CA1271594A - Process for preparing rigid polyurethane foams - Google Patents
Process for preparing rigid polyurethane foamsInfo
- Publication number
- CA1271594A CA1271594A CA000512870A CA512870A CA1271594A CA 1271594 A CA1271594 A CA 1271594A CA 000512870 A CA000512870 A CA 000512870A CA 512870 A CA512870 A CA 512870A CA 1271594 A CA1271594 A CA 1271594A
- Authority
- CA
- Canada
- Prior art keywords
- polyol
- formula
- optionally substituted
- rigid polyurethane
- hydrogen
- 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 - Fee Related
Links
- 239000011496 polyurethane foam Substances 0.000 title claims abstract description 17
- 229920005830 Polyurethane Foam Polymers 0.000 title claims abstract description 16
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 6
- 229920005862 polyol Polymers 0.000 claims abstract description 57
- 150000003077 polyols Chemical class 0.000 claims abstract description 54
- 238000000034 method Methods 0.000 claims abstract description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 8
- 239000004604 Blowing Agent Substances 0.000 claims abstract description 7
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 7
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 7
- 230000008569 process Effects 0.000 claims abstract description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 5
- 239000001257 hydrogen Substances 0.000 claims abstract description 5
- 239000004094 surface-active agent Substances 0.000 claims abstract description 5
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical group C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 4
- 150000002367 halogens Chemical class 0.000 claims abstract description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract 3
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims abstract 3
- 239000002685 polymerization catalyst Substances 0.000 claims abstract 2
- 239000000203 mixture Substances 0.000 claims description 26
- IMUDHTPIFIBORV-UHFFFAOYSA-N aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 claims description 16
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 11
- 238000002360 preparation method Methods 0.000 claims description 11
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 239000011541 reaction mixture Substances 0.000 claims description 5
- 239000004615 ingredient Substances 0.000 claims description 4
- 239000002243 precursor Substances 0.000 claims description 4
- 235000011187 glycerol Nutrition 0.000 claims description 3
- 150000002431 hydrogen Chemical class 0.000 claims description 3
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 2
- 239000003063 flame retardant Substances 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 229920000728 polyester Polymers 0.000 claims description 2
- 229920000570 polyether Polymers 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 230000036647 reaction Effects 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 239000006260 foam Substances 0.000 description 13
- 150000002500 ions Chemical class 0.000 description 12
- -1 alkylene amine Chemical class 0.000 description 8
- 238000007792 addition Methods 0.000 description 6
- GLUUGHFHXGJENI-UHFFFAOYSA-N diethylenediamine Natural products C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 5
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 229920002635 polyurethane Polymers 0.000 description 4
- 239000004814 polyurethane Substances 0.000 description 4
- 230000000996 additive effect Effects 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 238000007664 blowing Methods 0.000 description 3
- 239000006071 cream Substances 0.000 description 3
- 238000005187 foaming Methods 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- IOVGROKTTNBUGK-SJCJKPOMSA-N ritodrine Chemical compound N([C@@H](C)[C@H](O)C=1C=CC(O)=CC=1)CCC1=CC=C(O)C=C1 IOVGROKTTNBUGK-SJCJKPOMSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 2
- 229940029284 trichlorofluoromethane Drugs 0.000 description 2
- NGZXDRGWBULKFA-NSOVKSMOSA-N (+)-Bebeerine Chemical compound C([C@@H]1N(C)CCC=2C=C(C(=C(OC3=CC=C(C=C3)C[C@H]3C=4C=C(C(=CC=4CCN3C)OC)O3)C=21)O)OC)C1=CC=C(O)C3=C1 NGZXDRGWBULKFA-NSOVKSMOSA-N 0.000 description 1
- WCVOGSZTONGSQY-UHFFFAOYSA-N 2,4,6-trichloroanisole Chemical compound COC1=C(Cl)C=C(Cl)C=C1Cl WCVOGSZTONGSQY-UHFFFAOYSA-N 0.000 description 1
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 1
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 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 1
- 101100087530 Caenorhabditis elegans rom-1 gene Proteins 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 101100305983 Mus musculus Rom1 gene Proteins 0.000 description 1
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229920000538 Poly[(phenyl isocyanate)-co-formaldehyde] Polymers 0.000 description 1
- 240000004053 Rorippa indica Species 0.000 description 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- RJCQBQGAPKAMLL-UHFFFAOYSA-N bromotrifluoromethane Chemical compound FC(F)(F)Br RJCQBQGAPKAMLL-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 125000001475 halogen functional group Chemical group 0.000 description 1
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- XLSZMDLNRCVEIJ-UHFFFAOYSA-N methylimidazole Natural products CC1=CNC=N1 XLSZMDLNRCVEIJ-UHFFFAOYSA-N 0.000 description 1
- 125000005474 octanoate group Chemical group 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940095050 propylene Drugs 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 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
- 238000005829 trimerization reaction Methods 0.000 description 1
- 239000008096 xylene Substances 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
-
- 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
- C08G18/5054—Polyethers having heteroatoms other than oxygen having nitrogen containing heterocyclic rings having at least one nitrogen atom in the ring
- C08G18/506—Polyethers having heteroatoms other than oxygen having nitrogen containing heterocyclic rings having at least one nitrogen atom in the ring containing two nitrogen atoms in the ring
-
- 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
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3271—Hydroxyamines
- C08G18/3293—Hydroxyamines containing heterocyclic 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polyurethanes Or Polyureas (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB858516826A GB8516826D0 (en) | 1985-07-03 | 1985-07-03 | Precursor compositions of nitrogen-containing polyols |
| GB8516826 | 1985-07-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1271594A true CA1271594A (en) | 1990-07-10 |
Family
ID=10581724
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000512870A Expired - Fee Related CA1271594A (en) | 1985-07-03 | 1986-07-02 | Process for preparing rigid polyurethane foams |
Country Status (14)
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2199504A (en) * | 1987-01-06 | 1988-07-13 | Peter Egan | Directional dice |
| DE3943084A1 (de) * | 1989-12-27 | 1991-07-04 | Saarbergwerke Ag | Verfahren zur verringerung der stickoxidemission bei der verfeuerung von festen brennstoffen |
| DE69324427T2 (de) * | 1992-03-24 | 1999-08-05 | The Dow Chemical Co., Midland, Mich. | Neues endbehandlungsverfahren für hydroxyfunktionelle polythethern |
| NL9200569A (nl) * | 1992-03-27 | 1993-10-18 | Dsm Nv | Imino-azacyclopentaanpolyol. |
| TW311920B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1993-08-06 | 1997-08-01 | Takeda Pharm Industry Co Ltd | |
| US5387618A (en) * | 1993-12-27 | 1995-02-07 | The Dow Chemical Company | Process for preparing a polyurethane foam in the presence of a hydrocarbon blowing agent |
| US5451615A (en) * | 1994-10-20 | 1995-09-19 | The Dow Chemical Company | Process for preparing polyurethane foam in the presence of a hydrocarbon blowing agent |
| US5721284A (en) * | 1996-12-20 | 1998-02-24 | The Dow Chemical Company | Open-celled rigid polyurethane foam |
| AU2003211388A1 (en) * | 2002-02-27 | 2003-09-09 | Asahi Glass Company, Limited | Process for production of flexible polyurethane foam |
| US20040069971A1 (en) * | 2002-10-15 | 2004-04-15 | Witteveen Martijn M. | Polyol compositions and rigid polyisocyanurate foams prepared therefrom |
| DE10309858A1 (de) * | 2003-03-06 | 2004-09-23 | Wacker Polymer Systems Gmbh & Co. Kg | Thermostabile Vinylchlorid-Mischpolymerisate |
| BRPI0619714A2 (pt) | 2005-11-01 | 2011-10-11 | Du Pont | método de formação de espuma, método de formação de espuma à base de poliisocianato, método de produção de espumas de poliuretano, método de elaboração de espuma termoplástica e métodos de redução do gwp dos métodos de fabricação de espumas abertas, fechadas e multimodais |
| US20070100010A1 (en) * | 2005-11-01 | 2007-05-03 | Creazzo Joseph A | Blowing agents for forming foam comprising unsaturated fluorocarbons |
| US20070098646A1 (en) | 2005-11-01 | 2007-05-03 | Nappa Mario J | Aerosol propellants comprising unsaturated fluorocarbons |
| JP5349965B2 (ja) * | 2005-11-01 | 2013-11-20 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 不飽和フッ素化炭化水素類を含む溶媒組成物 |
| SG183039A1 (en) | 2007-04-27 | 2012-08-30 | Du Pont | Azeotropic and azeotrope-like compositions of z-1,1,1,4,4,4-hexafluoro-2-butene |
| US7972525B2 (en) * | 2007-06-06 | 2011-07-05 | E. I. Du Pont De Nemours And Company | Azeotropic and azeotrope-like compositions of E-1,1,1,4,4,4-hexafluoro-2-butene |
| AU2008279420A1 (en) * | 2007-07-20 | 2009-01-29 | E. I. Du Pont De Nemours And Company | Compositions and use of trans-1,1,1,4,4,4-hexafluoro-2-butene foam-forming composition in the preparation of polyisocyanate-based foams |
| US8632703B2 (en) * | 2007-09-06 | 2014-01-21 | E I Du Pont De Nemours And Company | Azeotropic and azeotrope-like compositions of E-1,1,1,4,4,5,5,5-octafluoro-2-pentene |
| MX2010005757A (es) * | 2007-11-29 | 2010-06-09 | Du Pont | Composiciones y uso de la composicion formadora de espuma de cis-1,1,1,4,4,4-hexafluoro-2-buteno en la preparacion de espumas a base de poliisocianato. |
| ES2560008T3 (es) | 2007-12-19 | 2016-02-17 | E. I. Du Pont De Nemours And Company | Composiciones formadoras de espuma que contienen una mezcla azeotrópica o similar a un azeótropo que contiene cis-1,1,1,4,4,4-hexafluoro-2-buteno y trans-1,2-dicloroetileno y sus usos en la preparación de espumas basadas en poliisocianato |
| EP2285859B1 (en) * | 2008-06-10 | 2020-03-18 | Dow Global Technologies LLC | 1,3- or 1,4-bis(aminomethyl)cyclohexane-initiated polyols and rigid polyurethane foam made therefrom |
| US20120085959A1 (en) | 2009-03-06 | 2012-04-12 | Solvay Fluor Gmbh | Use of unsaturated hydrofluorocarbons |
| US20110147638A1 (en) * | 2009-06-26 | 2011-06-23 | E.I. Du Pont De Nemours And Company | Azeotropic and azeotrope-like compositions of z-1,1,1,4,4,4-hexafluoro-2-butene, trans-1,2-dichloroethylene, and cyclopentane |
| US8821749B2 (en) | 2010-04-26 | 2014-09-02 | E I Du Pont De Nemours And Company | Azeotrope-like compositions of E-1,1,1,4,4,4-hexafluoro-2-butene and 1-chloro-3,3,3-trifluoropropene |
| BR112013005984B1 (pt) | 2010-09-24 | 2019-04-30 | Dow Global Technologies Llc | Composição lubrificante e método para fazer uma composição lubrificante |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3251788A (en) * | 1962-07-16 | 1966-05-17 | Jefferson Chem Co Inc | Preparation of polyurethane foam from 1-{2[bis(2-hydroxypropyl)amino]ethyl}-4-(2-hydroxypropyl) piperazine |
| US3221016A (en) * | 1962-07-16 | 1965-11-30 | Jefferson Chem Co Inc | Piperazine derivatives and method of preparation |
| US3201400A (en) * | 1962-07-16 | 1965-08-17 | Jefferson Chem Co Inc | Propylene oxide adducts of 1-{2[bis(2-hydroxypropyl) amino]ethyl}-4-(2-hydroxypropyl)-piperazine |
| DD210543A3 (de) * | 1981-07-10 | 1984-06-13 | Schwarzheide Synthesewerk Veb | Verfahren zur herstellung von polyetheralkoholen |
-
1985
- 1985-07-03 GB GB858516826A patent/GB8516826D0/en active Pending
-
1986
- 1986-06-30 US US06/880,382 patent/US4704411A/en not_active Expired - Fee Related
- 1986-07-02 BR BR8606753A patent/BR8606753A/pt unknown
- 1986-07-02 WO PCT/EP1986/000391 patent/WO1987000186A1/en unknown
- 1986-07-02 AU AU61366/86A patent/AU574581B2/en not_active Ceased
- 1986-07-02 KR KR1019870700186A patent/KR900003467B1/ko not_active Expired
- 1986-07-02 JP JP61503915A patent/JPS62502267A/ja active Granted
- 1986-07-02 CA CA000512870A patent/CA1271594A/en not_active Expired - Fee Related
- 1986-07-02 PT PT82904A patent/PT82904B/pt not_active IP Right Cessation
- 1986-07-03 EP EP86305161A patent/EP0208512A1/en not_active Ceased
- 1986-07-03 ES ES8600102A patent/ES2000915A6/es not_active Expired
- 1986-07-03 AR AR86304434A patent/AR247225A1/es active
-
1987
- 1987-03-02 NO NO870857A patent/NO169446C/no unknown
- 1987-03-03 DK DK110287A patent/DK110287D0/da not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| JPS62502267A (ja) | 1987-09-03 |
| ES2000915A6 (es) | 1988-04-01 |
| PT82904B (pt) | 1989-05-31 |
| NO870857D0 (no) | 1987-03-02 |
| AU574581B2 (en) | 1988-07-07 |
| US4704411A (en) | 1987-11-03 |
| NO870857L (no) | 1987-03-02 |
| JPH0313249B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1991-02-22 |
| NO169446C (no) | 1992-06-24 |
| PT82904A (en) | 1986-08-01 |
| NO169446B (no) | 1992-03-16 |
| DK110287A (da) | 1987-03-03 |
| DK110287D0 (da) | 1987-03-03 |
| KR870700656A (ko) | 1987-12-30 |
| AR247225A1 (es) | 1994-11-30 |
| WO1987000186A1 (en) | 1987-01-15 |
| AU6136686A (en) | 1987-01-30 |
| KR900003467B1 (ko) | 1990-05-19 |
| GB8516826D0 (en) | 1985-08-07 |
| EP0208512A1 (en) | 1987-01-14 |
| BR8606753A (pt) | 1987-10-13 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA1271594A (en) | Process for preparing rigid polyurethane foams | |
| US3933695A (en) | Hydroxyalkenylsiloxane rigid poly urethane foam stabilizers | |
| US3423344A (en) | Polyurethane polyol mixture containing hydroxyalkylated polyamines | |
| EP0035389B1 (en) | Process for preparing integral skin microcellular polyester base polyurethane elastomers, the elastomers per se isocyanate curable compositions and two component combinations for producing the elastomers and cast shoe soles attached to shoe uppers | |
| US3269961A (en) | Polyurethane foam prepared from a halogen containing polyether | |
| US4048107A (en) | Polyurethane foam preparation using amio acetal catalyst | |
| US3935133A (en) | High resilience polyurethane foam stabilized with a silicate-based surfactant composition | |
| US3445405A (en) | Flame-resistant polyurethane compositions | |
| US3786029A (en) | Use of certain aminoorthoesters as polyurethane catalysts | |
| US4973715A (en) | Furan polyols | |
| US4172186A (en) | Glycol and silicate-based surfactant composition for stabilizing polyurethane foam | |
| US4016113A (en) | Use of Schiff bases as cross-linking agents for high resilience polyurethane foam | |
| US4099004A (en) | Morpholinomethacrylic acid salt | |
| US3853818A (en) | Aminoborate esters as polyurethane catalysts | |
| EP0611050A1 (en) | Novel di- and polyamino compounds for use in the preparation of polyurethanes | |
| US4102828A (en) | Polyurethanes derived from novel novolak polyols | |
| JP4282044B2 (ja) | 硬質ポリウレタンフォーム用ポリエステルポリオール及びその製造方法並びに硬質ポリウレタンフォームの製造方法 | |
| US3714080A (en) | Polyurethane foam resin stabilizers | |
| US4175097A (en) | Bis(dimethylaminopropyl)-amine derivatives as polyurethane catalysts | |
| US4097406A (en) | Glycol and silicate-based surfactant composition | |
| US3449320A (en) | Hexachlorobutadiene polyol compounds | |
| US3423339A (en) | Polyurethane foams utilizing an oxyethylated tall oil foam stabilizer | |
| US5238971A (en) | Polyoxyalkylene glycols containing imidazolidones | |
| US3271411A (en) | Process for cooxyalkylation of cyanoguanidine and a polyfunctional polyol and compositions produced thereby | |
| US5091495A (en) | Thereof as polyols in the formation of polyurethanes, polyurethanes etc. |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKLA | Lapsed |