JP5688091B2 - シーラントおよび接着剤において使用するための尿素結合型アルコキシシラン - Google Patents
シーラントおよび接着剤において使用するための尿素結合型アルコキシシラン Download PDFInfo
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- JP5688091B2 JP5688091B2 JP2012535866A JP2012535866A JP5688091B2 JP 5688091 B2 JP5688091 B2 JP 5688091B2 JP 2012535866 A JP2012535866 A JP 2012535866A JP 2012535866 A JP2012535866 A JP 2012535866A JP 5688091 B2 JP5688091 B2 JP 5688091B2
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- Prior art keywords
- diisocyanate
- carbon atoms
- group
- urea
- reactive
- 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.)
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- AQIHUSFQDQCINN-UHFFFAOYSA-N methyl(trimethoxysilylmethoxy)carbamic acid Chemical compound CN(C(=O)O)OC[Si](OC)(OC)OC AQIHUSFQDQCINN-UHFFFAOYSA-N 0.000 description 1
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 1
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- QOHMWDJIBGVPIF-UHFFFAOYSA-N n',n'-diethylpropane-1,3-diamine Chemical compound CCN(CC)CCCN QOHMWDJIBGVPIF-UHFFFAOYSA-N 0.000 description 1
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- XCOASYLMDUQBHW-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)butan-1-amine Chemical compound CCCCNCCC[Si](OC)(OC)OC XCOASYLMDUQBHW-UHFFFAOYSA-N 0.000 description 1
- KGNDVXPHQJMHLX-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)cyclohexanamine Chemical compound CO[Si](OC)(OC)CCCNC1CCCCC1 KGNDVXPHQJMHLX-UHFFFAOYSA-N 0.000 description 1
- WUFHQGLVNNOXMP-UHFFFAOYSA-N n-(triethoxysilylmethyl)cyclohexanamine Chemical compound CCO[Si](OCC)(OCC)CNC1CCCCC1 WUFHQGLVNNOXMP-UHFFFAOYSA-N 0.000 description 1
- VNBLTKHUCJLFSB-UHFFFAOYSA-N n-(trimethoxysilylmethyl)aniline Chemical compound CO[Si](OC)(OC)CNC1=CC=CC=C1 VNBLTKHUCJLFSB-UHFFFAOYSA-N 0.000 description 1
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- REODOQPOCJZARG-UHFFFAOYSA-N n-[[diethoxy(methyl)silyl]methyl]cyclohexanamine Chemical compound CCO[Si](C)(OCC)CNC1CCCCC1 REODOQPOCJZARG-UHFFFAOYSA-N 0.000 description 1
- WIBFFTLQMKKBLZ-SEYXRHQNSA-N n-butyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCCC WIBFFTLQMKKBLZ-SEYXRHQNSA-N 0.000 description 1
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- 229920001220 nitrocellulos Polymers 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
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- BARWIPMJPCRCTP-CLFAGFIQSA-N oleyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC BARWIPMJPCRCTP-CLFAGFIQSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- UDKSLGIUCGAZTK-UHFFFAOYSA-N phenyl pentadecane-1-sulfonate Chemical compound CCCCCCCCCCCCCCCS(=O)(=O)OC1=CC=CC=C1 UDKSLGIUCGAZTK-UHFFFAOYSA-N 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
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- 150000003021 phthalic acid derivatives Chemical class 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
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- 238000012545 processing Methods 0.000 description 1
- HKJYVRJHDIPMQB-UHFFFAOYSA-N propan-1-olate;titanium(4+) Chemical compound CCCO[Ti](OCCC)(OCCC)OCCC HKJYVRJHDIPMQB-UHFFFAOYSA-N 0.000 description 1
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- JPPLPDOXWBVPCW-UHFFFAOYSA-N s-(3-triethoxysilylpropyl) octanethioate Chemical compound CCCCCCCC(=O)SCCC[Si](OCC)(OCC)OCC JPPLPDOXWBVPCW-UHFFFAOYSA-N 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 150000003329 sebacic acid derivatives Chemical class 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 239000004526 silane-modified polyether Substances 0.000 description 1
- 239000004432 silane-modified polyurethane Substances 0.000 description 1
- 239000013467 silicone adhesive and sealant Substances 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 238000006884 silylation reaction Methods 0.000 description 1
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- 235000015424 sodium Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
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- 238000003756 stirring Methods 0.000 description 1
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- 150000004763 sulfides Chemical class 0.000 description 1
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- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 230000009974 thixotropic effect Effects 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- QHGNHLZPVBIIPX-UHFFFAOYSA-N tin(ii) oxide Chemical class [Sn]=O QHGNHLZPVBIIPX-UHFFFAOYSA-N 0.000 description 1
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- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 150000003623 transition metal compounds Chemical class 0.000 description 1
- 229960001124 trientine Drugs 0.000 description 1
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 description 1
- UWSYCPWEBZRZNJ-UHFFFAOYSA-N trimethoxy(2,4,4-trimethylpentyl)silane Chemical compound CO[Si](OC)(OC)CC(C)CC(C)(C)C UWSYCPWEBZRZNJ-UHFFFAOYSA-N 0.000 description 1
- NMEPHPOFYLLFTK-UHFFFAOYSA-N trimethoxy(octyl)silane Chemical compound CCCCCCCC[Si](OC)(OC)OC NMEPHPOFYLLFTK-UHFFFAOYSA-N 0.000 description 1
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 1
- YJUIKPXYIJCUQP-UHFFFAOYSA-N trizinc;iron(3+);dodecacyanide Chemical compound [Fe+3].[Fe+3].[Zn+2].[Zn+2].[Zn+2].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] YJUIKPXYIJCUQP-UHFFFAOYSA-N 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
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- 235000020234 walnut Nutrition 0.000 description 1
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- 239000008096 xylene Substances 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/336—Polymers modified by chemical after-treatment with organic compounds containing silicon
-
- 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
-
- 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
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
-
- 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
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4866—Polyethers having a low unsaturation value
-
- 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
-
- 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
- C09J171/00—Adhesives based on polyethers obtained by reactions forming an ether link in the main chain; Adhesives based on derivatives of such polymers
- C09J171/02—Polyalkylene oxides
-
- 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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/08—Polyurethanes from polyethers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Polyurethanes Or Polyureas (AREA)
- Sealing Material Composition (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102009046269.4 | 2009-10-30 | ||
| DE102009046269A DE102009046269A1 (de) | 2009-10-30 | 2009-10-30 | Harnstoffgebundende Alkoxysilane zum Einsatz in Dicht- und Klebstoffen |
| PCT/EP2010/066592 WO2011051491A1 (de) | 2009-10-30 | 2010-11-02 | Harnstoffgebundende alkoxysilane zum einsatz in dicht- und klebstoffen |
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| JP2013509476A JP2013509476A (ja) | 2013-03-14 |
| JP2013509476A5 JP2013509476A5 (https=) | 2013-12-19 |
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| PL (1) | PL2493957T3 (https=) |
| WO (1) | WO2011051491A1 (https=) |
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| DE102010001470A1 (de) * | 2010-02-02 | 2011-08-04 | Henkel AG & Co. KGaA, 40589 | Polyetherblockcopolymere und daraus erhältliche Zusammensetzungen |
| JP5584575B2 (ja) * | 2010-09-30 | 2014-09-03 | 株式会社カネカ | プライマー組成物 |
| TWI575049B (zh) | 2011-12-22 | 2017-03-21 | 漢高股份有限公司 | 紫外線硬化型和濕氣硬化型黏膠組成物 |
| CN102604071B (zh) * | 2012-03-01 | 2013-12-04 | 西北工业大学 | 端羟基聚丁二烯-聚四氢呋喃三嵌段共聚物及其制备方法 |
| CN103045056A (zh) * | 2012-12-12 | 2013-04-17 | 优利康达（天津）科技有限公司 | 一种高耐候性的不饱和树脂涂层封闭剂及使用方法 |
| US9765247B2 (en) | 2013-09-11 | 2017-09-19 | Dow Global Technologies Llc | Silyl terminated prepolymers, method for making them and adhesive compositions made therefrom |
| EP3052249A4 (en) * | 2013-09-30 | 2017-09-27 | Virginia Commonwealth University | Ice release coatings |
| CN103694709B (zh) * | 2013-12-09 | 2016-04-13 | 华南理工大学 | 加成型液体硅橡胶用耐漏电起痕剂及其制备方法和应用 |
| US9920199B2 (en) | 2014-09-02 | 2018-03-20 | Dow Global Technologies Llc | Silyl terminated prepolymers, method for making them and adhesive compositions made therefrom |
| CN104559916B (zh) * | 2015-01-16 | 2016-09-21 | 北京天山新材料技术有限公司 | 一种食品安全的加成型硅橡胶密封剂及其制备方法 |
| CN105348507A (zh) * | 2015-12-04 | 2016-02-24 | 西北工业大学 | 窄分布的高1，4结构端羟基聚丁二烯-聚四氢呋喃三嵌段共聚物及制备方法 |
| KR102426999B1 (ko) | 2016-10-14 | 2022-08-01 | 바스프 에스이 | 경질화가능한 중합체 조성물 |
| US11001698B2 (en) | 2016-10-14 | 2021-05-11 | Basf Se | Stabilizer composition |
| CN112004862A (zh) * | 2018-04-25 | 2020-11-27 | 汉高股份有限及两合公司 | 用于制备羟基官能化聚醚-聚硅氧烷嵌段共聚物的方法 |
| EP3613785A1 (de) * | 2018-08-21 | 2020-02-26 | Covestro Deutschland AG | Trocknungsmittel für feuchtigkeitshärtende zusammensetzungen |
| CN111117489B (zh) * | 2018-10-31 | 2022-01-07 | 娄从江 | 一种快速成膜和高阻隔性硅烷改性类建筑密封胶的底涂剂 |
| CN113302234A (zh) | 2019-01-16 | 2021-08-24 | 巴斯夫欧洲公司 | 用于密封剂和胶粘剂的稳定剂组合物 |
| EP3715396A1 (de) | 2019-03-26 | 2020-09-30 | PolyU GmbH | Zusammensetzung und verfahren zur herstellung silylierter polymere und deren verwendung |
| SE1950486A1 (en) * | 2019-04-17 | 2020-10-18 | Essve Produkter Ab | Adhesive sealant composition |
| FR3102481B1 (fr) * | 2019-10-24 | 2021-10-01 | Bostik Sa | Copolyurethane silyle ionique et composition de mastic le comprenant |
| CN111154445B (zh) * | 2020-01-17 | 2021-03-19 | 杭州之江新材料有限公司 | 一种双组份防水密封胶 |
| US12540216B2 (en) * | 2021-12-10 | 2026-02-03 | Uniseal, Inc. | Two-component moisture curable thermal interface material for thermal management systems |
| CN114479741B (zh) * | 2022-02-23 | 2023-03-31 | 广州市白云化工实业有限公司 | 一种低温可快速深层固化的单组分有机硅改性密封胶及其制备方法 |
| CN114686082B (zh) * | 2022-05-09 | 2022-10-11 | 上海予通管道工程技术有限公司 | 一种用于管道修复的耐腐蚀聚脲涂料及其制备方法 |
| CN116144013B (zh) * | 2023-02-15 | 2025-02-11 | 西安近代化学研究所 | 一种端四烯基聚醚粘合剂及其合成方法 |
| CN119751894B (zh) * | 2024-12-17 | 2025-11-04 | 广州白云科技股份有限公司 | 硅烷改性聚醚-聚丁二烯、透明耐水解的硅烷改性聚醚密封胶及其制备方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
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| DE3608556A1 (de) | 1986-03-14 | 1987-10-01 | Akzo Gmbh | Telechele polymere |
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| DE19908562A1 (de) | 1998-03-25 | 1999-10-07 | Henkel Kgaa | Polyurethan und polyurethanhaltige Zubereitung |
| DE19849817A1 (de) | 1998-10-29 | 2000-05-04 | Bayer Ag | Alkoxysilan-Endgruppen aufweisende Polyurethanprepolymere, ein Verfahren zu ihrer Herstellung sowie ihre Verwendung zur Herstellung von Dichtstoffen |
| JP3030020B1 (ja) * | 1998-12-10 | 2000-04-10 | コニシ株式会社 | ウレタン系樹脂及びその製造方法 |
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| DE50010515D1 (de) | 2000-04-29 | 2005-07-14 | Sika Schweiz Ag Zuerich | Verwendung als Voranstrich |
| JP4420668B2 (ja) | 2001-06-13 | 2010-02-24 | コニシ株式会社 | 加水分解性珪素基含有不飽和有機化合物およびその製造方法、珪素原子含有ポリマー並びにそのエマルジョン |
| DE10204523A1 (de) | 2002-02-05 | 2003-08-07 | Bayer Ag | Alkoxysilan- und OH-Endgruppen aufweisende Polyurethanprepolymere mit erniedrigter Funktionalität, ein Verfahren zu ihrer Herstellung sowie ihre Verwendung |
| CN1459332A (zh) | 2002-05-24 | 2003-12-03 | 中国石化集团金陵石油化工有限责任公司 | 含两种或两种以上双金属氰化物的络合催化剂及其制备和应用 |
| WO2004096887A1 (ja) * | 2003-05-02 | 2004-11-11 | Kaneka Corporation | 反応性珪素基含有有機重合体 |
| DE10350481A1 (de) | 2003-10-29 | 2005-06-16 | Henkel Kgaa | Festigkeitsoptimierte Polymere mit gemischten Oxyalkyleneinheiten |
| US7294665B1 (en) * | 2004-03-15 | 2007-11-13 | Henkel Corporation | Moisture curable compositions with enhanced adhesion to polyolefins |
| CN101180334B (zh) * | 2005-02-15 | 2012-04-04 | 莫门蒂夫功能性材料公司 | 可交联的硅烷封端聚合物和用其制备的密封剂组合物 |
| US7417105B2 (en) | 2005-02-15 | 2008-08-26 | Momentive Performance Materials Inc. | Crosslinkable silane-terminated polymer and sealant composition made with same |
| JP2008534248A (ja) | 2005-03-22 | 2008-08-28 | シエル・インターナシヨネイル・リサーチ・マーチヤツピイ・ベー・ウイ | 改良二重金属シアニド錯体触媒の製造方法、二重金属シアニド触媒及びその使用法 |
| FR2887999B1 (fr) | 2005-07-04 | 2008-05-16 | Xavier Jean Francois Levecq | Procede et dispositif de visualisation autostereoscopique avec adaptation de la distance de vision optimale |
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| DE102008020980A1 (de) | 2008-04-25 | 2009-10-29 | Henkel Ag & Co. Kgaa | Härtbare Zusammensetzungen enthaltend silylierte Polyurethane auf Basis von Polyetherblockpolymeren |
-
2009
- 2009-10-30 DE DE102009046269A patent/DE102009046269A1/de not_active Ceased
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2010
- 2010-11-02 CN CN201080048663.0A patent/CN102666648B/zh not_active Expired - Fee Related
- 2010-11-02 EP EP10771480.0A patent/EP2493957B1/de active Active
- 2010-11-02 WO PCT/EP2010/066592 patent/WO2011051491A1/de not_active Ceased
- 2010-11-02 PL PL10771480T patent/PL2493957T3/pl unknown
- 2010-11-02 ES ES10771480T patent/ES2435633T3/es active Active
- 2010-11-02 JP JP2012535866A patent/JP5688091B2/ja not_active Expired - Fee Related
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- 2012-04-26 US US13/456,314 patent/US8501903B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| WO2011051491A1 (de) | 2011-05-05 |
| US8501903B2 (en) | 2013-08-06 |
| JP2013509476A (ja) | 2013-03-14 |
| EP2493957A1 (de) | 2012-09-05 |
| PL2493957T3 (pl) | 2014-02-28 |
| DE102009046269A1 (de) | 2011-05-05 |
| EP2493957B1 (de) | 2013-09-11 |
| CN102666648A (zh) | 2012-09-12 |
| ES2435633T3 (es) | 2013-12-20 |
| US20120238695A1 (en) | 2012-09-20 |
| CN102666648B (zh) | 2014-06-04 |
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