BRPI0516696B1 - composição de revestimento com alto teor de sólidos de cura ambiente, processo para preparar uma composição de revestimento com alto teor de sólidos de cura ambiente, processo para preparar um substrato revestido e artigo revestido - Google Patents
composição de revestimento com alto teor de sólidos de cura ambiente, processo para preparar uma composição de revestimento com alto teor de sólidos de cura ambiente, processo para preparar um substrato revestido e artigo revestido Download PDFInfo
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- BRPI0516696B1 BRPI0516696B1 BRPI0516696A BRPI0516696A BRPI0516696B1 BR PI0516696 B1 BRPI0516696 B1 BR PI0516696B1 BR PI0516696 A BRPI0516696 A BR PI0516696A BR PI0516696 A BRPI0516696 A BR PI0516696A BR PI0516696 B1 BRPI0516696 B1 BR PI0516696B1
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- Brazil
- Prior art keywords
- epoxy resin
- block
- composition
- epoxy
- composition according
- Prior art date
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- SLJFKNONPLNAPF-UHFFFAOYSA-N 3-Vinyl-7-oxabicyclo[4.1.0]heptane Chemical compound C1C(C=C)CCC2OC21 SLJFKNONPLNAPF-UHFFFAOYSA-N 0.000 claims description 2
- YXALYBMHAYZKAP-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptan-4-ylmethyl 7-oxabicyclo[4.1.0]heptane-4-carboxylate Chemical compound C1CC2OC2CC1C(=O)OCC1CC2OC2CC1 YXALYBMHAYZKAP-UHFFFAOYSA-N 0.000 claims description 2
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- QCGKUFZYSPBMAY-UHFFFAOYSA-N methyl 7-oxabicyclo[4.1.0]heptane-4-carboxylate Chemical compound C1C(C(=O)OC)CCC2OC21 QCGKUFZYSPBMAY-UHFFFAOYSA-N 0.000 claims description 2
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- 229920000573 polyethylene Polymers 0.000 claims description 2
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- LQFAAUJRLUBRBY-UHFFFAOYSA-N 2-methylbuta-1,3-diene;oxirane Chemical compound C1CO1.CC(=C)C=C LQFAAUJRLUBRBY-UHFFFAOYSA-N 0.000 description 1
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 1
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 1
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- 239000004743 Polypropylene Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
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- 239000002318 adhesion promoter Substances 0.000 description 1
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- 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
- 229910052792 caesium Inorganic materials 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
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- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
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- 230000007613 environmental effect Effects 0.000 description 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N ethyl ethylene Natural products CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
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- 239000013020 final formulation Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 229920001002 functional polymer Polymers 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 150000003944 halohydrins Chemical class 0.000 description 1
- 230000035876 healing Effects 0.000 description 1
- LNCPIMCVTKXXOY-UHFFFAOYSA-N hexyl 2-methylprop-2-enoate Chemical compound CCCCCCOC(=O)C(C)=C LNCPIMCVTKXXOY-UHFFFAOYSA-N 0.000 description 1
- 150000001469 hydantoins Chemical class 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
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- 239000012263 liquid product 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
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
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- 230000014759 maintenance of location Effects 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
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- 239000002861 polymer material Substances 0.000 description 1
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- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
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- 150000003839 salts Chemical class 0.000 description 1
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- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
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- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 238000002076 thermal analysis method Methods 0.000 description 1
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- 150000003568 thioethers Chemical class 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
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Classifications
-
- 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
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions 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
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/02—Polyalkylene oxides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
- Epoxy Resins (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- On-Site Construction Work That Accompanies The Preparation And Application Of Concrete (AREA)
- Machine Tool Units (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
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| US62660604P | 2004-11-10 | 2004-11-10 | |
| PCT/US2005/039961 WO2006052725A1 (en) | 2004-11-10 | 2005-11-02 | Amphiphilic block copolymer-toughened epoxy resins and ambient cure high-solids coatings made therefrom |
Publications (2)
| Publication Number | Publication Date |
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| BRPI0516696A BRPI0516696A (pt) | 2008-09-16 |
| BRPI0516696B1 true BRPI0516696B1 (pt) | 2017-02-21 |
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| EP (1) | EP1812511B1 (enExample) |
| JP (2) | JP2008519884A (enExample) |
| KR (1) | KR101253366B1 (enExample) |
| CN (2) | CN101056935A (enExample) |
| AT (1) | ATE456621T1 (enExample) |
| BR (1) | BRPI0516696B1 (enExample) |
| CA (1) | CA2582415A1 (enExample) |
| DE (1) | DE602005019190D1 (enExample) |
| ES (1) | ES2339370T3 (enExample) |
| MX (1) | MX2007005600A (enExample) |
| NO (1) | NO20071729L (enExample) |
| RU (1) | RU2388772C2 (enExample) |
| TW (1) | TW200624519A (enExample) |
| WO (1) | WO2006052725A1 (enExample) |
Families Citing this family (46)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2320906T3 (es) * | 2004-04-02 | 2009-05-29 | Dow Global Technologies Inc. | Resinas termoestables endurecidas con copolimero de bloques anfifilico. |
| MX2007005601A (es) * | 2004-11-10 | 2007-05-23 | Dow Global Technologies Inc | Resinas epoxicas endurecidas con copolimero de bloque anfifilico y revestimientos en polvo hechos de las mismas. |
| WO2006052729A1 (en) * | 2004-11-10 | 2006-05-18 | Dow Global Technologies Inc. | Amphiphilic block copolymer-toughened epoxy resins |
| EP2147045A4 (en) * | 2007-05-03 | 2011-05-25 | Cardolite Corp | CARDANOL-BASED DIMERS AND USES THEREOF |
| US20090047442A1 (en) | 2007-08-17 | 2009-02-19 | Bowman Mark P | Method of coating a substrate with a radiation and chemically curable coating composition |
| US7926697B2 (en) | 2007-09-19 | 2011-04-19 | Intel Corporation | Underfill formulation and method of increasing an adhesion property of same |
| KR101571184B1 (ko) | 2008-01-08 | 2015-11-23 | 다우 글로벌 테크놀로지스 엘엘씨 | 복합재 제품을 위한 높은 Ｔｇ의 에폭시 시스템 |
| EP2110397A1 (de) | 2008-04-16 | 2009-10-21 | Sika Technology AG | Auf amphiphilen Block-Copolymer basierendes Polyurethan-Polymer und dessen Verwendung als Schlagzähigkeitsmodifikator |
| EP2128182A1 (de) | 2008-05-28 | 2009-12-02 | Sika Technology AG | Hitzehärtende Epoxidharzzusammensetzung enthaltend einen Beschleuniger mit Heteroatomen |
| 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 |
| EP2182025B1 (de) | 2008-10-31 | 2010-10-06 | Sika Technology AG | Hitzehärtende Epoxidharzzusammensetzungen einsetzbar als Rohbauklebstoff oder Strukturschaum |
| US20120010329A1 (en) | 2009-02-24 | 2012-01-12 | Hunter Gary A | Curable epoxy resin compositions and cured products therefrom |
| JP5872903B2 (ja) | 2009-03-09 | 2016-03-01 | ダウ グローバル テクノロジーズ エルエルシー | 両親媒性ブロックコポリマー及びポリオールの組合せを含む熱硬化性組成物並びにそれからの熱硬化生成物 |
| PT2565240E (pt) * | 2009-04-03 | 2014-12-22 | Akzo Nobel Coatings Int Bv | Revestimento em pó resistente à corrosão e lascagem |
| CA2784905C (en) * | 2009-12-29 | 2014-12-16 | Saint-Gobain Abrasifs | Durable coated abrasive article |
| EP2365011A1 (de) | 2010-03-02 | 2011-09-14 | Sika Technology AG | Aminogruppen - terminierter Schlagzähigkeitsmodifikator und dessen Verwendungen in Epoxidharzzusammensetzungen |
| EP2365046A1 (de) | 2010-03-02 | 2011-09-14 | Sika Technology AG | Schlagzäher bei Raumtemperatur härtender zwei-komponentiger Strukturklebstoff |
| WO2013074265A1 (en) | 2011-11-14 | 2013-05-23 | Henkel Corporation | Adhesive compositions |
| EP2794757B1 (en) | 2011-12-20 | 2019-05-15 | Dow Global Technologies LLC | Process for preparing cured epoxy composites |
| US9263360B2 (en) * | 2012-07-06 | 2016-02-16 | Henkel IP & Holding GmbH | Liquid compression molding encapsulants |
| KR102173954B1 (ko) | 2012-08-13 | 2020-11-04 | 헨켈 아이피 앤드 홀딩 게엠베하 | 액체 압축 성형 캡슐화제 |
| WO2014071453A1 (en) * | 2012-11-07 | 2014-05-15 | Deakin University | Toughened thermosets |
| JP6377074B2 (ja) * | 2012-12-20 | 2018-08-22 | ダウ グローバル テクノロジーズ エルエルシー | 無線通信塔のためのポリマー複合体構成部品 |
| KR101617387B1 (ko) * | 2013-02-26 | 2016-05-02 | 주식회사 엘지화학 | 코팅 조성물 및 이로부터 제조되는 플라스틱 필름 |
| KR102251170B1 (ko) | 2013-07-22 | 2021-05-13 | 헨켈 아이피 앤드 홀딩 게엠베하 | 웨이퍼의 압축 성형시의 웨이퍼 휨을 제어하는 방법 및 그에 유용한 물품 |
| CN107075230A (zh) | 2014-09-11 | 2017-08-18 | 蓝立方知识产权有限责任公司 | 酯树脂 |
| 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 |
| JP6656272B2 (ja) * | 2015-06-30 | 2020-03-04 | ザ ジレット カンパニー リミテッド ライアビリティ カンパニーＴｈｅ Ｇｉｌｌｅｔｔｅ Ｃｏｍｐａｎｙ Ｌｌｃ | 除毛装置用液体組成物 |
| CN105092457B (zh) * | 2015-07-09 | 2018-03-13 | 中国石油天然气股份有限公司 | 交变载荷和腐蚀介质共同作用下的注采管柱腐蚀评价方法 |
| WO2017082661A1 (ko) * | 2015-11-11 | 2017-05-18 | (주) 엘지화학 | 열가소성 수지 조성물 및 이를 포함하는 성형품 |
| TWI572631B (zh) | 2015-11-25 | 2017-03-01 | 財團法人工業技術研究院 | 共聚物與環氧樹脂複合物 |
| US11180651B2 (en) | 2016-09-06 | 2021-11-23 | Regents Of The University Of Minnesota | Synergistic toughening of epoxy modified by graphene and block copolymer |
| US20200190376A1 (en) | 2016-10-28 | 2020-06-18 | Dow Global Technologies Llc | Crash durable epoxy adhesive having improved low-temperature impact resistance |
| JP6367990B1 (ja) * | 2017-02-09 | 2018-08-01 | 竹本油脂株式会社 | 熱可塑性高分子フィルムコーティング用組成物、熱可塑性高分子フィルムコーティング用組成物の製造方法、改質熱可塑性高分子フィルム及び改質熱可塑性高分子フィルムの製造方法 |
| TWI768032B (zh) | 2017-04-21 | 2022-06-21 | 德商漢高智慧財產控股公司 | 黏著劑組合物 |
| JP7162008B2 (ja) | 2017-04-21 | 2022-10-27 | ヘンケル・アクチェンゲゼルシャフト・ウント・コムパニー・コマンディットゲゼルシャフト・アウフ・アクチェン | 接着剤組成物 |
| JP7031206B2 (ja) * | 2017-10-02 | 2022-03-08 | 味の素株式会社 | 樹脂組成物 |
| CN109721947A (zh) | 2017-10-27 | 2019-05-07 | 财团法人工业技术研究院 | 环氧树脂组合物 |
| KR101965528B1 (ko) * | 2018-03-22 | 2019-04-03 | 주식회사 케이씨씨 | 내치핑성이 우수한 분체도료 조성물 및 이로부터 형성된 경화코팅층을 포함하는 합금 |
| CN109294394B (zh) * | 2018-09-21 | 2020-12-25 | 华东理工大学 | 一种超亲水自清洁环氧涂料及其制备方法与应用 |
| RU2699100C1 (ru) * | 2019-04-01 | 2019-09-03 | Общество с ограниченной ответственностью "НАУЧНО-ПРОИЗВОДСТВЕННАЯ ФИРМА "РЕКОН" | Способ получения водной эпоксидной дисперсии |
| EP3825115A1 (de) * | 2019-11-22 | 2021-05-26 | Henkel AG & Co. KGaA | Peo-ppo-peo triblockcopolymere als additive für epoxid-anhydrid-systeme |
| KR102896163B1 (ko) * | 2020-08-11 | 2025-12-08 | 신에쓰 가가꾸 고교 가부시끼가이샤 | 실리콘 에멀션 조성물 및 섬유처리제 |
| CN114686072B (zh) * | 2022-03-18 | 2023-05-23 | 江苏泰特尔新材料科技股份有限公司 | 一种耐高温防腐涂层用环氧树组合物的制备方法 |
| CN115124816B (zh) * | 2022-07-11 | 2023-05-09 | 成都飞机工业（集团）有限责任公司 | 一种rtm环氧树脂组合物及其制备方法 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1215106A (en) * | 1966-02-15 | 1970-12-09 | Union Carbide Corp | Organophosphorus compositions |
| US3948698A (en) | 1967-09-06 | 1976-04-06 | Hercules Incorporated | Solid propellant compositions having epoxy cured, carboxy-terminated rubber binder |
| GB1380108A (en) * | 1971-03-19 | 1975-01-08 | Unisearch Ltd | Aqueous emulsions of epoxy resins |
| US3804735A (en) | 1972-04-10 | 1974-04-16 | Continental Can Co | Photopolymerizable compositions prepared from beta-hydroxy esters and polyitaconates |
| US3892819A (en) | 1973-03-21 | 1975-07-01 | Dow Chemical Co | Impact resistant vinyl ester resin and process for making same |
| DE2349979A1 (de) | 1973-10-04 | 1975-04-17 | Bayer Ag | Uv-licht-haertende massen hoher reaktivitaet |
| US4119609A (en) | 1977-03-28 | 1978-10-10 | Shell Oil Company | Curable epoxy-carboxylic acid adducts |
| US4431782A (en) | 1981-07-27 | 1984-02-14 | The Dow Chemical Company | Process for the preparation of radiation-curable, water-thinnable vinyl ester resins |
| EP0384896A1 (de) * | 1989-02-24 | 1990-08-29 | Ciba-Geigy Ag | Zähe Epoxidgiessharze |
| DE4342721A1 (de) * | 1993-12-15 | 1995-06-22 | Hoechst Ag | Elastisches Epoxidharz-Härter-System |
| US5600019A (en) | 1993-12-17 | 1997-02-04 | The Dow Chemical Company | Polyisocyanate based polymers perpared from formulations including non-silicone surfactants and method for the preparation thereof |
| TW346498B (en) * | 1994-10-11 | 1998-12-01 | Shell Int Research | Epoxidized monohydroxylated rubber toughening modifiers for epoxy resins |
| RU2092505C1 (ru) * | 1995-03-20 | 1997-10-10 | Акционерное общество Научно-производственное объединение "Стеклопластик" | Способ получения эпоксидной дисперсии |
| JP3620921B2 (ja) | 1996-06-06 | 2005-02-16 | 株式会社タイルメント | 硬化性エポキシ樹脂系接着剤 |
| ZA982003B (en) * | 1997-03-12 | 1998-09-10 | Shell Int Research | Aqueous epoxy/phenolic codispersions usable for interior food can coating lacquers |
| FR2809741B1 (fr) | 2000-05-31 | 2002-08-16 | Atofina | Materiaux thermodurs a tenue au choc amelioree |
| CN1437625A (zh) * | 2000-06-23 | 2003-08-20 | 陶氏环球技术公司 | 环氧树脂及其制备方法 |
| US6887574B2 (en) * | 2003-06-06 | 2005-05-03 | Dow Global Technologies Inc. | Curable flame retardant epoxy compositions |
-
2005
- 2005-11-02 US US11/663,804 patent/US7670649B2/en active Active
- 2005-11-02 MX MX2007005600A patent/MX2007005600A/es unknown
- 2005-11-02 BR BRPI0516696A patent/BRPI0516696B1/pt not_active IP Right Cessation
- 2005-11-02 CN CNA2005800385412A patent/CN101056935A/zh active Pending
- 2005-11-02 CN CN2012104211074A patent/CN102936445A/zh active Pending
- 2005-11-02 CA CA002582415A patent/CA2582415A1/en not_active Abandoned
- 2005-11-02 EP EP05818136A patent/EP1812511B1/en not_active Expired - Lifetime
- 2005-11-02 AT AT05818136T patent/ATE456621T1/de not_active IP Right Cessation
- 2005-11-02 RU RU2007121651/04A patent/RU2388772C2/ru not_active IP Right Cessation
- 2005-11-02 WO PCT/US2005/039961 patent/WO2006052725A1/en not_active Ceased
- 2005-11-02 JP JP2007541250A patent/JP2008519884A/ja not_active Withdrawn
- 2005-11-02 ES ES05818136T patent/ES2339370T3/es not_active Expired - Lifetime
- 2005-11-02 KR KR1020077010531A patent/KR101253366B1/ko not_active Expired - Fee Related
- 2005-11-02 DE DE602005019190T patent/DE602005019190D1/de not_active Expired - Lifetime
- 2005-11-09 TW TW094139242A patent/TW200624519A/zh unknown
-
2007
- 2007-04-02 NO NO20071729A patent/NO20071729L/no not_active Application Discontinuation
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2012
- 2012-11-05 JP JP2012243635A patent/JP5735473B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| ATE456621T1 (de) | 2010-02-15 |
| MX2007005600A (es) | 2007-05-23 |
| DE602005019190D1 (de) | 2010-03-18 |
| US20080260955A1 (en) | 2008-10-23 |
| CN101056935A (zh) | 2007-10-17 |
| CN102936445A (zh) | 2013-02-20 |
| EP1812511B1 (en) | 2010-01-27 |
| BRPI0516696A (pt) | 2008-09-16 |
| JP5735473B2 (ja) | 2015-06-17 |
| ES2339370T3 (es) | 2010-05-19 |
| US7670649B2 (en) | 2010-03-02 |
| KR20070090887A (ko) | 2007-09-06 |
| TW200624519A (en) | 2006-07-16 |
| NO20071729L (no) | 2007-08-08 |
| RU2388772C2 (ru) | 2010-05-10 |
| WO2006052725A1 (en) | 2006-05-18 |
| JP2013057074A (ja) | 2013-03-28 |
| KR101253366B1 (ko) | 2013-04-11 |
| EP1812511A1 (en) | 2007-08-01 |
| JP2008519884A (ja) | 2008-06-12 |
| CA2582415A1 (en) | 2006-05-18 |
| RU2007121651A (ru) | 2008-12-20 |
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