GB948751A - Organic copolymers - Google Patents

Organic copolymers

Info

Publication number
GB948751A
GB948751A GB32422/60A GB3242260A GB948751A GB 948751 A GB948751 A GB 948751A GB 32422/60 A GB32422/60 A GB 32422/60A GB 3242260 A GB3242260 A GB 3242260A GB 948751 A GB948751 A GB 948751A
Authority
GB
United Kingdom
Prior art keywords
olefins
cracked
vinyl acetate
peroxide
acetone
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
GB32422/60A
Inventor
Frederick Keith Drayson
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.)
Shell Research Ltd
Original Assignee
Shell Research Ltd
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
Priority claimed from GB37114/59A external-priority patent/GB861905A/en
Application filed by Shell Research Ltd filed Critical Shell Research Ltd
Priority to GB32422/60A priority Critical patent/GB948751A/en
Publication of GB948751A publication Critical patent/GB948751A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C10M1/00Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F10/00Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00Chemical modification by after-treatment
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2800/00Copolymer characterised by the proportions of the comonomers expressed
    • C08F2800/10Copolymer characterised by the proportions of the comonomers expressed as molar percentages
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2800/00Copolymer characterised by the proportions of the comonomers expressed
    • C08F2800/20Copolymer characterised by the proportions of the comonomers expressed as weight or mass percentages
    • 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
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/04Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an alcohol or ester thereof; bound to an aldehyde, ketonic, ether, ketal or acetal radical
    • 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
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/06Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an acyloxy radical of saturated carboxylic or carbonic acid
    • 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
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/06Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an acyloxy radical of saturated carboxylic or carbonic acid
    • C10M2209/062Vinyl esters of saturated carboxylic or carbonic acids, e.g. vinyl acetate
    • 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
    • C10M2217/00Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/02Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/022Macromolecular 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
    • 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
    • C10M2217/00Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/02Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/024Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amido or imido group
    • 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
    • C10M2217/00Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/02Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/026Macromolecular 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
    • 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
    • C10M2217/00Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/06Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

A 1-olefin having six or more carbon atoms in the molecule is copolymerized with an unsaturated polymerizable compound containing a polar substituent of formula -OH, -CN, -CONR1R2 or -NR1R2 where R1 and R2 are hydrogen or hydrocarbon radicals in the presence of an oxygen-yielding compound as catalyst and an aliphatic or aromatic primary or secondary alcohol, aldehyde, ketone, ether, carboxylic acid, anhydride or ester, or carbonate as modifier. In a modification of the process the olefin is copolymerized with an unsaturated compound containing a substituent convertible to a polar substituent as defined. Specified olefins are octene-1, decene-1, dodecene-1 and octadecene-1, and mixtures obtained by the Fischer-Tropsch process, cracked wax olefins and cracked raffinate olefins. The olefins may be urea-extracted as described in the parent Specification Specified compounds containing defined polar substituents are acrylonitrile, acrylamide and substitution products thereof. Specified compounds containing groups convertible to the polar substituents are vinyl halides and vinyl esters, from which the polar substituents may be obtained by hydrolysis or alcoholysis. Specified catalysts are diethyl peroxide, t. butyl hydroperoxide, di t. butyl peroxide, dibenzoyl peroxide, dimethylthienyl peroxide, dicyclohexyl peroxide, dilauroyl peroxide and urea peroxide. Many suitable modifiers are listed. Examples describe the copolymerization of urea-extracted C14- 18 cracked wax olefins and vinyl acetate in the presence of benzoyl peroxide and (I) isopropanol and (II) acetone; of C17 cracked was olefins and vinyl acetate in the presence of (III) isopropanol and acetone; of C17 cracked was olefins and vinyl acetate in the presence of benzoyl peroxide and (IV) isopropanol, benzaldehyde, acetone, methyl ethyl ketone, acetophenone, 2,5-dioxahexane and 1,4-dioxane; and of C14- 18 cracked wax olefins and vinyl acetate in the presence of di t. butyl peroxide and acetone; the products being alcoholysed by refluxing with a methanol solution of sodium methoxide. The products may be used as lubricating oil additives. Specifications 754,773 and 777,775 also are referred to.ALSO:Lubricating compositions comprise a mineral or synthetic lubricating oil and 0.01 to 10% by weight of the composition of a copolymer prepared by copolymerizing a 1-olefin having six or more carbon atoms in the molecule with an unsaturated copolymerizable compound containing a polar substituent of formula -OH, -CN, -CONR1R2 or -NR1R2 where R1 and R2 are hydrogen or hydrocarbon radicals or containing a substituent convertible to such a polar group, e.g. by hydrolysis or alcoholysis, in the presence of an oxygen yielding compound as catalyst and a primary or secondary alcohol, aldehyde, ketone, ether, carboxylic acid, anhydride or ester, or carbonate as modifier. Specified olefins are octene-1, decene-1, dodecene-1 and octadecene-1, and mixtures obtained by the Fischer-Tropsch process, cracked wax olefins and cracked raffinate olefins. Specified polar compounds are acrylonitrile, acrylamide and substitution products thereof, and specified convertible compounds are vinyl halides and vinyl esters. Examples describe lubricating compositions having excellent detergent properties prepared by adding to mineral lubricating oils the products obtained by alcoholysis with methanol and sodium methoxide of the copolymers obtained by copolymerizing (I) urea-extracted C14-18 cracked wax olefins and vinyl acetate in the presence of isopropanol; (II) urea-extracted C14-18 cracked wax olefins and vinyl acetate in the presence of acetone; (III) C17 cracked wax olefins and vinyl acetate in the presence of acetone and isopropanol; (IV) C17 cracked wax olefins and vinyl acetate in the presence of isopropanol, benzaldehyde, acetone, methyl ethyl ketone, acetophenone, 2,5-dioxahexane and 1,4-dioxane; and (V) C14-18 cracked wax olefins and vinyl acetate in the presence of acetone. Specifications 754,773 and 777,773 are referred to.
GB32422/60A 1959-11-02 1960-09-21 Organic copolymers Expired GB948751A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB32422/60A GB948751A (en) 1959-11-02 1960-09-21 Organic copolymers

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB37114/59A GB861905A (en) 1959-11-02 1959-11-02 Organic copolymers
GB32422/60A GB948751A (en) 1959-11-02 1960-09-21 Organic copolymers

Publications (1)

Publication Number Publication Date
GB948751A true GB948751A (en) 1964-02-05

Family

ID=26261367

Family Applications (1)

Application Number Title Priority Date Filing Date
GB32422/60A Expired GB948751A (en) 1959-11-02 1960-09-21 Organic copolymers

Country Status (1)

Country Link
GB (1) GB948751A (en)

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