US3791975A - Biodegradable lubricants - Google Patents

Biodegradable lubricants Download PDF

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US3791975A
US3791975A US00151906A US3791975DA US3791975A US 3791975 A US3791975 A US 3791975A US 00151906 A US00151906 A US 00151906A US 3791975D A US3791975D A US 3791975DA US 3791975 A US3791975 A US 3791975A
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water
biodegradable
carbon atoms
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weight
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N Halkias
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ExxonMobil Oil Corp
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Mobil Oil Corp
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    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M173/00Lubricating compositions containing more than 10% water
    • C10M173/02Lubricating compositions containing more than 10% water not containing mineral or fatty oils
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/02Water
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/06Well-defined aromatic compounds
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/026Butene
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/021Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/022Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms containing at least two hydroxy groups
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/281Esters of (cyclo)aliphatic monocarboxylic acids
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/282Esters of (cyclo)aliphatic oolycarboxylic acids
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/283Esters of polyhydroxy compounds
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/286Esters of polymerised unsaturated acids
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/34Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2215/042Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/26Amines
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2217/00Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/04Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/046Polyamines, i.e. macromoleculars obtained by condensation of more than eleven amine monomers
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    • C10M2217/00Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/06Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044Sulfonic acids, Derivatives thereof, e.g. neutral salts
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/04Groups 2 or 12
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/08Hydraulic fluids, e.g. brake-fluids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/01Emulsions, colloids, or micelles

Definitions

  • Biodegradable water-in-oil emulsion lubricants comprising, by weight, a major amount of water dispersed in a continuous phase comprising a biodegradable compound of the general formula: R X, in which:
  • R is 'a' straight-chain alkyl group having from 1 to 18 carbon atoms
  • X is a straight-chain ester of a fatty organic acid having from 1 to 20 carbon atoms or benzene;
  • n 1 or 2.
  • This invention relates to lubricant compositions and, in one of its aspects, relates more particularly to lubricant compositions which are biodegradable. Still more particularly in this aspect, the invention relates to lubricant compositions, in the form of water-in-oil emulsion-s which are biodegradable and especially suited for such purposes as hydraulic fluids and various other applications, in whichbiodegradability of the lubricant is a requisite.
  • water-in-oil emulsion fluids as lubricant-s in industrial applications, for example, as hydraulic fluids, metal working lubricants and in other areas where lubricants are necessitated, is known to those skilled in this art.
  • mineral oil as the continuous phase with water dispersed therein and comprising about 40 percent, by weight, of the-total emulsion fluid.
  • biodegradable water-in-oil emulsion lubricants in which the heretofore-employed non-biodegradable oils, as the continuous phase, are replaced with biodegradable materials, which have viscosities substantially below 100 SUS at 100 F. and flash points approximately equal to that of the aforementioned mineral oils.
  • the biodegradable water-in-oil emulsion lubricants of the present invention comprise, by weight, a major amount of water dispersed in a continuous phase comprising a biodegradable compound of the general formula: R X, in which:
  • R is a straight-chain alkyl group having from 1 to 18 carbon atoms
  • X is a straight-chain ester of a fatty organic acid having from 1 to 20 carbon atoms or benzene;
  • n 1 or 2
  • n is greater than 2
  • the emulsion tends to solidify, thus impairing satisfactory utilization for its intended purpose.
  • X is a straight-chain ester of a fatty organic acid having more than 20 carbon atoms
  • poor pour point characteristics are here also exhibited at relatively high operating temperature conditions.
  • R represents straight-chain alkyl groups having from 1 to 5 carbon atoms
  • X represents straight-chain esters of fatty organic acids having from 10 to 20 carbon atoms.
  • the biodegradable emulsion fluids of the present invention comprise a major amount, by weight, of water.
  • water is employed in an amount from about 50 to about 65 percent, by weight.
  • this compound is employed in general, in an amount from about 25 to about 48 percent, and preferably in an amount from about 30 to about 48 percent, by weight, of the total emulsion fluid.
  • the required emulsifying agent is preferably employed in an amount from about 2 to'about 5 percent, by weight, of the total emulsion fluid.
  • biodegradable compounds may be employed within the scope of the above-described R X str-uctural'formulation. Representative thereof, but not intended as limiting are: methyl laurate; methyl soyate; butyl palmitate; methyl margarate; methyl stearate; ethyl stearate; ethyl oleate; lauryl laurate; lauryl caprylate;
  • EXAMPLE 1 A water-in-oil emulsion representative of the novel biodegradable water-in-oil emulsions of the present invention, was prepared, employing as the oil component (i.e. the hereinbefore described R,,X component), a mixture of methyl soyate and methyl laurate, in accordance with the following formulation:
  • polyisobutylene m. wt. 400
  • viscosity improver 5.0 Emulsifier-Reaction product of tetraethylpentamine polybutene succinic anhydride and zinc cracked wax-benzene sulfonate complex 3.0
  • Mixed isopropylaminoethanolsVapor space inhibitor 0.3 Ethylene glycol 3.0 Water 59.7
  • the Vikers Pump V104-E (2 g.p.m.) Test comprises circulating the test fluid per 100 hours at 1000 p.s.i. by a fixed displacement vane pump. The flow rate varies between 1 and 2 /2 gallons per minute, depending on the viscosity of the test oil. The temperature is maintained at 140 F. in the reservoir. The weight loss of the cam ring and vanes and the appearance of the pump components indicate test fluid performance.
  • the S-day biodegradable oxygen demand test (B.O.D. comprises the measurement of a biological uptake of oxygen by sewage bacteria in a 5-day period under standard comditions as described on page 415 Standard Methods for the Examination of Water and Wastewater" published by the AmericanPublic Health Association, the American Water Works Association and the Water Pollution Control Federation. A value of at least 100,000 mg./ l. is considered as being biodegradable.
  • EXAMPLE 2 In order to illustrate the importance of having an oil component of the type characterized by the aforementioned R X compounds of the present invention, present for the purpose of imparting biodegradability to the water-in-oil emulsion, a second water-in-oil emulsion was prepared, identical in all respects with the water-in-oil emulsion of Example 1 except that additional polyisobutylene was substituted for the methyl soyate and methyl laurate components.
  • This second formulation contained the following components:
  • Example 2 As in Example 1, the above formulation of Example 2 was subjected to the same tests and evaluations, and the results obtained are shown in the following table:
  • the emulsion fluids of the present invention exhibit highly acceptable biodegradability in addition to other desirable characteristics, making these emulsions suitable for a wide variety of useful applications.
  • a biodegradable water-in-oil emulsion lubricant consisting essentially of, by weight, a major amount of water dispersed in a continuous phase of a biodegradable compound of the general formula:
  • R is a straight-chain alkyl group having from 1 to 19 carbon atoms and R is a straight-chain alkyl group having from 1 to 18 carbon atoms.
  • a lubricant as defined in claim 1 containing an emulsifying agent in an amount from about 2 to about 5 percent, by weight.
  • biodegradable compound comprises methyl laurate.
  • a lubricant as defined in claim 1 wherein said biodegradable compound comprises butyl palmitate.

Abstract

BIODEGRADABLE WATER-IN-OIL EMULSION LUBRICANTS ARE PROVIDED, COMPRISING, BY WEIGHT, A MAJOR AMOUNT OF WATER DISPERSED IN A CONTINUOUSLY PHASE COMPRISING A BIODEGRADABLE COMPOUND OF THE GENERAL FORMULA: RNX, IS WHICH: R IS A STRAIGHT-CHAIN ALKYL GROUP HAVING FROM 1 TO 18 CARBON ATOMS; X IS A STRAIGHT-CHAIN ESTER OF A FATTY ORGANIC ACID HAVING FROM 1 TO 20 CARBON ATOMS OR BENZENE; AND N IS 1 OR 2.

Description

United States Patent Nicholas No Drawing.
ABSTRACT OF THE DISCLOSURE Biodegradable water-in-oil emulsion lubricants are provided, comprising, by weight, a major amount of water dispersed in a continuous phase comprising a biodegradable compound of the general formula: R X, in which:
R is 'a' straight-chain alkyl group having from 1 to 18 carbon atoms;
X is a straight-chain ester of a fatty organic acid having from 1 to 20 carbon atoms or benzene; and
n is 1 or 2.
BACKGROUND "OF THEHINVENTION '1 Field ofthe invention This invention relates to lubricant compositions and, in one of its aspects, relates more particularly to lubricant compositions which are biodegradable. Still more particularly in this aspect, the invention relates to lubricant compositions, in the form of water-in-oil emulsion-s which are biodegradable and especially suited for such purposes as hydraulic fluids and various other applications, in whichbiodegradability of the lubricant is a requisite.
(2) Description of the prior art The use of water-in-oil emulsion fluids as lubricant-s in industrial applications, for example, as hydraulic fluids, metal working lubricants and in other areas where lubricants are necessitated, is known to those skilled in this art. An essential component of water-in-oil emulsion lubricants, particularly where these lubricants are employed as hydraulic fluids, is the presence of mineral oil as the continuous phase with water dispersed therein and comprising about 40 percent, by weight, of the-total emulsion fluid. However, .by reason of the presence of such relatively low water-content, and the relatively high nonbiodegradable mineral oil content, the resulting fluid has not been found to be biodegradable to the extent that it can satisfactory pass certain standardized requirements for biodegradability.
Heretofore, attempts have been made to incorporate substantially greater amounts than the 40 percent, by weight, of water to assistin imparting increased biodegradability, particularly in hydraulic fluid applications.
However, since the mineral oil is in the continuous phase,
its viscosityalso affects the viscosity of the finished emulsion thereby decreasing .the eflicacy of the fluid. To offset this, effect it has been attempted to employ mineral oils having lower viscosities than those normally employed, e.g 100 SUS at 100 F. viscosity grade. However, in such modifications, the flash point of the oil is lowered, thereby nullifying the benefit gained through the use of increased amounts of water. In addition, in certain instances, hydraulic pump wear rates tend to be increased above an acceptable level. Hence, prior to the present invention, no commercial water-in-oil emulsion lubricant fluids, with water contents substantially over 40 percent, by weight, and/or employing an oil significantly below SUS at 100 F., are available.
SUMMARY OF THE INVENTION In accordance with the present invention, and in accordance with its objects, there are provided biodegradable water-in-oil emulsion lubricants in which the heretofore-employed non-biodegradable oils, as the continuous phase, are replaced with biodegradable materials, which have viscosities substantially below 100 SUS at 100 F. and flash points approximately equal to that of the aforementioned mineral oils. More specifically, as more fully hereinfurther described, the biodegradable water-in-oil emulsion lubricants of the present invention comprise, by weight, a major amount of water dispersed in a continuous phase comprising a biodegradable compound of the general formula: R X, in which:
R is a straight-chain alkyl group having from 1 to 18 carbon atoms;
X is a straight-chain ester of a fatty organic acid having from 1 to 20 carbon atoms or benzene; and
n is 1 or 2 With respect to the above-described R X formulation, it is found that when other than straight-chain alkyl groups or other than straight-chain esters are employed in the respective R and X substituents, e.g. branchedchain alkyl groups or straight-chain esters, the resulting emulsion formulation is not biodegradable, thereby resulting in an unsatisfactory emulsion fluid. Still more significantly, it is found that where the R substituent represents an alkyl group having more than 18 carbon atoms, the resulting emulsion formulation becomes too viscous and exhibits an unsatisfactory pour point at relatively high temperature operating conditions. With respect to the R substituent, it is also found that when the compound contains more than two R groups (i.e. where n is greater than 2) the emulsion tends to solidify, thus impairing satisfactory utilization for its intended purpose. Insofar as the X substituent is concerned, it is found that where X is a straight-chain ester of a fatty organic acid having more than 20 carbon atoms, poor pour point characteristics are here also exhibited at relatively high operating temperature conditions. In particularly preferred formulations, R represents straight-chain alkyl groups having from 1 to 5 carbon atoms, and X represents straight-chain esters of fatty organic acids having from 10 to 20 carbon atoms.
As hereinbefore indicated, the biodegradable emulsion fluids of the present invention comprise a major amount, by weight, of water. Preferably, water is employed in an amount from about 50 to about 65 percent, by weight. Insofar as the biodegradable compound R X, itself, is concerned, this compound is employed in general, in an amount from about 25 to about 48 percent, and preferably in an amount from about 30 to about 48 percent, by weight, of the total emulsion fluid. The required emulsifying agent is preferably employed in an amount from about 2 to'about 5 percent, by weight, of the total emulsion fluid.
A wide variety of biodegradable compounds may be employed within the scope of the above-described R X str-uctural'formulation. Representative thereof, but not intended as limiting are: methyl laurate; methyl soyate; butyl palmitate; methyl margarate; methyl stearate; ethyl stearate; ethyl oleate; lauryl laurate; lauryl caprylate;
lauryl myristate; stearyl formate; stearyl butylate; myristyl caprate; diisooctyl adipate; di 2 ethyl adipate; n-
DESCRIPTION OF SPECIFIC EMBODIMENTS The following examples and comparative data will serve to illustrate the novel biodegradable water-in-oil emulsion lubricants of the present invention, in which the non-biodegradable oil components heretofore employed in the emulsions of the prior art are replaced by a biodegradable compound, viz, the R,,X component hereinbefore described and the improved results obtained by such substitution.
EXAMPLE 1 A water-in-oil emulsion representative of the novel biodegradable water-in-oil emulsions of the present invention, was prepared, employing as the oil component (i.e. the hereinbefore described R,,X component), a mixture of methyl soyate and methyl laurate, in accordance with the following formulation:
Wt. percent Methyl soyate 24.0 Methyl laurate 5.0
150 polyisobutylene (m. wt. 400) (viscosity improver) 5.0 Emulsifier-Reaction product of tetraethylpentamine polybutene succinic anhydride and zinc cracked wax-benzene sulfonate complex 3.0 Mixed isopropylaminoethanolsVapor space inhibitor 0.3 Ethylene glycol 3.0 Water 59.7
The above-described water-in-oil emulsion was next submitted to a series of formulation tests and evaluations, and the results obtained are shown in the following table:
TABLE I Pour point, F. +15 Viscosity, SUS at 100 F. 400 Vikers pump V104-3 (2 g.p.m.) Test-140 F.,
1200 r.p.m., 1000 p.s.i., vane+ring wear (100 hrs.), mg. 38 B.O.D. (5 day biological orygen demand), mg./
With respect to the above-identified results obtained with the emulsion of Example 1, the Vikers Pump V104-E (2 g.p.m.) Test comprises circulating the test fluid per 100 hours at 1000 p.s.i. by a fixed displacement vane pump. The flow rate varies between 1 and 2 /2 gallons per minute, depending on the viscosity of the test oil. The temperature is maintained at 140 F. in the reservoir. The weight loss of the cam ring and vanes and the appearance of the pump components indicate test fluid performance.
'The acceptability reading for this test should not exceed 100 mg. total wear per 100 hours.
The S-day biodegradable oxygen demand test (B.O.D. comprises the measurement of a biological uptake of oxygen by sewage bacteria in a 5-day period under standard comditions as described on page 415 Standard Methods for the Examination of Water and Wastewater" published by the AmericanPublic Health Association, the American Water Works Association and the Water Pollution Control Federation. A value of at least 100,000 mg./ l. is considered as being biodegradable.
EXAMPLE 2 In order to illustrate the importance of having an oil component of the type characterized by the aforementioned R X compounds of the present invention, present for the purpose of imparting biodegradability to the water-in-oil emulsion, a second water-in-oil emulsion was prepared, identical in all respects with the water-in-oil emulsion of Example 1 except that additional polyisobutylene was substituted for the methyl soyate and methyl laurate components. This second formulation contained the following components:
I Wt. percent polyisobutylene (m. wt. 400) (viscosity improver) 34.0 Emulsifier-Reacti0n product of tetraethylpentamine polybutene succinic anhydride and zinc cracked wax-benzene sulfonate complex 3.0 Mixed Isopropylaminoethanols-Vapor space inhibitor 0.3 Ethylene glycol 3.0 Water' 59.7
As in Example 1, the above formulation of Example 2 was subjected to the same tests and evaluations, and the results obtained are shown in the following table:
B.O.D. (5 day biological oxygen demand), mg./
As will be seen from a comparison of the respective results obtained -with respect to the water-in-oil emulsions of Example 1 and Example 2, the emulsion fluids of the present invention exhibit highly acceptable biodegradability in addition to other desirable characteristics, making these emulsions suitable for a wide variety of useful applications.
It will be, of course, apparent that other compounds, as hereinbefore indicated, may be substituted for those of the R X designation. Although the present invention has been described herein by means of certain specific embodiments and illustrative examples, it is not intended that the scope thereof be limited in any way, and is capable of various modifications and adaptations, as those skilled in the art will readily appreciate.
I claim:
1. A biodegradable water-in-oil emulsion lubricant consisting essentially of, by weight, a major amount of water dispersed in a continuous phase of a biodegradable compound of the general formula:
0 n-tLo-n in which R is a straight-chain alkyl group having from 1 to 19 carbon atoms and R is a straight-chain alkyl group having from 1 to 18 carbon atoms.
2. A lubricant as defined in claim 1 wherein R has from 1 to about 5 carbon atoms.
3. A lubricant as defined in claim 1 wherein R has from about 9 to about 19 carbon atoms.
4. A lubricant as defined inclaim 1 wherein water is present in an amount from about 50 to about 65 percent by weight.
5. A lubricant as defined in claim 1 wherein said biodegradable compound isv present in an amount from about 25 to about 48 percent, by weight.
6. A lubricant as defined in claim 1 wherein said biodegradable compound is present in an amount from about 30 to about 48 percent, by weight.
7. A lubricant as defined in claim 1 containing an emulsifying agent in an amount from about 2 to about 5 percent, by weight.
8 A lubricant as defined in claim 1 wherein said biodegradable compound comprises methyl soyate.
9. A lubricant as defined in claim 1 wherein biodegradable compound comprises methyl laurate.
10. A lubricant as defined in claim 1 wherein said biodegradable compound comprises butyl palmitate.
References Cited UNITED STATES PATENTS 9/1965 Moller et al. 252-49.5 X 3/1969 Armstrong et al. 252-49.5 6/1962 Colucci et al. 252-79 15 said 5 McLean 252-49.5 X Zuraw 252-49.5 Van Dee Minne et al.
252-49.5 X Bennett 252-49.5 X Holzinger 25249.5 X Wiese 252-77 X Waldmann 252-77 X Brown 252-49.5 X
PATRICK P. GARVI-N, Primary Examiner Us. 01. X.R.
mg? sums vm'mwr OFFICE CERTIFICATE OF CORRECTION Patent No. 3,791,975 v nu February l2, 197A v t NICHOLAS HALKIAS It is ccrtifis-d that mm appurl in the above-identified patent aid that said Lupus Patent are hereby corrected as shown below Colmnn 1 line 51 "satisfactory" should read satisfactorily columns line L9 "wonshould read VlO4-E ,I i I Signed and sealed this 11th day of June 197.
(SEAL) Attost:
EDWARD H.FLETCHER,JR. Attesting Officer 0 iiARSHALL; mm: Commissioner of Patents
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Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4119547A (en) * 1976-07-12 1978-10-10 Tower Oil & Technology Co. High temperature lubricant composition
DE3247426A1 (en) * 1982-12-22 1984-06-28 Merck Patent Gmbh, 6100 Darmstadt CUTTING OIL FOR THE BARBING PROCESSING OF COLORED METALS
US4749503A (en) * 1986-03-07 1988-06-07 Chemical Exchange Industries, Inc. Method and composition to control microbial growth in metalworking fluids
EP0324887A2 (en) * 1988-01-20 1989-07-26 Henkel Kommanditgesellschaft auf Aktien Compositions for freeing stuck drill pipes
US5641734A (en) * 1991-10-31 1997-06-24 The Lubrizol Corporation Biodegradable chain bar lubricant composition for chain saws
US6461730B1 (en) * 1991-09-20 2002-10-08 Danfoss A/S Lubricant for wire used for forming the stator windings of an electrical refrigerating compressor
EP1425367A2 (en) * 2001-08-14 2004-06-09 United Soybean Board Soy-based methyl ester high performance metal working fluids
US20040214734A1 (en) * 2001-09-05 2004-10-28 King James P. Soybean oil based metalworking fluids
US20050249880A1 (en) * 2004-05-07 2005-11-10 Wallace Angela I Low VOC antimicrobial coating compositions
US20100204365A1 (en) * 2008-11-21 2010-08-12 Tao Bernard Y Soy methyl ester polystyrene blends for use in concrete
US10174238B2 (en) 2015-11-18 2019-01-08 Earth Lubricants, LLC Environmentally friendly lubricant for drilling processes

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4119547A (en) * 1976-07-12 1978-10-10 Tower Oil & Technology Co. High temperature lubricant composition
DE3247426A1 (en) * 1982-12-22 1984-06-28 Merck Patent Gmbh, 6100 Darmstadt CUTTING OIL FOR THE BARBING PROCESSING OF COLORED METALS
US4749503A (en) * 1986-03-07 1988-06-07 Chemical Exchange Industries, Inc. Method and composition to control microbial growth in metalworking fluids
EP0324887A2 (en) * 1988-01-20 1989-07-26 Henkel Kommanditgesellschaft auf Aktien Compositions for freeing stuck drill pipes
EP0324887A3 (en) * 1988-01-20 1990-12-19 Henkel Kommanditgesellschaft Auf Aktien Compositions for freeing stuck drill pipes
AT395857B (en) * 1988-01-20 1993-03-25 Henkel Kgaa MINERAL OIL-FREE COMPOSITIONS FOR THE RELEASE OF FIXED DRILL RODS
US6461730B1 (en) * 1991-09-20 2002-10-08 Danfoss A/S Lubricant for wire used for forming the stator windings of an electrical refrigerating compressor
US6562767B1 (en) * 1991-09-30 2003-05-13 Danfoss Compressors Gmbh Process for producing a lubricant coated laquered wire used for forming the stator winding of an electrical refrigerating compressor
US5641734A (en) * 1991-10-31 1997-06-24 The Lubrizol Corporation Biodegradable chain bar lubricant composition for chain saws
US7683016B2 (en) 2001-08-14 2010-03-23 United Soybean Board Soy-based methyl ester high performance metal working fluids
US20040248744A1 (en) * 2001-08-14 2004-12-09 King James P. Soy-based methyl ester high performance metal working fluids
EP1425367A4 (en) * 2001-08-14 2006-11-02 United Soybean Board Soy-based methyl ester high performance metal working fluids
EP1425367A2 (en) * 2001-08-14 2004-06-09 United Soybean Board Soy-based methyl ester high performance metal working fluids
US20040214734A1 (en) * 2001-09-05 2004-10-28 King James P. Soybean oil based metalworking fluids
US7439212B2 (en) 2001-09-05 2008-10-21 United Soybean Board Soybean oil based metalworking fluids
US20050249880A1 (en) * 2004-05-07 2005-11-10 Wallace Angela I Low VOC antimicrobial coating compositions
US20100204365A1 (en) * 2008-11-21 2010-08-12 Tao Bernard Y Soy methyl ester polystyrene blends for use in concrete
US8129459B2 (en) 2008-11-21 2012-03-06 Purdue Research Foundation Soy methyl ester polystyrene blends for use in concrete
US9499444B2 (en) 2008-11-21 2016-11-22 Purdue Research Foundation Alkyl ester polystyrene blends for use in concrete
US10174238B2 (en) 2015-11-18 2019-01-08 Earth Lubricants, LLC Environmentally friendly lubricant for drilling processes

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