WO2013055154A2 - Plaque polarisante double face et dispositif optique comprenant celle-ci - Google Patents
Plaque polarisante double face et dispositif optique comprenant celle-ci Download PDFInfo
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- WO2013055154A2 WO2013055154A2 PCT/KR2012/008329 KR2012008329W WO2013055154A2 WO 2013055154 A2 WO2013055154 A2 WO 2013055154A2 KR 2012008329 W KR2012008329 W KR 2012008329W WO 2013055154 A2 WO2013055154 A2 WO 2013055154A2
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- adhesive layer
- polarizing plate
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- adhesive
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- 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
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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
Definitions
- the present invention relates to a double-sided polarizing plate and an optical device including the same. More specifically, the adhesive layer on both sides of the polarizer can be cured by only one light irradiation, so that the manufacturing process is simple and the adhesive layer on the non-irradiated surface is also excellent. It relates to a double-sided polarizing plate developed to have an adhesive force and an optical device including the same.
- a polarizer is a device for converting natural light into polarized light having a specific vibration direction. Recently, a polarizer is employed in various display devices such as a liquid crystal display and an organic light emitting device.
- the polarizing plate is generally used in a structure in which a protective film is laminated using one or both surfaces of a polarizer made of polyvinyl alcohol (hereinafter referred to as 'PVA')-based resin dyed with dichroic dye or iodine.
- a polarizer made of polyvinyl alcohol (hereinafter referred to as 'PVA')-based resin dyed with dichroic dye or iodine for example, triacetyl cellulose (TAC) -based films have been mainly used as polarizing plate protective films.
- TAC film triacetyl cellulose
- the TAC film has a problem that it is easily deformed in a high temperature, high humidity environment.
- protective films of various materials that can replace TAC films have been developed. For example, polyethylene terephthalate (PET), cycloolefin polymer (COP, cycloolefin polymer), and acrylic films may be used alone. Or a mixed use has been proposed.
- an acrylic adhesive for example, an acrylic adhesive, a dry laminate adhesive mixed with a urethane resin solution and a polyisocyanate resin solution, styrene butadiene rubber adhesive, epoxy adhesive, polyvinyl alcohol adhesive , Urethane-based adhesives, adhesives containing polyester ionomer-type urethane resins and compounds having glycidyloxy groups, thermosetting adhesives, and the like are known, and among these, in particular, an aqueous adhesive comprising an aqueous solution of a polyvinyl alcohol-based resin. Sieve is mainly used.
- photocurable non-aqueous adhesives generally have a high viscosity, so that the thickness of the final adhesive layer tends to be thicker than that of the water-based adhesive, which is why the polarizing plate is manufactured using the photocurable non-aqueous adhesive layer.
- defects are likely to occur, such as wrinkles occurring in the TD direction and the MD direction.
- the adhesive layers formed on both surfaces of the polarizer have to be cured, respectively, and thus, the light irradiation has to be carried out twice.
- the adhesive layer may be cured by a single light irradiation, in this case, due to the difference in the amount of light reaching the light irradiation surface and the non-irradiation surface, the degree of curing of the adhesive layer is not the same, and as a result, the adhesive strength of the non-irradiation surface occurs. As such, when the adhesive force of the adhesive layer is lowered, durability of the polarizing plate is deteriorated, which causes a problem that optical properties are lowered.
- the present invention is to solve the above problems, it is possible to cure the adhesive layer on both sides of the polarizer by only one light irradiation, the manufacturing process is simple, the double-sided polarizing plate developed to have an excellent adhesive strength of the non-irradiated surface and It is intended to provide an optical device including the same.
- the present invention is a polarizer, a first adhesive layer formed on one surface of the polarizer, a second adhesive layer formed on the other surface of the polarizer, a first transparent film formed on the first adhesive layer, and the second A double-sided polarizing plate comprising a second transparent film formed on an adhesive layer, wherein the first adhesive layer and the second adhesive layer are formed by an active energy ray-curable adhesive, the thickness of the first adhesive layer is 0.1 to 3 A double-sided polarizing plate having a thickness is provided.
- the thickness of the second adhesive layer is preferably about 0.1 to 10 ⁇ m.
- the double-sided polarizing plate of the present invention is prepared by simultaneously curing the first adhesive layer and the second adhesive layer by one active energy ray irradiation, the active energy ray irradiation is made of a transparent film formed on the second adhesive layer It is preferably carried out via an active energy source located in the direction.
- the first adhesive layer and the second adhesive layer is more preferably formed by a cationic adhesive, wherein the cationic adhesive is (1) 5 to 90 weight of the epoxy compound having at least two epoxy groups in the molecule part; (2) 5 to 90 parts by weight of an oxetane compound having at least one oxetanyl group in the molecule; And (3) 0.5 to 20 parts by weight of the photo cationic polymerization initiator.
- the cationic adhesive is (1) 5 to 90 weight of the epoxy compound having at least two epoxy groups in the molecule part; (2) 5 to 90 parts by weight of an oxetane compound having at least one oxetanyl group in the molecule; And (3) 0.5 to 20 parts by weight of the photo cationic polymerization initiator.
- the double-sided polarizing plate may further include a primer layer between at least one of the first adhesive layer and the first transparent film and between the second adhesive layer and the second transparent film, wherein the primer layer Silver is preferably formed by a primer composition comprising 1 to 50 parts by weight of a urethane polymer, 0.1 to 10 parts by weight of water-dispersible fine particles and the remainder of water.
- the present invention provides an optical device including the double-sided polarizing plate configured as described above.
- the adhesive layer on the non-irradiation surface of the active energy ray at 0.1 to 3 ⁇ m, the adhesive layer on both sides of the polarizer can be simultaneously formed through one active energy ray irradiation step, thereby simplifying the manufacturing process.
- the double-sided polarizing plate of the present invention is excellent in adhesion between the polarizer and the transparent film, and excellent in heat resistance and water resistance, and has excellent optical properties even in harsh environments.
- the present inventors have studied to develop a double-sided polarizing plate that is simple in manufacturing but excellent in durability, heat resistance, and optical properties.
- the adhesive layer is formed using an active energy ray-curable adhesive, and at the same time, the thickness of the adhesive layer is specified.
- the present invention is a polarizer, a first adhesive layer formed on one surface of the polarizer, a second adhesive layer formed on the other surface of the polarizer, a first transparent film formed on the first adhesive layer, and A double-sided polarizing plate including a second transparent film formed on an adhesive layer, wherein the first adhesive layer and the second adhesive layer are formed by an active energy ray-curable adhesive, and the thickness of the first adhesive layer is 0.1 to It relates to a double-sided polarizing plate of 3 ⁇ m.
- the double-sided polarizing plate means a polarizing plate in which a protective film is attached to both surfaces of the polarizer, and is a concept distinguished from the single-sided polarizing plate in which a protective film is attached only to one surface of the polarizer.
- the thickness of the 1st adhesive bond layer and the 2nd adhesive bond layer was the same, and the thickness of the adhesive bond layer was about 5-10 micrometers.
- the first adhesive layer and the second adhesive layer had to be irradiated with light and cured.
- the adhesive layer in the direction of light irradiation can secure sufficient adhesive strength, but the adhesive layer in the direction in which light is not irradiated has a problem that the adhesive strength is inferior. Therefore, the conventional double-sided polarizing plate has a problem that its manufacturing process is cumbersome.
- the thickness of the adhesive layer (conventionally referred to as the 'first adhesive layer') of 0.1 to 3 ⁇ m formed in the direction in which the active energy ray is not irradiated, once light irradiation It was found that excellent adhesive strength can be secured in both the adhesive layers formed on both sides of the polarizer alone.
- Table 1 below shows the results of measuring the peel force according to the thickness of the first adhesive layer formed on the non-irradiated active energy ray.
- the adhesive layer peeling force is significantly lowered.
- the polarizer and the transparent film may be easily peeled off, which adversely affects the polarizer durability and optical properties.
- the thickness of the second adhesive layer may be formed about 0.1 to 10 ⁇ m, preferably about 0.1 to 7 ⁇ m, and most preferably about 0.1 to 5 ⁇ m.
- the double-sided polarizing plate of the present invention configured as described above may be manufactured by simultaneously curing the first adhesive layer and the second adhesive layer by one active energy ray irradiation, wherein the active energy ray irradiation is on the second adhesive layer It is preferably carried out via an active energy source located in the direction of the transparent film formed on the.
- the active energy rays include ultraviolet rays, electron beams, microwaves, infrared rays (IR), X-rays and gamma rays, as well as alpha-particle beams, proton beams, and neutron beams.
- Particle beams such as (neutron beam) may be included, and typically ultraviolet rays or electron beams may be used.
- the first adhesive layer and the second adhesive layer are formed of an active energy ray curable adhesive cured by an active energy ray.
- the viscosity of the active energy ray-curable adhesive is preferably about 15 to 50 cP.
- the active energy curable adhesive has a glass transition temperature of 90 ° C. or more.
- the first adhesive layer and the second adhesive layer are preferably formed of a cationic adhesive.
- the cationic adhesive herein refers to an adhesive whose main component is a compound which is cured through a cationic polymerization reaction.
- the cationic adhesive includes (1) 5 to 90 parts by weight of an epoxy compound having at least two epoxy groups in a molecule; (2) 5 to 90 parts by weight of an oxetane compound having at least one oxetanyl group in the molecule; And (3) 0.5 to 20 parts by weight of the photo cationic polymerization initiator.
- the epoxy compound (1) only needs to have at least two epoxy groups in the molecule, and the kind thereof is not particularly limited.
- epoxy resins well known in the art such as aromatic epoxy, alicyclic epoxy, or aliphatic epoxy are known. These may be used alone or in combination.
- the aromatic epoxy refers to an epoxy containing an aromatic group in the molecule, for example, bisphenol-type epoxy resins such as bisphenol A-based epoxy, bisphenol F-based epoxy, bisphenol S epoxy, brominated bisphenol-based epoxy; Novolac type epoxy resins such as phenol novolac type epoxy resins and cresol novolac type epoxy resins; Cresol epoxy, resorcinol glycidyl ether and the like can be used.
- bisphenol-type epoxy resins such as bisphenol A-based epoxy, bisphenol F-based epoxy, bisphenol S epoxy, brominated bisphenol-based epoxy
- Novolac type epoxy resins such as phenol novolac type epoxy resins and cresol novolac type epoxy resins
- Cresol epoxy resorcinol glycidyl ether and the like
- the alicyclic epoxy means a compound in which an epoxy group is formed between two adjacent carbon atoms constituting an aliphatic ring, for example, dicyclopentadiene dioxide, limonene dioxide, 4-vinylcyclohexenedio Seeds, 2,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate, dicyclopentadiene dioxide, bis (3,4-epoxycyclohexylmethyl) adipate and the like can be used.
- the aliphatic epoxy includes polyglycidyl ether of aliphatic polyhydric alcohol; Polyglycidyl ethers of alkylene oxide adducts of aliphatic polyhydric alcohols and the like can be used.
- C2-C20 the thing in the range of C2-C20 can be illustrated, for example. More specifically, for example, ethylene glycol, 1,2-propanediol, 1,3-propanediol, 2-methyl-1,3-propanediol, 2-butyl-2-ethyl-1,3-propane Diol, 1,4-butanediol, neopentylglycol, 3-methyl-2,4-pentanediol, 2,4-pentanediol, 1,5-pentanediol, 3-methyl-1,5-pentanediol, 2- Methyl-2,4-pentanediol, 2,4-diethyl-1,5-pentanediol, 1,6-hexanediol, 1,7-heptanediol, 3,5-heptanediol, 1,8-octane
- alkylene oxide more specifically, ethylene oxide, a propylene oxide, butylene oxide etc. are mentioned, for example.
- the epoxy compound includes a epoxidized aliphatic ring group, that is, a first epoxy compound including at least one alicyclic epoxy ring and a second including at least one glycidyl ether group. Particular preference is given to using combinations of epoxy compounds.
- the first epoxy compound and the second epoxy compound is 1: 1 to 3: It is preferable to be used by mixing in a weight ratio of 1, more preferably, it can be used by mixing in a weight ratio of 1: 1 to 2: 1, most preferably the first epoxy compound and the second epoxy compound 1: It is used by mixing in the weight ratio of 1.
- the weight ratio of the first epoxy compound and the second epoxy compound satisfies the above range, most preferable physical properties can be obtained in terms of glass transition temperature, adhesive strength and viscosity.
- the first epoxy and the second epoxy may be included in an amount of 20 to 60 parts by weight based on 100 parts by weight of the total adhesive composition, for example.
- the first epoxy compound is, for example, 3,4-epoxycyclohexylmethyl-3,4'-epoxycyclohexanecarboxylate, bis (3,4-epoxy cyclohexylmethyl) adipate dicyclopentadiene dioxide At least one selected from the group consisting of limonene dioxide and 4-vinylcyclohexene dioxide.
- the first epoxy compound is to increase the Tg and to impart the hardness of the adhesive layer, most preferably 3,4-epoxycyclohexylmethyl-3,4'-epoxycyclohexanecarboxylate.
- the second epoxy compound is not particularly limited as long as it contains at least one glycidyl ether group.
- the second epoxy compound is to impart softness to improve adhesion, and more preferably include an aliphatic ring, and most preferably 1,4-cyclo
- the (2) oxetane compound is not particularly limited as long as it has at least one oxetanyl group in the molecule, and various oxetane compounds well known in the art may be used.
- the oxetane compound of the present invention 3-ethyl-3-[(3-ethyloxetan-3-yl) methoxymethyl] oxetane, 1,4-bis [(3-ethyl jade Cetane-3-yl) methoxymethyl] benzene, 1,4-bis [(3-ethyloxetan-3-yl) methoxy] benzene, 1,3-bis [(3-ethyloxetan-3-yl ) Methoxy] benzene, 1,2-bis [(3-ethyloxetan-3-yl) methoxy] benzene, 4,4'-bis [(3-ethyloxetan-3-yl) methoxy] ratio
- the cationic photopolymerization initiator (3) is a compound which produces a cation species or Lewis acid by irradiation of an active energy ray, for example, an aromatic diazonium salt, an aromatic iodine aluminum salt or an aromatic sulfonium salt.
- an aromatic diazonium salt for example, an aromatic diazonium salt, an aromatic iodine aluminum salt or an aromatic sulfonium salt.
- Onium salts, iron-arene complexes, and the like but is not limited thereto.
- the content of the cationic photopolymerization initiator is about 0.5 to 20 parts by weight, preferably about 0.5 to 15 parts by weight, and more preferably about 0.5 to 10 parts by weight based on 100 parts by weight of the total adhesive composition.
- the cationic adhesive composition of the present invention may further comprise a vinyl compound, if necessary.
- a vinyl compound When the vinyl compound is added, it is possible to maintain low viscosity and to reduce the phenomenon that the glass transition temperature of the adhesive layer is lowered after curing.
- hydroxy C 1-6 alkyl vinyl ether and / or vinyl acetate may be used, and the hydroxy C 1-6 alkyl vinyl ether may be selected from hydroxyethyl vinyl ether and hydroxy. At least one selected from the group consisting of oxybutyl vinyl ether, 1,4-cyclohexanedimethanol vinyl ether, 4- (hydroxymethyl) cyclohexylmethyl vinyl ether, ethylene glycol vinyl ether, diethylene glycol monovinyl ether have.
- the vinyl compound may be included in a ratio of 0.1 parts by weight to 10 parts by weight, or 0.1 parts by weight to 5 parts by weight with respect to 100 parts by weight of the entire adhesive composition.
- the cationic adhesive composition of the present invention may further include a silane coupling agent, as necessary, with the components.
- a silane coupling agent when included, the silane coupling agent lowers the surface energy of the adhesive, thereby improving the adhesive wetting property.
- the silane coupling agent more preferably comprises a cationically polymerizable functional group such as an epoxy group, a vinyl group, and a radical group.
- a cationically polymerizable functional group such as an epoxy group, a vinyl group, and a radical group.
- silane coupling agent usable in the present invention is not limited thereto, but may be, for example, a silane coupling agent represented by the following Chemical Formula 1.
- R 1 is a cationically polymerizable functional group bonded to a silicon atom, and is a functional group including a cyclic ether group or a vinyloxy group
- R 2 is hydrogen, a hydroxy group, an alkyl group bonded to a silicon atom, or It is an alkoxy group
- n is an integer of 1-4.
- silane coupling agent satisfying the above [Formula 1] include 2- (3,4-epoxycyclohexyl) ethyl trimethoxy silane, 3-glycidoxypropyl trimethoxy silane, glycidoxypropyl methyldie Oxy silane, glycidoxypropyl triethoxy, vinyltrimethoxysilane or vinyltriethoxysilane may be exemplified, but is not limited thereto.
- silane coupling agent usable in the present invention an oligomer-type silane compound in which the above-mentioned cationically polymerizable functional group is introduced into the molecule of the siloxane oligomer may be used.
- the siloxane oligomer may be a relatively low molecular weight silicone resin in which the terminal of the molecular chain is sealed with an alkoxysilyl group.
- the cationic adhesive composition may include the silane compound in a ratio of 0.1 parts by weight to 10 parts by weight, or 0.1 parts by weight to 5 parts by weight with respect to 100 parts by weight of the entire adhesive composition. In this range, the adhesive layer may exhibit appropriate surface energy and adhesion.
- the said cationic adhesive composition of this invention can contain a radically polymerizable monomer further as needed.
- the radically polymerizable monomer may be used without limitation as long as it is a compound having a radical reactive functional group, for example, (meth) acrylates having one or more (meth) acryloyl groups in a molecule, (meth) acrylamides, Maleimide, (meth) acrylic acid, maleic acid, itaconic acid, (meth) acrylaldehyde, (meth) acryloyl morpholine, N-vinyl-2-pyrrolidone, triallyl isocyanurate, etc. can be used. .
- (meth) acrylate which has one (meth) acryloyl group in the said molecule, methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, isopropyl (meth) acryl Rate, butyl (meth) acrylate, isobutyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, octyl (meth) acrylate, isooctyl (meth) acrylate, lauryl (meth) acrylate, Stearyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, cyclohexyl (meth) acrylate, iso Boryl (meth) acrylate, 1,4-cyclohexanedimethylo
- the urethane acryl of N-methyl maleimide, N-hydroxyethyl maleimide, N-hydroxyethyl citraconimide, N-hydroxyethyl citraconimide, and isophorone diisocyanate The rate etc. are mentioned.
- (meth) acrylates which have two (meth) acryloyl groups in a molecule
- numerator 1, 3- butanediol di (meth) acrylate, 1, 6- hexanediol di (meth) acrylate, 1, 9 -Nonanediol di (meth) acrylate, 1,10-decanedioldi (meth) acrylate, 1,3-butylene glycol di (meth) acrylate, 2-methacryloyloxyethyl ethane phosphate, ethylene Glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, dipropylene glycol di (meth) acrylate, tripropylene Glycol di (meth) acrylate, tetraethylene glycol di (meth) acrylate,
- (meth) acrylates having three (meth) acryloyl groups in the molecule include trimethylolpropane tri (meth) acrylate, trimethylolpropane tri (meth) acrylate, and trimethylolpropane tri (meth) acrylate.
- the (meth) acrylate which has four or five (meth) acryloyl groups in a molecule
- numerator pentatrithol tetra (meth) acrylate, ditrimethylolproran tetra (meth) acrylate, dipentatritol penta (Meth) acrylate, an epoxide pentatrithitol tetra (meth) acrylate, a pentaacrylate ester, etc. are mentioned.
- (meth) acrylates having six meta) acryloyl groups in the molecule include dipentarititol hexa (meth) acrylate.
- the content of the radically polymerizable monomer is about 0 to 40 parts by weight, preferably about 5 to 30 parts by weight, and more preferably about 5 to 25 parts by weight based on 100 parts by weight of the total adhesive composition.
- an adhesive composition contains a radically polymerizable monomer as mentioned above, it is preferable to mix
- the radical photopolymerization initiator include, but are not limited to, acetophenone photopolymerization initiator, benzoin ether photopolymerization initiator, benzophenone photopolymerization initiator, thioxanthone photopolymerization initiator, and the like. have.
- the content of the radical photopolymerization initiator is about 0.5 to 20 parts by weight, preferably about 0.5 to 15 parts by weight, and more preferably about 0.5 to 10 parts by weight based on 100 parts by weight of the total adhesive composition.
- the cationic adhesive composition may further include a photosensitizer, an antioxidant, an oligomer, and an adhesion promoter as needed, and preferably further include urethane acrylate in an amount greater than 0 and 4 or less.
- a photosensitizer an antioxidant, an oligomer, and an adhesion promoter
- urethane acrylate in an amount greater than 0 and 4 or less.
- the adhesive composition of the present invention as described above has a low viscosity of about 15 to 50 cP, it is excellent in workability and exhibits excellent adhesion at a thin adhesive layer thickness.
- the adhesive composition of the present invention is very excellent in heat resistance with a glass transition temperature of 90 °C or more after curing. In fact, when the polarizing plate manufactured using the adhesive composition of the present invention evaluated the heat resistance and thermal shock resistance of 80 °C, it was shown that the polarizer crack does not occur.
- the polarizing plate produced using the adhesive composition of the present invention when immersed in water at 60 °C temperature for 24 hours, the polarizer discoloration was found to be very excellent in water resistance to less than 10mm in the MD direction.
- the cationic adhesive has excellent adhesion to films of various materials, and is excellent in water resistance, heat resistance, and the like, and thus, a polarizing plate having excellent properties may be manufactured.
- the double-sided polarizing plate of the present invention may further include a primer layer between at least one of the first adhesive layer and the first transparent film and between the second adhesive layer and the second transparent film.
- the primer layer is for improving the adhesion between the transparent film and the adhesive layer, it is preferably formed of a primer composition containing a urethane polymer.
- the primer composition comprises a urethane polymer, water dispersible fine particles and water, and more specifically, 1 to 50 parts by weight of the urethane polymer and water dispersible fine particles 0.1 to 10 based on 100 parts by weight of the primer composition. It may comprise a part by weight and the balance of water.
- the urethane polymer is obtained by reacting a polyol and a polyisocyanate.
- the polyol is not particularly limited as long as it has two or more hydroxyl groups in the molecule, and any appropriate polyol can be employed.
- the polyol may be a polyester polyol, a polyether polyol, a polycarbonate diol, or the like, and may be used alone or in combination of two or more as at least one selected from the group consisting of these.
- the polyol may be ethylene glycol, 1,2-propanediol, 1,3-propanediol, 1,3-butanediol, 1,4-butanediol, neopentyl glycol, pentanediol, 1,6-hexanediol, 1,8 -Octanediol, 1,10-decanediol, 4,4'-dihydroxyphenylpropane, 4,4'-dihydroxymethylmethane, diethylene glycol, triethylene glycol, polyethylene glycol, dipropylene glycol, polypropylene Glycol, 1,4-cyclohexanedimethanol, 1,4-cyclohexanediol, bisphenol A, bisphenol F, glycerin, 1,1,1-trimethylolpropane, 1,2,5-hexatriol, pentaerytri It is preferably at least one selected from the group consisting of all, glucose, sucrose,
- the polyester polyol is typically obtained by reacting the polybasic acid component and the polyol component.
- the polybasic acid component for example, ortho-phthalic acid, isophthalic acid, terephthalic acid, 1,4-naphthalenedicarboxylic acid, 2,5-naphthalenedicarboxylic acid, 2,6-naphthalenedicarboxylic acid, biphenyl
- Aromatic dicarboxylic acids such as dicarboxylic acid and tetrahydrophthalic acid
- Aliphatic dicarboxylic acids such as oxalic acid, succinic acid, malonic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, linoleic acid, maleic acid, fumaric acid, mesaconic acid and itaconic acid
- Alicyclic dicarboxylic acids such as hexahydrophthalic acid, tetrahydrophthalic acid, 1,3
- PTMG polytetramethylene glycol
- PPG polypropylene glycol
- PEG polyethylene glycol
- the polycarbonate polyol is preferably at least one selected from the group consisting of poly (hexamethylene carbonate) glycol and poly (cyclohexanecarbonate) glycol.
- the polyether polyol may be typically obtained by ring-opening polymerization of an alkylene oxide to a polyhydric alcohol.
- a polyhydric alcohol ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, glycerin, trimethylol propane, etc. are mentioned, for example. These can be used individually or in combination of 2 or more types.
- the isocyanate is not limited as long as it is a compound having two or more NCO groups, for example, toluene diisocyanate (TDI), 4,4-diphenylmethane diisocyanate (MDI), 1,5-naphthalene diisocyanate (NDI), toll Group consisting of lidine diisocyanate (TODI), hexamethylene diisocyanate (HMDI), isopron diisocyanate (IPDI), p-phenylene diisocyanate, transcyclohexane, 1,4-diisocyanate and xylene diisocyanate (XDI) It can be used alone or in combination of two or more thereof.
- TDI toluene diisocyanate
- MDI 4,4-diphenylmethane diisocyanate
- NDI 1,5-naphthalene diisocyanate
- TODI lidine diisocyanate
- HMDI hexamethylene
- the method for producing the urethane resin may employ any suitable method known in the art. Specifically, the one-shot method which makes each said component react at once, and the multistage method which reacts in steps are mentioned.
- the urethane resin has a carboxyl group
- the urethane resin is preferably manufactured by a multistage method, and according to the multistage method, a carboxyl group can be easily introduced.
- any suitable urethane reaction catalyst can be used in the production of the urethane resin.
- the polyol which has three or more hydroxyl groups such as sorbitol, glycerin, trimethylol ethane, trimethylol propane, pentaerythritol, is mentioned, for example.
- chain extender for example, ethylene glycol, diethylene glycol, triethylene glycol, 1,3-propanediol, 1,3-butanediol, 1,4-butanediol, neopentylglycol, pentanediol, 1,6- Glycols such as hexanediol and propylene glycol; Aliphatic diamines such as ethylenediamine, propylenediamine, hexamethylenediamine, 1,4-butanediamine, and aminoethyl ethanolamine; Alicyclic diamines such as isophorone diamine and 4,4'-dicyclohexyl methanediamine; Aromatic diamine, such as xylylenediamine and tolylenediamine, etc. are mentioned.
- a neutralizing agent can be used in manufacture of the said urethane resin.
- a neutralizing agent By using a neutralizing agent, the stability of the urethane resin in water can be improved.
- the neutralizing agent include ammonia N-methylmorpholine, triethylamine, dimethylethanolamine, methyldiethanolamine, triethanolalkyne, morpholine, tripropylamine, ethanol amine, triisopropanolamine and the like. These can be used individually or in combination of 2 or more types.
- an organic solvent which is inert to the polyisocyanate and compatible with water is preferably used.
- organic solvent such as ethyl acetate and an ethyl cellosolve acetate; Ketone solvents such as acetone, methyl ethyl ketone and methyl isobutyl ketone; Ether solvents, such as dioxane tetrahydrofuran, etc. are mentioned. These can be used individually or in combination of 2 or more types.
- the urethane polymer contains a carboxyl group.
- a carboxyl group is contained in a urethane polymer, it is because water dispersibility improves and the adhesiveness between an adhesive bond layer and a transparent film improves more.
- the urethane polymer containing the carboxyl group can be obtained, for example, by reacting a chain extender having a free carboxyl group in addition to the polyol and polyisocyanate.
- the chain extender which has a carboxyl group is dihydroxy carboxylic acid, dihydroxy succinic acid, etc. are mentioned.
- the dihydroxy carboxylic acid include dialkylol alkanoic acid including dimethylol alkanoic acid such as dimethylol acetic acid, dimethylol butanoic acid, dimethylol propionic acid, dimethylol butyric acid and dimethylolpentanoic acid. These can be used individually or in combination of 2 or more types.
- the content of the urethane polymer is about 1 to 50 parts by weight, more preferably about 3 to 20 parts by weight, and most preferably about 5 to 15 parts by weight based on 100 parts by weight of the primer composition.
- the urethane polymer is included in less than 1 part by weight with respect to 100 parts by weight of the primer composition, the adhesiveness is lowered.
- the urethane polymer is contained in an amount exceeding 30 parts by weight, the viscosity is high, so that there is a problem that the drying time is long without becoming leveling during coating.
- the weight average molecular weight of the urethane polymer is preferably in the range of 10,000 to 100,000, the molecular weight is less than 10,000 there is a decrease in the adhesive strength, if more than 100,000 is difficult to produce a water-dispersed urethane.
- the water-dispersible fine particles that can be used in the present invention can use any suitable fine particles, preferably water-dispersible fine particles.
- inorganic fine particles All organic fine particles can be used.
- the inorganic fine particles include inorganic oxides such as silica, titania, alumina, zirconia, antimony and the like.
- the organic fine particles include silicone resins, fluorine resins, (meth) acrylic resins, crosslinked polyvinyl alcohols, melamine resins, and the like.
- silica is preferably used, and since silica is more excellent in blocking inhibition ability and excellent in transparency, it does not generate haze and there is no coloration, and thus the influence on the optical properties of the polarizing plate is smaller. In addition, since silica has good dispersibility and dispersion stability with respect to the primer composition, the workability at the time of forming the primer layer may be more excellent.
- the average diameter (average primary particle diameter) of the water-dispersible fine particles is preferably 10 to 200 nm, more preferably 20 to 70 nm.
- the average diameter of the water-dispersible fine particles is smaller than 10 nm, the surface energy is increased, so that agglomeration of silica may occur in the primer solution and precipitation may cause a problem of the stability of the solution.
- the particles become larger than the visible light (400 nm to 800 nm) wavelengths, scattering light of 400 nm or more and causing haze to rise.
- the content of the water-dispersible fine particles is preferably about 0.1 to 10 parts by weight based on 100 parts by weight of the primer composition.
- the content of the water-dispersible fine particles is less than 0.1 part by weight, the film may not break due to slip between films during winding. If it exceeds 10 parts by weight, haze may occur.
- the fine particles are preferably blended into an aqueous dispersion.
- silica is used as the fine particles, it is preferably blended as colloidal silica.
- colloidal silica the product marketed in the said technical field can be used as it is, For example, Snowtex series of Nissan Chemical Industries, Ltd., AEROSIL series of Air Products, the epostar series of Japan Catalyst, and the soliostar RA series, Ranco LSH series and the like can be used.
- the primer composition may further comprise a crosslinking agent.
- a crosslinking agent methylol compounds such as oxazoline, boric acid, trimethylolmelamine, carbodiimide, isocyanate, aziridine compound and the like can be used.
- the crosslinking agent is preferably included in an amount of 0.1 to 30 parts by weight based on 100 parts by weight of the primer composition.
- the primer layer prevents water penetration and thus exhibits excellent optical properties such as water resistance and heat resistance.
- the primer composition may further include a silane coupling agent, a fluorine-based surfactant, a silane-based surfactant, and a surfactant including an alkyl group, as needed.
- the primer layer formed by the primer composition as described above is preferably about 100nm to 1 ⁇ m thickness. If the primer layer is less than 100nm, the adhesion decreases, and when the primer layer is 1 ⁇ m or more, the coating may be broken due to poor drying during primer coating.
- the water contact angle of the surface of the primer layer of the present invention is preferably 40 to 100 degrees, more preferably 50 to 90 degrees, still more preferably 60 to 80 degrees. If the water contact angle is less than 40 degrees, since the hydrophilicity of the primer layer is strong, it may react with the iodine of the polarizer to inhibit the iodine arrangement, resulting in the discoloration of the group color and the polarization degree. If the water contact angle exceeds 100 degrees, the primer layer The hydrophobicity of is so strong that adhesion with the polarizer is difficult.
- the first transparent film and the second transparent film as a compensation film for compensating the optical properties of the polarizer protective film or polarizer a polymer film known in the art may be used. Meanwhile, films of the same material may be used as the first transparent film and the second transparent film, and films of different materials may be used.
- the transparent film may be, for example, acrylic film, PET film, acrylic primer treated PET film, polynorbornene (PNB) film, COP film, polycarbonate film and NRT ( FUJIFILM), N TAC (Konica), V TAC (FUJIFILM), and UZ TAC (FUJIFILM) including at least one selected from the group consisting of a film.
- FUJIFILM N TAC
- Konica Konica
- V TAC FUJIFILM
- UZ TAC FUJIFILM
- the acrylic film used as the transparent film may contain a (meth) acrylate resin.
- the film containing the (meth) acrylate-based resin can be obtained, for example, by molding a molding material containing (meth) acrylate-based resin as a main component by extrusion molding.
- the acryl-based film is a film comprising an alkyl (meth) acrylate-based unit and a copolymer containing a styrene-based unit, and an aromatic resin having a carbonate portion in the main chain, or an alkyl (meth) acrylate-based unit, a styrene-based unit, It may be a film comprising a 3 to 6 membered hetero ring unit substituted with at least one carbonyl group and a vinyl cyanide unit.
- the acrylic film may be a film including a (meth) acrylate resin having an aromatic ring.
- the (meth) acrylate-based resin having an aromatic ring include (a) (meth) acrylate-based units comprising (a) one or more (meth) acrylate-based derivatives described in Korean Patent Laid-Open Publication No. 10-2009-0115040; (b) an aromatic unit having a chain having an hydroxy group containing portion and an aromatic moiety; And (c) a styrene-based unit containing at least one styrene-based derivative.
- the units (a) to (c) may each be included in the resin composition in the form of a separate copolymer, and two or more units of the units (a) to (c) may be included in the resin composition in the form of one copolymer. have.
- the acrylic film may be a film including an acrylic resin having a lactone ring structure.
- (meth) acrylate type resin which has a lactone ring structure it is the lactone described, for example in Unexamined-Japanese-Patent No. 2000-230016, Unexamined-Japanese-Patent No. 2001-151814, 2002-120326, etc.
- (Meth) acrylate type resin which has a ring structure is mentioned.
- the method for producing the acrylic film is not particularly limited, and for example, (meth) acrylate resin and other polymers, additives, etc. are sufficiently mixed by any suitable mixing method to prepare a thermoplastic resin composition, which is then film-molded. Or (meth) acrylate-based resin and other polymers, additives and the like may be prepared in a separate solution and then mixed to form a uniform mixed solution and then film-molded.
- the thermoplastic resin composition is prepared by, for example, extrusion kneading the resulting mixture after preblending the film raw material with an appropriate mixer such as an omni mixer.
- an appropriate mixer such as an omni mixer.
- the mixer used for extrusion kneading is not specifically limited,
- arbitrary appropriate mixers such as an extruder, such as a single screw extruder and a twin screw extruder, and a pressurized kneader, can be used.
- molding methods such as the solution casting method (solution casting method), the melt extrusion method, the calender method, the compression molding method, are mentioned, for example.
- a solution cast method (solution casting method) and a melt extrusion method are preferable.
- solvent used for the said solution casting method For example, aromatic hydrocarbons, such as benzene, toluene, xylene; Aliphatic hydrocarbons such as cyclohexane and decalin; Esters such as ethyl acetate and butyl acetate; Ketones such as acetone, methyl ethyl ketone and methyl isobutyl ketone; Alcohols such as methanol, ethanol, isopropanol, butanol, isobutanol, methyl cellosolve, ethyl cellosolve and butyl cellosolve; Ethers such as tetrahydrofuran and dioxane; Halogenated hydrocarbons such as dichloromethane, chloroform and carbon tetrachloride; Dimethylformamide; Dimethyl sulfoxide, etc. are mentioned. These solvents may be used independently or may use 2 or more types together.
- melt extrusion method As an apparatus for performing the said solution casting method (solution casting method), a drum type casting machine, a band type casting machine, a spin coater, etc. are mentioned, for example.
- melt extrusion method include a T-die method and an inflation method. Molding temperature becomes like this. Preferably it is 150-350 degreeC, More preferably, it is 200-300 degreeC.
- a T die When forming a film by the said T-die method, a T die can be attached to the front-end
- the acrylic film may be any of an unstretched film or a stretched film.
- a stretched film it may be a uniaxial stretched film or a biaxially stretched film, and in the case of a biaxially stretched film, it may be either a simultaneous biaxially stretched film or a successive biaxially stretched film.
- biaxial stretching the mechanical strength is improved and the film performance is improved.
- an acryl-type film can suppress an increase of retardation even when extending
- stretching temperature is a range near the glass transition temperature of the thermoplastic resin composition which is a film raw material, Preferably it is (glass transition temperature -30 degreeC)-(glass transition temperature +100 degreeC), More preferably, it is (glass transition Temperature -20 ° C) to (glass transition temperature + 80 ° C). If the stretching temperature is less than (glass transition temperature -30 ° C), there is a fear that a sufficient stretching ratio may not be obtained. On the contrary, when extending
- the draw ratio defined by area ratio becomes like this. Preferably it is 1.1-25 times, More preferably, it is 1.3-10 times. If the draw ratio is less than 1.1 times, there is a fear that it does not lead to the improvement of the toughness accompanying stretching. When a draw ratio exceeds 25 times, there exists a possibility that the effect by raising a draw ratio may not be recognized.
- the stretching speed is preferably 10 to 20,000% / min, more preferably 100 to 10,000% / min in one direction. If the stretching speed is less than 10% / min, it takes a long time to obtain a sufficient draw ratio, there is a fear that the manufacturing cost increases. When the stretching speed exceeds 20,000% / min, breakage of the stretched film may occur.
- the acrylic film may be subjected to heat treatment (annealing) or the like after the stretching treatment in order to stabilize its optical isotropy and mechanical properties.
- the heat treatment conditions are not particularly limited and may employ any suitable conditions known in the art.
- the transparent film may be subjected to a surface treatment for improving the adhesion if necessary, for example, at least one surface treatment selected from the group consisting of alkali treatment, corona treatment, and plasma treatment on at least one surface of the optical film. Can be performed.
- one side of the transparent film is coated with a primer composition to form a primer layer, and the adhesive layer is formed by applying an adhesive composition to one side of the primer layer or polarizer, and then a polarizer and a transparent layer.
- the film may be prepared by a method of curing the adhesive composition through light irradiation.
- the polarizing plate of the present invention as described above can be usefully applied to an optical device such as a liquid crystal display device.
- the optical device of the present invention may be a liquid crystal display including a liquid crystal panel and polarizing plates provided on both sides of the liquid crystal panel, wherein at least one of the polarizing plates may be a polarizing plate according to the present invention.
- the type of liquid crystal panel included in the liquid crystal display device is not particularly limited.
- a panel of a passive matrix type such as, but not limited to, a twisted nematic (TN) type, a super twisted nematic (STN) type, a ferrolectic (F) type, or a polymer dispersed (PD) type; Active matrix panels such as two-terminal or three-terminal; All known panels, such as an In Plane Switching (IPS) panel and a Vertical Alignment (VA) panel, can be applied.
- IPS In Plane Switching
- VA Vertical Alignment
- other configurations constituting the liquid crystal display device for example, types of upper and lower substrates (eg, color filter substrates or array substrates) are not particularly limited, and configurations known in the art may be employed without limitation. Can be.
- the raw material hopper is a resin composition obtained by uniformly mixing poly (N-cyclohexylmaleimide-co-methylmethacrylate), styrene-maleic anhydride copolymer resin and phenoxy resin in a weight ratio of 100: 2.5: 5. From the extruder to a nitrogen-substituted 24 ⁇ extruder and melted at 250 ° C. to prepare a raw material pellet.
- the obtained raw material pellets were vacuum-dried and melted with an extruder at 260 degreeC, passed through the T-die of a coat hanger type, and the film of 150 micrometers in thickness was produced through the chrome plating casting roll, a drying roll, etc.
- the film was stretched at a rate of 170% using a speed difference of the roll in the MD direction at 125 ° C. using a pilot stretching equipment to produce an acrylic film.
- the oxazoline crosslinking agent was added to a primer composition having a solid content of 10% by weight by diluting CK-PUD-F (lighting urethane dispersion) thereon with pure water.
- CK-PUD-F lighting urethane dispersion
- an acrylic film (B) having a primer layer thickness of 400 nm was prepared by stretching 190% using a tender at 130 ° C. in the TD direction.
- the adhesive composition A was applied onto the primer layer of two acrylic films (A) prepared in Preparation Example 1 so that the final adhesive layer thickness was 1 ⁇ m. Then, two acrylic films (A) coated with an adhesive composition were laminated on both sides of the PVA device, and UV light of 500 mJ / cm 2 was emitted from one side of the PVA device using a UV halo lamp (metal halide lamp). It irradiated and manufactured the polarizing plate.
- a UV halo lamp metal halide lamp
- a polarizing plate was manufactured in the same manner as in Example 1 except that B was used as the adhesive composition.
- a polarizing plate was manufactured in the same manner as in Example 1, except that C was used as the adhesive composition.
- a polarizing plate was manufactured in the same manner as in Example 1 except that the adhesive layer was coated with a thickness of 3 ⁇ m.
- a polarizing plate was manufactured in the same manner as in Example 2, except that the adhesive layer was coated with a thickness of 3 ⁇ m.
- a polarizing plate was manufactured in the same manner as in Example 3 except that the adhesive layer was coated with a thickness of 3 ⁇ m.
- the adhesive composition A was coated on the primer layer of the acrylic film A prepared in Preparation Example 1 using a microgravure coater so that the final adhesive layer thickness was 1 ⁇ m (hereinafter referred to as acrylic film A-1). box).
- the adhesive composition A was coated on the primer layer of the acrylic film prepared according to Preparation Example 1 using a microgravure coater so that the final adhesive layer thickness was 3 ⁇ m (hereinafter referred to as acrylic film (A-2)).
- the acrylic film (A-1) and the acrylic film (A-2) are laminated on both sides of the PVA device, and 500mJ on the surface where the acrylic film (A-2) is laminated using a UV irradiation device (Metal halide lamp). Ultraviolet rays of / cm 2 were irradiated to prepare a polarizing plate.
- the adhesive composition A was coated on the primer layer of the acrylic film A prepared in Preparation Example 1 using a microgravure coater so that the final adhesive layer thickness was 3 ⁇ m (hereinafter referred to as acrylic film A-3). box).
- the adhesive composition A was coated on the primer layer of the acrylic film (A) prepared in Preparation Example 1 using a microgravure coater so that the final adhesive layer thickness was 10 ⁇ m (hereinafter, an acrylic film (A-4 )).
- the acrylic film (A-3) and the acrylic film (A-4) are laminated on both sides of the PVA device, and 500mJ on the surface where the acrylic film (A-4) is laminated using a UV halo lamp (metal halide lamp). Ultraviolet rays of / cm 2 were irradiated to prepare a polarizing plate.
- the adhesive composition A was coated on the primer layer of the acrylic film (B) prepared in Preparation Example 1 using a microgravure coater so that the final adhesive layer thickness was 1 ⁇ m (hereinafter referred to as acrylic film (B-1)). box).
- the adhesive composition A was coated on the primer layer of the acrylic film prepared according to Preparation Example 1 using a microgravure coater so that the final adhesive layer thickness was 3 ⁇ m (hereinafter referred to as acrylic film (B-2)).
- the acrylic film (B-1) and the acrylic film (B-2) are laminated on both sides of the PVA device, and 500mJ on the surface where the acrylic film (B-2) is laminated using a UV halo lamp (metal halide lamp). Ultraviolet rays of / cm 2 were irradiated to prepare a polarizing plate.
- a polarizing plate was manufactured in the same manner as in Example 1 except that the adhesive layer was coated with a thickness of 5 ⁇ m.
- a polarizing plate was manufactured in the same manner as in Example 2, except that the adhesive layer was coated with a thickness of 5 ⁇ m.
- a polarizing plate was manufactured in the same manner as in Example 3, except that the adhesive layer was coated with a thickness of 5 ⁇ m.
- the peeling force of the 1st adhesive bond layer was measured about the polarizing plates manufactured by Examples 1-9 and Comparative Examples 1-3. Peeling force was measured by the peeling force at the time of peeling an acrylic film of a PVA element and an ultraviolet non-irradiation surface at a speed
- the polarizing plates of Examples 1 to 9 and Comparative Examples 1 to 3 were laminated on a glass substrate, and then immersed in a 60 ° C thermostat. After 8 hours, the water resistance was judged by the discoloration of the ends of the polarizing plate, and the case where there was no deformation was OK and the case where the discoloration occurred was indicated by NG.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Polarising Elements (AREA)
Abstract
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
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JP2013548375A JP6195196B2 (ja) | 2011-10-14 | 2012-10-12 | 両面型偏光板及びこれを含む光学装置 |
CN201280005321.XA CN103314317B (zh) | 2011-10-14 | 2012-10-12 | 在两侧具有保护膜的偏振片和包括该偏振片的光学器件 |
US13/823,449 US8968862B2 (en) | 2011-10-14 | 2012-10-12 | Polarizer having protection films in two sides and optical device comprising the same |
US13/917,443 US9523792B2 (en) | 2011-10-14 | 2013-06-13 | Polarizer having protection films in two sides and optical device comprising the same |
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KR20110105505 | 2011-10-14 | ||
KR10-2011-0105505 | 2011-10-14 | ||
KR10-2011-0145111 | 2011-12-28 | ||
KR20110145111 | 2011-12-28 | ||
KR10-2012-0113304 | 2012-10-12 | ||
KR1020120113304A KR101560033B1 (ko) | 2011-10-14 | 2012-10-12 | 양면형 편광판 및 이를 포함하는 광학 장치 |
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US13/823,449 A-371-Of-International US8968862B2 (en) | 2011-10-14 | 2012-10-12 | Polarizer having protection films in two sides and optical device comprising the same |
US13/917,443 Continuation US9523792B2 (en) | 2011-10-14 | 2013-06-13 | Polarizer having protection films in two sides and optical device comprising the same |
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CN103937433A (zh) * | 2014-04-01 | 2014-07-23 | 烟台德邦科技有限公司 | 一种高可靠性环保型底部填充材料及其制备方法 |
US8968862B2 (en) | 2011-10-14 | 2015-03-03 | Lg Chem, Ltd. | Polarizer having protection films in two sides and optical device comprising the same |
KR20150037697A (ko) * | 2013-09-30 | 2015-04-08 | 주식회사 엘지화학 | 도전성 적층체 |
JP2015098513A (ja) * | 2013-11-18 | 2015-05-28 | チェイル インダストリーズ インコーポレイテッド | 偏光板用接着剤組成物 |
JP2016513272A (ja) * | 2013-02-06 | 2016-05-12 | ドングウー ファイン−ケム カンパニー、 リミテッドDongwoo Fine−Chem Co., Ltd. | 偏光板及びこれを含む液晶表示装置 |
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Publication number | Priority date | Publication date | Assignee | Title |
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US8968862B2 (en) | 2011-10-14 | 2015-03-03 | Lg Chem, Ltd. | Polarizer having protection films in two sides and optical device comprising the same |
JP2016513272A (ja) * | 2013-02-06 | 2016-05-12 | ドングウー ファイン−ケム カンパニー、 リミテッドDongwoo Fine−Chem Co., Ltd. | 偏光板及びこれを含む液晶表示装置 |
KR20150037697A (ko) * | 2013-09-30 | 2015-04-08 | 주식회사 엘지화학 | 도전성 적층체 |
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JP2015098513A (ja) * | 2013-11-18 | 2015-05-28 | チェイル インダストリーズ インコーポレイテッド | 偏光板用接着剤組成物 |
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CN103937433A (zh) * | 2014-04-01 | 2014-07-23 | 烟台德邦科技有限公司 | 一种高可靠性环保型底部填充材料及其制备方法 |
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