KR101911994B1 - Adhesive Composition and Polarizing Plate Comprising the Same - Google Patents
Adhesive Composition and Polarizing Plate Comprising the Same Download PDFInfo
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- KR101911994B1 KR101911994B1 KR1020150117395A KR20150117395A KR101911994B1 KR 101911994 B1 KR101911994 B1 KR 101911994B1 KR 1020150117395 A KR1020150117395 A KR 1020150117395A KR 20150117395 A KR20150117395 A KR 20150117395A KR 101911994 B1 KR101911994 B1 KR 101911994B1
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- Prior art keywords
- sensitive adhesive
- pressure
- ultraviolet
- adhesive composition
- chemical formula
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- 0 Cc(cc(*)cc1)c1N1C=C1 Chemical compound Cc(cc(*)cc1)c1N1C=C1 0.000 description 1
Classifications
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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
-
- 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
- C09J11/04—Non-macromolecular additives inorganic
-
- 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
- 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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- 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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- 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
- C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
- C09J2203/318—Applications of adhesives in processes or use of adhesives in the form of films or foils for the production of liquid crystal displays
Abstract
The present invention provides a pressure-sensitive adhesive composition comprising an acrylic copolymer and ultraviolet absorbing silica nanoparticles, a polarizing plate comprising the same, and a liquid crystal display device. The pressure-sensitive adhesive composition according to the present invention can simultaneously satisfy ultraviolet barrier properties and durability.
Description
The present invention relates to a pressure-sensitive adhesive composition and a polarizing plate comprising the same, and more particularly, to a pressure-sensitive adhesive composition excellent in ultraviolet barrier property and durability, a polarizing plate including the same, and a liquid crystal display device.
2. Description of the Related Art A liquid crystal display device (LCD) includes a liquid crystal cell and a liquid crystal panel including a polarizing plate bonded to both sides of the liquid crystal cell via a pressure sensitive adhesive layer. The polarizing plate is composed of a polarizer and a protective film laminated on both sides thereof.
The adhesive for the bonding of the liquid crystal cell and the polarizing plate should simultaneously satisfy the properties such as adhesiveness to the substrate, light resistance prevention property, heat resistance and anti-wet heat resistance as well as reworkability.
In recent years, a cycloolefin-based or acrylate-based low moisture-permeable protective film having a thin film of a polarizer protective film and having no ultraviolet ray shielding effect is used. Therefore, in order to suppress the liquid crystal deformation due to ultraviolet rays introduced from external light or backlight, A method of imparting an ultraviolet shielding function has been proposed. Specifically, a method of adding an ultraviolet absorber to the pressure-sensitive adhesive composition has been attempted. However, in this case, the ultraviolet light shielding function is provided, but the ultraviolet absorber is bleed out to the glass substrate of the liquid crystal cell, and the durability such as heat resistance is deteriorated.
In order to solve this problem, Korean Patent Laid-Open No. 10-2014-0074581 discloses a pressure-sensitive adhesive composition comprising an acrylic copolymer containing an ultraviolet absorbing copolymerizable monomer having a specific ultraviolet absorbing group and a copolymerizable functional group. However, in the case of the pressure-sensitive adhesive composition, gelation and excessive crosslinking may occur during copolymerization of the ultraviolet-absorbing copolymerizable monomer, so that the light leakage characteristic may be deteriorated by the change of the photoelastic coefficient.
Disclosure of Invention Technical Problem [8] The present invention has been made in view of the above problems, and it is an object of the present invention to provide a pressure-sensitive adhesive composition excellent in ultraviolet barrier property and durability.
Another object of the present invention is to provide a polarizing plate in which a pressure-sensitive adhesive layer composed of the pressure-sensitive adhesive composition is laminated.
It is still another object of the present invention to provide a liquid crystal display having the polarizing plate on at least one side of a liquid crystal cell.
On the other hand, the present invention provides a pressure-sensitive adhesive composition comprising an acrylic copolymer and ultraviolet absorbing silica nanoparticles.
In one embodiment of the present invention, the ultraviolet absorbing silica nanoparticle is at least one selected from the group consisting of benzophenone, benzotriazole, benzotriazine, hydroxyphenyltriazine, benzamide, benzoate, cyanoacrylate, Salicylate, cinnamate, oxanilide, coumarin, flavone, dansyl amide, and quinine ultraviolet light. And ultraviolet absorbers selected from the group consisting of ultraviolet absorbers.
In one embodiment of the present invention, the ultraviolet absorbing silica nanoparticles may be prepared by a sol-gel reaction of a silane coupling agent having an ultraviolet absorber, or may be prepared by bonding a silane coupling agent having an ultraviolet absorber to silica particles.
On the other hand, the present invention provides a polarizing plate in which a pressure-sensitive adhesive layer composed of the pressure-sensitive adhesive composition is laminated.
On the other hand, the present invention provides a liquid crystal display in which the polarizing plate is provided on at least one surface of a liquid crystal cell.
The pressure-sensitive adhesive composition according to the present invention can simultaneously satisfy ultraviolet barrier properties and durability, including ultraviolet absorbing silica nanoparticles.
Hereinafter, the present invention will be described in more detail.
One embodiment of the present invention relates to a pressure-sensitive adhesive composition comprising an acrylic copolymer and ultraviolet absorptive silica nanoparticles.
In one embodiment of the present invention, the ultraviolet absorbing silica nanoparticles are silica nanoparticles having an ultraviolet absorber, and examples thereof include benzophenone, benzotriazole, benzotriazine, hydroxyphenyltriazine, benzamide, benzoate, (Dansyl) amide, dibenzylammonium, dibenzylammonium, dibutylammonium, dibutylammonium, dibutylammonium, dibutylammonium, dibutylammonium, amide, or quinine ultraviolet absorber.
In one embodiment of the present invention, the ultraviolet absorbing silica nanoparticles may be prepared by a sol-gel reaction of a silane coupling agent having an ultraviolet absorber, or may be prepared by bonding a silane coupling agent having an ultraviolet absorber to silica particles. The sol-gel reaction and the coupling reaction can be carried out in the presence of an acid catalyst.
In one embodiment of the present invention, the silane coupling agent having the ultraviolet absorber may include at least one member selected from the group consisting of compounds represented by the following formulas (1) to (10).
[Chemical Formula 1]
(2)
(3)
[Chemical Formula 4]
[Chemical Formula 5]
[Chemical Formula 6]
(7)
[Chemical Formula 8]
[Chemical Formula 9]
[Chemical formula 10]
The silane coupling agent having an ultraviolet absorber is commercially available or can be easily prepared by reacting a silane coupling agent with an ultraviolet absorber known in the art.
In one embodiment of the present invention, the ultraviolet absorbing silica nanoparticles not only provide an ultraviolet shielding effect but also can prevent bleed-out of the ultraviolet absorbing agent in the endurance environment due to the silica particles, (Heat resistance and anti-wet heat), and stabilize the optical characteristics and tackiness.
In one embodiment of the present invention, the ultraviolet absorbing silica nanoparticles may be included in an amount of 0.2 to 2.0 parts by weight based on 100 parts by weight of the acrylic copolymer. If the content of the ultraviolet absorbing silica nanoparticles is less than 0.2 parts by weight, it is difficult to obtain a sufficient ultraviolet shielding effect. If the amount is more than 2.0 parts by weight, the elastic modulus of the pressure-sensitive adhesive composition is increased and wettability may be decreased.
In one embodiment of the present invention, the acrylic copolymer may include a (meth) acrylate monomer having an alkyl group having 1-12 carbon atoms and a polymerizable monomer having a crosslinkable functional group.
The (meth) acrylate means acrylate and methacrylate.
Specific examples of the (meth) acrylate monomer having an alkyl group of 1 to 12 carbon atoms include n-butyl (meth) acrylate, 2-butyl (meth) acrylate, (Meth) acrylate, ethyl (meth) acrylate, methyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl Acrylate, isooctyl (meth) acrylate, nonyl (meth) acrylate, decyl (meth) acrylate and lauryl (meth) acrylate. Of these, n-butyl acrylate, Or a mixture thereof. These may be used alone or in combination of two or more.
The polymerizable monomer having a crosslinkable functional group is a component for imparting durability and breaking property by reinforcing the cohesive strength or adhesive strength of the pressure-sensitive adhesive composition by chemical bonding with the following crosslinking agent, and examples thereof include a monomer having a hydroxy group, Monomers having an amide group, monomers having a tertiary amine group, etc. These monomers may be used alone or in admixture of two or more.
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, 2-hydroxyethyl (meth) acrylate or 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 , And compounds obtained by ring-opening addition of succinic anhydride to a caprolactone adduct of 2-hydroxyalkyl (meth) acrylate in which the alkyl group has 2-3 carbon atoms. Of 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 polymerizable monomer having a crosslinkable functional group is preferably contained in an amount of 0.05 to 10 parts by weight, more preferably 0.1 to 8 parts by weight, based on 100 parts by weight of the (meth) acrylate monomer having an alkyl group having 1-12 carbon atoms. When the content is less than 0.05 part by weight, the cohesive force of the pressure-sensitive adhesive becomes small and durability may be deteriorated. When the content is more than 10 parts by weight, a high gel fraction may lower the adhesive strength and cause durability problems.
The acrylic copolymer may further contain other polymerizable monomers other than the monomers in an amount not lowering the adhesive strength, for example, 10% by weight or less based on the total amount.
The method for producing the acrylic copolymer is not particularly limited, and it can be produced by methods such as bulk polymerization, solution polymerization, emulsion polymerization or suspension polymerization which are generally 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 acrylic copolymer generally has a weight average molecular weight (in terms of polystyrene) measured by Gel Permeation Chromatography (GPC) of usually 50,000 to 2,000,000, preferably 1,000,000 to 2,000,000.
The pressure-sensitive adhesive composition according to one embodiment of the present invention may further include a crosslinking agent and a silane coupling agent.
The crosslinking agent is a component for reinforcing the cohesive force of the pressure-sensitive adhesive by properly crosslinking the copolymer, and the kind thereof is not particularly limited. Examples thereof include isocyanate compounds and epoxy compounds, which may be used alone or in combination of two or more.
Examples of the isocyanate compound include 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; An adduct obtained by reacting 3 moles of a diisocyanate compound with 1 mole of a polyhydric alcohol compound such as trimethylolpropane, an isocyanurate compound in which 3 moles of a diisocyanate compound is self-condensed, a diisocyanate obtained from 2 moles of 3 moles of a diisocyanate compound And multifunctional isocyanate compounds containing three functional groups such as burette, triphenylmethane triisocyanate and methylene bistriisocyanate in which the remaining one mole of diisocyanate is condensed in 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, polypropylene glycol Hexanediol diglycidyl ether, polytetramethylene glycol diglycidyl ether, glycerol diglycidyl ether, glycerol triglycidyl ether, glycerol diglycidyl ether, glycerol diglycidyl ether, Diglycerol polyglycidyl ether, polyglycerol polyglycidyl ether, resorcinol diglycidyl ether, 2,2-dibromoneopentyl glycol diglycidyl ether, trimethylol propane triglycidyl ether, pentaerythritol Polyglycidyl ether, sorbitol polyglycidyl ether, adipic acid diglycidyl ester, phthalic acid diglycidyl ester, tris (glycidyl) isocyanurate N, N ', N'-tetraglycidyl-m-glycidoxyethyl isocyanurate, 1,3-bis (N, N-glycidylaminomethyl) cyclohexane, Xylylenediamine, and the like.
In addition, an isocyanate compound, an epoxy compound, and a melamine compound may be used alone or in admixture of two or more.
Examples of the melamine-based compound include hexamethylol melamine, hexamethoxymethyl melamine, and hexabutoxymethyl melamine.
The amount of the crosslinking agent is preferably 0.1 to 5 parts by weight, more preferably 0.1 to 2 parts by weight based on 100 parts by weight of the acrylic copolymer. If the content is less than 0.1 part by weight, the cohesive force becomes small due to insufficient crosslinking, resulting in deterioration of durability such as peeling and deterioration of cutability. If the content is more than 5 parts by weight, excessive crosslinking reaction may cause a problem of relaxation of residual stress have.
The type of the silane coupling agent is not particularly limited, and examples thereof include vinylchlorosilane, vinyltrimethoxysilane, vinyltriethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3- Glycidoxypropyltriethoxysilane, 3-glycidoxypropylmethylethoxysilane, 3-glycidoxypropyldiethoxysilane, 3-glycidoxypropyltriethoxysilane, p-styryltrimethoxysilane, 3- Methacryloxypropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropylmethyldimethoxysilane, 3-methacryloxypropylmethyldiethoxysilane, 3-acryloxypropyltrimethoxy Silane, N-2- (aminoethyl) -3-aminopropylmethyldimethoxysilane, N-2- (aminoethyl) Propylmethyltriethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane Silane, 3-triethoxysilyl-N- (1,3-dimethylbutylidene) propylamine, N-phenyl-3-aminopropyltrimethoxysilane, 3-chloropropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, bis (triethoxysilylpropyl) tetrasulfide, 3-isocyanate propyltriethoxysilane, and the like. These may be used alone or in combination of two or more.
The amount of the silane coupling agent is preferably 0.01 to 5 parts by weight, more preferably 0.1 to 5 parts by weight, based on 100 parts by weight of the acrylic copolymer. When the content is less than 0.01 part by weight, the amount is too small and durability is not expected to be improved. If the content is more than 5 parts by weight, the cohesive strength is excessively increased.
The pressure-sensitive adhesive composition according to one embodiment of the present invention may further contain additives such as a tackifier resin, antioxidant, antistatic agent, antistatic agent, antioxidant, antistatic agent, An antioxidant, a corrosion inhibitor, a leveling agent, a surface lubricant, a dye, a pigment, a defoaming agent, a filler, a light stabilizer, an antistatic agent and the like.
The pressure-sensitive adhesive composition of the present invention can be used not only as a pressure-sensitive adhesive for a polarizing plate for bonding with a liquid crystal cell but also as a pressure-sensitive adhesive for a surface protective film. In addition, it can be used not only as a protective film, a reflective sheet, a structural adhesive sheet, a photographic adhesive sheet, a lane marking adhesive sheet, an optical adhesive product, an electronic component adhesive, but also a general commercial adhesive sheet product or a medical patch.
One embodiment of the present invention relates to a polarizing plate in which a pressure-sensitive adhesive layer composed of the pressure-sensitive adhesive composition is laminated.
The thickness of the pressure-sensitive adhesive layer can be adjusted according to the adhesive force, and is preferably 3 to 100 탆, more preferably 10 to 100 탆.
Such a polarizing plate can be applied to all ordinary liquid crystal display devices, and concretely, a liquid crystal display device including a liquid crystal panel in which a polarizing plate in which the pressure-sensitive adhesive layer is laminated is bonded to at least one surface of a liquid crystal cell can be constituted.
Therefore, one embodiment of the present invention relates to a liquid crystal display device provided with the polarizing plate on at least one surface of a liquid crystal cell.
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.
Manufacturing example 1: Preparation of acrylic copolymer
90 parts by weight of n-butyl acrylate (BA), 8 parts by weight of methyl acrylate (MA), 1 part by weight of acrylic acid (AA), and 2 parts by weight of acrylic acid (AA) were added to a 1 L reactor equipped with a cooling device, -Hydroxyethyl acrylate (2-HEA) was added thereto, and 100 parts by weight of ethyl acetate (EAc) was added as a solvent. Nitrogen gas was then purged for one hour to maintain oxygen at 72 < 0 > C to remove oxygen. After the mixture was homogeneously mixed, 0.07 part by weight of azobisisobutyronitrile (AIBN) was added as a reaction initiator and reacted for 8 hours to prepare an acrylic copolymer.
Manufacturing example 2: Preparation of ultraviolet absorbing silica nanoparticles
Manufacturing example 2-1:
10 g of 2-hydroxy-4- (3-triethoxysilylpropoxy) -benzophenone (Gelest, Inc.) was dissolved in 100 g of a solvent in which isopropanol and distilled water were mixed at a weight ratio of 1: , And the mixture was stirred at 80 占 폚 for 48 hours. The obtained product was filtered using a filter paper and dried in an oven at 80 DEG C for 2 hours to prepare ultraviolet absorbing silica particles.
Manufacturing example 2-2:
Except that 3- (triethoxysilylpropyl) -p-nitrobenzamide was used in place of 2-hydroxy-4- (3-triethoxysilylpropoxy) The same procedure was followed to prepare ultraviolet absorbing silica particles.
Manufacturing example 2-3:
Except that (R) -N-triethoxysilylpropyl-o-quinin-urethane was used in place of 2-hydroxy-4- (3-triethoxysilylpropoxy) The ultraviolet absorbing silica particles were prepared.
Example One:
(1) Production of pressure-sensitive adhesive composition
99 parts by weight of the acrylic copolymer obtained in Preparation Example 1, 1 part by weight of the ultraviolet absorbing silica nanoparticles obtained in Preparation Example 2-1, Coronate-L (adduct of tolylene diisocyanate of trimethylolpropane, Ltd.) and 0.2 part by weight of KBM-403 (3-glycidoxypropyltrimethoxysilane, Shinetsu) as a silane coupling agent were mixed and diluted with ethyl acetate as an organic solvent to prepare a pressure-sensitive adhesive composition .
(2) Production of Polarizer with Adhesive
The pressure-sensitive adhesive composition prepared above was cured on a releasing film coated with silicone release agent to a thickness of 25 mu m and dried at 100 DEG C for 1 minute to form a pressure-sensitive adhesive layer. A release film was laminated on the pressure-sensitive adhesive layer to produce a pressure-sensitive adhesive sheet.
After peeling off the release film of the pressure-sensitive adhesive sheet thus prepared, an iodine-based polarizing plate having a thickness of 185 占 퐉 (a polarizing plate having an 80 占 퐉 protective film having no ultraviolet blocking function bonded to both sides of a 25 占 퐉 thick polarizing plate with an adhesive) Layer was laminated by a sticking process to produce a polarizer with a pressure-sensitive adhesive. The prepared polarizing plate was stored for a curing period under the conditions of 23 캜 and 60% RH.
Example 2:
A pressure-sensitive adhesive composition and a polarizing plate with a pressure-sensitive adhesive were prepared in the same manner as in Example 1, except that the ultraviolet absorbing silica nanoparticles obtained in Preparation Example 2-2 were used.
Example 3:
The procedure of Example 1 was repeated, except that the ultraviolet absorbing silica nanoparticles obtained in Preparation Example 2-3 were used to prepare a pressure-sensitive adhesive composition and a polarizing plate with a pressure-sensitive adhesive.
Comparative Example One:
A pressure-sensitive adhesive composition and a polarizing plate with a pressure-sensitive adhesive were prepared in the same manner as in Example 1, except that the following ultraviolet screening agent was used in place of the ultraviolet absorbing silica nanoparticles.
Comparative Example 2:
A pressure-sensitive adhesive composition and a polarizing plate with a pressure-sensitive adhesive were prepared by carrying out the same procedure as in Example 1 except that the acrylic copolymer obtained in Preparation Example 1 was used in an amount of 100 parts by weight and the ultraviolet absorbing silica nanoparticles were not used .
Experimental Example 1: Durability (heat resistance, Wet heat ) And ultraviolet Barrier property evaluation
The physical properties of the polarizer with a pressure-sensitive adhesive prepared in the above Examples and Comparative Examples were measured by the following methods, and the results are shown in Table 1 below.
(1) Durability (heat resistance, 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 was evaluated by observing the occurrence of bubbles or peeling after being left at a temperature of 80 ° C for 1000 hours. The moisture resistance was evaluated by observing the occurrence of bubbles or peeling after being left at a temperature of 60 ° C and 90% RH for 1000 hours Respectively. At this time, the sample was allowed to stand at room temperature for 24 hours immediately before evaluating the state of the specimen.
<Evaluation Criteria>
○: Bubbles or peeling <5
X: 5 pieces < bubble &
(2) ultraviolet rays Barrier property
The light transmittance of the produced polarizer with a pressure-sensitive adhesive at a wavelength of 380 nm was measured using an ultraviolet ray spectrophotometer (V-7100 / VAF-7070, manufactured by Nippon Bunko).
As can be seen from the above Table 1, the pressure-sensitive adhesive compositions of Examples 1 to 3 including the ultraviolet absorbing silica nanoparticles were prepared in the same manner as in Comparative Examples 1 and 2 except that the ultraviolet absorber was not used at all Compared with Comparative Example 2, the light transmittance was remarkably lowered in the wavelength region of 380 nm, and ultraviolet ray shielding showed excellent heat and moisture and heat durability.
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 (8)
[Chemical Formula 1]
(2)
(3)
[Chemical Formula 4]
[Chemical Formula 5]
[Chemical Formula 6]
(7)
[Chemical Formula 8]
[Chemical Formula 9]
[Chemical formula 10]
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| KR1020150117395A KR101911994B1 (en) | 2015-08-20 | 2015-08-20 | Adhesive Composition and Polarizing Plate Comprising the Same |
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| CN109705728B (en) * | 2019-03-01 | 2021-03-02 | 拓米(成都)应用技术研究院有限公司 | Anti-ultraviolet film for QD-LCD surface and preparation method thereof |
| US20240010870A1 (en) * | 2020-08-20 | 2024-01-11 | Bar-Ilan University | Uv-blocking coatings and anti-fogging and superhydrophobic coatings |
Citations (1)
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| JP2010530468A (en) | 2007-06-20 | 2010-09-09 | スリーエム イノベイティブ プロパティズ カンパニー | Pressure sensitive adhesive containing aziridinylsilane |
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| JP5377135B2 (en) * | 2009-07-21 | 2013-12-25 | 日本化学工業株式会社 | Method for producing colloidal silica |
| KR20130058003A (en) * | 2010-04-20 | 2013-06-03 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | Pressure sensitive adhesives containing reactive, surface-modified nanoparticles |
| JP5387534B2 (en) * | 2010-09-08 | 2014-01-15 | 信越化学工業株式会社 | Coating composition |
| KR101262037B1 (en) * | 2010-10-04 | 2013-05-08 | 주식회사 선진화학 | Novel method for preparing composite particle comprising surface treatment layer of sunscreening agent formed thereon |
| KR20130041487A (en) * | 2011-10-17 | 2013-04-25 | 동우 화인켐 주식회사 | Adhesive composition, polarizing plate and liquid crystal display device comprising the same |
| KR20140074581A (en) | 2012-12-10 | 2014-06-18 | 동우 화인켐 주식회사 | Acrylic copolymer and adhesive composition comprising the same and polarising plate using the same |
| KR20140121094A (en) * | 2013-04-05 | 2014-10-15 | 동우 화인켐 주식회사 | Adhesive composition |
| KR20150093447A (en) * | 2014-02-07 | 2015-08-18 | 동우 화인켐 주식회사 | Adhesive Composition Forming Phase Contrast Adhesive Layer |
-
2015
- 2015-08-20 KR KR1020150117395A patent/KR101911994B1/en active IP Right Grant
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010530468A (en) | 2007-06-20 | 2010-09-09 | スリーエム イノベイティブ プロパティズ カンパニー | Pressure sensitive adhesive containing aziridinylsilane |
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| KR20170022434A (en) | 2017-03-02 |
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