EP3841190A1 - Composition de lubrifiant - Google Patents

Composition de lubrifiant

Info

Publication number
EP3841190A1
EP3841190A1 EP19752696.5A EP19752696A EP3841190A1 EP 3841190 A1 EP3841190 A1 EP 3841190A1 EP 19752696 A EP19752696 A EP 19752696A EP 3841190 A1 EP3841190 A1 EP 3841190A1
Authority
EP
European Patent Office
Prior art keywords
lubricant composition
esters
hydroxytyrosol
composition according
base oil
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
EP19752696.5A
Other languages
German (de)
English (en)
Other versions
EP3841190B1 (fr
Inventor
Karl EGERSDÖRFER
Thomas Kilthau
Daniel CHALL
Stefan Seemeyer
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 SE and Co KG
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 Klueber Lubrication Muenchen SE and Co KG filed Critical Klueber Lubrication Muenchen SE and Co KG
Publication of EP3841190A1 publication Critical patent/EP3841190A1/fr
Application granted granted Critical
Publication of EP3841190B1 publication Critical patent/EP3841190B1/fr
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • C10M105/36—Esters of polycarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • C10M105/38—Esters of polyhydroxy 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
    • 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
    • C10M107/32—Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
    • C10M107/34—Polyoxyalkylenes
    • 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
    • C10M129/14—Hydroxy compounds having hydroxy groups bound to a carbon atom of a six-membered aromatic ring containing at least 2 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
    • 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
    • C10M129/68—Esters
    • C10M129/76—Esters containing free hydroxy or carboxyl 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
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/104—Aromatic fractions
    • C10M2203/1045—Aromatic fractions used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/106—Naphthenic fractions
    • C10M2203/1065—Naphthenic fractions used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/028—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
    • C10M2205/0285—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
    • C10M2207/0406—Ethers; Acetals; Ortho-esters; Ortho-carbonates used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
    • C10M2207/124—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms containing hydroxy groups; Ethers 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/283—Esters of polyhydroxy compounds
    • C10M2207/2835—Esters of polyhydroxy compounds used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/285—Esters of aromatic polycarboxylic acids
    • C10M2207/2855—Esters of aromatic polycarboxylic acids used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/287—Partial esters
    • C10M2207/289—Partial esters containing free 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/30—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/40—Fatty vegetable or animal oils
    • C10M2207/401—Fatty vegetable or animal oils used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • 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
    • 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
    • C10M2209/105—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
    • C10M2209/1055—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
    • C10M2209/1085—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C10N2020/02—Viscosity; Viscosity index
    • 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
    • C10N2030/08—Resistance to extreme temperature
    • 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
    • C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
    • 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
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/02—Bearings
    • 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
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • 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
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/06—Instruments or other precision apparatus, e.g. damping fluids

Definitions

  • the present invention relates to a lubricant composition containing an antioxidant that inhibits the oxidative degradation of the composition.
  • the invention further relates to a method for producing the
  • Lubricant manufacturers are under constant pressure to improve their products to meet the needs of manufacturers and users.
  • the chemical and thermal stability of the lubricants and the associated resistance to oxidation processes are to be constantly improved.
  • a high level of resistance to oxidation processes is of great importance since these impair the physical and chemical properties of the lubricant and reduce its ability to protect the surfaces treated with it.
  • oxidation processes can increase the acidity of the lubricant, which accelerates the wear and corrosion of metal surfaces. Oxidation processes can also lead to the formation of oxidation products that Affect lubricity.
  • Oxidation processes can increase the viscosity of the oil and thereby undesirably influence the distribution of the lubricant on the surfaces.
  • metal-containing particles can be separated in the lubricant. These particles can act as an oxidation catalyst and accelerate the breakdown of the lubricant. This is especially true at high temperatures, such as are common in engines.
  • an oil-soluble antioxidant is often added to lubricants.
  • amines such as e.g. Bis- (4- (1, 1, 3,3-tetramethylbutyl) phenyl) amine, styrenated phenylamine, sterically hindered phenols such as e.g. Thio-diethylene-bis (2- (2, -di-tert-butyl-4-hydroxyphenyl) propionate and / or combinations of two or three of the groups mentioned are used as antioxidants.
  • GB-A-1 271 556 discloses a
  • An antioxidant additive which is a mixture of (a) the reaction product of a boron compound with a long chain hydrocarbon carboxylic acid or an anhydride thereof with a primary or secondary amine and (b) a polycyclic phenolic compound.
  • US-A-5 354 484 describes a lubricant additive that provides high temperature stability and contains a mixture of (i) an amine salt of a substituted phosphoric acid and (ii) an amine substituted hydrocarbon succinic acid compound.
  • the additives mentioned above generally show satisfactory antioxidative properties. However, the amount to be used is usually quite high, which is disadvantageous for cost reasons. In addition, at higher concentrations there is a risk that the properties of the lubricant will be changed in an undesirable manner. In addition, the aforementioned additives generally have to be synthesized in complex processes.
  • a lubricant composition is also known from DE112010000922 T5, which comprises a base lubricant consisting of a base oil and a thickener and an additive added to the base lubricant, the additive comprising at least one compound which consists of polyphenol compounds derived from plants and compounds formed by decomposing them is selected.
  • Preferred polyphenol compounds are gallic acid, ellagic acid, chlorogenic acid, caffeinic acid, curcumin and quercetin.
  • polyphenol compounds are natural products.
  • the compounds mentioned show a rather low antioxidative effect.
  • some of them are strongly colored (e.g. curcumin), which limits their possible uses. Presentation of the invention
  • the invention was based on the object of providing a lubricant composition which has an antioxidant with which the disadvantages mentioned above can be at least partially eliminated.
  • a lubricant composition which contains a base oil and hydroxytyrosol and / or an ester thereof.
  • Hydroxytyrosol belongs to the family of natural polyphenols and has the following structural formula:
  • Hydroxytyrosol is known to have antioxidant properties. However, it was surprising for the person skilled in the art that it has equivalent or, based on the concentration used, even better antioxidative properties than synthetic antioxidants usually used in practice, and that it can be added to common base oils without impairing their functional properties.
  • esters of hydroxytyrosol can also be used.
  • the hydroxytyrosol in the lubricant composition can also be only partially present as an ester.
  • Esters which are particularly suitable according to the invention are carboxylic acid esters, as discussed in more detail below. In the following, if meaningful, references to hydroxytyrosol should also include its esters. In principle, it is possible to use hydroxytyrosol in pure form.
  • the lubricant composition contains solubilized hydroxytyrosol.
  • solubilized hydroxytyrosol is to be understood as meaning hydroxytyrosol, the solubility of which in relation to the base oil used has been increased by adding a solubilizing agent.
  • the type and amount of the solubilizing agent depends, among other things, on the base oil used in each case, the desired solution properties of the hydroxytyrosol and the intended uses of the lubricant compositions.
  • compounds which form a chemical compound with the hydroxytyrosol are also to be encompassed, for example with the formation of esters, with the term solubilizing agent.
  • Suitable solubilizing agents for polyphenols are known and are described, for example, in the publications EP 2 359 702 B1, WO 2007/051329 A1,
  • solubilizing agents which are particularly suitable according to the invention are C2-io-carboxylic acids which can be branched and / or unbranched, one or more
  • Hydroxycarboxylic acids with at least 2, preferably 3 carboxylic acid groups are preferred.
  • Hydroxycarboxylic acids with at least 2, preferably 3 hydroxyl groups and / or hydroxycarboxylic acids with at least 2, preferably 3 hydroxyl groups and at least 2, preferably 3 carboxylic acid groups are also preferred.
  • Carboxylic acids which are particularly suitable according to the invention are selected from the group consisting of citric acid, apple acid, fumaric acid, gluconic acid, glycolic acid, lactic acid, oxalic acid, wine acid, almond salicylic acid and / or mixtures thereof. Citric acid is very particularly preferred.
  • the lubricant composition at least partially comprises hydroxytyrosol carboxylic acid esters, in particular esters of hydroxytyrosol and C2-io-carboxylic acids, where the C2-io-carboxylic acids can be branched and / or unbranched, one or more substituents, in particular Hydroxy groups and / or one or more carboxylic acid groups can have.
  • the lubricant composition particularly preferably comprises, at least in part, esters of hydroxytyrosol and hydroxycarboxylic acids with at least 2, preferably 3, carboxylic acid groups.
  • The also preferably comprises
  • Lubricant composition at least in part esters of hydroxytyrosol and hydroxycarboxylic acids with at least 2, preferably 3 hydroxy groups and / or esters of hydroxytyrosol and hydroxycarboxylic acids with at least 2, preferably 3 hydroxy groups and at least 2, preferably 3
  • the lubricant composition comprises, at least in part, esters of hydroxytyrosol and carboxylic acids, selected from the group consisting of citric acid, malic, fumaric, gluconic, glycolic, lactic, oxalic, tartaric, almond-salicylic acid and / or Mixtures of these.
  • the lubricant composition very particularly preferably comprises at least some of the esters
  • the lubricant composition advantageously contains hydroxytyrosol and / or its ester in an amount which inhibits oxidation.
  • the proportion of hydroxytyrosol and / or its esters is from 0.01% by weight to 2% by weight and / or from 0.1% by weight to 2% by weight and / or from 0.1% by weight to 1.5% by weight, and / or from 0.01% by weight to 0.5% by weight, and / or from 0.05% by weight to 1% by weight, more preferably from 0.1% by weight to 1% by weight, more preferably from 0.1% by weight to 0.5% by weight and in particular from 0.25% by weight to 0.35% by weight, in each case based on the total weight of the lubricant composition.
  • the amount of solubilizing agent is more preferably in the
  • Lubricant composition based on the total amount of
  • Hydroxytyrosol and solubilizing agent advantageously 0.5 to 4% by weight, more preferably 0.5 to 3.5% by weight, still more preferably 0.5 to 3% by weight, even more preferably 1 to 3% by weight , more preferably from 1.5 to 3% by weight and in particular from 1.5 to 3% by weight.
  • a base oil is to be understood as meaning the base liquids which are customarily used for the production of lubricants, in particular oils which can be assigned to groups I, II, III, IV or V according to the classification of the American Petroleum Institute (API).
  • Particularly preferred base oils are selected from the group consisting of esters, in particular synthetic esters, polyglycols, naphthenic and / or aromatic mineral oils, synthetic hydrocarbons, phenyl ethers, polyalphaolefins, native base oils and derivatives of native oils and / or mixtures thereof.
  • esters in particular synthetic esters, and / or mixtures of esters, in particular
  • the base oil is selected from the group consisting of an ester of an aromatic or aliphatic di-, tri- or tetracarboxylic acid with one or a mixture of C7 to C22 alcohols, a polyphenyl ether or alkylated
  • Diphenyl ether from an ester of trimethylolpropane, pentaerythritol or dipentaerythritol with aliphatic C7 to C22 carboxylic acids, from cis-dimeric acid esters, made from C7 to C22 alcohols, from complex esters, as individual components or in any mixture.
  • Particularly preferred base oils are esters, especially synthetic esters, and their mixtures with synthetic hydrocarbons and / or polyalphaolefins. It was found in practical tests that these base oils show a particularly good absorption capacity for hydroxytyrosol, in particular for hydroxytyrosol which has been solubilized with citric acid.
  • base oils are native oils based on triglycerides
  • a high oleic acid content in particular selected from the group consisting of sunflower oil, rapeseed oil, castor oil, linseed oil, corn oil, safflower oil, soybean oil, linseed oil, peanut oil, “Lesquerella” oil, palm oil and their derivatives.
  • base oils are triglycerides with a content (based on the bound fatty acids) of at least 50% by weight of oleic acid and less than 10% by weight of polyunsaturated fatty acids and their derivatives.
  • the base oils can be used individually or in combination (if miscible). Particularly preferred base oils have a viscosity in the range from 10 mm 2 / s to 1000 mm 2 / s, measured at 40 ° C.
  • the proportion of the base oil in the Lubricant composition according to the invention from 99.99% by weight to 90% by weight, more preferably from 99.5% by weight to 94.5% by weight and in particular from 99.75% by weight to 94.75% by weight, in each case based on the total weight of the lubricant composition.
  • the aforementioned values relate in particular to lubricant compositions which are present as lubricating oil, ie essentially without a thickener. Is that
  • Lubricant composition as a grease, i.e. with thickener before, the proportion of the base oil in the invention
  • Lubricant composition preferably from 70% to 97.00% by weight.
  • Hydroxytyrosol and / or its esters can be present as the sole antioxidant or in combination with other antioxidants. According to the invention
  • Particularly suitable further antioxidants are the following compounds: styrenated diphenylamines, diaromatic amines, phenolic resins, thiophenol resins, phosphites, butylated hydroxytoluene, butylated hydroxyanisole, phenyl-alpha-naphthylamine, phenyl-beta-naphthylamine, octylated / butylated
  • the lubricant composition can furthermore contain corrosion protection additives, metal deactivators, wear protection additives and / or ion complexing agents.
  • IRGAMET ® 39 IRGACOR ® DSS G, Amin O
  • SARKOSYL ® 0 (Ciba)
  • COBRATEC ® 122 CUVAN ® 303
  • VANLUBE ® 9123 CI-426, CI-426EP, CI-429 and CI-498.
  • wear protection additives are amines, amine phosphates, phosphates, thiophosphates, phosphorothionates and mixtures of these
  • wear protection additives include IRGALUBE ® TPPT, IRGALUBE ® 232, IRGALUBE ® 349,
  • the lubricant composition can contain solid lubricants such as PTFE, BN, pyrophosphate, Zn oxide, Mg oxide, pyrophosphate, thiosulfate, Mg carbonate, Ca carbonate, Ca stearate, Zn sulfide, Mo sulfide, W sulfide, Sn -Sulfide, graphite, graphene, nano-tubes, Si02 modifications or a mixture thereof.
  • solid lubricants such as PTFE, BN, pyrophosphate, Zn oxide, Mg oxide, pyrophosphate, thiosulfate, Mg carbonate, Ca carbonate, Ca stearate, Zn sulfide, Mo sulfide, W sulfide, Sn -Sulfide, graphite, graphene, nano-tubes, Si02 modifications or a mixture thereof.
  • the lubricant composition can moreover contain thickeners, in particular metal soaps, metal complex soaps, bentonites, fluorides, silicates, sulfonates and / or polyimides.
  • the proportion of the thickener in the lubricant composition according to the invention is preferably from 1% by weight to 20% by weight, in each case based on the total weight of the lubricant composition.
  • the invention further relates to a method for producing a lubricant composition, preferably a lubricant composition according to one or more of the embodiments according to the invention, comprising the following steps:
  • esters of hydroxytyrosol as well as solubilizing agents and / or additives are those discussed in the context of the present invention in relation to the lubricant composition according to the invention.
  • the mixing of the base oil with hydroxytyrosol and / or its esters takes place in
  • the method according to the invention can also comprise further method steps in which, for example, the further components described in relation to the lubricant composition according to the invention, such as further antioxidants, thickeners, corrosion protection additives, metal deactivators, ion complexing agents and / or solid lubricants, are introduced.
  • the further components described in relation to the lubricant composition according to the invention such as further antioxidants, thickeners, corrosion protection additives, metal deactivators, ion complexing agents and / or solid lubricants, are introduced.
  • the lubricant composition according to the invention is suitable for
  • Another object of the present invention relates to the use of the lubricant composition for lubricating the surfaces of sliding partners in a tribological system.
  • the lubricant composition is particularly preferably used as an intermediate to reduce friction and / or wear in a tribological system.
  • another preferred lubricant composition for lubricating the surfaces of sliding partners in a tribological system.
  • the lubricant composition is used simultaneously for power transmission, vibration damping and / or as corrosion protection.
  • the lubricant composition is particularly useful naturally with tribological and theological systems that are exposed to large oxidative loads.
  • a preferred embodiment of the invention therefore relates to the use of the lubricant composition for H1 high-temperature applications for life and / or consumption lubrication in components such as, in particular, chains, gears, bearings or fittings and / or marine components.
  • Figure 1 Lidded evaporation dishes in side view.
  • Figure 2 Covered evaporation trays in supervision.
  • Figure 11 Start of oxidation of selected compositions.
  • Figure 12 Limit value (Treshhold) of the oxidation process selected
  • Example 1 Preparation of various lubricant compositions
  • the hydroxytyrosol used is one containing citric acid (about 2% by weight, based on the
  • Example 2 Measurement of the evaporation behavior and the apparently dynamic viscosity of selected compositions from Example 1
  • composition 1 according to the invention and of comparative examples 1, 2, 3 and 4 are measured (capped dish tests, gas exchange takes place).
  • the evaporation behavior and the change in the apparently dynamic viscosity [mPas] as a criterion of progressive oxidation under thermal loading is determined as a comparative measurement by means of a multiple determination (min. 3-fold determination).
  • the sample amount per test is 5 g (+/- 0.1 g).
  • the evaporation behavior in% by weight is determined by back-weighing.
  • the theological determination of the apparently dynamic viscosity also makes comparative conclusions about the thermal aging (eg polymerization) or the Protection against thermal aging taken.
  • Capped aluminum evaporation trays with a diameter of 50 mm are used.
  • the 2 opposite holes in the lid have a diameter of 5 mm and are 10 mm from the edge (see Figures 1 and 2).
  • the use of a punching template makes sense here, but is not absolutely necessary.
  • the two bowls are attached to the fold of the bowls using two staples.
  • Example 3 Determination of the Start of Oxidation and the Limit (Treshhold) of the Oxidation Course of Selected Compositions from Example 1
  • the start of oxidation and the limit value (Treshhold) of the course of oxidation of selected compositions from Example 1 is determined by means of dynamic DSC (heating rate 1 ° C./min).
  • DSC heating rate 1 ° C./min.
  • the chemical dynamics within a material system become visible, from which in turn the oxidation behavior in relation to the thermal energy input is inferred.
  • the value "start of oxidation” describes a first significant change in potential for thermal energy input and thus refers to the delay that a mixture of substances experiences compared to another mixture of substances.
  • the "limit" (Treshhold) describes the progress of the
  • composition 1 according to the invention has a higher oxidation resistance than the comparative examples.
  • composition 2 according to the invention has a higher oxidation resistance than the pure base oil (comparative example 5) and compared to comparative example 6 provided with the same amount of antioxidant.
  • composition of the invention determined start of oxidation above and the limit value only slightly below the limit value of Comparative Example 7 - although this has more than ten times the amount of antioxidant.
  • composition 4 according to the invention has a higher oxidation resistance than the comparative examples.
  • composition 3 according to the invention has a higher oxidation resistance than the comparative examples.
  • flydroxytyrosol has a high antioxidant effect even at very low application concentrations.

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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)

Abstract

La présente invention concerne une composition de lubrifiant contenant une huile de base ainsi que de l'hydroxytyrosol et/ou des esters de ceux-ci.
EP19752696.5A 2018-08-23 2019-08-09 Utilisation d'une composition lubrifiante Active EP3841190B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102018006661.5A DE102018006661A1 (de) 2018-08-23 2018-08-23 Schmiermittelzusammensetzung
PCT/EP2019/071417 WO2020038737A1 (fr) 2018-08-23 2019-08-09 Composition de lubrifiant

Publications (2)

Publication Number Publication Date
EP3841190A1 true EP3841190A1 (fr) 2021-06-30
EP3841190B1 EP3841190B1 (fr) 2023-09-27

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US (1) US11248188B2 (fr)
EP (1) EP3841190B1 (fr)
CN (1) CN112424320B (fr)
DE (1) DE102018006661A1 (fr)
WO (1) WO2020038737A1 (fr)

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Also Published As

Publication number Publication date
DE102018006661A1 (de) 2020-02-27
CN112424320B (zh) 2022-11-01
US11248188B2 (en) 2022-02-15
EP3841190B1 (fr) 2023-09-27
US20210207053A1 (en) 2021-07-08
CN112424320A (zh) 2021-02-26
WO2020038737A1 (fr) 2020-02-27

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