Fuel compositions containing substantially straight chain alkylphenyl poly (oxypropylene) amino carbamates
AssigneeChevron Research Company
InventorThomas F. Buckley, III
Life of this patent
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AssigneeChevron Research Company
InventorThomas F. Buckley, III
Estimating the term…
Disclosed is a fuel composition comprising a hydrocarbon boiling in the gasoline or diesel range and from about 30 to about 5,000 parts per million of an alkylphenyl poly(oxypropylene) aminocarbamate having at least one basic nitrogen and an average molecular weight of about 600 to 6,000 and wherein the alkyl group is substantially straight-chain of at least 15 carbon atoms. The instant invention is based on the discovery that use of the unique hydrocarbyl group, i.e., an alkylphenyl group wherein the alkyl group is derived from a substantially straight-chain alkyl group of at least 15 carbon atoms imparts to the alkylphenyl poly(oxypropylene) aminocarbamate not only lubricating oil compatibility but also an unexpected decrease in crankcase deposits.
A fuel composition comprising a hydrocarbon boiling in the gasoline or diesel range and from about 30 to about 5,000 part per million of an alkylphenyl poly(oxypropylene) aminocarbamate having at least one basic nitrogen and an average molecular weight of about 1,000 to 2,500, wherein the alkyl group of said alkylphenyl poly(oxypropylene) aminocarbamate is derived from a substantially straight-chain C.sub.20 to C.sub.28 olefin mixture and wherein the aminocarbamate group of said alkylphenyl poly(oxypropylene) aminocarbamate is derived from a polyalkylene polyamine selected from the group consisting of ethylene diamine, propylene diamine, diethylene triamine and dipropylene triamine.
A fuel composition comprising a hydrocarbon boiling in the gasoline or diesel range and from about 30 to about 5,000 parts per million of an alkylphenyl poly(oxypropylene) aminocarbamate of the formula:
A fuel concentrate comprising an inert stable oleophilic organic solvent boiling in the range of 150.degree. C. to 400.degree. F. and from about 5 to 50 weight percent of an alkylphenyl poly(oxypropylene) aminocarbamate having at least one basic nitrogen and an average molecular weight of about 1,000 to 2,500, wherein the alkyl group of said alkylphenyl poly(oxypropylene) aminocarbamate is derived from a substantially straight-chain C.sub.20 to C.sub.28 olefin mixture and wherein the aminocarbamate group of said alkylphenyl poly(oxypropylene) aminocarbamate is derived from a polyalkylene polyamine selected from the group consisting of ethylene diamine, propylene diamine, diethylene triamine and dipropylene triamine.
A fuel concentrate comprising an inert stable oleophilic organic solvent boiling in the range of 150.degree. C. to 400.degree. F. and from about 5 to 50 weight percent of an alkylphenyl poly(oxypropylene) aminocarbamate of the formula:
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Containing at least one carbon-to-nitrogen single bond: amides; Imides carboxylic acid amides, imides
Containing hydroxyl groups: containing aromatic or arylaliphatic hydroxyl groups
With inorganic compounds: containing oxygen
With organic compounds: containing oxygen
Term ended 17 May 2011 (estimated)
USPTO file history isn’t available for this patent, so only indexed dates are shown.
1. Field of the Invention
Numerous deposit-forming substances are inherent in hydrocarbon fuels. These substances when used in internal combustion engines tend to form deposits on and around constricted areas of the engine contacted by the fuel. Typical areas commonly and sometimes seriously burdened by the formation of deposits include carburetor ports, the throttle body and venturies, engine intake valves, etc.
Deposits adversely affect the operation of the vehicle. For example, deposits on the carburetor throttle body and venturies increase the fuel to air ratio of the gas mixture to the combustion chamber thereby increasing the amount of unburned hydrocarbon and carbon monoxide discharged from the chamber. The high fuel-air ratio also reduces the gas mileage obtainable from the vehicle.
The following examples are offered to specifically illustrate this invention. These examples and illustrations are not to be construed in any way as limiting the scope of this invention.
To a 5-liter flask, equipped with stirrer, Dean Stark trap, condensor, and nitrogen inlet and outlet was added 50 gm of a substantially straight chain C.sub.20 to C.sub.24 olefin mixture (approximate olefin content C.sub.18 and less-1%; C.sub.20 -49%; C.sub.22 -42%; C.sub.24 -8%; C.sub.26 and greater-0.1%) wherein in the entire olefin fraction at least 15 mole percent of said olefins contain vinylidine groups (C.sub.20 to C.sub.24 olefins are available from Chevron Chemical Company, San Francisco, Cal.) 656 grams of phenol, 75 grams of a sulfonic acid cation exchange resin (polystyrene crosslinked with divinylbenzene) catalyst (Amberlyst 15.RTM. available from Rohm and Haas, Phila., Pa.). The reaction mixture was stripped by heating under vacuum and the product was filtered hot over diatomaceous earth to afford 1050 grams of a C.sub.20 to C.sub.24 alkylphenol with a hydroxyl number of 120 and with approximate 45% para-alkylphenol content.
To a 2-liter flask, equipped with stirrer, Dean Stark trap, condensor and nitrogen inlet and outlet was added 674 gms of a substantially straight chain C.sub.20 to C.sub.28 olefin mixture (olefin content: C.sub.18 -2%; C.sub.20 -28%; C.sub.22 -19%; C.sub.24 -13%; C.sub.26 -21%; C.sub.28 -11%; and greater than C.sub.30 -6%) wherein in the entire olefin fraction at least 20 mole percent of said olefins contain vinylidine groups (C.sub.20 -C.sub.24 olefins and C.sub.24 -C.sub.28 olefins are available from Chevron Chemical Company, San Francisco, Cal. and are then physically mixed at an equal mole basis to provide a C.sub.20 -C.sub.28 olefin mixture), 211.5 grams of phenol, 43 grams of a sulfonic acid cation exchange resin (polystyrene crossinked with divinylbenzene) catalyst (Amberlyst 15.RTM. available from Rohm and Haas, Phila., Pa.). The reaction mixture was heated to about 140.degree. C. for about 8 hours with stirring under a nitrogen atmosphere. The reaction mixture was stripped by heating under vacuum and the product was filtered hot over diatomaceous earth to afford 574 grams of a C.sub.20 -C.sub.28 alkylphenol with a hydroxyl number of 110 and with 56% para-alkylphenol content.