EP0857776B1 - Amélioration de la fluidité d'huiles minérales et de distillates d'huiles minérales par l'utilisation de résines alkylphénol-aldéhyde - Google Patents

Amélioration de la fluidité d'huiles minérales et de distillates d'huiles minérales par l'utilisation de résines alkylphénol-aldéhyde Download PDF

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Publication number
EP0857776B1
EP0857776B1 EP97122900A EP97122900A EP0857776B1 EP 0857776 B1 EP0857776 B1 EP 0857776B1 EP 97122900 A EP97122900 A EP 97122900A EP 97122900 A EP97122900 A EP 97122900A EP 0857776 B1 EP0857776 B1 EP 0857776B1
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EP
European Patent Office
Prior art keywords
mineral oil
alkylphenol
paraffin
weight
ethylene
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 - Lifetime
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EP97122900A
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German (de)
English (en)
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EP0857776B2 (fr
EP0857776A1 (fr
Inventor
Matthias Dr. Krull
Michael Dr. Feustel
Werner Dr. Reimann
Ulrike Tepper
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Clariant Produkte Deutschland GmbH
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Clariant GmbH
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Priority claimed from DE1997100159 external-priority patent/DE19700159A1/de
Priority claimed from DE1997139272 external-priority patent/DE19739272A1/de
Application filed by Clariant GmbH filed Critical Clariant GmbH
Publication of EP0857776A1 publication Critical patent/EP0857776A1/fr
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    • 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
    • C10L10/14—Use of additives to fuels or fires for particular purposes for improving low temperature properties
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    • 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
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    • C10L1/00—Liquid carbonaceous fuels
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    • C10L1/196—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof
    • C10L1/1966—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof poly-carboxylic
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    • C10L1/14—Organic compounds
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    • C10L1/195—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C10L1/197—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and an acyloxy group of a saturated carboxylic or carbonic acid
    • C10L1/1973—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and an acyloxy group of a saturated carboxylic or carbonic acid mono-carboxylic
    • C—CHEMISTRY; METALLURGY
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    • C10L1/00—Liquid carbonaceous fuels
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    • 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
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    • C—CHEMISTRY; METALLURGY
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    • 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
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    • C10L1/221—Organic compounds containing nitrogen compounds of uncertain formula; reaction products where mixtures of compounds are obtained
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    • 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
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    • 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
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Definitions

  • the invention relates to a method for improving the flowability of mineral oils and mineral oil distillates containing paraffin by adding Flow improver based on ethylene-vinyl ester copolymers and terpolymers, Alkylphenol aldehyde resins and optionally other paraffin dispersants.
  • Crude oils and middle distillates obtained by distilling crude oils such as gas oil, Diesel oil or heating oil contain different ones depending on the origin of the crude oils Amounts of n-paraffins, which as a platelet when the temperature is lowered Crystallize crystals and partially agglomerate with the inclusion of oil. This crystallization and agglomeration leads to a deterioration the flow properties of the oils or distillates, which means that during extraction, transport, Storage and / or use of mineral oils and mineral oil distillates may occur. This can happen when transporting mineral oils through pipes Crystallization phenomenon, especially in winter, to deposits on the Pipe walls, in individual cases, e.g. if a pipeline is at a standstill, even to it cause complete constipation.
  • the mineral oils When storing and processing the Mineral oils may also be required in winter, the mineral oils in heated To store tanks. With mineral oil distillates, it occurs as a result of crystallization if necessary, clogging of the filters in diesel engines and Firing systems, which prevents safe metering of the fuels and possibly complete interruption of fuel or Heating medium supply occurs.
  • Typical flow improvers for crude oils and middle distillates are copolymers and terpolymers of ethylene with carboxylic acid esters of vinyl alcohol.
  • Another task of flow improver additives is to disperse the Paraffin crystals, i.e. the delay or prevention of sedimentation of the Paraffin crystals and thus the formation of a paraffin-rich layer on the bottom of Storage tanks.
  • the monomeric paraffin dispersants are, for example, from EP-A-0 413 279 Reaction products of alkenyl spirobis lactones with amines are known.
  • EP-A-0 061 894 are also oil-soluble nitrogen-containing compounds such as e.g. Reaction products of phthalic anhydride with amines described in Mixture with ethylene-vinyl acetate copolymers can be used.
  • EP-A-0 688 796 discloses copolymers based on ⁇ , ⁇ -unsaturated Olefins with at least 3 carbon atoms and ⁇ , ⁇ -unsaturated Dicarboxylic acid anhydrides are known, the dicarboxylic acid anhydride units by polymer-analogous reaction with polyetheramines or alkanolamines in Imide, amide or ammonium units are transferred.
  • EP-A-0 606 055 discloses terpolymers based on ⁇ , ⁇ -unsaturated Dicarboxylic anhydrides, ⁇ , ⁇ -unsaturated compounds and Polyoxyalkylene ethers of lower, unsaturated alcohols, and their Use as paraffin inhibitors for petroleum products containing paraffin.
  • EP-A-0 154177 describes reaction products of alternating copolymers based on maleic anhydride and ⁇ , ⁇ -unsaturated compounds primary monoalkylamines and aliphatic alcohols described. This Copolymers are particularly useful as paraffin inhibitors for those containing paraffin Petroleum products, such as crude oils and distillation residues from Petroleum processing, suitable.
  • EP-A-0 436 151 describes reaction products of copolymers based on Maleic anhydride and ⁇ , ⁇ -unsaturated compounds with dialkylamines known.
  • EP-A-0 283 293 discloses copolymers based on aliphatic olefins and Maleic anhydride, the copolymer having both ester and amide groups must have, each of which has an alkyl group with at least 10 Contains carbon atoms, and copolymers obtained by reacting one secondary amine with a polymer containing anhydride groups, from which Anhydride groups in equal parts of amides or ammonium salts are formed.
  • paraffin dispersants are usually used with others Flow improver, in particular ethylene-vinyl ester copolymers, used.
  • oxalkylated alkylphenol-formaldehyde resins contains up to 50 of the oxyalkyl side chain that represents the hydrophilic structural part Oxalkyl units, each having 2 - 6 carbon atoms.
  • EP-A-0 311 452 discloses condensation products of at least 80 mol% difunctional, alkylated phenol and aldehydes containing 1 to 30 carbon atoms include, as a flow improver for mineral oils.
  • the use of Condensation products of monoalkylated phenols with aldehydes as Flow improvers or paraffin dispersants are not disclosed.
  • paraffin-dispersing action of the known paraffin dispersants is not always sufficient, so that when the oils cool down partially form large wax crystals, which due to their higher density in the course sediment the time and thus to form a paraffin-rich layer on Guide the bottom of the storage container.
  • Problems occur especially with the additives of paraffin-rich narrow distillation cuts with boiling ranges from 20-90 Vol% less than 110 ° C, especially less than 100 ° C. Even with distillates with one more than 20 ° C, in particular more than 25 ° C large temperature difference between The boiling point and the temperature at which 90% by volume are distilled can be determined by the Addition of known additives often does not provide sufficient paraffin dispersion achieve.
  • alkylphenol-aldehyde resins themselves have a paraffin-dispersing effect, excellent solubilizers between these substances.
  • the alkylphenols are preferably para-substituted. They are preferably too at most 7 mol%, in particular at most 3 mol% with more than one Alkyl group substituted.
  • the additives A, B and optionally C can be the paraffinic Mineral oils or mineral oil distillates are added separately.
  • the individual additives or corresponding mixtures before addition to the mineral oils or Mineral oil distillates dissolved in an organic solvent or dispersant or dispersed.
  • the mixture of additives B and C contains the solution or dispersion 5-90, preferably 5-75% by weight of the respective mixture.
  • Suitable solvents or dispersants are aliphatic and / or aromatic hydrocarbons or hydrocarbon mixtures, e.g. Gasoline fractions, kerosene, decane, pentadecane, toluene, xylene, ethylbenzene or commercial solvent mixtures such as ®Solvent Naphtha, ®Shellsol AB, ®Solvesso 150, ®Solvesso 200, ®Exxsol, ®ISOPAR and Shellsol D types.
  • polar solubilizers such as 2-ethylhexanol, Decanol, iso-decanol or iso-tridecanol can be added.
  • the mineral oils or mineral oil distillates can also be other common Additives such as dewaxing agents, corrosion inhibitors, Antioxidants, lubricity additives, sludge inhibitors, cetane number improvers, Detergent additives, dehazers, conductivity improvers or dyes.
  • Additives such as dewaxing agents, corrosion inhibitors, Antioxidants, lubricity additives, sludge inhibitors, cetane number improvers, Detergent additives, dehazers, conductivity improvers or dyes.
  • Another object of the invention is an additive mixture for Paraffin dispersion in mineral oils and mineral oil distillates containing paraffin, containing at least one paraffin dispersant and at least one aliphatic or aromatic, liquid hydrocarbon as solvent, characterized in that at least one alkylphenol-aldehyde resin as Solubilizer is added.
  • Another object of the invention is a method for producing Solutions of paraffin dispersants in aliphatic or aromatic liquid Hydrocarbons by adding an alkylphenol-aldehyde resin to the mixture of these substances added.
  • Alkylphenol-aldehyde resins B are known in principle and are used, for example, in Römpp Chemistry lexicon, 9th edition, Thieme Verlag 1988-92, Volume 4, pp. 3351ff. described.
  • the alkyl radicals of the o- or p-alkylphenol have 1-20, preferably 4-16, especially 6-12 carbon atoms; it is preferably n-, iso- and tert. Butyl, n- and iso-pentyl, n- and iso-hexyl, n- and iso-octyl, n- and iso-nonyl, n-and iso-decyl, n- and iso-dodecyl.
  • the alkylphenol aldehyde can also contain up to 50 mol% Contain phenol units.
  • the same or different alkylphenols can be used.
  • the aliphatic aldehyde in the Alkylphenol-aldehyde resin B has 1-4 carbon atoms and is preferred Formaldehyde.
  • the molecular weight of the alkylphenol-aldehyde resins is 400 - 10,000, preferably 400 - 5000 g / mol. The prerequisite here is that the resins are oil-soluble.
  • the alkylphenol-aldehyde resins B are prepared in a known manner by basic catalysis, whereby condensation products of the resol type arise, or by acidic catalysis, producing condensation products of the novolak type.
  • the condensates obtained in both ways are as additives B in method according to the invention suitable.
  • the condensation is preferred in Presence of acidic catalysts.
  • a bifunctional o- or p-alkylphenol with 1 to 20 carbon atoms, preferably 4 to 16, in particular 6 to 12 C atoms per alkyl group, or mixtures thereof and an aliphatic aldehyde 1 to 4 carbon atoms reacted with each other, per mol of alkylphenol compound about 0.5-2 mol, preferably 0.7-1.3 mol, and in particular equimolar amounts Aldehyde can be used.
  • Suitable alkylphenols are, in particular, C 4 -C 12 alkylphenols such as, for example, o- or p-cresol, n-, sec- and tert. Butylphenol, n- and i-pentylphenol, n- and iso-hexylphenol, n- and iso-octylphenol, n- and iso-nonylphenol, n- and iso-decylphenol, n- and iso-dodecylphenol
  • the alkylphenols to be used can be small amounts, preferably up to about 10 mol%, in particular up to 7 mol% and especially up to 3 mol% Dialkylphenols included.
  • aldehydes are formaldehyde, acetaldehyde and butyraldehyde, formaldehyde is preferred.
  • the formaldehyde can be in the form of paraformaldehyde or in the form of a preferably 20-40 wt .-% aqueous formalin solution can be used. It appropriate amounts of trioxane can also be used.
  • alkylphenol and aldehyde usually takes place in the presence of alkaline catalysts, for example alkali hydroxides or alkylamines, or of acidic catalysts, for example inorganic or organic Acids, such as hydrochloric acid, sulfuric acid, phosphoric acid, sulfonic acid, Sulfamido acids or haloacetic acids, and in the presence of one with water Azeotropic organic solvent, for example toluene, xylene, higher aromatics or mixtures thereof.
  • the reaction mixture is on a Temperature of 90 to 200 ° C, preferably 100 - 160 ° C heated, which water of reaction formed during the reaction by azeotropic distillation Will get removed.
  • Solvents that do not exist under the conditions of condensation Protons can split off after the condensation reaction in the products stay.
  • the resins can be used directly or after neutralization of the catalyst are used, if necessary after further dilution of the solution with aliphatic and / or aromatic hydrocarbons or Hydrocarbon mixtures, e.g. Petrol fractions, kerosene, decane, pentadecane, Toluene, xylene, ethylbenzene or solvents such as ®Solvent Naphtha, ®Shellsol AB, ®Solvesso 150, ®Solvesso 200, ®Exxsol, ®ISOPAR and Shellsol D types.
  • Such ethylene-vinyl ester copolymers or terpolymers with a Ethylene content of 60-90% by weight are ethylene-vinyl ester copolymers or terpolymers with a Ethylene content of 60-90% by weight.
  • the polar ones are preferred nitrogenous compounds.
  • monomeric polar nitrogen-containing compounds C for example following substances are used.
  • EP-A-0 413 279 describes suitable reaction products of Alkenylspirobislactones with amines are described.
  • the oil-soluble reaction products of EP-A-0 061 894 Phthalic anhydride with amines can be mixed with ethylene-vinyl acetate copolymers be used.
  • reaction products known from EP-A-0 597 278 of Aminoalkylene carboxylic acids with primary or secondary amines as monomers nitrogenous compounds C suitable.
  • Copolymers are preferred as polymeric polar nitrogen-containing compounds C. or terpolymers based on ⁇ , ⁇ -unsaturated compounds and Maleic acid used.
  • terpolymers based on ⁇ , ⁇ -unsaturated compounds and Maleic acid used are suitable:
  • copolymers based on aliphatic disclosed in EP-A-0 283 293 Olefins and maleic anhydride the copolymer being both ester and Has amide groups, each of which has an alkyl group with at least 10 Contains carbon atoms.
  • Additive A can also Mixtures of various ethylene vinyl ester copolymers or terpolymers are used which have a different qualitative and / or quantitative Composition and / or different viscosities (measured at 140 ° C) exhibit.
  • Mixtures of alkylphenol-aldehyde resins are also additive B. usable as the various alkylphenols and / or aldehydes Components included.
  • Mixtures of several of B various paraffin dispersants C can be used. Leave this way the flow improvers adapt to individual requirements.
  • additives A, B and optionally C in the invention Processes added oils of animal, vegetable or mineral origin become.
  • Mineral oils and mineral oil distillates containing paraffin are within the meaning of the invention for example crude oils, distillation residues from petroleum processing or others paraffinic oils. (compare e.g. Compositions and Properties of Petroleum, F. Enke Publishers, Stuttgart 1981, pages 1 - 37). Mineral oil products containing paraffin, in particular middle distillates such as jet fuel, diesel, heating oil EL and heavy heating oil is due to a boiling range of 120 - 500 ° C, preferably 150 - 400 ° C characterized.
  • the paraffins are straight-chain or branched alkanes with about 10 - 50 carbon atoms.
  • the cold flow behavior was determined as follows:
  • test oils were measured at room temperature using the table 2 specified amounts of the additives heated to 60 ° C, 15 minutes heated to 40 ° C with occasional shaking and then on Cooled to room temperature.
  • the middle distillate so additized was according to EN 116 determines the CFPP value (Cold Filter Plugging Point).
  • the paraffin dispersion in middle distillates was as follows in the short sediment test proven:
  • Representative winter diesel fuels were selected for the following tests German refineries used.
  • the middle distillates were at room temperature mixed with the stated amounts of the additives tempered at 60 ° C., 15 Minunten heated to 40 ° C with occasional shaking and then on Cooled to room temperature.
  • the middle distillate so additized was according to EN 116 determines the CFPP value.
  • the additive middle distillates were in 200 ml measuring cylinders in one Refrigerator cooled to -2 ° C / hour to -13 ° C and 16 hours at this Temperature stored. Subsequently, both volume and appearance were visual the sediment (paraffin phase) as well as the oil phase above it and judged. A small amount of sediment and a cloudy oil phase show one good paraffin dispersion.
  • the active ingredients listed above are homogenized at 80 ° C. with stirring. The stability of the solutions is then assessed visually after storage for 3 days at room temperature or at 60 ° C. components RT 60 ° C A (100%; comparison) - cloudy, crystalline shares clear A (50%) C (50%) clear clear B (100%; comparison) - cloudy, crystalline shares cloudy B (50%) C (50%) clear clear

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Claims (24)

  1. Procédé pour l'amélioration de la fluidité d'huiles minérales et de distillats d'huiles minérales paraffiniques, caractérisé en ce qu'on ajoute à l'huile minérale ou au distillat d'huile minérale paraffinique
    A) au moins un co- ou terpolymère éthylène/ester de vinyle, et
    B) au moins une résine alkylphénol-aldéhyde, dans lequel la résine ou les résines contiennent au plus 10 % en mole d'alkylphénols, qui contiennent plus d'un groupe alkyle, ainsi qu'éventuellement
    C) au moins un composé azoté polaire différent de B comme agent dispersant de la paraffine.
  2. Procédé selon la revendication 1, caractérisé en ce qu'on ajoute à l'huile minérale ou au distillat d'huile minérale
    A) 10-5000 ppm, de préférence 10-2000 ppm, par rapport à l'huile minérale ou au distillat d'huile minérale, d'au moins un co- ou terpolymère éthylène/ester de vinyle,
    B) 10-2000 ppm, de préférence 10-1000 ppm, par rapport à l'huile minérale ou au distillat d'huile minérale, d'au moins une résine alkylphénol-aldéhyde et éventuellement
    C) jusqu'à 2000 ppm, de préférence jusqu'à 1000 ppm, par rapport à l'huile minérale ou au distillat d'huile minérale d'au moins un agent dispersant de la paraffine différent de B.
  3. Procédé selon la revendication 1 ou 2, caractérisé en ce que les co- ou terpolymères éthylène/ester de vinyle présentent une teneur en éthylène de 60-90 % en poids.
  4. Procédé selon une ou plusieurs des revendications 1-3, caractérisé en ce qu'on utilise des résines alkylphénol-aldéhyde B identiques ou différentes, dans lequel les groupes alkyle de l'alkylphénol possèdent de 1 à 20, de préférence de 4 à 16, en particulier de 6 à 12 atomes de carbone et représentent en particulier les groupes n-, iso- et tert.-butyle, n- et iso-pentyle, net iso-hexyle, n- et iso-octyle, n- et iso-nonyle, n- et iso-dodécyle et l'aldéhyde possède 1 à 4 atomes de carbone et représente de préférence le formaldéhyde, l'acétaldéhyde et le butyraldéhyde, en particulier le formaldéhyde.
  5. Procédé selon une ou plusieurs des revendications 1 à 4, caractérisé en ce qu'on utilise comme dispersants C de la paraffine différents de B des composés liposolubles, polaires, de bas poids moléculaire ou polymères, qui
    contiennent un ou plusieurs groupes ester, amide et/ou imide substitués par au moins une chaíne alkyle en C8-C26
    et/ou portent un ou plusieurs groupes ammonium, qui dérivent d'amines ayant un ou deux groupes alkyle en C8-C26.
  6. Procédé selon une ou plusieurs des revendications 1-5, caractérisé en ce qu'on ajoute à l'huile minérale ou au distillat d'huile minérale séparément des co- ou terpolymères A éthylène/ester de vinyle et les résines alkylphénol-aldéhyde B ainsi qu'éventuellement les dispersants C de la paraffine différents de B.
  7. Procédé selon une ou plusieurs des revendications 1-5, caractérisé en ce qu'on ajoute les co- et terpolymères A éthylène/ester de vinyle seuls et les résines alkylphénol-aldéhyde B ainsi que les agents dispersants C de la paraffine différents de B en un mélange qui contient 10-90 % en poids d'au moins une. résine alkylphénol-aldéhyde B et 90-10 % en poids d'au moins un agent dispersant de la paraffine différent de B, la somme des additifs B et C dans le mélange s'élevant toujours à 100 % en poids.
  8. Procédé selon une ou plusieurs des revendications 1-5, caractérisé en ce qu'on ajoute à l'huile minérale ou au distillat d'huile minérale un mélange de 5-90 % en poids d'au moins un co- ou terpolymère A éthylène/ester de vinyle et 5-90 % en poids d'au moins une résine alkylphénol-aldéhyde B, ainsi qu'éventuellement 5-90% en poids d'au moins un agent dispersant de la paraffine C différent de B, la somme des additifs A, B et C dans le mélange s'élevant toujours à 100 % en poids.
  9. Procédé selon la revendication 6, 7 ou 8, caractérisé en ce que les additifs isolés A, B et éventuellement C ou les mélanges correspondants des additifs B et C ou A, B et éventuellement C sont dissous ou dispersés avant l'ajout à l'huile minérale ou au distillat d'huile minérale dans un solvant ou un agent dispersant organique.
  10. Utilisation de résines alkylphénol-aldéhyde B en combinaison avec les co- ou terpolymères A éthylène/ester de vinyle et éventuellement de composés azotés polaires différents de B comme agents dispersants de la paraffine C comme agents d'amélioration de la fluidité, en particulier d'agents dispersants de la paraffine dans les huiles minérales et les distillats d'huiles minérales.
  11. Mélange de
    B) 10-90% en poids d'au moins une résine alkylphénol-aldéhyde et
    C) 90-10 % en poids d'au moins un composé azoté polaire différent de B comme agent dispersant de la paraffine,
    la somme des additifs B et C s'élevant toujours à 100 % en poids, caractérisé en ce qu'on les dissous ou disperse dans un solvant ou un agent dispersant organique, cette solution ou dispersion contenant ensuite 5-90, de préférence 5-75% en poids du mélange.
  12. Mélange de
    A) 5-90 % en poids d'au moins un co- ou terpolymère éthylène-ester de vinyle et
    B) 5-90 % en poids d'au moins une résine alkylphénol-aldéhyde ainsi qu'éventuellement
    C) 5-10% en poids d'au moins un composé azoté polaire différent de B comme agent dispersant de la paraffine la somme des additifs A, B et C s'élevant toujours à 100 % en poids, caractérisé en ce qu'on les dissout ou disperse dans un solvant ou un agent dispersant organique, cette solution ou dispersion contenant ensuite 5-90, de préférence 5-75 % en poids du mélange.
  13. Huiles minérales ou distillats d'huiles minérales contenant :
    A) au moins un co- ou terpolymère éthylène/ester de vinyle, et
    B) au moins une résine alkylphénol-aldéhyde ainsi qu'éventuellement
    C) au moins un composé azoté polaire différent de B comme agent dispersant de la paraffine.
  14. Huiles minérales ou distillats d'huile minérale selon la revendication 13, caractérisés en ce qu'ils contiennent
    A) 10-5000 ppm, de préférence 10-2000 ppm, par rapport à l'huile minérale ou au distillat d'huile minérale, d'au moins un co- ou terpolymère éthylène/ester de vinyle,
    B) 10-2000 ppm, de préférence 10-1000 ppm, par rapport à l'huile minérale ou au distillat d'huile minérale, d'au moins une résine alkylphénol-formaldéhyde et éventuellement
    C) jusqu'à 2000 ppm, de préférence jusqu'à 1000 ppm, par rapport à l'huile minérale ou au distillat d'huile minérale d'au moins un agent dispersant de la paraffine différent de B.
  15. Mélange d'additifs pour la dispersion de la paraffine dans des huiles minérales et des distillats d'huiles minérales paraffiniques, contenant au moins un composé azoté polaire comme agent dispersant de la paraffine et au moins un hydrocarbure liquide, aliphatique ou aromatique, comme solvant, caractérisé en ce qu'on ajoute au moins une résine alkylphénol-aldéhyde comme agent de solubilisation.
  16. Mélange d'additifs selon la revendication 15, caractérisé en ce qu'on utilise-comme agents dispersants de la paraffine des composés polaires, oléosolubles, à bas poids moléculaire ou polymères, qui
    a) contiennent un ou plusieurs groupes ester, amide et/ou imide substitués avec au moins une chaíne alkyle en C8-C26
    b) et/ou portent un ou plusieurs groupes ammonium, qui dérivent d'amines avec un ou deux groupes alkyle en C8-C26,
    de préférence des composés polaires azotés.
  17. Mélange d'additifs selon la revendication 15 et/ou 16, caractérisé en ce que la résine alkylphénol-aldéhyde dérive d'ortho- ou de para-alkylphénols.
  18. Mélange d'additifs selon une ou plusieurs des revendications 15 à 17, caractérisé en ce que le groupe alkyle de la résine alkylphénol-aldéhyde présente de 1 à 20, de préférence de 4 à 12, en particulier de 6 à 12 atomes de carbone.
  19. Mélange d'additifs selon une ou plusieurs des revendications 15 à 18, caractérisé en ce qu'il s'agit pour le groupe alkyle de n-, iso- ou tert.-butyle, n- ou iso-pentyle, n- ou iso-hexyle, n- ou iso-octyle, n- ou iso-nonyle, n- ou iso-décyle, n- ou iso-dodécyle.
  20. Mélange d'additifs selon une ou plusieurs des revendications 15 à 19, caractérisé en ce que l'aldéhyde de la résine alkylphénol-aldéhyde présente de 1 à 4 atomes de carbone.
  21. Mélange d'additifs selon la revendication 20, caractérisé en ce qu'il s'agit de formaldéhyde, d'acétaldéhyde ou de butyraldéhyde.
  22. Mélange d'additifs selon une ou plusieurs des revendications 15 à 21, caractérisé en ce que la masse moléculaire des résines alkylphénol-aldéhyde s'élève à entre 400 et 10000, de préférence entre 400 et 5000 g/mol.
  23. Mélange d'additifs selon une ou plusieurs des revendications 15 à 22, caractérisé en ce qu'il contient des agents d'amélioration de la fluidité, qui sont constitués de co- et/ou de terpolymères d'éthylène et d'esters de vinyle.
  24. Procédé pour la préparation de solutions d'agents d'amélioration de la fluidité et de composés azotés polaires comme agents dispersants de la paraffine dans des hydrocarbures liquides aliphatiques ou aromatiques, caractérisé en ce qu'on ajoute au mélange de ces substances une résine alkylphénol-aldéhyde.
EP97122900A 1997-01-07 1997-12-24 Amélioration de la fluidité d'huiles minérales et de distillates d'huiles minérales par l'utilisation de résines alkylphénol-aldéhyde Expired - Lifetime EP0857776B2 (fr)

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DE1997100159 DE19700159A1 (de) 1997-01-07 1997-01-07 Verbesserung der Fließfähigkeit von Mineralölen und Mineralöldestillaten unter Verwendung von Alkylphenol-Aldehydharzen
DE19700159 1997-01-07
DE1997139272 DE19739272A1 (de) 1997-09-08 1997-09-08 Additiv zur Paraffindispergierung in Mineralölen und Mineralöldestillaten
DE19739272 1997-09-08

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EP0857776B2 (fr) 2007-05-02
KR19980070366A (ko) 1998-10-26
JP4132167B2 (ja) 2008-08-13
EP0857776A1 (fr) 1998-08-12
NO980064D0 (no) 1998-01-06
CA2226278C (fr) 2006-10-24
ATE223953T1 (de) 2002-09-15
JPH10245575A (ja) 1998-09-14
ES2183073T3 (es) 2003-03-16
US5998530A (en) 1999-12-07
KR100523677B1 (ko) 2006-01-27
CA2226278A1 (fr) 1998-07-07
ES2183073T5 (es) 2007-10-16
DE59708189D1 (de) 2002-10-17

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