EP0931825A3 - Process to improve the cold flow properties of fuel oils - Google Patents

Process to improve the cold flow properties of fuel oils Download PDF

Info

Publication number
EP0931825A3
EP0931825A3 EP98124680A EP98124680A EP0931825A3 EP 0931825 A3 EP0931825 A3 EP 0931825A3 EP 98124680 A EP98124680 A EP 98124680A EP 98124680 A EP98124680 A EP 98124680A EP 0931825 A3 EP0931825 A3 EP 0931825A3
Authority
EP
European Patent Office
Prior art keywords
mol
bis
struktureinheiten
und
cold flow
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
EP98124680A
Other languages
German (de)
French (fr)
Other versions
EP0931825A2 (en
EP0931825B1 (en
Inventor
Matthias Dr. Krull
Werner Dr. Reimann
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.)
Clariant Produkte Deutschland GmbH
Original Assignee
Clariant GmbH
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.)
Filing date
Publication date
Application filed by Clariant GmbH filed Critical Clariant GmbH
Publication of EP0931825A2 publication Critical patent/EP0931825A2/en
Publication of EP0931825A3 publication Critical patent/EP0931825A3/en
Application granted granted Critical
Publication of EP0931825B1 publication Critical patent/EP0931825B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • 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
    • C10L1/143—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, 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)

Abstract

Gegenstand der Erfindung ist ein Verfahren zur Verbesserung der Kaltfließeigenschaften von Ölen mit einem Schwefelgehalt von weniger als 500 ppm und einem Gehalt an n-Paraffinen der Kettenlänge C18 und länger von mindestens 8 Gew.-%, gekennzeichnet durch die Zugabe eines Additivs, enthaltend eine Mischung aus

  • A) 15 bis 50 Gew.-% eines Copolymers, enthaltend neben 87 bis 92 mol-% von Struktureinheiten, die sich von Ethylen ableiten;
  • a) 6,5 bis 12 mol-% Struktureinheiten, die sich von Vinylacetat ableiten,
  • b) 0,5 bis 6 mol-% Struktureinheiten, die sich von 4-Methylpenten-1 ableiten,
    mit der Maßgabe, daß die Summe der molaren Anteile der Struktureinheiten a) und b) 8 bis 14 mol-% beträgt,
    • und
  • B) 85 bis 50 Gew.-% mindestens eines weiteren Copolymers oder Terpolymers aus Ethylen und Vinylestern oder Acrylsäureestern, das für sich allein ein Kaltfließverbesserer ist.
    • Weitere Gegenstände der Erfindung sind ein Additiv zur Verbesserung der Kaltfließeigenschaften von Mineralölen und Mineralöldestillaten sowie Brennstoffölzusammensetzungen, die diese Additive umfassen.The invention relates to a process for improving the cold flow properties of oils with a sulfur content of less than 500 ppm and a content of n-paraffins of chain length C 18 and longer of at least 8% by weight, characterized by the addition of an additive containing one Mixture of
  • A) 15 to 50% by weight of a copolymer containing, in addition to 87 to 92 mol% of structural units which are derived from ethylene;
  • a) 6.5 to 12 mol% of structural units which are derived from vinyl acetate,
  • b) 0.5 to 6 mol% of structural units which are derived from 4-methylpentene-1,
    with the proviso that the sum of the molar proportions of the structural units a) and b) is 8 to 14 mol%,
    • and
  • B) 85 to 50% by weight of at least one further copolymer or terpolymer composed of ethylene and vinyl esters or acrylic acid esters, which is a cold flow improver in itself.
    • Other objects of the invention are an additive to improve the cold flow properties of mineral oils and mineral oil distillates and fuel oil compositions comprising these additives.

    EP98124680A 1998-01-24 1998-12-24 Process and product to improve cold flow properties of fuel oils Expired - Lifetime EP0931825B1 (en)

    Applications Claiming Priority (2)

    Application Number Priority Date Filing Date Title
    DE19802689 1998-01-24
    DE19802689A DE19802689A1 (en) 1998-01-24 1998-01-24 Process for improving the cold flow properties of fuel oils

    Publications (3)

    Publication Number Publication Date
    EP0931825A2 EP0931825A2 (en) 1999-07-28
    EP0931825A3 true EP0931825A3 (en) 1999-09-15
    EP0931825B1 EP0931825B1 (en) 2003-08-27

    Family

    ID=7855579

    Family Applications (1)

    Application Number Title Priority Date Filing Date
    EP98124680A Expired - Lifetime EP0931825B1 (en) 1998-01-24 1998-12-24 Process and product to improve cold flow properties of fuel oils

    Country Status (7)

    Country Link
    US (1) US6090169A (en)
    EP (1) EP0931825B1 (en)
    JP (1) JPH11286690A (en)
    CA (1) CA2260168C (en)
    DE (2) DE19802689A1 (en)
    ES (1) ES2206818T3 (en)
    NO (1) NO990291L (en)

    Families Citing this family (17)

    * Cited by examiner, † Cited by third party
    Publication number Priority date Publication date Assignee Title
    DE19729057A1 (en) * 1997-07-08 1999-01-14 Clariant Gmbh Copolymers based on ethylene and unsaturated carboxylic acid esters and their use as mineral oil additives
    DE19754555A1 (en) * 1997-12-09 1999-06-24 Clariant Gmbh Process for the production of ethylene copolymers and their use as an additive to mineral oil and mineral oil distillates
    DE10136828B4 (en) * 2001-07-27 2005-12-15 Clariant Gmbh Lubricating additives with reduced emulsifying tendency for highly desulphurised fuel oils
    DE10245737C5 (en) * 2002-10-01 2011-12-08 Clariant Produkte (Deutschland) Gmbh Process for the preparation of additive mixtures for mineral oils and mineral oil distillates
    DE10260714A1 (en) * 2002-12-23 2004-07-08 Clariant Gmbh Fuel oils with improved cold properties
    DE10357880B4 (en) * 2003-12-11 2008-05-29 Clariant Produkte (Deutschland) Gmbh Fuel oils from middle distillates and oils of vegetable or animal origin with improved cold properties
    US7417009B2 (en) * 2004-03-26 2008-08-26 Nalco Company Paraffin inhibitors
    US7648539B2 (en) * 2005-11-25 2010-01-19 Tellus Renewables Llc Diesel Fuel composition
    DE102006016588A1 (en) * 2006-04-06 2007-10-18 Rohmax Additives Gmbh Fuel compositions comprising renewable resources
    DE102006033151B4 (en) 2006-07-18 2014-11-20 Clariant International Limited Additives for improving the cold properties of fuel oils
    DE102006033149A1 (en) 2006-07-18 2008-01-31 Clariant International Limited Additives for improving the cold properties of fuel oils
    DE102006033150B4 (en) 2006-07-18 2008-10-16 Clariant International Limited Additives for improving the cold properties of fuel oils
    JP2010527397A (en) * 2007-05-15 2010-08-12 ダウ グローバル テクノロジーズ インコーポレイティド Copolymer mixture
    FR2947558B1 (en) 2009-07-03 2011-08-19 Total Raffinage Marketing TERPOLYMER AND ETHYLENE / VINYL ACETATE / UNSATURATED ESTERS AS ADDITIVES TO ENHANCE COLD LIQUID HYDROCARBONS LIKE MEDIUM DISTILLATES AND FUELS OR COMBUSTIBLES
    MX2009010135A (en) 2009-09-22 2011-03-22 Inst Mexicano Del Petroleo Star Formulations of random polymers for improving crude petroleum flow.
    US8540784B2 (en) 2010-04-23 2013-09-24 Tellus Renewables Llc Fuel compositions
    WO2011138400A1 (en) * 2010-05-07 2011-11-10 Basf Se Terpolymer and use thereof to improve the low-temperature flow properties of middle-distillate fuels

    Citations (3)

    * Cited by examiner, † Cited by third party
    Publication number Priority date Publication date Assignee Title
    EP0807642A1 (en) * 1996-05-18 1997-11-19 Hoechst Aktiengesellschaft Ethylene terpolymers, their preparation and their use as additives for mineral oil distillates
    DE19729056C1 (en) * 1997-07-08 1998-12-03 Clariant Gmbh Flow improver for mineral oils
    EP0922716A1 (en) * 1997-12-09 1999-06-16 Clariant GmbH Process for the manufacture of terpolymers of ethylene and their use as additives to mineral oil and mineral oil distillates

    Family Cites Families (13)

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    Publication number Priority date Publication date Assignee Title
    US3048479A (en) * 1959-08-03 1962-08-07 Exxon Research Engineering Co Ethylene-vinyl ester pour depressant for middle distillates
    DE1914756C3 (en) * 1968-04-01 1985-05-15 Exxon Research and Engineering Co., Linden, N.J. Use of ethylene-vinyl acetate copolymers for petroleum distillates
    US3961916A (en) * 1972-02-08 1976-06-08 Exxon Research And Engineering Company Middle distillate compositions with improved filterability and process therefor
    US4211534A (en) * 1978-05-25 1980-07-08 Exxon Research & Engineering Co. Combination of ethylene polymer, polymer having alkyl side chains, and nitrogen containing compound to improve cold flow properties of distillate fuel oils
    DE3405843A1 (en) * 1984-02-17 1985-08-29 Bayer Ag, 5090 Leverkusen COPOLYMERS BASED ON MALEINIC ACID ANHYDRIDE AND (ALPHA), (BETA) -UNAUSAUTED COMPOUNDS, A METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS PARAFFIN INHIBITORS
    EP0153177B1 (en) * 1984-02-21 1991-11-06 Exxon Research And Engineering Company Middle distillate compositions with improved low temperature properties
    US4746327A (en) * 1985-03-25 1988-05-24 Standard Oil Company (Indiana) Ethylene-unsaturated, ester-substituted olefin terpolymer flow improvers
    DE3640613A1 (en) * 1986-11-27 1988-06-09 Ruhrchemie Ag METHOD FOR THE PRODUCTION OF ETHYLENE MIXED POLYMERISATES AND THE USE THEREOF AS AN ADDITION TO MINERAL OIL AND MINERAL OIL FRACTIONS
    DE3742630A1 (en) * 1987-12-16 1989-06-29 Hoechst Ag POLYMER BLENDS FOR IMPROVING THE FLOWABILITY OF MINERAL OIL DISTILLATES IN THE COLD
    GB8820295D0 (en) * 1988-08-26 1988-09-28 Exxon Chemical Patents Inc Chemical compositions & use as fuel additives
    DE3926992A1 (en) * 1989-08-16 1991-02-21 Hoechst Ag USE OF TRANSPARENT PRODUCTS OF ALKENYL SPIROBISLACTONES AND AMINES AS PARAFFINDISPERGATORS
    DK0606055T3 (en) * 1993-01-06 1998-04-14 Clariant Gmbh Terpolymers on the basis of alpha, beta-unsaturated dicarboxylic acid anhydrides, alpha-beta-unsaturated compounds and polyoxyalkylene ethers of lower unsaturated alcohols
    GB9424565D0 (en) * 1994-12-06 1995-01-25 Exxon Chemical Patents Inc Fuel oil compositions

    Patent Citations (3)

    * Cited by examiner, † Cited by third party
    Publication number Priority date Publication date Assignee Title
    EP0807642A1 (en) * 1996-05-18 1997-11-19 Hoechst Aktiengesellschaft Ethylene terpolymers, their preparation and their use as additives for mineral oil distillates
    DE19729056C1 (en) * 1997-07-08 1998-12-03 Clariant Gmbh Flow improver for mineral oils
    EP0922716A1 (en) * 1997-12-09 1999-06-16 Clariant GmbH Process for the manufacture of terpolymers of ethylene and their use as additives to mineral oil and mineral oil distillates

    Also Published As

    Publication number Publication date
    ES2206818T3 (en) 2004-05-16
    JPH11286690A (en) 1999-10-19
    NO990291D0 (en) 1999-01-22
    NO990291L (en) 1999-07-26
    EP0931825A2 (en) 1999-07-28
    EP0931825B1 (en) 2003-08-27
    US6090169A (en) 2000-07-18
    CA2260168A1 (en) 1999-07-24
    DE19802689A1 (en) 1999-07-29
    DE59809414D1 (en) 2003-10-02
    CA2260168C (en) 2008-09-16

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