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 PDFInfo
- 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
- Authority
- 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- Withdrawn
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M121/00—Lubricating compositions characterised by the thickener being a compound of unknown or incompletely defined constitution
- C10M121/04—Reaction products
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M117/00—Lubricating compositions characterised by the thickener being a non-macromolecular carboxylic acid or salt thereof
- C10M117/02—Lubricating 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
- C10M117/04—Lubricating 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
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M177/00—Special 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
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/003—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/125—Carboxylix 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
- C10M2207/128—Carboxylix 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
- C10M2207/1285—Carboxylix 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
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/24—Epoxidised acids; Ester derivatives thereof
- C10M2207/246—Epoxidised acids; Ester derivatives thereof used as thickening agents
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/40—Fatty vegetable or animal oils
- C10M2207/401—Fatty vegetable or animal oils used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/02—Groups 1 or 11
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/065—Saturated Compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/067—Unsaturated Compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/081—Biodegradable compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/64—Environmental friendly compositions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/10—Semi-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)
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)
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)
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 |
-
2004
- 2004-07-30 FR FR0451741A patent/FR2873712B1/fr not_active Expired - Lifetime
-
2005
- 2005-07-26 EP EP05300622A patent/EP1621601A1/de not_active Withdrawn
Patent Citations (4)
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)
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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