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GB798457A - Copolymer composition - Google Patents

Copolymer composition

Info

Publication number
GB798457A
GB798457A GB15961/56A GB1596156A GB798457A GB 798457 A GB798457 A GB 798457A GB 15961/56 A GB15961/56 A GB 15961/56A GB 1596156 A GB1596156 A GB 1596156A GB 798457 A GB798457 A GB 798457A
Authority
GB
United Kingdom
Prior art keywords
methacrylate
alpha
mol
carbon atoms
polyethylene glycol
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
GB15961/56A
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
Priority to GB15961/56A priority Critical patent/GB798457A/en
Publication of GB798457A publication Critical patent/GB798457A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/18Organic compounds containing oxygen
    • C10L1/192Macromolecular compounds
    • 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
    • C08F220/00Copolymers 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
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/12Esters of monohydric alcohols or phenols
    • C08F220/16Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1812C12-(meth)acrylate, e.g. lauryl (meth)acrylate
    • 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
    • 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
    • C10M2209/08Macromolecular 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
    • C10M2209/084Acrylate; Methacrylate

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Emergency Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Lubricants (AREA)

Abstract

Lubricating compositions comprise a lubricating oil, particularly a mineral oil, together with a small proportion of a copolymer having an apparent molecular weight of at least 2000 and derived from (A) from 75 to 97 mol. per cent of at least one copolymerizable ethylenically unsaturated compound having at least one aliphatic hydrocarbon group containing 4 to 30 carbon atoms, (B) from 25 to 3 mol. per cent of at least one ester of an aliphatic alpha, betaunsaturated monocarboxylic acid and a poly-1,2-alkylene glycol having a molecular weight between 106 and 10,000 and, optionally, (C) from 0 to 5 mol. per cent of at least one aliphatic alpha, beta-unsaturated monocarboxylic acid, the total content of the (C) component not exceeding 25 mol. per cent of the total number of (B) and (C) units in the copolymer, the unsaturated acids of these units containing not more than 7 aliphatic carbon atoms, and the alpha and/or beta carbon atoms thereof being unsubstituted or substituted by an alkyl group containing not more than 4 carbon atoms. Monomers of types (A), (B) and (C) are listed (see Group IV (a)), representative copolymers being:-dodecyl methacrylate/diethylene glycol monomethacrylate, dodecyl methacrylate/polyethylene glycol 200 monomethacrylate, tridecyl methacrylate/polyethylene glycol lauryl monoether methacrylate, octadecyl methacrylate/diethylene glycol monoethyl ether methacrylate, lauryl methacrylate/polyethylene glycol lauryl monoether methacrylate/methacrylic acid, vinyl 2-ethylhexyl ether/polypropylene glycol tridecyl monoether methacrylate/methacrylic acid, (alkylphenoxy) - ethyl methacrylate/polyethylene glycol lauryl monoether methacrylate, lauryl acrylate/polyethylene glycol lauryl monoether acrylate/acrylic acid and allyl stearate/lauryl methacrylate/polyethylene glycol lauryl monoether methacrylate/methacrylic acid.ALSO:Copolymers having apparent molecular weights of at least 2,000 are derived from: (A) from 75 to 97 mol. per cent of at least one copolymerizable ethylenically unsaturated compound having at least one aliphatic hydrocarbon group containing 4 to 30 carbon atoms; (B) from 25 to 3 mol. per cent of at least one ester of an aliphatic alpha, beta-unsaturated monocarboxylic acid having not more than 7 carbon atoms and a poly-1,2-alkylene glycol having a molecular weight between 106 and 10,000 and, optionally (C) from 0 to 5 mol. per cent of at least one aliphatic alpha, beta-unsaturated monocarboxylic acid having not more than 7 carbon atoms, the total content of the (C) component not exceeding 25 mol. per cent of the total number of (B) and (C) units in the copolymer, the alpha and/or beta carbon atoms of the acids of the (B) and (C) units being unsubstituted or substituted by an alkyl group containing not more than 4 carbon atoms. Monomers (A) listed include aromatic and aliphatic olefines, unsaturated ethers and esters of unsaturated alcohols and acids; monomers (B) specified are esters of acrylic, methacrylic, crotonic, tiglic, angelic, alpha-ethylacrylic, alpha - methyl crotonic, alpha - ethylcrotonic, beta - ethylcrotonic, alpha - butylcrotonic, hydrosorbic, alpha-ethylhydrosorbic and alpha-propylhydrosorbic acids with polyethylene and polypropylene glycols such as diethylene, pentaethylene, monaethylene and tetra-1,2-propylene glycols and monoalkyl ethers of polyethylene glycol; the formul of other suitable polyglycols are provided, including those substituted by carboxyl, ester, hydroxyl, nitro, mercapto, amino and amido groups; monomers (C) specified are acids of the type used in the formation of the (B) esters. The copolymers may be formed by the copolymerization of the monomeric ingredients in bulk, solution or emulsion in the presence of catalysts such as benzoyl, acetyl, di-tert.-butyl and di-tert.-amylperoxides, tert.-butylhydroperoxide, 1,11 - azocyclohexanecarbonitrile and azodiisobutyronitrile. During polymerization, additional catalyst and solvent, if employed, may be added as the reaction proceeds. Alternatively, the copolymers may be prepared by appropriate treatment of a preformed polymer. In examples: (1) polydodecyl methacrylate is partially hydrolysed with KOH, the salt groups are then converted to carboxyl groups which are esterified with diethylene glycol; (2) the procedure of the preceding example is repeated but with the use of polyethylene glycol of mol. wt. 200 as the esterifying agent; (3-8) mixtures of various monomers are copolymerized directly in bulk; (9) allyl stearate and methacrylic acid are copolymerized in bulk and the resulting copolymer is then partially esterified with a mixture of lauryl alcohol and the lauryl monoether of polyethylene glycol. The copolymers are used as additives to lubricating and fuel oils.
GB15961/56A 1956-05-23 1956-05-23 Copolymer composition Expired GB798457A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB15961/56A GB798457A (en) 1956-05-23 1956-05-23 Copolymer composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB15961/56A GB798457A (en) 1956-05-23 1956-05-23 Copolymer composition

Publications (1)

Publication Number Publication Date
GB798457A true GB798457A (en) 1958-07-23

Family

ID=10068701

Family Applications (1)

Application Number Title Priority Date Filing Date
GB15961/56A Expired GB798457A (en) 1956-05-23 1956-05-23 Copolymer composition

Country Status (1)

Country Link
GB (1) GB798457A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0183447A1 (en) * 1984-11-15 1986-06-04 Exxon Research And Engineering Company Polyesters as flow improvers for hydrocarbons

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0183447A1 (en) * 1984-11-15 1986-06-04 Exxon Research And Engineering Company Polyesters as flow improvers for hydrocarbons

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