GB969542A - Process for the manufacture of cycloaliphatic amines - Google Patents

Process for the manufacture of cycloaliphatic amines

Info

Publication number
GB969542A
GB969542A GB44815/61A GB4481561A GB969542A GB 969542 A GB969542 A GB 969542A GB 44815/61 A GB44815/61 A GB 44815/61A GB 4481561 A GB4481561 A GB 4481561A GB 969542 A GB969542 A GB 969542A
Authority
GB
United Kingdom
Prior art keywords
sodium carbonate
parts
catalyst
cobalt oxide
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
GB44815/61A
Inventor
John David Seddon
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 GB44815/61A priority Critical patent/GB969542A/en
Publication of GB969542A publication Critical patent/GB969542A/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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/24—Preparation of compounds containing amino groups bound to a carbon skeleton by reductive alkylation of ammonia, amines or compounds having groups reducible to amino groups, with carbonyl compounds
    • C07C209/26—Preparation of compounds containing amino groups bound to a carbon skeleton by reductive alkylation of ammonia, amines or compounds having groups reducible to amino groups, with carbonyl compounds by reduction with hydrogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/68—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/68—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
    • C07C209/70—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton by reduction of unsaturated amines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C211/03—Monoamines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/33—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C211/34—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton
    • C07C211/35—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton containing only non-condensed rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/33—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C211/34—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton
    • C07C211/36—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton containing at least two amino groups bound to the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Abstract

In a process for the manufacture of cyclo-aliphatic amines by the liquid phase hydrogenation of aromatic amines of the benzene series employing a catalyst containing nickel or cobalt oxide mixed with calcium oxide and sodium carbonate, the sodium carbonate is dried by heating, preferably at a temperature from 100-130 DEG C. until a further substantial weight loss is detectable, before use in the catalyst and is substantially free from moisture. The proportions by weight of nickel or cobalt oxide with lime and sodium carbonate present in the catalyst are nickel cobalt oxide 1-10 parts preferably about 5 parts, dehydrated lime 10-30 parts preferably about 20 parts and sodium carbonate 10-30 parts preferably about 24 parts. In an example aniline, cobalt oxide, and calcium oxide (prepared by the ignition of calcium hydroxide for 16 hours at 800 DEG C.) and sodium carbonate (dried in air at 120 DEG C. for 2 hours) are charged to a hydrogenation autoclave which is purged with nitrogen and then with hydrogen and sufficient hydrogen is then passed in to give a pressure of 30 atmospheres at 200 DEG C. The autoclave is rotated while it is heated to 200 DEG C. and the pressure is kept at 30 atmospheres by passing in hydrogen as it reacts. The product which contains cyclohexylamine, aniline and dicyclohexylamine and cyclohexaniline is filtered from the catalyst and fractionally distilled. Specification 295,033 is referred to.
GB44815/61A 1961-12-14 1961-12-14 Process for the manufacture of cycloaliphatic amines Expired GB969542A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB44815/61A GB969542A (en) 1961-12-14 1961-12-14 Process for the manufacture of cycloaliphatic amines

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB44815/61A GB969542A (en) 1961-12-14 1961-12-14 Process for the manufacture of cycloaliphatic amines

Publications (1)

Publication Number Publication Date
GB969542A true GB969542A (en) 1964-09-09

Family

ID=10434859

Family Applications (1)

Application Number Title Priority Date Filing Date
GB44815/61A Expired GB969542A (en) 1961-12-14 1961-12-14 Process for the manufacture of cycloaliphatic amines

Country Status (1)

Country Link
GB (1) GB969542A (en)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4952549A (en) * 1988-01-22 1990-08-28 Bayer Aktiengesellschaft Ruthenium catalyst, process for its preparation and process for the preparation of a mixture of cyclohexylamine and dicyclohexylamine using the ruthenium catalyst
US5023226A (en) * 1988-01-22 1991-06-11 Bayer Aktiengesellschaft Ruthenium supported catalyst, its preparation and its use in the preparation of substituted or unsubstituted cyclohexylamine and substituted or unsubstituted dicyclohexylamine
EP0778261A1 (en) 1995-12-08 1997-06-11 Bayer Ag Process for the preparation of a cyclohexylamine and dicyclohexylamine mixture
EP0790232A1 (en) 1996-02-15 1997-08-20 Bayer Ag Process for the preparation of a mixture of cyclohexyl amine and dicyclohexyl amine
US6043395A (en) * 1998-06-04 2000-03-28 Bayer Aktiengesellschaft Process for preparing variable mixtures of cyclohexyl-amine and dicyclohexylamine
US6111140A (en) * 1996-10-10 2000-08-29 Bayer Aktiengesellschaft Ru--Pd halogen-free catalyzers and method for producing cycloaliphatic amines
US6335470B1 (en) 1997-12-09 2002-01-01 Gerhard Darsow Method for producing variable mixtures of cyclohexylamine and dicyclohexylamine
WO2012018310A1 (en) 2010-08-02 2012-02-09 Duslo, A.S. Process for the production of highly pure dicyclohexylamine from by-products resulting from the producton of cyclohexylamine
CN109651165A (en) * 2017-10-10 2019-04-19 中国石油化工股份有限公司 Aniline adds the method for hydrogen production cyclohexylamine

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4952549A (en) * 1988-01-22 1990-08-28 Bayer Aktiengesellschaft Ruthenium catalyst, process for its preparation and process for the preparation of a mixture of cyclohexylamine and dicyclohexylamine using the ruthenium catalyst
US5023226A (en) * 1988-01-22 1991-06-11 Bayer Aktiengesellschaft Ruthenium supported catalyst, its preparation and its use in the preparation of substituted or unsubstituted cyclohexylamine and substituted or unsubstituted dicyclohexylamine
EP0778261A1 (en) 1995-12-08 1997-06-11 Bayer Ag Process for the preparation of a cyclohexylamine and dicyclohexylamine mixture
US5705700A (en) * 1995-12-08 1998-01-06 Bayer Aktiengesellschaft Process for preparing a mixture of cyclohexylamine and dicyclohexylamine
EP0790232A1 (en) 1996-02-15 1997-08-20 Bayer Ag Process for the preparation of a mixture of cyclohexyl amine and dicyclohexyl amine
US5728883A (en) * 1996-02-15 1998-03-17 Bayer Aktiengesellschaft Process for preparing a mixture of cyclohexylamine and dicyclohexylamine
US6111140A (en) * 1996-10-10 2000-08-29 Bayer Aktiengesellschaft Ru--Pd halogen-free catalyzers and method for producing cycloaliphatic amines
US6335470B1 (en) 1997-12-09 2002-01-01 Gerhard Darsow Method for producing variable mixtures of cyclohexylamine and dicyclohexylamine
US6043395A (en) * 1998-06-04 2000-03-28 Bayer Aktiengesellschaft Process for preparing variable mixtures of cyclohexyl-amine and dicyclohexylamine
WO2012018310A1 (en) 2010-08-02 2012-02-09 Duslo, A.S. Process for the production of highly pure dicyclohexylamine from by-products resulting from the producton of cyclohexylamine
CN109651165A (en) * 2017-10-10 2019-04-19 中国石油化工股份有限公司 Aniline adds the method for hydrogen production cyclohexylamine
CN109651165B (en) * 2017-10-10 2022-04-05 中国石油化工股份有限公司 Method for producing cyclohexylamine by aniline hydrogenation

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