GB816249A - Improvements in preparation of acrylonitrile - Google Patents
Improvements in preparation of acrylonitrileInfo
- Publication number
- GB816249A GB816249A GB37791/56A GB3779156A GB816249A GB 816249 A GB816249 A GB 816249A GB 37791/56 A GB37791/56 A GB 37791/56A GB 3779156 A GB3779156 A GB 3779156A GB 816249 A GB816249 A GB 816249A
- Authority
- GB
- United Kingdom
- Prior art keywords
- bromide
- cuprous
- dissolved
- ammonium
- piperidone
- 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
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 title abstract 3
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 abstract 8
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 abstract 8
- 229910021589 Copper(I) bromide Inorganic materials 0.000 abstract 7
- NKNDPYCGAZPOFS-UHFFFAOYSA-M copper(i) bromide Chemical compound Br[Cu] NKNDPYCGAZPOFS-UHFFFAOYSA-M 0.000 abstract 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 6
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 abstract 4
- SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 4
- XUWHAWMETYGRKB-UHFFFAOYSA-N piperidin-2-one Chemical compound O=C1CCCCN1 XUWHAWMETYGRKB-UHFFFAOYSA-N 0.000 abstract 4
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 abstract 4
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 abstract 3
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 2
- 229910001513 alkali metal bromide Inorganic materials 0.000 abstract 2
- DOBRDRYODQBAMW-UHFFFAOYSA-N copper(i) cyanide Chemical compound [Cu+].N#[C-] DOBRDRYODQBAMW-UHFFFAOYSA-N 0.000 abstract 2
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/08—Preparation of carboxylic acid nitriles by addition of hydrogen cyanide or salts thereof to unsaturated compounds
- C07C253/12—Preparation of carboxylic acid nitriles by addition of hydrogen cyanide or salts thereof to unsaturated compounds to compounds containing carbon-to-carbon triple bonds
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Catalysts (AREA)
- Hydrogenated Pyridines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Catalyst compositions comprising cuprous bromide, together with ammonium or alkali metal bromide, dissolved in acetamide, formamide, pyrrolidone, piperidone, caprolactam or the N-methyl or N-ethyl derivatives of these are used to catalyse the formation of acrylonitrile from HCN and acetylene. Examples describe catalysts comprising cuprous bromide, ammonium bromide and cuprous cyanide dissolved in pyrrolidone, piperidone or caprolactam and cuprous bromide and ammonium bromide only dissolved in dimethylformamide or acetamide. Specification 811,136 is referred to.ALSO:Acrylonitrile is prepared by reacting HCN and acetylene in the presence of cuprous bromide dissolved in acetamide, formamide, pyrrolidone, piperidone, caprolactam or the N-methyl or N-ethyl derivatives of these. Ammonium or alkali metal bromide is also present, preferably in the minimum amount necessary to obtain complete solution of the cuprous bromide. The reaction temperature ranges from about 60 DEG C. to the boiling-point of the catalyst. In examples HCN and acetylene are reacted in the presence of catalysts comprising cuprous bromide, ammonium bromide and cuprous cyanide dissolved in pyrrolidone, piperidone or caprolactam, and cuprous bromide and ammonium bromide only dissolved in dimethylformamide or acetamide. Specification 811,136 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US816249XA | 1955-12-19 | 1955-12-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB816249A true GB816249A (en) | 1959-07-08 |
Family
ID=22165319
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB37791/56A Expired GB816249A (en) | 1955-12-19 | 1956-12-11 | Improvements in preparation of acrylonitrile |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB816249A (en) |
-
1956
- 1956-12-11 GB GB37791/56A patent/GB816249A/en not_active Expired
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