GB987142A - Metal dithiophosphates promoting synergism in lubricating oil compositions containing polyolefin substituted succinimides of tetraethylene pentamine - Google Patents

Metal dithiophosphates promoting synergism in lubricating oil compositions containing polyolefin substituted succinimides of tetraethylene pentamine

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Publication number
GB987142A
GB987142A GB9324/61A GB932461A GB987142A GB 987142 A GB987142 A GB 987142A GB 9324/61 A GB9324/61 A GB 9324/61A GB 932461 A GB932461 A GB 932461A GB 987142 A GB987142 A GB 987142A
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United Kingdom
Prior art keywords
dithiophosphate
carbon atoms
oil
alkyl
polymer
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
GB9324/61A
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.)
California Research LLC
Original Assignee
California Research LLC
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 California Research LLC filed Critical California Research LLC
Publication of GB987142A publication Critical patent/GB987142A/en
Expired legal-status Critical Current

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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/36—Oxygen or sulfur atoms
    • C07D207/40—2,5-Pyrrolidine-diones
    • C07D207/404—2,5-Pyrrolidine-diones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. succinimide
    • C07D207/408—Radicals containing only hydrogen and carbon atoms attached to ring carbon atoms
    • C07D207/412—Acyclic radicals containing more than six carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/54—Preparation of carboxylic acid anhydrides
    • C07C51/567—Preparation of carboxylic acid anhydrides by reactions not involving carboxylic acid anhydride groups
    • 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
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    • 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
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
    • C08F8/32—Introducing nitrogen atoms or nitrogen-containing groups by reaction with amines
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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
    • C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
    • C10M141/10—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic phosphorus-containing compound
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    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
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    • C10M2203/022—Well-defined aliphatic compounds saturated
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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
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    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
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    • C10M2205/024—Propene
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    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
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    • C10M2205/026—Butene
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    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/17—Fisher Tropsch reaction products
    • C10M2205/173—Fisher Tropsch reaction products used as base material
    • C—CHEMISTRY; METALLURGY
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
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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
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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
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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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    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
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    • C10M2215/26—Amines
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    • C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated 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
    • 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
    • C10M2229/048—Siloxanes with specific structure containing carboxyl groups
    • 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
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10—Semi-solids; greasy

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  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Lubricants (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

A lubricating oil composition comprises an oil of lubricating viscosity, from 0.1% to 80% by weight of a polyolefin substituted succinimide of tetraethylene pentamine of the formula <FORM:0987142/C3/1> wherein R is derived from a polymer RH of an olefin containing from 2 to 5 carbon atoms, said polymer containing from 30 to 200 carbon atoms, and from 5 to 35 mM/Kg. of the composition of a metal dithiophosphate of the formula <FORM:0987142/C3/2> wherein R and R1 are alkyl, aryl, alkaryl or aralkyl hydrocarbon radicals containing a total of from 7 to 50 carbon atoms and M is a divalent metal, the succinimide-dithiophosphate mol. ratio being in the range of from 1 : 10 to 6 : 1. The preferred polyolefin for preparing the substituted succinimide is a polyisobutene of molecular weight about 1000 and the preferred dithiophosphate is the zinc salt of a di-(alkylphenyl) dithiophosphate wherein the alkyl radicals are derived from propylene polymers of 12 to 14 carbon atoms. Very many other examples are given. The base oil may be petroleum (naphthenic, paraffinic or mixed), an oil from coal, or a synthetic oil such as an alkylene oxide polymer, a dicarboxylic acid ester, an ester of an acid of phosphorus, an alkyl or dialkyl benzene, a polyphenyl, an alkyl biphenyl ether or a silicon compound such as a silicate or siloxane; numerous examples are given of most of these classes. Mixtures of these may also be used.ALSO:A lubricating oil composition comprises an oil of lubricating viscosity, from 0.1% to 80% by weight of a polyolefin-substituted succinimide of tetraethylene pentamine of the formula <FORM:0987142/C4-C5/1> wherein R is derived from a polymer RH of an olefin containing from 2 to 5 carbon atoms, said polymer containing from 30 to 200 carbon atoms, and from 5 to 35 mM/Kg of the composition of a metal dithiophosphate of the formula <FORM:0987142/C4-C5/2> wherein R and R1 are alkyl, aryl, alkaryl or aralkyl hydrocarbon radicals containing a total of from 7 to 50 carbon atoms and M is a divalent metal, the succinimide-dithiophosphate mol ratio being in the range of from 1:10 to 6:1. The preferred polyolefin for preparing the substituted succinimide is a polyisobutene of molecular weight about 1000 and the preferred dithiophosphate is the zinc salt of a di-(alkylphenyl)dithiophosphate wherein the alkyl radicals are derived from propylene polymers of 12 to 14 carbon atoms. Very many other examples are given. The base oil may be petroleum (naphthenic, paraffinic or mixed), an oil from coal, or a synthetic oil such as an alkylene oxide polymer, a dicarboxylic acid ester, an ester of an acid of phosphorus, an alkyl or dialkyl benzene, a polyphenyl, an alkyl biphenyl ether or a silicon compound such as a silicate or siloxane; numerous examples are given of most of these classes. Mixtures of these may also be used.
GB9324/61A 1960-03-15 1961-03-14 Metal dithiophosphates promoting synergism in lubricating oil compositions containing polyolefin substituted succinimides of tetraethylene pentamine Expired GB987142A (en)

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DE (1) DE1444799A1 (en)
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NL (1) NL262418A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3385790A (en) * 1965-04-27 1968-05-28 Monsanto Co Antioxidant compositions
EP0391651A2 (en) * 1989-04-03 1990-10-10 Exxon Chemical Patents Inc. Improved low ash lubricant composition for internal combustion engines
US5141657A (en) * 1987-10-02 1992-08-25 Exxon Chemical Patents Inc. Lubricant compositions for internal combustion engines

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3385790A (en) * 1965-04-27 1968-05-28 Monsanto Co Antioxidant compositions
US5102566A (en) * 1987-10-02 1992-04-07 Exxon Chemical Patents Inc. Low ash lubricant compositions for internal combustion engines (pt-727)
US5141657A (en) * 1987-10-02 1992-08-25 Exxon Chemical Patents Inc. Lubricant compositions for internal combustion engines
EP0391651A2 (en) * 1989-04-03 1990-10-10 Exxon Chemical Patents Inc. Improved low ash lubricant composition for internal combustion engines
EP0391651A3 (en) * 1989-04-03 1991-03-20 Exxon Chemical Patents Inc. Improved low ash lubricant composition for internal combustion engines

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NL262418A (en)
DE1444799A1 (en) 1968-11-07

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