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
  • C10M3/00—Liquid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single liquid substances
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
  • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
  • C07F9/02—Phosphorus compounds
  • C07F9/06—Phosphorus compounds without P—C bonds
  • C07F9/08—Esters of oxyacids of phosphorus
  • C07F9/09—Esters of phosphoric acids
  • C07F9/12—Esters of phosphoric acids with hydroxyaryl 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
  • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
  • C10M2207/02—Hydroxy compounds
  • C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
  • C10M2207/022—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms containing at least two hydroxy 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
  • C10M2207/02—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
  • C10M2207/10—Carboxylix acids; Neutral salts thereof
  • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
  • C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
  • C10M2207/123—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms polycarboxylic
• • 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
  • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
  • C10M2207/10—Carboxylix acids; Neutral salts thereof
  • C10M2207/22—Acids obtained from polymerised unsaturated 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
  • 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
• • 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
  • C10M2215/062—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings containing hydroxy groups bound to the aromatic ring
• • 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
• • 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
  • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
  • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
  • C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral 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
  • 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
  • C10M2223/041—Triaryl phosphates
• • 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
  • C10M2225/00—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
• • 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
  • C10M2225/00—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
  • C10M2225/02—Macromolecular compounds from phosphorus-containg monomers, obtained by reactions involving only carbon-to-carbon unsaturated bonds
• • 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 present invention relates to a process and composition for transmission of pressure in a hydraulic system comprising a mixture of a styrenated triaryl phosphate and an alkylphenyl phenyl phosphate.
• Functional fluids suitablefor the operation of hydraulic mechanisms require a combination of properties which are often unattainable in many presently available materials.
• the properties which are required for safe and satisfactory low temperature operation include a low pour point which permits a hydraulic fluid to operate at low temperatures.
• Functional fluids should also exhibit low oxidative susceptibility, thereby operating without the buildup of sludge.
• Another important property of such fluids is a fiat viscosity temperature curve, that is, a high viscosity index which allows the fluid to remain operable over a wide rangeof temperatures.
• One of the vital properties which is required for fluids which are to be utilized in either the commercial and mining industries or in military use is minimum flammability. Still other desirable qualities for such products include a relatively high boiling point and low corrosive characteristics.
• Triaryl and trialkyl phosphates have been utilized by themselves or in combination with each other to yield functional fluids having a evariety of properties.
• the fluids of the prior art are deficient in one or more of the above properties.
• a functional fluid composition comprised of a styrenated triaryl phosphate and an alkylphenyl phosphate.
• styrenated triaryl phosphates employed in the present invention have a generic formula corresponding to:
• x is a number from about 0.5 to about 2, and preferably from about 0.7 to about 1.5 inclusive
• n is a number from 1 to 3 inclusive
• a and c are each numbers from 0 to 5 inclusive
• b is a number from 0 to 4 inclusive
• R R and R are each an alkyl group having from 1 to about 8 carbon atoms.
• the compounds are characterized by high viscosities, that is, viscosities in excess of 900 Saybolt Universal Seconds at F.
• the value of x is equal to the average number of styrylphenyl groups per phosphate group.
• the styrenated triaryl phosphate employed is a styrylphenyl phosphate having an x value of 1.5, and an n value of 1, it will be comprised of a mixture of. styrylphenyl diphenyl phosphate, distyrylphenyl phenyl phosphate, triphenyl phosphate and various other isomers; the mixture having an average value of 1.5 styrylphenyl groups per phosphate group.
• Illustrative of the styrylphenyl compounds which are preferred in the present invention are:
• styrylphenyl diphenyl phosphate and styrylphenyl bis (isopropylphenyl) phosphate having an x value of 0.7 to 1.5 and an n value of l are particularly preferred. Also included in the compounds of the present invention are:
• alkylphenyl phosphates employed in the present invention have the formula corresponding to:
• the styrenated triaryl phosphates and alkylphenyl phosphates are blended in proportions of from about to about 90 percent by weight of the entire mixture of the styrenated triaryl phosphate and from about 90 to about 10 percent of the alkylphenyl phosphate.
• This blending is accomplished by any of the known methods for blending fluids.
• the viscosity of the blend will vary over a wide range depending upon the particular phosphates used and the proportions in which they are blended. Therefore, by varying the relative proportions of the two phosphates employed, a series of fluids having different viscosities can be obtained from only two components. Normally, these fluids will have viscosities in the range of from about 100 to about 900 Saybolt Universal Seconds and preferably from about 220 to about 600 Saybolt Universal Seconds at 100 F.
• the fluids of the present invention are characterized by exceptionally high oxidative stability, low pour points, high autoignition temperatures and relatively high viscosity indices when compared with the fluids known in the art. Furthermore, the fluids of the present invention exhibit excellent flame retardancy and hydrolytic stability.
• the fluids of the present invention can also contain minor amounts of other additives which are well known in the art. While, the fluids of the present invention have excellent oxidative stability by themselves, this property can be enhanced by the addition of any of the commonly used antioxidants such as the aryl amines, alkyl phenols, naphthyl amines, and alkylphenyl amines.
• the naphthyl amines such as phenyl-a-naphthyl amine and octylphenyl-a-naphthyl amine, and the alkyl phenyl amines, such as dioctyl diphenyl amine, are particularly useful antioxidants in the fluids of the present invention. These antioxidants are normally blended in amounts from about 0.1 to about 2 percent by weight.
• Rust inhibitors such as the polyhydric alcohols, alkyl malonic and succinic acids, amines, aminophenols and the polyvalent metal salts of organo sulfonic acid can also be incorporated in the fluids of the present invention. These rust inhibitors are also used in relatively small proportions, that is, from about 0.1 to about 2 percent by weight.
• Foam depressants can also be incorporated in the fluids.
• the functional fluids of the present invention are deployed in closed hydraulic systems such as compressors, hydraulic lifts, deck edge elevators, brake systems, basic oxygen furnaces, die casting equipment, leveling devices or servo control units in such a manner that when pressure is applied to the fluid at a specific point within the confines of the hydraulic system, the pressure will be transmitted to every other point along the hydraulic system by the fluid.
• closed hydraulic systems such as compressors, hydraulic lifts, deck edge elevators, brake systems, basic oxygen furnaces, die casting equipment, leveling devices or servo control units
• Example 1 Styrylphenyl bis(isopropylphenyl) phosphate was synthesized by reacting a commercially available styrenated phenol with phosphorus oxychloride in the presence of magnesium chloride, and then reacting the product so obtained with a commercially available isopropylated phenol.
• the product contained an average of approximately 0.7 styrylphenyl groups per molecule and had a viscosity of 1009 Saybolt Universal Seconds at 100 F.
• This styrenated phenyl bis(isopropylphenyl) phosphate was blended with the isopropylphenyl diphenyl phosphate in approximately 42 and 5 8 percent respectively by weight 4 of the entire composition.
• the fluid exhibited the properties contained in Table I.
• Hot manifold (drip) ignition Temperature F.) 1480 Shell 4 ball test (54 C., 600 r.p.m.):
• Example 2 Styrylphenyl diphenyl phosphate was synthesized by reacting a commercially available styrenated phenol with phosphorus oxychloride in the presence of magnesium chloride and then reacting the product so obtained with phenol.
• the product contained an average of slightly greater than 1 styrylphenyl groups per molecule and had a viscosity of 1033 Saybolt Universal Seconds at F.
• This styrylphenyl diphenyl phosphate was blended with isopropylphenyl diphenyl phosphate in approximately 42 and 58 percent respectively by weight of the entire composition.
• the fluid exhibited the properties contained in ab e II.
• Viscosity (Saybolt Universal Seconds) At 100 F. 219 At 210 F. 44 Viscosity index 28 Acidity (mgs. KOH/gm.) 0.04 Autoignition temperature F.) 1120 Flash point F.) 275 Fire point F.) 650 Similar tests were conducted on a commercially available functional fluid sold under the tradename of Fyrquel 220 by Stauifer Chemical Company of New York. Fyrquel 220 is a triaryl phosphate based fluid having a viscosity of approximately 220 Saybolt Universal Seconds at 100 F.
• the fire properties were approximately the same for the styrylphenyl diphenyl phosphate fluid and Fyrquel 220 but the styrylphenyldiphenyl phosphate had a considerably higher viscosity index, thereby affordgig it a wider range of application than the commercial uid.
• Example 3 The fluid employed in Example 2 was tested in a Vickers vane pump according to the procedure outlined in ASTM-D2271. A total volume of 9.5 gallons was employed and the temperature was maintained at F. under a pressure of 2000 p.s.i. The results are contained in Table III.
• Table III demonstrates that the fluids of the present invention maintain their viscosity and acidity characteristics within close tolerances over long periods of continuous use with very little corrosive eflect on the equipment.
• Example 4 A series of fluids were prepared by varying the proportions of the styrylphenyl diphenyl phosphate and the isopropylphenyl diphenyl phosphate employed in Example 2.
• a synthetic hydraulic fluid composition consisting essentially of:
• x is a number from about 0.5 to about 2.0
• R is an alkyl group having, from 3 to about 12 carbon atoms, d is a number from 1 to 5 inclusive, and y is a number from about 0.2 to about 2.5 inclusive; said composition having a viscosity in the range from about 100 to about 900 Saybolt Universal Seconds at 100 C.
• composition of claim 1 wherein the styrenated triaryl phosphate is styrylphenyl diphenyl phosphate. 5 4. The composition of claim 1 wherein the styrenated triaryl phosphate is styrylphenyl bis(isopropylphenyl) phosphate.
• composition of claim 4 wherein the alkylphenyl phosphate is isopropylphenyl diphenyl phosphate.
• composition of claim 1 wherein the alkylphenyl phosphate is chosen from the group consisting of tertbutylphenyl diphenyl phosphate and sec-butylphenyl diphenyl phosphate.
• y is a number from about 0.2 to about 2.5 and R is an alkyl group having from 1 to about 12 carbon atoms; and applying pressure to said hydraulic fluid composition at any point in said system so as to thereby transmit the thus applied pressure throughout said system through the medium of said hydraulic fluid composition.

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• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Health & Medical Sciences (AREA)
• Life Sciences & Earth Sciences (AREA)
• Biochemistry (AREA)
• General Health & Medical Sciences (AREA)
• Molecular Biology (AREA)
• Chemical Kinetics & Catalysis (AREA)
• General Chemical & Material Sciences (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Lubricants (AREA)
• Fireproofing Substances (AREA)

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Family Applications (1)

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Cited By (3)

• 1970
  • 1970-08-17 US US64655A patent/US3677948A/en not_active Expired - Lifetime
• 1971
  • 1971-07-08 CA CA117,736A patent/CA959823A/en not_active Expired
  • 1971-07-13 GB GB3279271A patent/GB1323258A/en not_active Expired
  • 1971-08-09 NL NL7110939A patent/NL7110939A/xx unknown
  • 1971-08-12 DE DE19712140465 patent/DE2140465A1/de active Pending
  • 1971-08-13 FR FR7129698A patent/FR2102295B1/fr not_active Expired
  • 1971-08-16 BE BE771345A patent/BE771345A/xx unknown

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