EP0277345A1 - Composition de carburant ou de lubrifiant, contenant des dérivés de polybutyl ou polyisobutyl - Google Patents

Composition de carburant ou de lubrifiant, contenant des dérivés de polybutyl ou polyisobutyl Download PDF

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Publication number
EP0277345A1
EP0277345A1 EP87119004A EP87119004A EP0277345A1 EP 0277345 A1 EP0277345 A1 EP 0277345A1 EP 87119004 A EP87119004 A EP 87119004A EP 87119004 A EP87119004 A EP 87119004A EP 0277345 A1 EP0277345 A1 EP 0277345A1
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EP
European Patent Office
Prior art keywords
polybutyl
acid
radical
polyisobutyl
fuel
Prior art date
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Application number
EP87119004A
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German (de)
English (en)
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EP0277345B1 (fr
Inventor
Dieter Dr. Franz
Rudolf Dr. Kummer
Helmut Dr. Mach
Hans Peter Dr. Rath
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BASF SE
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BASF SE
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    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • 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
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/182—Organic compounds containing oxygen containing hydroxy groups; Salts thereof
    • C10L1/1822—Organic compounds containing oxygen containing hydroxy groups; Salts thereof hydroxy group directly attached to (cyclo)aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
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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
    • C10L1/143—Organic compounds mixtures of organic macromolecular compounds with organic non-macromolecular compounds
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    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/185—Ethers; Acetals; Ketals; Aldehydes; Ketones
    • C10L1/1852—Ethers; Acetals; Ketals; Orthoesters
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    • C10L1/00—Liquid carbonaceous fuels
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    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/192—Macromolecular compounds
    • C10L1/198—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid
    • C10L1/1985—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid polyethers, e.g. di- polygylcols and derivatives; ethers - esters
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    • C10L1/00—Liquid carbonaceous fuels
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    • C10L1/14—Organic compounds
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/234—Macromolecular compounds
    • C10L1/238—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
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    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/86—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of 30 or more atoms
    • C10M129/88—Hydroxy compounds
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    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
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    • 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
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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
    • 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
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
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    • C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
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    • 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
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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
    • C10M2215/30—Heterocyclic compounds
    • 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
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • 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

Definitions

  • the invention relates to a fuel or lubricant composition and the use of polybutyl or polyisobutyl derivatives in such compositions.
  • Polyisobutene derivatives have been widely described in the literature and are widely used worldwide as lubricants and fuel additives.
  • the intermediate products for the production of such additives are polybutent chloride, polybutenyl succinic anhydride and polybutylphenols. They are used almost exclusively to make detergents.
  • these are generally calculated as ashless dispersants, in the case of polybutylphenols occasionally also as Mannich dispersants.
  • These dispersants have the function of oil-insoluble combustion residues, which can make up to 10% by weight of the lubricating oil in diesel engines (e.g. soot, coke, lead compounds and on organic salts) and their caking to form solid particles with a size of 0.6 to 1.5 ⁇ m of resin and asphalt-like oxidation products in the lubricating oil is favored to keep in suspension and thereby prevent deposits on metal surfaces, oil thickening and sludge excretions in the engine as well as corrosive wear by neutralizing acidic combustion products.
  • the secondary products are usually referred to as carburetor or valve detergents. Your job is to free the entire inlet system of deposits, prevent further deposits and protect the system from corrosion.
  • the deposits are mostly the result of unstable fuel such as unhydrogenated or partially hydrogenated cracked petrol or pyrolysis petrol or of impurities from pipelines, storage and transport containers.
  • the object of the invention is to provide fuel or lubricant compositions which contain carrier substances which are inexpensive to produce, have increased stability and, moreover, are practically halogen-free, i.e. are free of chlorine and bromine. These carrier substances should also have a detergent effect, if appropriate.
  • a fuel or lubricant composition containing small amounts of at least one polybutyl or polyisobutyl alcohol of the general formula (I) R - CH2 - OH (I), wherein R is a polybutyl or polyisobutyl radical with a molecular weight derived from isobutene and up to 20% by weight of n-butene N is from 324 to 3000, or contains a (poly) alkoxylate of polybutyl or polyisobutyl alcohol of the formula I or a corresponding carboxylic acid ester of polybutyl or polyisobutyl alcohol.
  • R is a polybutyl or polyisobutyl radical with a molecular weight derived from isobutene and up to 20% by weight of n-butene N is from 324 to 3000, or contains a (poly) alkoxylate of polybutyl or polyisobutyl alcohol of the formula I or a corresponding carboxylic acid ester of poly
  • the (poly) alkoxylate of polybutyl or polyisobutyl alcohol is one of the general formula (II) wherein R has the meanings given above, n is an integer from 2 to 8 and m is an integer from 1 to 200.
  • the (poly) alkoxylate of polybutyl or polyisobutyl alcohol is particularly preferably one which is derived from ethylene oxide, propylene oxide or butylene oxide or mixtures thereof.
  • the term (poly) alkoxylate should include alkoxylates and polyalkoxylates of polybutyl or polyisobutyl alcohol.
  • this is expressed by the index m, which stands for 1 in the case of alkoxylates and stands for a number> 1 in the case of (poly) alkoxylates.
  • the index n has the meanings 2 to 8, preferably 2 to 4.
  • the index m stands for an integer between 1 and 200, preferably between 5 and 100, particularly preferably between 10 and 50.
  • Mixtures of the (poly) alkoxylates can of course also be used. These result, for example, from the use of mixed oxides of ethylene, propylene and butylene oxide. Ethylene oxide and propylene oxide are particularly preferred as the starting component.
  • the acid group forming the ester can be one which is saturated and unsaturated, aliphatic or aromatic, acyclic or cyclic Mono- or polycarboxylic acids is derived.
  • the monocarboxylic acid residue preferably has 2 to 9 carbon atoms.
  • the acid residue can also be derived from hydroxycarboxylic acids, for example from citric acid.
  • the di-, tri- and tetracarboxylic acids from which the acid group is derived can also be saturated and unsaturated, aliphatic or aromatic, acyclic or cyclic carboxylic acids, in particular those with 4 to 9 carbon atoms.
  • the carboxylic acid groups can optionally also have basic functions. These basic functions result from the reaction of the acid group in the ester with, for example, NH3, mono-, di-, tri-, tetra- or polyamines or amides. The corresponding ammonium or amine salts, amides or imides, or mixtures thereof are formed. Such esters with basic functions are particularly preferred.
  • carboxylic acids are acetic acid, propionic acid, ethylhexanoic acid, isononanoic acid, succinic acid, adipic acid, maleic acid, phthalic acid, terephthalic acid, trimellitic acid, trimesic acid, pyrromellitic acid and butanetetracarboxylic acid.
  • Combinations of the polybutyl or polyisobutyl alcohol of the general formula (I) with the corresponding (poly) alkoxylates or esters of the polybutyl or polyisobutyl alcohols can also be present in the fuel and lubricant compositions according to the invention.
  • the invention also relates to the esters and (poly) alkoxylates of polybutyl or polyisobutyl alcohol of the general formula VII as new substances R-CH2-O-R ⁇ (VII) wherein R has the above meanings and R ⁇ is an acyl radical or together with the oxygen is a (poly) alkoxilate radical.
  • the acyl radical R ⁇ is, in particular, one which is derived from a saturated or unsaturated, aliphatic or aromatic, acyclic or cyclic mono- or polycarboxylic acid, with the above meanings in particular.
  • the (poly) alkoxylate group -O-R ⁇ can correspond in particular to the following formula: wherein n and m have the meanings mentioned at the beginning.
  • the fuel or lubricant compositions according to the invention also contain nitrogen-containing additives in addition to the polybutyl or polyisobutyl alcohol of the general formula (I) or its (poly) alkoxylates or esters.
  • R has the definition given above and R1 and R2, which may be the same or different, represent hydrogen, aliphatic or aromatic hydrocarbon radicals, primary or secondary, aromatic or aliphatic aminoalkylene radicals or polyaminoalkylene radicals, polyoxyalkylene radicals, heteroaryl or heterocyclyl radicals, or together with that Nitrogen atom to which they are attached form a ring in which further heteroatoms may be present.
  • the radicals R 1 and R 2 in the general formula (III) are identical or different and each represents hydrogen, alkyl, aryl, hydroxyalkyl, an aminoalkylene radical of the general formula (IV) wherein R3 represents an alkylene radical and R4 and R5, which are identical or different, represent hydrogen, alkyl, aryl, hydroxyalkyl or polybutyl or polyisobutyl, a polyaminoalkylene radical of the general formula (V) wherein the radicals R3 are each the same or different and the radicals R4 are each identical or different and the radicals R3, R4 and R5 have the meanings given above, and m is an integer from 2 to 8, or a polyoxyalkylene radical of the general formula (VI) in which the R3 radicals can each be the same or different and have the above meaning, X represents alkyl or H and n represents an integer between 1 and 30, or wherein R1 and R2 together with the nitrogen atom to which they are attached represent a
  • the invention also relates to the use of polybutyl or polyisobutyl alcohols of the general formula (I) R - CH2 - OH (I) wherein R represents a polybutyl or polyisobutyl radical derived from isobutene and up to 20% by weight of n-butene, or the corresponding (poly) alkoxylates or esters of polybutyl or polyisobutyl alcohols in fuel or lubricant compositions.
  • polybutyl or polyisobutyl alcohols to be used according to the invention and their (poly) alkoxylates or esters have excellent compatibility with detergents. They can be obtained in an extremely cost-effective manner by hydroformylation of polybutenes and hydrogenation of the oxo product. In contrast to the prior art, this gives products which are practically halogen-free (ie free of chlorine and bromine).
  • the relatively inexpensive functionalization of polybutene by means of the hydroformylation opens up a large number via the polybutyl alcohol of implementation options with the formation of valuable carrier substances which, especially in the case of (poly) alkoxylates and esters, also have detergent action.
  • the compounds in the fuel or lubricant compositions according to the invention are made from polybutenes, which preferably have a molecular weight N from 324 to 3000, particularly advantageously from 378 to 1500.
  • the reactivity, ie the ⁇ - and ⁇ -olefin content of the polybutene, should be as high as possible.
  • Such polybutenes are generally obtained by polymerizing isobutene and isobutene-containing olefin cuts in the presence of BF3 and aluminum halides or alkylene. Low amounts of catalyst and short reaction times as described in DE-A-27 02 604 are preferred.
  • the hydroformylation can be carried out with conventional rhodium or cobalt catalysts at temperatures between 80 and 200 ° C, preferably 120 to 190 ° C, and CO / H2 pressures up to 600 bar, preferably 50 to 300 bar.
  • a two-step reaction is preferred, the first step being carried out at low temperatures, e.g. 120 ° C, and the second stage at high temperatures, e.g. 180 ° C, works.
  • the reactive double bonds are predominantly converted to aldehydes and ketones, while the hydrogenation only appears as a competitive reaction in the second stage.
  • With a sufficiently long reaction time a completely hydrogenated product with high proportions of polyisobutyl alcohol (70-90%) is obtained.
  • an inert solvent which can only absorb hydrogen to a limited extent and practically does not poison the hydroformylation catalyst.
  • Suitable solvents are e.g. Isoparaffins C8-C16.
  • the solvent is said to reduce the viscosity of the polyisobutene. It can be distilled off after the oxo reaction and the hydrogenation, but also only after further reactions such as alkoxylation or esterification, or in the case of the ashless dispersants against mineral oil, e.g. Solvent Neutral 100.
  • alkylene oxides to alcoholates in the presence of basic catalysts
  • ethylene oxide, propylene oxide or butylene oxide and mixtures thereof are technically important, but additions of compounds such as cyclohexene oxide are also conceivable.
  • What is particularly advantageous about this class of compounds is the good fuel and mineral oil compatibility due to the long, non-polar polyisobutyl residue.
  • the mineral oil compatibility which is only partially obtained with low molecular weight alcohols with butylene oxide, is of great interest.
  • the expensive butylene oxide can be replaced by cheaper ones Oxides can be substituted.
  • the amount of oxide added preferably depends on the compatibility with mineral oil, but should not exceed the molecular weight of the polyisobutene.
  • Another advantage of this polyisobutene modification is the drop in viscosity and thus, for example, a reduction in the tendency towards 2-valve connections2 when used as a fuel additive.
  • the esterification of polyisobutyl alcohol or alkoxylates is also carried out according to common methods. The end of the reaction is indicated by a falling OH number.
  • tri- and tetracarboxylic acids are of particular interest. When choosing the acid, the viscosity is generally taken into account by using an appropriate polyisobutyl alcohol.
  • Mono- and dicarboxylic acids permit the use of higher polyisobutyl alcohols or alkoxylates than tri- and tetracarboxylic acids.
  • the acids can also be used for synthesis in the form of their esters or anhydrides.
  • Suitable acids for the synthesis of ashless dispersants are di-, tri- and tetracarboxylic acids, which may only be partially esterified in order to introduce further polar groups with the aid of ammonia, amine and amide. Depending on the reaction conditions, the resulting amides, imides, ammonium or amine salts sometimes have excellent dispersing properties.
  • phthalic anhydride or trimellitic anhydride is reacted with polyisobutyl alcohol. The molar ratio is 1: 1. This process leads to products with high chemical uniformity.
  • the still free carboxylic acid groups e.g.
  • the polybutyl or polyisobutylamines of the general formula III proposed for combination in particular with the polyisobutyl alcohol can be prepared by using a corresponding polybutene or polyisobutene with a rhodium or cobalt catalyst in the presence of CO and H2 at temperatures between 80 and 200 ° C. and CO / H2 pressures of up to 600 bar hydroformylated and then a Mannich reaction or hydrogenating amination of the oxo product is carried out.
  • the amination reaction is expediently carried out at temperatures from 0 to 200 ° C. and pressures up to 600 bar, preferably 80 to 300 bar.
  • a suitable, inert solvent is expediently used in the production process in order to reduce the viscosity of the reaction mixture.
  • Low-sulfur aliphatic, cycloaliphatic and aromatic hydrocarbons are particularly suitable as solvents.
  • Aliphatic solvents which are free from sulfur compounds and contain less than 1% aromatics are particularly preferred.
  • So-called reactive polybutenes in particular polybutene A, B or C, can be used.
  • a reactive polybutene is an unsaturated polymer with high chemical uniformity, with more than 10% of the double bonds being ⁇ -permanent.
  • DE-A-27 02 604 describes a way of producing such polybutenes.
  • a polymer prepared in this way contains approximately 60% ⁇ -olefin and 30% ⁇ -olefin, trisubstituted.
  • Medium-reactive polybutenes are usually obtained by polymerizing isobutene or isobutene-containing C4 sections with aluminum-containing catalysts, are chemically less uniform and contain only small amounts of ⁇ -olefin, usually below 10%.
  • the signals in C13 NMR show the difference.
  • the ⁇ -permanent, trisubstituted, chemically uniform proportion in polybutene B is approximately 40%, the ⁇ -olefin proportion approximately 10%.
  • polybutene A can be described as not very reactive and no longer has any notable chemically uniform proportions.
  • Particularly suitable polybutenes and polyisobutenes for the preparation of the polyamines according to the invention of the general formula I and the alcohols according to the invention of the general formula V are those which have an average degree of polymerization P of 10 to 100 and in which the proportion E of double bonds which are capable of reacting with maleic anhydride , Is 60 to 90%.
  • a value E 100% corresponds to the calculated theoretical value in the event that each molecule of the butene or isobutene polymer contains such a reactive double bond.
  • the value E is calculated for a reaction of the polyisobutene with maleic anhydride in a weight ratio of 5: 1 and for heating the mixture for 4 hours with stirring to 200 ° C. Further details can be found in GB-A-1 592 016, the disclosure of which is expressly incorporated herein by reference.
  • the polybutenes are commercial products.
  • the oxo product formed in the hydroformylation is normally in the form of an aldehyde / alcohol mixture. It can be further processed as a mixture or can be hydrated beforehand for reasons of storage stability. Hydrated products are less reactive.
  • polybutylamines or polyisobutylamines of the general formula III, in which the radicals R2 and R3 each represent hydrogen, are for the fuel sector, i.e. in the fuel compositions according to the invention, particularly suitable as a valve-cleaning or valve-cleaning additive in combination with the polyisobutyl alcohol and its derivatives.
  • the compounds to be used according to the invention are added to the fuels or lubricants in small amounts, generally in amounts of 0.005 to 0.5% by weight, preferably 0.01 to 0.1% by weight, based on the fuels or lubricants .
  • the rating is 714, which is in the range of good Mannich dispersants or those based on polyisobutenyl succinic anhydride.
  • the table shows that the combination of polybutyl alcohol and polybutylamine leads to excellent valve deposition values.
  • the polybutene used in this example is a highly reactive polybutene C which was produced in accordance with DE-A 2 702 604.

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  • 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)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Lubricants (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
EP87119004A 1987-01-08 1987-12-22 Composition de carburant ou de lubrifiant, contenant des dérivés de polybutyl ou polyisobutyl Expired - Lifetime EP0277345B1 (fr)

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DE19873700363 DE3700363A1 (de) 1987-01-08 1987-01-08 Kraft- oder schmierstoffzusammensetzung und verwendung von polybutyl- oder polyisobutylderivaten in denselben
DE3700363 1987-01-08

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EP0277345B1 EP0277345B1 (fr) 1992-05-06

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DE3778866D1 (de) 1992-06-11
EP0277345B1 (fr) 1992-05-06
US4859210A (en) 1989-08-22

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