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GB1121681A - Compositions containing substituted succinic acid derivatives - Google Patents

Compositions containing substituted succinic acid derivatives

Info

Publication number
GB1121681A
GB1121681A GB35261/65A GB3526165A GB1121681A GB 1121681 A GB1121681 A GB 1121681A GB 35261/65 A GB35261/65 A GB 35261/65A GB 3526165 A GB3526165 A GB 3526165A GB 1121681 A GB1121681 A GB 1121681A
Authority
GB
United Kingdom
Prior art keywords
diamine
hydrocarbon
carbon atoms
per cent
reacting
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
GB35261/65A
Inventor
George Russell Norman
William Monroe Le Suer
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.)
Lubrizol Corp
Original Assignee
Lubrizol 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
Application filed by Lubrizol Corp filed Critical Lubrizol Corp
Publication of GB1121681A publication Critical patent/GB1121681A/en
Expired legal-status Critical Current

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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M167/00—Lubricating compositions characterised by the additive being a mixture of a macromolecular compound, a non-macromolecular compound and a compound of unknown or incompletely defined constitution, each of these compounds being essential
    • 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
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
    • C08F8/32—Introducing nitrogen atoms or nitrogen-containing groups by reaction with amines
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    • 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
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    • C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
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    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
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    • C10M2201/062—Oxides; Hydroxides; Carbonates or bicarbonates
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    • C10M2207/02—Hydroxy compounds
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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
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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
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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
    • 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
    • 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
    • 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
    • C10M2223/047—Thioderivatives not containing metallic elements
    • 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
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • 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
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • C10M2223/061—Metal 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
    • C10M2225/00—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • 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
    • 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
    • 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
    • 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
    • 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
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    • 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
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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
    • C10N2040/02—Bearings
    • 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
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • 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
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C10N2040/042—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for automatic transmissions
    • 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
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C10N2040/044—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for manual transmissions
    • 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
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C10N2040/046—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for traction drives
    • 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

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

Abstract

Lubricant additives are prepared by reacting polyisobutenyl succinic anhydride (the polyisobutenyl radical having a M.W. of 850 or 50,000) with one of the following:-tetra(trimethylene) pentamine, hexa(tetramethylene)heptamine, ammonia, a mixture of anthranilic acid and octadecamethylene diamine, a C12- 14 tert.-alkyl primary amine mixture, aminoguanidine bicarbonate, aminopropyl octadecylamine, di - n - butylamine, hydrazine hydrate, N,Ndibutyl thiourea, di(hexamethylene)diamine, N-octyl thiourea, oleylamide, 1,3-diphenylguanidine, octadecamidine, guanylurea, N-decyltrimethylene diamine and N-(2-ethylhexyl) trimethylene diamine (see Examples 1-18).ALSO:Lubricating compositions comprise a major proportion of a lubricating oil and, as additives, (I) 0.1-10 wt. per cent of a compound prepared by reacting (i) a substantially hydrocarbon-substituted succinic acid or the anhydride, halide or ester corresponding thereto, wherein the substantially hydrocarbon substituent has at least 50 aliphatic carbon atoms, with (ii) at least 0.5 equivalent of a nitrogen-containing compound having a radical of the structural configuration <FORM:1121681/C4-C5/1> wherein the two remaining valencies on the nitrogen atom are satisfied by radicals selected from hydrogen, hydrocarbon, amino-substituted hydrocarbon containing at least 11 aliphatic carbon atoms and having at least 3 carbon atoms separating successive amino groups, hydroxyalkylamino-substituted hydrocarbon, hydroxy- or alkoxy-substituted hydrocarbon, amino, thiocarbamyl, guanyl and acylimidoyl; and (II) either or both of (a) 0.001-2 wt. per cent (measured as phosphorus) of an oil-soluble Group II metal phosphorodithioate or adduct thereof with up to 0.75 mole of an epoxide, or (b) 0.05-10 wt. per cent (measured as sulphate ash) of an oil-soluble metal dispersant selected from alkaline earth metal salts of sulphonic acids, alkylphenols, and phosphorus acids derived from polymers of C2- 30 olefins. Component (I) is also defined by wording different from that given above. The lubricating oil may be mineral, animal, vegetable or synthetic, e.g. didodecyl adipate and di-(2-ethylhexyl)-sebacate.ALSO:Lubricant additives are prepared by reacting Group II metal phosphorodithioate diesters with up to 0.75 moles of an epoxide. Numerous epoxides are mentioned, and an example describes the reaction of zinc dioctylphosphorodithioate with 0.5 moles of propylene oxide.
GB35261/65A 1965-08-31 1965-08-17 Compositions containing substituted succinic acid derivatives Expired GB1121681A (en)

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Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0331397A2 (en) * 1988-02-29 1989-09-06 Exxon Chemical Patents Inc. Oil soluble dispersant additives useful in oleaginous compositions
US5152807A (en) * 1989-03-16 1992-10-06 Exxon Chemical Patents Inc. Fuel oil compositions containing guanidinium salts
US5259968A (en) * 1988-02-29 1993-11-09 Exxon Chemical Patents Inc. Dispersant additive comprising the reaction product of a polyanhydride and a mannich condensation product
EP0638632A2 (en) * 1993-08-13 1995-02-15 Ethyl Petroleum Additives Limited Motor oil compositions, additive concentrates for producing such motor oils, and the use thereof
EP0663436A1 (en) * 1994-01-14 1995-07-19 Ethyl Petroleum Additives Limited Dispersants for lubricating oil
WO2004065530A3 (en) * 2003-01-21 2005-02-24 Lubrizol Corp Sulphur free composition and lubricant composition and methods thereof
EP2088185A3 (en) * 2006-08-04 2010-12-29 Infineum International Limited Diesel fuel composition
BE1018579A5 (en) * 2008-05-13 2011-04-05 Afton Chemical Corp FUEL ADDITIVES TO MAINTAIN OPTIMAL INJECTOR PERFORMANCE.
WO2012072723A3 (en) * 2010-12-02 2012-07-26 Basf Se Use of the reaction product of a hydrocarbyl-substituted dicarboxylic acid and a nitrogen compound for reducing fuel consumption
BE1019610A5 (en) * 2008-05-13 2012-09-04 Afton Chemical Corp FUEL ADDITIVES TO MAINTAIN OPTIMAL INJECTOR PERFORMANCE.
CN108699484A (en) * 2016-03-04 2018-10-23 出光兴产株式会社 Lubricating oil composition

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0331397A2 (en) * 1988-02-29 1989-09-06 Exxon Chemical Patents Inc. Oil soluble dispersant additives useful in oleaginous compositions
EP0331397A3 (en) * 1988-02-29 1990-02-07 Exxon Chemical Patents Inc. Oil soluble dispersant additives useful in oleaginous compositions
US5259968A (en) * 1988-02-29 1993-11-09 Exxon Chemical Patents Inc. Dispersant additive comprising the reaction product of a polyanhydride and a mannich condensation product
US5306313A (en) * 1988-02-29 1994-04-26 Exxon Chemical Patents Inc. Dispersant additive comprising the reaction product of a polyanhydride and a mannich condensation product
US5152807A (en) * 1989-03-16 1992-10-06 Exxon Chemical Patents Inc. Fuel oil compositions containing guanidinium salts
EP0638632A2 (en) * 1993-08-13 1995-02-15 Ethyl Petroleum Additives Limited Motor oil compositions, additive concentrates for producing such motor oils, and the use thereof
EP0638632A3 (en) * 1993-08-13 1995-07-05 Ethyl Petroleum Additives Ltd Motor oil compositions, additive concentrates for producing such motor oils, and the use thereof.
EP0663436A1 (en) * 1994-01-14 1995-07-19 Ethyl Petroleum Additives Limited Dispersants for lubricating oil
WO2004065530A3 (en) * 2003-01-21 2005-02-24 Lubrizol Corp Sulphur free composition and lubricant composition and methods thereof
EP2088185A3 (en) * 2006-08-04 2010-12-29 Infineum International Limited Diesel fuel composition
BE1018579A5 (en) * 2008-05-13 2011-04-05 Afton Chemical Corp FUEL ADDITIVES TO MAINTAIN OPTIMAL INJECTOR PERFORMANCE.
BE1019610A5 (en) * 2008-05-13 2012-09-04 Afton Chemical Corp FUEL ADDITIVES TO MAINTAIN OPTIMAL INJECTOR PERFORMANCE.
US8623105B2 (en) 2008-05-13 2014-01-07 Afton Chemical Corporation Fuel additives to maintain optimum injector performance
WO2012072723A3 (en) * 2010-12-02 2012-07-26 Basf Se Use of the reaction product of a hydrocarbyl-substituted dicarboxylic acid and a nitrogen compound for reducing fuel consumption
AU2011334961B2 (en) * 2010-12-02 2017-02-23 Basf Se Use of the reaction product of a hydrocarbyl-substituted dicarboxylic acid and a nitrogen compound for reducing fuel consumption
CN108699484A (en) * 2016-03-04 2018-10-23 出光兴产株式会社 Lubricating oil composition
CN108699484B (en) * 2016-03-04 2022-01-11 出光兴产株式会社 Lubricating oil composition

Also Published As

Publication number Publication date
DE1594469B2 (en) 1975-11-13
DE1594469A1 (en) 1971-02-04

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