CN101691418B - 粘合剂环氧组合物及其施用方法 - Google Patents
粘合剂环氧组合物及其施用方法 Download PDFInfo
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- CN101691418B CN101691418B CN2009102087418A CN200910208741A CN101691418B CN 101691418 B CN101691418 B CN 101691418B CN 2009102087418 A CN2009102087418 A CN 2009102087418A CN 200910208741 A CN200910208741 A CN 200910208741A CN 101691418 B CN101691418 B CN 101691418B
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- 229930182478 glucoside Natural products 0.000 description 1
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- 235000011187 glycerol Nutrition 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 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
- 239000004850 liquid epoxy resins (LERs) Substances 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
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- 238000005259 measurement Methods 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6674—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
- C08G18/6677—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203 having at least three hydroxy groups
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/671—Unsaturated compounds having only one group containing active hydrogen
- C08G18/6715—Unsaturated monofunctional alcohols or amines
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L55/00—Compositions of homopolymers or copolymers, obtained by polymerisation reactions only involving carbon-to-carbon unsaturated bonds, not provided for in groups C08L23/00 - C08L53/00
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
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)
- Polyurethanes Or Polyureas (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
Applications Claiming Priority (2)
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| US48525403P | 2003-07-07 | 2003-07-07 | |
| US60/485,254 | 2003-07-07 |
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| CN200480018526A Division CN100575440C (zh) | 2003-07-07 | 2004-07-07 | 粘合剂环氧组合物及其施用方法 |
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| CN101691418A CN101691418A (zh) | 2010-04-07 |
| CN101691418B true CN101691418B (zh) | 2012-10-03 |
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| CN (2) | CN101691418B (enExample) |
| BR (1) | BRPI0412062B1 (enExample) |
| CA (1) | CA2529737C (enExample) |
| WO (1) | WO2005007766A1 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| EP1359202A1 (de) | 2002-05-03 | 2003-11-05 | Sika Schweiz AG | Hitze-härtbare Epoxydharzzusammensetzung |
| EP1431325A1 (de) | 2002-12-17 | 2004-06-23 | Sika Technology AG | Hitze-härtbare Epoxidharzzusammensetzung mit verbesserter Tieftemperatur-Schlagzähigkeit |
| DE10326108A1 (de) † | 2003-06-06 | 2004-12-23 | Westfaliasurge Gmbh | Verfahren zum Melken eines Tieres bei welchem ein Melkbecher mit einem Pulsator verbunden ist sowie eine Vorrichtung |
| US7557168B2 (en) | 2003-07-07 | 2009-07-07 | Dow Global Technologies, Inc. | Applying adhesive stream of epoxy resin, rubber modified epoxy resin and capped isocyanate prepolymer |
| EP1498441A1 (de) | 2003-07-16 | 2005-01-19 | Sika Technology AG | Hitzehärtende Zusammensetzungen mit Tieftemperatur-Schlagzähigkeitsmodifikatoren |
| DE602004004501T3 (de) * | 2004-03-12 | 2015-05-28 | Dow Global Technologies Inc. | Epoxidharz Klebstoffzusammensetzung |
| EP1602702B2 (en) | 2004-06-01 | 2020-09-16 | Dow Global Technologies LLC | Epoxy adhesive composition |
| US8029889B1 (en) | 2004-12-03 | 2011-10-04 | Henkel Corporation | Prepregs, towpregs and preforms |
| US7649060B2 (en) | 2005-12-02 | 2010-01-19 | Henkel Corporation | Curable compositions |
| EP1695990A1 (en) | 2005-02-28 | 2006-08-30 | Dow Global Technologies Inc. | Two-component epoxy adhesive composition |
| DE602005020260D1 (de) * | 2005-06-02 | 2010-05-12 | Dow Global Technologies Inc | Schlagzähmodifizierter Strukturklebstoff auf Epoxid Basis |
| EP1741734A1 (de) | 2005-07-05 | 2007-01-10 | Sika Technology AG | Tieftemperaturschlagzähe hitze-härtbare Epoxidharzzusammensetzung mit Epoxidfestharzen |
| ES2375498T3 (es) * | 2005-08-24 | 2012-03-01 | Henkel Ag & Co. Kgaa | Resinas epoxi que tienen una resistencia al impacto mejorada. |
| KR100646939B1 (ko) * | 2005-08-29 | 2006-11-23 | 삼성에스디아이 주식회사 | 박막트랜지스터 및 그 제조방법 |
| DE102006015774A1 (de) * | 2006-04-04 | 2007-10-11 | Construction Research & Technology Gmbh | Zweikomponentiges (wässriges) Hybridreaktivharzsystem, Verfahren zu seiner Herstellung sowie dessen Verwendung |
| WO2007137829A1 (de) * | 2006-05-31 | 2007-12-06 | Huntsman Advanced Materials (Switzerland) Gmbh | Metall-kunststoff-hybrid-strukturbauteile |
| PL2049611T3 (pl) * | 2006-07-31 | 2019-04-30 | Henkel Ag & Co Kgaa | Utwardzalne kompozycje klejowe oparte na żywicach epoksydowych |
| US7759435B2 (en) | 2006-09-26 | 2010-07-20 | Loctite (R&D) Limited | Adducts and curable compositions using same |
| EP2076578A4 (en) * | 2006-10-06 | 2011-01-19 | Henkel Ag & Co Kgaa | POWDER-RESISTANT EPOXY-BASED PUMP-BASED ADHESIVES |
| EP1916272A1 (de) | 2006-10-24 | 2008-04-30 | Sika Technology AG | Hitzehärtende Epoxidharzzusammensetzung enthaltend ein blockiertes und ein epoxidterminiertes Polyurethanprepolymer |
| EP1916269A1 (de) | 2006-10-24 | 2008-04-30 | Sika Technology AG | Blockierte Polyurethanprepolymere und hitzehärtende Epoxidharzzusammensetzungen |
| EP1916285A1 (de) | 2006-10-24 | 2008-04-30 | Sika Technology AG | Derivatisiertes Epoxid-Festharz und dessen Verwendungen |
| EP1916270A1 (de) * | 2006-10-24 | 2008-04-30 | Sika Technology AG | Hitzehärtende Epoxidharzzusammensetzung mit blockiertem Polyurethanprepolymer |
| JP5382801B2 (ja) | 2006-10-25 | 2014-01-08 | ヘンケル アイルランド リミテッド | 新規のイミニウム塩およびこれを用いる電子欠損オレフィンの製造方法 |
| US7537827B1 (en) | 2006-12-13 | 2009-05-26 | Henkel Corporation | Prepreg laminates |
| DE602007010346D1 (de) | 2006-12-21 | 2010-12-16 | Dow Global Technologies Inc | Zusammensetzung, die zur verwendung als klebstoff beim einbau von fahrzeugfenstern brauchbar ist |
| EP1972646A1 (de) | 2007-03-20 | 2008-09-24 | Sika Technology AG | Epoxidgruppen terminierte Polymer, deren Zusammensetzungen und deren Verwendung als Schlagzähigkeitsmodifikatoren |
| ATE510897T1 (de) * | 2007-04-11 | 2011-06-15 | Dow Global Technologies Llc | Hitzebeständige strukturelle epoxidharze |
| WO2008127925A2 (en) * | 2007-04-11 | 2008-10-23 | Dow Global Technologies, Inc. | Structural epoxy resins containing core-shell rubbers |
| DE102007027595A1 (de) * | 2007-06-12 | 2008-12-18 | Henkel Ag & Co. Kgaa | Klebstoffzusammensetzungen |
| JP5662145B2 (ja) * | 2007-06-20 | 2015-01-28 | ダウ グローバル テクノロジーズ エルエルシー | 温度変化に対する非常に低い感受性を有する衝突耐久性エポキシ接着剤 |
| BRPI0813070B1 (pt) * | 2007-07-23 | 2020-10-13 | Dow Global Technologies Inc | composição de duas partes e método para colar dois ou mais substratos juntos |
| KR20100059818A (ko) * | 2007-07-26 | 2010-06-04 | 헨켈 코포레이션 | 경화성 에폭시 수지계 접착제 조성물 |
| EP2181156A1 (en) * | 2007-08-17 | 2010-05-05 | Dow Global Technologies Inc. | Two part crash durable epoxy adhesives |
| US20090104448A1 (en) * | 2007-10-17 | 2009-04-23 | Henkel Ag & Co. Kgaa | Preformed adhesive bodies useful for joining substrates |
| EP2205692B1 (en) * | 2007-10-30 | 2020-02-19 | Henkel AG & Co. KGaA | Epoxy paste adhesives resistant to wash-off |
| ATE456596T1 (de) | 2007-11-14 | 2010-02-15 | Sika Technology Ag | Hitzehärtende epoxidharzzusammensetzung enthaltend nichtaromatische harnstoffe als beschleuniger |
| CA2708261C (en) * | 2007-12-06 | 2016-02-02 | Stefan Kreiling | Curable compositions containing isocyanate-based tougheners |
| BRPI0820012B1 (pt) * | 2007-12-06 | 2019-09-03 | Henkel Corp | composições baseadas em benzoxazina curáveis, sua preparação e produtos curados a partir das mesmas |
| CN103258804B (zh) * | 2008-02-25 | 2017-03-01 | 汉高股份两合公司 | 自圆倒角化芯片粘接膏 |
| EP2250227A4 (en) * | 2008-02-25 | 2013-08-21 | Henkel Ag & Co Kgaa | OUT OF THEIR PUNCHING CHIP FIXING PASTE |
| US7847034B2 (en) | 2008-03-20 | 2010-12-07 | Loctite (R&D) Limited | Adducts and curable compositions using same |
| US20110027574A1 (en) * | 2008-03-26 | 2011-02-03 | Lord Corporation | Coating for elastomeric substrates |
| EP2110397A1 (de) | 2008-04-16 | 2009-10-21 | Sika Technology AG | Auf amphiphilen Block-Copolymer basierendes Polyurethan-Polymer und dessen Verwendung als Schlagzähigkeitsmodifikator |
| EP2274359B1 (de) | 2008-04-30 | 2012-03-07 | Sika Technology AG | Aktivator für epoxidharzzusammensetzungen |
| EP2113525A1 (de) | 2008-04-30 | 2009-11-04 | Sika Technology AG | Aktivator für Epoxidharzzusammensetzungen |
| EP2128182A1 (de) | 2008-05-28 | 2009-12-02 | Sika Technology AG | Hitzehärtende Epoxidharzzusammensetzung enthaltend einen Beschleuniger mit Heteroatomen |
| EP2135909B1 (en) * | 2008-06-12 | 2018-01-10 | Henkel IP & Holding GmbH | Next generation, highly toughened two part structural epoxy adhesive compositions |
| EP2145908B1 (de) | 2008-07-17 | 2010-03-24 | Sika Technology AG | Haftvermittlerverbindungen für beölten Stahl |
| EP2145924A1 (de) | 2008-07-18 | 2010-01-20 | Sika Technology AG | Auf amphiphilen Block-Copolymer basierende Reaktionsprodukte und deren Verwendung als Schlagzähigkeitsmodifikator |
| JP5395904B2 (ja) * | 2008-08-11 | 2014-01-22 | ダウ グローバル テクノロジーズ エルエルシー | フェノールとヒドロキシ末端化アクリレートまたはヒドロキシ末端化メタクリレートとでキャップされたエラストマー型強化剤を含有する一液型構造用エポキシ樹脂接着剤 |
| EP2318448B1 (en) * | 2008-08-22 | 2018-08-22 | Dow Global Technologies LLC | Adhesive composition adapted for bonding large mass parts to structures |
| ATE468344T1 (de) | 2008-08-27 | 2010-06-15 | Sika Technology Ag | Silan-/harnstoff-verbindung als hitzeaktivierbarer härter für epoxidharzzusammensetzungen |
| ES2379517T3 (es) * | 2008-09-19 | 2012-04-26 | Henkel Ag & Co. Kgaa | Composiciones a base de benzoxacina, que contienen promotores de tenacidad a base de isocianato |
| EP2182025B1 (de) | 2008-10-31 | 2010-10-06 | Sika Technology AG | Hitzehärtende Epoxidharzzusammensetzungen einsetzbar als Rohbauklebstoff oder Strukturschaum |
| EP2223966B1 (en) * | 2009-02-25 | 2017-08-16 | 3M Innovative Properties Company | Epoxy adhesive compositions with high mechanical strength over a wide temperature range |
| US20110297317A1 (en) | 2009-02-26 | 2011-12-08 | Andreas Lutz | One-part structural epoxy resin adhesives containing dimerized fatty acid/epoxy resin adduct and a polyol |
| CN101818037B (zh) * | 2009-02-27 | 2014-12-31 | 汉高(中国)投资有限公司 | 一种室温固化环氧结构胶粘剂组合物及其制备方法 |
| WO2011056357A1 (en) * | 2009-11-05 | 2011-05-12 | Dow Global Technologies Llc | Structural epoxy resin adhasives containing elastomeric tougheners capped with ketoximes |
| EP2365046A1 (de) | 2010-03-02 | 2011-09-14 | Sika Technology AG | Schlagzäher bei Raumtemperatur härtender zwei-komponentiger Strukturklebstoff |
| US20110294963A1 (en) * | 2010-05-27 | 2011-12-01 | Far East University | Method of toughening epoxy resin and toughened epoxy resin composite |
| JP5755737B2 (ja) * | 2010-06-29 | 2015-07-29 | ダウ グローバル テクノロジーズ エルエルシー | エポキシ樹脂用貯蔵安定性熱活性化第三級アミン触媒 |
| WO2012000171A1 (en) | 2010-06-29 | 2012-01-05 | Dow Global Technologies Llc | Storage-stable heat-activated tertiary amine catalysts for epoxy resins |
| CA2806243C (en) | 2010-09-23 | 2020-10-27 | Henkel Corporation | Chemical vapor resistant epoxy composition |
| EP2436712A1 (de) | 2010-10-01 | 2012-04-04 | Sika Technology AG | Schlagzähigkeitsmodifikatoren für Epoxidharzzusammensetzungen |
| US8440746B2 (en) * | 2010-12-02 | 2013-05-14 | Ppg Industries Ohio, Inc | One component epoxy structural adhesive composition prepared from renewable resources |
| CN102093665B (zh) * | 2010-12-14 | 2013-05-08 | 桂林电器科学研究院 | 导热绝缘浇注胶及其制备方法 |
| US9074040B2 (en) * | 2010-12-20 | 2015-07-07 | Mitsui Chemicals, Inc. | Curable adhesive compositions |
| US9181463B2 (en) | 2010-12-26 | 2015-11-10 | Dow Global Technologies Llc | Structural epoxy resin adhesives containing chain-extended elastomeric tougheners capped with phenol, polyphenol or aminophenol compounds |
| JP5969217B2 (ja) * | 2011-03-09 | 2016-08-17 | 日東電工株式会社 | 両面接着テープ |
| CN102191001B (zh) * | 2011-03-28 | 2012-11-28 | 彩虹集团公司 | 一种环氧导电胶组合物 |
| KR101925166B1 (ko) * | 2011-08-22 | 2018-12-04 | 다우 글로벌 테크놀로지스 엘엘씨 | 강인화제 및 강인화된 에폭시 접착제 |
| CN102516698B (zh) * | 2011-12-01 | 2014-08-13 | 深圳市科聚新材料有限公司 | 一种高强度复合保温隔热材料及其制备方法 |
| CN104205236B (zh) * | 2012-03-21 | 2017-10-24 | 陶氏环球技术有限责任公司 | 抗洗脱的环氧粘合剂组合物及预胶凝粘合剂 |
| EP2828308B1 (en) | 2012-03-23 | 2016-05-04 | Dow Global Technologies LLC | Crash-durable adhesive with enhanced stress durability |
| BR112014018126B1 (pt) | 2012-03-23 | 2021-07-13 | Dow Global Technologies Llc | Adesivo estrutural termocurável e processo para unir e soldar membros metálicos |
| DE102012223387A1 (de) * | 2012-12-17 | 2014-06-18 | Evonik Industries Ag | Verwendung von substituierten Benzylalkoholen in reaktiven Epoxy-Systemen |
| CN104073187A (zh) * | 2013-03-27 | 2014-10-01 | 南京喜力特胶粘剂有限公司 | 一种环氧导电胶及其制备方法 |
| EP2986685B2 (en) | 2013-04-19 | 2020-05-13 | Dow Global Technologies Inc. | Adhesive compositions, manufacture and use thereof |
| CN103286048B (zh) * | 2013-05-22 | 2015-07-08 | 同济大学 | 胶粘剂施胶方法 |
| JP6418741B2 (ja) * | 2014-01-16 | 2018-11-07 | ソマール株式会社 | 液状エポキシ樹脂組成物及びこれを用いた接着剤 |
| US20170107408A1 (en) | 2014-07-08 | 2017-04-20 | Dow Europe Gmbh | DELAYED CURING HIGH Tg CRASH DURABLE ADHESIVE |
| BR112017000856A2 (pt) | 2014-07-23 | 2017-12-05 | Dow Global Technologies Llc | adesivos estruturais tendo resistência à lavagem melhorada e método para distribuir os mesmos |
| WO2016108958A1 (en) | 2014-12-31 | 2016-07-07 | Dow Global Technologies Llc | Crash durable epoxy adhesive compositions having improved low-temperature impact resistance and wash off resistance |
| WO2016172911A1 (en) * | 2015-04-30 | 2016-11-03 | Henkel Ag & Co. Kgaa | A one-part curable adhesive compositionand the use thereof |
| WO2016191403A1 (en) | 2015-05-28 | 2016-12-01 | Dow Global Technologies Llc | A two part (2k) epoxy adhesive composition for bonding oily metals |
| 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 |
| JP6886455B2 (ja) | 2015-09-10 | 2021-06-16 | ダウ グローバル テクノロジーズ エルエルシー | 改良された油性表面への接着および高いウォッシュオフ耐性を持つ、一液型の強靭化エポキシ接着剤 |
| US20180251633A1 (en) | 2015-09-10 | 2018-09-06 | Dow Global Technologies Llc | Blocked polyurethane tougheners for epoxy adhesives |
| US10815405B2 (en) | 2016-01-19 | 2020-10-27 | Dow Global Technologies Llc | One-component epoxy-modified polyurethane and/or polyurea adhesives having high elongation and excellent thermal stability, and assembly processes using same |
| 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 |
| WO2018080747A1 (en) | 2016-10-24 | 2018-05-03 | Dow Global Technologies Llc | Epoxy adhesive resistant to open bead humidity exposure |
| WO2018081032A1 (en) | 2016-10-25 | 2018-05-03 | Dow Global Technologies Llc | Epoxy adhesive having improved low-temperature impact resistance |
| US20200190376A1 (en) | 2016-10-28 | 2020-06-18 | Dow Global Technologies Llc | Crash durable epoxy adhesive having improved low-temperature impact resistance |
| KR102481041B1 (ko) | 2017-02-26 | 2022-12-27 | 다우 글로벌 테크놀로지스 엘엘씨 | 잠재성 경화제 혼합물을 함유하는 1액형 강화 에폭시 접착제 |
| CN106928691A (zh) * | 2017-03-31 | 2017-07-07 | 苏州铂邦胶业有限公司 | 一种环氧树脂增韧剂及其制备方法 |
| US11739241B2 (en) | 2017-06-23 | 2023-08-29 | Ddp Specialty Electronic Material Us, Llc | High temperature epoxy adhesive formulations |
| US20190002686A1 (en) | 2017-06-29 | 2019-01-03 | Dow Global Technologies Llc | Epoxy-fiber reinforced composites, method to form the composites and epoxy resin composition used therefor |
| EP3668936B1 (en) | 2017-08-15 | 2024-07-17 | DDP Specialty Electronic Materials US, LLC | Two-component room temperature curable toughened epoxy adhesives |
| EP3681967A1 (en) | 2017-09-12 | 2020-07-22 | DDP Specialty Electronic Materials US, Inc. | Adhesive formulation |
| US20210130663A1 (en) | 2017-09-12 | 2021-05-06 | Ddp Specialty Electronics Materials Us, Inc. | One-component toughened epoxy adhesives |
| WO2019124713A1 (ko) * | 2017-12-21 | 2019-06-27 | 주식회사 동성화학 | 1액형 에폭시계 접착제 조성물 및 이를 이용한 물품 |
| US11674063B2 (en) | 2018-01-08 | 2023-06-13 | Ddp Specialty Electronic Materials Us, Llc | Epoxy resin adhesive compositions |
| CN108411752A (zh) * | 2018-02-09 | 2018-08-17 | 温州市城南市政建设维修有限公司 | 沥青路面坑槽的修复方法 |
| WO2019231694A1 (en) | 2018-05-29 | 2019-12-05 | Dow Global Technologies Llc | Method for bonding using one-component epoxy adhesive mixtures |
| US20210115215A1 (en) | 2018-06-05 | 2021-04-22 | Dow Global Technologies Llc | Method for Recycling Epoxy-Fiber Composites into Polyolefins |
| EP3816254B1 (en) | 2018-07-25 | 2023-02-22 | Lg Chem, Ltd. | Adhesive composition |
| JP7154378B2 (ja) * | 2018-07-25 | 2022-10-17 | エルジー・ケム・リミテッド | 接着剤組成物 |
| KR102223909B1 (ko) | 2018-07-25 | 2021-03-08 | 주식회사 엘지화학 | 접착제 조성물 |
| WO2020022795A1 (ko) | 2018-07-25 | 2020-01-30 | 주식회사 엘지화학 | 접착제 조성물 |
| EP3819351B1 (en) | 2018-07-25 | 2022-09-14 | Lg Chem, Ltd. | Adhesive composition |
| KR102183704B1 (ko) * | 2018-07-25 | 2020-11-27 | 주식회사 엘지화학 | 접착제 조성물 |
| JP7238092B2 (ja) * | 2018-07-25 | 2023-03-13 | エルジー・ケム・リミテッド | 接着剤組成物 |
| CN109705785A (zh) * | 2018-12-03 | 2019-05-03 | 上海康达化工新材料股份有限公司 | 一种室温固化耐高温型环氧胶及其制备方法 |
| US20220204820A1 (en) | 2019-05-21 | 2022-06-30 | Ddp Specialty Electronic Materials Us, Llc | Epoxy adhesive composition and method of use |
| PL3983469T3 (pl) | 2019-06-14 | 2025-09-01 | Sika Technology Ag | Utwardzona dwuskładnikowa kompozycja epoksydowa |
| WO2020256902A1 (en) | 2019-06-18 | 2020-12-24 | Ddp Specialty Electronic Materials Us, Llc | One-component toughened epoxy adhesives with improved humidity resistance |
| US11673997B2 (en) * | 2019-07-31 | 2023-06-13 | Covestro Llc | Work time to walk-on time ratio by adding a phenolic catalyst to polyaspartic flooring formulations |
| JP7615528B2 (ja) * | 2019-11-26 | 2025-01-17 | Dic株式会社 | 硬化性組成物、硬化物及び接着剤 |
| JP2023552957A (ja) | 2020-10-26 | 2023-12-20 | ディディピー スペシャルティ エレクトロニック マテリアルズ ユーエス,エルエルシー | 一液型構造接着剤 |
| KR102548181B1 (ko) * | 2021-05-07 | 2023-06-27 | 주식회사 삼양사 | 접착성 및 내충격성이 향상된 접착제를 제공할 수 있는 말단-캡핑된 이소시아네이트 프리폴리머 조성물 및 이를 포함하는 에폭시 수지용 접착 촉진제, 및 이 접착 촉진제를 포함하는 에폭시 수지 조성물 및 이를 포함하는 접착제 |
| CN117897425A (zh) | 2021-08-30 | 2024-04-16 | Ddp特种电子材料美国有限责任公司 | 双组分结构粘合剂 |
| KR102682449B1 (ko) * | 2021-11-15 | 2024-07-05 | 주식회사 삼양사 | 이소시아네이트 프리폴리머 조성물, 이 프리폴리머 조성물을 이용한 말단 캡핑된 이소시아네이트 프리폴리머 조성물 및 이를 포함하는 에폭시 수지용 접착 촉진제, 및 이 접착 촉진제를 포함하는 에폭시 수지 조성물 및 이를 포함하는 접착제 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5278257A (en) * | 1987-08-26 | 1994-01-11 | Ciba-Geigy Corporation | Phenol-terminated polyurethane or polyurea(urethane) with epoxy resin |
| CN1330684A (zh) * | 1998-12-19 | 2002-01-09 | 汉克尔特罗森公司 | 抗冲击环氧树脂组合物 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE47407T1 (de) * | 1985-04-02 | 1989-11-15 | Ciba Geigy Ag | Haertbare gemische. |
| US4739019A (en) * | 1986-12-08 | 1988-04-19 | Ppg Industries, Inc. | Curable epoxy based compositions having reduced shrinkage during cure |
| ES2025260B3 (es) * | 1987-08-26 | 1992-03-16 | Ciba-Geigy Ag | Resinas epoxidicas modificadas |
| EP0353190B1 (de) * | 1988-07-28 | 1995-03-01 | Ciba-Geigy Ag | Flexibilisatorkombinationen für Epoxidharze |
| ZA913801B (en) | 1990-05-21 | 1993-01-27 | Dow Chemical Co | Latent catalysts,cure-inhibited epoxy resin compositions and laminates prepared therefrom |
| JP2750217B2 (ja) * | 1990-11-20 | 1998-05-13 | サンスター技研株式会社 | 自動車構造用一液型エポキシ系接着剤 |
| JP2600563B2 (ja) * | 1992-11-09 | 1997-04-16 | 東亞合成株式会社 | 光硬化型樹脂組成物 |
| US5912302A (en) * | 1996-06-11 | 1999-06-15 | Gadkari; Avinash Chandrakant | Elastomeric compositions and a process to produce elastomeric compositions |
| DE602004004501T3 (de) * | 2004-03-12 | 2015-05-28 | Dow Global Technologies Inc. | Epoxidharz Klebstoffzusammensetzung |
| EP1695990A1 (en) * | 2005-02-28 | 2006-08-30 | Dow Global Technologies Inc. | Two-component epoxy adhesive composition |
| DE602005020260D1 (de) * | 2005-06-02 | 2010-05-12 | Dow Global Technologies Inc | Schlagzähmodifizierter Strukturklebstoff auf Epoxid Basis |
-
2004
- 2004-07-07 WO PCT/US2004/021659 patent/WO2005007766A1/en not_active Ceased
- 2004-07-07 EP EP14175888.8A patent/EP2843022B1/en not_active Expired - Lifetime
- 2004-07-07 KR KR1020067000306A patent/KR101121395B1/ko not_active Expired - Fee Related
- 2004-07-07 CN CN2009102087418A patent/CN101691418B/zh not_active Expired - Lifetime
- 2004-07-07 JP JP2006518850A patent/JP5319886B2/ja not_active Expired - Lifetime
- 2004-07-07 BR BRPI0412062A patent/BRPI0412062B1/pt not_active IP Right Cessation
- 2004-07-07 EP EP04777644A patent/EP1646698A1/en not_active Ceased
- 2004-07-07 US US10/886,109 patent/US20050070634A1/en not_active Abandoned
- 2004-07-07 CA CA2529737A patent/CA2529737C/en not_active Expired - Lifetime
- 2004-07-07 CN CN200480018526A patent/CN100575440C/zh not_active Expired - Lifetime
-
2012
- 2012-08-13 JP JP2012179307A patent/JP2013047340A/ja not_active Withdrawn
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5278257A (en) * | 1987-08-26 | 1994-01-11 | Ciba-Geigy Corporation | Phenol-terminated polyurethane or polyurea(urethane) with epoxy resin |
| CN1330684A (zh) * | 1998-12-19 | 2002-01-09 | 汉克尔特罗森公司 | 抗冲击环氧树脂组合物 |
Also Published As
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|---|---|
| US20050070634A1 (en) | 2005-03-31 |
| BRPI0412062B1 (pt) | 2015-09-29 |
| JP5319886B2 (ja) | 2013-10-16 |
| WO2005007766A1 (en) | 2005-01-27 |
| CN101691418A (zh) | 2010-04-07 |
| EP2843022A1 (en) | 2015-03-04 |
| EP1646698A1 (en) | 2006-04-19 |
| CN1816606A (zh) | 2006-08-09 |
| KR101121395B1 (ko) | 2012-03-05 |
| EP2843022B1 (en) | 2020-12-16 |
| JP2007521377A (ja) | 2007-08-02 |
| CA2529737A1 (en) | 2005-01-27 |
| CN100575440C (zh) | 2009-12-30 |
| CA2529737C (en) | 2013-05-07 |
| BRPI0412062A (pt) | 2006-09-05 |
| KR20060033901A (ko) | 2006-04-20 |
| JP2013047340A (ja) | 2013-03-07 |
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