WO2015163224A1 - Élément polarisant contenant de l'iode très durable - Google Patents

Élément polarisant contenant de l'iode très durable Download PDF

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Publication number
WO2015163224A1
WO2015163224A1 PCT/JP2015/061666 JP2015061666W WO2015163224A1 WO 2015163224 A1 WO2015163224 A1 WO 2015163224A1 JP 2015061666 W JP2015061666 W JP 2015061666W WO 2015163224 A1 WO2015163224 A1 WO 2015163224A1
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Prior art keywords
weight
film
polarizing element
polarizing plate
parts
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PCT/JP2015/061666
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English (en)
Japanese (ja)
Inventor
典明 望月
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Nippon Kayaku Co Ltd
Polatechno Co Ltd
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Nippon Kayaku Co Ltd
Polatechno Co Ltd
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Priority to JP2016514886A priority Critical patent/JPWO2015163224A1/ja
Priority to KR1020167021477A priority patent/KR20160146651A/ko
Priority to CN201580018140.4A priority patent/CN106164719A/zh
Publication of WO2015163224A1 publication Critical patent/WO2015163224A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • 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
    • 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
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/18—Manufacture of films or 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
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/02—Chemical treatment or coating of shaped articles made of macromolecular substances with solvents, e.g. swelling agents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L1/00—Compositions of cellulose, modified cellulose or cellulose derivatives
    • C08L1/08—Cellulose derivatives
    • C08L1/10—Esters of organic acids, i.e. acylates
    • C08L1/12—Cellulose acetate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L29/00—Compositions 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; Compositions of hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Compositions of derivatives of such polymers
    • C08L29/02—Homopolymers or copolymers of unsaturated alcohols
    • C08L29/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or 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 of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/08—Homopolymers or copolymers of acrylic acid esters
    • 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
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors

Definitions

  • the present invention relates to a polarizing element having high heat resistance and high heat and humidity resistance.
  • Patent Document 1 An improvement method in which chlorine ions are contained in an iodine-based polarizing plate, and a method by changing a method in which a polarizing element is protected as in Patent Document 2 It is described that heat resistance and wet heat durability are improved. However, their durability is still not sufficient, and there is a strong demand for improvement in the wet heat durability of a simple and inexpensive polarizing plate.
  • a polarizing element comprising a polyvinyl alcohol-based resin oriented film having adsorbed iodine, which contains 10 to 30% by weight of oxalic acid, 10000 to 60000 ppm of iodine ions, and 200 to 20000 ppm of chlorine ions
  • a polarization element characterized by (2) The polarizing element according to (1), which further contains 4000 to 12000 ppm of potassium ions, (3) The polarizing element according to (1) or (2), which further contains 300 to 3000 ppm of lithium ions, (4) A polarizing plate characterized in that a protective film is bonded to one side or both sides of the polarizing element described in (1) to (3).
  • the method according to the present invention comprises the step of treating the stretched film with an aqueous solution containing a chloride of an alkali metal and / or an alkaline earth metal and an iodide of an alkali metal and / or an alkaline earth metal.
  • the polarizing element of the present invention is a polyvinyl alcohol-based resin film in which iodine is adsorbed and oriented, and for example, after the polyvinyl alcohol-based resin film is subjected to a dyeing process with iodine or simultaneously with this, a stretching process, an oxalic acid process And further immersing in an aqueous solution containing a chlorine compound and an iodide compound. Furthermore, by providing a layer obtained by curing the polymerizable resin composition, the durability is further improved.
  • a polyvinyl alcohol or a polyvinyl alcohol modified body is used normally,
  • the polymerization degree is the range of about 1000 to 10,000, Preferably it is the range of 1500-6000.
  • the polyvinyl alcohol resin is generally saponified, and the degree of saponification is usually in the range of about 85 to 100 mol%, preferably 98 to 100 mol%.
  • the polyvinyl alcohol-based resin film is manufactured by forming the polyvinyl alcohol-based resin into a film. Film formation can be performed by a known method.
  • the thickness of the polyvinyl alcohol-based resin film is usually about 10 ⁇ m to 150 ⁇ m.
  • a stretching process is performed in which the polyvinyl alcohol-based resin film to which iodine is adsorbed is uniaxially stretched at a predetermined ratio.
  • the stretching treatment is preferably performed while immersing the polyvinyl alcohol-based resin film in a boric acid aqueous solution.
  • the amount of boric acid used in the aqueous boric acid solution is preferably 1.0 to 6.0 parts by weight of boric acid, and preferably about 2.0 to 4.0 parts by weight of boric acid with respect to 100 parts by weight of water.
  • the temperature of the boric acid aqueous solution is, for example, about 30 to 60.degree.
  • a stretching method a method using a heat roll may be used, or a method of uniaxially stretching between two rolls having different peripheral speeds may be used.
  • the stretching ratio is usually about 4.0 to 7.0.
  • the boric acid treatment is performed by immersing the polyvinyl alcohol-based resin film subjected to the above-mentioned dyeing treatment and stretching treatment in an aqueous boric acid solution.
  • an aqueous solution of boric acid in the treatment with boric acid one in which 3.0 to 7.0 parts by weight, preferably 4.0 to 6.0 parts by weight of boric acid is dissolved in 100 parts by weight of water is used.
  • the temperature of the aqueous boric acid solution is, for example, 40 ° C. or higher, preferably 50 to 85 ° C.
  • the immersion time is, for example, 10 to 600 seconds, preferably 30 to 300 seconds, at the above temperature.
  • the treatment with the aqueous solution containing a chloride and an iodide can be suitably carried out, for example, on the polyvinyl alcohol resin film to which the above-mentioned dyeing treatment, stretching treatment and boric acid treatment have been applied.
  • This treatment is preferably performed by immersing the polyvinyl alcohol-based resin film in an aqueous solution containing chloride and iodide.
  • the preparation concentration of the aqueous solution of chloride and iodide varies depending on the form of the stretching treatment, the concentration of boric acid, and the temperature at the time of treatment with the aqueous solution containing chloride and iodide, with respect to 100 parts by weight of water
  • 0.1 to 8 parts by weight preferably 1.0 to 5.0 parts by weight, and more preferably 1.5 to 3.0 parts by weight of iodide is dissolved.
  • the aqueous solution containing chloride is 0.1 to 10 parts by weight, preferably 1.0 to 8.0 parts by weight, and more preferably 3.0 to 6.0 parts by weight of chloride per 100 parts by weight of water. It is good to use what melt
  • the temperature of the aqueous solution is, for example, 30 to 70 ° C. as the treatment temperature.
  • the immersion time is, for example, 10 to 300 seconds at the temperature.
  • Chlorinated compounds in aqueous chloride solution include, for example, chlorides of alkali metals such as potassium chloride, sodium chloride and lithium chloride, or chlorides of alkaline earth metals such as beryllium chloride, magnesium chloride and calcium chloride, or such as cobalt chloride And chlorides of metals such as zinc chloride.
  • alkali metals such as potassium chloride, sodium chloride and lithium chloride
  • chlorides of alkaline earth metals such as beryllium chloride, magnesium chloride and calcium chloride, or such as cobalt chloride
  • chlorides of metals such as zinc chloride.
  • the combined use of potassium chloride and lithium chloride is most preferable, and the use of lithium chloride is preferable because it can contain more chloride than when potassium chloride is used alone.
  • potassium iodide sodium iodide, ammonium iodide, cobalt iodide, zinc iodide is mentioned, for example. Among them, potassium iodide is most preferred.
  • the polarizing element of the present invention may further contain 4000 to 12000 ppm of potassium ion in addition to chlorine ion and iodine ion, whereby optical characteristics and durability can be further improved.
  • the content balance of chloride ion, an iodine ion, and potassium ion is important, and if the quantity of potassium ion increases simply, durability does not improve.
  • lithium ion in addition to chlorine ion, iodine ion and potassium ion.
  • the content thereof is preferably about 300 to 3000 ppm in the polarizing element.
  • the polarizer is dried.
  • the drying temperature in the drying process is about 40 to 50 ° C., and the drying time is about 30 to 700 seconds.
  • the boric acid concentration in the polarizing element can be measured by a known method such as heating the obtained polarizing element in pure water to completely dissolve it, adding a phenolphthalene indicator, and neutralizing titration with an aqueous solution of NaOH. it can. Further, the chloride ion concentration, the iodide ion concentration, the potassium ion concentration, and the lithium ion concentration can be determined by a known method such as ion chromatography or ICP analysis.
  • the polarizing element of the present invention obtained as described above achieves high durability under high temperature conditions and high temperature and high humidity conditions by containing a specific amount of oxalic acid, chloride ions and iodine ions, and achieves high polarization. To obtain a polarizing plate having a degree.
  • the stretching process is performed after the staining process with iodine, but may be performed before the staining process with iodine or during the staining process with iodine.
  • the stretching process may be performed during the boric acid process.
  • dry stretching may be performed in which the stretching is performed in the atmosphere.
  • the polarizing plate of the present invention is obtained by laminating a protective film on one side or both sides of the polarizing element of the present invention obtained as described above.
  • the protective film is added for the purpose of improving the water resistance and the handleability of the polarizing element, and an appropriate transparent substance can be used for the formation.
  • the protective film is a film having a layer shape that can be protected, and in particular, a plastic or the like excellent in transparency, mechanical strength, thermal stability, moisture shielding property, etc. is preferably used, but by forming a layer equivalent thereto. An equivalent function may be provided.
  • thermoplastic resins such as polyester resins, acetate resins, polyether sulfone resins, polycarbonate resins, polyamide resins, polyimide resins, polyolefin resins and acrylic resins, acrylic resins, urethane resins, Films obtained from thermosetting resins such as acrylic urethane resins, epoxy resins and silicone resins or ultraviolet curable resins are exemplified.
  • polyolefin resins include non-crystalline polyolefin resins such as norbornene or polycyclic norbornene. The resin which has a polymerization unit of cyclic polyolefin like a system monomer is mentioned.
  • a preferred protective film is triacetyl cellulose (TAC) made of a cellulose acetate resin.
  • TAC triacetyl cellulose
  • the transparent protective film used for the protective film is subjected to a hard coating treatment, an antireflection treatment, a treatment for preventing sticking, a diffusion, an antiglare, etc. unless the object of the present invention is impaired. Also good.
  • a protective film In such a protective film, at least one or more layers obtained by curing one or more types of polymerizable resin compositions are provided, and by providing a layer having a thickness of 0.1 ⁇ m to 10 ⁇ m, durability is provided. Sex is further improved dramatically. In particular, when the cellulose acetate resin film is provided with a cured layer of such a polymerizable resin composition, the durability is remarkably improved.
  • thermosetting resin composition As a polymerizable resin composition, a thermosetting resin composition and an ultraviolet curable resin composition can be used, for example. It is preferable that it is a UV curable curable resin which is preferably inexpensive and can be processed easily in a short time.
  • a polymerizable resin exemplified in Non-Patent Document 1 and an initiator thereof can be used, and the resin is not limited thereto, and a known resin or an initiator thereof can be used. it can.
  • pentaerythritol triacrylate Nippon Kayaku Co., Ltd. Kayarad PET-30
  • dipentaerythritol monohydroxy pentaacrylate Sartmar Co.-399
  • ECH modified 1,6-hexanediol diacrylate Nippon Kayaku Co., Ltd.
  • the polymerization reaction can be performed by using an ultraviolet polymerization initiator.
  • UV polymerization initiators include, for example, 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropane-1 (Irgacure 907 manufactured by Ciba Specialty Chemicals), 1-hydroxycyclohexyl phenyl ketone Tea Chemicals Irgacure 184), 4- (2-hydroxyethoxy) -phenyl (2-hydroxy-2-propyl) ketone (Ciba Specialty Chemicals Irgacure 2959), 1- (4-dodecylphenyl) -2- Hydroxy-2-methylpropan-1-one (Darcure 953 from Merck), 1- (4-isopropylphenyl) -2-hydroxy-2-methylpropan-1-one (Darocure 1116 from Merck), 2-hydroxy-2 -Met
  • thioxanthone compounds such as 2,4-diethylthioxanthone (Kayacure-DETX manufactured by Nippon Kayaku Co., Ltd.) and 2,4-diisopropylthioxanthone (Kayacure DITX manufactured by Nippon Kayaku).
  • auxiliary agent for example, triethanolamine, methyldiethanolamine, triisopropanolamine, n-butylamine, N-methyldiethanolamine, diethylaminoethyl methacrylate, Michler's ketone, 4,4'-diethylaminophenone, 4-dimethylaminobenzoic acid
  • auxiliary agents for example, triethanolamine, methyldiethanolamine, triisopropanolamine, n-butylamine, N-methyldiethanolamine, diethylaminoethyl methacrylate, Michler's ketone, 4,4'-diethylaminophenone, 4-dimethylaminobenzoic acid
  • Amine compounds such as ethyl, 4-dimethylaminobenzoic acid (n-butoxy) ethyl, 4-dimethylaminobenzoic acid isoamyl and the like can be mentioned.
  • the composition is diluted directly or using a suitable solvent, and is applied to a protective film or a polyvinyl alcohol film in which iodine is adsorbed and oriented. . Thereafter, the solvent is removed by heating or the like, and the layer obtained by curing the polymerizable resin composition of the present invention can be obtained by heating or irradiating ultraviolet light.
  • the solvent of the solution of the composition used for coating is not particularly limited as long as it is excellent in the solubility of the composition and the wettability on the substrate at the time of coating and does not cause deterioration of the surface property.
  • Such solvents include, for example, water, aromatic hydrocarbons such as toluene and xylene, ethers such as anisole, dioxane and tetrahydrofuran, methyl isobutyl ketone, methyl ethyl ketone, methyl ethyl ketone, cyclohexanone, cyclopentanone, 2-pentanone, 3-pentanone Ketones such as 2-hexanone, 3-hexanone, 2-heptanone, 3-heptanone, 4-heptanone, 2,6-dimethyl-4-heptanone, n-butanol, 2-butanol, cyclohexanol, isopropyl alcohol and the like Alcohols, Cellosolves such as methyl cellosolve, methyl cellosolve acetate, etc.
  • aromatic hydrocarbons such as toluene and xylene
  • ethers such as anisole, dioxane and t
  • various leveling in the composition may be made to improve them. It is also possible to add agents.
  • leveling agent various compounds such as silicon type, fluorine type, polyether type, acrylic acid copolymer type and titanate type can be used. The addition amount thereof is preferably 0.0001 parts by weight or more and 10 parts by weight or less in 100 parts by weight of the polymerizable resin composition, more preferably about 0.1 parts by weight or more and 5 parts by weight or less in 100 parts by weight of the composition. .
  • crosslinking agents in the composition in order to further improve the adhesion between the cured layer and the protective film.
  • various compounds such as isocyanate type, boron type and titanate type can be used.
  • the addition amount thereof is preferably 0.0001 parts by weight or more and 20 parts by weight or less in 100 parts by weight of the polymerizable resin composition, more preferably about 0.1 parts by weight or more and 10 parts by weight or less in 100 parts by weight of the composition .
  • the cured layer comprising the polymerizable resin composition of the present invention is sufficiently polymerized by heating or ultraviolet irradiation, and the unreacted content is as small as possible.
  • the degree thereof is 0 parts by weight or more and 5 parts by weight or less of the unreacted acrylate compound in 100 parts by weight of the resin composition after curing, more preferably 0 parts by weight or more and 3 parts by weight or less, still more preferably 0 parts by weight or more. It is preferable to be less than parts by weight.
  • a method of optimizing the thickness of the layer of the resin composition after application for example, a method of optimizing the kind and amount of the ultraviolet polymerization initiator to be added, sufficient heating or ultraviolet light
  • the method of irradiating, the method of changing the atmosphere at the time of ultraviolet irradiation, such as performing in inert gas, such as nitrogen, and hardening, etc. are mentioned.
  • the simple method is the simplest because the method of optimizing the thickness of the resin layer can be optimized only by changing the resin concentration or changing the resin coating amount.
  • the thickness of the layer obtained by curing the polymerizable resin composition is preferably 0.5 to 10 ⁇ m, more preferably 1 to 8 ⁇ m, and still more preferably 2 to 6 ⁇ m.
  • the irradiation amount of the ultraviolet light varies depending on the type of acrylate compound, the type and addition amount of the ultraviolet polymerization initiator, and the film thickness, and for example, about 100 to 1500 mJ / cm 2 is preferable.
  • the layer which hardened the polymeric resin composition is transparent, even if it processes with an alkaline solution. Specifically, after being treated with an alkaline aqueous solution having a pH of 11 or more at 40 ° C. for 10 minutes or more, the absence of white turbidity is an index.
  • a film having a layer obtained by applying a UV-curable resin composition to a thickness of 5 ⁇ m on polyethylene terephthalate and curing the film is treated with an aqueous solution of pH 11 at 40 ° C. for 10 minutes or more at a wavelength of 550 nm.
  • the light transmittance is preferably 85% or more, preferably 90% or more.
  • the layer obtained by curing the polymerizable resin composition be rendered hydrophilic by treating the layer obtained by curing the polymerizable resin composition with an alkaline aqueous solution.
  • Adhesion to the polyvinyl alcohol-based film Is preferable because it improves.
  • a contact angle when dropping 10 ⁇ l of water is 60 ° or less, more preferably 50 ° or less, and still more preferably 40 ° or less.
  • the composition is treated with an alkaline aqueous solution, neutralized with water or an acidic aqueous solution, and then dried.
  • a method of evaluating such moisture permeability is to apply a compound having an acryloyl group to a semi-bleached kraft paper (obtained from Totosha echo) obtained by anchor coating polyvinyl alcohol with a solid concentration of 5% to a thickness of 1 ⁇ m.
  • the compound having an acryloyl group was prepared by mixing 10 parts by weight of a resin having an acryloyl group, 5 parts by weight of toluene, and 0.6 parts by weight of 1-hydroxycyclohexyl phenyl ketone (Irgacure 184, manufactured by Chiva Specialty Chemicals). .
  • the composition was applied to the semi-bleached kraft paper anchored with polyvinyl alcohol so that the resin solid content after solvent evaporation became a thickness of 5 ⁇ m.
  • the moisture permeability of the compound having an acryloyl group can be evaluated by confirming the moisture permeability of the paper according to JIS-Z0208.
  • diethylene glycol diacrylate, polyethylene glycol 400 diacrylate and the like are poor in the improvement of the durability in the present invention.
  • the layer obtained by curing the polymerizable resin composition is a polarizing plate composed of a protective film / adhesive layer / polyvinyl alcohol-based film in which iodine is adsorbed and oriented, adhesive layer / protective film
  • a polarizing plate composed of a protective film / adhesive layer / polyvinyl alcohol-based film in which iodine is adsorbed and oriented, adhesive layer / protective film
  • One or more layers may be provided between or on any of the layers. Specifically, one or more of the surface of the protective film not facing the adhesive layer, between the protective film and the adhesive layer, and between the adhesive layer and the polyvinyl alcohol-based film in which iodine is adsorbed and oriented is provided. say.
  • the wet heat durability it is effective to provide a layer obtained by curing the polymerizable resin on the surface side to be an exposed surface after bonding to the display device, and to further improve the wet heat durability, Polymerized between the protective film and adhesive layer of the polyvinyl alcohol film on the surface side which becomes the exposed surface / adhesive layer / iodine is adsorbed and oriented, or between the adhesive layer and the polyvinyl alcohol film on which iodine is adsorbed and oriented It is preferable to provide a layer obtained by curing the base resin composition.
  • the polarizing plate of the present invention is characterized in that the layer obtained by curing the polymerizable resin composition by the above steps is provided with at least one layer.
  • the adhesion treatment between the polarizing element of the present invention and the protective film is not particularly limited.
  • various optical members using the polarizing plate of the present invention can be preferably used for forming various devices such as liquid crystal display devices.
  • it can be used in a liquid crystal display device of a reflection type, a transmission type, or a transmission / reflection type, in which the polarizing plate of the present invention is disposed on one side or both sides of a liquid crystal cell.
  • the liquid crystal cell forming the liquid crystal display device is arbitrary, and for example, active matrix drive type represented by thin film transistor type, simple matrix drive type represented by twist nematic type or super twist nematic type, etc. An appropriate type of liquid crystal cell may be used.
  • polarizing plates or optical members When polarizing plates or optical members are provided on both sides of the liquid crystal cell, they may be the same or different. Furthermore, when forming a liquid crystal display device, one or two or more layers of appropriate components such as a prism array sheet, a lens array sheet, a light diffusion plate, and a backlight may be disposed at appropriate positions.
  • a polarizing plate When using a polarizing plate as a member of a liquid crystal display, it may have an adhesion layer for adhering with other members, such as a liquid crystal cell, on one side or both sides.
  • An appropriate adhesive substance or adhesive can be used to form the adhesive layer, and there is no particular limitation. Examples thereof include those based on acrylic polymers, silicone polymers, polyesters and polyurethanes, polyamides and polyethers, and appropriate polymers such as fluorines and rubbers as base polymers.
  • the polarizing plate of the present invention is used in all liquid crystal display devices such as twisted nematic type (TN) M super twisted nematic type (STN), thin film transistor type (TFT), vertical alignment type (VA), in-plane switching type (IPS) can do.
  • TN twisted nematic type
  • STN super twisted nematic type
  • TFT thin film transistor type
  • VA vertical alignment type
  • IPS in-plane switching type
  • the transmittance of each wavelength at the time of measuring one polarizing element or polarizing plate is referred to as the transmittance Ts, and two polarizing elements or polarizing plates are overlapped so that the absorption axis direction becomes the same.
  • the transmittance in this case is referred to as parallel transmittance Tp, and the transmittance when two polarizing plates are stacked so that the absorption axes are orthogonal is referred to as orthogonal transmittance Tc.
  • the spectral transmittance ⁇ is determined at predetermined wavelength intervals d ⁇ (here, 5 nm) at intervals of a predetermined wavelength interval, and calculated by the following equation (1).
  • P ⁇ represents the spectral distribution of the standard light (C light source)
  • y ⁇ represents the y ( ⁇ ) color matching function in a two-degree field of view.
  • the single transmittance Ys corrected to visual sensitivity is Ts for ⁇
  • the parallel transmittance Yp corrected for visual sensitivity is Tp to ⁇
  • the orthogonal transmittance Yc corrected for visual sensitivity is Tc to ⁇ Calculated using.
  • the degree of polarization yy was obtained from the parallel transmittance Yp and the orthogonal transmittance Yc by equation (2).
  • orthogonal hue a * and b * were measured.
  • the orthogonal hue as used herein means that two polarizing plates are measured in a state where the absorption axes are orthogonal to each other.
  • the closer to zero each of a * and b * indicates that the hue indicates a neutral color.
  • Example 2 The polarizing plate of the present invention was prepared in the same manner as in Example 1 except that the aqueous solution in which the film after stretching was immersed was an aqueous solution containing 1.5% by weight of potassium iodide and 5.0% by weight of potassium chloride. .
  • Example 3 The polarizing plate of the present invention was prepared in the same manner as in Example 1 except that the aqueous solution in which the film after stretching was immersed was an aqueous solution containing 2.5% by weight of potassium iodide and 3.0% by weight of potassium chloride. .
  • Example 4 The polarizing plate of the present invention was prepared in the same manner as in Example 1 except that the aqueous solution in which the film after stretching was immersed was an aqueous solution containing 2.5% by weight of potassium iodide and 1.5% by weight of potassium chloride. .
  • Example 5 The polarizing plate of the present invention was prepared in the same manner as in Example 1 except that the aqueous solution in which the film after stretching was immersed was an aqueous solution containing 5.0% by weight of potassium iodide and 5.0% by weight of potassium chloride. .
  • Example 6 The polarizing plate of the present invention was prepared in the same manner as in Example 1 except that the aqueous solution in which the film after stretching was immersed was an aqueous solution containing 5.0% by weight of potassium iodide and 8.0% by weight of potassium chloride. .
  • Example 7 The same procedure as in Example 1 was repeated except that the aqueous solution in which the film after drawing was immersed was an aqueous solution containing 2.5% by weight of potassium iodide, 5.0% by weight of potassium chloride, and 1.0% by weight of lithium chloride. To give a polarizing plate of the present invention.
  • Example 8 The same procedure as in Example 1 was repeated except that the aqueous solution in which the film after stretching was immersed was an aqueous solution containing 2.5% by weight of potassium iodide, 5.0% by weight of potassium chloride, and 5.0% by weight of lithium chloride. To give a polarizing plate of the present invention.
  • Example 9 95 parts by weight of pentaerythritol triacrylate (PET-30 manufactured by Nippon Kayaku Co., Ltd.) and 5 parts by weight of Irgacure 184 (manufactured by Ciba Specialty Chemicals) were mixed by stirring to obtain a polymerizable resin composition used in the present invention.
  • This composition was diluted with methyl ethyl ketone (manufactured by Junsei Chemical Co., Ltd.) to prepare a solution having a solid content concentration of 50% by weight.
  • This solution was applied to the TAC surface using a spin coater, and the film thickness after removing the solvent by heating was 3 ⁇ m.
  • the solvent was dried at 50 ° C.
  • An adhesive layer comprising 8 parts by weight of a polyvinyl alcohol-based resin (Gausefima Z 200 manufactured by Nippon Gosei Co., Ltd.), 0.8 parts by weight of dialdehyde, and 100 parts by weight of water.
  • Example 2 Layer was adhered to the polarizing element used in Example 1 and the layer was cured with a composition of TAC / polymerizable resin composition / adhesive layer / polarizing element / adhesive layer / polymerizable resin composition cured A polarizing plate to be a laminated layer / TAC was obtained.
  • Example 10 55 parts by weight of pentaerythritol triacrylate (PET-30 manufactured by Nippon Kayaku Co., Ltd.), 40 parts by weight of dipentaerythritol hexaacrylate (DPHA manufactured by Nippon Kayaku Co., Ltd.), 5 parts by weight of Irgacure 184 (made by Ciba Specialty Chemicals) It mixed and obtained the polymeric resin composition used by this invention. This composition was diluted with methyl ethyl ketone (manufactured by Junsei Chemical Co., Ltd.) to prepare a solution having a solid content concentration of 50% by weight.
  • PTT-30 pentaerythritol triacrylate
  • DPHA dipentaerythritol hexaacrylate
  • Irgacure 184 made by Ciba Specialty Chemicals
  • This solution was applied to the TAC surface using a spin coater, and the film thickness after removing the solvent by heating was 3 ⁇ m.
  • the solvent was dried at 50 ° C. for 2 minutes and then irradiated with a high pressure mercury lamp (integrated light quantity: 400 mJ / cm 2 ) in air for curing to obtain a layer in which the polymerizable resin composition of the present invention was cured.
  • the surface of the layer was contacted with an alkaline aqueous solution at pH 11 for 10 minutes, and the contact angle of the surface of the layer with water was reduced from 80 ° to 55.1 °.
  • An adhesive layer comprising 8 parts by weight of a polyvinyl alcohol-based resin (Gausefima Z 200 manufactured by Nippon Gosei Co., Ltd.), 0.8 parts by weight of dialdehyde, and 100 parts by weight of water.
  • Layer was adhered to the polarizing element used in Example 5 and the layer was cured by curing the TAC / polymerizable resin composition / adhesive layer / polarizing element / adhesive layer / polymerizable resin composition.
  • a polarizing plate to be a laminated layer / TAC was obtained.
  • Example 11 70 parts by weight of pentaerythritol triacrylate (PET-30 manufactured by Nippon Kayaku Co., Ltd.), 25 parts by weight of dipentaerythritol monohydroxypentaacrylate (SR-399 manufactured by Sartomer), 5 parts by weight of Irgacure 184 (manufactured by Chivas Specialty Chemicals) The mixture was stirred and mixed to obtain a polymerizable resin composition used in the present invention. This composition was diluted with methyl ethyl ketone (manufactured by Junsei Chemical Co., Ltd.) to prepare a solution having a solid content concentration of 50% by weight.
  • PTT-30 pentaerythritol triacrylate
  • SR-399 dipentaerythritol monohydroxypentaacrylate
  • Irgacure 184 manufactured by Chivas Specialty Chemicals
  • This solution was applied to the TAC surface using a spin coater, and the film thickness after removing the solvent by heating was 3 ⁇ m.
  • the solvent was dried at 50 ° C. for 2 minutes and then irradiated with a high pressure mercury lamp (integrated light quantity: 400 mJ / cm 2 ) in air for curing to obtain a layer in which the polymerizable resin composition of the present invention was cured.
  • the surface of the layer was contacted with an aqueous alkaline solution of pH 11 for 10 minutes, and the contact angle of the layer surface with water was reduced from 80 ° to 51.7 °.
  • An adhesive layer comprising 8 parts by weight of a polyvinyl alcohol-based resin (Gausefima Z 200 manufactured by Nippon Gosei Co., Ltd.), 0.8 parts by weight of dialdehyde, and 100 parts by weight of water. Layer was adhered to the polarizing element used in Example 8 and the layer was cured of the TAC / polymerizable resin composition / adhesive layer / polarizing element / adhesive layer / polymerizable resin composition. A polarizing plate to be a laminated layer / TAC was obtained.
  • Comparative Example 1 A polarizing plate was prepared in the same manner as in Example 1 except that the aqueous solution in which the film after stretching was immersed was an aqueous solution containing 3.0% by weight of potassium chloride.
  • Comparative example 3 A polarizing plate was prepared in the same manner as in Example 1 except that the aqueous solution in which the film after stretching was immersed was an aqueous solution of 2.5% by weight of potassium iodide.
  • Comparative example 4 A polarizing plate was prepared in the same manner as in Example 1 except that the aqueous solution in which the film after stretching was immersed was an aqueous solution of 5.0% by weight of potassium iodide.
  • Comparative example 5 A polarizing plate was prepared in the same manner as in Example 1 except that the aqueous solution for immersing the film after stretching was changed to an aqueous solution of 3.0% by weight of lithium chloride.
  • Comparative example 6 A polarizing plate was prepared in the same manner as in Example 1 except that the aqueous solution in which the film after stretching was immersed was an aqueous solution of 3.0% by weight of potassium bromide.
  • Comparative example 7 A polarizing plate was prepared in the same manner as in Example 1 except that the aqueous solution in which the film after stretching was immersed was an aqueous solution containing 10% by weight of potassium iodide and 5.0% by weight of lithium chloride.
  • Comparative Example 8 20 parts by weight of dipentaerythritol hexaacrylate (DPHA manufactured by Nippon Kayaku Co., Ltd., 30 parts by weight of pentaerythritol triacrylate (PET-30 manufactured by Nippon Kayaku Co., Ltd.), dicyclopentanyl acrylate (FA-513A manufactured by Hitachi Chemical Co., Ltd.) 20 The parts by weight and 5 parts by weight of Irgacure 184 (manufactured by Ciba Specialty Chemicals) were stirred and mixed to obtain polymerizable resin compositions described in Examples 4 and 5 of Japanese Patent No. 4947699.
  • the surface of the layer was contacted with an alkaline aqueous solution of pH 11 for 10 minutes, and the contact angle of the surface of the layer with water was reduced from 80 ° to 57.2 °.
  • An adhesive layer comprising 8 parts by weight of a polyvinyl alcohol-based resin (Gausefima Z 200 manufactured by Nippon Gosei Co., Ltd.), 0.8 parts by weight of dialdehyde, and 100 parts by weight of water.
  • Example 1 an aqueous solution for immersing the film after stretching was adhered to a polarizing element produced with an aqueous solution of 5.0% by weight of lithium chloride, and the composition was a TAC / polymerizable resin composition.
  • a polarizing plate to be a cured layer / adhesive layer / polarizing element / adhesive layer / cured layer of polymerizable resin composition / TAC was obtained.
  • Table 2 shows the respective ions of potassium, iodine, chlorine, lithium, and bromine contained in the polarizing plates in Examples 1 to 11 and Comparative Examples 1 to 8, the concentration of boric acid contained, and Ys0 in the initial stage before the durability test. Transmittance, ⁇ 0 indicates the initial degree of polarization.
  • the ions of potassium, iodine, chlorine, lithium and bromine were measured with a DX-320 manufactured by Dionex Corporation after accurately measuring the obtained polarizing element and dissolving in water.
  • the invention of the present application has high adhesion even after the durability test, and there is no problem in durability.
  • a polarizing plate having very high durability is obtained, and as can be seen by comparison with the results of Comparative Example 5 and Comparative Example 8, when contained ions in the polarizing element change, It is understood that the adhesion of the polarizing element is lowered and the durability is also lowered.

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  • Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Optics & Photonics (AREA)
  • General Physics & Mathematics (AREA)
  • Nonlinear Science (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Mathematical Physics (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Materials Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Polarising Elements (AREA)
  • Laminated Bodies (AREA)

Abstract

Le problème à résoudre dans le cadre de l'invention consiste à fournir un élément polarisant qui possède une durabilité en chaleur humide considérablement améliorée et une bonne qualité même dans des tests de chaleur sèche. La solution proposée par la présente invention consiste en un élément polarisant qui comprend un film orienté de résine d'alcool polyvinylique sur lequel est adsorbé de l'iode, ledit élément polarisant contenant entre 10 et 30 % en poids d'acide borique, entre 10 000 et 60 000 ppm d'ions iode, et entre 200 et 20 000 ppm d'ions chlore.
PCT/JP2015/061666 2014-04-25 2015-04-16 Élément polarisant contenant de l'iode très durable Ceased WO2015163224A1 (fr)

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JP2016514886A JPWO2015163224A1 (ja) 2014-04-25 2015-04-16 高耐久ヨウ素系偏光素子
KR1020167021477A KR20160146651A (ko) 2014-04-25 2015-04-16 고내구성 요오드계 편광소자
CN201580018140.4A CN106164719A (zh) 2014-04-25 2015-04-16 高耐久碘系偏振元件

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