GB1424977A - Tetrapolymers and mineral oil compositions containing them - Google Patents

Tetrapolymers and mineral oil compositions containing them

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Publication number
GB1424977A
GB1424977A GB2027074A GB2027074A GB1424977A GB 1424977 A GB1424977 A GB 1424977A GB 2027074 A GB2027074 A GB 2027074A GB 2027074 A GB2027074 A GB 2027074A GB 1424977 A GB1424977 A GB 1424977A
Authority
GB
United Kingdom
Prior art keywords
formula
alkyl
per cent
tetrapolymers
methacrylates
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
GB2027074A
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.)
Texaco Development Corp
Original Assignee
Texaco Development Corp
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 to US00263801A priority Critical patent/US3816315A/en
Application filed by Texaco Development Corp filed Critical Texaco Development Corp
Priority to GB2027074A priority patent/GB1424977A/en
Priority to DE2422609A priority patent/DE2422609A1/en
Priority to CA200,676A priority patent/CA1018509A/en
Publication of GB1424977A publication Critical patent/GB1424977A/en
Expired legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
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    • C10M149/00—Lubricating compositions characterised by the additive being a macromolecular compound containing nitrogen
    • C10M149/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M149/04—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amino group
    • 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
    • C08F220/00—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
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1812—C12-(meth)acrylate, e.g. lauryl (meth)acrylate
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    • C10M143/00—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation
    • C10M143/10—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation containing aromatic monomer, e.g. styrene
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    • 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
    • C10M145/12—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 monocarboxylic
    • C10M145/14—Acrylate; Methacrylate
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    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/04—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing aromatic monomers, e.g. styrene
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
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    • C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
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    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
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    • C10M2207/10—Carboxylix acids; Neutral salts thereof
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    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08—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
    • C10M2209/084—Acrylate; Methacrylate
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
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    • C10M2215/064—Di- and triaryl amines
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    • C10M2215/066—Arylene diamines
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    • C10M2215/221—Six-membered rings containing nitrogen and carbon only
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    • C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
    • C10M2219/089—Overbased salts
    • 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C10M2219/108—Phenothiazine
    • C—CHEMISTRY; METALLURGY
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C—CHEMISTRY; METALLURGY
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    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/042—Metal salts thereof
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/045—Metal containing thio derivatives
    • C—CHEMISTRY; METALLURGY
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    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/12—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of organic compounds, e.g. with PxSy, PxSyHal or PxOy
    • C—CHEMISTRY; METALLURGY
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    • C10M2225/00—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
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    • C10M2225/00—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2225/02—Macromolecular compounds from phosphorus-containg monomers, obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C—CHEMISTRY; METALLURGY
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2225/00—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2225/04—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of macromolecualr compounds not containing phosphorus in the monomers
    • C10M2225/041—Hydrocarbon polymers
    • C—CHEMISTRY; METALLURGY
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    • 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
    • C10M2229/041—Siloxanes with specific structure containing aliphatic substituents
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    • 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
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    • 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
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    • 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
    • C10N2070/00—Specific manufacturing methods for lubricant compositions
    • C10N2070/02—Concentrating of additives

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

Abstract

1424977 Tetrapolymers TEXACO DEVELOPMENT CORP 8 May 1974 20270/74 Heading C3P [Also in Division C5] A tetrapolymer consisting essentially of (i) 4-10 wt. per cent of a dialkylaminoalkyl methacrylate of the formula wherein R and R<SP>1</SP> are C 1-2 alkyl and A is alkanediyl(alkylene) of 1-5 carbon atoms (ii) 15-25 wt. per cent of a styrene compound of formula wherein R<SP>2</SP> is H or C 1-10 alkyl (iii) 40-60 wt. per cent of an alkylmethacrylate of formula wherein R<SP>3</SP> is C 10-14 alkyl (iv) 20-30 wt. per cent of an alkylmethacrylate of formula wherein R<SP>4</SP> is C 16-20 alkyl preferred tetrapolymers having an intrinsic viscosity in benzene at 77‹ F. of 0À22-2À87. Component (i) may be selected from N,N-dimethylaminoethyl, N,N- diethylaminoethyl, N,N - dimethylaminopropyl, N,N - diethylaminopropyl methacrylates; (ii) from styrene, vinyl toluene, p-tbutylstyrene, p - t - octylstyrene; (iii) from decyl, undecyl, dodecyl, tridecyl, tetradecyl methacrylates or mixtures thereof; (iv) from hexadecyl, heptadecyl, octadecyl, nonadecyl, eicosyl methacrylates or mixtures thereof. In the examples, N,N-dimethylaminoethylmethacrylate, lauryl methacrylate and stearyl methacrylate were polymerized with (I) vinyl toluene, (II)-(IV) styrene in naphthenic lubricating oil in the presence ofazobisisobutyronitrile and lauryl mercaptan. The polymers, in an amount 0À1-10% by wt. based on the total composition, are used as additives in mineral oil compositions (see Division C5).
GB2027074A 1974-05-08 1974-05-08 Tetrapolymers and mineral oil compositions containing them Expired GB1424977A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
US00263801A US3816315A (en) 1974-05-08 1972-06-19 Mineral oil compositions
GB2027074A GB1424977A (en) 1974-05-08 1974-05-08 Tetrapolymers and mineral oil compositions containing them
DE2422609A DE2422609A1 (en) 1974-05-08 1974-05-10 LUBRICATING OIL FORMULATION
CA200,676A CA1018509A (en) 1974-05-08 1974-05-23 Mineral oil compositions

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2027074A GB1424977A (en) 1974-05-08 1974-05-08 Tetrapolymers and mineral oil compositions containing them

Publications (1)

Publication Number Publication Date
GB1424977A true GB1424977A (en) 1976-02-11

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Family Applications (1)

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GB2027074A Expired GB1424977A (en) 1974-05-08 1974-05-08 Tetrapolymers and mineral oil compositions containing them

Country Status (4)

Country Link
US (1) US3816315A (en)
CA (1) CA1018509A (en)
DE (1) DE2422609A1 (en)
GB (1) GB1424977A (en)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2497822A1 (en) * 1981-01-12 1982-07-16 Organo Synthese Ste Fse ADDITIVES FOR LUBRICATING OILS BASED ON STYRENE AND C12-C20 ALKYL HEAVY METHACRYLATES, MANUFACTURING METHOD AND APPLICATIONS
US4361506A (en) * 1980-02-08 1982-11-30 Mobil Oil Corporation Compositions comprising a poly(methyl ethenyl benzene) resin and mineral oil
GB2219306A (en) * 1988-05-27 1989-12-06 Lubrizol Corp Lubricating oil compositions containing carboxylic and derivatives
GB2219597A (en) * 1988-06-13 1989-12-13 Lubrizol Corp Lubricating oil compositions containing dithiophosphoric and derivatives
GB2221474A (en) * 1988-08-01 1990-02-07 Lubrizol Corp Lubricating oil compositions containing salts of dithiophosphoric acid
GB2222601A (en) * 1988-06-13 1990-03-14 Lubrizol Corp Lubricating oil compositions containing phosphordithioic acid derivatives
EP0439254A2 (en) * 1990-01-23 1991-07-31 Rohm And Haas Company Dispersant polymethacrylate viscosity index improvers
WO2007127663A2 (en) * 2006-04-24 2007-11-08 The Lubrizol Corporation Star polymer lubricating composition
WO2008055797A1 (en) * 2006-11-07 2008-05-15 Ciba Holding Inc. Methacrylate copolymer pourpoint depressants
US8143202B2 (en) 2006-11-07 2012-03-27 Ciba Corp. Methacrylate copolymer pour point depressants
RU2467022C2 (en) * 2006-11-07 2012-11-20 Циба Холдинг Инк. Methacrylate copolymer depressant additives

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4002569A (en) * 1973-07-23 1977-01-11 Texaco Inc. Lubricating oil composition containing aminoester dispersant
US4007121A (en) * 1974-06-03 1977-02-08 Texaco Inc. Lubricating oil compositions containing a dispersant amount of aminated nitroketonized hydrocarbon terpolymers
CA1043035A (en) * 1974-06-25 1978-11-21 George J. Briggs Polymer-oil-black masterbatch
JPS5222090A (en) * 1975-08-11 1977-02-19 Exxon Research Engineering Co Additive for labricating oil comprising functional random copolymers
FR2327233A1 (en) * 1975-10-06 1977-05-06 Raffinage Cie Francaise NEW N-SUBSTITUTED ACRYLAMIDINES, COPOLYMERS OF N-SUBSTITUTED ACRYLAMIDINES AND ACRYLIC AND METHACRYLIC ACID ESTERS AND APPLICATIONS OF SUCH COPOLYMERS
US4036767A (en) * 1976-06-14 1977-07-19 Texaco Inc. Polymethacrylate additives and lubricating compositions thereof
US4036766A (en) * 1976-06-14 1977-07-19 Texaco Inc. Polymethacrylate additives and lube compositions thereof
US4036768A (en) * 1976-06-14 1977-07-19 Texaco Inc. Polymethacrylate and lube composition thereof
US5227083A (en) * 1992-02-27 1993-07-13 Texaco Inc. Polypropylene oxide dialkylsarcosinates for use as rust and haze inhibiting lubricating oil additive
US6228819B1 (en) 1994-04-14 2001-05-08 Rohm And Haas Company Process for making a viscosity index improving copolymer
US5665685A (en) * 1994-06-02 1997-09-09 Sanyo Chemical Industries, Ltd. Gear and transmission lubricant compositions of improved sludge-dispersibility, fluids comprising the same
US5843874A (en) * 1996-06-12 1998-12-01 Ethyl Corporation Clean performing gear oils
US7560420B2 (en) * 2004-12-23 2009-07-14 Rohmax Additives Gmbh Oil composition for lubricating an EGR equipped diesel engine and an EGR equipped diesel engine comprising same

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4361506A (en) * 1980-02-08 1982-11-30 Mobil Oil Corporation Compositions comprising a poly(methyl ethenyl benzene) resin and mineral oil
EP0056342A1 (en) * 1981-01-12 1982-07-21 SOCIETE FRANCAISE D'ORGANO-SYNTHESE Société Anonyme dite: Lubricating oil additives based on styrene and heavy (C12-20)-alkylmethacrylates, process for their preparation and applications thereof
FR2497822A1 (en) * 1981-01-12 1982-07-16 Organo Synthese Ste Fse ADDITIVES FOR LUBRICATING OILS BASED ON STYRENE AND C12-C20 ALKYL HEAVY METHACRYLATES, MANUFACTURING METHOD AND APPLICATIONS
GB2219306A (en) * 1988-05-27 1989-12-06 Lubrizol Corp Lubricating oil compositions containing carboxylic and derivatives
GB2219306B (en) * 1988-05-27 1991-05-08 Lubrizol Corp Lubricating oil compositions containing carboxylic derivatives
GB2219597B (en) * 1988-06-13 1991-10-23 Lubrizol Corp Lubricating oil compositions and concentrates containing dithiophosphoric acid derivatives
GB2219597A (en) * 1988-06-13 1989-12-13 Lubrizol Corp Lubricating oil compositions containing dithiophosphoric and derivatives
GB2222601A (en) * 1988-06-13 1990-03-14 Lubrizol Corp Lubricating oil compositions containing phosphordithioic acid derivatives
US4981602A (en) * 1988-06-13 1991-01-01 The Lubrizol Corporation Lubricating oil compositions and concentrates
GB2222601B (en) * 1988-06-13 1991-10-23 Lubrizol Corp Lubricating oil compositions
GB2221474A (en) * 1988-08-01 1990-02-07 Lubrizol Corp Lubricating oil compositions containing salts of dithiophosphoric acid
GB2221474B (en) * 1988-08-01 1993-01-20 Lubrizol Corp Lubricating oil compositions containing salts of dithiophosphoric acid
EP0439254A2 (en) * 1990-01-23 1991-07-31 Rohm And Haas Company Dispersant polymethacrylate viscosity index improvers
EP0439254A3 (en) * 1990-01-23 1992-02-12 Rohm And Haas Company Dispersant polymethacrylate viscosity index improvers
WO2007127663A2 (en) * 2006-04-24 2007-11-08 The Lubrizol Corporation Star polymer lubricating composition
WO2007127663A3 (en) * 2006-04-24 2007-12-13 Lubrizol Corp Star polymer lubricating composition
WO2008055797A1 (en) * 2006-11-07 2008-05-15 Ciba Holding Inc. Methacrylate copolymer pourpoint depressants
US8143202B2 (en) 2006-11-07 2012-03-27 Ciba Corp. Methacrylate copolymer pour point depressants
RU2467022C2 (en) * 2006-11-07 2012-11-20 Циба Холдинг Инк. Methacrylate copolymer depressant additives
CN101535355B (en) * 2006-11-07 2013-04-24 西巴控股有限公司 Methacrylate copolymer pourpoint depressants

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Publication number Publication date
DE2422609A1 (en) 1975-12-04
US3816315A (en) 1974-06-11
CA1018509A (en) 1977-10-04

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