EP0857776B2 - 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 PDFInfo
- Publication number
- EP0857776B2 EP0857776B2 EP97122900A EP97122900A EP0857776B2 EP 0857776 B2 EP0857776 B2 EP 0857776B2 EP 97122900 A EP97122900 A EP 97122900A EP 97122900 A EP97122900 A EP 97122900A EP 0857776 B2 EP0857776 B2 EP 0857776B2
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- EP
- European Patent Office
- Prior art keywords
- mineral oil
- alkylphenol
- aldehyde
- weight
- ppm
- Prior art date
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Definitions
- the invention relates to a process for improving the flowability of paraffin-containing mineral oils and mineral oil distillates by adding flow improvers based on ethylene-vinyl ester copolymers and terpolymers, alkylphenol-aldehyde resins and optionally further paraffin dispersants.
- crude oils and middle distillates obtained by distillation of crude oils such as gas oil, diesel oil or fuel oil
- crude oils and middle distillates obtained by distillation of crude oils contain different amounts of n-paraffins which crystallize out as platelet-shaped crystals when the temperature is lowered and partly agglomerate with the inclusion of oil.
- the flow properties of the oils or distillates deteriorate, which can lead to disruptions in the extraction, transport, storage and / or use of the mineral oils and mineral oil distillates.
- the phenomenon of crystallization especially in winter, can lead to deposits on the pipe walls, in individual cases, e.g. at standstill of a pipeline, even lead to their complete blockage.
- Typical flow improvers for crude oils and middle distillates are copolymers and terpolymers of ethylene with carboxylic acid esters of vinyl alcohol.
- Another object of flow improver additives is the dispersion of paraffin crystals, i. the delay or prevention of the sedimentation of paraffin crystals and thus the formation of a paraffin-rich layer at the bottom of storage containers.
- Examples of monomeric paraffin dispersants which are known from EP-A-0 413 279 are reaction products of alkenyl spiro-bis-lactones with amines.
- EP-A-0 061 894 discloses oil-soluble nitrogen-containing compounds, e.g. Reaction products of phthalic anhydride with amines described, which are used in admixture with ethylene-vinyl acetate copolymers.
- reaction products of aminoalkylenecarboxylic acids with primary or secondary amines are known.
- polymeric paraffin dispersants for example, the following are described in the literature.
- EP-A-0 688 796 discloses copolymers based on ⁇ , ⁇ -unsaturated olefins having at least 3 C atoms and ⁇ , ⁇ -unsaturated dicarboxylic acid anhydrides, the dicarboxylic anhydride units being prepared 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 acid anhydrides, ⁇ , ⁇ -unsaturated compounds and polyoxyalkylene ethers of lower, unsaturated alcohols and their use as paraffin inhibitors for paraffinic petroleum products.
- EP-A-0 154 177 describes reaction products of alternating copolymers based on maleic anhydride and ⁇ , ⁇ -unsaturated compounds with primary monoalkylamines and aliphatic alcohols. These copolymers are particularly useful as paraffin inhibitors of paraffinic petroleum products, for example, crude oils and distillation residues from petroleum processing.
- EP-A-0 436 151 discloses reaction products of copolymers based on maleic anhydride and ⁇ , ⁇ -unsaturated compounds with dialkylamines.
- EP-A-0 283 293 discloses copolymers based on aliphatic olefins and maleic anhydride, which copolymer must have both ester and amide groups, each containing an alkyl group of at least 10 carbon atoms, and copolymers obtained by reacting a secondary amine with a polymer containing anhydride groups, wherein the anhydride groups in equal parts amides or ammonium salts.
- paraffin dispersants are usually used together with other flow improvers, in particular ethylene-vinyl ester copolymers.
- emulsion breakers have the ability to break an oil / water emulsion to form separate oil and water phases. They must therefore contain both hydrophobic and hydrophilic structural units in order to dissolve sufficiently in the oil of the oil / water emulsion on the one hand, in order to split the latter, and on the other hand to enrich after the phase separation in the aqueous phase.
- oxalkylated alkylphenol-formaldehyde resins are suitable.
- the oxalkyl side chain representing the hydrophilic structural portion contains up to 50 oxalkyl units, each having 2-6 C atoms.
- EP-A-0 311 452 discloses condensation products of at least 80 mole% of difunctional, alkylated phenol and aldehydes comprising from 1 to 30 carbon atoms as flow improvers for mineral oils.
- the use of condensation products of monoalkylated phenols with aldehydes as flow improvers or paraffin dispersants is not disclosed.
- paraffin-dispersing effect of the known paraffin dispersants described above is not always sufficient, so that on cooling the oils sometimes form large paraffin crystals, which sediment over time due to their higher density and thus lead to the formation of a paraffin-rich layer at the bottom of Lager organizationsem , Problems occur especially in the addition of paraffin-rich narrow distillation cuts with boiling ranges of 20-90% by volume less than 110 ° C, especially less than 100 ° C. Even with distillates with more than 20 ° C, especially more than 25 ° C large difference in temperature between the boiling point and the temperature at which distilled 90% by volume, can be achieved by the addition of known additives often no sufficient paraffin dispersion.
- alkylphenol-aldehyde resins which themselves have a paraffin-dispersing action, are excellent solubilizers between these substances.
- the invention relates to a process for improving the flowability of paraffin-containing mineral oils and mineral oil distillates, according to claim 1.
- the alkylphenols are preferably para-substituted. They are preferably substituted at most 7 mol%, in particular at most 3 mol%, with more than one alkyl group.
- the use of the alkylphenol-aldehyde resins B in combination with the ethylene / vinyl ester co- / terpolymers A and optionally the paraffin dispersants C other than B has a positive effect on the paraffin dispersion, i. the accumulation of paraffin crystals precipitated on cooling, e.g. on the tank bottom or the fuel filter, is delayed or prevented. As a result of the uniform dispersion of the paraffin crystals, a homogeneously turbid phase is obtained. There is also an improvement in the cold flow properties, in particular the filterability of the additized paraffinic mineral oils and in particular mineral oil distillates below the cloud point.
- the additives A, B and, if appropriate, C may be the paraffin-containing mineral oils or mineral oil distillates be added separately.
- the individual additives or the corresponding mixtures are dissolved or dispersed in an organic solvent or dispersion medium before addition to the mineral oils or mineral oil distillates.
- the solution or dispersion contains 5-90, preferably 5-75 wt .-% 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 invention further mineral oils or mineral oil distillates, according to claim 13.
- the mineral oils or mineral oil distillates may also contain other conventional additives such as dewaxing aids, corrosion inhibitors, antioxidants, lubricity additives, sludge inhibitors, Cetanierevermonyer, detergent additives, dehazers, conductivity improvers or dyes.
- the invention further provides an additive mixture for paraffin dispersion in paraffin-containing mineral oils and mineral oil distillates 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 is added as a solubilizer.
- Another object of the invention is a process for the preparation of solutions of paraffin dispersants in aliphatic or aromatic liquid hydrocarbons by adding an alkylphenol-aldehyde resin to the mixture of these substances.
- Alkylphenol-aldehyde resins B are known in principle and, for example, in Römpp Chemie Lexikon, 9th edition, Thieme Verlag 1988-92, Volume 4, p 3351ff. described.
- the alkyl radicals of the o- or p-alkylphenol especially have 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 may also contain up to 50 mol% phenol units.
- the same or different alkylphenols may be used.
- the aliphatic aldehyde in the alkylphenol-aldehyde resin B has 1-4 carbon atoms and is preferably formaldehyde.
- the molecular weight of the alkylphenol-aldehyde resins is 400-10,000, preferably 400-5,000, g / mol. requirement here is that the resins are oil-soluble.
- the preparation of the alkylphenol-aldehyde resins B takes place in a known manner by basic catalysis, resulting in condensation products of the resol type, or by acid catalysis, resulting in condensation products of the novolac type.
- the condensates obtained according to both types are suitable as additives B in the process according to the invention.
- the condensation is in the presence of acidic catalysts.
- alkylphenol-aldehyde resins are a bifunctional o- or p-alkylphenol having 4 to 12 carbon atoms, in particular 6 to 12 carbon atoms per alkyl group, or mixtures thereof and an aliphatic aldehyde having 1 to 4 carbon atoms with each other reacted, wherein per mole of alkylphenol about 0.5 to 2 mol, preferably 0.7 to 1.3 mol and in particular equimolar amounts of aldehyde are used.
- Suitable alkylphenols are 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 may contain small amounts, preferably up to about 10 mol%, in particular up to 7 mol% and especially up to 3 mol% of dialkylphenols.
- aldehydes are formaldehyde, acetaldehyde and butyraldehyde, with formaldehyde being preferred.
- the formaldehyde may be used in the form of paraformaldehyde or in the form of a preferably 20-40% by weight aqueous formalin solution. Corresponding amounts of trioxane can also be used.
- alkylphenol and aldehyde is usually carried out in the presence of alkaline catalysts, for example alkali metal 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 Azeotrope-forming organic solvent, for example toluene, xylene, higher aromatics or mixtures thereof.
- the reaction mixture is heated to a temperature of 90 to 200 ° C, preferably 100 to 160 ° C, wherein the resulting reaction water is removed during the reaction by azeotropic distillation.
- Solvents that do not release protons under condensation conditions may remain in the products after the condensation reaction.
- the resins may be used directly or after neutralization of the catalyst, optionally after further dilution of the solution with aliphatic and / or aromatic hydrocarbons or hydrocarbon mixtures, e.g. Gasoline 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.
- aliphatic and / or aromatic hydrocarbons or hydrocarbon mixtures e.g. Gasoline fractions, kerosene, decane, pentadecane, toluene, xylene, ethylbenzene or solvents such as ®Solvent Naphtha
- monomeric polar nitrogen-containing compounds according to claim 1 C for example, the following substances can be used.
- EP-A-0 413 279 describes suitable reaction products of alkenyl spiro-bis-lactones with amines.
- oil-soluble reaction products of phthalic anhydride with amines disclosed in EP-A-0 061 894 can be used in admixture with ethylene-vinyl acetate copolymers.
- reaction products of aminoalkylenecarboxylic acids with primary or secondary amines known from EP-A-0 597 278 are suitable as monomeric nitrogen-containing compounds according to claim 1 C.
- polymeric polar nitrogen-containing compounds according to claim 1 C preference is given to using copolymers or terpolymers based on ⁇ , ⁇ -unsaturated compounds and maleic acid. Suitable examples are:
- copolymers based on ⁇ , ⁇ -unsaturated olefins having at least 3 C atoms and ⁇ , ⁇ -unsaturated dicarboxylic acid anhydrides known from EP-A-0 688 796, where the dicarboxylic acid anhydride units are prepared by polymer-analogous reaction with polyetheramines or alkanolamines in imide, Amide and ammonium units were transferred;
- copolymers based on aliphatic olefins and maleic anhydride disclosed in EP-A-0 283 293, which copolymer has both ester and amide groups, each containing an alkyl group of at least 10 carbon atoms.
- additive A it is also possible to use mixtures of different ethylene vinyl ester copolymers or terpolymers which have a different qualitative and / or quantitative composition and / or different (measured at 140 ° C.) Have viscosities.
- additive B mixtures of alkylphenol-aldehyde resins are also usable which contain various alkylphenols and / or aldehydes as components.
- mixtures of several of B different paraffin dispersants C can be used. In this way, the flow improvers can be adapted to individual requirements.
- additives A, B and, if appropriate, C oils of animal, vegetable or mineral origin can be added in the process according to the invention.
- Paraffin-containing mineral oils and mineral oil distillates in the context of the invention are, for example, crude oils, petroleum refining residues or other paraffin-containing oils. (See, for example, Compositions and Properties of Petroleum, F. Enke Publishers, Stuttgart 1981, page 1-37).
- Paraffin-containing mineral oil products, especially middle distillates such as jet fuel, diesel, fuel oil EL and heavy fuel oil are characterized by a boiling range of 120-500 ° C, preferably 150-400 ° C.
- the paraffins are straight-chain or branched alkanes having about 10 to 50 carbon atoms.
- the cold flow behavior was determined as follows:
- test oils were admixed at room temperature with the amounts of the additives heated to 60 ° C. in Table 2, warmed to 40 ° C. for 15 minutes with occasional shaking and then cooled to room temperature.
- the CFPP value (cold filter plugging point) was determined in accordance with EN 116 from the middle distillate so additized.
- the paraffin dispersion in middle distillates was detected in the short sediment test as follows:
- the additized middle distillates were cooled to -13 ° C. in a cold cabinet at -2 ° C./hour in 200 ml graduated cylinders and stored at this temperature for 16 hours. Subsequently, the volume and appearance of both the sediment (paraffin phase) and the overlying oil phase were determined and assessed visually. A small amount of sediment and a cloudy oil phase show a good paraffin dispersion.
- A3 150 -21 25 75 clear +3.1 9.1 27 A3 300 -24 21 79 clear +3.4 9.4 28 A3 150 B1 150 -25 11 89 cloudy -2.5 3.5 29 A3 150 B1 100 C1 50 -24 0 100 cloudy -5.7 0.3 30 A3 150 B1 75 C1 75 -25 0 100 cloudy -5.0 1.0 31 A3 150 B1 50 C1 100 -27 0 100 cloudy -5.0 1.0 32 A3 150 C1 150 -25 22 88 cloudy -0.5 5.5 33 A3 150 B2 50 C1 100 -26 0 100 cloudy -5.5 0.5 20, 22, 26, 27, 32 Comparative Examples Ex.
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Claims (22)
- 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 paraffiniqueA) au moins un co- ou terpolymère d'éthylène/ester de vinyle, etB) au moins une résine alkylphénol-aldéhyde, dans laquelle les restes alkyle de l'alkylphénol présentent de 4 à 12 atomes de carbone et l'aldéhyde présente de 1 à 4 atomes de carbone, la résine ou les résines contiennent tout au plus 10 % en mole d'alkylphénols, qui contiennent plus d'un groupe alkyle, ainsi qu'éventuellementC) au moins un composé azoté oléosoluble, polaire, de bas poids moléculaire ou polymère, différent de B, qui- contient un ou plusieurs groupes ester, amide et/ou imide substitués par au moins une chaîne alkyle en C8-C26,- et/ou porte un ou plusieurs groupes ammonium, qui dérivent d'amines ayant un ou deux groupes alkyle en C8-C26, en tant que dispersant de la paraffine.
- Procédé selon la revendication 1, caractérisé en ce qu'on ajoute à l'huile minérale ou au distillat d'huile minérale paraffiniqueA) 10 à 5000 ppm, de préférence 10 à 2000 ppm, par rapport à l'huile minérale ou au distillat d'huile minérale, d'au moins un co- ou terpolymère d'un ester de vinyle,B) 10 à 2000 ppm, de préférence 10 à 1000 ppm, par rapport à l'huile minérale ou au distillat d'huile minérale, d'au moins une résine alkylphénol-aldéhyde, et éventuellementC) 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 dispersant de la paraffine différent de B.
- Procédé selon la revendication 1 ou 2, caractérisé en ce que les co- ou terpolymères d'éthylène/ester de vinyle A présentent une teneur en éthylène de 60 à 90 % en masse.
- Procédé selon une ou plusieurs des revendications 1 à 3, caractérisé en ce qu'on utilise des résines alkylphénol-aldéhyde B identiques ou différentes, dans lesquelles les restes alkyle de l'alkylphénol présentent 6 à 12 atomes de carbone et représentent en particulier n- et iso-hexyle, n- et iso-octyle, n- et iso-nonyle, n- et iso-décyle, n- et iso-dodécyle et l'aldéhyde représente de préférence le formaldéhyde, l'acétaldéhyde et le butyraldéhyde, en particulier le formaldéhyde.
- Procédé selon une ou plusieurs des revendications 1 à 3, caractérisé en ce qu'on utilise des résines alkylphénol-aldéhyde B identiques ou différentes, dans lesquelles les restes alkyle représentent n-, iso- et tert.-butyle, n- et iso-pentyle.
- Procédé selon une ou plusieurs des revendications 1 à 5, caractérisé en ce que les co- ou terpolymères d'éthylène/ester de vinyle A et les résines alkylphénol-aldéhyde B, ainsi qu'éventuellement les dispersants de la paraffine C différents de B, sont ajoutés séparément à l'huile minérale ou au distillat d'huile minérale.
- Procédé selon une ou plusieurs des revendications 1 à 5, caractérisé en ce que les co- ou terpolymères d'éthylène/ester de vinyle A sont ajoutés individuellement et les résines alkylphénol-aldéhyde B ainsi qu'éventuellement les dispersants de la paraffine C différents de B dans un mélange, qui contient de 10 à 90 % en masse d'au moins une résine alkylphénol-aldéhyde B et de 90 à 10 % en masse d'au moins un dispersant de la paraffine différent de B, la somme des additifs B et C s'élevant toujours à 100 % en masse dans le mélange.
- Procédé selon une ou plusieurs des revendications 1 à 5, caractérisé en ce qu'on ajoute à l'huile minérale ou au distillat d'huile minérale un mélange de 5 à 90 % en masse d'au moins un co- ou terpolymère d'éthylène/ester de vinyle A et de 5 à 90 % en masse d'au moins une résine alkylphénol-aldéhyde B ainsi qu'éventuellement de 5 à 90 % en masse d'au moins un dispersant de la paraffine C différent de B, la somme des additifs A, B et C s'élevant toujours à 100 % en masse.
- Procédé selon la revendication 6, 7 ou 8, caractérisé en ce que les additifs 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 dispersant organique.
- Utilisation de résines alkylphénolaldéhydes B, les restes alkyle de l'alkylphénol présentent de 4 à 12 atomes de carbone et l'aldéhyde présente de 1 à 4 atomes de carbone en combinaison avec les co- ou terpolymères d'éthylène/ester de vinyle A et éventuellement un composé azoté oléosoluble, polaire, de bas poids moléculaire ou polymère, différent de B, qui- contient un ou plusieurs groupes ester, amide et/ou imide substitués par au moins une chaîne alkyle en C8-C26,- et/ou porte un ou plusieurs groupes ammonium, qui dérivent d'amines ayant un ou deux groupes alkyle en C8-C26, en tant que dispersants de la paraffine C,en tant qu'agent d'amélioration de l'écoulement, en particulier dispersants de la paraffine dans les huiles minérales et distillats d'huiles minérales.
- Mélange deB) 10 à 90 % en masse d'au moins une résine alkylphénol-aldéhyde, les restes alkyle de l'alkylphénol ayant de 4 à 12 atomes de carbone et l'aldéhyde de 1 à 4 atomes de carbone, etC) 90 à 10 % en masse d'au moins un composé azoté oléosoluble, polaire, de bas poids moléculaire ou polymère, différent de B, quila somme des additifs B et C s'élevant toujours à 100 % en masse, caractérisé en ce qu'ils sont dissous ou dispersés dans un solvant ou dispersant organique, cette solution ou dispersion contenant ensuite de 5 à 90, de préférence de 5 à 75 %, en masse du mélange.- contient un ou plusieurs groupes ester, amide et/ou imide substitués par une chaîne alkyle en C8-C26,- et/ou porte un ou plusieurs groupes d'ammonium, qui dérivent d'amines ayant un ou deux groupes en C8-C26, en tant que dispersant de la paraffine,
- Mélange deA) 5 à 90 % en masse d'au moins un co- ou terpolymère d'éthylène/ester de vinyle etB) 5 à 90 % en masse d'au moins une résine alkylphénol-aldéhyde, les restes alkyle de l'alkylphénol ayant de 4 à 12 atomes de carbone et l'aldéhyde ayant de 1 à 4 atomes de carbone, ainsi qu'éventuellementC) 5 à 10 % en masse d'au moins un composé azoté oléosoluble, polaire, de bas poids moléculaire ou polymère, différent de B, qui- contient un ou plusieurs groupes ester, amide et/ou imide substitués par une chaîne alkyle en C8-C26,- et/ou porte un ou plusieurs groupes d'ammonium, qui dérivent d'amines ayant un ou deux groupes en C8-C26, en tant que dispersant de la paraffine, la somme des additifs B et C s'élevant toujours à 100 % en masse, caractérisé en ce qu'ils sont dissous ou dispersés dans un solvant ou dispersant organique, cette solution ou dispersion contenant ensuite de 5 à 90, de préférence de 5 à 75, % en masse du mélange.
- Huiles minérales ou distillats d'huiles minérales contenantA) au moins un co- ou terpolymère d'éthylène/ester de vinyle etB) au moins une résine alkylphénol-aldéhyde, les restes alkyle de l'alkylphénol ayant de 4 à 12 atomes de carbone et l'aldéhyde de 1 à 4 atomes de carbone, ainsi qu'éventuellementC) au moins un composé azoté oléosoluble, polaire, de bas poids moléculaire ou polymère, différent de B, qui- contient un ou plusieurs groupes ester, amide et/ou imide substitués par une chaîne alkyle en C8-C26,- et/ou porte un ou plusieurs groupes d'ammonium, qui dérivent d'amines ayant un ou deux groupes en C8-C26, en tant que dispersant de la paraffine.
- Huiles minérales ou distillats d'huiles minérales selon la revendication 13, caractérisés en ce qu'ils contiennentA) 10 à 5000 ppm, de préférence 10 à 2000 ppm, par rapport à l'huile minérale ou au distillat d'huile minérale d'au moins un co- ou terpolymère d'éthylène/ester de vinyle,B) 10 à 2000 ppm, de préférence 10 à 1000 ppm, par rapport à l'huile minérale ou au distillat d'huile minérale d'au moins une résine alkylphénolformaldéhyde 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 du dispersant de la paraffine différent de B.
- Mélange d'additifs pour la dispersion de la paraffine dans des huiles minérales et distillats d'huiles minérales contenant au moins composé azoté oléosoluble, polaire, de bas poids moléculaire ou polymère, différent de B, qui- contient un ou plusieurs groupes ester, amide et/ou imide substitués par une chaîne alkyle en C8-C26,- et/ou porte un ou plusieurs groupes d'ammonium, qui dérivent d'amines ayant un ou deux groupes en C8-C26, en tant que dispersant de la paraffine,et au moins un hydrocarbure aliphatique ou aromatique liquide en tant que solvant, caractérisé en ce qu'on ajoute au moins une résine alkylphénol-aldéhyde en tant que solubilisant, les restes alkyle de l'alkylphénol ayant de 4 à 12 atomes de carbone.
- Mélange d'additifs selon la revendication 15, caractérisé en ce que la résine alkylphénol-aldéhyde dérive d'ortho- ou de paraalkylphénols.
- Mélange d'additifs selon la revendication 15 et/ou 16, caractérisé en ce que le reste alkyle de la résine alkylphénol-aldéhyde présente de 6 à 12 atomes de carbone.
- Mélange d'additifs selon une ou plusieurs des revendications 15 à 17, caractérisé en ce qu'il s'agit pour le reste 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.
- Mélange d'additifs selon une ou plusieurs des revendications 15 à 18, caractérisé en ce que l'aldéhyde de la résine alkylphénol-aldéhyde présente de 1 à 4 atomes de carbone.
- Mélange d'additifs selon la revendication 19, caractérisé en ce qu'il s'agit de formaldéhyde, d'acétaldéhyde ou de butyraldéhyde.
- Mélange d'additifs selon une ou plusieurs des revendications 15 à 20, caractérisé en ce que la masse moléculaire de la résine alkylphénol-aldéhyde est comprise entre 400 et 10000, de préférence entre 400 à 5000 g/mole.
- Mélange d'additifs selon une ou plusieurs des revendications 15 à 21, caractérisé en ce qu'il contient des agents d'amélioration de la fluidité, qui sont constitués par des co- ou terpolymères d'éthylène et d'esters vinyliques.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
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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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EP0857776A1 EP0857776A1 (fr) | 1998-08-12 |
EP0857776B1 EP0857776B1 (fr) | 2002-09-11 |
EP0857776B2 true EP0857776B2 (fr) | 2007-05-02 |
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EP97122900A Expired - Lifetime EP0857776B2 (fr) | 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 |
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EP (1) | EP0857776B2 (fr) |
JP (1) | JP4132167B2 (fr) |
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AT (1) | ATE223953T1 (fr) |
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DE (1) | DE59708189D1 (fr) |
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Families Citing this family (88)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19739271A1 (de) * | 1997-09-08 | 1999-03-11 | Clariant Gmbh | Additiv zur Verbesserung der Fließfähigkeit von Mineralölen und Mineralöldestillaten |
US20020192580A1 (en) * | 1998-11-05 | 2002-12-19 | Shinichi Kuramoto | Color toners and image forming method using the color toners |
US6495495B1 (en) * | 1999-08-20 | 2002-12-17 | The Lubrizol Corporation | Filterability improver |
DE10000649C2 (de) | 2000-01-11 | 2001-11-29 | Clariant Gmbh | Mehrfunktionelles Additiv für Brennstofföle |
EP1116780B1 (fr) | 2000-01-11 | 2005-08-31 | Clariant GmbH | Additif polyfonctionnel pour huiles combustibles |
DE10003297C2 (de) * | 2000-01-27 | 2003-08-21 | Clariant Gmbh | Sprengstoffe, enthaltend modifizierte Copolymere aus Polyisobutylen, Vinylestern und Maleinsäureanhydrid als Emulgatoren |
US6610110B1 (en) * | 2000-02-11 | 2003-08-26 | The Lubrizol Corporation | Aviation fuels having improved freeze point |
DE10029621C2 (de) * | 2000-06-15 | 2003-12-11 | Clariant Internat Ltd Muttenz | Additive zur Verbesserung von Kaltfließeigenschaften und Lagerstabilität von Rohölen |
US6821933B2 (en) | 2000-06-15 | 2004-11-23 | Clariant International Ltd. | Additives for improving the cold flow properties and the storage stability of crude oil |
DE10136828B4 (de) * | 2001-07-27 | 2005-12-15 | Clariant Gmbh | Schmierverbessernde Additive mit verminderter Emulgierneigung für hochentschwefelte Brennstofföle |
DE10155747B4 (de) * | 2001-11-14 | 2008-09-11 | Clariant Produkte (Deutschland) Gmbh | Additive für schwefelarme Mineralöldestillate, umfassend einen Ester eines alkoxylierten Polyols und ein Alkylphenol-Aldehydharz |
DE10155774B4 (de) * | 2001-11-14 | 2020-07-02 | Clariant Produkte (Deutschland) Gmbh | Additive für schwefelarme Mineralöldestillate, umfassend einen Ester alkoxylierten Glycerins und einen polaren stickstoffhaltigen Paraffindispergator |
DE10155748B4 (de) * | 2001-11-14 | 2009-04-23 | Clariant Produkte (Deutschland) Gmbh | Schwefelarme Mineralöldestillate mit verbesserten Kälteeigenschaften, umfassend einen Ester eines alkoxylierten Polyols und ein Copolymer aus Ethylen und ungesättigten Estern |
EP1357168A1 (fr) * | 2002-04-16 | 2003-10-29 | Infineum International Limited | Compositions de carburant pour turbines |
JP4754773B2 (ja) * | 2002-07-09 | 2011-08-24 | クラリアント・プロドゥクテ・(ドイチュラント)・ゲゼルシャフト・ミト・ベシュレンクテル・ハフツング | 植物油または動物油に基づく酸化に対して安定化された油状液体 |
DE50307929D1 (de) * | 2002-07-09 | 2007-09-27 | Clariant Produkte Deutschland | Oxidationsstabilisierte Schmieradditive für hochentschwefelte Brennstofföle |
DE10245737C5 (de) * | 2002-10-01 | 2011-12-08 | Clariant Produkte (Deutschland) Gmbh | Verfahren zur Herstellung von Additivmischungen für Mineralöle und Mineralöldestillate |
DE10319028B4 (de) * | 2003-04-28 | 2006-12-07 | Clariant Produkte (Deutschland) Gmbh | Demulgatoren für Mischungen aus Mitteldestillaten mit Brennstoffölen pflanzlichen oder tierischen Ursprungs |
DE10333043A1 (de) * | 2003-07-21 | 2005-03-10 | Clariant Gmbh | Brennstofföladditive und additivierte Brennstofföle mit verbesserten Kälteeigenschaften |
EP1675932B1 (fr) * | 2003-10-22 | 2008-12-10 | Innospec Leuna GmbH | Compositions à base d'huile minérale et d'un mélange d'additifs |
EA011358B1 (ru) * | 2003-10-22 | 2009-02-27 | Лейна Полимер Гмбх | Композиция минерального нефтетоплива, содержащая смесь присадок, способ ее получения и ее применение |
DE502004011979D1 (de) * | 2003-10-22 | 2011-01-20 | Innospec Leuna Gmbh | Additiv als bestandteil von minerallzusammensetzungen |
DE102004002080B4 (de) * | 2004-01-15 | 2007-03-29 | Clariant Produkte (Deutschland) Gmbh | Demulgatoren für Mischungen aus Mitteldestillaten mit Brennstoffölen pflanzlichen oder tierischen Ursprungs und Wasser |
EP1584673A1 (fr) * | 2004-04-07 | 2005-10-12 | Infineum International Limited | Compositions de carburants |
US20050223631A1 (en) * | 2004-04-07 | 2005-10-13 | Graham Jackson | Fuel oil compositions |
DE102004024532B4 (de) * | 2004-05-18 | 2006-05-04 | Clariant Gmbh | Demulgatoren für Mischungen aus Mitteldestillaten mit Brennstoffölen pflanzlichen oder tierischen Ursprungs und Wasser |
DE102004035157B3 (de) | 2004-07-20 | 2005-11-17 | Clariant Gmbh | Mineralöle mit verbesserter Leitfähigkeit und Kältefließfähigkeit |
DE102005020264B4 (de) * | 2005-04-30 | 2008-07-31 | Clariant Produkte (Deutschland) Gmbh | Additive für schwefelarme Mineralöldestillate, umfassend Aromaten, welche eine Hydroxygruppe, eine Methoxygruppe und eine Säurefunktion tragen |
DE102005035277B4 (de) * | 2005-07-28 | 2007-10-11 | Clariant Produkte (Deutschland) Gmbh | Mineralöle mit verbesserter Leitfähigkeit und Kältefließfähigkeit |
DE102005035276B4 (de) | 2005-07-28 | 2007-10-11 | Clariant Produkte (Deutschland) Gmbh | Mineralöle mit verbesserter Leitfähigkeit und Kältefließfähigkeit |
DE102005035275B4 (de) | 2005-07-28 | 2007-10-11 | Clariant Produkte (Deutschland) Gmbh | Mineralöle mit verbesserter Leitfähigkeit und Kältefließfähigkeit |
DE102005045134B4 (de) * | 2005-09-22 | 2010-12-30 | Clariant Produkte (Deutschland) Gmbh | Alkylphenol-Aldehydharze, diese enthaltende Zusammensetzungen zu Verbesserung der Kältefließfähigkeit und Schmierfähigkeit von Brennstoffölen sowie deren Verwendung |
DE102005045133B4 (de) * | 2005-09-22 | 2008-07-03 | Clariant Produkte (Deutschland) Gmbh | Additive für Rohöle |
GB2435884A (en) * | 2006-03-09 | 2007-09-12 | Infineum Int Ltd | Ethylene/vinyl ester and phenolic resin fuel additive package |
DE102006061103B4 (de) * | 2006-12-22 | 2008-11-06 | Clariant International Ltd. | Dispersionen polymerer Öladditive |
DE102007028304A1 (de) * | 2007-06-20 | 2008-12-24 | Clariant International Limited | Detergenzadditive enthaltende Mineralöle mit verbesserter Kältefließfähigkeit |
DE102007028306A1 (de) * | 2007-06-20 | 2008-12-24 | Clariant International Limited | Detergenzadditive enthaltende Mineralöle mit verbesserter Kältefließfähigkeit |
DE102007028307A1 (de) * | 2007-06-20 | 2008-12-24 | Clariant International Limited | Detergenzadditive enthaltende Mineralöle mit verbesserter Kältefließfähigkeit |
DE102007028305A1 (de) * | 2007-06-20 | 2008-12-24 | Clariant International Limited | Detergenzadditive enthaltende Mineralöle mit verbesserter Kältefließfähigkeit |
FR2925916B1 (fr) * | 2007-12-28 | 2010-11-12 | Total France | Terpolymere ethylene/acetate de vinyle/esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles |
EP2199377A1 (fr) | 2008-12-22 | 2010-06-23 | Infineum International Limited | Additifs pour huiles de carburant |
FR2940314B1 (fr) | 2008-12-23 | 2011-11-18 | Total Raffinage Marketing | Carburant de type gazole pour moteur diesel a fortes teneurs en carbone d'origine renouvelable et en oxygene |
FR2943678B1 (fr) | 2009-03-25 | 2011-06-03 | Total Raffinage Marketing | Polymeres (meth)acryliques de bas poids moleculaire, exempts de composes soufres,metalliques et halogenes et de taux de monomeres residuels faible,leur procede de preparation et leurs utilisations |
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CN101709233B (zh) * | 2009-10-28 | 2012-10-24 | 上海应用技术学院 | 柴油降凝剂分散剂 |
ATE542842T1 (de) | 2009-12-21 | 2012-02-15 | Infineum Int Ltd | Polymer und polymerzusammensetzungen |
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FR3034778B1 (fr) | 2015-04-10 | 2017-04-28 | Total Marketing Services | Additif dispersant des asphaltenes et ses utilisations |
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US11124692B2 (en) | 2017-12-08 | 2021-09-21 | Baker Hughes Holdings Llc | Methods of using ionic liquid based asphaltene inhibitors |
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FR3085384B1 (fr) | 2018-08-28 | 2021-05-28 | Total Marketing Services | Utilisation de copolymeres specifiques pour ameliorer les proprietes a froid de carburants ou combustibles |
FR3085383B1 (fr) | 2018-08-28 | 2020-07-31 | Total Marketing Services | Composition d'additifs comprenant au moins un copolymere, un additif fluidifiant a froid et un additif anti-sedimentation |
US11142713B2 (en) | 2018-09-27 | 2021-10-12 | Ecolab Usa Inc. | Asphaltene-inhibiting method using aromatic polymer compositions |
FR3091539B1 (fr) | 2019-01-04 | 2021-10-01 | Total Marketing Services | Utilisation de copolymères spécifiques pour abaisser la température limite de filtrabilité de carburants ou combustibles |
FR3101882B1 (fr) | 2019-10-14 | 2022-03-18 | Total Marketing Services | Utilisation de polymères cationiques particuliers comme additifs pour carburants et combustibles |
EP4077599A1 (fr) * | 2019-12-19 | 2022-10-26 | The Lubrizol Corporation | Composition d'additif de suspension de cire pour utilisation dans des carburants diesel |
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FR3137915A1 (fr) | 2022-07-13 | 2024-01-19 | Totalenergies Onetech | Composition d’additifs et son utilisation pour ameliorer la pompabilite des melanges d’eau et de petrole brut |
WO2024079049A1 (fr) | 2022-10-11 | 2024-04-18 | Totalenergies Onetech | Composition d'additif et son utilisation comme dispersant d'asphaltène dans des produits pétroliers |
FR3141186A1 (fr) | 2022-10-20 | 2024-04-26 | Totalenergies Onetech | Composition de carburant marin à basse teneur en soufre |
Family Cites Families (37)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2760852A (en) * | 1951-04-12 | 1956-08-28 | Gulf Research Development Co | Stable fuel oil compositions |
NL104534C (fr) * | 1957-11-26 | |||
US3390088A (en) * | 1965-02-18 | 1968-06-25 | Ethyl Corp | Gasoline lubricating oils or organometallic antiknock fluids containing a mixture ofmono-alkylphenol condensation products |
GB1173975A (en) | 1967-11-10 | 1969-12-10 | Exxon Research Engineering Co | Fuel Compositions |
EP0061894B1 (fr) | 1981-03-31 | 1985-09-11 | Exxon Research And Engineering Company | Additif à deux composants pour améliorer l'écoulement des huiles combustibles distillats moyens |
DE3142955A1 (de) * | 1981-10-29 | 1983-05-11 | Hoechst Ag, 6230 Frankfurt | "neue grenzflaechenaktive verbindungen, verfahren zu ihrer herstellung und ihre verwendung" |
US4559155A (en) * | 1982-08-09 | 1985-12-17 | The Lubrizol Corporation | Hydrocarbyl substituted carboxylic acylating agent derivative containing combinations, and fuels containing same |
US4565550A (en) * | 1982-08-09 | 1986-01-21 | Dorer Jr Casper J | Hydrocarbyl substituted carboxylic acylating agent derivative containing combinations, and fuels containing same |
US4623684A (en) * | 1982-08-09 | 1986-11-18 | The Lubrizol Corporation | Hydrocarbyl substituted carboxylic acylating agent derivative containing combinations, and fuels containing same |
US4564460A (en) * | 1982-08-09 | 1986-01-14 | The Lubrizol Corporation | Hydrocarbyl-substituted carboxylic acylating agent derivative containing combinations, and fuels containing same |
US4575526A (en) * | 1982-08-09 | 1986-03-11 | The Lubrizol Corporation | Hydrocarbyl substituted carboxylic acylaging agent derivative containing combinations, and fuels containing same |
US4613342A (en) * | 1982-08-09 | 1986-09-23 | The Lubrizol Corporation | Hydrocarbyl substituted carboxylic acylating agent derivative containing combinations, and fuels containing same |
DE3405843A1 (de) * | 1984-02-17 | 1985-08-29 | Bayer Ag, 5090 Leverkusen | Copolymere auf basis von maleinsaeureanhydrid und (alpha), (beta)-ungesaettigten verbindungen, ein verfahren zu ihrer herstellung und ihre verwendung als paraffininhibitoren |
DE3443475A1 (de) | 1984-11-29 | 1986-05-28 | Amoco Corp., Chicago, Ill. | Terpolymerisate des ethylens, verfahren zu ihrer herstellung und ihre verwendung |
DE3616056A1 (de) * | 1985-05-29 | 1986-12-04 | Hoechst Ag, 65929 Frankfurt | Verwendung von ethylen-terpolymerisaten als additive fuer mineraloele und mineraloeldestillate |
US4661120A (en) * | 1985-07-12 | 1987-04-28 | Nalco Chemical Company | Diesel fuel additive |
DE3625174A1 (de) | 1986-07-25 | 1988-01-28 | Ruhrchemie Ag | Verfahren zur verbesserung der fliessfaehigkeit von mineraloelen und mineraloeldestillaten |
GB8706369D0 (en) * | 1987-03-18 | 1987-04-23 | Exxon Chemical Patents Inc | Crude oil |
US5082470A (en) * | 1987-10-08 | 1992-01-21 | Exxon Chemical Patents Inc. | Alkyl phenol-formaldehyde condensates as fuel additives |
US5039437A (en) | 1987-10-08 | 1991-08-13 | Exxon Chemical Patents, Inc. | Alkyl phenol-formaldehyde condensates as lubricating oil additives |
DE3921279A1 (de) | 1989-06-29 | 1991-01-03 | Hoechst Ag | Verfahren zur verbesserung der fliessfaehigkeit von mineraloelen und mineraloeldestillaten |
DE3926992A1 (de) | 1989-08-16 | 1991-02-21 | Hoechst Ag | Verwendung von umsetzungsprodukten von alkenylspirobislactonen und aminen als paraffindispergatoren |
DE3941561A1 (de) | 1989-12-16 | 1991-06-20 | Basf Ag | Kaeltestabile erdoelmitteldestillate, enthaltend polymere als paraffindispergatoren |
DE4020640A1 (de) * | 1990-06-29 | 1992-01-02 | Hoechst Ag | Terpolymerisate des ethylens, ihre herstellung und ihre verwendung als additive fuer mineraloeldestillate |
US5205839A (en) * | 1990-06-29 | 1993-04-27 | Hoechst Aktiengesellschaft | Terpolymers of ethylene, their preparation and their use as additives for mineral oil distillates |
US5118875A (en) * | 1990-10-10 | 1992-06-02 | Exxon Chemical Patents Inc. | Method of preparing alkyl phenol-formaldehyde condensates |
JPH0759244B2 (ja) * | 1990-10-16 | 1995-06-28 | 日東電工株式会社 | 使い捨てオムツの剥離部の構造、及び剥離音を軽減した使い捨てオムツ |
DE4040228A1 (de) * | 1990-12-15 | 1992-06-17 | Hoechst Ag | Verfahren zur herstellung von ethylen-alkylcarbonsaeurevinylester-mischpoly- merisaten |
DE4042206A1 (de) | 1990-12-29 | 1992-07-02 | Hoechst Ag | Terpolymerisate des ethylens, ihre herstellung und ihre verwendung als additive fuer mineraloeldestillate |
GB9200694D0 (en) * | 1992-01-14 | 1992-03-11 | Exxon Chemical Patents Inc | Additives and fuel compositions |
DE4237662A1 (de) | 1992-11-07 | 1994-05-11 | Basf Ag | Erdölmitteldestillatzusammensetzungen |
DE59404053D1 (de) * | 1993-01-06 | 1997-10-23 | Hoechst Ag | Terpolymere auf Basis von alpha,beta-ungesättigten Dicarbonsäureanhydriden, alpha,beta-ungesättigten Verbindungen und Polyoxyalkylenethern von niederen, ungesättigten Alkoholen |
AUPM300593A0 (en) * | 1993-12-15 | 1994-01-20 | Camm, James Owen | Vehicle brake system |
DE4422159A1 (de) * | 1994-06-24 | 1996-01-04 | Hoechst Ag | Umsetzungsprodukte von Polyetheraminen mit Polymeren alpha,beta-ungesättigter Dicarbonsäuren |
US5593572A (en) * | 1994-08-04 | 1997-01-14 | Betzdearborn Inc. | Settling aids for solids in hydrocarbons |
AU701875B2 (en) * | 1995-09-08 | 1999-02-11 | Lubrizol Corporation, The | Pour point depressants and their use |
CN1063218C (zh) * | 1995-11-29 | 2001-03-14 | 鲁布里佐尔公司 | 蜡状倾点下降剂的分散体 |
-
1997
- 1997-12-24 EP EP97122900A patent/EP0857776B2/fr not_active Expired - Lifetime
- 1997-12-24 DE DE59708189T patent/DE59708189D1/de not_active Expired - Lifetime
- 1997-12-24 AT AT97122900T patent/ATE223953T1/de active
- 1997-12-24 ES ES97122900T patent/ES2183073T5/es not_active Expired - Lifetime
-
1998
- 1998-01-05 US US09/002,614 patent/US5998530A/en not_active Expired - Lifetime
- 1998-01-06 CA CA002226278A patent/CA2226278C/fr not_active Expired - Lifetime
- 1998-01-06 JP JP00096398A patent/JP4132167B2/ja not_active Expired - Fee Related
- 1998-01-06 NO NO980064A patent/NO980064L/no not_active Application Discontinuation
- 1998-01-07 KR KR1019980000161A patent/KR100523677B1/ko not_active IP Right Cessation
Also Published As
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KR19980070366A (ko) | 1998-10-26 |
JPH10245575A (ja) | 1998-09-14 |
EP0857776A1 (fr) | 1998-08-12 |
CA2226278A1 (fr) | 1998-07-07 |
ES2183073T5 (es) | 2007-10-16 |
ATE223953T1 (de) | 2002-09-15 |
DE59708189D1 (de) | 2002-10-17 |
CA2226278C (fr) | 2006-10-24 |
EP0857776B1 (fr) | 2002-09-11 |
NO980064D0 (no) | 1998-01-06 |
NO980064L (no) | 1998-07-08 |
ES2183073T3 (es) | 2003-03-16 |
JP4132167B2 (ja) | 2008-08-13 |
US5998530A (en) | 1999-12-07 |
KR100523677B1 (ko) | 2006-01-27 |
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