GB398982A - Improvements in the manufacture and production of alcohols - Google Patents

Improvements in the manufacture and production of alcohols

Info

Publication number
GB398982A
GB398982A GB1955032A GB1955032A GB398982A GB 398982 A GB398982 A GB 398982A GB 1955032 A GB1955032 A GB 1955032A GB 1955032 A GB1955032 A GB 1955032A GB 398982 A GB398982 A GB 398982A
Authority
GB
United Kingdom
Prior art keywords
heptadecenyl
copper
catalyst
carbinol
atmospheres
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
GB1955032A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to GB1955032A priority Critical patent/GB398982A/en
Publication of GB398982A publication Critical patent/GB398982A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/02Acyclic alcohols with carbon-to-carbon double bonds
    • C07C33/025Acyclic alcohols with carbon-to-carbon double bonds with only one double bond

Landscapes

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

Abstract

Unsaturated, especially aliphatic, aldehydes and ketones containing more than 15 carbon atoms are converted into unsaturated alcohols by catalytic hydrogenation under mild conditions. The process may be carried out in either the vapour or liquid phase, in presence or absence of inert solvents, and preferably under pressure. If highly efficient catalysts such as platinum, palladium, cobalt, or nickel are used their activity is reduced by poisoning with organic sulphur compounds or by dilution with weaker catalysts. The preferred catalysts are copper, zinc and cadmium and their compounds, particularly chromates, chromites, manganates, manganites, molybdates, tungstates and uranates. Activating additions such as the oxides of the alkali and alkaline earth metals including magnesium and aluminium may be employed and may be combined with the catalytic metal in such forms as calcium zincate and zinc aluminate. Alcohols which may be prepared according to the invention are oleyl alcohol, heptadecenyl methyl carbinol, di-heptadecenyl carbinol, heptadecenyl decenyl carbinol, heptadecenyl propyl carbinol, phenyldecenyl alcohol. Typical examples describe the hydrogenation of (1) heptadecenyl methyl ketone (obtained according to Specification 391,113) at 100 DEG C. and 50 atmospheres using a copper-aluminium catalyst, (2) oleic aldehyde at 100 DEG C. and 20 atmospheres with a copper catalyst, (3) heptadecenyl methyl ketone at 200 DEG C. and 100 atmospheres with a basic zinc chromate catalyst, (4) di-heptadecenyl ketone with a copper chromate catalyst.ALSO:Unsaturated, especially aliphatic, aldehydes and ketones containing more than 15 carbon atoms are converted into unsaturated alcohols by catalytic hydrogenation under mild conditions. The process may be carried out in either the vapour or liquid phase, in presence or absence of inert solvents, and preferably under increased pressure. If highly efficient catalysts such as platinum, palladium, cobalt, or nickel are used their activity should be reduced by poisoning e.g. with organic sulphur compounds or by dilution with weaker catalysts. The preferred catalysts are copper, zinc, and cadmium and their compounds, particularly their chromites, chromates, manganites, manganates, molybdates, tungstates, and uranates. The catalysts may be activated by addition of oxides and hydroxides of the alkali and alkaline earth metals including magnesium and aluminium; these oxides may be chemically combined with the catalytic oxides forming substances such as calcium zincate, zinc aluminate, copper manganite &c. Typical examples describe the hydrogenation of (1) heptadecenyl methyl ketone (obtained according to Specification 391,113) at 100 DEG C. and 50 atmospheres pressure using a copper-aluminium catalyst; (2) oleic aldehyde at 100 DEG C. and 20 atmospheres using a copper catalyst; (3) heptadecenyl methyl ketone at 200 DEG C. and 100 atmospheres with a basic zinc chromate catalyst; (4) heptadecenyl methyl ketone and di-heptadecenyl ketone with a copper chromate catalyst. The Specification also refers to the production of heptadecenyl decenyl carbinol, heptadecenyl propyl carbinol, phenyl-decenyl alcohol, and phenyl-decenyl ethyl carbinol.
GB1955032A 1932-07-11 1932-07-11 Improvements in the manufacture and production of alcohols Expired GB398982A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1955032A GB398982A (en) 1932-07-11 1932-07-11 Improvements in the manufacture and production of alcohols

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1955032A GB398982A (en) 1932-07-11 1932-07-11 Improvements in the manufacture and production of alcohols

Publications (1)

Publication Number Publication Date
GB398982A true GB398982A (en) 1933-09-28

Family

ID=10131254

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1955032A Expired GB398982A (en) 1932-07-11 1932-07-11 Improvements in the manufacture and production of alcohols

Country Status (1)

Country Link
GB (1) GB398982A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1220396B (en) * 1962-04-28 1966-07-07 Kyowa Hakko Kogyo Kk Process for the preparation of a catalyst suitable for the hydrogenation of alpha, beta-unsaturated carbonyl compounds
US3431311A (en) * 1960-06-25 1969-03-04 Distillers Co Yeast Ltd Production of alkanols

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3431311A (en) * 1960-06-25 1969-03-04 Distillers Co Yeast Ltd Production of alkanols
DE1220396B (en) * 1962-04-28 1966-07-07 Kyowa Hakko Kogyo Kk Process for the preparation of a catalyst suitable for the hydrogenation of alpha, beta-unsaturated carbonyl compounds

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