KR20130038129A - Adhesive composition, polarizing plate and liquid crystal display device comprising the same - Google Patents
Adhesive composition, polarizing plate and liquid crystal display device comprising the same Download PDFInfo
- Publication number
- KR20130038129A KR20130038129A KR1020120061559A KR20120061559A KR20130038129A KR 20130038129 A KR20130038129 A KR 20130038129A KR 1020120061559 A KR1020120061559 A KR 1020120061559A KR 20120061559 A KR20120061559 A KR 20120061559A KR 20130038129 A KR20130038129 A KR 20130038129A
- Authority
- KR
- South Korea
- Prior art keywords
- pressure
- adhesive composition
- sensitive adhesive
- weight
- polarizing plate
- Prior art date
Links
Classifications
-
- 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
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
-
- 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
-
- 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
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Chemical & Material Sciences (AREA)
- Nonlinear Science (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polarising Elements (AREA)
Abstract
The present invention relates to a pressure-sensitive adhesive composition, a polarizing plate and a liquid crystal display including the same, and more particularly, by including a copolymer of the monomer represented by the formula (1), and a crosslinking agent to shorten the curing period to improve productivity, storage stability is The present invention relates to a pressure-sensitive adhesive composition capable of securing sufficient pot-life as well as maintaining adhesive strength and durability, and a polarizing plate and a liquid crystal display including the same.
Description
The present invention relates to a pressure-sensitive adhesive composition, a polarizing plate and a liquid crystal display including the same, which can shorten the curing period while maintaining the adhesive strength and durability.
A liquid crystal display device (LCD) includes a liquid crystal panel including a liquid crystal cell and a polarizing plate bonded to both surfaces of the liquid crystal cell via an adhesive layer.
The pressure-sensitive adhesive for bonding the liquid crystal cell and the polarizing plate must satisfy physical properties such as reworkability as well as adhesion to the substrate, light leakage resistance, heat and moisture resistance. In addition, the pressure-sensitive adhesive together with the above-mentioned physical properties is required to shorten the curing period to improve productivity.
As such, a method of using a crosslinking accelerator which promotes a crosslinking reaction has been proposed as a method for shortening the curing period while maintaining physical properties required as a conventional adhesive.
Korean Patent Publication No. 2009-0132116 discloses an adhesive composition comprising a Lewis base having a specific structure, and Korean Patent Publication No. 2008-0047030 discloses an adhesive composition containing a Lewis acid. Although the pressure-sensitive adhesive composition described in the above documents has an effect of shortening curing, the viscosity of the pressure-sensitive adhesive composition changes rapidly due to the addition of a crosslinking accelerator, which lowers the storage stability and shortens the pot-life of the pressure-sensitive adhesive, and thus the process It may cause stability problems.
An object of the present invention is to provide a pressure-sensitive adhesive composition that can shorten the curing period while maintaining the adhesion and durability.
Another object of the present invention is to provide a polarizing plate in which a pressure-sensitive adhesive layer made of the pressure-sensitive adhesive composition is laminated.
Another object of the present invention is to provide a liquid crystal display device having the polarizing plate on at least one side of a liquid crystal cell.
1.A pressure-sensitive adhesive composition comprising a copolymer of a monomer represented by the following formula (1) and a crosslinking agent:
(Wherein R is a hydrogen atom or a methyl group, X is an alkylene group having 1 to 10 carbon atoms, and n is an integer of 1 to 4).
2. In the above 1, X is a pressure-sensitive adhesive composition is an alkylene group having 2 to 6 carbon atoms.
3. In the above 1, n is 1 pressure-sensitive adhesive composition.
4. In the above 1, the copolymer is 80 to 99% by weight (meth) acrylate monomer having an alkyl group having 1 to 12 carbon atoms, 0.05 to 10% by weight monomer represented by the formula (1) and 0.1 to 10% by weight crosslinkable monomer The pressure-sensitive adhesive composition that is polymerized.
5. In the above 4, the content of the monomer represented by Formula 1 is 0.1 to 8% by weight pressure-sensitive adhesive composition.
6. In the above 1, the crosslinking agent is included in the pressure-sensitive adhesive composition 0.1 to 15 parts by weight based on 100 parts by weight of the copolymer.
7. according to the above 1, wherein the pressure-sensitive adhesive composition further comprises an ionic solid.
8. according to the above 7, the ionic solid, based on the solid content, the pressure-sensitive adhesive composition containing 0.05 to 20 parts by weight based on 100 parts by weight of the copolymer.
9. The polarizing plate of the pressure-sensitive adhesive layer made of the pressure-sensitive adhesive composition of any one of 1 to 8 above.
10. Liquid crystal display device having a polarizing plate of the above 9 on at least one side of the liquid crystal cell.
The pressure-sensitive adhesive composition according to the present invention can improve productivity by shortening the curing period without adding a separate additive such as a crosslinking accelerator, and excellent in storage stability and securing sufficient pot-life, thereby improving processability.
In addition, the pressure-sensitive adhesive composition of the present invention has a good initial adhesive force and can not only have a small change in its temporal change under high temperature or high temperature / humidity environment, but also satisfy durability.
In addition, the pressure-sensitive adhesive composition of the present invention can obtain excellent antistatic properties while maintaining physical properties as an adhesive even when a small amount of ionic solid is added as an antistatic agent.
The present invention relates to a pressure-sensitive adhesive composition, a polarizing plate and a liquid crystal display including the same, which can shorten the curing period while maintaining the adhesive strength and durability.
Hereinafter, the present invention will be described in detail.
Adhesive composition of the present invention is characterized in that it comprises a copolymer of a monomer represented by the formula (1) and a crosslinking agent:
[Formula 1]
(Wherein R is a hydrogen atom or a methyl group, X is an alkylene group having 1 to 10 carbon atoms, and n is an integer of 1 to 4).
The copolymer of the present invention is a copolymer in which the monomer represented by the general formula (1), in particular, has a repeating unit of an oxyethyl group in the molecule and the length of an alkylene group substituted with a hydroxy group at one end thereof is adjusted to an optimum range.
It is preferable that a copolymer is an acrylic copolymer in which the (meth) acrylate monomer which has a C1-C12 alkyl group, the monomer represented by General formula (1), and a crosslinkable monomer were copolymerized as an adhesive resin. Here, (meth) acrylate means both acrylate and methacrylate.
As a (meth) acrylate monomer which has a C1-C12 alkyl group, n-butyl (meth) acrylate, 2-butyl (meth) acrylate, t-butyl (meth) acrylate, 2-ethylhexyl (meth) Acrylate, ethyl (meth) acrylate, methyl (meth) acrylate, methylethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, pentyl (meth) acrylate, n -Octyl (meth) acrylate, isooctyl (meth) acrylate, nonyl (meth) acrylate, decyl (meth) acrylate, lauryl (meth) acrylate, and the like. Can be used. Among these, n-butyl acrylate, 2-ethylhexyl acrylate, or a mixture thereof is preferable.
The (meth) acrylate monomer having an alkyl group having 1 to 12 carbon atoms may be included in an amount of 80 to 99% by weight based on 100% by weight of the total monomers used to prepare the acrylic copolymer, and preferably 90 to 95% by weight. . If the content is less than 80% by weight, the adhesive force is not sufficient, and when the content is more than 99% by weight, cohesion may be lowered.
The monomer represented by the formula (1) has a repeating unit of an oxyethyl group in the molecule and the length of the alkylene group in which the hydroxy group is substituted at one end is controlled to an optimum range so that the crosslinking reaction is further promoted through the chain entanglement effect to cure. The period can be shortened. In addition, when the ionic solid is used as the antistatic agent because the polar group is contained in the molecule, it is possible to increase the + charge isolation effect thereof and to provide improved antistatic properties even when using a small amount.
[Formula 1]
Wherein R is a hydrogen atom or a methyl group; X is an alkylene group having 1 to 10 carbon atoms, preferably an alkylene group having 2-6 carbon atoms; n is an integer of 1-4, Preferably it is one. If the above conditions are met, it is good for shortening the curing and improving the antistatic property.
The monomer represented by the formula (1) is preferably included in 0.05 to 10% by weight, more preferably 0.1 to 8% by weight relative to 100% by weight of the total monomer used in the production of the acrylic copolymer. If the content is less than 0.05% by weight, the crosslinking reaction promoting effect is insignificant, and it is difficult to obtain a curing period shortening effect, and even when an antistatic agent is used, it is difficult to expect an antistatic effect. In addition, when the content is more than 10% by weight crosslinking reaction is too fast may cause a problem in the stability of the composition and the adhesive force may increase the peel force may remain the adhesive on the substrate during the rework operation.
The crosslinkable monomer is a component for reinforcing the cohesive force or adhesive strength of the pressure-sensitive adhesive composition by chemical bonding and imparting durability and cutting property. A monomer etc. can be mentioned, These can be used individually or in mixture of 2 or more types.
Examples of the monomer having a hydroxy group include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 4-hydroxybutyl Hydroxypropyleneglycol (meth) acrylate, hydroxyalkylene glycol having 2 to 4 carbon atoms in the alkylene group (e.g., methoxyethyl (meth) acrylate, Hydroxybutyl vinyl ether, 8-hydroxyoctyl vinyl ether, 9-hydroxynonyl (meth) acrylate, 4-hydroxybutyl vinyl ether, Vinyl ether, and 10-hydroxydecyl vinyl ether. Of these, 4-hydroxybutyl vinyl ether is preferable.
Examples of the monomer having a carboxyl group include monovalent acids such as (meth) acrylic acid and crotonic acid; Dicarboxylic acids such as maleic acid, itaconic acid, and fumaric acid, and monoalkyl esters thereof; 3- (meth) acryloylpropionic acid; A succinic anhydride ring-opening addition adduct of 2-hydroxyalkyl (meth) acrylate in which the alkyl group has 2 to 4 carbon atoms, anhydrous succinic ring opening adduct of a hydroxyalkylene glycol (meth) acrylate having 2 to 4 carbon atoms in the alkylene group , Compounds obtained by ring-opening addition of succinic anhydride to caprolactone adducts of 2-hydroxyalkyl (meth) acrylates whose alkyl groups have 2-3 carbon atoms, and among these, (meth) acrylic acid is preferable.
Examples of the monomer having an amide group include (meth) acrylamide, N-isopropyl acrylamide, N-tertiary butyl acrylamide, 3-hydroxypropyl (meth) acrylamide, 4-hydroxybutyl (Meth) acrylamide, 8-hydroxyoctyl (meth) acrylamide and 2-hydroxyethylhexyl (meth) acrylamide. Of these, (meth) acrylamide is preferable.
Examples of the monomer having a tertiary amine group include N, N- (dimethylamino) ethyl (meth) acrylate, N, N- (diethylamino) ethyl (meth) ) Acrylate, and the like.
The crosslinkable monomer is preferably included in an amount of 0.1 to 10% by weight, and more preferably 0.1 to 8% by weight, based on 100% by weight of the total monomers used for preparing the acrylic copolymer. If the content is less than 0.1% by weight, the cohesive force of the pressure-sensitive adhesive may be reduced, the durability may be lowered. When the content is more than 10% by weight, the adhesive strength may be degraded by a high gel fraction and may cause a problem in durability.
In addition, other polymerizable monomers in addition to the monomers may be further included in a range that does not lower the adhesion, such as 10% by weight or less.
The method for producing the copolymer is not particularly limited and can be produced by methods such as bulk polymerization, solution polymerization, emulsion polymerization or suspension polymerization, which are commonly used in the art, and solution polymerization is preferable. In addition, a solvent, a polymerization initiator, a chain transfer agent for molecular weight control and the like which are usually used in polymerization can be used.
The copolymer has a weight average molecular weight (polystyrene equivalent, Mw) measured by gel permeation chromatography (GPC) of 50,000 to 2 million, preferably 400,000 to 2 million.
The copolymer of the present invention configured as described above has a high crosslinking reactivity with a crosslinking agent, thereby shortening the curing period without adding a separate component such as a crosslinking accelerator, and also increasing process stability of the pressure-sensitive adhesive composition. Moreover, even when a small amount of antistatic agent is used by containing a polar group, the performance can be improved.
A crosslinking agent is a component for strengthening the cohesion force of an adhesive by crosslinking a copolymer suitably, The kind is not specifically limited. For example, an isocyanate type compound, an epoxy type compound, etc. are mentioned, These can be used individually or in mixture of 2 or more types.
As the isocyanate compound, tolylene diisocyanate, xylene diisocyanate, 2,4-diphenylmethane diisocyanate, 4,4-diphenylmethane diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, tetramethyl xylene diisocyanate Diisocyanate compounds such as naphthalene diisocyanate; Diisocyanate obtained from 2 moles of an adduct obtained by reacting 3 moles of a diisocyanate compound with 1 mole of a polyhydric alcohol compound such as trimethylolpropane, an isocyanurate obtained by self-condensing 3 moles of the diisocyanate compound, and 3 moles of the diisocyanate compound And polyfunctional isocyanate compounds containing three functional groups such as biuret, triphenylmethanetriisocyanate, and methylenebistriisocyanate, in which the remaining 1 mole of diisocyanate is condensed to urea.
Examples of the epoxy compound include ethylene glycol diglycidyl ether, diethylene glycol diglycidyl ether, polyethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, tripropylene glycol diglycidyl ether, and polypropylene glycol. Diglycidyl ether, neopentyl glycol diglycidyl ether, 1,6-hexanediol diglycidyl ether, polytetramethylene glycol diglycidyl ether, glycerol diglycidyl ether, glycerol triglycidyl ether, Diglycerol polyglycidyl ether, polyglycerol polyglycidyl ether, resorcin diglycidyl ether, 2,2-dibromoneopentyl glycol diglycidyl ether, trimethylolpropanetriglycidyl ether, pentaerythritol Polyglycidyl ether, sorbitol polyglycidyl ether, adipic acid diglycidyl ester, phthalic acid diglycidyl ester, tris (glycidyl) isocyanur Tris (glycidoxyethyl) isocyanurate, 1,3-bis (N, N-glycidylaminomethyl) cyclohexane, N, N, N ', N'-tetraglycidyl-m- Xylylenediamine etc. are mentioned.
Moreover, melamine type compound can be used individually or in mixture of 2 or more types together with an isocyanate type compound and an epoxy type compound.
Hexamethylol melamine, hexamethoxymethylmelamine, hexabutoxymethylmelamine, etc. are mentioned as a melamine type compound.
The crosslinking agent is preferably included in an amount of 0.1 to 15 parts by weight, and more preferably 0.1 to 5 parts by weight, based on 100 parts by weight of the copolymer. If the content is less than 0.1 part by weight, the cohesion force becomes small due to insufficient crosslinking degree, which may cause durability deterioration such as lifting and damage of cutting property. If the content is more than 15 parts by weight, problem of relaxation of residual stress may occur due to excessive crosslinking reaction. have.
The pressure-sensitive adhesive composition may further include a silane coupling agent.
The kind of the silane coupling agent is not particularly limited, and for example, vinylchlorosilane, vinyltrimethoxysilane, vinyltriethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-glycidoxy Propyltrimethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, 3-glycidoxypropyldiethoxysilane, 3-glycidoxypropyltriethoxysilane, p-styryltrimethoxysilane, 3-metha Krilloxypropyl triethoxysilane, 3-methacryloxypropyl trimethoxysilane, 3-methacryloxypropylmethyldimethoxysilane, 3-methacryloxypropylmethyl diethoxysilane, 3-acryloxypropyl trimethoxysilane , N-2- (aminoethyl) -3-aminopropylmethyldimethoxysilane, N-2- (aminoethyl) -3-aminopropyltrimethoxysilane, N-2- (aminoethyl) -3-aminopropyl Methyltriethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-triethoxysilyl-N- (1,3-dimethylbutylidene) propylamine, N-phenyl-3-aminopropyltrimethoxysilane, 3-chloropropyltrimethoxysilane, 3-mercaptopropylmethyl Dimethoxysilane, 3-mercaptopropyltrimethoxysilane, bis (triethoxysilylpropyl) tetrasulfide, 3-isocyanatepropyltriethoxysilane, and the like. These can be used individually or in mixture of 2 or more types.
The silane coupling agent may be included in an amount of 0 to 10 parts by weight based on 100 parts by weight of the copolymer based on the solid content, preferably 0.005 to 5 parts by weight. If the content is more than 10 parts by weight, durability may be reduced.
In addition, the pressure-sensitive adhesive composition may further include an antistatic agent.
The type of antistatic agent is not particularly limited, but in the case of an ionic solid formed by ionic bonding of a cation and an anion, when applied together with the pressure-sensitive adhesive composition of the present invention, durability reduction can also be improved, which is more effective.
The kind of ionic solid is not specifically limited. Cation constituting the ionic solids are imidazolium, pyridinium, and may be selected from ammonium, pyrrole lithium or phosphonium anion is Cl -, Br -, I - , AlCl 4 -, Al 2 Cl 7 -, BF 4 -, PF 6 -, ClO 4 -, NO 3 -, CO 3 2 -, CH 3 COO -, CF 3 COO -, CH 3 SO 3 -, CF 3 SO 3 -, (CF 3 SO 2) 2 N -, (CF 3 SO 2) 3 C -, AsF 6 -, SbF 6 -, NbF 6 -, TaF 6 -, F (HF) n -, (CN) 2 n -, C 4 F 9 SO 3 -, (C 2 F 5 SO 2) 2 N -, C 3 F 7 COO -, C 6 H 5 COO -, (CF 3 SO 2) (CF 3 CO) N -, OTf - ( methanesulfonate trifluoroacetate) , OTs - may be selected from (tetraphenylborate) - (toluene sulfonate), OMS (methanesulfonate), or BPh 4.
Compounds containing imidazolium as the cation (imidazolium salt) include 1,3-dimethylimidazolium chloride, 1-butyl-2,3-dimethylimidazolium chloride, 1-butyl-3-methylimidazolium Bromide, 1-butyl-3-methylimidazolium chloride, 1-butyl-3-methylimidazolium methanesulfonate, 1-butyl-1- (3,3,4,4,5,5,6,6 , 7,7,8,8,8-tridecafluorooctyl) -imidazolium hexafluorophosphate, 1-ethyl-3-methylimidazolium bromide, 1-ethyl-3-methylimidazolium chloride, 1-ethyl-3-methylimidazolium hexafluorophosphate, 1-ethyl-3-methylimidazolium iodide, 1-ethyl-2,3-dimethylimidazolium chloride, 1-methylimidazolium chloride , 1,2,3-trimethylimidazolium methyl sulfate, 1-methyl-3- (3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro Lococtyl) -imidazolium hexafluorophosphate, 1-aryl-3-methylimidazolium chlora De, a 1-benzyl-3-methylimidazolium chloride, 1-benzyl-3-methyl imidazolium hexafluoro phosphate microporous, 1-benzyl-3-methyl include a borate such as imidazolium tetrafluoroborate.
Compounds containing pyridinium as cations (pyridinium salts) include 1-butyl-3-methylpyridinium bromide, 1-butyl-4-methylpyridinium bromide, 1-butyl-4-methylpyridinium chloride, 1-butyl Pyridinium bromide, 1-butylpyridinium chloride, 1-butylpyridinium hexafluorophosphate, 1-hexylpyridinium hexafluorophosphate, 1-octylpyridinium hexafluorophosphate, 1-octyl-4-methylpyridine Dinium hexafluorophosphate, 1-ethylpyridinium bromide, 1-ethylpyridinium chloride, and the like.
Compounds containing ammonium as cations (ammonium salts) include cyclohexyltrimethylammonium bis (trifluoromethanesulfonyl) imide, tetra-n-butylammonium chloride, tetrabutylammonium bromide, tributylmethylammonium methylsulfate, tetrabutylammonium Bis (trifluoromethylsulfonyl) imide, tetraethylammonium trifluoromethanesulfonate, tetrabutylammonium benzoate, tetrabutylammonium methanesulfate, tetrabutylammonium nonafluorobutanesulfonate, tetra-n-butylammonium Hexafluorophosphate, tetrabutylammonium trifluoroacetate, tetrahexyl ammonium tetrafluoroborate, tetrahexyl ammonium bromide, tetrahexyl ammonium iodide, tetraoctyl ammonium chloride, tetraoctyl ammonium bromide, tetraheptyl ammonium bromide, tetraphen Tyl ammonium bromide, n-hexadecyl trimethylammonium hexafluoro phosphate, etc. are mentioned.
Examples of the compound (pyrrolidinium salt) containing pyrrolidin as a cation include 1-butyl-1-methylpyrrolidin bromide, 1-butyl-1-methylpyrrolidin chloride, 1-butyl-1-methylpyrrolidin tetrafluoroborate and the like. Can be mentioned.
Moreover, as a compound (alkylphosphonium salt) containing phosphonium as a cation, tetrabutyl phosphonium bromide, tetrabutyl phosphonium chloride, tetrabutyl phosphonium tetrafluoro borate, tetrabutyl phosphonium methanesulfonate, tetrabutyl phosphonium p-toluenesulfonate, tributylhexadecylphosphonium bromide, etc. are mentioned.
The antistatic agent may be included in an amount of 0 to 20 parts by weight based on 100 parts by weight of the copolymer based on the solid content. If the content is more than 20 parts by weight, bubbles or peeling may occur and durability may be reduced.
In addition to the above components, the pressure-sensitive adhesive composition is a tackifying resin, antioxidant, corrosion inhibitor, leveling agent, surface lubricant, dye, pigment in order to adjust the adhesion, cohesion, viscosity, modulus, glass transition temperature, etc. required according to the application It may further include additives such as antifoaming agent, filler, light stabilizer.
The pressure-sensitive adhesive composition configured as described above is used to promote a conventional crosslinking reaction by increasing a crosslinking reactivity with a crosslinking agent by maintaining a physical property such as adhesive strength and durability required as a conventional pressure sensitive adhesive, in particular, by copolymerizing a monomer represented by the formula (1). It is possible to shorten the curing period without the addition of the crosslinking promoter, and to improve the processability by securing excellent storage stability, and to improve the performance when using an antistatic agent.
The pressure-sensitive adhesive composition of the present invention can be used both as a pressure-sensitive adhesive for surface protection film as well as pressure-sensitive adhesive for polarizing plate for bonding with a liquid crystal cell. In addition, it can be used as a protective film, a reflective sheet, a structural adhesive sheet, a photo adhesive sheet, a lane display adhesive sheet, an optical adhesive product, an adhesive for an electronic component, as well as a general commercial adhesive sheet product and a medical patch.
The polarizing plate of the present invention is characterized in that an adhesive layer made of an adhesive composition is laminated.
The thickness of the pressure-sensitive adhesive layer can be adjusted according to the adhesive force, it is usually preferably 3 to 100㎛, more preferably 10 to 100㎛.
Such a polarizing plate can be applied to all conventional liquid crystal display devices, and specifically, a liquid crystal display device including a liquid crystal panel in which a polarizing plate on which an adhesive layer is laminated is bonded to at least one surface of a liquid crystal cell can be configured.
Hereinafter, preferred examples are provided to aid the understanding of the present invention, but these examples are merely illustrative of the present invention and are not intended to limit the scope of the appended claims. It is apparent to those skilled in the art that various changes and modifications can be made to the present invention, and such modifications and changes belong to the appended claims.
Example
Manufacturing example 1. Acrylic Copolymer A
90 parts by weight of n-butyl acrylate (BA), 5 parts by weight of methyl ethyl acrylate (MEA), 2-hydroxyethyl acrylate (HEA) in a 1 L reactor equipped with a refrigeration system for easy reflux of nitrogen gas ) 2 parts by weight of a monomer mixture consisting of 3 parts by weight of 2- (methacryloxy) ethyl 6-hydroxyhexanoate (MAOEHH) represented by the formula (2), and then 100 parts by weight of ethyl acetate (EA) as a solvent. . Thereafter, nitrogen gas was added for 1 hour to remove oxygen, and then the temperature was maintained at 62 ° C. After stirring the monomer mixture uniformly, 0.07 parts by weight of azobisisobutyronitrile (AIBN) was added as a reaction initiator and reacted for 8 hours to prepare an acrylic copolymer A having a weight average molecular weight of 500,000 or more.
[Formula 2]
Manufacturing example 2-8. Manufacture of Acrylic Copolymer B-H
To carry out the same as in Preparation Example 1, a monomer mixture as shown in Table 1 was used.
MEA: methylethyl acrylate
HEA: 2-hydroxyethyl acrylate
HEAA: 2-hydroxyethylhexyl acrylamide
MAOEHH: 2- (methacryloxy) ethyl 6-hydroxyhexanoate represented by the formula (2)
Example 1-6, Comparative example 1-4
(1) pressure-sensitive adhesive composition
After mixing the components and contents as shown in Table 2 below, the pressure-sensitive adhesive composition was prepared by diluting to an appropriate concentration in consideration of coating properties. At this time, the content is parts by weight.
(2) adhesive sheet
The pressure-sensitive adhesive composition was dried on a film coated with a silicone release agent and then applied to have a thickness of 25 μm, and dried at 100 ° C. for 1 minute to form a pressure-sensitive adhesive layer. An adhesive sheet was prepared by laminating another release film thereon.
(3) polarizing plate with pressure-sensitive adhesive
After peeling the release film of the prepared pressure-sensitive adhesive sheet, the pressure-sensitive adhesive layer was laminated on an iodine-based polarizing plate having a thickness of 185 μm to prepare a polarizing plate with pressure-sensitive adhesive.
KBM-403: 3-glycidoxypropyltrimethoxysilane (Shin-Etsu)
Antistatic Agent: 1-octyl-4-methylpyridinium hexafluorophosphate
DBTDLA: dibutyl tin dilaurate
Test Example
The physical properties of the pressure-sensitive adhesive composition, pressure-sensitive adhesive sheet and pressure-sensitive adhesive polarizing plate prepared in Examples and Comparative Examples were measured by the following method, and the results are shown in Table 3 below.
1. Storage stability (viscosity change,%)
Initial viscosity of the prepared pressure-sensitive adhesive composition and the viscosity after standing for 24 hours at room temperature was measured using a viscometer (Brookfield LVDV-II + B type (spindle no. 3, 30rpm)), the rate of change of viscosity (△ η) Was calculated.
<Evaluation Criteria>
○: Δη <10%
?: 10%??? <20%
×: 20% ≤ Δη
2. Curing period
The adhesive sheet thus prepared was cured for 1 to 10 days at 23 DEG C and 65% RH, and the gel fraction was measured in the following manner for each day, and the curing period was measured, in which the gel fraction was no longer increased.
About 0.25 g of an adhesive layer of an adhesive sheet is affixed on a fixed 250 mesh wire mesh (100 mm x 100 mm), and it wraps so that a gel powder may not leak. After accurate weighing by precision balance, the wire mesh is immersed in ethyl acetate solution for 3 days. The immersed wire mesh is taken out, washed with a small amount of ethyl acetate solution, dried at 120 ° C. for 24 hours, and weighed. The gel fraction was calculated by the following equation 1 using the measured weight. Curing periods were determined based on the time when the value of the calculated gel fraction was in the range of 70 to 80% and there was no change over time.
[Wherein, A is the weight of the wire mesh (g), B is the weight of the wire mesh with the adhesive layer (BA: adhesive weight, g), C is the weight of the dried wire mesh after immersion (CA: weight of the gelled resin, g )being].
3. Durability (heat resistant, Wet heat )
The prepared polarizer with a pressure-sensitive adhesive was cut into a size of 90 mm × 170 mm, and the release film was peeled off. Then, the optical absorption axis was perpendicularly attached to both sides of the glass substrate (110 mm × 190 mm × 0.7 mm). At this time, the applied pressure was 5 kg / cm < 2 >, and the clean room operation was performed so that bubbles or foreign matter would not occur. The heat resistance characteristics were observed whether bubbles or peeling occurred after 1000 hours at 80 ℃ temperature, and the heat-resistant characteristics were bubbles or peeling after 1000 hours at 60 ℃ temperature and 90% RH conditions Was observed. At this time, it was observed after leaving for 24 hours at room temperature immediately before evaluating the state of the specimen.
<Evaluation Criteria>
Ⓞ: No bubbles or peeling.
○: Bubbles or peeling <5
?: 5 pieces? Bubbles or peeling <10 pieces
×: 10 ≤ air bubbles or peeling
4. Adhesive force (N / 25㎜)
The prepared pressure-sensitive adhesive polarizing plate was cut into a size of 25 mm × 100 mm, the release film was peeled off, laminated on a glass substrate (# 1737, Corning Co., Ltd.) at a pressure of 0.25 MPa, and an autoclave treatment was made. After room temperature adhesiveness was left for 24 hours under 23 ° C and 50% RH, the warm adhesive strength was measured after 48 hours under 50 ° C and 50% RH, and then the universal tensile tester (UTM, Instron) was used. It peeled and measured the peeling speed 300 mm / min and the peeling angle 180 degree adhesive layer using this. At this time, measurement was carried out under conditions of 23 캜 and 50% RH.
5. Antistatic property (surface specific resistance)
After peeling the release film of the prepared pressure-sensitive adhesive polarizing plate using a surface resistance measuring instrument (MCP-HT450, Mitsubishi Chemical, Probe: URS, UR100, Probe checker: for URS, UR100) to each of the three points of the adhesive layer 10 After measuring once, the average value was calculated and evaluated based on the following criteria.
<Evaluation Criteria>
○: surface specific resistance ≤ 5.0 × 10 10 Ω /
△: 5.0 × 10 10 Ω / □ <surface specific resistance ≤ 9.9 × 10 10 Ω / □
×: 9.9 × 10 10 Ω / □ <surface specific resistance
term
As shown in Table 3, the pressure-sensitive adhesive composition of Examples 1 to 6 comprising a copolymer and a crosslinking agent in which the monomer represented by Formula 1 according to the present invention is excellent in storage stability compared to the pressure-sensitive adhesive composition of Comparative Examples 1 to 4 And it can be confirmed that not only can shorten the curing period without additional ingredients, but also good adhesion and durability. Moreover, when the antistatic agent was used, the performance could also be improved. However, in the case of Example 6, the storage stability and durability is slightly lower than other embodiments, but it can be seen that the curing period and durability are still superior to the comparative examples.
Claims (10)
[Formula 1]
(Wherein R is a hydrogen atom or a methyl group, X is an alkylene group having 1 to 10 carbon atoms, and n is an integer of 1 to 4).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020110102644 | 2011-10-07 | ||
| KR20110102644 | 2011-10-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20130038129A true KR20130038129A (en) | 2013-04-17 |
Family
ID=48438912
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020120061559A KR20130038129A (en) | 2011-10-07 | 2012-06-08 | Adhesive composition, polarizing plate and liquid crystal display device comprising the same |
Country Status (1)
| Country | Link |
|---|---|
| KR (1) | KR20130038129A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018182120A1 (en) * | 2017-03-31 | 2018-10-04 | 동우화인켐 주식회사 | Polarizing plate and image display device comprising same |
-
2012
- 2012-06-08 KR KR1020120061559A patent/KR20130038129A/en not_active Application Discontinuation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018182120A1 (en) * | 2017-03-31 | 2018-10-04 | 동우화인켐 주식회사 | Polarizing plate and image display device comprising same |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR20110130693A (en) | Adhesive composition and polarizing plate comprising the same | |
| KR101314202B1 (en) | Adhesive composition | |
| KR20130052498A (en) | Adhesive composition, polarizing plate and liquid crystal display device comprising the same | |
| KR20120119691A (en) | Adhesive composition, polarizing plate and liquid crystal display device comprising the same | |
| KR20130101781A (en) | Adhesive composition | |
| KR101783209B1 (en) | Adhesive composition, polarizing plate and liquid crystal display device comprising the same | |
| KR20140031089A (en) | Adhesive composition | |
| KR20150001272A (en) | Acrylic copolmer and adhesive composition containing threrof | |
| KR20130038129A (en) | Adhesive composition, polarizing plate and liquid crystal display device comprising the same | |
| KR102066921B1 (en) | Adhesive Composition and Polarizing Plate Comprising the Same | |
| KR20120119386A (en) | Adhesive composition, polarizing plate and liquid crystal display device comprising the same | |
| KR102003584B1 (en) | Adehesive Composition and Polarizing Plate Containing the Same | |
| KR20130075637A (en) | Adhesive composition | |
| KR101919578B1 (en) | New heterocyclic amine and adhesive composition comprising the same | |
| KR20130063446A (en) | New silane compound and adhesive composition comprising the same | |
| KR20130050041A (en) | Copolymer and pressure-sensitive adhesive composion comprising the same | |
| KR101837057B1 (en) | Adhesive composition, polarizing plate and liquid crystal display device comprising the same | |
| KR20140120080A (en) | Acrylic copolmer, adhesive composition containing threrof, and acrylate compounds | |
| KR20140140872A (en) | Acrylic copolmer and adhesive composition containing threrof | |
| TWI637973B (en) | Acrylic copolymer and adhesive composition containing same | |
| KR20130092355A (en) | Acrylic copolymer and adhesive composition comprising the same | |
| KR20120091549A (en) | Adhesive composition, polarizing plate and liquid crystal display device comprising the same | |
| KR101983407B1 (en) | Adhesive Composition and Polarizing Plate Comprising the Same | |
| KR20150025839A (en) | Adhesive composition | |
| KR20150039984A (en) | Adhesive composition |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WITN | Withdrawal due to no request for examination |