Plural Nitrogens Bonded Directly To A Single Acyclic Hydrocarbon Chain (e.g., Amides Of Ethylene Diamine, Etc.) Patents (Class 508/554)
  • Publication number: 20140179577
    Abstract: A lubricating composition comprising a major amount of base oil and a minor amount of an additive package, wherein the additive package comprises (A) a friction modifier component selected from: (a) one or more a reaction products of an alcohol with a compound of the formula IV: and (b) one or more compounds of the Formulae II-III: wherein R is a linear or branched, saturated, unsaturated, or partially saturated hydrocarbyl having about 8 to about 22 carbon atoms; R2 and R3 are independently selected from hydrogen, C1-C18 hydrocarbyl groups, and C1-C18 hydrocarbyl groups containing one or more heteroatoms; and X is an alkali metal, alkaline earth metal or ammonium cation and n is the valence of cation X; and (B) at least one detergent.
    Type: Application
    Filed: December 21, 2012
    Publication date: June 26, 2014
    Applicant: Alton Chemical Corporation
    Inventors: John T. Loper, Jeremy P. Styer
  • Patent number: 8747650
    Abstract: Provided are formulations, methods of making, and methods of using one or more Fischer-Tropsch Base Oils of the present invention in a low sulfur, low sulfated ash, and low phosphorus engine lubricant to enhance thermal stability of the lubricant as well as the high-temperature performance of an engine housing the lubricant.
    Type: Grant
    Filed: December 21, 2006
    Date of Patent: June 10, 2014
    Assignee: Chevron Oronite Technology B.V.
    Inventors: Jeroen Van Leeuwen, Peter Kleijwegt
  • Patent number: 8691740
    Abstract: A composition is provided suitable for use as a friction modifier for an automatic transmission, comprising an N-substituted oxalic acid bisamide or amide-ester containing at least two hydrocarbyl groups of 12 to 22 carbon atoms.
    Type: Grant
    Filed: February 11, 2010
    Date of Patent: April 8, 2014
    Assignee: The Lubrizol Corporation
    Inventors: Richard J. Vickerman, Daniel J. Saccomando
  • Publication number: 20140045737
    Abstract: The invention provides a lubricating composition containing an oil of lubricating viscosity and an ashless thiocarbamate compound having an optionally-substituted hydrocarbyl group on an S-atom and an optionally-substituted hydrocarbyl group on an N-atom. The invention further relates to a method of the lubricating an internal combustion engine with the lubricating composition.
    Type: Application
    Filed: March 7, 2012
    Publication date: February 13, 2014
    Inventors: Yanshi Zhang, Seth L. Crawley, Richard Yodice
  • Patent number: 8551927
    Abstract: The invention relates to a lubricating composition containing (a) an oil of lubricating viscosity, and (b) an oil soluble compound with a >N—R—N< group, wherein R may be a hydrocarbylene group. The invention further provides for the use of the lubricating composition for lubricating a limited slip differential.
    Type: Grant
    Filed: May 23, 2011
    Date of Patent: October 8, 2013
    Assignee: The Lubrizol Corporation
    Inventors: Daniel J. Saccomando, Stuart L. Bartley, Shubhamita Basu
  • Patent number: 8501674
    Abstract: A composition useful for lubricating an automatic transmission comprises an oil of lubricating viscosity and a hydrocarbyl amine with a hydrocarbyl group of 12 to 22 carbon atoms and having one or two additional groups of the structure —R3—NHC(O)R4, wherein R3 is an alkylene group of 1 to 4 carbon atoms and R4 is a hydrocarbyl group of 4 to 22 carbon atoms, or a nitrogen-containing heterocyclic group, or an aminoalkyl group.
    Type: Grant
    Filed: February 11, 2010
    Date of Patent: August 6, 2013
    Assignee: The Lubrizol Corporation
    Inventors: Richard J. Vickerman, Craig D. Tipton, Daniel J. Saccomando, Suzanne M. Patterson
  • Patent number: 8486876
    Abstract: A functional fluid suitable for use in an internal combustion engine is provided, comprising: (a) a major amount of a base fluid; (b) a minor amount of a polysubstituted alkanol amine derivative reaction product obtainable by reacting: (i) a carboxylate compound of formula I R1COOR2??(I) in which: R1 is an aliphatic C1-30-hydrocarbon radical; and R2 is hydrogen or alkyl, mono- or polyhydroxyalkyl, or ammonium; with (ii) an alkanol amine of the formula II NHR3R4??(II) wherein R3 and R4 are independently selected from hydrogen atoms and linear or branched-chain hydrocarbon groups, the carbon chain of which is optionally interrupted by one or more —NH— groups and which optionally has at least one hydroxyl group attached to a carbon atom of the hydrocarbon group, with the proviso that R3 and R4 are not both hydrogen atoms and that at least one of said residues R3 and R4 carries at least one hydroxyl group; in a molar ratio of the —COO— groups of the carboxylate compound of formula I to the molar sum of OH
    Type: Grant
    Filed: October 17, 2008
    Date of Patent: July 16, 2013
    Assignee: Shell Oil Company
    Inventors: Mark Lawrence Brewer, David Roy Kendall
  • Patent number: 8465665
    Abstract: The present invention provides a refrigerator oil composition which satisfies both sludge dispersibility and prevention of wear and seizing of sliding parts made of aluminum and/or iron, and a compressor and a refrigeration apparatus using the refrigerator oil composition. The refrigerator oil composition is characterized by comprising a base oil which is at least one member selected from mineral oils and synthetic oils, and at least one polyamide compound having two or more amide groups in the molecule and being present in an amount of 0.01 to 5% by mass based on the total amount of the refrigerator oil composition.
    Type: Grant
    Filed: June 29, 2011
    Date of Patent: June 18, 2013
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventor: Masato Kaneko
  • Patent number: 8334245
    Abstract: The present invention relates to a cylinder lubricant having a BN determined according to standard ASTM D-2896 greater than or equal to 15, preferably greater than 20, preferably greater than 30, advantageously greater than 40 milligrams of potash per gram of lubricant, comprising: one or more lubricating base oils for marine engines, at least one detergent based on alkali or alkaline-earth metals, overbased with metallic carbonate salts, optionally in combination with one or more neutral detergents, one or more fatty amines and/or derivatives of oil-soluble fatty amines having a BN determined according to standard ASTM D-2896 comprised between 150 and 600 milligrams of potash per gram, preferably comprised between 200 and 500 milligrams of potash per gram. This lubricant has sufficient neutralization power vis-à-vis the sulphuric acid formed during the combustion of high-sulphur fuel oils, while limiting the formation of deposits during the use of low-sulphur fuel oils.
    Type: Grant
    Filed: June 17, 2009
    Date of Patent: December 18, 2012
    Assignee: Total Raffinage Marketing
    Inventors: Denis Lancon, Jean-Marie Bourmaud
  • Publication number: 20120021958
    Abstract: A composition is provided suitable for use as a friction modifier for an automatic transmission, comprising an N-substituted oxalic acid bisamide or amide-ester containing at least two hydrocarbyl groups of 12 to 22 carbon atoms.
    Type: Application
    Filed: February 11, 2010
    Publication date: January 26, 2012
    Applicant: THE LUBRIZOL CORPORATION
    Inventors: Richard J. Vickerman, Daniel J. Saccomando
  • Publication number: 20120015855
    Abstract: A composition is provided for use as a friction modifier for an automatic transmission, comprising a long chain hydrocarbyl amine having one or two additional groups on one or two different amine nitrogen atom thereof of the structure —R3-C(=0)X(R4)c. R3 is an alkylene group or a group comprising a group of 1-4 carbon atoms or a chain of 2 to 9 carbon atoms interrupted by one or two nitrogen or oxygen atoms within the chain; X is nitrogen or oxygen, and R4 is a long chain hydrocarbyl group, or H, or —R3-NHR5. The compound does not contain a primary amino group.
    Type: Application
    Filed: February 11, 2010
    Publication date: January 19, 2012
    Inventors: Daniel J. Saccomando, Richard J. Vickerman, Suzanne M. Patterson
  • Patent number: 7900590
    Abstract: Methods, a lubricant composition, and a fuel composition for lubricating a two-stroke internal combustion engine include a lubricant composition that contains (A) an oil of lubricating viscosity, (B) an additive composition, and (C) a normally liquid solvent having a kinematic viscosity of less than 5 cSt at 100° C. The lubricant composition improves the cleanliness of a power valve of a two-stroke engine.
    Type: Grant
    Filed: April 17, 2003
    Date of Patent: March 8, 2011
    Assignee: The Lubrizol Corporation
    Inventors: William K. S. Cleveland, Laimute R. Svarcas
  • Publication number: 20100256028
    Abstract: A functional fluid suitable for use in an internal combustion engine is provided, comprising: (a) a major amount of a base fluid; (b) a minor amount of a polysubstituted alkanol amine derivative reaction product obtainable by reacting: (i) a carboxylate compound of formula I R1COOR2??(I) in which: R1 is an aliphatic C1-30-hydrocarbon radical; and R2 is hydrogen or alkyl, mono- or polyhydroxyalkyl, or ammonium; with (ii) an alkanol amine of the formula II NHR3R4??(II) wherein R3 and R4 are independently selected from hydrogen atoms and linear or branched-chain hydrocarbon groups, the carbon chain of which is optionally interrupted by one or more —NH— groups and which optionally has at least one hydroxyl group attached to a carbon atom of the hydrocarbon group, with the proviso that R3 and R4 are not both hydrogen atoms and that at least one of said residues R3 and R4 carries at least one hydroxyl group; in a molar ratio of the —COO— groups of the carboxylate compound of formula I to the molar sum
    Type: Application
    Filed: October 17, 2008
    Publication date: October 7, 2010
    Inventors: Mark Lawrence Brewer, David Roy Kendall
  • Patent number: 7795192
    Abstract: A lubricant composition suitable for lubricating a direct fuel injection two-stroke engine comprises at least one condensation product of a fatty acid with an amine or ammonia and of at least one Mannich dispersant, each in an amount of 0.5 to 8 percent by weight, along with an oil of lubricating viscosity.
    Type: Grant
    Filed: April 17, 2003
    Date of Patent: September 14, 2010
    Assignee: The Lubrizol Corporation
    Inventors: Laimute R. Svarcas, William K. S. Cleveland, John L. Petric
  • Publication number: 20100210490
    Abstract: A composition useful for lubricating an automatic transmission comprises an oil of lubricating viscosity and a hydrocarbyl amine with a hydrocarbyl group of 12 to 22 carbon atoms and having one or two additional groups of the structure —R3—NHC(O)R4, wherein R3 is an alkylene group of 1 to 4 carbon atoms and R4 is a hydrocarbyl group of 4 to 22 carbon atoms, or a nitrogen-containing heterocyclic group, or an aminoalkyl group.
    Type: Application
    Filed: February 11, 2010
    Publication date: August 19, 2010
    Applicant: The Lubrizol Corporation
    Inventors: Richard J. Vickerman, Craig D. Tipton, Daniel J. Saccomando, Suzanne M. Patterson
  • Publication number: 20090118150
    Abstract: The present invention provides a process for preparing a polymer, employing the steps of: (1) contacting a free radical initiator; a chain transfer agent containing a thiocarbonyl thio group and a free radical leaving group; and a radically polymerisable monomer, to form a polymer chain; and (2) contacting the polymer chain of step (1) with at least one of a polyvalent coupling agent, a polymerisation inhibitor, a grafting acylating agent, an amine and an oil of lubricating viscosity. The invention further provides compositions and uses for the polymer.
    Type: Application
    Filed: October 21, 2005
    Publication date: May 7, 2009
    Inventors: Marina Baum, Barton J. Schober, Mark Davies, Daniel C. Visger, John R. Johnson
  • Patent number: 7521403
    Abstract: Alkylamine, alkylenedi-, alkylenetri- or alkylenetetra-amine derivatives of N-alkyl-halo-acetamides, are useful as ashless, phosphorus-free and sulfur-free antiwear and friction modifying additives for lubricating oils. The additives are of the formula (I), (II) or (III) where A is alkylene of from 2 to 6 carbon atoms or is a group G, each independently, is alkylene of 2 to 6 carbon atoms, R, each independently, is alkyl or alkenyl of 1 to 8 carbon atoms and R?, each independently, is hydrogen or alkyl or alkenyl or 1 to 24 carbon atoms, where if an amide nitrogen is monosubstituted by alkyl or alkenyl, said alkyl or alkenyl is from 8 to 24 carbon atoms, where if an amide nitrogen is disubstituted by alkyl or alkenyl, the total carbon atoms of said alkyls or alkenyls combined are from 8 to 18 carbon atoms, and where each amide nitrogen is either mono- or disubstituted by alkyl or alkenyl.
    Type: Grant
    Filed: September 8, 2005
    Date of Patent: April 21, 2009
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Jeffrey A. Levine, Si Wu
  • Publication number: 20080153722
    Abstract: Provided are formulations, methods of making, and methods of using one or more Fischer-Tropsch Base Oils of the present invention in a low sulfur, low sulfated ash, and low phosphorus engine lubricant to enhance thermal stability of the lubricant as well as the high-temperature preformance of an engine housing the lubricant.
    Type: Application
    Filed: December 21, 2006
    Publication date: June 26, 2008
    Inventors: Jeroen Van Leeuwen, Peter Kleijwegt
  • Publication number: 20080146473
    Abstract: Provided are formulations, methods of making, and methods of using one or more reaction products of polyisobutylenes and monounsaturated acylating agents of the present invention in a low sulfur, low sulfated ash, and low phosphorus lubricant to enhance piston cleanliness in internal combustion engines.
    Type: Application
    Filed: December 19, 2006
    Publication date: June 19, 2008
    Inventors: Jeroen Van Leeuwen, Yoshitaka Takeuchi
  • Patent number: 6800595
    Abstract: A grease composition having a base oil and a thickener, which grease additionally has from 0.05% to 30% by weight of sodium thiosulphate and at least 0.1% by weight of one or more additives selected from the group of: calcium salicylate, magnesium salicylate, calcium phenate, and calcium sulphonate, based on the total grease composition, and use of the grease composition to improve rust prevention and abrasion resistance. The invention also relates to a method for preparing the grease composition.
    Type: Grant
    Filed: February 10, 2003
    Date of Patent: October 5, 2004
    Assignee: Shell Oil Company
    Inventors: Takahiro Ozaki, Noriaki Shinoda, Kouichi Nakazawa
  • Patent number: 6759375
    Abstract: A sump-lubricated internal combustion engine equipped with exhaust gas recycle, lubricated with (a) an oil of lubricating viscosity, (b) 0.05 to 1 percent by weight of an amide of an aliphatic carboxylic acid, and (c) at least one additional dispersant, detergent, or anti-wear agent, exhibits reduced temperature of the lubricant in the sump.
    Type: Grant
    Filed: May 23, 2002
    Date of Patent: July 6, 2004
    Assignee: The Lubrizol Corporation
    Inventors: Thomas T. Curtis, Ewa A. Bardasz, Daniel H. Heath, Peter B. Thomson
  • Patent number: 6756346
    Abstract: A lubricating oil composition comprising (I) 100 pbw of a base oil, (II) an antiwear agent comprising (i) from 0.05 to 10 pbw of a phosphorothionate and from 0.01 to 1.0 pbw of an amine salt of phosphorus compound and/or (ii) from 0.05 to 10 pbw of a dithiophosphate, and (III) a rust preventing agent comprising from 0.01 to 1.0 pbw of an amide obtained by reacting a polyalkylene polyamine and a carboxylic acid having from 4 to 30 carbon atoms, and the use of such lubricating composition.
    Type: Grant
    Filed: February 20, 2001
    Date of Patent: June 29, 2004
    Assignee: Shell Oil Company
    Inventors: Yoshiharu Baba, Kiyoshi Hanyuda
  • Patent number: 6660886
    Abstract: A magnetic recording medium including a lubricant topcoat having increased bonding to the medium surface comprises an amphiphilic lubricant molecule having a hydrophilic central portion including a plurality of polar functional groups bound to the medium surface and a pair hydrophobic fluoroalkyl ether or perfluoroalkylether end portions at respective ends of the hydrophilic central portion and extending away from the medium surface.
    Type: Grant
    Filed: February 1, 2002
    Date of Patent: December 9, 2003
    Assignee: Seagate Technology LLC
    Inventors: Youmin Liu, Vidya Gubbi, Chung Shih
  • Publication number: 20030220209
    Abstract: A sump-lubricated internal combustion engine equipped with exhaust gas recycle, lubricated with (a) an oil of lubricating viscosity, (b) 0.05 to 1 percent by weight of an amide of an aliphatic carboxylic acid, and (c) at least one additional dispersant, detergent, or anti-wear agent, exhibits reduced temperature of the lubricant in the sump.
    Type: Application
    Filed: May 23, 2002
    Publication date: November 27, 2003
    Applicant: The Lubrizol Corporation
    Inventors: Thomas T. Curtis, Ewa A. Bardasz, Daniel H. Heath, Peter B. Thomson
  • Patent number: 6613722
    Abstract: A lubricating composition for lubricating a continuously variable transmission, the lubricating composition comprising a mixture of a major amount of a lubricating oil and an effective amount of a performance enhancing additive combination comprising: (a) at least one organic phosphite; (b) at least one amine salt of an organic phosphate; and (c) one or more friction modifiers selected from the group consisting of selected (1) amides, (2) succinimides, and (3) ethoxylated amines.
    Type: Grant
    Filed: March 7, 1997
    Date of Patent: September 2, 2003
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Raymond F. Watts, Philip Reeve
  • Patent number: 6588393
    Abstract: This invention relates to a low-sulfur consumable lubricating oil composition, comprising: a base oil; an acylated nitrogen-containing compound having a substituent of at least about 10 aliphatic carbon atoms; and a sulfur content of about 5 to about 250 ppm; said composition being characterized by the absence of an extreme-pressure additive comprised of metal and phosphorus.
    Type: Grant
    Filed: December 4, 2000
    Date of Patent: July 8, 2003
    Assignee: The Lubrizol Corporation
    Inventors: William Bricker Chamberlin, III, John Kent Pudelski
  • Patent number: 6534451
    Abstract: Power transmission fluids exhibiting improved antiwear properties containing a novel antiwear additive formed by reacting elemental sulfur and a dialkyl phosphite in the presence of an acylated amine compound. Also present in the fluid are dispersant, friction modifier, antioxidant and viscosity modifier.
    Type: Grant
    Filed: April 5, 2002
    Date of Patent: March 18, 2003
    Assignee: Infineum International Ltd.
    Inventors: Raymond F. Watts, Roger K. Nibert, Keith R. Gorda
  • Patent number: 6420321
    Abstract: A fluorine-based oil composition for actuator rolling bearings containing (A) a fluorine-based oil and (B) a fluorinated ether diamide compound at a ratio by weight of 80 to 9.1 to 20 to 0.1. This composition is much better in torque, outgas and life than existing oil compositions.
    Type: Grant
    Filed: September 5, 2000
    Date of Patent: July 16, 2002
    Assignee: Minebea Co., Ltd.
    Inventors: Motoharu Akiyama, Tatsuya Hashimoto
  • Patent number: 6395687
    Abstract: A method is provided for lubricating a die cavity that includes applying a lubricant composition containing a high melting point polymeric wax lubricant to the wall of a die cavity. Preferably, the lubricant is a polyamide lubricant that has a melting temperature greater than the temperature of the die wall during use. The present invention also provides a method of making a compacted metal part that includes applying the lubricant composition to an internal wall of a die cavity, introducing a metal-based powder composition into the die cavity; and compacting the powder composition at a pressure sufficient to form a compacted part from the metal powder composition.
    Type: Grant
    Filed: May 24, 2001
    Date of Patent: May 28, 2002
    Assignee: Hoeganaes Corporation
    Inventor: Francis G. Hanejko
  • Patent number: 6395688
    Abstract: The invention concerns a process for the preparation of a lubricant composite for powder metallurgy including the steps of selecting a first lubricant having a melting point above 120° C. and a second lubricant having a melting point below 110° C.; mixing the lubricants at an elevated temperature in order to melt the lubricants and subjecting the mixture to rapid for providing a lubricant composite including a metastable phase. The invention also concerns the obtained lubricant composite.
    Type: Grant
    Filed: January 25, 2001
    Date of Patent: May 28, 2002
    Assignee: Höganäs AB
    Inventor: Hilmar Vidarsson
  • Publication number: 20020025913
    Abstract: A method is provided for lubricating a die cavity that includes applying a lubricant composition containing a high melting point polymeric wax lubricant to the wall of a die cavity. Preferably, the lubricant is a polyamide lubricant that has a melting temperature greater than the temperature of the die wall during use. The present invention also provides a method of making a compacted metal part that includes applying the lubricant composition to an internal wall of a die cavity, introducing a metal-based powder composition into the die cavity; and compacting the powder composition at a pressure sufficient to form a compacted part from the metal powder composition.
    Type: Application
    Filed: May 24, 2001
    Publication date: February 28, 2002
    Inventor: Francis G. Hanejko
  • Publication number: 20010012822
    Abstract: A fluorine-based oil composition for actuator roller bearings comprising (A) a fluorine-based oil and (B) a fluorinated ether diamide compound at a ratio by weight of 80 to 99.1:20 to 0.1. This composition is much better in torque, outgas and life than existing oil compositions.
    Type: Application
    Filed: January 16, 2001
    Publication date: August 9, 2001
    Inventors: Yasuhiro Mohri, Motoharu Akiyama
  • Patent number: 6231635
    Abstract: The invention concerns a lubricant for powder metallurgical compositions containing 10-60% by weight of a lithium salt of a fatty acid; 0-40% by weight of a zinc salt of a fatty acid and 40-90% by weight of a fatty acid bis-amide. 10-60% by weight of the lubricant is made up by the lithium and the zinc salt.
    Type: Grant
    Filed: February 1, 1999
    Date of Patent: May 15, 2001
    Assignee: Höganäs AB
    Inventors: Masaaki Suzuki, Toshio Serita, Norio Ukai, Hiroyasu Saitoh
  • Patent number: 6232275
    Abstract: There is disclosed a lubricating oil composition for automatic transmissions which comprises a base oil comprising at least one oil selected from the group consisting of a mineral oil and a synthetic oil each having a specific kinematic viscosity and a % CA; (A) a non-boron based succinic acid imide (e.g. polybutenylsuccinic acid imide) and a boron based succinic acid imide each in an amount of 0.1 to 5% by weight based on the whole composition; (B) a condensation product of a branched chain fatty acid having 8 to 30 carbon atoms (e.g. isostearic acid) and an amine (e.g. tetraethylene-pentamine) in an amount of 0.05 to 2% by weight based on the same; and (C) a dialkyl hydrogenphosphite (e.g. dioleyl hydrogenphosphite) in an amount of 0.1 to 1% by weight based on the same, and optionally at least one member selected from viscosity index improvers, antioxidants, metal deactivators, defoaming agents, detergents, extreme pressure agents and rust preventives.
    Type: Grant
    Filed: November 24, 1999
    Date of Patent: May 15, 2001
    Assignees: Idemitsu Kosan Co., Ltd., Nissan Motor Co., Ltd.
    Inventors: Toshihiko Ichihashi, Masayuki Kato, Takao Ishikawa, Yasuhiro Murakami, Kazuo Umesato, Rika Yauchihara
  • Patent number: 6225266
    Abstract: A zinc-free lubricating composition for lubricating a continuously variable transmission, the lubricating composition comprising a mixture of a major amount of a lubricating oil and an effective amount of a performance enhancing additive combination comprising: (a) an ashless dispersant; (b) at least one organic phosphite; (c) a calcium detergent; (d) one or more friction modifiers selected from the group consisting of: succinimides and ethoxylated amines; and (e) a primary amide of a long chain carboxylic acid.
    Type: Grant
    Filed: May 28, 1999
    Date of Patent: May 1, 2001
    Assignee: Infineum USA L.P.
    Inventors: Raymond F. Watts, Katherine M. Richard
  • Patent number: 6077455
    Abstract: This invention provides compositions and methods for producing automatic transmission fluids capable of improved viscometric properties and capable of achieving -40.degree. C. Brookfield viscosities not greater than 18,000 centipoise using natural lubricating oils.
    Type: Grant
    Filed: January 13, 1998
    Date of Patent: June 20, 2000
    Assignee: Exxon Chemical Patents Inc
    Inventors: Ricardo Alfredo Bloch, Raymond F. Watts, Christopher W. Cornish
  • Patent number: 6066605
    Abstract: Processes for producing saturated polymers monosubstituted with carboxylic amides are disclosed. One process comprises reacting a monounsaturated hydrocarbon polymer with carbon monoxide and a polyamine containing at least two amino groups at least one of which is a reactive amino group, in the presence of a catalyst comprising at least one member selected from the group consisting of the transition metals of Group 8 to 10 and the metal compounds thereof. Another process comprises reacting a polyamine containing a reactive amino group with a monofunctionalized, saturated hydrocarbon polymer containing a carboxylic acid or carboxylic ester functional group, the monofunctionalized hydrocarbon polymer obtained by reacting a starting mono-unsaturated hydrocarbon polymer with carbon monoxide and water or alcohol in the presence of a Group 8-10 transition metal catalyst. The products of the processes are useful as additives in lubricating oils and in fuels, for example, as dispersants and/or detergents.
    Type: Grant
    Filed: February 6, 1998
    Date of Patent: May 23, 2000
    Assignee: Infineum USA L.P.
    Inventors: Jacob Emert, Richard H. Schlosberg, David E. Gindelberger, Roy L. Pruett
  • Patent number: 6066601
    Abstract: A coating additive composition containing the combination of a) at least one non-crosslinked product made by the reaction of an amine and a carboxylic acid, the product containing at least two hydrocarbyl groups each having about 12 to about 100 carbon atoms; and (ii) at least one fluoropolymer. The additive composition is useful as a nonflatting slip-enhancing agent in both in solvent-based and powder coatings. The cured coatings exhibit lower coefficient of friction and substantial gloss retention.
    Type: Grant
    Filed: October 6, 1998
    Date of Patent: May 23, 2000
    Assignee: The Lubrizol Corporation
    Inventor: Thomas F. Steckel
  • Patent number: 6001781
    Abstract: The present invention is directed to a process for preparing a condensation product of a glyoxylic reactant and a hydrocarbyl-substituted aromatic compound having at least one hydroxy functionality, which includes (a) providing the glyoxylic reactant in the form of a compound represented by the formula ##STR1## or its reactive equivalent, wherein R.sup.1 and R.sup.3 independently are hydrogen or hydrocarbyl group of 1 to about 4 carbon atoms; and R.sup.2 and R.sup.4 independently are hydrocarbyl groups of 1 to about 4 carbon atoms; (b) mixing the aromatic compound with the glyoxylic reactant; and (c) heating the mixture to a temperature of about 50.degree. C. to about 200.degree. C. in the presence of an acid catalyst for a sufficient time to form the condensation product.
    Type: Grant
    Filed: September 10, 1997
    Date of Patent: December 14, 1999
    Assignee: The Lubrizol Corporation
    Inventors: Mark R. Baker, Karen M. Hull, David L. Westfall
  • Patent number: 5955404
    Abstract: Lubricant or fuel compositions comprising 1) an organo, ring-substituted diphenyl sulfide, e.g. a monoalkyldiphenyl sulfide; 2) a dispersant component comprising at least one polymer-substituted succinimide, succinamide and/or succinic acid ester in which the alcohol or phenol moiety of the ester group may optionally contain amide, imide or amine nitrogen functionality, or mixtures of said amide, imide and/or ester; and 3) a dithiophosphate, e.g., a zinc dithiophosphate. The compositions have superior antiwear and extreme pressure properties.
    Type: Grant
    Filed: November 6, 1997
    Date of Patent: September 21, 1999
    Assignee: Mobil Oil Corporation
    Inventors: Andrew G. Horodysky, Ross A. Kremer
  • Patent number: 5952274
    Abstract: The invention relates to the use of polyhydroxycarboxylamides as an extreme pressure (EP) additive, in particular for lubricants, metalworking fluids and hydraulic fluids. The invention also relates to an extreme pressure (EP) additive containing at least one amide of a polyhydroxycarboxylic acid. Preferred polyhydroxycarboxylamides are the amides of gluconic acid and of glucoheptonic acid.
    Type: Grant
    Filed: August 26, 1997
    Date of Patent: September 14, 1999
    Assignee: Schill & Seilacher GmbH & Co.
    Inventors: Horst Rieckert, Karl-Heinz Michel, Jan Zwinselman
  • Patent number: 5932525
    Abstract: Multigrade lubricating oils for use in lubricating internal combustion engines, using basestocks with low levels (<75 mass %) of saturated hydrocarbons, comprise less than 3 mass % of ashless dispersant derived from a polymer of number average molecular weight (Mn) of not greater than 5000, and a viscosity modifier package to give the desired viscometrics comprising at least one multifunctional viscosity modifier. These oils meet stringent engine performance requirements and specifically give adequate varnish inhibition without very high treat levels of dispersants and/or use of specific detergent systems so avoiding problems of oxidation stability, compatibility and engine performance debits.
    Type: Grant
    Filed: April 3, 1997
    Date of Patent: August 3, 1999
    Assignee: Exxon Chemical Patents, Inc.
    Inventors: Johan Ney, Robert Robson, Trevor Russell
  • Patent number: 5922656
    Abstract: The lubricant composition of the present invention can be used in automatic transmissions and contains 0.05 to 2% of a metallic salt of organic acid (component (A)), such as calcium sulfonate, 0.15 to 4% of a specific polyamide compound (component (B)) and 0.05 to 1.5% of acid phosphate or acid phosphite ester (component (C)) which are added to a lubricant base oil, wherein all percentages are by weight in the total lubricant composition. The lubricant composition for automatic transmissions can show high anti-shudder property, high anti-shudder durability for an extended period, high property of preventing clogging of the friction material, and sufficient transmission torque capacity, while retaining the lubricant characteristic requirements for use in automatic transmissions.
    Type: Grant
    Filed: March 23, 1998
    Date of Patent: July 13, 1999
    Assignees: Tonen Corporation, Toyota Jidosha Kabushiki Kaisha
    Inventors: Narihiko Yoshimura, Takanori Kugimiya, Takanori Nakada, Fumio Ueda, Yasushi Ando
  • Patent number: 5872084
    Abstract: A Koch functionalized product, which is the reaction product of at least one hydrocarbon with carbon monoxide and a nucleophilic trapping agent, is derivatized with a heavy polyamine and a second amine. The hydrocarbon is a hydrocarbon compound or a hydrocarbon polymer. A heavy polyamine is a mixture of polyamines containing small amounts of lower polyamine oligomers such as tetraethylene pentamine and pentaethylenehexamine and containing primarily oligomers with more than 6 nitrogens and more extensive branching. Rubber seals embrittlement is reduced or minimized.
    Type: Grant
    Filed: January 15, 1998
    Date of Patent: February 16, 1999
    Assignee: Exxon Chemical Patents, Inc.
    Inventors: Jacob I. Emert, Joseph V. Cusumano, David C. Dankworth, William D. Diana, William B. Eckstrom, Keith R. Gorda, Antonio Gutierrez, Jon E. Stanat, Warren A. Thaler, Stephen Zushma
  • Patent number: 5866519
    Abstract: This invention provides a composition and method for producing partial synthetic automatic transmission fluids having improved shear-stability and low temperature properties without the need to incorporate polymeric viscosity modifiers.
    Type: Grant
    Filed: July 7, 1997
    Date of Patent: February 2, 1999
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Raymond Frederick Watts, Ricardo Alfredo Bloch
  • Patent number: 5854186
    Abstract: A Koch functionalized product, which is the reaction product of at least one hydrocarbon with carbon monoxide and a nucleophilic trapping agent is derivatized with a heavy polyamine. A heavy polyamine is a mixture of polyamines comprising small amounts of lower polyamine oligomers such as tetraethylene pentamine and pentahexamine but primarily oligomers with more than 6 nitrogens and more extensive branching.
    Type: Grant
    Filed: March 18, 1997
    Date of Patent: December 29, 1998
    Assignee: Exxon Chemical Patents, Inc.
    Inventors: Joseph V. Cusumano, David C. Dankworth, William D. Diana, William B. Eckstrom, Jacob I. Emert, Keith R. Gorda, Antonio Gutierrez, Jon E. Stanat, Warren A. Thaler, Stephen Zushma
  • Patent number: 5783735
    Abstract: A process for preparing polymeric amides is disclosed. The process comprises sequentially reacting a hydrocarbon polymer functionalized (e.g., via the Koch reaction) to contain acid, ester, thioacid and/or thioester groups with a heavy polyamine to form a partially derivatized product in which at least about 85% of the functional groups are converted to heavy (thio)amide groups, and then reacting the partially derivatized product with an excess of light amine to complete the derivatization by converting substantially all of the remaining functional groups to light (thio)amide groups. Products of the foregoing process are also disclosed, which products are useful as additives in fuels and in lubricants.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: July 21, 1998
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Jacob I. Emert, Joseph V. Cusumano, David C. Dankworth, William D. Diana, William B. Eckstrom, Keith R. Gorda, Antonio Gutierrez, Jon E. Stanat, Warren A. Thaler, Stephen Zushma
  • Patent number: 5773567
    Abstract: Processes for producing saturated polymers monosubstituted with carboxylic amides are disclosed. One process comprises reacting a monounsaturated hydrocarbon polymer with carbon monoxide and a polyamine containing at least two amino groups at least one of which is a reactive amino group, in the presence of a catalyst comprising at least one member selected from the group consisting of the transition metals of Group 8 to 10 and the metal compounds thereof. Another process comprises reacting a polyamine containing a reactive amino group with a monofunctionalized, saturated hydrocarbon polymer containing a carboxylic acid or carboxylic ester functional group, the monofunctionalized hydrocarbon polymer obtained by reacting a starting mono-unsaturated hydrocarbon polymer with carbon monoxide and water or alcohol in the presence of a Group 8-10 transition metal catalyst. The products of the processes are useful as additives in lubricating oils and in fuels, for example, as dispersants and/or detergents.
    Type: Grant
    Filed: June 17, 1996
    Date of Patent: June 30, 1998
    Assignee: Exxon Chemical Patents Inc
    Inventors: Jacob Emert, Richard H. Schlosberg, David E. Gindelberger, Roy L. Pruett
  • Patent number: 5773393
    Abstract: The present invention includes a composition which comprises a major amount of an oil of lubricating viscosity and a minor amount effective to inhibit metal corrosion of a soluble additive mixture comprising(A) at least one amide compound of a mono- or polycarboxylic acid or reactive derivative thereof; and(B) at least about 0.1 mole of at least one amine per mole of amide, provided that when (A) is an amide of a dicarboxylic acid and the amine is an alkanol amine, the mixture contains more than 0.5 equivalent of the amine (B) per equivalent of amide (A).The compositions of the invention exhibit improved corrosion-inhibiting properties and the compositions are useful in a variety of lubrication applications. In particular the compositions are useful as hydraulic fluids.
    Type: Grant
    Filed: June 17, 1997
    Date of Patent: June 30, 1998
    Assignee: The Lubrizol Corporation
    Inventor: Paul Ernest Adams
  • Patent number: 5756431
    Abstract: A Koch functionalized product, which is the reaction product of at least one hydrocarbon with carbon monoxide and a nucleophilic trapping agent, is derivatized with a heavy polyamine and a second amine. The hydrocarbon is a hydrocarbon compound or a hydrocarbon polymer. A heavy polyamine is a mixture of polyamines containing small amounts of lower polyamine oligomers such as tetraethylene pentamine and pentaethylenehexamine and containing primarily oligomers with more than 6 nitrogens and more extensive branching. Rubber seals embrittlement is reduced or minimized.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: May 26, 1998
    Assignee: Exxon Chemical Patents Inc
    Inventors: Jacob I. Emert, Joseph V. Cusumano, David C.. Dankworth, William D. Diana, William B. Eckstrom, Keith R. Gorda, Antonio Gutierrez, Jon E. Stanat, Warren A. Thaler, Stephen Zushma