KR20150093447A - Adhesive Composition Forming Phase Contrast Adhesive Layer - Google Patents
Adhesive Composition Forming Phase Contrast Adhesive Layer Download PDFInfo
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- KR20150093447A KR20150093447A KR1020140014234A KR20140014234A KR20150093447A KR 20150093447 A KR20150093447 A KR 20150093447A KR 1020140014234 A KR1020140014234 A KR 1020140014234A KR 20140014234 A KR20140014234 A KR 20140014234A KR 20150093447 A KR20150093447 A KR 20150093447A
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- pressure
- sensitive adhesive
- adhesive composition
- acrylate
- meth
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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
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- 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
-
- 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
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
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- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2457/00—Electrical equipment
- B32B2457/20—Displays, e.g. liquid crystal displays, plasma displays
- B32B2457/202—LCD, i.e. liquid crystal displays
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- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nonlinear Science (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Polarising Elements (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
The present invention relates to a pressure-sensitive adhesive composition for forming a retardation pressure-sensitive adhesive layer, and more particularly, to a pressure-sensitive adhesive composition comprising a liquid crystal compound which reacts with polarized ultraviolet light capable of providing a retardation while serving as an orientation film.
In a liquid crystal display or the like, it is indispensable to arrange polarizing elements on both sides of the liquid crystal cell from the image forming system, and a polarizing plate is generally attached. In addition to the polarizing plate, an optical compensation film such as a retardation plate is laminated on the polarizing plate in order to perform optical compensation of the liquid crystal panel and improve display quality of the display. These optical compensation films have been proposed to be thinner by the thinness of the liquid crystal display and by the demand for cost reduction due to the large-sized screen. It has also been proposed to form an optical compensation layer by a coating method instead of a film.
When an optical film such as a polarizing plate is formed on the surface of a liquid crystal panel, an adhesive is often used. In general, a pressure-sensitive adhesive optical film in which a pressure-sensitive adhesive layer is laminated on one side of an optical film in advance is used. Such an adhesive optical film has an advantage that the optical film can be easily fixed and the drying process is not required for fixing.
The pressure-sensitive adhesive layer laminated on these optical films is usually colorless and transparent, and is required not to change with time due to environmental stresses such as heat, humidity and the like. In the case where the adhesive type polarizing plate is arranged above and below the liquid crystal display, the pressure sensitive adhesive layer is disposed inside the polarizing plate. In this case, if the pressure-sensitive adhesive layer has a retardation, polarization deterioration occurs at that portion, which affects the visibility of the display including the decrease in contrast. Therefore, in general, a pressure-sensitive adhesive layer having no retardation is selected. From such a viewpoint, in many cases, an acrylic pressure-sensitive adhesive is used for forming the pressure-sensitive adhesive layer of the adhesive optical film.
Korean Patent Laid-Open Publication No. 2009-0084358 discloses an optically anisotropic compound having at least one substituent containing an alkyl, alkenyl or alkynyl group at the metazo position of the mesogen and has birefringence characteristics caused by the shrinkage stress of the polarizer An acrylic pressure-sensitive adhesive composition which improves the light leakage phenomenon of the polarizing plate without changing the main characteristics such as adhesion endurance reliability that can occur under high temperature or high temperature and high humidity conditions by effectively controlling the stress relaxation function of the pressure- .
However, the pressure-sensitive adhesive composition does not have an orientation of an optically anisotropic substance and can not control optical anisotropy.
It is an object of the present invention to provide a pressure-sensitive adhesive composition comprising a liquid crystal compound which reacts with polarized ultraviolet light capable of providing a retardation while serving as an alignment layer.
Another object of the present invention is to provide a pressure-sensitive adhesive sheet comprising a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition.
It is still another object of the present invention to provide a polarizing plate in which a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition is laminated.
It is still another object of the present invention to provide an image display device including the polarizing plate.
On the other hand, the present invention provides a pressure-sensitive adhesive composition comprising a liquid crystal compound which reacts with polarized ultraviolet light, a binder resin and a radical photoinitiator.
On the other hand, the present invention provides an adhesive sheet comprising a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition.
On the other hand, the present invention provides a polarizing plate in which a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition is laminated.
On the other hand, the present invention provides an image display device including the polarizer.
Since the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition according to the present invention has a retardation, the light leakage phenomenon can be improved when applied to an image display device. In addition, since it is not necessary to add a separate retardation layer, thinning is possible, and the transmittance is improved.
Further, the pressure-sensitive adhesive composition according to the present invention may be made of a pressure-sensitive adhesive sheet and a retardation adhesive layer may be disposed at a desired position of the image display device.
In addition, the pressure sensitive adhesive composition according to the present invention can form a liquid crystal alignment layer without using a liquid crystal linear photopolymerizable polymer (LPP) by using a liquid crystal compound which reacts with polarized ultraviolet light.
Hereinafter, the present invention will be described in more detail.
An embodiment of the present invention relates to a pressure-sensitive adhesive composition comprising a liquid crystal compound which reacts with polarized ultraviolet light, a binder resin and a radical photoinitiator.
In one embodiment of the present invention, the liquid crystal compound which reacts with the polarized UV light is a liquid crystal polymer having a property of orienting in accordance with the polarization direction upon irradiation with polarized ultraviolet light, and serves as an orientation film and imparts a retardation.
The liquid crystal compound that reacts with the polarized ultraviolet light contains a functional group that reacts with polarized ultraviolet light in the molecular chain, and specifically has a phenyl benzoate mesogenic side group.
In one embodiment of the present invention, the liquid crystal compound which reacts with the polarized ultraviolet light comprises a compound represented by the following formula (1) or (2).
[Chemical Formula 1]
(2)
In the above formulas,
R 1 is hydrogen or a C 1 -C 6 alkyl group,
R 2 is a C 1 -C 6 alkylene group,
R 3 and R 4 are each independently hydrogen, a halogen, a hydroxy group, a cyano group, a C 1 -C 6 alkyl group or a C 1 -C 6 alkoxy group,
p is 3,000 to 50,000.
As used herein, the C 1 -C 6 alkyl group means a linear or branched monovalent hydrocarbon having 1 to 6 carbon atoms, for example, methyl, ethyl, n-propyl, i-propyl, , i-butyl, t-butyl, n-pentyl, n-hexyl, and the like.
As used herein, a C 1 -C 6 alkylene group means a linear or branched divalent hydrocarbon having 1 to 6 carbon atoms and includes, for example, methylenyl, ethylenyl, propylenyl, butylenyl, pentylenyl , Hexylenyl, and the like, but are not limited thereto.
In one embodiment of the present invention, the liquid crystal compound which reacts with the polarized ultraviolet light includes a compound represented by the following general formula (3) or (4).
(3)
[Chemical Formula 4]
In this formula,
R < 1 > is hydrogen or methyl,
p is 3,000 to 50,000.
When the polarizing ultraviolet light is irradiated to the liquid crystal compound reacting with the polarized ultraviolet light, reaction and orientation are performed, for example, as shown in Reaction Scheme 1 below.
[Reaction Scheme 1]
The content of the liquid crystal compound that reacts with the polarized ultraviolet light is not particularly limited within a range that can fulfill its function, and may be included in an amount of 15 to 45 parts by weight based on 100 parts by weight of the binder resin based on the solid content. have. When the amount of the liquid crystal compound reacting with the polarized ultraviolet light is less than 15 parts by weight, the optical compensation function may be deteriorated. When the amount exceeds 45 parts by weight, there is a problem of poor compatibility with the binder resin and poor durability .
In one embodiment of the present invention, the binder resin is not particularly limited and binder resins commonly used in the art can be used. Examples thereof include acrylic copolymers, natural rubbers, styrene-isoprene-styrene (SIS) Butadiene-styrene (SBS) block copolymer, styrene-ethylene butylene-styrene (SEBS) block copolymer, styrene-butadiene rubber, polybutadiene, polyisoprene, polyisobutylene, butyl rubber, chloroprene rubber, Silicone rubber, and the like. Among them, when the pressure-sensitive adhesive composition of the present invention is used for adhesion of a polarizing plate, an acrylic copolymer is preferable.
The acrylic copolymer may be a polymer of a monomer commonly used in the art, for example, a copolymer of a (meth) acrylate containing an alkyl group having 1 to 14 carbon atoms and a monomer having a crosslinkable functional group.
The (meth) acrylate having 1 to 14 carbon atoms is not particularly limited and includes, for example, methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, (meth) acrylate, isobutyl (meth) acrylate, hexyl (meth) acrylate, 2-ethylhexyl (Meth) acrylate, n-decyl (meth) acrylate, n-decyl (meth) acrylate, isodecyl (Meth) acrylate, n-tetradecyl (meth) acrylate, and the like. These may be used alone or in combination of two or more.
(Meth) acrylate, n-octyl (meth) acrylate, n-nonyl (meth) acrylate, isononyl (meth) acrylate, (Meth) acrylate, n-decyl (meth) acrylate, isodecyl (meth) acrylate, n-dodecyl This is preferable in that the adhesive force to the adherend is controlled to be low and the re-peeling property is excellent.
In one embodiment of the present invention, the radical photoinitiator plays a role of promoting the inside of the pressure-sensitive adhesive layer and the surface hardening sufficiently, and the kind thereof is not particularly limited as long as it is known in the art. Examples thereof include benzoin, Methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin-n-butyl ether, benzoin isobutyl ether, acetophenone, hydroxydimethylacetophenone, dimethylaminoacetophenone, dimethoxy- , 3-methylacetophenone, 2,2-dimethoxy-2-phenylacetophenone, 2,2-diethoxy-2-phenylacetophenone, 4-chlorolocetophenone, 4,4-dimethoxyacetophenone, 2 Methylcyclohexyl phenyl ketone, 2-methyl-1- [4- (methylthio) phenyl] -2-methyl-1-phenylpropan- 2-morpholino-propan-1-one, 4- (2-hydroxyethoxy) phenyl-2- (hydroxy- , Benzophenone, p-phenylbenzophenone, 4,4-diaminobenzophenone, 4,4'-diethylaminobenzophenone, dichlorobenzophenone, anthraquinone, 2-methyl anthraquinone, 2- 2-methylthioxanthone, 2-ethylthioxanthone, 2-chlorothioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthio Benzyl dimethyl ketal, diphenyl ketone benzyl dimethyl ketal, acetophenone dimethyl ketal, p-dimethylaminobenzoic acid ester, 2,4,6-trimethylbenzoyl-diphenyl-phosphine oxide, fluorene, triphenylamine, Sol and the like. These may be used alone or in combination of two or more.
Commercially available products include, for example, Darocur 1173, Irgacure 184, and Irgacure 907 (BASF). These may be used alone or in combination of two or more.
The content of the radical photoinitiator is not particularly limited within a range that can fulfill its function. For example, the content of the radical photoinitiator may be 0.01 to 10 parts by weight based on 100 parts by weight of the binder resin based on the solid content, 5 parts by weight. If the content of the radical photoinitiator is less than 0.01 part by weight, the curing rate may be slowed and sufficient curing may be difficult to proceed. If the amount is more than 10 parts by weight, the molecular weight of the photopolymerized polymer may be decreased and the durability may be lowered.
The pressure-sensitive adhesive composition according to one embodiment of the present invention may further include at least one selected from the group consisting of a crosslinking agent, a reactive (meth) acrylate monomer and a silane coupling agent, in addition to the above components.
In one embodiment of the present invention, the crosslinking agent is a component for reinforcing the cohesive force of the pressure-sensitive adhesive composition of the present invention, and the kind thereof is not particularly limited, and examples thereof include isocyanate compounds, epoxy compounds, melamine resins, aziridine compounds And an isocyanate compound or an epoxy compound can be preferably used. These may be used alone or in combination of two or more.
Examples of the isocyanate compound include tolylene diisocyanate, xylene diisocyanate, hexamethylene diisocyanate, 2,4-diphenylmethane diisocyanate, 4,4-diphenylmethane diisocyanate, isophorone diisocyanate, tetramethyl xylene diisocyanate , Naphthalene diisocyanate, and the like.
Examples of the epoxy compound include ethylene glycol diglycidyl ether, triglycidyl ether, trimethylolpropane triglycidyl ether, N, N, N ', N'-tetraglycidyldiamine, glycerin diglycidyl ether, , 3-bis (N, N-diglycidylaminomethyl) cyclohexane, and the like.
Examples of the melamine resin include hexamethylol melamine.
Examples of the aziridine compound include N, N'-toluene-2,4-bis (1-aziridinecarboxamide), N, N'-diphenylmethane-4,4'- Id), triethylene melamine, bisisopropanoyl-1- (2-methyl aziridine), and tri-1-aziridinyl phosphine oxide.
The content of the crosslinking agent is not particularly limited and may be, for example, 0.01 to 15 parts by weight based on 100 parts by weight of the binder resin based on the solid content. If the content of the crosslinking agent is less than 0.01 part by weight, the effect of improving the adhesion or cohesive force may be insignificant. If the content of the crosslinking agent is more than 15 parts by weight, the compatibility may be decreased and surface migration may occur and the crosslinking reaction may proceed excessively, .
In one embodiment of the present invention, the reactive (meth) acrylate monomers can improve durability while ensuring a desired storage modulus (G '). Further, the pressure-sensitive adhesive composition of the non-solvent type is diluted and the viscosity is controlled to facilitate the coating.
The type of the reactive (meth) acrylate monomer is not particularly limited, and monofunctional (meth) acrylate monomers are preferred. Butyl (meth) acrylate, isobutyl (meth) acrylate, hexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, (Meth) acrylate, ethyl (meth) acrylate, methyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (Meth) acrylate, isoamyl (meth) acrylate, n-decyl (meth) acrylate, n-octyl (Meth) acrylate, dodecyl (meth) acrylate, octadecyl (meth) acrylate, isobornyl (meth) acrylate, (Meth) acrylate, lauryl (meth) acrylate, 2-ethoxyethyl (Meth) acrylate, 2-methoxyethyl (meth) acrylate, hydroxyethyl (meth) acrylate, hydroxypropyl (Meth) acrylate, phenoxyethyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, acryloylmorpholine, and the like. These may be used alone or in combination of two or more.
In addition, a small amount of a bifunctional (meth) acrylate monomer, a trifunctional (meth) acrylate monomer, or a mixture thereof may be used in combination with the monofunctional (meth) acrylate monomer within a range that does not impair the effect of the present invention have. Examples of the bifunctional (meth) acrylate monomers include 1,3-butanediol di (meth) acrylate, 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, (Meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate, propylene glycol di (Meth) acrylate, dipropylene glycol di (meth) acrylate, tripropylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, dicyclopentanyl di (Meth) acrylate, dipentaerythritol hexa (meth) acrylate, dipentaerythritol hexa (meth) acrylate, dipentaerythritol hexa (Meth) acrylate, trimethylolpropane di (meth) acrylate, tricyclodecane dimethanol (meth) acrylate, neopentyl (meth) acrylate, Glycol-modified trimethylolpropane di (meth) acrylate, adamantanedi (meth) acrylate, and the like. Examples of the trifunctional (meth) acrylate monomers include trimethylolpropane tri (meth) acrylate, dipentaerythritol tri (meth) acrylate, propionic acid modified dipentaerythritol tri (meth) acrylate, pentaerythritol tri (Meth) acrylate, propylene oxide modified trimethylolpropane tri (meth) acrylate, tris (2-hydroxyethyl) isocyanurate tri (meth) acrylate, tris (acryloxyethyl) isocyanurate, glycerol Tri (meth) acrylate, and the like. These may be used alone or in combination of two or more.
The content of the reactive (meth) acrylate monomer is not particularly limited and may be, for example, 0.5 to 20 parts by weight based on 100 parts by weight of the binder resin based on the solid content. If the content is less than 0.5 parts by weight, the durability improvement effect may be insignificant under a high temperature or high temperature and high humidity environment. If the content is more than 20 parts by weight, the durability improvement effect may likewise be insignificant.
In one embodiment of the present invention, the kind of the silane coupling agent is not particularly limited, and examples thereof include vinylchlorosilane, vinyltrimethoxysilane, vinyltriethoxysilane, 2- (3,4-epoxycyclohexyl) ethyl tri Methoxy silane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, 3-glycidoxypropyldiethoxysilane, 3-glycidoxypropyltriethoxysilane, p- 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropylmethyldimethoxysilane, 3-methacryloxypropylmethyldiethoxysilane, 3-methacryloxypropyltrimethoxysilane, (Aminoethyl) -3-aminopropyltrimethoxysilane, N-2- (aminoethyl) -3-aminopropyltrimethoxysilane, N-2- (Aminoethyl) -3-aminopropylmethyltriethoxysilane, 3-aminopropyltrimethoxysil , 3-aminopropyltriethoxysilane, 3-triethoxysilyl-N- (1,3-dimethylbutylidene) propylamine, N-phenyl-3-aminopropyltrimethoxysilane, 3- Mercaptopropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, bis (triethoxysilylpropyl) tetrasulfide and 3-isocyanatopropyltriethoxysilane. have. These may be used alone or in combination of two or more.
The content of the silane coupling agent is not particularly limited and may be, for example, 0 to 10 parts by weight, preferably 0.005 to 5 parts by weight based on 100 parts by weight of the binder resin based on the solid content. If the content exceeds 10 parts by weight, the durability may be lowered.
The pressure-sensitive adhesive composition of the present invention may further contain additives such as a tackifier resin, an antioxidant, a corrosion inhibitor, a leveling agent, a surface lubricant, a dye, an antioxidant, and the like to control the adhesion, cohesion, viscosity, glass transition temperature, antistatic property, A pigment, a defoaming agent, a filler, an antistatic agent, a light stabilizer, and the like.
One embodiment of the present invention relates to a pressure-sensitive adhesive sheet comprising a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition.
The pressure-sensitive adhesive layer has a retardation by orienting a liquid crystal compound which reacts with the polarized ultraviolet light contained in the pressure-sensitive adhesive composition. Accordingly, when applied to an image display apparatus, a retardation layer can be easily formed at a desired site, and a pressure sensitive adhesive layer is used at the time of bonding the polarizing plate and the display panel unit. Therefore, So that a lightweight display can be realized.
The thickness of the pressure-sensitive adhesive layer is not particularly limited, and may be, for example, 0.5 to 50 占 퐉.
The pressure-sensitive adhesive sheet of the present invention has a structure in which a substrate, a pressure-sensitive adhesive layer and a substrate are laminated in this order.
The substrate is not particularly limited, and a substrate commonly used in a pressure-sensitive adhesive sheet can be used. Examples of the substrate include polyester resins such as polyethylene terephthalate, polybutylene terephthalide, polyethylene naphthalate and polybutylene naphthalate; Polyimide resin; Acrylic resin; Styrene-based resins such as polystyrene and acrylonitrile-styrene; Polycarbonate resin; Polylactic acid resin; Polyurethane resin; Polyolefin resins such as polyethylene, polypropylene and ethylene-propylene copolymer; Vinyl resins such as polyvinyl chloride and polyvinylidene chloride; Polyamide resins; Sulfonic resin; Polyether-ether ketone resin; Allylate series resin; Or a mixture of these resins.
The thickness of the substrate is not particularly limited and may be, for example, 5 to 500 mu m, preferably 10 to 100 mu m.
The pressure-sensitive adhesive sheet of the present invention can be produced according to the process described below.
First, the pressure-sensitive adhesive composition is coated on a substrate. The substrate may be the above-described substrate, and the coating method of the pressure-sensitive adhesive composition is not particularly limited, and any method known in the art may be used. For example, a bar coater, an air knife, a gravure, a reverse roll, a kiss roll, , Die coater, casting, spin coating, etc. can be used. The coating thickness of the pressure-sensitive adhesive composition is not particularly limited, and may be, for example, 0.5 to 50 占 퐉.
After the application of the pressure-sensitive adhesive composition, a drying step may be further carried out. The drying temperature and time are not particularly limited, and can be performed, for example, at 15 to 60 캜 for 10 seconds to 30 minutes.
Thereafter, the coated pressure-sensitive adhesive composition is cured. The curing step can be carried out by irradiation with polarized ultraviolet light. The liquid crystal compound which reacts with the polarized ultraviolet light by the irradiation of the polarized ultraviolet light is aligned simultaneously with the curing and the pressure sensitive adhesive layer has the retardation.
The irradiation of the polarized ultraviolet light can be carried out by a method usually performed in the art.
The method for producing a pressure-sensitive adhesive sheet of the present invention may further include the step of irradiating ultraviolet light, if necessary.
In the pressure-sensitive adhesive composition, the binder resin is also cured by irradiation of light. When the wavelength of light to be cured by the compound is the same as the polarized ultraviolet light, it can be cured only by irradiation with polarized ultraviolet light. Otherwise, It is possible to further irradiate ultraviolet light. The irradiation of ultraviolet light also serves to further improve the curing degree of the pressure-sensitive adhesive layer.
Next, the substrate is bonded onto the pressure-sensitive adhesive layer formed. The substrate bonded onto the pressure-sensitive adhesive layer may be the above-described substrate.
An embodiment of the present invention relates to a polarizing plate in which a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition is laminated on at least one surface.
Since the polarizing plate of the present invention includes a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition, the polarizing plate also functions as a retardation function, so that a separate retardation layer is not required So that a thinner and lighter display can be realized.
The pressure-sensitive adhesive layer may be coated directly on the polarizing plate or may be formed by attaching an adhesive sheet to one surface of the polarizing plate.
The structure of the polarizing plate of the present invention is not particularly limited and may have a structure known in the art. For example, it may include a polarizer and a protective film formed on at least one side of the polarizer.
One embodiment of the present invention relates to an image display apparatus including the polarizer, particularly a liquid crystal display apparatus.
The image display apparatus of the present invention may further include configurations known in the art in addition to the polarizing plate.
Hereinafter, the present invention will be described more specifically with reference to Examples, Comparative Examples and Experimental Examples. It should be apparent to those skilled in the art that these examples, comparative examples and experimental examples are only for illustrating the present invention, and the scope of the present invention is not limited thereto.
Production Example 1: Preparation of acrylic binder resin
A 1 L reactor equipped with a 4-neck jacket was equipped with a stirrer, a thermometer, a reflux condenser, a dropping funnel and a nitrogen gas introducing tube. To the reactor were added 40 parts by weight of n-butyl acrylate, 59 parts by weight of 2-ethylhexyl acrylate , 1 part by weight of acrylic acid, and 0.1 part by weight of azobisisobutyronitrile (AIBN) were placed in a reactor, and air in the reactor was replaced by introducing nitrogen gas. The temperature of the reaction solution was raised to 65 캜 under stirring in a nitrogen gas atmosphere, and the reaction was allowed to proceed for 2 hours. After completion of the reaction, an acrylic binder resin having a viscosity of 3000 cPs was obtained. The weight average molecular weight (Mw) of the prepared acrylic binder resin as determined by GPC was 150,000.
Examples 1-10 and Comparative Example 1: Preparation of pressure-sensitive adhesive composition
A pressure-sensitive adhesive composition having the composition and content shown in Table 1 was prepared.
(A)
Resin (B)
Photoinitiator (C)
The monomer (D)
The coupling agent (F)
A: Polymethacrylate having a 4-methoxyphenyl benzoate group
B: The binder resin of Production Example 1
C: Darocur 1173 (BASF)
D-1: 2-hydroxybutyl acrylate
D-2: Acrylic acid
E: Coronate-L (Nippon Polyurethane)
F: KBM-403 (Shin-Etsu)
Experimental Example 1:
(1) Adhesion
The pressure-sensitive adhesive compositions prepared in Examples 1-10 and Comparative Example 1 were applied to a thickness of 25 mu m between the films coated with the silicone release agent and the polarizing ultraviolet light was irradiated so that the accumulated light quantity became 2000 mJ / cm < 2 > . After releasing the release film of one layer of the produced pressure-sensitive adhesive sheet, the pressure-sensitive adhesive layer was laminated on the iodine-based polarizing plate having a thickness of 185 탆 and laminated to prepare a polarizer with a pressure-
The polarizing plate was cut to a size of 25 mm x 100 mm, the release film was peeled off, the glass substrate was laminated at a pressure of 0.25 MPa, and autoclaved to prepare a specimen.
The adhesive force was measured by peeling the pressure-sensitive adhesive layer at a peeling speed of 300 mm / min and a peeling angle of 180 after using the universal tensile tester (UTM, Instron) after allowing the sample to stand for 24 hours under the conditions of 23 캜 and 50% RH. At this time, measurement was carried out under conditions of 23 캜 and 50% RH.
(2) Durability evaluation
The release film of the polarizing plate was peeled off, and the surface of the pressure-sensitive adhesive layer was bonded to Corning glass. After leaving for 300 hours at 80 캜 (heat resistance), the appearance was visually confirmed and durability was evaluated according to the following criteria.
<Evaluation Criteria>
◎: Bubbles and peeling phenomenon are not visible at the interface between the pressure-sensitive adhesive layer and the glass
○: Bubbles or peeling phenomena are slightly observed
△: Bubbles and peeling phenomenon were observed
X: Bubbles or peeling are very visible.
(3) Evaluation of haze and total light transmittance
Haze (%) is a factor that can indicate haze of the film and is defined as a scattering transmittance (Td) / total light transmittance (Tt).
The pressure-sensitive adhesive sheet was cut into a size of 5 cm x 5 cm and attached to a soda glass to prepare specimens. The haze and total light transmittance were measured with an HM-150 measuring instrument (Murakami Co.).
(4) Phase difference measurement and evaluation of whether the irradiation direction of the linearly polarized ultraviolet light matches the ground axis
The retardation values in the plane direction and the thickness direction of the pressure-sensitive adhesive layer were measured as follows.
The direction in which the refractive index is the largest in the plane direction at 550 nm is defined as the x axis, the direction perpendicular to the plane direction along the x axis is defined as the y axis, and the direction perpendicular to the xy plane is defined as the z axis.
The refractive indices nx, ny, and nz in the respective directions were measured at 550 nm with an Axoscan meter (Axometrics), and the thickness of the pressure-sensitive adhesive layer was measured. Then, the retardation value in the plane direction of the pressure- The phase difference value was calculated.
[Equation 1]
Plane retardation R o = (nx - ny) x d
&Quot; (2) "
Thickness direction retardation Rth = [(nx + ny) / 2 - nz] xd
In the formula, d is the thickness of the pressure-sensitive adhesive layer.
(N / 25 mm)
(%)
(%)
Thickness direction retardation
As shown in Table 2, the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition comprising a liquid crystal compound which reacts with polarized ultraviolet light according to the present invention has a phase difference, and the irradiation direction of the linearly polarized ultraviolet light coincides with the slow axis, It was confirmed that the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition of Comparative Example 1 which did not contain a liquid crystal compound reacting with the linear polarized ultraviolet light had no phase difference and the irradiation direction of the linearly polarized ultraviolet light was inconsistent with the slow axis.
It will be apparent to those skilled in the art that various modifications and variations can be made in the present invention without departing from the spirit or scope of the invention. Do. It will be understood by those skilled in the art that various changes in form and details may be made therein without departing from the spirit and scope of the invention as defined by the appended claims.
Accordingly, the actual scope of the invention is defined by the appended claims and their equivalents.
Claims (9)
[Chemical Formula 1]
(2)
In the above formulas,
R 1 is hydrogen or a C 1 -C 6 alkyl group,
R 2 is a C 1 -C 6 alkylene group,
R 3 and R 4 are each independently hydrogen, a halogen, a hydroxy group, a cyano group, a C 1 -C 6 alkyl group or a C 1 -C 6 alkoxy group,
p is 3,000 to 50,000.
(3)
[Chemical Formula 4]
In this formula,
R < 1 > is hydrogen or methyl,
p is 3,000 to 50,000.
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| KR1020140014234A KR20150093447A (en) | 2014-02-07 | 2014-02-07 | Adhesive Composition Forming Phase Contrast Adhesive Layer |
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| KR1020140014234A KR20150093447A (en) | 2014-02-07 | 2014-02-07 | Adhesive Composition Forming Phase Contrast Adhesive Layer |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20170022434A (en) * | 2015-08-20 | 2017-03-02 | 동우 화인켐 주식회사 | Adhesive Composition and Polarizing Plate Comprising the Same |
| WO2019235832A1 (en) * | 2018-06-05 | 2019-12-12 | 주식회사 엘지화학 | Adhesive composition |
| US11332670B2 (en) * | 2016-06-28 | 2022-05-17 | Dai Nippon Printing Co., Ltd. | Side-chain liquid crystal polymer, liquid crystal composition, retardation film, method for producing retardation film, transfer laminate, optical member, method for producing optical member, and display device |
| US11390810B2 (en) | 2017-09-27 | 2022-07-19 | Dai Nippon Printing Co., Ltd. | Liquid crystal composition, retardation film, method for producing retardation film, transfer laminate, optical member, method for producing optical member, and display device |
-
2014
- 2014-02-07 KR KR1020140014234A patent/KR20150093447A/en not_active Application Discontinuation
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20170022434A (en) * | 2015-08-20 | 2017-03-02 | 동우 화인켐 주식회사 | Adhesive Composition and Polarizing Plate Comprising the Same |
| US11332670B2 (en) * | 2016-06-28 | 2022-05-17 | Dai Nippon Printing Co., Ltd. | Side-chain liquid crystal polymer, liquid crystal composition, retardation film, method for producing retardation film, transfer laminate, optical member, method for producing optical member, and display device |
| US11390810B2 (en) | 2017-09-27 | 2022-07-19 | Dai Nippon Printing Co., Ltd. | Liquid crystal composition, retardation film, method for producing retardation film, transfer laminate, optical member, method for producing optical member, and display device |
| WO2019235832A1 (en) * | 2018-06-05 | 2019-12-12 | 주식회사 엘지화학 | Adhesive composition |
| CN111527173A (en) * | 2018-06-05 | 2020-08-11 | 株式会社Lg化学 | Pressure sensitive adhesive composition |
| US11485885B2 (en) | 2018-06-05 | 2022-11-01 | Lg Chem, Ltd. | Pressure-sensitive adhesive composition |
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