Carbon Double Bonded To The Nitrogen Patents (Class 44/420)
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Patent number: 9447341Abstract: A process and apparatus provides for blending a heavy naphtha stream with a diesel stream to increase the yield of diesel. The diesel stream is recovered separately from a kerosene stream to leave the kerosene stream undiminished. The blended diesel provides a valuable composition.Type: GrantFiled: March 15, 2013Date of Patent: September 20, 2016Assignee: UOP LLCInventors: Jeffrey M. Bray, Douglas G. Stewart, James P. Glavin, Xin X. Zhu
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Patent number: 8852297Abstract: A method cleaning up internal components of a fuel injector for a diesel engine. The method includes operating a fuel injected diesel engine on a fuel composition that includes a major amount of diesel fuel and from about 5 to about 500 ppm by weight of a reaction product derived from (a) a hydrocarbyl substituted dicarboxylic acid, anhydride, or ester and (b) an amine compound or salt thereof of the formula wherein R is selected from the group consisting of hydrogen and a hydrocarbyl group containing from about 1 to about 15 carbon atoms, and R1 is selected from the group consisting of hydrogen and a hydrocarbyl group containing from about 1 to about 20 carbon atoms. The reaction product is characterized by a particular FTIR spectrum.Type: GrantFiled: April 24, 2012Date of Patent: October 7, 2014Assignee: Afton Chemical CorporationInventors: Xinggao Fang, Scott D. Schwab, Julienne M. Galante-Fox
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Patent number: 8758456Abstract: A diesel fuel, diesel fuel additive concentrate and method for improving the performance of fuel injectors for a diesel engine are provided. The diesel fuel includes a major amount of middle distillate fuel having a sulfur content of 15 ppm by weight or less; and a reaction product of (a) a hydrocarbyl substituted dicarboxylic acid or anhydride, and (b) an amine compound or salt thereof of the formula wherein R is selected from hydrogen and a hydrocarbyl group containing from about 1 to about 15 carbon atoms, and R1 is selected from hydrogen and a hydrocarbyl group containing from about 1 to about 20 carbon atoms, wherein the reaction product contains less than one equivalent of an amino triazole group per molecule of reaction product, and wherein the reaction product is present in an amount sufficient to improve the performance of diesel direct and/or indirect fuel injectors.Type: GrantFiled: September 22, 2011Date of Patent: June 24, 2014Assignee: Afton Chemical CorporationInventors: Xinggao Fang, Julienne M. Galante-Fox
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Publication number: 20130247450Abstract: A gasoline deposit control additive composition for use in a fuel comprising from about 70 to about 95 volume percent of hydrocarbons in the gasoline boiling range and from about 5 to about 30 volume percent of at least one alcohol, comprising the imine or tertiary amine product of the reaction between (a) at least one aldehyde or ketone or mixture thereof having the formula R16CHO, R16CH2CHO, R17(C=0)R18 or R17CH2(C=0)R18, wherein R16, R17, and R18 are the same or different and are each independently a straight or branched chain hydrocarbyl or aryl group that contains from 1 to 18 carbon atoms, and (b) a primary or secondary amine functionality.Type: ApplicationFiled: May 16, 2013Publication date: September 26, 2013Applicant: BUTAMAX ADVANCED BIOFUELS LLCInventor: Leslie R. Wolf
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Patent number: 8465560Abstract: A gasoline deposit control additive composition for use in a fuel comprising from about 70 to about 95 volume percent of hydrocarbons in the gasoline boiling range and from about 5 to about 30 volume percent of at least one alcohol, comprising the imine or tertiary amine product of the reaction between (a) at least one aldehyde or ketone or mixture thereof having the formula R16 CHO, R16 CH2 CHO, R17 (C=0) R18 or R17 CH2 (C=0) R18, wherein R16, R17, and R18 are the same or different and are each independently a straight or branched chain hydrocarbyl or aryl group that contains from 1 to 18 carbon atoms, and (b) a primary or secondary amine functionality.Type: GrantFiled: February 1, 2010Date of Patent: June 18, 2013Assignee: Butamax Advanced Biofuels LLCInventor: Leslie R. Wolf
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Patent number: 8466319Abstract: A method for producing a nitrone of formula (I) wherein R is a branched alkyl group having from four to thirty carbon atoms; R1, R2, R3 and R4 independently are hydrogen or alkyl groups having from one to six carbon atoms from an imine having formula (II)Type: GrantFiled: November 9, 2012Date of Patent: June 18, 2013Assignee: Rohm and Haas CompanyInventors: Rajiv Manohar Banavali, Bharati Dinkar Chheda, Barry Weinstein
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Patent number: 8461387Abstract: A method for producing a nitrone of formula (I) wherein R is a branched alkyl group having from four to thirty carbon atoms; R1, R2, R3 and R4 independently are hydrogen or alkyl groups having from one to six carbon atoms from an imine having formula (II)Type: GrantFiled: November 9, 2012Date of Patent: June 11, 2013Assignee: Rohm and Haas CompanyInventors: Rajiv Manohar Banavali, Bharati Dinkar Chheda, Barry Weinstein
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Publication number: 20130065806Abstract: A method for producing a nitrone of formula (I) wherein R is a branched alkyl group having from four to thirty carbon atoms; R1, R2, R3 and R4 independently are hydrogen or alkyl groups having from one to six carbon atoms from an imine having formula (II)Type: ApplicationFiled: November 9, 2012Publication date: March 14, 2013Applicant: ROHM AND HAAS COMPANYInventor: Rohm and Haas Company
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Patent number: 8329949Abstract: A method for producing a nitrone of formula (I) wherein R is a branched alkyl group having from four to thirty carbon atoms; R1, R2, R3 and R4 independently are hydrogen or alkyl groups having from one to six carbon atoms from an imine having formula (II)Type: GrantFiled: November 12, 2008Date of Patent: December 11, 2012Assignee: Rohm and Haas CompanyInventors: Rajiv Manohar Banavali, Bharati Dinkar Chheda, Barry Weinstein
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Publication number: 20120102826Abstract: A diesel fuel additive composition, a fuel containing the fuel additive, a method for improving diesel engine performance using the additive. The diesel fuel additive includes a reaction product of (a) a hydrocarbyl-substituted acylating agent and (b) a reactant selected from the group consisting of a nitrogen-containing compound, a hydroxyl-containing compound, and water that provides a reaction product selected from the group consisting (1) a mono-amide/mono-acid or metal free mono-acid salt thereof, (2) a diacid or metal free diacid salt thereof, and (3) mono-ester/mono-acid or metal free mono-acid salt thereof. The reaction product includes at least about 10 molar percent acid groups based on total moles of the reaction product.Type: ApplicationFiled: November 3, 2010Publication date: May 3, 2012Applicant: AFTON CHEMICAL CORPORATIONInventor: Xinggao FANG
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Publication number: 20100236139Abstract: A fuel oil composition comprising a major amount of a fuel oil and a minor amount of a compound being the product of the 1,4-addition reaction of (i) ammonia, a primary or secondary hydrocarbyl-substituted amine or a mixture thereof to (ii) a species containing one or more ?,?-unsaturated carbonyl groups, wherein the compound includes at least one hydrocarbyl group containing at least 10 carbon atoms. The fuel oil composition has improved low temperature properties.Type: ApplicationFiled: December 10, 2009Publication date: September 23, 2010Inventor: Graham Jackson
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Patent number: 7582126Abstract: Compositions containing unsaturated fatty esters may be stabilized against atmospheric oxidation by the addition of an antioxidant package containing a phenolic oxidant and a nonphenolic oxygen scavenger, which may be a hydroxylamine, an amine N-oxide, an oxime, or a nitrone. If an amine N-oxide is used, it may be used with or without a phenolic antioxidant. Compositions treated in this manner show good resistance to atmospheric oxidation and resultant viscosity increase.Type: GrantFiled: December 20, 2005Date of Patent: September 1, 2009Assignee: Arkema FranceInventors: Nicholas Martyak, Michael Gernon, Conor Dowling, Daniel Alford
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Publication number: 20090126263Abstract: A method for producing a nitrone of formula (I) wherein R is a branched alkyl group having from four to thirty carbon atoms; R1, R2, R3 and R4 independently are hydrogen or alkyl groups having from one to six carbon atoms from an imine having formula (II)Type: ApplicationFiled: November 12, 2008Publication date: May 21, 2009Inventors: Rajiv Manohar Banavali, Bharati Dinkar Chheda, Barry Weinstein
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Patent number: 7374588Abstract: A stable, substantially clear and homogeneous fuel composition contains an additive comprising a nitrogen donor and carrier, the nitrogen donor being present in an amount sufficient to reduce the NOx emissions of the fuel when subject to combustion and the carrier being selected to render the nitrogen donor soluble and to give the additive a molecular weight compatible with the energy properties of the fuel.Type: GrantFiled: May 2, 2001Date of Patent: May 20, 2008Assignee: Interfacial Technologies (UK) LimitedInventors: Ian Vernon Williamson, Clifford James Hazel
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Publication number: 20040068922Abstract: A fuel additive composition includes a reaction product of a succinic acylating agent and a polyamine having at least one condensable primary amine group where the reaction product has a ratio of the imide to amide infrared carbonyl absorption peak areas of about 1:0.0-0.6 and a water content of about 0.3% or less by weight. The succinic acylating agent is prepared by thermal condensation of a highly reactive polyolefin with maleic anhydride or a reactive equivalent thereof. This fuel additive composition has a low chlorine content and is very effective in fuel compositions that include a normally liquid fuel in reducing deposits in the fuel intake system of an internal combustion engine.Type: ApplicationFiled: July 28, 2003Publication date: April 15, 2004Inventors: Robert H. Barbour, David A. Duncan, David J. Moreton
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Patent number: 6514298Abstract: Fuel additives comprise a compound having a group represented by the formula >C═=N— (1). Also disclosed are fuel compositions containing such additives. The additives have a superior detergent effect to conventional gasoline detergents and an excellent detergency of the injection nozzles of a diesel engine and is free from being sludge.Type: GrantFiled: December 26, 2000Date of Patent: February 4, 2003Assignee: Nippon Mitsubishi Oil CorporationInventors: Katsuhiko Haji, Masaki Nagao, Tadahide Sone
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Publication number: 20010005957Abstract: Fuel additives comprise a compound having a group represented by the formulaType: ApplicationFiled: December 26, 2000Publication date: July 5, 2001Applicant: Nippon Mitsubishi Oil CorporationInventors: Katsuhiko Haji, Masaki Nagao, Tadahide Sone
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Patent number: 5752990Abstract: Combustion chamber deposits and intake valve deposits in a spark ignition internal combustion engine which uses a liquid hydrocarbon or liquid hydrocarbon-oxygenate fuel, by using an unleaded fuel to which has been added an additive selected from the group consisting of low boiling alkyl pyridines, 4-vinylpyridine, DMF, N-formylpiperidine, sulfolane, polyolefin, polyether or polyether amine derivatives of DMF, amidene, or N-substituted-2 pyrrolidones, polyolefin in an amount of at least about 1,000 wppm and mixtures thereof. Functionalized polymer detergents can be used alone and added to the fuels in amounts in of about at least 3,000 wppm.Type: GrantFiled: March 29, 1996Date of Patent: May 19, 1998Assignee: Exxon Research and Engineering CompanyInventors: Michael Siskin, Simon Robert Kelemen
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Patent number: 5567213Abstract: A method for scavenging sulfur species from a petroleum-derived medium is disclosed. The method comprises contacting the medium with sulfur species scavenging amount of an imine of the formula ##STR1## wherein x is an integer from 1 to 10, R' is an organic moiety having a number of valences equal to x, R.sub.1 is hydrogen or a mono-valent organic moieties and R is a mono-valent olefin moiety, provided that R and R.sub.1 contain a total of from about four to about forty carbon atoms. In an alternative embodiment, the imine is produced by a condensation reactionic between an amine having at least one primary amino group and a carbonyl of the formula ##STR2## wherein R.sub.1 is hydrogen or a mono-valent organic moieties and R is a mono-valent olefin moiety, provided that R and R.sub.1 contain a total of from about four to about forty carbon atoms.Type: GrantFiled: April 25, 1996Date of Patent: October 22, 1996Assignee: Petrolite CorporationInventors: David R. Gentry, Gerald T. Pancio, Jerry J. Weers
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Patent number: 5567212Abstract: A method for scavenging sulfur species from a petroleum-derived medium is disclosed. The method comprises contacting the medium with sulfur species scavenging amount of an imine of the formula ##STR1## wherein x is an integer from 1 to 10, R' is an organic moiety having a number of valences equal to x, R.sub.1 is hydrogen or a mono-valent organic moieties and R is a mono-valent olefin moiety, provided that R and R.sub.1 contain a total of from about four to about forty carbon atoms. In an alternative embodiment, the imine is produced by a condensation reaction between an amine having at least one primary amino group and a carbonyl of the formula ##STR2## wherein R.sub.1 is hydrogen or a mono-valent organic moieties and R is a mono-valent olefin moiety, provided that R and R.sub.1 contain a total of from about four to about forty carbon atoms.Type: GrantFiled: April 27, 1995Date of Patent: October 22, 1996Assignee: Petrolite CorporationInventors: David R. Gentry, Gerald T. Pancio, Jerry J. Weers
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Patent number: 5372614Abstract: A sludge dispersing agent for fuel oils includes a polymer having at least one >C.dbd.N.sup.+ < bond in its molecule and at least one compound selected from the group consisting of long-chain alkyl phosphates and alkyl sulfosuccinates and salts thereof.Type: GrantFiled: March 29, 1993Date of Patent: December 13, 1994Assignees: Nippon Zeon Co., Ltd., Nippon Oil CompanyInventors: Shizuo Kitahara, Kazuhisa Kanefuji, Akio Oda, Hiromoto Inoura, Shigeru Kinomoto
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Patent number: 5266080Abstract: The flame luminosity of a methanol fuel is appreciably enhanced by the addition thereto of at least one flame luminosity enhancing agent selected from the group consisting of azine dye, triarylmethane dye, fluorescein dye, imine dye and anthraquinone dye, said dye excluding any metal component whose combustion product(s) tend to cause excessive wear in an engine operated with the fuel composition or tend to significantly interfere with normal operation of such engine or any of its associated systems, the flame luminosity of the fuel composition during burning being appreciably enhanced relative to the flame luminosity of the same burning fuel composition but to which no flame luminosity enhancing agent has been added.Type: GrantFiled: October 11, 1989Date of Patent: November 30, 1993Assignee: The Standard Oil CompanyInventors: Thomas E. Kiovsky, Wendy L. Clark
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Patent number: 5169411Abstract: Hydrogen sulfide gas evolution during storage or transport of petroleum residua is suppressed by the incorporation of an effective amount of certain imines.Type: GrantFiled: January 31, 1991Date of Patent: December 8, 1992Assignee: Petrolite CorporationInventor: Jerry J. Weers
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Patent number: 5162049Abstract: This invention relates to stabilizer additives for hydrocarbonaceous fuels comprising at least one or a mixture of hexahydrotriazine compounds and at least one or a mixture of imine compounds.Type: GrantFiled: September 9, 1991Date of Patent: November 10, 1992Assignee: Ethyl Petroleum AdditivesInventors: John G. Bostick, Lawrence J. Cunningham
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Patent number: 5152807Abstract: Sediment and color formation in diesel and heating fuel oils, especially those comprising a cracked fraction, may be reduced by incorporating in the fuel oil a guanidinium or substituted guanidinium salt.Type: GrantFiled: March 15, 1990Date of Patent: October 6, 1992Assignee: Exxon Chemical Patents Inc.Inventors: Michael D. Sexton, Rosalind H. Strange
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Patent number: 5100532Abstract: 2'-hydroxy-4' or 5'-alkylacetophenone oximes and 2-hydroxy-4 or 5-alkylbenzaldehyde oximes are used to deactivate iron species contained in hydrocarbon fluids. Left untreated, iron leads to decomposition of the hydrocarbon, resulting in the formation of gummy, polymer masses in the hydrocarbon liquid.Type: GrantFiled: December 5, 1990Date of Patent: March 31, 1992Assignee: Betz Laboratories, Inc.Inventors: Paul V. Roling, John E. Martin
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Patent number: 5032144Abstract: The octane value of fuels such as gasoline is increased by adding thereto an organic compound containing a tert-butyl group bonded to a carbon or nitrogen atom, which, in turn, is bonded to yet another atom by double or triple bonds.Type: GrantFiled: August 4, 1988Date of Patent: July 16, 1991Assignee: Union Oil Company of CaliforniaInventors: Peter J. Jessup, Stephen G. Brass, Michael C. Croudace