GB925148A - Process for catalytic isomerisation of compounds of unconjugated polyethenoid acids - Google Patents

Process for catalytic isomerisation of compounds of unconjugated polyethenoid acids

Info

Publication number
GB925148A
GB925148A GB3963960A GB3963960A GB925148A GB 925148 A GB925148 A GB 925148A GB 3963960 A GB3963960 A GB 3963960A GB 3963960 A GB3963960 A GB 3963960A GB 925148 A GB925148 A GB 925148A
Authority
GB
United Kingdom
Prior art keywords
fatty acids
acids
amides
compounds
propyl
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
GB3963960A
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.)
Harburger Fettchemie Brinckman and Mergell GmbH
Original Assignee
Harburger Fettchemie Brinckman and Mergell GmbH
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
Priority claimed from DE1959H0038039 external-priority patent/DE1156788C2/en
Priority claimed from DEH39186A external-priority patent/DE1156789B/en
Application filed by Harburger Fettchemie Brinckman and Mergell GmbH filed Critical Harburger Fettchemie Brinckman and Mergell GmbH
Publication of GB925148A publication Critical patent/GB925148A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11CFATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • C11C3/14Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by isomerisation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/30Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Conjugated esters, amides and polyamides of polyethenoid acids and mixtures thereof are prepared by the catalytic isomerisation of the unconjugated polyethenoid compound or compounds, at between 60 DEG and 180 DEG C., with 0.05 to 5.0% by weight of an alkali metal alcoholate as catalyst, and in the absence of compounds such as water, free fatty acids and peroxides which will inactivate the catalyst. Esters of monohydric alcohols and linoleic, linolenic, arachidonic and tri-, tetra-, penta-, and hexethenoid acids, or amides of these acids may be used. The catalysts may be formed by reacting alkali metals, hydrides or amides thereof with methyl, ethyl, propyl or butyl alcohol, and the activity increased by the addition of monohydric alcohols and the reaction may be carried out in solvents such as heptane, dimethyl formamide and dimethyl sulphoxide. Examples describe the treatment of (1) the methyl, ethyl, propyl and butyl esters of soya bean fatty acids using potassium methylate, ethylate, propylate and butylate, (2) the propyl ester of cotton seed fatty acids with potassium methylate and isopropylate, (3) the methyl ester of fish oil fatty acids with caesium t-butylate, and an amine, e.g. ethylene diamine, and (4) the amides of soya bean fatty acids prepared by treatment of the methyl ester with ethylene diamine with potassium methylate. Interesterification and amination may take place during the isomerisation.
GB3963960A 1959-12-02 1960-11-18 Process for catalytic isomerisation of compounds of unconjugated polyethenoid acids Expired GB925148A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE1959H0038039 DE1156788C2 (en) 1959-12-02 1959-12-02 Process for converting fatty acid esters of monohydric alcohols with isolated double bonds (íÀIsolenfettsaeureesterníÂ) into fatty acid esters with conjugated double bonds (íÀkonjuenfettsaeureesteríÂ)
DEH39186A DE1156789B (en) 1960-04-16 1960-04-16 Process for the conversion of fatty acid esters of monohydric alcohols with isolated double bonds (íÀIsolenfettsaeureesterníÂ) into fatty acid esters with conjugated double bonds (íÀkonjuenfettsaeureesteríÂ)

Publications (1)

Publication Number Publication Date
GB925148A true GB925148A (en) 1963-05-01

Family

ID=25979613

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3963960A Expired GB925148A (en) 1959-12-02 1960-11-18 Process for catalytic isomerisation of compounds of unconjugated polyethenoid acids

Country Status (3)

Country Link
DK (1) DK117765B (en)
GB (1) GB925148A (en)
SE (1) SE303998B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4556754A (en) * 1982-02-19 1985-12-03 Chemische Werke Huels Aktiengesellschaft Process for the isomerization of isolated double bonds to conjugated double bonds in low-molecular weight homo- and/or copolymers of 1,3-dienes
US6881854B2 (en) 2001-03-29 2005-04-19 Basf Aktiengesellschaft Conjugated unsaturated glyceride mixtures and a method for producing the same
US7304089B2 (en) 2001-01-17 2007-12-04 Basf Aktiengesellschaft Preparation for improved dietary utilisation

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4556754A (en) * 1982-02-19 1985-12-03 Chemische Werke Huels Aktiengesellschaft Process for the isomerization of isolated double bonds to conjugated double bonds in low-molecular weight homo- and/or copolymers of 1,3-dienes
US7304089B2 (en) 2001-01-17 2007-12-04 Basf Aktiengesellschaft Preparation for improved dietary utilisation
US6881854B2 (en) 2001-03-29 2005-04-19 Basf Aktiengesellschaft Conjugated unsaturated glyceride mixtures and a method for producing the same

Also Published As

Publication number Publication date
DK117765B (en) 1970-06-01
SE303998B (en) 1968-09-16

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