GB1041019A - Molybdenum compounds and lubricating compositions containing them - Google Patents
Molybdenum compounds and lubricating compositions containing themInfo
- Publication number
- GB1041019A GB1041019A GB32871/63A GB3287163A GB1041019A GB 1041019 A GB1041019 A GB 1041019A GB 32871/63 A GB32871/63 A GB 32871/63A GB 3287163 A GB3287163 A GB 3287163A GB 1041019 A GB1041019 A GB 1041019A
- Authority
- GB
- United Kingdom
- Prior art keywords
- sulphur
- dithiomolybdenyl
- pivaloyl
- prepared
- formula
- 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
Links
- 239000000203 mixture Substances 0.000 title abstract 6
- 230000001050 lubricating effect Effects 0.000 title abstract 5
- 239000005078 molybdenum compound Substances 0.000 title abstract 3
- 150000002752 molybdenum compounds Chemical class 0.000 title abstract 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 9
- 239000005864 Sulphur Substances 0.000 abstract 7
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 229910052750 molybdenum Inorganic materials 0.000 abstract 6
- 239000011733 molybdenum Substances 0.000 abstract 6
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 abstract 4
- 125000003342 alkenyl group Chemical group 0.000 abstract 4
- 125000000304 alkynyl group Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 239000002904 solvent Substances 0.000 abstract 3
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000005594 diketone group Chemical group 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 239000010688 mineral lubricating oil Substances 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 2
- HSBSYWPHIQSHLS-UHFFFAOYSA-N (3,3-dimethyl-2-oxobutanoyl) dodecanoate Chemical compound C(CCCCCCCCCCC)(=O)OC(=O)C(C(C)(C)C)=O HSBSYWPHIQSHLS-UHFFFAOYSA-N 0.000 abstract 1
- RJOWGRQMZHHVAS-UHFFFAOYSA-N 2,2-dimethylhexadecane-3,5-dione Chemical compound C(CCCCCCCCCCC)(=O)CC(C(C)(C)C)=O RJOWGRQMZHHVAS-UHFFFAOYSA-N 0.000 abstract 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 1
- VUVUIDMZOWHIIJ-UHFFFAOYSA-N Heneicosan-2-one Chemical compound CCCCCCCCCCCCCCCCCCCC(C)=O VUVUIDMZOWHIIJ-UHFFFAOYSA-N 0.000 abstract 1
- 229910002091 carbon monoxide Inorganic materials 0.000 abstract 1
- LLZFTTVOJITFLH-UHFFFAOYSA-N formyl 2,2-dimethyl-4-oxopentadecanoate Chemical compound C(=O)OC(C(CC(CCCCCCCCCCC)=O)(C)C)=O LLZFTTVOJITFLH-UHFFFAOYSA-N 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 239000010689 synthetic lubricating oil Substances 0.000 abstract 1
- WPPOOQHRMXWIDW-UHFFFAOYSA-N thiirane-2,3-dione Chemical compound O=C1SC1=O WPPOOQHRMXWIDW-UHFFFAOYSA-N 0.000 abstract 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
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F11/00—Compounds containing elements of Groups 6 or 16 of the Periodic Table
- C07F11/005—Compounds containing elements of Groups 6 or 16 of the Periodic Table compounds without a metal-carbon linkage
-
- 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
- C10M2207/09—Metal enolates, i.e. keto-enol metal complexes
-
- 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
-
- 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
-
- 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
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/06—Organic compounds derived from inorganic acids or metal salts
- C10M2227/066—Organic compounds derived from inorganic acids or metal salts derived from Mo or W
-
- 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
- C10N2010/12—Groups 6 or 16
-
- 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
- C10N2040/02—Bearings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Lubricants (AREA)
Abstract
A lubricating composition consists essentially of a blend of a mineral or synthetic lubricating oil and a compound of the formula <FORM:1041019/C4-C5/1> where R1 and R2, which may be the same or different, are alkyl, alkenyl, or alkynyl groups preferably having 1-20 carbon atoms, and the X's are oxygen or sulphur atoms, at least one of the X's being an oxygen atom. Preferably R1 and R2 are alkyl groups, especially branched chain alkyl groups, but where R1 and/or R2 are alkenyl or alkynyl groups, the group(s) may contain more than one multiple bond. The molybdenum compounds are suitably used in an amount of from 0.1 to 5% by weight of the lubricating composition. In the examples, lubricating compositions are prepared from an SAE90 refined mineral lubricating oil and one of dithiomolybdenyl acetylacetonate, dithiomolybdenyl stearoylacetonate, dithiomolybdenyl lauroyl - pivaloyl - methanate or dithiomolybdenyl oleoyl-pivaloyl-methanate.ALSO:The invention comprises compounds of the Formula I <FORM:1041019/C2/1> where R1 and R2, which may be the same or different, are alkyl, alkenyl or alkynyl groups preferably having 1-20 carbon atoms and the X's are oxygen or sulphur atoms, at least one of the X's being an oxygen atom. Preferably, R1 and R2 are alkyl groups, especially branched chain alkyl groups, but where R1 and/or R2 are alkenyl or alkynyl groups, the group(s) may contain more than one multiple bond. They may be prepared by reacting a compound of the Formula II <FORM:1041019/C2/2> wherein R1, R2 and X are as above, with sulphur in an inert atmosphere preferably in a solvent and at an elevated temperature which is preferably between 100 DEG and 200 DEG C. A suitable solvent is the diketone shown chelated in Formula I. An alternative method of preparation is to react molybdenum hexacarbonyl with sulphur and a diketone or monothiodiketone of the formula R1C(X)CH2C(X)R2, where R1, R2 and X are as previously stated. In this method the reaction mixture generates its own inert atmosphere of carbon monoxide. In the examples dithiomolybdenyl acetyl-acetonate is prepared by the reaction of molybdenum triacetylacetonate with sulphur in acetylacetone and solvent and also by the reaction of molybdenum hexacarbonyl with sulphur and acetylacetone, dithiomolybdenyl stearoylacetonate is prepared by reacting molybdenum hexacarbonyl with stearylacetone and sulphur, dithiomolybdenyl lauroyl-pivaloyl methanate is prepared by reacting molybdenum hexacarbonyl with lauroyl-pivaloyl-methane and sulphur and dithiomolybdenyl oleoyl-pivaloyl-methanate is prepared by reacting molybdenum hexacarbonyl with oleoyl-pivaloyl-methane and sulphur. The molybdenum compounds of the invention are used in the preparation of lubricating compositions (see Division C5).
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB32871/63A GB1041019A (en) | 1963-08-20 | 1963-08-20 | Molybdenum compounds and lubricating compositions containing them |
US387786A US3184410A (en) | 1963-08-20 | 1964-08-05 | Molybdenum compounds and lubricating compositions containing them |
CH1026464A CH471158A (en) | 1963-08-20 | 1964-08-06 | Process for producing a molybdenum compound |
FR985009A FR1404902A (en) | 1963-08-20 | 1964-08-12 | Novel molybdenum compounds for use as lubricants and lubricant additives, lubricating compositions containing them, and method of manufacture |
DE19641443536 DE1443536A1 (en) | 1963-08-20 | 1964-08-14 | Process for the production of molybdenum compounds |
NL6409570A NL6409570A (en) | 1963-08-20 | 1964-08-19 | |
AT720064A AT248454B (en) | 1963-08-20 | 1964-08-20 | Process for the production of new organomolybdenum compounds |
BE652070A BE652070A (en) | 1963-08-20 | 1964-08-20 | |
SE10042/64A SE310663B (en) | 1963-08-20 | 1964-08-20 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB32871/63A GB1041019A (en) | 1963-08-20 | 1963-08-20 | Molybdenum compounds and lubricating compositions containing them |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1041019A true GB1041019A (en) | 1966-09-01 |
Family
ID=10345268
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB32871/63A Expired GB1041019A (en) | 1963-08-20 | 1963-08-20 | Molybdenum compounds and lubricating compositions containing them |
Country Status (8)
Country | Link |
---|---|
US (1) | US3184410A (en) |
AT (1) | AT248454B (en) |
BE (1) | BE652070A (en) |
CH (1) | CH471158A (en) |
DE (1) | DE1443536A1 (en) |
GB (1) | GB1041019A (en) |
NL (1) | NL6409570A (en) |
SE (1) | SE310663B (en) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1196418A (en) * | 1966-09-26 | 1970-06-24 | English Electric Co Ltd | Improvements relating to Electro-Magnetic Devices |
US3541014A (en) * | 1967-07-12 | 1970-11-17 | Lubrizol Corp | Molybdenum-containing lubricant compositions |
FR2077906A1 (en) * | 1970-02-23 | 1971-11-05 | Inst Francais Du Petrole | |
US4164473A (en) * | 1977-10-20 | 1979-08-14 | Exxon Research & Engineering Co. | Organo molybdenum friction reducing antiwear additives |
US4201683A (en) * | 1978-04-21 | 1980-05-06 | Exxon Research & Engineering Co. | Alkanol solutions of organo molybdenum complexes as friction reducing antiwear additives |
US4192757A (en) * | 1978-04-21 | 1980-03-11 | Exxon Research & Engineering Company | Alkyl phenol solutions of organo molybdenum complexes as friction reducing antiwear additives |
US4383931A (en) * | 1981-12-02 | 1983-05-17 | Gulf Research & Development Company | Lubricating oils containing molybdenyl chelates |
US4889647A (en) * | 1985-11-14 | 1989-12-26 | R. T. Vanderbilt Company, Inc. | Organic molybdenum complexes |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1099955A (en) * | 1954-01-07 | 1955-09-14 | Inst Francais Du Petrole | Lubricants based on molybdic xanthates suitable for use at high temperature and pressure |
-
1963
- 1963-08-20 GB GB32871/63A patent/GB1041019A/en not_active Expired
-
1964
- 1964-08-05 US US387786A patent/US3184410A/en not_active Expired - Lifetime
- 1964-08-06 CH CH1026464A patent/CH471158A/en not_active IP Right Cessation
- 1964-08-14 DE DE19641443536 patent/DE1443536A1/en active Pending
- 1964-08-19 NL NL6409570A patent/NL6409570A/xx unknown
- 1964-08-20 BE BE652070A patent/BE652070A/xx unknown
- 1964-08-20 AT AT720064A patent/AT248454B/en active
- 1964-08-20 SE SE10042/64A patent/SE310663B/xx unknown
Also Published As
Publication number | Publication date |
---|---|
US3184410A (en) | 1965-05-18 |
SE310663B (en) | 1969-05-12 |
AT248454B (en) | 1966-07-25 |
CH471158A (en) | 1969-04-15 |
DE1443536A1 (en) | 1968-11-14 |
NL6409570A (en) | 1965-02-22 |
BE652070A (en) | 1965-02-22 |
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