GB824612A - Lubricants containing salts of organic-substituted phosphonic acid - Google Patents
Lubricants containing salts of organic-substituted phosphonic acidInfo
- Publication number
- GB824612A GB824612A GB8641/58A GB864158A GB824612A GB 824612 A GB824612 A GB 824612A GB 8641/58 A GB8641/58 A GB 8641/58A GB 864158 A GB864158 A GB 864158A GB 824612 A GB824612 A GB 824612A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- oil
- acids
- lubricating oil
- phenylalphanaphthylamine
- 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
Classifications
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- 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
- C10M7/00—Solid or semi-solid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single solid or semi-solid substances
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M5/00—Solid or semi-solid compositions containing as the essential lubricating ingredient mineral lubricating oils or fatty oils and their use
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- 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
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- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/06—Metal compounds
- C10M2201/065—Sulfides; Selenides; Tellurides
- C10M2201/066—Molybdenum sulfide
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- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/026—Butene
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
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- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
- C10M2207/046—Hydroxy ethers
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- 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
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- C10M2207/123—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms polycarboxylic
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- C10M2207/124—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms containing hydroxy groups; Ethers thereof
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- 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
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- 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
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- C10M2207/22—Acids obtained from polymerised unsaturated acids
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- C10M2207/289—Partial esters containing free hydroxy groups
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- C10M2207/32—Esters of carbonic acid
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- 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
- C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
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- 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
- C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
- C10M2223/061—Metal salts
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- 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
- C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
- C10M2223/065—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds containing sulfur
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- 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
- C10M2227/02—Esters of silicic acids
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- 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
- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/04—Siloxanes with specific structure
- C10M2229/041—Siloxanes with specific structure containing aliphatic substituents
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- 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
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- 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
- C10N2010/02—Groups 1 or 11
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- 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
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- 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
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- 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
- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
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- 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
- C10N2040/25—Internal-combustion engines
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- 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
- C10N2040/25—Internal-combustion engines
- C10N2040/252—Diesel engines
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- 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
- C10N2040/25—Internal-combustion engines
- C10N2040/252—Diesel engines
- C10N2040/253—Small diesel engines
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Abstract
A lubricant comprises a lubricating oil and a mixed-salt complex thickener (which preferably amounts to 5-30 wt. per cent of the composition). The lubricating oil is preferably mineral, but may be synthetic (e.g. esters such as C8 oxo alcohol ester of C8 oxo acid, di-2-ethylhexyl sebacate, C13 oxo acid diester of tetraethylene glycol, complex esters, phosphate, sulfites and carbonates; halocarbon oils such as chlorotrifluoroethylene polymer; alkyl silicates, methyl polysiloxanes; mercaptols and formals). The thickener comprises alkali and/or alkaline earth metal salts of C7-12 and/or C16-30 (preferably C16-22) fatty acid (preferably 1-20 parts by weight of acid) and C1-5 1-hydroxyalkylphosphonic acid (preferably 2-5 parts by weight of acid) RR1C(OH)PO(OH)2 wherein R is H or C1-4 alkyl and R1 is also H or C1-4 alkyl; the molar ratio of C7-12 and/or C16-30 acid to phosphoric acid to 0.1-10 (preferably 0.3-5) : 1. The thickener may also contain said metal salts of a C1-6 fatty acid or furoic acid [preferably 0-15 (particularly 6-12) parts by weight of acid] in molar ratio to phosphonic acid of 0.5-30 (preferably 5-20) : 1. Examples of fatty acids are C1-6 : formic, acetic, propionic, acrylic and lactic; C7-12 : capric, caprylic, nonanoic and lauric; C16-30 : palmitic, stearic, dihydroxystearic, behenic, montanic, linolenic, linoleic, arachidic, ricinoleic, oleic, hydrogenated fish oil and tallow acids. In specified phosphonic acids, (a) R=H and R1=H, Me, Et, Pr or Bu; (b) R=Me and R1=Me, Et or Pr; (c) R=R1=Et. The composition may contain optionally, e.g. in the proportion of 0.1-10.0 wt. per cent, detergents such as calcium petroleum sulphonate; oxidation inhibitors such as phenylalphanaphthylamine; V.I. improvers such as polyisobutylene; corrosion inhibitors such as sorbitan mono-oleate; pour depressants; dyes; and other grease thickeners. The compositions of the invention are prepared by (a) coneutralization of the fatty acids and the phosphonic acid in the lubricating oil by the addition of a metal (as hereinbefore defined) base (e.g. hydroxide, oxide or carbonate), and heating to 400-700 DEG F. (e.g. 430-600 DEG F.). The temperature may then be allowed to drop, but preferably is maintained for 1/2 to 4 hours (e.g. 1 to 3 hours) and then cooled to about 180-200 DEG F., where conventional additives may be added. The mixture may then be homogenized by, e.g., a Goulin homogenizer or a Charlotte mill, and subsequently cooled. The compositions may also be formed by heating the preformed salts together in the oil. Another process for preparing the compositions comprises (b) reacting a dispersion of whole fat (e.g. tallow, hog fat, lard oil, fish oil, rapeseed oil, mustard seed oil) with 1.5-3.0 times the amount of alkali required for complete saponification at 450-650 DEG F. (e.g. 500-550 DEG F.) until foaming ceases (e.g. for 10-30 mins.), cooling to 200-400 DEG F. (e.g. 250-300 DEG F.), then neutralizing excess alkali with the phosphonic acid, preferably maintaining a temperature of 200-400 DEG F. (e.g. 250-300 DEG F.) for about 20-45 minutes, and cooling. Specific examples (all greases) prepared according to method (a) used the following ingredients: 1-hydroxy - 1 - methylethylphosphonic acid; Hydrofol Acids 51; Wecoline AAC Acid (16% lauric, 28% caprylic, 56% capric acids); glacial acetic acid; sodium hydroxide; hydrated lime; phenylalphanaphthylamine, and mineral lubricating oils respectively 55 and 80 S.U.S. at 210 DEG F. Specific examples (greases) according to method (b) used the following ingredients: mustard seed oil, sodium hydroxide, sodium petroleum sulfonate, mineral lubricating oil 55 S.U.S. at 210 DEG F., 1-hydroxy-1-methylethylphosphonic acid and phenylalphanaphthylamine.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US655001A US2977303A (en) | 1957-04-25 | 1957-04-25 | Lubricants containing salts of organicsubstituted phosphonic acid |
Publications (1)
Publication Number | Publication Date |
---|---|
GB824612A true GB824612A (en) | 1959-12-02 |
Family
ID=24627089
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB8641/58A Expired GB824612A (en) | 1957-04-25 | 1958-03-18 | Lubricants containing salts of organic-substituted phosphonic acid |
Country Status (4)
Country | Link |
---|---|
US (1) | US2977303A (en) |
DE (1) | DE1067162B (en) |
FR (1) | FR1204613A (en) |
GB (1) | GB824612A (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3143505A (en) * | 1961-04-28 | 1964-08-04 | Exxon Research Engineering Co | Oil compositions containing mixed metal salts |
US5154843A (en) * | 1989-02-08 | 1992-10-13 | The Lubrizol Corporation | Hydroxyalkane phosphonic acids and derivatives thereof and lubricants containing the same |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB549296A (en) * | 1941-04-12 | 1942-11-16 | Du Pont | Manufacture of improved lubricants |
US2513680A (en) * | 1949-01-18 | 1950-07-04 | Socony Vacuum Oil Co Inc | Lime base grease |
US2628949A (en) * | 1951-02-14 | 1953-02-17 | Socony Vacuum Oil Co Inc | Stabilized lithium base grease |
US2758971A (en) * | 1952-05-20 | 1956-08-14 | Exxon Research Engineering Co | Blending agents for mineral oils |
US2846392A (en) * | 1953-10-21 | 1958-08-05 | Exxon Research Engineering Co | Metal soap-salt complexes and lubricants containing same |
US2837481A (en) * | 1955-03-31 | 1958-06-03 | California Research Corp | Metal alkyl phosphonate thickened lubricating oils |
-
0
- DE DENDAT1067162D patent/DE1067162B/en active Pending
-
1957
- 1957-04-25 US US655001A patent/US2977303A/en not_active Expired - Lifetime
-
1958
- 1958-03-18 GB GB8641/58A patent/GB824612A/en not_active Expired
- 1958-04-23 FR FR1204613D patent/FR1204613A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
DE1067162B (en) | 1959-10-15 |
US2977303A (en) | 1961-03-28 |
FR1204613A (en) | 1960-01-27 |
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