GB1187616A - Production of Adiponitrile - Google Patents

Production of Adiponitrile

Info

Publication number
GB1187616A
GB1187616A GB46971/67A GB4697167A GB1187616A GB 1187616 A GB1187616 A GB 1187616A GB 46971/67 A GB46971/67 A GB 46971/67A GB 4697167 A GB4697167 A GB 4697167A GB 1187616 A GB1187616 A GB 1187616A
Authority
GB
United Kingdom
Prior art keywords
acrylonitrile
acid
anion
suitably
employed
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
GB46971/67A
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.)
Toyo Koatsu Industries Inc
Original Assignee
Toyo Koatsu Industries Inc
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 Toyo Koatsu Industries Inc filed Critical Toyo Koatsu Industries Inc
Publication of GB1187616A publication Critical patent/GB1187616A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00Preparation of carboxylic acid nitriles

Landscapes

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

Abstract

1,187,616. Dimerization of acrylonitrile to adiponitrile. TOYO KOATSU INDUSTRIES Inc. 16 Oct., 1967 [18 Oct., 1966], No. 46971/67. Heading C2C. Adiponitrile is obtained by reductively dimerizing acrylonitrile by reacting an aqueous solution of acrylonitrile with an alkali or alkaline earth metal amalgam and acid in the presence of an optionally substituted tetraalkyl arsonium compound as a catalyst and maintaining the pH of the reaction solution at 2-12, the acid used being an inorganic or organic acid or a substance capable of providing acidity in the aqueous solution. The tetraalkyl arsonium catalyst employed is suitably of the formula wherein R<SP>1</SP>, R<SP>2</SP>, R<SP>3</SP> and R<SP>4</SP> are C 1-20 alkyl radicals which may be substituted, e.g. by -OH or -Br, and [X-] is an anion chosen from Cl-, Br-, I-, SO 4 =, RSO 4 - wherein R is a C 1-4 alkyl radical, SCN-, OH-, PO 4 #, the sulphonic acid anion, a carboxylic acid anion, the benzoic acid anion or the phosphonate anion, and it may be used in an amount of 0-0001 to 0À01 mol per mol of acrylonitrile. The acid employed may be hydrochloric, sulphuric, acetic or a sulphonic acid, carbon dioxide or sulphur dioxide, and the reaction is suitably effected at a temperature of 10-50‹ C. An organic solvent capable of dissolving the acrylonitrile in water may be present, suitable solvents being mono- and dialkylamides, dialkyl sulphoxides, dialkylsulphones, hexaalkylphosphoramides, aliphatic alcohols, acetone, N-methyl pyrrolidone and acetonitrile and the amalgam employed, which is suitably of a concentration of 0À015 to 0À7% by wt., is preferably sodium or potassium amalgam. Suitable forms of apparatus in which the process may be carried out are described and the product mixtures obtained may be worked up by conventional methods.
GB46971/67A 1966-10-18 1967-10-16 Production of Adiponitrile Expired GB1187616A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP6809366 1966-10-18

Publications (1)

Publication Number Publication Date
GB1187616A true GB1187616A (en) 1970-04-08

Family

ID=13363763

Family Applications (1)

Application Number Title Priority Date Filing Date
GB46971/67A Expired GB1187616A (en) 1966-10-18 1967-10-16 Production of Adiponitrile

Country Status (2)

Country Link
DE (1) DE1668735A1 (en)
GB (1) GB1187616A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112578065A (en) * 2021-01-14 2021-03-30 谱尼测试集团北京检验认证科学研究院有限公司 Gas chromatography detection method for determining adiponitrile content in water
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

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112578065A (en) * 2021-01-14 2021-03-30 谱尼测试集团北京检验认证科学研究院有限公司 Gas chromatography detection method for determining adiponitrile content in water
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

Also Published As

Publication number Publication date
DE1668735A1 (en) 1971-05-13

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Legal Events

Date Code Title Description
CSNS Application of which complete specification have been accepted and published, but patent is not sealed