EP0013925A1 - Brake fluids for motor vehicles - Google Patents

Brake fluids for motor vehicles Download PDF

Info

Publication number
EP0013925A1
EP0013925A1 EP80100161A EP80100161A EP0013925A1 EP 0013925 A1 EP0013925 A1 EP 0013925A1 EP 80100161 A EP80100161 A EP 80100161A EP 80100161 A EP80100161 A EP 80100161A EP 0013925 A1 EP0013925 A1 EP 0013925A1
Authority
EP
European Patent Office
Prior art keywords
weight
formula
liquid
integer
total weight
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP80100161A
Other languages
German (de)
French (fr)
Other versions
EP0013925B1 (en
Inventor
Wolfgang Knoblauch
Konrad Dr. Von Werner
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Hoechst AG
Original Assignee
Hoechst AG
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 Hoechst AG filed Critical Hoechst AG
Priority to AT80100161T priority Critical patent/ATE2274T1/en
Publication of EP0013925A1 publication Critical patent/EP0013925A1/en
Application granted granted Critical
Publication of EP0013925B1 publication Critical patent/EP0013925B1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/06—Metal compounds
    • C10M2201/062—Oxides; Hydroxides; Carbonates or bicarbonates
    • 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
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/085—Phosphorus oxides, acids or salts
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/025—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with condensed rings
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/08—Aldehydes; Ketones
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/129—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/105—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/106—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing four carbon atoms 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2215/044—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms having cycloaliphatic groups
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/064—Di- and triaryl amines
    • C10M2215/065—Phenyl-Naphthyl amines
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/221—Six-membered rings containing nitrogen and carbon 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C10M2215/226—Morpholines
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/26—Amines
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/30—Heterocyclic 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C10M2219/108—Phenothiazine
    • 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
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate 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
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/042—Metal salts thereof
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C10M2227/06—Organic compounds derived from inorganic acids or metal salts
    • C10M2227/061—Esters derived from boron
    • C10M2227/062—Cyclic esters
    • 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
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/02—Groups 1 or 11
    • 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
    • C10N2040/08—Hydraulic fluids, e.g. brake-fluids

Definitions

  • the invention relates to a hydraulic fluid based on boric acid esters and ethylene glycol monoalkyl ethers
  • brake fluids In hydraulic fluids, especially brake fluids, in chemical and ph y sikali- rule properties high demands.
  • brake fluids should be one have a particularly high dry boiling point (reflux boiling point dry) and wet boiling point (reflux boiling point wet) and have a viscosity that changes only slightly over a wide temperature range.
  • Brake fluids based on (a) boric acid esters made of orthoboric acid, alkylene glycol monoalkyl ethers and / or alky are described in the German patent application 17 68 933 and in the German patent applications 24 37 936 and 24 38 038 Lenglykolen, (b) polyoxalkylene glycol monoalkyl ethers and optionally (c) polyoxalkylene glycols.
  • these known hydraulic fluids still leave something to be desired with regard to the requirements mentioned at the outset.
  • the new brake fluid should also meet both the DOT 3 and DOT 4 specifications in order to meet the various requirements in technical use.
  • R and R 1 , x and y can be the same or different.
  • the alkyl group R and R can be straight-chain or branched, preferably it is straight-chain.
  • Preferred boric acid esters of the formula I are those in which R and R 1 are an alkyl group having 1 to 4 carbon atoms, and x and y are 2 or 3.
  • Boric acid esters of the formula I are particularly preferred, in which R and R 1 are methyl, ethyl, propyl or butyl, and x and y are 2 or 3.
  • the preparation of the boric acid esters of the formula I - a reaction product of orthoboric acid, diethylene glycol and an ethylene glycol monoalkyl ether suitable according to formula I in a molar ratio of 1: 1: 1 - is carried out according to procedures known per se.
  • the reaction components mentioned are in a reaction vessel equipped with a stirrer and optionally a reflux condenser at a temperature of about 50 to about 150 ° C., preferably about 110 to about 140 ° C., is reacted with stirring, the water of reaction formed being continuously removed.
  • the reaction is advantageously carried out in the presence of an inert solvent which forms an azeotrope with water, such as, for example, benzene, toluene, xylene, ethylbenzene and the like.
  • the water of reaction can also be removed by carrying out the reaction under reduced pressure, for example in a water jet vacuum (7 to 20 mbar).
  • a water jet vacuum 7.0 to 20 mbar.
  • it is advantageous to take the ethylene glycol monoalkyl ether in excess that is to say to use the three reaction components mentioned preferably in molar amounts by weight of about 1: 1: 1.2 to 1: 1: 2.5.
  • the solvent which may be used is removed from the reaction product by customary distillation and, if further purification should be necessary, it is expediently vacuum-stripped at a temperature of 90 to 150 ° C. (pressure about 7 to 20 mbar).
  • the alkyl group R 2 can be straight-chain or branched, preferably it is straight-chain.
  • Preferred ethylene glycol monoalkyl ethers of the formula II are those in which R 2 is methyl, ethyl, propyl or butyl and n is 2 to 4.
  • a particularly preferred ethylene glycol monoalkyl ether according to formula II is methyl triethylene glycol
  • component C in particular corrosion and oxidation (antioxidant), they can be used in the formulation of hydraulic fluids, common connections are used.
  • the corrosion inhibitors are generally used in an amount of 1 to 10% by weight, preferably 2 to 8% by weight, based on the total weight of the liquid.
  • the antioxidants are generally used in an amount of from 0.01 to 2.0% by weight, preferably from 0.05 to 1.0% by weight, based on the total weight of the liquid.
  • the hydraulic fluid according to the invention preferably contains 15 to 20% by weight of component A), 55 to 65% by weight of component B) and 3 to 8% by weight of component C), in each case based on the total weight the liquid.
  • the hydraulic fluid according to the invention can also contain D) dialkyl polyalkylene glycols of the formula III and / or E) polyoxyalkylene glycols of the formula IV.
  • these components can be used to precisely set a desired viscosity.
  • alkyl polyethylene glycol tert-butyl ethers have proven to be particularly suitable.
  • Alkyl polyethylene glycol tert-butyl ethers of the formula are preferably used in R 3 is a straight-chain or branched alkyl radical with 1 to 4 carbon atoms and z is an integer from 2 to 10, preferably 2 to 5.
  • These polyethylene glycol diethers are described in German Offenlegungsschrift 23 50 569.
  • the proportion of compounds of the formula III, provided they are used in the hydraulic fluid according to the invention, is 0.5 to 15% by weight, preferably 5 to 10% by weight, based on the total weight of the fluid.
  • Compounds of formula IV which can be used are polyethylene glycols, polypropylene glycols and polybutylene glycols.
  • the proportion of polyoxyalkylene glycols of the formula IV, provided they are used in the hydraulic fluid according to the invention, is 0.5 to 20% by weight, preferably 5 to 18% by weight, based on the total weight of the fluid.
  • the hydraulic liquids according to the invention are produced by mixing the components together, for example in a container with a stirrer, as a result of which a homogeneous mixture is obtained in a simple manner.
  • the mixing is carried out at atmospheric pressure and at room temperature, it can optionally also be carried out at a higher temperature (30 to 50 ° C.), it being advisable to keep moisture away.
  • a brake fluid according to the invention is produced by mixing the following components:
  • This brake fluid has the following properties, measured in accordance with FMVSS No. 116 for DOT 3 and DOT 4 brake fluids:
  • FMVSS 116 For comparison, the requirements for a DOT 3 brake fluid and a DOT 4 brake fluid are given below:
  • This brake fluid has the following properties:
  • the examples show that the hydraulic fluid according to the invention, which contains very specific boric acid esters of the formula I and alkylene glycol monoalkyl ethers of the formula II in a quantitatively specific amount, has outstanding values in the decisive properties, namely viscosity, dry boiling point and wet boiling point.
  • the rubber swelling values that are particularly important for technical use are surprisingly good.
  • the water-insensitive hydraulic fluids according to the invention are particularly suitable for hydraulic brake systems, preferably of motor vehicles, for hydraulic control systems and hydraulic transmissions.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
  • Curing Cements, Concrete, And Artificial Stone (AREA)
  • Fluid-Pressure Circuits (AREA)
  • Braking Arrangements (AREA)
  • Valves And Accessory Devices For Braking Systems (AREA)

Abstract

1. Brake fluid for motor vehicles consisting of A) from 10 to 30 % by weight of at least one boric acid ester of the formula I see diagramm : EP0013925,P6,F1 in which R and R1 are alkyl of from 1 to 4 carbon atoms, and x and y are 2 or 3, B) from 50 to 80 % of at least one diluent selected from the group consisting of ethylene glycolmonoalkyl ether of the formula II R2 (OC2 H4 )n -OH in which R2 is alkyl of from 1 to 4 carbon atoms and n is an integer of from 1 to 4, C) 5 to 10 % of at least a further diluent according to formula III see diagramm : EP0013925,P6,F2 in which R3 and R4 are alkyl of from 1 to 4 carbon atoms, R5 is hydrogen or methyl and z is an integer of from 1 to 10, D) 1 to 10 % of at least one inhibitor and E) 5 to 18 % of at least one lubrifiant according to formula IV see diagramm : EP0013925,P6,F3 in which R6 is hydrogen, methyl or ethyl and m is an integer of from 2 to 10, percents by weight relative to the weight of the fluid.

Description

Die Erfindung betrifft eine hydraulische Flüssigkeit auf der Basis von Borsäureestern und Ethylenglykol-monoalkylethernThe invention relates to a hydraulic fluid based on boric acid esters and ethylene glycol monoalkyl ethers

An hydraulische Flüssigkeiten, insbesondere an Bremsflüssigkeiten, werden hinsichtlich ihrer chemischen und physikali- schen Eigenschaften hohe Anforderungen gestellt. Entsprechend den derzeit bestehenden Normen (vgl. Spezifikationen DOT 3 und DOT 4 vom US-Department of Transportation in Federal Motor Vehicle Safety Standard = FMVSS-Nr. 116 und Spezifikation SAE-J 1703 der Society of Automotive Engineers, New York) sollen Bremsflüssigkeiten einen besonders hohen Trocken-Siedepunkt (Rückflußsiedepunkt-trocken) und Naß-Siedepunkt (Rückflußsiedepunkt-feucht) besitzen und eine Viskosität aufweisen, die sich innerhalb eines weiten Temperaturbereiches nur wenig ändert.Of hydraulic fluids, especially brake fluids, in chemical and ph y sikali- rule properties high demands. According to the currently existing standards (cf. specifications DOT 3 and DOT 4 from the US Department of Transportation in Federal Motor Vehicle Safety Standard = FMVSS No. 116 and specification SAE-J 1703 from the Society of Automotive Engineers, New York), brake fluids should be one have a particularly high dry boiling point (reflux boiling point dry) and wet boiling point (reflux boiling point wet) and have a viscosity that changes only slightly over a wide temperature range.

In der deutschen Auslegeschrift 17 68 933 und in den deutschen Offenlegungsschriften 24 37 936 und 24 38 038 sind Bremsflüssigkeiten auf der Basis von (a) Borsäureestern aus Orthoborsäure, Alkylenglykol-monoalkylethern und/oder Alkylenglykolen, (b) Polyoxalkylenglykol-monoalkylethern und gegebenenfalls (c) Polyoxalkylenglykolen beschrieben. Diese bekannten hydraulischen Flüssigkeiten lassen jedoch bezüglich der eingangs genannten Anforderungen noch zu wünschen übrig.Brake fluids based on (a) boric acid esters made of orthoboric acid, alkylene glycol monoalkyl ethers and / or alky are described in the German patent application 17 68 933 and in the German patent applications 24 37 936 and 24 38 038 Lenglykolen, (b) polyoxalkylene glycol monoalkyl ethers and optionally (c) polyoxalkylene glycols. However, these known hydraulic fluids still leave something to be desired with regard to the requirements mentioned at the outset.

Es ist demnach Aufgabe der Erfindung, eine hydraulische Flüssigkeit, insbesondere eine Bremsflüssigkeit zu schaffen, die eine ausgezeichnete Viskosität besitzt und einen hohen Trocken-Siedepunkt und Naß-Siedepunkt aufweist. Die neue Bremsflüssigkeit soll darüberhinaus, um eben den verschiedenartigen Anforderungen im technischen Gebrauch gerecht zu werden, sowohl die Spezifikation DOT 3 und DOT 4 erfüllen.It is therefore an object of the invention to provide a hydraulic fluid, in particular a brake fluid, which has an excellent viscosity and has a high dry boiling point and wet boiling point. The new brake fluid should also meet both the DOT 3 and DOT 4 specifications in order to meet the various requirements in technical use.

Die erfindungsgemäße hydraulische Flüssigkeit besteht aus:

  • A) 10 bis 30 Gew.-%, bezogen auf Gesamtgewicht der Flüssigkeit, von mindestens einem Borsäureester der allgemeinen Formel I
    Figure imgb0001
    worin bedeuten: R und R1 eine Alkylgruppe mit 1 bis 8 C-Atomen, und x und y eine ganze Zahl von 1 bis 4,
  • B) 50 bis 80 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von mindestens einem Ethylenglykol-monoalkylether der allgemeinen Formel II
    Figure imgb0002
    worin bedeuten: R2 eine Alkylgruppe mit 1 bis 4 C-Atomen und n eine ganze Zahl von 1 bis 4,
  • C) 1 bis 10 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von mindestens einem Inhibitor,
  • D) 0 bis 15 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von mindestens einer Verbindung der Formel III
    Figure imgb0003
    worin bedeuten: R3 und R4 eine (geradkettige oder verzweigte) Alkylgruppe mit 1 bis 4 C-Atomen, R5 ein Wasserstoffatom oder eine Methylgruppe und z eine ganze Zahl von 1 bis 10 sowie
  • E) 0 bis 20 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von mindestens einer Verbindung der Formel
    Figure imgb0004
    worin bedeuten: R6 ein Wasserstoffatom, eine Methylgruppe oder eine Ethylgruppe und m eine ganze Zahl von 2 bis 10.
The hydraulic fluid according to the invention consists of:
  • A) 10 to 30 wt .-%, based on the total weight of the liquid, of at least one boric acid ester of the general formula I.
    Figure imgb0001
     in which: R and R 1 are an alkyl group having 1 to 8 carbon atoms, and x and y are an integer from 1 to 4,
  • B) 50 to 80% by weight, based on the total weight of the liquid, of at least one ethylene glycol monoalkyl ether of the general formula II
    Figure imgb0002
     in which: R 2 is an alkyl group with 1 to 4 carbon atoms and n is an integer from 1 to 4,
  • C) 1 to 10% by weight, based on the total weight of the liquid, of at least one inhibitor,
  • D) 0 to 15% by weight, based on the total weight of the liquid, of at least one compound of the formula III
    Figure imgb0003
     in which: R 3 and R 4 are a (straight-chain or branched) alkyl group having 1 to 4 carbon atoms, R 5 is a hydrogen atom or a methyl group and z is an integer from 1 to 10 and
  • E) 0 to 20% by weight, based on the total weight of the liquid, of at least one compound of the formula
    Figure imgb0004
     wherein R 6 represents a hydrogen atom, a methyl group or an ethyl group and m is an integer from 2 to 10.

Bei den Borsäureestern der Formel I (Komponente A) können R und R1, x und y gleich oder verschieden sein. Die Alkylgruppe R und R, kann geradkettig oder verzweigt sein, vorzugsweise ist sie geradkettig.In the boric acid esters of the formula I (component A), R and R 1 , x and y can be the same or different. The alkyl group R and R can be straight-chain or branched, preferably it is straight-chain.

Bevorzugte Borsäureester der Formel I sind solche, bei denen R und R1 eine Alkylgruppe mit 1 bis 4 C-Atomen, und x und y 2 oder 3 ist.Preferred boric acid esters of the formula I are those in which R and R 1 are an alkyl group having 1 to 4 carbon atoms, and x and y are 2 or 3.

Besonders bevorzugt sind Borsäureester der Formel I, worin R und R1 Methyl, Ethyl, Propyl oder Butyl, und x und y 2 oder 3 ist.Boric acid esters of the formula I are particularly preferred, in which R and R 1 are methyl, ethyl, propyl or butyl, and x and y are 2 or 3.

Die Herstellung der Borsäureester der Formel I - ein Reaktionsprodukt aus Orthoborsäure, Diethylenglykol und einem gemäß Formel I geeigneten Ethylenglykol-monoalkylether im Molverhältnis 1 : 1 : 1 - erfolgt nach an sich bekannten Arbeitsweisen. Die genannten Reaktionskomponenten werden in einem mit Rührer und gegebenenfalls mit Rückflußkühler ausgestattetem Reaktionsgefäß bei einer Temperatur von etwa 50 bis etwa 150 °C, vorzugsweise etwa 110 bis etwa 140 °C, unter Rühren umgesetzt, wobei das entstehende Reaktionswasser kontinuierlich abgeführt wird. Die Umsetzung wird zweckmäßigerweise in Anwesenheit eines inerten, mit Wasser ein Azeotrop bildenden Lösungsmittels, wie beispielsweise Benzol, Toluol, Xylol, Ethylbenzol und dergleichen, durchgeführt. Das Entfernen des Reaktionswassers kann auch dadurch vorgenommen werden, daß man die Umsetzung unter vermindertem Druck, beispielsweise im Wasserstrahlvakuum (7 bis 20 mbar) durchführt. Zur Erzielung einer sehr hohen Ausbeute ist es vorteilhaft, den Ethylenglykolmonoalkylether im Überschuß zu nehmen, die genannten drei Reaktionskomponenten also vorzugsweise in den molaren Gewichtsmengen von etwa 1 : 1 : 1,2 bis 1 : 1 : 2,5 einzusetzen.The preparation of the boric acid esters of the formula I - a reaction product of orthoboric acid, diethylene glycol and an ethylene glycol monoalkyl ether suitable according to formula I in a molar ratio of 1: 1: 1 - is carried out according to procedures known per se. The reaction components mentioned are in a reaction vessel equipped with a stirrer and optionally a reflux condenser at a temperature of about 50 to about 150 ° C., preferably about 110 to about 140 ° C., is reacted with stirring, the water of reaction formed being continuously removed. The reaction is advantageously carried out in the presence of an inert solvent which forms an azeotrope with water, such as, for example, benzene, toluene, xylene, ethylbenzene and the like. The water of reaction can also be removed by carrying out the reaction under reduced pressure, for example in a water jet vacuum (7 to 20 mbar). To achieve a very high yield, it is advantageous to take the ethylene glycol monoalkyl ether in excess, that is to say to use the three reaction components mentioned preferably in molar amounts by weight of about 1: 1: 1.2 to 1: 1: 2.5.

Nach Beendigung der unter kontinuierlicher Wasser-Entfernung durchgeführten Umsetzung wird das gegebenenfalls verwendete Lösungsmittel durch übliche Destillation vom Reaktionsprodukt entfernt und dieses - sofern noch eine weitere Reinigung erforderlich sein sollte - zweckmäßigerweise bei einer Temperatur von 90 bis 150 °C vakuumgestrippt (Druck etwa 7 bis 20 mbar).After the reaction, which is carried out with continuous removal of water, has ended, the solvent which may be used is removed from the reaction product by customary distillation and, if further purification should be necessary, it is expediently vacuum-stripped at a temperature of 90 to 150 ° C. (pressure about 7 to 20 mbar).

Bei den Ethylenglykol-monoalkylethern der Formel II (Komponente B) kann die Alkylgruppe R2 geradkettig oder verzweigt sein, vorzugsweise ist sie geradkettig.In the ethylene glycol monoalkyl ethers of the formula II (component B), the alkyl group R 2 can be straight-chain or branched, preferably it is straight-chain.

Bevorzugte Ethylenglykol-monoalkylether der Formel II sind solche, bei denen R2 Methyl, Ethyl, Propyl oder Butyl, und n 2 bis 4 ist.Preferred ethylene glycol monoalkyl ethers of the formula II are those in which R 2 is methyl, ethyl, propyl or butyl and n is 2 to 4.

Ein besonders bevorzugter Ethylenglykol-monoalkylether gemäß Formel II ist das Methyltriethylenglykol

Figure imgb0005
Als Inhibitor (Komponente C), insbesondere von Korrosion und Oxidation (Antioxidanz), können die bei der Formulierung von hydraulischen Flüssigkeiten allgemein üblichen Verbindungen eingesetzt werden.A particularly preferred ethylene glycol monoalkyl ether according to formula II is methyl triethylene glycol
Figure imgb0005
 As an inhibitor (component C), in particular corrosion and oxidation (antioxidant), they can be used in the formulation of hydraulic fluids, common connections are used.

Aus der großen Zahl der möglichen Korrosionsinhibitoren sind die folgenden Verbindungen, einzeln oder in Mischung miteinander, erfindungsgemäß bevorzugt:

  • Alkalisalze, vorzugsweise die Natriumsalze der Kohlensäure, der phosphorigen Säure und Phosphorsäure;
  • Fettsäuren, vorzugsweise Caprylsäure, Laurinsäure, Palmitinsäure, Stearinsäure und ölsäure;
  • Alkalisalze von Fettsäuren, vorzugsweise das Natriumsalz von Laurinsäure, Palmitinsäure, Stearinsäure und ölsäure;
  • Ester der phosphorigen Säure und Phosphorsäure mit aliphatischen Alkoholen mit 1 bis 6 C-Atomen, vorzugsweise Ethylphosphat, Dimethylphosphat, Isopropyl-phosphat, Di-isopropyl-phosphat, Butylphosphit und Dimethylphosphit.
  • Mono- und Dialkylamine - gegebenenfalls ethoxyliert mit 1 bis 5 Ethylenoxid-Einheiten - und deren Salze mit Mineral- oder Fettsäure, wobei Alkyl eine Gruppe mit 1 bis 18 C-Atomen ist; davon sind bevorzugt: Butylamin, Hexylamin, Octylamin, Isononylamin, Oleylamin, Di--propylamin und Di-butylamin;
  • Alkanolamine - gegebenenfalls ethoxyliert mit 1 bis 5 Ethylenoxideinheiten - und deren Salze mit Fettsäuren, wobei Alkyl eine Gruppe mit 1 bis 6 C-Atomen ist; davon sind bevorzugt: Monoethanolamin, Diethanolamin und Triethanolamin;
  • Cyclohexylamin; und

Triazole, vorzugsweise Benztriazol.From the large number of possible corrosion inhibitors, the following compounds, individually or in a mixture with one another, are preferred according to the invention:
  • Alkali salts, preferably the sodium salts of carbonic acid, phosphorous acid and phosphoric acid;
  • Fatty acids, preferably caprylic acid, lauric acid, palmitic acid, stearic acid and oleic acid;
  • Alkali salts of fatty acids, preferably the sodium salt of lauric acid, palmitic acid, stearic acid and oleic acid;
  • Esters of phosphorous acid and phosphoric acid with aliphatic alcohols with 1 to 6 carbon atoms, preferably ethyl phosphate, dimethyl phosphate, isopropyl phosphate, di-isopropyl phosphate, butyl phosphite and dimethyl phosphite.
  • Mono- and dialkylamines - optionally ethoxylated with 1 to 5 ethylene oxide units - and their salts with mineral or fatty acid, alkyl being a group having 1 to 18 carbon atoms; Of these, preferred are: butylamine, hexylamine, octylamine, isononylamine, oleylamine, dipropylamine and di-butylamine;
  • Alkanolamines - optionally ethoxylated with 1 to 5 ethylene oxide units - and their salts with fatty acids, alkyl being a group with 1 to 6 carbon atoms; preferred are: monoethanolamine, diethanolamine and triethanolamine;
  • Cyclohexylamine; and

Triazoles, preferably benzotriazole.

Die Korrosionsinhibitoren werden in der Regel in einer Menge von 1 bis 10 Gew.-%, vorzugsweise von 2 bis 8 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, eingesetzt.The corrosion inhibitors are generally used in an amount of 1 to 10% by weight, preferably 2 to 8% by weight, based on the total weight of the liquid.

Aus der großen Zahl der für hydraulische Flüssigkeiten geeigneten Antioxidantien sind die folgenden Verbindungen, einzeln oder in Mischung miteinander, erfindungsgemäß bevorzugt:

  • Alkalisalze der salpetrigen Säure, vorzugsweise Natriumnitrit; phenolische Verbindungen, vorzugsweise Phenyl-a-naphthylamin;
  • substituierte Phenole, vorzugsweise Dibutylkresol, 2,6-Dibutyl-p-kresol, 2,6 Di-tert.-butyl-p-kresol und 2,4-Dimethyl-6-tert.-butylphenol;
  • Chinone, vorzugsweise Hydrochinone, Brenzchatechine, Anthrachinone und Phenothiazine, die gegebenenfalls kernsubstituiert sind.
From the large number of antioxidants suitable for hydraulic fluids, the following compounds are individually or in a mixture with one another, preferably according to the invention:
  • Alkali salts of nitrous acid, preferably sodium nitrite; phenolic compounds, preferably phenyl-a-naphthylamine;
  • substituted phenols, preferably dibutyl cresol, 2,6-dibutyl-p-cresol, 2,6 di-tert-butyl-p-cresol and 2,4-dimethyl-6-tert-butylphenol;
  • Quinones, preferably hydroquinones, pyrocatechols, anthraquinones and phenothiazines, which are optionally nucleus-substituted.

Die Antioxidantien werden in der Regel in einer Menge von 0,01 bis 2,0 Gew.-%, vorzugsweise von 0,05 bis 1,0 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, eingesetzt.The antioxidants are generally used in an amount of from 0.01 to 2.0% by weight, preferably from 0.05 to 1.0% by weight, based on the total weight of the liquid.

Die erfindungsgemäße hydraulische Flüssigkeit enthält vorzugsweise von der Komponente A) 15 bis 20 Gew.-%, von der Komponente B) 55 bis 65 Gew.-% und von der Komponente C) 3 bis 8 Gew.-%, jeweils bezogen auf das Gesamtgewicht der Flüssigkeit.The hydraulic fluid according to the invention preferably contains 15 to 20% by weight of component A), 55 to 65% by weight of component B) and 3 to 8% by weight of component C), in each case based on the total weight the liquid.

Die erfindungsgemäße hydraulische Flüssigkeit kann neben den Komponenten A), B) und C) auch noch D) Dialkyl-polyalkylenglykole der Formel III und/oder E) Polyoxialkylenglykole der Formel IV enthalten. Diese Komponenten können aus Zweckmäßigkeitsgründen zur genauen Einstellung einer gewünschten Viskosität verwendet werden.In addition to components A), B) and C), the hydraulic fluid according to the invention can also contain D) dialkyl polyalkylene glycols of the formula III and / or E) polyoxyalkylene glycols of the formula IV. For convenience, these components can be used to precisely set a desired viscosity.

Von den zahlreichen verwendbaren Verbindungen der Formel III haben sich die Alkyl-polyethylenglykol-tert.-butylether als besonders geeignet erwiesen. Bevorzugt eingesetzt werden Alkyl-polyethylenglykol-tert.-butylether der Formel

Figure imgb0006
in der R3 einen geradkettigen oder verzweigten Alkylrest mit 1 bis 4 C-Atomen bedeutet und z eine ganze Zahl von 2 bis 10 , vorzugsweise 2 bis 5 ist. Diese Polyethylenglykoldiether sind in der deutschen Offenlegungsschrift 23 50 569 beschrieben. Der Anteil an Verbindungen der Formel III, sofern sie in der erfindungsgemäßen hydraulischen Flüssigkeit eingesetzt werden, liegt bei 0,5 bis 15 Gew.-%, vorzugsweise bei 5 bis 10 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit.Of the numerous compounds of the formula III that can be used, the alkyl polyethylene glycol tert-butyl ethers have proven to be particularly suitable. Alkyl polyethylene glycol tert-butyl ethers of the formula are preferably used
Figure imgb0006
 in R 3 is a straight-chain or branched alkyl radical with 1 to 4 carbon atoms and z is an integer from 2 to 10, preferably 2 to 5. These polyethylene glycol diethers are described in German Offenlegungsschrift 23 50 569. The proportion of compounds of the formula III, provided they are used in the hydraulic fluid according to the invention, is 0.5 to 15% by weight, preferably 5 to 10% by weight, based on the total weight of the fluid.

Brauchbare Verbindungen der Formel IV sind Polyethylenglykole, Polypropylenglykole und Polybutylenglykole. Bevorzugt verwendbar sind Polyethylenglykole mit einem Molekulargewicht bis zu 200, vorzugsweise von 100 bis 150,insbesondere Diethylenglykol und Triethylenglykol. Der Anteil an Polyoxialkylenglykolen der Formel IV, sofern sie in der erfindungsgemäßen hydraulischen Flüssigkeit eingesetzt werden, liegt bei 0,5 bis 20 Gew.-%, vorzugsweise bei 5 bis 18 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit.Compounds of formula IV which can be used are polyethylene glycols, polypropylene glycols and polybutylene glycols. Polyethylene glycols with a molecular weight of up to 200, preferably from 100 to 150, in particular diethylene glycol and triethylene glycol, can preferably be used. The proportion of polyoxyalkylene glycols of the formula IV, provided they are used in the hydraulic fluid according to the invention, is 0.5 to 20% by weight, preferably 5 to 18% by weight, based on the total weight of the fluid.

Die Herstellung der Verbindungen der Formeln II; III und IV gehört seit langem zum Stand der Technik.The preparation of the compounds of the formulas II; III and IV have long been state of the art.

Die Herstellung der erfindungsgemäßen hydraulischen Flüssigkeiten erfolgt durch Zusammenmischen der Komponenten, beispielsweise in einem Behälter mit Rührorgan, wodurch in einfacher Weise ein homogenes Gemisch erhalten wird. In der Regel wird das Zusammenmischen bei Atmosphärendruck und bei Raumtemperatur vorgenommen, es kann gegebenenfalls auch bei höherer Temperatur (30 bis 50 °C) durchgeführt werden, wobei zweckmäßigerweise Feuchtigkeit abgehalten wird.The hydraulic liquids according to the invention are produced by mixing the components together, for example in a container with a stirrer, as a result of which a homogeneous mixture is obtained in a simple manner. As a rule, the mixing is carried out at atmospheric pressure and at room temperature, it can optionally also be carried out at a higher temperature (30 to 50 ° C.), it being advisable to keep moisture away.

Die Erfindung wird durch die nachstehenden Beispiele näher erläutert.The invention is illustrated by the examples below.

Als Borsäureester (Komponente A) werden die nachstehenden Verbindungen eingesetzt:

Figure imgb0007
Figure imgb0008
Figure imgb0009
 The following compounds are used as boric acid esters (component A):
Figure imgb0007
Figure imgb0008
Figure imgb0009

Beispiel 1example 1

Es wird eine erfindungsgemäße Bremsflüssigkeit durch Mischen der folgenden Komponenten hergestellt:

Figure imgb0010
Diese Bremsflüssigkeit besitzt die folgenden Eigenschaften, gemessen nach FMVSS Nr. 116 für DOT 3- und DOT 4-Bremsflüssigkeiten:
Figure imgb0011
Zum Vergleich seien nachstehend die Forderungen für eine DOT 3-Bremsflüssigkeit und eine DOT 4-Bremsflüssigkeit angegeben: FMVSS 116
Figure imgb0012
 A brake fluid according to the invention is produced by mixing the following components:
Figure imgb0010
 This brake fluid has the following properties, measured in accordance with FMVSS No. 116 for DOT 3 and DOT 4 brake fluids:
Figure imgb0011
 For comparison, the requirements for a DOT 3 brake fluid and a DOT 4 brake fluid are given below: FMVSS 116
Figure imgb0012

Beispiel 2Example 2

Es wird eine erfindungsgemäße Bremsflüssigkeit durch Mischer; der folgenden Komponenten hergestellt:

Figure imgb0013
Diese Bremsflüssigkeit besitzt die folgenden Eigenschaften:
Figure imgb0014
Figure imgb0015
Figure imgb0016
Figure imgb0017
Figure imgb0018
Figure imgb0019
Die Beispiele zeigen, daß die erfindungsgemäße hydraulische Flüssigkeit, die ganz spezielle Borsäureester der Formel I und Alkylenglykolmonoalkylether der Formel II in einer quantitativ spezifischen Menge enthält, in den entscheidenden Eigenschaften, nämlich Viskosität, Trocken-Siedepunkt und Naß-Siedepunkt, hervorragende Werte besitzt. Darüberhinaus sind die für einen technischen Einsatz besonders wichtigen Werte bezüglich Gummiquellung überraschend gut. Die erfindungsgemäßen wasserunempfindlichen hydraulischen Flüssigkeiten eignen sich vor allem für hydraulische Bremssysteme, vorzugsweise von Motorfahrzeugen, für hydraulische Steuersysteme und hydraulische Transmissionen.There is a brake fluid according to the invention by mixer; of the following components:
Figure imgb0013
 This brake fluid has the following properties:
Figure imgb0014
Figure imgb0015
Figure imgb0016
Figure imgb0017
Figure imgb0018
Figure imgb0019
 The examples show that the hydraulic fluid according to the invention, which contains very specific boric acid esters of the formula I and alkylene glycol monoalkyl ethers of the formula II in a quantitatively specific amount, has outstanding values in the decisive properties, namely viscosity, dry boiling point and wet boiling point. In addition, the rubber swelling values that are particularly important for technical use are surprisingly good. The water-insensitive hydraulic fluids according to the invention are particularly suitable for hydraulic brake systems, preferably of motor vehicles, for hydraulic control systems and hydraulic transmissions.

Claims (3)

1. Hydraulische Flüssigkeit im wesentlichen bestehend aus A) 10 bis 30 Gew.-%, bezogen auf Gesamtgewicht der Flüssigkeit, von mindestens einem Borsäureester der allgemeinen Formel I
Figure imgb0020
worin bedeuten:R und R1 eine Alkylgruppe mit 1 bis 8 C-Atomen und x und y eine ganze Zahl von 1 bis 4, B) 50 bis 80 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von mindestens einem Ethylenglykol-monoalkylether der allgemeinen Formel II,
Figure imgb0021
worin bedeuten: R2 eine Alkylgruppe mit 1 bis 4 C-Atomen und n eine ganze Zahl von 1 bis 4, C) .1 bis 10 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit von mindestens einem Inhibitor, D) 0 bis 15 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit von mindestens einer Verbindung der Formel
Figure imgb0022
worin bedeuten: R3 und R4 eine Alkylgruppe mit bis 4 C-Atomen, R5 ein Wasserstoffatom oder eine Methylgruppe und z eine ganze Zahl von 1 bis 10, und E) 0 bis 20 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von mindestens einer Verbindung der Formel
Figure imgb0023
worin bedeuten: R6 ein Wasserstoffatom, eine Methylgruppe oder eine Ethylgruppe und m eine ganze Zahl von 2 bis 10. 1. Hydraulic fluid consisting essentially of A) 10 to 30 wt .-%, based on the total weight of the liquid, of at least one boric acid ester of the general formula I.
Figure imgb0020
 in which: R and R 1 are an alkyl group having 1 to 8 carbon atoms and x and y are an integer from 1 to 4, B) 50 to 80% by weight, based on the total weight of the liquid, of at least one ethylene glycol monoalkyl ether of the general formula II,
Figure imgb0021
 in which: R 2 is an alkyl group with 1 to 4 carbon atoms and n is an integer from 1 to 4, C) .1 to 10 wt .-%, based on the total weight of the liquid of at least one inhibitor, D) 0 to 15 wt .-%, based on the total weight of the liquid of at least one compound of the formula
Figure imgb0022
 in which: R 3 and R 4 are an alkyl group having up to 4 carbon atoms, R 5 is a hydrogen atom or a methyl group and z is an integer from 1 to 10, and E) 0 to 20% by weight, based on the total weight of the liquid, of at least one compound of the formula
Figure imgb0023
 wherein R 6 represents a hydrogen atom, a methyl group or an ethyl group and m is an integer from 2 to 10. 2. Hydraulische Flüssigkeit nach Anspruch 1, dadurch gekennzeichnet, daß sie als Komponente D) 0,5 bis 15 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, Alkyl-polyethylenglykol-tert.-butylether der Formel
Figure imgb0024
enthält, in der R3 einen geradkettigen oder verzweigten Alkylrest mit 1 bis 4 C-Atomen bedeutet, und z eine ganze Zahl von 2 bis 10 ist. 2. Hydraulic fluid according to claim 1, characterized in that it is a component D) 0.5 to 15% by weight, based on the total weight of the liquid, of alkyl polyethylene glycol tert-butyl ether of the formula
Figure imgb0024
 contains, in which R 3 is a straight-chain or branched alkyl radical having 1 to 4 carbon atoms, and z is an integer from 2 to 10. 3. Hydraulische Flüssigkeit nach Anspruch 1, dadurch gekennzeichnet, daß sie als Komponente E) 0,5 bis 20 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, Polyoxethylenglykole mit einem Molekulargewicht von 100 bis 200 enthält. 3. Hydraulic liquid according to claim 1, characterized in that it is a component E) 0.5 to 20 wt .-%, based on the total weight of the liquid, contains polyoxethylene glycols with a molecular weight of 100 to 200.
EP80100161A 1979-01-18 1980-01-14 Brake fluids for motor vehicles Expired EP0013925B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT80100161T ATE2274T1 (en) 1979-01-18 1980-01-14 BRAKE FLUID FOR MOTOR VEHICLES.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19792901835 DE2901835A1 (en) 1979-01-18 1979-01-18 HYDRAULIC LIQUIDS
DE2901835 1979-01-18

Publications (2)

Publication Number Publication Date
EP0013925A1 true EP0013925A1 (en) 1980-08-06
EP0013925B1 EP0013925B1 (en) 1983-01-19

Family

ID=6060845

Family Applications (1)

Application Number Title Priority Date Filing Date
EP80100161A Expired EP0013925B1 (en) 1979-01-18 1980-01-14 Brake fluids for motor vehicles

Country Status (8)

Country Link
EP (1) EP0013925B1 (en)
JP (1) JPS5598296A (en)
AT (1) ATE2274T1 (en)
BR (1) BR8000298A (en)
CA (1) CA1137071A (en)
DE (2) DE2901835A1 (en)
MX (1) MX154414A (en)
ZA (1) ZA80291B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0028789A1 (en) * 1979-11-08 1981-05-20 Hoechst Aktiengesellschaft Hydraulic fluid with improved properties
US6783693B1 (en) 1999-04-22 2004-08-31 Basf Aktiengesellschaft Hydraulic fluids, containing cyclic carboxylic acid derivatives

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2346969A1 (en) * 2008-11-07 2011-07-27 Dow Global Technologies LLC Low viscosity functional fluids
CN109468158A (en) * 2018-11-15 2019-03-15 湖北回天新材料股份有限公司 A kind of HZY4 motor vehicle brake liquid

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2438038A1 (en) * 1973-08-11 1975-02-20 Chuo Kagaku Kogyo Kk BRAKE FLUID FOR MOTOR VEHICLES
DE2437936A1 (en) * 1974-08-07 1976-02-19 Basf Ag ORTHO BORIC ACID ESTERS AND THEIR USE AS A COMPONENT OF BRAKE FLUIDS
DE1768933B2 (en) * 1967-04-13 1977-11-10 OHn Corp, New Haven, Conn. (V-StA.) WATER-INSENSITIVE HYDRAULIC LIQUIDS

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1768933B2 (en) * 1967-04-13 1977-11-10 OHn Corp, New Haven, Conn. (V-StA.) WATER-INSENSITIVE HYDRAULIC LIQUIDS
DE2438038A1 (en) * 1973-08-11 1975-02-20 Chuo Kagaku Kogyo Kk BRAKE FLUID FOR MOTOR VEHICLES
DE2437936A1 (en) * 1974-08-07 1976-02-19 Basf Ag ORTHO BORIC ACID ESTERS AND THEIR USE AS A COMPONENT OF BRAKE FLUIDS

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0028789A1 (en) * 1979-11-08 1981-05-20 Hoechst Aktiengesellschaft Hydraulic fluid with improved properties
US6783693B1 (en) 1999-04-22 2004-08-31 Basf Aktiengesellschaft Hydraulic fluids, containing cyclic carboxylic acid derivatives

Also Published As

Publication number Publication date
JPS6252798B2 (en) 1987-11-06
DE3061647D1 (en) 1983-02-24
CA1137071A (en) 1982-12-07
ATE2274T1 (en) 1983-02-15
DE2901835A1 (en) 1980-07-31
JPS5598296A (en) 1980-07-26
ZA80291B (en) 1981-01-28
MX154414A (en) 1987-08-12
BR8000298A (en) 1980-10-21
EP0013925B1 (en) 1983-01-19

Similar Documents

Publication Publication Date Title
DE2804535C2 (en) Hydraulic fluids
EP0028789B1 (en) Hydraulic fluid with improved properties
DE1768933C3 (en) Hydraulic fluids that are insensitive to water
DE69310926T2 (en) 2-PROPYLHEPTANOL DERIVATIVES AND THEIR USE
EP0264826B1 (en) Fatty acid esters of polyglycerinpolyglycol ethers, their production and their use
DE2505116A1 (en) HYDRAULIC LIQUID
EP0454110B1 (en) Fluids based on glycol compounds, for metal corrosion inhibiting brakes
DE2457097C3 (en) Hydraulic fluid
DE2531086C2 (en)
DE2926190C2 (en)
EP0013925B1 (en) Brake fluids for motor vehicles
EP0376236B1 (en) Use of 1,2-butylene oxide compounds added to amines as lubricants, and lubricants containing the same
EP1171552B1 (en) Hydraulic fluids, containing cyclic carboxylic acid derivatives
EP0023700B1 (en) Hydraulic fluids
DE2437936C2 (en) Cyclic orthoboric acid esters and their use as a component of brake fluids
DE2948849C2 (en)
EP0115809B1 (en) Esters of boric acid containing nitrogen and their use in hydraulic fluids
DE3037236A1 (en) Brake fluid contains mixed borate ester - of aromatic di:hydroxy cpd. and glycol-mono:alkyl-ether as water acceptor
DE2139892A1 (en) Non-flammable hydraulic fluids
DE2202732B2 (en) Hydraulic fluids
DE3014126A1 (en) Hydraulic fluid contg. phosphorus-contg. borate ester - as water-acceptor, with a glycol or its deriv.
EP1290115A1 (en) Hydraulic fluids with improved corrosion protection for non-ferrous metals
DE3009243A1 (en) Hydraulic, esp. brake, fluids contg. boric acid partial ester(s) - of glycolic acid derivs. as water acceptors
DE2926942A1 (en) Hydraulic fluids based on borate ester(s) - derived from alkylene glycol formal derivs
DE2926269A1 (en) Hydraulic fluids based on borate ester - comprising poly:ethoxylated tri:alkyl metaborate and di:alkyl formal derivs.

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Designated state(s): AT BE CH DE FR GB IT NL SE

17P Request for examination filed
ITF It: translation for a ep patent filed

Owner name: ING. C. GREGORJ S.P.A.

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Designated state(s): AT BE CH DE FR GB IT NL SE

REF Corresponds to:

Ref document number: 2274

Country of ref document: AT

Date of ref document: 19830215

Kind code of ref document: T

REF Corresponds to:

Ref document number: 3061647

Country of ref document: DE

Date of ref document: 19830224

EN Fr: translation not filed
PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: CH

Payment date: 19831215

Year of fee payment: 5

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 19841210

Year of fee payment: 6

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: SE

Payment date: 19841231

Year of fee payment: 6

Ref country code: BE

Payment date: 19841231

Year of fee payment: 6

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: AT

Payment date: 19861231

Year of fee payment: 8

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: NL

Payment date: 19870131

Year of fee payment: 8

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Effective date: 19890114

Ref country code: AT

Effective date: 19890114

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SE

Effective date: 19890115

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: CH

Effective date: 19890131

Ref country code: BE

Effective date: 19890131

BERE Be: lapsed

Owner name: HOECHST A.G.

Effective date: 19890131

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Effective date: 19890801

NLV4 Nl: lapsed or anulled due to non-payment of the annual fee
GBPC Gb: european patent ceased through non-payment of renewal fee
PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 19890929

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 19920310

Year of fee payment: 13

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Effective date: 19931001

EUG Se: european patent has lapsed

Ref document number: 80100161.1

Effective date: 19891204

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT