EP0239536A2 - Lubricant compositions - Google Patents

Lubricant compositions Download PDF

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Publication number
EP0239536A2
EP0239536A2 EP87810152A EP87810152A EP0239536A2 EP 0239536 A2 EP0239536 A2 EP 0239536A2 EP 87810152 A EP87810152 A EP 87810152A EP 87810152 A EP87810152 A EP 87810152A EP 0239536 A2 EP0239536 A2 EP 0239536A2
Authority
EP
European Patent Office
Prior art keywords
bis
tert
composition according
component
hydroxyethyl
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.)
Granted
Application number
EP87810152A
Other languages
German (de)
French (fr)
Other versions
EP0239536B1 (en
EP0239536A3 (en
Inventor
Robert Montgomery Dr. O'neil
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.)
Novartis AG
Original Assignee
Ciba Geigy AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of EP0239536A2 publication Critical patent/EP0239536A2/en
Publication of EP0239536A3 publication Critical patent/EP0239536A3/en
Application granted granted Critical
Publication of EP0239536B1 publication Critical patent/EP0239536B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • 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
    • 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
    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/04—Hydroxy compounds
    • C10M129/10—Hydroxy compounds having hydroxy groups bound to a carbon atom of a six-membered aromatic ring
    • 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
    • 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
    • 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
    • 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
    • C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M133/08—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms 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
    • 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
    • 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
    • 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
    • C10M133/14—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring containing hydroxy groups
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    • 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
    • C10M133/38—Heterocyclic nitrogen compounds
    • C10M133/44—Five-membered ring containing nitrogen and carbon only
    • C—CHEMISTRY; METALLURGY
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    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/20—Thiols; Sulfides; Polysulfides
    • C10M135/22—Thiols; Sulfides; Polysulfides containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M135/24—Thiols; Sulfides; Polysulfides containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
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    • C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
    • C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
    • C10M137/04—Phosphate esters
    • C10M137/10—Thio derivatives
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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
    • C10M141/06—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 nitrogen-containing compound
    • C—CHEMISTRY; METALLURGY
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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
    • C10M141/08—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 sulfur-, selenium- or tellurium-containing compound
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    • 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
    • C10M2203/06—Well-defined aromatic compounds
    • C—CHEMISTRY; METALLURGY
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    • 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
    • C—CHEMISTRY; METALLURGY
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    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/026—Butene
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
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    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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    • C10M2207/027—Neutral salts thereof
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    • C10M2207/028—Overbased salts thereof
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    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
    • C10M2209/084—Acrylate; Methacrylate
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    • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
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    • C10M2215/062—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings containing hydroxy groups bound to the aromatic ring
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    • C10M2215/086—Imides
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    • C10M2215/221—Six-membered rings containing nitrogen and carbon only
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    • C10M2215/226—Morpholines
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/28—Amides; Imides
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/30—Heterocyclic compounds
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/028—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a nitrogen-containing hetero ring
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/06—Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
    • 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
    • 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
    • C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
    • 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
    • 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
    • C10M2219/046—Overbasedsulfonic acid salts
    • C—CHEMISTRY; METALLURGY
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    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/084—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof
    • 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
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/041—Triaryl phosphates
    • 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
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/043—Ammonium or amine salts thereof
    • 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
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/045—Metal containing thio derivatives
    • 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
    • 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
    • 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
    • C10N2010/04—Groups 2 or 12
    • 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
    • C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
    • 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
    • C10N2070/02—Concentrating of additives

Definitions

  • the present invention relates to corrosion inhibiting lubricating oil compositions, particularly corrosion inhibiting compositions, which also prevent oxidation of the lubricants used to lubricate metal parts in steam turbines.
  • oils used to lubricate steam turbines are subject to oxidative degradation at elevated temperatures, which leads to the formation of sludge and an increase in the acidity of the oil.
  • compositions of the present invention meet the requirements for turbine oils with regard to both corrosion-inhibiting and antioxidative properties.
  • the compounds of the formula I can be prepared, for example, by reacting a compound of the formula R 1 -XH, in which R 1 and X have the above meaning, with epichlorohydrin, optionally in the presence of a catalyst such as, for example, an acid, base or phase transfer catalyst, a compound of the formula arises, which is then reacted with an amine of the formula HNR2R3 with R2 and R3 in the above meaning and thus a compound of formula I is obtained.
  • a catalyst such as, for example, an acid, base or phase transfer catalyst
  • Component (B) is preferably a compound of the general formula II, wherein R4 is hydrogen or straight-chain or branched C1-C12, preferably C1-C4, alkyl, or is a mixture of compounds of formula II.
  • Component (C) is preferably a compound of the general formula III wherein R5 and R6 independently of one another are hydrogen, straight-chain or branched C1-C12-alkyl, a styryl, methoxy or isopropoxy group, or is a mixture of compounds of the formula III.
  • Antioxidant mixtures of phenolic and amine types or of different phenolic or different amine types can be used, but mixtures of phenolic and amine types are preferred. Mixtures of phenolic and alkylated diarylamine antioxidants are particularly preferred. such as the products obtained by the process described in European Patent Application 149,422, especially the product di- (tert-octylated) diphenylamine.
  • Component (D) is preferably a compound of the general formula IV, wherein E is hydrogen or a radical of the formula -CH2NR7R8 and R7 and R8 independently of one another are C1-C18 alkyl or C2-C18 alkenyl, and which, for example, by reaction of a 1,2,4-triazole with formaldehyde and an amine Formula HNR7R8 can be prepared, or the general formula V, wherein J represents an N atom or a CH2 group, F together with the C atoms to which F is attached forms a six-membered aromatic or reduced tetrahydro ring, which rings may optionally be alkyl-substituted, furthermore where G is hydrogen or a radical the formula -CH2NR9R10 means and R9 and R10 independently represent C1-C18-alkyl or C2-C18-alkenyl, and which, for example, by reaction of a corresponding azole compound with formaldehyde and an amine of the formula H
  • component (D) can also be the reaction product of a 1,2,4-triazole with a zinc bis (0.0 ⁇ -dialkyldithiophosphate).
  • R4, R5, R6 or the substituents of the phenyl radical R1 are straight-chain or branched C1-C12 alkyl, it is, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert . -Butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl or dodecyl.
  • R7, R9 or R1 dar represent straight-chain or branched C1-C18 alkyl, it is e.g. around methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, 2-ethylhexyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl , Pentadecyl, hexadecyl, heptadecyl or octadecyl.
  • R beutton, R8, R9 or R10 are preferably straight-chain or branched C4-C12-alkyl.
  • R7, R8, R9 or R10 represent straight-chain or branched C2-C18 alkenyl, for example vinyl, allyl, n-butenyl, isopentenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl, Tridecenyl, tetradecenyl, pentadecenyl, hexadecenyl, heptadecenyl or oleyl.
  • alkenyl for example vinyl, allyl, n-butenyl, isopentenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl, Tridecenyl, tetradecenyl, pentadecenyl, he
  • R beutton, R8, R9 or R10 are preferably C2-C6-alkenyl or oleyl.
  • Particularly preferred compounds of the formula I are: N- (2-hydroxydodecyl) diethanolamine 1- [N, N-bis (2-hydroxyethyl) amino] -3-isooctyloxypropan-2-ol 1- [N, N-bis (2-hydroxyethyl) amino] -3- (tert-nonylthio) propan-2-ol 1- [N, N-bis (2-hydroxyethyl) amino] -2-hydroxypropyl-3- (tert-decanoate) 1- [N, N-Bis (2-hydroxyethyl) amino] -3- (4-nonylphenoxy) propan-2-ol 1- [N, N-Bis (2-hydroxyethyl) amino] -3- (4-tert-butylphenoxy) propan-2-ol 1- [N, N-Bis (2-hydroxyethyl) amino] -3- (2,4-diisopropylphenoxy) propan-2-ol 1- [N, N, -
  • Particularly preferred compounds of the formula II are: 2,6-di-tert-butylphenol 2,6-di-tert-4-methylphenol or mixtures thereof.
  • Particularly preferred compounds of the formula III are: Di- (tert-octylated) diphenylamine or a mixture of mono- and dialkylated tert-butyl / tert-octyldiphenylamines.
  • Benzotriazole Tetrahydrobenztriazole Tolutriazole Benzimidazole 1,2,4-triazole 1- [N, N-Bis (2-ethylhexyl) aminomethyl] benzotriazole 1- [N, N-Bis (2-ethylhexyl) aminomethyl] tolutriazole 1- [N, N-Bis (2-ethylhexyl) aminomethyl] benzimidazole 1- [N, N-Bis (2-ethylhexyl) aminomethyl] 1,2,4-triazole Product of the reaction of 1,2,4-triazole with zinc bis [0.0 ⁇ -di- (2-ethylhexyl) dithiophosphate].
  • Particularly preferred compounds of the formulas IV and V are: 1- [N, N-Bis (2-ethylhexyl) aminomethyl] benzotriazole 1- [N, N-Bis (2-ethylhexyl) aminomethyl] tolutriazole 1- [N, N-Bis (2-ethylhexyl) aminomethyl] 1,2,4-triazole Product of the reaction of 1,2,4-triazole with zinc bis [0.0 ⁇ -di- (2-ethylhexyl) dithiophosphate].
  • the weight ratios of components (A), (B), (C) and (D) in the compositions according to the invention can change depending on the type of application and the degree of corrosion inhibition and antioxidative stabilization required. In general, however, the ratios are preferred as follows.
  • Component A 0.02-0.10% by weight, preferably 0.02-0.05% by weight
  • Component B 0.05-0.25% by weight, preferably 0.05-0.15% by weight
  • Component C 0.02-0.10% by weight, preferably 0.03-0.06% by weight
  • Component D 0.02-0.10% by weight, preferably 0.03-0.06% by weight, always based on the total weight of the lubricant composition.
  • Components (A) to (D) can be added to the lubricating oil individually. However, they are preferably premixed in the form of a basic mixture which is then added to the lubricating oil.
  • the basic mixture is added to the oil in an amount sufficient to meet the requirements regarding the degree of corrosion inhibition and the antioxidative stabilization.
  • the use of the components in the form of a premixed concentrate gives advantages in terms of storage, transportation and addition to the oil.
  • the present invention relates as a further object to a corrosion-inhibiting and antioxidative additive concentrate comprising the components (A), (B) and / or (C) and (D) with (A), (B), (C) and (D) in of the above meaning.
  • the additive concentrate according to the invention can be diluted as desired with a suitable inert solvent, such as, for example, a light mineral oil, a kerosene or an aromatic hydrocarbon.
  • a suitable inert solvent such as, for example, a light mineral oil, a kerosene or an aromatic hydrocarbon.
  • concentration of the additive concentrate is limited by the solubility of components (A) to (D) in the diluent, but in general a concentration of 60% by weight of active substances is easily achieved in a light mineral oil.
  • the lubricant compositions according to the invention can contain, in addition to components (A), (B), (C) and (D), one or more further additives which are usually used in lubricant compositions in order to further improve their basic properties, such as e.g. Viscosity index improvers, pour point depressants, dispersants / surfactants or high pressure / wear protection additives.
  • one or more further additives which are usually used in lubricant compositions in order to further improve their basic properties, such as e.g. Viscosity index improvers, pour point depressants, dispersants / surfactants or high pressure / wear protection additives.
  • viscosity index improvers examples are e.g.
  • Polymethacrylates vinyl pyrrolidone / methacrylate copolymers, polybutenes, olefin copolymers, styrene / acrylate copolymers.
  • pour point depressants examples include:
  • dispersants / surfactants examples include:
  • Polybutenylsuccinic acid imides polybutenylphosphonic acid derivatives, basic magnesium, calcium and barium sulfonates and phenates.
  • wear protection additives examples include:
  • Compounds containing sulfur and / or phosphorus and / or halogen such as sulfurized vegetable oils, zinc dialkyldithiophosphates, tritolyl phosphate, chlorinated paraffins, alkyl and aryl disulfides.
  • This compound is prepared by reacting 1,2-epoxydodecane with diethanolamine as described in US Pat. No. 2,856,363.
  • a mixture of 69 parts of 1,2,4-triazole and 771 parts of zinc bis- [0.0 ⁇ -di- (2-ethylhexyl) dithiophosphate] is gradually heated to 95 ° C. with stirring. After stirring for 30 minutes at this temperature, the product becomes a clear liquid. Stirring is continued until the product has cooled to room temperature.
  • the end product (D2) is a clear, yellow oil.
  • the additive compositions are prepared by mixing the specific components in the weight ratios shown in Table 1.
  • compositions of Examples 7 to 17 containing components (A) to (D) are used as corrosion inhibitors in a turbine mineral oil with a viscosity of 22 mPa s at 40 ° C and 3.8 mPa s at 100 ° C and a sulfur content of 0 , 6% tested according to the ASTM D-665B test.
  • the results are shown in Table 1 and indicate the concentration of the components which prevent any rust from forming on the test spindle.
  • the compositions are also tested for their antioxidant activity in a modified ASTM D-943 test. The results reflect the amount of sludge (oxidation products) that formed after 500 hours. In general, an oil composition with good antioxidant properties shows the formation of less than 50 mg of sludge after the test period.

Abstract

Lubricant compositions having excellent corrosion-inhibiting and antioxidative properties contain a predominant proportion of a mineral lubricating oil and a small functionally active proportion of an additive composition consisting of A) a hydroxyalkylalkanolamine corrosion inhibitor, B) a phenolic antioxidant and/or C) an aminic antioxidant and D) a metal deactivator of the azole type.

Description

Die vorliegende Erfindung betrifft korrosionsinhibierende Schmieröl­zusammensetzungen, insbesondere korrosionsinhibierende Zusammen­setzungen, die ebenfalls die Oxidation der Schmiermittel verhindern, welche zur Schmierung von Metallteilen in Dampfturbinen verwendet werden.The present invention relates to corrosion inhibiting lubricating oil compositions, particularly corrosion inhibiting compositions, which also prevent oxidation of the lubricants used to lubricate metal parts in steam turbines.

Die zur Schmierung von Dampfturbinen verwendeten Oele unterliegen dem oxidativen Abbau bei erhöhten Temperaturen, was zur Bildung von Schlamm und zu einem Anstieg des Säuregehalts des Oels führt.The oils used to lubricate steam turbines are subject to oxidative degradation at elevated temperatures, which leads to the formation of sludge and an increase in the acidity of the oil.

Versuche zur Lösung dieser Probleme beinhalten die Verwendung einer grossen Anzahl von Korrosionsinhibitoren und Antioxidantien, oder von Mischungen davon, als Schmiermitteladditive.Attempts to solve these problems have included the use of a large number of corrosion inhibitors and antioxidants, or mixtures thereof, as lubricant additives.

So ist aus der US-A 2,856,363 bekannt, dass Zusammensetzungen enthaltend Epoxyalkanamin-Reaktionsprodukte rostinhibierende Eigenschaften besitzen.It is known from US-A 2,856,363 that compositions containing epoxyalkanamine reaction products have rust-inhibiting properties.

So wurden solche Korrosionsinhibitoren mit gut bekannten pheno­lischen und/oder aminischen Antioxidantien formuliert. Diese Formu­lierungen jedoch genügten wohl den korrosionsinhibierenden Anfor­derungen für Dampfturbinenöle gemäss dem ASTM D-665B-Test, verliehen aber dem Turbinenöl nur ungenügende antioxidative Eigenschaften gemäss dem ASTM D-943-Test.Such corrosion inhibitors have been formulated with well known phenolic and / or amine antioxidants. However, these formulations probably met the corrosion-inhibiting requirements for steam turbine oils according to the ASTM D-665B test, but gave the turbine oil only insufficient antioxidative properties according to the ASTM D-943 test.

Es wurde nun überraschend gefunden, dass die Zusammensetzungen der vorliegenden Erfindung den Anforderungen für Turbinenöle sowohl hinsichtlich korrosionsinhibierender als auch antioxidativer Eigenschaften genügen.It has now surprisingly been found that the compositions of the present invention meet the requirements for turbine oils with regard to both corrosion-inhibiting and antioxidative properties.

Demgemäss betrifft die vorliegende Erfindung eine Schmiermittel­zusammensetzung mit ausgezeichneten korrosionsinhibierenden und antioxidativen Eigenschaften enthaltend einen überwiegendenden Anteil eines mineralischen Schmieröls und einen geringen Anteil einer Additivzusammensetzung aus

  • A) einem Hydroxyalkylalkanolamin-Korrosionsinhibitor,
  • B) einem phenolischen Antioxidans und/oder
  • C) einem anionischen Antioxidans und
  • D) einem Metalldeaktivator vom Azol-Typ.
Accordingly, the present invention relates to a lubricant composition with excellent corrosion-inhibiting and antioxidative properties, comprising a predominant proportion of a mineral lubricating oil and a small proportion of an additive composition
  • A) a hydroxyalkylalkanolamine corrosion inhibitor,
  • B) a phenolic antioxidant and / or
  • C) an anionic antioxidant and
  • D) a metal deactivator of the azole type.

Eine bevorzugte Gruppe von Hydroxyalkanolamin-Komponenten (A) bilden solche der allgemeinen Formel I,

Figure imgb0001
worin R¹ geradkettiges oder verzweigtes C₈-C₂₀-Alkyl oder einen durch eine bis drei C₁-C₁₂-Alkylgruppen substituierten Phenylrest bedeutet, X = -CH₂-, -O-, -S- oder -C(O)O- ist, R² einen hydroxy­substituierten C₂-C₄-Alkylrest bedeutet, und R³ Wasserstoff ist oder die Bedeutung von R² aufweist, oder Gemische von Verbindungen der Formel I.A preferred group of hydroxyalkanolamine components (A) are those of the general formula I
Figure imgb0001
 wherein R¹ is straight-chain or branched C₈-C₂₀-alkyl or a phenyl radical substituted by one to three C₁-C₁₂-alkyl groups, X = -CH₂-, -O-, -S- or -C (O) O-, R² is one means hydroxy-substituted C₂-C₄-alkyl radical, and R³ is hydrogen or has the meaning of R², or mixtures of compounds of the formula I.

Die Verbindungen der Formel I können beispielsweise durch Reaktion einer Verbindung der Formel R¹-XH, worin R¹ und X die vorstehende Bedeutung haben, mit Epichlorhydrin gegebenenfalls in Gegenwart eines Katalysators wie z.B. einer Säure, Base oder Phasentransfer­Katalysators hergestellt werden, wobei eine Verbindung der Formel

Figure imgb0002
entsteht, die anschliessend mit einem Amin der Formel HNR²R³ mit R² und R³ in der vorstehenden Bedeutung umgesetzt wird und so eine Verbindung der Formel I erhalten wird.The compounds of the formula I can be prepared, for example, by reacting a compound of the formula R 1 -XH, in which R 1 and X have the above meaning, with epichlorohydrin, optionally in the presence of a catalyst such as, for example, an acid, base or phase transfer catalyst, a compound of the formula
Figure imgb0002
 arises, which is then reacted with an amine of the formula HNR²R³ with R² and R³ in the above meaning and thus a compound of formula I is obtained.

Die Komponente (B) ist bevorzugt eine Verbindung der allgemeinen Formel II,

Figure imgb0003
worin R⁴ Wasserstoff oder geradkettiges oder verzweigtes C₁-C₁₂, bevorzugt C₁-C₄, Alkyl bedeutet, oder ist ein Gemisch von Verbin­dungen der Formel II.Component (B) is preferably a compound of the general formula II,
Figure imgb0003
 wherein R⁴ is hydrogen or straight-chain or branched C₁-C₁₂, preferably C₁-C₄, alkyl, or is a mixture of compounds of formula II.

Die Komponente (C) ist bevorzugt eine Verbindung der Allgemeinen Formel III

Figure imgb0004
worin R⁵ und R⁶ unabhängig voneinander Wasserstoff, geradkettiges oder verzweigtes C₁-C₁₂-Alkyl, eine Styryl-, Methoxy- oder Iso­propoxygruppe bedeuten, oder ist ein Gemisch von Verbindungen der Formel III.Component (C) is preferably a compound of the general formula III
Figure imgb0004
 wherein R⁵ and R⁶ independently of one another are hydrogen, straight-chain or branched C₁-C₁₂-alkyl, a styryl, methoxy or isopropoxy group, or is a mixture of compounds of the formula III.

Die Verbindungen der Formeln II und III sind bekannt und nach bekannten Verfahren herstellbar.The compounds of the formulas II and III are known and can be prepared by known processes.

Antioxidans-Gemische von phenolischen und aminischen Typen oder von verschiedenen phenolischen oder verschiedenen aminischen Typen können Verwendung finden, bevorzugt jedoch werden Gemische von phenolischen und aminischen Typen. Besonders bevorzugt werden Gemische von phenolischen und alkylierten Diarylamin-Antioxidantien. wie z.B. die Produkte, die durch das in der Europäischen Patent­anmeldung 149,422 beschriebene Verfahren erhalten werden, insbe­sondere das Produkt Di-(tert.-octyliertes)-diphenylamin.Antioxidant mixtures of phenolic and amine types or of different phenolic or different amine types can be used, but mixtures of phenolic and amine types are preferred. Mixtures of phenolic and alkylated diarylamine antioxidants are particularly preferred. such as the products obtained by the process described in European Patent Application 149,422, especially the product di- (tert-octylated) diphenylamine.

Die Komponente (D) ist bevorzugt eine Verbindung der allgemeinen Formel IV,

Figure imgb0005
worin E Wasserstoff oder einen Rest der Formel -CH₂NR⁷R⁸ bedeutet und R⁷ und R⁸ unabhängig voneinander C₁-C₁₈-Alkyl oder C₂-C₁₈-­Alkenyl, darstellen, und welche z.B. durch Reaktion eines 1,2,4-­Triazols mit Formaldehyd und einem Amin der Formel HNR⁷R⁸ herge­stellt werden können, oder der allgemeinen Formel V,
Figure imgb0006
 worin J ein N-Atom oder eine CH₂-Gruppe darstellt, F zusammen mit den C-Atomen, an die F gebunden ist, einen sechsgliedrigen aromati­schen oder reduzierten Tetrahydroring bildet, wobei diese Ringe gegebenenfalls alkylsubstituiert sein können, ferner worin G Wasser­stoff oder einen Rest der Formel -CH₂NR⁹R¹⁰ bedeutet und R⁹ und R¹⁰ unabhängig voneinander C₁-C₁₈-Alkyl oder C₂-C₁₈-Alkenyl darstellen, und welche z.B. durch Reaktion einer entsprechenden Azolverbindung mit Formaldehyd und einem Amin der Formel HNR⁹R¹⁰ nach der in den Patentschriften GB 1,061,904, GB 1,466,558, GB 1,472,527 und GB 2,156,813 beschriebenen Weise hergestellt werden können.Component (D) is preferably a compound of the general formula IV,
Figure imgb0005
 wherein E is hydrogen or a radical of the formula -CH₂NR⁷R⁸ and R⁷ and R⁸ independently of one another are C₁-C₁₈ alkyl or C₂-C₁₈ alkenyl, and which, for example, by reaction of a 1,2,4-triazole with formaldehyde and an amine Formula HNR⁷R⁸ can be prepared, or the general formula V,
Figure imgb0006
 wherein J represents an N atom or a CH₂ group, F together with the C atoms to which F is attached forms a six-membered aromatic or reduced tetrahydro ring, which rings may optionally be alkyl-substituted, furthermore where G is hydrogen or a radical the formula -CH₂NR⁹R¹⁰ means and R⁹ and R¹⁰ independently represent C₁-C₁₈-alkyl or C₂-C₁₈-alkenyl, and which, for example, by reaction of a corresponding azole compound with formaldehyde and an amine of the formula HNR⁹R¹⁰ according to that in the patents GB 1,061,904, GB 1,466,558 , GB 1,472,527 and GB 2,156,813 can be prepared.

Im weiteren kann die Komponente (D) auch das Reaktionsprodukt eines 1,2,4-Triazols mit einem Zink-bis (0,0ʹ-dialkyldithiophosphat) sein.Furthermore, component (D) can also be the reaction product of a 1,2,4-triazole with a zinc bis (0.0ʹ-dialkyldithiophosphate).

Stellen R⁴, R⁵, R⁶ oder die Substituenten des Phenylrests R¹ geradkettiges oder verzweigtes C₁-C₁₂-Alkyl dar, so handelt es sich z.B. um Methyl, Ethyl, n-Propyl, Isopropyl, n-Butyl, sec.-Butyl, Isobutyl, tert.-Butyl, Pentyl, Hexyl, Heptyl, Octyl, Nonyl, Decyl, Undecyl oder Dodecyl.R⁴, R⁵, R⁶ or the substituents of the phenyl radical R¹ are straight-chain or branched C₁-C₁₂ alkyl, it is, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert . -Butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl or dodecyl.

Stellen R⁷, R⁹ oder R¹⁰ geradkettiges oder verzweiges C₁-C₁₈-­Alkyl dar, so handelt es sich z.B. um Methyl, Ethyl, n-Propyl, Isopropyl, n-Butyl, sec.-Butyl, Isobutyl, tert.-Butyl, Pentyl, Hexyl, Heptyl, Octyl, 2-Ethylhexyl, Nonyl, Decyl, Undecyl, Dodecyl, Tridecyl, Tetradecyl, Pentadecyl, Hexadecyl, Heptadecyl oder Octadecyl.If R⁷, R⁹ or R¹ dar represent straight-chain or branched C₁-C₁₈ alkyl, it is e.g. around methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, 2-ethylhexyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl , Pentadecyl, hexadecyl, heptadecyl or octadecyl.

Bevorzugt bedeuten R⁷, R⁸, R⁹ oder R¹⁰ geradkettiges oder ver­zweigtes C₄-C₁₂-Alkyl.R bedeuten, R⁸, R⁹ or R¹⁰ are preferably straight-chain or branched C₄-C₁₂-alkyl.

Stellen R⁷, R⁸, R⁹ oder R¹⁰ geradkettiges oder verzweigtes C₂-C₁₈-­Alkenyl dar, so handelt es sich beispielsweise um Vinyl, Allyl, n-Butenyl, Isopentenyl, Pentenyl, Hexenyl, Heptenyl, Octenyl, Nonenyl, Decenyl, Undecenyl, Dodecenyl, Tridecenyl, Tetradecenyl, Pentadecenyl, Hexadecenyl, Heptadecenyl oder Oleyl.R⁷, R⁸, R⁹ or R¹⁰ represent straight-chain or branched C₂-C₁₈ alkenyl, for example vinyl, allyl, n-butenyl, isopentenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl, Tridecenyl, tetradecenyl, pentadecenyl, hexadecenyl, heptadecenyl or oleyl.

Bevorzugt bedeuten R⁷, R⁸, R⁹ oder R¹⁰ C₂-C₆-Alkenyl oder Oleyl.R bedeuten, R⁸, R⁹ or R¹⁰ are preferably C₂-C₆-alkenyl or oleyl.

Beispiele für spezifische Verbindungen, die als Komponenten für die erfindungsgemässen Schmiermittelzusammensetzungen Verwendung finden, sind:Examples of specific compounds which are used as components for the lubricant compositions according to the invention are:

Hydroxyalkylalkanolamine) der Formel IHydroxyalkylalkanolamines) of the formula I.

N-(2-Hydroxydodecyl)ethanolamin
N-(2-Hydroxydodecyl)diethanolamin
N-(2-Hydroxytetradecyl)ethanolamin
N-(2-Hydroxytetradecyl)diethanolamin
N-(2-Hydroxyhexadecyl)ethanolamin
N-(2-Hydroxyhexadecyl)diethanolamin
N-(2-Hydroxyoctadecyl)ethanolamin
N-(2-Hydroxyoctadecyl)diethanolamin
1-[N,N-Bis(2-hydroxyethyl)amino]-3-octyloxy-propan-2-ol
1-[N,N-Bis(2-hydroxyethyl)amino]-3-isooctyloxy-propan-2-ol
1-[N,N-Bis(2-hydroxyethyl)amino]-3-(tert.-nonylthio)propan-2-ol
1-[N,N-Bis(2-hydroxyethyl)amino]-3-dodecylthio-propan-2-ol
1-[N,N-Bis(2-hydroxyethyl)amino]-3-(tert.-dodecylthio)-propan-2-ol
1-[N,N-Bis(2-hydroxyethyl)amino]-2-hydroxypropyl-3-(tert.-decanoat).N- (2-hydroxydodecyl) ethanolamine
N- (2-hydroxydodecyl) diethanolamine
N- (2-hydroxytetradecyl) ethanolamine
N- (2-hydroxytetradecyl) diethanolamine
N- (2-hydroxyhexadecyl) ethanolamine
N- (2-hydroxyhexadecyl) diethanolamine
N- (2-hydroxyoctadecyl) ethanolamine
N- (2-hydroxyoctadecyl) diethanolamine
1- [N, N-bis (2-hydroxyethyl) amino] -3-octyloxypropan-2-ol
1- [N, N-bis (2-hydroxyethyl) amino] -3-isooctyloxypropan-2-ol
1- [N, N-bis (2-hydroxyethyl) amino] -3- (tert-nonylthio) propan-2-ol
1- [N, N-bis (2-hydroxyethyl) amino] -3-dodecylthio-propan-2-ol
1- [N, N-Bis (2-hydroxyethyl) amino] -3- (tert-dodecylthio) propan-2-ol
1- [N, N-Bis (2-hydroxyethyl) amino] -2-hydroxypropyl-3- (tert-decanoate).

Besonders bevorzugte Verbindungen Der Formel I sind:
N-(2-Hydroxydodecyl)diethanolamin
1-[N,N-Bis(2-hydroxyethyl)amino]-3-isooctyloxy-propan-2-ol
1-[N,N-Bis(2-hydroxyethyl)amino]-3-(tert.-nonylthio)propan-2-ol
1-[N,N-Bis(2-hydroxyethyl)amino]-2-hydroxypropyl-3-(tert.-decanoat)
1-[N,N-Bis(2-hydroxyethyl)amino]-3-(4-nonylphenoxy)-propan-2-ol
1-[N,N-Bis(2-hydroxyethyl)amino]-3-(4-tert.-butylphenoxy)-­propan-2-ol
1-[N,N-Bis(2-hydroxyethyl)amino]-3-(2,4-diisopropylphenoxy)-­propan-2-ol
1-[N,N,-Bis(2-hydroxyethyl)amino]-3-(4-tert.-octylphenoxy)-­propan-2-ol oder deren Gemische.Particularly preferred compounds of the formula I are:
N- (2-hydroxydodecyl) diethanolamine
1- [N, N-bis (2-hydroxyethyl) amino] -3-isooctyloxypropan-2-ol
1- [N, N-bis (2-hydroxyethyl) amino] -3- (tert-nonylthio) propan-2-ol
1- [N, N-bis (2-hydroxyethyl) amino] -2-hydroxypropyl-3- (tert-decanoate)
1- [N, N-Bis (2-hydroxyethyl) amino] -3- (4-nonylphenoxy) propan-2-ol
1- [N, N-Bis (2-hydroxyethyl) amino] -3- (4-tert-butylphenoxy) propan-2-ol
1- [N, N-Bis (2-hydroxyethyl) amino] -3- (2,4-diisopropylphenoxy) propan-2-ol
1- [N, N, -Bis (2-hydroxyethyl) amino] -3- (4-tert-octylphenoxy) propan-2-ol or mixtures thereof.

Phenolische Antioxidantien der Formel IIPhenolic antioxidants of formula II

2,6-Di-tert.-butylphenol
2,6-Di-tert.-butyl-4-methylphenol
2,6-Di-tert.-butyl-4-ethylphenol
2,6-Di-tert.-butyl-4-n-butylphenol
2,6-Di-tert.-butyl-4-isobutylphenol.2,6-di-tert-butylphenol
2,6-di-tert-butyl-4-methylphenol
2,6-di-tert-butyl-4-ethylphenol
2,6-di-tert-butyl-4-n-butylphenol
2,6-di-tert-butyl-4-isobutylphenol.

Besonders bevorzugte Verbindungen der Formel II sind:
2,6-Di-tert.-butylphenol
2,6-Di-tert.-4-methylphenol oder deren Gemische.Particularly preferred compounds of the formula II are:
2,6-di-tert-butylphenol
2,6-di-tert-4-methylphenol or mixtures thereof.

Aminische Antioxidantien der Formel IIIAmine antioxidants of formula III

Diphenylamin
Di-(tert.-octyliertes)diphenylamin
Styryl-substituiertes Diphenylamin
4-Isopropoxy-diphenylamin
Di-(4-methoxyphenyl)amin
Gemisch aus mono- und dialkylierten tert.-Butyl-/tert.-Octyldi­phenylaminen
oder deren Gemische.Diphenylamine
Di- (tert-octylated) diphenylamine
Styryl substituted diphenylamine
4-isopropoxy-diphenylamine
Di (4-methoxyphenyl) amine
Mixture of mono- and dialkylated tert-butyl / tert-octyldiphenylamines
or their mixtures.

Besonders bevorzugte Verbindungen der Formel III sind:
Di-(tert.-octyliertes)diphenylamin oder ein Gemisch aus mono- und dialkylierten tert.-Butyl-/tert.-Octyldiphenylaminen.Particularly preferred compounds of the formula III are:
Di- (tert-octylated) diphenylamine or a mixture of mono- and dialkylated tert-butyl / tert-octyldiphenylamines.

Metalldeaktivatoren vom Azol-Typ der Formeln IV und VAzole-type metal deactivators of formulas IV and V

Benztriazol
Tetrahydrobenztriazol
Tolutriazol
Benzimidazol
1,2,4-Triazol
1-[N,N-Bis(2-ethylhexyl)aminomethyl]benztriazol
1-[N,N-Bis(2-ethylhexyl)aminomethyl]tolutriazol
1-[N,N-Bis(2-ethylhexyl)aminomethyl]benzimidazol
1-[N,N-Bis(2-ethylhexyl)aminomethyl]1,2,4-triazol
Produkt der Reaktion von 1,2,4-Triazol mit Zink-bis[0,0ʹ-di-­(2-ethylhexyl)dithiophosphat].Benzotriazole
Tetrahydrobenztriazole
Tolutriazole
Benzimidazole
1,2,4-triazole
1- [N, N-Bis (2-ethylhexyl) aminomethyl] benzotriazole
1- [N, N-Bis (2-ethylhexyl) aminomethyl] tolutriazole
1- [N, N-Bis (2-ethylhexyl) aminomethyl] benzimidazole
1- [N, N-Bis (2-ethylhexyl) aminomethyl] 1,2,4-triazole
Product of the reaction of 1,2,4-triazole with zinc bis [0.0ʹ-di- (2-ethylhexyl) dithiophosphate].

Besonders bevorzugte Verbindungen der Formeln IV und V sind:
1-[N,N-Bis(2-ethylhexyl)aminomethyl]benztriazol
1-[N,N-Bis(2-ethylhexyl)aminomethyl]tolutriazol
1-[N,N-Bis(2-ethylhexyl)aminomethyl]1,2,4-triazol
Produkt der Reaktion von 1,2,4-Triazol mit Zink-bis[0,0ʹ-di-­(2-ethylhexyl)dithiophosphat].Particularly preferred compounds of the formulas IV and V are:
1- [N, N-Bis (2-ethylhexyl) aminomethyl] benzotriazole
1- [N, N-Bis (2-ethylhexyl) aminomethyl] tolutriazole
1- [N, N-Bis (2-ethylhexyl) aminomethyl] 1,2,4-triazole
Product of the reaction of 1,2,4-triazole with zinc bis [0.0ʹ-di- (2-ethylhexyl) dithiophosphate].

Die Gewichtsverhältnisse der Komponenten (A), (B), (C) und (D) in den erfindungsgemässen Zusammensetzungen können sich je nch An­wendungsart und erforderlichem Grad der Korrosionsinhibierung und antioxidativer Stabilisierung ändern. Im allgemeinen jedoch sind die Verhältnisse bevorzugt wie folgt.The weight ratios of components (A), (B), (C) and (D) in the compositions according to the invention can change depending on the type of application and the degree of corrosion inhibition and antioxidative stabilization required. In general, however, the ratios are preferred as follows.

Komponente A: 0.02-0.10 Gew.-%, bevorzugt 0.02-0.05 Gew.-%;
Komponente B: 0.05-0.25 Gew.-%, bevorzugt 0.05-0.15 Gew.-%;
Komponente C: 0.02-0.10 Gew.-%, bevorzugt 0.03-0.06 Gew.-%;
Komponente D: 0.02-0.10 Gew.-%, bevorzugt 0.03-0.06 Gew.-% immer bezogen auf das Gesamtgewicht der Schmiermittelzusammensetzung.Component A: 0.02-0.10% by weight, preferably 0.02-0.05% by weight;
Component B: 0.05-0.25% by weight, preferably 0.05-0.15% by weight;
Component C: 0.02-0.10% by weight, preferably 0.03-0.06% by weight;
Component D: 0.02-0.10% by weight, preferably 0.03-0.06% by weight, always based on the total weight of the lubricant composition.

Die Komponenten (A) bis (D) können dem Schmieröl einzeln zugegeben werden. Vorzugsweise werden sie jedoch vorgemischt in Form einer Grundmischung, welche anschliessend dem Schmieröl zugesetzt wird. Die Grundmischung wird dem Oel in einer genügenden Menge zugesetzt, damit die Anforderungen in Bezug auf den Korrosionsinhibierungsgrad und die antioxidative Stabilisierung erfüllt werden. Die Verwendung der Komponenten in der Form eines vorgemischten Konzentrats ergibt Vorteile bei der Lagerung, dem Transport und der Zugabe zum Oel.Components (A) to (D) can be added to the lubricating oil individually. However, they are preferably premixed in the form of a basic mixture which is then added to the lubricating oil. The basic mixture is added to the oil in an amount sufficient to meet the requirements regarding the degree of corrosion inhibition and the antioxidative stabilization. The use of the components in the form of a premixed concentrate gives advantages in terms of storage, transportation and addition to the oil.

Demgemäss betrifft die vorliegende Erfindung als weiteren Gegenstand ein korrosionsinhibierendes und antioxidatives Additivkonzentrat enthaltend die Komponenten (A), (B) und/oder (C) und (D) mit (A), (B), (C) und (D) in der vorstehenden Bedeutung.Accordingly, the present invention relates as a further object to a corrosion-inhibiting and antioxidative additive concentrate comprising the components (A), (B) and / or (C) and (D) with (A), (B), (C) and (D) in of the above meaning.

Das erfindungsgemässe Additivkonzentrat kann nach Belieben mit einem geeigneten inerten Lösungsmittel, wie beispielsweise einem leichten Mineralöl, einem Kerosin oder einem aromatischen Kohlenwasserstoff verdünnt werden. Die Konzentration des Additivkonzentrats wird durch die Löslichkeit der Komponenten (A) bis (D) im Verdünnungsmittel limitiert, jedoch wird im allgemeinen in einem leichten Mineralöl eine Konzentration von 60 Gew.-% an Aktivsubstanzen leicht erreicht.The additive concentrate according to the invention can be diluted as desired with a suitable inert solvent, such as, for example, a light mineral oil, a kerosene or an aromatic hydrocarbon. The concentration of the additive concentrate is limited by the solubility of components (A) to (D) in the diluent, but in general a concentration of 60% by weight of active substances is easily achieved in a light mineral oil.

Die erfindungsgemässen Schmiermittelzusammensetzungen können zusätzlich zu den Komponenten (A), (B), (C) und (D) noch ein oder mehrere weitere Additive enthalten, die üblicherweise in Schmier­mittelzusammensetzungen verwendet werden, um deren Grundeigen­schaften weiter zu verbessern, wie z.B. Viskositätsindex-­Verbesserer, Stockpunkterniedriger, Dispergiermittel/Tenside oder Hochdruck-/Verschleisschutz-Additive.The lubricant compositions according to the invention can contain, in addition to components (A), (B), (C) and (D), one or more further additives which are usually used in lubricant compositions in order to further improve their basic properties, such as e.g. Viscosity index improvers, pour point depressants, dispersants / surfactants or high pressure / wear protection additives.

Beispiele für Viskositätsindex-Verbesserer sind z.B.Examples of viscosity index improvers are e.g.

Polymethacrylate, Vinylpyrrolidon/Methacrylat-Copolymere, Polybutene, Olefin-Copolymere, Styrol/Acrylat-Copolymere.Polymethacrylates, vinyl pyrrolidone / methacrylate copolymers, polybutenes, olefin copolymers, styrene / acrylate copolymers.

Beispiele für Stockpunkterniedriger sind z.B.:Examples of pour point depressants include:

Polymethacrylat, alkylierte Naphthalinderivate.Polymethacrylate, alkylated naphthalene derivatives.

Beispiele für Dispergiermittel/Tenside sind z.B.:Examples of dispersants / surfactants include:

Polybutenylbernsteinsäure-imide, Polybutenylphosphonsäurederivate, basische Magnesium-, Calcium-, und Bariumsulfonate und -phenolate.Polybutenylsuccinic acid imides, polybutenylphosphonic acid derivatives, basic magnesium, calcium and barium sulfonates and phenates.

Beispiele für Verschleissschutz-Additive sind z.B.:Examples of wear protection additives include:

Schwefel und/oder Phosphor und/oder Halogen enthaltende Ver­bindungen, wie geschwefelte pflanzliche Oele, Zinkdialkyldithio­phosphate, Tritolyl-phosphat, chlorierte Paraffine, Alkyl- und Aryldisulfide.Compounds containing sulfur and / or phosphorus and / or halogen, such as sulfurized vegetable oils, zinc dialkyldithiophosphates, tritolyl phosphate, chlorinated paraffins, alkyl and aryl disulfides.

In den nachfolgenden Beispielen beziehen sich Teile und Prozente auf das Gewicht, sofern nichts anderes angegeben ist.In the examples below, parts and percentages are by weight unless otherwise specified.

Beispiel 1:Example 1: N-(2-Hydroxydodecyl)diethanolamin (A1)N- (2-hydroxydodecyl) diethanolamine (A1)

Diese Verbindung wird durch Umsetzung von 1,2-Epoxydodecan mit Diethanolamin nach der US Patentschrift 2,856,363 beschriebenen Weise hergestellt.This compound is prepared by reacting 1,2-epoxydodecane with diethanolamine as described in US Pat. No. 2,856,363.

Beispiel 2:Example 2: 1-[N,N-Bis(2-hydroxyethyl)amino]-2-hydroxypropyl-3-(tert.-­decanoat (A4)1- [N, N-Bis (2-hydroxyethyl) amino] -2-hydroxypropyl-3- (tert-decanoate (A4)

10.5 Teile Diethanolamin werden tropfenweise bei 60°C zu 22.8 Teilen tert.-Nonylcarboxyglycidylether zugegeben. Die so resultierende Lösung wird während 3 Stunden gerührt. Das Rohprodukt wird destil­liert und ergibt 28.1 Teile der Verbindung (A4) mit einem Sdp. von 225°C/0,13 mbar.10.5 parts of diethanolamine are added dropwise at 60 ° C. to 22.8 parts of tert-nonylcarboxyglycidyl ether. The resulting solution is stirred for 3 hours. The crude product is distilled and gives 28.1 parts of compound (A4) with a bp of 225 ° C / 0.13 mbar.

Elementaranalyse:
Gefunden : C 61.3; H 10.0; N 3.7 %
Berechnet: C 61.6; H 10.5; N 4.2 %Elemental analysis:
Found: C 61.3; H 10.0; N 3.7%
Calculated: C 61.6; H 10.5; N 4.2%

Beispiel 3:Example 3: 1-[N,N-Bis(2-hydroxyethyl)amino]-3-isooctyloxy-propan-2-ol (A2)1- [N, N-bis (2-hydroxyethyl) amino] -3-isooctyloxypropan-2-ol (A2)

Nach der in Beispiel 2 beschriebenen Weise wird Diethanolamin mit Isooctyloxyglycidylether umgesetzt. Es wird die Verbindung A2 mit einem Sdp. von 190°C/2.34 mbar erhalten.Diethanolamine is reacted with isooctyloxyglycidyl ether in the manner described in Example 2. Compound A2 with a bp of 190 ° C./234 mbar is obtained.

Beispiel 4:Example 4: 1-[N,N-Bis(2-hydroxyethyl)amino]-3-(tert.-nonylthio)-­propan-2-ol (A3)1- [N, N-bis (2-hydroxyethyl) amino] -3- (tert-nonylthio) propan-2-ol (A3)

Nach der in Beispiel 2 beschriebenen Weise wird Diethanolamin mit tert.-Nonylglycidyl-thioether umgesetzt. Es wird die Verbindung (A3) als gelbe, viskose Flüssigkeit mit einem Berechnungsindex von n

Figure imgb0007
= 1.5002 erhalten.In the manner described in Example 2, diethanolamine is reacted with tert-nonylglycidyl thioether. Compound (A3) is used as a yellow, viscous liquid with a calculation index of n
Figure imgb0007
= 1,5002 received.

Beispiel 5:Example 5: 1-[N,N-Bis(2-ethylhexyl)aminomethyl]-1,2,4-triazol (Dl)1- [N, N-Bis (2-ethylhexyl) aminomethyl] -1,2,4-triazole (Dl)

Nach der in Beispiel 1 der britischen Patentschrift 2,156,813, beschriebenen Weise werden 3.5 Teile 1,2,4-Triazol und 12.05 Teile Di-2-ethylhexylamin mit 100 Teilen Methanol gemischt. Dazu werden 4,05 Teile 36%iges wässriges Formalin zugegeben. Das Gemisch wird während 3 Stunden zum Rückfluss erhitzt. Anschliessend wird das Lösungsmittel unter Wasserstrahl-Vakuum entfernt. So wird die Verbindung (D1) in 100 % Ausbeute mit einem Sdp. von 189°C/0.07 mbar erhalten.In the manner described in Example 1 of British Patent 2,156,813, 3.5 parts of 1,2,4-triazole and 12.05 parts of di-2-ethylhexylamine are mixed with 100 parts of methanol. 4.05 parts of 36% aqueous formalin are added. The mixture is heated to reflux for 3 hours. The solvent is then removed under a water jet vacuum. Thus the compound (D1) is obtained in 100% yield with a bp of 189 ° C / 0.07 mbar.

Beispiel 6:Example 6: Produkt der Reaktion von 1,2,4-Triazol mit Zink-bis[0,0ʹ-di(2-ethyl­hexyl)dithiophosphat] (D2)Product of the reaction of 1,2,4-triazole with zinc bis [0.0ʹ-di (2-ethylhexyl) dithiophosphate] (D2)

Ein Gemisch aus 69 Teilen 1,2,4-Triazol und 771 Teilen Zink-bis-­[0,0ʹ-di-(2-ethylhexyl)dithiophosphat] wird nach und nach unter Rühren auf 95°C erhitzt. Nach 30 Minuten Rühren bei dieser Tempe­ratur, wird das Produkt eine klare Flüssigkeit. Es wird weiter gerührt bis das Produkt auf Raumtemperatur abgekühlt ist. Das Endprodukt (D2) ist ein klares, gelbes Oel.A mixture of 69 parts of 1,2,4-triazole and 771 parts of zinc bis- [0.0ʹ-di- (2-ethylhexyl) dithiophosphate] is gradually heated to 95 ° C. with stirring. After stirring for 30 minutes at this temperature, the product becomes a clear liquid. Stirring is continued until the product has cooled to room temperature. The end product (D2) is a clear, yellow oil.

Beispiele 7 bis 17:Examples 7 to 17

Die Additivzusammensetzungen werden durch Mischen der spezifischen Komponenten in den in Tabelle 1 angegebenen Gewichtsverhältnissen hergestellt.The additive compositions are prepared by mixing the specific components in the weight ratios shown in Table 1.

Zusammensetzungen der Beispiele 7 bis 17 enthaltend die Kompo­nenten (A) bis (D) werden als Korrosionsinhibitoren in einem Turbinen-Mineralöl mit einer Viskosität von 22 mPa s bei 40°C und 3,8 mPa s Bei 100°C und einem Schwefelgehalt von 0,6 % gemäss dem ASTM D-665B-Test getestet. Die Resultate sind in Tabelle 1 wieder­gegeben und geben die Konzentration der Komponenten an, die jegli­chen Rostansatz auf der Testspindel verhindern. Die Zusammen­setzungen werden auch auf ihre antioxidative Wirkung in einem modifizierten ASTM D-943-Test geprüft. Die Resultate geben die Schlammenge (Oxidationsprodukte) wieder, die sich nach 500 Stunden gebildet haben. Im allgemeinen zeigt eine Oelzusammensetzung mit guten antioxidativen Eigenschaften die Bildung von weniger als 50 mg Schlamm nach der Testdauer.

Figure imgb0008
Figure imgb0009
 Compositions of Examples 7 to 17 containing components (A) to (D) are used as corrosion inhibitors in a turbine mineral oil with a viscosity of 22 mPa s at 40 ° C and 3.8 mPa s at 100 ° C and a sulfur content of 0 , 6% tested according to the ASTM D-665B test. The results are shown in Table 1 and indicate the concentration of the components which prevent any rust from forming on the test spindle. The compositions are also tested for their antioxidant activity in a modified ASTM D-943 test. The results reflect the amount of sludge (oxidation products) that formed after 500 hours. In general, an oil composition with good antioxidant properties shows the formation of less than 50 mg of sludge after the test period.
Figure imgb0008
Figure imgb0009

Claims (18)

1. Schmiermittelzusammensetzung mit ausgezeichneten korrosions­inhibierenden und antioxidativen Eigenschaften enthaltend einen überwiegenden Anteil eines mineralischen Schmieröls und einen geringen Anteil einer Additivzusammensetzung aus A) einem Hydroxyalkylalkanolamin-Korrosionsinhibitor, B) einem phenolischen Antioxidans und/oder C) einem aminischen Antioxidans und D) einem Metalldeaktivator vom Azol-Typ. 1. Lubricant composition with excellent corrosion-inhibiting and antioxidative properties containing a predominant proportion of a mineral lubricating oil and a small proportion of an additive composition A) a hydroxyalkylalkanolamine corrosion inhibitor, B) a phenolic antioxidant and / or C) an aminic antioxidant and D) a metal deactivator of the azole type. 2. Zusammensetzung gemäss Anspruch 1, worin die Hydroxyalkylalkanol­amin-Komponente (A) die allgemeine Formel I aufweist,
Figure imgb0010
 worin R¹ geradkettiges oder verzweigtes C₈-C₂₀-Alkyl oder einen durch eine bis drei C₁-C₁₂-Alkylgruppen substituierten Phenylrest bedeutet, X = -CH₂-, -O-, -S- oder -C(O)O- ist, R² einen hydroxy­substituierten C₂-C₄-Alkylrest bedeutet und R³ Wasserstoff ist oder die Bedeutung von R² aufweist, oder ein Gemisch von Verbindungen der Formel I ist.2. The composition according to claim 1, wherein the hydroxyalkylalkanolamine component (A) has the general formula I,
Figure imgb0010
 wherein R¹ is straight-chain or branched C₈-C₂₀-alkyl or a phenyl radical substituted by one to three C₁-C₁₂-alkyl groups, X = -CH₂-, -O-, -S- or -C (O) O-, R² is one means hydroxy-substituted C₂-C₄-alkyl radical and R³ is hydrogen or has the meaning of R², or is a mixture of compounds of formula I. 3. Zusammensetzung gemäss Anspruch 1, worin die Komponente (B) eine Verbindung der allgemeinen Formel II ist,
Figure imgb0011
 worin R⁴ Wasserstoff oder geradkettiges oder verzweigtes C₁-C₁₂-­Alkyl bedeutet, oder ein Gemisch von Verbindungen der Formel II ist.3. Composition according to claim 1, in which component (B) is a compound of the general formula II,
Figure imgb0011
 wherein R⁴ is hydrogen or straight-chain or branched C₁-C₁₂ alkyl, or is a mixture of compounds of formula II. 4. Zusammensetzung gemäss Anspruch 1, worin die Komponente (C) eine Verbindung der allgemeinen Formel III ist,
Figure imgb0012
 worin R⁵ und R⁶ unabhängig voneinander Wasserstoff, geradkettiges oder verzweigtes C₁-C₁₂-Alkyl, eine Styryl-, Methoxy- oder Iso­propoxygruppe bedeuten, oder ein Gemisch von Verbindungen der Formel III ist.4. The composition according to claim 1, wherein component (C) is a compound of the general formula III,
Figure imgb0012
 wherein R⁵ and R⁶ independently of one another are hydrogen, straight-chain or branched C₁-C₁₂-alkyl, a styryl, methoxy or isopropoxy group, or a mixture of compounds of the formula III. 5. Zusammensetzung gemäss Anspruch 1, worin die Komponente (D) eine Verbindung der allgemeinen Formel IV ist,
Figure imgb0013
 worin E Wasserstoff oder einen Rest der Formel -CH₂NR⁷R⁸ bedeutet und R⁷ und R⁸ unabhängig voneinander C₁-C₁₈-Alkyl oder C₂-C₁₈-­Alkenyl darstellen, oder eine Verbindung der allgemeinen Formel V ist,
Figure imgb0014
 worin J ein N-Atom oder eine CH₂-Gruppe darstellt, F zusammen mit den C-Atomen, an die F gebunden ist, einen sechsgliedrigen unsub­stituierten oder alkylsubstituierten aromatischen oder reduzierten Tetrahydroring bildet und G Wasserstoff oder einen Rest der Formel CH₂NR⁹R¹⁰ bedeutet und R⁹ und R¹⁰ unabhängig voneinander C₁-C₁₈-Alkyl oder C₂-C₁₈-Alkenyl darstellen.5. The composition according to claim 1, wherein component (D) is a compound of the general formula IV,
Figure imgb0013
 in which E is hydrogen or a radical of the formula -CH₂NR⁷R⁸ and R⁷ and R⁸ independently of one another are C₁-C₁₈ alkyl or C₂-C₁₈ alkenyl, or is a compound of the general formula V,
Figure imgb0014
 wherein J represents an N atom or a CH₂ group, F together with the C atoms to which F is attached forms a six-membered unsubstituted or alkyl-substituted aromatic or reduced tetrahydroring and G is hydrogen or a radical of the formula CH₂NR⁹R¹⁰ and R⁹ and R¹⁰ independently represent C₁-C₁₈ alkyl or C₂-C₁₈ alkenyl. 6. Zusammensetzung gemäss Anspruch 1, worin die Komponente (D) das Reaktionsprodukt eines 1,2,4-Triazols mit einem Zink-bis(0,0ʹ-­dialkyldithiophosphat) ist.6. The composition according to claim 1, wherein component (D) is the reaction product of a 1,2,4-triazole with a zinc bis (0.0ʹ-dialkyldithiophosphate). 7. Zusammensetzung gemäss Anspruch 1, worin die Menge an Kompo­nente (A) 0.02-0.10 Gew.-% beträgt.7. The composition according to claim 1, wherein the amount of component (A) is 0.02-0.10 wt .-%. 8. Zusammensetzung gemäss Anspruch 1, worin die Menge an Kompo­nente (B) 0.05-0.25 Gew.-% beträgt.8. The composition according to claim 1, wherein the amount of component (B) is 0.05-0.25% by weight. 9. Zusammensetzung gemäss Anspruch 1, worin die Menge an Kompo­nente (C) 0.02-0.10 Gew.-% beträgt.9. The composition according to claim 1, wherein the amount of component (C) is 0.02-0.10% by weight. 10. Zusammensetzung gemäss Anspruch 1, worin die Menge an Kompo­nente (D) 0.02-0.10 Gew.-% beträgt.10. The composition according to claim 1, wherein the amount of component (D) is 0.02-0.10 wt .-%. 11. Zusammensetzung gemäss Anspruch 2, worin das Hydroxyalkyl­alkanolamin (A) N-(2-hydroxydodecyl)diethanolamin, 1-[N,N-Bis(-2-­hydroxyethyl)amino]-3-isooctyloxy-propan-2-ol, 1-[N,N-Bis(2-hydroxy­ethyl)amino]-3-(tert.-nonylthio)-propan-2-ol, 1-[N,N-Bis(2-hydroxy­ethyl)amino]-2-hydroxypropyl-3-(tert.-decanoat), 1-(N,N-Bis-­(2-hydroxyethyl)amino]-3-(4-nonylphenoxy)-propan-2-ol, 1-(N,N-Bis-­(2-hydroxyethyl)amino]-3-(4-tert.-butylphenoxy)-propan-2-ol, 1-[N,N-Bis(2-hydroxyethyl)amino]-3-(2,4-diisopropylphenoxy)-propan-­2-ol oder 1-[N,N-Bis(2-hydroxyethyl)amino]-3-(4-tert.-octylphenoxy)-­propan-2-ol oder deren Gemische ist.11. The composition according to claim 2, wherein the hydroxyalkylalkanolamine (A) is N- (2-hydroxydodecyl) diethanolamine, 1- [N, N-bis (-2-hydroxyethyl) amino] -3-isooctyloxypropan-2-ol, 1 - [N, N-Bis (2-hydroxyethyl) amino] -3- (tert-nonylthio) propan-2-ol, 1- [N, N-bis (2-hydroxyethyl) amino] -2-hydroxypropyl- 3- (tert-decanoate), 1- (N, N-bis (2-hydroxyethyl) amino] -3- (4-nonylphenoxy) propan-2-ol, 1- (N, N-bis- ( 2-hydroxyethyl) amino] -3- (4-tert-butylphenoxy) propan-2-ol, 1- [N, N-bis (2-hydroxyethyl) amino] -3- (2,4-diisopropylphenoxy) - propan-2-ol or 1- [N, N-bis (2-hydroxyethyl) amino] -3- (4-tert-octylphenoxy) propan-2-ol or mixtures thereof. 12. Zusammensetzung gemäss Anspruch 3, worin die Komponente (B) 2,6-Di-tert.-butylphenol oder 2,6-di-tert.-butyl-4-methylphenol oder deren Gemische ist.12. The composition according to claim 3, wherein component (B) is 2,6-di-tert-butylphenol or 2,6-di-tert-butyl-4-methylphenol or mixtures thereof. 13. Zusammensetzung gemäss Anspruch 4, worin die Komponente (C) Di-(tert.-octyliertes)diphenylamin oder ein Gemisch aus mono- und dialkylierten tert.-Butyl-/tert.-Octyldiphenylaminen ist.13. The composition according to claim 4, wherein component (C) is di- (tert-octylated) diphenylamine or a mixture of mono- and dialkylated tert-butyl / tert-octyldiphenylamines. 14. Zusammensetzung gemäss Anspruch 5, worin die Komponente (D) 1-[N,N-Bis(2-ethylhexyl)aminomethyl]-1,2,4-triazol, 1-[N,N-Bis(2-­ethylhexyl)-aminomethyl]-benztriazol, 1-[N,N-Bis(2-ethylhexyl)-­aminomethyl]-tolutriazol oder das Reaktionsprodukt von 1,2,4-Triazol mit Zink-bis[0,0ʹ-di-(2-ethylhexyl)dithiophosphat] ist.14. The composition according to claim 5, wherein component (D) 1- [N, N-bis (2-ethylhexyl) aminomethyl] -1,2,4-triazole, 1- [N, N-bis (2-ethylhexyl) -aminomethyl] -benztriazole, 1- [N, N-bis (2-ethylhexyl) -aminomethyl] -tolutriazole or the reaction product of 1,2,4-triazole with zinc bis [0.0ʹ-di- (2-ethylhexyl ) dithiophosphate]. 15. Korrosionsinhibierendes und antioxidatives Additivkonzentrat enthaltend die Komponenten (A), (B) und/oder (C) und (D) mit (A), (B), (C) und (D) in der in Anspruch 1 definierten Bedeutung.15. Corrosion-inhibiting and antioxidative additive concentrate containing the components (A), (B) and / or (C) and (D) with (A), (B), (C) and (D) in the meaning defined in claim 1. 16. Additivkonzentrat gemäss Anspruch 15, worin die Komponenten (A) bis (D) mit einem inerten Lösungsmittel verdünnt sind.16. Additive concentrate according to claim 15, wherein the components (A) to (D) are diluted with an inert solvent. 17. Additivkonzentrat gemäss Anspruch 16, worin das inerte Lösungsmittel ein leichtes Mineralöl, ein Kerosin oder ein aromatischer Kohlenwasserstoff ist.17. The additive concentrate according to claim 16, wherein the inert solvent is a light mineral oil, a kerosene or an aromatic hydrocarbon. 18. Verwendung eines Additivkonzentrats aus (A), (B), (C) und (D) zur Korrosionsinhibierung und antioxidativen Stabilisierung von mineralischen Schmierölen.18. Use of an additive concentrate from (A), (B), (C) and (D) for corrosion inhibition and antioxidative stabilization of mineral lubricating oils.
EP87810152A 1986-03-22 1987-03-16 Lubricant compositions Expired - Lifetime EP0239536B1 (en)

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Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0356677A1 (en) * 1988-07-18 1990-03-07 Ciba-Geigy Ag Lubricating oil composition
EP0437416A2 (en) * 1990-01-11 1991-07-17 Ciba-Geigy Ag Compositions containing a 2,2',2"-nitrilotriethanol-cyclometallate
US5167844A (en) * 1989-11-08 1992-12-01 Ciba-Geigy Corporation Lubricant formulations
WO1993002165A1 (en) * 1991-07-15 1993-02-04 Esso Societe Anonyme Française Oil composition
US5273669A (en) * 1988-07-18 1993-12-28 Ciba-Geigy Corporation Lubricant composition
EP0586194A1 (en) * 1992-09-02 1994-03-09 The Lubrizol Corporation Antioxidants in high monounsaturated vegetable oils
US5344454A (en) * 1991-07-24 1994-09-06 Baxter International Inc. Closed porous chambers for implanting tissue in a host
US5670464A (en) * 1993-01-25 1997-09-23 Kao Corporation Additive for lubricating oils for diesel engines and lubricating oil compositions containing the same
US6773458B1 (en) 1991-07-24 2004-08-10 Baxter International Inc. Angiogenic tissue implant systems and methods
GB2444640A (en) * 2006-12-06 2008-06-11 Afton Chemical Corp Lubricating composition
CN107429183A (en) * 2015-03-20 2017-12-01 出光兴产株式会社 Lubricating oil composition

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01188592A (en) * 1988-01-22 1989-07-27 Matsushita Electric Ind Co Ltd Lubricating oil for fluid bearing
JPH0742468B2 (en) * 1989-06-16 1995-05-10 コスモ石油株式会社 Turbine oil composition
KR20080025746A (en) * 2005-06-23 2008-03-21 쉘 인터내셔날 리써취 마트샤피지 비.브이. Oxidative stable oil formulation

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2856363A (en) * 1955-12-01 1958-10-14 Pure Oil Co Stable anti-rust lubricating oil
US4298481A (en) * 1979-02-23 1981-11-03 Tenneco Chemicals, Inc. High temperature grease compositions
EP0045827A1 (en) * 1980-08-12 1982-02-17 Mobil Oil Corporation Lubricant compositions containing antioxidant mixtures of triazoles and thiadiazoles
GB2172284A (en) * 1985-03-12 1986-09-17 Ciba Geigy Ag Nitrogen-containing additives for non-aqueous functional fluids
EP0206998A2 (en) * 1985-06-21 1986-12-30 Ciba-Geigy Ag Lubricant compositions, glucamin derivatives and complex compounds containing them

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2856363A (en) * 1955-12-01 1958-10-14 Pure Oil Co Stable anti-rust lubricating oil
US4298481A (en) * 1979-02-23 1981-11-03 Tenneco Chemicals, Inc. High temperature grease compositions
EP0045827A1 (en) * 1980-08-12 1982-02-17 Mobil Oil Corporation Lubricant compositions containing antioxidant mixtures of triazoles and thiadiazoles
GB2172284A (en) * 1985-03-12 1986-09-17 Ciba Geigy Ag Nitrogen-containing additives for non-aqueous functional fluids
EP0206998A2 (en) * 1985-06-21 1986-12-30 Ciba-Geigy Ag Lubricant compositions, glucamin derivatives and complex compounds containing them

Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5073278A (en) * 1988-07-18 1991-12-17 Ciba-Geigy Corporation Lubricant composition
US5273669A (en) * 1988-07-18 1993-12-28 Ciba-Geigy Corporation Lubricant composition
EP0356677A1 (en) * 1988-07-18 1990-03-07 Ciba-Geigy Ag Lubricating oil composition
US5167844A (en) * 1989-11-08 1992-12-01 Ciba-Geigy Corporation Lubricant formulations
EP0437416A2 (en) * 1990-01-11 1991-07-17 Ciba-Geigy Ag Compositions containing a 2,2',2"-nitrilotriethanol-cyclometallate
EP0437416A3 (en) * 1990-01-11 1991-12-18 Ciba-Geigy Ag Compositions containing a 2,2',2"-nitrilotriethanol-cyclometallate
US5256323A (en) * 1990-01-11 1993-10-26 Ciba-Geigy Corporation Compositions containing 2,2',2"-nitrilotriethanol cyclometalates
US5380344A (en) * 1990-01-11 1995-01-10 Ciba-Geigy Corporation Compositions comprising 2,2',2"-nitrilotriethanol cyclometalates
US5481039A (en) * 1990-01-11 1996-01-02 Ciba-Geigy Corp. Compositions comprising 2,2',2"-nitrilotriethanol cyclometalates
WO1993002165A1 (en) * 1991-07-15 1993-02-04 Esso Societe Anonyme Française Oil composition
US6773458B1 (en) 1991-07-24 2004-08-10 Baxter International Inc. Angiogenic tissue implant systems and methods
US5344454A (en) * 1991-07-24 1994-09-06 Baxter International Inc. Closed porous chambers for implanting tissue in a host
EP0586194A1 (en) * 1992-09-02 1994-03-09 The Lubrizol Corporation Antioxidants in high monounsaturated vegetable oils
US5670464A (en) * 1993-01-25 1997-09-23 Kao Corporation Additive for lubricating oils for diesel engines and lubricating oil compositions containing the same
GB2444640A (en) * 2006-12-06 2008-06-11 Afton Chemical Corp Lubricating composition
GB2444640B (en) * 2006-12-06 2009-09-09 Afton Chemical Corp Lubricating composition
CN107429183A (en) * 2015-03-20 2017-12-01 出光兴产株式会社 Lubricating oil composition
CN107429183B (en) * 2015-03-20 2021-03-19 出光兴产株式会社 Lubricating oil composition
US11060046B2 (en) 2015-03-20 2021-07-13 Idemitsu Kosan Co., Ltd. Lubricating oil composition

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