WO2014109491A1 - 점착제 조성물 - Google Patents
점착제 조성물 Download PDFInfo
- Publication number
- WO2014109491A1 WO2014109491A1 PCT/KR2013/011781 KR2013011781W WO2014109491A1 WO 2014109491 A1 WO2014109491 A1 WO 2014109491A1 KR 2013011781 W KR2013011781 W KR 2013011781W WO 2014109491 A1 WO2014109491 A1 WO 2014109491A1
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- WO
- WIPO (PCT)
- Prior art keywords
- meth
- acrylate
- weight
- parts
- ethyl
- Prior art date
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- URLYGBGJPQYXBN-UHFFFAOYSA-N C=CC(OCC1CCC(CO)CC1)=O Chemical compound C=CC(OCC1CCC(CO)CC1)=O URLYGBGJPQYXBN-UHFFFAOYSA-N 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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
- C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
- C08G18/622—Polymers of esters of alpha-beta ethylenically unsaturated carboxylic acids
- C08G18/6225—Polymers of esters of acrylic or methacrylic acid
- C08G18/6229—Polymers of hydroxy groups containing esters of acrylic or methacrylic acid with aliphatic polyalcohols
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
- C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
- C08G18/625—Polymers of alpha-beta ethylenically unsaturated carboxylic acids; hydrolyzed polymers of esters of these acids
- C08G18/6254—Polymers of alpha-beta ethylenically unsaturated carboxylic acids and of esters of these acids containing hydroxy groups
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/04—Non-macromolecular additives inorganic
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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
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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
- C09J2433/00—Presence of (meth)acrylic polymer
Definitions
- the present invention relates to a pressure-sensitive adhesive composition excellent in antistatic properties and durability, the curing period is shortened and the light leakage phenomenon is improved.
- a liquid crystal display device In general, a liquid crystal display device (LCD) is provided with a liquid crystal cell and a polarizing plate containing a liquid crystal, and an appropriate pressure-sensitive adhesive layer for bonding them is used.
- the pressure sensitive adhesive is often used an acrylic pressure sensitive adhesive based on an acrylic copolymer having excellent adhesiveness and transparency.
- peeling the release film from the pressure-sensitive adhesive layer generates static electricity.
- the generated static electricity affects the alignment of the liquid crystal and causes defects or flows between the liquid crystal cell and the adhesive due to electrostatic attraction. It causes contamination by foreign objects.
- an ionic antistatic agent is mixed and used in the pressure-sensitive adhesive composition, but a bleed out phenomenon that precipitates due to the surface migration of the ionic antistatic agent may cause lifting, bubbles, and peeling. In particular, this problem may be exacerbated when exposed to a high temperature or high temperature and high humidity environment.
- a pressure-sensitive adhesive composition containing an acrylic copolymer copolymerized using a monomer containing an alkylene oxide group has been proposed (Korean Patent Publication Nos. 2012-0073093 and 2009-0055576).
- the acrylic copolymer may have a problem of viscosity increase due to change over time, so that storage after mass production is difficult.
- the pressure-sensitive adhesive composition also acts as an important factor in the curing period that affects productivity, warehouse capacity, inventory management and emergency shipment response.
- the present invention relates to a pressure-sensitive adhesive composition that can simultaneously improve antistatic properties and durability without fear of viscosity increase due to changes over time, and can shorten the curing period without using a crosslinking catalyst.
- the present invention relates to 4 to 30 parts by weight of (meth) acrylic acid, 0.1 to 2 parts by weight of (meth) acrylate monomer having a primary hydroxyl group, and an aromatic ring, based on 100 parts by weight of the copolymer.
- Acrylic copolymer containing 6-12 weight part of (meth) acrylate monomers which have; Isocyanate crosslinking agents; And a trifluoromethanesulfonylimide lithium salt.
- the (meth) acrylate monomer having the primary hydroxy group is 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 2-hydroxy Butyl (meth) acrylate, 6-hydroxyhexyl (meth) acrylate, 8-hydroxyoctyl (meth) acrylate, 10-hydroxydecyl (meth) acrylate, 12-hydroxylauryl (meth) acryl Late, 2- (meth) acryloyloxyethyl-2-hydroxypropyl phthalate, 2- (meth) acryloyloxyethyl acid phosphate, 2-hydroxy-3-phenoxypropyl (meth) acrylate, 1 ⁇ -caprolactam adducts of 4-cyclohexanedimethanol monoacrylate, 3-chloro-2-hydroxypropyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, and It may be one
- Examples of the (meth) acrylate monomer having an aromatic ring include 2-ethylphenoxy (meth) acrylate, 2-ethylthiophenyl (meth) acrylate, phenyl (meth) acrylate, benzyl (meth) acrylate, 2- Phenylethyl (meth) acrylate, 3-phenylpropyl (meth) acrylate, 4-phenylbutyl (meth) acrylate, 2-2-methylphenylethyl (meth) acrylate, 2-3-methylphenylethyl (meth) acrylic Rate, 2-4-methylphenylethyl (meth) acrylate, 2- (4-propylphenyl) ethyl (meth) acrylate, 2- (4- (1-methylethyl) phenyl) ethyl (meth) acrylate, 2 -(4-methoxyphenyl) ethyl (meth) acrylate, 2- (4-
- the acrylic copolymer is 58 to 88 parts by weight of (meth) acrylate monomer having an alkyl group having 1 to 12 carbon atoms based on 100 parts by weight of the total copolymer; 4 to 30 parts by weight of (meth) acrylic acid; 0.1 to 1.5 parts by weight of (meth) acrylate monomer having a primary hydroxy group; And it may contain 6 to 12 parts by weight of the (meth) acrylate monomer acrylic copolymer having an aromatic ring.
- the pressure-sensitive adhesive composition may further contain a silane coupling agent.
- the pressure-sensitive adhesive composition of the present invention can improve the antistatic properties and durability at the same time, there is an advantage that there is no fear of deterioration of physical properties due to changes over time (high temperature or high temperature and high humidity environment changes).
- the pressure-sensitive adhesive composition of the present invention is significantly shortened in the curing period 6 to 36 hours compared to the prior art, so that the use of excess additives used to shorten the curing period is usually suppressed, thereby improving problems such as clogging of equipment. There is an advantage to this.
- the pressure-sensitive adhesive composition of the present invention by using the (meth) acrylate monomer having an aromatic ring having a positive birefringence has a merit that can improve the light leakage phenomenon.
- the present invention relates to a pressure-sensitive adhesive composition excellent in antistatic properties and durability, the curing period is shortened and the light leakage phenomenon is improved.
- the pressure-sensitive adhesive composition of the present invention is based on 100 parts by weight of the copolymer, 4 to 30 parts by weight of (meth) acrylic acid, 0.1 to 2 parts by weight of (meth) acrylate monomer having a primary hydroxyl group, and (meth) having an aromatic ring.
- the (meth) acrylic acid serves to improve the durability by inhibiting the bleed out phenomenon in which the ionic antistatic agent moves to the surface and precipitates, and the (meth) acrylate monomer having a primary hydroxy group crosslinks. It serves to shorten the curing of the pressure-sensitive adhesive composition.
- the (meth) acrylate monomer having an aromatic ring has a positive birefringence serves to improve the light leakage phenomenon.
- the present invention in order to simultaneously improve the antistatic properties, durability, curing period and light leakage phenomenon, (meth) acrylic acid, (meth) acrylate monomer having a primary hydroxyl group and (meth) acrylate monomer having an aromatic ring It is characterized by selectively using a mixed acrylic copolymer, and optimizing the mixing ratio of the above components.
- the acrylic copolymer of the present invention comprises 58 to 88 parts by weight of a (meth) acrylate monomer having an alkyl group having 1 to 12 carbon atoms, based on 100 parts by weight of the total copolymer; 4 to 30 parts by weight of (meth) acrylic acid; 0.1 to 2 parts by weight of (meth) acrylate monomer having a primary hydroxy group; And 6-12 parts by weight of a (meth) acrylate monomer acrylic copolymer having an aromatic ring.
- Examples of the (meth) acrylate monomer having an alkyl group having 1 to 12 carbon atoms include n-butyl (meth) acrylate, 2-butyl (meth) acrylate, t-butyl (meth) acrylate, and 2-ethylhexyl (meth).
- the (meth) acrylate monomer having an alkyl group having 1 to 12 carbon atoms preferably contains 58 to 88 parts by weight, preferably 73 to 87 parts by weight based on 100 parts by weight of the total copolymer. If it is less than 58 parts by weight, the adhesive force may not be sufficient, and when it exceeds 88 parts by weight, cohesion may be reduced.
- the (meth) acrylic acid may contain 4 to 30 parts by weight, preferably 5 to 20 parts by weight, based on 100 parts by weight of the total copolymer. If the content is less than 4 parts by weight, the effect of suppressing the bleed out phenomenon of the ionic antistatic agent is insignificant and durability may be lowered. When the content exceeds 30 parts by weight, the crude liquid stability of the pressure-sensitive adhesive composition is lowered due to excessive crosslinking reaction. Can be.
- the (meth) acrylate monomer having the primary hydroxy group is an alkyl acrylate monomer having a hydroxy group at the terminal, specifically 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4- Hydroxybutyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 6-hydroxyhexyl (meth) acrylate, 8-hydroxyoctyl (meth) acrylate, 10-hydroxydecyl (meth) Acrylate, 12-hydroxylauryl (meth) acrylate, 2- (meth) acryloyloxyethyl-2-hydroxypropylphthalate, 2- (meth) acryloyloxyethyl acid phosphate, 2-hydroxy 3-phenoxypropyl (meth) acrylate, 1,4-cyclohexanedimethanol monoacrylate, 3-chloro-2-hydroxypropyl (meth) acrylate, 2-hydroxyethyl (meth) acryl
- the (meth) acrylate monomer having such a primary hydroxy group is preferably contained in an amount of 0.1 to 2 parts by weight, preferably 0.5 to 1.5 parts by weight, based on 100 parts by weight of the total copolymer. If the content is less than 0.1 parts by weight, the curing period may be shortened, and when it exceeds 2 parts by weight, the crude liquid stability may be lowered due to excessive crosslinking reaction.
- the (meth) acrylate monomer having an aromatic ring is an acrylate monomer having an aromatic ring in the molecule, specifically 2-ethylphenoxy (meth) acrylate, 2-ethylthiophenyl (meth) acrylate, phenyl (meth) ) Acrylate, benzyl (meth) acrylate, 2-phenylethyl (meth) acrylate, 3-phenylpropyl (meth) acrylate, 4-phenylbutyl (meth) acrylate, 2-2-methylphenylethyl (meth) Acrylate, 2-3-methylphenylethyl (meth) acrylate, 2-4-methylphenylethyl (meth) acrylate, 2- (4-propylphenyl) ethyl (meth) acrylate, 2- (4- (1- Methylethyl) phenyl) ethyl (meth) acrylate, 2- (4-methoxyphenyl)
- the (meth) acrylate monomer having such an aromatic ring is preferably contained 6 to 12 parts by weight, preferably 8 to 10, based on 100 parts by weight of the total copolymer. When the content is less than 6 parts by weight or more than 12 parts by weight, light leakage may occur.
- the acrylic copolymer of the present invention may further contain a polymerizable monomer having a crosslinkable functional group in addition to the (meth) acrylic acid, the (meth) acrylate monomer having a primary hydroxyl group, and the (meth) acrylate monomer having an aromatic ring. have.
- the polymerizable monomer having a crosslinkable functional group has a function of imparting cohesive force or adhesive strength by chemical bonding with the following crosslinking agent, and examples thereof include a monomer having an amide group and a monomer having a tertiary amine group. These can be used individually or in mixture of 2 or more types.
- Examples of the monomer having an amide group include (meth) acrylamide, N-isopropylacrylamide, N-tert-butylacrylamide, 3-hydroxypropyl (meth) acrylamide, 4-hydroxybutyl (meth) acrylamide, 6 -Hydroxyhexyl (meth) acrylamide, 8-hydroxyoctyl (meth) acrylamide, 2-hydroxyethylhexyl (meth) acrylamide, etc. are mentioned, Among these, (meth) acrylamide is preferable.
- Monomers having a tertiary amine group include N, N- (dimethylamino) ethyl (meth) acrylate, N, N- (diethylamino) ethyl (meth) acrylate, and N, N- (dimethylamino) propyl (meth ) Acrylates and the like.
- the crosslinkable monomer is preferably contained in an amount of 0.05 to 10 parts by weight, and more preferably 0.1 to 8 parts by weight, based on 100 parts by weight of the total content of the acrylic copolymer. If the content is less than 0.05 parts by weight, the cohesive force of the pressure-sensitive adhesive may be reduced, the durability may be lowered. If the content is more than 10 parts by weight, the adhesive strength is lowered by a high gel fraction may cause problems in durability.
- polymerizable monomers in addition to the monomers may be further included in an amount of 10 parts by weight or less based on 100 parts by weight of the total monomer used in the preparation of the acrylic copolymer, such as to reduce the adhesion.
- the production method of the copolymer is not particularly limited, and may be prepared using a method such as bulk polymerization, solution polymerization, emulsion polymerization or suspension polymerization, which are commonly used in the art, and solution polymerization is preferable.
- a solvent, a polymerization initiator, a chain transfer agent for molecular weight control, and the like, which are usually used in the polymerization may be used.
- the copolymer has a weight average molecular weight (polystyrene equivalent, Mw) measured by gel permeation chromatography (GPC) of 50,000 to 2 million, preferably 400,000 to 2 million.
- Mw polystyrene equivalent
- GPC gel permeation chromatography
- a crosslinking agent can improve adhesiveness and durability, and can maintain the reliability and shape of an adhesive at high temperature.
- the present invention is preferably an isocyanate type in consideration of reactivity, durability, light leakage resistance and the like with (meth) acrylic acid and a (meth) acrylate monomer having a primary hydroxyl group.
- the isocyanate type is tolylene diisocyanate, xylene diisocyanate, 2,4-diphenylmethane diisocyanate, 4,4-diphenylmethane diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, tetramethyl xylene diisocyanate, naphthalenedi Diisocyanate compounds such as isocyanate; Diisocyanate obtained from 2 moles of an adduct obtained by reacting 3 moles of a diisocyanate compound with 1 mole of a polyhydric alcohol compound such as trimethylolpropane, an isocyanurate obtained by self-condensing 3 moles of the diisocyanate compound, and 3 moles of the diisocyanate compound And polyfunctional isocyanate compounds containing three functional groups such as biuret, triphenylmethanetriisocyanate, and methylenebistriisocyanate, in which the remaining 1 mo
- Such a crosslinking agent may be contained in an amount of 0.1 to 3 parts by weight, preferably 0.3 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 may be reduced due to insufficient crosslinking degree, thereby impairing the adhesive durability and the cutting property. If the content is more than 3 parts by weight, problems may occur in reducing residual stress due to excessive crosslinking reaction.
- the present invention uses trifluoromethanesulfonylimide lithium salt among ionic antistatic agents in consideration of compatibility with an acrylic copolymer.
- the antistatic agent is composed of a trifluoromethanesulfonylimide anion and a lithium cation, and is excellent in compatibility with an acrylic copolymer having a high content of (meth) acrylic acid as in the present invention, thereby making it easy to secure durability.
- the trifluoromethanesulfonylimide anion has excellent compatibility with the acrylate resin, and the lithium cation has excellent compatibility with acid functional groups in the polymer.
- the trifluoromethanesulfonylimide lithium salt may contain 0.1 to 5 parts by weight, preferably 0.5 to 3 parts by weight, based on 100 parts by weight of the acrylic copolymer. If the content is less than 0.1 parts by weight may be insufficient antistatic properties and if it exceeds 10 parts by weight it may be difficult to secure durability.
- the pressure-sensitive adhesive composition of the present invention may further contain a silane coupling agent.
- the kind of the silane coupling agent is not particularly limited, and for example, vinylchlorosilane, vinyltrimethoxysilane, vinyltriethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-glycidoxy Propyltrimethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, 3-glycidoxypropyldiethoxysilane, 3-glycidoxypropyltriethoxysilane, p-styryltrimethoxysilane, 3-metha Krilloxypropyltriethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropylmethyldimethoxysilane, 3-methacryloxypropylmethyldiethoxysilane, 3-acryloxypropyltrimethoxysilane , N-2- (aminoethyl) -3-aminopropylmethyld
- the pressure-sensitive adhesive composition is a tackifying resin, antioxidant, leveling agent, surface lubricant, dye, pigment, antifoaming agent, in order to adjust the adhesion, cohesion, viscosity, elastic modulus, glass transition temperature, etc. It may further contain additives such as fillers and light stabilizers.
- Such additives can be appropriately adjusted in a range not impairing the effects of the present invention.
- the pressure-sensitive adhesive composition of the present invention can be used as a pressure-sensitive adhesive for polarizing plates and a surface protective film for bonding to liquid crystal cells.
- it can be used as a general commercial adhesive sheet product as well 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 adhesive for electronic parts, and the like.
- Nitrogen gas was refluxed and the monomer mixture consisting of the composition of Table 1 was added to a 1 L reactor equipped with a cooling device to facilitate temperature control, and then 100 parts by weight of ethyl acetate was added as a solvent. Then, after purging nitrogen gas for 1 hour to remove oxygen, it was maintained at 78 °C. After homogenizing the mixture, 0.03 parts by weight of azobisisobutyronitrile (AIBN) was added as a reaction initiator, and reacted for 8 hours to prepare an acrylic copolymer having a weight average molecular weight of about 730,000.
- AIBN azobisisobutyronitrile
- an acrylic copolymer, an ionic antistatic agent, a crosslinking agent, and a silane coupling agent were mixed, and then diluted in ethyl acetate to prepare a pressure-sensitive adhesive composition having a solid content concentration of 15%.
- the pressure-sensitive adhesive composition prepared above was applied on a release film coated with a silicone release agent to have a thickness of 25 ⁇ m, and dried at 100 ° C. for 1 minute to form an adhesive layer.
- An adhesive sheet was prepared by laminating another release film thereon.
- the pressure-sensitive adhesive layer was laminated on an iodine-based polarizing plate having a thickness of 185 ⁇ m by adhesive processing to prepare a polarizing plate with pressure-sensitive adhesive.
- the prepared polarizing plate was stored for 20 days under conditions of 23 degreeC and 60% RH.
- the gel fraction was measured by the following method on a daily basis, and the gel fraction was no longer increased, that is, the curing period was measured.
- the adhesive layer of an adhesive sheet is affixed on the fixed 250 mesh wire mesh (100 mm x 100 mm), and it wraps so that a gel powder may not leak.
- the wire mesh is immersed in ethyl acetate solution for 3 days.
- the immersed wire mesh is taken out, washed with a small amount of ethyl acetate solution, dried at 120 ° C. for 24 hours, and weighed.
- the gel fraction was calculated by the following equation 1 using the measured weight. Curing periods were determined based on the time when the value of the calculated gel fraction was in the range of 70 to 80% and there was no change over time.
- A is the weight of the wire mesh (g)
- B is the weight of the wire mesh with the adhesive layer (BA: adhesive weight, g)
- C is the weight of the dried wire mesh after immersion (CA: weight of the gelled resin, g )being].
- the prepared pressure-sensitive adhesive polarizing plate was cut to a size of 90 mm x 170 mm, the release film was peeled off, and the specimens were prepared by attaching the optical absorption axis perpendicular to both surfaces of the glass substrate (110 mm x 190 mm x 0.7 mm).
- the applied pressure was 5kg / cm2 and the clean room work so as not to generate bubbles or foreign matter.
- the heat resistance characteristics were observed whether bubbles or peeling occurred after 1000 hours at 80 °C temperature, and the heat-resistant characteristics were bubbles or peeling after 1000 hours at 60 °C temperature and 90% RH conditions Was observed. At this time, it was observed after leaving for 24 hours at room temperature immediately before evaluating the state of the specimen.
- the surface non-constant term was used for the surface resistance measuring instrument (MCP-HT450 / MITSUBISHI CHEMICAL), Probe (URS, UR100), Probe Checker (for URS, UR 100).
- the adhesive adhesive polarizer (200 mm ⁇ 200 mm) is attached to both sides of the glass substrate (210 mm ⁇ 210 mm ⁇ 0.7 mm) at 90 °, and then the light is leaked from the dark room using the backlight. Observed. Light leakage prevention was evaluated based on the following criteria.
- an acrylic copolymer containing an (meth) acrylic acid, a (meth) acrylate monomer having a primary hydroxy group and a (meth) acrylate monomer having an aromatic ring, an isocyanate-based crosslinking agent and a trifluoro As shown in Table 3 above, an acrylic copolymer containing an (meth) acrylic acid, a (meth) acrylate monomer having a primary hydroxy group and a (meth) acrylate monomer having an aromatic ring, an isocyanate-based crosslinking agent and a trifluoro according to the present invention
- Examples 1 to 19 containing romethanesulfonylimide lithium salt are excellent in antistatic property, durability (heat and moisture resistance), and storage stability at the same time, and curing period is 6 to 36, compared to Comparative Examples 1 to 10. Significantly shortened to time, it was confirmed that the light leakage phenomenon was improved.
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- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
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Priority Applications (2)
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CN201380069844.5A CN104903419B (zh) | 2013-01-08 | 2013-12-18 | 粘合剂组合物 |
JP2015551598A JP6236469B2 (ja) | 2013-01-08 | 2013-12-18 | 粘着剤組成物 |
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KR10-2013-0002085 | 2013-01-08 | ||
KR1020130002085A KR101301089B1 (ko) | 2013-01-08 | 2013-01-08 | 점착제 조성물 |
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PCT/KR2013/011781 WO2014109491A1 (ko) | 2013-01-08 | 2013-12-18 | 점착제 조성물 |
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KR (1) | KR101301089B1 (ja) |
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2016070067A1 (en) * | 2014-10-31 | 2016-05-06 | Saint-Gobain Performance Plastics Corporation | Crosslinkable adhesive composition |
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KR101743371B1 (ko) * | 2014-12-18 | 2017-06-05 | 주식회사 엘지화학 | 점착제 조성물 |
JP6675242B2 (ja) * | 2016-03-18 | 2020-04-01 | 日本カーバイド工業株式会社 | 粘着剤組成物及び粘着剤層付偏光板 |
KR102274506B1 (ko) * | 2020-03-06 | 2021-07-07 | 한국신발피혁연구원 | 상온 경화형 아크릴계 접착제 조성물 |
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JP5187973B2 (ja) * | 2009-04-30 | 2013-04-24 | 日東電工株式会社 | 光学フィルム用粘着剤組成物、光学フィルム用粘着剤層、粘着型光学フィルムおよび画像表示装置 |
JP2012247574A (ja) * | 2011-05-26 | 2012-12-13 | Nitto Denko Corp | 粘着型偏光板および画像表示装置 |
JP5436493B2 (ja) * | 2011-05-30 | 2014-03-05 | チェイル インダストリーズ インコーポレイテッド | 粘着剤組成物、光学部材および粘着シート |
CN102352206A (zh) * | 2011-09-06 | 2012-02-15 | 烟台德邦电子材料有限公司 | 一种偏光片用压敏胶 |
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KR20040065171A (ko) * | 2003-01-15 | 2004-07-21 | 스미토모 고무 고교 가부시키가이샤 | 중합체형 제전제, 제전성 폴리머 조성물 및 그 제조방법 |
KR20080094282A (ko) * | 2007-04-19 | 2008-10-23 | 주식회사 엘지화학 | 아크릴계 점착제 조성물 |
KR20090078614A (ko) * | 2008-01-15 | 2009-07-20 | 주식회사 엘지화학 | 점착제 조성물, 상기를 포함하는 편광판 및 액정표시장치 |
KR20090126904A (ko) * | 2008-06-05 | 2009-12-09 | 주식회사 엘지화학 | 아크릴계 점착제 조성물, 이를 포함하는 편광판 및액정표시장치 |
KR20100044104A (ko) * | 2008-10-20 | 2010-04-29 | 산꼬 가가꾸 고교 가부시끼가이샤 | 제전성 조성물, 그를 이용한 성형품, 도료, 제전성 피복물, 점착제 및 그 제조 방법 |
KR20120091548A (ko) * | 2011-02-09 | 2012-08-20 | 동우 화인켐 주식회사 | 점착제 조성물, 이를 포함하는 편광판 및 액정표시장치 |
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WO2016070067A1 (en) * | 2014-10-31 | 2016-05-06 | Saint-Gobain Performance Plastics Corporation | Crosslinkable adhesive composition |
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CN104903419B (zh) | 2016-12-21 |
JP6236469B2 (ja) | 2017-11-22 |
KR101301089B1 (ko) | 2013-08-27 |
CN104903419A (zh) | 2015-09-09 |
JP2016503116A (ja) | 2016-02-01 |
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