GB1076707A - A process for the isolation of alpha-glyceryl ethers from marine oils - Google Patents

A process for the isolation of alpha-glyceryl ethers from marine oils

Info

Publication number
GB1076707A
GB1076707A GB37208/65A GB3720865A GB1076707A GB 1076707 A GB1076707 A GB 1076707A GB 37208/65 A GB37208/65 A GB 37208/65A GB 3720865 A GB3720865 A GB 3720865A GB 1076707 A GB1076707 A GB 1076707A
Authority
GB
United Kingdom
Prior art keywords
solvent
glyceryl ethers
polar solvent
alpha
extraction
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
GB37208/65A
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of GB1076707A publication Critical patent/GB1076707A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
    • C07C43/04—Saturated ethers
    • C07C43/13—Saturated ethers containing hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B7/00—Separation of mixtures of fats or fatty oils into their constituents, e.g. saturated oils from unsaturated oils
    • C11B7/0008—Separation of mixtures of fats or fatty oils into their constituents, e.g. saturated oils from unsaturated oils by differences of solubilities, e.g. by extraction, by separation from a solution by means of anti-solvents
    • C11B7/0066—Separation of mixtures of fats or fatty oils into their constituents, e.g. saturated oils from unsaturated oils by differences of solubilities, e.g. by extraction, by separation from a solution by means of anti-solvents between two or more non-miscible solvent phases

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Analytical Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Fats And Perfumes (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Medicines Containing Material From Animals Or Micro-Organisms (AREA)

Abstract

Alpha glyceryl ethers are extracted from a marine oil source by alcoholysing such oil with a C1- 3 aliphatic alcohol, dissolving the alcoholysis product in a substantially non-polar solvent, contacting this solution with a polar solvent which is substantially immiscible with the nonpolar solvent so as to form two phases, recovering from the polar solvent phase an extract containing free hydroxylic alpha glyceryl ethers, saponifying the saponifiable matter of this extract, and recovering the alpha glyceryl ethers from the resulting soap by solvent extraction. These ethers have the formula CH2OH.CHOH.CH2OR, where R is a high alkenyl or alkyl, straight chained radical, e.g. oleyl, palmityl, palmitoleyl or stearyl. Suitable marine oils are dogfish and catfish liver oils. The non-polar solvent may be a hydrocarbon or a non-volatile edible glyceride oil; e.g. fish oil. The polar solvent may be aqueous methanol, containing 5-10% water. Saponification is suitably effected using KOH, and the solvent for extraction may be CH2Cl2. In the extraction stage a small quantity of phosphates may be present, e.g. NaH2PO4; Na2HPO4 and Na tripolyphosphate. The alpha glyceryl ethers may be removed from the solvent by fractional distillation or crystallization. Viiamin A present in the marine oil source may be removed by solvent extraction with CH2CL2 after removing the alpha glyceryl ethers, or before their removal, by molecular distillation.
GB37208/65A 1964-08-31 1965-08-31 A process for the isolation of alpha-glyceryl ethers from marine oils Expired GB1076707A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US393413A US3342876A (en) 1964-08-31 1964-08-31 Process for the isolation of alphaglyceryl ethers from marine oils

Publications (1)

Publication Number Publication Date
GB1076707A true GB1076707A (en) 1967-07-19

Family

ID=23554598

Family Applications (1)

Application Number Title Priority Date Filing Date
GB37208/65A Expired GB1076707A (en) 1964-08-31 1965-08-31 A process for the isolation of alpha-glyceryl ethers from marine oils

Country Status (2)

Country Link
US (1) US3342876A (en)
GB (1) GB1076707A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2476211C1 (en) * 2011-09-16 2013-02-27 Федеральное государственное бюджетное учреждение науки Институт биологии моря им. А.В. Жирмунского Дальневосточного отделения Российской академии наук Method for producing alkyl-glycerol esters of sea fats

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5639033A (en) * 1979-09-04 1981-04-14 Kao Corp Alpha-mono(methyl-branched alkyl glyceryl ether and skin cosmetic containing the same

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2476211C1 (en) * 2011-09-16 2013-02-27 Федеральное государственное бюджетное учреждение науки Институт биологии моря им. А.В. Жирмунского Дальневосточного отделения Российской академии наук Method for producing alkyl-glycerol esters of sea fats

Also Published As

Publication number Publication date
US3342876A (en) 1967-09-19

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