WO2015133040A1 - Thermosetting adhesive composition and thermosetting adhesive sheet - Google Patents
Thermosetting adhesive composition and thermosetting adhesive sheet Download PDFInfo
- Publication number
- WO2015133040A1 WO2015133040A1 PCT/JP2014/083533 JP2014083533W WO2015133040A1 WO 2015133040 A1 WO2015133040 A1 WO 2015133040A1 JP 2014083533 W JP2014083533 W JP 2014083533W WO 2015133040 A1 WO2015133040 A1 WO 2015133040A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- heat
- adhesive composition
- curable adhesive
- ferromagnetic material
- thermosetting adhesive
- Prior art date
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- 239000000853 adhesive Substances 0.000 title claims abstract description 200
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 199
- 239000000203 mixture Substances 0.000 title claims abstract description 84
- 229920001187 thermosetting polymer Polymers 0.000 title claims abstract description 61
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 58
- 229920000800 acrylic rubber Polymers 0.000 claims abstract description 55
- 229920000058 polyacrylate Polymers 0.000 claims abstract description 55
- 239000012948 isocyanate Substances 0.000 claims abstract description 22
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 20
- 150000001412 amines Chemical class 0.000 claims abstract description 10
- 239000003302 ferromagnetic material Substances 0.000 claims description 54
- 238000004519 manufacturing process Methods 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 18
- 239000000178 monomer Substances 0.000 claims description 17
- 125000000524 functional group Chemical group 0.000 claims description 14
- 238000005452 bending Methods 0.000 claims description 12
- 238000000465 moulding Methods 0.000 claims description 7
- 229910000859 α-Fe Inorganic materials 0.000 claims description 6
- 229920001577 copolymer Polymers 0.000 claims description 5
- 229910052712 strontium Inorganic materials 0.000 claims description 5
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 claims description 5
- 230000005291 magnetic effect Effects 0.000 abstract description 24
- 230000005294 ferromagnetic effect Effects 0.000 abstract 2
- -1 2-ethylhexyl Chemical group 0.000 description 34
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 27
- 238000013007 heat curing Methods 0.000 description 23
- 238000010008 shearing Methods 0.000 description 22
- 238000010438 heat treatment Methods 0.000 description 21
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 15
- 239000000047 product Substances 0.000 description 13
- 239000000463 material Substances 0.000 description 10
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 9
- 238000004132 cross linking Methods 0.000 description 8
- 238000005304 joining Methods 0.000 description 8
- 239000005056 polyisocyanate Substances 0.000 description 8
- 229920001228 polyisocyanate Polymers 0.000 description 8
- 229910000831 Steel Inorganic materials 0.000 description 7
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 239000010935 stainless steel Substances 0.000 description 7
- 229910001220 stainless steel Inorganic materials 0.000 description 7
- 239000010959 steel Substances 0.000 description 7
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 6
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 6
- 230000003712 anti-aging effect Effects 0.000 description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 5
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 5
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 5
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 5
- 239000006247 magnetic powder Substances 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 239000011572 manganese Substances 0.000 description 4
- 239000000123 paper Substances 0.000 description 4
- 229920000768 polyamine Polymers 0.000 description 4
- 125000006239 protecting group Chemical group 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 3
- XSQHUYDRSDBCHN-UHFFFAOYSA-N 2,3-dimethyl-2-propan-2-ylbutanenitrile Chemical compound CC(C)C(C)(C#N)C(C)C XSQHUYDRSDBCHN-UHFFFAOYSA-N 0.000 description 3
- SDXAWLJRERMRKF-UHFFFAOYSA-N 3,5-dimethyl-1h-pyrazole Chemical compound CC=1C=C(C)NN=1 SDXAWLJRERMRKF-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- 239000004831 Hot glue Substances 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000002981 blocking agent Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 description 3
- 238000007731 hot pressing Methods 0.000 description 3
- 230000005415 magnetization Effects 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 3
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 2
- ZNRLMGFXSPUZNR-UHFFFAOYSA-N 2,2,4-trimethyl-1h-quinoline Chemical compound C1=CC=C2C(C)=CC(C)(C)NC2=C1 ZNRLMGFXSPUZNR-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- CRBJBYGJVIBWIY-UHFFFAOYSA-N 2-isopropylphenol Chemical compound CC(C)C1=CC=CC=C1O CRBJBYGJVIBWIY-UHFFFAOYSA-N 0.000 description 2
- HFCUBKYHMMPGBY-UHFFFAOYSA-N 2-methoxyethyl prop-2-enoate Chemical compound COCCOC(=O)C=C HFCUBKYHMMPGBY-UHFFFAOYSA-N 0.000 description 2
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000004838 Heat curing adhesive Substances 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- WQAQPCDUOCURKW-UHFFFAOYSA-N butanethiol Chemical compound CCCCS WQAQPCDUOCURKW-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 238000001723 curing Methods 0.000 description 2
- VEZUQRBDRNJBJY-UHFFFAOYSA-N cyclohexanone oxime Chemical compound ON=C1CCCCC1 VEZUQRBDRNJBJY-UHFFFAOYSA-N 0.000 description 2
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- IXQGCWUGDFDQMF-UHFFFAOYSA-N o-Hydroxyethylbenzene Natural products CCC1=CC=CC=C1O IXQGCWUGDFDQMF-UHFFFAOYSA-N 0.000 description 2
- XUWHAWMETYGRKB-UHFFFAOYSA-N piperidin-2-one Chemical compound O=C1CCCCN1 XUWHAWMETYGRKB-UHFFFAOYSA-N 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 150000003217 pyrazoles Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- LLZHXQRNOOAOFF-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione;zinc Chemical compound [Zn].C1=CC=C2NC(S)=NC2=C1 LLZHXQRNOOAOFF-UHFFFAOYSA-N 0.000 description 1
- VETPHHXZEJAYOB-UHFFFAOYSA-N 1-n,4-n-dinaphthalen-2-ylbenzene-1,4-diamine Chemical compound C1=CC=CC2=CC(NC=3C=CC(NC=4C=C5C=CC=CC5=CC=4)=CC=3)=CC=C21 VETPHHXZEJAYOB-UHFFFAOYSA-N 0.000 description 1
- HBMFCGVCUHLQPN-UHFFFAOYSA-N 1h-benzimidazol-2-ylmethanethiol;zinc Chemical compound [Zn].C1=CC=C2NC(CS)=NC2=C1 HBMFCGVCUHLQPN-UHFFFAOYSA-N 0.000 description 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
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- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- UJAWGGOCYUPCPS-UHFFFAOYSA-N 4-(2-phenylpropan-2-yl)-n-[4-(2-phenylpropan-2-yl)phenyl]aniline Chemical compound C=1C=C(NC=2C=CC(=CC=2)C(C)(C)C=2C=CC=CC=2)C=CC=1C(C)(C)C1=CC=CC=C1 UJAWGGOCYUPCPS-UHFFFAOYSA-N 0.000 description 1
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- GKXVJHDEWHKBFH-UHFFFAOYSA-N [2-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC=C1CN GKXVJHDEWHKBFH-UHFFFAOYSA-N 0.000 description 1
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- MNFORVFSTILPAW-UHFFFAOYSA-N azetidin-2-one Chemical compound O=C1CCN1 MNFORVFSTILPAW-UHFFFAOYSA-N 0.000 description 1
- 150000001556 benzimidazoles Chemical class 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical class N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 description 1
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- TVZPLCNGKSPOJA-UHFFFAOYSA-N copper zinc Chemical compound [Cu].[Zn] TVZPLCNGKSPOJA-UHFFFAOYSA-N 0.000 description 1
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- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 230000005347 demagnetization Effects 0.000 description 1
- BEPAFCGSDWSTEL-UHFFFAOYSA-N dimethyl malonate Chemical compound COC(=O)CC(=O)OC BEPAFCGSDWSTEL-UHFFFAOYSA-N 0.000 description 1
- ZZTCPWRAHWXWCH-UHFFFAOYSA-N diphenylmethanediamine Chemical compound C=1C=CC=CC=1C(N)(N)C1=CC=CC=C1 ZZTCPWRAHWXWCH-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- DLFVBJFMPXGRIB-UHFFFAOYSA-M ethanimidate Chemical compound CC([O-])=N DLFVBJFMPXGRIB-UHFFFAOYSA-M 0.000 description 1
- 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000002902 ferrimagnetic material Substances 0.000 description 1
- 230000005307 ferromagnetism Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 239000011086 glassine Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 150000002466 imines Chemical class 0.000 description 1
- 125000001841 imino group Chemical group [H]N=* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 239000000696 magnetic material Substances 0.000 description 1
- 230000005389 magnetism Effects 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 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
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 125000001421 myristyl 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])[H] 0.000 description 1
- WHIVNJATOVLWBW-UHFFFAOYSA-N n-butan-2-ylidenehydroxylamine Chemical compound CCC(C)=NO WHIVNJATOVLWBW-UHFFFAOYSA-N 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- SQDFHQJTAWCFIB-UHFFFAOYSA-N n-methylidenehydroxylamine Chemical compound ON=C SQDFHQJTAWCFIB-UHFFFAOYSA-N 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
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- AJCDFVKYMIUXCR-UHFFFAOYSA-N oxobarium;oxo(oxoferriooxy)iron Chemical compound [Ba]=O.O=[Fe]O[Fe]=O.O=[Fe]O[Fe]=O.O=[Fe]O[Fe]=O.O=[Fe]O[Fe]=O.O=[Fe]O[Fe]=O.O=[Fe]O[Fe]=O AJCDFVKYMIUXCR-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl 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])[H] 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920003207 poly(ethylene-2,6-naphthalate) Polymers 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000011112 polyethylene naphthalate Substances 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical group CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 229910052761 rare earth metal Inorganic materials 0.000 description 1
- 150000002910 rare earth metals Chemical class 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 239000012779 reinforcing material Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910000938 samarium–cobalt magnet Inorganic materials 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 230000002269 spontaneous effect Effects 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
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- 238000004154 testing of material Methods 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- 229920005992 thermoplastic resin Polymers 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
- 229910052723 transition metal Inorganic materials 0.000 description 1
- OOZBTDPWFHJVEK-UHFFFAOYSA-N tris(2-nonylphenyl) phosphate Chemical compound CCCCCCCCCC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC OOZBTDPWFHJVEK-UHFFFAOYSA-N 0.000 description 1
- 150000003739 xylenols Chemical class 0.000 description 1
- BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/10—Metal compounds
- C08K3/105—Compounds containing metals of Groups 1 to 3 or of Groups 11 to 13 of the Periodic Table
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/10—Metal compounds
- C08K3/11—Compounds containing metals of Groups 4 to 10 or of Groups 14 to 16 of the Periodic Table
-
- 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
- C09J11/04—Non-macromolecular additives inorganic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/10—Adhesives in the form of films or foils without carriers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/35—Heat-activated
-
- 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
- C09J9/00—Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
-
- 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
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/50—Additional features of adhesives in the form of films or foils characterized by process specific features
- C09J2301/504—Additional features of adhesives in the form of films or foils characterized by process specific features process of pretreatment for improving adhesion of rubber on metallic surfaces
Definitions
- the present invention relates to a heat curable adhesive composition and a heat curable adhesive sheet that can be temporarily fixed and bonded to a ferromagnetic material, a method for producing a joined body using the same, a heat curable adhesive elastic body, and elasticity.
- the present invention relates to a method for manufacturing a body-attached member.
- an adhesive sheet has been used to join a member such as a reinforcing material to a steel plate such as an automobile door. If this adhesive sheet has a large adhesive force in the initial stage of bonding, even if it is difficult to re-apply or when it is possible to re-apply when the member is misaligned with the steel sheet, the adhesive sheet There is a problem that the adhesive remains on the surface of the steel plate. Therefore, there is a demand for an adhesive sheet with good workability that can be temporarily fixed without being affected by adhesive strength in the initial stage of bonding, and can be firmly bonded thereafter.
- an adhesive sheet made of an adhesive composition containing acrylic rubber and magnetic powder may be used.
- the adhesive sheet using acrylic rubber in this way has a low shearing force, and there arises a problem that the bonded members are displaced with time.
- Patent Document 1 proposes an adhesive sheet using an adhesive composition containing a hot melt adhesive and a ferromagnetic material.
- the adhesive sheet is interposed between one member made of a ferromagnetic material and another member made of a ferromagnetic material, and both members are temporarily fixed and then heated. Thus, the two members are bonded to each other.
- the shearing force is kept high by using a hot melt adhesive.
- the hot melt adhesive softens again and loses its adhesive force, which causes a problem of low heat resistance.
- the present invention has been made in view of such a situation, and shows a temporary fixing force by a magnetic force in the initial stage, exhibits adhesiveness after heat curing, has a large shearing force, and has excellent heat resistance. It is an object of the present invention to provide a curable adhesive composition, a heat curable adhesive sheet, and a method for producing a joined body using the same. Moreover, this invention aims at providing the manufacturing method of the thermosetting adhesive elastic body which uses the said thermosetting adhesive composition, and a member with an elastic body.
- the present invention provides at least one crosslinking agent (A) selected from the group consisting of an acrylic rubber (A), an isocyanate crosslinking agent, a blocked isocyanate crosslinking agent, and an amine crosslinking agent (A heat-curable adhesive composition comprising B) and a ferromagnetic material (C) is provided (Invention 1).
- a crosslinking agent selected from the group consisting of an acrylic rubber (A), an isocyanate crosslinking agent, a blocked isocyanate crosslinking agent, and an amine crosslinking agent
- a heat-curable adhesive composition comprising B) and a ferromagnetic material (C) is provided (Invention 1).
- the heat curable adhesive composition according to the invention (Invention 1) has an initial stage (before heat curing) due to the magnetic force of the ferromagnetic material (C) and, in some cases, the fine adhesive force of the acrylic rubber (A). It shows a good temporary fixing force to an adherend made of a ferromagnetic material.
- the heat-curable adhesive composition before heat-curing is excellent in flexibility, even if the adherend has a three-dimensional curved surface, it is excellent in the three-dimensional curved surface if formed into a sheet shape.
- the heat-curable adhesive composition exhibits adhesiveness after heat-curing, and the acrylic rubber (A) that is sufficiently (completely) crosslinked and cured by the crosslinking agent (B) has a large shearing force and is good. It becomes an adhesive having high elasticity.
- an adhesive formed by heat-curing the above-mentioned heat-curable adhesive composition is excellent in heat resistance because it does not soften or melt even when reheated. Hard to occur.
- the content of the ferromagnetic material (C) is preferably 150 to 600 parts by mass with respect to 100 parts by mass of the acrylic rubber (A) (Invention 2).
- the ferromagnetic material (C) is preferably strontium ferrite (Invention 3).
- the acrylic rubber (A) is a copolymer comprising a structural unit derived from a (meth) acrylic acid alkyl ester and a structural unit derived from a monomer having a reactive functional group.
- the acrylic rubber (A) is preferably in an uncrosslinked state or in a semi-crosslinked state by the crosslinking agent (B) (Invention 5).
- the present invention provides a heat curable adhesive sheet obtained by molding the heat curable adhesive composition (Invention 1 to 5) into a sheet (Invention 6).
- the bending resistance measured by the Gurley method is 10 to 2000 N when formed into a 1 mm thick sheet (Invention 7).
- the present invention temporarily fixes a first member made of a ferromagnetic material and a second member made of a ferromagnetic material through the heat-curable adhesive sheet (Inventions 6 and 7), Heating the thermosetting adhesive sheet to develop the adhesive force of the thermosetting adhesive composition, and joining the first member and the second member to produce a joined body A method is provided (Invention 8).
- an adhesive part composed of the thermosetting adhesive composition (Inventions 1 to 5) is formed on a first member, and the first member is interposed through the adhesive part. Temporarily fixing the second member made of a ferromagnetic material, and then heating the adhesive portion to develop the adhesive force of the thermosetting adhesive composition, and the first member and the second member Provided is a method for producing a joined body characterized by joining members (Invention 9).
- the present invention provides a heat curable adhesive elastic body obtained by molding the heat curable adhesive composition (Invention 1 to 5) (Invention 10).
- the present invention relates to the heat curable adhesive elastic body (invention 10) temporarily fixed to a member made of a ferromagnetic material, and then the heat curable adhesive elastic body is heated.
- a method for producing a member with an elastic body wherein the adhesive force of the adhesive composition is expressed, and the heat-curable adhesive elastic body is bonded to the member to form a member with an elastic body (Invention) 11).
- the heat curable adhesive composition and the heat curable adhesive sheet according to the present invention exhibit a temporary fixing force due to magnetic force in the initial stage, exhibit adhesiveness after heat curing, have a large shearing force, and are excellent in heat resistance. . Moreover, according to the manufacturing method of the joined body which concerns on this invention, while being able to perform adhesion
- the heat curable adhesive composition according to the present embodiment includes an acrylic rubber (A), an isocyanate-based crosslinking agent, and a blocked isocyanate-based crosslinking agent. And at least one cross-linking agent (B) selected from the group consisting of amine-based cross-linking agents and a ferromagnetic material (C).
- the acrylic rubber (A) may be in an uncrosslinked state or in a partially crosslinked state partially crosslinked by the crosslinking agent (B). From the viewpoint of flexibility and handleability of the thermosetting adhesive composition T, the acrylic rubber (A) is preferably in a semi-crosslinked state.
- the “semi-crosslinked state” refers to a state in which the crosslinking reaction has progressed to some extent but has not yet reached complete crosslinking.
- the heat curable adhesive composition T containing the above components has a magnetic force due to the ferromagnetic material (C) and, in some cases, a small adhesive force due to the acrylic rubber (A). Good temporary fixing force is exhibited for adherends made of ferromagnetic materials. Moreover, since the heat-curable adhesive composition T before heat-curing is excellent in flexibility, it is excellent in the three-dimensional curved surface even if the adherend has a three-dimensional curved surface if formed into a sheet shape.
- the heat curable adhesive composition T exhibits adhesiveness after heat curing, and the acrylic rubber (A) that is sufficiently (completely) crosslinked and cured by the crosslinking agent (B) has a large shearing force. It becomes an adhesive having good elasticity.
- the adhesive formed by heat-curing the above-mentioned heat-curable adhesive composition T does not soften or melt even when reheated, and thus has excellent heat resistance. Is unlikely to occur.
- Acrylic rubber (A) The acrylic rubber in this specification is a homopolymer composed of structural units derived from (meth) acrylic acid esters, a copolymer composed of structural units derived from (meth) acrylic acid esters, and (meth) acrylic acid esters. It is a copolymer of a structural unit derived from a structural unit derived from a polymerizable monomer other than (meth) acrylic acid ester, or a mixture thereof, and refers to a material having mechanical properties as a rubbery elastic body. This acrylic rubber usually has little or no adhesion.
- (meth) acrylic acid ester means both acrylic acid ester and methacrylic acid ester. The same applies to other similar terms.
- the acrylic rubber (A) is in an uncrosslinked state or a semi-crosslinked state before heat-curing and exhibits excellent flexibility, and after heat-curing, the crosslinking agent (B) is sufficient (completely). It is cross-linked and cured, and exhibits great shearing force and good elasticity in addition to adhesive strength.
- the acrylic rubber (A) is preferably a copolymer containing a structural unit derived from a (meth) acrylic acid alkyl ester and a structural unit derived from a monomer having a reactive functional group (reactive functional group-containing monomer). .
- a structural unit derived from (meth) acrylic acid alkyl ester desired elasticity and / or adhesiveness (slightly adhesiveness) can be expressed.
- the reactive functional group becomes a crosslinking point with the crosslinking agent (B), and the acrylic rubber (A) is crosslinked by the crosslinking agent (B). Is done.
- the (meth) acrylic acid alkyl ester is preferably a (meth) acrylic acid alkyl ester having an alkyl group having 1 to 20 carbon atoms.
- (meth) acrylic acid alkyl ester having 1 to 20 carbon atoms in the alkyl group include, for example, methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, and n- (meth) acrylate.
- examples thereof include n-dodecyl, myristyl (meth) acrylate, palmityl (meth) acrylate, stearyl (meth) acrylate, and the like.
- (meth) acrylic acid esters having an alkyl group having 1 to 8 carbon atoms, particularly 2 to 4 carbon atoms are preferred, and ethyl (meth) acrylate and (meth) Particularly preferred is n-butyl acrylate.
- these may be used independently and may be used in combination of 2 or more type.
- the acrylic rubber (A) preferably contains 50 to 99.9% by mass of structural units derived from (meth) acrylic acid alkyl ester, particularly preferably 60 to 99% by mass, and more preferably 92 to 98% by mass. % Is preferable.
- any reactive functional group may be used as long as it can react with the isocyanate crosslinking agent, the blocked isocyanate crosslinking agent or the amine crosslinking agent as the crosslinking agent (B).
- a carboxyl group, a hydroxyl group, an epoxy group, a halogen, etc. are mentioned, A carboxyl group and a hydroxyl group with high reactivity with a crosslinking agent (B) are especially preferable, and a carboxyl group is more preferable.
- Examples of the monomer having a carboxyl group include ethylenically unsaturated carboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, maleic acid, itaconic acid, and citraconic acid.
- carboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, maleic acid, itaconic acid, and citraconic acid.
- acrylic acid or methacrylic acid excellent in reactivity with the crosslinking agent (B) is preferable, and acrylic acid is particularly preferable.
- Examples of the monomer having a hydroxyl group include, for example, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, (meth) acrylic acid 2 And (meth) acrylic acid hydroxyalkyl esters such as hydroxybutyl, 3-hydroxybutyl (meth) acrylate, and 4-hydroxybutyl (meth) acrylate.
- 2-hydroxyethyl (meth) acrylate having excellent reactivity with the crosslinking agent is preferable, and 2-hydroxyethyl acrylate is particularly preferable.
- the above reactive functional group-containing monomers may be used singly or in combination of two or more.
- the acrylic rubber (A) preferably contains 0.1 to 10% by mass, more preferably 1 to 5% by mass, and more preferably 2 to 4% by mass of the structural unit derived from the reactive functional group-containing monomer. It is preferable to include.
- the content of the structural unit derived from the reactive functional group-containing monomer is 0.1% by mass or more, the above-described effect due to crosslinking is favorably obtained.
- the elasticity of the adhesive agent obtained by heat curing can be favorably maintained as the content of the structural unit derived from the reactive functional group-containing monomer is 10% by mass or less.
- the acrylic rubber (A) is composed of other monomers, for example, (meth) acrylic acid alkoxyalkyl esters such as methoxyethyl (meth) acrylate and ethoxyethyl (meth) acrylate, and non-crosslinkable acrylamides such as acrylamide and methacrylamide.
- (meth) acrylic acid alkoxyalkyl esters such as methoxyethyl (meth) acrylate and ethoxyethyl (meth) acrylate
- non-crosslinkable acrylamides such as acrylamide and methacrylamide.
- a structural unit may be included.
- an alkoxyalkyl (meth) acrylate is preferable, and methoxyethyl (meth) acrylate is particularly preferable.
- the acrylic rubber (A) contains a structural unit derived from an alkoxyalkyl ester of (meth) acrylic acid
- its content is preferably 1 to 49.9% by mass, particularly 5 to 40% by mass. It is more preferable that the content be 10 to 35% by mass.
- the polymerization mode of the acrylic rubber (A) may be a random copolymer or a block copolymer.
- the mass average molecular weight (Mw) of the acrylic rubber (A) is preferably 500,000 to 2,500,000, particularly preferably 800,000 to 2,000,000, and more preferably 1,000,000 to 1,500,000.
- the molecular weight distribution (Mw / Mn; Mn is the number average molecular weight) of the acrylic rubber (A) is preferably 1.0 to 10, more preferably 1.0 to 4.0.
- the mass average molecular weight (Mw) and the number average molecular weight (Mn) in this specification are values in terms of standard polystyrene measured by a gel permeation chromatography (GPC) method.
- the mass average molecular weight of the acrylic rubber (A) is 500,000 or more, tackiness of the resulting heat-curable adhesive composition T before curing is suppressed, and when the mass average molecular weight is 2.5 million or less, The tack of the heat-curable adhesive composition T before being cured can be easily peeled off by hand. Therefore, when the mass average molecular weight of the acrylic rubber (A) is within the above range, an adhesive force suitable for temporary fixing can be obtained.
- thermosetting adhesive composition T in addition, in the thermosetting adhesive composition T according to the present embodiment, the acrylic rubber (A) may be used alone or in combination of two or more.
- crosslinking agent (B) is at least one selected from the group consisting of an isocyanate crosslinking agent, a blocked isocyanate crosslinking agent, and an amine crosslinking agent. According to these cross-linking agents, the acrylic rubber (A) can be well cross-linked and desired physical properties can be obtained. Further, the degree of crosslinking of the acrylic rubber (A) can be easily controlled by the degree of heating.
- the isocyanate-based crosslinking agent usually contains a polyisocyanate compound.
- the polyisocyanate compound include aromatic polyisocyanates such as tolylene diisocyanate, diphenylmethane diisocyanate and xylylene diisocyanate, aliphatic polyisocyanates such as hexamethylene diisocyanate, alicyclic polyisocyanates such as isophorone diisocyanate and hydrogenated diphenylmethane diisocyanate, etc.
- biuret bodies, isocyanurate bodies, and adduct bodies that are a reaction product with low molecular active hydrogen-containing compounds such as ethylene glycol, propylene glycol, neopentyl glycol, trimethylolpropane, and castor oil.
- trimethylolpropane-modified aromatic polyisocyanate especially trimethylolpropane-modified tolylene diisocyanate and trimethylolpropane-modified xylylene diisocyanate
- trimethylolpropane-modified aliphatic polyisocyanate especially trimethylolpropane-modified hexamethylene diisocyanate Is preferred.
- the blocked isocyanate crosslinking agent usually contains a blocked isocyanate compound having two or more isocyanate groups in one molecule, and these isocyanate groups are blocked by a protective group.
- protective groups include alkoxy groups, phenoxy groups, active methylene compound residues, mercaptan compound residues, acid amide compound residues, amino groups, imidazole compound residues, imino groups, oxime compound residues, And lactam compound residues.
- the protective group is a group derived from a blocking agent, and a blocked isocyanate compound can be obtained by treating the isocyanate group of polyisocyanate with a known blocking method using the blocking agent.
- the blocking agent examples include alcohol compounds such as methanol, ethanol, propanol, butanol, methyl cellosolve, butyl cellosolve, phenyl cellosolve, methyl carbitol, benzyl alcohol, cyclohexanol, and furfuryl alcohol; phenol, cresol, xylenol, p Phenol compounds such as ethylphenol, o-isopropylphenol, p-tert-butylphenol, p-tert-octylphenol, nonylphenol, ⁇ -naphthol, ⁇ -naphthol, p-nitrophenol, p-chlorophenol; dimethyl malonate, Active methylene compounds such as diethyl malonate, acetylacetone, and ethyl acetoacetate; butyl mercaptan, dodecyl mercaptan, thiophenol, etc.
- alcohol compounds such
- Mercaptan compounds such as acetanilide, acetanisidide, acetylamide, benzamide; amine compounds such as diphenylamine, aniline, carbazole; imidazoles such as imidazole, 2-ethylimidazole, 2-ethyl-4-methylimidazole, etc.
- pyrazole compounds such as pyrazole, 3-methylpyrazole, 3,5-dimethylpyrazole; imine compounds such as ethyleneimine; oxime compounds such as formaldoxime, acetoaldoxime, methylethylketoxime, cyclohexanone oxime; ⁇ - And lactam compounds such as caprolactam, ⁇ -valerolactam, and ⁇ -propiolactam.
- imine compounds such as ethyleneimine
- oxime compounds such as formaldoxime, acetoaldoxime, methylethylketoxime, cyclohexanone oxime
- ⁇ - And lactam compounds such as caprolactam, ⁇ -valerolactam, and ⁇ -propiolactam.
- pyrazole compounds particularly 3,5-dimethylpyrazole, are preferably used.
- the protecting group is removed from the isocyanate group by heating at about 80 ° C. or higher, and the reaction between the isocyanate group and the reactive functional group of the acrylic rubber (A) starts, thereby causing crosslinking. Start / Proceed.
- the amine-based crosslinking agent usually contains a polyamine.
- the polyamine include aliphatic polyamines (for example, triethylenetetramine, tetraethylenepentamine, ethylenediamine, N, N-dicinnamylidene-1,6-hexanediamine, trimethylenediamine, hexamethylenediamine carbamate, ethanolamine, 3,9- Bis (3-aminopropyl) -2,4,8,10-tetraoxa-2-spiro [5.5] undecane etc.) and their salts; aromatic polyamines (eg diaminodiphenylmethane, xylylenediamine, phenylenediamine, diamino) Diphenylsulfone and the like), among which hexamethylenediamine carbamate is preferred.
- aromatic polyamines eg diaminodiphenylmethane, xylylenediamine, phenylenediamine, diamino
- the content of the isocyanate-based crosslinking agent is preferably 0.01 to 20 parts by mass with respect to 100 parts by mass of the acrylic rubber (A), particularly 0.
- the amount is preferably from 0.05 to 10 parts by mass, more preferably from 1 to 5 parts by mass.
- the content of the blocked isocyanate crosslinking agent is preferably 0.01 to 20 parts by mass with respect to 100 parts by mass of the acrylic rubber (A). In particular, the amount is preferably 0.05 to 12 parts by mass, and more preferably 0.2 to 8 parts by mass.
- the content of the amine-based crosslinking agent is preferably 0.01 to 5 parts by mass with respect to 100 parts by mass of the acrylic rubber (A), particularly 0.
- the amount is preferably 0.05 to 3 parts by mass, more preferably 0.1 to 1 part by mass.
- the ferromagnetic material (C) used in the heat-curable adhesive composition T according to the present embodiment is a substance that can have spontaneous magnetization without an external magnetic field, and includes a ferrimagnetic material.
- the ferromagnet (C) include metals such as iron, nickel, and cobalt, alloys thereof (for example, stainless steel) or oxides, strontium ferrite, barium ferrite, manganese zinc ferrite, nickel zinc ferrite, Examples include magnetic materials such as ferritic materials such as copper zinc ferrite, rare earth materials such as alnico materials such as aluminum-nickel-cobalt alloys, and rare earth-transition metal materials (eg, SmCo materials, SmFeN materials, NbFeB materials). Among these, from the viewpoint that it is easy to finely control the initial magnetism, a ferrite type is preferable, and strontium ferrite is particularly preferable.
- the ferromagnetic material (C) is preferably a powder (hereinafter referred to as “magnetic powder”).
- the average particle diameter of the magnetic powder is preferably 0.5 to 20 ⁇ m, particularly preferably 0.5 to 15 ⁇ m, and more preferably 1 to 5 ⁇ m.
- the average particle diameter of magnetic powder can be measured by the Coulter counter method, for example.
- the content of the ferromagnetic material (C) (magnetic powder) in the heat curable adhesive composition T according to the present embodiment is preferably 5 to 60% by volume, particularly 10 to 50% by volume. More preferably, the content is 20 to 45% by volume.
- the content of the ferromagnetic material (C) is 5% by volume or more, the temporary fixing force to the ferromagnetic material is exhibited by the magnetic force of the ferromagnetic material (C) before heat-curing. The shearing force of the adhesive to be obtained becomes sufficiently large.
- the content of the ferromagnetic material (C) is 60% by volume or less, it is possible to suppress the effects of other components, particularly the flexibility.
- the content of the ferromagnetic material (C) in the thermosetting adhesive composition T according to the present embodiment is 150 to 600 parts by mass with respect to 100 parts by mass of the acrylic rubber (A) in terms of solid content. Preferably, it is preferably 170 to 500 parts by mass, and more preferably 190 to 400 parts by mass.
- the content of the ferromagnetic material (C) is 150 parts by mass or more, a temporary fixing force to the ferromagnetic material is exhibited by the magnetic force of the ferromagnetic material (C) before heat-curing. The shearing force of the adhesive to be obtained becomes sufficiently large.
- the content of the ferromagnetic material (C) is 600 parts by mass or less, the flexibility becomes good and a sufficient shearing force can be maintained.
- thermosetting adhesive composition T includes, for example, an anti-aging agent, a foaming agent, a tackifier, an antioxidant, a filler, and a dispersant in addition to the above components. You may contain 1 or more types suitably.
- antioxidants examples include amine-ketone antioxidants such as 2,2,4-trimethyl-1,2-dihydroquinoline polymer; 4,4-bis ( ⁇ , ⁇ -dimethylbenzyl) diphenylamine, N , N′-di-2-naphthyl-p-phenylenediamine and other aromatic secondary amine antioxidants; benzimidazoles such as 2-mercaptobenzimidazole zinc salt and 2-mercaptomethylbenzimidazole zinc salt
- Anti-aging agents dithiocarbamate-based anti-aging agents such as nickel dibutyldithiocarbamate; and phosphite-based anti-aging agents such as tris (nonylphenyl) phosphate.
- the anti-aging agent may be composed of one kind or two or more kinds.
- the ferromagnetic material (C) mixed with the heat-curable adhesive composition T may be magnetized or may not be magnetized yet. In the latter case, after mixing, after the heat-curable adhesive composition T is obtained, it may be magnetized (magnetized). Magnetization can be performed by a known method, for example, using a commercially available magnetization / demagnetization power supply device or the like.
- the heat curable adhesive composition T has a magnetic force and, in some cases, at an initial stage (before heat curing). Excellent temporary fixing force for ferromagnetic materials due to minute adhesion. Moreover, since the heat-curable adhesive composition T before heat-curing is excellent in flexibility, it is excellent in the three-dimensional curved surface even if the adherend has a three-dimensional curved surface if formed into a sheet shape.
- the adhesive formed by heat-curing the thermosetting adhesive composition T exhibits a high shearing force and exhibits a large shearing force and good elasticity. Further, since the adhesive does not soften or melt even when reheated, the adhesive is excellent in heat resistance, and further, there is no change in thickness due to magnetic lines of force.
- the heat curable adhesive composition T according to this embodiment can be used to join two or more members (adhered bodies), at least one of which is made of a ferromagnetic material.
- members adherered bodies
- the member made of a material exhibiting ferromagnetism include a member made of a material containing iron, cobalt, nickel and the like.
- the heat-curable adhesive composition T according to the present embodiment has high heat resistance after curing, it is suitably used for a portion that becomes high temperature.
- automotive parts such as automobile doors and body steel plates, hole-sealing plates of the steel plates, car body reinforcement parts, especially in the vicinity of heat generating parts such as engines and exhaust pipes; in structures such as buildings Steel frame part: It is suitably used in metal parts such as precision equipment and electronic equipment, particularly in the vicinity of heat generating parts in such equipment.
- the heat curable adhesive composition T according to the present embodiment can be formed into a predetermined shape necessary for joining the members as described above.
- the shape include various shapes such as a polygon such as a triangle, a rectangle, a pentagon, a hexagon, and an octagon, a circle such as a circle and an ellipse, and a ring shape obtained by removing the central portion of these shapes.
- Examples thereof include a sheet-like body (corresponding to the heat-curable adhesive sheet of the present invention), a plate-like body, a block-like body, a columnar body, and a rod-like body.
- the heating temperature when the adherend is bonded with the thermosetting adhesive composition T according to the present embodiment is preferably a temperature at which the acrylic rubber (A) is sufficiently (completely) crosslinked.
- the temperature is preferably 110 to 220 ° C, particularly preferably 130 to 200 ° C.
- the heating time is preferably 10 to 60 minutes, particularly preferably 20 to 50 minutes.
- thermosetting adhesive sheet The thermosetting adhesive sheet according to the present embodiment is obtained by molding the thermosetting adhesive composition T into a sheet shape.
- the thickness of the thermosetting adhesive sheet is usually 0.1 to 5 mm, preferably 0.2 to 3 mm, more preferably 0.3 to 2 mm, although it depends on the application. It is preferable that
- the method for producing the thermosetting adhesive sheet according to the present embodiment is not particularly limited, but can be preferably produced by hot pressing the thermosetting adhesive composition T.
- the temperature of the hot press needs to be a temperature at which the acrylic rubber (A) remains in an uncrosslinked state or a semi-crosslinked state. Specifically, it is preferably 40 to 80 ° C., particularly 50 A temperature of ⁇ 70 ° C. is preferable.
- the hot pressing time is preferably 1 to 20 minutes, and particularly preferably 5 to 15 minutes.
- thermosetting adhesive composition T When the hot pressing is performed as described above, it is preferable to sandwich the thermosetting adhesive composition T with two release sheets so that the release sheets are laminated on both sides of the obtained thermosetting adhesive sheet.
- the release sheet may be a release sheet subjected to double-sided release treatment, or may be a release sheet subjected to single-sided release treatment.
- the release sheet is used so that the release treatment surface is on the thermosetting adhesive sheet side.
- the release sheet examples include polyethylene terephthalate resin, polybutylene terephthalate resin, polyester resin film such as polyethylene naphthalate resin, plastic film such as polypropylene resin and polyolefin resin film such as polyethylene resin, glassine paper, coated paper, For example, a laminate paper obtained by laminating a thermoplastic resin such as polyethylene on a paper base material such as high-quality paper or the like, and a release agent such as a silicone resin are applied.
- the thickness of the release sheet is not particularly limited, but is usually preferably 20 to 200 ⁇ m.
- the thermosetting adhesive sheet according to this embodiment preferably has a surface magnetic force of 1 mT or more at normal temperature, particularly preferably 3 to 100 mT, and more preferably 5 to 70 mT.
- the surface magnetic force in this specification means the surface magnetic force measured with a gauss meter at a distance of 1 cm from the surface of the thermosetting adhesive sheet having a thickness of 1 mm.
- the surface magnetic force is 1 mT or more, it can be sufficiently temporarily fixed to a member made of a ferromagnetic material. Further, when the surface magnetic force is 100 mT or less, even if the temporarily fixed position is deviated from the predetermined position, the position can be easily repositioned.
- thermosetting adhesive sheet according to the present embodiment exhibits excellent flexibility before heat curing, even if the adherend has a three-dimensional curved surface, it follows the adherend. Can be securely bonded. This flexibility can be expressed by the following bending resistance.
- the thermosetting adhesive sheet according to this embodiment preferably has a bending resistance of 20 to 1000 mN, particularly preferably 30 to 800 mN, and more preferably 40 to 500 mN when the thickness is 1 mm.
- the bending resistance in this specification refers to a JIS L 1096 (1999) 8.20 using a bending resistance tester for a thermosetting adhesive sheet having a thickness of 1 mm, a length of 38 mm, and a width of 25 mm. This means the bending resistance measured according to the Gurley method. When the bending resistance is in the above range, it can be said that the flexibility and the handleability are excellent.
- the heat-curable adhesive sheet according to the present embodiment exhibits a high adhesive force after heat-curing, has a large shearing force, and is excellent in heat resistance because it does not soften or melt even when reheated. Furthermore, the thickness does not change due to the lines of magnetic force by not melting after heat curing.
- the shear force of the thermosetting adhesive sheet according to this embodiment after being heat-bonded at 150 ° C. for 40 minutes is preferably 80 N / cm 2 or more, particularly preferably 100 N / cm 2 or more. 110 to 1000 N / cm 2 is preferable.
- the shear force after heat-bonding at 180 ° C. for 30 minutes of the thermosetting adhesive sheet according to the present embodiment is preferably 80 N / cm 2 or more, and particularly preferably 90 N / cm 2 or more. Further, it is preferably 100 to 1000 N / cm 2 .
- the shearing force after heat bonding means that one surface of the thermosetting adhesive sheet is attached to a stainless steel plate (thickness 0.5 mm), and the other surface is another stainless steel plate (thickness). 0.5 mm), heating at 150 ° C. for 40 minutes or 180 ° C. for 30 minutes, returning to room temperature, and measuring in accordance with JIS K6850 (test speed 50 mm / min).
- the heat curable adhesive sheet according to the present embodiment contains the ferromagnetic material (C) while the acrylic rubber (A) is sufficiently (completely) crosslinked by the crosslinking agent (B) after the heat curing.
- a large shearing force can be achieved as described above.
- thermosetting adhesive sheet having such a shearing force it is possible to effectively prevent the adhered members from being displaced due to aging or the like.
- the heat curable adhesive sheet according to this embodiment can also be used for the same applications as the heat curable adhesive composition T described above.
- the method for manufacturing a joined body is a method for producing a joined body by joining two or more adherends, at least one of which is made of a ferromagnetic material. First, two or more adherends are temporarily fixed using the above-described heat curable adhesive composition T or heat curable adhesive sheet, and then the heat curable adhesive composition T or heat curable adhesive is used. The sheet is heated to join the two or more adherends. More specifically, the following methods are exemplified.
- thermosetting adhesive sheet having the shape of the joint surface between the first member and the second member is prepared.
- the heat curable adhesive sheet is sandwiched between the joining surfaces of the two members, and the first member and the second member are temporarily fixed by the magnetic force (and adhesive force) of the heat curable adhesive sheet.
- operativity becomes a favorable thing.
- after heating a thermosetting type adhesive sheet it cools and the 1st member and the 2nd member are adhere
- the shapes of the first member and the second member are not particularly limited.
- thermosetting adhesive composition T As a second example, a method will be described in which a first member and a second member made of a ferromagnetic material are bonded to each other with a thermosetting adhesive composition T interposed therebetween.
- an adhesive part made of the thermosetting adhesive composition T is formed on the first member.
- the heat curable adhesive composition T may be applied to the first member, or the first member may be stacked on the heat curable adhesive composition T.
- the first member may be a ferromagnetic material or may not be a ferromagnetic material.
- the adhesive member formed on the first member is adsorbed to the second member by the magnetic force (and adhesive force) of the adhesive member, and the first member and the second member are temporarily fixed. .
- operativity becomes a favorable thing.
- thermosetting type adhesive composition T it cools and the 1st member and the 2nd member are adhere
- the adhesive in the joined body obtained as described above has high adhesive force and shearing force, and is excellent in heat resistance because it does not soften or melt even when reheated. Further, since the adhesive does not melt, the thickness change due to the magnetic field lines does not occur.
- the heat-curable adhesive composition T according to the present embodiment is used as a heat-curable adhesive elastic body that is bonded to a desired adherend other than the purpose of joining two or more members (adhesive bodies). can do.
- the heat curable adhesive elastic body according to the present embodiment is obtained by molding the heat curable adhesive composition T into a desired shape.
- Examples of the shape of the heat-curable adhesive elastic body include, for example, polygons such as triangles, quadrangles, pentagons, hexagons, and octagons, circles such as circles and ellipses, and rings obtained by removing the center of these shapes.
- Examples thereof include sheet-like bodies, plate-like bodies, block-like bodies, columnar bodies, and rod-like bodies having various shapes such as a shape.
- thermosetting adhesive composition T is not particularly limited, and examples thereof include a hot press method similar to the above-described manufacturing method of the thermosetting adhesive sheet, a T-die method, and the like.
- the heating temperature and heating time at that time are the same as in the method for producing the thermosetting adhesive sheet.
- thermosetting adhesive elastic body As the adherend to which the thermosetting adhesive elastic body is bonded, a member made of a ferromagnetic material is preferable. If the adherend is a member made of a ferromagnetic material, the heat-curable adhesive elastic body is temporarily fixed to the adherend by a magnetic force and then heated, whereby the heat-curable adhesive elastic body is bonded. Excellent workability. Thereby, a member with an elastic body is obtained. The heating temperature and heating time at that time are the same as those when the adherend is bonded with the above-described heat-curable adhesive composition T.
- the adherend is not particularly limited, and examples thereof include bodies and doors for automobiles, metal members for automobiles, steel frame portions and metal members in structures such as buildings, precision equipment, electronic equipment, and the like. Metal parts, metal members, and the like. That is, according to the thermosetting adhesive elastic body according to the present embodiment, a member with an elastic body can be obtained for the above members.
- Example 1 As the acrylic rubber (A), n-butyl acrylate (BA), ethyl acrylate (EA), and acrylic acid (AA) were copolymerized at a mass ratio of 60: 37: 3. An acrylic rubber having a molecular weight distribution (Mw / Mn) of 2.70 was prepared.
- thermosetting adhesive sheet was produced in the same manner as in Example 1 except that the types and blending amounts of the components constituting the thermosetting adhesive composition were changed as shown in Table 1.
- Example 6 as the acrylic rubber (A), n-butyl acrylate (BA), ethyl acrylate (EA), and acrylic acid (AA) were mixed at a mass ratio of 47: 50: 3. Polymerized acrylic rubber (mass average molecular weight 1 million) was used.
- Example 7 as acrylic rubber (A), n-butyl acrylate (BA), ethyl acrylate (EA), methoxyethyl acrylate (MEA), and acrylic acid (AA) : Acrylic rubber copolymerized at a mass ratio of 7: 33: 3 was used.
- crosslinking agent (B) shown in Table 1 are as follows. ⁇ "HDI”: Trimethylolpropane-modified hexamethylene diisocyanate (manufactured by Nippon Polyurethane Industry Co., Ltd., product name “Coronate HL”) "Block HDI”: urethane-modified hexamethylene diisocyanate blocked with 3,5-dimethylpyrazole (product name “Duranate E402-B80B” manufactured by Asahi Kasei Chemicals) “6-AHCA”: Hexamethylenediamine carbamate (manufactured by DuPont Elastomers, product name "Diac No.
- TDI trimethylolpropane modified tolylene diisocyanate (product name "Coronate L", manufactured by Nippon Polyurethane Industry Co., Ltd.)
- XDI Trimethylolpropane-modified xylylene diisocyanate (manufactured by Soken Chemicals, product name "TD-75")
- thermosetting adhesive sheets obtained in the examples and comparative examples were cut into a length of 38 mm and a width of 25 mm, and the release sheets on both sides were peeled off. This was used as a measurement sample.
- a bending resistance tester manufactured by Toyo Seiki Co., Ltd., product name “Gurley type flexibility tester”
- Gurley type flexibility tester according to the Gurley method of JIS L 1096 (1999) 8.20.1
- thermosetting adhesive sheets obtained in Examples and Comparative Examples were cut into 1 cm ⁇ 1 cm squares. Then, peeling off the one of the release sheet was the thermosetting adhesive sheet was attached to a stainless steel plate (SUS430 (2B) # 280HL, thickness 0.5 mm) (adhesion area is 1 cm 2). Next, the other release sheet is peeled off, the heat-curable adhesive sheet is attached to a separately prepared stainless steel plate (thickness 0.5 mm), and heated at 150 ° C. for 40 minutes or 180 ° C. for 30 minutes, Returned to.
- the heat-curable adhesive sheets obtained in the examples had low bending resistance, excellent flexibility, and good surface magnetic force before heating. Moreover, a large shearing force was exhibited after heat curing.
- the heat curable adhesive composition and the heat curable adhesive sheet according to the present invention are suitable for joining a certain member and a member made of a ferromagnetic material, or for joining members made of a ferromagnetic material to each other. Can be used. Moreover, the heat-curable adhesive elastic body according to the present invention can be suitably used for manufacturing a member with an elastic body formed by bonding an elastic body to a ferromagnetic material.
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Abstract
Description
〔加熱硬化型接着剤組成物〕
本実施形態に係る加熱硬化型接着剤組成物(以下、「加熱硬化型接着剤組成物T」という場合がある。)は、アクリルゴム(A)と、イソシアネート系架橋剤、ブロックイソシアネート系架橋剤およびアミン系架橋剤からなる群から選ばれる少なくとも1種の架橋剤(B)と、強磁性体(C)とを含有する。 Hereinafter, embodiments of the present invention will be described.
[Heat-curing adhesive composition]
The heat curable adhesive composition according to the present embodiment (hereinafter sometimes referred to as “heat curable adhesive composition T”) includes an acrylic rubber (A), an isocyanate-based crosslinking agent, and a blocked isocyanate-based crosslinking agent. And at least one cross-linking agent (B) selected from the group consisting of amine-based cross-linking agents and a ferromagnetic material (C).
本明細書におけるアクリルゴムとは、(メタ)アクリル酸エステルに由来する構成単位からなる単独重合体、(メタ)アクリル酸エステルに由来する構成単位からなる共重合体、(メタ)アクリル酸エステルに由来する構成単位と(メタ)アクリル酸エステル以外の重合性モノマーに由来する構成単位との共重合体、またはそれらの混合物であって、ゴム状弾性体としての機械的性質を有する材料をいう。このアクリルゴムは、通常粘着力は殆どないか、微小な粘着力を有する。なお、本明細書において、(メタ)アクリル酸エステルとは、アクリル酸エステル及びメタクリル酸エステルの両方を意味する。他の類似用語も同様である。 (1) Acrylic rubber (A)
The acrylic rubber in this specification is a homopolymer composed of structural units derived from (meth) acrylic acid esters, a copolymer composed of structural units derived from (meth) acrylic acid esters, and (meth) acrylic acid esters. It is a copolymer of a structural unit derived from a structural unit derived from a polymerizable monomer other than (meth) acrylic acid ester, or a mixture thereof, and refers to a material having mechanical properties as a rubbery elastic body. This acrylic rubber usually has little or no adhesion. In this specification, (meth) acrylic acid ester means both acrylic acid ester and methacrylic acid ester. The same applies to other similar terms.
架橋剤(B)は、イソシアネート系架橋剤、ブロックイソシアネート系架橋剤およびアミン系架橋剤からなる群から選ばれる少なくとも1種である。これらの架橋剤によれば、アクリルゴム(A)の架橋を良好に行い、所望の物性を得ることができる。また、加熱の程度によって、アクリルゴム(A)の架橋の度合いを容易に制御することができる。 (2) Crosslinking agent (B)
The crosslinking agent (B) is at least one selected from the group consisting of an isocyanate crosslinking agent, a blocked isocyanate crosslinking agent, and an amine crosslinking agent. According to these cross-linking agents, the acrylic rubber (A) can be well cross-linked and desired physical properties can be obtained. Further, the degree of crosslinking of the acrylic rubber (A) can be easily controlled by the degree of heating.
本実施形態に係る加熱硬化型接着剤組成物Tに用いられる強磁性体(C)は、外部磁場がなくても自発磁化を持つことができる物質であり、フェリ磁性体も含まれる。強磁性体(C)としては、具体的には、鉄、ニッケル、コバルト等の金属やそれらの合金(例えばステンレススチール)または酸化物、あるいはストロンチウムフェライト、バリウムフェライト、マンガン亜鉛フェライト、ニッケル亜鉛フェライト、銅亜鉛フェライト等のフェライト系、アルミニウム-ニッケル-コバルト合金のようなアルニコ系、希土類-遷移金属系(例:SmCo系,SmFeN系,NbFeB系)等の希土類系などの磁性体が挙げられる。これらの中でも、初期磁性を細かくコントロールすることが容易という観点から、フェライト系が好ましく、中でもストロンチウムフェライトが特に好ましい。 (3) Ferromagnetic material (C)
The ferromagnetic material (C) used in the heat-curable adhesive composition T according to the present embodiment is a substance that can have spontaneous magnetization without an external magnetic field, and includes a ferrimagnetic material. Specific examples of the ferromagnet (C) include metals such as iron, nickel, and cobalt, alloys thereof (for example, stainless steel) or oxides, strontium ferrite, barium ferrite, manganese zinc ferrite, nickel zinc ferrite, Examples include magnetic materials such as ferritic materials such as copper zinc ferrite, rare earth materials such as alnico materials such as aluminum-nickel-cobalt alloys, and rare earth-transition metal materials (eg, SmCo materials, SmFeN materials, NbFeB materials). Among these, from the viewpoint that it is easy to finely control the initial magnetism, a ferrite type is preferable, and strontium ferrite is particularly preferable.
本実施形態に係る加熱硬化型接着剤組成物Tは、上記成分の他、例えば、老化防止剤、発泡剤、粘着付与剤、酸化防止剤、充填剤、分散剤等の1種以上を適宜含有してもよい。 (4) Other components The thermosetting adhesive composition T according to the present embodiment includes, for example, an anti-aging agent, a foaming agent, a tackifier, an antioxidant, a filler, and a dispersant in addition to the above components. You may contain 1 or more types suitably.
本実施形態に係る加熱硬化型接着剤組成物Tを製造するには、アクリルゴム(A)、架橋剤(B)、強磁性体(C)、および所望により他の成分を配合し、混合すればよい。架橋剤(B)としてイソシアネート系架橋剤および/またはアミン系架橋剤を使用した場合、混合物を40~80℃程度で1~20分間加熱することにより、アクリルゴム(A)を半架橋状態にすることができる。 (5) Manufacturing method of heat curable adhesive composition To manufacture the heat curable adhesive composition T according to this embodiment, acrylic rubber (A), crosslinking agent (B), ferromagnetic material (C). , And if necessary, other ingredients may be blended and mixed. When an isocyanate crosslinking agent and / or an amine crosslinking agent is used as the crosslinking agent (B), the acrylic rubber (A) is brought into a semi-crosslinked state by heating the mixture at about 40 to 80 ° C. for 1 to 20 minutes. be able to.
以上説明したように、本実施形態に係る加熱硬化型接着剤組成物Tは、初期段階(加熱硬化前)では、磁力、および場合によっては微小な粘着力により、強磁性材料に対して優れた仮固定力を示す。また、加熱硬化前の加熱硬化型接着剤組成物Tは、柔軟性に優れるため、シート状に成形すれば、被着体が三次元曲面を有する場合であっても、当該三次元曲面に良好に追従する。そして、加熱硬化型接着剤組成物Tを加熱硬化してなる接着剤は、高い接着力を示すとともに、大きなせん断力および良好な弾性を発揮する。また、当該接着剤は、再加熱しても軟化・溶融しないため、耐熱性に優れ、さらには、磁力線による肉厚変化が生じない。 (6) Effects and uses of heat curable adhesive composition As described above, the heat curable adhesive composition T according to the present embodiment has a magnetic force and, in some cases, at an initial stage (before heat curing). Excellent temporary fixing force for ferromagnetic materials due to minute adhesion. Moreover, since the heat-curable adhesive composition T before heat-curing is excellent in flexibility, it is excellent in the three-dimensional curved surface even if the adherend has a three-dimensional curved surface if formed into a sheet shape. Follow. And the adhesive formed by heat-curing the thermosetting adhesive composition T exhibits a high shearing force and exhibits a large shearing force and good elasticity. Further, since the adhesive does not soften or melt even when reheated, the adhesive is excellent in heat resistance, and further, there is no change in thickness due to magnetic lines of force.
本実施形態に係る加熱硬化型接着シートは、上記加熱硬化型接着剤組成物Tをシート状に成形したものである。この加熱硬化型接着シートの厚さは、その用途にもよるが、通常は0.1~5mmであることが好ましく、特に0.2~3mmであることが好ましく、さらには0.3~2mmであることが好ましい。 [Thermosetting adhesive sheet]
The thermosetting adhesive sheet according to the present embodiment is obtained by molding the thermosetting adhesive composition T into a sheet shape. The thickness of the thermosetting adhesive sheet is usually 0.1 to 5 mm, preferably 0.2 to 3 mm, more preferably 0.3 to 2 mm, although it depends on the application. It is preferable that
ここで、本発明の一実施形態に係る接合体の製造方法について説明する。
本実施形態に係る接合体の製造方法は、少なくとも一つが強磁性材料からなる2以上の被接着体を接合することにより、接合体を製造する方法である。まず、前述した加熱硬化型接着剤組成物Tまたは加熱硬化型接着シートを使用して、2以上の被接着体を仮固定し、その後、上記加熱硬化型接着剤組成物Tまたは加熱硬化型接着シートを加熱し、上記2以上の被接着体を接合する。より具体的には、以下の方法が例示される。 [Method of manufacturing joined body]
Here, the manufacturing method of the joined body which concerns on one Embodiment of this invention is demonstrated.
The method for manufacturing a joined body according to the present embodiment is a method for producing a joined body by joining two or more adherends, at least one of which is made of a ferromagnetic material. First, two or more adherends are temporarily fixed using the above-described heat curable adhesive composition T or heat curable adhesive sheet, and then the heat curable adhesive composition T or heat curable adhesive is used. The sheet is heated to join the two or more adherends. More specifically, the following methods are exemplified.
本実施形態に係る加熱硬化型接着剤組成物Tは、2以上の部材(被接着体)を接合する目的以外にも、所望の被接着体に接着される加熱硬化型接着性弾性体として使用することができる。本実施形態に係る加熱硬化型接着性弾性体は、上記加熱硬化型接着剤組成物Tを所望の形状に成形したものである。 [Heat-curing adhesive elastic body]
The heat-curable adhesive composition T according to the present embodiment is used as a heat-curable adhesive elastic body that is bonded to a desired adherend other than the purpose of joining two or more members (adhesive bodies). can do. The heat curable adhesive elastic body according to the present embodiment is obtained by molding the heat curable adhesive composition T into a desired shape.
アクリルゴム(A)として、アクリル酸n-ブチル(BA)と、アクリル酸エチル(EA)と、アクリル酸(AA)とを、60:37:3の質量比で共重合させた質量平均分子量130万、分子量分布(Mw/Mn)2.70のアクリルゴムを用意した。 [Example 1]
As the acrylic rubber (A), n-butyl acrylate (BA), ethyl acrylate (EA), and acrylic acid (AA) were copolymerized at a mass ratio of 60: 37: 3. An acrylic rubber having a molecular weight distribution (Mw / Mn) of 2.70 was prepared.
加熱硬化型接着剤組成物を構成する各成分の種類および配合量を表1に示すように変更する以外、実施例1と同様にして加熱硬化型接着シートを製造した。なお、実施例6では、アクリルゴム(A)として、アクリル酸n-ブチル(BA)と、アクリル酸エチル(EA)と、アクリル酸(AA)とを、47:50:3の質量比で共重合させたアクリルゴム(質量平均分子量100万)を使用した。また、実施例7では、アクリルゴム(A)として、アクリル酸n-ブチル(BA)と、アクリル酸エチル(EA)と、アクリル酸メトキシエチル(MEA)と、アクリル酸(AA)とを、57:7:33:3の質量比で共重合させたアクリルゴムを使用した。 [Examples 2 to 9, Comparative Example 1]
A thermosetting adhesive sheet was produced in the same manner as in Example 1 except that the types and blending amounts of the components constituting the thermosetting adhesive composition were changed as shown in Table 1. In Example 6, as the acrylic rubber (A), n-butyl acrylate (BA), ethyl acrylate (EA), and acrylic acid (AA) were mixed at a mass ratio of 47: 50: 3. Polymerized acrylic rubber (mass average molecular weight 1 million) was used. In Example 7, as acrylic rubber (A), n-butyl acrylate (BA), ethyl acrylate (EA), methoxyethyl acrylate (MEA), and acrylic acid (AA) : Acrylic rubber copolymerized at a mass ratio of 7: 33: 3 was used.
・「HDI」:トリメチロールプロパン変性ヘキサメチレンジイソシアネート(日本ポリウレタン工業社製,製品名「コロネートHL」)
・「ブロックHDI」:3,5-ジメチルピラゾールでブロックされたウレタン変性ヘキサメチレンジイソシアネート(旭化成ケミカルズ社製,製品名「デュラネートE402-B80B」)
・「6-AHCA」:ヘキサメチレンジアミンカルバメート(デュポンエラストマー社製,製品名「ダイアックNo.1」)
・「TDI」:トリメチロールプロパン変性トリレンジイソシアネート(日本ポリウレタン工業社製,製品名「コロネートL」)
・「XDI」:トリメチロールプロパン変性キシリレンジイソシアネート(綜研化学社製,製品名「TD-75」) The details of the crosslinking agent (B) shown in Table 1 are as follows.
・ "HDI": Trimethylolpropane-modified hexamethylene diisocyanate (manufactured by Nippon Polyurethane Industry Co., Ltd., product name "Coronate HL")
"Block HDI": urethane-modified hexamethylene diisocyanate blocked with 3,5-dimethylpyrazole (product name "Duranate E402-B80B" manufactured by Asahi Kasei Chemicals)
"6-AHCA": Hexamethylenediamine carbamate (manufactured by DuPont Elastomers, product name "Diac No. 1")
"TDI": trimethylolpropane modified tolylene diisocyanate (product name "Coronate L", manufactured by Nippon Polyurethane Industry Co., Ltd.)
・ "XDI": Trimethylolpropane-modified xylylene diisocyanate (manufactured by Soken Chemicals, product name "TD-75")
実施例および比較例で得られた加熱硬化型接着シートを長さ38mm、幅25mmに裁断し、両面の剥離シートを剥離し、これを測定用サンプルとした。当該測定用サンプルについて、剛軟度試験機(東洋精機社製,製品名「ガーレ式柔軟度試験機」)を使用し、JIS L 1096(1999)8.20.1のガーレ法に準じて、剛軟度(mN)を測定した。結果を表2に示す。 [Test Example 1] (Measurement of bending resistance before heating)
The thermosetting adhesive sheets obtained in the examples and comparative examples were cut into a length of 38 mm and a width of 25 mm, and the release sheets on both sides were peeled off. This was used as a measurement sample. For the measurement sample, using a bending resistance tester (manufactured by Toyo Seiki Co., Ltd., product name “Gurley type flexibility tester”), according to the Gurley method of JIS L 1096 (1999) 8.20.1, The bending resistance (mN) was measured. The results are shown in Table 2.
実施例および比較例で得られた加熱硬化型接着シートから一方の剥離シートを剥離し、露出した加熱硬化型接着シートの表面から1cm離れた距離で、ガウスメーター(東洋テクニカ社製,製品名「5080型ハンディガウスメータ」)により常温での表面磁力(mT)を測定した。結果を表2に示す。 [Test Example 2] (Measurement of surface magnetic force before heating)
One release sheet was peeled off from the heat-curable adhesive sheets obtained in Examples and Comparative Examples, and a Gauss meter (product name “Toyo Technica Co., Ltd., product name“ Surface magnetic force (mT) at room temperature was measured with a 5080 type handy Gauss meter "). The results are shown in Table 2.
実施例および比較例で得られた加熱硬化型接着シートを、1cm×1cmの正方形に裁断した。そして、一方の剥離シートを剥離し、当該加熱硬化型接着シートをステンレス鋼板(SUS430(2B)#280HL,厚さ0.5mm)に貼付した(貼付面積は1cm2)。次いで、他方の剥離シートを剥離し、当該加熱硬化型接着シートを別に用意したステンレス鋼板(厚さ0.5mm)に貼付して、150℃で40分間または180℃で30分間加熱した後、常温に戻した。このようにして加熱硬化した接着剤について、材料試験機(インストロン社製,製品名「5581」)を使用し、JIS K6850に従って、一方のステンレス鋼板を固定しつつ他方のステンレス鋼板を試験速度50mm/minで動かしてせん断力(N/cm2)を測定した。結果を表2に示す。 [Test Example 3] (Measurement of shearing force after heating)
The thermosetting adhesive sheets obtained in Examples and Comparative Examples were cut into 1 cm × 1 cm squares. Then, peeling off the one of the release sheet was the thermosetting adhesive sheet was attached to a stainless steel plate (SUS430 (2B) # 280HL, thickness 0.5 mm) (adhesion area is 1 cm 2). Next, the other release sheet is peeled off, the heat-curable adhesive sheet is attached to a separately prepared stainless steel plate (thickness 0.5 mm), and heated at 150 ° C. for 40 minutes or 180 ° C. for 30 minutes, Returned to. For the heat-cured adhesive in this way, a material testing machine (product name “5581” manufactured by Instron Co., Ltd.) is used, and in accordance with JIS K6850, one stainless steel plate is fixed and the other stainless steel plate is tested at a test speed of 50 mm. The shearing force (N / cm 2 ) was measured by moving at / min. The results are shown in Table 2.
Claims (11)
- アクリルゴム(A)と、
イソシアネート系架橋剤、ブロックイソシアネート系架橋剤およびアミン系架橋剤からなる群から選ばれる少なくとも1種の架橋剤(B)と、
強磁性体(C)と
を含有することを特徴とする加熱硬化型接着剤組成物。 Acrylic rubber (A),
At least one crosslinking agent (B) selected from the group consisting of an isocyanate crosslinking agent, a blocked isocyanate crosslinking agent and an amine crosslinking agent;
A thermosetting adhesive composition comprising a ferromagnetic material (C). - 前記強磁性体(C)の含有量は、前記アクリルゴム(A)100質量部に対して150~600質量部であることを特徴とする請求項1に記載の加熱硬化型接着剤組成物。 2. The thermosetting adhesive composition according to claim 1, wherein the content of the ferromagnetic material (C) is 150 to 600 parts by mass with respect to 100 parts by mass of the acrylic rubber (A).
- 前記強磁性体(C)は、ストロンチウムフェライトであることを特徴とする請求項1または2に記載の加熱硬化型接着剤組成物。 The heat curable adhesive composition according to claim 1 or 2, wherein the ferromagnetic material (C) is strontium ferrite.
- 前記アクリルゴム(A)は、(メタ)アクリル酸アルキルエステルに由来する構成単位および反応性官能基を有するモノマーに由来する構成単位を含む共重合体であることを特徴とする請求項1~3のいずれか一項に記載の加熱硬化型接着剤組成物。 The acrylic rubber (A) is a copolymer containing a structural unit derived from a (meth) acrylic acid alkyl ester and a structural unit derived from a monomer having a reactive functional group. The heat-curable adhesive composition according to any one of the above.
- 前記アクリルゴム(A)は、未架橋状態または前記架橋剤(B)による半架橋状態にあることを特徴とする請求項1~4のいずれか一項に記載の加熱硬化型接着剤組成物。 The thermosetting adhesive composition according to any one of claims 1 to 4, wherein the acrylic rubber (A) is in an uncrosslinked state or in a semi-crosslinked state with the crosslinking agent (B).
- 請求項1~5のいずれか一項に記載の加熱硬化型接着剤組成物をシート状に成形してなる加熱硬化型接着シート。 A heat curable adhesive sheet obtained by molding the heat curable adhesive composition according to any one of claims 1 to 5 into a sheet shape.
- 厚さ1mmのシート状に成形したときに、ガーレ法により測定した剛軟度が10~2000Nであることを特徴とする請求項6に記載の加熱硬化型接着シート。 The heat-curable adhesive sheet according to claim 6, wherein when formed into a 1 mm thick sheet, the bending resistance measured by the Gurley method is 10 to 2000 N.
- 請求項6または7に記載の加熱硬化型接着シートを介して、強磁性材料からなる第1の部材と、強磁性材料からなる第2の部材とを仮固定し、
次いで前記加熱硬化型接着シートを加熱して、前記加熱硬化型接着剤組成物の接着力を発現させ、前記第1の部材と前記第2の部材とを接合する
ことを特徴とする接合体の製造方法。 A first member made of a ferromagnetic material and a second member made of a ferromagnetic material are temporarily fixed through the thermosetting adhesive sheet according to claim 6 or 7,
Next, the thermosetting adhesive sheet is heated to develop the adhesive force of the thermosetting adhesive composition, and the first member and the second member are joined. Production method. - 請求項1~5のいずれか一項に記載の加熱硬化型接着剤組成物からなる接着剤部を第1の部材に形成し、
前記接着剤部を介して、前記第1の部材と、強磁性材料からなる第2の部材とを仮固定し、
次いで前記接着剤部を加熱して、前記加熱硬化型接着剤組成物の接着力を発現させ、前記第1の部材と前記第2の部材とを接合する
ことを特徴とする接合体の製造方法。 Forming an adhesive part comprising the heat-curable adhesive composition according to any one of claims 1 to 5 on a first member;
Temporarily fixing the first member and the second member made of a ferromagnetic material through the adhesive portion,
Next, the adhesive part is heated to develop the adhesive strength of the thermosetting adhesive composition, and the first member and the second member are joined together. . - 請求項1~5のいずれか一項に記載の加熱硬化型接着剤組成物を成形してなる加熱硬化型接着性弾性体。 A heat-curable adhesive elastic body obtained by molding the heat-curable adhesive composition according to any one of claims 1 to 5.
- 請求項10に記載の加熱硬化型接着性弾性体を、強磁性材料からなる部材に仮固定し、
次いで前記加熱硬化型接着性弾性体を加熱して、前記加熱硬化型接着剤組成物の接着力を発現させ、前記加熱硬化型接着性弾性体を前記部材に接着し、もって弾性体付き部材とする
ことを特徴とする弾性体付き部材の製造方法。 The thermosetting adhesive elastic body according to claim 10 is temporarily fixed to a member made of a ferromagnetic material,
Next, the heat curable adhesive elastic body is heated to develop the adhesive force of the heat curable adhesive composition, the heat curable adhesive elastic body is adhered to the member, and a member with an elastic body is obtained. The manufacturing method of the member with an elastic body characterized by doing.
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JPS61276874A (en) * | 1985-05-31 | 1986-12-06 | Bridgestone Corp | Magnetic adhesive |
JP2002127142A (en) * | 2000-10-23 | 2002-05-08 | Nitto Denko Corp | Tacky member which can be fractionated from plastic for recycling |
JP2009526878A (en) * | 2006-02-16 | 2009-07-23 | エボニック レーム ゲゼルシャフト ミット ベシュレンクテル ハフツング | Method for adhering materials using nanoscale superparamagnetic poly (meth) acrylate polymers |
WO2009119885A1 (en) * | 2008-03-27 | 2009-10-01 | リンテック株式会社 | Adhesive composition, adhesive sheet, and adhesive molded product |
JP2012193278A (en) * | 2011-03-16 | 2012-10-11 | Somar Corp | Pressure-sensitive adhesive composition and pressure-sensitive adhesive sheet made using the same |
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JPH0195174A (en) * | 1987-10-06 | 1989-04-13 | Nok Corp | Adhesive curable by microwave heating |
JPH05311134A (en) * | 1992-05-07 | 1993-11-22 | Nitto Denko Corp | High-frequency heating-type adhesive |
JP2851800B2 (en) * | 1994-10-20 | 1999-01-27 | インダストリアル テクノロジー リサーチ インスチチュート | Method for connecting circuit member and substrate using conductive adhesive |
JPH08148325A (en) * | 1994-11-24 | 1996-06-07 | Tokin Corp | Magnetic adhesive |
JPH0996092A (en) * | 1995-10-03 | 1997-04-08 | Denki Kagaku Kogyo Kk | Floor face with protruded part and laying method thereof |
US5985435A (en) * | 1996-01-23 | 1999-11-16 | L & L Products, Inc. | Magnetized hot melt adhesive articles |
US7781508B2 (en) * | 2005-06-10 | 2010-08-24 | Nok Corporation | Rubber composition |
WO2013168616A1 (en) * | 2012-05-07 | 2013-11-14 | リンテック株式会社 | Masking material, method for manufacturing masking material, masking member, masking method, and method for manufacturing coated member |
KR20160063354A (en) * | 2013-09-27 | 2016-06-03 | 린텍 가부시키가이샤 | Thermal curing-type magnetizable adhesive composition and adhesive sheet |
-
2014
- 2014-12-18 JP JP2016506094A patent/JPWO2015133040A1/en active Pending
- 2014-12-18 CN CN201480076829.8A patent/CN106068316B/en not_active Expired - Fee Related
- 2014-12-18 KR KR1020167027301A patent/KR20160130438A/en not_active Application Discontinuation
- 2014-12-18 WO PCT/JP2014/083533 patent/WO2015133040A1/en active Application Filing
-
2015
- 2015-01-15 TW TW104101284A patent/TW201534672A/en unknown
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS61276874A (en) * | 1985-05-31 | 1986-12-06 | Bridgestone Corp | Magnetic adhesive |
JP2002127142A (en) * | 2000-10-23 | 2002-05-08 | Nitto Denko Corp | Tacky member which can be fractionated from plastic for recycling |
JP2009526878A (en) * | 2006-02-16 | 2009-07-23 | エボニック レーム ゲゼルシャフト ミット ベシュレンクテル ハフツング | Method for adhering materials using nanoscale superparamagnetic poly (meth) acrylate polymers |
WO2009119885A1 (en) * | 2008-03-27 | 2009-10-01 | リンテック株式会社 | Adhesive composition, adhesive sheet, and adhesive molded product |
JP2012193278A (en) * | 2011-03-16 | 2012-10-11 | Somar Corp | Pressure-sensitive adhesive composition and pressure-sensitive adhesive sheet made using the same |
Also Published As
Publication number | Publication date |
---|---|
CN106068316B (en) | 2018-05-29 |
TW201534672A (en) | 2015-09-16 |
KR20160130438A (en) | 2016-11-11 |
CN106068316A (en) | 2016-11-02 |
JPWO2015133040A1 (en) | 2017-04-06 |
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