CA2287247C - Process for rapid activation of double metal cyanide catalysts - Google Patents
Process for rapid activation of double metal cyanide catalysts Download PDFInfo
- Publication number
- CA2287247C CA2287247C CA002287247A CA2287247A CA2287247C CA 2287247 C CA2287247 C CA 2287247C CA 002287247 A CA002287247 A CA 002287247A CA 2287247 A CA2287247 A CA 2287247A CA 2287247 C CA2287247 C CA 2287247C
- Authority
- CA
- Canada
- Prior art keywords
- starter
- catalyst
- stripping
- polyol
- process according
- 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.)
- Expired - Lifetime
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 104
- 238000000034 method Methods 0.000 title claims abstract description 51
- 230000008569 process Effects 0.000 title claims abstract description 47
- 229910052751 metal Inorganic materials 0.000 title claims abstract description 11
- 239000002184 metal Substances 0.000 title claims abstract description 11
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 title claims abstract description 9
- 230000004913 activation Effects 0.000 title abstract description 13
- 239000007858 starting material Substances 0.000 claims abstract description 84
- 229920005862 polyol Polymers 0.000 claims abstract description 67
- 150000003077 polyols Chemical class 0.000 claims abstract description 66
- 239000000203 mixture Substances 0.000 claims abstract description 48
- 239000011261 inert gas Substances 0.000 claims abstract description 14
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 13
- 239000003960 organic solvent Substances 0.000 claims abstract description 10
- 150000002118 epoxides Chemical class 0.000 claims abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 35
- 229910052757 nitrogen Inorganic materials 0.000 claims description 17
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 12
- 229920000570 polyether Polymers 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical group [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 5
- 150000004808 allyl alcohols Chemical class 0.000 claims description 5
- 229910052725 zinc Inorganic materials 0.000 claims description 5
- 239000011701 zinc Substances 0.000 claims description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 4
- 229920005830 Polyurethane Foam Polymers 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- 239000011496 polyurethane foam Substances 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 150000002430 hydrocarbons Chemical class 0.000 claims description 3
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical group CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 229910052786 argon Inorganic materials 0.000 claims description 2
- 239000001569 carbon dioxide Substances 0.000 claims description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 150000002170 ethers Chemical class 0.000 claims description 2
- 150000002334 glycols Chemical class 0.000 claims description 2
- 239000001307 helium Substances 0.000 claims description 2
- 229910052734 helium Inorganic materials 0.000 claims description 2
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 claims description 2
- 150000002576 ketones Chemical class 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims description 2
- 229920000909 polytetrahydrofuran Polymers 0.000 claims description 2
- 239000003570 air Substances 0.000 claims 1
- 230000003213 activating effect Effects 0.000 abstract description 6
- 229920002635 polyurethane Polymers 0.000 abstract description 4
- 239000004814 polyurethane Substances 0.000 abstract description 4
- 230000008878 coupling Effects 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- 150000002924 oxiranes Chemical class 0.000 description 23
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 14
- 230000000694 effects Effects 0.000 description 13
- 230000000977 initiatory effect Effects 0.000 description 11
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 10
- 150000002009 diols Chemical class 0.000 description 10
- 239000006260 foam Substances 0.000 description 9
- 229920000642 polymer Polymers 0.000 description 6
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- -1 and the like Substances 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000008139 complexing agent Substances 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000000565 sealant Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- PLFFHJWXOGYWPR-HEDMGYOXSA-N (4r)-4-[(3r,3as,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-3-yl]pentan-1-ol Chemical compound C([C@]1(C)[C@H]2CC[C@H]34)CCC(C)(C)[C@@H]1CC[C@@]2(C)[C@]4(C)CC[C@@H]1[C@]3(C)CC[C@@H]1[C@@H](CCCO)C PLFFHJWXOGYWPR-HEDMGYOXSA-N 0.000 description 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 229910018540 Si C Inorganic materials 0.000 description 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- RKBAPHPQTADBIK-UHFFFAOYSA-N cobalt;hexacyanide Chemical compound [Co].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] RKBAPHPQTADBIK-UHFFFAOYSA-N 0.000 description 1
- 238000010961 commercial manufacture process Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/24—Nitrogen compounds
- B01J27/26—Cyanides
-
- 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
- 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
- C08G65/2696—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 process or apparatus used
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Toxicology (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polyethers (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/857,998 | 1997-05-16 | ||
| US08/857,998 US5844070A (en) | 1997-05-16 | 1997-05-16 | Process for rapid activation of double metal cyanide catalysts |
| PCT/EP1998/002098 WO1998052689A1 (en) | 1997-05-16 | 1998-04-09 | Process for rapid activation of double metal cyanide catalysts |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2287247A1 CA2287247A1 (en) | 1998-11-26 |
| CA2287247C true CA2287247C (en) | 2007-08-21 |
Family
ID=25327204
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002287247A Expired - Lifetime CA2287247C (en) | 1997-05-16 | 1998-04-09 | Process for rapid activation of double metal cyanide catalysts |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US5844070A (enExample) |
| EP (1) | EP0981407B2 (enExample) |
| JP (1) | JP4368427B2 (enExample) |
| KR (1) | KR100537910B1 (enExample) |
| CN (1) | CN1115196C (enExample) |
| AU (1) | AU7642798A (enExample) |
| BR (1) | BR9809835A (enExample) |
| CA (1) | CA2287247C (enExample) |
| DE (1) | DE69812348T3 (enExample) |
| ES (1) | ES2195341T5 (enExample) |
| ID (1) | ID22969A (enExample) |
| TW (1) | TW530070B (enExample) |
| WO (1) | WO1998052689A1 (enExample) |
Families Citing this family (55)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19918726C2 (de) * | 1999-04-24 | 2002-04-11 | Bayer Ag | Offenzellige Polyurethanhartschaumstoffe |
| JP2003504469A (ja) * | 1999-07-09 | 2003-02-04 | ザ ダウ ケミカル カンパニー | 金属シアニド触媒を使用して製造したポリ(エチレンオキシド)の分別方法 |
| DE19956119A1 (de) * | 1999-11-22 | 2001-06-07 | Bayer Ag | Verfahren zur Herstellung von Polyetherpolyolen |
| AU2001255735A1 (en) | 2000-04-28 | 2001-11-12 | Synuthane International, Inc. | Double metal cyanide catalysts containing polyglycol ether complexing agents |
| DE10137628A1 (de) * | 2001-08-03 | 2003-02-27 | Basf Ag | Verfahren zur Herstellung von Polyurethan-Weichschaumstoffen |
| DE10205086A1 (de) * | 2002-02-07 | 2003-08-21 | Basf Ag | Verfahren zur Aktivierung von Doppelmetallcyanid-Verbindungen |
| ES2199666B1 (es) | 2002-02-25 | 2005-06-01 | Repsol Quimica, S.A. | Procedimiento de produccion de polioleteres. |
| US6835801B2 (en) * | 2002-07-19 | 2004-12-28 | Bayer Antwerp, N.V. | Activated starter mixtures and the processes related thereto |
| US7001634B2 (en) * | 2002-11-07 | 2006-02-21 | Bayer Materialscience Llc | Process for suppressing the foaming of an aqueous system |
| 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 |
| US6713599B1 (en) | 2003-03-31 | 2004-03-30 | Basf Corporation | Formation of polymer polyols with a narrow polydispersity using double metal cyanide (DMC) catalysts |
| US7223890B2 (en) * | 2003-10-10 | 2007-05-29 | Bayer Materialscience Llc | Isocyanate reactive mixture and process for preparing same |
| WO2005121214A1 (en) * | 2004-06-09 | 2005-12-22 | Shell Internationale Research Maatschappij B.V. | Process of preparing odour-lean polyether polyol |
| JP2007284586A (ja) * | 2006-04-18 | 2007-11-01 | Asahi Glass Co Ltd | ポリエーテルモノオールの製造方法 |
| DE102006024025A1 (de) | 2006-05-23 | 2007-11-29 | Bayer Materialscience Ag | Verfahren zur Herstellung von Polyetherpolyolen |
| DE102007057146A1 (de) * | 2007-11-28 | 2009-06-04 | Evonik Goldschmidt Gmbh | Verfahren zur Herstellung von Polyetheralkoholen mit DMC-Katalysatoren unter Verwendung von speziellen Additiven mit aromatischer Hydroxy-Funktionalisierung |
| DE102007057145A1 (de) | 2007-11-28 | 2009-06-04 | Evonik Goldschmidt Gmbh | Verfahren zur Herstellung von Polyetheralkoholen mit DMC-Katalysatoren unter Verwendung von SiH-Gruppen tragenden Verbindungen als Additive |
| DE102007057147A1 (de) | 2007-11-28 | 2009-06-04 | Evonik Goldschmidt Gmbh | Verfahren zur Alkoxylierung mit DMC-Katalysatoren im Schlaufenreaktor mit Strahlsauger |
| EP2241584B1 (en) * | 2008-01-25 | 2012-03-21 | Kaneka Corporation | Process for producing polyalkylene oxide |
| CN102089351B (zh) | 2008-01-29 | 2014-05-28 | 巴斯夫欧洲公司 | 制备聚醚醇的方法 |
| DE102008000360A1 (de) | 2008-02-21 | 2009-08-27 | Evonik Goldschmidt Gmbh | Neue Alkoxysilylgruppen tragende Polyetheralkohole durch Alkoxylierung epoxidfunktioneller Alkoxysilane an Doppelmetallcyanid (DMC)-Katalysatoren, sowie Verfahren zu deren Herstellung |
| DE102008000903A1 (de) | 2008-04-01 | 2009-10-08 | Evonik Goldschmidt Gmbh | Neue Organosiloxangruppen tragende Polyetheralkohole durch Alkoxylierung epoxidfunktioneller (Poly)Organosiloxane an Doppelmetallcyanid (DMC)-Katalysatoren, sowie Verfahren zu deren Herstellung |
| DE102008002713A1 (de) | 2008-06-27 | 2009-12-31 | Evonik Goldschmidt Gmbh | Neue Polyethersiloxane enthaltende Alkoxylierungsprodukte durch direkte Alkoxylierung organomodifizierter alpha, omega-Dihydroxysiloxane an Doppelmetallcyanid (DMC)-Katalysatoren, sowie Verfahren zu deren Herstellung |
| CN101684184A (zh) | 2008-09-27 | 2010-03-31 | 巴斯夫欧洲公司 | 可通过使用可再生的原料获得的聚氨酯鞋底 |
| DE102008043245A1 (de) | 2008-10-29 | 2010-05-06 | Evonik Goldschmidt Gmbh | Siliconpolyether-Copolymersysteme sowie Verfahren zu deren Herstellung durch Alkoxylierungsreaktion |
| DE102009002371A1 (de) | 2009-04-15 | 2010-10-21 | Evonik Goldschmidt Gmbh | Verfahren zur Herstellung von geruchlosen Polyetheralkoholen mittels DMC-Katalysatoren und deren Verwendung in kosmetischen und/oder dermatologischen Zubereitungen |
| RU2510798C2 (ru) | 2009-07-10 | 2014-04-10 | Басф Се | Способ получения полиолов на основе возобновляемого исходного сырья |
| KR20120069681A (ko) * | 2009-09-17 | 2012-06-28 | 아사히 가라스 가부시키가이샤 | 폴리에테르류의 제조 방법 |
| EP2526139B1 (de) | 2010-01-20 | 2014-12-17 | Bayer Intellectual Property GmbH | Verfahren zur aktivierung von doppelmetallcyanidkatalysatoren zur herstellung von polyethercarbonatpolyolen |
| US9115246B2 (en) | 2010-04-30 | 2015-08-25 | Basf Se | Polyether polyols, process for preparing polyether polyols and their use for producing polyurethanes |
| SG185102A1 (en) | 2010-04-30 | 2012-12-28 | Basf Se | Polyether polyols, process for preparing polyether polyols and their use for producing polyurethanes |
| DE102010038768A1 (de) | 2010-08-02 | 2012-02-02 | Evonik Goldschmidt Gmbh | Modifizierte Alkoxylierungsprodukte mit mindestens einer nicht-terminalen Alkoxysilylgruppe mit erhöhter Lagerstabilität und erhöhter Dehnbarkeit der unter deren Verwendung hergestellten Polymere |
| DE102010038774A1 (de) | 2010-08-02 | 2012-02-02 | Evonik Goldschmidt Gmbh | Modifizierte Alkoxylierungsprodukte, die zumindest eine nicht-terminale Alkoxysilylgruppe aufweisen, mit erhöhter Lagerstabilität und erhöhter Dehnbarkeit der unter deren Verwendung hergestellten Polymere |
| EP2658895B1 (en) | 2010-12-27 | 2021-06-23 | Dow Global Technologies LLC | Alkylene oxide polymerization using a double metal cyanide catalyst complex and a magnesium, group 3-group 15 metal or lanthanide series metal compound |
| ES2537891T3 (es) * | 2011-06-30 | 2015-06-15 | Bayer Intellectual Property Gmbh | Procedimiento para la preparación de polieterpolioles de peso molecular alto |
| EP2548906A1 (de) * | 2011-07-18 | 2013-01-23 | Bayer MaterialScience AG | Verfahren zur Aktivierung von Doppelmetallcyanidkatalysatoren zur Herstellung von Polyetherpolyolen |
| EP2548908A1 (de) | 2011-07-18 | 2013-01-23 | Bayer MaterialScience AG | Verfahren zur Herstellung von Polyetherpolyolen |
| EP2548905A1 (de) | 2011-07-18 | 2013-01-23 | Bayer MaterialScience AG | Verfahren zur Aktivierung von Doppelmetallcyanidkatalysatoren zur Herstellung von Polyetherpolyolen |
| EP2548907A1 (de) * | 2011-07-18 | 2013-01-23 | Bayer MaterialScience AG | Verfahren zur Herstellung von Polyetherpolyolen |
| DE102012203737A1 (de) | 2012-03-09 | 2013-09-12 | Evonik Goldschmidt Gmbh | Modifizierte Alkoxylierungsprodukte, die zumindest eine nicht-terminale Alkoxysilylgruppe aufweisen und mehrere Urethangruppen enthalten und deren Verwendung |
| CN103871823A (zh) * | 2012-12-12 | 2014-06-18 | 中国科学院大连化学物理研究所 | 一种掺杂有机溶剂的膜进样离子迁移谱仪 |
| DE102013206883A1 (de) | 2013-04-17 | 2014-10-23 | Evonik Industries Ag | Alkoxysilylhaltige Klebdichtstoffe mit intrinsisch reduzierter Viskosität |
| RU2532429C1 (ru) * | 2013-07-25 | 2014-11-10 | Общество с ограниченной ответственностью Научно-производственное предприятие "Макромер" | Способ получения простых полиэфирополиолов |
| DE102013216751A1 (de) | 2013-08-23 | 2015-02-26 | Evonik Industries Ag | Modifizierte Alkoxylierungsprodukte, die Alkoxysilylgruppen aufweisen und Urethangruppen enthalten und deren Verwendung |
| DE102013224708A1 (de) | 2013-12-03 | 2015-06-03 | Evonik Industries Ag | Alkoxysilylhaltige Klebdichtstoffe mit intrinsisch reduzierter Viskosität |
| DE102014209408A1 (de) | 2014-05-19 | 2015-11-19 | Evonik Degussa Gmbh | Ethoxylatherstellung unter Verwendung hoch aktiver Doppelmetallcyanid-Katalysatoren |
| DE102014217790A1 (de) | 2014-09-05 | 2016-03-10 | Evonik Degussa Gmbh | Verfahren zur Herstellung von hydrosilylierbaren Eugenol-Polyethern und Eugenol-Polyethersiloxanen sowie deren Verwendung |
| EP3050910B1 (de) | 2015-01-28 | 2016-12-07 | Evonik Degussa GmbH | Modifizierte alkoxylierungsprodukte, die zumindest eine nicht-terminale alkoxysilylgruppe aufweisen, mit erhöhter lagerstabilität und verbesserter dehnung und der unter deren verwendung hergestellten polymere |
| EP3106221A1 (en) | 2015-06-15 | 2016-12-21 | Universität Hamburg | Process for preparing double metal cyanide catalysts and their use in polymerization reactions |
| EP3202816B1 (de) | 2016-02-04 | 2018-09-19 | Evonik Degussa GmbH | Alkoxysilylhaltige klebdichtstoffe mit verbessertem weiterreisswiderstand |
| JP6931362B2 (ja) * | 2016-05-13 | 2021-09-01 | コベストロ、ドイチュラント、アクチエンゲゼルシャフトCovestro Deutschland Ag | ポリオキシアルキレンポリオールの製造方法 |
| CN113348191B (zh) * | 2019-01-31 | 2023-06-30 | 陶氏环球技术有限责任公司 | 无雾聚氨酯制剂 |
| CN113087892B (zh) * | 2019-12-23 | 2022-07-12 | 万华化学集团股份有限公司 | 一种制备聚醚多元醇的方法和装置 |
| CN112094404A (zh) * | 2020-09-30 | 2020-12-18 | 浙江皇马科技股份有限公司 | 一种低钾钠含量的烯丙醇聚醚制备工艺 |
| JP7681766B1 (ja) * | 2024-07-05 | 2025-05-22 | Agc株式会社 | 組成物 |
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| US3427256A (en) † | 1963-02-14 | 1969-02-11 | Gen Tire & Rubber Co | Double metal cyanide complex compounds |
| US3278459A (en) * | 1963-02-14 | 1966-10-11 | Gen Tire & Rubber Co | Method of making a polyether using a double metal cyanide complex compound |
| US3278457A (en) * | 1963-02-14 | 1966-10-11 | Gen Tire & Rubber Co | Method of making a polyether using a double metal cyanide complex compound |
| US3829505A (en) * | 1970-02-24 | 1974-08-13 | Gen Tire & Rubber Co | Polyethers and method for making the same |
| US3941849A (en) * | 1972-07-07 | 1976-03-02 | The General Tire & Rubber Company | Polyethers and method for making the same |
| AU551979B2 (en) † | 1982-03-31 | 1986-05-15 | Shell Internationale Research Maatschappij B.V. | Epoxy polymerisation catalysts |
| AU552988B2 (en) * | 1982-03-31 | 1986-06-26 | Shell Internationale Research Maatschappij B.V. | Polymerizing epoxides and catalyst suspensions for this |
| US5110970A (en) * | 1991-03-29 | 1992-05-05 | Union Carbide Chemicals & Plastics Technology Corporation | Process for the manufacture of certain new silicone polyether copolymers for polyurethane foam manufacture |
| US5158922A (en) * | 1992-02-04 | 1992-10-27 | Arco Chemical Technology, L.P. | Process for preparing metal cyanide complex catalyst |
| 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 |
| 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 |
| US5489617A (en) * | 1994-11-17 | 1996-02-06 | Osi Specialties, Inc. | High viscosity surfactants for the manufacture of polyurethane foams |
| US5525640A (en) * | 1995-09-13 | 1996-06-11 | Osi Specialties, Inc. | Silicone surfactants for use in inert gas blown polyurethane foams |
-
1997
- 1997-05-16 US US08/857,998 patent/US5844070A/en not_active Expired - Lifetime
-
1998
- 1998-04-09 DE DE69812348T patent/DE69812348T3/de not_active Expired - Lifetime
- 1998-04-09 JP JP54984698A patent/JP4368427B2/ja not_active Expired - Lifetime
- 1998-04-09 CN CN98805078A patent/CN1115196C/zh not_active Expired - Lifetime
- 1998-04-09 BR BR9809835-7A patent/BR9809835A/pt not_active Application Discontinuation
- 1998-04-09 EP EP98924108A patent/EP0981407B2/en not_active Expired - Lifetime
- 1998-04-09 WO PCT/EP1998/002098 patent/WO1998052689A1/en not_active Ceased
- 1998-04-09 KR KR10-1999-7010400A patent/KR100537910B1/ko not_active Expired - Lifetime
- 1998-04-09 ES ES98924108T patent/ES2195341T5/es not_active Expired - Lifetime
- 1998-04-09 ID IDW991372A patent/ID22969A/id unknown
- 1998-04-09 CA CA002287247A patent/CA2287247C/en not_active Expired - Lifetime
- 1998-04-09 AU AU76427/98A patent/AU7642798A/en not_active Abandoned
- 1998-05-15 TW TW087107580A patent/TW530070B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| TW530070B (en) | 2003-05-01 |
| ES2195341T5 (es) | 2007-05-16 |
| AU7642798A (en) | 1998-12-11 |
| EP0981407B1 (en) | 2003-03-19 |
| DE69812348T2 (de) | 2003-11-06 |
| KR100537910B1 (ko) | 2005-12-21 |
| ES2195341T3 (es) | 2003-12-01 |
| CN1259887A (zh) | 2000-07-12 |
| JP4368427B2 (ja) | 2009-11-18 |
| US5844070A (en) | 1998-12-01 |
| KR20010012446A (ko) | 2001-02-15 |
| DE69812348D1 (de) | 2003-04-24 |
| CN1115196C (zh) | 2003-07-23 |
| JP2001525878A (ja) | 2001-12-11 |
| DE69812348T3 (de) | 2007-03-15 |
| ID22969A (id) | 1999-12-23 |
| WO1998052689A1 (en) | 1998-11-26 |
| EP0981407A1 (en) | 2000-03-01 |
| CA2287247A1 (en) | 1998-11-26 |
| EP0981407B2 (en) | 2006-10-11 |
| BR9809835A (pt) | 2000-06-20 |
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