KR101882570B1 - Polarizing plate, image display device comprising the same and method for preparing the same - Google Patents
Polarizing plate, image display device comprising the same and method for preparing the same Download PDFInfo
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- KR101882570B1 KR101882570B1 KR1020160021491A KR20160021491A KR101882570B1 KR 101882570 B1 KR101882570 B1 KR 101882570B1 KR 1020160021491 A KR1020160021491 A KR 1020160021491A KR 20160021491 A KR20160021491 A KR 20160021491A KR 101882570 B1 KR101882570 B1 KR 101882570B1
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- polarizing plate
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- 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
- G02B5/3041—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 comprising multiple thin layers, e.g. multilayer stacks
- G02B5/305—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 comprising multiple thin layers, e.g. multilayer stacks including organic materials, e.g. polymeric layers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
- C08L63/08—Epoxidised polymerised polyenes
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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
- G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
- G02F1/133528—Polarisers
Abstract
An object of the present invention is to provide a polarizing plate having a protective layer having good adhesiveness to a polarizer and having high durability, and an image display apparatus including the polarizing plate.
[MEANS FOR SOLVING PROBLEMS] A protective layer comprising a polarizer and a cured product of a resin composition disposed on at least one side of the polarizer and containing an epoxy resin having an unsaturated bond in a molecule, A polarizing plate containing 30% by mass or more and 85% by mass or less of an epoxy resin having an unsaturated bond in the molecule. The protective layer can improve the durability and adhesiveness of the polarizer by curing a resin composition containing, as a main component, an epoxy resin having an unsaturated bond in the molecule.
Description
The present invention relates to a polarizing plate, an image display apparatus having the same, and a manufacturing method thereof. More particularly, the present invention relates to a polarizing plate on which a protective layer is formed, an image display apparatus having the polarizing plate, and a manufacturing method thereof.
In a liquid crystal display device, a polarizing plate for blocking transmission of light in a predetermined direction is provided together with a liquid crystal. Examples of the polarizing plate include a structure in which a thermoplastic protective film such as a TAC (triacetylcellulose) film, a PET (polyethylene terephthalate) film, or an acrylic resin film is attached to both sides of the polarizer using an adhesive, A structure in which a retardation film made of a COP (cycloolefin resin) film, a TAC film, a PC (polycarbonate) film or the like is stuck on the other side with an adhesive layer interposed therebetween is conventionally known.
In addition, in order to reduce the thickness, weight, and durability of the polarizing plate, a structure in which the adhesive layer is omitted and a protective film is formed directly on the polarizer is also studied. For example, Patent Document 1 proposes a protective layer made of a cured product of a curable resin composition containing an active energy ray-curable compound containing an epoxy compound laminated on one side of a polarizing film, and Patent Document 2 , And a cured product obtained by polymerizing a photopolymerizable compound containing an acrylic compound directly applied to the surface of a polarizer. Patent Document 3 proposes a protective film comprising a cured product of an active energy ray-curable resin composition containing an alicyclic epoxy compound and an acrylic compound provided on at least one side of a polarizing film as a main component.
However, the protective film containing the cured product of the epoxy resin proposed in Patent Document 1 and the protective film containing the cured product containing the epoxy resin and the acrylic resin proposed in Patent Document 3 have a low elastic modulus, There is a problem that the polarizing film is liable to be cracked due to shrinkage. In addition, the protective film containing the cured product of the acrylic resin proposed in Patent Document 2 has a problem that since the shrinkage of the resin during curing is large, the adhesion to the polarizing film is weak and the polarizing film is liable to be cracked There was a problem.
<Prior Art Literature>
<Patent Literature>
(Patent Document 1) JP5267920 B
(Patent Document 2) JP4326268 B
(Patent Document 3) JP2009-211057A
An object of the present invention is to solve the above-mentioned problems, and to provide a polarizing plate on which a protective layer having good adhesion to a polarizer and high durability is formed, an image display apparatus having the polarizing plate, and a manufacturing method thereof.
According to one embodiment of the present invention, there is provided a liquid crystal display comprising a polarizer, and a protective layer formed by a cured product of a resin composition disposed on at least one side of the polarizer and containing an epoxy resin having an unsaturated bond in a molecule, There is provided a polarizing plate containing 30% by mass or more and 85% by mass or less of an epoxy resin having an unsaturated bond in the molecule with respect to the whole resin in the composition.
The polarizing plate according to one embodiment of the present invention can improve the durability and adhesiveness of a polarizer by curing a resin composition containing as an essential component an epoxy resin having an unsaturated bond in a molecule on at least one surface of the polarizer do. Further, since the adhesion of the protective layer to the polarizer is good, it is possible to directly form the protective layer on the surface of the polarizer, and it is not necessary to use an adhesive or the like. Therefore, the thickness and weight of the polarizing plate can be realized.
The resin composition may further include an epoxy compound having no unsaturated bond in the molecule.
The protective layer can be easily formed on the polarizer by diluting the viscosity of the resin composition so that the resin composition further contains an epoxy compound having no unsaturated bond in the molecule.
The resin composition may further comprise a photoacid generator.
The resin composition contains a photoacid generator and can be cured by irradiation of energy rays.
The thickness of the protective layer may be 25 占 퐉 or less.
When the thickness of the protective layer is 25 占 퐉 or less, the reliability and flexibility of the protective layer can be improved.
According to one embodiment of the present invention, there is provided an image display apparatus including any one of the polarizers.
The image display apparatus according to one embodiment of the present invention includes any one of the above-described polarizers, thereby improving durability and realizing longevity.
According to one embodiment of the present invention, there is provided a method for producing a polarizer, comprising the step of applying and curing a resin composition containing an epoxy resin having an unsaturated bond in a molecule between at least one surface of a polarizer and a release film, There is provided a method for producing a polarizing plate, which comprises 30% by mass or more and 85% by mass or less of an epoxy resin having an unsaturated bond in the molecule, with respect to the whole resin in the resin composition.
The polarizing plate according to the present invention includes a protective layer containing an epoxy resin having an unsaturated bond in a molecule on at least one surface of a polarizer, so that cracking of the polarizer due to thermal shock can be suppressed and a polarizing plate having excellent durability can be realized . Further, since the protective layer has good adhesion to the polarizer, it is possible to form a protective layer directly on the surface of the polarizer, and it is not necessary to use an adhesive or the like. Therefore, the polarizing plate according to the present invention can realize reduction in thickness and weight.
1 is a sectional view showing a polarizing plate according to one embodiment of the present invention;
2 is a view for explaining a method of manufacturing a polarizing plate according to an embodiment of the present invention.
As a result of intensive studies for solving the above-mentioned problems, the present inventors have found that an epoxy resin having an unsaturated bond in a molecule is a main component of the resin composition, realizing thinning, light weight, and high durability. .
Hereinafter, with reference to the drawings, a polarizing plate having a protective layer according to the present invention and an image display apparatus including the polarizing plate will be described in detail with reference to the drawings. However, the polarizing plate on which the protective layer of the present invention is formed and the image display apparatus including the polarizing plate can be implemented in different aspects, and are not limited to the description of the embodiments described below. In the drawings referred to in the present embodiment, the same reference numerals are given to the same portions or portions having similar functions, and a repetitive description thereof will be omitted.
1 is a cross-sectional view showing an example of a polarizing
Polarizer
The
Resin composition
The
Examples of the epoxy resin having an unsaturated bond (e.g., a double bond or a vinyl group) in the molecule to be contained in the resin composition according to the present invention include homopolymers of dienes such as butadiene and isoprene, And a resin obtained by epoxidizing a double bond in a chain of a combination. As the epoxy resin having an unsaturated bond in the molecule to be contained in the resin composition according to the present invention, a butadiene-based epoxy resin is preferable. Examples of the butadiene-series epoxy resin include liquid epoxy-modified polybutadiene (terminal OH group) (Epolide (registered trademark) PB3600 [EPL PB3600], Diesell), 1,2-butadiene vinyl group Epoxy modified polybutadiene (Ricon (registered trademark) 657, CRAY VALLEY), BF-1000 (manufactured by Nippon Soda Co., Ltd.) and epoxidized polybutadiene (ADEKA), and R-45EPT (Nagase Chemtech). However, the present invention is not limited to these.
Examples of the more preferable butadiene-based epoxy resin include compounds represented by the following formula (1), but are not limited thereto.
(1)
In the formula (1), m is 3 or more and 15 or less, and n is 5 or more and 40 or less. Specifically, m and n are integers. Specifically, m is an integer of 4 or more and 7 or less, or an integer of 8 or more and 11 or less, m + n is an integer of 16 or more and 43 or less, an integer of 16 or more and 25 or less or an integer of 35 or more and 43 or less. Butadiene-based epoxy resin may have a glass transition temperature of -16 캜 to -7 캜 and a weight average molecular weight of 1300 to 2200. The butadiene-based epoxy resin may have an epoxy equivalent of 190 g / eq to 240 g / eq. The butadiene-based epoxy resin is a non-branched type linear epoxy resin, and the effect of the present invention can be easily realized. Specifically, the butadiene epoxy resin may have a terminal H.
The protective layer according to the present invention is formed by polymerizing a resin composition comprising an epoxy resin having an unsaturated bond in a molecule represented by the formula (1).
The resin composition further contains a resin having no unsaturated bond in the molecule (non-unsaturated bond) from the viewpoint of improving the light reactivity and diluting the viscosity of the resin composition. The resin having no unsaturated bond in the molecule may include a non-urethane-based, non-urethane-containing, non-methacrylic epoxy resin having no (meth) acrylic group. The content of the resin having no unsaturated bond in the molecule is preferably 10 mass% or more and 60 mass% or less, more preferably 20 mass% or more and 60 mass% or less and 20 mass% or more and 50 mass% or less, And more preferably 20 mass% or more and 40 mass% or less. The resin having no unsaturated bond in the molecule is not particularly limited, and examples thereof include an aliphatic epoxy resin, an alicyclic epoxy resin or a mixture thereof.
Examples of the aliphatic epoxy resin include aliphatic polyhydric alcohols and polyglycidyl ether compounds of the alkylene oxide adducts, and examples thereof include 1,4-butanediol diglycidyl ether, 1,6-hexane Diol diglycidyl ether, diethylene glycol diglycidyl ether, trimethylol propane triglycidyl ether, ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, Propylene glycol diglycidyl ether, neopentyl glycol diglycidyl ether, trimethylol propane diglycidyl ether, polyethylene glycol diglycidyl ether, etc. But the present invention is not limited thereto.
Examples of the alicyclic epoxy resin include 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexanecarboxylate and 1,2: 8,9-diepoxy limonene. However, the alicyclic epoxy resin is not limited thereto .
In addition to the epoxy resin having an unsaturated bond in the molecule and the epoxy resin having no unsaturated bond in the molecule, the resin composition of the protective layer according to the present invention may further contain a photoacid generator (photo cationic polymerization initiator) An outer resin or the like may be included.
mine Generator
As the photoacid generator, conventionally known photoacid generators may be used without particular limitation. Specific examples thereof include, but are not limited to, aromatic diazonium salts, onium salts such as aromatic iodonium salts and aromatic sulfonium salts, iron-allene complexes and the like. These may be used alone or in combination of two or more kinds.
Examples of the aromatic diazonium salt include benzene diazonium hexafluoroantimonate, benzene diazonium hexafluorophosphate, benzene diazonium hexafluoroborate, and the like, but are not limited thereto.
Examples of the aromatic iodonium salt include diphenyliodonium tetrakis (pentafluorophenyl) borate, diphenyliodonium hexafluorophosphate, diphenyliodonium hexafluoroantimonate, di (4 -Nonylphenyl) iodonium hexafluorophosphate, and the like, but are not limited thereto.
Examples of the aromatic sulfonium salt include triphenylsulfonium hexafluorophosphate, triphenylsulfonium hexafluoroantimonate, triphenylsulfonium tetrakis (pentafluorophenyl) borate, diphenyl [4- (phenyl Thio) phenyl] sulfonium hexafluoroantimonate, 4,4'-bis [diphenylsulfonio] diphenylsulfide bishexafluorophosphate, 4,4'-bis [di ((β-hydroxyethoxy ) Phenylsulfonio] diphenyl sulfide bishexafluoroantimonate, 4,4'-bis [di (? - hydroxyethoxy) phenylsulfonio] diphenylsulfide bishexafluorophosphate, 7- [ Di (p-toluyl) sulfonio] -2-isopropylthioxanthone hexafluoroantimonate, 7- [di (p- (Pentafluorophenyl) borate, 4-phenylcarbonyl-4'-diphenylsulfo-diphenylsulfate (P-tert-butylphenylcarbonyl) -4'-diphenylsulfonio-diphenylsulfide hexafluoroantimonate, 4- (p-tert- butylphenylcarbonyl) (Pentafluorophenyl) borate, diphenyl [4- (phenylthio) phenyl] sulfonium, and the like can be given. The present invention is not limited thereto.
Examples of the iron-allene complexes include xylene-cyclopentadienyl iron (II) hexafluoroantimonate, cumene-cyclopentadienyl iron (II) hexafluorophosphate, xylene-cyclopentadiene (II) -tris (trifluoromethylsulfonyl) methanide, and the like, but are not limited thereto.
The photoacid generator may be a commercially available product, for example, CPI-100P, 101A, 200K, 210S (manufactured by San A Pro Co.), KAYARAD (registered trademark) PCI-220, PCI- Adekaoptomer SP-150, SP-170 (manufactured by Akechi Co., Ltd.), CI-5102, CIT-1370, 1682, CIP-1866S, 2048S (product of Koki Co., Ltd.), UVI-6990 , 2064S (manufactured by Nippon Soda Co., Ltd.), DPI-101, 102, 103, 105, MPI-103, 105, BBI-101, 102, 103, 105, TPS-101, 102, 103, 105, MDS- , DTS-102, 103 (manufactured by Midori Kagaku Co., Ltd.), PI-2074 (manufactured by Rhodia Japan KK), and the like.
The content of the photoacid generator is preferably 0.11 part by mass or more, more preferably 0.11 part by mass or more, more preferably 0.11 part by mass or more, more preferably 0.11 part by mass or more, More preferably 0.5 parts by mass or more and 10 parts by mass or less, and particularly preferably 1 part by mass or more and 8 parts by mass or less.
Photosensitizer
The resin composition for forming the protective layer of the present invention contains a photosensitizer so that the reactivity of the cationic polymerization is improved and the mechanical strength and adhesion of the resin composition of the present embodiment can be improved.
Examples of the photosensitizer include carbonyl compounds, organic sulfur compounds, persulfates, redox compounds, azo and diazo compounds, halogen compounds and light reducing pigments, and more specifically, benzoin methyl Benzoin derivatives such as ether, benzoin isopropyl ether, and?,? -Dimethoxy-? -Phenylacetophenone; Benzophenone derivatives such as benzophenone, 2,4-dichlorobenzophenone, methyl o-benzoylbenzoate, 4,4'-bis (dimethylamino) benzophenone and 4,4'-bis (diethylamino) ; Thioxanthone derivatives such as 2-chlorothioxanthone and 2-isopropylthioxanthone; Anthraquinone derivatives such as 2-chloro anthraquinone and 2-methyl anthraquinone; Acridone derivatives such as N-methyl acridone and N-butyl acridone; And α, α-diethoxyacetophenone, benzyl, fluorenone, xanthone, euradinyl compound, halogen compound and the like, but are not limited thereto.
The content of the photosensitizer is preferably 0 part by mass or more and 5 parts by mass or less, more preferably 0 parts by mass or more, and most preferably 0 parts by mass or more, relative to 100 parts by mass of the resin as a whole in the resin composition for forming the protective layer from the viewpoint of improving the curability and weatherability And particularly preferably 3 parts by mass or less.
Other than the epoxy group Photopolymerization A resin having a functional group
The protective layer according to the present invention may contain a resin having a photopolymerizable functional group other than an epoxy group. That is, the resin composition for forming the protective layer according to the present invention may further contain a resin having a photopolymerizable functional group other than an epoxy group. By containing such a resin, the photoreactivity can be further improved and the viscosity of the resin composition can be easily diluted. The resin is a non-epoxy resin having no epoxy group, and has at least one or more of oxetane group, vinyl group or (meth) acrylic group as a photopolymerizable functional group. "(Meth) acrylic" means acrylic and / or methacrylic.
Examples of the resin having a photopolymerizable functional group other than the epoxy group include oxetane resin, vinyl ether resin as a cationic polymerizable compound, (meth) acrylic resin as a radical polymerizable compound, and the like.
The oxetane resin is not particularly limited as long as it has at least one oxetanyl group in the molecule, and examples thereof include 3-ethyl-3- (2-ethylhexyloxymethyl) oxetane, 3-ethyl- Ethyl-3 - [(3-ethyloxetan-3-yl) methoxymethyl] oxetane, 1,4-bis [ Ethyloxetane-3-yl) methoxy] benzene, 1,3-bis [(3-ethyloxetane- 3-yl) methoxy] benzene, 4,4'-bis [(3-ethyloxetan-3-yl) Methoxy] biphenyl, 3,3 ', 5,5'-tetramethyl-4,4'-bis [(3-ethyloxetan- (3-ethyloxetan-3-yl) methoxy] naphthalene, bis [4 - {(3-ethyloxetane- Methoxy} phenyl] methane, 2,2-bis [4 - {(3-ethyloxetane- 3-yl) methoxy} (3-ethyloxetane-3-yl) propane, 3-chloromethyl-3-ethyloxetane of novolac phenol-formaldehyde resin, Tricyclo [5.2.1.0 2,6 ] decane, 2,3-bis [(3-ethyloxetan-3-yl) methoxymethyl] norbornane, 1,1,1-tris Methoxymethyl] propane, 1-butoxy-2,2-bis [(3-ethyloxetan-3-yl) methoxymethyl] Ethyl [4-ethyloxetan-3-yl) methyl] thio} ethane, bis [{4- -Bis [(3-ethyloxetan-3-yl) methoxy] -2,2,3,3,4,4,5,5-octafluorohexane, 3 - [(3- -Ethyl) methoxy] propyltriethoxysilane, condensates of tetrakis [(3-ethyloxetan-3-yl) methyl silicate, etc., It is not. In particular, the oxetane resin may have a great effect of providing a protective layer having good adhesion to a polarizer and high durability.
As the (meth) acrylic resin, conventionally known ones can be used without particular limitation, as long as they exhibit radical polymerization. Typically, a resin having a (meth) acryloyl group, a (meth) acrylamide group, or the like in its skeleton is exemplified, and (meth) acrylic acid and its derivatives, (meth) acrylonitrile, And a resin having a derivative or the like in its skeleton. However, the present invention is not limited thereto. These resins may be used alone or in combination of two or more.
More specifically, examples of the (meth) acrylic resin include (meth) acrylic acid and salts thereof. (Meth) acrylate, ethyl (meth) acrylate, methylphenoxyethyl (meth) acrylate, n-propyl (meth) acrylate, n- Acrylate, 2-ethylhexyl (meth) acrylate, lauryl (meth) acrylate, 2-methoxyethyl (meth) acrylate, (Meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl Hydroxypropyl (meth) acrylate, glycerol mono (meth) acrylate, 3-chloro-2-hydroxypropyl (meth) acrylate, 2- Di (meth) acrylate, phenoxyethylene glycol di (meta) ) Acrylate, diethylene glycol di (meth) acrylate, phenoxy diethylene glycol (meth) acrylate, triethylene glycol di (meth) acrylate, phenoxy triethylene glycol di (Meth) acrylate, butylene glycol di (meth) acrylate, nonylene glycol di (meth) acrylate, polypropylene glycol di (meth) acrylate, dipropylene glycol di Butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, 1,4-butanediol di (Meth) acrylate, trimethylolpropane tri (meth) acrylate, neopentyl glycol di (meth) acrylate, pentaerythritol tri (meth) acrylate, trimethylol methane tri (Meth) acrylate, tetrahydrofurfuryl (meth) acrylate, tetrahydrofurfuryl alcohol, mono-epsilon-caprolactone adducts of isobornyl (meth) acrylate, N-vinylpyrrolidone, acryloylsulfone, (Meth) acrylate of a di-? -Caprolactone adduct of tetrahydrofurfuryl alcohol, a (meth) acrylate of a mono? -Methyl-? -Valerolactone adduct of tetrahydrofurfuryl alcohol, a (Meth) acrylate ester compounds such as (meth) acrylate and? -Carboxy-polycaprolactone monoacrylate of di? -Methyl-δ-valerolactone adduct of hydroxypropyl furyl alcohol and hydrofurfuryl alcohol; Nitrile group-containing vinyl compounds such as acrylonitrile and methacrylonitrile; (Meth) acrylamide, N-methyl (meth) acrylamide, N-ethyl (meth) acrylamide, (Meth) acrylamide, N, N-dimethyl (meth) acrylamide, N, N-diethyl Containing vinyl compounds such as N-isopropyl (meth) acrylamide, N-methylol (meth) acrylamide, diacetone (meth) acrylamide and N, N- , But are not limited thereto.
Of these, at least one of a hydroxyl group-containing acrylic monomer and a phenoxy group-containing acrylic monomer is more preferable as the resin composition for forming the protective layer from the viewpoint of excellent initial curability and improving adhesion with a polarizer, Acrylate, 2-hydroxyethyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, methylphenoxyethyl (meth) acrylate and phenoxy diethylene glycol (meth) 3-phenoxypropyl acrylate is more preferable.
Examples of the vinyl ether resin include diethylene glycol divinyl ether, triethylene glycol divinyl ether, cyclohexyl vinyl ether, polyethylene glycol divinyl ether, 1,4-cyclohexane dimethanol divinyl A resin having an ether or the like in the skeleton, but is not limited thereto. Of these, triethylene glycol divinyl ether and cyclohexyl vinyl ether are particularly preferred from the standpoints of availability and handleability.
From the viewpoint of improving the curability and weatherability, the content of the resin having a photopolymerizable functional group other than the epoxy group is preferably 0% by mass or more and 60% by mass or less with respect to the whole resin in the resin composition forming the protective layer, By mass or more and 35% by mass or less, and 1% by mass or more and 20% by mass or less.
Method for producing resin composition for protective layer
The method for producing the resin composition of the protective layer according to the present invention is not particularly limited and usually includes an epoxy resin having an unsaturated bond in the molecule, an epoxy compound having no unsaturated bond in the molecule, a photopolymerizable functional group other than an epoxy group , A photoacid generator, and a photosensitizer can be mixed to obtain a resin composition. An organic solvent may be suitably used for adjusting the viscosity. The mixing method is not particularly limited, and it may be sufficiently mixed with stirring at room temperature (25 DEG C) until the mixture becomes uniform. Preferably, the above-mentioned content may be an epoxy resin having an unsaturated bond in the molecule, an epoxy compound having no unsaturated bond in the molecule, a photopolymerizable compound other than an epoxy group A resin monomer having a functional group, a photoacid generator, and a photosensitizer.
Method for producing polarizer
2, a method of manufacturing a polarizing plate having a protective layer according to the present invention will be described. 2, the
Next, the polarizing plate thus irradiated with ultraviolet rays is irradiated with ultraviolet rays of 300 to 3000 mJ / cm 2 , preferably 500 to 2000 mJ / cm 2 , and more preferably 800 to 1500 mJ / cm 2 (based on 356 nm, And then the
1, the
From the viewpoint of improving the reliability and flexibility, the resin composition is preferably applied so that the thickness of the
The protective layer according to the present invention includes an epoxy resin having an unsaturated bond in a molecule obtained by curing a resin composition containing an epoxy resin having an unsaturated bond in a molecule. The polarizing plate according to the present invention can suppress the heat shrinkage of the polarizer by providing the protective layer according to the present invention on at least one surface of the polarizer. As a result, cracking of the polarizer due to thermal shock can be suppressed, and a polarizer excellent in durability can be realized. Further, since the protective layer according to the present invention has good adhesiveness to the polarizer, a protective layer can be formed directly on the surface of the polarizer. Therefore, it is not necessary to use an adhesive. Therefore, the polarizing plate of the present invention can realize reduction in thickness and weight.
The polarizing plate according to the present invention can be used in an image display apparatus such as a liquid crystal display apparatus. For example, a polarizing plate having a protective layer according to the present invention may be applied to both surfaces of a polarizer in an IPS-mode liquid crystal display device. In the VA type liquid crystal display device, a polarizing plate having a protective layer according to the present invention may be applied on at least one surface of the polarizer. Since the image display apparatus according to the present invention is provided with the polarizing plate having improved durability, the longevity can be realized.
[ Example ]
Hereinafter, the polarizing plate according to the present invention will be described on the basis of Examples 1 to 4 and Comparative Examples 1 to 3.
≪ Example 1 >
Production of resin composition
20% by mass of Cel3000 (manufactured by Daicel Co., Ltd.) as an epoxy resin having no unsaturated bond in the molecule, 100% by weight of the above resin composition (manufactured by Nippon Soda Co., Ltd.) as an epoxy resin having an unsaturated bond in the molecule, , 4 parts by mass of CPI100-P (manufactured by San A Pro Co., Ltd.) as a negative photo acid generator (Gwangyang ion polymerization initiator) and 0.5 parts by mass of DETX-S (manufactured by Nippon Kayaku Co., Ltd.) as a photosensitizer were mixed, Was prepared.
Polarizer making
The polarizer was produced by the following method. A polyvinyl alcohol film having an average degree of polymerization of 2400, a degree of saponification of 99.9% and a thickness of 75 占 퐉 was swelled by immersion in hot water at 28 占 폚 for 90 seconds and then an aqueous solution of 0.6% by weight of iodine / potassium iodide (weight ratio 2/3) , And the polyvinyl alcohol film was dyed while being stretched 2.1 times. Thereafter, stretching was carried out in a boric acid ester aqueous solution at 60 占 폚 in such a manner that the total draw ratio was 5.8 times, washed with water and then dried at 45 占 폚 for 3 minutes to prepare a polarizer (thickness 25 占 퐉).
Production of Polarizer
Next, the polarizer and the resin composition prepared as described above were used in a constant temperature chamber at room temperature (25 DEG C) and at a humidity of 50% RH to prepare a polarizing plate by the above-mentioned method for producing a polarizing plate. The ultraviolet ray irradiation conditions were 1000 mJ / cm 2 (using a metal halide lamp based on 365 nm) from both sides. After irradiating ultraviolet rays, the polarizing plate was kept in the above-mentioned constant temperature room for 24 hours, A polarizing plate was completed. The thickness of one side of the protective layer was 10 to 15 mu m. In addition, a protective layer was formed on both sides of the polarizer.
≪ Example 2 >
Except that 60 mass% of JP-100 (manufactured by Nippon Soda Co., Ltd.) as an epoxy resin having an unsaturated bond in the molecule, 35 mass% of EX214L (manufactured by Nagase Chemtech Co., Ltd.) as an epoxy resin having no unsaturated bond in the molecule, (Manufactured by Nippon Kayaku Co., Ltd.) as a photosensitizer, 5 parts by mass of a photoinitiator (manufactured by Nippon Kayaku Co., Ltd.), 4 parts by mass of CPI100-P 0.5 parts by mass were mixed to prepare a resin composition. Thereafter, a polarizing plate was produced in the same manner as in Example 1 using the resin composition thus prepared.
≪ Example 3 >
40% by mass of JP-100 (manufactured by Nippon Soda Co., Ltd.) as an epoxy resin having an unsaturated bond in the molecule, 20% by mass of EX214L (manufactured by Nagase ChemteX Corporation) as an epoxy resin having no unsaturated bond in the molecule, and Cel2021P 20 mass% of OXT-221 (manufactured by TOAGOSEI CO., LTD.) As other resin monomer, and 4 mass parts of CPI100-P (produced by SANA PRO) as a photo acid generator to 100 parts by weight of the resin composition And 0.5 parts by mass of DETX-S (manufactured by Nippon Kayaku Co., Ltd.) as a photosensitizer were mixed to prepare a resin composition. Thereafter, a polarizing plate was produced in the same manner as in Example 1 using the resin composition thus prepared.
<Example 4>
(Manufactured by Nippon Soda Co., Ltd.) as an epoxy resin having an unsaturated bond in the molecule, 20 mass% of EX214L (manufactured by Nagase ChemteX Corporation) as an epoxy resin having no unsaturated bond in the molecule, 20 mass% of OXT-121 (manufactured by Toagosei Co., Ltd.), 4 mass parts of CPI100-P (manufactured by San A Pro Co., Ltd.) as a photo acid generator relative to 100 parts by weight of the resin composition, and DETX- Manufactured by KU CO., LTD.) Were mixed to prepare a resin composition. Thereafter, a polarizing plate was produced in the same manner as in Example 1 using the resin composition thus prepared.
≪ Examples 5 to 8 >
Polarizers were changed to prepare the polarizing plates of Examples 5 to 8 using the resin compositions of Examples 1 to 4.
Polarizer making
The polarizer was produced in the following manner. A film containing an acid catalyst having an average degree of polymerization of 1500 to 2800, a degree of saponification of 99.9% and a thickness of 18 占 퐉 and an acid catalyst having a dehydrating action is uniaxially stretched at 5 times or more in an oven at 130 占 폚 or higher, I made it. And then dried in an aqueous boric acid solution at 85 占 폚 or more so that the total draw ratio was 6 times or more, washed with water and dried at 60 占 폚 or more for 5 minutes to prepare a polyene polarizer (thickness 10 占 퐉).
Production of Polarizer
Polarizing plates of Examples 5 to 8 were completed by aging-curing the resin compositions of Examples 1 to 4 in the same manner as in Example 1, using the resulting polyene-based polarizers. The thickness of one side of the protective layer was 10 to 15 mu m. In addition, a protective layer was formed on both sides of the polarizer.
≪ Comparative Example 1 &
25% by mass of JP-100 (manufactured by Nippon Soda Co., Ltd.) as an epoxy resin having an unsaturated bond in the molecule, 30% by mass of Cel3000 (manufactured by Daicel Co., Ltd.) as an epoxy resin having no unsaturated bond in the molecule, and Cel2021P 20 mass% of OXT-221 (manufactured by Toagosei Co., Ltd.) as other resin monomer, and 4 mass parts of CPI100-P (manufactured by San A Pro Co., Ltd.) as a photo acid generator to 100 parts by weight of the resin composition And 0.5 parts by mass of DETX-S (manufactured by Nippon Kayaku Co., Ltd.) as a photosensitizer were mixed to prepare a resin composition. Thereafter, a polarizing plate was produced in the same manner as in Example 1 using the resin composition thus prepared.
≪ Comparative Example 2 &
35% by mass of Cel2021P (manufactured by Daicel Co., Ltd.) and OXT-221 (manufactured by Toagosei Co., Ltd.) were added as an epoxy resin having no unsaturated bond in the molecule without adding an epoxy resin having unsaturated bonds in the molecule And 50 parts by mass of A-DOG (manufactured by Shin-Nakamura Kagakukogyo Co., Ltd.), 2.5 parts by mass of CPI100-P as a photopolymerization initiator and 100 parts by mass of Irg184 Ltd.) were mixed to prepare a resin composition. Thereafter, a polarizing plate was produced in the same manner as in Example 1 using the resin composition thus prepared.
≪ Comparative Example 3 &
75% by mass of Cel2021P (manufactured by Daicel Co., Ltd.) and OXT-221 (manufactured by Toagosei Co., Ltd.) as an epoxy resin having no unsaturated bond in the molecule were added to the reaction system without adding an epoxy resin having unsaturated bonds in the molecule , 4 parts by mass of CPI100-P as a photopolymerization initiator and 1 part by mass of Irg184 (manufactured by BASF) as a resin composition were prepared. Thereafter, a polarizing plate was produced in the same manner as in Example 1 using the resin composition thus prepared.
≪ Comparative Examples 4 to 6 >
Polarizers of Comparative Examples 4 to 6 were completed by aging and curing the resin compositions of Comparative Examples 1 to 3 in the same manner as in Example 1, using the same polarizer as in Examples 5 to 8. The thickness of one side of the protective layer was 10 to 15 mu m. In addition, a protective layer was formed on both sides of the polarizer.
(Adhesion test)
Glass was bonded to one of the protective layers of the polarizing plates produced in Examples 1 to 8 and Comparative Examples 1 to 6 through a pressure-sensitive adhesive, and a protective layer of the polarizing plate opposite to the glass surface was covered with a
(Hot water immersion test)
The polarizing plates produced in Examples 1 to 8 and Comparative Examples 1 to 6 were cut into a size of 50 mm x 50 mm with a Thomson knife, immersed in a water bath at 60 ° C and held for 2 hours. Then, each sample was taken out from the water bath and the size of the shrinkage of the polarizer was measured. As a criterion for evaluation, the degree of contraction was determined to be less than 1.0 mm. The evaluation results are shown in Table 2 below. The preferable result is 0.5 mm or less, more preferably 0.3 mm or less, particularly preferably 0 mm.
(Heat resistance test)
The polarizing plates produced in Examples 1 to 8 and Comparative Examples 1 to 6 were cut into a size of 50 mm x 50 mm with a Thomson knife and bonded to glass via a pressure-sensitive adhesive. The prepared polarizing plate with glass was allowed to stand under an environment of 85 캜 for 500 hours, and then cracks of the polarizer were observed. When there was no crack in the polarizer, it was evaluated as?, And when there was crack, it was evaluated as?.
(Cold / heat shock test)
The polarizing plates produced in Examples 1 to 8 and Comparative Examples 1 to 6 were cut into a size of 50 mm x 50 mm with a Thomson knife and bonded to glass via a pressure-sensitive adhesive. The prepared glass-attached polarizer was allowed to stand under an environment of -40 ° C to 85 ° C and 200 ° C, and cracks of the polarizer were observed. When there was no crack in the polarizer, it was evaluated as?, And when there was crack, it was evaluated as?.
The evaluation and results of the adhesion test, the hot water immersion test, the heat resistance test, and the cold and heat impact test are shown in Tables 1 and 2 below.
Test (mm)
Test (mm)
Referring to the evaluation of the adhesion test, the adhesion between the protective layer and the polarizer according to the present invention was good in all of the polarizing plates of Examples 1 to 8. Particularly, the adhesion between the protective layer and the polarizer of Examples 1 to 8, in which the content of the epoxy resin having unsaturated bonds in the molecule in the resin composition was 30 mass% or more, was good.
Referring to the results of the hot water immersion test, in the polarizing plates of Comparative Examples 1 to 6, the shrinkage of the polarizer exceeded 0.5 mm, whereas in the polarizing plates of Examples 1 to 8, the shrinkage of the polarizer was all 0.5 mm or less. Thus, in the polarizing plate according to the present invention, the shrinkage of the polarizer is suppressed as compared with the comparative example, and the durability is improved.
With reference to the results of the heat resistance test, in the polarizing plates of Comparative Examples 1 to 6, cracks of the polarizer were confirmed, whereas in the polarizing plates of Examples 1 to 8, no cracks of the polarizer were confirmed. Therefore, in the polarizing plate according to the present invention, shrinkage of the polarizer due to heat can be suppressed, and the durability is improved.
Referring to the results of the cold / heat impact test, cracks of the polarizers were confirmed in the polarizers of Comparative Examples 1 to 6, but no cracks of the polarizers were confirmed in the polarizers of Examples 1 to 8. Therefore, in the polarizing plate according to the present invention, shrinkage of the polarizer can be suppressed at a low temperature and at a high temperature, and the durability is improved.
As can be seen from the evaluation and the results of the tests of the polarizing plates of Examples 1 to 8 and Comparative Examples 1 to 6, the polarizing plate having the protective layer according to the present invention is excellent in adhesiveness and excellent in durability Do. Therefore, the polarizing plate according to the present invention can be suitably used for an image display apparatus such as a liquid crystal display apparatus.
100: polarizer 101: polarizer
103: protective layer 105: protective layer
201: Polarizer 203: PET film
205: PET film 207: Resin composition
209: Roll press 211: Roll press
Claims (9)
A protective layer formed on at least one side of the polarizer and formed of a cured product of a resin composition containing an epoxy resin having an unsaturated bond in the molecule and an epoxy resin not having an unsaturated bond in the molecule,
An epoxy resin having an unsaturated bond in the molecule in an amount of 35 mass% or more and 85 mass% or less,
Wherein the epoxy resin having no unsaturated bond in the molecule comprises an aliphatic epoxy resin, an alicyclic epoxy resin, or a mixture thereof.
(1)
In the formula (1), m is 3 or more and 15 or less, and n is 5 or more and 40 or less.
An epoxy resin having an unsaturated bond in the molecule in an amount of 35 mass% or more and 85 mass% or less,
Wherein the epoxy resin having no unsaturated bond in the molecule comprises an aliphatic epoxy resin, an alicyclic epoxy resin or a mixture thereof.
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| JPJP-P-2015-040982 | 2015-03-03 | ||
| JP2015040982A JP6608150B2 (en) | 2015-03-03 | 2015-03-03 | Polarizing plate and image display device including the same |
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| KR20160107100A KR20160107100A (en) | 2016-09-13 |
| KR101882570B1 true KR101882570B1 (en) | 2018-07-26 |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005010329A (en) | 2003-06-18 | 2005-01-13 | Sony Chem Corp | Polarizing plate and liquid crystal display element |
| JP2009211057A (en) | 2008-02-04 | 2009-09-17 | Sumitomo Chemical Co Ltd | Polarization plate |
| JP2010039299A (en) | 2008-08-06 | 2010-02-18 | Sumitomo Chemical Co Ltd | Polarizing plate and method for manufacturing the same, and liquid crystal display |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2009216874A (en) * | 2008-03-10 | 2009-09-24 | Sumitomo Chemical Co Ltd | Polarizing plate and liquid crystal display |
| JP5454862B2 (en) * | 2008-03-10 | 2014-03-26 | 住友化学株式会社 | Polarizing plate, optical member, and liquid crystal display device |
| KR20140031948A (en) * | 2011-05-31 | 2014-03-13 | 덴끼 가가꾸 고교 가부시키가이샤 | Energy-beam-curable resin composition |
| JP5788841B2 (en) * | 2012-08-15 | 2015-10-07 | チェイル インダストリーズ インコーポレイテッド | Adhesive for polarizing plate |
| KR101697404B1 (en) * | 2013-09-30 | 2017-01-17 | 주식회사 엘지화학 | Polarizing plate and image display apparatus comprising the same |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005010329A (en) | 2003-06-18 | 2005-01-13 | Sony Chem Corp | Polarizing plate and liquid crystal display element |
| JP2009211057A (en) | 2008-02-04 | 2009-09-17 | Sumitomo Chemical Co Ltd | Polarization plate |
| JP2010039299A (en) | 2008-08-06 | 2010-02-18 | Sumitomo Chemical Co Ltd | Polarizing plate and method for manufacturing the same, and liquid crystal display |
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| Publication number | Publication date |
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| JP2016161794A (en) | 2016-09-05 |
| KR20160107100A (en) | 2016-09-13 |
| JP6608150B2 (en) | 2019-11-20 |
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