JP5676444B2 - 二液型エポキシ系構造接着剤 - Google Patents
二液型エポキシ系構造接着剤 Download PDFInfo
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- JP5676444B2 JP5676444B2 JP2011520149A JP2011520149A JP5676444B2 JP 5676444 B2 JP5676444 B2 JP 5676444B2 JP 2011520149 A JP2011520149 A JP 2011520149A JP 2011520149 A JP2011520149 A JP 2011520149A JP 5676444 B2 JP5676444 B2 JP 5676444B2
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- carbon atoms
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- alkyl
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- 239000000203 mixture Substances 0.000 claims description 108
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- 239000003607 modifier Substances 0.000 claims description 86
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 55
- 150000001875 compounds Chemical class 0.000 claims description 50
- 150000001412 amines Chemical class 0.000 claims description 45
- 239000003795 chemical substances by application Substances 0.000 claims description 45
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- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 37
- 125000000217 alkyl group Chemical group 0.000 claims description 34
- 239000003999 initiator Substances 0.000 claims description 34
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- 238000000034 method Methods 0.000 claims description 24
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- 125000003118 aryl group Chemical group 0.000 claims description 16
- 239000012745 toughening agent Substances 0.000 claims description 14
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
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- SOWBFZRMHSNYGE-UHFFFAOYSA-N oxamic acid Chemical compound NC(=O)C(O)=O SOWBFZRMHSNYGE-UHFFFAOYSA-N 0.000 claims description 6
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- 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 description 16
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- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 13
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 11
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- PXKLMJQFEQBVLD-UHFFFAOYSA-N Bisphenol F Natural products C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 7
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- 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 6
- IEJPPSMHUUQABK-UHFFFAOYSA-N 2,4-diphenyl-4h-1,3-oxazol-5-one Chemical compound O=C1OC(C=2C=CC=CC=2)=NC1C1=CC=CC=C1 IEJPPSMHUUQABK-UHFFFAOYSA-N 0.000 description 6
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- 239000011541 reaction mixture Substances 0.000 description 6
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- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 125000005282 allenyl group Chemical group 0.000 description 5
- 239000008240 homogeneous mixture Substances 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 125000004430 oxygen atom Chemical group O* 0.000 description 5
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 125000006413 ring segment Chemical group 0.000 description 5
- 229910052717 sulfur Inorganic materials 0.000 description 5
- JKUYRAMKJLMYLO-UHFFFAOYSA-N tert-butyl 3-oxobutanoate Chemical compound CC(=O)CC(=O)OC(C)(C)C JKUYRAMKJLMYLO-UHFFFAOYSA-N 0.000 description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical class OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
- 150000005215 alkyl ethers Chemical class 0.000 description 4
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- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- WTFAGPBUAGFMQX-UHFFFAOYSA-N 1-[2-[2-(2-aminopropoxy)propoxy]propoxy]propan-2-amine Chemical compound CC(N)COCC(C)OCC(C)OCC(C)N WTFAGPBUAGFMQX-UHFFFAOYSA-N 0.000 description 3
- 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 3
- AVTLBBWTUPQRAY-UHFFFAOYSA-N 2-(2-cyanobutan-2-yldiazenyl)-2-methylbutanenitrile Chemical compound CCC(C)(C#N)N=NC(C)(CC)C#N AVTLBBWTUPQRAY-UHFFFAOYSA-N 0.000 description 3
- 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 3
- JCEZOHLWDIONSP-UHFFFAOYSA-N 3-[2-[2-(3-aminopropoxy)ethoxy]ethoxy]propan-1-amine Chemical compound NCCCOCCOCCOCCCN JCEZOHLWDIONSP-UHFFFAOYSA-N 0.000 description 3
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- 0 Cc1ccc(Cc(cc2)ccc2O*)cc1 Chemical compound Cc1ccc(Cc(cc2)ccc2O*)cc1 0.000 description 3
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- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
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- 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
- C08L2666/04—Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
- C08L2666/06—Homopolymers or copolymers of unsaturated hydrocarbons; Derivatives thereof
-
- 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
- C08L2666/24—Graft or block copolymers according to groups C08L51/00, C08L53/00 or C08L55/02; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof
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- 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)
Applications Claiming Priority (3)
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| US8286908P | 2008-07-23 | 2008-07-23 | |
| US61/082,869 | 2008-07-23 | ||
| PCT/US2009/051339 WO2010011705A1 (en) | 2008-07-23 | 2009-07-22 | Two-part epoxy-based structural adhesives |
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| JP2011529117A JP2011529117A (ja) | 2011-12-01 |
| JP2011529117A5 JP2011529117A5 (enExample) | 2012-09-06 |
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| EP (1) | EP2321370B1 (enExample) |
| JP (1) | JP5676444B2 (enExample) |
| KR (1) | KR101662856B1 (enExample) |
| CN (1) | CN102159642B (enExample) |
| WO (1) | WO2010011705A1 (enExample) |
Families Citing this family (45)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101676051B1 (ko) * | 2008-07-23 | 2016-11-14 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 반응성 액체 개질제 |
| US8618204B2 (en) | 2008-07-23 | 2013-12-31 | 3M Innovative Properties Company | Two-part epoxy-based structural adhesives |
| EP2321370B1 (en) | 2008-07-23 | 2017-03-15 | 3M Innovative Properties Company | Two-part epoxy-based structural adhesives |
| US20120024477A1 (en) * | 2009-02-06 | 2012-02-02 | Kropp Michael A | Room temperature curing epoxy adhesive |
| CN102482548B (zh) | 2009-09-11 | 2014-03-12 | 3M创新有限公司 | 固化性和固化的粘合剂组合物 |
| WO2011031429A1 (en) | 2009-09-11 | 2011-03-17 | 3M Innovative Properties Company | Curable and cured adhesive compositions |
| EP2368956A1 (de) * | 2010-03-26 | 2011-09-28 | Sika Technology AG | Formgedächtnis-Material auf Basis eines Strukturklebstoffs |
| EP2368955A1 (de) | 2010-03-26 | 2011-09-28 | Sika Technology AG | Formgedächtnis-Material auf Basis eines Strukturklebstoffs |
| GB201005444D0 (en) * | 2010-03-31 | 2010-05-19 | 3M Innovative Properties Co | Epoxy adhesive compositions comprising an adhesion promoter |
| GB201012595D0 (en) | 2010-07-27 | 2010-09-08 | Zephyros Inc | Oriented structural adhesives |
| US9840591B2 (en) | 2010-08-04 | 2017-12-12 | 3M Innovative Properties Company | Method of preparing benzoxazine-thiol polymers films |
| US8729197B2 (en) * | 2010-08-10 | 2014-05-20 | 3M Innovative Properties Company | Epoxy structural adhesive |
| US10023774B2 (en) * | 2010-10-01 | 2018-07-17 | Council Of Scientific & Industrial Research | Adhesive composition and uses thereof |
| WO2012054804A1 (en) * | 2010-10-21 | 2012-04-26 | Spg International Llc | Shelving system constructed using bonding |
| CA2823342A1 (en) | 2010-12-29 | 2012-07-05 | 3M Innovative Properties Company | Structural hybrid adhesives |
| EP2570450A1 (de) * | 2011-09-14 | 2013-03-20 | Sika Technology AG | Formgedächtnis-Material auf Basis eines Strukturklebstoffs |
| CA2877863A1 (en) | 2012-07-03 | 2014-01-09 | Larry S. Hebert | Method of making structured hybrid adhesive articles |
| JP6351603B2 (ja) * | 2012-10-10 | 2018-07-04 | ハンツマン・アドバンスド・マテリアルズ・アメリカズ・エルエルシー | 耐紫外線エポキシ構造接着剤 |
| CN103265837B (zh) * | 2013-05-28 | 2016-02-17 | 南京工程学院 | 一种油漆实木家具裂缝修补膏的制造方法及裂缝的修补方法 |
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| US20160297960A1 (en) * | 2013-12-13 | 2016-10-13 | Blue Cube Ip Llc | Epoxy composition containing core-shell rubber |
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| JP7495231B2 (ja) | 2019-02-08 | 2024-06-04 | 住友化学株式会社 | 化合物およびそれを用いた発光素子 |
| CN114008092B (zh) | 2019-06-13 | 2024-02-02 | 3M创新有限公司 | 交联剂和包含交联剂的可固化组合物 |
| EP4034607A1 (en) | 2019-09-25 | 2022-08-03 | 3M Innovative Properties Company | Multi-phase adhesive articles and methods thereof |
| WO2021124049A1 (en) * | 2019-12-19 | 2021-06-24 | 3M Innovative Properties Company | Shimming adhesive |
| US20240010888A1 (en) | 2020-10-23 | 2024-01-11 | Zephyros, Inc. | Dual-Cure Mechanism Polymeric Adhesives |
| WO2022090842A1 (en) | 2020-10-28 | 2022-05-05 | 3M Innovative Properties Company | Cured adhesive compositions and method of making |
| US11739172B2 (en) | 2020-12-17 | 2023-08-29 | 3M Innovative Properties Company | Composition including monomer with a carboxylic acid group, monomer with a hydroxyl group, and crosslinker and related articles and methods |
| WO2022130339A1 (en) * | 2020-12-17 | 2022-06-23 | 3M Innovative Properties Company | Composition including an acrylic monomer with a carboxylic acid group, an acrylic monomer with a hydroxyl group, an alkyl (meth)acrylate monomer and crosslinker, and related articles and methods |
| US20240153717A1 (en) * | 2021-03-10 | 2024-05-09 | Rincon Power, Llc | Hermetically sealed manual disconnect with integrated bellows actuator |
| TW202436429A (zh) * | 2023-01-05 | 2024-09-16 | 德商漢高股份有限及兩合公司 | 用於加速熱固性單體、寡聚物及/或樹脂之反應的物質組合 |
Family Cites Families (53)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4119615A (en) * | 1976-09-24 | 1978-10-10 | Texaco Development Corporation | Thermoplastic adhesive polyoxamide from polyoxypropylene polyamine |
| US4263366A (en) * | 1979-01-26 | 1981-04-21 | Gaf Corporation | Radiation curable coating composition comprising an oligomer and a copolymerizable ultra-violet absorber |
| US4332713A (en) * | 1979-11-09 | 1982-06-01 | Ciba-Geigy Corporation | Liquid or pasty thermosetting adhesive which can be pre-gelled and which is based on epoxide resin, and the use of this adhesive |
| CA1164124A (en) * | 1980-07-15 | 1984-03-20 | Kurt Munk | Pourable solid mixture |
| US4476285A (en) * | 1983-03-02 | 1984-10-09 | The United States Of America As Represented By The Secretary Of The Navy | Rubber modified epoxy adhesive |
| WO1987000188A1 (en) | 1985-06-26 | 1987-01-15 | The Dow Chemical Company | Rubber-modified epoxy compounds |
| US4766183A (en) | 1986-01-27 | 1988-08-23 | Essex Specialty Products, Inc. | Thermosetting composition for an interpenetrating polymer network system |
| US4803232A (en) * | 1987-07-30 | 1989-02-07 | Lord Corporation | Rubber-modified epoxy adhesive compositions |
| US4906722A (en) * | 1987-12-02 | 1990-03-06 | Ciba-Geigy Corporation | Thermosetting reactive systems |
| US4874822A (en) | 1988-04-07 | 1989-10-17 | Minnesota Mining And Manufacturing Company | Process for the acrylamidoacylation of alcohols |
| US5026794A (en) * | 1989-05-23 | 1991-06-25 | Polysar Limited | Adducts of an hydroxy-free acrylate resin and an epoxy resin |
| CA2032219A1 (en) | 1990-10-01 | 1992-04-02 | Jim D. Elmore | Two package ambient temperature curing coating composition |
| EP0511162A1 (de) * | 1991-04-24 | 1992-10-28 | Ciba-Geigy Ag | Wärmeleitende Klebfilme, Laminate mit wärmeleitenden Klebschichten und deren Verwendung |
| DE69229383D1 (de) * | 1991-10-31 | 1999-07-15 | Daicel Chem | Epoxydharzzusammensetzungen |
| JPH06169879A (ja) | 1992-12-03 | 1994-06-21 | Olympus Optical Co Ltd | 内視鏡 |
| 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 |
| WO1995000597A1 (en) | 1993-06-24 | 1995-01-05 | Minnesota Mining And Manufacturing Company | Epoxy adhesive composition for bonding oily metal |
| MX9701950A (es) * | 1994-09-19 | 1997-06-28 | Minnesota Mining & Mfg | Composicion adhesiva de epoxi. |
| US5629380A (en) * | 1994-09-19 | 1997-05-13 | Minnesota Mining And Manufacturing Company | Epoxy adhesive composition comprising a calcium salt and mannich base |
| ES2144264T3 (es) | 1995-08-29 | 2000-06-01 | Exxon Chemical Patents Inc | Polipropileno tolerante a la radiacion y sus articulos utiles. |
| EP0776917B1 (de) * | 1995-11-29 | 2002-05-29 | Vantico AG | Core/Shell-Partikel und diese enthaltende härtbare Epoxidharzzusammensetzungen |
| US5714563A (en) | 1996-01-16 | 1998-02-03 | Depompei; Michael Frederick | One-part, low viscosity, moisture curable composition |
| US6166127A (en) | 1997-06-27 | 2000-12-26 | The Sherwin-Williams Company | Interpenetrating networks of polymers |
| JP3297354B2 (ja) | 1997-08-21 | 2002-07-02 | アイシン化工株式会社 | 構造用エポキシ系接着剤組成物 |
| US6486256B1 (en) | 1998-10-13 | 2002-11-26 | 3M Innovative Properties Company | Composition of epoxy resin, chain extender and polymeric toughener with separate base catalyst |
| US6554936B1 (en) * | 1999-09-08 | 2003-04-29 | Alliant Techsystems Inc. | Method of constructing insulated metal dome structure for a rocket motor |
| US6664318B1 (en) * | 1999-12-20 | 2003-12-16 | 3M Innovative Properties Company | Encapsulant compositions with thermal shock resistance |
| US6465558B2 (en) * | 2000-02-03 | 2002-10-15 | Ferro Corporation | Solvent based adhesive composition |
| DE10006592A1 (de) | 2000-02-09 | 2001-08-23 | Schill & Seilacher | Latente Kombinationsverbindungen und latente Ammoniumsalze aus Epoxidharzhärter und Flammschutzmittel sowie daraus hergestellte Epoxidharz-Systeme und -Produkte |
| EP1280842B1 (en) | 2000-04-12 | 2005-11-02 | Akzo Nobel Coatings International B.V. | Aqueous two-component cross-linkable composition |
| JP3573109B2 (ja) * | 2000-06-22 | 2004-10-06 | ソニーケミカル株式会社 | Ipn型接着剤、ipn型接着シート及び接着方法 |
| US6632872B1 (en) | 2000-09-19 | 2003-10-14 | 3M Innovative Properties Company | Adhesive compositions including self-assembling molecules, adhesives, articles, and methods |
| JP4752109B2 (ja) * | 2000-12-12 | 2011-08-17 | 日立化成工業株式会社 | 樹脂ペースト組成物及びこれを用いた半導体装置 |
| US6740359B2 (en) | 2001-02-06 | 2004-05-25 | E. I. Du Pont De Nemours And Company | Ambient cure fast dry solvent borne coating compositions |
| US6635690B2 (en) | 2001-06-19 | 2003-10-21 | 3M Innovative Properties Company | Reactive oligomers |
| DE10129807A1 (de) | 2001-06-23 | 2003-01-02 | Reiner Schulze | Arbeitsverfahren zur Abdichtung von Leckagen in Flüssigkeiten führenden Rohren oder Flüssigkeiten enthaltenden Behältern |
| US20030192643A1 (en) * | 2002-03-15 | 2003-10-16 | Rainer Schoenfeld | Epoxy adhesive having improved impact resistance |
| 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 |
| KR20070097294A (ko) | 2003-11-14 | 2007-10-04 | 앳슈랜드 라이센싱 앤드 인텔렉츄얼 프라퍼티 엘엘씨 | 자가-광개시 다관능성 아크릴레이트와 지환족 에폭시화합물의 이중 경화 반응 생성물 |
| JP4765323B2 (ja) | 2004-02-23 | 2011-09-07 | 三菱化学株式会社 | 変性エポキシ樹脂組成物及びその製造方法 |
| JP2005281594A (ja) * | 2004-03-30 | 2005-10-13 | Soken Chem & Eng Co Ltd | 熱硬化性接着剤および接着シート |
| EP1695990A1 (en) | 2005-02-28 | 2006-08-30 | Dow Global Technologies Inc. | Two-component epoxy adhesive composition |
| EP1728825B2 (en) | 2005-06-02 | 2013-10-23 | Dow Global Technologies LLC | Toughened structural epoxy adhesive |
| US20070293603A1 (en) * | 2006-06-19 | 2007-12-20 | Ashland Licensing And Intellectual Property Llc | Epoxy adhesive composition and use thereof |
| KR101352811B1 (ko) | 2006-07-31 | 2014-02-17 | 헨켈 아게 운트 코. 카게아아 | 경화성 에폭시 수지-기재 접착성 조성물 |
| DE102006056403B4 (de) | 2006-11-29 | 2010-08-19 | Hilti Aktiengesellschaft | Intumeszierende Mehrkomponenten-Epoxidharz-Beschichtungsmasse für den Brandschutz und ihre Verwendung |
| GB0700960D0 (en) * | 2007-01-18 | 2007-02-28 | 3M Innovative Properties Co | High strength epoxy adhesive and uses thereof |
| US8717933B2 (en) | 2007-05-25 | 2014-05-06 | Tellabs Operations, Inc. | Method and apparatus for interactive routing |
| EP2222808A2 (en) * | 2007-12-05 | 2010-09-01 | 3M Innovative Properties Company | Assembly bonded to a structural adhesive and method and applicator for making it |
| JP2011516694A (ja) | 2008-04-11 | 2011-05-26 | スリーエム イノベイティブ プロパティズ カンパニー | 一液型エポキシ系構造用接着剤 |
| EP2321370B1 (en) | 2008-07-23 | 2017-03-15 | 3M Innovative Properties Company | Two-part epoxy-based structural adhesives |
| US8618204B2 (en) * | 2008-07-23 | 2013-12-31 | 3M Innovative Properties Company | Two-part epoxy-based structural adhesives |
| KR101676051B1 (ko) * | 2008-07-23 | 2016-11-14 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 반응성 액체 개질제 |
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2009
- 2009-07-22 EP EP09790699.4A patent/EP2321370B1/en not_active Not-in-force
- 2009-07-22 KR KR1020117003748A patent/KR101662856B1/ko not_active Expired - Fee Related
- 2009-07-22 JP JP2011520149A patent/JP5676444B2/ja not_active Expired - Fee Related
- 2009-07-22 WO PCT/US2009/051339 patent/WO2010011705A1/en not_active Ceased
- 2009-07-22 US US13/055,176 patent/US8491749B2/en not_active Expired - Fee Related
- 2009-07-22 CN CN200980136437.5A patent/CN102159642B/zh not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US8491749B2 (en) | 2013-07-23 |
| US20110120646A1 (en) | 2011-05-26 |
| CN102159642B (zh) | 2015-07-22 |
| JP2011529117A (ja) | 2011-12-01 |
| EP2321370A1 (en) | 2011-05-18 |
| KR101662856B1 (ko) | 2016-10-05 |
| CN102159642A (zh) | 2011-08-17 |
| EP2321370B1 (en) | 2017-03-15 |
| WO2010011705A1 (en) | 2010-01-28 |
| KR20110043685A (ko) | 2011-04-27 |
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