KR20240035698A - Adhesive composition, adhesive layer, optical film with adhesive layer, and display device - Google Patents
Adhesive composition, adhesive layer, optical film with adhesive layer, and display device Download PDFInfo
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- KR20240035698A KR20240035698A KR1020230103046A KR20230103046A KR20240035698A KR 20240035698 A KR20240035698 A KR 20240035698A KR 1020230103046 A KR1020230103046 A KR 1020230103046A KR 20230103046 A KR20230103046 A KR 20230103046A KR 20240035698 A KR20240035698 A KR 20240035698A
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- acrylic polymer
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- 239000000203 mixture Substances 0.000 title claims abstract description 62
- 239000000853 adhesive Substances 0.000 title claims abstract description 55
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 55
- 239000012790 adhesive layer Substances 0.000 title claims description 50
- 239000012788 optical film Substances 0.000 title claims description 9
- 229920000058 polyacrylate Polymers 0.000 claims abstract description 114
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims abstract description 28
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 105
- 239000000178 monomer Substances 0.000 claims description 91
- 125000000217 alkyl group Chemical group 0.000 claims description 26
- 150000001875 compounds Chemical class 0.000 claims description 24
- 125000003118 aryl group Chemical group 0.000 claims description 19
- 125000000524 functional group Chemical group 0.000 claims description 15
- 125000005370 alkoxysilyl group Chemical group 0.000 claims description 14
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 13
- 239000003431 cross linking reagent Substances 0.000 claims description 11
- 125000003368 amide group Chemical group 0.000 claims description 8
- 239000002216 antistatic agent Substances 0.000 claims description 7
- 239000013522 chelant Substances 0.000 claims description 6
- 125000003700 epoxy group Chemical group 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 239000012948 isocyanate Substances 0.000 claims description 5
- 229920002554 vinyl polymer Polymers 0.000 claims description 5
- 125000001033 ether group Chemical group 0.000 claims description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 4
- 239000004593 Epoxy Substances 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 150000002513 isocyanates Chemical class 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 claims description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 2
- 229920000877 Melamine resin Polymers 0.000 claims description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 229910052731 fluorine Inorganic materials 0.000 claims description 2
- 239000011737 fluorine Substances 0.000 claims description 2
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
- 229910052710 silicon Inorganic materials 0.000 claims description 2
- 239000010703 silicon Substances 0.000 claims description 2
- -1 silane compound Chemical class 0.000 description 29
- 238000011156 evaluation Methods 0.000 description 26
- 239000011521 glass Substances 0.000 description 25
- 239000010408 film Substances 0.000 description 21
- 239000000758 substrate Substances 0.000 description 20
- 238000005187 foaming Methods 0.000 description 18
- 239000010410 layer Substances 0.000 description 18
- 239000004973 liquid crystal related substance Substances 0.000 description 13
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 11
- 230000007423 decrease Effects 0.000 description 11
- 238000012360 testing method Methods 0.000 description 11
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 10
- 239000003505 polymerization initiator Substances 0.000 description 10
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 239000002994 raw material Substances 0.000 description 8
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- 238000006243 chemical reaction Methods 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- 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 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 6
- 230000003993 interaction Effects 0.000 description 6
- 239000012298 atmosphere Substances 0.000 description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 239000012986 chain transfer agent Substances 0.000 description 4
- 229910001873 dinitrogen Inorganic materials 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- 230000000379 polymerizing effect Effects 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 238000012546 transfer Methods 0.000 description 4
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- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
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- 150000003949 imides Chemical class 0.000 description 3
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- 239000005056 polyisocyanate Substances 0.000 description 3
- 229920001228 polyisocyanate Polymers 0.000 description 3
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- 229910000077 silane Inorganic materials 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
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- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 2
- HLIQLHSBZXDKLV-UHFFFAOYSA-N 2-(2-hydroxyethoxy)-1-phenoxyethanol Chemical compound OCCOCC(O)OC1=CC=CC=C1 HLIQLHSBZXDKLV-UHFFFAOYSA-N 0.000 description 2
- ZHCHRKVXJJJZFX-UHFFFAOYSA-N 2-[2-(2-hydroxyethoxy)ethoxy]-1-phenoxyethanol Chemical compound OCCOCCOCC(O)OC1=CC=CC=C1 ZHCHRKVXJJJZFX-UHFFFAOYSA-N 0.000 description 2
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 2
- 229920002799 BoPET Polymers 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 229920002284 Cellulose triacetate Polymers 0.000 description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 230000001464 adherent effect Effects 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 238000012662 bulk polymerization Methods 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
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- 125000003438 dodecyl group Chemical group [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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
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- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 125000005641 methacryl group Chemical group 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- KTQDYGVEEFGIIL-UHFFFAOYSA-N n-fluorosulfonylsulfamoyl fluoride Chemical compound FS(=O)(=O)NS(F)(=O)=O KTQDYGVEEFGIIL-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 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 2
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- 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 2
- WRXCBRHBHGNNQA-UHFFFAOYSA-N (2,4-dichlorobenzoyl) 2,4-dichlorobenzenecarboperoxoate Chemical compound ClC1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1Cl WRXCBRHBHGNNQA-UHFFFAOYSA-N 0.000 description 1
- ZICNIEOYWVIEQJ-UHFFFAOYSA-N (2-methylbenzoyl) 2-methylbenzenecarboperoxoate Chemical compound CC1=CC=CC=C1C(=O)OOC(=O)C1=CC=CC=C1C ZICNIEOYWVIEQJ-UHFFFAOYSA-N 0.000 description 1
- FVQMJJQUGGVLEP-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy 2-ethylhexaneperoxoate Chemical compound CCCCC(CC)C(=O)OOOC(C)(C)C FVQMJJQUGGVLEP-UHFFFAOYSA-N 0.000 description 1
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 1
- RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 description 1
- DFPJRUKWEPYFJT-UHFFFAOYSA-N 1,5-diisocyanatopentane Chemical compound O=C=NCCCCCN=C=O DFPJRUKWEPYFJT-UHFFFAOYSA-N 0.000 description 1
- UICXTANXZJJIBC-UHFFFAOYSA-N 1-(1-hydroperoxycyclohexyl)peroxycyclohexan-1-ol Chemical compound C1CCCCC1(O)OOC1(OO)CCCCC1 UICXTANXZJJIBC-UHFFFAOYSA-N 0.000 description 1
- KPAPHODVWOVUJL-UHFFFAOYSA-N 1-benzofuran;1h-indene Chemical compound C1=CC=C2CC=CC2=C1.C1=CC=C2OC=CC2=C1 KPAPHODVWOVUJL-UHFFFAOYSA-N 0.000 description 1
- COXCGWKSEPPDAA-UHFFFAOYSA-N 2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)C#N COXCGWKSEPPDAA-UHFFFAOYSA-N 0.000 description 1
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- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
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- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
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- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- WGQKYBSKWIADBV-UHFFFAOYSA-O benzylaminium Chemical compound [NH3+]CC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-O 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- CFFMAHZPZWPANA-UHFFFAOYSA-O bis(trifluoromethylsulfonyl)azanide;2-ethyl-3-methyl-1h-imidazol-3-ium Chemical compound CCC1=NC=C[NH+]1C.FC(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)F CFFMAHZPZWPANA-UHFFFAOYSA-O 0.000 description 1
- XALVHDZWUBSWES-UHFFFAOYSA-N bis(trifluoromethylsulfonyl)azanide;tributyl(methyl)azanium Chemical compound CCCC[N+](C)(CCCC)CCCC.FC(F)(F)S(=O)(=O)[N-]S(=O)(=O)C(F)(F)F XALVHDZWUBSWES-UHFFFAOYSA-N 0.000 description 1
- INLLPKCGLOXCIV-UHFFFAOYSA-N bromoethene Chemical compound BrC=C INLLPKCGLOXCIV-UHFFFAOYSA-N 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- SPTHWAJJMLCAQF-UHFFFAOYSA-M ctk4f8481 Chemical compound [O-]O.CC(C)C1=CC=CC=C1C(C)C SPTHWAJJMLCAQF-UHFFFAOYSA-M 0.000 description 1
- 238000001723 curing Methods 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- GAURFLBIDLSLQU-UHFFFAOYSA-N diethoxy(methyl)silicon Chemical group CCO[Si](C)OCC GAURFLBIDLSLQU-UHFFFAOYSA-N 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- WHGNXNCOTZPEEK-UHFFFAOYSA-N dimethoxy-methyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](C)(OC)CCCOCC1CO1 WHGNXNCOTZPEEK-UHFFFAOYSA-N 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- VICYBMUVWHJEFT-UHFFFAOYSA-N dodecyltrimethylammonium ion Chemical compound CCCCCCCCCCCC[N+](C)(C)C VICYBMUVWHJEFT-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- WOXXJEVNDJOOLV-UHFFFAOYSA-N ethenyl-tris(2-methoxyethoxy)silane Chemical compound COCCO[Si](OCCOC)(OCCOC)C=C WOXXJEVNDJOOLV-UHFFFAOYSA-N 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical class OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 230000007257 malfunction Effects 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 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
- QYZFTMMPKCOTAN-UHFFFAOYSA-N n-[2-(2-hydroxyethylamino)ethyl]-2-[[1-[2-(2-hydroxyethylamino)ethylamino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCNCCO QYZFTMMPKCOTAN-UHFFFAOYSA-N 0.000 description 1
- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 description 1
- QJAOYSPHSNGHNC-UHFFFAOYSA-N octadecane-1-thiol Chemical compound CCCCCCCCCCCCCCCCCCS QJAOYSPHSNGHNC-UHFFFAOYSA-N 0.000 description 1
- SRSFOMHQIATOFV-UHFFFAOYSA-N octanoyl octaneperoxoate Chemical compound CCCCCCCC(=O)OOC(=O)CCCCCCC SRSFOMHQIATOFV-UHFFFAOYSA-N 0.000 description 1
- MADOXCFISYCULS-UHFFFAOYSA-N octyl 2-sulfanylacetate Chemical compound CCCCCCCCOC(=O)CS MADOXCFISYCULS-UHFFFAOYSA-N 0.000 description 1
- SFHANYOFMGEJCT-UHFFFAOYSA-N octyl 2-sulfanylpropanoate Chemical compound CCCCCCCCOC(=O)C(C)S SFHANYOFMGEJCT-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 238000000016 photochemical curing Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920003050 poly-cycloolefin Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920002530 polyetherether ketone Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920001909 styrene-acrylic polymer Polymers 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- OPQYOFWUFGEMRZ-UHFFFAOYSA-N tert-butyl 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOC(=O)C(C)(C)C OPQYOFWUFGEMRZ-UHFFFAOYSA-N 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-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 group CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical group 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
- 239000008096 xylene Substances 0.000 description 1
- 229910052726 zirconium Inorganic materials 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
- 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
- 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
- C08F220/1807—C7-(meth)acrylate, e.g. heptyl (meth)acrylate or benzyl (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
- C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
- C08F230/08—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon
- C08F230/085—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon the monomer being a polymerisable silane, e.g. (meth)acryloyloxy trialkoxy silanes or vinyl trialkoxysilanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L43/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium or a metal; Compositions of derivatives of such polymers
- C08L43/04—Homopolymers or copolymers of monomers containing silicon
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- 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
- C09J133/068—Copolymers with monomers not covered by C09J133/06 containing glycidyl 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
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
- C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C09J7/385—Acrylic polymers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Adhesive Tapes (AREA)
Abstract
[과제] 본 발명은 고온 환경에서의 내구성을 향상시키는 점착제 조성물을 제공하는 것을 목적으로 한다.
[해결수단] 제1 (메트)아크릴계 폴리머(A) 및 제2 (메트)아크릴계 폴리머(B)를 함유하는 점착제 조성물이 제공된다. 상기 제1 (메트)아크릴계 폴리머(A)의 중량 평균 분자량은 30만 이상, 350만 이하이다. 상기 제2 (메트)아크릴계 폴리머(B)의 중량 평균 분자량은 3만 이상, 40만 이하이다. 상기 점착제 조성물은 상기 제1 (메트)아크릴계 폴리머(A) 100질량부에 대하여 상기 제2 (메트)아크릴계 폴리머(B) 1질량부 이상, 50질량부 이하로 포함한다.[Problem] The purpose of the present invention is to provide an adhesive composition that improves durability in a high temperature environment.
[Solution] A pressure-sensitive adhesive composition containing a first (meth)acrylic polymer (A) and a second (meth)acrylic polymer (B) is provided. The weight average molecular weight of the first (meth)acrylic polymer (A) is 300,000 or more and 3.5 million or less. The weight average molecular weight of the second (meth)acrylic polymer (B) is 30,000 or more and 400,000 or less. The adhesive composition contains 1 part by mass or more and 50 parts by mass or less of the second (meth)acrylic polymer (B) relative to 100 parts by mass of the first (meth)acrylic polymer (A).
Description
본 발명은 점착제 조성물, 점착제층, 점착제층 부착 광학필름, 및 표시장치에 관한 것이다. The present invention relates to an adhesive composition, an adhesive layer, an optical film with an adhesive layer, and a display device.
최근 차량 탑재용, 옥외 계기용, 및 퍼스널컴퓨터용 등의 폭넓은 용도로 액정 표시장치가 사용되고있다. 점착제 조성물로 이루어지는 점착제층은 액정 표시장치의 액정 셀(유리 기판)에 대하여 편광판을 접착하고 있다. 그러나, 편광판은 고온 환경에서 신축하는 특성을 갖기 때문에 유리 기판으로부터 편광판이 벗겨지는 경우가 있다. Recently, liquid crystal displays have been used for a wide range of purposes, such as for vehicle mounting, outdoor instrumentation, and personal computers. The adhesive layer made of the adhesive composition adheres the polarizing plate to the liquid crystal cell (glass substrate) of the liquid crystal display device. However, since the polarizing plate has the characteristic of stretching in a high temperature environment, the polarizing plate may be peeled off from the glass substrate.
상기의 문제를 감안하여 특허문헌 1은 아크릴계 폴리머와, 가수분해성 실릴기를 갖는 아크릴/실리콘계 그래프트 공중합체를 갖는 광학용 감압 접착제 조성물을 개시하고 있다. 또한, 특허문헌 2 및 특허문헌 3은 아크릴계 폴리머와, 가수분해성 알콕시실릴기를 갖는 아크릴계 폴리머를 갖는 점착제 조성물을 개시하고 있다. 또한, 특허문헌 4는 알콕시기를 갖는 실란 화합물을 함유하는 아크릴계 올리고머형 실란 커플링제와 아크릴계 공중합체를 갖는 점착제 조성물을 개시하고 있다. In view of the above problems, Patent Document 1 discloses an optical pressure-sensitive adhesive composition comprising an acrylic polymer and an acrylic/silicone-based graft copolymer having a hydrolyzable silyl group. Additionally, Patent Document 2 and Patent Document 3 disclose an adhesive composition containing an acrylic polymer and an acrylic polymer having a hydrolyzable alkoxysilyl group. Additionally, Patent Document 4 discloses an adhesive composition containing an acrylic oligomeric silane coupling agent containing a silane compound having an alkoxy group and an acrylic copolymer.
그러나, 특허문헌 1의 중합체는 고온 환경에서 아크릴계 폴리머와의 상분리가 일어나기 때문에 충분한 내구성을 갖지 않는다. 또한, 특허문헌 2의 아크릴계 올리고머는 중량 평균 분자량(Mw)이 400 ~ 5000이며, 아크릴계 폴리머와 가수분해성 알콕시실릴기를 갖는 아크릴계 폴리머와의 상호작용이 작고, 고온 환경에서의 충분한 내구성을 갖지 않는다. 또한, 특허문헌 3 및 특허문헌 4의 점착제 조성물도 상기와 마찬가지로 고온 환경에서의 내구성이 충분하다고는 할 수 없다. However, the polymer of Patent Document 1 does not have sufficient durability because phase separation from the acrylic polymer occurs in a high temperature environment. In addition, the acrylic oligomer of Patent Document 2 has a weight average molecular weight (Mw) of 400 to 5000, the interaction between the acrylic polymer and the acrylic polymer having a hydrolyzable alkoxysilyl group is small, and it does not have sufficient durability in a high temperature environment. In addition, the adhesive compositions of Patent Document 3 and Patent Document 4 cannot be said to have sufficient durability in a high-temperature environment, similar to the above.
따라서, 본 발명은 고온 환경에서의 내구성을 향상시키는 점착제 조성물을 제공하는 것을 목적으로 한다. Therefore, the purpose of the present invention is to provide an adhesive composition that improves durability in a high temperature environment.
본 발명에 의하면 제1 (메트)아크릴계 폴리머(A) 및 제2 (메트)아크릴계 폴리머(B)를 함유하는 점착제 조성물로서, 상기 제1 (메트)아크릴계 폴리머(A)는 70질량부 이상, 100질량부 이하의 알킬(메트)아크릴레이트 모노머(a1)와, 0질량부 이상, 30질량부 이하의 방향족기를 갖는 (메트)아크릴레이트 모노머(a2)와, 상기 알킬(메트)아크릴레이트 모노머(a1)와 상기 방향족기를 갖는 (메트)아크릴레이트 모노머(a2)의 합계량 100질량부에 대하여 0.01질량부 이상, 10질량부 이하의 반응성 관능기를 갖는 (메트)아크릴레이트 모노머(a3)을 구성 단위로서 함유하고, 상기 제1 (메트)아크릴계 폴리머(A)의 중량 평균 분자량은 30만 이상, 350만 이하이고, 상기 제2 (메트)아크릴계 폴리머(B)는 상기 제2 (메트)아크릴계 폴리머(B) 100질량부 중에 0질량부 이상, 85질량부 이하의 알킬(메트)아크릴레이트 모노머(b1)와, 0질량부 이상, 85질량부 이하의 방향족기를 갖는 (메트)아크릴레이트 모노머(b2)와, 15질량부 이상, 70질량부 이하의 알콕시실릴기를 갖는 모노머(b3)을 구성 단위로서 함유하고, 상기 제2 (메트)아크릴계 폴리머(B)의 중량 평균 분자량은 3만 이상, 40만 이하이며, 상기 점착제 조성물은 상기 제1 (메트)아크릴계 폴리머(A) 100질량부에 대하여, 상기 제2 (메트)아크릴계 폴리머(B)를 1질량부 이상, 50질량부 이하로 함유하는 점착제 조성물이 제공된다. According to the present invention, an adhesive composition containing a first (meth)acrylic polymer (A) and a second (meth)acrylic polymer (B), wherein the first (meth)acrylic polymer (A) is 70 parts by mass or more, 100 parts by mass. An alkyl (meth)acrylate monomer (a1) of up to 0 parts by mass, a (meth)acrylate monomer (a2) having an aromatic group of 0 to 30 parts by mass, and the alkyl (meth)acrylate monomer (a1) ) and (meth)acrylate monomer (a3) having a reactive functional group in an amount of 0.01 parts by mass or more and 10 parts by mass or less with respect to 100 parts by mass of the total amount of the (meth)acrylate monomer (a2) having the aromatic group as a structural unit. And, the weight average molecular weight of the first (meth)acrylic polymer (A) is 300,000 or more and 3.5 million or less, and the second (meth)acrylic polymer (B) is the second (meth)acrylic polymer (B). 0 to 85 parts by mass of an alkyl (meth)acrylate monomer (b1) in 100 parts by mass, and (meth)acrylate monomer (b2) having an aromatic group of 0 to 85 parts by mass, Contains 15 parts by mass or more and 70 parts by mass or less of a monomer (b3) having an alkoxysilyl group as a structural unit, and the weight average molecular weight of the second (meth)acrylic polymer (B) is 30,000 or more and 400,000 or less, The adhesive composition contains 1 part by mass or more and 50 parts by mass or less of the second (meth)acrylic polymer (B) based on 100 parts by mass of the first (meth)acrylic polymer (A). .
본 발명에 따르면 고온 환경에서의 내구성을 향상시키는 점착제 조성물을 제공할 수 있다.According to the present invention, an adhesive composition that improves durability in a high temperature environment can be provided.
이하, 실시 형태를 상세히 설명한다. 또한, 이하의 실시형태는 특허청구범위에 관한 발명을 한정하는 것이 아니고, 또한 실시형태에서 설명한 특징의 조합의 전부가 발명에 필수적인 것으로 한정되지 않는다. 실시형태에서 설명되어 있는 복수의 특징 중 2개 이상의 특징은 임의로 조합되어도 된다. Hereinafter, embodiments will be described in detail. In addition, the following embodiments do not limit the invention as per the claims, and do not limit all combinations of features described in the embodiments to those essential to the invention. Among the plurality of features described in the embodiments, two or more features may be arbitrarily combined.
<점착제 조성물><Adhesive composition>
본 발명의 점착제 조성물은 제1 (메트)아크릴계 폴리머(A)와 제2 (메트)아크릴계 폴리머(B)를 함유한다. The adhesive composition of the present invention contains a first (meth)acrylic polymer (A) and a second (meth)acrylic polymer (B).
일 실시형태에 따른 점착제 조성물은 제1 (메트)아크릴계 폴리머(A) 100질량부에 대하여, 제2 (메트)아크릴계 폴리머(B) 1질량부 이상, 50질량부 이하, 바람직하게는 2질량부 이상, 25질량부 이하로 함유한다. The pressure-sensitive adhesive composition according to one embodiment contains 1 part by mass or more and 50 parts by mass or less of the second (meth)acrylic polymer (B), preferably 2 parts by mass, based on 100 parts by mass of the first (meth)acrylic polymer (A). It contains 25 parts by mass or less.
(제1 (메트)아크릴계 폴리머(A))(First (meth)acrylic polymer (A))
일 실시형태에 관한 제1 (메트)아크릴계 폴리머(A)는 70질량부 이상, 100질량부 이하의 알킬(메트)아크릴레이트 모노머(a1)와, 0질량부 이상, 30질량부 이하의 방향족기를 갖는 (메트)아크릴레이트 모노머(a2)와, 알킬(메트)아크릴레이트 모노머(a1)와 방향족기를 갖는 (메트)아크릴레이트 모노머(a2)의 합계량 100질량부에 대하여 0.01질량부 이상, 10질량부 이하의 반응성 관능기를 갖는 (메트)아크릴레이트 모노머(a3)를 구성 단위로서 함유한다. The first (meth)acrylic polymer (A) according to one embodiment contains 70 parts by mass or more and 100 parts by mass or less of an alkyl (meth)acrylate monomer (a1) and 0 parts by mass or more and 30 parts by mass or less of an aromatic group. The total amount of the (meth)acrylate monomer (a2) having an alkyl (meth)acrylate monomer (a1) and the (meth)acrylate monomer (a2) having an aromatic group is 0.01 parts by mass or more, 10 parts by mass, based on 100 parts by mass. It contains a (meth)acrylate monomer (a3) having the following reactive functional groups as a structural unit.
본 명세서 등에 있어서, 「제1 (메트)아크릴계 폴리머(A)」란 중합성 단량체로서 적어도 (메트)아크릴산에스테르를 포함하는 단량체 성분이 중합한 중합체이며, 적어도 (메트)아크릴산 에스테르로부터 유래하는 구조 단위를 갖는다. 본 명세서 등에 있어서, 「(메트)아크릴」이라는 문언에는 「아크릴」 및 「메타크릴」의 양쪽의 문언이 포함되는 것을 의미한다. 마찬가지로, 「(메트)아크릴레이트」라는 문언에는 「아크릴레이트」 및 「메타크릴레이트」의 양쪽의 문언이 포함되는 것을 의미한다. In this specification and the like, the “first (meth)acrylic polymer (A)” refers to a polymer obtained by polymerizing a monomer component containing at least (meth)acrylic acid ester as a polymerizable monomer, and at least structural units derived from (meth)acrylic acid ester. has In this specification and the like, the term “(meth)acryl” means that both the term “acrylic” and “methacryl” are included. Likewise, the phrase “(meth)acrylate” means that both the phrases “acrylate” and “methacrylate” are included.
(메트)아크릴산에스테르는 예를 들면, (메트)아크릴산알킬에스테르, (메트)아크릴산히드록시알킬에스테르, (메트)아크릴산알콕시알킬에스테르, (메트)아크릴산아랄킬에스테르, 및 (메트)아크릴산아릴에스테르, 및 이들 이외의 다른 (메트)아크릴산에스테르 등을 포함한다. (메트)아크릴산에스테르는 상기 중 1종류를 단독으로 또는 2종류 이상으로 사용할 수 있다. (meth)acrylic acid esters include, for example, (meth)acrylic acid alkyl ester, (meth)acrylic acid hydroxyalkyl ester, (meth)acrylic acid alkoxyalkyl ester, (meth)acrylic acid aralkyl ester, and (meth)acrylic acid aryl ester, and other (meth)acrylic acid esters other than these. (Meth)acrylic acid ester can be used individually or in combination of two or more of the above.
(알킬(메트)아크릴레이트 모노머(a1))(Alkyl (meth)acrylate monomer (a1))
제1 (메트)아크릴계 폴리머(A)는 70질량부 이상, 100질량부 이하, 바람직하게는 80질량부 이상, 100질량부 이하의 알킬(메트)아크릴레이트 모노머(a1)를 구성 단위로서 함유한다. The first (meth)acrylic polymer (A) contains 70 parts by mass or more and 100 parts by mass or less, preferably 80 parts by mass or more and 100 parts by mass or less of alkyl (meth)acrylate monomer (a1) as a structural unit. .
일 실시형태에 따른 알킬(메트)아크릴레이트 모노머(a1)의 알킬기는 C1 이상, C14 이하이다. The alkyl group of the alkyl (meth)acrylate monomer (a1) according to one embodiment is C1 or more and C14 or less.
알킬(메트)아크릴레이트 모노머(a1)는 예를 들면, 메틸(메트)아크릴레이트, 에틸(메트)아크릴레이트, 프로필(메트)아크릴레이트, n-부틸(메트)아크릴레이트, 이소부틸(메트)아크릴레이트, tert-부틸(메트)아크릴레이트, 이소보닐(메트)아크릴레이트, 2-에틸헥실(메트)아크릴레이트, 옥틸(메트)아크릴레이트, 이소옥틸(메트)아크릴레이트, 이소노닐(메트)아크릴레이트, 라우릴(메트)아크릴레이트 등을 포함한다. 알킬(메트)아크릴레이트 모노머(a1)는 상기 중 1종류를 단독으로 또는 2종류 이상으로 사용할 수 있다. Alkyl (meth)acrylate monomer (a1) is, for example, methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate. Acrylate, tert-butyl (meth)acrylate, isobornyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, octyl (meth)acrylate, isooctyl (meth)acrylate, isononyl (meth) Includes acrylate, lauryl (meth)acrylate, etc. The alkyl (meth)acrylate monomer (a1) can be used individually or in combination of two or more of the above.
(방향족기를 갖는 (메트)아크릴레이트 모노머(a2))((meth)acrylate monomer (a2) having an aromatic group)
제1 (메트)아크릴계 폴리머(A)는 0질량부 이상, 30질량부 이하, 바람직하게는 0질량부 이상, 25질량부 이하의 방향족기를 갖는 알킬(메트)아크릴레이트 모노머(a2)를 구성 단위로서 함유한다. The first (meth)acrylic polymer (A) contains an alkyl (meth)acrylate monomer (a2) having an aromatic group in an amount of 0 parts by mass or more and 30 parts by mass or less, preferably 0 parts by mass or more and 25 parts by mass or less. It contains as.
방향족기를 갖는 (메트)아크릴레이트 모노머(a2)는 예를 들면, 벤질(메트)아크릴레이트, 페녹시에틸(메트)아크릴레이트, 페녹시디에틸렌글리콜(메트)아크릴레이트, 페녹시트리에틸렌글리콜(메트)아크릴레이트, 노닐페녹시폴리에틸렌글리콜 (메트)아크릴레이트 등을 포함한다. 방향족기를 갖는 (메트)아크릴레이트 모노머(a2)는 상기 중 1 종류를 단독으로 또는 2 종류 이상으로 사용할 수 있다. (meth)acrylate monomers (a2) having an aromatic group include, for example, benzyl (meth)acrylate, phenoxyethyl (meth)acrylate, phenoxydiethylene glycol (meth)acrylate, and phenoxytriethylene glycol (meth)acrylate. ) Acrylate, nonylphenoxypolyethylene glycol (meth)acrylate, etc. The (meth)acrylate monomer (a2) having an aromatic group can be used individually or in combination of one or more of the above.
(반응성 관능기를 갖는 (메트)아크릴레이트 모노머(a3))((meth)acrylate monomer (a3) having a reactive functional group)
제1 (메트)아크릴계 폴리머(A)는 알킬(메트)아크릴레이트 모노머(a1)와 방향족기를 갖는 (메트)아크릴레이트 모노머(a2)의 합계량 100질량부에 대하여, 0.01질량부 이상, 10질량부 이하, 바람직하게는 0.1질량부 이상, 7질량부 이하의 반응성 관능기를 갖는 (메트)아크릴레이트 모노머(a3)를 구성 단위로서 함유한다. 제1 (메트)아크릴계 폴리머(A)가 후술하는 가교제(C)와 반응하는 반응성 관능기를 갖는 (메트)아크릴레이트 모노머(a3)을 구성 단위로 하여 상기 질량부의 범위에서 함유함으로써 고온 환경에서의 내구성이 우수한 점착제층의 형성이 가능해진다. The first (meth)acrylic polymer (A) is 0.01 parts by mass or more, 10 parts by mass, based on a total amount of 100 parts by mass of the alkyl (meth)acrylate monomer (a1) and the (meth)acrylate monomer (a2) having an aromatic group. Hereinafter, a (meth)acrylate monomer (a3) having a reactive functional group of preferably 0.1 parts by mass or more and 7 parts by mass or less is contained as a structural unit. The first (meth)acrylic polymer (A) contains as a structural unit a (meth)acrylate monomer (a3) having a reactive functional group that reacts with a crosslinking agent (C) described later, within the above range of parts by mass, thereby ensuring durability in a high temperature environment. The formation of this excellent adhesive layer becomes possible.
한편, 제1 (메트)아크릴계 폴리머(A)가 반응성 관능기를 갖는 (메트)아크릴레이트 모노머(a3)를 구성 단위로 하여 상기 질량부의 범위보다 적게 함유하는 경우, 점착제층의 응집력이 저하되고, 고온 환경에서 점착제층에 발포가 발생한다. 또한, 제1 (메트)아크릴계 폴리머(A)가 반응성 관능기를 갖는 (메트)아크릴레이트 모노머(a3)를 구성 단위로 하여 상기 질량부의 범위보다 많이 함유하는 경우 점착제층의 응집력이 지나치게 높아져 점착제층의 피착체 및 기재에 대한 밀착성이 저하되어 피착체(예를 들면, 액정 표시장치의 유리 기판) 혹은 기재(예를 들면, 편광판)로부터 점착제층이 벗겨져 버린다. On the other hand, when the first (meth)acrylic polymer (A) contains (meth)acrylate monomer (a3) having a reactive functional group as a structural unit less than the above range of parts by mass, the cohesion of the pressure-sensitive adhesive layer decreases, and the cohesion of the adhesive layer decreases, and at high temperatures Foaming occurs in the adhesive layer in the environment. In addition, when the first (meth)acrylic polymer (A) contains (meth)acrylate monomer (a3) having a reactive functional group as a structural unit more than the above range of parts by mass, the cohesion of the adhesive layer becomes too high, causing the adhesive layer to Adhesion to the adherend and the substrate decreases, causing the adhesive layer to peel off from the adherend (for example, a glass substrate of a liquid crystal display device) or the substrate (for example, a polarizing plate).
일 실시형태에 따른 반응성 관능기를 갖는 (메트)아크릴레이트 모노머(a3) 의 반응성 관능기는 수산기, 에폭시기, 질소 함유기 중 적어도 어느 하나이다. The reactive functional group of the (meth)acrylate monomer (a3) having a reactive functional group according to one embodiment is at least one of a hydroxyl group, an epoxy group, and a nitrogen-containing group.
여기서, 액정 패널의 유리 기판에는 투명 도전층(산화물 반도체로 이루어지는 박막층(ITO층 등))이 형성되는 경우가 있다. 투명 도전층은 정전기에 의한 오작동을 방지하기 위한 대전 방지층으로서의 기능 및 정전 용량식 터치 패널의 센서 전극으로서의 기능을 갖는다. 제1 (메트)아크릴계 폴리머(A)가 카르복시기를 갖는 (메트)아크릴레이트 모노머(a3)를 함유하는 경우, 점착제 조성물에 의해 투명 도전층을 부식 또는 손상시키는 일이 있다. 그 때문에, 제1 (메트)아크릴계 폴리머(A) 는 점착제 조성물의 용도에 따라 카르복시기를 갖는 (메트)아크릴레이트 모노머(a3)를 구성 단위로서 함유할지를 선택하면 된다. Here, a transparent conductive layer (a thin film layer made of an oxide semiconductor (ITO layer, etc.)) may be formed on the glass substrate of the liquid crystal panel. The transparent conductive layer functions as an antistatic layer to prevent malfunction due to static electricity and as a sensor electrode of a capacitive touch panel. When the first (meth)acrylic polymer (A) contains a (meth)acrylate monomer (a3) having a carboxyl group, the transparent conductive layer may be corroded or damaged by the adhesive composition. Therefore, the first (meth)acrylic polymer (A) may be selected to contain a (meth)acrylate monomer (a3) having a carboxyl group as a structural unit depending on the intended use of the pressure-sensitive adhesive composition.
반응성 관능기를 갖는 (메트)아크릴레이트 모노머(a3)은 예를 들어 2-히드록시에틸(메트)아크릴레이트, 4-히드록시부틸(메트)아크릴레이트 등의 수산기 함유 (메트)아크릴산에스테르 단량체, (메트)아크릴산, β-카르복시에틸(메트)아크릴레이트 등의 카르복시기 함유 단량체, 글리시딜(메트)아크릴레이트, 4-히드록시부틸(메트)아크릴레이트글리시딜에테르 등의 에폭시기 함유 단량체, (메트)아크릴아미드, 디메틸아미노프로필(메트)아크릴아미드 등의 아미드계 단량체를 포함한다. 반응성 관능기를 갖는 (메트)아크릴레이트 모노머(a3)는 상기 중 1종류를 단독으로 또는 2종류 이상으로 사용할 수 있다. (meth)acrylate monomers (a3) having a reactive functional group include, for example, hydroxyl group-containing (meth)acrylic acid ester monomers such as 2-hydroxyethyl (meth)acrylate and 4-hydroxybutyl (meth)acrylate, ( Carboxyl group-containing monomers such as meth)acrylic acid and β-carboxyethyl (meth)acrylate, epoxy group-containing monomers such as glycidyl (meth)acrylate and 4-hydroxybutyl (meth)acrylate glycidyl ether, (meth) ) Includes amide-based monomers such as acrylamide and dimethylaminopropyl (meth)acrylamide. The (meth)acrylate monomer (a3) having a reactive functional group can be used individually or in combination of two or more of the above.
(물성)(Properties)
일 실시형태에 따른 제1 (메트)아크릴계 폴리머(A)의 중량 평균 분자량(GPC 측정, 표준 폴리스티렌 환산)은 30만 이상, 350만 이하, 바람직하게는 120만 이상, 250만 이하이다. 제1 (메트)아크릴계 폴리머(A)의 중량 평균 분자량이 30만 미만인 경우, 점착제층에 충분한 내구성을 부여할 수 없다. 한편, 제1 (메트)아크릴계 폴리머(A)의 중량 평균 분자량이 350만을 초과하는 경우, 제1 (메트)아크릴계 폴리머(A)의 점도가 매우 높아지기 때문에 점착제 조성물의 도공성이 악화된다. The weight average molecular weight (GPC measurement, standard polystyrene conversion) of the first (meth)acrylic polymer (A) according to one embodiment is 300,000 or more and 3.5 million or less, preferably 1.2 million or more and 2.5 million or less. If the weight average molecular weight of the first (meth)acrylic polymer (A) is less than 300,000, sufficient durability cannot be provided to the adhesive layer. On the other hand, when the weight average molecular weight of the first (meth)acrylic polymer (A) exceeds 3.5 million, the viscosity of the first (meth)acrylic polymer (A) becomes very high and the coatability of the adhesive composition deteriorates.
제1 (메트)아크릴계 폴리머(A)는 통상의 용액 중합, 괴상 중합, 유화 중합, 및 현탁 중합 등에 의해 제조할 수 있다. 특히, 제1 (메트)아크릴계 폴리머(A)를 용액으로서 취득가능한 용액 중합을 이용하여 제1 (메트)아크릴계 폴리머(A)를 제조하는 것이 바람직하다. 이에 의해, 용액 상태의 제1 (메트)아크릴계 폴리머(A)를 본 발명의 점착제 조성물의 제조에 그대로 사용할 수 있다. 용액 중합에 사용하는 용제는 예를 들어 아세트산에틸, 톨루엔, n-헥산, 아세톤, 및 메틸에틸케톤 등의 유기 용제를 포함한다. The first (meth)acrylic polymer (A) can be produced by conventional solution polymerization, bulk polymerization, emulsion polymerization, and suspension polymerization. In particular, it is preferable to produce the first (meth)acrylic polymer (A) using solution polymerization in which the first (meth)acrylic polymer (A) can be obtained as a solution. As a result, the first (meth)acrylic polymer (A) in solution can be used as is for producing the adhesive composition of the present invention. Solvents used in solution polymerization include, for example, organic solvents such as ethyl acetate, toluene, n-hexane, acetone, and methyl ethyl ketone.
(중합 개시제)(polymerization initiator)
상기 (a1) ~ (a3)을 중합할 때에 사용하는 중합 개시제는 예를 들면, 2,4-디클로로벤조일퍼옥사이드, t-부틸퍼옥시피발레이트, 벤조일퍼옥사이드, o-메틸벤조일퍼옥사이드, 비스-3,5,5-트리메틸헥사노일퍼옥사이드, 옥타노일퍼옥사이드, t-부틸퍼옥시-2-에틸헥사노에이트, 시클로헥사논퍼옥사이드, 메틸에틸케톤퍼옥사이드, 디쿠밀퍼옥사이드, 라우로일퍼옥사이드, 디이소프로필벤젠 하이드로퍼옥사이드, t-부틸 하이드로퍼옥사이드, 및 t-부틸퍼옥사이드 등의 유용성 유기과산화물, 예를 들어 2,2'-아조비스이소부티로니트릴, 2,2'-아조비스(2,4-디메틸발레로니트릴), 2,2'-(2,4-디메틸-4-메톡시발레로니트릴) 등의 유용성 아조 화합물 등을 포함한다. 유용성 중합 개시제는 바람직하게는 유용성 아조화합물이다. 유용성 중합 개시제는 상기 중 1종류를 단독으로 또는 2종류 이상으로 사용할 수 있다. Polymerization initiators used when polymerizing (a1) to (a3) above include, for example, 2,4-dichlorobenzoyl peroxide, t-butyl peroxypivalate, benzoyl peroxide, o-methylbenzoyl peroxide, and bis. -3,5,5-trimethylhexanoyl peroxide, octanoyl peroxide, t-butyl peroxy-2-ethylhexanoate, cyclohexanone peroxide, methyl ethyl ketone peroxide, dicumyl peroxide, lauroyl peroxide , oil-soluble organic peroxides such as diisopropylbenzene hydroperoxide, t-butyl hydroperoxide, and t-butyl peroxide, such as 2,2'-azobisisobutyronitrile, 2,2'-azobis It includes oil-soluble azo compounds such as (2,4-dimethylvaleronitrile) and 2,2'-(2,4-dimethyl-4-methoxyvaleronitrile). The oil-soluble polymerization initiator is preferably an oil-soluble azo compound. The oil-soluble polymerization initiator can be used individually or in combination of two or more of the above.
(연쇄 이동제)(Chain transfer system)
상기 제1 (메트)아크릴계 폴리머(A)의 분자량을 조정하기 위해서 연쇄 이동제를 적절히 사용할 수 있다. 연쇄 이동제는 예를 들면, 티오글리콜산옥틸, 티오글리콜산메톡시부틸, 메르캅토프로피온산옥틸, 메르캅토프로피온산메톡시부틸, 스테아릴메르캅탄, 라우릴메르캅탄 등의 메르캅탄류, α-메틸스티렌 다이머 등을 포함하고, 상기 중 1종류를 단독으로 또는 2종류 이상으로 사용할 수 있다. 한편, 종래 공지된 연쇄 이동제를 사용하지 않고, 제1 (메트)아크릴계 폴리머(A)를 제조해도 된다. A chain transfer agent may be appropriately used to adjust the molecular weight of the first (meth)acrylic polymer (A). Examples of chain transfer agents include mercaptans such as octyl thioglycolate, methoxybutyl thioglycolate, octyl mercaptopropionate, methoxybutyl mercaptopropionate, stearyl mercaptan, and lauryl mercaptan, and α-methylstyrene dimer. and the like, and one type of the above can be used alone or in two or more types. On the other hand, the first (meth)acrylic polymer (A) may be produced without using a conventionally known chain transfer agent.
(제2 (메트)아크릴계 폴리머(B))(Second (meth)acrylic polymer (B))
일 실시형태에 따른 제2 (메트)아크릴계 폴리머(B)는 제2 (메트)아크릴계 폴리머(B) 100질량부 중에 0질량부 이상, 85질량부 이하의 알킬(메트)아크릴레이트 모노머(b1)와, 0질량부 이상, 85질량부 이하의 방향족기를 갖는 (메트)아크릴레이트 모노머(b2)와, 15질량부 이상, 70질량부 이하의 알콕시실릴기를 갖는 모노머( b3)을 구성 단위로서 함유한다. The second (meth)acrylic polymer (B) according to one embodiment is an alkyl (meth)acrylate monomer (b1) in an amount of 0 to 85 parts by mass based on 100 parts by mass of the second (meth)acrylic polymer (B). and a (meth)acrylate monomer (b2) having an aromatic group of 0 to 85 parts by mass, and a monomer (b3) having an alkoxysilyl group of 15 to 70 parts by mass as structural units. .
본 명세서 등에 있어서, 「제2 (메트)아크릴계 폴리머(B)」란 중합성 모노머로서 적어도 (메트)아크릴산에스테르를 포함하는 모노머 성분이 중합된 폴리머이며, 적어도 (메트)아크릴산 에스테르에서 유래된 구조 단위를 갖는다. 본 명세서 등에 있어서, 「(메트)아크릴」이라는 문언은 「아크릴」 및 「메타크릴」의 양쪽의 문언이 포함되는 것을 의미한다. 또한, 마찬가지로 「(메트)아크릴레이트」라는 문언에는 「아크릴레이트」 및 「메타크릴레이트」의 양쪽의 문언이 포함되는 것을 의미한다.In this specification and the like, the “second (meth)acrylic polymer (B)” refers to a polymer obtained by polymerizing a monomer component containing at least (meth)acrylic acid ester as a polymerizable monomer, and at least a structural unit derived from (meth)acrylic acid ester. has In this specification and the like, the term “(meth)acrylic” means that both the term “acrylic” and “methacryl” are included. Likewise, the phrase “(meth)acrylate” means that both the phrases “acrylate” and “methacrylate” are included.
(메트)아크릴산에스테르는 예를 들면, (메트)아크릴산알킬에스테르, (메트)아크릴산히드록시알킬에스테르, (메트)아크릴산알콕시알킬에스테르, (메트)아크릴산아랄킬에스테르, 및 (메트)아크릴산아릴에스테르 및 이들 이외의 다른 (메트)아크릴산에스테르 등을 포함한다. (메트)아크릴산에스테르는 상기 중 1종류를 단독으로 또는 2종류 이상으로 사용할 수 있다. (meth)acrylic acid esters include, for example, (meth)acrylic acid alkyl ester, (meth)acrylic acid hydroxyalkyl ester, (meth)acrylic acid alkoxyalkyl ester, (meth)acrylic acid aralkyl ester, and (meth)acrylic acid aryl ester, and Other (meth)acrylic acid esters other than these are included. (Meth)acrylic acid ester can be used individually or in combination of two or more of the above.
(알킬(메트)아크릴레이트 모노머(b1))(Alkyl (meth)acrylate monomer (b1))
일 실시형태에 따른 제2 (메트)아크릴계 폴리머(B)는 제2 (메트)아크릴계 폴리머(B) 100질량부 중에 0질량부 이상, 85질량부 이하의 알킬(메트)아크릴레이트 모노머(b1)을 구성 단위로서 함유한다.The second (meth)acrylic polymer (B) according to one embodiment is an alkyl (meth)acrylate monomer (b1) in an amount of 0 to 85 parts by mass based on 100 parts by mass of the second (meth)acrylic polymer (B). It contains as a structural unit.
일 실시형태에 따른 알킬(메트)아크릴레이트 모노머(b1)의 알킬기는 C1 이상, C14 이하이다. The alkyl group of the alkyl (meth)acrylate monomer (b1) according to one embodiment is C1 or more and C14 or less.
알킬(메트)아크릴레이트 모노머(b1)는 예를 들면, 메틸(메트)아크릴레이트, 에틸(메트)아크릴레이트, 프로필(메트)아크릴레이트, n-부틸(메트)아크릴레이트, 이소부틸(메트)아크릴레이트, tert-부틸(메트)아크릴레이트, 이소보닐(메트)아크릴레이트, 2-에틸헥실(메트)아크릴레이트, 옥틸(메트)아크릴레이트, 이소옥틸(메트)아크릴레이트, 이소노닐(메트)아크릴레이트, 라우릴(메트)아크릴레이트 등을 포함한다. 알킬(메트)아크릴레이트 모노머(a1)는 상기 중 1종류를 단독으로 또는 2종류 이상으로 사용할 수 있다. Alkyl (meth)acrylate monomer (b1) is, for example, methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate. Acrylate, tert-butyl (meth)acrylate, isobornyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, octyl (meth)acrylate, isooctyl (meth)acrylate, isononyl (meth) Includes acrylate, lauryl (meth)acrylate, etc. The alkyl (meth)acrylate monomer (a1) can be used individually or in combination of two or more of the above.
(방향족기를 갖는 (메트)아크릴레이트 모노머(b2))((meth)acrylate monomer (b2) having an aromatic group)
일 실시형태에 따른 방향족기를 갖는 제2 (메트)아크릴계 폴리머(B)는 제2 (메트)아크릴계 폴리머(B) 100질량부 중에 0질량부 이상, 85질량부 이하, 바람직하게는 0질량부 이상, 70질량부 이하의 방향족기를 갖는 (메트)아크릴레이트 모노머(b2)를 구성 단위로서 함유한다. The second (meth)acrylic polymer (B) having an aromatic group according to one embodiment is 0 parts by mass or more and 85 parts by mass or less, preferably 0 parts by mass or more, out of 100 parts by mass of the second (meth)acrylic polymer (B). , and contains as a structural unit a (meth)acrylate monomer (b2) having an aromatic group of 70 parts by mass or less.
방향족기를 갖는 (메트)아크릴레이트 모노머(b2)는 예를 들면, 벤질(메트)아크릴레이트, 페녹시에틸(메트)아크릴레이트, 페녹시디에틸렌글리콜(메트)아크릴레이트, 페녹시트리에틸렌글리콜(메트)아크릴레이트, 노닐페녹시폴리에틸렌글리콜 (메트)아크릴레이트 등을 포함한다. 방향족기를 갖는 (메트)아크릴레이트 모노머(b2)는 상기 중 1종류를 단독으로 또는 2종류 이상으로 사용할 수 있다. (meth)acrylate monomers (b2) having an aromatic group include, for example, benzyl (meth)acrylate, phenoxyethyl (meth)acrylate, phenoxydiethylene glycol (meth)acrylate, and phenoxytriethylene glycol (meth)acrylate. ) Acrylate, nonylphenoxypolyethylene glycol (meth)acrylate, etc. The (meth)acrylate monomer (b2) having an aromatic group can be used individually or in combination of one or more of the above.
(알콕시실릴기를 갖는 모노머(b3))(Monomer (b3) having an alkoxysilyl group)
일 실시형태에 따른 제2 (메트)아크릴계 폴리머(B)는 제2 (메트)아크릴계 폴리머(B) 100질량부 중에 15질량부 이상, 70질량부 이하의 알콕시실릴기를 갖는 모노머(b3)를 구성 단위로서 함유한다. 제2 (메트)아크릴계 폴리머(B)가 상기 질량부 범위의 알콕시실릴기를 갖는 모노머(b3)을 함유함으로써 피착체 또는 기재에 대한 밀착성이 향상되고, 또한 제1 (메트)아크릴계 폴리머(A)와 양호한 상용성을 가질 수 있고, 제1 (메트)아크릴계 폴리머(A)와의 사이에 충분한 상호작용이 생기기 때문에 고온 환경에서의 점착제층의 내구성이 향상된다. 한편으로, 제2 (메트)아크릴계 폴리머(B)가 알콕시실릴기를 갖는 모노머(b3)를 15질량부 미만 함유하는 경우, 피착체 혹은 기재와 반응하는 알콕시실릴기가 적어짐으로써 피착체 또는 기재에 대한 밀착성이 부족하고, 고온 환경에서의 점착제층의 내구성이 저하된다. 또한, 제2 (메트)아크릴계 폴리머(B)가 알콕시실릴기를 갖는 모노머(b3)를 70질량부보다도 많이 함유하는 경우, 제1 (메트)아크릴계 폴리머(A)와의 상 용성이 저하됨으로써 제1 (메트)아크릴계 폴리머(A)와의 상호작용이 작아지고, 고온 환경에서의 점착제층의 내구성이 저하된다.The second (meth)acrylic polymer (B) according to one embodiment comprises a monomer (b3) having an alkoxysilyl group in an amount of 15 parts by mass or more and 70 parts by mass or less in 100 parts by mass of the second (meth)acrylic polymer (B). Contains as a unit. When the second (meth)acrylic polymer (B) contains a monomer (b3) having an alkoxysilyl group in the above mass parts range, adhesion to the adherend or substrate is improved, and further, the first (meth)acrylic polymer (A) and It can have good compatibility, and sufficient interaction occurs between it and the first (meth)acrylic polymer (A), so the durability of the adhesive layer in a high temperature environment is improved. On the other hand, when the second (meth)acrylic polymer (B) contains less than 15 parts by mass of the monomer (b3) having an alkoxysilyl group, the alkoxysilyl groups that react with the adherend or the substrate decrease, thereby improving adhesion to the adherend or the substrate. This is insufficient, and the durability of the adhesive layer in a high temperature environment deteriorates. In addition, when the second (meth)acrylic polymer (B) contains more than 70 parts by mass of the monomer (b3) having an alkoxysilyl group, compatibility with the first (meth)acrylic polymer (A) decreases, thereby reducing the first (meth)acrylic polymer (B). The interaction with the meth)acrylic polymer (A) decreases, and the durability of the adhesive layer in a high temperature environment decreases.
알콕시실릴기를 갖는 모노머(b3)은 예를 들면, 비닐트리메톡시실란, 비닐트리에톡시실란, 비닐트리스(β-메톡시에톡시)실란, 3-(메트)아크릴옥시프로필트리메톡시실란, 3-(메트)아크릴옥시프로필메틸디메톡시실란, 3-(메트)아크릴옥시프로필디메틸메톡시실란, 3-(메트)아크릴옥시프로필트리에톡시실란, 3-(메트)아크릴옥시옥틸트리메톡시실란 등을 포함한다. 알콕시실릴기를 갖는 모노머(b3)는 상기 중 1종류를 단독으로 또는 2종류 이상으로 사용할 수 있다.Monomer (b3) having an alkoxysilyl group is, for example, vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris(β-methoxyethoxy)silane, 3-(meth)acryloxypropyltrimethoxysilane, 3-(meth)acryloxypropylmethyldimethoxysilane, 3-(meth)acryloxypropyldimethylmethoxysilane, 3-(meth)acryloxypropyltriethoxysilane, 3-(meth)acryloxyoctyltrimethoxy Includes silane, etc. Monomer (b3) having an alkoxysilyl group can be used individually or in combination of one or more of the above.
(그 밖의 모노머)(Other monomers)
제2 (메트)아크릴계 폴리머(B)는 (b1) ~ (b3) 이외에 비닐계 모노머, 에테르기를 갖는 모노머, 및 아미드기 혹은 치환 아미드기 함유 모노머를 함유할 수 있다. 일 실시형태에 따른 제2 (메트)아크릴계 폴리머(B)는 제2 (메트)아크릴계 폴리머(B) 100질량부 중에 5질량부 이상, 50질량부 이하, 바람직하게는 10질량부 이상, 35질량부 이하의 비닐계 모노머, 에테르기를 갖는 모노머, 및 아미드기 혹은 치환 아미드기 함유 모노머 중 어느 하나를 구성 단위로서 함유한다.The second (meth)acrylic polymer (B) may contain, in addition to (b1) to (b3), a vinyl monomer, a monomer having an ether group, and a monomer containing an amide group or a substituted amide group. The second (meth)acrylic polymer (B) according to one embodiment is 5 parts by mass or more and 50 parts by mass or less, preferably 10 or more parts by mass, and 35 parts by mass out of 100 parts by mass of the second (meth)acrylic polymer (B). It contains as structural units at least one of a vinyl monomer, a monomer having an ether group, and a monomer containing an amide group or a substituted amide group.
비닐계 모노머는 예를 들어 스티렌, α-메틸스티렌, 비닐톨루엔, 디비닐벤젠, 비닐피리딘, 비닐피롤리돈, 비닐카르바졸, 비닐아세테이트 및 아크릴로니트릴, 부타디엔, 이소프렌 및 클로로프렌 등의 공액디엔 모노머, 염화비닐 및 브롬화비닐 등의 할로겐화 비닐, 염화비닐리덴 등의 할로겐화 비닐리덴 등을 포함한다.Vinyl monomers include, for example, styrene, α-methylstyrene, vinyltoluene, divinylbenzene, vinylpyridine, vinylpyrrolidone, vinylcarbazole, vinyl acetate, and conjugated diene monomers such as acrylonitrile, butadiene, isoprene, and chloroprene. , vinyl halides such as vinyl chloride and vinyl bromide, and vinylidene halides such as vinylidene chloride.
에테르기를 갖는 모노머는 예를 들면, 메톡시폴리에틸렌글리콜(메트)아크릴레이트, 에톡시폴리에틸렌글리콜(메트)아크릴레이트, 메톡시폴리프로필렌글리콜(메트)아크릴레이트 등을 포함한다.Monomers having an ether group include, for example, methoxypolyethylene glycol (meth)acrylate, ethoxypolyethylene glycol (meth)acrylate, and methoxypolypropylene glycol (meth)acrylate.
아미드기 또는 치환 아미드기 함유 모노머는 예를 들면, (메트)아크릴아미드, N,N-디메틸(메트)아크릴아미드, N-메틸(메트)아크릴아미드, N-n-부톡시메틸(메트)아크릴아미드, 디메틸아미노프로필( 메타)아크릴아미드 등을 포함한다.Monomers containing amide groups or substituted amide groups include, for example, (meth)acrylamide, N,N-dimethyl(meth)acrylamide, N-methyl(meth)acrylamide, N-n-butoxymethyl(meth)acrylamide, Includes dimethylaminopropyl (meth)acrylamide, etc.
(물성)(Properties)
일 실시형태에 따른 제2 (메트)아크릴계 폴리머(B)의 중량 평균 분자량(GPC 측정, 표준 폴리스티렌 환산)은 3만 이상, 40만 이하, 바람직하게는 3만 이상, 36만 이하이다. 제2 (메트)아크릴계 폴리머(B)가 상기 범위의 중량 평균 분자량인 것에 의해 제1 (메트)아크릴계 폴리머(A)와 제2 (메트)아크릴계 폴리머(B)와의 상호작용이 적당히 일어나고, 고온 환경에서의 점착제층의 내구성이 향상된다. 한편으로, 제2 (메트)아크릴계 폴리머(B)의 중량 평균 분자량이 3만 미만인 경우, 제1 (메트)아크릴계 폴리머(A)와의 상호작용이 작아져 고온 환경에서의 점착제층의 내구성이 저하된다. 또한, 제2 (메트)아크릴계 폴리머(B)의 중량 평균 분자량이 40만보다도 큰 경우, 제1 (메트)아크릴계 폴리머(A)와의 상용성이 저하됨으로써 제1 (메트)아크릴계 폴리머(A)와의 상호 작용이 작아지고, 고온 환경에서의 점착제층의 내구성이 저하된다.The weight average molecular weight (GPC measurement, standard polystyrene conversion) of the second (meth)acrylic polymer (B) according to one embodiment is 30,000 or more and 400,000 or less, preferably 30,000 or more and 360,000 or less. When the second (meth)acrylic polymer (B) has a weight average molecular weight in the above range, interaction between the first (meth)acrylic polymer (A) and the second (meth)acrylic polymer (B) occurs appropriately, and the high temperature environment The durability of the adhesive layer is improved. On the other hand, when the weight average molecular weight of the second (meth)acrylic polymer (B) is less than 30,000, the interaction with the first (meth)acrylic polymer (A) is reduced, thereby reducing the durability of the adhesive layer in a high temperature environment. . In addition, when the weight average molecular weight of the second (meth)acrylic polymer (B) is greater than 400,000, compatibility with the first (meth)acrylic polymer (A) decreases, thereby reducing the compatibility with the first (meth)acrylic polymer (A). The interaction decreases, and the durability of the adhesive layer in a high temperature environment decreases.
제2 (메트)아크릴계 폴리머(B)는 통상의 용액 중합, 괴상 중합, 유화 중합, 현탁 중합 등에 의해 제조할 수 있다. 특히, 제2 (메트)아크릴계 폴리머(B)를 용액으로서 취득가능한 용액 중합을 이용하여 제2 (메트)아크릴계 폴리머(B)를 제조하는 것이 바람직하다. 이에 의해, 용액 상태의 제2 (메트)아크릴계 폴리머(B)를 본 발명의 점착제 조성물의 제조에 그대로 사용할 수 있다. 용액 중합에 사용하는 용매는 예를 들어 아세트산에틸, 톨루엔, n-헥산, 아세톤, 및 메틸에틸케톤 등의 유기 용제를 포함한다.The second (meth)acrylic polymer (B) can be produced by conventional solution polymerization, bulk polymerization, emulsion polymerization, suspension polymerization, etc. In particular, it is preferable to produce the second (meth)acrylic polymer (B) using solution polymerization in which the second (meth)acrylic polymer (B) can be obtained as a solution. As a result, the second (meth)acrylic polymer (B) in solution can be used as is in the production of the adhesive composition of the present invention. Solvents used in solution polymerization include, for example, organic solvents such as ethyl acetate, toluene, n-hexane, acetone, and methyl ethyl ketone.
(중합 개시제)(polymerization initiator)
상기 (b1) ~ (b3) 및 그 밖의 모노머를 중합할 때에 사용하는 중합 개시제는 제1 (메트)아크릴계 폴리머(A)를 제조할 때와 마찬가지로, 종래 공지의 유용성 유기 과산화물, 유용성 아조화합물 등을 포함한다. 유용성 중합 개시제는 바람직하게는 유용성 아조화합물이다. 유용성 중합 개시제는 1종류를 단독으로 또는 2종류 이상으로 사용할 수 있다.The polymerization initiator used when polymerizing the above (b1) to (b3) and other monomers is a conventionally known oil-soluble organic peroxide, oil-soluble azo compound, etc., as in producing the first (meth)acrylic polymer (A). Includes. The oil-soluble polymerization initiator is preferably an oil-soluble azo compound. Oil-soluble polymerization initiators can be used individually or in combination of two or more types.
(연쇄 이동제)(Chain transfer system)
상기 제2 (메트)아크릴계 폴리머(B)의 분자량을 조정하기 위해서 제1 (메트)아크릴계 폴리머(A)를 제조할 때와 마찬가지로, 종래 공지된 연쇄 이동제를 적절히 사용할 수 있다. 연쇄 이동제는 메르캅탄류, α-메틸스티렌 다이머 등을 포함하고, 상기 중 1종류를 단독으로 또는 2종류 이상으로 사용할 수 있다. 한편으로, 종래 공지된 연쇄 이동제를 사용하지 않고, 제2 (메트)아크릴계 폴리머(B)를 제조해도 된다.In order to adjust the molecular weight of the second (meth)acrylic polymer (B), a conventionally known chain transfer agent can be appropriately used, as in the case of producing the first (meth)acrylic polymer (A). Chain transfer agents include mercaptans, α-methylstyrene dimer, etc., and one of the above can be used individually or in combination of two or more. Alternatively, the second (meth)acrylic polymer (B) may be produced without using a conventionally known chain transfer agent.
(가교제(C))(Cross-linking agent (C))
일 실시형태에 따른 점착제 조성물은 제1 (메트)아크릴계 폴리머(A) 100질량부에 대하여, 가교제(C) 0.01질량부 이상, 10질량부 이하, 바람직하게는 0.01질량부 이상, 4질량부 이하로 함유한다.The pressure-sensitive adhesive composition according to one embodiment includes 0.01 parts by mass or more and 10 parts by mass or less of the crosslinking agent (C), preferably 0.01 parts by mass or more and 4 parts by mass or less, based on 100 parts by mass of the first (meth)acrylic polymer (A). It contains.
일 실시형태에 관한 가교제(C)는 이소시아네이트계 화합물, 금속 킬레이트 화합물, 에폭시계 화합물, 아지리딘계 화합물, 및 멜라민계 화합물 중 적어도 어느 하나를 포함한다. 즉, 가교제(C)는 상기 중 1종류를 단독으로 또는 2종류 이상으로 사용할 수 있다.The crosslinking agent (C) according to one embodiment includes at least one of an isocyanate-based compound, a metal chelate compound, an epoxy-based compound, an aziridine-based compound, and a melamine-based compound. That is, the crosslinking agent (C) can be used alone or in combination of two or more of the above.
또한, 점착제 조성물이 함유하는 가교제(C)의 배합량은 반응성 관능기를 갖는 (메트)아크릴레이트 모노머의 배합량 및 종류에 따라 결정해도 된다. 가교제(C)의 배합량이 상기 질량부의 범위보다 적은 경우, 점착제층의 응집력이 저하되고, 고온 환경에서 점착제층에 발포가 발생한다. 한편으로, 가교제(C)의 배합량이 상기 질량부의 범위를 초과하는 경우, 점착층의 응집력이 지나치게 높아져 액정 표시장치의 유리 기판에 접착한 편광판이 유리 기판으로부터 박리되어 버린다.Additionally, the amount of crosslinking agent (C) contained in the adhesive composition may be determined depending on the amount and type of (meth)acrylate monomer having a reactive functional group. When the compounding amount of the crosslinking agent (C) is less than the above range of parts by mass, the cohesion of the pressure-sensitive adhesive layer decreases, and foaming occurs in the pressure-sensitive adhesive layer in a high temperature environment. On the other hand, when the compounding amount of the crosslinking agent (C) exceeds the above range of parts by mass, the cohesion of the adhesive layer becomes too high and the polarizing plate adhered to the glass substrate of the liquid crystal display device peels from the glass substrate.
이소시아네이트계 화합물은 1분자 중에 이소시아네이트기를 2개 이상 갖는 폴리이소시아네이트 화합물이다. 폴리이소시아네이트 화합물은 예를 들면, 펜타메틸렌디이소시아네이트, 헥사메틸렌디이소시아네이트, 크실릴렌디이소시아네이트, 톨릴렌디이소시아네이트, 이소포론디이소시아네이트 등과 트리메틸올프로판 등의 어덕트체, 이소시아누레이트 화합물, 뷰렛형 화합물 등을 포함한다. 폴리이소시아네이트 화합물은 바람직하게는 톨릴렌디이소시아네이트 및 크실릴렌디이소시아네이트의 화합물이다.An isocyanate-based compound is a polyisocyanate compound having two or more isocyanate groups in one molecule. Polyisocyanate compounds include, for example, pentamethylene diisocyanate, hexamethylene diisocyanate, xylylene diisocyanate, tolylene diisocyanate, isophorone diisocyanate, adducts such as trimethylolpropane, isocyanurate compounds, and biuret-type compounds. Includes etc. The polyisocyanate compound is preferably a compound of tolylene diisocyanate and xylylene diisocyanate.
금속 킬레이트 화합물은 예를 들어 알루미늄 킬레이트, 지르코늄 킬레이트, 티타늄 킬레이트 등의 금속 킬레이트 화합물을 포함한다.Metal chelate compounds include, for example, aluminum chelate, zirconium chelate, and titanium chelate.
에폭시계 화합물은 비스페놀형 화합물, 지방족 글리시딜에테르 화합물, 비페닐형 화합물 외에 분자 내에 에폭시기를 2개 이상 갖는 에폭시계 수지를 포함한다.Epoxy-based compounds include bisphenol-type compounds, aliphatic glycidyl ether compounds, and biphenyl-type compounds, as well as epoxy resins having two or more epoxy groups in the molecule.
(대전 방지제(D))(Antistatic agent (D))
일 실시형태에 따른 점착제 조성물은 제1 (메트)아크릴계 폴리머(A) 100질량부에 대하여 대전 방지제(D)를 1질량부 이상, 200질량부 이하, 바람직하게는 1질량부 이상, 25질량부 이하로 함유한다.The pressure-sensitive adhesive composition according to one embodiment contains 1 part by mass or more and 200 parts by mass or less of the antistatic agent (D), preferably 1 part by mass or more and 25 parts by mass, based on 100 parts by mass of the first (meth)acrylic polymer (A). It contains the following.
일 실시형태에 따른 대전 방지제(D)는 불소 또는 규소 중 어느 하나를 함유하는 화합물(단, M이 알칼리 금속인 M+[(FSO2)2N]-로 표시되는 화합물을 포함하는 경우를 제외함)이다.The antistatic agent (D) according to one embodiment is a compound containing either fluorine or silicon (except for the case where it contains a compound represented by M + [(FSO 2 ) 2 N] - where M is an alkali metal) is).
대전방지제(D)는 예를 들면, 에틸메틸이미다졸륨비스(트리플루오로메탄술포닐)이미드, 에틸메틸이미다졸륨비스(플루오로술포닐)이미드, 4-메틸-1-옥틸피리디늄비스(트리플루오로메탄술포닐)이미드, 4-메틸-1-옥틸피리디늄비스(플루오로술포닐)이미드, 트리부틸메틸암모늄비스(트리플루오로메탄술포닐)이미드, 트리부틸벤질암모늄비스(플루오로술포닐)이미드, 라우릴트리메틸암모늄비스(플루오로술포닐)이미드, 1-옥틸-4-메틸피리디늄 헥사플루오로포스페이트 등을 포함한다. 대전 방지제(D)는 상기 중 1종류를 단독으로 또는 2종류 이상으로 사용할 수 있다.Antistatic agents (D) include, for example, ethylmethylimidazolium bis(trifluoromethanesulfonyl)imide, ethylmethylimidazoliumbis(fluorosulfonyl)imide, and 4-methyl-1-octylpyrimidide. Diniumbis(trifluoromethanesulfonyl)imide, 4-methyl-1-octylpyridiniumbis(fluorosulfonyl)imide, tributylmethylammoniumbis(trifluoromethanesulfonyl)imide, tributyl Includes benzyl ammonium bis(fluorosulfonyl)imide, lauryltrimethylammonium bis(fluorosulfonyl)imide, 1-octyl-4-methylpyridinium hexafluorophosphate, etc. As for the antistatic agent (D), one type of the above can be used individually or in combination of two or more types.
(그 밖의 첨가제)(Other additives)
점착제 조성물은 실란 커플링제(E)를 더 함유할 수 있다. 한편, 점착제 조성물은 실란 커플링제(E)를 함유하지 않아도 된다. 실란 커플링제(E)는 공지된 실란 커플링제이어도 된다. 일 실시형태에 따른 점착제 조성물은 제1 (메트)아크릴계 폴리머(A) 100질량부에 대하여 실란 커플링제(E) 0.05질량부 이상, 3.0질량부 이하 , 바람직하게는 0.1질량부 이상, 1.5질량부 이하로 함유한다.The adhesive composition may further contain a silane coupling agent (E). Meanwhile, the adhesive composition does not need to contain a silane coupling agent (E). The silane coupling agent (E) may be a known silane coupling agent. The pressure-sensitive adhesive composition according to one embodiment contains 0.05 parts by mass or more and 3.0 parts by mass or less of the silane coupling agent (E), preferably 0.1 parts by mass or more and 1.5 parts by mass, based on 100 parts by mass of the first (meth)acrylic polymer (A). It contains the following.
실란 커플링제(E)는 예를 들면, γ-글리시독시프로필트리메톡시실란, γ-글리시독시프로필트리에톡시실란, γ-글리시독시프로필메틸디메톡시실란, γ-글리시독시프로필메틸디에톡시실란, β-(3,4-에폭시시클로헥실)에틸트리메톡시실란, 에폭시기 함유 알콕시실란 올리고머 등의 에폭시기 함유 실란 커플링제, γ-머캅토프로필트리메톡시실란, γ-메르캅토프로필트리에톡시실란, γ-메르캅토프로필메틸디메톡시실란, γ-메르캅토프로필메틸디에톡시실란, 메르캅토기 함유 알콕시실란 올리고머 등의 메르캅토기 함유 실란 커플링제, γ-아미노프로필트리메톡시실란, γ-아미노프로필트리에톡시실란, N-β-(아미노에틸)-γ-아미노프로필트리메톡시실란, N-β-(아미노에틸)-γ-아미노프로필트리에톡시실란, N-β-(아미노에틸)-γ-아미노프로필메틸디메톡시실란, N-페닐-γ-아미노프로필트리메톡시실란 등의 아미노기 함유 실란 커플링제, γ-이소시아네이트프로필트리메톡시실란, γ-이소시아네이트프로필트리에톡시실란 등의 이소시아네이트기 함유 실란 커플링제를 포함한다. 실란 커플링제(E)는 상기 중 1종류를 단독으로 또는 2종류 이상으로 사용할 수 있다.The silane coupling agent (E) is, for example, γ-glycidoxypropyltrimethoxysilane, γ-glycidoxypropyltriethoxysilane, γ-glycidoxypropylmethyldimethoxysilane, γ-glycidoxypropyl Silane coupling agents containing epoxy groups such as methyldiethoxysilane, β-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, and alkoxysilane oligomers containing epoxy groups, γ-mercaptopropyltrimethoxysilane, γ-mercaptopropyl Silane coupling agents containing mercapto groups such as triethoxysilane, γ-mercaptopropylmethyldimethoxysilane, γ-mercaptopropylmethyldiethoxysilane, and alkoxysilane oligomers containing mercapto groups, γ-aminopropyltrimethoxysilane , γ-aminopropyltriethoxysilane, N-β-(aminoethyl)-γ-aminopropyltrimethoxysilane, N-β-(aminoethyl)-γ-aminopropyltriethoxysilane, N-β- Amino group-containing silane coupling agents such as (aminoethyl)-γ-aminopropylmethyldimethoxysilane and N-phenyl-γ-aminopropyltrimethoxysilane, γ-isocyanate propyltrimethoxysilane, and γ-isocyanate propyltriethoxy. Includes isocyanate group-containing silane coupling agents such as silane. The silane coupling agent (E) can be used individually or in combination of two or more of the above.
점착제 조성물은 점착력을 조정하는 등 필요한 요구 성능에 따라 각종 첨가제를 더 함유해도 된다. 첨가제는 예를 들면 테르펜계, 테르펜-페놀계, 쿠마론인덴계, 스티렌계, 로진계, 크실렌계, 페놀계 또는 석유계 등의 점착성 부여 수지, 산화 방지제, 자외선 흡수제, 충전제, 안료 등이다. 첨가제는 상기 중 1종류를 단독으로 또는 2종류 이상으로 사용할 수 있다.The adhesive composition may further contain various additives depending on required performance, such as adjusting adhesive strength. Additives include, for example, terpene-based, terpene-phenol-based, coumarone-indene-based, styrene-based, rosin-based, xylene-based, phenol-based, or petroleum-based tackifying resins, antioxidants, ultraviolet absorbers, fillers, pigments, etc. Additives may be used individually or in combination of two or more of the above.
<점착제층><Adhesive layer>
본 발명의 점착제 조성물로 이루어지는 점착제층은 규정량의 점착제 조성물을 이형 필름 상에 도포하고 점착제 조성물을 경화, 건조시킴으로써 얻어진다. 일 실시형태에 따른 점착제층의 두께는 바람직하게는 10 ~ 50㎛, 보다 바람직하게는 10 ~ 25㎛이다. 점착제층의 두께를 상기 두께의 범위 내로 함으로써 내구성과 대전 방지성이 우수한 후술하는 점착 시트를 형성할 수 있다. 그리고, 본 발명의 점착 시트를 사용하여, 예를 들어 액정 표시장치의 유리 기판 상에 편광판을 접착함으로써 유리 기판과 편광판을 확실하게 접착할 수 있다. 또한, 점착제층은 임의의 유기 재료로 이루어지는 피착재끼리, 임의의 무기 재료로 이루어지는 피착재끼리, 또는 임의의 유기 재료로 이루어지는 피착재와 임의의 무기 재료로 이루어지는 피착재를 접착할 수 있다.The pressure-sensitive adhesive layer made of the pressure-sensitive adhesive composition of the present invention is obtained by applying a prescribed amount of the pressure-sensitive adhesive composition onto a release film, curing and drying the pressure-sensitive adhesive composition. The thickness of the adhesive layer according to one embodiment is preferably 10 to 50 μm, more preferably 10 to 25 μm. By keeping the thickness of the adhesive layer within the above thickness range, it is possible to form an adhesive sheet described later that is excellent in durability and antistatic properties. And, using the adhesive sheet of the present invention, the glass substrate and the polarizing plate can be reliably bonded, for example, by bonding the polarizing plate onto the glass substrate of the liquid crystal display device. Additionally, the adhesive layer can bond adherends made of arbitrary organic materials to each other, adherents made of arbitrary inorganic materials, or adherents made of arbitrary organic materials and adherends made of arbitrary inorganic materials.
<점착 시트><Adhesive sheet>
일 실시형태에 따른 점착제 조성물로 이루어지는 점착제층을 갖는 점착 시트는 편광판을 피착체에 접착한다. 점착 시트는 이형 필름 등과 이형 필름 등의 위에 형성된 점착제층을 갖는다. 점착제층의 한쪽의 점착면은 편광판에 접착되고, 다른 쪽의 점착면은 이형 필름 등에 접착된다. 점착 시트의 다른 쪽의 점착면에 접착되어 있는 이형 필름 등을 박리하여 피착체에 접착할 수 있다.A pressure-sensitive adhesive sheet having a pressure-sensitive adhesive layer made of the pressure-sensitive adhesive composition according to one embodiment adheres a polarizing plate to an adherend. The pressure-sensitive adhesive sheet has a pressure-sensitive adhesive layer formed on the release film or the like. One adhesive surface of the adhesive layer is adhered to a polarizing plate, and the other adhesive surface is adhered to a release film or the like. The release film, etc. adhered to the other adhesive surface of the adhesive sheet can be peeled off and adhered to the adherend.
또한, 본 발명의 점착 시트는 혹독한 환경 조건 하에서의 내구성이 우수하다는 효과를 갖는다. 예를 들면, 고온(105℃ 또는 115℃) 혹은 고온 고습하의 가혹한 환경하에 있어서, 점착 시트를 이용하여 유리 기판에 접착한 편광판이 유리 기판으로부터 벗겨지지 않고, 점착제층에 발포가 생기지 않는다. 이에 의해, 액정 표시장치의 표시 품질의 저하를 억제할 수 있다. 본 발명의 점착 시트를 적용할 수 있는 편광판은 종래 공지의 편광판이다. 편광판은 예를 들면, 무처리 TAC 필름을 사용한 편광판, 디스코틱 액정이 코팅되어 있거나 또는 코팅되어 있지 않은 편광판, 연신 필름(예를 들면, 연신 트리아세틸셀룰로오스계 필름, 연신 폴리시클로올레핀계 필름 또는 연신 셀룰로오스아세테이트 프로피오네이트 필름)을 기재로 한 편광판 등을 포함한다.Additionally, the adhesive sheet of the present invention has the effect of being excellent in durability under harsh environmental conditions. For example, under a high temperature (105°C or 115°C) or a harsh environment of high temperature and high humidity, a polarizing plate bonded to a glass substrate using an adhesive sheet does not peel off from the glass substrate, and foaming does not occur in the adhesive layer. Thereby, deterioration in the display quality of the liquid crystal display device can be suppressed. The polarizing plate to which the adhesive sheet of the present invention can be applied is a conventionally known polarizing plate. Polarizers include, for example, a polarizer using untreated TAC film, a polarizer coated or uncoated with discotic liquid crystal, and a stretched film (e.g., a stretched triacetylcellulose-based film, a stretched polycycloolefin-based film, or a stretched film). and polarizers based on cellulose acetate propionate film.
이형 필름 등의 위에 점착제층이 형성된 형태의 점착 시트는 이하의 순서로 제조할 수 있다. 통상의 도포 장치(예를 들면, 롤 도포 장치 등)를 이용하여 실리콘 수지 등의 박리제를 표면에 코팅한 폴리에틸렌테레프탈레이트 필름(PET 필름) 등의 이형 필름에 규정량의 점착제 조성물을 도포하고, 그것들을 건조한다. 이에 의해 이형 필름 위에 점착제층을 형성한 점착 시트가 얻어진다. 그리고, 이형 필름과 접하지 않는 측의 점착제층의 면에 직접 편광판을 접합해도 된다. 혹은 점착제층의 양측에 이형 필름이 존재하고 있는 상태에서 점착 시트를 보관하고, 필요에 따라서 이형 필름을 박리하여 점착제층을 편광판에 접합해도 된다. 또한, 점착제 조성물의 구성 재료에 따라 가열 가교 혹은 자외선 등으로 광경화하여 점착제층을 이형 필름 상에 형성할 수 있다.A pressure-sensitive adhesive sheet in which a pressure-sensitive adhesive layer is formed on a release film or the like can be manufactured in the following procedure. A prescribed amount of the adhesive composition is applied to a release film such as a polyethylene terephthalate film (PET film) coated on the surface with a release agent such as a silicone resin using a normal coating device (e.g., a roll coating device, etc.). dry. As a result, an adhesive sheet with an adhesive layer formed on the release film is obtained. In addition, you may bond a polarizing plate directly to the surface of the adhesive layer on the side which is not in contact with the release film. Alternatively, the adhesive sheet may be stored with the release film present on both sides of the adhesive layer, and if necessary, the release film may be peeled off and the adhesive layer may be bonded to the polarizing plate. Additionally, depending on the constituent materials of the adhesive composition, a pressure-sensitive adhesive layer can be formed on the release film by heat crosslinking or photocuring with ultraviolet rays.
<점착제층 부착 광학필름><Optical film with adhesive layer>
본 발명의 점착제층 부착 광학필름은 광학필름의 적어도 한쪽의 면에 점착제층을 구비한다. 일 실시형태에 관한 광학필름은 예를 들면, 폴리스티렌, 스티렌-아크릴 공중합체, 아크릴 수지, 폴리에틸렌테레프탈레이트, 폴리카보네이트, 폴리에테르에테르케톤, 트리아세틸셀룰로오스 등의 플라스틱 필름, 반사방지 필름, 전자파차폐 필름 등을 포함한다.The optical film with an adhesive layer of the present invention has an adhesive layer on at least one side of the optical film. The optical film according to one embodiment includes, for example, plastic films such as polystyrene, styrene-acrylic copolymer, acrylic resin, polyethylene terephthalate, polycarbonate, polyetheretherketone, and triacetylcellulose, antireflection film, and electromagnetic wave shielding film. Includes etc.
<표시장치><Display device>
본 발명의 표시장치는 상기한 점착제층 부착 광학필름을 구비하고, 예를 들면 액정 표시장치, 유기 EL 디스플레이이다. 액정 표시장치는 액정 셀(소정의 방향으로 배향한 액정 성분을 2장의 유리 기판으로 사이에 두고 구성된다)의 유리 기판의 외면에 점착제 조성물로부터 형성된 점착제층을 개재하여 편광판 또는 편광판과 위상차판의 적층체 등을 접착하여 이루어지는 것이다. 유기 EL 디스플레이는 투명 기재(유리) 상에 복수의 유기 EL 소자를 행렬상으로 배치한 것을 구비한다.The display device of the present invention is provided with the optical film with an adhesive layer as described above, and is, for example, a liquid crystal display device or an organic EL display. A liquid crystal display device is a polarizer or a laminate of a polarizer and a retardation plate with an adhesive layer formed from an adhesive composition on the outer surface of a glass substrate of a liquid crystal cell (consisting of liquid crystal components oriented in a predetermined direction sandwiched between two glass substrates). It is made by adhering sieves, etc. An organic EL display includes a plurality of organic EL elements arranged in a matrix on a transparent substrate (glass).
<점착제 조성물의 제조><Preparation of adhesive composition>
표 1은 표 2 ~ 9의 약어의 설명을 나타낸다. 표 2는 실시예 1 ~ 17 및 비교예 1 ~ 7의 제1 (메트)아크릴계 폴리머(A)의 원료 배합을 나타낸다. 표 3 ~ 4는 실시예 1 ~ 17의 제2 (메트)아크릴계 폴리머(B)의 원료 배합을 나타낸다. 표 5는 비교예 1 ~ 7의 제2 (메트)아크릴계 폴리머(B)의 원료 배합을 나타낸다. 표 6 ~ 8은 실시예 1 ~ 17의 점착제 조성물의 원료 배합을 나타낸다. 표 9는 비교예 1 ~ 7의 점착제 조성물의 원료 배합을 나타낸다. Table 1 shows an explanation of the abbreviations in Tables 2 to 9. Table 2 shows the raw material composition of the first (meth)acrylic polymer (A) of Examples 1 to 17 and Comparative Examples 1 to 7. Tables 3 to 4 show the raw material formulations of the second (meth)acrylic polymer (B) of Examples 1 to 17. Table 5 shows the raw material composition of the second (meth)acrylic polymer (B) of Comparative Examples 1 to 7. Tables 6 to 8 show the raw material formulations of the adhesive compositions of Examples 1 to 17. Table 9 shows the raw material formulations of the adhesive compositions of Comparative Examples 1 to 7.
(실시예 1)(Example 1)
[제1 (메트)아크릴계 폴리머(A)의 제조][Manufacture of the first (meth)acrylic polymer (A)]
표 2의 제조예 1의 원료 배합에 기초하여 교반기, 온도계, 환류 냉각기 및 질소 도입관을 구비한 반응 장치에 질소 가스를 봉입 후, 아세트산에틸 140부, n-부틸아크릴레이트 80부, 메틸아크릴레이트 20부, 2-히드록시에틸아크릴레이트 2부, 중합 개시제(2,2'-아조비스이소부티로니트릴) 0.05부를 투입한다. 이것을 교반하면서 질소 가스 기류 중에서 55℃로 7시간 반응시켰다. 반응 종료 후, 아세트산에틸로 희석하여 고형분 15.0질량%, 중량 평균 분자량 200만의 제1 (메트)아크릴계 폴리머(A) 용액 A1을 얻었다.Based on the raw material mixing of Preparation Example 1 in Table 2, nitrogen gas was filled into a reaction device equipped with a stirrer, thermometer, reflux condenser, and nitrogen introduction tube, and then 140 parts of ethyl acetate, 80 parts of n-butyl acrylate, and methyl acrylate were added. Add 20 parts, 2 parts of 2-hydroxyethyl acrylate, and 0.05 parts of polymerization initiator (2,2'-azobisisobutyronitrile). This was reacted at 55°C in a nitrogen gas stream for 7 hours while stirring. After completion of the reaction, it was diluted with ethyl acetate to obtain the first (meth)acrylic polymer (A) solution A1 with a solid content of 15.0% by mass and a weight average molecular weight of 2 million.
[제2 (메트)아크릴계 폴리머(B)의 제조][Manufacture of second (meth)acrylic polymer (B)]
표 3의 제조예 1의 원료 배합에 기초하여 교반기, 온도계, 순차 적하 장치, 환류 냉각기 및 질소 도입관을 구비한 반응 장치에 질소 가스를 봉입 후, 톨루엔 80부, 메틸에틸케톤 20부, 중합 개시제(2,2'-아조비스이소부티로니트릴) 0.3부를 투입한다. 한편, 별도의 용기에 n-부틸아크릴레이트 35부, 메틸아크릴레이트 20부, 페녹시에틸아크릴레이트 15부, 3-메타크릴옥시프로필 트리메톡시실란 15부, 3-메타크릴옥시프로필 메틸디메톡시실란 15부로 이루어지는 모노머 혼합물을 준비하였다. 상기 반응 장치를 질소 가스 기류 중에서 90℃로 승온하고, 별도의 용기에 계량한 모노머 혼합물을 120분에 걸쳐 적하시키고, 90℃에서 7시간 중합 반응을 행하였다. 반응 종료 후, 톨루엔으로 희석하여 고형분 50질량%, 중량 평균 분자량 72,000의 제2 (메트)아크릴계 폴리머(B) 용액 B1을 얻었다.Based on the raw material mixing of Preparation Example 1 in Table 3, nitrogen gas was filled into a reaction device equipped with a stirrer, thermometer, sequential dropping device, reflux condenser, and nitrogen introduction tube, and then 80 parts of toluene, 20 parts of methyl ethyl ketone, and a polymerization initiator were added. Add 0.3 parts of (2,2'-azobisisobutyronitrile). Meanwhile, in a separate container, 35 parts of n-butylacrylate, 20 parts of methyl acrylate, 15 parts of phenoxyethyl acrylate, A monomer mixture consisting of 15 parts of 3-methacryloxypropyl trimethoxysilane and 15 parts of 3-methacryloxypropyl methyldimethoxysilane was prepared. The reaction apparatus was heated to 90°C in a nitrogen gas stream, the monomer mixture weighed into a separate container was added dropwise over 120 minutes, and a polymerization reaction was performed at 90°C for 7 hours. After completion of the reaction, it was diluted with toluene to obtain a second (meth)acrylic polymer (B) solution B1 with a solid content of 50% by mass and a weight average molecular weight of 72,000.
상기에서 얻어진 제1 (메트)아크릴계 폴리머(A) 용액 A1의 고형분 100부에 대하여, 제2 (메트)아크릴계 폴리머(B) 용액 B1을 고형분으로 5.0부, 가교제(C)로서 타케네이트 D-262(상품명, 미쓰이화학사 제조)를 고형분으로 0.3부, 실란 커플링제(E)로서 X-41-1810(상품명, 신에츠화학사 제조)를 0.75부 첨가하고 충분히 혼합하여 점착제 조성물을 얻었다.With respect to 100 parts of the solid content of the first (meth)acrylic polymer (A) solution A1 obtained above, 5.0 parts of the second (meth)acrylic polymer (B) solution B1 as a solid content, and Takenate D-262 as a crosslinking agent (C). (trade name, manufactured by Mitsui Chemicals Co., Ltd.) was added in an amount of 0.3 parts as a solid content, and 0.75 parts of
실시예 2 ~ 17 및 비교예 1 ~ 7의 점착제 조성물은 표 2 ~ 표 9의 원료 배합에 기초하여 실시예 1과 마찬가지의 공정으로 얻었다.The adhesive compositions of Examples 2 to 17 and Comparative Examples 1 to 7 were obtained in the same process as Example 1 based on the raw material formulations in Tables 2 to 9.
<시험 방법><Test method>
실시예 1 ~ 17 및 비교예 1 ~ 7의 각각의 점착제 조성물을 사용하여 이하의 시험예 1 ~ 5를 행하여 성능 평가했다.The following Test Examples 1 to 5 were performed using each of the adhesive compositions of Examples 1 to 17 and Comparative Examples 1 to 7 to evaluate performance.
(시험 준비 편광판의 작성)(Creation of test preparation polarizer)
점착제 조성물을 실리콘 수지 코팅된 PET 필름(이형성 기재) 상에 도포한 후, 90℃에서 건조함으로써 용매를 제거하여 두께 20㎛의 점착제층을 형성하였다. 이 점착제층을 형성한 면에 두께 110㎛의 편광 필름(TAC)을 접합시킨 후, 23℃, 50%RH의 분위기에서 7일간 양생함으로써 사이즈 80mm×150mm의 평가용 샘플을 제작했다.The pressure-sensitive adhesive composition was applied on a silicone resin-coated PET film (release material) and then dried at 90°C to remove the solvent to form a pressure-sensitive adhesive layer with a thickness of 20 μm. A polarizing film (TAC) with a thickness of 110 μm was bonded to the surface on which this adhesive layer was formed, and then cured for 7 days in an atmosphere of 23° C. and 50% RH to produce an evaluation sample with a size of 80 mm × 150 mm.
(시험예 1 105℃에서의 내구성 평가)(Test Example 1 Durability evaluation at 105°C)
평가용 샘플(즉, 편광판)을 유리에 붙인 후, 105℃(DRY)의 분위기 하에 500시간 방치한 후, 평가용 샘플의 발포 및 박리에 대해서 육안으로 확인하고, 이하의 평가 기준에 기초하여 내구성을 평가하였다.After attaching the evaluation sample (i.e. polarizing plate) to glass and leaving it in an atmosphere of 105°C (DRY) for 500 hours, the evaluation sample is visually checked for foaming and peeling, and durability is evaluated based on the following evaluation criteria. was evaluated.
[평가 기준][Evaluation standard]
(1) 발포(1) foaming
○: 편광판에 발포가 확인되지 않는다. ○: Foaming was not observed in the polarizer.
△: 편광판에 발포가 약간 확인되었다. △: Slight foaming was confirmed on the polarizer.
×: 편광판에 발포가 확인되었다. ×: Foaming was confirmed on the polarizing plate.
(2) 박리(2) Peeling
○: 편광판에 박리가 확인되지 않는다. ○: No peeling is observed on the polarizer.
△: 편광판에 박리가 약간 확인되었다. Δ: Slight peeling was confirmed on the polarizer.
×: 편광판에 박리가 확인되었다. ×: Peeling was confirmed on the polarizing plate.
(시험예 2 115℃에서의 내구성 평가)(Test Example 2 Durability evaluation at 115°C)
평가용 샘플(즉, 편광판)을 유리에 붙인 후, 115℃(DRY)의 분위기 하에 500시간 방치한 후, 평가용 샘플의 발포 및 박리에 대해서 육안으로 확인하고, 이하의 평가 기준에 기초하여 내구성을 평가하였다. After attaching the evaluation sample (i.e. polarizing plate) to glass and leaving it in an atmosphere of 115°C (DRY) for 500 hours, the evaluation sample is visually checked for foaming and peeling, and the durability is evaluated based on the following evaluation criteria. was evaluated.
[평가 기준][Evaluation standard]
(1) 발포(1) foaming
○: 편광판에 발포가 확인되지 않는다. ○: Foaming was not observed in the polarizer.
△: 편광판에 발포가 약간 확인되었다. △: Slight foaming was confirmed on the polarizer.
×: 편광판에 발포가 확인되었다. ×: Foaming was confirmed on the polarizing plate.
(2) 박리(2) Peeling
○: 편광판에 박리가 확인되지 않는다. ○: No peeling is observed on the polarizer.
△: 편광판에 박리가 약간 확인되었다. Δ: Slight peeling was confirmed on the polarizer.
×: 편광판에 박리가 확인되었다. ×: Peeling was confirmed on the polarizing plate.
(시험예 3 65℃ 95% RH에서의 내구성 평가)(Test Example 3 Durability evaluation at 65℃ 95% RH)
평가용 샘플(즉, 편광판)을 유리에 붙인 후, 65℃ 95% RH의 분위기 하에 500시간 방치한 후, 평가용 샘플의 발포 및 박리에 대해서 육안으로 확인하고, 이하의 평가 기준에 기초하여 내구성을 평가하였다. After attaching the sample for evaluation (i.e. polarizing plate) to glass and leaving it in an atmosphere of 65°C and 95% RH for 500 hours, foaming and peeling of the sample for evaluation are visually checked, and durability is evaluated based on the following evaluation criteria. was evaluated.
[평가 기준][Evaluation standard]
(1) 발포(1) foaming
○: 편광판에 발포가 확인되지 않는다. ○: Foaming was not observed in the polarizer.
△: 편광판에 발포가 약간 확인되었다. △: Slight foaming was confirmed on the polarizer.
×: 편광판에 발포가 확인되었다. ×: Foaming was confirmed on the polarizing plate.
(2) 박리(2) Peeling
○: 편광판에 박리가 확인되지 않는다. ○: No peeling is observed on the polarizer.
△: 편광판에 박리가 약간 확인되었다. Δ: Slight peeling was confirmed on the polarizer.
×: 편광판에 박리가 확인되었다. ×: Peeling was confirmed on the polarizing plate.
(시험예 4 리워크성의 평가)(Test Example 4 Evaluation of Reworkability)
평가용 샘플(즉, 편광판)을 유리에 붙인 후, 50℃(DRY) 또는 60℃ 90% RH의 분위기 하에 72시간(3일) 방치한 후, 평가용 샘플을 벗겼을 때의 유리 위의 점착제층의 잔류 상태를 육안으로 확인하고, 이하의 평가 기준에 기초하여 리워크성을 평가하였다. 여기서, 리워크성이란 평가용 샘플을 유리에 부착시킨 후, 장시간 경과한 후에도 평가용 샘플을 유리로부터 박리할 수 있고, 평가용 샘플을 유리로부터 박리한 후에 유리 점착제층이 잔류하지 않는 특성을 말한다. 리워크성은 편광판을 액정 셀에 다시 접착하는 작업을 가능하게 하기 위해 요구되는 특성이다. After attaching the evaluation sample (i.e. polarizer) to the glass, leaving it in an atmosphere of 50°C (DRY) or 60°C 90% RH for 72 hours (3 days), adhesive on the glass when the evaluation sample is peeled off The remaining state of the layer was visually confirmed, and reworkability was evaluated based on the following evaluation criteria. Here, reworkability refers to the property that after attaching the evaluation sample to glass, the evaluation sample can be peeled from the glass even after a long period of time, and the glass adhesive layer does not remain after peeling the evaluation sample from the glass. . Reworkability is a characteristic required to enable the operation of re-adhering a polarizer to a liquid crystal cell.
[평가 기준][Evaluation standard]
○: 유리 위에 점착제층이 남지 않는다. ○: No adhesive layer remains on the glass.
△: 유리 위에 점착제층의 일부가 남는다. Δ: A portion of the adhesive layer remains on the glass.
×: 유리 위에 점착제층의 대부분이 남는다. ×: Most of the adhesive layer remains on the glass.
(시험예 5 기재 밀착성의 평가)(Test Example 5 Evaluation of substrate adhesion)
평가용 샘플(즉, 편광판)의 점착제층면을 손가락으로 문지르고, 편광판으로부터 점착제층이 탈락할 때까지의 횟수를 카운트하여 점착제층의 기재에의 밀착성을 평가하였다. The adhesive layer surface of the evaluation sample (i.e., polarizing plate) was rubbed with a finger, and the number of times until the adhesive layer fell off from the polarizing plate was counted to evaluate the adhesiveness of the adhesive layer to the base material.
[시험 결과의 기재 요령][Guide to writing test results]
1 ~ 9: 1 ~ 9회의 손가락의 문지름으로 점착제층이 편광판으로부터 탈락한다. 1 to 9: The adhesive layer is removed from the polarizing plate by rubbing with the finger 1 to 9 times.
≥ 10: 10회 이상의 손가락의 문지름을 행해도 점착제층이 편광판으로부터 탈락하지 않는다.≥ 10: The pressure-sensitive adhesive layer does not fall off from the polarizing plate even if it is rubbed with a finger 10 or more times.
<시험 결과><Test results>
표 10 ~ 12는 실시예 1 ~ 17의 시험 결과를 나타낸다. 표 13은 비교예 1 ~ 7의 시험 결과를 나타낸다. Tables 10 to 12 show the test results of Examples 1 to 17. Table 13 shows the test results of Comparative Examples 1 to 7.
표 10 ~ 13의 결과가 나타내는 바와 같이, 실시예 1 ~ 17의 점착제 조성물로 형성된 점착제층은 고온 환경(105℃ 또는 115℃) 및 고온 고습 환경(65℃ 95% RH) 에서의 내구성이 우수하다. 여기서, 점착제층의 고온 환경 및 고온 고습 환경에서의 내구성이 향상된 이유는 제2 (메트)아크릴계 폴리머(B)가 본 발명의 규정량의 알콕시실릴기를 갖는 모노머(b3)을 함유하는 것 및 제2 (메트)아크릴계 폴리머(B)의 중량 평균 분자량이 본 발명의 규정량인 것 중 적어도 어느 하나에 의한 것으로 추측된다.As the results in Tables 10 to 13 show, the adhesive layer formed from the adhesive composition of Examples 1 to 17 has excellent durability in a high temperature environment (105°C or 115°C) and a high temperature and high humidity environment (65°C 95% RH). . Here, the reason why the durability of the adhesive layer is improved in a high-temperature environment and a high-temperature, high-humidity environment is that the second (meth)acrylic polymer (B) contains the monomer (b3) having a specified amount of alkoxysilyl group of the present invention and the second It is presumed that the weight average molecular weight of the (meth)acrylic polymer (B) is based on at least one of the specified amounts of the present invention.
한편, 비교예 1 ~ 7의 점착제 조성물로 형성된 점착제층은 고온 환경(105℃ 또는 115℃) 및 고온 고습 환경(65℃ 95% RH)에서의 내구성이 우수하지 않다.On the other hand, the adhesive layer formed from the adhesive composition of Comparative Examples 1 to 7 is not excellent in durability in a high temperature environment (105 ° C. or 115 ° C.) and a high temperature and high humidity environment (65 ° C. 95% RH).
또한, 실시예 1 ~ 17의 점착제층은 기재의 일례인 편광판과의 밀착성이 높기 때문에 표시장치의 표시 품질의 저하를 억제할 수 있다.In addition, the adhesive layers of Examples 1 to 17 have high adhesion to a polarizing plate, which is an example of a substrate, and thus can suppress deterioration in the display quality of the display device.
이상과 같이 본 발명의 점착제 조성물은 고온 환경에서의 점착제층의 내구성을 향상시키는 등 현저한 효과를 갖는다.As described above, the pressure-sensitive adhesive composition of the present invention has significant effects, such as improving the durability of the pressure-sensitive adhesive layer in a high-temperature environment.
본 발명은 상기의 실시형태에 제한되지 않고, 발명의 요지의 범위 내에서 각종의 변형·변경이 가능하다.The present invention is not limited to the above-described embodiments, and various modifications and changes are possible within the scope of the gist of the invention.
Claims (10)
상기 제1 (메트)아크릴계 폴리머(A)는 70질량부 이상, 100질량부 이하의 알킬(메트)아크릴레이트 모노머(a1)와, 0질량부 이상, 30질량부 이하의 방향족기를 갖는 (메트)아크릴레이트 모노머(a2)와, 상기 알킬(메트)아크릴레이트 모노머(a1)와 상기 방향족기를 갖는 (메트)아크릴레이트 모노머(a2)의 합계량 100질량부에 대하여 0.01질량부 이상, 10질량부 이하의 반응성 관능기를 갖는 (메트)아크릴레이트 모노머(a3)를 구성 단위로서 함유하고,
상기 제1 (메트)아크릴계 폴리머(A)의 중량 평균 분자량은 30만 이상, 350만 이하이며,
상기 제2 (메트)아크릴계 폴리머(B)는 상기 제2 (메트)아크릴계 폴리머(B) 100질량부 중에 0질량부 이상, 85질량부 이하의 알킬(메트)아크릴레이트 모노머(b1)과, 0질량부 이상, 85질량부 이하의 방향족기를 갖는 (메트)아크릴레이트 모노머(b2)와, 15질량부 이상, 70질량부 이하의 알콕시실릴기를 갖는 모노머(b3)를 구성 단위로서 함유하고,
상기 제2 (메트)아크릴계 폴리머(B)의 중량 평균 분자량은 3만 이상, 40만 이하이며,
상기 점착제 조성물은 상기 제1 (메트)아크릴계 폴리머(A) 100질량부에 대하여 상기 제2 (메트)아크릴계 폴리머(B)를 1질량부 이상, 50질량부 이하로 함유하는 점착제 조성물.An adhesive composition containing a first (meth)acrylic polymer (A) and a second (meth)acrylic polymer (B),
The first (meth)acrylic polymer (A) contains 70 parts by mass or more and 100 parts by mass or less of an alkyl (meth)acrylate monomer (a1), and 0 parts by mass or more and 30 parts by mass or less of an aromatic group (meth). The total amount of the acrylate monomer (a2), the alkyl (meth)acrylate monomer (a1), and the (meth)acrylate monomer (a2) having an aromatic group is 0.01 parts by mass or more and 10 parts by mass or less with respect to 100 parts by mass. Contains a (meth)acrylate monomer (a3) having a reactive functional group as a structural unit,
The weight average molecular weight of the first (meth)acrylic polymer (A) is 300,000 or more and 3.5 million or less,
The second (meth)acrylic polymer (B) includes 0 to 85 parts by mass of alkyl (meth)acrylate monomer (b1) in 100 parts by mass of the second (meth)acrylic polymer (B), and 0 Contains as structural units a (meth)acrylate monomer (b2) having an aromatic group of not less than 85 parts by mass and not more than 85 parts by mass, and a monomer (b3) having an alkoxysilyl group of not less than 15 parts by mass and not more than 70 parts by mass,
The weight average molecular weight of the second (meth)acrylic polymer (B) is 30,000 or more and 400,000 or less,
The adhesive composition contains 1 part by mass or more and 50 parts by mass or less of the second (meth)acrylic polymer (B) relative to 100 parts by mass of the first (meth)acrylic polymer (A).
상기 가교제(C)는 이소시아네이트계 화합물, 금속 킬레이트 화합물, 에폭시계 화합물, 아지리딘계 화합물, 및 멜라민계 화합물 중 적어도 어느 하나를 포함하는 점착제 조성물.The method according to claim 1, wherein the crosslinking agent (C) is contained in an amount of 0.01 parts by mass or more and 10 parts by mass or less based on 100 parts by mass of the first (meth)acrylic polymer (A),
The crosslinking agent (C) is an adhesive composition comprising at least one of an isocyanate-based compound, a metal chelate compound, an epoxy-based compound, an aziridine-based compound, and a melamine-based compound.
상기 대전 방지제(D)는 불소 또는 규소 중 어느 하나를 함유하는 화합물(단, M이 알칼리 금속인 M+[(FSO2)2N]-로 표시되는 화합물을 포함하는 경우를 제외함)인 점착제 조성물.The method according to claim 1, wherein the antistatic agent (D) is contained in an amount of 1 part by mass or more and 200 parts by mass or less based on 100 parts by mass of the first (meth)acrylic polymer (A),
The antistatic agent (D) is an adhesive that is a compound containing either fluorine or silicon (except for the case where M includes a compound represented by M + [(FSO 2 ) 2 N] - where M is an alkali metal). Composition.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2014037502A (en) | 2012-08-20 | 2014-02-27 | Shin Etsu Chem Co Ltd | Optical pressure-sensitive adhesive composition |
| WO2017098870A1 (en) | 2015-12-10 | 2017-06-15 | 綜研化学株式会社 | Adhesive composition, method for producing same, adhesive sheet, polarizing plate with adhesive layer, and laminate |
| KR20190014778A (en) | 2017-08-03 | 2019-02-13 | 민후 오 | Non-inverter type portable cooking and heating |
| KR20200002225A (en) | 2018-06-29 | 2020-01-08 | 한국전력공사 | Scheduling method for driving appliance |
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| JP4072309B2 (en) | 2000-10-13 | 2008-04-09 | 日本カーバイド工業株式会社 | Adhesive composition for polarizing film and polarizing film |
| KR100932887B1 (en) | 2005-12-14 | 2009-12-21 | 주식회사 엘지화학 | Acrylic pressure-sensitive adhesive composition |
| KR100932888B1 (en) | 2006-07-21 | 2009-12-21 | 주식회사 엘지화학 | Optically compensated acrylic pressure sensitive adhesive composition, polarizing plate and liquid crystal display device comprising the same |
| KR100947970B1 (en) * | 2007-12-11 | 2010-03-15 | 주식회사 에이스 디지텍 | Acrylic adhesive composition |
| TWI381033B (en) | 2009-10-09 | 2013-01-01 | Nanya Plastics Corp | An adhesive composition for use in a conformable polarizing plate |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2014037502A (en) | 2012-08-20 | 2014-02-27 | Shin Etsu Chem Co Ltd | Optical pressure-sensitive adhesive composition |
| WO2017098870A1 (en) | 2015-12-10 | 2017-06-15 | 綜研化学株式会社 | Adhesive composition, method for producing same, adhesive sheet, polarizing plate with adhesive layer, and laminate |
| KR20190014778A (en) | 2017-08-03 | 2019-02-13 | 민후 오 | Non-inverter type portable cooking and heating |
| KR20200002225A (en) | 2018-06-29 | 2020-01-08 | 한국전력공사 | Scheduling method for driving appliance |
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