GB827376A - Improvements in the manufacture of isocyanates - Google Patents
Improvements in the manufacture of isocyanatesInfo
- Publication number
- GB827376A GB827376A GB7698/56A GB769856A GB827376A GB 827376 A GB827376 A GB 827376A GB 7698/56 A GB7698/56 A GB 7698/56A GB 769856 A GB769856 A GB 769856A GB 827376 A GB827376 A GB 827376A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phosgene
- container
- excess
- preparation
- pressure
- 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
Links
- 239000012948 isocyanate Substances 0.000 title abstract 3
- 150000002513 isocyanates Chemical class 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 4
- 238000002360 preparation method Methods 0.000 abstract 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 abstract 2
- 229910019142 PO4 Inorganic materials 0.000 abstract 1
- -1 aromatic isocyanates Chemical class 0.000 abstract 1
- OADNRFNXACMWMJ-UHFFFAOYSA-N benzene;isocyanic acid Chemical compound N=C=O.C1=CC=CC=C1 OADNRFNXACMWMJ-UHFFFAOYSA-N 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract 1
- 239000010452 phosphate Substances 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 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 abstract 1
- VOZKAJLKRJDJLL-UHFFFAOYSA-N tolylenediamine group Chemical group CC1=C(C=C(C=C1)N)N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 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
- C07C263/00—Preparation of derivatives of isocyanic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C265/00—Derivatives of isocyanic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C265/00—Derivatives of isocyanic acid
- C07C265/14—Derivatives of isocyanic acid containing at least two isocyanate groups bound to the same carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises a process for the continuous preparation of aromatic isocyanates by the reaction of an amine or a salt easily decomposible into a free amine, in an inert solvent, and a solution of phosgene in excess which is injected under a pressure greater than 3 kgs. per sq. cm., by introducing the reactants simultaneously with vigorous mixing into the lower end of a tubular reactor, in which the reaction products are caused to move rapidly to the upper end, and the whole of the liquid phase is collected in a container from which it passes for the isocyanate to be extracted. The latter container is kept under pressure and the excess phosgene evolved, together with the hydrochloric acid formed, passes to and through a condenser, and the phosgene is liquefied by cooling with water. The reaction mixture in the container flows to a further heated container where the pressure is reduced so that the mixture expands, and then flows out preferably as a film, the remaining excess phosgene and hydrochloric acid being released and condensed. The excess phosgene may be recycled. Examples are given of the preparation of tolylene diisocyanate fron tolylene diamine and phosgene intricresyl phosphate, and the preparation of benzene isocyanate, from aniline and phosgene in ethyl phthalate.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR827376X | 1955-03-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB827376A true GB827376A (en) | 1960-02-03 |
Family
ID=9283298
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7698/56A Expired GB827376A (en) | 1955-03-17 | 1956-03-12 | Improvements in the manufacture of isocyanates |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB827376A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3222386A (en) * | 1965-12-07 | Preparation of organic isocyanates | ||
| US3507626A (en) * | 1965-10-15 | 1970-04-21 | Mobay Chemical Corp | Venturi mixer |
| DE1792660A1 (en) * | 1968-03-12 | 1972-03-02 | Upjohn Co | Reaction contactor and method for phosgenating an amine solution to produce an isocyanate stream |
| FR2503146A1 (en) * | 1981-04-07 | 1982-10-08 | Mitsui Toatsu Chemicals | PROCESS FOR THE CONTINUOUS PREPARATION OF ORGANIC ISOCYANATES |
| US7504533B2 (en) | 2006-04-24 | 2009-03-17 | Bayer Materialscience Llc | Process for the production of isocyanates |
| US7547801B2 (en) | 2006-06-26 | 2009-06-16 | Bayer Materialscience Llc | Process for the continuous preparation of isocyanates |
| EP2093215A1 (en) | 2008-02-19 | 2009-08-26 | Bayer MaterialScience AG | Method for making isocyanates |
| US7584629B2 (en) | 2002-12-19 | 2009-09-08 | Basf Aktiengesellschaft | Separation of a substance mixture consisting of hydrogen chloride and phosgene |
| US7851648B2 (en) | 2002-12-19 | 2010-12-14 | Basf Aktiengesellschaft | Method for the continuous production of isocyanates |
-
1956
- 1956-03-12 GB GB7698/56A patent/GB827376A/en not_active Expired
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3222386A (en) * | 1965-12-07 | Preparation of organic isocyanates | ||
| US3507626A (en) * | 1965-10-15 | 1970-04-21 | Mobay Chemical Corp | Venturi mixer |
| DE1792660A1 (en) * | 1968-03-12 | 1972-03-02 | Upjohn Co | Reaction contactor and method for phosgenating an amine solution to produce an isocyanate stream |
| FR2503146A1 (en) * | 1981-04-07 | 1982-10-08 | Mitsui Toatsu Chemicals | PROCESS FOR THE CONTINUOUS PREPARATION OF ORGANIC ISOCYANATES |
| US7584629B2 (en) | 2002-12-19 | 2009-09-08 | Basf Aktiengesellschaft | Separation of a substance mixture consisting of hydrogen chloride and phosgene |
| US7851648B2 (en) | 2002-12-19 | 2010-12-14 | Basf Aktiengesellschaft | Method for the continuous production of isocyanates |
| US7504533B2 (en) | 2006-04-24 | 2009-03-17 | Bayer Materialscience Llc | Process for the production of isocyanates |
| US7547801B2 (en) | 2006-06-26 | 2009-06-16 | Bayer Materialscience Llc | Process for the continuous preparation of isocyanates |
| EP2093215A1 (en) | 2008-02-19 | 2009-08-26 | Bayer MaterialScience AG | Method for making isocyanates |
| DE102008009761A1 (en) | 2008-02-19 | 2009-08-27 | Bayer Materialscience Ag | Process for the preparation of isocyanates |
| US7645900B2 (en) | 2008-02-19 | 2010-01-12 | Bayer Materialscience Ag | Process for the preparation of isocyanates |
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