EP3841190B1 - Utilisation d'une composition lubrifiante - Google Patents

Utilisation d'une composition lubrifiante Download PDF

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Publication number
EP3841190B1
EP3841190B1 EP19752696.5A EP19752696A EP3841190B1 EP 3841190 B1 EP3841190 B1 EP 3841190B1 EP 19752696 A EP19752696 A EP 19752696A EP 3841190 B1 EP3841190 B1 EP 3841190B1
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Prior art keywords
esters
hydroxytyrosol
use according
weight
base oil
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EP19752696.5A
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German (de)
English (en)
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EP3841190A1 (fr
Inventor
Karl EGERSDÖRFER
Thomas Kilthau
Daniel CHALL
Stefan Seemeyer
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Klueber Lubrication Muenchen GmbH and Co KG
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Klueber Lubrication Muenchen SE and Co KG
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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
    • 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
    • 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
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    • 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
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    • 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
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    • 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
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    • 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
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    • 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
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    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/104—Aromatic fractions
    • C10M2203/1045—Aromatic fractions used as base material
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    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/106—Naphthenic fractions
    • C10M2203/1065—Naphthenic fractions used as base material
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    • 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
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    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
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    • C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
    • C10M2207/0406—Ethers; Acetals; Ortho-esters; Ortho-carbonates used as base material
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10—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
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
    • C10M2207/2825—Esters of (cyclo)aliphatic oolycarboxylic acids used as base material
    • C—CHEMISTRY; METALLURGY
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    • C10M2207/28—Esters
    • C10M2207/283—Esters of polyhydroxy compounds
    • C10M2207/2835—Esters of polyhydroxy compounds used as base material
    • C—CHEMISTRY; METALLURGY
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/285—Esters of aromatic polycarboxylic acids
    • C10M2207/2855—Esters of aromatic polycarboxylic acids used as base material
    • C—CHEMISTRY; METALLURGY
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
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    • C10M2207/287—Partial esters
    • C10M2207/289—Partial esters containing free hydroxy groups
    • C—CHEMISTRY; METALLURGY
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/30—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
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    • 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
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    • 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
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    • 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
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C10N2020/02—Viscosity; Viscosity index
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    • 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
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    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
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    • C10N2040/06—Instruments or other precision apparatus, e.g. damping fluids

Definitions

  • the present invention relates to the use of a lubricant composition containing an antioxidant that inhibits oxidative degradation of the composition.
  • Lubricant manufacturers are under constant pressure to improve their products according to the needs of manufacturers and users.
  • the chemical and thermal stability of the lubricants and the associated resistance to oxidation processes should be constantly improved.
  • a high level of resistance to oxidation processes is of great importance, as these affect 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, thereby accelerating wear and corrosion of metal surfaces. Oxidation processes can also lead to the formation of oxidation products that impair lubricity.
  • oxidation processes can occur increase the viscosity of the oil and thereby undesirably influence the distribution of the lubricant on the surfaces.
  • metal-containing particles can also be deposited in the lubricant. These particles can act as an oxidation catalyst and accelerate the degradation of the lubricant. This is particularly true at high temperatures, such as those common in engines.
  • an oil-soluble antioxidant is often added to lubricants.
  • amines such as bis-(4-(1,1,3,3-tetramethylbutyl)phenyl)amine, styrenated phenylamine, sterically hindered phenols such as thio-diethylene-bis(2-(2,-di -tertbutyl-4-hydroxyphenyl) propionate and/or combinations of two or three of the substance groups mentioned are used as antioxidants.
  • antioxidant additives there are numerous patents that describe antioxidant additives.
  • GB-A-1 271 556 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 aforementioned additives generally show satisfactory antioxidant properties.
  • the amount to be used is usually quite high, which is a disadvantage for cost reasons.
  • at higher concentrations there is a risk that the properties of the lubricant will be changed in an undesirable way.
  • the aforementioned additives usually have to be synthesized using complex processes.
  • a lubricant composition 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 selected from plant-derived polyphenolic compounds and compounds formed by decomposition thereof.
  • Preferred polyphenol compounds are gallic acid, ellagic acid, chlorogenic acid, caffeic acid, curcumin and quercetin.
  • polyphenol compounds are natural products.
  • the compounds mentioned have a rather low antioxidant effect.
  • some of them are strongly colored (e.g. curcumin), which limits their possible uses.
  • the invention was based on the object of providing a lubricant composition which has an antioxidant with which the above-mentioned disadvantages can be at least partially eliminated.
  • a lubricant composition which contains a base oil and hydroxytyrosol and/or esters thereof for lubricating the surfaces of sliding partners in a tribological system.
  • 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 to the person skilled in the art that it has equivalent or, based on the concentration used, even better antioxidant properties than synthetic antioxidants commonly 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 according to the invention. Particular preference is given to esters which have a solubility in the respective base oil at 25° C. of at least 0.1 g/l, for example from 0.1 to 5 g/l.
  • the hydroxytyrosol can also only be partially present in the lubricant composition as an ester.
  • Esters that are particularly suitable according to the invention are carboxylic acid esters, as discussed in more detail below. Below should if useful, when referring to hydroxytyrosol, its esters should also be included.
  • the lubricant composition contains solubilized hydroxytyrosol.
  • solubilized hydroxytyrosol means hydroxytyrosol whose solubility has been increased in relation to the base oil used by adding a solubilizing agent.
  • the type and amount of the solubilizing agent depends, among other things, on the base oil used, the desired dissolving properties of the hydroxytyrosol and the intended uses of the lubricant compositions.
  • compounds that enter into a chemical bond with the hydroxytyrosol, for example to form esters should also be included in the term solubilizing agent.
  • solubilizing agents for polyphenols are known and, for example, in the publications EP 2 359 702 B1 , WO 2007/051329 A1 , US 2014/0377435 A1 described, the disclosure of which is incorporated by reference.
  • solubilizing agents which are particularly suitable according to the invention are C 2 -10 carboxylic acids, which can be branched and/or unbranched, can have one or more substituents, in particular hydroxyl groups and/or one or more carboxylic acid groups. 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 selected from the group consisting of citric acid, malic acid, fumaric acid, gluconic acid, glycolic acid, lactic acid, oxalic acid, Tartaric acid, almond salicylic acid and/or mixtures thereof. Citric acid is particularly preferred.
  • the lubricant composition comprises at least a portion of hydroxytyrosol carboxylic acid esters, in particular esters of hydroxytyrosol and C 2 - 10 carboxylic acids, where the C 2 - 10 carboxylic acids can be branched and / or unbranched, one or more substituents, in particular May have hydroxy groups and/or one or more carboxylic acid groups.
  • the lubricant composition comprises at least a proportion of esters of hydroxytyrosol and hydroxycarboxylic acids with at least 2, preferably 3, carboxylic acid groups.
  • the lubricant composition also preferably comprises at least a proportion of esters of hydroxytyrosol and hydroxycarboxylic acids with at least 2, preferably 3 hydroxyl groups and/or esters of hydroxytyrosol and hydroxycarboxylic acids with at least 2, preferably 3 hydroxyl groups and at least 2, preferably 3 carboxylic acid groups.
  • the lubricant composition comprises at least a proportion of esters of hydroxytyrosol and carboxylic acids, selected from the group consisting of citric acid, malic, fumaric, gluconic, glycolic, lactic, oxalic, tartaric, mandelic salicylic acid and/or Mixtures thereof.
  • the lubricant composition comprises at least a proportion of esters of hydroxytyrosol and citric acid.
  • the lubricant composition expediently contains hydroxytyrosol and/or its esters in an oxidation-inhibiting amount.
  • 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 that Total weight of the lubricant composition.
  • the amount of solubilizing agent in the lubricant composition is advantageously 0.5 to 4% by weight, more preferably from 0.5 to 3.5% by weight, even more preferably from 0. 5 to 3% by weight, more preferably from 1 to 3% by weight, even more preferably from 1.5 to 3% by weight and in particular from 1.5 to 3% by weight.
  • a base oil is understood to mean the usual base fluids used for the production of lubricants, in particular oils that 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.
  • Particularly preferred according to the invention are esters, in particular synthetic esters, and/or mixtures of esters, in particular synthetic esters, native base oils and polyglycols with synthetic hydrocarbons and/or polyalphaolefins.
  • 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 in a mixture of C 7 - to C 22 -alcohols, from a polyphenyl ether or alkylated diphenyl ether, from an ester of trimethylolpropane, pentaerythritol or dipentaerythritol with aliphatic C 7 - to C 22 - carboxylic acids, from C 18 -dimer acid esters, prepared from C 7 - to C 22 -alcohols, from complex esters, as individual components or in any mixture.
  • Particularly preferred base oils are esters, in particular synthetic esters, and mixtures thereof with synthetic hydrocarbons and/or polyalphaolefins. In practical tests it was found that these base oils have a particularly good absorption capacity for hydroxytyrosol, in particular for hydroxytyrosol that has been solubilized with citric acid.
  • base oils are native triglyceride-based oils, preferably with 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 mixable). 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, each based on the total weight of the lubricant composition.
  • the aforementioned values relate in particular to lubricant compositions that are present as lubricating oil, ie essentially without thickeners. If, on the other hand, the lubricant composition is in the form of a lubricating grease, ie with a thickener, the proportion of base oil in the lubricant composition according to the invention is preferably from 70% by weight to 97.00% by weight.
  • Hydroxytyrosol and/or its esters can be present as the sole antioxidant or in combination with other antioxidants.
  • Further antioxidants which are particularly suitable according to the invention are the following compounds: styrenated diphenylamines, diaromatic amines, phenolic resins, thiophenolic resins, phosphites, butylated hydroxytoluene, butylated hydroxyanisole, phenylalpha-naphthylamine, phenyl-beta-naphthylamine, octylated/butylated diphenylamine, di-alpha-tocopherol, di -tert-butyl-phenyl, benzenepropane acid, sulfur-containing phenolic compounds and mixtures of these components.
  • the lubricant composition can contain corrosion protection additives, metal deactivators, wear protection additives and/or ion complexing agents. These include triazoles, imidazolines, N-methylglycine (sarcosine), benzotriazole derivatives, N,N-bis(2-ethylhexyl)-ar-methyl-1 H-benzotriazole-1-methanamine; n-Methyl-N(1-oxo-9-octadecenyl)glycine, mixtures of phosphoric acid and mono- and di-isooctyl esters, reacted with (C 11-14 )-alkylamines, mixtures of phosphoric acid and mono- and di-isooctyl esters, reacted with tert-alkylamine and primary (C 12-14 ) amines, dodecanoic acid, triphenylphosphorothionate and amine phosphates.
  • corrosion protection additives include triazoles, imidazo
  • IRGAMET ® 39 IRGACOR ® DSS G, Amin O; SARKOSYL ® O (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 components.
  • Commercially available anti-wear additives include IRGALUBE ® TPPT, IRGALUBE ® 232, IRGALUBE ® 349, IRGALUBE ® 211 and ADDITIN ® RC3760 Liq 3960, FIRC-SHUN ® FG 1505 and FG 1506, NA-LUBE ® KR-015FG, LUBEBOND ® , FLU ORO ® FG, SYNALOX ® 40-D, ACHESON ® FGA 1820 and ACHESON ® FGA 1810.
  • the lubricant composition can include solid lubricants such as PTFE, BN, pyrophosphate, Zn oxide, Mg oxide, pyrophosphates, thiosulfates, Mg carbonate, Ca carbonate, Ca stearate, Zn sulfide, Mo sulfide, W sulfide, Sn -Sulfide, graphite, graphene, nano-tubes, SiO 2 modifications or a mixture thereof.
  • solid lubricants such as PTFE, BN, pyrophosphate, Zn oxide, Mg oxide, pyrophosphates, thiosulfates, Mg carbonate, Ca carbonate, Ca stearate, Zn sulfide, Mo sulfide, W sulfide, Sn -Sulfide, graphite, graphene, nano-tubes, SiO 2 modifications or a mixture thereof.
  • the lubricant composition can also contain thickeners, in particular metal soaps, metal complex soaps, bentonites, ureas, silicates, sulfonates and/or polyimides.
  • the proportion of thickener in the lubricant composition according to the invention is preferably from 1% by weight to 20% by weight, based on the total weight of the lubricant composition.
  • the base oil is mixed with hydroxytyrosol and/or its esters in the presence of a solubilizing agent, in particular in the presence of a solubilizing agent, as discussed in the context of the present invention in relation to the lubricant composition according to the invention.
  • the process can also include further process 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 lubricant composition is suitable for lubricating a wide variety of surfaces.
  • 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.
  • the lubricant composition is used simultaneously for power transmission, vibration damping and/or as corrosion protection.
  • the lubricant composition is particularly useful tribological and rheological systems that are exposed to high oxidative stress.
  • a preferred embodiment of the invention therefore relates to the use of the lubricant composition for H1 high-temperature applications for lifetime and/or consumption lubrication in components such as, in particular, chains, gears, bearings or fittings and/or marine components.
  • Example 1 Preparation of various lubricant compositions
  • the hydroxytyrosol used is a hydroxytyrosol solubilized with citric acid (about 2% by weight, based on the total amount of hydroxytyrosol and citric acid).
  • Example 2 Measurement of the evaporation behavior and the apparent dynamic viscosity of selected compositions from Example 1
  • the evaporation behavior and the apparent dynamic viscosity of the composition 1 according to the invention and the comparative examples 1, 2, 3 and 4 are measured (covered dish tests, gas exchange takes place).
  • the evaporation behavior and the change in the apparent dynamic viscosity [mPas] as a criterion for progressive oxidation under thermal loading 72 hours of storage at 230°C, circulating air oven) are determined as a comparative measurement using a multiple determination (min. 3-fold determination).
  • the sample quantity per test is 5g (+/- 0.1 g).
  • the evaporation behavior is determined in% by weight by weighing.
  • the rheological determination of the apparent dynamic viscosity is also used to draw conclusions about thermal aging (e.g. polymerization) or protection against thermal aging. Covered aluminum evaporation dishes 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 Using a punching template makes sense, but is not absolutely necessary. The two bowls are stapled together using two staples at the fold of the bowls.
  • hydroxytyrosol has no noticeable influence on the evaporation behavior. Furthermore, it is shown that hydroxytyrosol, as a phenolic antioxidant, has a comparable performance in terms of preventing radical aging processes as the amines, which are considered to be more efficient in the prior art, and works significantly better than other phenols.
  • compositions 5, 6, 7 and 8 according to the invention were additionally examined comparatively.
  • the results are in the following Table 3 and in Figure 5 (apparently dynamic viscosity).
  • Table 3 Closed dish tests Composition according to the invention 05 Composition according to the invention 06 Composition according to the invention 07 Composition according to the invention 08 72h/230°C wt.% 62.3 59.5 60.5 60.4 72h/230°C mPas >100000 37174 34631 32403
  • Example 3 Determination of the start of oxidation and the threshold value (threshold) of the oxidation course of selected compositions from Example 1
  • the start of oxidation and the threshold value (threshold) of the oxidation course of selected compositions from Example 1 are determined using dynamic DSC (heating rate 1 ° C/min).
  • DSC heating rate 1 ° C/min.
  • the reaction kinetics are comparatively monitored within a base oil.
  • the chemical dynamics within a material system become visible, from which conclusions can be drawn about the oxidation behavior in relation to the thermal energy input.
  • the value "Start of oxidation” describes a first significant change in potential to the thermal energy input and thus refers to the delay that a mixture of substances experiences in comparison to another mixture of substances.
  • the “threshold” describes the progress of the aging/oxidation process within the mixture of substances. This refers indirectly on the reaction rate of the oxidation process. This connection is in Figure 6 illustrated.
  • composition 1 according to the invention has a higher oxidation resistance than the comparative examples.
  • Tab. 5 see Fig.9: start of oxidation, Fig.10: limit value
  • Comparative example 05 Comparative example 06
  • Comparative example 07 Composition according to the invention 02 DSC dyn. [Heating rate 1°C/min] Start of oxidation (x0) °C 167 222 231 234 Threshold °C 196 228 266 237
  • composition 2 according to the invention has a higher oxidation resistance than the pure base oil (comparative example 5) and than comparative example 6 provided with the same amount of antioxidant.
  • the for the composition according to the invention The specific start of oxidation is above and the limit value is only slightly below the limit value of Comparative Example 7 - although this has more than ten times the amount of antioxidant.
  • Tab. 6 (see Fig. 11: start of oxidation, Fig. 12: limit value) Comparative example 10 Comparative example 11 Composition according to the invention 04 DSC dyn. [Heating rate 1°C/min] Start of oxidation (x0) °C 215 223 234 Threshold °C 224 230 240
  • composition 4 according to the invention has a higher oxidation resistance than the comparative examples.
  • Tab. 7 see Fig. 13: start of oxidation, Fig. 14: limit value
  • Comparative example 08 Comparative example 09 Composition according to the invention 03 DSC dyn. [Heating rate 1°C/min] Start of oxidation (x0) °C 174 168 179 Threshold °C 177 174 185
  • composition 3 according to the invention has a higher oxidation resistance than the comparative examples.
  • Tab. 8 (see Fig. 15: start of oxidation, Fig. 16: limit value) Composition according to the invention 05 Composition according to the invention 06 Composition according to the invention 07 Composition according to the invention 08 DSC dyn. [Heating rate 1°C/min] Start of oxidation (x0) °C 208 222 226 226 Threshold °C 210 226 231 234

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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)

Claims (11)

  1. Utilisation d'une composition de lubrifiant, contenant une huile de base ainsi que de l'hydroxytyrosol et/ou ses esters pour la lubrification des surfaces de partenaires de glissement dans un système tribologique.
  2. Utilisation selon la revendication 1, caractérisée en ce que les esters présentent une solubilité dans l'huile de base à 25°C d'au moins 0,1 g/l, par exemple de 0,1 à 5,0 g/l.
  3. Utilisation selon la revendication 1 ou 2, caractérisée en ce que les esters sont au moins en partie des esters d'acides carboxyliques, en particulier des esters d'hydroxytyrosol et d'acides carboxyliques en C2-10, qui peuvent se trouver sous forme ramifiée et/ou non ramifiée et qui peuvent présenter un ou plusieurs substituants, en particulier des groupes hydroxy et/ou un ou plusieurs groupes acide carboxylique.
  4. Utilisation selon l'une ou plusieurs des revendications précédentes, caractérisée en ce que les esters sont au moins en partie des esters d'hydroxytyrosol et d'acide citrique.
  5. Utilisation selon l'une ou plusieurs des revendications précédentes, caractérisée en ce que l'hydroxytyrosol est de l'hydroxytyrosol solubilisé.
  6. Utilisation selon l'une ou plusieurs des revendications précédentes, caractérisée en ce que la solubilité de l'hydroxytyrosol a été augmentée par addition d'acides carboxyliques en C2-10, qui peuvent se trouver sous forme ramifiée et/ou non ramifiée et qui peuvent présenter un ou plusieurs substituants, en particulier des groupes hydroxy et/ou un ou plusieurs groupes acide carboxylique en tant qu'agent de solubilisation.
  7. Utilisation selon l'une ou plusieurs des revendications précédentes, caractérisée en ce que la proportion d'hydroxytyrosol et/ou de ses esters est de 0,01% en poids à 2% en poids, par rapport au poids total de la composition de lubrifiant.
  8. Utilisation selon l'une ou plusieurs des revendications précédentes, caractérisée en ce que l'huile de base est choisie dans le groupe constitué par les esters, les polyglycols, les huiles minérales naphténiques et/ou aromatiques, les hydrocarbures synthétiques, les phényléthers, les poly-alpha-oléfines, les huiles de base naturelles et les dérivés d'huiles naturelles et/ou leurs mélanges.
  9. Utilisation selon l'une ou plusieurs des revendications précédentes, caractérisée en ce que l'huile de base présente une viscosité, mesurée à 40°C, dans la plage de 10 mm2/s à 1000 mm2/s.
  10. Utilisation selon l'une ou plusieurs des revendications précédentes, caractérisée en ce que l'huile de base est choisie dans le groupe constitué par un ester d'un acide dicarboxylique, tricarboxylique ou tétracarboxylique aromatique ou aliphatique avec un alcool en C7-C22 ou des alcools en en C7-C22 en mélange ; un polyphényléther ou un diphényléther alkylé ; un ester de triméthylolpropane, de pentaérythritol ou de dipentaérythritol avec des acides carboxyliques en C7-C22 aliphatiques ; des esters d'acides dimères en C18, préparés à partir d'alcools en C7-C22 ; des esters complexes ; en tant que composants individuels ou dans un mélange quelconque.
  11. Utilisation selon l'une ou plusieurs des revendications précédentes pour des applications à haute température H1 pour la lubrification à vie et/ou la lubrification d'utilisation dans des pièces telles qu'en particulier les chaînes, les entraînements, les paliers, les robinets et/ou les pièces destinées à la marine.
EP19752696.5A 2018-08-23 2019-08-09 Utilisation d'une composition lubrifiante Active EP3841190B1 (fr)

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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

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US11248188B2 (en) 2022-02-15
CN112424320B (zh) 2022-11-01
DE102018006661A1 (de) 2020-02-27
US20210207053A1 (en) 2021-07-08
CN112424320A (zh) 2021-02-26
EP3841190A1 (fr) 2021-06-30
WO2020038737A1 (fr) 2020-02-27

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