Additional Nitrogen Attached Indirectly To The -c(=x)- Group By Acyclic Nonionic Bonding Patents (Class 44/419)
  • Patent number: 5756435
    Abstract: The invention provides certain iminoacetamides which have been prepared by reacting alkylamines with acetoacetamides, and their use as friction reducing additives in fuels and lubes.
    Type: Grant
    Filed: April 18, 1997
    Date of Patent: May 26, 1998
    Assignee: Mobil Oil Corporation
    Inventors: James Thomas Carey, Halou Oumar-Mahamat
  • Patent number: 5755834
    Abstract: The invention is directed to a method of enhancing the low temperature flow properties of fuels comprising adding to the fuel a heated additive concentrate comprising: (A) at least one nitrogen-containing derivative of carboxylic acid, (B) an organic acid, and (C) at least one other flow improver, wherein the concentrate is heated to at least about 35.degree. C.
    Type: Grant
    Filed: November 21, 1996
    Date of Patent: May 26, 1998
    Assignee: Exxon Chemical Patents Inc.
    Inventor: John E. Chandler
  • Patent number: 5663435
    Abstract: Reaction products of amino-alkylenecarboxylic acids with polyoxyalkylene compounds are used as paraffin dispersants for mineral oil middle distillates.
    Type: Grant
    Filed: November 29, 1995
    Date of Patent: September 2, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Gabriele Dralle-Voss, Knut Oppenlander, Klaus Barthold, Bernd Wenderoth, Wolfgang Kasel
  • Patent number: 5637121
    Abstract: Poly(oxyalkylene) aromatic amides having the formula: ##STR1## or a fuel-soluble salt thereof; wherein a is hydroxy, nitro, amino, N-alkylamino wherein the alkyl group contains 1 to 6 carbon atoms, or N,N-dialkylamino wherein each alkyl group independently contains 1 to 6 carbon atoms; R.sub.1 and R.sub.2 are each independently hydrogen, hydroxy, lower alkyl having 1 to 6 carbon atoms, or lower alkoxy having 1 to 6 carbon atoms; R.sub.3 is hydrogen or lower alkyl having 1 to 6 carbon atoms; R.sub.4 is hydrogen or an acyl group of the formula: ##STR2## wherein A.sub.1 is hydroxy, nitro, amino, N-alkylamino wherein the alkyl group contains 1 to 6 carbon atoms, or N,N-dialkylamino wherein each alkyl group independently contains 1 to 6 carbon atoms; R.sub.5 and R.sub.6 are independently hydrogen or lower alkyl having 1 to 6 carbon atoms and each R.sub.5 and R.sub.6 is independently selected in each --O--CHR.sub.5 --CHR.sub.6 -- unit; R.sub.
    Type: Grant
    Filed: December 30, 1994
    Date of Patent: June 10, 1997
    Assignee: Chevron Chemical Company
    Inventor: Richard E. Cherpeck
  • Patent number: 5601624
    Abstract: Oxygenated alkyl amines synthesized using carbonyl coupling reactions have combustion chamber deposit reducing properties and oxidative stability characteristics beneficial for dispersant/detergent applications in fuels and lubricants.
    Type: Grant
    Filed: April 10, 1995
    Date of Patent: February 11, 1997
    Assignee: Mobil Oil Corporation
    Inventors: James T. Carey, John Hiebert, Andrew G. Horodysky
  • Patent number: 5567211
    Abstract: A motor fuel additive composition comprising a mixture of an amido alkanolamine and a polyisobutylene amine is provided. A fuel composition providing intake valve and combustion chamber detergency is also provided.
    Type: Grant
    Filed: August 3, 1995
    Date of Patent: October 22, 1996
    Assignee: Texaco Inc.
    Inventors: Joseph M. Russo, Christopher S. Liu, Thomas F. DeRosa, Benjamin J. Kaufman, Scott O. Lindholm, James R. Ketcham
  • Patent number: 5558684
    Abstract: The invention provides a stabilized fuel additive composition comprising a major portion of the reaction product of a 4-alkyl-2-morpholinone and an alkylphenoxypolyoxyalkylene amine and a minor portion of a stabilizing agent sufficient to prevent the formation of haze in the additive composition comprising a compound selected from polypropyleneoxide diamines of formula H.sub.2 N(CH.sub.2 CHCH.sub.3 O).sub.n NH.sub.2 where n is a number between about 4 and about 25, and triethylene tetramine. A method of stabilizing a fuel additive composition is also provided.
    Type: Grant
    Filed: December 26, 1995
    Date of Patent: September 24, 1996
    Assignee: Texaco Inc.
    Inventors: Thomas F. DeRosa, Joseph M. Russo, Benjamin J. Kaufman, Joseph T. Mastropierro
  • Patent number: 5527364
    Abstract: An alkylphenoxypolyoxyalkylene amine lactone composition obtained by reacting:(a) a lactone represented by the formula: ##STR1## where n is a number between about 1 and about 5; and (b) an alkylphenoxypolyoxyalkylene amine represented by the formula: ##STR2## in which R' is a hydrocarbyl radical having from about 4 to 30 carbon atoms, x represents a number from about 5 to 50, and R" represents a C.sub.2 -C.sub.5 hydrocarbyl radical or any combination of C.sub.2 -C.sub.5 hydrocarbyl radicals, such that the oxyalkylene radical can comprise any combination of repeating C.sub.2 -C.sub.5 oxyalkylene units to form block or random copolymers.
    Type: Grant
    Filed: July 31, 1995
    Date of Patent: June 18, 1996
    Assignee: Texaco Inc.
    Inventors: Joseph M. Russo, Thomas F. DeRosa, Benjamin J. Kaufman
  • Patent number: 5516343
    Abstract: The instant invention relates to a hydrocarbon composition, such as motor fuel and lubricant compositions, containing a polyetheramide as a deposit control additive, to a concentrate containing such a polyetheramide as a deposit control additive, and to a method for improving the operation of an internal combustion engine.
    Type: Grant
    Filed: March 14, 1995
    Date of Patent: May 14, 1996
    Assignee: Huntsman Corporation
    Inventor: Wei-Yang Su
  • Patent number: 5512067
    Abstract: Compounds are described in which a polyamine moiety is linked to a phenolic moiety by a Mannich base linkage involving one of the amino groups of the polyamine moiety, and in which an aminoalkylene-poly(oxyalkylene) moiety is linked to the phenolic moiety by a Mannich base linkage involving an amino group of the alkylene-poly(oxyalkylene) moiety. Compounds of this type have been found to be highly effective in controlling the formation of intake valve deposits in internal combustion engines.
    Type: Grant
    Filed: May 22, 1995
    Date of Patent: April 30, 1996
    Assignee: Ethyl Corporation
    Inventor: John T. Loper
  • Patent number: 5476521
    Abstract: The present invention is directed to a fuel additive comprising at least one adduct of (A) a polyolefin of 300 to 10,000 number average molecular weight substituted with at least 0.3 (e.g., from about 1 to 4) mono- or dicarboxylic acid producing moieties (preferably acid or anhydride moieties) per polyolefin molecule, (B) an amido-amine or thioamido-amine characterized by being a reaction product of at least a polyamine and an alpha, beta-unsaturated compound of the formula: ##STR1## wherein X is sulfur or oxygen, Y is --OR.sup.4, --SR.sup.4, or --NR.sup.4 (R.sup.5), and R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl.
    Type: Grant
    Filed: November 4, 1994
    Date of Patent: December 19, 1995
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Antonio Gutierrez, Robert D. Lundberg
  • Patent number: 5466268
    Abstract: Polyalkyl and polyalkenyl aromatic amides having the formula: ##STR1## or a fuel-soluble salt thereof; wherein A is hydroxy, nitro, amino, N-alkylamino wherein the alkyl group contains 1 to 6 carbon atoms, or N,N-dialkylamino wherein each alkyl group independently contains 1 to 6 carbon atoms; R.sub.1 and R.sub.2 are each independently hydrogen, hydroxy, lower alkyl having 1 to 6 carbon atoms, or lower alkoxy having 1 to 6 carbon atoms; R.sub.3 is hydrogen or lower alkyl having 1 to 6 carbon atoms; R.sub.4 is hydrogen or an acyl group of the formula: ##STR2## wherein A.sub.1 is hydroxy, nitro, amino, N-alkylamino wherein the alkyl group contains 1 to 6 carbon atoms, or N,N-dialkylamino wherein each alkyl group independently contains 1 to 6 carbon atoms; R.sub.6 and R.sub.7 are each independently hydrogen, hydroxy, lower alkyl having 1 to 6 carbon atoms, or lower alkoxy having 1 to 6 carbon atoms; R.sub.
    Type: Grant
    Filed: December 30, 1994
    Date of Patent: November 14, 1995
    Assignee: Chevron Chemical Company
    Inventor: Richard E. Cherpeck
  • Patent number: 5441653
    Abstract: Two-stroke cycle engine lubricant and lubricant fuel composition comprise a composition prepared by reacting an aromatic compound of the formula ##STR1## with a carboxylic reactantR.sup.1 CO(CR.sup.2 R.sup.3).sub.x COOR.sup.10and optionally, ammonia or amines.In another embodiment the 2-stroke cycle lubricants contain a carboxylic composition of the formula ##STR2## wherein the various groups are defined herein.
    Type: Grant
    Filed: August 9, 1994
    Date of Patent: August 15, 1995
    Assignee: The Lubrizol Corporation
    Inventors: William K. S. Cleveland, Paul E. Adams, Marvin B. De Tar
  • Patent number: 5376155
    Abstract: Mineral oil middle distillate compositions based on hydrocarbon mixtures whose boiling range begins at above 160.degree. C. and ends at below 420.degree. C. contain, as paraffin dispersants, reaction products of aminoalkylenecarboxylic acids with primary or secondary long-chain amines.
    Type: Grant
    Filed: November 4, 1993
    Date of Patent: December 27, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Gabriele Dralle-Voss, Knut Oppenlaender, Klaus Barthold, Bernd Wenderoth, Wolfgang Kasel
  • Patent number: 5336278
    Abstract: A fuel composition comprising a major amount of a normally liquid fuel and a minor amount of at least one compound of the general formula ##STR1## wherein each Ar is independently an aromatic group having from 4 to about 30 carbon atoms and from 0 to 3 optional substituents selected from the group consisting of amino, hydroxy- or alkyl- polyoxyalkyl, nitro, aminoalkyl, carboxy or combinations of two or more of said optional substituents, each R is independently a hydrocarbyl group, R.sup.1 is H or a hydrocarbyl group, R.sup.2 and R.sup.3 are each, independently, H or a hydrocarbyl group, R.sup.4 is a monovalent terminating group, each m is independently 0 or an integer ranging from 1 to about 10, x ranges from 0 to about 8, and each Z is independently OH, lower alkoxy, (OR.sup.5).sub.b OR.sup.6 or O.sup.- wherein each R.sup.5 is independently a divalent hydrocarbyl group, R.sup.
    Type: Grant
    Filed: May 13, 1993
    Date of Patent: August 9, 1994
    Assignee: The Lubrizol Corporation
    Inventors: Paul E. Adams, Richard M. Lange, Stephen H. Stoldt
  • Patent number: 5332407
    Abstract: A diesel fuel composition comprising a major portion of a middle distillate fuel oil and a minor portion, effective to clean deposits from diesel fuel injectors, of a diesel fuel detergent comprising the reaction product of:(a) a 4-alkyl-2-morpholinone represented by the formula: ##STR1## in which R represents a monovalent aliphatic radical having from 1 to 10 carbon atoms, and(b) an alkylphenoxypolyoxyalkylene amine represented by the formula: ##STR2## in which R' represents a hydrocarbyl radical having from 4 to 30 carbon atoms, x has a value from 5 to 50, and R" represents a methyl radical or a mixture of hydrogen and methyl radicals.A method of cleaning diesel fuel injectors is also provided.
    Type: Grant
    Filed: October 19, 1992
    Date of Patent: July 26, 1994
    Assignee: Texaco Inc.
    Inventor: Sheldon Herbstman
  • Patent number: 5306313
    Abstract: A composition of matter useful as an oleaginous composition dispersant additive comprising the reaction product of:(1) at least one nitrogen or ester containing adduct selected from the group consisting of (i) oil soluble salts, amides, imides, oxazolines, esters, or mixtures thereof of long chain hydrocarbyl substituted mono and dicarboxylic acids or their anhydrides, (ii) long chain hydrocarbyl having a polyamine attached directly thereto, and (iii) Mannich condensation product formed by condensing long chain hydrocarbyl substituted hydroxy aromatic compound with an aldehyde and polyamine, said adduct containing at least one reactive group selected from reactive amino groups and reactive hydroxyl groups; and(2) at least one polyanhydride.Also disclosed are oleaginous compositions, particularly lubricating oil compositions, containing said reaction product.
    Type: Grant
    Filed: July 29, 1993
    Date of Patent: April 26, 1994
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Jacob Emert, Antonio Gutierrez, Robert D. Lundberg
  • Patent number: 5298038
    Abstract: An additive for fuel oil comprises a compound comprising (a) an alkyl group having 9 to 37 carbon atoms and containing a branched alkyl having 3 to 18 carbon atoms and (b) an amine group having at least one polyoxyalkylene having 2 to 4 carbon atoms or an amineoxide having at least one polyoxyalkylene having 2 to 4 carbon atoms. This additive is effective for cleaning the injection nozzle of coking.
    Type: Grant
    Filed: September 25, 1991
    Date of Patent: March 29, 1994
    Assignee: Kao Corporation
    Inventors: Jiro Hashimoto, Shogo Nomoto
  • Patent number: 5286264
    Abstract: A gasoline detergent additive composition comprising a) the reaction product of a 4-alkyl-2-morpholinone and an alkylphenoxypolyoxyalkylene amine; b) the reaction product of a polyalkenyl succinic acid anhydride and a polyethylene polyamine; and c) a polyalphaolefin. A motor fuel composition is also provided.
    Type: Grant
    Filed: December 21, 1992
    Date of Patent: February 15, 1994
    Assignee: Texaco Inc.
    Inventors: Joseph M. Russo, Sheldon Herbstman, Jefrey B. Furman
  • Patent number: 5286266
    Abstract: The present invention provides a novel class of compounds, useful as gasoline detergent additives, comprising asymmetrical ureas of either a hydrocarbyloxypolyether amine alone, or a hydrocarbyloxypolyether amine and a tertiary aminoalkyl primary amine. The present invention also provides a motor fuel composition containing the novel asymmetrical ureas and further provides a method of synthesizing the asymmetrical ureas of the present invention.
    Type: Grant
    Filed: July 9, 1992
    Date of Patent: February 15, 1994
    Assignee: Texaco Inc.
    Inventor: Sheldon Herbstman
  • Patent number: 5286265
    Abstract: The invention relates to an internal combustion fuel concentrate comprising: (a) from 1 to 95% of a chlorine-free carbamate prepared by reacting a carbamate of formula ##STR1## with a compound of the formula R OH (VI) in the presence of either a strone organic base or a tetra hydrocarbyl titanate so as to exchange the group R in formula (I) with a group R.sup.1 in formula (II), and (b) a fuel compatible solvent therefor. In the formula (I) R is a hydrocarbyl or substituted hydrocarbyl group and R.sup.1 is a hydrocarbyl or a hetero-substituted hydrocarbyl group different from R. In formula (I), X and Y are independently any of hydrogen, a hydrocarbyl group, or the group of the formula ##STR2## where Z is either a divalent hydrocarbyl, a substituted hydrocarbyl group or the group of formula(alkylene).sub.m (NH.sub.n (alkylene).sub.
    Type: Grant
    Filed: April 14, 1992
    Date of Patent: February 15, 1994
    Assignee: BP Chemicals Limited
    Inventors: Richard A'Court, William J. Fox, John E. Hamlin, Sean P. O'Connor
  • Patent number: 5286267
    Abstract: The present invention provides a novel class of compounds, useful as gasoline detergent additives, which is a polyether hydroxyethylaminoethyl oxalamide represented by the formula ##STR1## where R is a (C.sub.5 -C.sub.25) alkyl group and n is an integer between about 5 and about 20.
    Type: Grant
    Filed: December 21, 1992
    Date of Patent: February 15, 1994
    Assignee: Texaco Inc.
    Inventors: Wei-Yang Su, Sheldon Herbstman, Robert L. Zimmerman, Michael Cuscurida
  • Patent number: 5282872
    Abstract: An Otto-cycle engine fuel containing a small amount of an amide, amide/ammonium salt and/or ammonium salt of an aminoalkylene polycarboxylic acid and a long-chain secondary amine as additive for cleaning the carburetor and valves.
    Type: Grant
    Filed: November 3, 1992
    Date of Patent: February 1, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Knut Oppenlaender, Brigitte Wegner, Juergen Mohr, Roland Schwen, Klaus Barthold, Juergen Thomas
  • Patent number: 5279967
    Abstract: A hydrocarbon liquid identification and tracing system based on fluorescence, high pressure liquid chromatography or thin layer chromatography and N-substituted or N,N'-dialkyl-4-amino-1,8-naphthalimides as the fluorophores is described.The liquid fuel tracing system based on the above naphthalimides is based on the 2.sup.n -1 binomial system and provides inexpensive and extremely accurate and sensitive monitoring and source identification.
    Type: Grant
    Filed: January 24, 1992
    Date of Patent: January 18, 1994
    Assignee: Nalco Chemical Company
    Inventor: Heinrich E. Bode
  • Patent number: 5264005
    Abstract: This invention relates to a two-cycle engine lubricant composition, comprising (A) at least one dispersant, (B) at least one reaction product of a fatty acid and a polyamine, and (C) at least about 25% by weight of the composition of at least one varnish dissolver selected from (a) keto-alcohols, (b) carboxylic esters having up to a total of 24 carbon atoms and (c) alkoxy alcohols, and (D) at least about 15% by weight of the composition of at least one fluidizing oil, and a method, comprising the steps of introducing into a two-cycle internal combustion engine a fuel-lubricant mixture comprising a major amount of a fuel and a minor amount sufficient to increase compression or release stuck piston rings, of the two-cycle engine lubricant composition.
    Type: Grant
    Filed: August 9, 1991
    Date of Patent: November 23, 1993
    Assignee: The Lubrizol Corporation
    Inventor: Glen H. Blythe
  • Patent number: 5246469
    Abstract: Distillate fuel is stabilized against degradation during storage by inserting into storage tanks solid materials containing polar sites to enable polar condensation of the fuel constituents active in degradation. Polyether or polyester polyurethane open cell foams are the prime solid stabilizers proposed.
    Type: Grant
    Filed: February 29, 1988
    Date of Patent: September 21, 1993
    Assignee: The Commonwealth of Australia
    Inventors: William Arfelli, Alan Power, Richard Solly
  • Patent number: 5234478
    Abstract: An amido alkanolamine composition obtained by reacting, at a temperature of 10.degree. C.-200.degree. C.:(a) a 4-alkyl-2-morpholinone represented by the formula: ##STR1## in which R represents a monovalent aliphatic radical having from 1 to 10 carbon atoms, and(b) an alkylphenoxypolyoxyalkylene amine represented by the formula: ##STR2## in which R' represents a hydrocarbyl radical having from 4 to 30 carbon atoms, x has a value from 5 to 50, and R" represents a methyl radical or a mixture of hydrogen and methyl radicals is provided.
    Type: Grant
    Filed: June 10, 1992
    Date of Patent: August 10, 1993
    Assignees: Texaco Inc., Texaco Chemical Co.
    Inventors: Wei-Yang Su, Sheldon Herbstman, Robert L. Zimmerman, Michael Cuscurida, Wheeler C. Crawford, Daniel T. Daly
  • Patent number: 5230714
    Abstract: Improved additives/detergents for lubricant and fuel compositions are obtained by condensing a hydroxyalkyl or hydroxyaryl compound with an amine compound. The condensates according to the present invention are produced by the acid catalyzed condensation of the amine reactant with the hydroxy reactant.
    Type: Grant
    Filed: August 27, 1992
    Date of Patent: July 27, 1993
    Assignee: The Lubrizol Corporation
    Inventor: Thomas F. Steckel
  • Patent number: 5203879
    Abstract: An amido alkanolamine composition obtained by reacting, at a temperature of 10.degree. C.-200.degree. C.:(a) a 4-alkyl-2-morpholinone represented by the formula: ##STR1## in which R represents a monovalent aliphatic radical having from 1 to 10 carbon atoms, and(b) a hydrocarbyl oxypolyoxyalkylene amine represented by the formula: ##STR2## in which R' represents an alkyl, an alicyclic, or a alkylalicyclic radical having from 8 to 30 carbon atoms, x has a value from 5 to 50, and R" represents a methyl radical or a mixture of hydrogen and methyl radicals is provided.
    Type: Grant
    Filed: September 1, 1992
    Date of Patent: April 20, 1993
    Assignee: Texaco Inc.
    Inventors: Wei-Yang Su, Sheldon Herbstman, Joseph M. Russo, Robert L. Zimmerman, Michael Cuscurida
  • Patent number: 5192336
    Abstract: The present invention provides a method and composition for preventing or reducing foaming in a hydrocarbon fuel. One aspect of the invention provides a hydrocarbon fuel composition including from 0.1 to 500 ppm of a bis amide as an anti-foam agent.
    Type: Grant
    Filed: December 4, 1991
    Date of Patent: March 9, 1993
    Assignee: Nalco Chemical Company
    Inventor: Rupinder S. Grewal
  • Patent number: 5160350
    Abstract: This invention describes a water fix for an alcohol containing gasoline which has been formulated with a lead replacement.
    Type: Grant
    Filed: December 6, 1991
    Date of Patent: November 3, 1992
    Assignee: The Lubrizol Corporation
    Inventor: Stephen H. Stoldt
  • Patent number: 5082469
    Abstract: Coal-water slurries containing a rheological additive are provided. Rheological additives employed for preparation of the coal-water slurries are amide products obtained by reaction of a polycarboxylic acid with a polyether diamine and, optionally, other amines or hydroxylic compounds. Salts of the amides may also be advantageously employed as dispersants. The additives are employed in an amount from about 0.1 to about 4 percent by weight to provide stable aqueous slurries containing from 60 to 80 percent by weight coal solids.
    Type: Grant
    Filed: July 28, 1988
    Date of Patent: January 21, 1992
    Assignee: Henkel Corporation
    Inventors: William S. Kain, Donald D. Staker
  • Patent number: 5071445
    Abstract: Novel reaction products of aminoalkylene polycarboxylic acids with secondary amines and their use as additives to middle distillates together with conventional ethylene copolymers as flow improvers and conductivity improves.
    Type: Grant
    Filed: May 18, 1990
    Date of Patent: December 10, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Knut Oppenlaender, Brigitte Wegner, Klaus Barthold, Erich Schwartz, Egon Buettner, Manfred Schramm