JP4145561B2 - 長い可便時間を有する２部構造の接着剤 - Google Patents
長い可便時間を有する２部構造の接着剤 Download PDFInfo
- Publication number
- JP4145561B2 JP4145561B2 JP2002132571A JP2002132571A JP4145561B2 JP 4145561 B2 JP4145561 B2 JP 4145561B2 JP 2002132571 A JP2002132571 A JP 2002132571A JP 2002132571 A JP2002132571 A JP 2002132571A JP 4145561 B2 JP4145561 B2 JP 4145561B2
- Authority
- JP
- Japan
- Prior art keywords
- adhesive
- adhesive composition
- monomer
- weight
- composition according
- 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.)
- Expired - Lifetime
Links
- 239000000853 adhesive Substances 0.000 title claims abstract description 100
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 100
- 239000000203 mixture Substances 0.000 claims abstract description 49
- 239000000178 monomer Substances 0.000 claims abstract description 44
- 239000003999 initiator Substances 0.000 claims abstract description 25
- 239000003638 chemical reducing agent Substances 0.000 claims abstract description 22
- 239000004609 Impact Modifier Substances 0.000 claims abstract description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000003112 inhibitor Substances 0.000 claims abstract description 7
- 125000005395 methacrylic acid group Chemical group 0.000 claims abstract description 7
- 239000012745 toughening agent Substances 0.000 claims abstract description 4
- 229920000642 polymer Polymers 0.000 claims description 25
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 22
- 239000012190 activator Substances 0.000 claims description 14
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 12
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 11
- 229920001577 copolymer Polymers 0.000 claims description 11
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 10
- 239000013543 active substance Substances 0.000 claims description 9
- -1 Methacrylate ester Chemical class 0.000 claims description 8
- 229920001084 poly(chloroprene) Polymers 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 7
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims description 7
- 150000003254 radicals Chemical class 0.000 claims description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 6
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 5
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 5
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 5
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 5
- 239000005977 Ethylene Substances 0.000 claims description 5
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 5
- 229920001400 block copolymer Polymers 0.000 claims description 5
- 239000002562 thickening agent Substances 0.000 claims description 4
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 claims description 3
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical class CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 229920001519 homopolymer Polymers 0.000 claims description 3
- 239000012744 reinforcing agent Substances 0.000 claims description 3
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 claims description 3
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 claims description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 2
- 150000001993 dienes Chemical class 0.000 claims description 2
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 3
- 239000012986 chain transfer agent Substances 0.000 claims 2
- DDONFLBXWPGDQO-UHFFFAOYSA-N acetic acid;2-tert-butylperoxy-2-methylpropane Chemical compound CC(O)=O.CC(C)(C)OOC(C)(C)C DDONFLBXWPGDQO-UHFFFAOYSA-N 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 239000000049 pigment Substances 0.000 claims 1
- 238000009835 boiling Methods 0.000 abstract description 13
- 239000011258 core-shell material Substances 0.000 abstract description 12
- 239000011324 bead Substances 0.000 abstract description 11
- 229920000578 graft copolymer Polymers 0.000 abstract description 11
- 150000004992 toluidines Chemical class 0.000 abstract description 11
- 150000001448 anilines Chemical class 0.000 abstract description 5
- 150000001735 carboxylic acids Chemical class 0.000 abstract description 5
- 239000003795 chemical substances by application Substances 0.000 abstract description 5
- 238000007665 sagging Methods 0.000 abstract description 3
- 239000003340 retarding agent Substances 0.000 abstract 1
- 229920001971 elastomer Polymers 0.000 description 14
- 239000000806 elastomer Substances 0.000 description 12
- 239000000758 substrate Substances 0.000 description 12
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 11
- 239000000126 substance Substances 0.000 description 10
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 7
- 238000010276 construction Methods 0.000 description 7
- 239000004615 ingredient Substances 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 229920005989 resin Polymers 0.000 description 6
- 239000011347 resin Substances 0.000 description 6
- 239000011521 glass Substances 0.000 description 5
- 230000009477 glass transition Effects 0.000 description 5
- 239000003365 glass fiber Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 239000004593 Epoxy Substances 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 150000002978 peroxides Chemical class 0.000 description 3
- 229920006305 unsaturated polyester Polymers 0.000 description 3
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 229920000459 Nitrile rubber Polymers 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 230000003190 augmentative effect Effects 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- MGWAVDBGNNKXQV-UHFFFAOYSA-N diisobutyl phthalate Chemical compound CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C MGWAVDBGNNKXQV-UHFFFAOYSA-N 0.000 description 2
- 125000006575 electron-withdrawing group Chemical group 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000011152 fibreglass Substances 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical class CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- 230000009974 thixotropic effect Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- JUVSRZCUMWZBFK-UHFFFAOYSA-N 2-[n-(2-hydroxyethyl)-4-methylanilino]ethanol Chemical compound CC1=CC=C(N(CCO)CCO)C=C1 JUVSRZCUMWZBFK-UHFFFAOYSA-N 0.000 description 1
- XOJWAAUYNWGQAU-UHFFFAOYSA-N 4-(2-methylprop-2-enoyloxy)butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCOC(=O)C(C)=C XOJWAAUYNWGQAU-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 0 Cc(cc1)ccc1N=* Chemical compound Cc(cc1)ccc1N=* 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 229920013646 Hycar Polymers 0.000 description 1
- 229920000271 Kevlar® Polymers 0.000 description 1
- 229920002633 Kraton (polymer) Polymers 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- DVNBOBWCRDZVNA-UHFFFAOYSA-N acetic acid;1-butylperoxybutane Chemical group CC(O)=O.CCCCOOCCCC DVNBOBWCRDZVNA-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229920000800 acrylic rubber Polymers 0.000 description 1
- 239000000654 additive Substances 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
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 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
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000000805 composite resin Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 229910001651 emery Inorganic materials 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 239000004761 kevlar Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- RNVCVTLRINQCPJ-UHFFFAOYSA-N o-toluidine Chemical compound CC1=CC=CC=C1N RNVCVTLRINQCPJ-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 150000002976 peresters Chemical class 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 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
- 230000005855 radiation Effects 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Graft Or Block Polymers (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/851,612 US6512043B2 (en) | 2000-05-10 | 2001-05-08 | Two-part structural adhesive having long working time |
| US09/851612 | 2001-05-08 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2002348544A JP2002348544A (ja) | 2002-12-04 |
| JP2002348544A5 JP2002348544A5 (enExample) | 2005-07-28 |
| JP4145561B2 true JP4145561B2 (ja) | 2008-09-03 |
Family
ID=25311207
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002132571A Expired - Lifetime JP4145561B2 (ja) | 2001-05-08 | 2002-05-08 | 長い可便時間を有する２部構造の接着剤 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US6512043B2 (enExample) |
| EP (1) | EP1256615B1 (enExample) |
| JP (1) | JP4145561B2 (enExample) |
| CN (1) | CN1384169B (enExample) |
| AT (1) | ATE327294T1 (enExample) |
| AU (1) | AU774330B2 (enExample) |
| CA (1) | CA2367070C (enExample) |
| DE (1) | DE60211593D1 (enExample) |
| DK (1) | DK1256615T3 (enExample) |
| ES (1) | ES2265458T3 (enExample) |
| MX (1) | MXPA02004370A (enExample) |
| NZ (1) | NZ516591A (enExample) |
| TW (1) | TW589359B (enExample) |
Families Citing this family (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5965635A (en) * | 1995-06-07 | 1999-10-12 | Illinois Tool Works Inc. | Alkylacrylate ester composition for anchoring materials in or to concrete or masonry |
| KR100473433B1 (ko) * | 2000-07-17 | 2005-03-08 | 마쯔시다덴기산교 가부시키가이샤 | 비수전해액 및 그것을 포함하는 비수전해액전지 및 전해콘덴서 |
| US6602958B2 (en) | 2001-07-10 | 2003-08-05 | Ips Corporation | Adhesives for bonding composites |
| US7176044B2 (en) * | 2002-11-25 | 2007-02-13 | Henkel Corporation | B-stageable die attach adhesives |
| DE102004042858A1 (de) * | 2004-09-04 | 2006-03-09 | Lanxess Deutschland Gmbh | Spezielle Mischungen von Derivaten des N,N-Bis-(2-hydroxyalkyl)-4-toluidins, deren Herstellung und Verwendung |
| US7348385B2 (en) * | 2005-03-09 | 2008-03-25 | Illinois Tool Works Inc. | Acrylate/methacrylate adhesives initiated by chlorosulfonated polymer |
| US7776963B2 (en) * | 2005-05-03 | 2010-08-17 | Illinois Tool Works Inc. | Acrylic adhesives for metal bonding applications |
| JP5243965B2 (ja) * | 2005-12-15 | 2013-07-24 | ハンツマン アドバンスト マテリアルズ （スイッツァランド） ゲーエムベーハー | 多相アクリル系接着剤 |
| US20070155899A1 (en) * | 2005-12-21 | 2007-07-05 | Ips Corporation | Elastic methacrylate compositions |
| US20070155879A1 (en) * | 2005-12-22 | 2007-07-05 | Ips Corporation | Adhesive compositions for bonding metals |
| EP1842587A1 (de) * | 2006-04-03 | 2007-10-10 | Sika Technology AG | Verwendung der Infrarot-Thermographie als Mittel zur Bestimmung des Aushärtungsverlaufes einer zweikomponentigen Zusammensetzung |
| KR20100015635A (ko) | 2007-04-05 | 2010-02-12 | 자크레 | 구조용 접착제 조성물 |
| US20080299317A1 (en) * | 2007-05-29 | 2008-12-04 | Hable Christopher T | Acrylate adhesive material and method of use therefor |
| ES2695030T3 (es) * | 2007-12-18 | 2018-12-28 | Sika Technology Ag | Composición multi-componente para el relleno y/o la compactación de grietas, zonas defectuosas y cavidades en estructuras o formaciones de suelo y rocosas |
| FR2928931B1 (fr) | 2008-03-21 | 2011-03-25 | Jacret | Composition pour adhesif structural |
| WO2010007148A2 (de) | 2008-07-17 | 2010-01-21 | Sika Technology Ag | Epoxid/(meth)acrylat zusammensetzung |
| EP2189500A1 (de) | 2008-11-21 | 2010-05-26 | Sika Technology AG | Epoxid/(Meth)acrylat Zusammensetzung |
| EP2189505A1 (de) | 2008-11-21 | 2010-05-26 | Sika Technology AG | Stabilisierung von (Meth)acrylatbasierenden Zusammensetzungen durch spezifische tertiäre Amine |
| EP2177553A1 (de) | 2008-10-17 | 2010-04-21 | Sika Technology AG | Radikalisch härtbare Zusammensetzungen mit reduzierter Weichmacheraufnahme |
| US20100113674A1 (en) * | 2008-10-31 | 2010-05-06 | Strand Richard M | Methacrylate adhesive |
| EP2272922A1 (de) | 2009-07-08 | 2011-01-12 | Sika Technology AG | (Meth)acrylatbasierende Zusammensetzungen mit verbesserter Haftung auf verzinkten Oberflächen |
| FR2950059B1 (fr) | 2009-09-16 | 2016-09-16 | Jacret | Composition pour adhesif structural |
| GB201006427D0 (en) | 2010-02-26 | 2010-06-02 | Scott Bader Co | Methacrylate-based adhesive compositions |
| CN102581216B (zh) * | 2011-01-04 | 2014-01-15 | 济南圣泉集团股份有限公司 | 双组分环氧树脂粘结剂、包含其的铸造混合物、铸造成型体、以及浇铸金属制品的方法 |
| EP2650316A1 (de) | 2012-04-10 | 2013-10-16 | Sika Technology AG | Radikalisch härtbare Zusammensetzungen geeignet für das Verkleben von weichmacherhaltigem PVC |
| ES2746291T3 (es) | 2015-06-04 | 2020-03-05 | Sika Tech Ag | Composición de acrilato para obturar construcciones de túnel |
| TWI738730B (zh) * | 2016-03-29 | 2021-09-11 | 德商漢高智慧財產控股公司 | 兩液型可固化組合物 |
| EP3412743B1 (en) | 2017-02-22 | 2019-08-07 | LG Chem, Ltd. | Adhesive composition |
| KR102157352B1 (ko) | 2017-05-02 | 2020-09-17 | 주식회사 엘지화학 | 이액형 접착제 조성물 |
| KR102136705B1 (ko) | 2017-06-02 | 2020-07-22 | 주식회사 엘지화학 | 이액형 접착제 조성물 |
| CN107603497A (zh) * | 2017-09-18 | 2018-01-19 | 烟台德邦科技有限公司 | 一种耐溶剂擦洗的丙烯酸酯结构胶黏剂 |
| FR3073539B1 (fr) | 2017-11-13 | 2020-05-15 | Gerflor | Panneau rigide pour la realisation d'un revetement de sol |
| FR3082859B1 (fr) | 2018-06-26 | 2020-11-27 | Gerflor | Panneau acoustique pour la realisation d'un revetement de sol |
| FR3084370B1 (fr) | 2018-07-24 | 2021-03-05 | Jacret | Composition pour adhesif structural |
| CN109971371B (zh) * | 2019-03-25 | 2021-07-06 | 上海科秀新材料科技有限公司 | 一种甲基丙烯酸酯结构胶及其制备方法 |
| KR102375799B1 (ko) * | 2020-08-06 | 2022-03-16 | 울산과학기술원 | 사전변형 전략을 이용한 점착제의 즉각 변형 회복성 부여 방법 |
| EP4119594A1 (de) | 2021-07-16 | 2023-01-18 | Hilti Aktiengesellschaft | Acrylathaltige bindemittel für befestigungszwecke |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1446709A (en) * | 1972-07-06 | 1976-08-18 | Nat Patent Dev Corp | Tooth root canal filling composition |
| KR920000177B1 (ko) * | 1989-03-31 | 1992-01-09 | 다이낀 고오교오 가부시끼가이샤 | 방진제진용 고분자 재료 |
| JPH03232809A (ja) * | 1989-12-11 | 1991-10-16 | Jishi Toushi Kogyo Kk | 歯科陶材用練和液 |
| JP2642554B2 (ja) * | 1991-12-27 | 1997-08-20 | 電気化学工業株式会社 | 接着剤組成物 |
| US6268464B1 (en) * | 1998-10-19 | 2001-07-31 | Neste Chemicals Oy | Unsaturated polyester resins |
| US6291593B1 (en) * | 1998-12-03 | 2001-09-18 | Loctite Corporation | Adhesive compositions with retarding additive |
-
2001
- 2001-05-08 US US09/851,612 patent/US6512043B2/en not_active Expired - Lifetime
- 2001-12-21 TW TW090131882A patent/TW589359B/zh not_active IP Right Cessation
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2002
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- 2002-01-14 NZ NZ516591A patent/NZ516591A/en not_active IP Right Cessation
- 2002-01-15 AU AU10176/02A patent/AU774330B2/en not_active Expired
- 2002-02-08 ES ES02002874T patent/ES2265458T3/es not_active Expired - Lifetime
- 2002-02-08 DK DK02002874T patent/DK1256615T3/da active
- 2002-02-08 AT AT02002874T patent/ATE327294T1/de not_active IP Right Cessation
- 2002-02-08 DE DE60211593T patent/DE60211593D1/de not_active Expired - Lifetime
- 2002-02-08 EP EP02002874A patent/EP1256615B1/en not_active Expired - Lifetime
- 2002-04-30 MX MXPA02004370A patent/MXPA02004370A/es active IP Right Grant
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Also Published As
| Publication number | Publication date |
|---|---|
| EP1256615A3 (en) | 2003-08-20 |
| CA2367070C (en) | 2007-09-18 |
| US6512043B2 (en) | 2003-01-28 |
| CN1384169B (zh) | 2013-08-21 |
| TW589359B (en) | 2004-06-01 |
| EP1256615A2 (en) | 2002-11-13 |
| AU774330B2 (en) | 2004-06-24 |
| ES2265458T3 (es) | 2007-02-16 |
| US20020007027A1 (en) | 2002-01-17 |
| AU1017602A (en) | 2002-11-14 |
| MXPA02004370A (es) | 2002-11-20 |
| EP1256615B1 (en) | 2006-05-24 |
| CN1384169A (zh) | 2002-12-11 |
| JP2002348544A (ja) | 2002-12-04 |
| DE60211593D1 (de) | 2006-06-29 |
| CA2367070A1 (en) | 2002-11-08 |
| ATE327294T1 (de) | 2006-06-15 |
| DK1256615T3 (da) | 2006-09-25 |
| NZ516591A (en) | 2003-05-30 |
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