GB1398089A - Process for the catalytic dimerisation of acrylonitrile - Google Patents

Process for the catalytic dimerisation of acrylonitrile

Info

Publication number
GB1398089A
GB1398089A GB5172071A GB5172071A GB1398089A GB 1398089 A GB1398089 A GB 1398089A GB 5172071 A GB5172071 A GB 5172071A GB 5172071 A GB5172071 A GB 5172071A GB 1398089 A GB1398089 A GB 1398089A
Authority
GB
United Kingdom
Prior art keywords
bismuth
catalyst
compound
dicyanobutenes
hydrogen
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
GB5172071A
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 GB5172071A priority Critical patent/GB1398089A/en
Publication of GB1398089A publication Critical patent/GB1398089A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1398089 Dimerisation of acrylonitrile IMPERIAL CHEMICAL INDUSTRIES Ltd 31 Oct 1972 [8 Nov 1971] 51720/71 Heading C2C Acrylonitrile is dimerized to dicyanobutenes, especially 1,4-dicyanobutenes by heating it, in the absence of hydrogen, with a bismuth catalyst. The bismuth catalyst may be elemen. tary bismuth, an inorganic bismuth compound such as a bismuth salt, e.g. BiCl 3 , BiBr 3 , bismuth nitrate or bismuth carbonate, or bismuth oxide or hydroxide; or an organic bismuth compound, e.g. BiR 1 R 2 R 3 where R 1 , R 2 and R 3 are hydrocarbyl radicals, e.g. alkyl, cycloalkyl, aralkyl or aryl and in particular bismeth triphenyl, bismuth triethyl and bismuth tricyclohexyl The bismuth hydrocarbyl catalyst may be pre-activated by heating in a stream of hydrogen. The bismuth catalyst may also be used in admixture with transition metal catalysts by mixing the bismuth compound and the transition metal compound, e.g. molybdenum carbonyl, palladium acetate, ruthenium acetylacetonate, cobalt acetate or cuprous chloride and pre-reducing in a stream of hydrogen. The 1,4-dicyanobutenes may be hydrogenated to adiponitrile and either directly, or in two stages via adiponitrile to hexamethylenediamine.
GB5172071A 1971-11-08 1971-11-08 Process for the catalytic dimerisation of acrylonitrile Expired GB1398089A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB5172071A GB1398089A (en) 1971-11-08 1971-11-08 Process for the catalytic dimerisation of acrylonitrile

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB5172071A GB1398089A (en) 1971-11-08 1971-11-08 Process for the catalytic dimerisation of acrylonitrile

Publications (1)

Publication Number Publication Date
GB1398089A true GB1398089A (en) 1975-06-18

Family

ID=10461121

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5172071A Expired GB1398089A (en) 1971-11-08 1971-11-08 Process for the catalytic dimerisation of acrylonitrile

Country Status (1)

Country Link
GB (1) GB1398089A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4681968A (en) * 1985-02-26 1987-07-21 The Standard Oil Company Method of producing adiponitrile
EP0559168A2 (en) * 1992-03-06 1993-09-08 Ube Industries, Ltd. Method of producing straight-chain acrylonitrile dimers
US5466858A (en) * 1993-09-03 1995-11-14 Ube Industries, Ltd. Method of producing straight-chain acrylonitrile dimers

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4681968A (en) * 1985-02-26 1987-07-21 The Standard Oil Company Method of producing adiponitrile
EP0559168A2 (en) * 1992-03-06 1993-09-08 Ube Industries, Ltd. Method of producing straight-chain acrylonitrile dimers
EP0559168A3 (en) * 1992-03-06 1993-11-18 Ube Industries Method of producing straight-chain acrylonitrile dimers
US5332844A (en) * 1992-03-06 1994-07-26 Ube Industries, Ltd. Method of producing straight-chain acrylonitrile dimers
US5466858A (en) * 1993-09-03 1995-11-14 Ube Industries, Ltd. Method of producing straight-chain acrylonitrile dimers

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee