WO2013146556A1 - Plaque polarisante - Google Patents

Plaque polarisante Download PDF

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Publication number
WO2013146556A1
WO2013146556A1 PCT/JP2013/058191 JP2013058191W WO2013146556A1 WO 2013146556 A1 WO2013146556 A1 WO 2013146556A1 JP 2013058191 W JP2013058191 W JP 2013058191W WO 2013146556 A1 WO2013146556 A1 WO 2013146556A1
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WO
WIPO (PCT)
Prior art keywords
polarizer
polarizing plate
adhesive
film
protective film
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2013/058191
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English (en)
Japanese (ja)
Inventor
智恵 阪上
悠司 淺津
岩田　智
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sumitomo Chemical Co Ltd
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Sumitomo Chemical Co Ltd
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Filing date
Publication date
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Publication of WO2013146556A1 publication Critical patent/WO2013146556A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04—Interconnection of layers
    • B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
    • 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
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B27/08—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
    • 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
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
    • B32B27/306—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers comprising vinyl acetate or vinyl alcohol (co)polymers
    • 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
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/32—Layered products comprising a layer of synthetic resin comprising polyolefins
    • B32B27/325—Layered products comprising a layer of synthetic resin comprising polyolefins comprising polycycloolefins
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
    • C08G59/22—Di-epoxy compounds
    • C08G59/24—Di-epoxy compounds carbocyclic
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J163/00—Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
    • G02B5/3033—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • 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
    • B32B2457/00—Electrical equipment
    • B32B2457/20—Displays, e.g. liquid crystal displays, plasma displays

Definitions

  • the present invention relates to a polarizing plate in which a protective film made of a transparent resin is bonded to a polarizer made of a polyvinyl alcohol resin.
  • the polarizing plate is useful as one of the optical components constituting the liquid crystal display device.
  • a polarizing plate usually has a structure in which protective films are laminated on both sides of a polarizer, and is incorporated in a liquid crystal display device. It is also known that a protective film is provided only on one side of the polarizer, but in many cases, a layer having an optical function as another function is not provided on the other side. It is also pasted.
  • a method for producing a polarizer a method in which a uniaxially stretched polyvinyl alcohol-based resin film dyed with a dichroic dye is treated with boric acid, washed with water and dried is widely adopted.
  • a protective film is bonded to the polarizer immediately after washing and drying as described above. This is because the dried polarizer has a weak physical strength, and once it is wound, there is a problem that it is easily broken in the processing direction. Therefore, usually, a water-based adhesive that is an aqueous solution of a polyvinyl alcohol resin is immediately applied to the polarizer after drying, and protective films are simultaneously bonded to both sides of the polarizer via this adhesive. Usually, a triacetyl cellulose film having a thickness of 30 to 100 ⁇ m is used as the protective film.
  • Triacetyl cellulose has a high moisture permeability, and the polarizing plate bonded as a protective film has a problem of causing deterioration under wet heat, for example, at a temperature of 70 ° C. and a relative humidity of 90%. Therefore, it is also known to use an amorphous polyolefin resin having a lower moisture permeability than that of triacetyl cellulose, for example, an amorphous polyolefin resin represented by a norbornene resin as a protective film.
  • a protective film made of a resin with low moisture permeability is bonded to a polyvinyl alcohol polarizer, a polyvinyl alcohol resin that has been conventionally used as an adhesive for bonding a polyvinyl alcohol polarizer and triacetyl cellulose.
  • the aqueous solution has a problem that the adhesive strength is not sufficient or the appearance of the obtained polarizing plate becomes poor. This is because a resin film having low moisture permeability is generally hydrophobic, and water that is a solvent cannot be sufficiently dried due to low moisture permeability.
  • one side of the polarizer is made of a resin with low moisture permeability such as an amorphous polyolefin resin.
  • a resin with low moisture permeability such as an amorphous polyolefin resin.
  • a protective film and bonding a protective film made of a highly moisture-permeable resin such as cellulose resin including triacetyl cellulose to the other surface of the polarizer. Therefore, high adhesion between a protective film made of a resin with low moisture permeability and a polyvinyl alcohol polarizer and high adhesion between a resin with high moisture permeability such as a cellulose resin and a polyvinyl alcohol polarizer.
  • an active energy ray-curable adhesive as an adhesive that gives force.
  • Patent Document 1 discloses an adhesive mainly composed of an epoxy compound that does not contain an aromatic ring, and this adhesive is obtained by cationic polymerization by irradiation with active energy rays. It has been proposed to cure and bond the polarizer and the protective film.
  • Patent Document 2 discloses a photocurable adhesive in which an alicyclic epoxy compound and an epoxy compound having no alicyclic epoxy group are combined and blended with a cationic photopolymerization initiator. A technique using an agent for bonding a polarizer and a protective film is disclosed.
  • the adhesive of the composition specifically disclosed in Patent Document 1 and Patent Document 2 adheres the polarizer and the protective film with an appropriate adhesive force
  • the adhesive force is not necessarily sufficient, for example,
  • the polarizing plate obtained by adhering the polarizer and the protective film using the photocurable adhesive is cut into a predetermined size or when the cut polarizing plate is handled, an impact is exerted on the end of the polarizing plate.
  • the protective film sometimes peeled off from the polarizer at the end.
  • a polarizing plate obtained by adhering a polarizer and a protective film using these photocurable adhesives is discolored by sunlight or the heat of a backlight when applied to a liquid crystal display device.
  • JP 2010-32766 combines a glycidyl ether group-containing resin, a hydrolyzable silyl group, and an epoxy group-containing compound, and is combined with a photocationic polymerization initiator.
  • the technique which uses the photocurable adhesive agent used for bonding with a polarizer and a protective film is disclosed.
  • the photocurable adhesive having the composition specifically disclosed in Patent Document 3 expresses an appropriate adhesive force, and the discoloration of the polarizing plate due to heat can be moderately suppressed, but the adhesive layer after curing is not necessarily provided.
  • an object of the present invention is to provide a polarizing plate that has excellent adhesion between the polarizer and the protective film, suppresses discoloration of the polarizer due to heat, and does not easily crack the polarizer even when subjected to a severe temperature history. It is.
  • the present inventors have determined that a predetermined amount of a silane coupling agent and a photocationic polymerization initiator is added to a photocurable component containing an epoxy compound having an alicyclic epoxy group.
  • a polarizing plate which is formed from a photocurable composition containing a photocurable component containing an epoxy compound having a formula epoxy group, a silane coupling agent, and a photocationic polymerization initiator. .
  • the silane coupling agent preferably has a glycidyloxy group or a cyclic epoxy group in the molecule.
  • the photocurable component forming the adhesive further contains an aliphatic epoxy compound in the molecule.
  • the photocurable composition preferably contains 4 to 40 parts by weight of the silane coupling agent with respect to 100 parts by weight of the photocurable component.
  • a cycloolefin-based resin form is bonded to one surface of the polarizer via the adhesive, and an acetylcellulose-based resin film is bonded to the other surface of the polarizer via the adhesive.
  • a pressure-sensitive adhesive layer having an antistatic function is formed on the surface opposite to the surface on which the polarizing film of the acetylcellulose-based resin film is bonded.
  • the polarizing plate of the present invention is obtained by bonding a protective film to at least one surface of a polarizer via an adhesive layer.
  • the polarizer is composed of a polyvinyl alcohol-based resin film in which a dichroic dye is adsorbed and oriented.
  • the polyvinyl alcohol resin constituting the polarizer can be obtained by saponifying a polyvinyl acetate resin.
  • the polyvinyl acetate resin include polyvinyl acetate, which is a homopolymer of vinyl acetate, and copolymers of vinyl acetate and other monomers copolymerizable therewith.
  • Examples of other monomers copolymerized with vinyl acetate include unsaturated carboxylic acids, olefins, vinyl ethers, and unsaturated sulfonic acids.
  • the saponification degree of the polyvinyl alcohol-based resin is usually in the range of 85 to 100 mol%, preferably 98 to 100 mol%.
  • the polyvinyl alcohol-based resin may be further modified, and for example, polyvinyl formal or polyvinyl acetal modified with aldehydes may be used.
  • the degree of polymerization of the polyvinyl alcohol-based resin is usually 1,000 to 10,000, preferably 1,500 to 5,000.
  • the polarizer is a process of uniaxially stretching such a polyvinyl alcohol-based resin film, a step of dyeing the polyvinyl alcohol-based resin film with a dichroic dye and adsorbing the dichroic dye, and a dichroic dye being adsorbed It is manufactured through a step of treating the polyvinyl alcohol resin film with a boric acid aqueous solution.
  • the uniaxial stretching may be performed before dyeing with a dichroic dye, may be performed simultaneously with dyeing with a dichroic dye, or may be performed after dyeing with a dichroic dye. When uniaxial stretching is performed after dyeing with a dichroic dye, this uniaxial stretching may be performed before boric acid treatment or during boric acid treatment.
  • uniaxial stretching in these plural stages.
  • stretching may be performed between rolls having different peripheral speeds, or stretching may be performed by sandwiching between rolls.
  • atmosphere may be sufficient
  • stretches in the state swollen with the solvent may be sufficient.
  • the draw ratio is usually about 4 to 8 times.
  • the polyvinyl alcohol resin film may be immersed in an aqueous solution containing the dichroic dye. Specifically, iodine or a dichroic organic dye is used as the dichroic dye.
  • 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 about 0.01 to 0.5 parts by weight per 100 parts by weight of water, and the content of potassium iodide is usually about 0.5 to 10 parts by weight per 100 parts by weight of water. It is.
  • the temperature of this aqueous solution is usually about 20 to 40 ° C.
  • the immersion time (dyeing time) in this aqueous solution is usually about 30 to 300 seconds.
  • a method of dyeing a polyvinyl alcohol-based resin film in an aqueous solution containing a water-soluble dichroic organic dye is usually employed.
  • the content of the dichroic organic dye in this aqueous solution is usually 1 ⁇ 10 5 per 100 parts by weight of water. -3 ⁇ 1 ⁇ 10 -2 About parts by weight.
  • This aqueous solution may contain an inorganic salt such as sodium sulfate.
  • the temperature of this aqueous solution is usually about 20 to 80 ° C., and the immersion time (dyeing time) in this aqueous solution is usually about 30 to 300 seconds.
  • the boric acid treatment after dyeing with a dichroic dye is performed by immersing the dyed polyvinyl alcohol resin film in an aqueous boric acid solution.
  • the boric acid content in the boric acid aqueous solution is usually about 2 to 15 parts by weight, preferably about 5 to 12 parts by weight per 100 parts by weight of water.
  • the aqueous boric acid solution preferably contains potassium iodide.
  • the content of potassium iodide in the boric acid aqueous solution is usually about 2 to 20 parts by weight, preferably 5 to 15 parts by weight per 100 parts by weight of water.
  • the immersion time in the boric acid aqueous solution is usually about 100 to 1,200 seconds, preferably about 150 to 600 seconds, and more preferably about 200 to 400 seconds.
  • the temperature of the boric acid aqueous solution is usually 50 ° C. or higher, preferably 50 to 85 ° C.
  • the polyvinyl alcohol resin film after the boric acid treatment is usually washed with water.
  • the water washing treatment is performed, for example, by immersing a boric acid-treated polyvinyl alcohol resin film in water. A drying process is performed after water washing, and a polarizer is obtained.
  • the water temperature in the water washing treatment is usually about 5 to 40 ° C., and the immersion time is usually about 2 to 120 seconds.
  • the drying process performed after that is normally performed using a hot air dryer or a far-infrared heater.
  • the drying temperature is usually 40 to 100 ° C.
  • the drying treatment time is usually about 120 to 600 seconds.
  • the thickness of the polarizer which consists of a polyvinyl alcohol-type resin film obtained can be about 10-50 micrometers.
  • the polarizer thus obtained has a protective film made of a transparent resin bonded to at least one surface thereof through an adhesive layer to form a polarizing plate.
  • the adhesive for bonding the protective film to the polarizer is a photocurable component composed of an epoxy compound having an alicyclic epoxy group, a silane coupling agent, and a photocationic polymerization initiator.
  • the formula diepoxy compound is preferably used because it provides excellent adhesion.
  • Specific examples of the alicyclic epoxy compound are listed below. Here, the compound name is given first, and then the chemical formula corresponding to each is shown, and the same symbol is attached to the chemical name and the corresponding chemical formula.
  • An aliphatic epoxy compound is a compound having in its molecule at least one oxirane ring (3-membered cyclic ether) bonded to an aliphatic carbon atom.
  • a monofunctional compound such as butyl glycidyl ether or 2-ethylhexyl glycidyl ether.
  • trifunctional or higher functional epoxy compounds such as trimethylolpropane triglycidyl ether and pentaerythritol tetraglycidyl ether.
  • An epoxy compound having one epoxy group directly bonded to an alicyclic ring and an oxirane ring bonded to an aliphatic carbon atom such as 4-vinylcyclohexene dioxide and limonene dioxide, also falls under this category.
  • an aliphatic diepoxy compound having two oxirane rings bonded to an aliphatic carbon atom in the molecule is preferable.
  • Such a suitable aliphatic diepoxy compound can be represented by the following formula (II), for example.
  • Y in the formula is an alkylene group having 2 to 9 carbon atoms, an alkylene group having 4 to 9 carbon atoms having an ether bond between them, or a divalent hydrocarbon group having 6 to 18 carbon atoms having an alicyclic structure. is there.
  • the aliphatic diepoxy compound represented by the above formula (II) is diglycidyl ether of alkanediol, diglycidyl ether of oligoalkylene glycol having a repetition number of up to about 4, or diglycidyl ether of alicyclic diol. is there.
  • diol (glycol) that can be an aliphatic diepoxy compound represented by the formula (II) are listed below.
  • alkanediol examples include ethylene glycol, propylene glycol, 1,3-propanediol, 2-methyl-1,3-propanediol, 2-butyl-2-ethyl-1,3-propanediol, and 1,4-butanediol.
  • Neopentyl glycol 3-methyl-2,4-pentanediol, 2,4-pentanediol, 1,5-pentanediol, 3-methyl-1,5-pentanediol, 2-methyl-2,4-pentane Diol, 2,4-diethyl-1,5-pentanediol, 1,6-hexanediol, 1,7-heptanediol, 3,5-heptanediol, 1,8-octanediol, 2-methyl-1,8 -Octanediol, 1,9-nonanediol and the like.
  • Examples of the oligoalkylene glycol include diethylene glycol, triethylene glycol, tetraethylene glycol, and dipropylene glycol.
  • Examples of the alicyclic diol include cyclohexanediol, cyclohexanedimethanol, hydrogenated bisphenol A, and hydrogenated bisphenol F.
  • diglycidyl ethers of alkanediols are preferred, and particularly preferred ones because of their availability are 1,4-butanediol diglycidyl ether, neopentyl glycol diglycidyl ether and the like. is there.
  • the blending ratio of both is 50 to 95% by weight of the alicyclic epoxy compound and the aliphatic epoxy compound based on the total amount of the cationic polymerizable compound. It is preferably 5% by weight or more.
  • an aliphatic epoxy compound for example, a diglycidyl ether compound of the formula (II) in an amount of 5% by weight or more based on the whole cationic polymerizable compound, the adhesion between the polarizer and the protective film is further improved.
  • the amount is preferably 45% by weight or less based on the total amount of the cationically polymerizable compound.
  • the sum total of the mixture ratio of an alicyclic epoxy compound and an aliphatic epoxy compound does not exceed 100 weight%.
  • Epoxy compounds not corresponding to formula (I) include compounds having only one epoxy group directly bonded to the alicyclic ring in the molecule, and epoxy compounds not corresponding to formula (II) include those other than formula (II)
  • An aliphatic epoxy compound having an oxirane ring bonded to an aliphatic carbon atom, an aromatic epoxy compound, and the like are included.
  • An oxetane compound is a compound having an oxetane ring (4-membered ring ether).
  • Examples of aliphatic epoxy compounds having an oxirane ring bonded to an aliphatic carbon atom other than formula (II) include triglycidyl ether of glycerin, triglycidyl ether of trimethylolpropane, and diglycidyl ether of polyethylene glycol. .
  • the aromatic epoxy compound may be a glycidyl ether of an aromatic polyhydroxy compound having at least two phenolic hydroxyl groups in the molecule. Specific examples thereof include diglycidyl ether of bisphenol A and diglycidyl ether of bisphenol F. Bisphenol S diglycidyl ether, phenol novolac resin glycidyl ether, and the like.
  • An oxetane compound is a compound having a 4-membered ring ether (oxetanyl group) in the molecule, and specific examples thereof include the following compounds. 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, 3-ethyl-3- (cyclohexyloxymethyl) oxetane, phenol novolac oxetane, 1,3-bis [(3-ethyloxetane -3-yl) methoxy] benzene, oxetanylsilsesquioxane, o
  • the oxetane compound described above is improved in curability as compared with the case where only the epoxy compound is used as the cationic polymerizable compound by blending at a ratio of 30% by weight or less based on the total amount of the cationic polymerizable compound. An effect may be expected.
  • the silane coupling agent can be a compound in which at least one hydrolyzable alkoxy group and another organic group are bonded to a silicon atom.
  • silane coupling agent for example, hydrogen fluoride produced as a by-product due to decomposition of the photocationic polymerization initiator is captured and discoloration of the polarizer is suppressed, and as a result, discoloration of the polarizing plate can be suppressed.
  • silane coupling agents include methyltrimethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, 3-glycidoxypropyltrimethoxysilane, and 3-glycidoxypropylmethyldimethoxysilane.
  • 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyltriethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 2- (3,4- Epoxycyclohexyl) ethyltriethoxysilane has a glycidyloxy group or an alicyclic epoxy group in the molecule, so that when the photocurable composition is irradiated with active energy rays, it is cation with a photocurable component. Cures by polymerization reaction.
  • the silane coupling agent may be used alone or in combination of two or more.
  • the compounding amount of the silane coupling agent is about 4 to 50 parts by weight, preferably 7 to 50 parts by weight, and more preferably about 7 to 20 parts by weight with respect to 100 parts by weight of the photocurable component.
  • the amount of the silane coupling agent with respect to 100 parts by weight of the photocurable component is 4 parts by weight or less, the effect of suppressing the change in hue at the time of heating is not sufficient, and further, the adhesion with the polarizer and the protective film is improved. Almost no effect is obtained.
  • the amount of the silane coupling agent with respect to 100 parts by weight of the photocurable component is 50 parts by weight or more, the viscosity change with time in the photocurable composition increases, or the storage elastic modulus in the adhesive after curing. Tend to decrease significantly.
  • Photocationic polymerization initiator In the present invention, the photocurable component described above is cured by cationic polymerization by irradiation with active energy rays to form an adhesive layer, and therefore a photocationic polymerization initiator is blended in the photocurable composition.
  • the cationic photopolymerization initiator generates a cationic species or a Lewis acid upon irradiation with an active energy ray such as visible light, ultraviolet ray, X-ray, or electron beam, and initiates a polymerization reaction of the photocationic curable component. . Since the cationic photopolymerization initiator acts catalytically by light, it is excellent in storage stability and workability even when mixed with the cationic photocuring component. Examples of the compound that generates a cationic species or a Lewis acid upon irradiation with active energy rays include onium salts such as aromatic iodonium salts and aromatic sulfonium salts, aromatic diazonium salts, and iron-arene complexes.
  • the aromatic iodonium salt is a compound having a diaryl iodonium cation, and typical examples of the diaryl iodonium cation include a diphenyl iodonium cation.
  • An aromatic sulfonium salt is a compound having a triarylsulfonium cation, and typical examples of the triarylsulfonium cation include triphenylsulfonium cation and 4,4′-bis (diphenylsulfonio) diphenylsulfide cation. Can do.
  • the aromatic diazonium salt is a compound having a diazonium cation, and typical examples of the diazonium cation include a benzenediazonium cation.
  • the iron-arene complex is typically a cyclopentadienyl iron (II) arene cation complex salt.
  • II cyclopentadienyl iron
  • the cations shown above constitute a photocationic polymerization initiator in pairs with anions (anions).
  • anions constituting the photocationic polymerization initiator include hexafluorophosphate anion PF 6 ⁇ , Hexafluoroantimonate anion SbF 6 ⁇ , Pentafluorohydroxyantimonate anion SbF 5 (OH) ⁇ , Hexafluoroarsenate anion AsF 6 ⁇ , Tetrafluoroborate anion BF 4 ⁇ , Tetrakis (pentafluorophenyl) borate anion B (C 6 F 5 ) 4 ⁇ and so on.
  • cationic photopolymerization initiators especially aromatic sulfonium salts have ultraviolet absorption characteristics even in the wavelength region near 300 nm, and therefore provide a cured product having excellent curability and good mechanical strength and adhesive strength. Therefore, it is preferably used.
  • Various photocationic polymerization initiators are commercially available. Examples of commercially available products include the “CPI” series sold by Sun Apro Co., Ltd., the “CYRACURE UVI” series sold by Dow Chemical Co., Ltd., and the “Adekaoptomer” sold by ADEKA Corporation.
  • the compounding amount of the photocationic polymerization initiator is 1 to 10 parts by weight based on 100 parts by weight of the whole cationic polymerizable compound.
  • the cationically polymerizable compound can be sufficiently cured, and high mechanical strength and adhesive strength are given to the obtained polarizing plate.
  • the amount of the cationic photopolymerization initiator is preferably 2 parts by weight or more per 100 parts by weight of the cationic polymerizable compound, and preferably 6 parts by weight or less.
  • the photocurable composition may contain other components in addition to the photocationic curable component and the photocationic polymerization initiator described above.
  • photosensitizers examples include photosensitizers, photosensitizers, thermal cationic polymerization initiators, chain transfer agents, thermoplastic resins, flow regulators, antifoaming agents, leveling agents, organic There are solvents.
  • a photosensitizer is a compound that exhibits maximum absorption at a wavelength longer than the maximum absorption wavelength exhibited by the photocationic polymerization initiator and promotes the polymerization initiation reaction by the photocationic polymerization initiator.
  • an anthracene compound is preferably used.
  • anthracene compounds that can be used as photosensitizers, 9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 9,10-dipropoxyanthracene, 9,10-diisopropoxyanthracene, 9,10-dibutoxyanthracene 9,10-dipentyloxyanthracene, 9,10-dihexyloxyanthracene and the like.
  • the photosensitizing assistant is a compound that further promotes the action of the photosensitizer. As such a photosensitizing assistant, naphthalene compounds are preferably used.
  • the amount thereof is, for example, in the range of 10 parts by weight or less to the blending purpose with respect to 100 parts by weight of the photocationic curable component that is the main component of the photocurable composition. May be selected as appropriate.
  • a polarizer comprising the above-described polyvinyl alcohol-based resin film is laminated with a protective film via the photocurable composition described above, and the photocurable composition is cured to form a polarizing plate.
  • the protective film can be composed of an acetylcellulose-based resin film such as triacetylcellulose, which has been most widely used as a protective film for polarizing plates, or a resin film having a lower moisture permeability than triacetylcellulose.
  • the moisture permeability of triacetyl cellulose is approximately 400 g / m. 2 / 24 hr.
  • the protective film bonded to at least one surface of the polarizer is composed of an acetylcellulose-based resin.
  • the protective film bonded to at least one surface of the polarizer is a resin film having a moisture permeability lower than that of triacetyl cellulose, such as a moisture permeability of 300 g / m. 2 / 24hr or less of resin film.
  • the resin constituting such a resin film with low moisture permeability include amorphous polyolefin resin, polyester resin, acrylic resin, polycarbonate resin, and chain polyolefin resin.
  • a protective film made of an acetylcellulose-based resin is bonded to one surface of the polarizer via the adhesive layer, and the other surface of the polarizer is also interposed via the adhesive layer. Then, a protective film made of a transparent resin having a low moisture permeability as described above is bonded.
  • An acetyl cellulose resin is a resin in which at least a part of hydroxyl groups in cellulose is acetate esterified, even if it is a mixed ester in which part is acetated and partly esterified with another acid. Good.
  • acetyl cellulose resin examples include triacetyl cellulose, diacetyl cellulose, cellulose acetate propionate, and cellulose acetate butyrate.
  • An amorphous polyolefin-based resin is a polymer having a polymerized unit of cyclic olefin, such as norbornene, tetracyclododecene (also known as dimethanooctahydronaphthalene), or a compound having a substituent bonded thereto. It may be a copolymer obtained by copolymerizing a chain olefin and / or an aromatic vinyl compound.
  • thermoplastic norbornene resins are typical.
  • the polyester resin is a polymer obtained by condensation polymerization of a dibasic acid and a dihydric alcohol, and polyethylene terephthalate is representative.
  • Acrylic resin is a polymer with methyl methacrylate as the main monomer.
  • methyl methacrylate and acrylic esters and aromatic vinyl compounds such as methyl acrylate It may be a copolymer.
  • the polycarbonate-based resin is a polymer having a carbonate bond (—O—CO—O—) in the main chain, and is typically obtained by condensation polymerization of bisphenol A and phosgene.
  • the chain polyolefin-based resin is a polymer mainly containing a chain olefin such as ethylene or propylene, and can be a homopolymer or a copolymer. Among them, a propylene homopolymer and a copolymer in which a small amount of ethylene is copolymerized with propylene are representative.
  • Such a protective film has various surface treatment layers such as a hard coat layer, an antireflection layer, an antiglare layer, and an antistatic layer on the surface opposite to the surface to be bonded to the polarizer. Also good.
  • the protective film can have a thickness of about 5 to 150 ⁇ m including the case where such a surface treatment layer is formed. The thickness is preferably 10 ⁇ m or more, preferably 120 ⁇ m or less, more preferably 100 ⁇ m or less.
  • Adhesion between polarizer and protective film In adhering the polarizer and the protective film, the photocurable composition described above is applied to one or both of the bonded surfaces of the polarizer and the protective film, and the polarizer and the protective film are interposed through the coating layer.
  • the application layer of the uncured photocurable composition is bonded and cured by irradiating active energy rays, and the protective film is fixed on the polarizer.
  • the coating layer of a photocurable composition may be formed in the bonding surface of a polarizer, and may be formed in the bonding surface of a protective film.
  • various coating methods such as a doctor blade, a wire bar, a die coater, a comma coater, and a gravure coater can be used.
  • the system which casts a photocurable composition in the meantime can also be employ
  • each coating method has an optimum viscosity range, it is also a useful technique to adjust the viscosity using a solvent.
  • a solvent that dissolves the photocurable composition satisfactorily without degrading the optical performance of the polarizer is used, but the type is not particularly limited.
  • organic solvents such as hydrocarbons typified by toluene and esters typified by ethyl acetate can be used.
  • the thickness of the adhesive layer after curing is usually 20 ⁇ m or less, preferably 10 ⁇ m or less, more preferably 5 ⁇ m or less. When the adhesive layer becomes thick, the reaction rate of the adhesive composition decreases, and the wet heat resistance of the polarizing plate tends to deteriorate.
  • the corona discharge treatment, plasma treatment, flame treatment, primer treatment, anchor coating treatment is performed on one or both of the bonding surfaces of the polarizer before applying the photocurable composition.
  • Such an easy adhesion treatment may be performed.
  • the light source used for irradiating the application layer of the photocurable composition with active energy rays may be any light source that generates ultraviolet rays, electron beams, X-rays, and the like.
  • 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, a metal halide lamp and the like having a light emission distribution at a wavelength of 400 nm or less are preferably used.
  • the irradiation intensity of the active energy ray to the photocurable composition is determined for each composition of the photocurable composition, and is not particularly limited, but the irradiation intensity in the wavelength region effective for activation of the initiator.
  • Irradiation intensity to the photocurable composition is 0.1 mW / cm 2 If it is less than 100 mW / cm, the reaction time becomes too long. 2 If it exceeds 1, the heat radiated from the lamp and the heat generated during polymerization of the photocurable composition may cause yellowing of the photocurable composition or deterioration of the polarizer.
  • the light irradiation time to the photocurable composition is controlled for each composition to be cured and is not particularly limited, but the integrated light amount expressed as the product of the irradiation intensity and the irradiation time is 10 to 5,000 mJ. / Cm 2 It is preferable to set so that.
  • Integrated light quantity to the photocurable composition is 10 mJ / cm 2
  • the amount is less than 1, the generation of active species derived from the initiator is not sufficient, and the resulting adhesive layer may be insufficiently cured, while the integrated light amount is 5,000 mJ / cm. 2 If it exceeds 1, irradiation time becomes very long, which is disadvantageous for productivity improvement.
  • active energy rays may be irradiated from either protective film side.
  • one protective film contains an ultraviolet absorber and the other protective film
  • the ultraviolet absorber When the ultraviolet absorber is not contained, it is preferable to irradiate the active energy ray from the protective film side not containing the ultraviolet absorber in order to effectively utilize the irradiated active energy ray and increase the curing rate.
  • the polarizing plate of the present invention is excellent in heat resistance because it hardly deteriorates even when exposed to high temperature conditions by blending a predetermined amount of a silane coupling agent into the photocurable composition. For example, an ab value expressed by the square root value of the sum of the square value of the a value and the square value of the b value of the transmitted hue is 0.
  • the above transmission hue means the hue of light transmitted from the other surface when light is applied from one surface of the polarizing plate.
  • the hue here can be expressed by a value and b value in the Lab color system, and is measured using standard light.
  • the transmission hue of the polarizing plate was actually measured on the polarizing film with a protective film (a cycloolefin-based film and an acetylcellulose-based film in the examples described later) stuck on the acetylcellulose-based film.
  • An adhesive layer is provided and the adhesive layer is bonded to the glass plate.
  • the Lab color system is represented by Hunter's lightness index L and hues a and b, as described in “5.5 Accelerated weather resistance test” of JIS K 5981: 2006 “Synthetic resin powder coating”. Is. As a concept similar to the Lab color system, JIS Z 8729: 2004 “Color Display Method-L * a * b * Color system and L * u * v * L defined in "color system” * a * b * Although there is a color system, the Lab color system is adopted in the present invention.
  • the values of the lightness index L and hues a and b are calculated from the tristimulus values X, Y and Z defined in JIS Z 8722: 2009 “Color Measurement Method-Reflection and Transmission Object Color” by the following formula: .
  • the hue a value and b value can indicate positions corresponding to saturation, and when the hue a value increases, the hue changes to red, and when the hue b value increases, the hue changes to yellow. Each changes.
  • the ab value representing the change in hue is calculated by the following formula (III).
  • the polarizing plate of the present invention can be made into a laminated optical member by laminating optical layers having optical functions other than the polarizing plate.
  • a laminated optical member is obtained by laminating and attaching an optical layer to a protective film of a polarizing plate via an adhesive or a pressure-sensitive adhesive.
  • a protective film can be bonded via a photocurable composition, and an optical layer can be laminated and bonded to the other surface of the polarizer via an adhesive or a pressure-sensitive adhesive.
  • the optical layer can simultaneously be a protective film defined in the present invention.
  • the optical layer laminated on the polarizing plate for the polarizing plate arranged on the back side of the liquid crystal cell, the reflective layer is laminated on the opposite side of the polarizing plate from the side facing the liquid crystal cell.
  • the reflective layer, transflective layer, or light diffusion layer is a reflective polarizing plate (optical member), a transflective polarizing plate (optical member), or a diffusing polarizing plate (optical member), respectively.
  • the reflective polarizing plate is used in a liquid crystal display device of a type that reflects and displays incident light from the viewing side. Since a light source such as a backlight can be omitted, the liquid crystal display device can be easily thinned.
  • the transflective polarizing plate is used as a reflection type in a bright place and used in a liquid crystal display device that displays light from a backlight in a dark place.
  • An optical member as a reflective polarizing plate can form a reflective layer by attaching a foil or a vapor deposition film made of a metal such as aluminum to a protective film on a polarizer, for example.
  • An optical member as a transflective polarizing plate can be formed by using the reflective layer as a half mirror, or by adhering a reflective plate containing a pearl pigment or the like and exhibiting light transmittance to the polarizing plate.
  • an optical member as a diffusion type polarizing plate can be obtained by various methods such as a method of performing a mat treatment on a protective film on a polarizing plate, a method of applying a resin containing fine particles, and a method of adhering a film containing fine particles. Use to form a fine relief structure on the surface.
  • an optical member can be formed as a polarizing plate for both reflection and diffusion. In that case, for example, a method of providing a reflective layer reflecting the concavo-convex structure on the fine concavo-convex structure surface of the diffusing polarizing plate is adopted. it can.
  • the reflective layer having a fine concavo-convex structure has advantages such that incident light is diffused by irregular reflection, directivity and glare can be prevented, and uneven brightness can be suppressed.
  • the resin layer or film containing fine particles also has an advantage that incident light and its reflected light are diffused when passing through the fine particle-containing layer, and light and dark unevenness can be suppressed.
  • the reflective layer reflecting the surface fine concavo-convex structure can be formed by directly attaching a metal to the surface of the fine concavo-convex structure by a method such as vapor deposition such as vacuum deposition, ion plating, sputtering, or plating.
  • the fine particles to be blended to form the fine surface uneven structure include, for example, silica, aluminum oxide, titanium oxide, zirconia, tin oxide, indium oxide, cadmium oxide, and antimony oxide having an average particle size of 0.1 to 30 ⁇ m. It can be inorganic fine particles, organic fine particles such as crosslinked or non-crosslinked polymers, and the like.
  • the condensing plate is used for the purpose of optical path control and can be formed as a prism array sheet, a lens array sheet, or a dot-attached sheet.
  • the brightness enhancement film is used for the purpose of improving the brightness in a liquid crystal display device.
  • a plurality of thin film films having different refractive index anisotropies are laminated to produce anisotropy in reflectance.
  • examples thereof include a reflective polarization separation sheet designed as described above, an alignment film of a cholesteric liquid crystal polymer, and a circular polarization separation sheet in which the alignment liquid crystal layer is supported on a film substrate.
  • the above-mentioned retardation plate as an optical layer is used for the purpose of compensation of retardation by a liquid crystal cell.
  • examples thereof include a birefringent film made of a stretched film of various plastics, a film in which a discotic liquid crystal or a nematic liquid crystal is oriented and fixed, and a film substrate on which the above liquid crystal layer is formed.
  • a cellulose resin film such as triacetyl cellulose is preferably used as the film substrate.
  • the plastic forming the birefringent film include amorphous polyolefin resins, polycarbonate resins, acrylic resins, chain polyolefin resins such as polypropylene, polyvinyl alcohol, polystyrene, polyarylate, polyamide, and the like. It is done.
  • the stretched film can be processed by an appropriate method such as uniaxial or biaxial. Two or more retardation plates may be used in combination for the purpose of controlling optical characteristics such as broadening the band.
  • the laminated optical members those including a retardation plate as an optical layer other than the polarizing plate are preferably used because optical compensation can be effectively performed when applied to a liquid crystal display device.
  • the optimum retardation value (in-plane and thickness direction) of the retardation plate may be selected according to the liquid crystal cell to be applied.
  • the laminated optical member can be a laminate of two layers or three or more layers by combining a polarizing plate and one or more layers selected according to the purpose of use from the various optical layers described above. In that case, the various optical layers forming the laminated optical member are integrated with the polarizing plate using an adhesive or pressure-sensitive adhesive, but the adhesive or pressure-sensitive adhesive layer used for this purpose is good. As long as it is formed, there is no particular limitation.
  • a pressure-sensitive adhesive also referred to as a pressure-sensitive adhesive
  • a pressure-sensitive adhesive those having a base polymer such as an acrylic polymer, a silicone polymer, polyester, polyurethane, or polyether can be used.
  • acrylic adhesives it has excellent optical transparency, retains appropriate wettability and cohesion, has excellent adhesion to substrates, and has weather resistance and heat resistance.
  • alkyl esters of (meth) acrylic acid having an alkyl group having 20 or less carbon atoms such as methyl, ethyl and butyl groups, and (meth) acrylic acid and hydroxyethyl (meth) acrylate Based on an acrylic copolymer having a weight average molecular weight of 100,000 or more, which is blended with a functional group-containing acrylic monomer comprising a glass transition temperature of preferably 25 ° C. or less, more preferably 0 ° C. or less. Useful as a polymer.
  • the pressure-sensitive adhesive layer is formed on the polarizing plate by, for example, dissolving or dispersing the pressure-sensitive adhesive composition in an organic solvent such as toluene or ethyl acetate to prepare a 10 to 40% by weight solution, which is directly applied on the polarizing plate. It can be performed by a coating method or a method in which a pressure-sensitive adhesive layer is previously formed on a protective film and then transferred onto a polarizing plate.
  • the thickness of the pressure-sensitive adhesive layer is determined according to the adhesive force and the like, but a range of about 1 to 50 ⁇ m is appropriate.
  • the pressure-sensitive adhesive layer is filled with glass fiber, glass beads, resin beads, metal powder, other inorganic powders, pigments, colorants, antioxidants, antistatic agents, UV absorbers, etc., as necessary.
  • Antistatic agents include ionic compounds and nonionic compounds. Examples of ultraviolet absorbers include salicylic acid ester compounds, benzophenone compounds, benzotriazole compounds, cyanoacrylate compounds, and nickel complex compounds.
  • the laminated optical member can be arranged on one side or both sides of the liquid crystal cell.
  • the liquid crystal cell to be used is arbitrary.
  • a liquid crystal display device using various liquid crystal cells such as an active matrix drive type typified by a thin film transistor type and a simple matrix drive type typified by a super twisted nematic type. Can be formed.
  • a pressure-sensitive adhesive is usually used for bonding the laminated optical member and the liquid crystal cell.
  • (A2) 1,4-butanediol diglycidyl ether obtained from Nagase ChemteX Corporation, trade name EX-214L. In Table 1 below, it is abbreviated as “(a2)”.
  • KBM-403 3-glycidoxypropyltrimethoxysilane, liquid, obtained from Shin-Etsu Chemical Co., Ltd. In Table 1 below, it is abbreviated as “KBM-403”.
  • KBM-303 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, liquid, obtained from Shin-Etsu Chemical Co., Ltd. In Table 1 below, it is abbreviated as “KBM-303”.
  • CPI-100P 4,4′-bis (diphenylsulfonio) phenyl sulfide bis (hexafluorophosphate) photocationic polymerization initiator, obtained from San Apro Co., Ltd.
  • CPI-100P 4,4′-bis (diphenylsulfonio) phenyl sulfide bis (hexafluorophosphate) photocationic polymerization initiator
  • acetylcellulose film (trade name “N-TAC KC4FR-1”, obtained from Konica Minolta Opto Co., Ltd.) was subjected to corona discharge treatment, and the corona discharge treatment surface was The same photocurable composition was applied with a bar coater so that the film thickness after curing was about 3.5 ⁇ m.
  • the polarizer having the cycloolefin-based film prepared above bonded on one side was bonded on the polarizer side to prepare a laminate.
  • ⁇ Isocyanate-based crosslinking agent Coronate L: Trimethylolpropane adduct of tolylene diisocyanate in ethyl acetate solution (solid content: 75%), obtained from Nippon Polyurethane Co., Ltd.
  • Acrylic pressure-sensitive adhesive prepared by adding an isocyanate-based crosslinking agent, a silane coupling agent, and an antistatic agent to a copolymer of butyl acrylate, methyl acrylate, acrylic acid, and hydroxyethyl acrylate.
  • An organic solvent solution of the agent is applied to the release treatment surface of a 38 ⁇ m-thick polyethylene terephthalate film (trade name “SP-PLR382020”, obtained from Lintec Co., Ltd., called release film) that has been subjected to a release treatment.
  • the film was dried with a filter so that the thickness after drying was 20 ⁇ m, and a sheet-like adhesive with a release film was produced.
  • the surface (adhesive surface) opposite to the release film of the sheet-like pressure-sensitive adhesive obtained above was bonded to the acetylcellulose-based film surface of the polarizing plate prepared in (2) above with a laminator, and the temperature was 23. Curing was carried out for 7 days under the conditions of ° C. and relative humidity of 65% to obtain a polarizing film with an adhesive.
  • an ultraviolet / visible spectrophotometer “UV-2450” manufactured by Shimadzu Corporation is used with an optional accessory “film holder with polarizer” set, and a polarizing plate in the wavelength range of 380 nm to 780 nm
  • the transmission spectrum was obtained, and the a value and b value of the transmission hue were calculated by software “UV-Probe” attached to the spectrophotometer. Based on this measured value, the ab value of the transmitted hue was calculated according to the following equation.
  • an acrylic pressure-sensitive adhesive layer is provided on the acetylcellulose-based film side to form a test piece for measuring the peel strength between the acetylcellulose-based film and the polarizer, and this pressure-sensitive adhesive layer is attached to a glass plate.
  • a cutter blade between the polarizer and the protective film (acetylcellulose film) on the adhesive side peel off 30 mm from the end in the length direction, and test the peeled cycloolefin film and polarizer I grabbed at the grip part.
  • the test piece in this state was subjected to JIS K 6854-2: 1999 “Adhesive—Peeling adhesive strength test method—Part 2: 180 degree peeling” in an atmosphere at a temperature of 23 ° C.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Medicinal Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Polarising Elements (AREA)
  • Laminated Bodies (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

L'invention concerne une plaque polarisante dans laquelle une membrane protectrice comprenant un film de résine transparent est liée, par l'intermédiaire d'un adhésif, à un polariseur comprenant une résine à base d'alcool polyvinylique sur laquelle un colorant dichroïque est adsorbé et orienté, l'adhésif comprenant une composition photodurcissable qui contient un composant photodurcissable contenant un composé époxy ayant un groupe époxy alicyclique, un agent de couplage de type silane et un initiateur de polymérisation photocationique.
PCT/JP2013/058191 2012-03-30 2013-03-14 Plaque polarisante Ceased WO2013146556A1 (fr)

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JP2012079324A JP2013210445A (ja) 2012-03-30 2012-03-30 偏光板
JP2012-079324 2012-03-30

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112041707A (zh) * 2018-04-27 2020-12-04 住友化学株式会社 光学膜、光学层叠体及柔性图像显示装置

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015182351A1 (fr) * 2014-05-30 2015-12-03 住友化学株式会社 Plaque de polarisation dotée d'un adhésif et dispositif d'affichage à cristaux liquides
JP6383210B2 (ja) * 2014-08-01 2018-08-29 三星エスディアイ株式会社ＳＡＭＳＵＮＧ ＳＤＩ Ｃｏ．， ＬＴＤ． 粘着剤組成物、光学部材および粘着シート
KR102313276B1 (ko) * 2014-09-29 2021-10-18 가부시키가이샤 아데카 광경화성 접착제와, 그것을 이용한 편광판, 적층 광학 부재 및 액정 표시 장치
JP6829012B2 (ja) * 2015-10-07 2021-02-10 住友化学株式会社 偏光板
KR20170053039A (ko) * 2015-11-05 2017-05-15 스미또모 가가꾸 가부시키가이샤 편광판 및 이를 포함하는 화상 표시 장치
JP6408046B2 (ja) * 2016-02-17 2018-10-17 住友化学株式会社 光硬化性接着剤、並びにそれを用いた偏光板及び積層光学部材
WO2019087806A1 (fr) * 2017-10-31 2019-05-09 日本ゼオン株式会社 Film polarisant et son procédé de production
JP2020126276A (ja) * 2020-05-18 2020-08-20 住友化学株式会社 偏光板

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2010229392A (ja) * 2009-03-05 2010-10-14 Dic Corp カチオン重合性接着剤及びそれを用いて得られた偏光板
WO2011013663A1 (fr) * 2009-07-28 2011-02-03 東亞合成株式会社 Composition adhésive durcissable par rayonnement d'énergie actinique destinée à un film ou feuillet plastique
WO2011021441A1 (fr) * 2009-08-21 2011-02-24 Dic株式会社 Adhésif polymérisable par voie cationique et plaque de polarisation obtenue à l'aide de celui-ci
JP2011225764A (ja) * 2010-04-22 2011-11-10 Sumitomo Chemical Co Ltd 粘着剤付き樹脂フィルム及びそれを用いた光学積層体

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5038224B2 (ja) * 2007-05-08 2012-10-03 日東電工株式会社 粘着型光学フィルムおよび画像表示装置
JP2011154267A (ja) * 2010-01-28 2011-08-11 Sumitomo Chemical Co Ltd 粘着剤層付偏光板

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2010229392A (ja) * 2009-03-05 2010-10-14 Dic Corp カチオン重合性接着剤及びそれを用いて得られた偏光板
WO2011013663A1 (fr) * 2009-07-28 2011-02-03 東亞合成株式会社 Composition adhésive durcissable par rayonnement d'énergie actinique destinée à un film ou feuillet plastique
WO2011021441A1 (fr) * 2009-08-21 2011-02-24 Dic株式会社 Adhésif polymérisable par voie cationique et plaque de polarisation obtenue à l'aide de celui-ci
JP2011225764A (ja) * 2010-04-22 2011-11-10 Sumitomo Chemical Co Ltd 粘着剤付き樹脂フィルム及びそれを用いた光学積層体

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112041707A (zh) * 2018-04-27 2020-12-04 住友化学株式会社 光学膜、光学层叠体及柔性图像显示装置
CN112041707B (zh) * 2018-04-27 2022-04-15 住友化学株式会社 光学膜、光学层叠体及柔性图像显示装置

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