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Low-sulfur diesel fuels containing organometallic complexes

Patent 5376154 Issued on December 27, 1994. Estimated Expiration Date: Icon_subject December 27, 2011. Estimated Expiration Date is calculated based on simple USPTO term provisions. It does not account for terminal disclaimers, term adjustments, failure to pay maintenance fees, or other factors which might affect the term of a patent.

Patent References

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Inventors

Assignee

Application

No. 753517 filed on 09/03/1991

US Classes:

44/358, Organic compound containing the heavy metal or aluminum44/354, Aluminum or heavy metal, other than lead, containing44/362, Heavy metal or aluminum complex of compounds having two -C(=X)- groups, wherein X is chalcogen, bonded to the same carbon, or enols thereof (e.g., iron acetylacetonate, etc.)44/366, Heavy metal or aluminum salt of organic phosphorus acid44/367, Nitrogen bonded directly or indirectly to the heavy metal or aluminum44/450Phenol or salt thereof

Examiners

Primary: McAvoy, Ellen M.

Attorney, Agent or Firm

Foreign Patent References

  • 671137 CA. 09/12/1963
  • 699862 CA. 12/12/1964
  • 0078249 EP. 09/12/1982
  • 0073615 EP. 03/12/1983
  • 0092755 EP. 11/12/1983
  • 0092756 EP. 11/12/1983
  • 0113856 EP. 12/12/1983
  • 0104783 EP. 04/12/1984
  • 0261795 EP. 03/12/1988
  • 0283294 EP. 09/12/1988
  • 821211 FR. 04/12/2012
  • 1159705 FR. 02/12/2012
  • 1179418 FR. 12/12/2012
  • 1194036 FR. 05/12/2012
  • 1545132 FR. 11/12/1968
  • 1546216 FR. 11/12/1968
  • 2207904 FR. 06/12/1974
  • 2443017 DE. 03/12/1975
  • 0254738 DE. 03/12/1988
  • 1182880 GB. 03/12/1970
  • 1566106 GB. 04/12/1980
  • 2064547 GB. 06/12/1981
  • 2116583A GB. 09/12/1983
  • 2248068 GB. 03/12/1992
  • 794015 SU. 01/12/1981
  • WO8701720 WO. 03/12/1987
  • 8802392 WO. 04/12/1988

International Classes

C10L 001/22
C10L 001/26

Abstract

This invention relates to low-sulfur diesel fuels which are useful with diesel engines equipped with exhaust system particulate traps. These fuels contain an effective amount of an organometallic complex to lower the ignition temperature of exhaust particles collected in the trap. The sulfur content of these diesel fuels is no more than about 0.1% by weight, preferably no more than about 0.05% by weight. The organometallic complex is soluble or stably dispersible in the diesel fuel and is derived from (i) an organic compound containing at least two functional groups attached to a hydrocarbon linkage, and (ii) a metal reactant capable of forming a complex with the organic compound (i), the metal being any metal capable of reducing the ignition temperature of the exhaust particles. The functional groups include =X, --XR, --NR2, --NO2, =NR, =NXR, =N--R*--XR, ##STR1## --CN, --N=NR and --N=CR2 ; wherein X is O or S, R is H or hydrocarbyl, R* is hydrocarbylene or hydrocarbylidene, and a is a number (e.g., zero to about 10). Useful metals include Na, K, Mg, Ca, Sr, Ba, Ti, Zr, V, Cr, Mo, Mn, Fe, Co, Cu, Zn, B, Pb, Sb, and mixtures of two or more thereof. This invention is also directed to methods of operating a diesel engine equipped with an exhaust system particulate trap using the foregoing low-sulfur diesel fuels.

Other References

  • Hunter et al., "The Azo-group as a Chelating Group, Part V, Metallic Derivatives of Arylazo-oximes and of Formazyl Compounds", J. Chem. Soc., 1941, pp. 820-823
  • Hunter et al., "The Associating Effect of the Hydrogen Atom, Part IX, The N-H-N Bond, Virtual Tautomerism of the Formazyl Compounds", J. Chem. Soc., 1941, pp. 823-826
  • Stiglic et al., "Emission Testing of Two Heavy Duty Diesel Engines Equipped With Exhaust Aftertreatment", SAE Technical Paper Series, 900919, 41st Annual Earthmoving Industry Conference, Peoria, Ill., Apr. 3-5, 1990
  • International Search Report/PCT/US92/03178, mailed Oct. 15, 1992
  • PCT/US92/03233-Search Report (no date)
  • PCT/US92/03180-Search Report (no date)
  • PCT/US92/03179-Search Report (no date)
  • Chemical Abstract 112:182741d, CA Selects: Fuel and Lubricant Additives, Issue 11, 1990, p. 2
  • Federal Register, vol. 55, No. 162, Aug. 21, 1990, Rules and Regulations, pp. 34120-34151
  • Stiglic et al., "Emission Testing of Two Heavy Duty Diesel Engines Equipped with Exhaust Aftertreatment", Garrett Automotive Group, Allied Signal Inc., 41st Annual Earthmoving Industry Conference, Apr. 1990
  • Wiedemann et al., "Application of Particulate Traps and Fuel Additives for Reduction of Exhaust Emissions", SAE Paper No. 840078, Feb. 27-Mar. 2, 1984
  • Simon, et al., "Diesel Particulate Trap Regeneration Using Ceramic Wall-Flow Traps, Fuel Additives, and Supplemental Electrical Igniters", SAE Paper No. 850016, Feb. 25-Mar. 1, 1985
  • Covitch, "Oil Thickening in the Mack T-7 Engine Test. II-Effects of Fuel Composition on Soot Chemistry", SAE Paper No. 880259, Feb. 29-Mar. 4, 1988
  • Levin et al., "An Experimental Evaluation to Determine the Effect of an Organometallic Fuel Additive on Particulate Trap Regeneration", SAE Paper No. 900920, Apr. 3-5, 1990
  • Pistillo et al., "Lubrication of Low Emission Diesel Engines, Part 3", SAE Paper No. 902178, Oct. 22-25, 1990
  • Winsor, "New Diesels Mean New Demands on Oil, Fuel", Reprint from Heavy Duty Trucking, May 1990
  • "Inhibition of Deterioration of Cracked Gasoline During Storage", Petersen, C. J., Industrial and Engineering Chemistry, vol. 41 (1949), pp. 924-928
  • "An Analysis of Possible Health Effects Due to the Use of a Copper Diesel Fuel Additive" (with appendices A-I), published May 7, 1990
  • "An Experimental Evaluation to Determine the Effect of an Organometallic Fuel Additive on Particulate Trap Regeneration" published Apr. 3-5, 199
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