CA3195345A1 - Aryloxy alkylamines as fuel additives for reducing injector fouling in direct injection spark ignition gasoline engines - Google Patents
Aryloxy alkylamines as fuel additives for reducing injector fouling in direct injection spark ignition gasoline enginesInfo
- Publication number
- CA3195345A1 CA3195345A1 CA3195345A CA3195345A CA3195345A1 CA 3195345 A1 CA3195345 A1 CA 3195345A1 CA 3195345 A CA3195345 A CA 3195345A CA 3195345 A CA3195345 A CA 3195345A CA 3195345 A1 CA3195345 A1 CA 3195345A1
- Authority
- CA
- Canada
- Prior art keywords
- amine
- ethyl
- hydrocarbyl
- fuel
- ethy1
- 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.)
- Pending
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
- C10L1/22—Organic compounds containing nitrogen
- C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
-
- 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
- C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
- C10L1/2222—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates
-
- 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
- C10L10/00—Use of additives to fuels or fires for particular purposes
- C10L10/02—Use of additives to fuels or fires for particular purposes for reducing smoke development
-
- 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
- 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 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
- C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
- C10L1/223—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond having at least one amino group bound to an aromatic carbon atom
-
- 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
- C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
- C10L1/224—Amides; Imides carboxylic acid amides, imides
-
- 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
- C10L1/23—Organic compounds containing nitrogen containing at least one nitrogen-to-oxygen bond, e.g. nitro-compounds, nitrates, nitrites
- C10L1/231—Organic compounds containing nitrogen containing at least one nitrogen-to-oxygen bond, e.g. nitro-compounds, nitrates, nitrites nitro compounds; nitrates; nitrites
-
- 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)
-
- 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)
- C10L1/2387—Polyoxyalkyleneamines (poly)oxyalkylene amines and derivatives thereof (substituted by a macromolecular group containing 30C)
-
- 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
- C10L2200/00—Components of fuel compositions
- C10L2200/04—Organic compounds
- C10L2200/0407—Specifically defined hydrocarbon fractions as obtained from, e.g. a distillation column
- C10L2200/0415—Light distillates, e.g. LPG, naphtha
- C10L2200/0423—Gasoline
-
- 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
- C10L2230/00—Function and purpose of a components of a fuel or the composition as a whole
- C10L2230/08—Inhibitors
-
- 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
- C10L2270/00—Specifically adapted fuels
- C10L2270/02—Specifically adapted fuels for internal combustion engines
- C10L2270/023—Specifically adapted fuels for internal combustion engines for gasoline engines
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)
- Solid Fuels And Fuel-Associated Substances (AREA)
- Fuel-Injection Apparatus (AREA)
- Liquid Carbonaceous Fuels (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US202063079609P | 2020-09-17 | 2020-09-17 | |
| US63/079,609 | 2020-09-17 | ||
| PCT/IB2021/058387 WO2022058894A1 (en) | 2020-09-17 | 2021-09-15 | Aryloxy alkylamines as fuel additives for reducing injector fouling in direct injection spark ignition gasoline engines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA3195345A1 true CA3195345A1 (en) | 2022-03-24 |
Family
ID=77897677
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA3195345A Pending CA3195345A1 (en) | 2020-09-17 | 2021-09-15 | Aryloxy alkylamines as fuel additives for reducing injector fouling in direct injection spark ignition gasoline engines |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US20240026239A1 (https=) |
| EP (1) | EP4214297B1 (https=) |
| JP (2) | JP2023541471A (https=) |
| KR (1) | KR102916332B1 (https=) |
| CN (1) | CN116234891B (https=) |
| AU (2) | AU2021342779A1 (https=) |
| CA (1) | CA3195345A1 (https=) |
| CO (1) | CO2023004450A2 (https=) |
| MX (1) | MX2023003074A (https=) |
| MY (1) | MY208247A (https=) |
| WO (1) | WO2022058894A1 (https=) |
Family Cites Families (49)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US566939A (en) * | 1896-09-01 | eoney | ||
| US2622018A (en) | 1949-10-19 | 1952-12-16 | Socony Vacuum Oil Co Inc | Motor fuel |
| US3574576A (en) | 1965-08-23 | 1971-04-13 | Chevron Res | Distillate fuel compositions having a hydrocarbon substituted alkylene polyamine |
| DE1643240A1 (de) | 1966-09-16 | 1971-06-24 | Boehringer Sohn Ingelheim | Verfahren zur Herstellung neuer racemischer oder optisch aktiver 1-Phenoxy-2-aminoalkane |
| GB1346765A (en) | 1970-06-16 | 1974-02-13 | Shell Int Research | Fuel compositions |
| US3849083A (en) * | 1972-04-14 | 1974-11-19 | Ethyl Corp | Gasoline additive |
| US3848056A (en) | 1972-09-05 | 1974-11-12 | Continental Oil Co | Molten alkaline alkanoic mixtures for absorption of sulfur oxides |
| US4231759A (en) | 1973-03-12 | 1980-11-04 | Standard Oil Company (Indiana) | Liquid hydrocarbon fuels containing high molecular weight Mannich bases |
| US3960515A (en) | 1973-10-11 | 1976-06-01 | Chevron Research Company | Hydrocarbyl amine additives for distillate fuels |
| GB1486144A (en) | 1974-03-13 | 1977-09-21 | Cities Service Oil Co | Gasoline additive |
| US4236020A (en) | 1976-06-21 | 1980-11-25 | Chevron Research Company | Carbamate deposit control additives |
| US4288612A (en) | 1976-06-21 | 1981-09-08 | Chevron Research Company | Deposit control additives |
| US4191537A (en) | 1976-06-21 | 1980-03-04 | Chevron Research Company | Fuel compositions of poly(oxyalkylene) aminocarbamate |
| US4160648A (en) | 1976-06-21 | 1979-07-10 | Chevron Research Company | Fuel compositions containing deposit control additives |
| US4233168A (en) | 1978-06-19 | 1980-11-11 | Chevron Research Company | Lubricant compositions containing dispersant additives |
| US4197409A (en) | 1978-08-08 | 1980-04-08 | Chevron Research Company | Poly(oxyalkylene)aminocarbomates of alkylene polyamine |
| US4243798A (en) | 1979-08-09 | 1981-01-06 | Chevron Research Company | Process for the production of a polymeric carbamate |
| US4292046A (en) | 1979-08-10 | 1981-09-29 | Mobil Oil Corporation | Detergent compositions |
| US4270930A (en) | 1979-12-21 | 1981-06-02 | Chevron Research Company | Clean combustion chamber fuel composition |
| US4518782A (en) | 1981-08-10 | 1985-05-21 | Texaco Inc. | Fuel compositions containing N-alkyl glycyl imidazoline |
| US4409000A (en) | 1981-12-14 | 1983-10-11 | The Lubrizol Corporation | Combinations of hydroxy amines and carboxylic dispersants as fuel additives |
| EP0149486A3 (en) | 1984-01-17 | 1986-10-08 | Atlantic Richfield Company | Detergent composition and gasoline composition containing same |
| US4836829A (en) | 1986-03-14 | 1989-06-06 | Exxon Research And Engineering Company | Fuel composition and process for multi-port fuel injection systems (PNE-509) |
| DE3611230A1 (de) | 1986-04-04 | 1987-10-08 | Basf Ag | Polybutyl- und polyisobutylamine, verfahren zu deren herstellung und diese enthaltende kraft- und schmierstoffzusammensetzungen |
| US4810263A (en) | 1986-04-11 | 1989-03-07 | Exxon Research And Engineering Company | Fuel composition |
| US4729769A (en) | 1986-05-08 | 1988-03-08 | Texaco Inc. | Gasoline compositions containing reaction products of fatty acid esters and amines as carburetor detergents |
| US4881945A (en) | 1987-10-23 | 1989-11-21 | Chevron Research Company | Fuel compositions containing very long chain alkylphenyl poly(oxyalkylene) aminocarbonates |
| DE3826608A1 (de) | 1988-08-05 | 1990-02-08 | Basf Ag | Polyetheramine oder polyetheraminderivate enthaltende kraftstoffe fuer ottomotoren |
| DE3826797A1 (de) | 1988-08-06 | 1990-02-08 | Basf Ag | Kraftstoffzusammensetzungen, die polycarbonsaeureester langkettiger alkohole enthalten |
| DE3838918A1 (de) | 1988-11-17 | 1990-05-23 | Basf Ag | Kraftstoffe fuer verbrennungsmaschinen |
| EP0382159A1 (en) | 1989-02-06 | 1990-08-16 | E.I. Du Pont De Nemours And Company | Defouling of fuel systems |
| WO1990010051A1 (en) | 1989-02-21 | 1990-09-07 | Union Oil Company Of California | Fuel composition for control of intake valve deposits |
| GB9007431D0 (en) | 1990-04-03 | 1990-05-30 | Shell Int Research | Diesel fuel additives |
| EP0557516B1 (en) | 1991-09-13 | 1996-07-17 | Chevron Chemical Company | Fuel additive compositions containing polyisobutenyl succinimides |
| US5697988A (en) | 1991-11-18 | 1997-12-16 | Ethyl Corporation | Fuel compositions |
| GB9208034D0 (en) | 1992-04-10 | 1992-05-27 | Bp Chem Int Ltd | Fuel composition |
| US5620486A (en) | 1994-12-30 | 1997-04-15 | Chevron Chemical Company | Fuel compositions containing aryl succinimides |
| BR9702216A (pt) * | 1996-05-14 | 1999-12-28 | Chevron Chem Co | Composição de aditivo de combustìvel, composição de combustìvel, concentrado de combustìvel. |
| US5618320A (en) | 1996-05-14 | 1997-04-08 | Chevron Chemical Company | Aromatic esters of polyalkylphenoxyalkanols and fuel compositions containing the same |
| US5669939A (en) | 1996-05-14 | 1997-09-23 | Chevron Chemical Company | Polyalkylphenoxyaminoalkanes and fuel compositions containing the same |
| US6203584B1 (en) | 1998-03-31 | 2001-03-20 | Chevron Chemical Company Llc | Fuel composition containing an amine compound and an ester |
| US5954843A (en) | 1998-08-28 | 1999-09-21 | Chevron Chemical Company Llc | Aminocarbamates of polyalkyl or polyalkenyl N-hydroxyalkyl succinimides and fuel compositions containing the same |
| US5993497A (en) | 1998-08-28 | 1999-11-30 | Chevron Chemical Company Llc | Esters of polyalkyl or polyalkenyl N-hydroxyalkyl succinimides and fuel compositions containing the same |
| US6114542A (en) | 1998-08-28 | 2000-09-05 | Chevron Chemical Company Llc | Ethers of polyalkyl or polyalkenyl N-hydroxyalkyl succinimides and fuel compositions containing the same |
| US5916825A (en) | 1998-08-28 | 1999-06-29 | Chevron Chemical Company Llc | Polyisobutanyl succinimides and fuel compositions containing the same |
| US6217624B1 (en) | 1999-02-18 | 2001-04-17 | Chevron Chemical Company Llc | Fuel compositions containing hydrocarbyl-substituted polyoxyalkylene amines |
| US20030150154A1 (en) * | 2001-12-21 | 2003-08-14 | Cherpeck Richard E. | Polyalkylphenoxyaminoalkanes and fuel compositions containing the same |
| US6660050B1 (en) * | 2002-05-23 | 2003-12-09 | Chevron U.S.A. Inc. | Method for controlling deposits in the fuel reformer of a fuel cell system |
| US9035097B2 (en) * | 2012-09-12 | 2015-05-19 | Chevron Oronite Company Llc | Aminoethylation process having improved yield of aryloxyalkylene amine compounds and reduced urea by-products |
-
2021
- 2021-09-15 JP JP2023517692A patent/JP2023541471A/ja active Pending
- 2021-09-15 MX MX2023003074A patent/MX2023003074A/es unknown
- 2021-09-15 AU AU2021342779A patent/AU2021342779A1/en not_active Abandoned
- 2021-09-15 EP EP21773883.0A patent/EP4214297B1/en active Active
- 2021-09-15 CA CA3195345A patent/CA3195345A1/en active Pending
- 2021-09-15 KR KR1020237011754A patent/KR102916332B1/ko active Active
- 2021-09-15 MY MYPI2023001389A patent/MY208247A/en unknown
- 2021-09-15 CN CN202180066654.2A patent/CN116234891B/zh active Active
- 2021-09-15 US US18/025,303 patent/US20240026239A1/en active Pending
- 2021-09-15 WO PCT/IB2021/058387 patent/WO2022058894A1/en not_active Ceased
-
2023
- 2023-04-11 CO CONC2023/0004450A patent/CO2023004450A2/es unknown
-
2025
- 2025-08-12 JP JP2025134276A patent/JP2025172767A/ja active Pending
- 2025-09-02 AU AU2025226672A patent/AU2025226672A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP4214297A1 (en) | 2023-07-26 |
| KR102916332B1 (ko) | 2026-01-27 |
| AU2021342779A9 (en) | 2024-09-26 |
| CN116234891A (zh) | 2023-06-06 |
| WO2022058894A1 (en) | 2022-03-24 |
| MY208247A (en) | 2025-04-29 |
| CO2023004450A2 (es) | 2023-04-27 |
| AU2025226672A1 (en) | 2025-09-18 |
| AU2021342779A1 (en) | 2023-04-27 |
| EP4214297B1 (en) | 2024-07-10 |
| KR20230068407A (ko) | 2023-05-17 |
| MX2023003074A (es) | 2023-05-19 |
| CN116234891B (zh) | 2025-12-16 |
| JP2025172767A (ja) | 2025-11-26 |
| JP2023541471A (ja) | 2023-10-02 |
| US20240026239A1 (en) | 2024-01-25 |
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