodine content is preferably 10.0% by weight. ⁇ 25.0% by weight.
  • the “iodine content” means the total amount of iodine contained in the polarizer (PVA-based resin film). More specifically, iodine is present in the polarizer in the form of iodine ion (I ⁇ ), iodine molecule (I 2 ), polyiodine ion (I 3 ⁇ , I 5 ⁇ ), etc.
  • the iodine content means the amount of iodine including all these forms.
  • the iodine content can be calculated, for example, by a calibration curve method of fluorescent X-ray analysis.
  • the polyiodine ion exists in a state of forming a PVA-iodine complex in the polarizer.
  • the complex of PVA and triiodide ion (PVA ⁇ I 3 ⁇ ) has an absorption peak near 470 nm, and the complex of PVA and pentaiodide ion (PVA ⁇ I 5 ⁇ ) is around 600 nm.
  • PVA ⁇ I 3 ⁇ the complex of PVA and pentaiodide ion
  • polyiodine ions can absorb light in a wide range of visible light, depending on their morphology.
  • iodine ion (I ⁇ ) has an absorption peak near 230 nm and does not substantially participate in absorption of visible light. Therefore, the polyiodine ion existing in the form of a complex with PVA may be mainly involved in the absorption performance of the polarizer.
  • the simple substance transmittance (Ts) of the polarizer obtained by the production method of the present invention is preferably 30.0% to 43.0%, more preferably 35.0% to 41.0%.
  • the polarization degree of the polarizer is preferably 99.9% or more, more preferably 99.95% or more, and further preferably 99.98% or more.
  • the single transmittance is a Y value measured by a 2 degree visual field (C light source) of JIS Z 8701 and subjected to luminosity correction.
  • C light source a 2 degree visual field
  • a spectrophotometer with an integrating sphere manufactured by JASCO Corporation, product name: V7100 ) Can be used for measurement.
  • the absolute value of the single-element transmittance change ⁇ Tsa after being left in an environment of 85 ° C. for 500 hours is preferably 5.0% or less, more preferably 3.0. % Or less.
  • the polarizer obtained by the manufacturing method of the present invention realizes the above-mentioned desired single transmittance and degree of polarization, while the change in single transmittance in a high temperature environment is significantly suppressed. Therefore, it is possible to realize a polarizer in which discoloration in a high temperature environment is suppressed. As a result, the polarizer can be preferably used in applications where heat resistance is required.
  • Such an excellent effect can be obtained by applying or spraying a treatment liquid having a predetermined pH and a buffering action to the polyvinyl alcohol-based resin film in the step after dyeing in the method for producing a polarizer as described above. It is considered to be realized by preventing polyene formation of the offspring in a high temperature environment. This solves a problem newly found by actually manufacturing a very thin polarizer (for example, having a thickness of 7 ⁇ m or less), which has been difficult to manufacture in the past, and is unexpectedly excellent. It is an effect. Further, the single-element transmittance change amount ⁇ Tsa is preferably negative (that is, smaller than 0.0%).
  • Ts 0 is the single-body transmittance before the heating test
  • Tsa 500 is the single-body transmittance after standing in an environment of 85 ° C. for 500 hours.
  • Ts 0 is the single-body transmittance before the heating test
  • Tsa 500 is the single-body transmittance after standing in an environment of 85 ° C. for 500 hours.
  • the polarizer obtained by the production method of the present invention preferably has an absolute value of the single-element transmittance change ⁇ Tsb after being placed in an environment of 60 ° C. and 90% RH for 500 hours, preferably 3.5% or less, and more preferably Is 3.0% or less.
  • the polarizer obtained by the manufacturing method of the present invention realizes the above-mentioned desired single transmittance and degree of polarization, and the change in single transmittance is remarkably suppressed even in a high humidity environment. Therefore, it is possible to realize a polarizer in which discoloration is suppressed even in a high humidity environment.
  • the single-element transmittance change amount ⁇ Tsb is preferably positive (that is, larger than 0.0%).
  • Ts 0 is the single-body transmittance before the heating test as described above
  • Tsb 500 is the single-body transmittance after standing in an environment of 60 ° C. and 90% RH for 500 hours.
  • a manufacturing method of a polarizing plate with a pressure-sensitive adhesive layer is provided.
  • the method for producing a polarizing plate with a pressure-sensitive adhesive layer of the present invention has a polarizer, a protective film arranged on one side of the polarizer, and a pressure-sensitive adhesive layer arranged on the other side of the polarizer. It is a manufacturing method of a polarizing plate.
  • This manufacturing method comprises manufacturing a polarizer by the method described in A above, bonding a protective film to one side of the polarizer obtained by the manufacturing method, and the other side of the polarizer. And forming a pressure-sensitive adhesive layer containing a lithium salt.
  • Polarizer A polarizer can be produced by the method described in the above section A.
  • the polarizer manufactured by the method described in the section A may contain lithium.
  • By forming a pressure-sensitive adhesive layer containing a lithium salt on such a polarizer it is possible to reduce changes with time in the characteristics of the pressure-sensitive adhesive layer. As a result, excellent moisture resistance can be realized.
  • a protective film is bonded to one side of the polarizer.
  • Any appropriate resin film is used as the protective film.
  • the material for forming the resin film include (meth) acrylic resins, cellulose resins such as diacetyl cellulose and triacetyl cellulose, cycloolefin resins such as norbornene resins, olefin resins such as polypropylene, and polyethylene terephthalate resins. And the like, ester-based resins, polyamide-based resins, polycarbonate-based resins, copolymer resins thereof, and the like.
  • the “(meth) acrylic resin” means an acrylic resin and / or a methacrylic resin.
  • a (meth) acrylic resin having a glutarimide structure is used as the (meth) acrylic resin.
  • the (meth) acrylic resin having a glutarimide structure (hereinafter, also referred to as glutarimide resin) is disclosed in, for example, JP-A-2006-309033, JP-A-2006-317560, JP-A-2006-328329, and JP-A-2006-328329. No. 2006-328334, No. 2006-337491, No. 2006-337492, No. 2006-337493, No. 2006-337569, No. 2007-009182, No. 2009- It is described in Japanese Patent Application No. 161744 and Japanese Patent Application Laid-Open No. 2010-284840. These descriptions are incorporated herein by reference.
  • the protective film is attached to the polarizer via any appropriate adhesive layer.
  • the base material When a polarizer is manufactured using a laminate of a base material and a PVA-based resin layer, the base material may be used as it is as a protective film without being peeled off.
  • any suitable optical functional film may be used as the protective film (and another protective film when present), depending on the purpose. Examples of the optical functional film include a retardation film and a reflective polarizer (brightness improving film).
  • Adhesive Layer Any appropriate method can be adopted as a method for forming the adhesive layer.
  • a method of applying a pressure-sensitive adhesive composition to a release-treated separator or the like, transferring the polymer solvent and the like to a polarizer after forming a pressure-sensitive adhesive layer by drying, or a polarizer examples thereof include a method of applying the pressure-sensitive adhesive composition and drying and removing the polymerization solvent to form the pressure-sensitive adhesive layer on the polarizer.
  • one or more solvents other than the polymerization solvent may be newly added, if necessary.
  • the pressure-sensitive adhesive composition constituting the pressure-sensitive adhesive layer contains a base polymer and a lithium salt.
  • Base Polymer A typical example of the base polymer is a (meth) acrylic polymer ((meth) acrylic resin).
  • the (meth) acrylic polymer typically contains a monomer unit derived from an alkyl (meth) acrylate as a main component.
  • Alkyl (meth) acrylate is an alkyl ester of (meth) acrylic acid. Examples of the alkyl group forming the alkyl ester include a linear or branched alkyl group having 1 to 18 carbon atoms.
  • alkyl group examples include methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, amyl group, hexyl group, cyclohexyl group, heptyl group, 2-ethylhexyl group, isooctyl group, nonyl group, decyl group.
  • the average carbon number of the alkyl group contained in the (meth) acrylic polymer is preferably 3-9.
  • the base polymer may include monomer units derived from any appropriate copolymerization component depending on the purpose.
  • the copolymerization component include a hydroxyl group-containing monomer, a carboxyl group-containing monomer, an acid anhydride group-containing monomer, a sulfonic acid group-containing monomer, a phosphoric acid group-containing monomer, an (N-substituted) amide monomer, and a (meth) acryl.
  • Acid alkylaminoalkyl-based monomer (meth) acrylic acid alkoxyalkyl-based monomer, succinimide-based monomer, maleimide-based monomer, itaconimide-based monomer, vinyl-based monomer, cyano (meth) acrylate-based monomer, epoxy group-containing (meth) acrylic-based monomer , Glycol (meth) acrylic ester monomers, silane monomers, and polyfunctional monomers.
  • the proportion of the copolymerization component in all the monomer components is preferably 0% to 20% by weight, more preferably 0.1% to 15% by weight, further preferably 0.1% by weight, based on 100% by weight of the total monomer components. % To 10% by weight.
  • the weight average molecular weight of the base polymer is typically 500,000 to 3,000,000, preferably 700,000 to 270,000, and more preferably 800,000 to 2,500,000. If the weight average molecular weight is too small, the heat resistance may be insufficient. If the weight average molecular weight is too large, the handleability may deteriorate. In addition, a large amount of diluting solvent is required for viscosity adjustment for coating, which may increase the cost.
  • the weight average molecular weight is a value measured by GPC (gel permeation chromatography) and calculated in terms of polystyrene.
  • the pressure-sensitive adhesive composition contains a lithium salt (lithium-anion salt).
  • the lithium salt can function as a conductive agent.
  • anions constituting the anion part include Cl ⁇ , Br ⁇ , I ⁇ , AlCl 4 ⁇ , Al 2 Cl 7 ⁇ , BF 4 ⁇ , PF 6 ⁇ , ClO 4 ⁇ , NO 3 ⁇ , CH 3 COO ⁇ .
  • fluorine-containing imide anion examples include imide anions having a perfluoroalkyl group. Specific examples thereof include the above (CF 3 SO 2 ) (CF 3 CO) N ⁇ , and general formulas (1), (2) and (4). (1): (C n F 2n + 1 SO 2 ) 2 N ⁇ (n is an integer of 1 to 10), (2): CF 2 (C m F 2m SO 2 ) 2 N ⁇ (m is an integer of 1 to 10), (4): (C p F 2p + 1 SO 2 ) N ⁇ (C q F 2q + 1 SO 2 ), (p and q are integers from 1 to 10), An anion represented by (CF 3 SO 2 ) 2 N ⁇ , (C 2 F 5 SO 2 ) 2 N ⁇ and the like are preferably (perfluoroalkylsulfonyl) imides represented by the general formula (1), and more preferably (CF 3 SO 2 ) 2 N - bis represented by (trifluoromethanesul
  • the content of the lithium salt in the pressure-sensitive adhesive composition is preferably 0.01 to 5 parts by weight, more preferably 0.5 parts by weight, based on 100 parts by weight of the base polymer. To 3 parts by weight, more preferably 0.7 to 1.5 parts by weight.
  • the content of the lithium salt is in such a range, the humidity resistance of the thin polarizer having a high iodine content (as a result, the polarizing plate including such a polarizer) can be significantly improved.
  • the pressure-sensitive adhesive composition may further contain an organic cationic salt, if necessary.
  • an organic cationic salt By using the lithium salt and the organic cation salt in combination, the surface resistance value can be further reduced without causing the lithium salt to bleed out.
  • the organic cation salt is specifically an organic cation-anion salt.
  • an organic onium having an onium ion formed by substitution with an organic group can be mentioned.
  • onium in the organic onium include nitrogen-containing onium, sulfur-containing onium, and phosphorus-containing onium. Of these, nitrogen-containing onium and sulfur-containing onium are preferred.
  • an ammonium cation, a piperidinium cation and a pyrrolidinium cation are preferable, and a pyrrolidinium cation is more preferable.
  • the sulfur-containing onium include a sulfonium cation.
  • the phosphorus-containing onium include a phosphonium cation.
  • the organic group in the organic onium include an alkyl group, an alkoxyl group, and an alkenyl group.
  • preferable organic onium include a tetraalkylammonium cation, an alkylpiperidinium cation, and an alkylpyrrolidinium cation.
  • the preferred organic cation salt that can be used in the embodiments of the present invention is a pyrrolidinium salt, more preferably ethylmethylpyrrolidinium bis (trifluoromethanesulfonyl) imide.
  • the content of the organic cation salt in the pressure-sensitive adhesive composition is preferably 0.1 part by weight to 10 parts by weight, more preferably 0.3 part by weight, relative to 100 parts by weight of the base polymer. Parts to 3 parts by weight, more preferably 0.5 to 1.5 parts by weight.
  • the content of the organic cation salt is in such a range, the effect of the combination of the above organic cation salt and the lithium salt becomes remarkable.
  • the pressure-sensitive adhesive composition may further contain a silane coupling agent.
  • the durability can be improved by using the silane coupling agent.
  • the silane coupling agent one having any appropriate functional group can be used. Specific examples of the functional group include a vinyl group, an epoxy group, an amino group, a mercapto group, a (meth) acryloxy group, an acetoacetyl group, an isocyanate group, a styryl group, and a polysulfide group.
  • vinyl group-containing silane coupling agents such as vinyltriethoxysilane, vinyltripropoxysilane, vinyltriisopropoxysilane, and vinyltributoxysilane; ⁇ -glycidoxypropyltrimethoxysilane, ⁇ -glycine Epoxy group-containing silane coupling agents such as cidoxypropyltriethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, and 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane; ⁇ -aminopropyltrimethoxysilane, N- ⁇ - (aminoethyl) - ⁇ -aminopropylmethyldimethoxysilane, N- (2-aminoethyl) 3-aminopropylmethyldimethoxysilane, ⁇ -triethoxysilyl-N- (1,3-dimethylbutylidene) Propylamine
  • the pressure-sensitive adhesive composition may further contain any appropriate additive.
  • additives include cross-linking agents, silane coupling agents, rework improving agents, antioxidants, antistatic agents, cross-linking retarders, emulsifiers, colorants, powders such as pigments, dyes, surfactants, plasticizers.
  • the number, type, amount and combination of additives can be appropriately set according to the purpose.
  • the pressure-sensitive adhesive composition is applied to a release-treated separator or the like, and a method of transferring to a polarizer after forming a pressure-sensitive adhesive layer by drying and removing a polymerization solvent, or a polarizer
  • a method of applying the above-mentioned pressure-sensitive adhesive composition and drying and removing a polymerization solvent and the like to form a pressure-sensitive adhesive layer on the polarizer is mentioned.
  • one or more solvents other than the polymerization solvent may be newly added, if necessary.
  • Example 1 An amorphous isophthalic acid copolymerized polyethylene terephthalate (IPA copolymerized PET) film (thickness: 100 ⁇ m) having a water absorption of 0.75% and a Tg of 75 ° C. was used as a thermoplastic resin substrate.
  • One side of the base material is subjected to corona treatment, and polyvinyl alcohol (polymerization degree 4200, saponification degree 99.2 mol%) and acetoacetyl-modified PVA (polymerization degree 1200, acetoacetyl modification degree 4.6) are applied to the corona-treated surface.
  • polyvinyl alcohol polymerization degree 4200, saponification degree 99.2 mol
  • acetoacetyl-modified PVA polymerization degree 1200, acetoacetyl modification degree 4.6
  • the laminate was immersed in a cleaning bath (pure water) having a liquid temperature of 25 ° C. for 6 seconds (first cleaning treatment). Then, it was immersed for 16 seconds in a crosslinking bath (aqueous solution having a boron concentration of 1% by weight and a potassium iodide concentration of 1% by weight) at a liquid temperature of 60 ° C. (crosslinking treatment). Next, the laminated body was immersed in a cleaning bath having a liquid temperature of 25 ° C.
  • the pressure-sensitive adhesive composition obtained by the following method is uniformly applied to the surface of a polyethylene terephthalate film (separator) treated with a silicone-based release agent with a fountain coater, and dried for 2 minutes in an air circulation type constant temperature oven at 155 ° C. Then, an adhesive layer having a thickness of 20 ⁇ m was formed on the surface of the separator. Then, this pressure-sensitive adhesive layer was transferred onto the surface of the polarizer of each of the laminates obtained in each Example and Comparative Example to obtain a pressure-sensitive adhesive layer-attached polarizing plate. The following evaluation was performed using the obtained polarizing plate with an adhesive layer. The results are shown in Table 1.
  • ⁇ Tsa (%) Tsa 500 ⁇ Ts 0 Moreover, the following criteria evaluated the Example and the comparative example. ⁇ : Absolute value of ⁇ Tsa is within 3.0% ⁇ : Absolute value of ⁇ Tsa is within 5.0% ⁇ : Absolute value of ⁇ Tsa exceeds 5.0% (2) Humidity reliability evaluation Each example and comparative example The polarizing plate with the pressure-sensitive adhesive layer obtained in (1) was attached to a non-alkali glass having a thickness of 1.3 mm. Then, the simple substance transmittance (Ts 0 ) of the thin polarizing film was measured using an ultraviolet-visible spectrophotometer (manufactured by JASCO Corporation, product name “V7100”).
  • the polarizer obtained by the production method of the example of the present invention has excellent heat and humidification even when it is used as a polarizing plate with an adhesive layer having an adhesive layer containing a conductive agent. Had credibility. Furthermore, the appearance was excellent even after being placed in a humid environment.
  • the manufacturing method of the present invention can easily and inexpensively manufacture a polarizer in which discoloration in a high temperature environment is suppressed.
  • the polarizer obtained by the manufacturing method of the present invention is a liquid crystal panel of a liquid crystal television, a liquid crystal display, a mobile phone, a digital camera, a video camera, a portable game machine, a car navigation, a copy machine, a printer, a fax machine, a clock, a microwave oven, or the like. Can be widely applied to.

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Abstract

L'invention fournit un procédé permettant de fabriquer simplement et à bas coût un polariseur d'une excellente fiabilité sous un environnement à température élevée. Le procédé de fabrication de polariseur de l'invention inclut : une étape au cours de laquelle un film de résine à base d'alcool polyvinylique, est au moins étiré et coloré ; et après coloration, une étape au cours de laquelle un liquide de traitement contenant un acide citrique et un hydroxyde de lithium est appliqué en revêtement ou pulvérisé sur ledit film de résine à base d'alcool polyvinylique. Le liquide de traitement présente un pH compris dans une plage de ２,５ à ６,０, et possède un effet tampon dans cette plage de pH.
PCT/JP2019/032974 2018-11-01 2019-08-23 Procédé de fabrication de polariseur WO2020090197A1 (fr)

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JP2005062458A (ja) * 2003-08-12 2005-03-10 Fuji Photo Film Co Ltd 偏光板及び液晶表示装置
WO2006095815A1 (fr) * 2005-03-10 2006-09-14 Nippon Kayaku Kabushiki Kaisha Film polarisant contenant de l’iode, procede pour le produire et polariseur l’utilisant
JP2016153884A (ja) * 2015-02-13 2016-08-25 日東電工株式会社 粘着剤層付偏光フィルム、その製造方法並びに画像表示装置およびその連続製造方法

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JP2002258043A (ja) * 2001-03-02 2002-09-11 Nitto Denko Corp 偏光板及びそれを用いた液晶表示装置
US20070035681A1 (en) * 2003-09-19 2007-02-15 Masaru Okada Polarizing film, polarizing plate and liquid crystal display device
CN100549738C (zh) * 2005-03-10 2009-10-14 日本化药株式会社 碘系偏光膜及其制造方法和使用该碘系偏光膜的偏光板
JP2006276236A (ja) * 2005-03-28 2006-10-12 Nippon Kayaku Co Ltd 偏光素膜又は偏光板
JP2010054869A (ja) * 2008-08-29 2010-03-11 Nitto Denko Corp 耐水性偏光膜の製造方法
JP5048120B2 (ja) 2010-03-31 2012-10-17 住友化学株式会社 偏光性積層フィルムの製造方法、および偏光板の製造方法
JP2013156391A (ja) 2012-01-30 2013-08-15 Konica Minolta Inc ロール状円偏光板の製造方法、有機エレクトロルミネッセンス表示装置及び横電界型スイッチングモード型液晶表示装置
JP6423574B2 (ja) * 2012-08-31 2018-11-14 日東電工株式会社 粘着剤層付偏光フィルムおよび画像表示装置
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JP2005062458A (ja) * 2003-08-12 2005-03-10 Fuji Photo Film Co Ltd 偏光板及び液晶表示装置
WO2006095815A1 (fr) * 2005-03-10 2006-09-14 Nippon Kayaku Kabushiki Kaisha Film polarisant contenant de l’iode, procede pour le produire et polariseur l’utilisant
JP2016153884A (ja) * 2015-02-13 2016-08-25 日東電工株式会社 粘着剤層付偏光フィルム、その製造方法並びに画像表示装置およびその連続製造方法

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TW202017994A (zh) 2020-05-16
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