DE2926942A1 - Hydraulic fluids based on borate ester(s) - derived from alkylene glycol formal derivs - Google Patents

Hydraulic fluids based on borate ester(s) - derived from alkylene glycol formal derivs

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Publication number
DE2926942A1
DE2926942A1 DE19792926942 DE2926942A DE2926942A1 DE 2926942 A1 DE2926942 A1 DE 2926942A1 DE 19792926942 DE19792926942 DE 19792926942 DE 2926942 A DE2926942 A DE 2926942A DE 2926942 A1 DE2926942 A1 DE 2926942A1
Authority
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Germany
Prior art keywords
formula
carbon atoms
alkyl group
total weight
hydraulic fluid
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.)
Withdrawn
Application number
DE19792926942
Other languages
German (de)
Inventor
Wolfgang Knoblauch
Inge Koenig
Ulrich Dipl Chem Dr Schwenk
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 DE19792926942 priority Critical patent/DE2926942A1/en
Publication of DE2926942A1 publication Critical patent/DE2926942A1/en
Withdrawn legal-status Critical Current

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    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/78—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing boron
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    • C10M107/20—Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
    • C10M107/30—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M107/32—Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
    • C10M107/34—Polyoxyalkylenes
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    • 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
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    • C10M139/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing atoms of elements not provided for in groups C10M127/00 - C10M137/00
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    • C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
    • C10M145/18—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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Abstract

Hydraulic fluids comprise (a) 2-100 (pref 20-95, esp 70-80)wt% of at least one borate ester and (b) 0-98 (pref 5-80, esp 20-60) wt% of a diluent. Component (a)comprises esters of formula BXYZ (where X, Y and Z are -(OA)p-O-CH2-O-(AO)q-R1 or -(OA)n-OR2, where A is ethylene and/or propylene; n=1-5; p and q are 0-5; R1 and R2 are H or 1-4C alkyl; with the proviso that at least one of X, Y and Z is -(OA)p-O-CH2-O-(AO)q-R1, at least one of X,Y and Z contains a 1-4C alkyl gp., and one of p and q is not zero). Component (b)comprises cpds of formula R3-(OA)n-OR4 and/or R5-(OA)p-O-CH2-O-(AO)q-R6 (where R3 and R5 are 1-4C alkyl; R4 and R6 are H or 1-4C alkyl). The fluids have high wet- and dry-reflux points and good low- temp. viscosity and rubber swelling characteristics.

Description

Hydraulische FlüssigkeitenHydraulic fluids

Die Erfindung betrifft eine hydraulische Flüssigkeit auf der Basis von Borsäureestern, Glykolethern und/oder Alkylenglykol-Formalen.The invention relates to a hydraulic fluid on the base of boric acid esters, glycol ethers and / or alkylene glycol formals.

An hydraulische Flüssigkeiten, insbesondere an Bremsflüssigkeiten für Kraftfahrzeuge, werden hohe Anforderungen gestellt hinsichtlich ihrer chemischen und physikalischen Eigenschaften. Entsprechend den derzeit geltenden Standard-Vorschriften, die durch U.S. Federal Motor-Vehicle Safety Standard 116 und durch SAE Standard J 1703 gesetzt sind, sollen Bremsflüssigkeiten insbesondere einen hohen Trocken-Siedepunkt <Rückflußsiedepunkt-trocken) und Naß-Siedepunkt (Rückflußsiedepunkt-feucht) besitzen und eine Viskosität aufweisen, die sich innerhalb eines weiten Temperaturbereiches nur wenig ändert.Hydraulic fluids, especially brake fluids for motor vehicles, high demands are made in terms of their chemical and physical properties. According to the currently applicable standard regulations, by U.S. Federal Motor-Vehicle Safety Standard 116 and by SAE Standard J 1703 are set, brake fluids should in particular have a high dry boiling point <Reflux boiling point - dry) and wet boiling point (reflux boiling point - moist) and have a viscosity which is within a wide temperature range changes little.

Aus der deutschen Patentschrift 939 045 und aus der deutschen Auslegeschrift 17 68 933 sind Bremsflüssigkeiten auf der Basis von Borsäureestern und Glykolen und/oder Glykolethern bekannt. Die Borsäureester sind gebildet aus Borsäure und Alkoholen, Glykolen oder Glykolmonoalkylettern. In der deutschen Offenlegungsschrift 21 41 441 sind hydraulische Flüssigkeiten beschrieben, die neben Borsäureestern aus Borsäure und Glykolmonoalkylethern ein Bis-(alkylenglykohmonoalkylether)-Formal enthalten.From the German patent specification 939 045 and from the German Auslegeschrift 17 68 933 are brake fluids based on boric acid esters and glycols and / or glycol ethers known. The boric acid esters are formed from boric acid and Alcohols, glycols or glycol monoalkyl letters. In the German Offenlegungsschrift 21 41 441 describes hydraulic fluids which, in addition to boric acid esters a bis (alkylene glycol monoalkyl ether) form from boric acid and glycol monoalkyl ethers contain.

Ferner sind in den beiden deutschen Offenlegungsschriften 25 25 403 und 25 32 228 Bremsflüssigkeiten für Kraftfahrzeuge beschrieben, die im wesentlichen aus einem Borsäure- ester mit einer oder zwei freien OH-Gruppen bestehen; die freie Hydroxylgruppe ist das Endglied eines reinen Glykolrestes.Furthermore, the two German Offenlegungsschriften 25 25 403 and 25 32 228 brake fluids for motor vehicles, essentially from a boric acid esters with one or two free OH groups exist; the free hydroxyl group is the end member of a pure glycol residue.

Die bekannten hydraulischen Flüssigkeiten lassen jedoch bezüglich der eingangs genannten Anforderungen noch zu wünschen übrig.However, the known hydraulic fluids can with respect to the requirements mentioned at the beginning still leave something to be desired.

Es ist demnach Aufgabe der Erfindung, eine hydraulische Flüssigkeit zu schaffen, die eine innerhalb eines weiten Temperaturbereiches sich nur wenig ändernde Viskosität besitzt und einen hohen Trocken-Siedepunkt und Naß-Siedepunkt aufweist. Sie soll darüberhinaus auch die weiteren Forderungen der genannten Spezifikationen, beispielsweise hinsichtlich thermischer Stabilität, chemischer Stabilität, Korrosionsverhalten gegenüber Metallen und Quellungsverhalten gegenüber polymeren Stoffen, beispielsweise gegenüber Kautschuk, erfüllen.It is therefore the object of the invention to provide a hydraulic fluid to create the one within a wide temperature range only slightly possesses changing viscosity and a high dry boiling point and wet boiling point having. In addition, it should also meet the other requirements of the specified specifications, for example with regard to thermal stability, chemical stability, corrosion behavior towards metals and swelling behavior towards polymeric substances, for example compared to rubber.

Die erfindungsgemäße hydraulische Flüssigkeit besteht im wesentlichen aus A) 2 bis 100 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von mindestens einem Borsäureester der Formel I in der X, Y und Z -(oRa)n1-C-cH2-o-(Rao)n2-R1 oder -(ORa)n-OR2 bedeutet, worin Ra eine Ethylenoxid- und/ oder Propylenoxid-Einheit, n eine ganze Zahl von 1 bis 5, n1 und n2 Null oder eine ganze Zahl von 1 bis 5, und R1 und R2 Wasserstoff oder eine Alkylgruppe mit 1 bis 4 C-Atomen ist, mit der Maßgabe, daß mindestens einer der drei Reste X, Y und Z (ORa)n1O#CH2#(RaO)n2R1 bedeutet, mindestens einer der drei Reste X, Y und Z eine Alkylgruppe mit 1 bis 4 C-Atomen aufweist und eines von 1 und 2 in -(ORa)n1-O-CH2-O-(RaO)n2-R nicht Null ist; und B) 0 bis 98 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von einem Verdünnungsmittel aus der Gruppe von Verbindungen der Formel II R3-(ORa)n-OR4 II, worin Ra und n die genannte Bedeutung haben, und R3 eine Alkylgruppe mit 1 bis 4 C-Atomen und R4 Wasserstoff oder eine Alkylgruppe mit 1 bis 4 C-Atomen bedeutet; und der Formel III R5-(ORa) n1-O-CH2-O-(RaO) ## -R6 III, in der Ra die obengenannte Bedeutung hat, n1 und n2 die obengenannte Bedeutung haben, ebenso mit der Maßgabe, daß n1 und n2 nicht gleichzeitig Null sind, R5 eine Alkylgruppe mit 1 bis 4 C-Atomen und R6 Wasserstoff oder eine Alkylgruppe mit 1 bis 4 C-Atomen bedeutet.The hydraulic fluid according to the invention consists essentially of A) 2 to 100% by weight, based on the total weight of the fluid, of at least one boric acid ester of the formula I in which X, Y and Z - (oRa) n1-C-cH2-o- (Rao) n2-R1 or - (ORa) n-OR2 denotes, in which Ra is an ethylene oxide and / or propylene oxide unit, n is a whole Numbers from 1 to 5, n1 and n2 zero or an integer from 1 to 5, and R1 and R2 are hydrogen or an alkyl group with 1 to 4 carbon atoms, with the proviso that at least one of the three radicals X, Y and Z (ORa) n1O # CH2 # (RaO) n2R1 means at least one of the three radicals X, Y and Z has an alkyl group with 1 to 4 carbon atoms and one of 1 and 2 in - (ORa) n1-O-CH2 -O- (RaO) n2-R is nonzero; and B) 0 to 98% by weight, based on the total weight of the liquid, of a diluent from the group of compounds of the formula II R3- (ORa) n-OR4 II, in which Ra and n have the meanings mentioned, and R3 an alkyl group with 1 to 4 carbon atoms and R4 denotes hydrogen or an alkyl group with 1 to 4 carbon atoms; and of the formula III R5- (ORa) n1-O-CH2-O- (RaO) ## -R6 III, in which Ra has the abovementioned meaning, n1 and n2 have the abovementioned meaning, also with the proviso that n1 and n2 are not zero at the same time, R5 denotes an alkyl group with 1 to 4 carbon atoms and R6 denotes hydrogen or an alkyl group with 1 to 4 carbon atoms.

Die erfindungsgemäße hydraulische Flüssigkeit erfüllt die eingangs geschilderten Anforderungen an Bremsflüssigkeiten in unerwartet hohem Ausmaß. Dies dürfte in erster Linie auf die gemäß Erfindung getroffene Wahl des Borsäureesters mit einer speziellen Struktur, nämlich mit einer -O-CH2-O-Gruppe (Formalgruppierung) im Molekül, zurückzuführen sein.The hydraulic fluid according to the invention meets the requirements at the outset Described requirements for brake fluids to an unexpectedly high degree. this should primarily depend on the choice of the boric acid ester made according to the invention with a special structure, namely with an -O-CH2-O-group (formal grouping) in the molecule.

Die erfindungsgemäße hydraulische Flüssigkeit besteht vorzugsweise im wesentlichen aus A) 20 bis 95 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von mindestens einem Borsäureester der Formel I; und B) 5 bis 80 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von einem Verdünnungsmittel gemäß Formel II und/oder Formel III.The hydraulic fluid according to the invention preferably consists essentially from A) 20 to 95% by weight, based on the total weight the liquid of at least one boric acid ester of the formula I; and B) 5 to 80 % By weight, based on the total weight of the liquid, of a diluent according to formula II and / or formula III.

Besonders bevorzugt besteht die erfindungsgemäße hydraulische Flüssigkeit im wesentlichen aus A) 40 bis 80 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von mindestens einem Borsäureester der Formel I; und B) 20 bis 60 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von einem Verdünnungsmittel gemäß Formel II und/oder Formel III.The hydraulic fluid according to the invention is particularly preferred essentially from A) 40 to 80% by weight, based on the total weight of the liquid, of at least one boric acid ester of the formula I; and B) 20 to 60 wt% based based on the total weight of the liquid, of a diluent according to the formula II and / or Formula III.

Als Komponente A) sind Borsäureester gemäß Formel I bevorzugt, worin Ra = -CH2CH2- ist, n1 und n2 1, 2 oder 3 ist, n eine ganze Zahl von 1 bis 4 ist, und R1 und R2 einen geradkettigen Alkylrest mit 1 bis 4 C-Atomen bedeuten.Boric acid esters according to formula I are preferred as component A) in which Ra = -CH2CH2-, n1 and n2 is 1, 2 or 3, n is an integer from 1 to 4, and R1 and R2 represent a straight-chain alkyl radical having 1 to 4 carbon atoms.

Besonders bevorzugt als Komponente A) sind die beiden nachstehenden Borsäureester: B- (OCH2CH2OCH2OCH2CH2OCH3) 3 und/oder Als Komponente B) sind bevorzugt Glykolether gemäß Formel II, worin Ra = -CH2CH2- ist, n eine ganze Zahl von 1 bis 4 ist, R3 eine geradkettige Alkylgruppe mit 1 bis 4 C-Atomen und R4 Wasserstoff oder eine geradkettige oder verzweigte Alkylgruppe mit 1 bis 4 C-Atomen ist; und Alkylenglykol-Formale gemäß Formel III, worin Ra = -CH2CH2- ist, n1 und n2 1, 2 oder 3 ist, R5 eine geradkettige Alkylgruppe mit 1 bis 4 C-Atomen und R6 Wasserstoff oder eine geradkettige Alkylgruppe mit 1 bis 4 C-Atomen ist.The following two boric acid esters are particularly preferred as component A): B- (OCH2CH2OCH2OCH2CH2OCH3) 3 and / or Preferred component B) are glycol ethers according to formula II, in which Ra = -CH2CH2-, n is an integer from 1 to 4, R3 is a straight-chain alkyl group with 1 to 4 carbon atoms and R4 is hydrogen or a straight-chain or branched alkyl group Is 1 to 4 carbon atoms; and alkylene glycol formals according to formula III, in which Ra = -CH2CH2-, n1 and n2 are 1, 2 or 3, R5 is a straight-chain alkyl group with 1 to 4 C atoms and R6 is hydrogen or a straight-chain alkyl group with 1 to 4 C- Atoms is.

Geeignete Glykoldialkylether gemäß Formel II sind beispielsweise Diethylenglykoldimethylether, Diethylenglykoldiethylether, Triethylenglykoldimethylether, Triethylenglykoldiethylether, Tetraethylenglykoldimethylether und Diethylenglykoldibutylether.Suitable glycol dialkyl ethers according to formula II are, for example, diethylene glycol dimethyl ether, Diethylene glycol diethyl ether, triethylene glycol dimethyl ether, triethylene glycol diethyl ether, Tetraethylene glycol dimethyl ether and diethylene glycol dibutyl ether.

Bevorzugte Glykoldialkylether sind solche der Formel worin z eine ganze Zahl von 2 bis 4 und R7 eine Alkylgruppe mit 1 bis 4 C-Atomen ist.Preferred glycol dialkyl ethers are those of the formula where z is an integer from 2 to 4 and R7 is an alkyl group having 1 to 4 carbon atoms.

Als Komponente B) sind die Glykolmonoalkylether gemäß Formel II und Alkylenglykol-Formale gemäß Formel III, worin Ra -CH2CH2-, n1 und n2 1 oder 2, R5 eine geradkettige Alkylgruppe mit 1 bis 4 C-Atomen, vorzugsweise -CH3 oder -C2H5, und R6 Wasserstoff bedeuten, besonders bevorzugt.The glycol monoalkyl ethers according to formula II and are used as component B) Alkylene glycol formals according to formula III, in which Ra -CH2CH2-, n1 and n2 1 or 2, R5 a straight-chain alkyl group with 1 to 4 carbon atoms, preferably -CH3 or -C2H5, and R6 are hydrogen, particularly preferred.

Geeignete Glykolmonoalkylether sind beispielsweise Diethylenglykolmonomethylether, Diethylenglykolmonoethylether, Triethylenglykolmonomethylether, Triethylenglykolmonoethylether, Triethylenglykolmono-n-butylether, Tetraethylenglykolmonomethylether und Tetraethylenglykolmonoethylether. Besonders bevorzugt ist der Triethylenglykolmonomethylether (Methyltriglykol): CH3 OC2H4OC2 H4OC2H4OH.Suitable glycol monoalkyl ethers are, for example, diethylene glycol monomethyl ether, Diethylene glycol monoethyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, Triethylene glycol mono-n-butyl ether, tetraethylene glycol monomethyl ether and tetraethylene glycol monoethyl ether. The is particularly preferred Triethylene glycol monomethyl ether (methyl triglycol): CH3 OC2H4OC2 H4OC2H4OH.

Die Herstellung der Komponente A) erfolgt in der Regel in zwei Stufen.Component A) is generally produced in two stages.

In der ersten Stufe werden die Formale der Formel R1-(ORa) -O-CH2-O-(RaO) n2 worin R1, Ra, n1 und n2 die obengenannte Bedeutung haben, bereitet. Dies erfolgt beispielsweise analog dem in der US-PS 2 497 315 beschriebenen Verfahren, entsprechend der nachstehenden Reaktionsgleichung (R1 hat die obengenannte Bedeutung): oder entsprechend dem Verfahren der deutschen Auslegeschrift 12 33 842, in der die Herstellung von asymmetrischen Formalen (Halbformalen) beschrieben ist.In the first stage, the formals of the formula R1- (ORa) -O-CH2-O- (RaO) n2 in which R1, Ra, n1 and n2 have the meanings given above, are prepared. This takes place, for example, analogously to the process described in US Pat. No. 2,497,315, in accordance with the following reaction equation (R1 has the meaning given above): or according to the method of German Auslegeschrift 12 33 842, in which the production of asymmetrical formals (half-formals) is described.

In der zweiten Stufe werden - nach einer an sich bekannten Arbeitsweise - die Formale aus der ersten Stufe, gegebenenfalls gemeinsam mit Glykolen oder Glykolmonoalkylethern entsprechend Formel I, mit Borsäure, vorzugsweise mit Orthoborsäure umgesetzt. Dabei wird zweckmäßigerweise so vorgegangen, daß die genannten Reaktionskomponenten im Molverhältnis von 3 : 1 bis 10 : 1, vorzugsweise 5 : 1 (ein Mol Orthoborsäure und insgesamt 3 bis 10 Mole, vorzugsweise 5 Mole Formal-Verbindung oder Formal-Verbindung und Glykol- oder Glykolmonoether-Verbindung) 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 OC unter Rühren umgesetzt werden, 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 Wasserstrahl-Vakuum (7 bis 20 mbar) durchführt. 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 OC vakuumgestrippt (Druck etwa 7 bis 20 mbar).In the second stage - according to a known working method - The formals from the first stage, optionally together with glycols or glycol monoalkyl ethers according to formula I, reacted with boric acid, preferably with orthoboric acid. Included the procedure is expediently so that the reaction components mentioned in the Molar ratio from 3: 1 to 10: 1, preferably 5: 1 (one mole of orthoboric acid and a total of 3 to 10 moles, preferably 5 moles of formal compound or formal compound and glycol or glycol monoether compound) in one with Stirrer and optionally equipped with a reflux condenser reaction vessel at a temperature from about 50 to about 150 ° C., preferably from about 110 to about 140 ° C. with stirring are reacted, the water of reaction formed being discharged continuously will. The reaction is expediently carried out in the presence of an inert one with water an azeotrope-forming solvent, such as benzene, toluene, xylene, Ethylbenzene and the like. The removal of the water of reaction can can also be carried out by the fact that the reaction under reduced pressure, for example in a water jet vacuum (7 to 20 mbar). After completion the reaction carried out with continuous removal of water, this is optionally solvent used removed from the reaction product by conventional distillation and this - if further cleaning should be necessary - expediently vacuum stripped at a temperature of 90 to 150 OC (pressure about 7 to 20 mbar).

Es hat sich als vorteilhaft erwiesen, der erfindungsgemäßen hydraulischen Flüssigkeit C) 0,5 bis 10 Gew.-%, vorzugsweise 1 bis 5 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von mindestens einem alkalischen Stabilisator einzuverleiben.It has proven advantageous to use the hydraulic according to the invention Liquid C) 0.5 to 10% by weight, preferably 1 to 5% by weight, based on the total weight the liquid, incorporated by at least one alkaline stabilizer.

Geeignete alkalische Stabilisatoren sind beispielsweise solche aus der Gruppe der anorganischen Alkalisalze, vorzugsweise die Natriumsalze der Kohlensäure; Alkalisalze von Fettsäuren, vorzugsweise das Natriumsalz der Laurinsäure, Palmitinsäure, Stearinsäure oder ölsäure; Mono- und Dialkylamine - gegebenenfalls alkoxyliert - und deren Salze mit Mineral- oder Fettsäure, vorzugsweise Butylamin, Hexylamin, Octylamin, Isononylamin, Oleylamin, Di-propylamin oder Di-butylamin; und Alkanolamine - gegebenenfalls alkoxyliert - und deren Salze mit Mineral- oder Fettsäure, vorzugsweise Monoethanolamin, Diethanolamin oder Triethanolamin.Suitable alkaline stabilizers are, for example, those from the group of inorganic alkali salts, preferably the sodium salts of carbonic acid; Alkali salts of fatty acids, preferably the sodium salt of lauric acid, palmitic acid, Stearic acid or oleic acid; Mono- and dialkylamines - optionally alkoxylated - and their salts with mineral or fatty acids, preferably butylamine, hexylamine, Octylamine, isononylamine, oleylamine, di-propylamine or di-butylamine; and Alkanolamines - optionally alkoxylated - and their salts with mineral or fatty acids, preferably Monoethanolamine, diethanolamine or triethanolamine.

Bevorzugte alkalische Stabilisatoren sind Alkyldiethanolamine der Formel worin R8 ein Alkylrest (geradkettig oder verzweigt, vorzugsweise geradkettig) mit 1 bis 9 C-Atomen ist.Preferred alkaline stabilizers are alkyl diethanolamines of the formula where R8 is an alkyl radical (straight-chain or branched, preferably straight-chain) having 1 to 9 carbon atoms.

Die erfindungsgemäße Flüssigkeit kann zusätzlich zu den Komponenten A) und B) und gegebenenfalls C) auch noch D) 0 bis 10 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von mindestens einem Polyglykol; und E) 0,01 bis 5 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, an Inhibitoren enthalten.The liquid according to the invention can in addition to the components A) and B) and optionally C) also D) 0 to 10% by weight, based on the total weight the liquid, of at least one polyglycol; and E) 0.01 to 5% by weight, based on on the total weight of the liquid, contained in inhibitors.

Geeignete Polyglykole sind Polyethylenglykole, Polypropylenglykole und Polybutylenglykole. Bevorzugt verwendbar sind Polyethylenglykole mit einem Molekulargewicht bis zu etwa 500, vorzugsweise von 100 bis 300.Suitable polyglycols are polyethylene glycols and polypropylene glycols and polybutylene glycols. Polyethylene glycols with a molecular weight can preferably be used up to about 500, preferably from 100 to 300.

Als Inhibitoren, insbesondere von Korrosion und Oxidation (Antioxidantien), können die bei der Formulierung von hydraulischen Flüssigkeiten allgemein üblichen Verbindungen eingesetzt werden.As inhibitors, especially of corrosion and oxidation (antioxidants), can be those which are generally customary in the formulation of hydraulic fluids Connections are used.

Aus der großen Zahl der möglichen Korrosionsinhibitoren sind die folgenden Verbindungen, einzeln oder in Mischung miteinander, erfindungsgemäß bevorzugt: Fettsäuren, vorzugsweise Capryl-, Laurin-, Palmitin-, Stearin-, ölsäure und deren Alkali- und Aminsalze; Ester der phosphorigen Säure und Phosphorsäure mit aliphatischen Alkoholen mit 1 bis 6 C-Atomen, vorzugsweise Ethylphosphat, Dimethylphosphat, Isopropylphosphat, Diisopropylphosphat, Butylphosphat und Dimethylphosphit; Cyclohexylamin, und Triazole, vorzugsweise Benztriazol.Out of the large number of possible corrosion inhibitors are the following Compounds, individually or in a mixture with one another, preferred according to the invention: fatty acids, preferably caprylic, lauric, palmitic, stearic, oleic acid and their alkali and Amine salts; Esters of phosphorous acid and phosphoric acid with aliphatic alcohols with 1 to 6 carbon atoms, preferably Ethyl phosphate, dimethyl phosphate, Isopropyl phosphate, diisopropyl phosphate, butyl phosphate and dimethyl phosphite; Cyclohexylamine, and triazoles, preferably benzotriazole.

Die Korrosionsinhibitoren werden in der Regel in einer Menge von 0,05 bis 3 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, eingesetzt.The corrosion inhibitors are usually used in an amount of 0.05 up to 3 wt .-%, based on the total weight of the liquid, used.

Aus der großen Zahl der für hydraulische Flüssigkeiten geeigneten Antioxidantien sind die folgenden Verbindungen, einzeln oder in Mischung miteinander, erfindungsgemäß bevorzugt: aromatische Amine, vorzugsweise Phenyl-a-naphthylamin und Diphenylamin sowie die Derivate hiervon; substituierte Phenole, vorzugsweise Dibutylkresol, 2, 6-Di-butyl-p-kresol, 2, 6-Di-tert. -butyl-p-kresol und 2, 4-Dimethyl-6-tert. -butylphenol; Brenzkatechin und Hydrochinon, die gegebenenfalls kernsubstituiert sind; Chinone, vorzugsweise Antrachinon; und Phenothiazin.From the large number of those suitable for hydraulic fluids Antioxidants are the following compounds, individually or in combination with one another, preferred according to the invention: aromatic amines, preferably phenyl-a-naphthylamine and diphenylamine and the derivatives thereof; substituted phenols, preferably Dibutyl cresol, 2,6-di-butyl-p-cresol, 2,6-di-tert. -butyl-p-cresol and 2,4-dimethyl-6-tert. -butylphenol; Pyrocatechol and hydroquinone, which may be substituted in the nucleus are; Quinones, preferably antraquinone; and phenothiazine.

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

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 erhöhter Temperatur (30 bis 50 °C) durchgeführt werden, wobei zweckmäßigerweise Feuchtigkeit abgehalten wird.The preparation of the hydraulic fluids according to the invention takes place by mixing the components together, for example in a container with stirrer, whereby a homogeneous mixture is obtained in a simple manner. In As a rule, the mixing is carried out at atmospheric pressure and at room temperature, it can optionally also be carried out at an elevated temperature (30 to 50 ° C.) , whereby moisture is expediently kept away.

Die Erfindung wird nun durch die nachstehenden Beispiele noch näher erläutert.The invention will now be further elucidated by the following examples explained.

Beispiel 1 Es wird eine erfindungsgemäße hydraulische Flüssigkeit durch Mischen der folgenden Komponenten hergestellt: Gew.-% Komponente A) BtOC2H4OCH2OC2H4OCH3)3 55,0 Komponente B) CH#OC2H4OC2H4OC2H4OH 45,0 Diese Flüssigkeit besitzt die folgenden Eigenschaften, gemessen nach FMVSS Nr. 116: Trocken-Siedepunkt 260 OC Naß-Siedepunkt 184 OC Viskosität bei -40 C 670 mm2/s Gummiquellung +11 Vol.-* Beispiel 2 Es wird eine erfindungsgemäße hydraulische Flüssigkeit durch Mischen der folgenden Komponenten hergestellt: Gew.-% Komponente A) 76,0 Komponente B) CH3OC2H4OCaH4OC2H4OH 24,0 Diese Bremsflüssigkeit besitzt die folgenden Eigenschaften, gemessen nach FMVSS Nr. 116: Trocken-Siedepunkt 265 OC Naß-Siedepunkt 192 °C Viskosität bei - 40 °C 842 mm2/s Viskosität bei +20 °C 13,4 mm2/s Gummiquellung +10 Vol.-% Beispiel 3 Es wird eine erfindungsgemäße hydraulische Flüssigkeit durch Mischen der folgenden Komponenten hergestellt: Gew.-% Komponente A) B- (OC2H4OCH2OC2H4OCH3) 3 60,0 Komponente B) CH3OC2H4OCH2OC2H4OH 39,0 Komponente C) Octylamin 1,0 Diese Flüssigkeit besitzt die folgenden Eigenschaften, gemessen nach FMVSS Nr. 116: Trocken-Siedepunkt 262 OC Naß-Siedepunkt 185 °C Viskosität bei -40 °C 600 mm2/s Gummiquellung +12 Vol.-% Beispiel 4 Es wird eine erfindungsgemäße hydraulische Flüssigkeit durch Mischen der folgenden Komponenten hergestellt: Gew. -% Komponente A) B (OC2H4OCH2OC2H4OCH3) 3 60,0 Komponente B) CH3OC2H4OC2H4OCH2OC2H4OC2H4OCH3 39,0 Komponente C) Caprylamin 1,0 Diese Flüssigkeit besitzt die folgenden Eigenschaften, gemessen nach FMVSS Nr 116: Trocken-Siedepunkt 268 °C Naß-Siedepunkt 190 °C Viskosität bei -40 °C 480 mm2/s.Example 1 A hydraulic fluid according to the invention is produced by mixing the following components:% by weight of component A) BtOC2H4OCH2OC2H4OCH3) 3 55.0 component B) CH # OC2H4OC2H4OC2H4OH 45.0 This fluid has the following properties, measured according to FMVSS No. 116 : Dry boiling point 260 OC wet boiling point 184 OC viscosity at -40 C 670 mm2 / s rubber swelling +11 vol .- * Example 2 A hydraulic fluid according to the invention is produced by mixing the following components:% by weight of component A) 76.0 Component B) CH3OC2H4OCaH4OC2H4OH 24.0 This brake fluid has the following properties, measured according to FMVSS No. 116: dry boiling point 265 OC wet boiling point 192 ° C viscosity at - 40 ° C 842 mm2 / s viscosity at +20 ° C 13.4 mm2 / s rubber swelling +10% by volume. Example 3 A hydraulic fluid according to the invention is produced by mixing the following components:% by weight of component A) B- (OC2H4OCH2OC2H4OCH3) 3 60.0 component B) CH3OC2H4OCH2OC2H4OH 39 , 0 component C) Octylamine 1.0 This liquid has the following properties, measured according to FMVSS No. 116: dry boiling point 262 OC wet boiling point 185 ° C viscosity at -40 ° C 600 mm2 / s rubber swelling +12 vol. % Example 4 A hydraulic fluid according to the invention is prepared by mixing the following components:% by weight of component A) B (OC2H4OCH2OC2H4OCH3) 3 60.0 component B) CH3OC2H4OC2H4OCH2OC2H4OC2H4OCH3 39.0 component C) caprylamine 1.0 This fluid has the following Property ften, measured according to FMVSS No. 116: dry boiling point 268 ° C wet boiling point 190 ° C viscosity at -40 ° C 480 mm2 / s.

Claims (8)

Patentansprüche HOE 79/F914 1. Hydrauliche Flüssigkeit bestehend im wesentlichen aus A) 2 bis 100 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von mindestens einem Borsäureester der Formel I in der X, Y und Z -(ORa)n?'O"CH2'0-(RaO),2-R1 oder -(ORa) nOR2 bedeutet, worin Ra eine Ethylenoxid- und/oder Propylenoxid-Einheit, n eine ganze Zahl von 1 bis 5, n1 und n2 Null oder eine ganze Zahl von 1 bis 5, und R1 und R2 Wasserstoff oder eine Alkylgruppe mit 1 bis 4 C-Atomen ist, mit der Maßgabe, daß mindestens einer der drei Reste Y Y und Z -(ORa) n1 -O-CH2-O-(RaO) n2-R1 bedeutet, mindestens einer der drei Reste X, Y und Z eine Alkylgruppe mit 1 bis 4 C-Atomen aufweist und eines von n1 und n2 in -(ORa)n1-O-CH2-O-(RaO) 2-R nicht Null ist; und B) 0 bis 98 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von einem Verdünnungsmittel aus der Gruppe von Verbindungen der Formel II R3-(ORa) n#OR4 II, worin Ra und n die genannte Bedeutung haben, und R3 eine Alkylgruppe mit 1 bis 4 C-Atomen und R4 Wasserstoff oder eine Alkylgruppe mit 1 bis 4 C-Atomen bedeutet; und der Formel III R5-(OR)n1-O- III, in der Ra die obengenannte Bedeutung hat, n1 und n2 die obengenannte Bedeutung haben, ebenso mit der Maßgabe, daß n1 und n2 nicht gleichzeitig Null sind, R5 eine Alkylgruppe mit 1 bis 4 C-Atomen und R6 Wasserstoff oder eine Alkylgruppe mit 1 bis 4 C-Atomen bedeutet.Claims HOE 79 / F914 1. Hydraulic fluid consisting essentially of A) 2 to 100% by weight, based on the total weight of the fluid, of at least one boric acid ester of the formula I in which X, Y and Z - (ORa) n? 'O "signifies CH2'0- (RaO), 2-R1 or - (ORa) nOR2, in which Ra is an ethylene oxide and / or propylene oxide unit, n is a whole Number from 1 to 5, n1 and n2 zero or an integer from 1 to 5, and R1 and R2 are hydrogen or an alkyl group with 1 to 4 carbon atoms, with the proviso that at least one of the three radicals YY and Z - (ORa) n1 -O-CH2-O- (RaO) n2-R1 means at least one of the three radicals X, Y and Z has an alkyl group with 1 to 4 carbon atoms and one of n1 and n2 in - (ORa) n1-O-CH2-O- (RaO) 2-R is not zero; and B) 0 to 98% by weight, based on the total weight of the liquid, of a diluent from the group of compounds of the formula II R3- ( ORa) n # OR4 II, where Ra and n have the meanings mentioned, and R3 is an alkyl group with 1 to 4 carbon atoms and R4 is hydrogen or an alkyl group with 1 to 4 carbon atoms; and of the formula III R5- (OR ) n1-O- III, in which Ra has the above meaning, n1 and n2 have the above meaning, ebe nso with the proviso that n1 and n2 are not zero at the same time, R5 denotes an alkyl group with 1 to 4 carbon atoms and R6 denotes hydrogen or an alkyl group with 1 to 4 carbon atoms. 2. Elydraulische Flüssigkeit nach Anspruch 1, dadurch gekennzeichnet, daß sie besteht aus A) 20 bis 95 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von mindestens einem Borsäureester der Formel I; und B) 5 bis 80 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von einem Verdünnungsmittel gemäß Formel II und/oder Formel III.2. Elydraulic fluid according to claim 1, characterized in that that it consists of A) 20 to 95% by weight, based on the total weight of the liquid, of at least one boric acid ester of the formula I; and B) 5 to 80 wt% based based on the total weight of the liquid, of a diluent according to the formula II and / or Formula III. 3. Hydraulische Flüssigkeit nach Anspruch 1, dadurch gekennzeichnet, daß sie besteht aus A) 40 bis 80 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von mindestens einem Borsäureester der Formel I; und B) 20 bis 60 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von einem Verdünnungsmittel gemäß Formel II und/oder Formel III.3. Hydraulic fluid according to claim 1, characterized in that that it consists of A) 40 to 80% by weight, based on the total weight of the liquid, of at least one boric acid ester of the formula I; and B) 20 to 60 wt% based based on the total weight of the liquid, of a diluent according to the formula II and / or Formula III. 4. Hydraulische Flüssigkeit nach Anspruch 1 bis 3, dadurch gekennzeichnet, daß die Komponente A) ein Borsäureester gemäß Formel I ist, worin Ra = -CH2CH2-ist, nl und n2 1, 2 oder 3 ist, n eine ganze Zahl von 1 bis 4 ist und R1 und R2 einen geradkettigen Alkylrest mit 1 bis 4 C-Atomen bedeutet.4. Hydraulic fluid according to claim 1 to 3, characterized in that that component A) is a boric acid ester according to formula I, in which Ra = -CH2CH2-, nl and n2 is 1, 2 or 3, n is an integer from 1 to 4, and R1 and R2 are one means straight-chain alkyl radical with 1 to 4 carbon atoms. 5. Hydraulische Flüssigkeit nach Anspruch 1 bis 3, dadurch gekennzeichnet, daß die Komponente A) aus B- (OCH2CH2OCH2OCH2CH2OCH3> 3 und/oder besteht.5. Hydraulic fluid according to claim 1 to 3, characterized in that component A) consists of B- (OCH2CH2OCH2OCH2CH2OCH3> 3 and / or consists. 6. Hydraulische Flüssigkeit nach Anspruch 1 bis 3 r dadurch gekennzeichnet, daß die Komponente B) ein Glykolether gemäß Formel II ist, worin Ra -CH2CH2-ist, n eine ganze Zahl von 1 bis 4 ist, R3 eine geradkettige Alkylgruppe mit 1 bis 4 C-Atomen und R4 Wasserstoff oder eine geradkettige oder verzweigte Alkylgruppe mit 1 bis 4 C-Atomen ist; und/ oder ein Alkylenglykol-Formal gemäß Formel III ist, worin Ra = -CH2CH2- ist, n1 und n2 1, 2 oder 3 ist, R5 eine geradkettige Alkylgruppe mit 1 bis 4 C-Atomen und R6 Wasserstoff oder eine geradkettige Alkylgruppe mit 1 bis 4 C-Atomen ist.6. Hydraulic fluid according to claim 1 to 3 r characterized in that that component B) is a glycol ether according to formula II, in which Ra is -CH2CH2-, n is an integer from 1 to 4, R3 is a straight-chain alkyl group with 1 to 4 C atoms and R4 hydrogen or a straight-chain or branched alkyl group Is 1 to 4 carbon atoms; and / or an alkylene glycol formal according to formula III, wherein Ra = -CH2CH2-, n1 and n2 is 1, 2 or 3, R5 is a straight-chain alkyl group with 1 to 4 carbon atoms and R6 is hydrogen or a straight-chain alkyl group with 1 to 4 carbon atoms. 7. Hydraulische Flüssigkeit nach Anspruch 1 bis 3, dadurch gekennzeichnet, daß die Komponente B) ein Glykolmonoalkylether gemäß Formel II und/oder ein Alkylenglykol-Formal gemäß Formel III ist, worin Ra -CH2CH2-, n1 und n2 1 oder 2, R5 eine geradkettige Alkylgruppe mit 1 bis 4 C-Atomen und R6 Wasserstoff bedeuten.7. Hydraulic fluid according to claim 1 to 3, characterized in that that component B) is a glycol monoalkyl ether according to formula II and / or an alkylene glycol formal according to formula III, wherein Ra is -CH2CH2-, n1 and n2 1 or 2, R5 is a straight-chain Alkyl group with 1 to 4 carbon atoms and R6 denote hydrogen. 8. Hydraulische Flüssigkeit nach Anspruch 1, dadurch gekennzeichnet, daß sie zusätzlich C) 0,5 bis 10 Gew.-%, bezogen auf das Gesamtgewicht der Flüssigkeit, von mindestens einem alkalischen Stabilisator enthält.8. Hydraulic fluid according to claim 1, characterized in that that they additionally C) 0.5 to 10 wt .-%, based on the total weight of the liquid, contains at least one alkaline stabilizer.
DE19792926942 1979-07-04 1979-07-04 Hydraulic fluids based on borate ester(s) - derived from alkylene glycol formal derivs Withdrawn DE2926942A1 (en)

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