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EP1801188A3 - Fuel oils with improved lubricity, comprising mixtures of fatty acids and paraffin dispersing agents and an improved lubricity additive - Google Patents

Fuel oils with improved lubricity, comprising mixtures of fatty acids and paraffin dispersing agents and an improved lubricity additive Download PDF

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Publication number
EP1801188A3
EP1801188A3 EP07005871A EP07005871A EP1801188A3 EP 1801188 A3 EP1801188 A3 EP 1801188A3 EP 07005871 A EP07005871 A EP 07005871A EP 07005871 A EP07005871 A EP 07005871A EP 1801188 A3 EP1801188 A3 EP 1801188A3
Authority
EP
European Patent Office
Prior art keywords
alkyl
mixtures
weight
improved lubricity
carbon atoms
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
EP07005871A
Other languages
German (de)
French (fr)
Other versions
EP1801188A2 (en
EP1801188B1 (en
Inventor
Matthias Krull
Werner 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
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Application filed by Clariant Produkte Deutschland GmbH filed Critical Clariant Produkte Deutschland GmbH
Publication of EP1801188A2 publication Critical patent/EP1801188A2/en
Publication of EP1801188A3 publication Critical patent/EP1801188A3/en
Application granted granted Critical
Publication of EP1801188B1 publication Critical patent/EP1801188B1/en
Anticipated expiration legal-status Critical
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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
    • C10L1/143—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
    • 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
    • C10L10/04—Use of additives to fuels or fires for particular purposes for minimising corrosion or incrustation
    • 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
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    • 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
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    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/16—Hydrocarbons
    • C10L1/1616—Hydrocarbons fractions, e.g. lubricants, solvents, naphta, bitumen, tars, terpentine
    • C—CHEMISTRY; METALLURGY
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    • C10L1/188—Carboxylic acids; metal salts thereof
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    • C10L1/188—Carboxylic acids; metal salts thereof
    • C10L1/1881—Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom
    • C10L1/1883—Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom polycarboxylic acid
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    • C10L1/188—Carboxylic acids; metal salts thereof
    • C10L1/1885—Carboxylic acids; metal salts thereof resin acid
    • C—CHEMISTRY; METALLURGY
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    • C10L1/188—Carboxylic acids; metal salts thereof
    • C10L1/1888—Carboxylic acids; metal salts thereof tall oil
    • C—CHEMISTRY; METALLURGY
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    • C10L1/196—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof
    • C10L1/1966—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof poly-carboxylic
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    • C10L1/238—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
    • C10L1/2383—Polyamines or polyimines, or derivatives thereof (poly)amines and imines; derivatives thereof (substituted by a macromolecular group containing 30C)
    • C10L1/2387—Polyoxyalkyleneamines (poly)oxyalkylene amines and derivatives thereof (substituted by a macromolecular group containing 30C)

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  • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)

Abstract

Gegenstand der Erfindung sind kältestabilisierte Additive für Brennstofföle mit bis zu 0,05 Gew.-% Schwefelgehalt, enthaltend Fettsäuregemische aus
A1)
1 bis 99 Gew.-% mindestens einer gesättigten Mono- oder Dicarbonsäure mit 6 bis 50 Kohlenstoffatomen,
A2)
1 bis 99 Gew.-% mindestens einer ungesättigten Mono- oder Dicarbonsäure mit 6 bis 50 Kohlenstoffatomen,
sowie
B)
mindestens einer als Paraffindispergator in Mitteldestillaten wirksamen polaren stickstoffhaltigen Verbindung in einer Menge von 0,01 bis 90 Gew.-% bezogen auf das Gesamtgewicht von A1), A2) und B), welche Amide bzw. Ammoniumsalze von Aminoalkylenpolycarbonsäuren mit sekundären Aminen der Formeln 5 und 6

Figure imga0001
Figure imga0002
 sind, in denen
R10 einen geradkettigen oder verzweigten Alkylenrest mit 2 bis 6 Kohlenstoffatomen oder den Rest der Formel 7 bedeutet
Figure imga0003
 wobei die Amidstrukturen auch zum Teil oder vollständig in Form der Ammoniumsalzstruktur der Formel 8
Figure imga0004
 vorliegen können, und
R6 und R7 gleich oder verschieden sein können, und wenigstens eine dieser Gruppen für C8-C36-Alkyl, C6-C36-Cycloalkyl, C8-C36-Alkenyl steht, und die übrige Gruppe entweder Wasserstoff, C1-C36-Alkyl, C2-C36-Alkenyl, Cyclohexyl, oder eine Gruppe der Formeln -(A-O)x-E oder -(CH2)n-NYZ bedeutet, worin A für eine Ethylen- oder Propylengruppe steht, x eine Zahl von 1 bis 50, E = H, C1-C30-Alkyl, C5-C12-Cycloalkyl oder C6-C30-Aryl, und n 2, 3 oder 4 bedeuten, und Y und Z unabhängig voneinander H, C1-C30-Alkyl oder -(A-O)x bedeuten,

sowie die Verwendung der genannten Mischungen zur Verbesserung der Schmiereigenschaften schwefelarmer Mitteldestillate.The invention relates to cold-stabilized additives for fuel oils with up to 0.05 wt .-% sulfur content, containing fatty acid mixtures of
A1)
From 1 to 99% by weight of at least one saturated mono- or dicarboxylic acid having from 6 to 50 carbon atoms,
A2)
From 1 to 99% by weight of at least one unsaturated mono- or dicarboxylic acid having from 6 to 50 carbon atoms,
such as
B)
at least one polar nitrogen-containing compound which is effective as a paraffin dispersant in middle distillates in an amount of 0.01 to 90% by weight, based on the total weight of A1), A2) and B), which amides or ammonium salts of aminoalkylene polycarboxylic acids with secondary amines of the formulas 5 and 6
Figure imga0001
Figure imga0002
 are in which
R 10 is a straight-chain or branched alkylene radical having 2 to 6 carbon atoms or the radical of the formula 7
Figure imga0003
 the amide structures also partly or completely in the form of the ammonium salt structure of the formula 8
Figure imga0004
 can exist, and
R 6 and R 7 may be the same or different, and at least one of these groups is C 8 -C 36 alkyl, C 6 -C 36 cycloalkyl, C 8 -C 36 alkenyl, and the remainder of the group is either hydrogen, C C 1 -C 36 -alkyl, C 2 -C 36 -alkenyl, cyclohexyl, or a group of the formulas - (AO) x -E or - (CH 2 ) n -NYZ, where A is an ethylene or propylene group, x is a number from 1 to 50, E = H, C 1 -C 30 -alkyl, C 5 -C 12 -cycloalkyl or C 6 -C 30 -aryl, and n is 2, 3 or 4, and Y and Z are independently each other is H, C 1 -C 30 -alkyl or - (AO) x ,

and the use of said mixtures for improving the lubricating properties of low-sulfur middle distillates.

EP07005871A 2000-11-24 2001-11-06 Fuel oils with improved lubricity, comprising mixtures of fatty acids and paraffin dispersing agents and an improved lubricity additive Expired - Lifetime EP1801188B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10058359A DE10058359B4 (en) 2000-11-24 2000-11-24 Fuel oils with improved lubricity, containing mixtures of fatty acids with paraffin dispersants, and a lubricant-improving additive
EP01126254A EP1209215B1 (en) 2000-11-24 2001-11-06 Fuel oils with improved lubricating activity, containing blends of fatty acids with paraffin dispersants, and a lubricating activity improving additive

Related Parent Applications (1)

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EP1801188A2 EP1801188A2 (en) 2007-06-27
EP1801188A3 true EP1801188A3 (en) 2007-10-03
EP1801188B1 EP1801188B1 (en) 2009-02-18

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EP07005870A Revoked EP1803791B1 (en) 2000-11-24 2001-11-06 Fuel oils with improved lubricity, comprising mixtures of fatty acids and paraffin dispersing agents and an improved lubricity additive
EP07005871A Expired - Lifetime EP1801188B1 (en) 2000-11-24 2001-11-06 Fuel oils with improved lubricity, comprising mixtures of fatty acids and paraffin dispersing agents and an improved lubricity additive
EP01126254A Expired - Lifetime EP1209215B1 (en) 2000-11-24 2001-11-06 Fuel oils with improved lubricating activity, containing blends of fatty acids with paraffin dispersants, and a lubricating activity improving additive

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ES2295098T3 (en) 2008-04-16
DE50114718D1 (en) 2009-04-02
USRE40758E1 (en) 2009-06-23
CA2363700C (en) 2010-04-06
EP1209215A3 (en) 2003-08-13
EP1801188A2 (en) 2007-06-27
JP5317380B2 (en) 2013-10-16
EP1209215A2 (en) 2002-05-29
CA2363700A1 (en) 2002-05-24
US20040083644A1 (en) 2004-05-06
DE50113115D1 (en) 2007-11-22
US6610111B2 (en) 2003-08-26
JP2002167586A (en) 2002-06-11
DE10058359B4 (en) 2005-12-22
DE10058359A1 (en) 2002-06-06
EP1801188B1 (en) 2009-02-18
DE50114719D1 (en) 2009-04-02
US20020095857A1 (en) 2002-07-25
EP1803791A2 (en) 2007-07-04
EP1803791A3 (en) 2007-10-03
EP1209215B1 (en) 2007-10-10

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