WO2003070849A1 - Adhesif autocollant acrylique pour film de polarisation - Google Patents
Adhesif autocollant acrylique pour film de polarisation Download PDFInfo
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- WO2003070849A1 WO2003070849A1 PCT/KR2003/000333 KR0300333W WO03070849A1 WO 2003070849 A1 WO2003070849 A1 WO 2003070849A1 KR 0300333 W KR0300333 W KR 0300333W WO 03070849 A1 WO03070849 A1 WO 03070849A1
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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
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/062—Copolymers with monomers not covered by C09J133/06
- C09J133/066—Copolymers with monomers not covered by C09J133/06 containing -OH groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09D133/10—Homopolymers or copolymers of methacrylic acid esters
-
- 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/10—Adhesives in the form of films or foils without carriers
-
- 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
- C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C09J7/385—Acrylic polymers
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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
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/20—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive itself
- C09J2301/208—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive itself the adhesive layer being constituted by at least two or more adjacent or superposed adhesive layers, e.g. multilayer adhesive
-
- 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
- C09J2433/00—Presence of (meth)acrylic polymer
-
- 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
- C09J2433/00—Presence of (meth)acrylic polymer
- C09J2433/006—Presence of (meth)acrylic polymer in the substrate
Definitions
- the present invention relates to an acrylic pressure-sensitive adhesive (hereinafter referred to as 'PSA') composition. More particularly, the acrylic PSA composition of the present invention can solve the light leakage problem of a liquid crystal display panel by reducing birefringence due to contraction of a polarizer attached to the liquid crystal display panel, without sacrificing key properties, such as durability and cuttability.
- 'PSA' acrylic pressure-sensitive adhesive
- a liquid crystal display generally includes a liquid crystal cell and polarizers, and the liquid crystal cell and polarizers are assembled to produce a final device by using suitable pressure-sensitive adhesive (PSA) layers.
- the liquid crystal display may include phase retardation films or optical recycle films in order to improve the function of the liquid crystal display.
- Two main components of the liquid crystal display include 1 ) a liquid crystal layer aligned properly between two glass plates, in which a color filter and a transparent electrode layer are constructed inside, and 2) polarizers, if necessary including phase retardation films, and additional functional films laminated on the glass plates by suitable adhesive or PSA layers.
- the polarizers include polarizing elements such as an iodine-based compound or a dichloric polarizing material aligned in a constant direction by stretching the molecular chains of polyvinyl alcohol (PVA)-based film, or a structure of polyene prepared by hydrolysis of PVA film or by a dehydrochloric acid reaction of polyvinyl chloride (PVC) film, and at least one side of the polarizing element is protected by a protecting film such as triacetyl cellulose (TAG), polycarbonate, polyphenylene oxide, polymethyl methacrylate, and cyclic olefin copolymer, etc.
- the polarizer may include retardations film that have an anisotropic molecular alignment, and/or functional films for wide-viewing-angle compensation and brightness enhancement such as an optically designed liquid crystal film.
- the aforementioned films have different physical, chemical, and optical characteristics, since the films are prepared from materials that have different molecular structures and compositions.
- the composing materials having different molecular structures and composition from each other become aged, and the molecular structure of the materials is changed.
- 1 the difference in linear expansion coefficients among materials according to temperature change results in a continuous stress generation in the composing layers
- materials having a preexisting molecular alignment are deformed by stress relaxation, so optical properties of polarizers change resulting in a severe light leakage from the liquid crystal ispiay device.
- U.S. Patent No. 5,795,650 discloses that an adhesive layer comprising plasticizer components is effective in relaxing a stress due to a polarizer shrinkage.
- the light leakage is not completely eliminated and since the plasticizer components may deteriorate the adhesion property of the PSA, one may have durability problems, such as bubbles and edge lifting problems.
- the polarizer may be contaminated by the plasticizer component due to the increase in softness of the adhesive composition.
- Japanese Patent Hei10-279907 discloses that a mixture of an acryl-based polymer having a high molecular weight and an acryl-based polymer having a molecular weight of 30,000 or less relieves the stress in order to prevent the light leakage from the device.
- the light leakage is not completely eliminated, and the adhesion reliability is suspected due to the possibility of generation of large bubbles and edge lifting.
- the polarizer may be contaminated by a cutting operation of the polarizer, the same as in the case of U.S. Patent No. 5,795,650.
- PSAs include rubber-based, acryl-based, and silicon- based materials, and the acryl-based PSA among them has been extensively used due to their high optical performance and adhesion quality.
- the acryl-based adhesives exhibit good adhesion characteristics when they are lightly pressurized at room temperature, since the acryl-based adhesives can be designed to have proper chain mobility of molecules by the light pressure.
- the adhesion force of acrylic PSAs ranges generally from 100 to 3000 gm/in.
- Molecular characteristics of acryl-based PSA materials such as molecular weight and distribution, cross-linking density, and composition, mainly influence the durability of PSAs, which may be controlled by the high adhesive strength and cohesive strength.
- the present invention provides an acrylic-based PSA composition, which comprises: a) a first PSA layer comprising i) a compound having a positive stress optical coefficient, and ii) an acrylic copolymer; and b) a second PSA layer comprising an acrylic copolymer.
- a PSA composition comprising an optically active component that is capable of automatically compensating the birefringence by the same stress field of the system was suggested.
- the optical characteristics of the PSA are also gaining of importance. Accordingly, the present inventors tried to form an PSA film comprising multi-layers, one of which contains a component that can compensate offset birefringence of the PSA film and another of which contains a component that can improve durability and reworkability.
- the molecular structure of cross-linked PSAs is usually partially cross-linked, and when the partially cross-linked molecules are stressed, molecular chains of the cross-linked part are stressed in a specific direction, since the stress of the cross-linked part cannot be sufficiently relieved.
- the elastic characteristics of PSAs are similar to those of rubber or an elastomer, and the main chains of the PSA are aligned in a direction of applied stress. Therefore, when a material is stressed, it shows positive or negative birefringence, and the polarizer unit under shrinking stress can be characterized by negative stress birefringence in the cross-linked linear molecules of most acrylic PSA compositions.
- the PSA of the present invention When the PSA of the present invention is not stressed, the PSA molecules do not change the optical properties of the liquid crystal display, because the PSA remains isotropic, and only when the PSA is stressed due to polarizer shrinkage does it exhibits the birefringence compensation to relieve the display system from the light leakage, that is, the present invention can be distinguished from other inventions by the use of a light compensation technique through the understanding of the stress field of the system.
- the PSA of the present invention and a polarizer film using the same can be prepared in a similar way to the procedure of preparing the conventional PSA layer.
- the acryl-based PSA composition of the present invention comprises two layers; a) the first PSA layer comprises i) a compound having a positive stress optical coefficient and ii) an acrylic copolymer, and further, b) the second PSA comprises an acrylic copolymer.
- the first PSA composition of the present invention comprises 0.001 to 40 parts by weight of a compound having a positive stress optical coefficient, and 100 parts by weight of an acrylic copolymer comprising 75 to 99.89 parts by weight of a (meth)acrylate ester monomer having C to C 12 alkyl groups, 0.1 to 20 parts by weight of an ⁇ , ⁇ unsaturated carboxylic monomer, and 0.01 to 5 parts by weight of a functional monomer having a hydroxyl group.
- the first PSA may further comprise 0.01 to 10 parts by weight of a multifunctional isocyanate cross-linking agent.
- the a) i) component having a positive stress optical coefficient can be used by copolymerization or blending with acrylic copolymer.
- a component having an asymmetric molecular structure in an axial direction is preferred.
- a component having an asymmetric structure in an axial direction is used.
- the composition of the present invention can be prepared by copolymerization of PSA resin with the component having a positive stress optical coefficient in a suitable ratio in order to form a structure having a side chain branched from a main chain, or by a conventional blending technique, and the prepared composition has similar characteristics to those of the conventional PSA which is used in adhesive-coating and lamination.
- the component having a positive stress optical coefficient may include one compound or mixtures of two or more selected from the group, consisted of compounds having an asymmetric molecular structure and a positive stress optical coefficient in an axial direction.
- the compounds having a positive stress optical coefficient, used in this invention are miscible to the acryl-based PSA in a wide range of composition, and they minimize the change in glass transition temperature of the PSA.
- the component having a positive stress optical coefficient may include one compound, or mixtures of two or more, and it exhibits a positive stress optical coefficient when the components are dispersed uniformly in the PSA.
- the component when a main chain of an adhesive is aligned in a constant direction by the applied stress, the component is also aligned in the direction of the main chain, so that the birefringence of the PSA layer is changed.
- the component may compensate the resulting birefringence of each film sheet.
- the component having a positive stress optical coefficient when used in a small amount, large birefringence of the component is preferred.
- the component When the component has a rigid molecular structure and asymmetry in the axial direction, the component is capable of aligning effectively according to the applied stress resulting in the change of PSA birefringence. That is, when molecules of the component have a rigid structure and asymmetry in an axial direction, the molecules are easily aligned in a direction of a main chain of the PSA, resulting in positive birefringence.
- the complicated birefringence from the laminated polarizer unit comprising protecting film sheets and the PSA layer, which are under specific stress fields, can be controlled effectively.
- the molecular weight of the component is preferably 2000 or less.
- the component having a positive stress optical coefficient may include aromatic compounds or alicyclic compounds, wherein the aromatic compounds are classified as aromatic crystalline compounds and aromatic liquid crystalline compounds such as cholesteric and smectic compounds, according to whether the substitute of an aromatic ring exists or according to the kinds of aromatic compounds.
- a representative example of the component having a positive stress optical coefficient is preferably an aromatic compound as represented by Chemical Formula 1 or Chemical Formula 2:
- X, Y, R 1 f and R 2 are, independently or simultaneously, substituents selected from a group consisting of hydrogen, cyano, chlorine, bromine, hydroxy, dimethylamine, cumyl, and C to C 20 alkyls, alkoxys, and aryls;
- the aromatic compounds represented by Chemical Formula 1 or Chemical Formula 2 include biphenyl, trans-stilbene, azobenzene, p- terphenyl, m-terphenyl, cumylphenylbenzoate, diphenylacetylene, 4- ethylbiphenyl, 4'-pentyl-4-biphenyl carbonitrile, 4-biphenyl carbonitrile, 4'- pentylbiphenyl, 4'-penthoxy-4-biphenyl carbonitrile, 4'-hexyl-4- biphenylcarbonitrile, 4'-octyl-4-biphenylcarbonitrile, trans-4-octyl-4'- ethoxystilbene, naphthalene, anthracene, 4'- methoxybenzylideneaminostilbene, 4'- methoxybenzylideneaminoazobenzene, a derivatives thereof, and a mixture thereof, and the aromatic compounds are not
- aromatic compounds having a positive stress optical coefficient includes crystalline material such as trans-stilbene, terphenyl, diphenyl acetylene, or biphenyl, when the aromatic compounds do not have substituents of X or Y, or they are small in size.
- the material having the X derivatives or Y derivatives are smectic or cholesteric liquid crystalline compounds, and exemplary aromatic compounds and alicyclic compounds are described.
- the compound should have a positive stress optical coefficient such as with aromatic compounds and alicyclic compounds. That is, any compound with an anisotropic electron molecular structure can be used without limitation.
- the compound having a positive stress optical coefficient can be selected variously, depending on the characteristics such as birefringence and adhesion properties. In order to maintain adhesion characteristics, this composition preferably ranges from 0.001 to 40 parts by weight, more preferably from 0.01 to 30 parts by weight, and most preferably from 0.05 to 25 parts by weight.
- the composition may be blended with a PSA by a conventional way.
- this composition can be incorporated into the PSA as a multi-layer PSA structure.
- Viscoelastic properties of the PSA mainly depend on molecular weight of polymer, its distribution, and molecular structure thereof. In particular, these properties are more preferably determined by its molecular weight.
- the molecular weight of the a) i) acryl-based copolymer ranges from 200,000 to 2,000,000, and it preferably ranges from 600,000 to 1 ,500,000, and it comprises i) 75 to 99.89 parts by weight of a (meth)acrylic acid ester monomer comprising alkyl ester of C, to C 12 , preferably an alkyl ester of C 2 to C 8 , based on 100 parts by weight of the acrylic copolymer, and ii) a functional monomer which is reactive with a cross-linking agent.
- the content of the (meth)acrylic acid ester monomer preferably ranges from 75 to 99.89 parts by weight, and more preferably from 80 to 98 parts by weight.
- the adhesive has a low cohesive force, so an alkyl group of C 2 to C 8 is preferably used in order to prevent lowering of the cohesive force.
- the alkyl (meth)acrylate is excessive, its cohesive force lowers.
- the (meth)acrylic acid monomers comprises butyl (meth)acrylate, 2- ethylhexyl(meth)acrylate, ethyl (meth)acrylate, methyl (meth)acrylate, n- propyl(meth)acrylate, isopropyl(meth)acrylate, t-butyl(meth)acrylate, pentyl(meth)acrylate, n-octyl(meth)acrylate, isononyl(meth)acrylate and a mixture thereof, but it is not limited to the aforementioned.
- the monomers may further include various acryl-based monomers that are not mentioned here and vinyl-based monomers for the specific purpose.
- the functional monomers of the ii) acrylic copolymer may include 0.1 to 20 parts by weight of unsaturated ⁇ , ⁇ carboxylic monomers, or 0.01 to 5 parts by weight of a monomer having a hydroxy group, and a mixture thereof, based on 100 parts by weight of the acrylic copolymer.
- the concentration of the unsaturated ⁇ , ⁇ carboxylic monomer preferably ranges from 0.5 to 15 parts by weight.
- the functional monomer of ii) gives a PSA of the present invention adhesion strength or cohesive force.
- Unsaturated ⁇ , ⁇ carboxylic monomers include acrylic acid, methacrylic acid, acrylic acid dimer, itaconic acid, maleic acid, maleic anhydride, and a mixture thereof, but they are not limited to the aforementioned.
- the functional monomers having hydroxy groups that are reacted with a cross-linking agent provides the PSA with cohesive force due to a chemical bond which is sufficient to bear a cohesive failure of the PSA at high temperature
- the amount of the functional monomer having a hydroxy group preferably ranges from 0.01 to 5 parts by weight, based on 100 parts by weight of the acrylic copolymer.
- the amount of the functional monomers having hydroxy groups is below 0.01 parts by weight, a cohesive failure of the PSA at high temperature occurs, and when it is greater than 5 parts by weight, the softness may be deteriorated at high temperature.
- the functional monomers include 2- hydroxyethyl(meth)acrylate, 2-hydroxypropyl(meth)acrylate, 2- hydroxyethyleneglycol(meth)acrylate, 2- hydroxypropyleneglycol(meth)acrylate, and a mixture thereof, but they are not limited to the aforementioned.
- the vinyl-based monomer having a hydroxy group may also be used in the present invention as long as the monomers are suitable for the present invention.
- Each of the aforementioned monomers may be used, and a mixture thereof may also be used.
- the unsaturated ⁇ , ⁇ carboxylic monomers and the functional monomers having hydroxyl groups can be used or replaced by other functional monomers as long as the objects of the present invention are met.
- the PSA can be cross-linked by reacting the multifunctional epoxy-based compound with the functional group of a carboxylic acid, reacting the multi-functional aziridine with a functional group of carboxylic acid, or by using a UV curing agent.
- a polar material may be used to replace the unsaturated ⁇ , ⁇ carboxylic monomer.
- the multi-functional compounds can be used to produce the cross-linked structure and the adhesion reliability of the PSA also increases.
- the a) ii) acryl-based copolymer may be prepared by solution polymerization, photopolymerization, bulk polymerization, suspension polymerization, or emulsion polymerization.
- the acryl-based polymer is preferably prepared by solution polymerization at a temperature ranging from 50 to 140 ° C , and it is preferable that the initiator is added when the monomers are uniformly mixed.
- the multi-functional cross-linking compound used in this invention enables the polymer main chains and side chains to orient, and when it is used for a viscoelastic PSA, it helps to orient main chains and side chains.
- the multi-functional cross-linking compound includes isocyanate cross-linking agents, epoxy-based cross-linking agents, aziridine-based cross-linking agents, and metal chelate-based cross-liking agents.
- the isocyanate cross-linking agent includes tolylene diisocyanate, diphenylmethanediisocyanate, hexamethylenediisocyanate, and their adducts with trimethylolpropane, but it is not limited to the aforementioned.
- the above compound may effectively provide the cross-linked structure that is necessary in this invention, and it may be selected from a combination of itself and functional groups having hydroxy groups.
- the cross-linking reaction of compound with functional groups having hydroxyl groups does not occur severely and it may be coated uniformly.
- the resulting PSA layer having elasticity and strong cohesive strength due to its cross-linked structure is formed.
- the strong cohesive force of the PSA enhances durability and cuttability.
- the PSA may also be cross-linked by using open techniques of UV or EB.
- the tackifiers may be further added in order to control the PSA properties, and the amount of the tackifiers ranges from 1 to 100 parts by weight. When the amount of the tackifiers is excessive, the cohesive force of the PSA may decrease.
- the tackifiers include (hydrogenated) hydrocarbon-based resin, (hydrogenated) rosin-based resin, (hydrogenated) rosin ester-based resin, (hydrogenated) terpene resin, (hydrogenated) terpene phenolic resin, polymerized rosin resin, and polymerized rosin ester resin.
- the tackifiers may also include a mixture thereof.
- the PSA composition of the present invention may comprise mixtures of epoxy resin and cross-linking agents, silane-based coupling agents, plasticizers, antioxidants, UV stabilizers, reinforcements, fillers, and colorants depending on the final use of the present invention.
- the acrylic copolymer of the b) second PSA layer the same acrylic copolymer as that of the a) first PSA layer can be used. It is preferable that the second PSA layer contains an acrylic adhesive with superior durability and reworkability. Thickness of the first and the second PSA layers can be determined by their respective functions. In general, a thickness of 10 to 50 ⁇ m is preferable. Since the first PSA layer is optically active, its thickness can be controlled, depending on the optical property of the second PSA layer.
- the thickness of the second PSA layer is, preferably, 10 to 20 ⁇ m. It is desirable to design the molecular structure of the PSA so that the first and the second PSA layers are joined sufficiently, resulting in the prevention of peeling caused by interfacial stress.
- the cross-linking density of the acrylic PSA composition of the present invention is 1 to 95%, preferably 30 to 90%, and more preferably 40 to 80%.
- the PSA composition can be prepared by various methods such as random copolymerization, graft copolymerization, and block copolymerization.
- the PSA composition can also be prepared by photopolymerization, wherein a suitable and conventional photo-initiator is used.
- the PSA composition of the present invention is not limited to the aforementioned uses, and the concept of the present invention is applicable to silicon-based, rubber-based, urethane-based, polyester-based, and epoxy-based PSA and adhesives, heat-activated PSAs, and hot-melt adhesives, regardless of the type of materials. That is, the described composition is applicable to all types of adhesive laminations that are used is as optical materials providing the birefringence compensation for the light leakage problem.
- An acrylic PSA composition of the present invention can effectively offset complex birefringence under stress, while maintaining PSA properties and durability at high temperature and humidity, as well as cuttability.
- the present invention also provides a polarizer comprising the aforementioned acrylic PSA composition.
- the polarizer of the present invention comprises the PSA layer(s) that is formed on either surface of the polarizer.
- Conventional components can be used for a polarizer film and a polarizer element that is used in the present invention.
- the conventional polarizer includes a film prepared by adding iodine or dichlohc dye to polyvinylalcohol-based films such as polyvinylalcohol, polyvinylformal, polyvinylacetal, ethylene, and a vinyl acetate copolymer, stretching thereof, and laminating the film with protecting films such as triacetyl cellulose, polycarbonate film, and polyethersulfone film.
- the PSA layer is formed on the polarizing film by coating the PSA solution on the surface of a polarizing film using a bar-coater, and drying it; or by coating the PSA solution on the surface of strippable material, drying it in order to form a PSA layer, transferring the PSA layer to the surface of the polarizer, and aging it.
- the PSA layer of the present invention can be formed on one side or both sides of the polarizing film.
- the polarizer of the present invention may be coated with a protecting layer, a reflection layer, an anti- glare layer, a retardation plate, a film for a wide view angle, or films for brightness enhancement.
- the PSA composition of the present invention is not limited to the aforementioned uses, and the concept of the present invention is applicable to silicon-based, rubber-based, urethane-based, polyester-based, and epoxy-based PSA and adhesives, heat-activated PSAs, and hot-melt adhesives, regardless of the type of materials. That is, the described composition is applicable to all types of adhesive laminations that are used as optical materials providing the birefringence compensation for the light leakage problem.
- the present invention provides a polarizer comprising the aforementioned multi-layered PSA composition.
- the polarizer of the present invention comprises the PSA layer(s) that is formed on either surface of the polarizing film.
- Conventional components can be used for a polarizing film and a polarizer element that is used in the present invention.
- the conventional polarizer includes a film prepared by adding iodine or dichloric dye to polyvinylalcohol-based films such as polyvinylalcohol, polyvinylformal, polyvinylacetal, ethylene, and a vinyl acetate copolymer, stretching thereof, and laminating the film with protecting films such as triacetyl cellulose, polycarbonate film, and polyethersulfone film.
- the PSA layer is formed on the polarizing film by coating the PSA solution on the surface of a polarizing film using a bar-coater, and drying it; or by coating the PSA solution on the surface of strippable material, drying it in order to form a PSA layer, transferring the PSA layer to the surface of the polarizer, and aging it.
- the PSA layer of the present invention can be formed on one side or both sides of the polarizer.
- the polarizer of the present invention may be coated with a protecting layer, a reflection layer, an antiglare layer, a retardation plate, a film for a wide view angle, or films for brightness enhancement.
- the reactor was purged with nitrogen gas for 20 minutes in order to remove oxygen from the reactor, 0.03 parts by weight of 50% azobisisobutyronitrile (AIBN) which was diluted with ethyl acetate was added, they were reacted together for 10 hours at 65 ° C , and thereby an acrylic polymer (PA-1 ) was obtained.
- AIBN azobisisobutyronitrile
- PA-1 acrylic polymer
- the acryl-based polymer solution (PA-1 , 50% of solid content) was mixed with 7 parts by weight of diphenylacetylene, based on 100 parts by weight of the acryl-based polymer solution. Then, 1 .2 parts by weight of tolylendiisocyanate adduct (TDI-1 ), which was diluted to 10% with ethyl acetate, was added thereto with high speed mixing, and it was diluted to a desired concentration for good quality of coating on a release film, and dried in order to prepare the first uniform PSA layer with a thickness of 20 ⁇ .
- TDI-1 tolylendiisocyanate adduct
- Preparation of second PSA layer The acryl-based polymer solution (PA-1 , 50% of solid content) was mixed with 1 .5 parts by weight of tolylendiisocyanate adduct (TDI-1), based on 100 parts by weight of the acryl-based polymer solution. This was diluted to 10% with ethyl acetate, was added thereto with high speed mixing, and it was diluted to a desired concentration for good quality of coating on a release film, and dried in order to prepare the second uniform PSA layer with a thickness of 10 ⁇ m.
- PA-1 acryl-based polymer solution
- TDI-1 tolylendiisocyanate adduct
- the adhesive layer was laminated on a iodine-based polarizer with a thickness of 185 ⁇ m, with a laminator, so that a polarizer with the first and second PSA layers was prepared.
- Example 4 The procedure was performed in the same way as in Example 1 , except for using 86.5 parts by weight of ⁇ -butyl acrylate (BA), 10 parts by weight of methylacrylate (MA), 3 parts by weight of acrylic acid (AA), and 0.5 parts by weight of 2-hydroxyethyl (meth)acrylate (2-HEMA) in preparing the acrylic copolymer, and using 7 parts by weight of diphenylacetylene in preparing the first PSA layer.
- BA ⁇ -butyl acrylate
- MA methylacrylate
- AA acrylic acid
- 2-HEMA 2-hydroxyethyl (meth)acrylate
- Example 1 The procedure of Example 1 was performed in the same way as in Example 1 , except for using 6 parts by weight of terphenyl instead of 7 parts by weight of diphenylacetylene in preparing the first PSA layer. Comparative Example 1
- Example 2 The procedure was performed in the same way as in Example 1 , except that 95 parts by weight of ⁇ -butyl acrylate (BA) was used in preparing the acrylic copolymer, and the compound having a positive stress optical coefficient and the multifunctional cross-linking agent was not used in preparing the first PSA layer.
- BA ⁇ -butyl acrylate
- Polarizer of 90 uiui x 170 mm was attached on both sides of a glass of 1 10 mm x 190 mm x 0.7 uiui using a laminator at about 5 kg/cuf pressure. The optical axis of each polarizer was crossed each other to obtain a dark state.
- the lamination step was carried out in a clean room in order to prevent the panel from taking up bubbles or contamination.
- the test samples were put in a humidity chamber of 60 ° C , 90% RH for 1000 hours in order to examine the formation of bubbles or edge lifting by the wet-heat condition. Also the heat-resistance of the samples was tested in an oven at 80 ° C for 1000 hours in the same way as the wet-heat test. The test samples were further conditioned for 24 hours at room temperature before the evaluation was performed. The durability was evaluated as follows:
- the polarizer comprising the PSA was cut with a Thomson cutter.
- the cross section of the cut polarizer was observed and evaluated as follows:
- the degree of adhesive pull out after cutting was less than 0.2 ⁇ : The degree of adhesive pull out from the edge was from 0.2 to
- the evaluation of the reworkability is as follows: O: it is easy to peel. ⁇ : it is slightly difficult to peel. X: it is difficult to peel, for example, the fractured glass or the broken substrate.
- PSAs prepared according to the present invention which comprise the first PSA layer comprising a compound with a positive stress optical coefficient and the second PSA layer comprising an adhesive film with superior durability and reworkability, have superior durability, uniformity of light transmittance, cuttability, and reworkability, compared to the resins of Comparative Examples 1 and 2.
- an acrylic PSA composition of the present invention can solve the light leakage problem of a liquid crystal display panel by reducing birefringence due to contraction of a polarizer attached to the liquid crystal display panel, without sacrificing the key properties, such as PSA properties, durability and cuttability.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polarising Elements (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU2003215917A AU2003215917A1 (en) | 2002-02-20 | 2003-02-18 | Acrylic pressure sensitive adhesive for the polarizing film |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR10-2002-0009100A KR100446664B1 (ko) | 2002-02-20 | 2002-02-20 | 아크릴계 점착제 조성물 |
| KR10-2002-0009100 | 2002-02-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2003070849A1 true WO2003070849A1 (fr) | 2003-08-28 |
Family
ID=27751905
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/KR2003/000333 Ceased WO2003070849A1 (fr) | 2002-02-20 | 2003-02-18 | Adhesif autocollant acrylique pour film de polarisation |
Country Status (5)
| Country | Link |
|---|---|
| KR (1) | KR100446664B1 (fr) |
| CN (1) | CN1249189C (fr) |
| AU (1) | AU2003215917A1 (fr) |
| TW (1) | TWI257944B (fr) |
| WO (1) | WO2003070849A1 (fr) |
Cited By (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005068521A1 (fr) * | 2004-01-20 | 2005-07-28 | Lg Chem, Ltd. | Composition acrylique adhesive autocollante destinee a un film polarisant |
| WO2005113699A1 (fr) * | 2004-04-23 | 2005-12-01 | Lg Chem, Ltd. | Composition acrylique adhesive autocollante pour film de polarisation |
| EP1931744A4 (fr) * | 2005-09-05 | 2010-05-05 | Lg Chemical Ltd | Composition acrylique adhesive sensible a la pression pour la polarisation d'un film |
| EP2087060A4 (fr) * | 2006-11-01 | 2010-05-05 | Lg Chemical Ltd | Composition en acrylique d'un adhésif sensible à la pression pour plaque polarisante, contenant un groupe photo-initiateur |
| EP2044162A4 (fr) * | 2006-07-21 | 2010-05-05 | Lg Chemical Ltd | Composition autoadhésive acrylique à compensation optique, plaque polarisante et dispositif d'affichage à cristaux liquides comprenant ladite plaque |
| JP2011522064A (ja) * | 2008-04-25 | 2011-07-28 | エルジー・ケム・リミテッド | 粘着剤組成物、それを用いた偏光板及び液晶表示装置 |
| JP2011526647A (ja) * | 2008-07-01 | 2011-10-13 | エルジー・ケム・リミテッド | 粘着剤組成物、偏光板用保護フィルム、偏光板及び液晶表示装置 |
| US8152944B2 (en) | 2008-05-09 | 2012-04-10 | Tesa Se | Pressure-sensitive adhesive tapes for bonding printing plates |
| US8293841B2 (en) | 2008-01-08 | 2012-10-23 | Lg Chem, Ltd. | Optical film and information technology apparatus comprising the same |
| US8318852B2 (en) * | 2005-11-18 | 2012-11-27 | Lg Chem, Ltd. | Acrylic pressure-sensitive adhesive composition for polarizing film |
| US8344083B2 (en) | 2008-04-30 | 2013-01-01 | Lg Chem, Ltd. | Resin composition and optical films formed by using the same |
| US8513358B2 (en) | 2008-01-08 | 2013-08-20 | Lg Chem, Ltd. | Composition of (Meth)acrylate resin and hydroxy group-containing aromatic resin |
| US8613986B2 (en) | 2008-04-30 | 2013-12-24 | Lg Chem, Ltd. | Optical film and information technology apparatus comprising the same |
| US8664326B2 (en) * | 2005-11-24 | 2014-03-04 | Lg Chem, Ltd. | Acrylic pressure-sensitive adhesive composition |
| US9243168B2 (en) | 2009-12-14 | 2016-01-26 | Cheil Industries, Inc. | Adhesive composition and optical member using the same |
| US9464212B2 (en) | 2010-12-29 | 2016-10-11 | Cheil Industries, Inc. | Adhesive composition and optical member using the same |
| US9598612B2 (en) | 2010-12-30 | 2017-03-21 | Cheil Industries, Inc. | Adhesive composition and optical member using the same |
| JP2017529433A (ja) * | 2014-09-11 | 2017-10-05 | エルジー・ケム・リミテッド | 光学用粘着シート |
| CN112708008A (zh) * | 2020-12-07 | 2021-04-27 | 苏州赛伍应用技术股份有限公司 | 一种丙烯酸共聚物、压敏胶及制备方法和在偏光片中的应用 |
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| KR100694446B1 (ko) * | 2004-08-10 | 2007-03-12 | 주식회사 엘지화학 | 아크릴계 점착제 수지 조성물 |
| KR100722667B1 (ko) * | 2005-01-05 | 2007-05-28 | 주식회사 엘지화학 | 재가공성이 우수한 점착패드 |
| KR100812507B1 (ko) * | 2005-08-19 | 2008-03-11 | 주식회사 엘지화학 | 아크릴계 점착제 조성물 |
| KR100784995B1 (ko) * | 2005-09-05 | 2007-12-11 | 주식회사 엘지화학 | 편광판용 아크릴계 점착제 조성물 |
| KR101078659B1 (ko) * | 2006-09-13 | 2011-11-01 | 주식회사 엘지화학 | 광학 필터용 점착제 조성물 및 이를 이용한 광학 필터와플라즈마 디스플레이 패널 |
| KR101000565B1 (ko) * | 2007-02-02 | 2010-12-14 | 주식회사 엘지화학 | 점착제 조성물, 이를 이용한 광학 필터 및 플라즈마디스플레이 패널 표시 장치 |
| KR101019064B1 (ko) | 2008-01-14 | 2011-03-07 | 주식회사 엘지화학 | 아크릴계 점착제 조성물 |
| KR20100003689A (ko) * | 2008-07-01 | 2010-01-11 | 주식회사 엘지화학 | 점착제 조성물, 이를 포함하는 편광판 및 액정표시장치 |
| US20100267302A1 (en) * | 2009-04-17 | 2010-10-21 | 3M Innovative Properties Company | Silicone gel adhesive construction |
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| KR20120036454A (ko) * | 2010-10-08 | 2012-04-18 | 동우 화인켐 주식회사 | 점착제 조성물, 이를 포함하는 편광판 및 액정표시장치 |
| JP6283355B2 (ja) * | 2013-04-11 | 2018-02-21 | 綜研化学株式会社 | 積層体 |
| JP2018090725A (ja) * | 2016-12-06 | 2018-06-14 | Dic株式会社 | 粘着フィルム及びそれを用いた情報表示装置 |
| CN109188864B (zh) * | 2018-07-18 | 2020-10-02 | 深圳市华星光电技术有限公司 | 一种光阻组合物及其剥离方法 |
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| JPH0415281A (ja) * | 1990-05-09 | 1992-01-20 | Kanzaki Paper Mfg Co Ltd | 粘着シート |
| JP2614682B2 (ja) * | 1991-12-13 | 1997-05-28 | 積水化学工業株式会社 | アクリル系粘着剤組成物 |
| JP3533589B2 (ja) * | 1997-04-09 | 2004-05-31 | 綜研化学株式会社 | 偏光板用粘着剤組成物および偏光板 |
| KR100383092B1 (ko) * | 1999-08-31 | 2003-05-12 | 주식회사 엘지화학 | 잔류응력 완화효과가 우수한 아크릴계 점착제 조성물 |
| KR100405309B1 (ko) * | 2000-12-13 | 2003-11-12 | 주식회사 엘지화학 | 편광판용 아크릴계 점착제 수지 조성물 |
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- 2002-02-20 KR KR10-2002-0009100A patent/KR100446664B1/ko not_active Expired - Lifetime
-
2003
- 2003-02-18 WO PCT/KR2003/000333 patent/WO2003070849A1/fr not_active Ceased
- 2003-02-18 AU AU2003215917A patent/AU2003215917A1/en not_active Abandoned
- 2003-02-18 CN CNB038001705A patent/CN1249189C/zh not_active Expired - Lifetime
- 2003-03-03 TW TW092104878A patent/TWI257944B/zh not_active IP Right Cessation
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| JPS60207101A (ja) * | 1984-03-31 | 1985-10-18 | Sekisui Chem Co Ltd | 偏光板 |
| US4983656A (en) * | 1988-03-14 | 1991-01-08 | Japan Synthetic Rubber Co., Ltd. | Aqueous pressure-sensitive adhesive |
| JPH03265678A (ja) * | 1990-03-15 | 1991-11-26 | Sekisui Chem Co Ltd | 水系感圧性接着剤組成物 |
Cited By (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7285313B2 (en) | 2004-01-20 | 2007-10-23 | Lg Chem Ltd. | Acrylic pressure-sensitive adhesive composition for polarizing film |
| CN100378133C (zh) * | 2004-01-20 | 2008-04-02 | Lg化学株式会社 | 用于偏振膜的丙烯酸系压敏粘合剂组合物 |
| WO2005068521A1 (fr) * | 2004-01-20 | 2005-07-28 | Lg Chem, Ltd. | Composition acrylique adhesive autocollante destinee a un film polarisant |
| WO2005113699A1 (fr) * | 2004-04-23 | 2005-12-01 | Lg Chem, Ltd. | Composition acrylique adhesive autocollante pour film de polarisation |
| EP1931744A4 (fr) * | 2005-09-05 | 2010-05-05 | Lg Chemical Ltd | Composition acrylique adhesive sensible a la pression pour la polarisation d'un film |
| US9090803B2 (en) * | 2005-09-05 | 2015-07-28 | Lg Chem, Ltd. | Acrylic pressure-sensitive adhesive composition for polarizing film |
| US8318852B2 (en) * | 2005-11-18 | 2012-11-27 | Lg Chem, Ltd. | Acrylic pressure-sensitive adhesive composition for polarizing film |
| US8664326B2 (en) * | 2005-11-24 | 2014-03-04 | Lg Chem, Ltd. | Acrylic pressure-sensitive adhesive composition |
| EP2044162A4 (fr) * | 2006-07-21 | 2010-05-05 | Lg Chemical Ltd | Composition autoadhésive acrylique à compensation optique, plaque polarisante et dispositif d'affichage à cristaux liquides comprenant ladite plaque |
| EP2087060A4 (fr) * | 2006-11-01 | 2010-05-05 | Lg Chemical Ltd | Composition en acrylique d'un adhésif sensible à la pression pour plaque polarisante, contenant un groupe photo-initiateur |
| US9168694B2 (en) * | 2008-01-08 | 2015-10-27 | Lg Chem, Ltd. | Transparent resin composition |
| US20140024782A1 (en) * | 2008-01-08 | 2014-01-23 | Lg Chem, Ltd. | Transparent resin composition |
| US8513358B2 (en) | 2008-01-08 | 2013-08-20 | Lg Chem, Ltd. | Composition of (Meth)acrylate resin and hydroxy group-containing aromatic resin |
| US8512825B2 (en) | 2008-01-08 | 2013-08-20 | Lg Chem, Ltd. | Optical film and information technology apparatus comprising the same |
| US8293841B2 (en) | 2008-01-08 | 2012-10-23 | Lg Chem, Ltd. | Optical film and information technology apparatus comprising the same |
| JP2011522064A (ja) * | 2008-04-25 | 2011-07-28 | エルジー・ケム・リミテッド | 粘着剤組成物、それを用いた偏光板及び液晶表示装置 |
| US9017778B2 (en) | 2008-04-25 | 2015-04-28 | Lg Chem, Ltd. | Adhesive composition, and polarizing plates and LCDs utilizing the adhesive composition |
| US8613986B2 (en) | 2008-04-30 | 2013-12-24 | Lg Chem, Ltd. | Optical film and information technology apparatus comprising the same |
| US8344083B2 (en) | 2008-04-30 | 2013-01-01 | Lg Chem, Ltd. | Resin composition and optical films formed by using the same |
| US8152944B2 (en) | 2008-05-09 | 2012-04-10 | Tesa Se | Pressure-sensitive adhesive tapes for bonding printing plates |
| JP2018005254A (ja) * | 2008-07-01 | 2018-01-11 | エルジー・ケム・リミテッド | 粘着剤組成物、偏光板用保護フィルム、偏光板及び液晶表示装置 |
| JP2011526647A (ja) * | 2008-07-01 | 2011-10-13 | エルジー・ケム・リミテッド | 粘着剤組成物、偏光板用保護フィルム、偏光板及び液晶表示装置 |
| US9663687B2 (en) | 2008-07-01 | 2017-05-30 | Lg Chem, Ltd. | Adhesive composition, protective film for a polarizing plate, polarizing plate, and liquid crystal display |
| EP2295515A4 (fr) * | 2008-07-01 | 2012-01-11 | Lg Chemical Ltd | Composition adhesive, film protecteur destine a une plaque de polarisation, plaque de polarisation et ecran a cristaux liquides |
| US10640688B2 (en) | 2008-07-01 | 2020-05-05 | Lg Chem, Ltd. | Adhesive composition, protective film for a polarizing plate, polarizing plate, and liquid crystal display |
| US9243168B2 (en) | 2009-12-14 | 2016-01-26 | Cheil Industries, Inc. | Adhesive composition and optical member using the same |
| US9464212B2 (en) | 2010-12-29 | 2016-10-11 | Cheil Industries, Inc. | Adhesive composition and optical member using the same |
| US9598612B2 (en) | 2010-12-30 | 2017-03-21 | Cheil Industries, Inc. | Adhesive composition and optical member using the same |
| JP2017529433A (ja) * | 2014-09-11 | 2017-10-05 | エルジー・ケム・リミテッド | 光学用粘着シート |
| CN112708008A (zh) * | 2020-12-07 | 2021-04-27 | 苏州赛伍应用技术股份有限公司 | 一种丙烯酸共聚物、压敏胶及制备方法和在偏光片中的应用 |
| CN112708008B (zh) * | 2020-12-07 | 2022-08-16 | 苏州赛伍应用技术股份有限公司 | 一种丙烯酸共聚物、压敏胶及制备方法和在偏光片中的应用 |
Also Published As
| Publication number | Publication date |
|---|---|
| TWI257944B (en) | 2006-07-11 |
| AU2003215917A1 (en) | 2003-09-09 |
| CN1249189C (zh) | 2006-04-05 |
| CN1507483A (zh) | 2004-06-23 |
| KR100446664B1 (ko) | 2004-09-04 |
| TW200417589A (en) | 2004-09-16 |
| KR20030069461A (ko) | 2003-08-27 |
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