EP2714872B1 - Huille lubrifiante à haute température - Google Patents

Huille lubrifiante à haute température Download PDF

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EP2714872B1
EP2714872B1 EP12727785.3A EP12727785A EP2714872B1 EP 2714872 B1 EP2714872 B1 EP 2714872B1 EP 12727785 A EP12727785 A EP 12727785A EP 2714872 B1 EP2714872 B1 EP 2714872B1
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weight
temperature oil
oil
gew
alkylated
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EP2714872A1 (fr
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Thomas Kilthau
Karl EGERSDÖRFER
Martin Schmidt-Amelunxen
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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
    • C10M111/00—Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential
    • C10M111/04—Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential at least one of them being a macromolecular organic compound
    • 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
    • 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
    • C10M143/00—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation
    • C10M143/06—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation containing butene
    • 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
    • C10M169/041—Mixtures of base-materials and additives the additives being macromolecular compounds only
    • 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
    • C10M169/044—Mixtures of base-materials and additives the additives being a mixture of non-macromolecular and macromolecular 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
    • 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
    • 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
    • C10M2205/026—Butene
    • C10M2205/0265—Butene 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
    • C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • 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
    • 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
    • C10N2020/079—Liquid crystals
    • 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
    • C10N2030/02—Pour-point; 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
    • C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • 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
    • C10N2030/74—Noack Volatility
    • 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
    • C10N2040/38—Conveyors or chain belts

Definitions

  • the invention relates to novel high-temperature oils based on aromatic esters, such as trimellitic esters, pyromellitic esters, trimesic acid esters or a mixture or derivatives of phloroglucin, such as Phloroglucin-trioctylic acid, Phloroglucin tridecylklareester and Phloroglucin-tridodecylklareester thereof and a fully hydrogenated or hydrogenated polyisobutylene or a mixture thereof ,
  • aromatic esters such as trimellitic esters, pyromellitic esters, trimesic acid esters or a mixture or derivatives of phloroglucin, such as Phloroglucin-trioctylic acid, Phloroglucin tridecylklareester and Phloroglucin-tridodecylklareester thereof and a fully hydrogenated or hydrogenated polyisobutylene or a mixture thereof ,
  • High temperature oils used in industrial chain lubrication e.g. in conveyor systems, paint lines, textile industry, insulation industry, glass industry, etc., and belt lubrication are used in continuous Holzpreßanlagen, usually consist of a three-component system.
  • This three-component system usually consists of an aromatic ester, a synthetic hydrocarbon and a polymer based on polyisobutylene.
  • the synthetic hydrocarbon is used as a solubilizer.
  • commercial additives are added to this lubrication system.
  • a disadvantage of these systems, however, is that by the use of the synthetic hydrocarbon the Working temperature of the oil is limited because it evaporates very quickly at temperatures> 200 ° C.
  • a three-component system is for example in the EP 1 154 011 B1 described.
  • a lubricating oil composition containing an aromatic ester compound and, as another base oil, an ⁇ -olefin oligomer and a polyisobutene.
  • Another three-component system is in the DE 10 2006 043 747 A1 specified.
  • This system consists of a trimellitic ester synthetic base oil, a polyol ester base and an adhesive base selected from polyolefins, polyisobutylene and polybutene.
  • Such a high-temperature oil is particularly required for the chain and belt lubrication of wood presses, as they are available for example in Contipressen TM for the production of laminate flooring.
  • the object of the present invention was to provide a high-temperature oil with which at a constant high temperature over a long A good lubricating effect is achieved and can be provided depending on the application in different viscosities.
  • a high-temperature oil which is a two-component system an aromatic ester of the general formula (I) wherein R1 is a linear or branched alkyl group having 6 to 16 carbon atoms and n is 3 or 4 or a compound of general formula (II) wherein R is a linear or branched alkyl group having a chain length of 8 to 16 carbon atoms, and and a hydrogenated polyisobutylene, a fully hydrogenated polyisobutylene or a mixture of a fully hydrogenated and a hydrogenated polyisobutylene.
  • a fully hydrogenated polyisobutylene is used.
  • the high-temperature oil comprises 40 to 91.9% by weight of the aromatic ester of the general formula (I) or the compound of the general formula (II) and 50 to 5% by weight of the hydrogenated fully hydrogenated one Polyisobutylene or a mixture of hydrogenated and fully hydrogenated polyisobutylene.
  • the high-temperature oil may comprise from 0.1 to 6% by weight, in particular from 2 to 5% by weight, of an antioxidant.
  • the high-temperature oil 0 to 4 wt .-%, in particular 0.3 to 3.5 wt .-% of a wear protection agent, 0.1 to 1.0 wt .-% of a corrosion inhibitor and 0 to 2 wt .-%, in particular 0.1 to 1.5 wt .-% of an ionic liquid.
  • the ester compound of the formula (I) present in the high-temperature oil is preferably selected from the group consisting of esters of trimellitic acid, pyromellitic acid, trimesic acid or mixtures thereof.
  • the compound of the general formula (II) is a derivative of phloroglucinol (benzene-1,3,5-triol), preferably phloroglucinotrioctylic acid ester, phloroglucinetridecylic acid ester and phloroglucinetridodecylic acid ester.
  • the antioxidant present in the high temperature oil which may contain sulfur and / or nitrogen and / or phosphorus in the molecule, is selected from the group consisting of aromatic amine antioxidants, such as alkylated phenyl-alpha-naphthylamine, dialkyldiphenylamine, hindered phenols, such as butylhydroxytoluene ( BHT), phenolic antioxidants with thioether groups, Zn or Mo or W dialkyldithiophosphates and phosphites.
  • aromatic amine antioxidants such as alkylated phenyl-alpha-naphthylamine, dialkyldiphenylamine, hindered phenols, such as butylhydroxytoluene ( BHT), phenolic antioxidants with thioether groups, Zn or Mo or W dialkyldithiophosphates and phosphites.
  • the anti-wear agent present in the high-temperature oil is selected from the group consisting of diphenyl cresyl phosphate-based anti-wear additives, amine-neutralized phosphates, alkylated and non-alkylated triaryl phosphates, alkylated and non-alkylated triaryl thiophosphates, zinc or Mo or dialkyldithiophosphates, carbamates, thiocarbamates , Zinc or Mo or W dithiocarbamates, dimercapto thiadiazole, calcium sulfonates and benzotriazole derivatives.
  • the corrosion inhibitor present in the high-temperature oil is selected from the group consisting of additives based on overbased Ca sulfonates having a TBN of 100 to 300 mg KOH / g, amine-neutralized phosphates, alkylated Ca naphthalenesulfonates, oxazoline derivatives, imidazole Derivatives, succinic acid half esters, N-alkylated benzotriazoles.
  • the ionic liquid (IL) used in the high-temperature oil is so-called molten salt, which by definition is liquid at temperatures below 100 ° C. Many ionic liquids are also liquid at room temperature or at lower temperatures. Suitable cations for ionic liquids have been found to be a quaternary ammonium cation, a phosphonium cation, an imidazolium cation, a pyridinium cation, a pyrazolium cation, an oxazolium cation, a pyrrolidinium cation, a guanidinium cation, a morpholinium cation or a triazolium cation selected from the group consisting of [PF 6 ] - , [BF 4 ] - , [CF 3 CO 2 ] - , [CF 3 SO 3 ] - , [(CF 3 SO 2 ) 2 N] - , [(R 4 SO 2 ) (R 5 SO 2
  • Anions of the type [PF (6-x) R 7 x ] - , [R 7 -SO 3 ] - are also known.
  • R 7 represent here or completely fluorinated radicals such as pentafluoroethyl or perfluorobutyl.
  • Thermally also quite stable is the following anion type: (FSO 2 ) 2 N - .
  • the ionic liquids should firstly show a solubility in the oils, but complete miscibility is not absolutely necessary.
  • the ionic liquids should be thermally stable and not promote corrosion, for example by not forming corrosive reaction products in the presence of water or only with a very long delay.
  • Ionic liquids such as tetraalkylammonium and tetraalkylphosphonium bis (trifluoromethylsulfonyl) imides, such as, for example, trihexyl (tetradecyl) phosphonium bis (trifluoromethylsulfonyl) imide (HPDimide) and methyltrioctylammonium bis (trifluoromethylsulfonyl) imide, have proved to be particularly advantageous (moimide).
  • ionic liquids such as tetraalkylammonium and tetraalkylphosphonium tris (perfluoroethyl) trifluorophosphate such as tetrabutylphosphonium tris (perfluoroethyl) trifluorophosphate (BuPPFET), trihexyl (tetradecyl) tris (perfluoroethyl) trifluorophosphate (HDPPFET). Also particularly advantageous pyrrolidium tris (perfluoroethyl) trifluorophosphates have shown.
  • tetraalkylammonium and tetraalkylphosphonium perfluorobutanesulfonates such as trihexyl (tetradecyl) phosphonium perfluorobutanesulfonate (HDPnonaflat).
  • the two-component system according to the invention has a significantly higher performance in terms of thermal stability and residue formation or residue behavior.
  • the enormous increase in thermal stability is particularly noticeable in a significant increase in the lubricating behavior.
  • the relubrication intervals could be extended and an energy saving of up to 30% electricity savings could be achieved.
  • Example 1 The oils prepared in Example 1 and Comparative Example 1 were used to determine the friction values.
  • a vibration friction wear test (SRV) based on DIN 51834, test condition ball / disc, 250 N load, 50 ° C to 250 ° C, 1 mm stroke 50 Hz, 165 min was performed. The results are shown in Table 3.
  • the oil to be tested is weighed on a previously bent and solvent-cleaned steel sheet with 5 g and then at 250 ° C in a convection oven min. 72h evaporated.
  • the square sheet is bent manually on all four sides to create a shell shape. After cooling, the results of the back weighing are documented.
  • Essential for this test is the determination of the solubility of the residue with fresh oil and the amount of residue formed. For this purpose, a drop of the fresh oil is applied to the residue and rubbed gently by means of rounded glass rod and circular movements.
  • FIG. 12 shows the performance chain test bench working under the following test conditions Temperature: 220 ° C, Speed: 2 m / sec, Load: 2600 N
  • the chain Before the test, the chain is immersed in the lubricating oil to be tested. After diving, the chain is hung up so that the excess lubricant can drip off. Then we installed the chain in the chain test bench (see FIG. 10 ) and started the test under the given conditions. The temperature, the speed and the load can be varied. The maturity is fixed with a chain elongation of 0.1%. The elongation of the chain is due to wear on the chain links during the test run.
  • Example 2 The oils prepared in Example 2 and Comparative Example 2 were used to determine the friction values.
  • a vibration friction wear test (SRV) based on DIN 51834, test condition ball / disc, 250 N load, 50 ° C to 250 ° C, 1 mm stroke 50 Hz, 165 min was performed. The results are shown in Table 6.
  • Both the high-temperature oil according to the invention and the known oil had a residue of 3.0%, and the formed residue of the high-temperature oil according to the invention was very readily soluble, which means that these residues can be easily dissolved with fresh oil. In contrast, the residue of the known oil can dissolve much worse with fresh oil again.
  • the performance chain test was carried out at 220 ° C, a speed of 2.0 m / sec and a load of 2600 N.
  • the run time after 0.1% chain elongation for example 2 is 19 h, that of comparative example 2 is 17 h.
  • the test was carried out as described in Example 1.
  • Example 3 The oils prepared in Example 3 and Comparative Example 3 were used to determine the friction values.
  • a vibration friction wear test (SRV) based on DIN 51834, test condition ball / disc, 250 N load, 50 ° C to 250 ° C, 1 mm stroke 50 Hz, 165 min was performed. The results are shown in Table 9.
  • the performance chain test was carried out at 220 ° C, a speed of 2.0 m / sec and a load of 2600 N.
  • the transit time after 0.1% chain elongation was 17 h for Example 3 and 15 h for Comparative Example 3.
  • the test was carried out as described in Example 1.
  • HDP imide trihexyl (tetradey-phosphonium bis (trifluoreomethyl-sulfonyl) imide) was used.
  • Example 4 Comparative Example 4 corresponds to Example 1 Evaporation loss after 72 h / 250 ° C 19% 46% Increase of the apparent dynamic viscosity after 72 h / 250 ° C 2300 mPas 27000 mPas
  • the two-component system according to the invention has a significantly higher performance in terms of thermal stability and residue formation or residue behavior.
  • the enormous increase in thermal stability is particularly noticeable in a significant increase in the lubricating behavior.
  • the relubrication intervals could be extended and an energy saving of up to 30% electricity savings could be achieved.

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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)
  • Fats And Perfumes (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Claims (13)

  1. Huile haute température pour le graissage des chaînes, des roues de chenilles et des tapis de presses en continu comptant
    de 40 à 91,9 % en poids d'un ester aromatique de formule générale (I)
    Figure imgb0007
     R1 étant un alkyle linéaire ou ramifié avec 6 à 16 atomes de carbone et n un nombre entier 3 ou 4
    ou de 40 à 91,9 % en poids d'une combinaison de formule générale (II)
    Figure imgb0008
     R étant un alkyle linéaire ou ramifié avec une chaîne comportant de 8 à 16 atomes de carbone
    et de 5 à 50 % en poids d'un polyisobutylène hydrogéné, d'un polyisobutylène entièrement hydrogéné ou d'un mélange de polyisobutylène entièrement hydrogéné et d'un polyisobutylène hydrogéné.
  2. Huile haute température selon la revendication 1, contenant en outre de 0,1 à 6 % en poids d'agent antioxydant.
  3. Huile haute température selon la revendication 1 ou 2, contenant en outre de 1 à 4 % en poids d'agent anti-usure.
  4. Huile haute température selon l'une des revendications 1 à 3, contenant en outre de 0,1 à 0,5 % en poids d'agent anti-corrosion.
  5. Huile haute température selon la revendication 1, contenant
    62,90 % en poids d'ester d'acide trimellitique aromatique,
    30,00 % en poids de polyisobutylène entièrement hydrogéné,
    3,5 % en poids d'agent anti-usure
    3,0 % en poids d'agent antioxydation
    0,1 % en poids d'agent anti-corrosion
    0,50 % en poids de liquide ionique.
  6. Huile haute température selon l'une des revendications 1 à 4 précédentes, la liaison ester de la formule générale (I) étant choisie dans le groupe composé d'esters d'acide trimellitique, d'acide pyromellitique, d'acide trimésique ou d'un mélange de ceux-ci.
  7. Huile haute température selon l'une des revendications 1 à 4, la liaison de la formule générale (II) étant un dérivé du phloroglucine (benzène-1,3,5-triol).
  8. Huile haute température selon la revendication 7 dans laquelle le dérivé du phloroglucine est un ester d'acide phloroglucine-trioctyle, un ester d'acide phloroglucine-tridécyle ou un ester d'acide phloroglucine-tridodécyle.
  9. Huile haute température selon l'une des revendications 1 à 8 précédentes, l'agent antioxydant présentant dans sa molécule du soufre et/ou de l'azote et/ou du phosphore et étant choisi dans le groupe composé des antioxydants aminiques aromatiques comme la phényl-alpha-naphthylamine alkylée, la dialkyldiphénylamine, les phénols stériques encombrés comme le butylhydroxytoluène (BHT), les antioxydants phénoliques avec les groupes thioéther, les dithiophosphates de dialkyle de Zn, Mo ou W ou encore les phosphites.
  10. Huile haute température selon l'une des revendications 1 à 9 précédentes, l'agent anti-usure étant choisi dans le groupe composé d'additifs anti-usure à base de diphénylcrésyl-phosphate, de phosphates neutralisés par amine, de triarylphosphates alkylés et non alkylés, de triarylthiophosphates alkylés et non alkylés, de dialkyldithiophosphates de Zn, de Mo ou de W, de carbamates, de thiocarbamates, de dithiocarbamates de Zn, de Mo ou de W, de dimercapto-thiadiazole, de sulfonates de calcium et de dérivés de benzotriazole.
  11. Huile haute température selon l'une des revendications 1 à 10 précédentes, l'agent anti-corrosion étant choisi dans le groupe composé d'additifs à base de sulfonates surbasiques de calcium, de phosphates neutralisés par amine, de naphtaline sulfonate de Ca alkylé, de dérivés d'oxazoline, de dérivés d'imidazole, de semi-ester d'acide succinique, de benzotriazole N-alkylé.
  12. Huile haute température selon la revendication 5, le liquide ionique étant choisi dans le groupe composé de bis(trifluorméthyl-sulfonyl)imides tétraalkyl-ammonium et tétraalkyl-phosphonium comme par exemple le bis(trifluorméthyl-sulfonyl)imide trihexyl(tétradécyl)phosphonium (HPDimide) et le bis(trifluorméthyl-sulfonyl)imide méthyltrioktylammonium (Moimide) ainsi que le tris(perfluoréthyl)trifluorophosphate de tétraalkyl-ammonium et de tétraalkyl-phosphonium, en particulier le tris(perfluoréthyl)trifluorophosphate de tétrabutylphosphonium (BuPPFET), le tris(perfluoréthyl)trifluorophosphate de trihexyl(tétradécyl)phosphonium (HDPPFET), les tris(perfluoréthyl)trifluorophosphates de pyrrolidinium, le tétraalkyl-ammonium, les tétraalkyl-phosphonium-perfluorbutanesulfonates, le trihexyl(tétradécyl)phosphonium-perfluorbutanesulfonate (HDPnonaflat).
  13. Utilisation de l'huile haute température selon l'une des revendications 1 à 12 précédentes dans le domaine de la lubrification des chaînes industrielles sur les convoyeurs, les chaînes de peinture, l'industrie textile, l'industrie des produits isolants, l'industrie du verre et le graissage des tapis sur les presses à bois en continu.
EP12727785.3A 2011-05-26 2012-05-22 Huille lubrifiante à haute température Active EP2714872B1 (fr)

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SI201230680A SI2714872T1 (sl) 2011-05-26 2012-05-22 Visokotemperaturno olje

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DE102011102540A DE102011102540B4 (de) 2011-05-26 2011-05-26 Hochtemperaturöl
PCT/EP2012/002172 WO2012159738A1 (fr) 2011-05-26 2012-05-22 Huile haute température

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EP2714872B1 true EP2714872B1 (fr) 2016-08-03

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EP (1) EP2714872B1 (fr)
JP (1) JP5752321B2 (fr)
KR (1) KR101539218B1 (fr)
CN (1) CN103764808A (fr)
AU (1) AU2012261221B2 (fr)
BR (1) BR112013030286B1 (fr)
CL (1) CL2013003397A1 (fr)
DE (1) DE102011102540B4 (fr)
EA (1) EA026445B1 (fr)
ES (1) ES2601401T3 (fr)
HU (1) HUE029149T2 (fr)
LT (1) LT2714872T (fr)
MY (1) MY164068A (fr)
PL (1) PL2714872T3 (fr)
SI (1) SI2714872T1 (fr)
WO (1) WO2012159738A1 (fr)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104087392A (zh) * 2014-07-28 2014-10-08 中国石油化工股份有限公司 一种板材加工行业连续压机钢带专用高温润滑油及其制备方法
DE102014018719A1 (de) * 2014-12-17 2016-06-23 Klüber Lubrication München Se & Co. Kg Hochtemperaturschmierstoff für die Lebensmittelindustrie
DE102014018718A1 (de) * 2014-12-17 2016-06-23 Klüber Lubrication München Se & Co. Kg Hochtemperaturschmierstoffe
DE102016105758B4 (de) 2015-04-10 2024-10-24 Minebea Mitsumi Inc. Verwendung einer Schmiermittelzusammensetzung in fluiddynamischen Lagersystemen
CN104911002B (zh) * 2015-06-10 2018-05-29 广东正骉润滑油科技有限公司 一种抗压耐磨润滑剂
KR102295397B1 (ko) * 2015-06-18 2021-08-30 에스케이이노베이션 주식회사 이온성 액체 및 이를 포함하는 윤활제 조성물
US10550349B2 (en) * 2015-07-16 2020-02-04 Afton Chemical Corporation Lubricants with titanium and/or tungsten and their use for improving low speed pre-ignition
JP6866358B2 (ja) 2015-09-25 2021-04-28 コンパニー ゼネラール デ エタブリッスマン ミシュラン ゴム組成物の補強用フェノール−アルデヒド樹脂の製造のためのエステル化芳香族ポリフェノール誘導体の使用
CN108136826B (zh) 2015-09-25 2021-01-26 米其林集团总公司 包含芳族多酚衍生物的高强度橡胶组合物
FR3041647B1 (fr) * 2015-09-25 2017-10-27 Michelin & Cie Composition de caoutchouc a haute rigidite a base d'un derive de polyphenol aromatique
FR3041633A1 (fr) * 2015-09-25 2017-03-31 Michelin & Cie Compose esterifie pour eviter la reticulation precoce d'une resine phenol aldehyde
JP6866359B2 (ja) 2015-09-25 2021-04-28 コンパニー ゼネラール デ エタブリッスマン ミシュラン ゴム組成物の補強用フェノール−アルデヒド樹脂の製造のためのシリル化芳香族ポリフェノール誘導体の使用
JP6822635B2 (ja) * 2016-03-25 2021-01-27 出光興産株式会社 潤滑油組成物、及び潤滑油組成物の使用方法
JP2019172729A (ja) * 2018-03-27 2019-10-10 Ｅｍｇルブリカンツ合同会社 潤滑油組成物
CN109181811B (zh) * 2018-09-05 2021-04-06 安徽泰达新材料股份有限公司 一种高粘指耐高温型均苯三甲酸类合成酯基础油及制备方法
KR102097232B1 (ko) * 2019-02-28 2020-04-06 대림산업 주식회사 기어유용 윤활유 조성물
EP4384589A1 (fr) 2021-08-12 2024-06-19 Klüber Lubrication München SE & Co. KG Utilisation d'esters d'acide hémimellitique en tant qu'huile de base pour des compositions lubrifiantes

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE636108A (fr) * 1961-08-18 1900-01-01
US3336349A (en) * 1964-09-17 1967-08-15 Koppers Co Inc Alkanoyl esters of the trihydroxy benzenes
US3755169A (en) * 1970-10-13 1973-08-28 Lubrizol Corp High molecular weight carboxylic acid acylating agents and the process for preparing the same
NL185354C (nl) * 1976-05-07 1990-03-16 Bayer Ag Werkwijze voor de bereiding van thermoplastische vormmassa's, alsmede gevormd voortbrengsel geheel of ten dele vervaardigd daaruit.
GB8408017D0 (en) * 1984-03-28 1984-05-10 Bp Chem Int Ltd Oil-based lubricant compositions
US4589990A (en) * 1985-06-21 1986-05-20 National Distillers And Chemical Corporation Mist lubricant compositions
JP2543919B2 (ja) * 1987-12-11 1996-10-16 出光興産株式会社 冷凍機油組成物
DE68902891T2 (de) * 1988-07-22 1993-03-25 Akzo Nv Synthetische schmieroelzusammensetzung.
US5990261A (en) * 1996-08-29 1999-11-23 Mitsui Chemicals, Inc. Organic optical component
JPH10130673A (ja) * 1996-10-25 1998-05-19 New Japan Chem Co Ltd 潤滑油基油
JP4049916B2 (ja) * 1998-12-25 2008-02-20 出光興産株式会社 高温用潤滑油組成物
BR0115159A (pt) * 2000-11-06 2003-08-19 Exxonmobil Chem Patents Inc Ativadores de co-catalisadores zwitteriÈnicos fluorados para polimerização de olefinas
DE102006043747A1 (de) * 2006-09-13 2008-03-27 Addinol Lube Oil Gmbh Hochtemperaturschmierstoff für Ketten
JP2008101163A (ja) * 2006-10-20 2008-05-01 Nippon Shokubai Co Ltd バイオディーゼル燃料用添加剤
US8258088B2 (en) * 2007-06-20 2012-09-04 KLüBER LUBRICATION MüNCHEN KG Lubricating grease composition
DE102007028427A1 (de) * 2007-06-20 2008-12-24 KLüBER LUBRICATION MüNCHEN KG Verwendung von ionischen Flüssigkeiten zur Verbesserung der Eigenschaften von Schmierstoffzusammensetzungen

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EP2714872A1 (fr) 2014-04-09
CN103764808A (zh) 2014-04-30
PL2714872T3 (pl) 2017-01-31
KR20140009499A (ko) 2014-01-22
MY164068A (en) 2017-11-15
DE102011102540B4 (de) 2013-12-12
KR101539218B1 (ko) 2015-07-29
CL2013003397A1 (es) 2014-07-11
ES2601401T3 (es) 2017-02-15
BR112013030286A2 (pt) 2016-11-29
EA201301331A1 (ru) 2014-05-30
JP2014515412A (ja) 2014-06-30
SI2714872T1 (sl) 2016-11-30
AU2012261221B2 (en) 2016-05-12
AU2012261221A1 (en) 2013-12-12
US20140200169A1 (en) 2014-07-17
WO2012159738A1 (fr) 2012-11-29
HUE029149T2 (hu) 2017-02-28
JP5752321B2 (ja) 2015-07-22
LT2714872T (lt) 2016-09-26
DE102011102540A1 (de) 2012-11-29
BR112013030286B1 (pt) 2020-11-10
EA026445B1 (ru) 2017-04-28

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