BRPI0906533B1 - Processo de oligomerização de isocianatos - Google Patents
Processo de oligomerização de isocianatos Download PDFInfo
- Publication number
- BRPI0906533B1 BRPI0906533B1 BRPI0906533-4A BRPI0906533A BRPI0906533B1 BR PI0906533 B1 BRPI0906533 B1 BR PI0906533B1 BR PI0906533 A BRPI0906533 A BR PI0906533A BR PI0906533 B1 BRPI0906533 B1 BR PI0906533B1
- Authority
- BR
- Brazil
- Prior art keywords
- diisocyanate
- reactor
- catalyst
- temperature
- group
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 60
- 230000008569 process Effects 0.000 title claims abstract description 60
- 239000012948 isocyanate Substances 0.000 title claims abstract description 23
- 150000002513 isocyanates Chemical class 0.000 title claims abstract description 19
- 238000006384 oligomerization reaction Methods 0.000 title claims abstract description 9
- 239000003054 catalyst Substances 0.000 claims abstract description 54
- 239000000178 monomer Substances 0.000 claims abstract description 20
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 8
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 8
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims abstract description 3
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical group NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 claims abstract description 3
- 238000006243 chemical reaction Methods 0.000 claims description 67
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 51
- VDZOOKBUILJEDG-UHFFFAOYSA-M tetrabutylammonium hydroxide Chemical compound [OH-].CCCC[N+](CCCC)(CCCC)CCCC VDZOOKBUILJEDG-UHFFFAOYSA-M 0.000 claims description 51
- 239000000460 chlorine Substances 0.000 claims description 25
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 20
- 229910052801 chlorine Inorganic materials 0.000 claims description 19
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 15
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 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 claims description 8
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 8
- 235000011114 ammonium hydroxide Nutrition 0.000 claims description 7
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 239000013638 trimer Substances 0.000 claims description 5
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- -1 aromatic isocyanates Chemical class 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 4
- 125000005442 diisocyanate group Chemical group 0.000 claims description 3
- QXRRAZIZHCWBQY-UHFFFAOYSA-N 1,1-bis(isocyanatomethyl)cyclohexane Chemical class O=C=NCC1(CN=C=O)CCCCC1 QXRRAZIZHCWBQY-UHFFFAOYSA-N 0.000 claims description 2
- NGKKXKRXUOBKGI-UHFFFAOYSA-N 1,2,9-triisocyanatononane Chemical class O=C=NCCCCCCCC(N=C=O)CN=C=O NGKKXKRXUOBKGI-UHFFFAOYSA-N 0.000 claims description 2
- NNOZGCICXAYKLW-UHFFFAOYSA-N 1,2-bis(2-isocyanatopropan-2-yl)benzene Chemical class O=C=NC(C)(C)C1=CC=CC=C1C(C)(C)N=C=O NNOZGCICXAYKLW-UHFFFAOYSA-N 0.000 claims description 2
- ATOUXIOKEJWULN-UHFFFAOYSA-N 1,6-diisocyanato-2,2,4-trimethylhexane Chemical compound O=C=NCCC(C)CC(C)(C)CN=C=O ATOUXIOKEJWULN-UHFFFAOYSA-N 0.000 claims description 2
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 2
- 239000004472 Lysine Substances 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 150000004657 carbamic acid derivatives Chemical class 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- AYLRODJJLADBOB-QMMMGPOBSA-N methyl (2s)-2,6-diisocyanatohexanoate Chemical compound COC(=O)[C@@H](N=C=O)CCCCN=C=O AYLRODJJLADBOB-QMMMGPOBSA-N 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 239000002243 precursor Substances 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 125000004434 sulfur atom Chemical group 0.000 claims description 2
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 2
- ZDZKBUGUIJFYOB-UHFFFAOYSA-N 1,5-diisocyanatohexane Chemical compound O=C=NC(C)CCCCN=C=O ZDZKBUGUIJFYOB-UHFFFAOYSA-N 0.000 claims 1
- 230000009466 transformation Effects 0.000 abstract 1
- 230000001131 transforming effect Effects 0.000 abstract 1
- 239000012530 fluid Substances 0.000 description 37
- 238000012360 testing method Methods 0.000 description 18
- 230000003197 catalytic effect Effects 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 229960001231 choline Drugs 0.000 description 9
- 238000010924 continuous production Methods 0.000 description 9
- 238000010923 batch production Methods 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 239000012429 reaction media Substances 0.000 description 7
- 238000012546 transfer Methods 0.000 description 7
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 6
- 238000006555 catalytic reaction Methods 0.000 description 6
- 238000005829 trimerization reaction Methods 0.000 description 6
- HMBHAQMOBKLWRX-UHFFFAOYSA-N 2,3-dihydro-1,4-benzodioxine-3-carboxylic acid Chemical compound C1=CC=C2OC(C(=O)O)COC2=C1 HMBHAQMOBKLWRX-UHFFFAOYSA-N 0.000 description 5
- 239000003153 chemical reaction reagent Substances 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- NMRPBPVERJPACX-UHFFFAOYSA-N (3S)-octan-3-ol Natural products CCCCCC(O)CC NMRPBPVERJPACX-UHFFFAOYSA-N 0.000 description 4
- 239000005058 Isophorone diisocyanate Substances 0.000 description 4
- 230000015556 catabolic process Effects 0.000 description 4
- 229940075419 choline hydroxide Drugs 0.000 description 4
- 238000006731 degradation reaction Methods 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 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 4
- 230000009257 reactivity Effects 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 239000000908 ammonium hydroxide Substances 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000012423 maintenance Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- AHBNSOZREBSAMG-UHFFFAOYSA-N 1,5-diisocyanato-2-methylpentane Chemical compound O=C=NCC(C)CCCN=C=O AHBNSOZREBSAMG-UHFFFAOYSA-N 0.000 description 1
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- KIZQNNOULOCVDM-UHFFFAOYSA-M 2-hydroxyethyl(trimethyl)azanium;hydroxide Chemical compound [OH-].C[N+](C)(C)CCO KIZQNNOULOCVDM-UHFFFAOYSA-M 0.000 description 1
- WJIOHMVWGVGWJW-UHFFFAOYSA-N 3-methyl-n-[4-[(3-methylpyrazole-1-carbonyl)amino]butyl]pyrazole-1-carboxamide Chemical compound N1=C(C)C=CN1C(=O)NCCCCNC(=O)N1N=C(C)C=C1 WJIOHMVWGVGWJW-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000006399 behavior Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000006006 cyclotrimerization reaction Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 239000010432 diamond Substances 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 238000004134 energy conservation Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000013213 extrapolation Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012795 verification Methods 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
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
- C08G18/1875—Catalysts containing secondary or tertiary amines or salts thereof containing ammonium salts or mixtures of secondary of tertiary amines and acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/30—Only oxygen atoms
- C07D251/34—Cyanuric or isocyanuric esters
-
- 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
- C08G18/02—Polymeric products of isocyanates or isothiocyanates of isocyanates or isothiocyanates only
-
- 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
- C08G18/02—Polymeric products of isocyanates or isothiocyanates of isocyanates or isothiocyanates only
- C08G18/022—Polymeric products of isocyanates or isothiocyanates of isocyanates or isothiocyanates only the polymeric products containing isocyanurate 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
- C08G18/08—Processes
- C08G18/09—Processes comprising oligomerisation of isocyanates or isothiocyanates involving reaction of a part of the isocyanate or isothiocyanate groups with each other in the reaction mixture
- C08G18/092—Processes comprising oligomerisation of isocyanates or isothiocyanates involving reaction of a part of the isocyanate or isothiocyanate groups with each other in the reaction mixture oligomerisation to isocyanurate groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0852233 | 2008-04-03 | ||
| FR0852233A FR2929612B1 (fr) | 2008-04-03 | 2008-04-03 | Procede d'oligomerisation des isocyanates en continu |
| PCT/FR2009/050562 WO2009136032A1 (fr) | 2008-04-03 | 2009-04-02 | Procédé d'oligomérisation des isocyanates en continu |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BRPI0906533A2 BRPI0906533A2 (pt) | 2015-06-30 |
| BRPI0906533B1 true BRPI0906533B1 (pt) | 2019-07-09 |
Family
ID=40032531
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0906533-4A BRPI0906533B1 (pt) | 2008-04-03 | 2009-04-02 | Processo de oligomerização de isocianatos |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US8378139B2 (cg-RX-API-DMAC10.html) |
| EP (1) | EP2271684B8 (cg-RX-API-DMAC10.html) |
| JP (2) | JP2011517454A (cg-RX-API-DMAC10.html) |
| CN (1) | CN102015802B (cg-RX-API-DMAC10.html) |
| BR (1) | BRPI0906533B1 (cg-RX-API-DMAC10.html) |
| FR (1) | FR2929612B1 (cg-RX-API-DMAC10.html) |
| HU (1) | HUE046011T2 (cg-RX-API-DMAC10.html) |
| PL (1) | PL2271684T3 (cg-RX-API-DMAC10.html) |
| WO (1) | WO2009136032A1 (cg-RX-API-DMAC10.html) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9790194B2 (en) | 2011-11-30 | 2017-10-17 | Covestro Deutschland Ag | Process for continuous isocyanate modification |
| CN103435778A (zh) * | 2013-08-27 | 2013-12-11 | 华南理工大学 | 一种六亚甲基二异氰酸酯三聚体固化剂的制备方法 |
| EP3115390B1 (en) * | 2014-03-04 | 2019-11-06 | Mitsui Chemicals, Inc. | Isocyanurate composition |
| JP2018531894A (ja) * | 2015-08-17 | 2018-11-01 | 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 | 環状アンモニウム塩を触媒として使用してイソシアネートを変性する方法 |
| CN108822276B (zh) * | 2018-05-29 | 2021-01-19 | 武汉理工大学 | 一种pvc/pet复合膜胶黏剂的制备方法 |
| CN109651279B (zh) * | 2018-11-19 | 2020-11-24 | 万华化学（宁波）有限公司 | 一种低色度、储存稳定的脂肪族多异氰酸酯的制备方法 |
| CN114874129B (zh) * | 2022-06-14 | 2024-06-14 | 贵州民族大学 | 一种可低温高效解封的封闭型异氰酸酯的制备方法 |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI830714A7 (fi) * | 1982-03-03 | 1983-09-04 | Castle & Cooke Techniculture | Apparatur, process och foerfarande foer kontinuerlig polymerisation |
| WO1991000304A1 (en) * | 1989-06-27 | 1991-01-10 | The Dow Chemical Company | Melt polymerization process for making polyurethanes |
| JP3242697B2 (ja) * | 1991-06-19 | 2001-12-25 | 三井化学株式会社 | ウレタン化反応方法 |
| WO1994015985A1 (en) * | 1992-12-31 | 1994-07-21 | The Dow Chemical Company | Thermoplastic polyurethanes and a process for their preparation |
| JP3996214B2 (ja) * | 1994-07-21 | 2007-10-24 | 三井化学ポリウレタン株式会社 | イソシアヌレート化及び／又はアロファネート化方法、並びにイソシアヌレート基及び／又はアロファネート基含有ポリイソシアネートの製造法 |
| ZA9810038B (en) * | 1997-11-04 | 2000-05-03 | Rhodia Chimie Sa | A catalyst and a method for the trimerization of isocyanates. |
| DE19758050A1 (de) * | 1997-12-29 | 1999-07-01 | Huels Chemische Werke Ag | Verfahren zur Herstellung eines farbreduzierten isocyanatgruppenhaltigen Polyisocyanats auf Basis von 1-Isocyanato-3,3,5-trimethyl-5-isocyanatomethylcyclohexan (IPDI) |
| US6534617B1 (en) * | 1998-12-02 | 2003-03-18 | Kraton Polymers U.S. Llc | Extruder process for making thermoplastic polyurethanes |
| US6258310B1 (en) * | 1999-03-18 | 2001-07-10 | Basf Corporation | Cross-linking thermoplastic polyurethane |
| US6100360A (en) * | 1999-05-19 | 2000-08-08 | Acelon Chemicals & Fiber Corporation | Process for preparing a polyurethane elastic fiber |
| FR2804112B1 (fr) * | 2000-01-20 | 2004-04-30 | Rhodia Chimie Sa | Procede d'obtention de cyclotrimeres d'isocyanate(s) ramifie(s) faiblement colore(s) et composition en decoulant |
| ES2260203T3 (es) * | 2000-01-20 | 2006-11-01 | Rhodia Chimie | Procedimiento de obtencion de polisocianatos(s) ramificados(s) debilmente coloreado(s), y composicion resultante. |
| US6921518B2 (en) * | 2000-01-25 | 2005-07-26 | Meggitt (Uk) Limited | Chemical reactor |
| EP1251951B2 (en) * | 2000-01-25 | 2014-10-29 | Meggitt (U.K.) Limited | Chemical reactor with heat exchanger |
| FR2823995B1 (fr) * | 2001-04-25 | 2008-06-06 | Alfa Laval Vicarb | Dispositif perfectionne d'echange et/ou de reaction entre fluides |
| DE10131525A1 (de) * | 2001-07-02 | 2003-01-16 | Degussa | Verfahren zur Herstellung von geruchsarmen und lagerstabilen monomerhaltigen Polyisocyanuraten aus Isophorondiisocyanat |
| DE10159803A1 (de) * | 2001-12-05 | 2003-07-03 | Degussa | Katalysatoren und Verfahren zur Herstellung von Isocyanuratgruppen enthaltenden Polyisocyanaten und deren Verwendung |
| SE524540C2 (sv) * | 2002-11-18 | 2004-08-24 | Alfa Laval Corp Ab | Flödesstyrande insats i en reaktorkammare samt reaktor försedd med insatsen |
| DE10309432A1 (de) * | 2003-03-05 | 2004-09-16 | Degussa Ag | Verfahren zur Herstellung von geruchsarmen und lagerstabilen monomerhaltigen Polyisocyanuraten auf Basis von Isophorondiisocyanat |
| WO2006063746A1 (de) * | 2004-12-13 | 2006-06-22 | Basf Aktiengesellschaft | Verfahren zur herstellung von polyisocyanatformulierungen |
| US20090292098A1 (en) * | 2004-12-13 | 2009-11-26 | Basf Aktiengesellschaft | Method for producing colourless polyisocyanates that contain biuret groups and are stable in storage |
| FR2880967A1 (fr) * | 2005-01-14 | 2006-07-21 | Alfa Laval Vicarb Sa | Optimisation d'une reaction chimique dans un reacteur ouvert du type a plaques |
| US7795359B2 (en) * | 2005-03-04 | 2010-09-14 | Novartis Ag | Continuous process for production of polymeric materials |
-
2008
- 2008-04-03 FR FR0852233A patent/FR2929612B1/fr active Active
-
2009
- 2009-04-02 BR BRPI0906533-4A patent/BRPI0906533B1/pt active IP Right Grant
- 2009-04-02 HU HUE09742230A patent/HUE046011T2/hu unknown
- 2009-04-02 JP JP2011502424A patent/JP2011517454A/ja not_active Withdrawn
- 2009-04-02 CN CN200980112435.2A patent/CN102015802B/zh active Active
- 2009-04-02 WO PCT/FR2009/050562 patent/WO2009136032A1/fr not_active Ceased
- 2009-04-02 US US12/936,342 patent/US8378139B2/en active Active
- 2009-04-02 PL PL09742230T patent/PL2271684T3/pl unknown
- 2009-04-02 EP EP09742230.7A patent/EP2271684B8/fr active Active
-
2014
- 2014-07-10 JP JP2014142501A patent/JP5941106B2/ja active Active
Also Published As
| Publication number | Publication date |
|---|---|
| EP2271684B1 (fr) | 2019-06-05 |
| EP2271684B8 (fr) | 2019-12-18 |
| FR2929612A1 (fr) | 2009-10-09 |
| US20110218314A1 (en) | 2011-09-08 |
| JP2014205854A (ja) | 2014-10-30 |
| PL2271684T3 (pl) | 2020-03-31 |
| CN102015802B (zh) | 2014-06-04 |
| US8378139B2 (en) | 2013-02-19 |
| CN102015802A (zh) | 2011-04-13 |
| FR2929612B1 (fr) | 2011-02-04 |
| WO2009136032A1 (fr) | 2009-11-12 |
| JP2011517454A (ja) | 2011-06-09 |
| BRPI0906533A2 (pt) | 2015-06-30 |
| JP5941106B2 (ja) | 2016-06-29 |
| HUE046011T2 (hu) | 2020-01-28 |
| EP2271684A1 (fr) | 2011-01-12 |
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