WO2013176438A1 - Copolymère acrylique et composition adhésive sensible à la pression le contenant - Google Patents

Copolymère acrylique et composition adhésive sensible à la pression le contenant Download PDF

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Publication number
WO2013176438A1
WO2013176438A1 PCT/KR2013/004338 KR2013004338W WO2013176438A1 WO 2013176438 A1 WO2013176438 A1 WO 2013176438A1 KR 2013004338 W KR2013004338 W KR 2013004338W WO 2013176438 A1 WO2013176438 A1 WO 2013176438A1
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Prior art keywords
acrylic copolymer
meth
weight
sensitive adhesive
pressure
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Application number
PCT/KR2013/004338
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English (en)
Korean (ko)
Inventor
유지희
이상진
이성철
Original Assignee
동우화인켐 주식회사
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Publication of WO2013176438A1 publication Critical patent/WO2013176438A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
    • C08F220/343—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate in the form of urethane links
    • 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
    • C09J133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/52—Amides or imides
    • C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
    • C08F220/60—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing nitrogen in addition to the carbonamido nitrogen
    • C08F220/603—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing nitrogen in addition to the carbonamido nitrogen and containing oxygen in addition to the carbonamido oxygen and nitrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
    • 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

Definitions

  • the present invention relates to a pressure-sensitive adhesive composition using a specific acrylic copolymer, excellent adhesion resistance and light leakage phenomenon at the same time.
  • a liquid crystal display device includes a liquid crystal cell and a polarizing plate containing liquid crystal, and various optical films (phase difference plate, viewing angle magnification film, Brightness enhancement film, etc.) is used.
  • an appropriate adhesive is used.
  • the pressure-sensitive adhesive is previously formed an adhesive layer on one surface of the polarizing plate and the optical film in order not to perform a drying process for fixing.
  • the pressure sensitive adhesive is often used an acrylic pressure sensitive adhesive using an acrylic polymer having excellent adhesiveness and transparency as a base.
  • Crosslinking of the acrylic pressure sensitive adhesive utilizes a crosslinking agent or a combination of an acrylic polymer and a functional monomer.
  • liquid crystal display device can be installed in various environments such as high temperature and high humidity conditions, high durability that does not interfere with the display quality is required even under such an environment.
  • Korean Patent Publication No. 2011-76839 discloses a pressure-sensitive adhesive binder including a (meth) acrylic copolymer having a urethane group, a hydroxyl group, an aromatic group, and a vinyl group in a side chain.
  • the binder is effective in improving the durability and light leakage of the pressure-sensitive adhesive, but the content of the (meth) acrylic copolymer is also high because the adhesive composition usually contains a large amount of binder at 94% by weight or more.
  • the content of the (meth) acrylic copolymer is high, the internal cohesion force is excessively increased, thereby degrading the stress compliance under the heat and moisture resistance conditions, which has a disadvantage in that durability and light leakage improvement effect is low when applied to an actual polarizing plate.
  • An object of the present invention is to provide a pressure-sensitive adhesive composition that is excellent in adhesion durability under high temperature and high humidity conditions, and can improve light leakage by relieving stress caused by shrinkage of a polarizing plate.
  • the present invention provides an acrylic copolymer containing a urethane-based compound of the formula (1).
  • X is O
  • R may be an alkyl group having 1 to 6 carbon atoms.
  • the acryl-based copolymer may contain a (meth) acrylate monomer having an alkyl group having 1 to 12 carbon atoms, a polymerizable monomer having a crosslinkable functional group, and a urethane compound of the formula (1).
  • the acrylic copolymer may have a weight average molecular weight (polystyrene equivalent, Mw) of 50,000 to 2 million.
  • the present invention also provides a pressure-sensitive adhesive composition containing the acrylic copolymer.
  • 0.1 to 15 parts by weight of the crosslinking agent may be contained based on 100 parts by weight of the acrylic copolymer.
  • the pressure-sensitive adhesive composition of the present invention is effective in improving the light leakage phenomenon by relieving the stress caused by the shrinkage of the polarizing plate when used for a long time under high temperature and high humidity conditions.
  • the pressure-sensitive adhesive composition of the present invention is excellent in adhesion durability even under severe conditions (high temperature and high humidity), and can be used as an adhesive as well as an adhesive.
  • the present invention relates to a pressure-sensitive adhesive composition using a specific acrylic copolymer, excellent adhesion resistance and light leakage phenomenon at the same time.
  • Acrylic copolymer of the present invention contains a urethane-based compound of formula (1).
  • X is O or N, and R is an alkyl group having 1 to 12 carbon atoms.
  • R is preferably an alkyl group having 1 to 6 carbon atoms.
  • the urethane-based compound of Formula 1 includes a urethane group substituted with alkyl and serves to relieve stress caused by shrinkage of the polarizing plate when used for a long time under high temperature and high humidity conditions.
  • the terminal of the alkyl chain of Formula 1 is non-functional and has a high degree of freedom, and thus does not participate in the crosslinking reaction.
  • the effect of stress relaxation can be achieved in a small amount by increasing the compliance of the shrinkage stress under the endurance conditions.
  • the acryl-type copolymer of this invention contains the (meth) acrylate monomer which has a C1-C12 alkyl group, the polymerizable monomer which has a crosslinkable functional group, and the urethane type compound of General formula (1).
  • (meth) acrylate means acrylate and methacrylate.
  • 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 polymerizable monomer having a crosslinkable functional group is a component for reinforcing the cohesive force or adhesive strength of the pressure-sensitive adhesive composition by chemical bonding and imparting durability and cutting property, such as a monomer having a hydroxy group, a monomer having a carboxyl group, a monomer having an amide group, The monomer etc. which have a tertiary amine group are mentioned, These can be used individually or in mixture of 2 or more types.
  • Monovalent acids such as (meth) acrylic acid and a crotonic acid; Diacids such as maleic acid, itaconic acid and fumaric acid, and monoalkyl esters thereof; 3- (meth) acryloylpropionic acid; Succinic anhydride ring-opening adduct of 2-hydroxyalkyl (meth) acrylate with 2-3 carbon atoms of an alkyl group, Succinic anhydride ring opening adduct of hydroxyalkylene glycol (meth) acrylate with 2-4 carbon atoms of an alkylene group And a compound obtained by ring-opening addition of succinic anhydride to a caprolactone adduct of 2-hydroxyalkyl (meth) acrylate having 2 to 3 carbon atoms of an alkyl group, and among these, (meth) acrylic acid is preferable.
  • (meth) acrylic acid is preferable.
  • 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) acrylate, etc. are mentioned.
  • the polymerizable monomer having a crosslinkable functional group is preferably contained in an amount of 0.05 to 10 parts by weight, more preferably 0.1 to 8 parts by weight, based on 100 parts by weight of the (meth) acrylate monomer having an alkyl group having 1 to 12 carbon atoms. . 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.
  • the urethane-based compound of Formula 1 is preferably contained 0.1 to 30 parts by weight, more preferably 0.1 to 20 parts by weight relative to 100 parts by weight of the (meth) acrylate monomer having an alkyl group having 1 to 12 carbon atoms. . If the content is less than 0.1 part by weight, the effect of imparting cohesion and alleviating cohesion is insignificant, and it is difficult to expect the effect of improving durability. If the content is more than 20 parts by weight, the cohesive force is too high and the adhesion to the substrate is lowered. .
  • the acrylic copolymer may further contain other polymerizable monomers other than the above monomers in a range of not lowering the adhesive strength, for example, 10 wt% or less with respect to the total amount.
  • 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 acrylic copolymer preferably has a weight average molecular weight (polystyrene equivalent, Mw) measured by gel permeation chromatography (GPC) of 50,000 to 2 million, more preferably 400,000 to 2 million. If the weight average molecular weight is less than 50,000, there is a lack of cohesion between the copolymers may cause problems in adhesion durability, if the weight average molecular weight is more than 2 million may require a large amount of dilution solvent to ensure fairness during coating.
  • Mw polystyrene equivalent
  • the present invention is characterized in a pressure-sensitive adhesive composition in which the acrylic copolymer and the crosslinking agent are mixed at a constant ratio.
  • a crosslinking agent can improve adhesiveness and durability, and can maintain the reliability and shape of an adhesive at high temperature.
  • An isocyanate type, an epoxy type, a peroxide type, a metal chelate type, an oxazoline type, etc. can be used for a crosslinking agent, and can use 1 type, or 2 or more types. Double isocyanate type is preferred.
  • diisocyanate compounds such as tolylene diisocyanate, xylene diisocyanate, hexamethylene diisocyanate, 2, 4- or 4, 4- diphenylmethane diisocyanate; And adducts to polyhydric alcohol-based compounds such as trimethylolpropane of diisocyanate can be used.
  • melamine derivatives such as hexamethyrolmelamine, hexamethoxymethylmelamine, hexabutoxymethylmelamine and the like
  • Polyepoxy compounds such as bisphenol A and epichlorohydrin condensate epoxy compounds
  • One or more crosslinking agents selected from the group consisting of polyglycidyl ethers of polyoxyalkylene polyols, glycerin di- or triglycidyl ethers, tetraglycidyl xylenediamine and the like can be further added and used together.
  • Such a crosslinking agent may be contained in an amount of 0.1 to 15 parts by weight, preferably 0.1 to 5 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 cleavage property. If the content is more than 15 parts by weight, problems may occur in reducing residual stress due to excessive crosslinking reaction.
  • 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 silane coupling agent may be contained in an amount of 0 to 10 parts by weight, preferably 0.005 to 5 parts by weight, based on 100 parts by weight of the acrylic copolymer based on the solid content. If the content is more than 10 parts by weight, durability may be reduced.
  • the pressure-sensitive adhesive composition is a tackifying resin, antioxidant, corrosion inhibitor, leveling agent, surface lubricant, dye, pigment in order to adjust the adhesion, cohesion, viscosity, modulus, glass transition temperature, etc. required according to the application It may further contain additives such as antifoaming agents, fillers, light stabilizers, antistatic agents.
  • 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 (EAc) was added as a solvent. Then, after purging nitrogen gas for 1 hour to remove oxygen, it was maintained at 62 °C. After the mixture was uniformed, 0.07 parts by weight of azobis isobutyronitrile (AIBN) was added as a reaction initiator, and reacted for 6 hours to prepare an acrylic copolymer.
  • AIBN azobis isobutyronitrile
  • Nitrogen gas was refluxed, and a 1 L reactor equipped with a cooling device for easy temperature control was introduced with a monomer mixture consisting of BA, BzMA, AA, and HEA in the composition shown in Table 1, and then ethyl acetate (EAc) 100 as a solvent. Part by weight was added. Then, after purging nitrogen gas for 1 hour to remove oxygen, it was maintained at 62 °C. After the mixture was homogeneous, 0.07 parts by weight of azobisisobutyronitrile (AIBN) was added as a reaction initiator, and reacted for 3 hours, followed by 320 g of ethyl acetate, followed by cooling to 40 ° C. After cooling, 2-isocyanate ethyl methacrylate (IEMA) was added thereto and reacted for 12 hours to prepare an acrylic copolymer B.
  • AIBN azobisisobutyronitrile
  • Example 1-6 and Comparative Example 1-3
  • the acrylic copolymer, the crosslinking agent, and the silane coupling agent of the Preparation Example were mixed, and then diluted in an organic solvent to prepare an adhesive composition.
  • 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.
  • a pressure-sensitive adhesive polarizing plate was prepared by laminating the pressure-sensitive adhesive layer prepared above on an iodine-based polarizing plate having a thickness of 185 ⁇ m.
  • the prepared polarizing plate was stored under curing conditions at 23 ° C. and 60% RH.
  • the pressure sensitive adhesive polarizing plate was cut into 90 mm x 170 mm, and the release film was peeled off, and then attached to both surfaces of the glass substrate (110 mm x 190 mm x 0.7 mm) so that the absorption axes of the polarizing plates were perpendicular to each other.
  • the applied pressure was 5kg / cm 2 to prepare a specimen by performing a clean room operation so that no bubbles or foreign matter.
  • the heat resistance of the specimen was observed for 1000 hours at a temperature of 80 °C after the occurrence of bubbles or peeling. Immediately after evaluating the state of the specimen was performed at room temperature for 24 hours. In addition, the heat and moisture resistance of the specimen was observed for 1000 hours at a temperature of 60 °C and humidity conditions of 90% RH after the bubble or peeling occurred.
  • the prepared pressure-sensitive adhesive polarizing plate was cut into a size of 25 mm ⁇ 100 mm, the release film was peeled off, laminated on a glass substrate (# 1737, Corning Co., Ltd.) at a pressure of 0.25 MPa, and autoclaved to prepare a specimen.
  • the prepared pressure-sensitive adhesive polarizing plate was bonded to both surfaces of a glass substrate (# 1737, Corning), and then subjected to autoclave treatment at 50 ° C. and 5 atmospheres for 30 minutes to prepare a specimen.
  • the prepared specimens were left in an 80 ° C. oven for 24 hours and immediately placed on a backlight in a dark room, and photographed by visually confirming the degree of light leakage, and evaluated according to the following criteria.
  • the pressure-sensitive adhesive composition of Examples 1 to 6 containing a specific urethane-based compound according to the present invention can improve the light leakage phenomenon even during long-term use under high temperature and high humidity conditions, compared to Comparative Examples 1 to 3, It was confirmed that the adhesion durability was excellent even under the conditions (high temperature and high humidity).

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Polarising Elements (AREA)

Abstract

La présente invention concerne un copolymère acrylique et une composition adhésive sensible à la pression le contenant, et, plus particulièrement, une composition adhésive sensible à la pression pouvant résoudre le problème de fuite de lumière par l'atténuation de la contrainte provoquée par la contraction d'une plaque de polarisation qui a lieu après une utilisation prolongée dans des conditions de température élevée et d'humidité élevée, et ayant une excellente durabilité adhésive même dans des conditions sévères (à savoir des conditions de température élevée et d'humidité élevée) par l'utilisation d'un copolymère acrylique contenant un composé à base d'uréthane ayant une structure spécifique.
PCT/KR2013/004338 2012-05-23 2013-05-16 Copolymère acrylique et composition adhésive sensible à la pression le contenant WO2013176438A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR1020120054588A KR20130130928A (ko) 2012-05-23 2012-05-23 아크릴계 공중합체 및 이를 함유하는 점착제 조성물
KR10-2012-0054588 2012-05-23

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WO2013176438A1 true WO2013176438A1 (fr) 2013-11-28

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111170966A (zh) * 2020-01-07 2020-05-19 安徽农业大学 环氧茶油单体、基于单体的聚合物、压敏胶及其制备方法

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20060014218A (ko) * 2004-08-10 2006-02-15 주식회사 엘지화학 아크릴계 점착제 수지 조성물
WO2006117156A1 (fr) * 2005-05-02 2006-11-09 Cytec Surface Specialties, S.A. Polymeres de (meth)acrylate d'urethanne durcissables par radiations et adhesifs formules a partir de ces polymeres
KR20100009602A (ko) * 2007-05-23 2010-01-27 쇼와 덴코 가부시키가이샤 에테르 결합을 갖는 반응성 우레탄 화합물, 경화성 조성물 및 경화물
KR20100022910A (ko) * 2008-08-20 2010-03-03 동우 화인켐 주식회사 광경화 조성물, 이를 이용한 휘도 강화 시트, 백라이트 유닛 및 액정 디스플레이 장치
KR20110076839A (ko) * 2009-12-29 2011-07-06 제일모직주식회사 점착제용 바인더, 그 제조방법, 이를 포함하는 점착제 조성물 및 광학 부재

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20060014218A (ko) * 2004-08-10 2006-02-15 주식회사 엘지화학 아크릴계 점착제 수지 조성물
WO2006117156A1 (fr) * 2005-05-02 2006-11-09 Cytec Surface Specialties, S.A. Polymeres de (meth)acrylate d'urethanne durcissables par radiations et adhesifs formules a partir de ces polymeres
KR20100009602A (ko) * 2007-05-23 2010-01-27 쇼와 덴코 가부시키가이샤 에테르 결합을 갖는 반응성 우레탄 화합물, 경화성 조성물 및 경화물
KR20100022910A (ko) * 2008-08-20 2010-03-03 동우 화인켐 주식회사 광경화 조성물, 이를 이용한 휘도 강화 시트, 백라이트 유닛 및 액정 디스플레이 장치
KR20110076839A (ko) * 2009-12-29 2011-07-06 제일모직주식회사 점착제용 바인더, 그 제조방법, 이를 포함하는 점착제 조성물 및 광학 부재

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111170966A (zh) * 2020-01-07 2020-05-19 安徽农业大学 环氧茶油单体、基于单体的聚合物、压敏胶及其制备方法
CN111170966B (zh) * 2020-01-07 2021-09-07 安徽农业大学 环氧茶油单体、基于单体的聚合物、压敏胶及其制备方法

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