GB1121641A - Additives for lubricating compositions - Google Patents

Additives for lubricating compositions

Info

Publication number
GB1121641A
GB1121641A GB1000/65A GB100065A GB1121641A GB 1121641 A GB1121641 A GB 1121641A GB 1000/65 A GB1000/65 A GB 1000/65A GB 100065 A GB100065 A GB 100065A GB 1121641 A GB1121641 A GB 1121641A
Authority
GB
United Kingdom
Prior art keywords
reacting
sultone
acid
prepared
alkyl
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
GB1000/65A
Inventor
John Scotchford Elliott
Eric Descamp Edwards
Gerald John Joseph Jayne
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.)
Castrol Ltd
Original Assignee
Castrol 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
Application filed by Castrol Ltd filed Critical Castrol Ltd
Priority to GB1000/65A priority Critical patent/GB1121641A/en
Priority to DK5366AA priority patent/DK127733C/en
Priority to US519008A priority patent/US3367864A/en
Priority to NL666600210A priority patent/NL139971B/en
Priority to FR45157A priority patent/FR1464331A/en
Priority to DE19661595373 priority patent/DE1595373A1/en
Priority to BE674901D priority patent/BE674901A/xx
Priority to GB29050/66A priority patent/GB1182776A/en
Priority to AT599767A priority patent/AT281249B/en
Priority to FR112016A priority patent/FR93430E/en
Priority to DE19671720396 priority patent/DE1720396A1/en
Priority to BE700617D priority patent/BE700617A/xx
Priority to NL6709004A priority patent/NL6709004A/xx
Priority to US663215A priority patent/US3632613A/en
Publication of GB1121641A publication Critical patent/GB1121641A/en
Priority to MY154/69A priority patent/MY6900154A/en
Priority to US00105677A priority patent/US3725434A/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/36—Oxygen or sulfur atoms
    • C07D207/40—2,5-Pyrrolidine-diones
    • C07D207/404—2,5-Pyrrolidine-diones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. succinimide
    • C07D207/408—Radicals containing only hydrogen and carbon atoms attached to ring carbon atoms
    • C07D207/412—Acyclic radicals containing more than six carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/182—Radicals derived from carboxylic acids
    • C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
    • 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
    • C08F8/34—Introducing sulfur atoms or sulfur-containing groups
    • 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
    • C08F8/44—Preparation of metal salts or ammonium salts
    • 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
    • C08F8/46—Reaction with unsaturated dicarboxylic acids or anhydrides thereof, e.g. maleinisation
    • 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
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/52—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
    • C10M133/56—Amides; Imides
    • 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
    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/08—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium containing a sulfur-to-oxygen bond
    • C10M135/10—Sulfonic acids or derivatives thereof
    • 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
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/06—Metal compounds
    • C10M2201/062—Oxides; Hydroxides; Carbonates or bicarbonates
    • 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
    • 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
    • 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
    • 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
    • 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
    • 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
    • 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
    • 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
    • C10M2215/044—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms having cycloaliphatic groups
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/08—Amides
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/08—Amides
    • C10M2215/082—Amides containing hydroxyl groups; Alkoxylated 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/086—Imides
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/26—Amines
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/28—Amides; Imides
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/046—Polyamines, i.e. macromoleculars obtained by condensation of more than eleven amine monomers
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/06—Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
    • 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
    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral 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
    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/046—Overbasedsulfonic acid 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
    • 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
    • C10M2221/00—Organic macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2221/02—Macromolecular compounds obtained by reactions of monomers 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
    • 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
    • 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
    • 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
    • C10N2050/015—Dispersions of solid lubricants
    • C10N2050/02—Dispersions of solid lubricants dissolved or suspended in a carrier which subsequently evaporates to leave a lubricant coating
    • 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)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Lubricants (AREA)

Abstract

Oil soluble compounds suitable as lubricant additives and of formula R1-X-A-Bn where R1 is an alkyl or alkenyl group having at least 12 carbon atoms, X is an ester, amide or imide grouping, A is an organic radical containing at least one basic nitrogen atom, n is 1 to 6 and B is -(CRR)mSO3H and is attached through the carbon atom to a nitrogen atom of A, where each R is hydrogen, alkyl, substituted alkyl, phenyl, substituted phenyl or any two substituents R on adjoining carbon atoms are taken together to form a cyclic system and m is 3 or 4, or a salt thereof, may be prepared by reacting the corresponding alkyl or alkenyl ester, amide or imide with an amine and a sultone or with a prereaction product of the amine and sultone. R1 is preferably derived from a polyolefin, e.g. polyisobutylene of molecular weight 700-3000, hydrogenated if desired. Preferred compounds may be prepared by reacting polyisobutenyl succinic anhydrides with polyamines, optionally modifying the intermediate with a carboxylic acid, aldehyde or ketone, and further reacting the intermediate or modified intermediate with a sultone. Many suitable starting materials are described, and in examples propane sultone is reacted with intermediates prepared from polyisobutenyl succinic anhydride and (I and XXX) tetraethylene pentamine, (IV) reaction product of pentaethylene hexamine and dicyandiamide, (V and XXXII) commercial isomeric pentaethylene hexamines and hexamines containing piperazine rings, (VI and XXXI) pentaethylene hexamine, (VII, XXVIII and XXXVII) triethylene tetramine, (VIII) diethylene triamine, (IX) ethylene diamine, (X and XI) polyethylene imines, (XII) mixed polyethylene polyamines, (XIII and XXXIII) N - b - aminoethyl piperazine, (XIV) dimethylaminopropylenediamine, (XV) N-2-aminoethyl morpholine, (XVI) p - phenylene diamine, (XVII) N-2-aminoethyl ethanolamine, (XVIII) hydroxytetraethylene tetramine, (XIX) reaction product of g -butyrolactone and tetraethylene pentamine, (XX) guanidine carbonate, and tetrathylene pentamine together with (XXI) acetic acid, (XXII) lauric acid, (XXIII) oleic acid, (XXIV) adipic acid, (XXV) salicylaldehyde, (XXVI) benzaldehyde and (XXVII) formic acid; polyisobutenyl succinic anhydride is reacted with (XXXIV) tetraethylene pentamine and 1,1,3 - trimethylp opane sultone, (XXXV) tetraethylene pentamino sulphonic acid and (XXXVI) a mixed polyaminosulphonic acids; and a polyisobutenyl monocarboxylic acid is reacted with a polyalkylene polyamine and propane sultone. The product of (I) is further reacted with (II and III) barium hydroxide and (XXXIX) calcium oxide and carbon dioxide.ALSO:Lubricating compositions comprise a major proportion of a lubricating oil and a minor proportion of a detergent and dispersant additive of formula R1-X-A-Bn, where R1 is an alkyl or alkenyl group having at least 12 carbon atoms, X is an ester, amide or imide grouping, A is an organic radical containing at least one basic nitrogen atom, n is 1 to 6 and B is -(CRR)mSO3H and is attached through the carbon atom to a nitrogen atom of A, where each R is hydrogen, alkyl, substituted alkyl, phenyl, substituted phenyl or any two substituents R on adjacent carbon atoms are taken together to form a cyclic system and m is 3 or 4, or a salt thereof. Preferred additives are formed by reacting polyisobutenyl succinic anhydrides with polyamines, optionally with an acid, aldehyde or ketone, and finally with a sultone; or by reacting the polyisobutenyl succinic anhydrides with polyamine/sultone reaction products. The compositions may also comprise conventional copper deactivators, pour-point depressants, antioxidants and viscosity index improvers. Examples describe compositions comprising mineral lubricating oil and additives of the invention prepared by reacting propane sultone with intermediates from polyisobutenyl succinic anhydride and tetraethylene pentamine alone and with acetic, lauric, oleic, adipic or formic acid, salicylaldehyde or benzaldehyde, reaction product of pentaethylene hexamine and dicyandiamide, isomeric commercial pentaethylene hexamines and hexamines containing piperazine rings, pentaethylene hexamine, triethylene tetramine, diethylene triamine, ethylene diamine, polyethylene polyimines, mixed polyethylene polyamines, N-b -aminoethyl piperazine, dimethylaminoethyl propylenediamine, N - 2 - aminoethyl morpholine, p - phenylene-diamine, N - 2 - aminoethyl ethanolamine, hydroxytetraethylene tetramine, reaction product of g -butyrolactone and tetraethylene pentamine and guanidine carbonate; by reacting polyisobutenyl succinic anhydrides with tetraethylene pentamine and 1,1,3 - trimethylpropane sulphone, tetraethylene pentamino sulphonic acid and mixed polyaminosulphonic acids; and by reacting a polyisobutenyl monocarboxylic acid with a polyalkylene polyamine and propane sultone; the first above additive being optionally reacted with barium hydroxide or calcium oxide and carbon dioxide. Other ingredients of the compositions are a methacrylate polymer V.I. improver, a barium salt of phosphosulphurized polyisobutylene neutralized in the presence of an alkylphenol and treated with carbon dioxide, zinc dialkyl dithiophosphates derived from isopropanol and methyl isobutyl carbinol or from isopropanol and 1-methylheptyl alcohol, and a hindered phenol antioxidant.ALSO:Amino alkane sulphonic acids are prepared by reacting amines with sultones. In examples (XXXV) tetraethylene pentamino propane sulphonic acid is prepared by reacting tetraethylene pentamine with propane sultone and (XXXVI) a polyamine trimethylpropane sulphonic acid is prepared by reacting a commercial mixture said to comprise isomeric pentaethylene hexamines and related hexamines containing piperazine rings with 1,1,3-trimethylpropane sultone.
GB1000/65A 1965-01-08 1965-01-08 Additives for lubricating compositions Expired GB1121641A (en)

Priority Applications (16)

Application Number Priority Date Filing Date Title
GB1000/65A GB1121641A (en) 1965-01-08 1965-01-08 Additives for lubricating compositions
DK5366AA DK127733C (en) 1965-01-08 1966-01-05 Sludge dispersing additive.
US519008A US3367864A (en) 1965-01-08 1966-01-07 Additives for lubricating compositions
NL666600210A NL139971B (en) 1965-01-08 1966-01-07 PROCEDURE FOR PREPARING LUBRICANT ADDITIVES, AND PROCEDURE FOR PREPARING A LUBRICANT USING AN ADDITION SO OBTAINED.
FR45157A FR1464331A (en) 1965-01-08 1966-01-07 Additives for lubricating compositions and lubricating compositions containing these additives
DE19661595373 DE1595373A1 (en) 1965-01-08 1966-01-07 Additives for lubricant preparations
BE674901D BE674901A (en) 1965-01-08 1966-01-10
GB29050/66A GB1182776A (en) 1965-01-08 1966-06-28 Additives for Lubricating Compositions
AT599767A AT281249B (en) 1965-01-08 1967-06-27 lubricant
FR112016A FR93430E (en) 1965-01-08 1967-06-27 Additives for lubricating compositions and lubricating compositions containing these additives.
DE19671720396 DE1720396A1 (en) 1965-01-08 1967-06-27 Additives for lubricant preparations
BE700617D BE700617A (en) 1965-01-08 1967-06-28
NL6709004A NL6709004A (en) 1965-01-08 1967-06-28
US663215A US3632613A (en) 1965-01-08 1967-08-25 Additives for lubricating compositions
MY154/69A MY6900154A (en) 1965-01-08 1969-12-30 Additives for lubricating compositions
US00105677A US3725434A (en) 1965-01-08 1971-01-11 Reaction products of a polyalkylene amine sulfonic acid and an alkenyl succinic acid or anhydride

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1000/65A GB1121641A (en) 1965-01-08 1965-01-08 Additives for lubricating compositions

Publications (1)

Publication Number Publication Date
GB1121641A true GB1121641A (en) 1968-07-31

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ID=9714403

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1000/65A Expired GB1121641A (en) 1965-01-08 1965-01-08 Additives for lubricating compositions

Country Status (1)

Country Link
GB (1) GB1121641A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2016044262A1 (en) * 2014-09-15 2016-03-24 The Lubrizol Corporation Dispersant viscosity modifiers with sulfonate functionality

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2016044262A1 (en) * 2014-09-15 2016-03-24 The Lubrizol Corporation Dispersant viscosity modifiers with sulfonate functionality

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