EP2449063B2 - Terpolymer mit ethylen/vinylacetat/ungesättigten estern als zusatz für erhöhte kälteresistenz von flüssigen kohlenwasserstoffen wie mitteldestillate und brennstoffe - Google Patents

Terpolymer mit ethylen/vinylacetat/ungesättigten estern als zusatz für erhöhte kälteresistenz von flüssigen kohlenwasserstoffen wie mitteldestillate und brennstoffe Download PDF

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EP2449063B2
EP2449063B2 EP10734559.7A EP10734559A EP2449063B2 EP 2449063 B2 EP2449063 B2 EP 2449063B2 EP 10734559 A EP10734559 A EP 10734559A EP 2449063 B2 EP2449063 B2 EP 2449063B2
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Prior art keywords
mol
terpolymer
fuels
ppm
vinyl acetate
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EP2449063B1 (de
EP2449063A1 (de
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Erwan Chevrot
Laurent Dalix
Frédéric Tort
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TotalEnergies Marketing Services SA
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Total Marketing Services SA
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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
    • 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
    • C10L1/192—Macromolecular compounds
    • 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
    • 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
    • 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
    • C10L10/16—Pour-point depressants
    • 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
    • C10L2200/00—Components of fuel compositions
    • C10L2200/04—Organic compounds
    • C10L2200/0407—Specifically defined hydrocarbon fractions as obtained from, e.g. a distillation column
    • C10L2200/043—Kerosene, jet fuel
    • 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
    • C10L2200/00—Components of fuel compositions
    • C10L2200/04—Organic compounds
    • C10L2200/0407—Specifically defined hydrocarbon fractions as obtained from, e.g. a distillation column
    • C10L2200/0438—Middle or heavy distillates, heating oil, gasoil, marine fuels, residua
    • 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
    • C10L2200/00—Components of fuel compositions
    • C10L2200/04—Organic compounds
    • C10L2200/0407—Specifically defined hydrocarbon fractions as obtained from, e.g. a distillation column
    • C10L2200/0438—Middle or heavy distillates, heating oil, gasoil, marine fuels, residua
    • C10L2200/0446—Diesel
    • 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
    • C10L2200/00—Components of fuel compositions
    • C10L2200/04—Organic compounds
    • C10L2200/0461—Fractions defined by their origin
    • C10L2200/0469—Renewables or materials of biological origin
    • C10L2200/0476—Biodiesel, i.e. defined lower alkyl esters of fatty acids first generation biodiesel

Definitions

  • the invention relates to the use of copolymers of ethylene, vinyl acetate and ethyl-2-hexyl acrylate as additives improving the cold behavior of fuels and lubricants as well as fuel oils and packages containing these copolymers.
  • the hydrocarbon compositions in particular based on middle distillate type containing paraffin waxes, such as, for example, diesel fuels and heating oils exhibit a significant reduction in their flow properties. It is well known that the crystallization of paraffins is a limiting factor in the use of middle distillates. Also, it is important to prepare diesel fuels adapted to the temperatures at which they will be used in motor vehicles, that is to say to the surrounding climate. Generally, cold operability of fuels at -10 ° C is sufficient in many warm or temperate countries. But in countries with cold climates, such as the Scandinavian countries, Canada and the countries of North Asia, one can reach temperatures of use of fuels well below -20 ° C.
  • CFI cold flow improvers
  • CFI additives see for example US 3,048,479 , US 3,627,838 , US 3,790,359 , US 3,961,961 , EP 261 957 ) which are in general copolymers of ethylene and unsaturated ester, such as ethylene / vinyl acetate (EVA), ethylene / vinyl propionate (EVP), ethylene / vinyl ethanoate (EVE), ethylene / vinyl methacrylate copolymers methyl (EMMA), and ethylene / alkyl fumarate.
  • EVA ethylene / vinyl acetate
  • EVE ethylene / vinyl propionate
  • EVE ethylene / vinyl ethanoate
  • EMMA ethylene / vinyl methacrylate copolymers methyl
  • alkyl fumarate ethylene / alkyl fumarate
  • the prior art also provides mixtures of conventional CFI additives of ethylene / unsaturated ester type with lubricating agents (esters of mono- or polycarboxylic acid and of mono- or polyalcohols (see for example EP 721 492 ), with anti-sedimentation agents (see for example FR 2 490 669 ), with ethers (see for example US 3,999,960 , EP187 488 ).
  • lubricating agents esters of mono- or polycarboxylic acid and of mono- or polyalcohols
  • anti-sedimentation agents see for example FR 2 490 669
  • ethers see for example US 3,999,960 , EP187 488 .
  • CFI additives are also found which are terpolymers or copolymers derived from more than 3 distinct monomers.
  • US 6,509,424 describes a process for preparing ethylene terpolymers and at least two compounds containing ethylenic unsaturations, such as vinyl esters, (meth) acrylic esters, alkyl vinyl ethers in a tubular reactor. These terpolymers can be used as additives to improve the cold flow of oils and petroleum distillates.
  • terpolymers comprising 40 to 89% by weight of ethylene, 10 to 40% by weight of vinyl ester derived from short chain carboxylic acid (C2-C4), such as vinyl acetate, and unsaturated monoesters having a C10-C22 alkyl chain); these terpolymers are used as additives to lower the pour point of petroleum distillates and as anti-wax agents and to improve their filterability.
  • C2-C4 short chain carboxylic acid
  • unsaturated monoesters having a C10-C22 alkyl chain unsaturated monoesters having a C10-C22 alkyl chain
  • WO 2005/054314 discloses useful alpha olefin, vinyl ester and alpha-beta unsaturated monocarboxylic acid ester terpolymers. Exemplified are terpolymers, particularly preferred by Applicant, which contain more than 80 mole% ethylene and less than 9 mole% vinyl acetate. However, these terpolymers containing less than 9% by moles of vinyl acetate, although having an effect on the reduction of the TLF for middle distillates containing more than 18% of n-paraffins, are not satisfactory as far as concerns on the one hand solubility and on the other apart from the tendency to clogging (or filterability at room temperature): damaging filter clogging is observed.
  • EP 1,391,498 describes additives improving the low temperature fluidity of middle distillates which are vinyl polymers (A), preferably ethylene-vinyl ester copolymers, in which the amount of material insoluble in hexane exceeds 60% by weight at -20 ° C and is less than 30% by weight at 10 ° C;
  • the examples of EP 1,391,498 clearly show that the filterability temperature (CFPP) is lowered for copolymers and terpolymers in which the amount of material insoluble in hexane exceeds 60% by weight at -20 ° C and is less than 30% by weight at 10 ° C by compared to copolymers and terpolymers having the same repeating units present in the same proportions but in which the amount of material insoluble in hexane is outside the claimed range;
  • the exemplified copolymers are EVA copolymers and ethylene-vinyl acetate-neodecanoate or 2-ethylhexanoate vinyl terpolymers
  • the present invention relates to the use of copolymers as additives improving the cold resistance of fuels (CFI additives); these copolymers are terpolymers of ethylene, vinyl acetate and 2-ethylhexyl acrylate.
  • the copolymers according to the invention which are random copolymers have a number molecular mass (Mw) measured by GPC generally between 3,000 and 30,000, and a number average molecular mass (Mn) measured by GPC generally between 1,000 and 15,000.
  • copolymers can be prepared in a known manner by any polymerization process, (see for example, Ullmann's Encyclopedia of Industrial Chemistry, 5th Edition, "Waxes", Vol. A 28, p.146 ; US 3,627,838 ; EP 7,590 ) in particular by radical polymerization, preferably under high pressure, typically of the order of 1000 to 3000 bars (100 to 300 MPa), preferably from 1500 to 2000 bars (150 to 200 MPa), the temperatures of reaction generally ranging from 160 to 320 ° C, preferably from 200 to 280 ° C, and in the presence of at least one radical initiator generally chosen from organic peroxides and / or oxygen or nitrogen compounds, and a molecular weight regulator (ketone or aliphatic aldehyde, ).
  • the copolymers can for example be prepared in a tubular reactor according to the process described in US 6,509,424 .
  • Hydrocarbon-based compositions in which the copolymers according to the invention are incorporated are chosen from all types of fuel oils or fuels, such as diesel fuels, domestic fuel oils for heating installations (FOD), kerosene, aviation fuel oils, heavy fuel oils, etc.
  • fuel oils or fuels such as diesel fuels, domestic fuel oils for heating installations (FOD), kerosene, aviation fuel oils, heavy fuel oils, etc.
  • the sulfur content of the hydrocarbon compositions is less than 5000 ppm, preferably less than 500 ppm, and more preferably less than 50 ppm, or even less than 10 ppm and advantageously without sulfur.
  • the hydrocarbon-based compositions comprise middle distillates with a boiling point of between 100 and 500 ° C; their starting crystallization temperature Tcc is often greater than or equal to -20 ° C, generally between -15 ° C and + 10 ° C.
  • These distillates can for example be chosen from the distillates obtained by direct distillation of crude hydrocarbons, the vacuum distillates, the hydrotreated distillates, the distillates resulting from the catalytic cracking and / or the hydrocracking of vacuum distillates, the distillates resulting from ARDS-type conversion processes (by desulfurization of atmospheric residue) and / or visbreaking, distillates resulting from the upgrading of Fischer Tropsch cuts, distillates resulting from the BTL (biomass to liquid) conversion of plant and / or animal biomass, taken alone or in combination and / or the esters of vegetable and animal oils or their mixtures.
  • BTL biomass to liquid
  • the hydrocarbon compositions can also contain distillates resulting from more complex refining operations than those resulting from the direct distillation of hydrocarbons which can for example come from cracking, hydrocracking and / or catalytic cracking processes and visbreaking processes.
  • These new fuel bases can be used alone or as a mixture with conventional petroleum middle distillates as fuel base and / or domestic fuel oil base; they generally comprise long paraffinic chains greater than or equal to 10 carbon atoms and preferably from C14 to C30.
  • copolymers as defined above with Mw between 5,000 and 27,000 and with Mn between 1,500 and 22,000, preferably with Mw between 5,000 and 25,000 and Mn between 1,500 and 20,000 are particularly effective. when they are incorporated into light middle distillates and / or low sulfur content (typically less than 50 ppm) and / or low starting crystallization temperature (typically up to -20 ° C).
  • light middle distillates distillates in which the content of n-paraffins having 24 carbon atoms or more ranges from 0 to approximately less than 0.7% by weight of the total fuel composition; in which the C18-C23 n-paraffins represent approximately 3 to approximately 5% of the total weight of the fuel and in which the mass ratio of the C18-C23 n-paraffins relative to the C24 and more paraffins generally ranges from 10 to 35.
  • Copolymers of Mw between 5,000 and 10,000 and with Mn between 1,500 and 8,000, preferably with Mw between 5,000 and 8,000 and Mn between 1,500 and 5,000 are particularly effective when they are used.
  • heavy middle distillates distillates in which the content of n-paraffins having 24 carbon atoms or more ranges from about 0.7 to about 2% by weight of the total fuel composition; in which the C18-C23 n-paraffins represent approximately 1 to approximately 10% of the total weight of the fuel and in which the mass ratio of C18-C23 n-paraffins to C24 + paraffins generally ranges from 1 to 10.
  • copolymers can be added as such in the hydrocarbon compositions or preferably in the form of concentrated solutions, in particular solutions containing from 50 to 80%, preferably from 60 to 70% by weight of copolymer (s) in a solvent, such as aliphatic or aromatic hydrocarbons, alone or as a mixture (naphtha, kerosene, hydrocarbon fractions, such as Solvesso solvent, paraffinic hydrocarbons, such as pentane, hexane.
  • a solvent such as aliphatic or aromatic hydrocarbons, alone or as a mixture (naphtha, kerosene, hydrocarbon fractions, such as Solvesso solvent, paraffinic hydrocarbons, such as pentane, hexane.
  • the hydrocarbon compositions comprise from 10 to 5,000 ppm by weight of at least one copolymer described above optionally, preferably from 100 to 1,000 ppm, and advantageously from 150 to 500 ppm.
  • the hydrocarbon compositions may also contain one or more other additives other than the copolymers according to the invention, chosen from detergents, anti-corrosion agents, dispersants, demulsifiers, anti-foam agents, biocides, reodorants, procetane additives, friction modifiers, lubricity additives or lubricity additives, combustion aids (catalytic combustion and soot promoters) , agents improving the cloud point, the pour point, the limit temperature of filterability, anti-sedimentation agents, anti-wear agents and / or agents modifying the conductivity.
  • additives other additives other than the copolymers according to the invention, chosen from detergents, anti-corrosion agents, dispersants, demulsifiers, anti-foam agents, biocides, reodorants, procetane additives, friction modifiers, lubricity additives or lubricity additives, combustion aids (catalytic combustion and soot promoters) , agents improving the cloud point, the pour point
  • additives are generally added in an amount ranging from 100 to 1000 ppm (each).
  • the improved cold resistance additives according to the invention can be added to the hydrocarbon compositions within the refinery, and / or be incorporated downstream of the refinery, optionally as a mixture with other additives, in the form of a package. or package of additives.
  • GOM 1 and GOM 2 The ability to improve the cold resistance of these terpolymers is evaluated by incorporating them into 2 distillates of motor diesel type called GOM 1 and GOM 2, the characteristics of which are given in Table 2 below.
  • Table 2 Fuel characteristics ASTM D86 Distillation GOM 1 GOM 2 T90-T20 (° C) 129.6 100.4 PF-T90 (° C) 19.5 24.9 T95 (° C) 353.5 362.4 Cloud point (° C) NF EN 23015 -6 -4 TLF (° C) EN 116 -6 -7 Pour point (° C) NF T 60105 -15 -10 Paraffin content (% mass) Chromatography 14.72 14.68 TCC (° C) IP 389 -6.2 -6.3 Sulfur content (ppm) EN ISO 20846 18.6 38
  • the terpolymer 17 according to the invention is the most effective on gas oil GOM 1. Moreover, from the results of Table 3, it is noted that the terpolymer 17 added at a rate of 400 ppm in GOM 1 does not degrade. the tendency to clogging. This is not the case with the comparative terpolymers 6; 7; 16 and 18 according to WO 2005/054314 which strongly degrade the tendency to clogging measured according to IP 387 and are not as effective in TLF as additive 17 of the invention.

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Combustion & Propulsion (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Claims (9)

  1. Verwendung, als Additiv zur Erhöhung der Kälteresistenz und der Filtrierbarkeit von Kraftstoffen, mindestens eines Terpolymers, umfassend von Ethylen stammende Einheiten, von Vinylacetat stammende Einheiten und von Ethyl-2-hexylacrylat stammende Einheiten, umfassend:
    - von 81 bis 87 Mol-% Ethylen,
    - von 10,5 bis weniger als 12 Mol-% Vinylacetat,
    - von 1 bis 8,5 Mol-% Ethyl-2-hexylacrylat,
    wobei das Terpolymer in ein Viereck A1BC1D eingeschrieben wird, wobei A1, B, C1 und D die Eckpunkte des Vierecks darstellen und Molprozentsätzen von Vinylacetat und von Ethyl-2-hexylacrylat entsprechen:
    A1: 12 ; 2
    B: 12 ; 6
    C1: 10,5 ; 5
    D: 10,5 ; 8,5.
  2. Verwendung nach Anspruch 1 mindestens eines Terpolymers mit einer Zahlen-Molmasse (Mw), gemessen durch GPC, zwischen 3 000 und 30 000, vorzugsweise 3 000 bis 20 000, und einer zahlenmittleren Molmasse (Mn), gemessen durch GPC, allgemein zwischen 1 000 und 20 000, vorzugsweise von 1 500 bis 15 000.
  3. Verwendung nach einem der Ansprüche 1 bis 2 mindestens eines Terpolymers als Additiv zur Erhöhung der Kälteresistenz und der Filtrierbarkeit ohne Verschlechterung der Blockiertendenz von Mitteldestillaten, wie Dieselkraftstoffen, Heizöl für Heizinstallationen (FOD), Kerosin, Flugzeugkraftstoffen, Schwerölen.
  4. Verwendung nach einem der Ansprüche 1 bis 3 mindestens eines Terpolymers als Additiv zur Erhöhung der Kälteresistenz und der Filtrierbarkeit von Kraftstoffen, deren Schwefelgehalt kleiner ist als 5 000 ppm, vorzugsweise kleiner als 500 ppm, bevorzugter kleiner als 50 ppm, sogar kleiner als 10 ppm, und vorteilhaft von Kraftstoffen ohne Schwefel.
  5. Kohlenwasserstoffzusammensetzung, umfassend eine mehrheitliche Menge eines Mitteldestillats mit einer Siedetemperatur von 100 bis 500°C und von 10 bis 5 000 ppm, bezogen auf das Gewicht, mindestens eines Terpolymers, umfassend von Ethylen stammende Einheiten, von Vinylacetat stammende Einheiten und von Ethyl-2-hexylacrylat stammende Einheiten, umfassend:
    - von 81 bis 87 Mol-% Ethylen,
    - von 10,5 bis weniger als 12 Mol-% Vinylacetat,
    - von 1 bis 8,5 Mol-% 2-Ethylhexylacrylat,
    wobei das Terpolymer in ein Viereck A1BC1D eingeschrieben wird, wobei A1, B, C1 und D die Eckpunkte des Vierecks darstellen und Molprozentsätzen von Vinylacetat und von Ethyl-2-hexylacrylat entsprechen:
    A1: 12 ; 2
    B: 12 ; 6
    C1: 10,5 ; 5
    D: 10,5 ; 8,5.
  6. Zusammensetzung nach Anspruch 5, dadurch gekennzeichnet, dass diese Biodiesel tierischen und/oder pflanzlichen Ursprungs enthält.
  7. Zusammensetzung nach Anspruch 5 oder 6, dadurch gekennzeichnet, dass diese ausgewählt ist aus Dieselkraftstoffen, Heizöl für Heizinstallationen (FOD), Kerosin, Flugzeugkraftstoffen, Schwerölen.
  8. Zusammensetzung nach einem der Ansprüche 5 bis 7, dadurch gekennzeichnet, dass diese 100 bis 1 000 ppm, bezogen auf das Gewicht, des Terpolymers umfasst, vorzugsweise von 150 bis 500 ppm.
  9. Zusammensetzung nach einem der Ansprüche 5 bis 8, dadurch gekennzeichnet, dass diese ein oder mehrere andere Additive als die Terpolymere gemäß der Erfindung umfasst, ausgewählt aus Detergenzien, Antikorrosionsmitteln, Dispergiermitteln, Demulgatoren, Antischaummitteln, Bioziden, Reodorantien, Cetanzahl-Verbesserern, Friktionsmodifikatoren, Schmieradditiven oder Schmierfähigkeitsadditiven, Verbrennungshilfsmitteln (katalytischen Verbrennungspromotoren und Ruß), Mitteln zur Verbesserung des Trübungspunkts, des Fließpunkts, der Grenztemperatur der Filtrierbarkeit, Antisedimentationsmitteln, Antiverschleißmitteln und/oder Leitfähigkeitsmodifikatoren.
EP10734559.7A 2009-07-03 2010-06-25 Terpolymer mit ethylen/vinylacetat/ungesättigten estern als zusatz für erhöhte kälteresistenz von flüssigen kohlenwasserstoffen wie mitteldestillate und brennstoffe Active EP2449063B2 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR0903278A FR2947558B1 (fr) 2009-07-03 2009-07-03 Terpolymere et 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
PCT/IB2010/052922 WO2011001352A1 (fr) 2009-07-03 2010-06-25 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

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EP2449063A1 EP2449063A1 (de) 2012-05-09
EP2449063B1 EP2449063B1 (de) 2018-11-21
EP2449063B2 true EP2449063B2 (de) 2021-07-28

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US (1) US20120102825A1 (de)
EP (1) EP2449063B2 (de)
JP (1) JP2012532225A (de)
KR (1) KR102002887B1 (de)
CN (1) CN102549120A (de)
AR (1) AR077631A1 (de)
AU (1) AU2010267626B2 (de)
BR (1) BRPI1016080B1 (de)
CA (1) CA2765245C (de)
CL (1) CL2011003342A1 (de)
EA (1) EA201270129A1 (de)
ES (1) ES2706903T5 (de)
FR (1) FR2947558B1 (de)
MX (1) MX363328B (de)
PT (1) PT2449063T (de)
SG (1) SG177381A1 (de)
TW (1) TWI496883B (de)
WO (1) WO2011001352A1 (de)
ZA (1) ZA201109307B (de)

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DE10356595A1 (de) * 2003-12-04 2005-06-30 Basf Ag Brennstoffölzusammensetzungen mit verbesserten Kaltfließeigenschaften
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
WO2012130535A1 (en) * 2011-03-25 2012-10-04 Evonik Rohmax Additives Gmbh A composition to improve oxidation stability of fuel oils
FR2987052B1 (fr) 2012-02-17 2014-09-12 Total Raffinage Marketing Additifs ameliorant la resistance a l'usure et au lacquering de carburants de type gazole ou biogazole
FR3005061B1 (fr) 2013-04-25 2016-05-06 Total Raffinage Marketing Additif pour ameliorer la stabilite a l'oxydation et/ou au stockage de carburants ou combustibles hydrocarbones liquides
AR100387A1 (es) * 2014-02-18 2016-10-05 Basf Se Copolímeros que comprenden etileno, ésteres de vinilo y ésteres de ácido (met)acrílico, sus formulaciones y usos como depresor del punto de fluidez, inhibidor de cera y potenciador de flujo para petróleos crudos
TWI576384B (zh) * 2014-11-25 2017-04-01 鴻明環保科技股份有限公司 高植物源含量之乙烯-醋酸乙烯共聚物混合物發泡材料、其製造方法及應用
CN105733712B (zh) * 2014-12-08 2017-12-05 中国石油天然气股份有限公司 用于航空生物燃料的润滑减磨添加剂
JP7585615B2 (ja) * 2019-03-25 2024-11-19 東ソー株式会社 樹脂組成物および蓋材用フィルム
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CA2765245C (fr) 2017-07-25
FR2947558A1 (fr) 2011-01-07
TW201116617A (en) 2011-05-16
CA2765245A1 (fr) 2011-01-06
BRPI1016080A2 (pt) 2016-05-10
US20120102825A1 (en) 2012-05-03
AU2010267626A1 (en) 2012-02-02
EP2449063B1 (de) 2018-11-21
AR077631A1 (es) 2011-09-14
PT2449063T (pt) 2019-02-04
KR20120040161A (ko) 2012-04-26
ZA201109307B (en) 2012-09-26
KR102002887B1 (ko) 2019-07-23
MX363328B (es) 2019-03-20
EP2449063A1 (de) 2012-05-09
TWI496883B (zh) 2015-08-21
AU2010267626B2 (en) 2016-05-12
CN102549120A (zh) 2012-07-04
CL2011003342A1 (es) 2012-07-06
MX2012000172A (es) 2012-02-28
EA201270129A1 (ru) 2012-05-30
ES2706903T3 (es) 2019-04-01
ES2706903T5 (es) 2021-12-14
SG177381A1 (en) 2012-02-28
BRPI1016080B1 (pt) 2018-10-16
JP2012532225A (ja) 2012-12-13
WO2011001352A1 (fr) 2011-01-06

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