GB578751A - Process for the production of alkyl esters from fats and fatty oils - Google Patents

Process for the production of alkyl esters from fats and fatty oils

Info

Publication number
GB578751A
GB578751A GB16960/43A GB1696043A GB578751A GB 578751 A GB578751 A GB 578751A GB 16960/43 A GB16960/43 A GB 16960/43A GB 1696043 A GB1696043 A GB 1696043A GB 578751 A GB578751 A GB 578751A
Authority
GB
United Kingdom
Prior art keywords
alcohol
fatty
alcoholysis
fatty acids
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
GB16960/43A
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.)
Colgate Palmolive Co
Original Assignee
Colgate Palmolive Co
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 Colgate Palmolive Co filed Critical Colgate Palmolive Co
Publication of GB578751A publication Critical patent/GB578751A/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
    • C11C3/003Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with alcohols
    • 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)
  • 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

Alkyl esters of fatty acids are prepared from fats and fatty oils containing free fatty acids by a process which comprises (a) treating the fat or fatty oil with an alcoholic solvent to dissolve the free acid and form a fatty acid and alcohol phase and a fatty glyceride and alcohol phase, (b) separating the two phases, and (c) reacting the fatty glyceride and alcohol phase with further alcohol and an alcoholysis catalyst under conditions adapted to bring about substantially complete alcoholysis both with the alcohol initially included in the phase and the alcohol subsequently added. The alcohol used in the extraction step (a) may be the same as that added in the alcoholysis step (c) and is preferably an aliphatic monohydric alcohol having from 1 to 6 carbon atoms in the molecule. The constituents of the fatty acid and alcohol phase may be reacted together in presence of an e terification catalyst and the alkyl esters of fatty acids thus obtained mixed with those obtained in step (c). Suitable fats or fatty oils are coconut, palm, olive, cottonseed, corn, tung, whale, fish and soyabean oils and tallow, while suitable alcohols are methyl, ethyl, propyl, isopropyl, the butyl, the amyl and benzyl alcohols. The presence of water may be tolerated in both the fat or fatty oil and the alcohol. Suitable alcoholysis catalysts are sodium hydroxide, methylate or carbonate, lime, boron trifluoride, aluminium chloride, glycerine sulphate, sulphuric acid, organic sulphonic acids and organic sulphonates, while suitable esterification catalysts are sulphuric acid, organic sulphonic acids, sodium hydroxide and sodium methylate. Where the alcoholysis catalyst is alkaline, the esterification catalyst may be acidic, or vice versa, so that when the two lots of alkyl esters are mixed, the catalysts partially neutralise each other. Various procedures are described for recovering glycerine and alkyl esters of fatty acids from the products of the alcoholysis and esterification reactions. In examples: (1) coconut oil containing free fatty acids is treated with methyl alcohol, the coconut oil glycerides-alcohol layer is subjected to alcoholysis with methyl alcohol in presence of caustic soda and the fatty acid-alcohol layer is allowed to esterify in presence of p sulphuric acid; (2) cottonseed oil containing free fatty acids is treated with methyl alcohol, the cottonseed oil glycerides-alcohol layer is subjected to alcoholysis with methyl alcohol in presence of sodium methylate and the fatty acid-alcohol layer is allowed to esterify in presence of phosphoric acid; and (3) tallow containing free fatty acids is treated with ethyl alcohol and the tallow glycerides-alcohol and fatty acid-alcohol layers processed in a manner similar to that of example (2). In each example it is stated that any partially reacted glycerides remaining at the end of the alcoholysis may be returned to be reworked with fresh glycerides and alcohol. The Specification as open to inspection under Sect. 91 describes the use of solvents other than alcohols to extract the fatty acids from the fats or fatty oils. Solvents mentioned are dioxane, Cellosolve, Carbitol, alkylamines such as trimethylamine and alkanolamines. This subject-matter does not appear in the Specification as accepted.
GB16960/43A 1942-10-17 1943-10-15 Process for the production of alkyl esters from fats and fatty oils Expired GB578751A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US578751XA 1942-10-17 1942-10-17

Publications (1)

Publication Number Publication Date
GB578751A true GB578751A (en) 1946-07-10

Family

ID=22013264

Family Applications (1)

Application Number Title Priority Date Filing Date
GB16960/43A Expired GB578751A (en) 1942-10-17 1943-10-15 Process for the production of alkyl esters from fats and fatty oils

Country Status (1)

Country Link
GB (1) GB578751A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2696185A1 (en) * 1992-09-25 1994-04-01 Inst Francais Du Petrole Improved process for making esters from naturally occurring fats
WO2009047793A1 (en) * 2007-10-09 2009-04-16 Council Of Scientific & Industrial Research An improved process for the preparation of biodiesel from vegetable oils containing high ffa
WO2009110854A2 (en) * 2008-03-07 2009-09-11 Zeynep Selma Turkay Process for deacidification of high acidity vegetable oils and used frying oils as biodiesel feedstock

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2696185A1 (en) * 1992-09-25 1994-04-01 Inst Francais Du Petrole Improved process for making esters from naturally occurring fats
EP0591019A1 (en) * 1992-09-25 1994-04-06 Institut Francais Du Petrole Improved process for producing esters from natural fats
US5424466A (en) * 1992-09-25 1995-06-13 Institut Francais Du Petrole Improved process for the production of esters from fatty substances having a natural origin
WO2009047793A1 (en) * 2007-10-09 2009-04-16 Council Of Scientific & Industrial Research An improved process for the preparation of biodiesel from vegetable oils containing high ffa
US20100205853A1 (en) * 2007-10-09 2010-08-19 Council Of Scientific & Industrial Research Process for the Preparation of Biodiesel from Vegetable Oils Containing High FFA
WO2009110854A2 (en) * 2008-03-07 2009-09-11 Zeynep Selma Turkay Process for deacidification of high acidity vegetable oils and used frying oils as biodiesel feedstock
WO2009110854A3 (en) * 2008-03-07 2009-12-30 Zeynep Selma Turkay Process for deacidification of high acidity vegetable oils and used frying oils as biodiesel feedstock

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