EP0376578A1 - Polyalkylene succinimide deposit control additives and fuel compositions containing same - Google Patents

Polyalkylene succinimide deposit control additives and fuel compositions containing same Download PDF

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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
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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.)
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Application number
EP89313238A
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German (de)
French (fr)
Inventor
Guy Paul Abramo
Jeffrey Charles Trewella
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ExxonMobil Oil Corp
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Mobil Oil Corp
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Publication date
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Publication of EP0376578A1 publication Critical patent/EP0376578A1/en
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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
    • C10L1/16—Hydrocarbons
    • C10L1/1616—Hydrocarbons fractions, e.g. lubricants, solvents, naphta, bitumen, tars, terpentine
    • 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
    • C10L1/16—Hydrocarbons
    • C10L1/1625—Hydrocarbons macromolecular compounds
    • C10L1/1633—Hydrocarbons macromolecular compounds homo- or copolymers obtained by reactions only involving carbon-to carbon unsaturated bonds
    • C10L1/1641—Hydrocarbons macromolecular compounds homo- or copolymers obtained by reactions only involving carbon-to carbon unsaturated bonds from compounds containing aliphatic monomers
    • 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
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/234—Macromolecular compounds
    • 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)
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
    • F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
    • F02B3/00—Engines characterised by air compression and subsequent fuel addition
    • F02B3/06—Engines 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.

Abstract

Deposits on intake valves in gasoline internal combustion engines are reduced by an additive for fuel compositions comprising a mixture of (1) a polyalkylene succinimide, (2) a polyalkylene and (3) a mineral oil. A fuel composition containing such an additive and a method for removing and/or preventing engine deposits which adversely affect the performance of gasoline powered engines using such additve.

Description

  • 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. For example. 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:
    • (a) a polyalkylene succinimide prepared by reacting a polyalkylenesuccinic acid or anhydride, wherein the polyalkylene is derived from a C₂ C₃, or C₄ olefin or mixture thereof, with a polyalkylene polyamine of the formula
      NH₂―(RNH)
      Figure imgb0001
      R―NH₂
      in which R is an alkylene radical having from 1 to 5 carbon atoms and n is from 0 to 10,
    • (b) a polyalkylene, and
    • (c) a mineral oil.
  • 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:
    • (a) a polyalkylene succinimide prepared by reacting a polyalklyenesuccinic acid or anhydride, wherein the polyalkylene is derived from a C₂, C₃, or C₄ olefin or mixture 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,
    • (b) a polyalkylene, and
    • (c) a mineral oil.
  • 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.
  • Particularly preferred is the 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.
  • One series of reactions, showing one possible product, is as follows:
    Figure imgb0002
  • In the formula above, R′ is polyalkylene containing 12 to 500 carbons, R is alkylene containing 1 to 5 carbon atoms and 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. Preferably, 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
    In general, 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.
    • EXAMPLE 1
  • Premium unleaded gasoline containing various quantities of a polyisobutylene succinimide, polyalkylene, and a mineral oil mixed in the ratios shown below were evaluated in a single cylinder ClR engine using a 10W-30 mineral oil lubricant. After 40 hours of operation at 1100 rpm and 10 to 12 inches manifold vacuum, the intake valve was removed, its combustion chamber side cleaned and the gross weight determined. Deposits were then removed mechanically and the valve's tare weight was measured in order to calculate the net weight of deposits.
  • The table below presents the results for several runs with premium unleaded gasoline containing various additive package components alone and in specific combinations. As indicated, use of polyisobutylenesuccinimide alone at 50 pounds per 1000 barrels (Run B) increased ITV deposits 171% compared to Run A in which no additives were present in the fuel. The use of 60 pounds of mineral oil per 1000 barrels (Run D) also increased ITV deposits, but only slightly. Polyalkylene alone at 100 pounds per thousand barrels (Run C) did reduce intake valve deposits to 37% of Rune A. However, significant further reductions in deposits were obtained when packages of the type described herein were used (Runs E and F). Table 1
    CLR Intake Valve Cleanliness Test Results
    Pkg. Concentration Pounds Per 1000 Barrels of Fuel Intake Valve Deposits
    PIB-Succinimide Polyalkylene 100 SUS Mineral Oil 700 SUS Mineral Oil Weight, Mgs. Percent of Base
    A - - - - 298¹ -
    B 50 - - - 511 171
    C - 100 - - 109 37
    D - - 60 - 351 117
    E 50 90 60 - 54 18
    F 56 133 - 111 10 3
    ¹ Average of 8 runs
    Premium unleaded gasoline, for example, Phillips J alone and containing additive packages C and E were evaluated in the standard CRC carburetor cleanliness test. After 20 hours of operation with the standard cycle, the tared carburetor sleeve was removed and weighed to determine the weight of deposits thereon. Table II below presents the results of several runs. Use of a polyalkylene package C provided no carburetor keep-clean performance. The package E embodying this invention provided significant improvements in carburetor cleanliness. Table II
    Carburetor Cleanliness Test Results
    Pkg. Concentration Pounds Per 1000 Barrels of Fuel Carburetor Sleeve Deposits
    PIB-Succinimide Polyalkylene Light Mineral Oil Weight, Mgs. Percent of Base
    A - - - 24 -
    C - 100 - 23 96
    E 50 90 60 2 8

Claims (24)

1. An additive composition for reducing carbon deposits in internal combustion engines comprising:
(a) a polyalkylene succinimide prepared by reacting a polyalkylenesuccinic acid or anhydride, wherein the polyalkylene is derived from a C₂, C₃, or C₄ olefin or mixture thereof, with a polyalkylene polyamine of the formula
NH₂―(RNH)
Figure imgb0003
R―NH₂
in which R is an alkylene radical having from 1 to 5 carbon atoms and n is from 0 to 10,
(b) a polyalkylene, and
(c) a mineral oil.
2. The additive composition of claim 1 wherein the polyalkylene succinic acid or anhydride is derived from isobutylene.
3. The additive composition of claim 1 or 2 wherein the polyalkylene succinimide is prepared from a polyamine selected from methylene diamine, ethylene diamine, diethylene triamine, dipropylene triamine, triethylene tetramine, tetraethylene pentamine, pentamethylene hexamine, hexaethylene heptamine, and undecaethylene dodecamine.
4. The additive composition of any one claims 1 to 3 wherein the polyalkylene is a liquid polyalkylene wherein the average number of carbon atoms per molecule is between 12 and 500.
5. The additive composition of claim 1 wherein the polyalkylene is preponderantly polyethylene or polypropylene or polyisobutylene.
6. The additive composition of any one of claims 1 to 5 wherein the mineral oil has a viscosity of from 100 SUS to 800 SUS at 100°F, and a minimum viscosity index of 90.
7. The additive composition of claim 6 wherein the mineral oil has a viscosity of from 105 to 115 SUS at 100°F, and a minimum viscosity index of 95.
8. The additive composition of any one of claims 1 to 6 wherein the mineral oil has a minimum viscosity index of 91.
9. The additive composition of any one of claims 1 to 8 comprising from 20 to 30 parts by weight of a polyalkylene succinimide, from 35 to 55 parts of a polyalkylene, and from 24 to 36 parts of a mineral oil.
10. The additive composition of claim 9 comprising from 22 to 28 parts by weight of a polyalkylene succinimide, from 40 to 50 parts of a polyalkylene, and from 27 to 33 parts of a mineral oil.
11. 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:
(a) a polyalkylene succinimide prepared by reacting a polyalkylenesuccinic acid or anhydride, wherein the polyalkylene is derived from a C₂, C₃, or C₄ olefin or mixture 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,
(b) a polyalkylene, and
(c) a mineral oil.
12. The liquid fuel composition of claim 11 wherein the polyalkylene succinic acid or anhydride is derived from isobutylene.
13. The liquid fuel composition of claim 11 wherein the polyalkylene succinimide is prepared from a polyamine selected from methylene diamine, ethylene diamine, diethylene triamine, dipropylene triamine, triethylene tetramine, tetraethylene pentamine, pentamethylene hexamine, hexaethylene heptamine, and undecaethylene dodecamine.
14. The liquid fuel composition of claim 11 wherein the polyalkylene is a liquid polyalkylene wherein the average number of carbon atoms per molecule is between 12 and 500.
15. The liquid fuel composition of claim 11 wherein the polyalkylene is preponderantly polyethylene or polypropylene or polyisobutylene.
16. The liquid fuel composition of any one of claims 11 to 15 wherein the minderal oil has a viscosity of from 100 to 800 SUS at 100°F, and a minimum viscosity index of 90.
17. The additive composition of claim 11 wherein said mineral oil has a viscosity of from 105 to 115 SUS at 100°F, and a minimum viscosity index of 95.
18. The liquid fuel composition of any one of claims 11 to 16 wherein the mineral oil has a minimum viscosity index of 91.
19. The liquid fuel composition of any one of claims 11 to 18 wherein the additive comprises from 20 to 30 parts by weight of a polyalkylene succinimide, from 35 to 55 parts of a polyalkylene, and from 24 to 36 parts of a mineral oil.
20. The liquid fuel composition of claim 19 wherein the additive comprises from 22 to 28 parts by weight of a polyalkylene succinimide, from 40 to 50 parts of polyalkylene, and from 27 to 33 parts of a mineral oil.
21. The liquid fuel composition of any one of claims 11 to 20 wherein the liquid fuel component is gasoline or diesel fuel.
22. The liquid fuel composition of claim 11 wherein the additive comprises from 22 to 28 parts by weight of a polybutylene succinimide, from 40 to 50 parts of polybutylene, and form 27 to 33 parts of a mineral oil having a viscosity of from 100 SUS to 800 SUS at 100°F, and a minimum viscosity index of 90 and the liquid fuel component is gasoline.
23. A method for cleaning a gasoline internal combustion engine with fuel injectors having deposits from fuel decomposition which noticeably effect 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 enginese comprising from 22 to 28 parts of a polyalkylene succinimide bvetween 40 to 50 parts of a polyalkylene, and between about 27 to 33 parts of a mineral oil.
24. The method of claim 23 wherein the additive comprises from 22 to 28 parts by weight of a polybutylene succinimide, from 40 to 50 parts of polybutylene, and from 27 to 33 parts of a mineral oil having a viscosity of from 100 SUS to 800 SUS at 100°F, and a minimum viscosity index of 90 and the liquid fuel component is gasoline.
EP89313238A 1988-12-30 1989-12-18 Polyalkylene succinimide deposit control additives and fuel compositions containing same Withdrawn EP0376578A1 (en)

Applications Claiming Priority (2)

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US29213988A 1988-12-30 1988-12-30
US292139 1988-12-30

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Cited By (16)

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WO1992015656A1 (en) * 1991-02-27 1992-09-17 Exxon Chemical Patents Inc. Fuel additives
EP0526129A1 (en) * 1991-07-29 1993-02-03 Ethyl Petroleum Additives, Inc. Compositions for control of octane requirement increase
WO1993004147A1 (en) * 1991-08-27 1993-03-04 Mobil Oil Ag Carburetor fuel additive
EP0542904A1 (en) * 1990-08-09 1993-05-26 Mobil Oil Corporation Deposit control additives and fuel compositions containing the same
EP0557516A4 (en) * 1991-09-13 1993-07-06 Chevron Res & Tech Fuel additive compositions containing polyisobutenyl succinimides.
US5256165A (en) * 1992-01-06 1993-10-26 Texaco Inc Gasoline detergent additive mixture of mono-and bis-succinimides and heavy oil
WO1994009092A1 (en) * 1992-10-09 1994-04-28 RWE-DEA Aktiengesellschaft für Mineraloel und Chemie Fuel additives for spark ignition engines and fuels containing them
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 (en) * 1997-05-15 1998-11-19 Infineum Usa L.P. Improved oil composition
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
WO2001085874A2 (en) * 2000-05-05 2001-11-15 Basf Aktiengesellschaft Fuel additive compositions for fuels for internal combustion engines with improved viscosity properties and good ivd performance
WO2003078553A3 (en) * 2002-03-12 2004-02-19 Lubrizol Corp Method of operating a direct injection spark-ignited engine with a fuel composition
WO2007070360A2 (en) * 2005-12-09 2007-06-21 Envirofuels, Llc Lubricity improver compositions and methods for improving lubricity of hydrocarbon fuels
BE1017295A3 (en) * 2006-06-09 2008-05-06 Afton Chemical Corp DETERGENT FOR DIESEL.

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Cited By (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0542904A1 (en) * 1990-08-09 1993-05-26 Mobil Oil Corporation Deposit control additives and fuel compositions containing the same
WO1992015656A1 (en) * 1991-02-27 1992-09-17 Exxon Chemical Patents Inc. Fuel additives
EP0526129A1 (en) * 1991-07-29 1993-02-03 Ethyl Petroleum Additives, Inc. Compositions for control of octane requirement increase
WO1993004147A1 (en) * 1991-08-27 1993-03-04 Mobil Oil Ag Carburetor fuel additive
EP0557516A4 (en) * 1991-09-13 1993-07-06 Chevron Res & Tech Fuel additive compositions containing polyisobutenyl succinimides.
EP0557516A1 (en) * 1991-09-13 1993-09-01 Chevron Res & Tech Fuel additive compositions containing polyisobutenyl succinimides.
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NZ231731A (en) 1991-03-26
AU4732789A (en) 1990-07-05
JPH02276892A (en) 1990-11-13

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