US2154096A - Lubricating oil - Google Patents
Lubricating oil Download PDFInfo
- Publication number
- US2154096A US2154096A US111034A US11103436A US2154096A US 2154096 A US2154096 A US 2154096A US 111034 A US111034 A US 111034A US 11103436 A US11103436 A US 11103436A US 2154096 A US2154096 A US 2154096A
- Authority
- US
- United States
- Prior art keywords
- alloys
- bearings
- cadmium
- oils
- mercapto
- 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 description 18
- 238000005260 corrosion Methods 0.000 description 13
- 230000007797 corrosion Effects 0.000 description 13
- 229910045601 alloy Inorganic materials 0.000 description 11
- 239000000956 alloy Substances 0.000 description 11
- 239000003921 oil Substances 0.000 description 11
- NSAODVHAXBZWGW-UHFFFAOYSA-N cadmium silver Chemical compound [Ag].[Cd] NSAODVHAXBZWGW-UHFFFAOYSA-N 0.000 description 9
- -1 heterocyclic organic compounds Chemical class 0.000 description 9
- 229910001316 Ag alloy Inorganic materials 0.000 description 7
- WIKSRXFQIZQFEH-UHFFFAOYSA-N [Cu].[Pb] Chemical group [Cu].[Pb] WIKSRXFQIZQFEH-UHFFFAOYSA-N 0.000 description 7
- 229910000897 Babbitt (metal) Inorganic materials 0.000 description 6
- 229910000978 Pb alloy Inorganic materials 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 229910000990 Ni alloy Inorganic materials 0.000 description 5
- OJIJEKBXJYRIBZ-UHFFFAOYSA-N cadmium nickel Chemical compound [Ni].[Cd] OJIJEKBXJYRIBZ-UHFFFAOYSA-N 0.000 description 5
- 239000000314 lubricant Substances 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 3
- 125000004414 alkyl thio group Chemical group 0.000 description 3
- 125000003710 aryl alkyl group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 230000001050 lubricating effect Effects 0.000 description 3
- 229910001092 metal group alloy Inorganic materials 0.000 description 3
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 3
- 150000004897 thiazines Chemical class 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000010705 motor oil Substances 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 2
- 150000003557 thiazoles Chemical class 0.000 description 2
- FWOVITOZOPLCCG-UHFFFAOYSA-N 2,4,5-tributyl-1,3-thiazole Chemical compound CCCCC1=NC(CCCC)=C(CCCC)S1 FWOVITOZOPLCCG-UHFFFAOYSA-N 0.000 description 1
- IGMDHDLFALHDPA-UHFFFAOYSA-N 2,4,5-triphenyl-1,3-thiazole Chemical compound C1=CC=CC=C1C1=NC(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)S1 IGMDHDLFALHDPA-UHFFFAOYSA-N 0.000 description 1
- OCVLSHAVSIYKLI-UHFFFAOYSA-N 3h-1,3-thiazole-2-thione Chemical compound SC1=NC=CS1 OCVLSHAVSIYKLI-UHFFFAOYSA-N 0.000 description 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 1
- 229940063655 aluminum stearate Drugs 0.000 description 1
- 125000004103 aminoalkyl group Chemical group 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 1
- 230000009972 noncorrosive effect Effects 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
-
- 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
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/129—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/16—Naphthenic acids
-
- 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
-
- 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
- C10M2219/102—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon only in the ring
-
- 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
-
- 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
- C10M2219/106—Thiadiazoles
-
- 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
- C10N2010/00—Metal present as such or in compounds
- C10N2010/06—Groups 3 or 13
-
- 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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
Definitions
- Clarence nut. minor is Standard Oil 'ompany, Chicago, Ill, a corporation of Indiana No Drawing; November 16, 198i,
- This invention relates to lubricants and, in
- This invention has particular utility in improving the lubricating properties 01' lubricating oils and/or in preventing or inhibiting the corro-. sion of hard metal alloy bearings such as copper-lead, ca-nickel and cadmiumsilver bearings which, to a large extent, have re- I m placed soft metal bearings, such as Babbitt metal,
- lubricating oil means visco'us oils which have a minimum via-- cosity of S. A. E. oils, or higher, and'whlch have been subjected to such refining pr that the parafllniclty of the oil is markedly inlubricating oils cause corrosion to alloy bearings of the hard metal type such as cadmium-silver alloy bearings to the extent of about 5 mg/cm.
- the motor oils may be highly refined ,lubricatin'goils as such or mixtures 01 highly refined lubricating oils with less highly *reflned lubricating oils, or stated in another way, mixtures of corrosive oils and non-corrosive oils, examples of the latter being lubricating oil fractions from Winkler Crude or crudes of the Winkler I have found that corrosion of alloybearings of the cadmium-silver type can'be inhibited and highly desired properties can be imparted to lubricating oils by adding thereto up to 2%, but preferably 0.05% to 0.75%, of certain organic materials, particularly monovalent radical substituted heterocyclic organic compounds selected from the group consisting oi thiazines having the general formula creased.
- thiazole as used herein includes the thio monazoles, the '(1-2-3, 1-2-4, 1-2-5, and
- sion inhibitors amounts, for example up to 2%. but preferably 005% to 0.75%, of the foregoing compoundsare comprises adding to said lubricating oils in a. small but suificient proportion to substantially retard said corrosion a monovalent radical substituted heterocyclic organic compound selected from the group consisting of thiazines having the general formula v iii" iii" Lei LJ" i. it it it and thiazoles having the general formula in which R is a radical selected from the group consisting of, alkyl, aryl, aralkyl, amino, amino alkyl, mercapto, alkyl mercapto and aryl mercapto radicals.
- R is a radical selected from the group consisting of, alkyl, aryl, aralkyl, amino, amino alkyl, mercapto, alkyl mercapto and aryl mercapto radicals.
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 Apr. 11, 1939 UNITED STATES- wa t-2 1 GFFIC'E I 't m 1 nnnnijca rma 01!.
Clarence nut. minor is Standard Oil 'ompany, Chicago, Ill, a corporation of Indiana No Drawing; November 16, 198i,
Serial No. 111,684
This invention relates to lubricants and, in
particular, to addition agents imparting improved properties to lubricants.
This invention has particular utility in improving the lubricating properties 01' lubricating oils and/or in preventing or inhibiting the corro-. sion of hard metal alloy bearings such as copper-lead, ca-nickel and cadmiumsilver bearings which, to a large extent, have re- I m placed soft metal bearings, such as Babbitt metal,
in the trend toward internal combustion engines having high compression ratios and increased acceleration and increased, speed characteristics.
The use of the "hard metal" bearings has created l5 lubricating and corrosion problems, particularly in connection with highly refined oils, some oi which may be very corrosive to bearings oi the hard metal type. 1 I
As used herein highly refined" lubricating oil means visco'us oils which have a minimum via-- cosity of S. A. E. oils, or higher, and'whlch have been subjected to such refining pr that the parafllniclty of the oil is markedly inlubricating oils cause corrosion to alloy bearings of the hard metal type such as cadmium-silver alloy bearings to the extent of about 5 mg/cm.
and even greater, when such bearings are sub- 3o merged for 25 hours or less in an air agitated oil which has been preoxidized at about 340-F. tor
25 to 50 hours. The motor oils may be highly refined ,lubricatin'goils as such or mixtures 01 highly refined lubricating oils with less highly *reflned lubricating oils, or stated in another way, mixtures of corrosive oils and non-corrosive oils, examples of the latter being lubricating oil fractions from Winkler Crude or crudes of the Winkler I have found that corrosion of alloybearings of the cadmium-silver type can'be inhibited and highly desired properties can be imparted to lubricating oils by adding thereto up to 2%, but preferably 0.05% to 0.75%, of certain organic materials, particularly monovalent radical substituted heterocyclic organic compounds selected from the group consisting oi thiazines having the general formula creased. It has been found that highly refined and thlazoles having the general formula E N-t c=s s or 3-1 s 'c ==o i i i in which B may be substituted alkyl and/or aryl and/or aralkyl and/or amino and/or amino alkyl and/or alkyl substituted amino and/or mercapto and/or alkyl mercapto and/or aryl mercapto radical or radicals.
The term thiazole as used herein includes the thio monazoles, the '(1-2-3, 1-2-4, 1-2-5, and
' 1-3-4) thio diaaolesand the (1-2-3-4 and 1-2-3-5) Mu-phenyl-alpha dimethyl gamma methyl penthiazoline; Mu-mercapto-gamma-methyl penthiazoline Mu-mercapto-gamma-butyl penthlazoline Gamma-methyl-alpha-dimethyl penthiazoline Para thlazine 2,4 dibutyl thiazine Some of the foregoing compounds may not be completely soluble in the lubricant, in which case eil'ective results are obtained by suspending the inhibitor in the lubricant by means of small amounts 01' a peptizing agent such as aluminum naphthenate, aluminum stearate, etc.
When highly refined motor oils are used in internal combustion engines provided. with bearings of the cadmium-silver and copper-lead type the bearings, after a comparatively short time,
i'ail due to the corrosion of the bearing metal.
This is probably due to the removal of certain constituents from the oil which behave ascorroa I have found that when small.-.:
sion inhibitors. amounts, for example up to 2%. but preferably 005% to 0.75%, of the foregoing compoundsare comprises adding to said lubricating oils in a. small but suificient proportion to substantially retard said corrosion a monovalent radical substituted heterocyclic organic compound selected from the group consisting of thiazines having the general formula v iii" iii" Lei LJ" i. it it it and thiazoles having the general formula in which R is a radical selected from the group consisting of, alkyl, aryl, aralkyl, amino, amino alkyl, mercapto, alkyl mercapto and aryl mercapto radicals.
2. The method of preventing corrosion of bear-- ing metal alloys having the corrosive susceptibility of alloys of the group consisting of cadmium-silver alloys, cadmium-nickel alloys andcopp er-lead alloys in the presence of-highly refined lubricating oils normally corrosive to said bearings which comprises adding to said lubricating oils about 0.05% to about 0.75% of a mono- I valent radical substituted heterocyclic organic compound selected from the group consisting of thiazines having the general formula and thiazoles having the general formula in which R is a radical selected from the group consisting of alkyl, aryl, aralkyl, amino, amino alkyl, mercapto, alkyl mercapto and aryl mercapto radicals.
3. The method of preventing corrosion of bearing metal alloys having the corrosive susceptibility of alloys of the group consisting of cadmium-silver alloys, cadmium-nickel alloys and copper-lead alloys in the presence of highly refined lubricating oils normally corrosive to said bearings which comprises adding to said lubricating oils an alkyl thiazole in a small but suflicient proportion to substantially retard said corrosion.
4. The method of preventing corrosion of bearing metal alloys having the corrosivefsusceptlbility 01 alloys of the group consi ti g 91 m, mium-silver alloys, cadmium-nickelfalloys" and copper-lead alloys in the presence of highly refined lubricating oils normally corrosivejtofsaid bearings which comprises adding to said lubricating 01] from about 0.05% to-about' 0;75%*of a tributyl thiazole.
5. The method of preventing corrosion or bear- Y ing metal alloys having the corrosive susceptibility 01' alloys of the group consisting of 'cadmium-silver alloys, cadmium-nickel alloys and.
copper-lead alloys in the presence of highly refined lubricating oils normally corrosive tojsaid bearings which comprises adding to said lubricating oils an aryl thiazole in a small but suflicient proportion to substantially'retard said corrosion.
6. The method of preventing corrosion ot'bearing metal alloys having the corrosive susceptibility of alloys of the group consisting of cadmium-silver alloys, cadmium-nickel alloys and copper-lead alloys in the'presence of highly refined lubricating oils normally corrosive to said bearings which comprises adding tosaid lubricating oil from about 0.05% to about 0.75% of a triphenyl thiazole.
'I.- The method of preventing corrosion of hearing metal alloys having the corrosive susceptibility of alloys of the group consisting of cadmium-silver alloys, cadmium-nickel alloys and copper-lead alloys in the presence of highly refined lubricating oils normally corrosive to said bearings which comprises adding to said lubrieating oil from about 0.05% to about 0.75% of a mercapto thiazole.
CLARENCE M.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US111034A US2154096A (en) | 1936-11-16 | 1936-11-16 | Lubricating oil |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US111034A US2154096A (en) | 1936-11-16 | 1936-11-16 | Lubricating oil |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2154096A true US2154096A (en) | 1939-04-11 |
Family
ID=22336259
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US111034A Expired - Lifetime US2154096A (en) | 1936-11-16 | 1936-11-16 | Lubricating oil |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2154096A (en) |
Cited By (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2492632A (en) * | 1946-12-03 | 1949-12-27 | Socony Vacuum Oil Co Inc | Alkyl thienyl ketimine from acylthiophene and primary amine reaction |
| US2518351A (en) * | 1947-05-28 | 1950-08-08 | Socony Vacuum Oil Co Inc | N (thiophenalkyl) arylamines in mineral oil |
| US2528785A (en) * | 1947-09-26 | 1950-11-07 | Socony Vacuum Oil Co Inc | Mineral oil compositions containing alkyl aminobenzothiophenes |
| US2607737A (en) * | 1949-07-09 | 1952-08-19 | California Research Corp | Condensation product of a 2-thiothiazole, formaldehyde, and alkyl phenol to inhibit sulfur corrosive lubricants |
| US2620303A (en) * | 1949-07-09 | 1952-12-02 | California Research Corp | Mercaptothiazines as sulfur-corrosion inhibiting agents |
| US2703785A (en) * | 1953-02-27 | 1955-03-08 | Standard Oil Co | Soluble compositions containing a 2, 5-dimercapto-1, 3, 4-thiadiazole derivative |
| US2719125A (en) * | 1952-12-30 | 1955-09-27 | Standard Oil Co | Oleaginous compositions non-corrosive to silver |
| US2719827A (en) * | 1951-12-05 | 1955-10-04 | California Research Corp | Lubricating oil compositions containing sulfur corrosive to silver |
| US2796402A (en) * | 1953-11-16 | 1957-06-18 | Texas Co | Extreme pressure lubricant compositions |
| US2796404A (en) * | 1953-11-16 | 1957-06-18 | Texas Co | Extreme pressure lubricant compositions |
| US2796403A (en) * | 1953-11-16 | 1957-06-18 | Texas Co | Extreme pressure lubricant compositions |
| US2964471A (en) * | 1959-06-26 | 1960-12-13 | Cities Service Res & Dev Co | Method of inhibiting corrosion |
| US3192225A (en) * | 1961-04-24 | 1965-06-29 | Geigy Chem Corp | 2-substituted aminothiazoles |
| US3228888A (en) * | 1960-05-13 | 1966-01-11 | Geigy Chem Corp | Method of stabilization with substituted thiazole stabilizers and stabilized compositions thereof |
| US3467666A (en) * | 1966-11-07 | 1969-09-16 | Geigy Chem Corp | 2-substituted aminothiazoles |
| US3896050A (en) * | 1974-07-05 | 1975-07-22 | Texaco Inc | Lubricating oil additives |
| US4446056A (en) * | 1979-12-10 | 1984-05-01 | Petrolite Corporation | Preparation of mixture of nitrogen and sulfur-nitrogen heterocyclics and use in corrosion inhibiting |
| US4485022A (en) * | 1983-08-24 | 1984-11-27 | Phillips Petroleum Company | Lubricating compositions containing normal-alkyl substituted 2-thiazoline disulfide antioxidants |
-
1936
- 1936-11-16 US US111034A patent/US2154096A/en not_active Expired - Lifetime
Cited By (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2492632A (en) * | 1946-12-03 | 1949-12-27 | Socony Vacuum Oil Co Inc | Alkyl thienyl ketimine from acylthiophene and primary amine reaction |
| US2518351A (en) * | 1947-05-28 | 1950-08-08 | Socony Vacuum Oil Co Inc | N (thiophenalkyl) arylamines in mineral oil |
| US2528785A (en) * | 1947-09-26 | 1950-11-07 | Socony Vacuum Oil Co Inc | Mineral oil compositions containing alkyl aminobenzothiophenes |
| US2607737A (en) * | 1949-07-09 | 1952-08-19 | California Research Corp | Condensation product of a 2-thiothiazole, formaldehyde, and alkyl phenol to inhibit sulfur corrosive lubricants |
| US2620303A (en) * | 1949-07-09 | 1952-12-02 | California Research Corp | Mercaptothiazines as sulfur-corrosion inhibiting agents |
| US2719827A (en) * | 1951-12-05 | 1955-10-04 | California Research Corp | Lubricating oil compositions containing sulfur corrosive to silver |
| US2719125A (en) * | 1952-12-30 | 1955-09-27 | Standard Oil Co | Oleaginous compositions non-corrosive to silver |
| US2703785A (en) * | 1953-02-27 | 1955-03-08 | Standard Oil Co | Soluble compositions containing a 2, 5-dimercapto-1, 3, 4-thiadiazole derivative |
| US2796402A (en) * | 1953-11-16 | 1957-06-18 | Texas Co | Extreme pressure lubricant compositions |
| US2796404A (en) * | 1953-11-16 | 1957-06-18 | Texas Co | Extreme pressure lubricant compositions |
| US2796403A (en) * | 1953-11-16 | 1957-06-18 | Texas Co | Extreme pressure lubricant compositions |
| US2964471A (en) * | 1959-06-26 | 1960-12-13 | Cities Service Res & Dev Co | Method of inhibiting corrosion |
| US3228888A (en) * | 1960-05-13 | 1966-01-11 | Geigy Chem Corp | Method of stabilization with substituted thiazole stabilizers and stabilized compositions thereof |
| US3192225A (en) * | 1961-04-24 | 1965-06-29 | Geigy Chem Corp | 2-substituted aminothiazoles |
| US3201409A (en) * | 1961-04-24 | 1965-08-17 | John D Spivack | 2-substituted aminothiazoles |
| US3467666A (en) * | 1966-11-07 | 1969-09-16 | Geigy Chem Corp | 2-substituted aminothiazoles |
| US3896050A (en) * | 1974-07-05 | 1975-07-22 | Texaco Inc | Lubricating oil additives |
| US4446056A (en) * | 1979-12-10 | 1984-05-01 | Petrolite Corporation | Preparation of mixture of nitrogen and sulfur-nitrogen heterocyclics and use in corrosion inhibiting |
| US4485022A (en) * | 1983-08-24 | 1984-11-27 | Phillips Petroleum Company | Lubricating compositions containing normal-alkyl substituted 2-thiazoline disulfide antioxidants |
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