EP1621601A1 - Verfahren zur Gewinnung eines Schmierfetts aus einem Pflanzenöl und daraus hergestelltes Schmierfett - Google Patents

Verfahren zur Gewinnung eines Schmierfetts aus einem Pflanzenöl und daraus hergestelltes Schmierfett Download PDF

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Publication number
EP1621601A1
EP1621601A1 EP05300622A EP05300622A EP1621601A1 EP 1621601 A1 EP1621601 A1 EP 1621601A1 EP 05300622 A EP05300622 A EP 05300622A EP 05300622 A EP05300622 A EP 05300622A EP 1621601 A1 EP1621601 A1 EP 1621601A1
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EP
European Patent Office
Prior art keywords
oil
lubricating grease
acid
manufacturing
grease according
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.)
Withdrawn
Application number
EP05300622A
Other languages
English (en)
French (fr)
Inventor
Hervé Grignou
Lê Chiên Hoang
Lydia Moigner
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.)
Christol Grease
Original Assignee
Christol Grease
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 Christol Grease filed Critical Christol Grease
Publication of EP1621601A1 publication Critical patent/EP1621601A1/de
Withdrawn legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M121/00Lubricating compositions characterised by the thickener being a compound of unknown or incompletely defined constitution
    • C10M121/04Reaction products
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M117/00Lubricating compositions characterised by the thickener being a non-macromolecular carboxylic acid or salt thereof
    • C10M117/02Lubricating compositions characterised by the thickener being a non-macromolecular carboxylic acid or salt thereof having only one carboxyl group bound to an acyclic carbon atom, cycloaliphatic carbon atom or hydrogen
    • C10M117/04Lubricating compositions characterised by the thickener being a non-macromolecular carboxylic acid or salt thereof having only one carboxyl group bound to an acyclic carbon atom, cycloaliphatic carbon atom or hydrogen containing hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M177/00Special methods of preparation of lubricating compositions; Chemical modification by after-treatment of components or of the whole of a lubricating composition, not covered by other classes
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/1006Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/003Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/125Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
    • C10M2207/128Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids containing hydroxy groups; Ethers thereof
    • C10M2207/1285Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids containing hydroxy groups; Ethers thereof used as thickening agents
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/24Epoxidised acids; Ester derivatives thereof
    • C10M2207/246Epoxidised acids; Ester derivatives thereof used as thickening agents
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/40Fatty vegetable or animal oils
    • C10M2207/401Fatty vegetable or animal oils used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/02Groups 1 or 11
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/065Saturated Compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/067Unsaturated Compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/081Biodegradable compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/64Environmental friendly compositions
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10Semi-solids; greasy

Definitions

  • the present invention relates to a method of manufacturing a lubricating grease from oil, especially from sunflower oil.
  • the invention also covers the fat obtained.
  • Industrial lubricating greases are currently obtained from 12-hydroxystearic acid by a saponification reaction in the presence of an alkali metal hydroxide selected from lithium, calcium or aluminum, to name but a few.
  • 12-hydroxystearic acid obtained from castor oil, is its high number of carbons in its hydrocarbon chain and the presence of a hydroxyl group on the carbon 12 of the hydrocarbon chain, which leads to additional interactions by hydrogen bonds, at the level of soap fibers obtained which cause the formation of a gel.
  • vegetable oil is intended to mean any extract of oleaginous plant seeds, derivatives such as fatty acids, fatty acid esters, whatever the viscosity, the purity and the chemical composition.
  • the object of the present invention is to find another vegetable oil and a method for obtaining a fat from this new vegetable oil, capable of substituting for acids 12 derived from castor oil.
  • sunflower oil there is a variety called "sunflower classic” whose seeds provide an oil rich in linoleic acid (C18: 2). This variety is widely spread.
  • Oleic sunflower varieties now exist on the market whose seeds contain an oil rich in oleic acid 75% to 90% oleic acid (C18: 1).
  • Oleic acid is a fatty acid of 18 carbon atoms with a double bond in the 9-position.
  • oleic sunflower oil available from large oil suppliers having an oleic acid content of 75 to 85%.
  • the first step is the transformation of the sunflower oil to obtain an intermediate product capable of being associated with an oil-based matrix in order to obtain a fat having satisfactory properties, by the saponification reaction in the presence of a neutralizing base. .
  • the present invention provides for producing an intermediate product by subjecting the retained vegetable oil to an epoxidation reaction.
  • the two vegetable oils used have, before epoxidation, the following fatty acid compositions: Fatty acids Oleic sunflower oil Classic Sunflower Oil Oleic acid 79.16% 27.77% Linoleic acid 11.41% 60.14% Other * 9.43% 12.09% other fatty acids are for example: palmitic acid, stearic acid, linolenic acid, arachidic acid, acosenoic acid or behenic acid.
  • a first means for epoxidation is to use a peracid such as performic or peracetic acid, obtained from the corresponding acid, treated with hydrogen peroxide.
  • the four intermediate compounds according to the invention show that the epoxidized fatty acids of conventional sunflower oil C and the epoxidized fatty acids of oleic sunflower oil D have parameters close to those of 12-hydroxystearic acid. whose acid, saponification and iodine values are respectively 175 mg of KOH / g, 180 to 190 mg of KOH / g and 5 g of I 2 / 100g
  • the four intermediate compounds according to the invention are tested for the manufacture of a fat by a saponification reaction according to a given manufacturing process.
  • This process consists in using a matrix composed of oil of petroleum, vegetable or synthetic origin.
  • the example used requires about 90% for the matrix, 8% of one of the four intermediate products according to the invention A, B, C or D and 2% of a neutralizing base chosen from hydroxides. calcium or sodium, but in this case it is chosen lithium hydroxide LiOH about 2%.
  • a fat is produced under the same conditions with 12-hydroxystearic acid as intermediate product.
  • Part of the matrix is introduced into a cooker and then is added the amount of intermediate compound A, B, C or D according to the invention or the amount of control 12 hydroxystearic acid, with stirring with appropriate temperature rise.
  • the neutralizing base is introduced into the mixture so as to form a soap.
  • the reaction with acid 12 is as follows: CH 3 - (CH 2 ) 5 -CHOH- (CH 2 ) 10 -COOH + LiOH ⁇ CH 3 - (CH 2 ) 5 -CHOH- (CH 2 ) 10 -COOLi + H 2 O
  • the soap has a creamy and smooth texture with a drop point greater than 190 ° C.
  • the penetration measurements are of the order of 280 tenths of a millimeter.
  • the saponification reaction does not seem to occur and especially the resulting mixture has crystals that makes it unusable industrially as a lubricant.
  • the measured drop points of the order of 210 ° C are higher than that of the control fat.
  • compound B makes it possible to reach stable penetration measurements of the order of 280 tenths of millimeters. Static test behavior is therefore better.
  • This compound B oleic sunflower oil epoxidized, can be used as an intermediate product to allow the formation of a fat since the qualities of the fat obtained are greater than that of the control fat.
  • sunflower oil can be replaced by oil from other oleaginous varieties such as rapeseed or soy or a combination thereof .
  • the fats obtained by saponification of a matrix in the presence of a neutralizing base and of an intermediate compound obtained by hydroxylation of soybean oil makes it possible to achieve results comparable to those obtained with sunflower oil.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Fats And Perfumes (AREA)
EP05300622A 2004-07-30 2005-07-26 Verfahren zur Gewinnung eines Schmierfetts aus einem Pflanzenöl und daraus hergestelltes Schmierfett Withdrawn EP1621601A1 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR0451741A FR2873712B1 (fr) 2004-07-30 2004-07-30 Procede de fabrication d'une graisse lubrifiante a partir d'huile, notamment d'huile de tournesol et graisse obtenue

Publications (1)

Publication Number Publication Date
EP1621601A1 true EP1621601A1 (de) 2006-02-01

Family

ID=34953186

Family Applications (1)

Application Number Title Priority Date Filing Date
EP05300622A Withdrawn EP1621601A1 (de) 2004-07-30 2005-07-26 Verfahren zur Gewinnung eines Schmierfetts aus einem Pflanzenöl und daraus hergestelltes Schmierfett

Country Status (2)

Country Link
EP (1) EP1621601A1 (de)
FR (1) FR2873712B1 (de)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009149902A1 (de) * 2008-06-13 2009-12-17 KLüBER LUBRICATION MüNCHEN KG Schmierstoffzusammensetzung auf der basis natürlicher und nachwachsender rohstoffe
CN103288627A (zh) * 2013-05-22 2013-09-11 山东天兴生物科技有限公司 以氢化蓖麻油为原料制备12-羟基硬脂酸的方法
DE102015210097B3 (de) * 2015-06-01 2016-09-08 Ahmad Azhdari Verfahren zur Herstellung eines Schmiermittels, Schmiermittel und Verwendung eines Schmiermittels

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3009878A (en) * 1954-07-12 1961-11-21 Texaco Inc Lubricating greases prepared from epoxy fatty acid materials
GB987573A (en) * 1960-07-01 1965-03-31 Otto Hoesch Strengthened lithium greases
DE4436760A1 (de) * 1994-10-14 1996-04-18 Henkel Kgaa Verfahren zur Herstellung von Epoxidgruppen enthaltenden organischen Verbindungen
EP0806470A2 (de) * 1996-05-08 1997-11-12 The Lubrizol Corporation Auf biologisch abbaubarem pflanzlichem Öl basierendes Schmierfett

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3009878A (en) * 1954-07-12 1961-11-21 Texaco Inc Lubricating greases prepared from epoxy fatty acid materials
GB987573A (en) * 1960-07-01 1965-03-31 Otto Hoesch Strengthened lithium greases
DE4436760A1 (de) * 1994-10-14 1996-04-18 Henkel Kgaa Verfahren zur Herstellung von Epoxidgruppen enthaltenden organischen Verbindungen
EP0806470A2 (de) * 1996-05-08 1997-11-12 The Lubrizol Corporation Auf biologisch abbaubarem pflanzlichem Öl basierendes Schmierfett

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009149902A1 (de) * 2008-06-13 2009-12-17 KLüBER LUBRICATION MüNCHEN KG Schmierstoffzusammensetzung auf der basis natürlicher und nachwachsender rohstoffe
CN102066536B (zh) * 2008-06-13 2013-07-24 慕尼黑克吕伯尔润滑器两合公司 基于天然和可再生的原料的润滑剂组合物
CN103288627A (zh) * 2013-05-22 2013-09-11 山东天兴生物科技有限公司 以氢化蓖麻油为原料制备12-羟基硬脂酸的方法
DE102015210097B3 (de) * 2015-06-01 2016-09-08 Ahmad Azhdari Verfahren zur Herstellung eines Schmiermittels, Schmiermittel und Verwendung eines Schmiermittels

Also Published As

Publication number Publication date
FR2873712A1 (fr) 2006-02-03
FR2873712B1 (fr) 2006-11-24

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