CN100349844C - 生产聚氨酯的起始化合物 - Google Patents
生产聚氨酯的起始化合物 Download PDFInfo
- Publication number
- CN100349844C CN100349844C CNB2004800111013A CN200480011101A CN100349844C CN 100349844 C CN100349844 C CN 100349844C CN B2004800111013 A CNB2004800111013 A CN B2004800111013A CN 200480011101 A CN200480011101 A CN 200480011101A CN 100349844 C CN100349844 C CN 100349844C
- Authority
- CN
- China
- Prior art keywords
- reaction
- compound
- formaldehyde
- oligopolymer
- oxyalkylene
- 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
- 150000001875 compounds Chemical class 0.000 title claims abstract description 36
- 239000004814 polyurethane Substances 0.000 title claims abstract description 6
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 136
- 238000006243 chemical reaction Methods 0.000 claims abstract description 53
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 20
- 238000000034 method Methods 0.000 claims description 26
- 125000005702 oxyalkylene group Chemical group 0.000 claims description 24
- 239000000203 mixture Substances 0.000 claims description 19
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 18
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 12
- 239000012948 isocyanate Substances 0.000 claims description 12
- 150000002148 esters Chemical class 0.000 claims description 10
- 238000002360 preparation method Methods 0.000 claims description 10
- 150000002513 isocyanates Chemical class 0.000 claims description 9
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 8
- 238000004821 distillation Methods 0.000 claims description 7
- 239000010409 thin film Substances 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims 2
- 235000019256 formaldehyde Nutrition 0.000 description 35
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 30
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 21
- SFNALCNOMXIBKG-UHFFFAOYSA-N ethylene glycol monododecyl ether Chemical compound CCCCCCCCCCCCOCCO SFNALCNOMXIBKG-UHFFFAOYSA-N 0.000 description 21
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 11
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- -1 polyoxymethylene Polymers 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 229930040373 Paraformaldehyde Natural products 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 7
- 238000009826 distribution Methods 0.000 description 7
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 125000002947 alkylene group Chemical group 0.000 description 5
- 239000006260 foam Substances 0.000 description 5
- 229920000570 polyether Polymers 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 239000007858 starting material Substances 0.000 description 5
- 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 4
- 229920002866 paraformaldehyde Polymers 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 3
- 230000009977 dual effect Effects 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 229920006324 polyoxymethylene Polymers 0.000 description 3
- 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 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 238000007259 addition reaction Methods 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000010408 film Substances 0.000 description 2
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000006384 oligomerization reaction Methods 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 238000011020 pilot scale process Methods 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- 239000002594 sorbent Substances 0.000 description 2
- PCHXZXKMYCGVFA-UHFFFAOYSA-N 1,3-diazetidine-2,4-dione Chemical compound O=C1NC(=O)N1 PCHXZXKMYCGVFA-UHFFFAOYSA-N 0.000 description 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 description 1
- 229920000265 Polyparaphenylene Polymers 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Natural products OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 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
- 150000002605 large molecules Chemical class 0.000 description 1
- 238000004949 mass spectrometry Methods 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
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000003822 preparative gas chromatography Methods 0.000 description 1
- 238000012797 qualification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000001131 transforming effect Effects 0.000 description 1
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
- C07C47/26—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing hydroxy groups
- C07C47/263—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing hydroxy groups acyclic
-
- 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
- C08G65/2603—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 oxygen
- C08G65/2606—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 oxygen containing hydroxyl groups
- C08G65/2609—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 oxygen containing hydroxyl groups containing aliphatic hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/30—Compounds having groups
- C07C43/315—Compounds having groups containing oxygen atoms singly bound to carbon atoms not being acetal carbon atoms
-
- 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
- C08G18/54—Polycondensates of aldehydes
- C08G18/546—Oxyalkylated polycondensates of aldehydes
-
- 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
- C08G18/56—Polyacetals
-
- 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
- C08G2/00—Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
- C08G2/30—Chemical modification by after-treatment
- C08G2/34—Chemical modification by after-treatment by etherification
-
- 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
- C08G2650/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G2650/28—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type
- C08G2650/34—Oligomeric, e.g. cyclic oligomeric
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Polyurethanes Or Polyureas (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10319242.5 | 2003-04-28 | ||
| DE10319242A DE10319242A1 (de) | 2003-04-28 | 2003-04-28 | Ausgangsverbindungen für die Herstellung von Polyurethanen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1780805A CN1780805A (zh) | 2006-05-31 |
| CN100349844C true CN100349844C (zh) | 2007-11-21 |
Family
ID=33305009
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2004800111013A Expired - Fee Related CN100349844C (zh) | 2003-04-28 | 2004-04-16 | 生产聚氨酯的起始化合物 |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP1620383A1 (ja) |
| JP (1) | JP2006524648A (ja) |
| KR (1) | KR20060007398A (ja) |
| CN (1) | CN100349844C (ja) |
| DE (1) | DE10319242A1 (ja) |
| MX (1) | MXPA05011193A (ja) |
| WO (1) | WO2004096746A1 (ja) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI648340B (zh) | 2014-04-07 | 2019-01-21 | 德商拜耳材料科學股份有限公司 | 熱塑性聚胺基甲酸酯、其製造及用途 |
| SG11201608076RA (en) | 2014-04-07 | 2016-11-29 | Covestro Deutschland Ag | Process for the production of polyoxymethylene block copolymers |
| EP3497148B1 (de) | 2016-08-12 | 2020-06-03 | Covestro Deutschland AG | Verfahren zur herstellung von polymeren ringöffnungsprodukten |
| EP3533815A1 (de) * | 2018-02-28 | 2019-09-04 | Covestro Deutschland AG | Polyurethanweichschaumstoffe auf basis von polyoxymethylen-polyoxyalkylen-blockcopolymeren |
| EP3643730A1 (de) | 2018-10-26 | 2020-04-29 | Covestro Deutschland AG | Verfahren zur herstellung von polyoxymethylen-polyoxyalkylen-blockcopolymeren |
| EP3653657A1 (de) | 2018-11-16 | 2020-05-20 | Covestro Deutschland AG | Verfahren zur herstellung von präpolymeren umfassend einen polyoxymethylen-block |
| EP3656797A1 (de) | 2018-11-22 | 2020-05-27 | Covestro Deutschland AG | Verfahren zur herstellung von polyoxymethylen-polyalkylenoxid-blockcopolymeren |
| EP3656796A1 (de) | 2018-11-22 | 2020-05-27 | Covestro Deutschland AG | Verfahren zur herstellung von polyoxymethylen-polymeren mit mittlerer kettenlänge |
| EP3838938A1 (de) | 2019-12-18 | 2021-06-23 | Covestro Deutschland AG | Verfahren zur herstellung von polyoxymethylen-polyoxyalkylen-copolymeren |
| EP3960783A1 (de) | 2020-09-01 | 2022-03-02 | Covestro Deutschland AG | Isocyanat-terminierte prepolymere auf basis von polyoxymethylen-polyoxyalkylen-blockcopolymeren, verfahren zur deren herstellung und deren verwendung |
| EP4015555A1 (de) | 2020-12-18 | 2022-06-22 | Covestro Deutschland AG | Verfahren zur herstellung eines monols oder polyols umfassend einen polyoxymethylen-block |
| EP4201973A1 (de) | 2021-12-21 | 2023-06-28 | Covestro Deutschland AG | Präpolymer umfassend einen polyoxymethylen-block und dessen herstellungsverfahren |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU767122A1 (ru) * | 1978-04-10 | 1980-09-30 | Предприятие П/Я А-3957 | Способ получени полигликолевых эфиров формозы |
| US4247654A (en) * | 1976-08-31 | 1981-01-27 | Bayer Aktiengesellschaft | Alkoxylated formose polyols and their use in polyurethane plastics |
| DD247223A1 (de) * | 1986-03-06 | 1987-07-01 | Schwarzheide Synthesewerk Veb | Verfahren zur herstellung von polyetheralkoholen |
| CN1276263A (zh) * | 1999-06-07 | 2000-12-13 | Basf公司 | 混合物溶液的反应 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4340719A (en) * | 1980-08-25 | 1982-07-20 | E. I. Du Pont De Nemours And Company | Oligomeric formal diols of poly(tetramethylene ether) glycol and polyurethanes prepared therefrom |
| JP2695256B2 (ja) * | 1989-11-22 | 1997-12-24 | 日本化成株式会社 | ホルムアルデヒドー尿素水溶液 |
-
2003
- 2003-04-28 DE DE10319242A patent/DE10319242A1/de not_active Withdrawn
-
2004
- 2004-04-16 JP JP2006505160A patent/JP2006524648A/ja active Pending
- 2004-04-16 MX MXPA05011193A patent/MXPA05011193A/es active IP Right Grant
- 2004-04-16 EP EP04727865A patent/EP1620383A1/de not_active Withdrawn
- 2004-04-16 CN CNB2004800111013A patent/CN100349844C/zh not_active Expired - Fee Related
- 2004-04-16 KR KR1020057020303A patent/KR20060007398A/ko not_active Application Discontinuation
- 2004-04-16 WO PCT/EP2004/004036 patent/WO2004096746A1/de active Search and Examination
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4247654A (en) * | 1976-08-31 | 1981-01-27 | Bayer Aktiengesellschaft | Alkoxylated formose polyols and their use in polyurethane plastics |
| SU767122A1 (ru) * | 1978-04-10 | 1980-09-30 | Предприятие П/Я А-3957 | Способ получени полигликолевых эфиров формозы |
| DD247223A1 (de) * | 1986-03-06 | 1987-07-01 | Schwarzheide Synthesewerk Veb | Verfahren zur herstellung von polyetheralkoholen |
| CN1276263A (zh) * | 1999-06-07 | 2000-12-13 | Basf公司 | 混合物溶液的反应 |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20060007398A (ko) | 2006-01-24 |
| CN1780805A (zh) | 2006-05-31 |
| DE10319242A1 (de) | 2004-11-18 |
| EP1620383A1 (de) | 2006-02-01 |
| JP2006524648A (ja) | 2006-11-02 |
| WO2004096746A1 (de) | 2004-11-11 |
| MXPA05011193A (es) | 2005-12-14 |
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