GB558881A - - Google Patents

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Publication number
GB558881A
GB558881A GB558881DA GB558881A GB 558881 A GB558881 A GB 558881A GB 558881D A GB558881D A GB 558881DA GB 558881 A GB558881 A GB 558881A
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Prior art keywords
acids
fatty acids
isomerised
fatty
oils
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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
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Publication of GB558881A publication Critical patent/GB558881A/en
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Abstract

558,881. Modified fatty acids and fatty oils. STEVENS, A. H. (American Cyanamid Co.). Oct. 15, 1941, No. 13286. [Class 91] [Also in Group IV] Polyunsaturated higher fatty acids containing at least two and preferably non-conjugated double bonds are isomerised to bring about a substantial content of conjugated double bonds therein by heating an aqueous solution of their soaps and an excess of alkali in a closed chamber at temperatures of about 200‹-250‹ C. and under the corresponding autogenic pressure. The process may be applied directly to oils containing the glycerides of such acids, such as oils of iodine number of at least 110 e.g. vegetable and fish oils. Linseed, soya bean, and cottonseed oil are specified amongst others. The process may be applied to such acids in which a proportion of the double bonds are already in the conjugated position, the products obtained containing an increased proportion thereof e.g. dehydrated castor oil fatty acids. The process is not advantageous with eleostearic acid or oils containing its glycerides, such as tung or oiticica oil. The isomerised fatty acids are liberated from their soaps, such as by acidifying with HCl, and these acids may then be re-esterified with a polyhydric alcohol containing at least three esterifiable hydroxy groups, such as glycerol, pentaerythritol, or dipentaerythritol, to give improved drying oils. The content of polyunsaturated fatty acids in the initial fatty acid mixture, e.g. soya bean fatty acids may be increased by preliminarily separating out the more saturated fatty acids, stearic acid &c. such as by cooling the mixture and filtering off the crystallized saturated acids. The content of conjugated double bond fatty acids may also be increased by vacuum distillation of the isomerised fatty acid mixture to give fractions richer in conjugated acids. In the numerous examples given starting with the fatty acid mixtures specified above, isomerised fatty acid mixtures are obtained containing substantial proportions of 9, 11-octadecadienic acid 1 and 10, 12, 14-octadecatrienic acid. Besides caustic soda and caustic potash, lithium hydroxide is specified for effecting the isomerisation. The isomerised fatty acids may be used for preparing modified alkyd resins by heating mixtures of phthalic anhydride, glycerine and the isomerised acids, the acids specified comprising isomerised linseed fatty acids, isomerised soya bean fatty acids, and isomerised fish oil fatty acids respectively. Specification 561,803 is referred to. Reference has been directed by the Comptroller to Specification 561,803.
GB558881D Expired GB558881A (en)

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GB558881A true GB558881A (en) 1900-01-01

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Cited By (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1156788B (en) * 1959-12-02 1963-11-07 Brinckmann Harburger Fett 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)
US6015833A (en) * 1998-03-17 2000-01-18 Conlinco., Inc. Conjugated linoleic acid compositions
US6042869A (en) * 1998-02-20 2000-03-28 Natural Nutrition Ltd. Bulk animal feeds containing conjugated linoleic acid
US6060514A (en) * 1998-05-04 2000-05-09 Conlin Co., Inc. Isomer enriched conjugated linoleic acid compositions
US6214372B1 (en) 1998-05-04 2001-04-10 Con Lin Co., Inc. Method of using isomer enriched conjugated linoleic acid compositions
WO2001040419A2 (en) * 1999-12-01 2001-06-07 Her Majesty In Right Of Canada As Represented By The Minister Of Agriculture Method for commercial preparation of linoleic acid
US6380409B1 (en) 2000-04-24 2002-04-30 Conlin Co., Inc. Methods for preparing CLA isomers
US6432469B1 (en) 2000-02-17 2002-08-13 Natural Corporation Bulk animal feeds containing conjugated linoleic acid
US6677470B2 (en) 2001-11-20 2004-01-13 Natural Asa Functional acylglycerides
US6696584B2 (en) 1998-05-04 2004-02-24 Natural Asa Isomer enriched conjugated linoleic acid compositions
US6743931B2 (en) 2002-09-24 2004-06-01 Natural Asa Conjugated linoleic acid compositions
US6756405B2 (en) 2000-04-18 2004-06-29 Natural Asa Conjugated linoleic acid powder
US7029691B1 (en) 1998-03-17 2006-04-18 Natural Asa Conjugated linoleic acid compositions
US7078051B1 (en) 1998-08-11 2006-07-18 Natural Asa Conjugated linoleic acid alkyl esters in feedstuffs and food
US7101914B2 (en) 1998-05-04 2006-09-05 Natural Asa Isomer enriched conjugated linoleic acid compositions
US7776353B1 (en) 1998-03-17 2010-08-17 Aker Biomarine Asa Conjugated linoleic acid compositions
CZ303221B6 (en) * 2007-01-10 2012-05-30 Moravol, Spol. S R. O. Process for preparing mixtures of conjugated fatty acids
US8207225B2 (en) 1998-03-17 2012-06-26 Aker Biomarine Asa Conjugated linoleic acid compositions

Cited By (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1156788C2 (en) * 1959-12-02 1973-11-22 Brinckmann Harburger Fett Process for converting fatty acid esters of monohydric alcohols with isolated double bonds (íÀIsolenfettsaeureesterníÂ) into fatty acid esters with conjugated double bonds (íÀkonjuenfettsaeureesteríÂ)
DE1156788B (en) * 1959-12-02 1963-11-07 Brinckmann Harburger Fett 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)
US6203843B1 (en) 1998-02-20 2001-03-20 Natural Nutrition Ltd. Bulk animal feeds containing conjugated linoleic acid
US6042869A (en) * 1998-02-20 2000-03-28 Natural Nutrition Ltd. Bulk animal feeds containing conjugated linoleic acid
US6344230B2 (en) 1998-02-20 2002-02-05 Natural Limited Bulk animal feeds containing conjugated linoleic acid
US7452548B1 (en) 1998-03-17 2008-11-18 Aker Biomarine Asa Conjugated linoleic acid compositions
US8207225B2 (en) 1998-03-17 2012-06-26 Aker Biomarine Asa Conjugated linoleic acid compositions
US7776353B1 (en) 1998-03-17 2010-08-17 Aker Biomarine Asa Conjugated linoleic acid compositions
US7514096B2 (en) 1998-03-17 2009-04-07 Aker Biomarine Asa Triacylglycerols of enriched CLA content
US7029691B1 (en) 1998-03-17 2006-04-18 Natural Asa Conjugated linoleic acid compositions
US6015833A (en) * 1998-03-17 2000-01-18 Conlinco., Inc. Conjugated linoleic acid compositions
US6214372B1 (en) 1998-05-04 2001-04-10 Con Lin Co., Inc. Method of using isomer enriched conjugated linoleic acid compositions
US6242621B1 (en) 1998-05-04 2001-06-05 Conlinco., Inc. Isomer enriched conjugated linoleic acid compositions
US6060514A (en) * 1998-05-04 2000-05-09 Conlin Co., Inc. Isomer enriched conjugated linoleic acid compositions
US7101914B2 (en) 1998-05-04 2006-09-05 Natural Asa Isomer enriched conjugated linoleic acid compositions
US6696584B2 (en) 1998-05-04 2004-02-24 Natural Asa Isomer enriched conjugated linoleic acid compositions
US7078051B1 (en) 1998-08-11 2006-07-18 Natural Asa Conjugated linoleic acid alkyl esters in feedstuffs and food
WO2001040419A3 (en) * 1999-12-01 2001-10-04 Ca Minister Agriculture & Food Method for commercial preparation of linoleic acid
WO2001040419A2 (en) * 1999-12-01 2001-06-07 Her Majesty In Right Of Canada As Represented By The Minister Of Agriculture Method for commercial preparation of linoleic acid
US6432469B1 (en) 2000-02-17 2002-08-13 Natural Corporation Bulk animal feeds containing conjugated linoleic acid
US6756405B2 (en) 2000-04-18 2004-06-29 Natural Asa Conjugated linoleic acid powder
US6380409B1 (en) 2000-04-24 2002-04-30 Conlin Co., Inc. Methods for preparing CLA isomers
US6677470B2 (en) 2001-11-20 2004-01-13 Natural Asa Functional acylglycerides
US6743931B2 (en) 2002-09-24 2004-06-01 Natural Asa Conjugated linoleic acid compositions
CZ303221B6 (en) * 2007-01-10 2012-05-30 Moravol, Spol. S R. O. Process for preparing mixtures of conjugated fatty acids

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