JP6641095B2 - 粘着剤組成物 - Google Patents
粘着剤組成物 Download PDFInfo
- Publication number
- JP6641095B2 JP6641095B2 JP2015072588A JP2015072588A JP6641095B2 JP 6641095 B2 JP6641095 B2 JP 6641095B2 JP 2015072588 A JP2015072588 A JP 2015072588A JP 2015072588 A JP2015072588 A JP 2015072588A JP 6641095 B2 JP6641095 B2 JP 6641095B2
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- JP
- Japan
- Prior art keywords
- weight
- sensitive adhesive
- parts
- pressure
- acrylate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
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- 239000000203 mixture Substances 0.000 title claims description 30
- 239000000853 adhesive Substances 0.000 title description 12
- 230000001070 adhesive effect Effects 0.000 title description 12
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 41
- 239000000178 monomer Substances 0.000 claims description 39
- -1 isocyanate compound Chemical class 0.000 claims description 21
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 17
- 229920000058 polyacrylate Polymers 0.000 claims description 17
- 150000001875 compounds Chemical class 0.000 claims description 15
- 239000012948 isocyanate Substances 0.000 claims description 14
- 239000003054 catalyst Substances 0.000 claims description 10
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 10
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 7
- 125000003368 amide group Chemical group 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 238000013329 compounding Methods 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- 239000004417 polycarbonate Substances 0.000 description 16
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
- 238000005187 foaming Methods 0.000 description 13
- 229920000515 polycarbonate Polymers 0.000 description 13
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 9
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 8
- 238000002156 mixing Methods 0.000 description 8
- 229920000642 polymer Polymers 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 239000000758 substrate Substances 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
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000003505 polymerization initiator Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 230000002087 whitening effect Effects 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 239000005056 polyisocyanate Substances 0.000 description 5
- 229920001228 polyisocyanate Polymers 0.000 description 5
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 4
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 4
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000010410 layer Substances 0.000 description 4
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- 230000003287 optical effect Effects 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
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- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 229920002799 BoPET Polymers 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 3
- 239000006260 foam Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- XLPJNCYCZORXHG-UHFFFAOYSA-N 1-morpholin-4-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCOCC1 XLPJNCYCZORXHG-UHFFFAOYSA-N 0.000 description 2
- XSCRXCDDATUDLB-UHFFFAOYSA-N 2-(2-methylpropoxymethyl)prop-2-enamide Chemical compound CC(C)COCC(=C)C(N)=O XSCRXCDDATUDLB-UHFFFAOYSA-N 0.000 description 2
- 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 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- 239000004840 adhesive resin Substances 0.000 description 2
- 229920006223 adhesive resin Polymers 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 239000013522 chelant Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003480 eluent Substances 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 description 2
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 description 2
- 150000002902 organometallic compounds Chemical class 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 230000001629 suppression Effects 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- HHQAGBQXOWLTLL-UHFFFAOYSA-N (2-hydroxy-3-phenoxypropyl) prop-2-enoate Chemical compound C=CC(=O)OCC(O)COC1=CC=CC=C1 HHQAGBQXOWLTLL-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
- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 1
- DDKMFQGAZVMXQV-UHFFFAOYSA-N (3-chloro-2-hydroxypropyl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(O)CCl DDKMFQGAZVMXQV-UHFFFAOYSA-N 0.000 description 1
- POTYORUTRLSAGZ-UHFFFAOYSA-N (3-chloro-2-hydroxypropyl) prop-2-enoate Chemical compound ClCC(O)COC(=O)C=C POTYORUTRLSAGZ-UHFFFAOYSA-N 0.000 description 1
- YOBOXHGSEJBUPB-MTOQALJVSA-N (z)-4-hydroxypent-3-en-2-one;zirconium Chemical compound [Zr].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O YOBOXHGSEJBUPB-MTOQALJVSA-N 0.000 description 1
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 1
- MKPHQUIFIPKXJL-UHFFFAOYSA-N 1,2-dihydroxypropyl 2-methylprop-2-enoate Chemical compound CC(O)C(O)OC(=O)C(C)=C MKPHQUIFIPKXJL-UHFFFAOYSA-N 0.000 description 1
- ZXHZWRZAWJVPIC-UHFFFAOYSA-N 1,2-diisocyanatonaphthalene Chemical compound C1=CC=CC2=C(N=C=O)C(N=C=O)=CC=C21 ZXHZWRZAWJVPIC-UHFFFAOYSA-N 0.000 description 1
- LEEANUDEDHYDTG-UHFFFAOYSA-N 1,2-dimethoxypropane Chemical compound COCC(C)OC LEEANUDEDHYDTG-UHFFFAOYSA-N 0.000 description 1
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- QUMXDOLUJCHOAY-UHFFFAOYSA-N 1-Phenylethyl acetate Chemical compound CC(=O)OC(C)C1=CC=CC=C1 QUMXDOLUJCHOAY-UHFFFAOYSA-N 0.000 description 1
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- CDDDRVNOHLVEED-UHFFFAOYSA-N 1-cyclohexyl-3-[1-[[1-(cyclohexylcarbamoylamino)cyclohexyl]diazenyl]cyclohexyl]urea Chemical compound C1CCCCC1(N=NC1(CCCCC1)NC(=O)NC1CCCCC1)NC(=O)NC1CCCCC1 CDDDRVNOHLVEED-UHFFFAOYSA-N 0.000 description 1
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- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
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- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
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- COCLLEMEIJQBAG-UHFFFAOYSA-N 8-methylnonyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C(C)=C COCLLEMEIJQBAG-UHFFFAOYSA-N 0.000 description 1
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
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- 239000004641 Diallyl-phthalate Substances 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- IYXGSMUGOJNHAZ-UHFFFAOYSA-N Ethyl malonate Chemical class CCOC(=O)CC(=O)OCC IYXGSMUGOJNHAZ-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 101000720524 Gordonia sp. (strain TY-5) Acetone monooxygenase (methyl acetate-forming) Proteins 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- 239000004420 Iupilon Substances 0.000 description 1
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- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
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- KYIKRXIYLAGAKQ-UHFFFAOYSA-N abcn Chemical compound C1CCCCC1(C#N)N=NC1(C#N)CCCCC1 KYIKRXIYLAGAKQ-UHFFFAOYSA-N 0.000 description 1
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- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
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- 125000003118 aryl group Chemical group 0.000 description 1
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- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
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- 230000001678 irradiating effect Effects 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
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- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
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- 230000007774 longterm Effects 0.000 description 1
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- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- ZQMHJBXHRFJKOT-UHFFFAOYSA-N methyl 2-[(1-methoxy-2-methyl-1-oxopropan-2-yl)diazenyl]-2-methylpropanoate Chemical compound COC(=O)C(C)(C)N=NC(C)(C)C(=O)OC ZQMHJBXHRFJKOT-UHFFFAOYSA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
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- JDEJGVSZUIJWBM-UHFFFAOYSA-N n,n,2-trimethylaniline Chemical compound CN(C)C1=CC=CC=C1C JDEJGVSZUIJWBM-UHFFFAOYSA-N 0.000 description 1
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- 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
- GZAROOOHRGKEPC-UHFFFAOYSA-N n-butyl-2-methylpropanamide Chemical compound CCCCNC(=O)C(C)C GZAROOOHRGKEPC-UHFFFAOYSA-N 0.000 description 1
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- SRSFOMHQIATOFV-UHFFFAOYSA-N octanoyl octaneperoxoate Chemical compound CCCCCCCC(=O)OOC(=O)CCCCCCC SRSFOMHQIATOFV-UHFFFAOYSA-N 0.000 description 1
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- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- ZMHZSHHZIKJFIR-UHFFFAOYSA-N octyltin Chemical compound CCCCCCCC[Sn] ZMHZSHHZIKJFIR-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
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- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- QIWKUEJZZCOPFV-UHFFFAOYSA-N phenyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=CC=CC=C1 QIWKUEJZZCOPFV-UHFFFAOYSA-N 0.000 description 1
- WRAQQYDMVSCOTE-UHFFFAOYSA-N phenyl prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1 WRAQQYDMVSCOTE-UHFFFAOYSA-N 0.000 description 1
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- 239000004033 plastic Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920006389 polyphenyl polymer Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
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- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 1
- LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 0.000 description 1
- AYEFIAVHMUFQPZ-UHFFFAOYSA-N propane-1,2-diol;prop-2-enoic acid Chemical compound CC(O)CO.OC(=O)C=C AYEFIAVHMUFQPZ-UHFFFAOYSA-N 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
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- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-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
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 238000004506 ultrasonic cleaning Methods 0.000 description 1
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- 239000011701 zinc Substances 0.000 description 1
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Landscapes
- Adhesives Or Adhesive Processes (AREA)
Description
また、ポリカーボネート基材は透明性、耐熱性、耐衝撃性などに優れるため、光学部材にも盛んに用いられているが、ポリカーボネート部材に粘着剤を使用した場合、特に高温環境下において粘着剤層に気泡が生じ、視認性に悪影響を及ぼしている。この原因は明らかではないものの、ポリカーボネート由来の低分子量化合物が発泡の原因と推測されている。
さらに、粘着剤層の両面とも離型フィルムで保護された基材レスの粘着シートの形態で長期保管後に使用した場合、ポリカーボネート部材由来の発泡増大や剥離強度が低下するなど、フィルムライフに問題がある。この原因は明らかではないものの、離型フィルム中の離型剤が粘着剤表面に混入してくるため、貼張り合わせる基材と粘着剤の密着性が低下し、発泡や剥離強度の低下を引き起こしていると推測される。
(メタ)アクリル酸アルキルエステルは粘着力の点から、アクリル系単量体全体に対して40〜99重量%となるように用いることが好ましい。
水酸基含有単量体は架橋点及びその親水性による白化防止の効果の点から、アクリル系単量体全体に対して1〜15重量%となるように用いることが好ましい。
なお、本願発明における重量平均分子量とは、下記の条件によってGPC(ゲルパーミネーション・クロマトグラフィー)により測定し、ポリスチレン換算により算出された値を言う。サンプルは、試料をテトラヒドロフランに溶解して0.1重量%の溶液とし、水を加えた超音波洗浄装置に10分間放置した後、0.20μmのメンブレンフィルターで濾過した濾液を用いる。
分析装置:SHIMADZU社製、LC20AD
カラム:SHIMADZU社製 GPC−80M ×2
溶離液:テトラヒドロフラン
流量:1.0ml/min
入口圧:10kgf
検出器:示差屈折計(RI)
カラム温度:40℃
注入量:50μl
溶離液:テトラヒドロフラン
検出器:示差屈折計
標準試料:ポリスチレン
また、溶媒の選択によって生成するポリマーの分子量を調整できる。メチルエチルケトンなどを用いた場合、比較的低分子量のポリマーが得られる。また、酢酸エチルなどを用いた場合、比較的高分子量のポリマーが得られる。
また、過酸化物系化合物はN,N−ジメチルトルイジン、N,N−ジエチルトルイジン等の還元剤を併用することによりレドックス重合を行うことも可能である。
重合開始剤は、通常アクリル系単量体100重量部に対して0.05〜3重量部使用される。重合開始剤の使用量を増加させれば得られるポリマーの分子量を小さくなり、重合開始剤の使用量を減少させれば得られるポリマーの分子量は大きくなる傾向にある。
これらの活性メチレン基含有化合物の添加により、前記イソシアネート化合物(B)のイソシアネート基をブロックし、各成分を混合した後の可使時間の延長に寄与しているものと考えられる。
活性メチレン基含有化合物の配合量は、前記アクリルポリマー(A)100重量部に対して5〜30重量部であることが好ましい。5重量部以上とすることにより、各成分を混合した後の可使時間を顕著に延長できる。また、30重量部以下とすることにより、塗工後の乾燥時においてブロックされたイソシアネートの脱保護反応が速やかに行われる。
ブチルアクリレート(BA)86部、メチルメタクリレート(MMA)5部、2−ヒドロキシエチルアクリレート(2−HEA)1部、ジアセトンアクリルアミド(DAAM)8部、アゾビスイソブチロニトリル0.05部、酢酸エチル27部を混合溶解して(a)液を調製した。撹拌機、還流冷却機を備えたセパラブルフラスコに酢酸エチル50部を入れ75℃に昇温し、30分以上窒素ガスを導入し、重合系内の酸素を除去した。次いで75±1℃に保ったまま3時間かけて前記(a)液を滴下し、滴下終了後に反応温度を80℃に昇温し3時間80±1℃を保ち反応した。反応終了後、酢酸エチルにて反応液を希釈し、淡黄色透明の粘性液体である実施例1のアクリルポリマーを得た。粘度は6000mPa・s、固形分は30%、重量平均分子量は650,000であった。
実施例1のアクリルポリマー溶液の固形分100重量部に対し、架橋剤として多官能イソシアネート化合物であるコロネートHX(日本ポリウレタン工業社製、商品名)1.5重量部、ウレタン化触媒であるネオスタンU−28(日東化成社製、無機錫系、商品名)2.0重量部、活性メチレン基含有化合物であるアセチルアセトン10重量を加え、実施例1の粘着剤組成物を調製した。
実施例1で用いた材料の他、単量体として2EHA(2−エチルヘキシルアクリレート)、MA(メチルアクリレート)、4HBA(4−ヒドロキシブチルアクリレート)、DMAAm(N,N−ジメチルアクリルアミド)、ACMO(アクリロイルモルホリン)、IBMA(イソブトキシメチルアクリルアミド)、NVP(N−ビニルピロリドン)、アクリルアミド(AAm)を用いて表1記載の配合にてポリマーの重合を行った他は実施例1と同様に行いそれぞれアクリルポリマー溶液を合成した。また、比較例1のみ重合開始剤であるアゾビスイソブチロニトリルを0.10部と増量させて重合を行い、分子量50万以下のポリマー溶液を合成した。各アクリルポリマー溶液の固形分100重量部に対し、多官能イソシアネートとしてコロネートL(日本ポリウレタン工業社製、商品名)、コロネートHL(日本ポリウレタン工業社製、商品名)、ウレタン化触媒としてネオスタンU−820(日東化成社製、有機錫系、商品名)、ネオスタンU−600(日東化成社製、ビスマス系、商品名)、オルガチックスZC150(マツモトファインケミカル社製、ジルコニウム系、商品名)、BiCAT−Z(シェファードケミカル社製、亜鉛系、商品名)、DABCO(1,4−ジアザビシクロ[2.2.2]オクタン)、U−CAT SA 102(サンアプロ社製、アミン系、商品名)、活性メチレン基含有化合物としてアセト酢酸エチルを表1記載の配合にて加え、各粘着剤組成物を調製した。
各配合物を均一になるまで攪拌して粘着剤組成物を調製した直後のサンプルと、調製後5時間常温で放置したサンプルを用いて以下の評価を実施した。
調製直後の粘度および調製5時間後の粘度をそれぞれ測定し、調整5時間後の粘度の上昇率が1.2倍以下であれば良好(○)とし、粘度の上昇率が1.2倍より大きい、もしくはゲル化した場合は不良(×)とした。
調製直後および調製5時間後の各粘着剤組成物を離型フィルム上にそれぞれ乾燥後の厚さが50μmとなるように塗布し、90℃で20分間加熱乾燥後、別の離型フィルムと貼り合わせ、さらに23℃で7日間エージングを行い、基材レスの粘着シートを作成した。
各粘着シートをPETフィルム(東洋紡績社製、商品名A4100、厚さ50μm)に
貼り合わせ、幅25mm、長さ100mmのフィルム片を作成した。フィルム片の離型フィルムを剥がし、23℃、50%RH雰囲気にてガラス上に、ラミネーターを用いて貼着し、23℃、相対湿度50%RHの雰囲気中に1日放置した後、試験用粘着テープを引張り速度300mm/分で180°方向に引張り、その中心値を180°剥離接着強度とした。5時間常温で放置した粘着剤組成物の接着強度が1.5N/25mm以上低下していた場合はポットライフが不良である。
各粘着シートをPETフィルム(東洋紡績社製、商品名A4100、厚さ50μm)に
貼り合わせ、幅4cm、長さ4cmのフィルム片を作成した。 このフィルム片から離型フィルムを剥離し、ポリカーボネート板(三菱ガス化学社製、商品名ユーピロンMR−58、厚さ1mm)に貼り合わせ、23℃、50%RH雰囲気下で1日間放置したものを試験片とした。
試験片を85℃オーブン中で24時間熱処理を行い、熱処理後に試験片を目視にて観察し、ポリカーボネート板と粘着剤層界面に気泡が見られなければ耐発泡性良好(○)とし、気泡が見られた場合には耐発泡性不良(×)とした。
各粘着シートを60℃で100時間加熱処理した後、同様に剥離強度と耐PC発泡性を評価した。加熱処理を行っていない場合と比較して剥離強度が1.5N/25mm以上低下したり、耐発泡性が×の評価となった場合、フィルムライフが不良と判断される。
各粘着シートをPETフィルム(東洋紡績社製、商品名A4100、厚さ50μm)に貼り合わせ、幅25mm、長さ100mmのフィルム片を作成した。フィルム片の離型フィルムを剥がし、23℃、50%RH雰囲気にてガラス上に、ラミネーターを用いて貼着した。これを60℃、95%RH環境下で400時間放置し、23℃、50%RHにて1時間冷却した後のヘーズの測定および発泡の有無を確認した。なお、ヘーズは東洋精機製作所(株)製HAZE−GARDIIを用いて測定した。評価基準は以下の通りである。
○:ヘーズが1.5未満(ほとんど白化が確認されず、耐湿熱白化性良好)
×:ヘーズが1.5以上(白化性不良で使用できない)
Claims (3)
- 実質的にカルボキシル基含有単量体を含まないアクリル系単量体を重合することによって得られる重量平均分子量が50万以上であるアクリルポリマー(A)、イソシアネート化合物(B)、ウレタン化触媒(C)、活性メチレン基含有化合物(D)を含有し、当該(A)を構成するアクリル系単量体が(メタ)アクリル酸アルキルエステル、水酸基含有単量体およびアミド基含有単量を含み、当該(C)の配合量が(A)100重量部に対して1〜3重量部であり、当該(D)の配合量が8〜30重量部であることを特徴とする粘着剤組成物。
- 前記アクリルポリマー(A)を構成するアクリル系単量体全体に対して、アミド基含有単量体の割合が6〜30重量%であり、(メタ)アクリル酸アルキルエステル単量体の割合が84〜93重量%であることを特徴とする請求項1記載の粘着剤組成物。
- 前記イソシアネート化合物(B)の配合量が、前記アクリルポリマー(A)100重量部に対して1〜2重量部であることを特徴とする請求項1又は2いずれかに記載の粘着剤組成物。
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