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EP0045342A1 - Fuel composition with particular fluidity at low temperatures - Google Patents

Fuel composition with particular fluidity at low temperatures Download PDF

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Publication number
EP0045342A1
EP0045342A1 EP80890087A EP80890087A EP0045342A1 EP 0045342 A1 EP0045342 A1 EP 0045342A1 EP 80890087 A EP80890087 A EP 80890087A EP 80890087 A EP80890087 A EP 80890087A EP 0045342 A1 EP0045342 A1 EP 0045342A1
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Prior art keywords
ethylene
fuel composition
vinyl acetate
composition according
low temperatures
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EP80890087A
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German (de)
French (fr)
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EP0045342B1 (en
Inventor
Wolfgang Dr. Nette
Hiltrud Dr. Täubert
Leo Dipl. Chem. Schlemmer
Manfred Dipl. Chem. Gebauer
Gerhard Uhlig
Jürgen Dr. Welker
Lutz Dipl. Chem. Döscher
Konrad Dr. Bormann
Günter Dipl. Ing. Stirnal
Heinz Dipl. Chem. Limmer
Annelies Dipl. Chem. Gerstmeyer
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Leuna Werke GmbH
Leuna Werke Walter Ulbright Germany VEB
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Leuna Werke GmbH
Leuna Werke Walter Ulbright Germany VEB
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Application filed by Leuna Werke GmbH, Leuna Werke Walter Ulbright Germany VEB filed Critical Leuna Werke GmbH
Priority to AT80890087T priority Critical patent/ATE5599T1/en
Priority to EP80890087A priority patent/EP0045342B1/en
Priority to DE8080890087T priority patent/DE3065883D1/en
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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, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/192—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

Definitions

  • the present invention relates to heating or fuel mixtures, in particular middle distillates, with an addition of polymers which improves the fluidity of the mixture at low temperatures.
  • paraffins contained in the middle distillates are capable of crystallization and precipitate at low temperatures, gradually agglomerate into larger structures and ultimately reduce the flow and pumpability as well as the filterability, so that the Use of the oils is restricted.
  • ethylene copolymers especially ethylene-vinyl-acetal copolymers, as flow improvers for middle distillates in the concentration range 0.001 to 1% by mass, the average molar mass from 500 to 50,000 and the comonomer content from 1 to 60% by mass is generally known ( DE-PS 1 1 47 799, DE-OS 1 162 630, DE-AS 1 645 873, DE-OS 2.227 786).
  • the compounds used as inoculants have a molecular weight of 500 to 30,000 and preferably 500 to 10,000, and the compounds used as crystallization inhibitors have a molecular weight of 1,200 to 20,000 and preferably 1,200 to 6,000.
  • various copolymers of ethylene and vinyl acetate are used, the ratio between the concentration of the vinyl acetate and the molecular weight of the copolymer being particularly important.
  • the object of the invention is to improve the cold behavior of heating or fuel mixtures by adding special polymers, the presence of which improves fluidity and pumpability at low temperatures.
  • This object is achieved in that heating or fuel mixtures with a boiling range above 453 K ethylene-vinyl acetate copolymers with an average molecular weight of 500 to 50,000 and a comonomer content of 1 to 60% by mass in amounts of 0.001 to 1% by mass , based on the mixture, is added and, according to the invention, 0.001 to 0.5% by weight of an ethylene copolymer with an average molecular mass (number average) of 500 to 5,000, preferably 1,000 to 3,500, and a comonomer content of 25 to 60% by weight. -% used, which has 3 to 10 long chain branches per 10 4 carbon atoms.
  • the long-branch branches have a chain length of at least 100 G atoms and are sometimes considerably longer. This clearly distinguishes them from the short-chain branches known from other flow improvers, which preferably consist of methyl groups.
  • Ethylene-vinyl acetate copolymers with an average molecular mass (number average) of 1,000 to 3,500, a vinyl acetate content of 35 to 50% by weight and 4 to 8 long-chain branches per 10 4 carbon atoms have proven to be particularly suitable. These copolymers show a good dissolution behavior in most aromatic solvents, so that the additives can be added both in the form of a concentrate in an aromatic solvent or solvent mixture and directly in the fuel.
  • copolymers show hardly any impairment of the action due to repeated cooling and heating, since they show good dissolution behavior.
  • the ethylene-vinyl acetate copolymers used according to the invention have both the necessary polymethylene segments, which are interrupted by the vinyl acetate units, but which can be incorporated into the lattice of the wax crystals at the defects, and also have voluminous groups due to the long chain branches, which complicate the further incorporation of the paraffins contained in the middle distillates at the defects in the lattice and thus reduce further crystal growth.
  • the ethylene-vinyl acetate copolymers used can be provided with further space-filling substituents by obtaining them by saponification and subsequent esterification with long-chain saturated fatty acids, such as, for example, 2-ethylhexyl acid, isobutylacrylic acid, lauryl acrylic acid or phthalic acid.
  • long-chain saturated fatty acids such as, for example, 2-ethylhexyl acid, isobutylacrylic acid, lauryl acrylic acid or phthalic acid.
  • a diesel fuel with a boiling range of 473 to 628 K, a pour point of 261 K and a CFFP of 266 K was used.
  • An ethylene-vinyl acetate copolymer with a vinyl acetate content of 38 mass%, a number-average molecular weight of 2650 and 5 long chain branches per 10 4 carbon atoms was added to this fuel in the form of a solution. The following results were obtained:
  • a diesel fuel with a boiling range of 471 to 615 K, a pour point of 269 K and a CFPP of 267 K was used.
  • An ethylene-vinyl acetate copolymer with a vinyl acetate content of 44% by mass, a number-average molecular weight of 1870 and 8 long-chain branches per 10 4 C atoms was added to this fuel in the form of a solution. The following results were obtained:
  • a heating oil HE-D (according to TGL 3667) with a pour point of 286 K was an ethylene-vinyl acetate copolymer with a vinyl acetate content of 44 mass%, a number average molecular weight of 1870 and 8 long chain branches per 10 4 C atoms added. The following results were obtained:

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Solid Fuels And Fuel-Associated Substances (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

1. Fuel composition with improved flow at low temperatures, consisting of heating fuels or engine fuels with a boiling range of above 453 K and of ethylene copolymers, characterized in that the fuel composition contains 0.001 to 0.5 % by weight of an ethylene copolymer having a number-average means molecular weight of 500 to 5,000, preferably 1,000 to 3,500, and a comonomer content of 25 to 60 % by weight, which copolymer has 3 to 10 long-chain branches per 10**4 C atoms.

Description

Kraftstoffzusammensetzung mit verbessertem Fließvermögen bei tiefen TemperaturenFuel composition with improved fluidity at low temperatures

Die vorliegende Erfindung bezieht sich auf Heiz- oder Treibstoffmischungen, insbesondere Mitteldestillate, mit einem Zusatz an Polymeren, der das Fließvermögen der Mischung bei tiefen Temperaturen verbessert.The present invention relates to heating or fuel mixtures, in particular middle distillates, with an addition of polymers which improves the fluidity of the mixture at low temperatures.

Die in den Mitteldestillaten (Siedebereich 453 - 673 K bzw. 180 bis 400°C) enthaltenen Paraffine sind kristallisationsfähig und fallen bei tiefen Temperaturen aus, agglomerieren allmählich zu größeren Gebilden und setzen schließlich die Fließ- und Pumpfähigkeit sowie die Filtrierbarkeit herab, so daß die Verwendung der Öle eingeschränkt wird.The paraffins contained in the middle distillates (boiling range 453 - 673 K or 180 to 400 ° C) are capable of crystallization and precipitate at low temperatures, gradually agglomerate into larger structures and ultimately reduce the flow and pumpability as well as the filterability, so that the Use of the oils is restricted.

Es ist seit langem bekannt, daß eine Reihe von Polymeren, wie chlorierte Polyäthylene, Äthylen-Propylen-Misohpolymere, Kopolymere aus Äthylen mit Akrylestern oder Vinylestern, flüssige Kondensationsprodukte aus mehrfach ungesättigten Monoestern und aromatischen Kohlenwasserstoffen, Polyolefine, Polyestergemische, Polymethacrylate, Säureamide, alkylierte Naphthene allein oder im Gemisch, das Kälteverhalten von Mitteldestillaten und damit den Gebrauchswert erhöhen (H.Gonaermann und H.H. Giere, Chemiker Zeitung 97 (1973) 9 S. 462 - 469).It has long been known that a number of polymers, such as chlorinated polyethylene, ethylene-propylene-miso polymers, copolymers of ethylene with acrylic esters or vinyl esters, liquid condensation products from polyunsaturated monoesters and aromatic hydrocarbons, polyolefins, polyester mixtures, polymethacrylates, acid amides, alkylated naphthenes, alone or in a mixture, increase the low-temperature behavior of middle distillates and thus the utility value (H.Gonaermann and HH Giere, Chemiker Zeitung 97 (1973) 9 pp. 462 - 469).

Der Einsatz von Äthylen-Kopolymeren, speziell Äthylen-Vinyl- acet-Kopolymeren, als Fließverbesserer für Mitteldestillate in dem Konzentrationsbereich 0,001 bis 1 Masse%, der mittleren Molmasse von 500 bis 50 000 und dem Komonomerengehalt von 1 bis 60 Masse% ist allgemein bekannt (DE-PS 1 147 799, DE-OS 1 162 630, DE-AS 1 645 873, DE-OS 2.227 786).The use of ethylene copolymers, especially ethylene-vinyl-acetal copolymers, as flow improvers for middle distillates in the concentration range 0.001 to 1% by mass, the average molar mass from 500 to 50,000 and the comonomer content from 1 to 60% by mass is generally known ( DE-PS 1 1 47 799, DE-OS 1 162 630, DE-AS 1 645 873, DE-OS 2.227 786).

Es ist auch bekannt (DT-AS 1 914 756), als Fließverbesserer Kopolymere zu benutzen, in denen bei der Herstellung durch die Begrenzung der Polymerisationstemperatur der Grad der Verzweigungen eingestellt wird. Bei diesen Verzweigungen handelt es sich um sog. Kurzkettenverzweigungen oder Äthylenseitenketten. Diese bilden sich an dem Hauptkettenmolekäl nach dem sogenannten "backbiting"-Mechanismus und enthalten 4 bis 6 C-Atome.It is also known (DT-AS 1 914 756) to use copolymers as flow improvers in which the degree of branching is set during production by limiting the polymerization temperature. These branches are so-called short chain branches or ethylene side chains. These form on the main chain molecule according to the so-called "backbiting" mechanism and contain 4 to 6 carbon atoms.

Diese Art von Verzweigungen beeinträchtigt die Wirksamkeit von Fließverbessern, da sie zum einen den Einbau des Polymeren in die Störstellen des Wachskristallgitters erschweren und zum anderen das weitere Anwachäen von Wachskristallen (Abschirmeffekt) nicht genügend verhindern.This type of branching impairs the effectiveness of flow improvers because, on the one hand, they make it more difficult for the polymer to be incorporated into the impurities in the wax crystal lattice and, on the other hand, they do not sufficiently prevent wax crystals from further waxing (shielding effect).

Es ist weiterhin bekannt, daß man Mitteldestillate mit verbessertem Tieftemperaturverhalten erhalten kann, wenn man sie mit einer Kobination von

  • a) 1 bis 20 Gewichtsteilen einer als Kristallisationsverbesserer oder Impfkeime wirksamen polymeren Verbindung und
  • b) 1 bis 99 Gewichtsteilen einer als Wachskristallisationshemmer wirksamen polymeren Verbindung

versetzt (DT-OS-2 206 719).It is also known that middle distillates with improved low-temperature behavior can be obtained if they are combined with
  • a) 1 to 20 parts by weight of a polymeric compound effective as a crystallization improver or seed and
  • b) 1 to 99 parts by weight of a polymeric compound effective as a wax crystallization inhibitor

offset (DT-OS-2 206 719).

Im allgemeinen weisen die als Impfkeime eingesetzten Verbindungen ein Molekulargewicht von 500 bis 30 000 und vorzugsweise 500 bis 10 000 und die als Kristallisationshemmer eingesetzten Verbindungen ein Molekulargewicht von 1 200 bis 20 000 und vorzugsweise 1 200 bis 6 000 auf. In den bevorzugten Ausführungsformen werden verschiedene Kopolymere aus Äthylen und Vinylacetat eingesetzt, wobei das Verhältnis zwischen der Konzentration des Vinylacetates und dem Molekulargewicht des Kopolymeren besonders wichtig ist.In general, the compounds used as inoculants have a molecular weight of 500 to 30,000 and preferably 500 to 10,000, and the compounds used as crystallization inhibitors have a molecular weight of 1,200 to 20,000 and preferably 1,200 to 6,000. In the preferred embodiments, various copolymers of ethylene and vinyl acetate are used, the ratio between the concentration of the vinyl acetate and the molecular weight of the copolymer being particularly important.

Aufgabe der Erfindung ist die Verbesserung des Kälteverhaltens von Heiz- oder Treibstoffmischungen durch Zusatz spezieller Polymerer, durch deren Gegenwart das Fließvermögen und die Pumpfähigkeit bei tiefen Temperaturen verbessert werden.The object of the invention is to improve the cold behavior of heating or fuel mixtures by adding special polymers, the presence of which improves fluidity and pumpability at low temperatures.

Diese Aufgabe wird dadurch gelöst, daß man Heiz- oder Treibstoffmischungen mit einem Siedebereich oberhalb von 453 K Äthylen-Vinylacetat-Kopolymere mit einer mittleren Molmasse von 500 bis 50 000 und einem Komonomerengehalt von 1 bis 60 Masse% in Mengen von 0,001 bis 1 Masse%, bezogen auf die Mischung, zusetzt und dabei erfindungsgemäß 0,001 bis 0,5 Gew.-% eines Äthylenkopolymeren mit einer mittleren Molekularmasse (Zahlenmittel) von 500 bis 5 000, vorzugsweise 1 000 bis 3 500, und einen Komonomerengehalt von 25 bis 60 Gew.-% verwendet, das 3 bis 10 Langkettenverzweigungen pro 104 C-Atome besitzt.This object is achieved in that heating or fuel mixtures with a boiling range above 453 K ethylene-vinyl acetate copolymers with an average molecular weight of 500 to 50,000 and a comonomer content of 1 to 60% by mass in amounts of 0.001 to 1% by mass , based on the mixture, is added and, according to the invention, 0.001 to 0.5% by weight of an ethylene copolymer with an average molecular mass (number average) of 500 to 5,000, preferably 1,000 to 3,500, and a comonomer content of 25 to 60% by weight. -% used, which has 3 to 10 long chain branches per 10 4 carbon atoms.

Die Langkenenverzweigungen besitzen eine Kettenlänge von mindestens 100 G-Atomen und sind teilweise beträchtlich länger. Damit unterscheiden sie sich deutlich von den Kurzkettenverzweigungen, die bei anderen Fließverbesserern bekannt sind und vorzugsweise aus Methylgruppen bestehen. Es haben sich besonders Äthylen-Vinylacetat-Kopolymere mit einer mittleren Molekularmasse (Zahlenmittel) von 1 000 bis 3 500, einem Vinylacetatgehalt von 35 bis 50 Gew.-% und 4 bis 8 Langkettenverzweigungen pro 104 C-Atome als geeignet erwiesen. Diese Kopolymeren zeigen ein gutes Lösungsverhalten in den meisten aromatischen Lösungsmitteln, so daß die Zusatzstoffe sowohl in Form eines Konzentrates in einem aromatischen Lösungsmittel beziehungsweise Lösungsmittelgemisch als auch direkt in den Kraftstoff gegeben werden können.The long-branch branches have a chain length of at least 100 G atoms and are sometimes considerably longer. This clearly distinguishes them from the short-chain branches known from other flow improvers, which preferably consist of methyl groups. Ethylene-vinyl acetate copolymers with an average molecular mass (number average) of 1,000 to 3,500, a vinyl acetate content of 35 to 50% by weight and 4 to 8 long-chain branches per 10 4 carbon atoms have proven to be particularly suitable. These copolymers show a good dissolution behavior in most aromatic solvents, so that the additives can be added both in the form of a concentrate in an aromatic solvent or solvent mixture and directly in the fuel.

Besonders vorteilhaft ist, daß diese Kopolymeren durch wiederholtes Abkühlen und Erwärmen kaum eine Beeinträchtigung der Wirkung zeigen, da sie ein gutes Lösungsverhalten zeigen.It is particularly advantageous that these copolymers show hardly any impairment of the action due to repeated cooling and heating, since they show good dissolution behavior.

Aufgrund ihres Aufbaus und ihrer Zusammensetzung verfügen die erfindungsgemäß eingesetzten Äthylen-Vinylacetat-Kopolymeren sowohl über die notwendigen Polymethylensegmente, die von den Vinylacetateinheiten unterbrochen werden, sich aber an den Störstellen in das Gitter der Wachskristalle einbauen können, als auch über voluminöse Gruppen aufgrund der Langkettenverzweigungen, die den weiteren Einbau der in den Mitteldestillaten enthaltenen Paraffine an den Störstellen der Gitter erschweren und damit das weitere Kristallwachstum vermindern.Due to their structure and composition, the ethylene-vinyl acetate copolymers used according to the invention have both the necessary polymethylene segments, which are interrupted by the vinyl acetate units, but which can be incorporated into the lattice of the wax crystals at the defects, and also have voluminous groups due to the long chain branches, which complicate the further incorporation of the paraffins contained in the middle distillates at the defects in the lattice and thus reduce further crystal growth.

Mikrophotographien von unter extremen Bedingungen abgeschiedenen Wachskristallen des unbeschnittenen Ausgangsdieselkraftstoffes und des mit den erfindungsgemäßen Athylen-Vinylacetat-Kopolymeren versetzten Dieselkraftstoffes zeigten, daß durch den Zusatz des Äthylen-Vinylacetat-Kopolymeren die Abscheiduhg der Wachse als schwammartige Masse oder plättchenförmige Kristalle wesentlich verschoben wird, so daß die Größe der sich bildenden Wachskristalle um 40 bis 60 % verkleinert wird.Photomicrographs of wax crystals deposited under extreme conditions of the untrimmed starting diesel fuel and that with those according to the invention Ethylene-vinyl acetate copolymers with added diesel fuel showed that the addition of the ethylene-vinyl acetate copolymer significantly displaced the wax separation as a sponge-like mass or plate-like crystals, so that the size of the wax crystals formed was reduced by 40 to 60%.

Nach einer besonderen Ausführungsform der Erfindung können die verwendeten Äthylen-Vinylacetat-Kopolymeren mit weiteren raumfüllenden Substituenten versehen werden, indem man diese durch Verseifung und anschließende Veresterung mit langkettigen gesättigten Fettsäuren, wie beispielsweise 2- Äthylhexylsäure, Isobutylacrylsäure, Laurylacrylsäure oder Phthalsäure, erhält.According to a particular embodiment of the invention, the ethylene-vinyl acetate copolymers used can be provided with further space-filling substituents by obtaining them by saponification and subsequent esterification with long-chain saturated fatty acids, such as, for example, 2-ethylhexyl acid, isobutylacrylic acid, lauryl acrylic acid or phthalic acid.

Beispiel 1example 1

Es wurde ein Dieselkraftstoff mit einem Siedebereich von 473 bis 628 K, einem Stockpunkt von 261 K und einem CFFP von 266 K eingesetzt. Diesem Kraftstoff wurde ein Äthylen-Vinylacetat-Kopolymeres mit einem Vinylacetatgehalt von 38 Masse% einer zahlenmittleren Molmasse von 2650 und 5 Langkettenverzweigungen pro 104 C-Atomen in Form einer Lösung zugegeben. Dabei wurden folgende Ergebnisse erhalten:

Figure imgb0001
A diesel fuel with a boiling range of 473 to 628 K, a pour point of 261 K and a CFFP of 266 K was used. An ethylene-vinyl acetate copolymer with a vinyl acetate content of 38 mass%, a number-average molecular weight of 2650 and 5 long chain branches per 10 4 carbon atoms was added to this fuel in the form of a solution. The following results were obtained:
Figure imgb0001

Beispiel 2Example 2

Es wurde ein Dieselkraftstoff mit einem Siedebereich von 471 bis 615 K, einem Stockpunkt von 269 K und einem CFPP von 267 K eingesetzt. Diesem Kraftstoff wurde ein Äthylen-Vinylacetat-Kopolymeres mit einem Vinylacetatgehalt von 44 Masse%, einer zahlenmittleren Molmasse von 1870 und 8 Langkettenverzweigungen pro 104 C-Atome in Form einer Lösung zugegeben. Dabei wurden folgende Ergebnisse erhalten:

Figure imgb0002
A diesel fuel with a boiling range of 471 to 615 K, a pour point of 269 K and a CFPP of 267 K was used. An ethylene-vinyl acetate copolymer with a vinyl acetate content of 44% by mass, a number-average molecular weight of 1870 and 8 long-chain branches per 10 4 C atoms was added to this fuel in the form of a solution. The following results were obtained:
Figure imgb0002

Beispiel 3Example 3

Einem Heizöl HE-D (nach TGL 3667) mit einem Stockpunkt von 286 K wurde ein Äthylen-Vinylacetat-Kopolymeres mit einem Vinylacetatgehalt von 44 Masse%, einer zahlenmittleren Molmasse von 1870 und 8 Langkettenverzweigungen pro 104 C-Atomen zugesetzt. Es wurden dabei folgende Ergebnisse erhalten:

Figure imgb0003
A heating oil HE-D (according to TGL 3667) with a pour point of 286 K was an ethylene-vinyl acetate copolymer with a vinyl acetate content of 44 mass%, a number average molecular weight of 1870 and 8 long chain branches per 10 4 C atoms added. The following results were obtained:
Figure imgb0003

Claims (4)

1. Krafistoffzusammense uzung mit verbessertem Fließvermögen bei tiefen Temperaturen bestehend aus Heiz- oder Treibstoffen mit einem Siedebereich oberhalb von 453 K und aus Äthylen-Kopolymeren, gekennzeichnet dadurch, daß sie 0,001 bis 0,5 Gew.-% eines Äthylen-Kopolymeren mit einer mittleren Molekularmasse (Zahlenmittel) von 500 bis 5 000, vorzugsweise 1 000 bis 3 500, und einem Komonomerengehalt von 25 bis 60 Gew.-% enthält, 3 bis 10 Langkettenverzweigungen pro 104 C-Atome besitzt.1. Krafistoffzusammense uzung with improved fluidity at low temperatures consisting of heating or propellants with a boiling range above 453 K and of ethylene copolymers, characterized in that they 0.001 to 0.5 wt .-% of an ethylene copolymer with a medium Molecular mass (number average) of 500 to 5,000, preferably 1,000 to 3,500, and a comonomer content of 25 to 60 wt .-%, has 3 to 10 long chain branches per 10 4 carbon atoms. 2. Krafftstoffzusammensetzung nach Anspruch 1, gekennzeichnet dadurch, daß sie als Komonomere Vinylester und vorzugsweise Vinylacetat enthält.2. Fuel composition according to claim 1, characterized in that it contains vinyl esters and preferably vinyl acetate as comonomers. 3. Kraftszofzzusammensetzung nach Anspruch 1 und 2, gekennzeichnet dadurch, daß das Äthylen-Vinylacetat-Kopolymere durch Veresterung mit langkettigen gesättigten Fettsäuren, vorzugsweise 2-Äthylhexylacrylsäure, Isobutylacrylsäure, Laurylacrylsäure und Phthalsäure, mit weiteren großen, raumfüllenden Substituenten versehen ist.3. Kraftzofz composition according to claim 1 and 2, characterized in that the ethylene-vinyl acetate copolymer is provided by esterification with long-chain saturated fatty acids, preferably 2-ethylhexyl acrylic acid, isobutylacrylic acid, lauryl acrylic acid and phthalic acid, with further large, space-filling substituents. 4. Kraftstoffzusammensetzung nach Anspruch 1, 2 und 3, gekennzeichnet dadurch, daß die Mischung mit weiteren Verbindungen versetzt werden kann, die als Cold-Filter-Plugging-Point-Verbesserer, Antioxydantien, Restinhibitoren oder Schlamminhibitoren und Schlammdispergiermittel wirken.4. Fuel composition according to claim 1, 2 and 3, characterized in that the mixture can be mixed with other compounds which act as cold filter plugging point improvers, antioxidants, residual inhibitors or sludge inhibitors and sludge dispersants.
EP80890087A 1980-07-31 1980-07-31 Fuel composition with particular fluidity at low temperatures Expired EP0045342B1 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
AT80890087T ATE5599T1 (en) 1980-07-31 1980-07-31 FUEL COMPOSITION WITH IMPROVED FLUIDITY AT LOW TEMPERATURES.
EP80890087A EP0045342B1 (en) 1980-07-31 1980-07-31 Fuel composition with particular fluidity at low temperatures
DE8080890087T DE3065883D1 (en) 1980-07-31 1980-07-31 Fuel composition with particular fluidity at low temperatures

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EP80890087A EP0045342B1 (en) 1980-07-31 1980-07-31 Fuel composition with particular fluidity at low temperatures

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EP0045342B1 EP0045342B1 (en) 1983-12-14

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Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0184048A1 (en) * 1984-12-06 1986-06-11 QUANTUM CHEMICAL CORPORATION (a Virginia corp.) Terpolymers of ethylene, vinyl acetate and isobutylene useful as pour point depressants in distillate oils
EP0217602A1 (en) * 1985-09-24 1987-04-08 Mitsubishi Petrochemical Co., Ltd. Fuel oil additive and fuel oil having improved flowability
WO1994000537A1 (en) * 1992-06-30 1994-01-06 Exxon Chemical Patents Inc. Oil additives and compositions
WO1994000386A1 (en) * 1992-06-30 1994-01-06 Exxon Chemical Patents Inc. Oil additives and compositions
WO1994000516A1 (en) * 1992-06-30 1994-01-06 Exxon Chemical Patents Inc. Oil additives and compositions
WO1994000536A1 (en) * 1992-06-30 1994-01-06 Exxon Chemical Patents Inc. Oil additives and compositions
WO1996007682A1 (en) * 1994-09-02 1996-03-14 Exxon Chemical Patents Inc. Oil additives, compositions and polymers for use therein
WO1996007718A1 (en) * 1994-09-02 1996-03-14 Exxon Chemical Patents Inc. Oil additives, compositions and polymers for use therein
US5681359A (en) * 1996-10-22 1997-10-28 Quantum Chemical Corporation Ethylene vinyl acetate and isobutylene terpolymer as a cold flow improver for distillate fuel compositions
US6495495B1 (en) 1999-08-20 2002-12-17 The Lubrizol Corporation Filterability improver

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Cited By (17)

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EP0184048A1 (en) * 1984-12-06 1986-06-11 QUANTUM CHEMICAL CORPORATION (a Virginia corp.) Terpolymers of ethylene, vinyl acetate and isobutylene useful as pour point depressants in distillate oils
EP0217602A1 (en) * 1985-09-24 1987-04-08 Mitsubishi Petrochemical Co., Ltd. Fuel oil additive and fuel oil having improved flowability
US4802892A (en) * 1985-09-24 1989-02-07 Mitsubishi Petrochemical Co., Ltd. Fuel oil additive and fuel oil having improved flowability
EP0739971A3 (en) * 1992-06-30 1997-02-19 Exxon Chemical Patents Inc Oil additives and compositions
EP0739971A2 (en) * 1992-06-30 1996-10-30 Exxon Chemical Patents Inc. Oil additives and compositions
WO1994000516A1 (en) * 1992-06-30 1994-01-06 Exxon Chemical Patents Inc. Oil additives and compositions
WO1994000536A1 (en) * 1992-06-30 1994-01-06 Exxon Chemical Patents Inc. Oil additives and compositions
TR27487A (en) * 1992-06-30 1995-06-07 Exxon Chemical Patents Inc Oil additives and compositions containing two or more re-esterified, unsaturated ester copolymers.
US6248141B1 (en) 1992-06-30 2001-06-19 Exxon Chemical Patents Inc. Oil additives and compositions
EP0741181A3 (en) * 1992-06-30 1997-02-19 Exxon Chemical Patents Inc Oil additive and compositions
WO1994000386A1 (en) * 1992-06-30 1994-01-06 Exxon Chemical Patents Inc. Oil additives and compositions
EP0741181A2 (en) * 1992-06-30 1996-11-06 Exxon Chemical Patents Inc. Oil additive and compositions
WO1994000537A1 (en) * 1992-06-30 1994-01-06 Exxon Chemical Patents Inc. Oil additives and compositions
WO1996007718A1 (en) * 1994-09-02 1996-03-14 Exxon Chemical Patents Inc. Oil additives, compositions and polymers for use therein
WO1996007682A1 (en) * 1994-09-02 1996-03-14 Exxon Chemical Patents Inc. Oil additives, compositions and polymers for use therein
US5681359A (en) * 1996-10-22 1997-10-28 Quantum Chemical Corporation Ethylene vinyl acetate and isobutylene terpolymer as a cold flow improver for distillate fuel compositions
US6495495B1 (en) 1999-08-20 2002-12-17 The Lubrizol Corporation Filterability improver

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EP0045342B1 (en) 1983-12-14
ATE5599T1 (en) 1983-12-15

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