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GB867544A - Improvements in or relating to molybdenum-containing lubricant additives - Google Patents

Improvements in or relating to molybdenum-containing lubricant additives

Info

Publication number
GB867544A
GB867544A GB20515/57A GB2051557A GB867544A GB 867544 A GB867544 A GB 867544A GB 20515/57 A GB20515/57 A GB 20515/57A GB 2051557 A GB2051557 A GB 2051557A GB 867544 A GB867544 A GB 867544A
Authority
GB
United Kingdom
Prior art keywords
organic
phosphomolybdic acid
mixture
organic nitrogen
esters
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
GB20515/57A
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.)
Alpha Molykote Corp
Original Assignee
Alpha Molykote Corp
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 Alpha Molykote Corp filed Critical Alpha Molykote Corp
Publication of GB867544A publication Critical patent/GB867544A/en
Expired legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01G—COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F
    • C01G39/00—Compounds of molybdenum
    • 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
    • C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
    • C10M159/12—Reaction products
    • C10M159/18—Complexes with metals
    • 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
    • C10M2201/04—Elements
    • C10M2201/043—Sulfur; Selenenium; Tellurium
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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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
    • C—CHEMISTRY; METALLURGY
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
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    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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    • C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
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    • C10M2209/109—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified
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    • C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
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    • C10M2215/22—Heterocyclic nitrogen compounds
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/221—Six-membered rings containing nitrogen and carbon only
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    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
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    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
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    • C10M2215/24—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
    • C10M2215/26—Amines
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    • C10M2219/024—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of esters, e.g. fats
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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Lubricants (AREA)

Abstract

Organic nitrogen base salts of a reduced phosphomolybdic acid containing tetravalent molybdenum are prepared by reducing phosphomolybdic acid or an organic nitrogen base salt thereof, by heating at a temperature of at least 100 DEG C. with an organic reducing agent as hereinafter defined until the product assumes a deep blue colour and if the product obtained is not in the form of a salt of an organic nitrogen base, neutralising with such a base. The organic reducing agents are organic nitrogen bases and non-basic organic compounds, all containing active (Zerevitinoff) hydrogen, esters and ethers. The organic nitrogen bases may be used in excess as reducing and neutralising agents. Specified nitrogen bases utilisable in both connections include oleylamine, dehydroabietylamine, di-2-ethyl hexylamine, a mixture of NC8-18 hydrocarbon substituted propylene diamines, N-aminopropyl morpholine, amino alcohols such as oleyl oxyethyl glyoxalidine and dialkyl thioureas such as di-oleyl thiourea. A number of these bases are used to prepare the phosphomolybdic acid salts used as starting materials. Numerous other organic reducing agents are specified including higher alcohols and diols, polyglycols and esters and ethers thereof, benzyl butyl phthalate and di-octyl adipate. The products are lubricant additives (see Group III).ALSO:A lubricant-compatible additive which is a reduced phosphomolybdic acid, or organic nitrogen base salt thereof, containing molybdenum in tetravalent form is prepared by reducing phosphomolybdic acid or an organic nitrogen base salt thereof, by heating to a temperature of at least 100 DEG C. with an organic reducing agent as hereinafter specified until the product assumes a deep blue colour. The organic reducing agents are non-basic organic compounds, including alcohols, diols and polyglycols, and organic nitrogen bases, all containing active (Zerevitinov) hydrogen, and esters and ethers. The reducing agents are preferably oil-soluble or themselves lubricants and may be used in excess. When the product is not already in the form of an organic nitrogen base salt it is preferably neutralised with such a base and thereby stabilized. The additives may be used in mineral or synthetic lubricating oils including higher alcohols, diols, esters, ethers and polyglycols and their ether and ester derivatives, and in amounts ranging from 0.1 to 40% by weight of the total lubricant. In order to obtain a lubricant resistant to extreme pressure, sulphur or a suitable sulphur compound may be introduced into the lubricant, whereby in use molybdenum disulphide may be formed, and if desired the necessary sulphur may be contained in the reducing compound used in making the additive. Suitable sulphur compounds are sulphurised unsaturated fatty acids and their esters, fatty alcohols, amines and olefinic polymers, organic sulphides, diol xanthates, dialkyl thioureas and organic derivatives of thio and di-thiophosphoric acid, e.g. zinc salt of dihexyl dithiophosphate. In Examples: (1) 4% of phosphomolybdic acid is added to each of the following: ethyl hexanediol, n-octadecanol, a mixture of abietyl alcohols (Abitol) a mixture of higher fatty alchohols (Eutanol), dehydroabietylamine, di-octyl adipate, benzyl butyl phthalate, a mixture of higher fatty primary amines, a mixture of higher fatty secondary amines, a mixture of N-higher alkyl propylene diamines, and a polyalkylene glycol, or 30% of phosphomolybdic acid is added to each of the following: Eutanol, Abitol, and certain di-esters (Flexols), and the solutions are heated at 125-140 DEG C. until they turn a deep blue colour; (2) phosphomolybdic acid salts of dehydroabietylamine, dioleylamine, N-aminopropylmorpholine and a mixture of C16-C18 fatty primary amines are each heated at 150 DEG C. in Eutanol, dibutoxytetraglycol or a polyethylene glycol (M.W. 500) to give stable deep blue solutions of additive. Other examples of suitable reducing agents are given including amino alcohols such as oleyloxy ethyl glyoxalidine.
GB20515/57A 1956-06-28 1957-06-28 Improvements in or relating to molybdenum-containing lubricant additives Expired GB867544A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEA25187A DE1123069B (en) 1956-06-28 1956-06-28 Lubricant containing molybdenum

Publications (1)

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GB867544A true GB867544A (en) 1961-05-10

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GB20515/57A Expired GB867544A (en) 1956-06-28 1957-06-28 Improvements in or relating to molybdenum-containing lubricant additives

Country Status (5)

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US (1) US3103494A (en)
CA (1) CA623155A (en)
DE (1) DE1123069B (en)
FR (1) FR1177450A (en)
GB (1) GB867544A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0761804A1 (en) * 1995-08-09 1997-03-12 Asahi Denka Kogyo Kabushiki Kaisha Lubricating composition

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL227033A (en) 1957-04-19
DE1254275B (en) * 1962-08-22 1967-11-16 Robert Tedden Lubricating greases
US3318810A (en) * 1965-11-04 1967-05-09 Gulf Research Development Co Phosphomolybdenum derivatives and their lubricant compositions
US4692256A (en) * 1985-06-12 1987-09-08 Asahi Denka Kogyo K.K. Molybdenum-containing lubricant composition
US6362355B1 (en) 2000-01-21 2002-03-26 The Lubrizol Corporation Molybdated dispersants from heteropoly acids

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2788258A (en) * 1953-07-16 1957-04-09 Du Pont Reduced metal phosphomolybdates and their preparation
FR1099953A (en) * 1954-01-06 1955-09-14 Inst Francais Du Petrole Hydrocarbon soluble molybdenum blue
US2852469A (en) * 1955-01-07 1958-09-16 Inst Francais Du Petrole Hydrocarbon-soluble molybdenum blues
US2900235A (en) * 1955-08-19 1959-08-18 Du Pont Reduced phosphomolybdic acids wherein the average valence of the molybdenum is not more than 4

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0761804A1 (en) * 1995-08-09 1997-03-12 Asahi Denka Kogyo Kabushiki Kaisha Lubricating composition
US5858931A (en) * 1995-08-09 1999-01-12 Asahi Denka Kogyo K.K Lubricating composition

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Publication number Publication date
FR1177450A (en) 1959-04-24
DE1123069B (en) 1962-02-01
US3103494A (en) 1963-09-10
CA623155A (en) 1961-07-04

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