WO2020174787A1 - Composition de résine pour protéger un polariseur et plaque de polarisation comprenant une couche de protection formée à partir de ladite composition - Google Patents

Composition de résine pour protéger un polariseur et plaque de polarisation comprenant une couche de protection formée à partir de ladite composition Download PDF

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Publication number
WO2020174787A1
WO2020174787A1 PCT/JP2019/046047 JP2019046047W WO2020174787A1 WO 2020174787 A1 WO2020174787 A1 WO 2020174787A1 JP 2019046047 W JP2019046047 W JP 2019046047W WO 2020174787 A1 WO2020174787 A1 WO 2020174787A1
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Prior art keywords
group
polarizer
weight
resin composition
protective layer
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PCT/JP2019/046047
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English (en)
Japanese (ja)
Inventor
太艶 姜
純一 長瀬
聡司 三田
浩明 澤田
中西　貞裕
池田　哲朗
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日東電工株式会社
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Application filed by 日東電工株式会社 filed Critical 日東電工株式会社
Priority to JP2021501580A priority Critical patent/JP7105361B2/ja
Priority to KR1020217027355A priority patent/KR102551181B1/ko
Priority to CN201980093131.XA priority patent/CN113474690A/zh
Publication of WO2020174787A1 publication Critical patent/WO2020174787A1/fr
Priority to JP2022072978A priority patent/JP7348986B2/ja

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
    • C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
    • C08F230/06—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing boron
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D133/00—Coating compositions 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09D133/10—Homopolymers or copolymers of methacrylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D143/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Coating compositions based on derivatives of such polymers
    • 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

Definitions

  • Polarizer protection resin composition and polarizing plate comprising protective layer formed from the composition
  • the present invention relates to a polarizing plate comprising a resin composition for protecting a polarizer and a protective layer formed from the composition.
  • a polarizer is typically manufactured by dyeing a polyvinyl alcohol (8)-based resin film with a dichroic substance such as iodine (for example, Patent Documents 1 and 2). It is known that when a polarizer absorbs moisture in a humid environment, the iodine complex is destroyed and iodine elutes, resulting in a decrease in the degree of polarization and an increase in transmittance (color loss). Since moisture penetrates from the edge of the polarizing plate, color loss tends to be remarkable at the edge of the polarizer.
  • a polarizer is typically used as a polarizing plate including a polarizer and protective layers provided on both sides of the polarizer.
  • a polarizing plate having a polarizer and a protective layer which are thin and a protective layer provided on only one side of the polarizer in order to reduce the thickness.
  • the absorption of water from the edge portion becomes faster, and the color loss at the edge portion can be more remarkable.
  • the thickness of the protective layer is thin, the durability may be deteriorated and it may not be possible to appropriately protect the polarizer.
  • Patent Document 1 Patent No. 5 0 4 8 1 2 0
  • Patent Document 2 JP 2 0 1 3 _ 1 5 6 3 9 1 Publication
  • the present invention has been made to solve the above-mentioned conventional problems, and its main purpose is to provide excellent adhesion to a polarizer and prevent defects such as color loss from the edges. It is intended to provide a polarizing plate provided with a resin composition for protecting a polarizer and a protective layer formed from the resin composition.
  • the resin composition for protecting a polarizer of the present invention comprises a copolymer represented by the formula (1) in an amount of more than 50 parts by weight and less than 50 parts by weight of an acrylate-based monomer. It includes a polymer obtained by polymerizing a monomer, and the glass transition temperature of the polymer is 50°° or higher:
  • X is a vinyl group, a (meth)acryl group, a styryl group, a (meth)acrylate group, a vinyl ether group, an epoxy group, an oxetane group, a hydroxyl group, an amino group, an aldehyde group, and a carboxyl group.
  • the polymer has a weight average molecular weight of 10 000 or more.
  • the reactive group is at least one selected from the group consisting of (meth)acrylic group and (meth)acrylic amide group.
  • a polarizing plate is provided. This polarizing plate is provided with a polarizer and a protective layer formed on at least one surface of the polarizer from the above-mentioned resin composition for protecting the polarizer. ⁇ 2020/174787 3 (:171?2019/046047
  • the protective layer has a thickness of 0.1 to 8.
  • the iodine content of the polarizer is 2 wt% to 25 wt%.
  • the thickness of the polarizer is 8 or less.
  • the resin composition for protecting a polarizer which has excellent adhesion to a polarizer and can prevent a defect such as color loss from an end, and a protection formed from the resin composition
  • a polarizing plate comprising layers is provided.
  • the resin composition for protecting a polarizer of the present invention is represented by an acrylic monomer in an amount of more than 50 parts by weight and an amount of more than 0 and less than 50 parts by weight of the formula (1). It includes a polymer obtained by polymerizing with a copolymerization monomer, and the glass transition temperature of the polymer is 50 ° or more:
  • X is a vinyl group, a (meth)acryl group, a styryl group, a (meth)acrylate group, a vinyl ether group, an epoxy group, an oxetane group, a hydroxyl group, an amino group, an aldehyde group, and a carboxyl group.
  • the layer (protective layer) formed from the resin composition for protecting a polarizer of the present invention can sufficiently adhere to the polarizer and prevent appearance defects such as floating and peeling. In addition, it is possible to prevent water from entering through the edges and prevent color loss from the edges of the polarizer. Furthermore, the protective layer formed from the above resin composition has excellent crack resistance. ⁇ 0 2020/174787 4 ? €1/ ⁇ 2019/046047
  • the protective layer is thin, the polarizer can be appropriately protected. Further, since the protective layer is also excellent in anchoring force with the pressure-sensitive adhesive layer, for example, the laminated state with other constituent members of the image display device can be favorably maintained.
  • FIG. 1 is a schematic sectional view of a polarizing plate according to one embodiment of the present invention.
  • the resin composition for protecting a polarizer of the present invention comprises an acrylate-based monomer in an amount of more than 50 parts by weight and a copolymerizable monomer represented by the formula (1) in an amount of more than 0 parts by weight and less than 50 parts by weight. And a glass transition temperature of the polymer is not less than 50°°:
  • X is a vinyl group, a (meth)acryl group, a styryl group, a (meth)acrylate group, a vinyl ether group, an epoxy group, an oxetane group, a hydroxyl group, an amino group, an aldehyde group, and a carboxyl group.
  • a layer formed of the resin composition for protecting a polarizer of the present invention (typically, a protective layer) has excellent adhesion to a polarizer and forms a thin protective layer. Even in this case, it is possible to prevent appearance defects such as floating and peeling of the protective layer. Further, according to the present invention ⁇ 0 2020/174787 5 ? €1/ ⁇ 2019/046047
  • the layer formed by using the resin composition for protecting a polarizer can prevent color removal from the end portion of the polarizer. Furthermore, the protective layer formed using the polarizer protecting resin composition of the present invention is also excellent in crack resistance. Therefore, even when the thickness is thin, the polarizer can be properly protected.
  • the above polymer is obtained by polymerizing more than 50 parts by weight of an acrylic monomer and more than 0 parts by weight and less than 50 parts by weight of a comonomer represented by the formula (1). Can be obtained:
  • X is a vinyl group, a (meth)acryl group, a styryl group, a (meth)acrylate group, a vinyl ether group, an epoxy group, an oxetane group, a hydroxyl group, an amino group, an aldehyde group, and a carboxyl group.
  • This polymer typically has a structure represented by the following formula.
  • the polymer By polymerizing the comonomer represented by the formula (1) and the acrylic monomer component, the polymer has a substituent containing boron in the side chain (for example, repeating unit of ! ⁇ in the following formula). To have. This can improve the adhesion between the polarizer and the layer (protective layer) formed using the resin composition for protecting the polarizer.
  • the substituent containing boron may be contained continuously in the polymer or may be contained randomly. ⁇ 2020/174787 6 ⁇ (:171?2019/046047
  • ,, and 1 ⁇ represents an integer of 1 or more).
  • the weight average molecular weight of the polymer is preferably 10 or 00 or more, more preferably 20 or 00 or more, and further preferably 35 or 00 or more. Particularly preferably, it is 50, 00 or more.
  • the weight average molecular weight of the polymer is preferably 250, 00 or less, more preferably 200, 00 or less, and further preferably 150, 00 or less. is there.
  • the weight average molecular weight of the polymer is within the above range, the crack resistance of the layer (protective layer) formed using the polarizer protecting resin composition can be improved.
  • the weight average molecular weight can be measured by, for example, ⁇ (solvent: dimethylformamide (0 1 ⁇ /1) ).
  • the glass transition temperature of the polymer is at 5 0 ° ⁇ As, preferably Ri der 6 0 ° ⁇ As, more preferably 8 0 ° ⁇ As.
  • the glass transition temperature of the polymer is preferably 300°C or lower, more preferably 200°C or lower, and further preferably 120 ° C or lower. When the glass transition temperature is within the above range, the crack resistance of the layer (protective layer) formed by using the resin composition for protecting a polarizer can be improved.
  • the above-mentioned polymer comprises more than 50 parts by weight of an acrylic monomer, and more than 0 parts by weight and less than 50 parts by weight of a comonomer represented by the formula (1): It is obtained by polymerizing a monomer composition containing an agent and an optional other monomer by any appropriate polymerization method. Solution polymerization is preferably used as the polymerization method. A higher molecular weight polymer can be obtained by polymerizing the above polymer by solution polymerization. ⁇ 2020/174787 7 ⁇ (:171?2019/046047
  • acrylic monomer any appropriate acrylic monomer can be used as the acrylic monomer.
  • acrylic monomer examples thereof include (meth)acrylic acid ester-based monomers having a linear or branched structure, and (meth)acrylic acid ester-based monomers having a cyclic structure.
  • (meth)acryl means acryl and/or methacryl.
  • Examples of the (meth)acrylic acid ester-based monomer having a linear or branched structure include (meth)methyl acrylate, (meth)ethyl acrylate, (meth)acrylic acid 11-propyl, (Meth) isopropyl acrylate, (meth) butyl acrylate, (meth) isoptyl acrylate, (meth) acrylate 1:-butyl, (meth) methyl 2-ethylhexyl acrylate, (meth) acrylate 2-hydroxy Ethyl etc. are mentioned.
  • (meth)methyl acrylate is used.
  • the (meth)acrylic acid ester-based monomer only one kind may be used, or two or more kinds may be used in combination.
  • Examples of the (meth)acrylate monomer having a cyclic structure include (meth)cyclohexyl acrylate, (meth)benzyl acrylate, (meth)isobornyl acrylate, (meth)acrylic acid 1 -Adamantyl, (meth)dicyclopentenyl acrylate, (meth)dicyclopentenyloxyethyl acrylate, (meth)dicyclopentanyl acrylate, biphenyl (meth)acrylate, ⁇ -biphenyloxyethyl (meth)acrylate, ⁇ —Biphenyloxyethoxyethyl (meth)acrylate, 01-Biphenyloxyethyl acrylate, _Biphenyloxyethyl (meth)acryle-, ⁇ -Biphenyloxy-2-hydroxypropyl (meth)acrylate,-Biphenyloxy-2 —Hydroxy
  • biphenyl group-containing monomers such as O-phenylphenol glycidyl ether acrylate, evening phenyl (meth)acrylate, and evening phenyloxyethyl (meth)acrylate.
  • 1-adamantyl (meth)acrylic acid and dicyclopentanyl (meth)acrylate are used.
  • a polymer having a high glass transition temperature can be obtained.
  • These single body may be used alone or in combination of two or more kinds.
  • a silsesquioxane compound having a (meth)acryloyl group may be used instead of the (meth)acrylic acid ester-based monomer.
  • an acrylic polymer having a high glass transition temperature can be obtained.
  • the silsesquioxane compound has various skeleton structures, for example, a skeleton structure such as a force structure, a ladder structure, and a random structure.
  • the silsesquioxane compound may have only one type of these structures, or may have two or more types of these structures.
  • the silsesquioxane compound may be used alone or in combination of two or more kinds.
  • silsesquioxane compound containing a (meth)acryloyl group for example, Toagosei Co., Ltd. 30 series IV!80 grade and 80 grade can be used.
  • 1 ⁇ /180 grade is a silsesquioxane compound containing a methacryloyl group. Specifically, for example, 1 ⁇ /1801-30
  • the 80 grade is a silsesquioxane compound containing an acryloyl group, and specifically, for example, 8031 30 818 1 100, 801 3 0 3 I-20 etc. Is mentioned.
  • the acrylic monomer is used in an amount of more than 50 parts by weight.
  • the acrylic monomer is used so that the total of the acrylic monomer and the below-mentioned copolymerizable monomer is 100 parts by weight.
  • the comonomer represented by the formula (1) is used as the comonomer.
  • the side chains of the resulting polymer are ⁇ 2020/174787 ⁇ (:171?2019/046047
  • Substituents containing radicals are introduced. Therefore, the adhesion between the polarizer typically composed of a resin and the layer (protective layer) formed by using the resin composition for protecting the polarizer can be improved. In addition, the water resistance of the layer itself formed using the resin composition for protecting a polarizer is also improved, and color loss from the end portion of the polarizer can be prevented.
  • the copolymerization monomer may be used alone or in combination of two or more kinds.
  • X is a vinyl group, a (meth)acryl group, a styryl group, a (meth)acrylate group, a vinyl ether group, an epoxy group, an oxetane group, a hydroxyl group, an amino group, an aldehyde group, and a carboxyl group.
  • the aliphatic hydrocarbon group has 1 to 2 carbon atoms which may have a substituent.
  • Examples thereof include a straight-chain or branched alkyl group having 0, a cyclic alkyl group having 3 to 20 carbon atoms which may have a substituent, and an alkenyl group having 2 to 20 carbon atoms.
  • Examples of the aryl group include a phenyl group having 6 to 20 carbon atoms which may have a substituent, and a naphthyl group having 10 to 20 carbon atoms which may have a substituent.
  • the heterocyclic group includes a 5-membered ring group or a 6-membered ring group containing at least one hetero atom which may have a substituent. In addition, and They may be linked to each other to form a ring. And are preferably a hydrogen atom or a linear or branched alkyl group having 1 to 3 carbon atoms, and more preferably a hydrogen atom.
  • the reactive group contained in the functional group represented by X is a vinyl group or (meth)acryl. ⁇ 2020/174787 10 ⁇ (:171?2019/046047
  • the reactive group is a (meth)acrylic group and/or a (meth)acrylic amide group.
  • the functional group represented by the above formula is preferably a functional group represented by the following formula.
  • a vinyl group a (meth)acrylic group, a styryl group, a (meth)acryl amide group, a vinyl ether group, an epoxy group, an oxetane group, a hydroxyl group, an amino group, an aldehyde group, and a carboxyl group.
  • the copolymerizable monomer represented by the general formula (1) specifically, the following compounds can be used.
  • the copolymerizable monomer represented by the formula (1) is used in a content of more than 0 parts by weight and less than 50 parts by weight. It is preferably 0.01 parts by weight or more and less than 50 parts by weight, more preferably 0. 05 parts by weight to 20 parts by weight, further preferably 0.1 parts by weight to 10 parts by weight, Particularly preferred is 0.5 to 5 parts by weight.
  • content of the copolymerizable monomer exceeds 50 parts by weight, color loss may easily occur from the end portion.
  • any appropriate polymerization initiator can be used as the polymerization initiator.
  • examples thereof include peroxides such as benzoyl peroxide, lauroyl peroxide and sodium peroxide; _ hydrido peroxides such as butyl hydroxide and cumene hydroxide; azo compounds such as azobisisoptyronitrile; and the like. These may be used alone or in combination of two or more.
  • the content of the polymerization initiator any appropriate amount can be used.
  • the content of the polymerization initiator is preferably 0.1 to 5 parts by weight, more preferably 0.3 to 2 parts by weight.
  • the polymer is preferably obtained by solution polymerization of the above-mentioned monomer and copolymerizable monomer.
  • Any appropriate solvent can be used as the solvent that can be used in the solution polymerization.
  • water alcohols such as methyl alcohol, ethyl alcohol and isopropyl alcohol; aromatic or aliphatic hydrocarbons such as benzene, toluene, xylene, cyclohexane, 1 ⁇ !_hexane; ester compounds such as ethyl acetate; acetone, methyl ethyl ketone And the like; cyclic ether compounds such as tetrahydrofuran and dioxane, and the like.
  • solvents may be used alone or in combination of two or more. Moreover, you may use together an organic solvent and water.
  • the polymerization reaction can be performed at any appropriate temperature and time.
  • the polymerization reaction can be carried out in the range of 50° to 100°, preferably 60° to 80°.
  • the reaction time is, for example, 1 to 8 hours, preferably 3 to 5 hours.
  • the resin composition for protecting a polarizer of the present invention contains, for example, the above polymer and a solvent.
  • the content of the polymer in the resin composition for protecting a polarizer is preferably 1% by weight to 30% by weight, more preferably 5% by weight to 20% by weight.
  • a desired protective layer can be satisfactorily formed by coating.
  • the resin composition for protecting a polarizer of the present invention is a polymerization solution obtained by solution polymerization of a monomer and a copolymerized monomer.
  • it is obtained by mixing the above polymer and any suitable solvent by any suitable method.
  • the solvent the solvent used for the solution polymerization may be used, or another solvent may be used.
  • the solvent ethyl acetate, toluene, methyl ethyl ketone and cyclopentanone are preferably used. These solvents may be used alone or in combination of two or more.
  • the resin composition for protecting a polarizer may further contain any appropriate additive other than the above-mentioned polymer and solvent, if necessary.
  • the additive may be used alone or in combination of two or more kinds. These additives can be used in any suitable amount.
  • the polarizing plate of the present invention comprises a polarizer, and a protective layer formed on the at least one surface of the polarizer from the above-mentioned resin composition for protecting a polarizer.
  • the protective layer formed from the above-mentioned resin composition for protecting a polarizer has excellent adhesion to the polarizer. Therefore, even when the thickness of the polarizer is thin, it is possible to prevent appearance defects such as floating and peeling of the protective layer from the polarizer. It is also possible to prevent color loss from the ends of the polarizer. Furthermore, this protective layer also has excellent crack resistance. Therefore, even when the thickness is thin, the polarizer can be properly protected.
  • FIG. 1 is a schematic sectional view of a polarizing plate according to an embodiment of the present invention.
  • the polarizing plate 100 in the illustrated example includes a polarizer 100 and a protective layer 20 formed on at least one surface of the polarizer.
  • This protective layer 20 is a layer formed from the above-mentioned resin composition for protecting a polarizer.
  • the adhesion between the protective layer and the polarizer is improved. Therefore, it is possible to prevent water from entering from the end of the polarizing plate and prevent color loss from the end. Further, since the protective layer 20 is also excellent in crack resistance, it can protect the polarizer 10 appropriately. ⁇ 2020/174787 14
  • the protective layer 20 is formed only on one side of the polarizer 10, it is possible to prevent color loss of the polarizer from the end portion. Therefore, it can also contribute to making the polarizing plate 100 thinner.
  • the protective layer 20 is formed only on one surface of the polarizer 10 in the illustrated example, the protective layers 20 may be formed on both sides of the polarizer 10. Further, the protective layer 20 may be formed on one surface of the polarizer 10 and another protective layer may be formed on the other surface of the polarizer 10.
  • the protective layer 20 is typically formed directly on the polarizer 10 (without an adhesive layer or a pressure-sensitive adhesive layer). By directly forming the protective layer on the polarizer, it can contribute to making the polarizing plate thinner. Further, by directly forming the protective layer, the adhesion between the polarizer and the protective layer can be improved.
  • the polarizing plate 100 may further include any appropriate functional layer other than the protective layer 20 depending on the purpose.
  • the functional layer include a retardation layer, a light diffusion layer, an antireflection layer, and a reflection type polarizer.
  • the functional layer may be laminated on the side of the polarizer 10 or may be laminated on the side of the protective layer 20. Further, it may include a plurality of functional layers.
  • the polarizer is typically a resin film containing a dichroic material.
  • dichroic substances include iodine and organic dyes.
  • the dichroic substance may be used alone or in combination of two or more. It preferably contains iodine.
  • the polarizer 10 preferably has an iodine content of 2 wt% to 25 wt%. In another embodiment of the present invention, the polarizer 10 preferably has an iodine content of 10 wt% to 25 wt%, more preferably 15 wt% to 25 wt%. In a iodine-rich polarizer, color loss can be more pronounced in a wet heat environment. Therefore, the effect of forming a protective layer using the above-mentioned resin composition for protecting a polarizer can be more exerted.
  • “iodine content” means the amount of all iodine contained in the polarizer (eighth resin film). More specifically, in the polarizer ⁇ 2020/174787 15 ⁇ (:171?2019/046047
  • iodine exists in the form of iodine ion ( ⁇ _), iodine molecule ( ⁇ 2 ), polyiodine ion (I 3 -, I 5 _), etc.
  • the iodine content in the present specification refers to these forms. All means the amount of iodine included.
  • the iodine content can be calculated, for example, by a calibration curve method of fluorescent X-ray analysis.
  • the polyiodine ion exists in the polarizer in the form of V-iodine complex. By forming such a complex, absorption dichroism can be exhibited in the wavelength range of visible light.
  • eight and complex body of the tri-iodide ions (eight- ⁇ 3 _) has an absorption peak in the vicinity of 4 7 0 n 01, a complex of eight and five iodide ion! ⁇ I 5 -) has an absorption peak near 600 n.
  • polyiodine ions can absorb light in a wide range of visible light, depending on their morphology.
  • iodine ion (_) 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 8 may be mainly involved in the absorption performance of the polarizer.
  • the thickness of the polarizer is preferably 8 or less, and more preferably 0.60! or more and less than 801.
  • the thickness of the polarizer is preferably 30 or less, more preferably 25 or less, further preferably 18 or less, particularly preferably 12 or less, Still more preferably, it is less than 8.
  • the thickness of the polarizer is preferably 1 or more.
  • the thickness of the polarizer is preferably not more than 501, more preferably not more than 2.5, even more preferably not more than 2 and particularly preferably not more than 1.5. ..
  • the thickness of the polarizer is preferably 0.6 or more, more preferably 1.0 or more.
  • the single transmittance of the polarizer is, for example, 30% or more. Note that the theoretical upper limit of single transmittance is 50% and the practical upper limit is 46%.
  • the single unit transmittance (Cho 3) is the value measured by the 2 degree field of view (I light source) of I 387 01, and the visibility correction was performed. For example, a spectrophotometer with an integrating sphere. (Japanese portion ⁇ 2020/174787 16
  • Hikari Co., Ltd., product name: 7100 can be used for measurement.
  • the polarization degree of the polarizer is, for example, 99.0% or more, and preferably 9% or more.
  • the polarizing plate of the present invention can prevent color loss from the edges. Therefore, even if the polarizer has a high degree of polarization, the degree of polarization can be favorably maintained.
  • the polarizer can be manufactured by any suitable method. For example, it can be produced by subjecting an eight resin film to a swelling step, a dyeing step, a crosslinking step, a stretching step, a washing step, and a drying step.
  • the october resin film may be a V october resin layer formed on the substrate.
  • the laminate of the base material and the resin layer can be obtained by, for example, a method of applying the coating liquid containing the above-mentioned eight-based resin on the base material, a method of laminating a V-based resin film on the base material, or the like.
  • Any appropriate resin base material can be used as the base material, and for example, a thermoplastic resin base material can be used.
  • Examples of the octane resin forming the octane resin film 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 ketonizing an ethylene-vinyl acetate copolymer.
  • the saponification degree of the octane resin is usually 85 mol% or more and less than 100 mol%, preferably 95.0 mol% to 99.99 mol%, more preferably 99.0 mol% to 99.99 mol%. Is.
  • the degree of saponification can be determined according to "I 3 ⁇ 6726-1 994. By using a V 8 -based resin having such a saponification degree, a polarizer with excellent durability can be obtained.
  • the average degree of polymerization of the resin can be appropriately selected depending on the purpose.
  • the average degree of gravity is usually from 1,000 to 10,000, preferably from 1,200 to 4,500, more preferably from 1,500 to 4,300.
  • the average degree of polymerization is ⁇ 2020/174787 17 ⁇ (:171?2019/046047
  • the thickness of the V-eight resin film can be set according to the desired thickness of the polarizer.
  • the thickness of the V octane resin film is, for example, 0.50! ⁇ 200.
  • the dyeing solution described below for example, even if the october resin film is less than 10°, it can be sufficiently dyed in a short time, and a property capable of sufficiently functioning as a polarizer can be imparted. ..
  • the polarizer can be produced, for example, by subjecting an octane resin film to a swelling step, a dyeing step, a crosslinking step, a stretching step, a washing step, and a drying step.
  • a swelling step for example, by subjecting an octane resin film to a swelling step, a dyeing step, a crosslinking step, a stretching step, a washing step, and a drying step.
  • a swelling step for example, by subjecting an octane resin film to a swelling step, a dyeing step, a crosslinking step, a stretching step, a washing step, and a drying step.
  • a swelling step for example, by subjecting an octane resin film to a swelling step, a dyeing step, a crosslinking step, a stretching step, a washing step, and a drying step.
  • a drying step for example, by subjecting an octane resin film to a swelling step,
  • the october resin film is uniaxially stretched 3 to 7 times its original length.
  • the above-mentioned resin film is subjected to dry stretching. Dry stretching is preferable because the stretching treatment can be performed in a wider temperature range. Temperature for carrying out the dry stretching, for example, 5 0 ° ⁇ _ ⁇ 2 0 0 ° ⁇ , preferably 8 0 ° ⁇ ⁇ 1 8 0 ° ⁇ , more preferably at 9 0 ° ⁇ ⁇ 1 6 0 ° ⁇ ..
  • Stretching direction is the longitudinal direction of the film Direction), or the width direction of the film (orientation direction). The stretching direction may correspond to the absorption axis direction of the obtained polarizer.
  • the dyeing step is a step of dyeing the V-based resin film with a dichroic material. It is preferably carried out by adsorbing a dichroic substance.
  • the adsorption method includes, for example, a method of immersing the 8 resin film in a dye solution containing a dichroic substance, a method of coating the resin solution with the dye solution, and a method of applying the dye solution to the 8 resin film. Examples include a method of spraying. Preferred is a method of immersing the V8 resin film in a dyeing solution. Can absorb dichroic substances well ⁇ 2020/174787 18 ⁇ (:171?2019/046047
  • Examples of the dichroic substance include iodine and a dichroic dye as described above. Preferred is iodine.
  • iodine is used as the dichroic substance
  • an aqueous iodine solution is preferably used as the dyeing solution.
  • the iodine content of the aqueous iodine solution is preferably 0.04 parts by weight to 5.0 parts by weight with respect to 100 parts by weight of water.
  • the iodine content in the aqueous iodine solution is preferably 0.3 part by weight or more based on 100 parts by weight of water.
  • iodide In order to increase the solubility of iodine in water, it is preferable to combine iodide with an aqueous iodine solution.
  • iodide potassium iodide is preferably used.
  • the iodide content is preferably 0.3 to 15 parts by weight with respect to 100 parts by weight of water.
  • the liquid temperature at the time of dyeing the dyeing solution can be set to any appropriate value. For example, it is between 20° and 50°.
  • the immersing time is, for example, 1 second to 1 minute.
  • the dyeing bath is a solution containing iodide and an oxidizing agent for iodine ion.
  • This oxidant is an ionic compound composed of a cation and an anion.
  • polyiodine ions are formed by the oxidation of iodine ions.
  • the content of polyiodine ion contained in the dyeing solution becomes high, and the occlusive resin film can be dyed efficiently.
  • the content of polyiodine ion in the dyeing solution can be increased with a smaller amount of iodine used.
  • the iodine content in the dyeing solution can be adjusted by adding an oxidizing agent for iodine ions to the dyeing solution. Therefore, the content of polyiodine ion in the dyeing solution can be adjusted more easily.
  • the content of iodide contained in the dyeing solution is preferably 1 part by weight to 40 parts by weight, more preferably 3 parts by weight to 30 parts by weight with respect to 100 parts by weight of the solvent. is there. If the iodide content is in the above range, sufficient poly(iodide) is added to the dyeing solution. ⁇ 2020/174787 19 ⁇ (:171?2019/046047
  • Iodide ions can be formed.
  • iodides include potassium iodide, lithium iodide, sodium iodide, zinc iodide, aluminum iodide, lead iodide, copper iodide, barium iodide, calcium iodide, tin iodide, and iodide.
  • examples thereof include titanium.
  • Preferred is potassium iodide.
  • an ionic compound composed of cation and anion is used as an oxidizing agent for iodine ion.
  • the anion or cation include 6 3 + , 8 9 +, Ag 2 + s Au + s Au 3 + s ⁇ ⁇ 3 + , ⁇ ri 2 + , 1 ⁇ /1 ⁇ 3 +, 1: 2 + cations, etc.-, ⁇ I ⁇ 3 -, ⁇ I ⁇ 2 -, ⁇ I ⁇ -, ⁇ ⁇ 2 ⁇ 7 2 -, N 0 3 -. IV! n ⁇ 4 _ etc. anions is. preferably rather is trivalent iron ions (6 3 +).
  • trivalent iron ions include, after oxidizing the iodide ions are present in the dyeing solution as divalent iron ion.
  • trivalent Iron ions and divalent iron ions can be incorporated into the V8-based resin film during the dyeing process. These iron ions have the effect of dehydrating the eight, so that polyiodine ions can be added to the V8-based resin film in the subsequent process. The effect of escaping from the resin film can be suppressed, and as a result, the dyeability of the resin film 8 can be further improved, which is preferable.
  • the oxidant may be any ionic compound as long as the desired electrode reaction takes place in the dyeing solution, and any appropriate compound can be used.
  • compounds containing 6 3 + as a cation such as ferric sulfate, ferric chloride, ferric nitrate, etc.
  • compounds containing IV! n ⁇ 4- such as potassium permanganate as an anion, copper chloride, copper sulfate And compounds containing ⁇ 3 Li 2 + as a cation. Since it contains 6 3 +, it is preferable to use at least one compound selected from the group consisting of ferric sulfate, ferric chloride, and ferric nitrate.
  • the oxidizing agent only one kind may be used, or two or more kinds may be used in combination.
  • the content of the oxidizing agent in the dyeing solution is preferably 0.1 part by weight to 10 parts by weight, more preferably 0.5 part by weight to 10 parts by weight with respect to 100 parts by weight of the solvent. Parts, and more preferably 0.5 to 4 parts by weight.
  • the content of oxidizing agent in the dyeing solution depends on the content of iodide in the dyeing solution. ⁇ 2020/174787 20 units (:171?2019/046047
  • the molar ratio of iodide and oxidizing agent can be set to any appropriate value, for example, 2/1 to 50/1, and preferably 10/1 to 50/1. Is. When the molar ratio of iodide and oxidizing agent is within the above range, the oxidizing agent can function sufficiently as an oxidizing agent for iodine ions.
  • the iodide and the oxidizing agent can be used in any appropriate combination.
  • a combination using potassium iodide as the iodide and ferric sulfate as the oxidizing agent is preferable from the viewpoint that a polarizer having excellent properties such as durability can be obtained.
  • Any appropriate solvent can be used as the solvent of the dyeing solution, and water is usually used.
  • the dyeing solution may contain any other appropriate compound other than the iodide and the oxidizing agent.
  • the staining solution may further contain iodine.
  • the iodine content in the dyeing solution is, for example, 1 part by weight or less relative to 100 parts by weight of the solvent.
  • the swelling step is usually performed before the dyeing step.
  • the swelling step may be performed with the dyeing step in the same dip bath.
  • the swelling step is performed, for example, by immersing the V8 series resin film in a swelling bath.
  • any suitable liquid can be used, and for example, water such as distilled water or pure water is used.
  • the swelling bath may contain any suitable other component than water.
  • Other components include solvents such as alcohols, additives such as surfactants, iodides and the like. Examples of the iodide include those exemplified above.
  • potassium iodide is used.
  • the temperature of the swelling bath is, for example, 20 ° to 45 ° .
  • the immersion time is, for example, 10 seconds to 300 seconds.
  • a boron compound is usually used as a crosslinking agent.
  • the arsenic compound examples include boric acid and borax. Preferred is boric acid.
  • 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, from 2% by weight to 15% by weight, and preferably from 3% by weight to 13% by weight.
  • the aqueous boric acid solution may further contain an iodide such as potassium iodide and a zinc compound such as zinc sulfate and zinc chloride.
  • the crosslinking step can be performed by any suitable method.
  • a method of immersing a V-based resin film in an aqueous solution containing a boron compound a method of applying an aqueous solution containing a boron compound to a system resin film, or a method of spraying an aqueous solution containing a boron compound onto a V-8-based resin film.
  • the temperature of the solution used for cross-linking is, for example, 25 ° C. or higher, preferably 30°° to 85°°, and more preferably 40°° to 70°°.
  • the soaking time is, for example, 5 seconds to 800 seconds, preferably 8 seconds to 500 seconds.
  • the washing step is performed using water or an aqueous solution containing the above iodide. Typically, this is done by immersing an octane resin film in an aqueous potassium iodide solution.
  • the temperature of the aqueous solution in the washing process is, for example, 5 ° ⁇ to 50 ° ⁇ .
  • the immersion time is, for example, 1 second to 300 seconds.
  • the drying step can be performed by any appropriate method. Examples thereof include natural drying, blast drying, reduced pressure drying, and heat drying, and heat drying is preferably used. When heating and drying, the heating temperature is, for example, 30 ° to 100 ° . The drying time is, for example, 10 seconds to 10 minutes.
  • the protective layer 20 is formed on at least one surface of the polarizer 10.
  • the protective layer 20 is formed using the above-mentioned resin composition for protecting a polarizer. ⁇ 2020/174787 22 ⁇ (:171?2019/046047
  • the thickness of the protective layer 20 can be set to any appropriate value depending on the thickness of the polarizer and the glass transition temperature of the polymer.
  • the thickness of the protective layer is preferably 0. 1 0! ⁇ 8, more preferably 0. 2 IX 0 ⁇ 301, more preferably 0.5 111 ⁇ 10! ..
  • the thickness of the protective layer is within the above range, it can contribute to making the polarizing plate thinner. As described above, even when the protective layer 20 has a small thickness, the protective layer 20 can appropriately protect the polarizer 10 and prevent color loss from the edges. If the thickness of the protective layer 20 exceeds 8, the adhesion between the polarizer and the protective layer may be reduced.
  • the elastic modulus of the cross section of the protective layer 20 is preferably 40 3 to 80 3, and more preferably 50 3 to 60 3.
  • the elastic modulus is in the above range, it is possible to prevent the occurrence of cracks in the protective layer. Therefore, even when the thickness is thin, the polarizer can be appropriately protected.
  • the elasticity of the cross section of the protective layer can be measured by the method described in Examples described later.
  • the water vapor transmission rate of the protective layer is preferably 1 09/01 2 24 to 20009/01 2
  • the protective layer can be formed by any appropriate method. For example, it can be formed by applying the above-mentioned polarizer-protecting resin composition to the above-mentioned polarizer. Coating methods include bar coater coating, air knife coating, gravure coating, gravure reverse coating, reverse roll coating, lip coating, die coating, dip coating, offset printing, flexo printing, screen printing. Various methods can be adopted. Further, the surface of the polarizer to which the resin composition for protecting the polarizer is applied may be subjected to any suitable surface modification treatment.
  • thermoplastic resin substrate water absorption ⁇ 7 5%, T 9 7 5 ° ⁇ amorphous isophthalic acid copolymerized polyethylene terephthalate ( ⁇ eight copolymerization Mihinoto) fill-beam. (Thickness: 1 hundred) was used. Corona treatment was applied to one side of the base material, and polyvinyl alcohol (polymerization degree 420, saponification degree 9 9.
  • the obtained laminate was stretched in the air at a rate of 140 ° in the direction orthogonal to the longitudinal direction of the laminate by a factor of 4.5 in the air using a tenter stretching machine (stretching treatment).
  • the laminate was immersed in an insolubilizing bath (a boric acid solution obtained by mixing 4 parts by weight of oxalic acid with 100 parts by weight of water) at a liquid temperature of 30 ° for 30 seconds. (Insolubilization treatment).
  • an insolubilizing bath a boric acid solution obtained by mixing 4 parts by weight of oxalic acid with 100 parts by weight of water
  • the laminated body was added with a dyeing solution at 30 ° C (adding 24.0 parts by weight of potassium iodide and 2.8 parts by weight of ferric sulfate hydrate to 100 parts by weight of water).
  • Dyeing was carried out by immersing in an aqueous solution, the molar ratio of iodide and oxidant: 2 1.0 / 1) for 6 seconds.
  • a cross-linking bath having a liquid temperature of 600 ° was prepared (3 parts by weight of potassium iodide and 3 parts by weight of boric acid were added to 100 parts by weight of water) to prepare an aqueous solution of boric acid. It was immersed for 5 seconds (crosslinking treatment).
  • the laminate was immersed in a washing bath having a liquid temperature of 25 ° ⁇ (an aqueous solution obtained by mixing 4 parts by weight of potassium iodide with 100 parts by weight of water) for 10 seconds (washing). Processing).
  • a base material As a base material, a long, amorphous isophthalic acid-copolymerized polyethylene terephthalate (0.78% water absorption, T 975 ° ⁇ ) film (thickness: 8 copolymerization) was used (thickness: 100). ) was used.
  • Corona treatment was applied to one side of the base material, and polyvinyl alcohol (polymerization degree 420, saponification degree 99.2 mol%) and acetoacetyl-modified V8 (polymerization degree 120 0, an acetoacetyl modification degree of 4.6%, a saponification degree of 99.0 mol% or more, an aqueous solution containing 9:1 ratio of "Gosephimmer 200" manufactured by Nippon Synthetic Chemical Industry Co., Ltd.) It was applied and dried at 25°C to form an 8th resin layer with a thickness of 11 to prepare a laminate.
  • the resulting laminate 2. And free-end uniaxial stretching to 0 times in the longitudinal Direction (longitudinal direction) between 1 2 0 ° ⁇ of old Bun in a circumferential speed different mouth Lumpur (aerial auxiliary stretching).
  • the laminate was immersed in an insolubilizing bath (a boric acid solution obtained by mixing 4 parts by weight of oxalic acid with 100 parts by weight of water) at a liquid temperature of 30 ° for 30 seconds. (Insolubilization treatment).
  • an insolubilizing bath a boric acid solution obtained by mixing 4 parts by weight of oxalic acid with 100 parts by weight of water
  • the dyeing bath having a liquid temperature of 30 ° was immersed in the polarizing plate while adjusting the iodine concentration and the immersion time so that the polarizing plate had a predetermined transmittance.
  • 0.2 parts by weight of iodine was added to 100 parts by weight of water, and 1.5 parts by weight of potassium iodide was added, and the mixture was immersed in an aqueous iodine solution for 60 seconds. (Staining process).
  • a cross-linking bath having a liquid temperature of 300 ° C an aqueous boric acid solution obtained by mixing 3 parts by weight of potassium iodide and 3 parts by weight of boric acid with 100 parts by weight of water was used. ⁇ Immersed for 2 seconds (crosslinking treatment).
  • the laminate was prepared by adding 4 parts by weight of boric acid and 5 parts by weight of potassium iodide to 100 parts by weight of aqueous boric acid solution having a liquid temperature of 70 °. While immersing in a solution), uniaxial stretching was carried out in the machine direction (longitudinal direction) between the mouths with different peripheral speeds so that the total draw ratio was 5.5 times (water drawing).
  • the laminate was immersed in a cleaning bath having a liquid temperature of 300 ° (an aqueous solution obtained by mixing 4 parts by weight of potassium iodide with 100 parts by weight of water) (cleaning treatment). Then, it was dried for 60 seconds at a temperature of 60 ° ⁇ , and an 8 tree with a thickness of 5 ⁇ 2020/174787 25 ⁇ (:171?2019/046047
  • a laminate 2 having an oil layer (polarizer) was obtained.
  • a four-flask flask equipped with a stirring blade, a thermometer, a nitrogen gas inlet tube, and a condenser was charged with a monomer mixture containing 99 parts by weight of butyl acrylate and 1 part by weight of 4-hydroxybutyl acrylate. Further, with respect to 100 parts by weight of the above monomer mixture (solid content), 0.1 parts by weight of 2,2 azobis isoptylonitrile as a polymerization initiator was charged together with ethyl acetate, and nitrogen gas was introduced with gentle stirring. After purging with nitrogen, the temperature of the liquid in the flask was kept at about 60 ° C to carry out a polymerization reaction for 7 hours.
  • the resulting acrylic polymer solution was applied on the polarizer side of the laminate obtained in Production Example 1 so that the thickness after drying was 1, to form a protective layer. Then, the thermoplastic resin substrate was peeled from the polarizer to obtain a polarizing plate 1.
  • a polarizing plate 2 was obtained in the same manner as in Example 1 except that the acrylic polymer solution 2 was used.
  • Example 2 In the same manner as in Example 1 except that the content of the polymer was 99 parts by weight and the content of the comonomer was 1 part by weight, and the acrylic polymer solution (resin composition for protecting polarizer) 3 (solid (Concentration: 50% by weight).
  • the obtained acrylic polymer had a weight average molecular weight of 50,00 and a glass transition temperature of 80 ° .
  • a polarizing plate 3 was obtained in the same manner as in Example 1 except that the acrylic polymer solution 3 was used.
  • Example 2 Was used in the same manner as in Example 1 except that the content of the polymer was 99 parts by weight, the comonomer was 1 part by weight, and the polymerization initiator was 0.1 parts by weight. Composition 4 (solid content concentration: 50% by weight) was obtained. The obtained acrylic polymer had a weight average molecular weight of 100,000 and a glass transition temperature of 90 ° .
  • a polarizing plate 4 was obtained in the same manner as in Example 1 except that the acrylic polymer solution 4 was used.
  • a polarizing plate 5 was obtained in the same manner as in Example 3 except that the acrylic polymer solution 3 was applied so that the thickness after drying was 0.2.
  • a polarizing plate 6 was obtained in the same manner as in Example 3 except that the acrylic polymer solution 3 was applied so that the thickness after drying was 5.
  • the acrylic polymer solution (polarizer protective resin Composition 5) (solid concentration: 10% by weight) was obtained.
  • the weight average molecular weight of the obtained acrylic polymer was 50,00, and the glass transition temperature was 80°.
  • a polarizing plate 7 was obtained in the same manner as in Example 1 except that the acrylic polymer solution 5 was used.
  • An acrylic polymer solution was prepared in the same manner as in Example 3 except that 9 parts by weight of dicyclopentanyl acrylate ( ⁇ 08, manufactured by Hitachi Chemical Co., Ltd., trade name: _ 5 1 3 3) was used as a monomer. (Resin composition for protecting polarizer) 6 (solid content concentration: 30% by weight) was obtained. The obtained acrylic polymer had a weight average molecular weight of 50,000 and a glass transition temperature of 150°.
  • a polarizing plate 8 was obtained in the same manner as in Example 3 except that the acrylic polymer solution 6 was used.
  • Acrylic polymer solution 7 (polarizer) was used in the same manner as in Example 3 except that adamantyl monomer (manufactured by Osaka Organic Chemical Industry Co., Ltd., trade name: 1 ⁇ /180) 9 9 parts by weight was used as a monomer. (Protective resin composition) (solid content concentration: 30% by weight) was obtained. The obtained acrylic polymer had a weight average molecular weight of 50,000 and a glass transition temperature of 150°.
  • a polarizing plate 9 was obtained in the same manner as in Example 3 except that the acrylic polymer solution 7 was used. ⁇ 2020/174787 28 ⁇ (:171?2019/046047
  • a polarizing plate 10 was obtained in the same manner as in Example 3 except that the laminate 2 obtained in Production Example 2 was used as the polarizer.
  • a polarizing plate 11 was obtained in the same manner as in Example 3 except that the acrylic polymer solution 3 was applied to form a protective layer so that the thickness after drying was 10°.
  • Acrylic polymer solution (resin composition for protecting polarizer) ⁇ 3 1 (solid content concentration: 50% by weight) was obtained in the same manner as in Example 1 except that the copolymerizable monomer was not added. It was The obtained acrylic polymer had a weight average molecular weight of 50,00 and a glass transition temperature of 80°.
  • a polarizing plate ⁇ 1 was obtained in the same manner as in Example 1 except that the acrylic polymer solution ⁇ 3 1 was used.
  • the acrylic polymer solution (polarizer-protecting resin composition) was prepared in the same manner as in Example 1 except that the content of the copolymer was 50 parts by weight and the content of the comonomer was 50 parts by weight. (Solid content concentration: 1% by weight) was obtained.
  • the obtained acrylic polymer had a weight average molecular weight of 50,00 and a glass transition temperature of 80°.
  • a polarizing plate 02 was obtained in the same manner as in Example 1 except that the acrylic polymer solution 02 was used.
  • Acrylic polymer solution (polarizer-protecting resin composition) was prepared in the same manner as in Example 1 except that methacrylic acid (manufactured by FUJIFILM Wako Pure Chemical Industries, trade name: methyl acrylate) was used as a monomer. ) 3 (solid content concentration: 30% by weight) was obtained.
  • the obtained acrylic polymer had a weight average molecular weight of 50,000 and a glass transition temperature of 10°°.
  • a polarizing plate 03 was obtained in the same manner as in Example 1 except that the acrylic polymer solution 03 was used. ⁇ 2020/174787 29 ⁇ (:171?2019/046047
  • a cycloolefin film (manufactured by Nippon Zeon Co., Ltd., product name: ZEONOR, thickness: 250) was dissolved in cyclohexane to prepare a resin composition for protecting a polarizer (solid content concentration: 5% by weight).
  • the obtained polarizer-protective resin composition was applied to the polarizer of the laminate obtained in Production Example 1 so that the thickness after drying was 1, to form a protective layer, thereby obtaining polarizing plate 04.
  • Triacetyl cellulose (Chapo 80) film (manufactured by Konica Corporation, trade name: ⁇ 411 ⁇ /, thickness 40) is dissolved in dichloromethane, and a resin composition for protecting the polarizer (solid content concentration: 5 weight %) was prepared.
  • the obtained polarizer-protecting resin composition was applied onto the polarizer of the laminate obtained in Production Example 1 so that the thickness after drying was 1, to form a protective layer, thereby obtaining polarizing plate 05.
  • the polarizer protective resin composition used in each Example or Comparative Example was applied to a 25-thick single film so that the thickness after drying was 1 to prepare an evaluation laminate.
  • the moisture permeability of this laminate was measured in accordance with the conditions of temperature of 40° and humidity of 90%.” 3 [ ⁇ 7 1 2 9-2 :2 0 19 1 ⁇ /1 ⁇ (3 ⁇ 1 ⁇ 1 water vapor transmission rate measuring device I used
  • the polarizing plate obtained in each of Examples and Comparative Examples was embedded with an epoxy resin. Then, the polarizing plate embedded with the ultramicrotome was cut. Then cut ⁇ 2020/174787 30 units (:171?2019/046047
  • Measuring method Single push measurement
  • the polarizing plate obtained in each of the examples and comparative examples was cut into a size of 50 1 50 and used as an evaluation sample.
  • the acrylic pressure-sensitive adhesive composition obtained in Production Example 3 was evenly coated with a fountain coater on the surface of a polyethylene terephthalate film (separator) treated with a silicone-based release agent, and then at 1 55° ⁇ . This was dried for 2 minutes with a constant temperature air-circulation oven, and a pressure-sensitive adhesive layer with a thickness of 20 was formed on the separator surface. Next, this pressure-sensitive adhesive layer was transferred to the polarizer protective layer surface side of the polarizing plate obtained in the examples or comparative examples. Further, an adhesive was applied to the surface of the polarizing plate on the polarizer side, and (meth)acrylic resin film 8 (thickness: 40) having a lactone ring structure was attached to obtain a polarizing plate with an adhesive layer.
  • the obtained polarizing plate with an adhesive layer (optical film/(adhesive)/polarizer/protective layer/ ⁇ 2020/174787 31 ⁇ (:171?2019/046047
  • the adhesive/separator) was cut out to (500101X500101).
  • the separator was peeled off, and the non-alkali glass was bonded via the pressure-sensitive adhesive layer. Then, it was placed for 72 hours under the conditions of a temperature of 60 degrees and a humidity of 90%. After that, the presence or absence of color loss of the polarizer was confirmed with an optical microscope (manufactured by ⁇ Soli 3 company, product name: 1 ⁇ /1 ⁇ 6 11 _).
  • the amount of color loss from the edge of the polarizer was measured from an image taken with a magnification of 10 times with an optical microscope.
  • the length of the missing part of the polarizer is defined as the length of the missing part of the polarizer ().
  • the presence or absence of color loss was measured under the same conditions. Based on the color loss of the polarizer only (Polarizer 1: 450, Polarizer 2: 1 50 ⁇ ), the color loss is less than 45% of the case of the polarizer only, ⁇ , 45% or more and less than 60% The value is ⁇ , and the value exceeding 60% is X.
  • Measuring device Chohachi Company name, product name: 0-2000
  • Atmospheric gas N 2 (500 11_/min)
  • the polarizer-protecting resin composition of the present invention has excellent adhesion to a polarizer, and can provide a polarizing plate having a thin edge and preventing color loss at its edges even if it is thin.
  • the polarizing plate of the present invention can be widely applied to liquid crystal panels such as liquid crystal televisions, liquid crystal displays, mobile phones, digital cameras, video cameras, portable game machines, power navigations, copy machines, printers, fax machines, watches and microwave ovens. it can.

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Abstract

Le but de la présente invention est de fournir : une composition de résine pour protéger un polariseur, qui présente une excellente adhérence à un polariseur et peut empêcher des défauts tels que des vides de couleur à partir d'une partie de bord ; et une plaque de polarisation comprenant une couche de protection qui contient la composition de résine. Cette composition de résine pour protéger un polariseur contient un polymère obtenu par polymérisation de plus de 50 parties en poids d'un monomère acrylique et plus de 0 parties en poids mais moins de 50 parties en poids d'un monomère de copolymérisation représenté par la formule (1). La température de transition vitreuse du polymère est supérieure ou égale à 50 °C. [Formule 1] (Dans la formule, X représente un groupe fonctionnel qui comprend au moins un type de groupe réactif choisi dans le groupe constitué par un groupe vinyle, un groupe (meth)acrylique, un groupe styryle, un groupe (méth)acrylamide, un groupe éther vinylique, un groupe époxy, un groupe oxétane, un groupe hydroxyle, un groupe amino, un groupe aldéhyde et un groupe carboxyle. R1 et R2 représentent chacun indépendamment un atome d'hydrogène, un groupe hydrocarboné aliphatique qui peut avoir un groupe substituant, un groupe aryle qui peut avoir un groupe substituant et un groupe hétérocyclique qui peut avoir un groupe substituant. R1 et R2 peuvent se lier l'un à l'autre pour former un anneau.
PCT/JP2019/046047 2019-02-28 2019-11-26 Composition de résine pour protéger un polariseur et plaque de polarisation comprenant une couche de protection formée à partir de ladite composition WO2020174787A1 (fr)

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KR1020217027355A KR102551181B1 (ko) 2019-02-28 2019-11-26 편광자 보호용 수지 조성물 및 해당 조성물로부터 형성된 보호층을 구비하는 편광판
CN201980093131.XA CN113474690A (zh) 2019-02-28 2019-11-26 偏光件保护用树脂组合物和具备由该组合物形成的保护层的偏光板
JP2022072978A JP7348986B2 (ja) 2019-02-28 2022-04-27 偏光子保護用樹脂組成物および該組成物から形成された保護層を備える偏光板

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2022185802A1 (fr) * 2021-03-04 2022-09-09 日東電工株式会社 Plaque de polarisation circulaire et dispositif d'affichage d'image l'utilisant
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