TW201109299A - Process for the preparation of isocyanates in the gas phase - Google Patents
Process for the preparation of isocyanates in the gas phase Download PDFInfo
- Publication number
- TW201109299A TW201109299A TW099123380A TW99123380A TW201109299A TW 201109299 A TW201109299 A TW 201109299A TW 099123380 A TW099123380 A TW 099123380A TW 99123380 A TW99123380 A TW 99123380A TW 201109299 A TW201109299 A TW 201109299A
- Authority
- TW
- Taiwan
- Prior art keywords
- amine
- reactor
- vaporization
- reaction
- vaporizer
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 42
- 239000012948 isocyanate Substances 0.000 title claims abstract description 10
- 150000002513 isocyanates Chemical class 0.000 title claims abstract description 10
- 230000008569 process Effects 0.000 title abstract description 14
- 238000002360 preparation method Methods 0.000 title abstract description 8
- 150000001412 amines Chemical class 0.000 claims abstract description 80
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims abstract description 25
- 239000007789 gas Substances 0.000 claims description 47
- 238000009834 vaporization Methods 0.000 claims description 47
- 230000008016 vaporization Effects 0.000 claims description 47
- 239000006200 vaporizer Substances 0.000 claims description 29
- 239000007788 liquid Substances 0.000 claims description 15
- 238000000926 separation method Methods 0.000 claims description 12
- 239000011261 inert gas Substances 0.000 claims description 6
- 239000012442 inert solvent Substances 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 5
- -1 Carbaryl diamine Chemical class 0.000 claims description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims 2
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 claims 1
- 229960005286 carbaryl Drugs 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 abstract description 54
- 150000003141 primary amines Chemical class 0.000 abstract 1
- 150000004985 diamines Chemical class 0.000 description 27
- 239000012071 phase Substances 0.000 description 21
- 238000009835 boiling Methods 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 7
- 238000001816 cooling Methods 0.000 description 7
- 238000010791 quenching Methods 0.000 description 7
- 238000009833 condensation Methods 0.000 description 6
- 230000005494 condensation Effects 0.000 description 6
- 238000010574 gas phase reaction Methods 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 238000013021 overheating Methods 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 5
- 229910052734 helium Inorganic materials 0.000 description 5
- 230000000171 quenching effect Effects 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 4
- 125000003277 amino group Chemical group 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 239000001307 helium Substances 0.000 description 4
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 4
- 239000007791 liquid phase Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000012808 vapor phase Substances 0.000 description 3
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 239000011552 falling film Substances 0.000 description 2
- 239000010408 film Substances 0.000 description 2
- 238000002309 gasification Methods 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical group 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 239000007769 metal material Substances 0.000 description 2
- 239000008267 milk Substances 0.000 description 2
- 210000004080 milk Anatomy 0.000 description 2
- 235000013336 milk Nutrition 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- NMARPFMJVCXSAV-UHFFFAOYSA-N 5-[(3,5-diethoxy-4-pyrrol-1-ylphenyl)methyl]pyrimidine-2,4-diamine Chemical compound C=1C(OCC)=C(N2C=CC=C2)C(OCC)=CC=1CC1=CN=C(N)N=C1N NMARPFMJVCXSAV-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 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
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 238000000889 atomisation Methods 0.000 description 1
- GHWVXCQZPNWFRO-UHFFFAOYSA-N butane-2,3-diamine Chemical group CC(N)C(C)N GHWVXCQZPNWFRO-UHFFFAOYSA-N 0.000 description 1
- 239000007806 chemical reaction intermediate Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000005345 coagulation Methods 0.000 description 1
- 230000015271 coagulation Effects 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 229940117389 dichlorobenzene Drugs 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 238000004020 luminiscence type Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910001092 metal group alloy Inorganic materials 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 150000004998 toluenediamines Chemical class 0.000 description 1
Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C265/00—Derivatives of isocyanic acid
- C07C265/12—Derivatives of isocyanic acid having isocyanate groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2110/00—Foam properties
- C08G2110/0008—Foam properties flexible
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2110/00—Foam properties
- C08G2110/0083—Foam properties prepared using water as the sole blowing agent
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102009033639A DE102009033639A1 (de) | 2009-07-17 | 2009-07-17 | Verfahen zur Herstellung von Isocyanaten in der Gasphase |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW201109299A true TW201109299A (en) | 2011-03-16 |
Family
ID=42985526
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW099123380A TW201109299A (en) | 2009-07-17 | 2010-07-16 | Process for the preparation of isocyanates in the gas phase |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US9051243B2 (https=) |
| EP (1) | EP2454232B1 (https=) |
| JP (1) | JP2012533525A (https=) |
| KR (1) | KR20120038443A (https=) |
| CN (1) | CN102471242B (https=) |
| DE (1) | DE102009033639A1 (https=) |
| HU (1) | HUE035054T2 (https=) |
| RU (1) | RU2548361C2 (https=) |
| TW (1) | TW201109299A (https=) |
| WO (1) | WO2011006609A1 (https=) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105214568B (zh) * | 2014-06-10 | 2018-04-20 | 万华化学集团股份有限公司 | 一种加热器、该加热器的用途和应用该加热器制备异氰酸酯的方法 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3714439A1 (de) | 1987-04-30 | 1988-11-10 | Bayer Ag | Verfahren zur herstellung von (cyclo)aliphatischen diisocyanaten |
| DE4217019A1 (de) | 1992-05-22 | 1993-11-25 | Bayer Ag | Verfahren zur Herstellung von aromatischen Diisocyanaten |
| FR2697017B1 (fr) | 1992-10-16 | 1995-01-06 | Rhone Poulenc Chimie | Procédé de préparation de composés du type isocyanates aromatiques en phase gazeuse. |
| DE19523385A1 (de) | 1995-06-23 | 1997-01-09 | Bayer Ag | Verfahren zur Herstellung von Triisocyanaten |
| DE10161384A1 (de) * | 2001-12-14 | 2003-06-18 | Bayer Ag | Verbessertes Verfahren für die Herstellung von (/Poly)-isocyanaten in der Gasphase |
| DE10245704A1 (de) | 2002-09-30 | 2004-04-01 | Bayer Ag | Verfahren zum Quenchen eines gasförmigen Reaktionsgemisches bei der Gasphasenphosgenierung von Diaminen |
| DE10307141A1 (de) * | 2003-02-20 | 2004-09-02 | Bayer Ag | Verfahren zur Herstellung von (Poly)isocyanaten in der Gasphase |
| DE10335451A1 (de) | 2003-08-02 | 2005-03-10 | Bayer Materialscience Ag | Verfahren zur Entfernung von flüchtigen Verbindungen aus Stoffgemischen mittels Mikroverdampfer |
| DE102005036870A1 (de) | 2005-08-02 | 2007-02-08 | Bayer Materialscience Ag | Verfahren zur Gasphasenphosgenierung |
| HUE029625T2 (en) | 2006-11-07 | 2017-03-28 | Basf Se | Process for the preparation of isocyanates |
| DE102006058634A1 (de) | 2006-12-13 | 2008-06-19 | Bayer Materialscience Ag | Verfahren zur Herstellung von Isocyanaten in der Gasphase |
| DE102006058633A1 (de) | 2006-12-13 | 2008-06-19 | Bayer Materialscience Ag | Verfahren zur Herstellung von Isocyanaten in der Gasphase |
| WO2010100221A1 (de) * | 2009-03-06 | 2010-09-10 | Basf Se | Verfahren und vorrichtung zur herstellung von isocyanaten |
-
2009
- 2009-07-17 DE DE102009033639A patent/DE102009033639A1/de not_active Withdrawn
-
2010
- 2010-07-06 RU RU2012105419/04A patent/RU2548361C2/ru not_active IP Right Cessation
- 2010-07-06 EP EP10735197.5A patent/EP2454232B1/de active Active
- 2010-07-06 JP JP2012519914A patent/JP2012533525A/ja active Pending
- 2010-07-06 WO PCT/EP2010/004109 patent/WO2011006609A1/de not_active Ceased
- 2010-07-06 HU HUE10735197A patent/HUE035054T2/en unknown
- 2010-07-06 CN CN201080033735.4A patent/CN102471242B/zh active Active
- 2010-07-06 KR KR1020127001176A patent/KR20120038443A/ko not_active Abandoned
- 2010-07-06 US US13/383,936 patent/US9051243B2/en active Active
- 2010-07-16 TW TW099123380A patent/TW201109299A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP2454232A1 (de) | 2012-05-23 |
| EP2454232B1 (de) | 2017-06-14 |
| DE102009033639A1 (de) | 2011-01-20 |
| HUE035054T2 (en) | 2018-05-02 |
| WO2011006609A1 (de) | 2011-01-20 |
| US20120108845A1 (en) | 2012-05-03 |
| KR20120038443A (ko) | 2012-04-23 |
| US9051243B2 (en) | 2015-06-09 |
| CN102471242B (zh) | 2015-09-16 |
| CN102471242A (zh) | 2012-05-23 |
| RU2012105419A (ru) | 2013-08-27 |
| JP2012533525A (ja) | 2012-12-27 |
| RU2548361C2 (ru) | 2015-04-20 |
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