GB959115A - Zinc carboxylate-coordinated zinc dithiophosphates and lubricating oil compositions containing them - Google Patents

Zinc carboxylate-coordinated zinc dithiophosphates and lubricating oil compositions containing them

Info

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
Application number
GB43360/61A
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 Oil Corp
Original Assignee
Socony Mobil Oil Co Inc
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 Socony Mobil Oil Co Inc filed Critical Socony Mobil Oil Co Inc
Publication of GB959115A publication Critical patent/GB959115A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/06Phosphorus compounds without P—C bonds
    • C07F9/16Esters of thiophosphoric acids or thiophosphorous acids
    • C07F9/165Esters of thiophosphoric acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F3/00Compounds containing elements of Groups 2 or 12 of the Periodic Table
    • C07F3/003Compounds containing elements of Groups 2 or 12 of the Periodic Table without C-Metal linkages
    • 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
    • C10M137/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
    • C10M137/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
    • C10M137/04Phosphate esters
    • C10M137/10Thio derivatives
    • 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
    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/06Metal compounds
    • C10M2201/065Sulfides; Selenides; Tellurides
    • 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
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/121Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/121Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
    • C10M2207/122Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms monocarboxylic
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/14Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/141Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings monocarboxylic
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/14Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/144Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings containing hydroxy groups
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/14Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/146Carboxylix 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
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/16Naphthenic acids
    • 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
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/045Metal containing thio derivatives
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/04Groups 2 or 12
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/12Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2070/00Specific manufacturing methods for lubricant compositions
    • C10N2070/02Concentrating of additives

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  • 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.
GB43360/61A 1960-12-20 1961-12-04 Zinc carboxylate-coordinated zinc dithiophosphates and lubricating oil compositions containing them Expired GB959115A (en)

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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

Cited By (1)

* Cited by examiner, † Cited by third party
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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