JP6708982B2 - 接着剤組成物 - Google Patents
接着剤組成物 Download PDFInfo
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- JP6708982B2 JP6708982B2 JP2017527402A JP2017527402A JP6708982B2 JP 6708982 B2 JP6708982 B2 JP 6708982B2 JP 2017527402 A JP2017527402 A JP 2017527402A JP 2017527402 A JP2017527402 A JP 2017527402A JP 6708982 B2 JP6708982 B2 JP 6708982B2
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- 230000001070 adhesive effect Effects 0.000 title claims description 94
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- 239000000178 monomer Substances 0.000 claims description 51
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- 239000000806 elastomer Substances 0.000 claims description 29
- 150000003839 salts Chemical class 0.000 claims description 25
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- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 20
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 18
- 150000001768 cations Chemical class 0.000 claims description 18
- 239000003377 acid catalyst Substances 0.000 claims description 17
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- 125000003545 alkoxy group Chemical group 0.000 description 5
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- 238000011156 evaluation Methods 0.000 description 5
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- 229920000233 poly(alkylene oxides) Polymers 0.000 description 5
- 230000000379 polymerizing effect Effects 0.000 description 5
- WQGWDDDVZFFDIG-UHFFFAOYSA-N trihydroxybenzene Natural products OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 5
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- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
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- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 4
- 239000004793 Polystyrene Substances 0.000 description 4
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 4
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 4
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 229920002223 polystyrene Polymers 0.000 description 4
- DADKKHHMGSWSPH-UHFFFAOYSA-N 1-butyl-3-methylpyridin-1-ium Chemical compound CCCC[N+]1=CC=CC(C)=C1 DADKKHHMGSWSPH-UHFFFAOYSA-N 0.000 description 3
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- 230000002411 adverse Effects 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
- 125000003118 aryl group Chemical group 0.000 description 3
- QSRFYFHZPSGRQX-UHFFFAOYSA-N benzyl(tributyl)azanium Chemical compound CCCC[N+](CCCC)(CCCC)CC1=CC=CC=C1 QSRFYFHZPSGRQX-UHFFFAOYSA-N 0.000 description 3
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 3
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 150000003949 imides Chemical class 0.000 description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
- 239000011976 maleic acid Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- ZUZLIXGTXQBUDC-UHFFFAOYSA-N methyltrioctylammonium Chemical compound CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC ZUZLIXGTXQBUDC-UHFFFAOYSA-N 0.000 description 3
- XKBGEWXEAPTVCK-UHFFFAOYSA-M methyltrioctylammonium chloride Chemical compound [Cl-].CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC XKBGEWXEAPTVCK-UHFFFAOYSA-M 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
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- 239000003381 stabilizer Substances 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 description 3
- 239000002562 thickening agent Substances 0.000 description 3
- NVHSSCNZSOYDCO-UHFFFAOYSA-N 1,3-dimethyl-2-pentylimidazol-1-ium Chemical compound CCCCCC=1N(C)C=C[N+]=1C NVHSSCNZSOYDCO-UHFFFAOYSA-N 0.000 description 2
- IJDNIXNJORNVTA-UHFFFAOYSA-N 1,3-dimethyl-2-propylimidazol-1-ium Chemical compound CCCC=1N(C)C=C[N+]=1C IJDNIXNJORNVTA-UHFFFAOYSA-N 0.000 description 2
- UVCPHBWNKAXVPC-UHFFFAOYSA-N 1-butyl-1-methylpiperidin-1-ium Chemical compound CCCC[N+]1(C)CCCCC1 UVCPHBWNKAXVPC-UHFFFAOYSA-N 0.000 description 2
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- REACWASHYHDPSQ-UHFFFAOYSA-N 1-butylpyridin-1-ium Chemical compound CCCC[N+]1=CC=CC=C1 REACWASHYHDPSQ-UHFFFAOYSA-N 0.000 description 2
- NIHOUJYFWMURBG-UHFFFAOYSA-N 1-ethyl-1-methylpyrrolidin-1-ium Chemical compound CC[N+]1(C)CCCC1 NIHOUJYFWMURBG-UHFFFAOYSA-N 0.000 description 2
- WQJAOAVHWUDVMV-UHFFFAOYSA-N 1-ethyl-1-propylpiperidin-1-ium Chemical compound CCC[N+]1(CC)CCCCC1 WQJAOAVHWUDVMV-UHFFFAOYSA-N 0.000 description 2
- QNXMTMCQDZQADU-UHFFFAOYSA-N 1-ethyl-1-propylpyrrolidin-1-ium Chemical compound CCC[N+]1(CC)CCCC1 QNXMTMCQDZQADU-UHFFFAOYSA-N 0.000 description 2
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- UADWUILHKRXHMM-UHFFFAOYSA-N 2-ethylhexyl benzoate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1 UADWUILHKRXHMM-UHFFFAOYSA-N 0.000 description 2
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- CQBZHSCDPNAGLN-UHFFFAOYSA-N 2-heptyl-1,3-dimethylimidazol-1-ium Chemical compound CCCCCCCC=1N(C)C=C[N+]=1C CQBZHSCDPNAGLN-UHFFFAOYSA-N 0.000 description 2
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- QZCLKYGREBVARF-UHFFFAOYSA-N Acetyl tributyl citrate Chemical compound CCCCOC(=O)CC(C(=O)OCCCC)(OC(C)=O)CC(=O)OCCCC QZCLKYGREBVARF-UHFFFAOYSA-N 0.000 description 2
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- XTPRURKTXNFVQT-UHFFFAOYSA-N hexyl(trimethyl)azanium Chemical compound CCCCCC[N+](C)(C)C XTPRURKTXNFVQT-UHFFFAOYSA-N 0.000 description 2
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- 229940098779 methanesulfonic acid Drugs 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000005055 methyl trichlorosilane Substances 0.000 description 2
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- 238000002715 modification method Methods 0.000 description 2
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- QQVIHTHCMHWDBS-UHFFFAOYSA-L isophthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC(C([O-])=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-L 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
- 238000005259 measurement Methods 0.000 description 1
- NNCAWEWCFVZOGF-UHFFFAOYSA-N mepiquat Chemical compound C[N+]1(C)CCCCC1 NNCAWEWCFVZOGF-UHFFFAOYSA-N 0.000 description 1
- JBXYCUKPDAAYAS-UHFFFAOYSA-N methanol;trifluoroborane Chemical compound OC.FB(F)F JBXYCUKPDAAYAS-UHFFFAOYSA-N 0.000 description 1
- ARYZCSRUUPFYMY-UHFFFAOYSA-N methoxysilane Chemical compound CO[SiH3] ARYZCSRUUPFYMY-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- VFOJFWOVDZGATC-UHFFFAOYSA-N methyl(tripropyl)azanium Chemical compound CCC[N+](C)(CCC)CCC VFOJFWOVDZGATC-UHFFFAOYSA-N 0.000 description 1
- COYQOLYIVUYLFQ-UHFFFAOYSA-N methyl-di(propan-2-yl)-propylazanium Chemical compound CCC[N+](C)(C(C)C)C(C)C COYQOLYIVUYLFQ-UHFFFAOYSA-N 0.000 description 1
- CNALFBRJGWDPSA-UHFFFAOYSA-N methyl-propan-2-yl-dipropylazanium Chemical compound CCC[N+](C)(C(C)C)CCC CNALFBRJGWDPSA-UHFFFAOYSA-N 0.000 description 1
- NAYLGVYVQMVNFY-UHFFFAOYSA-N methyl-tri(propan-2-yl)azanium Chemical compound CC(C)[N+](C)(C(C)C)C(C)C NAYLGVYVQMVNFY-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
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- YNAVUWVOSKDBBP-UHFFFAOYSA-O morpholinium Chemical compound [H+].C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-O 0.000 description 1
- GKTNLYAAZKKMTQ-UHFFFAOYSA-N n-[bis(dimethylamino)phosphinimyl]-n-methylmethanamine Chemical compound CN(C)P(=N)(N(C)C)N(C)C GKTNLYAAZKKMTQ-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 125000003136 n-heptyl 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])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000002560 nitrile group Chemical group 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- NZIDBRBFGPQCRY-UHFFFAOYSA-N octyl 2-methylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C)=C NZIDBRBFGPQCRY-UHFFFAOYSA-N 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 239000013500 performance material Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical group [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- 125000004437 phosphorous atom Chemical group 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 238000003918 potentiometric titration Methods 0.000 description 1
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- OCCVWHAPANVXNU-UHFFFAOYSA-N propan-2-yl(tripropyl)azanium Chemical compound CCC[N+](CCC)(CCC)C(C)C OCCVWHAPANVXNU-UHFFFAOYSA-N 0.000 description 1
- 125000006233 propoxy propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])OC([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000006225 propoxyethyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- 125000005767 propoxymethyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])[#8]C([H])([H])* 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
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 239000005049 silicon tetrachloride Substances 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])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])[H] 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- TXDNPSYEJHXKMK-UHFFFAOYSA-N sulfanylsilane Chemical class S[SiH3] TXDNPSYEJHXKMK-UHFFFAOYSA-N 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- PZTAGFCBNDBBFZ-UHFFFAOYSA-N tert-butyl 2-(hydroxymethyl)piperidine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCCCC1CO PZTAGFCBNDBBFZ-UHFFFAOYSA-N 0.000 description 1
- KLIUHARZXKNLFV-UHFFFAOYSA-N tert-butyl(triethyl)azanium Chemical compound CC[N+](CC)(CC)C(C)(C)C KLIUHARZXKNLFV-UHFFFAOYSA-N 0.000 description 1
- SPJZSTLXABSXII-UHFFFAOYSA-N tert-butyl(trimethyl)azanium Chemical compound CC(C)(C)[N+](C)(C)C SPJZSTLXABSXII-UHFFFAOYSA-N 0.000 description 1
- FHELAZMFNUMSEI-UHFFFAOYSA-N tert-butyl-dimethyl-(2-methylpropyl)azanium Chemical compound CC(C)C[N+](C)(C)C(C)(C)C FHELAZMFNUMSEI-UHFFFAOYSA-N 0.000 description 1
- XMPRLBUMOCTEHU-UHFFFAOYSA-N tert-butyl-ethyl-dimethylazanium Chemical compound CC[N+](C)(C)C(C)(C)C XMPRLBUMOCTEHU-UHFFFAOYSA-N 0.000 description 1
- XAMMKFSEEQGBIC-UHFFFAOYSA-N tetra(propan-2-yl)azanium Chemical compound CC(C)[N+](C(C)C)(C(C)C)C(C)C XAMMKFSEEQGBIC-UHFFFAOYSA-N 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- BXYHVFRRNNWPMB-UHFFFAOYSA-N tetramethylphosphanium Chemical compound C[P+](C)(C)C BXYHVFRRNNWPMB-UHFFFAOYSA-N 0.000 description 1
- 238000005382 thermal cycling Methods 0.000 description 1
- 229920002725 thermoplastic elastomer Polymers 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 125000005425 toluyl group Chemical group 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- QNUAQGIIURYMJX-UHFFFAOYSA-N tri(propan-2-yl)-propylazanium Chemical compound CCC[N+](C(C)C)(C(C)C)C(C)C QNUAQGIIURYMJX-UHFFFAOYSA-N 0.000 description 1
- WEAPVABOECTMGR-UHFFFAOYSA-N triethyl 2-acetyloxypropane-1,2,3-tricarboxylate Chemical compound CCOC(=O)CC(C(=O)OCC)(OC(C)=O)CC(=O)OCC WEAPVABOECTMGR-UHFFFAOYSA-N 0.000 description 1
- DLJBCWLKMQZRFN-UHFFFAOYSA-N triethyl(2-methylpropyl)azanium Chemical compound CC[N+](CC)(CC)CC(C)C DLJBCWLKMQZRFN-UHFFFAOYSA-N 0.000 description 1
- SEACXNRNJAXIBM-UHFFFAOYSA-N triethyl(methyl)azanium Chemical compound CC[N+](C)(CC)CC SEACXNRNJAXIBM-UHFFFAOYSA-N 0.000 description 1
- NFRBUOMQJKUACC-UHFFFAOYSA-N triethyl(pentyl)azanium Chemical compound CCCCC[N+](CC)(CC)CC NFRBUOMQJKUACC-UHFFFAOYSA-N 0.000 description 1
- XPLXACTVVUDCNQ-UHFFFAOYSA-N triethyl(propan-2-yl)azanium Chemical compound CC[N+](CC)(CC)C(C)C XPLXACTVVUDCNQ-UHFFFAOYSA-N 0.000 description 1
- WGYXSYLSCVXFDU-UHFFFAOYSA-N triethyl(propyl)azanium Chemical compound CCC[N+](CC)(CC)CC WGYXSYLSCVXFDU-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- COOSQAXLLKTSQO-UHFFFAOYSA-N trimethyl(2-methylpropyl)azanium Chemical compound CC(C)C[N+](C)(C)C COOSQAXLLKTSQO-UHFFFAOYSA-N 0.000 description 1
- ZVFDPYZBJGKPII-UHFFFAOYSA-N trimethyl(nonyl)azanium Chemical compound CCCCCCCCC[N+](C)(C)C ZVFDPYZBJGKPII-UHFFFAOYSA-N 0.000 description 1
- ACZOGADOAZWANS-UHFFFAOYSA-N trimethyl(pentyl)azanium Chemical compound CCCCC[N+](C)(C)C ACZOGADOAZWANS-UHFFFAOYSA-N 0.000 description 1
- BMTHNVMASXVELE-UHFFFAOYSA-N trimethyl(propan-2-yl)azanium Chemical compound CC(C)[N+](C)(C)C BMTHNVMASXVELE-UHFFFAOYSA-N 0.000 description 1
- QDUATGYYXKDLEI-UHFFFAOYSA-N trimethyl(undecyl)azanium Chemical compound CCCCCCCCCCC[N+](C)(C)C QDUATGYYXKDLEI-UHFFFAOYSA-N 0.000 description 1
- ZNEOHLHCKGUAEB-UHFFFAOYSA-N trimethylphenylammonium Chemical compound C[N+](C)(C)C1=CC=CC=C1 ZNEOHLHCKGUAEB-UHFFFAOYSA-N 0.000 description 1
- NRZWQKGABZFFKE-UHFFFAOYSA-N trimethylsulfonium Chemical compound C[S+](C)C NRZWQKGABZFFKE-UHFFFAOYSA-N 0.000 description 1
- WLOQLWBIJZDHET-UHFFFAOYSA-N triphenylsulfonium Chemical compound C1=CC=CC=C1[S+](C=1C=CC=CC=1)C1=CC=CC=C1 WLOQLWBIJZDHET-UHFFFAOYSA-N 0.000 description 1
- 239000012953 triphenylsulfonium Substances 0.000 description 1
- OOLZXLYYPCOPQZ-UHFFFAOYSA-N tripropylsulfanium Chemical compound CCC[S+](CCC)CCC OOLZXLYYPCOPQZ-UHFFFAOYSA-N 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 239000003643 water by type Substances 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
- 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
- C09J167/00—Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
-
- 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
- C09J169/00—Adhesives based on polycarbonates; Adhesives based on derivatives of polycarbonates
-
- 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
- C09J171/00—Adhesives based on polyethers obtained by reactions forming an ether link in the main chain; Adhesives based on derivatives of such polymers
- C09J171/02—Polyalkylene oxides
-
- 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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
-
- 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
- C09J201/00—Adhesives based on unspecified macromolecular compounds
-
- 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
- C09J201/00—Adhesives based on unspecified macromolecular compounds
- C09J201/02—Adhesives based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
- C09J201/10—Adhesives based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups containing hydrolysable silane groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Adhesives Or Adhesive Processes (AREA)
Description
従来、このような問題点を改良するため、種々の可塑剤及びエラストマー等を配合する改質方法が提案されている(例えば、特許文献1、2及び3)。また、難溶性のゴムやエラストマー粒子を配合する方法も提案されている(例えば、特許文献4)。更に、2−シアノアクリル酸エステルと常温湿気硬化型接着剤との2種類の接着剤を使用して、短時間で被着体の仮止めを達成するとともに、一定時間経過後に十分な接着強さが得られるようにした接着方法も開示されている(例えば、特許文献5)。
一方、当該接着剤の耐水性を改善するため、2−シアノアクリル酸エステルにモノシラン化合物やビスシラン化合物を配合することが知られている(例えば、特許文献6)。
(a)2−シアノアクリル酸エステルと、(b)加水分解性シリル基を有する重合体と、(c)エラストマーと、(d)酸触媒と、(e)下記一般式(1)で表されるオニウム塩とを含有し、前記(a)成分を100質量部とした場合に、前記(b)成分の含有量は5〜200質量部、前記(c)成分の含有量は5〜50質量部、前記(d)成分の含有量は0.0005〜0.5質量部、前記(e)成分の含有量は0.001〜5質量部であることを特徴とする接着剤組成物を提供する。
C+A− (1)
[式(1)において、C+はオニウムカチオンであり、A−はビス(フルオロスルホニル)イミドアニオンである]
本発明の好ましい態様によれば、上記(b)加水分解性シリル基を有する重合体は、オキシアルキレン系重合体、ビニル系重合体、ポリエステル系重合体、ポリウレタン系重合体、及びポリカーボネート系重合体からなる群より選択される少なくとも1種の重合体である。
本発明の別の好ましい態様によれば、上記(b)加水分解性シリル基を有する重合体の数平均分子量は、500〜50000である。
本発明の更に別の好ましい態様によれば、上記(c)エラストマーは、2−シアノアクリル酸エステルに難溶性の重合体となり得る単量体、及び、2−シアノアクリル酸エステルに可溶性の重合体となり得る単量体を用いてなる共重合体である。
本発明の更に別の好ましい態様によれば、上記(c)エラストマーは、2−シアノアクリル酸エステルに難溶性の重合体となり得る単量体、2−シアノアクリル酸エステルに可溶性の重合体となり得る単量体、及びカルボキシ基含有単量体とを用いてなる共重合体である。
本発明の更に別の好ましい態様によれば、上記2−シアノアクリル酸エステルに難溶性の重合体となり得る単量体は、エチレン、プロピレン、イソプレン及びブタジエンのうちの少なくとも1種であり、2−シアノアクリル酸エステルに可溶性の重合体となり得る単量体は、アクリル酸エステル及びメタクリル酸エステルのうちの少なくとも一方である。
本発明の更に別の好ましい態様によれば、上記(d)酸触媒は、25℃におけるpKaが4以下の酸である。
本発明の更に別の好ましい態様によれば、上記(d)酸触媒は、スルホン酸、リン酸、リン酸モノエステル、リン酸ジエステル、亜リン酸、及び亜リン酸エステルからなる群より選択される少なくとも1種の酸である。
本発明の更に別の好ましい態様によれば、上記(e)オニウム塩のカチオンは、第四級アンモニウムカチオン、イミダゾリウムカチオン、ピリジニウムカチオン、及び第三級スルホニウムカチオンからなる群より選択される少なくとも1種のオニウムカチオンである。
本発明の接着剤組成物は、(a)2−シアノアクリル酸エステル、(b)加水分解性シリル基を有する重合体、(c)エラストマー、(d)酸触媒、及び(e)下記一般式(1)で表されるオニウム塩を特定量含有する接着剤組成物である。
C+A− (1)
[式(1)において、C+はオニウムカチオンであり、A−はビス(フルオロスルホニル)イミドアニオンである]
[式(2)において、R1は、それぞれ、独立に、炭化水素基であり、Xは、それぞれ、独立に、ハロゲン原子、水素原子、ヒドロキシ基、アルコキシ基、アシルオキシ基、ケトキシメート基、アミド基、酸アミド基、メルカプト基、アルケニルオキシ基及びアミノオキシ基より選ばれる反応性基であり、nは、0、1又は2である。]
−O−R2− (3)
[式(3)において、R2は、2価の炭化水素基である。]
なお、本発明における平均分子量は、ゲルパーミエーションクロマトグラフィー(以下「GPC」と略す)で測定した値である。GPC測定の際には、テトラヒドロフランを移動相として、ポリスチレンゲルカラムを使用し、分子量の値はポリスチレン換算値で求めた。
各々のセグメントの割合は、プロトン核磁気共鳴分光法(以下「1H−NMR」と表記する)測定によるプロトンの積分値に基づいて算出することができる。
カルボキシ基含有セグメントの割合は、JIS K0070に準じ、電位差滴定法又は指示薬滴定法に基づいて測定することができる。
C+A− (1)
[式(1)において、C+はオニウムカチオンであり、A−はビス(フルオロスルホニル)イミドアニオンである]
[式(4)において、R3〜R6は、それぞれ独立して、アルキル基、シクロアルキル基、アリール基、アラルキル基、アルケニル基及びアルキニル基からなる群より選ばれた基であり、上記基は置換基で置換されていてもよく;あるいは、R3〜R6の一部又は全部が、Aで示される原子と一緒になって、非置換又は置換の3〜10員環(ここで、該環はO、S等のヘテロ原子を含んでいてもよい)を形成し、該環の形成に関与していないR3〜R6は、前記で定義したとおりである;そしてAは、窒素原子又はリン原子を表す。なお、上記置換のアルキル基の具体例としては、例えば、アルコキシ基及びアルカノイル基が挙げられる。上記アルキル基の炭素数は1〜20が好ましく、1〜16がより好ましい。また、R3〜R6の一部が環を形成する場合、通常、R3〜R6のうちの2または3つが環を形成する。R3〜R6の2つが環を形成する式(2)化合物の具体例としては、ピペリジニウムカチオン、モルホリニウムカチオン、ピロリジニウムカチオンなどが挙げられる。]
[式(5)において、R7〜R9は、それぞれ独立して、アルキル基、シクロアルキル基、アリール基、アラルキル基、アルケニル基及びアルキニル基からなる群より選ばれた基であり、上記基は置換基で置換されていてもよく;あるいは、R7〜R9の一部又は全部が、硫黄原子と一緒になって、非置換又は置換の3〜10員環(ここで、該環はO、S等のヘテロ原子を含んでいてもよい)を形成し、該環の形成に関与していないR7〜R9は、前記で定義したとおりである。なお、上記置換のアルキル基の具体例としては、例えば、アルコキシ基及びアルカノイル基が挙げられる。上記アルキル基の炭素数は1〜20が好ましく、1〜16がより好ましい。]
この可塑剤としては、アセチルクエン酸トリエチル、アセチルクエン酸トリブチル、アジピン酸ジメチル、アジピン酸ジエチル、セバシン酸ジメチル、フタル酸ジメチル、フタル酸ジエチル、フタル酸ジブチル、フタル酸ジイソデシル、フタル酸ジヘキシル、フタル酸ジヘプチル、フタル酸ジオクチル、フタル酸ビス(2−エチルヘキシル)、フタル酸ジイソノニル、フタル酸ジイソトリデシル、フタル酸ジペンタデシル、テレフタル酸ジオクチル、イソフタル酸ジイソノニル、トルイル酸デシル、ショウノウ酸ビス(2−エチルヘキシル)、2−エチルヘキシルシクロヘキシルカルボキシレート、フマル酸ジイソブチル、マレイン酸ジイソブチル、カプロン酸トリグリセライド、安息香酸2−エチルヘキシル、ジプロピレングリコールジベンゾエート等が挙げられる。これらの中では、2−シアノアクリル酸エステルとの相溶性が良く、かつ可塑化効率が高いという点から、アセチルクエン酸トリブチル、アジピン酸ジメチル、フタル酸ジメチル、安息香酸2−エチルヘキシル、ジプロピレングリコールジベンゾエートが好ましい。これらの可塑剤は1種のみ用いてもよく、2種以上を併用してもよい。また、可塑剤の含有量は特に限定されないが、2−シアノアクリル酸エステルを100質量部とした場合に、好ましくは3〜50質量部、より好ましくは10〜45質量部、更により好ましくは20〜40質量部である。可塑剤の含有量が3〜50質量部であれば、特に難溶性セグメントが多い共重合体であるときに、共重合体の2−シアノアクリル酸エステルへの溶解を容易とし、特に耐冷熱サイクル試験後の接着強さの保持率を向上させることができる。
1.評価方法
(1)分子量
装置:アライアンス2695(ウォーターズ社製)
カラム:TSKgel SuperMultiporeHZ−H 2本、TSKgel SuperHZ−2500 2本連結(東ソー社製)
カラム温度: 40℃
溶離液: テトラヒドロフラン 0.35ml/min
検出器: RI
GPCを用いて測定した分子量をポリスチレンの分子量を基準にして換算した。
JIS K 6861「α−シアノアクリレート系接着剤の試験方法」に準じて、23℃、60%RH環境下で接着速度を測定した。使用した試験片は次のとおりである。
・ABS:宇部サイコン社製ABS樹脂、商品名「GSE」
アルミニウム板(JIS A6061Pに規定された材質)とABS樹脂製(ABS樹脂として新神戸電機社製、商品名「ABS−N−WN」を用いた)の試験片とを、実施例及び比較例の接着剤組成物を用いて接着させ、温度23℃、湿度60%RHで7日間静置して養生させた後、JIS K 6861に準じて引張せん断接着強さを測定した(これを初期強度とする)。次いで、冷熱衝撃試験機を用いて、−40℃で1時間保持し、その後、80℃で1時間保持する冷熱サイクルを1サイクルとして10サイクル後の引張せん断接着強さを上記と同様にして測定し(これを試験後強度とする)、下記のようにして保持率を算出した。
保持率(%)=(試験後強度/初期強度)×100
アルミニウム板(JIS A6061Pに規定された材質)とABS樹脂製(ABS樹脂として新神戸電機社製、商品名「ABS−N−WN」を用いた)の試験片とを、実施例及び比較例の接着剤組成物を用いて接着させ、温度23℃、湿度60%RHで7日間静置して養生させた後、JIS K 6861に準じて引張せん断接着強さを測定した(これを初期強度とする)。次いで、60℃での温水に1週間浸漬後の引張りせん断接着強さを上記と同様にして測定し(これを試験後強度とする)、下記のようにして保持率を算出した。
保持率(%)=(試験後強度/初期強度)×100
0.1mm厚のアルミニウム箔(JIS 1N30に規定された材質)を試験片とし、実施例及び比較例の接着剤組成物を用いて接着させ、温度23℃、湿度60%RHで7日間静置して養生させた後、JIS K 6854−3に準じてT形はく離接着強さを測定した。
1mm厚の硬化物を作製し、圧子押込超微小硬度計(フィッシャー インストロメンツ社製 商品名「H100CXYp」)を用い、押し込み荷重200mN、保持時間10秒の条件下で、ユニバーサル硬さを測定した。
合成例1(メチルトリ−n−オクチルアンモニウムビス(フルオロスルホニル)イミド)
50mlナス型フラスコにメチルトリ−n−オクチルアンモニウムクロリド(試薬)4.041g(10.00mmol)、イオン交換水5mlを仕込んだ。ここにビス(フルオロスルホニルイミド)カリウム(三菱マテリアル社製)5.313g(10.00mmol)をイオン交換水10mlに溶解した水溶液を加え、室温下で24時間攪拌した。下層を分液し、5mlのイオン交換水で5回洗浄後、減圧下60℃で乾燥し、無色液体5.166g(オニウム塩A)を得た。
メチルトリ−n−オクチルアンモニウムクロリドを1−ブチル−3−メチルピリジニウムブロミド(試薬)2.302gに代えた以外は合成例1と同様に操作し、無色液体3.105g(オニウム塩B)を得た。
メチルトリ−n−オクチルアンモニウムクロリドをベンジルトリブチルアンモニウムブロミド(試薬)3.564gに代えた以外は合成例1と同様に操作し、無色液体4.151g(オニウム塩C)を得た。
実施例1
2−シアノアクリル酸エチル100部に、二酸化硫黄を20ppm、ハイドロキノンを1000ppm、メタンスルホン酸を0.08部配合する。これに更に表3に記載のエラストマー(エチレン/アクリル酸メチル共重合体、デュポンエラストマー社製、商品名「VamacG」)を20部溶解させた後、予めビニルトリメトキシシラン(モメンティブ パフォーマンス・マテリアルズ・ジャパン社製、商品名「A−171」)1.5部を混合した、加水分解性シリル基を有する重合体(カネカ社製、商品名「サイリルSAT200」)50部、1−エチル−3−メチル−イミダゾリウムビス(フルオロスルホニル)イミド(第一工業製薬社製 商品名「エレクセルIL−110」)1.50部を配合し、温度15〜30℃で、10分間攪拌し、混合して接着剤組成物を製造した。得られた接着剤組成物を用いて、上記評価行った。結果を表2に示す。
2−シアノアクリル酸エチル(実施例9及び10では2−シアノアクリル酸イソブチルと混合)に、酸触媒の種類と含有量、エラストマーの種類(デュポンエラストマー社製 商品名「Vamac」シリーズ、表3参照)及び含有量、加水分解性シリル基を有する重合体の種類及び含有量(カネカ社製 商品名「サイリル」シリーズ、表4参照)、オニウム塩の種類及び含有量が表1の記載となるように配合した以外は、実施例1と同様にして接着剤組成物を製造し、評価した。結果を表2に示す。
なお、表3において、「E」はエチレン、「MA」はアクリル酸メチル、「AA」はアクリル酸、「BA」はアクリル酸ブチルを表す。
エラストマーを配合せず、その他の成分は表5の記載となるように配合した以外、実施例1と同様に製造を行ったが、2−シアノアクリル酸エステルと加水分解性シリル基を有する重合体が混合できず、すぐに発熱、ゲル化したため、評価に至らなかった、
酸触媒を配合せず、その他の成分は表5の記載となるように配合した以外、実施例1と同様に製造を行った。2−シアノアクリル酸エステルと加水分解性シリル基を有する重合体を混合することはできたが、すぐに増粘、ゲル化したため評価に至らなかった。
加水分解性シリル基を有する重合体を配合せず、その他の成分は表5の記載となるように配合した以外、実施例1と同様に製造を行い、同様に評価を行った。結果を表6に示す。
オニウム塩を配合せず、その他の成分は表5の記載となるように配合した以外、実施例1と同様に製造を行い、同様に評価を行った。結果を表6に示す。
Claims (9)
- (a)2−シアノアクリル酸エステルと、(b)加水分解性シリル基を有する重合体と、(c)エラストマーと、(d)酸触媒と、(e)下記一般式(1)で表されるオニウム塩とを含有し、
前記(a)成分を100質量部とした場合に、前記(b)成分の含有量は5〜200質量部、前記(c)成分の含有量は5〜50質量部、前記(d)成分の含有量は0.0005〜0.5質量部、前記(e)成分の含有量は0.001〜5質量部であることを特徴とする接着剤組成物。
C+A− (1)
[式(1)において、C+はオニウムカチオンであり、A−はビス(フルオロスルホニル)イミドアニオンである] - 上記(b)加水分解性シリル基を有する重合体が、オキシアルキレン系重合体、ビニル系重合体、ポリエステル系重合体、ポリウレタン系重合体、及びポリカーボネート系重合体からなる群より選択される少なくとも1種の重合体である請求項1に記載の接着剤組成物。
- 上記(b)加水分解性シリル基を有する重合体の数平均分子量が、500〜50000である請求項1又は2に記載の接着剤組成物。
- 上記(c)エラストマーが、2−シアノアクリル酸エステルに難溶性の重合体となり得る単量体、及び2−シアノアクリル酸エステルに可溶性の重合体となり得る単量体を用いてなる共重合体である請求項1〜3のいずれか1項に記載の接着剤組成物。
- 上記(c)エラストマーが、2−シアノアクリル酸エステルに難溶性の重合体となり得る単量体、2−シアノアクリル酸エステルに可溶性の重合体となり得る単量体、及びカルボキシ基含有単量体とを用いてなる共重合体である請求項1〜3のいずれか1項に記載の接着剤組成物。
- 上記2−シアノアクリル酸エステルに難溶性の重合体となり得る単量体が、エチレン、プロピレン、イソプレン及びブタジエンのうちの少なくとも1種であり、上記2−シアノアクリル酸エステルに可溶性の重合体となり得る単量体が、アクリル酸エステル及びメタクリル酸エステルのうちの少なくとも一方である請求項4又は5に記載の接着剤組成物。
- 上記(d)酸触媒は、25℃におけるpKaが4以下の酸である請求項1〜6のいずれか1項に記載の接着剤組成物。
- 上記(d)酸触媒が、スルホン酸、リン酸、リン酸モノエステル、リン酸ジエステル、亜リン酸、及び亜リン酸エステルからなる群より選択される少なくとも1種の酸である請求項1〜7のいずれか1項に記載の接着剤組成物。
- 上記(e)オニウム塩のカチオンが、第四級アンモニウムカチオン、イミダゾリウムカチオン、ピリジニウムカチオン、及び第三級スルホニウムカチオンからなる群より選択される少なくとも1種のオニウムカチオンである請求項1〜8のいずれか1項に記載の接着剤組成物。
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Free format text: JAPANESE INTERMEDIATE CODE: R250 |