GB959115A - Zinc carboxylate-coordinated zinc dithiophosphates and lubricating oil compositions containing them - Google Patents
Zinc carboxylate-coordinated zinc dithiophosphates and lubricating oil compositions containing themInfo
- Publication number
- GB959115A GB959115A GB43360/61A GB4336061A GB959115A GB 959115 A GB959115 A GB 959115A GB 43360/61 A GB43360/61 A GB 43360/61A GB 4336061 A GB4336061 A GB 4336061A GB 959115 A GB959115 A GB 959115A
- Authority
- GB
- United Kingdom
- Prior art keywords
- zinc
- alkyl
- carbon atoms
- mol
- salt
- 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
- WMYJOZQKDZZHAC-UHFFFAOYSA-H trizinc;dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical class [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S WMYJOZQKDZZHAC-UHFFFAOYSA-H 0.000 title abstract 9
- 239000011701 zinc Substances 0.000 title abstract 7
- 229910052725 zinc Inorganic materials 0.000 title abstract 7
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 title abstract 4
- 239000000203 mixture Substances 0.000 title abstract 3
- 239000010687 lubricating oil Substances 0.000 title abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 12
- -1 zinc carboxylate Chemical class 0.000 abstract 9
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 229910052799 carbon Inorganic materials 0.000 abstract 4
- 239000011541 reaction mixture Substances 0.000 abstract 3
- 239000002904 solvent Substances 0.000 abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 3
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- 150000005840 aryl radicals Chemical group 0.000 abstract 2
- 150000001735 carboxylic acids Chemical class 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 150000002430 hydrocarbons Chemical class 0.000 abstract 2
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 2
- 150000003751 zinc Chemical class 0.000 abstract 2
- 239000012141 concentrate Substances 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 238000001704 evaporation Methods 0.000 abstract 1
- 230000008020 evaporation Effects 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000003879 lubricant additive Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
-
- 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
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/003—Compounds containing elements of Groups 2 or 12 of the Periodic Table without C-Metal linkages
-
- 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
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
- C10M137/10—Thio derivatives
-
- 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/06—Metal compounds
- C10M2201/065—Sulfides; Selenides; Tellurides
-
- 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
-
- 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
- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less 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
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
- C10M2207/122—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms monocarboxylic
-
- 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
- C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/141—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings monocarboxylic
-
- 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
- C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/144—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings containing hydroxy groups
-
- 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
- C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/146—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings having carboxyl groups bound to carbon atoms of six-membeered aromatic rings having a hydrocarbon substituent 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/045—Metal containing thio derivatives
-
- 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
- C10N2010/04—Groups 2 or 12
-
- 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
-
- 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
- C10N2070/00—Specific manufacturing methods for lubricant compositions
- C10N2070/02—Concentrating of additives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Lubricants (AREA)
Abstract
The invention comprises a zinc carboxylate-co-ordinated zinc dithiophosphate salt composed of approximately one mol. proportion of zinc carboxylate per mol. proportion of zinc dithiophosphate, said co-ordinated salt being prepared by the method which comprises (1) forming a reaction mixture of one mol. proportion of: (A) a zinc dithiophosphate salt of the formula: <FORM:0959115/C2/1> where R is an aryl radical, or an alkyl-substituted aryl radical having from one to 5 alkyl radicals each having from one to 20 carbon atoms, or an alkyl radical containing from 5 to 20 carbon atoms in which the carbon atom adjacent to the carbon atom attached to the oxygen atom in said formula is completely substituted with alkyl groups; (B) at least one mol. proportion, possibly a 10-50% excess, of a zinc salt, of an aliphatic or cycloaliphatic carboxylic acid having from one to 20 carbon atoms or of an aryl carboxylic acid or of an alkyl-substituted aryl carboxylic acid having from one to 5 alkyl groups each containing from one to 20 carbon atoms; (C) water in an amount of at least 0.5 mol. per mol. of zinc dithiophosphate, preferably 10-50 mols. per mol., and (D) a hydrocarbon solvent; (2) heating the reaction mixture to remove the water therefrom by distillation; and (3) filtering the reaction mixture to obtain a solvent solution of the zinc carboxylate-co-ordinated zinc dithiophosphate salt which may be recovered by evaporation of the water and solvent. The products are used as lubricant additives (see Division C5).ALSO:A hydrocarbon lubricating oil composition comprises 0.01 to 10% by weight of a zinc carboxylate-co-ordinated zinc dithiophosphate salt composed of approximately one mol. proportion of zinc carboxylate per mol. proportion of zinc dithiophosphate (for preparation, see Division C2). The zinc dithiophosphate salt has the formula <FORM:0959115/C3/1> where R is an aryl radical, or an alkyl-substituted aryl radical having from one to 5 alkyl radicals each having from one to 20 carbon atoms, or an alkyl radical containing from 5 to 20 carbon atoms in which the carbon atom adjacent to the carbon atom attached to the oxygen atom in said formula is completely substituted with alkyl groups. The zinc carboxylate is the zinc salt of an aliphatic or cycloaliphatic carboxylic acid having from one to 20 carbon atoms or of an aryl carboxylic acid or of an alkyl-substituted aryl carboxylic acid having from one to 5 alkyl groups each containing from one to 20 carbon atoms. The composition may be in the form of a concentrate.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US76998A US3102096A (en) | 1960-12-20 | 1960-12-20 | Lubricating oil containing zinc carboxylate-coordinated zinc dithiophosphates |
Publications (1)
Publication Number | Publication Date |
---|---|
GB959115A true GB959115A (en) | 1964-05-27 |
Family
ID=22135512
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB43360/61A Expired GB959115A (en) | 1960-12-20 | 1961-12-04 | Zinc carboxylate-coordinated zinc dithiophosphates and lubricating oil compositions containing them |
Country Status (4)
Country | Link |
---|---|
US (1) | US3102096A (en) |
DE (1) | DE1444892B1 (en) |
FR (1) | FR1310171A (en) |
GB (1) | GB959115A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4308154A (en) * | 1979-05-31 | 1981-12-29 | The Lubrizol Corporation | Mixed metal salts and lubricants and functional fluids containing them |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3290347A (en) * | 1963-02-28 | 1966-12-06 | Exxon Research Engineering Co | Preparation of polyvalent metal salts of diorgano dithiophosphoric acids |
US3396183A (en) * | 1964-04-29 | 1968-08-06 | Exxon Research Engineering Co | One step preparation of metal organo dithiophosphates |
US3414598A (en) * | 1964-08-24 | 1968-12-03 | Mobil Oil Corp | Method of preparing zinc carboxylate coordinated complexes of aromatic zinc dithiophosphates |
US3328335A (en) * | 1964-08-31 | 1967-06-27 | Mobil Oil Corp | Lubricating oils containing complex zinc salts |
US3347790A (en) * | 1965-07-01 | 1967-10-17 | Lubrizol Corp | Lubricating compositions containing metal salts of acids of phosphorus |
US3523081A (en) * | 1967-02-01 | 1970-08-04 | Mobil Oil Corp | High metal content additives for fluid compositions |
DE2108780C2 (en) * | 1971-02-24 | 1985-10-17 | Optimol-Ölwerke GmbH, 8000 München | Lubricant or lubricant concentrate |
GB1568647A (en) * | 1977-03-18 | 1980-06-04 | Shell Int Research | Dthiophosphoric acid diesters and salts thereof |
FR2450869A1 (en) * | 1979-03-09 | 1980-10-03 | Orogil | SULFURIZED METAL DITHIOPHOSPHATES AND THEIR APPLICATION AS ADDITIVES FOR LUBRICATING OILS |
FR2450841A1 (en) | 1979-03-09 | 1980-10-03 | Orogil | NOVEL METAL DITHIOPHOSPHATES AND THEIR APPLICATION AS ADDITIVES FOR LUBRICATING OILS |
IN152910B (en) * | 1979-05-31 | 1984-04-28 | Lubrizol Corp | |
US4263150A (en) * | 1979-06-11 | 1981-04-21 | The Lubrizol Corporation | Phosphite treatment of phosphorus acid salts and compositions produced thereby |
WO1989009812A1 (en) * | 1988-04-11 | 1989-10-19 | The Lubrizol Corporation | Lubricating oil additives |
US6294506B1 (en) | 1993-03-09 | 2001-09-25 | Chevron Chemical Company | Lubricating oils having carbonated sulfurized metal alkyl phenates and carbonated metal alkyl aryl sulfonates |
US5356552A (en) * | 1993-03-09 | 1994-10-18 | Chevron Research And Technology Company, A Division Of Chevron U.S.A. Inc. | Chlorine-free lubricating oils having modified high molecular weight succinimides |
US20240141252A1 (en) | 2022-10-11 | 2024-05-02 | Benjamin G. N. Chappell | Lubricant Composition Containing Metal Alkanoate |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA550586A (en) * | 1957-12-24 | O. Clayton James | Oxidation-inhibited, silver non-corrosive lubricants | |
US2739125A (en) * | 1952-09-04 | 1956-03-20 | Socony Mobil Oil Co Inc | High metal content complex salts of sulfonic acids and mineral oil compositions thereof |
US2726208A (en) * | 1954-10-15 | 1955-12-06 | Standard Oil Co | Non-corrosive lubricant composition |
US2790766A (en) * | 1955-10-20 | 1957-04-30 | Socony Mobil Oil Co Inc | Complex metal salts of phosphoric acid esters and mineral oil compositions containing the same |
-
0
- FR FR1310171D patent/FR1310171A/fr not_active Expired
-
1960
- 1960-12-20 US US76998A patent/US3102096A/en not_active Expired - Lifetime
-
1961
- 1961-12-04 GB GB43360/61A patent/GB959115A/en not_active Expired
- 1961-12-19 DE DE19611444892 patent/DE1444892B1/en active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4308154A (en) * | 1979-05-31 | 1981-12-29 | The Lubrizol Corporation | Mixed metal salts and lubricants and functional fluids containing them |
Also Published As
Publication number | Publication date |
---|---|
FR1310171A (en) | 1963-03-06 |
US3102096A (en) | 1963-08-27 |
DE1444892B1 (en) | 1970-03-05 |
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