US2308691A - Lubricating oil - Google Patents
Lubricating oil Download PDFInfo
- 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
- Authority
- 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
Links
- 239000010687 lubricating oil Substances 0.000 title 1
- -1 aminodiphenylamine compound Chemical class 0.000 description 8
- 239000002480 mineral oil Substances 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- 230000001050 lubricating effect Effects 0.000 description 6
- 235000010446 mineral oil Nutrition 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 3
- YHYKLKNNBYLTQY-UHFFFAOYSA-N 1,1-diphenylhydrazine Chemical compound C=1C=CC=CC=1N(N)C1=CC=CC=C1 YHYKLKNNBYLTQY-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 239000004922 lacquer Substances 0.000 description 2
- 239000010802 sludge Substances 0.000 description 2
- 101100048447 Caenorhabditis elegans unc-4 gene Proteins 0.000 description 1
- 125000003047 N-acetyl group Chemical group 0.000 description 1
- UVHNEJFREAIXLX-UHFFFAOYSA-N S-(N-phenylanilino)thiohydroxylamine Chemical compound NSN(C1=CC=CC=C1)C1=CC=CC=C1 UVHNEJFREAIXLX-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 125000001118 alkylidene group Chemical group 0.000 description 1
- 125000003968 arylidene group Chemical group [H]C(c)=* 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- ATGUVEKSASEFFO-UHFFFAOYSA-N p-aminodiphenylamine Chemical compound C1=CC(N)=CC=C1NC1=CC=CC=C1 ATGUVEKSASEFFO-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives 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
- 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
- C10M2215/066—Arylene diamines
-
- 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
- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M2219/086—Thiols; 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
-
- 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
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
- C10M2219/108—Phenothiazine
Definitions
- 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.
- the invention 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.
- 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,
- a beneflciated mineral oil consisting of an oil of lubricating viscosity and a small amount of dimethyl-t-aminodiphenylamine.
- a beneflciated mineral oil consisting of an oil of lubricating viscosity and a small amount of d-amlnodiphenylamine.
- a beneflciated mineral oil consisting of an oil of lubricating viscosity and a small amount of 4-aminothiodiphenylamine.
- a beneflciated mineral oil consisting of an oil of lubricating viscosity and a small amount of a sulphur mono-aminodiphenylamine.
- a beneflciated mineral oil consisting of an oil of lubricating viscosity and a small amount of a mono-aminodiphenylamine compound.
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
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.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US367061A US2308691A (en) | 1940-11-25 | 1940-11-25 | Lubricating oil |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US367061A US2308691A (en) | 1940-11-25 | 1940-11-25 | Lubricating oil |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2308691A true US2308691A (en) | 1943-01-19 |
Family
ID=23445778
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US367061A Expired - Lifetime US2308691A (en) | 1940-11-25 | 1940-11-25 | Lubricating oil |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2308691A (en) |
Cited By (5)
| 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 |
-
1940
- 1940-11-25 US US367061A patent/US2308691A/en not_active Expired - Lifetime
Cited By (5)
| 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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