EP4239039B1 - Schmierstoffzusammensetzung enthaltend eine ionische flüssigkeit - Google Patents

Schmierstoffzusammensetzung enthaltend eine ionische flüssigkeit Download PDF

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Publication number
EP4239039B1
EP4239039B1 EP22186356.6A EP22186356A EP4239039B1 EP 4239039 B1 EP4239039 B1 EP 4239039B1 EP 22186356 A EP22186356 A EP 22186356A EP 4239039 B1 EP4239039 B1 EP 4239039B1
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EP
European Patent Office
Prior art keywords
weight
lubricant composition
base oil
composition according
proportion
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.)
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EP22186356.6A
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German (de)
English (en)
French (fr)
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EP4239039A1 (de
Inventor
Stefan Grundei
Daniel CHALL
Martin Schmidt-Amelunxen
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.)
Klueber Lubrication Muenchen GmbH and Co KG
Original Assignee
Klueber Lubrication Muenchen & Co Kg GmbH
Klueber Lubrication Muenchen GmbH and Co KG
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Publication date
Priority to PL22186356.6T priority Critical patent/PL4239039T3/pl
Application filed by Klueber Lubrication Muenchen & Co Kg GmbH, Klueber Lubrication Muenchen GmbH and Co KG filed Critical Klueber Lubrication Muenchen & Co Kg GmbH
Priority to SI202230090T priority patent/SI4239039T1/sl
Priority to ES22186356T priority patent/ES3014908T3/es
Priority to EP22186356.6A priority patent/EP4239039B1/de
Priority to US18/997,115 priority patent/US20260028547A1/en
Priority to KR1020257002083A priority patent/KR20250025472A/ko
Priority to CN202380055130.2A priority patent/CN119585405A/zh
Priority to PCT/EP2023/062566 priority patent/WO2024017517A1/de
Priority to JP2025503018A priority patent/JP2025523225A/ja
Publication of EP4239039A1 publication Critical patent/EP4239039A1/de
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Publication of EP4239039B1 publication Critical patent/EP4239039B1/de
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    • 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
    • C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
    • C10M137/12—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having a phosphorus-to-carbon bond
    • 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
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • 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
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    • 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
    • C10M105/36—Esters of polycarboxylic acids
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    • C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/20—Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
    • C10M107/30—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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    • C10M111/00—Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential
    • C10M111/04—Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential at least one of them being a macromolecular organic compound
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M115/00—Lubricating compositions characterised by the thickener being a non-macromolecular organic compound other than a carboxylic acid or salt thereof
    • C10M115/08—Lubricating compositions characterised by the thickener being a non-macromolecular organic compound other than a carboxylic acid or salt thereof containing nitrogen
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    • C10M117/00—Lubricating compositions characterised by the thickener being a non-macromolecular carboxylic acid or salt thereof
    • C10M117/06—Lubricating compositions characterised by the thickener being a non-macromolecular carboxylic acid or salt thereof having more than one carboxyl group bound to an acyclic carbon atom or cycloaliphatic carbon atom
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    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/12—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring
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    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/08—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium containing a sulfur-to-oxygen bond
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    • C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
    • C10M141/10—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic phosphorus-containing compound
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    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C—CHEMISTRY; METALLURGY
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M171/00—Lubricating compositions characterised by purely physical criteria, e.g. containing as base-material, thickener or additive, ingredients which are characterised exclusively by their numerically specified physical properties, i.e. containing ingredients which are physically well-defined but for which the chemical nature is either unspecified or only very vaguely indicated
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    • 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
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/2805—Esters used as base material
    • C—CHEMISTRY; METALLURGY
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
    • C10M2207/2825—Esters of (cyclo)aliphatic oolycarboxylic acids used as base material
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
    • C10M2207/345—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives used as base material
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    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/1033—Polyethers, i.e. containing di- or higher polyoxyalkylene groups used as base material
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    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/107—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106
    • C10M2209/1075—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106 used as base material
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/064—Di- and triaryl amines
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/10—Amides of carbonic or haloformic acids
    • C10M2215/102—Ureas; Semicarbazides; Allophanates
    • C10M2215/1026—Ureas; Semicarbazides; Allophanates used as thickening material
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    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
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    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • C10M2223/065—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds containing sulfur
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    • 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
    • C10N2020/077—Ionic Liquids
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    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/02—Pour-point; Viscosity index
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/02—Bearings
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/135—Steam engines or turbines
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/29—Hybrid or electric engines
    • C10N2040/292—Electric engines
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    • 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—Form in which the lubricant is applied to the material being lubricated semi-solid; greasy

Definitions

  • the present invention relates to a lubricant composition containing an ionic liquid and its use.
  • ionic liquids can be used as additives in lubricants such as lubricating greases and lubricating oils. This can have a positive effect on tribologically relevant properties such as friction, wear and electrical conductivity. Good results are achieved in particular with ionic liquids that contain CFx groups. These groups are usually contained in the anions and, as additives in lubricants, improve their thermal resilience and electrical conductivity. Due to its very good thermal and hydrolytic resistance, bis(trifluoromethylsulfonyl)imide (bta) is an important representative of these anions.
  • Trihexyl(tetradecyl)phosphonium bis(fluorosulfonyl)imide is mentioned as a possible second ionic liquid.
  • ionic liquids based on bis(fluorosulfonyl)imide (fsi) as anion have a significantly lower thermal stability than ionic liquids that contain CFx groups. This can be explained primarily by the fact that the fsi anion lacks strong carbon-fluorine bonds, which has a negative effect on the stability of the molecule as a whole.
  • the non-polar base oils can have a polar component. However, this is always less than 50% by weight, based on the total weight of the base oil.
  • the EP2164935B1 describes the use of selected ionic liquids with fluorine-containing anions in lubricant compositions to reduce aging phenomena of the lubricant and to reduce electrical resistance.
  • US 2013/053287 A1 describes synthetic lubricants that contain an ionic liquid and an imidazolium phosphate ester salt.
  • the anion bis(fluorosulfonyl)imide is preferred for the ionic liquid.
  • the lubricant composition comprises a base oil which has a solubility for the ionic liquid methyltrioctylammonium bis(fluorosulfonyl)imide of at least 3% by weight at a room temperature of 20°C.
  • This solubility shows the high polarity of the base oil.
  • the base oil also contains a base oil A which also has a solubility for the ionic liquid methyltrioctylammonium bis(fluorosulfonyl)imide of at least 3% by weight at a room temperature of 20°C.
  • the solubility for the ionic liquid methyltrioctylammonium bis(fluorosulfonyl)imide is preferably carried out as described in the test methods chapter.
  • the base oil can contain one or more base oils A and optionally also base oils other than base oil A. According to the invention, however, the lubricant composition preferably does not contain any other base oils besides the base oil.
  • the base oil has a solubility for the ionic liquid methyltrioctylammonium bis(fluorosulfonyl)imide of at least 3% by weight, preferably at least 5% by weight, even more preferably at least 10% by weight.
  • the base oil at a room temperature of 20°C has a solubility for the ionic liquid methyltrioctylammonium bis(fluorosulfonyl)imide of at least in the range from 3% to 30% by weight and/or at least in the range from 5% to 30% by weight, and/or at least in the range from 10% to 30% by weight and/or at least in the range from 3% to 20% by weight, and/or at least in the range from 5% to 20% by weight, and/or at least in the range from 10% to 20% by weight, and/or at least in the range from 3% to 15% by weight and/or at least in the range from 5% to 15% by weight and/or at least in the range from 10% to 15% by weight.
  • the base oil A has a solubility for the ionic liquid methyltrioctylammonium bis(fluorosulfonyl)imide of at least 3% by weight, preferably at least 5% by weight, even more preferably at least 10% by weight.
  • the base oil A at a room temperature of 20°C has a solubility for the ionic liquid methyltrioctylammonium bis(fluorosulfonyl)imide at least in the range from 3 wt.% to 99 and/or at least in the range from 5 wt.% to 99 wt.%, and/or at least in the range from 10 wt.% to 99 wt.%, and/or at least in the range from 3 wt.% to 80 wt.%, and/or at least in the range from 5 wt.% to 80 wt.%, and/or at least in the range from 10 wt.% to 80 wt.%, and/or at least in the range from 3 wt.% to 15 % by weight and/or at least in the range of 5 % by weight to 15 % by weight and/or at least in the range of 10 % by weight to 15 % by weight.
  • the base oil A is present in a proportion of 50 to 100% by weight and/or in a proportion of more than 55% by weight, for example from 55 to 100% by weight, and/or in a proportion of more than 60% by weight, for example from 60 to 100% by weight, even more preferably in a proportion of more than 70% by weight, for example from 70 to 100% by weight, in each case based on the total weight of the base oil.
  • the proportion of base oil, based on the total weight of the lubricant composition is 20 wt.% to 99.5 wt.%, preferably 40 wt.% to 95%, more preferably 60 wt.% to 90%, even more preferably 70 wt.% to 95% and in particular 75 wt.% to 85 wt.%.
  • the base oil A is an ester and/or a polyglycol, wherein the polyglycol is preferably a polyglycol containing unsubstituted ethylene units as carbon groups in the repeat unit.
  • a particularly preferred polyglycol is a polyalkylene glycol containing unsubstituted ethylene units as carbon groups in the repeat unit, preferably a polyalkylene glycol containing unsubstituted ethylene units and methyl-substituted ethylene units as carbon groups in the repeat unit.
  • a likewise preferred polyglycol is a polyalkylene glycol containing unsubstituted ethylene units as carbon groups in the repeat unit, wherein the weight proportion of the unsubstituted ethylene units is preferably at least 20% by weight based on Total weight of the polyglycol, for example 20 wt.% to 100 wt.%, preferably at least 30 wt.% based on the total weight of the polyglycol, for example 30 wt.% to 100 wt.%.
  • the ester has an oxygen/carbon weight ratio of more than 0.1, for example from 0.1 to 0.35, preferably more than 0.15, for example from 0.15 to 0.30 and/or the polyglycol has an oxygen/carbon weight ratio of more than 0.44, for example from 0.44 to 0.70, preferably more than 0.50, for example from 0.50 to 0.68.
  • a particularly preferred polyglycol is selected from homopolymers of ethylene oxide as the sole monomer and/or copolymers with unsubstituted ethyl groups and 1-methylethyl groups as carbon groups in the repeat unit, the weight proportion of the unsubstituted ethylene units in the copolymers preferably being at least 20% by weight based on the total weight of the polyglycol, for example 20% by weight to 90% by weight, preferably at least 30% by weight based on the total weight of the polyglycol, for example 30% by weight to 90% by weight.
  • the end groups of the particularly preferred polyglycol are, independently of one another, preferably hydroxide groups and/or C1-C20 alkoxide groups, preferably C1-C6 alkoxide groups.
  • the alkoxide end groups can additionally be substituted.
  • the end groups can be introduced during the production of the polyglycol by reacting the monomeric ethylene oxides with a monofunctional starter.
  • Monofunctional starters are preferably water and alcohols, especially butanol.
  • Two or more chains of the polyglycol can also be linked via an end group.
  • Alkyl groups are preferred as the linking end group. This can be achieved when producing the polyglycol from ethylene oxides with a nucleophilic di- or higher functional starters.
  • difunctional starters are diols, especially 1,2-ethanediol.
  • esters are carboxylic acid esters, preferably monoesters, diesters, triesters, tetraesters, pentaesters, polyesters, preferably estolides. Diesters, triesters, tetraesters, pentaesters, polyesters, estolides and mixtures thereof are particularly preferred.
  • carboxylic acid esters are aromatic esters, preferably of aromatic C8 to C20, preferably C8 to C10 di-, tri- or tetracarboxylic acids with one or in a mixture of aliphatic C7 to C22 alcohols and aliphatic esters, preferably of aliphatic C4 to C22 monocarboxylic acids and/or dicarboxylic acids with an aliphatic mono-, di-, tri-, tetra, penta, hexa-alcohol present individually or in a mixture with a carbon number of 3 to 22, preferably polyol esters, such as preferably complex esters, estolides and mixtures thereof.
  • the acid and/or alcohol component and/or hydroxycarboxylic acid component of the carboxylic acid esters independently of one another preferably have a number of carbon atoms from C3 to C54.
  • Preferred acid components have a number of carbon atoms from C4 to C22
  • preferred alcohol components have a number of carbon atoms from C3 to C22
  • /or preferred hydroxycarboxylic acid components have a number of carbon atoms from C14 to C22.
  • Preferred diesters are diesters whose acid component has fewer than 36 carbon atoms, preferably 6 carbon atoms to 20 carbon atoms, more preferably 6 carbon atoms to 12 carbon atoms.
  • the advantage of these esters is their good dissolving power for the ionic liquid methyltrioctylammonium bis(fluorosulfonyl)imide.
  • Estolides are oligomeric aliphatic hydroxycarboxylic acids, preferably 12-hydroxystearic acid or oligomers of unsaturated carboxylic acids, preferably oleic acid, in which the terminal carboxylic acid group is Mono-alcohol, dialcohol, trialcohol and/or tetra-alcohol, preferably branched monoalcohols, very particularly preferably Guerbet alcohols, and in which any free hydroxide groups present can be esterified by reaction with monocarboxylic acids or dicarboxylic acids.
  • the ester is selected from the group consisting of aliphatic esters of aliphatic monocarboxylic acids having a carbon number of C 5 to C 22 with an aliphatic tri, tetra, hexa-alcohol present individually or in mixtures with a carbon number of C 3 to C 10, in particular trimethylolpropane, pentaerythritol and/or dipentaerythritol, and/or aliphatic esters of aliphatic dicarboxylic acids having a carbon number of C 6 to C 20, with an aliphatic mono- and/or dialcohol present individually or in mixtures with a carbon number of 6 to 22, estolides and aromatic esters of aromatic tri- and tetracarboxylic acids with one or in mixtures of aliphatic C7 to C22 alcohols and mixtures thereof.
  • Base oils which are also suitable according to the invention contain the base oil A in a mixture with a base oil B, wherein the base oil B has a solubility for the ionic liquid methyltrioctylammonium bis(fluorosulfonyl)imide of less than 3% by weight, for example from 01% by weight to 3% by weight, preferably less than 2.5% by weight, for example from 0.01% by weight to 2.5% by weight, even more preferably less than 2% by weight, for example from 0.01% by weight to 2% by weight, even more preferably less than 1% by weight, for example from 0.01% by weight to 1% by weight.
  • the base oil B is a base oil B1 which has an oxygen/carbon weight ratio of at most 0.1, for example from 0 to 0.1 and/or a base oil B2 which has a proportion of halogens and/or silicon of more than 5 wt.%, for example 5 wt.% to 30 wt.%, preferably from 10 wt.% to 25 wt.%, based on the total weight of the base oil B2.
  • the proportion of the base oil A is more than 50% by weight, for example from 50 to 90% by weight, more preferably more than 60% by weight, for example from 60 to 85% by weight, in particular more than 70% by weight, for example from 70 to 85% by weight, based on the total weight of the base oil.
  • Preferred base oils B are selected from the group consisting of base oils of groups I, II, II+, III, IV and base oils of group V according to the classification of the American Petroleum Institute (API) [NLGI Spokesman, N. Samman, Volume 70, Number 11, p.14ff], preferably diphenyl ethers, alkylated naphthalenes, polyisobutylenes, silicone oils, polytetrahydrofurans and oxetane polymers, polyalkylene glycols which, preferably exclusively, have ethylene units substituted with aliphatic and/or aromatic alkyl groups, the weight proportion of unsubstituted ethylene units in the polyalkylene glycols being less than 20% by weight based on the total weight of the polyalkylene glycol and esters, preferably aliphatic esters of aliphatic dicarboxylic acids, with a carbon number of C22 to C40, preferably C34 to C38 with a singly or in mixtures present aliphatic mono
  • the proportion of base oil B is preferably less than 50% by weight, for example 10 to 49% by weight, more preferably at most 40% by weight, for example 10% to 40% by weight, in particular at most 30% by weight, for example 10 to 30% by weight, based on the total weight of the base oil.
  • the proportion of base oil B is preferably at most 48% by weight, for example 5 to 48% by weight, more preferably at most 40% by weight, for example 10% to 40% by weight, in particular at most 30% by weight, for example 10 to 30% by weight, based on the total weight of the lubricant composition.
  • the lubricant composition according to the invention preferably has a kinematic viscosity at 40 °C of 20 mm 2 /sec to 1500 mm 2 /sec, preferably from 20 mm 2 /sec to 320 mm 2 /sec, more preferably from 25 mm 2 /sec to 220 mm 2 /sec, even more preferably from 30 mm 2 /sec to 150 mm 2 /sec.
  • the kinematic viscosity is determined according to ASTM D 7042, edition 2021.01.
  • the proportion of the ionic liquid whose anion is bis(fluorosulfonyl)imide is according to the invention 0.5 wt.% to 80 wt.%, more preferably 2 wt.% to 40 wt.%, more preferably 2 wt.% to 20 wt.%, more preferably 3 wt.% to 15 wt.% and in particular from 5 wt.% to 10 wt.%, based on the total weight of the lubricant composition.
  • the base oil contains the base oil A and the base oil B in a weight ratio between base oil A and base oil B of at least 50:50, for example from 50:50 to 60:40, particularly preferably at least 60:40, for example from 60:40 to 70:30, even more preferably at least 70:30, for example from 70:30 to 90:10, in particular at least 80:20, for example from 80:20 to 90:10.
  • the base oil contains the base oil A and the base oil B in a weight ratio between base oil A and base oil B of 50:50 to 60:40 and the proportion of ionic liquid whose anion is bis(fluorosulfonyl)imide (fsi) is from 0.5 to 10 wt.%, preferably from 3 to 10 wt.%, based on the total weight of the lubricant composition, and/or in a weight ratio between base oil A and base oil B of 60:40 to 70:30 and the proportion of ionic liquid whose anion is bis(fluorosulfonyl)imide (fsi) is from 0.5 wt.% to 15 wt.%, preferably from 3 wt.% to 15 wt.%, based on the total weight of the lubricant composition and/or in a weight ratio between base oil A and base oil B of 70:30 to 90:10 and the proportion of ionic liquid whose anion Bis(fluorosulf
  • the ionic liquid has a cation selected from the group consisting of symmetrical and asymmetrical ammonium ions, NR 1 R 2 R 3 R 4 + and phosphonium ions PR 1 R 2 R 3 R 4 +.
  • the radicals R 1 to R 4 can be independently of one another, branched or unbranched, substituted or unsubstituted C 1 - to C 24 -, preferably C 1 - to C 18 -, particularly preferably C 6 - to C 18 -alkyl groups or C 6 - to C 30 - aryl groups.
  • Preferred substituents are alkoxy, carboxy, amido, amino, thiocarboxy, carbamoyl, oxo, thioxo and/or hydroxy.
  • the radicals R 1 to R 4 are selected so that they have a total of at least 10 carbon atoms, preferably at least 20 carbon atoms, more preferably at least 25 carbon atoms.
  • the ionic liquid has one or more cations selected from the group consisting of: trihexyltetradecylphosphonium, tributyltetradecylphosphonium, tetraoctylphosphonium, trioctylmethylammonium, tributylmethylphosphonium, tributylphosphonium. Trihexyltetradecylphosphonium, tributyltetradecylphosphonium, tetraoctylphosphonium and trioctylmethylammonium are particularly preferred.
  • the lubricant composition according to the invention can also contain mixtures of different ionic liquids in which the anions are each bis(fluorosulfonyl)imide but the cations are different.
  • the lubricant composition according to the invention can also contain further ionic liquids whose anion is not bis(fluorosulfonyl)imide.
  • the proportion of the further ionic liquid is preferably 0.5% by weight to 5% by weight, based on the total weight of the lubricant composition.
  • the lubricant composition does not contain any ionic liquids whose anion is not bis(fluorosulfonyl)imide. This is advantageous because the use several ionic liquids increases the complexity of the manufacturing process and, associated with this, the manufacturing costs. More preferably, the lubricant composition does not contain any ionic liquid that contains bis(trifluoromethylsulfonyl)imide (bta) as an anion. This is advantageous for toxicological reasons.
  • the lubricant composition does not contain any ionic liquids whose anion is not bis(fluorosulfonyl)imide, or these are present in a proportion of at most 0.5% by weight, based on the total weight of the lubricant composition. More preferably, the lubricant composition does not contain any ionic liquid that contains perfluoroalkyl groups, or ionic liquids that contain perfluoroalkyl groups are present in a proportion of at most 0.5% by weight, based on the total weight of the lubricant composition. This is advantageous for toxicological reasons.
  • the lubricant composition contains a thickener.
  • the lubricant composition is designed as a lubricating grease.
  • Lubricating greases are a preferred embodiment of the lubricant composition because the positive effects on the service life, attributable to the ionic liquid fsi, are particularly evident in lubricating greases, since lubricating greases are usually present in smaller quantities than lubricating oils at the lubrication point.
  • the lubricant composition preferably contains the thickener in a proportion of 3 to 35 wt.%, more preferably 4 to 30 wt.%, in particular 6 to 20 wt.%, in each case based on the total weight of the lubricant composition.
  • the worked penetration (in 1/10 mm) of the lubricant composition formed as a lubricating grease is between 400 and 200, even preferably between 330 and 220, even more preferably between 300 and 250.
  • the worked penetration is determined according to DIN ISO 2137, edition 2016.12.
  • the thickener is preferably selected from urea, aluminum complex soaps, metal simple soaps of the elements of the 1st and 2nd main groups of the periodic table, in particular lithium simple soaps, metal complex soaps of the elements of the 1st and 2nd main groups of the periodic table, in particular lithium complex soaps, bentonite, sulfonate, silicate, polyimide and mixtures thereof.
  • Urea is understood to mean reaction products of organic mono-, di-, tri- and higher-functional isocyanates and/or mixtures thereof with aliphatic and/or aromatic mono-, di-, tri- or higher-functional organic amines.
  • the thickener is a urea.
  • ureas are that they can be used at high application temperatures and thus the combination with the ionic liquid containing fsi as an anion leads to lubricating greases with a particularly long service life.
  • a diisocyanate preferably 2,4-diisocyana
  • the thickener is a diurea containing aliphatic, cycloaliphatic/aliphatic and/or cycloaliphatic ureas.
  • the thickener is a diurea represented by formula A where R 2 is a divalent aromatic C6-15 hydrocarbon radical; and R 1 and R 3 are independently a C6-20 cycloalkyl radical, in particular cyclohexyl radical or a straight-chain or branched C8-20 alkyl radical.
  • Diurea compounds which can preferably be used according to the invention are described in DE112012001102A1 .
  • the thickener is a lithium complex soap.
  • the advantage of lithium complex soaps is that they can be used at high application temperatures and thus the combination with the ionic liquid containing fsi as anion leads to lubricating greases with a particularly long service life.
  • Preferred lithium complex soaps are produced starting from C4-C36 dicarboxylic acids, preferably azelaic acid, sebacic acid, suberic acid, terephthalic acid, dodecanedioic acid and/or starting from higher-functional carboxylic acids with 3 or more, preferably 3 to 4 carboxylic acid groups, where the number of carbon groups can be 6 to 60, such as preferably citric acid and trimer acids, and/or starting from ester compounds, in particular methyl esters and/or triglycerides of one or more of the aforementioned acids, each combined with one or more monocarboxylic acids, preferably combined with one or more C4-C24 monocarboxylic acids, preferably stearic acid, hydroxystearic acid, in particular 12-hydroxystearic acid, palmitic acid, oleic acid, salicylic acid, ester compounds, in particular methyl esters and/or triglycerides of one or more of the aforementioned acids and/or combined with sebacic acid
  • the lubricant composition can also contain inorganic and/or organic solid lubricants.
  • Preferred solid lubricants are selected from the group consisting of polytetrafluoroethylene (PTFE), molybdenum disulfide, graphite, graphene, boron nitride (hexagonal), tin(IV) sulfide, zinc(II) sulfide, tungsten disulfide, metal sulfide, phosphate, preferably calcium phosphate, carbonate, preferably calcium carbonate, metal oxide, preferably amorphous silicon dioxide, silicate and layered silicate, talc, mica and mixtures thereof.
  • PTFE polytetrafluoroethylene
  • molybdenum disulfide graphite, graphene, boron nitride (hexagonal)
  • tin(IV) sulfide zinc(II) sulfide
  • tungsten disulfide metal s
  • Particularly preferred solid lubricants are selected from the group consisting of molybdenum disulfide, graphite, graphene, boron nitride (hexagonal), tin(IV) sulfide, zinc(II) sulfide, tungsten disulfide, metal sulfide, phosphate, preferably calcium phosphate, carbonate, preferably calcium carbonate, metal oxide, preferably amorphous silicon dioxide, silicate and layered silicate, talc, mica and mixtures thereof.
  • the proportion of solid lubricant in the lubricant composition according to the invention is preferably 0.5 wt.% to 23 wt.%, more preferably 0.5 wt.% to 20 wt.% and in particular 0.5 wt.% to 18 wt.%, in each case based on the total weight of the lubricant composition.
  • the lubricant composition can contain additives, for example against corrosion, oxidation (antioxidants) and to protect against metal influences, for example chelating compounds, radical scavengers, UV stabilizers, reaction layer formers, viscosity improvers, pour point depressants, adhesion improvers and/or additives to reduce oil separation in greases.
  • additives for example against corrosion, oxidation (antioxidants) and to protect against metal influences, for example chelating compounds, radical scavengers, UV stabilizers, reaction layer formers, viscosity improvers, pour point depressants, adhesion improvers and/or additives to reduce oil separation in greases.
  • the proportion of additives in the lubricant composition according to the invention is preferably 0.5% by weight to 23% by weight, more preferably 0.5% by weight to 20% by weight, even more preferably 1% by weight to 18% by weight and in particular 1.5% by weight to 12% by weight, based on the total weight of the lubricant composition.
  • Additives in the form of phosphorus-, sulfur-containing, nitrogen-containing and/or oxygen-containing compounds, polymers and/or mixtures thereof are preferably used.
  • Particularly preferred additives are aromatic amines, phenols, in particular alkylated phenols, triazoles such as benzotriazoles, tolyltriazoles, esters, in particular sulphurised fatty acid esters, glycerol mono- or di-esters, sorbitan esters, thiadiazoles, dithiocarbamates, in particular molybdenum dithiocarbamates, phosphates, in particular thiophosphates, oligomeric phosphates, oligomeric thiophosphates, dithiophosphates, zinc dialkyldithiophosphates, molybdenum dithiophosphates, amine phosphates, trialkyl phosphates, triaryl phosphates, phosphites, metal salts, carboxylic acids, polymers, in particular polymethacrylates, olefin copolymers and/or mixtures thereof.
  • triazoles such as benzotriazoles, tolyltri
  • Very preferred additives are aromatic amines, alkylated phenols, thiadiazoles, dithiocarbamates, triaryl phosphates, amine phosphates, benzotriazoles and/or mixtures thereof.
  • Aromatic amines are particularly preferred additives, as it was surprisingly found that their use results in a particularly strong Delaying the onset of oxidation can be achieved by the ionic liquid.
  • Aromatic amines preferred according to the invention are styrenated diphenylamine, phenyl-alpha-naphthylamine, phenyl-beta-naphthylamine, octylated and/or butylated diphenylamine, in particular p,p ⁇ -dioctyldiphenylamine, nonylated diphenylamine.
  • the lubricant composition comprises diphenylamine, in particular p,p ⁇ -dioctyldiphenylamine, as antioxidants.
  • the lubricant composition comprises the additives in a proportion of 0.5 wt.% to 23 wt.%, more preferably from 0.5 wt.% to 20 wt.%, in particular from 0.5 wt.% to 10 wt.%, based on the total weight of the lubricant composition.
  • the lubricant composition is characterized by a lower service temperature of not greater than -30°C, for example from -60°C to -30°C, preferably not greater than -40°C, for example from -60°C to -40°C, determined according to IP 186, Edition 2015 and/or preferably an upper service temperature of at least +160°C, for example from 160°C to 220°C, preferably at least +180°C, for example from 180°C to 220°C, determined according to DIN 51821 1+2, Edition 2016,7.
  • a lower service temperature of not greater than -30°C, for example from -60°C to -30°C, preferably not greater than -40°C, for example from -60°C to -40°C, determined according to IP 186, Edition 2015 and/or preferably an upper service temperature of at least +160°C, for example from 160°C to 220°C, preferably at least +180°C, for example from 180°C to 220°C, determined according to DIN 51821 1+2,
  • Preferred embodiments of the aforementioned lubricant composition include embodiments described with reference to the lubricant composition according to the invention, mutatis mutandis.
  • preferred embodiments of the aforementioned lubricant composition for the base oil A' include embodiments described with reference to the lubricant composition according to the invention for the base oil A.
  • a further object of the present invention comprises the use of the lubricant composition according to the invention for the lubrication of drive elements, preferably rolling bearings, gears, plain bearings, actuators and/or chains.
  • drive elements preferably rolling bearings, gears, plain bearings, actuators and/or chains, to which electrical potentials are applied.
  • Further preferred drive elements are rolling bearings, gears, plain bearings, actuators and/or chains which are arranged in systems and machines for the production and conveyance of food, in wind turbines, in vehicles, preferably automobiles, in particular in hybrid and electric vehicles, in rail vehicles, industrial plants, industrial robots and/or in ships.
  • the drive elements are particularly preferably selected from pulley bearings, fan bearings, vacuum pump bearings, rolling bearings of electric motors, in particular of hybrid and electric vehicles, generators, in particular of electric vehicles and rail vehicles, wind turbines, industrial engines, auxiliary units in vehicles and/or joints of vehicles.
  • the lubricant composition is particularly preferably used for lubricating rolling bearings of electric motors of hybrid and/or electric vehicles.
  • the lubricant composition according to the invention has a combination of properties that is particularly suitable for these applications.
  • the very good temperature stability combined with the ability to dissipate electrical potentials is particularly advantageous.
  • a further subject matter of the present invention comprises the use of the lubricant composition for lubricating drive elements, preferably rolling bearings, where a lower operating temperature of not greater than -30°C, for example from -60°C to -30°C, preferably not greater than -40°C, for example from -60°C to -30°C, determined according to IP 186, Edition 2015 and/or preferably an upper service temperature of at least +160°C, for example from 160°C to 220°C, more preferably at least +180°C, for example from 180°C to 220°C, determined according to DIN 51821 1+2 Edition 2016,7 is necessary.
  • the TGA measurements show a better temperature stability for P666(14) bta compared to P666(14) fsi. Both in the measurement with air and with N 2 , the values for evaporation losses are lower for P666(14) bta.
  • the better temperature stability for bta can be explained by the strong carbon-fluorine bond in the anion.
  • Figure 2 shows that P666(14) fsi exhibits a significant exothermic reaction at around 270°C, but P666(14) bta does not. Both investigations confirm the lower thermal stability of the ionic liquid with the fsi anion in pure substance.
  • trihexyl(tetradecyl)phosphonium bis(fluorosulfonyl)imide (P666(14) fsi) and trihexyl(tetradecyl)phosphonium bis(trifluoromethylsulfonyl)imide (P666(14) bta) are filled into cylindrical screw-top vials (base area 1.5 cm 2 , height 5 cm). 200 mg of each of the two ILs are weighed precisely.
  • One vial without a ball and one vial with a ball (100Cr6 steel balls according to DIN 51350-1, edition 2015-03) are used for two test temperatures.
  • the evaporation losses for both substances are naturally higher than at 150°C.
  • the value curve for the P666(14) fsi is unremarkable in contrast to the lower test temperature. Nevertheless, at the end of the period they are higher than for the P666(14) bta.
  • the observed values can be understood to mean that in addition to decomposition with loss of mass, phenomena such as absorption/release of water, corrosion of the steel ball and catalyzed decomposition also play a role.
  • the tests of the substances in their pure form suggest that the stability of the IL containing fsi is lower than the stability of the IL containing bta.
  • the base grease A consists of 85 wt.% of a trimellitic acid ester with C9 - C11 alcohols with an oxygen/carbon ratio of 0.20 with a base oil viscosity at 40°C of approx. 72 mm 2 /sec (TMSE-A), 11 wt.% of a urea thickener consisting of the reaction products of aliphatic saturated amines, aliphatic unsaturated amines and aromatic amines with a mixture of MDI (4,4'-diisocyanatodiphenylmethane) and TDI (mixture of 2,4-diisocyanatotoluene and 2,6-diisocyanatotoluene in a molar ratio of approx. 4:1).
  • MDI 4,4'-diisocyanatodiphenylmethane
  • TDI mixture of 2,4-diisocyanatototoluene and 2,6-diisocyanatotolu
  • the grease 1 according to the invention surprisingly shows an approximately 50% improved service life at 180°C compared to the comparison grease 2, which contains an ionic liquid not according to the invention.
  • the grease according to the invention also meets the service life requirement of DIN 51821 1+2 at 200°C.
  • the grease 1 according to the invention shows a significant increase in the service life achieved, based on the L 50 value, by more than a factor of 2.5.
  • the grease 3 according to the invention also shows an increase in service life by 50% compared to the base grease A.
  • the basic fat B consists of:
  • trimellitic acid ester with linear C8 and C10 alkyl groups which are present in a ratio of approximately 1:1 (molar) (TMSE-B) with an oxygen/carbon ratio of 0.22, 13.5 wt.% urea thickener, produced by the reaction of MDI (4,4'-diisocyanatodiphenylmethane) and octylamine in a ratio of 1.2 (molar), 1 wt.% p,p'-dioctyldiphenylamine, 1 wt.% calcium sulfonate corrosion inhibitor additive.
  • MDI 4,4'-diisocyanatodiphenylmethane
  • octylamine in a ratio of 1.2 (molar)
  • 1 wt.% p,p'-dioctyldiphenylamine 1 wt.% calcium sulfonate corrosion inhibitor additive.
  • the grease 6 according to the invention shows an increase in service life of approximately 50% while maintaining the very steep failure curve (high ß values).
  • the grease 7 according to the invention shows an increase in service life of approximately 40%.
  • Polyglycol A is a polyglycol with a kinematic viscosity of 220 mm 2 /sec. It is a random copolymer of ethylene oxide and propylene oxide in a ratio of 1:1 (molar) with glycol as starter. The oxygen/carbon ratio is 0.53.
  • Trimellitic acid ester B (trimellitic acid ester with linear C8 and C10 alkyl groups, which are present in a ratio of approximately 1:1 (molar)) is used as the base oil, and p,p'-dioctyldiphenylamine is used as the amine antioxidant (Amin. AO).
  • the shear viscosity is determined at 25°C at a shear rate of 300 1/s according to DIN 53019-1.3.
  • the open dish test is carried out with aluminum evaporation dishes with a diameter of 50 mm. 5 g +/- 0.1 g are weighed in. The measurement is carried out in a convection oven. The measurement is carried out over 24/48/72 hours. The evaporation loss is determined and the shear viscosity is measured in each case.
  • Oils 2, 3, 4, 5 and 6 represent lubricant compositions according to the invention.
  • Base oil PAO 8/ trimellitic acid ester B with linear C8 and C10 alkyl groups (ratio of the two base oils 60:40). PAO 8 has an oxygen/carbon ratio of 0. The trimellitic acid ester B has an oxygen/carbon ratio of 0.22. This gives the base oil an oxygen/carbon ratio of 0.088 amount of N1888fsi 0 wt. % 1 wt. % 3 wt. % 5 wt. % 10 wt.
  • the base oil mixture used here is not suitable for producing a lubricant composition according to the invention because the proportion of base oil A is too low and therefore the solubility of N1888fsi is too low.
  • the trimellitic acid ester B has an oxygen/carbon ratio of 0.22. This gives the base oil an oxygen/carbon ratio of 0.15 amount of N1888fsi 0 wt. % 1 wt. % 3 wt. % 5 wt. % 10 wt.
  • the base oil mixture used here is suitable for producing a lubricant composition according to the invention because a sufficient proportion of base oil A is present and thus the solubility of N1888fsi is sufficient.
  • the trimellitic acid ester B has an oxygen/carbon ratio of 0.22. This gives the base oil an oxygen/carbon ratio of 0.18 amount of N1888fsi 0 wt. % 1 wt. % 3 wt. % 5 wt.
  • the base oil mixture used here is suitable for producing a lubricant composition according to the invention because a sufficient proportion of base oil A is present and thus the solubility of N1888fsi is sufficient.
  • Base oil Trimellitic acid ester B with linear C8 and C10 alkyl groups. The trimellitic acid ester B has an oxygen/carbon ratio of 0.22. amount of N1888fsi 0 wt. % 1 wt. % 3 wt. % 5 wt.
  • the examples show that the ionic liquid N1888fsi is miscible with the trimellitic acid ester over a very wide concentration range.
  • the base oil used here is suitable for producing a lubricant composition according to the invention because only base oil A is present and the solubility of N1888fsi is therefore very good.
  • Base oil Polypropylene oxide homopolymer (non-polar), butanol started, kinematic viscosity at 40°C approx. 120 mm 2 /sec with oxygen/carbon ratio of 0.44 amount of N1888fsi 0 wt. % 1 wt. % 3 wt. % 5 wt.
  • the base oil used here is not suitable for producing a lubricant composition according to the invention because no proportion of base oil A is present and therefore the solubility of N1888fsi is not sufficient.
  • Base oil Polypropylene oxide homopolymer (non-polar), butanol initiated, kinematic viscosity at 40°C approx. 120 mm 2 /sec/ Trimellitic acid ester B with linear C8 and C10 alkyl groups (polar) mixing ratio based on mass percent 50:50. Oxygen/carbon ratio of 0.22 of the base oil is 0.33. amount of N1888fsi 0 wt. % 1 wt. % 3 wt. % 5 wt.
  • the base oil mixture used here is suitable for producing a lubricant composition according to the invention, since a sufficient proportion of base oil A is present and therefore the solubility of N1888fsi is sufficient.
  • Base oil Hydrogenated dimer acid ester (non-polar), alcohol component 2-ethylhexanol. Oxygen/carbon ratio is 0.10. amount of N1888fsi 0 wt. % 1 wt. % 3 wt. % 5 wt.
  • the base oil used here is not suitable for producing a lubricant composition according to the invention because no proportion of base oil A is present and therefore the solubility of N1888fsi is not sufficient.
  • the oxygen/carbon ratio is 0.66. amount of N1888fsi 0 wt. % 1 wt. % 3 wt. % 5 wt.
  • the base oil used here is suitable for producing a lubricant composition according to the invention, since only base oil A is present and therefore the solubility of N1888fsi is very good.
  • N1888fsi is readily soluble in base oils with a polar base oil content of more than 50% by weight, even in large quantities.
  • the polar base oils are selected from esters and polyalkylene glycols produced with ethylene oxide as a component of the reaction mixture.
  • the base grease C is classified as NLGI class 1.
  • the base oil has a kinematic viscosity of 130 mm 2 /sec at 40°C and is a non-polar mixture of mineral oil/PAO.
  • the oxygen/carbon ratio is almost 0.
  • the thickener is a mixture of urea/calcium complex soap. It also contains the usual additives for oxidative stabilization, to improve load-bearing capacity and to protect against corrosion.
  • the addition of the ionic liquid does not improve the service life; the L 50 value is even reduced. It has been shown that in greases whose base oil is non-polar (mineral oil and PAO), no improvement is achieved by using the ionic liquid.
  • the weight proportion of trimellitic acid ester A in the total base oil is 52.6 wt.%.
  • method standard Unit Example grease D + 3 % N8881 fsi according to invention
  • Example grease D Comparison grease General data Walk penetration 60 DT DIN ISO 2137 1/10 mm 283 273 dropping point DIN ISO 2176 °C Greater than 300°C Greater than 300°C flow pressure at -40°C DIN 51805 mBar 537 825 oil separation after 30h/150°C ASTM D 6184 % by weight 7.3 5.8 specific resistance iAa DIN 53482 [ohm*cm ] 9.68E+07 3.88E+10 evaporation loss, 24 h/180°C DIN 58397 % 15.6 11.4 Shear viscosity at 25°C, shear rate 300 1/s, fresh DIN 53019-1.3 mPas 5300 5800 Shear viscosity at 25°C, shear rate 300 1/s, after evaporation loss test 24 h/180°C according to
  • composition according to the invention shows advantages with regard to the reduction of the specific resistance, the low-temperature behavior (flow pressure) and the avoidance of hardening during storage at 180°C (no increase in the dynamic viscosity).
  • Estolid base oil homopolymer 12-hydroxystearic acid, esterified with 2-ethylhexanol, kinematic viscosity at 40°C approx. 148 mm 2 /s; the oxygen/carbon ratio is 0.17) amount of N1888fsi 0 wt. % 1 wt. % 3 wt. % 5 wt.
  • N8881 fsi is soluble in the estolide base oil in the concentration range investigated. With increasing amount of IL, the specific resistance is reduced.
  • the base oil used here is suitable for producing a lubricant composition according to the invention, since only base oil A is present and thus the solubility of N1888fsi is sufficient.
  • lubricant compositions and in particular greases that contain ionic liquids based on fsi as an anion achieve performance values that are in the range of a product additived with ionic liquids based on bta.
  • Ionic liquids based on fsi are therefore a good alternative to ionic liquids containing bta.
  • fsi-based additives have the advantage over additives containing bta of not containing any persistent CFx groups.
  • the lubricant composition according to the invention can also meet the requirements regarding corrosion stability.
  • lubricant compositions containing ionic liquids based on fsi are a good alternative to lubricant compositions containing ionic liquids containing bta in terms of their performance.
  • the lubricant compositions according to the invention do not contain any persistent CFx groups and are therefore biodegradable.
  • N1888 fsi is insoluble in base oil or base oil at a certain concentration if the turbidity value is more than 1 FNU higher than that of pure base oil or base oil when measured according to DIN EN ISO 7027 -1:2016-11 at 25°C.
  • N1888 fsi is also insoluble in base oil or base oil at a certain concentration if two or more phases form. N1888 fsi is soluble in base oil or base oil at a certain concentration if the turbidity value in the turbidity measurement according to DIN EN ISO 7027 -1:2016-11 at 25°C is no more than 1 FNU higher than that of pure base oil or base oil.
  • a 2100 AN IS from Hach is preferably used as the measuring device.
  • JPI-5S-68-11 is used to determine oxygen levels.
  • the oxygen/carbon weight ratio is obtained from the oxygen mass fraction (wt%), determined according to JPI-5S-68-11, divided by the carbon fraction (wt%), determined according to ASTM D 5291:2021.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Lubricants (AREA)
EP22186356.6A 2022-07-21 2022-07-21 Schmierstoffzusammensetzung enthaltend eine ionische flüssigkeit Active EP4239039B1 (de)

Priority Applications (9)

Application Number Priority Date Filing Date Title
SI202230090T SI4239039T1 (sl) 2022-07-21 2022-07-21 Mazalni sestavek, ki vsebuje ionsko tekočino
ES22186356T ES3014908T3 (en) 2022-07-21 2022-07-21 Lubricating composition comprising an ionic liquid
EP22186356.6A EP4239039B1 (de) 2022-07-21 2022-07-21 Schmierstoffzusammensetzung enthaltend eine ionische flüssigkeit
PL22186356.6T PL4239039T3 (pl) 2022-07-21 2022-07-21 Kompozycja smaru zawierająca ciecz jonową
US18/997,115 US20260028547A1 (en) 2022-07-21 2023-05-11 Lubricant composition containing an ionic liquid
KR1020257002083A KR20250025472A (ko) 2022-07-21 2023-05-11 이온성 액체를 함유하는 윤활제 조성물
CN202380055130.2A CN119585405A (zh) 2022-07-21 2023-05-11 包含离子液体的润滑剂组合物
PCT/EP2023/062566 WO2024017517A1 (de) 2022-07-21 2023-05-11 Schmierstoffzusammensetzung enthaltend eine ionische flüssigkeit
JP2025503018A JP2025523225A (ja) 2022-07-21 2023-05-11 イオン性液体を含む潤滑剤組成物

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP22186356.6A EP4239039B1 (de) 2022-07-21 2022-07-21 Schmierstoffzusammensetzung enthaltend eine ionische flüssigkeit

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EP4239039A1 EP4239039A1 (de) 2023-09-06
EP4239039B1 true EP4239039B1 (de) 2024-12-25

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US (1) US20260028547A1 (pl)
EP (1) EP4239039B1 (pl)
JP (1) JP2025523225A (pl)
KR (1) KR20250025472A (pl)
CN (1) CN119585405A (pl)
ES (1) ES3014908T3 (pl)
PL (1) PL4239039T3 (pl)
SI (1) SI4239039T1 (pl)
WO (1) WO2024017517A1 (pl)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP4739758A1 (en) 2023-07-05 2026-05-13 Schaeffler Technologies AG & Co. KG Grease composition for bearings of rail vehicles

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5159089B2 (ja) * 2005-11-14 2013-03-06 日本合成化学工業株式会社 合成潤滑油
EP1953211A4 (en) * 2005-11-14 2011-03-23 Nippon Synthetic Chem Ind SYNTHETIC LUBRICANT
JP2008177526A (ja) * 2006-12-20 2008-07-31 Sanyo Chem Ind Ltd 磁性流体
MX2009013879A (es) 2007-06-20 2010-01-27 Klueber Lubrication Composicion de grasa lubricante.
JP5748485B2 (ja) * 2010-02-01 2015-07-15 日本合成化学工業株式会社 合成潤滑剤
JP5727276B2 (ja) 2011-03-04 2015-06-03 協同油脂株式会社 グリース組成物及びグリース封入転がり軸受
DE102020102462A1 (de) 2020-01-31 2021-08-05 IoLiTec Ionic Liquids Technologies GmbH Ionische Flüssigkeiten enthaltende Schmierstoffzusammensetzung

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Publication number Publication date
EP4239039A1 (de) 2023-09-06
SI4239039T1 (sl) 2025-05-30
WO2024017517A1 (de) 2024-01-25
PL4239039T3 (pl) 2025-06-16
CN119585405A (zh) 2025-03-07
ES3014908T3 (en) 2025-04-28
JP2025523225A (ja) 2025-07-17
US20260028547A1 (en) 2026-01-29
KR20250025472A (ko) 2025-02-21

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