US2862886A - Compositions for use as hydraulic fluids - Google Patents

Compositions for use as hydraulic fluids Download PDF

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Publication number
US2862886A
US2862886A US505519A US50551955A US2862886A US 2862886 A US2862886 A US 2862886A US 505519 A US505519 A US 505519A US 50551955 A US50551955 A US 50551955A US 2862886 A US2862886 A US 2862886A
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United States
Prior art keywords
phosphate
weight
benzene
compositions
phosphates
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Expired - Lifetime
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US505519A
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English (en)
Inventor
Davies Peter Laverock
Bebington Higher
Galvin Gerald David
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Shell Development Co
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Shell Development Co
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Publication date
Priority to GB19910/53A priority Critical patent/GB734644A/en
Priority to NL189265A priority patent/NL91745C/xx
Priority to BE530437A priority patent/BE530437A/xx
Priority to DES40033A priority patent/DE950805C/de
Priority to FR1109460D priority patent/FR1109460A/fr
Application filed by Shell Development Co filed Critical Shell Development Co
Priority to US505519A priority patent/US2862886A/en
Application granted granted Critical
Publication of US2862886A publication Critical patent/US2862886A/en
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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
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • C10M169/044—Mixtures of base-materials and additives the additives being a mixture of non-macromolecular and macromolecular compounds
    • C—CHEMISTRY; METALLURGY
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    • 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
    • C10M105/50—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing halogen
    • C10M105/52—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing halogen containing carbon, hydrogen and halogen only
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    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/74—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing phosphorus
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    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/16—Ethers
    • C10M129/18—Epoxides
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    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/20—Thiols; Sulfides; Polysulfides
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    • C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
    • C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
    • C10M137/04—Phosphate esters
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    • C10M145/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M145/10—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate
    • C10M145/12—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate monocarboxylic
    • C10M145/14—Acrylate; Methacrylate
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    • 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
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    • C10M2223/049—Phosphite
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    • C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
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    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/08—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-nitrogen bonds
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    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/10—Phosphatides, e.g. lecithin, cephalin
    • C10M2223/103—Phosphatides, e.g. lecithin, cephalin used as base material
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/08—Hydraulic fluids, e.g. brake-fluids

Definitions

  • This invention is concerned with non-flammable compositions suitable for use as lubricants and for transmitting power .in hydraulic power systems, particularly in aircraft.
  • the hydraulic fluid For use at low temperatures, for example, of to F., such as are encountered in the operation of aircraft, it is necessary that the hydraulic fluid should possess a low pour point. A low rate of changed viscosity with temperature, i. e. a high viscosity index, is also desirable so that the fluid will operate over a wide range of temperature.
  • the fluid should also possess suificient lubricity and mechanical stability to permit its use in the self 0 lubricated pumps and valves of hydraulic apparatus.
  • Non-flammable hydraulic fluids have been proposed in 2,862,886 I atented Dec. 2, 195 8 incorporate minor amounts of viscosity index improvers, such as the polymerized esters of acrylic and methacrylic acid, in such phosphate esters.
  • Hydraulic fluids based on halocarbon compounds and containing a minor proportion of a viscosity index improver such as a polymerized ester of acrylic or methacrylic acid have also been proposed.
  • Such fluids possess excellent non-flammability, low temperature and lubricating properties, but their high specific gravity, which may be as high as 1.9, depending on the halocarbon used, is somewhat of a disadvantage, particularly for aircraft.
  • the present invention provides a non-flammable composition suitable for use as a hydraulic fluid and having excellent lubricating properties which comprises 15 to 80% by Weight of a normally liquid trialkyl phosphate containing at least twelve carbon atoms in the molecule, 1 to 15% by weight of a polymer of an ester of an acrylic (including alkylacrylic) acid and 10 to by weight of a normally liquid, chlorofluorinated carbon compound containing at least carbon, fluorine and chlorine atoms and, optionally, hydrogen atoms having a boiling. point above C. and a pour point lower than 5 C.
  • the trialkyl phosphates to be used in the present invention are present in amounts from 15 to by weight and perferably from 30 to 50% by weight.
  • the trialkyl phosphates are preferably those in which each alkyl group has from four to nine carbon atoms.
  • the alkyl groups may be either in a straight-chain or in a branchedchain configuration, the latter being preferred.
  • the trialkyl phosphate employed may contain the same alkyl group in all three positions or it may contain difierent alkyl groups. Mixtures of different trialkyl phosphates may be used.
  • Suitable trialkyl phosphates which may be employed in the compositions of the invention include the tributyl phosphates, trihexyl phosphates, trioctyl phosphates and trinonyl phosphates.
  • a particularly efiective type includes the branched homologues such as tri(2- ethylbutyl) phosphate, tri(2-ethylhexyl) phosphate and tri(3,5,5-tri-methylhexyl) phosphate.
  • the physical characteristics of typical trialkyl phosphates are given in Table I.
  • esters of phosphoric acid which the basic constituent consists of one or more esters of phosphoric acid.
  • esters of phosphoric acid possess good lubricating properties but are not entirely satisfactory as 0 hydraulic fluids.
  • the lower trialkyl phosphates exhibit high wear characteristics and are somewhat inflammable, due in part to their volatility.
  • Triaryl phosphates such as tricresyl phosphate, possess relatively poor viscosity indices and phosphate esters containing both 65 alkyl and aryl groups, such as diphenyl octyl phosphate, exhibit high copper and cadmium corrosion.
  • aryl phosphates 70 In order that hydraulic fluids based on phosphate esters should be as non-flammable as possible, it is necessary to employ blends containing a higher proportion of aryl phosphates 70 than alkyl phosphates, but such blends have poor low temperature properties. It has also been proposed to A normally liquid triester of phosphoric'acid containing at least one aryl group may be incorporated in the compositions of the invention in an amount up to 50% by weight to increase the non-flammability.
  • the aryl phosphates may be triaryl phosphates, diaryl monoalkyl phosphates or monoaryl dialkyl phosphates.
  • the aryl groups are alkyl substituted phenyl groups con taining not more than 5 carbon atoms in each alkyl substituent, such as the tolyl, xylenyl, cumenyl or pseudocumenyl groups.
  • the aryl groups in diand triaryl phosphates may be the same or different aryl groups and the alkyl groups in the dialkyl aryl phosphates may be the same or difierent alkyl groups. Mixtures of the aforesaid aryl phosphates may be used.
  • a'gseasse employed in the compositions of the invention are tricresyl phosphate and trixylenyl phosphate.
  • Other suitable triaryl phosphates are diphenyl cresyl phosphate, phenyl dicresyl phosphate, diphenyl xylenyl phosphate; diphenylethylphenyl phosphate anddiphenyl o-chlorophnyl phosphate.
  • alkylaryl phosphates examples include octyl diphenyl phosphate, dihexyl cresyl phosphate, octyl phenyl cresyl phosphate and butyl octyl cresyl phosphate.
  • the chlorofluorinated carbon compounds which are used in the compositions of the invention are preferably hydrocarbons in which at least 30% of the hydrogen atoms in the molecule have been replaced by halogen. The non-flammability of the compound improves with increasing halogen content. Compounds with a high halogen content such as the halocarbons also possess fireextinguishing properties which may, on occasion, be of considerable advantage.
  • the halogen compounds may be acyclic or cyclic compounds and may be saturated or unsaturated.
  • the stability of the CF bond to chemical reactions makes the chlorofluorinated hydrocarbons particularly suitable compounds for use in the compositions of the invention.
  • the groups CF and CF; are remarkably stable and appear to enhance the stability of any C--Cl bonds which are situated in close proximity to them.
  • Such stability, particularly to hydrolysis and oxidation is a very desirable property of hydraulic fluids if formation of acidic compounds and corrosion of metal parts in contact with the fluid are to be avoided.
  • Fluoro compounds containing at least one chlorine atom in the molecule generally possess greater solubility in mineral oils and other solvents and are generally liquid over a wider range of temperature than analogous compounds containing fluorine only.
  • Suitable acyclic chlorofluoro carbons include those in which at least half the hydrogen atoms of a hydrocarbon have been replaced by fluorine atoms and the rest by chlorine atoms, for example, tetrafluorotetrachloropropane,
  • CF or CF groups for example, the perhalopropane of the formula CCl :CCl CF or in which at least half the hydrogen atoms are replaced by halogen atoms in the ratio of at least 3 F atoms to 2 Cl atoms per molecule, as for example, the perhalopentanes of formulae C ClE C ClgF and CsCl F the perlialohexanes of formulae 0 011- c ci ia and C ChF
  • suitable species include chloropentafluoroethanes, chlorotrifiuoroethylene, chloropentafluoro-l,3-butadiene, 2,3 dichlorohexafluoro-2-butene, hexachlorotetrafluorobu tanes, trifluorotetrachloropropane, chlorooctafluor
  • Liquid products having a boiling point above 75 C. obtained by homopolymerization of unsaturated chlorofluoro hydrocarbons, or by copolymerization of these compounds with other polymerizable unsaturated compounds may also be used.
  • Suitable products are the polymerized difluorovinyl chlorides and the polymerized monochlorotrifluoroethylene sold under the registered trademark Fluorolube.
  • the cyclic compound should have at least one CF group and at least one chlorine atom directly attached to the aromatic nucleus, for example, to the benzene ring.
  • Such compounds are liquid over a wide range of temperatures and show improved compatibility with the other components of the composition as well as increased solubility in hydrocarbon oils.
  • the aromatic nucleus may also carry an ethyl, propyl or butyl group in which hydrogen atoms have been replaced by halogen atoms.
  • Chlorine substituents in these alkyl groups should preferably be stabilized by the presence of a CF, or CF group, as for example in the haloethyl group CClF:CF
  • suitable cyclic compounds are chloro 1,3-bis (trifluoromethyl) benzene, dichloro (trifluoromethyl) benzene, dichloro bis(trifluoromethyl) benzene and chloro-l-(t'rifluoromethyl)4-(chlorotetrafluoroethyl) benzene.
  • Particularly suitable compounds are trichloro(trifluoromethyl) benzene and tetrachloro- (trifluoromethyl) benzene. These compounds are liquid ove'ra very wide range of temperatures, are highly stable and are non-corrosive to'magnesium, mild steel and copper.
  • Suitable species include chloro(difluoromethyl) benzene, trifluoro (cho'r'o'methyl) benzene, (dichlorotrifluoroethyl) benzene, trichloro trifiuorobenzene, dichlorotetrafluorobenzene and pentachloro(trifluoromethyl) benzene.
  • va'ted temperatures will leave an oily non'flammable residue of phosphate esters of good lubricating properties.
  • chlorofluorinated hydrocarbons into" the phosphate esters according to the invention substantially improves the non-flammability properties and can be used either to reduce greatly the low temperature viscosities or, for a given low temperature viscosity, to allow the incorporation of a greater proportion of aryl phosphate ester into the blend at the expense of alkyl phosphate ester, thus remarkedly increasing the nonfla'nimability properties.
  • the third essential component of compositions of the invention is a polymer of an ester of an acrylic (including alkylacrylic) acid.
  • the aforesaid esters are preferably derived from aliphatic alcohols having from two to fifteen carbon atoms and the polymers may be homopolymers of a single ester or may be copolymers of a mixture of such esters.
  • the term polymer as used herein is intended to be construed accordingly, and is directed especially to polymers having an average molecular weight of a t1ea'st25,000.
  • esters of the polymers which may be so employed are the methyl, ethyl, n-propyl, isopropyl, isobutyl, lauryl, phenyl or benzyl esters of acrylic, methacrylic, l-ethylacrylic and l-propylacrylic acids.
  • Polymers of methacrylic acid esters suitable for use in the present compositions are readily available as commercial products and are sold under the trade name Acryloid. They are generally available as concentrated dispersions in a solvent such as alight mineral oil, usually containing about equal amounts of polymer and solvent. These concentrated dispersions can be used as such in the compounding of the present compositions.
  • Typical Acryloid viscosity index improving agents are Acryloid 710, Acryloid HF-855, Acryloid HF-860 and Acryloid HF-8l25.
  • Acryloid 710 is a polymethacrylic ester, wherein the alkylradicals of the ester groups are lauryl and octyl groups as shown in Bos et al. US. Patent 2,681,891.
  • the above viscosity index improving agents may be present in an amount of from 1 to 15% by weight of the total composition. In general, it is desirable to employ these agents in an amount between 2% and by weight, preferably between 5% and 10% by weight of the total composition.
  • compositions described above exhibit satisfactory corrosion and stability characteristics, it is preferable to include corrosion inhibitors and anti-oxidants to protect the equipment for extended use. It has been found that the combination of an epoxy compound and a sulfurcontaining organic compound is especially effective as a corrosion inhibitor and anti-oxidant for the compositions of the present invention.
  • the epoxy compounds alone are effective corrosion inhibitors for the compositions of the invention, and may be present in an amount between about 0.5% and 5% by weight of the total composition.
  • the glycidyl ethers are preferred and of these, glycicyl ethers containing one carbocyclic group directly attached to the ether oxygen atom, such as the glycidyl aryl ethers, provide maximum protection against corrosion, especially of copper and cadmium.
  • Specific glycidyl ethers which may be employed include glycidyl phenyl ether, glycidyl benzyl ether, glycidyl cyclohexyl ether and glycidyl o-cresyl ether.
  • epoxycompounds which may be employed include the lower glycidyl alkyl ethers, such as glycidyl methyl ether and glycidyl isopropyl ether, isobutylene oxide, butadiene monoxide, styrene oxide, cyclohexylene oxide, cyclopentene oxide, decene oxide, 2,3- epoxybutane, 1,2-epoxybutane and epichlorhydrin.
  • lower glycidyl alkyl ethers such as glycidyl methyl ether and glycidyl isopropyl ether
  • isobutylene oxide butadiene monoxide
  • styrene oxide cyclohexylene oxide
  • cyclopentene oxide decene oxide
  • 2,3- epoxybutane 1,2-epoxybutane and epichlorhydrin.
  • Suitable sulfur-containing organic compounds for the above combination are the hydrocarbyl sulfides, especially the hydrocarbyl disulfides, such as the dialkyl disulfides and diaryl disulfides, and they may be present in an amount between about 0.05% and 1% by weight of the total compositions. Benzyl disulfide, butyl disulfide and wax disulfide are particularly useful;
  • the wax disulfide is preferably a reaction product of sodium disulfide and a chlorinated parafiin wax and may be prepared in the following manner. Approximately 5.5 parts by weight sodium disulfide is dissolved in about 2.2 parts by weight of water, the solution is heated and about 0.7 part by weight sulfur dissolved therein with stirring. The resulting solution together with about 5.2 parts by weight of a chlorinated paraffin wax (chlorine content approximately 30% by Weight) and about 10 parts by weight each of denatured alcohol and naphtha are charged into an autoclave and stirred therein at a temperature of about 145-150 C. for 10 hours. The maximum pressure developed is about 220-230 p. s. i.
  • an epoxy compound such as glycidyl phenyl ether and between about 0.05 and 1% by weight, preferably between 0.05% and 0.2% by weight, of a hydrocarbyl sulfide such as wax disulfide.
  • a salt of a metal of group II of the periodic table and of an aromatic carboxylic acid, an aromatic hydroxy carboxylic acid or a phenol, which salt is soluble in the mixture phosphate ester, halogenated hydrocarbon and polymer to the required extent is particularly suitable.
  • These salts increase the oxid-ation and thermal stability of the compositions under high temperature conditions of'working.
  • group II metals zinc and calcium are the most suitable for the present purpose.
  • the aromatic carboxylic acid or phenol chosen should have sufiicient oleophilic properties to ensure that the metal salt employed is soluble in the aforesaid mixture sufficiently to allow a metal content in the finished composition of between 0.01 and 1.0% by weight.
  • Normal or basic salts or mixtures of normal and basic salts may be employed.
  • the most effective among the metal salts referred to above for the present purposes are the normal or basic zinc or calcium salts of alkylated salicylic acids containing from 12 to 20 carbon atoms, particularly from 14 to 18 carbon atoms, in the alkyl group.
  • inhibitors which may he used are the salts of alkyl malonic acids, condensation products of sulfanols with unsaturated carboxylic, acids, the polyvalent metal salts of hydrocarbon sulfonic acids, amines, aminophenols j and other substituted phenols.
  • a suitable method consists in adding an appropriate weight of each component to a suitable vessel, if necessary warming the mixture to about 40 C., and stirring the mixture, when a clear solution is obtained.
  • Example 10 A blend was prepared by mixing together 32.5 parts by weight (p. b. w.) of tri(Z-ethylhexyl) phosphate, 32.5
  • the blend was a clear, somewhat viscous liquid which had a specific gravity d 1.14, a kinematic viscosity at 130 F. of 9.8 centistokes and at -40 F. of 5,400 centistokesand an autogenousignition temperature: of 4809' C;
  • Theignition temperature - was.determined by the method ofuASTM D28fi-30gaccordingio which samples: of -the fluid are dropped -into'a heated'flasischenr standard conditions-.until a temperature is -found at which ignition occurs but atr" C. below whichignition failsz to take place.
  • Examplell A blend -was prepared fronr 17.5 --p.-b.-w. oftri(2- 3 ethylhexyl ⁇ phosphate,- 17.5 p.-b.-w.--of tricresyl phosphate, 60 -p.--b.--w.-ofthetrichloro(trifluoromethyl) benzene used in Example I and 5 p. b. w. -of- Acryloid 710.
  • Example lII- A-blend was l,prepare,d. from 55' p. b. W. of tri(2- ethylhexyl) ,phosphate, p. b. w. of tricresyl phosphate,.30, 'p. b. w. of thetrichloro(trifiuoromethyl) benzene. used in Example Land 5 p.;b. w. of Acryloid 710.,
  • the blend was a clear, somewhat viscous liquid which hada specific gravity. d 0 1.08, a kinematic viscosity at; 130 F. of 8.4 and at -40 F. of, 1,500 centistokes and anautogenous ignition temperature 0f 422 C.
  • Example IV A blend was prepared from 30 p. b. w. of tri(2- ethylhexyl). phosphate,-5 p. b. w. of tricresyl phosphate, 60 p. b. w. of'the trichloro(trifiuoromethyl) benzene used in Example I and 5 p. b.,w. of Acryloid 710.
  • the blend was a clear, somewhat viscous liquid which had a specific gravity (1 1.22 and a kinematic viscosity at 130 F.- of 5.7 andat 40 F. of-478 centistokes and an autogenous ignition temperature of 428 C.
  • Example V This blend was prepared from 45.5 p. b. w. of tri(2-. ethylhexyl) phosphate, 19.5 p. b. w. of tricresyl phosphate, p. b. w. of the trichloro(trifluoromethyl) benzene used in Example I and 5 p. b. w. of Acryloid 710.
  • The-blend was a clean-somewhat viscous liquid, which had aspecific gravity r1 3 1.10, a kinematic viscosity at 130 F. of 8.4 and, at F. of 2,380 centistokes andan autogenous ignition temperature of 440 C.
  • This blend was prepared from 32.5 p. b. w. each of tri (2'-ethy1hexyl) phosphate andtricresyl phosphate, 30
  • The-blend was a clear, somewhat viscous liquid which had a specificigravity d 1.16, a kinematicviscosity at ,130.F.jof 11.7 and at -40, "F. of 19,000centistokes, and an autogenous ignition temperature of 455 C.
  • Example VIII A blend was prepared from'30 p. b. W. of tri(2- ethylhexyl) phosphate,.5 p. b. W. of tricresyl phosphate, pub. w. of the tetrachloro(trifiuoromethyl) benzene usedinExampleVLQandv 5 p. b. w. of Acryloid 710.
  • a substantially non-flammable"composition-of mat ter for use as a hydraulic fluid comprising Percent by weigh Tri(2-ethylhexyl) phosphate p- 32.5 Tricresyl phosphate 32.5
  • a viscosity index-improving polymerized ester-of C aliphatic monohydricv alcohol and meth-, acrylicacid having an average. molecular weight greater. than. about 25,000
  • Trichloro(trifiuoromethyl) benzene 30 2.
  • a substantially non-flammable composition of matter for use as a hydraulic fluid comprising Percent by weight Trioctyl phosphate 30-50 Tricresyl phosphate 5-35' A viscosity index-improving,polymerized ester of C 4 aliphatic monohydric alcohol and methacrylic acid having an average molecular weight greater than about 25,000 5-10 Trichloro(trifiuoromethyl) benzene 30-60 3.
  • a substantially. non-flammable composition-of mat ter. for. use asa hydraulic fluid comprising.
  • each alkyl radical has from 4 to 9 carbonatoms 30-50
  • a triarylphosphate containing from 18 to 33 carbon atoms per. molecule 5-35 A viscosity index-improving polymerized ester of C to C aliphatic alcohols .andmethacrylic acid having an average molecularweight of at. least about 25,000
  • Trioctyl phosphate 3050. Tricresyl phosphate 5-35 A viscosity index-improving polymerized ester of C aliphatic monohydric alcohol. and methacrylicacid having'an average-molecular weight greaterthan about 25,000 510 Chloro(trifluoromethyl) benzene 30-60.
  • a substantially non-flammable composition of matter for use as a hydraulic fluid comprising Percent by weight T rioctyl phosphate 30-50 Tricresyl phosphate 535 Aviscosity index-improving polymerized ester of C aliphatic monohydric alcohol and methacrylic acid having an average molecular weight greater than about 25,000 5-10 Tetrachloro(trifluoromethyl) benzene 30-60 9 10 6.
  • a homogeneous composition of matter for use as a Percent by weight hydraulic fluid comprising A trihydrocarbyl phosphate containing between Percent by weight about 12 and about 36 carbon atoms per mole- A trialkyl phosphate wherein each alkyl radical cule, at least 0116 Of the hydfocafbyl radicals contains 4 to 9 carbon atoms 15-80 5 ing n ryl r i 3 A trihydrocarbyl phosphate, at least one of the Viscosity index-improving polymerized esters of hydrocarbyl radicals of which is an aryl radical -50 4 to 18 alcohols and mFthacl'ylic acid having Viscosity index-improving polymerized esters of an average molecular welght of at least about C to C alcohols and methacrylic acid having an average molecular weight of at least about A chltmlmfluommethyl) benzine havmg bolling point above about 75 C.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
US505519A 1953-07-17 1955-05-02 Compositions for use as hydraulic fluids Expired - Lifetime US2862886A (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
GB19910/53A GB734644A (en) 1953-07-17 1953-07-17 Compositions suitable for use as hydraulic fluids
NL189265A NL91745C (nl) 1953-07-17 1954-07-16 Werkwijze ter bereiding van een hydraulische vloeistof
BE530437A BE530437A (nl) 1953-07-17 1954-07-16 Werkwijze ter bereiding van een niet-ontvlambare vloeistof, geschikt voor gebruik als hydraulische vloeistof
DES40033A DE950805C (de) 1953-07-17 1954-07-16 Nichtentflammbare hydraulische Fluessigkeit
FR1109460D FR1109460A (fr) 1953-07-17 1954-07-17 Compositions à employer comme fluides hydrauliques
US505519A US2862886A (en) 1953-07-17 1955-05-02 Compositions for use as hydraulic fluids

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GB19910/53A GB734644A (en) 1953-07-17 1953-07-17 Compositions suitable for use as hydraulic fluids
US505519A US2862886A (en) 1953-07-17 1955-05-02 Compositions for use as hydraulic fluids

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3487020A (en) * 1966-08-30 1969-12-30 Robert L Peeler Hydraulic fluids
US3637507A (en) * 1968-02-12 1972-01-25 Stauffer Chemical Co Aircraft hydraulic fluid and method of controlling acid buildup therein with acid acceptor
US3932294A (en) * 1974-01-11 1976-01-13 Chevron Research Company Functional fluid containing a hydrolysis suppressor
US3941708A (en) * 1974-02-11 1976-03-02 Stauffer Chemical Company Hydraulic fluid antioxidant system
US3976585A (en) * 1974-03-25 1976-08-24 Monsanto Company Functional fluid compositions containing epoxide stabilizers
US6156228A (en) * 1994-11-16 2000-12-05 Houghton International, Inc. Trialkoxyalkylphosphate-based fire resistant fluid containing triglyceride
US10508203B2 (en) 2014-09-26 2019-12-17 The Boeing Company Compositions and coatings with non-chrome corrosion inhibitor particles

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2992991A (en) * 1957-03-20 1961-07-18 Minnesota Mining & Mfg Thermally stable viscous composition containing a chlorfluorinated alkane oil
US2992989A (en) * 1957-03-20 1961-07-18 Minnesota Mining & Mfg Thermally stable viscous materials containing bromofluorohalogenated alkane oils
US3718596A (en) * 1970-02-16 1973-02-27 Monsanto Co Functional fluid compositions

Citations (6)

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Publication number Priority date Publication date Assignee Title
US2524590A (en) * 1946-04-22 1950-10-03 Carsten F Boe Emulsion containing a liquefied propellant gas under pressure and method of spraying same
US2549270A (en) * 1948-07-19 1951-04-17 Shell Dev Lubricant and hydraulic fluid composition
US2583588A (en) * 1949-06-08 1952-01-29 Mosteller James Calvin Less inflammable hydraulic fluid
US2707176A (en) * 1951-01-15 1955-04-26 Monsanto Chemicals Tricresyl phosphate-chlorinated biphenyl functional fluid improved by alkylated polystyrene
US2710842A (en) * 1950-05-19 1955-06-14 Texas Co Hydraulic transmission fluid
US2719129A (en) * 1951-06-30 1955-09-27 Colgate Palmolive Co Pressurized liquid room and air deodorant compositions

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR966140A (de) * 1947-05-13 1950-09-30

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2524590A (en) * 1946-04-22 1950-10-03 Carsten F Boe Emulsion containing a liquefied propellant gas under pressure and method of spraying same
US2549270A (en) * 1948-07-19 1951-04-17 Shell Dev Lubricant and hydraulic fluid composition
US2583588A (en) * 1949-06-08 1952-01-29 Mosteller James Calvin Less inflammable hydraulic fluid
US2710842A (en) * 1950-05-19 1955-06-14 Texas Co Hydraulic transmission fluid
US2707176A (en) * 1951-01-15 1955-04-26 Monsanto Chemicals Tricresyl phosphate-chlorinated biphenyl functional fluid improved by alkylated polystyrene
US2719129A (en) * 1951-06-30 1955-09-27 Colgate Palmolive Co Pressurized liquid room and air deodorant compositions

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3487020A (en) * 1966-08-30 1969-12-30 Robert L Peeler Hydraulic fluids
US3637507A (en) * 1968-02-12 1972-01-25 Stauffer Chemical Co Aircraft hydraulic fluid and method of controlling acid buildup therein with acid acceptor
US3932294A (en) * 1974-01-11 1976-01-13 Chevron Research Company Functional fluid containing a hydrolysis suppressor
US3941708A (en) * 1974-02-11 1976-03-02 Stauffer Chemical Company Hydraulic fluid antioxidant system
US3976585A (en) * 1974-03-25 1976-08-24 Monsanto Company Functional fluid compositions containing epoxide stabilizers
US6156228A (en) * 1994-11-16 2000-12-05 Houghton International, Inc. Trialkoxyalkylphosphate-based fire resistant fluid containing triglyceride
US6521142B1 (en) 1994-11-16 2003-02-18 Houghton Technical Corp. Fire-resistant hydraulic fluid compositions
US10508203B2 (en) 2014-09-26 2019-12-17 The Boeing Company Compositions and coatings with non-chrome corrosion inhibitor particles
US11459466B2 (en) 2014-09-26 2022-10-04 The Boeing Company Compositions and coatings with non-chrome corrosion inhibitor particles

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FR1109460A (fr) 1956-01-30
DE950805C (de) 1956-10-18
GB734644A (en) 1955-08-03
NL91745C (nl) 1959-08-15
BE530437A (nl) 1954-08-14

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