EP1154009A2 - Composition combustible présentant une "fuel sensitivity" négative - Google Patents

Composition combustible présentant une "fuel sensitivity" négative Download PDF

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Publication number
EP1154009A2
EP1154009A2 EP01114551A EP01114551A EP1154009A2 EP 1154009 A2 EP1154009 A2 EP 1154009A2 EP 01114551 A EP01114551 A EP 01114551A EP 01114551 A EP01114551 A EP 01114551A EP 1154009 A2 EP1154009 A2 EP 1154009A2
Authority
EP
European Patent Office
Prior art keywords
fuel
fuel composition
isoparaffin
range
aromatic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP01114551A
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German (de)
English (en)
Other versions
EP1154009A3 (fr
Inventor
Jiafu Fang
Dewey P. Szemenyei
Troy H. Scriven
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.)
Pennzoil Quaker State Co
Original Assignee
Pennzoil Quaker State Co
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
Priority claimed from US09/428,802 external-priority patent/US6353143B1/en
Application filed by Pennzoil Quaker State Co filed Critical Pennzoil Quaker State Co
Publication of EP1154009A2 publication Critical patent/EP1154009A2/fr
Publication of EP1154009A3 publication Critical patent/EP1154009A3/fr
Withdrawn legal-status Critical Current

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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
    • C10L1/04Liquid carbonaceous fuels essentially based on blends of hydrocarbons
    • C10L1/06Liquid carbonaceous fuels essentially based on blends of hydrocarbons for spark ignition
    • 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
    • C10L1/02Liquid carbonaceous fuels essentially based on components consisting of carbon, hydrogen, and oxygen only
    • C10L1/023Liquid carbonaceous fuels essentially based on components consisting of carbon, hydrogen, and oxygen only for spark ignition

Definitions

  • the invention relates to a fuel composition useful for powering the internal combustion engine of a vehicle.
  • fuel composition should have a relatively high flash point, relatively high octane number, and relatively high heat value. Moreover, it should enable the engine to start easily at least when the engine is warm or hot. Formulations disclosed in the prior art for fuel composition are relatively low in octane number, causing the engine to knock and potentially leading to engine damage. Therefore, there is a need for a fuel composition which is safe and has a relatively high octane number.
  • a fuel composition suitable for gasoline-powered vehicles has been developed that has a relatively high flash point and exhibits good driveability characteristics.
  • the fuel composition comprises a base fuel with a flash point greater than about 100°F.
  • the fuel composition may include one or more additives.
  • the base fuel may be an aromatic hydrocarbon, an aliphatic hydrocarbon, or mixtures thereof.
  • Preferred base fuels include isoparaffins, branched paraffins, aromatic hydrocarbons, and mixtures thereof.
  • the base fuel may be present in the fuel composition in the amount of about 50% to about 100% by weight.
  • Additives may be present in the fuel composition as the balance.
  • the additives includes, but are not limited to, alcohols, ethers, esters, organometallic compounds and mixtures thereof. Advantages and properties of the fuel composition become apparent with the following description of embodiments of the invention.
  • Embodiments of the invention provide a fuel composition with a relatively high octane number which includes a hydrocarbon or a hydrocarbon mixture as the base fuel.
  • the hydrocarbon may be aromatic, aliphatic or mixtures thereof.
  • the fuel composition has a positive fuel sensitivity. In other embodiments, the fuel composition has a negative fuel sensitivity.
  • the fuel compositions can be used to power the internal combustion engine of a vehicle as an alternative to regular gasoline.
  • Fuel sensitivity is defined as the difference between the Research Fuel Number (“RON”) and the Motor Octane Number (“MON”) of a fuel composition.
  • RON and MON can be measured by techniques, such as ASTM D2699 and ASTM D-2700, respectively.
  • Octane number generally is a measure of driyeability of a fuel for gasoline-powered engines.
  • Another indicator is "octane rating" which is defined herein as the sum of MON and RON divided by two.
  • the octane rating of the fuel compositions is greater than about 70; more preferably, the octane rating of the fuel compositions is greater than about 81.
  • the fuel composition in accordance with embodiments of the invention generally has a flash point greater than about 100 °F.
  • the fuel composition has a flash point higher than about 130 °F.; more preferably, higher than about 140 °F.
  • This increased flash point provides a substantial safety margin to the consumer over regular gasoline, enabling the consumer to store the fuel composition inside the vehicle without the potential hazards presented by regular gasoline.
  • U.S. Department of Transportation regulations classify materials with a flash point greater than 100°F as combustible as opposed to flammable, as with regular gasoline.
  • the fuel composition in accordance with embodiments of the invention includes branched hydrocarbon, aromatic hydrocarbon, or mixtures thereof as the base fuel.
  • the base fuel may be used alone or in combination with one or more additives.
  • the fuel composition comprises paraffins with a branched or iso molecular structure. Paraffins are hydrocarbon compounds which can be straight-chained, branched, or cyclic. Cycloparaffins are referred to as naphthenes. Straight chain paraffins also are called normal paraffin. An isoparaffin is a branched paraffin whose structure is similar to isobutane (except that the number of carbon atoms are higher).
  • the fuel composition is a mixture of a branched hydrocarbon and an aromatic composition which is substantially free of any naphthenic compounds.
  • a mixture of isoparaffin and aromatic hydrocarbon which is substantially free of any naphthenic compounds is used as emergency fuel, with or without additives.
  • the aromatic composition When an aromatic composition is mixed with a branched hydrocarbon, the aromatic composition may be present in the range of about 0.5% to about 99.5% by weight, and the branched hydrocarbon may be present in the range of about 0.5% to about 99.5% by weight.
  • the aromatic composition may be present in the range of about 10% to about 50% by weight, and the branched hydrocarbon may be present in the range of about 50% to about 90% by weight. More preferably, the aromatic composition may be present in the range of about 30% to about 40% by weight, and the branched hydrocarbon may be present in the range of about 60% to about 70% by weight.
  • high-purity isoparaffin mixtures are used as the base fuel or a component thereof. These high-purity isoparaffin mixtures contain close to about 99.9% isoparaffinic hydrocarbons, with less than about 0.1% of aromatics and olefins. Impurities, such as acids, chlorides, nitrogen, peroxides, and sulfur, are typically less than a few parts per million respectively.
  • isoparaffin mixtures includes hydrocarbon molecules whose molecular structure may be highly branched, iso, or both. The number of carbon atoms per molecule may be in the range of about 4 to about 20, preferably in the range of about 9 to about 13. These mixtures have a boiling range between 150° and 500°F, preferably between 200° and 450°F, and most preferably between about 240° and about 420°F. The average molecular weight of these mixtures are in the range of about 100 to 300.
  • isoparaffin mixtures are available. They may be identified by the range of the number of carbon atoms per molecule, the average molecular weight, and the boiling point range.
  • Isoparaffin A Several grades of isoparaffin mixtures were used in embodiments of the invention. They are designated as Isoparaffin A, Isoparaffin B, Isoparaffin C, and Isoparaffin D (the A, B, C and C designations are merely for the convenience of reference).
  • Table 1 lists some physical properties of these isoparaffin mixtures. It should be noted that the numerical value may vary within an acceptable range. For example, the molecular weight for a particular paraffin may vary within a range of 10; the boiling point within a range of 15 °C; and the carbon number per molecule within a range of 5.
  • Isopar® G A commercial product sold under the trade name Isopar® G available from Exxon Chemical can be used as Isoparaffin A.
  • Isopar® H, Isopar® K, and Isopar® L of Exxon can be used as Isoparaffin B, Isoparaffin C, and Isoparaffin D, respectively.
  • Isopar® C, Isopar® E, Isopar® M and Isopar® V available from Exxon (which are different from Isopar® G, Isopar® H, Isopar® K, and Isopar® L) may be used.
  • Other commercial products, such as Soltrol® 130 available from Philips Petroleum Company also can be used. It should be noted that the above branched isoparaffins can be used alone or in combination with another composition.
  • aromatic hydrocarbons also may be used as the base fuel or a component thereof.
  • the aromatic hydrocarbon may make up the entire formulation without the addition of additives, although aromatic hydrocarbons also may be mixed with one or more isoparaffins.
  • suitable additives such as an octane booster, may be added to the aromatic hydrocarbon. It should be understood that any aromatic solvent with the appropriate properties may be used to practice the invention.
  • Suitable aromatic compositions include, but are not limited to, aromatic hydrocarbons such as substituted and unsubstituted benzene and polynuclear aromatic compounds, such as naphthalene, anthracene and phenanthracene, and mixtures thereof. It is noted that substitution on the aromatic ring can be single or multiple substitution. Suitable substituents include, but are not limited to, methyl, ethyl, propyl, butyl, hydroxyl, phenyl, carboxylate, and so on.
  • the aromatic compounds may be represented by the following formula: wherein n can be vary from 0 to 6 to denote unsubstituted and substituted aromatic compounds, and R can be any organic radical.
  • R is an alkyl group with 1 to 20 carbon atoms. More preferably, the alkyl group should have 1 to 10 carbon atoms.
  • the alkyl group can be a straight chain, branched chain, or a phenyl group with or without substitution.
  • aromatic compounds which may be used in embodiments of the invention include, but are not limited to, benzene, toluene, o,m,p-xylene, pseudocumene, ethylbenzene, n-propylbenzene, cumene, n-butylbenzene, isobutylbenzene, sec-butylbenzene, tert-butylbenzene, biphenyl, diphenylmethane, triphenyl methane, 1,2-diphenylethane and similarly alkyl-substituted naphthalenes and anthracenes.
  • Additional aromatic compounds also include phenol, catechol, acylphenol (such as acetylphenol), carbonate esters (such as phenyl methyl or ethyl carbonate and diphenyl carbonate), alkylphenol (such as anisole), chloro and bromo-benzene, aniline, acyl aniline (such as acetanilide), methyl and ethylbenzoate, thiophenol and acylated thiophenol, nitrobenzene, diphenylether, diphenylsulfide and similarly substituted naphthalenes and anthracenes, in particular naphthols (such as mono and dihydroxy naphthalene).
  • the above aromatic compounds may be used alone or in a mixture with other aromatic compounds.
  • AROMATICTM 150 Fluid is composed of mainly aromatic compounds, i.e., at least about 98.0% by volume. It has a flash point of at least about 63 °C. The boiling point range is between about 179 °C. and about 213 °C.
  • AROMATICTM 150 typically is composed of a narrow-cut aromatic solvent containing about 23 wt. % tetra-methyl benzenes, about 22 wt. % ethyl dimethyl benzenes, about 15 wt. % mono-, di- and tri-methyl indanes, about 8 wt.
  • diethyl benzenes about 8 wt. % naphthalene, about 5 wt. % trimethyl benzenes, about 2 wt. % indane, and about 1 wt. % or less of methyl ethyl benzenes, propyl benzenes, methyl propyl benzenes, butyl benzenes, hexyl benzenes, indene, methyl naphthalenes, and xylenes.
  • AROMATICTM 100 Fluid is composed of mainly aromatic compounds, i.e., at least about 98.0% by volume. The boiling point range is between about 154 °C. and about 174 °C.
  • AROMATICTM 100 solvent typically is composed of a narrow-cut aromatic solvent containing about 40 wt. % trimethyl benzenes, about 35 wt. % methyl ethyl benzenes, about 10 wt.% propyl and isopropyl benzenes, about 3 wt.% ethyl dimethyl benzenes, about 2 wt.
  • % methyl (n- and iso-) propyl benzenes about 2 wt. % diethyl benzenes, about less than 1 wt. % each of mono butyl benzenes and tetramethyl benzenes, about 6 wt. % xylenes and minor amounts of ethyl benzene and C 10 -C 11 saturates.
  • cyclopentanes, cyclopentadienes, cyclopentenes, and mixtures thereof may be used as a component of the base fuel.
  • U.S. Patents No. 4,72,823; No.4,849,566; No. 4,929,782; No. 5,012,022; No. 5,012,023, and No. 5,144,095 disclose a class of such cyclopentanes, cyclopentadienes, and cyclopentenes which may be used in embodiments of the invention. All of the above patents are incorporated by reference in their entirety herein.
  • the octane number of the fuel composition can be enhanced by adding additives such as octane boosters, and the fuel sensitivity can be adjusted favorably in this manner.
  • Suitable additives that can be used as an octane booster include, but are not limited to, alcohols, ethers, esters, and organometallic compounds. Other known octane boosters also may be used. These additives can be used alone or together with others. Octane boosting and other additives may be present in the range of a few ppm to about 50% by weight.
  • U.S. Patent No. 5,853,433 discloses numerous examples of suitable additives, and the disclosure of this patent is incorporated by reference in its entirety herein.
  • octane boosters are ethyl acetate, isoamyl acetate, amyl acetate, isoamyl propionate, isoamyl nonanoate, isobutyl acetate, isobutyl alcohol, methyl butyrate, methyl caproate, methyl caprylate, etc.
  • organometallic compound refers to a metal-containing compound whose molecules include carbon-metal linkage.
  • Suitable organometallic compounds include any such compounds which are capable of increasing the octane rating of a fuel.
  • organomanganese compounds and organo-iron compounds are especially suitable.
  • Other metals may include, but are not limited to, metals of Groups IB, IIB, IIIB, IVB, VB, VIB, VIIB, and VIIIB of the Periodic Table of the Elements.
  • ferrocene and butyl ferrocene are used as an octane booster.
  • MMT methylcyclopentadienyl manganese tricarbonyl
  • metallocene compounds are such organometallic compounds.
  • U.S. Patents No. 5,001,244, No. 5,272,236, and No. 5,278,272 disclose numerous organometallic compounds for use as a catalyst for olefin polymerization. These organometallic compounds also may be suitable for use as an octane booster in embodiments of the invention. The disclosures of these patents are incorporated by reference in their entirety herein.
  • Non-limiting examples of some suitable organometallic compounds are: ( ⁇ 5 -C 5 H 5 ) 2 Fe, ( ⁇ 5 -C 5 H 5 ) 2 Cr, ( ⁇ 5 -C 5 H 5 ) 2 Ni, ( ⁇ 5 -C 5 H 5 ) 2 Co + , ( ⁇ 5 -C 5 H 5 ) 2 TiCl 2 , ( ⁇ 5 -C 5 H 5 ) 2 WH 2 , dibenzenechromium, dibenzenevanadium, (C 6 H 5 ) 2 Mn, and derivatives thereof.
  • the derivatives can be obtained by single or multiple substitution by one or more hydrocarbyl groups on the rings.
  • the rings can be bridged by a functional group, such as alkylene, amide, amine, carboxylate, etc.
  • a functional group such as alkylene, amide, amine, carboxylate, etc.
  • the base fuel may optionally include naphthenic compounds, i.e., cycloparaffins.
  • Additives which do not function as an octane booster also may be used in the fuel composition.
  • a fragrance may be added to improve the smell of the fuel composition.
  • Any known fragrances which are at least partially soluble in the fuel can be used. Examples of some suitable fragrances include, but are not limited to, peppermint oil, orange oil, rosemary oil, methyl cinnamate, methyl caprate, isoamy tiglate, turpentine oil, and jasmine oil.
  • mineral spirits refers to various types of hydrocarbon solvents, primarily petroleum distillates, which have flash points above about 100 °F and distillation ranges between about 300 °F and 415 °F. See ASTM Standard Specifications D 235-83, 71-73 (1983). Mineral spirits also is known in the art as white spirits or petroleum spirits.
  • Example 8 includes the octane rating as defined herein, which is a more precise octane measurement. This number is similar to the octane ratings used at standard gas pumps.
  • Example 9 The formulation in Example 9 below has a flash point of greater than 140°F and will be suitable as a fuel composition.
  • Examples 19-22 had flash points greater than 100°F and a relatively high octane number. They were tested on passenger car, utility vehicles, and various engines on a dynamometer. The formulas are suitable for emergency fuel, and engine start-up was easy for both warm or hot engines. The fuel economy was similar to that of commercial or premium unleaded gasoline.
  • the fuel composition in accordance with embodiments of the invention provides a good alternative to a regular gasoline.
  • the fuel composition is capable of powering a vehicle for an extended period of time.
  • the gas mileage of the fuel composition is comparable to a regular gasoline. Therefore, a useful fuel composition is provided.
  • the fuel composition can be used to power an internal combustion engine in a manner similar to the emergency fuel disclosed in U.S. Patent No. 5,853,433 (which has been incorporated by reference in its entirety herein).

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  • 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)
  • Liquid Carbonaceous Fuels (AREA)
EP01114551A 1998-11-13 1999-11-09 Composition combustible présentant une "fuel sensitivity" négative Withdrawn EP1154009A3 (fr)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US428802 1995-04-24
US10820098P 1998-11-13 1998-11-13
US108200P 1998-11-13
US09/428,802 US6353143B1 (en) 1998-11-13 1999-10-28 Fuel composition for gasoline powered vehicle and method
EP99960242A EP1141174A2 (fr) 1998-11-13 1999-11-09 Composition de carburant pour vehicules a moteur a essence, et procede associe

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
EP99960242A Division EP1141174A2 (fr) 1998-11-13 1999-11-09 Composition de carburant pour vehicules a moteur a essence, et procede associe

Publications (2)

Publication Number Publication Date
EP1154009A2 true EP1154009A2 (fr) 2001-11-14
EP1154009A3 EP1154009A3 (fr) 2001-12-12

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EP01114551A Withdrawn EP1154009A3 (fr) 1998-11-13 1999-11-09 Composition combustible présentant une "fuel sensitivity" négative

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006083699A3 (fr) * 2005-01-31 2006-12-21 Exxonmobil Chem Patents Inc Oligomerisation d'olefines et compositions resultantes
US7678954B2 (en) 2005-01-31 2010-03-16 Exxonmobil Chemical Patents, Inc. Olefin oligomerization to produce hydrocarbon compositions useful as fuels
US7678953B2 (en) 2005-01-31 2010-03-16 Exxonmobil Chemical Patents Inc. Olefin oligomerization
US7692049B2 (en) 2005-01-31 2010-04-06 Exxonmobil Chemical Patents Inc. Hydrocarbon compositions useful for producing fuels and methods of producing the same
US8481796B2 (en) 2005-01-31 2013-07-09 Exxonmobil Chemical Patents Inc. Olefin oligomerization and compositions therefrom

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE595511A (fr) * 1959-09-30
EP0532599A4 (en) * 1990-05-25 1993-05-05 Interstate Chemical Incorporated Blended gasolines and process and apparatus for making same
AU668151B2 (en) * 1992-05-06 1996-04-26 Afton Chemical Corporation Composition for control of induction system deposits
IT1275611B1 (it) * 1996-07-23 1997-09-05 Roberto Amadei Procedimento della produzione di benzine

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006083699A3 (fr) * 2005-01-31 2006-12-21 Exxonmobil Chem Patents Inc Oligomerisation d'olefines et compositions resultantes
US7678954B2 (en) 2005-01-31 2010-03-16 Exxonmobil Chemical Patents, Inc. Olefin oligomerization to produce hydrocarbon compositions useful as fuels
US7678953B2 (en) 2005-01-31 2010-03-16 Exxonmobil Chemical Patents Inc. Olefin oligomerization
US7692049B2 (en) 2005-01-31 2010-04-06 Exxonmobil Chemical Patents Inc. Hydrocarbon compositions useful for producing fuels and methods of producing the same
US8481796B2 (en) 2005-01-31 2013-07-09 Exxonmobil Chemical Patents Inc. Olefin oligomerization and compositions therefrom

Also Published As

Publication number Publication date
EP1154009A3 (fr) 2001-12-12

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