US2160917A - Lubricant - Google Patents

Lubricant Download PDF

Info

Publication number
US2160917A
US2160917A US147484A US14748437A US2160917A US 2160917 A US2160917 A US 2160917A US 147484 A US147484 A US 147484A US 14748437 A US14748437 A US 14748437A US 2160917 A US2160917 A US 2160917A
Authority
US
United States
Prior art keywords
cadmium
bearings
corrosive
group
silver
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
US147484A
Inventor
Bernard H Shoemaker
Clarence M Loane
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Standard Oil Co
Original Assignee
Standard Oil Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Standard Oil Co filed Critical Standard Oil Co
Priority to US147484A priority Critical patent/US2160917A/en
Application granted granted Critical
Publication of US2160917A publication Critical patent/US2160917A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
    • 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
    • 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
    • C10M2223/042—Metal salts thereof
    • 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
    • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C10M2227/06—Organic compounds derived from inorganic acids or metal salts
    • C10M2227/061—Esters derived from boron

Definitions

  • This invention relates to lubricants and, in particular, to addition agents imparting to lubricants improved properties.
  • Our invention has particular utility in preventing and/or inhibiting the corrosion of hard metal alloy bearings such as copper-lead, cadmium-nickel, and cadmium-silver bearings which, to a large extent, have replaced soft metal bearings such as Babbitt metal in the trend toward internal combustion engines having high compression ratios and having increased acceleration and increased speed characteristics.
  • hard metal alloy bearings such as copper-lead, cadmium-nickel, and cadmium-silver bearings
  • soft metal bearings such as Babbitt metal in the trend toward internal combustion engines having high compression ratios and having increased acceleration and increased speed characteristics.
  • the use of the hard metal bearings has created lubrication and corrosion problems, particularly in connection with highly refined oils, some of which may be very corrosive to the hard metal bearmgs.
  • highly refined lubricating oils we mean viscous oils which have a minimumviscosity in the range of S. A. E. 10 oils and which have been subjected to such refining processes such as, for example, solvent extraction, that the parafiinicity of the oil is markedly increased. It has been found that highly refined lubricating oils cause corrosion to alloy bearings of the cadmium-silver type to the extent of 5 mg. /cm. and even greater when such bearings are submerged for 25 hours or less in an air agitated oil which has been preoxidized at about 340 F. for 25 to 50 hours.
  • the motor oils may be highly refined lubricating oils as such or mixtures of highly refined lubricating oils with less highly refined lubricating oils, or stated in anotherway, mixtures of corrosive oils and non-corrosive oils, examples of the latter being lubricating oil fractions from Winkler crude or crudes of the Winkler type.
  • Esters of the above classes may be prepared by the following reactions:
  • Examples of specific compounds of the above esters of boric acid are: Tributyl borate, tributyl thioborate, triamyl borate, tri'amyl thioborate, dibutyl ethyl borate, butyl diethyl borate, hexyl meta borate, amyl meta thioborate, tri isoamyl borate, triphenyl borate, triphenyl thioborate, diphenyl propyl borate, trilauryl borate, trimyricyl borate, and tri isoamyl thioborate.
  • test strips of cadmium-silver alloy bearing metal are sub merged in a highly refined lubricating oil both with and without 0.25% of the inhibitor.
  • the oils are maintained at a temperature of about 341 F. while passing 10 liters of air per hour through the oil, and the time required for the test strips to lose 5 mgs. per sq. cm. of bearing surface determined.
  • butyl phosphite is preferably a mixture of mono-, diand tributyl phosphite, the mono-butyl phosphite being present in an amount less than 3% of the phosphite mixture.
  • the herein described compounds are also efiective in reducing engine wear.
  • a lubricating oil non-corrosive to hard metal alloy bearings having the .cbrrosive susceptibility of alloys of .the group consisting of cadmium-silver, c dmium-nickel' and copperlead alloys whic comprises a mineral lubricating oil normally corrosive to bearings of the cadmium-silver type and an organic ester of boric acid having the general formula B(XR)3.
  • R is a radical selected from the group consisting of alkyl, aryl, hydroaryl,-and X is an element selected from the-group consisting of oxygen and sulfur said organic ester of boric acid being added in a small but sumce'ent amount to render said lubricating oil non-corrosive to said hard metal alloy bearings.
  • a lubricating oil non-corrosive to hard metal alloy bearings having the corrosive susceptibility of alloys of the group consisting of cadmium-silver, cadmium-nickel and copperlead alloys which comprises a mineral lubricating oil normally corrosive to bearings of the cadmium-silver type and corrosion inhibiting amounts up to about 2% of an alkyl borate.
  • lead alloys which comprises a mineral lubricating oil normally corrosive to bearings 01.
  • the cadmium-silver type and corrosion inhibiting amounts up to about 2% of an aryl borate.
  • a lubricating oil non-corrosive to hard metal alloy bearings having the corrosive susceptibility of alloys of the group consisting of cadmium-nickel and copperlead alloys which comprises a mineral lubricating oil normally corrosive to bearings of the cadmium-silver type and corrosion inhibiting amounts up to about 2% of tributyl borate.
  • the method of lubricating internal combustion engines provided with hard metal alloy bearings having the corrosive susceptibility of alloys of the group consisting of cadmium-silver, cadmium-nickel and copper-lead alloys which comprises applying to said bearings a lubricant comprising a mineral oil normally corrosive to bear- .ings of the cadmium-silver type and from about 0.05% to about 2% of tributyl borate.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)

Description

Patented June 5, 1939 LUBRICANT ana No Drawing. Application June 10, 1937, Serial No. 147,484
9 Claims.
This invention relates to lubricants and, in particular, to addition agents imparting to lubricants improved properties.
Our invention has particular utility in preventing and/or inhibiting the corrosion of hard metal alloy bearings such as copper-lead, cadmium-nickel, and cadmium-silver bearings which, to a large extent, have replaced soft metal bearings such as Babbitt metal in the trend toward internal combustion engines having high compression ratios and having increased acceleration and increased speed characteristics. The use of the hard metal bearings has created lubrication and corrosion problems, particularly in connection with highly refined oils, some of which may be very corrosive to the hard metal bearmgs.
By highly refined lubricating oils we mean viscous oils which have a minimumviscosity in the range of S. A. E. 10 oils and which have been subjected to such refining processes such as, for example, solvent extraction, that the parafiinicity of the oil is markedly increased. It has been found that highly refined lubricating oils cause corrosion to alloy bearings of the cadmium-silver type to the extent of 5 mg. /cm. and even greater when such bearings are submerged for 25 hours or less in an air agitated oil which has been preoxidized at about 340 F. for 25 to 50 hours. The motor oils may be highly refined lubricating oils as such or mixtures of highly refined lubricating oils with less highly refined lubricating oils, or stated in anotherway, mixtures of corrosive oils and non-corrosive oils, examples of the latter being lubricating oil fractions from Winkler crude or crudes of the Winkler type.
We have found that the corrosion to hard metal alloy bearings by highly refined lubricating oils can be inhibited by adding to such oils up to 2% but preferably 0.05% to 0.75% of an organic ester of boric acid selected from the group consisting of boric acid esters having the general formulae B(XR)3 and X=B( m,) in which R is a radical selected from the group consisting of alkyl, aryl, hydroaryL'aralkyl; and X is an element selected from the group consisting of oxygen and sulfur.
Esters of the above classes may be prepared by the following reactions:
in which X is either oxygen or sulfur, and Y is a halogen. By using an excess of the boron trihalide intermediate products having thegeneral formula (RX) 10B(Y) 3 -10 (in which to is a whole number 1 or 2) can be formed.
Examples of specific compounds of the above esters of boric acid are: Tributyl borate, tributyl thioborate, triamyl borate, tri'amyl thioborate, dibutyl ethyl borate, butyl diethyl borate, hexyl meta borate, amyl meta thioborate, tri isoamyl borate, triphenyl borate, triphenyl thioborate, diphenyl propyl borate, trilauryl borate, trimyricyl borate, and tri isoamyl thioborate.
To test the effectiveness of these compounds in inhibiting corrosion to hard metal alloy bearings of the cadmium-silver type in the presence of a highly refined lubricating oil, test strips of cadmium-silver alloy bearing metal are sub merged in a highly refined lubricating oil both with and without 0.25% of the inhibitor. The oils are maintained at a temperature of about 341 F. while passing 10 liters of air per hour through the oil, and the time required for the test strips to lose 5 mgs. per sq. cm. of bearing surface determined.
Using tributyl borate as theinhibitor the following results are obtained:
Time for 5 mg.
To determine the effectiveness of the boric acid esters in actual engine operation a mixture of 0.25% tributyl borate in a 20 S. A. E. highly refined motor oil was tested in an internal combustion engine provided with cadmium-silver alloy bearings under. conditions more severe than those encountered" during normal operations. The engine was operated at 2500 R. P. M. at 30 B. H. P. output with a waterjacket temperature of 250-260 F. and. an oil sump temperature of about 300 F. Operating the engine under these conditions with the oil-containing no inhibitor and with the oil containing the inhibitor the following results were obtained:
The above data strikingly show the efiectiveness of the organic esters of boric acid in preventing and/or inhibiting corrosion to hard metal alloy bearings of the cadmium-silver type in internal combustion engines in actual operation, and confirm the laboratory results. A
While we have described the use of the organic esters of boric acid in lubricating oils, we may also employ a mixture of the organic esters of boric acid and a small amount of butyl phosphite in the lubricating oil. The butyl phosphite ispreferably a mixture of mono-, diand tributyl phosphite, the mono-butyl phosphite being present in an amount less than 3% of the phosphite mixture.
In addition to being effective in preventing corrosion, the herein described compounds are also efiective in reducing engine wear.
While we have described our invention by reference to a preferred embodiment thereof it is to be understood that the same is merely fllustrative of our invention and is not a limitation thereof except insofar as the same is defined by the appended claims. i
We claim:
l. A lubricating oil non-corrosive to hard metal alloy bearings having the corrosive susceptibility of alloys of the group consisting of cadmium-silver, cadmium-nickel, and copperlead alloys which comprises a highly refined petroleum lubricating oil normally corrosive to bearings of the cadmium-silver type and from about 0.05% to about 2% of an organic ester of boric acid selected from the group consisting of boric acid esters having the general formulae B(XR)3 and X=B(XR) in which R is a radical selected from the groupwonsisting of alkyl, aryl, hydroaryl, aralkyl, and X is an element selected from the group consisting of oxygen and sulfur.
2. A lubricating oil non-corrosive to hard metal alloy bearings having the .cbrrosive susceptibility of alloys of .the group consisting of cadmium-silver, c dmium-nickel' and copperlead alloys whic comprises a mineral lubricating oil normally corrosive to bearings of the cadmium-silver type and an organic ester of boric acid having the general formula B(XR)3.
in which R is a radical selected from the group consisting of alkyl, aryl, hydroaryl,-and X is an element selected from the-group consisting of oxygen and sulfur said organic ester of boric acid being added in a small but sumce'ent amount to render said lubricating oil non-corrosive to said hard metal alloy bearings.
3. A lubricating oil non-corrosive to hard metal alloy bearings having the corrosive susceptibility of alloys of the group consisting of cadmium-silver, cadmium-nickel and copperlead alloys which comprises a mineral lubricating oil normally corrosive to bearings of the cadmium-silver type and corrosion inhibiting amounts up to about 2% of an alkyl borate.
4. A lubricating oil' non-corrosive to hard 7 metal alloy, bearings having the corrosive susceptibility of alloys of the group consisting of cadmium-silver, cadmium-nickel and coppercadmium-silver,
lead alloys which comprises a mineral lubricating oil normally corrosive to bearings 01. the cadmium-silver type and corrosion inhibiting amounts up to about 2% of an aryl borate.
- 5'. A lubricating oil non-corrosive to hard metal alloy bearings having the corrosive susceptibility of alloys of the group consisting of cadmium-nickel and copperlead alloys which comprises a mineral lubricating oil normally corrosive to bearings of the cadmium-silver type and corrosion inhibiting amounts up to about 2% of tributyl borate.
6. The method of lubricating internal combustion engines provided with hard metal alloy bearings having the corrosive susceptibility of alloys of the group consisting of, cadmium-silver, cadmium-nickel and copper-lead alloys which comprises applying to said bearings a lubricant comprising a mineral oil normally corrosive to bearings of the cadmium-silver type and a small amount suflicient to render said lubricating oils noncorrosive to said bearings of an organic ester of boric acid selected from the group consisting of boric acid esters having the general formulae B(XR)3 and X=B(XR) in which R is a radical selected from the group consisting of alkyl, aryl, hydroaryl, and X is an element selected from the group consisting of oxygen and sulfur.
7- The method of lubricating internal combustion engines provided with hard metal alloy bearings having the corrosive susceptibility of alloys of the group consisting of cadmium-silver, cadmium-nickel and copper-lead alloys'which comprises applying to said bearings a lubricant comprising a mineral oil normally corrosive to bearings of the cadmium-silver type and corrosion inhibiting amount up to about 2% of an organic ester of boric acid having the general formula B(XR)3 in which R is a radical selected from the group consisting of alkyl, aryl, hydroaryl, aralkyl and X is an element selected from the group consisting of oxygen and sulfur whereby said mineral oil is rendered non-corrosive to said hard metal alloy bearings.
8. The method of lubricating internal combustion engines provided with hard metal alloy bearings having the corrosive susceptibility of alloys of the group consisting of cadmium-silver, cadmium-nickel and copper-lead alloys which comprises applying to said bearings a lubricant comprising a mineral oil normally corrosive to bearings of the cadmium-silver type and from about 0.05% to about 2% of an alkyl borate.
The method of lubricating internal combustion engines provided with hard metal alloy bearings having the corrosive susceptibility of alloys of the group consisting of cadmium-silver, cadmium-nickel and copper-lead alloys which comprises applying to said bearings a lubricant comprising a mineral oil normally corrosive to bear- .ings of the cadmium-silver type and from about 0.05% to about 2% of tributyl borate.
BERNARD H. SHOEMAKER. CLARENCE M. LOANE.
CERTIFICATE OF CORRECTION.
June 6, 1959.
I BERNARD H. SHOEMAKER, ET AL. 4
It is hereby certified that error appears in the printed specification of the above numbered patent requiring correction as followsi Page 2, second column, line 27, ciaim (garter "hydroaryl," insert the word and comma ara1kyl,; and that the said Letters Patent should be read with this correction therein that the same may conform to the record of the case in the Patent No. 2,160,917
Patent Office.
Signed and sealed this 25th day of July, A. D. 19 9.
Henry Van Arsdale,
(Seal) Acting Commissioner of Patents.:
US147484A 1937-06-10 1937-06-10 Lubricant Expired - Lifetime US2160917A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US147484A US2160917A (en) 1937-06-10 1937-06-10 Lubricant

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US147484A US2160917A (en) 1937-06-10 1937-06-10 Lubricant

Publications (1)

Publication Number Publication Date
US2160917A true US2160917A (en) 1939-06-06

Family

ID=22521744

Family Applications (1)

Application Number Title Priority Date Filing Date
US147484A Expired - Lifetime US2160917A (en) 1937-06-10 1937-06-10 Lubricant

Country Status (1)

Country Link
US (1) US2160917A (en)

Cited By (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2611742A (en) * 1949-12-17 1952-09-23 Aluminum Co Of America Lubrication composition
US2611746A (en) * 1947-06-10 1952-09-23 Aluminum Co Of America Lubricating composition
US2611743A (en) * 1949-12-17 1952-09-23 Aluminum Co Of America Lubrication composition
US2611745A (en) * 1947-06-10 1952-09-23 Aluminum Co Of America Lubricating composition
US2611744A (en) * 1949-12-17 1952-09-23 Aluminum Co Of America Lubrication composition
US2721181A (en) * 1952-10-09 1955-10-18 Kendall Refining Company Lubricant
US2721180A (en) * 1952-10-09 1955-10-18 Kendall Refining Company Organo-boron compositions and method for production thereof
US2813830A (en) * 1953-11-07 1957-11-19 Gulf Research Development Co Hydrocarbon oil compositions
US2822333A (en) * 1952-11-10 1958-02-04 Exxon Research Engineering Co Lubrication of refrigerator equipment
US2830953A (en) * 1956-05-28 1958-04-15 Gen Electric Silicone lubricating oils
US2970428A (en) * 1952-10-25 1961-02-07 Standard Oil Co Trithioborate rocket fuel
US2975134A (en) * 1956-02-24 1961-03-14 Union Oil Co Antiwear lubricants containing boron esters
US3014869A (en) * 1959-10-29 1961-12-26 Shell Oil Co Lubricating oil composition
US3030196A (en) * 1956-04-09 1962-04-17 Ethyl Corp Hydrocarbon fuels containing boron esters
US3067234A (en) * 1959-03-09 1962-12-04 Bayer Ag Production of alkyl thioboric acid esters
US3082169A (en) * 1960-09-23 1963-03-19 Texaco Inc Adducts of alkarylborates with trialkylphosphites or alkyl sulfoxide
US3089851A (en) * 1958-12-08 1963-05-14 Standard Oil Co Lubricant additive and composition containing same
US3104255A (en) * 1960-06-16 1963-09-17 Standard Oil Co Telomerization of unsaturated hydrocarbons with alkylene glycol borates and telomeric products obtained thereby
US3108966A (en) * 1960-08-23 1963-10-29 Texaco Inc Lubricant containing copper corrosion inhibitor
US3117153A (en) * 1960-03-16 1964-01-07 Exxon Research Engineering Co Preparation of higher boron compounds and alcohol derivatives thereor
US3125527A (en) * 1964-03-17 Synergistic combination of extreme pres-
US3125528A (en) * 1964-03-17 Method of lubricating automotive
US3125526A (en) * 1964-03-17 Lubricating greases containing borate
US3347793A (en) * 1956-04-23 1967-10-17 American Potash & Chem Corp Borate esters and gasoline or lubricating oil compositions
US5033415A (en) * 1987-06-22 1991-07-23 Mobil Oil Corporation Friction reducing additives and compositions thereof
US20160075962A1 (en) * 2012-02-29 2016-03-17 Rand Innovations, Llc Lubricant composition, method of preparing the same, and firearm cleaner including the same

Cited By (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3125527A (en) * 1964-03-17 Synergistic combination of extreme pres-
US3125528A (en) * 1964-03-17 Method of lubricating automotive
US3125526A (en) * 1964-03-17 Lubricating greases containing borate
US2611746A (en) * 1947-06-10 1952-09-23 Aluminum Co Of America Lubricating composition
US2611745A (en) * 1947-06-10 1952-09-23 Aluminum Co Of America Lubricating composition
US2611742A (en) * 1949-12-17 1952-09-23 Aluminum Co Of America Lubrication composition
US2611743A (en) * 1949-12-17 1952-09-23 Aluminum Co Of America Lubrication composition
US2611744A (en) * 1949-12-17 1952-09-23 Aluminum Co Of America Lubrication composition
US2721181A (en) * 1952-10-09 1955-10-18 Kendall Refining Company Lubricant
US2721180A (en) * 1952-10-09 1955-10-18 Kendall Refining Company Organo-boron compositions and method for production thereof
US2970428A (en) * 1952-10-25 1961-02-07 Standard Oil Co Trithioborate rocket fuel
US2822333A (en) * 1952-11-10 1958-02-04 Exxon Research Engineering Co Lubrication of refrigerator equipment
US2813830A (en) * 1953-11-07 1957-11-19 Gulf Research Development Co Hydrocarbon oil compositions
US2975134A (en) * 1956-02-24 1961-03-14 Union Oil Co Antiwear lubricants containing boron esters
US3030196A (en) * 1956-04-09 1962-04-17 Ethyl Corp Hydrocarbon fuels containing boron esters
US3347793A (en) * 1956-04-23 1967-10-17 American Potash & Chem Corp Borate esters and gasoline or lubricating oil compositions
US2830953A (en) * 1956-05-28 1958-04-15 Gen Electric Silicone lubricating oils
US3089851A (en) * 1958-12-08 1963-05-14 Standard Oil Co Lubricant additive and composition containing same
US3108959A (en) * 1958-12-08 1963-10-29 Standard Oil Co Lubricant additive and composition containing same
US3108958A (en) * 1958-12-08 1963-10-29 Standard Oil Co Lubricant additive and composition containing same
US3067234A (en) * 1959-03-09 1962-12-04 Bayer Ag Production of alkyl thioboric acid esters
US3014869A (en) * 1959-10-29 1961-12-26 Shell Oil Co Lubricating oil composition
US3117153A (en) * 1960-03-16 1964-01-07 Exxon Research Engineering Co Preparation of higher boron compounds and alcohol derivatives thereor
US3104255A (en) * 1960-06-16 1963-09-17 Standard Oil Co Telomerization of unsaturated hydrocarbons with alkylene glycol borates and telomeric products obtained thereby
US3108966A (en) * 1960-08-23 1963-10-29 Texaco Inc Lubricant containing copper corrosion inhibitor
US3082169A (en) * 1960-09-23 1963-03-19 Texaco Inc Adducts of alkarylborates with trialkylphosphites or alkyl sulfoxide
US5033415A (en) * 1987-06-22 1991-07-23 Mobil Oil Corporation Friction reducing additives and compositions thereof
US20160075962A1 (en) * 2012-02-29 2016-03-17 Rand Innovations, Llc Lubricant composition, method of preparing the same, and firearm cleaner including the same
US9719042B2 (en) * 2012-02-29 2017-08-01 Rand Innovations, Llc Lubricant composition, method of preparing the same, and firearm cleaner including the same

Similar Documents

Publication Publication Date Title
US2160917A (en) Lubricant
US2174019A (en) Lubricant
US2160880A (en) Lubricant
US2169185A (en) Lubricating oils
US2160273A (en) Lubricant
US2795548A (en) Lubricant compositions
US2285854A (en) Lubrication
US2416985A (en) Compounded mineral oil
US2209464A (en) Lubricant
US2252985A (en) Compounded oil
US2239841A (en) Lubricating oil and lubrication therewith
US2353558A (en) Addition agent for lubricating oil and method of making same
US2191996A (en) Lubricating oil
US2058343A (en) Petroleum product and method of making same
US2203102A (en) Lubricant
US2154097A (en) Lubricating oil
US2293445A (en) Lubricant with high temperature stability
US2326140A (en) Lubricant
US2169700A (en) Lubricant
US2228658A (en) Compounded mineral oil
US2393934A (en) Mineral oil composition
US2218918A (en) Lubricating oil
US2160881A (en) Lubricant
US2321307A (en) Lubricating oil, insulating and similar oil
US2902450A (en) Lubricating oil composition