DE69724267T3 - Amino-initiierte polyetherpolyole und deren herstellungsverfahren - Google Patents
Amino-initiierte polyetherpolyole und deren herstellungsverfahren Download PDFInfo
- Publication number
- DE69724267T3 DE69724267T3 DE69724267T DE69724267T DE69724267T3 DE 69724267 T3 DE69724267 T3 DE 69724267T3 DE 69724267 T DE69724267 T DE 69724267T DE 69724267 T DE69724267 T DE 69724267T DE 69724267 T3 DE69724267 T3 DE 69724267T3
- Authority
- DE
- Germany
- Prior art keywords
- polyol
- amine
- initiated
- polyether polyols
- alkaline 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.)
- Expired - Lifetime
Links
- 229920005862 polyol Polymers 0.000 title claims description 61
- 150000003077 polyols Chemical class 0.000 title claims description 59
- 238000004519 manufacturing process Methods 0.000 title claims description 11
- 229920000570 polyether Polymers 0.000 claims description 40
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 38
- 239000003054 catalyst Substances 0.000 claims description 29
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 12
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 10
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 10
- 235000014655 lactic acid Nutrition 0.000 claims description 9
- 239000004310 lactic acid Substances 0.000 claims description 9
- 238000006735 epoxidation reaction Methods 0.000 claims description 6
- RLYCRLGLCUXUPO-UHFFFAOYSA-N 2,6-diaminotoluene Chemical compound CC1=C(N)C=CC=C1N RLYCRLGLCUXUPO-UHFFFAOYSA-N 0.000 claims description 4
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 2
- 150000001412 amines Chemical class 0.000 description 23
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 22
- 239000006260 foam Substances 0.000 description 18
- 125000002947 alkylene group Chemical group 0.000 description 12
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 9
- 239000011541 reaction mixture Substances 0.000 description 9
- ZMBQZWCDYKGVLW-UHFFFAOYSA-N 1-methylcyclohexa-3,5-diene-1,2-diamine Chemical compound CC1(N)C=CC=CC1N ZMBQZWCDYKGVLW-UHFFFAOYSA-N 0.000 description 8
- 229920005830 Polyurethane Foam Polymers 0.000 description 8
- 239000011496 polyurethane foam Substances 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 150000002924 oxiranes Chemical class 0.000 description 7
- FRCHKSNAZZFGCA-UHFFFAOYSA-N 1,1-dichloro-1-fluoroethane Chemical compound CC(F)(Cl)Cl FRCHKSNAZZFGCA-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000006386 neutralization reaction Methods 0.000 description 6
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 5
- 235000019253 formic acid Nutrition 0.000 description 5
- 239000012948 isocyanate Substances 0.000 description 5
- 150000002513 isocyanates Chemical class 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 239000005056 polyisocyanate Substances 0.000 description 5
- 229920001228 polyisocyanate Polymers 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000012065 filter cake Substances 0.000 description 3
- 235000006408 oxalic acid Nutrition 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000003380 propellant Substances 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- FZQMJOOSLXFQSU-UHFFFAOYSA-N 3-[3,5-bis[3-(dimethylamino)propyl]-1,3,5-triazinan-1-yl]-n,n-dimethylpropan-1-amine Chemical compound CN(C)CCCN1CN(CCCN(C)C)CN(CCCN(C)C)C1 FZQMJOOSLXFQSU-UHFFFAOYSA-N 0.000 description 2
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 2
- DGRGLKZMKWPMOH-UHFFFAOYSA-N 4-methylbenzene-1,2-diamine Chemical compound CC1=CC=C(N)C(N)=C1 DGRGLKZMKWPMOH-UHFFFAOYSA-N 0.000 description 2
- 239000004604 Blowing Agent Substances 0.000 description 2
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical class CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
- 229930006000 Sucrose Natural products 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical class C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229920000582 polyisocyanurate Polymers 0.000 description 2
- 239000011495 polyisocyanurate Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002910 solid waste Substances 0.000 description 2
- 239000005720 sucrose Substances 0.000 description 2
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 description 1
- CXIGIYYQHHRBJC-UHFFFAOYSA-N 1,1,1,4,4,4-hexafluorobutane Chemical compound FC(F)(F)CCC(F)(F)F CXIGIYYQHHRBJC-UHFFFAOYSA-N 0.000 description 1
- NDKGUMMLYBINOC-UHFFFAOYSA-N 1,2-dichloro-1-fluoroethane Chemical compound FC(Cl)CCl NDKGUMMLYBINOC-UHFFFAOYSA-N 0.000 description 1
- BHNZEZWIUMJCGF-UHFFFAOYSA-N 1-chloro-1,1-difluoroethane Chemical compound CC(F)(F)Cl BHNZEZWIUMJCGF-UHFFFAOYSA-N 0.000 description 1
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 1
- AXNUJYHFQHQZBE-UHFFFAOYSA-N 3-methylbenzene-1,2-diamine Chemical compound CC1=CC=CC(N)=C1N AXNUJYHFQHQZBE-UHFFFAOYSA-N 0.000 description 1
- OWIKHYCFFJSOEH-UHFFFAOYSA-N Isocyanic acid Chemical compound N=C=O OWIKHYCFFJSOEH-UHFFFAOYSA-N 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical compound N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 1
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000003891 oxalate salts Chemical class 0.000 description 1
- MSSNHSVIGIHOJA-UHFFFAOYSA-N pentafluoropropane Chemical compound FC(F)CC(F)(F)F MSSNHSVIGIHOJA-UHFFFAOYSA-N 0.000 description 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Chemical class C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
- 229960004692 perflenapent Drugs 0.000 description 1
- 229960004624 perflexane Drugs 0.000 description 1
- ZJIJAJXFLBMLCK-UHFFFAOYSA-N perfluorohexane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F ZJIJAJXFLBMLCK-UHFFFAOYSA-N 0.000 description 1
- NJCBUSHGCBERSK-UHFFFAOYSA-N perfluoropentane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F NJCBUSHGCBERSK-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- -1 polymethylene Polymers 0.000 description 1
- 229920006389 polyphenyl polymer Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
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
- 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
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5021—Polyethers having heteroatoms other than oxygen having nitrogen
-
- 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
- C08G65/2618—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 the other compounds containing nitrogen
- C08G65/2621—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 the other compounds containing nitrogen containing amine groups
- C08G65/2627—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 the other compounds containing nitrogen containing amine groups containing aromatic or arylaliphatic amine 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
- 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
- C08G2110/0025—Foam properties rigid
-
- 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
- C08G2110/0041—Foam properties having specified density
- C08G2110/005—< 50kg/m3
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
- Polyethers (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US742548 | 1996-11-01 | ||
| US08/742,548 US5786405A (en) | 1996-11-01 | 1996-11-01 | Amine-initiated polyether polyols and a process for their production |
| EP97911002A EP0935630B2 (en) | 1996-11-01 | 1997-10-21 | Amine-initiated polyether polyols and a process for their production |
| PCT/US1997/018725 WO1998020061A1 (en) | 1996-11-01 | 1997-10-21 | Amine-initiated polyether polyols and a process for their production |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE69724267D1 DE69724267D1 (de) | 2003-09-25 |
| DE69724267T2 DE69724267T2 (de) | 2004-06-24 |
| DE69724267T3 true DE69724267T3 (de) | 2011-07-28 |
Family
ID=24985268
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69724267T Expired - Lifetime DE69724267T3 (de) | 1996-11-01 | 1997-10-21 | Amino-initiierte polyetherpolyole und deren herstellungsverfahren |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US5786405A (https=) |
| EP (1) | EP0935630B2 (https=) |
| JP (1) | JP2001503804A (https=) |
| AU (1) | AU4824397A (https=) |
| BR (1) | BR9712717A (https=) |
| CA (1) | CA2218274C (https=) |
| DE (1) | DE69724267T3 (https=) |
| ES (1) | ES2205191T5 (https=) |
| WO (1) | WO1998020061A1 (https=) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997020670A1 (en) * | 1995-12-05 | 1997-06-12 | Toter, Inc. | Rotationally molded container rim |
| US6022937A (en) * | 1998-11-24 | 2000-02-08 | Bayer Corporation | Polyether polyols based on triazole group containing compounds and a process for their production |
| US6191315B1 (en) * | 1999-02-11 | 2001-02-20 | Basf Corporation | Haze free polyether polyol compositions and a method for their preparation |
| US6514928B1 (en) * | 1999-03-15 | 2003-02-04 | Alliedsignal Inc. | Azeotrope-like compositions of pentafluoropropane and water |
| US6869543B2 (en) * | 2003-02-21 | 2005-03-22 | Bayer Polymers Llc | Amine-initiated polyether polyols and a process for their production |
| US6762214B1 (en) | 2003-03-18 | 2004-07-13 | Bayer Polymers Llc | Process for the production of rigid foams from alkaline polyether polyols |
| KR20060109880A (ko) * | 2003-11-03 | 2006-10-23 | 다우 글로벌 테크놀로지스 인크. | 톨루엔 디아민-개시된 폴리올을 기본으로 하는 경질폴리우레탄 발포체 |
| US7423112B2 (en) | 2004-05-27 | 2008-09-09 | Bayer Materialscience Llc | Polyether polyols containing pendant amine groups and a process for their preparation |
| US20090306238A1 (en) * | 2006-11-14 | 2009-12-10 | Basf Se | Method for the production of rigid polyurethane foams |
| US20080223519A1 (en) * | 2006-12-06 | 2008-09-18 | Locko George A | Polyamide polyols and polyurethanes, methods for making and using, and products made therefrom |
| DE102007038436A1 (de) | 2007-08-16 | 2009-02-19 | Bayer Materialscience Ag | Verfahren zur Herstellung von Polyolen |
| DE102008011683A1 (de) | 2008-02-28 | 2009-09-03 | Bayer Materialscience Ag | Verfahren zur Herstellung von Polyolen |
| DE102008028555A1 (de) | 2008-06-16 | 2009-12-17 | Bayer Materialscience Ag | Verfahren zur Herstellung von Polyolen |
| DE102009043616A1 (de) | 2009-09-29 | 2011-03-31 | Bayer Materialscience Ag | Verfahren zur Herstellung von aminogruppenhaltigen Polyolen |
| EP2365019A1 (de) | 2010-03-13 | 2011-09-14 | Bayer MaterialScience AG | Verfahren zur Herstellung von Polyetherpolyolen |
| SG2014014567A (en) | 2013-02-22 | 2014-09-26 | Bayer Materialscience Ag | Process for preparing polyether polyols |
| MX337785B (es) | 2013-02-22 | 2016-03-18 | Bayer Materialscience Ag | Procedimiento de preparacion de polioles de polieter. |
| US20140265000A1 (en) * | 2013-03-14 | 2014-09-18 | Bayer Materialscience, Llc | Water-clear aliphatic polyurethane pultrusion formulations and processes |
| DE102015207792A1 (de) * | 2015-04-28 | 2016-11-03 | Henkel Ag & Co. Kgaa | Polyurethan-basiertes Bindemittel-System |
| 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 |
| EP3741788A1 (de) | 2019-05-24 | 2020-11-25 | Covestro Deutschland AG | Verfahren zur herstellung von polyoxyalkylenpolyol-mischungen |
| EP3838963A1 (de) | 2019-12-17 | 2021-06-23 | Covestro Deutschland AG | Verfahren zur herstellung von polyoxyalkylenpolyesterpolyolen |
| US11629225B2 (en) | 2020-05-26 | 2023-04-18 | Covestro Llc | Processes for producing aromatic diamine-initiated polyether polyols |
| CN111690110B (zh) * | 2020-06-22 | 2022-03-11 | 上海墨梵新材料科技有限公司 | 包括含活性基团的聚氨酯催化剂的组合聚醚多元醇及其制备方法 |
| US11529657B2 (en) | 2021-03-09 | 2022-12-20 | Covestro Llc | Methods for removing amine contaminants from equipment used in the production of polyether polyols |
| EP4413056B1 (de) | 2021-10-07 | 2025-07-23 | Covestro Deutschland AG | Verfahren zur herstellung von polyoxyalkylenpolyesterpolyolen |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1154161A (en) † | 1965-05-19 | 1969-06-04 | Ici Ltd | Polyether Polyols |
| GB1311095A (en) † | 1969-04-09 | 1973-03-21 | Ici Ltd | Alkylene oxide orthotolylene diamine compositions |
| US3860565A (en) † | 1973-10-01 | 1975-01-14 | Minnesota Mining & Mfg | Encapsulated isocyanurate catalyst |
| US4243759A (en) * | 1979-12-12 | 1981-01-06 | Mobay Chemical Corporation | Toluene diamine initiated polyether polyols |
| JPS56112931A (en) † | 1980-02-12 | 1981-09-05 | Sanyo Chem Ind Ltd | Polyol composition |
| JPS57168918A (en) * | 1981-04-10 | 1982-10-18 | Toho Chem Ind Co Ltd | Production of polyether-polyol |
| JPS57168917A (en) * | 1981-04-10 | 1982-10-18 | Toho Chem Ind Co Ltd | Production of polyether-polyol |
| US4391728A (en) * | 1981-12-01 | 1983-07-05 | Basf Wyandotte Corporation | Propylene oxide adducts of toluenediamine |
| US4397966A (en) † | 1981-12-01 | 1983-08-09 | Basf Wyandotte Corporation | Alkylene oxide adducts of vicinal toluenediamine |
| US4430490A (en) * | 1982-08-10 | 1984-02-07 | Ppg Industries, Inc. | Polyether polyols and their method of preparation |
| US4521548A (en) * | 1983-04-12 | 1985-06-04 | The Dow Chemical Company | Preparation of polyether polyols |
| GB2199504A (en) * | 1987-01-06 | 1988-07-13 | Peter Egan | Directional dice |
| DE3740634A1 (de) * | 1987-12-01 | 1989-06-15 | Bayer Ag | Polyetherpolyole auf basis o-toluylendiamin, verfahren zu ihrer herstellung und verwendung fuer polyurethan- und polyisocyanurat-kunststoffe |
| DE3829290A1 (de) * | 1988-08-30 | 1990-03-15 | Bayer Ag | Polyetherpolyole auf basis aromatischer di- und/oder polyamine, verfahren zu ihrer herstellung und verwendung fuer polyurethan- und polyisocyanurat-kunststoffe |
| DE4135588A1 (de) † | 1991-10-29 | 1993-05-06 | Basf Ag, 6700 Ludwigshafen, De | Hochreaktive, tertiaere aminogruppen gebunden enthaltende polyoxyalkylenpolyole, verfahren zu ihrer herstellung und ihre verwendung zur herstellung von polyisocyanat-polyadditionsprodukten |
| US5254745A (en) * | 1991-11-12 | 1993-10-19 | Basf Corporation | Melamine polyols coinitiated with toluene diamine having reduced viscosity |
| DE69324427T2 (de) † | 1992-03-24 | 1999-08-05 | The Dow Chemical Co., Midland, Mich. | Neues endbehandlungsverfahren für hydroxyfunktionelle polythethern |
| US5407596A (en) † | 1994-05-12 | 1995-04-18 | Miles Inc. | Polyols for the production of foams with HCFC blowing agents |
| US5426127A (en) † | 1994-09-26 | 1995-06-20 | Miles Inc. | Rigid foams with improved insulation and physical properties |
| DE19502578A1 (de) † | 1995-01-27 | 1996-08-01 | Bayer Ag | Neue Polyetherpolyole, Polyformulierung enthaltend diese Polyetherpolyole und deren Verwendnung zur Herstellung von harten Polyurethanschaumstoffen |
-
1996
- 1996-11-01 US US08/742,548 patent/US5786405A/en not_active Expired - Lifetime
-
1997
- 1997-10-10 CA CA002218274A patent/CA2218274C/en not_active Expired - Fee Related
- 1997-10-21 ES ES97911002T patent/ES2205191T5/es not_active Expired - Lifetime
- 1997-10-21 WO PCT/US1997/018725 patent/WO1998020061A1/en not_active Ceased
- 1997-10-21 JP JP52141798A patent/JP2001503804A/ja not_active Ceased
- 1997-10-21 BR BR9712717-5A patent/BR9712717A/pt not_active IP Right Cessation
- 1997-10-21 DE DE69724267T patent/DE69724267T3/de not_active Expired - Lifetime
- 1997-10-21 EP EP97911002A patent/EP0935630B2/en not_active Expired - Lifetime
- 1997-10-21 AU AU48243/97A patent/AU4824397A/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| CA2218274C (en) | 2005-12-20 |
| WO1998020061A1 (en) | 1998-05-14 |
| DE69724267D1 (de) | 2003-09-25 |
| EP0935630A1 (en) | 1999-08-18 |
| EP0935630B2 (en) | 2009-03-11 |
| AU4824397A (en) | 1998-05-29 |
| ES2205191T5 (es) | 2009-07-06 |
| DE69724267T2 (de) | 2004-06-24 |
| JP2001503804A (ja) | 2001-03-21 |
| EP0935630B1 (en) | 2003-08-20 |
| ES2205191T3 (es) | 2004-05-01 |
| MX9708347A (es) | 1998-05-31 |
| BR9712717A (pt) | 1999-10-26 |
| US5786405A (en) | 1998-07-28 |
| CA2218274A1 (en) | 1998-05-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69724267T3 (de) | Amino-initiierte polyetherpolyole und deren herstellungsverfahren | |
| EP1981926B1 (de) | Verfahren zur herstellung von offenzelligen viskoelastischen polyurethan-weichschaumstoffen | |
| DE1170628B (de) | Verfahren zur Herstellung von, gegebenenfalls verschaeumten, Polyurethanen | |
| EP0805831B1 (de) | Verwendung von Toluylendiamin gestarteten Propylenoxid Polyolen in Polyurethan Hartschaumstoffen | |
| DE602004002570T2 (de) | Herstellverfahren für amininitiierte polyetherpolyole | |
| EP0433889B1 (de) | Verfahren zur Herstellung von Polyurethan-Weichschaumstoffen mit geringer Stauchhärte und hierfür verwendbare Blockpolyoxypropylen-polyoxyethylen-polyolgemische | |
| DE69910627T3 (de) | Auf polyurethan basierender und expandierbaren graphit enthaltender schaum sowie verfahren zu dessen herstellung | |
| DE3850730T2 (de) | Polyurethanschaumherstellung. | |
| DE2625684A1 (de) | Tert. hydroxyalkylaminkatalysatoren fuer isocyanatreaktionen | |
| EP0346670A2 (de) | Verfahren zur Herstellung von Polyurethan-Weichblockschaumstoffen | |
| DE69406319T2 (de) | Verfahren zur Herstellung von Weichschaumstoffen | |
| DE69125559T3 (de) | Verfahren zur Herstellung von Polyurethanschaumartikeln | |
| DE69913167T2 (de) | Co-initiierte polyetherpolyolen und verfahren zu ihrer herstellung | |
| EP1650240A1 (de) | Weichelastische Polyurethan Schaumstoffe geringer Rohdichten und Stauchhärte | |
| EP1448665A1 (de) | Verfahren zur herstellung von polyetheralkoholen | |
| EP1471086B1 (de) | Verfahren zur Herstellung von Polyurethan-Weichschaumstoffen | |
| DE69427754T2 (de) | Polyurethan-schaumstoffe | |
| DE3110724A1 (de) | Loesungen von oligourethan-ethern in polyetherpolyolen und deren verwendung in einem verfahren zur herstellung von polyurethan-schaumstoffen guter hochfrequenz-verschweissbarkeit und guter flammkaschierbarkeit | |
| EP0001800A1 (de) | Polyätherpolyole, Verfahren zu ihrer Herstellung und Verfahren zur Herstellung von Polyurethanschaumstoffen | |
| DE4318120C5 (de) | Verfahren zur Herstellung von offenzelligen Polyurethan-Weichschaumstoffen | |
| EP0934961B1 (de) | Verfahren zur Herstellung von Polyurethan-Weichschaumstoffen | |
| EP0368031B1 (de) | Reaktivsysteme und ein Verfahren zur Herstellung von Polyurethankunststoffen | |
| DE2148149C2 (de) | Verfahren zur Herstellung von Polyurethanschaumstoffen | |
| DE1243865B (de) | Polyisocyanatmischungen zur Herstellung von Kunststoffen | |
| DE2718512A1 (de) | Verfahren zur herstellung von polyisocyanatzusammensetzungen |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8363 | Opposition against the patent | ||
| 8366 | Restricted maintained after opposition proceedings | ||
| 8332 | No legal effect for de | ||
| 8328 | Change in the person/name/address of the agent |
Representative=s name: HOESSLE PATENTANWAELTE PARTNERSCHAFT, 70173 STUTTG |