JP6469869B2 - 粘着剤組成物 - Google Patents
粘着剤組成物 Download PDFInfo
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- JP6469869B2 JP6469869B2 JP2017533282A JP2017533282A JP6469869B2 JP 6469869 B2 JP6469869 B2 JP 6469869B2 JP 2017533282 A JP2017533282 A JP 2017533282A JP 2017533282 A JP2017533282 A JP 2017533282A JP 6469869 B2 JP6469869 B2 JP 6469869B2
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- 239000000203 mixture Substances 0.000 title claims description 66
- 230000001070 adhesive effect Effects 0.000 title claims description 29
- 239000000853 adhesive Substances 0.000 title claims description 27
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 91
- 229920000642 polymer Polymers 0.000 claims description 67
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 52
- 239000010408 film Substances 0.000 claims description 52
- 239000000178 monomer Substances 0.000 claims description 48
- 125000004432 carbon atom Chemical group C* 0.000 claims description 43
- 125000000217 alkyl group Chemical group 0.000 claims description 41
- -1 2- (2-ethoxyethoxy) ethyl Chemical group 0.000 claims description 39
- 239000012788 optical film Substances 0.000 claims description 38
- 239000010410 layer Substances 0.000 claims description 29
- 239000000126 substance Substances 0.000 claims description 25
- 125000003118 aryl group Chemical group 0.000 claims description 23
- 239000004973 liquid crystal related substance Substances 0.000 claims description 22
- 239000003431 cross linking reagent Substances 0.000 claims description 13
- 125000000524 functional group Chemical group 0.000 claims description 13
- 238000006116 polymerization reaction Methods 0.000 claims description 13
- 125000002947 alkylene group Chemical group 0.000 claims description 12
- 239000002216 antistatic agent Substances 0.000 claims description 12
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 12
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 11
- 150000003839 salts Chemical class 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 229910052751 metal Inorganic materials 0.000 claims description 7
- 239000002184 metal Substances 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 150000008040 ionic compounds Chemical group 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 4
- 210000002858 crystal cell Anatomy 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 3
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 3
- 125000004018 acid anhydride group Chemical group 0.000 claims description 3
- 125000004069 aziridinyl group Chemical group 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- 230000001588 bifunctional effect Effects 0.000 claims description 3
- 125000003700 epoxy group Chemical group 0.000 claims description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 3
- 239000011976 maleic acid Substances 0.000 claims description 3
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 3
- 229910052717 sulfur Inorganic materials 0.000 claims description 3
- 125000004434 sulfur atom Chemical group 0.000 claims description 3
- 125000003504 2-oxazolinyl group Chemical group O1C(=NCC1)* 0.000 claims description 2
- JYSWMLAADBQAQX-UHFFFAOYSA-N 2-prop-2-enoyloxyacetic acid Chemical compound OC(=O)COC(=O)C=C JYSWMLAADBQAQX-UHFFFAOYSA-N 0.000 claims description 2
- YAHLUTXNMRWKSM-UHFFFAOYSA-N 2-prop-2-enoyloxybutanoic acid Chemical compound CCC(C(O)=O)OC(=O)C=C YAHLUTXNMRWKSM-UHFFFAOYSA-N 0.000 claims description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 2
- VPKDCDLSJZCGKE-UHFFFAOYSA-N carbodiimide group Chemical group N=C=N VPKDCDLSJZCGKE-UHFFFAOYSA-N 0.000 claims description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 239000012790 adhesive layer Substances 0.000 description 16
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
- 238000000034 method Methods 0.000 description 14
- 239000011248 coating agent Substances 0.000 description 13
- 238000000576 coating method Methods 0.000 description 13
- 238000011156 evaluation Methods 0.000 description 13
- 238000004519 manufacturing process Methods 0.000 description 13
- 230000001681 protective effect Effects 0.000 description 13
- 229920002284 Cellulose triacetate Polymers 0.000 description 11
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 11
- 230000003287 optical effect Effects 0.000 description 11
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- 229910052799 carbon Inorganic materials 0.000 description 8
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 7
- 238000001723 curing Methods 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- 150000001450 anions Chemical class 0.000 description 6
- 230000005540 biological transmission Effects 0.000 description 6
- 230000007423 decrease Effects 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 230000008569 process Effects 0.000 description 6
- 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 5
- 230000008859 change Effects 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 230000009477 glass transition Effects 0.000 description 5
- 230000000704 physical effect Effects 0.000 description 5
- 229920000139 polyethylene terephthalate Polymers 0.000 description 5
- 239000005020 polyethylene terephthalate Substances 0.000 description 5
- 229920001228 polyisocyanate Polymers 0.000 description 5
- 239000005056 polyisocyanate Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 239000006087 Silane Coupling Agent Substances 0.000 description 4
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 description 4
- 239000011247 coating layer Substances 0.000 description 4
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- 230000007774 longterm Effects 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 3
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical group C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 3
- 229920006243 acrylic copolymer Polymers 0.000 description 3
- 125000002723 alicyclic group Chemical group 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000005611 electricity Effects 0.000 description 3
- 238000004299 exfoliation Methods 0.000 description 3
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000012948 isocyanate Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 229910001416 lithium ion Inorganic materials 0.000 description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 230000003068 static effect Effects 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- WSWCOQWTEOXDQX-MQQKCMAXSA-M (E,E)-sorbate Chemical compound C\C=C\C=C\C([O-])=O WSWCOQWTEOXDQX-MQQKCMAXSA-M 0.000 description 2
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 2
- 239000004971 Cross linker Substances 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
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- NPYPAHLBTDXSSS-UHFFFAOYSA-N Potassium ion Chemical compound [K+] NPYPAHLBTDXSSS-UHFFFAOYSA-N 0.000 description 2
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 229910001422 barium ion Inorganic materials 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 229910001424 calcium ion Inorganic materials 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 239000007822 coupling agent Substances 0.000 description 2
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- ZQMIGQNCOMNODD-UHFFFAOYSA-N diacetyl peroxide Chemical compound CC(=O)OOC(C)=O ZQMIGQNCOMNODD-UHFFFAOYSA-N 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 229910001425 magnesium ion Inorganic materials 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
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- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
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- 229910001415 sodium ion Inorganic materials 0.000 description 2
- 229940075554 sorbate Drugs 0.000 description 2
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- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 description 1
- XBTRYWRVOBZSGM-UHFFFAOYSA-N (4-methylphenyl)methanediamine Chemical compound CC1=CC=C(C(N)N)C=C1 XBTRYWRVOBZSGM-UHFFFAOYSA-N 0.000 description 1
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- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 1
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- VCEBPSRMNUAVGE-UHFFFAOYSA-N 1,5-diisocyanatopentane 1,2-diisocyanatopropane Chemical compound CC(CN=C=O)N=C=O.O=C=NCCCCCN=C=O VCEBPSRMNUAVGE-UHFFFAOYSA-N 0.000 description 1
- QGLRLXLDMZCFBP-UHFFFAOYSA-N 1,6-diisocyanato-2,4,4-trimethylhexane Chemical compound O=C=NCC(C)CC(C)(C)CCN=C=O QGLRLXLDMZCFBP-UHFFFAOYSA-N 0.000 description 1
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- GDTSJMKGXGJFGQ-UHFFFAOYSA-N 3,7-dioxido-2,4,6,8,9-pentaoxa-1,3,5,7-tetraborabicyclo[3.3.1]nonane Chemical compound O1B([O-])OB2OB([O-])OB1O2 GDTSJMKGXGJFGQ-UHFFFAOYSA-N 0.000 description 1
- OLQWMCSSZKNOLQ-UHFFFAOYSA-N 3-(2,5-dioxooxolan-3-yl)oxolane-2,5-dione Chemical compound O=C1OC(=O)CC1C1C(=O)OC(=O)C1 OLQWMCSSZKNOLQ-UHFFFAOYSA-N 0.000 description 1
- MECNWXGGNCJFQJ-UHFFFAOYSA-N 3-piperidin-1-ylpropane-1,2-diol Chemical compound OCC(O)CN1CCCCC1 MECNWXGGNCJFQJ-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
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- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- MUTGBJKUEZFXGO-UHFFFAOYSA-N hexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21 MUTGBJKUEZFXGO-UHFFFAOYSA-N 0.000 description 1
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- KTQDYGVEEFGIIL-UHFFFAOYSA-N n-fluorosulfonylsulfamoyl fluoride Chemical compound FS(=O)(=O)NS(F)(=O)=O KTQDYGVEEFGIIL-UHFFFAOYSA-N 0.000 description 1
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- 239000004014 plasticizer Substances 0.000 description 1
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- 229920000728 polyester Polymers 0.000 description 1
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- 150000003077 polyols Chemical class 0.000 description 1
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- 229910001414 potassium ion Inorganic materials 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
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- 239000012744 reinforcing agent Substances 0.000 description 1
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- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
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- 229910001427 strontium ion Inorganic materials 0.000 description 1
- PWYYWQHXAPXYMF-UHFFFAOYSA-N strontium(2+) Chemical compound [Sr+2] PWYYWQHXAPXYMF-UHFFFAOYSA-N 0.000 description 1
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- 238000010557 suspension polymerization reaction Methods 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
- 125000006158 tetracarboxylic acid group Chemical group 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- IUCJMVBFZDHPDX-UHFFFAOYSA-N tretamine Chemical compound C1CN1C1=NC(N2CC2)=NC(N2CC2)=N1 IUCJMVBFZDHPDX-UHFFFAOYSA-N 0.000 description 1
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- GFVKHYGXCQWRON-UHFFFAOYSA-N tributyl(ethyl)azanium Chemical compound CCCC[N+](CC)(CCCC)CCCC GFVKHYGXCQWRON-UHFFFAOYSA-N 0.000 description 1
- HJHUXWBTVVFLQI-UHFFFAOYSA-N tributyl(methyl)azanium Chemical compound CCCC[N+](C)(CCCC)CCCC HJHUXWBTVVFLQI-UHFFFAOYSA-N 0.000 description 1
- HSQNIIUDNMPIJI-UHFFFAOYSA-N trihexyl(methyl)azanium Chemical compound CCCCCC[N+](C)(CCCCCC)CCCCCC HSQNIIUDNMPIJI-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- 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
- G02B5/3033—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
-
- C—CHEMISTRY; METALLURGY
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Description
重合体は、下記の化学式1の単量体1〜5重量部の重合単位を含むことができる。
前記溶液重合方法は、例えば前述した単量体成分を適切な重量比率で混合した状態で、ラジカル重合開始剤および溶媒を混合して50℃〜140℃の重合温度で6〜15時間程度遂行され得る。
[A(BOmRf)n]−
化学式4において、Aは窒素原子または炭素原子で、Bは炭素原子または硫黄原子であり、Rfはパーフルオロアルキル基であり、mは1または2であり、nは2または3である。
[物性評価方式]
数平均分子量(Mn)および分子量分布(PDI)はGPCを使って以下の条件で測定し、検量線の製作にはAgilent systemの標準ポリスチレンを使って測定結果を換算した。
測定器:Agilent GPC(Agilent 1200 series、U.S.)
カラム:PL Mi×ed B 2個連結
カラム温度:40℃
溶離液:THF(Tetrahydrofuran)
流速:1.0mL/min
濃度:〜1mg/mL(100μl injection)
実施例および比較例で製造された粘着剤組成物をコーティングし、コーティング層を肉眼で観察して下記基準で評価する。
A:コーティング層に気泡および縞模様などが肉眼によって確認されない
B:コーティング層に気泡および/または縞模様などが肉眼で微細に観察される
C:コーティング層に気泡および/または縞模様が肉眼で顕著に観察される
製造された粘着偏光板を25mm×100mm(幅×長さ)の大きさで裁断してサンプルを製造し、剥離シートを除去した後、無アルカリガラスにラミネーターを利用して付着した。引き続き、オートクレーブ(50℃、5気圧)で約20分の間圧着処理し、恒温除湿条件(23℃、50%R.H.)で24時間の間保管した。その後、物性測定機(Te×ture analyzer、ステイブルマイクロシステム社)を利用して、0.3m/minの剥離速度および180度の剥離角度の条件で再剥離性を評価した。
○:1日後粘着力が1,000gf未満
△:1日後粘着力が1,000gf以上
×:1日後粘着力が2,000gf以上
粘着剤が形成された粘着偏光板を横および縦の長さがすべて50mmとなるように裁断して試片を製造し、試片の粘着剤層に付着している離型PETを除去した後、表面抵抗を測定した。
耐久性テスト前表面抵抗(SR1)は裁断された試片を23℃および50%の相対湿度条件で24時間の間放置した後、偏光板から離型PETを除去し、500ボルト(V)の電圧を1分の間印加した後測定した。
実施例および比較例に係る粘着偏光板を製造する過程で粘着剤層を形成した後、それぞれ下記の評価基準に記載された時間だけ経過した偏光板を横7cmおよび縦10cmとなるように裁断し、剥離シート(離型PETフィルム)を除去した後、ラミネーターで粘着剤剥離を測定するための粘着テープ(測定用粘着テープ)を横5cmおよび縦10cmとなる粘着面積で付着する。その後、恒温除湿条件(25℃、50%相対湿度)で5分の間維持し、付着された測定用粘着テープを除去して偏光板基材面に残留する粘着剤の残留量を確認する。偏光板の縦方向に格子を表示し、格子内に残留する粘着剤の量を基準として肉眼観察して確認する。
A:コーティング後1日以内、粘着剤が90%以上残留
B:コーティング後2日以内、粘着剤が90%以上残留
C:コーティング後3日以内、粘着剤が90%以上残留
D:コーティング後4日以内、粘着剤が90%以上残留
実施例および比較例で製造した偏光板を幅が180mm程度であり、長さが320mm程度となるように裁断して試片を製造し、これを19インチの市販のパネルに付着する。その後、パネルをオートクレーブ(50℃、5気圧)で約20分の間保管してサンプルを製造する。製造されたサンプルの耐熱耐久性は、サンプルを80℃で500時間の間維持した後に気泡および剥離の発生を観察して下記基準で評価し、耐湿熱耐久性はサンプルを60℃および90%相対湿度条件で500時間放置した後に粘着界面での気泡および剥離の発生を観察して下記の基準によって評価した。
A:気泡および剥離発生なし
B:気泡および/または剥離若干発生
C:気泡および/または剥離多量発生
耐久信頼性評価時と同じ試片を使って光透過度の均一性を調査した。具体的にはバックライトを利用して暗室で光が漏出する部分があるかを観察し、試験時にコーティングされた偏光板(400mm×200mm)をガラス基板(410mm×210mm×0.7mm)に光軸を交差させて両面に付着した。光透過均一性評価時に使われた試片は60℃の温度で500時間、または50℃および相対湿度90%条件で500時間の間放置後、常温から取り出して使用し、評価基準は次のとおりである。
○:光透過性の不均一現象を肉眼で判断し難い
△:光透過性の不均一現象若干ある
×:光透過性の不均一現象多量ある
窒素ガスが還流され、温度調節が容易であるように冷却装置を設置した1Lの反応器にn−ブチルアクリレート(n−BA)70.4重量部、メチルメタクリレート5重量部、2−(2−エトキシエトキシ)エチルアクリレート4.5重量部、2−フェノキシエチルアクリレート10重量部、2−ヒドロキシエチルアクリレート9重量部、4−ヒドロキシブチル1重量部およびアクリル酸0.10重量部を投入し、溶剤としてエチルアセテート(EAc;ethyl acetate)100重量部を投入した。その後、酸素除去のために窒素ガスを1時間の間パージ(purging)し、温度を60℃に維持した。反応開始剤であるAIBN(2,2’−Azobisisobutyronitrile、Wako社)0.05重量部を追加に投入して8時間の間反応後、エチルアセテートで希釈して固形分含量が18%、重量平均分子量が145万である重合体を製造した。
下記の表1のように単量体成分および重量部を調節し、目的とする分子量を考慮して開始剤などの使用量を調節したことを除いては、製造例1に準じた方式で重合体(A2〜A10)を製造した。
前記製造例1により製造された重合体100重量部に対し、XDI系イソシアネート硬化剤(日本三井武田、D110N)0.2重量部、β−シアノアセチル基含有シラン系カップリング剤(LG化学制、AD M−812)0.35重量部および常温で固体状態である金属塩としてリチウムビストリフルオロスルポニルアミド1重量部を混合し、エチルアセテートでコーティング液固形分濃度が約9〜10重量%となるように調節することによって、コーティング液(粘着剤組成物)を製造した。
前記製造された粘着剤組成物を剥離シートとして離型処理された厚さ30ミクロン(μm)のポリエチレンテレフタレート(PET)(三菱社製、MRF−38)フィルム上に乾燥後厚さが25ミクロン(μm)となるようにコーティングした後、前記フィルムを110℃のオーブンで3分の間乾燥させて粘着剤層を形成した。形成された粘着剤層をヨウ素系偏光板の保護フィルム(TACフィルム)の一面にラミネートして粘着偏光板を製造した。
粘着剤組成物(コーティング液)の配合成分および組成を下記の表2のように調節したことを除いては、実施例1と同じ方式で偏光板を製造した。
Claims (16)
- 全体100重量部を基準として、炭素数4〜12のアルキル基を有するアルキル(メタ)アクリレート60〜80重量部、下記の化学式1の単量体1〜4.5重量部、芳香族基を含む重合性単量体5〜20重量部、アルキル基の炭素数が2以下であるヒドロキシアルキル(メタ)アクリレート7〜12重量部、アルキル基の炭素数が3〜6の範囲内のヒドロキシアルキル(メタ)アクリレート0.1〜2重量部およびカルボキシル基含有重合性単量体0.01〜0.5重量部を重合単位で有する重合体を含む、光学フィルム用粘着剤組成物:
- 重合体は、重合体全体100重量部を基準として、炭素数4〜12のアルキル基を有するアルキル(メタ)アクリレート60〜75重量部を重合単位で有する、請求項1に記載の光学フィルム用粘着剤組成物。
- 下記の化学式1の単量体は、2−(2−エトキシエトキシ)エチル(メタ)アクリレートまたはメトキシエチル(メタ)アクリレートである、請求項1に記載の光学フィルム用粘着剤組成物。
- 芳香族基を含む重合性単量体は下記の化学式2で表示される、請求項1に記載の光学フィルム用粘着剤組成物:
- 芳香族基を含む重合性単量体はフェノキシエチル(メタ)アクリレート、ベンジル(メタ)アクリレート、2−フェニルチオ−1−エチル(メタ)アクリレート、2−(1−ナフチルオキシ)−1−エチル(メタ)アクリレートまたは2−(2−ナフチルオキシ)−1−エチル(メタ)アクリレートである、請求項1に記載の光学フィルム用粘着剤組成物。
- 重合体は、重合体全体100重量部を基準として、芳香族基を含む重合性単量体7〜15重量部を重合単位で有する、請求項1に記載の光学フィルム用粘着剤組成物。
- カルボキシ基を有する単量体は(メタ)アクリル酸、2−(メタ)アクリロイルオキシ酢酸、3−(メタ)アクリロイルオキシプロピル酸、4−(メタ)アクリロイルオキシブチル酸、アクリル酸二重体、イタコン酸、マレイン酸およびマレイン酸無水物から選択される一つ以上の、請求項1に記載の光学フィルム用粘着剤組成物。
- 重合体は、重合体全体100重量部を基準として、メチル(メタ)アクリレート1〜5重量部の重合単位をさらに有する、請求項1に記載の光学フィルム用粘着剤組成物。
- 重合体100重量部対比多官能性架橋剤0.01〜10重量部をさらに含む、請求項1に記載の光学フィルム用粘着剤組成物。
- 多官能性架橋剤はイソシアネート基、カルボキシル基、エポキシ基、酸無水物基、アジリジニル基、カルボジイミド基、アミン基およびオキサゾリン基のうち選択される一つ以上の官能基を含む2官能以上の多官能化合物である、請求項9に記載の光学フィルム用粘着剤組成物。
- 重合体100重量部対比帯電防止剤0.01〜10重量部をさらに含む、請求項1に記載の光学フィルム用粘着剤組成物。
- 帯電防止剤はイオン性化合物である、請求項11に記載の光学フィルム用粘着剤組成物。
- イオン性化合物は金属塩または有機塩である、請求項12に記載の光学フィルム用粘着剤組成物。
- 光学フィルム;および
前記光学フィルムの一面または両面に形成され、請求項1に記載された光学フィルム用粘着剤組成物から形成された粘着剤層;を含む、偏光板。 - 光学フィルムは偏光フィルムである、請求項14に記載の偏光板。
- 液晶セルの一面または両面に接合された請求項14または請求項15に記載された偏光板を含む液晶パネルを含む、液晶表示装置。
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US5512612A (en) * | 1994-04-04 | 1996-04-30 | Minnesota Mining And Manufacturing Company | Pressure sensitive adhesive employing a water-dispersible polymer and articles made there from |
KR100405309B1 (ko) | 2000-12-13 | 2003-11-12 | 주식회사 엘지화학 | 편광판용 아크릴계 점착제 수지 조성물 |
FR2827406A1 (fr) | 2001-07-10 | 2003-01-17 | Koninkl Philips Electronics Nv | Methode generique de parcours d'un arbre objets pour invoquer une methode specifique sur certains objets dudit arbre |
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JP4705768B2 (ja) * | 2004-08-23 | 2011-06-22 | リンテック株式会社 | 偏光フイルム用感圧接着剤組成物 |
EP1956064B1 (en) | 2005-11-21 | 2010-10-13 | Soken Chemical & Engineering Co. Ltd., | Adhesive composition for optical film, adhesive sheet, and optical member using such adhesive composition |
JP3997270B2 (ja) | 2005-11-21 | 2007-10-24 | 綜研化学株式会社 | 光学フィルム用粘着剤組成物および粘着シート、ならびにこれを用いた光学部材 |
KR100932888B1 (ko) * | 2006-07-21 | 2009-12-21 | 주식회사 엘지화학 | 광학 보상된 아크릴계 점착제 조성물, 이를 포함하는편광판 및 액정표시소자 |
JP2009173720A (ja) | 2008-01-23 | 2009-08-06 | Toyo Ink Mfg Co Ltd | 帯電防止性アクリル系感圧式接着剤および該感圧式接着剤を用いた帯電防止性感圧式接着フィルム |
TWI488933B (zh) | 2008-02-01 | 2015-06-21 | Lg Chemical Ltd | 含有光學各向異性化合物之丙烯酸系壓感性黏著劑組合物、偏光板、及含彼之液晶顯示裝置 |
JP6097474B2 (ja) * | 2010-12-13 | 2017-03-15 | 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 |
JP5583001B2 (ja) | 2010-12-24 | 2014-09-03 | 綜研化学株式会社 | 光学フィルム用粘着剤組成物および粘着型光学フィルム |
KR101541578B1 (ko) | 2011-03-23 | 2015-08-03 | 주식회사 엘지화학 | 점착제 조성물 |
KR101950056B1 (ko) * | 2011-12-28 | 2019-02-19 | 소켄 케미칼 앤드 엔지니어링 캄파니, 리미티드 | 광학 부재용 점착제 조성물 그리고 그것을 사용한 점착 시트, 점착제층 부착 광학 부재 및 플랫 패널 디스플레이 |
JP5879208B2 (ja) | 2012-06-20 | 2016-03-08 | 藤森工業株式会社 | 粘着剤組成物及び表面保護フィルム |
KR101301089B1 (ko) | 2013-01-08 | 2013-08-27 | 동우 화인켐 주식회사 | 점착제 조성물 |
KR101582034B1 (ko) | 2013-04-29 | 2015-12-31 | 주식회사 엘지화학 | 점착제 조성물 |
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US11162005B2 (en) | 2021-11-02 |
TWI583765B (zh) | 2017-05-21 |
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