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 PDFInfo
- 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- Withdrawn
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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
- 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
- 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
- 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
- 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.
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)
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)
| 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)
| 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 |
-
1989
- 1989-12-12 NZ NZ23173189A patent/NZ231731A/en unknown
- 1989-12-18 EP EP89313238A patent/EP0376578A1/fr not_active Withdrawn
- 1989-12-27 JP JP33990989A patent/JPH02276892A/ja active Pending
- 1989-12-28 AU AU47327/89A patent/AU4732789A/en not_active Abandoned
Patent Citations (9)
| 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)
| 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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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
| AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): BE DE FR GB IT NL |
|
| 17P | Request for examination filed |
Effective date: 19901116 |
|
| 17Q | First examination report despatched |
Effective date: 19910321 |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN |
|
| 18W | Application withdrawn |
Withdrawal date: 19930128 |