EP0698656B1 - Produits de réaction de polyènes solubles dans l'huile - Google Patents

Produits de réaction de polyènes solubles dans l'huile Download PDF

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Publication number
EP0698656B1
EP0698656B1 EP95202242A EP95202242A EP0698656B1 EP 0698656 B1 EP0698656 B1 EP 0698656B1 EP 95202242 A EP95202242 A EP 95202242A EP 95202242 A EP95202242 A EP 95202242A EP 0698656 B1 EP0698656 B1 EP 0698656B1
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European Patent Office
Prior art keywords
reagent
reaction product
product according
unsaturated carboxylic
ethylenically unsaturated
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Expired - Lifetime
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EP95202242A
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German (de)
English (en)
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EP0698656A1 (fr
Inventor
Richard M. Scott
Robert W. Shaw
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Shell Internationale Research Maatschappij BV
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Shell Internationale Research Maatschappij BV
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    • 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
    • C10M2215/24—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
    • 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
    • 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
    • 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
    • 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
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/25—Internal-combustion engines
    • 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
    • C10N2040/25—Internal-combustion engines
    • C10N2040/251—Alcohol-fuelled engines
    • 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
    • C10N2040/25—Internal-combustion engines
    • C10N2040/255—Gasoline engines
    • 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
    • C10N2040/25—Internal-combustion engines
    • C10N2040/255—Gasoline engines
    • C10N2040/28—Rotary engines
    • 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

Definitions

  • the present invention relates to reaction products of polyenes, a process for their preparation, lubricating oil compositions, fuel compositions and additive concentrates containing them and their use as dispersant additives.
  • anhydrides e.g. maleic anhydride (C 4 ), glutaconic anhydride (C
  • the lubricating oil compositions according to the present invention may contain various other additives, known in the art, such as viscosity index improvers, e.g. linear or star-shaped polymers of a diene such as isoprene or butadiene, or a copolymer of such a diene with optionally substituted styrene. These copolymers are suitably block copolymers and are preferably hydrogenated to such an extent as to saturate most of the olefinic unsaturation.
  • Other suitable additives include dispersant V.I.

Landscapes

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

Claims (14)

  1. Produit de réaction :
    (A) d'un réactif acylant, avec
    (D) un dérivé polyalcénylique d'un réactif carboxylique à non-saturation éthylénique (C), le polyalkylène duquel le réactif (D) est dérivé étant un homopolymère ou un copolymère d'au moins une mono-oléfine, et
    (E) une polyamine contenant au moins deux groupes -NH2 et/ou -NH, ou avec
    (F) le produit préformé des réactifs (D) et (E), le réactif acylant (A) étant le produit de réaction
    (B) d'un polyène en C4 à C20 ou d'un oligomère préparé à partir de ce polyène et
    (C) d'un réactif carboxylique à non-saturation éthylénique.
  2. Produit de réaction suivant la revendication 1, dans lequel le réactif (B) est un oligomère pouvant être obtenu par réaction
       de (di)cyclopentadiène ou d'un cyclopentadiénylure avec un composé de formule générale RLm dans laquelle m est un nombre entier de 2 à 6, R représente un groupe hydrocarbyle ou un groupe polyoxyalkylène dont chacun contient 2 à 30 atomes de carbone, et L représente un groupe partant.
  3. Produit de réaction suivant la revendication 1 ou 2, dans lequel le réactif carboxylique à non-saturation éthylénique (C) est choisi entre des acides dicarboxyliques en C4 à C10 à non-saturation mono-éthylénique et leurs anhydrides.
  4. Produit de réaction suivant l'une quelconque des revendications 1 à 3, dans lequel le réactif (D) est dérivé d'un polyalcène qui est un polymère d'au moins une mono-oléfine en C2 à C5.
  5. Produit de réaction suivant l'une quelconque des revendications précédentes, dans lequel la polyamine (E) est un composé de formule générale : H2N-(CHR1)x-CH2-[A-CH2-(CHR1)x]y-NH2 dans laquelle A représente -NH ou -O-, chaque R1 représente indépendamment un atome d'hydrogène ou un groupe méthyle, x se situe dans la plage de 1 à 3 et y se situe dans la plage de 1 à 10 lorsque A est un groupe -NH ou bien y se situe dans la plage de 1 à 200 lorsque A représente -O-.
  6. Produit de réaction suivant l'une quelconque des revendications 1 à 5, dans lequel le rapport en poids du réactif (A) au réactif (D) va de 1:2 à 1:1000.
  7. Produit de réaction suivant la revendication 6, dans lequel le rapport en poids va de 1:4 à 1:500.
  8. Produit de réaction suivant la revendication 6, dans lequel le rapport en poids va de 1:5 à 1:50.
  9. Procédé de préparation d'un produit de réaction suivant l'une quelconque des revendications précédentes, qui comprend la réaction
    (A) d'un réactif acylant, avec
    (D) un dérivé polyalcénylique d'un réactif carboxylique à non-saturation éthylénique (C), le polyalkylène duquel le réactif (D) est dérivé étant un homopolymère ou un copolymère d'au moins une mono-oléfine, et
    (E) une polyamine contenant au moins deux groupes -NH2 et/ou -NH, ou avec
    (F) le produit préformé des réactifs (D) et (E), le réactif acylant (A) étant le produit de réaction
    (B) d'un polyène en C4 à C20 ou d'un oligomère préparé à partir de ce polyène et
    (C) d'un réactif carboxylique à non-saturation éthylénique.
  10. Procédé suivant la revendication 9, dans lequel le rapport en poids du réactif (A) au réactif (D) va de 1:2 à 1:1000.
  11. Composition d'huile lubrifiante, comprenant une quantité dominante d'une huile lubrifiante et une plus petite quantité d'un produit de réaction suivant l'une quelconque des revendications 1 à 8.
  12. Composition de carburant comprenant une quantité dominante d'un fluide et une plus petite quantité d'un produit de réaction suivant l'une quelconque des revendications 1 à 8.
  13. Concentré d'additif comprenant comme véhicule un fluide inerte et 10 à 80 % en poids, sur la base du concentré total, d'un produit de réaction suivant l'une quelconque des revendications 1 à 8.
  14. Utilisation d'un produit de réaction suivant l'une quelconque des revendications 1 à 8, comme additif dispersant.
EP95202242A 1994-08-24 1995-08-18 Produits de réaction de polyènes solubles dans l'huile Expired - Lifetime EP0698656B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP95202242A EP0698656B1 (fr) 1994-08-24 1995-08-18 Produits de réaction de polyènes solubles dans l'huile

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP94306237 1994-08-24
EP94306237 1994-08-24
EP95202242A EP0698656B1 (fr) 1994-08-24 1995-08-18 Produits de réaction de polyènes solubles dans l'huile

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EP0698656A1 EP0698656A1 (fr) 1996-02-28
EP0698656B1 true EP0698656B1 (fr) 2000-10-18

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Application Number Title Priority Date Filing Date
EP95202242A Expired - Lifetime EP0698656B1 (fr) 1994-08-24 1995-08-18 Produits de réaction de polyènes solubles dans l'huile

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Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2322138A (en) * 1997-02-17 1998-08-19 Ethyl Petroleum Additives Ltd Foam reducing fuel additive
US5851966A (en) * 1997-06-05 1998-12-22 The Lubrizol Corporation Reaction products of substituted carboxylic acylating agents and carboxylic reactants for use in fuels and lubricants

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4670173A (en) * 1985-12-19 1987-06-02 The Lubrizol Corporation Oil-soluble reaction products of an acylated reaction product, a polyamine, and mono-functional acid
IL89333A (en) * 1988-02-29 1993-02-21 Exxon Chemical Patents Inc Oil soluble dispersant additives and oleaginous compositions comprising them
DE69306825T2 (de) * 1992-02-19 1997-05-07 Shell Int Research Polymer-Dispergiermittel
AU671888B2 (en) * 1993-03-01 1996-09-12 Shell Internationale Research Maatschappij B.V. Additive concentrates

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