EP1560901A1 - Carburants contenant un additif a effet ameliore - Google Patents

Carburants contenant un additif a effet ameliore

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Publication number
EP1560901A1
EP1560901A1 EP03775289A EP03775289A EP1560901A1 EP 1560901 A1 EP1560901 A1 EP 1560901A1 EP 03775289 A EP03775289 A EP 03775289A EP 03775289 A EP03775289 A EP 03775289A EP 1560901 A1 EP1560901 A1 EP 1560901A1
Authority
EP
European Patent Office
Prior art keywords
component
additive
additive mixture
groups
radical
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.)
Withdrawn
Application number
EP03775289A
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German (de)
English (en)
Inventor
Peter Schwab
Stephan Hüffer
Mirjam Herrlich-Loos
Siegbert Brand
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.)
BASF SE
Original Assignee
BASF SE
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Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Publication of EP1560901A1 publication Critical patent/EP1560901A1/fr
Withdrawn legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C—CHEMISTRY; METALLURGY
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L10/00—Use of additives to fuels or fires for particular purposes
    • C10L10/08—Use of additives to fuels or fires for particular purposes for improving lubricity; for reducing wear
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D19/00—Degasification of liquids
    • B01D19/02—Foam dispersion or prevention
    • B01D19/04—Foam dispersion or prevention by addition of chemical substances
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D19/00—Degasification of liquids
    • B01D19/02—Foam dispersion or prevention
    • B01D19/04—Foam dispersion or prevention by addition of chemical substances
    • B01D19/0404—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
    • B01D19/0409—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance compounds containing Si-atoms
    • C—CHEMISTRY; METALLURGY
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • 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
    • C—CHEMISTRY; METALLURGY
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/188—Carboxylic acids; metal salts thereof
    • C10L1/1881—Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom
    • C—CHEMISTRY; METALLURGY
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/188—Carboxylic acids; metal salts thereof
    • C10L1/1881—Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom
    • C10L1/1883—Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom polycarboxylic acid
    • C—CHEMISTRY; METALLURGY
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/188—Carboxylic acids; metal salts thereof
    • C10L1/1888—Carboxylic acids; metal salts thereof tall oil
    • C—CHEMISTRY; METALLURGY
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid esters
    • C—CHEMISTRY; METALLURGY
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid esters
    • C10L1/1905—Esters ester radical containing compounds; ester ethers; carbonic acid esters of di- or polycarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid esters
    • C10L1/191—Esters ester radical containing compounds; ester ethers; carbonic acid esters of di- or polyhydroxyalcohols
    • C—CHEMISTRY; METALLURGY
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
    • C10L1/2222—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates
    • C10L1/2225—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates hydroxy containing
    • C—CHEMISTRY; METALLURGY
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • 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
    • C—CHEMISTRY; METALLURGY
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/28—Organic compounds containing silicon
    • C10L1/285—Organic compounds containing silicon macromolecular compounds

Definitions

  • the present invention relates to an additive mixture containing at least one polysiloxane antifoam and at least one partially or completely neutralized fatty acid.
  • anti-foaming agents which are intended to dampen the natural foaming behavior of fuels, particularly when filling, for example during the refueling process at the petrol pump.
  • antifoams are polysiloxanes, in particular polysiloxane alkoxylates.
  • No. 6,093,222 describes anti-foam compositions for diesel fuels which comprise different polysiloxanes.
  • the polysiloxanes are substituted with long-chain polyether groups, organic polyols, hydrocarbon residues and / or phenol residues. Due to the high costs for the production of the polysiloxane antifoam, however, these represent a not insignificant cost factor in the amount in which they are required to achieve an antifoam performance.
  • WO 95/04117 describes an additive composition which contains an anti-foam agent and a nitrogen-containing dispersant which burns ashes.
  • the nitrogen-containing ash-free burning dispersant is said to increase the long-term storage stability of the anti-foam agent.
  • the dispersant does not lower the amount of antifoam needed to dampen the foaming of a fuel.
  • the object of the present invention was to provide an additive mixture which has an improved anti-foam effect in comparison with anti-foam agents of the prior art.
  • component A at least one polysiloxane antifoam
  • component B at least one partially or completely neutralized fatty acid, a long-chain carboxylic acid, an ester of such a carboxylic acid or a mixture comprising at least one of these compounds.
  • Suitable polysiloxane anti-foaming agents are all common anti-foaming agents based on polysiloxane known to the person skilled in the art. Such anti-foam agents are for example in the ATC Do ⁇ . 52 describe "Fuel Additives and the Environment".
  • a preferred anti-foam agent is a polysiloxane of the general formula I
  • radicals R each independently represent a radical R 1 , R 2 , R 3 , R 4 or R 5 , in which
  • R 1 represents an aromatic or saturated aliphatic hydrocarbon radical
  • R 2 represents an organic polyol
  • R 3 represents a polyether radical
  • R 4 represents a phenol radical, ⁇ *
  • R 5 stands for a radical R 2 , but the hydroxyl groups are wholly or partly converted to diesters, diethers, acetals and / or ketals,
  • y and z each independently represent a number from 0 to 2, the sum of y and z corresponding to a number from 0 to 2 and
  • the aromatic or saturated aliphatic hydrocarbon radical is preferably C 1 -C 24 -alkyl, in particular methyl, ethyl, propyl, isopropyl, butyl, pentyl, hexyl, heptyl, o ⁇ tyl, De ⁇ yl, Dode ⁇ yl or stearyl; C 3 -C 2 cycloalkyl, in particular others for cy ⁇ lopropyl, cy ⁇ lopentyl, cy ⁇ lohexyl, cycloo ⁇ tyl or cy ⁇ lode ⁇ yl; C 4 -C 2 alkyl ⁇ y ⁇ loalkyl, in particular for methylcyclohexyl, dimethyl ⁇ y ⁇ lohexyl or ethylcyclohexyl; C ö -Cio aryl, especially for phenyl; or C 7 -C 8 arylalkyl, in particular for methyl 5-
  • the organic polyol is preferably a saturated or unsaturated, branched or unbranched aliphatic
  • hydrocarbon radical with at least two hydroxyl groups which may be interrupted by one or more O atoms.
  • the hydrocarbon residue is preferably saturated.
  • the radical R 2 preferably has a molecular weight of 100 to 700, particularly preferably 130 to 650 and in particular approximately
  • the R 2 radicals are introduced into the polysiloxane skeleton, for example, by reacting an unsaturated polyol with a polysiloxane which contains hydrogen atoms bonded to silicon.
  • R 2 suitable polyol is 2-butyn-1,4-diol.
  • R 3 preferably represents a polyether radical which contains at least 50% by weight, particularly preferably at least 75% by weight and in particular 100% by weight, of copolymerized ethylene oxide units.
  • R 3 preferably has a molecular weight of up to 1,500, particularly preferably from 100 to 350.
  • R 4 preferably represents a phenol radical which is substituted by mono- or polyunsaturated alkene and / or alkyne radicals. Suitable examples are eugenol, vinylphenol, vinylguaia ⁇ ol and 4-allylphenol.
  • the quotient of the number of R i groups and the number of R 2 groups is 40 3 to 19.
  • component A contains a plurality of polysiloxanes I which are different from one another.
  • a polysiloxane I as defined above is used with a polysiloxane of the general formula I .1
  • radicals R * each independently represent a radical R 1 or R 3 , where R 1 and R 3 are as defined for polysiloxane I;
  • ⁇ and d each independently represent a number from 0 to 2 and
  • R, w, x, y and z are as defined for polysiloxane I, where R 2 is a saturated polyol and
  • the quotient of the number of R 1 groups and the number of R 3 groups (RVR 3 ) is 3 to 19.
  • the quotient (R 3 / R 2 ) is 0.25 to 5.
  • Component B is preferably a fatty acid partially or completely neutralized with amines.
  • Component B particularly preferably comprises at least one fatty acid salt of the formula II
  • R is C 7 -C 23 alkyl or mono- or polyunsaturated
  • A represents C 2 -C 8 alkylene
  • Z represents Cx-Cs-alkylene, C 3 -C 8 -cycloalkylene or C 6 -C 12 -arylene or C 7 -C 20 -arylalkylene;
  • n a number from 0 to 5;
  • x 1 , x 2 , x 3 and x 4 each independently represent a number from 0 to 24, at least one x not representing 0,
  • fatty acid salts II are described, for example, in WO 01/38463, to which reference is hereby made in full.
  • the longer chain radical R occurring in the carboxylate anion RCOO or in the fatty acid RCOOH denotes, for example, branched or preferably linear C 7 to C 23 , preferably Cn to C 2 , especially C 5 to C, alkyl groups , which can also carry hydroxyl groups.
  • Examples of the underlying carboxylic acids are ⁇ tanoic acid, 2-ethylhexanoic acid, nonanoic acid, de ⁇ anoic acid, unde ⁇ anoic acid, dode ⁇ anoic acid (lauric acid), tridecanoic acid, iso-tri-decanoic acid, tetrad ⁇ anoic acid (myristic acid), hexad ⁇ anoic acid (palmitic acid) and o ⁇ tadanoic acid ,
  • the acids mentioned can be of natural or synthetic origin. Mixtures of the acids mentioned can also form the basis of the carboxylate anions.
  • the longer-chain radical R occurring in the carboxylate anion RCOO or in the fatty acid RCOOH preferably denotes mono- or polyunsaturated C 7 to C 23 radicals, in particular mono- or polyunsaturated Cn to C 2 ⁇ -, especially C 15 to C 19 alkenyl groups, which can additionally carry hydroxyl groups.
  • These unsaturated residues are preferably linear.
  • Monounsaturated fatty acids are, for example, palmitoleic, oleic and eruic acid. In the case of polyunsaturated alkenyl groups, these preferably contain two or three double bonds.
  • Examples of the underlying carboxylic acids are elaidic acid, ricinoleic acid, linoleic acid and linolenic acid. Particularly good results are achieved with oleic acid.
  • Mixtures of such unsaturated carboxylic acids with one another and also with the above-mentioned saturated carboxylic acids can also form the basis of the carboxylate anions.
  • Such mixtures are, for example, tall oil, tall oil fatty acid and rapeseed oil fatty acid.
  • the unsaturated carboxylic acids and the mixtures mentioned are generally of natural origin.
  • the alkylene group A in compounds of the formula II is preferably derived from corresponding alkylene oxides such as ethylene oxide, 1,2-propylene oxide, 1,2-butylene oxide and ice or trans-2,3-butylene oxide. However, it can also represent 1,3-propylene, 1,4-butylene, 1,6-hexylene or 1,8-octylene. A can also represent a mixture of different of the groupings mentioned. For A, ethylene, 1,2-propylene or 1,2-butylene groups are particularly preferred.
  • variable Z means in particular C x - to C 4 -alkylene groupings such as methylene, 1,2-propylene, 1,2-butylene, 1,3-butylene or 2,3-butylene, C 5 - to C ⁇ -cycloalkylene groupings like 1,3-cyclo- pentylidene or 1,3- or 1,4-cyclohexylidene or C 6 - to C 8 -arylene or -arylalkylene groups such as 1,3- or 1,4-phenylene, 2-methyl-l, 4-phenylene or 1 , 3- or 1,4-bismethylene phenylene.
  • C x - to C 4 -alkylene groupings such as methylene, 1,2-propylene, 1,2-butylene, 1,3-butylene or 2,3-butylene, C 5 - to C ⁇ -cycloalkylene groupings like 1,3-cyclo- pentylidene or 1,3- or 1,4-cyclohexy
  • variable m stands for 0, as a rule, depending on the sum ( ⁇ ) of all variables x 1 , x 2 and x 3 , mixtures of mono-, di- and / or trialkanolamines or pure trialkanolamines are the cationic fatty acids used according to the invention Component.
  • alkanolamines are monoethanolamine, diethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, triisopropanolamine and the associated mixtures.
  • variable m preferably stands for the number 1 or 2.
  • alkoxylated alkylenediamines such as 1,2-ethylenediamine, 1,3-propylenediamine or 1,4-butylenediamine are used.
  • dialkylenetriamines such as di- (1,2-ethylene) -triamine, di- (1,3-propylene) -triamine or di- (1,4-butylene) -triamine
  • more or fewer OA units can also be installed.
  • an average 50% alkoxylation [50% of (m + 3)] is a corresponding preferred lower limit; here mostly mixtures of species with different degrees of alkoxylation are present.
  • the sum ( ⁇ ) of all variables x has a value of 75% to 125% of (m + 3).
  • the fatty acid salts of the general formula II can usually be prepared easily by alkoxylation of the underlying amines using conventional methods and subsequent neutralization with the fatty acids of the formula RCOOH.
  • the alkoxylation is used for the introduction of the first alkylene oxide unit into the NH bond in the presence of small amounts of water (usually 0.5 to 5% by weight, based on the amount of amine used) without catalyst at temperatures from 80 to 140 ° C and for the introduction of further alkylene oxide units with the exclusion of water in the presence of basic catalysts such as alkali metal hydroxides, eg. As sodium or potassium hydroxide, carried out at temperatures from 100 to 150 ° C.
  • basic catalysts such as alkali metal hydroxides, eg. As sodium or potassium hydroxide, carried out at temperatures from 100 to 150 ° C.
  • the neutralization is generally carried out by heating the alkoxylated amine thus obtained with the corresponding stoichiometric amount or by providing the stoichiometric amount (ie 90 to 100%, in particular 95 to 100% of theory) of fatty acid to temperatures of 30 to 100 ° C., in particular 40 to 80 ° C, for a period of 15 minutes to 10 hours, in particular 30 minutes to 5 hours.
  • the neutralization reaction should be carried out so that no carboxylic ester components are formed in the product.
  • both the alkoxylated amine and the fatty acid can be used as liquids, which makes the conversion to the corresponding fatty acid salt particularly easy.
  • the order of combining alkoxylated amine and fatty acid is not critical, i.e. one can both add the alkoxylated amine and add the fatty acid and also add the fatty acid and add the alkoxylated amine.
  • brewable components B for the additive mixture according to the invention Brewable mixture which contain at least one of these components.
  • Long-chain carboxylic acids in the sense of the present invention include saturated and unsaturated mono- or polycarboxylic acids with 4 to 50 carbon atoms, preferably 8 to 24 carbon atoms. If the carboxylic acids are in dimerized form, the number of carbon atoms is doubled accordingly.
  • Polycarboxylic acids according to the invention preferably comprise 2 to 4 carboxyl groups.
  • Unsaturated carboxylic acids according to the invention comprise one or more, preferably one, two or three, in particular not cumulative, double bonds.
  • saturated or unsaturated long-chain monoarboxylic acids are the saturated or unsaturated C 8 -C 4 -monoarboxylic acids given in connection with the above definition for the compound of the formula II.
  • suitable polycarboxylic acids are saturated or unsaturated diarboxylic acids, such as the dimerized variant of oleic acid.
  • the carboxylic acids used can be of natural or synthetic origin. They can be used as a pure substance or as a mixture of substances which contains one or more of these carboxylic acids, optionally together with other substances.
  • Tall oil fatty acid solutions can be mentioned as no limiting examples. These typically include a mixture of saturated, monounsaturated and polyunsaturated C 8 carboxylic acids and alternating portions of a saponifiable resin. Suitable products are described, for example, in WO-A-98/04656, to which express reference is hereby made.
  • the usable long-chain carboxylic acid esters according to the invention can be obtained in a conventional manner by reacting the above long-chain carboxylic acids with mono- or polyhydric alcohols.
  • the alcohols contained in the esters according to the invention are preferably derived from straight-chain or branched Ci to C 2 o -alkanes and carry 1 to 8, such as 1 to 4, hydroxyl groups. Cyclic alcohols with 6 to 12 carbon atoms are also brewable.
  • Preferred ni ⁇ ht ⁇ y ⁇ lis ⁇ he alcohols or polyhydric alcohols comprise 2 to 12, such as 2 to 5, carbon atoms, are straight-chain or branched and have 1 to 4 hydroxyl groups.
  • monohydric alcohols such as methanol, ethanol, n- and iso-propanol
  • polyhydric alcohols such as glycol, glycerin, trimethylolpropane, pentaerytritol, sorbitol, mannitol, inositol, glucose and fructose.
  • the hydrocarbyl residue of the alcohols which can be used according to the invention can optionally contain one or more heteroatoms, such as oxygen, sulfur, nitrogen or phosphorus, in the carbon chain.
  • esters according to the invention can be present in the esters according to the invention in partially or completely esterified form. Mono and diester esters are preferred.
  • brewable esters methyl esters of the above saturated or unsaturated monoarboxylic acids are to be mentioned, as well as the corresponding esterification products of naturally occurring fatty acids or fatty acid mixtures.
  • monoesters or diesters such as, for example, glycerol monooleate, glycerol dioleate and glycerol monostearate can be mentioned.
  • component A and component B are used in a weight ratio of preferably 1: 200 to 1:10, particularly preferably 1: 100 to 1:10 and in particular 1:50 to 1:10.
  • Another object of the present invention is the use of the additive mixture according to the invention for the additivation of fuel compositions, in particular for improving the anti-foam performance of a fuel composition.
  • Suitable fuels are petrol and middle distillates, such as diesel fuels, heating oil or kerosene, with diesel fuels being preferred.
  • the diesel fuels are, for example, petroleum refines, which usually have a boiling range of 100 to 400 ° C. These are mostly distillates with a 95% point up to 360 ° C or beyond. However, these can also be so-called “Ultra Low Sulfur Diesel” or “City Diesel”, characterized by a 95% point of, for example, a maximum of 345 ° C and a sulfur content of a maximum of 0.005% by weight or a 95% point of, for example, 285 ° C. and a maximum sulfur content of 0.001% by weight.
  • those available through coal gasification or gas liquefaction (“gas to liquid (GTL) fuels) are also suitable.
  • GTL gas to liquid
  • the additive mixture according to the invention is particularly preferred for additizing diesel fuels with a low sulfur content, ie. H. with a sulfur content of less than 0.05% by weight, preferably less than 0.02% by weight, in particular less than 0.005% by weight and especially less than 0.001% by weight of sulfur.
  • the present invention also relates to a fuel composition
  • a fuel composition comprising a main amount of a hydrocarbon fuel and an effective amount of the additive mixture according to the invention and optionally at least one further additive.
  • suitable fuels the above applies.
  • the additive mixture according to the invention is preferably present in the fuel in an amount of 1 to 1000 ppm by weight, particularly preferably 20 to 300 ppm by weight and in particular 50 to 150 ppm by weight, based on the total amount of the additive fuel.
  • Another object of the present invention is an additive concentrate containing the additive mixture according to the invention, at least one diluent and optionally at least one further additive.
  • Suitable diluents are, for example, fractions obtained in petroleum processing, such as kerosene, naphtha or Brightsto ⁇ k. Aromatic and aliphatic hydrocarbons and alkoxyalkanols are also suitable. In the case of middle distillates, particularly preferred diluents for diesel fuels, naphtha, kerosene, diesel fuels, aromatic hydrocarbons, such as solvent naphtha s ⁇ hwer, solvent or shell sol, and mixtures of these solvents and diluents.
  • the additive mixture according to the invention is in the concentrate in a concentration of 0.1 to 80% by weight, particularly preferably 0.1 to 60% by weight and in particular 15 to 50% by weight, based on the total weight of the concentrate , in front.
  • Suitable additives which can be contained in the fuel or concentrate according to the invention in addition to the additive mixtures according to the invention, in particular for diesel fuels, include detergents, corrosion inhibitors, dehazers, demulsifiers, other customary foam inhibitors ("antifoam”), antioxidants, metal detergents. activators, multifunctional stabilizers, cetane number improvers, combustion improvers, dyes, markers, solubilizers, antistatics, lubricity improvers, the cold-affecting additives, such as flow improvers (“MDFI"), paraffin dispersants (“WASA”) and the combination of the last two additives ( "WAFIs”).
  • Suitable additives are described, for example, in Ulimann's Encyclopedia of Industrial Chemistry (1990) Vol. A 16, pp. 719 ff., To which reference is expressly made here.
  • the usual foam inhibitors include the polysiloxanes mentioned at the outset, alylated polyamines and their mixtures with various N-asylum compounds, such as polyalkenylsuccinic acid amides.
  • synergistically effective combination of components A and B in the additive mixture according to the invention leads to a significant improvement in the anti-foam performance of fuels additized with it in comparison with additives of the prior art.
  • Blend I Blend I
  • Blend II Blend II
  • Blend III Blend III
  • Lubri ⁇ ity II Tall oil fatty acid mixture obtainable under the trade name Kero ⁇ om LA 99 from BASF AG
  • Lubri ⁇ ity III fatty acid ester mixture with glycerin monooleate as the main component.
  • a commercially available polysiloxane derivative with the designation anti-foam was used as an anti-foaming agent.
  • the additive fuels or blends were added by adding the above.
  • Combinations of 5 mg / kg antifoam and 120 mg / kg lubricity improvers Lubricity I to III are obtained.
  • the table below shows the values determined for the foam volume and the foam degradation time in dry fuels.

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Dispersion Chemistry (AREA)
  • Combustion & Propulsion (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Solid Fuels And Fuel-Associated Substances (AREA)

Abstract

L'invention se rapporte à un additif sous forme de mélange contenant au moins un agent antimousse de type polysiloxane et au moins un acide gras partiellement ou entièrement neutralisé. Cette invention concerne en outre une composition de carburant ainsi qu'un concentré d'additif qui contiennent ledit mélange.
EP03775289A 2002-11-04 2003-11-03 Carburants contenant un additif a effet ameliore Withdrawn EP1560901A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10251312A DE10251312A1 (de) 2002-11-04 2002-11-04 Kraftstoffe mit verbesserter Additivwirkung
DE10251312 2002-11-04
PCT/EP2003/012275 WO2004041975A1 (fr) 2002-11-04 2003-11-03 Carburants contenant un additif a effet ameliore

Publications (1)

Publication Number Publication Date
EP1560901A1 true EP1560901A1 (fr) 2005-08-10

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EP03775289A Withdrawn EP1560901A1 (fr) 2002-11-04 2003-11-03 Carburants contenant un additif a effet ameliore

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US (1) US20060162238A1 (fr)
EP (1) EP1560901A1 (fr)
JP (1) JP2006505642A (fr)
KR (1) KR20050084672A (fr)
CN (1) CN1711342A (fr)
AU (1) AU2003283347A1 (fr)
CA (1) CA2504698A1 (fr)
DE (1) DE10251312A1 (fr)
NO (1) NO20052680L (fr)
WO (1) WO2004041975A1 (fr)

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Publication number Priority date Publication date Assignee Title
DE102007031287A1 (de) * 2007-07-05 2009-01-08 Evonik Goldschmidt Gmbh Organofunktionell modifizierte Polysiloxane und ihre Verwendung zur Entschäumung von flüssigen Kraftstoffen mit Biokraftstoffbeimischungen
WO2012117004A2 (fr) * 2011-03-01 2012-09-07 Basf Se Alcanols à chaîne moyenne dans des concentrés d'additif servant à améliorer la réduction de mousse dans les huiles combustibles
US20120222348A1 (en) * 2011-03-01 2012-09-06 Basf Se Medium-chain alkanols in additive concentrates for improving foam reduction in fuel oils
CN109153931B (zh) * 2016-05-23 2021-02-09 国际壳牌研究有限公司 蜡抗沉降添加剂在汽车燃料组合物中的用途
KR102806663B1 (ko) * 2019-01-10 2025-05-13 에보니크 오퍼레이션즈 게엠베하 유기개질된 폴리실록산 및 연료의 탈포를 위한 그의 용도

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NL120374C (fr) * 1959-07-20
FR1392891A (fr) * 1963-04-20 1965-03-19 Huels Chemische Werke Ag Anti-moussant pour systèmes aqueux, de préférence pour des liquides hydrauliques à base de polymères de silicones et de polypropylène-glycol
GB1010574A (en) * 1963-04-23 1965-11-17 British Petroleum Co Production of hydrogen-containing gases
US3485603A (en) * 1967-04-07 1969-12-23 Ethyl Corp Gasoline anti-icing
US4686060A (en) * 1986-01-23 1987-08-11 The Procter & Gamble Company Detergent composition providing rinse cycle suds control containing a soap, a quaternary ammonium salt and a silicone
DE3807247C1 (fr) * 1988-03-05 1989-05-24 Th. Goldschmidt Ag, 4300 Essen, De
US6093222A (en) * 1996-04-04 2000-07-25 Ck Witco Corporation Diesel fuel antifoam composition
GB2322138A (en) * 1997-02-17 1998-08-19 Ethyl Petroleum Additives Ltd Foam reducing fuel additive
US6200359B1 (en) * 1998-12-23 2001-03-13 Shell Oil Company Fuel oil composition
DE19955651A1 (de) * 1999-11-19 2001-05-23 Basf Ag Verwendung von Festsäuresalzen von alkoxylierten Oligoaminen als Schmierfähigkeitsverbesserer für Mineralölprodukte

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Publication number Publication date
AU2003283347A1 (en) 2004-06-07
DE10251312A1 (de) 2004-05-19
NO20052680D0 (no) 2005-06-03
KR20050084672A (ko) 2005-08-26
NO20052680L (no) 2005-06-03
US20060162238A1 (en) 2006-07-27
CA2504698A1 (fr) 2004-05-21
JP2006505642A (ja) 2006-02-16
CN1711342A (zh) 2005-12-21
WO2004041975A1 (fr) 2004-05-21

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