WO2013094969A2 - Plaque polarisante et dispositif d'affichage d'image la comprenant - Google Patents

Plaque polarisante et dispositif d'affichage d'image la comprenant Download PDF

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Publication number
WO2013094969A2
WO2013094969A2 PCT/KR2012/011082 KR2012011082W WO2013094969A2 WO 2013094969 A2 WO2013094969 A2 WO 2013094969A2 KR 2012011082 W KR2012011082 W KR 2012011082W WO 2013094969 A2 WO2013094969 A2 WO 2013094969A2
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Prior art keywords
group
polarizing plate
liquid crystal
layer
carbon
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PCT/KR2012/011082
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English (en)
Korean (ko)
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WO2013094969A3 (fr
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송병훈
송제훈
양민수
조민성
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동우화인켐 주식회사
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Priority to CN201280062453.6A priority Critical patent/CN103998957A/zh
Publication of WO2013094969A2 publication Critical patent/WO2013094969A2/fr
Publication of WO2013094969A3 publication Critical patent/WO2013094969A3/fr

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    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
    • G02F1/133711—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by organic films, e.g. polymeric films
    • 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
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F2202/00—Materials and properties
    • G02F2202/28—Adhesive materials or arrangements

Definitions

  • the present invention relates to a polarizing plate and an image display device having the same, and more particularly, to a polarizing plate having a simple manufacturing process and thinning, and an image display device having the same.
  • three-dimensional image display technology uses a binocular parallax, which is the biggest factor for recognizing three-dimensional effect at a close range.
  • the principle of binocular parallax is a method of photographing a left eye image viewed through a left eye and a right eye image viewed through a right eye from at least two stereoscopic image capturing cameras, and then separating and transmitting them to the viewer's eyes. This is possible because two human eyes receive objects through the retina from different angles and these two images are synthesized in the cerebrum.
  • Image display apparatuses such as liquid crystal displays, which can realize stereoscopic images, often include a patterned retardation film.
  • the patterned retardation film implements a three-dimensional image by configuring the optical axis of each pattern region in different directions so that the image transmitted to the left and right eyes of a viewer wearing polarized glasses is different.
  • FIG. 1 schematically shows a method of applying a conventional patterned retardation film, wherein the patterned retardation film 100 is adhered on the upper polarizer 200 through which light passing through the color filter layer passes.
  • the patterned retardation film should be bonded to match the pixel spacing of the color filter with the pattern spacing of the retardation film. It causes the failure rate to increase.
  • the patterned retardation film 100 has a structure in which the transparent substrate 110, the alignment layer 120, and the cured liquid crystal layer 130 are sequentially stacked.
  • the retardation film has a problem that the adhesion strength between the layers is small, the interlayer peeling of the retardation film occurs in the process of removing the protective film after attaching the retardation film on the substrate with an adhesive.
  • An object of this invention is to provide the retardation film integrated polarizing plate which integrated the retardation film in the polarizing plate.
  • an object of this invention is to provide the retardation film excellent in the adhesive force between each layer in the retardation film integrated with the said polarizing plate.
  • polarizer layer An adhesive layer formed on at least one surface of the polarizer layer; And a retardation film including a structure in which the liquid crystal layer, the alignment layer, and the substrate are in contact with each other, and wherein the liquid crystal layer is adhered to the adhesive layer.
  • the alignment layer is formed of a composition for forming an alignment layer including an adhesive strength enhancer including an isocyanate group and a (meth) acrylate group, each of which may be bonded to a reactive group on the surface of the substrate and a reactive group of the liquid crystal compound of the liquid crystal layer, respectively.
  • Polarizer including an isocyanate group and a (meth) acrylate group, each of which may be bonded to a reactive group on the surface of the substrate and a reactive group of the liquid crystal compound of the liquid crystal layer, respectively.
  • adhesion enhancer is one or more compositions selected from the group consisting of compounds of the following formula 1 to 4 composition for forming an alignment film:
  • R 1 and R 2 are each independently hydrogen or a methyl group
  • R 3 and R 7 are each independently an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group,
  • R 4 and R 6 are each independently an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of an amide group, a ketone group, an ester group and a thiol group,
  • R 5 is an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with an alkoxy group having 1 to 8 carbon atoms,
  • R 7 and R 8 are each independently hydrogen or a methyl group
  • R 9 and R 11 are each independently an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group,
  • R 10 is (a) Or (b) E 1 and E 3 are each independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms or an alkoxy group having 1 to 8 carbon atoms, and E 2 is an alkoxy group having 1 to 8 carbon atoms. Substituted or unsubstituted alkylene group having 1 to 10 carbon atoms,
  • R 12 is hydrogen or a methyl group
  • R 13 is an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group;
  • R 14 is hydrogen or a methyl group
  • R 15 is an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group.
  • adhesion enhancer is a mixture of any one of the compounds represented by Formula 2 to Formula 4 and the compound represented by Formula 1 polarizing plate.
  • the alignment layer comprises a polymer including a cinnamate group as an optical alignment agent.
  • the polarizing plate comprising an adhesive enhancer of 0.1 parts by weight to 20 parts by weight based on 100 parts by weight of the optical alignment agent.
  • the plasma treatment is at least one selected from the group consisting of a remote plasma treatment, a direct plasma treatment, and a monomer plasma treatment.
  • the urethane bond is formed by the reaction of the isocyanate group of the compound represented by any one of the formula 1 to 4 of the alignment layer of the hydroxyl group, thiol group, carboxyl group, amine group or epoxy group of the substrate Polarizer.
  • liquid crystal layer is formed of a liquid crystal compound having a carbon-carbon unsaturated bond, a hydroxyl group, an epoxy group, or a cyano group.
  • the urethane bond is formed by the reaction of the isocyanate group of the compound represented by any one of the formula 1 to 4 of the alignment layer and the hydroxyl group, epoxy group or cyano group of the liquid crystal compound of the liquid crystal layer Polarizer.
  • the carbon-carbon saturation bond is a reaction of the (meth) acrylate of the compound represented by any one of the formulas 1 to 4 of the alignment layer and the carbon-carbon unsaturated bond of the liquid crystal compound of the liquid crystal layer It is formed by a polarizing plate.
  • Image display device having a polarizing plate of any one of 1 to 19 above.
  • the retardation film is integrated into the polarizing plate, thereby reducing the defective rate in the manufacturing process, and improving the productivity and reducing the manufacturing cost.
  • the polarizing plate of this invention can provide a thin polarizing plate by integrating a retardation film with a polarizing plate.
  • the retardation film integrated in the polarizing plate of the present invention has a very high interlayer adhesive force, the peeling phenomenon is remarkably reduced during the manufacturing process, so that the defect rate is low, thereby improving productivity.
  • the polarizing plate of this invention is excellent in the adhesive force of the polarizer and the liquid crystal layer of retardation film, and there exists an effect which can improve durability reliability.
  • the polarizing plate of the present invention is environmentally friendly when using an aqueous adhesive, and when using a photocurable adhesive, the manufacturing process can be simplified and productivity can be improved.
  • the polarizing plate of the present invention is excellent in the adhesion between the layers it is possible to use a backlight with a large amount of heat generation for better clarity.
  • the polarizing plate of the present invention can be thinned, the polarizing plate of the present invention can be effectively used for an image display device having a short distance between the polarizing plate and the backlight.
  • FIG. 1 is a cross-sectional view schematically showing a bonding method of a conventional retardation film and a polarizing plate.
  • FIG. 2 is a cross-sectional view schematically showing an embodiment of the phase difference film integrated polarizer of the present invention.
  • FIG. 3 is a view schematically showing a water resistance evaluation method.
  • the present invention a polarizer layer; An adhesive layer formed on at least one surface of the polarizer layer; And a retardation film having a structure in which a liquid crystal layer, an alignment film, and a substrate are in contact with each other, and wherein the liquid crystal layer is adhered to the adhesive layer.
  • the alignment film includes a reactive group on the surface of the substrate and a liquid crystal compound of the liquid crystal layer.
  • the polarizing plate is formed of a composition for forming an oriented film comprising an isocyanate group and a (meth) acrylate group which can be bonded to the reactive groups of the reactive group at the end thereof, thereby simplifying the manufacturing process and excellent interlayer adhesion and thinness and An image display apparatus having the same.
  • FIG. 2 is a cross-sectional view schematically showing an embodiment of the polarizing plate of the present invention.
  • the transparent substrate 310 positioned on the oriented liquid crystal layer side is characterized by having a reactive group capable of reacting with an isocyanate group or a (meth) acrylate group on its surface.
  • a reactive group capable of reacting with an isocyanate group or a (meth) acrylate group on its surface.
  • a reactive group a hydroxyl group, a thiol group, a carboxy group, a (meth) acrylate group, an amine group, an epoxy group, etc. are mentioned.
  • any substrate having such a reactive group among the substrates used in the art can be used in the present invention without limitation, and a substrate treatment process known in the art even if the substrate commonly used in the art does not have such a reactive group per se. If the reactive group can be introduced to the surface through may be used in the present invention without limitation.
  • a film excellent in transparency, mechanical strength, thermal stability, moisture shielding, isotropy, etc. may be used, and more specifically, polyester such as polyethylene terephthalate, polyethylene isophthalate, polyethylene naphthalate, polybutylene terephthalate, etc.
  • the more commonly used film is a film containing a TAC (triacetyl cellulose), COP (cyclo-olefin polymer), PMMA (poly (methyl methacrylate)) polymer and the like.
  • TAC triacetyl cellulose
  • COP cyclo-olefin polymer
  • PMMA poly (methyl methacrylate)
  • Substrates made of TAC, COP, PMMA do not have reactive groups on their surface that can react with isocyanates or (meth) acrylates. Therefore, the reactive group can be introduced to the surface through surface treatment.
  • the hydroxyl group is described as an example, the hydroxyl group is introduced to the surface when the saponification treatment is performed on the TAC surface, and the hydroxyl group is applied to the surface when the plasma treatment is performed on the surface of the COP. Can be introduced.
  • cellulose-based film is alkali treatment including saponification treatment; Acrylic, polyolefin and polyester films are advantageous for dry treatment such as corona treatment or plasma treatment.
  • plasma treatment at least one process may be performed among a remote plasma, a direct plasma, and a monomer plasma.
  • the alignment layer 320 is an isocyanate group and a (meth) acrylate group which may be bonded to the reactive group of the surface of the substrate 310 and the reactive group of the liquid crystal compound of the liquid crystal layer 330, respectively. It is formed from the composition for oriented film formation containing the adhesion
  • the adhesion enhancer according to the present invention comprises at least one (meth) acrylate group terminal and one isocyanate group terminal.
  • (meth) acrylate refers to acrylate, methacrylate, or optionally acrylate and methacrylate simultaneously.
  • the (meth) acrylate group and the isocyanate group of the adhesion enhancer are liquid crystalline compounds even if the (meth) acrylate group and / or the isocyanate group are not contained at the terminal at the time when the adhesion enhancer is mixed with the composition for forming an alignment film.
  • functional groups where (meth) acrylate groups or isocyanate groups are produced through further treatment, such as heat treatment, prior to chemical bonding with the substrate.
  • a functional group in which an isocyanate group is produced through heat treatment a pyrazole group connected by an amide bond to the terminal of the adhesion promoter may be mentioned. Gastric pyrazole groups are separated through a heat treatment process, an isocyanate group is formed at the end.
  • the alignment layer 320 is a layer that induces alignment of the liquid crystal, one surface of which is in contact with the liquid crystal layer 330, and the other surface of which is in contact with the base film 310.
  • the present invention provides an adhesive layer including an isocyanate group and a (meth) acrylate group at its ends. )
  • the interlayer adhesion can be enhanced by chemical bonding with the reactive groups exposed on the surface of the base film 310 and the surface of the liquid crystal layer 320 in contact with the above isocyanate group and the (meth) acrylate group. .
  • adhesion enhancer may be one or more selected from the group consisting of compounds represented by the following formula (1), (2), (3) and (4):
  • R 1 and R 2 are each independently hydrogen or a methyl group
  • R 3 and R 7 are each independently an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group,
  • R 4 and R 6 are each independently an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of an amide group, a ketone group, an ester group and a thiol group,
  • R 5 is an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with an alkoxy group having 1 to 8 carbon atoms,
  • R 7 and R 8 are each independently hydrogen or a methyl group
  • R 9 and R 11 are each independently an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group,
  • R 10 is (a) Or (b) E 1 and E 3 are each independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms or an alkoxy group having 1 to 8 carbon atoms, and E 2 is an alkoxy group having 1 to 8 carbon atoms. Substituted or unsubstituted alkylene group having 1 to 10 carbon atoms,
  • R 12 is hydrogen or a methyl group
  • R 13 is an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group;
  • R 14 is hydrogen or a methyl group
  • R 15 is an alkylene group having 1 to 10 carbon atoms unsubstituted or substituted with a group selected from the group consisting of a ketone group, an ester group and a thiol group.
  • the adhesion enhancer represented by Chemical Formula 1 to Chemical Formula 4 is at least one of the compounds represented by Chemical Formula 2 to Chemical Formula 4 and the compound represented by Chemical Formula 1 to secure better interlayer adhesion. It can be used as a mixture of.
  • adhesion enhancer of Formula 1 to Formula 4 may include at least one selected from the group consisting of compounds represented by the following Formulas 5 to 15:
  • composition for forming an alignment film according to the present invention may include an alignment agent, a photoinitiator and an organic solvent commonly used in the art, in addition to the above adhesion enhancer.
  • an alignment agent conventionally used in the art may be used without particular limitation.
  • a polyacrylate-based polymer, a polyamic acid, a polyimide-based polymer, or a polymer containing cinnamate groups can be used as an alignment agent, and when a photoalignment is applied, a polymer containing cinnamate groups can be used.
  • the polymer used as the alignment agent may have a weight average molecular weight of about 10,000-500,000, but is not limited thereto.
  • Adhesion enhancers according to the present invention is preferably included in 0.1 to 20 parts by weight relative to 100 parts by weight of the alignment agent. It is possible to secure sufficient adhesive strength in the above range, when excessively added, the adhesive strength is improved, but when applied to the optical film, other physical properties may be lowered.
  • photoinitiators conventionally used in the art may be used without particular limitation.
  • a triazine compound an acetophenone compound, a biimidazole compound, an oxime compound, a benzoin compound, a benzophenone compound, a thioxanthone compound, an anthracene compound, etc. may be used, but is not limited thereto. no.
  • triazine-based compound for example, 2,4-bis (trichloromethyl) -6- (4-methoxyphenyl) -1,3,5-triazine, 2,4-bis (trichloromethyl)- 6- (4-methoxynaphthyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6-piperonyl-1,3,5-triazine, 2,4- Bis (trichloromethyl) -6- (4-methoxystyryl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (5-methylfuran-2 -Yl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (furan-2-yl) ethenyl] -1,3,5-tri Azine, 2,4-bis (trichloromethyl) -6- [2- (4-dieth
  • acetophenone-based compound for example, diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyl dimethyl ketal, 2-hydroxy-1- [4- (2 -Hydroxyethoxy) phenyl] -2-methylpropane-1-one, 1-hydroxycyclohexylphenyl ketone, 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropane-1- On, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butan-1-one, 2-hydroxy-2-methyl-1- [4- (1-methylvinyl) phenyl] propane Oligomer of -1-one, 2-methyl-2-amino (4-morpholinophenyl) ethan-1-one, 2-ethyl-2-amino (4-morpholinophenyl) ethan-1-one, 2 -Propyl-2-amino (4-morpholinophenyl)
  • biimidazole-based compound for example, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2,3 -Dichlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2-chlorophenyl) -4,4', 5,5'-tetra (alkoxyphenyl) ratio Imidazole, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetra (trialkoxyphenyl) biimidazole, phenyl group at 4,4', 5,5 'position And imidazole compounds substituted with a boalkoxy group.
  • 2,2'bis (2-chlorophenyl) -4,4 ', 5,5'-tetra phenylbiimidazole, 2,2'-bis (2,3-dichlorophenyl) -4,4', 5,5'-tetraphenylbiimidazole is preferably used.
  • Examples of the above oxime compounds include 0-ethoxycarbonyl- ⁇ -oxyimino-1-phenylpropan-1-one and the like.
  • benzoin type compound benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, etc. are mentioned, for example.
  • benzophenone-based compound for example, benzophenone, methyl 0-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3 ', 4,4'-tetra ( tert-butylperoxycarbonyl) benzophenone, 2,4,6-trimethylbenzophenone, etc. are mentioned.
  • thioxanthone-based compound examples include 2-isopropyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-dichloro thioxanthone, 1-chloro-4-propoxy thioxanthone, and the like. Can be mentioned.
  • anthracene-based compound examples include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10-diethoxyanthracene, and the like. Can be mentioned.
  • the composition for forming an alignment film of the present invention may not include a photoinitiator.
  • Photoinitiators have the advantage that the photo-alignment agent facilitates the photopolymerization reaction. However, when the photoinitiator is used in an excessive amount, it acts as an impurity, lowers the orientation force, breaks down the liquid crystal orientation, and may cause light leakage phenomenon during cross polarization, or the photoinitiator may be sublimated after photocuring to contaminate the mask. When the intensity of the initiator reaction wavelength is very high compared to the wavelength at which the reaction occurs, side effects may be reduced such as lowering the line speed for the optical alignment. In this aspect, the composition for forming an alignment film of the present invention may or may not contain a very small amount of photoinitiator.
  • an organic solvent conventionally used in the art may be used without particular limitation.
  • Ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether and ethylene glycol monobutyl ether;
  • Diethylene glycol dialkyl ethers such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol ethyl methyl ether, diethylene glycol dipropyl ether and diethylene glycol dibutyl ether;
  • Ethylene glycol alkyl ether acetates such as methyl cellosolve acetate, ethyl cellosolve acetate, ethylene glycol monobutyl ether acetate, and ethylene glycol monoethyl ether acetate;
  • Alkylene glycol alkyl ether acetates such as propylene glycol monomethyl ether acetate, propylene glycol
  • composition for forming an alignment film of the present invention may further include additives such as fillers, curing agents, leveling agents, adhesion promoters, antioxidants, ultraviolet absorbers, anti-aggregation agents, chain transfer agents and the like, as necessary.
  • the liquid crystal layer 330 is formed by curing the liquid crystal compound.
  • the liquid crystal layer 330 according to the present invention has a reactive group.
  • reactive groups include carbon-carbon unsaturated bonds, hydroxyl groups, epoxy groups, cyano groups, and the like, and preferably carbon-carbon unsaturated bonds.
  • the carbon-carbon unsaturated bond may be a carbon-carbon unsaturated bond included in an acryloyloxy group, cyanoacrylate group, allyl group, cinnamate group, or allyloxy group.
  • any base material having a reactive group among the liquid crystal compounds used in the art may be used in the present invention without limitation, and the liquid crystal compounds commonly used in the art may be known in the art even if they do not have such a reactive group.
  • Any reactive group can be introduced at the end through the pretreatment process and can be used in the present invention without limitation.
  • the liquid crystal layer 330 according to the present invention is prepared by curing a composition including a polymerization initiator and an organic solvent, in addition to the above-mentioned liquid crystal compound, and as a polymerization initiator, photopolymerization initiators or thermal polymerization initiators commonly used in the art may be used.
  • a polymerization initiator photopolymerization initiators or thermal polymerization initiators commonly used in the art may be used.
  • the photoinitiator exemplified above may be used as the photopolymerization initiator.
  • An organic solvent may also be appropriately selected from among the organic solvents exemplified above.
  • the liquid crystal layer 330 has a phase difference function according to the alignment direction of the liquid crystal.
  • the alignment directions of the liquid crystal layer 330 may be all the same, or may include a first pattern and a second pattern different in the direction of the optical axis.
  • the first and second patterns having different directions of optical axes are provided, the different optical axes may be substantially orthogonal to each other.
  • the alignment layer 320 reacts with the reactive group of the surface of the transparent substrate 310 and the reactive group of the liquid crystal compound exposed on the surface of the photocurable liquid crystal layer 330 to form a chemical bond.
  • the reactive groups exposed on the surfaces of the transparent substrate 310 and the liquid crystal layer 330 may be the same or different.
  • the isocyanate end of the adhesion promoter may react with the hydroxyl, thiol, carboxyl, amine, epoxy, or cyano groups of the transparent substrate 310 or the liquid crystal layer 330 to form a urethane bond.
  • the hydroxyl, thiol, carboxyl, amine, epoxy or cyano group reacts with the isocyanate group to form a urethane bond as follows.
  • the cyano group may be pretreated with H 2 O while being heated, transformed into an amine group or carboxylic acid, and reacted with an isocyanate group.
  • the (meth) acrylate end of the adhesion enhancer reacts with the (meth) acrylate group and the carbon-carbon unsaturated bond of the transparent substrate 310 or the liquid crystal layer 330 to saturate carbon-carbon.
  • a bond can be formed.
  • the (meth) acrylate end of the adhesion enhancer may react with the thiol group of the transparent substrate 310 to form a thiylene bond.
  • the alignment layer 320 of the present invention is attached to the transparent substrate 310 and the photocurable liquid crystal layer 330 with high adhesion.
  • the adhesive layer 340 functions to directly bond the liquid crystal layer 330 and the polarizer 350.
  • the polarizing plate 300 of this invention has the structure of the polarizing plate in which the retardation film was integrated.
  • the adhesive layer 340 may be preferably formed of an aqueous adhesive or a photocurable adhesive.
  • Aqueous adhesives are more environmentally friendly than adhesives using organic solvents because water can be used as a solvent.
  • the water-based adhesive used in the present invention may be formed using the water-based adhesive used in the art without particular limitation.
  • the photocurable adhesive refers to an adhesive that is cured by irradiating light such as UV. Since the photocurable adhesive does not need a separate drying process after photocuring, the manufacturing process is simple and productivity is improved.
  • the photocurable adhesive used in the present invention may be formed using a photocurable adhesive used in the art without particular limitation.
  • a polymer having at least one functional group selected from the group consisting of an epoxy group, an acrylate group and an isocyanate group is preferably used.
  • the binder component of the adhesive has an epoxy group
  • the epoxy group of the adhesive layer 340 and the epoxy group of the liquid crystal layer 330 react to form carbon-carbon. Saturation bonds can be formed.
  • the thickness of the adhesive bond layer 340 is usually 20 ⁇ m or less, preferably 10 ⁇ m or less, and more preferably 5 ⁇ m or less.
  • the adhesive layer 340 may be formed on the bonding surface of the polarizer 350 or may be formed on the liquid crystal layer 330.
  • the coating method of the adhesive layer 340 may be any conventional coating method known in the art such as a doctor blade, a wire bar, a die coater, a comma coater, a gravure coater, and the like.
  • a doctor blade supplying the retardation film provided with the polarizer 350 and the liquid crystal layer 330 continuously so that the bonding surface of both may be inside, you may employ
  • the solvent for this purpose is used to dissolve the adhesive layer 340 satisfactorily without degrading the optical performance of the polarizer, but there is no particular limitation on the kind thereof.
  • organic solvents such as water or the hydrocarbons represented by toluene, and the esters represented by ethyl acetate, can be used.
  • the polarizer 350 may be used without limitation the polarizer used in the art.
  • a commonly used polarizer is a dichroic dye adsorbed on a stretched polyvinyl alcohol-based film.
  • the polyvinyl alcohol-based resin constituting the polarizer can be obtained by saponifying a polyvinyl acetate-based resin.
  • polyvinyl acetate type resin the copolymer etc. of vinyl acetate and the other monomer copolymerizable with this besides the polyvinyl acetate which is a homopolymer of vinyl acetate are mentioned.
  • an unsaturated carboxylic acid type, an unsaturated sulfonic acid type, an olefin type, a vinyl ether type, an acrylamide type monomer which has an ammonium group, etc. are mentioned.
  • the polyvinyl alcohol-based resin may be modified, for example, polyvinyl formal or polyvinyl acetal modified with aldehydes may be used.
  • Saponification degree of polyvinyl alcohol-type resin is 85-100 mol% normally, Preferably it is 98 mol% or more.
  • the degree of polymerization of the polyvinyl alcohol-based resin is usually 1,000 to 10,000, preferably 1,500 to 5,000.
  • What formed such a polyvinyl alcohol-type resin into a film is used as a raw film of a polarizer.
  • the film formation method of polyvinyl alcohol-type resin is not specifically limited, A well-known method can be used.
  • the film thickness of the raw film is not particularly limited, and may be, for example, 10 to 150 ⁇ m.
  • a polarizer is normally manufactured through the process of uniaxially stretching a polyvinyl alcohol-type film as described above, a process of dyeing with a dichroic dye and adsorbing, a process of treating with an aqueous solution of boric acid, washing with water, and drying. It is preferable that the thickness of the polarizer manufactured as mentioned above is 5-40 micrometers.
  • the second adhesive layer 360 is a layer for bonding the polarizer 350 to the transparent substrate or the retardation film 370 may be used without particular limitation an adhesive used in the art.
  • the adhesive used in the above-described first adhesive layer 340 may be used, and in addition, an organic adhesive may be used, but is not limited thereto.
  • the transparent substrate or the retardation film 370 is a layer having the polarizer 350 as a protective function and in some cases even a phase difference function.
  • the transparent substrate and the retardation film used in the art may be used without particular limitation.
  • the polarizing plate 300 of the present invention can be usefully used in an image display device.
  • the image display apparatus which can be applied is not limited to a specific one, but specifically, a stereoscopic image implementation or a transflective liquid crystal display apparatus, an organic EL display apparatus, or the like can be used.
  • a composition for forming an alignment layer was prepared by mixing a photoalignment agent, an adhesion enhancing agent, a photoinitiator (Irgacure 907, manufactured by BASF) and an organic solvent (toluene) in the composition shown in Table 1 below (unit: g).
  • the composition for forming the alignment film of Preparation Example 1-7 was applied to Examples 1-7, respectively, and dried at 100 ° C. for 1 minute, followed by primary exposure and 2 The difference exposure was performed, respectively, and the alignment film which has A pattern and B pattern was produced.
  • the photocurable liquid crystal composition (RMS) including the liquid crystal compound having a carbon-carbon unsaturated bond on the terminal on the alignment layer was applied and dried at a temperature of 60 ° C. for 1 minute to prepare a retardation film.
  • the retardation film was laminated on the water-based adhesive layer so that the liquid crystal layer of the retardation film described above was in contact with the water-based adhesive layer, exposed to induce a curing reaction, and dried to prepare a retardation film integrated polarizing plate, respectively.
  • the composition for forming the alignment film of Preparation Example 1-7 was applied to Fuji TAC film having a hydroxyl group introduced on the surface thereof in Example 8-14, and dried at 100 ° C. for 1 minute, followed by primary exposure and 2 The difference exposure was performed, respectively, and the alignment film which has A pattern and B pattern was produced.
  • the photocurable liquid crystal composition (RMS) including the liquid crystal compound having a carbon-carbon unsaturated bond on the terminal on the alignment layer was applied and dried at a temperature of 60 ° C. for 1 minute to prepare a retardation film.
  • the retardation film was laminated on the photocurable adhesive layer so that the liquid crystal layer of the retardation film described above was in contact with the photocurable adhesive layer, exposed to induce a curing reaction, and dried to prepare a retardation film integrated polarizing plate, respectively.
  • a retardation film was manufactured in the same manner as in Example 1-7, except that an adhesive layer was formed on the liquid crystal layer of the manufactured retardation film (see FIG. 1).
  • a polarizing film was prepared in the same manner as in Example 1-7 except that the TAC film was adhered on the aqueous adhesive layer on the polarizer.
  • the prepared polarizing film was attached to the adhesive layer of the prepared retardation film to prepare polarizing plates, respectively.
  • permeability (%) in 400 nm of the polarizing plate obtained above was measured using the microscope spectrophotometer (OSP-SP200; the product made by OLYMPUS). The transmittance is better near 100%.
  • ⁇ transmittance of 99% or more and less than 99.5%
  • hot water resistance test hot water immersion test was performed about each polarizing plate left to stand for 24 hours in 23 degreeC and 55% of relative humidity environment, and water resistance was evaluated.
  • the polarizing plate was cut
  • the sample here exhibits a unique color uniformly over the entire surface due to iodine adsorbed to the polarizer.
  • FIG. 3 is a figure which shows typically the evaluation test method of water resistance, (A) has shown the sample 1 before warm water immersion, and (B) the sample 1 after warm water immersion. As shown in Fig. 3A, one short side of the sample was gripped by the gripper 5, and about 80% in the longitudinal direction was immersed in a 60 ° C water bath and maintained for 4 hours. Then, the sample 1 was taken out from the water tank, and the moisture was wiped off.
  • the polarizer 4 of the polarizing plate contracts by immersion in warm water.
  • the shrinkage degree of this polarizer 4 is evaluated by measuring the distance from the edge part 1a (tip of the transparent base film) in the short side center of the sample 1 to the edge part of the polarizer 4 which contracted, and shrinkage length It was set as.
  • the polarizer 4 located in the center of the polarizing plate is shrunk by dipping hot water, thereby forming a region 2 in which the polarizer 4 does not exist between the transparent base films. do.
  • This decolorization degree was evaluated by measuring the distance from the edge part of the contracted polarizer 4 in the center of the short side of the sample 1 to the area
  • the sum of the contraction length and the length of iodine was taken as the total erosion length X. That is, total erosion length X is the distance from the edge part 1a (tip of a transparent base film) of the sample 1 to the area
  • Total erosion length X is less than 2 mm.
  • Total erosion length X is 2 mm or more and less than 3 mm.
  • Total erosion length X is 5 mm or more.
  • the Glan Taylor prism was installed in the measurement light output light part of the sample chamber connected to the "V-7100" type ultraviolet visible spectrophotometer made by Nippon Bunko Co., Ltd. to emit polarized light in a specific vibration direction.
  • the polarizing plate sample was arrange
  • this sample was rotated 90 degrees in the sample plane, and the transmittance
  • the polarization degree Py ((lambda)) in each wavelength (lambda) was calculated
  • ⁇ : Py is more than 99.993% and less than 99.996%.
  • X: Py is 99.993% or less.
  • the polarizing plates of the embodiments according to the present invention exhibit the same or similar orientation angle, phase difference performance, water resistance, and polarization degree as those of the comparative examples.
  • the polarizing plate of the present invention is very high transmittance than the polarizing plate of the comparative examples. This is believed to be due to the polarizing plate of the embodiments does not have a transparent base film inside the plate, unlike the polarizing plate of the comparative examples.
  • sample 1a end portion at the short side center of sample 1

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  • Physics & Mathematics (AREA)
  • Nonlinear Science (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Mathematical Physics (AREA)
  • Chemical & Material Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Polarising Elements (AREA)
  • Liquid Crystal (AREA)

Abstract

La présente invention porte sur une plaque polarisante et un dispositif d'affichage d'image la comprenant. De manière plus spécifique, la présente invention porte sur une plaque polarisante et un dispositif d'affichage d'image la comprenant, la plaque polarisante comprenant : une couche de polariseur ; une couche adhésive formée sur au moins une surface de la couche de polariseur ; et un film de différence de phase comprenant une structure dans laquelle une couche de cristaux liquides, une couche d'alignement et un substrat entrent en contact en séquence régulière, et les cristaux liquides entrent en contact avec la couche adhésive, la couche d'alignement étant formée par une composition pour former la couche d'alignement, qui comprend respectivement un agent de renforcement d'adhésion comprenant un groupe isocyanate et un groupe (méth)acrylate à une partie d'extrémité de celui-ci de façon à former des liaisons avec un groupe réactif de la surface du substrat et un groupe réactif dans le composé à cristaux liquides de la couche de cristaux liquides, permettant ainsi de simplifier un procédé de fabrication, atteignant une excellente adhésion entre les couches et permettant la mise en place d'une plaque polarisante mince.
PCT/KR2012/011082 2011-12-20 2012-12-18 Plaque polarisante et dispositif d'affichage d'image la comprenant WO2013094969A2 (fr)

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US20190225884A1 (en) * 2015-12-22 2019-07-25 Zeon Corporation Liquid crystalline composition, liquid crystal cured layer, method for producing same, and optical film
US10647920B2 (en) * 2015-12-22 2020-05-12 Zeon Corporation Liquid crystalline composition, liquid crystal cured layer, method for producing same, and optical film
US20220297410A1 (en) * 2021-03-18 2022-09-22 Canon Kabushiki Kaisha Laminate containing an adhesion promoter layer and method of making the laminate
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