GB1025265A - Method of making edible polyglycerol and polyglycerol fatty acid esters - Google Patents

Method of making edible polyglycerol and polyglycerol fatty acid esters

Info

Publication number
GB1025265A
GB1025265A GB37692/62A GB3769262A GB1025265A GB 1025265 A GB1025265 A GB 1025265A GB 37692/62 A GB37692/62 A GB 37692/62A GB 3769262 A GB3769262 A GB 3769262A GB 1025265 A GB1025265 A GB 1025265A
Authority
GB
United Kingdom
Prior art keywords
polyglycerol
amount
reaction
weight
fatty 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
GB37692/62A
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.)
Drew Chemical Corp
Original Assignee
Drew 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 Drew Chemical Corp filed Critical Drew Chemical Corp
Publication of GB1025265A publication Critical patent/GB1025265A/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
    • C11C3/02Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with glycerol
    • C11C3/025Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with glycerol with a stoechiometric excess of glycerol
    • AHUMAN NECESSITIES
    • A21BAKING; EDIBLE DOUGHS
    • A21DTREATMENT, e.g. PRESERVATION, OF FLOUR OR DOUGH, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS; PRESERVATION THEREOF
    • A21D2/00Treatment of flour or dough by adding materials thereto before or during baking
    • A21D2/08Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
    • A21D2/14Organic oxygen compounds
    • A21D2/16Fatty acid esters
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L29/00Foods or foodstuffs containing additives; Preparation or treatment thereof
    • A23L29/10Foods or foodstuffs containing additives; Preparation or treatment thereof containing emulsifiers
    • 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
    • C11C3/003Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with alcohols

Abstract

Polyglycerols and fatty acid esters thereof are prepared by heating glycerol with an interesterification catalyst in an amount not exceeding 5% by weight of the glycerol to a sufficiently high temperature above 100 DEG C. to cause polymerization, simultaneously removing water formed in the reaction by distillation, cooling the reaction, adding an amount of water at least 30% by weight of, but less than the amount of, the polyglycerol, introducing a solid bleaching agent in an amount not exceeding 20% by weight of said polyglycerol, maintaining a temperature above room temperature and below 100 DEG C. for a sufficient time to bleach said polyglycerol, separating said polyglycerol from said water and, if desired, esterifying the bleached polyglycerol by heating with saturated or unsaturated fatty acids having 2-22 carbon atoms in the molecule, and/or with their glycerides or anhydrides to polyglycerol esters. The polymerization reaction can be stopped at the desired degree of polymerization, usually when the polyglycerol contains 2-30, preferably 3-8, glyceryl units, by determining the specific gravity, refractive index and the viscosity at suitable times during the source of the reaction. All or only one, but preferably 1-4, of the hydroxyl groups of the polyglycerol may be esterified with the fatty acids. Specified interesterification catalysts are the alkyl metal oxides and hydroxides, iodine, sodium acetate and sodium glyceroxide and specified bleaching agents are carbon black, activated clay and bleaching earths. In modifications of the process (a) the esterification is effected with a glyceride which is a vegetable or animal fat or oil and (b) a polyglycerol ester with a fatty acid is reacted with acetic acid to form the acetate.ALSO:Polyglycerols and fatty acid esters thereof are prepared by heating glycerol with an interesterification catalyst in an amount not exceeding 5% by weight of the glycerol to a sufficiently high temperature above 100 DEG C. to cause polymerization, simultaneously removing water formed in the reaction by distillation, cooling the reaction, adding an amount of water at least 30% by weight of, but less than the amount of, the polyglycerol, introducing a solid bleaching agent in an amount not exceeding 20% by weight of said polyglycerol, maintaining a temperature above room temperature and below 100 DEG C. for a sufficient time to bleach said polyglycerol, separating said polyglycerol from said water and, if desired, esterifying the bleached polyglycerol by heating with saturated or unsaturated fatty acids having 2-22 carbon atoms in the molecule, and/or with their glycerides or anhydrides to polyglycerol esters. The polymerization reaction can be stopped at the desired degree of polymerization, usually when the polyglycerol contains 2-30, preferably 3-8, glyceryl units, by determining the specific gravity, refractive index and the viscosity at suitable times during the course of the reaction. All or only one, but preferably 1-4, of the hydroxyl groups of the polyglycerol may be esterified with the fatty acids. Specified inter-esterification catalysts are the alkyl metal oxides and hydroxides, iodine, sodium acetate and sodium glyceroxide and specified bleaching agents are carbon black, activated clay and bleaching earths. In modifications of the process (a) the esterification is effected with a glyceride which is a vegetable or animal fat or oil and (b) a polyglycerol ester with a fatty acid is reacted with acetic acid to form the acetate.ALSO:A composition for intravenous injection contain 0.01 to 5% preferably 0.12 to 0.18%, by weight of a polyglycerol-fatty acid ester prepared by a novel process (see Division C2). The esters may also be included in creams and ointments.
GB37692/62A 1961-10-05 1962-10-05 Method of making edible polyglycerol and polyglycerol fatty acid esters Expired GB1025265A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US14947761A 1961-10-05 1961-10-05

Publications (1)

Publication Number Publication Date
GB1025265A true GB1025265A (en) 1966-04-06

Family

ID=22530460

Family Applications (1)

Application Number Title Priority Date Filing Date
GB37692/62A Expired GB1025265A (en) 1961-10-05 1962-10-05 Method of making edible polyglycerol and polyglycerol fatty acid esters

Country Status (1)

Country Link
GB (1) GB1025265A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4456627A (en) * 1981-07-15 1984-06-26 Lever Brothers Company Polyglycerol esters
US4464411A (en) * 1982-11-05 1984-08-07 Scm Corporation Confectionary coating compositions containing polyglycerol ester emulsifiers
WO2006041011A1 (en) 2004-10-12 2006-04-20 Taiyo Kagaku Co., Ltd. Polyglycerol fatty acid ester and composition containing same
JP2006111539A (en) * 2004-10-12 2006-04-27 Taiyo Kagaku Co Ltd Polyglycerol fatty acid ester
JP2006346526A (en) * 2005-06-13 2006-12-28 Taiyo Kagaku Co Ltd Polyglycerol fatty acid ester and composition containing the same
FR2972191A1 (en) * 2011-03-01 2012-09-07 Colas Sa Preparing surfactant composition comprising mono- and di-fatty acid esters of polyglycerol, comprises transesterifying between fatty acid ester and polyglycerol, and esterifying between fatty acid and polyglycerol

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4456627A (en) * 1981-07-15 1984-06-26 Lever Brothers Company Polyglycerol esters
US4464411A (en) * 1982-11-05 1984-08-07 Scm Corporation Confectionary coating compositions containing polyglycerol ester emulsifiers
WO2006041011A1 (en) 2004-10-12 2006-04-20 Taiyo Kagaku Co., Ltd. Polyglycerol fatty acid ester and composition containing same
JP2006111539A (en) * 2004-10-12 2006-04-27 Taiyo Kagaku Co Ltd Polyglycerol fatty acid ester
EP1801096A1 (en) * 2004-10-12 2007-06-27 Taiyo Kagaku Co., Ltd. Polyglycerol fatty acid ester and composition containing same
EP1801096A4 (en) * 2004-10-12 2009-12-30 Taiyo Kagaku Kk Polyglycerol fatty acid ester and composition containing same
JP2006346526A (en) * 2005-06-13 2006-12-28 Taiyo Kagaku Co Ltd Polyglycerol fatty acid ester and composition containing the same
FR2972191A1 (en) * 2011-03-01 2012-09-07 Colas Sa Preparing surfactant composition comprising mono- and di-fatty acid esters of polyglycerol, comprises transesterifying between fatty acid ester and polyglycerol, and esterifying between fatty acid and polyglycerol

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