Nitrogen Attached Indirectly To The -c(=o)o- By Nonionic Bonding Patents (Class 44/391)
  • Patent number: 10689563
    Abstract: The present invention is related with the obtaining process and use of branched germinal zwitterionic liquids based on either bis-N,N-dialkyl-N-polyether-betaine or bis-N, N-dialkenyl-N-polyether-betaine or bis-N, N-dicycloalkyl-N-polyether-betaine or bis-N,N-diaryl-N-polyether-betaine, to be applied as modifiers of the wettability of rocks such as limestone, dolomite, sandstone, quartz or heterogeneous lithologies, under the presence of brines having high content of divalent ions such as calcium, magnesium, barium or strontium, under high temperature and high pressure within enhanced oil recovery processes in order to increase the oil production. The branched germinal zwitterionic liquids of the present invention have moreover the property to act as viscosity reducers of heavy oils having high content of polar fractions, both for extraction and production, and transport and storage operations, so allowing increase the production level of this oil type.
    Type: Grant
    Filed: May 21, 2015
    Date of Patent: June 23, 2020
    Assignee: INSTITUTO MEXICANO DEL PETRÓLEO
    Inventors: Jorge Francisco Ramírez Pérez, Raúl Hernández Altamirano, Violeta Yasmín Mena Cervantes, Luis Silvestre Zamudio Rivera, Rodolfo Cisneros Dévora, Raúl Oviedo Roa, Ana Rocío Cartas Rosado, Alejandro Ramírez Estrada
  • Patent number: 10465027
    Abstract: A method for the preparation of a sulfur-free copolymer proceeds by solution polymerization in the presence of a radical initiator, wherein the copolymer contains at least one alkyl methacrylate and maleic anhydride having a number average molecular weight of 3000 to 9000 g/mol.
    Type: Grant
    Filed: December 16, 2015
    Date of Patent: November 5, 2019
    Assignee: Evonik Oil Additives GmbH
    Inventors: Rhishikesh Gokhale, Sandra Muehling, Miriam Kathrin Stihulka, Klaus Schimossek, Frank-Olaf Maehling
  • Patent number: 10442981
    Abstract: The present invention is related to the obtaining and use of zwitterionic geminal liquids based on hydroxypropyl betaine, as wettability modifiers of rocks such as limestone, dolomite, sandstone, quartz or heterogeneous lithologies, in the presence of brines with high content of divalent ions as calcium, magnesium, barium and strontium, at high temperature and high pressure conditions during the application of enhanced oil recovery processes. The zwitterionic geminal liquids based hydroxypropyl betaine of the present invention have also the property of acting as inhibitors/dispersing of asphaltenes, both at extraction and production operations of petroleum industry, thus allowing to increase the level of crude oil production. An additional advantage presented by zwitterionic geminal liquid based on hydroxypropyl betaine which can be dissolved in distilled water, brine, aliphatic hydrocarbons or other polar and nonpolar solvents.
    Type: Grant
    Filed: November 17, 2015
    Date of Patent: October 15, 2019
    Assignee: INSTITUTO MEXICANO DEL PETRÓLEO
    Inventors: Violeta Yázmin Mena Cervantes, Raúl Hernández Altamirano, Luis Silvestre Zamudio Rivera, Alejandro Ramírez Estrada, Jorge Francisco Ramírez Pérez, José Manuel Martínez Magadan, Rodolfo Cisneros Devora
  • Publication number: 20150113863
    Abstract: The present disclosure relates to additive compositions and their use for improving the low temperature properties of motor fuels and fuels. The additive compositions include at least one modified alkylphenol-aldehyde resin and at least one filterability additive chosen from: the terpolymers of C4 to C22 alkyl (meth)acrylate, C20 to C24 alpha-olefin and maleimide N-substituted by a hydrocarbon chain having between 4 and 30 carbon atoms, the homopolymers of C1 to C40 alkyl (meth)acrylate, preferably the C8 to C24 alkyl polyacrylates, the ammonium salts of mono- or poly-carboxylic acid comprising at least one linear or branched, saturated or unsaturated hydrocarbon chain, having between 4 and 30 carbon atoms. The present disclosure also relates to compositions of motor fuels or liquid hydrocarbon fuels including such compositions.
    Type: Application
    Filed: June 17, 2013
    Publication date: April 30, 2015
    Applicant: TOTAL MARKETING SERVICES
    Inventors: Géraldine Papin, Nelly Dolmazon, Frédéric Tort
  • Publication number: 20150105306
    Abstract: Sequestering agents for use in fuels and lubricating oils derived from Mannich condensation reaction utilizing a polyisobutyl-substituted hydroxyaromatic compound, an aldehyde, an alkali metal base, and glycine or aspartic acid, or an ester thereof.
    Type: Application
    Filed: October 15, 2013
    Publication date: April 16, 2015
    Applicant: Chevron Oronite Company LLC
    Inventor: Kenneth D. Nelson
  • Patent number: 8920523
    Abstract: A fuel oil flow improver comprising the ester compound (A) below and the copolymer (B) below, which is the fuel oil flow improver in which the mass ratio [(A)/(B)] of the ester compound (A) and the copolymer (B) is from 30/70 to 70/30. (A) The ester compound represented by Formula (I) below. R1 is e.g. a linear saturated C19 alkyl group, and X, Y, and Z each represent an integer of 1 or higher. (B) A copolymer of a weight-average molecular weight of 5,000 to 50,000 obtained by polymerizing (b1) to (b3) below at a molar fraction of (b1)/(b2)/(b3)=0.4 to 0.8/0.1 to 0.3/0.1 to 0.3. R2 is e.g. a linear saturated C14 alkyl group. R3 is e.g. a linear saturated C10 alkyl group. R4 is e.g. a linear saturated C12 alkyl group.
    Type: Grant
    Filed: March 28, 2012
    Date of Patent: December 30, 2014
    Assignee: NOF Corporation
    Inventors: Hideki Kawamoto, Fumitaka Yoshikawa, Akira Morita
  • Patent number: 8668749
    Abstract: 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: Grant
    Filed: November 3, 2010
    Date of Patent: March 11, 2014
    Assignee: Afton Chemical Corporation
    Inventor: Xinggao Fang
  • Publication number: 20130340326
    Abstract: Gemini surfactants of bis-N-alkyl polyether, bis-N-alkenyl polyether, bis-N-cycloalkyl polyether, bis-N-aryl polyether bis-beta or alpha-amino acids or their salts, are produced for use as multifunctional corrosion inhibitors, which protect and prevent corrosion of ferrous metals exposed to acidic, basic and neutral liquids when transporting or storing crude oil and liquid fuels. The surfactants are also used to inhibit corrosion of equipment and pipes used in cooling systems in petroleum and petrochemical equipment.
    Type: Application
    Filed: July 18, 2013
    Publication date: December 26, 2013
    Applicant: INSTITUTO MEXICANO DEL PETROLEO
    Inventors: Raul HERNANDEZ ALTAMIRANO, Violeta Yasmin MENA CERVANTES, Luis Silvestre ZAMUDIO RIVERA, Hiram Isaac BELTRAN CONDE, Simon LOPEZ RAMIREZ
  • Publication number: 20130298451
    Abstract: 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: Application
    Filed: April 12, 2013
    Publication date: November 14, 2013
    Applicant: Chevron Oronite Company LLC
    Inventors: James J. Harrison, Kenneth D. Nelson
  • Publication number: 20120102826
    Abstract: 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: Application
    Filed: November 3, 2010
    Publication date: May 3, 2012
    Applicant: AFTON CHEMICAL CORPORATION
    Inventor: Xinggao FANG
  • Patent number: 8034131
    Abstract: A method of inhibiting deposit formation in a jet fuel at temperatures above 150° C., whilst not substantially adversely affecting the water separability of the jet fuel. The method includes the step of adding at least one copolymer, terpolymer or polymer of an ester of acrylic acid or methacrylic acid or a derivative thereof to the jet fuel; wherein the copolymer, terpolymer or polymer of an ester of acrylic acid or methacrylic acid or derivative thereof is copolymerized with a nitrogen-containing, amine-containing or amide-containing monomer; or the copolymer, terpolymer or polymer of an ester of acrylic acid or methacrylic acid or derivative thereof includes nitrogen-containing, amine-containing or amide-containing branches.
    Type: Grant
    Filed: November 12, 2004
    Date of Patent: October 11, 2011
    Assignee: Infineum International Limited
    Inventors: Andrew C. Sutkowski, Roger W. Glyde
  • Patent number: 7988748
    Abstract: Mineral oil compositions with trace portions of additives contain as additive a comb polymer containing ester linkages, either based on a) ethylene-vinylester copolymers modified by hydroxy groups or glycidyl groups with molecular mass weight averages from 3000 to 50000 and an ethylene portion of 50 to 90 mass %, and b) partially imidated and/or partially esterified maleic anhydride copolymers, wherein in the comb polymer based on a) and b) the modified ethylene-vinylester copolymer component is connected by means of ester linkages to the partially imidated and/or partially esterified maleic anhydride copolymer component, or a comb polymer containing ester linkages based on c) ethylene-vinylester copolymers modified by acid and/or acid anhydride groups with molecular mass weight averages from 3000 to 50000 and an ethylene portion of 50 to 90 mass %, and d) polyalcohols partially esterified with C12-C40-monocarboxylic acids wherein in the comb polymer based on c) and d) the ethylene-vinylester copolymer c
    Type: Grant
    Filed: October 15, 2004
    Date of Patent: August 2, 2011
    Assignee: Leuna Polymer GmbH
    Inventors: Hiltrud Täubert, Wolfgang Haubold, Konrad Bühler, Torsten Meyer
  • Publication number: 20110146143
    Abstract: A fuel composition comprising a combustible fuel, an effective friction reducing amount of at least one C6 to C30 aliphatic amine, and a detergent package is disclosed, as well as a method of reducing the amount of friction in an internal combustion engine by adding the fuel composition to the engine.
    Type: Application
    Filed: December 16, 2010
    Publication date: June 23, 2011
    Applicant: BP Corporation North America Inc.
    Inventor: Bruce D. Alexander
  • Publication number: 20110138683
    Abstract: The disclosure relates to new surfactants of bis-N-alkyl polyether, bis-N-alkenyl polyether, bis-N-cycloalkyl polyether, bis-N-aryl polyether bis-beta or alpha-imino acids or their salts, process for obtaining and using mainly as multifunctional corrosion inhibitors, which protect and prevent corrosion of ferrous metals exposed to acidic, basic and neutral when transporting or storing crude oil and liquid fuels, or to the equipment and pipes used in cooling systems industry petroleum and petrochemical industries.
    Type: Application
    Filed: December 14, 2010
    Publication date: June 16, 2011
    Applicant: INSTITUTO MEXICANO DEL PETROLEO
    Inventors: Raúl HERNÁNDEZ ALTAMIRANO, Violeta Yasmín MENA CERVANTES, Luis Silvestre ZAMUDIO RIVERA, Hiram Isaac BELTRÁN CONDE, Simón LÓPEZ RAMÍREZ
  • Patent number: 7815697
    Abstract: The invention provides a fuel oil composition comprising a fuel oil of mineral origin and a fuel oil of vegetable and/or animal origin and as a cold additive, the constituents, at least one copolymer composed of ethylene and 8-21 mol % of at least one acrylic and vinyl ester having a C1-C18 alkyl radical and at least one comb polymer containing structural units composed of at least one olefin as monomer 1 which bears at least one C8-C18 alkyl radical on the olefinic double bond, and at least one ethylenically unsaturated dicarboxylic acid as monomer 2 which bears at least one C8-C16 alkyl radical bonded via an amide and/or imide moiety.
    Type: Grant
    Filed: December 10, 2004
    Date of Patent: October 19, 2010
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Matthias Krull, Bettina Siggelkow, Martina Hess
  • Patent number: 6743266
    Abstract: A fuel additive composition for improving the delivery of friction modifier to the lubricant oil of an internal combustion engine comprising (a) a friction modifying amount of a reaction product of at least one natural or synthetic oil and at least one alkanolamine; and, (b) at least one fuel detergent is provided. Also provided is a fuel composition containing the fuel additive composition and a method for operating an engine employing the fuel composition therefor.
    Type: Grant
    Filed: August 13, 2002
    Date of Patent: June 1, 2004
    Assignee: Texaco, Inc.
    Inventors: Thomas F. DeRosa, Benjamin J. Kaufman, Frank J. DeBlase, Thomas E. Hayden, Michael G. Rawdon, James R. Ketcham, Yvonne Thiel, Max R. Cesar
  • Publication number: 20030172584
    Abstract: A middle distillate fuel additive comprising the reaction product resulting from the combining of a hydrocarbyl succinic anhydride and a hydroxyamine. The lubricating properties of low sulfur-content middle distillate fuels, such as diesel, jet or bio-diesel fuels, can be significantly improved by inclusion therein of such additive compounds. The use of these middle distillate fuel additives makes it possible to avoid mechanical failure problems, such as fuel pump or injector failure, otherwise caused by inadequate fuel lubricity, while still retaining the environmental benefits of using a low sulfur fuel.
    Type: Application
    Filed: March 13, 2002
    Publication date: September 18, 2003
    Inventors: Timothy J. Henly, John T. Loper, Scott D. Schwab
  • Patent number: 6589302
    Abstract: An additive concentrate for improving the lubricity of low sulfur fuels comprises an additive composition diluted in an aromatic solvent, said composition comprising the reaction product of a first glyceride possessing an unsaturated fatty acid content of at least about 40 mole %, based on the total weight of fatty acid present in the first glyceride, and an iodine number of greater than 35, a second glyceride possessing an unsaturated fatty acid content of less than about 20 mole %, based on the total weight of the fatty acids present in the second glyceride, and an iodine number of less than 35, and, at least one alkanolamine. The concentrate remains fluid and stable at low temperatures and, when added to low sulfur fuels, improves lubricity, enhances fuel economy and minimizes engine deposits.
    Type: Grant
    Filed: June 21, 2000
    Date of Patent: July 8, 2003
    Assignee: Texaco Inc.
    Inventors: Thomas F. DeRosa, Thomas Cangelosi, Serge A. Cryvoff, Frank J. DeBlase, Thomas E. Hayden, Benjamin J. Kaufman, James R. Ketcham, Michael Rawdon, Yvonne Thiel
  • Patent number: 6458173
    Abstract: The invention provides the use of a poly(hydroxy-carboxylic acid)amide or -ester derivative of general formula I: wherein R is the residue of an amine, an aminoalcohol or a polyol linked to the or each poly(hydroxycarboxylic acid) via an amide or ester linkage; R1 is hydrogen or optionally substituted hydrocarbyl group containing up to 50 carbon atoms; A is an optionally substituted hydrocarbyl group; n is from 1-100, preferably 1-10 and p is from 1-5, as a fuel additive acting as a detergent and as a lubricity additive in fuel compositions. Moreover, the invention provides a fuel oil composition comprising of a major amount of a fuel oil, and a minor amount of an the additive as well as a additive concentration for use in a fuel oil composition.
    Type: Grant
    Filed: August 18, 2000
    Date of Patent: October 1, 2002
    Assignee: Infineum International Ltd.
    Inventor: Jian Lin
  • Patent number: 6361573
    Abstract: 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: Grant
    Filed: August 31, 1999
    Date of Patent: March 26, 2002
    Assignee: Ethyl Corporation
    Inventor: Timothy J. Henly
  • Publication number: 20010020345
    Abstract: Gasoline additives of the present invention comprise nitrogen-containing compounds obtained by hydrolyzing a polyoxyalkylene glycol derivative resulting from polymerization of an epoxy compound using a suitable ketimine compound as a reaction initiator or by modifying the terminal ends of a polybutene compound with amine. Blending the inventive gasoline additive to a base gasoline can produce a gasoline composition which is suitable for use in direct injection gasoline engine.
    Type: Application
    Filed: April 4, 2001
    Publication date: September 13, 2001
    Applicant: Nippon Mitsubishi Oil Corporation
    Inventors: Katsuhiko Haji, Masaki Nagao, Jun Akimoto, Masahiro Yoshida
  • Patent number: 6258135
    Abstract: Specific substituted aromatic ester compounds are useful as lubricity additives for middle distillate fuel oils.
    Type: Grant
    Filed: July 15, 1999
    Date of Patent: July 10, 2001
    Assignee: Exxon Chemical Patents Inc
    Inventors: Rinaldo Caprotti, Christophe Le Deore
  • Patent number: 6133209
    Abstract: The present invention relates to at least simply unsaturated polyolefins with a number mean molecular weight in the range of 400 to 1,500 dalton and a dispersibility of M.sub.W /M.sub.N <1.2, obtained through catalytic dimerization from at least simply unsaturated olefin-oligomers, as well as to the method for their production. The present invention further relates to derivatives of these polyolefins which can be obtained by functionalizing at least a double link of the polyolefin. The invention also relates to the use of polyolefins and/or functionalization products as additives for fuels or lubricants.
    Type: Grant
    Filed: July 27, 1999
    Date of Patent: October 17, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans Peter Rath, Irene Trotsch-Schaller, Dietmar Posselt, Bernhard Geissler, Johann-Peter Melder, Joachim Rosch
  • Patent number: 6071318
    Abstract: A bifunctional anti-settling and dispersant additive for middle distillates from 150-450.degree. C. petroleum fractions, characterized in that consists of at least one modified copolymer with a weight-average molecular weight of 500-5000 prepared as follows: in a first step, a first carboxylic acid is copolymerized with an alkylated ester of a second carboxylic acid which is the same as or different from the first, and in a second step, the carboxylic groupings of the resulting copolymer re amidified at a temperature of 100-200.degree. C. ##STR1## wherein n and m are from 1 to 8, and R and R' are preferably alkyl groupings.
    Type: Grant
    Filed: February 20, 1998
    Date of Patent: June 6, 2000
    Assignee: Elf Antar France
    Inventors: Catherine Mallet, Jean Rozier
  • Patent number: 6053955
    Abstract: The present invention relates to polyether amino acid ester compounds, preparation method and their use as hydrocarbon fuel additives.
    Type: Grant
    Filed: September 25, 1998
    Date of Patent: April 25, 2000
    Assignee: SK Corporation
    Inventors: Byung Hyung Lee, Woo Sun Kim, Sang Chul Lim, Ho Young Kwon, Dae Joon Yang
  • Patent number: 6013115
    Abstract: Engine deposits are reduced by adding an effective deposit-controlling amount of esteramine to hydrocarbon fuel.
    Type: Grant
    Filed: August 19, 1998
    Date of Patent: January 11, 2000
    Assignee: Akzo N.V.
    Inventors: Michael D. Kanakia, Ralph Franklin, Dale Steichen, James F. Gadberry
  • Patent number: 5964907
    Abstract: Engine deposits are reduced by adding an effective deposit-controlling amount of an esteramine to hydrocarbon fuel.
    Type: Grant
    Filed: August 14, 1996
    Date of Patent: October 12, 1999
    Assignee: Akzo Nobel N.V.
    Inventors: Robert F. Farmer, Ralph Franklin, Michael Kanakia, James F. Gadberry
  • Patent number: 5928393
    Abstract: 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: Grant
    Filed: July 17, 1997
    Date of Patent: July 27, 1999
    Assignee: Nippon Oil Co., Ltd.
    Inventors: Noboru Ishida, Katsuhiko Haji, Masaki Nagao, Toru Yoshii
  • Patent number: 5906970
    Abstract: A dendrimer-based cold flow additive material.
    Type: Grant
    Filed: March 20, 1997
    Date of Patent: May 25, 1999
    Assignee: Exxon Chemical Patents Inc.
    Inventor: Robert Dryden Tack
  • Patent number: 5891203
    Abstract: 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: Grant
    Filed: January 20, 1998
    Date of Patent: April 6, 1999
    Assignee: Ethyl Corporation
    Inventors: Keith Frederick Ball, John Gray Bostick, Timothy J. Brennan
  • Patent number: 5696067
    Abstract: Compositions comprising hydroxyl group containing acylated nitrogen compounds, a process for reacting certain carboxylic reactants with olefinic compounds then reacting the product prepared thereby with ammonia, a hydrazine or an amine, products prepared thereby and lubricating oil and fuel compositions.
    Type: Grant
    Filed: April 15, 1996
    Date of Patent: December 9, 1997
    Assignee: The Lubrizol Corporation
    Inventors: Paul E. Adams, Mark R. Baker, Jeffry G. Dietz
  • Patent number: 5656040
    Abstract: Aminoaromatic ester polylactone aminocarbamates having the formula: ##STR1## wherein R.sub.1 is an alkyl group having from 1 to about 100 carbon atoms or an aralkyl or alkaryl group having from 7 to about 100 carbon atoms;R.sub.2 is an alkylene group of about 2 to 5 carbon atoms;A is a polyamine moiety having at least one basic nitrogen atom;x is an integer from 1 to 25;and y is an integer from 0 to 6. The aminoaromatic ester polylactone aminocarbamates of formula I are useful as fuel additives for the prevention and control of engine deposits.
    Type: Grant
    Filed: June 20, 1996
    Date of Patent: August 12, 1997
    Assignee: Chevron Chemical Company
    Inventor: Richard E. Cherpeck
  • Patent number: 5628803
    Abstract: 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: Grant
    Filed: December 29, 1995
    Date of Patent: May 13, 1997
    Assignee: Chevron Chemical Company
    Inventor: Richard E. Cherpeck
  • Patent number: 5622532
    Abstract: Polylactone aromatic esters having the formula: ##STR1## wherein R.sub.1 is a hydrocarbyl group having a sufficient number of carbon atoms to render the compound soluble in hydrocarbons boiling in the gasoline or diesel fuel range;R.sub.2 is an alkylene group of about 2 to 5 carbon atoms;R.sub.3 and R.sub.4 are each independently hydrogen, hydroxy, nitro, amino, N-alkylamino having 1 to 6 carbon atoms in the alkyl group, or N,N-dialkylamino having 1 to 6 carbon atoms in each alkyl group, provided that R.sub.3 and R.sub.4 may not both be hydrogen;and x is an integer from 1 to 25.The polylactone aromatic esters of formula I are useful as fuel additives for the prevention and control of engine deposits.
    Type: Grant
    Filed: June 20, 1996
    Date of Patent: April 22, 1997
    Assignee: Chevron Chemical Company
    Inventor: Richard E. Cherpeck
  • Patent number: 5597390
    Abstract: A di- or tri-ester polyether unsaturated acid amine 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. Also disclosed are compositions and methods for dispersing deposits in lubricating oil products.
    Type: Grant
    Filed: September 25, 1995
    Date of Patent: January 28, 1997
    Assignee: Ethyl Corporation
    Inventor: John T. Loper
  • Patent number: 5538521
    Abstract: A fuel additive having the formula: ##STR1## wherein A.sub.1 is a thioether, a sulfoxide, a sulfone, a sulfonic acid, a sulfonamide, a nitrile, a carboxylic acid or ester, or a carboxamide; 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; 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; R.sub.7 and R.sub.8 are independently hydrogen, hydroxy, lower alkyl or lower alkoxy; A.sub.2 is a thioether, a sulfoxide, a sulfone, a sulfonic acid, a sulfonamide, a nitrile, a carboxylic acid or ester, or a carboxamide; and x and y are independently integers from 0 to 10; with the proviso that when n and x are both 0, then A.sub.
    Type: Grant
    Filed: December 23, 1993
    Date of Patent: July 23, 1996
    Assignee: Chevron Chemical Company
    Inventor: Richard E. Cherpeck
  • Patent number: 5490863
    Abstract: Additives which improve the low-temperature properties of distillate fuels are the reaction products of (1) diols, and (2) the product of pyromellitic dianhydride and aminoalcohols and amines with long-chain hydrocarbyl groups attached.
    Type: Grant
    Filed: August 15, 1994
    Date of Patent: February 13, 1996
    Assignee: Mobil Oil Corporation
    Inventors: David J. Baillargeon, Angeline B. Cardis, Dale B. Heck
  • Patent number: 5482522
    Abstract: 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: Grant
    Filed: December 30, 1993
    Date of Patent: January 9, 1996
    Assignee: Chevron Chemical Company
    Inventor: Richard E. Cherpeck
  • Patent number: 5482523
    Abstract: 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: Grant
    Filed: November 2, 1994
    Date of Patent: January 9, 1996
    Assignee: Chevron Chemical Company
    Inventor: Richard E. Cherpeck
  • 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: 5466267
    Abstract: Additives which improve the low-temperature properties of distillate fuels are the oligomeric/polymeric reaction products of aromatic anhydrides and epoxides (or their corresponding acid/diol equivalents), with optional termonomers.
    Type: Grant
    Filed: September 17, 1992
    Date of Patent: November 14, 1995
    Assignee: Mobil Oil Corporation
    Inventors: David J. Baillargeon, Angeline B. Cardis, Dale B. Heck, Susan W. Johnson
  • 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: 5425789
    Abstract: 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: Grant
    Filed: April 28, 1993
    Date of Patent: June 20, 1995
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Kenneth Lewtas, Edwin W. Lehmann, David P. Gillingham, John E. Maddox
  • Patent number: 5409506
    Abstract: 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: Grant
    Filed: September 14, 1993
    Date of Patent: April 25, 1995
    Assignee: Mobil Oil Corporation
    Inventors: David J. Baillargeon, Angeline B. Cardis, Dale B. Heck
  • Patent number: 5284495
    Abstract: Additives which improve the low-temperature properties of distillate fuels are the oligomeric/polymeric reaction products of anhydrides and one or more of the following long-chain diols: aminodiols, diaminodiols, amidodiols, with optional termonomers.
    Type: Grant
    Filed: September 17, 1992
    Date of Patent: February 8, 1994
    Assignee: Mobil Oil Corporation
    Inventors: David J. Baillargeon, Angeline B. Cardis, Dale B. Heck, Susan W. Johnson
  • Patent number: 5284493
    Abstract: The reaction products of (1) anhydrides and/or poly-acids and (2) aminoalcohols or aminoalcohols/amides with long chain hydrocarbyl groups attached improve the low-temperature properties of distillate fuel when added thereto.
    Type: Grant
    Filed: November 16, 1992
    Date of Patent: February 8, 1994
    Assignee: Mobil Oil Corporation
    Inventors: David J. Baillargeon, Angeline B. Cardis, Dale B. Heck, Susan W. Johnson
  • Patent number: 5284494
    Abstract: Additives which improve the low-temperature properties of distillate fuels are oligomeric/polymeric reaction products consisting of cross-linked anhydride and cross-linked epoxide (or their corresponding acid/diol equivalents), with optional termonomers.
    Type: Grant
    Filed: September 17, 1992
    Date of Patent: February 8, 1994
    Assignee: Mobil Oil Corporation
    Inventors: David J. Baillargeon, Angeline B. Cardis, Dale B. Heck, Susan W. Johnson
  • Patent number: 5281346
    Abstract: This invention relates to lubricants for two-cycle engines comprising a major amount of at least one oil of lubricating viscosity and a minor amount of at least one compound of the general formulaA.sup.y- M.sup.y+ (I)wherein M represents one or more metal ions, y is the total valence of all M and A represents one or more anion containing groups having a total of about y individual anionic moieties and each anion containing group is a group of the formula ##STR1## wherein T is selected from the group consisting of ##STR2## Additive concentrates and lubricant-fuel mixtures for two cycle engines are also disclosed as well as methods for operating two-cycle engines.
    Type: Grant
    Filed: April 16, 1992
    Date of Patent: January 25, 1994
    Assignee: The Lubrizol Corporation
    Inventors: Paul E. Adams, William K. S. Cleveland
  • Patent number: 5271748
    Abstract: Additives which improve the low-temperature properties of distillate fuels are the polymeric and/or oligomeric monomers selected from ester/urethane reaction products of a combination of anhydrides and epoxides (or their corresponding acid/diol equivalents), and a urethane precursor and optionally with various suitable reactive materials to provide optional termonomers.
    Type: Grant
    Filed: September 17, 1992
    Date of Patent: December 21, 1993
    Assignee: Mobil Oil Corporation
    Inventors: David J. Baillargeon, Angeline B. Cardis, Dale B. Heck, Susan W. Johnson
  • Patent number: 5266084
    Abstract: Additives which improve the low-temperature properties of distillate fuels are the oligomeric/polymeric reaction products of one or more bicyclic or alkyl anhydrides or their diacid equivalents and one or more long-chain epoxides or their corresponding acid/diol equivalents, with optional termonomers.
    Type: Grant
    Filed: September 17, 1992
    Date of Patent: November 30, 1993
    Assignee: Mobil Oil Corporation
    Inventors: David J. Baillargeon, Angeline B. Cardis, Dale B. Heck, Susan W. Johnson