US1789927A - Oil composition - Google Patents
Oil composition Download PDFInfo
- Publication number
- US1789927A US1789927A US221607A US22160727A US1789927A US 1789927 A US1789927 A US 1789927A US 221607 A US221607 A US 221607A US 22160727 A US22160727 A US 22160727A US 1789927 A US1789927 A US 1789927A
- Authority
- US
- United States
- Prior art keywords
- oil
- oils
- diamine
- condensation product
- deterioration
- 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
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
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B5/00—Preserving by using additives, e.g. anti-oxidants
- C11B5/0042—Preserving by using additives, e.g. anti-oxidants containing nitrogen
- C11B5/005—Amines or imines
-
- 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
- C10M2207/40—Fatty vegetable or animal oils
-
- 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
- C10M2207/40—Fatty vegetable or animal oils
- C10M2207/404—Fatty vegetable or animal oils obtained from genetically modified species
-
- 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
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/14—Electric or magnetic purposes
- C10N2040/16—Dielectric; Insulating oil or insulators
-
- 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
- C10N2040/14—Electric or magnetic purposes
- C10N2040/17—Electric or magnetic purposes for electric contacts
-
- 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
- C10N2040/20—Metal working
- C10N2040/22—Metal working with essential removal of material, e.g. cutting, grinding or drilling
-
- 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
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/10—Semi-solids; greasy
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
- Y10S516/03—Organic sulfoxy compound containing
- Y10S516/05—Organic amine, amide, or n-base containing
Definitions
- This invention relates to improvements in oil and grease compositions and to a treatment of mineral oils and greases and vegetable and animal oils to give compositions of greater stability than ordinary oils and greases.
- a small amount of a condensation product of an aldehyde with an alkylene diaryl diamine for example, a condensation product of aldol with ethylene diphenyl diamine.
- Lubricating oils generally are hydrocarbon oils, although they may have small amounts of vegetable or animal oils compounded therewith. The addition of a small amount of a condensation product of an aldehyde with an alkylene diaryl diamine to a lubricating oil used under such conditions, tends to stabilize the oil and retard deterioration.
- hyde with an alkylene diaryl diamine stabilizes the saturating oil, giving it longer life and increasing its efficiency as an insulator.
- the invention is applicable to vegetable and animal oil compositions containing fatty acids or glycerides, including cutting oils and other compositions containing fatty oils.
- Cutting oils for example, may be composed entirely of fatty oils, or of a mixture of animal or vegetable oils and mineral oils. WVhen not stabilized against deterioration, these tend to become rancid rapidly, particularly during use at elevated temperatures. Deterioration produces an undesirable condition in the oil, which may cause irritation when the oil comes in contact with the hands or other parts of the body of the workmen.
- condensation products employed in the process of the present invention to prevent or retard the decomposition or deterioration of oils or greases or compositions containing oils or greases are made by condensing an aldehyde, such as formaldehyde, acetaldehyde, butyraldehyde, adol, etc., with an alkylene diaryl diamine, such as ethylene, propylene, t-rimethylene, tetramethylene, or pentamethylene diaryl diamines of which the aryl groups may be penyl, or substituted penyl, such as tolyl or naphthyl, etc.
- an aldehyde such as formaldehyde, acetaldehyde, butyraldehyde, adol, etc.
- an alkylene diaryl diamine such as ethylene, propylene, t-rimethylene, tetramethylene, or pentamethylene diaryl diamines of which the aryl groups may be penyl
- the alkylene diaryl diamines can be made, for example, by condensing an alkylene diahalide, such as ethylene dichloride, with an aromatic amine, such as aniline, to produce, for example, ethylene diphenyl diamine.
- the alkylene diaryl diamines can be condensed with the aldehydes, to form the condensation products employed in the present invention.
- the condensation products of aldol with the alkylene diaryl diamines are particularly Valuable for use in the present invention, for example, the condensation product of ethylene diphenyl diamine.
- condensation products are employed in the oil or fat compositions in small amounts,
- ii-paratolyldiamine 0.5% of the product obtained by condensing aldol with ethylene (ii-paratolyldiamine may be added to a refined mineral oil of specific gravity of 0.915.
- the condensation product may be gradually stirred into the mineral oil, which is heated somewhat to thoroughly dissolve the condensation product in the oil. If an oil of this type such as is commonly used for lubricating the cable 'wrappings of high voltage cables is thus treated, an improved saturant will be obtained.
- condensation products as stabilizin agents, is somewhat obscure, but apparentFy its value lies in the fact that it retards oxidation at the elevated temperatures or under the electrical conditions to which the oil compositions are subjected in use, and particularly where air oroxygen comes into contact with the oil or greases.
- mineral hydrocarbon is used to include mineral oils and greases
- fat is used to include fatty oil glycerides and fatty acids.
- An oil or grease composition comprising in addition to the oil or grease a small uantity of a condensation product of an alehyde with an alkylene diaryl diamine, which tends to retard or inhibit the deterioration or decomposition of constituents of the oil or grease composition.
- An oil or grease composition comprising a mineral hydrocarbon and a fat and a small quantity of a condensation product of an aldehyde with an alkylene diaryl diamine.
- An oil or grease composition comprising a mineral hydrocarbon and a fat and a fraction of a percent of a condensation product of aldol with an alkylene diaryl diamine.
- An oil or grease composition comprising a mineralhydrocarbon and a fat and a small quantity of the condensation product of aldol with ethylene diphenyl diamine.
- An oil or grease composition comprising a mineral hydrocarbon and a fraction of a percent of a condensation product of an aldehyde with an alkylene diaryl diamine.
- a mineral oil or grease composition which is intended for use under conditions tending to accelerate deterioration, due to heat or electrical influences, which contains a condensation product of an aldehyde with an alkylenediaryl diamine, to resist such deterioration.
- An oil or grease composition comprising a mineral oil or grease and a fraction of a percent of a condensation product of aldol with an alkylene diaryl diamine.
- An oil or grease composition comprising a mineral oil or grease and a fraction of a percent of the condensation product of aldol with ethylene diphenyl diamine.
Description
Patented Jan. 20, 1931 UNITED STATES PATENT OFFICE PAUL I. -MURRILL, OF PLAINFIELD, NEW JERSEY, AND WALTER W. EVANS, OF EW ROCHELLE, NEW YORK, ASSIGNORS TO B. '1. VANDERIBILT (10., INC., OF NEW YORK,
N. Y., A CORPORATION OF NEW YORK OIL COMPOSITION No Drawing.
This invention relates to improvements in oil and grease compositions and to a treatment of mineral oils and greases and vegetable and animal oils to give compositions of greater stability than ordinary oils and greases.
According to the present invention, there is added to and compounded with the -oil or grease composition, a small amount of a condensation product of an aldehyde with an alkylene diaryl diamine, for example, a condensation product of aldol with ethylene diphenyl diamine. The addition of a small amount of such a product materially improves the aging properties of the composition and retards deterioration thereof at high temperatures or under the influence of electric current and also retards deterioration of the compositions when exposed to the action of the air.
When mineral oil lubricants, for example, are used in internal combustion engines, the high temperature to which the oils are subjected results in more or less rapid deterioration with loss of lubricating properties, particularly where air comes in contact with the oils at the same time that they are subjected to heat, and the oils undergo more or less decomposition, with the attendant formation of carbon or sludge-like ingredients. Lubricating oils generally are hydrocarbon oils, although they may have small amounts of vegetable or animal oils compounded therewith. The addition of a small amount of a condensation product of an aldehyde with an alkylene diaryl diamine to a lubricating oil used under such conditions, tends to stabilize the oil and retard deterioration.
In the case of transformer oils, the addition of a small amount of an alkylene diaryl diamine increases the period of usefulness of the oil and prevents or retards its deterioration. By preventing or retarding the deterioration, the oil may be used over a greater period of time and the expense of frequent replacement, etc., is eliminated. The saving in oil is appreciable and there is a further saving incident to the use of a good grade of oil rather than a partially decomposd oil.
Oils used for saturating cable wrappings Application filed September 23, 1927. Serial No. 221,807.
hyde with an alkylene diaryl diamine stabilizes the saturating oil, giving it longer life and increasing its efficiency as an insulator.
The invention is applicable to vegetable and animal oil compositions containing fatty acids or glycerides, including cutting oils and other compositions containing fatty oils. Cutting oils, for example, may be composed entirely of fatty oils, or of a mixture of animal or vegetable oils and mineral oils. WVhen not stabilized against deterioration, these tend to become rancid rapidly, particularly during use at elevated temperatures. Deterioration produces an undesirable condition in the oil, which may cause irritation when the oil comes in contact with the hands or other parts of the body of the workmen. By incorporating in the cutting oil composition a small amount of a condensation product of an aldehyde with an alkylene diaryl diamine, it is possible to use a greatly increased amount of fatty oil in the composition and still maintain stability of the composition and its resistance to rancidity.
The condensation products employed in the process of the present invention to prevent or retard the decomposition or deterioration of oils or greases or compositions containing oils or greases, are made by condensing an aldehyde, such as formaldehyde, acetaldehyde, butyraldehyde, adol, etc., with an alkylene diaryl diamine, such as ethylene, propylene, t-rimethylene, tetramethylene, or pentamethylene diaryl diamines of which the aryl groups may be penyl, or substituted penyl, such as tolyl or naphthyl, etc. The alkylene diaryl diamines can be made, for example, by condensing an alkylene diahalide, such as ethylene dichloride, with an aromatic amine, such as aniline, to produce, for example, ethylene diphenyl diamine. The alkylene diaryl diamines can be condensed with the aldehydes, to form the condensation products employed in the present invention. The condensation products of aldol with the alkylene diaryl diamines, are particularly Valuable for use in the present invention, for example, the condensation product of ethylene diphenyl diamine.
The condensation products are employed in the oil or fat compositions in small amounts,
usually less thanone percent, tor example, 0.2 to 0.5 of one percent, although the amount may be increased or decreased.
For example, 0.5% of the product obtained by condensing aldol with ethylene (ii-paratolyldiamine may be added to a refined mineral oil of specific gravity of 0.915. The condensation product may be gradually stirred into the mineral oil, which is heated somewhat to thoroughly dissolve the condensation product in the oil. If an oil of this type such as is commonly used for lubricating the cable 'wrappings of high voltage cables is thus treated, an improved saturant will be obtained.
Further, if 0.5% of a condensation product obtained by condensing aldol with ethylene di-para-tolyldiamine is added to olive oil with stirring and heating the tendency of the resulting product to absorb oxygen is reduced and the oil remains sweet under oxidizing conditions which would turn untreated olive oil rancid.
The action of the condensation products as stabilizin agents, is somewhat obscure, but apparentFy its value lies in the fact that it retards oxidation at the elevated temperatures or under the electrical conditions to which the oil compositions are subjected in use, and particularly where air oroxygen comes into contact with the oil or greases.
In the claims mineral hydrocarbon is used to include mineral oils and greases, and fat is used to include fatty oil glycerides and fatty acids.
W e claim:
1. An oil or grease composition comprising in addition to the oil or grease a small uantity of a condensation product of an alehyde with an alkylene diaryl diamine, which tends to retard or inhibit the deterioration or decomposition of constituents of the oil or grease composition.
2. An oil or grease composition comprising a mineral hydrocarbon and a fat and a small quantity of a condensation product of an aldehyde with an alkylene diaryl diamine.
3. An oil or grease composition comprising a mineral hydrocarbon and a fat and a fraction of a percent of a condensation product of aldol with an alkylene diaryl diamine.
4. An oil or grease composition comprising a mineralhydrocarbon and a fat and a small quantity of the condensation product of aldol with ethylene diphenyl diamine.
5. An oil or grease composition comprising a mineral hydrocarbon and a fraction of a percent of a condensation product of an aldehyde with an alkylene diaryl diamine.
6. A mineral oil or grease composition which is intended for use under conditions tending to accelerate deterioration, due to heat or electrical influences, which contains a condensation product of an aldehyde with an alkylenediaryl diamine, to resist such deterioration.
7. An oil or grease composition comprising a mineral oil or grease and a fraction of a percent of a condensation product of aldol with an alkylene diaryl diamine.
8. An oil or grease composition comprising a mineral oil or grease and a fraction of a percent of the condensation product of aldol with ethylene diphenyl diamine.
In testimony whereof We afiix our signatures.
PAUL I. MURRILL. WALTER W. EVANS.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US221607A US1789927A (en) | 1927-09-23 | 1927-09-23 | Oil composition |
US329659A US1789926A (en) | 1927-09-23 | 1928-12-31 | Oil composition, etc |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US221607A US1789927A (en) | 1927-09-23 | 1927-09-23 | Oil composition |
US329659A US1789926A (en) | 1927-09-23 | 1928-12-31 | Oil composition, etc |
Publications (1)
Publication Number | Publication Date |
---|---|
US1789927A true US1789927A (en) | 1931-01-20 |
Family
ID=26915933
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US221607A Expired - Lifetime US1789927A (en) | 1927-09-23 | 1927-09-23 | Oil composition |
US329659A Expired - Lifetime US1789926A (en) | 1927-09-23 | 1928-12-31 | Oil composition, etc |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US329659A Expired - Lifetime US1789926A (en) | 1927-09-23 | 1928-12-31 | Oil composition, etc |
Country Status (1)
Country | Link |
---|---|
US (2) | US1789927A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3201350A (en) * | 1963-04-08 | 1965-08-17 | Monsanto Res Corp | Lubricants containing a schiff base |
US4165292A (en) * | 1975-05-23 | 1979-08-21 | Edwin Cooper And Company Limited | Lubricant corrosion inhibitor |
WO1988005808A1 (en) * | 1987-01-28 | 1988-08-11 | Raision Tehtaat Oy Ab | Hydraulic fluids |
US5298177A (en) * | 1991-08-09 | 1994-03-29 | The Lubrizol Corporation | Functional fluid with triglycerides, detergent-inhibitor additives and viscosity modifying additives |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2440375A (en) * | 1941-04-26 | 1948-04-27 | Texas Co | Lubricating oil |
US5015778A (en) * | 1989-12-18 | 1991-05-14 | The Dow Chemical Company | Catalytic method to produce hydroxy substituted arylophenones |
-
1927
- 1927-09-23 US US221607A patent/US1789927A/en not_active Expired - Lifetime
-
1928
- 1928-12-31 US US329659A patent/US1789926A/en not_active Expired - Lifetime
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3201350A (en) * | 1963-04-08 | 1965-08-17 | Monsanto Res Corp | Lubricants containing a schiff base |
US4165292A (en) * | 1975-05-23 | 1979-08-21 | Edwin Cooper And Company Limited | Lubricant corrosion inhibitor |
WO1988005808A1 (en) * | 1987-01-28 | 1988-08-11 | Raision Tehtaat Oy Ab | Hydraulic fluids |
US5298177A (en) * | 1991-08-09 | 1994-03-29 | The Lubrizol Corporation | Functional fluid with triglycerides, detergent-inhibitor additives and viscosity modifying additives |
Also Published As
Publication number | Publication date |
---|---|
US1789926A (en) | 1931-01-20 |
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