JP2010037355A - Electrically peelable adhesive composition, electrically peelable adhesive product and method for peeling the same - Google Patents
Electrically peelable adhesive composition, electrically peelable adhesive product and method for peeling the same Download PDFInfo
- Publication number
- JP2010037355A JP2010037355A JP2008198063A JP2008198063A JP2010037355A JP 2010037355 A JP2010037355 A JP 2010037355A JP 2008198063 A JP2008198063 A JP 2008198063A JP 2008198063 A JP2008198063 A JP 2008198063A JP 2010037355 A JP2010037355 A JP 2010037355A
- Authority
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- Prior art keywords
- sensitive adhesive
- pressure
- adhesive composition
- electro
- ionic liquid
- 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.)
- Granted
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- 230000001070 adhesive effect Effects 0.000 title claims abstract description 51
- 239000000853 adhesive Substances 0.000 title claims abstract description 49
- 239000000203 mixture Substances 0.000 title claims abstract description 41
- 238000000034 method Methods 0.000 title claims description 15
- 239000002608 ionic liquid Substances 0.000 claims abstract description 32
- 229920000058 polyacrylate Polymers 0.000 claims abstract description 22
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 20
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 16
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 53
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 26
- 239000000178 monomer Substances 0.000 claims description 23
- 125000000217 alkyl group Chemical group 0.000 claims description 19
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 16
- 239000010410 layer Substances 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- 239000012790 adhesive layer Substances 0.000 claims description 11
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 150000001450 anions Chemical class 0.000 claims description 5
- 150000001768 cations Chemical class 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 229910016467 AlCl 4 Inorganic materials 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 229910017008 AsF 6 Inorganic materials 0.000 claims description 2
- RAXXELZNTBOGNW-UHFFFAOYSA-O Imidazolium Chemical compound C1=C[NH+]=CN1 RAXXELZNTBOGNW-UHFFFAOYSA-O 0.000 claims description 2
- 229910018286 SbF 6 Inorganic materials 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 claims description 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 230000001747 exhibiting effect Effects 0.000 abstract description 2
- -1 n-octyl Chemical group 0.000 description 15
- 238000011156 evaluation Methods 0.000 description 10
- 239000003505 polymerization initiator Substances 0.000 description 10
- 239000000126 substance Substances 0.000 description 8
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000003431 cross linking reagent Substances 0.000 description 6
- ZXMGHDIOOHOAAE-UHFFFAOYSA-N 1,1,1-trifluoro-n-(trifluoromethylsulfonyl)methanesulfonamide Chemical compound FC(F)(F)S(=O)(=O)NS(=O)(=O)C(F)(F)F ZXMGHDIOOHOAAE-UHFFFAOYSA-N 0.000 description 5
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 5
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 150000002739 metals Chemical class 0.000 description 5
- 238000013508 migration Methods 0.000 description 5
- 230000005012 migration Effects 0.000 description 5
- 239000003960 organic solvent Substances 0.000 description 5
- 239000002390 adhesive tape Substances 0.000 description 4
- 229910045601 alloy Inorganic materials 0.000 description 4
- 239000000956 alloy Substances 0.000 description 4
- 229920001451 polypropylene glycol Polymers 0.000 description 4
- AMKUSFIBHAUBIJ-UHFFFAOYSA-N 1-hexylpyridin-1-ium Chemical compound CCCCCC[N+]1=CC=CC=C1 AMKUSFIBHAUBIJ-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- PXELHGDYRQLRQO-UHFFFAOYSA-N 1-butyl-1-methylpyrrolidin-1-ium Chemical compound CCCC[N+]1(C)CCCC1 PXELHGDYRQLRQO-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- 150000002430 hydrocarbons Chemical group 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000000691 measurement method Methods 0.000 description 2
- 239000007769 metal material Substances 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 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
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229910052709 silver Inorganic materials 0.000 description 2
- 239000004332 silver Substances 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 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
- XFJPESDYWYMVJQ-UHFFFAOYSA-N (3,3,5-trimethylcyclohexanecarbonyl) 3,3,5-trimethylcyclohexane-1-carboperoxoate Chemical compound C1C(C)(C)CC(C)CC1C(=O)OOC(=O)C1CC(C)(C)CC(C)C1 XFJPESDYWYMVJQ-UHFFFAOYSA-N 0.000 description 1
- OTMBZPVYOQYPBE-UHFFFAOYSA-N 1,1-bis(tert-butylperoxy)cyclododecane Chemical compound CC(C)(C)OOC1(OOC(C)(C)C)CCCCCCCCCCC1 OTMBZPVYOQYPBE-UHFFFAOYSA-N 0.000 description 1
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 description 1
- CCTFAOUOYLVUFG-UHFFFAOYSA-N 2-(1-amino-1-imino-2-methylpropan-2-yl)azo-2-methylpropanimidamide Chemical compound NC(=N)C(C)(C)N=NC(C)(C)C(N)=N CCTFAOUOYLVUFG-UHFFFAOYSA-N 0.000 description 1
- AVTLBBWTUPQRAY-UHFFFAOYSA-N 2-(2-cyanobutan-2-yldiazenyl)-2-methylbutanenitrile Chemical compound CCC(C)(C#N)N=NC(C)(CC)C#N AVTLBBWTUPQRAY-UHFFFAOYSA-N 0.000 description 1
- 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
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- XMJBDTDLTXVBRA-UHFFFAOYSA-N 2-[(1-amino-1-benzylimino-2-methylpropan-2-yl)diazenyl]-n'-benzyl-2-methylpropanimidamide;dihydrochloride Chemical compound Cl.Cl.C=1C=CC=CC=1CNC(=N)C(C)(C)N=NC(C)(C)C(=N)NCC1=CC=CC=C1 XMJBDTDLTXVBRA-UHFFFAOYSA-N 0.000 description 1
- PFHOSZAOXCYAGJ-UHFFFAOYSA-N 2-[(2-cyano-4-methoxy-4-methylpentan-2-yl)diazenyl]-4-methoxy-2,4-dimethylpentanenitrile Chemical compound COC(C)(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)(C)OC PFHOSZAOXCYAGJ-UHFFFAOYSA-N 0.000 description 1
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 description 1
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- PMPVIKIVABFJJI-UHFFFAOYSA-N Cyclobutane Chemical compound C1CCC1 PMPVIKIVABFJJI-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- LVZWSLJZHVFIQJ-UHFFFAOYSA-N Cyclopropane Chemical compound C1CC1 LVZWSLJZHVFIQJ-UHFFFAOYSA-N 0.000 description 1
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
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- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
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- 239000004793 Polystyrene Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
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- URLYGBGJPQYXBN-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methyl prop-2-enoate Chemical compound OCC1CCC(COC(=O)C=C)CC1 URLYGBGJPQYXBN-UHFFFAOYSA-N 0.000 description 1
- 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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- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 1
- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 1
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- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
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- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
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- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
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- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
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- 239000002923 metal particle Substances 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
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-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
- ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical class C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000007717 redox polymerization reaction Methods 0.000 description 1
- 238000006479 redox reaction Methods 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229940079827 sodium hydrogen sulfite Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 238000003756 stirring Methods 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
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 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
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
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- Adhesive Tapes (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
本発明は、電気剥離性粘着剤組成物、電気剥離性粘着製品及びその剥離方法に関する。更に詳しくは、本発明は、電圧を印加するだけで粘着力が低下し、その結果、被着体から容易に剥離可能な電気剥離性粘着剤組成物、電気剥離性粘着製品及びその剥離方法に関する。 The present invention relates to an electric peelable pressure-sensitive adhesive composition, an electric peelable pressure-sensitive adhesive product, and a peeling method thereof. More specifically, the present invention relates to an electro-releasable pressure-sensitive adhesive composition, an electro-releasable pressure-sensitive adhesive product that can be easily peeled from an adherend, and a method for peeling the same. .
再剥離性の粘着テープが種々の用途（例えば、表面保護フィルム、塗装用マスキングテープ、再剥離可能なメモ等）で使用されている。この粘着テープは、一般的に基材と、その上に積層された粘着剤層とからなる。粘着剤層には、粘着性と共に再剥離性が求められる。即ち、被着体の運搬時、貯蔵時、加工時等には、被着体から剥離しない程度の粘着性と、機能を果たした後には、容易に取り除きうる再剥離性が求められている。 Removable adhesive tapes are used in various applications (for example, surface protective films, coating masking tapes, removable notes, etc.). This pressure-sensitive adhesive tape generally comprises a base material and a pressure-sensitive adhesive layer laminated thereon. The adhesive layer is required to have removability as well as adhesiveness. That is, when transporting, storing, and processing the adherend, there is a demand for adhesiveness that does not peel from the adherend and removability that can be easily removed after performing the function.
上記粘着性と再剥離性との相反する性質を実現する方法として、例えばＷＯ２００７／０１８２３９号公報（特許文献１）等に記載された方法が提案されている。
ＷＯ２００７／０１８２３９号公報では、接着剤として、イオン性液体を使用することで、電圧印加時に剥離可能な接着剤が提供できると記載されている。この公報では、イオン性液体とは、室温で液体である溶融塩であり、蒸気圧がなく、高耐熱性、不燃性、高化学安定性等の性質を有するとされている。
In WO2007 / 018239, it is described that an adhesive that can be peeled off when a voltage is applied can be provided by using an ionic liquid as an adhesive. In this publication, the ionic liquid is a molten salt that is liquid at room temperature, has no vapor pressure, and has properties such as high heat resistance, nonflammability, and high chemical stability.
上記公報は、電気剥離性接着剤組成物についてであり、貼った瞬間から接合効果の高い電気剥離性粘着剤の開発が望まれていた。 The above publication is about an electro-releasable adhesive composition, and development of an electro-releasable pressure-sensitive adhesive having a high bonding effect has been desired from the moment of application.
かくして本発明によれば、アクリル系ポリマーと、１０-4〜１０-2Ｓ／ｃｍのイオン導電率を示すイオン性液体と、ポリエチレングリコールとを含み、前記イオン性液体とポリエチレングリコールとを、前記アクリル系ポリマー１００重量部に対して、それぞれ１〜４０重量部の割合で含有していることを特徴とする電気剥離性粘着剤組成物が提供される。
また、本発明によれば、導電性支持体と、その上に形成された電気剥離性粘着剤層とを有し、前記電気剥離性粘着剤層が、上記電気剥離性粘着剤組成物を含むことを特徴とする電気剥離性粘着製品が提供される。
Thus, according to the present invention, an acrylic polymer, an ionic liquid exhibiting an ionic conductivity of 10 −4 to 10 −2 S / cm, and polyethylene glycol, the ionic liquid and polyethylene glycol, An electropeelable pressure-sensitive adhesive composition is provided that is contained in an amount of 1 to 40 parts by weight with respect to 100 parts by weight of an acrylic polymer.
Moreover, according to this invention, it has an electroconductive support body and the electrically peelable adhesive layer formed on it, and the said electrically peelable adhesive layer contains the said electrically peelable adhesive composition. An electrically peelable adhesive product is provided.
更に、本発明によれば、上記電気剥離性粘着製品を、被着体上に、前記電気剥離性粘着剤層が面するように貼り付けた後、前記電気剥離性粘着剤層に電圧を印加することで、前記電気剥離性粘着製品を前記被着体から剥離することを特徴とする電気剥離性粘着製品の剥離方法が提供される。 Furthermore, according to the present invention, after the above-described electro-releasable pressure-sensitive adhesive product is attached to an adherend so that the electro-releasable pressure-sensitive adhesive layer faces, a voltage is applied to the electro-releasable pressure-sensitive adhesive layer. Thus, there is provided a method for peeling an electro-peelable pressure-sensitive adhesive product, wherein the electro-peelable pressure-sensitive adhesive product is peeled from the adherend.
本発明によれば、電圧の印加により、短時間で加温せずとも剥離可能な粘着剤層を形成しうる電気剥離性粘着剤組成物を提供できる。 ADVANTAGE OF THE INVENTION According to this invention, the electric peelable adhesive composition which can form the adhesive layer which can be peeled without applying a voltage for a short time by the application of a voltage can be provided.
本発明の電気剥離性粘着剤組成物（以下、単に粘着剤組成物という）は、アクリル系ポリマー、イオン性液体と、ポリエチレングリコールとを含んでいる。
（アクリル系ポリマー）
アクリル系ポリマーは、アクリル系モノマーを、任意に重合開始剤の存在下で重合させることで得ることができる。アクリル系ポリマーは、少なくとも被着体に粘着できさえすれば、どのようなポリマーも使用できる。通常、粘着性の観点から、アクリル系ポリマーとしては、１万〜５００万の範囲の重量平均分子量を有するポリマーが使用される。
重量平均分子量は、Ｓｈｏｄｅｘ社製ＧＰＣ Ｓｙｓｔｅｍ２１を用い、移動相をテトラヒドロフランとして算出した値を意味する。この値は、ポリスチレン換算の重量平均分子量である。
The electroreleasable pressure-sensitive adhesive composition of the present invention (hereinafter simply referred to as a pressure-sensitive adhesive composition) contains an acrylic polymer, an ionic liquid, and polyethylene glycol.
(Acrylic polymer)
The acrylic polymer can be obtained by polymerizing an acrylic monomer optionally in the presence of a polymerization initiator. As the acrylic polymer, any polymer can be used as long as it can at least adhere to the adherend. Usually, from the viewpoint of tackiness, a polymer having a weight average molecular weight in the range of 10,000 to 5,000,000 is used as the acrylic polymer.
The weight average molecular weight means a value calculated using a GPC System 21 manufactured by Shodex and assuming the mobile phase as tetrahydrofuran. This value is a weight average molecular weight in terms of polystyrene.
（１）アクリル系モノマー
アクリル系モノマーには、炭素数１〜１０のアルキル基を有するアルキル（メタ）アクリレートが主成分（５０重量％以上）として含まれていることが好ましい。なお、（メタ）アクリレートは、メタクリレート又はアクリレートを意味する。
(1) Acrylic monomer The acrylic monomer preferably contains an alkyl (meth) acrylate having an alkyl group having 1 to 10 carbon atoms as a main component (50% by weight or more). In addition, (meth) acrylate means a methacrylate or an acrylate.
炭素数１〜１４のアルキル基を有するアルキル（メタ）アクリレートとしては、例えば、メチル（メタ）アクリレート、エチル（メタ）アクリレート、ｎ−プロピル（メタ）アクリレート、イソプロピル（メタ）アクリレート、ｎ−ブチル（メタ）アクリレート、ｓｅｃ−ブチル（メタ）アクリレート、ｔ−ブチル（メタ）アクリレート、ｎ−オクチル（メタ）アクリレート、イソオクチル（メタ）アクリレート、２−エチルヘキシル（メタ）アクリレート、イソノニル（メタ）アクリレート、ドデシル（メタ）アクリレートなどが挙げられる。これらアルキル（メタ）アクリレートは、１種のみ使用してもよく、２種以上組み合わせて使用してもよい。これらアルキル（メタ）アクリレートの内、炭素数１〜８のアルキル基を有するアルキル（メタ）アクリレートが好ましく、炭素数１〜４のアルキル基を有するアルキル（メタ）アクリレートがより好ましく、ｎ−ブチル（メタ）アクリレートが更に好ましく、ｎ−ブチルアクリレートが特に好ましい。 Examples of the alkyl (meth) acrylate having an alkyl group having 1 to 14 carbon atoms include methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl ( (Meth) acrylate, sec-butyl (meth) acrylate, t-butyl (meth) acrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isononyl (meth) acrylate, dodecyl ( And (meth) acrylate. These alkyl (meth) acrylates may be used alone or in combination of two or more. Among these alkyl (meth) acrylates, alkyl (meth) acrylates having an alkyl group having 1 to 8 carbon atoms are preferred, alkyl (meth) acrylates having an alkyl group having 1 to 4 carbon atoms are more preferred, and n-butyl ( (Meth) acrylate is more preferred, and n-butyl acrylate is particularly preferred.
他のアクリル系モノマーとしては、アクリル酸、メタクリル酸、カルボキシエチルアクリレート等のカルボキシル基含有モノマー、２−ヒドロキシエチル（メタ）アクリレート、２−ヒドロキシプロピル（メタ）アクリレート、４−ヒドロキシブチル（メタ）アクリレート、６−ヒドロキシヘキシル（メタ）アクリレート、（４−ヒドロキシメチルシクロヘキシル）−メチルアクリレート等のヒドロキシル基含有モノマーが挙げられる。これら他の（メタ）アクリレートは、１種のみ使用してもよく、２種以上組み合わせて使用してもよい。（メタ）アクリレートには、カルボキシル基含有モノマー及びヒドロキシル基含有モノマーが両方含まれていることが好ましい。 Other acrylic monomers include carboxyl group-containing monomers such as acrylic acid, methacrylic acid, carboxyethyl acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate And hydroxyl group-containing monomers such as 6-hydroxyhexyl (meth) acrylate and (4-hydroxymethylcyclohexyl) -methyl acrylate. These other (meth) acrylates may be used alone or in combination of two or more. The (meth) acrylate preferably contains both a carboxyl group-containing monomer and a hydroxyl group-containing monomer.
アクリル系モノマーには、炭素数１〜１０のアルキル基を有するアルキル（メタ）アクリレートが主成分として含有されている。従って、アクリル系モノマーは、他のアクリル系モノマーを使用せず、アルキル（メタ）アクリレートのみからなっていてもよい。また、所望の性能の粘着剤組成物を容易に入手する観点から、他のアクリル系モノマーが５０重量％未満及び１重量％以上含まれていることが好ましく、５〜３０重量％含まれていることがより好ましく、５〜１５重量％含まれていることが更に好ましい。 The acrylic monomer contains an alkyl (meth) acrylate having an alkyl group having 1 to 10 carbon atoms as a main component. Therefore, the acrylic monomer may be composed only of alkyl (meth) acrylate without using any other acrylic monomer. Further, from the viewpoint of easily obtaining a pressure-sensitive adhesive composition having desired performance, other acrylic monomers are preferably contained in an amount of less than 50% by weight and 1% by weight or more, and contained in an amount of 5 to 30% by weight. More preferably, it is more preferably 5 to 15% by weight.
また、カルボキシル基含有モノマー及びヒドロキシル基含有モノマーが両方含まれている場合、両者の含有量は、全モノマー量を１００重量部とした場合、１〜２０重量部の範囲であることが好ましい。この範囲で両モノマーを使用することで、粘着特性を改善できる。更に、１〜１０重量部の範囲であることがより好ましい。 Moreover, when both the carboxyl group-containing monomer and the hydroxyl group-containing monomer are included, the content of both is preferably in the range of 1 to 20 parts by weight when the total monomer amount is 100 parts by weight. Adhesive properties can be improved by using both monomers within this range. Furthermore, the range of 1 to 10 parts by weight is more preferable.
更に、（メタ）アクリレートには、必要に応じて、ビニル系モノマーを添加してもよい。ビニル系モノマーとしては、例えば、イタコン酸、マレイン酸、クロトン酸；無水マレイン酸、無水イタコン酸、酢酸ビニル、Ｎ−ビニルピロリドン、Ｎ−ビニルカルボン酸アミド類、スチレン、Ｎ−ビニルカプロラクタム等が挙げられる。これらビニル系モノマーは、１種のみ使用してもよく、２種以上組み合わせて使用してもよい。 Furthermore, you may add a vinyl-type monomer to (meth) acrylate as needed. Examples of vinyl monomers include itaconic acid, maleic acid, crotonic acid; maleic anhydride, itaconic anhydride, vinyl acetate, N-vinylpyrrolidone, N-vinylcarboxylic amides, styrene, N-vinylcaprolactam, and the like. It is done. These vinyl monomers may be used alone or in combination of two or more.
（２）重合開始剤
任意に使用される重合開始剤としては、例えば、２，２’−アゾビスイソブチロニトリル、２，２’−アゾビス（２−メチルプロピオンアミジン）二硫化物、２，２’−アゾビス（４−メトキシ−２，４−ジメチルバレロニトリル）、２，２’−アゾビス（２，４−ジメチルバレロニトリル）、２，２’−アゾビス（２−メチルブチロニトリル）、１，１’−アゾビス（シクロヘキサン−１−カルボニトリル）、２，２’−アゾビス（２，４，４−トリメチルペンタン）、ジメチル−２，２’−アゾビス（２−メチルプロピオネート）、２，２’−アゾビス［２−メチル−Ｎ−（フェニルメチル）−プロピオンアミジン］ジハイドロクロライド、２，２’−アゾビス［２−（３，４，５，６−テトラハイドロピリミジン−２−イル）プロパン］ジハイドロクロライド、２，２’−アゾビス［２−（２−イミダゾリン−２−イル）プロパン］等のアゾ系重合開始剤；過硫酸カリウム、過硫酸アンモニウム等の過硫酸塩系重合開始剤；ベンゾイルパーオキサイド、過酸化水素、ｔ−ブチルハイドロパーオキサイド、ジ−ｔ−ブチルパーオキサイド、ｔ−ブチルパーオキシベンゾエート、ジクミルパーオキサイド、１，１−ビス（ｔ−ブチルパーオキシ）−３，３，５−トリメチルシクロヘキサン、１，１−ビス（ｔ−ブチルパーオキシ）シクロドデカン、３，３，５−トリメチルシクロヘキサノイルパーオキサイド、ｔ−ブチルペルオキシピバレイト等の過酸化物系重合開始剤；過硫酸塩と亜硫酸水素ナトリウムとにより構成されたレドックス系重合開始剤等が挙げられる。これら重合開始剤は、１種のみ使用してもよく、２種以上組み合わせて使用してもよい。
(2) Polymerization initiator As an optional polymerization initiator, for example, 2,2′-azobisisobutyronitrile, 2,2′-azobis (2-methylpropionamidine) disulfide, 2, 2'-azobis (4-methoxy-2,4-dimethylvaleronitrile), 2,2'-azobis (2,4-dimethylvaleronitrile), 2,2'-azobis (2-methylbutyronitrile), 1 , 1′-azobis (cyclohexane-1-carbonitrile), 2,2′-azobis (2,4,4-trimethylpentane), dimethyl-2,2′-azobis (2-methylpropionate), 2, 2'-azobis [2-methyl-N- (phenylmethyl) -propionamidine] dihydrochloride, 2,2'-azobis [2- (3,4,5,6-tetrahydropyrimidin-2-yl) pro Azo-based polymerization initiators such as dihydrochloride and 2,2′-azobis [2- (2-imidazolin-2-yl) propane]; persulfate-based polymerization initiators such as potassium persulfate and ammonium persulfate; Benzoyl peroxide, hydrogen peroxide, t-butyl hydroperoxide, di-t-butyl peroxide, t-butyl peroxybenzoate, dicumyl peroxide, 1,1-bis (t-butylperoxy) -3, Start of peroxide polymerization such as 3,5-trimethylcyclohexane, 1,1-bis (t-butylperoxy) cyclododecane, 3,3,5-trimethylcyclohexanoyl peroxide, t-butylperoxypivalate Agents: Redox polymerization initiators composed of persulfate and sodium hydrogen sulfite. These polymerization initiators may be used alone or in combination of two or more.
重合開始剤は、アクリル系モノマー１００重量部に対して０．００５〜１重量部の範囲で使用することが好ましい。この範囲で重合開始剤を使用することで、粘着特性が改善されたアクリル系ポリマーを形成できる。 The polymerization initiator is preferably used in the range of 0.005 to 1 part by weight with respect to 100 parts by weight of the acrylic monomer. By using a polymerization initiator in this range, an acrylic polymer with improved adhesive properties can be formed.
（３）他の成分
他の成分としては、基体上への粘着剤組成物の使用容易性の観点から、有機溶剤が含まれていてもよい。この有機溶剤としては、特に限定されず、粘着剤組成物に使用可能な公知の有機溶剤が挙げられる。例えば、ヘキサン、ヘプタン等の脂肪族炭化水素、酢酸メチル、酢酸エチル、酢酸プロピル等のエステル類、トルエン、キシレン、エチルベンゼン等の芳香族系炭化水素が挙げられる。これら有機溶剤は、１種のみ使用してもよく、２種以上組み合わせて使用してもよい。
なお、有機溶剤を使用する場合、アクリル系ポリマーからなる固形分含量が１０重量％以上となるように、その使用割合を調整することが好ましい。また、使用割合は、固形分含量が２０〜５０重量％となるように調製されていることが好ましい。
(3) Other component As another component, the organic solvent may be contained from a viewpoint of the ease of use of the adhesive composition on a base | substrate. The organic solvent is not particularly limited, and examples thereof include known organic solvents that can be used for the pressure-sensitive adhesive composition. Examples thereof include aliphatic hydrocarbons such as hexane and heptane, esters such as methyl acetate, ethyl acetate, and propyl acetate, and aromatic hydrocarbons such as toluene, xylene, and ethylbenzene. These organic solvents may be used alone or in combination of two or more.
In addition, when using an organic solvent, it is preferable to adjust the use ratio so that the solid content content which consists of an acryl-type polymer may be 10 weight% or more. Moreover, it is preferable that the usage rate is prepared so that the solid content is 20 to 50% by weight.
（４）粘度
粘着剤組成物は、固形分含量が４０重量％のとき、１０００ｍＰａ・ｓ以上の粘度を有していることが好ましい。この粘度を有することで、電圧の非印加時の粘着性を確保できる。より好ましい粘度は、２０００〜１００００ｍＰａ・ｓである。
粘度は、粘着剤組成物を２５℃になるように調温し、その後、トキメック社製ＢＨ型粘度計を用い、回転数が１０ｒｐｍの条件により測定した値である。
(4) Viscosity The pressure-sensitive adhesive composition preferably has a viscosity of 1000 mPa · s or more when the solid content is 40% by weight. By having this viscosity, it is possible to ensure adhesiveness when no voltage is applied. A more preferable viscosity is 2000 to 10000 mPa · s.
The viscosity is a value measured by adjusting the temperature of the pressure-sensitive adhesive composition to 25 ° C., and then using a BH viscometer manufactured by Tokimec Co., Ltd. under a rotation speed of 10 rpm.
（イオン性液体）
イオン性液体は、室温（約２５℃）で液体である溶融塩であり、常温溶融塩とも呼ばれる。また、イオン性液体は、蒸気圧がない（不揮発性）、高耐熱性、不燃性、化学的に安定である等の特性を有する。
イオン性液体は、電圧を印加することで、陽極側にアニオンが移動し、陰極側にカチオンが移動する。電極と粘着剤組成物との界面で酸化還元反応が起こることで、粘着剤組成物の接着力が弱くなり、その結果、剥離性が向上すると発明者等は考えている。
(Ionic liquid)
The ionic liquid is a molten salt that is liquid at room temperature (about 25 ° C.), and is also called a room temperature molten salt. In addition, the ionic liquid has characteristics such as no vapor pressure (nonvolatile), high heat resistance, nonflammability, and chemical stability.
In the ionic liquid, by applying a voltage, anions move to the anode side and cations move to the cathode side. The inventors consider that the redox reaction occurs at the interface between the electrode and the pressure-sensitive adhesive composition, whereby the adhesive strength of the pressure-sensitive adhesive composition becomes weak, and as a result, the peelability is improved.
イオン性液体は、１０-4〜１０-2Ｓ／ｃｍのイオン導電率を有する。この範囲のイオン導電率を有することで、粘着剤組成物に電圧の印加による十分な剥離性を付与できる。より好ましいイオン導電率は、１０-3〜１０-2Ｓ／ｃｍである。イオン導電率の測定法は、実施例の欄に記載する。
イオン性液体としては、例えば、下記式
The ionic liquid has an ionic conductivity of 10 −4 to 10 −2 S / cm. By having an ionic conductivity in this range, it is possible to impart sufficient peelability to the pressure-sensitive adhesive composition by applying a voltage. More preferable ionic conductivity is 10 −3 to 10 −2 S / cm. The measuring method of ionic conductivity is described in the column of an Example.
As the ionic liquid, for example, the following formula
（式中、Ｒ1は窒素原子と共に環を構成する窒素原子を含んでいてもよい炭素数２〜８の二価の炭化水素基であり、Ｒ2及びＲ3は、同一又は異なって、水素原子又は炭素数１〜６のアルキル基である（但し、窒素原子が隣接する炭素原子と二重結合を形成している場合は、Ｒ3は存在しない））
で表されるカチオンと、
Ｂｒ-、ＡｌＣｌ4 -、Ａｌ2Ｃｌ7 -、ＮＯ3 -、ＢＦ4 -、ＰＦ6 -、ＣＨ3ＣＯＯ-、ＣＦ3ＣＯＯ-、ＣＦ3ＳＯ3 -、（ＣＦ3ＳＯ2）2Ｎ-、（ＣＦ3ＳＯ2）3Ｃ-、ＡｓＦ6 -、ＳｂＦ6 -、Ｆ（ＨＦ）n -、ＣＦ3（ＣＦ2）3ＳＯ3 -、（ＣＦ3ＣＦ2ＳＯ2）2Ｎ-及びＣＦ3ＣＦ2ＣＦ2ＣＯＯ-から選択されるアニオンとの塩が挙げられる。
(In the formula, R 1 is a divalent hydrocarbon group having 2 to 8 carbon atoms which may contain a nitrogen atom constituting a ring together with the nitrogen atom, and R 2 and R 3 are the same or different, and An atom or an alkyl group having 1 to 6 carbon atoms (provided that R 3 does not exist when a nitrogen atom forms a double bond with an adjacent carbon atom))
A cation represented by
Br − , AlCl 4 − , Al 2 Cl 7 − , NO 3 − , BF 4 − , PF 6 − , CH 3 COO − , CF 3 COO − , CF 3 SO 3 − , (CF 3 SO 2 ) 2 N − , (CF 3 SO 2 ) 3 C − , AsF 6 − , SbF 6 − , F (HF) n − , CF 3 (CF 2 ) 3 SO 3 − , (CF 3 CF 2 SO 2 ) 2 N − and CF 3 CF 2 CF 2 COO - salts with anion selected from.
上記式中、Ｒ1と窒素原子とから構成される環には、シクロプロパン、シクロブタン、シクロペンタン、シクロヘキサン、シクロヘプタン、シクロオクタン等の飽和脂環族炭化水素、シクロプロペン、シクロブテン、シクロペンテン、シクロヘキセン、シクロヘプテン、シクロオクテン、シクロペンタジエン、ベンゼン等の不飽和環状炭化水素等の炭化水素環を構成する少なくとも１つの炭素原子を窒素原子に置き換えた環が含まれる。 In the above formula, a ring composed of R 1 and a nitrogen atom includes a saturated alicyclic hydrocarbon such as cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, cyclopropene, cyclobutene, cyclopentene, cyclohexene. , Cycloheptene, cyclooctene, cyclopentadiene, a ring in which at least one carbon atom constituting a hydrocarbon ring such as an unsaturated cyclic hydrocarbon such as benzene is replaced with a nitrogen atom is included.
炭素数１〜６のアルキル基としては、メチル基、エチル基、プロピル基、ブチル基、ペンチル基、ヘキシル基等が挙げられる。炭素数３〜８のアルキル基は、構造異性体を含む。
上記イオン性液体の内、ピリジニウム系カチオン、環状脂肪族系アンモニウムカチオン及びイミダゾリウム系カチオンから選択されるカチオンと、（ＣＦ3ＳＯ2）2Ｎ-及びＢＦ4 -から選択されるアニオンとの塩であることが好ましい。
Examples of the alkyl group having 1 to 6 carbon atoms include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, and a hexyl group. The alkyl group having 3 to 8 carbon atoms includes structural isomers.
Among the ionic liquids, a salt of a cation selected from a pyridinium cation, a cycloaliphatic ammonium cation and an imidazolium cation and an anion selected from (CF 3 SO 2 ) 2 N − and BF 4 − It is preferable that
イオン性液体としては、関東化学、広栄化学工業（ＩＬシリーズ）から入手可能である。例えば、関東化学からは１−ヘキシルピリジニウムビス（トリフルオロメタンスルホニル）イミド、Ｎ−ブチル−Ｎ−メチルピロリジニウムビス（トリフルオロメタンスルホニル）イミド、１−エチル−３−メチルイミダゾリウムテトラフルオロボレートが入手可能であり、広栄化学工業からは１−エチル−３−メチルイミダゾリウムヘキサフルオロホスフェート（ＩＬ−Ｃ３）、１−ブチルピリジニウムテトラフルオロボレート（ＩＬ−Ｐ１０）、１−ヘキシルピリジニウムビス（トリフルオロメタンスルホニル）イミド（ＩＬ−Ｐ１４）が入手可能である。 The ionic liquid can be obtained from Kanto Chemical Co., Ltd. and Guangei Chemical Industry (IL series). For example, 1-hexylpyridinium bis (trifluoromethanesulfonyl) imide, N-butyl-N-methylpyrrolidinium bis (trifluoromethanesulfonyl) imide, 1-ethyl-3-methylimidazolium tetrafluoroborate is available from Kanto Chemical Yes, from Guangei Chemical Industry Co., Ltd., 1-ethyl-3-methylimidazolium hexafluorophosphate (IL-C3), 1-butylpyridinium tetrafluoroborate (IL-P10), 1-hexylpyridinium bis (trifluoromethanesulfonyl) Imide (IL-P14) is available.
（ポリエチレングリコール）
ポリエチレングリコールは、電圧印加時に、イオン性液体の移動を助ける移動促進剤としての機能を有すると発明者等は考えている。このポリエチレングリコールとしては、２００〜６０００の平均分子量を有するものを使用できる。この範囲の平均分子量を有することで、粘着剤組成物に、電圧の印加による十分な剥離性を付与できる。なお、類似のグリコールとしてポリプロピレングリコールが知られているが、ポリプロピレングリコールでは電圧印加時の粘着剤組成物の粘着性が十分低下せず、剥離困難であることを確認している。つまり、ポリエチレングリコール特有の現象であることを発明者等は意外にも見い出している。
(Polyethylene glycol)
The inventors consider that polyethylene glycol has a function as a migration accelerator that assists the migration of the ionic liquid when a voltage is applied. As this polyethylene glycol, what has an average molecular weight of 200-6000 can be used. By having an average molecular weight within this range, it is possible to impart sufficient peelability to the pressure-sensitive adhesive composition by applying a voltage. Polypropylene glycol is known as a similar glycol, but it has been confirmed that polypropylene glycol does not sufficiently reduce the adhesiveness of the pressure-sensitive adhesive composition when a voltage is applied, and is difficult to peel off. That is, the inventors have unexpectedly found that this phenomenon is unique to polyethylene glycol.
（アクリル系ポリマー、イオン性液体、ポリエチレングリコールの使用割合）
イオン性液体及びポリエチレングリコールは、アクリル系ポリマー１００重量部に対して、１〜４０重量部の範囲で使用される。この範囲で使用することで、電圧の印加時の剥離性の確保と、電圧の非印加時の粘着性の確保を両立実現できる。
(Use ratio of acrylic polymer, ionic liquid, polyethylene glycol)
The ionic liquid and polyethylene glycol are used in the range of 1 to 40 parts by weight with respect to 100 parts by weight of the acrylic polymer. By using in this range, it is possible to achieve both securing of peelability when voltage is applied and securing adhesiveness when voltage is not applied.
（他の成分）
アクリル系ポリマーに架橋剤を作用させることで、架橋させてもよい。架橋剤としては、トルエンジイソシアネート、メチレンビスフェニルイソシアネート等のイソシアネート系架橋剤が挙げられる。架橋剤の使用割合は、アクリル系ポリマー１００重量部に対して、１重量以上であることが好ましい。架橋させることで、粘着剤組成物を支持体上に層として形成した場合、その層の耐クリープ性や耐せん断性を改良できる。より好ましい使用割合は、５〜１０重量部である。
また、粘着剤組成物には、導電性フィラー（黒鉛、カーボンブラック等の炭素粒子；炭素繊維；銀、銅等の金属粒子）、帯電防止剤、着色剤、酸化防止剤、充填材等が含まれていてもよい。
(Other ingredients)
You may make it bridge | crosslink by making a crosslinking agent act on an acrylic polymer. Examples of the crosslinking agent include isocyanate crosslinking agents such as toluene diisocyanate and methylene bisphenyl isocyanate. The use ratio of the crosslinking agent is preferably 1 weight or more with respect to 100 parts by weight of the acrylic polymer. When the pressure-sensitive adhesive composition is formed as a layer on the support by crosslinking, the creep resistance and shear resistance of the layer can be improved. A more preferable usage rate is 5 to 10 parts by weight.
The pressure-sensitive adhesive composition includes conductive fillers (carbon particles such as graphite and carbon black; carbon fibers; metal particles such as silver and copper), antistatic agents, colorants, antioxidants, fillers, and the like. It may be.
（粘着剤組成物の製造方法）
粘着剤組成物は、アクリル系ポリマー、イオン性液体、ポリエチレングリコール及び任意に架橋剤を公知の方法で攪拌することにより得ることができる。
(Method for producing pressure-sensitive adhesive composition)
The pressure-sensitive adhesive composition can be obtained by stirring an acrylic polymer, an ionic liquid, polyethylene glycol and optionally a crosslinking agent by a known method.
（粘着剤組成物の用途）
粘着剤組成物の用途としては、リサイクルが必要な金属材（例えば、アルミニウム、貴金属）と他の部材との接着用途が挙げられる。この用途では、電圧の印加により容易に金属材を回収できるので、例えば家電リサイクルに有用である。
また、センサーと被着体との接着用途が挙げられる。この用途では、電圧の印加により容易にセンサーを回収でき、センサーを繰り返し使用できるので、経済的である。
(Use of adhesive composition)
As an application of the pressure-sensitive adhesive composition, an adhesive application between a metal material (for example, aluminum or noble metal) that needs to be recycled and another member can be mentioned. In this application, the metal material can be easily recovered by applying a voltage, which is useful for home appliance recycling, for example.
Moreover, the adhesion | attachment use of a sensor and a to-be-adhered body is mentioned. In this application, the sensor can be easily recovered by applying a voltage, and the sensor can be used repeatedly, which is economical.
更に、動物のトラッキングマーカーに使用される首輪の接着用途が挙げられる。この用途では、トラッキングの必要がなくなれば、首輪を接合する部分に遠隔操作で電圧を印加することで、動物から首輪を外すことができる。
製造工程中において、部品の仮止めに粘着剤組成物を使用できる。例えば、ＬＳＩチップのダイシング時のウェハの仮止めに使用することが挙げられる。この用途では、電圧を印加することで、仮止め状態を容易に解除できる。
人工衛星をその筐体から切り離す際の両者の接着用途に使用できる。従来、切り離しは、ジェット噴射のような微妙な制御が困難な方法が使用されていた。しかし、粘着剤組成物を使用すれば、電圧を印加することで微妙な制御が可能であり、人工衛星に与える物理的なダメージも軽減できる。
Furthermore, the use of the collar used for the animal tracking marker is mentioned. In this application, when the tracking is not necessary, the collar can be removed from the animal by applying a voltage to the portion where the collar is joined by remote control.
During the manufacturing process, the pressure-sensitive adhesive composition can be used for temporarily fixing parts. For example, it can be used for temporarily fixing a wafer when dicing an LSI chip. In this application, the temporarily fixed state can be easily released by applying a voltage.
It can be used to bond both satellites when separating them from their enclosures. Conventionally, a method such as jet injection that is difficult to perform delicate control has been used for the separation. However, if the pressure-sensitive adhesive composition is used, fine control can be performed by applying a voltage, and physical damage to the artificial satellite can be reduced.
（電気剥離性粘着製品）
電気剥離性粘着製品（以下、単に粘着製品ともいう）は、導電性支持体と、その上に形成された電気剥離性粘着剤層とを有している。電気剥離性粘着剤層は、上記粘着剤組成物を含んでいる。
粘着製品の形状は、特に限定されず、導電性支持体の形状に応じて決定される。例えば、導電性支持体が箔状である場合は、製品は粘着テープとなる。
(Electrically peelable adhesive products)
An electrically peelable adhesive product (hereinafter also simply referred to as an adhesive product) has a conductive support and an electrically peelable adhesive layer formed thereon. The electrically peelable pressure-sensitive adhesive layer contains the pressure-sensitive adhesive composition.
The shape of the pressure-sensitive adhesive product is not particularly limited, and is determined according to the shape of the conductive support. For example, when the conductive support is a foil, the product is an adhesive tape.
導電性支持体としては、例えば、アルミニウム、銅、銀、金等の金属、これら金属の合金、導電性金属酸化物（ＩＴＯ等）からなる箔（厚さ１００μｍ未満）や板（厚さ１００μｍ以上）等、これら金属又は合金が混合されるかコーティングされた繊維を含有した布、これら金属又は合金を含有した樹脂シート、これら金属、合金又は導電性金属酸化物からなる層を備えた樹脂板が挙げられる。 Examples of the conductive support include metals such as aluminum, copper, silver, and gold, alloys of these metals, foils (thickness less than 100 μm) and plates (thickness of 100 μm or more) made of conductive metal oxide (ITO, etc.) ) And the like, a cloth containing fibers mixed or coated with these metals or alloys, a resin sheet containing these metals or alloys, and a resin plate provided with a layer made of these metals, alloys or conductive metal oxides. Can be mentioned.
（剥離方法）
上記粘着製品は被着体に粘着させることができる。被着体は特に限定されないが、導電性を有していることが好ましい。
粘着製品の被着体からの剥離は、粘着製品を構成する電気剥離性粘着剤層に電圧を印加することにより行うことができる。例えば、導電性支持体と被着体に端子を接続し、端子間に電圧を印加する方法や、導電性支持体と電気剥離性粘着剤層に端子を接触させ、端子間に電圧を印加する方法等が挙げられる。
(Peeling method)
The adhesive product can be adhered to an adherend. The adherend is not particularly limited, but preferably has conductivity.
Peeling of the adhesive product from the adherend can be performed by applying a voltage to the electrically peelable pressure-sensitive adhesive layer constituting the adhesive product. For example, the terminal is connected to the conductive support and the adherend, and a voltage is applied between the terminals, or the terminal is brought into contact with the conductive support and the electro-releasable adhesive layer, and the voltage is applied between the terminals. Methods and the like.
印加される電圧は、剥離ができさえすれば特に限定されないが、１Ｖ以上であることが好ましい。電圧の上限は剥離の観点からは特に規定されないが、電圧印加装置や被着体への影響を考慮すると、２００Ｖであることが好ましい。印加時間は、例えば、１秒以上であることが好ましい。印加時間の上限は、剥離の観点からは特に規定されないが、被着体への影響を考慮すると、１０分間であることが好ましい。更に、剥離時の温度は、常温（約２５℃）でもよく、常温より低い温度や高い温度でもよい。剥離作業の容易性から、常温で行うことが好ましい。 The applied voltage is not particularly limited as long as it can be peeled off, but is preferably 1 V or more. The upper limit of the voltage is not particularly defined from the viewpoint of peeling, but is preferably 200 V in consideration of the influence on the voltage application device and the adherend. The application time is preferably, for example, 1 second or longer. The upper limit of the application time is not particularly defined from the viewpoint of peeling, but considering the influence on the adherend, it is preferably 10 minutes. Furthermore, the temperature at the time of peeling may be room temperature (about 25 ° C.), or may be lower or higher than room temperature. It is preferable to carry out at normal temperature from the ease of peeling work.
以下、実施例を用いて本発明を更に説明するが、本発明は、以下の実施例に限定されるものではない。
実施例１
（アクリル系ポリマーの調製）
ｎ−ブチルアクリレート（三菱化学社製）９１重量部、アクリル酸（三菱化学社製）８重量部、２−ヒドロキシエチルメタクリレート（日本触媒社製）１重量部とからなるモノマー混合物と、重合開始剤としてのアゾビスイソブチロニトリル（ＡＩＢＮ、純正化学社製）０．２重量部と、溶剤（酢酸エチル：トルエン（重量比）＝９：１）１８６重量部とを、窒素気流中、８５℃で５時間重合反応させてアクリル系粘着剤を得た。得られたアクリル系粘着剤は、樹脂分（アクリル系ポリマー：重量平均分子量約８０万）を３５重量％含み、７０００ｍＰａ・ｓの粘度を有していた。
EXAMPLES Hereinafter, although this invention is further demonstrated using an Example, this invention is not limited to a following example.
Example 1
(Preparation of acrylic polymer)
A monomer mixture composed of 91 parts by weight of n-butyl acrylate (manufactured by Mitsubishi Chemical), 8 parts by weight of acrylic acid (manufactured by Mitsubishi Chemical), and 1 part by weight of 2-hydroxyethyl methacrylate (manufactured by Nippon Shokubai Co., Ltd.), and a polymerization initiator Azobisisobutyronitrile (AIBN, manufactured by Junsei Chemical Co., Ltd.) 0.2 parts by weight and a solvent (ethyl acetate: toluene (weight ratio) = 9: 1) 186 parts by weight in a nitrogen stream at 85 ° C. Was subjected to a polymerization reaction for 5 hours to obtain an acrylic pressure-sensitive adhesive. The obtained acrylic pressure-sensitive adhesive contained 35% by weight of a resin component (acrylic polymer: weight average molecular weight of about 800,000), and had a viscosity of 7000 mPa · s.
（粘着剤組成物の調製）
上記アクリル系粘着剤１００重量部（アクリル系ポリマー３５重量部）に、イソシアネート系架橋剤としてのコロネートＬ−５５Ｅ（日本ポリウレタン社製）２．０重量部と、イオン性液体Ａ（１−ヘキシルピリジニウムビス（トリフルオロメタンスルホニル）イミド（関東化学社製）；イオン導電率１．８×１０-3Ｓ／ｃｍ）３．５重量部と、移動促進剤としてのポリエチレングリコール（ＰＥＧ、平均分子量４００、第一工業製薬社製）３．５重量部とを添加し、常温で１０分間攪拌し、脱泡することで粘着剤組成物を得た。
(Preparation of adhesive composition)
100 parts by weight of the acrylic pressure-sensitive adhesive (35 parts by weight of acrylic polymer), 2.0 parts by weight of Coronate L-55E (manufactured by Nippon Polyurethane Co., Ltd.) as an isocyanate-based crosslinking agent, and ionic liquid A (1-hexylpyridinium) Bis (trifluoromethanesulfonyl) imide (manufactured by Kanto Chemical Co., Inc.); 3.5 parts by weight of ionic conductivity 1.8 × 10 −3 S / cm) and polyethylene glycol (PEG, average molecular weight of 400, no. 3.5 parts by weight (manufactured by Ichi Kogyo Seiyaku Co., Ltd.) was added, stirred at room temperature for 10 minutes, and defoamed to obtain an adhesive composition.
（イオン導電率の測定）
イオン性液体のイオン導電率を次のようにして測定した。測定は、Ｓｏｌａｒｔｒｏｎ社製１２６０周波数応答アナライザを用い、ＡＣインピーダンス法によって行った。具体的には、二極式セル（東洋システム社製）を用いてイオン性液体をステンレスで挟み、テフロン（商標登録）製のスペーサーによって、一定の面積Ａ（０．０７ｃｍ2）と厚さＬ（０．０９ｃｍ）の円盤状に制御することでサンプルを得た。このサンプルに振幅が１０ｍＶの電圧を印加し、振幅を規定する周波数を１ＭＨｚ〜０．１Ｈｚへと変化させたときに得られるＣｏｌｅ−Ｃｏｌｅプロットを等価回路を用いてカーブフィットすることによりバルク抵抗（Ω）を求めた。サンプルの面積Ａ、サンプルの厚さＬ及びバルク抵抗Ｒｂを下記式に代入することで、イオン性液体のイオン導電率σを算出した。
（式）σ＝Ｌ／（Ｒｂ×Ａ）
（σ：イオン導電率、Ｒｂ：バルク抵抗、Ｌ：サンプルの厚さ（ｃｍ）、Ａ：サンプルの面積（ｃｍ2））
（電気剥離性粘着製品の調製）
上記粘着剤組成物を、シリコーン剥離剤をコーティングしたＰＥＴシート上に塗工し、得られた塗膜を１００℃で２分間乾燥させることで、厚さ４０μｍの電気剥離性粘着剤層を得た後、導電性支持体としてのアルミニウム基材（１００μｍ）に電気剥離性粘着剤層を貼り合わせた。その後、４０℃で３日間養生させることで、粘着テープとしての電気剥離性粘着製品を得た。得られた電気剥離性粘着製品を下記評価に付した。結果を表１に示す。
(Measurement of ionic conductivity)
The ionic conductivity of the ionic liquid was measured as follows. The measurement was performed by the AC impedance method using a Solartron 1260 frequency response analyzer. Specifically, an ionic liquid is sandwiched between stainless steel using a bipolar cell (manufactured by Toyo System Co., Ltd.), and a certain area A (0.07 cm 2 ) and thickness L are measured by a Teflon (registered trademark) spacer. A sample was obtained by controlling to a disk shape of (0.09 cm). By applying a voltage of 10 mV to this sample and changing the frequency defining the amplitude from 1 MHz to 0.1 Hz, curve fitting of the Cole-Cole plot obtained using an equivalent circuit allows bulk resistance ( Ω). The ionic conductivity σ of the ionic liquid was calculated by substituting the sample area A, the sample thickness L, and the bulk resistance Rb into the following equation.
(Formula) σ = L / (Rb × A)
(Σ: ionic conductivity, Rb: bulk resistance, L: sample thickness (cm), A: sample area (cm 2 ))
(Preparation of electro-releasable adhesive products)
The pressure-sensitive adhesive composition was applied onto a PET sheet coated with a silicone release agent, and the resulting coating film was dried at 100 ° C. for 2 minutes to obtain an electro-releasable pressure-sensitive adhesive layer having a thickness of 40 μm. Thereafter, an electro-releasable pressure-sensitive adhesive layer was bonded to an aluminum substrate (100 μm) as a conductive support. Then, the electrically peelable adhesive product as an adhesive tape was obtained by making it age at 40 degreeC for 3 days. The obtained electrically peelable adhesive product was subjected to the following evaluation. The results are shown in Table 1.
（電気剥離性粘着製品の評価）
（１）粘着力の測定
得られた粘着テープを幅２５ｍｍ、長さ２５０ｍｍにカットして試料片を得た。研磨したステンレス板（被着体）に試料片を置き、２ｋｇのゴムローラを用いて３００ｍｍ／分の速度で試料片の長さ方向に１往復させることで、試料片を圧着して評価サンプルを得た。圧着３０分後、ＪＩＳ Ｚ−０２３７に準拠して、島津製作所社製オートグラフＡＧＳ−Ｈを用いて、引張速度３００ｍｍ／分で１８０°の角度に剥がす（１８０°ピールする）のに要した力（粘着力：Ｎ／２５ｍｍ）を測定した。
(Evaluation of electrical peelable adhesive products)
(1) Measurement of adhesive strength The obtained adhesive tape was cut into a width of 25 mm and a length of 250 mm to obtain a sample piece. Place the sample piece on a polished stainless steel plate (adhered body), and reciprocate once in the length direction of the sample piece at a speed of 300 mm / min using a 2 kg rubber roller to obtain an evaluation sample by pressing the sample piece. It was. 30 minutes after pressure bonding, in accordance with JIS Z-0237, the force required for peeling (180 ° peel) at an angle of 180 ° at a tensile speed of 300 mm / min using an autograph AGS-H manufactured by Shimadzu Corporation (Adhesive strength: N / 25 mm) was measured.
上記と同様に用意した試料サンプルの圧着３０分後、図１（ａ）及び（ｂ）に示すように評価サンプルの導電性支持体と被着体に電極を取り付け、１００Ｖの電圧を３分間印加した。印加後、上記と同様にして１８０°ピールするのに要した力を測定した。
図１（ａ）及び（ｂ）は電圧印加方法の概略説明図であり、図１（ａ）は平面図、図１（ｂ）は断面図である。図中、１は導電性支持体、２は電気剥離性粘着剤層、３は被着体、４は直流電源を意味する。
After 30 minutes of pressure bonding of the sample sample prepared in the same manner as above, as shown in FIGS. 1A and 1B, electrodes are attached to the conductive support and adherend of the evaluation sample, and a voltage of 100 V is applied for 3 minutes. did. After application, the force required to peel 180 ° was measured in the same manner as described above.
1A and 1B are schematic explanatory views of a voltage application method, in which FIG. 1A is a plan view and FIG. 1B is a cross-sectional view. In the figure, 1 is a conductive support, 2 is an electro-releasable pressure-sensitive adhesive layer, 3 is an adherend, and 4 is a DC power source.
（２）剥離形態の評価
剥離後の電気剥離性粘着剤層を観察し、粘着剤層が被着体と導電性支持体の両方に存在する場合を「凝集破壊」とし、被着体側に存在せず、導電性支持体側にのみ存在する場合を「界面剥離」とした。
(2) Evaluation of peeling mode When the peelable adhesive layer is observed and the pressure-sensitive adhesive layer is present on both the adherend and the conductive support, it is called “cohesive failure” and is present on the adherend side. The case where it was present only on the conductive support side was defined as “interfacial peeling”.
（３）電気剥離性の評価
電気剥離性は、電圧印加後の粘着力の低下度合いにより評価した。電圧印加前の粘着力に対する電圧印加後の粘着力の割合（％）を粘着力の維持率として算出する。維持率が１０％以下の場合を電圧の印加による剥離が容易であるとして◎とし、１０％より大きく５０％以下の場合を剥離が可能であるとして○とし、５０％より大きい場合を剥離が困難であるとして×とした。
(3) Evaluation of electrical peelability The electrical peelability was evaluated by the degree of decrease in adhesive strength after voltage application. The ratio (%) of the adhesive strength after voltage application to the adhesive strength before voltage application is calculated as the adhesive strength maintenance rate. When the retention rate is 10% or less, ◎ is assumed that peeling is easy due to the application of voltage, and when it is larger than 10% and 50% or less is marked as ◯, peeling is difficult when it is larger than 50%. X.
実施例２〜８及び比較例１〜８
イオン性液体の種類及びその使用量、移動促進剤の種類及びその使用量、電気剥離性粘着層の厚さを表１に示すように変更すること以外は、実施例１と同様にして電気剥離性粘着製品を得た（表１中、使用量は、アクリル系ポリマー１００重量部に対する量に換算されている）。得られた電気剥離性粘着製品を実施例１と同様にして評価した。結果を表１に示す。
Examples 2-8 and Comparative Examples 1-8
Exfoliation was carried out in the same manner as in Example 1 except that the type and amount of ionic liquid used, the type and amount of migration accelerator used, and the thickness of the electro-releasable adhesive layer were changed as shown in Table 1. The adhesive product was obtained (in Table 1, the amount used is converted to the amount based on 100 parts by weight of the acrylic polymer). The obtained electrically peelable adhesive product was evaluated in the same manner as in Example 1. The results are shown in Table 1.
なお、表１中、イオン性液体Ｂは、Ｎ−ブチル−Ｎ−メチルピロリジニウムビス（トリフルオロメタンスルホニル）イミド（関東化学社製）（イオン導電率２．２×１０-3Ｓ／ｃｍ）を、イオン性液体Ｃは１−エチル−３−メチルイミダゾリウムテトラフルオロボレート（関東化学社製）（イオン導電率１．４×１０-2Ｓ／ｃｍ）を、移動促進剤としてのＰＰＧはポリプロピレングリコール（平均分子量４０００、三洋化成工業社製）を、アジピン酸ジアルキルは炭素数７〜９のアルキル基を有するエステルの混合物（ジェイプラス社製）を、それぞれ意味する。 In Table 1, ionic liquid B is N-butyl-N-methylpyrrolidinium bis (trifluoromethanesulfonyl) imide (manufactured by Kanto Chemical Co., Inc.) (ionic conductivity 2.2 × 10 −3 S / cm). Ionic liquid C is 1-ethyl-3-methylimidazolium tetrafluoroborate (manufactured by Kanto Chemical Co., Inc.) (ionic conductivity 1.4 × 10 −2 S / cm), and PPG as a migration accelerator is polypropylene Glycol (average molecular weight 4000, manufactured by Sanyo Chemical Industries), dialkyl adipate means a mixture of esters having an alkyl group having 7 to 9 carbon atoms (manufactured by JPLUS).
表１から、ＰＥＧを添加しない比較例１〜６及びＰＥＧ以外の移動促進剤使用した比較例７と８は、いずれも電圧印加により粘着力が十分低下しなかった。これに対して、実施例では電圧印加による粘着力の低下が顕著に見られた。
実施例１〜６から、イオン性液体の使用量及びＰＥＧの使用量を変化させても、電圧印加による粘着力の低下が見られた。
実施例７及び８から、イオン性液体の種類を変えても、電圧印加による粘着力の低下が見られた。
From Table 1, in Comparative Examples 1 to 6 in which PEG was not added and Comparative Examples 7 and 8 in which a migration accelerator other than PEG was used, the adhesive strength was not sufficiently lowered by voltage application. On the other hand, in the examples, a decrease in adhesive strength due to voltage application was noticeable.
From Examples 1-6, even if the usage-amount of the ionic liquid and the usage-amount of PEG were changed, the adhesive force fall by voltage application was seen.
From Examples 7 and 8, even when the type of the ionic liquid was changed, a decrease in the adhesive strength due to voltage application was observed.
実施例９
比較例１、実施例４及び５の電気剥離性粘着製品から評価サンプルを４個採取し、それぞれの評価サンプルに、１００Ｖの電圧を、３秒間、１０秒間、１分間及び３分間印加後の粘着力を測定した。測定法は実施例１と同様とした。得られた結果を表２に示す。
Example 9
Four evaluation samples were collected from the electro-releasable adhesive products of Comparative Example 1, Example 4 and 5, and a voltage of 100 V was applied to each evaluation sample for 3 seconds, 10 seconds, 1 minute, and 3 minutes. The force was measured. The measurement method was the same as in Example 1. The obtained results are shown in Table 2.
表２の結果を図２にプロットした。
表２及び図２から、実施例の電気剥離性粘着製品は、いずれも短時間で粘着力が著しく低下していることがわかる。
The results of Table 2 are plotted in FIG.
From Table 2 and FIG. 2, it can be seen that the adhesive strength of the examples of the electro-peelable adhesive products of Examples is significantly reduced in a short time.
実施例１０
比較例１、実施例４及び５の電気剥離性粘着製品から評価サンプルを４個採取し、それぞれの評価サンプルに、５Ｖ、１０Ｖ、５０Ｖ及び１００Ｖの電圧を３分間印加後の粘着力を測定した。測定法は実施例１と同様とした。得られた結果を表３に示す。
Example 10
Four evaluation samples were collected from the electrically peelable adhesive products of Comparative Example 1, Examples 4 and 5, and the adhesive strength after applying 5V, 10V, 50V and 100V voltages for 3 minutes to each evaluation sample was measured. . The measurement method was the same as in Example 1. The obtained results are shown in Table 3.
表３の結果を図３にプロットした。
表３及び図３から、実施例の電気剥離性粘着製品は、いずれも低電圧で粘着力が著しく低下していることがわかる。
The results of Table 3 are plotted in FIG.
From Table 3 and FIG. 3, it can be seen that the adhesive peelable products of the examples all have a significantly reduced adhesive strength at a low voltage.
１ 導電性支持体、２ 電気剥離性粘着剤層、３ 被着体、４ 直流電源
DESCRIPTION OF SYMBOLS 1
Claims (7)
で表されるカチオンと、
Ｂｒ-、ＡｌＣｌ4 -、Ａｌ2Ｃｌ7 -、ＮＯ3 -、ＢＦ4 -、ＰＦ6 -、ＣＨ3ＣＯＯ-、ＣＦ3ＣＯＯ-、ＣＦ3ＳＯ3 -、（ＣＦ3ＳＯ2）2Ｎ-、（ＣＦ3ＳＯ2）3Ｃ-、ＡｓＦ6 -、ＳｂＦ6 -、Ｆ（ＨＦ）n -、ＣＦ3（ＣＦ2）3ＳＯ3 -、（ＣＦ3ＣＦ2ＳＯ2）2Ｎ-及びＣＦ3ＣＦ2ＣＦ2ＣＯＯ-から選択されるアニオンとの塩である請求項１〜３のいずれか１つに記載の電気剥離性粘着剤組成物。 The ionic liquid is represented by the following formula:
A cation represented by
Br − , AlCl 4 − , Al 2 Cl 7 − , NO 3 − , BF 4 − , PF 6 − , CH 3 COO − , CF 3 COO − , CF 3 SO 3 − , (CF 3 SO 2 ) 2 N − , (CF 3 SO 2 ) 3 C − , AsF 6 − , SbF 6 − , F (HF) n − , CF 3 (CF 2 ) 3 SO 3 − , (CF 3 CF 2 SO 2 ) 2 N − and CF 3 CF 2 CF 2 COO - salts with anion selected from electrically-peelable pressure-sensitive adhesive composition according to any one of claims 1 to 3.
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Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003007133A (en) * | 2001-06-22 | 2003-01-10 | Nippon Kodoshi Corp | High ion-conducting solid electrolyte and electrochemical system using it |
| JP2003504504A (en) * | 1999-07-14 | 2003-02-04 | イーアイシー ラボラトリーズ インコーポレーティッド | Electrically decoupled substances |
| JP2003138240A (en) * | 2001-10-16 | 2003-05-14 | Three M Innovative Properties Co | Conductive adhesive composition for bioelectrode, its production method, and bioelectrode |
| JP2004091499A (en) * | 2002-08-29 | 2004-03-25 | Soken Chem & Eng Co Ltd | Pressure-sensitive adhesive composition for optical member and pressure-sensitive adhesive sheet for optical member using the same pressure-sensitive adhesive composition |
| JP2004224873A (en) * | 2003-01-22 | 2004-08-12 | Nippon Carbide Ind Co Inc | Pressure-sensitive adhesive composition for polarizing film |
| JP2006219526A (en) * | 2005-02-08 | 2006-08-24 | Nitto Denko Corp | Adhesive composition for optical members, adhesive layer for optical member and production method thereof, optical member with adhesive, and image display |
| WO2007018239A1 (en) * | 2005-08-09 | 2007-02-15 | The Yokohama Rubber Co., Ltd. | Electropeeling composition, and making use of the same, adhesive and electropeeling multilayer adhesive |
| JP2007056155A (en) * | 2005-08-25 | 2007-03-08 | Toyota Motor Corp | Ion conductive material, solid polymer electrolyte membrane, and fuel battery |
-
2008
- 2008-07-31 JP JP2008198063A patent/JP5210078B2/en active Active
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003504504A (en) * | 1999-07-14 | 2003-02-04 | イーアイシー ラボラトリーズ インコーポレーティッド | Electrically decoupled substances |
| JP2003007133A (en) * | 2001-06-22 | 2003-01-10 | Nippon Kodoshi Corp | High ion-conducting solid electrolyte and electrochemical system using it |
| JP2003138240A (en) * | 2001-10-16 | 2003-05-14 | Three M Innovative Properties Co | Conductive adhesive composition for bioelectrode, its production method, and bioelectrode |
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