KR101612243B1 - 2파트 시아노아크릴레이트/양이온 경화성 접착제 시스템 - Google Patents
2파트 시아노아크릴레이트/양이온 경화성 접착제 시스템 Download PDFInfo
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- KR101612243B1 KR101612243B1 KR1020157025893A KR20157025893A KR101612243B1 KR 101612243 B1 KR101612243 B1 KR 101612243B1 KR 1020157025893 A KR1020157025893 A KR 1020157025893A KR 20157025893 A KR20157025893 A KR 20157025893A KR 101612243 B1 KR101612243 B1 KR 101612243B1
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- epoxy
- cyanoacrylate
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- acid
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- 229920001651 Cyanoacrylate Polymers 0.000 title claims abstract description 77
- MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 title claims abstract description 70
- 239000000853 adhesive Substances 0.000 title claims abstract description 69
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 69
- 150000001768 cations Chemical class 0.000 claims abstract description 13
- 239000000203 mixture Substances 0.000 claims description 98
- 229920001971 elastomer Polymers 0.000 claims description 82
- 239000005060 rubber Substances 0.000 claims description 78
- 239000004593 Epoxy Substances 0.000 claims description 76
- -1 Lithium tetrafluoroborate Chemical compound 0.000 claims description 54
- 239000000758 substrate Substances 0.000 claims description 39
- 239000000178 monomer Substances 0.000 claims description 33
- 229920001577 copolymer Polymers 0.000 claims description 23
- 239000011258 core-shell material Substances 0.000 claims description 20
- 239000011951 cationic catalyst Substances 0.000 claims description 17
- 239000002253 acid Substances 0.000 claims description 16
- 239000003999 initiator Substances 0.000 claims description 15
- 229910052751 metal Inorganic materials 0.000 claims description 14
- 239000002184 metal Substances 0.000 claims description 14
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 11
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 8
- 239000005977 Ethylene Substances 0.000 claims description 8
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 8
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- 150000002739 metals Chemical class 0.000 claims description 7
- 230000000269 nucleophilic effect Effects 0.000 claims description 7
- SOSPMXMEOFGPIM-UHFFFAOYSA-N 3,5-dibromopyridine Chemical group BrC1=CN=CC(Br)=C1 SOSPMXMEOFGPIM-UHFFFAOYSA-N 0.000 claims description 6
- WPGHPGAUFIJVJF-UHFFFAOYSA-N 3,5-dichloropyridine Chemical compound ClC1=CN=CC(Cl)=C1 WPGHPGAUFIJVJF-UHFFFAOYSA-N 0.000 claims description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 claims description 6
- 239000004014 plasticizer Substances 0.000 claims description 6
- 239000012745 toughening agent Substances 0.000 claims description 6
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 5
- 150000007513 acids Chemical class 0.000 claims description 5
- 229910052782 aluminium Inorganic materials 0.000 claims description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 5
- 229910052791 calcium Inorganic materials 0.000 claims description 5
- 239000011575 calcium Substances 0.000 claims description 5
- NWVVVBRKAWDGAB-UHFFFAOYSA-N hydroquinone methyl ether Natural products COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 claims description 5
- GYVGXEWAOAAJEU-UHFFFAOYSA-N n,n,4-trimethylaniline Chemical compound CN(C)C1=CC=C(C)C=C1 GYVGXEWAOAAJEU-UHFFFAOYSA-N 0.000 claims description 5
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 5
- 150000003553 thiiranes Chemical class 0.000 claims description 5
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 4
- 239000004698 Polyethylene Substances 0.000 claims description 4
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 claims description 4
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 claims description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 4
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 230000009977 dual effect Effects 0.000 claims description 4
- 239000000945 filler Substances 0.000 claims description 4
- 229910052749 magnesium Inorganic materials 0.000 claims description 4
- 239000011777 magnesium Substances 0.000 claims description 4
- 229920000573 polyethylene Polymers 0.000 claims description 4
- 229920002689 polyvinyl acetate Polymers 0.000 claims description 4
- 239000011118 polyvinyl acetate Substances 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 claims description 3
- WIWGQFIYDDVABV-UHFFFAOYSA-N 4-tert-butyl-1,3-benzothiazole-2-sulfonamide Chemical compound CC(C)(C)C1=CC=CC2=C1N=C(S(N)(=O)=O)S2 WIWGQFIYDDVABV-UHFFFAOYSA-N 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 3
- 229910052796 boron Inorganic materials 0.000 claims description 3
- 125000001188 haloalkyl group Chemical group 0.000 claims description 3
- WGJJZRVGLPOKQT-UHFFFAOYSA-K lanthanum(3+);trifluoromethanesulfonate Chemical compound [La+3].[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F WGJJZRVGLPOKQT-UHFFFAOYSA-K 0.000 claims description 3
- 229910001496 lithium tetrafluoroborate Inorganic materials 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 150000002989 phenols Chemical class 0.000 claims description 3
- HCNHNBLSNVSJTJ-UHFFFAOYSA-N 1,1-Bis(4-hydroxyphenyl)ethane Chemical compound C=1C=C(O)C=CC=1C(C)C1=CC=C(O)C=C1 HCNHNBLSNVSJTJ-UHFFFAOYSA-N 0.000 claims description 2
- ZFMOJHVRFMOIGF-UHFFFAOYSA-N 2,4,6-trimethoxy-1,3,5,2,4,6-trioxatriborinane Chemical compound COB1OB(OC)OB(OC)O1 ZFMOJHVRFMOIGF-UHFFFAOYSA-N 0.000 claims description 2
- RILZRCJGXSFXNE-UHFFFAOYSA-N 2-[4-(trifluoromethoxy)phenyl]ethanol Chemical compound OCCC1=CC=C(OC(F)(F)F)C=C1 RILZRCJGXSFXNE-UHFFFAOYSA-N 0.000 claims description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 125000005410 aryl sulfonium group Chemical group 0.000 claims description 2
- 239000012954 diazonium Substances 0.000 claims description 2
- 150000001989 diazonium salts Chemical class 0.000 claims description 2
- 229910052744 lithium Inorganic materials 0.000 claims description 2
- RHFUXPCCELGMFC-UHFFFAOYSA-N n-(6-cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl)-n-phenylmethoxyacetamide Chemical compound OC1C(C)(C)OC2=CC=C(C#N)C=C2C1N(C(=O)C)OCC1=CC=CC=C1 RHFUXPCCELGMFC-UHFFFAOYSA-N 0.000 claims description 2
- 230000000737 periodic effect Effects 0.000 claims description 2
- 150000004714 phosphonium salts Chemical group 0.000 claims description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 2
- 150000004992 toluidines Chemical class 0.000 claims description 2
- 125000005409 triarylsulfonium group Chemical group 0.000 claims description 2
- AHZJKOKFZJYCLG-UHFFFAOYSA-K trifluoromethanesulfonate;ytterbium(3+) Chemical compound [Yb+3].[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F AHZJKOKFZJYCLG-UHFFFAOYSA-K 0.000 claims description 2
- DXYYSGDWQCSKKO-UHFFFAOYSA-N 2-methylbenzothiazole Chemical compound C1=CC=C2SC(C)=NC2=C1 DXYYSGDWQCSKKO-UHFFFAOYSA-N 0.000 claims 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 2
- CJAAPVQEZPAQNI-UHFFFAOYSA-N (2-methylphenyl)methanamine Chemical compound CC1=CC=CC=C1CN CJAAPVQEZPAQNI-UHFFFAOYSA-N 0.000 claims 1
- 125000006647 (C3-C15) cycloalkyl group Chemical group 0.000 claims 1
- UTBVIMLZIRIFFR-UHFFFAOYSA-N 2-methylthio-1,3-benzothiazole Chemical compound C1=CC=C2SC(SC)=NC2=C1 UTBVIMLZIRIFFR-UHFFFAOYSA-N 0.000 claims 1
- 235000010290 biphenyl Nutrition 0.000 claims 1
- 239000004305 biphenyl Substances 0.000 claims 1
- 239000011967 lanthanide triflate Substances 0.000 claims 1
- 229910003002 lithium salt Inorganic materials 0.000 claims 1
- 159000000002 lithium salts Chemical class 0.000 claims 1
- 150000008648 triflates Chemical class 0.000 claims 1
- 239000002245 particle Substances 0.000 description 88
- 229920000647 polyepoxide Polymers 0.000 description 33
- 239000000047 product Substances 0.000 description 33
- 239000003822 epoxy resin Substances 0.000 description 30
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 25
- 229920000642 polymer Polymers 0.000 description 25
- 239000000463 material Substances 0.000 description 20
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 18
- 229920005989 resin Polymers 0.000 description 18
- 239000011347 resin Substances 0.000 description 18
- 229910001209 Low-carbon steel Inorganic materials 0.000 description 14
- 231100000647 material safety data sheet Toxicity 0.000 description 14
- 239000003381 stabilizer Substances 0.000 description 14
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 13
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 12
- 229920003023 plastic Polymers 0.000 description 12
- 239000004033 plastic Substances 0.000 description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- 230000032683 aging Effects 0.000 description 9
- 229920006332 epoxy adhesive Polymers 0.000 description 9
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 9
- 239000000377 silicon dioxide Substances 0.000 description 9
- KUBDPQJOLOUJRM-UHFFFAOYSA-N 2-(chloromethyl)oxirane;4-[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound ClCC1CO1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 KUBDPQJOLOUJRM-UHFFFAOYSA-N 0.000 description 8
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 8
- 239000000654 additive Substances 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- NLCKLZIHJQEMCU-UHFFFAOYSA-N cyano prop-2-enoate Chemical class C=CC(=O)OC#N NLCKLZIHJQEMCU-UHFFFAOYSA-N 0.000 description 8
- 239000006185 dispersion Substances 0.000 description 8
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 7
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 7
- 125000003545 alkoxy group Chemical group 0.000 description 7
- 230000009477 glass transition Effects 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 6
- DFPOZTRSOAQFIK-UHFFFAOYSA-N S,S-dimethyl-beta-propiothetin Chemical compound C[S+](C)CCC([O-])=O DFPOZTRSOAQFIK-UHFFFAOYSA-N 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 150000002009 diols Chemical class 0.000 description 6
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
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- 238000003878 thermal aging Methods 0.000 description 6
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- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 description 5
- 239000004594 Masterbatch (MB) Substances 0.000 description 5
- 239000005062 Polybutadiene Substances 0.000 description 5
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 5
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 5
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 5
- 125000002091 cationic group Chemical group 0.000 description 5
- 239000011353 cycloaliphatic epoxy resin Substances 0.000 description 5
- FGBJXOREULPLGL-UHFFFAOYSA-N ethyl cyanoacrylate Chemical compound CCOC(=O)C(=C)C#N FGBJXOREULPLGL-UHFFFAOYSA-N 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- 230000004048 modification Effects 0.000 description 5
- 238000012986 modification Methods 0.000 description 5
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 5
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- 230000009467 reduction Effects 0.000 description 5
- 229920001897 terpolymer Polymers 0.000 description 5
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 4
- 239000004830 Super Glue Substances 0.000 description 4
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 4
- 125000000129 anionic group Chemical group 0.000 description 4
- 229940106691 bisphenol a Drugs 0.000 description 4
- 150000001993 dienes Chemical class 0.000 description 4
- 239000000806 elastomer Substances 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 229910021485 fumed silica Inorganic materials 0.000 description 4
- 125000000524 functional group Chemical group 0.000 description 4
- 230000006872 improvement Effects 0.000 description 4
- 229920003986 novolac Polymers 0.000 description 4
- 238000004806 packaging method and process Methods 0.000 description 4
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- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 3
- 229920000858 Cyclodextrin Polymers 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical class CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 3
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 229920004482 WACKER® Polymers 0.000 description 3
- HAXFWIACAGNFHA-UHFFFAOYSA-N aldrithiol Chemical compound C=1C=CC=NC=1SSC1=CC=CC=N1 HAXFWIACAGNFHA-UHFFFAOYSA-N 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 description 3
- VTJUKNSKBAOEHE-UHFFFAOYSA-N calixarene Chemical class COC(=O)COC1=C(CC=2C(=C(CC=3C(=C(C4)C=C(C=3)C(C)(C)C)OCC(=O)OC)C=C(C=2)C(C)(C)C)OCC(=O)OC)C=C(C(C)(C)C)C=C1CC1=C(OCC(=O)OC)C4=CC(C(C)(C)C)=C1 VTJUKNSKBAOEHE-UHFFFAOYSA-N 0.000 description 3
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- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 2
- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 description 2
- SLMHHOVQRSSRCV-UHFFFAOYSA-N 2,3-dibromopyridine Chemical compound BrC1=CC=CN=C1Br SLMHHOVQRSSRCV-UHFFFAOYSA-N 0.000 description 2
- MAKFMOSBBNKPMS-UHFFFAOYSA-N 2,3-dichloropyridine Chemical compound ClC1=CC=CN=C1Cl MAKFMOSBBNKPMS-UHFFFAOYSA-N 0.000 description 2
- JECYNCQXXKQDJN-UHFFFAOYSA-N 2-(2-methylhexan-2-yloxymethyl)oxirane Chemical compound CCCCC(C)(C)OCC1CO1 JECYNCQXXKQDJN-UHFFFAOYSA-N 0.000 description 2
- HPILSDOMLLYBQF-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)butoxymethyl]oxirane Chemical compound C1OC1COC(CCC)OCC1CO1 HPILSDOMLLYBQF-UHFFFAOYSA-N 0.000 description 2
- 229940054266 2-mercaptobenzothiazole Drugs 0.000 description 2
- UHUUGQDYCYKQTC-UHFFFAOYSA-N 4-[2,2,2-tris(4-hydroxyphenyl)ethyl]phenol Chemical compound C1=CC(O)=CC=C1CC(C=1C=CC(O)=CC=1)(C=1C=CC(O)=CC=1)C1=CC=C(O)C=C1 UHUUGQDYCYKQTC-UHFFFAOYSA-N 0.000 description 2
- XCALAYIRFYALSX-UHFFFAOYSA-N 5-chloro-2-methyl-1,3-benzothiazole Chemical compound ClC1=CC=C2SC(C)=NC2=C1 XCALAYIRFYALSX-UHFFFAOYSA-N 0.000 description 2
- FDVBHUXZXNQCCM-UHFFFAOYSA-N 6,6-ditert-butyl-4-methylcyclohexa-2,4-dien-1-ol Chemical compound CC1=CC(C(C)(C)C)(C(C)(C)C)C(O)C=C1 FDVBHUXZXNQCCM-UHFFFAOYSA-N 0.000 description 2
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Images
Classifications
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- 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
- C08F222/00—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 a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/30—Nitriles
- C08F222/32—Alpha-cyano-acrylic acid; Esters thereof
- C08F222/322—Alpha-cyano-acrylic acid ethyl ester, e.g. ethyl-2-cyanoacrylate
-
- 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
- C08F222/00—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 a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/30—Nitriles
- C08F222/32—Alpha-cyano-acrylic acid; Esters thereof
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J135/00—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 a carboxyl radical, and containing at least another carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J135/04—Homopolymers or copolymers of nitriles
-
- 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
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Epoxy Resins (AREA)
- Polyethers (AREA)
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| PCT/IB2014/000771 WO2014140804A2 (en) | 2013-03-15 | 2014-02-21 | Two-part, cyanoacrylate/cationically curable adhesive systems |
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| US20080228056A1 (en) | 2007-03-13 | 2008-09-18 | Michael Blomquist | Basal rate testing using frequent blood glucose input |
| US7751907B2 (en) | 2007-05-24 | 2010-07-06 | Smiths Medical Asd, Inc. | Expert system for insulin pump therapy |
| US8221345B2 (en) | 2007-05-30 | 2012-07-17 | Smiths Medical Asd, Inc. | Insulin pump based expert system |
| US20090177147A1 (en) | 2008-01-07 | 2009-07-09 | Michael Blomquist | Insulin pump with insulin therapy coaching |
| US8882701B2 (en) | 2009-12-04 | 2014-11-11 | Smiths Medical Asd, Inc. | Advanced step therapy delivery for an ambulatory infusion pump and system |
| US9238100B2 (en) | 2012-06-07 | 2016-01-19 | Tandem Diabetes Care, Inc. | Device and method for training users of ambulatory medical devices |
| US10357606B2 (en) | 2013-03-13 | 2019-07-23 | Tandem Diabetes Care, Inc. | System and method for integration of insulin pumps and continuous glucose monitoring |
| US10016561B2 (en) | 2013-03-15 | 2018-07-10 | Tandem Diabetes Care, Inc. | Clinical variable determination |
| US9669160B2 (en) | 2014-07-30 | 2017-06-06 | Tandem Diabetes Care, Inc. | Temporary suspension for closed-loop medicament therapy |
| EP2995663A1 (en) * | 2014-09-12 | 2016-03-16 | Afinitica Technologies, S. L. | Fast and elastic adhesive |
| CN105585879B (zh) * | 2015-12-18 | 2018-05-11 | 杭州福斯特应用材料股份有限公司 | 一种可快速固化的丙烯酸树脂涂料 |
| US10569016B2 (en) | 2015-12-29 | 2020-02-25 | Tandem Diabetes Care, Inc. | System and method for switching between closed loop and open loop control of an ambulatory infusion pump |
| GB2550846B (en) * | 2016-05-23 | 2021-01-13 | Henkel IP & Holding GmbH | Two-part Cyanoacrylate curable adhesive system |
| CN109642098B (zh) | 2016-07-26 | 2022-02-11 | Ppg工业俄亥俄公司 | 包含1,1-二活化的乙烯基化合物的可电沉积的涂料组合物 |
| US11634524B2 (en) | 2016-07-26 | 2023-04-25 | Ppg Industries Ohio, Inc. | Acid-catalyzed curable coating compositions containing 1,1 di-activated vinyl compounds and related coatings and processes |
| EP3491057B1 (en) * | 2016-07-26 | 2022-11-09 | PPG Industries Ohio, Inc. | Particles having surfaces functionalized with 1,1-di-activated vinyl compounds |
| US11078376B2 (en) | 2016-07-26 | 2021-08-03 | Ppg Industries Ohio, Inc. | Polyurethane coating compositions containing 1,1-di-activated vinyl compounds and related coatings and processes |
| WO2018022785A1 (en) | 2016-07-26 | 2018-02-01 | Ppg Industries Ohio, Inc. | Three-dimensional printing processes using 1,1-di-activated vinyl compounds |
| ES2932659T3 (es) | 2016-07-26 | 2023-01-23 | Ppg Ind Ohio Inc | Composiciones curables multicapa que contienen productos de compuestos vinílicos 1,1-diactivados y procesos relacionados |
| WO2018022810A1 (en) | 2016-07-26 | 2018-02-01 | Ppg Industries Ohio, Inc. | Curable compositions containing 1,1-di-activated vinyl compounds and related coatings and processes |
| CN109641237B (zh) * | 2016-07-26 | 2021-11-30 | Ppg工业俄亥俄公司 | 含有1,1-二-活化的乙烯基化合物的酸催化的可固化涂料组合物和相关的涂料和方法 |
| US10934411B2 (en) | 2016-09-30 | 2021-03-02 | Ppg Industries Ohio, Inc. | Curable compositions containing 1,1-di-activated vinyl compounds that cure by pericyclic reaction mechanisms |
| CN106519995A (zh) * | 2016-10-26 | 2017-03-22 | 三友(天津)高分子技术有限公司 | 一种增韧型α‑氰基丙烯酸酯胶粘剂 |
| GB2562107B (en) | 2017-05-05 | 2021-08-11 | Henkel IP & Holding GmbH | Cyanoacrylate compositions |
| GB2567868B (en) * | 2017-10-27 | 2020-05-06 | Henkel IP & Holding GmbH | Toughened low odour cyanoacrylate compositions |
| CN108641606A (zh) * | 2018-05-16 | 2018-10-12 | 烟台长盈电子科技有限公司 | 一种双组份快干胶及其制备方法 |
| WO2019231694A1 (en) * | 2018-05-29 | 2019-12-05 | Dow Global Technologies Llc | Method for bonding using one-component epoxy adhesive mixtures |
| CN112752816B (zh) * | 2018-07-25 | 2022-10-18 | 汉高股份有限及两合公司 | 快速固化的环氧丙烯酸类液体垫片 |
| GB2576792B (en) * | 2018-08-13 | 2022-09-14 | Henkel Ag & Co Kgaa | A two-part cyanoacrylate curable adhesive system |
| GB2576791B (en) * | 2018-08-13 | 2022-09-14 | Henkel Ag & Co Kgaa | A two-part cyanoacrylate curable adhesive system |
| GB2576704B (en) * | 2018-08-16 | 2022-01-12 | Henkel IP & Holding GmbH | Cyanoacrylate compositions |
| JP7582938B2 (ja) * | 2018-10-18 | 2024-11-13 | ヘンケル・アクチェンゲゼルシャフト・ウント・コムパニー・コマンディットゲゼルシャフト・アウフ・アクチェン | 2パートシアノアクリレート/フリーラジカル硬化性接着剤系 |
| WO2020167713A1 (en) | 2019-02-11 | 2020-08-20 | Henkel IP & Holding GmbH | Two-part, cyanoacrylate/free radically curable adhesive systems |
| GB2582537B (en) * | 2019-03-04 | 2022-02-23 | Henkel IP & Holding GmbH | Two-part, cyanoacrylate/cationically curable adhesive systems |
| US20220347899A1 (en) * | 2019-03-29 | 2022-11-03 | Clayton BOHN, JR. | Bonding rubber and plastic surfaces during injection molding |
| KR102295023B1 (ko) * | 2019-07-17 | 2021-08-26 | (주) 이에스은성산업 | 액세서리용 접착제 및 이 액세서리용 접착제를 이용한 스톤타입 액세서리 부재 접착방법 |
| WO2021049589A1 (ja) * | 2019-09-10 | 2021-03-18 | 東亞合成株式会社 | 硬化型組成物、2液硬化型組成物セット、及び、接着物の製造方法 |
| JP7671283B2 (ja) * | 2019-10-01 | 2025-05-01 | ヘンケル・アクチェンゲゼルシャフト・ウント・コムパニー・コマンディットゲゼルシャフト・アウフ・アクチェン | 2パートシアノアクリレート/フリーラジカル硬化性接着剤系 |
| EP3943521A1 (en) | 2020-07-22 | 2022-01-26 | Bostik SA | Curable two-part adhesive composition |
| CN112040387B (zh) * | 2020-09-01 | 2022-12-06 | 昆山联滔电子有限公司 | 受话器及其制备方法、扬声器及其制备方法 |
| CN114316240B (zh) * | 2020-09-27 | 2023-09-22 | 常州正洁智造科技有限公司 | 一种阳离子型可固化组合物 |
| CN114478978B (zh) * | 2020-11-13 | 2023-05-26 | 万华化学(烟台)容威聚氨酯有限公司 | 一种低膨胀聚氨酯硬泡及其制备方法 |
| KR20240011702A (ko) * | 2021-05-21 | 2024-01-26 | 헨켈 아게 운트 코. 카게아아 | 경화성 조성물 및 이의 용도 |
| CN114561154B (zh) * | 2022-02-28 | 2022-10-28 | 浙江久而久化学有限公司 | 一种uv、湿气双固瞬干胶及其制备方法 |
| JP2025525464A (ja) * | 2022-06-28 | 2025-08-05 | ヘンケル・アクチェンゲゼルシャフト・ウント・コムパニー・コマンディットゲゼルシャフト・アウフ・アクチェン | 水中接着方法 |
| GB202209486D0 (en) * | 2022-06-28 | 2022-08-10 | Henkel Ag & Co Kgaa | Method of underwater bonding |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20020099138A1 (en) * | 2000-11-29 | 2002-07-25 | Sana Fujii | Adhesive composition and optical disk using the composition |
| WO2012035112A1 (en) * | 2010-09-15 | 2012-03-22 | Loctite (R&D) Limited | Two-part, cyanoacrylate/cationically curable adhesive systems |
Family Cites Families (44)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4336367A (en) | 1969-05-15 | 1982-06-22 | The United States Of America As Represented By The Secretary Of The Navy | Epoxy adhesive composition |
| IE45626B1 (en) | 1976-07-14 | 1982-10-20 | Loctite Ltd | Filled cyanoacrylate adhesive compositions |
| JPS5643377A (en) * | 1979-09-17 | 1981-04-22 | Toagosei Chem Ind Co Ltd | Two-pack type curable composition |
| US4440910A (en) | 1982-01-18 | 1984-04-03 | Loctite Corporation | Toughened cyanoacrylates containing elastomeric rubbers |
| US4419496A (en) | 1982-02-22 | 1983-12-06 | The Dow Chemical Company | Particle agglomeration in rubber latices |
| US4444933A (en) | 1982-12-02 | 1984-04-24 | Borden, Inc. | Adhesive cyanoacrylate compositions with reduced adhesion to skin |
| US4906317A (en) | 1983-11-10 | 1990-03-06 | Loctite Corporation | Instant adhesive composition and bonding method employing same |
| US4622414A (en) | 1984-01-27 | 1986-11-11 | Loctite Limited | Novel calixarene compounds |
| US4556700A (en) | 1984-01-30 | 1985-12-03 | Loctite Limited | Instant adhesive composition utilizing calixarene accelerators |
| US4636539A (en) | 1984-01-30 | 1987-01-13 | Loctite (Ireland) Limited | Instant adhesive composition utilizing calixarene accelerators |
| US4695615A (en) | 1984-11-21 | 1987-09-22 | Loctite (Ireland) Limited | Instant adhesive composition utilizing mixed functionality calixarenes as accelerators |
| US4718966A (en) | 1984-01-30 | 1988-01-12 | Loctite (Ireland) Ltd. | Bonding method utilizing cyanoacrylate adhesive having calixarene accelerator |
| IE59509B1 (en) | 1987-01-21 | 1994-03-09 | Loctite Ireland Ltd | Functionalised oxacalixarenes, their preparation and use in instant adhesive compositions |
| WO1987000188A1 (en) | 1985-06-26 | 1987-01-15 | The Dow Chemical Company | Rubber-modified epoxy compounds |
| US4837260A (en) | 1986-05-23 | 1989-06-06 | Toagosei Chemical Industry Co., Ltd. | Cyanoacrylate compositions |
| JPS63118387A (ja) * | 1987-08-11 | 1988-05-23 | Semedain Kk | 接着剤 |
| JPH01121382A (ja) * | 1987-11-04 | 1989-05-15 | Cemedine Co Ltd | 突合わせ接着方法 |
| JPH0264183A (ja) * | 1988-08-30 | 1990-03-05 | Toagosei Chem Ind Co Ltd | 接着方法 |
| JPH03227384A (ja) * | 1990-01-31 | 1991-10-08 | Masaru Ibonai | エポキシ添加瞬間接着剤 |
| DE4009621A1 (de) | 1990-03-26 | 1991-10-02 | Henkel Kgaa | (alpha) -cyanacrylatklebstoffzusammensetzungen |
| JP2772492B2 (ja) * | 1990-08-24 | 1998-07-02 | 株式会社アルファ技研 | アンカーボルト固着用カプセル体 |
| CA2090092C (en) | 1992-02-27 | 2000-01-11 | Edwin Lee Mcinnis | Higher modulus compositions incorporating particulate rubber |
| US5969053A (en) | 1992-02-27 | 1999-10-19 | Composite Particles, Inc. | Higher modulus compositions incorporating particulate rubber |
| US5693714A (en) | 1992-02-27 | 1997-12-02 | Composite Particles, Inc. | Higher modulus compositions incorporating particulate rubber |
| US5506283A (en) | 1992-02-27 | 1996-04-09 | Composite Particles, Inc. | Higher modulus compositions incorporating particulate rubber |
| ES2148213T3 (es) | 1992-07-09 | 2000-10-16 | Vantico Ag | Suspensiones endurecibles a base de resinas epoxi. |
| TW359683B (en) | 1993-12-23 | 1999-06-01 | Loctite Ireland Ltd | Sterilized cyanoacrylate adhesive composition, and a method of making such composition |
| US5567266A (en) * | 1994-10-13 | 1996-10-22 | Loctite Corporation | Non-environmentally hazardous, non-volatile adhesive promoter composition for curing adhesives |
| DE19535824A1 (de) | 1995-09-26 | 1997-03-27 | Wacker Chemie Gmbh | Vorvernetzte Siliconelastomer-Partikel mit Organopolymerhülle als Formulierungsbestandteil in Pulverlacken |
| EP0776917B1 (de) | 1995-11-29 | 2002-05-29 | Vantico AG | Core/Shell-Partikel und diese enthaltende härtbare Epoxidharzzusammensetzungen |
| DE19617379A1 (de) | 1996-04-30 | 1997-11-06 | Wacker Chemie Gmbh | Vorvernetzte Siliconelastomer-Partikel mit Organopolymerhülle als Formulierungsbestandteil in wäßrigen Lackzubereitungen |
| DE69718175T2 (de) | 1996-08-16 | 2003-10-02 | Loctite (R & D) Ltd., Tallaght | Cyanoakrylat klebezusammensetzungen zur glasleimung |
| JP3397105B2 (ja) * | 1997-11-18 | 2003-04-14 | 松下電工株式会社 | 積層板用樹脂組成物 |
| DE19859638A1 (de) * | 1998-12-23 | 2000-07-20 | Henkel Kgaa | Aktivator für Cyanacrylat-Klebstoffe |
| JP3613321B2 (ja) * | 1999-04-07 | 2005-01-26 | 東亞合成株式会社 | 2−シアノアクリレート系組成物 |
| US6429281B1 (en) | 1999-07-01 | 2002-08-06 | Loctite | Hydrophobic, high Tg cycloaliphatic epoxy resins |
| EP1280866B1 (en) * | 2000-05-12 | 2005-11-02 | Loctite (R & D) Limited | Activator compositions for cyanoacrylate adhesives |
| US6734249B1 (en) * | 2000-06-14 | 2004-05-11 | Texas Research International, Inc. | Two-part adhesive with (poly)(meth)acrylate in part A and N,N-disubstituted aromatic amine and di(meth)acrylate in part B |
| US6617400B2 (en) | 2001-08-23 | 2003-09-09 | General Electric Company | Composition of cycloaliphatic epoxy resin, anhydride curing agent and boron catalyst |
| US6660805B1 (en) * | 2002-05-16 | 2003-12-09 | Lord Corporation | Two-part adhesive: part A-monomer, toughener(s), optional adhesion promotor and reducing agent; part B-epoxy resin |
| EP1632533B1 (en) | 2003-06-09 | 2013-04-10 | Kaneka Corporation | Process for producing modified epoxy resin |
| US7235593B2 (en) | 2003-08-04 | 2007-06-26 | Rensselaer Polytechnic Institute | Command-cure adhesives |
| US7777064B2 (en) | 2006-03-02 | 2010-08-17 | Designer Molecules, Inc. | Adhesive compositions containing cyclic siloxanes and methods for use thereof |
| BRPI0919894B1 (pt) * | 2008-10-21 | 2019-01-02 | Henkel Ireland Holding B V | composição adesiva de cianoacrilato em duas partes |
-
2013
- 2013-03-15 US US13/833,494 patent/US8981027B2/en active Active
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2014
- 2014-02-21 PL PL14731774T patent/PL2970718T3/pl unknown
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- 2014-02-21 BR BR112015023457-7A patent/BR112015023457B1/pt active IP Right Grant
- 2014-02-21 WO PCT/IB2014/000771 patent/WO2014140804A2/en not_active Ceased
- 2014-02-21 HU HUE14731774A patent/HUE051434T2/hu unknown
- 2014-02-21 CN CN201480022829.XA patent/CN105143375B/zh active Active
- 2014-02-21 KR KR1020157025893A patent/KR101612243B1/ko active Active
- 2014-02-21 JP JP2015562375A patent/JP6284959B2/ja active Active
- 2014-02-21 EP EP14731774.7A patent/EP2970718B1/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20020099138A1 (en) * | 2000-11-29 | 2002-07-25 | Sana Fujii | Adhesive composition and optical disk using the composition |
| WO2012035112A1 (en) * | 2010-09-15 | 2012-03-22 | Loctite (R&D) Limited | Two-part, cyanoacrylate/cationically curable adhesive systems |
Also Published As
| Publication number | Publication date |
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| US8981027B2 (en) | 2015-03-17 |
| WO2014140804A2 (en) | 2014-09-18 |
| WO2014140804A3 (en) | 2014-12-04 |
| ES2806269T3 (es) | 2021-02-17 |
| PL2970718T3 (pl) | 2020-09-07 |
| US20140275419A1 (en) | 2014-09-18 |
| KR20150119940A (ko) | 2015-10-26 |
| JP2016515153A (ja) | 2016-05-26 |
| BR112015023457B1 (pt) | 2022-03-15 |
| CN105143375A (zh) | 2015-12-09 |
| EP2970718B1 (en) | 2020-04-22 |
| JP6284959B2 (ja) | 2018-02-28 |
| CN105143375B (zh) | 2017-06-09 |
| HUE051434T2 (hu) | 2021-03-01 |
| EP2970718A2 (en) | 2016-01-20 |
| BR112015023457A2 (pt) | 2017-07-18 |
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