WO2012159738A1 - Hochtemperaturöl - Google Patents

Hochtemperaturöl Download PDF

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Publication number
WO2012159738A1
WO2012159738A1 PCT/EP2012/002172 EP2012002172W WO2012159738A1 WO 2012159738 A1 WO2012159738 A1 WO 2012159738A1 EP 2012002172 W EP2012002172 W EP 2012002172W WO 2012159738 A1 WO2012159738 A1 WO 2012159738A1
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WO
WIPO (PCT)
Prior art keywords
temperature oil
oil according
high temperature
oil
alkylated
Prior art date
Application number
PCT/EP2012/002172
Other languages
German (de)
English (en)
French (fr)
Inventor
Thomas Kilthau
Karl EGERSDÖRFER
Martin Schmidt-Amelunxen
Original Assignee
Klüber Lubrication München Se & 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 Klüber Lubrication München Se & Co. Kg filed Critical Klüber Lubrication München Se & Co. Kg
Priority to BR112013030286-0A priority Critical patent/BR112013030286B1/pt
Priority to CN201280024232.XA priority patent/CN103764808A/zh
Priority to ES12727785.3T priority patent/ES2601401T3/es
Priority to EP12727785.3A priority patent/EP2714872B1/de
Priority to AU2012261221A priority patent/AU2012261221B2/en
Priority to LTEP12727785.3T priority patent/LT2714872T/lt
Priority to SI201230680A priority patent/SI2714872T1/sl
Priority to KR1020137030344A priority patent/KR101539218B1/ko
Priority to US14/119,015 priority patent/US20140200169A1/en
Priority to EA201301331A priority patent/EA026445B1/ru
Priority to JP2014511763A priority patent/JP5752321B2/ja
Publication of WO2012159738A1 publication Critical patent/WO2012159738A1/de

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    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M111/00Lubrication 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
    • C10M111/04Lubrication 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
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M169/00Lubricating 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
    • C10M169/04Mixtures of base-materials and additives
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M105/00Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32Esters
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M143/00Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation
    • C10M143/06Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation containing butene
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M169/00Lubricating 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
    • C10M169/04Mixtures of base-materials and additives
    • C10M169/041Mixtures of base-materials and additives the additives being macromolecular compounds only
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M169/00Lubricating 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
    • C10M169/04Mixtures of base-materials and additives
    • C10M169/044Mixtures of base-materials and additives the additives being a mixture of non-macromolecular and macromolecular compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/026Butene
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/026Butene
    • C10M2205/0265Butene used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/283Esters of polyhydroxy compounds
    • C10M2207/2835Esters of polyhydroxy compounds used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/285Esters of aromatic polycarboxylic acids
    • C10M2207/2855Esters of aromatic polycarboxylic acids used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2211/00Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/079Liquid crystals
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/02Pour-point; Viscosity index
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/08Resistance to extreme temperature
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/74Noack Volatility
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/38Conveyors 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 Phloroglucentr trioctylklareester, Phloroglucin tridecylklareester and Phloroglucin- tridodecylklareester thereof and a fully hydrogenated or a 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 Phloroglucentr trioctylklareester, Phloroglucin tridecylklareester and Phloroglucin- tridodecylklareester thereof and a fully hydrogenated or a hydrogenated polyisobutylene or
  • 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 described for example in EP 1 154 011 B1.
  • a lubricating oil composition containing an aromatic ester compound and, as another base oil, an ⁇ -olefin oligomer and a polyisobutene.
  • Such a high-temperature oil is particularly required for the chain and belt lubrication of wood presses, as they are present 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 a good lubricating effect is achieved at a constant high temperature over a long period of time and which can be provided in different viscosities depending on the application.
  • This object is achieved, surprisingly, by the provision of a high-temperature oil which, as a two-component system, comprises an aromatic ester of the general formula (I) wherein R 1 is a linear or branched alkyl group having 6 to 16 carbon atoms and n is 3 or 4 or a compound of the general formula (II)
  • R is a linear or branched alkyl group having a chain length of 8 to 16 carbon atoms and n is 3
  • a hydrogenated polyisobutylene a fully hydrogenated polyisobutylene or a mixture of a fully hydrogenated and a hydrogenated polyisobutylene.
  • a fully hydrogenated polyisobutylene a fully hydrogenated polyisobutylene
  • the high temperature oil comprises from 40 to 91, 9% by weight of the aromatic ester of general formula (I) or the compound of general formula (II) and from 50 to 5% by weight of hydrogenated, fully hydrogenated 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% by weight 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, phloroglucin tridecylic 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 benzothazole 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 r, [BF 4 V, [CF 3 CO 2 ] " , [CF 3 SO 3 ] " , [(CF 3 SO 2 ) 2 N] ' , [(R 4 S0 2 ) (R 5 S0 2 ) N] - , [(CF 3 SO 2 ) (CF 3 COO) N] ⁇ [R -SO 3 ] " , [R 4 -O-S0 3 ] " , [R-COO] -, Cl
  • R 7 represent here or completely fluorinated radicals such as pentafluoroethyl or perfluorobutyl.
  • the following anionic type is also quite stable thermally : (FS0 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.
  • the attached figures show the advantages of the high temperature oil based on two components according to the invention. shows the friction values in dependence on the temperature and a load of 250 N of a high temperature oil of the invention on two-component base of Example 1 compared to a known oil on three-component basis of Comparative Example 1 at a kinematic viscosity at 40 ° C of about 260 mm 2 / sec;
  • Example 1 shows the evaporation losses of a two-component-based high-temperature oil according to the invention of Example 1 compared to a known three-component oil of Comparative Example 1 with a kinematic base oil viscosity at 40 ° C of about 260 mm 2 / sec;
  • Fig. 12 shows an increase in the apparent dynamic viscosity of a two-component-based high-temperature oil of Example 1 compared with a known three-component-based oil of Comparative Example 1 at a kinematic base oil viscosity at 40 ° C of about 260 mm 2 / sec;
  • Fig. 12 shows the friction values versus temperature and a load of 250 N of a two-component-based high-temperature oil of Example 2 of the present invention as compared with a known three-component-based oil of Comparative Example 2;
  • Example 2 shows the evaporation losses of a two-component high-temperature oil according to the invention of Example 2 compared to a known three-component oil of Comparative Example 2 at a kinematic base oil viscosity at 40 ° C of about 100 mm 2 / sec;
  • Fig. 10 shows an increase in apparent viscosity of a two-component-based high-temperature oil of Example 2 compared with a known three-component-based oil of Comparative Example 2 at a kinematic base oil viscosity at 40 ° C of about 100 mm 2 / sec; shows the friction values as a function of the temperature and a load of 250 N of an inventive Two component high temperature high temperature oil of Example 3 compared with a known three component based oil of Comparative Example 3;
  • Figure 8 shows the evaporation losses of an inventive
  • FIG. 9 shows an increase in the apparent dynamic viscosity of a two-component-based high-temperature oil of Example 3 compared with a known three-component-based oil of Comparative Example 3 at a kinematic base oil viscosity at 40 ° C. of approximately 680 mm 2 / sec;
  • FIG. 10 shows the evaporation losses of a device according to the invention
  • FIG. 11 shows the increase in the apparent dynamic viscosity of a high-temperature oil according to the invention on a two-component basis with an ionic liquid of Example 4 compared with Comparative Example 4, which corresponds to Example 1, with a kinematic base oil viscosity of approximately 260 mm 2 / sec.
  • FIG. 12 shows the experimental setup for the power chain test bench.
  • composition of high-temperature oil is Composition of high-temperature oil
  • trimellitic acid ester As the aromatic ester, trimellitic acid ester is placed in a stirred tank. At 100 ° C, the polyisobutylene is added with stirring. Subsequently, the mixture is stirred for 1 hour to obtain a homogeneous mixture. The anti-wear agents and the antioxidant are added to the kettle at 60 ° C with stirring. After about 1 hour, the finished oil can be filled into the containers provided.
  • 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 evaporated at 250 ° C in a convection oven min 72h.
  • the square sheet is bent manually on all four sides to create a shell shape.
  • Essential for this test is the determination of the solubility of the residue with fresh oil and the amount of residue formed.
  • FIG. 12 shows the performance chain test bench which operates under the following test conditions
  • Chain test stand installed (see Figure 10) and started the test under the specified conditions. It can change the temperature, the
  • the maturity is fixed with a chain elongation of 0.1%.
  • Chain is created by wear on the chain links throughout the
  • composition of the high-temperature oil according to the invention is composition of the high-temperature oil according to the invention:
  • composition of the three-component high-temperature oil is Composition of the three-component high-temperature oil:
  • 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.
  • Table 6 The results are shown in Table 6.
  • 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.
  • composition of the high-temperature oil according to the invention is composition of the high-temperature oil according to the invention:
  • composition of the three-component high-temperature oil is Composition of the three-component high-temperature oil:
  • 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.
  • composition of the high-temperature oil according to the invention is composition of the high-temperature oil according to the invention:
  • ionic liquid 0.50% by weight ionic liquid
  • the preparation was carried out as described in Example 1.
  • composition of high-temperature oil according to the invention 63.5% Phloroglucin tridecylklareester
  • 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)
PCT/EP2012/002172 2011-05-26 2012-05-22 Hochtemperaturöl WO2012159738A1 (de)

Priority Applications (11)

Application Number Priority Date Filing Date Title
BR112013030286-0A BR112013030286B1 (pt) 2011-05-26 2012-05-22 óleo de alta temperatura e uso do dito óleo
CN201280024232.XA CN103764808A (zh) 2011-05-26 2012-05-22 高温油
ES12727785.3T ES2601401T3 (es) 2011-05-26 2012-05-22 Aceite para altas temperaturas
EP12727785.3A EP2714872B1 (de) 2011-05-26 2012-05-22 Hochtemperaturöl
AU2012261221A AU2012261221B2 (en) 2011-05-26 2012-05-22 High temperature oil
LTEP12727785.3T LT2714872T (lt) 2011-05-26 2012-05-22 Aukštatemperatūrinė tepalinė alyva
SI201230680A SI2714872T1 (sl) 2011-05-26 2012-05-22 Visokotemperaturno olje
KR1020137030344A KR101539218B1 (ko) 2011-05-26 2012-05-22 고온용 윤활 오일
US14/119,015 US20140200169A1 (en) 2011-05-26 2012-05-22 High Temperature Oil
EA201301331A EA026445B1 (ru) 2011-05-26 2012-05-22 Высокотемпературное масло и его применение
JP2014511763A JP5752321B2 (ja) 2011-05-26 2012-05-22 高温用オイル

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102011102540A DE102011102540B4 (de) 2011-05-26 2011-05-26 Hochtemperaturöl
DE102011102540.9 2011-05-26

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JP2017538840A (ja) * 2014-12-17 2017-12-28 クリューバー リュブリケーション ミュンヘン ソシエタス ヨーロピア ウント コンパニー コマンディートゲゼルシャフトKlueber Lubrication Muenchen SE & Co.KG 食品産業のための高温用潤滑剤
JP2017538838A (ja) * 2014-12-17 2017-12-28 クリューバー リュブリケーション ミュンヘン ソシエタス ヨーロピア ウント コンパニー コマンディートゲゼルシャフトKlueber Lubrication Muenchen SE & Co.KG 高温用潤滑剤
WO2023016908A1 (de) 2021-08-12 2023-02-16 Klueber Lubrication Muenchen Se & Co. Kg Verwendung von hemimellitsäureester als basisöl für schmierstoffzusammensetzungen
DE102016105758B4 (de) 2015-04-10 2024-10-24 Minebea Mitsumi Inc. Verwendung einer Schmiermittelzusammensetzung in fluiddynamischen Lagersystemen

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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
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
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JP2017538840A (ja) * 2014-12-17 2017-12-28 クリューバー リュブリケーション ミュンヘン ソシエタス ヨーロピア ウント コンパニー コマンディートゲゼルシャフトKlueber Lubrication Muenchen SE & Co.KG 食品産業のための高温用潤滑剤
JP2017538838A (ja) * 2014-12-17 2017-12-28 クリューバー リュブリケーション ミュンヘン ソシエタス ヨーロピア ウント コンパニー コマンディートゲゼルシャフトKlueber Lubrication Muenchen SE & Co.KG 高温用潤滑剤
DE102016105758B4 (de) 2015-04-10 2024-10-24 Minebea Mitsumi Inc. Verwendung einer Schmiermittelzusammensetzung in fluiddynamischen Lagersystemen
CN107227194A (zh) * 2016-03-25 2017-10-03 出光兴产株式会社 润滑油组合物和润滑油组合物的使用方法
WO2023016908A1 (de) 2021-08-12 2023-02-16 Klueber Lubrication Muenchen Se & Co. Kg Verwendung von hemimellitsäureester als basisöl für schmierstoffzusammensetzungen

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EP2714872A1 (de) 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
EP2714872B1 (de) 2016-08-03
SI2714872T1 (sl) 2016-11-30
AU2012261221B2 (en) 2016-05-12
AU2012261221A1 (en) 2013-12-12
US20140200169A1 (en) 2014-07-17
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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