WO2013051554A1 - 偏光板の製造方法 - Google Patents

偏光板の製造方法 Download PDF

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Publication number
WO2013051554A1
WO2013051554A1 PCT/JP2012/075503 JP2012075503W WO2013051554A1 WO 2013051554 A1 WO2013051554 A1 WO 2013051554A1 JP 2012075503 W JP2012075503 W JP 2012075503W WO 2013051554 A1 WO2013051554 A1 WO 2013051554A1
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Prior art keywords
film
active energy
energy ray
adhesive
polarizing plate
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PCT/JP2012/075503
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English (en)
French (fr)
Japanese (ja)
Inventor
古川　淳
梓 廣岩
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住友化学株式会社
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Priority to KR1020147011644A priority Critical patent/KR20140088540A/ko
Priority to CN201280049409.1A priority patent/CN103874943B/zh
Publication of WO2013051554A1 publication Critical patent/WO2013051554A1/ja

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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B37/00—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding
    • B32B37/12—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by using adhesives
    • B32B37/1284—Application of adhesive
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B37/00—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding
    • B32B37/14—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by the properties of the layers
    • B32B37/16—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by the properties of the layers with all layers existing as coherent layers before laminating
    • B32B37/20—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by the properties of the layers with all layers existing as coherent layers before laminating involving the assembly of continuous webs only
    • B32B37/203—One or more of the layers being plastic
    • B32B37/206—Laminating a continuous layer between two continuous plastic layers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00—Properties of the layers or laminate
    • B32B2307/40—Properties of the layers or laminate having particular optical properties
    • B32B2307/412—Transparent
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00—Properties of the layers or laminate
    • B32B2307/40—Properties of the layers or laminate having particular optical properties
    • B32B2307/42—Polarizing, birefringent, filtering
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2310/00—Treatment by energy or chemical effects
    • B32B2310/08—Treatment by energy or chemical effects by wave energy or particle radiation
    • B32B2310/0806—Treatment by energy or chemical effects by wave energy or particle radiation using electromagnetic radiation
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2310/00—Treatment by energy or chemical effects
    • B32B2310/08—Treatment by energy or chemical effects by wave energy or particle radiation
    • B32B2310/0806—Treatment by energy or chemical effects by wave energy or particle radiation using electromagnetic radiation
    • B32B2310/0831—Treatment by energy or chemical effects by wave energy or particle radiation using electromagnetic radiation using UV radiation
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
    • G02B5/3033—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid

Definitions

  • the present invention relates to a method for producing a polarizing plate useful as one of optical components constituting a liquid crystal display device or the like.
  • Polarizing films are widely used as dichroic dyes adsorbed and oriented on polyvinyl alcohol resin films. Iodine polarizing films using iodine as a dichroic dye and dichroic direct dyes as dichroic Dye-type polarizing films used as pigments are known. These polarizing films are usually used as polarizing plates by laminating a transparent film such as a triacetyl cellulose film on one side or both sides via an adhesive.
  • Patent Document 1 Japanese Patent Laid-Open No. 2004-245925
  • Patent Document 2 Japanese Patent Laid-Open No. 2009-134190
  • Patent Document 3 Special No. 2011-95560
  • the polarizing plate produced in this manner may cause a curl such as a wave curl that makes the entire polarizing plate wavy if the active energy ray-curable resin is not properly cured.
  • a curl such as a wave curl that makes the entire polarizing plate wavy if the active energy ray-curable resin is not properly cured.
  • wave curling occurs in the polarizing plate, not only the appearance is poor, but bubbles are likely to remain on the adhesive surface when being attached to the liquid crystal cell, resulting in a decrease in workability and a decrease in display quality in the liquid crystal display device.
  • Patent Document 3 when the active energy ray-curable resin is cured by irradiating active energy rays, it is possible to suppress the occurrence of wave curl or the like by curing the laminate while adhering it to the outer peripheral surface of the roll. Are listed.
  • JP 2004-245925 A JP 2009-134190 A JP 2011-95560 A
  • wave unevenness In the method for producing a polarizing plate having a step of curing an active energy ray-curable resin by irradiating active energy rays, there are undulations (hereinafter referred to as “waved unevenness”) that are undulated on the surface of the laminate. It sometimes occurred.
  • wave unevenness occurs in the polarizing plate, it causes deterioration of the quality of the liquid crystal display device due to poor appearance, similar to wave curl.
  • An object of the present invention is to suppress the occurrence of wavy unevenness.
  • the present invention is a method for producing a polarizing plate in which a transparent film is bonded to one side or both sides of a polarizing film, and the active energy ray-curable adhesive is attached to one side or both sides of the transparent film.
  • the 1st activity which irradiates an active energy ray to the above-mentioned layered product, and cures the above-mentioned adhesive while conveying the pasting process to paste and the above-mentioned layered product in the state where it stuck to the roll which rotates in the transportation direction
  • Energy beam irradiation step in this order, and in the first active energy ray irradiation step the cumulative amount of ultraviolet (UVB) light is 10 mJ / cm 2 or more and 185 mJ / cm 2 or less.
  • the roll is preferably
  • the effect is high when at least one of the transparent films is a cellulose acetate resin film.
  • the present invention may further include a second active energy ray irradiating step of irradiating the laminated body with an active energy ray and curing the adhesive after the first active energy ray irradiating step.
  • irradiation of active energy rays is performed with a plurality of light sources in the first active energy ray irradiation step.
  • the present invention it is possible to produce a polarizing plate with a good appearance in which the occurrence of wavy unevenness and wave curl is suppressed. Therefore, when the polarizing plate obtained by the production method of the present invention is used, it is possible to prevent deterioration in workability of sticking to a liquid crystal cell and to provide a high-quality liquid crystal display device.
  • the present invention is a method for producing a polarizing plate in which a transparent film is bonded to one side or both sides of a polarizing film, and an active energy ray-curable adhesive is applied to one side or both sides of a transparent film or a polarizing film.
  • the accumulated light quantity of ultraviolet (UVB) is 10 mJ / cm 2 or more and 185mJ / cm 2 or less.
  • the polarizing film used in the method for producing a polarizing plate of the present invention is obtained by adsorbing and orienting a dichroic dye on a uniaxially stretched polyvinyl alcohol-based resin film.
  • the polyvinyl alcohol-based resin can be obtained by saponifying a polyvinyl acetate-based resin.
  • Polyvinyl acetate resins include polyvinyl acetate, which is a homopolymer of vinyl acetate, and copolymers of vinyl acetate and other monomers copolymerizable therewith (for example, ethylene-vinyl acetate copolymer). Polymer).
  • polyvinyl alcohol resins may be modified. For example, polyvinyl formal modified with aldehydes, polyvinyl acetal, polyvinyl butyral, and the like may be used.
  • a film obtained by forming such a polyvinyl alcohol resin is used as an original film of a polarizing film.
  • the method for forming the polyvinyl alcohol-based resin is not particularly limited, and can be formed by a conventionally known appropriate method.
  • the film thickness of the raw film made of polyvinyl alcohol resin is not particularly limited, but is, for example, about 10 to 150 ⁇ m. Usually, it is supplied in the form of a roll, the thickness is in the range of 20 to 100 ⁇ m, preferably in the range of 30 to 80 ⁇ m, and the industrially practical width is in the range of 1500 to 6000 mm.
  • the commercially available polyvinyl alcohol film (vinylon VF-PS # 7500, Kuraray / OPL film M-7500, Nihon Gosei) has a thickness of 75 ⁇ m (vinylon VF-PS # 6000, made by Kuraray, vinylon VF-PE #).
  • the original fabric thickness of 6000 (manufactured by Kuraray) is 60 ⁇ m.
  • the polarizing film is usually a process of dyeing a polyvinyl alcohol resin film with a dichroic dye to adsorb the dichroic dye (dyeing process), and a polyvinyl alcohol resin film adsorbed with the dichroic dye is boric acid. It is manufactured through a step of treating with an aqueous solution (boric acid treatment step) and a step of washing with water after the treatment with the boric acid aqueous solution (water washing treatment step).
  • the polyvinyl alcohol-based resin film is usually uniaxially stretched, but this uniaxial stretching may be performed before the dyeing treatment step or during the dyeing treatment step, It may be performed after the dyeing process.
  • the uniaxial stretching may be performed before the boric acid treatment step or during the boric acid treatment step.
  • uniaxial stretching can be performed in these plural stages.
  • the uniaxial stretching may be performed uniaxially between rolls having different peripheral speeds, or may be performed uniaxially using a hot roll. Moreover, the dry-type extending
  • the draw ratio is usually about 3 to 8 times.
  • the dyeing of the polyvinyl alcohol-based resin film with the dichroic dye in the dyeing process is performed, for example, by immersing the polyvinyl alcohol-based resin film in an aqueous solution containing the dichroic dye.
  • the dichroic dye for example, iodine, a dichroic dye or the like is used.
  • dichroic dyes include C.I. I. Dichroic direct dyes composed of disazo compounds such as DIRECT RED 39, and dichroic direct dyes composed of compounds such as trisazo and tetrakisazo are included.
  • the polyvinyl alcohol-type resin film performs the immersion process to water before a dyeing process.
  • iodine When iodine is used as the dichroic dye, a method of dyeing a polyvinyl alcohol-based resin film in an aqueous solution containing iodine and potassium iodide is usually employed.
  • the content of iodine in this aqueous solution is usually 0.01 to 1 part by weight per 100 parts by weight of water, and the content of potassium iodide is usually 0.5 to 20 parts by weight per 100 parts by weight of water.
  • the temperature of the aqueous solution used for dyeing is usually 20 to 40 ° C.
  • the immersion time (dyeing time) in this aqueous solution is usually 20 to 1800 seconds.
  • a method of immersing and dyeing a polyvinyl alcohol-based resin film in an aqueous solution containing the dichroic dye is usually employed.
  • the content of the dichroic dye in this aqueous solution usually, 1 ⁇ 10 -4 ⁇ 10 parts by weight per 100 parts by weight of water, preferably 1 ⁇ 10 -3 ⁇ 1 parts by weight, particularly preferably 1 ⁇ 10 - 3 to 1 ⁇ 10 ⁇ 2 parts by weight.
  • This aqueous solution may contain an inorganic salt such as sodium sulfate as a dyeing assistant.
  • the temperature of the dye aqueous solution used for dyeing is usually 20 to 80 ° C.
  • the immersion time (dyeing time) in this aqueous solution is usually 10 to 1800 seconds. is there.
  • the boric acid treatment step is performed by immersing a polyvinyl alcohol resin film dyed with a dichroic dye in a boric acid-containing aqueous solution.
  • the amount of boric acid in the boric acid-containing aqueous solution is usually 2 to 15 parts by weight, preferably 5 to 12 parts by weight per 100 parts by weight of water.
  • the boric acid-containing aqueous solution used in this boric acid treatment process preferably contains potassium iodide.
  • the amount of potassium iodide in the boric acid-containing aqueous solution is usually 0.1 to 15 parts by weight, preferably 5 to 12 parts by weight, per 100 parts by weight of water.
  • the immersion time in the boric acid-containing aqueous solution is usually 60 to 1200 seconds, preferably 150 to 600 seconds, and more preferably 200 to 400 seconds.
  • the temperature of the boric acid-containing aqueous solution is usually 40 ° C. or higher, preferably 50 to 85 ° C., more preferably 55 to 75 ° C.
  • the polyvinyl alcohol-based resin film after the boric acid treatment described above is washed with water, for example, by immersing it in water.
  • the temperature of water in the water washing treatment is usually 4 to 40 ° C., and the immersion time is usually 1 to 120 seconds.
  • a drying treatment is usually performed to obtain a polarizing film.
  • the drying process is preferably performed using, for example, a hot air dryer or a far infrared heater.
  • the temperature for the drying treatment is usually 30 to 100 ° C., preferably 50 to 80 ° C.
  • the drying treatment time is usually 60 to 600 seconds, preferably 120 to 600 seconds.
  • the polyvinyl alcohol resin film is subjected to uniaxial stretching, dyeing with a dichroic dye, boric acid treatment and water washing treatment to obtain a polarizing film.
  • the thickness of this polarizing film is usually in the range of 5 to 50 ⁇ m.
  • a transparent film is bonded to one side or both sides of the polarizing film described above.
  • the material constituting the transparent film include cycloolefin resin, cellulose acetate resin, polyethylene terephthalate, polyethylene naphthalate, polyester resin such as polybutylene terephthalate, polycarbonate resin, and polymethyl methacrylate (PMMA).
  • film materials that have been widely used in the art such as acrylic resins and olefin resins such as polypropylene.
  • the transparent films When transparent films are bonded on both sides of the polarizing film, the transparent films may be the same or different types of films, but when at least one is a cellulose acetate resin film High effect.
  • a cellulose acetate-based resin film is used as the transparent film, wavy unevenness is likely to occur, and therefore the effect of suppressing the occurrence of wavy unevenness by the method for producing a polarizing plate of the present invention becomes remarkable.
  • the cycloolefin resin is a thermoplastic resin (also referred to as a thermoplastic cycloolefin resin) having a monomer unit made of a cyclic olefin (cycloolefin), such as norbornene or a polycyclic norbornene monomer.
  • the cycloolefin-based resin may be a hydrogenated product of the above-mentioned cycloolefin ring-opening polymer or a ring-opening copolymer using two or more cycloolefins, and has a cycloolefin, a chain olefin, and a vinyl group.
  • An addition polymer with an aromatic compound or the like may be used. Those having a polar group introduced are also effective.
  • examples of the chain olefin include ethylene and propylene
  • examples of the aromatic compound having a vinyl group include Examples include styrene, ⁇ -methylstyrene, and nuclear alkyl-substituted styrene.
  • the monomer unit composed of cycloolefin may be 50 mol% or less (preferably 15 to 50 mol%).
  • the amount of the monomer unit composed of cycloolefin can be made relatively small as described above.
  • the unit of monomer composed of a chain olefin is usually 5 to 80 mol%
  • the unit of monomer composed of an aromatic compound having a vinyl group is usually 5 to 80 mol%.
  • Cycloolefin-based resins may be commercially available products such as Topas (manufactured by Ticona), Arton (manufactured by JSR), ZEONOR (manufactured by Nippon Zeon), ZEONEX (manufactured by Nippon Zeon ( Co., Ltd.), Apel (manufactured by Mitsui Chemicals, Inc.), Oxis (OXIS) (manufactured by Okura Kogyo Co., Ltd.) and the like can be suitably used.
  • a known method such as a solvent casting method or a melt extrusion method is appropriately used.
  • cycloolefin resin films such as Essina (manufactured by Sekisui Chemical Co., Ltd.), SCA40 (manufactured by Sekisui Chemical Co., Ltd.), Zeonoa Film (manufactured by Optes Co., Ltd.), etc. You may use goods.
  • the cycloolefin resin film may be uniaxially stretched or biaxially stretched.
  • Stretching is usually performed continuously while unwinding a film roll, and in a heating furnace, the roll traveling direction (film longitudinal direction), the direction perpendicular to the traveling direction (film width direction), or both Stretched.
  • the temperature of the heating furnace a range from the vicinity of the glass transition temperature of the cycloolefin resin to the glass transition temperature + 100 ° C. is usually employed.
  • the stretching ratio is usually 1.1 to 6 times, preferably 1.1 to 3.5 times.
  • cycloolefin-based resin film When the cycloolefin-based resin film is in a roll-wound state, the films tend to adhere to each other and easily cause blocking. Therefore, the cycloolefin-based resin film is usually rolled after the protective film is bonded.
  • surface modification treatment such as plasma treatment, corona treatment, ultraviolet irradiation treatment, flame (flame) treatment, and saponification treatment is applied to the surface to be bonded to the polarizing film. Is preferably performed.
  • plasma treatment that can be carried out relatively easily, particularly atmospheric pressure plasma treatment, and corona treatment are preferable.
  • the cellulose acetate-based resin is a cellulose part or a completely esterified product, and examples thereof include a film made of cellulose acetate ester, propionate ester, butyrate ester, and mixed ester thereof. More specifically, a triacetyl cellulose film, a diacetyl cellulose film, a cellulose acetate propionate film, a cellulose acetate butyrate film, and the like can be given.
  • a cellulose ester resin film As such a cellulose ester resin film, an appropriate commercially available product, for example, Fujitac TD80 (Fuji Film Co., Ltd.), Fujitac TD80UF (Fuji Film Co., Ltd.), Fujitac TD80UZ (Fuji Film Co., Ltd.) KC8UX2M (manufactured by Konica Minolta Opto) KC8UY (manufactured by Konica Minolta Opto) Fujitac TD60UL (manufactured by Fuji Film), KC2UAW (manufactured by Konica Minolta Opto), KC4UYW (Konica Minolta Opto) KC6UAW (manufactured by Konica Minolta Opto Co., Ltd.) and the like can be suitably used.
  • Fujitac TD80 Fujitac TD80UF
  • a cellulose acetate-based resin film imparted with retardation characteristics is also preferably used.
  • Commercially available cellulose acetate resin films with such retardation characteristics include WV BZ 438 (Fuji Film Co., Ltd.), KC4FR-1 (Konica Minolta Opto Co., Ltd.), and KC4CR-1 (Konica Minolta). Opt Co., Ltd.), KC4AR-1 (Konica Minolta Opto Co., Ltd.) and the like.
  • Cellulose acetate is also called acetyl cellulose or cellulose acetate.
  • the moisture content during the production of the polarizing plate is preferably closer to the equilibrium moisture content in the storage environment of the polarizing plate, for example, a clean room production line or a roll storage warehouse, and depends on the configuration of the laminated film. About 5%, more preferably 2.5% to 3.0%.
  • the numerical value of the moisture content of this polarizing plate was measured by the dry weight method and is a change in weight after 105 ° C./120 minutes.
  • the thickness of the transparent film used in the method for producing a polarizing plate of the present invention is preferably thin, but if it is too thin, the strength is lowered and the processability is poor. On the other hand, when it is too thick, problems such as a decrease in transparency and a longer curing time after lamination occur. Therefore, a suitable thickness of the transparent film is, for example, 5 to 200 ⁇ m, preferably 10 to 150 ⁇ m, more preferably 10 to 100 ⁇ m.
  • the polarizing film and / or the transparent film may be subjected to corona treatment, flame treatment, plasma treatment, ultraviolet treatment, primer coating treatment, saponification treatment, etc.
  • a surface modification treatment may be performed.
  • the transparent film may be subjected to surface treatments such as anti-glare treatment, anti-reflection treatment, hard coat treatment, antistatic treatment, and antifouling treatment individually or in combination of two or more.
  • the transparent film and / or the transparent film surface protective layer may contain a UV absorber such as a benzophenone compound or a benzotriazole compound, or a plasticizer such as a phenyl phosphate compound or a phthalate compound.
  • optical functions such as functions as a retardation film, function as a brightness enhancement film, function as a reflection film, function as a transflective film, function as a diffusion film, function as an optical compensation film, etc.
  • a function for example, by laminating an optical functional film such as a retardation film, a brightness enhancement film, a reflection film, a transflective film, a diffusion film, and an optical compensation film on the surface of the transparent film, such a function is achieved.
  • the transparent film itself can be given such a function.
  • the transparent film may have a plurality of functions such as a diffusion film having the function of a brightness enhancement film.
  • the above-mentioned transparent film is subjected to a stretching process described in Japanese Patent No. 2841377, Japanese Patent No. 3094113, or the like, or a process described in Japanese Patent No. 3168850 can be used as a retardation film.
  • the function of can be provided.
  • the retardation characteristics of the retardation film can be appropriately selected, for example, such that the front retardation value is in the range of 5 to 100 nm and the thickness direction retardation value is in the range of 40 to 300 nm.
  • two or more layers having different central wavelengths of selective reflection are formed in the transparent film by forming micropores by a method as described in Japanese Patent Application Laid-Open Nos. 2002-169025 and 2003-29030. By superimposing these cholesteric liquid crystal layers, a function as a brightness enhancement film can be imparted.
  • a function as a reflective film or a transflective film can be imparted.
  • a function as a diffusion film can be imparted.
  • the function as an optical compensation film can be provided by coating and aligning liquid crystalline compounds, such as a discotic liquid crystalline compound, on said transparent film.
  • you may make the transparent film contain the compound which expresses retardation.
  • various optical functional films may be directly bonded to the polarizing film using an appropriate adhesive.
  • optical functional films examples include brightness enhancement films such as DBEF (manufactured by 3M, available from Sumitomo 3M Co., Ltd. in Japan), and viewing angle improvements such as WV film (manufactured by Fuji Film Co., Ltd.).
  • Film, Arton Film (manufactured by JSR Corporation), Zeonoor Film (manufactured by Optes Corporation), Essina (manufactured by Sekisui Chemical Co., Ltd.), VA-TAC (manufactured by Comic Minolta Opto Corporation), Sumikalite (Sumitomo) (Chemical Co., Ltd.) etc. can be mentioned.
  • the polarizing film and the transparent film are bonded via an active energy ray curable adhesive.
  • the active energy ray-curable adhesive include an adhesive made of an epoxy resin composition containing an epoxy resin that is cured by irradiation with active energy rays from the viewpoint of weather resistance, refractive index, cationic polymerization, and the like.
  • the present invention is not limited to this, and various active energy ray-curable adhesives (organic solvent adhesives, hot melt adhesives, solventless adhesives) that have been used in the manufacture of polarizing plates.
  • an adhesive made of an acrylic resin composition such as acrylamide, acrylate, urethane acrylate, or epoxy acrylate can be used.
  • An epoxy resin means a compound having two or more epoxy groups in a molecule.
  • the epoxy resin contained in the curable epoxy resin composition that is an adhesive is an epoxy resin that does not contain an aromatic ring in the molecule (see, for example, Patent Document 1). It is preferable that Examples of such epoxy resins include hydrogenated epoxy resins, alicyclic epoxy resins, aliphatic epoxy resins, and the like.
  • the hydrogenated epoxy resin is obtained by a method of glycidyl etherifying a nuclear hydrogenated polyhydroxy compound obtained by selectively subjecting a polyhydroxy compound, which is a raw material of an aromatic epoxy resin, to a nuclear hydrogenation reaction under pressure in the presence of a catalyst. Obtainable.
  • aromatic epoxy resins include bisphenol-type epoxy resins such as bisphenol A diglycidyl ether, bisphenol F diglycidyl ether, and bisphenol S diglycidyl ether; phenol novolac epoxy resins, cresol novolac epoxy resins, and hydroxy Examples include novolak-type epoxy resins such as benzaldehyde phenol novolac epoxy resins; glycidyl ethers of tetrahydroxyphenylmethane, glycidyl ethers of tetrahydroxybenzophenone, and polyfunctional epoxy resins such as epoxidized polyvinylphenol.
  • hydrogenated epoxy resins hydrogenated bisphenol A glycidyl ether is preferred.
  • the alicyclic epoxy resin means an epoxy resin having at least one epoxy group bonded to the alicyclic ring in the molecule.
  • the “epoxy group bonded to an alicyclic ring” means a bridged oxygen atom —O— in the structure represented by the following formula. In the following formula, m is an integer of 2 to 5.
  • a compound in which a group in which one or more hydrogen atoms in (CH 2 ) m in the above formula are removed is bonded to another chemical structure can be an alicyclic epoxy resin.
  • One or more hydrogen atoms in (CH 2 ) m may be appropriately substituted with a linear alkyl group such as a methyl group or an ethyl group.
  • the alicyclic epoxy resin used preferably below is specifically illustrated, it is not limited to these compounds.
  • R 1 and R 2 each independently represent a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms).
  • R 3 and R 4 each independently represent a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms, and n represents an integer of 2 to 20).
  • R 5 and R 6 independently of each other represent a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms, and p represents an integer of 2 to 20).
  • R 7 and R 8 independently of each other represent a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms, and q represents an integer of 2 to 10).
  • R 9 and R 10 independently of each other represent a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms, and r represents an integer of 2 to 20).
  • R 11 and R 12 each independently represent a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms).
  • R 13 and R 14 each independently represent a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms).
  • R 16 and R 17 each independently represent a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms).
  • R 18 represents a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms.
  • the following alicyclic epoxy resins are commercially available or their analogs, and are more preferably used because they are relatively easy to obtain.
  • examples of the aliphatic epoxy resin include polyglycidyl ethers of aliphatic polyhydric alcohols or alkylene oxide adducts thereof. More specifically, 1,4-butanediol diglycidyl ether; 1,6-hexanediol diglycidyl ether; glycerin triglycidyl ether; trimethylolpropane triglycidyl ether; polyethylene glycol diglycidyl ether; propylene Diglycidyl ether of glycol; Polyether of polyether polyol obtained by adding one or more alkylene oxides (ethylene oxide or propylene oxide) to aliphatic polyhydric alcohols such as ethylene glycol, propylene glycol, and glycerin A glycidyl ether etc. are mentioned.
  • the epoxy resin which comprises the adhesive agent which consists of an epoxy-type resin composition may be used individually by 1 type, and may use 2 or more types together.
  • the epoxy equivalent of the epoxy resin used in this composition is usually in the range of 30 to 3,000 g / equivalent, preferably 50 to 1,500 g / equivalent.
  • the epoxy equivalent is less than 30 g / equivalent, the flexibility of the composite polarizing plate after curing may be reduced, or the adhesive strength may be reduced.
  • it exceeds 3,000 g / equivalent the compatibility with other components contained in the adhesive may be lowered.
  • cationic polymerization is preferably used as a curing reaction of the epoxy resin from the viewpoint of reactivity. Therefore, it is preferable to mix
  • the cationic polymerization initiator generates a cationic species or a Lewis acid by irradiation with active energy rays such as visible light, ultraviolet rays, X-rays, and electron beams, and initiates an epoxy group polymerization reaction.
  • a cationic polymerization initiator that generates a cationic species or a Lewis acid by irradiation of active energy rays and initiates a polymerization reaction of an epoxy group is referred to as a “photo cationic polymerization initiator”.
  • the method of curing the adhesive by irradiating with active energy rays using a cationic photopolymerization initiator enables curing at room temperature, reducing the need to consider the distortion due to heat resistance or expansion of the polarizing film, and between the films Is advantageous in that it can be bonded well.
  • the photocationic polymerization initiator acts catalytically by light, it is excellent in storage stability and workability even when mixed with an epoxy resin.
  • photocationic polymerization initiator examples include aromatic diazonium salts; onium salts such as aromatic iodonium salts and aromatic sulfonium salts; iron-allene complexes and the like.
  • aromatic diazonium salt examples include benzenediazonium hexafluoroantimonate, benzenediazonium hexafluorophosphate, benzenediazonium hexafluoroborate, and the like.
  • aromatic iodonium salt examples include diphenyliodonium tetrakis (pentafluorophenyl) borate, diphenyliodonium hexafluorophosphate, diphenyliodonium hexafluoroantimonate, di (4-nonylphenyl) iodonium hexafluorophosphate, and the like.
  • aromatic sulfonium salt examples include triphenylsulfonium hexafluorophosphate, triphenylsulfonium hexafluoroantimonate, triphenylsulfonium tetrakis (pentafluorophenyl) borate, 4,4′-bis (diphenylsulfonio) diphenyl sulfide bis ( Hexafluorophosphate), 4,4′-bis [di ( ⁇ -hydroxyethoxy) phenylsulfonio] diphenyl sulfide, bis (hexafluoroantimonate), 4,4′-bis [di ( ⁇ -hydroxyethoxy) phenylsulfonio ] Diphenyl sulfide bis (hexafluorophosphate), 7- [di (p-toluyl) sulfonio] -2-isopropylthioxanthone hexafluor
  • iron-allene complex examples include xylene-cyclopentadienyl iron (II) hexafluoroantimonate, cumene-cyclopentadienyl iron (II) hexafluorophosphate, xylene-cyclopentadienyl iron (II). -Tris (trifluoromethylsulfonyl) methanide and the like.
  • photocationic polymerization initiators can be easily obtained.
  • “Kayarad PCI-220” and “Kayarad PCI-620” Nippon Kayaku Co., Ltd. )
  • “UVI-6990” manufactured by Union Carbide
  • “Adekaoptomer SP-150” and “Adekaoptomer SP-170” manufactured by ADEKA Corporation
  • “CI-5102”, “ “CIT-1370”, “CIT-1682”, “CIP-1866S”, “CIP-2048S” and “CIP-2064S” aboveve, Nippon Soda Co., Ltd.
  • the photocationic polymerization initiator may be used alone or in combination of two or more.
  • aromatic sulfonium salts are preferably used because they have ultraviolet absorption characteristics even in a wavelength region of 300 nm or more, and thus can provide a cured product having excellent curability and good mechanical strength and adhesive strength.
  • the amount of the cationic photopolymerization initiator is usually 0.5 to 20 parts by weight, preferably 1 part by weight or more, and preferably 15 parts by weight or less based on 100 parts by weight of the epoxy resin.
  • the blending amount of the cationic photopolymerization initiator is less than 0.5 parts by weight with respect to 100 parts by weight of the epoxy resin, curing becomes insufficient, and mechanical strength and adhesive strength tend to decrease.
  • the compounding quantity of a photocationic polymerization initiator exceeds 20 weight part with respect to 100 weight part of epoxy resins, the hygroscopic property of hardened
  • the curable epoxy resin composition may further contain a photosensitizer as necessary.
  • a photosensitizer By using a photosensitizer, the reactivity of cationic polymerization is improved, and the mechanical strength and adhesive strength of the cured product can be improved.
  • the photosensitizer include carbonyl compounds, organic sulfur compounds, persulfides, redox compounds, azo and diazo compounds, halogen compounds, and photoreductive dyes.
  • photosensitizers include, for example, benzoin derivatives such as benzoin methyl ether, benzoin isopropyl ether, and ⁇ , ⁇ -dimethoxy- ⁇ -phenylacetophenone; benzophenone, 2,4-dichlorobenzophenone, o Benzophenone derivatives such as methyl benzoylbenzoate, 4,4′-bis (dimethylamino) benzophenone, and 4,4′-bis (diethylamino) benzophenone; thioxanthone derivatives such as 2-chlorothioxanthone and 2-isopropylthioxanthone; 2 Anthraquinone derivatives such as chloroanthraquinone and 2-methylanthraquinone; acridone derivatives such as N-methylacridone and N-butylacridone; other ⁇ , ⁇ -diethoxyacetophenone, ben Examples include zil, fluorenone
  • the epoxy resin contained in the adhesive is cured by photocationic polymerization, but may be cured by both photocationic polymerization and thermal cationic polymerization. In the latter case, it is preferable to use a photocationic polymerization initiator and a thermal cationic polymerization initiator in combination.
  • thermal cationic polymerization initiator examples include benzylsulfonium salt, thiophenium salt, thiolanium salt, benzylammonium, pyridinium salt, hydrazinium salt, carboxylic acid ester, sulfonic acid ester, and amine imide.
  • thermal cationic polymerization initiators can be easily obtained as commercial products. For example, “Adeka Opton CP77” and “Adeka Opton CP66” (manufactured by ADEKA Corporation), “CI” are available under the trade names.
  • the active energy ray-curable adhesive may further contain a compound that promotes cationic polymerization, such as oxetanes and polyols.
  • Oxetanes are compounds having a 4-membered ring ether in the molecule, such as 3-ethyl-3-hydroxymethyloxetane, 1,4-bis [(3-ethyl-3-oxetanyl) methoxymethyl] benzene, 3 -Ethyl-3- (phenoxymethyl) oxetane, di [(3-ethyl-3-oxetanyl) methyl] ether, 3-ethyl-3- (2-ethylhexyloxymethyl) oxetane, phenol novolac oxetane and the like. These oxetanes can be easily obtained as commercial products.
  • polyols those having no acidic groups other than phenolic hydroxyl groups are preferable.
  • polyol compounds having no functional groups other than hydroxyl groups polyester polyol compounds, polycaprolactone polyol compounds, polyol compounds having phenolic hydroxyl groups, polycarbonates A polyol etc. can be mentioned.
  • the molecular weight of these polyols is usually 48 or more, preferably 62 or more, more preferably 100 or more, and preferably 1,000 or less.
  • These polyols are usually contained in the curable epoxy resin composition in a proportion of 50% by weight or less, preferably 30% by weight or less.
  • Active energy ray-curable adhesives include ion trapping agents, antioxidants, chain transfer agents, tackifiers, thermoplastic resins, fillers, flow regulators, leveling agents, plasticizers, antifoaming agents, etc. Additives can be blended.
  • the ion trapping agent include powdered bismuth-based, antimony-based, magnesium-based, aluminum-based, calcium-based, titanium-based, and mixed inorganic compounds.
  • the antioxidant is a hindered phenol-based antioxidant. Etc.
  • Active energy ray-curable adhesives can be used as solventless adhesives that are substantially free of solvent components, but each coating method has an optimum viscosity range, A solvent may be included. It is preferable to use a solvent that dissolves the epoxy resin composition and the like well without degrading the optical performance of the polarizing film.
  • a solvent that dissolves the epoxy resin composition and the like well without degrading the optical performance of the polarizing film.
  • organic solvents such as The viscosity of the active energy ray-curable adhesive used in the present invention is, for example, in the range of about 5 to 1000 mPa ⁇ s, preferably 10 to 200 mPa ⁇ s, and more preferably 20 to 100 mPa ⁇ s.
  • FIG. 1 is a schematic view showing an embodiment of a production apparatus used in the method for producing a polarizing plate of the present invention.
  • the polarizing plate manufacturing apparatus shown in FIG. 1 bonds adhesive coating apparatuses 11 and 12 for applying an adhesive to one side of transparent films 2 and 3, transparent films 2 and 3, and polarizing film 1. Bonding rolls (nip rolls) 51 and 52 for obtaining the laminate 4, the roll 13 in close contact with the laminate 4, and the first active energy ray installed at a position facing the outer peripheral surface of the roll 13. Irradiation devices 31 and 32, second active energy ray irradiation devices 16 to 18 installed further downstream in the transport direction, and a transport nip roll 19 are sequentially provided along the transport direction.
  • an active energy ray-curable adhesive is applied to one side of the transparent films 2 and 3 that are continuously drawn out from a rolled state (adhesive application). Process).
  • coated are laminated
  • the active energy rays are irradiated from the first active energy ray irradiating devices 31, 32 toward the outer peripheral surface of the roll 13, and bonded.
  • the agent is polymerized and cured (first active energy ray irradiation step).
  • the second active energy ray irradiating devices 16 to 18 arranged on the downstream side in the transport direction are devices for completely polymerizing and curing the adhesive (second active energy ray irradiating step).
  • the adhesive can be completely polymerized and cured by the second active energy ray irradiation process, the adhesive is not necessarily completely polymerized and cured in the first active energy ray irradiation process. Therefore, it is easy to control the integrated light amount of the active energy ray so as to suppress the occurrence of wave curling, and therefore it is preferable to have a second active energy ray irradiation step.
  • the laminate 4 passes through the conveyance nip roll 19 and is wound around the winding roll 20 as a polarizing plate.
  • the method for applying the adhesive to the transparent films 2 and 3 is not particularly limited, and various coating methods such as a doctor blade, a wire bar, a die coater, a comma coater, and a gravure coater can be used. Of these, taking into consideration the thin film coating, the degree of freedom of the pass line, the wideness, etc., gravure rolls are preferable as the adhesive coating apparatuses 11 and 12.
  • the thickness of the applied adhesive is preferably about 0.1 to 10 ⁇ m, more preferably 0.2 ⁇ m to 4 ⁇ m.
  • the coating thickness of the adhesive is adjusted by the draw ratio, which is the speed ratio of the gravure roll to the line speed of the transparent film. Generally, by adjusting the draw ratio (gravure roll speed / line speed) to 0.5 to 10, the coating thickness of the adhesive can be adjusted to about 0.1 to 10 ⁇ m.
  • the line speed of the transparent films 2 and 3 is set to 10 to 100 m / min
  • the gravure roll is rotated in the direction opposite to the conveying direction of the transparent films 2 and 3
  • the speed of the gravure roll is set to 5 to 1000 m / min.
  • the adhesive is usually at a predetermined temperature ⁇ 5 ° C. within the range of 15 to 40 ° C. (for example, 30 ° C. ⁇ 5 ° C. when the predetermined temperature is 30 ° C.), preferably ⁇ 3 ° C., more preferably It is applied in an environment adjusted to ⁇ 1 ° C.
  • the transparent films 11 and 12 to which the adhesive is applied by the above-described steps are laminated on both surfaces of the polarizing film 1 that is continuously drawn out from the state wound in a roll.
  • the bonding roll 51 is pressed in the direction of the bonding roll 52 so that the polarizing film 1 and the transparent film are pressed. 2 and 3 are bonded together to form a laminate 4.
  • the adhesive is uniformly applied to one side of the transparent films 2, 3, and the polarizing film 1 is overlapped on the surface of the transparent films 2, 3 applied with the bonding rolls 51, 52.
  • the adhesive agent is apply
  • a metal roll and a rubber roll are mentioned.
  • One of the pair of bonding rolls 51 and 52 is preferably a metal roll and the other is a rubber roll.
  • Various known materials can be used as the base material of the metal roll, but SUS304 is preferable, and the surface is more preferably subjected to chrome plating.
  • the material of the rubber roll is not particularly limited, and examples thereof include EPDM, NBR, urethane, titan, and silicon.
  • the hardness of the rubber roll is not particularly limited, but is usually 60 to 100 °, preferably 85 to 95 °. In addition, the hardness of a rubber roll can be measured with the hardness meter based on JISK6253.
  • a rubber hardness meter “Type-A” manufactured by Asuka Corporation is used as a commercially available hardness meter. Specifically, the resistance of the surface of the rubber roll when the surface is pressed with a stick or the like is measured with a hardness meter.
  • the pressing pressure of the metal roll and the rubber roll is preferably an instantaneous pressure of 0.5 to 3.0 MPa, more preferably 0.7 to 2.3 MPa in a Fujifilm two-sheet type prescale (for ultra-low pressure). is there.
  • the diameter of the bonding rolls 51 and 52 is not particularly limited, but is usually 50 to 400 mm. Moreover, the diameter of the two (pair) bonding rolls 51 and 52 may be the same, and may differ.
  • the roll 13 constitutes a convex curved surface whose outer peripheral surface is mirror-finished, and conveys the laminate 4 in close contact with the surface.
  • the adhesive is polymerized and cured by the active energy ray irradiation devices 31 and 32. .
  • the diameter of the roll 13 is not particularly limited when the adhesive is polymerized and cured and the laminate 4 is sufficiently adhered.
  • the roll 13 is rotationally driven at a rotational speed corresponding to the line speed. Further, the roll 13 may act as a cooling roll for dissipating heat generated in the laminate 4 at the time of polymerization and curing by irradiation with active energy rays. In that case, the surface temperature of the cooling roll is preferably set to 4 to 30 ° C.
  • the light source used for polymerizing and curing the adhesive by irradiation with active energy rays is not particularly limited, but is preferably a light source having an emission distribution at a wavelength of 400 nm or less.
  • Examples of such a light source include a low pressure mercury lamp, a medium pressure mercury lamp, a high pressure mercury lamp, an ultrahigh pressure mercury lamp, a chemical lamp, a black light lamp, a microwave excitation mercury lamp, and a metal halide lamp.
  • the active energy ray irradiation in the first active energy ray irradiating step is preferably performed in a plurality of times. FIG.
  • FIG. 1 shows a case where irradiation of active energy rays is performed twice, that is, two light sources (active energy ray irradiation devices 31 and 32) are arranged along the transport direction of the laminate. However, it is not limited to two times, and may be performed in three times, for example.
  • FIG. 2 shows a polarizing plate manufacturing apparatus in which three light sources used in the first active energy ray irradiation step are arranged along the transport direction of the laminate.
  • the manufacturing apparatus shown in FIG. 2 is different from the manufacturing apparatus shown in FIG. Since it is only the point which is arrange
  • ultraviolet active energy ray to the laminate 4 as integrated light quantity is 10 mJ / cm 2 or more and 185mJ / cm 2 or less of (UVB) while passing through the rolls 13 irradiation Is done.
  • the active energy ray is irradiated so that an integrated light quantity of ultraviolet rays (UVB) is 60 mJ / cm 2 or more and 175 mJ / cm 2 or less.
  • UVB ultraviolet rays
  • the integrated light amount is less than 10 mJ / cm 2 , then in the step of irradiating the active energy ray in a horizontal state (second active energy ray irradiation step), the integrated light amount of the active energy ray increases and curing shrinkage occurs. This is likely to occur, and therefore wave curl is likely to occur.
  • the intensity of light irradiation to the active energy ray-curable adhesive each time is determined for each composition of the adhesive and is not particularly limited, but is preferably 10 to 5000 mW / cm 2 .
  • the reaction time becomes too long, and when it exceeds 5000 mW / cm 2 , adhesion occurs due to heat radiated from the light source and heat generated during polymerization of the composition.
  • yellowing of the epoxy resin composition as a constituent material of the agent or deterioration of the polarizing film may occur.
  • the irradiation intensity is preferably an intensity in a wavelength region effective for activation of the photocationic polymerization initiator, more preferably an intensity in a wavelength region of a wavelength of 400 nm or less, and further preferably a wavelength region of a wavelength of 280 to 320 nm. Strength.
  • the irradiation time is 0.1 while applying a tension of 100 to 800 N / m to the laminate 4 in the longitudinal direction (transport direction). It is preferable that the laminate 4 is conveyed at a line speed that is at least 2 seconds.
  • Integrated light quantity of ultraviolet (UVB) in the entire process, in conjunction with the first active energy ray irradiation process is 10 mJ / cm 2 or more, is preferably set so particularly from 60 ⁇ 5,000mJ / cm 2.
  • the integrated light amount to the adhesive is less than 10 mJ / cm 2 , active species derived from the initiator are not sufficiently generated, and the adhesive is not sufficiently cured.
  • the integrated light quantity exceeds 5,000 mJ / cm 2 , the irradiation time becomes very long, which is disadvantageous for improving productivity.
  • the integrated light amount in which wavelength region (UVA (320 to 390 nm), UVB (280 to 320 nm), etc.) is required differs depending on the combination of the film to be used and the type of adhesive.
  • the ratio at which the active energy ray-curable resin is cured, that is, the reaction rate is preferably 90% or more, more preferably 95% or more.
  • it is 30 N / cm 2 to 120 N / cm 2 . If it is less than 30 N / cm 2, it is not preferable because winding deviation occurs when a long roll is transferred. When it is larger than 150 N / cm 2 , the tightness of the winding is strong and the tarmi is likely to occur.
  • the length of the polarizing plate wound around the core is not particularly limited, but is preferably 100 m or more and 4000 m or less.
  • the diameter of the cylindrical core is preferably 6 inches to 12 inches.
  • the core diameter is preferably as large as possible, and more preferably 11 inches or 12 inches, but if it is too large, it becomes difficult to transport and store.
  • the material of the cylindrical core is not particularly limited as long as it can be used in a clean room and does not easily generate dust, and can secure an appropriate strength so that a wide-width polarizing plate can be wound.
  • FRP glass fiber reinforced plastic
  • Etc. can be selected.
  • Example 1 Preparation of polarizing film
  • a long polyvinyl alcohol film “OPL film M-7500 manufactured by Nippon Gosei Co., Ltd.” having a polymerization degree of 2400, a saponification degree of 99.9 mol%, a thickness of 75 ⁇ m, and a width of 3000 mm was used. Stretching was performed with a difference in peripheral speed between the driving nip rolls before and after the treatment tank.
  • the film was sufficiently swollen by immersing it in a swelling tank containing pure water at 30 ° C. for 80 seconds while keeping the tension state of the film so that the raw film did not loosen.
  • the inlet / outlet roll speed ratio accompanying the swelling in the swelling tank was 1.2.
  • After draining with a nip roll it was immersed in a water immersion tank containing 30 ° C. pure water for 160 seconds.
  • the draw ratio in the machine direction in this tank was 1.09 times.
  • uniaxial stretching was performed at a draw ratio of about 1.5 times while being immersed in a dyeing tank containing an aqueous solution of 0.02 / 2.0 / 100 in weight ratio of iodine / potassium iodide / water. Then, while being immersed in a boric acid bath containing an aqueous solution of potassium iodide / boric acid / water at a weight ratio of 12 / 3.7 / 100 at 55.5 ° C. for 130 seconds, the cumulative draw ratio from the original fabric is 5 Uniaxial stretching was performed until it became 7 times. Then, it was immersed at 40 ° C. for 60 seconds in a boric acid bath containing an aqueous solution of potassium iodide / boric acid / water at a weight ratio of 9 / 2.4 / 100.
  • acetic acid cellulose resin film “KC4CR-1 (manufactured by Konica Minolta Opto Co., Ltd.)” having a retardation characteristic of 40 ⁇ m in thickness and a triacetyl cellulose film “KC8UX2MW” (Konica Minolta, Inc.) having a thickness of 80 ⁇ m are used. Prepared).
  • an epoxy resin composition “KR series” (manufactured by ADEKA Co., Ltd.), which is an ultraviolet (UVB) curable adhesive, is applied to one side of the cellulose acetate-based resin film “KC4CR-1” to which the above-mentioned retardation characteristics are imparted.
  • the polymerization initiator was applied) using an adhesive coating apparatus (microchamber doctor: manufactured by Fuji Machine Co., Ltd.).
  • the same adhesive coating is applied to one side of the triacetyl cellulose film “KC8UX2MW” with an epoxy resin composition “KR series” (made by ADEKA, including a cationic polymerization initiator) that is an ultraviolet (UVB) curable adhesive. Coating was performed using an apparatus.
  • the line speed of the polarizing film laminate in the adhesive coating apparatus was set to 25 m / min, the gravure roll was rotated in the direction opposite to the conveying direction of the laminated material, and the adhesion on the acetic acid cellulose resin film “KC4CR-1” was performed.
  • the thickness of the agent layer was about 4.0 ⁇ m, and the thickness of the adhesive layer on the triacetyl cellulose film “KC8UX2MW” was about 3.3 ⁇ m (total of about 7.3 ⁇ m).
  • the cellulose acetate resin film “KC4CR-1” and the triacetyl cellulose film “KC8UX2MW” are applied to both surfaces of the polarizing film by nip rolls through the epoxy resin composition (ultraviolet curable adhesive). Bonding was performed (bonding pressure 1.5 MPa).
  • the polarizing film on which the above two types of transparent films are bonded is transferred at a line speed of 25 m / min while applying a tension of 600 N / m in the longitudinal direction and in close contact with the cooling roll.
  • Two metal halide lamps manufactured by GS-YUSAS
  • the first active energy ray irradiation process is performed by passing through the ultraviolet rays irradiated from one lamp with a power of 130 W / cm, and then three electrodeless D bulb lamps ("Light Hammer” manufactured by Fusion) 10 ", the amount of electric power of one lamp (216 W / cm) was passed through the ultraviolet ray, and the second active energy ray irradiation step was performed to produce a polarizing plate.
  • the above three electrodeless D bulb lamps were composed of 6 units of electrodeless D bulb lamps arranged in the width direction of the film and arranged in three rows in the longitudinal direction of the film.
  • the triacetyl cellulose film “KC8UX2MW” bonded to the polarizing film is brought into contact with the outer peripheral surface of the cooling roll set at 23 ° C., and the cellulose acetate resin film “KC4CR-1” side is contacted. Irradiated with ultraviolet rays. Thereby, deterioration of the adhesive agent and polarizing film by the influence of the heat
  • the total amount of the accumulated light amount of ultraviolet rays in the total of two metal halide lamps was 172 mJ / cm 2 .
  • the total amount of accumulated ultraviolet light with the three electrodeless D bulb lamps was 296 mJ / cm 2 . From the above, the total amount of the integrated light amount of ultraviolet rays in all the steps of irradiating active energy rays (first and second active energy ray irradiating steps) was 468 mJ / cm 2 .
  • the integrated light amount here is based on a value measured by a light irradiation intensity measuring device (UV Power Pack II manufactured by FusionUV) in a wavelength region (UVB) of wavelengths 280 to 320 nm. There was no problem about the adhesiveness of the polarizing plate produced above.
  • Example 2 The first active energy ray irradiation process was performed by passing 3 metal halide lamps (manufactured by GS-YUSASA, one electric energy of 60 W / cm), and then an electrodeless D bulb lamp (Fusion)
  • the second active energy ray irradiation step was performed by passing through the ultraviolet rays irradiated from “Light Hammer 10” manufactured by “Light Hammer 10”. Other than that was carried out similarly to Example 1, and produced the polarizing plate.
  • the total amount of the integrated light amount of ultraviolet rays with a total of three metal halide lamps was 173 mJ / cm 2 .
  • the total amount of accumulated UV light with one electrodeless D bulb lamp was 63 mJ / cm 2 . From the above, the total amount of the cumulative amount of ultraviolet light in all the steps of irradiating the active energy rays (first and second active energy ray irradiating steps) was 236 mJ / cm 2 .
  • the integrated light amount here is based on a value measured by a light irradiation intensity measuring device (UV Power Pack II manufactured by FusionUV) in a wavelength region (UVB) of wavelengths 280 to 320 nm. There was no problem about the adhesiveness of the polarizing plate produced above.
  • Example 2 The appearance of the polarizing plate of Example 2 was also evaluated in the same manner as in Example 1. The results are shown in Table 1.
  • Example 3 Same as Example 1 except that the first active energy ray irradiation step was performed by passing one metal halide lamp (manufactured by GS-YUSASA, one lamp with an electric energy of 60 W / cm, with a 50% neutral density filter) Thus, a polarizing plate was produced.
  • one metal halide lamp manufactured by GS-YUSASA, one lamp with an electric energy of 60 W / cm, with a 50% neutral density filter
  • the total amount of the accumulated light amount of ultraviolet rays with a total of one metal halide lamp was 20 mJ / cm 2 .
  • the total amount of accumulated ultraviolet light with the three electrodeless D bulb lamps was 296 mJ / cm 2 . From the above, the total amount of the cumulative amount of ultraviolet light in all the steps of irradiating active energy rays (first and second active energy ray irradiating steps) was 316 mJ / cm 2 .
  • the integrated light amount here is based on a value measured by a light irradiation intensity measuring device (UV Power Pack II manufactured by FusionUV) in a wavelength region (UVB) of wavelengths 280 to 320 nm. There was no problem about the adhesiveness of the polarizing plate produced above.
  • Example 3 The appearance of the polarizing plate of Example 3 was also evaluated in the same manner as in Example 1. The results are shown in Table 1.
  • the first active energy ray irradiation step was performed by passing two metal halide lamps (manufactured by GS-YUSASA, one electric power of 140 W / cm). Other than that was carried out similarly to Example 1, and produced the polarizing plate.
  • the total amount of the accumulated light amount of the ultraviolet rays with a total of two metal halide lamps was 191 mJ / cm 2 .
  • the total amount of accumulated ultraviolet light with the three electrodeless D bulb lamps was 296 mJ / cm 2 . From the above, the total amount of the cumulative amount of ultraviolet light in all the steps of irradiating active energy rays (first and second active energy ray irradiating steps) was 487 mJ / cm 2 .
  • the integrated light amount here is based on a value measured by a light irradiation intensity measuring device (UV Power Pack II manufactured by FusionUV) in a wavelength region (UVB) of wavelengths 280 to 320 nm. There was no problem about the adhesiveness of the polarizing plate produced above.
  • Example 2 The first active energy ray irradiation process was performed by passing three metal halide lamps (manufactured by GS-YUSASA, one electric energy of 100 W / cm). Other than that was carried out similarly to Example 2, and produced the polarizing plate.
  • the total amount of the integrated light amount of ultraviolet rays with a total of three metal halide lamps was 289 mJ / cm 2 .
  • the total amount of accumulated UV light with one electrodeless D bulb lamp was 63 mJ / cm 2 .
  • the total amount of the integrated light quantity of the ultraviolet-ray in all the processes (1st and 2nd active energy ray irradiation process) which irradiate an active energy ray was 352 mJ / cm ⁇ 2 >.
  • the integrated light amount here is based on a value measured by a light irradiation intensity measuring device (UV Power Pack II manufactured by FusionUV) in a wavelength region (UVB) of wavelengths 280 to 320 nm. There was no problem about the adhesiveness of the polarizing plate produced above.
  • the total amount of accumulated UV light with the total of three electrodeless D bulb lamps is 296 mJ / cm 2 , and all the steps of irradiating active energy rays (first step) And the total amount of the integrated light quantity of ultraviolet rays in the second active energy ray irradiation step) was also 296 mJ / cm 2 .
  • the integrated light amount here is based on a value measured by a light irradiation intensity measuring device (UV Power Pack II manufactured by FusionUV) in a wavelength region (UVB) of wavelengths 280 to 320 nm. There was no problem about the adhesiveness of the polarizing plate produced above.
  • a blank (“-”) indicates that there is no corresponding item.
  • Table 1 with respect to the polarizing plates of Examples 1 to 3, there was no problem in adhesion, and generation of wavy unevenness and wave curl was not confirmed.
  • Comparative Examples 1 and 2 the occurrence of wavy unevenness was confirmed, and in Comparative Example 3, wave curl was confirmed. From the above results, by the total amount of accumulated light amount in the first active-energy ray irradiation process and 10 mJ / cm 2 or more and 185mJ / cm 2 or less, were found to be prevented the occurrence of wavy unevenness and wave curl.
  • the polarizing plate of the present invention can be effectively applied to various display devices including liquid crystal display devices.

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US9827752B2 (en) * 2014-02-13 2017-11-28 Fujifilm Corporation Laminate film manufacturing method

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