GB1089054A - Acrylonitrile production from dimerisation by products - Google Patents
Acrylonitrile production from dimerisation by productsInfo
- Publication number
- GB1089054A GB1089054A GB28643/65A GB2864365A GB1089054A GB 1089054 A GB1089054 A GB 1089054A GB 28643/65 A GB28643/65 A GB 28643/65A GB 2864365 A GB2864365 A GB 2864365A GB 1089054 A GB1089054 A GB 1089054A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acrylonitrile
- dimerisation
- products
- acrylonitrile production
- cyanoethylether
- 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 4
- 239000006227 byproduct Substances 0.000 title 1
- NTFJXDRAVMOYBG-UHFFFAOYSA-N 2-(2,2-dicyanoethoxymethyl)propanedinitrile Chemical compound N#CC(C#N)COCC(C#N)C#N NTFJXDRAVMOYBG-UHFFFAOYSA-N 0.000 abstract 2
- WSGYTJNNHPZFKR-UHFFFAOYSA-N 3-hydroxypropanenitrile Chemical compound OCCC#N WSGYTJNNHPZFKR-UHFFFAOYSA-N 0.000 abstract 2
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 abstract 2
- 125000005210 alkyl ammonium group Chemical group 0.000 abstract 2
- 239000000908 ammonium hydroxide Substances 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000012535 impurity Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000002825 nitriles Chemical class 0.000 abstract 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cleaning In General (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Acrylonitrile is catalytically produced from bis-cyanoethylether by heating the latter in the presence of a minor quantity (i.e. up to 25% by wt.) of a quaternary alkyl ammonium hydroxide. The bis-cyanoethylether may be that obtained as impurity in the electrohydrodimerization of acrylonitrile to adiponitrile and it may also be contained in a stream comprised of acrylonitrile, adiponitrile, propionitrile and 3-hydroxypropionitrile; the stream is suitably heated to 70-250 DEG C. in the presence of the above quaternary alkyl ammonium hydroxide. 3-hydroxypropionitrile and other nitriles may also be produced by the process of the invention.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US381434A US3280168A (en) | 1964-07-09 | 1964-07-09 | Catalytic acrylonitrile production |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1089054A true GB1089054A (en) | 1967-11-01 |
Family
ID=23505001
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB28643/65A Expired GB1089054A (en) | 1964-07-09 | 1965-07-06 | Acrylonitrile production from dimerisation by products |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US3280168A (en) |
| AT (1) | AT264492B (en) |
| BE (1) | BE666700A (en) |
| CH (1) | CH454119A (en) |
| DE (1) | DE1543213A1 (en) |
| GB (1) | GB1089054A (en) |
| IL (1) | IL23897A (en) |
| LU (1) | LU49032A1 (en) |
| NL (1) | NL6508778A (en) |
| NO (1) | NO116078B (en) |
| SE (1) | SE312135B (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL6601722A (en) * | 1965-02-10 | 1966-08-11 | ||
| US3479389A (en) * | 1967-03-16 | 1969-11-18 | Monsanto Co | Production of olefinic nitriles by catalytic dehydration of monohydroxylated paraffinic nitriles and subsequent flash distillation |
| US3674653A (en) * | 1969-05-01 | 1972-07-04 | Asahi Chemical Ind | Method of the purification of catholytes |
| US4072713A (en) * | 1972-07-27 | 1978-02-07 | Phillips Petroleum Company | Method for separating tetraalkylammonium salts |
| US4128571A (en) * | 1977-10-27 | 1978-12-05 | Monsanto Company | Thermal conversion of 4-cyano-suberonitrile to acrylonitrile |
| GB8323961D0 (en) * | 1983-09-07 | 1983-10-12 | Bp Chem Int Ltd | Chemical process |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2448979A (en) * | 1940-06-19 | 1948-09-07 | Hopff Heinrich | Process for the production of beta, beta'-dicyano diethyl ether |
| US2382036A (en) * | 1941-01-10 | 1945-08-14 | Resinous Prod & Chemical Co | Bis(2-cyanoethyl) ether and process for making same |
| US2790818A (en) * | 1954-09-23 | 1957-04-30 | Monsanto Chemicals | Cyanoethylation of organic sulfur compounds |
| US2770640A (en) * | 1954-09-23 | 1956-11-13 | Monsanto Chemicals | Cyanoethylation of ketones |
| US2816130A (en) * | 1955-04-06 | 1957-12-10 | Monsanto Chemicals | Preparation of beta, beta'-oxydipropionitrile |
| US2832798A (en) * | 1955-06-30 | 1958-04-29 | American Cyanamid Co | Preparation of acrylonitrile from beta, beta'-oxydipropionitrile |
| US3024267A (en) * | 1959-09-03 | 1962-03-06 | Standard Oil Co | Preparation of hydracrylonitrile |
-
1964
- 1964-07-09 US US381434A patent/US3280168A/en not_active Expired - Lifetime
-
1965
- 1965-07-06 GB GB28643/65A patent/GB1089054A/en not_active Expired
- 1965-07-06 IL IL23897A patent/IL23897A/en unknown
- 1965-07-07 SE SE8993/65A patent/SE312135B/xx unknown
- 1965-07-08 NO NO158853A patent/NO116078B/no unknown
- 1965-07-08 NL NL6508778A patent/NL6508778A/xx unknown
- 1965-07-09 DE DE19651543213 patent/DE1543213A1/en active Pending
- 1965-07-09 CH CH965565A patent/CH454119A/en unknown
- 1965-07-09 BE BE666700D patent/BE666700A/xx unknown
- 1965-07-09 AT AT626065A patent/AT264492B/en active
- 1965-07-09 LU LU49032D patent/LU49032A1/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE666700A (en) | 1966-01-10 |
| DE1543213A1 (en) | 1969-08-14 |
| AT264492B (en) | 1968-09-10 |
| IL23897A (en) | 1969-06-25 |
| US3280168A (en) | 1966-10-18 |
| LU49032A1 (en) | 1966-01-10 |
| CH454119A (en) | 1968-04-15 |
| NO116078B (en) | 1969-01-27 |
| NL6508778A (en) | 1966-01-10 |
| SE312135B (en) | 1969-07-07 |
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