KR101467602B1 - 내열 구조 에폭시 수지 - Google Patents
내열 구조 에폭시 수지 Download PDFInfo
- Publication number
- KR101467602B1 KR101467602B1 KR1020097023461A KR20097023461A KR101467602B1 KR 101467602 B1 KR101467602 B1 KR 101467602B1 KR 1020097023461 A KR1020097023461 A KR 1020097023461A KR 20097023461 A KR20097023461 A KR 20097023461A KR 101467602 B1 KR101467602 B1 KR 101467602B1
- Authority
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- South Korea
- Prior art keywords
- rubber
- epoxy resin
- weight
- adhesive
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- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000003822 epoxy resin Substances 0.000 title claims abstract description 77
- 229920000647 polyepoxide Polymers 0.000 title claims abstract description 77
- 239000000853 adhesive Substances 0.000 claims abstract description 105
- 230000001070 adhesive effect Effects 0.000 claims abstract description 105
- 229930185605 Bisphenol Natural products 0.000 claims abstract description 19
- 239000004593 Epoxy Substances 0.000 claims abstract description 13
- 238000000034 method Methods 0.000 claims abstract description 13
- 229920001971 elastomer Polymers 0.000 claims description 61
- 239000005060 rubber Substances 0.000 claims description 61
- 239000012745 toughening agent Substances 0.000 claims description 28
- -1 bisphenol compound Chemical class 0.000 claims description 25
- 229910052751 metal Inorganic materials 0.000 claims description 20
- 239000002184 metal Substances 0.000 claims description 20
- 239000003795 chemical substances by application Substances 0.000 claims description 17
- 239000007788 liquid Substances 0.000 claims description 10
- 150000002739 metals Chemical class 0.000 claims description 9
- 230000009477 glass transition Effects 0.000 claims description 6
- 239000012948 isocyanate Substances 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 4
- 150000002513 isocyanates Chemical class 0.000 claims description 3
- 239000013536 elastomeric material Substances 0.000 claims description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 abstract description 35
- 239000000203 mixture Substances 0.000 abstract description 27
- 229920005989 resin Polymers 0.000 abstract description 12
- 239000011347 resin Substances 0.000 abstract description 12
- 230000015556 catabolic process Effects 0.000 abstract description 4
- 238000006731 degradation reaction Methods 0.000 abstract description 3
- 230000006378 damage Effects 0.000 abstract description 2
- 229920006332 epoxy adhesive Polymers 0.000 abstract 1
- 239000011258 core-shell material Substances 0.000 description 24
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene group Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 20
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical class C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 20
- 239000000758 substrate Substances 0.000 description 17
- 238000012360 testing method Methods 0.000 description 17
- 239000002245 particle Substances 0.000 description 16
- 229920001577 copolymer Polymers 0.000 description 12
- 229920000642 polymer Polymers 0.000 description 12
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 11
- 239000011257 shell material Substances 0.000 description 11
- 238000000576 coating method Methods 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- 239000003054 catalyst Substances 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 239000000178 monomer Substances 0.000 description 9
- 239000004721 Polyphenylene oxide Substances 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 229920000570 polyether Polymers 0.000 description 8
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 7
- 239000011248 coating agent Substances 0.000 description 7
- 239000000945 filler Substances 0.000 description 7
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 229910052782 aluminium Inorganic materials 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 6
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 6
- 239000010960 cold rolled steel Substances 0.000 description 6
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 150000001993 dienes Chemical class 0.000 description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
- 229920003023 plastic Polymers 0.000 description 5
- 239000004033 plastic Substances 0.000 description 5
- 235000013824 polyphenols Nutrition 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 125000002723 alicyclic group Chemical group 0.000 description 4
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 229910021485 fumed silica Inorganic materials 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- 239000010456 wollastonite Substances 0.000 description 4
- 229910052882 wollastonite Inorganic materials 0.000 description 4
- 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 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical group C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
- 229920013646 Hycar Polymers 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 3
- 239000000292 calcium oxide Substances 0.000 description 3
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 3
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 239000004850 liquid epoxy resins (LERs) Substances 0.000 description 3
- 239000003607 modifier Substances 0.000 description 3
- 150000002825 nitriles Chemical class 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 229920001568 phenolic resin Polymers 0.000 description 3
- 229920000768 polyamine Polymers 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- 150000008442 polyphenolic compounds Chemical class 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 239000000454 talc Substances 0.000 description 3
- 229910052623 talc Inorganic materials 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- MCMFEZDRQOJKMN-UHFFFAOYSA-N 1-butylimidazole Chemical compound CCCCN1C=CN=C1 MCMFEZDRQOJKMN-UHFFFAOYSA-N 0.000 description 2
- SCZZNWQQCGSWSZ-UHFFFAOYSA-N 1-prop-2-enoxy-4-[2-(4-prop-2-enoxyphenyl)propan-2-yl]benzene Chemical compound C=1C=C(OCC=C)C=CC=1C(C)(C)C1=CC=C(OCC=C)C=C1 SCZZNWQQCGSWSZ-UHFFFAOYSA-N 0.000 description 2
- AHDSRXYHVZECER-UHFFFAOYSA-N 2,4,6-tris[(dimethylamino)methyl]phenol Chemical compound CN(C)CC1=CC(CN(C)C)=C(O)C(CN(C)C)=C1 AHDSRXYHVZECER-UHFFFAOYSA-N 0.000 description 2
- CZAZXHQSSWRBHT-UHFFFAOYSA-N 2-(2-hydroxyphenyl)-3,4,5,6-tetramethylphenol Chemical compound OC1=C(C)C(C)=C(C)C(C)=C1C1=CC=CC=C1O CZAZXHQSSWRBHT-UHFFFAOYSA-N 0.000 description 2
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical group CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 2
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 2
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 229910002012 Aerosil® Inorganic materials 0.000 description 2
- VOWWYDCFAISREI-UHFFFAOYSA-N Bisphenol AP Chemical compound C=1C=C(O)C=CC=1C(C=1C=CC(O)=CC=1)(C)C1=CC=CC=C1 VOWWYDCFAISREI-UHFFFAOYSA-N 0.000 description 2
- MQJKPEGWNLWLTK-UHFFFAOYSA-N Dapsone Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 MQJKPEGWNLWLTK-UHFFFAOYSA-N 0.000 description 2
- 229910001335 Galvanized steel Inorganic materials 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 2
- 229920000459 Nitrile rubber Polymers 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 229920002396 Polyurea Polymers 0.000 description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 239000012790 adhesive layer Substances 0.000 description 2
- IBVAQQYNSHJXBV-UHFFFAOYSA-N adipic acid dihydrazide Chemical compound NNC(=O)CCCCC(=O)NN IBVAQQYNSHJXBV-UHFFFAOYSA-N 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 125000004104 aryloxy group Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- UTTHLMXOSUFZCQ-UHFFFAOYSA-N benzene-1,3-dicarbohydrazide Chemical compound NNC(=O)C1=CC=CC(C(=O)NN)=C1 UTTHLMXOSUFZCQ-UHFFFAOYSA-N 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 230000000903 blocking effect Effects 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical group CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- JXCGFZXSOMJFOA-UHFFFAOYSA-N chlorotoluron Chemical compound CN(C)C(=O)NC1=CC=C(C)C(Cl)=C1 JXCGFZXSOMJFOA-UHFFFAOYSA-N 0.000 description 2
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- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
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- 150000002989 phenols Chemical class 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
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- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- VZXTWGWHSMCWGA-UHFFFAOYSA-N 1,3,5-triazine-2,4-diamine Chemical compound NC1=NC=NC(N)=N1 VZXTWGWHSMCWGA-UHFFFAOYSA-N 0.000 description 1
- ZWOULFZCQXICLZ-UHFFFAOYSA-N 1,3-dimethyl-1-phenylurea Chemical compound CNC(=O)N(C)C1=CC=CC=C1 ZWOULFZCQXICLZ-UHFFFAOYSA-N 0.000 description 1
- IWDFHWZHHOSSGR-UHFFFAOYSA-N 1-ethylimidazole Chemical compound CCN1C=CN=C1 IWDFHWZHHOSSGR-UHFFFAOYSA-N 0.000 description 1
- IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical compound O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 description 1
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- QFRHTANKIYQYLO-UHFFFAOYSA-N 2-ethyl-2-methylimidazole Chemical compound CCC1(C)N=CC=N1 QFRHTANKIYQYLO-UHFFFAOYSA-N 0.000 description 1
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- ROHTVIURAJBDES-UHFFFAOYSA-N 2-n,2-n-bis(prop-2-enyl)-1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(N(CC=C)CC=C)=N1 ROHTVIURAJBDES-UHFFFAOYSA-N 0.000 description 1
- JSIAIROWMJGMQZ-UHFFFAOYSA-N 2h-triazol-4-amine Chemical class NC1=CNN=N1 JSIAIROWMJGMQZ-UHFFFAOYSA-N 0.000 description 1
- XMTQQYYKAHVGBJ-UHFFFAOYSA-N 3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XMTQQYYKAHVGBJ-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- PVFQHGDIOXNKIC-UHFFFAOYSA-N 4-[2-[3-[2-(4-hydroxyphenyl)propan-2-yl]phenyl]propan-2-yl]phenol Chemical compound C=1C=CC(C(C)(C)C=2C=CC(O)=CC=2)=CC=1C(C)(C)C1=CC=C(O)C=C1 PVFQHGDIOXNKIC-UHFFFAOYSA-N 0.000 description 1
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- YXALYBMHAYZKAP-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptan-4-ylmethyl 7-oxabicyclo[4.1.0]heptane-4-carboxylate Chemical compound C1CC2OC2CC1C(=O)OCC1CC2OC2CC1 YXALYBMHAYZKAP-UHFFFAOYSA-N 0.000 description 1
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- IDSLNGDJQFVDPQ-UHFFFAOYSA-N bis(7-oxabicyclo[4.1.0]heptan-4-yl) hexanedioate Chemical compound C1CC2OC2CC1OC(=O)CCCCC(=O)OC1CC2OC2CC1 IDSLNGDJQFVDPQ-UHFFFAOYSA-N 0.000 description 1
- ZPOLOEWJWXZUSP-WAYWQWQTSA-N bis(prop-2-enyl) (z)-but-2-enedioate Chemical compound C=CCOC(=O)\C=C/C(=O)OCC=C ZPOLOEWJWXZUSP-WAYWQWQTSA-N 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical class [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
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- 239000006229 carbon black Substances 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
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- DGJMPUGMZIKDRO-UHFFFAOYSA-N cyanoacetamide Chemical compound NC(=O)CC#N DGJMPUGMZIKDRO-UHFFFAOYSA-N 0.000 description 1
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- 230000032798 delamination Effects 0.000 description 1
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- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
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- RUZYUOTYCVRMRZ-UHFFFAOYSA-N doxazosin Chemical compound C1OC2=CC=CC=C2OC1C(=O)N(CC1)CCN1C1=NC(N)=C(C=C(C(OC)=C2)OC)C2=N1 RUZYUOTYCVRMRZ-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- XXOYNJXVWVNOOJ-UHFFFAOYSA-N fenuron Chemical compound CN(C)C(=O)NC1=CC=CC=C1 XXOYNJXVWVNOOJ-UHFFFAOYSA-N 0.000 description 1
- 239000011152 fibreglass Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 1
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- TZILQVJDAVFKLE-UHFFFAOYSA-N hexan-3-yl 2-methylprop-2-enoate Chemical group CCCC(CC)OC(=O)C(C)=C TZILQVJDAVFKLE-UHFFFAOYSA-N 0.000 description 1
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- 229940079865 intestinal antiinfectives imidazole derivative Drugs 0.000 description 1
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- KFZAUHNPPZCSCR-UHFFFAOYSA-N iron zinc Chemical compound [Fe].[Zn] KFZAUHNPPZCSCR-UHFFFAOYSA-N 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
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- 229910052618 mica group Inorganic materials 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
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- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
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- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
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- 229920001451 polypropylene glycol Polymers 0.000 description 1
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- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
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- BPILDHPJSYVNAF-UHFFFAOYSA-M sodium;diiodomethanesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C(I)I BPILDHPJSYVNAF-UHFFFAOYSA-M 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
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- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 description 1
- 239000013008 thixotropic agent Substances 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
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- 150000003673 urethanes Chemical class 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/02—Polycondensates containing more than one epoxy group per molecule
- C08G59/04—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof
- C08G59/06—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof of polyhydric phenols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/02—Polycondensates containing more than one epoxy group per molecule
- C08G59/04—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof
- C08G59/06—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof of polyhydric phenols
- C08G59/066—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof of polyhydric phenols with chain extension or advancing agents
-
- 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
- C09J163/00—Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
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)
- Compositions Of Macromolecular Compounds (AREA)
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| US92287707P | 2007-04-11 | 2007-04-11 | |
| US60/922,877 | 2007-04-11 |
Publications (2)
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| KR20100016407A KR20100016407A (ko) | 2010-02-12 |
| KR101467602B1 true KR101467602B1 (ko) | 2014-12-01 |
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| KR1020097023461A Active KR101467602B1 (ko) | 2007-04-11 | 2008-04-09 | 내열 구조 에폭시 수지 |
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| KR (1) | KR101467602B1 (enExample) |
| CN (1) | CN101679828B (enExample) |
| AT (1) | ATE510897T1 (enExample) |
| BR (1) | BRPI0809752B1 (enExample) |
| WO (1) | WO2008127923A2 (enExample) |
Families Citing this family (63)
| Publication number | Priority date | Publication date | Assignee | Title |
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| BRPI0911723A2 (pt) * | 2008-07-29 | 2015-10-06 | Dow Global Technologies Llc | painel veicular reforçado, método para preparar um painel veicular reforçado, estrutura de carroceria veicular e método para preparar uma estrutura de carroceria veicular |
| EP2475730B1 (en) | 2009-09-11 | 2014-10-08 | 3M Innovative Properties Company | Curable and cured adhesive compositions |
| KR101719019B1 (ko) | 2009-09-11 | 2017-03-22 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 경화성 및 경화된 접착제 조성물 |
| US20110294963A1 (en) * | 2010-05-27 | 2011-12-01 | Far East University | Method of toughening epoxy resin and toughened epoxy resin composite |
| US20120299216A1 (en) * | 2010-07-01 | 2012-11-29 | Westech Aerosol Corporation | Vacuum Infusion Adhesive and Methods Related Thereto |
| US9624411B2 (en) | 2010-07-01 | 2017-04-18 | David W. Carnahan | Vacuum infusion adhesive and methods related thereto |
| JP5784134B2 (ja) | 2010-11-12 | 2015-09-24 | スリーエム イノベイティブ プロパティズ カンパニー | 硬化性組成物 |
| KR101794389B1 (ko) | 2010-11-12 | 2017-11-06 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 경화성 조성물 및 경화된 조성물 |
| US20140150970A1 (en) | 2010-11-19 | 2014-06-05 | Ppg Industries Ohio, Inc. | Structural adhesive compositions |
| US8796361B2 (en) | 2010-11-19 | 2014-08-05 | Ppg Industries Ohio, Inc. | Adhesive compositions containing graphenic carbon particles |
| US20120129980A1 (en) * | 2010-11-19 | 2012-05-24 | Ppg Industries Ohio, Inc. | Structural adhesive compositions |
| US9074040B2 (en) * | 2010-12-20 | 2015-07-07 | Mitsui Chemicals, Inc. | Curable adhesive compositions |
| CN103732647B (zh) * | 2011-08-22 | 2017-08-11 | 陶氏环球技术有限责任公司 | 增韧剂和增韧的环氧粘合剂 |
| CN102391816B (zh) * | 2011-10-15 | 2013-07-03 | 北京天诚宇新材料技术有限公司 | 一种高温修补剂 |
| US9346983B2 (en) * | 2012-03-23 | 2016-05-24 | Dow Global Technologies Llc | Flame retardant structural epoxy resin adhesives and process for bonding metal members |
| JP6173424B2 (ja) * | 2012-03-23 | 2017-08-02 | ダウ グローバル テクノロジーズ エルエルシー | 応力耐久性が高い破壊耐久性接着剤 |
| US11008505B2 (en) | 2013-01-04 | 2021-05-18 | Carbo Ceramics Inc. | Electrically conductive proppant |
| CN103317582B (zh) * | 2013-04-23 | 2016-01-06 | 浙江林碳木业科技有限公司 | 一种带有表面凹凸立体浮雕效果的指接板的制造方法 |
| EP2989177A4 (en) | 2013-04-26 | 2016-12-28 | Carbo Ceramics Inc | COMPOSITIONS AND METHODS FOR USE OF A SUPPORT SURFACE CHEMISTRY TO IMPROVE SUPPORT CONSOLIDATION AND FLOW CONTROL |
| US10047254B2 (en) | 2013-09-23 | 2018-08-14 | Bondek Corporation | Curable composite manufacturing adhesive |
| JP6302207B2 (ja) * | 2013-10-16 | 2018-03-28 | 株式会社カネカ | 車両用部材の製造方法 |
| EP3428214B1 (en) * | 2013-10-29 | 2019-09-04 | Kaneka Corporation | Polymer fine particle-containing curable resin composition having improved storage stability |
| CN103665324B (zh) * | 2013-11-14 | 2015-10-07 | 昆山珍实复合材料有限公司 | 一种环氧树脂潜伏性固化剂及相应的环氧树脂涂料 |
| GB201411586D0 (en) * | 2014-06-30 | 2014-08-13 | Hexcel Composites Ltd | Adhesive composition |
| US20170107408A1 (en) * | 2014-07-08 | 2017-04-20 | Dow Europe Gmbh | DELAYED CURING HIGH Tg CRASH DURABLE ADHESIVE |
| CA2957758A1 (en) | 2014-08-12 | 2016-02-18 | 3M Innovative Properties Company | Film adhesive |
| CN104356985B (zh) * | 2014-10-15 | 2016-08-10 | 安徽蓝翔电器成套设备有限公司 | 变压器灌封胶及其制备方法和应用 |
| CN104293270B (zh) * | 2014-10-31 | 2015-11-04 | 浙江红高梁木业有限公司 | 一种用于木地板的环氧树脂胶粘剂及其制备方法 |
| CN107614657A (zh) | 2015-03-27 | 2018-01-19 | 卡博陶粒有限公司 | 用于使用支撑剂表面化学和内部孔隙率来固结支撑剂微粒的方法和组合物 |
| US10017673B2 (en) * | 2015-04-09 | 2018-07-10 | Kaneka Corporation | Polymer fine particle-containing curable resin composition having improved bonding strength against impact peeling |
| CN107567486A (zh) | 2015-05-01 | 2018-01-09 | 洛德公司 | 用于橡胶粘接的粘合剂 |
| CN105062393B (zh) * | 2015-07-30 | 2017-08-04 | 烟台德邦科技有限公司 | 一种快速粘接且快速分离的胶粘剂及其制备方法 |
| JP6923514B2 (ja) * | 2015-09-10 | 2021-08-18 | ダウ グローバル テクノロジーズ エルエルシー | 高アスペクト比充填剤を伴う高弾性強靭化一液型エポキシ構造用接着剤 |
| CN106589805A (zh) * | 2015-10-14 | 2017-04-26 | 中国石油化工股份有限公司 | 一种增韧复合环氧树脂组成物及其制备方法 |
| EP3170877B1 (en) | 2015-11-19 | 2020-11-18 | 3M Innovative Properties Company | Structural adhesive with improved failure mode |
| EP3170860B1 (en) | 2015-11-19 | 2020-07-29 | 3M Innovative Properties Company | Structural adhesive with improved corrosion resistance |
| US10377928B2 (en) | 2015-12-10 | 2019-08-13 | Ppg Industries Ohio, Inc. | Structural adhesive compositions |
| US10351661B2 (en) | 2015-12-10 | 2019-07-16 | Ppg Industries Ohio, Inc. | Method for producing an aminimide |
| WO2017109620A1 (en) * | 2015-12-22 | 2017-06-29 | Aditya Birla Chemicals Thailand Epoxy Division | An epoxy resin component for an adhesive composition |
| KR102273036B1 (ko) * | 2016-03-09 | 2021-07-05 | 가부시끼가이샤 쓰리본드 | 경화성 수지 조성물, 연료 전지 및 씰링 방법 |
| JP6955661B2 (ja) * | 2016-06-28 | 2021-10-27 | 株式会社スリーボンド | エポキシ樹脂組成物 |
| US10865297B2 (en) * | 2016-07-14 | 2020-12-15 | Threebond Co., Ltd. | Curable resin composition, cured product, fuel cell, and sealing method |
| CN106674944A (zh) * | 2016-12-06 | 2017-05-17 | 云南光电辅料有限公司 | 一种不饱和聚酯复合材料及其分解回收方法 |
| JP6872944B2 (ja) | 2017-03-27 | 2021-05-19 | セメダイン株式会社 | 低温加熱硬化型構造用接着剤組成物 |
| KR101967043B1 (ko) * | 2017-05-12 | 2019-04-08 | 부산대학교 산학협력단 | 높은 연신율 및 내충격성을 갖는 구조용 접착제 조성물 |
| EP3642292B2 (en) | 2017-06-23 | 2025-07-02 | DDP Specialty Electronic Materials US, LLC | High temperature epoxy adhesive formulations |
| CN110753722A (zh) | 2017-06-29 | 2020-02-04 | 陶氏环球技术有限责任公司 | 环氧树脂-纤维增强复合材料、形成复合材料的方法以及用于复合材料的环氧树脂组合物 |
| US20210130663A1 (en) * | 2017-09-12 | 2021-05-06 | Ddp Specialty Electronics Materials Us, Inc. | One-component toughened epoxy adhesives |
| JP7299058B2 (ja) * | 2018-04-27 | 2023-06-27 | ナガセケムテックス株式会社 | 接着剤 |
| WO2019236377A1 (en) | 2018-06-05 | 2019-12-12 | Dow Global Technologies Llc | Method for recycling epoxy-fiber composites into polyolefins |
| JP7138764B2 (ja) | 2018-07-25 | 2022-09-16 | エルジー・ケム・リミテッド | 接着剤組成物 |
| KR102183704B1 (ko) | 2018-07-25 | 2020-11-27 | 주식회사 엘지화학 | 접착제 조성물 |
| CN112449650B (zh) | 2018-07-25 | 2023-03-28 | 株式会社Lg化学 | 粘合剂组合物 |
| WO2020022801A1 (ko) * | 2018-07-25 | 2020-01-30 | 주식회사 엘지화학 | 접착제 조성물 |
| US12173194B2 (en) | 2018-07-25 | 2024-12-24 | Lg Chem, Ltd. | Adhesive composition |
| WO2020022798A1 (ko) | 2018-07-25 | 2020-01-30 | 주식회사 엘지화학 | 접착제 조성물 |
| EP3825377B1 (en) | 2018-07-25 | 2022-11-02 | LG Chem, Ltd. | Adhesive composition |
| EP3798246B1 (en) * | 2019-09-27 | 2024-01-31 | Henkel AG & Co. KGaA | One component (1k) composition based on modified epoxy resin |
| JPWO2022050005A1 (enExample) * | 2020-09-07 | 2022-03-10 | ||
| FR3118966B1 (fr) * | 2021-01-18 | 2024-03-01 | Gaztransport Et Technigaz | Composition d’adhésif époxy comprenant des nanoparticules d’élastomère, et leurs utilisations |
| US12110425B2 (en) | 2021-08-17 | 2024-10-08 | Uniseal, Inc. | Electromagnetic curable novel toughened epoxy-hybrid structural adhesives and applications using the same |
| EP4148098A1 (en) * | 2021-09-08 | 2023-03-15 | Sika Technology AG | Expandable one-component thermosetting epoxy adhesive with improved adhesion |
| WO2024262261A1 (ja) * | 2023-06-22 | 2024-12-26 | 株式会社スリーボンド | エポキシ樹脂組成物およびその硬化物 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59196377A (ja) * | 1983-04-22 | 1984-11-07 | Yokohama Rubber Co Ltd:The | 構造用接着剤 |
| EP1457509A1 (de) * | 2003-03-11 | 2004-09-15 | hanse chemie AG | Polymere Epoxidharz-Zusammensetzung |
| JP2005522553A (ja) * | 2002-04-09 | 2005-07-28 | ゼネラル・エレクトリック・カンパニイ | 熱硬化性組成物、方法及び物品 |
| EP1574537A1 (en) * | 2004-03-12 | 2005-09-14 | Dow Global Technologies Inc. | Epoxy adhesive composition |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2006207A (en) * | 1930-01-25 | 1935-06-25 | Combustion Utilities Corp | Oil-soluble synthetic resin and process for its manufacture |
| US4594291A (en) * | 1984-07-17 | 1986-06-10 | The Dow Chemical Company | Curable, partially advanced epoxy resins |
| US4948449A (en) * | 1986-05-07 | 1990-08-14 | Minnesota Mining And Manufacturing Company | Epoxy resin composition |
| US5278257A (en) | 1987-08-26 | 1994-01-11 | Ciba-Geigy Corporation | Phenol-terminated polyurethane or polyurea(urethane) with epoxy resin |
| DE3818692A1 (de) | 1988-06-01 | 1989-12-07 | Bayer Ag | Verwendung von 1,1,1,4,4,4-hexafluorbutan als treib- und daemmgas fuer die herstellung von kunststoff-schaumstoffen |
| US5202390A (en) | 1988-07-28 | 1993-04-13 | Ciba-Geigy Corporation | Butadiene/polar comonomer copolymer and aromatic reactive end group-containing prepolymer |
| US5290857A (en) * | 1991-09-04 | 1994-03-01 | Nippon Zeon Co., Ltd. | Epoxy resin adhesive composition |
| JP3655646B2 (ja) | 1993-05-24 | 2005-06-02 | 日産自動車株式会社 | エポキシ樹脂用接着補強剤及び該補強剤を含有する自動車用エポキシ樹脂系構造接着性組成物 |
| JP3229467B2 (ja) * | 1993-12-03 | 2001-11-19 | 三菱レイヨン株式会社 | エポキシ樹脂組成物 |
| US20040181013A1 (en) | 1998-10-06 | 2004-09-16 | Henkel Teroson Gmbh | Impact resistant epoxide resin compositions |
| DE19858921A1 (de) | 1998-12-19 | 2000-06-21 | Henkel Teroson Gmbh | Schlagfeste Epoxidharz-Zusammensetzungen |
| KR20010081833A (ko) * | 2000-02-19 | 2001-08-29 | 권문구 | 유리전이온도 조정에 의한 반도체 패키지용 드라이 패드형탄성접착제의 탄성률 고안 |
| JP2004515565A (ja) | 2000-04-10 | 2004-05-27 | ヘンケル・コマンディットゲゼルシャフト・アウフ・アクチエン | 耐衝撃性エポキシ樹脂組成物 |
| DE10163859A1 (de) | 2001-12-22 | 2003-07-10 | Henkel Kgaa | Mehrphasige Strukturklebstoffe |
| US20030192643A1 (en) * | 2002-03-15 | 2003-10-16 | Rainer Schoenfeld | Epoxy adhesive having improved impact resistance |
| ATE331748T1 (de) * | 2003-03-11 | 2006-07-15 | Hanse Chemie Ag | Polymere epoxidharz-zusammensetzung |
| CN100447196C (zh) | 2003-06-09 | 2008-12-31 | 株式会社钟化 | 改性环氧树脂的制造方法 |
| EP1646698A1 (en) | 2003-07-07 | 2006-04-19 | Dow Global Technologies Inc. | Adhesive epoxy composition and process for applying it |
| AU2003250972A1 (en) * | 2003-07-14 | 2005-01-28 | Mattex Leisure Industries | Artificial turf filament and artificial turf system |
| EP1498441A1 (de) | 2003-07-16 | 2005-01-19 | Sika Technology AG | Hitzehärtende Zusammensetzungen mit Tieftemperatur-Schlagzähigkeitsmodifikatoren |
| US20050215730A1 (en) | 2004-03-24 | 2005-09-29 | Rainer Schoenfeld | Polycarboxy-functionalized prepolymers |
| EP1602702B2 (en) | 2004-06-01 | 2020-09-16 | Dow Global Technologies LLC | Epoxy adhesive composition |
| EP1695990A1 (en) | 2005-02-28 | 2006-08-30 | Dow Global Technologies Inc. | Two-component epoxy adhesive composition |
| ATE462762T1 (de) | 2005-06-02 | 2010-04-15 | Dow Global Technologies Inc | Schlagzähmodifizierter strukturklebstoff auf epoxid basis |
| CA2620028C (en) * | 2005-08-24 | 2014-01-28 | Henkel Kommanditgesellschaft Auf Aktien | Epoxy compositions having improved impact resistance |
-
2008
- 2008-04-09 KR KR1020097023461A patent/KR101467602B1/ko active Active
- 2008-04-09 JP JP2010503168A patent/JP5390505B2/ja active Active
- 2008-04-09 BR BRPI0809752A patent/BRPI0809752B1/pt active IP Right Grant
- 2008-04-09 AT AT08745329T patent/ATE510897T1/de not_active IP Right Cessation
- 2008-04-09 CN CN2008800199253A patent/CN101679828B/zh active Active
- 2008-04-09 US US12/099,804 patent/US8097119B2/en active Active
- 2008-04-09 WO PCT/US2008/059696 patent/WO2008127923A2/en not_active Ceased
- 2008-04-09 EP EP08745329A patent/EP2137277B1/en active Active
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2012
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59196377A (ja) * | 1983-04-22 | 1984-11-07 | Yokohama Rubber Co Ltd:The | 構造用接着剤 |
| JP2005522553A (ja) * | 2002-04-09 | 2005-07-28 | ゼネラル・エレクトリック・カンパニイ | 熱硬化性組成物、方法及び物品 |
| EP1457509A1 (de) * | 2003-03-11 | 2004-09-15 | hanse chemie AG | Polymere Epoxidharz-Zusammensetzung |
| EP1574537A1 (en) * | 2004-03-12 | 2005-09-14 | Dow Global Technologies Inc. | Epoxy adhesive composition |
Also Published As
| Publication number | Publication date |
|---|---|
| US8097119B2 (en) | 2012-01-17 |
| JP5390505B2 (ja) | 2014-01-15 |
| WO2008127923A3 (en) | 2009-04-23 |
| US8585861B2 (en) | 2013-11-19 |
| US20120103517A1 (en) | 2012-05-03 |
| US20080251202A1 (en) | 2008-10-16 |
| BRPI0809752A2 (pt) | 2014-09-30 |
| WO2008127923A2 (en) | 2008-10-23 |
| EP2137277B1 (en) | 2011-05-25 |
| CN101679828A (zh) | 2010-03-24 |
| CN101679828B (zh) | 2012-07-25 |
| BRPI0809752B1 (pt) | 2017-05-16 |
| JP2010523800A (ja) | 2010-07-15 |
| ATE510897T1 (de) | 2011-06-15 |
| EP2137277A2 (en) | 2009-12-30 |
| KR20100016407A (ko) | 2010-02-12 |
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