EP1209216B1 - Fettsäuremischungen verbesserter Kältestabilität, welche Kammpolymere enthalten, sowie deren Verwendung in Brennstoffölen - Google Patents

Fettsäuremischungen verbesserter Kältestabilität, welche Kammpolymere enthalten, sowie deren Verwendung in Brennstoffölen Download PDF

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Publication number
EP1209216B1
EP1209216B1 EP01126256A EP01126256A EP1209216B1 EP 1209216 B1 EP1209216 B1 EP 1209216B1 EP 01126256 A EP01126256 A EP 01126256A EP 01126256 A EP01126256 A EP 01126256A EP 1209216 B1 EP1209216 B1 EP 1209216B1
Authority
EP
European Patent Office
Prior art keywords
weight
fatty acid
low
carbon atoms
temperature
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.)
Revoked
Application number
EP01126256A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP1209216A3 (de
EP1209216A2 (de
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 Produkte Deutschland 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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=7664507&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP1209216(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Clariant Produkte Deutschland GmbH filed Critical Clariant Produkte Deutschland GmbH
Publication of EP1209216A2 publication Critical patent/EP1209216A2/de
Publication of EP1209216A3 publication Critical patent/EP1209216A3/de
Application granted granted Critical
Publication of EP1209216B1 publication Critical patent/EP1209216B1/de
Anticipated expiration legal-status Critical
Revoked 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
    • C10L10/00—Use of additives to fuels or fires for particular purposes
    • C10L10/08—Use of additives to fuels or fires for particular purposes for improving lubricity; for reducing wear
    • 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

Definitions

  • Another object of the invention are fuel oils, containing in addition to a larger proportion of middle distillate with up to 0.05 wt .-% sulfur content, a smaller proportion of a cold-stabilized fatty acid mixture, as defined above.
  • Component A2) may contain one or more double bonds and more naturally or of synthetic origin. In the case of polyunsaturated carboxylic acids, their double bonds may be isolated or else conjugated.
  • the proportion of saturated fatty acids A1) in the mixture of A1) and A2) is preferably below 20% by weight, in particular below 10% by weight, especially below 5% by weight.
  • preferred fatty acid mixtures which is understood here as the combination of A1) and A2), at least 50% by weight, in particular at least 75% by weight, especially at least 90% by weight, of the constituents contain one or more double bonds.
  • These preferred fatty acid (mixtures) have iodine numbers of at least 40 g I / 100 g, preferably at least 80 g I / 100 g, in particular at least 125 g I / 100 g.
  • alkylvinylidene content is meant the content of the polyolefins to structural units based on compounds of the formula where R 6 or R 7 is methyl or ethyl and the other group is an oligomer of the C 3 -C 5 olefin.
  • the number of carbon atoms of the polyolefin is between 35 and 350. In a preferred embodiment of the invention, the number of carbon atoms is between 45 and 250. In a further preferred embodiment of the invention, the proportion of structural units B3) is 1 to 20 mol%, in particular 2 to 15 mol%.
  • the polyolefins underlying structural units B3) are accessible by ionic polymerization and are available as commercial products (e.g., ® Ultravis, ® Napvis, ® Hyvis, ® Glissopal) (polyisobutenes from BP, BASF with different alkylvinylidene contents and molecular weights).
  • the fatty acid mixtures according to the invention are added to oils in amounts of from 0.001 to 0.5% by weight, preferably from 0.001 to 0.1% by weight. They can do that as such or also dissolved in solvents, such as aliphatic and / or aromatic hydrocarbons or hydrocarbon mixtures such as toluene, xylene, ethylbenzene, decane, pentadecane, gasoline fractions, kerosene or commercial solvent mixtures such as Solvent Naphtha, ® Shellsol AB, ® Solvesso 150, ® Solvesso 200, ® Exxsol, ® Isopar and ® Shellsol D types are used. Also suitable as solvents are oxygen-containing hydrocarbons.
  • solvents such as aliphatic and / or aromatic hydrocarbons or hydrocarbon mixtures such as toluene, xylene, ethylbenzene, decane, pentadecane, gasoline fractions, kerosene or commercial
  • the mixing ratio of the fatty acid mixtures according to the invention with the above-described paraffin dispersants and alkylphenol resins is (in parts by weight) 20: 1 to 1:20, preferably 10: 1 to 1:10.
  • the lubricating effect of the fatty acid mixtures was carried out by means of an HFRR instrument from PCS Instruments on additized oils at 60 ° C.
  • the High Frequency Reciprocating Rig Test (HFRR) is described in D. Wei, H. Spikes, Wear, Vol. 111, No.2, p.217, 1986.
  • the results are reported as Coefficient of Friction and Wear Scar (WS1.4) , A low coefficient of friction and a low Wear Scar show a good lubricating effect.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Combustion & Propulsion (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Lubricants (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
EP01126256A 2000-11-24 2001-11-06 Fettsäuremischungen verbesserter Kältestabilität, welche Kammpolymere enthalten, sowie deren Verwendung in Brennstoffölen Revoked EP1209216B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10058357A DE10058357B4 (de) 2000-11-24 2000-11-24 Fettsäuremischungen verbesserter Kältestabilität, welche Kammpolymere enthalten, sowie deren Verwendung in Brennstoffölen
DE10058357 2000-11-24

Publications (3)

Publication Number Publication Date
EP1209216A2 EP1209216A2 (de) 2002-05-29
EP1209216A3 EP1209216A3 (de) 2003-08-13
EP1209216B1 true EP1209216B1 (de) 2006-08-30

Family

ID=7664507

Family Applications (1)

Application Number Title Priority Date Filing Date
EP01126256A Revoked EP1209216B1 (de) 2000-11-24 2001-11-06 Fettsäuremischungen verbesserter Kältestabilität, welche Kammpolymere enthalten, sowie deren Verwendung in Brennstoffölen

Country Status (6)

Country Link
US (1) US6596037B2 (es)
EP (1) EP1209216B1 (es)
JP (1) JP2002167585A (es)
CA (1) CA2363699C (es)
DE (2) DE10058357B4 (es)
ES (1) ES2270936T3 (es)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2431746C (en) * 2002-07-09 2011-11-01 Clariant Gmbh Cold flow improvers for fuel oils of vegetable or animal origin
US20050050792A1 (en) * 2003-08-13 2005-03-10 The Lubrizol Corporation, A Corporation Of The State Of Ohio Low temperature stable concentrate containing fatty acid based composition and fuel composition and method thereof
DE10349850C5 (de) 2003-10-25 2011-12-08 Clariant Produkte (Deutschland) Gmbh Kaltfließverbesserer für Brennstofföle pflanzlichen oder tierischen Ursprungs
DE10349851B4 (de) * 2003-10-25 2008-06-19 Clariant Produkte (Deutschland) Gmbh Kaltfließverbesserer für Brennstofföle pflanzlichen oder tierischen Ursprungs
DE10357877B4 (de) * 2003-12-11 2008-05-29 Clariant Produkte (Deutschland) Gmbh Brennstofföle aus Mitteldestillaten und Ölen pflanzlichen oder tierischen Ursprungs mit verbesserten Kälteeigenschaften
DE10357878C5 (de) * 2003-12-11 2013-07-25 Clariant Produkte (Deutschland) Gmbh Brennstofföle aus Mitteldestillaten und Ölen pflanzlichen oder tierischen Ursprungs mit verbesserten Kälteeigenschaften
DE10357880B4 (de) * 2003-12-11 2008-05-29 Clariant Produkte (Deutschland) Gmbh Brennstofföle aus Mitteldestillaten und Ölen pflanzlichen oder tierischen Ursprungs mit verbesserten Kälteeigenschaften
US20050138859A1 (en) * 2003-12-16 2005-06-30 Graham Jackson Cold flow improver compositions for fuels
CA2602220C (en) * 2005-03-29 2013-12-17 Arizona Chemical Company Compostions containing fatty acids and/or derivatives thereof and a low temperature stabilizer
JP4715289B2 (ja) * 2005-04-28 2011-07-06 日油株式会社 燃料油用潤滑性向上剤
FR2888248B1 (fr) * 2005-07-05 2010-02-12 Total France Composition lubrifiante pour melange hydrocarbone et produits obtenus
US20090077862A1 (en) * 2007-09-25 2009-03-26 Schwab Scott D Lubricity additives and methods of producing lubricity additives
ATE542842T1 (de) * 2009-12-21 2012-02-15 Infineum Int Ltd Polymer und polymerzusammensetzungen
US9487719B2 (en) * 2010-05-18 2016-11-08 The Lubrizol Corporation Methods and compositions that provide detergency
KR101781672B1 (ko) * 2011-03-29 2017-09-25 니치유 가부시키가이샤 연료유용 유동성 향상제 및 연료유 조성물

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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 (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
US5039437A (en) * 1987-10-08 1991-08-13 Exxon Chemical Patents, Inc. Alkyl phenol-formaldehyde condensates as lubricating oil additives
DE3926992A1 (de) 1989-08-16 1991-02-21 Hoechst Ag Verwendung von umsetzungsprodukten von alkenylspirobislactonen und aminen als paraffindispergatoren
DE4042206A1 (de) * 1990-12-29 1992-07-02 Hoechst Ag Terpolymerisate des ethylens, ihre herstellung und ihre verwendung als additive fuer mineraloeldestillate
DE4237662A1 (de) 1992-11-07 1994-05-11 Basf Ag Erdölmitteldestillatzusammensetzungen
DK0606055T3 (da) 1993-01-06 1998-04-14 Clariant Gmbh Terpolymerer på basis af alfa,beta-umættede dicarboxylsyreanhydrider, alfa-beta-umættede forbindelser og polyoxyalkylenethere af lavere umættede alkoholer
GB9411614D0 (en) * 1994-06-09 1994-08-03 Exxon Chemical Patents Inc Fuel oil compositions
JPH08134476A (ja) * 1994-11-14 1996-05-28 Cosmo Sogo Kenkyusho:Kk 低硫黄分軽油組成物
KR100420430B1 (ko) * 1994-12-13 2004-06-24 엑손 케미칼 패턴츠 인코포레이티드 연료유조성물
JP3829948B2 (ja) * 1995-03-24 2006-10-04 出光興産株式会社 ディーゼル軽油組成物
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
US5755834A (en) * 1996-03-06 1998-05-26 Exxon Chemical Patents Inc. Low temperature enhanced distillate fuels
GB9610363D0 (en) * 1996-05-17 1996-07-24 Ethyl Petroleum Additives Ltd Fuel additives and compositions
FR2751982B1 (fr) * 1996-07-31 2000-03-03 Elf Antar France Additif d'onctuosite pour carburant moteurs et composition de carburants
JP3841368B2 (ja) * 1996-10-07 2006-11-01 花王株式会社 低硫黄軽油用油性向上剤及び低硫黄軽油組成物
JP3968820B2 (ja) * 1997-06-13 2007-08-29 日本油脂株式会社 燃料油組成物
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JP3725347B2 (ja) * 1998-09-09 2005-12-07 三洋化成工業株式会社 燃料油低温流動性向上剤および燃料油組成物
KR20020070286A (ko) * 1999-11-23 2002-09-05 더 어소시에이티드 악텔 컴퍼니 리미티드 조성물
EP1116780B1 (de) * 2000-01-11 2005-08-31 Clariant GmbH Mehrfunktionelles Additiv für Brennstofföle

Also Published As

Publication number Publication date
CA2363699A1 (en) 2002-05-24
DE10058357B4 (de) 2005-12-15
ES2270936T3 (es) 2007-04-16
JP2002167585A (ja) 2002-06-11
EP1209216A3 (de) 2003-08-13
EP1209216A2 (de) 2002-05-29
US20020099228A1 (en) 2002-07-25
DE50110864D1 (de) 2006-10-12
US6596037B2 (en) 2003-07-22
DE10058357A1 (de) 2002-06-06
CA2363699C (en) 2009-11-17

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