GB985989A - Addition polymers and compositions containing them - Google Patents

Addition polymers and compositions containing them

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Publication number
GB985989A
GB985989A GB18789/61A GB1878961A GB985989A GB 985989 A GB985989 A GB 985989A GB 18789/61 A GB18789/61 A GB 18789/61A GB 1878961 A GB1878961 A GB 1878961A GB 985989 A GB985989 A GB 985989A
Authority
GB
United Kingdom
Prior art keywords
methacrylate
ethylsulphinylethyl
esters
lauryl
vinyl
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
GB18789/61A
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.)
Rohm and Haas Co
Original Assignee
Rohm and Haas 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 Rohm and Haas Co filed Critical Rohm and Haas Co
Publication of GB985989A publication Critical patent/GB985989A/en
Expired legal-status Critical Current

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    • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
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    • C08F28/00—Homopolymers and 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 bond to sulfur or by a heterocyclic ring containing sulfur
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    • C10M2227/02—Esters of silicic acids
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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
    • 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
    • C10M2229/02—Unspecified siloxanes; Silicones
    • 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
    • C10M2229/05—Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/08—Resistance to extreme temperature
    • 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
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/08—Hydraulic fluids, e.g. brake-fluids
    • 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
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/12—Gas-turbines
    • 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
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/12—Gas-turbines
    • C10N2040/13—Aircraft turbines
    • 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
    • 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
    • C10N2070/00—Specific manufacturing methods for lubricant compositions
    • C10N2070/02—Concentrating of additives
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
    • F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
    • F02B3/00—Engines characterised by air compression and subsequent fuel addition
    • F02B3/06—Engines characterised by air compression and subsequent fuel addition with compression ignition
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
    • F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
    • F02B47/00—Methods of operating engines involving adding non-fuel substances or anti-knock agents to combustion air, fuel, or fuel-air mixtures of engines

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

Abstract

Ethylsulphinylethyl methacrylate and bis-(ethylsulphinylethyl) fumarate are made by oxidizing the corresponding ethylthioethyl esters with hydrogen peroxide. Bis-(ethylthioethyl) fumarate is made by transesterification of dimethyl fumarate with ethylthioethanol.ALSO:Oil-soluble polymers are made which contain at least 0.5% by weight of recurring units corresponding to at least one of the following sulphur-containing monomers: (a) acrylic and methacrylic acid in which the hydrogen atoms of the carboxyl groups have been replaced by groups <FORM:0985989/C3/1> and (b) maleic, fumaric, itaconic and aconitic acids in which at least one of the hydrogen atoms of the carboxyl groups has been replaced by a group <FORM:0985989/C3/2> and the remaining hydrogen atoms have been replaced by alkyl, aryl or aralkyl groups, A in the above formula representing a divalent aliphatic or aromatic hydrocarbon group, or an alkylene group containing one or more interrupting ether oxygen atoms in the chain, and R represents an alkyl, aryl or aralkyl group. The polymers are typically those of alkylsulphinyl-alkyl esters of the specified acids, and may be homopolymers, ifoil-soluble, or copolymers with vinyl esters, acrylic, methacrylic, itaconic and fumaric acids, and esters and amides thereof, vinyl ethers and thioethers, acrylonitrile, vinylidene chloride, styrene, vinyl lactams, vinyl pyridines, vinyl succinimide and N-dimethylaminoethyl acrylamide. Polymerization is preferably carried out in solution in an organic solvent in the presence of an initiator, e.g. an organic peroxide or azo compound, or an organic peroxide activated with a quaternary ammonium salt. The examples describe the solution copolymerization of: (1) 2-ethylsulphinylethyl methacrylate and lauryl-myristyl methacrylate, (2) 2-ethylsulphinylethyl acrylate and lauryl-stearyl methacrylate, (3) n-butylsulphinylmethyl acrylate, octyl acrylate and N-vinyl-2-pyrrolidinone, (4) 2-n-dodecyclsulphinylethyl methacrylate and butyl methacrylate, (5) 2-ethylsulphinylethyl acrylate and lauryl methacrylate, (6) 2-ethylsulphinylethyl methacrylate, and mixed stearyl, lauryl and methyl methacrylates, (7) 2-ethylsulphinylethyl methacrylate and decyl-octyl and lauryl-myristyl methacrylates, (8) di-lauryl-myristyl fumarate, vinyl acetate and 2-ethylsulphinylethyl methacrylate, (9) 2-ethylsulphinylethyl methacrylate and di-cetyl-stearyl itaoconate, (10) 2-ethylsulphinylethyl methacrylate, lauryl-myristyl methacrylate and styrene, and (13) 2-ethylsulphinylethyl methacrylate and lauryl methacrylate.ALSO:The properties of lubricating and fuel oils are improved by incorporating therein a polymer derived from at least one of the following sulphur-containing monomers: (a) acrylic and methacrylic acid in which the hydrogen atoms of the carboxyl groups have been replaced by groups <FORM:0985989/C4-C5/1> and (b) maleic, fumaric, itaconic and aconitic acids in which at least one of the hydrogen atoms of the carboxyl groups has been replaced by the group <FORM:0985989/C4-C5/2> and the remaining hydrogen atoms have been replaced by alkyl, aryl or aralkyl groups, A in the above formula representing a divalent aliphatic or aromatic hydrocarbon group containing one or more interrupting ether oxygen atoms in the chain, and R represents an alkyl, aryl or aralkyl group. The polymers are typically derived from alkylsulphinylalkyl esters of the specified acids, e.g. 2-ethylsulphinylethyl acrylate and methacrylate. The polymer may be a homopolymer, or a copolymer with comonomers such as vinyl esters, styrene, esters of unsaturated carboxylic acids, and vinyl lactams. The oil to which the polymer is added may be a mineral lubricating oil, diesel oil, gasoline, kerosene, jet-engine fuel, or a synthetic lubricant, e.g. butyl stearate, dodecyl pelargonate, di-2-ethylhexyl sebacate and azelate, dioctyl adipate, bis-(2,2,4-trimethylpentyl) sebacate, tributyl, trioctyl, tricyclohexyl, triphenyl, and tricresyl phosphates, phosphites and phosphonates, diethyl, dibutyl and dioctyl silicates, and polyesters derived from ethylene glycol and adipic, sebacic and phthalic acids. Also present in the oil compositions may be zinc dialkyl dithiophosphate, phenol sulphonates, alkylaryl sulphonates, petroleum sulphonates, polybutenes, silicones, phosphate esters, and polymers of alkyl esters of unsaturated acids.
GB18789/61A 1960-05-25 1961-05-24 Addition polymers and compositions containing them Expired GB985989A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US3151560A 1960-05-25 1960-05-25

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GB985989A true GB985989A (en) 1965-03-10

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Family Applications (1)

Application Number Title Priority Date Filing Date
GB18789/61A Expired GB985989A (en) 1960-05-25 1961-05-24 Addition polymers and compositions containing them

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GB (1) GB985989A (en)
NL (1) NL265136A (en)

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NL265136A (en)

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