GB795573A - An improved process for the preparation of higher aliphatic alcohols - Google Patents
An improved process for the preparation of higher aliphatic alcoholsInfo
- Publication number
- GB795573A GB795573A GB10632/56A GB1063256A GB795573A GB 795573 A GB795573 A GB 795573A GB 10632/56 A GB10632/56 A GB 10632/56A GB 1063256 A GB1063256 A GB 1063256A GB 795573 A GB795573 A GB 795573A
- Authority
- GB
- United Kingdom
- Prior art keywords
- zinc
- catalyst
- silicate
- alcohols
- mixture
- 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
- C11C3/12—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by hydrogenation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
-
- 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)
- Organic Chemistry (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)
- Catalysts (AREA)
Abstract
Higher fatty alcohols are obtained by a continuous process from fatty materials, which include vegetable and animal oils and fats, by first catalytically treating the materials under superatmospheric pressure and elevated temperature with an excess of a monohydroxy aliphatic alcohol so that the fatty materials are converted to glycerin and alkyl esters of the acids present in the fatty materials; the esters are then catalytically hydrogenated to higher fatty alcohols, the excess hydrogen and the freed monohydroxy alcohol being separated and the alcohol being recycled to the transesterification stage. If the initial fatty materials contain glycerides of unsaturated fatty acids and it is desired to produce only saturated alcohols the hydrogenation must be effected in two stages at different temperatures and using different catalysts. For example, a mixture of zinc and copper chromite may be used at 300-360 DEG C. for the reduction of the esters and a nickel silicate catalyst at 180-250 DEG C. for the saturation of the double linkage. In the examples: (a) coconut oil and methanol are heated under pressure in the presence of a zinc silicate catalyst and the methyl esters are separated from glycerin; the esters are hydrogenated in the presence of a copper-zinc chromite catalyst to give higher fatty alcohols and methanol which is recycled to the transesterification stage; (b) tallow grease is treated as in (a) and the alcohols obtained are subjected to a second hydrogenation at a lower temperature in the presence of a nickel silicate catalyst to saturate the unsaturated alcohols present; and (c) the alcohols obtained by the treatment of coconut oil as in (a) are subjected to a second hydrogenation at a lower temperature in the presence of a nickel silicate catalyst to give saturated alcohols.ALSO:A copper/zinc chromite catalyst for use in the hydrogenation of ester groups is obtained by adding zinc oxide and chromic oxide successively to a mixture of cupric oxide, acetic acid and water; the mixture is heated until the solids are dissolved and powdered active carbon is added; the mixture is then evaporated to give the required catalyst. A nickel silicate catalyst for use in the saturation of olefinic linkages is obtained by treating a sodium silicate solution with caustic soda solution; a mixture of a solution of nickel nitrate in water and metallic nickel, partially neutralized with sodium carbonate, is added to the alkaline sodium silicate solution; nickel silicate is precipated, filtered off and mixed with fibrous asbestos which has previously been washed with nitric acid; the resulting mixture is dried to give the desired catalyst. Zinc silicate is prepared by adding acetic acid to a suspension of zinc oxide in water at 70 DEG C., adding the zinc acetate solution formed to an aqueous solution of sodium silicate, separating and washing the precipitated zinc silicate and heating it first at 40-50 DEG C. and then at 130 DEG C.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE795573X | 1955-05-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB795573A true GB795573A (en) | 1958-05-28 |
Family
ID=3880770
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB10632/56A Expired GB795573A (en) | 1955-05-10 | 1956-04-06 | An improved process for the preparation of higher aliphatic alcohols |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB795573A (en) |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5138106A (en) * | 1989-01-17 | 1992-08-11 | Davy Mckee (London) Limited | Fatty alcohols |
US5157168A (en) * | 1989-01-17 | 1992-10-20 | Davy Mckee (London) Limited | Process for the production of fatty alcohols |
EP0924185A1 (en) * | 1997-12-18 | 1999-06-23 | Institut Français du Pétrole | Process for the preparation of fatty acid esters and thus obtained high purity esters |
US6818026B2 (en) * | 2000-02-17 | 2004-11-16 | Sumitomo Chemical Company, Limited | Process for producing fatty acid esters and fuels comprising fatty acid ester |
FR2855517A1 (en) * | 2003-05-26 | 2004-12-03 | Inst Francais Du Petrole | Production of 6 - 26C linear carboxylic acid esters, e.g. useful as diesel and domestic fuels, involves transesterification of vegetable or animal oils in presence of titanium/aluminum-based catalysts |
EP1505048A1 (en) * | 2003-05-26 | 2005-02-09 | Institut Francais Du Petrole | Process for the transesterification of plant and animal oils using heterogenous catalyst based on Titanium, zirconium, or antimony with aluminium |
US7157401B2 (en) | 2002-10-17 | 2007-01-02 | Carnegie Mellon University | Catalyst for the treatment of organic compounds |
WO2007072972A1 (en) * | 2005-12-20 | 2007-06-28 | Kao Corporation | Process for producing fatty acid alkyl esters and glycerin |
WO2007077950A1 (en) | 2005-12-28 | 2007-07-12 | Kao Corporation | Process for producing alkyl fatty esters |
US7387712B2 (en) | 2002-10-17 | 2008-06-17 | Carnegie Mellon University | Catalytic process for the treatment of organic compounds |
WO2010029228A1 (en) * | 2008-09-15 | 2010-03-18 | Ifp | Method for preparing alcohol esters from triglycerides and alcohols using a heterogeneous catalyst containing a mesostructured zinc silicic solid |
US8039652B2 (en) | 2004-06-15 | 2011-10-18 | Carnegie Mellon University | Methods for producing biodiesel |
US10888842B2 (en) | 2016-06-02 | 2021-01-12 | Seong Min YOO | Solid catalyst for manufacturing fatty acid methyl or ethyl ester and method for manufacturing fatty acid methyl or ethyl ester using the same |
-
1956
- 1956-04-06 GB GB10632/56A patent/GB795573A/en not_active Expired
Cited By (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5138106A (en) * | 1989-01-17 | 1992-08-11 | Davy Mckee (London) Limited | Fatty alcohols |
US5157168A (en) * | 1989-01-17 | 1992-10-20 | Davy Mckee (London) Limited | Process for the production of fatty alcohols |
EP0924185A1 (en) * | 1997-12-18 | 1999-06-23 | Institut Français du Pétrole | Process for the preparation of fatty acid esters and thus obtained high purity esters |
FR2772756A1 (en) * | 1997-12-18 | 1999-06-25 | Inst Francais Du Petrole | PROCESS FOR THE MANUFACTURE OF FATTY ESTERS AND THE HIGH PURITY ESTERS OBTAINED |
US6147196A (en) * | 1997-12-18 | 2000-11-14 | Institut Francais Du Petrole | Process for producing esters of fatty substances and the high purity esters produced |
US6818026B2 (en) * | 2000-02-17 | 2004-11-16 | Sumitomo Chemical Company, Limited | Process for producing fatty acid esters and fuels comprising fatty acid ester |
US7625832B2 (en) | 2002-10-17 | 2009-12-01 | Carnegie Mellon University | Catalyst for the treatment of organic compounds |
US7387712B2 (en) | 2002-10-17 | 2008-06-17 | Carnegie Mellon University | Catalytic process for the treatment of organic compounds |
US7157401B2 (en) | 2002-10-17 | 2007-01-02 | Carnegie Mellon University | Catalyst for the treatment of organic compounds |
FR2855517A1 (en) * | 2003-05-26 | 2004-12-03 | Inst Francais Du Petrole | Production of 6 - 26C linear carboxylic acid esters, e.g. useful as diesel and domestic fuels, involves transesterification of vegetable or animal oils in presence of titanium/aluminum-based catalysts |
EP1505048A1 (en) * | 2003-05-26 | 2005-02-09 | Institut Francais Du Petrole | Process for the transesterification of plant and animal oils using heterogenous catalyst based on Titanium, zirconium, or antimony with aluminium |
US7592470B2 (en) | 2003-05-26 | 2009-09-22 | Institut Francais Du Petrole | Process for transesterification of vegetable or animal oils using heterogeneous catalysts based on titanium, zirconium or antimony and aluminium |
US8039652B2 (en) | 2004-06-15 | 2011-10-18 | Carnegie Mellon University | Methods for producing biodiesel |
WO2007072972A1 (en) * | 2005-12-20 | 2007-06-28 | Kao Corporation | Process for producing fatty acid alkyl esters and glycerin |
US8242295B2 (en) | 2005-12-20 | 2012-08-14 | Kao Corporation | Process for producing fatty acid alkyl esters and glycerin |
WO2007077950A1 (en) | 2005-12-28 | 2007-07-12 | Kao Corporation | Process for producing alkyl fatty esters |
US8501974B2 (en) | 2005-12-28 | 2013-08-06 | Kao Corporation | Process for producing alkyl fatty esters |
FR2935983A1 (en) * | 2008-09-15 | 2010-03-19 | Inst Francais Du Petrole | PROCESS FOR THE PREPARATION OF ALCOHOLIC ESTERS FROM TRIGLYCERIDES AND ALCOHOLS USING A HETEROGENEOUS CATALYST BASED ON A ZINC-CONTAINING SILICIC MESOSTRUCTURE SOLID |
WO2010029228A1 (en) * | 2008-09-15 | 2010-03-18 | Ifp | Method for preparing alcohol esters from triglycerides and alcohols using a heterogeneous catalyst containing a mesostructured zinc silicic solid |
US10888842B2 (en) | 2016-06-02 | 2021-01-12 | Seong Min YOO | Solid catalyst for manufacturing fatty acid methyl or ethyl ester and method for manufacturing fatty acid methyl or ethyl ester using the same |
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