GB1067447A - Process for hydro-dimerising acrylo-nitrile - Google Patents

Process for hydro-dimerising acrylo-nitrile

Info

Publication number
GB1067447A
GB1067447A GB9321/63A GB932163A GB1067447A GB 1067447 A GB1067447 A GB 1067447A GB 9321/63 A GB9321/63 A GB 9321/63A GB 932163 A GB932163 A GB 932163A GB 1067447 A GB1067447 A GB 1067447A
Authority
GB
United Kingdom
Prior art keywords
acrylonitrile
alkali
adiponitrile
hydro
alkaline earth
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
GB9321/63A
Inventor
George De Winter Anderson
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 by Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB9321/63A priority Critical patent/GB1067447A/en
Priority to DEJ25387A priority patent/DE1264431B/en
Priority to FR966524A priority patent/FR1385906A/en
Priority to BE644877A priority patent/BE644877A/xx
Priority to NL6402350A priority patent/NL6402350A/xx
Priority to CH294664A priority patent/CH439250A/en
Publication of GB1067447A publication Critical patent/GB1067447A/en
Expired legal-status Critical Current

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
    • C25B11/00—Electrodes; Manufacture thereof not otherwise provided for
    • C25B11/02—Electrodes; Manufacture thereof not otherwise provided for characterised by shape or form
    • C25B11/033—Liquid electrodes
    • 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
    • C25B11/00—Electrodes; Manufacture thereof not otherwise provided for
    • C25B11/04—Electrodes; Manufacture thereof not otherwise provided for characterised by the material
    • C25B11/042—Electrodes formed of a single material
    • C25B11/045—Mercury or amalgam
    • 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
    • C25B3/25—Reduction
    • 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
    • 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
    • C25B9/00—Cells or assemblies of cells; Constructional parts of cells; Assemblies of constructional parts, e.g. electrode-diaphragm assemblies; Process-related cell features
    • C25B9/30—Cells comprising movable electrodes, e.g. rotary electrodes; Assemblies of constructional parts thereof
    • C25B9/303—Cells comprising movable electrodes, e.g. rotary electrodes; Assemblies of constructional parts thereof comprising horizontal-type liquid electrode
    • 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
    • C25B9/00—Cells or assemblies of cells; Constructional parts of cells; Assemblies of constructional parts, e.g. electrode-diaphragm assemblies; Process-related cell features
    • C25B9/70—Assemblies comprising two or more cells

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Electrochemistry (AREA)
  • Materials Engineering (AREA)
  • Metallurgy (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)

Abstract

Acrylonitrile is hydro-dimerized to form adiponitrile, by treatment with nascent hydrogen, and in the presence of a compound of V, Ti, Fe, Ni, Cu, or Mn; which suppresses the formation of propionitrile. Ti and V chlorides are preferred. The nascent hydrogen may be generated by electrolysis or by the alkali or alkaline earth metal amalgam process at 20 DEG to 40 DEG C. Cooling coils are used. The reaction product is distilled in steam, the distillate saturated with K2Co3, and the oily layer formed is fractionated. Some adiponitrile is also extracted from the involatile residue by extraction with a solvent giving a total conversion of 50 to 70%.ALSO:Acrylonitrile is hydro-dimerized to form adiponitrile, by treatment in an acid solution with nascent hydrogen, and in the presence of a compound of V, Ti, Fe, Ni, Cu, or Mn, which suppresses the formation of propionitrile. Ti and V chlorides are preferred. The hydrogen may be generated by electrolysis or by the alkali or alkaline earth metal amalgam process. In an apparatus, a mercury cathode M is supported on a membrane B e.g. glass cloth, which is interposed between an aqueous solution of alkali or alkaline earth metal hydroxide or salt containing <PICT:1067447/C6-C7/1> the anode, and an acid solution of acrylonitrile and the metal salt. The inner vessel A contains the acid (HCl, H2SO4, H3PO4), acrylonitrile and Ti or V chloride, and the outer vessel J contains alkali metal hydroxide and the anode L, the two solutions being separated by the permeable membrane B resting on a non-metallic gauze H. The process is effected at 20 DEG to 40 DEG C., and at a current density of up to 0.5 A.S.Cm. The reaction product is distilled in steam, the distellate saturated with K2Co3 and the oily layer formed of adiponitrile fractionated. Some is also extracted from the involatile residue by extraction with a solvent, giving a total conversion of 50 to 70 per cent.
GB9321/63A 1963-03-08 1963-03-08 Process for hydro-dimerising acrylo-nitrile Expired GB1067447A (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
GB9321/63A GB1067447A (en) 1963-03-08 1963-03-08 Process for hydro-dimerising acrylo-nitrile
DEJ25387A DE1264431B (en) 1963-03-08 1964-03-05 Process for the reductive dimerization of acrylonitrile to adipic dinitrile
FR966524A FR1385906A (en) 1963-03-08 1964-03-06 Process for the reductive dimerization of acrylonitrile to adiponitrile
BE644877A BE644877A (en) 1963-03-08 1964-03-06
NL6402350A NL6402350A (en) 1963-03-08 1964-03-06
CH294664A CH439250A (en) 1963-03-08 1964-03-06 Process for the reductive dimerization of acrylonitrile to adiponitrile

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB9321/63A GB1067447A (en) 1963-03-08 1963-03-08 Process for hydro-dimerising acrylo-nitrile

Publications (1)

Publication Number Publication Date
GB1067447A true GB1067447A (en) 1967-05-03

Family

ID=9869717

Family Applications (1)

Application Number Title Priority Date Filing Date
GB9321/63A Expired GB1067447A (en) 1963-03-08 1963-03-08 Process for hydro-dimerising acrylo-nitrile

Country Status (5)

Country Link
BE (1) BE644877A (en)
CH (1) CH439250A (en)
DE (1) DE1264431B (en)
GB (1) GB1067447A (en)
NL (1) NL6402350A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106179362B (en) * 2016-07-08 2020-06-09 中国石油化工股份有限公司 Fixed bed continuous production device for preparing propionitrile and application thereof

Also Published As

Publication number Publication date
NL6402350A (en) 1964-09-09
DE1264431B (en) 1968-03-28
CH439250A (en) 1967-07-15
BE644877A (en) 1964-09-07

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