US1888023A - Color stabilization of lubricating oils - Google Patents
Color stabilization of lubricating oils Download PDFInfo
- Publication number
- US1888023A US1888023A US284016A US28401628A US1888023A US 1888023 A US1888023 A US 1888023A US 284016 A US284016 A US 284016A US 28401628 A US28401628 A US 28401628A US 1888023 A US1888023 A US 1888023A
- Authority
- US
- United States
- Prior art keywords
- small proportion
- aliphatic
- lubricating oils
- hydrocarbon
- amine
- 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
- 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
-
- 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
- C10M2215/26—Amines
Definitions
- This invention relates to the color stabilization of lubricating oils and particularly hydrocarbon lubricating oils.
- 0 amines are efiicacious in preserving the color of the oil.
- the secondary and tertiary aliphatic amines on account of their lower volatility.
- Substituted aliphatic amines that is, amines in which one or more of the aliphatic groups contain hydroxyl and other substituted groups, may be employed.
- the hydroxyalkylamines are especially preferred since they combine a high effectiveness with relatively low volatility. The presence of alarge number of hydroxyl groups tends to render the amine insoluble in the oil and it is therefore preferred to employ aliphatic amines containing two hydroxy-alkyl groups and one alkyl group.
- aliphatic amines which have been tested and found effective for the purpose may be mentioned butylamine, diethanolamine, ethyldiethanolamine, butyldiethanolamine, heptyldiethanolamine, cetyldiethanolamine, tributylamine, tri-isoamylamine, di-isoamylamine and diethylcetylamine.
- a hydrocarbon lubricating oil contain ing a small proportion of an aliphatic amin having more than one aliphatic group eacl said aliphatic group having not less than fou carbon atoms.
- the method of color stabilizing hydrc bon lubricating oils which consists in ling thereto a small proportion of an aliitic amine having an alkyl group containat least four carbon atoms. 2.
- the method of color stabilizing hydrobon lubricating oils which consists in ling thereto a small proportion of an aliitic amine containing at least one hydroXyyl group. .5.
- the method of color stabilizing hydrobon lubricating oils which consists in ling thereto a small proportion of a terry aliphatic amine, each aliphatic group :reof having at least 2 carbon atoms. .6.
- the method of color stabilizing hydro- 'bon lubricating oils which consists in ling thereto a small proportion of a tiary aliphatic amine containing at least a substituted-alkyl group. .7.
- the method of color stabilizing hydrobon lubricating oils which consists in sling thereto a small proportion of a tiary aliphatic amine containing at least a hydroXy-alkyl group.
- L8. The method of color stabilizing hydro- .bon lubricating oils. which consists in sling thereto a small proportion of an ali- I atic amine having two hydroXy-alkyl Jups and an alkyl-group united to the .rogen atom.
- L9 The methodof color stabilizing hydro- ?bon lubricating oils which consists in ding thereto a small proportion of an aliatic amine having two ethanol groups and alkyl group united to the nitrogen atom.
- 20. The method of color stabilizing hydrorbon lubricating oils which consists in ding thereto a small proportion of butyl- :thanolamine.
- a lubricating oil comprising a hydrorbon lubricant and a small proportion of an pliatic amino compound having attached the amino nitrogen of the compound. subtuting groups of the class consisting of e aliphatic hydrocarbon radicals having re than 2 carbon atoms and the hydroxy- :yl radicals.
- a lubricating oil consisting of a hydrorbon lubricant and a small proportion of aliphatic amino compound wherein an iphatic hydrocarbon radical having more an 2- carbon atoms and a hydroXy-alkyl dical are attached to the amino nitrogen am, the remaining group attached thereto ing of the class consisting of hydrogen and aliphatic hydrocarbon radicals having more than 2 carbon atoms.
- the method of color stabilizing hydrocarbon lubricating oils which consists in adding thereto a small proportion of an aliphatic amino compound wherein an aliphatic hydrocarbon radical having more than 2 carbon atoms and a hydroxy-alkyl radical are attached to the amino nitrogen atom, the remaining group attached thereto being of the class including hydrogen and aliphatic hydrocarbon radicals.
- the method of color stabilizing hydro- I carbon lubricating oils which comprises addln'g thereto small proportion of an aliphatic amineselected from the group consisting of butylamine. diet-hanolamine, ethyldiethano amine, butyldicthanolamine, heptyldiethanolami'ne. cetyldiethanolamine, di-isoamylamine and cliethylcetylamine.
- a hydrocarbon lubricating oil contain ing a small proportion of butylamine.
- the method of color stabilizing hydrocarbon lubricating oils which comprises adding thereto a tertiary aliphatic amine having alkyl groups containing not less than four carbon atoms each. 35.
Description
Patented Nov. 15, 1932 HATE T TE *5 CHESTER E. ADAMS, F HAMMOND, INDIANA, ASSIGNOR TO STANDARD OIL COMPANY, OI
WHITING, INDIANA, A CORPORATION OF INDIANA COLOR STABILIZATION OF LUBRICATING OILS No Drawing.
This invention relates to the color stabilization of lubricating oils and particularly hydrocarbon lubricating oils.
It is Well known that during use, for example, in internal combustion engines, hy-
0 amines are efiicacious in preserving the color of the oil. However, it is preferred to employ the secondary and tertiary aliphatic amines on account of their lower volatility. Substituted aliphatic amines, that is, amines in which one or more of the aliphatic groups contain hydroxyl and other substituted groups, may be employed. The hydroxyalkylamines are especially preferred since they combine a high effectiveness with relatively low volatility. The presence of alarge number of hydroxyl groups tends to render the amine insoluble in the oil and it is therefore preferred to employ aliphatic amines containing two hydroxy-alkyl groups and one alkyl group. p
Among the aliphatic amines which have been tested and found effective for the purpose may be mentioned butylamine, diethanolamine, ethyldiethanolamine, butyldiethanolamine, heptyldiethanolamine, cetyldiethanolamine, tributylamine, tri-isoamylamine, di-isoamylamine and diethylcetylamine.
The efficacy of the present invention will be readily understood from the following specific example. A pale oil, derived from Mid-Continent crude, of color on the true color scale, and having a viscosity of 200 seconds Saybolt F.) was heated for 72 hours at about 250 F. At the end of that period, its color was 200 that is, almost Application filed June 8,
1928. Serial N0. 284,016.
black. Another example, to which 0.1% 0 butyldiethanolamine was added, Was subject ed to exactly the same treatment, and at th end of the test, it had a color of 42.
The remarkable improvement effected b; the addition of aliphatic amines is unrelate to oxygen absorption since the amount 0 oxygen absorbed under the conditions speci fied above is not materially altered by th addition of the aliphatic amines.
I claim:
1. A hydrocarbon lubricating oil contair ing a small proportion of analiphatic amin having an alkyl group containing not les than four carbon atoms.
2. A hydrocarbon lubricating oil contain ing a small proportion of an aliphatic amin having more than one aliphatic group eacl said aliphatic group having not less than fou carbon atoms.
3. A hydrocarbon lubricating oil contair ing a small proportion of an aliphatic amin having at least one substituted-alkyl grou 4. A hydrocarbon lubricating oil contair ing a small proportion of an aliphatic amin having at least onehydroxy-alkyl group.
5. A hydrocarbon lubricating oil contair ing a small proportion of a tertiary aliphati amine, each aliphatic group thereof havin not less than 2 carbon atoms.
6. A hydrocarbon lubricating oil contair ing a small proportion of a tertiary aliphati amine having at least one substituted-alky group. I
7. A hydrocarbon lubricating oil contair ing a small proportion of a tertiary aliphati amine having at least one hydroxy-alky group.
8. A hydrocarbon lubricating oil contair. ing a small proportion of an aliphatic amin having two hydroXy-allryl groups and a alkyl-group united to the nitrogen atom.
9. A hydrocarbon lubricating oil contair ing a small proportion of an aliphatic amin having two ethanol groups and an alky group united to the nitrogen atom.
10. A hydrocarbon lubricating oil contair ing a small proportion of butyldiethanol amine.
11. The method of color stabilizing hydrc bon lubricating oils which consists in ling thereto a small proportion of an aliitic amine having an alkyl group containat least four carbon atoms. 2. The method of color stabilizing hydrobon lubricating oils which consists in ling thereto a small proportion of an aliitic amine having more than one aliphatic up containing at least four carbon atoms. .3. The method of color stabilizing hydrobon lubricating oils which consists in ling thereto a small proportion of an aliitic amine containing at least one substied-alkyl group. 4. The method of color stabilizing hydrobon lubricating oils which consists in ling thereto a small proportion of an aliitic amine containing at least one hydroXyyl group. .5. The method of color stabilizing hydrobon lubricating oils which consists in ling thereto a small proportion of a terry aliphatic amine, each aliphatic group :reof having at least 2 carbon atoms. .6. The method of color stabilizing hydro- 'bon lubricating oils which consists in ling thereto a small proportion of a tiary aliphatic amine containing at least a substituted-alkyl group. .7. The method of color stabilizing hydrobon lubricating oils which consists in sling thereto a small proportion of a tiary aliphatic amine containing at least a hydroXy-alkyl group. L8. The method of color stabilizing hydro- .bon lubricating oils. which consists in sling thereto a small proportion of an ali- I atic amine having two hydroXy-alkyl Jups and an alkyl-group united to the .rogen atom. L9. The methodof color stabilizing hydro- ?bon lubricating oils which consists in ding thereto a small proportion of an aliatic amine having two ethanol groups and alkyl group united to the nitrogen atom. 20. The method of color stabilizing hydrorbon lubricating oils which consists in ding thereto a small proportion of butyl- :thanolamine.
21. A lubricating oil comprising a hydrorbon lubricant and a small proportion of an pliatic amino compound having attached the amino nitrogen of the compound. subtuting groups of the class consisting of e aliphatic hydrocarbon radicals having re than 2 carbon atoms and the hydroxy- :yl radicals.
22. A lubricating oil consisting of a hydrorbon lubricant and a small proportion of aliphatic amino compound wherein an iphatic hydrocarbon radical having more an 2- carbon atoms and a hydroXy-alkyl dical are attached to the amino nitrogen am, the remaining group attached thereto ing of the class consisting of hydrogen and aliphatic hydrocarbon radicals having more than 2 carbon atoms.
23. The method of color stabilizing hydrocarbon lubricating oils which consists in adding thereto a small proportion of an aliphatic amino compound wherein an aliphatic hydrocarbon radical having more than 2 carbon atoms and a hydroxy-alkyl radical are attached to the amino nitrogen atom, the remaining group attached thereto being of the class including hydrogen and aliphatic hydrocarbon radicals.
24. The method of color stabilizing hydrocarbon lubricating oils which consist in adding thereto a small proportion of an aliphatic amino compound wherein an aliphatic hydrocarbon radical having more than 2 carbon atoms and a Qhydroxy-ethyl radical are attached to the amino nitrogen atom, the remaining group attached thereto being of the class consisting of hydrogen and aliphatic hydrocarbon radicals.
25. A hydrocarbon lubricating oil containing a small proportion of tributylamine.
26. Themethod of colorstabilizing hydrocarbon lubricating oils which comprises adding thereto a small proportion of tributylamine.
27. The method of color stabilizing hydro- I carbon lubricating oils which comprises addln'g thereto small proportion of an aliphatic amineselected from the group consisting of butylamine. diet-hanolamine, ethyldiethano amine, butyldicthanolamine, heptyldiethanolami'ne. cetyldiethanolamine, di-isoamylamine and cliethylcetylamine.
28: The method of color stabilizing hydrocarbon lubricating oils which comprises adding thereto'a small proportion of a tertiary aliphatic amine selected from the group consisting or tributylamine and tri-isoamylamine.
29. A hydrocarbon lubricating oil containing a small proportion of an aliphatic amine selected from the group consisting of butylamine. diethan'olamine. ethyl diethanolamine, butyl die'thanolamine, heptyl dieth anolamine, cetyl diethanolamine, di-isoamylamine and diethylcetylamine. I
30. A hydrocarbon lubricating oil containing a small proportion of a tertiary aliphatic amine selected from the group consisting of tributylamine and tri-isoamylamine.
31. A hydrocarbon lubricating oil containing a small proportion of a tertiary aliphatic amine, having alkyl groups containing at least four carbon atoms each.
32. A hydrocarbon lubricating oil contain ing a small proportion of butylamine.
33. The method of color stabilizing hydrocarbon lubricating oils which comprises adding thereto a small proportion of a butylamine.
The method of color stabilizing hydrocarbon lubricating oils which comprises adding thereto a tertiary aliphatic amine having alkyl groups containing not less than four carbon atoms each. 35. A hydrocarbon lubricating oil containing a small proportion of a secondary aliphatic amine having alkyl groups containing not less than five carbon atoms.
36. A hydrocarbon mineral oil containing a small proportion of an aliphatic amine having an alkyl group containing not less than four carbon atoms.
In testimony whereof, I have hereunto set my hand this 27th day of April, A. 1)., 1928. CHESTER E. ADAMS.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US284016A US1888023A (en) | 1928-06-08 | 1928-06-08 | Color stabilization of lubricating oils |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US284016A US1888023A (en) | 1928-06-08 | 1928-06-08 | Color stabilization of lubricating oils |
Publications (1)
Publication Number | Publication Date |
---|---|
US1888023A true US1888023A (en) | 1932-11-15 |
Family
ID=23088535
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US284016A Expired - Lifetime US1888023A (en) | 1928-06-08 | 1928-06-08 | Color stabilization of lubricating oils |
Country Status (1)
Country | Link |
---|---|
US (1) | US1888023A (en) |
Cited By (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2476271A (en) * | 1946-05-29 | 1949-07-19 | Standard Oil Co | Lubricating oil additive |
US2672408A (en) * | 1950-11-28 | 1954-03-16 | Shell Dev | Fuel oil composition |
US2742432A (en) * | 1953-12-22 | 1956-04-17 | Tide Water Associated Oil Comp | Mineral oil lubricating compositions |
US2758086A (en) * | 1952-06-28 | 1956-08-07 | California Research Corp | Lubricant composition |
US3081175A (en) * | 1958-01-03 | 1963-03-12 | Hughes & Co | Protection of structures in sea water |
US3090758A (en) * | 1961-01-30 | 1963-05-21 | Exxon Research Engineering Co | Varnish removing hydraulic fluids |
US3211653A (en) * | 1958-12-31 | 1965-10-12 | Exxon Research Engineering Co | Hypoid gear lubricants for slip-lock differentials |
US3493512A (en) * | 1967-02-27 | 1970-02-03 | Emery Industries Inc | Aliphatic secondary amine oxidation inhibitors |
US3516806A (en) * | 1965-10-24 | 1970-06-23 | Armour Ind Chem Co | Fuel oil stabilizer |
US3708422A (en) * | 1971-01-29 | 1973-01-02 | Cities Service Oil Co | Electric discharge machining fluid |
US4086172A (en) * | 1976-04-01 | 1978-04-25 | Chevron Research Company | Lubricating oil additive composition |
US4089792A (en) * | 1976-04-01 | 1978-05-16 | Chevron Research Company | Synergistic antioxidant additive composition |
US4165292A (en) * | 1975-05-23 | 1979-08-21 | Edwin Cooper And Company Limited | Lubricant corrosion inhibitor |
US4197210A (en) * | 1977-04-22 | 1980-04-08 | Mobil Oil Corporation | Oil-soluble adducts of benzotriazole and dialkylamines and lubricant compositions containing the same |
US4587026A (en) * | 1984-06-21 | 1986-05-06 | Mobil Oil Corporation | Multifunctional lubricant additives |
US20060084583A1 (en) * | 2004-10-19 | 2006-04-20 | The Lubrizol Corporation | Secondary and tertiary amines as friction modifiers for automatic transmission fluids |
-
1928
- 1928-06-08 US US284016A patent/US1888023A/en not_active Expired - Lifetime
Cited By (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2476271A (en) * | 1946-05-29 | 1949-07-19 | Standard Oil Co | Lubricating oil additive |
US2672408A (en) * | 1950-11-28 | 1954-03-16 | Shell Dev | Fuel oil composition |
DE970812C (en) * | 1950-11-28 | 1958-10-30 | Bataafsche Petroleum | Heating oils |
US2758086A (en) * | 1952-06-28 | 1956-08-07 | California Research Corp | Lubricant composition |
US2742432A (en) * | 1953-12-22 | 1956-04-17 | Tide Water Associated Oil Comp | Mineral oil lubricating compositions |
US3081175A (en) * | 1958-01-03 | 1963-03-12 | Hughes & Co | Protection of structures in sea water |
US3211653A (en) * | 1958-12-31 | 1965-10-12 | Exxon Research Engineering Co | Hypoid gear lubricants for slip-lock differentials |
US3090758A (en) * | 1961-01-30 | 1963-05-21 | Exxon Research Engineering Co | Varnish removing hydraulic fluids |
US3516806A (en) * | 1965-10-24 | 1970-06-23 | Armour Ind Chem Co | Fuel oil stabilizer |
US3493512A (en) * | 1967-02-27 | 1970-02-03 | Emery Industries Inc | Aliphatic secondary amine oxidation inhibitors |
US3708422A (en) * | 1971-01-29 | 1973-01-02 | Cities Service Oil Co | Electric discharge machining fluid |
US4165292A (en) * | 1975-05-23 | 1979-08-21 | Edwin Cooper And Company Limited | Lubricant corrosion inhibitor |
US4086172A (en) * | 1976-04-01 | 1978-04-25 | Chevron Research Company | Lubricating oil additive composition |
US4089792A (en) * | 1976-04-01 | 1978-05-16 | Chevron Research Company | Synergistic antioxidant additive composition |
US4197210A (en) * | 1977-04-22 | 1980-04-08 | Mobil Oil Corporation | Oil-soluble adducts of benzotriazole and dialkylamines and lubricant compositions containing the same |
US4587026A (en) * | 1984-06-21 | 1986-05-06 | Mobil Oil Corporation | Multifunctional lubricant additives |
US20060084583A1 (en) * | 2004-10-19 | 2006-04-20 | The Lubrizol Corporation | Secondary and tertiary amines as friction modifiers for automatic transmission fluids |
US20060172899A1 (en) * | 2004-10-19 | 2006-08-03 | The Lubrizol Corporation | Secondary and Tertiary Amines as Friction Modifiers for Automatic Transmission Fluids |
US7439213B2 (en) * | 2004-10-19 | 2008-10-21 | The Lubrizol Corporation | Secondary and tertiary amines as friction modifiers for automatic transmission fluids |
US7618929B2 (en) | 2004-10-19 | 2009-11-17 | The Lubrizol Corporation | Secondary and tertiary amines as friction modifiers for automatic transmission fluids |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US1888023A (en) | Color stabilization of lubricating oils | |
US2447288A (en) | Primary aliphatic amine salts of dialiphatic substituted mono-thiophosphoric acids | |
US2257194A (en) | Motor fuel | |
US4125479A (en) | Oxidation inhibited lubricating oil | |
DE1769773A1 (en) | Lubricating oil with an additive to prevent vapor phase corrosion | |
DE962466C (en) | Lubricating oil mixture | |
DE1644930A1 (en) | Organic lubricants | |
US2329251A (en) | Treatment of gasoline | |
US2333294A (en) | Treatment of gasoline | |
US2181914A (en) | Oil composition containing arylated metallo-organic inhibitors | |
US4090970A (en) | Antioxidant compositions | |
DE2819967A1 (en) | OIL COMPOSITION | |
US4122021A (en) | Antioxidant stabilized lubricating oils | |
DE1283425B (en) | Prevention of sludge formation and corrosion in and through liquid hydrocarbons | |
US2305676A (en) | Treatment of gasoline | |
US2435655A (en) | Lubricant | |
US2476271A (en) | Lubricating oil additive | |
US3334978A (en) | Hydrocarbon fuel composition | |
US2837170A (en) | Air filter lubricants | |
US2014924A (en) | Treatment of motor fuel | |
US3892670A (en) | Vapor space corrosion inhibited compositions | |
US2328190A (en) | Stabilizing hydrocarbon products | |
US2662815A (en) | Oxidation inhibitors | |
US2742432A (en) | Mineral oil lubricating compositions | |
US3210281A (en) | Lubricant composition containing methylphenyl-alpha-naphthylamines |