Compound Of Indeterminate Structure Prepared By Reacting A Phenol, An Aldehyde, And Ammonia Or Substituted Ammonia Patents (Class 44/415)
  • Patent number: 11739276
    Abstract: A diesel fuel composition comprising as an additive an ester compound which is the reaction product of an optionally substituted polycarboxylic acid or an anhydride thereof and a polyhydric alcohol of formula H—(OR)n—OH, wherein R is an optionally substituted alkylene group and n is at least 1.
    Type: Grant
    Filed: March 28, 2018
    Date of Patent: August 29, 2023
    Assignee: Innospec Limited
    Inventors: Matthew Petts, Katherine Le Manquais, Alan Norman Ross
  • Patent number: 11396632
    Abstract: Disclosed herein are antifouling compositions including a combination of one or more dispersant polymers and one or more inhibitors, the one or more dispersant polymers including the polymerized residues of one or more ?-olefins and maleic anhydride, further wherein the maleic anhydride residues are reacted with a primary amine; and the one or more inhibitors including a functionalized p-phenylene diamine. Concentrates of the antifouling compositions in solvents are stable and pourable at temperatures of 0° C. to ?40° C. The antifouling compositions are added to a petroleum product to form a treated petroleum product, wherein fouling by the treated petroleum product is reduced and a stable dispersion is formed over a wide range of processing conditions.
    Type: Grant
    Filed: April 30, 2021
    Date of Patent: July 26, 2022
    Assignee: Ecolab USA Inc.
    Inventors: Abuzar Syed, Kailash Sawhney
  • Patent number: 10294350
    Abstract: The use of tetrahydrobenzoxazines I where R1 is a hydrocarbyl radical and R2, R3, R4 and R5 are each independently hydrogen atoms, hydroxyl groups or hydrocarbyl radicals, and where R2 to R5 may also form a second and a third tetrahydrooxazine ring, with the proviso that at least one of the substituents has from 4 to 3000 carbon atoms and the remaining substituents, when they are hydrocarbyl radicals, each have from 1 to 20 carbon atoms, as stabilizers for stabilizing inanimate organic material, especially turbine fuels, against the action of light, oxygen and heat.
    Type: Grant
    Filed: March 19, 2018
    Date of Patent: May 21, 2019
    Assignee: BASF SE
    Inventors: Arno Lange, Helmut Mach, Hans Peter Rath, Dietmar Posselt
  • Patent number: 9951204
    Abstract: The use of tetrahydrobenzoxazines I where R1 is a hydrocarbyl radical and R2, R3, R4 and R5 are each independently hydrogen atoms, hydroxyl groups or hydrocarbyl radicals, and where R2 to R5 may also form a second and a third tetrahydrooxazine ring, with the proviso that at least one of the substituents has from 4 to 3000 carbon atoms and the remaining substituents, when they are hydrocarbyl radicals, each have from 1 to 20 carbon atoms, as stabilizers for stabilizing inanimate organic material, especially turbine fuels, against the action of light, oxygen and heat.
    Type: Grant
    Filed: October 27, 2015
    Date of Patent: April 24, 2018
    Assignee: BASF SE
    Inventors: Arno Lange, Helmut Mach, Hans Peter Rath, Dietmar Posselt
  • Patent number: 9796627
    Abstract: Compositions for a curable substance for fixing purposes, comprising an epoxy component (a), which contains curable epoxides, and a hardener component (b), which comprises a Mannich base formulation, obtainable by reaction of specific amines, and/or mixtures of styrenated phenols with low molecular weight amines, to novel Mannich base formulations or mixtures of styrenated phenols with low molecular weight amines, and to the use of such Mannich base formulations and/or of such mixtures of styrenated phenols with low molecular weight amines, and in each case especially further additional ingredients, especially in hardener components for epoxy resins.
    Type: Grant
    Filed: August 19, 2016
    Date of Patent: October 24, 2017
    Assignee: fischerwerke GmbH & Co. KG
    Inventors: Jurgen Grun, Martin Vogel, Christian Schlenk, Christian Weinelt
  • Patent number: 9657244
    Abstract: A method for producing a gasoline blend having a high concentration of a butanol isomer and having good cold start and warm-up driveability performance.
    Type: Grant
    Filed: April 23, 2014
    Date of Patent: May 23, 2017
    Assignee: Butamax Advanced Biofuels LLC
    Inventor: James J Baustian
  • Patent number: 9365787
    Abstract: A diesel fuel composition comprising a quaternary ammonium salt additive which additive is formed by the reaction of (1) a quaternising agent and (2) a compound formed by the reaction of a hydrocarbyl-substituted acylating agent and at least 1.4 molar equivalents of an amine of formula (B1) or (B2), 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 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.
    Type: Grant
    Filed: August 2, 2012
    Date of Patent: June 14, 2016
    Assignee: Innospec Limited
    Inventors: Jacqueline Reid, Stephen Leonard Cook
  • Patent number: 9315753
    Abstract: A diesel fuel composition comprising, as an additive, the product of a Mannich reaction between: (a) an aldehyde; (b) an amine; and (c) a substituted phenol; wherein the phenol is substituted with at least one branched hydrocarbyl group having a molecular weight of between 200 and 3000; and wherein in the Mannich reaction used to form the additive the molar ratio of component (a) to component (b) is 2.2-1.01:1; the molar ratio of component (a) to component (c) is 1.99-1.01:1 and the molar ratio of component (b) to component (c) is 1:1.01-1.99.
    Type: Grant
    Filed: August 2, 2012
    Date of Patent: April 19, 2016
    Assignee: Innospec Limited
    Inventor: Jacqueline Reid
  • Patent number: 9062267
    Abstract: The use of tetrahydrobenzoxazines I where R1 is a hydrocarbyl radical and R2, R3, R4 and R5 are each independently hydrogen atoms, hydroxyl groups or hydrocarbyl radicals, and where R2 to R5 may also form a second and a third tetrahydrooxazine ring, with the proviso that at least one of the substituents has from 4 to 3000 carbon atoms and the remaining substituents, when they are hydrocarbyl radicals, each have from 1 to 20 carbon atoms, as stabilizers for stabilizing inanimate organic material, especially turbine fuels, against the action of light, oxygen and heat.
    Type: Grant
    Filed: February 12, 2014
    Date of Patent: June 23, 2015
    Assignee: BASF SE
    Inventors: Arno Lange, Helmut Mach, Hans Peter Rath, Dietmar Posselt
  • Publication number: 20150034036
    Abstract: A gasoline composition comprising, as an additive, one or more quaternary ammonium salt(s) (i) formed by the reaction of a compound of formula (A): and a compound formed by the reaction of a hydrocarbyl-substituted acylating agent and an amine of formula (B1) or (B2): wherein R is an optionally substituted alkyl, alkenyl, aryl or alkylaryl group; R1 is an alkyl, aryl or alkylaryl group having up to 36 carbon atoms; R2 and R3 are the same or different alkyl groups having from 1 to 36 carbon atoms; X is an alkylene group having from 1 to 20 carbon atoms; n is from 0 to 20; m is from 1 to 5; and R4 is hydrogen or a C1 to C36 alkyl group.
    Type: Application
    Filed: October 20, 2014
    Publication date: February 5, 2015
    Applicant: INNOSPEC LIMITED
    Inventors: Vincent Burgess, Jacqueline Reid, Simon Mulqueen
  • Publication number: 20140190072
    Abstract: A diesel fuel composition comprising a performance enhancing additive, wherein the performance enhancing additive is the product of a Mannich reaction between: (a) an aldehyde; (b) a polyamine; and (c) an optionally substituted phenol; wherein the molar ratio of component (c) to component (b) in the reaction mixture used to prepare the performance enhancing additive is at least 1.5:1.
    Type: Application
    Filed: March 13, 2014
    Publication date: July 10, 2014
    Inventor: Jacqueline Reid
  • Publication number: 20140174391
    Abstract: A diesel fuel composition comprising, as an additive, the product of a Mannich reaction between: (a) an aldehyde; (b) an amine; and (c) a substituted phenol; wherein the phenol is substituted with at least one branched hydrocarbyl group having a molecular weight of between 200 and 3000; and wherein in the Mannich reaction used to form the additive the molar ratio of component (a) to component (b) is 2.2-1.01:1; the molar ratio of component (a) to component (c) is 1.99-1.01:1 and the molar ratio of component (b) to component (c) is 1:1.01-1.99.
    Type: Application
    Filed: August 2, 2012
    Publication date: June 26, 2014
    Inventor: Jacqueline Reid
  • Patent number: 8729297
    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: Grant
    Filed: April 12, 2013
    Date of Patent: May 20, 2014
    Assignee: Chevron Oronite Company LLC
    Inventors: James Joseph Harrison, Kenneth Dale Nelson
  • Publication number: 20140123547
    Abstract: Use of a tertiary hydrocarbyl amine with C1- to C20-hydrocarbyl residues, the overall number of carbon atoms not exceeding 30, as an additive in gasoline for reducing injector nozzle fouling and modifying friction in direct injection spark ignition engines. A fuel additive composition essentially comprising nitrogen-containing dispersants, carrier oils, the above tertiary hydrocarbyl amines and optionally further friction modifiers. A fuel composition comprising a major amount of gasoline and a minor amount of the above fuel additive composition.
    Type: Application
    Filed: November 5, 2013
    Publication date: May 8, 2014
    Applicant: BASF SE
    Inventor: Marc WALTER
  • Patent number: 8715375
    Abstract: A diesel fuel composition comprising a performance enhancing additive, wherein the performance enhancing additive is the product of a Mannich reaction between: (a) an aldehyde; (b) a polyamine; and (c) an optionally substituted phenol; wherein the molar ratio of component (c) to component (b) in the reaction mixture used to prepare the performance enhancing additive is at least 1.5:1.
    Type: Grant
    Filed: September 25, 2008
    Date of Patent: May 6, 2014
    Assignee: Innospec Limited
    Inventor: Jacqueline Reid
  • Patent number: 8715373
    Abstract: A fuel additive concentrate comprising at least one aryl amine; and at least one metal-containing compound is disclosed. In an aspect, the fuel additive concentrate can be synergistic. Fuel composition comprising the fuel additive concentration and methods of combusting the fuel composition are also disclosed. Moreover, methods of enhancing research octane number, increasing fuel economy, and reducing the carbon footprint of a vehicle are also disclosed.
    Type: Grant
    Filed: July 10, 2007
    Date of Patent: May 6, 2014
    Assignee: Afton Chemical Corporation
    Inventors: Allen A. Aradi, May Duffield Thomas
  • Publication number: 20140034004
    Abstract: The present invention refers to a process to improve the thermostability of lubricant oils contained in an internal combustion engine, which process comprises operating the said engine with a fuel containing one or more ashless thermostability boosters selected from aromatic amines, substituted phenols and polycyclic phenolic compounds or mixtures thereof. The present invention further refers to a fuel additive composition and to a fuel composition comprising specific nitrogen-containing dispersants, carrier oils, the said ashless thermostability boosters, and optionally corrosion inhibitors and friction modifiers.
    Type: Application
    Filed: July 30, 2013
    Publication date: February 6, 2014
    Applicant: BASF SE
    Inventors: Marc WALTER, Wolfgang Grabarse, Thomas Hayden
  • Publication number: 20130312320
    Abstract: Use of a tertiary hydrocarbyl amine with C1- to C20-hydrocarbyl residues, the overall number of carbon atoms not exceeding 30, as an additive in gasoline for reducing injector nozzle fouling in direct injection spark ignition engines. A fuel additive composition essentially comprising nitrogen-containing dispersants, carrier oils, the above tertiary hydrocarbyl amines and optionally friction modifiers. A fuel composition comprising a major amount of gasoline and a minor amount of the above fuel additive composition.
    Type: Application
    Filed: May 21, 2013
    Publication date: November 28, 2013
    Applicant: BASF SE
    Inventor: Marc WALTER
  • Patent number: 8557003
    Abstract: New, highly effective substantially pure Mannich detergents for use in hydrocarbon fuels reduce engine deposits in spark and compression ignition internal combustion engines. The Mannich condensation reaction products are obtainable by reacting: (i) a polyamine having primary amino groups, (ii) a hydrocarbyl-substituted hydroxyaromatic compound, and (iii) an aldehyde, wherein the reaction is conducted at in a molar ratio of (i):(ii):(iii) of approximately 1:2:3 or 1:1:2. The Mannich detergent compounds may be dispersed in a liquid carrier to provide a fuel additive concentrate for hydrocarbon engine fuels which effectively control engine deposit formation in intake valves, port fuel injectors and combustion chambers.
    Type: Grant
    Filed: September 8, 2008
    Date of Patent: October 15, 2013
    Assignee: Afton Chemical Corporation
    Inventors: Dennis J. Malfer, May D. Thomas
  • Patent number: 8496716
    Abstract: Polyisobutenylphenol-containing Mannich adducts are prepared by a) alkylation of a phenol with highly reactive polyisobutene at below about 50° C. in the presence of an alkylation catalyst; b) reaction of the reaction product from a) with formaldehyde, an oligomer or a polymer of formaldehyde and at least one amine which has at least one secondary amino function and no primary amino function, or c) reaction of the reaction product from a) with at least one adduct of at least one amine which has at least one secondary or primary amino function and formaldehyde, an oligomer of formaldehyde, a polymer of formaldehyde or a formaldehyde equivalent, and are used as detergent additives in fuel and lubricant compositions, and additive concentrates, fuel compositions and lubricant compositions contain these Mannich adducts.
    Type: Grant
    Filed: June 24, 2011
    Date of Patent: July 30, 2013
    Assignee: BASF SE
    Inventors: Arno Lange, Hans Peter Rath, Dietmar Posselt, Irene Troetsch-Schaller, Marc Walter
  • Publication number: 20130186360
    Abstract: A diesel fuel composition comprising a performance enhancing additive, wherein the performance enhancing additive is the product of a Mannich reaction between: (a) an aldehyde; (b) a polyamine; and (c) an optionally substituted phenol; wherein the polyamine component (b) includes the moiety R1R2NCHR3CHR4NR5R6 wherein each of R1, R2 R3, R4, R5 and R6 is independently selected from hydrogen, and an optionally substituted alkyl, alkenyl, alkynyl, aryl, alkylaryl or arylalkyl substituent.
    Type: Application
    Filed: March 8, 2013
    Publication date: July 25, 2013
    Applicant: INNOSPEC LIMITED
    Inventor: Jacqueline Reid
  • Patent number: 8475541
    Abstract: A diesel fuel additive composition, a fuel containing the fuel additive, a method for improving diesel engine performance using the additive and a method for making the additive for diesel engines having a high pressure fuel injection system. The fuel additive has a number average molecular weight (Mn) of from about 500 to about 10,000 and is selected from a hydrocarbyl-substituted succinic acid or anhydride or derivative thereof and a hydrocarbyl-substituted Mannich base. The additive has a molecular weight distribution such that less than about 25 wt. % of the additive has a molecular weight of 400 or less as measured by gel permeation chromatography (GPC) based on a polystyrene calibration curve.
    Type: Grant
    Filed: June 14, 2010
    Date of Patent: July 2, 2013
    Assignee: Afton Chemical Corporation
    Inventors: Xinggao Fang, Julie Galante-Fox
  • Patent number: 8449630
    Abstract: The present invention relates to the use of amines and/or Mannich adducts as detergents and/or dispersants in fuel and lubricant compositions for direct-injection gasoline engines. The invention further relates to fuel and lubricant compositions which comprise at least one such Mannich adduct, and also a bisaminoalkylated Mannich adduct.
    Type: Grant
    Filed: December 1, 2003
    Date of Patent: May 28, 2013
    Assignee: BASF SE
    Inventors: Arno Lange, Hans Peter Rath, Marc Walter, Marco Bergemann, Helmut Schmidt
  • Publication number: 20130104826
    Abstract: A gasoline composition comprising, as an additive, one or more quaternary ammonium salt(s) (i) formed by the reaction of a compound of formula (A): and a compound formed by the reaction of a hydrocarbyl-substituted acylating agent and an amine of formula (B1) or (B2): wherein R is an optionally substituted alkyl, alkenyl, aryl or alkylaryl group; R1 is an alkyl, aryl or alkylaryl group having up to 36 carbon atoms; R2 and R3 are the same or different alkyl groups having from 1 to 36 carbon atoms; X is an alkylene group having from 1 to 20 carbon atoms; n is from 0 to 20; m is from 1 to 5; and R4 is hydrogen or a C1 to C36 alkyl group.
    Type: Application
    Filed: May 10, 2011
    Publication date: May 2, 2013
    Applicant: INNOSPEC LIMITED
    Inventors: Vince Burgess, Jacqueline Reid, Simon Mulqueen
  • Patent number: 8425629
    Abstract: An additive composition comprises a Mannich reaction product of a) a polyisobutylene (PIB) alkylated hydroxyaromatic compound, b) an aldehyde, and c) an amine containing at least one reactive amino group where the PIB is derived from a conventional PIB and a high vinylidene PIB. A fuel additive concentrate composition, a fuel composition, and a method to reduce deposit formation in a fuel system of an internal combustion engine employ the additive composition that comprises the Mannich reaction product which is unexpectedly effective in reducing deposits. A PIB alkylated hydroxyaromatic compound, that is prepared from a mixture of high vinylidene and conventional PIBs, is both a functional additive and an intermediate to a functional additive and the process to prepare it involves running the alkylation reaction at 5 to 40° C.
    Type: Grant
    Filed: November 3, 2004
    Date of Patent: April 23, 2013
    Assignee: The Lubrizol Corporation
    Inventors: Mitchell M. Jackson, Jeffry G. Dietz, Mark Davies
  • Patent number: 8231695
    Abstract: The use of fuel compositions comprising selected hydrocarbon oils as carriers for detergents has been found to reduce deposit formation as well as prolong the functionality of fuel injectors. The selection and utilization of particularly characterized hydrocarbon oils as detergent carriers reduces intake valve deposits and combustion chamber deposits, in comparison to conventionally used carrier fluids.
    Type: Grant
    Filed: August 9, 2006
    Date of Patent: July 31, 2012
    Assignee: Afton Chemical Corporation
    Inventors: Lawrence J. Cunningham, Beth A. Sloane, Dennis J. Malfer, May Duffield Thomas
  • Patent number: 8070837
    Abstract: The use of alkoxylates and nitrogen containing detergents in a fuel additive composition to prevent intake valve sticking and reduce intake valve deposits.
    Type: Grant
    Filed: May 10, 2006
    Date of Patent: December 6, 2011
    Assignee: The Lubrizol Corporation
    Inventors: Jonathan S. Vilardo, Mark Davies, Malcolm MacDuff, Mitchell M. Jackson
  • Patent number: 8016898
    Abstract: Polyisobutenylphenol-containing Mannich adducts are prepared by a) alkylation of a phenol with highly reactive polyisobutene having a number average molecular weight of less than 1000 and a polydispersity of less than 3.0, at below about 50° C. in the presence of an alkylation catalyst; b) reaction of the reaction product from a) with b1) an aldehyde chosen from formaldehyde, an oligomer and a polymer of formaldehyde and b2) at least one amine which has at least one primary or one secondary amino function and are used as detergent additives in fuel and lubricant compositions, and additive concentrates, fuel compositions and lubricant compositions contain these Mannich adducts.
    Type: Grant
    Filed: October 5, 2000
    Date of Patent: September 13, 2011
    Assignee: BASF Aktiengesellschaft
    Inventors: Arno Lange, Hans Peter Rath, Dietmar Posselt, Irene Trötsch-Schaller, Marc Walter
  • Patent number: 7988749
    Abstract: Polyisobutenylphenol-containing Mannich adducts are prepared by a) alkylation of a phenol with highly reactive polyisobutene at below about 50° C. in the presence of an alkylation catalyst; b) reaction of the reaction product from a) with formaldehyde, an oligomer or a polymer of formaldehyde and at least one amine which has at least one secondary amino function and no primary amino function, or c) reaction of the reaction product from a) with at least one adduct of at least one amine which has at least one secondary or primary amino function and formaldehyde, an oligomer of formaldehyde, a polymer of formaldehyde or a formaldehyde equivalent, and are used as detergent additives in fuel and lubricant compositions, and additive concentrates, fuel compositions and lubricant compositions contain these Mannich adducts.
    Type: Grant
    Filed: April 28, 2008
    Date of Patent: August 2, 2011
    Assignee: BASF SE
    Inventors: Arno Lange, Hans Peter Rath, Dietmar Posselt, Irene Troetsch-Schaller, Marc Walter
  • Patent number: 7906470
    Abstract: A quaternary ammonium salt detergent made from the reaction product of the reaction of: (a) Mannich reaction product having a tertiary amino group, said Mannich reaction product being prepared from the reaction of a hydrocarbyl-substituted phenol, an aldehyde, and amine; and (b) a quaternizing agent suitable for converting the tertiary amino group to a quaternary nitrogen and the use of such quaternary ammonium salt detergents in a fuel composition to reduce intake valve deposits.
    Type: Grant
    Filed: September 1, 2006
    Date of Patent: March 15, 2011
    Assignee: The Lubrizol Corporation
    Inventors: Paul R. Stevenson, Dean Thetford, Jonathan S. Vilardo
  • Patent number: 7901470
    Abstract: The use of an effective concentration of a hydrocarbyl amine wherein the hydrocarbyl moiety has a number average molecular weight in the range 140 to 255 as an additive in an unleaded gasoline composition is provided containing a major proportion of a gasoline suitable for use in a spark ignition engine, for reducing injector nozzle fouling in a direct injection spark ignition engine. A method of operating a direct injection spark ignition engine is also provided.
    Type: Grant
    Filed: March 14, 2003
    Date of Patent: March 8, 2011
    Assignee: Shell Oil Company
    Inventors: Olaf Graupner, Matthias Mundt, Andrea Schütze, Jurgen Jacobus Johannes Louis, David Roy Kendall, Nigel Peter Tait
  • Patent number: 7766982
    Abstract: A fuel composition and methods for using it for controlling deposit formation in a spark-ignition internal combustion engine, such as a direct injection engine, comprising a spark-ignition fuel, a detergent, and a deposit inhibitor compound.
    Type: Grant
    Filed: April 3, 2006
    Date of Patent: August 3, 2010
    Assignee: Afton Chemical Corporation
    Inventors: William J. Colucci, John T. Loper, Allen A. Aradi
  • Patent number: 7704289
    Abstract: The present invention is directed to a method to clean up or keep clean the fuel system of a direct injection spark-ignited engine by operating the engine with a fuel composition that includes a liquid fuel and a fuel additive composition. The fuel additive composition useful in the present invention has at least one nitrogen-containing dispersant and optionally a fluidizer where the dispersant has a specific lipophilic parameter and the dispersant or the dispersant and the fluidizer have a specific hydrophilic-lipophilic parameter, the dispersant provides about 0.15 to about 50 ppm by weight nitrogen in the fuel composition, and the fluidizer and/or the dispersant provide about 10 to about 10,000 ppm by weight active components in the fuel composition. The method of the present invention is effective in controlling deposits in fuel injectors and combustion chambers of a direct injection spark-ignited engine.
    Type: Grant
    Filed: September 13, 2005
    Date of Patent: April 27, 2010
    Assignee: The Lubrizol Corporation
    Inventors: David C. Arters, Mitchell M. Jackson, Daniel T. Daly, Malcolm G. J. Macduff
  • Patent number: 7597726
    Abstract: New, highly effective Mannich detergents for use in hydrocarbon fuels are described which reduce engine deposits in spark and compression ignition internal combustion engines. They are Mannich condensation reaction products obtained from reacting: (i) a polyamine having a sterically-hindered primary amino group, (ii) a hydrocarbyl-substituted hydroxyaromatic compound, and (iii) an aldehyde. These Mannich detergent compounds may be dispersed in a liquid carrier to provide a fuel additive concentrate for hydrocarbon engine fuels which effectively control engine deposit formation in intake valves and also other engine regions such as port fuel injectors and combustion chambers.
    Type: Grant
    Filed: January 20, 2006
    Date of Patent: October 6, 2009
    Assignee: Afton Chemical Corporation
    Inventors: Peter W. Hou, Dennis J. Malfer, May Duffield Thomas, William J. Colucci
  • Patent number: 7553343
    Abstract: Deposits and soot formation 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 cyclopentadienyl manganese tricarbonyl compound.
    Type: Grant
    Filed: December 12, 2000
    Date of Patent: June 30, 2009
    Assignee: Afton Chemical Intangibles, LLC
    Inventors: Allen A. Aradi, Joseph W. Roos, Herbert M. Scull, Michael W. Meffert
  • Publication number: 20090094887
    Abstract: Methods and compositions for improving stability of biodiesel fuel. The methods comprise adding to said biodiesel fuel, an effective amount of a combined treatment that includes a (I) hindered phenol and (II) a Mannich reaction product. The compositions comprise I and II dissolved or dispersed in an organic solvent.
    Type: Application
    Filed: October 16, 2007
    Publication date: April 16, 2009
    Applicant: General Electric Company
    Inventors: Nancy R. Calvert, Glenn V. Kenreck, JR., David A. Swart
  • Patent number: 7491248
    Abstract: A fuel composition and methods for using it for controlling deposit formation in a spark-ignition internal combustion engine, such as a direct injection engine, comprising a spark-ignition fuel, a detergent, and a deposit inhibitor compound.
    Type: Grant
    Filed: September 25, 2003
    Date of Patent: February 17, 2009
    Assignee: Afton Chemical Corporation
    Inventors: William J. Colucci, John T. Loper, Allen A. Aradi
  • Publication number: 20090025283
    Abstract: A fuel additive composition comprises (a) a Mannich reaction product and (b) a polyetheramine where the weight ratio on an actives basis of component (a) to component (b) is 1:4-10. A fuel composition and a method for removing intake valve deposits and combustion chamber deposits in a spark-ignited internal combustion engine comprise the fuel additive composition which is very effective in removing the deposits.
    Type: Application
    Filed: October 19, 2005
    Publication date: January 29, 2009
    Applicant: The Lubrizol Corporation
    Inventors: Debra L. Garrett, Mitchell M. Jackson
  • Patent number: 7470292
    Abstract: An antioxidant composition effective for stabilizing gasoline and gasoline components contains from approximately 50-95% by weight of at least one Mannich base and from approximately 5-50% by weight of at least one amine. The Mannich base is derived from p-substituted phenols or from cashew nut shell liquid.
    Type: Grant
    Filed: August 20, 2004
    Date of Patent: December 30, 2008
    Assignee: Indian Oil Corporation Limited
    Inventors: Anurag Ateet Gupta, Suresh Kumar Puri, Subhash Chand, Vinod Kumar Sharma, Rajagopal Manoharan, Rameshwar Prashad, Niranjan Raghunath Raje, Akhilesh Kumar Bhatnagar
  • Patent number: 7422161
    Abstract: Treated port fuel injectors are disclosed. The treated port fuel injectors have a surface coated with a film which resists or limits deposit formation on the injector surface. The film may be formed by contacting the port fuel injector with: (i) a succinimide compound comprising the reaction product of polyisobutylene-substituted succinic anhydride and a polyamine; (ii) a Mannich base detergent; and (iii) a spark ignition fuel. The treated port fuel injectors may also include a film formed by contacting the port fuel injector with: (i) a Mannich condensation reaction product of a polyamine having a sterically-hindered primary amino group, a hydrocarbyl-substituted hydroxyaromatic compound, and an aldehyde; and (ii) a spark ignition fuel. Methods of forming films on port fuel injector surfaces are also disclosed.
    Type: Grant
    Filed: March 30, 2006
    Date of Patent: September 9, 2008
    Assignee: Afton Chemical Corporation
    Inventors: Peter W. Hou, Dennis J. Malfer, Thomas William Nichols
  • Publication number: 20080141583
    Abstract: New, highly effective substantially pure Mannich detergents for use in hydrocarbon fuels reduce engine deposits in spark and compression ignition internal combustion engines. The Mannich condensation reaction products are obtainable by reacting: (i) a polyamine having primary amino groups, (ii) a hydrocarbyl-substituted hydroxyaromatic compound, and (iii) an aldehyde, wherein the reaction is conducted at in a molar ratio of (i):(ii):(iii) of approximately 1:2:3. The Mannich detergent compounds may be dispersed in a liquid carrier to provide a fuel additive concentrate for hydrocarbon engine fuels which effectively control engine deposit formation in intake valves, port fuel injectors and combustion chambers.
    Type: Application
    Filed: December 15, 2006
    Publication date: June 19, 2008
    Applicant: Afton Chemical Corporation
    Inventors: Dennis J. Malfer, May D. Thomas
  • Patent number: 7384434
    Abstract: An improved process for preparing a Mannich product employs an intermediate or pre-formed triazine. The product is useful as a detergent in fuel compositions. The fuel compositions containing the Mannich product are useful for controlling intake valve deposits in engines.
    Type: Grant
    Filed: June 3, 2004
    Date of Patent: June 10, 2008
    Assignee: Afton Chemical Corporation
    Inventors: Dennis J. Malfer, May D. Thomas, William J. Colucci
  • Publication number: 20080086934
    Abstract: The present disclosure relates to the use of fuel additives in duel delivery systems contacting or combusting fuels containing ethanol, such as E85. The additives improve the properties of the resulting fuel, minimize the impact of the fuel on the components of the fuel delivery system, improve the protection of the engine and the fuel delivery system, and also enhance the benefits to the consumer and to the environment of utilizing varying amounts of ethanol as a fuel in combustion engines.
    Type: Application
    Filed: October 16, 2006
    Publication date: April 17, 2008
    Inventors: Lawrence J. Cunningham, Richard J. DuMont, William J. Colucci, Alexander M. Kulinowski, Joseph W. Roos, Ronald K. Fricke
  • Publication number: 20080066375
    Abstract: Provided herein is a diesel fuel additive composition comprising cerium oxide nanoparticles, optionally a manganese compound, a detergent, and a demulsifier. In one embodiment, the demulsifier has relatively low phosphorus concentration to thereby improve the solubility of the components and the thermal stability and clarity of the resulting diesel fuel. Also provided are methods for improving fuel economy, reducing smoke production, inhibiting deposition of sludge, and improved storage stability.
    Type: Application
    Filed: September 19, 2006
    Publication date: March 20, 2008
    Inventors: Joseph W. Roos, Duncan Richardson, David John Claydon
  • Publication number: 20080052985
    Abstract: A quaternary ammonium salt detergent made from the reaction product of the reaction of: (a) Mannich reaction product having a tertiary amino group, said Mannich reaction product being prepared from the reaction of a hydrocarbyl-substituted phenol, an aldehyde, and amine; and (b) a quaternizing agent suitable for converting the tertiary amino group to a quaternary nitrogen and the use of such quaternary ammonium salt detergents in a fuel composition to reduce intake valve deposits.
    Type: Application
    Filed: September 1, 2006
    Publication date: March 6, 2008
    Applicant: THE LUBRIZOL CORPORATION
    Inventors: Paul R. Stevenson, Dean Thetford, Jonathan S. Vilardo
  • Publication number: 20080040968
    Abstract: The present application is directed to detergent base products and processes for forming the detergent base products. One embodiment of the process comprises forming a bis-Mannich intermediate compound by reacting (i) at least one hydroxyl substituted aromatic ring compound having on the ring an aliphatic hydrocarbyl substituent derived from a polyolefin having a number average molecular weight of about 500 to about 3000; (ii) at least one primary amine; and (iii) at least one aldehyde. The resulting bis-Mannich intermediate compound is then reacted with at least one second amine compound chosen from primary and secondary amines to form the detergent base product.
    Type: Application
    Filed: August 17, 2006
    Publication date: February 21, 2008
    Inventors: Dennis J. Malfer, Abbas Kadkhodayan, May Thomas
  • Publication number: 20080034647
    Abstract: The use of fuel compositions comprising selected hydrocarbon oils as carriers for detergents has been found to reduce deposit formation as well as prolong the functionality of fuel injectors. The selection and utilization of particularly characterized hydrocarbon oils as detergent carriers reduces intake valve deposits and combustion chamber deposits, in comparison to conventionally used carrier fluids.
    Type: Application
    Filed: August 9, 2006
    Publication date: February 14, 2008
    Inventors: Lawrence J. Cunningham, Beth A. Sloane, Dennis J. Malfer, May Duffield Thomas
  • Patent number: 7208022
    Abstract: A fuel composition for use in an internal combustion engine containing (a) a diesel fuel, (b) ethanol, (c) a surfactant, and optionally (d) a combustion improver, which provides lubricity to the engine and reduces exhaust emissions.
    Type: Grant
    Filed: March 13, 2003
    Date of Patent: April 24, 2007
    Assignee: The Lubrizol Corporation
    Inventors: Keith C. Corkwell, Daniel T. Daly, Mitchell M. Jackson
  • Patent number: 7195654
    Abstract: A gasoline additive concentrate composition comprises a solvent, an alkoxylated fatty amine, and a partial ester having at least one free hydroxyl group and formed by reacting at least one fatty carboxylic acid and at least one polyhydric alcohol. A fuel composition comprises gasoline and the gasoline additive concentrate composition. A method of operating a gasoline internal combustion engine comprises fueling the engine with the fuel composition and is effective in reducing fuel consumption.
    Type: Grant
    Filed: March 29, 2001
    Date of Patent: March 27, 2007
    Assignee: The Lubrizol Corporation
    Inventors: Mitchell M. Jackson, Keith C. Corkwell
  • 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