WO2015012524A1 - Composition adhésive pour film acrylique, et plaque de polarisation contenant celle-ci - Google Patents
Composition adhésive pour film acrylique, et plaque de polarisation contenant celle-ci Download PDFInfo
- Publication number
- WO2015012524A1 WO2015012524A1 PCT/KR2014/006443 KR2014006443W WO2015012524A1 WO 2015012524 A1 WO2015012524 A1 WO 2015012524A1 KR 2014006443 W KR2014006443 W KR 2014006443W WO 2015012524 A1 WO2015012524 A1 WO 2015012524A1
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- WO
- WIPO (PCT)
- Prior art keywords
- weight
- adhesive composition
- acrylic
- pressure
- polarizing plate
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 42
- 239000000853 adhesive Substances 0.000 title claims abstract description 28
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 28
- -1 acryl Chemical group 0.000 title abstract description 23
- 239000000178 monomer Substances 0.000 claims abstract description 36
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical group COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229920006243 acrylic copolymer Polymers 0.000 claims description 40
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 35
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 25
- 230000001681 protective effect Effects 0.000 claims description 16
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 12
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 12
- 239000003431 cross linking reagent Substances 0.000 claims description 8
- 239000011521 glass Substances 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 239000000758 substrate Substances 0.000 claims description 7
- 230000003287 optical effect Effects 0.000 claims description 6
- 238000010521 absorption reaction Methods 0.000 claims description 5
- 239000012790 adhesive layer Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 229920001577 copolymer Polymers 0.000 abstract description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 28
- 238000002360 preparation method Methods 0.000 description 14
- 206010040844 Skin exfoliation Diseases 0.000 description 13
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- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 8
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- 239000011248 coating agent Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
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- 230000000052 comparative effect Effects 0.000 description 5
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- 229910052757 nitrogen Inorganic materials 0.000 description 5
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- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
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- AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 description 2
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- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
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- 125000002947 alkylene group Chemical group 0.000 description 2
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- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 2
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- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
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- 239000003999 initiator Substances 0.000 description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
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- 229940014800 succinic anhydride Drugs 0.000 description 2
- 150000003512 tertiary amines Chemical group 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 1
- LTQBNYCMVZQRSD-UHFFFAOYSA-N (4-ethenylphenyl)-trimethoxysilane Chemical compound CO[Si](OC)(OC)C1=CC=C(C=C)C=C1 LTQBNYCMVZQRSD-UHFFFAOYSA-N 0.000 description 1
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 description 1
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 description 1
- VAWQANAQMBEQFM-UHFFFAOYSA-N 10-ethenoxydecan-1-ol Chemical compound OCCCCCCCCCCOC=C VAWQANAQMBEQFM-UHFFFAOYSA-N 0.000 description 1
- IVIDDMGBRCPGLJ-UHFFFAOYSA-N 2,3-bis(oxiran-2-ylmethoxy)propan-1-ol Chemical compound C1OC1COC(CO)COCC1CO1 IVIDDMGBRCPGLJ-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
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- DOYKFSOCSXVQAN-UHFFFAOYSA-N 3-[diethoxy(methyl)silyl]propyl 2-methylprop-2-enoate Chemical compound CCO[Si](C)(OCC)CCCOC(=O)C(C)=C DOYKFSOCSXVQAN-UHFFFAOYSA-N 0.000 description 1
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- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 description 1
- MQWFLKHKWJMCEN-UHFFFAOYSA-N n'-[3-[dimethoxy(methyl)silyl]propyl]ethane-1,2-diamine Chemical compound CO[Si](C)(OC)CCCNCCN MQWFLKHKWJMCEN-UHFFFAOYSA-N 0.000 description 1
- KBJFYLLAMSZSOG-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)aniline Chemical compound CO[Si](OC)(OC)CCCNC1=CC=CC=C1 KBJFYLLAMSZSOG-UHFFFAOYSA-N 0.000 description 1
- SJPFBRJHYRBAGV-UHFFFAOYSA-N n-[[3-[[bis(oxiran-2-ylmethyl)amino]methyl]phenyl]methyl]-1-(oxiran-2-yl)-n-(oxiran-2-ylmethyl)methanamine Chemical compound C1OC1CN(CC=1C=C(CN(CC2OC2)CC2OC2)C=CC=1)CC1CO1 SJPFBRJHYRBAGV-UHFFFAOYSA-N 0.000 description 1
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 description 1
- XFHJDMUEHUHAJW-UHFFFAOYSA-N n-tert-butylprop-2-enamide Chemical compound CC(C)(C)NC(=O)C=C XFHJDMUEHUHAJW-UHFFFAOYSA-N 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000223 polyglycerol Polymers 0.000 description 1
- 239000002952 polymeric resin Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- UOMUPDCRXJLVGR-UHFFFAOYSA-N propane-1,2,2-triol Chemical compound CC(O)(O)CO UOMUPDCRXJLVGR-UHFFFAOYSA-N 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical group O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical group CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- VTHOKNTVYKTUPI-UHFFFAOYSA-N triethoxy-[3-(3-triethoxysilylpropyltetrasulfanyl)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCSSSSCCC[Si](OCC)(OCC)OCC VTHOKNTVYKTUPI-UHFFFAOYSA-N 0.000 description 1
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-N triethylamine Natural products CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 238000004260 weight control Methods 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
- G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
-
- 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
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
- C08L33/08—Homopolymers or copolymers of acrylic acid esters
-
- 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
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
- C08L33/10—Homopolymers or copolymers of methacrylic acid esters
- C08L33/12—Homopolymers or copolymers of methyl methacrylate
-
- 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
- C09J133/062—Copolymers with monomers not covered by C09J133/06
- C09J133/066—Copolymers with monomers not covered by C09J133/06 containing -OH groups
-
- 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
-
- 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]
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
-
- 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
- C09J2433/00—Presence of (meth)acrylic polymer
-
- 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
- C09J2433/006—Presence of (meth)acrylic polymer in the substrate
Definitions
- the present invention relates to a pressure-sensitive adhesive composition and a polarizing plate for acrylic films excellent in durability and reworkability.
- the pressure-sensitive adhesive is a material that is sufficiently adhered to the adherend only by the pressure applied, and exhibits a low cohesive force, fast stress relaxation, and viscoelastic behavior in which deformation easily occurs with respect to external force.
- the raw materials used in the pressure-sensitive adhesive is a thermoplastic resin such as natural rubber, synthetic rubber, acrylic, silicone, etc., and most of them have elastic properties. Thus, low-molecular-weight substances are mixed and used to give viscoelastic properties.
- acrylic pressure-sensitive adhesives are rapidly increasing in use in place of rubber pressure-sensitive adhesives, and can be used in a wide range of forms such as solvent type, aqueous emulsion type, hot melt type, and 100% solid reactive pressure sensitive adhesives.
- Acrylic pressure-sensitive adhesives have excellent weather resistance, heat resistance, cold resistance, oil resistance, and the like compared to rubber pressure-sensitive adhesives, and can be made relatively easily according to various purposes and uses. Therefore, it can be said that the adhesive product can be used for a variety of uses as is the current origin of the acrylic adhesive.
- the polarizer protective film is a method of polarizing by performing a process of saponifying (alkali treatment) the surface of the cellulose-based film to improve the bonding strength with the polarizer and the cycloolefin polymer-based film by performing a process of corona treating the surface thereof. This is proposed (Korean Patent Publication No. 2009-114928).
- Non-polar adhesives have been suggested in various ways (Japanese Patent Laid-Open No. Hei 1-39655, Hei 4-154512), but it is not sufficient to secure adhesion with the polymethyl methacrylate-based film, and thus the bonding strength is limited.
- the present invention improves adhesion with acrylic films (particularly polymethyl methacrylate films), improves poor peeling under durability conditions (high temperature or high temperature and high humidity) and at the same time improves the remaining of the adhesive during rework. It is an object to provide an adhesive composition for an acrylic film (particularly a polymethyl methacrylate film).
- the present invention contains an acrylic copolymer containing 30 to 70 parts by weight of methyl methacrylate monomer and 100% by weight of the total monomer, does not contain a crosslinkable monomer, the weight average molecular weight of 100,000 to 500,000 It provides the adhesive composition for acrylic films containing A and a crosslinkable monomer, and containing the acrylic copolymer B which has a weight average molecular weight of 800,000-1,500,000.
- the acrylic copolymer A may have a weight average molecular weight of 200,000 to 400,000.
- the acrylic copolymer B may have a weight average molecular weight of 1 million to 120.
- the acrylic copolymer A may contain 10 to 50 parts by weight based on 100 parts by weight of the acrylic copolymer B.
- the pressure-sensitive adhesive composition may further contain a crosslinking agent.
- the present invention provides a polarizing plate in which an acrylic polarizer protective film is bonded to at least one surface of the polarizer, and the pressure-sensitive adhesive layer containing the pressure-sensitive adhesive composition is formed on the polarizer protective film.
- the polarizer protective film may be a polymethyl methacrylate film.
- the polarizing plate was cut into a size of 90 mm x 170 mm and the specimens attached to both sides of the glass substrate so that the optical absorption axes intersect with each other were allowed to stand at a temperature of 80 ° C. for 1000 hours, and then less than five bubbles or peelings could occur. have.
- the polarizing plate was cut into a size of 90 mm x 170 mm and the specimens attached to both sides of the glass substrate so that the optical absorption axes intersect with each other were allowed to stand for 1000 hours at a temperature of 60 ° C. and 90% RH, and then bubbles or peeling occurred. May be less than five.
- the pressure-sensitive adhesive composition of the present invention has an advantage of improving adhesion strength and reworkability under severe conditions (high temperature or high temperature and high humidity) by improving adhesion by interacting at an interface of an acrylic film (particularly polymethyl methacrylate film). There is this.
- the pressure-sensitive adhesive composition of the present invention has the advantage of suppressing the deterioration of coating uniformity due to the use of an acrylic copolymer containing a methyl methacrylate monomer.
- the present invention relates to an adhesive composition and a polarizing plate excellent in durability and reworkability.
- this invention contains 30-70 weight part of methyl methacrylate monomers with respect to 100 weight part of total monomers, and does not contain a crosslinkable monomer, and a weight average It contains an acrylic copolymer A having a molecular weight of 100,000 to 500,000 and a crosslinkable monomer, and contains an acrylic copolymer B having a weight average molecular weight of 700,000 to 1.50,000.
- the adhesive composition of this invention mixes and uses a crosslinkable, high molecular weight acrylic copolymer, and the non-crosslinkable, low molecular weight, acrylic copolymer containing a methyl methacrylate monomer.
- the low molecular weight acrylic copolymer moves to the base surface of the acrylic film (particularly PMMA film), and improves adhesion to the film by strong interaction with the film surface, thereby improving adhesion durability under severe conditions (high temperature or high temperature and high humidity). Reworkability is improved at the same time.
- the pressure-sensitive adhesive composition of the present invention may be reduced in uniformity during coating by the methyl methacrylate-containing acrylic copolymer used for improving the interfacial adhesion with the acrylic film.
- the coating uniformity was improved.
- the acrylic copolymers A and B each contain a (meth) acrylate monomer having an alkyl group having 1 to 12 carbon atoms as a main monomer, and the double acrylic copolymer A has a (meth) acrylate monomer having an alkyl group having 1 to 12 carbon atoms and Methyl methacrylate monomer is included as an essential monomer component.
- (meth) acrylate means acrylate and methacrylate, and the content of each component is based on solid content.
- Examples of the (meth) acrylate monomer having an alkyl group having 1 to 12 carbon atoms include (meth) acrylates derived from aliphatic alcohols having 1 to 12 carbon atoms, for example methyl atrylate, ethyl acrylate, propyl acrylate, n -Butyl (meth) acrylate, 2-butyl (meth) acrylate, t-butyl (meth) acrylate, pentyl (meth) acrylate, octyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, Nonyl (meth) acrylate, decyl (meth) acrylate, lauryl (meth) acrylate, etc. are mentioned, These can be used individually or in mixture of 2 or more types. Among these, n-butyl acrylate, 2-ethylhexyl acrylate, or a mixture thereof is preferable.
- the acrylic copolymer A may contain 30 to 70 parts by weight of methyl methacrylate monomer, preferably 40 to 60 parts by weight, based on 100 parts by weight of the total monomers. If the content is less than 30 parts by weight may be insufficient adhesion improvement effect with the acrylic film, if it exceeds 70 parts by weight lack of compatibility with the acrylic copolymer B, phase separation may occur.
- Acrylic copolymer B contains the crosslinkable monomer which has a crosslinkable functional group.
- the crosslinkable monomer 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 a hydroxy group, a monomer having a carboxyl group, a monomer having an amide group, and a monomer having a tertiary amine group. have. 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, among which (meth) acrylic acid is preferred.
- 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 of such an acrylic copolymer B is contained in 0.05-10 weight part with respect to 100 weight part of (meth) acrylate monomers which have a C1-C12 alkyl group, More preferably, it is 0.1-8 weight part. good. 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.
- crosslinkable monomers may be further included in an amount of 40 parts by weight or less based on 100 parts by weight of the total monomers used in the preparation of the acrylic copolymer, such that the adhesive strength is not reduced.
- 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 A has a weight average molecular weight (polystyrene equivalent, Mw) measured by gel permeation chromatography (GPC) of 100,000 to 500,000, preferably 200,000 to 400,000.
- Mw polystyrene equivalent
- GPC gel permeation chromatography
- the acrylic copolymer B has a weight average molecular weight of 800,000 to 1.5 million, preferably 1 million to 1.2 million. If the weight average molecular weight is less than 800,000, cohesion may be insufficient and bubbles may be generated. If the weight average molecular weight exceeds 1.5 million, mura may be generated during coating due to an increase in viscosity.
- the said acrylic copolymer A contains 10-50 weight part with respect to 100 weight part of acrylic copolymer B, Preferably it contains 20-45 weight part. If the content is less than 10 parts by weight may be insufficient adhesion improvement effect with the acrylic film, if it exceeds 50 parts by weight, the non-crosslinkable copolymer is present in a relatively excessive amount due to the lack of cohesion may cause bubbles.
- the pressure-sensitive adhesive composition of the present invention may further contain a crosslinking agent.
- a crosslinking agent can improve adhesiveness and durability, and can maintain the reliability and shape of an adhesive at high temperature.
- the crosslinking agent may be an isocyanate type, an epoxy type, a melamine type, a peroxide type, a metal chelate type, an oxazoline type, or the like, and one or two or more kinds thereof may be used. Double isocyanate type or epoxy type is preferred.
- 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
- Examples of the melamine type include hexametholol melamine, hexamethoxymethyl melamine, hexabutoxymethyl melamine, and the like.
- 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 include a silane coupling agent.
- the kind of the silane coupling agent is not particularly limited, and for example, vinylchlorosilane, vinyltrimethoxysilane, vinyltriethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-glycidoxy Propyltrimethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, 3-glycidoxypropyldiethoxysilane, 3-glycidoxypropyltriethoxysilane, p-styryltrimethoxysilane, 3-metha Krilloxypropyl triethoxysilane, 3-methacryloxypropyl trimethoxysilane, 3-methacryloxypropylmethyldimethoxysilane, 3-methacryloxypropylmethyl diethoxysilane, 3-acryloxypropyl trimethoxysilane , N-2- (aminoethyl) -3-aminopropylmethyld
- the silane coupling agent may be included in an amount of 0 to 10 parts by weight based on 100 parts by weight of the copolymer based on the solid content, preferably 0.005 to 5 parts by weight. If the content is more than 10 parts by weight, durability may be reduced.
- the pressure-sensitive adhesive composition is a tackifying resin, antioxidant, corrosion inhibitor, leveling agent, surface lubricant, dye, pigment in order to adjust the adhesion, cohesion, viscosity, modulus, glass transition temperature, etc. required according to the application It may further include additives such as antifoaming agent, filler, light stabilizer.
- the present invention is characterized in that an acrylic polarizer protective film is bonded to at least one surface of the polarizer, and a polarizing plate on which the pressure-sensitive adhesive layer containing the pressure-sensitive adhesive composition is formed on the polarizer protective film. At this time, the pressure-sensitive adhesive layer is formed on the opposite side of the bonding surface of the polarizer protective film.
- the acrylic polarizer protective film may be preferably a polymethyl methacrylate film.
- the acrylic copolymer, the crosslinking agent, and the silane coupling agent of Preparation Example 1 and Preparation Example 2 were mixed in the composition of Table 3 below, and then diluted to a concentration of 20% by weight in consideration of coating properties to prepare an adhesive composition.
- the pressure-sensitive adhesive composition prepared in 1) 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, 5 minutes, and 10 minutes, respectively, to form an adhesive layer.
- a polarizing plate having a polymethyl methacrylate protective film laminated on both surfaces of the polarizer was laminated to prepare a polarizing plate with pressure-sensitive adhesive.
- the protective film surface and the adhesive layer was laminated so as to contact.
- the prepared polarizing plate was stored under curing conditions at 23 ° C. and 60% RH.
- 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 polarizing plate was cut out to a width of 25 mm and a length of 100 mm, the release film was peeled off, and then laminated to Corning's # 1737 glass at a pressure of 0.25 MPa, and the autoclave was treated at 5 atmospheres and 50 ° C. for 20 minutes. Evaluation samples were prepared. After putting in a 50 °C oven was taken out after 5 hours and left at room temperature for 120 hours, it was peeled off at a rate of 1.3 cm / s. In addition, after being put into an oven at 60 ° C. and 90 RH% of humidity conditions, it was taken out after 4 hours and left at room temperature for 120 hours, followed by peeling at a speed of 1.3 cm / s.
- the adhesive remains on the panel under more than one condition or the polarizer is torn during the peeling process: ⁇
- the prepared pressure-sensitive adhesive polarizing plate was cut into a size of 90 mm x 170 mm, the release film was peeled off, and then adhered to one surface of a glass substrate (110 mm x 190 mm x 0.7 mm). Uniformity was confirmed.
- Non-uniformity of the adhesive is observed by reflecting light but dimly observed: ⁇
- the pressure-sensitive adhesive composition of Examples 1 to 16 according to the present invention is excellent in adhesion durability and rework resistance, such as heat and moisture resistance when bonding to the acrylic film compared to Comparative Examples 1 to 6 at the same time, uniform It was confirmed that one coatability was shown.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polarising Elements (AREA)
Abstract
La présente invention concerne une composition adhésive destinée à un film acrylique, et une plaque de polarisation contenant celle-ci, et se réfère plus spécifiquement à une composition adhésive destinée à un film acrylique et à une plaque de polarisation contenant celle-ci, ladite composition adhésive contenant : un copolymère acrylique (A) contenant 30-70 parties en poids d'un monomère de méthacrylate de méthyle, par rapport à un total de 100 parties en poids de monomères, ledit copolymère étant dépourvu de monomère réticulable et présentant un poids moléculaire moyen en poids de 100000-500000 ; et un copolymère acrylique (B) contenant un monomère réticulable, qui présente un poids moléculaire moyen en poids de 800000-1500000 et possède par conséquent d'excellentes caractéristiques de durabilité et d'aptitude au repositionnement d'adhésif dans des conditions rudes (température élevée ou température et humidité élevées), quand ladite composition est liée au film acrylique.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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KR10-2013-0086100 | 2013-07-22 | ||
KR1020130086100A KR101991971B1 (ko) | 2013-07-22 | 2013-07-22 | 아크릴계 필름용 점착제 조성물 및 이를 함유한 편광판 |
Publications (1)
Publication Number | Publication Date |
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WO2015012524A1 true WO2015012524A1 (fr) | 2015-01-29 |
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ID=52393511
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Application Number | Title | Priority Date | Filing Date |
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PCT/KR2014/006443 WO2015012524A1 (fr) | 2013-07-22 | 2014-07-16 | Composition adhésive pour film acrylique, et plaque de polarisation contenant celle-ci |
Country Status (3)
Country | Link |
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KR (1) | KR101991971B1 (fr) |
TW (1) | TW201512349A (fr) |
WO (1) | WO2015012524A1 (fr) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20170029665A1 (en) * | 2015-07-31 | 2017-02-02 | Samsung Sdi Co., Ltd. | Adhesive film for polarizing plate, polarizing plate including the same and optical display including the same |
CN111448491A (zh) * | 2017-12-05 | 2020-07-24 | 三星Sdi株式会社 | 偏光板及包含其的光学显示器 |
CN112912454A (zh) * | 2018-10-26 | 2021-06-04 | 汉高股份有限及两合公司 | 可再加工粘合剂组合物 |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
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JP6550251B2 (ja) * | 2015-03-03 | 2019-07-24 | リンテック株式会社 | 粘着剤層付き光学フィルム |
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JP2003049141A (ja) * | 2001-08-03 | 2003-02-21 | Saiden Chemical Industry Co Ltd | 偏光板用粘着剤組成物 |
KR100485626B1 (ko) * | 1997-04-09 | 2006-01-12 | 소켄 케미칼 앤드 엔지니어링 캄파니, 리미티드 | 편광판용점착제조성물및편광판 |
KR20090078211A (ko) * | 2008-01-14 | 2009-07-17 | 주식회사 엘지화학 | 아크릴계 점착제 조성물 |
KR20090126904A (ko) * | 2008-06-05 | 2009-12-09 | 주식회사 엘지화학 | 아크릴계 점착제 조성물, 이를 포함하는 편광판 및액정표시장치 |
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JP5118350B2 (ja) * | 2007-01-26 | 2013-01-16 | ニッタ株式会社 | 粘着剤 |
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2013
- 2013-07-22 KR KR1020130086100A patent/KR101991971B1/ko active Active
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2014
- 2014-07-16 WO PCT/KR2014/006443 patent/WO2015012524A1/fr active Application Filing
- 2014-07-17 TW TW103124476A patent/TW201512349A/zh unknown
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KR100485626B1 (ko) * | 1997-04-09 | 2006-01-12 | 소켄 케미칼 앤드 엔지니어링 캄파니, 리미티드 | 편광판용점착제조성물및편광판 |
JP2000109771A (ja) * | 1998-10-07 | 2000-04-18 | Lintec Corp | 粘着シート |
JP2003049141A (ja) * | 2001-08-03 | 2003-02-21 | Saiden Chemical Industry Co Ltd | 偏光板用粘着剤組成物 |
KR20090078211A (ko) * | 2008-01-14 | 2009-07-17 | 주식회사 엘지화학 | 아크릴계 점착제 조성물 |
KR20090126904A (ko) * | 2008-06-05 | 2009-12-09 | 주식회사 엘지화학 | 아크릴계 점착제 조성물, 이를 포함하는 편광판 및액정표시장치 |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20170029665A1 (en) * | 2015-07-31 | 2017-02-02 | Samsung Sdi Co., Ltd. | Adhesive film for polarizing plate, polarizing plate including the same and optical display including the same |
US10071538B2 (en) * | 2015-07-31 | 2018-09-11 | Samsung Sdi Co., Ltd. | Adhesive film for polarizing plate, polarizing plate including the same and optical display including the same |
CN111448491A (zh) * | 2017-12-05 | 2020-07-24 | 三星Sdi株式会社 | 偏光板及包含其的光学显示器 |
CN112912454A (zh) * | 2018-10-26 | 2021-06-04 | 汉高股份有限及两合公司 | 可再加工粘合剂组合物 |
CN112912454B (zh) * | 2018-10-26 | 2023-09-22 | 汉高股份有限及两合公司 | 可再加工粘合剂组合物 |
Also Published As
Publication number | Publication date |
---|---|
TW201512349A (zh) | 2015-04-01 |
KR101991971B1 (ko) | 2019-06-21 |
KR20150011164A (ko) | 2015-01-30 |
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