DE19804915A1 - Verfahren zur Herstellung von Methylendi(phenylamin) und Methylendi(phenylisocyanat) - Google Patents
Verfahren zur Herstellung von Methylendi(phenylamin) und Methylendi(phenylisocyanat)Info
- Publication number
- DE19804915A1 DE19804915A1 DE19804915A DE19804915A DE19804915A1 DE 19804915 A1 DE19804915 A1 DE 19804915A1 DE 19804915 A DE19804915 A DE 19804915A DE 19804915 A DE19804915 A DE 19804915A DE 19804915 A1 DE19804915 A1 DE 19804915A1
- Authority
- DE
- Germany
- Prior art keywords
- formaldehyde
- aniline
- reaction mixture
- temperature
- methylene
- 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.)
- Withdrawn
Links
- 238000000034 method Methods 0.000 title claims abstract description 62
- OHQOKJPHNPUMLN-UHFFFAOYSA-N n,n'-diphenylmethanediamine Chemical compound C=1C=CC=CC=1NCNC1=CC=CC=C1 OHQOKJPHNPUMLN-UHFFFAOYSA-N 0.000 title claims abstract description 13
- 230000008569 process Effects 0.000 title claims description 33
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 title claims description 8
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 5
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 185
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims abstract description 99
- 239000011541 reaction mixture Substances 0.000 claims abstract description 51
- 238000002156 mixing Methods 0.000 claims abstract description 26
- 239000003377 acid catalyst Substances 0.000 claims abstract description 19
- 238000004519 manufacturing process Methods 0.000 claims abstract description 14
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 13
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 13
- 238000005496 tempering Methods 0.000 claims abstract description 6
- 238000006243 chemical reaction Methods 0.000 claims description 24
- 239000000203 mixture Substances 0.000 claims description 15
- 230000002378 acidificating effect Effects 0.000 claims description 14
- 239000003054 catalyst Substances 0.000 claims description 14
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 11
- 239000000460 chlorine Substances 0.000 claims description 11
- 229910052801 chlorine Inorganic materials 0.000 claims description 11
- 239000012948 isocyanate Substances 0.000 claims description 11
- 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 10
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 10
- 238000004821 distillation Methods 0.000 claims description 10
- 239000002904 solvent Substances 0.000 claims description 9
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 6
- 229920000768 polyamine Polymers 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 238000004140 cleaning Methods 0.000 claims description 5
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 4
- 238000002425 crystallisation Methods 0.000 claims description 4
- 230000008025 crystallization Effects 0.000 claims description 4
- 239000011261 inert gas Substances 0.000 claims description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 3
- 238000010924 continuous production Methods 0.000 claims description 3
- 238000010790 dilution Methods 0.000 claims description 3
- 239000012895 dilution Substances 0.000 claims description 3
- 229910052740 iodine Inorganic materials 0.000 claims description 3
- 239000011630 iodine Substances 0.000 claims description 3
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 claims description 2
- -1 diphenyl isocyanate Chemical class 0.000 claims description 2
- 239000012442 inert solvent Substances 0.000 claims 2
- 241001026509 Kata Species 0.000 claims 1
- 239000004305 biphenyl Substances 0.000 claims 1
- 235000010290 biphenyl Nutrition 0.000 claims 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 1
- 150000001412 amines Chemical class 0.000 abstract description 2
- 210000000056 organ Anatomy 0.000 abstract 1
- 235000019256 formaldehyde Nutrition 0.000 description 42
- 229960004279 formaldehyde Drugs 0.000 description 41
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 18
- 239000000047 product Substances 0.000 description 12
- 239000008098 formaldehyde solution Substances 0.000 description 11
- 239000006227 byproduct Substances 0.000 description 10
- 150000002513 isocyanates Chemical class 0.000 description 10
- 230000032683 aging Effects 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000001640 fractional crystallisation Methods 0.000 description 3
- 238000006386 neutralization reaction Methods 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 238000005191 phase separation Methods 0.000 description 2
- 238000005086 pumping Methods 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
- UTNMPUFESIRPQP-UHFFFAOYSA-N 2-[(4-aminophenyl)methyl]aniline Chemical compound C1=CC(N)=CC=C1CC1=CC=CC=C1N UTNMPUFESIRPQP-UHFFFAOYSA-N 0.000 description 1
- 241000287828 Gallus gallus Species 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- NHOWLEZFTHYCTP-UHFFFAOYSA-N benzylhydrazine Chemical class NNCC1=CC=CC=C1 NHOWLEZFTHYCTP-UHFFFAOYSA-N 0.000 description 1
- 238000009530 blood pressure measurement Methods 0.000 description 1
- 238000009529 body temperature measurement Methods 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000013375 chromatographic separation Methods 0.000 description 1
- 239000006103 coloring component Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 229940117389 dichlorobenzene Drugs 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 229940082150 encore Drugs 0.000 description 1
- 239000011552 falling film Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000007620 mathematical function Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- DBABZHXKTCFAPX-UHFFFAOYSA-N probenecid Chemical compound CCCN(CCC)S(=O)(=O)C1=CC=C(C(O)=O)C=C1 DBABZHXKTCFAPX-UHFFFAOYSA-N 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 229910001256 stainless steel alloy Inorganic materials 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/68—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
- C07C209/78—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton from carbonyl compounds, e.g. from formaldehyde, and amines having amino groups bound to carbon atoms of six-membered aromatic rings, with formation of methylene-diarylamines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C263/00—Preparation of derivatives of isocyanic acid
- C07C263/10—Preparation of derivatives of isocyanic acid by reaction of amines with carbonyl halides, e.g. with phosgene
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Priority Applications (22)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19804915A DE19804915A1 (de) | 1998-02-07 | 1998-02-07 | Verfahren zur Herstellung von Methylendi(phenylamin) und Methylendi(phenylisocyanat) |
| ES02022029T ES2234969T3 (es) | 1998-02-07 | 1999-01-26 | Procedimiento para la obtencion metilendi (fenilamina)y metilendi (fenilisocianato). |
| BR9907634-9A BR9907634A (pt) | 1998-02-07 | 1999-01-26 | Processo para a preparação de metilenodianilina pela reação de anilina com formaldeìdo na presença de catalisadores ácidos, mistura compreendendo metilenodianilina, processos para a preparação de poliisocianatos pela fosgenação de poliaminas, para a preparação de metilenobis (fenil; isocianato, e para a preparação de mdi monÈmérico e mdi polimérico, e, poliisocianato |
| JP2000530491A JP4731684B2 (ja) | 1998-02-07 | 1999-01-26 | メチレンジアニリンおよびメチレンビス（フェニルイソシアナート）の製造方法 |
| ES99906202T ES2198894T3 (es) | 1998-02-07 | 1999-01-26 | Procedimiento para la obtencion de metilendi(fenilamina) y metilendi(fenilisocianato). |
| CNB2004100317075A CN1266124C (zh) | 1998-02-07 | 1999-01-26 | 制备多异氰酸酯的方法 |
| PT99906202T PT1053222E (pt) | 1998-02-07 | 1999-01-26 | Processo para producao de metileno-di(fenilamina) e metileno-di(fenilisocianato) |
| CNB998027669A CN1151119C (zh) | 1998-02-07 | 1999-01-26 | 制备亚甲基二苯胺和亚甲基二(异氰酸苯酯)的方法 |
| PCT/EP1999/000472 WO1999040059A1 (de) | 1998-02-07 | 1999-01-26 | Verfahren zur herstellung von methylendi(phenylamin) und methylendi (phenylisocyanat) |
| EP02022029A EP1270544B1 (de) | 1998-02-07 | 1999-01-26 | Verfahren zur Herstellung von Methylendi (phenylamin) und Methylendi (phenylisocyanat) |
| EP99906202A EP1053222B1 (de) | 1998-02-07 | 1999-01-26 | Verfahren zur herstellung von methylendi(phenylamin) und methylendi (phenylisocyanat) |
| US09/601,097 US6433219B1 (en) | 1998-02-07 | 1999-01-26 | Method for the production of methylenedi(phenylamine and methylenedi(phenyl isocyanate) |
| CA002320477A CA2320477A1 (en) | 1998-02-07 | 1999-01-26 | Method for the production of methylenedi(phenylamine) and methylenedi(phenyl isocyanate) |
| KR1020007008609A KR100555814B1 (ko) | 1998-02-07 | 1999-01-26 | 메틸렌디(페닐아민) 및 메틸렌디(페닐 이소시아네이트)의제조 방법 |
| PT02022029T PT1270544E (pt) | 1998-02-07 | 1999-01-26 | Processo para o fabrico de metileno-di-(fenilamina) e de di-(fenilisocianato) de metileno |
| AU26217/99A AU2621799A (en) | 1998-02-07 | 1999-01-26 | Method for the production of methylenedi(phenylamine) and methylenedi(phenyl isocyanate) |
| DE59905323T DE59905323D1 (de) | 1998-02-07 | 1999-01-26 | Verfahren zur herstellung von methylendi(phenylamin) und methylendi (phenylisocyanat) |
| DE59911344T DE59911344D1 (de) | 1998-02-07 | 1999-01-26 | Verfahren zur Herstellung von Methylendi (phenylamin) und Methylendi (phenylisocyanat) |
| MXPA00007646 MXPA00007646A (es) | 1998-02-07 | 2000-08-04 | Proceso para preparar metilendianilina y metilenbis (isocianato) de fen |
| US10/152,489 US6831192B2 (en) | 1998-02-07 | 2002-05-21 | Process for preparing methylenedianiline and methylenebis(phenyl isocyanate) |
| US10/843,046 US7230130B2 (en) | 1998-02-07 | 2004-05-11 | Process for preparing methylenedianiline and methylenebis (phenylisocyanate) |
| JP2010175044A JP5449082B2 (ja) | 1998-02-07 | 2010-08-04 | メチレンジアニリンおよびメチレンビス（フェニルイソシアナート）の製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19804915A DE19804915A1 (de) | 1998-02-07 | 1998-02-07 | Verfahren zur Herstellung von Methylendi(phenylamin) und Methylendi(phenylisocyanat) |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE19804915A1 true DE19804915A1 (de) | 1999-08-12 |
Family
ID=7856961
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19804915A Withdrawn DE19804915A1 (de) | 1998-02-07 | 1998-02-07 | Verfahren zur Herstellung von Methylendi(phenylamin) und Methylendi(phenylisocyanat) |
| DE59905323T Expired - Lifetime DE59905323D1 (de) | 1998-02-07 | 1999-01-26 | Verfahren zur herstellung von methylendi(phenylamin) und methylendi (phenylisocyanat) |
| DE59911344T Expired - Lifetime DE59911344D1 (de) | 1998-02-07 | 1999-01-26 | Verfahren zur Herstellung von Methylendi (phenylamin) und Methylendi (phenylisocyanat) |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE59905323T Expired - Lifetime DE59905323D1 (de) | 1998-02-07 | 1999-01-26 | Verfahren zur herstellung von methylendi(phenylamin) und methylendi (phenylisocyanat) |
| DE59911344T Expired - Lifetime DE59911344D1 (de) | 1998-02-07 | 1999-01-26 | Verfahren zur Herstellung von Methylendi (phenylamin) und Methylendi (phenylisocyanat) |
Country Status (13)
| Country | Link |
|---|---|
| US (3) | US6433219B1 (https=) |
| EP (2) | EP1053222B1 (https=) |
| JP (2) | JP4731684B2 (https=) |
| KR (1) | KR100555814B1 (https=) |
| CN (2) | CN1151119C (https=) |
| AU (1) | AU2621799A (https=) |
| BR (1) | BR9907634A (https=) |
| CA (1) | CA2320477A1 (https=) |
| DE (3) | DE19804915A1 (https=) |
| ES (2) | ES2234969T3 (https=) |
| MX (1) | MXPA00007646A (https=) |
| PT (2) | PT1053222E (https=) |
| WO (1) | WO1999040059A1 (https=) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1167343A1 (de) * | 2000-06-28 | 2002-01-02 | Basf Aktiengesellschaft | Verfahren zur Herstellung eines aromatischen Polyamingemisches |
| EP1288190A3 (de) * | 2001-08-24 | 2003-06-04 | Bayer Ag | Verfahren zur Herstellung von Polyisocyanaten der Diphenylmethanreihe mit vermindertem Farbwert |
| US8212069B2 (en) | 2006-10-26 | 2012-07-03 | Ralf Boehling | Process for preparing isocyanates |
| US8496834B2 (en) | 2007-09-28 | 2013-07-30 | Huntsman International Llc | Process for fractionating a mixture of polyisocyanates |
| WO2017125302A1 (de) * | 2016-01-20 | 2017-07-27 | Basf Se | Verfahren zur herstellung eines aromatischen polyamingemisches |
| WO2025073928A1 (en) | 2023-10-06 | 2025-04-10 | Basf Se | Process for preparing mda |
| WO2026068450A1 (en) | 2024-09-24 | 2026-04-02 | Basf Se | Process for preparing a polyisocyanate mixture comprising methylene diphenyl diisocyanate (mdi) |
Families Citing this family (73)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19804915A1 (de) * | 1998-02-07 | 1999-08-12 | Basf Ag | Verfahren zur Herstellung von Methylendi(phenylamin) und Methylendi(phenylisocyanat) |
| DE10111337A1 (de) * | 2001-03-08 | 2002-09-12 | Basf Ag | Verfahren zur Herstellung von MDI, insbesondere von 2.4'-MDI |
| DE10211021A1 (de) | 2002-03-13 | 2003-09-25 | Bayer Ag | Verfahren zur Herstellung von Polyisocyanaten der Diphenylmethanreihe mit vermindertem Farbwert |
| DE10222968A1 (de) | 2002-05-23 | 2003-12-04 | Basf Ag | Verfahren zur Herstellung von Isocyanaten |
| DE10238995A1 (de) * | 2002-08-20 | 2004-02-26 | Basf Ag | Gasphasenphosgenierung bei moderaten Drücken |
| DE10260093A1 (de) * | 2002-12-19 | 2004-07-01 | Basf Ag | Verfahren zur Abtrennung von Isocyanaten aus einem Reaktionsgemisch |
| DE10260082A1 (de) * | 2002-12-19 | 2004-07-01 | Basf Ag | Verfahren zur kontinuierlichen Herstellung von Isocyanaten |
| DE10331772A1 (de) * | 2003-07-11 | 2005-02-03 | Basf Ag | Verfahren zur Herstellung von Diaminodiarylmethanen |
| DE10333929A1 (de) * | 2003-07-25 | 2005-02-24 | Bayer Materialscience Ag | Herstellung von Mischungen von Di- und Polyisocyanaten der Diphenylmethanreihe mit hohen Gehalten an 4,4'-Methylendiphenyldiisocyanat und 2,4'-Methylendiphenyldiisocyanat |
| DE10347438A1 (de) * | 2003-10-13 | 2005-05-04 | Bayer Materialscience Ag | Verfahren zur Herstellung von Di- und Polyaminen der Diphenylmethanreihe |
| DE102004005319A1 (de) * | 2004-02-04 | 2005-08-25 | Bayer Materialscience Ag | Verfahren zur Herstellung von hochreinem 2,4'-Methylendiphenyldiisocyanat |
| DE102004032416A1 (de) * | 2004-07-05 | 2006-02-02 | Bayer Materialscience Ag | Verfahren zur Herstellung von Polyaminen der Diphenylmethanreihe bei niedriger Protonierung |
| DE102004052370A1 (de) * | 2004-10-28 | 2006-05-04 | Bayer Materialscience Ag | Verfahren zur Herstellung von Di- und Polyaminen der Diphenylmethanreihe |
| DE102005014846A1 (de) * | 2005-03-30 | 2006-10-05 | Basf Ag | MDI Herstellung mittels Flüssigphasen- und Gasphasenphosgenierung |
| DE102005014244A1 (de) | 2005-03-30 | 2006-10-05 | Bayer Materialscience Ag | Verfahren zur Herstellung von Di- und Polyaminen der Diphenylmethanreihe |
| JP2006312619A (ja) * | 2005-04-04 | 2006-11-16 | Mitsui Chemicals Polyurethanes Inc | ポリイソシアネート製造設備およびポリイソシアネート製造方法 |
| JP2012233004A (ja) * | 2005-04-04 | 2012-11-29 | Mitsui Chemicals Inc | ポリイソシアネート製造設備およびポリイソシアネート製造方法 |
| JP4739798B2 (ja) * | 2005-04-05 | 2011-08-03 | 三井化学株式会社 | ポリイソシアネート連続製造装置 |
| PT1890998E (pt) * | 2005-05-30 | 2014-03-06 | Huntsman Int Llc | Processo para a preparação de poliisocianatos da série do difenilmetano |
| DE102005055189A1 (de) * | 2005-11-19 | 2007-05-24 | Bayer Materialscience Ag | Verfahren zur Herstellung von 4,4'-Diphenylmethandiisocyanat |
| US7943724B2 (en) * | 2005-12-08 | 2011-05-17 | Huntsman International Llc | Process for preparing diaminodiphenylmethanes |
| DE102006004041A1 (de) * | 2006-01-28 | 2007-08-02 | Bayer Materialscience Ag | Verfahren zur Herstellung von Di- und Polyaminen der Diphenylmethanreihe |
| DE102006004047A1 (de) * | 2006-01-28 | 2007-08-02 | Bayer Materialscience Ag | Verfahren zur Herstellung von Di- und Polyaminen der Diphenylmethanreihe |
| US8173833B2 (en) * | 2006-11-07 | 2012-05-08 | Basf Aktiengesellschaft | Method for the production of isocyanates |
| KR101544219B1 (ko) | 2007-01-08 | 2015-08-12 | 바스프 에스이 | 디페닐메탄디아민의 제조 방법 |
| KR100888733B1 (ko) | 2007-03-28 | 2009-03-17 | 금호미쓰이화학 주식회사 | 폴리메틸렌 폴리페닐 폴리아민의 제조방법 |
| CN101279923B (zh) * | 2007-04-06 | 2010-08-25 | 宁波万华聚氨酯有限公司 | 一种制备多亚甲基多苯基多胺的方法 |
| EP2014641A3 (en) * | 2007-06-06 | 2009-03-18 | Huntsman International Llc | Process for preparing mixtures of diphenylmethane diisocyanates and polyphenyl polymethylene polyisocyanates |
| MX2009013109A (es) * | 2007-06-12 | 2010-01-15 | Basf Se | Metodo para la recuperacion de acidos minerales a partir de soluciones salinas. |
| DE102008012037A1 (de) * | 2008-03-01 | 2009-09-03 | Bayer Materialscience Ag | Verfahren zur Herstellung von Methylen-diphenyl-diisocyanaten |
| DE102008015123A1 (de) * | 2008-03-20 | 2009-09-24 | Bayer Materialscience Ag | Verfahren zur Herstellung von Di- und Polyaminen der Diphenylmethanreihe |
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| DE19804915A1 (de) * | 1998-02-07 | 1999-08-12 | Basf Ag | Verfahren zur Herstellung von Methylendi(phenylamin) und Methylendi(phenylisocyanat) |
-
1998
- 1998-02-07 DE DE19804915A patent/DE19804915A1/de not_active Withdrawn
-
1999
- 1999-01-26 CN CNB998027669A patent/CN1151119C/zh not_active Expired - Lifetime
- 1999-01-26 CN CNB2004100317075A patent/CN1266124C/zh not_active Expired - Lifetime
- 1999-01-26 WO PCT/EP1999/000472 patent/WO1999040059A1/de not_active Ceased
- 1999-01-26 DE DE59905323T patent/DE59905323D1/de not_active Expired - Lifetime
- 1999-01-26 PT PT99906202T patent/PT1053222E/pt unknown
- 1999-01-26 CA CA002320477A patent/CA2320477A1/en not_active Abandoned
- 1999-01-26 US US09/601,097 patent/US6433219B1/en not_active Expired - Lifetime
- 1999-01-26 BR BR9907634-9A patent/BR9907634A/pt not_active Application Discontinuation
- 1999-01-26 ES ES02022029T patent/ES2234969T3/es not_active Expired - Lifetime
- 1999-01-26 EP EP99906202A patent/EP1053222B1/de not_active Expired - Lifetime
- 1999-01-26 DE DE59911344T patent/DE59911344D1/de not_active Expired - Lifetime
- 1999-01-26 AU AU26217/99A patent/AU2621799A/en not_active Abandoned
- 1999-01-26 ES ES99906202T patent/ES2198894T3/es not_active Expired - Lifetime
- 1999-01-26 JP JP2000530491A patent/JP4731684B2/ja not_active Expired - Fee Related
- 1999-01-26 KR KR1020007008609A patent/KR100555814B1/ko not_active Expired - Lifetime
- 1999-01-26 PT PT02022029T patent/PT1270544E/pt unknown
- 1999-01-26 EP EP02022029A patent/EP1270544B1/de not_active Expired - Lifetime
-
2000
- 2000-08-04 MX MXPA00007646 patent/MXPA00007646A/es unknown
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2002
- 2002-05-21 US US10/152,489 patent/US6831192B2/en not_active Expired - Lifetime
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2004
- 2004-05-11 US US10/843,046 patent/US7230130B2/en not_active Expired - Lifetime
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2010
- 2010-08-04 JP JP2010175044A patent/JP5449082B2/ja not_active Expired - Fee Related
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1167343A1 (de) * | 2000-06-28 | 2002-01-02 | Basf Aktiengesellschaft | Verfahren zur Herstellung eines aromatischen Polyamingemisches |
| EP1288190A3 (de) * | 2001-08-24 | 2003-06-04 | Bayer Ag | Verfahren zur Herstellung von Polyisocyanaten der Diphenylmethanreihe mit vermindertem Farbwert |
| US8212069B2 (en) | 2006-10-26 | 2012-07-03 | Ralf Boehling | Process for preparing isocyanates |
| US8772535B2 (en) | 2006-10-26 | 2014-07-08 | Basf Se | Process for preparing isocyanates |
| US8496834B2 (en) | 2007-09-28 | 2013-07-30 | Huntsman International Llc | Process for fractionating a mixture of polyisocyanates |
| WO2017125302A1 (de) * | 2016-01-20 | 2017-07-27 | Basf Se | Verfahren zur herstellung eines aromatischen polyamingemisches |
| US11028042B2 (en) | 2016-01-20 | 2021-06-08 | Basf Se | Process for preparing an aromatic polyamine mixture |
| WO2025073928A1 (en) | 2023-10-06 | 2025-04-10 | Basf Se | Process for preparing mda |
| WO2026068450A1 (en) | 2024-09-24 | 2026-04-02 | Basf Se | Process for preparing a polyisocyanate mixture comprising methylene diphenyl diisocyanate (mdi) |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2002502838A (ja) | 2002-01-29 |
| KR20010040725A (ko) | 2001-05-15 |
| US20020132953A1 (en) | 2002-09-19 |
| WO1999040059A1 (de) | 1999-08-12 |
| MXPA00007646A (es) | 2001-04-01 |
| CN1151119C (zh) | 2004-05-26 |
| US7230130B2 (en) | 2007-06-12 |
| KR100555814B1 (ko) | 2006-03-03 |
| EP1270544B1 (de) | 2004-12-22 |
| AU2621799A (en) | 1999-08-23 |
| EP1270544A1 (de) | 2003-01-02 |
| CN1266124C (zh) | 2006-07-26 |
| BR9907634A (pt) | 2000-11-14 |
| CN1532189A (zh) | 2004-09-29 |
| PT1053222E (pt) | 2003-09-30 |
| CA2320477A1 (en) | 1999-08-12 |
| US20050014975A1 (en) | 2005-01-20 |
| US6433219B1 (en) | 2002-08-13 |
| JP5449082B2 (ja) | 2014-03-19 |
| ES2234969T3 (es) | 2005-07-01 |
| JP2010270147A (ja) | 2010-12-02 |
| ES2198894T3 (es) | 2004-02-01 |
| DE59911344D1 (de) | 2005-01-27 |
| CN1290245A (zh) | 2001-04-04 |
| US6831192B2 (en) | 2004-12-14 |
| EP1053222B1 (de) | 2003-05-02 |
| EP1053222A1 (de) | 2000-11-22 |
| DE59905323D1 (de) | 2003-06-05 |
| PT1270544E (pt) | 2005-05-31 |
| JP4731684B2 (ja) | 2011-07-27 |
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