GB950667A - Process for the preparation of monoglycerides - Google Patents
Process for the preparation of monoglyceridesInfo
- Publication number
- GB950667A GB950667A GB33446/61A GB3344661A GB950667A GB 950667 A GB950667 A GB 950667A GB 33446/61 A GB33446/61 A GB 33446/61A GB 3344661 A GB3344661 A GB 3344661A GB 950667 A GB950667 A GB 950667A
- Authority
- GB
- United Kingdom
- Prior art keywords
- glycerine
- mol
- fatty acids
- reaction
- alcohols
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/02—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with glycerol
- C11C3/025—Fats, 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
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
- C11C3/06—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils with glycerol
Landscapes
- Chemical & Material Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
Abstract
Glycerides having a high monoglyceride content are prepared by a process which comprises the reaction, in a medium which contains at least 50 mols per cent glycerine, 35-10 mol per cent monoglyceride and not more than 15 mol per cent di- and tri-glycerides, at a temperature of at least 260 DEG C., of the components of an agent consisting of compounds from which the monoglyceride may be formed, wherein in said agent at least 2 mol and preferably 3-5 mol glyceride radicals are used per mol of added fatty acid radical, said agent being employed in an amount not more than 0.5 parts by weight and preferably not more than 0.4 parts by weight of the reaction medium, the agent being added during the reaction to maintain said proportion thereof, the expression "components from which the monoglyceride may be formed" being defined as "a mixture of glycerine and fatty acids or their esters with glycerine or other mono- or polyvalent alcohols provided that the other alcohols are more volatile than glycerine". The reaction products comprising glycerine and a glyceride having a high monoglyceride content are preferably separated into two layers by cooling, one layer comprising glycerine which is removed, the remaining glycerine being removed from the other layer by distillation. An extensive purification of the monoglyceride by water-washing is described. The fatty acids are preferably saturated or unsaturated C10-20 fatty acids of natural origin such as occur in the fats of vegetation and of land and aquatic animals, but the hydrogenation products of natural fatty acids and synthetic straight or branched-chain fatty acids may also be used. Suitable esters of these acids include esters with C1-4 alcohols such as methyl and ethyl alcohols and ethylene and propylene glycols. Conventional esterification or re-esterification catalysts such as metal oxides, hydroxides or alcoholates, or free metals, may optionally be added. Examples describe the reaction together in appropriate media of glycerine and (1) hydrogenated tallow fatty acid, (2) a C12-18 fraction of a coconut fatty acid, (3) lauric acid, (4) olive oil, and (5) methyl laurate.ALSO:Glycerides having a high monoglyceride content are prepared by reacting at a temperature of at least 260 DEG C. in a medium which contains at least 50 mols. per cent glycerine, 35-10 mol. per cent mono-glyceride and not more than 15 mol. per cent di- and tri-glycerides, a mixture of glycerine and fatty acids or their esters with glycerine or other mono- or polyvalent alcohols (provided that the other alcohols are more volatile than glycerine), containing at least 2 mol., preferably 3-5 mol., glyceride radicals per mol. of added fatty acid radical, the mixture, which is added during the reaction to maintain said proportions being present in an amount not more than 0.5 parts, preferably not more than 0.4 parts, by weight of the reaction medium. The reaction products comprising glycerine and a glyceride having a high monoglyceride content are preferably separated into two layers by cooling, one layer comprising glycerine which is removed; residual glycerine is removed from the other layer by distillation. An extensive purification of the monoglyceride by water-washing is described. The fatty acids are preferably saturated or unsaturated C10-20 fatty acids derived from vegetable, animal and marine fats, but the hydrogenated natural fatty acids and synthetic straight or branched-chain fatty acids may also be used. Suitable esters of these acids include esters with C1-4 alcohols such as methyl and ethyl alcohols and ethylene and propylene glycols. Conventional esterification or re-esterification catalysts such as metal oxides, hydroxides or alcoholates, or free metals, may optionally be added. Examples describe the reaction together in appropriate media of glycerine and (1) hydrogenated tallow fatty acid, (2) a C12-18 fraction of a coconut fatty acid, (3) lauric acid, (4) olive oil, and (5) methyl laurate.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEH40631A DE1206881B (en) | 1960-10-11 | 1960-10-11 | Process for the production of fatty acid glyceride mixtures with a high monoglyceride content |
Publications (1)
Publication Number | Publication Date |
---|---|
GB950667A true GB950667A (en) | 1964-02-26 |
Family
ID=7154316
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB33446/61A Expired GB950667A (en) | 1960-10-11 | 1961-09-19 | Process for the preparation of monoglycerides |
Country Status (7)
Country | Link |
---|---|
US (1) | US3160646A (en) |
BE (1) | BE609023A (en) |
DE (1) | DE1206881B (en) |
DK (1) | DK118714B (en) |
FR (1) | FR1316499A (en) |
GB (1) | GB950667A (en) |
NL (1) | NL270102A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU2002347198B2 (en) * | 2001-12-13 | 2008-04-17 | Jott Australia Pty Ltd | Process for production of fatty acid esters |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
LU66093A1 (en) * | 1972-09-15 | 1974-03-25 | ||
MY129120A (en) * | 1997-08-19 | 2007-03-30 | Global Palm Products Sdn Bhd | Process for the production of monoglyceride based on the glycerolysis of methyl ester |
US20050048187A1 (en) * | 2003-06-04 | 2005-03-03 | Jim Doucet | Shortening system |
MXPA06001962A (en) * | 2003-08-21 | 2006-05-17 | Danisco | Shortening system. |
US20100148117A1 (en) * | 2008-12-11 | 2010-06-17 | Logan Roger L | Method of making glycerol monoesters |
WO2017085737A1 (en) * | 2015-11-19 | 2017-05-26 | Fine Research & Development Centre Pvt Ltd | A natural based monoglyceride with improved odor and flavor |
KR102043442B1 (en) * | 2019-02-01 | 2019-11-11 | 주식회사 천강 | Method for manufacturing low-valuable Glyceride for Biodiesel Feedstock |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2732387A (en) * | 1956-01-24 | Method of making monoglycerides | ||
US2022494A (en) * | 1935-02-14 | 1935-11-26 | Armour & Co | Process of preparing mono and di-glycerides |
US2383581A (en) * | 1943-05-06 | 1945-08-28 | Colgate Palmolive Peet Co | Process for preparing fatty materials |
US2478354A (en) * | 1946-04-26 | 1949-08-09 | Colgate Paimolive Peet Company | Preparation of partial esters |
US2759954A (en) * | 1949-02-02 | 1956-08-21 | Chemical Foundation Inc | Refining crude fatty acid monoglyceride |
FR980205A (en) * | 1949-02-07 | 1951-05-09 | Paix & Cie | Process for preparing wetting, foaming, detergents and m? Lsion nants |
US2634279A (en) * | 1949-07-16 | 1953-04-07 | Eastman Kodak Co | Preparation of monoglycerides |
US2634278A (en) * | 1949-07-16 | 1953-04-07 | Eastman Kodak Co | Process for substantially complete conversion of fatty material to partial ester |
US2727913A (en) * | 1952-10-11 | 1955-12-20 | Eastman Kodak Co | Method of obtaining concentrated monoglycerides |
US2744124A (en) * | 1952-11-28 | 1956-05-01 | Colgate Palmolive Co | Process for preparing fatty acid partial esters of polyhydric alcohols |
US2789119A (en) * | 1954-02-09 | 1957-04-16 | Boake Roberts & Co Ltd | Production of fatty acid monoglycerides |
-
1960
- 1960-10-11 DE DEH40631A patent/DE1206881B/en active Pending
-
1961
- 1961-09-19 GB GB33446/61A patent/GB950667A/en not_active Expired
- 1961-09-27 FR FR874325A patent/FR1316499A/en not_active Expired
- 1961-10-04 US US142783A patent/US3160646A/en not_active Expired - Lifetime
- 1961-10-10 NL NL270102A patent/NL270102A/xx unknown
- 1961-10-10 DK DK401761AA patent/DK118714B/en unknown
- 1961-10-11 BE BE609023A patent/BE609023A/en unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU2002347198B2 (en) * | 2001-12-13 | 2008-04-17 | Jott Australia Pty Ltd | Process for production of fatty acid esters |
Also Published As
Publication number | Publication date |
---|---|
FR1316499A (en) | 1963-02-01 |
BE609023A (en) | 1962-02-01 |
US3160646A (en) | 1964-12-08 |
NL270102A (en) | |
DE1206881B (en) | 1965-12-16 |
DK118714B (en) | 1970-09-28 |
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