GB824612A - Lubricants containing salts of organic-substituted phosphonic acid - Google Patents

Lubricants containing salts of organic-substituted phosphonic acid

Info

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
Application number
GB8641/58A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
ExxonMobil Technology and Engineering Co
Original Assignee
Exxon Research and Engineering Co
Esso Research and Engineering Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Exxon Research and Engineering Co, Esso Research and Engineering Co filed Critical Exxon Research and Engineering Co
Publication of GB824612A publication Critical patent/GB824612A/en
Expired legal-status Critical Current

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    • C10M7/00Solid 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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    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
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    • C10M2201/065Sulfides; Selenides; Tellurides
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    • C10M2201/066Molybdenum sulfide
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    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/026Butene
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    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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    • C10M2223/04Phosphate esters
    • C10M2223/042Metal salts thereof
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • C10M2223/061Metal salts
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • C10M2223/065Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds containing sulfur
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2227/00Organic 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
    • C10M2227/02Esters of silicic acids
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00Organic 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
    • C10M2229/04Siloxanes with specific structure
    • C10M2229/041Siloxanes with specific structure containing aliphatic substituents
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    • C10N2010/00Metal present as such or in compounds
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    • C10N2010/02Groups 1 or 11
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    • C10N2010/04Groups 2 or 12
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/02Bearings
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/08Hydraulic fluids, e.g. brake-fluids
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    • C10N2040/25Internal-combustion engines
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/25Internal-combustion engines
    • C10N2040/252Diesel engines
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/25Internal-combustion engines
    • C10N2040/252Diesel engines
    • C10N2040/253Small diesel engines
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    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10Semi-solids; greasy

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  • 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.
GB8641/58A 1957-04-25 1958-03-18 Lubricants containing salts of organic-substituted phosphonic acid Expired GB824612A (en)

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

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ID=24627089

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GB8641/58A Expired GB824612A (en) 1957-04-25 1958-03-18 Lubricants containing salts of organic-substituted phosphonic acid

Country Status (4)

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US (1) US2977303A (en)
DE (1) DE1067162B (en)
FR (1) FR1204613A (en)
GB (1) GB824612A (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

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DE1067162B (en) 1959-10-15
US2977303A (en) 1961-03-28
FR1204613A (en) 1960-01-27

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