GB783661A - Production of fatty alcohols - Google Patents

Production of fatty alcohols

Info

Publication number
GB783661A
GB783661A GB30207/55A GB3020755A GB783661A GB 783661 A GB783661 A GB 783661A GB 30207/55 A GB30207/55 A GB 30207/55A GB 3020755 A GB3020755 A GB 3020755A GB 783661 A GB783661 A GB 783661A
Authority
GB
United Kingdom
Prior art keywords
per cent
oil
ester
fatty acids
carbon atoms
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
GB30207/55A
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.)
Hedley Thomas & Co Ltd
Thomas Hedley and Co Ltd
Original Assignee
Hedley Thomas & Co Ltd
Thomas Hedley and Co 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 Hedley Thomas & Co Ltd, Thomas Hedley and Co Ltd filed Critical Hedley Thomas & Co Ltd
Publication of GB783661A publication Critical patent/GB783661A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • C07C29/149—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof with hydrogen or hydrogen-containing gases
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/02—Monohydroxylic acyclic alcohols
    • C07C31/08—Ethanol
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/02—Monohydroxylic acyclic alcohols
    • C07C31/125—Monohydroxylic acyclic alcohols containing five to twenty-two carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
    • C07C69/12—Acetic acid esters
    • C07C69/14—Acetic acid esters of monohydroxylic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
    • C07C69/22—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety
    • C07C69/24—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety esterified with monohydroxylic compounds

Landscapes

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

Abstract

An alcohol is produced from a lower alkyl ester of a higher aliphatic carboxylic acid, the alcohol having the same number of carbon atoms as the carboxylic acid, by a process comprising contacting the ester in the presence of at least 1 per cent, based upon the weight of the ester, of a copper-chromium oxide catalyst, at a pressure of 2000 to 4000 pounds per square inch at 550 DEG to 625 DEG F., with hydrogen containing 0.3 to 1.4 molar per cent of carbon monoxide, the molar ratio of hydrogen to the ester being in the range from 15 : 1 to 40 : 1. The "lower alkyl esters" contain 1 to 4 carbon atoms in the alcohol residue of the ester and the "higher aliphatic carboxylic acids" contain from 6 to 22 carbon atoms in the molecule. Suitable esters for use as starting materials are, for example, the methyl, ethyl, isopropyl and butyl esters of fatty acids derived from coconut oil, tallow, sperm oil, palm oil, palm kernel oil, soybean oil, and cottonseed oil. In the examples: (a) the methyl esters of the mixture of fatty acids derived from coconut oil is continuously hydrogenated with hydrogen gas containing initially 1.1 molar per cent of carbon monoxide (subsequently dropping to 0.3 per cent), to give fatty alcohols having the same numbers of carbon atoms as the fatty acids; (b) the methyl esters of the mixture of fatty acids derived from tallow is continuously hydrogenated with hydrogen gas initially containing 1.1 molar per cent of carbon monoxide (subsequently dropping to 0.6 per cent) to give the corresponding alcohols; and (c) a mixture of the methyl esters of the fatty acids derived from coconut oil and from tallow is continuously hydrogenated with hydrogen gas initially containing 1.1 molar per cent of carbon monoxide (subsequently dropping to 0.3 per cent) to give the corresponding alcohols.
GB30207/55A 1954-11-01 1955-10-21 Production of fatty alcohols Expired GB783661A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US783661XA 1954-11-01 1954-11-01

Publications (1)

Publication Number Publication Date
GB783661A true GB783661A (en) 1957-09-25

Family

ID=22143585

Family Applications (1)

Application Number Title Priority Date Filing Date
GB30207/55A Expired GB783661A (en) 1954-11-01 1955-10-21 Production of fatty alcohols

Country Status (1)

Country Link
GB (1) GB783661A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1150371B (en) * 1960-04-23 1963-06-20 Hydrierwerk Rodleben Veb Process for the production of higher molecular weight alcohols
DE1240061B (en) * 1961-05-13 1967-05-11 Metallgesellschaft Ag Process for the production of aliphatic or cycloaliphatic glycols by catalytic hydrogenation of dicarboxylic acids
DE1266295B (en) * 1964-07-20 1968-04-18 Hydrierwerk Rodleben Veb Process for the continuous production of fatty alcohols by hydrogenation of fatty acids
US4405819A (en) * 1982-05-03 1983-09-20 Conoco Inc. Process for the production of alcohols from carboxylic acids
US4496529A (en) * 1984-06-20 1985-01-29 Olin Corporation Preparation of metal cyanates from alkyl carbamates
US5001284A (en) * 1988-10-06 1991-03-19 L'air Liquide, Societe Anonyme Pour L'etude Et L'exploitation Des Procedes Georges Claude Process for manufacturing fatty alcohols

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1150371B (en) * 1960-04-23 1963-06-20 Hydrierwerk Rodleben Veb Process for the production of higher molecular weight alcohols
DE1240061B (en) * 1961-05-13 1967-05-11 Metallgesellschaft Ag Process for the production of aliphatic or cycloaliphatic glycols by catalytic hydrogenation of dicarboxylic acids
DE1266295B (en) * 1964-07-20 1968-04-18 Hydrierwerk Rodleben Veb Process for the continuous production of fatty alcohols by hydrogenation of fatty acids
US4405819A (en) * 1982-05-03 1983-09-20 Conoco Inc. Process for the production of alcohols from carboxylic acids
US4496529A (en) * 1984-06-20 1985-01-29 Olin Corporation Preparation of metal cyanates from alkyl carbamates
US5001284A (en) * 1988-10-06 1991-03-19 L'air Liquide, Societe Anonyme Pour L'etude Et L'exploitation Des Procedes Georges Claude Process for manufacturing fatty alcohols

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