Composition containing highly unsaturated fatty acid or alkyl ester thereof and a method for producing the same

Patent metadata

Field	Value
Publication number	US-11499119-B2
Application number	US-202117154646-A
Country	US
Kind code	B2
Filing date	Jan 21, 2021
Priority date	Dec 12, 2018
Publication date	Nov 15, 2022
Grant date	Nov 15, 2022

Abstract

PROBLEM To provide a composition comprising highly enriched PUFA or its alkyl esters while containing fatty acid esters of 3-MCPD at adequately low concentrations and to provide an efficient method for producing the composition.MEANS FOR SOLVING A composition that contains fatty acids or fatty acid alkyl esters as its major component, the composition containing highly unsaturated fatty acid or alkyl ester thereof, wherein the proportion of the highly unsaturated fatty acid in the constituent fatty acids of the composition is 50 area % or more and wherein the concentration of 3-MCPD as found upon analyzing the composition by American Oil Chemists' Society official method Cd 29b-13 assay A is less than 1.80 ppm.

First claim

What is claimed is:

1. A method for producing a composition containing a highly unsaturated fatty acid or an alkyl ester thereof, which comprises:
(1) alkyl esterifying a raw material containing a triglyceride comprising a highly unsaturated fatty acid as constituent fatty acid to prepare a composition containing a highly unsaturated fatty acid alkyl ester;
(2) at least one selected from among
(a) reducing a monoacyl glycerol concentration in the composition prepared in step (1) to less than 10,000 ppm, wherein the monoacyl glycerol comprises as constituent fatty acid a fatty acid that has 5 or more carbon atoms fewer than the highly unsaturated fatty acid that constitutes the highly unsaturated fatty acid alkyl ester to be enriched in the composition prepared in step (1),
(b) reducing an iron concentration in the composition prepared in step (1) to less than 0.20 ppm, and
(c) reducing a chlorine concentration in the composition prepared in step (1) to less than 10 ppm; and

(3) distilling the composition resulting from step (2) and collecting the main distillate fraction, thereby obtaining a composition comprising 95% by weight or more of fatty acid or fatty acid alkyl esters.

2. The method according to claim 1 , wherein the concentration of 3-MCPD as found upon analyzing the main distillate fraction from step (3) by American Oil Chemists' Society official method Cd 29b-13 assay A is less than 1.80 ppm.

3. The method according to claim 1 , wherein step (2)(a) is performed by silica gel chromatography.

4. The method according to claim 1 , wherein distillation in step (3) is rectification.

5. The method according to claim 1 , wherein the concentration of monoacyl glycerol comprising as the constituent fatty acid a fatty acid that has 6 carbon atoms fewer than the highly unsaturated fatty acid that constitutes the highly unsaturated fatty acid alkyl ester to be enriched is reduced to less than 10,000 ppm in step (2).

6. The method according to claim 1 , wherein the highly unsaturated fatty acid is eicosapentaenoic acid, docosahexaenoic acid, dihomo-γ-linolenic acid, arachidonic acid, or a combination thereof.

7. The method according to claim 1 , wherein the raw material is a fish oil, a microorganism oil, a vegetable oil or a marine animal oil.

Assignees

• Nippon Suisan Kaisha Ltd

Inventors

• Doisaki Nobushige
• Furihata Kiyomi
• Yamaguchi Hideaki

Classifications

• B01D3/143

  by two or more of a fractionation, separation or rectification step · CPC title

• C11C3/10 Primary

  Ester interchange · CPC title

• C11B3/12 Primary

  by distillation · CPC title

• C11B1/06

  by pressing · CPC title

• C11B3/00 Primary

  Refining fats or fatty oils · CPC title