US2308691A - Lubricating oil - Google Patents

Lubricating oil Download PDF

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Publication number
US2308691A
US2308691A US367061A US36706140A US2308691A US 2308691 A US2308691 A US 2308691A US 367061 A US367061 A US 367061A US 36706140 A US36706140 A US 36706140A US 2308691 A US2308691 A US 2308691A
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US
United States
Prior art keywords
aminodiphenylamine
oil
lubricating oil
small amount
beneflciated
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
US367061A
Inventor
Everett C Hughes
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 US367061A priority Critical patent/US2308691A/en
Application granted granted Critical
Publication of US2308691A publication Critical patent/US2308691A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • 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
    • C10M1/00Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
    • 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
    • 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
    • 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
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/066Arylene diamines
    • 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
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/086Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing sulfur atoms bound to carbon atoms of six-membered aromatic rings
    • 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
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C10M2219/108Phenothiazine

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  • 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

atented Jan. i9 14 LUBRICdG H3 No Drawing. Application November 25, 1940, Serial No. 367,061
Claims.
This invention relates to mineral oils; and it is among the objects of the invention to provide compositions afiording increased stability in service conditions, such as involved in contact with metals, and elevated temperatures, etc.
To the accomplishment ofthe foregoing and related ends, the invention, then, comprises the features hereinafter fully described, and particularly pointed out in the claims, the following description setting forth in detail certain illustrative embodiments of the invention, these being indicative however, of but a few of the various ways in which the principle of the invention may be employed.
With the mineral oil, which may be of desired character, for instance 45-200 sec. Saybolt Universal at 210 F., there is incorporated a small amount of an aminodiphenylamine compound. Less than 5 per cent is in general suficient, and usually 0.1 to 1 per cent. The aminodiphenylamine compound maybe an amino diphenylamine per se or derivative. The derivative may have substituents on the nitrogen atoms as well as on the rings. The substituents may be alkyl, aryl, heterocyclic radicals, cycloparafiin, alkylidene, arylidene, acyl, or substituted derivatives of such groups, ashalogen, sulphur, OH, -SH, R--O--, RCO, etc. The substituent on the ring may be any of the above as well as their derivatives. Illustrative of such compounds are t-aminodiphenylamine, Z-aminodiphenylamine,
3 aminodiphenylamine, N-acetyl 2 -'aminodiphenylamine, N-benzyl-2-aminodiphenylamine, t amlnodiphenylamine, N-acetyl 4 aminodiphenylamine, pCi'Is.CeH4.NH.CsI-I4.NH2-p, dimethyl-t-aminodiphenylamine, etc. Very advantageous are sulphur aminodiphenylamines, as for instance R or R being hydrogen, alkyl, aryl, heterocyclic, cycloparamn groups, etc., or their derivatives, illustrated for instance by 4 aminothiodiphenylamine.
As an example: With a commercial S.'A. E. 20 lubricating stock there is incorporated 0.25 per cent of 4-aminodiphenylamine. This product tested by the quick test method involving passing air at the rate of thirty liters per hour through the oil at 300 F. for sixty-five hours, showed a viscosity increase of '71 sec. Saybolt at F., sludge formation 4.4 per cent, lacquer formation 16.2 mg., copper corrosion 0.3, and appearance rating B. In contrast, the oil without the aminodiphenylamine compound, tested under the same conditions, showed a viscosity increase of 258, sludge formation 9.2, lacquer formation 54.6, copper corrosion 6.3, and appearance rating D.
Other modes of applying the principle of the invention may be employed, change being made as regards the details described, provided the features stated in any of the following claims, or the equivalent of such, be employed.
I therefore particularly point out and distinctit 1y claim as my invention:
1. A beneflciated mineral oil consisting of an oil of lubricating viscosity and a small amount of dimethyl-t-aminodiphenylamine.
2. A beneflciated mineral oil consisting of an oil of lubricating viscosity and a small amount of d-amlnodiphenylamine.
3. A beneflciated mineral oil consisting of an oil of lubricating viscosity and a small amount of 4-aminothiodiphenylamine.
4. A beneflciated mineral oil consisting of an oil of lubricating viscosity and a small amount of a sulphur mono-aminodiphenylamine.
5. A beneflciated mineral oil consisting of an oil of lubricating viscosity and a small amount of a mono-aminodiphenylamine compound.
0. mums.
US367061A 1940-11-25 1940-11-25 Lubricating oil Expired - Lifetime US2308691A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US367061A US2308691A (en) 1940-11-25 1940-11-25 Lubricating oil

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2471714A (en) * 1948-05-22 1949-05-31 American Cyanamid Co Stabilized dry rosin size composition
US2542982A (en) * 1946-07-03 1951-02-27 Standard Oil Co Unsaturated amine-sulfur reaction products as lubricant additives and lubricating oils containing same
US2848444A (en) * 1955-05-25 1958-08-19 Exxon Research Engineering Co Diphenylamine-metal polysulfide reaction products and method of preparing same
US3255110A (en) * 1962-07-30 1966-06-07 Chevron Res Lubricating composition
US3389124A (en) * 1965-01-28 1968-06-18 Universal Oil Prod Co Organic substance stabilized with amino-substituted polycyclic heterocyclic inhibitor

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2542982A (en) * 1946-07-03 1951-02-27 Standard Oil Co Unsaturated amine-sulfur reaction products as lubricant additives and lubricating oils containing same
US2471714A (en) * 1948-05-22 1949-05-31 American Cyanamid Co Stabilized dry rosin size composition
US2848444A (en) * 1955-05-25 1958-08-19 Exxon Research Engineering Co Diphenylamine-metal polysulfide reaction products and method of preparing same
US3255110A (en) * 1962-07-30 1966-06-07 Chevron Res Lubricating composition
US3389124A (en) * 1965-01-28 1968-06-18 Universal Oil Prod Co Organic substance stabilized with amino-substituted polycyclic heterocyclic inhibitor

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