EP0045342A1 - Composition de combustible ayant un écoulement amélioré à basses températures - Google Patents

Composition de combustible ayant un écoulement amélioré à basses températures 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
Authority
EP
European Patent Office
Prior art keywords
ethylene
fuel composition
vinyl acetate
composition according
low temperatures
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP80890087A
Other languages
German (de)
English (en)
Other versions
EP0045342B1 (fr
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
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Leuna Werke GmbH
Leuna Werke Walter Ulbright Germany VEB
Original Assignee
Leuna Werke GmbH
Leuna Werke Walter Ulbright Germany VEB
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
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Publication date
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=8187506&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP0045342(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Leuna Werke GmbH, Leuna Werke Walter Ulbright Germany VEB filed Critical Leuna Werke GmbH
Priority to AT80890087T priority Critical patent/ATE5599T1/de
Priority to DE8080890087T priority patent/DE3065883D1/de
Priority to EP80890087A priority patent/EP0045342B1/fr
Publication of EP0045342A1 publication Critical patent/EP0045342A1/fr
Application granted granted Critical
Publication of EP0045342B1 publication Critical patent/EP0045342B1/fr
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, 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:

Landscapes

  • 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)
EP80890087A 1980-07-31 1980-07-31 Composition de combustible ayant un écoulement amélioré à basses températures Expired EP0045342B1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
AT80890087T ATE5599T1 (de) 1980-07-31 1980-07-31 Kraftstoffzusammensetzung mit verbessertem fliessvermoegen bei tiefen temperaturen.
DE8080890087T DE3065883D1 (en) 1980-07-31 1980-07-31 Fuel composition with particular fluidity at low temperatures
EP80890087A EP0045342B1 (fr) 1980-07-31 1980-07-31 Composition de combustible ayant un écoulement amélioré à basses températures

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP80890087A EP0045342B1 (fr) 1980-07-31 1980-07-31 Composition de combustible ayant un écoulement amélioré à basses températures

Publications (2)

Publication Number Publication Date
EP0045342A1 true EP0045342A1 (fr) 1982-02-10
EP0045342B1 EP0045342B1 (fr) 1983-12-14

Family

ID=8187506

Family Applications (1)

Application Number Title Priority Date Filing Date
EP80890087A Expired EP0045342B1 (fr) 1980-07-31 1980-07-31 Composition de combustible ayant un écoulement amélioré à basses températures

Country Status (3)

Country Link
EP (1) EP0045342B1 (fr)
AT (1) ATE5599T1 (fr)
DE (1) DE3065883D1 (fr)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0184048A1 (fr) * 1984-12-06 1986-06-11 QUANTUM CHEMICAL CORPORATION (a Virginia corp.) Terpolymères d'éthylène, vinyl acétate, et isobutylène, utiles comme abaisseurs de point d'écoulement dans les huiles de distillations
EP0217602A1 (fr) * 1985-09-24 1987-04-08 Mitsubishi Petrochemical Co., Ltd. Additif pour huile combustible et huile combustible ayant une fluidité modifiée
WO1994000536A1 (fr) * 1992-06-30 1994-01-06 Exxon Chemical Patents Inc. Compositions et additifs pour le mazout
WO1994000516A1 (fr) * 1992-06-30 1994-01-06 Exxon Chemical Patents Inc. Compositions de mazout et additifs
WO1994000537A1 (fr) * 1992-06-30 1994-01-06 Exxon Chemical Patents Inc. Compositions de mazout et additifs
WO1994000386A1 (fr) * 1992-06-30 1994-01-06 Exxon Chemical Patents Inc. Compositions de mazout et additifs
WO1996007682A1 (fr) * 1994-09-02 1996-03-14 Exxon Chemical Patents Inc. Additifs et compositions pour huiles et polymeres les utilisant
WO1996007718A1 (fr) * 1994-09-02 1996-03-14 Exxon Chemical Patents Inc. Compositions et additifs pour huiles et polymeres utilises dans ceux-ci
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

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB968462A (en) * 1961-12-21 1964-09-02 Monsanto Chemicals Reactive resins containing unsaturated groups
DE1914756A1 (de) * 1968-04-01 1969-11-06 Exxon Research Engineering Co Verfahren zur Herstellung von Mischpolymerisaten sowie deren Verwendung in Destillatoelen
FR2099117A5 (fr) * 1970-06-17 1972-03-10 Monsanto Chemicals
US3887610A (en) * 1971-12-09 1975-06-03 Exxon Research Engineering Co Emulsion polymerization of ethylene with chain transfer agents to form copolymers
EP0003489A1 (fr) * 1977-12-20 1979-08-22 Imperial Chemical Industries Plc Huile brute ayant des propriétés améliorées d'écoulement à froid

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB968462A (en) * 1961-12-21 1964-09-02 Monsanto Chemicals Reactive resins containing unsaturated groups
DE1914756A1 (de) * 1968-04-01 1969-11-06 Exxon Research Engineering Co Verfahren zur Herstellung von Mischpolymerisaten sowie deren Verwendung in Destillatoelen
FR2099117A5 (fr) * 1970-06-17 1972-03-10 Monsanto Chemicals
US3887610A (en) * 1971-12-09 1975-06-03 Exxon Research Engineering Co Emulsion polymerization of ethylene with chain transfer agents to form copolymers
EP0003489A1 (fr) * 1977-12-20 1979-08-22 Imperial Chemical Industries Plc Huile brute ayant des propriétés améliorées d'écoulement à froid

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0184048A1 (fr) * 1984-12-06 1986-06-11 QUANTUM CHEMICAL CORPORATION (a Virginia corp.) Terpolymères d'éthylène, vinyl acétate, et isobutylène, utiles comme abaisseurs de point d'écoulement dans les huiles de distillations
EP0217602A1 (fr) * 1985-09-24 1987-04-08 Mitsubishi Petrochemical Co., Ltd. Additif pour huile combustible et huile combustible ayant une fluidité modifiée
US4802892A (en) * 1985-09-24 1989-02-07 Mitsubishi Petrochemical Co., Ltd. Fuel oil additive and fuel oil having improved flowability
EP0739971A3 (fr) * 1992-06-30 1997-02-19 Exxon Chemical Patents Inc Additifs pour huile et compositions
EP0739971A2 (fr) * 1992-06-30 1996-10-30 Exxon Chemical Patents Inc. Additifs pour huile et compositions
WO1994000537A1 (fr) * 1992-06-30 1994-01-06 Exxon Chemical Patents Inc. Compositions de mazout et additifs
WO1994000386A1 (fr) * 1992-06-30 1994-01-06 Exxon Chemical Patents Inc. Compositions de mazout et additifs
TR27487A (tr) * 1992-06-30 1995-06-07 Exxon Chemical Patents Inc Iki veya daha fazla yeniden esterlestirilmis, doymamis ester kopolimeri iceren yag katkilari ve bilesimleri.
US6248141B1 (en) 1992-06-30 2001-06-19 Exxon Chemical Patents Inc. Oil additives and compositions
EP0741181A3 (fr) * 1992-06-30 1997-02-19 Exxon Chemical Patents Inc Additif pour huile et compositions
WO1994000516A1 (fr) * 1992-06-30 1994-01-06 Exxon Chemical Patents Inc. Compositions de mazout et additifs
EP0741181A2 (fr) * 1992-06-30 1996-11-06 Exxon Chemical Patents Inc. Additif pour huile et compositions
WO1994000536A1 (fr) * 1992-06-30 1994-01-06 Exxon Chemical Patents Inc. Compositions et additifs pour le mazout
WO1996007718A1 (fr) * 1994-09-02 1996-03-14 Exxon Chemical Patents Inc. Compositions et additifs pour huiles et polymeres utilises dans ceux-ci
WO1996007682A1 (fr) * 1994-09-02 1996-03-14 Exxon Chemical Patents Inc. Additifs et compositions pour huiles et polymeres les utilisant
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

Also Published As

Publication number Publication date
EP0045342B1 (fr) 1983-12-14
DE3065883D1 (en) 1984-01-19
ATE5599T1 (de) 1983-12-15

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