DE3508212A1 - Hydraulic fluid of low flammability - Google Patents

Hydraulic fluid of low flammability

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Publication number
DE3508212A1
DE3508212A1 DE19853508212 DE3508212A DE3508212A1 DE 3508212 A1 DE3508212 A1 DE 3508212A1 DE 19853508212 DE19853508212 DE 19853508212 DE 3508212 A DE3508212 A DE 3508212A DE 3508212 A1 DE3508212 A1 DE 3508212A1
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Prior art keywords
hydraulic fluid
flame
compounds
organic
brominated
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DE19853508212
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German (de)
Inventor
Otto Dr. 5042 Erftstadt Kerscher
Otto Dr. 5000 Köln Königstein
Ernst 5000 Köln Neukirchen
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Chemische Fabrik Kalk GmbH
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Chemische Fabrik Kalk GmbH
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Priority claimed from DE3429677A external-priority patent/DE3429677A1/en
Application filed by Chemische Fabrik Kalk GmbH filed Critical Chemische Fabrik Kalk GmbH
Priority to DE19853508212 priority Critical patent/DE3508212A1/en
Publication of DE3508212A1 publication Critical patent/DE3508212A1/en
Withdrawn legal-status Critical Current

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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M111/00Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential
    • C10M111/02Lubrication 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 non-macromolecular organic compound
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
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    • C10M2223/06Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/10Phosphatides, e.g. lecithin, cephalin
    • C10M2223/103Phosphatides, e.g. lecithin, cephalin used as base material
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/06Instruments or other precision apparatus, e.g. damping fluids
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/08Hydraulic fluids, e.g. brake-fluids

Abstract

Hydraulic fluid of low flammability is described which consists of dimethyl-diphenyl ethers brominated in the nucleus or mixtures thereof and can optionally contain other organic compounds of low flammability, such as phosphoric acid esters, esters of phosphorous acid or phosphine oxides.

Description

Schwer entflammbare Hydraulikflüssigkeit Flame retardant hydraulic fluid

Zusatz zu Patent . . . (Patentanmeldung P 34 29 677.8) Gegenstand der DE-PS . . . (Patentanmeldung P 34 29 677.8) ist eine schwer entflammbare Hydraulikflüssigkeit auf der Basis bromierter aromatischer Verbindungen und anderen organischen Verbindungen, insbesondere Phosphorsäureester, die dadurch gekennzeichnet ist, daß diese 90-50 Gew-t Pentabromdiphenyläther enthalten.Addition to patent. . . (Patent application P 34 29 677.8) object the DE-PS. . . (Patent application P 34 29 677.8) is a hardly inflammable hydraulic fluid based on brominated aromatic compounds and other organic compounds, in particular phosphoric acid ester, which is characterized in that this 90-50 Contains wt-t pentabromodiphenyl ether.

Wesentlich für die Verwendbarkeit bromierter aromatischer Verbindungen als schwer entflammbare IIydraüLikflüssigkeiten, die in hydrostatischen und dynamischen Systemen eingesetzt werden, ist deren gutes Fließvermögen und Schmierfähigkeit.Essential for the usability of brominated aromatic compounds as flame-retardant hydraulic fluids used in hydrostatic and dynamic Systems are used, is their good flowability and lubricity.

Da schwer entflammbare Hydraul ikflüssigkeiten vornehmlich im Bergbau unter Tage verwendet werden, müssen sie physiologisch und toxikologisch unbedenklich bzw. korrosionsbeständig sein.Since flame-retardant hydraulic fluids are primarily used in mining are used underground, they must be physiologically and toxicologically harmless or be corrosion-resistant.

Als schwer entflammbare Fiydraulikflüssigkeit kann entsprechend dem Hauptpatent . . . (Patentanmeldung P 34 29 677.8) Pentabromdiphenyläther zusammen mit einem geeigneten Phosphorsäureester verwendet werden. Die hohe Viskosität des Pentabromdiphenyläthers gestattet seinen Einsatz als Hydraulikflüssigkeit nur mit verdünnenden, ebenfalls brandwidrigen Zusatzstoffen, wie beispielsweise Phosphorsäureester, die die vorteilhaften Eigenschaften des Pentabromdiphenyläthers nicht nachteilig beeinflussen.As a flame-retardant Fiydraulikiquid can according to the Main patent. . . (Patent application P 34 29 677.8) pentabromodiphenyl ether together can be used with a suitable phosphoric acid ester. The high viscosity of the Pentabromodiphenylether allows its use as hydraulic fluid only with thinning, also fire-retardant additives, such as phosphoric acid esters, which do not adversely affect the advantageous properties of pentabromodiphenyl ether influence.

Dberraschenderweise wurde festgestellt, daß ein durch Kernbromierung von Dimethyl-diphenyläthern, insbesondere von deren Isomerengemischen, leicht zugängliches Isomerenge- 111 sah bromieltcr Dimethy3 -diphenyJ äther oder Cerns iche hiervon mit witerschiedlichem Bromierungsgrad sehr geeignet sind zur Verwendung als schwer entflammbare Hydraulikflüssigkeiten. Je nach dem Bromierungsgrad dieser Verbindungen können die bromierten Dimethyl-diphenyläther allein oder zusammen mit einer organischen Phosphorverbindung erfindungsgemäß verwendet werden. Weiterhin können sie selbstverständlich auch mit Pentabromdiphenyläther kombiniert werden.Surprisingly, it was found that a nuclear bromination easily accessible from dimethyl diphenyl ethers, especially from their isomer mixtures Isomeric 111 saw brominated dimethy3diphenyJ ether or Cerns I of these with different degrees of bromination are very suitable for use as flame-retardant hydraulic fluids. Depending on the degree of bromination of this Compounds can be the brominated dimethyl diphenyl ethers alone or together with an organic phosphorus compound can be used in the present invention. Farther they can of course also be combined with pentabromodiphenyl ether.

Gegenstand der Erfindung ist demnach eine schwer entflammbare Hydraulikflüssigkeit auf der Basis bromierter aromatischer Verbindungen und anderen schwer entflammbaren organischen Verbindungen, insbesondere Phosphorsäureestern, nach Patent . . . (Patentanmeldung P 34 29 677.8) die dadurch gekennzeichnet ist, daß diese aus kernbromierten Dimethyl-diphenyläthern mit 2-8 Bromatomen im Molekül oder deren Gemischenbesteht und gegebenenfalls bis zu 60 Gew-% einer organischen Phosphorverbindung enthält.The subject of the invention is therefore a hardly inflammable hydraulic fluid based on brominated aromatic compounds and other flame retardant organic compounds, especially phosphoric acid esters, according to patent. . . (Patent application P 34 29 677.8) which is characterized in that it consists of nuclear brominated dimethyl diphenyl ethers with 2-8 bromine atoms in the molecule or mixtures thereof and optionally up to Contains 60% by weight of an organic phosphorus compound.

Durch die niedrige Viskosität von niedrig bromierten Dimethyl-diphenyläthern oder deren Gemische, die vorzugsweise 2-4 Bromatome im Molekül enthalten, können hier auch Phosphorverbindungen mit einem Schmelzbereich bis zu 1200C im Gemisch mit der genannten Bromverbindung eingesetzt weren.Due to the low viscosity of low-brominated dimethyl diphenyl ethers or mixtures thereof, which preferably contain 2-4 bromine atoms in the molecule Here also phosphorus compounds with a melting range of up to 1200C in the mixture weren used with the bromine compound mentioned.

Vorteilhaft werden als organische Phosphorverbindungen Phosphorsäureester, Ester der phosphorigen Säure oder Phosphinoxide verwendet, deren organischer Rest ein Alkyl-, Aryl- oder- Alkylarylrest ist, wobei der Alkylrest C1-C10 sein kann und der Arylrest Phenyl, Diphenyl oder Diphenyl.-oxid sein kann. Gegebenenfalls könneii die organischen Tester der Phosphorverbindungen mit flal ogenatonlen substituiert sein.Phosphoric acid esters are advantageous as organic phosphorus compounds, Esters of phosphorous acid or phosphine oxides are used, their organic residue is an alkyl, aryl or alkylaryl radical, it being possible for the alkyl radical to be C1-C10 and the aryl radical is phenyl, diphenyl or diphenyl oxide can be. If necessary, the organic testers of the phosphorus compounds can use flal ogenatonlen be substituted.

Da mit zunehmendem Bromierungsgrad die Viskosität der kernbromierten Dimethyl-diphenyläther stark zunimmt, kann bei Produkten mit mehr als 3 Bromatomen im Molekül durch Zugabe einer verdünnenden Phosphorverbindung die Viskosität der Hydraulikflüssigkeit so variiert werden, daß sie den jeweiligen Verwendungsbedingungen entspricht. Der durch Zugabe einer unhalogenierten organischen Phosphorverbindung verminderte Bromgehalt der Hydraulikflüssigkeit auf der Basis von höher bromierten Dimethyl-diphenyläther-Isomeren soll dabei zwischen 45-55 % liegen.Since with increasing degree of bromination the viscosity of the nuclear brominated Dimethyl diphenyl ether increases sharply, can in products with more than 3 bromine atoms in the molecule by adding a diluting phosphorus compound the viscosity of the Hydraulic fluid can be varied to suit the particular conditions of use is equivalent to. By adding an unhalogenated organic phosphorus compound Reduced bromine content of the hydraulic fluid on the basis of higher brominated Dimethyl diphenyl ether isomers should be between 45-55%.

Die erfindungsgemäß verwendeten kernbromierten Dimethyldiphenyläther, insbesondere deren Isomerengemische können vorzugsweise analog dem in der EP-Anmeldung 84 109 588.8 beschriebenen Verfahren durch Umsetzung eines Isomerengemisches dimethylierter Diphenyläther in Gegenwart eines Halogenierungskatalysators in einem organischen Lösemittel hergestellt werden.The nuclear brominated dimethyldiphenyl ethers used according to the invention, in particular their isomer mixtures can preferably be analogous to that in the EP application 84 109 588.8 process described by reacting a mixture of isomers dimethylated Diphenyl ether in the presence of a halogenation catalyst in an organic Solvents are produced.

Ebenso wie die bereits in dem Hauptpatent . . . (Patentanmeldung P 34 29 677.8) beschriebene Hydraulikfüssigkeit sind auch die erfindungsgemäßen Hydrauiikflüssigkeiten schwer entflammbar und haben die Eigenschaften eines elektrischen Isoliermittels, da elektrischer Strom nicht geleitet wird. Sie zeichnen sich durch eine thermische Stabilität bis Temperaturen oberhalb 2300C aus und zeigen keine korrodierenden Wirkungen. In geschlossenem System sind die erfindungsgemäßen Hydraulikflüssigkeiten toxikologisch unbedenklich und können in einem Temperaturbereich von -10 bis 1 500C in hydraulichen Systemen als Isolierflüssigkeiten in elektrischen Anlagen eingesetzt werden.Just like the one in the main patent. . . (Patent application P 34 29 677.8) described hydraulic fluids are also the hydraulic fluids according to the invention flame retardant and have the properties of an electrical insulating agent, because electric current is not conducted. They are characterized by a thermal Stability up to temperatures above 2300C and show no corrosive effects. The hydraulic fluids according to the invention are toxicological in a closed system harmless and can be used in a temperature range from -10 to 1,500C in hydraulic systems be used as insulating liquids in electrical systems.

In der Tabelle des nachfolgenden Beispiels 1 sind für die erfindungsgemäßen Hydraulikflüssigkeiten die Kenndaten von kernbromierten Dimethyl-diphenyläther-Isomeren mit 2 bis 4 Bromatomen im Molekül aufgeführt, deren Bromgehalt bei etwa 45-60 % liegt.In the table of Example 1 below are for the inventive Hydraulic fluids the characteristics of nuclear brominated dimethyl diphenyl ether isomers with 2 to 4 bromine atoms in the molecule, the bromine content of which is around 45-60% lies.

Beispiel 1 Dibrom- Di-/Tribrom- Tribrom- Tri-/Tetrabrom verbindung verbindung verbindung verbindung Bromgehalt % 44,8 50,6 55,4 59,0 Wassergehalt % 0,03 0,03 0,03 0,03 Säurezahl mg/KOH/g 1 1 1 1 Dichte bei 15°C g/ml 1,6004 1,7210 1,8275 1,9265 Kinematische Viskosität mm²/s bei 20°C 91,1 674,0 12322,8 274591,2 40°C 26,9 48,2 277,5 1832,3 60°C 8,1 15,1 40,0 115,2 80°C 4,4 7,0 11,5 28,0 100°C 3,1 3,1 6,6 9,8 elektrische Leitfähigkeit µs/cm 2 2 2 3 Scislricl 9 Grundlage für eine Hydraulikflüssigkeit, die auch geringe Zusatzmengen an Korrosionsstabilisatoren u./o. Hitzestabilisatoren enthalten kann, ist ein Gemisch aus 70 Gewichtsteilen Dimethyl-tribrom-diphenyläther und 30 Geichtsteilen Octyl-diphenylphosphat.example 1 Dibromo- di- / tribromo- tribromo- tri- / tetrabromo connection connection connection connection Bromine content% 44.8 50.6 55.4 59.0 Water content% 0.03 0.03 0.03 0.03 Acid number mg / KOH / g 1 1 1 1 Density at 15 ° C g / ml 1.6004 1.7210 1.8275 1.9265 Kinematic Viscosity mm² / s at 20 ° C 91.1 674.0 12322.8 274591.2 40 ° C 26.9 48.2 277.5 1832.3 60 ° C 8.1 15.1 40.0 115.2 80 ° C 4.4 7.0 11.5 28.0 100 ° C 3.1 3.1 6.6 9.8 electrical Conductivity µs / cm 2 2 2 3 Scislricl 9 Basis for a hydraulic fluid that can also contain small additional amounts of corrosion stabilizers and / or. May contain heat stabilizers is a mixture of 70 parts by weight of dimethyl tribromodiphenyl ether and 30 parts by weight of octyl diphenyl phosphate.

Dieses Gemisch hat einen Bromgehalt von 38,8 % und eine Dichte bei 150C von 1,54.This mixture has a bromine content of 38.8% and a density of 150C of 1.54.

Die kinematische Viskosität dieses Gemisches liegt bei einer Temperatur von 200C bei 142,8 --2,-400C bei 26,6 60 C bei 12,3The kinematic viscosity of this mixture is at one temperature from 200C at 142.8 --2, -400C at 26.6 60 C at 12.3

Claims (4)

Patentansprüche 1. Schwer entflammbare Hydraulikflüssigkeit auS der Basis bromierter aromatischer Verbindungen und anderen schwer entflammbaren organischen Verbindungen, insbesondere Phosphorsäureestern nach Patent (Patentanmeldung P 34 29 677.8), dadurch gekennnzeichnet, daß diese aus kernbromierten Dimethuldiphenyläthern mit 2-8 Bromatomen im ?molekül oder deren Gemischenbesteht und gegebenenfalls bis zu 60 Gew-t einer organischen Phosphorverbindung enthält.Claims 1. Flame-retardant hydraulic fluid from the Based on brominated aromatic compounds and other flame-retardant organic compounds Compounds, especially phosphoric acid esters according to patent (patent application P 34 29 677.8), characterized in that these are made from nuclear brominated dimethulene diphenyl ethers with 2-8 bromine atoms in the molecule or mixtures thereof and optionally up to Contains 60 wt. t of an organic phosphorus compound. 2. Schwer entflammbare Hydraulikflüssigkeit nach Anspruch 1, dadurch gekennzeichnet, daß als kernbromierte Dimethyl-diphenyläther Isomerengemische verwendet werden.2. Flame-retardant hydraulic fluid according to claim 1, characterized characterized in that mixtures of isomers are used as nuclear brominated dimethyl diphenyl ether will. 3. Schwer entflammbare Hydraulikflüssigkeit nach Ansprüchen 1 und 2, dadurch gekennzeichnet, daß als organische Phosphorverbindungen Phosphorsäureester, Ester der phosphorigen Säure oder Phosphinoxide verwendet werden.3. Flame-resistant hydraulic fluid according to claims 1 and 2, characterized in that the organic phosphorus compounds are phosphoric acid esters, Phosphorous acid esters or phosphine oxides can be used. 4. Schwer entflammbare Hydraulikflüssigkeit nach Ansprüchen 1 bis 3, dadurch gekennzeichnet, daß der organische Rest der Phosphorverbindungen ein Alkyl-, Aryl- oder Alkylaryirest ist, wobei der Alkylrest C1 bis C1O sein kann und der Arylrest Phenyl, Diphenyl oder Diphenyloxid sein kann.4. Flame-resistant hydraulic fluid according to claims 1 to 3, characterized in that the organic remainder of the phosphorus compounds Is alkyl, aryl or alkylaryir, where the alkyl radical can be C1 to C1O and the aryl radical can be phenyl, diphenyl or diphenyl oxide.
DE19853508212 1983-09-08 1985-03-08 Hydraulic fluid of low flammability Withdrawn DE3508212A1 (en)

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DE3429677A DE3429677A1 (en) 1983-09-08 1984-08-11 Hydraulic fluid of low inflammability
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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3352784A (en) * 1964-11-04 1967-11-14 Mc Donnell Douglas Corp Fire resistant hydraulic fluid and lubricant composition
CH485839A (en) * 1964-09-21 1970-02-15 Monsanto Co Liquid suitable as a dielectric, heat transfer medium, power transfer medium and lubricant and use of the same
EP0171443A1 (en) * 1984-08-11 1986-02-19 Chemische Fabrik Kalk GmbH Nuclear-brominated mixtures of dimethyldiphenyl ether isomers, their preparation and their use as flame retardants for synthetics

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH485839A (en) * 1964-09-21 1970-02-15 Monsanto Co Liquid suitable as a dielectric, heat transfer medium, power transfer medium and lubricant and use of the same
US3352784A (en) * 1964-11-04 1967-11-14 Mc Donnell Douglas Corp Fire resistant hydraulic fluid and lubricant composition
EP0171443A1 (en) * 1984-08-11 1986-02-19 Chemische Fabrik Kalk GmbH Nuclear-brominated mixtures of dimethyldiphenyl ether isomers, their preparation and their use as flame retardants for synthetics

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