GB1258619A - - Google Patents
Info
- Publication number
- GB1258619A GB1258619A GB1258619DA GB1258619A GB 1258619 A GB1258619 A GB 1258619A GB 1258619D A GB1258619D A GB 1258619DA GB 1258619 A GB1258619 A GB 1258619A
- Authority
- GB
- United Kingdom
- Prior art keywords
- liquid
- acrylonitrile
- graphite
- reaction mixture
- adiponitrile
- 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
- 239000007788 liquid Substances 0.000 abstract 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 abstract 3
- 229910002804 graphite Inorganic materials 0.000 abstract 3
- 239000010439 graphite Substances 0.000 abstract 3
- 239000011541 reaction mixture Substances 0.000 abstract 3
- 239000007787 solid Substances 0.000 abstract 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 abstract 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 abstract 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 abstract 2
- YADSGOSSYOOKMP-UHFFFAOYSA-N dioxolead Chemical compound O=[Pb]=O YADSGOSSYOOKMP-UHFFFAOYSA-N 0.000 abstract 2
- 239000003792 electrolyte Substances 0.000 abstract 2
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 2
- 229910021653 sulphate ion Inorganic materials 0.000 abstract 2
- -1 tetrafluoroborate Chemical compound 0.000 abstract 2
- 229910052719 titanium Inorganic materials 0.000 abstract 2
- 239000010936 titanium Substances 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 1
- 229910015900 BF3 Inorganic materials 0.000 abstract 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 abstract 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 abstract 1
- 229910000990 Ni alloy Inorganic materials 0.000 abstract 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 abstract 1
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 1
- 239000001569 carbon dioxide Substances 0.000 abstract 1
- 239000010406 cathode material Substances 0.000 abstract 1
- 210000004027 cell Anatomy 0.000 abstract 1
- 210000005056 cell body Anatomy 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 229910052802 copper Inorganic materials 0.000 abstract 1
- 239000010949 copper Substances 0.000 abstract 1
- GSJVCJPEZMDJIW-UHFFFAOYSA-N copper;silver Chemical compound [Cu+2].[Ag+] GSJVCJPEZMDJIW-UHFFFAOYSA-N 0.000 abstract 1
- 238000005868 electrolysis reaction Methods 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052737 gold Inorganic materials 0.000 abstract 1
- 239000010931 gold Substances 0.000 abstract 1
- 239000011133 lead Substances 0.000 abstract 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 abstract 1
- 229910052753 mercury Inorganic materials 0.000 abstract 1
- AJFDBNQQDYLMJN-UHFFFAOYSA-N n,n-diethylacetamide Chemical compound CCN(CC)C(C)=O AJFDBNQQDYLMJN-UHFFFAOYSA-N 0.000 abstract 1
- 229910052759 nickel Inorganic materials 0.000 abstract 1
- MOWMLACGTDMJRV-UHFFFAOYSA-N nickel tungsten Chemical compound [Ni].[W] MOWMLACGTDMJRV-UHFFFAOYSA-N 0.000 abstract 1
- NIXKBAZVOQAHGC-UHFFFAOYSA-N phenylmethanesulfonic acid Chemical compound OS(=O)(=O)CC1=CC=CC=C1 NIXKBAZVOQAHGC-UHFFFAOYSA-N 0.000 abstract 1
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 1
- 229910052709 silver Inorganic materials 0.000 abstract 1
- 239000004332 silver Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical class CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 abstract 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical group C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1693005A DE1693005C3 (de) | 1968-03-16 | 1968-03-16 | Verfahren zur Herstellung von Adipinsäuredinitril |
| DE19681804809 DE1804809A1 (de) | 1968-03-16 | 1968-10-24 | Verfahren zur Herstellung von Adipinsaeuredinitril |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1258619A true GB1258619A (enrdf_load_stackoverflow) | 1971-12-30 |
Family
ID=25754577
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1258619D Expired GB1258619A (enrdf_load_stackoverflow) | 1968-03-16 | 1969-03-14 |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US3642592A (enrdf_load_stackoverflow) |
| AT (1) | AT289750B (enrdf_load_stackoverflow) |
| BE (1) | BE729856A (enrdf_load_stackoverflow) |
| CH (1) | CH517708A (enrdf_load_stackoverflow) |
| DE (2) | DE1693005C3 (enrdf_load_stackoverflow) |
| ES (1) | ES364863A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2004052A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1258619A (enrdf_load_stackoverflow) |
| LU (1) | LU58169A1 (enrdf_load_stackoverflow) |
| NL (1) | NL6903828A (enrdf_load_stackoverflow) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3755100A (en) * | 1972-06-09 | 1973-08-28 | Nalco Chemical Co | Method for producing acrylamide from acrylonitrile |
| DE2502167C2 (de) * | 1975-01-21 | 1982-09-23 | Basf Ag, 6700 Ludwigshafen | Elektrochemische Zelle mit bipolaren Elektroden |
| US4087336A (en) * | 1976-12-27 | 1978-05-02 | Monsanto Company | Electrolytic reductive coupling of hydroxybenzaldehydes |
| US4155818A (en) * | 1978-07-17 | 1979-05-22 | Monsanto Company | Semi-continuous electro-hydrodimerization of acrylonitrile to adiponitrile with replating of cathode |
| US4636286A (en) * | 1983-03-25 | 1987-01-13 | Ppg Industries, Inc. | Electro organic method |
| US4472251A (en) * | 1983-03-25 | 1984-09-18 | Ppg Industries, Inc. | Electrolytic synthesis of organic compounds from gaseous reactant |
| US4462876A (en) * | 1983-03-25 | 1984-07-31 | Ppg Industries, Inc. | Electro organic method and apparatus for carrying out same |
| US4472252A (en) * | 1983-03-25 | 1984-09-18 | Ppg Industries, Inc. | Electrolytic synthesis of organic compounds from gaseous reactants |
| CN113774413A (zh) * | 2021-09-30 | 2021-12-10 | 大连理工大学 | 一种在单相溶液中安全高效电解丙烯腈制备己二腈的方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3193574A (en) * | 1960-05-08 | 1965-07-06 | Katchalsky Aharon | Process for the preparation of adiponitrile by dimerization of acrylonitrile |
| DE1146481B (de) * | 1961-07-17 | 1963-04-04 | Uhde Gmbh Friedrich | Verfahren zur Elektrolyse von Alkalichlorid-loesungen nach dem Amalgamverfahren unter Verwendung von Graphitanoden |
| NL291762A (enrdf_load_stackoverflow) * | 1962-04-20 | |||
| US3193479A (en) * | 1962-08-13 | 1965-07-06 | Monsanto Co | Electrolytic coupling of an olefinic compound with a ketone |
| FR1404896A (fr) * | 1964-08-12 | 1965-07-02 | Procédé d'électrolyse des solutions et des sels fondus d'électrolytes |
-
1968
- 1968-03-16 DE DE1693005A patent/DE1693005C3/de not_active Expired
- 1968-10-24 DE DE19681804809 patent/DE1804809A1/de active Pending
-
1969
- 1969-03-10 LU LU58169D patent/LU58169A1/xx unknown
- 1969-03-11 CH CH364169A patent/CH517708A/de not_active IP Right Cessation
- 1969-03-12 NL NL6903828A patent/NL6903828A/xx unknown
- 1969-03-13 FR FR6907088A patent/FR2004052A1/fr not_active Withdrawn
- 1969-03-14 GB GB1258619D patent/GB1258619A/en not_active Expired
- 1969-03-14 BE BE729856D patent/BE729856A/xx unknown
- 1969-03-14 AT AT251769A patent/AT289750B/de not_active IP Right Cessation
- 1969-03-15 ES ES364863A patent/ES364863A1/es not_active Expired
- 1969-03-17 US US807895A patent/US3642592A/en not_active Expired - Lifetime
- 1969-03-17 US US807896A patent/US3616320A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| DE1693005A1 (de) | 1971-09-02 |
| FR2004052A1 (enrdf_load_stackoverflow) | 1969-11-21 |
| DE1804809A1 (de) | 1970-06-04 |
| US3616320A (en) | 1971-10-26 |
| CH517708A (de) | 1972-01-15 |
| AT289750B (de) | 1971-05-10 |
| NL6903828A (enrdf_load_stackoverflow) | 1969-09-18 |
| US3642592A (en) | 1972-02-15 |
| LU58169A1 (enrdf_load_stackoverflow) | 1969-07-09 |
| DE1693005C3 (de) | 1974-12-19 |
| BE729856A (enrdf_load_stackoverflow) | 1969-09-15 |
| DE1693005B2 (enrdf_load_stackoverflow) | 1974-05-02 |
| ES364863A1 (es) | 1971-01-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |