CN1384169B - 具有长工作时间的双组分结构粘合剂 - Google Patents
具有长工作时间的双组分结构粘合剂 Download PDFInfo
- Publication number
- CN1384169B CN1384169B CN02101584.8A CN02101584A CN1384169B CN 1384169 B CN1384169 B CN 1384169B CN 02101584 A CN02101584 A CN 02101584A CN 1384169 B CN1384169 B CN 1384169B
- Authority
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- China
- Prior art keywords
- tackiness agent
- binder composition
- scope
- agent
- monomer
- 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 26
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 26
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 81
- 239000000203 mixture Substances 0.000 claims abstract description 56
- 239000000178 monomer Substances 0.000 claims abstract description 41
- 239000003999 initiator 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 8
- 125000005395 methacrylic acid group Chemical group 0.000 claims abstract description 8
- 239000003112 inhibitor Substances 0.000 claims abstract description 7
- 239000000463 material Substances 0.000 claims description 36
- 239000012190 activator Substances 0.000 claims description 22
- 230000002829 reductive effect Effects 0.000 claims description 22
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 20
- 239000011230 binding agent Substances 0.000 claims description 16
- 239000000126 substance Substances 0.000 claims description 16
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 15
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 claims description 10
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 10
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 9
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 8
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 150000002367 halogens Chemical class 0.000 claims description 6
- 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
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 5
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 5
- 239000012986 chain transfer agent Substances 0.000 claims description 5
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 4
- 230000008719 thickening Effects 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
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- 229920001519 homopolymer Polymers 0.000 claims description 3
- 239000000049 pigment Substances 0.000 claims description 3
- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 claims description 2
- 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
- 150000001993 dienes Chemical class 0.000 claims description 2
- RNVCVTLRINQCPJ-UHFFFAOYSA-N o-toluidine Chemical compound CC1=CC=CC=C1N RNVCVTLRINQCPJ-UHFFFAOYSA-N 0.000 claims description 2
- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 claims description 2
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 claims description 2
- 238000009835 boiling Methods 0.000 abstract description 16
- 239000011258 core-shell material Substances 0.000 abstract description 11
- 229920000578 graft copolymer Polymers 0.000 abstract description 11
- 239000011324 bead Substances 0.000 abstract description 5
- 150000001735 carboxylic acids Chemical class 0.000 abstract description 3
- 150000001448 anilines Chemical class 0.000 abstract 2
- 239000003638 chemical reducing agent Substances 0.000 abstract 2
- 150000004992 toluidines Chemical class 0.000 abstract 2
- 239000003340 retarding agent Substances 0.000 abstract 1
- 238000007665 sagging Methods 0.000 abstract 1
- 239000012745 toughening agent Substances 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 description 10
- 229920005989 resin Polymers 0.000 description 9
- 239000011347 resin Substances 0.000 description 9
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 7
- 229920001971 elastomer Polymers 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 238000010276 construction Methods 0.000 description 6
- 239000003365 glass fiber Substances 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- 239000005060 rubber Substances 0.000 description 5
- 230000007704 transition Effects 0.000 description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 230000000977 initiatory effect Effects 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- 230000008961 swelling Effects 0.000 description 4
- 239000004593 Epoxy Substances 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
- 230000002349 favourable effect Effects 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000007711 solidification Methods 0.000 description 3
- 230000008023 solidification Effects 0.000 description 3
- 229920006305 unsaturated polyester Polymers 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- OUUQCZGPVNCOIJ-UHFFFAOYSA-M Superoxide Chemical compound [O-][O] OUUQCZGPVNCOIJ-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000002131 composite material Substances 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
- 239000000806 elastomer Substances 0.000 description 2
- 125000006575 electron-withdrawing group Chemical group 0.000 description 2
- 230000002708 enhancing effect Effects 0.000 description 2
- -1 isobutyl ester Chemical class 0.000 description 2
- 229920002521 macromolecule Polymers 0.000 description 2
- 238000004519 manufacturing process Methods 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
- 229920001084 poly(chloroprene) Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000725 suspension 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
- 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
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 229920013646 Hycar Polymers 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- 229920002633 Kraton (polymer) Polymers 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 239000004902 Softening Agent Substances 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
- 229920005822 acrylic binder Polymers 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000012296 anti-solvent Substances 0.000 description 1
- 229920006231 aramid fiber Polymers 0.000 description 1
- 230000000712 assembly Effects 0.000 description 1
- 238000000429 assembly Methods 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 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
- 239000007767 bonding agent Substances 0.000 description 1
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000004035 construction material Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 229910001651 emery Inorganic materials 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000010559 graft polymerization reaction Methods 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229920001427 mPEG Polymers 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 239000003973 paint 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
- 150000002978 peroxides Chemical class 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 230000036314 physical performance Effects 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 230000001737 promoting 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
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 238000007348 radical reaction Methods 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution 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
- 229920001187 thermosetting polymer Polymers 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
- 238000003466 welding Methods 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 |
| US09/851,612 | 2001-05-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1384169A CN1384169A (zh) | 2002-12-11 |
| CN1384169B true CN1384169B (zh) | 2013-08-21 |
Family
ID=25311207
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN02101584.8A Expired - Lifetime CN1384169B (zh) | 2001-05-08 | 2002-01-10 | 具有长工作时间的双组分结构粘合剂 |
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 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3925895A (en) * | 1972-07-06 | 1975-12-16 | Nat Patent Dev Corp | Hydrophilic root canal filling material |
| US5169902A (en) * | 1989-03-31 | 1992-12-08 | Daikin Industries Ltd. | Vibration-proof damping polymer material |
| US5380772A (en) * | 1989-12-11 | 1995-01-10 | G-C Toshi Kogyo Corporation | Modelling liquid for dental porcelain |
| WO2000032688A1 (en) * | 1998-12-03 | 2000-06-08 | The Dexter Corporation | Adhesive compositions with retarding additive |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
-
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
-
2002
- 2002-01-10 CN CN02101584.8A patent/CN1384169B/zh not_active Expired - Lifetime
- 2002-01-10 CA CA002367070A patent/CA2367070C/en not_active Expired - Lifetime
- 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
- 2002-05-08 JP JP2002132571A patent/JP4145561B2/ja not_active Expired - Lifetime
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3925895A (en) * | 1972-07-06 | 1975-12-16 | Nat Patent Dev Corp | Hydrophilic root canal filling material |
| US5169902A (en) * | 1989-03-31 | 1992-12-08 | Daikin Industries Ltd. | Vibration-proof damping polymer material |
| US5380772A (en) * | 1989-12-11 | 1995-01-10 | G-C Toshi Kogyo Corporation | Modelling liquid for dental porcelain |
| WO2000032688A1 (en) * | 1998-12-03 | 2000-06-08 | The Dexter Corporation | Adhesive compositions with retarding additive |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1256615A3 (en) | 2003-08-20 |
| CA2367070C (en) | 2007-09-18 |
| JP4145561B2 (ja) | 2008-09-03 |
| US6512043B2 (en) | 2003-01-28 |
| 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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