EP1615985B1 - Kraftstoffzusammensetzung - Google Patents

Kraftstoffzusammensetzung Download PDF

Info

Publication number
EP1615985B1
EP1615985B1 EP04726498.1A EP04726498A EP1615985B1 EP 1615985 B1 EP1615985 B1 EP 1615985B1 EP 04726498 A EP04726498 A EP 04726498A EP 1615985 B1 EP1615985 B1 EP 1615985B1
Authority
EP
European Patent Office
Prior art keywords
gasoline fuel
additive
volume
gasoline
groups
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.)
Revoked
Application number
EP04726498.1A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP1615985A1 (de
Inventor
Harald Schwahn
Dietmar Posselt
Erich K. Fehr
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.)
BASF SE
Original Assignee
BASF SE
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=33016286&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP1615985(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by BASF SE filed Critical BASF SE
Priority to PL10180913T priority Critical patent/PL2270119T3/pl
Priority to PL04726498T priority patent/PL1615985T3/pl
Priority to SI200432123T priority patent/SI1615985T1/sl
Priority to EP10180913.5A priority patent/EP2270119B1/de
Priority to EP20174630.2A priority patent/EP3736317A1/de
Publication of EP1615985A1 publication Critical patent/EP1615985A1/de
Application granted granted Critical
Publication of EP1615985B1 publication Critical patent/EP1615985B1/de
Anticipated expiration legal-status Critical
Revoked 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
    • 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
    • C10L10/00Use of additives to fuels or fires for particular purposes
    • C10L10/08Use of additives to fuels or fires for particular purposes for improving lubricity; for reducing wear
    • 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
    • C10L1/18Organic compounds containing oxygen
    • C10L1/182Organic compounds containing oxygen containing hydroxy groups; Salts thereof
    • C10L1/1822Organic compounds containing oxygen containing hydroxy groups; Salts thereof hydroxy group directly attached to (cyclo)aliphatic carbon atoms
    • C10L1/1824Organic compounds containing oxygen containing hydroxy groups; Salts thereof hydroxy group directly attached to (cyclo)aliphatic carbon atoms mono-hydroxy
    • 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)

Definitions

  • the present invention relates to a fuel composition containing, in a larger amount, a specific low alkanol-containing gasoline fuel and a smaller amount of selected gasoline additives.
  • fuel additives are used for keeping valves and carburetors or injection systems of gasoline engines clean (cf., for example: M.Rossenbeck in catalysts, surfactants, mineral oil additives, ed. J. Falbe, U. Hasserodt, p. 223, G. Thieme Verlag, Stuttgart 1978 ).
  • valve seat wear-inhibiting additives based on alkali metal or alkaline earth metal compounds have been developed.
  • Modern gasoline engines require for a trouble-free use fuels with a complex property profile, which can be guaranteed only in combination with appropriate gasoline additives.
  • Such gasoline fuels usually consist of a complex mixture of chemical compounds and are characterized by physical quantities.
  • the interaction between gasoline fuels and corresponding additives is still in need of improvement in the case of the known fuel compositions with regard to the cleansing or keeping clean and the valve seat wear-inhibiting effect.
  • the WO 01/85874 discloses a fuel composition containing a gasoline having a sulfur content of max. 150 ppm, an olefin content of max. 21 vol .-%, a benzene content of max. 1.0 vol .-%, an aromatic content of max. 42% by volume, a carrier oil mixture and a detergent additive.
  • the fuel composition may include alcohols such as methanol (maximum 3% by volume), ethanol (maximum 5% by volume), isopropanol (maximum 10% by volume), t-butanol (maximum 7% by volume) or isobutanol (maximum 10% by volume).
  • Comparable maximum alcohol contents are in the older one WO 03/074637 for gasoline compositions which are additized with specific mixtures of detergent additive and carrier oil.
  • the DD 140 359 describes low-lead fuels, containing 5-30 vol .-% of an additive of a mixture of methanol methyl tert-butyl ether and a boiled between 373 and 473 Kelvin alcohol fraction.
  • the older one WO 03/076554 describes the use of specific hydrocarbyl amines to reduce injector deposits in gasoline engines, wherein the unleaded gasoline fuels used may contain 0.1-15% by volume of additives such as methanol, ethanol and MTBE.
  • the object of the present invention was therefore to find a more effective gasoline-petrol fuel additive composition. In particular, more effective additive formulations should be found.
  • the alkanol content is, based on the total volume of the fuel composition 10 to 75 vol .-%, preferably 10 to 65 vol .-%, in particular 20 to 55 vol .-%, such. B. 30 - 40 vol .-% or 40 - 50 vol .-%.
  • the content of other alcohols and ethers in gasoline is usually relatively low. Typical maximum contents are 7% by volume for tert-butanol, 10% by volume for isobutanol and 15% by volume for ethers having 5 or more C atoms in the molecule.
  • the aromatic content of the gasoline is preferably not more than 40% by volume, in particular not more than 38% by volume. Preferred ranges for the aromatic content are from 20 to 42% by volume, in particular from 25 to 40% by volume.
  • the sulfur content of the gasoline is preferably not more than 100 ppm by weight, in particular not more than 50 ppm by weight. Preferred ranges for the sulfur content are from 0.5 to 150 ppm by weight, in particular from 1 to 100 ppm by weight.
  • the gasoline has an olefin content of not more than 21% by volume, preferably not more than 18% by volume, in particular not more than 10% by volume. Preferred ranges for the olefin content are from 6 to 21% by volume, in particular from 7 to 18% by volume.
  • the gasoline has a benzene content of not more than 1.0% by volume, in particular not more than 0.9% by volume.
  • Preferred ranges for the benzene content are from 0.5 to 1.0% by volume, in particular from 0.6 to 0.9% by volume.
  • the gasoline has an oxygen content of at most 2.7 wt .-%, preferably from 0.1 to 2.7 wt .-%, especially from 1.0 to 2.7 wt .-%, in particular from 1.2 to 2.0 wt .-%, on.
  • a gasoline fuel which simultaneously has an aromatics content of not more than 38% by volume, an olefin content of not more than 21% by volume, a sulfur content of not more than 50 ppm by weight, a benzene content of not more than 1.0% by volume and a Having oxygen content of 1.0 to 2.7 wt .-%.
  • the summer vapor pressure of the gasoline is usually not more than 70 kPa, in particular 60 kPa (each at 370C).
  • the research octane number ("RON") of the gasoline is typically 90 to 100.
  • a common range for the corresponding engine octane number (“MOZ”) is 80 to 90.
  • the specified specifications are determined by conventional methods (DIN EN 228).
  • the hydrophobic hydrocarbon radical in the gasoline fuel additives which provides sufficient solubility in the fuel, has a number average molecular weight (Mn) of 85 to 20,000, especially from 113 to 10,000, especially from 300 to 5000.
  • Mn number average molecular weight
  • Such additives based on highly reactive polyisobutene which from the polyisobutene, which may contain up to 20 wt .-% of n-butene units, by hydroformylation and reductive amination with ammonia, monoamines or polyamines such as dimethylaminopropylamine , Ethylenediamine, diethylenetriamine, triethylenetetramine or tetraethylenepentamine can be prepared, in particular from EP-A 244 616 known.
  • monoamino groups (a) -containing additives are the compounds obtainable from polyisobutene epoxides by reaction with amines and subsequent dehydration and reduction of the amino alcohols, as are described in particular in US Pat DE-A 196 20 262 are described.
  • Polyoxy-C 2 - to C 4 -alkylene additives (f) are preferably polyethers or polyetheramines which are obtainable by reaction of C 2 - to C 60 alkanols, C 6 - to C 30 alkanediols, mono- or di-C 2 C 30 -alkylamines, C 1 -C 30 -alkylcyclohexanols or C 1 -C 30 -alkylphenols with 1 to 30 mol of ethylene oxide and / or propylene oxide and / or butylene oxide per hydroxyl group or amino group and, in the case of polyetheramines, by subsequent reductive amination with ammonia, monoamines or polyamines are available.
  • Such products are used in particular EP-A 310 875 .
  • polyethers such products also meet carrier oil properties. Typical examples of these are tridecanol or Isotridecanolbutoxylate, Isononylphenolbutoxylate and Polyisobutenolbutoxylate and propoxylates and the corresponding reaction products with ammonia.
  • derivatives with aliphatic polyamines such as ethylenediamine, diethylenetriamine, triethylenetetramine or tetraethylenepentamine.
  • Such gasoline additives are particularly useful in US Pat. No. 4,849,572 described.
  • Mannich reaction of substituted phenols with aldehydes and mono- or polyamines generated groupings (i) containing additives are preferably reaction products of polyisobutene-substituted phenols with formaldehyde and mono- or polyamines such as ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine or dimethylaminopropylamine.
  • Such "polyisobutene-Mannich bases" are particularly in the EP-A 831 141 described.
  • the fuel composition of the invention may further contain other conventional components and additives.
  • Suitable solvents or diluents are aliphatic and aromatic hydrocarbons, e.g. Solvent naphtha, into consideration.
  • corrosion inhibitors for example based on film-forming ammonium salts of organic carboxylic acids or of heterocyclic aromatics in non-ferrous metal corrosion protection
  • antioxidants or stabilizers for example based on amines such as p-phenylenediamine, dicyclohexylamine or derivatives thereof or on phenols such as 2,4-di tert-butylphenol or 3,5-di-tert-butyl-4-hydroxyphenylpropionic acid, demulsifiers, antistatic agents, metallocenes such as ferrocene or methylcyclopentadienyl manganese tricarbonyl, lubricity additives such as certain fatty acids, alkenyl succinic esters, bis (hydroxyalkyl) fatty amines, hydroxyacetamides or castor oil and dyes (markers). Sometimes amines are also added to lower the pH of the fuel.
  • Typical mixtures of this type include polyisobutene amines in combination with alkanol-initiated polyethers such as tridecanol or isotridecanol butoxylates or propoxylates, polyisobutene amines in combination with alkanol-initiated polyetheramines such as tridecanol or isotridecanol butoxylate ammonia reaction products and alkanol-initiated polyether amines such as tridecanol or isotridecaol butoxylate ammonia reaction products in combination with alkanol-started polyethers such as tridecanol or isotridecanol butoxylates or propoxylates, each together with the said corrosion inhibitors or lubricity improvers.
  • alkanol-initiated polyethers such as tridecanol or isotridecanol butoxylates or propoxylates
  • alkanol-initiated polyetheramines such as tri
  • the aforementioned gasoline additives with the polar groups (a), (f), (h) and (i) and the other components mentioned are added to the gasoline and unfold their effect there.
  • the components or additives can be added to the gasoline fuel individually or as a previously prepared concentrate ("additive package").
  • gasoline additives with the polar groups (a), (f), (h) and (i) are the gasoline usually in an amount of 5 to 5000 ppm by weight, especially 5 to 3000 ppm by weight, especially 10 to 1000 ppm by weight, added.
  • the other components and additives mentioned are added, if desired, in customary amounts.
  • the same cleaning or valve seat wear-inhibiting effect can be achieved as in comparable fuel compositions without low alkanol addition.
  • the same amounts of detergent or valve seat wear-inhibiting agent in the inventive fuel composition compared to conventional fuel compositions surprisingly results in a significantly better cleansing or purifying or valve seat wear-inhibiting effect.
  • the fuel composition according to the invention additionally has the advantage that fewer deposits are formed in the combustion chamber of the gasoline engine and that less additive is introduced into the engine oil via the fuel dilution.
  • Example 1 was repeated, but using OK 2 instead of OK 1.
  • Example 1 was repeated but using OK 3 instead of OK 1.
  • TCD combustion chamber deposits

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Combustion & Propulsion (AREA)
  • Solid Fuels And Fuel-Associated Substances (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Detergent Compositions (AREA)
EP04726498.1A 2003-04-11 2004-04-08 Kraftstoffzusammensetzung Revoked EP1615985B1 (de)

Priority Applications (5)

Application Number Priority Date Filing Date Title
PL10180913T PL2270119T3 (pl) 2003-04-11 2004-04-08 Kompozycja paliwowa
PL04726498T PL1615985T3 (pl) 2003-04-11 2004-04-08 Kompozycja paliwowa
SI200432123T SI1615985T1 (sl) 2003-04-11 2004-04-08 Gorivni sestavek
EP10180913.5A EP2270119B1 (de) 2003-04-11 2004-04-08 Kraftstoffzusammensetzung
EP20174630.2A EP3736317A1 (de) 2003-04-11 2004-04-08 Kraftstoffzusammensetzung

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10316871A DE10316871A1 (de) 2003-04-11 2003-04-11 Kraftstoffzusammensetzung
PCT/EP2004/003811 WO2004090079A1 (de) 2003-04-11 2004-04-08 Kraftstoffzusammensetzung

Related Child Applications (3)

Application Number Title Priority Date Filing Date
EP20174630.2A Division EP3736317A1 (de) 2003-04-11 2004-04-08 Kraftstoffzusammensetzung
EP10180913.5A Division EP2270119B1 (de) 2003-04-11 2004-04-08 Kraftstoffzusammensetzung
EP10180913.5 Division-Into 2010-09-28

Publications (2)

Publication Number Publication Date
EP1615985A1 EP1615985A1 (de) 2006-01-18
EP1615985B1 true EP1615985B1 (de) 2013-12-11

Family

ID=33016286

Family Applications (3)

Application Number Title Priority Date Filing Date
EP04726498.1A Revoked EP1615985B1 (de) 2003-04-11 2004-04-08 Kraftstoffzusammensetzung
EP20174630.2A Withdrawn EP3736317A1 (de) 2003-04-11 2004-04-08 Kraftstoffzusammensetzung
EP10180913.5A Revoked EP2270119B1 (de) 2003-04-11 2004-04-08 Kraftstoffzusammensetzung

Family Applications After (2)

Application Number Title Priority Date Filing Date
EP20174630.2A Withdrawn EP3736317A1 (de) 2003-04-11 2004-04-08 Kraftstoffzusammensetzung
EP10180913.5A Revoked EP2270119B1 (de) 2003-04-11 2004-04-08 Kraftstoffzusammensetzung

Country Status (22)

Country Link
US (1) US20060196110A1 (pl)
EP (3) EP1615985B1 (pl)
JP (3) JP4452712B2 (pl)
KR (2) KR101186408B1 (pl)
CN (1) CN100545244C (pl)
AR (1) AR044001A1 (pl)
AU (1) AU2004227095B2 (pl)
BR (1) BRPI0409171A (pl)
CA (2) CA2810284C (pl)
CL (1) CL2004000766A1 (pl)
DE (1) DE10316871A1 (pl)
DK (1) DK1615985T3 (pl)
ES (1) ES2443993T3 (pl)
MX (1) MXPA05010183A (pl)
MY (1) MY162483A (pl)
NO (1) NO20054374L (pl)
PL (2) PL1615985T3 (pl)
PT (1) PT1615985E (pl)
RU (1) RU2005134823A (pl)
SI (1) SI1615985T1 (pl)
WO (1) WO2004090079A1 (pl)
ZA (1) ZA200509086B (pl)

Families Citing this family (32)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10316871A1 (de) 2003-04-11 2004-10-21 Basf Ag Kraftstoffzusammensetzung
US20080086934A1 (en) * 2006-10-16 2008-04-17 Cunningham Lawrence J Protecting fuel delivery systems in engines combusting ethanol-containing fuels
US20080086933A1 (en) * 2006-10-16 2008-04-17 Cunningham Lawrence J Volatility agents as fuel additives for ethanol-containing fuels
US20080086935A1 (en) * 2006-10-16 2008-04-17 Lawrence J Cunningham Method and compositions for reducing corrosion in engines combusting ethanol-containing fuels
US20080086936A1 (en) * 2006-10-16 2008-04-17 Cunningham Lawrence J Method and compositions for reducing wear in engines combusting ethanol-containing fuels
US20080168708A1 (en) * 2007-01-11 2008-07-17 Cunningham Lawrence J Method and compositions for reducing deposits in engines combusting ethanol-containing fuels and a corrosion inhibitor
AU2009209587B2 (en) 2008-02-01 2013-08-22 Basf Se Special polyisobutene amines, and use thereof as detergents in fuels
GB0903165D0 (en) * 2009-02-25 2009-04-08 Innospec Ltd Methods and uses relating to fuel compositions
CA2801018A1 (en) * 2010-06-01 2011-12-08 Arno Lange Low-molecular weight polyisobutyl-substituted amines as detergent boosters
PL2646530T3 (pl) 2010-12-02 2017-08-31 Basf Se ZASTOSOWANIE PRODUKTU REAKCJl PODSTAWIONEGO HYDROKARBYLEM KWASU DIKARBOKSYLOWEGO I ZWIĄZKU AZOTU DO ZMNIEJSZENIA ZUŻYCIA PALIWA SILNIKOWEGO
EP2554636A1 (en) * 2011-08-03 2013-02-06 Innospec Limited Fuel compositions
US20150113867A1 (en) 2013-10-24 2015-04-30 Basf Se Use of an alkoxylated polytetrahydrofuran to reduce fuel consumption
US20150113864A1 (en) 2013-10-24 2015-04-30 Basf Se Use of a complex ester to reduce fuel consumption
US20150113859A1 (en) 2013-10-24 2015-04-30 Basf Se Use of polyalkylene glycol to reduce fuel consumption
JP6216883B2 (ja) 2013-11-18 2017-10-18 アフトン・ケミカル・コーポレーションAfton Chemical Corporation 吸気弁沈着物制御用の混合洗浄剤組成物
CN106133120B (zh) 2014-01-29 2019-12-13 巴斯夫欧洲公司 用于燃料和润滑油的腐蚀抑制剂
WO2015113681A1 (de) * 2014-01-29 2015-08-06 Basf Se Polycarbonsäure-basierte additive für kraft und schmierstoffe
US9249769B1 (en) * 2015-03-24 2016-02-02 Afton Chemical Corporation Fuel additives for treating internal deposits of fuel injectors
US11078418B2 (en) 2016-07-05 2021-08-03 Basf Se Corrosion inhibitors for fuels and lubricants
CN109996857A (zh) 2016-12-20 2019-07-09 巴斯夫欧洲公司 复合酯和一元羧酸的混合物减小摩擦的用途
US10273425B2 (en) 2017-03-13 2019-04-30 Afton Chemical Corporation Polyol carrier fluids and fuel compositions including polyol carrier fluids
WO2018188982A1 (de) 2017-04-11 2018-10-18 Basf Se Alkoxylierte amine als kraftstoffadditive
KR20210127323A (ko) 2020-04-14 2021-10-22 정재훈 애완견 배변기
US12024686B2 (en) 2022-09-30 2024-07-02 Afton Chemical Corporation Gasoline additive composition for improved engine performance
US12169192B2 (en) 2020-11-02 2024-12-17 Afton Chemical Corporation Methods of identifying a hydrocarbon fuel
GB202111108D0 (en) * 2021-08-02 2021-09-15 Innospec Ltd Compositions, and methods and uses relating thereto
US11873461B1 (en) 2022-09-22 2024-01-16 Afton Chemical Corporation Extreme pressure additives with improved copper corrosion
US12134742B2 (en) 2022-09-30 2024-11-05 Afton Chemical Corporation Fuel composition
US11884890B1 (en) 2023-02-07 2024-01-30 Afton Chemical Corporation Gasoline additive composition for improved engine performance
US11795412B1 (en) 2023-03-03 2023-10-24 Afton Chemical Corporation Lubricating composition for industrial gear fluids
US12454653B2 (en) 2023-12-11 2025-10-28 Afton Chemical Corporation Gasoline additive composition for improved engine performance
US12553003B1 (en) 2025-02-03 2026-02-17 Afton Chemical Corporation Quaternary ammonium compounds

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997036971A1 (en) 1996-03-29 1997-10-09 Exxon Research And Engineering Company Method of reducing combustion chamber and intake valve deposits in spark ignition internal combustion engines

Family Cites Families (39)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DD140359A1 (de) * 1978-12-13 1980-02-27 Alfred Boczek Bleiarme treibstoffzusammensetzung fuer ottomotoren
DE3116734C2 (de) * 1981-04-28 1985-07-25 Veba Oel AG, 4650 Gelsenkirchen Vergaserkraftstoff
US4444166A (en) * 1981-06-16 1984-04-24 Kovacs Research Center, Inc. Method and apparatus for reducing the operating compression ratios of compression ignition engines
US4398921A (en) * 1981-11-02 1983-08-16 Ethyl Corporation Gasohol compositions
US4690687A (en) 1985-08-16 1987-09-01 The Lubrizol Corporation Fuel products comprising a lead scavenger
DE3611230A1 (de) 1986-04-04 1987-10-08 Basf Ag Polybutyl- und polyisobutylamine, verfahren zu deren herstellung und diese enthaltende kraft- und schmierstoffzusammensetzungen
EP0307815B1 (de) 1987-09-15 1992-04-08 BASF Aktiengesellschaft Kraftstoffe für Ottomotoren
DE3732908A1 (de) 1987-09-30 1989-04-13 Basf Ag Polyetheramine enthaltende kraftstoffe fuer ottomotoren
US4877416A (en) 1987-11-18 1989-10-31 Chevron Research Company Synergistic fuel compositions
US4849572A (en) 1987-12-22 1989-07-18 Exxon Chemical Patents Inc. Process for preparing polybutenes having enhanced reactivity using boron trifluoride catalysts (PT-647)
DE3826608A1 (de) 1988-08-05 1990-02-08 Basf Ag Polyetheramine oder polyetheraminderivate enthaltende kraftstoffe fuer ottomotoren
DE3838918A1 (de) 1988-11-17 1990-05-23 Basf Ag Kraftstoffe fuer verbrennungsmaschinen
US5089028A (en) 1990-08-09 1992-02-18 Mobil Oil Corporation Deposit control additives and fuel compositions containing the same
DE4030164A1 (de) 1990-09-24 1992-03-26 Basf Ag Kraftstoffe fuer verbrennungsmotoren und schmierstoffe enthaltende hochmolekulare aminoalkohole
JPH06128573A (ja) * 1992-05-28 1994-05-10 Nippon Oil Co Ltd ガソリン組成物
DE4313088A1 (de) 1993-04-22 1994-10-27 Basf Ag Poly-1-n-alkenamine und diese enthaltende Kraft- und Schmierstoffzusammensetzungen
AT400149B (de) 1993-08-17 1995-10-25 Oemv Ag Additiv für unverbleite ottokraftstoffe sowie dieses enthaltender kraftstoff
WO1995033022A1 (en) 1994-05-31 1995-12-07 Orr William C Vapor phase combustion methods and compositions
DE4425834A1 (de) 1994-07-21 1996-01-25 Basf Ag Umsetzungsprodukte aus Polyisobutenen und Stickoxiden oder Gemischen aus Stickoxiden und Sauerstoff und ihre Verwendung als Kraft- und Schmierstoffadditive
DE4425835A1 (de) 1994-07-21 1996-01-25 Basf Ag Verwendung von Umsetzungsprodukten aus Polyolefinen und Stickoxiden oder Gemischen aus Stickoxiden und Sauerstoff als Additive für Kraftstoffe
DE4432038A1 (de) 1994-09-09 1996-03-14 Basf Ag Polyetheramine enthaltende Kraftstoffe für Ottomotoren
US5679118A (en) * 1995-02-08 1997-10-21 Research Octane Inc. Refining process and apparatus
DE19525938A1 (de) 1995-07-17 1997-01-23 Basf Ag Verfahren zur Herstellung von organischen Stickstoffverbindungen, spezielle organische Stickstoffverbindungen und Mischungen aus solchen Verbindungen sowie deren Verwendung als Kraft- und Schmierstoffadditive
DE19620262A1 (de) 1996-05-20 1997-11-27 Basf Ag Verfahren zur Herstellung von Polyalkenaminen
US5725612A (en) 1996-06-07 1998-03-10 Ethyl Corporation Additives for minimizing intake valve deposits, and their use
GB9618546D0 (en) 1996-09-05 1996-10-16 Bp Chemicals Additives Dispersants/detergents for hydrocarbons fuels
JP3948796B2 (ja) 1997-09-30 2007-07-25 新日本石油株式会社 筒内直接噴射式ガソリンエンジン用無鉛ガソリン
JPH11209765A (ja) * 1998-01-26 1999-08-03 Yoshitake Nakada ガソリン用添加剤及びガソリン
DE19830818A1 (de) * 1998-07-09 2000-01-13 Basf Ag Propoxilat enthaltende Kraftstoffzusammensetzungen
DE19905211A1 (de) 1999-02-09 2000-08-10 Basf Ag Kraftstoffzusammensetzung
US6193767B1 (en) 1999-09-28 2001-02-27 The Lubrizol Corporation Fuel additives and fuel compositions comprising said fuel additives
DK1250404T3 (da) 1999-12-13 2009-06-22 Afton Chemical Intangibles Llc Fremgangsmåde til kontrol af injektoraflejringer i benzinmotorer med direkte indspröjtning under anvendelse af en brændstofsammensætning indeholdende et Mannich-base-detergent
DE10021936A1 (de) * 2000-05-05 2001-11-08 Basf Ag Kraftstoffadditivpakete für Ottokraftstoffe mit verbesserten Viskositätseigenschaften und guter IVD Performance
DE10109260A1 (de) 2001-02-26 2002-09-05 Basf Ag Ottokraftstoffadditivzusammensetzung zur Erhöhung der Motoroktanzahl
DE10123553A1 (de) * 2001-05-15 2002-11-21 Basf Ag Verfahren zur Herstellung von Polyalkenylsuccinimidprodukten, neue Polyalkenylsuccinimidprodukte mit verbesserten Eigenschaften, Zwischenprodukte und Verwendungen
US20030029077A1 (en) 2001-08-07 2003-02-13 The Lubrizol Corporation, A Corporation Of The State Of Ohio Fuel composition containing detergent combination and methods thereof
DE10209830A1 (de) * 2002-03-06 2003-09-18 Basf Ag Kraftstoffadditivgemische für Ottokraftstoffe mit synergistischer IVD-Performance
DK1481041T3 (da) 2002-03-14 2006-11-27 Shell Int Research Benzintilsætningsstoffer
DE10316871A1 (de) 2003-04-11 2004-10-21 Basf Ag Kraftstoffzusammensetzung

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997036971A1 (en) 1996-03-29 1997-10-09 Exxon Research And Engineering Company Method of reducing combustion chamber and intake valve deposits in spark ignition internal combustion engines

Non-Patent Citations (6)

* Cited by examiner, † Cited by third party
Title
DR CHARLES WYMAN: "Handbook on Bioethanol", 1996, ISBN: 1560325534, article "Performance of Ethanol as a Transportation Fuel", XP055298958
HO-LING HWANG ET AL: "The Federal Highway Administration Gasohol Consumption Estimate Model", OAK RIDGE NATIONAL LABORATORY, ORNL/TM-2003/210, August 2003 (2003-08-01), pages 1 - 71, XP055298975
OWEN ET AL.: "Automotive Fuels Handbook", 1990, ISBN: 978-1-56091-064-0, article "Chapter 11 - Oxygenated Blend Components for Gasoline", pages: 221-224 - 241-259, XP055298955
RF HAYCOCK ET AL: "Fuel Additives and the Environment", ATC, 1994, pages 1 - 39, XP055298972
STEFAN PISCHINGER ET AL: "Einfluss von Kraftstoffzusammensetzung, Additiven und Motorbetriebsparametern auf die Bildung von Rückständen an Injektoren im DI-Ottomotor", 9. AACHENER KOLLOQUIUM FAHRZEUG- UND MOTORENTECHNIK, 5 October 2000 (2000-10-05), pages 187 - 211, XP055298969
VÖLKEL ET AL.: "Experience with Bio-ethanol Gasoline Blends", GOMABN, vol. 46, no. 4, 2007, pages 307 - 334, XP055298945, Retrieved from the Internet <URL:goriva i maziva>

Also Published As

Publication number Publication date
KR101320732B1 (ko) 2013-10-21
DK1615985T3 (en) 2014-03-03
WO2004090079A1 (de) 2004-10-21
EP2270119B1 (de) 2020-07-15
BRPI0409171A (pt) 2006-04-11
PL2270119T3 (pl) 2021-01-25
CL2004000766A1 (es) 2005-02-04
RU2005134823A (ru) 2006-06-10
CA2520578A1 (en) 2004-10-21
JP2006522846A (ja) 2006-10-05
JP2013209664A (ja) 2013-10-10
EP2270119A1 (de) 2011-01-05
KR20060006781A (ko) 2006-01-19
CA2520578C (en) 2013-06-18
CA2810284A1 (en) 2004-10-21
ZA200509086B (en) 2007-02-28
PL1615985T3 (pl) 2014-05-30
MY162483A (en) 2017-06-15
AU2004227095B2 (en) 2010-07-15
CN1802425A (zh) 2006-07-12
EP1615985A1 (de) 2006-01-18
MXPA05010183A (es) 2005-11-08
DE10316871A1 (de) 2004-10-21
CN100545244C (zh) 2009-09-30
JP2010013665A (ja) 2010-01-21
PT1615985E (pt) 2014-01-29
JP4452712B2 (ja) 2010-04-21
EP3736317A1 (de) 2020-11-11
NO20054374L (no) 2005-09-29
ES2443993T3 (es) 2014-02-21
US20060196110A1 (en) 2006-09-07
SI1615985T1 (sl) 2014-02-28
AU2004227095A1 (en) 2004-10-21
KR101186408B1 (ko) 2012-09-27
CA2810284C (en) 2015-06-16
KR20120081230A (ko) 2012-07-18
AR044001A1 (es) 2005-08-24

Similar Documents

Publication Publication Date Title
EP1615985B1 (de) Kraftstoffzusammensetzung
EP1612257A2 (de) Kraftstoffzusammensetzung
EP0617056B1 (de) Verfahren zur Herstellung von Kraftstoffadditiven
EP1613694B1 (de) Polyalkenamine mit verbesserten anwendungseigenschaften
EP1278814B1 (de) Kraftstoffadditivpakete für ottokraftstoffe mit verbesserten viskositätseigenschaften und guter ivd performance
EP1098953B1 (de) Propoxilat enthaltende kraftstoffzusammensetzungen
EP2240519B1 (de) Spezielle polyisobutenamine und ihre verwendung als detergentien in kraftstoffen
DE102004038113A1 (de) Stickstoffhaltige heterocyclische Verbindungen als Reibverschleißvermindernder Zusatz zu Kraftstoffen
EP1495096B1 (de) Kraftstoffadditivgemisch für ottokraftstoffe mit synergistischer ivd-performance
EP1177270B1 (de) Polyalkenalkohol-polyetheramine und deren verwendung in kraft- und schmierstoffen
EP1230328B1 (de) Schmierfähigkeitsverbesserer und diese enthaltende kraftstoff- und schmierstoffzusammensetzungen
US20050044779A1 (en) Fuel composition

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

17P Request for examination filed

Effective date: 20051111

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LI LU MC NL PL PT RO SE SI SK TR

AX Request for extension of the european patent

Extension state: AL HR LT LV MK

DAX Request for extension of the european patent (deleted)
17Q First examination report despatched

Effective date: 20070803

RAP1 Party data changed (applicant data changed or rights of an application transferred)

Owner name: BASF SE

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

INTG Intention to grant announced

Effective date: 20130619

GRAS Grant fee paid

Free format text: ORIGINAL CODE: EPIDOSNIGR3

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LI LU MC NL PL PT RO SE SI SK TR

REG Reference to a national code

Ref country code: GB

Ref legal event code: FG4D

Free format text: NOT ENGLISH

REG Reference to a national code

Ref country code: CH

Ref legal event code: EP

REG Reference to a national code

Ref country code: AT

Ref legal event code: REF

Ref document number: 644611

Country of ref document: AT

Kind code of ref document: T

Effective date: 20140115

REG Reference to a national code

Ref country code: PT

Ref legal event code: SC4A

Free format text: AVAILABILITY OF NATIONAL TRANSLATION

Effective date: 20140120

Ref country code: IE

Ref legal event code: FG4D

Free format text: LANGUAGE OF EP DOCUMENT: GERMAN

REG Reference to a national code

Ref country code: DE

Ref legal event code: R096

Ref document number: 502004014458

Country of ref document: DE

Effective date: 20140206

REG Reference to a national code

Ref country code: ES

Ref legal event code: FG2A

Ref document number: 2443993

Country of ref document: ES

Kind code of ref document: T3

Effective date: 20140221

REG Reference to a national code

Ref country code: DK

Ref legal event code: T3

Effective date: 20140225

REG Reference to a national code

Ref country code: NL

Ref legal event code: T3

REG Reference to a national code

Ref country code: SE

Ref legal event code: TRGR

REG Reference to a national code

Ref country code: GR

Ref legal event code: EP

Ref document number: 20140400128

Country of ref document: GR

Effective date: 20140224

REG Reference to a national code

Ref country code: SK

Ref legal event code: T3

Ref document number: E 15648

Country of ref document: SK

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: CY

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20131211

REG Reference to a national code

Ref country code: PL

Ref legal event code: T3

REG Reference to a national code

Ref country code: EE

Ref legal event code: FG4A

Ref document number: E009171

Country of ref document: EE

Effective date: 20140303

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: RO

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20131211

REG Reference to a national code

Ref country code: DE

Ref legal event code: R026

Ref document number: 502004014458

Country of ref document: DE

PLBI Opposition filed

Free format text: ORIGINAL CODE: 0009260

26 Opposition filed

Opponent name: TOTAL MARKETING SERVICES

Effective date: 20140910

Opponent name: INNOSPEC LIMITED

Effective date: 20140911

Opponent name: THE LUBRIZOL CORPORATION

Effective date: 20140911

Opponent name: AFTON CHEMICAL CORPORATION

Effective date: 20140910

PLAX Notice of opposition and request to file observation + time limit sent

Free format text: ORIGINAL CODE: EPIDOSNOBS2

REG Reference to a national code

Ref country code: DE

Ref legal event code: R026

Ref document number: 502004014458

Country of ref document: DE

Effective date: 20140910

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: MC

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20131211

REG Reference to a national code

Ref country code: HU

Ref legal event code: AG4A

Ref document number: E021288

Country of ref document: HU

PLAF Information modified related to communication of a notice of opposition and request to file observations + time limit

Free format text: ORIGINAL CODE: EPIDOSCOBS2

PLAB Opposition data, opponent's data or that of the opponent's representative modified

Free format text: ORIGINAL CODE: 0009299OPPO

PLAF Information modified related to communication of a notice of opposition and request to file observations + time limit

Free format text: ORIGINAL CODE: EPIDOSCOBS2

R26 Opposition filed (corrected)

Opponent name: INNOSPEC LIMITED

Effective date: 20140911

PLAB Opposition data, opponent's data or that of the opponent's representative modified

Free format text: ORIGINAL CODE: 0009299OPPO

R26 Opposition filed (corrected)

Opponent name: THE LUBRIZOL CORPORATION

Effective date: 20140911

PLBB Reply of patent proprietor to notice(s) of opposition received

Free format text: ORIGINAL CODE: EPIDOSNOBS3

REG Reference to a national code

Ref country code: FR

Ref legal event code: PLFP

Year of fee payment: 13

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: BG

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20131211

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: LU

Payment date: 20160427

Year of fee payment: 13

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: NL

Payment date: 20160426

Year of fee payment: 13

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: CH

Payment date: 20160426

Year of fee payment: 13

Ref country code: IE

Payment date: 20160429

Year of fee payment: 13

Ref country code: GR

Payment date: 20160504

Year of fee payment: 13

Ref country code: FI

Payment date: 20160429

Year of fee payment: 13

Ref country code: GB

Payment date: 20160502

Year of fee payment: 13

Ref country code: ES

Payment date: 20160518

Year of fee payment: 13

Ref country code: CZ

Payment date: 20160407

Year of fee payment: 13

RDAF Communication despatched that patent is revoked

Free format text: ORIGINAL CODE: EPIDOSNREV1

REG Reference to a national code

Ref country code: DE

Ref legal event code: R064

Ref document number: 502004014458

Country of ref document: DE

Ref country code: DE

Ref legal event code: R103

Ref document number: 502004014458

Country of ref document: DE

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: SE

Payment date: 20160429

Year of fee payment: 13

Ref country code: AT

Payment date: 20160502

Year of fee payment: 13

Ref country code: FR

Payment date: 20160428

Year of fee payment: 13

Ref country code: EE

Payment date: 20160412

Year of fee payment: 13

Ref country code: TR

Payment date: 20160408

Year of fee payment: 13

Ref country code: PL

Payment date: 20160404

Year of fee payment: 13

Ref country code: SI

Payment date: 20160405

Year of fee payment: 13

Ref country code: HU

Payment date: 20160506

Year of fee payment: 13

Ref country code: IT

Payment date: 20160428

Year of fee payment: 13

Ref country code: BE

Payment date: 20160427

Year of fee payment: 13

Ref country code: DK

Payment date: 20160426

Year of fee payment: 13

Ref country code: SK

Payment date: 20160407

Year of fee payment: 13

Ref country code: PT

Payment date: 20160401

Year of fee payment: 13

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 20160630

Year of fee payment: 13

RDAG Patent revoked

Free format text: ORIGINAL CODE: 0009271

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: PATENT REVOKED

REG Reference to a national code

Ref country code: CH

Ref legal event code: PLX

27W Patent revoked

Effective date: 20160819

GBPR Gb: patent revoked under art. 102 of the ep convention designating the uk as contracting state

Effective date: 20160819

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: CH

Free format text: LAPSE BECAUSE OF THE APPLICANT RENOUNCES

Effective date: 20131211

Ref country code: LI

Free format text: LAPSE BECAUSE OF THE APPLICANT RENOUNCES

Effective date: 20131211

REG Reference to a national code

Ref country code: SK

Ref legal event code: MC4A

Ref document number: E 15648

Country of ref document: SK

Effective date: 20160819

REG Reference to a national code

Ref country code: EE

Ref legal event code: MF4A

Ref document number: E009171

Country of ref document: EE

Effective date: 20161227

REG Reference to a national code

Ref country code: AT

Ref legal event code: MA03

Ref document number: 644611

Country of ref document: AT

Kind code of ref document: T

Effective date: 20160819

REG Reference to a national code

Ref country code: GR

Ref legal event code: NF

Ref document number: 20140400128

Country of ref document: GR

Effective date: 20170222

REG Reference to a national code

Ref country code: SE

Ref legal event code: ECNC

REG Reference to a national code

Ref country code: SI

Ref legal event code: KO00

Effective date: 20180111