EP1274818A1 - Fuel composition - Google Patents

Fuel composition

Info

Publication number
EP1274818A1
EP1274818A1 EP01920806A EP01920806A EP1274818A1 EP 1274818 A1 EP1274818 A1 EP 1274818A1 EP 01920806 A EP01920806 A EP 01920806A EP 01920806 A EP01920806 A EP 01920806A EP 1274818 A1 EP1274818 A1 EP 1274818A1
Authority
EP
European Patent Office
Prior art keywords
fuel
composition according
isobutylene
ene
trimethylpent
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.)
Granted
Application number
EP01920806A
Other languages
German (de)
French (fr)
Other versions
EP1274818B1 (en
Inventor
Stuart Pace
Alan Mark Schilowitz
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.)
ExxonMobil Technology and Engineering Co
Original Assignee
ExxonMobil Research and Engineering 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
Application filed by ExxonMobil Research and Engineering Co filed Critical ExxonMobil Research and Engineering Co
Publication of EP1274818A1 publication Critical patent/EP1274818A1/en
Application granted granted Critical
Publication of EP1274818B1 publication Critical patent/EP1274818B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime 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
    • C10L1/04Liquid carbonaceous fuels essentially based on blends of hydrocarbons
    • 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
    • C10L1/16Hydrocarbons
    • C10L1/1608Well defined compounds, e.g. hexane, benzene

Definitions

  • This invention relates to fuel compositions comprising an anti-foam additive to reduce the time needed to break up any foam formation during the filling of a vehicle's fuel tank thereby enabling a more complete filling of the tank and at the same time reducing risk of spillage.
  • the problem of foaming of fuels due to entrainment of air during filling of fuel tanks of vehicles is well known.
  • the problem has hitherto been mitigated by adding to the fuel antifoams which are substantially non-hydrocarbonaceous.
  • An example of such a non- hydrocarbonaceous additive is a silicon containing polymer.
  • Non-hydrocarbonaceous additives usually have to undergo a rigorous testing programme with respect to their compatibility with the fuel and also environmental considerations. However, if the additive is a hydrocarbon, especially a non-aromatic hydrocarbon, the issues of compatibility and environmental considerations are not as critical.
  • JP-A-08073870 discloses gasoline compositions for two-cycle engines which contain at least 10 vol % 7-8C olefinic hydrocarbons and have a T 50 of 93-105°C, a final distillation temperature of 110-150°C and an octane No. by the motor method of at least 95.
  • 11 olefins listed 2,4,4-trimethyl-l-pentene.
  • these olefins are used as a blend of several.
  • the olefins are not used as anti-foaming agents but to achieve high output and low fuel consumption and to avoid seizure even at high compression ratios.
  • gasoline used in two-cycle engines ie two-stroke engines
  • SAE Paper 950740 describes various compounds being added to a mixture of toluene (boiling point about 110°C) and isooctane (boiling point 99°C) to monitor the emissions of vehicles powered therewith.
  • One such compound added is di- isobutylene in an amount > 15% by volume. The resultant mixture is unlikely to have a final boiling point above 150°C and there is no mention of the use of di-isobutylene as an anti- foam in this document.
  • JP-A-06200263 describes a composition which contains at least 65% by volume based on the total base fuel of a high boiling component with a boiling point from 80-120°C which uses 7-8C paraffin type or olefin type hydrocarbon.
  • the abstract of this patent makes no mention of any other base fuels or specific olefins in this range and there is no mention of any of such olefins as anti-foaming agents.
  • WO 99/49003 discloses gasoline formulations which contain inter alia at least 5% volume of saturated C 7 /C 8 branched chain hydrocarbons. In any event, there is no mention of the use of these as anti-foaming agents.
  • It is an object of the present invention to formulate a fuel compositions comprising an anti-foam which is an unsaturated, non-aromatic hydrocarbon capable of reducing the breakup time to disperse such any foams formed.
  • the present invention is a fuel composition
  • a fuel composition comprising a base fuel having a final boiling point greater than 150°C and an anti-foam, characterised in that the anti-foam comprising di-isobutylene in an amount greater than 2.5 % by volume based on the total fuel composition.
  • the base fuels may comprise mixtures of saturated, olefmic and aromatic hydrocarbons and these can be derived from straight run streams, thermally or catalytically cracked hydrocarbon feedstocks, hydrocracked petroleum fractions, catalytically reformed hydrocarbons, or synthetically produced hydrocarbon mixtures.
  • the present invention is particularly applicable to a broad range of petroleum fuels from the light boiling gasoline (which typically boils between 50 and 200°C) to distillate fuel (which typically boils between 150 and 400°C).
  • the most common distillate fuels suitable for use in the present invention as base fuels are selected from motor gasoline, kerosene and diesel fuels.
  • the sulphur content of the base fuel is suitably less than 100 ppm by weight, is preferably less than 50 ppm by weight and more preferably less than 30 ppm by weight.
  • Such low sulphur levels can be achieved in a number of ways. For instance, this may be achieved by well known methods such as eg, catalytic hydrodesulphurisation.
  • Di-isobutylene used as an anti-foam in the fuel compositions of the present invention is present in said composition in an amount greater than 2.5% by volume, suitably from 2.5% to 35% by volume, preferably 5.0 % to less than 15% by volume and is more preferably present in an amount from 7.5 to less than 15% by volume of the total fuel composition.
  • Di-isobutylene can readily be obtained by dimerisation of isobutylene. It is generally prepared from a crude mixture of olefins and usually comprises a mixture of various C8-olefin isomers but always comprises 2,4,4-trimethylpent-l-ene admixed with 2,4,4-trimethylpente-2-ene. These two isomers are suitably present in the di-isobutylene in a weight ratio of about 75% (-1-ene) to about 25% (-2-ene).
  • Di-isobutylene has an advantage over other non-hydrocarbonaceous anti-foams such as silicon based polymers in that di-isobutylene is substantially miscible with conventional fuels in all proportions.
  • Di-isobutylene has the further advantage that current plants making methyl tert-butyl ether (hereafter "MTBE") from isobutylene and methanol (MTBE having more recently fallen out of favour upon environmental considerations), can be readily switched to convert the same isobutylene feedstock to di-isobutylene.
  • MTBE methyl tert-butyl ether
  • MTBE methyl tert-butyl ether
  • MTBE methyl tert-butyl ether
  • MTBE methyl tert-butyl ether
  • MTBE methyl tert-butyl ether
  • MTBE methyl tert-butyl ether
  • MTBE methyl tert-butyl ether

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)
  • Solid Fuels And Fuel-Associated Substances (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)

Abstract

This invention relates to a fuel composition comprising a base fuel having a final boiling point above 150{C and an anti-foam, characterised in that the anti-foam comprises di-isobutylene in an amount greater than 2.5 % by volume based on the total fuel composition. The addition of this anti-foam reduces the break-up time for any foam formed significantly.

Description

FUEL COMPOSITION
This invention relates to fuel compositions comprising an anti-foam additive to reduce the time needed to break up any foam formation during the filling of a vehicle's fuel tank thereby enabling a more complete filling of the tank and at the same time reducing risk of spillage.
The problem of foaming of fuels due to entrainment of air during filling of fuel tanks of vehicles is well known. The problem has hitherto been mitigated by adding to the fuel antifoams which are substantially non-hydrocarbonaceous. An example of such a non- hydrocarbonaceous additive is a silicon containing polymer. Non-hydrocarbonaceous additives usually have to undergo a rigorous testing programme with respect to their compatibility with the fuel and also environmental considerations. However, if the additive is a hydrocarbon, especially a non-aromatic hydrocarbon, the issues of compatibility and environmental considerations are not as critical. JP-A-08073870 discloses gasoline compositions for two-cycle engines which contain at least 10 vol % 7-8C olefinic hydrocarbons and have a T50 of 93-105°C, a final distillation temperature of 110-150°C and an octane No. by the motor method of at least 95. Amongst the 11 olefins listed is mentioned 2,4,4-trimethyl-l-pentene. However, it is not clear whether these olefins are used as a blend of several. In any event, the olefins are not used as anti-foaming agents but to achieve high output and low fuel consumption and to avoid seizure even at high compression ratios. Moreover, gasoline used in two-cycle engines (ie two-stroke engines) inevitably have lubricating oils admixed therewith and hence are not as susceptible to foaming as gasolines free of such lubricating oils.
Similarly, SAE Paper 950740 describes various compounds being added to a mixture of toluene (boiling point about 110°C) and isooctane (boiling point 99°C) to monitor the emissions of vehicles powered therewith. One such compound added is di- isobutylene in an amount > 15% by volume. The resultant mixture is unlikely to have a final boiling point above 150°C and there is no mention of the use of di-isobutylene as an anti- foam in this document.
Similarly, JP-A-06200263 describes a composition which contains at least 65% by volume based on the total base fuel of a high boiling component with a boiling point from 80-120°C which uses 7-8C paraffin type or olefin type hydrocarbon. The abstract of this patent makes no mention of any other base fuels or specific olefins in this range and there is no mention of any of such olefins as anti-foaming agents. Again WO 99/49003 discloses gasoline formulations which contain inter alia at least 5% volume of saturated C7/C8 branched chain hydrocarbons. In any event, there is no mention of the use of these as anti-foaming agents.
It is an object of the present invention to formulate a fuel compositions comprising an anti-foam which is an unsaturated, non-aromatic hydrocarbon capable of reducing the breakup time to disperse such any foams formed.
Accordingly, the present invention is a fuel composition comprising a base fuel having a final boiling point greater than 150°C and an anti-foam, characterised in that the anti-foam comprising di-isobutylene in an amount greater than 2.5 % by volume based on the total fuel composition.
The base fuels may comprise mixtures of saturated, olefmic and aromatic hydrocarbons and these can be derived from straight run streams, thermally or catalytically cracked hydrocarbon feedstocks, hydrocracked petroleum fractions, catalytically reformed hydrocarbons, or synthetically produced hydrocarbon mixtures. The present invention is particularly applicable to a broad range of petroleum fuels from the light boiling gasoline (which typically boils between 50 and 200°C) to distillate fuel (which typically boils between 150 and 400°C). The most common distillate fuels suitable for use in the present invention as base fuels are selected from motor gasoline, kerosene and diesel fuels. The sulphur content of the base fuel is suitably less than 100 ppm by weight, is preferably less than 50 ppm by weight and more preferably less than 30 ppm by weight. Such low sulphur levels can be achieved in a number of ways. For instance, this may be achieved by well known methods such as eg, catalytic hydrodesulphurisation.
Di-isobutylene used as an anti-foam in the fuel compositions of the present invention is present in said composition in an amount greater than 2.5% by volume, suitably from 2.5% to 35% by volume, preferably 5.0 % to less than 15% by volume and is more preferably present in an amount from 7.5 to less than 15% by volume of the total fuel composition. Di-isobutylene can readily be obtained by dimerisation of isobutylene. It is generally prepared from a crude mixture of olefins and usually comprises a mixture of various C8-olefin isomers but always comprises 2,4,4-trimethylpent-l-ene admixed with 2,4,4-trimethylpente-2-ene. These two isomers are suitably present in the di-isobutylene in a weight ratio of about 75% (-1-ene) to about 25% (-2-ene).
Di-isobutylene has an advantage over other non-hydrocarbonaceous anti-foams such as silicon based polymers in that di-isobutylene is substantially miscible with conventional fuels in all proportions. Di-isobutylene has the further advantage that current plants making methyl tert-butyl ether (hereafter "MTBE") from isobutylene and methanol (MTBE having more recently fallen out of favour upon environmental considerations), can be readily switched to convert the same isobutylene feedstock to di-isobutylene. Furthermore, di- isobutylene can readily make up the additional component volume to replace the MTBE used hitherto in automotive fuel component pool.
It has also been found that the reduction in break-up time for foams formed is not due to a dilution effect of di-isobutylene. Test results show that addition of up to 2.5% by volume of di-isobutylene in the fuel did not show any reduction in the foam break-up time of the fuel tested.
The present invention is further illustrated with reference to the following Examples:
Tests were carried out in which di-isobutylene (a mixture of 3 parts 2,4,4- trimethylpent-1-ene and 1 part 2,4,4-trimethylpent-2-ene) was added to varying quantities to a distillate fuel which was susceptible to foam formation. The resultant admixture was tested in the BNPe Anti-Foam test (French Standard Test NF M 07-075) and the results obtained are shown in Table 1 below:
TABLE 1
DLB - Di-isobutylene (a mixture of 3 parts 2,4,4-trimethylpent-l-ene and 1 part 2,4,4- trimethylpent-2-ene)

Claims

Claims:
1. A fuel composition comprising a base fuel having a final boiling point greater than 150°C and an anti-foam, characterised in that the anti-foam comprises di-isobutylene in an amount greater than 2.5 % by volume based on the total fuel composition.
2. A composition according to Claim 1 wherein the base fuels comprises mixtures of saturated, olefmic and aromatic hydrocarbons derivable from straight run streams, thermally or catalytically cracked hydrocarbon feedstocks, hydrocracked petroleum fractions, catalytically reformed hydrocarbons, or synthetically produced hydrocarbon mixtures.
3. A composition according to Claim 1 or 2 wherein the base fuel is a petroleum fuels having a boiling range from gasoline (which typically boils in the range from 50 and 200°C with a final boiling point > 150°C ) to distillate fuel (which typically boils between 150 and 400°C).
4. A composition according to any one of the preceding Claims wherein the base fuel is a common distillate fuel selected from motor gasoline, kerosene and diesel fuels.
5. A composition according to any one of the preceding Claims wherein the base fuel has a sulphur content of less than 100 ppm by weight.
6. A composition according to any one of the preceding Claims wherein the base fuel has a sulphur content of less than 50 ppm by weight.
7. A composition according to any one of the preceding Claims wherein the di- isobutylene comprises a mixture of 2,4,4-trimethylpent-l-ene and 2,4,4- trimethylpent-2-ene.
8. A composition according to any one of the preceding Claims wherein the di- isobutylene comprises a mixture of 2,4,4-trimethylpent-l-ene and 2,4,4- trimethylpent-2-ene in a ratio of 75% to 25% by weight.
9. A composition according to any one of the preceding Claims wherein di-isobutylene is used in an amount from 2.5 - 35 % by volume.
0. A composition according to any one of the preceding Claims wherein di-isobutylene is used in an amount from 5 to less than 15% by volume of the total fuel composition.
EP01920806A 2000-02-14 2001-02-08 Use of di-isobutylene in a fuel composition Expired - Lifetime EP1274818B1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB0003386A GB2359094A (en) 2000-02-14 2000-02-14 Anti-foam fuel composition
GB0003386 2000-02-14
PCT/US2001/009792 WO2001060955A1 (en) 2000-02-14 2001-02-08 Fuel composition

Publications (2)

Publication Number Publication Date
EP1274818A1 true EP1274818A1 (en) 2003-01-15
EP1274818B1 EP1274818B1 (en) 2006-05-31

Family

ID=9885576

Family Applications (1)

Application Number Title Priority Date Filing Date
EP01920806A Expired - Lifetime EP1274818B1 (en) 2000-02-14 2001-02-08 Use of di-isobutylene in a fuel composition

Country Status (7)

Country Link
EP (1) EP1274818B1 (en)
JP (1) JP5102421B2 (en)
AT (1) ATE328052T1 (en)
CA (1) CA2397456A1 (en)
DE (1) DE60120146T2 (en)
GB (1) GB2359094A (en)
WO (1) WO2001060955A1 (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20030094397A1 (en) * 2001-08-15 2003-05-22 Fortum Oyj Clean-burning MTBE-free gasoline fuel
CN1856562B (en) 2003-09-03 2010-06-23 国际壳牌研究有限公司 Fuel composition, method for producing same and use thereof
WO2005021688A1 (en) * 2003-09-03 2005-03-10 Shell Internationale Research Maatschappij B.V. Fuel compositions comprising fischer-tropsch derived fuel
US7662757B2 (en) * 2006-06-27 2010-02-16 Exxonmobil Research And Engineering Company Stable defoamant composition containing GTL fluid and/or hydrodewaxate and/or hydroisomerized/catalytic (and/or solvent) dewaxed fluid as diluent
JP5153147B2 (en) * 2007-01-22 2013-02-27 コスモ石油株式会社 Gasoline composition
JP5153146B2 (en) * 2007-01-22 2013-02-27 コスモ石油株式会社 Gasoline composition
JP2009132900A (en) * 2007-11-01 2009-06-18 Japan Energy Corp Low sulfur fuel oil composition with good defoaming properties

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS649293A (en) * 1987-06-30 1989-01-12 Nippon Oil Co Ltd Clear gasoline
JPH05103995A (en) * 1991-10-17 1993-04-27 Maruzen Petrochem Co Ltd Olefin disproportionation catalyst and olefin disproportionation method using the catalyst
JPH0873870A (en) * 1994-09-05 1996-03-19 Tonen Corp Gasoline composition for two-cycle engine
JPH08109385A (en) * 1994-10-12 1996-04-30 Jiyomo Technical Res Center:Kk Gasoline
JPH09157673A (en) * 1995-12-08 1997-06-17 Mitsubishi Gas Chem Co Inc Polyol ester and method for producing the same

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO0160955A1 *

Also Published As

Publication number Publication date
GB2359094A (en) 2001-08-15
DE60120146D1 (en) 2006-07-06
JP2003523453A (en) 2003-08-05
WO2001060955A1 (en) 2001-08-23
CA2397456A1 (en) 2001-08-23
DE60120146T2 (en) 2007-03-29
ATE328052T1 (en) 2006-06-15
JP5102421B2 (en) 2012-12-19
EP1274818B1 (en) 2006-05-31
GB0003386D0 (en) 2000-04-05

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