GB769127A - Epoxidation of fatty acids - Google Patents

Epoxidation of fatty acids

Info

Publication number
GB769127A
GB769127A GB6014/55A GB601455A GB769127A GB 769127 A GB769127 A GB 769127A GB 6014/55 A GB6014/55 A GB 6014/55A GB 601455 A GB601455 A GB 601455A GB 769127 A GB769127 A GB 769127A
Authority
GB
United Kingdom
Prior art keywords
acid
fatty acids
mol
fatty
oleic acid
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
GB6014/55A
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.)
FMC Corp
Original Assignee
FMC Corp
Food Machinery and Chemical Corp
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 FMC Corp, Food Machinery and Chemical Corp filed Critical FMC Corp
Publication of GB769127A publication Critical patent/GB769127A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D301/00Preparation of oxiranes
    • C07D301/02Synthesis of the oxirane ring
    • C07D301/03Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
    • C07D301/12Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with hydrogen peroxide or inorganic peroxides or peracids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D303/00Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02Compounds containing oxirane rings
    • C07D303/04Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D303/00Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02Compounds containing oxirane rings
    • C07D303/38Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D303/40Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals by ester radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Epoxy Compounds (AREA)

Abstract

Ethylenic unsaturated higher fatty acids of 16-22 carbon atoms are epoxidized by heating with 0.25 to 1 mol. of acetic acid, and 1 mol. of aqueous hydrogen peroxide, for each mol. of ethylenic unsaturation, and a catalytic amount of sulphuric acid in an inert organic solvent at 40 DEG to 100 DEG C., preferably 50 DEG to 80 DEG C., for 1 to 10 hours, the sulphuric acid being present in an amount of 1/2 to 5 per cent based on the combined weight of acetic acid and aqueous hydrogen peroxide. Suitable solvents are benzene and hexane. The preferred starting materials are oleic acid and fatty acid mixtures containing oleic acid such as fatty acids obtained from fatty oils. Detailed examples are given of the epoxidation of (1) a commercial fatty acid containing oleic acid; (2) cottonseed oil fatty acids; and (3) soybean oil fatty acid. The products are intermediates for lubricants, lubricant additives, stabilizers, plasticizers, resins and textile oils.
GB6014/55A 1954-03-10 1955-03-01 Epoxidation of fatty acids Expired GB769127A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US769127XA 1954-03-10 1954-03-10

Publications (1)

Publication Number Publication Date
GB769127A true GB769127A (en) 1957-02-27

Family

ID=22134937

Family Applications (1)

Application Number Title Priority Date Filing Date
GB6014/55A Expired GB769127A (en) 1954-03-10 1955-03-01 Epoxidation of fatty acids

Country Status (1)

Country Link
GB (1) GB769127A (en)

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