GB1177182A - Production of 1,3-Dicyano-3-Butene and Isomers thereof - Google Patents
Production of 1,3-Dicyano-3-Butene and Isomers thereofInfo
- Publication number
- GB1177182A GB1177182A GB22122/67A GB2212267A GB1177182A GB 1177182 A GB1177182 A GB 1177182A GB 22122/67 A GB22122/67 A GB 22122/67A GB 2212267 A GB2212267 A GB 2212267A GB 1177182 A GB1177182 A GB 1177182A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phosphite
- phosphine
- worked
- acrylonitrile
- dicyano
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1,177,182. Dimerization of acrylonitrile. BADISCHE ANILIN- & SODA FABRIC A.G. 12 May, 1967 [14 May, 1966], No. 22122/67. Heading C2C. 1,3-Dicyano-3-butene and isomers thereof are continuously produced by dimerizing acrylonitrile by heating in the presence of at least one proton donor in a molar ratio of 1 : 10 to 1000 : 1 and in the presence of a compound of trivalent phosphorus at a temperature of 20- 150‹ C. for not longer than 100 hours while using a solvent which is an aliphatic or cycloaliphatic hydrocarbon, wherein the heavy phase which forms during the reaction is continuously removed from the reactor and worked up. The catalyst contained in the heavy phase is preferably deactivated before the latter is worked up. Suitable proton donors are water, low molecular weight (C 1-12 ) monoalcohols and polyalcohols, phenols, carboxylic acids, #-ketones, ammonia or primary or secondary alkyl, cycloalkyl or aryl amines, which compounds may contain groups which are inert under the reaction conditions. The trivalent phosphorus compound may be a phosphine, a halophosphine, a phosphite or a thio-phosphite of a thioalcohol, or a phosphorus amide, a diphosphine derivative or a complex of a phosphine or phosphite with a metal of group VIII of the Periodic Table.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEB87125A DE1293155B (en) | 1966-05-14 | 1966-05-14 | Process for the preparation of 1,3-dicyano-3-butene by dimerizing acrylic acid nitrile |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1177182A true GB1177182A (en) | 1970-01-07 |
Family
ID=6983663
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB22122/67A Expired GB1177182A (en) | 1966-05-14 | 1967-05-12 | Production of 1,3-Dicyano-3-Butene and Isomers thereof |
Country Status (6)
Country | Link |
---|---|
BE (1) | BE698441A (en) |
DE (1) | DE1293155B (en) |
FR (1) | FR1522836A (en) |
GB (1) | GB1177182A (en) |
LU (1) | LU53529A1 (en) |
NL (1) | NL6706621A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2720791A1 (en) * | 1976-05-10 | 1977-11-24 | Ici Ltd | METHOD OF DIMERIZATION OF ACRYLIC NITRILE |
FR2352792A1 (en) * | 1976-05-24 | 1977-12-23 | Ici Ltd | ORGANIC NITRILS |
US4129587A (en) * | 1976-11-24 | 1978-12-12 | Imperial Chemical Industries Limited | Dimerization process |
US4138428A (en) * | 1976-10-21 | 1979-02-06 | Imperial Chemical Industries Limited | Dimerization process |
CN115702140A (en) * | 2020-10-12 | 2023-02-14 | 株式会社Lg化学 | Process for producing acrylonitrile dimer |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2232785A (en) * | 1938-12-20 | 1941-02-25 | Du Pont | Preparation of low molecular weight polymers of vinylidene compounds |
US2566203A (en) * | 1950-04-26 | 1951-08-28 | Du Pont | Dimerization of methacrylonitrile to alpha-methylene-delta-methyladiponitrile |
US2609385A (en) * | 1950-10-05 | 1952-09-02 | Du Pont | 3-methyleneglutaronitrile |
FR1411003A (en) * | 1963-02-18 | 1965-09-17 | Shell Int Research | Novel 2-methyleneglutaronitrile compound and process for preparing it |
GB1051821A (en) * | 1963-03-07 | 1966-12-21 | Badisch Anlin And Soda Fabrik Ag | Dimersing acrylonitrile |
FR1388444A (en) * | 1963-04-08 | 1965-02-05 | Nat Distillers Chem Corp | Process for the preparation of dimers of acrylonitrile compounds |
FR1366081A (en) * | 1963-05-24 | 1964-07-10 | Rhone Poulenc Sa | Dicyano-2, 4 butene-1 |
FR1385883A (en) * | 1964-03-05 | 1965-01-15 | Basf Ag | Process for the dimerization of acrylonitrile |
US3590069A (en) * | 1966-02-01 | 1971-06-29 | Rohm & Haas | Method for the preparation of 2-methyleneglutaronitrile |
-
1966
- 1966-05-14 DE DEB87125A patent/DE1293155B/en active Pending
-
1967
- 1967-04-27 LU LU53529D patent/LU53529A1/xx unknown
- 1967-05-11 NL NL6706621A patent/NL6706621A/xx unknown
- 1967-05-12 BE BE698441D patent/BE698441A/xx unknown
- 1967-05-12 GB GB22122/67A patent/GB1177182A/en not_active Expired
- 1967-05-12 FR FR106261A patent/FR1522836A/en not_active Expired
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2720791A1 (en) * | 1976-05-10 | 1977-11-24 | Ici Ltd | METHOD OF DIMERIZATION OF ACRYLIC NITRILE |
US4102915A (en) | 1976-05-10 | 1978-07-25 | Imperial Chemical Industries Limited | Dimerization process |
DE2720791C2 (en) * | 1976-05-10 | 1988-01-07 | Imperial Chemical Industries Ltd., London, Gb | |
FR2352792A1 (en) * | 1976-05-24 | 1977-12-23 | Ici Ltd | ORGANIC NITRILS |
US4100186A (en) * | 1976-05-24 | 1978-07-11 | Imperial Chemical Industries Limited | Organic nitriles |
US4138428A (en) * | 1976-10-21 | 1979-02-06 | Imperial Chemical Industries Limited | Dimerization process |
US4129587A (en) * | 1976-11-24 | 1978-12-12 | Imperial Chemical Industries Limited | Dimerization process |
CN115702140A (en) * | 2020-10-12 | 2023-02-14 | 株式会社Lg化学 | Process for producing acrylonitrile dimer |
Also Published As
Publication number | Publication date |
---|---|
DE1293155B (en) | 1969-04-24 |
LU53529A1 (en) | 1967-06-27 |
NL6706621A (en) | 1967-11-15 |
FR1522836A (en) | 1968-04-26 |
BE698441A (en) | 1967-11-13 |
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