GB612667A - Improvements in or relating to methods of alcoholysis of low grade fatty materials - Google Patents
Improvements in or relating to methods of alcoholysis of low grade fatty materialsInfo
- Publication number
- GB612667A GB612667A GB16379/46A GB1637946A GB612667A GB 612667 A GB612667 A GB 612667A GB 16379/46 A GB16379/46 A GB 16379/46A GB 1637946 A GB1637946 A GB 1637946A GB 612667 A GB612667 A GB 612667A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alcoholysis
- acid
- alkyl esters
- grease
- alcohol
- 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
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
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)
Abstract
Low-grade fatty materials containing at least 5 per cent by weight of free fatty acid, for example dark coloured fatty oils, fats and greases, renderer's tallow and grease and kitchen waste grease, are subjected to alcoholysis with an alcohol having up to 3 carbon atoms in the molecule, the reaction being commenced in the presence of an acid alcoholysis catalyst and, when the free fatty acid content of the materials has been reduced to below 3 per cent by weight, continued in the presence of an alkaline alcoholysis catalyst. Thereupon, the reaction mixture is stratified, a layer containing crude alkyl esters of fatty acids is separated and the esters distilled off. Suitable acid alcoholysis catalysts are sulphuric, phosphoric and hydrochloric acids, sulphonic acids such as toluene sulphonic acid and camphor sulphonic acids, and metallic salts, while suitable alkaline alcoholysis catalysts are alkali metal alcoholates and caustic alkalis. The alcoholate may be prepared in situ from alkali metal and alcohol. Details of the recovery of alkyl esters, glycerol, unreacted alcohol, saponifiable materials and unsaponifiables are given and it is stated that the alkyl esters may be hydrogenated to improve their stability. In the examples, crude grease is reacted with methanol first in the presence of sulphuric acid and then in the presence of sodium methylate (produced by adding metallic sodium to the reaction mixture) or potassium carbonate.ALSO:Low grade fatty materials containing at least 5 per cent by weight of free fatty acid, for example dark coloured fatty oils, fats and greases, renderers tallow and grease and kitchen waste grease, are subjected to alcoholysis with an alcohol having up to 3 carbon atoms in the molecule, the reaction being commenced in the presence of an acid alcoholysis catalyst and, when the free fatty acid content of the materials has been reduced to below 3 per cent by weight, continued in the presence of an alkaline alcoholysis catalyst. Thereupon, the reaction mixture is stratified, a layer containing crude alkyl esters of fatty acids is separated and the esters distilled off. Suitable acid alcoholysis catalysts are sulphuric, phosphoric and hydrochloric acids, sulphonic acids such as toluene sulphonic acid and camphor sulphonic acids, and metallic salts, while suitable alkaline alcoholysis catalysts are alkali metal alcoholates and caustic alkalis. The alcoholate may be prepared in situ from alkali metal and alcohol. Details of the recovery of alkyl esters, glycerol, unreacted alcohol, saponifiable materials and unsaponifiables are given and it is stated that the alkyl esters may be hydrogenated to improve their stability. In the examples, crude grease is reacted with methanol first in the presence of sulphuric acid and then in the presence of sodium methylate (provided by adding metallic sodium to the reaction mixture) or potassium carbonate.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US612667XA | 1945-05-29 | 1945-05-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB612667A true GB612667A (en) | 1948-11-16 |
Family
ID=22034693
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB16379/46A Expired GB612667A (en) | 1945-05-29 | 1946-05-29 | Improvements in or relating to methods of alcoholysis of low grade fatty materials |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB612667A (en) |
Cited By (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2704764A (en) * | 1952-02-19 | 1955-03-22 | Benjamin Clayton | Treatment of fatty material |
US2721872A (en) * | 1952-02-19 | 1955-10-25 | Benjamin Clayton | Refining of low-grade fats |
US2809206A (en) * | 1954-04-21 | 1957-10-08 | Ethyl Corp | Treatment of fatty acid esters and production of high molecular weight alcohols therefrom |
JPS53114806A (en) * | 1977-03-17 | 1978-10-06 | Kao Corp | Production of fatty ester of lower alcohol |
WO2002038529A1 (en) * | 2000-11-08 | 2002-05-16 | Energea Umwelttechnologie Gmbh | Method for the production of fatty acid esters of lower alcohols |
WO2003050215A1 (en) * | 2001-12-13 | 2003-06-19 | Jott Australia Pty Ltd | Process for production of fatty acid esters |
WO2004085585A1 (en) * | 2003-03-28 | 2004-10-07 | Korea Institute Of Energy Research | Manufacturing method of bio-diesel oil |
EP1889899A1 (en) | 2006-08-15 | 2008-02-20 | NOVA Biosource Technologies, LLC | Production of biodiesel and glycerin from high free fatty acid feedstocks |
DE102006044467A1 (en) * | 2006-09-21 | 2008-04-10 | Lurgi Ag | Process for the continuous production of fatty acid methyl ester or fatty acid ethyl ester |
AU2002347198B2 (en) * | 2001-12-13 | 2008-04-17 | Jott Australia Pty Ltd | Process for production of fatty acid esters |
CN101792388A (en) * | 2000-10-05 | 2010-08-04 | Bdi-生物柴油机国际股份公司 | Method for preparing fatty acid alkyl esters |
US7806945B2 (en) | 2003-01-27 | 2010-10-05 | Seneca Landlord, Llc | Production of biodiesel and glycerin from high free fatty acid feedstocks |
WO2010136838A1 (en) * | 2009-05-29 | 2010-12-02 | The Gtbe Company Nv | Method for processing crude glycerol waste streams |
US7871448B2 (en) | 2003-01-27 | 2011-01-18 | Seneca Landlord, Llc | Production of biodiesel and glycerin from high free fatty acid feedstocks |
WO2012054946A1 (en) | 2010-10-28 | 2012-05-03 | Theodor Wimmer | Method for producing fatty acid esters of lower alcohols |
US9725397B2 (en) | 2003-01-27 | 2017-08-08 | REG Seneca, LLC | Production of biodiesel and glycerin from high free fatty acid feedstocks |
US9957464B2 (en) | 2013-06-11 | 2018-05-01 | Renewable Energy Group, Inc. | Methods and devices for producing biodiesel and products obtained therefrom |
EP4130202A4 (en) * | 2020-03-25 | 2024-04-03 | Biofuel Technology Research Co., Ltd. | Method for producing biodiesel fuel |
-
1946
- 1946-05-29 GB GB16379/46A patent/GB612667A/en not_active Expired
Cited By (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2721872A (en) * | 1952-02-19 | 1955-10-25 | Benjamin Clayton | Refining of low-grade fats |
US2704764A (en) * | 1952-02-19 | 1955-03-22 | Benjamin Clayton | Treatment of fatty material |
US2809206A (en) * | 1954-04-21 | 1957-10-08 | Ethyl Corp | Treatment of fatty acid esters and production of high molecular weight alcohols therefrom |
JPS53114806A (en) * | 1977-03-17 | 1978-10-06 | Kao Corp | Production of fatty ester of lower alcohol |
JPS6025478B2 (en) * | 1977-03-17 | 1985-06-18 | 花王株式会社 | Production method of fatty acid lower alcohol ester |
EP1322588B1 (en) * | 2000-10-05 | 2016-06-29 | Bdi-Bioenergy International Ag | Method for producing fatty acid alkyl esters |
CN101792388A (en) * | 2000-10-05 | 2010-08-04 | Bdi-生物柴油机国际股份公司 | Method for preparing fatty acid alkyl esters |
WO2002038529A1 (en) * | 2000-11-08 | 2002-05-16 | Energea Umwelttechnologie Gmbh | Method for the production of fatty acid esters of lower alcohols |
AU2002347198B2 (en) * | 2001-12-13 | 2008-04-17 | Jott Australia Pty Ltd | Process for production of fatty acid esters |
WO2003050215A1 (en) * | 2001-12-13 | 2003-06-19 | Jott Australia Pty Ltd | Process for production of fatty acid esters |
US8088183B2 (en) | 2003-01-27 | 2012-01-03 | Seneca Landlord, Llc | Production of biodiesel and glycerin from high free fatty acid feedstocks |
US7871448B2 (en) | 2003-01-27 | 2011-01-18 | Seneca Landlord, Llc | Production of biodiesel and glycerin from high free fatty acid feedstocks |
US9725397B2 (en) | 2003-01-27 | 2017-08-08 | REG Seneca, LLC | Production of biodiesel and glycerin from high free fatty acid feedstocks |
US8728177B2 (en) | 2003-01-27 | 2014-05-20 | Seneca Landlord, L.L.C. | Production of biodiesel and glycerin from high free fatty acid feedstocks |
US7806945B2 (en) | 2003-01-27 | 2010-10-05 | Seneca Landlord, Llc | Production of biodiesel and glycerin from high free fatty acid feedstocks |
US7834203B2 (en) | 2003-03-28 | 2010-11-16 | Korea Institute Of Energy Research | Manufacturing method of bio-diesel oil |
WO2004085585A1 (en) * | 2003-03-28 | 2004-10-07 | Korea Institute Of Energy Research | Manufacturing method of bio-diesel oil |
EP1889899A1 (en) | 2006-08-15 | 2008-02-20 | NOVA Biosource Technologies, LLC | Production of biodiesel and glycerin from high free fatty acid feedstocks |
CN105647656A (en) * | 2006-08-15 | 2016-06-08 | Reg辛尼卡有限责任公司 | Production method of biodiesel and glycerin from high free fatty acid feedstocks |
AU2007205806B2 (en) * | 2006-08-15 | 2010-03-04 | REG Seneca, LLC | Production of biodiesel and glycerin from high free fatty acid feedstocks |
DE102006044467B4 (en) * | 2006-09-21 | 2008-07-17 | Lurgi Gmbh | Process for the continuous production of fatty acid methyl ester or fatty acid ethyl ester |
DE102006044467A1 (en) * | 2006-09-21 | 2008-04-10 | Lurgi Ag | Process for the continuous production of fatty acid methyl ester or fatty acid ethyl ester |
WO2010136838A1 (en) * | 2009-05-29 | 2010-12-02 | The Gtbe Company Nv | Method for processing crude glycerol waste streams |
WO2012054946A1 (en) | 2010-10-28 | 2012-05-03 | Theodor Wimmer | Method for producing fatty acid esters of lower alcohols |
US9957464B2 (en) | 2013-06-11 | 2018-05-01 | Renewable Energy Group, Inc. | Methods and devices for producing biodiesel and products obtained therefrom |
US10450533B2 (en) | 2013-06-11 | 2019-10-22 | Renewable Energy Group, Inc. | Methods and devices for producing biodiesel and products obtained therefrom |
EP4130202A4 (en) * | 2020-03-25 | 2024-04-03 | Biofuel Technology Research Co., Ltd. | Method for producing biodiesel fuel |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB612667A (en) | Improvements in or relating to methods of alcoholysis of low grade fatty materials | |
US2757139A (en) | Synthetic lubricating composition | |
US5384421A (en) | Process for making sodium acylisethionates | |
US4747969A (en) | Process for the production of fatty acid mixtures containing a high proportion of C6 -C10 -fatty acids | |
US2712527A (en) | Improved lubricating greases containing dihydroxy stearic acid soap | |
Hartman | Methanolysis of triglycerides | |
US2019022A (en) | Preparation of high molecular weight alcohols | |
US2182397A (en) | Manufacture of ether derivatives of polyhydric alcohols | |
US2410740A (en) | Preparation of lactates | |
GB647174A (en) | Improvements relating to the production of alkyl esters of fatty acids | |
US2763675A (en) | Carboxymethylheptamethylcyclotetrasiloxane | |
US7241910B2 (en) | Processes for producing conjugated linoleic acid | |
GB907664A (en) | Lubricant material | |
US2801974A (en) | Grease process utilizing the alkali fusion products of cyclic alcohols | |
GB723925A (en) | Process for preparing all-purpose detergent compositions | |
GB664052A (en) | Improvements in or relating to synthetic lubricants | |
GB587533A (en) | Improvements in or relating to alcoholysis of fatty glycerides | |
US2380563A (en) | Process for the preparation of capryl salicylate | |
GB816224A (en) | Preparation of vitamin a esters | |
GB573202A (en) | Improved manufacture of ricinoleic esters | |
US2622091A (en) | Lithium catalyzed ester interchange reactions | |
GB742369A (en) | Improvements in or relating to manufacture of lubricating greases | |
GB728772A (en) | Improvements in or relating to lubricating grease compositions | |
GB667414A (en) | Hydrocarbon oil lubricating compositions | |
GB532634A (en) | An improved process for the saponification of marine and like waxes |