FR2492390A1 - Procede de traitement de polyols par extraction de residus de catalyseurs et polyols obtenus par sa mise en oeuvre - Google Patents
Procede de traitement de polyols par extraction de residus de catalyseurs et polyols obtenus par sa mise en oeuvre Download PDFInfo
- Publication number
- FR2492390A1 FR2492390A1 FR8118520A FR8118520A FR2492390A1 FR 2492390 A1 FR2492390 A1 FR 2492390A1 FR 8118520 A FR8118520 A FR 8118520A FR 8118520 A FR8118520 A FR 8118520A FR 2492390 A1 FR2492390 A1 FR 2492390A1
- Authority
- FR
- France
- Prior art keywords
- polyol
- polyols
- treatment
- agent
- catalyst
- 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.)
- Granted
Links
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Classifications
-
- 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
- C08G65/26—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 from cyclic ethers and other compounds
- C08G65/2642—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 from cyclic ethers and other compounds characterised by the catalyst used
- C08G65/2645—Metals or compounds thereof, e.g. salts
- C08G65/2663—Metal cyanide catalysts, i.e. DMC's
-
- 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
-
- 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
- C08G18/4833—Polyethers containing oxyethylene units
- C08G18/4837—Polyethers containing oxyethylene units and other oxyalkylene units
- C08G18/4841—Polyethers containing oxyethylene units and other oxyalkylene units containing oxyethylene end 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
- C08G18/28—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
- 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
- C08G65/30—Post-polymerisation treatment, e.g. recovery, purification, drying
-
- 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
- C08G2110/00—Foam properties
- C08G2110/0008—Foam properties flexible
-
- 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
- C08G2110/00—Foam properties
- C08G2110/0025—Foam properties rigid
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Toxicology (AREA)
- Polyethers (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US19741880A | 1980-10-16 | 1980-10-16 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2492390A1 true FR2492390A1 (fr) | 1982-04-23 |
| FR2492390B1 FR2492390B1 (cg-RX-API-DMAC10.html) | 1984-11-23 |
Family
ID=22729347
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR8118520A Granted FR2492390A1 (fr) | 1980-10-16 | 1981-10-01 | Procede de traitement de polyols par extraction de residus de catalyseurs et polyols obtenus par sa mise en oeuvre |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US4355188A (cg-RX-API-DMAC10.html) |
| JP (1) | JPS5915336B2 (cg-RX-API-DMAC10.html) |
| CA (1) | CA1155871A (cg-RX-API-DMAC10.html) |
| DE (1) | DE3132258C2 (cg-RX-API-DMAC10.html) |
| FR (1) | FR2492390A1 (cg-RX-API-DMAC10.html) |
| GB (1) | GB2085457B (cg-RX-API-DMAC10.html) |
| IT (1) | IT1194808B (cg-RX-API-DMAC10.html) |
| NL (1) | NL181021C (cg-RX-API-DMAC10.html) |
Families Citing this family (154)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4528364A (en) * | 1984-04-19 | 1985-07-09 | The Dow Chemical Company | Removal of alkaline catalysts from polyether polyols and polyalkylene carbonate polyols |
| US4721818A (en) * | 1987-03-20 | 1988-01-26 | Atlantic Richfield Company | Purification of polyols prepared using double metal cyanide complex catalysts |
| US4877906A (en) * | 1988-11-25 | 1989-10-31 | Arco Chemical Technology, Inc. | Purification of polyols prepared using double metal cyanide complex catalysts |
| US4985551A (en) * | 1988-12-29 | 1991-01-15 | Basf Corporation | Process for purification of catalysts from polyols using ion exchange resins |
| US4987271A (en) * | 1989-02-17 | 1991-01-22 | Asahi Glass Company, Ltd. | Method for purifying a polyoxyalkylene alcohol |
| US5010047A (en) * | 1989-02-27 | 1991-04-23 | Arco Chemical Technology, Inc. | Recovery of double metal cyanide complex catalyst from a polymer |
| US5342541A (en) * | 1989-03-29 | 1994-08-30 | The Dow Chemical Company | Purified hydroxy-functional polyether compounds |
| JPH02265923A (ja) * | 1989-04-07 | 1990-10-30 | Asahi Glass Co Ltd | ポリエーテル類の製造方法 |
| JP2619109B2 (ja) † | 1989-05-09 | 1997-06-11 | 旭硝子株式会社 | 柔軟性にすぐれたポリウレタン系硬化性組成物 |
| US5254227A (en) * | 1989-06-16 | 1993-10-19 | Olin Corporation | Process for removing catalyst impurities from polyols |
| US4985491A (en) * | 1989-10-05 | 1991-01-15 | Olin Corporation | Polyurethane sealants made using high molecular weight polyols prepared with double metal cyanide catalysts |
| MY106397A (en) * | 1990-03-30 | 1995-05-30 | Olin Corp | Acid-catalyzed fabrication of precursors for use in making polyols and ethylene oxide capping of polyols made using double metal cyanide cayalysts |
| DE69125789T2 (de) * | 1990-05-11 | 1997-08-14 | Asahi Glass Co Ltd | Verfahren zur herstellung einer polyoxyalkylenverbindungen |
| US5099075A (en) * | 1990-11-02 | 1992-03-24 | Olin Corporation | Process for removing double metal cyanide catalyst residues from a polyol |
| US5235114A (en) * | 1991-04-29 | 1993-08-10 | Olin Corporation | Process for purifying and end-capping polyols made using double metal cyanide catalysts |
| US5144093A (en) * | 1991-04-29 | 1992-09-01 | Olin Corporation | Process for purifying and end-capping polyols made using double metal cyanide catalysts |
| US5158922A (en) * | 1992-02-04 | 1992-10-27 | Arco Chemical Technology, L.P. | Process for preparing metal cyanide complex catalyst |
| EP0590131B1 (en) * | 1992-03-24 | 1999-04-14 | The Dow Chemical Company | Novel finishing process for hydroxy-functional polyethers |
| US5357038A (en) * | 1992-08-03 | 1994-10-18 | Olin Corporation | Process and composition for providing double metal cyanide catalyzed polyols having enhanced reactivity |
| US5266681A (en) * | 1992-08-03 | 1993-11-30 | Olin Corporation | Process and composition for providing double metal cyanide catalyzed polyols having enhanced reactivity |
| US5248833A (en) * | 1992-09-22 | 1993-09-28 | Arco Chemical Technology, L.P. | Process for purifying polyols made with double metal cyanide catalysts |
| US5340902A (en) * | 1993-06-04 | 1994-08-23 | Olin Corporation | Spandex fibers made using low unsaturation polyols |
| GB9312256D0 (en) * | 1993-06-15 | 1993-07-28 | Ici Plc | Novel polyols |
| KR0145350B1 (ko) * | 1993-09-07 | 1998-07-15 | 사또오 아키오 | 폴리옥시알킬렌폴리올의 제조방법 |
| US5712216A (en) * | 1995-05-15 | 1998-01-27 | Arco Chemical Technology, L.P. | Highly active double metal cyanide complex catalysts |
| US5470813A (en) * | 1993-11-23 | 1995-11-28 | Arco Chemical Technology, L.P. | Double metal cyanide complex catalysts |
| US5426081A (en) * | 1993-12-23 | 1995-06-20 | Arco Chemical Technology, L.P. | Polyurethane foam-supported double metal cyanide catalysts for polyol synthesis |
| CA2138063C (en) * | 1993-12-23 | 2007-02-20 | Bi Le-Khac | Polyurethane foam-supported double metal cyanide catalysts for polyol synthesis |
| US5416241A (en) * | 1994-01-27 | 1995-05-16 | Arco Chemical Technology, L.P. | Method for purifying polyether polyols made with double metal cyanide catalysts |
| US5482908A (en) | 1994-09-08 | 1996-01-09 | Arco Chemical Technology, L.P. | Highly active double metal cyanide catalysts |
| DE69507050T2 (de) | 1994-11-23 | 1999-07-15 | Minnesota Mining And Mfg. Co., Saint Paul, Minn. | Retroreflektierender gegenstand mit einer polyether-polyurethan-bindeschicht |
| US5563221A (en) * | 1995-06-21 | 1996-10-08 | Arco Chemical Technology, L.P. | Process for making ethylene oxide-capped polyols from double metal cyanide-catalyzed polyols |
| US5811829A (en) * | 1995-08-10 | 1998-09-22 | Arco Chemical Technology, L.P. | Viscosity stable isocyanate-terminated prepolymers and polyoxyalkylene polyether polyols having improved storage stability |
| US5688861A (en) * | 1995-11-30 | 1997-11-18 | Arco Chemical Technology, L.P. | Process for the preparation of polyol polymer dispersions |
| US5767323A (en) * | 1995-12-22 | 1998-06-16 | Arco Chemical Technology, L.P. | Process for preparing polyoxyalkylene polyether polyols having low levels of transition metals through double metal cyanide complex polyoxyalkylation |
| US6103850A (en) * | 1995-12-29 | 2000-08-15 | Basf Corporation | Sealants made using low unsaturation polyoxyalkylene polyether polyols |
| US5891818A (en) * | 1997-07-31 | 1999-04-06 | Arco Chemical Technology, L.P. | Cyanide complex catalyst manufacturing process |
| US5952261A (en) * | 1998-03-20 | 1999-09-14 | Arco Chemical Technology, L.P. | Double metal cyanide complex catalysts modified with Group IIA compounds |
| DE19918726C2 (de) * | 1999-04-24 | 2002-04-11 | Bayer Ag | Offenzellige Polyurethanhartschaumstoffe |
| DE19918727A1 (de) | 1999-04-24 | 2000-10-26 | Bayer Ag | Langkettige Polyetherpolyole mit hohem Anteil primärer OH-Gruppen |
| JP2002080585A (ja) * | 2000-09-04 | 2002-03-19 | Kanegafuchi Chem Ind Co Ltd | 架橋性ケイ素基含有ポリオキシアルキレン系重合体の製造方法 |
| JP2002194075A (ja) * | 2000-12-25 | 2002-07-10 | Kanegafuchi Chem Ind Co Ltd | ポリアルキレンオキサイド系重合体の製造方法 |
| DE10112116A1 (de) * | 2001-03-14 | 2002-09-19 | Basf Ag | Verfahren zur Herstellung von Polyetherolen mit definiertem CPR-Wert |
| ES2199666B1 (es) * | 2002-02-25 | 2005-06-01 | Repsol Quimica, S.A. | Procedimiento de produccion de polioleteres. |
| US20040064001A1 (en) * | 2002-09-30 | 2004-04-01 | Stephan Ehlers | Processes for preparing ethylene oxide-capped polyols |
| US7094811B2 (en) * | 2002-10-03 | 2006-08-22 | Bayer Corporation | Energy absorbing flexible foams produced in part with a double metal cyanide catalyzed polyol |
| US6806348B2 (en) * | 2003-02-11 | 2004-10-19 | Basf Corporation | Process for removing and regenerating a double metal cyanide (DMC) catalyst from a polymer polyol |
| US6797799B1 (en) | 2003-04-02 | 2004-09-28 | Bayer Materialscience Llc | High 2,4′-diphenylmethane diisocyanate content prepolymers |
| US20040197570A1 (en) * | 2003-04-02 | 2004-10-07 | Slack William E. | Prepolymers of allophanate-modified MDI and polyoxypropylene polyol |
| WO2004105944A1 (en) * | 2003-05-22 | 2004-12-09 | Dow Global Technologies Inc. | Nano-scale dmc catalyst particles |
| US20050014637A1 (en) * | 2003-06-04 | 2005-01-20 | Duijghuisen Henricus Petrus Bernardus | Polyether polyol composition |
| US6884826B2 (en) * | 2003-06-09 | 2005-04-26 | Bayer Antwerp, N.V. | Process for preparing double metal cyanide catalyzed polyols |
| DE60317652T2 (de) * | 2003-06-30 | 2008-10-30 | Repsol Quimica S.A. | Verfahren zur Reinigung von Polyetherpolyolen |
| AU2004278610A1 (en) | 2003-10-06 | 2005-04-14 | Kaneka Corporation | Adhesive composition |
| US7005552B2 (en) * | 2003-11-03 | 2006-02-28 | Bayer Materialscience Llc | Single reactor synthesis of KOH-capped polyols based on DMC-synthesized intermediates |
| US7238745B2 (en) * | 2003-12-15 | 2007-07-03 | Bayer Materialscience Llc | Aqueous polyurethane/urea dispersions containing alkoxysilane groups |
| US7718730B2 (en) * | 2003-12-19 | 2010-05-18 | Bayer Materialscience Llc | Two-component silylated polyurethane adhesive, sealant, and coating compositions |
| US7465778B2 (en) * | 2003-12-19 | 2008-12-16 | Bayer Materialscience Llc | Silante terminated polyurethane |
| EP2199347B1 (en) | 2004-04-05 | 2012-10-24 | Kaneka Corporation | Curable composition |
| US7186867B2 (en) * | 2004-04-21 | 2007-03-06 | Basf Aktiengesellschaft | Process for preparing reactive polyether polyols having an ethylene oxide end block |
| US7060750B2 (en) * | 2004-04-28 | 2006-06-13 | Bayer Materialscience Llc | Moisture-curable, polyether urethanes and their use in sealant, adhesive and coating compositions |
| US20050288431A1 (en) * | 2004-06-25 | 2005-12-29 | Gindin Lyubov K | Polyurethane dispersion prepared from a high acid functional polyester |
| US20050288430A1 (en) * | 2004-06-25 | 2005-12-29 | Gindin Lyubov K | Polyurethane dispersions with high acid content |
| WO2006051798A1 (ja) | 2004-11-10 | 2006-05-18 | Kaneka Corporation | 硬化性組成物 |
| US7781525B2 (en) | 2004-12-28 | 2010-08-24 | Kaneka Corporation | Curable composition |
| US7417105B2 (en) | 2005-02-15 | 2008-08-26 | Momentive Performance Materials Inc. | Crosslinkable silane-terminated polymer and sealant composition made with same |
| US20090234072A1 (en) | 2005-09-08 | 2009-09-17 | Kaneka Corporation | Curable composition |
| US8013080B2 (en) | 2005-09-30 | 2011-09-06 | Kaneka Corporation | Curable composition |
| EP1942153B1 (en) | 2005-09-30 | 2010-11-17 | Kaneka Corporation | Curable composition improved in curability and storage stability |
| EP1939257B1 (en) | 2005-09-30 | 2017-06-21 | Kaneka Corporation | Curable composition |
| WO2007094273A1 (ja) | 2006-02-16 | 2007-08-23 | Kaneka Corporation | 硬化性組成物 |
| TW200801060A (en) | 2006-02-28 | 2008-01-01 | Asahi Glass Co Ltd | Flexible polyurethane foam and process for producing the same |
| DE102006015846A1 (de) | 2006-04-03 | 2007-10-04 | Röhm Gmbh | Kupferentfernung aus ATRP-Produkten mittels Zugabe von Schwefelverbindungen |
| WO2007119867A1 (ja) | 2006-04-19 | 2007-10-25 | Kaneka Corporation | 硬化性樹脂組成物 |
| CN101426859B (zh) | 2006-04-20 | 2012-03-21 | 株式会社钟化 | 固化性组合物 |
| EP2062929B1 (en) | 2006-09-13 | 2014-04-16 | Kaneka Corporation | MOISTURE-CURABLE POLYMER HAVING SiF GROUP AND CURABLE COMPOSITION CONTAINING THE SAME |
| EP2072577B1 (en) | 2006-10-05 | 2010-08-04 | Kaneka Corporation | Curable composition |
| WO2008053875A1 (en) | 2006-11-01 | 2008-05-08 | Kaneka Corporation | Hardening organic polymer, process for producing the same, and hardening composition containing the polymer |
| ATE546492T1 (de) | 2006-11-22 | 2012-03-15 | Kaneka Corp | Härtbare zusammensetzung und katalysatorzusammensetzung |
| EP1935918A1 (en) | 2006-12-20 | 2008-06-25 | Repsol Ypf S.A. | New reactive polyols |
| EP2100923B1 (en) | 2006-12-25 | 2013-03-13 | Kaneka Corporation | Curable composition |
| EP2131955A1 (de) * | 2007-02-05 | 2009-12-16 | Basf Se | Dmc-katalysatoren, verfahren zu deren herstellung und verwendung davon |
| EP2011808A1 (de) * | 2007-07-03 | 2009-01-07 | Bayer MaterialScience AG | Medizinische Klebstoffe für die Chirurgie |
| EP2177571A4 (en) | 2007-07-19 | 2014-01-08 | Kaneka Corp | HARDENING COMPOSITION |
| WO2010004948A1 (ja) | 2008-07-08 | 2010-01-14 | 株式会社カネカ | α－ヘテロ置換アルキルハロヒドロシランの製造方法およびその利用 |
| US8853309B2 (en) | 2008-09-29 | 2014-10-07 | Kaneka Corporation | Curable composition and cured product thereof |
| WO2010082488A1 (ja) | 2009-01-16 | 2010-07-22 | 株式会社カネカ | 硬化性組成物およびその硬化物 |
| JP5388121B2 (ja) * | 2009-10-27 | 2014-01-15 | セメダイン株式会社 | スピーカーの組立方法 |
| US9023932B2 (en) | 2010-01-19 | 2015-05-05 | Kaneka Corporation | Curable composition |
| EP2588437B1 (en) | 2010-06-29 | 2019-01-02 | Dow Global Technologies LLC | Branched secondary alcohol alkoxylate surfactants and process to make them |
| CN101962441B (zh) * | 2010-10-09 | 2013-05-08 | 南京理工大学 | 一种低不饱和度聚醚多元醇的提纯方法 |
| US8846822B2 (en) | 2010-10-27 | 2014-09-30 | Kaneka Corporation | Curable composition |
| WO2012071149A2 (en) | 2010-11-23 | 2012-05-31 | Dow Global Technologies Llc | Branched secondary alcohol alkoxylate surfactants and process to make them |
| SG190803A1 (en) | 2010-12-20 | 2013-07-31 | Bayer Ip Gmbh | Method for producing polyether polyols |
| SG190873A1 (en) | 2010-12-20 | 2013-07-31 | Bayer Ip Gmbh | Method for producing polyether ester polyols |
| JP5824030B2 (ja) | 2011-03-02 | 2015-11-25 | 株式会社カネカ | 硬化性組成物 |
| EP2684690B1 (en) | 2011-03-09 | 2018-02-21 | Kaneka Corporation | Adhesive-bonded structure comprising both adhesive composition and wood material |
| EP2692770B1 (en) * | 2011-03-30 | 2017-03-08 | Asahi Glass Company, Limited | Process for producing polyether polyol, process for producing flexible polyurethane foam, and seat |
| JP5993367B2 (ja) | 2011-04-15 | 2016-09-14 | 株式会社カネカ | 建築用外装材 |
| EP2726534B1 (de) | 2011-06-30 | 2015-03-04 | Bayer Intellectual Property GmbH | Verfahren zur herstellung von hochmolekularen polyetherpolyolen |
| WO2013042702A1 (ja) | 2011-09-22 | 2013-03-28 | 株式会社カネカ | 硬化性組成物およびその硬化物 |
| EP2794711B1 (de) | 2011-12-20 | 2020-06-10 | Covestro Deutschland AG | Hydroxy-aminopolymere und verfahren zu deren herstellung |
| CN104144999B (zh) | 2011-12-20 | 2016-08-17 | 医用粘合剂革新有限责任公司 | 羟基氨基聚合物及其在聚脲聚氨酯组织粘合剂中的用途 |
| PT2794710T (pt) | 2011-12-20 | 2018-11-22 | Adhesys Medical Gmbh | Pré-polímero funcional isocianato para um adesivo de tecido biodegradável |
| DE102012201873B4 (de) | 2012-02-08 | 2016-03-10 | Franken Systems Gmbh | Verfahren zur Bauwerksabdichtung mittels gewebearmierter Beschichtung |
| US9969843B2 (en) | 2012-05-31 | 2018-05-15 | Kaneka Corporation | Polymer having terminal structure including plurality of reactive silicon groups, method for manufacturing same, and use for same |
| MY166898A (en) | 2012-05-31 | 2018-07-24 | Kaneka Corp | Polymer having terminal structure including plurality of reactive solicon groups, method for manufacturing same, and use for same |
| EP2671893A1 (de) | 2012-06-06 | 2013-12-11 | Bayer MaterialScience AG | Verfahren zur Herstellung von Omega-Hydroxy-Aminopolymeren |
| US9035105B2 (en) | 2012-07-20 | 2015-05-19 | Bayer Materialscience Llc | Process for the in situ production of polyether polyols based on renewable materials and their use in the production of flexible polyurethane foams |
| US9328272B2 (en) | 2012-09-10 | 2016-05-03 | Kaneka Corporation | Curable composition |
| WO2014050592A1 (ja) | 2012-09-28 | 2014-04-03 | 株式会社カネカ | 構造体 |
| US9051412B2 (en) * | 2013-03-14 | 2015-06-09 | Bayer Materialscience Llc | Base-catalyzed, long chain, active polyethers from short chain DMC-catalyzed starters |
| CN105246979B (zh) | 2013-05-30 | 2018-12-14 | 株式会社钟化 | 固化性组合物 |
| EP3006504B1 (en) | 2013-05-30 | 2019-04-03 | Kaneka Corporation | Curable composition, and cured product thereof |
| KR102175447B1 (ko) | 2013-07-11 | 2020-11-06 | 세메다인 가부시키 가이샤 | 도전성 경화물의 제조 방법 및 펄스광 경화성 조성물의 경화 방법 |
| EP3023462A4 (en) | 2013-07-18 | 2017-04-12 | Cemedine Co., Ltd. | Photocurable composition |
| EP2876121A1 (de) | 2013-11-22 | 2015-05-27 | Bayer MaterialScience AG | Einsatz von Urethan-Alkoholen zur Herstellung von Polyetherpolyolen |
| US9718999B2 (en) | 2013-12-13 | 2017-08-01 | Cemedine Co., Ltd | Photocurable composition having adhesive properties |
| EP2886572A1 (de) | 2013-12-17 | 2015-06-24 | Bayer MaterialScience AG | Einsatz von Urethan-Alkoholen zur Herstellung von Polyethercarbonatpolyolen |
| JPWO2015098998A1 (ja) | 2013-12-26 | 2017-03-23 | 株式会社カネカ | 硬化性組成物およびその硬化物 |
| US10150895B2 (en) | 2014-01-23 | 2018-12-11 | Kaneka Corporation | Curable composition |
| DE102014101949A1 (de) | 2014-02-17 | 2015-08-20 | Franken Systems Gmbh | Verfahren zur druckwasserfesten Abdichtung von Bauwerken |
| SG11201608076RA (en) | 2014-04-07 | 2016-11-29 | Covestro Deutschland Ag | Process for the production of polyoxymethylene block copolymers |
| US9527958B2 (en) | 2014-05-02 | 2016-12-27 | Covestro Llc | Process for purification of polyether carbonate polyols |
| US9976028B2 (en) | 2015-02-23 | 2018-05-22 | King Industries | Curable coating compositions of silane functional polymers |
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| WO2023048186A1 (ja) | 2021-09-24 | 2023-03-30 | 株式会社カネカ | 硬化性組成物 |
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| CN116574248B (zh) * | 2023-02-10 | 2025-11-18 | 浙江皇马科技股份有限公司 | 一种降低脂肪醇聚醚低温浑浊度的方法 |
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| CN120981507A (zh) | 2023-04-24 | 2025-11-18 | 株式会社钟化 | 含水解性甲硅烷基的聚氧化烯系聚合物、固化性组合物及固化物 |
| EP4461762A1 (de) | 2023-05-11 | 2024-11-13 | Covestro Deutschland AG | Verfahren zur herstellung einer mischung enthaltend ein polyoxyalkylenpolyol; mischung und verbindungen erhältlich aus dem verfahren |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3941849A (en) * | 1972-07-07 | 1976-03-02 | The General Tire & Rubber Company | Polyethers and method for making the same |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3427335A (en) * | 1963-02-14 | 1969-02-11 | Gen Tire & Rubber Co | Double metal cyanides complexed with an acyclic aliphatic saturated monoether,an ester and a cyclic ether and methods for making the same |
| US3427256A (en) * | 1963-02-14 | 1969-02-11 | Gen Tire & Rubber Co | Double metal cyanide complex compounds |
| US3427334A (en) * | 1963-02-14 | 1969-02-11 | Gen Tire & Rubber Co | Double metal cyanides complexed with an alcohol aldehyde or ketone to increase catalytic activity |
| US3299151A (en) * | 1963-10-08 | 1967-01-17 | Pittsburgh Plate Glass Co | Preparation of polyether polyols |
| US3803246A (en) * | 1971-03-03 | 1974-04-09 | Ici America Inc | Oxyalkylation of diphenols |
| US4029879A (en) * | 1975-11-17 | 1977-06-14 | Basf Wyandotte Corporation | Process for the removal of catalysts from polyether polyols employing water and adsorbent |
| US4122035A (en) * | 1976-12-17 | 1978-10-24 | Basf Wyandotte Corporation | Process for reclaiming synthetic magnesium silicate or aluminum silicate adsorbents employed in the purification of polyether polyols |
| US4137398A (en) * | 1978-06-09 | 1979-01-30 | Basf Wyandotte Corporation | Process for the removal of catalyst from polyether polyol |
-
1981
- 1981-05-22 CA CA000378141A patent/CA1155871A/en not_active Expired
- 1981-06-22 IT IT22494/81A patent/IT1194808B/it active
- 1981-07-21 GB GB8122463A patent/GB2085457B/en not_active Expired
- 1981-07-22 JP JP56113814A patent/JPS5915336B2/ja not_active Expired
- 1981-07-31 NL NLAANVRAGE8103628,A patent/NL181021C/xx not_active IP Right Cessation
- 1981-08-14 DE DE3132258A patent/DE3132258C2/de not_active Expired
- 1981-09-25 US US06/305,432 patent/US4355188A/en not_active Expired - Fee Related
- 1981-10-01 FR FR8118520A patent/FR2492390A1/fr active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3941849A (en) * | 1972-07-07 | 1976-03-02 | The General Tire & Rubber Company | Polyethers and method for making the same |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3132258C2 (de) | 1983-04-14 |
| GB2085457B (en) | 1984-02-08 |
| IT8122494A0 (it) | 1981-06-22 |
| DE3132258A1 (de) | 1982-06-16 |
| JPS5915336B2 (ja) | 1984-04-09 |
| NL8103628A (nl) | 1982-05-17 |
| FR2492390B1 (cg-RX-API-DMAC10.html) | 1984-11-23 |
| IT1194808B (it) | 1988-09-28 |
| GB2085457A (en) | 1982-04-28 |
| NL181021C (nl) | 1987-06-01 |
| NL181021B (nl) | 1987-01-02 |
| CA1155871A (en) | 1983-10-25 |
| US4355188A (en) | 1982-10-19 |
| JPS5776028A (en) | 1982-05-12 |
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