Nitrogen Attached Indirectly To The -c(=o)o- Group By Nonionic Bonding Patents (Class 44/399)
-
Patent number: 11208603Abstract: Fuel compositions comprising at least 10 ppm by weight of a succinic ester acid amine salt or a succinamide acid amine salt (both “amine salt(s)”). The amine salt is the product of (a) and (b), wherein: (a) is an amine with (i) at least one tertiary nitrogen and (ii) at least one hydroxy alkyl functional group and/or at least one secondary amine functionality; and (b) is a hydrocarbyl-substituted succinic acid/or anhydride. The molar ratio of (a) to (b) may range from 3:1 to 1:3. The fuel composition may comprise gasoline, oxygenate, or mixtures thereof. Methods and uses for reducing carbonaceous deposits in an engine comprising operating the engine using the fuel composition having an amine salt therein.Type: GrantFiled: March 5, 2018Date of Patent: December 28, 2021Assignee: The Lubrizol CorporationInventors: Stuart L. Bartley, Matthew Nyce
-
Patent number: 10358615Abstract: Disclosed herein is a method comprising the steps of (a) providing a fuel additive concentrate comprising (i) from about 5 to about 50 wt. %, based on the total weight of the fuel additive concentrate, of one or more fatty acid sorbitan esters, and (ii) about 10 to about 95 wt. %, based on the total weight of the fuel additive concentrate, of a fuel carrier fluid, and (b) storing the fuel additive concentrate at a low temperature environment. Also disclosed is a method operating an internal combustion engine with a fuel composition comprising (a) a major amount of a fuel, and (b) a minor amount of one or more fatty acid sorbitan esters in a low temperature environment.Type: GrantFiled: September 30, 2016Date of Patent: July 23, 2019Assignee: Chevron U.S.A. Inc.Inventor: Theresa Liang Gunawan
-
Patent number: 8863700Abstract: In accordance with the disclosure, exemplary embodiments provide a fuel additive concentrate, a method for cleaning fuel injectors, a method for restoring power to a diesel fuel injected engine, a fuel composition, and a method of operating a fuel injected diesel engine. The additive concentrate includes (a) a hydrocarbyl substituted quaternary ammonium internal salt; and (b) a reaction product of (i) a hydrocarbyl substituted dicarboxylic acid, anhydride, or ester and (ii) 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. The reaction product (b) on average has less than 2 amino-triazole groups per molecule. A weight ratio of (a) to (b) in the additive concentrate ranges from about 10:1 to about 1:10.Type: GrantFiled: November 1, 2012Date of Patent: October 21, 2014Assignee: Afton Chemical CorporationInventors: Xinggao Fang, Scott D. Schwab
-
Publication number: 20140157657Abstract: A diesel fuel composition comprising a first additive (i) comprising a quaternary ammonium salt and a second additive (ii) comprising a Mannich reaction product; wherein the quaternary ammonium salt additive (i) is formed by the reaction of a compound of formula (A): R O O R1 10 (A) and a compound formed by the reaction of a hydrocarbyl-substituted acylating agent and an amine of formula (B1) or (B2): 15 N X R3 R2 NHR4 N X R3 R2 [O(CH2)m]nOH (B1) (B2) wherein R is an optionally substituted alkyl, alkenyl, aryl or alkylaryl group; R1 is a C1 to C22 alkyl, aryl or alkylaryl group; wherein R2 and R3 are the same or different alkyl, alkenyl or aryl groups having from 1 to 22 carbon atoms; X is a bond or alkylene group having from 1 to 20 20 carbon atoms; n is from 0 to 20; m is from 1 to 5; and R4 is hydrogen or a C1 to C22 alkyl group; and wherein the Mannich reaction product additive (ii) is the product of a Mannich reaction between: (d) an aldehyde; (e) an amine; and 25 (f) a substituted phenol; wherein the phType: ApplicationFiled: August 2, 2012Publication date: June 12, 2014Inventor: Jacqueline Reid
-
Patent number: 8690970Abstract: A fuel composition for a fuel injected internal combustion engine, a method for improving performance of fuel injectors and a method for cleaning fuel injectors for a fuel-injected internal combustion engine. The fuel composition includes a major amount of fuel and a minor, effective amount of a quaternary ammonium salt of a hydrocarbyl amine and a hydrocarbyl-substituted alkyl-hydroxybenzoate. The amount of quaternary ammonium salt present in the fuel is sufficient to improve performance of the fuel injected internal combustion engine having combusted the composition compared to the performance of such engine having combusted a fuel composition that does not contain the quaternary ammonium salt. The hydrocarbyl-substituted alkyl-hydroxybenzoate contains one or more hydrocarbyl substituents providing a total of at least 8 up to about 200 carbon atoms, provided the one or more hydrocarbyl substituents do not contain sulfur, oxygen, or nitrogen atoms.Type: GrantFiled: February 24, 2012Date of Patent: April 8, 2014Assignee: Afton Chemical CorporationInventor: Xinggao Fang
-
Patent number: 8668749Abstract: 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: GrantFiled: November 3, 2010Date of Patent: March 11, 2014Assignee: Afton Chemical CorporationInventor: Xinggao Fang
-
Publication number: 20130298451Abstract: The present invention is directed to Mannich condensation product sequestering agents or mixtures of Mannich condensation product sequestering agents for use in fuels and lubricating oils. The present invention is also directed to a process for preparing the Mannich condensation product sequestering agents. The present invention is also directed to a product formed by combining, under reaction conditions, a polyisobutyl-substituted hydroxyaromatic compound, an aldehyde, an amino acid or ester thereof, and an alkali metal base to form the Mannich condensation product sequestering agent. The present invention is also directed to a lubricating oil composition, a lubricating oil concentrate, a fuel composition, and a fuel concentrate having the Mannich condensation product sequestering agents of the present invention.Type: ApplicationFiled: April 12, 2013Publication date: November 14, 2013Applicant: Chevron Oronite Company LLCInventors: James J. Harrison, Kenneth D. Nelson
-
Patent number: 8187345Abstract: Provided is a mixture containing: (a) a polar oil-soluble nitrogen compounds which is capable of sufficiently dispersing paraffin crystals precipitated out under cold conditions in a fuel and is a reaction product formed from reacting a poly(C2- to C20-carboxylic acid), which has at least one tertiary amino group, with a primary or secondary amine; (b) an oil-soluble acid amide reaction product formed from reacting a polyamide, which has from 2 to 1000 carbon atoms, with a C8- to C30-fatty acid or fatty acid-like compound, which has a free carboxyl group; and (c) an oil-soluble reaction product formed from reacting an ?,?-dicarboxylic acid, which has from 4 to 300 carbon atoms, or a derivatives thereof, with a primary alkylamine, wherein the sum of components (a) to (c) constitute 100 wt. % of the mixture. The mixture is suitable as a paraffin dispersant in fuels, especially those having a biodiesel content.Type: GrantFiled: June 12, 2007Date of Patent: May 29, 2012Assignee: BASF SEInventors: Ansgar Eisenbeis, Irene Troetsch-Schaller, Ulrich Annen
-
Patent number: 8075804Abstract: Compositions containing phenolic antioxidant solutions are provided. The invention further provides methods of making and using such compositions as well as compositions that contain both biodiesel and at least one antioxidant concentrate solutions and blended fuel compositions containing biodiesel blended with other fuels.Type: GrantFiled: January 25, 2007Date of Patent: December 13, 2011Assignee: Eastman Chemical CompanyInventors: Thomas Edward Carter, Joy Lynn Laningham, Phillip Montgomery Hudnall, Sharon Metcalf Cline
-
Publication number: 20100031559Abstract: Disclosed herein is a fuel oil composition with enhanced conductivity. The oil composition comprises a Petroleum Based Component and a combination of Lubricity and Conductivity additives. In one aspect, additional additives can be added such as: (a) low temperature operability/cold flow additives, (b) corrosion inhibitors, (c) cetane improvers, (d) detergents, and (e) dyes and markers (f) anti-icing additives, (g) demulsifiers/anti haze additives, (h) antioxidants, (i) metal deactivators, (j) biocides, and (k) thermal stabilizers. Further, the present disclosure describes a method of using such composition is described.Type: ApplicationFiled: September 27, 2006Publication date: February 11, 2010Inventors: Cenk R. Burgazli, Cyrus P. Henry, JR.
-
Composition and Method to Improve the Fuel Economy of Hydrocarbon Fueled Internal Combustion Engines
Publication number: 20100006049Abstract: A composition and method of improving the fuel economy of hydrocarbon fuel-powdered internal combustion engines. The composition contains a propoxylated and/or butoxylated reaction product of (a) at least one fatty acid, fatty acid ester, or mixture thereof and (b) a dialkanolamime. The composition is added to a hydrocarbon fuel in an amount of about 5 to about 2,000 ppm, based on the weight of the hydrocarbon fuel, to reduce friction within the engine and achieve an enhanced fuel economy.Type: ApplicationFiled: July 9, 2009Publication date: January 14, 2010Applicant: BASF CORPORATIONInventors: Alfred K. Jung, Ludwig Voelkel, Stefano Crema, Andrea Misske -
Patent number: 7491249Abstract: An improved fuel additive formulation, method of use, and method of producing the fuel formulation are described. The improved fuel additive of the present invention comprises a mixture of nitroparaffins (comprising nitromethane, nitroethane, and nitropropane), and a combination of modified commercially available ester oil and/or a solubilizing agent, and/or toluene. The ratio of ester oil and/or solubilizing agent and/or toluence to nitroparaffin is preferably less than 20 volume percent, with nitroparaffins comprising the balance of the additive. A method of preparing and using the additive formulation is also provided.Type: GrantFiled: July 27, 2001Date of Patent: February 17, 2009Assignee: Mazoil Technologies, Ltd.Inventors: Arthur R. Foote, Michael Lakin, Peter Wachtel, Albert Schrage
-
Patent number: 6786940Abstract: The mixture contains (a) from 5 to 95% by weight of at least one reaction product of a poly(C2-20-carboxylic acid) having at least one tertiary amino group with secondary amines and (b) from 5 to 95% by weight of at least one reaction product of maleic anhydride and a primary alkylamine.Type: GrantFiled: April 23, 2001Date of Patent: September 7, 2004Assignee: BASF AktiengesellschaftInventors: Bernd Wenderoth, Dieter Hermeling
-
Publication number: 20040148849Abstract: An improved fuel additive formulation, method of use, and method of producing the fuel formulation are described. The improved fuel additive of the present invention comprises a mixture of nitroparaffins (comprising nitromethane, nitroethane, and nitropropane), and a combination of modified commercially available ester oil and/or a solubilizing agent, and/or toluene. The ratio of ester oil and/or solubilizing agent and/or toluence to nitroparaffin is preferably less than 20 volume percent, with nitroparaffins comprising the balance of the additive. A method of preparing and using the additive formulation is also provided.Type: ApplicationFiled: May 27, 2003Publication date: August 5, 2004Inventors: Arthur R. Foote, Michael Lakin, Peter Wachtel, Albert Schrage
-
Patent number: 6592639Abstract: The invention concerns a fuel for diesel engines, with a sulphur content of less than 500 ppm containing in a major proportion at least one average distillate from a straight-run distilling cup of crude oil, with temperature ranges between 150 and 400° C. and in a minor proportion a lubricating additive containing monocarboxylic and polycyclic acids.Type: GrantFiled: March 17, 1999Date of Patent: July 15, 2003Assignee: Elf Antar FranceInventors: Christian Bernasconi, Laurent Germanaud, Jean-Michel Laupie, Paul Maldonado
-
Patent number: 6475251Abstract: A method for controlling engine deposits in a direct injection spark ignition gasoline engine which comprises operating the engine with a fuel composition comprising a major amount of hydrocarbons boiling in the gasoline range and an effective deposit-controlling amount of a fuel additive composition comprising: (a) an aromatic ester compound of the formula: or a fuel soluble salt thereof, wherein R is hydroxy, nitro or —(CH2)x—NR5R6, wherein R5 and R6 are independently hydrogen or lower alkyl having 1 to 6 carbon atoms and x is 0 or 1; R1 is hydrogen, hydroxy, nitro or —NR7R8, wherein R7 and R8 are independently hydrogen or lower alkyl having 1 to 6 carbon atoms; R2 and R3 are independently hydrogen or lower alkyl having 1 to 6 carbon atoms; and R4 is a polyalkyl group having an average molecular weight in the range of about 450 to 5,000; and (b) a poly(oxyalkylene) amine having at least one basic nitrogen atom and a sufficient number of oxyalkylene units to render the pType: GrantFiled: February 28, 2001Date of Patent: November 5, 2002Assignee: Chevron Oronite Company LLCInventor: Majid R. Ahmadi
-
Patent number: 6361573Abstract: Reaction products of i) a hydroxyl-group containing compound; ii) an amine-group containing compound, wherein component ii) is different from component i); and iii) a hydrocarbyl-substituted succinic acylating agent provide improved detergency as well as improved lubricity to hydrocarbon fuels. Compositions comprising a hydrocarbon fuel and the reaction products are also disclosed.Type: GrantFiled: August 31, 1999Date of Patent: March 26, 2002Assignee: Ethyl CorporationInventor: Timothy J. Henly
-
Patent number: 6277158Abstract: An additive concentrate for use in fuels, especially in gasoline for internal combustion engines, comprising (a) 0.2 to 10 wt. % ashless friction modifier which is liquid at room temperature and pressure selected from (i) n-butylamine oleate or derivatives thereof, (ii) a substance comprising tall oil fatty acid or derivatives thereof, and (iii) mixtures of (i) and (ii); (b) 10 to 80 wt. % deposit inhibitor, and (c) carrier fluid. The particular selection of friction modifier (a) enables a stable additive concentrate to be formulated without the need for additional solubilising agent for the friction modifier, while containing sufficient friction modifier to achieve a significant benefit in fri loss, when incorporated in gasoline used to fuel an internal combustion engine, and hence an improvement in fuel economy.Type: GrantFiled: July 18, 2000Date of Patent: August 21, 2001Assignee: Exxon Research and Engineering CompanyInventor: Gail McLean
-
Patent number: 6187063Abstract: An aqueous macroemulsion to be used in place of petroleum residuum-based fuel oils such as No. 4, No. 5, and No. 6 fuel oils, as well as the vacuum residuum from the fraction distillation of petroleum, is formed by emulsifying the fuel oil with water or an aqueous liquid, the fuel oil forming the dispersed phase and the aqueous liquid forming the continuous phase. An emulsion stabilizer, and optionally various other additives, notably a lower allyl alcohol, are included to stabilize the properties of the emulsion. The emulsion is prepared by heating the fuel oil, particularly No. 6 fuel oil, and the water to a temperature above about 60° C., and combining the two heated liquids in an appropriate ratio and shearing the mixture to form the macroemulsion.Type: GrantFiled: May 20, 1998Date of Patent: February 13, 2001Inventor: Rudolf W. Gunnerman
-
Patent number: 6117197Abstract: A fuel composition comprising a major amount of hydrocarbons boiling in the gasoline or diesel range and a fuel additive composition comprising (a) about 15 to 2,000 parts per million by weight of an aromatic ester of a polyalkylphenoxyalkanol, (b) about 30 to 2,000 parts per million by weight of a poly(oxyalkylene) amine, and (c) about 30 to 2,000 parts per million by weight of an aromatic di- or tri-carboxylic acid ester; wherein the total amount of components (a) and (b) is at least about 70 parts per million by weight, and further wherein the weight ratio of component (c) to the total amount of components (a) and (b) is at least about 0.25 to 1. The fuel compositions of this invention are useful for the prevention and control of engine deposits.Type: GrantFiled: November 25, 1998Date of Patent: September 12, 2000Assignee: Chevron Chemical Company LLCInventor: Keith Robert Houser
-
Patent number: 6106584Abstract: Specific polymers of ethylene and different unsaturated esters provide oils with improved low temperature flow properties.Type: GrantFiled: August 4, 1998Date of Patent: August 22, 2000Assignee: Exxon Chemical Patents IncInventor: Iain More
-
Patent number: 6071319Abstract: A fuel additive composition comprising:(a) an aromatic ester compound of the formula: ##STR1## or a fuel soluble salt thereof, wherein R is hydroxy, nitro or --(CH.sub.2).sub.x --NR.sub.5 R.sub.6, wherein R.sub.5 and R.sub.6 are independently hydrogen or lower alkyl having 1 to 6 carbon atoms and x is 0 or 1;R.sub.1 is hydrogen, hydroxy, nitro or --NR.sub.7 R.sub.8, wherein R.sub.7 and R.sub.8 are independently hydrogen or lower alkyl having 1 to 6 carbon atoms;R.sub.2 and R.sub.3 are independently hydrogen or lower alkyl having 1 to 6 carbon atoms; andR.sub.4 is a polyalkyl group having an average molecular weight in the range of about 450 to 5,000; and(b) an aliphatic hydrocarbyl-substituted amine having at least one basic nitrogen atom, wherein the hydrocarbyl group has a number average molecular weight of about 400 to about 1,000.The fuel additive compositions of this invention are useful as fuel additives for the prevention and control of engine deposits.Type: GrantFiled: December 22, 1998Date of Patent: June 6, 2000Assignee: Chevron Chemical Company LLCInventors: Jack E. Morris, Majid R. Ahmadi
-
Patent number: 6051039Abstract: This invention relates to a diesel fuel composition containing an additive composition made by admixing at least two components: A) at least one dicarboxylic acid having about 8 to about 500 carbon atoms or a reactive equivalent thereof; and B) at least one amine having about 6 to about 80 carbon atoms. In one embodiment, the additive composition also contains: C) at least one monocarboxylic acid of about 8 to about 28 carbon atoms or a reactive equivalent thereof. The additive composition is useful as a lubricity additive for diesel fuel, especially low sulfur diesel fuel and provide excellent storage stability, rust-inhibiting and anti-wear performance to diesel fuel.Type: GrantFiled: September 14, 1998Date of Patent: April 18, 2000Assignee: The Lubrizol CorporationInventor: Shigeru Sugimoto
-
Patent number: 6039773Abstract: A polyamine-containing polyalkyl aromatic ester having the formula: ##STR1## or a fuel-soluble salt thereof; wherein R.sub.1 is a polyamine moiety having about 2 to about 12 amine nitrogen atoms and about 2 to about 40 carbon atoms, wherein the polyamine moiety is connected to the aromatic ring through one of its amine nitrogen atoms and R.sub.2 is a polyalkyl group having an average molecular weight in the range of about 450 to 5000.The polyamine-containing polyalkyl aromatic esters of the present invention are useful as fuel additives for the prevention and control of engine deposits.Type: GrantFiled: December 22, 1997Date of Patent: March 21, 2000Assignee: Chevron Chemical Company LLCInventor: Richard E. Cherpeck
-
Patent number: 6013115Abstract: Engine deposits are reduced by adding an effective deposit-controlling amount of esteramine to hydrocarbon fuel.Type: GrantFiled: August 19, 1998Date of Patent: January 11, 2000Assignee: Akzo N.V.Inventors: Michael D. Kanakia, Ralph Franklin, Dale Steichen, James F. Gadberry
-
Patent number: 5964907Abstract: Engine deposits are reduced by adding an effective deposit-controlling amount of an esteramine to hydrocarbon fuel.Type: GrantFiled: August 14, 1996Date of Patent: October 12, 1999Assignee: Akzo Nobel N.V.Inventors: Robert F. Farmer, Ralph Franklin, Michael Kanakia, James F. Gadberry
-
Patent number: 5928393Abstract: A fuel additive which comprises a compound selected from a novel amine, oxygen-containing and nitrogen-containing compounds having selected structures. The inventive additive when blended with a gasoline serves to suppress sludge or deposits in fuel intake systems or combustion chambers for example of an automobile engine.Type: GrantFiled: July 17, 1997Date of Patent: July 27, 1999Assignee: Nippon Oil Co., Ltd.Inventors: Noboru Ishida, Katsuhiko Haji, Masaki Nagao, Toru Yoshii
-
Patent number: 5891203Abstract: This invention relates to the use of blends of diethanolamine derivatives and biodiesel as an additive for improving lubricity in low sulfur fuels and to fuels and additive concentrates comprising said lubricity additives.Type: GrantFiled: January 20, 1998Date of Patent: April 6, 1999Assignee: Ethyl CorporationInventors: Keith Frederick Ball, John Gray Bostick, Timothy J. Brennan
-
Patent number: 5876467Abstract: Carboxylic esters of the formula IR.sup.1 --CO--O--R.sup.2 I,whereR.sup.1 is an aliphatic, straight-chain or branched hydrocarbon radical having alkyl side chains and a number average molecular weight of from 250 to 5000 andR.sup.2 is a straight-chain or branched hydrocarbon radical of 1 to 30 carbon atoms or a radical of the formula II ##STR1## where R.sup.3, R.sup.4, R.sup.5 and R.sup.6, independently of one another, are each hyrogen, branched or straight-chain alkyl, an aromatic radical or an araliphatic radical which may also contain heteroatoms,R.sup.7 and R.sup.8, independently of one another, are each branched or straight-chain alkyl or an aromatic or araliphatic radical which may also contain heteroatoms,X is O, S, NR.sup.9 or PR.sup.9, where R.sup.9 is an aliphatic or aromatic radical,n and m, independently of one another, are each from 2 to 20, andx is from 0 to 30,are used as fuel additives or lubricant additives, and fuel compositions or lubricant compositions contain these additives.Type: GrantFiled: August 12, 1996Date of Patent: March 2, 1999Assignee: BASF AktiengesellschaftInventors: Arthur Hohn, Hans Funke, Knut Oppenlander, Wolfgang Gunther, Harald Schwahn
-
Patent number: 5865861Abstract: A polyamine-containing poly(oxyalkylene) aromatic ester having the formula: ##STR1## or a fuel-soluble salt thereof; where R.sub.1 is a polyamine moiety having about 2 to about 12 amine nitrogen atoms and about 2 to about 40 carbon atoms, wherein the polyamine moiety is connected to the aromatic ring through one of its amine nitrogen atoms, R.sub.2 and R.sub.3 are independently hydrogen or lower alkyl and each R.sub.2 and R.sub.3 is independently selected in each --O--CHR.sub.2 --CHR.sub.3 -unit; R.sub.4 is hydrogen, alkyl having 1 to about 100 carbon atoms, phenyl, aralkyl having about 7 to about 100 carbon atoms or alkaryl having about 7 to about 100 carbon atoms, or an acyl group of the formula: ##STR2## where R.sub.5 is alkyl having 1 to about 30 carbon atoms, phenyl, aralkyl having about 7 to about 36 carbon atoms or alkaryl having about 7 to about 36 carbon atoms; and y is an integer from about 5 to about 100.Type: GrantFiled: December 22, 1997Date of Patent: February 2, 1999Assignee: Chevron Chemical Company LLCInventor: Richard E. Cherpeck
-
Patent number: 5849048Abstract: Substituted biphenyl poly(oxyalkylene) ethers having the formula: ##STR1## wherein R.sub.1 is hydrogen or hydroxyl; R.sub.2 is hydroxyl, cyano, nitro, amino, aminomethyl, N-alkylamino or N-alkylaminomethyl wherein the alkyl group contains 1 to about 6 carbon atoms, N,N-dialkylamino or N,N-dialkylaminomethyl wherein each alkyl group independently contains 1 to about 6 carbon atoms, with the proviso that R.sub.1 and R.sub.2 are ortho relative to each other and meta or para relative to the adjoining phenyl substitutent; R.sub.3 and R.sub.4 are independently hydrogen or lower alkyl having 1 to about 6 carbon atoms and each R.sub.3 and R.sub.4 is independently selected in each --OCHR.sub.3 --CHR.sub.4 -- unit; R.sub.5 is hydrogen, alkyl having 1 to about 100 carbon atoms, phenyl, aralkyl having about 7 to about 100 carbon atoms, alkaryl having about 7 to about 100 carbon atoms; or an acyl group having the formula: ##STR2## wherein R.sub.Type: GrantFiled: September 30, 1997Date of Patent: December 15, 1998Assignee: Chevron Chemical Company LLCInventor: Richard E. Cherpeck
-
Patent number: 5827334Abstract: Substituted biphenyl polyalkyl esters having the formula: ##STR1## wherein R.sub.1 is hydrogen or hydroxyl; R.sub.2 is hydroxyl, cyano, nitro, amino, aminomethyl, N-alkylamino or N-alkylaminomethyl wherein the alkyl group contains 1 to about 6 carbon atoms, N,N-dialkylamino or N,N-dialkylaminomethyl wherein each alkyl group independently contains 1 to about 6 carbon atoms, with the proviso that R.sub.1 and R.sub.2 are ortho relative to each other and meta or para relative to the adjoining phenyl substitutent; and R.sub.3 is a polyalkyl group having an average molecular weight in the range of about 450 to about 5,000.The substituted biphenyl polyalkyl esters of the present invention are useful as fuel additives for the prevention and control of engine deposits.Type: GrantFiled: September 30, 1997Date of Patent: October 27, 1998Assignee: Chevron Chemical Company LLCInventor: Richard E. Cherpeck
-
Patent number: 5814110Abstract: Distillate fuel is treated with additives whose structure match the crystal planes of the wax which crystallizes from the fuel to produce crystals below 4000 nanometres in size, suitable additive include novel sulpho-carboxylic materials particularly their esters and amine derivatives such as the amine salts and/or amides of ortho-sulpho benzoic acid.Type: GrantFiled: November 23, 1994Date of Patent: September 29, 1998Assignee: Exxon Chemical Patents Inc.Inventors: Kenneth William Bartz, Jacqueline Dawn Bland, David Paul Gillingham, Richard Dix Kerwood, Edwin William Lehmann, Kenneth Lewtas, John Edward Maddox, Albert Rossi, Robert Dryden Tack
-
Patent number: 5782938Abstract: This invention concerns a an amidoalkanolaminoester composition obtained by reacting: (1) a reaction product of dialkyl maleate such as diethyl maleate and an alkylalkanolamine such as N-methylethanolamine; with (2) a hydrocarbyl oxypolyoxyalkene amine represented by the formula ##STR1## in which R represents an alkyl, an alicyclic, an alkylalicyclic radical having from 12 to 30 carbon atoms, or R'--Ar--; wherein R' represents a hydrocarbyl radical having from 4 to 12 carbon atoms; wherein x has a value of from about 10 to 16; wherein Ar is a divalent aromatic moiety such as divalent benzene; and wherein R" is an ethyl or methyl radical or a mixture of methyl and ethyl radicals. The amidoalkanolaminoester may be used as a fuel additive.Type: GrantFiled: May 23, 1997Date of Patent: July 21, 1998Assignee: Huntsman Petrochemical CorporationInventor: Wei-Yang Su
-
Patent number: 5749929Abstract: A fuel additive composition comprising: (a) an aromatic ester compound of the formula: ##STR1## or a fuel soluble salt thereof, wherein R is hydroxy, nitro or --(CH.sub.2).sub.x --NR.sub.5 R.sub.6, wherein R.sub.5 and R.sub.6 are independently hydrogen or lower alkyl having 1 to 6 carbon atoms and x is 0 or 1;R.sub.1, is hydrogen, hydroxy, nitro or --NR.sub.7 R.sub.8, wherein R.sub.7 and R.sub.8 are independently hydrogen or lower alkyl having 1 to 6 carbon atoms;R.sub.2 and R.sub.3 are independently hydrogen or lower alkyl having 1 to 6 carbon atoms; andR.sub.4 is a polyalkyl group having an average molecular weight in the range of about 450 to 5,000; and(b) a poly(oxyalkylene) amine having at least one basic nitrogen atom and a sufficient number of oxyalkylene units to render the poly(oxyalkylene) amine soluble in hydrocarbons boiling in the gasoline or diesel fuel range.The fuel additive compositions of this invention are useful as fuel additives for the prevention and control of engine deposits.Type: GrantFiled: April 7, 1997Date of Patent: May 12, 1998Assignee: Chevron Chemical CompanyInventors: Richard E. Cherpeck, Jack E. Morris, Majid R. Ahmadi
-
Patent number: 5728182Abstract: A polyalkyl ester of a substituted polyphenylether having the formula: ##STR1## wherein A is amino, aminomethyl, cyano, nitro, N-alkylamino or N-alkylaminomethyl wherein the alkyl group contains about 1 to about 6 carbon atoms, or N,N-dialkylamino or N,N-dialkylaminomethyl wherein each alkyl group independently contains about 1 to about 6 carbon atoms; R.sub.1 a polyalkyl group having an average molecular weight in the range of about 450 to about 5000; and x is an integer from about 1 to about 10 and y is an integer from 0 to about 10. The polyalkyl esters of the substituted polyphenyl ethers of the present invention are useful as fuel additives for the prevention and control of engine deposits.Type: GrantFiled: December 30, 1996Date of Patent: March 17, 1998Assignee: Chevron Chemical CompanyInventor: Richard E. Cherpeck
-
Patent number: 5709719Abstract: A poly(oxyalkylene) ester of a substituted polyphenylether having the formula: ##STR1## wherein A is amino, aminomethyl, cyano, nitro, N-alkylamino or N-alkylaminomethyl wherein the alkyl group contains about 1 to about 6 carbon atoms, or N,N-dialkylamino or N,N-dialkylaminomethyl wherein each alkyl group independently contains about 1 to about 6 carbon atoms; R.sub.1 and R.sub.2 are independently hydrogen or lower alkyl having about 1 to about 6 carbon atoms and each R.sub.1 and R.sub.3 is independently selected in each --O--CHR.sub.1 -CHR.sub.2 - unit; R.sub.3 is hydrogen, alkyl having about 1 to about 100 carbon atoms, phenyl, aralkyl having about 7 to about 100 carbon atoms or alkaryl having about 7 to about 100 carbon atoms; x is an integer from about 1 to about 10, y is an integer from 0 to about 10; and z is an integer from about 1 to about 100.Type: GrantFiled: December 30, 1996Date of Patent: January 20, 1998Assignee: Chevron Chemical CompanyInventor: Richard E. Cherpeck
-
Patent number: 5667539Abstract: Compounds of the formula I below are useful as additives in oleaginous compositions: ##STR1## wherein B represents an aromatic system, A represents a hydrocarbyl group, R.sup.1 and R.sup.2 are the same or are different and each independently is an aliphatic hydrocarbyl group containing 10-40 carbon atoms, provided that one of R.sup.1 and R.sup.2 may represent hydrogen; z is at least 1 and wherein the aromatic system carries at least one substituent group which is an activating group for the ring system or a derivative of an activating group.Type: GrantFiled: August 7, 1996Date of Patent: September 16, 1997Assignee: Exxon Chemical Patents Inc.Inventors: Graham Jackson, Rachel Evelyn Mary Kenward, Barbara Catherine Brooke
-
Patent number: 5663435Abstract: Reaction products of amino-alkylenecarboxylic acids with polyoxyalkylene compounds are used as paraffin dispersants for mineral oil middle distillates.Type: GrantFiled: November 29, 1995Date of Patent: September 2, 1997Assignee: BASF AktiengesellschaftInventors: Gabriele Dralle-Voss, Knut Oppenlander, Klaus Barthold, Bernd Wenderoth, Wolfgang Kasel
-
Patent number: 5628804Abstract: A polyether esteramide reaction product effective as a fuel additive for reducing intake valve deposits and octane requirement increase, as well as controlling combustion chamber deposits, in gasoline engines is disclosed together with fuel compositions and methods of making and using the same. The polyether esteramide reaction product contains two carbonyl groups. Preferably, the polyether esteramide contains an oxalyl group. Also disclosed are compositions and methods for dispersing deposits in lubricating oil products.Type: GrantFiled: December 21, 1995Date of Patent: May 13, 1997Assignee: Ethyl CorporationInventor: John T. Loper
-
Patent number: 5628803Abstract: Compounds having the formula: ##STR1## and fuel soluble salts thereof; wherein R.sup.1 is nitro or --(CH.sub.2).sub.x --NR.sup.4 R.sup.5, wherein R.sup.4 and R.sup.5 are independently hydrogen or lower alkyl and x is 0 or 1; R.sup.2 is hydrogen, hydroxy, nitro, or --NR.sup.6 R.sup.7 wherein R.sup.6 and R.sup.7 are independently hydrogen or lower alkyl and R is a polyalkyl or polyalkyloxycarbonyl group. The compounds of formula I are useful as fuel additives for the prevention and control of engine deposits.Type: GrantFiled: December 29, 1995Date of Patent: May 13, 1997Assignee: Chevron Chemical CompanyInventor: Richard E. Cherpeck
-
Patent number: 5618320Abstract: Aromatic esters of polyalkylphenoxyalkanols having the formula: ##STR1## or a fuel soluble salt thereof, wherein R is hydroxy, nitro or --(CH.sub.2).sub.x --NR.sub.5 R.sub.6, wherein R.sub.5 and R.sub.6 are independently hydrogen or lower alkyl having 1 to 6 carbon atoms and x is 0 or 1;R.sub.1 is hydrogen, hydroxy, nitro or --NR.sub.7 R.sub.8, wherein R.sub.7 and R.sub.8 are independently hydrogen or lower alkyl having 1 to 6 carbon atoms;R.sub.2 and R.sub.3 are independently hydrogen or lower alkyl having 1 to 6 carbon atoms; andR.sub.4 is a polyalkyl group having an average molecular weight in the range of about 450 to 5,000.The compounds of formula I are useful as fuel additives for the prevention and control of engine deposits.Type: GrantFiled: May 14, 1996Date of Patent: April 8, 1997Assignee: Chevron Chemical CompanyInventor: Richard E. Cherpeck
-
Patent number: 5578091Abstract: Compounds of general formula (I) wherein X and Y are the same or different and are selected from the group consisting of SO.sub.3 (--), --CO--, --C(O)O(--), --R.sup.4 --C(O)O--, --NR.sup.3 C(O)--, --R.sup.4 O--, --R.sup.4 --C(O)O--, --R.sup.4 -- and --NC(O)--, R.sup.4 being --(CH.sub.2).sub.m -- where m is from 0 to 5 and R.sup.3 is defined below; X.sup.1 and Y.sup.1 are the same or different and are selected from the group consisting of (a), R.sup.1 and R.sup.2 being independently selected from the group consisting of alkyl, alkoxy alkyl or polyalkoxyalkyl groups that contain at least 10 carbon atoms in their main chain, and R.sup.3 being a hydrocarbyl group, each R.sup.Type: GrantFiled: October 13, 1992Date of Patent: November 26, 1996Assignee: Exxon Chemical Patents Inc.Inventors: Graham Jackson, Rodger F. Andrews
-
Patent number: 5540743Abstract: A fuel additive having the formula: ##STR1## wherein A.sub.1 is amino, lower alkylamino or dialkylamino, or a polyamine radical; R.sub.1 and R.sub.2 are independently hydrogen, hydroxy, lower alkyl or lower alkoxy; R.sub.3 and R.sub.4 are independently hydrogen or lower alkyl; x is an integer from 0 to 10; n is an integer from 0 to 100; and when n is 0 to 10, R.sub.5 is polyalkyl having an average molecular weight of 450 to 5,000; and when n is 5 to 100, R.sub.5 is hydrogen, alkyl, phenyl, aralkyl, alkaryl or an acyl group having the formula: ##STR2## wherein R.sub.6 is alkyl, phenyl, aralkyl or alkaryl.Type: GrantFiled: December 30, 1994Date of Patent: July 30, 1996Assignee: Chevron Chemical CompanyInventor: Richard E. Cherpeck
-
Patent number: 5482523Abstract: Mannich condensation products prepared by the condensation of a compound of the formula: ##STR1## wherein R.sub.1 is hydrogen, hydroxy, lower alkyl or lower alkoxy; R.sub.3 and R.sub.4 are independently hydrogen or lower alkyl; R.sub.5 is hydrogen, alkyl, phenyl, aralkyl, alkaryl, or an acyl group of the formula: ##STR2## wherein R.sub.6 is alkyl, phenyl, aralkyl or alkaryl; R.sub.7 is alkyl; u is an integer from 1 to 10; n is an integer from 5 to 100; and x is an integer from 0 to 10;with an aldehyde and a nitrogen base selected from ammonia, lower alkylamine, a polyamine and mixtures thereof.The Mannich condensation products and their fuel soluble salts are useful as fuel additives for the prevention and control of engine deposits.Type: GrantFiled: November 2, 1994Date of Patent: January 9, 1996Assignee: Chevron Chemical CompanyInventor: Richard E. Cherpeck
-
Patent number: 5482522Abstract: Mannich condensation products prepared by the condensation of a compound of the formula: ##STR1## wherein R.sub.1 is hydrogen, hydroxy, lower alkyl or lower alkoxy; R.sub.3 and R.sub.4 are independently hydrogen or lower alkyl; R.sub.5 is hydrogen, alkyl, phenyl, aralkyl, alkaryl, or an acyl group of the formula: ##STR2## wherein R.sub.6 is alkyl, phenyl, aralkyl or alkaryl; R.sub.7 is hydrogen, hydroxy, lower alkyl or lower alkoxy; n is an integer from 5 to 100; and x and y are each independently an integer from 0 to 10;with an aldehyde and a nitrogen base selected from ammonia, lower alkylamine, a polyamine and mixtures thereof.The condensation products and their fuel soluble salts are useful as fuel additives for the prevention and control of engine deposits.Type: GrantFiled: December 30, 1993Date of Patent: January 9, 1996Assignee: Chevron Chemical CompanyInventor: Richard E. Cherpeck
-
Patent number: 5433755Abstract: Additive formulation for engine fuels incorporating at least one constituent (A) and at least one constituent (B), constituent(A) consisting of at least one composition incorporating products resulting from the reaction of at least one dicarboxylic compound(D), whose carboxylic functions are separated by at the most eight carbon atoms, with at least one polyoxyalkylene glycol or glycol mono-ether (E) of general formula (I):R.sup.1 --O--(R.sup.2 --O).sub.n --H,in which R.sup.1 represents a hydrocarbon group having 1 to 30 carbon atoms, R.sup.2 represents a divalent hydrocarbon group having 2 to 6 carbon atoms and n is a number from 1 to 60; and constituent (B) consisting of at least one detergent-dispersant product. This formulation preferably also comprises a constituent (C) chosen from within the group formed by mineral or synthetic lubricating oils and polyglycols soluble in the fuel.Type: GrantFiled: August 31, 1992Date of Patent: July 18, 1995Assignees: Institut Francais du Petrole, Elf FranceInventors: Philippe Mulard, Yvan Labruyere, Alain Forestiere, Roger Bregent
-
Patent number: 5425789Abstract: A compound of the general formula ##STR1## where X is CONR.sub.2 or CO.sub.2.sup.- + H.sub.2 NR.sub.2Y and Z are the same or different and selected from the group consisting of CONR.sub.2,CO.sub.2 R, OCOR, --OR, --R, --NCOR andone of Y or Z may be absent andR is selected from the group consisting of alkyl, alkoxy alkyl or polyalkoxyalkyl preferably containing at least 10 carbon atoms in the main chain.Type: GrantFiled: April 28, 1993Date of Patent: June 20, 1995Assignee: Exxon Chemical Patents Inc.Inventors: Kenneth Lewtas, Edwin W. Lehmann, David P. Gillingham, John E. Maddox
-
Patent number: 5409506Abstract: Additives which improve the low-temperature properties of distillate fuels are the reaction products of (1) diaminodiols, and (2) the product of pyromellitic dianhydride and aminoalcohols and/or amines with long-chain hydrocarbyl groups attached.Type: GrantFiled: September 14, 1993Date of Patent: April 25, 1995Assignee: Mobil Oil CorporationInventors: David J. Baillargeon, Angeline B. Cardis, Dale B. Heck
-
Patent number: 5409507Abstract: Fuel compositions containing a major amount of hydrocarbons boiling in the gasoline or diesel range and an effective deposit-controlling amount of a poly(oxyalkylene) aromatic ether having the formula: ##STR1## where A.sub.1 is 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 independently hydrogen, hydroxy, lower alkyl, or lower alkoxy; R.sub.3 and R.sub.4 are independently hydrogen or lower alkyl and each R.sub.3 and R.sub.4 is independently selected in each --O--CHR.sub.3 --CHR.sub.4 -- unit; R.sub.5 is hydrogen, alkyl having 1 to 100 carbon atoms, phenyl, aralkyl having 7 to 100 carbon atoms or alkaryl having 7 to 100 carbon atoms, or an acyl group of the formula: ##STR2## where R.sub.Type: GrantFiled: October 28, 1993Date of Patent: April 25, 1995Assignee: Chevron Chemical CompanyInventor: Richard E. Cherpeck