Additional Nitrogen Attached Indirectly To The -c(=x)- Group By Acyclic Nonionic Bonding Patents (Class 44/419)
  • Patent number: 11753577
    Abstract: This invention relates to a method for inhibiting the agglomeration of gas hydrates, comprising the injection of an anti-agglomerant comprising a N,N-dialkyl-ammoniumalkyl fatty acid amide represented by the formula (I) wherein R1 is an alkyl or alkenyl group having from 7 to 21 carbon atoms, R2 and R3 are each independently an alkyl group containing 1 to 10 carbon atoms, or together form an optionally substituted ring having 5 to 10 ring atoms, wherein the ring may carry up to 3 substituents, R4 is hydrogen or an alkyl group having 1 to 6 carbon atoms, R5 is hydrogen or an optionally substituted hydrocarbyl group having 1 to 22 carbon atoms and A is an alkylene group having two or three carbon atoms, into a fluid comprising gas, water and oil under conditions prone to the formation of gas hydrates, wherein the N,N-dialkyl-ammoniumalkyl fatty acid amide represented by formula (I) is produced by the aminolysis of an ester of a fatty acid and a C1- to C4-alcohol with an N,N-dialkylamino alkyl amine and s
    Type: Grant
    Filed: May 28, 2019
    Date of Patent: September 12, 2023
    Assignee: Clariant International Ltd.
    Inventors: Scot Bodnar, Dan Smith, Felix Hoevelmann, Corinna Krüger, Matthias Krull, Jonathan James Wylde, Lisa Greaney Tejada
  • Patent number: 11753576
    Abstract: This invention relates to a method for inhibiting the agglomeration of gas hydrates, comprising the injection of an anti-agglomerant comprising a N,N-dialkyl-ammoniumalkyl fatty acid amide represented by the formula (I) wherein R1 is an alkyl or alkenyl group having from 7 to 21 carbon atoms, R2 and R3 are each independently an alkyl group containing 1 to 10 carbon atoms, or together form an optionally substituted ring having 5 to 10 ring atoms, wherein the ring may carry up to 3 substituents, R4 is hydrogen or an alkyl group having 1 to 6 carbon atoms, R5 is hydrogen or an optionally substituted hydrocarbyl group having 1 to 17 carbon atoms and A is an alkylene group having two or three carbon atoms, into a fluid comprising gas, water and oil under conditions prone to the formation of gas hydrates, wherein the N,N-dialkyl-ammoniumalkyl fatty acid amide represented by the formula (I) is produced by the condensation reaction of a fatty acid with an N,N-dialkylamino alkyl amine and subsequent neutralization
    Type: Grant
    Filed: May 28, 2019
    Date of Patent: September 12, 2023
    Assignee: Clariant International Ltd.
    Inventors: Scot Bodnar, Dan Smith, Felix Hoevelmann, Corinna Krüger, Matthias Krull, Jonathan James Wylde, Lisa Greaney Tejada
  • Patent number: 11572499
    Abstract: The present disclosure relates to a gas hydrate inhibitor composition, comprising A) a compound according to formula (1) wherein R1 is an alkyl group having from 1 to 5 carbon atoms; R2 is hydrogen or an alkyl group having from 1 to 5 carbon atoms; R3 is present or not as hydrogen and organic moieties having from 1 to 20 carbon atoms; R4 is selected from —(CH2)t—, —[CH2—CHR6)t]—, —(CH2—CHR6O)u—(CH2)t— and combinations thereof; R5 is an alkyl or alkenyl group having 4 to 22 carbon atoms; R6 is hydrogen or an alkyl group having from 1 to 4 carbon atoms; R7 is hydrogen or an alkyl group having from 1 to 4 carbon atoms; R8 is present or not as hydrogen or organic moieties having from 1 to 20 carbon atoms; t is 2, 3 or 4; u is an integer between 0 and 100; n is 0 or 1 m is 0 or 2 o is 0 or 2, p is 0 or 1 X? is an anion, and a synergistic cationic surfactant which is selected from quaternary benzyl ammonium salts having besides the benzyl group at least one C8-C18-alkyl group bound to the nitrogen atom.
    Type: Grant
    Filed: November 16, 2020
    Date of Patent: February 7, 2023
    Assignee: CLARIANT INTERNATIONAL LTD
    Inventors: Dirk Leinweber, Zachary Thomas Ward, Felix Hoevelmann, Jonathan James Wylde
  • Patent number: 10934470
    Abstract: Compositions and methods of using of such compositions to, for example, inhibit of the formation of gas hydrate agglomerates are provided. In one embodiment, the methods comprise: introducing a low-dosage hydrate inhibitor additive into a fluid, wherein the low-dosage hydrate inhibitor additive comprises a quaternary or tertiary ammonium cation moiety, a lipophilic tail, and a sulfonate anion moiety; and exposing the low-dosage hydrate inhibitor additive to a temperature above about 200° F.
    Type: Grant
    Filed: December 18, 2015
    Date of Patent: March 2, 2021
    Assignee: Multi-Chem Group, LLC
    Inventors: Qiang Lan, Deepak Monteiro, Mark Paul Ceglio, II, Erick J. Acosta, Pushkala Krishnamurthy
  • Patent number: 10767126
    Abstract: A fuel composition which includes at least: a fuel from one or more sources selected from the group that comprises mineral, plant and synthetic sources; a compound (T1) selected among polyalkylene glycols, C1-C12 alkyl and polyalkylene glycol ethers, and the mixtures thereof; and a compound (T2) selected among the non-ionic emulsifiers. Also, an additive composition including at least: a compound (T1) selected among the C1-C6 alkyl and polyethylene glycol ethers including two to six units of ethylene glycol; a compound (T2) selected among the esters of one or more C1-C36 alkenyl carboxylic or alkyl carboxylic acids, and a polyol selected among sorbitan and isosorbide, taken alone or mixed together; and possibly a detergent additive. Further, a method for preventing, avoiding or delaying the formation of ice crystals or flakes in a tank of a vehicle provided with an internal combustion engine.
    Type: Grant
    Filed: October 20, 2017
    Date of Patent: September 8, 2020
    Assignee: TOTAL MARKETING SERVICES
    Inventors: Bernard Dequenne, Thomas Dubois
  • Patent number: 10393319
    Abstract: The present invention generally relates to methods and hydrate inhibitor compositions for inhibiting the formation of hydrates in a fluid comprising gas and water. More specifically, the method comprises contacting a hydrate inhibitor composition to a fluid. The hydrate inhibitor composition comprises a nonpolar solvent; a polar solvent; and a polymer, an oligomer, a dendrimer, or an acid or salt thereof.
    Type: Grant
    Filed: February 24, 2017
    Date of Patent: August 27, 2019
    Assignee: Ecolab USA Inc.
    Inventors: Regan Andrew Jones, Jeremy Wayne Bartels, Jeremy Moloney
  • Patent number: 10113128
    Abstract: The present invention generally relates to one or more compositions and methods for inhibiting the formation of gas hydrate agglomerates in a fluid using a fluorine-containing agent and an anti-agglomerant. The fluid may be contained, for example, in an oil or gas pipeline or refinery.
    Type: Grant
    Filed: March 31, 2016
    Date of Patent: October 30, 2018
    Assignee: Ecolab USA Inc.
    Inventors: Jeff Servesko, Rebecca Michele Lucente-Schultz
  • Publication number: 20150136002
    Abstract: The invention relates to quaternary ammonium amide and/or ester salts and their use as additives, including their use in fuels, such as diesel fuel. The invention particularly relates to the use of quaternary ammonium amide and/or ester salts as detergents in diesel fuels.
    Type: Application
    Filed: January 30, 2015
    Publication date: May 21, 2015
    Inventors: Paul R. Stevenson, James C. Ray, David J. Moreton, James H. Bush
  • Patent number: 9017430
    Abstract: The present invention relates to alkanolamide-containing compositions, and more particularly to alkanolamide-containing compositions formed by the reaction of a fatty acid and diethanolamine (DEA) which contain low levels of undesirable by-products. Such compositions are particularly suitable for use as fuel additives.
    Type: Grant
    Filed: April 22, 2013
    Date of Patent: April 28, 2015
    Assignee: Afton Chemical Corporation
    Inventors: William J. Colucci, Abbas Kadkhodayan
  • Publication number: 20150096516
    Abstract: A fuel additive and its preparation for a engine, a fuel containing the additive, a fuel additive concentrate, a method for improving performance of fuel injectors and a method for cleaning fuel injectors for an engine. The fuel additive includes a quaternary ammonium salt derived from a reaction of a hydrocarbyl substituted anhydride, a tertiary amine and a hydroxyl-containing epoxide, wherein the tertiary amine is devoid of primary and secondary amino groups.
    Type: Application
    Filed: October 8, 2013
    Publication date: April 9, 2015
    Applicant: Afton Chemical Corporation
    Inventors: Xinngao FANG, Scott D. SCHWAB
  • Patent number: 8992636
    Abstract: A fuel additive and its preparation for a engine, a fuel containing the additive, a fuel additive concentrate, a method for improving performance of fuel injectors and a method for cleaning fuel injectors for an engine. The fuel additive includes a quaternary ammonium salt derived from a reaction of a hydrocarbyl substituted anhydride, a tertiary amine and a hydroxyl-containing epoxide, wherein the tertiary amine is devoid of primary and secondary amino groups.
    Type: Grant
    Filed: October 8, 2013
    Date of Patent: March 31, 2015
    Assignee: Afton Chemical Corporation
    Inventors: Xinngao Fang, Scott D. Schwab
  • Publication number: 20130247450
    Abstract: 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: Application
    Filed: May 16, 2013
    Publication date: September 26, 2013
    Applicant: BUTAMAX ADVANCED BIOFUELS LLC
    Inventor: Leslie R. Wolf
  • Publication number: 20130239468
    Abstract: The invention relates to polyester quaternary ammonium salts, including amine, amide, and ester salts, processes for making them, and their use as additives, including their use in fuels, such as diesel fuel and fuel oils. The invention particularly relates to the use of polyester quaternary ammonium salts as detergents in fuels and the methods of making them.
    Type: Application
    Filed: November 21, 2011
    Publication date: September 19, 2013
    Applicant: THE LUBRIZOL CORPORATION
    Inventors: Hannah Greenfield, Dean Thetford, David J. Moreton
  • Patent number: 8444720
    Abstract: The present invention relates to alkanolamide-containing compositions, and more particularly to alkanolamide-containing compositions formed by the reaction of a fatty acid and diethanolamine (DEA) which contain low levels of undesirable by-products. Such compositions are particularly suitable for use as fuel additives.
    Type: Grant
    Filed: September 21, 2006
    Date of Patent: May 21, 2013
    Assignee: Afton Chemical Corporation
    Inventors: William J. Colucci, Abbas Kadkhodayan
  • Patent number: 8326474
    Abstract: We provide a method for operating a navigation system for a motor vehicle in a road network, and to a navigation system. To this end, first a zone of the road network is provided with an emissions class-dependent drive-through restriction, wherein the motor vehicle is associated with at least one emissions class. First, information about the geographical location of the zone and about the emissions class at least required there is stored in the navigation system. Then, information about the at least one emissions class of the motor vehicle is entered into the navigation system. Thereafter, the information entered is considered in the destination guidance process, wherein destination guidance into or through the zone is avoided if the at least one emissions class of the motor vehicle is affected by emissions class-dependent drive-through restrictions in the zone.
    Type: Grant
    Filed: April 24, 2008
    Date of Patent: December 4, 2012
    Assignee: Siemens Enterprise Communications GmbH & Co. KG
    Inventors: Rolf Schrey, Bruno Bozionek, Rainer Zimmermann
  • Publication number: 20120138004
    Abstract: The invention relates to quaternary ammonium amide and/or ester salts and their use as additives, including their use in fuels, such as diesel fuel. The invention particularly relates to the use of quaternary ammonium amide and/or ester salts as detergents in diesel fuels.
    Type: Application
    Filed: May 6, 2010
    Publication date: June 7, 2012
    Applicant: THE LUBRIZOL CORPORATION
    Inventors: Paul R. Stevenson, James C. Ray, David J. Moreton, James H. Bush
  • Patent number: 8187345
    Abstract: 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: Grant
    Filed: June 12, 2007
    Date of Patent: May 29, 2012
    Assignee: BASF SE
    Inventors: Ansgar Eisenbeis, Irene Troetsch-Schaller, Ulrich Annen
  • Patent number: 8100988
    Abstract: The invention concerns a multifunctional additive enabling fuels to be operable in cold conditions, consisting of copolymers of at least a dicarboxylic compound with at least an olefin, and whereon are grafted nitrogenous functions and/or esters of general formula (1) wherein: R1 and R2, and R4 and R5, R3 and R6 are hydrogen or alkyl radicals, and x is selected among the amine salts and N-alkylpolyalkylenepolyamines and their monohydroxylated and polyhydroxylated derivatives, N-alkylpolyalkylenepolyamine alkylesters and esters, and alkylamines and N-alkylpolyalkylenepolyamines.
    Type: Grant
    Filed: February 4, 2008
    Date of Patent: January 24, 2012
    Assignee: Elf Antar France
    Inventors: Frank G Eydoux, Philippe Pu. F. Flores, Dominique Vichard, Laurent Germanaud
  • Patent number: 8021444
    Abstract: A fuel oil composition is disclosed. The fuel oil includes a major proportion of a fuel oil and minor amounts of: (a) at least one polar nitrogen compound effective as a wax anti-settling additive; and (b) at least one reaction product between a hydrocarbyl-substituted succinic acid or anhydride and hydrazine.
    Type: Grant
    Filed: November 28, 2007
    Date of Patent: September 20, 2011
    Assignee: Infineum International Limited
    Inventors: Rinaldo Caprotti, Graham Jackson, Martin James Willis
  • Publication number: 20110039308
    Abstract: In one aspect, the invention is directed to polypeptides having an amylase and/or glucoamylase activity, polynucleotides encoding the polypeptides, and methods for making and using these polynucleotides and polypeptides. In one aspect, the polypeptides of the invention can be used as amylases, for example, alpha amylases, to catalyze the hydrolysis of polysaccharide, oligosaccharide or starch into sugars. In one aspect, the invention provides delayed release compositions comprising an desired ingredient coated by a latex polymer coating. In alternative embodiments, enzymes are used to make biofuels, e.g., ethanol, butanol, propanol, or a gasoline-ethanol mix, including a bioethanol, biopropanol, biobutanol, or a biodiesel, or for any form of fuel or biomass processing.
    Type: Application
    Filed: December 21, 2007
    Publication date: February 17, 2011
    Inventors: Malgorzata Slupska, Geoff Hazlewood, Cathy Chang, Peter Luginbuhl, Ellen Burke, Michelle Cayouette, Uvini Gunavardena, Majid Ghassemian, Aron Silverstone, Yan Zhang
  • Publication number: 20100293844
    Abstract: The present invention relates to the use of at least 120 ppm of a nitrogen-containing detergent as a diesel fuel additive to improve the performance of a diesel engine having a high pressure fuel system.
    Type: Application
    Filed: September 25, 2008
    Publication date: November 25, 2010
    Inventor: John Alexander MacMillan
  • Publication number: 20100236139
    Abstract: 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: Application
    Filed: December 10, 2009
    Publication date: September 23, 2010
    Inventor: Graham Jackson
  • Patent number: 7381689
    Abstract: A method and an amide composition used therein for inhibiting, retarding, mitigating, reducing, controlling and/or delaying formation of hydrocarbon hydrates or agglomerates of hydrates. The method may be applied to prevent or reduce or mitigate plugging of conduits, pipes, transfer lines, valves, and other places or equipment where hydrocarbon hydrate solids may form under the conditions. At least one amide compound is added into the process stream, where the compound may be mixed with another compound selected from amino alcohols, esters, quaternary ammonium, phosphonium or sulphonium salts, betaines, amine oxides, other amides, simple amine salts, and combinations thereof.
    Type: Grant
    Filed: August 13, 2004
    Date of Patent: June 3, 2008
    Assignee: Champion Technologies, Inc.
    Inventors: Vaithilingam Panchalingam, Michael Gregory Rudel, Scot Harris Bodnar
  • Patent number: 7338540
    Abstract: A method of decomposing an organic azide is provided and comprises allowing an organic azide to contact a catalytic metal halide, main group halide, mixed metal-main group halide, or mixture thereof. Organic azide fuel sources comprising an organic azide/catalyst combination are also provided.
    Type: Grant
    Filed: August 5, 2003
    Date of Patent: March 4, 2008
    Assignee: Ultramet Incorporated
    Inventors: Jason R. Babcock, Arthur J. Fortini
  • Patent number: 7112230
    Abstract: Injector deposits in a direct injection gasoline engine are reduced by providing as fuel for the operation of said direct injection engine a fuel composition comprising a fuel-soluble compound having the formula (I): wherein R1 and R2 are independently C1-4 alkyl, R3 is a radical of the formula CmH2m wherein m is an integer of 2 to 6, R4 and R5 are each independently (i) hydrogen (ii) C1-4 alkyl, wherein R6 is selected from the group consisting of hydrogen and C1-4 alkyls and R7 is selected from the group consisting of hydrogen and C1-30 alkyl, (iv) wherein R8 is a saturated or unsaturated, linear, branched or cyclic, C7-23 hydrocarbyl group or (v) wherein R4 and R5 together with the nitrogen atom to which they are bonded, form a cyclic ring in which further hetero atoms.
    Type: Grant
    Filed: September 14, 2001
    Date of Patent: September 26, 2006
    Assignee: Afton Chemical Intangibles LLC
    Inventors: Dennis J. Malfer, Scott D. Schwab, Timothy J. Henly
  • Patent number: 6786940
    Abstract: 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: Grant
    Filed: April 23, 2001
    Date of Patent: September 7, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Wenderoth, Dieter Hermeling
  • Publication number: 20040092412
    Abstract: Compounds, in particular those based on polyisobutyleneamines, are suitable as emulsifiers for water-in-oil emulsions and are used in particular as additives for fuels and lubricants.
    Type: Application
    Filed: September 2, 2003
    Publication date: May 13, 2004
    Inventors: Stephan Hueffer, Cordula Mock-Knoblauch, Gregor Schrmann, Arno Lange
  • Publication number: 20040068922
    Abstract: 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: Application
    Filed: July 28, 2003
    Publication date: April 15, 2004
    Inventors: Robert H. Barbour, David A. Duncan, David J. Moreton
  • Publication number: 20040010963
    Abstract: The present invention relates to additives for enhancing the lubricity of hydrocarbon fuel oils, the inventive additive composition including one or more of the reaction products of (i) an alkylated polyamine and (ii) urea or isocyanate, or the salt adducts of these reaction products. More particularly, the present invention provides for a process for improving the lubricity of hydrocarbon fuel oils, which are low in inherent lubricity due to treatment to reduce sulfur and aromatic components for improved emissions.
    Type: Application
    Filed: July 16, 2002
    Publication date: January 22, 2004
    Applicant: BetzDearborn, Inc.
    Inventors: Collin W. Cross, Zen-Yu Chang, S. Blake Pruett, Alan E. Goliaszewski
  • Publication number: 20030192233
    Abstract: An improved fuel oil composition comprises fuel oil and specific acylated polyalkylene polyamine.
    Type: Application
    Filed: December 18, 2002
    Publication date: October 16, 2003
    Inventors: Rinaldo Caprotti, Christophe Ledeore
  • Patent number: 6627775
    Abstract: An improved process to prepare poly(oxyalkylene)amide for gasoline additives involves three consecutive reactions. The reactions are (1) amidation of water-soluble low molecular weight of polyalkylene polyamine with alkyl acetate at an elevated temperature under N2 pressure to convert amines to amides, (2) Butoxylation of the amides with 1,2-epoxybutane to prepare the poly(oxyalkylene) amides, and (3) selective hydrolysis of in situ poly(oxyalkylene)-amine-ester-amides into poly(oxyalkylene)-amine-alcohol-amides and removal of acetic acid byproducts, via acid/base hydrolysis and water extraction procedures. The process step of selective hydrolysis is essential for removal the harmful composition of poly(oxyalkylene)-amine-ester-amides in resulting the better performance of the additive, particularly the positive engine's octane requirement or reducing the combustion chamber deposits.
    Type: Grant
    Filed: January 28, 2002
    Date of Patent: September 30, 2003
    Assignee: Chinese Petroleum Corporation
    Inventors: Jiang-Jen Lin, Yung-Sheng Ho, Wei-Shiun Ku, Wen-Jei Shiu, Che-Nan Lee
  • Patent number: 6623536
    Abstract: The invention concerns a composition of mulifunctional additives for cold process treatment obtained by reacting carboxylic compounds with amine compounds, characterized in that it contains at least 50 wt. % of a mixture consisting of 10 to 90 wt. % of an additive (AB) of a carboxylic compound (A) selected among maleic and succinic anhydrides, corresponding acids and esters with a polyalkylamine (B) and 90 to 10 wt. % of an additive (CD) obtained by reacting a copolymer (C) obtained by reacting a first unsaturated carboxylic acid with an alkylated ester of a second unsaturated carboxylic acid, identical to or different from the first, of general formula (II) R1R2C═CR3COOR4 wherein R1 and R2, identical or different, being hydrogen, a linear or branched C1-C20 alkyl radical; R3 is hydrogen or a linear or branched alkyl group with not more than three carbon atoms and R4 is hydrogen or a C1-C25 radical, with N-alkylpolyalkylenepolyamine (D).
    Type: Grant
    Filed: March 25, 2002
    Date of Patent: September 23, 2003
    Assignee: Elf Antar France
    Inventors: Franck Eydoux, Robert Leger
  • Publication number: 20030163951
    Abstract: The invention concerns a multifunctional additive enabling fuels to be operable in cold conditions, consisting of copolymers of at least a dicarboxylic compound with at least an olefin, and whereon are grafted nitrogenous functions and/or esters of general formula (I) wherein: R1 and R2, and R4 and R5, R3 and R6 are hydrogen or alkyl radicals, and x is selected among the amine salts and N-alkylpolyalkylenepolyamines and their monohydroxylated and polyhydroxylated derivatives, N-alkylpolyalkylenepolyamine alkylesters and esters, and alkylamines and N-alkylpolyalkylenepolyamines.
    Type: Application
    Filed: November 18, 2002
    Publication date: September 4, 2003
    Inventors: Frank G Eydoux, Philippe Puf Flores, Dominique Vichard, Laurent Germaunaud
  • Publication number: 20030163954
    Abstract: A process for preparing amide alkoxylates. More specifically, the invention provides a butoxylation process for producing poly(oxyalkylene) amides and poly(oxyalkylene) esters via an exchange reaction of (trans-amidation/trans-esterification) and involving removal of the poly(oxyalkylene) esters in the product mixtures so that a better performance products can be obtained. The invention further relates to the use of these compounds as fuel additives to decrease intake valve deposits, positively affecting the engine's octane requirement, control the increase of combustion chamber deposits and improve fuel quality. The invention further discloses a composition used as engine fuel, characterized in that it contains said poly(oxyalkylene)amide as the fuel additive.
    Type: Application
    Filed: January 28, 2002
    Publication date: September 4, 2003
    Inventors: Jiang-Jen Lin, Yung-Sheng Ho, Wei-Shiun Ku, Wen-Jei Shiu, Che-Nan Lee
  • Patent number: 6562086
    Abstract: A fuel composition of improved lubricity comprises a lubricity-increasing amount of a lubricity aid dissolved in low sulfur diesel fuel and spark ignition fuels. The lubricity aid is an alkanolamide of a fatty acid, an alkanolamide of a modified fatty acid or a mixture thereof. If the lubricity aid is other than an alkanolamide of an aryl-substituted fatty acid, the composition further necessarily comprises a haze-inhibiting amount of a dehazer. The lubricity of such fuels may be enhanced without acceptably increasing the tendency of the fuel to become hazy upon contact with water.
    Type: Grant
    Filed: June 26, 1997
    Date of Patent: May 13, 2003
    Assignee: Baker Hughes Inc.
    Inventors: David R. Gentry, Mark P. Stehlin, Jerry J. Weers
  • Publication number: 20030056431
    Abstract: Deposits in a direct injection gasoline engine are reduced by providing as fuel for the operation of said direct injection engine a fuel composition comprising the fuel-soluble reaction products obtained by reacting (i) a monocarboxylic acid of the formula: 1
    Type: Application
    Filed: September 14, 2001
    Publication date: March 27, 2003
    Inventors: Scott D. Schwab, Dennis J. Malfer
  • Patent number: 6454818
    Abstract: The present invention is one kind of gasoline additives. The compounds consist of tertiary amine, amide and poly(oxybutylene) backbone in the same molecule. The process of making this type of products required an initiator containing primary amine and tertiary amine as the starting diamines. The primary amine will be converted into amide, while the tertiary amine remained intact. Then the amide is converted into butoxylates through butoxylation at CON—H position. The preparation therefore involved two steps: (1) amidation of diamines containing primary/tertiary amines with ethyl acetate to form amidoamines, and (2) butoxylation of this amidoamines to poly(oxybutylene)amidoamine. The product is gasoline soluble and can be used as additive having good performance of detergency and octane requirement reduction.
    Type: Grant
    Filed: August 28, 2000
    Date of Patent: September 24, 2002
    Assignee: Chinese Petroleum Corp.
    Inventors: Jiang-Jen Lin, Wei-Shiun Ku, Che-Nan Lee, Yung-Sheng Ho, Kun-Hai Lin, Kuo-Min Wei
  • Publication number: 20010034967
    Abstract: A composition comprising a hydrocarbon polymer having {overscore (M)}n ranging from 20,000 to about 500,000, when the polymer is not a star polymer, and up to about GPC peak molecular weight of 4,000,000 when the polymer is a star polymer having attached thereto pendant groups Aa and Bb wherein each A is independently a member of the group of formula —Q—Kk wherein each Q is independently an aliphatic or aromatic hydrocarbon group, each K is independently a member selected from the group consisting of amide groups, nitrile groups, ester groups and carboxylic acid groups, and each k is independently a number ranging from 1 to about 3, and when k≧2, groups —K on adjacent carbon atoms, taken together, may constitute a succinimide group, and a is 0 or a number ranging from 1 to about 50; and each B is independently a member of the group of formula: 1
    Type: Application
    Filed: April 30, 2001
    Publication date: November 1, 2001
    Applicant: The Lubrizol Corporation
    Inventors: Carmen V. Luciani, Richard M. Lange, Daniel M. Vargo
  • Patent number: 6299655
    Abstract: Diesel fuel oil compositions comprising high molecular weight, high total base number nitrogen containing dispersants provide exceptional diesel fuel injector cleanliness.
    Type: Grant
    Filed: June 30, 1993
    Date of Patent: October 9, 2001
    Assignee: The Lubrizol Corporation
    Inventors: Thomas F. Steckel, Daniel T. Daly
  • Patent number: 6293976
    Abstract: There are disclosed low sulphur content middle distillate fuel oils which have their lubricity properties greatly improved through the addition of a compound having at least one substituted aromatic ring system wherein the substituents are one or more aliphatic hydrocarbyl groups having 14 to 36 carbon atoms, one or more hydroxyl groups or a derivative thereof and one or more amide groups.
    Type: Grant
    Filed: July 15, 1999
    Date of Patent: September 25, 2001
    Assignee: Infineum USA L.P.
    Inventors: Rinaldo Caprotti, Christophe Le Deore
  • Patent number: 6270538
    Abstract: Oils having improved low temperature properties and additives for use therein.
    Type: Grant
    Filed: May 21, 1999
    Date of Patent: August 7, 2001
    Assignee: Exxon Chemical Patents INC
    Inventors: Christophe Ledeore, Graham Jackson, Robert Dryden Tack, Iain More
  • Patent number: 6270540
    Abstract: A new class of useful gasoline additives is prepared via two consecutive reactions including: (1) amidation of water-soluble hydrophilic, low molecular weight triamine with alkyl acetate at an elevated temperature under N2 pressure to prepare a symmetrical triamide; and (2) alkoxylation of the triamides with 1,2-epoxyalkane to prepare poly(oxyalkylene)triamide alkoxylate of three telechelic hydroxy groups, having the general formula: wherein x, y and z are from 1 to 20, R is poly(oxyalkylene) of a molecular weight from 72 to 1000, and R′ is an alkyl having a carbon number from 2 to 18.
    Type: Grant
    Filed: October 4, 1999
    Date of Patent: August 7, 2001
    Assignee: Chinese Petroleum Corporation
    Inventors: Jiang-Jen Lin, I-Fun Su, Kun-Hai Lin, Yung-Sheng Ho, Che-Nan Lee, Wen-Jei Shiu, Wei-Shiun Ku
  • Patent number: 6203584
    Abstract: A fuel composition comprising a major amount of hydrocarbons boiling in the gasoline range and a fuel consumption reducing amount of a fuel additive composition comprising: (a) at least one amine compound selected from the group consisting of: (1) a fuel-soluble aliphatic hydrocarbyl-substituted amine having at least one basic nitrogen atom where the hydrocarbyl group has a number average molecular weight of about 700 to 3,000, and (2) 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 range; and (b) an ester of a carboxylic acid and a polyhydric alcohol, wherein the carboxylic acid has from one to about four carboxylic acid groups and from about 8 to about 50 carbon atoms and the polyhydric alcohol has from about 2 to about 50 carbon atoms and from about 2 to about 6 hydroxy groups.
    Type: Grant
    Filed: March 31, 1998
    Date of Patent: March 20, 2001
    Assignee: Chevron Chemical Company LLC
    Inventors: Peter A. Fuentes-Afflick, Jeffrey A. Gething
  • Patent number: 6102975
    Abstract: Fuel conditioner and improver compositions for (1) diesel fuel for medium speed diesel engines and (2) gasoline, diesel fuel, liquified petroleum gas (LPG), and liquified natural gas (LNG).
    Type: Grant
    Filed: October 1, 1999
    Date of Patent: August 15, 2000
    Inventor: Wesley D. Marr
  • Patent number: 5976202
    Abstract: Reaction products of polyolefins having predominantly a terminal double bond and a number average molecular weight of from 250 to 10,000, which possess an aliphatic hydrocarbon skeleton which is straight-chain or carries C.sub.1 -C.sub.4 -alkyl side chains, with from 1 to 10 mol, per equivalent of double bond, of one or more vinyl esters I ##STR1## are obtainable by reacting the stated polyolefins with the vinyl esters I in the presence of a free radical initiator at from 80 to 200.degree. C., it being possible for these reaction products subsequently to have been hydrolyzed to the corresponding alcohols or converted into the corresponding amines by reductive amination with amines II ##STR2## .
    Type: Grant
    Filed: July 20, 1995
    Date of Patent: November 2, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans Peter Rath, Helmut Mach, Harald Schwahn, Hans-Joachim Muller, Wolfgang Reif, Thomas Ruhl
  • Patent number: 5855630
    Abstract: Multiple amide polyether alcohol compounds of the formula: ##STR1## wherein R.sub.1 and R.sub.2 are each independently selected from the group consisting of hydrocarbyl of 2 to 100 carbon atoms and substituted hydrocarbyl of 2 to 100 carbon atoms; R.sub.3 and R.sub.4 are each independently selected from the group consisting of hydrocarbyl of 1 to 100 carbon atoms, substituted hydrocarbyl of 1 to 100 carbon atoms and polyoxyalkylene alcohol of 2 to 200 carbon atoms; R.sub.5 is selected from the group consisting of alkylene of 2 to 20 carbon atoms and alkylene of 2 to 20 carbon atoms having at least one methylene group replaced by at least one oxygen atom or at least one acylated nitrogen atom; x and y are each from 1 to 50 and the weight average molecular weight of the additive compound is greater than about 600 when used as gasoline additives are found to decrease intake valve deposits.
    Type: Grant
    Filed: September 19, 1997
    Date of Patent: January 5, 1999
    Assignee: Shell Oil Company
    Inventors: Jiang-Jen Lin, Sarah Louise Weaver
  • Patent number: 5855629
    Abstract: This invention provides alkoxy acetic acid derivatives of general formula I: ##STR1## wherein R is the residue of an amine, an aminoalcohol or a polyol linked to the or each --CHR'--CO-- moiety via an amide or ester linkage;R' is hydrogen or a C.sub.1-4 alkyl group;R.sup.1 is an optionally substituted hydrocarbyl group of 1 to 300 carbon atoms;one of R.sup.2 and R.sup.3 is independently selected from hydrogen and optionally substituted hydrocarbyl of 1 to 10 carbon atoms, the other of R.sup.2 and R.sup.3 being independently selected from optionally substituted hydrocarbyl of 1 to 10 carbon atoms;m is from 3 to 200;n is from 0 to 20, provided that m/n is at least 1; andp is from 1 to 5; a process for their preparation; and their incorporation in additive concentrates and fuel compositions for internal combustion engines.
    Type: Grant
    Filed: April 25, 1997
    Date of Patent: January 5, 1999
    Assignee: Shell Oil Company
    Inventors: Michael John Grundy, David Roy Kendall, Thomas Webster Naisby, Andrew Czeslaw Sutkowski
  • Patent number: 5837016
    Abstract: A fuel additive which comprises an amide compound of the formula ##STR1## wherein R.sup.1 is hydrogen or a C.sub.1 -C.sub.30 hydrocarbon group, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 each are selected from the group consisting of hydrogen, a C.sub.1 -C.sub.10 hydrocarbon group and a group of formula (II), provided that at least one of R.sup.2, R.sup.3, R.sup.4 and R.sup.5 group of formula (II) R.sup.6 is a C.sub.2 -C.sub.6 alkylene group, R.sup.7 is a C.sub.1 -C.sub.6 alkylene group, a is an integer of 1-100, b is an integer of 0-100, the sum of a and b being equal to 1-200, c is an integer of 1-3, d is an integer of 0-2, the sum of c and d being equal to 3, and X is selected from the group consisting of hydrogen, a C.sub.1 -C.sub.30 hydrocarbon group, a group of formula (III), and a group of formula (IV), wherein formulas (II), (III) and (IV) are defined in the disclosure.
    Type: Grant
    Filed: April 10, 1997
    Date of Patent: November 17, 1998
    Assignee: Nippon Oil Co., Ltd.
    Inventors: Noboru Ishida, Takashi Nakano, Masaki Nagao, Takashi Kaneko
  • Patent number: 5833721
    Abstract: An antifoam additive for hydrocarbon oils and in particular fuel oils comprises the combination of an antifoam agent and an ashless dispersant.
    Type: Grant
    Filed: February 14, 1997
    Date of Patent: November 10, 1998
    Assignee: Exxon Chemical Patents Inc
    Inventors: Richard Joseph Hart, Rinaldo Caprotti
  • Patent number: 5814110
    Abstract: 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: Grant
    Filed: November 23, 1994
    Date of Patent: September 29, 1998
    Assignee: 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