WO1988005460A1 - Lubricant hydraulic fluid, in particular brake fluid, process for producing same and use - Google Patents

Lubricant hydraulic fluid, in particular brake fluid, process for producing same and use Download PDF

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Publication number
WO1988005460A1
WO1988005460A1 PCT/EP1988/000042 EP8800042W WO8805460A1 WO 1988005460 A1 WO1988005460 A1 WO 1988005460A1 EP 8800042 W EP8800042 W EP 8800042W WO 8805460 A1 WO8805460 A1 WO 8805460A1
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WO
WIPO (PCT)
Prior art keywords
hydraulic fluid
brake fluid
tungsten
lubricable
metal
Prior art date
Application number
PCT/EP1988/000042
Other languages
German (de)
English (en)
French (fr)
Inventor
Erasmus Froeschmann
Original Assignee
Erasmus Froeschmann
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 Erasmus Froeschmann filed Critical Erasmus Froeschmann
Publication of WO1988005460A1 publication Critical patent/WO1988005460A1/de

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    • 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
    • C10M141/00Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
    • C10M141/10Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic phosphorus-containing compound
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    • 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
    • C10M105/78Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing boron
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M107/00Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/02Hydrocarbon polymers; Hydrocarbon polymers modified by oxidation
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    • C10M107/00Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/20Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
    • C10M107/30Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M107/32Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
    • C10M107/34Polyoxyalkylenes
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    • C10M107/00Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/52Lubricating compositions characterised by the base-material being a macromolecular compound containing boron
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    • C10M135/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/12Thio-acids; Thiocyanates; Derivatives thereof
    • C10M135/14Thio-acids; Thiocyanates; Derivatives thereof having a carbon-to-sulfur double bond
    • C10M135/18Thio-acids; Thiocyanates; Derivatives thereof having a carbon-to-sulfur double bond thiocarbamic type, e.g. containing the groups
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    • C10M137/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
    • C10M137/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
    • C10M137/04Phosphate esters
    • C10M137/10Thio derivatives
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    • 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
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    • 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
    • C10M2205/0206Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers used as base material
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    • C10M2205/02Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/024Propene
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    • C10M2205/028Organic 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
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    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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    • C10M2209/105Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
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    • C10M2209/1075Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106 used as base material
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    • 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
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/14Group 7
    • 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
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/16Groups 8, 9, or 10
    • 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
    • C10N2040/08Hydraulic fluids, e.g. brake-fluids

Definitions

  • Lubricable hydraulic fluid in particular
  • the invention relates to a new lubricable hydraulic fluid, in particular brake fluid, for motor vehicles based on a commercially available brake fluid with customary additives, processes for its production and its use as a working fluid for central hydraulics, in particular as a brake fluid, for power steering, central locking and fan hydraulics Level control and suspension hydraulics, in motor vehicles and generally as hydraulic fluid in other land, water and aircraft and engines.
  • Hydraulic fluids are important structural elements for the operation of the brakes, the steering, the opening and closing of the doors as well as other auxiliary units and the suspension on vehicles, in particular motor vehicles. Of particular importance is the brake fluid, the properties of which are essential for the design of the brake system Meaning.
  • the invention is explained below with reference to its use as a brake fluid for motor vehicles, but the same oer similar considerations also apply to its use as a different hydraulic fluid, in particular as a working fluid for the central hydraulics, the power steering, the Ventilhydra lik, the central locking and the suspension hydraulics and generally as hydraulic fluid in other agricultural,
  • the brake fluid in motor vehicles must meet a wide variety of requirements, the most important of which are the following: - It should have a boiling point that is as high as possible in order to prevent the formation of vapor bubbles at the temperatures occurring in the braking system and thus the failure of the brake, - Its boiling point should last for the service life of the
  • the viscosity in the cold should be as low as possible, in the heat as high as possible, i.e. the viscosity-temperature index should be as favorable as possible, the brake fluid should still be functional down to temperatures of -50 ° C, ⁇ the compressibility should be as low as possible and as little as possible dependent on temperature and pressure,
  • additives additives, inhibitors
  • brake fluids are those based on polyglycol ether and mineral oil.
  • Polyglycol ethers can be represented by the formula
  • glycol ethers are also used, which are derived from propylene glycol.
  • ether is mostly used, which are not composed of a single building block, but represent a certain mixed form.
  • empirical formula can be given for these substances:
  • polyglycol ethers of the following type are formed:
  • R is CH 3 or C 2 H 5 or i- or nC 3 H 7 or n- or i or tC 4 H 9 .
  • X + y 2 to 4, mainly 3.
  • DOT3 brake fluids The representatives of this class of substances make up the majority of DOT3 brake fluids, depending on the type, their share is between 50 and 80% by weight.
  • R 1 , R 2 , R 3 CH 3 or C 2 H 5 , C 3 H 7 , C 4 H 9 (all isomers), x, y and z represent a number from 2 to 4, preferably 3.
  • This class of compounds is contained in a proportion of approximately 40% by weight in the brake fluids according to DOT 4.
  • the brake fluids on the market (such as Hydraulan H 407 ® from BASF, DOT 4 + TSA ® from Hoechst, and Brakefluid DOT Plus ® from Dow Chemical) consist of a balanced mixture of the three classes of compounds described above. The compounds and mixing ratios are modified to optimize the end product with regard to certain properties.
  • Another type of usable brake fluids are those based on mineral oil / synthetic oil. Due to the diverse requirements placed on brake fluids, only highly refined mineral oil fractions from selected crude oils can be considered for this purpose.
  • the boiling cut must be based on the boiling point requirements on the one hand and the viscosity requirements on the other hand, whereby the use of viscosity index improvers (VI) in higher concentrations must be used.
  • VI viscosity index improvers
  • R is n-alkyl having 1 to 10 carbon atoms
  • oligomers of propene, n-butene-1, n-pentene-1 and n-decene-1 are used either alone or as a mixture with one another or with mineral oil-based components.
  • the synthetic components mentioned are relatively expensive, so that they are only used if special requirements are placed on the shear stability.
  • the entire range of additives commonly used in the mineral oil industry such as, for example, antioxidants, wear inhibitors, metal deactivators, detergents, dispersants, antifoams, viscosity index improvers and the like, is available for property-improving additives.
  • the commercial brake fluids usually contain about 5% additives, VI improvers are added up to 15%.
  • the object of the invention is therefore to develop a hydraulic fluid, in particular brake fluid, which offers the advantages of the fluids based on polyglycol ether, but is significantly improved with regard to its lubricity and wear protection.
  • the hydraulic fluid according to the invention in particular brake fluid, has an unprecedented lubricating capacity and an unprecedented wear protection, so that additional, structurally separate lubrication of the components coming into contact with the hydraulic fluid, in particular brake cylinders, pressure generator pumps, feed pumps and the like; is no longer required.
  • the wear protection achievable with the hydraulic fluid according to the invention, in particular brake fluid is at least a factor of 4 to 2 ⁇ higher than with the commercial brake fluids without the additive according to the invention. Their wear situation is in the order of a good to very good gear oil.
  • the hydraulic fluid keif according to the invention is therefore not only suitable as an excellent brake fluid, but can also be used to operate the power steering, suspension, central locking and as operating fluid for other hydraulic units in motor vehicles, but also in other land, water and aircraft vehicles and engines.
  • it offers the advantage that, due to its good lubricating effect and its good wear protection, it enables all hydraulic units to be combined into a central hydraulic system, which includes both the brake hydraulics, the steering hydraulics, the suspension hydraulics, the locking hydraulics, the level control and fan hydraulics, and similar hydraulic functions and the same required feed pumps and hydraulic cylinders.
  • Particularly preferred configurations of the lubricatable hydraulic fluid according to the invention, in particular brake fluid are evident from the subclaims mentioned above.
  • An essential feature of the lubricating hydraulic fluid, in particular brake fluid, claimed here is its content of an lubricating additive which consists of a combination of at least one metal dialkyldithiocarbamate and at least one metal dialkyldithiophosphate.
  • the lubricating additive generally makes up 0.1 to 5% by weight, preferably 0.5 to 2.5% by weight, of the total weight of the lubricating hydraulic fluid, in particular brake fluid.
  • Component (a) of the lubricating additive used according to the invention contains the metal dialkyldithiocarbamate and, if appropriate, one or more further metal dialkyldithio carbamates in general in a weight ratio of 5: 1 to 1: 1, preferably 2.5: 1 to 1: 1, to each other.
  • Component (a) of the lubricating additive is one or more dialkyldithiocarbamates of the metals copper (Cu), silver (Ag); Zinc (Zn), cadmium (Cd); Boron (B); Titanium (Ti), zirconium (Zr), tin (Sn), lead (Pb); Vanadium (V), tantalum (Ta), antimony (Sb); Chromium (Cr), molybdenum (Mo), tungsten (W); Manganese (Mn); Cobalt (Co) and nickel (Ni), the dialkyldi thiocarbamates of boron (B), nickel (Ni), cobalt (Co), manganese (Mn), vanadium (V), tungsten (W) and molybdenum (Mo) in particular are preferred
  • the metal dialkyldithiocarbamates used according to the invention can be represented by the general formula
  • Me is one of the metals mentioned above and alkyl has the meanings given below.
  • metal dialkyldithiocarbamates which can be used according to the invention with particular advantage are the following: copper dialkyldithiocarbamates and copper bisdialkyldithiocarbamates; Silver dialkyldithiocarbamates; Zinc and cadmium bisdialkyldithiocarbamates; Boron trisdialkyldithiocarbamate; Titanium, zirconium, tin and lead tetrakisdialkyldithiocarbamates as well as tin and lead bisdialkyldithiocarbamates; Antimony, vanadium and tantalum trisdialkyldithiocarbamates, tetrakis and pentakisdialkyldithiocarbamates as well as the dialkyldithiocarbamates in which these metals are present in mixed oxidation states; Chromium, Chromium, Chromtetrakis and Chromhexakisdialkyldithiocarbamate,
  • Molybdenum and tungsten tetrakis, hexakis and oxybis and oxytetrakis dialkyl dithiocarbamates Molybdenum and tungsten tetrakis, hexakis and oxybis and oxytetrakis dialkyl dithiocarbamates.
  • Boron trisdialkyldithiocarbamates the nickel trisdialkyldithiocarbamates, the molybdenum tetrakis and molybdenum oxytetrakisdialkyldithiocarbamates, the manganese, vanadium and tungsten tetrakisdialkyldithiocarbamates.
  • Component (b) of the lubricating additive used according to the invention is one or more dialkyldithiophosphates of the metals copper (Cu), silver (Aeg); Zinc (Zn), cadmium (Cd); Boron (B);
  • the metal dialkyldithiophosphates used according to the invention can be represented by the general formula:
  • Me represents one of the above metals and alkyl has the meaning given below.
  • Metal dialkyldithiophosphates which can be used with particular advantage according to the invention are the dialkyldithiophosphates of the same metals in the same oxidation states as those above for the metal dialkyldi thiocarbamates have been listed.
  • Zinc bisdialkyldithiophosphates, nickel nickel and tris dialkyldithiophosphates, titanium and vanadium tetrakis dialkyldithiophosphates, molybdenum and tungsten tetrakis dialkyldithiophosphates and molybdenum and tungsten oxytetrakis dialkyldithiophosphates are particularly advantageous.
  • alkyl group in the above-mentioned metal dialkyldithiocarbamates and metal dialkyldithiophosphates each contains 4 to 8 carbon atoms, so that the metal salts mentioned are still soluble in the commercially available brake fluid
  • examples of particularly advantageous alkyl groups include the n-, i- and tert-butyl groups; the n- and i-amyl group; the n- and i-pentyl group; the n- and i-hexyl group; the n- and i-heptyl group; and the 2-ethylhexyl group.
  • the i-butyl group, the n-amyl group and the 2-ethylhexyl group are very particularly preferred.
  • Bortrisdiisobutyldithiocarbamat Bortrisdi-2-ethylhexyldithiocarbamat, Nickeltrisdiisobutyldithiocarbamat, Niekeltrisdiamyldithiocarbamat, Nickeltrisdi-2-ethylhexyldithiocarbamat, Molybdäntetrakisdi-2-ethylhexyldithiocarbamat, Molybdänoxytetrakisdi-2-ethylhexyldithiocarbamat, manganese, vanadium and Wolframtetrakis-2-ethylhexyldithiocarbamat and Kobaltbisdiisobutyldithiocarbamat.
  • metal dialkyldithiophosphates used according to the invention are zinc bisdi-2-ethylhexyldithiophosphate, nickel nickel and trisdi-2-ethylhexyl dithiophosphate, manganese, titanium and vanadium tetrakisdi-2-ethylhexyldithiophosphate as well as molybdenum and tungsten 2-oxy-tetrakis and molybdenum tetoxy-tetrahis and molybdenum tetoxis and molybdenum tetrakis and molybdenum .
  • the invention further relates to a process for the preparation of the lubricating hydraulic fluid described above, in particular brake fluid, which is characterized in that ⁇ i.e commercially available brake fluid, which may contain conventional additives, is introduced, optionally under pressure, heated to 100 to 120 ° C and the metal dialkyldithiocarbamate is added with stirring within 5 to 60 minutes, preferably within 10 minutes, then with further stirring at a temperature below 100 ° C, preferably at about 90 ° C, within 2 to 20 minutes, preferably within 5 to 10 minutes, one or more further metal dialkyldithiocarbamates are added and the metal dialkyldithiophosphate is added with further stirring at a temperature of about 90 ° C within 2 to 20 minutes, preferably within 5 to 10 minutes.
  • the mixture obtained is then allowed to cool and is filled into suitable containers in which it can be stored, preferably in the absence of air.
  • the preferred metal dialky idithiocarbamate used is nickel trisdiisobutyldithiocarbamate, nickel trisdi-n-amyldithiocarbamate, nickel trisdi-2-ethylhexyldithiocarbamate, manganese, vanadium, tungsten and / or molybdenum tetrakis-2-ethylhexamate id.
  • Bortris diisobutyldithiocarbamate and / or bortrisdi-2-ethylhexyldithiocarbamate are preferably used as further metal dialkyldithiocarbamates.
  • the method has proven to be expedient to first add the nickel, manganese, vanadium, tungsten and / or molybdenum salt to the commercially available brake fluid and then the boron salt.
  • Hydraulic H 407 (a commercial product available from BASF) or DOT 4 Plus (a commercial product from Hoechst AG) or Brakefluid DOT 4 Plus (a commercial product from Dow Chemical Europe) are preferably used as the commercially available brake fluid.
  • the invention also relates to the use of the lubricating Hydraulikflüs liquid described above as a working fluid for the central hydraulics, in particular as a brake fluid, for the power steering, the central locking, the level control, the suspension hydraulics, the fan hydraulics and other hydraulic auxiliary units for land, water and Aircraft, in particular motor vehicles and engines.
  • a lubricating brake fluid (sample A) according to the invention is produced from the following components:
  • Hydraulan H 407 (commercially available brake fluid from BASF)
  • the commercially available brake fluid is introduced and heated to 100 ° C., then 1.2 g of the first metal dialkyldithiocarbamate are added with stirring over the course of 40 minutes at normal pressure and at a temperature of 100 ° C., after which the mixture obtained is allowed to cool to 95 ° C. and within 10 1.0 g of the second metal dialkyldithiocarbamate is added. With further stirring, the metal dialkyldithiophosphate is added within 10 min (0.6 g) at a temperature of 90 ° C.
  • Example A with the commercially available hydraulic fluid Hydraulan H 407 without the lubricating additive used according to the invention (sample A ') for their lubricating properties, in particular their wear protection properties.
  • 98 g of commercially available brake fluid (DOT 4 Plus from Hoechst AG) are heated to 108 ° C.
  • the following components are added: 1 g of nickel trisdi-n-amyldithiocarbamate (first metal dialkyldi thiocarbamate) 0.4 g of boron trisdi-2-ethylhexyldithiocarbamate (second metal dialkyldithiocarbamate) 0.6 g of molybdenum oxytetrakisdi-2-ethylhexyldithiophosphate
  • the brake fluid sample B according to the invention is used with the commercially available brake fluid DOT 4 Plus without the one used according to the invention.
  • lubricating additive (sample B ') under the same test conditions subjected to the comparative test described below.
  • the lubricating properties, in particular the wear protection properties, of the brake fluid samples A and B according to the invention described above were compared with those of the commercially available brake fluid comparison samples A 'and B', the results shown in the diagrams below being obtained.
  • a circular disk was used to carry out the tests made of stainless steel with a diameter of 23 mm and a thickness of 10 mm, on the surface of which a drop of the brake fluid to be examined was applied.
  • a spot made of the same stainless steel with a diameter of 10 mm was applied to the spot where the drop of brake fluid was located, which exerted pressure on the surface of the metal disc due to its loading.
  • the metal ball was reciprocated at a frequency of 5 5 Hz over an amplitude of 1 mm for 90 minutes under load on the surface of the metal disc, the load being within the range of 50 to 150 N and the temperature within the area during the test chs was varied from 50 to 150oC (SRV (vibrating friction wear) device, which is sold worldwide by Optimol GmbH).
  • the wear profile transverse to the direction of oscillation of the ball generated during the test period due to the friction between the loaded ball and the surface of the metal disc was recorded by means of a suitable recording device, whereby the diagrams given below were obtained, in which the wear height as the difference between the highest was obtained on the ordinate and the lowest point of the surface profile of the metal disk as a function of the scanning distance of the surface of the metal disk is shown on the abscissa.
  • a profile depth on the ordinate of 1 cm corresponds to a real profile depth in the surface of the metal disc of 1 pm, while in diagrams A 'and B' the scanning device was damped so that a profile depth of 1 cm in Diagram corresponds to a real profile depth in the surface of the pane of 2.5 ⁇ m.
  • Diagrams A and A ' were otherwise identical Conditions recorded (load on the ball 50 to 122 N, friction frequency 50 Hz, temperature 50 to 150 ° C, friction amplitude 1 mm, test duration 90 min).
  • Diagrams A and A ' show the measurement results when using the brake fluid sample A according to the invention or the commercially available comparison sample A'.
  • Diagram A Diagram A '
  • Diagrams B and B ' were also recorded under identical test conditions (load on the ball 50 to 112 N, test temperature 50 to 100 ° C, friction frequency 50 Hz, friction amplitude 1 mm, test duration 90 min).
  • a profile depth when using the brake fluid sample B according to the invention was at most 1.1 ⁇ m compared to a profile depth when using the commercially available comparison brake fluid sample B 'of up to 13.6 ⁇ m, which means that the sample 3 according to the invention is effective with regard to its wear protection the commercial sample B 'by a factor of 12 was superior.
  • Diagram B Diagram B '

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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)
PCT/EP1988/000042 1987-01-22 1988-01-21 Lubricant hydraulic fluid, in particular brake fluid, process for producing same and use WO1988005460A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP3701780.2 1987-01-22
DE19873701780 DE3701780A1 (de) 1987-01-22 1987-01-22 Schmierfaehige hydraulikfluessigkeit, insbesondere bremsfluessigkeit, verfahren zu ihrer herstellung und ihre verwendung

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WO1988005460A1 true WO1988005460A1 (en) 1988-07-28

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Country Status (5)

Country Link
EP (1) EP0275351B1 (enrdf_load_stackoverflow)
JP (1) JPH01501947A (enrdf_load_stackoverflow)
AT (1) ATE101411T1 (enrdf_load_stackoverflow)
DE (2) DE3701780A1 (enrdf_load_stackoverflow)
WO (1) WO1988005460A1 (enrdf_load_stackoverflow)

Cited By (2)

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Publication number Priority date Publication date Assignee Title
DE9319564U1 (de) * 1993-12-20 1995-04-20 ESG Elektroniksystem- und Logistik GmbH, 81675 München Auf ein Satellitennavigationssystem gestütztes Verladegut-Standortbestimmungssystem
WO2008113814A1 (en) * 2007-03-22 2008-09-25 Shell Internationale Research Maatschappij B.V. Organic molybdenum compounds, use thereof as friction- modifiers and lubricating compositions

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AU1564795A (en) * 1994-01-13 1995-08-01 Mobil Oil Corporation Additives for lubricants
US5650380A (en) * 1995-07-11 1997-07-22 Shell Oil Company Lubricating grease
US5858931A (en) * 1995-08-09 1999-01-12 Asahi Denka Kogyo K.K Lubricating composition
US5814587A (en) * 1996-12-13 1998-09-29 Exxon Research And Engineering Company Lubricating oil containing an additive comprising the reaction product of molybdenum dithiocarbamate and metal dihydrocarbyl dithiophosphate
DE19654087A1 (de) * 1996-12-23 1998-06-25 Teves Gmbh Alfred Verfahren zur blasenfreien Befüllung einer hydraulischen Kraftfahrzeugbremsanlage mit Bremsflüssigkeit
JP4098513B2 (ja) * 2001-02-02 2008-06-11 新日本石油株式会社 潤滑油組成物
US8030257B2 (en) 2005-05-13 2011-10-04 Exxonmobil Research And Engineering Company Catalytic antioxidants
JP5286530B2 (ja) * 2007-12-26 2013-09-11 協同油脂株式会社 グリース組成物及び機械部材
JP6158567B2 (ja) * 2013-04-10 2017-07-05 シーシーアイ株式会社 作動液
JP2019183067A (ja) * 2018-04-16 2019-10-24 トヨタ自動車株式会社 潤滑油組成物

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FR2334745A1 (fr) * 1975-12-10 1977-07-08 Dow Corning Fluide hydraulique a base d'un fluide de siloxane, d'un chlorendate et d'un compose d'antimoine ou de plomb
DE2806133A1 (de) * 1978-02-14 1979-08-16 Hoechst Ag Schmiermittel
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US4648985A (en) * 1984-11-15 1987-03-10 The Whitmore Manufacturing Company Extreme pressure additives for lubricants

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GB1163078A (en) * 1967-04-26 1969-09-04 Vanderbilt Co R T Lubricant Compositions.
FR2126405A1 (enrdf_load_stackoverflow) * 1971-02-24 1972-10-06 Optimol Oelwerke Gmbh
FR2334745A1 (fr) * 1975-12-10 1977-07-08 Dow Corning Fluide hydraulique a base d'un fluide de siloxane, d'un chlorendate et d'un compose d'antimoine ou de plomb
DE2806133A1 (de) * 1978-02-14 1979-08-16 Hoechst Ag Schmiermittel
US4178258A (en) * 1978-05-18 1979-12-11 Edwin Cooper, Inc. Lubricating oil composition
US4648985A (en) * 1984-11-15 1987-03-10 The Whitmore Manufacturing Company Extreme pressure additives for lubricants

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE9319564U1 (de) * 1993-12-20 1995-04-20 ESG Elektroniksystem- und Logistik GmbH, 81675 München Auf ein Satellitennavigationssystem gestütztes Verladegut-Standortbestimmungssystem
WO2008113814A1 (en) * 2007-03-22 2008-09-25 Shell Internationale Research Maatschappij B.V. Organic molybdenum compounds, use thereof as friction- modifiers and lubricating compositions

Also Published As

Publication number Publication date
EP0275351A1 (de) 1988-07-27
DE3789055D1 (de) 1994-03-24
EP0275351B1 (de) 1994-02-09
ATE101411T1 (de) 1994-02-15
JPH01501947A (ja) 1989-07-06
DE3701780A1 (de) 1988-12-01
DE3701780C2 (enrdf_load_stackoverflow) 1993-02-25

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