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EP0376578A1 - Additifs de polyalkylene succinimide pour le contrôle de dépôt, et compositions de combustible les contenant - Google Patents

Additifs de polyalkylene succinimide pour le contrôle de dépôt, et compositions de combustible les contenant Download PDF

Info

Publication number
EP0376578A1
EP0376578A1 EP89313238A EP89313238A EP0376578A1 EP 0376578 A1 EP0376578 A1 EP 0376578A1 EP 89313238 A EP89313238 A EP 89313238A EP 89313238 A EP89313238 A EP 89313238A EP 0376578 A1 EP0376578 A1 EP 0376578A1
Authority
EP
European Patent Office
Prior art keywords
polyalkylene
parts
mineral oil
liquid fuel
composition
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.)
Withdrawn
Application number
EP89313238A
Other languages
German (de)
English (en)
Inventor
Guy Paul Abramo
Jeffrey Charles Trewella
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.)
Mobil Oil AS
ExxonMobil Oil Corp
Original Assignee
Mobil Oil AS
Mobil Oil Corp
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 Mobil Oil AS, Mobil Oil Corp filed Critical Mobil Oil AS
Publication of EP0376578A1 publication Critical patent/EP0376578A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/143Organic compounds mixtures of organic macromolecular compounds with organic non-macromolecular compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/16Hydrocarbons
    • C10L1/1616Hydrocarbons fractions, e.g. lubricants, solvents, naphta, bitumen, tars, terpentine
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/16Hydrocarbons
    • C10L1/1625Hydrocarbons macromolecular compounds
    • C10L1/1633Hydrocarbons macromolecular compounds homo- or copolymers obtained by reactions only involving carbon-to carbon unsaturated bonds
    • C10L1/1641Hydrocarbons macromolecular compounds homo- or copolymers obtained by reactions only involving carbon-to carbon unsaturated bonds from compounds containing aliphatic monomers
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/22Organic compounds containing nitrogen
    • C10L1/234Macromolecular compounds
    • C10L1/238Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
    • C10L1/2383Polyamines or polyimines, or derivatives thereof (poly)amines and imines; derivatives thereof (substituted by a macromolecular group containing 30C)
    • FMECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F02COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
    • F02BINTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
    • F02B3/00Engines characterised by air compression and subsequent fuel addition
    • F02B3/06Engines characterised by air compression and subsequent fuel addition with compression ignition

Definitions

  • This invention relates to additives for controlling or preventing engine deposits and to fuel compositions containing these additives.
  • Hydrocarbyl succinimides such as those derived from poly-alkylene polyamines, are known materials which have been widely used as fuel detergents.
  • U.S. Patent No. 4,240,803 describes the use of alkenyl succinimides in gasoline to reduce engine deposits.
  • U.S. Patent No. 4,482,357 discloses additive mixtures for diesel fuels which include a hydrocarbyl succinimide or succinamide and the reduction of coke deposition by the use of these additive mixtures.
  • This invention provides an additive composition for reducing carbon deposits in internal combustion engines comprising:
  • This invention also provides a liquid fuel composition comprising a major amount of a liquid fuel and a minor amount of an additive composition for reducing carbon deposits in internal combustion engines comprising:
  • This invention further provides a method for cleaning a gasoline internal combustion engine with fuel injectors having deposits from fuel decomposition which noticeably affect performance comprising running the engine for a period of time sufficient to improve performance with a fuel containing greater than 80 pounds per thousand barrels of an additive composition for reducing carbon deposits in internal combustion engines comprising from 22 to 28 parts of a polyalkylene succinimide, between 40 to 50 parts of a polyalkylene, and between about 27 to 33 parts of a mineral oil.
  • the polyalkylenesuccinimide utilized to make the additive composition of this invention is prepared by reacting a polyalkylenesuccinic acid or anhydride, wherein the polyalkylene is derived from a C2, C3 or C4 olefin, or mixtures thereof, with a polyalkylene polyamine of the formula NH2 ⁇ (RNH) n -R ⁇ NH2 in which R is an alkylene radical having from 1 to 5 carbon atoms and "n" is from 0 to 10.
  • the polyalkylenesuccinic anhydride can be made in accordance with a prior art process involving the thermal condensation of a polyalkylene or polyalkylene mixture with maleic anhydride. This is conveniently carried out at from 150°C to 250°C, preferably 175°C to 225°C.
  • succinic acid or anhydride derived from a polyalkylene such as isobutylene.
  • Suitable polyamines include methylene diamine, ethylene diamine, diethylene triamine, dipropylene triamine, triethylene tetramine, tetraethylene pentamine, pentamethylene hexamine, hexaethylene heptamine and undecaethylene dodecamine.
  • R′ is polyalkylene containing 12 to 500 carbons
  • R is alkylene containing 1 to 5 carbon atoms
  • n is from 0 to 10.
  • the reaction mixture may contain from 1 mole of the anhydride per mole of the amine, or it may have an amount of anhydride equivalent to the total NH functions in the amine, i.e., up to 14 moles of anhydride per mole of amine.
  • the polyalkylene component of the additive composition preferably is a liquid polyalkylene where the average number of carbon atoms per molecule is between 12 and 500.
  • the polyalkylene is a polymer of ethylene or propylene and, even more preferably, is polyisobutylene wherein the average number of carbon atoms per molecule is between 12 and 500.
  • the mineral oil can be characterized as one having a viscosity from 100 to 800 SUS at 100°F, and a minimum viscosity index of 90, more typically 91.
  • the three-component additive composition is formulated by mixing the components in the following broad and preferred proportions: Parts by Weight Range Preferred Range Polyalkylene succinimide 20 to 30 22 to 28 Polyalkylene 35 to 55 40 to 50 Mineral Oil (100 SUS) 24 to 36 27 to 33 or Mineral Oil (700 SUS) 32 to 42 35 to 39
  • the invention contemplates the use of the additive in a fuel composition in a concentration of from 80 lbs. to 400 lbs. per 1,000 barrels of fuel, and most preferably, from 120 lbs. to 250 lbs. per 1,000 barrels, the base gasoline containing less than 0.1 weight percent sulfur. Since sulfur and olefins are believed to contribute to gum formation, their reduction is advantageous in obtaining good cleanliness performance.
  • the gasoline can also contain conventional additives such as antioxidants, metal deactivators, lead alkyls, lead scavengers, and corrosion inhibitors.

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)
  • Lubricants (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
EP89313238A 1988-12-30 1989-12-18 Additifs de polyalkylene succinimide pour le contrôle de dépôt, et compositions de combustible les contenant Withdrawn EP0376578A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US29213988A 1988-12-30 1988-12-30
US292139 1988-12-30

Publications (1)

Publication Number Publication Date
EP0376578A1 true EP0376578A1 (fr) 1990-07-04

Family

ID=23123394

Family Applications (1)

Application Number Title Priority Date Filing Date
EP89313238A Withdrawn EP0376578A1 (fr) 1988-12-30 1989-12-18 Additifs de polyalkylene succinimide pour le contrôle de dépôt, et compositions de combustible les contenant

Country Status (4)

Country Link
EP (1) EP0376578A1 (fr)
JP (1) JPH02276892A (fr)
AU (1) AU4732789A (fr)
NZ (1) NZ231731A (fr)

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992015656A1 (fr) * 1991-02-27 1992-09-17 Exxon Chemical Patents Inc. Additifs pour carburants
EP0526129A1 (fr) * 1991-07-29 1993-02-03 Ethyl Petroleum Additives, Inc. Compositions pour le contrôle de l'augmentation du besoin en octane
WO1993004147A1 (fr) * 1991-08-27 1993-03-04 Mobil Oil Ag Additifs pour carburant utilises dans des moteurs
EP0557516A4 (fr) * 1991-09-13 1993-07-06 Chevron Res & Tech Compositions additives pour carburant contenant des succinimides de polyisobutenyle.
US5256165A (en) * 1992-01-06 1993-10-26 Texaco Inc Gasoline detergent additive mixture of mono-and bis-succinimides and heavy oil
WO1994009092A1 (fr) * 1992-10-09 1994-04-28 RWE-DEA Aktiengesellschaft für Mineraloel und Chemie Additifs pour carburants de moteurs a allumage par etincelle et carburants qui les contiennent
GB2279965A (en) * 1993-07-12 1995-01-18 Ethyl Petroleum Additives Ltd Additive compositions for control of deposits, exhaust emissions and/or fuel consumption in internal combustion engines
US5697988A (en) * 1991-11-18 1997-12-16 Ethyl Corporation Fuel compositions
WO1998051763A1 (fr) * 1997-05-15 1998-11-19 Infineum Usa L.P. Composition de petrole amelioree
US5916825A (en) * 1998-08-28 1999-06-29 Chevron Chemical Company Llc Polyisobutanyl succinimides and fuel compositions containing the same
US6033446A (en) * 1999-06-02 2000-03-07 Chevron Chemical Company Llc Polyalkylpyrrolidines and fuel compositions containing the same
WO2001085874A3 (fr) * 2000-05-05 2002-04-04 Basf Ag Compositions d'additifs pour essence de moteurs, presentant des proprietes de viscosite ameliorees et de bonnes proprietes detergentes pour le systeme d'admission
WO2003078553A3 (fr) * 2002-03-12 2004-02-19 Lubrizol Corp Procede de fonctionnement d'un moteur a essence a injection directe au moyen d'une composition de carburant
WO2007070360A3 (fr) * 2005-12-09 2007-08-02 Envirofuels Llc Compositions favorisant l’onctuosite et procedes d’amelioration de l’onctuosite de combustibles hydrocarbones
BE1017295A3 (fr) * 2006-06-09 2008-05-06 Afton Chemical Corp Detergent pour diesel.

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB419690A (en) * 1933-02-23 1934-11-16 Standard Oil Dev Co Improvements relating to motor fuels
FR1382910A (fr) * 1961-09-11 1964-12-24 Exxon Research Engineering Co Carburants améliorés destinés aux moteurs à combustion interne
US3717446A (en) * 1970-12-31 1973-02-20 Union Oil Co Gasoline anti-icing additives (a)
US4022589A (en) * 1974-10-17 1977-05-10 Phillips Petroleum Company Fuel additive package containing polybutene amine and lubricating oil
GB1486144A (en) * 1974-03-13 1977-09-21 Cities Service Oil Co Gasoline additive
US4123456A (en) * 1974-11-07 1978-10-31 American Cyanamid Company Novel 11-hydroxy-9-keto-5,6-cis-13,14-cis-prostadienoic acid derivatives
US4173456A (en) * 1978-02-06 1979-11-06 E. I. Du Pont De Nemours & Co. Polyolefin/acylated poly(alkyleneamine) two component fuel additive
US4325708A (en) * 1977-09-09 1982-04-20 Phillips Petroleum Company Fuel detergent compositions containing lubricating oil
US4482357A (en) * 1983-12-30 1984-11-13 Ethyl Corporation Fuel Compositions

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB419690A (en) * 1933-02-23 1934-11-16 Standard Oil Dev Co Improvements relating to motor fuels
FR1382910A (fr) * 1961-09-11 1964-12-24 Exxon Research Engineering Co Carburants améliorés destinés aux moteurs à combustion interne
US3717446A (en) * 1970-12-31 1973-02-20 Union Oil Co Gasoline anti-icing additives (a)
GB1486144A (en) * 1974-03-13 1977-09-21 Cities Service Oil Co Gasoline additive
US4022589A (en) * 1974-10-17 1977-05-10 Phillips Petroleum Company Fuel additive package containing polybutene amine and lubricating oil
US4123456A (en) * 1974-11-07 1978-10-31 American Cyanamid Company Novel 11-hydroxy-9-keto-5,6-cis-13,14-cis-prostadienoic acid derivatives
US4325708A (en) * 1977-09-09 1982-04-20 Phillips Petroleum Company Fuel detergent compositions containing lubricating oil
US4173456A (en) * 1978-02-06 1979-11-06 E. I. Du Pont De Nemours & Co. Polyolefin/acylated poly(alkyleneamine) two component fuel additive
US4482357A (en) * 1983-12-30 1984-11-13 Ethyl Corporation Fuel Compositions

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992015656A1 (fr) * 1991-02-27 1992-09-17 Exxon Chemical Patents Inc. Additifs pour carburants
EP0526129A1 (fr) * 1991-07-29 1993-02-03 Ethyl Petroleum Additives, Inc. Compositions pour le contrôle de l'augmentation du besoin en octane
WO1993004147A1 (fr) * 1991-08-27 1993-03-04 Mobil Oil Ag Additifs pour carburant utilises dans des moteurs
EP0557516A4 (fr) * 1991-09-13 1993-07-06 Chevron Res & Tech Compositions additives pour carburant contenant des succinimides de polyisobutenyle.
US5393309A (en) * 1991-09-13 1995-02-28 Chevron Research And Technology Company Fuel additive compositions containing polyisobutenyl succinimides
US5697988A (en) * 1991-11-18 1997-12-16 Ethyl Corporation Fuel compositions
US5256165A (en) * 1992-01-06 1993-10-26 Texaco Inc Gasoline detergent additive mixture of mono-and bis-succinimides and heavy oil
WO1994009092A1 (fr) * 1992-10-09 1994-04-28 RWE-DEA Aktiengesellschaft für Mineraloel und Chemie Additifs pour carburants de moteurs a allumage par etincelle et carburants qui les contiennent
GB2279965A (en) * 1993-07-12 1995-01-18 Ethyl Petroleum Additives Ltd Additive compositions for control of deposits, exhaust emissions and/or fuel consumption in internal combustion engines
WO1998051763A1 (fr) * 1997-05-15 1998-11-19 Infineum Usa L.P. Composition de petrole amelioree
US5916825A (en) * 1998-08-28 1999-06-29 Chevron Chemical Company Llc Polyisobutanyl succinimides and fuel compositions containing the same
EP0984003A1 (fr) * 1998-08-28 2000-03-08 Chevron Chemical Company LLC Polyalkylene succinimides et compositions combustibles les contenant
US6033446A (en) * 1999-06-02 2000-03-07 Chevron Chemical Company Llc Polyalkylpyrrolidines and fuel compositions containing the same
EP1057811A1 (fr) * 1999-06-02 2000-12-06 Chevron Chemical Company LLC Polyalkylpyrrolidines et compositions de carburants les contenant
WO2001085874A3 (fr) * 2000-05-05 2002-04-04 Basf Ag Compositions d'additifs pour essence de moteurs, presentant des proprietes de viscosite ameliorees et de bonnes proprietes detergentes pour le systeme d'admission
US6840970B2 (en) 2000-05-05 2005-01-11 Basf Aktiengesellschaft Fuel additive compositions for fuels for internal combustion engines with improved viscosity properties and good IVD performance
WO2003078553A3 (fr) * 2002-03-12 2004-02-19 Lubrizol Corp Procede de fonctionnement d'un moteur a essence a injection directe au moyen d'une composition de carburant
US7704289B2 (en) 2002-03-12 2010-04-27 The Lubrizol Corporation Method of operating a direct injection spark-ignited engine with a fuel composition
WO2007070360A3 (fr) * 2005-12-09 2007-08-02 Envirofuels Llc Compositions favorisant l’onctuosite et procedes d’amelioration de l’onctuosite de combustibles hydrocarbones
BE1017295A3 (fr) * 2006-06-09 2008-05-06 Afton Chemical Corp Detergent pour diesel.

Also Published As

Publication number Publication date
JPH02276892A (ja) 1990-11-13
AU4732789A (en) 1990-07-05
NZ231731A (en) 1991-03-26

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