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
Application number
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed filed Critical
Publication of GB1258619A publication Critical patent/GB1258619A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C25ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25BELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B3/00Electrolytic production of organic compounds
    • C25B3/20Processes
    • C25B3/29Coupling reactions
    • C25B3/295Coupling 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)

Abstract

1,258,619. Electrolytic production of adiponitrile. BADISCHE ANILIN & SODA-FABRIK A.G. March 14, 1969 [March 16, 1968; Oct.24, 1968], No.13524/69. Heading C7B. Adiponitrile is produced by electro-chemical hydrodimerization of acrylonitrile in a reaction mixture comprising acrylonitrile, a quaternary ammonium salt, water and if desired an organic solvent for acrylonitrile, at 10-60‹C. and pH = 1-10; the reaction mixture being passed through a narrow gap between solid electrodes 0À05-2mm. apart, or through the gap obtained between a solid electrode immersed in, but not wetted by, a liquid electrode. The quaternary ammonium salt may a tetramethyl- or tetraethylammonium salt of a mono-alkyl sulphate, sulphate, fluoride, tetrafluoroborate, fluorosulphonate, toluene sulphonate or benzene sulphonate. The organic solvent used may be a lower aliphatic alcohol such as isopropanol, methanol or ethanol; acetonitrile; ethers which are mixible with water, such as tetrahydrofurane, dioxane and glycol monomethyl ether; an amide which may include an alkyl or dialkyl radical, e.g. formamide, diethylacetamide; N- methyl-pyrrolidone; or the end product adiponitrile. A lower aldehyde may also be present and carbon dioxide or boron trifluoride may be added during electrolysis. Various electrodes which may be used include lead; copper; silver; amalgamated lead, copper or silver magnetite; graphite; gold; platinized titanium; platinum foil adhered to graphite; graphite, nickel or titanium coated with lead dioxide; tungsten-nickel alloys or magnetite. As liquid cathode, mercury or galluim above 30‹C. may be used. Solid electrodes used with a liquid cathode may be of various shapes. Fig.3 illustrates apparatus for carrying out the invention using liquid cathodes. The bottom of the cell body 1 contains circular depressions 4 partly filled with the liquid cathode material. Cylindrical anodes 2, having the edges of their lower faces rounded, are immersed in the liquid cathodes. The reaction mixture is pumped by pump 11 through heatexchanger 12 and enters the cell through nozzle 9 centrally of the anodes so that a thin moving film of electrolyte is maintained between the anodes and their corresponding cathodes. Electrolyte then overflows at 10 and is recirculated.
GB1258619D 1968-03-16 1969-03-14 Expired GB1258619A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE1693005A DE1693005C3 (en) 1968-03-16 1968-03-16 Process for the production of adipic acid dinitrile
DE19681804809 DE1804809A1 (en) 1968-03-16 1968-10-24 Process for the production of adipic dinitrile

Publications (1)

Publication Number Publication Date
GB1258619A true GB1258619A (en) 1971-12-30

Family

ID=25754577

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1258619D Expired GB1258619A (en) 1968-03-16 1969-03-14

Country Status (10)

Country Link
US (2) US3642592A (en)
AT (1) AT289750B (en)
BE (1) BE729856A (en)
CH (1) CH517708A (en)
DE (2) DE1693005C3 (en)
ES (1) ES364863A1 (en)
FR (1) FR2004052A1 (en)
GB (1) GB1258619A (en)
LU (1) LU58169A1 (en)
NL (1) NL6903828A (en)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
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 (en) * 1975-01-21 1982-09-23 Basf Ag, 6700 Ludwigshafen Electrochemical cell with bipolar electrodes
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
US4472252A (en) * 1983-03-25 1984-09-18 Ppg Industries, Inc. Electrolytic synthesis of organic compounds from gaseous reactants
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
CN113774413A (en) * 2021-09-30 2021-12-10 大连理工大学 Method for preparing adiponitrile by safely and efficiently electrolyzing acrylonitrile in single-phase solution

Family Cites Families (5)

* Cited by examiner, † Cited by third party
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 (en) * 1961-07-17 1963-04-04 Uhde Gmbh Friedrich Process for the electrolysis of alkali chloride solutions according to the amalgam process using graphite anodes
NL291762A (en) * 1962-04-20
US3193479A (en) * 1962-08-13 1965-07-06 Monsanto Co Electrolytic coupling of an olefinic compound with a ketone
FR1404896A (en) * 1964-08-12 1965-07-02 Process for electrolysis of solutions and molten salts of electrolytes

Also Published As

Publication number Publication date
DE1693005C3 (en) 1974-12-19
ES364863A1 (en) 1971-01-01
US3642592A (en) 1972-02-15
US3616320A (en) 1971-10-26
FR2004052A1 (en) 1969-11-21
CH517708A (en) 1972-01-15
NL6903828A (en) 1969-09-18
DE1693005A1 (en) 1971-09-02
AT289750B (en) 1971-05-10
LU58169A1 (en) 1969-07-09
BE729856A (en) 1969-09-15
DE1804809A1 (en) 1970-06-04
DE1693005B2 (en) 1974-05-02

Similar Documents

Publication Publication Date Title
Widner et al. Electrolytic removal of lead using a flow-through cell with a reticulated vitreous carbon cathode
GB1258619A (en)
US3511765A (en) Carrying out electrochemical reactions
GB1460736A (en) Electrochemical fluorination and plant for use therein
US4248678A (en) Alkylating of nitrogen acids using electrogenerated bases as catalysts
US2589635A (en) Electrochemical process
Nadebaum et al. A novel electrochemical cell employing a rotating bipolar electrode
ES410045A1 (en) A method for electrolytically decompositioning the unusable chemical compounds. (Machine-translation by Google Translate, not legally binding)
Matsuda et al. Anodic Oxidation of Benzoic Acid in Nitriles
GB1166901A (en) An Electrolyte Composition and Method for the Electrolyte Etching of Metal Alloys
US3871976A (en) Electrochemical adiponitrile process
US4462875A (en) Preparation of nickel-oxide hydroxide electrode
Yoshizawa et al. Application of a circulating suspended particle-electrode to electrochemical hydrodimerization of acrylonitrile
ES341748A1 (en) Adiponitrile production by the electrolytic hydrodimerization of acrylonitrile
Yoshizawa et al. Cathodic reduction of nitrobenzene on the packed-bed copper electrode.
US3657100A (en) Current-carrying sparger for introducing feed to porous electrode
Konarev Studies of intermediates formed under the conditions of preparative electroreduction of naphthalene 1-Nitro-3, 6, 8-Trisulfo acid
Cipris Electrochemical Synthesis of N‐Alkylformamides
Krishnan et al. Electroreduction of cyanoacetic acid
GB1072427A (en) Method and apparatus for the continuous measurement of fluoride activity
CA1251159A (en) Preparation of nickel-oxide hydroxide electrode
Plesch et al. Cathodic reduction of the tropylium cation in methylene dichloride
SE8205475L (en) CATALYZED ELECTROCHEMICAL GASATION OF CARBONIC MATERIALS AT THE ANOD OF AN ELECTROLY CELL
Jakšić et al. Depolarization of sodium amalgam decomposition with cobaltized graphite in the mercury-cell process
SU445647A1 (en) The method of obtaining hexamethylenediamine

Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PLNP Patent lapsed through nonpayment of renewal fees