GB795573A - An improved process for the preparation of higher aliphatic alcohols - Google Patents

An improved process for the preparation of higher aliphatic alcohols

Info

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
Application number
GB10632/56A
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.)
Societe Belge de lAzote et des Produits Chimiques du Marly SA
Original Assignee
Societe Belge de lAzote et des Produits Chimiques du Marly SA
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 Societe Belge de lAzote et des Produits Chimiques du Marly SA filed Critical Societe Belge de lAzote et des Produits Chimiques du Marly SA
Publication of GB795573A publication Critical patent/GB795573A/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
    • C11C3/12Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by hydrogenation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/03Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
    • 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
    • C11C3/04Fats, 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.
GB10632/56A 1955-05-10 1956-04-06 An improved process for the preparation of higher aliphatic alcohols Expired GB795573A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (20)

* Cited by examiner, † Cited by third party
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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