GB1213330A - Improvement in catalytic hydrogenation of adiponitrile process - Google Patents

Improvement in catalytic hydrogenation of adiponitrile process

Info

Publication number
GB1213330A
GB1213330A GB3952668A GB3952668A GB1213330A GB 1213330 A GB1213330 A GB 1213330A GB 3952668 A GB3952668 A GB 3952668A GB 3952668 A GB3952668 A GB 3952668A GB 1213330 A GB1213330 A GB 1213330A
Authority
GB
United Kingdom
Prior art keywords
adiponitrile
hexamethylenimine
reactor
hydrogenation
passed
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
GB3952668A
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.)
Monsanto Co
Original Assignee
Monsanto Co
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 Monsanto Co filed Critical Monsanto Co
Publication of GB1213330A publication Critical patent/GB1213330A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/44—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers
    • C07C209/48—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers by reduction of nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/44—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers
    • C07C209/52—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers by reduction of imines or imino-ethers

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)

Abstract

1,213,330. Hexamethylenediamine. MONSANTO CO. 19 Aug., 1968 [28 Aug., 1967], No. 39526/68. Heading C2C. Hexamethylene diamine is prepared by catalytic hydrogenation of adiponitrile in the presence of ammonia, the crude product being refined to remove at least the hexamethylenimine by-product which is then passed through the hydrogenation reactor and converted to additional hexamethylenediamine. The feed material may comprise H 2 , NH 3 and adiponitrile, the mole ratios ranging from 25-32 : 1 NH 3 to adiponitrile, and 35-43 : 1 H 2 to adiponitrile. The feed is usually passed continuously through a reactor at 120-170‹ C. and 4000-6000 psig in the presence of a Ni or Co catalyst, hexamethylenimine being separated from the crude product by distillation and continuously mixed with the feed. The hydrogenation may if desired be effected in the presence of a small amount of water and the hexamethylenimine may be passed into the reactor in the form of its water azeotrope. The process may also be operated batchwise.
GB3952668A 1967-08-28 1968-08-19 Improvement in catalytic hydrogenation of adiponitrile process Expired GB1213330A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US66353867A 1967-08-28 1967-08-28

Publications (1)

Publication Number Publication Date
GB1213330A true GB1213330A (en) 1970-11-25

Family

ID=24662265

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3952668A Expired GB1213330A (en) 1967-08-28 1968-08-19 Improvement in catalytic hydrogenation of adiponitrile process

Country Status (6)

Country Link
BE (1) BE720046A (en)
DE (1) DE1793293A1 (en)
FR (1) FR1579763A (en)
GB (1) GB1213330A (en)
LU (1) LU56733A1 (en)
NL (1) NL6812249A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112898163A (en) * 2019-12-03 2021-06-04 中国科学院大连化学物理研究所 Method for preparing 1, 6-hexamethylene diamine by ammoniation of hexamethylene imine

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112898163A (en) * 2019-12-03 2021-06-04 中国科学院大连化学物理研究所 Method for preparing 1, 6-hexamethylene diamine by ammoniation of hexamethylene imine
CN112898163B (en) * 2019-12-03 2022-06-24 中国科学院大连化学物理研究所 Method for preparing 1, 6-hexamethylene diamine by ammoniation of hexamethylene imine

Also Published As

Publication number Publication date
NL6812249A (en) 1969-03-04
BE720046A (en) 1969-02-28
LU56733A1 (en) 1969-06-10
DE1793293A1 (en) 1971-07-08
FR1579763A (en) 1969-08-29

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees