WO2011105877A2 - 점착제 조성물 - Google Patents
점착제 조성물 Download PDFInfo
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- WO2011105877A2 WO2011105877A2 PCT/KR2011/001405 KR2011001405W WO2011105877A2 WO 2011105877 A2 WO2011105877 A2 WO 2011105877A2 KR 2011001405 W KR2011001405 W KR 2011001405W WO 2011105877 A2 WO2011105877 A2 WO 2011105877A2
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- WIPO (PCT)
- Prior art keywords
- sensitive adhesive
- adhesive composition
- pressure
- peel
- weight
- Prior art date
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Classifications
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
- G02B1/16—Optical coatings produced by application to, or surface treatment of, optical elements having an anti-static effect, e.g. electrically conducting coatings
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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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/08—Homopolymers or copolymers of acrylic acid esters
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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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
- C09J7/22—Plastics; Metallised plastics
-
- 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]
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
- C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C09J7/385—Acrylic polymers
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/40—Adhesives in the form of films or foils characterised by release liners
-
- 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
- C09J9/00—Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
- G02B1/14—Protective coatings, e.g. hard coatings
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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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
- C09J2301/302—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
- C09J2301/312—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier parameters being the characterizing feature
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
- C09K2323/05—Bonding or intermediate layer characterised by chemical composition, e.g. sealant or spacer
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/28—Web or sheet containing structurally defined element or component and having an adhesive outermost layer
- Y10T428/2852—Adhesive compositions
- Y10T428/2878—Adhesive compositions including addition polymer from unsaturated monomer
- Y10T428/2891—Adhesive compositions including addition polymer from unsaturated monomer including addition polymer from alpha-beta unsaturated carboxylic acid [e.g., acrylic acid, methacrylic acid, etc.] Or derivative thereof
Definitions
- the present invention relates to an adhesive composition, an optical member protective film, a polarizing plate, and a liquid crystal display device.
- the liquid crystal display device may include various optical members such as a polarizing plate, a retardation plate, an optical compensation film, a reflection sheet, and a brightness enhancement film.
- a protective film may be attached to such an optical member for protection in a manufacturing process of a liquid crystal display, a shipment after a manufacture, or a distribution process.
- an optical member protective film As for an optical member protective film, adjustment of peeling force according to peeling speed is very important. For example, in order for a protective film to play a role, it is necessary to have a suitable low speed peel force. If the low-speed peeling force is too low, the lifting phenomenon tends to occur during the cutting process of the optical member, and the like, and therefore becomes vulnerable to contamination from the outside.
- the optical member protective film may be removed at a certain time, from a viewpoint of productivity, a protective film is peeled off and removed from an optical member at high speed. Accordingly, when the high-speed peeling force of the pressure-sensitive adhesive is too high, the liquid crystal panel is damaged or the amount of static electricity generated is also very large, thereby damaging the drive element or the like of the panel.
- the adhesive of an optical member protective film needs to have a high speed peeling force and a low speed peeling force simultaneously.
- Patent Literatures 1 to 4 disclose various adhesives, but the adhesives in the literatures have problems of poor balance between low and high speed peeling forces, wettability and adhesion to adherends, and the like.
- Patent Document 1 Japanese Patent Application Laid-open No. Hei 5-163468
- Patent Document 2 Japanese Patent Application Laid-Open No. 11-256111
- Patent Document 3 Japanese Patent Laid-Open No. 2001-323239
- Patent Document 4 Japanese Patent Publication No. 2005-023143
- An object of this invention is to provide an adhesive composition, an optical member protective film, a polarizing plate, and a liquid crystal display device.
- the present invention comprises an interpenetrating polymer network (hereinafter sometimes referred to as "IPN") structure comprising an acrylic resin having a weight average molecular weight of 1.1 million or less and having the acrylic resin in a crosslinked state after curing.
- IPN interpenetrating polymer network
- the peel force for the TAC (Triacetyl cellulose) sheet measured at a peel angle of 180 degrees and a peel rate of 0.3 m / min in the state including the structure is 8 gf / inch to 40 gf / inch
- the adhesive composition whose peeling force with respect to a TAC sheet measured by peeling angle and the peeling speed of 30 m / min is 80 gf / inch-300 gf / inch.
- the pressure-sensitive adhesive composition of the present invention includes an acrylic resin having a weight average molecular weight of 1.1 million or less, and after curing, an IPN structure including a crosslinked structure formed by crosslinking the acrylic resin and a crosslinked structure of a different kind from the crosslinked structure. It includes.
- curing the adhesive composition means a state in which the adhesive property is expressed in the adhesive composition by physical action or chemical reaction by irradiating light or maintaining the adhesive composition at a predetermined temperature.
- the cured pressure-sensitive adhesive composition in some cases, may be used in the same sense as the pressure-sensitive adhesive or pressure-sensitive adhesive layer.
- the term "irradiation of light” means irradiation of electromagnetic waves, and examples of the electromagnetic waves include microwaves, infrared rays (IR), ultraviolet rays (UV), X-rays and? -Rays, and a-particle beams (a-). Particle beams such as particle beams, proton beams, neutron beams and electron beams may be included.
- IPN structure means a state in which two or more kinds of crosslinked structures exist simultaneously in the pressure-sensitive adhesive composition after curing as described above.
- the two or more types of crosslinked structures may be present in an intertwined state. That is, the pressure-sensitive adhesive composition of the present invention, after being cured, includes at least a kind of crosslinked structure that is different from the crosslinked structure implemented by the acrylic resin is crosslinked and implemented by the acrylic resin.
- the acrylic resin may be included in the interpenetrating polymer network structure, for example, in a state crosslinked by a multifunctional crosslinking agent.
- a crosslinkable acrylic resin is used as the acrylic resin having a predetermined molecular weight contained in the pressure sensitive adhesive composition, and such crosslinkable acrylic resin is multifunctional in the curing process of the pressure sensitive adhesive composition. It can be implemented by crosslinking with a crosslinking agent.
- crosslinkable acrylic resin means an acrylic resin having a functional group capable of reacting with the polyfunctional crosslinking agent described later in the side chain or terminal.
- a weight average molecular weight (M w: Weight Average Molecular Weight )
- M w Weight Average Molecular Weight
- a weight average molecular weight means the standard polystyrene conversion value measured by GPC (gel permeation chromatography), More specifically, the numerical value measured by the method prescribed
- the term "molecular weight” means "weight average molecular weight.”
- the molecular weight of the acrylic resin is preferably 1 million or less, more preferably 800,000 or less, and more preferably 600,000 or less.
- the lower limit of the molecular weight of the acrylic resin is not particularly limited.
- the lower limit of the molecular weight of the acrylic resin can be controlled in the range of about 150,000 or more, preferably about 300,000 or more, in consideration of the cohesion force and durability of the pressure-sensitive adhesive.
- the acrylic resin is a (meth) acrylic acid ester monomer; And an acrylic resin including a crosslinkable monomer as a polymerized unit.
- alkyl (meth) acrylate can be used, for example, and in view of the cohesion force, glass transition temperature, peel force, etc. of the pressure-sensitive adhesive, the carbon number is 1 to 14, preferably 1 Alkyl (meth) acrylate which has an alkyl group of 12 to 12 can be used.
- alkyl (meth) acrylate methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, t-butyl (meth) acrylate, sec-butyl (meth) acrylate, pentyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, 2-ethylbutyl (meth) acrylate, n-octyl (meth ) Acrylate, isooctyl (meth) acrylate, isononyl (meth) acrylate, lauryl (meth) acrylate and tetradecyl (meth) acrylate, and the like can be exemplified, one or more of the above is resin It may be included as a polymerization unit.
- crosslinkable monomer may mean, for example, a monomer which may be copolymerized with the (meth) acrylic acid ester monomer and may provide a crosslinkable functional group to the resin after copolymerization.
- crosslinkable functional group a hydroxyl group, a carboxyl group, glycidyl group, an isocyanate group, or a nitrogen containing functional group etc. are mentioned, for example, A hydroxyl group or a carboxyl group can be used normally.
- crosslinkable monomers that can be used are known in the art in view of the desired crosslinkable functional groups, and all such monomers can be used in the present invention.
- Examples of such monomers include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 6-hydroxyhexyl (meth) acrylate, Hydroxy group-containing monomers such as 8-hydroxyoctyl (meth) acrylate, 2-hydroxyethylene glycol (meth) acrylate or 2-hydroxypropylene glycol (meth) acrylate; Or (meth) acrylic acid, 2- (meth) acryloyloxy acetic acid, 3- (meth) acryloyloxy propyl acid, 4- (meth) acryloyloxy butyl acid, acrylic acid duplex, itaconic acid, maleic acid Carboxyl group-containing monomers such as maleic anhydride and the like; Or nitrogen-containing monomers such as (meth) acrylamide, N-vinyl pyrrolidone, or N-vinyl caprolactam, and the like, and one or more of the above may
- the acrylic resin may include 80 parts by weight to 99.8 parts by weight of the (meth) acrylic acid ester monomer and 0.01 parts by weight to 10 parts by weight of the crosslinkable monomer as a polymerized unit, whereby the cohesive force, peeling force and durability of the pressure-sensitive adhesive Physical properties can be properly maintained.
- part by weight means “weight ratio” unless otherwise specified.
- the acrylic resin may further include a monomer represented by the following Chemical Formula 1 as a polymerized unit.
- R 1 to R 3 each independently represent hydrogen or alkyl, and R 4 is cyano; Phenyl unsubstituted or substituted with alkyl; Acetyloxy; Or COR 5 , wherein R 5 represents amino or glycidyloxy unsubstituted or substituted with alkyl or alkoxyalkyl.
- the monomer of Formula 1 may be used, for example, to further control the physical properties of the pressure-sensitive adhesive or to impart other functionalities.
- Alkyl or alkoxy in the definition of R 1 to R 5 of Formula 1 means alkyl or alkoxy having 1 to 8 carbon atoms, preferably methyl, ethyl, methoxy, ethoxy, propoxy or butoxy.
- the monomer of Formula 1 may be included in the acrylic resin, for example, 20 parts by weight or less relative to the weight ratio of the aforementioned (meth) acrylic acid ester monomer or crosslinkable monomer.
- Such acrylic resin can be prepared through a conventional polymerization method known in the art.
- (meth) acrylic acid ester monomers, crosslinkable monomers, and / or monomers of Formula 1, etc., as described above may be appropriately blended according to the desired weight ratio to prepare a monomer mixture, which is solution polymerization.
- photopolymerization, bulk polymerization, suspension polymerization, or emulsion polymerization may be used together.
- the pressure-sensitive adhesive composition may further include a multifunctional crosslinking agent that may react with the acrylic resin in the curing process to implement a crosslinking structure.
- polyfunctional crosslinking agent an appropriate kind can be used in consideration of the crosslinking functional group contained in the said acrylic resin among known crosslinking agents, such as an isocyanate crosslinking agent, an epoxy crosslinking agent, an aziridine crosslinking agent, and a metal chelate crosslinking agent, etc., for example.
- the isocyanate crosslinking agent include at least two isocyanate groups such as tolylene diisocyanate, xylene diisocyanate, diphenylmethane diisocyanate, hexamethylene diisocyanate, isoborone diisocyanate, tetramethylxylene diisocyanate or naphthalene diisocyanate.
- the crosslinking agent obtained by making a compound or the compound which has two or more isocyanate groups as mentioned above react with a polyol is mentioned, As said polyol, trimethylol propane etc. are mentioned, for example.
- an epoxy crosslinking agent ethylene glycol diglycidyl ether, triglycidyl ether, trimethylol propane triglycidyl ether, N, N, N ', N'- tetraglycidyl ethylenediamine and / or glycerin diglycid And dialkyl ethers.
- aziridine crosslinking agents examples include N, N'-toluene-2,4-bis (1-aziridinecarboxamide), N, N'-diphenylmethane-4,4'- Bis (1-aziridinecarboxamide), triethylene melamine, bisisoprotaloyl-1- (2-methylaziridine) and / or tri-1-aziridinylphosphineoxide, and the like, It is not limited.
- the metal chelate crosslinking agent examples include compounds in which polyvalent metals such as aluminum, iron, zinc, tin, titanium, antimony, magnesium or vanadium are coordinated with alkyl esters of acetyl acetone or acetoacetic acid, and the like. However, it is not limited thereto.
- the pressure-sensitive adhesive composition or IPN structure may include the crosslinking agent in an amount of 0.01 to 10 parts by weight, more preferably 0.01 to 5 parts by weight, based on 100 parts by weight of the acrylic resin. Within this range, the cohesion and durability of the pressure-sensitive adhesive can be maintained excellent.
- the pressure-sensitive adhesive composition may further include a photopolymerizable compound as a component for implementing a kind of crosslinked structure different from that of the crosslinked structure in which the acrylic resin is crosslinked. That is, the IPN structure may further include a crosslinked structure including a polymerized photopolymerizable compound.
- a crosslinked structure may be implemented by blending a photopolymerizable compound in the pressure-sensitive adhesive composition and polymerizing the photopolymerizable compound through irradiation of light in the curing process of the composition.
- photopolymerizable compound means a compound containing at least two or more photopolymerizable functional groups in a molecular structure so as to be polymerized by irradiation of light to implement a crosslinked structure.
- the photopolymerizable functional group is a functional group that can be polymerized or crosslinked by irradiation with light, and examples thereof include a functional group including an ethylenically unsaturated double bond such as acryloyl group or methacryloyl group, and the like. It doesn't happen.
- MFA multifunctional acrylate
- polyfunctional acrylate examples include 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, neopentylglycol di (meth) acrylate, polyethylene glycol di (meth) acrylic Neopentylglycol adipate di (meth) acrylate, hydroxyl promisvalic acid neopentylglycol di (meth) acrylate, dicyclopentanyl di (meth) acrylate, Caprolactone modified dicyclopentenyl di (meth) acrylate, ethylene oxide modified di (meth) acrylate, di (meth) acryloxy ethyl isocyanurate, allylated cyclohexyl di (meth) acrylate , Tricyclodecane dimethanol (meth) acrylate, dimethylol dicyclopentane di (meth) acrylate, ethylene oxide modified hexa
- Isocyanate monomers and trimethylolpropane tri (meth) acrylate Six-functional acrylates, such as a reactant, etc. can be mentioned, One or a mixture of two or more of these can be used, but it is not limited to these.
- the ring structure included in the acrylate may be a carbocyclic structure or a heterocyclic structure; Or any of a monocyclic or polycyclic structure.
- examples of the ring structure included in the multifunctional acrylate include a cycloalkyl ring structure having 3 to 12 carbon atoms, preferably 3 to 8 carbon atoms, such as cyclopentane, cyclohexane, or cycloheptane.
- One or more ring structures may be included in the acrylate, preferably 1 to 5, more preferably 1 to 3, and one or more hetero atoms such as O, S or N may also be included.
- polyfunctional acrylate including the ring structure and / or urethane bond include monomers having an isocyanurate structure such as tris (meth) acryloxy ethyl isocyanurate; Reactants of urethane acrylates (ex. Isocyanate compounds having a ring structure in the molecule (ex. Isoborone diisocyanate) and acrylate compounds (ex. Trimethylolpropane tri (meth) acrylate or pentaerythritol tri (meth) acrylate) Etc.), but are not limited thereto.
- isocyanurate structure such as tris (meth) acryloxy ethyl isocyanurate
- Reactants of urethane acrylates ex. Isocyanate compounds having a ring structure in the molecule
- acrylate compounds ex. Trimethylolpropane tri (meth) acrylate or pentaerythritol tri (meth) acrylate
- the photopolymerizable compound in the pressure-sensitive adhesive composition or the IPN structure is 1 part by weight to 30 parts by weight, preferably 3 parts by weight to 25 parts by weight, more preferably 8 parts by weight to 25 parts by weight based on 100 parts by weight of the acrylic resin. It can be included in parts by weight, more preferably 10 parts by weight to 20 parts by weight, thereby effectively implementing the IPN structure, maintaining a good low-speed and high-speed peeling force, and can also ensure the durability of the pressure-sensitive adhesive.
- the pressure-sensitive adhesive composition may further include a photoinitiator.
- a photoinitiator can advance the polymerization reaction of the photopolymerizable compound mentioned above by light irradiation, and can provide a crosslinked structure in an adhesive.
- the kind of photoinitiator is not specifically limited.
- Specific examples of the photoinitiator include benzoin, hydroxy ketone, amino ketone or phosphine oxide, and more specifically, benzoin, benzoin methyl ether, benzoin ethyl ether, and benzoin isopropyl.
- Ether benzoin n-butyl ether, benzoin isobutyl ether, acetophenone, dimethylanino acetophenone, 2,2-dimethoxy-2-phenylacetophenone, 2,2-diethoxy-2-phenylacetophenone, 2-hydroxy-2-methyl-1-phenylpropane-1one, 1-hydroxycyclohexylphenylketone, 2-methyl-1- [4- (methylthio) phenyl] -2-morpholino-propane-1 -One, 4- (2-hydroxyethoxy) phenyl-2- (hydroxy-2-propyl) ketone, benzophenone, p-phenylbenzophenone, 4,4'-diethylaminobenzophenone, dichlorobenzophenone , 2-methylanthraquinone, 2-ethylanthraquinone, 2-t-butylanthraquinone, 2-aminoanthraquinone, 2-methylthioxanthone
- the photoinitiator may be included in an amount of 0.1 parts by weight to 10 parts by weight, preferably 0.5 parts by weight to 10 parts by weight, and more preferably 0.5 parts by weight to 5 parts by weight, based on 100 parts by weight of the photopolymerizable compound.
- the content of the photoinitiator is too small, there is a fear that the polymerization or curing reaction may not be performed smoothly, when too much, there is a possibility that physical properties such as durability, transparency, transparency, etc. may be lowered.
- the pressure-sensitive adhesive composition may further include an antistatic agent, and the antistatic agent is excellent in compatibility with other components included in the composition such as an acrylic resin, without adversely affecting the transparency, workability and durability of the pressure-sensitive adhesive, Any compound can be used as long as it can impart antistatic performance to the pressure-sensitive adhesive.
- the antistatic agent include inorganic salts and organic salts.
- the inorganic salt may be a salt containing an alkali metal cation or an alkaline earth metal cation as the cation component.
- the cation include lithium ion (Li + ), sodium ion (Na + ), potassium ion (K + ), rubidium ion (Rb + ), cesium ion (Cs + ), beryllium ion (Be 2+ ), Magnesium ions (Mg 2+ ), calcium ions (Ca 2+ ), strontium ions (Sr 2+ ), and barium ions (Ba 2+ ), and the like, or two or more kinds thereof, and preferably lithium ions (Li +).
- Li + lithium ion
- the organic salt may be a salt containing an onium cation as a cation component.
- onium cation means an ion that is positively charged with at least a portion of the charge localized on one or more atoms selected from the group consisting of nitrogen (N), phosphorus (P) and sulfur (S).
- the onium cation may be a cyclic or acyclic compound, and in the case of a cyclic compound, may be a non-aromatic or aromatic compound.
- the cyclic compound it may contain one or more hetero atoms (ex. Oxygen) other than nitrogen, phosphorus or sulfur atoms.
- the cyclic or acyclic compound may be optionally substituted with a substituent such as hydrogen, halogen, alkyl or aryl.
- a substituent such as hydrogen, halogen, alkyl or aryl.
- one or more, preferably four or more substituents may be included, wherein the substituents may be cyclic or acyclic substituents, aromatic or non-aromatic substituents.
- the onium cation is a cation containing a nitrogen atom, preferably an ammonium ion.
- the ammonium ions may be quaternary ammonium ions or aromatic ammonium ions.
- the quaternary ammonium ion in the above is preferably a cation represented by the formula (2).
- R 6 to R 9 in Formula 2 are each independently hydrogen; Substituted or unsubstituted alkyl; Substituted or unsubstituted alkoxy; Substituted or unsubstituted alkenyl; Substituted or unsubstituted alkynyl; Substituted or unsubstituted aryl; Or substituted or unsubstituted heteroaryl.
- alkyl or alkoxy may represent alkyl or alkoxy having 1 to 12 carbon atoms, preferably 1 to 8 carbon atoms, and alkenyl or alkynyl may have 2 to 12 carbon atoms, preferably 2 to 8 carbon atoms. May represent kenyl or alkynyl.
- aryl is a substituent derived from an aromatic compound, may represent a phenyl, biphenyl, naphthyl or anthracenyl ring system and the like
- heteroaryl is one or more hetero selected from O, N and S 5 to 12 membered heterocycle or aryl ring containing an atom, specifically furyl, pyrrolyl, pyrrolidinyl, thienyl, pyridinyl, piperidyl, indolyl, quinolyl, thiazole, benz Thiazole, triazole and the like.
- alkyl, alkoxy, alkenyl, alkynyl, aryl or heteroaryl may be substituted by one or more substituents, and examples of the substituents include hydroxy group, halogen or 1 to 12 carbon atoms, preferably Preferably 1 to 8, more preferably 1 to 4 alkyl or alkoxy and the like, but is not limited thereto.
- R 1 to R 4 are each independently substituted or unsubstituted alkyl having 1 to 12 carbon atoms, preferably 1 to 8 carbon atoms. Preference is given to using phosphorus cations.
- quaternary ammonium ions represented by the formula (2) include N-ethyl-N, N-dimethyl-N- (2-methoxyethyl) ammonium ion, N, N-diethyl-N-methyl-N- (2-methoxyethyl) ammonium ion, N-ethyl-N, N-dimethyl-N-propylammonium ion, N-methyl-N, N, N-trioctylammonium ion, N, N, N-trimethyl-N -Propyl ammonium ions, tetrabutylammonium ions, tetramethylammonium ions, tetrahexylammonium ions and N-methyl-N, N, N-tributylammonium ions, and the like, but are not limited thereto.
- examples of the aromatic ammonium ion may include at least one selected from the group consisting of pyridinium, pyridazinium, pyrimidinium, pyrazinium, imidazolium, pyrazolium, thiazolium, oxazollium and triazolium.
- N-alkyl pyridinium substituted with an alkyl group having 4 to 16 carbon atoms 1,3-alkylmethyl imidazolium substituted with an alkyl group having 2 to 10 carbon atoms
- the aromatic ammonium ion in the present invention may also be a compound represented by the following formula (3).
- R 10 to R 15 are each independently hydrogen; Substituted or unsubstituted alkyl; Substituted or unsubstituted alkoxy; Substituted or unsubstituted alkenyl; Substituted or unsubstituted alkynyl; Substituted or unsubstituted aryl; Or substituted or unsubstituted heteroaryl.
- Alkyl, alkoxy, alkenyl, alkynyl, aryl and heteroaryl in Formula 3, and their definitions are the same as in Formula 2.
- R 11 to R 15 are each independently hydrogen or alkyl, and R 10 is alkyl.
- Examples of the anion contained in the inorganic salt or an organic salt comprising a cation as described above in the antistatic agent of the present invention fluoride (F -), chloride (Cl -), bromide (Br -), iodide (I -), perchlorate (ClO 4 -), hydroxide (OH -), carbonate (CO 3 2-), nitrate (NO 3 -), sulfonate (SO 4 -), methyl benzene sulfonate (CH 3 ( C 6 H 4) SO 3 - ), p- toluenesulfonate (CH 3 C 6 H 4 SO 3 -), carboxymethyl sulfonate (COOH (C 6 H 4) SO 3 -), sulfonate as a triple (CF 3 SO 2 -), benzo carbonate (C 6 H 5 COO -) , acetate (CH 3 COO -), acetate (CF 3 COO -) with a triple
- the antistatic agent may be included in the pressure-sensitive adhesive composition in an amount of 0.01 to 5 parts by weight, preferably 0.01 to 2 parts by weight, more preferably 0.1 to 2 parts by weight, based on 100 parts by weight of the acrylic resin. If the content is less than 0.01 part by weight, the desired antistatic effect may not be obtained. If the content is more than 5 parts by weight, compatibility with other components may be inferior, and durability or transparency of the pressure-sensitive adhesive may be deteriorated.
- the pressure-sensitive adhesive composition of the present invention may be referred to as a compound capable of forming a coordinating bond with the above-described antistatic agent, specifically, the cation contained in the antistatic agent (hereinafter, referred to as "coordination compound") together with the above-described components. .) May be further included.
- the coordination binder compound is appropriately included, even when a relatively small amount of antistatic agent is used, anion concentration inside the pressure-sensitive adhesive layer can be increased to effectively impart antistatic performance.
- the kind of coordination compound that can be used is not particularly limited as long as it has a functional group capable of coordinating with the antistatic agent in the molecule.
- an alkylene oxide type compound can be used as said coordination compound, for example.
- the alkylene oxide unit which has a carbon number of a basic unit is 2 or more, Preferably it is 3-12, More preferably, it is 3-8. It is preferable to use an alkylene oxide compound.
- the alkylene oxide-based compound preferably has a molecular weight of 5,000 or less.
- the term "molecular weight” used in the present invention means the molecular weight or weight average molecular weight of the compound.
- the molecular weight of the alkylene oxide-based compound exceeds 5,000, the viscosity is excessively increased, there is a fear that the coating properties deteriorate, or the ability to form a complex with a metal is lowered.
- the lower limit of the molecular weight of the alkylene oxide-based compound in the present invention is not particularly limited, for example, can be appropriately controlled in the range of 500 or more, preferably 4,000 or more.
- alkylene oxide chelating agent that can be used in the present invention are not particularly limited as long as the above-described properties are shown, and for example, a compound represented by the following formula (4) can be used.
- A represents alkylene having 2 or more carbon atoms
- n represents 1 to 120
- R 18 represents hydrogen or an alkyl group.
- alkylene represents alkylene having 3 to 12 carbon atoms, preferably 3 to 8 carbon atoms, and specifically, ethylene, propylene, butylene or pentylene.
- alkyl may represent alkyl having 1 to 12 carbon atoms, preferably 1 to 8 carbon atoms, more preferably 1 to 4 carbon atoms, and n is preferably 1 to 80 carbon atoms, more preferably 1 To 40.
- More specific examples of the compound of Formula 4 include, but are not limited to, polyalkylene oxides (eg, polyethylene oxide, polypropylene oxide, polybutylene oxide, or polypentylene oxide, etc.), polyalkylene oxides (ex. Polyethylene oxide, poly Carboxylic acids of fatty acid alkyl esters or polyalkylene oxides (e.g. polyethylene oxide, polypropylene oxide, polybutylene oxide or polypentylene oxide, etc.) of propylene oxide, polybutylene oxide or polypentylene oxide, etc.) And esters, but are not limited thereto.
- polyalkylene oxides eg, polyethylene oxide, polypropylene oxide, polybutylene oxide, or polypentylene oxide, etc.
- esters but are not limited thereto.
- the ester compound having one or more ether bonds in the molecule disclosed in Korea Patent Publication No. 2006-0018495, or the oxalate group-containing compound disclosed in Patent Publication No. 2006-0128659 Various coordination compounds, such as a diamine group containing compound, a polyvalent carboxyl group containing compound, or a ketone group containing compound, can be suitably selected and used as needed.
- the coordination compound may be included in the pressure-sensitive adhesive composition in an amount of 3 parts by weight or less, preferably 0.1 parts by weight to 3 parts by weight, more preferably 0.5 parts by weight to 2 parts by weight, based on 100 parts by weight of the acrylic resin.
- the content exceeds 2 parts by weight, there is a fear that the pressure-sensitive adhesive physical properties such as peeling force.
- the pressure-sensitive adhesive composition may further include a silane coupling agent.
- a silane coupling agent for example, ⁇ -glycidoxypropyl triethoxy silane, ⁇ -glycidoxypropyl trimethoxy silane, ⁇ -glycidoxypropyl methyldiethoxy silane, ⁇ -glycidoxypropyl tri Ethoxy silane, 3-mercaptopropyl trimethoxy silane, vinyltrimethoxysilane, vinyltriethoxy silane, ⁇ -methacryloxypropyl trimethoxy silane, ⁇ -methacryloxy propyl triethoxy silane, ⁇ - Aminopropyl trimethoxy silane, ⁇ -aminopropyl triethoxy silane, 3-isocyanato propyl triethoxy silane, ⁇ -acetoacetate propyl trimethoxysilane, ⁇ -acetoacetate propyl triethoxy silane, ⁇ - Cyanoacet
- the silane coupling agent which has an acetoacetate group or (beta) -cyanoacetyl group, it is not limited to this.
- the silane coupling agent may be included in an amount of 0.01 to 5 parts by weight, preferably 0.01 to 1 part by weight based on 100 parts by weight of the acrylic resin. If the content of the coupling agent is less than 0.01 part by weight, the effect of increasing the adhesive strength may be insignificant. If it exceeds 5 parts by weight, the durability and reliability may be lowered.
- the pressure-sensitive adhesive composition of the present invention may further include a tackifying resin from the viewpoint of adjusting the adhesion performance.
- a tackifying resin is not specifically limited, For example, hydrocarbon resin or its hydrogenated substance, rosin resin or its hydrogenated substance, rosin ester resin or its hydrogenated substance, terpene resin or its hydrogenated substance, terpene phenol resin or One kind or a mixture of two or more kinds thereof, such as a hydrogenated substance, a polymerized rosin resin or a polymerized rosin ester resin, can be used.
- the tackifying resin may be included in an amount of 1 part by weight to 100 parts by weight with respect to 100 parts by weight of the acrylic resin. If the content is less than 1 part by weight, the effect of addition may be insignificant. If it exceeds 100 parts by weight, the compatibility and / or cohesion improvement effect may be lowered.
- the pressure-sensitive adhesive composition of the present invention may also contain at least one additive selected from the group consisting of epoxy resins, crosslinkers, ultraviolet stabilizers, antioxidants, colorants, reinforcing agents, fillers, antifoaming agents, surfactants, and plasticizers. It may further include a.
- the pressure-sensitive adhesive composition may have a gel fraction of 80% to 99% in a state after curing, that is, a state including an IPN structure.
- the gel fraction is a numerical value calculated by the following general formula (1).
- A represents the mass of the pressure-sensitive adhesive composition comprising an IPN structure
- B represents the dry mass of the insoluble fraction recovered after immersing the same pressure-sensitive adhesive composition in ethyl acetate for 48 hours at room temperature.
- the pressure-sensitive adhesive composition of the present invention has a low peel force (X 1 ) of 8 gf / inch to 40 gf / inch and a high speed peel force (X 2 ) of 80 gf / inch after curing, that is, in a state including an IPN structure. To 300 gf / inch.
- the term "low speed peel force” means a peel force (X 1 ) for a TAC sheet measured at a peel angle of 180 degrees and a peel rate of 0.3 m / min, and specifically defined in the item of Measurement Method 2 described later. It means the peel force measured according to the method.
- high-speed peel force refers to a peel force (X 2) for a TAC sheet measured with a peel rate of 180-degree peel angle and 30 m / min, and specifically, the provision of an item in the measurement method 2 described later It means the peel force measured by the method to do.
- the low speed peel force X 1 may preferably be 10 gf / inch to 30 gf / inch, more preferably 10 gf / inch to 20 gf / inch.
- the high speed peeling force (X 2 ) is preferably 100 gf / inch to 280 gf / inch, more preferably 100 gf / inch to 200 gf / inch, more preferably 100 gf / inch to 150 gf / inch Can be.
- the ratio of the low-speed peeling force (X 1 ) to the high-speed peeling force (X 2 ), that is, X 2 / X 1 may be 1 to 15, preferably 5 to 15, more preferably 7 to 13.
- the present invention also includes an interpenetrating polymer network structure having a weight average molecular weight of 1.1 million or less and having an acrylic resin in a crosslinked state, the TAC sheet measured at a peel angle of 180 degrees and a peel rate of 0.3 m / min.
- a pressure-sensitive adhesive layer having a peel force of 8 gf / inch to 40 gf / inch, and a peel force of 80 gf / inch to 300 gf / inch for a TAC sheet measured at a peel angle of 180 degrees and a peel rate of 30 m / min. It is related with the optical member protective film containing.
- the adhesive layer of the said protective film can harden
- the individual components contained in the pressure-sensitive adhesive layer or low-speed and high-speed peel force of the adhesive (X 1, X 2) or a specific measurement method of the figures, etc. are the same as in the description of the pressure-sensitive adhesive composition.
- the optical member protective film may further include, for example, a substrate, and an adhesive layer may be formed on one surface or both surfaces of the substrate.
- the pressure-sensitive adhesive layer formed by curing the pressure-sensitive adhesive composition exhibits high low-speed peeling force and low high-speed peeling force, and is also excellent in balance between both.
- the pressure-sensitive adhesive layer may have excellent durability, workability, transparency and antistatic properties. Accordingly, the pressure-sensitive adhesive composition can be effectively applied to various optical devices or components or display devices or components.
- transparent substrates In particular, transparent substrates; And in the case of the pressure-sensitive adhesive sheet consisting of the pressure-sensitive adhesive layer of the present invention formed on the transparent substrate, protection for protecting optical members such as polarizing plates, retardation plates, optical compensation films, reflective sheets and brightness enhancement films used in liquid crystal display devices, etc. It can be effectively used as a film.
- the use of the said protective film is not limited to the use mentioned above, Various industrial sheets, for example, a protective film, a cleaning sheet, a reflective sheet, a structural adhesive sheet, an adhesive sheet for photos, an adhesive sheet for lane display, an optical It can be effectively used for pressure sensitive adhesive products or pressure sensitive adhesives for electronic parts.
- the acrylic composition of the present invention can be applied to laminated products of multilayer structures, general commercial adhesive sheet products, medical patches, heat-activated pressure-sensitive adhesives, and the like.
- a general transparency film in this field can be used without limitation, and examples thereof include polyester film (ex. Polyethylene terephthalate film, polybutylene terephthalate), polytetrafluoroethylene film, polyethylene film And plastic films such as polypropylene films, polybutene films, polybutadiene films, vinyl chloride copolymer films or polyimide films.
- Such a base film may consist of a single layer, or two or more layers may be laminated
- one or both surfaces of the substrate may be subjected to surface treatment such as primer treatment.
- the thickness of the substrate is not particularly limited to be appropriately selected depending on the use, and can be generally formed in a thickness of 5 ⁇ m to 500 ⁇ m, preferably 10 ⁇ m to 100 ⁇ m.
- the thickness of the pressure-sensitive adhesive layer is not particularly limited, for example, may be 2 ⁇ m to 100 ⁇ m, preferably 5 ⁇ m to 50 ⁇ m. If the thickness of the pressure-sensitive adhesive layer is out of the above-described range, it is difficult to form a uniform pressure-sensitive adhesive layer and there is a fear that the physical properties of the pressure-sensitive adhesive film become nonuniform.
- the method for forming the pressure-sensitive adhesive layer is not particularly limited, and for example, a method of applying the pressure-sensitive adhesive composition or a coating liquid containing the same to a base material or the like and curing it by a conventional means such as a bar coater, or the pressure-sensitive adhesive composition is a peelable base material once. After apply
- the method of curing the pressure-sensitive adhesive composition of the present invention in the above process is also not particularly limited, for example, the acrylic resin and the crosslinking agent included in the composition undergoes an appropriate aging process, or the polymerization reaction of the photopolymerizable compound It can be carried out through irradiation of light that can induce, for example, ultraviolet irradiation.
- the ultraviolet irradiation may be performed using a means such as a high pressure mercury lamp, an electrodeless lamp or a xenon lamp.
- the irradiation amount in the ultraviolet curing method is not particularly limited as long as it is controlled to such a degree that sufficient curing is achieved without damaging the overall physical properties, for example, the illuminance is 50 mW / cm 2 to 1,000 mW / cm 2 , and the light amount is 50 mJ. It is preferred that it is / cm 2 to 1,000 mJ / cm 2 .
- the present invention also provides a substrate; And it relates to an optical member comprising the protective film of claim 12 attached to one or both sides of the substrate.
- the substrate may be a functional sheet that can be applied to a liquid crystal display device, and may be, for example, a polarizing plate, a retardation plate, an optical compensation film, a reflective sheet, or a brightness enhancement film, and is usually a polarizing plate.
- the polarizing plate may be, for example, a polarizer; And a polarizer protective film formed on one or both surfaces of the polarizer.
- the polarizing plate of the present invention may further include one or more functional layers selected from the group consisting of a protective layer, a reflective layer, an antiglare layer, a retardation plate, a wide viewing angle compensation film, and a brightness enhancing film, as the case may be.
- the kind of polarizer contained in a polarizing plate is not specifically limited,
- the polarizer is a functional film or sheet capable of extracting only light vibrating in one direction from incident light while vibrating in various directions.
- a polarizer may be, for example, a form in which a dichroic dye is adsorbed in a polyvinyl alcohol-based resin film.
- Polyvinyl alcohol-type resin which comprises a polarizer can be obtained by gelatinizing polyvinylacetate-type resin, for example.
- the polyvinylacetate resin which can be used may include not only a homopolymer of vinyl acetate but also a copolymer of vinyl acetate and other monomers copolymerizable with the above.
- Examples of the monomer copolymerizable with vinyl acetate include unsaturated carboxylic acids, olefins, vinyl ethers, unsaturated sulfonic acids, and a mixture of one or two or more kinds of acrylamides having an ammonium group, but are not limited thereto. no.
- the degree of gelation of the polyvinyl alcohol-based resin is usually 85 mol% to 100 mol%, preferably 98 mol% or more.
- the polyvinyl alcohol-based resin may be further modified, for example, polyvinyl formal or polyvinyl acetal modified with aldehydes may be used.
- the degree of polymerization of the polyvinyl alcohol-based resin may be about 1,000 to 10,000, preferably about 1,500 to 5,000.
- the above-mentioned polyvinyl alcohol-type resin is formed into a film, and can be used as a raw film of a polarizer.
- the method of forming a polyvinyl alcohol-type resin into a film is not specifically limited, The general method known in this field can be used.
- the thickness of the raw film formed into a polyvinyl alcohol-based resin is not particularly limited, and may be appropriately controlled within, for example, 1 ⁇ m to 150 ⁇ m. In consideration of ease of stretching and the like, the thickness of the master film can be controlled to 10 ⁇ m or more.
- the polarizer is a step of stretching (ex. Uniaxial stretching) the polyvinyl alcohol resin film as described above, a step of dyeing the polyvinyl alcohol resin film with a dichroic dye, adsorbing the dichroic dye, and a dichroic dye adsorbed.
- the polyvinyl alcohol-based resin film can be produced through a process of treating with a boric acid aqueous solution and a process of washing with water after treating with a boric acid aqueous solution.
- the dichroic dye iodine or a dichroic organic dye may be used.
- the polarizing plate of the present invention may further include a protective film formed on one side or both sides of the polarizer.
- the said protective film is a concept distinguished from the protective film containing the adhesive layer which concerns on this invention mentioned above.
- the kind of protective film that can be included in the polarizing plate of the present invention is not particularly limited, and includes, for example, a cellulose film such as triacetyl cellulose; Polyester films such as polycarbonate films or polyethylene terephthalate films; Polyether sulfone-based film; And / or a protective film composed of a polyethylene film, a polypropylene film or a polyolefin film having a cyclo or norbornene structure, or a polyolefin film such as an ethylene propylene copolymer.
- the thickness of the protective film is also not particularly limited, and may be formed in a conventional thickness.
- the present invention also provides a liquid crystal panel; And the optical member attached to one or both surfaces of the liquid crystal panel, wherein the optical member is a polarizing plate with the protective film usually attached thereto.
- the kind of liquid crystal panel contained in a liquid crystal display device is not specifically limited.
- F various passive matrix systems including TN (Twisted Neumatic) type, STN (Super Twisted Neumatic) type, F (ferroelectric) type and PD (polymer dispersed LCD) type;
- Various active matrix schemes including two terminals and three terminals;
- Both known liquid crystal panels, including IPS mode panels and VA mode panels, can be applied.
- the type of the other components included in the liquid crystal display device and the manufacturing method thereof are not particularly limited, and the general configurations in this field can be employed without limitation.
- a pressure-sensitive adhesive composition having high low-speed peeling force and low high-speed peeling force, maintaining an excellent balance of the low-speed and high-speed peeling force, and excellent in wettability, durability, re-peelability, transparency, and antistatic property to the adherend.
- an optical member protective film is provided.
- Nitrogen gas was refluxed, and 99 parts by weight of 2-ethylhexyl acrylate (2-EHA) and 1 part by weight of acrylic acid (AA) were added to a 1 L reactor equipped with a cooling device for easy temperature control, and ethyl acetate ( EAc) 100 parts by weight was added. Thereafter, nitrogen gas was purged for 1 hour, and the temperature was maintained at 62 ° C.
- 2-EHA 2-ethylhexyl acrylate
- AA acrylic acid
- EAc ethyl acetate
- reaction initiator azobisisobutyronitrile (AIBN)
- n-dodecylmercaptan (n-DDM) a molecular weight regulator
- reaction mixture was diluted with ethyl acetate (EAc) to prepare an acrylic resin (A5) having a solid content concentration of 44% by weight and a weight average molecular weight (M w ) of 800,000.
- acrylic resin (A1) of Production Example 1 10 g of trimethylolpropane triacrylate, 1.5 g of photoinitiator (2,2-dimethoxy-1,2-diphenylethanone), crosslinking agent (tolylene of trimethylolpropane) Isocyanate adducts) 1.5 g, LiTFSi (lithium bis (trifluoromethanesulfonyl) imide) 0.3 g and polyethylene glycol bis (2-hexanoate) 1.2 g are uniformly blended, and the pressure-sensitive adhesive composition is diluted to an appropriate concentration in consideration of coating properties. Prepared.
- the pressure-sensitive adhesive composition was coated and dried on one surface of a biaxially stretched PET (poly (ethylene terephthalate)) film (thickness: 38 ⁇ m) to form a uniform coating layer having a thickness of 20 ⁇ m. Subsequently, the release film was laminated on the coating layer and subjected to ultraviolet treatment under the following conditions using a high pressure mercury lamp. Subsequently, the protective film was prepared by aging at 50 ° C. for 3 days.
- Light quantity about 150 mJ / cm 2 to 200 mJ / cm 2
- the weight average molecular weight of acrylic resin was measured on condition of the following using GPC. The measurement result was converted into the calibration curve using standard polystyrene of Agilent system.
- the low speed peel force ( X 1 ) and the high speed peel force ( X 2 ) were measured according to the following procedures.
- the prepared optical member protective film was cut out to the size of 10 inch x 1 inch (horizontal x vertical).
- the cut film was then affixed to a TAC sheet (trade name: UZ-TAC, manufactured by Fujifilm Co., Ltd.) using a 2 kg roller in accordance with JIS Z 0237. Thereafter, the TAC sheet with a protective film was stored at a temperature of 23 ° C. and a relative humidity of 65% for 24 hours.
- the protective film was peeled at a peel angle of 180 degrees and a peel rate of 0.3 m / min, and the low speed peel force ( X 1 ) was measured, and the protective film was peeled at 180 degrees and 30 m. / min with high-speed peeling strength (X 2) was measured while peeling the peeling speed.
- Measurement method 3 Measurement of low speed and high speed peeling force on AG sheet
- the low speed peeling force and the high speed peeling force were measured according to the following procedures.
- the prepared protective film was cut out to a size of 10 inches by 1 inch (horizontal ⁇ length).
- the cut film was then affixed on an anti-glare (AG) sheet (trade name: AGL25, manufactured by Japan DNP Co., Ltd.) using a 2 kg roller in accordance with JIS Z 0237. Thereafter, the AG sheet with the protective film was stored at a temperature of 23 ° C. and a relative humidity of 65% for 24 hours.
- AG anti-glare
- the protective film was peeled at a peel angle of 180 degrees and a peel rate of 0.3 m / min, and a low peel force was measured, and the protective film was peeled at 180 degrees and 30 m / min.
- the high speed peeling force was measured, peeling at the peeling rate of.
- the protective films prepared in Examples and Comparative Examples were attached to a polarizing plate, and cut to a size of 2.5 cm x 25 cm (width x length) to prepare a sample.
- the prepared sample was attached to the glass substrate using double sided tape. Thereafter, the protective film was peeled off from the sample, and then the protective film was peeled off again on the polarizing plate, and the protective film was completely wetted to the surface of the polarizing plate while applying a constant pressure at a point uniformly divided in the longitudinal direction of the protective film. The time was measured and the wettability was evaluated based on the following criteria.
- Example 2 kg of rollers were used for the TAC sheet (UZ-TAC, Japan FUJIFILM Corporation) surface and AG sheet (brand name: AGL25, Japan DNP Corporation (made)) surface for the protective film manufactured by the Example and the comparative example.
- the constant voltage generated while peeling the film from each sample at a rate of 40 m / min was measured with a constant voltage meter (STATIRON-M2) at a height of 1 cm from the sample surface. In each case, the constant voltage was measured three times, an average value was taken, and the peeling constant voltage characteristics were evaluated according to the following criteria.
- peeling constant voltage is 0.5 kV or less
- the sample prepared in the same manner as in the measuring method 6 was left in an oven at 50 ° C. for 7 days, and then the peeling electrification voltage was measured at room temperature in the same manner as in measuring method 6, and the heat resistance was determined according to the following criteria.
- the peeling electrification voltage characteristic was evaluated.
- peeling constant voltage is 0.5 kV or less
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Abstract
Description
실시예 | |||||||||
1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | |
수지(A1) | 100 | 100 | - | - | - | 100 | - | - | - |
수지(A2) | - | - | 100 | - | - | - | 100 | - | - |
수지(A4) | - | - | - | 100 | 100 | - | - | - | - |
수지(A5) | - | - | - | - | - | - | - | 100 | - |
수지(A6) | - | - | - | - | - | - | - | - | 100 |
가교제A | 1.5 | 0.5 | 2 | 0.5 | 0.5 | 0.5 | 1.0 | 0.5 | 2.0 |
가교제B | - | - | - | 1.5 | 1.5 | - | - | - | - |
MFA | 10 | 20 | 7.5 | 15 | 7.5 | 3.0 | 7.5 | 5.0 | 5.0 |
광개시제 | 1.5 | 3.0 | 0.5 | 1.0 | 0.5 | 0.5 | 0.5 | 1.0 | 1.0 |
가소제 | 1.2 | 1.2 | 1.2 | 1.2 | 1.2 | 1.2 | 1.2 | 1.2 | 1.2 |
금속염 | 0.3 | 0.3 | 0.3 | 0.3 | 0.3 | 0.3 | 0.3 | 0.3 | 0.3 |
함량 단위: 중량부가교제 A: 트리메틸롤프로판의 톨리렌디이오시아네이트 부가물가교제 B: N,N,N',N'-테트라글리시딜 에틸렌디아민MFA: 트리메틸롤프로판 트리아크릴레이트광개시제: 2,2-디메톡시-1,2-디페닐에타논 (Irgacure 651)가소제: 폴리에틸렌글리콜 비스(2-헥사노에이트)금속염: 리튬 비스(트리플루오로메탄설포닐)이미드 |
1 | 2 | 3 | 4 | 5 | 6 | 7 | |
수지(A1) | 100 | 100 | - | - | - | 100 | - |
수지(A2) | - | - | - | - | - | - | 100 |
수지(A3) | - | - | 100 | - | - | - | - |
수지(A4) | - | - | - | - | - | - | - |
가교제 A | 3 | 12 | 5 | - | - | 0.5 | 2 |
가교제 B | - | - | - | - | - | - | - |
MFA | - | - | - | 100 | 100 | 35 | 35 |
광개시제 | - | - | - | 15 | 1 | 3.5 | 3 |
가소제 | 1.2 | 1.2 | 1.2 | 1.2 | 1.2 | 1.2 | 1.2 |
금속염 | 0.3 | 0.3 | 0.3 | 0.3 | 0.3 | 0.3 | 0.3 |
함량 단위: 중량부가교제 A: 트리메틸롤프로판의 톨리렌디이오시아네이트 부가물가교제 B: N,N,N',N'-테트라글리시딜 에틸렌디아민MFA: 트리메틸롤프로판 트리아크릴레이트광개시제: 2,2-디메톡시-1,2-디페닐에타논 (Irgacure 651)가소제: 폴리에틸렌글리콜 비스(2-헥사노에이트)금속염: 리튬 비스(트리플루오로메탄설포닐)이미드 |
실시예 | |||||||
1 | 2 | 3 | 4 | 5 | |||
박리력(gf/inch) | AG시트 | 저속 | 12.3 | 10.5 | 14.2 | 10.8 | 12.3 |
고속 | 105 | 100 | 125 | 105 | 114 | ||
TAC시트 | 저속 | 14.5 | 11.2 | 16.5 | 10.7 | 13.7 | |
고속 | 117 | 120 | 130 | 110 | 121 | ||
젖음성 | ◎ | ◎ | ◎ | ◎ | ◎ | ||
내열성 | ○ | ○ | ○ | ○ | ○ | ||
박리 정전압 | ○ | ○ | ○ | ○ | ○ | ||
내열 박리 정전압 | ○ | ○ | ○ | ○ | ○ |
실시예 | ||||||
6 | 7 | 8 | 9 | |||
박리력(gf/inch) | AG시트 | 저속 | 33.2 | 19.0 | 15.5 | 8.1 |
고속 | 248 | 140 | 221 | 92 | ||
TAC시트 | 저속 | 39.2 | 22.5 | 19.4 | 8.5 | |
고속 | 270 | 141 | 232 | 97 | ||
젖음성 | ◎ | ◎ | ◎ | ◎ | ||
내열성 | ○ | ○ | ○ | ○ | ||
박리 정전압 | ○ | ○ | ○ | ○ | ||
내열 박리 정전압 | ○ | ○ | ○ | ○ |
비교예 | |||||||||
1 | 2 | 3 | 4 | 5 | 6 | 7 | |||
박리력(gf/inch) | AG시트 | 저속 | 6.7 | 3.1 | 2.4 | 2.4 | 7.1 | 5.3 | 4.7 |
고속 | 350 | 90 | 75 | 85 | 210 | 110 | 120 | ||
TAC시트 | 저속 | 9.2 | 4.0 | 2.5 | 2.4 | 8.3 | 7.0 | 4.4 | |
고속 | 370 | 101 | 92 | 87 | 216 | 121 | 124 | ||
젖음성 | ◎ | △ | △ | × | × | △ | △ | ||
내열성 | × | △ | △ | ○ | ○ | △ | △ | ||
박리 정전압 | ○ | ○ | ○ | ○ | ○ | ○ | ○ | ||
내열 박리 정전압 | × | ○ | ○ | ○ | ○ | ○ | ○ |
Claims (15)
- 중량평균분자량이 110만 이하인 아크릴 수지를 포함하고, 경화된 후에 상기 아크릴 수지를 가교된 상태로 가지는 상호침투 고분자 네트워크 구조를 포함하며, 또한, 상기 구조를 포함한 상태에서 180도의 박리 각도와 0.3 m/min의 박리 속도로 측정한 TAC 시트에 대한 박리력이 8 gf/inch 내지 40 gf/inch이고, 180도의 박리 각도와 30 m/min의 박리 속도로 측정한 TAC 시트에 대한 박리력이 80 gf/inch 내지 300 gf/inch인 점착제 조성물.
- 제 1 항에 있어서, 아크릴 수지는 중량평균분자량이 100만 이하인 점착제 조성물.
- 제 1 항에 있어서, 아크릴 수지는 다관능성 가교제에 의해 가교된 상태로 상호침투 고분자 네트워크 구조에 포함되는 점착제 조성물.
- 제 1 항에 있어서, 상호침투 고분자 네트워크 구조는, 중합된 광중합성 화합물을 가지는 가교 구조를 추가로 포함하는 점착제 조성물.
- 제 4 항에 있어서, 광중합성 화합물은, 다관능성 아크릴레이트인 점착제 조성물.
- 제 4 항에 있어서, 광중합성 화합물은, 아크릴 수지 100 중량부에 대하여 1 중량부 내지 30 중량부로 포함되는 점착제 조성물.
- 제 1 항에 있어서, 대전방지제를 추가로 포함하는 점착제 조성물.
- 제 1 항에 있어서, 상호침투 고분자 네트워크 구조를 포함한 상태에서 겔 함량이 80% 내지 99%인 점착제 조성물.
- 제 1 항에 있어서, 상호침투 고분자 네트워크 구조를 포함한 상태에서 겔 함량이 80% 내지 99%인 점착제 조성물.
- 제 1 항에 있어서, 경화된 후에 180도의 박리 각도와 30 m/min의 박리 속도로 측정한 TAC 시트에 대한 박리력이 100 gf/inch 내지 280 gf/inch인 점착제 조성물.
- 제 1 항에 있어서, 경화된 후에 180도의 박리 각도 및 0.3 m/min의 박리 속도로 측정한 TAC 시트에 대한 박리력(X1)에 대한 180도의 박리 각도 및 30 m/min의 박리 속도로 측정한 TAC 시트에 대한 박리력(X2)의 비율(X2/X1)이 1 내지 15인 점착제 조성물.
- 중량평균분자량이 110만 이하이고, 또한 가교된 상태의 아크릴 수지를 가지는 상호침투 고분자 네트워크 구조를 포함하며, 180도의 박리 각도와 0.3 m/min의 박리 속도로 측정한 TAC 시트에 대한 박리력이 8 gf/inch 내지 40 gf/inch이고, 180도의 박리 각도와 30 m/min의 박리 속도로 측정한 TAC 시트에 대한 박리력이 80 gf/inch 내지 300 gf/inch인 점착제층을 포함하는 광학 부재 보호 필름.
- 기재; 및 상기 기재의 일면 또는 양면에 부착된 제 12 항의 보호 필름을 포함하는 광학 부재.
- 제 13 항에 있어서, 기재가 편광판, 위상차판, 광학보상필름, 반사시트 또는 휘도향상필름인 광학 부재.
- 액정 패널; 및 상기 액정 패널의 일면 또는 양면에 부착된 제 14 항에 따른 광학 부재를 포함하는 액정표시장치.
Priority Applications (4)
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US13/580,889 US9816011B2 (en) | 2010-02-26 | 2011-02-28 | Pressure sensitive adhesive composition |
JP2012554947A JP6124111B2 (ja) | 2010-02-26 | 2011-02-28 | 光学部材保護フィルム、光学部材、及び、液晶表示装置 |
CN201180021268.8A CN102884148B (zh) | 2010-02-26 | 2011-02-28 | 粘合剂组合物 |
EP11747767.9A EP2527416B1 (en) | 2010-02-26 | 2011-02-28 | Adhesive composition |
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KR10-2010-0017536 | 2010-02-26 | ||
KR20100017536 | 2010-02-26 | ||
KR1020110018058A KR101211882B1 (ko) | 2010-02-26 | 2011-02-28 | 점착제 조성물 |
KR10-2011-0018058 | 2011-02-28 |
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EP (1) | EP2527416B1 (ko) |
JP (2) | JP6124111B2 (ko) |
KR (1) | KR101211882B1 (ko) |
CN (1) | CN102884148B (ko) |
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CN102884148A (zh) | 2013-01-16 |
KR20110098691A (ko) | 2011-09-01 |
US9816011B2 (en) | 2017-11-14 |
WO2011105877A3 (ko) | 2012-02-02 |
JP6216955B2 (ja) | 2017-10-25 |
JP6124111B2 (ja) | 2017-05-10 |
CN102884148B (zh) | 2015-07-08 |
US20120321819A1 (en) | 2012-12-20 |
EP2527416A2 (en) | 2012-11-28 |
TW201202376A (en) | 2012-01-16 |
EP2527416B1 (en) | 2020-06-03 |
KR101211882B1 (ko) | 2012-12-13 |
TWI521036B (zh) | 2016-02-11 |
JP2013520549A (ja) | 2013-06-06 |
EP2527416A4 (en) | 2017-01-25 |
JP2015206043A (ja) | 2015-11-19 |
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