EP0039998B1 - Composition d'huile lubrifiante contenant un additif capable de réduire la formation de dépôts - Google Patents

Composition d'huile lubrifiante contenant un additif capable de réduire la formation de dépôts Download PDF

Info

Publication number
EP0039998B1
EP0039998B1 EP19810301562 EP81301562A EP0039998B1 EP 0039998 B1 EP0039998 B1 EP 0039998B1 EP 19810301562 EP19810301562 EP 19810301562 EP 81301562 A EP81301562 A EP 81301562A EP 0039998 B1 EP0039998 B1 EP 0039998B1
Authority
EP
European Patent Office
Prior art keywords
weight
composition
component
lubricating oil
acid
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
EP19810301562
Other languages
German (de)
English (en)
Other versions
EP0039998A1 (fr
Inventor
Max Jay Wisotsky
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.)
ExxonMobil Technology and Engineering Co
Original Assignee
Exxon Research and Engineering Co
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 Exxon Research and Engineering Co filed Critical Exxon Research and Engineering Co
Publication of EP0039998A1 publication Critical patent/EP0039998A1/fr
Application granted granted Critical
Publication of EP0039998B1 publication Critical patent/EP0039998B1/fr
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C10M161/00—Lubricating compositions characterised by the additive being a mixture of a macromolecular compound and a non-macromolecular compound, each of these compounds being essential
    • 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
    • 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
    • C10M141/06—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 at least one of them being an organic 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/287—Partial esters
    • 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
    • C10M2207/28—Esters
    • C10M2207/287—Partial esters
    • C10M2207/289—Partial esters containing free hydroxy 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
    • 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
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/105—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
    • 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
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/11—Complex polyesters
    • 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
    • C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated 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
    • 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
    • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C10M2227/06—Organic compounds derived from inorganic acids or metal salts
    • C10M2227/061—Esters derived from boron

Definitions

  • This invention relates to storage-stable lubricating oil compositions containing an additive package which provides both dispersant and friction modification properties. More particularly, this invention relates to a formulated lubricating oil composition containing a polycarboxylic acid-glycol ester friction modifier and an alkenyl succinimide dispersant having a reduced tendency to form sediment upon starage.
  • Lubricating oil compositions which contain ashless dispersants and polycarboxylic acid-glycol esters as friction-reducing components and which may also contain sorbitan mono-oleate are known in the art and are disclosed, for example, in U.S, Patent No 4105571, issued August 8,1978 to Shaub et al.
  • the oil-soluble alkenyl succinimide dispersants, particularly polyisobutenyl succinimide dispersants, are well known and are disclosed in U.S. Patent No 3172892, issued March 9, 1965 to Le Suer et al., and U.S. Patent No 3933659, issued January 20,1976 to Lyle etal.
  • lubricating oil compositions containing the aforesaid alkenyl succinimide dispersants and polycarboxylic acid-glycol ester friction modifiers offer a number of advantageous properties, however, a problem frequently encountered is the tendency of appreciable quantities of sediment to form upon storage of formulated compositions containing these additives and other conventionally employed additives, especially metal-containing additives.
  • the present invention deals with this problem by providing additives found effective in stabilizing such compositions against sediment formation, the stabilizer additives being certain polyol-fatty acid esters.
  • Shaub etal. in U.S. Patent No 4105571 disclose that incompatibility problems of zinc dihydrocarbyl dithiophosphate and glycol ester friction-reducing components can be resolved by pre-dispersing either component in an ashless dispersant prior to combining them in the lubricating oil formulation; however, Shaub etal. do note that formulations containing dispersants based on a reaction product of polyisobutenyl succinic anhydride and polyamine exhibited evidence of storage instability and suggested that an increased amount of dispersant may be necessary to maintain compatibility.
  • the present invention deals with this problem by providing a stabilizer additive found effective in compatibilizing the compositions disclosed herein or enhancing the compatibility of said components.
  • lubricating oil composition as used herein is meant to refer to fully formulated compositions intended for use, for example, as crankcase motor oils which contain a number of conventionally used additives in the usual amounts, especially oxidation inhibitors, rust inhibitors, viscosity index improvers, such as olefin copolymers, pour depressants, oil-soluble detergent additives, such as the neutral and basic metal phenates, sulfurized phenates and sulphonates, such as the calcium and magnesium sulfurized phenates and sulphonates, as well as the zinc dialkyl dithiophosphates which are useful antioxy- dant and antiwear additives.
  • metal-containing additives such as the normal and basic metal sulphonates, phenates and sulfurized phenates and metal dithiophosphates contribute to the tendency of lubricating oil compositions to form sediment when in the presence of the ester friction-reducing components and alkenyl succinimide dispersant.
  • the metal phenates and sulphonates noted above are typically employed in amounts of from about 2 to 5% by weight and metal dithiophosphates are usually found in fully formulated lubricating oil compositions in amounts from about 1 to 3% by weight.
  • the friction-reducing esters are generally derived from the esterification of a polycarboxylic acid with a glycol and may be partial esters or diesters of the formulas: and wherein R is the hydrocarbon radical of the acid and R' and R" is either the hydrocarbon radical of an alkane diol or the oxyalkylene radical from an oxaalkane diol as defined hereinbelow.
  • the polycarboxylic acid may be an aliphatic saturated or unsaturated acid and will generally have a total of about 24 to 90, preferably about 24 to 60 carbon atoms, and about 2 to 3, preferably about 2 carboxylic acid groups with at least about 9 carbon atoms, preferably about 12 to 42, especially 16 to 22 carbon atoms between the carboxylic acid groups.
  • about 1 to 3 mol of glycol, preferably 1 to 2 mol of glycol, are used per mole of acid to provide either a complete or partial ester.
  • esters can be obtained by esterifying a dicarboxylic acid or mixture of such acids with a diol or mixture of diols, in which case R would then be the hydrocarbon radical of the dicarboxylic acid and R' and R" would be the hydrocarbon radicals associated with the diol or diols.
  • the friction-reducing esters are used in amounts ranging from 0.01 to 2% by weight, more preferably 0.05 to 0.5% by weight based upon the overall weight of the lubricating oil composition, more preferably, formulations containing 0.1 to 0.3% by weight are highly effective.
  • dimer acid ester friction-reducing esters are especially preferred.
  • dimer acid used herein is meant to refer to those substituted cyclohexene dicarboxylic acids formed by a Diels-Alder-type reaction which is a thermal condensation of C 18 to C 22 unsaturated fatty acids, such as tall oil fatty acids, which typically contain about 85 to 90% oleic or linoleic acids. Such dimer acids typically contain about 36 carbon atoms.
  • the dimer acid structure can be generalized as follows: with two of the R groups being carboxyl groups and two being hydrocarbon groups depending upon the condensation of the carboxylic acid has occured.
  • the carboxyl groups can be:
  • dimer acid as used herein necessarily includes products containing up to about 24% by weight trimer, but more typically about 10% by weight trimer since, as is well known in the art, the dimerization reaction provides a product containing a trimer acid having molecular weight of about three times the molecular weight to the starting fatty acid.
  • the polycarboxylic acids or dimer acids noted above are esterified with a glycol, the glycol being an alkane diol or oxaalkane diol represented by the formula HO(RCHCH 2 0) x H, wherein R is H or CH 3 and x is about 2 to 100, preferably 2 to 25 with ethylene glycol and diethylene glycol particularly preferred.
  • a preferred embodiment is formation of the ester with about 1 to 2 mol of glycol per mole of dimer acid or polycarboxylic acid, such as the ester of diethylene glycol with dimerized linoleic acid, preferably from 0.1 to 0.3% by weight of this compound is used.
  • the oil-soluble alkenyl succinimide ashless dispersants are those formed by reacting a polyalkenyl succinic acid or anhydride with a polyalkyleneamine.
  • the alkenyl group is derived from a polymer of a C 2 to C s monoolefin, especially a polyisobutylene where the polyisobutenyl group has a number average molecular weight of about 700 to about 5,000, more preferably about 900 to 1,500.
  • the polyamines may be represented by the formula NH 2 (CH 2 ) n -(NH(CH 2 ) n ) m -NH 2 , wherein n is 2 to 3 and m is 0 to 10.
  • Illustrative are ethylene diamine, diethylene triamine, triethylene tetra- mine, tetraethylene pentamine, which is preferred, pentaethylene hexamine and the like, as well as mixtures of such polyamines. These amines are reacted with the alkenyl succinic acid or anhydride in ratios of about 1:1 to 10:1 mol of alkenyl succinic acid or anhydride to polyamine.
  • the borated alkenyl succinimide dispersants are also well known in the art as disclosed in U.S. Patent No 3254025. These borated derivatives are provided by treating the alkenyl succinimide with a boron compound selected from the class consisting of boron oxides, boron halides, boron acids and esters thereof in an amount to provide from about 0.1 atomic proportion of boron to about 10 atomic proportions of boron for each atomic proportion of nitrogen in the dispersant.
  • the borated product will generally contain about 0.1 to 2.0, preferably 0.2 to 0.8% by weight boron based upon the total weight of the borated dispersant.
  • the boron is considered to be present as dehydrated boric acid polymers attaching as the metaborate salt of the imide.
  • the boration reaction is readily carried out by adding from about 1 to 3% by weight, based on the weight of dispersant, of said boron compound, preferably boric acid, to the dispersant as a slurry in mineral oil and heating with stirring as from about 135 to 165° C for from 1 to 5 h followed by nitrogen stripping and filtration of the product.
  • alkenyl succinimide ashless dispersants and borated derivatives thereof are used in lubricating oil compositions in amounts ranging from 0.1 to 10% by weight, preferably 0.5 to 5% , based upon the total weight of the finished composition.
  • partial ester means that at least one hydroxy group remains unreacted.
  • Preferably 1 to 3 free OH groups are present such as an average of 1.5 to 2.5 free hydroxy groups.
  • Such compounds are, perse, known in the art and it is only their use as a stabilizing agent in a formulated composition containing both the ester friction modifier and alkenyl succinimide dispersant or borated dispersant derivative thereof which is the basis of the present invention.
  • Preferred additives are the mixtures of glycerol mono- and diesters of oleic acid.
  • the quantity of sediment-reducing amount of additive stabilizer of the present invention which is used in a lubrification oil formulation is best expressed relative to the amount of the ester friction-reducing additive which is present.
  • the broad ratio is 2 to 20 parts by weight of additive stabilizer per part by weight of ester friction-reducing additive with the preferred ratio being about 2 to 12 parts by weight of stabilizer additive per part by weight of friction-reducing ester.
  • the method of addition of the stabilizer additive is largely a function of the exact composition of the total finished formulation, it is generally preferable to provide a blend of stabilizer additive, friction-reducing ester and dispersant by admixing same at moderately elevated temperatures, not greater than 150°F (66°C) and incorporating this blend into the lubricating oil formulation either prior to or subsequent to the addition of other additives in accordance with blending techniques known in the art.
  • the lubricating oil base stock employed herein are those customarily used:
  • the term lubricating oil includes not only the petroleum hydrocarbon paraffinic, naphthenic, and aromatic oils of lubricating viscosity, but also synthetic oils, such as polyethylene oils, esters of dicarboxylic acids, complex ester oils, polyglycol, and alcohol alkyl esters of carbonic or phosphoric acids, polysili- cones, fluorohydrocarbon oils, and the like.
  • Preferred base stocks are mineral hydrocarbon oils of a paraffinic nature, especially those having a viscosity of about 20 to 100 cPo (0.2 to 1 x 10- 4 m 2 s- 1 )/min (100°F [38°C]), and blends of such mineral paraffinic oils.
  • the additives of the present invention are generally effective in substantially eliminating all but traces of sediment when the lubricating oil formulation contains the usually preferred amounts of friction-reducing ester component, that is, about 0.05 to 0.3% by weight and therefore, formulations prepared in accordance with the present invention which contain these amounts of friction-reducing ester component are particularly preferred.
  • formulations containing more than about 0.3% by weight of ester component there will be in most cases a substantial reduction in the amount of sediment observed after centrifuging as opposed to a complete elimination to trace levels.
  • Lubricating oil formulations were prepared containing the dimer acid ester friction modifier and the alkenyl succinimide dispersant to which were added the sediment-reducing additives of the present invention.
  • the formulation was a standard 10 W-SAE quality automotive lubricating oil composition containing a zinc dialkyl dithiophosphate, overbased metal sulphonate, rust inhibitor, and viscosity index improver in typical proportions. At this point the formulation was storage-stable with no evidence of sediment formulation.
  • the polyamine had a composition approximating tetraethylene pentamine and is available under the trade name DOW E-100 from Dow Chemical Company, Midland, Michigan.
  • Example 1 was repeated using 0.56% by weight of the same glyceride with the same results after centrifuging.
  • a formulation was prepared similar to the Base Formulation of Example 1 except that 0.3% by weight of the dimer acid ester friction-reducing component was used.
  • the Base Formulation showed about a 3.0 vol. % sediment formation after 24 h centrifuging. After addition of 1.25% by weight of the same glyceride of Example 1, the formation was stable after 24 h centrifuging.
  • Example 2 was repeated with the same results using the same stabilizer additive in the same amount except that the Base Formulation contained a borated alkenyl succinimide dispersant prepared by reacting the dispersant of the Base Formulation with a slurry of 1.4 mol of boric acid in mineral oil over a 3-h period at 135 to 165°C followed by 4 h of nitrogen stripping.
  • the final product contained 1.5% by weight nitrogen and 0.3% by weight boron and had a Mn of about 3,000.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)

Claims (6)

1. Composition d'huile lubrifiante stable à l'entreposage, ayant une tendance réduite à la formation de sédiment, comprenant une huile lubrifiante renfermant:
a) 0,01 à 2% en poids, sur la base du poids total de la composition finie, d'un ester d'acide polycar- boxylique et de glycol comme agent réducteur de friction;
b) 0,1 à 10% en poids, sur la base du poids total de la composition finie, d'un alcénylsuccinimide ou d'un alcénylsuccinimide boraté soluble dans l'huile comme agent dispersant, et
c) un additif stabilisant soluble dans l'huile qui est un monoester ou un diester partiel de glycérol d'acide oléique, d'acide linoléique ou d'acide palmitoléique ou d'un mélange desdits acides.
2. Composition suivant la revendication 1, qui contient 0,05 à 0,5% en poids dudit composant (a) sur la base du poids total de la composition d'huile lubrifiante.
3. Composition suivant l'une des revendications 1 ou 2, dans laquelle le composant (c) est un mélange de monoesters et de diesters de glycérol de l'acide oléique.
4. Composition suivant l'une des revendications 1 à 3, dans laquelle le rapport en poids, en parties en poids, dudit composant (c) audit composant (a) est de 2 à 20 parties en poids du composant (c) par partie en poids du composant (a).
5. Composition suivant l'une des revendications 1 à 4, dans laquelle le composant (a) est l'ester de diéthylèneglycol de l'acide linoléique dimérisé présent en une quantité de 0,1 à 0,3% en poids sur la base du poids total de la composition.
6. Composition suivant l'une des revendications 1 à 5, dans laquelle le dispersant (b) est un produit de réaction d'anhydride polyisobutényl- succinique et de polyalkylèneamine ou un polyisobuténylsuccinimide boraté.
EP19810301562 1980-05-08 1981-04-09 Composition d'huile lubrifiante contenant un additif capable de réduire la formation de dépôts Expired EP0039998B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US14770780A 1980-05-08 1980-05-08
US147707 1993-11-04

Publications (2)

Publication Number Publication Date
EP0039998A1 EP0039998A1 (fr) 1981-11-18
EP0039998B1 true EP0039998B1 (fr) 1984-04-18

Family

ID=22522605

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19810301562 Expired EP0039998B1 (fr) 1980-05-08 1981-04-09 Composition d'huile lubrifiante contenant un additif capable de réduire la formation de dépôts

Country Status (4)

Country Link
EP (1) EP0039998B1 (fr)
JP (1) JPS573893A (fr)
CA (1) CA1169044A (fr)
DE (1) DE3163160D1 (fr)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS61235498A (ja) * 1981-01-26 1986-10-20 エチル・ペトロレウム・アデイテイブス・インコーポレーテッド 燃料および潤滑油用添加剤
GB2097813B (en) * 1981-05-06 1985-09-25 Exxon Research Engineering Co Glycerol esters in lubricating oils as fuel economy additives
BR8400812A (pt) * 1983-02-24 1984-10-02 Chevron Res Processo para a preparacao de um complexo borado,composicao de oleo lubrificante,processo para reduzir o consumo de combustivel de um motor de combustao interna,concentrado de oleo lubrificante e processo para estabilizar um ester de acido graxo borado de glicerol
CA1336902C (fr) * 1988-02-26 1995-09-05 Jacob Emert Concentres de compositions oleagineuses plus stables, renfermant un agent modifiant la friction
FR2638168A1 (fr) * 1988-10-21 1990-04-27 Rhone Poulenc Chimie Dispersions d'halogenures de terres rares en milieu huileux
DE69315637T2 (de) * 1992-08-05 1998-06-10 Nippon Oil Co Ltd Fältemaschinenölzusammensetzung für Fluoroalkanekühlmittel
US20050124510A1 (en) * 2003-12-09 2005-06-09 Costello Michael T. Low sediment friction modifiers

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1248643B (de) 1959-03-30 1967-08-31 The Lubrizol Corporation, Cleveland, Ohio (V. St. A.) Verfahren zur Herstellung von öllöslichen aeylierten Aminen
US3087936A (en) 1961-08-18 1963-04-30 Lubrizol Corp Reaction product of an aliphatic olefinpolymer-succinic acid producing compound with an amine and reacting the resulting product with a boron compound
US3796662A (en) * 1972-02-17 1974-03-12 Chevron Res Extended life functional fluid
JPS5438124B2 (fr) * 1972-04-19 1979-11-19
US3933659A (en) 1974-07-11 1976-01-20 Chevron Research Company Extended life functional fluid
US4105571A (en) * 1977-08-22 1978-08-08 Exxon Research & Engineering Co. Lubricant composition
US4173540A (en) * 1977-10-03 1979-11-06 Exxon Research & Engineering Co. Lubricating oil composition containing a dispersing-varnish inhibiting combination of polyol ester compound and a borated acyl nitrogen compound

Also Published As

Publication number Publication date
JPS573893A (en) 1982-01-09
DE3163160D1 (en) 1984-05-24
EP0039998A1 (fr) 1981-11-18
CA1169044A (fr) 1984-06-12

Similar Documents

Publication Publication Date Title
US4479883A (en) Lubricant composition with improved friction reducing properties containing a mixture of dithiocarbamates
SU936818A3 (ru) Смазочный состав
US4505829A (en) Lubricating oil composition containing sediment-reducing additive
EP0217591B1 (fr) Catéchols monoalcoylés en C18 à C24 normalement liquides
JPS63170414A (ja) 油質組成物中に有用なラクトン変性、エステル化又はアミノ化添加剤及びそれを含有する組成物
US4866140A (en) Lactone modified adducts or reactants and oleaginous compositions containing same
JPH01299892A (ja) 潤滑油組成物
US4388201A (en) Co-dispersant stabilized friction modifier lubricating oil composition
EP0039998B1 (fr) Composition d'huile lubrifiante contenant un additif capable de réduire la formation de dépôts
EP0287273A2 (fr) Additifs sulfurés antiusure er compositions contenant ces additifs
US4906394A (en) Lactone modified mono-or dicarboxylic acid based adduct dispersant compositions
WO1993007242A1 (fr) Additifs protegeant les joints d'etancheite au fluorocarbone destines aux huiles de graissage
US5443744A (en) Non silicone aggresive alkyl phosphates as lubrication oil additives
EP1017768B2 (fr) Methode pour ameliorer la durabilite anti-vibratoire des liquides de transmission
EP0041851B1 (fr) Composition lubrifiante contenant un additif détergent comprenant un métal stabilisé, et un composé d'ester réduisant le frottement
JP2824062B2 (ja) ポリオレフイン系スクシンイミドポリアミンアルキルアセトアセテート付加物分散剤
US4919831A (en) Multifunctional ester-type additives
US5811377A (en) Low molecular weight basic nitrogen-containing reaction products as enhanced phosphorus/boron carriers in lubrication oils
US5739089A (en) Dihydrocarbyl dithiophosphates
AU696147B2 (en) Alkenyl-substituted dicarboxylic acid or anhydride ester derivatives
EP0271362B1 (fr) Modificateur de viscosité comprenant des sels métalliques d'acide hydrocarbyl-carboxylique
US4954276A (en) Lactone modified adducts or reactants and oleaginous compositions containing same
US5160507A (en) Multifunctional ester-type additives for liquid hydrocarbyl or hydrocarbyloxy fuel
JPS5915491A (ja) 潤滑油組成物
US4548723A (en) Ortho-carboxy phenylphenone lubricating oil additives

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 19810427

AK Designated contracting states

Designated state(s): BE DE FR GB IT NL

ITF It: translation for a ep patent filed
GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Designated state(s): BE DE FR GB IT NL

REF Corresponds to:

Ref document number: 3163160

Country of ref document: DE

Date of ref document: 19840524

ET Fr: translation filed
PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

26N No opposition filed
PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 19910315

Year of fee payment: 11

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 19910402

Year of fee payment: 11

ITTA It: last paid annual fee
PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: NL

Payment date: 19910430

Year of fee payment: 11

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Effective date: 19920409

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Effective date: 19921101

GBPC Gb: european patent ceased through non-payment of renewal fee
NLV4 Nl: lapsed or anulled due to non-payment of the annual fee
PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Effective date: 19930101

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 19970314

Year of fee payment: 17

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: BE

Payment date: 19970326

Year of fee payment: 17

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Free format text: THE PATENT HAS BEEN ANNULLED BY A DECISION OF A NATIONAL AUTHORITY

Effective date: 19980430

Ref country code: BE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 19980430

BERE Be: lapsed

Owner name: EXXON RESEARCH AND ENGINEERING CY

Effective date: 19980430

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST