DE20305164U1 - Rapidly biodegradable base oil for eco-friendly lubricants is based on animal or waste edible fatty alkyl esters transesterified with alcohols of up to 8C - Google Patents
Rapidly biodegradable base oil for eco-friendly lubricants is based on animal or waste edible fatty alkyl esters transesterified with alcohols of up to 8CInfo
- Publication number
- DE20305164U1 DE20305164U1 DE20305164U DE20305164U DE20305164U1 DE 20305164 U1 DE20305164 U1 DE 20305164U1 DE 20305164 U DE20305164 U DE 20305164U DE 20305164 U DE20305164 U DE 20305164U DE 20305164 U1 DE20305164 U1 DE 20305164U1
- Authority
- DE
- Germany
- Prior art keywords
- base oil
- alcohols
- alkyl esters
- animal
- transesterified
- 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 - Lifetime
Links
- 239000000314 lubricant Substances 0.000 title claims abstract description 17
- 239000002199 base oil Substances 0.000 title claims abstract description 9
- 150000001298 alcohols Chemical class 0.000 title claims abstract description 8
- 125000005907 alkyl ester group Chemical group 0.000 title claims abstract description 8
- 241001465754 Metazoa Species 0.000 title claims abstract description 5
- 239000002699 waste material Substances 0.000 title abstract 2
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 7
- 239000000194 fatty acid Substances 0.000 claims description 7
- 229930195729 fatty acid Natural products 0.000 claims description 7
- 150000004665 fatty acids Chemical class 0.000 claims description 5
- 239000002994 raw material Substances 0.000 claims description 5
- 239000008162 cooking oil Substances 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 235000014541 cooking fats Nutrition 0.000 claims 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims 1
- 238000005809 transesterification reaction Methods 0.000 description 14
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 6
- 238000004821 distillation Methods 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- 244000309464 bull Species 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- 235000010446 mineral oil Nutrition 0.000 description 3
- NMRPBPVERJPACX-UHFFFAOYSA-N (3S)-octan-3-ol Natural products CCCCCC(O)CC NMRPBPVERJPACX-UHFFFAOYSA-N 0.000 description 2
- WOFPPJOZXUTRAU-UHFFFAOYSA-N 2-Ethyl-1-hexanol Natural products CCCCC(O)CCC WOFPPJOZXUTRAU-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 239000003225 biodiesel Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 235000019197 fats Nutrition 0.000 description 2
- 238000009533 lab test Methods 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- 235000019737 Animal fat Nutrition 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- DCXXMTOCNZCJGO-UHFFFAOYSA-N Glycerol trioctadecanoate Natural products CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 1
- -1 Isohexane 2-Ethyl-1-hexanol Chemical compound 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 239000005068 cooling lubricant Substances 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000010943 off-gassing Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920013639 polyalphaolefin Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
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
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
- C10M105/32—Esters
- C10M105/34—Esters of monocarboxylic acids
-
- 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
- C10M2207/28—Esters
- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
- C10M2207/2815—Esters of (cyclo)aliphatic monocarboxylic acids 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
- C10M2207/40—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
- 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
- C10N2070/00—Specific manufacturing methods for lubricant compositions
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Fats And Perfumes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Biologisch schnell abbaubares Schmierstoffgrundöl auf Basis von Tierfett- und Altspeisefettalkylestern mit Alkoholen mit bis zu 8 C-AtomenRapidly biodegradable lubricant base oil based on animal fat and used cooking oil alkyl esters with alcohols with up to 8 carbon atoms
In Deutschland werden im Jahr ca. 1,1 Mio. t mineralölbasierte Schmierstoffe verbraucht. Ca. 50 % davon gelangen systembedingt oder durch Unfälle und Leckagen in die Umwelt. Gerade die Gruppe der Verlustschmierstoffe wie z.B. Kühlschmierstoffe, Sägekettenöle oder Drahtseilschmierstoffe gehen gebrauchsbedingt fast vollständig verloren. Insbesondere die in Mineralölprodukten enthaltenen Kohlenwasserstoffe sind toxisch für Säugetiere, Fische und Bakterien.In Germany, around 1.1 million tonnes of mineral oil-based lubricants are used each year. Around 50% of this is released into the environment as a result of the system or accidents and leaks. The group of lost lubricants, such as cooling lubricants, saw chain oils or wire rope lubricants, are almost completely lost due to use. The hydrocarbons contained in mineral oil products in particular are toxic to mammals, fish and bacteria.
Biologisch schnell abbaubare Schmierstoffe verursachen dagegen keine oder nur geringe Umweltbelastungen, wenn sie in die Umwelt gelangen. Man unterscheidet bei diesen Schmierstoffen grundsätzlich zwischen vier Stoffklassen:Rapidly biodegradable lubricants, on the other hand, cause little or no environmental impact when they enter the environment. These lubricants are generally divided into four classes of substances:
• Natürliche Ester• Natural esters
• Synthetische Ester• Synthetic esters
• Polyalkylenglykole• Polyalkylene glycols
• Polyalphaolefine• Polyalphaolefins
Unter die Gruppe der synthetischen Ester fallen auch die Alkylester natürlicher Fettsäuren.1 Diese Produkte zeichnen sich durch relativ gute Hydrolysebeständigkeit im Vergleich zu natürlichen Estern und durch ihre biologische Herkunft aus. Üblicherweise werden diese Ester durch Veresterung von Fettsäuren mit den entsprechenden Alkoholen hergestellt. Zu diesem Zweck muss erst natives Fett bei hohen Temperaturen und Drücken (z.B. 250 0C1 50 bar) mit Wasser in Fettsäuren und Glycerin gespalten werden. Anschließend werden die Fettsäuren unter hohem Druck und hoher Temperatur (z.B. 240 0C, 100 bar)verestert. Die gewonnenen Produkte sind daher relativ teuer und kaum konkurenzfähig zu Mineralölschmierstoffen.The group of synthetic esters also includes the alkyl esters of natural fatty acids. 1 These products are characterized by relatively good hydrolysis resistance compared to natural esters and by their biological origin. These esters are usually produced by esterifying fatty acids with the corresponding alcohols. To do this, native fat must first be split into fatty acids and glycerin with water at high temperatures and pressures (e.g. 250 0 C 1 50 bar). The fatty acids are then esterified under high pressure and high temperature (e.g. 240 0 C, 100 bar). The products obtained are therefore relatively expensive and hardly competitive with mineral oil lubricants.
Andererseits werden in der Biodieselindustrie große Mengen von Fettsäuremethylestern zu relativ niedrigen Kosten hergestellt. Insbesondere bei der Verwendung von preiswerten Altspeisefetten oder Tierfetten als Rohstoff können die Herstellungskosten dieser Methylester noch gesenkt werden.On the other hand, the biodiesel industry produces large quantities of fatty acid methyl esters at relatively low costs. The production costs of these methyl esters can be reduced even further, especially when inexpensive used cooking oils or animal fats are used as raw materials.
Das hier beschriebene Schmierstoffgrundöl ist ein Fettsäurealkylester, der durch Umesterung aus dem o.g. Rohstoff Fettsäuremethylester, insbesondere mit den Alkoholen (1- und 2-) Propanol, (1 - und 2-) Butanol und 2-Ethyl-1-Hexanol hergestelltThe lubricant base oil described here is a fatty acid alkyl ester, which is produced by transesterification from the above-mentioned raw material fatty acid methyl ester, in particular with the alcohols (1- and 2-) propanol, (1- and 2-) butanol and 2-ethyl-1-hexanol.
1 Bundesministerium für Verbraucherschutz, Ernährung und Landwirtschaft: Bericht über biologisch schnell
abbaubare Schmierstoffe und Hydraulikflüssigkeit«», 2002 . . 1 Federal Ministry of Consumer Protection, Food and Agriculture: Report on biologically fast
degradable lubricants and hydraulic fluids«», 2002 . .
wird. Um die Oxidationsstabilitat dieser Schmierstoffe zu verbessern wird vorzugsweise eine ,aus dem Fettsäuremethylester durch Kältefraktionierung gewonnene, Stearinfraktion als Rohstoff für die Umesterung verwendet.In order to improve the oxidation stability of these lubricants, a stearin fraction obtained from the fatty acid methyl ester by cold fractionation is preferably used as a raw material for the transesterification.
In der folgenden Tabelle sind physikalische Eigenschaften des Schmierstoffgrundöls in Abhängigkeit vom, für die Umesterung verwendeten, Alkohol exemplarisch dargestellt.The following table shows examples of physical properties of the lubricant base oil depending on the alcohol used for transesterification.
Eigenschaften des Schmierstoffgrundöls:Properties of the lubricant base oil:
Alkohol:Alcohol:
[0C][ 0 C]
[mm2/s][ mm2 /s]
[0C][ 0 C]
IsohexanIsohexane
Das hier beschriebene Produkt ist ein Fettsäurealkylester, der durch Umesterung aus dem o.g. Rohstoff Fettsäuremethylester, insbesondere mit den Alkoholen (1- und 2-) Propanol, (1 - und 2-) Butanol und 2-Ethyl-1-Hexanol hergestellt wird.The product described here is a fatty acid alkyl ester which is produced by transesterification from the above-mentioned raw material fatty acid methyl ester, in particular with the alcohols (1- and 2-) propanol, (1- and 2-) butanol and 2-ethyl-1-hexanol.
Bei Umesterungsversuchen im Labormaßstab stellte sich heraus, dass ein niedriger Wassergehalt ausschlaggebend für den Reaktionsverlauf ist. Auch das Reaktionswasser, welches entsteht, wenn der basische Katalysator (KOH oder NaOH) im Alkohol gelöst und das entsprechende Alkoholaten gebildet wird (vgl. Gleichung 3.1), wirkt sich störend auf die Umesterungsreaktion aus.In laboratory-scale transesterification experiments, it was found that a low water content is crucial for the course of the reaction. The water of reaction, which is formed when the basic catalyst (KOH or NaOH) is dissolved in the alcohol and the corresponding alcoholate is formed (see equation 3.1), also has a disruptive effect on the transesterification reaction.
KOH + R-OH -► K+ + R-O- + H2O
Gleichung 1: Reaktion Alkohol/KatalysatorKOH + R-OH -► K + + RO- + H 2 O
Equation 1 : Reaction alcohol/catalyst
Durch Destillation bzw. Trocknungsmittel kann dieses Wasser weitgehend entfernt und die Umesterungsreaktion somit zu vollständigerem Umsatz geführt werden.
Zur Reaktion wird erwärmtes Alkohol/Katalysatorgemisch nach Destillation bzw. Trocknung mit Fettsäuremethylester gleicher Temperatur in einem Rührwerksreaktor zusammengemischt. Bei einem Alkoholüberschuss findet die Umesterungsreaktion spontan unter leichter Schaumentwicklung (durch ausgasende Methanoldämpfe) statt. Die Methanoldämpfe werden kondensiert und können wiederverwertet werden. Nach 15-45 Minuten ist die Umesterungsreaktion beendet, und das Reaktionsgemisch wird zur Waschung auf 25 - 70 0C heruntergekühlt. Es wird zum einem mit angesäuertem Wasser gewaschen, um die Katalysatorreste zu neutralisieren, zum anderem mit neutralem Wasser, um Säurereste zu entfernen. Das Waschwasser wird über statisches oder mechanisches Dekantieren abgeschieden. Bei der anschließenden Vakuumdestillation wird Wasser und überstöchiometrischer Alkohol entfernt. Der Alkohol kann nach Aufarbeitung wiederverwertet werden. Tabelle 1 zeigt geeignete Reaktionsbedingungen für die Umesterungen mit den entsprechenden Alkoholen.By distillation or drying agents, this water can be largely removed and the transesterification reaction can thus be led to a more complete conversion.
For the reaction, heated alcohol/catalyst mixture is mixed with fatty acid methyl ester at the same temperature in a stirred reactor after distillation or drying. If there is an excess of alcohol, the transesterification reaction takes place spontaneously with slight foam development (due to outgassing methanol vapors). The methanol vapors are condensed and can be recycled. After 15-45 minutes, the transesterification reaction is complete and the reaction mixture is cooled to 25 - 70 ° C for washing. It is washed with acidified water to neutralize the catalyst residues and with neutral water to remove acid residues. The washing water is separated by static or mechanical decanting. In the subsequent vacuum distillation, water and excess stoichiometric alcohol are removed. The alcohol can be recycled after processing. Table 1 shows suitable reaction conditions for the transesterification with the corresponding alcohols.
Tab.1: Geeignete Reaktionsbedingungen Tab.1: Suitable reaction conditions
[mbar].. Pressure
[mbar]
[0C]temperature
[ 0 C]
Propanol)Distillation (removal
Propanol)
Butanol)Distillation (removal
Butanol)
2-EH)Distillation (removal
2-EH)
Sämtliche Produktionsschritte können in einer industriellen Biodieselanlage nach kleineren Umbauten durchgeführt werden. Auf diese Weise werden Synergieeffekte genutzt und man erhält ein kostengünstiges Produkt mit einer guten Ökobilanz.All production steps can be carried out in an industrial biodiesel plant after minor modifications. In this way, synergy effects are exploited and a cost-effective product with a good ecological balance is obtained.
In Abbildung 1 ist das aufgrund der Laborversuche gefundene Produktionssschema zur Umesterung von Fettsäuremethylester zu den entsprechenden Alkylestem dargestellt.Figure 1 shows the production scheme for the transesterification of fatty acid methyl esters to the corresponding alkyl esters found on the basis of laboratory tests.
Claims (3)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE20305164U DE20305164U1 (en) | 2003-03-28 | 2003-03-28 | Rapidly biodegradable base oil for eco-friendly lubricants is based on animal or waste edible fatty alkyl esters transesterified with alcohols of up to 8C |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE20305164U DE20305164U1 (en) | 2003-03-28 | 2003-03-28 | Rapidly biodegradable base oil for eco-friendly lubricants is based on animal or waste edible fatty alkyl esters transesterified with alcohols of up to 8C |
Publications (1)
Publication Number | Publication Date |
---|---|
DE20305164U1 true DE20305164U1 (en) | 2003-09-04 |
Family
ID=27816344
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE20305164U Expired - Lifetime DE20305164U1 (en) | 2003-03-28 | 2003-03-28 | Rapidly biodegradable base oil for eco-friendly lubricants is based on animal or waste edible fatty alkyl esters transesterified with alcohols of up to 8C |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE20305164U1 (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2009116082A1 (en) * | 2008-03-17 | 2009-09-24 | Council Of Scientific & Industrial Research | A composition of biodegradable gear oil |
US10640722B2 (en) | 2015-08-31 | 2020-05-05 | Fraunhofer-Gesellschaft Zur Foerderung Der Angewandten Forschung E.V. | Lubricating mixture having glycerides |
-
2003
- 2003-03-28 DE DE20305164U patent/DE20305164U1/en not_active Expired - Lifetime
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2009116082A1 (en) * | 2008-03-17 | 2009-09-24 | Council Of Scientific & Industrial Research | A composition of biodegradable gear oil |
US8557754B2 (en) | 2008-03-17 | 2013-10-15 | Counsel Of Scientific & Industrial Research | Composition of biodegradable gear oil |
US10640722B2 (en) | 2015-08-31 | 2020-05-05 | Fraunhofer-Gesellschaft Zur Foerderung Der Angewandten Forschung E.V. | Lubricating mixture having glycerides |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE3149170C2 (en) | ||
DE112009001189B4 (en) | Polyol esters of medium chain fatty acids and process for their preparation | |
DE69516154T2 (en) | METHOD FOR PRODUCING A SYNTHETIC ESTER FROM VEGETABLE OIL | |
DE69922309T2 (en) | Process for the preparation of fatty acid esters | |
EP0486575B1 (en) | Basic oil for formulating hydraulic fluids | |
DE2034383A1 (en) | Mixtures of synthetic esters and their uses | |
EP0708811B1 (en) | Base oil made from triglycerides for use in hydraulic fluids | |
DE102006001768A1 (en) | Use of esters with branched alkyl groups as lubricants | |
DE4444137A1 (en) | Synthetic esters from alcohols and fatty acid mixtures from oleic acid-rich, low stearic acid vegetable oils | |
DE3150988C2 (en) | ||
CN105238498B (en) | A kind of wire rope surface grease composition | |
DE2248921B2 (en) | Process for the production of a mixture of vegetable and animal oils or fats and fatty acid ester esters | |
AT504745B1 (en) | SULPHIDED DIESEL FUEL AND USE OF FATTY ACID MONOGENOES AS A LUBRICITY AMPLIFIER FOR SULFUR ARMS DIESEL FUEL | |
DE10138687A1 (en) | Carbohydrate esters for lubricant applications | |
DE20305164U1 (en) | Rapidly biodegradable base oil for eco-friendly lubricants is based on animal or waste edible fatty alkyl esters transesterified with alcohols of up to 8C | |
DE3419415A1 (en) | Production of lubricants, mould oils and drilling emulsions from environmentally friendly raw materials | |
EP0874038B1 (en) | Application of fatty derivatives as lamp oil | |
DE10143534B4 (en) | Process for the preparation of conjugated fatty acid esters | |
EP0009701A1 (en) | Sulfur-containing reaction products, method for their preparation and their use as lubricant additives | |
DE112009001224T5 (en) | A 9,10,12-Triacyloxy-octadecansäurealkylester and a fatty acid alkyl ester mixture rich in 9,10,12-Triacyloxy-octadecansäurealkylester and a process for their preparation | |
DE2311344C2 (en) | Cold-resistant, liquid fatty acid ester mixtures | |
DE69706904T2 (en) | Process for the sulfurization of unsaturated fats with elemental sulfur in the presence of amine compounds | |
DE19956599C2 (en) | Process for the production of deacidified triglycerides | |
WO1995002658A1 (en) | Hydraulic fluids containing biodegradable guerbet alcohols | |
DE10122551A1 (en) | Semi-continuous production of biodegradable fatty acid ester mixtures for use, e.g. as synthetic lubricant, involves enzymatic hydrolysis of vegetable or animal fats and oils in presence of an alcohol |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
R086 | Non-binding declaration of licensing interest | ||
R207 | Utility model specification |
Effective date: 20031009 |
|
R150 | Utility model maintained after payment of first maintenance fee after three years |
Effective date: 20061006 |
|
R157 | Lapse of ip right after 6 years |
Effective date: 20091001 |