WO2021210342A1 - Membrane polarisante et film polarisant - Google Patents

Membrane polarisante et film polarisant Download PDF

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Publication number
WO2021210342A1
WO2021210342A1 PCT/JP2021/011363 JP2021011363W WO2021210342A1 WO 2021210342 A1 WO2021210342 A1 WO 2021210342A1 JP 2021011363 W JP2021011363 W JP 2021011363W WO 2021210342 A1 WO2021210342 A1 WO 2021210342A1
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Prior art keywords
polarizing film
film
weight
iodine
polarizing
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PCT/JP2021/011363
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English (en)
Japanese (ja)
Inventor
浩明 澤田
山下　智弘
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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 KR1020227022596A priority Critical patent/KR20230002273A/ko
Priority to CN202180028180.2A priority patent/CN115398291A/zh
Publication of WO2021210342A1 publication Critical patent/WO2021210342A1/fr

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    • 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
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2329/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Derivatives of such polymer
    • C08J2329/02—Homopolymers or copolymers of unsaturated alcohols
    • C08J2329/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids

Definitions

  • the present invention relates to a polarizing film and a polarizing film.
  • a polarizing film used for various image display devices such as a liquid crystal display device and an organic EL display device
  • dyed such as iodine and dichroic dyes
  • a polyvinyl alcohol-based film (containing a dichroic substance) is used.
  • the polarizing film is produced by subjecting a polyvinyl alcohol-based film to various treatments such as swelling, dyeing, cross-linking, and stretching in a bath, washing treatment, and then drying.
  • the polarizing film is usually used as a polarizing film (polarizing plate) in which a protective film such as triacetyl cellulose is bonded to one side or both sides thereof using an adhesive.
  • Patent Document 1 a polarizing film having a high iodine content is required. Further, it is known that even such a thin polarizing film can suppress the amount of change in the simple substance transmittance in a high temperature environment (105 ° C. ⁇ 30 hours) (Patent Document 2).
  • the thin polarizing films specifically disclosed in Patent Documents 1 and 2 do not sufficiently suppress the decrease in the single transmittance in a high temperature environment, and there is room for improvement in the performance.
  • the present inventors have found that iodine contained in an iodine-based polarizing film promotes polyene formation in a high temperature environment. Therefore, it is effective to reduce the iodine content in the polarizing film in order to suppress the decrease in the simple substance transmittance due to the coloring of the polarizing film in a high temperature environment. On the other hand, it has been difficult to obtain a polarizing film having a good degree of polarization and a high content of iodine.
  • a polarizing film having a high iodine content in a polarizing film having a high iodine content, a polarizing film having a simple substance transmittance of 41% or less can be used from the viewpoint that the contrast can be increased by setting the simple substance transmittance low. It has been demanded.
  • the present invention has an initial single transmittance of 41% or less in a polarizing film having a high iodine content, and a decrease in the simple substance transmittance due to coloring of the polarizing film in a high temperature environment.
  • An object of the present invention is to provide a polarizing film having an excellent suppressing effect.
  • Another object of the present invention is to provide a polarizing film using the above-mentioned polarizing film.
  • the present invention is a polarizing film formed by adsorbing and orienting iodine on a polyvinyl alcohol-based film, in which the iodine content is more than 10% by weight, the simple substance transmittance is 41% or less, and
  • the peak temperature of the maximum intensity of detected water is 175 ° C. under the conditions that the temperature rise rate is 10 ° C./min and the temperature rise range is 40 ° C. to 350 ° C. in the presence of an inert gas.
  • the above is related to the polarizing film.
  • the present invention also relates to a polarizing film in which a transparent protective film or an optical functional film is bonded to at least one surface of the polarizing film.
  • the polarizing film of the present invention is a polarizing film formed by adsorbing and orienting iodine on a polyvinyl alcohol-based film, and has an iodine content of more than 10% by weight, a simple substance transmittance of 41% or less, and a single transmittance of 41% or less.
  • the peak temperature of the maximum intensity of detected water is 175 under the conditions that the temperature rise rate is 10 ° C./min and the temperature rise range is 40 ° C. to 350 ° C. in the presence of an inert gas. It is above °C.
  • the polarizing film of the present invention sets the temperature at which this dehydration reaction occurs to the high temperature side, that is, the generated gas analysis method.
  • the peak temperature of the maximum intensity of water detected (observed) by the generated gas analysis method is set to 175 ° C. or higher.
  • the single transmittance is 41% or less, and the initial degree of polarization is good.
  • the present inventors observed the generation of radicals from the polarizing film when the polarizing film formed by adsorbing and orienting iodine on an iodine-containing polyvinyl alcohol-based film was exposed to a high temperature environment for a certain period of time.
  • the timing at which the polarizing film was colored by polyene formation and the timing at which this radical was generated were very similar, suggesting a phenomenon in which radicals are generated due to the progress of polyene formation of the polarizing film.
  • the membrane contains a radical scavenger.
  • the polarizing film of the present invention is an iodine-based polarizing film formed by adsorbing and orienting iodine on a polyvinyl alcohol-based film, and has an iodine content of more than 10% by weight and a simple substance transmittance of 41% or less.
  • the peak temperature of the maximum intensity of water detected under the conditions of a temperature rising rate of 10 ° C./min and a temperature rising range of 40 ° C. to 350 ° C. in the presence of an inert gas. Is above 175 ° C.
  • the polarizing film has an iodine content of more than 10% by weight from the viewpoint of improving the initial degree of polarization of the polarizing film.
  • the iodine content is preferably 12% by weight or more, more preferably 15% by weight or more, and From the viewpoint of controlling the peak temperature of the maximum intensity of water detected by the generated gas analysis method to 175 ° C. or higher, the iodine content is preferably 30% by weight or less, preferably 25% by weight or less. Is more preferable.
  • the polarizing film preferably has a thickness of 0.2 ⁇ m or more, more preferably 0.5 ⁇ m or more, and makes the polarizing film thinner. From the above viewpoint, the thickness is preferably 10 ⁇ m or less, more preferably 8 ⁇ m or less, and further preferably 5 ⁇ m or less.
  • the polarizing film has a single transmittance of 41% or less. From the viewpoint of display panel brightness, the polarizing film preferably has a single transmittance of 30% or more, more preferably 35% or more, and controls the initial degree of polarization to 99.98 or more. From the viewpoint, the single transmittance is preferably 41% or less, and more preferably 40% or less.
  • the single transmittance was measured with a spectrophotometer with an integrating sphere (for example, manufactured by JASCO Corporation, product name: V7100) and measured with a 2 degree field (C light source) of JIS Z8701 to correct the luminosity factor. It is a Y value.
  • the polarizing film has the maximum intensity of water detected in the generated gas analysis method under the conditions that the temperature rise rate is 10 ° C./min and the temperature rise range is 40 ° C. to 350 ° C. in the presence of an inert gas.
  • the peak temperature of is 175 ° C. or higher.
  • the change in the single transmittance of the polarizing film before and after the heating durability test (105 ° C. ⁇ 96 hours), which is an index of the heat resistance of the display. It becomes difficult to control the amount to 0% or more and 5% or less.
  • FIG. 1 is an example of a chart showing the peak of water detected by the above-mentioned generated gas analysis method, and the peak temperature of the maximum intensity of detected water is 175 ° C. or higher.
  • the above-mentioned generated gas analysis method is an analysis method in which a gas chromatography device and a mass spectrometer are directly connected by an inert metal capillary or the like, and the gas generated when the sample is heated and heated is monitored in real time.
  • a gas chromatography device and a mass spectrometer are directly connected by an inert metal capillary or the like, and the gas generated when the sample is heated and heated is monitored in real time.
  • EGA / MS method an EGA / TOFMS method, or the like.
  • the polarizing film preferably contains a radical scavenger. It is presumed that the radical scavenger can set the temperature at which the dehydration reaction of polyene formation occurs on the high temperature side by capturing the radicals generated by heating the polyvinyl alcohol of the polarizing film.
  • the radical scavenger include radical scavengers such as hindered phenol-based, hindered amine-based, phosphorus-based, sulfur-based, benzotriazole-based, benzophenone-based, hydroxylamine-based, salicylate ester-based, and triazine-based compounds. Be done.
  • the radical scavenger is preferably, for example, a nitroxy radical or a compound having a nitroxide group from the viewpoint that the temperature at which the dehydration reaction of polyene formation occurs can be easily set on the high temperature side.
  • N-oxyl compound functional group, the C-N (-C) -O ⁇ compounds having (O ⁇ is an oxy radical)
  • known materials can be used.
  • N-oxyl compound include compounds having an organic group having the following structure.
  • R 1 represents an oxy radical
  • R 2 to R 5 independently represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms
  • n is 0 or 1.
  • the left side of the dotted line part shows an arbitrary organic group.
  • Examples of the compound having an organic group include compounds represented by the following general formulas (2) to (5).
  • R 1 to R 5 and n are the same as above, and R 6 represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, an acyl group or an aryl group. , N represents 0 or 1.
  • R 1 to R 5 and n are the same as above, and R 7 and R 8 are independently hydrogen atoms or alkyl groups having 1 to 10 carbon atoms.
  • R 1 to R 5 and n are the same as described above, and R 9 to R 11 are independently hydrogen atoms or alkyl groups having 1 to 10 carbon atoms.
  • R 12 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, an amino group, an alkoxy group and a hydroxy group. Represents a group or an aryl group.
  • R 2 to R 5 are preferably alkyl groups having 1 to 6 carbon atoms and having 1 to 3 carbon atoms from the viewpoint of availability. It is more preferably an alkyl group.
  • R 6 is preferably a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and more preferably a hydrogen atom.
  • R 7 and R 8 are preferably hydrogen atoms independently or alkyl groups having 1 to 10 carbon atoms, and are hydrogen atoms. Is more preferable.
  • R 9 to R 11 are preferably hydrogen atoms or alkyl groups having 1 to 10 carbon atoms.
  • R 12 is preferably a hydroxy group, an amino group, or an alkoxy group.
  • n is preferably 1 from the viewpoint of availability.
  • N-oxyl compound examples include N- described in JP-A-2003-64022, JP-A-11-222462, JP-A-2002-284737, and International Publication No. 2016/047655. Oxyl compounds can be mentioned.
  • the radical scavenger preferably has a molecular weight of 1000 or less, more preferably 500 or less, and further preferably 300 or less, from the viewpoint of efficiently capturing radicals generated in the polyene reaction. preferable.
  • the radical trapping agent is short from the viewpoint of being able to efficiently soak into the polarizing film together with water during the production of the polarizing film, from the viewpoint of being able to impregnate the polarizing film at a high concentration, and even when a thick polyvinyl alcohol-based film is used. Since it can be impregnated with time, it is preferable that 1 part by weight or more can be dissolved in 100 parts by weight of water at 25 ° C., and 2 parts by weight with respect to 100 parts by weight of water at 25 ° C. from the viewpoint of increasing the productivity of the polarizing film. It is more preferable that it can be dissolved as described above, and it is further preferable that it can be dissolved in 5 parts by weight or more with respect to 100 parts by weight of water at 25 ° C.
  • examples of the compound having a nitroxyl radical or a nitroxide group include the following compounds.
  • R represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, an acyl group, or an aryl group.
  • the content of the radical scavenger is 0.1% by weight in the polarizing film from the viewpoint of suppressing a decrease in single transmittance due to coloring of the polarizing film in a high temperature environment. % Or more, more preferably 0.2% by weight or more, further preferably 0.5% by weight or more, and preferably 30% by weight or less from the viewpoint of appearance. , 20% by weight or less, more preferably 10% by weight or less.
  • the polarizing film When the polarizing film contains the radical scavenger, the polarizing film has a weight ratio of the content of the radical scavenger to the content of the iodine (the content of the radical scavenger / the weight of the iodine content).
  • the ratio is preferably 0.01 or more, more preferably 0.05 or more, and from the viewpoint of appearance, from the viewpoint of suppressing a decrease in the radical transmittance due to coloring of the polarizing film in a high temperature environment. Therefore, it is preferably 1.0 or less, and more preferably 0.5 or less.
  • the method for producing a polarizing film is obtained by subjecting a polyvinyl alcohol-based film (PVA-based film) to an arbitrary swelling step, a washing step and a drying step, and at least a dyeing step, a cross-linking step and a stretching step.
  • the content of the iodine contained in the polarizing film is the content of the iodine and iodide such as potassium iodide contained in any of the treatment baths in the swelling step, the dyeing step, the cross-linking step, the stretching step and the washing step. It can be controlled by the concentration, the treatment temperature and the treatment time of each of the above treatment baths. Further, each step may be performed in an arbitrary appropriate order, and one step may be performed a plurality of times as needed.
  • the polyvinyl alcohol-based film has translucency in the visible light region, and can be used without particular limitation if it disperses and adsorbs a dichroic substance such as iodine or a dichroic dye.
  • a dichroic substance such as iodine or a dichroic dye.
  • the material of the polyvinyl alcohol-based film include polyvinyl alcohol or a derivative thereof.
  • the polyvinyl alcohol derivative include polyvinyl formal, polyvinyl acetal; olefins such as ethylene and propylene; unsaturated carboxylic acids such as acrylic acid, methacrylic acid and crotonic acid, and alkyl esters and acrylamides thereof. Can be mentioned.
  • the polyvinyl alcohol preferably has an average degree of polymerization of about 100 to 10,000, more preferably about 1,000 to 10,000, and even more preferably about 1,500 to 4,500. ..
  • the polyvinyl alcohol preferably has a saponification degree of about 80 to 100 mol%, more preferably about 95 mol% to 99.95 mol.
  • the average degree of polymerization and the saponification degree can be determined according to JIS K 6726.
  • the polyvinyl alcohol-based film may contain additives such as a plasticizer and a surfactant.
  • the plasticizer include polyols such as glycerin, diglycerin, triglycerin, ethylene glycol, propylene glycol, and polyethylene glycol, and condensates thereof.
  • the amount of the additive used is not particularly limited, but is preferably about 20% by weight or less in the polyvinyl alcohol-based film, for example.
  • the polyvinyl alcohol-based film uses a laminate in which a polyvinyl alcohol-based resin layer (PVA-based resin layer) containing a polyvinyl alcohol-based resin (PVA-based resin) is formed on one side of a long thermoplastic resin base material. May be good. Any suitable method is adopted as the method for producing the laminate. For example, a method of applying a coating liquid containing the PVA-based resin to the surface of the thermoplastic resin base material and drying the laminate can be mentioned. Be done.
  • the thickness of the thermoplastic resin base material is preferably about 20 to 300 ⁇ m, more preferably about 50 to 200 ⁇ m.
  • the thickness of the PVA-based resin layer is preferably about 3 to 40 ⁇ m, more preferably about 3 to 20 ⁇ m.
  • thermoplastic resin can be adopted as the constituent material of the thermoplastic resin base material.
  • the thermoplastic resin include ester resins such as polyethylene terephthalate resins, cycloolefin resins such as norbornene resins, olefin resins such as polypropylene, polyamide resins, polycarbonate resins, and copolymer resins thereof. And so on.
  • norbornene-based resin and amorphous (amorphous) polyethylene terephthalate-based resin are preferable, and further, the thermoplastic resin base material is extremely excellent in stretchability and crystallization during stretching can be suppressed.
  • Amorphous (amorphous) polyethylene terephthalate resin is preferably used.
  • amorphous (amorphous) polyethylene terephthalate resin examples include a copolymer containing isophthalic acid and / or cyclohexanedicarboxylic acid as a dicarboxylic acid, and a copolymer containing cyclohexanedimethanol or diethylene glycol as a glycol.
  • the thermoplastic resin base material may be surface-treated (for example, corona treatment or the like) before forming the PVA-based resin layer, or the easy-adhesion layer may be formed on the thermoplastic resin base material. .. By performing such a treatment, the adhesion between the thermoplastic resin base material and the PVA-based resin layer can be improved. Further, the thermoplastic resin base material may be stretched before forming the PVA-based resin layer.
  • the coating liquid is a solution in which a PVA-based resin is dissolved in a solvent.
  • the solvent include water, dimethyl sulfoxide, dimethylformamide, dimethylacetamide, N-methylpyrrolidone, various glycols, polyhydric alcohols such as trimethylpropane, and amines such as ethylenediamine and diethylenetriamine. preferable. These can be used alone or in combination of two or more.
  • the concentration of the PVA-based resin in the coating liquid is about 3 to 20 parts by weight with respect to 100 parts by weight of the solvent from the viewpoint of being able to form a uniform coating film in close contact with the thermoplastic resin base material. preferable.
  • the coating liquid may contain a halide from the viewpoint of improving the orientation of polyvinyl alcohol molecules by stretching.
  • a halide any suitable halide can be adopted, and examples thereof include iodide and sodium chloride.
  • the iodide include potassium iodide, sodium iodide, lithium iodide and the like, and potassium iodide is preferable.
  • the concentration of the halide in the coating liquid is preferably about 5 to 20 parts by weight, more preferably about 10 to 15 parts by weight, based on 100 parts by weight of the PVA-based resin.
  • an additive may be added to the coating liquid.
  • the additive include plasticizers such as ethylene glycol and glycerin; and surfactants such as nonionic surfactants.
  • any suitable method can be adopted as the coating method of the coating liquid, and for example, a roll coating method, a spin coating method, a wire bar coating method, a dip coating method, a die coating method, a curtain coating method, and a spray coating method can be adopted. , Knife coat method (comma coat method, etc.) and the like.
  • the PVA-based film is typically uniaxially stretched about 3 to 7 times.
  • the stretching direction may be the longitudinal direction of the film (MD direction) or the width direction of the film (TD direction).
  • the stretching direction is preferably the TD direction from the viewpoint of laminating the transparent protective film or the optical functional film with the roll-to-roll.
  • the stretching method may be dry stretching, wet stretching, or a combination of these.
  • the PVA-based film may be stretched when performing a crosslinking step, a swelling step, a dyeing step, or the like.
  • the stretching step may be performed in one step or in multiple steps. When performed in multiple stages, the draw ratio is the product of the draw ratios of each stage.
  • the stretching direction can correspond to the absorption axis direction of the obtained polarizing film.
  • the swelling step is performed before the dyeing step, if necessary.
  • the swelling step is performed, for example, by immersing a PVA-based film in a swelling bath.
  • a swelling bath water such as distilled water or pure water is usually used.
  • the swollen bath may contain any suitable other component other than water.
  • the other components include solvents such as alcohol, additives such as surfactants, and iodides.
  • the iodide include potassium iodide, lithium iodide, sodium iodide, zinc iodide, aluminum iodide, lead iodide, copper iodide, barium iodide, calcium iodide, tin iodide, and iodide.
  • titanium, and potassium iodide is preferable.
  • the temperature of the swelling bath is, for example, about 20 to 45 ° C.
  • the immersion time is, for example, about 10 to 300 seconds.
  • the dyeing step is a step of dyeing a PVA-based film with a dichroic substance.
  • the adsorption method include a method of immersing a PVA-based film in a dyeing solution containing a dichroic substance, a method of applying the dyeing solution to the PVA-based film, a method of spraying the dyeing solution onto the PVA-based film, and the like. From the viewpoint that the dichroic substance can be adsorbed well, the method of immersing the PVA-based film in the dyeing solution is preferable.
  • the dichroic substance examples include iodine and a dichroic dye, and iodine is preferable.
  • iodine is used as the dichroic substance
  • an aqueous iodine solution is preferably used as the staining solution.
  • the iodine content of the iodine aqueous solution is preferably about 0.04 to 5.0 parts by weight with respect to 100 parts by weight of water.
  • iodide is preferably used as the iodide.
  • the content of the iodide is preferably about 0.3 to 15 parts by weight with respect to 100 parts by weight of water.
  • the ratio of the content of iodine and iodide in the iodine aqueous solution is preferably about 1: 5 to 1:20, preferably about 1: 5 to 1:10. More preferably.
  • the temperature of the dyeing solution is, for example, 20 to 50 ° C.
  • the immersion time is, for example, 5 seconds to 5 minutes.
  • a boron compound is usually used as a cross-linking agent.
  • the boron compound include boric acid and borax, and boric acid is preferable.
  • the boron compound is usually used in the form of an aqueous solution.
  • the concentration of the boron compound is, for example, about 0.5 to 15% by weight, preferably about 1 to 10% by weight.
  • the aqueous solution containing the boron compound may contain iodide such as potassium iodide.
  • the cross-linking step includes, for example, a method of immersing a PVA-based film in an aqueous solution containing a boron compound, a method of applying an aqueous solution containing a boron compound to a PVA-based film, a method of spraying an aqueous solution containing a boron compound onto a PVA-based film, and the like.
  • the method of immersing in an aqueous solution containing a boron compound is preferable.
  • the temperature of the aqueous solution containing the boron compound is, for example, 25 ° C. or higher, preferably about 30 to 85 ° C., and even more preferably about 40 to 70 ° C.
  • the immersion time is, for example, about 5 to 800 seconds, preferably about 8 to 500 seconds.
  • the cleaning step is performed after the cross-linking step, if necessary.
  • the cleaning step is typically performed by immersing a PVA-based film in a cleaning solution. Pure water is a typical example of the cleaning liquid.
  • the cleaning solution may contain iodide such as potassium iodide.
  • the temperature of the cleaning liquid is, for example, about 5 to 50 ° C.
  • the immersion time is, for example, about 1 to 300 seconds.
  • the radical scavenging is performed in one or more of the swelling step, the washing step, the dyeing step, the cross-linking step, and the stretching step. It may contain an agent.
  • concentration of the radical scavenger contained in any of the treatment baths cannot be unconditionally determined because it is affected by the number of treatments, the treatment time, the treatment temperature, etc. of each treatment, but the concentration of the radical scavenger in the polarizing film is contained.
  • the amount is usually preferably 0.01% by weight or more, more preferably 0.05% by weight or more, further preferably 0.1% by weight or more, and , 30% by weight or less, more preferably 25% by weight or less, still more preferably 20% by weight or less.
  • each treatment bath in the swelling step, the dyeing step, the cross-linking step, the stretching step, and the washing step contains additives such as zinc salts, pH adjusters, pH buffers, and other salts.
  • the zinc salt include zinc halides such as zinc chloride and zinc iodide; and inorganic zinc salts such as zinc sulfate and zinc acetate.
  • the pH adjuster include strong acids such as hydrochloric acid, sulfuric acid and nitric acid, and strong bases such as sodium hydroxide and potassium hydroxide.
  • Examples of the pH buffer include carboxylic acids such as acetic acid, oxalic acid and citric acid and salts thereof, and inorganic weak acids such as phosphoric acid and carbonic acid and salts thereof.
  • Examples of the other salts include chlorides such as sodium chloride, potassium chloride and barium chloride, nitrates such as sodium nitrate and potassium nitrate, sulfates such as sodium sulfate and potassium sulfate, and alkali metals and alkaline earth metals. Examples include salt.
  • drying step examples include natural drying, blast drying, vacuum drying, heat drying and the like, and heat drying is preferable.
  • the heating temperature is, for example, 30 to 100 ° C.
  • the drying time is, for example, 20 seconds to 10 minutes.
  • the polarizing film of the present invention is one in which a film such as a transparent protective film or an optical functional film is bonded to at least one surface of the polarizing film.
  • the transparent protective film is not particularly limited, and various transparent protective films used for the polarizing film can be used.
  • a thermoplastic resin having excellent transparency, mechanical strength, thermal stability, moisture blocking property, isotropic property and the like is used.
  • the thermoplastic resin include cell roll ester resins such as triacetyl cellulol, polyester resins such as polyethylene terephthalate and polyethylene naphthalate, polyether sulfone resins, polysulfone resins, polycarbonate resins, nylon and fragrances.
  • Polyamide-based resin such as group polyamide, polyimide-based resin, polyethylene, polypropylene, polyolefin-based resin such as ethylene / propylene copolymer, (meth) acrylic-based resin, cyclic polyolefin-based resin having a cyclo-based or norbornene structure (norbornene-based resin) ), Polyallylate-based resin, polystyrene-based resin, polyvinyl alcohol-based resin, and mixtures thereof.
  • a cured layer formed of a thermosetting resin such as (meth) acrylic, urethane, acrylic urethane, epoxy, silicone or the like or an ultraviolet curable resin can be used.
  • cell roll ester-based resins, polycarbonate-based resins, (meth) acrylic-based resins, cyclic polyolefin-based resins, and polyester-based resins are preferable.
  • the thickness of the transparent protective film can be appropriately determined, but in general, it is preferably about 1 to 500 ⁇ m, preferably about 1 to 300 ⁇ m, from the viewpoint of workability such as strength and handleability, and thin layer property. More preferably, it is more preferably about 5 to 100 ⁇ m.
  • the transparent protective film contains any suitable additives such as UV absorbers, antioxidants, lubricants, plasticizers, mold release agents, color inhibitors, flame retardants, antistatic agents, pigments, colorants and the like. You may. In particular, when the transparent protective film contains an ultraviolet absorber, the light resistance of the polarizing film can be improved.
  • the optical functional film is not particularly limited, and for example, a reflector, a semitransparent plate, a retardation plate (including a wave plate such as 1/2 or 1/4), a viewing angle compensation film, a linearly polarizing separation film, or the like.
  • a reflector a semitransparent plate
  • a retardation plate including a wave plate such as 1/2 or 1/4
  • a viewing angle compensation film a linearly polarizing separation film, or the like.
  • One layer or two or more layers of an optical functional film that may be used for forming a liquid crystal display device such as a brightness improving film can be used.
  • the polarizing film having the optical functional film include a reflective polarizing film or a semi-transmissive polarizing film in which a reflecting plate or a semi-transmissive reflecting plate is further laminated on the polarizing film, and a retardation plate further formed on the polarizing film.
  • Examples thereof include an elliptically polarized light film or a circularly polarizing film laminated, a wide viewing angle polarizing film obtained by further laminating a viewing angle compensating film on the polarizing film, and a polarizing film obtained by further laminating a brightness improving film on the polarizing film. ..
  • the films on both sides may be the same or different.
  • Functional layers such as a hard coat layer, an antireflection layer, a sticking prevention layer, a diffusion layer and an antiglare layer can be provided on the surface of the film to which the polarizing film is not bonded.
  • the functional layers such as the hard coat layer, the antireflection layer, the sticking prevention layer, the diffusion layer and the antiglare layer can be provided as the film itself, or can be provided separately from the film.
  • the polarizing film and the film, or the polarizing film and the functional layer are usually bonded via an adhesive layer or an adhesive layer.
  • various pressure-sensitive adhesives used in polarizing films can be applied.
  • examples thereof include alkyl ether adhesives, polyvinyl alcohol adhesives, polyvinyl porolidone adhesives, polyacrylamide adhesives, cellulose adhesives and the like.
  • an acrylic pressure-sensitive adhesive is preferable.
  • the pressure-sensitive adhesive layer for example, a method in which the pressure-sensitive adhesive is applied to a separator or the like that has been peeled off, dried to form a pressure-sensitive adhesive layer, and then transferred to a polarizing film or the like, or the pressure-sensitive adhesive is applied. Examples thereof include a method of applying to a polarizing film and the like and drying to form an adhesive layer.
  • the thickness of the pressure-sensitive adhesive layer is not particularly limited, and is, for example, about 1 to 100 ⁇ m, preferably about 2 to 50 ⁇ m.
  • the adhesive for forming the adhesive layer various adhesives used for the polarizing film can be applied.
  • isocyanate-based adhesives polyvinyl alcohol-based adhesives, gelatin-based adhesives, vinyl-based latex-based adhesives, and the like.
  • Water-based polyester and the like can be mentioned.
  • These adhesives are usually used as an adhesive (water-based adhesive) composed of an aqueous solution, and contain 0.5 to 60% by weight of a solid content.
  • the water-based adhesive may contain a cross-linking agent.
  • a cross-linking agent a compound having at least two functional groups in one molecule having reactivity with a component such as a polymer constituting the adhesive is usually used, and for example, alkylenediamines; isocyanates; epoxies; Aldehydes: Amino-formaldehyde and the like such as methylol urea and methylol melamine can be mentioned.
  • the blending amount of the cross-linking agent in the adhesive is usually about 10 to 60 parts by weight with respect to 100 parts by weight of the components such as the polymer constituting the adhesive.
  • examples of the adhesive include active energy ray-curable adhesives such as ultraviolet curable adhesives and electron beam-curable adhesives.
  • active energy ray-curable adhesive include (meth) acrylate-based adhesives.
  • examples of the curable component in the (meth) acrylate-based adhesive include a compound having a (meth) acryloyl group and a compound having a vinyl group.
  • examples of the compound having a (meth) acryloyl group include alkyl (meth) acrylates having 1 to 20 carbon atoms, such as chain alkyl (meth) acrylates, alicyclic alkyl (meth) acrylates, and polycyclic alkyl (meth) acrylates.
  • the (meth) acrylate-based adhesives are hydroxyethyl (meth) acrylamide, N-methylol (meth) acrylamide, N-methoxymethyl (meth) acrylamide, N-ethoxymethyl (meth) acrylamide, (meth) acrylamide, and (meth). It may contain a nitrogen-containing monomer such as acrylamide.
  • the (meth) acrylate-based adhesive contains tripropylene glycol diacrylate, 1,9-nonanediol diacrylate, tricyclodecanedimethanol diacrylate, cyclic trimethylolpropane formal acrylate, dioxane glycol diacrylate, and EO as cross-linking components. It may contain a polyfunctional monomer such as modified diglycerin tetraacrylate. Further, a compound having an epoxy group or an oxetanyl group can also be used as the cationic polymerization curable adhesive.
  • the compound having an epoxy group is not particularly limited as long as it has at least two epoxy groups in the molecule, and various generally known curable epoxy compounds can be used.
  • the adhesive may contain an appropriate additive if necessary.
  • the additive include a silane coupling agent, a coupling agent such as a titanium coupling agent, an adhesion promoter such as ethylene oxide, an ultraviolet absorber, a deterioration inhibitor, a dye, a processing aid, an ion trap agent, and an antioxidant.
  • the adhesive may be applied to either the film side (or the functional layer side) or the polarizing film side, or both.
  • a drying step is performed to form an adhesive layer composed of a coating and drying layer. After the drying step, ultraviolet rays or electron beams can be irradiated if necessary.
  • the thickness of the adhesive layer is not particularly limited, and when a water-based adhesive or the like is used, it is preferably about 30 to 5000 nm, more preferably about 100 to 1000 nm, and an ultraviolet curable adhesive. When an electron beam curable adhesive or the like is used, it is preferably about 0.1 to 100 ⁇ m, more preferably about 0.5 to 10 ⁇ m.
  • the film and the polarizing film, or the polarizing film and the functional layer may be laminated via an intervening layer such as a surface modification treatment layer, an easy-adhesive layer, a block layer, or a refractive index adjusting layer.
  • an intervening layer such as a surface modification treatment layer, an easy-adhesive layer, a block layer, or a refractive index adjusting layer.
  • Examples of the surface modification treatment for forming the surface modification layer include corona treatment, plasma treatment, primer treatment, saponification treatment and the like.
  • Examples of the easy-adhesive agent for forming the easy-adhesive layer include a forming material containing various resins having a polyester skeleton, a polyether skeleton, a polycarbonate skeleton, a polyurethane skeleton, a silicone-based, a polyamide skeleton, a polyimide skeleton, a polyvinyl alcohol skeleton, and the like. Can be mentioned.
  • the easy-adhesive layer is usually provided in advance on the film, and the easy-adhesive layer side of the film and the polarizing film are laminated by the adhesive layer or the adhesive layer.
  • the block layer is a layer having a function to prevent impurities such as oligomers and ions eluted from the film and the like from migrating (invading) into the polarizing film.
  • the block layer may be a layer having transparency and capable of preventing impurities eluted from the film or the like, and examples of the material forming the block layer include urethane prepolymer-based forming materials and cyanoacrylate-based materials. Examples thereof include a forming material and an epoxy-based forming material.
  • the refractive index adjusting layer is a layer provided to suppress a decrease in transmittance due to reflection between layers having different refractive indexes such as the film and a polarizing film.
  • the refractive index adjusting material for forming the refractive index adjusting layer include a forming agent containing various resins having silica-based, acrylic-based, acrylic-styrene-based, melamine-based, and the like, and additives.
  • the polarizing film preferably has a degree of polarization of 99.98% or more, and more preferably a degree of polarization of 99.99% or more.
  • An adhesive layer for bonding other members may be attached to one surface or both surfaces of the polarizing film.
  • an adhesive layer is suitable.
  • the pressure-sensitive adhesive forming the pressure-sensitive adhesive layer is not particularly limited, and for example, those using a polymer such as an acrylic polymer, a silicone-based polymer, a polyester, a polyurethane, a polyamide, a polyether, a fluorine-based polymer, or a rubber-based polymer as a base polymer are used. It can be appropriately selected and used.
  • a pressure-sensitive adhesive containing an acrylic polymer which has excellent optical transparency, exhibits appropriate wettability, cohesiveness, and adhesiveness, and has excellent weather resistance, heat resistance, and the like is preferably used.
  • the pressure-sensitive adhesive layer can be attached to one or both sides of the polarizing film by an appropriate method.
  • the pressure-sensitive adhesive layer may be attached, for example, by preparing a pressure-sensitive adhesive solution and directly attaching the pressure-sensitive adhesive solution onto the polarizing film by an appropriate development method such as a casting method or a coating method, or a pressure-sensitive adhesive layer on a separator.
  • a method of forming the above-mentioned material and transferring it onto the polarizing film can be mentioned.
  • the thickness of the pressure-sensitive adhesive layer can be appropriately determined according to the purpose of use, adhesive strength, etc., and is generally 1 to 500 ⁇ m, preferably 5 to 200 ⁇ m, and more preferably 10 to 100 ⁇ m.
  • Such a polarizing film provided with an adhesive layer on at least one surface is also referred to as a polarizing film with an adhesive layer.
  • the exposed surface of the pressure-sensitive adhesive layer is temporarily covered with a separator for the purpose of preventing contamination or the like until it is put into practical use.
  • a separator for example, an appropriate thin leaf such as a plastic film, a rubber sheet, a paper, a cloth, a non-woven fabric, a net, a foam sheet or a metal foil, or a laminate thereof can be used, if necessary, a silicone-based or long-chain alkyl-based separator.
  • Those coated with an appropriate release agent such as fluorine-based or molybdenum sulfide are used.
  • thermoplastic resin base material an isophthalic acid copolymerized polyethylene terephthalate (IPA copolymerized PET) film (thickness: 100 ⁇ m) was used.
  • IPA copolymerized PET film thinness: 100 ⁇ m
  • One side of the base material is corona-treated, and polyvinyl alcohol (polymerization degree 4200, saponification degree 99.2 mol%) and acetoacetyl-modified PVA (polymerization degree 1200, acetoacetyl modification degree 4.6) are applied to the corona-treated surface.
  • the laminate was dried in an oven at 60 ° C. for 21 seconds (drying treatment) to obtain a laminate having a PVA-based resin layer (polarizing film) having a thickness of 1.2 ⁇ m.
  • a linear polarizing separation film (manufactured by 3M, trade name "DBEF") is applied to the polarizing film side of the laminate having the obtained PVA-based resin layer (polarizing film) via an acrylic pressure-sensitive adhesive layer having a thickness of 20 ⁇ m.
  • the thermoplastic resin base material was peeled off, and an acrylic pressure-sensitive adhesive layer having a thickness of 20 ⁇ m was applied to the peeled surface to prepare a polarizing film.
  • the simple substance transmittance was 39.7%.
  • iodine concentration (% by weight) of the polarizing film was determined using the following formula using a fluorescent X-ray analyzer (manufactured by Rigaku Corporation, trade name "ZSX-PRIMUS IV", measurement diameter: ⁇ 20 mm).
  • Iodine concentration (wt%) 14.474 ⁇ (fluorescent X-ray intensity) / (film thickness) (kcps / ⁇ m)
  • the coefficient for calculating the concentration differs depending on the measuring device, but the coefficient is an appropriate calibration curve. Can be obtained using. The results are shown in Table 1.
  • the degree of polarization of the polarizing film can be measured using a spectrophotometer (manufactured by JASCO Corporation, product name "V7100").
  • the parallel transmittance (H0) is a value of the transmittance of a parallel type laminated polarizing film produced by superimposing two same polarizing films so that their absorption axes are parallel to each other.
  • the orthogonal transmittance (H90) is a value of the transmittance of an orthogonal laminated polarizing film produced by superimposing two same polarizing films so that their absorption axes are orthogonal to each other.
  • These transmittances are Y values obtained by correcting the luminosity factor with the 2 degree field of view (C light source) of JlS Z 8701-1982. The results are shown in Table 1.
  • the measurement wavelength is 380 to 700 nm (every 5 nm).
  • the results are shown in Table 1.
  • ⁇ Ts (%) Ts 96 -Ts 0
  • Ts 0 is the single transmittance of the laminate before heating
  • Ts 96 is the single transmittance of the laminate after heating for 96 hours.
  • the ⁇ Ts (%) is preferably 5 ⁇ ⁇ Ts (%) ⁇ 0, and more preferably 3 ⁇ ⁇ Ts (%) ⁇ 0.
  • the cross-linking bath is a cross-linking bath (boron concentration 1.0% by weight, potassium iodide concentration 1.0% by weight, and the compound represented by the above general formula (9).
  • a polarizing film and a polarizing film were produced by the same operation as in Example 1 except that the concentration was changed to 10.0% by weight aqueous solution).
  • Table 1 shows the results of the above measurements and evaluations of the polarizing film and the polarizing film.
  • the cross-linking bath is a cross-linking bath (boron concentration 1.0% by weight, potassium iodide concentration 1.0% by weight, and the compound represented by the above general formula (8).
  • a polarizing film and a polarizing film were produced by the same operation as in Example 1 except that the concentration was changed to 10.0% by weight aqueous solution).
  • Table 1 shows the results of the above measurements and evaluations of the polarizing film and the polarizing film.
  • the cross-linking bath is a cross-linking bath (boron concentration 1.0% by weight, potassium iodide concentration 1.0% by weight, and the compound represented by the above general formula (7).
  • a polarizing film and a polarizing film were produced by the same operation as in Example 1 except that the concentration was changed to 10.0% by weight aqueous solution).
  • Table 1 shows the results of the above measurements and evaluations of the polarizing film and the polarizing film.
  • a PVA-based resin layer is formed so that the thickness of the finally obtained polarizing film is 4.8 ⁇ m to prepare a laminated body, and the cross-linked bath is used as a cross-linked bath.
  • the boron concentration was changed to 1.0% by weight
  • the potassium iodide concentration was 1.0% by weight
  • the concentration of the compound represented by the general formula (9) was changed to 10.0% by weight.
  • a polarizing film and a polarizing film were produced by the same operation as in 1. Table 1 shows the results of the above measurements and evaluations of the polarizing film and the polarizing film.
  • Example 6> In the above ⁇ Preparation of polarizing film and polarizing film>, the dyeing bath was changed to a dyeing bath (an aqueous solution having an iodine concentration of 0.7% by weight and a potassium iodide concentration of 4.9% by weight), and the cross-linking bath was changed to a cross-linking bath (boron). Example 1 except that the concentration was changed to 1.0% by weight, the potassium iodide concentration was 1.0% by weight, and the concentration of the compound represented by the general formula (9) was changed to 10.0% by weight.
  • a polarizing film and a polarizing film were produced by the same operation as in the above. Table 1 shows the results of the above measurements and evaluations of the polarizing film and the polarizing film.
  • a PVA-based resin layer is formed so that the thickness of the finally obtained polarizing film is 2.5 ⁇ m to prepare a laminate, and the dyeing bath is a dyeing bath (dyeing bath).
  • the dyeing bath is a dyeing bath (dyeing bath).
  • a polarizing film and a polarizing film were produced by the same operation as in Example 1 except that the concentration of the compound represented by the general formula (9) was changed to 10.0% by weight aqueous solution).
  • Table 1 shows the results of the above measurements and evaluations of the polarizing film and the polarizing film.
  • a PVA-based resin layer is formed so that the thickness of the finally obtained polarizing film is 4.8 ⁇ m to prepare a laminate, and the dyeing bath is used as a dyeing bath (dyeing bath).
  • the dyeing bath is used as a dyeing bath (dyeing bath).
  • change the cross-linking bath to a cross-linking bath boron concentration 1.0% by weight, potassium iodide concentration 1.0% by weight, and the above.
  • a polarizing film and a polarizing film were produced by the same operation as in Example 1 except that the concentration of the compound represented by the general formula (9) was changed to 10.0% by weight aqueous solution).
  • Table 1 shows the results of the above measurements and evaluations of the polarizing film and the polarizing film.
  • Example 1 except that the cross-linking bath was changed to a cross-linking bath (an aqueous solution having a boron concentration of 1.0% by weight and a potassium iodide concentration of 1.0% by weight) in the above ⁇ Preparation of polarizing film and polarizing film>.
  • a polarizing film and a polarizing film were produced by the same operation as in the above. Table 1 shows the results of the above measurements and evaluations of the polarizing film and the polarizing film.
  • ⁇ Comparative example 2> In the above ⁇ Preparation of polarizing film and polarizing film>, the dyeing bath was changed to a dyeing bath (an aqueous solution having an iodine concentration of 0.5% by weight and a potassium iodide concentration of 3.5% by weight), and the cross-linking bath was changed to a cross-linking bath (boron).
  • Example 1 except that the concentration was changed to 1.0% by weight, the potassium iodide concentration was 1.0% by weight, and the concentration of the compound represented by the general formula (9) was changed to 10.0% by weight.
  • a polarizing film and a polarizing film were produced by the same operation as in the above. Table 1 shows the results of the above measurements and evaluations of the polarizing film and the polarizing film.
  • a linear polarizing separation film (manufactured by 3M) is provided on the polarizing film side of the laminate having a PVA-based resin layer (polarizing film) via an acrylic pressure-sensitive adhesive layer having a thickness of 20 ⁇ m. , Trade name "DBEF"), the thermoplastic resin base material is peeled off, and a treatment liquid (0.5% by weight of sodium hydrogen carbonate and 50% by weight of isopropyl alcohol) is used on the peeled surface using a bar coater. : PH 6.0), dried at 50 ° C.
  • a polarizing film which is the same as in Example 1.
  • a polarizing film and a polarizing film were produced. Table 1 shows the results of the above measurements and evaluations of the polarizing film and the polarizing film.
  • the polarizing film having an iodine content of more than 10% by weight, a simple substance transmittance of 41% or less, and a peak temperature of the maximum intensity of water in the generated gas analysis of 175 ° C. or higher is high temperature. In the environment, it is excellent in the effect of suppressing a decrease in the single transmittance due to the coloring of the polarizing film.
  • Comparative Example 1 since the peak temperature of the maximum intensity of water in the generated gas analysis was 173 ° C., the effect of suppressing the decrease in the simple substance transmittance due to the coloring of the polarizing film in a high temperature environment was poor. rice field. Further, since the polarizing film of Comparative Example 2 had a simple substance transmittance of 41.5%, it did not satisfy the standard of the simple substance transmittance of the present invention. Further, Comparative Examples 3 and 4 correspond to the polarizing films disclosed in Patent Documents 1 and 2 of the prior art documents, and the peak temperature of the maximum intensity of water in the generated gas analysis was less than 175 ° C., so that the environment was high. In the above, the effect of suppressing the decrease in the single transmittance due to the coloring of the polarizing film was poor.

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Abstract

Film polarisant formé par adsorption et orientation d'iode sur un film d'alcool polyvinylique. La teneur en iode étant supérieure à 10 % en poids, une transmittance de corps unique n'est pas supérieure à 41 %, et dans une analyse de gaz générée en présence de gaz inerte, à une vitesse d'augmentation de température de 10 °C/minute, et à l'aide d'une plage d'augmentation de température variant de 40 °C à 350 °C, la température de pic de l'eau détectée à une intensité maximale n'est pas inférieure à 175 °C. Le film polarisant a une teneur élevée en iode, a une transmittance de corps unique initiale de pas plus de 41 %, et a un excellent effet de prévention d'une diminution de la transmittance de corps unique due à la coloration du film polarisant dans des environnements à haute température.
PCT/JP2021/011363 2020-04-14 2021-03-19 Membrane polarisante et film polarisant WO2021210342A1 (fr)

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