GB655068A - Maleinoid ester-vinyl compound copolymers in lubricating oil - Google Patents

Maleinoid ester-vinyl compound copolymers in lubricating oil

Info

Publication number
GB655068A
GB655068A GB2843/48A GB284348A GB655068A GB 655068 A GB655068 A GB 655068A GB 2843/48 A GB2843/48 A GB 2843/48A GB 284348 A GB284348 A GB 284348A GB 655068 A GB655068 A GB 655068A
Authority
GB
United Kingdom
Prior art keywords
ester
copolymer
carbon atoms
esters
vinyl compound
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
GB2843/48A
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.)
Standard Oil Development Co
Original Assignee
Standard Oil Development 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 Standard Oil Development Co filed Critical Standard Oil Development Co
Publication of GB655068A publication Critical patent/GB655068A/en
Expired legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/192—Macromolecular compounds
    • C10L1/195—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C10L1/196—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof
    • C10L1/1966—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof poly-carboxylic
    • 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
    • C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/10—Esters
    • C08F222/12—Esters of phenols or saturated alcohols
    • C08F222/14—Esters having no free carboxylic acid groups, e.g. dialkyl maleates or fumarates
    • C08F222/145—Esters having no free carboxylic acid groups, e.g. dialkyl maleates or fumarates the ester chains containing seven or more carbon atoms
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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
    • C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
    • C10M145/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M145/10—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate
    • C10M145/16—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate polycarboxylic
    • C—CHEMISTRY; METALLURGY
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    • 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
    • C10M159/005—Macromolecular compounds, e.g. macromolecular compounds composed of alternatively specified monomers not covered by the same main group
    • C—CHEMISTRY; METALLURGY
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    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/06—Well-defined aromatic compounds
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    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
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    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/102—Aliphatic fractions
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    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/104—Aromatic fractions
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    • C10M2203/106—Naphthenic fractions
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    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/108—Residual fractions, e.g. bright stocks
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    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/22—Alkylation reaction products with aromatic type compounds, e.g. Friedel-crafts
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/40—Fatty vegetable or animal oils
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    • C10M2207/40—Fatty vegetable or animal oils
    • C10M2207/404—Fatty vegetable or animal oils obtained from genetically modified species
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    • C10M2209/086—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type polycarboxylic, e.g. maleic acid
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    • C10M2213/06—Perfluoro polymers
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    • C10M2217/022—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amino group
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    • C10M2217/026—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a nitrile group
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  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Lubricants (AREA)
  • Developing Agents For Electrophotography (AREA)
  • Paints Or Removers (AREA)

Abstract

A lubricating composition comprises a hydrocarbon base stock and a minor proportion of a copolymer of at least one ester of maleic acid or a derivative thereof with at least one vinyl ester or ether, the copolymer having a number of side-chains averaging from 4 to 18 carbon atoms, preferably from 6 to 16 carbon atoms. Preferably one molecule of the ester is copolymerized with 0.5 to 10 molecules of the vinyl compound, and the copolymer is from 0.01 to 20 per cent by weight of the mixture. Preferred esters are those having alcohol groups containing from 10 to 16 carbon atoms and which are derived from maleic, citraconic, monochlormaleic, dichlormaleic or monochlorcitraconic acids or anhydrides; examples refer to esters obtained by reacting maleic anhydride with alcohols made by hydrogenation of coconut oil. The vinyl compound is preferably vinyl acetate. The lubricating composition may contain dyes, fatty oils and esters, and a pour-point depressor made by Friedel-Crafts condensation of chlorinated paraffin wax with naphthalene. The Specification describes the copolymerization of vinyl acetate with the maleic acid ester of hydrogenated coconut oil, the reaction taking place in solution in lubricating oil, benzoyl peroxide being used as catalyst.ALSO:Maleic acid esters are prepared by refluxing maleic anhydride with mixed C12 to C18 saturated straight-chain alcohols made by hydrogenation of coconut oil in the presence of a mixture of xylene and naphtha and a small quantity of sulphosalicylic acid.ALSO:A lubricating composition comprises a hydrocarbon base stock and a minor proportion of a copolymer of at least one ester of maleic acid or a derivative thereof with at least one vinyl ester or ether, the copolymer having a number of side-chains averaging from 4 to 18 carbon atoms, preferably from 6 to 16 carbon atoms. Preferably one molecule of the ester is copolymerized with 0.5 to 10 molecules of the vinyl compound, and the copolymer is from 0.01 to 20 per cent by weight of the mixture. Preferred esters are those having alcohol groups containing from 10 to 16 carbon atoms and which are derived from maleic, citraconic, monochlormaleic, dichlormaleic or monochlorcitraconic acids or anhydrides; examples refer to esters obtained by reacting maleic anhydride with alcohols made by hydrogenation of coconut oil. The vinyl compound is preferably vinyl acetate. The lubricating composition may contain dyes, fatty oils and esters, and a pour depressor made by Friedel-Craft condensation of chlorinated paraffin wax with naphthalene.
GB2843/48A 1947-02-14 1948-01-30 Maleinoid ester-vinyl compound copolymers in lubricating oil Expired GB655068A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US655068XA 1947-02-14 1947-02-14

Publications (1)

Publication Number Publication Date
GB655068A true GB655068A (en) 1951-07-11

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Application Number Title Priority Date Filing Date
GB2843/48A Expired GB655068A (en) 1947-02-14 1948-01-30 Maleinoid ester-vinyl compound copolymers in lubricating oil

Country Status (5)

Country Link
BE (1) BE478881A (en)
DE (1) DE892966C (en)
FR (1) FR962826A (en)
GB (1) GB655068A (en)
NL (1) NL70516C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1015564B (en) * 1952-12-06 1957-09-12 California Research Corp Lubricating oil for internal combustion engines

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1075776B (en) * 1960-02-18 Berlin-Weißensee Wilhelm E. Müller Process for the production of lubricating greases based on mineral oil
US2721878A (en) * 1951-08-18 1955-10-25 Exxon Research Engineering Co Strong acid as a polymerization modifier in the production of liquid polymers
US2906729A (en) * 1953-08-31 1959-09-29 Exxon Research Engineering Co Method for color improvement of polymeric pour point depressors
DE1071869B (en) * 1955-03-09 1959-12-24 Esso Standard Societe Anonyme Frangaise Parrs Lubricating oil additive
FR1137043A (en) * 1955-11-23 1957-05-22 Exxon Standard Sa Improvements to lubricating compositions

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1015564B (en) * 1952-12-06 1957-09-12 California Research Corp Lubricating oil for internal combustion engines

Also Published As

Publication number Publication date
NL70516C (en)
BE478881A (en)
FR962826A (en) 1950-06-21
DE892966C (en) 1953-12-07

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