GB1011438A - Production of adiponitrile - Google Patents
Production of adiponitrileInfo
- Publication number
- GB1011438A GB1011438A GB25804/64A GB2580464A GB1011438A GB 1011438 A GB1011438 A GB 1011438A GB 25804/64 A GB25804/64 A GB 25804/64A GB 2580464 A GB2580464 A GB 2580464A GB 1011438 A GB1011438 A GB 1011438A
- Authority
- GB
- United Kingdom
- Prior art keywords
- adiponitrile
- acid
- acrylonitrile
- water
- quaternary
- 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
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B3/00—Electrolytic production of organic compounds
- C25B3/20—Processes
- C25B3/29—Coupling reactions
- C25B3/295—Coupling reactions hydrodimerisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Adiponitrile is made electrolytically using acrylonitrile in the presence of a quaternary ammonium compound, or lithium bromide and water. A diaphragm cell may be used with an acid anolyte, e.g. H2SO4, HCl or p-toluene sulphonic acid. Quaternary ammonium compounds specified are tetraethyl ammonium bromide or ethyl sulphate, tetrabutyl-ammonium bromide or iodide. The diaphragm used is cationic permselective, and the catholyte compartment contains the acrylonitrile moistened with 1-3.8% of water, and preferably 6-15% of the quaternary compound or LiBr. Co-solvents, e.g. dimethylformamide, methanol, or isopropanol may be added, and the agitated mixture is maintained at pH below 6, adding a little acid if necessary. Apparatus is described and also methods of recovering adiponitrile from the catholyte product by solvent extraction, adjusting pH value, and distilling.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US29011263A | 1963-06-24 | 1963-06-24 | |
US29047163A | 1963-06-25 | 1963-06-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1011438A true GB1011438A (en) | 1965-12-01 |
Family
ID=26966013
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB25804/64A Expired GB1011438A (en) | 1963-06-24 | 1964-06-22 | Production of adiponitrile |
Country Status (6)
Country | Link |
---|---|
US (2) | US3481846A (en) |
BE (1) | BE649625A (en) |
DE (1) | DE1468765A1 (en) |
GB (1) | GB1011438A (en) |
LU (1) | LU46226A1 (en) |
NL (1) | NL6407148A (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IN147984B (en) * | 1977-03-23 | 1980-09-06 | Asahi Chemical Ind | |
US4941954A (en) * | 1989-05-08 | 1990-07-17 | E. I. Du Pont De Nemours And Company | Electrochemical preparation of branched unsaturated dinitriles |
EP4048828B1 (en) * | 2020-03-03 | 2023-08-02 | INVISTA Textiles (U.K.) Limited | Production of adiponitrile |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA566274A (en) * | 1958-11-18 | Sun Oil Company | Polymerization of ethylene | |
US2726204A (en) * | 1949-04-14 | 1955-12-06 | Monsanto Chemicals | Polymerization process |
US3193480A (en) * | 1963-02-01 | 1965-07-06 | Monsanto Co | Adiponitrile process |
US3193481A (en) * | 1962-10-05 | 1965-07-06 | Monsanto Co | Electrolytic hydrodimerization alpha, beta-olefinic nitriles |
-
1963
- 1963-06-24 US US290112A patent/US3481846A/en not_active Expired - Lifetime
- 1963-06-25 US US290471A patent/US3488267A/en not_active Expired - Lifetime
-
1964
- 1964-06-02 LU LU46226D patent/LU46226A1/xx unknown
- 1964-06-22 GB GB25804/64A patent/GB1011438A/en not_active Expired
- 1964-06-23 NL NL6407148A patent/NL6407148A/xx unknown
- 1964-06-23 BE BE649625D patent/BE649625A/xx unknown
- 1964-06-24 DE DE19641468765 patent/DE1468765A1/en active Pending
Also Published As
Publication number | Publication date |
---|---|
DE1468765A1 (en) | 1969-01-09 |
US3488267A (en) | 1970-01-06 |
LU46226A1 (en) | 1964-08-03 |
NL6407148A (en) | 1964-12-28 |
BE649625A (en) | 1964-10-16 |
US3481846A (en) | 1969-12-02 |
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